KR102740946B1 - 에틸렌성 불포화 카복실산 또는 에스테르의 제조를 위한 촉매 및 방법 - Google Patents

에틸렌성 불포화 카복실산 또는 에스테르의 제조를 위한 촉매 및 방법 Download PDF

Info

Publication number
KR102740946B1
KR102740946B1 KR1020207010608A KR20207010608A KR102740946B1 KR 102740946 B1 KR102740946 B1 KR 102740946B1 KR 1020207010608 A KR1020207010608 A KR 1020207010608A KR 20207010608 A KR20207010608 A KR 20207010608A KR 102740946 B1 KR102740946 B1 KR 102740946B1
Authority
KR
South Korea
Prior art keywords
metal
zirconium
modifier
catalyst
silica support
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.)
Active
Application number
KR1020207010608A
Other languages
English (en)
Korean (ko)
Other versions
KR20200053567A (ko
Inventor
아담 컬렌
데이비드 윌리엄 존슨
이언 앤드류 요크
Original Assignee
미쓰비시 케미컬 유케이 리미티드
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by 미쓰비시 케미컬 유케이 리미티드 filed Critical 미쓰비시 케미컬 유케이 리미티드
Publication of KR20200053567A publication Critical patent/KR20200053567A/ko
Application granted granted Critical
Publication of KR102740946B1 publication Critical patent/KR102740946B1/ko
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • 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
    • B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
    • B01J21/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
    • B01J21/08—Silica
    • 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
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/02—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the alkali- or alkaline earth metals or beryllium
    • B01J23/04—Alkali metals
    • 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
    • B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
    • B01J37/02—Impregnation, coating or precipitation
    • B01J37/0201—Impregnation
    • B01J37/0203—Impregnation the impregnation liquid containing organic compounds
    • 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
    • B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
    • B01J37/02—Impregnation, coating or precipitation
    • B01J37/0201—Impregnation
    • B01J37/0207—Pretreatment of the support
    • 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
    • B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
    • B01J37/08—Heat treatment
    • B01J37/082—Decomposition and pyrolysis
    • B01J37/086—Decomposition of an organometallic compound, a metal complex or a metal salt of a carboxylic acid
    • 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
    • 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
    • C07C67/333—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
    • C07C67/343—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • 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
    • B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
    • B01J21/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
    • B01J21/066—Zirconium or hafnium; Oxides or hydroxides thereof
    • 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
    • B01J2235/00—Indexing scheme associated with group B01J35/00, related to the analysis techniques used to determine the catalysts form or properties
    • 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
    • B01J2235/00—Indexing scheme associated with group B01J35/00, related to the analysis techniques used to determine the catalysts form or properties
    • B01J2235/15—X-ray diffraction
    • 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
    • B01J2235/00—Indexing scheme associated with group B01J35/00, related to the analysis techniques used to determine the catalysts form or properties
    • B01J2235/30—Scanning electron microscopy; Transmission electron microscopy
    • 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
    • B01J35/00—Catalysts, in general, characterised by their form or physical properties
    • B01J35/30—Catalysts, in general, characterised by their form or physical properties characterised by their physical properties
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
    • C07C51/353—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by isomerisation; by change of size of the carbon skeleton
    • 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
    • C07C67/313—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by introduction of doubly bound oxygen containing functional groups, e.g. carboxyl groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Materials Engineering (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Inorganic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Thermal Sciences (AREA)
  • Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
KR1020207010608A 2017-09-13 2018-09-13 에틸렌성 불포화 카복실산 또는 에스테르의 제조를 위한 촉매 및 방법 Active KR102740946B1 (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GBGB1714756.2A GB201714756D0 (en) 2017-09-13 2017-09-13 A catalyst and a process for the production of ethylenicallly unsaturated carboxylic acids or esters
GB1714756.2 2017-09-13
PCT/GB2018/052606 WO2019053438A1 (en) 2017-09-13 2018-09-13 PROCESS AND CATALYST FOR PRODUCTION OF CARBOXYLIC ACIDS OR ESTERS WITH ETHYLENE UNSATURATION

Publications (2)

Publication Number Publication Date
KR20200053567A KR20200053567A (ko) 2020-05-18
KR102740946B1 true KR102740946B1 (ko) 2024-12-11

Family

ID=60117209

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1020207010608A Active KR102740946B1 (ko) 2017-09-13 2018-09-13 에틸렌성 불포화 카복실산 또는 에스테르의 제조를 위한 촉매 및 방법

Country Status (10)

Country Link
US (1) US11602733B2 (https=)
EP (1) EP3681628A1 (https=)
JP (2) JP7384788B2 (https=)
KR (1) KR102740946B1 (https=)
CN (2) CN118304876A (https=)
CA (1) CA3074006C (https=)
GB (1) GB201714756D0 (https=)
MX (1) MX2020002792A (https=)
SG (1) SG11202001886QA (https=)
WO (1) WO2019053438A1 (https=)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB201714756D0 (en) 2017-09-13 2017-10-25 Lucite Int Uk Ltd A catalyst and a process for the production of ethylenicallly unsaturated carboxylic acids or esters
EP3939698A4 (en) 2019-03-12 2022-06-08 Mitsubishi Chemical Corporation CATALYST, METHOD FOR PREPARING CATALYST AND METHOD FOR PRODUCING UNSATURATED CARBOXYLIC ACID AND/OR UNSATURATED CARBOXYLIC ACID ESTER
GB201903455D0 (en) * 2019-03-13 2019-04-24 Lucite Int Uk Ltd A process for the protection of a catalyst, a catalyst therefrom and a process for production of ethylenically unsaturated carboxlyic acids or esters
GB201910754D0 (en) 2019-07-26 2019-09-11 Lucite Int Uk Ltd A catalyst and a process for the production of ethylenically unsaturated carboxylic acids or esters
CN112707814A (zh) * 2019-10-25 2021-04-27 中国石油化工股份有限公司 用醋酸甲酯制备丙烯酸甲酯的方法
US11806694B2 (en) 2020-03-12 2023-11-07 Mitsubishi Chemical UK Limited Catalyst and a process for the production of ethylenically unsaturated carboxylic acids or esters
US12064750B2 (en) * 2020-09-17 2024-08-20 Sk Innovation Co., Ltd. Cobalt-based single-atom dehydrogenation catalysts having high selectivity and regenerability and method for producing corresponding olefins from paraffins using the same
JPWO2022196717A1 (https=) * 2021-03-16 2022-09-22
WO2022255368A1 (ja) * 2021-06-01 2022-12-08 三菱ケミカル株式会社 触媒、触媒の製造方法、並びに不飽和カルボン酸及び／又は不飽和カルボン酸エステルの製造方法
CN115814841A (zh) * 2021-10-31 2023-03-21 浙江新和成股份有限公司 功能化介孔材料催化剂及其制备方法和应用
CN117205909A (zh) * 2023-09-05 2023-12-12 中国科学院过程工程研究所 一种聚合物修饰的羟醛缩合催化剂的制备方法及应用
CN119793495B (zh) * 2023-10-09 2025-10-31 中国石油化工股份有限公司 醋酸甲酯与甲醛缩合制备丙烯酸甲酯用催化剂及其制备方法以及丙烯酸甲酯的制备方法
CN117563577B (zh) * 2023-11-16 2024-10-25 中国科学院过程工程研究所 一种二氧化硅载体表面羟基调控方法应用于合成甲基丙烯酸甲酯催化剂的制备
CN117654466B (zh) * 2024-02-01 2024-04-23 浙江新和成股份有限公司 催化剂及其制备方法、烯属不饱和酸或其酯的制备方法

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999052628A1 (en) * 1998-04-08 1999-10-21 Ineos Acrylics Uk Limited Production of unsaturated acids or esters thereof and catalysts therefor

Family Cites Families (27)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3933888A (en) * 1972-10-06 1976-01-20 Rohm And Haas Company Production of unsaturated acids, esters and nitriles, and catalyst therefor
CA1090764A (en) * 1977-09-21 1980-12-02 Yu-Tang Hwang Polymerization catalyst and method
US4357451A (en) 1980-05-21 1982-11-02 Phillips Petroleum Company Chemical dehydroxylation of silica
US4308172A (en) 1980-05-21 1981-12-29 Phillips Petroleum Company Chemical dehydroxylation of silica
US4412914A (en) * 1981-08-10 1983-11-01 Ashland Oil, Inc. Endothermic removal of coke deposited on sorbent materials during carbo-metallic oil conversion
US5069816A (en) * 1988-01-11 1991-12-03 Mmii Incorporated Zirconium silica hydrogel compositions and methods of preparation
US5583085A (en) 1994-06-13 1996-12-10 W. R. Grace & Co.-Conn. Preparation of dehydroxylated supports
EP0775164B1 (en) 1994-08-03 2001-11-07 ExxonMobil Chemical Patents Inc. Supported ionic catalyst composition
IT1272939B (it) 1995-02-01 1997-07-01 Enichem Spa Catalizzatore metallocenico supportato per la (co)polimerizzazione delle olefine
JP2001087650A (ja) * 1999-09-22 2001-04-03 Suzuki Motor Corp 触媒担体及び触媒製造方法
JP2002244781A (ja) 2001-02-15 2002-08-30 Wacom Co Ltd 入力システム、プログラム、及び、記録媒体
US6887822B2 (en) 2001-09-25 2005-05-03 Pq Corporation Method for making silica supported, crush-resistant catalysts
WO2007005676A2 (en) 2005-07-01 2007-01-11 Albemarle Corporation Activator compositions and their use in catalysts and olefin polymerization
US7696125B2 (en) * 2005-07-06 2010-04-13 Lee Chang Yung Chemical Industry Corporation Catalyst and process for preparing carboxylic acid esters
BRPI0801595A2 (pt) * 2007-05-31 2009-03-17 Goodyear Tire & Rubber elastÈmeros contendo cargas siliciosas metalizadas
DE102007025223A1 (de) * 2007-05-31 2008-12-04 Süd-Chemie AG Zirkoniumoxid-dotierter VAM-Schalenkatalysator, Verfahren zu dessen Herstellung sowie dessen Verwendung
EP2173485A1 (en) 2007-07-05 2010-04-14 Grace GmbH & Co. KG Method for making inorganic oxide supported catalysts
GB0812297D0 (en) * 2008-07-04 2008-08-13 Lucite Int Uk Ltd Novel carbonylation ligand sand thier use of in the carbonylation of ethylenically unsaturated compounds
GB201011091D0 (en) 2010-07-01 2010-08-18 Lucite Int Uk Ltd A catalyst and a process for the production of ethylenically unsaturated carboxylic acids or esters
SG189244A1 (en) * 2010-10-07 2013-05-31 Rohm & Haas Process for production of methacrylic acid ester
JP2013053128A (ja) 2011-08-11 2013-03-21 Sumitomo Chemical Co Ltd メタクリル酸化合物の製造方法及び触媒
GB201214122D0 (en) * 2012-08-07 2012-09-19 Oxford Catalysts Ltd Treating of catalyst support
FR2997397B1 (fr) * 2012-10-29 2014-11-07 Arkema France Procede de synthese directe d'aldehydes insatures a partir de melanges d'alcools
US9192919B2 (en) * 2013-03-14 2015-11-24 Uchicago Argonne, Llc Selective alkane activation with single-site atoms on amorphous support
US9217049B2 (en) * 2013-11-19 2015-12-22 Chevron Phillips Chemical Company Lp Dual catalyst systems for producing polymers with a broad molecular weight distribution and a uniform short chain branch distribution
CN103801280A (zh) * 2014-01-26 2014-05-21 上海华谊（集团）公司 一种Cs负载型硅基催化剂及其制备方法和应用
GB201714756D0 (en) 2017-09-13 2017-10-25 Lucite Int Uk Ltd A catalyst and a process for the production of ethylenicallly unsaturated carboxylic acids or esters

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999052628A1 (en) * 1998-04-08 1999-10-21 Ineos Acrylics Uk Limited Production of unsaturated acids or esters thereof and catalysts therefor

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
Quadrelli, E. 등, On silsesquioxanes’ accuracy as molecular models for silica-grafted complexs in heterogeneous catalysis, Coordination chemistry reviews. 2010, 254, pp.707-728 (2009.10.2.)*
Salinier, V. 등, Silica-supported zirconium complexes and their polyoligosilsesquioxane analogues in the transesterification of acrylates, Anal. Synth. Catal. 2009, 351, pp.2168-2177 (2009.9.10.)*

Also Published As

Publication number Publication date
US20200269214A1 (en) 2020-08-27
CN118304876A (zh) 2024-07-09
WO2019053438A1 (en) 2019-03-21
MX2020002792A (es) 2020-07-22
EP3681628A1 (en) 2020-07-22
JP2023153789A (ja) 2023-10-18
JP7851891B2 (ja) 2026-04-27
CN111344059A (zh) 2020-06-26
CA3074006C (en) 2024-06-11
CN111344059B (zh) 2024-04-19
RU2020113238A (ru) 2021-10-15
RU2020113238A3 (https=) 2021-10-28
GB201714756D0 (en) 2017-10-25
JP7384788B2 (ja) 2023-11-21
CA3074006A1 (en) 2019-03-21
BR112020004960A2 (pt) 2020-09-15
US11602733B2 (en) 2023-03-14
SG11202001886QA (en) 2020-03-30
KR20200053567A (ko) 2020-05-18
JP2020533170A (ja) 2020-11-19

Similar Documents

Publication Publication Date Title
KR102740946B1 (ko) 에틸렌성 불포화 카복실산 또는 에스테르의 제조를 위한 촉매 및 방법
US11806694B2 (en) Catalyst and a process for the production of ethylenically unsaturated carboxylic acids or esters
JP2025116211A (ja) 触媒の生成のための方法、そこからの触媒、及びエチレン性不飽和カルボン酸若しくはエステルの生成のための方法
CN114173921B (zh) 用于产生烯属不饱和羧酸或羧酸酯的催化剂和工艺
US12311340B2 (en) Catalyst and a process for the production of ethylenically unsaturated carboxylic acids or esters
TWI873083B (zh) 用於製造乙烯性不飽和羧酸或酯之催化劑及方法
CA3132627C (en) A catalyst and a process for the production of ethylenically unsaturated carboxylic acids or esters
RU2784808C2 (ru) Катализатор и способ получения этиленненасыщенных карбоновых кислот или сложных эфиров
RU2822513C2 (ru) Способ получения катализатора, катализатор, посредством него, и способ получения этиленненасыщенных карбоновых кислот или эфиров
BR112020004960B1 (pt) Catalisador, suporte de sílica modificada para um catalisador, e,métodos de produção de um suporte de sílica modificada, de um catalisador e de um éster ou ácido carboxílico etilenicamente insaturado

Legal Events

Date Code Title Description
PA0105 International application

St.27 status event code: A-0-1-A10-A15-nap-PA0105

P11-X000 Amendment of application requested

St.27 status event code: A-2-2-P10-P11-nap-X000

P13-X000 Application amended

St.27 status event code: A-2-2-P10-P13-nap-X000

PG1501 Laying open of application

St.27 status event code: A-1-1-Q10-Q12-nap-PG1501

PN2301 Change of applicant

St.27 status event code: A-3-3-R10-R13-asn-PN2301

St.27 status event code: A-3-3-R10-R11-asn-PN2301

A201 Request for examination
E13-X000 Pre-grant limitation requested

St.27 status event code: A-2-3-E10-E13-lim-X000

P11-X000 Amendment of application requested

St.27 status event code: A-2-2-P10-P11-nap-X000

P13-X000 Application amended

St.27 status event code: A-2-2-P10-P13-nap-X000

PA0201 Request for examination

St.27 status event code: A-1-2-D10-D11-exm-PA0201

E902 Notification of reason for refusal
PE0902 Notice of grounds for rejection

St.27 status event code: A-1-2-D10-D21-exm-PE0902

T11-X000 Administrative time limit extension requested

St.27 status event code: U-3-3-T10-T11-oth-X000

P11-X000 Amendment of application requested

St.27 status event code: A-2-2-P10-P11-nap-X000

P13-X000 Application amended

St.27 status event code: A-2-2-P10-P13-nap-X000

E902 Notification of reason for refusal
PE0902 Notice of grounds for rejection

St.27 status event code: A-1-2-D10-D21-exm-PE0902

P11-X000 Amendment of application requested

St.27 status event code: A-2-2-P10-P11-nap-X000

P13-X000 Application amended

St.27 status event code: A-2-2-P10-P13-nap-X000

PE0701 Decision of registration

St.27 status event code: A-1-2-D10-D22-exm-PE0701

PR0701 Registration of establishment

St.27 status event code: A-2-4-F10-F11-exm-PR0701

PR1002 Payment of registration fee

St.27 status event code: A-2-2-U10-U12-oth-PR1002

Fee payment year number: 1

PG1601 Publication of registration

St.27 status event code: A-4-4-Q10-Q13-nap-PG1601