JP2016525565A5 - - Google Patents
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- Publication number
- JP2016525565A5 JP2016525565A5 JP2016530579A JP2016530579A JP2016525565A5 JP 2016525565 A5 JP2016525565 A5 JP 2016525565A5 JP 2016530579 A JP2016530579 A JP 2016530579A JP 2016530579 A JP2016530579 A JP 2016530579A JP 2016525565 A5 JP2016525565 A5 JP 2016525565A5
- Authority
- JP
- Japan
- Prior art keywords
- acrylic acid
- reaction
- crude ester
- light
- acrylate
- 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
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims 22
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims 22
- 238000000034 method Methods 0.000 claims 18
- 238000006243 chemical reaction Methods 0.000 claims 12
- 150000002148 esters Chemical class 0.000 claims 10
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 5
- 238000000746 purification Methods 0.000 claims 5
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical group COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims 4
- 239000003377 acid catalyst Substances 0.000 claims 3
- 230000015572 biosynthetic process Effects 0.000 claims 3
- 239000003112 inhibitor Substances 0.000 claims 3
- 238000004519 manufacturing process Methods 0.000 claims 3
- 238000006116 polymerization reaction Methods 0.000 claims 3
- 239000002904 solvent Substances 0.000 claims 3
- 238000003786 synthesis reaction Methods 0.000 claims 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 3
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 claims 2
- ALRHLSYJTWAHJZ-UHFFFAOYSA-N 3-hydroxypropionic acid Chemical compound OCCC(O)=O ALRHLSYJTWAHJZ-UHFFFAOYSA-N 0.000 claims 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 claims 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical group CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims 2
- 230000018044 dehydration Effects 0.000 claims 2
- 238000006297 dehydration reaction Methods 0.000 claims 2
- 239000000539 dimer Substances 0.000 claims 2
- 238000010494 dissociation reaction Methods 0.000 claims 2
- 230000005593 dissociations Effects 0.000 claims 2
- 238000004821 distillation Methods 0.000 claims 2
- 238000011065 in-situ storage Methods 0.000 claims 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims 2
- 239000000178 monomer Substances 0.000 claims 2
- 229950000688 phenothiazine Drugs 0.000 claims 2
- 239000002994 raw material Substances 0.000 claims 2
- 239000000376 reactant Substances 0.000 claims 2
- 239000011541 reaction mixture Substances 0.000 claims 2
- 238000010992 reflux Methods 0.000 claims 2
- 238000011282 treatment Methods 0.000 claims 2
- 239000013638 trimer Substances 0.000 claims 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims 1
- 150000003863 ammonium salts Chemical class 0.000 claims 1
- 238000010533 azeotropic distillation Methods 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 238000005886 esterification reaction Methods 0.000 claims 1
- 238000000605 extraction Methods 0.000 claims 1
- 239000012530 fluid Substances 0.000 claims 1
- 230000002209 hydrophobic effect Effects 0.000 claims 1
- 235000014655 lactic acid Nutrition 0.000 claims 1
- 239000004310 lactic acid Substances 0.000 claims 1
- 229940098779 methanesulfonic acid Drugs 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims 1
- 238000001179 sorption measurement Methods 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1357447A FR3008971B1 (fr) | 2013-07-29 | 2013-07-29 | Procede de production en continu d'acrylates legers par esterification d'un acide acrylique de grade ester brut |
| FR1357447 | 2013-07-29 | ||
| PCT/FR2014/051928 WO2015015100A1 (fr) | 2013-07-29 | 2014-07-24 | Procede de production en continu d'acrylates legers par esterification d'un acide acrylique de grade ester brut |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2016525565A JP2016525565A (ja) | 2016-08-25 |
| JP2016525565A5 true JP2016525565A5 (enExample) | 2017-09-07 |
| JP6595467B2 JP6595467B2 (ja) | 2019-10-23 |
Family
ID=49474624
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016530579A Active JP6595467B2 (ja) | 2013-07-29 | 2014-07-24 | 精製されていないエステルグレードのアクリル酸のエステル化によって軽質アクリレートを連続的に製造するための方法 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US9796651B2 (enExample) |
| EP (1) | EP3027586B1 (enExample) |
| JP (1) | JP6595467B2 (enExample) |
| KR (1) | KR102207641B1 (enExample) |
| CN (1) | CN105408299B (enExample) |
| BR (1) | BR112015032389B1 (enExample) |
| FR (1) | FR3008971B1 (enExample) |
| WO (1) | WO2015015100A1 (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6574305B2 (ja) * | 2015-08-28 | 2019-09-11 | ザ プロクター アンド ギャンブル カンパニーＴｈｅ Ｐｒｏｃｔｅｒ ＆ Ｇａｍｂｌｅ Ｃｏｍｐａｎｙ | ヒドロキシプロピオン酸及びその誘導体の脱水用触媒 |
| FR3083233B1 (fr) * | 2018-06-27 | 2020-05-29 | Arkema France | Procede de purification d'acrylates legers. |
| JP2022529126A (ja) * | 2019-04-16 | 2022-06-17 | ローム アンド ハース カンパニー | 酸触媒によるアクリル酸およびメタノールからのアクリル酸メチルの合成 |
| US12098124B2 (en) | 2019-04-16 | 2024-09-24 | Rohm And Haas Company | Acid catalyzed synthesis of methyl acrylate from acrylic acid and methanol |
| FR3125040B1 (fr) | 2021-07-09 | 2024-04-26 | Snf Sa | Procédé d’obtention de bio-monomère à partir de diméthylaminoethanol d’origine renouvelable |
| FR3125042B1 (fr) | 2021-07-09 | 2024-04-12 | Snf Sa | Procédé d’obtention d’alkyl(méth)acrylamide substitué biosourcé |
| CN116253653A (zh) * | 2023-03-23 | 2023-06-13 | 深圳飞扬骏研新材料股份有限公司 | 一种聚天门冬氨酸酯树脂的连续生产工艺 |
Family Cites Families (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1351243A (fr) | 1963-03-20 | 1964-01-31 | Basf Ag | Procédé pour le traitement en continu des résidus qui se forment lors de la synthèse d'acide acrylique ou de ses esters |
| US3868410A (en) | 1972-08-03 | 1975-02-25 | Celanese Corp | Conversion of oligomeric acrylates to acrylate monomers |
| US4076950A (en) * | 1976-07-19 | 1978-02-28 | Rohm And Haas Company | Process for manufacture of alkyl esters of aliphatic carboxylic acids |
| US4999452A (en) * | 1989-05-15 | 1991-03-12 | Union Carbide Chemicals And Plastics Company Inc. | Process for producing acrylic ester |
| FR2650587B1 (fr) | 1989-08-03 | 1991-10-18 | Norsolor Sa | Procede de preparation en continu d'acrylates legers |
| FR2700767B1 (fr) * | 1993-01-27 | 1995-04-07 | Atochem Elf Sa | Procédé perfectionné de fabrication de (méthacrylates d'alkyle par estérification directe. |
| FR2727964B1 (fr) * | 1994-12-12 | 1997-01-24 | Atochem Elf Sa | Procede de recuperation des produits nobles legers contenus dans les residus de distillation des procedes de fabrication de l'acide acrylique et de ses esters |
| FR2736912B1 (fr) * | 1995-07-18 | 1997-08-22 | Atochem Elf Sa | Procede de purification de l'acide acrylique obtenu par oxydation catalytique du propylene |
| DE19547459A1 (de) * | 1995-12-19 | 1996-07-25 | Basf Ag | Verfahren zum Verestern von (Meth)acrylsäure mit einem Alkanol |
| US6605738B1 (en) | 1996-05-29 | 2003-08-12 | Union Carbide Chemicals & Plastics Technology Corporation | Processes for refining butyl acrylate |
| BR9714713A (pt) * | 1997-05-20 | 2000-07-04 | Union Carbide Chem Plastic | Processos para o refino de acrilato de butila |
| JPH10316719A (ja) | 1997-05-20 | 1998-12-02 | Daikin Ind Ltd | 新規重合体およびそれを含む防汚加工剤組成物 |
| WO1998052903A1 (en) * | 1997-05-20 | 1998-11-26 | Union Carbide Chemicals & Plastics Technology Corporation | Processes for conducting equilibrium-limited reactions |
| DE19721400A1 (de) | 1997-05-22 | 1998-11-26 | Basf Ag | Verfahren zur Herstellung von Dienpolymerisatlösungen in vinylaromatischen Monomeren |
| JPH1112222A (ja) | 1997-06-25 | 1999-01-19 | Nippon Shokubai Co Ltd | アクリル酸の回収方法 |
| JP2001521919A (ja) * | 1997-10-31 | 2001-11-13 | セラニーズ・インターナショナル・コーポレーション | アクリレートの系から硫黄を除去する方法 |
| US6482976B1 (en) | 1999-06-17 | 2002-11-19 | Union Carbide Chemicals & Plastics Technology Corporation | Processes for conducting equilibrium-limited reactions |
| WO2000078702A1 (en) * | 1999-06-17 | 2000-12-28 | Union Carbide Chemicals & Plastics | Processes for conducting equilibrium-limited reactions |
| DE10144490A1 (de) | 2001-09-10 | 2003-03-27 | Basf Ag | Verfahren zur Herstellung von (Meth)acrylsäureestern |
| JP4302934B2 (ja) * | 2002-04-25 | 2009-07-29 | 株式会社日本触媒 | ミカエル型付加物の分解方法 |
| JP2004043448A (ja) * | 2002-05-16 | 2004-02-12 | Mitsubishi Chemicals Corp | （メタ）アクリル酸類の製造方法 |
| DE102004008575A1 (de) * | 2004-02-19 | 2005-09-08 | Stockhausen Gmbh | Spaltung oligomerer (Meth)acrylsäure in flüssiger Phase unter Druck |
| FR2881136B1 (fr) | 2005-01-21 | 2007-03-23 | Arkema Sa | Procede de preparation de l'acide acrylique comprenant une oxydation partielle du propane en propylene |
| CN101516820B (zh) * | 2006-09-15 | 2012-11-21 | 阿克马公司 | 制备丙烯酸的方法 |
| JP2009242286A (ja) * | 2008-03-31 | 2009-10-22 | Mitsubishi Chemicals Corp | アクリル酸の製造方法 |
| FR2934261B1 (fr) * | 2008-07-25 | 2015-04-10 | Arkema France | Procede de synthese d'esters de l'acide acrylique |
| DE102008054587A1 (de) * | 2008-12-12 | 2010-06-17 | Basf Se | Verfahren zur Rückspaltung von in einer Flüssigkeit F enthaltenen Michael-Addukten, die bei der Herstellung von Acrylsäure oder deren Ester gebildet wurde |
| FR2948365B1 (fr) * | 2009-07-22 | 2011-09-09 | Arkema France | Procede de fabrication d'acide acrylique bio-ressource a partir de glycerol |
| WO2012101471A1 (en) * | 2011-01-28 | 2012-08-02 | Arkema France | Improved process for manufacturing acrolein/acrylic acid |
| CA2837448A1 (en) | 2011-06-28 | 2013-01-03 | Wintech Polymer Ltd. | Resin molded body |
-
2013
- 2013-07-29 FR FR1357447A patent/FR3008971B1/fr active Active
-
2014
- 2014-07-24 WO PCT/FR2014/051928 patent/WO2015015100A1/fr not_active Ceased
- 2014-07-24 US US14/906,292 patent/US9796651B2/en active Active
- 2014-07-24 BR BR112015032389-8A patent/BR112015032389B1/pt active IP Right Grant
- 2014-07-24 EP EP14750583.8A patent/EP3027586B1/fr active Active
- 2014-07-24 KR KR1020167005525A patent/KR102207641B1/ko active Active
- 2014-07-24 JP JP2016530579A patent/JP6595467B2/ja active Active
- 2014-07-24 CN CN201480042612.5A patent/CN105408299B/zh active Active
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