CA3074006C - A catalyst and a process for the production of ethylenically unsaturated carboxylic acids or esters - Google Patents
A catalyst and a process for the production of ethylenically unsaturated carboxylic acids or esters Download PDFInfo
- Publication number
- CA3074006C CA3074006C CA3074006A CA3074006A CA3074006C CA 3074006 C CA3074006 C CA 3074006C CA 3074006 A CA3074006 A CA 3074006A CA 3074006 A CA3074006 A CA 3074006A CA 3074006 C CA3074006 C CA 3074006C
- Authority
- CA
- Canada
- Prior art keywords
- catalyst
- modifier metal
- metal
- modifier
- 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
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
- 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
- C07C67/333—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
- 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)
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 |
|---|---|
| CA3074006A1 CA3074006A1 (en) | 2019-03-21 |
| CA3074006C true CA3074006C (en) | 2024-06-11 |
Family
ID=60117209
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA3074006A Active CA3074006C (en) | 2017-09-13 | 2018-09-13 | A catalyst and a process for the production of ethylenically unsaturated carboxylic acids or esters |
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)
| 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 |
Family Cites Families (28)
| 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 |
| GB9807498D0 (en) | 1998-04-08 | 1998-06-10 | Ici Plc | Production of unsaturated acids therfore and catalysts therfor |
| 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 |
-
2017
- 2017-09-13 GB GBGB1714756.2A patent/GB201714756D0/en not_active Ceased
-
2018
- 2018-09-13 US US16/646,763 patent/US11602733B2/en active Active
- 2018-09-13 WO PCT/GB2018/052606 patent/WO2019053438A1/en not_active Ceased
- 2018-09-13 CA CA3074006A patent/CA3074006C/en active Active
- 2018-09-13 SG SG11202001886QA patent/SG11202001886QA/en unknown
- 2018-09-13 CN CN202410300905.4A patent/CN118304876A/zh active Pending
- 2018-09-13 MX MX2020002792A patent/MX2020002792A/es unknown
- 2018-09-13 KR KR1020207010608A patent/KR102740946B1/ko active Active
- 2018-09-13 CN CN201880073462.2A patent/CN111344059B/zh active Active
- 2018-09-13 JP JP2020514951A patent/JP7384788B2/ja active Active
- 2018-09-13 EP EP18773567.5A patent/EP3681628A1/en active Pending
-
2023
- 2023-07-11 JP JP2023113389A patent/JP7851891B2/ja active Active
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 |
| 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 |
| KR102740946B1 (ko) | 2024-12-11 |
| US11602733B2 (en) | 2023-03-14 |
| SG11202001886QA (en) | 2020-03-30 |
| KR20200053567A (ko) | 2020-05-18 |
| JP2020533170A (ja) | 2020-11-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request |
Effective date: 20220411 |
|
| W00 | Other event occurred |
Free format text: ST27 STATUS EVENT CODE: A-4-4-W10-W00-W100 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: LETTER SENT Effective date: 20251211 |
|
| H13 | Ip right lapsed |
Free format text: ST27 STATUS EVENT CODE: N-4-6-H10-H13-H100 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE FEE AND LATE FEE NOT PAID BY DEADLINE OF NOTICE Effective date: 20260325 |