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Petrochemical Encyclopedia 2011 PDF
Petrochemical Encyclopedia 2011 PDF
()
555
10900
. 0 2537 2000 www.pttplc.com
11
555/2
10900
. 0 2537 0440-8 www.ptit.org
Petrochemical Encyclopedia
. ()
.
.
..
..
..
..
..
..
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Petrochemical Encyclopedia
. ()
ISBN 978-974-496-257-7
1
.. 2554
. ()
555 10900
()
194 46 71
10110
()
167/5 4 - (. 29.5)
10560
. ()
30
.. 2521 .
.
24 .
. ()
. () .
()
()
12
14
68
290
326
368
424
432
additive
(processability)
/
(life/survival ability)
(mechanical properties)
(dose)
2
(temporary threshold
shift)
(tinnitus)
2
(permanent threshold shift)
(audiometer)
( xxxx)
light fastness
( additive)
( fluorescent
whitening agent)
( optical brightening agent)
(whitening index)
occupational disease
(occupational illness)
( noise induced hearing loss)
( xxxx )
placard
(venture scrubber)
(particulate wet scrubbing system)
( 1 )
(throat)
( wet
scrubber )
(petroleum chemicals)
(petrochemicals)
..
1880
20
(: )
( )
( )
()
16
.. 1950 2,500 .. 2000
6,100 .. 2010 7,000
8,700 .. 2030
11,000 .. 2050
(carrying capacity
of the earth)
(economies of scale)
17
(petrochemical feedstock,
petrochemical raw material)
(biomass resource)
(natural gas)
(liquefied natural gas (LNG))
(CH4)
(C2+ )
8-9 (wet gas)
(methane)
(ethane)
(gas base petrochemicals)
(ethylene)
(propane)
18
1
(feedstock)
(crude petroleum,
crude oil)
(petroleum
product)
(naphtha)
(liquid base
petrochemicals)
(naphtha base petrochemicals)
(gas oil)
(condensate)
(condense)
19
(coal)
(oil shale) (tar sand)
(shale gas)
(biomass resource)
20
.. 1869
(camphor)
(celluloid)
8 32 .
.. 1900
()
21
.. 2378
(.. 1835)
.. 2382
(.. 1839)
(Henri Victor Regnault)
(Eduard Simon)
(styrol)
.. 2405
(.. 1862)
.. 2422
(.. 1879)
(Bouchardt)
(Alexander Parkes)
Parkesine cellulose
nitrate
(John
Wesley Hyatt)
celluloid cellulose
acetate .. 2413
.. 2441
(.. 1898)
(Hans von Pechmann)
polyethylene
(PE)
diazomethane
.. 2472
(.. 1929)
.. (I.G.
Farbenindustrie AG)
(PS)
.. 2473
(.. 1930)
(Wallace Carothers)
(DuPont)
(neoprene)
..
.. 2476
(.. 1933)
.. 2478
(.. 1935)
.. 2480
(.. 1937)
(Reginald
Gibson)
(Eric Fawcett)
(ICI)
(LDPE)
(ethylene)
(benzaldehyde)
.. 2478
(Michael Perrin)
.. 2482
(Wallace Carothers)
(Julian Werner
Hill)
(DuPont)
66
(Otto
Bayer)
(Friedrich Bayer &
Company)
(polyurethane)
22
LDPE
.. 2450
(.. 1907)
.. 2463
(.. 1920)
.. 2465
(.. 1922)
.. 2469
(.. 1926)
.
(F. Rachig)
-
(HoffmannLaRoch)
(phenol)
(coal tar)
67
.. 2377
(Leo
Hendrik Baekeland)
(bakelite)
(formaldehyde)
1930
(Union Carbide)
(Clendenin)
(Hermann Staudinger)
(macromolecular chemistry)
.. 2496
(Waldo
Semon)
(PVC)
.. 2444
(.. 1901)
20
.. 2484
(.. 1941)
(John Rex Whinfield)
(James Tennant Dickson)
(Paul
Hogan & Robert
Banks)
(Phillips Petroleum)
(HDPE)
(PP)
.. 2523
(.. 1980)
.. 2496
(.. 1953)
.. 2494
(.. 1951)
(Karl
Ziegler)
( HDPE
.. 2496)
(catalyst)
Ziegler-Natta
catalyst
(Giulio
Natta) (
PP)
.. 2506
ZieglerNatta catalyst
(Walter
Kaminsky)
(Hansjrg Sinn.)
(metallocene)
23
(feedstock)
(exploration & production)
(petroleum processing)
(natural gas separation plant) (oil
refinery) (condensate splitter)
(upstream
petrochemical product)
7
1 (C1 chemistry) (ethylene)
(propylene) (butadiene) 4 (mixed C4)
(benzene) (toluene) (xylene)
24
3
(upstream petrochemical
product)
(feedstock)
7 1
(C1 chemistry) (ethylene) (propylene)
4 (mixed C4) (benzene)
(toluene) (xylene)
7
(feedstock)
(crude oil equivalent)
250
3,820 7
(downstream petrochemical
product)
(plastic)
25
- (commodity
plastic)
90
(HDPE)
(LDPE)
(LLDPE) (PVC) (PP)
(PS)
- (engineering plastic)
(polycarbonate) (POM)
26
(synthetic fibre)
(polyester fibre) (polyamide fibre
nylon fibre) (polypropylene fibre)
(acrylic fibre)
(BR) (SBR)
(butyl rubber) (nitrile rubber)
(ethylene propylene diene elastomer
(EPDM))
27
(synthetic coating
and adhesive material)
(PU) (epoxy resin)
(poly(vinyl acetate) (PVAc))
- (ethanolamine)
(specialty chemical)
(ethylene amine)
(chemical additive)
- (fatty alcohol
ethoxylate) (specialty
chemical)
(non-ionic surfactant)
(emulsifier)
- (MTBE)
(chemical additive)
28
/
/
Detergent & Surfactant
(Green House)
29
(upstream petrochemical
process)
3
(thermal
steam cracking)
(cracker)
(ethane cracker)
(naphtha cracker)
(co-product) 4 (mixed C4)
(by-product)
(catalytic cracking)
30
(reforming)
(reformer)
(reformate)
(metathesis)
4
(downstream
petrochemical process)
(polymerization)
(monomer :
mono mer )
(polymer :
poly )
(double bond)
(repeating
units) (polymer chain)
(copolymer)
[Repeating Unit]n
Polyethylene
PE
Propylene
H2C=CH(CH3)
Polypropylene
PP
Styrene
H2C=CH(C6H5)
Polystyrene
PS
CD
Vinyl chloride
H2C=CHCl
/
/
Methyl methacrylate
H2C=C(CH3)
COOCH3
Polymethyl
methacrylate
PMMA
Acrylonotrile
H2C=CHCN
Polyacrylonotrile
PAN
Vinyl acetate
CH3COOCH=CH2
Ethylene glycol
HOCH2-CH2OH
Terephthalic acid
HOOC COOH
Polyethylene
terephthalate
PET
PA
6,10
Hexamethylenediamine
H2N-(CH2)6-NH2
Nylon 6,10
Sebacic acid
HOOC-(CH2)8COOH
Ethylene
H2C=CH2
31
(
) (
) (
) (
)
(
)
(large scale)
(petrochemical complex)
(economies of scale)
32
(technology
availability)
(barrier to
entry)
(commodity petrochemical)
(license)
(specialty petrochemical)
(joint venture)
(capital intensive)
33
(distributed globally)
34
(cost is based
on feedstock follow crude oil price trend)
9%
2%
89%
(uniform in quality)
(HDPE)
(margin vary by
operating rate)
35
(cyclicality)
7-9
3-5
(economies of
scale)
HDPE ()
2552
GDP
HDPE
2530
2550
2540 2539
GDP ()
(GDP)
(HDPE) .. 2530-2552
36
(integration)
(stand-alone)
(integrated operation)
37
(backward integration)
(forward integration)
(feedstock)
(condensate splitter)
(transfer price)
Ludwigshafen
38
39
(feedstock position)
(infrastructure)
( 60-70 )
"
http://depts.drew.edu/mideast/
"
http://www.menainfra.com/news/middle-east-oil
w.edu/mideast/
round-up/
http://www.menainfra.com/news/middle-east-oil
round-up/
s/jup
http://www.menainfra.com/news/middle-east-oil
round-up/
http://www.chemicalstechnology.com/projects/jup
c/jupc1.html
http://www.worldmapsonline.com/classroomm
aps/regional_maps_of_asia.htm
http://www.abudhabi.ms/
http://www.abudhabi.ms/
http://www.worldmapsonline.com/classroomm
aps/regional_maps_of_asia.htm
(feedstock/
http://www.abudhabi.ms/
raw material security)
assroomm
40
(human resource)
(capital)
41
(market)
(logistics management)
(baseload)
(technology)
42
1,200
1,000
(economies of scale)
(
)
800
600
400
200
0
800
800
.. 2546
.. 2551
1000
315
.. 2533
.. 2553
(appropriate integration)
(transfer
price)
(regional/global reach)
43
44
45
2
.. 2500
46
()
.. 2514 .
.
9,000 /
8,300 /
4-6
() . .
.. 2516
.
1
VCM
PTT
GSP
Ethane
PVC
Plastic tubing
PE
Plastic bag
& goods
PP
Plastic parts
& goods
Ethylene
NPC
Propane/LPG
Propylene
1 (NPC I)
47
2
()
(.. 2541 .. 1998)
PE
Plastic bags
& goods
PVC
Plastic tubing
Propylene
PP
Plastic parts
& goods
Mixed C4
MTBE, Butene-1,
LPG
Fuel/additives
PS
Electric appliances
& housing market
Styrene
ABS
Automotive parts
market
PTA
Polyester
PA
Plasticizer
Reinforced fiber
plastic market
Ethylene
NGL
Naphtha
Thai Olefins
Pygas
Condensate
FRN
Raffinate
Thai Aromatics
Benzene
Hydrogen
Users
p-Xylene
Gas
PTT/Refinery
/Export
Solvents
VCM
Light naphtha
o-Xylene
Condensate
residue
Toluene
Mixed xylenes
Heavy aromatics
p-Xylene
Benzene
Export
Export
2 (NPC II)
48
.. 2553
49
.. 2553
50
()
()
()
()
()
()
()
()
()
()
()
() ()
. ()
. ()
51
.. 2509
.. 2511
Hoechst
Chemical Industries
.. 2540
()
TPI
()
(TAC)
()
() ATC
(BTX)
52
.. 2516
.. 2521
.. 2542
.. 2547
.. 2548
.. 2514
ROC
()
()
3
.. 2547-
TPI
()
TOC
()
NPC
.
()
PTTChem
.. 2527
1
(NPC I)
1
.
.
.. 2532
.. 2533
2 (NPC II)
TPE
(HDPE)
.. 2538
.. 2525
(LDPE)
.. 2549
.
()
() TPI
()
IRPC
.. 2550
()
() ATC
()
RRC
.
() PTTAR
.. 2551
(Hamburger Crisis)
.. 2552
.. 2553
76
(AFTA)
29
53
1
.. 2547 4 .. 2552
4.6 5.1
.. 2552
9 22 7
8
9%
* 22%
LPG 9%
()
LPG 8%
()
70%
82%
861,876
326,000
* 80,000
.. 2552
54
4 .. 2552
2.2
39,551 (18%)
85,116 (38%)
23,129 (10%)
33,304 (15%)
580 (0.3%)
221,479
7,868 (4%)
4,189 (2%)
5,389 (2%)
1,812 (1%)
20,541 (9%)
.. 2552
55
10,000 360,000
(dynamic)
1 (.. 2523-2532) 3 (.. 2547-)
30
( .)
(
) 1 (NPC I)
56
57
.
. . . .
. 5
RIL
(condensate
splitter) (feedstock)
(integration)
IRPC (TPI ) . .
.
.
.
58
59
(industrial capacity)
.. 2514
.. 2540
.. 2554 29
12 7
10
35
30
25
20
15
10
5
0
2514 2523 2525 2537 2538 2539 2540 2541 2542 2543 2544 2545 2546 2547 2548 2549 2550 2551 2552 2553 2554
.. 2554
(economies of scale)
1
(
)
3
1
40 .. 2545
55 .. 2554
60
60
50
40
30
20
13
7
37
42
2545
2549
2554
35
10
0
.
()
.
.
IRPC ( TPI ) ..
2553 .
80
35
30
25
PTT
Group
SCG
Group
Others
SCG
PTT
20
15
10
Others
5
0
2546
2551
2553
61
. ()
. PTT Group
(olefins) (aromatics)
.. 2553 .
14
. ()
. () 2
IRPC
()
PTT Group
Petroleum
Petroleum
exploration
Petrochemical
Olens and
derivatives
Renery
Gasoline
station chain
Natural gas
separation
Lube base
plant
62
Oleochemical
Aromatics and
derivatives
Ethylene
Benzene
Cyclohexane
Ethanolamine
Ethoxylate
LDPE
LLDPE
HDPE
SM
PS
EPS
ABS/SAN
Toluene
P-Xylene
O-Xylene
Mixed-Xylene
EG
VCM
PVC
Propylene
PP
Phenol/Acetone
ACN
MMA
Polyol/PU
Butadiene
Methyl ester
Fatty alcohols
.. 2456
.. 2532
(HDPE)
SCG-Dow Group
.. 2553
9.7
RIL
2
SCG
Petrochemicals
Aromatics
and derivatives
Olens
and derivatives
Ethylene
LDPE
LLDPE
HDPE
VCM
PVC
Propylene
PP
PO
BR
SBR
SBL
Butadiene
MTBE
Butene-1
MMA
BMA
C1 chemistry
and derivatives
MF resins
Benzene
SM
PS
Toluene
PTA
PET
63
- TOA
TOA
(engineering plastics) (PC)
(POM)
-
(polyester)
(PET) .. 2538
(Indorama Polymers Public Co., Ltd. IRP)
(PET)
(Indo Poly (Thailand) Ltd.)
(Indorama Petrochem Ltd.)
(PTA)
- Bayer
/
(ABS/SAN) (PC)
.. 2547 Bayer ABS/SAN
Lanxess INEOS ABS
Bayer
64
- ExxonMobil Chemical
ExxonMobil
.. 2542
(p-Xylene)
- Ube
Ube
(Nylon) Caprolactam
.. 2547-2548
-
Polyol/PU PG
Website
www.apic-online.org
www.afa.com.eg
www.cefic.org
www.epca.be
www.petrochemistry.
net
www.apla.com.ar
www.methanol.org
www.npra.org
www.ccpa.ca
www.jpca.or.jp
www.kpia.or.kr
www.piat.org.tw
www.cpmai.com
www.mpa.org.my
www.scic.sg
www.ftipc.or.th
www.ptit.org
65
Website
66
www.che.eng.ku.ac.th
http://mat.eng.ku.ac.th/
index.htm
http://chem.sci.ku.ac.th/
http://physics.sci.ku.ac.th/
http://chemsci.kku.ac.th/
www.chem.eng.chula.ac.th
www.ppc.chula.ac.th
www.chemtech.sc.chula.
ac.th/
www.chemistry.sc.chula.
ac.th/home.htm
http://gensci.sc.chula.ac.th/
www.sc.chula.ac.th/matsci/
www.sc.chula.ac.th/
petrochem/home.html
www.science.cmu.ac.th/
department/ic/
www.cmuchem.com/
www.che.eng.kmutt.ac.th
http://science.kmutt.ac.th/
WebChem/index.html
www.jgsee.kmutt.ac.th
www.ic.kmutnb.ac.th/
www.en.rmutt.ac.th/
www.sut.ac.th/engineering/
polymer
http://science.sut.ac.th/
chemistry/
www.che.engr.tu.ac.th
www.siit.tu.ac.th
http://chemistry.buu.ac.th/
www.eng.mut.ac.th/Chemical
http://chemw.sc.mahidol.
ac.th/
www.eg.mahidol.ac.th/dept/
egche/
http://eng.swu.ac.th/
department/che dept.html
www.eng.su.ac.th
www.sc.psu.ac.th
www.kmitl.ac.th/che/people/
index.html
www.kmitl.ac.th/chem
http://chem.sci.ubu.ac.th/
Website
www.mtec.or.th/index.php
www.nanotec.or.th/
nanotec th/
67
-methylstyrene (AMS) ()
(-olefin) ( styrene) (methyl
group, -CH3)
1 (alpha, )
C9H10
( cumene) ( benzene)
( propylene)
( dehydrogenation)
(intermediate)
(plasticizer) (resin)
-lactam
(heteroatom) 3
1
1-butene 1-
( alkene) 4
C4H8 1 (isomer)
1- 2- ( 2-butene) ( iso-butene)
1-
4 ( mixed C4) (by product) (cracking)
( olefin) () ( naphtha)
(extractive distillation)
(molecular sieve adsorption) (intermediate)
(comonomer) (ethylene)
( high density polyethylene)
( linear low density polyethylene)
2-butene 2-
( alkene) 4
C4H8 2 (isomer)
1- ( 1-butene) 2- ( iso-butene)
2 -2- (cis-2-butene)
70 -2- (trans-2-butene) 30
-2-
-2-
4 4 ( mixed C4)
(by product) (cracking) (
) ( naphtha)
( butadiene)
(butanone)
70
absorption
(Nernst
partition law) (partition coefficient, KN)
KN = [x]1/[x]2 [x]1
(solute) 1 [x]2
2 KN
(amine treating)
(monoethanolamine (MEA)) (diethanolamine (DEA))
(methyldiethanolamine (MDEA))
(absorber)
(sweet gas)
(rich amine) (regenerator)
(desorp)
(lean amine)
71
acetaldehyde
carbonylation)
(iodine-promoted rhodium)
(aldehyde)
(formyl group, -CHO)
(methyl group, -CH3) CH3CHO
(Wacker
process) (oxidation)
(II)
(paladium (II) chloride, PdCl2) (II)
(copper (II) chloride, CuCl2) (hydrochloric
acid, HCl)
CH3CHO
( acetic
acid)
acetic acid ,
(vinyl acetate)
( acetic anhydride)
(ester)
acetic anhydride
O
H3C
(carboxylic acid) (carboxyl group,
-COOH) (methyl group, -CH 3)
CH3COOH
2
10
(methanol
CH3
(anhydride acid) (acyl group, RCO-)
2 R1CO- R2CO-
R1 R2
(methyl group, -CH3) C4H6O3
( acetic acid)
(acetyl iodide) (methyl acetate)
CH3CI + CH3COOCH3
CH3I + (CH3CO)2O
(cellulose acetate)
(acetylsalicylic acid)
()
()
72
acetone
H3C
( acrylonitrile)
( butadiene)
O
C
CH3
(ketone)
(carbonyl group, -CO-)
(alkyl group, R) 2
(methyl group, -CH3) C3H6O
(cumene process)
(methyl
methacrylate)
(polymethyl metacrylate (PMMA))
C6H5OH + CH3COCH3
acetonitrile
H
H C C N
H
(nitrile)
(nitrile group, -CN) (alkyl
group, R) (methyl group, -CH3)
CH3CN
73
acetoxylation
(carboxylic
group, RCOO-)
1,4- (1,4-butenediol)
1,3- (1,3-butadiene)
1,4--2-
(1,4-diacetoxy-2-butene) 2
acetylenic
( acetylene)
1,3-
acrolein
(aldehyde)
(formyl group, -CHO)
(vinyl group, CH2=CH-)
C3H4O
1,4--2-
1,4-
acetylene
(alkyne)
2 C2H2
(partial
oxidation) ( methane)
1,500 2-3
(quench)
(cracking)
( vinyl chloride)
(vinyl cyanide)
acid gas
(amine treating)
(Benfield process)
(oxidation)
(bismuth molybdate (BiMo))
(glycerol)
280
(polyester resin) ( polyurethane) ( propylene glycol)
(acrylic acid) ( acrylonitrile)
acrylamide
(amide)
(amide group, -CONH2)
(vinyl group, CH2=CH-)
C3H5NO
74
(polymerization)
( acrylonitrile)
( hydrolysis)
CH2=CH-CN + H2SO4 + H2O
(NH4)2SO4 + CH2=CHCONH2
( poly
(acrylamide))
(water-soluble thickener)
acrylic-styrene-acrylonitrile (ASA) - ()
( copolymer)
( monomer) 3
(acrylic acid) ( styrene)
( acrylonitrile) (high gloss)
(chemical resistance) (heat resistance)
75
acrylonitrile
(nitrile)
(nitrile group, -CN) (vinyl
group, CH2=CH-)
C3H3N (
) 53.06
0.81
-84 77
( propylene)
(catalytic ammoxidation)
(bismuth molybdenum (BiMo))
2CH3CH=CH2 + 2NH3 + 3O2
2CH2=CHCN + 6H2O
( monomer)
- ( acrylonitile-butadienestyrene) -
( styrene-acrylonitrile)
acrylonitrile-butadiene rubber (ABR), nitrile rubber
(NBR) - (),
()
76
( copolymer)
( acrylonitrile) (butadiene)
18-51
(non-polar
solvent) (heat resistance)
(abrasion resistance)
-40 125
(flexibility)
(hydraulic hose) (conveyor
belting) (graphic arts)
acrylonitrile-butadiene-styrene (ABS) - ()
( copolymer) 3
( acrylonitrile)
( butadiene) ( styrene)
50
(rigidity)
(processability)
1,3-
-- ()
77
78
adipic acid
(carboxylic)
(carboxyl group, -COOH) 2
4 (dicarboxylic acid)
C6H10O4
2
( cyclohexanol)
( cyclohexanone) -
(ketone-alcohol oil, KA oil)
(nitric acid)
(glutaric acid)
(succinic acid)
CH2=CHCH=CH2 + CO + CH3OH
CH3CH=CHCH2COOCH3
3-
CH3CH=CHCH2COOCH3 +
3-
CO
+ CH3OH
CH3OOC(CH2)4COOCH3
CH3OOC(CH2)4COOCH3 + 2H2O
HOOC(CH2)4COOCH3 + 2CH3OH
OH
HO
C6H11OH + HNO3
2
( nylon)
( polyurethane)
(plasticizer)
( butadiene)
( carbonylation)
(dicobalt octacarbonyl) (quinone)
adiponitrile
(nitrile)
(nitrile group, -CN) 2
4 C6H8N2
( butadiene)
(hydrocyanation) (sodium cyanide,
NaCN) (nickel
triaryl phosphite, Ni[P(OAr)3]4)
adsorbent
2
( zeolite) (porous
alumina) (silica gel)
(activated carbon)
CH2=CHCH=CH2 + HCN
CH3CH=CHCH2CN
HCN NCCH CH CH CH CN
2
2
2
2
1,6- (1,6-diaminohexane)
79
adsorption
(interface)
2
(colloid)
(adsorbate)
( adsorbent)
(adhesion) (cohesion)
(layer)
2
(weak force)
(van der Waals forces)
(London forces)
(strong force)
(ionic force)
(metallic force)
ageing, aging
(aging test) (oven)
(test tube)
Manometer
Valve
Safety valve
Insulation
O-ring sealing
Gas phase
Liquid phase
Internal height
Heat element
Test specimen
Internal diameter
Regen gas
K.O.pot
80
alcoholysis ,
(nucleophile)
(alcohol, ROH)
(transesterification) (biodiesel)
(-OR)
( hydrolysis) (ammonolysis)
R
O
O
O
+ 3 H3C-OH
Catalyst
O
R
OH
OH
H3C
+ 3
HO
O
O
aldol condensation
(alpha)
(beta) (carbonyl group, -CO-) (hydroxyl
group, -OH)
* +
81
aldolization
()
(enol)
( alkene) (hydroxyl, -OH)
(enolate ion)
(beta) (C=O)
(-hydroxy aldehyde)
(-hydroxyketone)
( cyclohexane)
( cyclohexene)
( cyclohexanol)
( cyclohexanone)
82
(
) (
)
3
( alkane)
( alkene)
( alkyne)
( ethane) ( propane)
( ethylene) ( propylene)
( butadiene)
(
acetylene)
alkane
(paraffinic hydrocarbon)
( paraffin) CnH2n+2 n = 1,
2, 3,
n = 1 ( methane) CH4
n = 2 ( ethane) C2H6
n = 3 ( propane) C3H8
1
2 ( alkane)
( ethylene) ( propylene)
alkyl benzenesulfonate
(alkyl group, R)
10-14 (sulfonic
group, -SO3H) ( benzene)
n = 2 ( ethylene) C2H4
n = 3 ( propylene) C3H6
( butadiene)
( polyethylene)
( ethylene oxide) ( ethylene glycol)
( ethyl benzene)
(polypropylene)
( acrylonitrile) ( cumene)
( butadiene rubber)
--
- ( Friedel-Crafts
reaction)
(surfactant)
alkylation
(alkylate)
( alkane)
( alkene) (alkyl group, R)
(sulfuric acid)
alkene
1
( olefin) CnH2n
n 2
2,2
2,2,3
83
alkylbenzene
(alkyl group, R)
( benzene)
(methyl group, -CH3)
( ethyl
benzene) (ethyl group, -C2H5)
alkyne
1
CnH2n- 2 n 2
n = 2 (ethyne)
C2H2
n = 3 (propyne) C3H4
( acetylene)
( vinyl chloride)
( butadiene)
alkylphenol
(alkyl group, R)
( phenol) (propyl phenol) (butyl phenol)
(octyl phenol) (nonyl phenol)
3
(long chain alkylphenols (LCAPs))
84
allylic polymerization
(allyl)
(CH2=CH-CH2-Y) Y
(-OH)
(initiator) (free radical)
(free radical polymerization)
1- (1-hexene)
amination
( amine)
( ammonia)
1) ( alkylation)
(alkyl group, R)
(quaternary ammonium
salt)
R3
CH3(CH2)nN(CH3)2
R1
+
N R4
R2
+
3) (Mannich reaction)
(aminoketone) (aminoaldehyde)
(carbonyl group, C=O)
alpha olefin
( alkene)
(alpha)
2 (linear)
(branch)
2) (reductive amination)
(reductive alkylation)
(aldehyde)
(ketone) ( amine)
ClCH2C6H5
[CH3(CH2)nN(CH3)2CH2C6H5]+Cl
85
amine
(functional group)
(lone-pair electron) 1
(-NH2) (alkyl group)
(aryl group) (ammonia
derivatives)
1
(primary amine) 2
(secondary amine) 3
(tertiary amine)
(amino acid)
(methylamine) ( aniline)
ammonia
(inorganic compound)
3 NH3
2NH3
3H2 + N2
85
(ammonium nitrate)
(urea)
(nitric acid)
( caprolactam)
(refrigerant)
86
ammonium sulfate
(inorganic salt)
(NH4)2SO4
2NH3 + H2SO4
(NH4)2SO4
( caprolactam) ( acrylamide)
( ammonia)
(sulfuric acid)
87
ammonolysis ,
(nucleophile)
( ammonia)
(amide) (carboxylic
acid) (ester)
(methylamide)
( acetic acid)
CH3COOH + NH3
CH3CONH2 + H2O
(
hydrolysis) ( alcoholysis)
ammoxidation ,
(nitrile, -CN)
( ammonia)
( alkene) (sohio process)
( acrylonitrile)
( propylene)
3
2
(benzene) 2
88
NH2
NO2
+ 2H2O
+ 3H2 cal
aniline-formaldehyde resin -
( formaldehyde) ( aniline)
anionic polymerization
( addition polymerization)
(active site) (anion)
(CH2=CH-X) (X) (initiator)
(termination)
(active site)
(living polymer) (block
copolymer) - (styrene-butadiene rubber (SBR))
Init
Init
89
anthraquinone
(quinone) ( benzene)
2 (carbonyl group, -CO-)
2 2
(diketone)
- (Friedel-Craft condensation)
( phthalic anhydride) 25-60
(aluminium chloride, AlCl3)
(alizarin)
90
(aromatic ring)
(stiffness)
(high strength fiber) (bulletproof vest)
(composite structures)
aromatics
6
(benzene, C6H6)
(alkyl group) (functional
group)
4 ( benzene) (toluene)
( ethyl benzene) ( para-xylene)
aroma
CH3
CH
CH2 3
H3C
CH3
91
aromatization
(non-aromatic hydrocarbon)
(
benzene) ( toluene) ( xylene)
1) (direct dehydrogenation)
( naphthene,
cycloalkane)
( cyclohexane)
3) (dehydrocyclization)
(aliphatic hydrocarbon)
(n-heptane)
7 (toluene)
2)
(dehydroisomerization)
(methylcyclopentane)
4) (high temperature
condensation)
600-800
( propane) 3
( methane)
92
Ka
Kd
R-X ()
R
M
azeotrope ,
2
(simple distillation)
(composition)
95.5
4.5
(nitric acid)
(perchloric acid) (hydrofluoric acid)
(sulfuric acid) ( acetone)
( methanol) (chloroform) (diethyl ether)
(halothane) ( benzene)
(hexafluorobenzene)
( poly(acrylamide))
( polystyrene) ( poly(methyl
methacrylate))
93
azeotropic distillation ,
( azeotrope)
(entrainer)
(ethanol)
78.3 100
95.5 4.5 78.15
(ketone)
99.5
Overhead
Vapor
Condenser
Reux drum
Distillate
Reux
Receivers
Column
Steam
Pot/Reboiler
Condensate
94
azobisisobutyronitrile (AIBN) ()
(benzoyl peroxide)
Beckmann rearrangement
(oxime, R=N-OH)
(amide)
(Ernst Otto Beckmann) .. 2429
(Beckmann solution)
( acetic acid) (hydrochloric acid) ( acetic
anhydride) (sulfuric acid)
( cyclohexanone) ( caprolactam)
(hydroxylamine, NH2OH)
95
benzaldehyde
(aromatic aldehyde)
(formyl group, -CHO) ( benzene)
C7H6O
( toluene)
( chlorination) (benzal chloride)
( hydrolysis)
(hydrochloric acid)
(mandelic acid)
(malachite green)
96
benzene
( aromatics)
6 C6H6
Ethylbenzene
Cumene
Styrene
Acetone
Polycarbonate
Bisphenol-A
Epoxy resin
Phenol
Benzene
Cyclohexane
Aniline
Polystyrene
( catalytic reforming)
(methyl group, CH3) (toluene
dehydroalkylation) (toluene disproportionation)
( steam cracking)
( aliphatic hydrocarbon) (octane number)
(gasoline)
(intermediate)
( styrene) ( phenol)
( cyclohexane)
Phenolic resin
Adipic acid
Nylon 6-6
Caprolactam
Nylon 6
Chlorobenzene
97
benzene-toluene-xylene (BTX) - ()
( benzene) ( toluene)
( xylene)
(catalytic reforming)
( aliphatic
hydrocarbon) (octane
number) (gasoline)
1
2
(benzoyl chloride)
(benzoate plasticizers) ( phenol)
CH3
H3C
CH3
benzoic acid
(aromatic carboxylic acid)
(carboxyl group, -COOH)
( benzene) C7H6O2
O
OH
(weak acid)
122.12 1.32
122.4
249.2
98
( toluene)
(partial oxidation) 165
10.13
(cobalt acetate)
99
bismaleimides (BMI) ()
(thermosetting polymeric
materials)
(diamine) ( maleic anhydride)
(crosslinking)
180
(maleic anhydride)
( phenol)
(temperature resistance) (epoxy
polymer) (glass transition
temperature) 260
200-230
460
(epoxy polymer)
(printed wire board)
(adhesive)
CO
CO
CO
N
CO
CO
CO
CO
bisphenol-A (BPA) ()
( phenol)
C15H16O2
CO
CO
CO
CO
CO
100
HO
CH3
CH3
OH
(ethanol) ( acetone)
(condensation) 50
(hydrochloric acid)
( epoxy resin)
( polycarbonate)
( polyether ketone) ( polysulfone)
block copolymer
( copolymer)
(simple polymer)
(diblock copolymer)
(triblock copolymer)
-- ( acrylonitrile butadiene styrene (ABS))
(impact resistance) (toughness)
(strength) (rigidity)
(a)
Polystyrene
block
(b)
Polybutadiene
block
Polystyrene
block
101
Die head
Mold
Molten
plastic
Blow pin
Extruder
Molded part
Cooling
lines
Mold cavity
Parison
Mold half
Molded part
Station 2
Station 1
Blow
mould
Station 3
102
Preform
mould
Stripper
ejection
bromination
(bromine, Br2)
( alkane) ( alkene) ( aromatics)
(bromopentane)
1,2- (1,2-dibromoethane)
(p-bromophenol)
bromine number
100
(monomer)
(initiator) (medium)
(solvent)
(step polymerization) (condensation
polymerization) ( polyester) ( polyamide)
( chain polymerization)
(conversion)
50
103
butadiene
( alkene)
4 2 (diene) C4H6
2 (isomer) 1,2- (1,2-butadiene) 1
2 1,3- (1,3-butadiene)
1 3 1,2-
1,3-
1,2-
4
4 ( mixed C4) ( extraction)
(steam cracking)
( aliphatics) ( olefin)
(polybutadiene) - (styrene-butadiene
rubber (SBR))
104
1,3-
butane
( alkane)
4
C4H10 2 (isomer)
(n-butane) ( iso-butane)
( solution polymerization)
1,4 1,4
vinyl-1,2 (initiator)
(elasticity)
(resilience)
(abrasion resistance)
(propane) 30:70 40:60
(liquefied petroleum
gas (LPG))
( acetic acid) (n-butene)
(maleate anhydride)
105
butene, butylene ,
( alkene)
4 1
C4H8 4
(isomer) 1- ( 1-butene)
1 -2- (cis-2-butene)
2
(methyl group, -CH3) -2-
(trans-2-butene)
2
1-
2-
(catalytic cracking)
(gas oil)
(steam cracking) ( naphtha)
butyl rubber
( polyisobutylene) ( isobutylene) ( butadiene)
( 2)
/
/
(adhesion properties)
( bromiation) ( chlorination)
2-
106
( butylene
glycol) (plasticizer)
(stabilizer)
(chlorinated solvent)
(surfactant)
1,2-
1,3-
1,4-
2,3-
1,4-
1,4-
(tetrahydrofuran)
(-butyrolactone)
(pyrrolidone) (n-vinylpyrrolidone)
butylene oxide
(epoxide)
(ethyl group, -CH2CH3)
2
(ethylene oxide)
C4H8O
calendering process
(plastic
sheet) (film)
( additive)
(hot mixer)
(calender rolls)
3 2
(PVC sheet)
(rigid PVC)
(soft PVC)
107
caprolactam
(cyclic amide) ( lactam)
(amide, -CONH-)
C6H11NO
O
NH
6 (ring opening
polymerization)
H
N O
O
H
N
n
caprolactone
(cyclic ester) (lactone)
(carboxylate group, -COO-)
C6H10O2
O
108
114.14 1.03
-1
253
( cyclohexanone)
- (Baeyer-Villiger oxidation)
(peracetic acid, CH3COOOH)
(caprolactam)
(ammonia)
(polycaprolactone)
(ring opening polymerization)
- (Baeyer-Villiger oxidation)
(Adolf von Baeyer)
(Victor Villiger)
.. 2442
Carothers equation
(Wallace Carothers) (nylon)
.. 2478
( )
(p)
p
N0 /N
(N0 -N)/N0
N0
t
A B
1. A B
carbonylation
(carbonyl
group, -CO- (aldehyde)
(ketone) (carboxylic acid)
(ester) (amide)
(hydroformylation)
(Reppe chemistry)
(p-tolualdehyde)
(intermediate)
(agrochemicals)
(toluene)
(1+r)
1+r-2rp
r A B r
1
2.
A B
xn = 2/(2 - pfav )
av
109
casting
(continuous casting process)
(batch casting process)
(cell casting process)
(Cover belt)
(Carrier belt)
110
Energy
Ea (no calalyst)
Ea (with calalyst)
X, Y
catalyst
(activation energy)
(heat of reaction)
(selective)
Reaction progress
Energy =
Ea =
X, Y = , Z =
G = (Gibbs free energy)
Reaction progress =
111
112
(transition metal)
(semiconductor)
(transition
metal oxide)
(nickel oxide)
(zinc oxide)
(manganese oxide)
(oxidation)
(chromium oxide)
(dehydrogenation)
(bismuth oxide)/
(desulfurization)
(molybdenum oxide)
(tin oxide)
(iron oxide)
(insulator oxide)
(dehydration)
(aluminium oxide)
(silicon oxide)
(magnesium oxide)
(acid)
(acidic mixed oxide)
(polymerization)
(isomerization)
(cracking)
(alkylation)
(esterification)
(phosphoric acid)
(sulfuric acid)
(boron fluoride)
(zeolite)
(polymerization)
/
(sodium/ammonia)
(hydroformylation)
(polymerization)
(oxidation)
(metathesis)
/
(titanium chloride/triethylaluminium)
/
(copper chloride/platinum chloride)
(isomerization) /
(hydrogenation) (platinium/silica
(dehydrogenation) oxide-aluminium oxide)
(catalytic reforming)
(naphtha)
-
(platinum-supported silica-alumina)
(ethylene oxide)
(oxidation)
(ethylene)
(oxygen)
(silver-supported silica)
(direct
chlorination)
(ethylene) (chlorine)
(dehydrochlorination)
(ethylene dichloride)
(pumice)
(charcoal)
(dehydrogenation)
(ethyl benzene)
(alkylation)
(benzene)
(propylene)
(sulfuric acid)
(Beckmann rearrangement)
(cyclohexanoxime)
(sulfuric acid)
(cobalt acetate)
(sodium bromide)
(hydrobromic
acid) (promoter)
(benzene, toluene, xylene)
113
catalytic conversion
( catalytic reforming)
(catalytic cracking) ( hydrocracking)
( hydrodealkylation) ( isomerization)
( alkylation) (polymerization)
114
cellulose
(C6H10O5)
(C6H10O5)n 300,000500,000 (dried wood) (jute)
(flax) (hemp)
CH
CH
CH
H3COCO
CH
OCOCH3
115
(environmental stress cracking resistance)
(impact strength)
(dimensional stability) (toughness)
(moisture resistance)
(safety goggles)
116
OCOC2H5
O
CH
CH
H5C2OCO
CH
OCOC2H5
OCH
CH
117
1.
2.
(CH2=CHX) (CH2=CX-CH=CH2) X
(saturated cyclic monomer)
118
(disproportionation)
119
chain transfer
()
(monomer) (initiator) (solvent)
(radical polymerization)
2-
(2-mercaptoethanol)
( poly(acrylonitrile))
(benzyl peroxide)
120
()
()
chlorinated polyether
121
121
chlorination
(chlorine)
( alkene)
( aromatics)
(chlorine)
(ethylene) ( ethylene
dichloride) (intermediate)
( vinyl chloride)
( benzene)
( chlorobenzene)
CH2=CH2 + HOCl
chlorobenzene
( benzene)
( chlorine)
C6H5Cl
CH3CH=CH2 + HOCl
HOCH2CH2Cl
CH3CHOHCH2Cl
chloroprene, 2-chlorobuta-1,3-butadiene ,
2--1,3-
( alkene)
( chlorine)
2
1,3- (1,3-butadiene) C4H5Cl
( chlorination) (ferric chloride)
( phenol) ( bisphenol-A)
(monomer)
( polycarbonate)
(sodium hydroxide)
( nitrobenzene) ( aniline)
122
chlorohydrin process
(chlorohydrin)
( chlorine) (alcohol)
(ethylene
chlorohydrin) (propylene
chlorohydrin)
( ethylene
oxide) ( propylene oxide)
( acetylene) 2
(acetylene process)
HCC-CH=CH2+ HCl
H2C=C=CH-CH2Cl
H2C=C=CH-CH2Cl
H2C=CCl-CH=CH2
4--1,2-
4--1,2-
( chloroprene rubber)
( neoprene rubber)
123
compression moulding
(simple shape)
2 (platens)
124
condensation polymer
(condensation polymerization)
2
( polyamide) ( polyacetal)
( polyester)
TiCl4
CH3
H3C
H3C
CH3
CH3
CH3
H2C=CH2
CH3
CH2
H2C
CH3
CH3
H3C
CH3
H2C=CH2
CH3
CH3
coordination polymerization
(transition metal)
(alkyl metal) ()
(ethylene monomer) ( polyethylene)
- (Ziegler-Natta catalyst)
CH3
CH3
125
copolyester
( thermoplastic elastomers)
(segment block copolymer)
(polyester hard crystalline segment)
(flexible soft amorphous segment)
(short chain ester blocks)
(tetramethylene terephthalate)
(aliphatic polyester) (aliphatic polyester glycol)
(derivatives) (polyether ester glycol)
(automotive exterior trim)
(fascia component) (spoiler) (window tract tape)
(boots) (bellow) (underhood wire covering)
(connector) (hose and belt) (appliance
seal) (power tool component) (ski boots)
(camping component)
Hard segment
crystalline
Soft segment
amorphous
126
copolymer
1
(random copolymer) (block
copolymer) (alternating copolymer)
(graft copolymer)
-- (acrylonitrilebutadiene-styrene copolymer)
127
copolymerization
( copolymer)
(monomer) (repeating unit)
1
(random copolymer)
(block copolymer) (alternating
copolymer) (graft copolymer)
( chain polymerization)
(addition polymerization)
(coal tar)
( toluene)
(sulfonation)
(oxidation) (nitrous oxide)
(tricresyl phosphate)
(plasticizer) (salicyl aldehyde)
(chelating agent)
cracking
4
( steam cracking)
( thermal cracking)
(catalytic cracking)
( hydrocracking)
cresol, tricresol, methyl phenol , ,
( alkylphenol)
(methyl group, -CH3)
( phenol) C7H8O
3 (isomer)
1) (ortho-cresol, o-cresol) 2-
(2-methyl cresol)
2) (meta-cresol, m-cresol) 3-
(3-methyl cresol)
3) (para-cresol, p-cresol) 4-
(4-methyl cresol)
128
HCH
H H HCH
C C
H
H H C H
C C
H H
HCH
HCH
129
cryogenic process
-150
(liquefaction)
( methane)
-162
Condenser
Reux
subcooler
Monoethanolamine
Molecular
sieve
Activated
carbon
adsorper
Water
Heavy hydrocarbon
Low-pressure
fractionating
column
High-pressure
fractionating
column
Scrubber
Crude
natural
gas
Expansion
valve
Monoethanolamine
plus carbon dioxide
Upgraded natural gas
Nitrogen
Main heat exchanger
Separating
Pretreating
130
Crude subcooler
Cold crude
helium
crystallization process
(solution)
(melted solid) -
(solute)
2
(nucleation) (crystal growth)
(cluster)
(critical cluster size)
(crystal structure)
(participant)
/ (Badger/Niro para-xylene crystallization process)
(UOP-Universal Oil Products)
Benzene
Fractionation
Badger/Niro
crystallization
para-Xylene
Parex
Mixed xylenes
IsomarTM
/
131
( alkylation)
( propylene)
H3PO4
( phenol) ( acetone)
2 ( bisphenol-A)
(polycarbonate)
( -methylstyrene)
Cyclar process
(UOP) ( aromatics)
( benzene) ( toluene) ( xylene)
(dehydrocyclodimerization) 425
Parans
Olens
Oligomers
By products
132
Naphthenes
Hydrogen
Aromatics
Cyclar Process
Hydrogen
product
Stacked
reactor
Fresh LPG feed
from driers
CCR
regenerator
Fuel
gas
Gas recovery
section
Combined feed
exchanger
Separator
Regenerated
catalyst
Fired heaters
Spent
catalyst
Stripper
Aromatic
product
cyclization
(n-hexane)
( benzene) (octane number)
(catalytic reforming)
Light ends
drag to
fuel gas
CH3CH2CH2CH2CH2CH3
133
cyclohexane
(cycloalkane)
C6H12
1
2
( benzene)
230 1.5-2.5
cyclohexanone
(ketone)
(carbonyl group, -CO-)
C6H10O
(adipic acid) ( carpolactam)
cyclohexanol
(alcohol)
(hydroxyl group, -OH)
(
cyclohexane) C6H12O
( acetone)
(cyclohexane)
(oxidation)
95-120 10.13
(cobalt acetate)
(orthoboric acid)
( cyclohexanol) (ketonealcohol oil, KA oil)
1
2
(oxidation)
95-120
10.13 (cobalt
acetate) (orthoboric acid)
( cyclohexanone)
(ketone-alcohol oil, KA oil)
134
cyclohexene
( alkene)
1 C6H10
(peroxide) (benzene)
(partial hydrogenation)
( cyclohexanol) ( adipic acid) (maleic acid)
(dicyclohexyladipate) (cyclohexene
oxide)
cyclopentane
C5H10
( hydrogenation)
(cyclopentene) (cyclopentanone)
(blowing agent)
( polyurethane)
cycloparaffin, cycloalkane ,
( alkane)
CnH2n n
3
(cyclopropane) (cyclobutane) ( cyclopentane)
( cyclohexane) (methylcyclopentane)
135
dealkylation
(alkyl group)
(demethylation)
( aromatics)
(methyl group, -CH3)
(toluene) (benzene)
dehydrochlorination ,
(hydrogen chloride)
(ethylene dichloride)
(vinyl chloride)
CICH2CH2CI
136
CH2=CHCI + HCI
dehydrocyclization
( aromatics)
4
(heptane) ( toluene)
dehydrogenation
( ethylene)
( ethane) ( propylene)
( propane)
CH3CH2CH3
CH3CH=CH2 + H2
denier
(linear
mass density)
9,000
() (tex)
10,000
depolymerization, depropagation ,
(
(ceiling temperature)
)
100
GTP
Depolymerization
Polymerization
GDP
Catastrophe
Rescue
GTP-tubulin
GDP-tubulin
HO
OH
HO
O
O
CH2
HO
CH2
HO
OH
HO
OH
HO
CH2
HO
O
OH
HO
O
CH2
OH
H2
C
O H
O
O
OH
HO
OH
HO
O
CH2
OH
O
O
C
H2
HO
O
H
HO
HO
H2
C
O
O
HO
HO
OH
O
O
CH2
H2
C O
OH O
H2C
OH
HO
HO O
OH
OH
137
desorbent
(adsorbent)
(parex)
(UOP) ( p-xylene)
(molecular sieve)
(p-diethylbenzene)
138
Adsorption
Gas phase (Exothermal)
Desorption
(Endothermal)
Adsorbate
Boundary surface
Homogenous
Heterogenous
Active sites
Adsorbans
Soild phases
Diels-Alder reaction -
( cyclohexene)
-
(cyclohexene)
( ethylene)
1,3-
HO
OH
( ethylene oxide)
(morpholine)
1,4- (1,4-dioxane)
(nitrocellulose)
(refrigerant)
(surfactant)
(initiator)
diisobutene, 2,2,4-trimethylpentene ,
2,2,4-
( alkene) 5
(methyl group, -CH3)
2 4
2 1 1
1
2 2 (isomer) 2,2,4-1- (2,2,4-trimethyl-1-pentene) 2,2,4-2- (2,2,4-trimethyl-2-pentene)
75 25 C8H16
CH2 CH3
H3C
CH
CH3 3
2,2,4--1-
CH3 CH3
CH
CH3 3
H3C
2,2,4--2-
(nanometer level)
( 10:1)
(polymethyl methacrylate)
2
2
(isobutene) 2
(dimerization)
(oligomerization)
(phosphoric acid) (sulfuric acid)
(hydrofluoric acid)
(octylphenol) (phenol)
(ethoxylated
nonionic surfactant)
2,2,4--1-
2,2,4--2-
139
diisocyanate
(isocyanate,
-N=C=O) 2
( aliphatics)
( alicyclics) ( aromatics)
(hexamethylene
diisocyanate) 6
(isoprone diisocyanate)
6
( toluene diisocyanate)
( toluene)
diisopropylbenzene
( aromatics)
(isopropyl, -CH(CH3)2) 2
( benzene) 2
(isomer)
(m-diisopropylbenzene)
(p-diisopropylbenzene)
60 40
2 C12H18
H3C
CH3
H3C
CH3
( cumene)
( propylene) 50-150
(aluminium chloride)
2
( disproportionation) ( zeolite)
(diisopropyl benzene
peroxide)
H3C
CH3
CH3
140
CH3
H3C
(oxidation) ( p-xylene) (methanol)
200 15.2 -
(cobalt acetate-sodium bromide) (cobalt acetatehydrobromic acid)
COOCH3
CH3
+ 3O2 + 2CH3OH
+ 4H2O
COOCH3
CH3
( polyester) (
polyethylene terephthalate)
141
dimethylacetamide
(secondary
amide) (methyl group) 2
(acetamide) C4H9NO
O
CH3
CH3
CH3
(dimethylamine)
( acetic acid)
( acetic anhydride)
(acetyl chloride) (polar solvent)
(reaction medium)
(plasticizer)
dinitrotoluene (DNT) ()
( aromatics) (nitro group, -NO2)
2 (toluene)
6
(isomer) 2,4- (2,4-dinitrotoluene) 2,6 (2,6-dinitrotoluene) 3,4-
(3,4-dinitrotoluene) 2,3- (2,3-dinitrotoluene)
2,5- (2,5-dinitrotoluene) 3,5 (3,5-dinitrotoluene) 2,4 74-76
2,6- 19-21
3,4- 2.4-2.6
1.7
2,4-
2 4
(ortho) (para)
C7H6N2O4
2,4-
142
2,4-
(nitric acid) (sulfuric)
80 2
2,4- 2,6-
2,4- 2,6-
2,4-
( toluene diisocyanate)
(flexible polyurethane foam)
( trinitrotoluene (TNT))
2
dipropylene glycol
( diol)
( glycol)
3
(hydroxyl group, -OH) 2
2 (isomer) 4--2,6-
(4-oxa-2,6-heptandiol) 4--1,7-
(4-oxa-1,7-heptandiol) 2
C6H14O3
OH
H3C
HO
( propylene glycol)
( propylene oxide)
(plasticizer) (initiator)
OH
CH3
4--2,6-
OH
4--1,7-
143
( emulsion polymerization)
0.1-1
disproportionation
2
2
( ethylene)
( butene) ( propylene) 2
2CH3CH=CH2
dispersion polymerization
( suspension polymerization)
(stabilizer)
(monomer)
(organic solvent) (initiator)
(organic solvent)
1-10
( polystyrene)
Dispersion
water
Pre-polymer
Mixing
( benzene) ( xylene)
( toluene) 2
Chain
extender
Dispersion
Reaction
Dehydration
drying
Powder
Powder
144
CH2=CH2 + CH3CH=CHCH3
CH3
CH3
CH3
distillation
(vapor pressure)
1) (fractionation distillation)
1- ( 1-butene) 2- ( 2-butene)
2) (extractive distillation) ( butadiene)
4 ( mixed C4) ( acetonitrile)
3) (azeotropic distillation) (ethanol)
(azeotrope)
Isoprene
Synthetic
rubbers
Butadiene
Long distillate
of hydrocarbons
Ethylene
Glycols
Polyethylene
Oxidation
processes
Virgin gasoline
Oil
Carbon black
Ethylene
oxide
Plastic
goods
Polypropylene
Propylene
Phenol and
acetone
Benzene
Dimethyl
terephthalate
Ethylbenzene
Xylols
Toluene
Phthatic
anhydride
Paints and
varnishes
Styrene
Polystyrene
Caprolactam
Synthetic
bers
Associated
petroleum gas
Inputs
for carbon
black
Tyres and
mechanic
rubber
145
elasticity
(plasticity)
()
146
elastomer
(
200-1000)
( thermoset)
(thermoplastic)
( thermoplastic elastomer)
( butyl rubber) (neoprene rubber)
(nitrile rubber))
147
( chain polymerization)
(monomer) (electrolyte solution)
(radical) (cation)
(initiator)
(polyaniline)
emulsion polymerization
(monomer)
( butadiene) ( styrene)
( vinyl chloride) (surfactant)
(hydrophobic)
(micelle)
K2S2O8
1/10
148
Surfactant molecule
Initiator molecule
Micelle formation
Monomer
droplet
Polymerization
149
-- ()
(polyether sulfone)
acrylonitrile-butadiene-styrene (ABS)
(polyacetal)
(polyphenylene oxide)
(polyacrylic)
(polysulfone)
(fluoropolymer)
(polyimide)
(nylon)
(polyphenylene sulfide)
(polybutylene)
(polybutylene terephthalate)
(polyaryl ether)
(polycarbonate)
engineering thermoplastic elastomer, engineering
TPEs, (ETES)
()
( thermoplastic
elastomer)
(rigid engineering plastic)
(rubber)
(high performance)
(dielectric strength)
600
(hot oil)
150
epichlorohydrin
(organochloride)
(chloromethyl, -CH2Cl) ( epoxide)
C3H5ClO
nHO
CH3
C
CH3
O
OH + nCICH2 CH CH2 OH
O
CH2 CHCH2 O
CH3
OH
OCH2CHCH2 OROR
R=
CH3
O
R = CH2 CH CH2
CH3
C
CH3
(allyl chloride) 2
( epoxy resin)
(ring-opening polymerization) ( bisphenol-A)
(sodium hydroxide)
epoxidation
(ether) (threemembered ether)
( olefin) (oxirane)
151
epoxide
(ether)
2 1
(strain)
C2R1R2R3R4O R (alkyl group) (aryl group)
( ethylene oxide)
( oxirane)
(chloromethyl)
(chloromethyl oxirane)
( benzene) (styrene oxide)
O
CI
( ethylene
glycol) (ethanolamine) ( propylene
oxide) (polyether polyol)
( polyurethane)
152
CH3
C
CH3
OH
O CH2 CH CH2 O
n
O
O CH2 CH CH2
()
epoxy plastic
( thermoset plastic)
( epoxide) (resin) (polyamine)
(hardener)
(adhesive)
(fiber-reinforced
plastic)
CH2 CH CH2 O
CH3
C
CH3
153
ethane
(alkane)
2
C2H6
H3C
CH3
( methane)
( ethylene)
ethanol dehydration
( ethylene)
(dehydration) (ethanol)
170 (sulfuric
acid) (phosphoric acid)
CH3CH2OH
CH2=CH2
H2O
H H
H C C+ + H2O
H H
( acetic acid)
(esterification) (ethanol)
CH3CH2OH + CH3COOH
H H
H
H C C O
H H
H+
(proton)
(lone pair electron)
(carbocation)
H H
H C C O+ H
H H H
H
H
C C
H
H
(circuit board)
+ H+
154
CH3COOCH2CH3+ H2O
ethyl acrylate
(ester)
1 C5H8O2
ethyl aldehyde
acetaldehyde
ethyl benzene
CH2=CHCOOC2H5
( extraction)
8 ( catalytic
reforming)
(alkylation)
( ethylene) 40-100
2-8.1 -
(aluminium chloride-hydrochloric acid)
CH3
CH2
CH2=CHCOOH + C2H5OH
CH3
CH2
(acrylic acid) (b-propiolactone)
(esterification) (ethanol)
( styrene)
(monomer) ( polystyrene)
155
156
ethylene
( alkene)
2 C2H4
ethylene-acid copolymer
(methacrylic acid)
(acrylic acid)
(flexible)
(LDPE)
(adhesion)
(optic) (toughness)
(hot tack properties)
(adhesive laminating)
(the dispersion form)
(paper
and paperboard coating)
(aluminium foil priming)
(heat-seal coating)
(binders for nonwovens)
()
( steam
cracking) (catalytic
cracking)
( ethane) ( propane)
(liquefied petroleum gas (LPG)) ( naphtha)
157
ethylene chlorohydrin
( alkane)
(hydroxyl group, -OH)
(chlorine, Cl) 1 2
( ethylene) C2H5ClO
1
Cl
2
(ether)
(hydrochlorination)
(hypochlorous acid)
H2C CH2 + HOCI
CI
OH
( ethylene oxide) (
)
( cellulose acetate) ( ethyl
cellulose)
158
OH
(chloroform)
(direct chlorination)
40-50
4.05 (III) (iron (lll)
chloride) (II) (copper (ll) chloride)
CICH2CH2CI
( oxychlorination)
(hydrochloric acid) 225
2-4.05 (II)
1
2
80 (intermediate)
(vinyl chloride)
( polyvinyl chloride (PVC))
CH2=CH2 + CI2
C H
CI
159
CH2-CH2-CH-CH2-CH2
C
O OCH2CH3
(hydration)
( ethylene oxide)
( diethylene glycol)
( triethylene glycol)
( polyethylene glycol)
91 : 8.6 : 0.4 50-100
(diluted sulfuric acid)
HOCH2CH2OH
()
HOC2H4OC2H4OH
HOC2H4OC2H4OC2H4OH
68 ( polyethylene terephthalate)
(antifreeze)
-
160
CH2CH2
CH2
CH
CH2CH2
CHCH2
( ethylene) (direct oxidation)
220-280 10-30
1 O
2 2
(activity)
( ethylene glycol)
( polyethylene terephthalate)
(ethanolamine)
( polyethylene
glycol)
161
(cable insulation)
Saturated backbone
EP(D)M
Ethylene units
162
CH2 CH
O
C
extract
( butadiene)
4 ( mixed C4)
( acetonitrile)
extraction
( butadiene) 4 ( mixed C4)
( acetonitrile)
CH2 CH2
Extract
Feed solution
Extraction
column
Solvent
Raffinate
163
fatigue
(yield point)
(dynamic fatigue)
(static fatigue)
(time-dependent behavior)
()
164
flash separation
(flash)
Vapor
phase
Pressure
P<Pf
Temperature
T<Tf
Vapor
Liquid phase
( acetic) (Chiyoda Corp) (UOP)
( carbonylation) (methanol)
(carbon monoxide) (rhodium)
(bubble column reactor)
High
pressure
feed mixture
165
nt
Spetalyst
ca
Gasoline
Light gas oil
Steam
Riser
Combustion air
FRACTIONATOR
Catalyst
stripper
Crude
oil
SLURRY
SETTLER
REGENERATOR
REACTOR OR
SEPARATION VESSEL
Rege
catanerated
lyst
166
fractionator =
gas (C4 lighter) =
regenerator =
flue gas to particulates removal and
energy recovery =
gasoline =
catalyst stripper =
clarified slurry =
spent catalyst =
slurry settler =
CF3
formaldehyde
(aldehyde)
CH2O
(methanol) (oxidation reaction)
400-425
1 -
(iron-molybdenum oxide)
2CH3OH
O
C H
O2
2CH2O
290
200
(solar collector glazing)
2H2O
(formic acid) (urea formaldehyde)
(melamine formaldehyde)
(phenol-formaldehyde) 1,4- (1,4-butanediol)
(methylene diphenyl diisocyanate)
167
168
Friedel-Crafts reaction -
CH3CI
CH3
AICI3
+ HCI
AICI3
H3C
CI
+ HCI
169
furfural
(heterocyclic) (aldehyde)
2
(carbonyl group, -CO-)
C5H4O2
(pentose)
(dehydration)
(hydrochloric acid) (sulfuric acid)
1,3- (1,3-butadiene) 4
( mixed C4) (extractive distillation)
(phenol
furfuraldehyde) (furfural alcohol)
170
glycol, diol ,
(hydroxyl group, -OH) 2
( alkane) (cycloalkane) ( aromatics)
(ethylene glycol) 1,3- (1,3-butanediol)
(benzenediol)
2
HO
OH
OH
1,3-
HO
OH
OH
(silylketone acetal)
(block copolymer)
(telechelic polymer)
171
OSi(CH3)3
OSi(CH3)3
172
halogenation
(halogen)
(fluorine) (chlorine) (bromine) (iodine)
(fluorination) ( chlorination)
( bromination) (iodination)
(hydroxyl group, -OH) (methanol)
(chloromethane)
(hydrochloric acid)
CH3
CH3
Br2
C2H4CI2, 20 C, 8hrs.
Br
OH
OH
Br
2,6-
(heteroatom)
(pyridine)
(thiazolidine)
(ethylene oxide)
(p-cresol)
2,6- (2,6-dibromo-p-cresol)
NH
173
heterogeneous catalyst
(phase)
(reactant) (product)
( zeolite)
(adsorption)
(desorption)
(active site)
( hydrogenation) ( olefin)
( paraffin)
( ethylene) ( ethane)
(nikel)
CH2=CH2 + H2
Ni
nickel
CH3 CH3
nickel
nickel
nickel
nickel
174
175
homogeneous catalyst
(phase) (reactant)
(product)
(acid
catalyst) (base catalyst)
(sulfuric acid) (sodium
hydroxide)
( cumene)
( benzene) ( propylene)
(proton, H+)
(propyl cation)
H+
( heterogeneous catalyst)
hydrochlorination
( olefin)
( acetylene)
2- (2-chloropentane)
( propylene) (dichloromethane)
(rhodium)
100
176
2-
hydrocracking
hydrodealkylation ,
(alkyl group)
(alkyl aromatic) ( toluene)
(methyl group, -CH3)
1,2,4- (1,2,4-trimethyl
benzene) ( xylene)
(chromium)
(molybdenum)
1,2,4-
(heteroatom)
2
( hydrogenolysis)
hydrogenolysis ,
(heteroatom)
2
(hydrodesulfurization)
(hydrogen sulfide)
(ethyl mercaptan)
H2
C2H6 + H2S
hydrohalogenation
(hydrohalic acid)
(halogen) (hydrochloric
acid) (hydrobromic acid)
( alkene)
(haloalkane)
(carbocation)
(Markovnikovs rule)
3
(Vladimir Markovnikov)
.. 2412
2-
(2-bromopropane) ( propylene)
H
C
H
H
H
C
C
H
HBr
hydrogenation ,
(platinum)
(palladium) (rhodium)
( alkene)
( alkane)
( benzene)
( cyclohexane) 230
1.5-2.5
C2H5SH
H Br
C
H
H
C
C
H
H
H
H
2-
177
hydroisomerization ,
(n-hexane)
2- (2-methylpentane)
3- (3-methylpentane) 2,2-
(2,2-dimethylbutane) 2,3-
(2,3-dimethylbutane) - (platinumalumina)
hydrolysis ,
2
(hydrogen ion, H+)
(hydroxide ion, OH-)
AB+ HOH
AB AH BOH
(ester) (carboxylic acid)
(alcohol) (amide)
( amine)
hydroquinone
( diol)
(hydroxyl group, -OH) 2
( benzene) (para
position) C6H6O2
2-
( propylene)
(isopropyl benzene)
3-
2,2-
2,3-
178
AH +BOH
(2--
2- )
(antioxidant) (antiozonant)
(polymerization inhibitor)
( monomer) (acrylonitrile)
( vinyl acetate) (acrylic ester)
(methacrylic ester)
injection moulding
( thermoset)
179
Raw plastic
Hopper
Cavity/Part
Barrel
Mould
Screw
raw plastic
hopper
barrel
screw
mould
cavity/part
=
=
=
=
=
=
180
interfacial polymerization
(step polymerization)
(condensation polymerization) ( monomer) 2
(immiscible solution)
(organic
solvent) 6 (polyamide 6)
(diacid chloride)
(continuous strand) 6
181
( emulsion polymerization)
(water-soluble monomer)
( acrylamide) (acrylic acid)
(hexane) (surfactant)
(initiator)
(monomer)
(nonionic surfactants)
( poly(acrylamide))
Oil
Water
ionomer
(transparency)
(tenacity) (resilience)
(low-temperature
flexibility) (resilience)
(elongation) (impact
strength)
(melt strength)
(abrasion resistance)
(stiffness)
(susceptibility to creep)
(heat distortion temperature)
(ultraviolet resistance)
(golf ball cover)
(bowling pin coating)
(packaging application)
( suspension polymerization)
(water-soluble
monomers) ( acrylamide)
( poly(acrylamide))
iso-butane
( alkane)
4
(isomer)
C4H10
182
(n-butane)
(isomerization)
(chlorided alumina catalyst)
CH3CH2CH2CH3
CH3CH(CH3)2
(refrigerant)
-600 (R-600a)
( propane)
80:20
-600
183
iso-butene, iso-butylene ,
( alkene)
4
1
( butene) C4H8
( dehydrogenation)
( iso-butane)
( methyl tertiary butyl ether)
(octane booster)
( butyl
rubber)
iso-butylene glycol
( diol)
( glycol) (hydroxyl group, -OH) 2
1 2
C4H10O2
184
(hydration) ( isobutylene oxide)
(a-hydroxyisobutyric acid)
( methacrylic acid)
(PMMA)
( polycarbonate)
( isobutene) (chlorohydrination)
(hypochlorous acid)
(CH3)2CH=CH2 + HOCl
(CH3)2CHOHCH2Cl
2(CH3)2CHOHCH2Cl + Ca(OH)2
(CH3)2COCH2
+ CaCl2
2H2O
(direct oxidation)
(III) (titanium (III) chloride)
(II) (copper (II) chloride)
iso-butylene oxide
( epoxide)
(methyl
group, -CH3) 2
C4H8O
(direct oxidation)
(thallium acetate) ( acetic acid)
(CH3)2C=CH2 + O2
( isobutylene
glycol)
185
iso-butyric acid
(carboxylic acid)
(carboxyl group, -COOH) 3
(isomer) (n-butyric acid)
C4H8O2
(isobutanol)
(oxidation) (potassium dichromate)
(sulfuric acid) ( propylene)
(carbon monoxide) (hydrofluoric acid)
CH2=CH-CH3 + CO
H2O
HF
CH3
CH3-CH-COOH
( methacrylic acid)
( dehydrogenation)
isocyanate
(N=C=O)
2
3
( polyisocyanurate, diisocyanate)
isomerization ,
(chemical conversion)
( n-butane) ( iso-butene)
186
iso-paraffin
(branched alkane)
4
(iso-butane)
2- (2-methyl
propane)
(refrigerant)
(isohexane)
2- (2-methyl
pentane)
(isoheptane)
2- (2-methyl
hexane)
3-
(3-methyl hexane)
(isooctane)
2,2,4-
(2,2,4-trimethyl pentane)
(anti-knock)
100
187
isophthalic acid
166.14 1.53
341-343
(m-xylene)
(oxidation)
(ammonium sulfite)
200
12 (cobalt salt)
(manganese salt)
(promoter) ( acetic acid)
(unsaturated polyester) (alkyd resin)
188
lactam
(cyclic amide)
1
(-lactam)
(g-lactam)
(-lactam)
(e-caprolactam)
( caprolactam)
6 6 ( polyamide 6, nylon 6)
(detergent)
H3C(CH2)x
(CH2)yCH3
/
(HF/n-paraffin)
( olefin) ( dehydrogenation)
( paraffin) (hydrofluoric
acid) 40-70
189
(linear alkyl benzene) (sulfur trioxide)
(fuming sulfuric acid)
(sodium hydroxide)
living polymerization
(living polymer)
( anionic polymerization)
- ( Ziegler-Natta polymerization)
(styrene-butadiene copolymer)
--
CH
CH2=CH CH=CH2
190
Lycra
( polyurethane)
( polyether)
( 1,4- )
191
maleic acid
(dicarboxylic acid)
1 (carboxyl group, -COOH) 2
C4H4O4
( hydrolysis) ( maleic anhydride)
(glyoxylic acid)
4- (4-hydroxymandelic
acid) (amoxicillin)
(succinic acid) (lacquer)
192
2CH3CH2CH2CH3 + 7O2
2C2H2(CO)2O + 8H2O
( benzene)
400
(vanadium pentaoxide)
+ 4.5O2
+ 2CO2 + 2H2O
( n-butane)
(oxidation) 490
(cerium
chloride) - (cobaltmolybdenum oxide)
( formaldehyde)
CH2
(unsaturated
polyester)
(fumaric acid) (alkyd resin)
(pesticide)
N H
C
H
CH2
C N ( CH2) 2 N C
N C
N
C N ( CH2) 2 N C
N
H
C N CH2
N
C
N H
N H
CH2
CH2
193
membranes ,
(selective
barrier) 2
(driving force)
(homogeneous)
(heterogeneous)
(pore diameter)
(microporous) 2
(mesoporous)
2-50 (macroporous)
50
( olefin) ( paraffin)
(silver nitrate)
(hollow
microporous membrane fiber)
metathesis
2
(olefin metathesis)
(nickel)
(tungsten)
( styrene) ( ethylene)
1,2- (1,2-diphenylethylene)
-20 (tungsten
hexachloride) (ethyl
aluminium dichloride) (ethanol)
1,2-
meta-xylene, m-xylene
( aromatics) (isomer)
( xylene) 3 (o-xylene)
(m-xylene) (p-xylene)
( benzene)
(methyl group, -CH3) 2
(meta position)
C8H10
194
(mixed xylene)
(catalytic reforming)
( naphtha)
(molecular sieve)
(adsorbent)
( crystallization process)
(isophthalic acid) ( copolymer)
(
polyethylene terephthalate)
(isomerization)
O
OH
( iso-butene)
2
CH3
CH3
CH2=C COOH
16.04 0.717
-182.5
-161.6
(tetrahedral) (lone pair
electron)
(compressed natural gas (CNG))
(natural gas for vehicles (NGV))
(synthesis gas)
(methanol)
( acetic acid) ( acetic
anhydride)
( methyl
methacrylate) ( methanol)
methane
( alkane)
1 CH4
H
H
195
(synthesis gas)
1:2
250 50-100
- (copper-zinc oxide)
(alumina)
CO
2H2
CH3OH
(fuel cell)
50
( formaldehyde)
(methyl ester) (methyl acrylate)
( methyl methacrylate)
(methyl acetate) (methyl
terephthalate) ( methyl tertiary butyl ether)
(octane booster)
(biodiesel)
( n-butene)
(oxidation) 130
3 (II) (palladium
(II) chloride) (II) (copper (II)
chloride)
196
(vinyl)
(acrylic)
(methyl ethyl ketone peroxide)
(methyl pentynol)
( polyamide)
(corrosion inhibitor)
O
II
CH3CCH2CH3
(hydrocyanation)
(cyanohydrin)
(sulfuric acid) ( methanol)
(ammonium sulfate)
( acetone)
( aldol condensation)
(sodium hydroxide)
CH3
CO NaOH
CH3
(CH3)2CCH2COCH3
OH
H2O
(CH3)2C=CHCOCH3
H3C
C
CN
H3C
OH
(CH3)2CHCH2COCH3
H2
cat.
+ Cu/Ni
H2SO
4
H3C
H3C
OH
CH3OH
H2SO4
COOCH3
H2C
CH3OH
(CH3)2CHCH2CHCH3
OH
CN
+
CH3
NH4HSO4
(nitrocellulose)
(lacquer) ( resin)
80
( poly(methyl methacrylate))
197
( iso-butene)
( methanol) 50
CH3
CH3OH + CH3 C = CH2
CH3
CH3 O C CH3
CH3
198
microemulsion polymerization
( emulsion
polymerization) 100
100
(drug delivery)
Add
isooctane + monomer
Surfactant
Micelle in water
Polymerization
Filled surfactant
Micelle
Phase-separation
Remove surfactant
Dry
Polymer
nanocapsule
Core-shell
morphology
199
miniemulsion polymerization
( emulsion polymerization) ( microemulsion polymerization) 50-500
(
100 )
50-500
(drug delivery)
mixed C4 4
4 ( isobutene) ( butadiene)
1- ( 1-butene)
( olefin) ( naphtha) 4
(octane
number) (gasoline)
( butadieine rubber)
-- ( acrylonitrile-butadiene-styrene) 1-
(comonomer) ( ethylene)
( high density polyethylene)
(LLDPE)
FeCI2 + FeCI3
PAM200
Coprecipitation
in alkaline medium
CH3
C
CH2 C
O
CH3
O
CH2 CH O
-Fe2O3
CH
n=6
-Fe2O3
CH
Styrene
Miniemulsion
polymerization
Emulsication
Water
200
modacrylic fiber
(
acrylonitrile) 35-85 20
201
202
molecular sieve ,
(polarity)
(filter)
( dehydration)
(carrier gas)
(alumino silicate mineral)
(clay) (porous glass)
(microporous charcoal) ( zeolite)
(activated carbon)
1) 3 (angstrom)
3A (ammonia)
2) 4 4A
(sulfur dioxide) (hydrogen
sulfide) (ethylene) (ethane)
(propylene) (ethyl alcohol)
3) 5 5A
(mercaptan)
4
4) 8 10X
5) 10 13X
(dibutylamine)
monomer
(polymer) ( chain polymerization)
( ethylene)
( vinylchloride)
(step growth polymerization)
(functional group) 2
(diacid) (diamine) (amino acid)
203
n-butene
( alkene) 4
1 C4H8
2 (isomer) 1- ( 1-butene)
1 2- ( 2-butene) 2
( iso-butene) 1
1-
2-
n-methylpyrrolidone (NMP) ()
( lactam) 5
(amide group, CONH2) (methyl group, -CH3)
C5H9NO
(ethyl acetate) (chloroform)
( benzene) ( dehydrogenation)
(butylene glycol) (-butyrolactone)
(methylamine) (dehydration)
HOCH2CH2CH2CH2OH
-2H2
H2C
O CH3NH2
H2C
-H2O
C
C
O
H2
H2C
NCH3
H2C
C C
O
H2
204
205
naphtha
( aliphatics) (cyclo
aliphatic) 5-12
3
1) (full range naphtha)
5-12
30-200
2) (light naphtha)
5-6
30-90
3) (heavy naphtha)
6-12
160-220
(kerosene)
( aromatics)
naphthalene
( benzene) 2
C10H8
(coal tar)
(recrystallization)
( phthalic
anhydride)
(surfactant)
206
naphthene, cycloalkane ,
(alkane)
CnH2n
n
3
(cyclopropane)
(cyclobutane) ( cyclopentane)
( cyclohexane)
(methyl cyclopentane)
natural rubber (NR) ()
1,4-
( acetic acid) ()
Hevea
brasiliensis (Willd. ex A. Juss.) Mll.Arg.
(resistance
to cut-through and cold flow)
H3C
C C
CH2
H
CH2
1,4-
nitrobenzene
( aromatics)
(nitro group,-NO2)
( benzene)
C6H5NO2
100
(crosslinking agent)
(hexamethylentetramine)
CH2
OH
CH2
OH
CH2
OH
CH2
CH2
OH
CH2
CH2
OH
CH2
OH
CH2
CH2
CH2
NH
CH2
(nitration reaction)
(nitronium ion, NO2+)
50
CH2
CH2
OH
CH2
OH
( aniline) 97
(quinoline) (benzidine)
(cellulose ether)
Novolac, Novolac resin ,
( thermosetting polymer)
(phenol formaldehyde resin)
( formaldehyde) ( phenol)
207
Ni Mi
Mi i
olefin
alkene
olefin-modified styrene-acrylonitrile (OSA) -
()
- ( styrene-acrylonitrile)
(saturated olefinic elastomer) (UV absorber)
(antioxidant)
(specially tough)
(protective cap layer) (co-extrusion)
ortho-phthalic acid
( aromatics) (carboxyl group,
COOH) 2 ( benzene)
(ortho position) (isomer) ( isophthalic acid)
( terephthalic acid) C8H6O4
HO
OH
O
208
( hydrolysis)
( phthalic anhydride)
(decarboxylation) (calcium
carbonate)
oxo reaction
hydroformylation
oxychlorination
(chlorine)
(hydrochloric acid)
(ethylene dichloride)
( ethylene)
( chlorobenzene) ( benzene)
ortho-xylene, o-xylene
(isomer) ( xylene)
3 ( m-xylene)
( p-xylene)
( benzene) (methyl group, -CH3)
2
(ortho position) C8H10
C2H4 + 2HCl +
O2
C2H4Cl2 + H2O
(mixed xylene)
( catalytic reforming) (
naphtha)
( distillation)
( phthalic anhydride) (
isomerization)
CI
Cu/Fe
oxides
250 C
+ H2O
209
paraffin
alkane
210
para-xylene, p-xylene
( aromatics) (isomer)
3 ( o-xylene)
( m-xylene)
(methyl group, -CH3) 2
(para position)
C8H10
CH3
H3C
(mixed xylene)
( catalytic reforming)
( naphtha)
2
(molecular sieve)
(adsorbent)
( crystallization process)
(freezing point)
( isomerization)
( terephthalic acid) ( polyethylene terephthalate)
petrochemical complex
.. 2412
( cellulose acetate)
(celluloid)
2
.. 2502-2504
.. 2553
29
petrochemicals ,
(petroleum chemicals)
(biomass resource)
(upstream petrochemical product)
( methane) ( ethylene)
( propylene) ( butadiene) 4
( mixed C4) ( benzene) ( toluene)
( xylene)
211
212
213
--
/-
--
-1
214
215
phenol
(alcohol)
(hydroxyl group, -OH)
( benzene)
C6H5OH
OH
( cumene)
CH3CHCH3
(CH3)2COOH
+ O2
(CH3)2COOH
OH
H+
O
CH3CCH3
50 ( phenolic
resin) (circuit board)
( bisphenol-A)
( cyclohexane) ( alkylphenol)
(derivative)
216
(moulding material) (adhesive)
(impregnating varnish)
217
OH
CI2
cat.
COCI2
( toluene diisocyanate)
( methylene diphenylene
diisocyanate) ( polyurethane)
( polycarbonate)
( bisphenol-A)
phosgenation
(carbonyl group, C=O)
( phosgene)
2,4- (2,4-toluene diisocyanate)
(toluenediamine)
CH2
CH2
OH
OH
CH2
CH2
OH
CH2
OH
OH
phosgene
C
CI
NH2
OH
CH2
O
CI
(carbonmonoxide) 250
(activated carbon)
( isocyanate)
218
OH
CH2
CH2
CO
NH2
2,4-
photoinitiation
(UV light) (laser)
( photopolymerization)
(initiator)
(photoinitiator) (absorb)
( free
radical) (free radical
polymerization)
( cationic polymerization)
photopolymerization
(photoinitiator)
(microfabrication)
Initiator
Monomer
UV
UV
Polymerization
Prepolymer
Adhesive
complete
Coating
Polymer
Tyroxine
residue
Collagen
Oxidation
Oil tyroxine
residue
Tyroxyl
radicals
Oxidation
Collagen
Add UV for
polymerization
Tyroxyl
radicals
Collagen
Polymerization
Collagen
UV Polymerization
Hydrogel
cartilage
Add polymers
in solution
4
Native cartilage
219
phthalic acid
ortho-phthalic acid
phthalic anhydride
(anhydride)
( phthalic acid) C8H4O3
(oxidation) (o-xylene)
375-435 0.7
(vanadium (V) pentoxide)
(titanium oxide)
(antimony (III) trioxide)
O
C
CH3
+ 3O2
CH3
(plasticizer) 4-10
2- (2-ethylhexanol)
(dioctylphthalate)
( polyvinyl
chloride)
C
O
O + 3H3O
plasma polymerization
(plasma state)
(free radical)
(thin-film polymer)
(thin-film capacitors)
(antireflection film)
Conventional polymer
Plasma polymer
Monomer
220
2-
R.F.
Power source
Electrode
Excited
Gas
Plasma gas
inIet
Vacuum pump
221
plastic
2 (rigid plastic)
(flexible plastic)
(thermoplastic) ( thermoset
plastic)
(commodity plastic)
(engineering plastic)
222
223
H
C O
H
n
224
poly(acrylamide)
(non-ionic water
soluble polymer)
( addition polymerization)
( acrylamide)
(glycerol) ( ethylene glycol)
(formamide)
(thickener)
(suspending agent)
(superabsorbent)
CH2
NH2
(sizing agent)
(coatings) (floor
polish) (ink) (dispersant)
(adhesive) (caulk)
CH2
H
C
CH
COOH
225
poly(acrylonitrile) (PAN) ()
(free radical polymerization)
(anionic initiator)
(decompose)
(vinylidene) ( styrene)
( methyl ethyl ketone) (dioxane)
( acetone) (dimethyl for
mamide) (spinning
technique)
(dimethyl formamide)
(tetramethylene sulphone)
(outdoor awnings)
(fiber reinforced concrete)
(carbon fiber)
226
11- (11-aminoundecanoic
acid) (castor oil)
(abrasion resistance) (dimensional
stability) (water absorption)
6,6 ( polyamide
6,6) (packaging film)
11
N
H
O
(CH2)10 C
12
227
6,10
12
6,10
polyamide 6, nylon 6 6, 6
( caprolactam) 6,6 ( polyamide 6,6)
( 255 )
6,6
N
H
O
(CH2)5 C
6
228
6,6
poly(amide-imide) (PAI) - ()
(trimellitic trichloride) (methylenedianilene)
(temperature resistance)
(stiffness) (creep)
(flame retardant)
(wear and friction properties)
(radiation resistance)
(glass transition temperature) 270-285
(hydraulic bushing)
(seal) (laminated
resin)
229
(acrylon)
polybenzimidazole (PBI) ()
3,3,4,4
(3,3,4,4tetraaminobiphenyl)
(diphenyl isophthalate)
(pyrolysis condition)
(compressive strength)
(surface hardness)
H
N
N
H
n
230
O
n
231
polycarbonate (PC) ()
2
( phosgene)
(transesterification) ( biphenol-A)
(diphenyl carbonate)
30,000-50,000
( acrylonitrile-butadiene-styrene)
(heat
deflection temperature)
(thin-wall electronic application)
(laptop computer)
( polybutylene terephtharate)
poly(chlorotrifluoroethylene) (PCTFE) ()
(chlorotrifluoroethylene)
( polytetrafluoroethylene)
200
(swell)
(halogenated solvent)
(tensile strength)
(gasket) (tubing)
F
Cl
CH3
C
OCO
CH3
232
233
polyetherimide (PEI) ()
(diamine)
(dianhydride) (temperature resistance)
(impact strength) (creep resistance) (rigidity)
(glass transition temperature) 215
(tensile strength) (dimensional stability)
(flame resistance)
(printed circuit substrate) - (burn-in
sockets)
(temperature sensor) (lamp socket)
234
H H H H H H H H H H H
C C C C C C C C C C C
H H H H H H H H H H H
HDPE
LLDPE
LDPE
235
HO
CH2
CH2
236
polyglycol
( polyether)
( olefin)
( polyethylene glycol)
(polyethylene oxide)
( polypropylene glycol)
polyisobutylene (PIB) ()
( isobutylene)
(oily liquid) (elastomer)
( polyethylene)
(tackifying agent)
( aliphatic hydrocarbon)
( aromatics)
polyimide (PI) ()
(condensation polymerization) (pyromelletic anhydride)
(primary diamine)
(aromatic diamine)
(thermal stability)
(harsh environment)
260
(seal and gasket)
(flexible wiring)
(electric motor insulation) (print circuit
board)
CH3
CH
C
CH3
237
polyisocyanate
isocyanate
polyisocyanurate (PIR) ()
(rigid polyurethane)
N
C
O
C
N
N
C
( natural rubber)
1,4-
1,4- 1,4 (Natsyn )
CH3
CH2
C=C
CH2
H
polyketone
( polyether ketone)
( polyether ether ketone) ( polyetherether ketoneketone)
( aromatics)
CH2
CH2
C=C
CH3
H
1,4-
C=C
CH2
CH2
CH2
C=C
CH3
H
1,4-
238
polymer
(repeating unit)
( monomer) 2
(natural polymer)
(natural rubber)
(synthesis polymer)
(polymerization)
( polyethylene)
( polypropylene) ( polystyrene) ( polyvinyl chloride)
(plastic) (rubber or elastomer) (fiber)
(glue) (binder)
239
240
(aquarium)
(lenses) (aircraft cockpits)
(helicopter canopy)
(skylight)
H
H
C C
O
CH3
C O
CH2
CH3
CH3
C O
CH3
241
242
H
N
O
O
H
N
O
H
N
N
H
O
O
N
H
N
H
H
N
O
N
H
243
(membrane) (gasket)
(printed circuits)
(bushing) (ball valve)
244
polyphthalamide (PPA) ()
(semi-aromatic polyamide)
(terephthalic acid (TPA)) /
(isophthalic acid (IPA))
245
polysulfone (PSO) ()
(diaryl sulfone)
( bisphenol-A) (transparent)
(acid-base resistance)
(salt solution) (detergent) (oil)
(alcohol) (heat
resistance) (flame retardation)
C
CH3
O
n
327
250
F
F
n F2C
246
CF2
2
polyurethane (PU) ()
( isocyanate)
(rigid) (elastomeric)
( thermoset)
( copolymer) 3 ( diisocyanate)
( diol)
(abrasion resistance)
(cut resistance)
3
79
247
polyvinyl acetal
(aldehydes) ( poly(vinyl
alcohol) (PVA)) (amorphous)
(rigidity) (softening point)
( polyvinyl formal)
( poly(vinyl butyral))
(moulding compound)
(coating) (adhesive) (modifier)
CH2 CH CH2 CH
O
CH
248
( acetic acid)
(polyvinyl nitrate)
( polyvinyl acetal)
( poly(vinyl butyral))
( polyvinyl formal)
(emulsifier) (colloid)
(nonwoven fabrics)
OH
(waterproof coating)
249
90-200
0.5-2
60-80
(tensile strength)
(dimensional
stability)
70
H H
C C
H CI n
nCH2=CHCI
250
H CI
251
252
precipitation polymerization
( monomer)
(powder) (granular)
( polyvinyl chloride (PVC)) ( polyacrylonitrile fiber)
pressure swing adsorption (PSA) ()
( 78) ( 21) ( 1)
1.5 1 (adsorbent
vessel) ( zeolite)
(oxygen surge tank)
(regenerate) 2
Air
Air compressor
Adsorbent
vessel
Waste
gas
Silencer
Adsorbent
vessel
Low
pressure
oxygen
surge
tank
High
pressure
Oxygen compressor oxygen
storage
tank
Oxygen cooler
After cooler
Oxygen
Water
separator
253
propane
( alkane)
3 C3H8
2 (distillation)
( olefin)
( butane) 70:30 (liquefied
petroleum gas)
( aromatics)
254
propene, propylene ,
( alkene)
3 1
C3H6
(cracking)
( naphtha)
(dehydrogenation)
(propane) 550-680 5-20
CH3CH2CH3
CH2=CH-CH3 + H2
(polypropylene) ( acetone) ( phenol)
( acrylonitrile) ( propylene oxide) (epichlorohydrin)
255
( propylene oxide)
200-220 (oligomer)
(dipropylene glycol) (tripropylene glycol)
( polypropylene glycol)
(unsaturated ester)
(antifreeze)
256
(chlorohydrination)
( propylene) (hypochlorous) (propylene
chlorohydrin) 35
CH3CH=CH2 +
HOCI
2CH3CHOHCH2CI + Ca(OH)2
CH3CHOHCH2CI
2CH3CH
(ethylbenzene hydroperoxide) 130
35 (molybdinum)
O
OH
257
radiation polymerization
(electron
beam) (neutron beam) (alpha beam) (X-ray)
(g-ray)
(free radical cation)
(isopropyl vinyl ether) 30
raffinate
( extraction)
( extract)
Extraction 2 Stripped
organic (4)
Strip 1
Electrowinning
(6)
Ranate (2)
Loaded
organic
(3)
redox polymerization
(redox
initiator) (free radical)
(H2O2) (Fe3+)
50
reformate
( reforming) ( aromatics)
( naphtha)
(platforming)
258
reforming ,
(conversion)
( naphtha)
(platforming) ( methane)
(methane reforming)
CH4
H2O
C
H2O
3H2
+ 2H2
Normal
Air
Silica
Glass
1.35
1.51-1.52
1.52-1.55
1.59-1.60
1.633
259
repeating unit
[ M ]n M
n
( polyethylene) ( [ CH2-CH2 ]n )
( ethylene) (CH2-CH2)
( copolymer) 1 - ( acrylonitrile-butadiene-styrene (ABS))
( natural rubber)
H
C
C
H
--
resin
260
resole resin
( thermosetting polymer)
- ( phenol-formaldehyde resin)
( formaldehyde) ( phenol)
(crosslinking
agent)
CH2 O CH2
OH
CH2
OH
CH2
CH2
CH2
OH
CH2
CH2
CH2
OH
OH
CH2
CH2
( butadiene rubber)
(polymethyl methacrylate)
CH2
O
CH2
OH
separation
(phase)
- -
-
1) ( distillation)
(vapor pressure)
( ethylene glycol)
2) ( adsorption)
(adsorbent)
(adsorbate)
(p-xylene) (mixed xylene)
(molecular sieve)
3) ( extraction)
(solvent)
( butadiene) 4 ( mixed C4)
( acetonitrile)
4) ( crystallization)
(freezing point)
(m-xylene)
261
shift conversion
steam reforming
Solution polymerization
Initiator
Monomer
+
Solvent
Heat
Adhesive
complete
Polymer
+
Solvent
Polymerization
nt
be
sor
De
solution polymerization
Extra
ct
Rotary
valve
Extract
Extract
column
Concentrated
extract
Desorbent
Feed
te
na
Ra
Adsorbent
chamber
Concentrated
ranate
Ranate
Feed
Pumparound pump
262
Ranate
column
solvent
( acetonitrile)
( butadiene) 4
( mixed C4)
Drying
Fractionation
CH4 + H2O
CO
+ 3H2
2) (shift conversion)
1
(carbon dioxide)
343 (chromium)
(iron oxide)
CO + H2O
CO2 +
H2
3) (gas purification)
( absorption)
( amine)
(potassium carbonate)
steam cracking
(saturated
hydrocarbon) ( naphtha)
(liquefied petroleum gas) ( ethane)
(unsaturated
hydrocarbon) ( olefin)
( ethylene) ( propylene)
815-927
(quench)
550-600
( polyethylene)
( polypropylene)
steam reforming
( synthesis gas)
(light ends) ( methane)
( ethane) ( propane)
4
1) ( reforming)
(carbon monoxide)
760-816
(nickel oxide)
4) (methanation)
370427 (nickel)
Steam
cracking
Gas
compression
Quench
Product
storage
263
(polymerization) (free radical)
(initiator)
( dehydrogenation)
( ethyl benzene) 600-700
(III)
(iron (III) oxide)
CH
CH2 3
CH
CH2
+ H2
( polystyrene)
( copolymer) -
(styrene-butadiene rubber) - (polyacrylonitrile-styrene-butadiene)
styrene-acrylonitrile (SAN) -
()
( copolymer) ( styrene)
( acrylonitrile)
(amorphous)
(continuous mass
suspension polymerization)
( emulsion polymerization)
(transparent)
(chemical resistance)
(aliphatic hydrocarbon)
(alkalis)
(alcohol) (detergent)
(aromatic hydrocarbon)
( ketone) (ester)
(chlorinated hydrocarbon)
(impact resistance)
(softening point) (polystyrene)
CH2 CH
n
CH2 CH
C
N
264
H H
C C
O O O
CH2 CH
-
styrene-butadiene copolymer
(block copolymer)
( styrene) 50
(solution polymerization)
(alkyl lithium)
(rigidity) (gloss)
(compatibility)
(toughness)
(impact resistance)
(blister packs)
265
sulfolane
(organo
sulfur) (sulfonyl group, SO2)
C4H8O2S
O
O
S
1,3- (1,3-butadiene)
(sulfur dioxide)
CH2=CHCH=CH2 + SO2 + H2
1,3-
SO2
(lignin)
(fiber spinning)
( aromatics)
( reformate)
266
surfactant
2
(hydrophilic)
(hydrophobic) 4
(anionic surfactant)
(cationic surfactant)
- (pH) 1011
(nonionic surfactant)
(amphoteric surfactant zwitterion)
(
- 7)
(- 7)
267
1.
(anionic
surfactant)
268
CH2(CH2)nCH3
(carboxylate)
SO-3 Na+
(sulfate) (sulfonate)
(phosphate)
(sodium linear
alkylbenzenesulfonate (LAS))
R-CH2OSO-3 Na+
(sodium
alkyl sulfate (AS))
R-O(PO3)2- 2Na+
2.
(cationic
surfactant)
(quaternary
ammonium salt)
(pH10-11)
[RCOO-CH2N(CH3)+2(CH2)-2
OOCR] Cl
(alkyl ester ammonium salts)
[ R-N+(CH3)3]X
(alkyltrimethylammonium
salts)
3.
(nonionic
surfactant)
CH3(CH2)11-O-(CH2-CH2-O)7H
(polyether) (alcohol
(polyhydroxyl) ethoxylates (AE))
4.
(amphoteric surfactant)
RN+(CH3)2CH2COO
(alkyl betaine)
+
RCONH(CH2)3N (CH3)2CH2COO
(alkylamidopropyl betaine)
Organic
phase
Aqueous
phase
Monomer droplet
Polymer particle
( bulk polymerization)
( polyvinyl chloride (PVC))
( poly(vinyl acetate))
269
CH4
+ H2O
CO
3H2
(2)
(3)
5-10 9 (C5-C10) (heptane)
CH3(CH2)5CH3
7H2O
7CO
15H2
(4) (gasification)
3C
+ O2 + H2O
3CO
H2
()
(heptane) ( ethane) ( methane)
1:2.1 1:2.5 1:3
(watergas shift reaction) (intermediate)
(methanol)
( ammonia) (gas oil)
- (Fisher-Tropsch synthesis)
( hydroformylation) (oxoaldehyde)
270
Feedstock options
Process technology
Nitrogen
Ethane
Propane
Synthesis Gas
COx + H2
CH=CH
Residual oil
Biomass
Coal
Coke
Ammonia
Methanol synthesis
Methanol
Fischer Tropsch
Gasoline, Parans
Mobil technology
Gasoline, Aromatics
Eastman technology
Butane
Naphtha
NH3synthesis
Olens
Methanol
H2O
Acetic anhydride
Other synthesis
Hydroquinone
Homologation
Ethanol
Glycol synthesis
Oxo-synthesis
Methanol carbonylation
Water-gas shift
Shift methanation
Ethylene glycol
Aldehydes, Alcohols
Acetic acid
Natural gas
Products
Hydrogen, CO2
SNG
271
A B
B
A 1
(
) B
A
1 1
(regenerate)
B
1
2 1
template polymerization
( monomer)
(complex molecule)
272
(propagation step)
2-5
-4-
terephthalic acid (TA, TPA, PTA) (,
, )
( aromatics)
2 (carboxylic group, -COOH)
(para position)
( benzene) (isomer) ( phthalic
acid) ( isophthalic acid)
C8H6O4
O
OH
HO
402
(oxidation) (p-xylene)
(cobalt acetate)
(sodium bromide)
(hydrobromic acid) (promoter)
( acetic acid) 200
15
O
CH3
OH
O2
-H2O
CH3
OH
273
tetrahydrofuran (THF) ()
(ether)
4 C4H8O
( polyvinyl
chloride (PVC)) (varnish)
(polytetramethylene ether glycol)
( polyurethane)
( dehydration)
1,4- (1,4-butanediol)
-H2O
HOCH2CH2CH2CH2OH
1,4-
1,4- 1,3-
(1,3-butadiene) 1,4-2- (1,4-diacetoxylate-2-butene)
H
C
H2C
H
CH2
1,3-
274
1,4--2-
tex
(linear mass density)
1000
(detex) 10,000
(filament tex)
(cigarette filter)
(yarn) (fabric)
(filament) (detex)
f=
4 x 10-6 dtex
pr
r
f
thermal cracking
(gas oil) (fuel oil)
(diesel oil) (gasoline)
275
--
--
276
thermosetting polyester
( thermosetting polymer)
( unsaturated polyester) ( styrene)
(free radical polymerization)
(benzyl peroxide)
(free radical) (ethylene glycol maleate polyester)
thermosetting polymer
2
(novolac)
277
toluene
( aromatics)
(methyl group, -CH3)
( benzene) C7H8
( reforming) (cracking)
( naphtha) ( olefin)
( benzene) ( dealkylation)
( xylene) (disproportionation)
278
CH3
O
2,6-
toluene dealkylation
( benzene) (methyl
group, -CH3) ( toluene)
700 40
(nickel)
ON
CH
Fe
HCl
NO
HN
2,4-
CH3
+ H2
CH
+ CH4
CH
NH
2,4-
CH
NH
+ ClCOCl
NH
2,4-
NCO
+ HCl
NCO
2,4-
( carbonylation) (carbon
monoxide) 250 200
(II) (palladium (II)
chloride)
CH
NO
NO
+
CH
CO
2,4-
NCO
+
(dinitrotoluene)
( hydrogenation) (iron)
(hydrochloric acid)
2,4- (2,4-diaminotoluene)
( phosgene)
CO
NCO
2,4-
CH 3
O
2,4-
( polyurethane)
(polyol)
279
transalkylation
(alkyl group, R)
2
( xylene)
(methyl group, -CH3) 1
(mesitylene)
( toluene)
OH
( ethylene glycol)
(ethylene oxide) (plasticizer)
( polyvinyl chloride)
(hydraulic fluid)
(brake fluid)
280
Glycol pump
1
Condenser
Glycol contactor
Flash gas
2
Rich glycol
Rich ash
Skim oil
Glycol regenerator
Cross exchangar
Lean glycol
Roboiler
281
trinitrotoluene (TNT) ()
( aromatics)
(nitro group, NO2) 3
( toluene)
2 4 6 C7H5N3O6
(dinitrotoluene)
(nitration reaction) (nitronium
ion, NO2+) (nitric acid)
(sulfuric acid)
tripropylene glycol
( glycol,
diol) (hydroxyl group, -OH)
2 (-O-)
2 C9H20O4
282
( propylene glycol) (propylene
oxide)
( polyester)
(plasticizer) (lubricant)
(antifreeze)
( polyethylene)
1-3
( high density polyethylene (HDPE))
(impurities)
0.97
(abrasion resistance)
(toughness)
(cryogenic temperature)
(stress cracking resistance)
(abrasion resistance) (selflubricating) (chemical resistance)
(liners for chemical processing
equipment)
(recreational equipment) (ski base)
(medical device)
(high strength
fiber)
( Kevlar) ( composite
material)
283
CH2
N
CH2
N CH2
N CH2
C
CH2
CH2
N CH2
C
N CH2
CH2
N CH2
CH2
C O
C O
CH2
CH2 N CH2
N CH2
CH2 N CH2
CH2
N CH2
C
CH2
Urea Formaldehyde
vinyl acetate
(vinyl)
(acetate group, CH3COO-)
( ethylene) C4H6O2
( acetic
acid)
117
5 (palladium acetate)
( monomer)
( poly(vinyl acetate) (PVCA))
( poly(vinyl alcohol) (PVA)) (vinyl acetate copolymer)
284
(tautomerization)
CH2=CHOH
CH3-CH=O
285
(direct chlorination)
40-50 4 (III)
(ferric (III) chloride) (II) (copper (II)
chloride) (III) (antimony (III)
chloride) (ethylene dichloride)
CH2=CH2 + CI2
CICH2CH2CI
CICH2CH2CI
CH2=CHCI + HCI
S Ni M i
Mw = i=1 N M
S i=1 i i
Ni Mi
Mi i
( monomer)
( polyvinyl chloride)
286
xylene
(magnesium oxide)
(o-cresol)
(p-cresol)
CH3
CH3
CH3
CH3
CH3
2,6-
2,6-
2,3-
2,5-
3,4-
( )
2,4-
3,5-
2,6-
(methylation) (methanol)
1 6 500
287
S Ni M i
= i=1 N M 2
S i=1 i i
Ni Mi
Mi i
zeolite
(alumino silicate)
(silicon)
(aluminium) 1 4
(silicon tetraoxide) (aluminium tetraoxide)
(tetrahedron)
()
2-10 (1 1x10-10
)
(lithium) (sodium)
(potassium) (calcium)
(ion exchange) (proton)
(cation)
40
3
1) (ion exchanger)
(ammonia)
2) (adsorbent)
(molecular sieve)
(p-xylene) ( aromatics)
3) ( catalyst)
(catalytic
cracking) ( hydrocracking)
( isomerization)
( alkylation)
()
288
CI
CI
TI
CI
CI
CI CI
CI TLI
+
H2C=CHR
CI CI
CI TLI H C R
H
M-CI
rearrange
H C R
CH2
CI CI
CI TLI
H2C=CHR
H C R
CH2
Final Product
L
+
,
R M
M = Al Li Mg Zn...
L is an unspecied ligand
active catalyst
repeat
many times
CI CI
CI TLI
rearrange
H C R
CH2
CI TI CI
CI L H C R
C
H H
=
CI TI CI n
CI L
H C R
CH2
Ziegler-Natta polymerization -
- (Ziegler-Natta catalyst) (Karl Ziegler)
(Guilio Natta)
.. 2506
- .. 2499
2
4-8 (co-catalyst)
(organometallic compound) 1-3
( high density polyethylene (HDPE))
(isotactic polypropylene (iso-PP))
( coordination polymerization)
zip polymerization
( template polymerization)
289
additive
(processability)
/
(life/survival ability)
(mechanical properties)
: heat stabilizer
lubricant/mold releasing agent
plasticizer
viscosity depressant
/
: antioxidants
carbon black
light stabilizer
: colorant
optical brightening agent
antiblocking agent
( additive)
(diatomaceous earth)
(clarity) (haze)
(talc) (linear
low density polyethylene (LLDPE))
(nepheline
syenite) (feldspar)
(calcium
carbonate)
( filler)
292
antidegradant
( additive)
antifogging agent
( additive)
(surfactant) 2
(hydrophilic) (lipophilic)
(wetting) 2 (external)
(internal) (diffuse)
(sealing)
(sorbitan esters)
(polyoxyethylene esters) (glycerol esters)
(polyglycerol esters)
293
Discrete droplets
Polymer
294
(isothiazolin)
(epoxidized soybean oil)
(diisodecyl phthalate (DIDP))
/
(toxicity)
antimicrobials
( additive)
(flexible PVC)
(carrier)
( plasticizers)
(leach)
10,16-
(10,16-oxy-bisphenoxy arsine (OBPA))
295
antioxidant
( additive)
(oxidation) (aging)
(ultraviolet) (degradation)
(discoloration)
(cracks)
antiozonant
( additive)
(migrate)
296
carbon black
( additive) ( colorant)
(pigment)
10-100 25-1,500 /
(cluster) (aggregate)
high-structure
low-structure
Aggregate size
297
298
50-60
2
( endothermic chemical blowing agent)
( exothermic chemical
blowing agent)
( )
(gas yield)
(
)
0.5-2.5
( blowing agent, foaming agent )
2) (dye)
(pigment) (solubility)
(polyolefins)
(engineering plastic)
1) (pigment)
0.01-1
(aggregate) (plane)
(agglomerate)
(dispersion)
(oxide) (sulfide)
( carbon black)
(ferric oxide)
(stiffness)
( polymer composite polymer
matrix composite (PMC)) (metal
composite metal matrix composite (MMC))
(ceramic matrix composite
(CMC))
compounding
( additive)
1) (preparation of
ingredients)
3) (melt-mixing)
( two-roll
mill) (internal mixer)
(single screw extruder)
( twin screw extruder)
(twin-shaft continuous mixer)
4)
(extrude)
Manufacturing steps
Products
Synthesis &
polymerization
Monomer &
polymer
Compounding
Compounds
compound
()
( additive)
(PE)
( polyvinyl chloride
(PVC)) 2
(thermoplastic elastomer)
(crosslinked
elastomer)
Processing &
forming
Shapes/fiber/film
Machining &
secondary processing
299
300
301
external lubricant
( additive)
(fusion
time) ( internal lubricant)
(calcium stearate) (stearic acid)
external mould releasing agent
( additive) ( mould releasing agent)
(fluorocarbon)
0.1-20
2-3
(texture) ( )
(non-permanent) (semi-permanent)
(oily film)
(oil-repellent) (stain proofing)
302
filler
( additive)
10-50
(extender)
(phenolic) (urea)
(melamine)
(calcium carbonate,
CaCO3) (talc) (clay) (silica)
(mica)
(heat resistance)
(warpage) (metal oxide)
(calcium sulfate)
(barium sulfate)
( carbon black)
(conductive) /
(stone flour/chalk) (hollow glass
micro sphere) (glass
fiber)
flame retardant
(bromine)
(chlorine) (phosphorus)
(antimony) (aluminium)
(ignition temperature)
(flammability)
(self-extinguishing)
2
( additive)
3
1) (char former)
(ammonium phosphate) (zinc borate)
2) (heat absorber)
(aluminium
trihydrate) (magnesium hydroxide)
3) (flame quencher)
(bromine) (chlorine)
(synergist)
(antimony trioxide)
external plasticization
( plasicizers)
()
()
(phthalate) (epoxy) (adipate)
(azelate) (trimellitate)
(glutarate) (citrate)
303
fragrance
(fragrance oil)
(injection moulding) (film blowing)
(foaming) (rotational moulding)
304
( antioxidant)
heat stabilizer
( additive)
( polyvinyl chloride (PVC)) (degrade)
(dehydroclorination)
100
(catalyst)
---
(organotin compound)
- -
(glassy) (rubbery)
(amorphous)
( melting temperature (Tm))
(softening temperature (Ts))
impact modifier
( additive)
(impact strength)
(toughness) (inherent
properties)
(modulus of elasticity)
(tensile strength)
(processability)
( plasticizer)
( polyvinyl chloride (PVC)) ( polyethylene
(PE)) (polypropylene (PP))
( polystyrene (PS))
internal lubricant
( additive)
(fatty
acid) (fatty acid amide)
(fatty acid ester)
305
internal plasticization
(copolymer)
(dimensional
stability)
306
light fastness
( additive)
( fluorescent
whitening agent)
( optical brightening agent)
(whitening index)
200
100
50
20
40
60
w Ciba
150
light stabilizer
( additive)
(aging)
(photodegradation)
(ultraviolet (UV))
(free radicals)
(peroxy radical)
(yellowing)
(embrittlement) 3
( UV absorber)
( free radical terminator)
(quencher)
0.05-2.00
307
(LOI)
lubricant
( additive)
(polymer melt)
(roll) (barrel) (screw)
2 ( internal lubricant)
( external lubricant) (metal soap)
(hydrocarbon wax) (PE wax)
(amide wax) (fatty acid) (fatty acid amide)
(fatty alcohol) (fatty acid ester)
308
matrix
( composite, composite material)
( nylon) (PP)
(uPET) ( epoxy)
( phenol formaldehyde (PF)) (vinyl ester)
(Tg) (Tm)
Tg (oC)
-115
-85
-73
-73
-19
53
69
81
100
127
Tm (oC)
137
181
28
28
190
265
265
212
240
327
309
miscibility
(Gibbs free energy of mixing, Gm)
(equilibrium thermodynamics)
Gm = G12 (G1 + G2)
G1 1
G2 2
G12 1 2
(a)
Polymer 1
Polymer 2
(b)
2
(a)
(b)
310
General Electric
Plastics
DOW
Bayer/Mobay
BASF
Du Pont
Hocchst/Celanese
311
nucleating agent
( additive) (semi-crystalline)
(nuclei) (crystal)
(lamellar)
(spherulites)
(heterogeneous nucleation)
(cycle time)
(injection moulding)
() ()
312
Polymer
melt
No crystallization
Partially
crystallized
Fully
crystallized
Crystallization
begins
Partially
crystallized
Fully
crystallized
Non-nucleated
Nucleated
Nucleating agent
Cooling
313
%
50
40
30
20
10
100
90
80
70
70
60
60
50
50
40
40
30
30
20
20
10
10
10
10
20
20
30
30
40
40
50
50
60
60
70
70
80
80
90
90
%
300 400 500 600 700
(a)
(b)
-
/
314
90
80
(c) -
T1
T2
T3
T4
Key
X temperature
Y heat ow rate
T1 melting temperature of polymer
T2 onset of oxidation
T3 intercept point determined by tangent method (oxidation induction temperature)
T4 temperature of oxidation peak
a exothermic
T4
315
(pentane)
(chlorinated hydrocarbon) (methyl
chloride) (isopropyl alcohol)
(chlorofluoro carbon
(CFC))
plasticization
( plasticizers)
2 ( external
plasticization) ( internal
plasticization)
plasticizer extender
( plasticizers)
( primary plasticizer)
(diluent)
plasticizers
( additive) (rubber)
(elastomer) (
50-60 100 )
(flexibility) (soft) (flexible)
(strechable)
(polymer melt)
(thermal stability)
( compounding) (compatibility)
( internal lubricant)
316
polymer alloy
( polymer blend)
(immiscible) (compatible)
(compatibilization) (compatibilizer)
(interfacial adhesion) (morphology)
ABS/Nylon, Nylon/olefin elastomer, PC/ABS, PC/PP, PC/Thermoplastic PU,
PPE/Nylon, PVC/ABS and Polyester/elastomer
(Polymer)
(Copolymer)
polymer blend
2
(co-solvent)
(spray drying) (film casting)
(fine powder mixing)
(latex blending) (mechanical mixing)
( )
()
(miscible) (homogeneous)
(heterogeneous)
(immiscible) (compatible)
(Polymer blend)
(Miscible)
(Homogeneous) (Heterogeneous)
(Immiscible)
(Compatibilization)
(Polymer alloy)
317
polymer composite
( matrix)
(modulus of elasticity)
(fracture energy)
( )
primary plasticizer
( additive)
( compounding)
(phthalate) ( epoxy)
(phosphate) (adipate diester) (sebacate)
( polyester)
reinforcing materials
( polymer composite)
(modulus of elasticity)
( matrix) (fiber)
(glass fiber) (carbon fiber) (aramid fiber)
(boron fiber)
(filament) (tow ravings)
(yarn)
(mats) (woven)
(staple)
(random) (isotropic)
secondary plasticizer
( additive)
( primary plasticizer)
318
(metal soap)
(fatty acid amide ester)
(silicon oil) (wax) (paraffin oil)
(glycol)
(fatty acid amide)
1,000
ASTM D-1894
(, ppm)
0.50 - 0.80
0.20 - 0.40
0.05 - 0.20
200 - 400
500 - 600
700 - 1,000
slip agent
( additive)
(coefficient of friction)
(processing agent) 2
(internal slip agent)
(external slip agent)
( filler)
(amphipolar)
(fatty acid)
(long chain fatty acid ester)
(PE wax) (white oil)
319
thermal stabilizer
heat stabilizer
thermogravimetric analysis (TGA) ( )
( additive)
Gas outlet
Furnace
Sample crucible
Control thermocouple
Sample thermocouple
Radiation shield
Vacuum
Sample gas (1 and 2)
Water cooling
Sample holder lift
Vacuum-tight housing
Microbalance system
Protective gas
Analyzer
Thermogravimetric
TG 209
320
titanium dioxide
( additive) ( colorant) (pigment)
2
(rutile) (anatase)
(oxidative degradation)
(chalking) (titanium
dioxide, TiO2)
2
(reflection) (refraction) (diffraction)
( TiO2 )
TiO2
321
Screw rotation
Resin
flow
Material path
(a) Co-rotating
Resin
flow
Material
bank
(b) Counter-rotating
Material path
(a) (b)
Thrust
bearing
Feed
Hopper
Hopper
Vent port
Feed throat
Linkage
Caterpillar
roller
Wind-up or
cut-off
Puller
Removal
Water
Motor
Heating zones
Base
Extruder
Die
322
Cooling
two-roll mill
( compounding)
( polyvinyl chloride
(PVC)) (polished rolls)
(nip)
( additive)
( bank)
(compression moulding)
1 500
323
UV absorber
( additive)
(benzophenone)
(benzotriazole) 2--4-
- ( 2 - h y d r o x y - 4 - n - o c t o x y
benzophenone)
R2
H
N
R3
R1
N
Ar
HO
OR
N
R2
Benzotriazole
Benzophenone
Ar
R1
H
N
Ar1
N
H
Oxanilide
Triazine
Ph
Ph
CN
O-R
Cyanoacrylate
UV absorber
324
Ar2
UV stabilizer
light stabilizer
viscosity depressant
( additive)
(PVC plastisol)
( plasticizer extender)
(pin hole)
(aliphatic) (naphthenic)
(chlorinated hydrocarbon)
(surfactant)
(ethoxylated fatty acids)
(fatty esters)
325
air conveyor
500
API 620, API 650
AS/RS
328
asset utilization
100
backhaul
baffle plate
2-3
bag
25
berth ,
(bulk cargo)
(bulk berth)
(container berth)
barge ,
( tug boat)
329
bottom loading
(vapor line)
bulk marine
( International Maritime
Organization (IMO))
330
bulk terminal
( bulk marine)
chartering
(voyage charter)
(time charter)
(bareboat charter)
(demise charter)
chemical tanker
5,000
40,000
(hull) 2 ( vessel )
331
combined shipment
competent authority
(main
competent authority)
(competent authority)
(classification)
consolidation
()
containerization
20 1 ( twenty feet
equivalent unit (TEU)) 20 8
8 6
( pallet)
container port
332
containment capability
cross docking
2
cycle count
cycle time
30
10
20
dangerous goods
9
( United
Nations Recommendation on Transport of Dangerous
Goods (UNRTDG))
contract of affreightment
20,000
8,000
4,000 5,000
3,000
cycle stock
333
() ( European Agreement Concerning the
International Carriage of Dangerous Goods by Road
(ADR))
L4BN (L)
4 (4)
(B)
(N)
L4BN
334
(explosion
proof)
demurrage
depot
(container depot)
detention
drain valve
335
drop test
drybreak coupling
electrostatic
(grounding earthing)
drum
20 1,000
200
(UN mark)
drum filling
336
emergency response
.. 2515
29,000 60
CEFIC 4,000
()
( registration, evaluation, authorization and restriction of chemicals (REACH))
()
337
explosion proof
fixed tank
() ( European
Agreement Concerning the International Carriage of
Dangerous Goods by Road (ADR))
.. 2546
338
flammable, inflammable
1 (flammable range) 12
13
(flammable range)
2
1
23
35
flange
flash point
2 (open cup)
(closed cup)
() ( globally harmonized system
for classification and labeling of chemicals (GHS))
93
16
15.6
23
2
35
23
3
60
339
flexibag
20 (1 ) ( twenty
feet equivalent unit (TEU))
20
( isotank)
(lower
explosion limit)
(upper explosion limit)
flexible hose
340
forecast accuracy
full container load (FCL)
()
(hazard pictogram)
()
gas cylinder
green logistics
grounding, earthing
full trailer
341
hazard classification
33
( flash point)
23 336
( UN
number placard )
Mark IV
Flow controller
Ventafils
Scully
nozzles
MagneLinkTM
Econ-o-gauges
X338
1717
33
1088
hazardous substance
( globally harmonized
system for classification and labeling of chemicals
(GHS))
hedge stock
speculative stock
high level protection
342
Ventalarm
signals
incompatible chemical
inhibitor
insulation
inland waterway
343
700 3,000
F :
FCA = free carrier
FAS = free alongside
FOB = free on board
C :
CFR = cost and freight
CIF = cost, insurance and freight CFR
CPT = carriage paid to CFR
CIP = carriage and insurance paid
CIF
D :
DAT = delivered at terminal
DAP = delivered at place
DDU = delivered duty unpaid
DDP = delivered duty paid
E :
EXW = ex works
CIF
CFR
transport + paid
FOB
The seller
DES
Loading
port
First
carrier
DAF
FAS
EXW
Destination
port
The buye r
DEQ
FCA
CPT
CIP
DDU
transport paid
Frontier
344
DDP
9
( United Nations Recommendation
on Transport of Dangerous Goods (UNRTDG))
inventory accuracy
inventory management
(safety stock)
(cycle stock)
isotank
16,000 24,000
20
20
() ( International Maritime Organization (IMO))
IMO
IMO
IMO
IMO
IMO
Type 0
(food grade)
Type 1
(volatile liquid)
Type 2
Type 5
Type 7
ASME Class VIII Division 1
jetty
345
label
lead time ,
(customer lead time)
(purchasing lead time)
(production lead time)
(delivery lead time)
346
level indicator
(sight glass)
(ultrasonic)
lightering
loading
(bulk)
200 25
( pallet)
loading arm
load securement
(air
bag)
347
loading hose
()
( drybreak coupling)
( flange)
loose bag
( pallet)
(forklift)
manhole
348
manifold
marking
( placard )
mode of transport
( rail transport)
( inland waterway)
multimodal transport
(bulk
chemical tanker)
1)
2)
3)
nitrogen padding
on-time delivery
1,000
985
98.5
(safety stock)
open top drum
(high viscosity)
(powder) (emulsion)
(mix) (stir)
notice of readiness
349
optimization
(product mix)
overflow
overturn protection
packaging ,
3,000
3,000
pallet ,
100 x 120 x 15
80 x 120 x 15
110 x 110 x 15
(forklift truck) (handlift)
1.5
(rack)
Top deckboard
Two-way entry
Bottom deckboard
Four-way entry
Runner
350
palletizer
( pallet)
perfect order
pipeline
placard
351
port of destination
CFR CIF ( international
commercial terms )
port of shipment
FOB
( international commercial terms )
product stewardship
( responsible care)
PULL strategy
352
PUSH strategy
quick coupling
( flange)
rail transport
40
reconditioned drum ,
4
1. (registration)
2. (evaluation)
3. (authorization)
(very high concern)
4. (restriction)
(bar code)
353
reorder point
( lead time)
( lead time)
(safety stock)
354
Reorder
Reorder
Reorder
S
S
responsible care
6 (management practice
code)
1)
(community awareness & emergency response)
2) (process safety)
3) (employee health
& safety)
4) (pollution prevention)
5) (distribution)
6) (product stewardship)
( European Chemical Industry
Council (CEFIC))
safety audit
(checklist)
safety stock
(demand) (supply)
/ ( lead time)
(bulk)
( air conveyor)
(tilt)
355
segregation
(incompatibility)
semi trailer
356
shipping mark
1. (package number)
2. (item number)
3. (description of goods)
4. (front mark)
5. (side mark)
6. (handling mark)
Side mark
Handling mark
Front mark
0
NO. A38 OLS
ITEM MATIC TO
PNEU 2 SETSS
QTY.. 20 KGS
S
N.W . 23 KGCMS
5 CM
G.W ,0.113 61 X 30.
MEAS 61 X
Front mark
Handing mark
Side mark
D.I.
SUNNY PORT
MADE IN EXPORT-COUNTRY
C/NO.1
Lead mark
silo
357
slip sheet
( pallet)
(forklift)
( pallet)
spherical tank
(LPG)
speculative stock
358
spill control
stacking height
(stacking test)
2 3
359
360
storage tank
500 1,000
(forklift)
tank farm
(upstream)
(downstream)
361
tank inspection
( tank farm)
3
tank truck
( fixed tank)
(portable tank) (tank container)
(compatability)
telemetry
terminal
( tank farm)
top loading
(manhole)
(gangway)
362
tug boat
20 20 8 8
6 40 2
4,000
1,400
20
363
4
1077 1280
( safety
data sheet)
4
United Nations number
2
16 .. 2552
9 (class)
1.
2.
3.
4.
5.
6.
7.
8.
9.
Flammable Gas
Nonflammable Gas
Poisonous Gas
Oxygen
(Alternative Placard)
Flammable Liquids
Flammable Solids
Spontaneously
Combustible Solids
Dangerous
when Wet
Oxidizing Agent
Organic Peroxide
Oxidizing Agent
Poison
Biohazard
Radioactive
Material I (Cat.1)
Radioactive
Materials II (Cat.2)
Radioactive
Materials III (Cat.3)
Corrosive
Miscellaneous
unloading
25
( pallet)
364
value chain
1
g g g
2
g g g
3
g g g
VAPOR
LIQUID
365
vessel ,
( chemical
tanker)
(chemical storage vessel)
weight discrepancy
(bulk)
(calibration)
0.25%
warehouse
366
(first in first
out (FIFO))
367
acoustic trauma
( temporary threshold shift noise
induced hearing loss )
aerosol ,
1 1
air sampling
( air
pollutant ) 2
(area air sampling)
(personal air
sampling)
allergy
()
(
occupational health)
( safety
)
(scientific association)
( threshold limit value)
( biological exposure index)
370
anthropometry
asphyxiant
(asphyxia)
(methane)
( carbon monoxide
)
biological exposure index (BEI)
()
( biological monitoring test)
carcinogen ,
(malignant
tumor, cancer)
( American Conference of Governmental
Industrial Hygienists (ACGIH))
5
( occupational cancer )
A1 (confirmed
human carcinogen)
A2 (suspected human
carcinogen)
A3
(confirmed animal carcinogen with unknown relevance
7
1.
2.
3.
4. 2
5. ()
30
6. 2 30
5
7.
30
to humans)
A4
(not classifiable as human carcinogen)
A5
(not suspected as a human carcinogen)
371
disease
( occupational disease )
epidemiology
( disease)
( incident )
ergonomics ,
(activities of human beings)
(working conditions
and environment)
372
glare
1) (direct and
indirect glare)
2) (contrast glare)
3) (transition
glare)
health hazard
1) ()
2) ()
3) ()
4) ( ergonomics)
5)
6)
373
1)
2)
3)
4)
5)
7
1)
2)
3)
4)
5)
6)
7)
GGGGGGGGGGGGGGG
374
.......................................................................................................... ...............................................................................
...................................................................................................
TWA
STEL
> 100% RV
100%RV
50%RV
10%RV
>
I
II
III
IV
RV =
=
Elimination
RELIABILITY
High
Low
Low
High
Substitution
Engineering
Procedural
Personal Protective Equipment (PPE)
375
hearing conservation
(hearing
conservation program)
(audiometer)
industrial hygiene
(anticipation) (recognition)
(evaluation) (control)
( health hazard)
4 (chemical hazards)
(physical hazards)
(biological hazards)
(ergonomics hazards)
()
()
376
industrial hygienist
(certified
industrial hygienist)
( occupational health)
(static) (dynamic)
(vital capacity (VC))
(forced expiratory volume (FEV))
1 (maximum
ventilatory volume (MVV))
377
(dose)
2
(temporary threshold
shift)
(tinnitus)
2
(permanent threshold shift)
(audiometer)
378
occupational cancer
(malignant tumor)
( carcinogen)
occupational disease
(occupational illness)
(occupational medicine)
(occupational health specialist)
(occupational health nurse)
( industrial hygienist)
(systematic
approach)
( occupational health)
BS OHSAS 18001:2007 (occupational health and safety
management system : requirements)
. 18011-2549
:
occupational health ,
( noise induced hearing loss)
379
( occupational
safety and health administration (OSHA)
occupational exposure limit (OEL) )
pneumoconiosis
(silicosis)
(asbestosis)
product stewardship
Raynuads disease
(Raynuads syndrome)
380
respiratory protection
TTS
3
1)
2)
3)
( emergency )
16
381
accident
( incident )
( 1,000,000
)
ISR = (DL x 1,000,000)/MH
: DL =
(number of days lost)
MH = (total workers man hours)
boiling liquid expanding vapor explosion (BLEVE)
( explosion) (vessel)
384
cold work
crisis management
385
dry run
( emergency drill)
( hydrant)
emergency
emergency drill
( dry run )
emergency exercise
(full-scale exercise)
(field training exercise (FTX))
emergency management
( emergency)
( emergency)
excavation work
2
( safety)
386
explosion
(shock wave)
2 (deflagration)
1 /
(detonation)
2,000-3,000 /
fireball
(vessel)
( jet fire)
387
fire compartment
Check
valve
Header
in valve
room
Automatic
drip
388
fire pump ,
150
65
140
fire tetrahedron
3 (fuel) (oxygen)
(heat)
4
(combustion reaction) (chain reaction)
(heat
generated) (heat feedback)
Heat generated
Conduction
Convection
Radiation
yge
He
at
Ox
n
Chain reaction
Heat feedback
Fuel
389
fire triangle
3 (fuel) (oxygen)
(heat)
flash fire
(instantaneous)
(vapor cloud)
flash over
(ignition temperature)
500800
390
391
hot work
( safety)
( work permit)
(fire proof blanket)
( emergency)
392
hydrant
> 0.6 m.
Small
stones for
drainage
incident
(ill health)
(near miss)
( accident)
WeiG
HT
(ill health)
393
394
jet fire
(blow
torch)
1,6002,000
(heat flux)
jockey pump ,
(pressure switch)
395
396
2.
3.
4.
5.
6.
7.
8.
1.
397
pool fire
safety
(hazard)
(danger) (injury) (risk)
(loss)
( safety)
398
2
sprinkler system
Cap/seal
Glass bulb
Deector
399
% UEL
% LEL
% UEL
% LEL
5
work permit
( hot work) ( cold work)
( excavation work)
( safety)
400
working environment
( ergonomics )
(physical environment)
(chemical environment)
(solvent)
(biological environment)
(ergonomic)
401
acid deposition
(SOx)
(SO2) (SO3)
(NOx) (NO)
(NO2)
(H2SO4)
(HNO3)
2 ( dry
deposition) ( wet deposition)
acid rain
- (pH) 5.6
pH
7
340
(H2CO3)
pH 5.6 pH 5.6
activated carbon ,
(activate)
(adsorption)
404
acute effect
( 24 )
aerated lagoon ,
aerobic digestion ,
,
air pollutant
(real time monitoring)
2
10
( air pollutant)
5 (O3)
(NO2) (CO)
(SO2)
10 (PM10)
5
405
( air pollutant)
( criteria
air pollutants) 8
100 (PM100)
10 (PM10)
2.5 (PM2.5)
9
1,2-
1,2-
1,3-
anaerobic digestion ,
,
406
anaerobic filter ,
anaerobic pond ,
( 3-4 )
anaerobic treatment ,
,
assimilative capacity
( biochemical oxygen demand (BOD))
bag filter
(cake)
1
(100-450 )
(bag house)
(compartment)
Basel Convention
(The United Nations Environment
Programme (UNEP))
.. 2532
24
.. 2540 22
.. 2541
Dampers
Gas
outlet
Induced
draft
fan
Compartment 3
Compartment 2
Tube sheet
Gas inlet
Bags
Compartment 1
407
bottom ash
breathing loss
( fixed roof tank)
1,2-
(vapor space)
(PV valve)
408
buffer zone ,
carbon monoxide
catalytic incinerator
( air pollutant)
(volatile organic
compounds)
coagulation
cyclone
main vortex
core vortex
10
25
90
409
downwash
( air pollutant)
electrostatic precipitator
(discharge electrode)
(collection plate)
(hopper)
99.5
1
Rappers
Collection
plates
Flue gas in
Discharge
electrodes
Hoppers
Downwash
Top
Wake eddy
dry deposition
( wet deposition )
410
effluent standard
emission inventory
( air pollutant)
( emission
source)
emission source
( air pollutant)
2
1. (natural sources)
2. (anthropogenic
sources)
emission standard
24
evaporative cooler ,
(venturi scrubber)
(particulate wet scrubbing system)
( 1 )
(throat)
( wet
scrubber )
Cooled gas
City
water
Hot inlet
gas
stream
Mist
eliminator
CW
Venturi
scrubber
Fan
Cyclonic
separator
Alkaline
storage
tank
(Powder)
pH
Evaporative
cooler
Pump
Recirculation
tank
Purge
stream
Lime or
limestone
slurry
Clarifier
Pump
Slurry underflow
Feeder
Mixing
tank
Pump
411
excess air
(vapor space)
(rim seal system)
( fixed roof tank )
facultative pond ,
Overflow drain
Deck leg
Vacuum breaker
Rim seal
(mechanical-shoe)
Rim vent
Tank shell
412
flare
(flare stack)
( air
pollutant)
fly ash
( air pollutant)
(plume)
(Gaussian equation)
Gaussian puff model
( air pollutant)
(puff)
( Gaussian
plume model)
(a)
2m
X = 1 puff/s
u = 2 m s-1
(b)
u = 6 m s-1
X = 1 puff/s
6m
grab sample ,
413
greenhouse effect
( greenhouse gas)
(global
warming) (climate change)
greenhouse gas
(fossil fuel)
(CO2) (CH4) (N2O)
(HFCs) (PFCs) (SF6)
414
hazardous waste
/
.. 2547
100
415
industrial wastes ,
540
www.epa.gov/iris
internal floating roof tank
ion exchange
Ca2+ Mg2+ SO42- Cl
416
Kyoto protocol
3 ..
2540
I (
)
..
2551-2555
.. 2533
.. 2547
I
( greenhouse gas)
leak detection and repair program (LDAR)
()
(self monitoring)
(cradle
to grave)
/
417
ozone
3
418
ozonation
( ozone)
earth
oxidation-reduction -
(oxidant)
(reductant)
-
er
er
spher
o
s
m ea t o s p h e
osph
tro
neutralization , pH
pH
ozone layer
( ozone)
15-30
(good ozone)
(bad ozone)
str
bad
ozone
good
ozone
photochemical reaction
(free radical)
(peroxyacetyl nitrate (PANs))
(photochemical smog)
Nitrogen oxides
Ultraviolet rays
Photochemical
reaction
Atmospheric
oxygen
Nitric oxide
Nitrogen dioxide
Hydrocarbon
Hydrocarbon
Photochemical smog
Oxidant
Oxidants consisting mainly
of ozone (O3)
PAN
Aldehyde
Acrolein
Oil tank,
Gas station
pollution prevention
precipitation ,
pH
pH
(OH-)
419
salinity
secure landfill
Leachate
detection
system
Leachate
primary
collection
system
sludge thickening
(sedimentation) (flotation)
(centrifugation)
sound exposure level (SEL) ()
1
sound level, noise level
(sound pressure
level) (decibel (dB))
1 ft. sand
Grass
30 mil. HDPE
cover liner
1 ft. clay
intermediate
cover
Hazardous waste
Native clay
420
stabilization ponds
The International Agency for Research on Cancer (IARC)
()
(World Health
Organization (WHO))
5
Group 1 ( 1)
Group 2A ( 2A)
Group 2B ( 2B)
Group 3 ( 3)
Group 4 ( 4)
www.iarc.fr
turbidity
waste water
trickling filter
421
wet deposition
( dry deposition )
wet scrubber
( air pollutant)
0.510
(venturi scrubber)
(impingement plate scrubber) (spray
tower scrubber) (particulate
wet scrubber system) 3
( evaporative cooler )
wind rose
NORTH
15%
12%
9%
6%
3%
WEST
EAST
: (Knots)
>= 22
Resultant Vector
176 deg-24%
17 - 21
SOUTH
11 - 17
7 - 11
4-7
1-4
Calms: 2.80%
422
working loss
( fixed
roof tank) 2
(filling)
(emptying)
(vapor space)
423
Index
-methylstyrene
-lactam
(AMS)
68
70
1-butene
70
2,2,4-trimethylpentene
139
2-butene
70
2-chlorobuta-1,3-butadiene 122
absorption
71
accident
382
acetaldehyde
72
acetic acid
72
acetic anhydride
72
acetone
73
acetonitrile
73
acetoxylation
74
acetylene
74
acetylenic 74
acid deposition
403
acid gas
74
acid rain
404
acoustic trauma
368
acrolein
74
acrylamide
74
acrylic fiber
225
acrylic plastic
225
acrylic polymer
225
424
acrylic resin
225
acrylic-styrene-acrylonitrile (ASA) 75
acrylonitrile
76
acrylonitrile-butadiene rubber (ABR) 76
acrylonitrile-butadiene-styrene (ABS) 76
activated carbon
404
activated sludge (AS)
404
acute effect
405
addition polymerization
118
additive
290
adipic acid
78
adiponitrile
79
adsorbent
79
adsorption
80
aerated lagoon
405
aerobic digestion
405
aerosol
368
ageing 80
aging
80
air conveyor
326
air dispersion model
405
air pollutant
405
air quality index (AQI)
405
air quality monitoring system
(AQMS)
405
air sampling
370
alcoholysis
81
aldol condensation
81
aldolization
82
alicyclic hydrocarbon
82
alicyclics 82
aliphatic hydrocarbon
82
aliphatics 82
alkane
82
alkene
83
alkyl benzenesulfonate
83
alkylation
83
alkylbenzene
84
alkylphenol
84
alkyne
84
allergy
370
allylic polymerization
85
alpha olefin
85
ambient air quality standard
406
American Conference of
Governmental Industrial Hygienists
(ACGIH)
370
American National Standard
Institute (ANSI)
384
American Petroleum Institute
(API) standard
326
American Production and Inventor
Control Society (APICS)
328
backhaul
baffle plate
bag
bag filter
bakelite
barge
Basel Convention
bead polymerization
328
328
329
407
218
329
407
269
Beckmann rearrangement
95
benzaldehyde
96
benzene
97
benzene-toluene-xylene (BTX)
98
benzoic acid
98
berth
329
biaxial orientation
98
biaxial stretch
98
big bag
361
bill of lading
329
biochemical oxygen demand
(BOD)
407
biological exposure index (BEI) 370
biological monitoring test
371
bismaleimides (BMI)
100
bisphenol-A (BPA)
100
block copolymer
101
blow moulding
102
blow moulding process
102
blowing agent
297
boiling liquid expanding vapor
explosion (BLEVE)
384
bottom ash
408
bottom loading
330
breathing loss
408
breathing zone sample
371
bromination
103
bromine number
103
buffer zone
408
bulk marine
330
bulk polymerization
103
bulk terminal
331
buna rubber
105
butadiene
104
butadiene rubber (BR)
105
butane
105
butanediol
107
butene 106
butyl rubber
106
butylene
106
butylene glycol (BG)
107
butylene oxide
107
calendaring 107
calendering process
107
caprolactam
108
caprolactone
108
carbon black
297
carbon monoxide
408
carbonylation
109
carcinogen
371
Index
425
Index
compression moulding
124
condensation polymer
125
consolidation
332
container port
332
containerization
332
containment capability
333
contract of affreightment
333
coordination polymerization
125
copolyester
126
copolymer
127
copolymerization
128
cracking
128
cresol 128
crisis management
385
criteria air pollutants (CAPs)
409
cross docking
333
crosslinked polyethylene
(PEX, XLPE)
129
cryogenic process
130
crystallization process
131
cumene 132
Cyclar process
132
cycle count
333
cycle stock
333
cycle time
333
cyclization
133
cycloalkane
135, 206
cyclohexane
134
cyclohexanol
134
cyclohexanone
134
cyclohexene
134
cyclone 409
cycloparaffin
135
cyclopentane
135
dangerous goods
dangerous goods packaging
dangerous goods safety advisor
(DGSA)
dangerous goods tank code
dangerous goods warehouse
day-night sound (pressure) level
(Ldn)
dead weight ton (DWT)
dealkylation
decibel
decomposition activator
decomposition inhibitor
degree of polymerization (DP)
dehydration
dehydrochlorination
426
333
334
335
334
335
410
335
136
410
300
300
136
136
136
dehydrocyclization
136
dehydrogenation
136
delivery order (DO)
335
de-moulding 300
demurrage
335
denier
136
depolymerization 137
depot
335
depropagation
137
desorbent
138
detention
335
di-2-ethyl hexyl phthalate (DEHP) 300
Diels-Alder reaction
138
diethylene glycol (DEG)
139
differential microemulsion
polymerization
139
differential thermal analysis (DTA) 300
diisobutene 139
diisocyanate
140
diisopropylbenzene
140
dimethyl phenol
287
dimethyl terephthalate (DMT)
141
dimethylacetamide
142
dinitrotoluene (DNT)
142
dioctyl phthalate (DOP)
301
diol
171
dipropylene glycol
143
disease
372
dispersion polymerization
144
dispersion polyvinyl chloride
144
disproportionation
144
dissolved oxygen (DO)
410
distillation
144
downwash
410
drain valve
335
drop test
336
drum
336
drum filling
336
dry deposition
410
dry run
386
drybreak coupling
336
earthing
effluent standard
elasticity
elastomer
electrochemical polymerization
electro-initiated polymerization
electrolytic polymerization
electropolymerization
electrostatic
341
410
146
147
148
148
148
148
336
electrostatic precipitator
410
emergency
386
emergency drill
386
emergency exercise
386
emergency management
386
emergency response
336
emergency response team (ERT) 386
emission inventory
410
emission source
411
emission standard
411
emulsion polymerization
148
endothermic chemical blowing
agent
301
engineering plastic
149
engineering polymer
149
engineering thermoplastic elastomer
(ETES)
150
engineering TPEs
150
enterprise resource planning (ERP) 337
Environmental Management
System (EMS)
411
EPDM rubber
162
epichlorohydrin
151
epidemiology
372
epoxidation
151
epoxide
152
epoxy (EP)
153
epoxy plastic
153
epoxy resin
153
equivalent sound (pressure) level
(Leq, 24 hr)
411
ergonomics
372
ethane
154
ethanol dehydration
154
ethyl acetate (EA)
154
ethyl acrylate
155
ethyl aldehyde
155
ethyl benzene
155
ethyl cellulose (EC)
157
ethylene
157
ethylene chlorohydrin
158
ethylene dichloride (EDC)
159
ethylene glycol (EG)
160
ethylene oxide (EO)
161
ethylene propylene diene
terpolymer
162
ethylene-acid copolymer
157
ethylene-acrylic acid copolymer
(EAA)
158
ethylene-chlorotrifluoroethylene
copolymer (CETPE)
159
facultative pond
fatigue
filler
fire compartment
fire department connection
fire pump
fire tetrahedron
fire triangle
fireball
fitness for duty
fixed roof tank
fixed tank
flame retardant
flammable
flange
flare
flash fire
flash over
flash point
flash separation
flexibag
flexible hose
floating roof tank
412
164
303
388
388
389
389
390
387
372
412
338
303
339
339
413
390
390
339
165
340
340
340
gas cylinder
341
Gaussian plume model
413
Gaussian puff model
413
gel effect
93
general purpose polystyrene
245
glare
373
glass transition temperature (Tg) 305
globally harmonized system for
classification and labeling of
chemicals (GHS)
341
glycol 171
grab sample
413
gravity settling chamber
414
green logistics
341
greenhouse effect
414
greenhouse gas
414
ground level ozone
415
grounding 341
group transfer polymerization
(GTP)
171
halogenation
hazard classification
hazardous air pollutant (HAPs)
hazardous material control
hazardous substance
hazardous waste
hazardous waste manifest system
173
342
415
391
342
415
415
health hazard
373
health impact assessment (HIA) 374
health risk assessment (HRA) 374
health risk control
375
hearing conservation
376
heat stabilizer
305
hedge stock
342
heterocyclic compound
173
heterocyclics 173
heterogeneous catalyst
174
high impact polystyrene (HIPS) 175
high level protection
342
high density polyethylene (HDPE) 174
homogeneous catalyst
176
hot work
392
hydrant
393
hydrochlorination
176
hydrocracking
176
hydrodealkylation
176
hydroformylation 176
hydrogenation
177
hydrogenolysis
177
hydrohalogenation
177
hydroisomerization
178
hydrolysis
178
hydroquinone
178
Index
427
Index
internal plasticization
306
international commercial terms
(INCOTERMS)
344
international maritime dangerous
goods (IMDG)
345
International Maritime Organization
(IMO)
345
interpenetrating polymer network
(IPN)
181
inventory accuracy
345
inventory management
345
inverse emulsion polymerization 182
inverse suspension polymerization 182
ion exchange
416
ionomer
182
iso-butane
182
iso-butene 184
iso-butylene
184
iso-butylene glycol
184
iso-butylene oxide
185
iso-butyric acid
186
isocyanate
186
isomerization
186
iso-paraffin
187
isophthalic acid
188
isopropyl benzene
132
isotank
345
jet fire
jetty
jockey pump
kicker
kinetic chain length
Kyoto protocol
label
lactam
lead time
leak detection and repair program
(LDAR)
less than container load (LCL)
level indicator
life cycle analysis
life cycle assessment (LCA)
light fastness
light stabilizer
lightering
limiting oxygen index (LOI)
428
395
345
395
300
188
416
346
188
346
416
346
346
417
417
307
307
347
308
maleic acid
192
maleic anhydride (MA)
193
manhole
348
manifold
348
marking
348
mass polymerization
103
material safety data sheet (MSDS) 378
matrix
309
medium-density polyethylene
(MLDPE)
193
melamine formaldehyde resin (MF) 193
309
melting temperature (Tm)
membranes
194
metathesis
194
meta-xylene 194
methacrylic acid (MAA)
195
methane
195
methanol
196
methyl alcohol
196
methyl ethyl ketone (MEK)
196
methyl isobutyl ketone (MIBK) 197
methyl methacrylate (MMA)
197
methyl methacrylate acrylonitrile
butadiene styrene (MABS)
198
methyl phenol
128
methyl tertiary butyl ether (MTBE) 198
methylene diphenylene diisocyanate
(MDI)
199
microemulsion polymerization
199
miniemulsion polymerization
200
miscibility
310
mixed C4
200
modacrylic fiber
201
mode of transport
348
molecular sieve
202
monoethylene glycol (MEG)
160
monomer
203
mould releasing agent
311
multimodal transport
348
m-xylene 194
naphtha
206
naphthalene
206
naphthene 206
natural rubber (NR)
206
n-butene
204
neoprene rubber
123
neutralization 418
nitrile rubber (NBR)
76
nitrobenzene
207
nitrogen padding
349
n-methylpyrrolidone (NMP)
204
noise induced hearing loss
378
noise level
420
non destructive testing (NDT) 349
notice of readiness
349
Novolac 207
Novolac resin
207
nucleating agent
312
number-average molecular weight 208
nylon (PA)
229
nylon 6
228
nylon 6,6
228
nylon 6,10
228
nylon 11
227
nylon 12
227
occupational cancer
378
occupational disease
378
occupational exposure limit (OEL) 379
occupational health
379
occupational health management
system
379
Occupational Safety and Health
Administration (OSHA)
379
odor threshold value
418
oil and grease trap
418
olefin
208
olefinic TPEs (TPOs)
276
olefin-modified styrene-acrylonitrile
(OSA)
208
on-time delivery
349
open top drum
349
packaging
350
pallet
350
palletizer
351
PAN fiber
227
paraffin
210
para-xylene 210
parts per hundred parts of resin 315
pearl polymerization
269
perceived noise level (PNL, LPN) 418
perfect order
351
perfluoroethylene propylene plastic 167
permanent antistat
315
permissible exposure limit (PEL) 380
personal protective equipment
(PPE)
396
petrochemical complex
210
petrochemicals
211
phenol
216
phenol-formaldehyde (PF)
218
phenol-furfuran resin
217
phenolic resin
218
phenylamine 88
phosgenation
218
phosgene
218
photochemical reaction
418
photoinitiation
218
photopolymerization
219
phr
315
phthalic acid
220
phthalic anhydride
220
physical blowing agent
316
pipeline
351
placard
351
plasma polymerization
220
plastic 222
plasticization
316
plasticized polyvinyl chloride
(pPVC)
224
plasticizer extender
316
plasticizers
316
pneumoconiosis
380
pollutant release and transfer
register (PRTR)
419
pollution prevention
419
polyacetal 224
poly(acrylamide)
225
polyacrylate acrylic rubber (ACM) 225
poly(acrylic acid) (PAA)
225
polyacrylic plastic
226
poly(acrylonitrile) (PAN)
226
polyacrylonitrile fiber
227
polyamide 11
227
polyamide 12
227
polyamide 6
228
polyamide 6,10
228
polyamide 6,6
228
polyamide (PA)
229
poly(amide-imide) (PAI)
229
polyaryl ether (PAE)
230
polyaryl sulfone (PAS)
230
polybenzimidazole (PBI)
230
poly(butene) 231
poly(butylene) (PB)
231
polybutylene terephthalate (PBT) 231
polycarbonate (PC)
232
poly(chlorotrifluoroethylene)
(PCTFE)
232
poly(cyclohexylenedimetylene
terephthalate) (PCT)
233
polyelectrolyte
241
polyester 233
polyester thermoplastic
233
polyethene (PE)
235
polyether
233
polyether ether ketone (PEEK) 233
polyether ketone (PEK)
234
polyetherether ketoneketone
(PEEKK)
234
polyetherimide (PEI)
234
polyethylene
235
Index
opening protection
396
optical brightener (OB)
313
optical brightening agent (OBA) 313
optimization
350
ortho-phthalic acid
208
ortho-xylene 209
overflow
350
overturn protection
350
oxidation induction temperature
(OIT, dynamic OIT)
315
oxidation induction time
(OIT, isothermal OIT)
315
oxidation-reduction
418
oxirane 161
oxo reaction
209
oxo synthesis
176
oxychlorination
209
oxygen index
308
o-xylene
209
ozonation
418
ozone
418
ozone layer
418
429
Index
quick coupling
352
radiation polymerization
258
radical initiator
168
radio frequency identification
(RFID)
353
raffinate
258
rail transport
353
Raynuads disease
380
reconditioned drum
353
redox polymerization
258
reformate
258
reforming
259
refractive index
259
registration, evaluation, authorization
and restriction of chemicals
(REACH)
353
reinforcing materials
318
releasing agent
300
reorder point
354
repeating unit
260
resin
260
resole resin
261
respiratory protection
381
responsible care
354
reverse osmosis (RO)
419
rotating biological contactor (RBC) 419
safety
safety and quality assessment
system (SQAS)
safety audit
safety data sheet (SDS)
safety stock
sales and operations planning
(S&OP)
salinity
sea bulk container
secondary plasticizer
secure landfill
segregation
semi trailer
430
257
352
352
210
398
354
354
355
355
355
420
355
318
420
356
356
semi-interpenetrating polymer
network (SIPN)
261
sensory odor measurement
420
separation
261
shift conversion
262
shipping mark
357
silo
357
slip agent
319
slip sheet
358
sludge thickening
420
solution polymerization
262
solvent 263
sound exposure level (SEL)
420
sound level
420
spandex
248
speculative stock
358
spherical tank
358
spill control
359
sprinkler system
399
stabilization ponds
421
stacking height
359
steam cracking
263
steam reforming
263
storage tank
361
styrene 264
styrene foam
163
styrene monomer (SM)
264
styrene-acrylonitrile (SAN)
264
styrene-butadiene copolymer
265
styrene-maleic anhydride (SMA) 265
sulfolane
266
supersack 361
supply chain optimization
361
surfactant
267
suspension polymerization
269
suspension polyvinyl chloride
269
syn gas
270
synthesis gas
270
399
361
362
362
245
362
272
272
381
272
362
termination 119
tetrahydrofuran (THF)
274
tex
275
The International Agency for
Research on Cancer (IARC)
421
thermal cracking
275
thermal stabilizer
320
thermogravimetric analysis (TGA) 320
thermoplastic elastomers (TPEs) 276
thermoplastic olefin elastomers 276
thermoplastic rubber
276
thermoset 277
thermoset plastic
277
thermosetting polyester
277
thermosetting polymer
277
threshold limit value (TLV)
381
titanium dioxide
321
toluene
278
toluene dealkylation
279
toluene diisocyanate (TDI)
279
top loading
362
transalkylation
280
transport emergency card
(TREMCARD)
363
trickling filter
421
tricresol 128
triethylene glycol (TEG)
280
trinitrotoluene (TNT)
282
tripropylene glycol
282
Tromsdorff effect
93
Tromsdorff-Norrish effect
93
tug boat
363
turbidity 421
twenty feet equivalent unit (TEU) 363
twin screw extruder (TSE)
322
two-roll mill
323
UV stabilizer
325
xylene
286
xylenol 287
288
288
289
289
Index
value chain
365
vapor recovery unit
421
vapor return line
365
vendor managed inventory (VMI) 366
vessel
366
vinyl acetate
284
vinyl alcohol (VA)
285
vinyl chloride
286
vinyl chloride monomer (VCM) 286
viscosity depressant
325
volatile organic compounds
(VOCs)
381
warehouse
366
warehouse management system
(WMS)
366
waste water
421
waste water treatment
421
weight discrepancy
366
weight-average molecular weight 286
weighted sound pressure level 422
wet deposition
422
wet scrubber
422
wind rose
422
work permit
400
working environment
401
working loss
423
431
1- 70
2,2,4
139
2--1,3-
122
2- 70
220
(, , ) 272
72
98
192
()
195
208
78
72
188
186
122
132
131
130
107
421
102
352
432
352
304
361
372
416
74
414
270
144
94
94
388
336
370
220
148
219
190
144
269
182
269
148
114
125
272
289
- 289
118
253
118
()
171
120
103
103
200
269
200
139
128
258
262
258
()
92
148
182
89
403
419
422
410
371
354
()
416
341
122
109
103
218
74
85
83
173
81
418
177
128
275
()
166
176, 177
263
120
377
362
() 349
336
420
299
304
348
418
349
347
362
330
336
350
345
368
406
406
406
()
374
()
374
pH
418
342
396
419
381
133
114
262
186
178
413
420
399
386
386
372
405
405
406
406
406
405
261
356
165
178
88
81
332
()
353
387
384
347
259
114
263
263
218
98
410
280
416
420
()
355
331
()
320
85
181
() 413
347
333
364
330
343
353
328
() 340
332
()
346
332
()
345
348
179
124
359
375
391
350
361
386
385
95
348
409
342
() 371
328
386
136
154
98
136
279
176
136
136
136
80
() 253
() 272
71
354
352
380
419
433
()
()
()
300
417
333
163
349
88
92
176
151
82
378
381
408
423
316
303
306
80
110
137
376
350
171
415
416
()
344
()
337
336
352
388
364
() 355
118
119
407
() 380
()
379
()
396
()
399
434
() 381
408
347
128
() 121
121
()
121
()
123
122
122
362, 366
335
421
366
420
333
() 408
()
407
307
398
340
345
188
93
164
359
372
299
210
418
108
108
404
297
408
335
335
351
132
363
211
351
410
323
422
326
389
()
()
()
()
395
357
322
322
114
261
181
386
385
392
339
343
346
346
348
418
4
()
()
()
()
135,
()
()
266
200
288
115
117
115
116
117
365
409
135
135
206
134
134
134
134
286
287
357
370
405
202
296
303
411
263
111
174
176
413
413
371
355
342
408
336
406
406
412
416
340
412
412
361
418
358
353
341
366
349
353
338
345
404
407
340
408
413
389
351
348
340
278
()
279
348
365
329, 345
352
332
352
()
419
329
()
334
386
275
()
409
()
274
246
277
277
233
350
321
128
()
282
282
()
280
204
() 204
377
421
() 335
208
286
288
()
11
12
6
6,10
6,6
206
206
206
350
207
207
229
227
227
228
228
228
259
308
() 308
144
136
137
136
410
-2- () 300
()
142
143
()
141
287
142
()
301
171
()
139
140
139
140
350
361
()
344
329
334
412
405
421
412
406
406
410
104
106
106
()
107
107
105
107
()
100
()
100
218
70
96
97
-- ()
98
405
413
413
349
()
329
()
335
400
-
-
138
169
435
418
209
93
93
-
93
414
389
395
351
211
405
408
422
328
358
404
220
222
149
153
237
()
232
()
232
238
()
246
()
233
() 246
()
231
()
231
231
()
230
()
245
(, )
243
()
245
()
244
()
244
()
242
() 241
239
318
149
125
277
436
-
-
()
()
--
()
()
-
()
()
()
()
()
()
()
()
(, )
()
()
()
()
()
()
()
()
()
()
()
()
317
127
101
248
126
265
158
159
161
163
160
157
162
317
241
247
227
250
224
144
269
283
249
250
251
251
248
248
248
252
245
175
245
224
236
225
226
225
226
237
241
235
233
()
234
()
234
()
233
()
234
235
()
236
()
191
()
190
()
193
() 174
(, )
129
()
236
283
()
236
229
6
228
6,6
228
6,10
228
11
227
12
227
- ()
229
233
()
284
277
224
()
230
()
230
()
238
238
()
237
210
210
350
416
408
167
255
()
256
()
257
255
254
236
() 167
167
218
169
169
216
218
217
218
88
170
163
163
390
398
390
395
336
386
373
401
373
370
203
()
160
378
411
406
410
326
326
()
193
195
309
194
194
196
() 198
128
()
197
()
198
()
196
196
()
197
()
199
194
202
()
()
()
( )
()
-
()
()
123
276
206
123
76
105
106
105
225
76
162
238
284
194
362
356
341
334
( )
328
()
136
422
418
420
-
410
()
420
(, ) 418
24
411
()
366
()
337
() 411
379
328
()
354
() 341
()
405
421
()
419
385
()
416
399
415
() 353
346
()
315
259
258
348
260
207
- () 193
- ()
284
261
-
89
329
366
331
363
329
258
372
390
380
378
380
()
(, )
341
368
387
103
188
191
342
298
147
() 276
276
318
335
372
333
354
286
437
()
()
286
284
285
339
370
438
()
-
()
- ()
-
()
()
()
()
100
264
264
265
264
208
343
335
331
328
384
248
310
146
337
109
405
315
333
390
300
312
371
138
342
300
300
302
306
305
79
324
296
315
292
293
295
293
296
290
()
120
297
173
93
(, )
304
(, )
313
298
316
297
316
298
302
301
405
409
()
415
409
343
370
168
325
267
319
163
298
305, 320
307, 325
316
318
318
303
305
308
302
305
()
381
371
355
333
() 366
358
342
342
333
376
227
227
201
227
332
() 379
()
421
260
20 ()
363
339
364
414
393
418
411
()
345
370
407
() 410
-
418
161
209
209
()
419
74
226
226
226
--
()
75
76
--
()
76
74
74
74
79
88
408
412
379
379
153
()
()
()
()
()
162
161
151
86
372
404
73
72
72
73
90
88
88
86
87
88
91
368
91
91
91
81
84
189
83
190
84
83
82
84
79
68
85
()
82
82
418
415
208
276
186
184
184
184
185
182
187
132
186
182
()
153
152
()
150
154
305
309
()
315
393
382
338
421
()
396
346
()
396
362
411
()
329
()
378
93
() 95
()
157
155
155
()
154
155
157
()
160
158
()
159
173
178
176
178
82
82
177
177
176
176
178
177
439
Petrochemical Encyclopedia