KR102207641B1 - 미정제 에스테르-등급 아크릴산의 에스테르화에 의한 경질 아크릴레이트의 연속 제조 방법 - Google Patents

미정제 에스테르-등급 아크릴산의 에스테르화에 의한 경질 아크릴레이트의 연속 제조 방법 Download PDF

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KR102207641B1
KR102207641B1 KR1020167005525A KR20167005525A KR102207641B1 KR 102207641 B1 KR102207641 B1 KR 102207641B1 KR 1020167005525 A KR1020167005525 A KR 1020167005525A KR 20167005525 A KR20167005525 A KR 20167005525A KR 102207641 B1 KR102207641 B1 KR 102207641B1
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acrylic acid
reaction
acrylate
stream
reactor
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KR20160036627A (ko
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미셸 포꼬네
로저 라운디
스테빤 드니
사무엘 다니엘
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아르끄마 프랑스
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    • 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
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/09—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid esters or lactones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
    • C07C57/02—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
    • C07C57/03—Monocarboxylic acids
    • C07C57/04—Acrylic acid; Methacrylic acid
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/317—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by splitting-off hydrogen or functional groups; by hydrogenolysis of functional groups
    • C07C67/327—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by splitting-off hydrogen or functional groups; by hydrogenolysis of functional groups by elimination of functional groups containing oxygen only in singly bound form
    • 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
    • C07C67/62—Use of additives, e.g. for stabilisation
    • 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
    • C07C69/533—Monocarboxylic acid esters having only one carbon-to-carbon double bond
    • C07C69/54—Acrylic acid esters; Methacrylic acid esters
    • 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
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/582—Recycling of unreacted starting or intermediate materials

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
KR1020167005525A 2013-07-29 2014-07-24 미정제 에스테르-등급 아크릴산의 에스테르화에 의한 경질 아크릴레이트의 연속 제조 방법 Active KR102207641B1 (ko)

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 (2)

Publication Number Publication Date
KR20160036627A KR20160036627A (ko) 2016-04-04
KR102207641B1 true KR102207641B1 (ko) 2021-01-25

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KR1020167005525A Active KR102207641B1 (ko) 2013-07-29 2014-07-24 미정제 에스테르-등급 아크릴산의 에스테르화에 의한 경질 아크릴레이트의 연속 제조 방법

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)

* Cited by examiner, † Cited by third party
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

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1998052983A1 (en) 1997-05-20 1998-11-26 Daikin Industries, Ltd. Novel polymer and antifouling agent composition containing the same
WO1998052984A1 (de) 1997-05-22 1998-11-26 Basf Aktiengesellschaft Verfahren zur herstellung von dienpolymerisatlösungen in vinylaromatischen monomeren
JP2003521478A (ja) 1999-06-17 2003-07-15 ユニオン・カーバイド・ケミカルズ・アンド・プラスティックス・テクノロジー・コーポレイション 平衡律速反応を行う方法
JP2004043448A (ja) * 2002-05-16 2004-02-12 Mitsubishi Chemicals Corp （メタ）アクリル酸類の製造方法
JP2008528461A (ja) 2005-01-21 2008-07-31 アルケマ フランス プロパンのプロピレンへの部分的酸化を含むアクリル酸の製造方法
WO2012101526A1 (en) 2011-01-28 2012-08-02 Arkema France Improved process for manufacturing acrolein/acrylic acid

Family Cites Families (24)

* Cited by examiner, † Cited by third party
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
WO1998052903A1 (en) * 1997-05-20 1998-11-26 Union Carbide Chemicals & Plastics Technology Corporation Processes for conducting equilibrium-limited reactions
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
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
DE102004008575A1 (de) * 2004-02-19 2005-09-08 Stockhausen Gmbh Spaltung oligomerer (Meth)acrylsäure in flüssiger Phase unter Druck
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
CA2837448A1 (en) 2011-06-28 2013-01-03 Wintech Polymer Ltd. Resin molded body

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1998052983A1 (en) 1997-05-20 1998-11-26 Daikin Industries, Ltd. Novel polymer and antifouling agent composition containing the same
WO1998052984A1 (de) 1997-05-22 1998-11-26 Basf Aktiengesellschaft Verfahren zur herstellung von dienpolymerisatlösungen in vinylaromatischen monomeren
JP2003521478A (ja) 1999-06-17 2003-07-15 ユニオン・カーバイド・ケミカルズ・アンド・プラスティックス・テクノロジー・コーポレイション 平衡律速反応を行う方法
JP2004043448A (ja) * 2002-05-16 2004-02-12 Mitsubishi Chemicals Corp （メタ）アクリル酸類の製造方法
JP2008528461A (ja) 2005-01-21 2008-07-31 アルケマ フランス プロパンのプロピレンへの部分的酸化を含むアクリル酸の製造方法
WO2012101526A1 (en) 2011-01-28 2012-08-02 Arkema France Improved process for manufacturing acrolein/acrylic acid

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Publication number Publication date
US9796651B2 (en) 2017-10-24
KR20160036627A (ko) 2016-04-04
US20160159725A1 (en) 2016-06-09
CN105408299A (zh) 2016-03-16
CN105408299B (zh) 2018-04-24
JP6595467B2 (ja) 2019-10-23
FR3008971B1 (fr) 2016-08-19
BR112015032389B1 (pt) 2020-12-08
WO2015015100A1 (fr) 2015-02-05
BR112015032389A2 (pt) 2017-07-25
EP3027586B1 (fr) 2020-02-26
FR3008971A1 (fr) 2015-01-30
JP2016525565A (ja) 2016-08-25
EP3027586A1 (fr) 2016-06-08

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