CA1260426A - Procede de separation de l'ethyleneglycol sous forme concentree dans un procede de fabrication d'oxyde d'ethylene - Google Patents
Procede de separation de l'ethyleneglycol sous forme concentree dans un procede de fabrication d'oxyde d'ethyleneInfo
- Publication number
- CA1260426A CA1260426A CA000480625A CA480625A CA1260426A CA 1260426 A CA1260426 A CA 1260426A CA 000480625 A CA000480625 A CA 000480625A CA 480625 A CA480625 A CA 480625A CA 1260426 A CA1260426 A CA 1260426A
- Authority
- CA
- Canada
- Prior art keywords
- column
- glycol
- ethylene
- water
- desorption
- 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.)
- Expired
Links
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 title claims abstract description 210
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 title claims abstract description 37
- 238000000034 method Methods 0.000 title claims abstract description 23
- 238000000926 separation method Methods 0.000 title claims abstract description 11
- 238000004519 manufacturing process Methods 0.000 title abstract description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 59
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims abstract description 40
- 238000003795 desorption Methods 0.000 claims abstract description 28
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000005977 Ethylene Substances 0.000 claims abstract description 12
- 239000000203 mixture Substances 0.000 claims abstract description 7
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 5
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 5
- 239000001301 oxygen Substances 0.000 claims abstract description 5
- 230000003197 catalytic effect Effects 0.000 claims abstract description 4
- 230000003647 oxidation Effects 0.000 claims abstract description 4
- 238000007254 oxidation reaction Methods 0.000 claims abstract description 4
- 239000012808 vapor phase Substances 0.000 claims abstract description 3
- 238000000605 extraction Methods 0.000 claims abstract 2
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 3
- 150000001735 carboxylic acids Chemical class 0.000 claims description 2
- 238000005260 corrosion Methods 0.000 claims description 2
- 230000007797 corrosion Effects 0.000 claims description 2
- 159000000001 potassium salts Chemical class 0.000 claims 1
- 229910052708 sodium Inorganic materials 0.000 claims 1
- 239000011734 sodium Substances 0.000 claims 1
- 229940093476 ethylene glycol Drugs 0.000 description 31
- 239000007789 gas Substances 0.000 description 12
- 238000011282 treatment Methods 0.000 description 12
- 229940093470 ethylene Drugs 0.000 description 9
- 150000003839 salts Chemical class 0.000 description 6
- 238000010521 absorption reaction Methods 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 5
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 239000012267 brine Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- 238000002955 isolation Methods 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 2
- 241001192665 Anous Species 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 239000012223 aqueous fraction Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 239000013529 heat transfer fluid Substances 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 238000001223 reverse osmosis Methods 0.000 description 1
- 235000011182 sodium carbonates Nutrition 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 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
- C07C29/80—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by distillation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/32—Separation; Purification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Epoxy Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8407695 | 1984-05-15 | ||
| FR8407695A FR2564458B1 (fr) | 1984-05-15 | 1984-05-15 | Procede de separation de l'ethyleneglycol sous forme concentree dans un procede de fabrication d'oxyde d'ethylene |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1260426A true CA1260426A (fr) | 1989-09-26 |
Family
ID=9304104
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000480625A Expired CA1260426A (fr) | 1984-05-15 | 1985-05-02 | Procede de separation de l'ethyleneglycol sous forme concentree dans un procede de fabrication d'oxyde d'ethylene |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US4622104A (en, 2012) |
| EP (1) | EP0162790B2 (en, 2012) |
| JP (1) | JPS60246336A (en, 2012) |
| CA (1) | CA1260426A (en, 2012) |
| DD (1) | DD237832A5 (en, 2012) |
| DE (2) | DE3565522D1 (en, 2012) |
| ES (1) | ES542024A0 (en, 2012) |
| FR (1) | FR2564458B1 (en, 2012) |
| IN (1) | IN165104B (en, 2012) |
| SU (1) | SU1402249A3 (en, 2012) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4822926A (en) * | 1988-02-29 | 1989-04-18 | Shell Oil Company | Ethylene oxide/glycols recovery process |
| DE4130661C1 (en, 2012) * | 1991-09-14 | 1993-05-19 | Dornier Gmbh, 7990 Friedrichshafen, De | |
| US5440058A (en) * | 1994-06-07 | 1995-08-08 | Union Carbide Chemicals & Plastics Technology Corporation | Method for separating compounds in process streams |
| DE19843697A1 (de) | 1998-09-23 | 2000-03-30 | Basf Ag | Verfahren zur Herstellung von hochreinem Monoethylenglykol |
| DE19843652A1 (de) * | 1998-09-23 | 2000-03-30 | Basf Ag | Verfahren zur Herstellung von hochreinem Monoethylenglykol |
| RU2145591C1 (ru) * | 1999-02-02 | 2000-02-20 | Открытое акционерное общество "Нижнекамскнефтехим" | Способ выделения моноэтиленгликоля |
| EP2035359B1 (en) * | 2006-06-13 | 2010-02-24 | Shell Internationale Research Maatschappij B.V. | Glycol separation and purification |
| JP5101710B2 (ja) * | 2011-01-12 | 2012-12-19 | 株式会社日本触媒 | エチレングリコールの精製方法 |
| WO2020032279A1 (ja) * | 2018-08-10 | 2020-02-13 | 株式会社日本触媒 | エチレンオキシドおよびエチレングリコールの製造方法 |
| CN112742174B (zh) * | 2019-10-29 | 2022-09-09 | 中国石油化工股份有限公司 | 环氧乙烷/乙二醇装置脱碳单元中排醇的方法 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2839588A (en) * | 1953-12-30 | 1958-06-17 | Gulf Oil Corp | Preparation of alkylene glycol |
| US3970711A (en) * | 1971-07-19 | 1976-07-20 | Ppg Industries, Inc. | Method of producing glycols |
| IT971363B (it) * | 1972-11-30 | 1974-04-30 | Sir Soc Italiana Resine Spa | Procedimento per la preparazione del glicole etilenico |
| US3904656A (en) * | 1973-02-13 | 1975-09-09 | Ppg Industries Inc | Process for preparing monoethylene glycol and ethylene oxide |
| DE2350567A1 (de) * | 1973-10-09 | 1975-04-10 | Hoechst Ag | Wiedergewinnung von glykol aus salzhaltigem abwasser |
| IT1039745B (it) * | 1975-07-08 | 1979-12-10 | Sir Soc Italiana Resine Spa | Procedimento per la purificazione di eilende ossido |
| US4182659A (en) * | 1977-10-31 | 1980-01-08 | Davy International Aktiengesellschaft | Method of concentrating a water-containing glycol |
| DE3001727A1 (de) * | 1980-01-18 | 1981-07-23 | Hoechst Ag, 6000 Frankfurt | Verfahren zur herstellung von hochreinem monoethylenglykol |
| JPS6118024A (ja) * | 1984-07-05 | 1986-01-25 | Matsushita Electric Ind Co Ltd | メニユ−表示装置 |
-
1984
- 1984-05-15 FR FR8407695A patent/FR2564458B1/fr not_active Expired
- 1984-07-16 US US06/631,166 patent/US4622104A/en not_active Expired - Lifetime
- 1984-09-03 JP JP59182903A patent/JPS60246336A/ja active Granted
-
1985
- 1985-04-08 ES ES542024A patent/ES542024A0/es active Granted
- 1985-04-24 EP EP85420072A patent/EP0162790B2/fr not_active Expired - Lifetime
- 1985-04-24 DE DE8585420072T patent/DE3565522D1/de not_active Expired
- 1985-04-24 DE DE198585420072T patent/DE162790T1/de active Pending
- 1985-04-29 SU SU853885804A patent/SU1402249A3/ru active
- 1985-05-02 CA CA000480625A patent/CA1260426A/fr not_active Expired
- 1985-05-14 DD DD85276326A patent/DD237832A5/de not_active IP Right Cessation
- 1985-06-10 IN IN425/MAS/85A patent/IN165104B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE3565522D1 (en) | 1988-11-17 |
| FR2564458B1 (fr) | 1986-09-12 |
| JPS60246336A (ja) | 1985-12-06 |
| DD237832A5 (de) | 1986-07-30 |
| FR2564458A1 (fr) | 1985-11-22 |
| EP0162790B2 (fr) | 1991-01-09 |
| ES8603371A1 (es) | 1985-12-16 |
| EP0162790B1 (fr) | 1988-10-12 |
| ES542024A0 (es) | 1985-12-16 |
| IN165104B (en, 2012) | 1989-08-19 |
| JPS6241698B2 (en, 2012) | 1987-09-04 |
| DE162790T1 (de) | 1986-07-03 |
| EP0162790A1 (fr) | 1985-11-27 |
| SU1402249A3 (ru) | 1988-06-07 |
| US4622104A (en) | 1986-11-11 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |