RU2007383C1 - Способ очистки диэтилмалеата - Google Patents
Способ очистки диэтилмалеата Download PDFInfo
- Publication number
- RU2007383C1 RU2007383C1 SU874203045A SU4203045A RU2007383C1 RU 2007383 C1 RU2007383 C1 RU 2007383C1 SU 874203045 A SU874203045 A SU 874203045A SU 4203045 A SU4203045 A SU 4203045A RU 2007383 C1 RU2007383 C1 RU 2007383C1
- Authority
- RU
- Russia
- Prior art keywords
- line
- maleate
- maleic anhydride
- ethanol
- diethyl maleate
- Prior art date
Links
- IEPRKVQEAMIZSS-WAYWQWQTSA-N Diethyl maleate Chemical compound CCOC(=O)\C=C/C(=O)OCC IEPRKVQEAMIZSS-WAYWQWQTSA-N 0.000 title claims abstract description 54
- IEPRKVQEAMIZSS-UHFFFAOYSA-N Di-Et ester-Fumaric acid Natural products CCOC(=O)C=CC(=O)OCC IEPRKVQEAMIZSS-UHFFFAOYSA-N 0.000 title claims abstract description 53
- 238000000034 method Methods 0.000 title claims abstract description 18
- 238000000746 purification Methods 0.000 title abstract description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 66
- XLYMOEINVGRTEX-UHFFFAOYSA-N fumaric acid monoethyl ester Natural products CCOC(=O)C=CC(O)=O XLYMOEINVGRTEX-UHFFFAOYSA-N 0.000 claims abstract description 37
- XLYMOEINVGRTEX-ARJAWSKDSA-N Ethyl hydrogen fumarate Chemical compound CCOC(=O)\C=C/C(O)=O XLYMOEINVGRTEX-ARJAWSKDSA-N 0.000 claims abstract description 35
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims abstract description 35
- 238000004821 distillation Methods 0.000 claims description 50
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 24
- 238000005886 esterification reaction Methods 0.000 claims description 18
- 230000032050 esterification Effects 0.000 claims description 17
- 239000000203 mixture Substances 0.000 claims description 14
- 238000004140 cleaning Methods 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 abstract description 2
- 239000000126 substance Substances 0.000 abstract description 2
- 239000003153 chemical reaction reagent Substances 0.000 abstract 2
- 239000000047 product Substances 0.000 description 29
- 239000007788 liquid Substances 0.000 description 13
- 238000009434 installation Methods 0.000 description 8
- 238000009835 boiling Methods 0.000 description 7
- 238000010992 reflux Methods 0.000 description 7
- 238000006386 neutralization reaction Methods 0.000 description 6
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- IEPRKVQEAMIZSS-AATRIKPKSA-N diethyl fumarate Chemical compound CCOC(=O)\C=C\C(=O)OCC IEPRKVQEAMIZSS-AATRIKPKSA-N 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- 238000009833 condensation Methods 0.000 description 4
- 230000005494 condensation Effects 0.000 description 4
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 3
- 239000003990 capacitor Substances 0.000 description 3
- 239000011976 maleic acid Substances 0.000 description 3
- XLYMOEINVGRTEX-ONEGZZNKSA-N (e)-4-ethoxy-4-oxobut-2-enoic acid Chemical compound CCOC(=O)\C=C\C(O)=O XLYMOEINVGRTEX-ONEGZZNKSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000002826 coolant Substances 0.000 description 2
- 239000001530 fumaric acid Substances 0.000 description 2
- 239000013067 intermediate product Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229940074369 monoethyl fumarate Drugs 0.000 description 2
- 239000011368 organic material Substances 0.000 description 2
- 238000004064 recycling Methods 0.000 description 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
- -1 Amberlist 16 Chemical compound 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000000110 cooling liquid Substances 0.000 description 1
- 239000000498 cooling water Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000002638 heterogeneous catalyst Substances 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
- 150000002688 maleic acid derivatives Chemical class 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000035764 nutrition Effects 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 239000012041 precatalyst Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/52—Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom
- C07C69/593—Dicarboxylic acid esters having only one carbon-to-carbon double bond
- C07C69/60—Maleic acid esters; Fumaric acid esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/52—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
- C07C67/54—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/60—Separation; Purification; Stabilisation; Use of additives by treatment giving rise to chemical modification
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S203/00—Distillation: processes, separatory
- Y10S203/20—Power plant
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Glass Compositions (AREA)
- Iron Core Of Rotating Electric Machines (AREA)
- Vaporization, Distillation, Condensation, Sublimation, And Cold Traps (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8618892 | 1986-08-01 | ||
| GB868618892A GB8618892D0 (en) | 1986-08-01 | 1986-08-01 | Process |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU2007383C1 true RU2007383C1 (ru) | 1994-02-15 |
Family
ID=10602124
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU874203045A RU2007383C1 (ru) | 1986-08-01 | 1987-07-31 | Способ очистки диэтилмалеата |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US4765869A (en:Method) |
| EP (1) | EP0255401B1 (en:Method) |
| JP (1) | JPH0813783B2 (en:Method) |
| KR (1) | KR950013080B1 (en:Method) |
| CN (1) | CN1014235B (en:Method) |
| AT (1) | ATE81844T1 (en:Method) |
| AU (1) | AU600290B2 (en:Method) |
| CA (1) | CA1307761C (en:Method) |
| DE (1) | DE3782370T2 (en:Method) |
| ES (1) | ES2035864T3 (en:Method) |
| GB (1) | GB8618892D0 (en:Method) |
| GR (2) | GR3001824T3 (en:Method) |
| IN (1) | IN170061B (en:Method) |
| MX (1) | MX168899B (en:Method) |
| NZ (1) | NZ221287A (en:Method) |
| RU (1) | RU2007383C1 (en:Method) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4740272A (en) * | 1987-03-31 | 1988-04-26 | Davy Mckee (London) Limited | Separation of monoalkyl maleate from dialkyl maleate |
| GB8717993D0 (en) * | 1987-07-29 | 1987-09-03 | Davy Mckee Ltd | Process |
| DE4423355A1 (de) | 1994-07-04 | 1996-01-11 | Bayer Ag | Verfahren zur Herstellung von Maleinsäuredialkylestern |
| BRPI0900867A2 (pt) * | 2009-04-16 | 2010-12-28 | Inst Presbiteriano Mackenzie | processo de obtenção de membranas hidrofìlicas a partir de poli (n-vinil-2-pirrolidona) pvp |
| CN114933531A (zh) * | 2022-06-07 | 2022-08-23 | 中建安装集团有限公司 | 一种悬浮催化精馏制备顺丁烯二酸二甲酯的方法及装置 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2333666A (en) * | 1940-09-14 | 1943-11-09 | American Cyanamid Co | Dialkyl esters of unsaturated dicarboxylic acids as insecticides |
| US2938837A (en) * | 1957-07-11 | 1960-05-31 | Standard Oil Co | Process for the purification of an aromatic dicarboxylic acid lower alkyl ester |
| FR1575909A (en:Method) * | 1968-06-12 | 1969-07-25 | ||
| US3979443A (en) * | 1972-08-25 | 1976-09-07 | Petro-Tex Chemical Corporation | Process for the preparation of esters of maleic acid with monohydric alcohols |
| US4032458A (en) * | 1975-08-08 | 1977-06-28 | Petro-Tex Chemical Corporation | Production of 1,4-butanediol |
| JPS6033098B2 (ja) * | 1977-07-26 | 1985-08-01 | 株式会社日本触媒 | 高純度マレイン酸モノアルコ−ル類エステルの製造法 |
| DE3106819A1 (de) * | 1981-02-24 | 1982-09-09 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von 1,4-butandiol |
| GB8331793D0 (en) * | 1983-11-29 | 1984-01-04 | Davy Mckee Ltd | Process |
| DE3346134A1 (de) * | 1983-12-21 | 1985-07-04 | Basf Ag, 6700 Ludwigshafen | Verfahren zur kontinuierlichen abscheidung von maleinsaeureanhydrid aus gasfoermigen reaktionsgemischen |
| JPH0655684B2 (ja) * | 1984-11-21 | 1994-07-27 | デイビ− マツキ− (ロンドン) リミテツド | ブタン−1,4−ジオ−ルの生成方法 |
| SU1245568A1 (ru) * | 1985-02-11 | 1986-07-23 | Всесоюзный Научно-Исследовательский И Проектный Институт Мономеров | Способ получени ди- @ - @ -алкиловых эфиров малеиновой кислоты |
| GB8514001D0 (en) * | 1985-06-04 | 1985-07-10 | Davy Mckee Ltd | Process |
-
1986
- 1986-08-01 GB GB868618892A patent/GB8618892D0/en active Pending
-
1987
- 1987-07-31 NZ NZ221287A patent/NZ221287A/xx unknown
- 1987-07-31 AT AT87306807T patent/ATE81844T1/de not_active IP Right Cessation
- 1987-07-31 KR KR1019870008397A patent/KR950013080B1/ko not_active Expired - Lifetime
- 1987-07-31 CN CN87105385A patent/CN1014235B/zh not_active Expired
- 1987-07-31 AU AU76387/87A patent/AU600290B2/en not_active Ceased
- 1987-07-31 DE DE8787306807T patent/DE3782370T2/de not_active Expired - Lifetime
- 1987-07-31 MX MX007548A patent/MX168899B/es unknown
- 1987-07-31 US US07/080,058 patent/US4765869A/en not_active Expired - Lifetime
- 1987-07-31 CA CA000543541A patent/CA1307761C/en not_active Expired - Lifetime
- 1987-07-31 ES ES198787306807T patent/ES2035864T3/es not_active Expired - Lifetime
- 1987-07-31 EP EP87306807A patent/EP0255401B1/en not_active Expired - Lifetime
- 1987-07-31 RU SU874203045A patent/RU2007383C1/ru active
- 1987-08-01 JP JP62193633A patent/JPH0813783B2/ja not_active Expired - Lifetime
- 1987-08-31 IN IN553/MAS/87A patent/IN170061B/en unknown
-
1991
- 1991-04-23 GR GR91400232T patent/GR3001824T3/el unknown
-
1992
- 1992-12-24 GR GR920403145T patent/GR3006682T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CA1307761C (en) | 1992-09-22 |
| EP0255401A2 (en) | 1988-02-03 |
| DE3782370T2 (de) | 1993-03-11 |
| ES2035864T3 (es) | 1993-05-01 |
| GR3006682T3 (en:Method) | 1993-06-30 |
| KR880002798A (ko) | 1988-05-11 |
| GR3001824T3 (en) | 1992-11-23 |
| MX168899B (es) | 1993-06-14 |
| EP0255401B1 (en) | 1992-10-28 |
| JPS6388158A (ja) | 1988-04-19 |
| AU600290B2 (en) | 1990-08-09 |
| JPH0813783B2 (ja) | 1996-02-14 |
| KR950013080B1 (ko) | 1995-10-24 |
| ATE81844T1 (de) | 1992-11-15 |
| GB8618892D0 (en) | 1986-09-10 |
| CN1014235B (zh) | 1991-10-09 |
| AU7638787A (en) | 1988-02-04 |
| IN170061B (en:Method) | 1992-02-01 |
| NZ221287A (en) | 1989-07-27 |
| EP0255401A3 (en) | 1989-08-02 |
| DE3782370D1 (de) | 1992-12-03 |
| US4765869A (en) | 1988-08-23 |
| CN87105385A (zh) | 1988-04-27 |
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