DD274209A5 - Verfahren zur herstellung von aethylakrylat - Google Patents
Verfahren zur herstellung von aethylakrylat Download PDFInfo
- Publication number
- DD274209A5 DD274209A5 DD88317890A DD31789088A DD274209A5 DD 274209 A5 DD274209 A5 DD 274209A5 DD 88317890 A DD88317890 A DD 88317890A DD 31789088 A DD31789088 A DD 31789088A DD 274209 A5 DD274209 A5 DD 274209A5
- Authority
- DD
- German Democratic Republic
- Prior art keywords
- acrylic acid
- ethyl acrylate
- acid
- solvent
- water
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 17
- 230000008569 process Effects 0.000 title claims description 11
- 238000002360 preparation method Methods 0.000 title claims description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 title 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid group Chemical group S(O)(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims abstract description 37
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims abstract description 35
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 35
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims abstract description 33
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims abstract description 33
- 238000006243 chemical reaction Methods 0.000 claims abstract description 13
- 239000002904 solvent Substances 0.000 claims abstract description 13
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000005977 Ethylene Substances 0.000 claims abstract description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 27
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 18
- 238000004821 distillation Methods 0.000 claims description 15
- 239000000203 mixture Substances 0.000 claims description 14
- KIWBPDUYBMNFTB-UHFFFAOYSA-N Ethyl hydrogen sulfate Chemical compound CCOS(O)(=O)=O KIWBPDUYBMNFTB-UHFFFAOYSA-N 0.000 claims description 13
- 239000012298 atmosphere Substances 0.000 claims description 6
- DENRZWYUOJLTMF-UHFFFAOYSA-N diethyl sulfate Chemical compound CCOS(=O)(=O)OCC DENRZWYUOJLTMF-UHFFFAOYSA-N 0.000 claims description 5
- 229940008406 diethyl sulfate Drugs 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 150000002596 lactones Chemical class 0.000 claims description 4
- 229920000728 polyester Polymers 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 3
- 229920000642 polymer Polymers 0.000 claims description 2
- 239000002253 acid Substances 0.000 abstract description 23
- 238000011084 recovery Methods 0.000 abstract description 13
- 238000004519 manufacturing process Methods 0.000 abstract description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 150000002894 organic compounds Chemical class 0.000 description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 239000013049 sediment Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000001311 chemical methods and process Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- -1 coatings Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- XHIOOWRNEXFQFM-UHFFFAOYSA-N ethyl prop-2-enoate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(=O)C=C XHIOOWRNEXFQFM-UHFFFAOYSA-N 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000001577 simple distillation Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/43—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation
- C07C51/44—Separation; Purification; Stabilisation; Use of additives by change of 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
- C07C67/52—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
-
- 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
- Y10S203/22—Accessories
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Separation, Recovery Or Treatment Of Waste Materials Containing Plastics (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/073,782 US5145989A (en) | 1987-07-14 | 1987-07-14 | Recovery of acrylic acid and/or ethyl acrylate from black acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DD274209A5 true DD274209A5 (de) | 1989-12-13 |
Family
ID=22115768
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD88317890A DD274209A5 (de) | 1987-07-14 | 1988-07-13 | Verfahren zur herstellung von aethylakrylat |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US5145989A (ja) |
| EP (1) | EP0299743B1 (ja) |
| JP (1) | JP2602696B2 (ja) |
| CN (1) | CN1019970C (ja) |
| AT (1) | ATE64367T1 (ja) |
| AU (1) | AU602779B2 (ja) |
| BR (1) | BR8803496A (ja) |
| CA (1) | CA1307795C (ja) |
| DD (1) | DD274209A5 (ja) |
| DE (1) | DE3863244D1 (ja) |
| ES (1) | ES2022623B3 (ja) |
| GR (1) | GR3002122T3 (ja) |
| MX (1) | MX169580B (ja) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4968834A (en) * | 1990-05-07 | 1990-11-06 | Hoechst Celanese Corporation | Recovery of acrylic acid and/or ethyl acrylate from black acid |
| DE4019781A1 (de) * | 1990-06-21 | 1992-01-02 | Basf Ag | Verfahren zur herstellung von monoethylenisch ungesaettigten carbonsaeureestern |
| WO2002055472A1 (de) * | 2000-12-18 | 2002-07-18 | Basf Aktiengesellschaft | Verfahren zur herstellung von höheren (meth)acrylsäureestern |
| WO2003051813A1 (en) * | 2001-12-18 | 2003-06-26 | Metabolix, Inc. | Methods of making intermediates from polyhydroxyalkanoates |
| US9084467B2 (en) | 2010-02-11 | 2015-07-21 | Metabolix, Inc. | Process for gamma-butyrolactone production |
| CN110684470B (zh) * | 2019-10-21 | 2022-03-01 | 江苏利田科技股份有限公司 | 一种利用uv单体废水制备丙烯酸酯粘合剂的方法以及一种丙烯酸酯粘合剂 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1668391A1 (de) * | 1966-09-09 | 1972-03-30 | Montedison Spa | Verfahren zur kontinuierlichen Herstellung von AEthylestern ungesaettigter Monocarbonsaeuren mit bis zu 4 Kohlenstoffatomen |
| US3894076A (en) * | 1974-01-24 | 1975-07-08 | Celanese Corp | Production of alkyl esters of unsaturated monocarboxylic acids |
| US3951756A (en) * | 1974-11-08 | 1976-04-20 | Celanese Corporation | Purification of alkyl esters |
| US4490553A (en) * | 1980-08-29 | 1984-12-25 | Celanese Corporation | Process for production of ethyl acrylate |
| FR2492369A1 (fr) * | 1980-10-21 | 1982-04-23 | Celanese Corp | Procede de production d'acrylate d'ethyle |
-
1987
- 1987-07-14 US US07/073,782 patent/US5145989A/en not_active Expired - Fee Related
-
1988
- 1988-06-20 CA CA000569861A patent/CA1307795C/en not_active Expired - Lifetime
- 1988-07-08 JP JP63169134A patent/JP2602696B2/ja not_active Expired - Lifetime
- 1988-07-12 BR BR8803496A patent/BR8803496A/pt not_active Application Discontinuation
- 1988-07-13 EP EP88306416A patent/EP0299743B1/en not_active Expired - Lifetime
- 1988-07-13 ES ES88306416T patent/ES2022623B3/es not_active Expired - Lifetime
- 1988-07-13 AT AT88306416T patent/ATE64367T1/de not_active IP Right Cessation
- 1988-07-13 CN CN88104349A patent/CN1019970C/zh not_active Expired - Fee Related
- 1988-07-13 MX MX012239A patent/MX169580B/es unknown
- 1988-07-13 DD DD88317890A patent/DD274209A5/de not_active IP Right Cessation
- 1988-07-13 DE DE8888306416T patent/DE3863244D1/de not_active Expired - Fee Related
- 1988-07-14 AU AU19033/88A patent/AU602779B2/en not_active Ceased
-
1991
- 1991-06-13 GR GR91400019T patent/GR3002122T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GR3002122T3 (en) | 1992-12-30 |
| ES2022623B3 (es) | 1991-12-01 |
| AU602779B2 (en) | 1990-10-25 |
| CA1307795C (en) | 1992-09-22 |
| MX169580B (es) | 1993-07-13 |
| CN1030909A (zh) | 1989-02-08 |
| US5145989A (en) | 1992-09-08 |
| BR8803496A (pt) | 1989-01-31 |
| DE3863244D1 (de) | 1991-07-18 |
| JP2602696B2 (ja) | 1997-04-23 |
| EP0299743A1 (en) | 1989-01-18 |
| CN1019970C (zh) | 1993-03-03 |
| ATE64367T1 (de) | 1991-06-15 |
| AU1903388A (en) | 1989-01-19 |
| JPS6438046A (en) | 1989-02-08 |
| EP0299743B1 (en) | 1991-06-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ENJ | Ceased due to non-payment of renewal fee |