JP2012526780A5 - - Google Patents
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- Publication number
- JP2012526780A5 JP2012526780A5 JP2012510320A JP2012510320A JP2012526780A5 JP 2012526780 A5 JP2012526780 A5 JP 2012526780A5 JP 2012510320 A JP2012510320 A JP 2012510320A JP 2012510320 A JP2012510320 A JP 2012510320A JP 2012526780 A5 JP2012526780 A5 JP 2012526780A5
- Authority
- JP
- Japan
- Prior art keywords
- phosphine ligand
- substituted
- tert
- butyl
- 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
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 claims description 36
- -1 dimethyl-substituted silicon atom Chemical group 0.000 claims description 19
- 239000003446 ligand Substances 0.000 claims description 19
- 229910000073 phosphorus hydride Inorganic materials 0.000 claims description 18
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 claims description 7
- 125000003118 aryl group Chemical group 0.000 claims description 7
- 239000003054 catalyst Substances 0.000 claims description 6
- GJCOSYZMQJWQCA-UHFFFAOYSA-N 9H-xanthene Chemical compound C1=CC=C2CC3=CC=CC=C3OC2=C1 GJCOSYZMQJWQCA-UHFFFAOYSA-N 0.000 claims description 5
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 5
- QDLAGTHXVHQKRE-UHFFFAOYSA-N lichenxanthone Natural products COC1=CC(O)=C2C(=O)C3=C(C)C=C(OC)C=C3OC2=C1 QDLAGTHXVHQKRE-UHFFFAOYSA-N 0.000 claims description 5
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 3
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims description 3
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- 229910052698 phosphorus Inorganic materials 0.000 claims description 3
- 239000011574 phosphorus Substances 0.000 claims description 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 3
- SNZTVUCDSZKUNW-UHFFFAOYSA-N (2,7-ditert-butyl-9,9-dimethylxanthen-4-yl)-bis(4-methylphenyl)phosphane Chemical compound C1=CC(C)=CC=C1P(C=1C2=C(C(C3=CC(=CC=C3O2)C(C)(C)C)(C)C)C=C(C=1)C(C)(C)C)C1=CC=C(C)C=C1 SNZTVUCDSZKUNW-UHFFFAOYSA-N 0.000 claims description 2
- 238000005984 hydrogenation reaction Methods 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 229910052763 palladium Inorganic materials 0.000 claims description 2
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000003860 C1-C20 alkoxy group Chemical group 0.000 description 4
- 125000004122 cyclic group Chemical group 0.000 description 4
- 0 *c(cc1)ccc1Pc1ccc(*)cc1 Chemical compound *c(cc1)ccc1Pc1ccc(*)cc1 0.000 description 2
- 101100457838 Caenorhabditis elegans mod-1 gene Proteins 0.000 description 2
- 101150110972 ME1 gene Proteins 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- 125000004663 dialkyl amino group Chemical group 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/ES2009/070159 WO2010130846A2 (es) | 2009-05-14 | 2009-05-14 | Complejos de paladio-fosfina para la telomerización de butadieno |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2012526780A JP2012526780A (ja) | 2012-11-01 |
| JP2012526780A5 true JP2012526780A5 (enExample) | 2014-05-22 |
| JP5551239B2 JP5551239B2 (ja) | 2014-07-16 |
Family
ID=41278802
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012510320A Expired - Fee Related JP5551239B2 (ja) | 2009-05-14 | 2009-05-14 | ブタジエンのテロメリゼーションのためのパラジウムホスフィン錯体 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US8912346B2 (enExample) |
| EP (1) | EP2431375B1 (enExample) |
| JP (1) | JP5551239B2 (enExample) |
| BR (1) | BRPI0924014A2 (enExample) |
| CA (1) | CA2761768A1 (enExample) |
| ES (1) | ES2420755T3 (enExample) |
| WO (1) | WO2010130846A2 (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI605055B (zh) * | 2012-12-21 | 2017-11-11 | 陶氏全球科技有限責任公司 | 啡膦化合物 |
| CA2981600C (en) | 2015-04-10 | 2023-09-05 | Dow Global Technologies Llc | Butadiene telomerization catalyst and preparation thereof |
| US10023513B1 (en) | 2015-08-19 | 2018-07-17 | Brian T. Keen | Telomerization methods of using ethylene and/or propylene to make telomers of limited molecular weight |
| WO2018155473A1 (ja) * | 2017-02-27 | 2018-08-30 | 株式会社クラレ | 触媒液の製造方法 |
| US12110261B2 (en) | 2018-07-16 | 2024-10-08 | Keen Process Technologies, Llc | Free radical process for making low molecular weight compounds useful for making high octane fuels |
| AU2021329906A1 (en) | 2020-08-18 | 2023-04-27 | Enviro Metals, LLC | Metal refinement |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1991009822A1 (en) | 1989-12-29 | 1991-07-11 | Dow Benelux N.V. | Continuous process for the telomerization of conjugated dienes |
| DE69020586T2 (de) | 1990-12-13 | 1996-04-11 | The Dow Chemical Co. (N.D.Ges.D. Staates Delaware), Midland, Mich. | Verfahren zur herstellung von 1-okten. |
| DE19838742A1 (de) * | 1998-08-26 | 2000-03-02 | Celanese Chem Europe Gmbh | Valeraldehyd und Verfahren zu seiner Herstellung |
| DE10105751B4 (de) | 2001-02-08 | 2005-09-29 | Oxeno Olefinchemie Gmbh | Verfahren zur Herstellung von 1-Octen |
| DE10128144A1 (de) | 2001-06-09 | 2002-12-12 | Oxeno Olefinchemie Gmbh | Verfahren zur Telomerisation von nicht cyclischen Olefinen |
| DE10149348A1 (de) | 2001-10-06 | 2003-04-10 | Oxeno Olefinchemie Gmbh | Verfahren zur Herstellung von 1-Olefin mit Palladiumcarbenverbindungen |
| DE10312829A1 (de) | 2002-06-29 | 2004-01-22 | Oxeno Olefinchemie Gmbh | Verfahren zur Telomerisation von nicht cyclischen Olefinen |
| GB0311092D0 (en) * | 2003-05-14 | 2003-06-18 | Bp Chem Int Ltd | Process |
| US7141539B2 (en) | 2003-08-11 | 2006-11-28 | Shell Oil Company | Process for producing detergent molecules comprising an ether linkage from butadiene |
| US7425658B2 (en) * | 2003-08-11 | 2008-09-16 | Shell Oil Company | Process for producing 1-octene from butadiene |
| ES2308230T3 (es) | 2003-10-21 | 2008-12-01 | Basf Se | Metodo para la produccion continua de aldehidos. |
| DE102005036039A1 (de) | 2004-08-28 | 2006-03-02 | Oxeno Olefinchemie Gmbh | Verfahren zur Herstellung von 2,7-Octadienylderivaten |
| DE102005036038A1 (de) | 2004-08-28 | 2006-03-02 | Oxeno Olefinchemie Gmbh | Verfahren zur Telomerisation von nicht cyclischen Olefinen |
| DE102005036040A1 (de) | 2004-08-28 | 2006-03-02 | Oxeno Olefinchemie Gmbh | Verfahren zur Telomerisation von nicht cyclischen Olefinen |
| DE102006003618A1 (de) | 2006-01-26 | 2007-08-02 | Oxeno Olefinchemie Gmbh | Verfahren zur Abtrennung von Metall-Komplexkatalysatoren aus Telomerisationsgemischen |
| WO2010019360A2 (en) | 2008-08-12 | 2010-02-18 | Dow Global Technologies Inc. | An improved process for telomerization of butadiene |
| US8825258B2 (en) | 2012-11-30 | 2014-09-02 | Google Inc. | Engaging and disengaging for autonomous driving |
-
2009
- 2009-05-14 ES ES09784120T patent/ES2420755T3/es active Active
- 2009-05-14 EP EP09784120.9A patent/EP2431375B1/en not_active Not-in-force
- 2009-05-14 BR BRPI0924014A patent/BRPI0924014A2/pt not_active Application Discontinuation
- 2009-05-14 JP JP2012510320A patent/JP5551239B2/ja not_active Expired - Fee Related
- 2009-05-14 WO PCT/ES2009/070159 patent/WO2010130846A2/es not_active Ceased
- 2009-05-14 US US13/263,353 patent/US8912346B2/en not_active Expired - Fee Related
- 2009-05-14 CA CA2761768A patent/CA2761768A1/en not_active Abandoned
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