DE69224728T2 - Verfahren und Zusammensetzung zur Förderung von Hydrosilylierungsreaktionen unter Verwendung sterisch gehinderter Stickstoff- und phosphorhaltiger Verbindungen - Google Patents
Verfahren und Zusammensetzung zur Förderung von Hydrosilylierungsreaktionen unter Verwendung sterisch gehinderter Stickstoff- und phosphorhaltiger VerbindungenInfo
- Publication number
- DE69224728T2 DE69224728T2 DE69224728T DE69224728T DE69224728T2 DE 69224728 T2 DE69224728 T2 DE 69224728T2 DE 69224728 T DE69224728 T DE 69224728T DE 69224728 T DE69224728 T DE 69224728T DE 69224728 T2 DE69224728 T2 DE 69224728T2
- Authority
- DE
- Germany
- Prior art keywords
- carbon atoms
- arylalkyl
- derivative
- alkyl
- promoter
- 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 - Lifetime
Links
- 238000000034 method Methods 0.000 title abstract 3
- 238000006459 hydrosilylation reaction Methods 0.000 title abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 title abstract 2
- 229910052698 phosphorus Inorganic materials 0.000 title abstract 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 title 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 title 1
- 239000011574 phosphorus Substances 0.000 title 1
- 230000001737 promoting effect Effects 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 14
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 abstract 6
- 125000003342 alkenyl group Chemical group 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 4
- 229910052697 platinum Inorganic materials 0.000 abstract 3
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical class P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 abstract 2
- 230000003197 catalytic effect Effects 0.000 abstract 2
- 239000000463 material Substances 0.000 abstract 2
- 239000002253 acid Chemical class 0.000 abstract 1
- 150000001336 alkenes Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract 1
- 229910000073 phosphorus hydride Chemical class 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/46—Block-or graft-polymers containing polysiloxane sequences containing polyether sequences
-
- 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
-
- 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
-
- 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
-
- 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
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0801—General processes
-
- 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
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/12—Organo silicon halides
- C07F7/14—Preparation thereof from optionally substituted halogenated silanes and hydrocarbons hydrosilylation reactions
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/38—Polysiloxanes modified by chemical after-treatment
-
- 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
- B01J2231/323—Hydrometalation, e.g. bor-, alumin-, silyl-, zirconation or analoguous reactions like carbometalation, hydrocarbation
-
- 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
- B01J2531/828—Platinum
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Silicon Polymers (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US07/815,821 US5191103A (en) | 1991-12-30 | 1991-12-30 | Process and composition for promoting hydrosilylation reactions using sterically hindered nitrogen-containing and phosphorus-containing compounds |
Publications (2)
Publication Number | Publication Date |
---|---|
DE69224728D1 DE69224728D1 (de) | 1998-04-16 |
DE69224728T2 true DE69224728T2 (de) | 1998-07-02 |
Family
ID=25218936
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE69224728T Expired - Lifetime DE69224728T2 (de) | 1991-12-30 | 1992-12-29 | Verfahren und Zusammensetzung zur Förderung von Hydrosilylierungsreaktionen unter Verwendung sterisch gehinderter Stickstoff- und phosphorhaltiger Verbindungen |
Country Status (4)
Country | Link |
---|---|
US (1) | US5191103A (de) |
EP (1) | EP0550064B1 (de) |
AT (1) | ATE163935T1 (de) |
DE (1) | DE69224728T2 (de) |
Families Citing this family (31)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB9223335D0 (en) * | 1992-11-06 | 1992-12-23 | Dow Corning | Hydrosilylation process |
JPH08143778A (ja) * | 1994-11-18 | 1996-06-04 | Kanegafuchi Chem Ind Co Ltd | ヒドロシリル化法及びそれを利用した硬化剤の製造方法 |
US5449802A (en) * | 1994-12-27 | 1995-09-12 | Dow Corning Corporation | Acetylenic alcohols and ethers as accelerators for hydrosilation |
JP2978435B2 (ja) * | 1996-01-24 | 1999-11-15 | チッソ株式会社 | アクリロキシプロピルシランの製造方法 |
US5856369A (en) * | 1996-07-30 | 1999-01-05 | Osi Specialties, Inc. | Polyethers and polysiloxane copolymers manufactured with double metal cyanide catalysts |
US6071977A (en) * | 1996-10-31 | 2000-06-06 | Ck Witco Corporation | Hydrosilation in high boiling natural vegetable oils |
US5986122A (en) * | 1996-11-18 | 1999-11-16 | Witco Corporation | Treatment of polyethers prior to hydrosilylation |
US6103847A (en) * | 1997-05-27 | 2000-08-15 | Witco Corporation | Siloxane-polyether copolymers with unsaturated functionalities, and process for making them |
US6013711A (en) * | 1997-06-18 | 2000-01-11 | Ck Witco Corporation | Hydrophilic polysiloxane compositions |
US5986022A (en) | 1998-04-01 | 1999-11-16 | Witco Corporation | Continuous manufacture of silicone coploymers |
US5922895A (en) * | 1998-04-17 | 1999-07-13 | Dow Corning Corporation | Amine borane complexes and phosphineborane complexes as catalyst for hydrosilation |
US6372874B1 (en) * | 1998-12-04 | 2002-04-16 | Crompton Corporation | Process for the preparation of siloxane-oxyalkylene copolymers |
US6346583B1 (en) | 1999-08-25 | 2002-02-12 | General Electric Company | Polar solvent compatible polyethersiloxane elastomers |
US6797742B2 (en) | 1999-08-25 | 2004-09-28 | General Electric Company | Polar solvent compatible polyethersiloxane elastomers |
EP1230292B1 (de) * | 1999-08-25 | 2008-03-26 | General Electric Company | Mit polarem lösemittel verträgliche polyethersiloxanelastomere |
US6590117B1 (en) | 2001-11-15 | 2003-07-08 | Crompton Corporation | Promoted hydrosilation reactions |
US20040053810A1 (en) * | 2002-08-16 | 2004-03-18 | Tully Jo Anne | Liquid laundry compositions comprising silicone additives |
US6897280B2 (en) | 2002-09-23 | 2005-05-24 | General Electric Company | Continuous manufacture of silicone copolymers via multi-stage blade-mixed plug flow tubular reactor |
DE10359589A1 (de) * | 2003-12-18 | 2005-07-28 | Wacker-Chemie Gmbh | Verfahren zur Herstellung von Organosiliciumverbindungen |
US8008407B2 (en) | 2006-03-31 | 2011-08-30 | Dow Corning Corporation | Process for preparing silicone polyethers |
US7259220B1 (en) * | 2006-07-13 | 2007-08-21 | General Electric Company | Selective hydrosilylation method |
US20080033136A1 (en) * | 2006-07-13 | 2008-02-07 | Rinard Chauncey J | Selective hydrosilylation conditions |
US7569645B2 (en) * | 2007-06-27 | 2009-08-04 | Momentive Performance Materials Inc. | Curable silyl-containing polymer composition containing paint adhesion additive |
JP5459280B2 (ja) * | 2011-09-12 | 2014-04-02 | 信越化学工業株式会社 | オルガノキシシリル基又はシロキシ基含有エチルノルボルネン化合物の製造方法 |
EP2828337B1 (de) | 2012-03-22 | 2023-08-02 | Momentive Performance Materials Inc. | Hydrophile makromere und hydrogele damit |
CN104321352B (zh) | 2012-03-22 | 2017-09-26 | 莫门蒂夫性能材料股份有限公司 | 可聚合的含酰胺基的有机硅化合物、含硅聚合物以及由其制备的生物医学装置 |
CN104321365B (zh) | 2012-03-22 | 2018-06-05 | 莫门蒂夫性能材料股份有限公司 | 亲水有机硅单体、其制备方法和含有所述单体的薄膜 |
WO2014123956A1 (en) | 2013-02-06 | 2014-08-14 | Momentive Performance Materials Inc. | (meth)acryloxy-containing trisiloxane, siloxane-containing polymers and biomedical devices therefrom |
EP3415547B1 (de) | 2017-06-13 | 2020-03-25 | Evonik Operations GmbH | Verfahren zur herstellung sic-verknüpfter polyethersiloxane |
EP3415548B1 (de) | 2017-06-13 | 2020-03-25 | Evonik Operations GmbH | Verfahren zur herstellung sic-verknüpfter polyethersiloxane |
CN109867790B (zh) * | 2018-12-24 | 2021-07-13 | 南京美思德新材料有限公司 | 一种有机硅聚醚共聚物及其制备方法 |
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US2637738A (en) * | 1949-09-17 | 1953-05-05 | Union Carbide & Carbon Corp | Reaction of silanes with aliphatic unsaturated compounds |
US3057902A (en) * | 1960-08-31 | 1962-10-09 | Union Carbide Corp | Ester solvents and basic catalysts employed in an addition process |
US3159601A (en) * | 1962-07-02 | 1964-12-01 | Gen Electric | Platinum-olefin complex catalyzed addition of hydrogen- and alkenyl-substituted siloxanes |
US3220972A (en) * | 1962-07-02 | 1965-11-30 | Gen Electric | Organosilicon process using a chloroplatinic acid reaction product as the catalyst |
US3715334A (en) * | 1970-11-27 | 1973-02-06 | Gen Electric | Platinum-vinylsiloxanes |
US3795656A (en) * | 1973-01-02 | 1974-03-05 | Stauffer Chemical Co | Organosilicon compositions containing ammonium platinum adducts |
US3925434A (en) * | 1975-01-22 | 1975-12-09 | Union Carbide Corp | The reaction of chlorosilanes with unsaturated organic compounds |
US4292433A (en) * | 1980-10-31 | 1981-09-29 | Chisso Corporation | Method for producing 3-chloropropyltrichlorosilane |
JPS57149290A (en) * | 1981-03-13 | 1982-09-14 | Shin Etsu Chem Co Ltd | Production of glycerol-modified silicone |
DE3268643D1 (en) * | 1981-08-14 | 1986-03-06 | Ici Plc | Catalysts |
DE3133869C1 (de) * | 1981-08-27 | 1983-05-05 | Th. Goldschmidt Ag, 4300 Essen | Verfahren zur Addition von organischen Siliciumverbindungen mit SiH-Gruppen an Verbindungen mit olefinischen Doppelbindungen |
US4398010A (en) * | 1981-12-07 | 1983-08-09 | Sws Silicones Corporation | Method for accelerating the activity of a hydrosilation catalyst |
US4417069A (en) * | 1983-02-22 | 1983-11-22 | General Electric Company | Method of preparing β-phenylethylchlorosilanes |
US4447633A (en) * | 1983-06-14 | 1984-05-08 | North Dakota State University | Ultrasonically promoted hydrosilations |
US4510094A (en) * | 1983-12-06 | 1985-04-09 | Minnesota Mining And Manufacturing Company | Platinum complex |
JPS6114235A (ja) * | 1984-06-29 | 1986-01-22 | Toray Silicone Co Ltd | シリコ−ン硬化物から水素ガスの発生を抑制する方法 |
US4578497A (en) * | 1984-11-30 | 1986-03-25 | Gulf Research & Development Company | Tetraalkylsilane synthetic fluids |
FR2575085B1 (fr) * | 1984-12-20 | 1987-02-20 | Rhone Poulenc Spec Chim | Complexe platine-triene comme catalyseur de reaction d'hydrosilylation et son procede de preparation |
FR2575086B1 (fr) * | 1984-12-20 | 1987-02-20 | Rhone Poulenc Spec Chim | Complexe platine-alcenylcyclohexene comme catalyseur de reaction d'hydrosilylation et son procede de preparation |
JPS61205287A (ja) * | 1985-03-08 | 1986-09-11 | Toshiba Silicone Co Ltd | アミノ基含有有機ケイ素化合物の製造法 |
US4705765A (en) * | 1985-12-19 | 1987-11-10 | General Electric Company | Hydrosilylation catalyst, method for making and use |
US4681963A (en) * | 1985-12-19 | 1987-07-21 | General Electric Company | Hydrosilylation catalyst, method for making and use |
US4614812A (en) * | 1985-12-31 | 1986-09-30 | Union Carbide Corporation | Novel process for promoting hydrosilation reactions using a second hydrosilane |
JPH089005B2 (ja) * | 1987-01-29 | 1996-01-31 | 東燃株式会社 | ヒドロシリル化触媒の製造方法 |
US4847398A (en) * | 1987-09-09 | 1989-07-11 | Union Carbide Corporation | Process for the preparation of siloxane-oxyalkylene copolymers |
JP2665250B2 (ja) * | 1989-02-10 | 1997-10-22 | 昭和電工株式会社 | アミノプロピルアルコキシシランの製造法 |
FR2648821A1 (de) * | 1989-06-22 | 1990-12-28 | Rhone Poulenc Chimie | |
JPH0791307B2 (ja) * | 1990-06-07 | 1995-10-04 | 信越化学工業株式会社 | シクロペンチルトリクロロシランの製造方法 |
-
1991
- 1991-12-30 US US07/815,821 patent/US5191103A/en not_active Expired - Lifetime
-
1992
- 1992-12-29 DE DE69224728T patent/DE69224728T2/de not_active Expired - Lifetime
- 1992-12-29 AT AT92122115T patent/ATE163935T1/de not_active IP Right Cessation
- 1992-12-29 EP EP92122115A patent/EP0550064B1/de not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
ATE163935T1 (de) | 1998-03-15 |
EP0550064B1 (de) | 1998-03-11 |
EP0550064A2 (de) | 1993-07-07 |
DE69224728D1 (de) | 1998-04-16 |
EP0550064A3 (en) | 1993-09-22 |
US5191103A (en) | 1993-03-02 |
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8364 | No opposition during term of opposition | ||
8327 | Change in the person/name/address of the patent owner |
Owner name: GENERAL ELECTRIC CO., SCHENECTADY, N.Y., US |
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