CA1176784A - Compose au silicone promoteur de durcissement - Google Patents

Compose au silicone promoteur de durcissement

Info

Publication number: CA1176784A
Authority: CA; Canada
Prior art keywords: units; composition; radicals; parts; vinyl
Prior art date: 1981-07-24
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

Application number

CA000382440A

Other languages

English (en)

Inventor

Edward M. Jeram

Alfred H. Smith, Jr.

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

General Electric Co

Original Assignee

General Electric Co

Priority date (The priority date 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 date listed.)

1981-07-24

Filing date

1981-07-24

Publication date

1984-10-23

1981-07-24 Application filed by General Electric Co filed Critical General Electric Co

1981-07-24 Priority to CA000382440A priority Critical patent/CA1176784A/fr

1984-10-23 Application granted granted Critical

1984-10-23 Publication of CA1176784A publication Critical patent/CA1176784A/fr

Status Expired legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims abstract description 151
229920001296 polysiloxane Polymers 0.000 title claims abstract description 57
238000013006 addition curing Methods 0.000 title claims abstract description 14
150000004678 hydrides Chemical class 0.000 claims abstract description 70
BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims abstract description 67
229920002554 vinyl polymer Polymers 0.000 claims abstract description 67
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract description 66
229910052697 platinum Inorganic materials 0.000 claims abstract description 31
239000003054 catalyst Substances 0.000 claims abstract description 29
229920005645 diorganopolysiloxane polymer Polymers 0.000 claims abstract description 16
239000003431 cross linking reagent Substances 0.000 claims abstract description 11
-1 hydrocarbon radical Chemical class 0.000 claims description 148
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 54
229920000642 polymer Polymers 0.000 claims description 48
239000004215 Carbon black (E152) Substances 0.000 claims description 38
229930195733 hydrocarbon Natural products 0.000 claims description 38
229920005989 resin Polymers 0.000 claims description 32
239000011347 resin Substances 0.000 claims description 32
238000000034 method Methods 0.000 claims description 23
239000000945 filler Substances 0.000 claims description 16
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 16
239000003112 inhibitor Substances 0.000 claims description 16
239000000377 silicon dioxide Substances 0.000 claims description 16
229910052739 hydrogen Inorganic materials 0.000 claims description 13
239000001257 hydrogen Substances 0.000 claims description 13
150000005840 aryl radicals Chemical class 0.000 claims description 11
229910021485 fumed silica Inorganic materials 0.000 claims description 11
150000003254 radicals Chemical group 0.000 claims description 11
125000004429 atom Chemical group 0.000 claims description 10
150000001875 compounds Chemical class 0.000 claims description 10
KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical group [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 9
XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 8
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
229910052710 silicon Inorganic materials 0.000 claims description 7
239000010703 silicon Substances 0.000 claims description 7
239000004971 Cross linker Substances 0.000 claims description 6
150000002430 hydrocarbons Chemical class 0.000 claims description 6
125000000962 organic group Chemical group 0.000 claims description 5
229910052681 coesite Inorganic materials 0.000 claims description 4
229910052906 cristobalite Inorganic materials 0.000 claims description 4
125000005388 dimethylhydrogensiloxy group Chemical group 0.000 claims description 4
235000012239 silicon dioxide Nutrition 0.000 claims description 4
229910052682 stishovite Inorganic materials 0.000 claims description 4
229910052905 tridymite Inorganic materials 0.000 claims description 4
229920001577 copolymer Polymers 0.000 claims description 3
OUUQCZGPVNCOIJ-UHFFFAOYSA-N hydroperoxyl Chemical compound O[O] OUUQCZGPVNCOIJ-UHFFFAOYSA-N 0.000 claims description 3
229920002379 silicone rubber Polymers 0.000 claims description 3
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 3
238000002156 mixing Methods 0.000 claims description 2
150000007973 cyanuric acids Chemical class 0.000 claims 1
ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims 1
239000002585 base Substances 0.000 description 18
125000004469 siloxy group Chemical group [SiH3]O* 0.000 description 13
239000007788 liquid Substances 0.000 description 12
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 12
238000001746 injection moulding Methods 0.000 description 11
150000001336 alkenes Chemical class 0.000 description 10
125000004432 carbon atom Chemical group C* 0.000 description 10
229920005601 base polymer Polymers 0.000 description 7
239000002253 acid Substances 0.000 description 6
238000007792 addition Methods 0.000 description 6
125000004122 cyclic group Chemical group 0.000 description 6
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 6
230000000704 physical effect Effects 0.000 description 6
238000006243 chemical reaction Methods 0.000 description 5
239000004205 dimethyl polysiloxane Substances 0.000 description 5
235000013870 dimethyl polysiloxane Nutrition 0.000 description 5
238000011067 equilibration Methods 0.000 description 5
229920000435 poly(dimethylsiloxane) Polymers 0.000 description 5
239000004927 clay Substances 0.000 description 4
125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 4
239000004615 ingredient Substances 0.000 description 4
238000000465 moulding Methods 0.000 description 4
239000012763 reinforcing filler Substances 0.000 description 4
VMAWODUEPLAHOE-UHFFFAOYSA-N 2,4,6,8-tetrakis(ethenyl)-2,4,6,8-tetramethyl-1,3,5,7,2,4,6,8-tetraoxatetrasilocane Chemical compound C=C[Si]1(C)O[Si](C)(C=C)O[Si](C)(C=C)O[Si](C)(C=C)O1 VMAWODUEPLAHOE-UHFFFAOYSA-N 0.000 description 3
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
239000005046 Chlorosilane Substances 0.000 description 3
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
DDJSWKLBKSLAAZ-UHFFFAOYSA-N cyclotetrasiloxane Chemical compound O1[SiH2]O[SiH2]O[SiH2]O[SiH2]1 DDJSWKLBKSLAAZ-UHFFFAOYSA-N 0.000 description 3
230000007062 hydrolysis Effects 0.000 description 3
238000006460 hydrolysis reaction Methods 0.000 description 3
150000003058 platinum compounds Chemical class 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
229920003354 Modic® Polymers 0.000 description 2
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
239000003377 acid catalyst Substances 0.000 description 2
239000000654 additive Substances 0.000 description 2
230000000996 additive effect Effects 0.000 description 2
229910052799 carbon Inorganic materials 0.000 description 2
KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical class Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 description 2
DMEGYFMYUHOHGS-UHFFFAOYSA-N cycloheptane Chemical class C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 2
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
239000012530 fluid Substances 0.000 description 2
FFUAGWLWBBFQJT-UHFFFAOYSA-N hexamethyldisilazane Chemical compound C[Si](C)(C)N[Si](C)(C)C FFUAGWLWBBFQJT-UHFFFAOYSA-N 0.000 description 2
230000003301 hydrolyzing effect Effects 0.000 description 2
125000001867 hydroperoxy group Chemical group [*]OO[H] 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
239000000463 material Substances 0.000 description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
FDNAPBUWERUEDA-UHFFFAOYSA-N silicon tetrachloride Chemical compound Cl[Si](Cl)(Cl)Cl FDNAPBUWERUEDA-UHFFFAOYSA-N 0.000 description 2
239000002904 solvent Substances 0.000 description 2
ZQTYRTSKQFQYPQ-UHFFFAOYSA-N trisiloxane Chemical compound [SiH3]O[SiH2]O[SiH3] ZQTYRTSKQFQYPQ-UHFFFAOYSA-N 0.000 description 2
RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 1
PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
229920000742 Cotton Polymers 0.000 description 1
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical class C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
239000005909 Kieselgur Substances 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
239000004965 Silica aerogel Substances 0.000 description 1
229910052770 Uranium Inorganic materials 0.000 description 1
CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 description 1
ZXQYGBMAQZUVMI-QQDHXZELSA-N [cyano-(3-phenoxyphenyl)methyl] (1r,3r)-3-[(z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate Chemical compound CC1(C)[C@@H](\C=C(/Cl)C(F)(F)F)[C@H]1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 ZXQYGBMAQZUVMI-QQDHXZELSA-N 0.000 description 1
238000007259 addition reaction Methods 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
150000001299 aldehydes Chemical class 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
150000008044 alkali metal hydroxides Chemical class 0.000 description 1
125000004450 alkenylene group Chemical group 0.000 description 1
229940045985 antineoplastic platinum compound Drugs 0.000 description 1
208000027697 autoimmune lymphoproliferative syndrome due to CTLA4 haploinsuffiency Diseases 0.000 description 1
229910000019 calcium carbonate Inorganic materials 0.000 description 1
125000005587 carbonate group Chemical group 0.000 description 1
239000003610 charcoal Substances 0.000 description 1
229910052570 clay Inorganic materials 0.000 description 1
239000007799 cork Substances 0.000 description 1
238000004132 cross linking Methods 0.000 description 1
238000001723 curing Methods 0.000 description 1
125000005724 cycloalkenylene group Chemical group 0.000 description 1
125000000640 cyclooctyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
238000011161 development Methods 0.000 description 1
230000018109 developmental process Effects 0.000 description 1
MROCJMGDEKINLD-UHFFFAOYSA-N dichlorosilane Chemical compound Cl[SiH2]Cl MROCJMGDEKINLD-UHFFFAOYSA-N 0.000 description 1
125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
230000000694 effects Effects 0.000 description 1
229920001971 elastomer Polymers 0.000 description 1
239000000806 elastomer Substances 0.000 description 1
238000005516 engineering process Methods 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
239000000835 fiber Substances 0.000 description 1
239000003063 flame retardant Substances 0.000 description 1
239000003365 glass fiber Substances 0.000 description 1
229910002804 graphite Inorganic materials 0.000 description 1
239000010439 graphite Substances 0.000 description 1
125000001188 haloalkyl group Chemical group 0.000 description 1
230000036571 hydration Effects 0.000 description 1
238000006703 hydration reaction Methods 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
239000012535 impurity Substances 0.000 description 1
239000000976 ink Substances 0.000 description 1
239000000395 magnesium oxide Substances 0.000 description 1
CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
239000004033 plastic Substances 0.000 description 1
CLSUSRZJUQMOHH-UHFFFAOYSA-L platinum dichloride Chemical compound Cl[Pt]Cl CLSUSRZJUQMOHH-UHFFFAOYSA-L 0.000 description 1
229910021420 polycrystalline silicon Inorganic materials 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000011591 potassium Substances 0.000 description 1
238000004382 potting Methods 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
230000003014 reinforcing effect Effects 0.000 description 1
229920005573 silicon-containing polymer Polymers 0.000 description 1
229920002050 silicone resin Polymers 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
239000000243 solution Substances 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
RSNQKPMXXVDJFG-UHFFFAOYSA-N tetrasiloxane Chemical compound [SiH3]O[SiH2]O[SiH2]O[SiH3] RSNQKPMXXVDJFG-UHFFFAOYSA-N 0.000 description 1
239000004408 titanium dioxide Substances 0.000 description 1
OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
125000003944 tolyl group Chemical group 0.000 description 1
125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
239000011787 zinc oxide Substances 0.000 description 1
229910001928 zirconium oxide Inorganic materials 0.000 description 1
GFQYVLUOOAAOGM-UHFFFAOYSA-N zirconium(iv) silicate Chemical compound [Zr+4].[O-][Si]([O-])([O-])[O-] GFQYVLUOOAAOGM-UHFFFAOYSA-N 0.000 description 1
229910021489 α-quartz Inorganic materials 0.000 description 1

Landscapes

Compositions Of Macromolecular Compounds (AREA)

CA000382440A 1981-07-24 1981-07-24 Compose au silicone promoteur de durcissement Expired CA1176784A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA000382440A CA1176784A (fr)	1981-07-24	1981-07-24	Compose au silicone promoteur de durcissement

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA000382440A CA1176784A (fr)	1981-07-24	1981-07-24	Compose au silicone promoteur de durcissement

Publications (1)

Publication Number	Publication Date
CA1176784A true CA1176784A (fr)	1984-10-23

Family

ID=4120522

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000382440A Expired CA1176784A (fr)	1981-07-24	1981-07-24	Compose au silicone promoteur de durcissement

Country Status (1)

Country	Link
CA (1)	CA1176784A (fr)

1981
- 1981-07-24 CA CA000382440A patent/CA1176784A/fr not_active Expired

Legal Events

Date	Code	Title	Description
2001-10-23	MKEX	Expiry

Publication	Publication Date	Title
US4340709A (en)	1982-07-20	Addition curing silicone compositions
US5929143A (en)	1999-07-27	Low compression set silicone elastomers
US4329274A (en)	1982-05-11	Heat curable organopolysiloxane compositions
US4539357A (en)	1985-09-03	Peroxide curing polysiloxane compositions having a high tear strength
US5025073A (en)	1991-06-18	One part heat curable organopolysiloxane compositions
US5863969A (en)	1999-01-26	Low compression set silicone elastomers
KR840001758B1 (ko)	1984-10-19	내연성 실리콘 발포 조성물
US5215635A (en)	1993-06-01	Method for making silicone gels using ultrasonic energy
US4267298A (en)	1981-05-12	Process for preparing M-stopped silicone fluids from silanol fluids
US4089833A (en)	1978-05-16	Process aids for fluorosilicone polymers
KR0135548B1 (ko)	1998-04-23	가교시켜 알코올을 제거한 엘라스토머를 얻을 수 있는 오르가노(폴리) 실록산 조성물
US5122585A (en)	1992-06-16	One part heat curable organopolysiloxane compositions
KR910004045B1 (ko)	1991-06-22	실리콘-결합 수소를 함유하는 저온 폴리메틸실록산 및 이로부터 제조된 경화 조성물
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US5142035A (en)	1992-08-25	Encapsulated palladium complexes and one part heat curable organopolysiloxane compositions
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US5106939A (en)	1992-04-21	One part heat curable organopolysiloxane compositions
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US5446113A (en)	1995-08-29	Method for making heat curable zero valent platinum-vinylsilane silicone compositions
US5231158A (en)	1993-07-27	One part heat curable organopolysiloxane compositions and method
CA1179093A (fr)	1984-12-04	Composes d'organopolysiloxane durcissables a la chaleur
CA2048777A1 (fr)	1992-04-02	Compositions a un seul element, a base d'organopolysiloxane durcissables a la chaleur, et methode d'obtention
CA1217895A (fr)	1987-02-10	Compositions de polysiloxane avec un agent de reticulation au peroxyde, tres resistantes a la dechirure