GlvblLotre nu Lo POCCMIACKOE ATEHTCTBO lo IATEHTAM 4 TOBAPHBIM SHAKAM ® RU" 2141475" C1 (61) Mnké C 07 C 213/04, 215/08 (2) ONVCAHVE V3OBPETEHMA K NATEHTY POCCUMCKON SEQEPALINN (21), (22) Sanka: 98128408/04, 17.12.1998 (24) fava wavana aeficrsun narenra: 17.12.1998 (48) Hava nyOnvnayan: 20.11.1993 (68) Couiner: US 4365181 A, 19.10.82. SU 78471 A, 31.05.50. SU 132639 A, 1960. GB 760215 A, 31.10.56. EP 0364708 A1, 25.04.90. EP (0673920 A2, 27.09.95. US 3697598 A, 10.10.72. US 4846296 A, 04.07.89. FR 2007710 K,09.01.70. FR 2004709 A, 28.11.69. (98) Aapec ane nepenvox 191186, Canr-Tlerep6ypr. yn Munnwonian, 1.3, 8AO XHMTSK Virxntnpinr, Siyroscxomy C.11 (64) CNOCOB NONYYEHWA STAHONAMMHOB, (67) Pespepar VaogpereHne orHociron k opranniecxon XMM, & UMEHHO K GAHTeSy aTavonaMMWoR PagpaGorani cnoco6 noseonaer vaMeHATe ‘cocraa nonywaemoro nponykra 8 sasvc“MocTA (oF enpoca, ranyuaR MoHlo- WiAnkt aveTakonaMnK Cnoco6 saKniovaeToR B TOM, NTO npoyece (xcMOTHMMPOSAHNA —GesBORHOT —aMMMaKa ‘oyujecransior 8 onHOM annapate - peakrope, paGorawujem & pexnMe oMeWieHMA, KZA Nopaiorca —vexoayiepearents! ONONHATeNSHO KOHReHCHPORSHNLIA AMM, DOTorHaHALiA Ma HenapATeNA now Tekmeparype 110-150°C. Bsawwogeiicrave 9 peaKrope poBoaer px Teuneparype 40-70°C, pasnennn 15:35 ATM U_MonkHOM coorHoWeHAM O3 auvax 1: 18-30. Tlonyvenwan emece nonaeTca B wenaparens, oTKyAa npovexoAMT OTFOHKa aunuaKa, pA 9TOM HEOGXOAAMO, TOOL asneve 6 cycTeMe peaKtop - vcnapsrent Guino onnNaKoBtaM & npenenax oF 18 AO 35 ATM MIpx nposeneHim npouecca 8 TaKy%x yonoavsK (Opasyerca peaxyyronHan cMece, cocTOsMIaR U3 MoHosTaHonammHa or 70 20 80%, 17- 22% BworaHonawwia = Ha 3 - 10% Ha Tpvorananamma. —TTomyvenyio wee HanpaansioT Ha cragwo paatiensnAa. Ecnn (71) Sasenrens: Saxpurroe axywoneprioe obujectBo "XHMTSK Vrowanupanc® (72) Voc6perarene: Ponees FA Muxaiinosa T.A., HikyweHKo H.T, MyroncKoi cA. (73) NarekrooBnagarens: SaKputroe axiHonepriog obujecteo "XUMTOK Vrowanapanc® Heo6KoAMMO nonyYaTe CMecb, conepKAUIyiO ® CcHOBHOM —yoTaHonam, TO ec MoHosTaHonaMil, onyveHitiA noche crapmn PasneneHnA, Wn ero YacT, peunKnnayior 8 Peaxrop cuiresa, nposons npoyecc s Tex xe YonoRURX, HO NH MonsHOM cooTHoUIeHAn OD auMuak : MBA 1:18-30:1-5. Nonyeniyio cweck Npoaykros BsanwogevcTeMA HanpaBAAOT Ha Cannio pasnenevua, KoTopy!O npoBoART aBecTHeIM —MeTonoM. —TaKwm — o6pasom, CosmaHHoe TexHMYeCKDe peuleHHe nossonneT Bapbnposare cocTas cMecH, yBenmnaaR CoRepxaHe MOHO- Wan ZWoTaHONaMMHa @ sapvcywocta of cnpoca. KpoNe Toro, Aan ‘cROCO6 OKOHOMMYEH, TAK KaK OTTOHKA BMMMAKA Ccyujecrennercn 8 enMHoN Groxe ¢ peaitopoM. fan ns, 1 mn. 1 Ta60. m141476 Ci RUGlvblLotre nu Lo RUSSIAN. AGENCY FOR PATENTS AND TRADEMARKS: (2) ABSTRACT OF INVENTION © RU” 2141475" C41 SNS © O7 C 213/04, 215/08 (21), (22) Application: 98123408/04, 17.12.1998, (24) Effective date for property rights: 17.12.1998 (48) Date of publication: 20.11.1999 (98) Mail address 191186, Sankt-Petorburg, ul-Milionnaja, 3, ZAO KhIMTENK Inzhiniring, Lugovskomu S.P. (71) Applicant Zakrytoe akisionernoe obshchestvo “KhIMTENK Inzhinining™ (72) Inventor Ryleev Gu Miknajiova T.A., Nikushchenko N-T., Lugovsko} SA (73) Proprietor: Zakrytoe aktsionernoe obshchestvo “KhIMTENK Inzhinining®™ (64) METHOD OF SYNTHESIS OF ETHANOLAMINES (67) Abstract FIELD. organic chemistry, chemical technology. SUBSTANCE: process of hydroxyethylation of anhydrous ammonia is ccarriad out in the single apparatus-reactor working in the mixing regime where parent reagents and condensed ammonia distiled out from an evaporator at 110-160 C are fed additionally. The interaction in the reactor Is camied out at 40-70 G, under pressure 1-95 atm and at mole ratio OE + ammonia = 4:(15-30). Obtained mixture is fed into evaporator where disilation out of ammonia is occurred. It is necessary to maintain the pressure valuein the system Teactor-evaporator at equal values - at the range from 15 to 35 atm. Under these conditions of the process the reaction mixture formed has the following composition, %: monoethanolamine 70-80 diethanolamine 17-22 and triethanolamine 3-40. Obtained mixture is fed to the Separation stage. To obtain a mixture containing mainly diethanolamine the total amount of monosthanolamine obtained after the separation stage or iis pat is recycled into the synthesis-reactor and the process Is cammied out under the same Conditions but al the mole ratio OE ammonia : MEA - 1:(15-30)(1-5). Obtained mixture of interaction products are. fed to the separation stage which is carried out by the known procedure. Thus, the developed method ensures to modify the mixture ‘composition increasing the content of mono- andior diethanolamine depending on the demand, EFFECT: improved method of synthesis, decreased cost. 2 cl, 1 dwg, 1 tb m141476 Ci RUGlvbL_ovre nu oO VooSpereHne oTHOCHTCR K OpraHMvecxoA xmans, a wMeHHO K cnocobaM nonyweHna oTaWOnaMMHOB, 8 WaCTHOST# kK nOnyueHIo MoHosTaHonaMMHos wisn AMsTaHonaMiHos Modo- w ausranonamuis: wnpo%o ucnonssyioTcR Ns O¥NCTKA NpApORHEKK _NPOMEILINEHHSIK Fas0s, 8 nponsBORCTEe Molo M NvCTALIM Spencre, @ — NaKoKpacowHor, eMeHTHOM, NapiowepHon m8 Apyrux orpacnax poMwneHHooTa. Tip sToM HavGonbwiMe enpocom nonbayerr AmeraHonaMMH (2A), KoTOpsi HapRay © moHoaTaHONaMMHOM (MOA) prieHAeTon Ania owWoTKA raz08. [levcTEyIoUyE 8 HacToRUee BpeMA NpOMUITeHHiIe cnocoOb) powesoacrea pacownTanbs Ha BbiNycK cMece MOHO-, fM- Ww TpneTaHONAMAHa, 8 paanMHoM, ax npasino, npeltepxo pasHom cooTHOWeHIM, pw atom cnpoc Ha TpvaTaHonaws (TSA) 6 ocnenwne rons! ynan 0 TakoR creneHin, To Npomssoawrenn —sraHionanwos ——‘Osirin BOHYRNBHE! —COKpATITT OREM) HK powssoncTsa ws-sa orpaniverHoro cOwTa TSA, ‘BTo npowcxoguT NloroMy, WTO AeACTEyIOUNE CnocoGs! We ator BOsMOXHOOTA nBMeHATS Soctas yenesex npoayKTos mM nonywaTe @ sapncnwocta or cpa. MOHO- AT worawonannis Vosecren [narexr CUA 3697598, HKA 260-584, on. 10.10.72) npoyece nonyoHnR nkaHonaMnios va OKNCH 2TANeKA W aNMMaKa © \WononbsoBaHveNt rereporeHHeix KaTamisaTopOB = WOHOOOMEHHK CMON, COREPKALIMK AKTUBHHE pyre (kapCovGunblie, _cynecboHoBEIe, enoneHste W T:.), BsanMopeticTeve aMmneKe owen sTaneHa a cooTHOWeHMA 10-80:1 Nposonat np Tewneparype 20-260 °C. MonyeHstin npoaykr 8 ocHOBHOM cocToMT v3 MoHoeTaHonamitna, VeronesoBaHine & npoyecce eTeporeitsx Katanwaaropos Tpe6yer ux NepHonveckoR pasrpyaKn _pereHepayin, NpMeM WONOOOMeHHEIe CMON BANK yenosuax paGorat HecTagunsio. NpowbiuneHHsle TexHoNlOTM nonyweHnA orawonaMyHos WwOKHO pasnenhTs Ma Age pynnsl. Mepayo rpynny cocraensior “BopHiie” ‘SOpHEM Pacraopos avMiaKa, CaMTeS NPOBOAAT pm Temneparype 20-200°C, paanenmm 1-60 414-50 (Mar. CUA 2051486, in. 260-584, on. 18.08.26). Venecren _cnoce6 nareut _ @panyunt 2004709, xn, © 07 C 89/00, np. Pym N 56245 or 26.08.68, on. 26.11.85] nonyenwa acteopenHoro @ sone Mm wan ammnocnApTaX, auapoaumwax wsn achwpax. VecnonsogaMne pacraopwrane# auiauoae HeOGKoAAMOcTE B ‘AononwiTeNsHOM CTanaN wx OTTOHKH ¥ CORIAKO C ‘RononkirensHsii shepreTIecKiMA saTpaTaM Ha ux oTaenenve # peuia Bropyo tpynny coctasnaiot texwanormn, & KOTOpsIK. uchonbayioTcR Mee sTINeHa HW auMwax ¢ cORepMaHveM _KaTanATHYeciAK onnyects songs! (0,5-5%) [Asr. cana, 882508, ka. C O7 C 8902, on, 02.08.76, nar. CWA 2823236, in. 260-884, 2. 30.08.51; nar. OPT 1768335, xn.C 07 C 91/04, on. 16.03.72), Tpobneta NosbeHHA conepxAHI MOA & PeanimouseK cMecm ANA TexHonoMA ¢ orionesogaHveNs SOZHEK PacTBOPOS aMMMaKa ewanack pasnnwsmM crocolany, Hanp¥Mep Yeenyuexvem cooTHOWeNWA aMMunaKa & wexonHoR cmecn [nar CUA 2622073, xn, 260-584, on 21.03.47], Mosbiwienne 0 6 a 35 conepxarina 119A soaMoxHo 8 pesynbrare seeneHnn —cranma —_ononwTensHoro. ‘oxchoTHninposaHina [Saseka BeniKoOparanin 41929193, «n. 2(3), on. 18.10.78} Brinxarwinn | avarorom _ npeqnaraeMoro wso6pereHne sansereR cnoco6 nonyweHiAR prawonamunos [nareHr CWA 4356181, Kn. C OT C 89/02, on, 19.10.82), nposoRMMA 8 xHAKO chase “npn cTexvoweTpMuecKOM — HaObiTKe AMMWaKa, ¢ MCnONGIOBaHHEM_KATANATANECOK KonnMecTa Bog - Ha KaxAbif won ammnaKa NpwxonwTca oT 0,05 0 1,0 Mon soap, c ocneaylowaM peunKrON ‘amwnaKa. CrHTes ‘enyT npit Tewneparype £0 -150°C, nyse 100 = 190°C. Pearywonwan cMece co cranan nTesa nogaeTes Ha cTapio oTroska axwuaKa ‘ KONOMHy ayCTHANAYAA NOR AaBNeHMEM oT 15.4 Ho 24,5 ‘atm (220-360 psig). Orornanisi auMvak Hanpannaerca Ha KoHpAvcaliio, a sare peysanmayeror, a ocTaaWancn cMece Hanpaanseroa 8 KOnOHHY zyoTIAnnAYiNM non, Hvsiam qaaneHveM, ‘pe OTTOHRIOTOR Bona MA OcraWion axMMax. Bory HanpasnneT & a®cop6ep auwnaka. flasnenwe 8 KonoHWe AWCTANNSMIN NOAREPAMBAETCA TAKIN, STOOL Teumeparypa Hvsa KONO: He npegsuaTa 180.96, Onwoaium HenocTarKoM paKHOrO cnoco6a sanseToR wcnonbooRANHe suauirenstx KormvecTs son (0,05 - 1 mon Ha 1 Mon auuara, Te. ot § pO 50%), To BbisblaaeT HeoGxoAMWOCTE: B CROXHOM cTanAA OTTomKA BoRHOTO ANMMAKA IA, cnenoBATeNHO, TpeGyer suatinTenbito sHeprermyeccn saTpaT Kpowe Toro, Hannune sHaunTenbibx KOMMVECTE Bone Ha cTaqMn crMTeaa HeNB6exHO NPMBOAMT x 8pasoaario noGowwen npanyKToe - rion, STO ocnoxeReT OAMETKY KOHENHEK NPORYKTOS ‘Sagaeh, croAUeh epeg aBTopamn anWoro Textmwecxoro pewenne, Gino Compare sKOHOMMNHOTO cnocoba, Gone Npoctoro @ annaparypHom —ocpopanenAa, ossanriaujero canexTvaHo nonyvate MOHO- Wann ansTaonamn. TlocrasneHwan sanava pewiaerer cneayiouas ‘o6pasow. Mipoyece ‘OKCHOTHNMDOBAHHA —GESBONHOT _aMMMaKa coyujecrennor 8 peaKTope, paboraouem 8 PexvMe cMeweHne, — oBecrewmBa‘oujoN Heo6xonumul oreon enna, 8 peaKTop Ropawrca —wexopHie —peareHT ononkiTenbHo - KOHReHCupoBaHHih aNMMaK, DOTorHaHHtiA Wa HonapATeNs np TeNMeparype 110-150°C. Beavmioneficreve 8 peaKTope cMeweHMa npoBonAT, nonasaR OKC aTwreHa GessonHei amitnaK’ 8 cooTHoWeHAn 1:15-30 Mon, np Tewneparype 40-70°C, naanennn 18:95 arm. Monyverian ovecs nonaerca 68 wenapurens, oTiyaa npovcxonuT oTroHKa aunwara. px oToM HeoOxORAMO, TODS! asneHive 6 cvcTeme peaKTop ~ vonapxTent Gisno onMHaKoBtiM, B Npensnax or 15 0 35 am. Tp nposenennn npoyecca 8 TaN Yyoniosusx oGpasyeron peakuvonHas owed, Cocromuas He MowosTawanaMviia - oT 70 a0 80%, w 17 - 22% pyorawonamiia, «Ha 3 - 10% Ws Tpveranonawina, Monyuennyio cMece Hanpasnnior Ha cranmio pagaenouia. Ecra HeoGxogywo ntonywars — cMece, Conepxauiyio 8 OcHoBHON AvOTaHONaMAN, TO Beck MOHOSTaHOnaMW, noMyYeHHeA noche crag pasaeneis, wi ero acrs PeurenvayioT 8 peakrop onKresa, nposona Rpalece @ Tax xe YOROBUAX, HO NM MOREHOM cooTowenAn 09 amwnak | MOA 1:1530:1-5, m141475 Ci RUGlvbL_ovre nu oO Monywehiyio cect nponykros saaumonericTenn Hanpasnnior Ha craniio paaneneHiR, KoTODYIO poBonsT wasecTHsiM KeToAOM Tax oGpasow, —_ornivnrenbHeinn ‘ccoBeHHocrAMM NpepAaraeMoro TexHMECKOTO eLIeHMA slansIOTCA WonONSOBaHMe 6e2B0AHOrO aunwaKa; Gores H#SKaA TeMNeparypa Ha crag chsTesa_Gnaronapr nposeneHio Mpouecca 8 peaKrope céeweHie, neoBENEAe [crea cnTesa M OTTOKKA npM DAMON AaBTeHM BosMOxHOCTE BapsnpoBalin cocTABA KOHESHEIK Npoaykros—~ONOWHIO eu Crema nposeneHna crannn cHHresa oweenena Ka veprens. Mapamerpts —nposenesia npoyecca NonyeHWA WOHOBTaHONaMAHa NIpRBEROHIS & Ta6hnye = npAMepel 1-6. Mpoyecc no npHMEDY 1 poBonar cnenyiouum obpasom B eMtocTHol peakrop (no3. 1), pa6oraiouya 8 pexume cMewenna, now Tewneparype 40°C asneHinn 8 KOKT¥pe peaxTop-AchapwTenb 15 TM, HenpepBiBHO nonaT OWce arHnewa 1 MMWR B COOTHOWIGHMA 1:15. PeaKyJonnan Mes, npakTiueckH He conepxauaA okACH oTwnea (KoMBepcHR He Meee 98%), HenpepsieHo noctynaet 8 vonapaTens (n0s.2), rae nognapxunaeton Teuneparypa 110 °C Auwnak, oTorvanneiA va” wchapmTenn, KowpeHcvpyeTer @ KoHgeHCarope (nos. 3) euwenvayeron @ peakTop OtHocuTensHilh Momsibih WsOeiTOx awmaKa (15-30 mone Ha 1 Mons oknen sTwneHa) coafaeTon sa cer eywena ananaxa, opranusoaaHHoro 8 KONTYpe Peaxrop-nenapitremt-peaktop, sro ocTuraeTer onAepxaHnem OnAHAKOBOTO faBNeHHA BO BCX agtax aToro KouTypa, Toanyiedi 4 o6oaHaena Tipw nposenexin npoyecca no npumepy 1 onyaior —cMece, conepxauyyio 71% MoHosTaHonaMMna, 22% puoTanonamina 1 7% 0 6 a 35 “+ TproTaonanma, KoTOpyO HanpasnmioT Ha cragiio. paanenesim, KoropyO NpOBORAT voseerHine werozom Tip Heo6xonWooTA noauweHAA axon ‘RyoTanonannia onpeneneW0e KOnM4ecTBO NovooTaHonaninia "co crapn auipenenin eunenuayior 8 peaxrop nos. 1 (npHMepss 7-10) Vawensn xonuvecreo peuririsyeNoro ovooTaMonaMiia, MOXHO. 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Cocos nonywenns oraKonawivon 8 owen sraenta, co crexnouerpiniecen weGsITKom— aNNaKa pH ROBDILENOM Teunepatype MW fasneHin, 6 OTrOHKOR euros anwvara,'¢ soaneayeiye pasgeneiien peakyvonwo eMech, Srnmaoulnien eu, vio nohonkayeron Goseomruih anwvax, acanwonetorayiouh ¢ oven THEN NplH MOrHOw cooTHOWeHAN 1530. 1B peaxtope cMewierine np reuneparype 40-70°C W paanosnn 15.35 arm, Rpmow Offoniy auwinara coyulecranmer ADM 70M ie jaan v Teuneparype 110-150°C 2 croco6 no A.1. ornmiaiouwcn TeM, «To npouecc ocyulscrenioT © pouxnion SsueneKHoro MowOsTaWONaMIAHa, Np MOnHOM COOTHOWeHAM AMMAR” OnAGm aTAneNa " MOA 20301.45. m141475 Ci RUbo GlvolLvpLe nu 9 s th os Ie ov OL S'Z0€! ol 06 0 oot a on ot S:0¢1 ol 06 0 oor | él} ost os S20E:1 s9 43 19 Sw st oll oF 101 s & wl & sel ss. or02:1 s & we : oz oel 0s O07: € a 08 . ee oL or 0% ou 2 - ost oF Ost L zz We - oF OSUL vel ver VEW | % wie oO D,| VEWFHN'€O ‘aorndvodu % ‘owosana | ‘araimdensna | ‘odoasead ¢ | anamonsoos xigaaran nana aesz0 — | VEIN smog sontavavy/| eddiedounay | eddiedanway aonaoy VEOIOLID KHHALELOAIM AIO dad RU 2141475 C1