KR920006411A - 로듐 촉매를 사용한 에폭시실리콘 화합물의 제조방법 - Google Patents
로듐 촉매를 사용한 에폭시실리콘 화합물의 제조방법 Download PDFInfo
- Publication number
- KR920006411A KR920006411A KR1019910016097A KR910016097A KR920006411A KR 920006411 A KR920006411 A KR 920006411A KR 1019910016097 A KR1019910016097 A KR 1019910016097A KR 910016097 A KR910016097 A KR 910016097A KR 920006411 A KR920006411 A KR 920006411A
- Authority
- KR
- South Korea
- Prior art keywords
- component
- iii
- rhx
- radical
- carbon atoms
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 12
- 239000003054 catalyst Substances 0.000 title claims 6
- 229910052703 rhodium Inorganic materials 0.000 title claims 6
- 239000010948 rhodium Substances 0.000 title claims 6
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 title claims 6
- 150000001875 compounds Chemical class 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 6
- 125000003710 aryl alkyl group Chemical group 0.000 claims 4
- 125000003118 aryl group Chemical group 0.000 claims 4
- -1 polysiloxane Polymers 0.000 claims 3
- RRKODOZNUZCUBN-CCAGOZQPSA-N (1z,3z)-cycloocta-1,3-diene Chemical compound C1CC\C=C/C=C\C1 RRKODOZNUZCUBN-CCAGOZQPSA-N 0.000 claims 2
- SLJFKNONPLNAPF-UHFFFAOYSA-N 3-Vinyl-7-oxabicyclo[4.1.0]heptane Chemical compound C1C(C=C)CCC2OC21 SLJFKNONPLNAPF-UHFFFAOYSA-N 0.000 claims 2
- 150000002118 epoxides Chemical class 0.000 claims 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- SJYNFBVQFBRSIB-UHFFFAOYSA-N norbornadiene Chemical compound C1=CC2C=CC1C2 SJYNFBVQFBRSIB-UHFFFAOYSA-N 0.000 claims 2
- 229920006136 organohydrogenpolysiloxane Polymers 0.000 claims 2
- 229920001296 polysiloxane Polymers 0.000 claims 2
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 claims 1
- IQTYEDULQISSGT-UHFFFAOYSA-N 2,2-dimethyl-3-(3-methylpent-4-enyl)oxirane Chemical compound C=CC(C)CCC1OC1(C)C IQTYEDULQISSGT-UHFFFAOYSA-N 0.000 claims 1
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 claims 1
- SPGMNSDVDPWYIS-UHFFFAOYSA-N 3-ethenyl-3,6-dimethyl-7-oxabicyclo[4.1.0]heptane Chemical compound C1CC(C)(C=C)CC2OC21C SPGMNSDVDPWYIS-UHFFFAOYSA-N 0.000 claims 1
- CVKMDAZAUGXUFX-UHFFFAOYSA-N C1C2(C=C)CCC1C1C2O1 Chemical compound C1C2(C=C)CCC1C1C2O1 CVKMDAZAUGXUFX-UHFFFAOYSA-N 0.000 claims 1
- 239000004593 Epoxy Substances 0.000 claims 1
- 125000002877 alkyl aryl group Chemical group 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- DDJSWKLBKSLAAZ-UHFFFAOYSA-N cyclotetrasiloxane Chemical class O1[SiH2]O[SiH2]O[SiH2]O[SiH2]1 DDJSWKLBKSLAAZ-UHFFFAOYSA-N 0.000 claims 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims 1
- CCEFMUBVSUDRLG-UHFFFAOYSA-N limonene-1,2-epoxide Chemical compound C1C(C(=C)C)CCC2(C)OC21 CCEFMUBVSUDRLG-UHFFFAOYSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 150000003961 organosilicon compounds Chemical class 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 150000004756 silanes Chemical class 0.000 claims 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
- C08G77/04—Polysiloxanes
- C08G77/06—Preparatory processes
- C08G77/08—Preparatory processes characterised by the catalysts used
-
- 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
-
- 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
- C07F7/0834—Compounds having one or more O-Si linkage
- C07F7/0838—Compounds with one or more Si-O-Si sequences
- C07F7/0872—Preparation and treatment thereof
- C07F7/0876—Reactions involving the formation of bonds to a Si atom of a Si-O-Si sequence other than a bond of the Si-O-Si linkage
- C07F7/0878—Si-C bond
- C07F7/0879—Hydrosilylation reactions
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
- C08L83/06—Polysiloxanes containing silicon bound to oxygen-containing groups
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (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)
- Epoxy Resins (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (13)
- (A)에틸렌형 불포화 에폭시드 1중량부; (B)성분 (A)를 기준으로, 유기수소폴리실록산 또는 유기수소실란 약0.5내지 약400중량부; 및 (C)성분 (A)를 기준으로, 하기 일반식(ⅰ)내지 (ⅵ)로 구성된 군으로부터 선택된 로듐착체 촉매 약1내지 5000ppm을 포함한 혼합물을 약25내지 약100℃의 온도에서 반응시키는 단계를 포함하는 에폭시작용성 유기실리콘 화합물의 제조방법:(ⅰ) RhX3(SR2)3;(ⅱ) RhX3·xH2O;(ⅲ) [RhX(노르보나디엔)]2;(ⅳ) RhX(CO)(R3P)3;(ⅴ) RhX(R3P)3; 및(ⅵ) [RhC1(사이클로옥타디엔)]2상기식에서, X는 할로겐 원자이며, X는 3또는 4의 수이고, R은 탄소원자 1내지 8개를 갖는 알킬 라디칼, 아릴, 아르알킬 또는 알크아릴 라디칼이거나, 또는 R3 1SiQ-그룹(여기서, Q는 탄소원자 1내지 6개를 갖는 2가의 지방족 탄화수소 라디칼을 나타내며, R1은 탄소원자 1내지 8개를 갖는 알킬 라디칼, 아릴, 아르알킬 또는 알크아릴을 나타내거나, 또는 (CH3)3Si-라디칼을 나타냄)이다.
- 제1항에 있어서, 상기 성분(A)가 알릴 글리시딜 에테르, 메티알릴 글리시딜 에테르, 1-메틸-4-이소프로페닐 사이클로헥센옥사이드, 2,6-디메틸-2,3-에폭시-7-옥텐, 1,4-디메틸-4-비닐사이클로 헥센옥사이드, 4-비닐사이클로헥센옥사이드, 비닐노르보넨 모노옥사이드, 및 디사이클로펜타디엔모노옥사이드로 구성된 군으로부터 선택된 에틸렌형 불포화 에폭시드인 방법.
- 제2항에 있어서, 상기 성분(A)가 4-비닐사이클로헥센옥사이드인 방법.
- 제1항에 있어서, 상기 성분(B)가 선형 수소화 폴리실록산 또는 선형 수소화 실란인 방법.
- 제4항에 있어서, 상기 성분(B)가 1,1,3,3,-테트라메틸디실록산인 방법.
- 제1항에 있어서, 상기 성분(B)가 환상 수소화 폴리실록산 또는 환상 수소화 실란인 방법.
- 제6항에 있어서, 상기 성분(B)가 수소화 사이클로테트라실록산인 방법.
- 제1항에 있어서, 상기 로듐 촉매가 RhC1(Ph3P)3(여기서, Ph는 페닐 그룹이다.)인 방법.
- 제1항에 있어서, 상기 성분(B)가 약0.5내지 약100중량부 범위내의 양으로 존재하는 방법.
- 제9항에 있어서, 상기 성분(B)가 성분(A)를 기준으로 약0.75내지 약5.0중량부 범위내의 양으로 존재하는 방법.
- 제1항에 있어서, 상기 로듐촉매가 성분(A)를 기준으로 약 1내지 약500ppm 범위내의 양으로 존재하는 방법.
- 제11항에 있어서, 상기 로듐촉매가 성분(A)를 기준으로 약 10내지 약50ppm 범위내의 양으로 존재하는 방법.
- (A)에틸렌형 불포화 에폭시드; (B)성분 (A)를 기준으로, 유기수소폴리실록산 또는 유기수소실란 약0.5내지 약400중량부; 및 (C)성분 (A)를 기준으로, 하기 일반식(ⅰ)내지 (ⅳ)로 구성된 군으로 부터 선택된 로듐 착체 촉매 약1내지 5000ppm을 포함하는 경화성 첨가 조성물:(ⅰ) RhX3(SR2)3;(ⅱ) RhX3·xH2O;(ⅲ) [RhX(노르보나디엔)]2;(ⅳ) RhX(CO)(R3P)3;(ⅴ) RhX(R3P)3; 및(ⅵ) [RhC1(사이클로옥타디엔)]2상기식에서, X는 할로겐 원자이며, x는 3또는 4의 수이고, R은 탄소원자 1내지 8개를 갖는 알킬 라디칼, 아릴, 아르알킬 또는 알크아릴 라디칼이거나, 또는 R3 1SiQ-그룹 (여기서, Q는 탄소원자 1내지 6개를 갖는 2가의 지방족 탄화수소 라디칼을 나타내며, R1은 탄소원자 1내지 8개를 갖는 알킬 라디칼, 아릴, 아르알킬 또는 알크아릴라디칼을 나타내거나, 또는 (CH3)3Si-라디칼을 나타냄)이다.※ 참고사항 : 최초출원 내용에 의하여 공개되는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US07/583,524 US5169962A (en) | 1990-09-17 | 1990-09-17 | Preparation of epoxysilicon compounds using rhodium catalysts |
US583,524 | 1990-09-17 |
Publications (1)
Publication Number | Publication Date |
---|---|
KR920006411A true KR920006411A (ko) | 1992-04-27 |
Family
ID=24333456
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019910016097A KR920006411A (ko) | 1990-09-17 | 1991-09-16 | 로듐 촉매를 사용한 에폭시실리콘 화합물의 제조방법 |
Country Status (5)
Country | Link |
---|---|
US (1) | US5169962A (ko) |
EP (1) | EP0476426A1 (ko) |
JP (1) | JPH04352793A (ko) |
KR (1) | KR920006411A (ko) |
CA (1) | CA2048774A1 (ko) |
Families Citing this family (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5260399A (en) * | 1992-06-08 | 1993-11-09 | General Electric Company | Regiospecific catalyst for the synthesis of epoxysiloxane monomers and polymers |
US5227410A (en) * | 1991-12-05 | 1993-07-13 | General Electric Company | Uv-curable epoxysilicone-polyether block copolymers |
US5387698A (en) * | 1992-06-11 | 1995-02-07 | General Electric Company | Rhodium containing selective catalysts for the synthesis of epoxysiloxane/epoxysilicone monomers and polymers |
JP2511348B2 (ja) * | 1991-10-17 | 1996-06-26 | 東レ・ダウコーニング・シリコーン株式会社 | オルガノポリシロキサンおよびその製造方法 |
US5866666A (en) * | 1992-05-07 | 1999-02-02 | Wacker-Chemie Gmbh | Siloxane copolymers containing vinyloxy groups, their preparation and their use |
DE4215030A1 (de) * | 1992-05-07 | 1993-11-11 | Wacker Chemie Gmbh | Vinyloxygruppen aufweisende Siloxancopolymere, deren Herstellung und Verwendung |
US5258480A (en) * | 1992-05-18 | 1993-11-02 | General Electric Company | Syntheses of epoxysilicones |
US5484950A (en) * | 1992-12-21 | 1996-01-16 | Polyset Company, Inc. | Process for selective monoaddition to silanes containing two silicon-hydrogen bonds and products thereof |
JPH07133351A (ja) * | 1993-11-08 | 1995-05-23 | Shin Etsu Chem Co Ltd | エポキシ変性シリコーンの製造方法 |
DE19638125A1 (de) * | 1996-09-18 | 1998-03-19 | Wacker Chemie Gmbh | Aminogruppen aufweisende Organosiliciumverbindungen, deren Herstellung und Verwendung |
US6365696B1 (en) | 1999-12-17 | 2002-04-02 | Crompton Corporation | Process for producing epoxyorganosilicon compounds |
EP1598699A3 (en) | 2000-05-23 | 2009-05-20 | Aprilis, Inc. | Data storage medium comprising colloidal metal and preparation process thereof |
US6531540B1 (en) * | 2001-05-16 | 2003-03-11 | General Electric Company | Polyether siloxane copolymer network compositions |
US7034089B2 (en) * | 2002-12-20 | 2006-04-25 | National Starch And Chemical Investment Holding Corporation | Epoxy-functional hybrid copolymers |
US7122290B2 (en) * | 2004-06-15 | 2006-10-17 | General Electric Company | Holographic storage medium |
US7897296B2 (en) | 2004-09-30 | 2011-03-01 | General Electric Company | Method for holographic storage |
US20060078802A1 (en) * | 2004-10-13 | 2006-04-13 | Chan Kwok P | Holographic storage medium |
JP2007154008A (ja) * | 2005-12-02 | 2007-06-21 | Kaneka Corp | エポキシ基含有オルガノシロキサン化合物の製造方法 |
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 |
CN101939360B (zh) | 2008-02-07 | 2014-06-25 | 新日铁住金化学株式会社 | 有机硅树脂及其制造方法以及含有该有机硅树脂的固化型树脂组合物 |
WO2012058591A1 (en) * | 2010-10-29 | 2012-05-03 | Curators Of The University Of Missouri | Biomaterial compositions |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB834326A (en) * | 1956-10-29 | 1960-05-04 | Midland Silicones Ltd | Organosilicon compounds |
GB1476314A (en) * | 1973-06-23 | 1977-06-10 | Dow Corning Ltd | Coating process |
JPS5133541B2 (ko) * | 1973-10-11 | 1976-09-20 | ||
US4279717A (en) * | 1979-08-03 | 1981-07-21 | General Electric Company | Ultraviolet curable epoxy silicone coating compositions |
US4576999A (en) * | 1982-05-06 | 1986-03-18 | General Electric Company | Ultraviolet radiation-curable silicone release compositions with epoxy and/or acrylic functionality |
US4804768A (en) * | 1986-09-30 | 1989-02-14 | Union Carbide Corporation | Process for producing epoxyorganoalkoxysilanes |
US4952657A (en) * | 1988-07-29 | 1990-08-28 | General Electric Company | Silicone release coating compositions |
US5037861A (en) * | 1989-08-09 | 1991-08-06 | General Electric Company | Novel highly reactive silicon-containing epoxides |
US4961963A (en) * | 1989-09-01 | 1990-10-09 | Dow Corning Corporation | Silicone release coatings containing rhodium |
-
1990
- 1990-09-17 US US07/583,524 patent/US5169962A/en not_active Expired - Fee Related
-
1991
- 1991-08-08 CA CA002048774A patent/CA2048774A1/en not_active Abandoned
- 1991-09-04 EP EP91114888A patent/EP0476426A1/en not_active Ceased
- 1991-09-12 JP JP3260425A patent/JPH04352793A/ja active Pending
- 1991-09-16 KR KR1019910016097A patent/KR920006411A/ko not_active Application Discontinuation
Also Published As
Publication number | Publication date |
---|---|
US5169962A (en) | 1992-12-08 |
CA2048774A1 (en) | 1992-03-18 |
JPH04352793A (ja) | 1992-12-07 |
EP0476426A1 (en) | 1992-03-25 |
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