CA2011294A1 - Catalyseur de carbonylage - Google Patents
Catalyseur de carbonylageInfo
- Publication number
- CA2011294A1 CA2011294A1 CA2011294A CA2011294A CA2011294A1 CA 2011294 A1 CA2011294 A1 CA 2011294A1 CA 2011294 A CA2011294 A CA 2011294A CA 2011294 A CA2011294 A CA 2011294A CA 2011294 A1 CA2011294 A1 CA 2011294A1
- Authority
- CA
- Canada
- Prior art keywords
- optionally substituted
- catalyst system
- group
- carbonylation catalyst
- formula
- 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
- 230000006315 carbonylation Effects 0.000 title abstract 2
- 238000005810 carbonylation reaction Methods 0.000 title abstract 2
- 239000003054 catalyst Substances 0.000 title abstract 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 125000006615 aromatic heterocyclic group Chemical group 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 1
- 150000002736 metal compounds Chemical class 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 abstract 1
- 125000006413 ring segment Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000003107 substituted aryl group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
- C07F15/006—Palladium compounds
- C07F15/0066—Palladium compounds without a metal-carbon linkage
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0201—Oxygen-containing compounds
- B01J31/0205—Oxygen-containing compounds comprising carbonyl groups or oxygen-containing derivatives, e.g. acetals, ketals, cyclic peroxides
- B01J31/0208—Ketones or ketals
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
- B01J31/0235—Nitrogen containing compounds
- B01J31/0244—Nitrogen containing compounds with nitrogen contained as ring member in aromatic compounds or moieties, e.g. pyridine
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
- B01J31/189—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms containing both nitrogen and phosphorus as complexing atoms, including e.g. phosphino moieties, in one at least bidentate or bridging ligand
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
- B01J31/2404—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/10—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide
- C07C51/14—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide on a carbon-to-carbon unsaturated bond in organic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/36—Preparation of carboxylic acid esters by reaction with carbon monoxide or formates
- C07C67/38—Preparation of carboxylic acid esters by reaction with carbon monoxide or formates by addition to an unsaturated carbon-to-carbon bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
- C07F15/0013—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group without a metal-carbon linkage
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
- C07F9/576—Six-membered rings
- C07F9/58—Pyridine rings
-
- 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
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/10—Polymerisation reactions involving at least dual use catalysts, e.g. for both oligomerisation and polymerisation
-
- 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
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/30—Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
- B01J2231/32—Addition reactions to C=C or C-C triple bonds
- B01J2231/321—Hydroformylation, metalformylation, carbonylation or hydroaminomethylation
-
- 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
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/80—Complexes comprising metals of Group VIII as the central metal
-
- 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
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/80—Complexes comprising metals of Group VIII as the central metal
- B01J2531/82—Metals of the platinum group
- B01J2531/824—Palladium
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
- B01J31/1805—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing nitrogen
- B01J31/181—Cyclic ligands, including e.g. non-condensed polycyclic ligands, comprising at least one complexing nitrogen atom as ring member, e.g. pyridine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Inorganic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (8)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB898904860A GB8904860D0 (en) | 1989-03-03 | 1989-03-03 | Process for the preparation of olefinically unsaturated compounds |
GB898918843A GB8918843D0 (en) | 1989-08-18 | 1989-08-18 | Organic phosphines |
GB8918843.7 | 1989-08-18 | ||
GB8923683.0 | 1989-10-20 | ||
GB898923683A GB8923683D0 (en) | 1989-10-20 | 1989-10-20 | Phosphorus compounds |
GB9002509.9 | 1990-02-05 | ||
GB909002509A GB9002509D0 (en) | 1990-02-05 | 1990-02-05 | Carbonylation catalyst system |
GB8904860.7 | 1990-02-05 |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2011294A1 true CA2011294A1 (fr) | 1990-09-03 |
CA2011294C CA2011294C (fr) | 2000-09-19 |
Family
ID=27450282
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002011294A Expired - Lifetime CA2011294C (fr) | 1989-03-03 | 1990-03-01 | Catalyseur de carbonylage |
Country Status (9)
Country | Link |
---|---|
US (1) | US5028576A (fr) |
EP (1) | EP0386834B1 (fr) |
JP (1) | JP2997887B2 (fr) |
KR (1) | KR0148012B1 (fr) |
AU (1) | AU623230B2 (fr) |
BR (1) | BR9000966A (fr) |
CA (1) | CA2011294C (fr) |
DE (1) | DE69000840T2 (fr) |
ES (1) | ES2054210T3 (fr) |
Families Citing this family (31)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5103043A (en) * | 1989-03-03 | 1992-04-07 | Shell Oil Company | Carbonylation catalyst system |
GB8923683D0 (en) * | 1989-10-20 | 1989-12-06 | Shell Int Research | Phosphorus compounds |
CA2055628A1 (fr) * | 1990-12-03 | 1992-06-04 | Eit Drent | Procede de carbonylation et composition de catalyseur |
US5475083A (en) * | 1990-12-05 | 1995-12-12 | Dsm N.V. | Composition of an ethylene/carbon monoxide copolymer |
GB9111583D0 (en) * | 1991-05-30 | 1991-07-24 | Shell Int Research | Carbonylation catalyst system |
GB9103214D0 (en) * | 1991-02-15 | 1991-04-03 | Shell Int Research | Process for the preparation of diarylphosphino pyridines |
FR2675797B1 (fr) * | 1991-04-26 | 1994-10-28 | Rhone Poulenc Chimie | Procede de preparation de l'acide adipique par hydrocarboxylation d'acides penteniques. |
US5258546A (en) * | 1991-05-30 | 1993-11-02 | Shell Oil Company | Carbonylation catalyst system |
EP0565199B1 (fr) * | 1992-04-08 | 1996-09-04 | Shell Internationale Researchmaatschappij B.V. | Procédé de carboxylation utilisant un catalyseur palladium-phosphine |
US5254720A (en) * | 1992-12-28 | 1993-10-19 | Ethyl Corporation | Process for preparing aryl-substituted aliphatic carboxylic acids and their alkyl esters |
US5414109A (en) * | 1993-03-19 | 1995-05-09 | Shell Oil Company | Process for the carbonylation of acetylenically unsaturated compounds |
KR960031420A (ko) * | 1995-02-22 | 1996-09-17 | 미키엘 크램윈켈. | 부티디엔 또는 부타디엔 유도체의 카르보닐화 방법 |
US5719313A (en) * | 1995-03-16 | 1998-02-17 | Shell Oil Company | Carbonylation catalyst system and a process for the carbonylation of acetylenically unsaturated compounds |
TW414789B (en) * | 1996-03-26 | 2000-12-11 | Shell Int Research | Process for the carbonylation of acetylenically unsaturated compounds |
IT1289989B1 (it) * | 1997-02-27 | 1998-10-19 | Enichem Spa | Processo per l'idrossilazione di idrocarburi aromatici |
US5874628A (en) * | 1997-03-26 | 1999-02-23 | Monsanto Company | Method for preparation of tertiary phosphines via nickel-catalyzed cross coupling |
GB0218613D0 (en) * | 2002-08-10 | 2002-09-18 | Lucite Int Uk Ltd | Process for the carbonylation of ethylenically unsaturated compounds |
EP1651587A1 (fr) | 2003-07-03 | 2006-05-03 | Lucite International UK Limited | Procede d'hydroformylation de composes ethyleniquement insatures |
GB0403592D0 (en) | 2004-02-18 | 2004-03-24 | Lucite Int Uk Ltd | A catalyst system |
GB0411951D0 (en) * | 2004-05-28 | 2004-06-30 | Lucite Int Uk Ltd | Carbonylation of ester |
GB0516556D0 (en) | 2005-08-12 | 2005-09-21 | Lucite Int Uk Ltd | Improved catalyst system |
KR101633325B1 (ko) | 2005-11-17 | 2016-06-24 | 루사이트 인터내셔널 유케이 리미티드 | 에틸렌성 불포화 화합물의 카르보닐화 |
GB0607494D0 (en) | 2006-04-13 | 2006-05-24 | Lucite Int Uk Ltd | Metal complexes |
ES2729615T3 (es) * | 2006-12-02 | 2019-11-05 | Lucite Int Uk Ltd | Nuevos ligandos de carbonilación y su uso en la carbonilación de compuestos etilénicamente insaturados |
GB0625518D0 (en) * | 2006-12-21 | 2007-01-31 | Lucite Int Uk Ltd | Carbonylation of conjugated dienes |
KR101382558B1 (ko) * | 2007-12-28 | 2014-04-09 | 주식회사 효성 | 폴리케톤의 제조방법 |
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 |
AU2010221662B2 (en) | 2009-03-04 | 2015-04-02 | Chevron Phillips Chemical Company Lp | Selective hydrogenation catalyst and methods of making and using same |
GB201000078D0 (en) | 2010-01-05 | 2010-02-17 | Lucite Int Uk Ltd | Process for the carbonylation of ethylenically unsaturated compounds, novel carbonylation ligands and catalyst systems incorporatng such ligands |
ZA201605001B (en) * | 2015-07-23 | 2017-09-27 | Evonik Degussa Gmbh | Ferrocene-based compounds and palladium catalysts based thereon for the alkoxycarbonylation of ethylenically unsaturated compounds |
ES2754370T3 (es) | 2016-07-19 | 2020-04-17 | Evonik Operations Gmbh | Procedimiento para la alcoxicarbonilación de compuestos con insaturación etilénica con ligandos monofosfina |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4124533A (en) * | 1971-03-08 | 1978-11-07 | Monsanto Company | Metal coordination complexes containing optically active phosphine or arsine ligands |
EP0158875B1 (fr) * | 1984-04-19 | 1989-12-13 | F. Hoffmann-La Roche Ag | Rhodium-diphosphine complexes chirales pour des hydrogénatiens asymmétriques |
GB8432376D0 (en) * | 1984-12-21 | 1985-02-06 | Shell Int Research | Carbonylation of acetylenically unsaturated compounds |
GB8501919D0 (en) * | 1985-01-25 | 1985-02-27 | Shell Int Research | Carbonylation of allenically unsaturated compounds |
CA1305695C (fr) * | 1986-08-22 | 1992-07-28 | Eit Drent | Compositions de catalyseurs et procede pour la copolymerisation olefine-co |
CA1331173C (fr) * | 1986-12-05 | 1994-08-02 | Eit Drent | Procede pour la carboxylation de composes acetyleniquement insatures |
GB8705699D0 (en) * | 1987-03-11 | 1987-04-15 | Shell Int Research | Carbonylation of olefinically unsaturated compounds |
US4880902A (en) * | 1987-08-27 | 1989-11-14 | Shell Oil Company | Copolymerization of carbon monoxide and olefin with diphosphine having heterocyclic substituents as catalyst |
-
1990
- 1990-02-28 KR KR1019900002671A patent/KR0148012B1/ko not_active IP Right Cessation
- 1990-03-01 CA CA002011294A patent/CA2011294C/fr not_active Expired - Lifetime
- 1990-03-01 AU AU50632/90A patent/AU623230B2/en not_active Expired
- 1990-03-01 US US07/486,993 patent/US5028576A/en not_active Expired - Lifetime
- 1990-03-01 BR BR909000966A patent/BR9000966A/pt not_active IP Right Cessation
- 1990-03-01 JP JP2047398A patent/JP2997887B2/ja not_active Expired - Lifetime
- 1990-03-01 DE DE9090200492T patent/DE69000840T2/de not_active Expired - Lifetime
- 1990-03-01 ES ES90200492T patent/ES2054210T3/es not_active Expired - Lifetime
- 1990-03-01 EP EP90200492A patent/EP0386834B1/fr not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
EP0386834A1 (fr) | 1990-09-12 |
DE69000840D1 (de) | 1993-03-18 |
AU5063290A (en) | 1990-09-06 |
ES2054210T3 (es) | 1994-08-01 |
KR900014031A (ko) | 1990-10-22 |
JPH02277550A (ja) | 1990-11-14 |
BR9000966A (pt) | 1991-02-19 |
JP2997887B2 (ja) | 2000-01-11 |
EP0386834B1 (fr) | 1993-02-03 |
AU623230B2 (en) | 1992-05-07 |
CA2011294C (fr) | 2000-09-19 |
US5028576A (en) | 1991-07-02 |
DE69000840T2 (de) | 1993-06-03 |
KR0148012B1 (ko) | 1998-08-17 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
EEER | Examination request | ||
MKEX | Expiry |