DE19843652A1 - Verfahren zur Herstellung von hochreinem Monoethylenglykol - Google Patents
Verfahren zur Herstellung von hochreinem MonoethylenglykolInfo
- Publication number
- DE19843652A1 DE19843652A1 DE19843652A DE19843652A DE19843652A1 DE 19843652 A1 DE19843652 A1 DE 19843652A1 DE 19843652 A DE19843652 A DE 19843652A DE 19843652 A DE19843652 A DE 19843652A DE 19843652 A1 DE19843652 A1 DE 19843652A1
- Authority
- DE
- Germany
- Prior art keywords
- column
- pressure
- glycol
- stripping section
- dewatering
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 title claims abstract description 61
- 238000000034 method Methods 0.000 title claims abstract description 33
- 238000004519 manufacturing process Methods 0.000 title description 4
- 238000000926 separation method Methods 0.000 claims abstract description 14
- 238000004821 distillation Methods 0.000 claims abstract description 13
- 230000007062 hydrolysis Effects 0.000 claims abstract description 13
- 238000006460 hydrolysis reaction Methods 0.000 claims abstract description 13
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 22
- 239000003990 capacitor Substances 0.000 claims description 4
- 238000000605 extraction Methods 0.000 claims description 2
- 230000018044 dehydration Effects 0.000 abstract 5
- 238000006297 dehydration reaction Methods 0.000 abstract 5
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 48
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 32
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 31
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 10
- 150000002334 glycols Chemical class 0.000 description 8
- 238000010926 purge Methods 0.000 description 6
- 150000001299 aldehydes Chemical class 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 5
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 241000196324 Embryophyta Species 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 238000004140 cleaning Methods 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 239000000654 additive Substances 0.000 description 2
- MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 description 2
- MLUCVPSAIODCQM-UHFFFAOYSA-N crotonaldehyde Natural products CC=CC=O MLUCVPSAIODCQM-UHFFFAOYSA-N 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 238000007380 fibre production Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- 239000002351 wastewater Substances 0.000 description 2
- PHOLIFLKGONSGY-CSKARUKUSA-N (e)-(3-methyl-1,3-benzothiazol-2-ylidene)hydrazine Chemical compound C1=CC=C2S\C(=N\N)N(C)C2=C1 PHOLIFLKGONSGY-CSKARUKUSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 238000005349 anion exchange Methods 0.000 description 1
- 230000002528 anti-freeze Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 239000002826 coolant Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- -1 disulfite ions Chemical class 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- AEDZKIACDBYJLQ-UHFFFAOYSA-N ethane-1,2-diol;hydrate Chemical compound O.OCCO AEDZKIACDBYJLQ-UHFFFAOYSA-N 0.000 description 1
- 238000000855 fermentation Methods 0.000 description 1
- 230000004151 fermentation Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 230000010354 integration Effects 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 150000003018 phosphorus compounds Chemical class 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 238000001577 simple distillation Methods 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 238000002798 spectrophotometry method Methods 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
- C07C29/76—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
- C07C29/76—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
- C07C29/80—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by distillation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Vaporization, Distillation, Condensation, Sublimation, And Cold Traps (AREA)
Priority Applications (21)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19843652A DE19843652A1 (de) | 1998-09-23 | 1998-09-23 | Verfahren zur Herstellung von hochreinem Monoethylenglykol |
| TW088115551A TW498061B (en) | 1998-09-23 | 1999-09-09 | Production of high purity monoethylene glycol |
| MYPI99004056A MY122385A (en) | 1998-09-23 | 1999-09-18 | Method for producing highly pure monoethylene glycol. |
| EP99952457A EP1115681B1 (de) | 1998-09-23 | 1999-09-21 | Verfahren zur herstellung von hochreinem monoethylenglykol |
| ES99952457T ES2194518T3 (es) | 1998-09-23 | 1999-09-21 | Procedimiento para la obtencion de monoetilenglicol de elevada pureza. |
| CA002345140A CA2345140C (en) | 1998-09-23 | 1999-09-21 | Method for producing highly pure monoethylene glycol |
| IDW20010666A ID29489A (id) | 1998-09-23 | 1999-09-21 | Produksi monoetilene glikol pemurnian tinggi |
| RU2001111007A RU2237649C2 (ru) | 1998-09-23 | 1999-09-21 | Способ дистиллятивного получения моноэтиленгликоля высокой чистоты |
| CNB998111538A CN1183077C (zh) | 1998-09-23 | 1999-09-21 | 高纯度单乙二醇的制备方法 |
| AT99952457T ATE234799T1 (de) | 1998-09-23 | 1999-09-21 | Verfahren zur herstellung von hochreinem monoethylenglykol |
| PL346752A PL196671B1 (pl) | 1998-09-23 | 1999-09-21 | Sposób destylacyjnego uzyskiwania glikolu monoetylenowego o wysokiej czystości |
| PCT/EP1999/006967 WO2000017140A1 (de) | 1998-09-23 | 1999-09-21 | Verfahren zur herstellung von hochreinem monoethylenglykol |
| DE59904662T DE59904662D1 (de) | 1998-09-23 | 1999-09-21 | Verfahren zur herstellung von hochreinem monoethylenglykol |
| AU64663/99A AU6466399A (en) | 1998-09-23 | 1999-09-21 | Method for producing highly pure monoethylene glycol |
| KR1020017003680A KR100670881B1 (ko) | 1998-09-23 | 1999-09-21 | 고순도 모노에틸렌 글리콜의 제조 방법 |
| BRPI9913891-3A BR9913891B1 (pt) | 1998-09-23 | 1999-09-21 | processo para a purificação de monoetileno glicol a partir do produto de hidrólise do óxido de etileno. |
| UA2001042715A UA60381C2 (uk) | 1998-09-23 | 1999-09-21 | Спосіб одержання моноетиленгліколю високої чистоти |
| JP2000574052A JP4427189B2 (ja) | 1998-09-23 | 1999-09-21 | 高濃度モノエチレングリコールの製造方法 |
| US09/744,433 US6514388B1 (en) | 1998-09-23 | 1999-09-21 | Method for producing highly pure monoethylene glycol |
| ARP990104762A AR020654A1 (es) | 1998-09-23 | 1999-09-22 | Proceso para la recuperacion por destilacion de monoetilenglicol de alta pureza obtenido por hidrolisis de oxido de etileno |
| SA99200782A SA99200782B1 (ar) | 1998-09-23 | 1999-11-30 | طريقة لانتاج احادي ايثليين جليكول monoethylene glycol عالي النقاء |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19843652A DE19843652A1 (de) | 1998-09-23 | 1998-09-23 | Verfahren zur Herstellung von hochreinem Monoethylenglykol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE19843652A1 true DE19843652A1 (de) | 2000-03-30 |
Family
ID=7881987
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19843652A Withdrawn DE19843652A1 (de) | 1998-09-23 | 1998-09-23 | Verfahren zur Herstellung von hochreinem Monoethylenglykol |
| DE59904662T Expired - Lifetime DE59904662D1 (de) | 1998-09-23 | 1999-09-21 | Verfahren zur herstellung von hochreinem monoethylenglykol |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE59904662T Expired - Lifetime DE59904662D1 (de) | 1998-09-23 | 1999-09-21 | Verfahren zur herstellung von hochreinem monoethylenglykol |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US6514388B1 (enExample) |
| EP (1) | EP1115681B1 (enExample) |
| JP (1) | JP4427189B2 (enExample) |
| KR (1) | KR100670881B1 (enExample) |
| CN (1) | CN1183077C (enExample) |
| AR (1) | AR020654A1 (enExample) |
| AT (1) | ATE234799T1 (enExample) |
| AU (1) | AU6466399A (enExample) |
| BR (1) | BR9913891B1 (enExample) |
| CA (1) | CA2345140C (enExample) |
| DE (2) | DE19843652A1 (enExample) |
| ES (1) | ES2194518T3 (enExample) |
| ID (1) | ID29489A (enExample) |
| MY (1) | MY122385A (enExample) |
| PL (1) | PL196671B1 (enExample) |
| RU (1) | RU2237649C2 (enExample) |
| SA (1) | SA99200782B1 (enExample) |
| TW (1) | TW498061B (enExample) |
| UA (1) | UA60381C2 (enExample) |
| WO (1) | WO2000017140A1 (enExample) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2833951A1 (fr) * | 2001-12-21 | 2003-06-27 | Bp Chemicals Snc | Procede de fabrication et de recuperation d'oxyde d'ethylene |
| CN100413833C (zh) * | 2004-04-16 | 2008-08-27 | 中国石油化工股份有限公司上海石油化工研究院 | 环氧乙烷水合制乙二醇的方法 |
| CN1321099C (zh) * | 2005-09-28 | 2007-06-13 | 蓝仁水 | 从稀水溶液中浓缩低级多元醇的工艺方法 |
| DE602006012549D1 (de) * | 2005-12-29 | 2010-04-08 | Basf Se | Verfahren zur trennung von propylenglykol von wässrigen zusammensetzungen |
| TW200838838A (en) * | 2006-12-22 | 2008-10-01 | Dow Technology Investments Llc | Process for reducing side-reactions during alkylene glycol and poly-alkylene glycol manufacturing |
| RU2511442C2 (ru) * | 2008-10-09 | 2014-04-10 | Шелл Интернэшнл Рисерч Маатсхаппий Б.В. | Способ регенерации моноэтиленгликоля |
| WO2010053900A2 (en) * | 2008-11-10 | 2010-05-14 | Dow Technology Investments, Llc | Process for producing low color glycols |
| PL217778B1 (pl) | 2011-06-20 | 2014-08-29 | Piotr Medoń | Sposób osuszania glikolu i układ do osuszania glikolu |
| CN102951999B (zh) * | 2012-11-15 | 2014-09-10 | 四川亚联高科技股份有限公司 | 一种乙二醇生产过程中的脱水方法 |
| CN103553877B (zh) * | 2013-10-22 | 2015-06-17 | 新疆天业（集团）有限公司 | 电石炉气制乙二醇中乙二醇精馏的方法 |
| KR101527394B1 (ko) * | 2014-01-06 | 2015-06-09 | 한국과학기술원 | 원료 내 회수대상물질을 회수하는 공정에 구비되는 저용해도 염 제거장치 |
| KR102395386B1 (ko) * | 2015-04-13 | 2022-05-09 | 삼성디스플레이 주식회사 | 고순도 글리콜계 화합물의 제조방법 |
| HUE043822T2 (hu) * | 2015-12-16 | 2019-09-30 | Repsol Sa | Eljárás glikolok elõállítására |
| CN107867973A (zh) * | 2016-12-31 | 2018-04-03 | 福建双环能源科技股份有限公司 | 一种乙二醇脱水装置及使用方法 |
| GB201710508D0 (en) | 2017-06-30 | 2017-08-16 | Johnson Matthey Davy Technologies Ltd | Process |
| WO2019101707A1 (en) | 2017-11-23 | 2019-05-31 | Shell Internationale Research Maatschappij B.V. | Processes for the production of ethylene oxide and ethylene glycol |
| AU2021325856A1 (en) * | 2020-08-10 | 2023-03-09 | Auriga Polymers, Inc. | Process for purification of recovered glycol from chemical recycling of waste polyester |
| EP4567020A1 (de) | 2023-12-06 | 2025-06-11 | Basf Se | Reinigung von kühlmittelzusammensetzungen |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2510548A (en) * | 1947-06-20 | 1950-06-06 | Lummus Co | Multiple-effect distillation |
| DE1942094A1 (de) | 1968-08-22 | 1970-02-26 | Union Carbide Corp | Verfahren zur Reinigung von verunreinigten Glykolen |
| US3847754A (en) * | 1970-08-03 | 1974-11-12 | Ppg Industries Inc | Recovery of glycols from mixed glycol composition by distillation with acid treatment |
| IT972794B (it) * | 1972-12-22 | 1974-05-31 | Sir Soc Italiana Resine Spa | Procedimento perfezionato per la produzione del glicole etilenico |
| DE3001727A1 (de) * | 1980-01-18 | 1981-07-23 | Hoechst Ag, 6000 Frankfurt | Verfahren zur herstellung von hochreinem monoethylenglykol |
| DE3338488A1 (de) | 1982-10-29 | 1984-05-03 | Basf Ag, 6700 Ludwigshafen | Verfahren zur gewinnung von temperaturempfindlichen produkten durch thermisch schonende destillation mittels eines mit einer destillationskolonne verbundenen duennschichtverdampfers und eine anordnung zur durchfuehrung des verfahrens |
| JPS6089439A (ja) | 1983-10-24 | 1985-05-20 | Mitsui Toatsu Chem Inc | エチレングリコ−ルの製造方法 |
| FR2564458B1 (fr) | 1984-05-15 | 1986-09-12 | Atochem | Procede de separation de l'ethyleneglycol sous forme concentree dans un procede de fabrication d'oxyde d'ethylene |
| DE19602116A1 (de) | 1996-01-22 | 1997-07-24 | Basf Ag | Verfahren zur Gewinnung von Glykolen mit niedrigem Aldehydgehalt |
| RU2111949C1 (ru) * | 1996-08-19 | 1998-05-27 | Акционерное общество "Нижнекамскнефтехим" | Способ извлечения моно- и диэтиленгликолей из кубового остатка процесса выделения моноэтиленгликоля |
-
1998
- 1998-09-23 DE DE19843652A patent/DE19843652A1/de not_active Withdrawn
-
1999
- 1999-09-09 TW TW088115551A patent/TW498061B/zh not_active IP Right Cessation
- 1999-09-18 MY MYPI99004056A patent/MY122385A/en unknown
- 1999-09-21 PL PL346752A patent/PL196671B1/pl unknown
- 1999-09-21 UA UA2001042715A patent/UA60381C2/uk unknown
- 1999-09-21 KR KR1020017003680A patent/KR100670881B1/ko not_active Expired - Lifetime
- 1999-09-21 CN CNB998111538A patent/CN1183077C/zh not_active Expired - Lifetime
- 1999-09-21 RU RU2001111007A patent/RU2237649C2/ru active
- 1999-09-21 CA CA002345140A patent/CA2345140C/en not_active Expired - Lifetime
- 1999-09-21 US US09/744,433 patent/US6514388B1/en not_active Expired - Lifetime
- 1999-09-21 EP EP99952457A patent/EP1115681B1/de not_active Expired - Lifetime
- 1999-09-21 ES ES99952457T patent/ES2194518T3/es not_active Expired - Lifetime
- 1999-09-21 WO PCT/EP1999/006967 patent/WO2000017140A1/de not_active Ceased
- 1999-09-21 AT AT99952457T patent/ATE234799T1/de not_active IP Right Cessation
- 1999-09-21 ID IDW20010666A patent/ID29489A/id unknown
- 1999-09-21 DE DE59904662T patent/DE59904662D1/de not_active Expired - Lifetime
- 1999-09-21 JP JP2000574052A patent/JP4427189B2/ja not_active Expired - Lifetime
- 1999-09-21 BR BRPI9913891-3A patent/BR9913891B1/pt not_active IP Right Cessation
- 1999-09-21 AU AU64663/99A patent/AU6466399A/en not_active Abandoned
- 1999-09-22 AR ARP990104762A patent/AR020654A1/es active IP Right Grant
- 1999-11-30 SA SA99200782A patent/SA99200782B1/ar unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CA2345140C (en) | 2009-06-16 |
| TW498061B (en) | 2002-08-11 |
| MY122385A (en) | 2006-04-29 |
| BR9913891A (pt) | 2001-07-03 |
| JP4427189B2 (ja) | 2010-03-03 |
| SA99200782B1 (ar) | 2006-07-31 |
| AU6466399A (en) | 2000-04-10 |
| KR100670881B1 (ko) | 2007-01-18 |
| EP1115681B1 (de) | 2003-03-19 |
| US6514388B1 (en) | 2003-02-04 |
| PL346752A1 (en) | 2002-02-25 |
| BR9913891B1 (pt) | 2011-01-11 |
| UA60381C2 (uk) | 2003-10-15 |
| CN1183077C (zh) | 2005-01-05 |
| AR020654A1 (es) | 2002-05-22 |
| CA2345140A1 (en) | 2000-03-30 |
| JP2002526462A (ja) | 2002-08-20 |
| ID29489A (id) | 2001-08-30 |
| CN1319079A (zh) | 2001-10-24 |
| WO2000017140A1 (de) | 2000-03-30 |
| PL196671B1 (pl) | 2008-01-31 |
| EP1115681A1 (de) | 2001-07-18 |
| ATE234799T1 (de) | 2003-04-15 |
| RU2237649C2 (ru) | 2004-10-10 |
| ES2194518T3 (es) | 2003-11-16 |
| KR20010075294A (ko) | 2001-08-09 |
| DE59904662D1 (de) | 2003-04-24 |
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