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TIU LUN MN HC
TNG HP HU C
TI: CNG NGH O ALKYL HA SN XUT ESTE
Bin Ha - 2011
Phn nh Gi:
+ thc thc hin:
+ Ni dung thc hin:
+ Hnh thc trnh by:
+ Tng hp kt qu:
+ im bng s:
im bng ch:
Bin Ha, ngy
thng
nm 2011.
LI M U
Trn th gii hin nay, vic sn xut cc cht hu c xut hin t rt lu,
nhng u tin n da trn s ch bin nguyn liu ng vt hay thc vt nh vic
tch cc cht c gi tr (ng, du bo) hay cc sn phm phn gii ca chng (x
phng, cn ). Tng hp hu c thu c nhng cht phc tp t nhng cht
tng i n gin hn ra i t gia th k th 19 trn c s cc sn phm ng
hnh c cha cc hp cht thm ca s cc ha than .
Sau , vo th k 20 du m v kh t thin nhin ngy cng ng vai tr
quan trng l ngun nguyn liu hu c nh vic khai thc, vn chuyn v ch
bin chng r hn than .
Ni chung, cng ngh tng hp cc hp cht hu c bao gm ton b cc
phn ng ha hc dng tng hp ra cc hp cht trung gian cng nh cc sn
phm cui cng ca ngnh cng nghip tng hp hu c. N gm cc qu trnh
hnh thnh nhm th v bin i nhm th. Vi cc qu trnh ny c th a vo
cc hp cht hu c nhng nhm chc (nitro, sunfo, halogeno, axyl, ankyl, amino,
diazoni, azo, este, hydroxy, oxo ).
Trong phm vi bi tiu lun ca chng em, chng ta hy cng tm hiu v cc
qu trnh Alkyl ha, c bit l qu trnh O Alkyl ha. Alkyl ha l cc qu trnh
a cc nhm Alkyl vo phn t cc cht hu c hoc v c. Cc phn ng Alkyl
ha c gi tr thc t cao trong vic a cc nhm Alkyl vo hp cht thm,
isoparafin, mercaptan, sulfid, amin, cc hp cht cha lin kt ete ngoi ra qu
trnh Alkyl ha l nhng giai on trung gian trong sn xut cc monome, cc cht
ty ra Trn th gii mt s sn phm ca qu trnh Alkyl ha c sn xut
vi quy m kh ln. V d M hng nm ngi ta sn xut khong 4 triu tn
etylbenzen, 1,6 triu tn izopropyl benzen, 0,4 triu tn alkyl benzen hn 4 triu
MC LC
CHNG 1: C S L THUYT ...................................................................................7
1.1.1. Khi nim: ..................................................................................................................7
1.1.2. Phn loi cc phn ng alkyl ha: ..........................................................................7
1.1.3.Cc tc nhn alkyl ha: ..............................................................................................8
1.1.4. Xc tc trong phn ng ankyl ha:..........................................................................9
1.1.5. Cc yu t nh hng n qu trnh alkyl ha: ...................................................10
1.1.6. Gii thiu v phn ng O alkyl ha: ....................................................................10
a. O- alkyl ha bng cc dn xut Clo: ............................................................................10
b. O- alkyl ha bng olefin: ..............................................................................................11
1.2. Ha hc v l thuyt ca s ester ha:......................................................................12
1.2.1. Phn ng ester ha ca axit hu c, axit v c vi ru:....................................12
1.2.2. iu kin phn ng v xc tc:...............................................................................13
1.2.3. C ch phn ng O-ankyl ha to ester:................................................................15
Chng 2: CNG NGH ESTE HA SN XUT ETYL AXETAT.......................17
2.1. Cng ngh este ha:.....................................................................................................17
2.2. Qui tc chung tin hnh phn ng este:....................................................................17
2.3. Sn xut etylacetat:.....................................................................................................18
2.3.1. Phng trnh phn ng:..........................................................................................18
2.3.2. c trng ca cc nguyn liu v thnh phm:....................................................19
KT LUN.........................................................................................................................21
TI LIU THAM KHO.................................................................................................22
CHNG 1: C S L THUYT
1.1. C s l thuyt v qu trnh alkyl ha:
1.1.1. Khi nim:
Alkyl ha l qu trnh a cc nhm alkyl vo phn t cc nhm hu c hoc
v c.
Cc phn ng alkyl ha c gi tr thc t cao trong vic a cc nhm alkyl
vo hp cht thm ; ngoi ra qu trnh alkyl ha l nhng giai on trung gian
trong sn xut cc monome , cc cht ty ra
1.1.2. Phn loi cc phn ng alkyl ha:
C-alkyl ha : l th nguyn t hidro ni vi cacbon bng nhm alkyl .Sn
phm l hp cht c s nguyn t cacbon ca mch cacbon tng ln . c trng l
phn ng alkyl ha vng thm ( phn ng Fridel Crafts ):
CnH2n+2 + CmH2mCn+m
Cn+m H2(n+m+1)
R OH + R OH R OR + H 2 O
R ONa + RX R OR + Na X
R COOH + R OH R COOR + H2 O
R COONa + R X R COOR + NaX
N-alkyl ha : l s th cc nguyn t hidro trong amoniac hoc trong amin
bng cc nhm alkyl . Sn phm ca phn ng l cc amin :
ROH + NH3 RNH2 + H2O
S-alkyl ha : l cc phn ng dn n to thnh lin kt gia nhm alkyl v
nguyn t lu hunh . Sn phm ca phn ng l thioete:
R-X + NaSH RSH + NaCl
CH2 -CH2
O
Nhit .
p sut.
RONa + H2O
+ OH-
RCl
+RO-
ROR +Cl-
Cl...R...OR
ROR + Cl-
+ROH
ArSO2OH + ROR
11
+H
+
+ H
-RCOOH
(CH
)
C
RCOO-C(CH3)3
3 3
-H
+
(CH3)2C = CH2
+H2O
RCHOH - CH3
+RCOOH
RCOO - CHR - CH3
RCOOR + H2O.
Trng hp cc ru lng chc v axit lung chc hnh thnh nhiu loi
ester
khc
nhau
ph
thuc
vo
12
mol
ban
HCOOC-R-COOH
CH2OH
COOC-RCOOR RCOOC-R-COOR
CH2OCOR
CH2OCOR
CHOH
+RCOOH
CH2OH
+RCOOH CHOCOR
CH2OC
OR
CH2OH
CH2OCOR
CH2OCOR
n H O O C -R -C O O H + n H O -R
-nH
-OH
O
2
pha
lng
qu
trnh
este
ha
dng
xc
tc
axit
Kc =
14
- Trong pha lng: c nhiu phng php nhng hu hiu nht l chng ct
este ra khi hn hp phn ng.
- Trong pha kh: tng hiu sut chuyn ha ngi ta ly d mt trong hai
cu t (thng chn cu t r tin hn).
C th d dng nhn thy qu trnh ngc li l s thy phn este, tng
hiu sut nn ly d nc.
1.2.3. C ch phn ng O-ankyl ha to ester:
Trong s cc phng php iu ch ester th phng php to ester n gin
nht v thng dng nht l phn ng loi nc gia acid v ancol. y l mt phn
ng thun nghch (v l phn ng ngc ca phn ng thu phn ester), v phn
ng chuyn dch v pha phi (v hng to ra ester) th cn phi c acid proton
H+ lm xc tc.
O
R
C OH
acid
H+
+ R'OH
O
R
OR'
+ HOH
16
HH2SO
2SO
44
CH3COOC2H5 + H2O
18
Thit b
10
Nc
1 2 3
14
5
6
9
13
2
Nc v H2SO4 ra khi h thng
15
16
vic ct ng ph.
20
KT LUN
Qua nhng g c thy ging dy v truyn t, gip chng em hiu
c phn no mn Tng Hp Hu C Ha Du. Cc qu trnh v thit b truyn
khi l mt trong nhng qu trnh c bn, mu cht ca cc ngnh Cng nghip
hin i nc ta nh l : ha hu c, ha du, thc phm, dc phm
Vi mn hc ny i hi ngi hc phi c kin thc rng v su khng ch
mn Ha m c cc mn khc nh Ton, Vt l, thm ch c v K thut. Nhng
vi s ging dy v hong dn tn tm ca Thy, chng em hon thnh phn
bi tiu lun ca mnh. Phn bi tiu lun phn no gip chng em hiu c
ni dung ca mn hc ny v nhn ra rng nhng kin thc ca mn hc rt cn
thit cho chng em sau ny khi i lm vic ngoi thc t. Chng em xin cm n
Thy tn tnh hng dn cho chng em hon thnh bi tiu lun ny.
Trong bi Tiu lun ny chng em c gng khc phc sai st v hoan
thnh bi lm, tuy vy vn cn thiu st mong Thy hong dn v ch bo thm
cho chng em. Chng em xin chn thnh cm n Thy.
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