KR102638806B1 - 메타크롤레인-기반 알킬 메타크릴레이트로부터의 메타크릴산의 합성 - Google Patents

메타크롤레인-기반 알킬 메타크릴레이트로부터의 메타크릴산의 합성 Download PDF

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KR102638806B1
KR102638806B1 KR1020187010571A KR20187010571A KR102638806B1 KR 102638806 B1 KR102638806 B1 KR 102638806B1 KR 1020187010571 A KR1020187010571 A KR 1020187010571A KR 20187010571 A KR20187010571 A KR 20187010571A KR 102638806 B1 KR102638806 B1 KR 102638806B1
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methacrylic acid
reactor
methacrolein
alkyl
alkyl methacrylates
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KR20180052741A (ko
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슈테펜 크릴
마티아스 그룀핑
알렉산더 리긴
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룀 게엠베하
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    • 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
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
    • C07C45/75—Reactions with formaldehyde
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/20—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
    • C07C47/21—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
    • C07C47/22—Acryaldehyde; Methacryaldehyde
    • 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
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/42—Separation; Purification; Stabilisation; Use of additives
    • C07C51/48—Separation; Purification; Stabilisation; Use of additives by liquid-liquid treatment
    • 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
    • C07C67/39—Preparation of carboxylic acid esters by oxidation of groups which are precursors for the acid moiety of the ester
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/44—Preparation of carboxylic acid esters by oxidation-reduction of aldehydes, e.g. Tishchenko reaction
    • 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
    • C07C67/58—Separation; Purification; Stabilisation; Use of additives by liquid-liquid treatment
    • 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
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/00274—Sequential or parallel reactions; Apparatus and devices for combinatorial chemistry or for making arrays; Chemical library technology
    • B01J2219/00583—Features relative to the processes being carried out
    • B01J2219/0059—Sequential processes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/02—Sulfur, selenium or tellurium; Compounds thereof
    • C07C2527/03—Acids of sulfur other than sulfhydric acid or sulfuric acid, e.g. halosulfonic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/02—Sulfur, selenium or tellurium; Compounds thereof
    • C07C2527/053—Sulfates or other compounds comprising the anion (SnO3n+1)2-
    • C07C2527/054—Sulfuric acid or other acids with the formula H2Sn03n+1
    • 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)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
KR1020187010571A 2015-09-16 2016-09-09 메타크롤레인-기반 알킬 메타크릴레이트로부터의 메타크릴산의 합성 Active KR102638806B1 (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP15185441.1A EP3144291A1 (de) 2015-09-16 2015-09-16 Synthese von methacrylsäure aus auf methacrolein basierenden alkylmethacrylat
EP15185441.1 2015-09-16
PCT/EP2016/071241 WO2017046001A1 (de) 2015-09-16 2016-09-09 Synthese von methacrylsäure aus auf methacrolein basierenden alkylmethacrylat

Publications (2)

Publication Number Publication Date
KR20180052741A KR20180052741A (ko) 2018-05-18
KR102638806B1 true KR102638806B1 (ko) 2024-02-20

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Country Status (12)

Country Link
US (1) US10479754B2 (enExample)
EP (2) EP3144291A1 (enExample)
JP (1) JP6824253B2 (enExample)
KR (1) KR102638806B1 (enExample)
CN (1) CN108137474B (enExample)
BR (1) BR112018005075B8 (enExample)
ES (1) ES2738990T3 (enExample)
RU (1) RU2722364C2 (enExample)
SA (1) SA518391122B1 (enExample)
SG (1) SG11201802077QA (enExample)
TW (1) TWI707842B (enExample)
WO (1) WO2017046001A1 (enExample)

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BR112019023830B1 (pt) * 2017-05-25 2023-02-28 Rohm And Haas Company Processo para preparar metacroleína
CN108440281B (zh) * 2018-03-16 2021-03-02 上海载正化工科技发展有限公司 化学反应装置及其应用
FR3080623B1 (fr) * 2018-04-27 2021-01-08 Arkema France Valorisation de resine (meth)acrylique par depolymerisation et hydrolyse
EP3587390A1 (de) * 2018-06-26 2020-01-01 Röhm GmbH Verfahren zur herstellung von mma in hohen ausbeuten
EP3608305A1 (en) * 2018-08-10 2020-02-12 Röhm GmbH Process for producing methacrylic acid or methacrylic acid esters
EP3760608A1 (de) * 2019-07-05 2021-01-06 Röhm GmbH Verfahren zur herstellung von alkylmethacrylaten und optional methacrylsäure
EP3786148A1 (de) 2019-08-28 2021-03-03 Röhm GmbH Vereinfachte aufarbeitung des reaktoraustrags einer oxidativen veresterung
EP3798202A1 (de) * 2019-09-25 2021-03-31 Röhm GmbH Verfahren zur aufreinigung von methylmethacrylat von leichtsiedenden komponenten
EP3798206A1 (de) * 2019-09-25 2021-03-31 Röhm GmbH Verfahren zur herstellung von alkylmethacrylaten mit verbesserter wasser- und säureführung
KR102735575B1 (ko) * 2019-10-01 2024-11-27 주식회사 엘지화학 (메트)아크릴산 및 메틸메타크릴레이트의 제조 방법
JP2023547391A (ja) * 2020-10-23 2023-11-10 レーム・ゲーエムベーハー 不要な副産物の低減によるアルキルメタクリレートの最適化された製造方法
US20240327327A1 (en) 2021-10-08 2024-10-03 Dow Global Technologies Llc Process for methacrylic acid production
EP4605365A1 (en) 2022-12-08 2025-08-27 Rohm and Haas Company Process for concurrent methyl methacrylate and methacrylic acid production

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WO2014170223A1 (de) 2013-04-19 2014-10-23 Evonik Industries Ag Verfahren zur herstellung von methylmethacrylat

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CH430691A (de) 1963-09-17 1967-02-28 Lonza Ag Verfahren zur Herstellung von Methacrylverbindungen
US3819685A (en) * 1971-12-06 1974-06-25 Standard Oil Co Preparation of esters from unsaturated aldehydes and alcohols
DE3106557A1 (de) 1981-02-21 1982-09-16 Basf Ag, 6700 Ludwigshafen Verfahren zur herstellung von (alpha)-alkylacroleinen
DE3213681A1 (de) 1982-04-14 1983-10-27 Basf Ag, 6700 Ludwigshafen Verfahren zur herstellung von (alpha)-alkylacroleinen
JP2959121B2 (ja) 1990-11-28 1999-10-06 三菱瓦斯化学株式会社 メタクリル酸の製造法
JP3681285B2 (ja) * 1997-07-08 2005-08-10 旭化成ケミカルズ株式会社 メタクリル酸メチルの製造方法
JPH11246453A (ja) * 1998-03-04 1999-09-14 Asahi Chem Ind Co Ltd メタクロレイン及びメタノールの回収方法
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CN1214865C (zh) * 2003-01-22 2005-08-17 中国科学院过程工程研究所 一种用于甲基丙烯醛一步氧化酯化生产甲基丙烯酸甲酯的新型催化剂
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Also Published As

Publication number Publication date
EP3350152B1 (de) 2019-06-12
EP3144291A1 (de) 2017-03-22
JP2018527376A (ja) 2018-09-20
BR112018005075A2 (pt) 2018-10-02
BR112018005075B8 (pt) 2021-10-05
WO2017046001A1 (de) 2017-03-23
TW201722901A (zh) 2017-07-01
US20180251418A1 (en) 2018-09-06
TWI707842B (zh) 2020-10-21
RU2018113528A3 (enExample) 2019-12-02
CN108137474A (zh) 2018-06-08
EP3350152A1 (de) 2018-07-25
ES2738990T3 (es) 2020-01-28
US10479754B2 (en) 2019-11-19
BR112018005075B1 (pt) 2021-06-29
SA518391122B1 (ar) 2022-05-08
RU2018113528A (ru) 2019-10-16
BR112018005075A8 (pt) 2018-10-02
KR20180052741A (ko) 2018-05-18
SG11201802077QA (en) 2018-04-27
CN108137474B (zh) 2021-09-17
JP6824253B2 (ja) 2021-02-03
RU2722364C2 (ru) 2020-05-29

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