JP2012522048A5 - - Google Patents
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- Publication number
- JP2012522048A5 JP2012522048A5 JP2012503408A JP2012503408A JP2012522048A5 JP 2012522048 A5 JP2012522048 A5 JP 2012522048A5 JP 2012503408 A JP2012503408 A JP 2012503408A JP 2012503408 A JP2012503408 A JP 2012503408A JP 2012522048 A5 JP2012522048 A5 JP 2012522048A5
- Authority
- JP
- Japan
- Prior art keywords
- ligand
- mixture
- hydroformylation
- organopolyphosphite
- organomonophosphine
- 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
- 239000003446 ligand Substances 0.000 claims 19
- 238000000034 method Methods 0.000 claims 19
- 238000007037 hydroformylation reaction Methods 0.000 claims 9
- 239000000203 mixture Substances 0.000 claims 9
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims 6
- 125000004432 carbon atom Chemical group C* 0.000 claims 6
- 229910002091 carbon monoxide Inorganic materials 0.000 claims 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 5
- 239000012530 fluid Substances 0.000 claims 5
- 229910052739 hydrogen Inorganic materials 0.000 claims 5
- 239000001257 hydrogen Substances 0.000 claims 5
- 229910052723 transition metal Inorganic materials 0.000 claims 5
- 150000003624 transition metals Chemical group 0.000 claims 5
- 150000001336 alkenes Chemical class 0.000 claims 4
- 239000003054 catalyst Substances 0.000 claims 4
- 229910052751 metal Inorganic materials 0.000 claims 4
- 239000002184 metal Substances 0.000 claims 4
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 claims 4
- 150000005840 aryl radicals Chemical class 0.000 claims 3
- -1 aryloxy radicals Chemical class 0.000 claims 3
- 238000006243 chemical reaction Methods 0.000 claims 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims 3
- 239000000047 product Substances 0.000 claims 3
- 239000000376 reactant Substances 0.000 claims 3
- 150000001875 compounds Chemical class 0.000 claims 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims 2
- 239000007789 gas Substances 0.000 claims 2
- 150000003254 radicals Chemical class 0.000 claims 2
- 229910052703 rhodium Inorganic materials 0.000 claims 2
- 239000010948 rhodium Substances 0.000 claims 2
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical group P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 claims 1
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 230000003197 catalytic effect Effects 0.000 claims 1
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 229910017052 cobalt Inorganic materials 0.000 claims 1
- 239000010941 cobalt Substances 0.000 claims 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims 1
- 229910052741 iridium Inorganic materials 0.000 claims 1
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 claims 1
- 150000008301 phosphite esters Chemical class 0.000 claims 1
- 229910052707 ruthenium Inorganic materials 0.000 claims 1
- 230000007704 transition Effects 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- 239000004711 α-olefin Substances 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US16503909P | 2009-03-31 | 2009-03-31 | |
| US61/165,039 | 2009-03-31 | ||
| PCT/US2009/067416 WO2010117391A1 (en) | 2009-03-31 | 2009-12-10 | Hydroformylation process with a doubly open-ended bisphosphite ligand |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2012522048A JP2012522048A (ja) | 2012-09-20 |
| JP2012522048A5 true JP2012522048A5 (enExample) | 2013-01-31 |
| JP5603407B2 JP5603407B2 (ja) | 2014-10-08 |
Family
ID=42537699
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012503408A Active JP5603407B2 (ja) | 2009-03-31 | 2009-12-10 | 二重オープンエンド型ビスホスファイトリガンドによるヒドロホルミル化方法 |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US8513469B2 (enExample) |
| EP (1) | EP2414314B1 (enExample) |
| JP (1) | JP5603407B2 (enExample) |
| KR (1) | KR101706797B1 (enExample) |
| CN (1) | CN102365258B (enExample) |
| CA (1) | CA2756936A1 (enExample) |
| MX (1) | MX2011010379A (enExample) |
| MY (1) | MY158433A (enExample) |
| PL (1) | PL2414314T3 (enExample) |
| RU (1) | RU2541537C2 (enExample) |
| TW (1) | TWI504586B (enExample) |
| WO (1) | WO2010117391A1 (enExample) |
| ZA (1) | ZA201107180B (enExample) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103153462B (zh) * | 2010-10-05 | 2016-06-01 | 陶氏技术投资有限责任公司 | 加氢甲酰基化方法 |
| DE102013020320B4 (de) | 2013-12-05 | 2019-04-04 | Oxea Gmbh | Verfahren zur Herstellung von 2-Methylbuttersäure mit einem vermindertem Gehalt an 3-Methylbuttersäure aus den bei der Herstellung von Pentansäuren anfallenden Nebenströmen |
| DE102013020322B4 (de) | 2013-12-05 | 2019-04-18 | Oxea Gmbh | Verfahren zur Gewinnung von 2-Methylbutanal aus den bei der Herstellung von Gemischen isomerer a,ß-ungesättigter Decenale anfallenden Nebenströmen |
| DE102013020323B3 (de) | 2013-12-05 | 2015-01-08 | Oxea Gmbh | Verfahren zur Herstellung von isomeren Hexansäuren aus den bei der Herstellung von Pentanalen anfallenden Nebenströmen |
| CN105498841A (zh) * | 2015-12-15 | 2016-04-20 | 上海华谊（集团）公司 | 含双膦配体的络合催化剂 |
| CN105413747A (zh) * | 2015-12-15 | 2016-03-23 | 上海华谊（集团）公司 | 含单膦配体的络合催化剂 |
| CN105363493A (zh) * | 2015-12-15 | 2016-03-02 | 上海华谊（集团）公司 | 提高烯烃氢甲酰化催化剂存储稳定性的方法 |
| ES2746318T3 (es) * | 2016-11-08 | 2020-03-05 | Evonik Operations Gmbh | Bisfosfitos con unidades 2,4-terc-butilfenilo y su empleo como ligandos en la hidroformilación |
| SE1730036A1 (en) * | 2017-02-09 | 2018-08-10 | Perstorp Ab | Carbonylation process and ligand composition |
| US11098163B2 (en) | 2017-06-26 | 2021-08-24 | Dow Silicones Corporation | Method for hydrosilylation of aliphatically unsaturated alkoxysilanes and hydrogen terminated organosiloxane oligomers to prepare alkoxysilyl terminated polymers useful for functionalizing polyorganosiloxanes using a rhodium catalyst |
| US10968317B2 (en) | 2017-06-26 | 2021-04-06 | Dow Silicones Corporation | Method for hydrosilylation of aliphatically unsaturated alkoxysilanes and hydrogen terminated organosiloxane oligomers to prepare alkoxysilyl terminated polymers useful for functionalizing polyorganosiloxanes using an iridium catalyst |
| WO2019005713A1 (en) | 2017-06-26 | 2019-01-03 | Dow Silicones Corporation | METHOD FOR HYDROSILYLATION OF ALIPHATICALLY UNSATURATED ALCOXYSILANES AND HYDROGEN-TERMINATING ORGANOSILOXANE OLIGOMERS FOR PREPARING ALCOXYSILYL-TERMINATED POLYMERS USEFUL FOR FUNCTIONALIZING POLYORGANOSILOXANES USING A COBALT CATALYST |
| MY207749A (en) * | 2018-05-30 | 2025-03-16 | Dow Technology Investments Llc | Catalyst composition comprising the combination of a monophopsphine, a tetraphosphine ligand and a hydroformylation process using it |
| CN120271422A (zh) * | 2018-05-30 | 2025-07-08 | 陶氏技术投资有限责任公司 | 在加氢甲酰化过程中减缓催化剂失活和/或减缓四膦配位体使用的方法 |
| CN111138493A (zh) * | 2020-01-13 | 2020-05-12 | 上海华谊（集团）公司 | 一种合成双亚磷酸酯的方法 |
| GB202213997D0 (en) | 2022-09-26 | 2022-11-09 | Johnson Matthey Davy Technologies Ltd | Parallel zone hydroformylation reaction |
| CN115999643B (zh) * | 2023-01-09 | 2024-07-19 | 中国海洋石油集团有限公司 | 一种油溶性纳米催化剂及其制备方法和用途 |
| GB202303617D0 (en) | 2023-03-13 | 2023-04-26 | Johnson Matthey Davy Technologies Ltd | Method and apparatus for producing aldehyde |
Family Cites Families (50)
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| US3527809A (en) | 1967-08-03 | 1970-09-08 | Union Carbide Corp | Hydroformylation process |
| US4148830A (en) | 1975-03-07 | 1979-04-10 | Union Carbide Corporation | Hydroformylation of olefins |
| US4215077A (en) | 1978-02-09 | 1980-07-29 | Kuraray Co., Ltd. | Hydroformylation of olefins |
| US4518809A (en) | 1981-06-11 | 1985-05-21 | Monsanto Company | Preparation of pentyl nonanols |
| US4593011A (en) | 1981-08-17 | 1986-06-03 | Union Carbide Corporation | Hydroformylation process using triarylphosphine and bisphosphine monooxide ligands |
| US4491675A (en) | 1981-08-17 | 1985-01-01 | Union Carbide Corporation | Hydroformylation process using triarylphosphine and bisphosphine monooxide ligands |
| US4528403A (en) | 1982-10-21 | 1985-07-09 | Mitsubishi Chemical Industries Ltd. | Hydroformylation process for preparation of aldehydes and alcohols |
| US5110990A (en) | 1984-03-30 | 1992-05-05 | Union Carbide Chemicals & Plastics Technology Corporation | Process for recovery of phosphorus ligand from vaporized aldehyde |
| 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 |
| 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 |
| US5059710A (en) | 1988-08-05 | 1991-10-22 | Union Carbide Chemicals And Plastics Technology Corporation | Ionic phosphites and their use in homogeneous transition metal catalyzed processes |
| US5114473A (en) | 1988-08-25 | 1992-05-19 | Union Carbide Chemicals And Plastics Technology Corporation | Transition metal recovery |
| US5210318A (en) | 1990-05-04 | 1993-05-11 | Union Carbide Chemicals & Plastics Technology Corporation | Catalysts and processes useful in producing 1,3-diols and/or 3-hydroxyldehydes |
| 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 |
| US5102505A (en) | 1990-11-09 | 1992-04-07 | Union Carbide Chemicals & Plastics Technology Corporation | Mixed aldehyde product separation by distillation |
| TW213465B (enExample) | 1991-06-11 | 1993-09-21 | Mitsubishi Chemicals Co Ltd | |
| DE4204808A1 (de) | 1992-02-18 | 1993-08-19 | Basf Ag | Verfahren zur herstellung von (omega)-formylalkancarbonsaeureestern |
| US5288918A (en) | 1992-09-29 | 1994-02-22 | Union Carbide Chemicals & Plastics Technology Corporation | Hydroformylation process |
| US5364950A (en) | 1992-09-29 | 1994-11-15 | Union Carbide Chimicals & Plastics Technology Corporation | Process for stabilizing phosphite ligands in hydroformylation reaction mixtures |
| US6241734B1 (en) | 1998-08-14 | 2001-06-05 | Kyphon, Inc. | Systems and methods for placing materials into bone |
| US5744650A (en) | 1995-12-06 | 1998-04-28 | Union Carbide Chemicals & Plastics Technology Corporation | Metal-Ligand complex catalyzed processes |
| US5731472A (en) | 1995-12-06 | 1998-03-24 | Union Carbide Chemicals & Plastics Technology Corporation | Metal-ligand complex catalyzed processes |
| US5874641A (en) | 1996-03-15 | 1999-02-23 | Dsm N.V. | Process to prepare a terminal aldehyde |
| TW343195B (en) * | 1996-03-15 | 1998-10-21 | Dsm Nv | Process to prepare a terminal aldehyde |
| EP0839787A1 (en) * | 1996-11-04 | 1998-05-06 | Dsm N.V. | Process for the preparation of an aldehyde |
| DE19717359B4 (de) | 1996-04-30 | 2014-10-30 | Mitsubishi Chemical Corp. | Bisphosphitverbindungen und Verfahren zu deren Herstellung |
| JP3812046B2 (ja) * | 1996-04-30 | 2006-08-23 | 三菱化学株式会社 | ビスホスファイト化合物及びそれを用いるヒドロホルミル化方法 |
| EP0839794A1 (en) * | 1996-11-04 | 1998-05-06 | Dsm N.V. | Process for the continuous preparation of an alkyl 5-formylvalerate compound |
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| DE10349343A1 (de) | 2003-10-23 | 2005-06-02 | Basf Ag | Stabilisierung von Hydroformylierungskatalysatoren auf Basis von Phosphoramiditliganden |
| KR100596365B1 (ko) | 2004-06-12 | 2006-07-03 | 주식회사 엘지화학 | 인을 포함하는 촉매 조성물 및 이를 이용한히드로포르밀화 방법 |
| JP2006143653A (ja) | 2004-11-19 | 2006-06-08 | Kuraray Co Ltd | アルデヒド化合物の製造方法 |
| KR100664657B1 (ko) | 2006-09-22 | 2007-01-04 | 주식회사 엘지화학 | 하이드로포르밀레이션 반응 촉매용 배위자, 이를 함유하는촉매계 및 이를 이용한 하이드로포르밀레이션 방법 |
| CN1986055B (zh) * | 2006-12-22 | 2012-06-27 | 中国科学院上海有机化学研究所 | 一种丙烯氢甲酰化催化体系和方法 |
| EP2536770B1 (en) | 2010-02-19 | 2019-06-05 | Dow Global Technologies LLC | Process for polymerizing an olefin monomer and catalyst therefor |
| CN105413747A (zh) * | 2015-12-15 | 2016-03-23 | 上海华谊（集团）公司 | 含单膦配体的络合催化剂 |
-
2009
- 2009-12-10 EP EP09795616.3A patent/EP2414314B1/en active Active
- 2009-12-10 KR KR1020117025674A patent/KR101706797B1/ko active Active
- 2009-12-10 CA CA2756936A patent/CA2756936A1/en not_active Abandoned
- 2009-12-10 WO PCT/US2009/067416 patent/WO2010117391A1/en not_active Ceased
- 2009-12-10 JP JP2012503408A patent/JP5603407B2/ja active Active
- 2009-12-10 MX MX2011010379A patent/MX2011010379A/es active IP Right Grant
- 2009-12-10 CN CN200980158418.2A patent/CN102365258B/zh active Active
- 2009-12-10 US US13/260,572 patent/US8513469B2/en active Active
- 2009-12-10 RU RU2011143929/04A patent/RU2541537C2/ru active
- 2009-12-10 MY MYPI2011004634A patent/MY158433A/en unknown
- 2009-12-10 PL PL09795616T patent/PL2414314T3/pl unknown
- 2009-12-15 TW TW098142834A patent/TWI504586B/zh active
-
2011
- 2011-09-30 ZA ZA2011/07180A patent/ZA201107180B/en unknown
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