JP5823967B2 - 気相ヒドロホルミル化方法 - Google Patents
気相ヒドロホルミル化方法 Download PDFInfo
- Publication number
- JP5823967B2 JP5823967B2 JP2012534224A JP2012534224A JP5823967B2 JP 5823967 B2 JP5823967 B2 JP 5823967B2 JP 2012534224 A JP2012534224 A JP 2012534224A JP 2012534224 A JP2012534224 A JP 2012534224A JP 5823967 B2 JP5823967 B2 JP 5823967B2
- Authority
- JP
- Japan
- Prior art keywords
- catalyst
- ligand
- hydroformylation
- reaction
- radicals
- 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.)
- Expired - Fee Related
Links
- 0 *=CCC1NO*NCO*OC([N+])OCCC*1 Chemical compound *=CCC1NO*NCO*OC([N+])OCCC*1 0.000 description 11
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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
- 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
- B01J31/1845—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 phosphorus
- B01J31/185—Phosphites ((RO)3P), their isomeric phosphonates (R(RO)2P=O) and RO-substitution derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B41/00—Formation or introduction of functional groups containing oxygen
- C07B41/06—Formation or introduction of functional groups containing oxygen of carbonyl groups
-
- 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
- C07C45/49—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with carbon monoxide
- C07C45/50—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with carbon monoxide by oxo-reactions
-
- 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
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/141—Esters of phosphorous acids
- C07F9/145—Esters of phosphorous acids with hydroxyaryl compounds
-
- 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
- C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
- C07F9/6571—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and oxygen atoms as the only ring hetero atoms
- C07F9/6574—Esters of oxyacids of phosphorus
- C07F9/65746—Esters of oxyacids of phosphorus the molecule containing more than one cyclic phosphorus atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US25245009P | 2009-10-16 | 2009-10-16 | |
| US61/252,450 | 2009-10-16 | ||
| PCT/US2010/051576 WO2011046781A1 (en) | 2009-10-16 | 2010-10-06 | Gas phase hydroformylation process |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013508274A JP2013508274A (ja) | 2013-03-07 |
| JP2013508274A5 JP2013508274A5 (enExample) | 2013-11-21 |
| JP5823967B2 true JP5823967B2 (ja) | 2015-11-25 |
Family
ID=43568184
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012534224A Expired - Fee Related JP5823967B2 (ja) | 2009-10-16 | 2010-10-06 | 気相ヒドロホルミル化方法 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US8586800B2 (enExample) |
| EP (1) | EP2488539B2 (enExample) |
| JP (1) | JP5823967B2 (enExample) |
| CN (2) | CN102574878A (enExample) |
| WO (1) | WO2011046781A1 (enExample) |
| ZA (1) | ZA201202751B (enExample) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104379258B (zh) * | 2012-06-04 | 2017-05-03 | 陶氏技术投资有限责任公司 | 加氢甲酰化方法 |
| DE102013201668B4 (de) | 2013-02-01 | 2019-05-16 | Evonik Degussa Gmbh | Verfahren zur selektiven Ruthenium-katalysierten Hydroaminomethylierung von Olefinen |
| DE102013217174A1 (de) * | 2013-08-28 | 2015-03-05 | Evonik Industries Ag | Zusammensetzung und deren Verwendung in Verfahren zur Hydroformylierung von ungesättigten Verbindungen |
| DE102014209533A1 (de) * | 2014-05-20 | 2015-12-17 | Evonik Degussa Gmbh | Gemische von Monophosphitligand und deren Verwendung zur Katalyse einer Hydroformylierungsreaktion |
| CN104475161B (zh) * | 2014-12-03 | 2016-09-14 | 中国石油大学(北京) | 铁磁性纳米颗粒固载铑络合物的氢甲酰化催化剂的制法 |
| EP3029045B1 (de) * | 2014-12-04 | 2018-06-13 | Evonik Degussa GmbH | Bisphosphite die eine 2,3 -Biphenol-Einheit als Zentral-Baustein aufweisen |
| EP3130399B1 (de) | 2015-08-12 | 2021-07-07 | Basf Se | Verfahren zur hydroformylierung von olefinen und/oder alkinen in der gasphase mit einem gemisch aus wasserstoff und kohlenmonoxid in gegenwart von heterogenem katalysator |
| JP7180603B2 (ja) | 2017-08-24 | 2022-11-30 | 三菱ケミカル株式会社 | ジヒドロキシビフェニル化合物、ビスホスファイト化合物、触媒、アルデヒド類の製造方法及びアルコールの製造方法 |
| US10654784B2 (en) * | 2018-10-05 | 2020-05-19 | Evonik Operations Gmbh | Process for hydroformylating short-chain olefins in the gas phase |
| EP4074722A1 (de) * | 2021-04-16 | 2022-10-19 | Evonik Operations GmbH | Diphosphite mit einem offenen, 3-methylierten flügelbaustein |
| CN113181966B (zh) * | 2021-04-25 | 2022-08-30 | 中国科学院兰州化学物理研究所 | 一种用于烯烃氢甲酰化反应的碳负载氮配位钴铁双金属催化剂的制备及应用 |
| EP4091712B1 (de) * | 2021-05-18 | 2024-05-15 | Evonik Oxeno GmbH & Co. KG | Verfahren zur regenerierung eines katalysators für die hydroformylierung von olefinen in der gasphase |
| US20250128245A1 (en) * | 2021-12-16 | 2025-04-24 | Dow Technology Investments Llc | Compounds, transition metal complex hydroformylation catalyst precuror compositions comprising such compounds, and hydroformylation processes |
| CN118338965A (zh) * | 2021-12-16 | 2024-07-12 | 陶氏技术投资有限责任公司 | 包含此类化合物的过渡金属络合物加氢甲酰化催化剂前体组合物和加氢甲酰化方法 |
| CN114931961B (zh) * | 2022-06-10 | 2024-02-27 | 万华化学集团股份有限公司 | 一种氢甲酰化催化剂及其应用 |
| CN116019116B (zh) * | 2022-12-07 | 2024-01-12 | 孟州农达生化制品有限公司 | 一种农药粉剂及其使用方法 |
| CN117380223B (zh) * | 2023-10-12 | 2025-11-04 | 北京高新利华科技股份有限公司 | 铑基催化剂及其制法和应用 |
| WO2025170886A1 (en) * | 2024-02-06 | 2025-08-14 | Eastman Chemical Company | Purge for a gas-stripping hydroformylation reactor for oxo aldehydes |
| CN119591482B (zh) * | 2024-11-19 | 2026-01-23 | 成都欣华源科技有限责任公司 | 一种高碳烯烃氢甲酰化连续循环工艺及系统 |
Family Cites Families (56)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3352924A (en) | 1963-01-23 | 1967-11-14 | Exxon Research Engineering Co | Carbonylation reactions |
| US3415906A (en) | 1964-05-29 | 1968-12-10 | Hooker Chemical Corp | Phosphite phospholane and phosphorinane compounds |
| US3527809A (en) | 1967-08-03 | 1970-09-08 | Union Carbide Corp | Hydroformylation process |
| US4487972A (en) | 1967-10-02 | 1984-12-11 | Mobil Oil Corporation | Production of oxygenated compounds |
| US3847997A (en) | 1969-06-12 | 1974-11-12 | Phillips Petroleum Co | Hydroformylation process and catalyst |
| US4098727A (en) | 1970-07-23 | 1978-07-04 | Mobil Oil Corporation | Insoluble polymers having functional groups containing chemically bonded Group VIII metal |
| US4045493A (en) | 1975-02-03 | 1977-08-30 | Standard Oil Company (Indiana) | Hydroformylation of olefins |
| US4148830A (en) | 1975-03-07 | 1979-04-10 | Union Carbide Corporation | Hydroformylation of olefins |
| US4144191A (en) | 1977-06-06 | 1979-03-13 | The Dow Chemical Company | Amine-resin supported rhodium-cobalt carbonyl bimetallic clusters as novel hydroformylation catalysts |
| US4185038A (en) | 1978-07-14 | 1980-01-22 | Conoco, Inc. | Hydroformylation catalysts containing rhodium (I) or iridium (I) chemically bound directly to inorganic polymers |
| US4386013A (en) | 1981-08-24 | 1983-05-31 | Occidental Research Corporation | Hydroformylation process utilizing novel catalyst |
| US4361711A (en) | 1981-12-18 | 1982-11-30 | The Standard Oil Company | Alcohols from olefins and synthesis gas |
| US4504684A (en) | 1982-01-06 | 1985-03-12 | The Standard Oil Company | Metal coordination polymers as hydroformylation and hydrogenation catalysts |
| GB8334359D0 (en) | 1983-12-23 | 1984-02-01 | Davy Mckee Ltd | Process |
| US4599206A (en) | 1984-02-17 | 1986-07-08 | Union Carbide Corporation | Transition metal complex catalyzed reactions |
| US4567302A (en) | 1984-07-20 | 1986-01-28 | Angus Chemical | Polymeric quaternary ammonium salts possessing antimicrobial activity and methods for preparation and use thereof |
| US4737588A (en) | 1984-12-28 | 1988-04-12 | Union Carbide Corporation | Transition metal complex catalyzed reactions |
| US4885401A (en) | 1985-09-05 | 1989-12-05 | Union Carbide Corporation | Bis-phosphite compounds |
| US4748261A (en) | 1985-09-05 | 1988-05-31 | Union Carbide Corporation | Bis-phosphite compounds |
| US4668651A (en) | 1985-09-05 | 1987-05-26 | Union Carbide Corporation | Transition metal complex catalyzed processes |
| US4774361A (en) | 1986-05-20 | 1988-09-27 | Union Carbide Corporation | Transition metal complex catalyzed reactions |
| US4835299A (en) | 1987-03-31 | 1989-05-30 | Union Carbide Corporation | Process for purifying tertiary organophosphites |
| US5113022A (en) | 1988-08-05 | 1992-05-12 | Union Carbide Chemicals & Plastics Technology Corporation | Ionic phosphites used in homogeneous transition metal catalyzed processes |
| US4861918A (en) * | 1988-08-12 | 1989-08-29 | Union Carbide Corporation | Reactivation of hydroformylation catalysts |
| US5277532A (en) | 1989-07-31 | 1994-01-11 | Cefin S.P.A. | Mechanical acceleration device in can welding machines |
| KR910006419B1 (ko) | 1989-09-25 | 1991-08-24 | 한국과학기술원 | 옥소 반응용 폴리스티렌 담지 로듐 촉매의 제조방법 |
| DE4026406A1 (de) | 1990-08-21 | 1992-02-27 | Basf Ag | Rhodiumhydroformylierungskatalysatoren mit bis-phosphit-liganden |
| US5179055A (en) | 1990-09-24 | 1993-01-12 | New York University | Cationic rhodium bis(dioxaphosphorus heterocycle) complexes and their use in the branched product regioselective hydroformylation of olefins |
| US5183943A (en) | 1991-03-18 | 1993-02-02 | Union Carbide Chemicals & Plastics Technology Corporation | Reactivation of hydroformylation catalysts |
| TW213465B (enExample) | 1991-06-11 | 1993-09-21 | Mitsubishi Chemicals Co Ltd | |
| US5409877A (en) | 1991-08-22 | 1995-04-25 | Director-General Of Agency Of Industrial Science And Technology | Catalyst for producing aldehyde and alcohol from olefin, carbon monoxide and hydrogen |
| DE4204808A1 (de) | 1992-02-18 | 1993-08-19 | Basf Ag | Verfahren zur herstellung von (omega)-formylalkancarbonsaeureestern |
| CN1029774C (zh) * | 1992-06-19 | 1995-09-20 | 联合碳化化学品及塑料有限公司 | 铑络合物加氢甲酰化催化剂以及该催化剂的前体组合物 |
| US5312996A (en) | 1992-06-29 | 1994-05-17 | Union Carbide Chemicals & Plastics Technology Corporation | Hydroformylation process for producing 1,6-hexanedials |
| US5364950A (en) | 1992-09-29 | 1994-11-15 | Union Carbide Chimicals & Plastics Technology Corporation | Process for stabilizing phosphite ligands in hydroformylation reaction mixtures |
| US5288918A (en) * | 1992-09-29 | 1994-02-22 | Union Carbide Chemicals & Plastics Technology Corporation | Hydroformylation process |
| US5789625A (en) * | 1995-12-06 | 1998-08-04 | Union Carbide Chemicals & Plastics Technology Corporation | Metal-ligand complex catalyzed processes |
| US5767321A (en) | 1995-12-06 | 1998-06-16 | Union Carbide Chemicals & Plastics Technology Corporation | Metal-ligand complex catalyzed processes |
| US5741942A (en) | 1996-11-26 | 1998-04-21 | Union Carbide Chemicals & Plastics Technology Corporation | Metal-ligand complex catalyzed processes |
| SK68698A3 (en) | 1995-12-06 | 1999-02-11 | Union Carbide Chem Plastic | Improved metal-ligand complex catalyzed processes |
| US5892119A (en) | 1996-11-26 | 1999-04-06 | Union Carbide Chemicals & Plastics Technology Corporation | Metal-ligand complex catalyzed processes |
| US5874640A (en) | 1996-11-26 | 1999-02-23 | Union Carbide Chemicals & Plastics Technology Corporation | Metal-ligand complex catalyzed processes |
| US5789333A (en) | 1997-03-05 | 1998-08-04 | Iowa State University Research Foundation, Inc. | Catalyst system comprising a first catalyst system tethered to a supported catalyst |
| US6121184A (en) | 1997-07-29 | 2000-09-19 | E. I. Du Pont De Nemours And Company | Supported bis(phosphorus) ligands |
| US6229052B1 (en) | 1998-05-29 | 2001-05-08 | E. I. Du Pont De Nemours And Company | Hydroformylation of olefins using supported bis(phosphorus) ligands |
| US6090987A (en) | 1998-07-06 | 2000-07-18 | Union Carbide Chemicals & Plastics Technology Corporation | Metal-ligand complex catalyzed processes |
| WO2001014060A2 (en) | 1999-08-25 | 2001-03-01 | Massachusetts Institute Of Technology | Surface-confined catalytic compositions |
| US6380421B1 (en) | 1999-09-20 | 2002-04-30 | E. I. Du Pont De Nemours And Company | Multidentate phosphite ligands, catalytic compositions containing such ligands and catalytic processes utilizing such catalytic compositions |
| US6420611B1 (en) * | 1999-09-20 | 2002-07-16 | E. I. Du Pont De Nemours And Company | Composition comprising polymeric phosphite |
| US6515161B1 (en) * | 1999-09-20 | 2003-02-04 | E. I. Du Pont De Nemours And Company | Hydroformylation process utilizing multidentate phosphite ligands |
| US6307110B1 (en) | 2000-03-15 | 2001-10-23 | Union Carbide Chemicals & Plastics Technology Corporation | Separation processes |
| US6294700B1 (en) | 2000-03-15 | 2001-09-25 | Union Carbide Chemicals & Plastics Technology Corporation | Separation processes |
| US6362354B1 (en) | 2000-11-17 | 2002-03-26 | E. I. Du Pont De Nemours And Company | Phosphonite ligands, catalyst compositions and hydroformylation process utilizing same |
| US6437192B1 (en) | 2000-11-17 | 2002-08-20 | E. I. Du Pont De Nmeours And Company | Hydroformylation of conjugated dienes to alkenals using phosphonite ligands |
| DE10220799A1 (de) * | 2002-05-10 | 2003-12-11 | Oxeno Olefinchemie Gmbh | Verfahren zur Herstellung von C13-Alkoholgemischen |
| DE10251262A1 (de) * | 2002-11-04 | 2004-05-13 | Basf Ag | Verfahren zur Herstellung von Aldehyden aus Alkanen |
-
2010
- 2010-10-06 US US13/499,317 patent/US8586800B2/en not_active Expired - Fee Related
- 2010-10-06 JP JP2012534224A patent/JP5823967B2/ja not_active Expired - Fee Related
- 2010-10-06 EP EP10765548.2A patent/EP2488539B2/en active Active
- 2010-10-06 WO PCT/US2010/051576 patent/WO2011046781A1/en not_active Ceased
- 2010-10-06 CN CN2010800468045A patent/CN102574878A/zh active Pending
- 2010-10-06 CN CN201710599890.6A patent/CN107266298A/zh active Pending
-
2012
- 2012-04-16 ZA ZA2012/02751A patent/ZA201202751B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| WO2011046781A1 (en) | 2011-04-21 |
| EP2488539B1 (en) | 2016-01-06 |
| US20120190894A1 (en) | 2012-07-26 |
| US8586800B2 (en) | 2013-11-19 |
| JP2013508274A (ja) | 2013-03-07 |
| EP2488539A1 (en) | 2012-08-22 |
| EP2488539B2 (en) | 2023-12-20 |
| CN102574878A (zh) | 2012-07-11 |
| ZA201202751B (en) | 2013-06-26 |
| CN107266298A (zh) | 2017-10-20 |
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