FR2482954A1 - Procede de production d'acrylate d'ethyle par reaction d'ethylene et d'acide acrylique, avec recuperation des fractions legeres - Google Patents
Procede de production d'acrylate d'ethyle par reaction d'ethylene et d'acide acrylique, avec recuperation des fractions legeres Download PDFInfo
- Publication number
- FR2482954A1 FR2482954A1 FR8110271A FR8110271A FR2482954A1 FR 2482954 A1 FR2482954 A1 FR 2482954A1 FR 8110271 A FR8110271 A FR 8110271A FR 8110271 A FR8110271 A FR 8110271A FR 2482954 A1 FR2482954 A1 FR 2482954A1
- Authority
- FR
- France
- Prior art keywords
- liquid
- ethyl acrylate
- aug aug
- stream
- hydrocarbon
- 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.)
- Granted
Links
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 title abstract description 24
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 title abstract description 24
- 238000000034 method Methods 0.000 title abstract description 17
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 title abstract description 10
- 239000005977 Ethylene Substances 0.000 title abstract description 10
- 238000004519 manufacturing process Methods 0.000 title abstract description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 title abstract description 6
- 238000006243 chemical reaction Methods 0.000 title abstract description 4
- 238000011084 recovery Methods 0.000 title description 4
- 239000007788 liquid Substances 0.000 abstract description 77
- 150000002430 hydrocarbons Chemical class 0.000 abstract description 28
- 229930195733 hydrocarbon Natural products 0.000 abstract description 26
- 239000004215 Carbon black (E152) Substances 0.000 abstract description 24
- 238000004821 distillation Methods 0.000 abstract description 17
- 238000009835 boiling Methods 0.000 abstract description 10
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract description 6
- 239000003054 catalyst Substances 0.000 abstract description 3
- 239000000126 substance Substances 0.000 abstract 1
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 28
- 239000012530 fluid Substances 0.000 description 18
- 238000007789 sealing Methods 0.000 description 17
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 12
- 239000007789 gas Substances 0.000 description 11
- 239000000203 mixture Substances 0.000 description 11
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 9
- 238000005292 vacuum distillation Methods 0.000 description 8
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- 229910052760 oxygen Inorganic materials 0.000 description 6
- 239000001301 oxygen Substances 0.000 description 6
- 238000006116 polymerization reaction Methods 0.000 description 6
- 239000003112 inhibitor Substances 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 3
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 3
- 239000000565 sealant Substances 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- 230000001154 acute effect Effects 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- 239000003209 petroleum derivative Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 101100321000 Mus musculus Ypel3 gene Proteins 0.000 description 1
- 206010057190 Respiratory tract infections Diseases 0.000 description 1
- 241000220317 Rosa Species 0.000 description 1
- 241000348346 Suta Species 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 208000030757 autosomal dominant osteopetrosis Diseases 0.000 description 1
- 238000004891 communication Methods 0.000 description 1
- PAZVKEQSIKNTPA-UHFFFAOYSA-N ethyl acetate ethyl prop-2-enoate Chemical compound C(C)(=O)OCC.C(C=C)(=O)OCC PAZVKEQSIKNTPA-UHFFFAOYSA-N 0.000 description 1
- 229940117927 ethylene oxide Drugs 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 201000004792 malaria Diseases 0.000 description 1
- 238000004525 petroleum distillation Methods 0.000 description 1
- ZWLUXSQADUDCSB-UHFFFAOYSA-N phthalaldehyde Chemical compound O=CC1=CC=CC=C1C=O ZWLUXSQADUDCSB-UHFFFAOYSA-N 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 208000023504 respiratory system disease Diseases 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/04—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/152,885 US4301298A (en) | 1980-05-23 | 1980-05-23 | Light ends recovery in ethyl acrylate process |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2482954A1 true FR2482954A1 (fr) | 1981-11-27 |
| FR2482954B1 FR2482954B1 (enExample) | 1983-11-10 |
Family
ID=22544872
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR8110271A Granted FR2482954A1 (fr) | 1980-05-23 | 1981-05-22 | Procede de production d'acrylate d'ethyle par reaction d'ethylene et d'acide acrylique, avec recuperation des fractions legeres |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US4301298A (enExample) |
| JP (1) | JPS5716837A (enExample) |
| CA (1) | CA1145354A (enExample) |
| DE (1) | DE3119555A1 (enExample) |
| FR (1) | FR2482954A1 (enExample) |
| GB (1) | GB2076814A (enExample) |
| IT (1) | IT1137482B (enExample) |
| NL (1) | NL8102533A (enExample) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4554055A (en) * | 1983-03-07 | 1985-11-19 | Phillips Petroleum Company | Solvent recovery |
| US4968834A (en) * | 1990-05-07 | 1990-11-06 | Hoechst Celanese Corporation | Recovery of acrylic acid and/or ethyl acrylate from black acid |
| EP0562139B1 (en) * | 1992-03-25 | 1995-12-13 | Showa Denko Kabushiki Kaisha | Process for preparation of lower fatty acid ester |
| US5345771A (en) * | 1993-03-25 | 1994-09-13 | John Zink Company, A Division Of Koch Engineering Company, Inc. | Process for recovering condensable compounds from inert gas-condensable compound vapor mixtures |
| JP4698778B2 (ja) * | 1999-06-03 | 2011-06-08 | 株式会社日本触媒 | (メタ)アクリル酸(エステル)の精製方法 |
| DE10143565B4 (de) * | 2001-09-05 | 2014-10-30 | Basf Se | Verfahren zur Herstellung polymerisationsfähiger Verbindungen |
| US7253374B2 (en) * | 2003-09-15 | 2007-08-07 | General Motors Corporation | Sheet-to-tube welded structure and method |
| US20050109507A1 (en) * | 2003-11-21 | 2005-05-26 | Halliburton Energy Services, Inc. | Methods of using cement compositions having long-term slurry-state stability |
| EP3205384A1 (de) * | 2016-02-15 | 2017-08-16 | Evonik Degussa GmbH | Verfahren zur vakuumdestillation einer organischen verbindung |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1564990A (enExample) * | 1967-03-31 | 1969-04-25 | ||
| US3951756A (en) * | 1974-11-08 | 1976-04-20 | Celanese Corporation | Purification of alkyl esters |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1972157A (en) * | 1928-12-04 | 1934-09-04 | Barrett Co | Vacuum distillation |
| US2336493A (en) * | 1940-07-23 | 1943-12-14 | Du Pont | Distillation of organic liquids polymerizable by heat |
| US3228860A (en) * | 1961-09-18 | 1966-01-11 | Phillips Petroleum Co | Overhead vapor condenser for cooling liquid for rotary pump seal |
| US3248233A (en) * | 1964-06-02 | 1966-04-26 | Coca Cola Co | Essence recovery |
| US4087208A (en) * | 1976-06-08 | 1978-05-02 | Mitsubishi Jukogyo Kabushiki Kaisha | Method for compressing mixed gas consisting of combustible gas and air |
-
1980
- 1980-05-23 US US06/152,885 patent/US4301298A/en not_active Expired - Lifetime
-
1981
- 1981-05-16 DE DE19813119555 patent/DE3119555A1/de not_active Withdrawn
- 1981-05-21 JP JP7581881A patent/JPS5716837A/ja active Pending
- 1981-05-22 NL NL8102533A patent/NL8102533A/nl not_active Application Discontinuation
- 1981-05-22 IT IT21923/81A patent/IT1137482B/it active
- 1981-05-22 CA CA000378084A patent/CA1145354A/en not_active Expired
- 1981-05-22 GB GB8115746A patent/GB2076814A/en not_active Withdrawn
- 1981-05-22 FR FR8110271A patent/FR2482954A1/fr active Granted
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1564990A (enExample) * | 1967-03-31 | 1969-04-25 | ||
| DE1768081B2 (de) * | 1967-03-31 | 1977-10-06 | The B F Goodrich Co, Akron, Ohio (VStA) | Verfahren zur kontinuierlichen herstellung von alkylestern alpha, beta- ungesaettigter monocarbonsaeuren |
| US3951756A (en) * | 1974-11-08 | 1976-04-20 | Celanese Corporation | Purification of alkyl esters |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5716837A (en) | 1982-01-28 |
| IT8121923A0 (it) | 1981-05-22 |
| NL8102533A (nl) | 1981-12-16 |
| FR2482954B1 (enExample) | 1983-11-10 |
| CA1145354A (en) | 1983-04-26 |
| IT1137482B (it) | 1986-09-10 |
| US4301298A (en) | 1981-11-17 |
| GB2076814A (en) | 1981-12-09 |
| DE3119555A1 (de) | 1982-05-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |