CA1285672C - Methode de vulcanisation des compositions d'organopolysiloxanes, et lesdites compositions - Google Patents

Methode de vulcanisation des compositions d'organopolysiloxanes, et lesdites compositions

Info

Publication number: CA1285672C
Authority: CA; Canada
Prior art keywords: weight; parts; units; composition; chloroplatinic acid
Prior art date: 1984-02-21
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

Application number

CA000475021A

Other languages

English (en)

Inventor

Yuji Hamada

Shosaku Sasaki

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.)

DuPont Toray Specialty Materials KK

Original Assignee

Toray Silicone Co Ltd

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.)

1984-02-21

Filing date

1985-02-25

Publication date

1991-07-02

1984-02-21 Priority claimed from JP59031265A external-priority patent/JPS60177029A/ja

1985-02-25 Application filed by Toray Silicone Co Ltd filed Critical Toray Silicone Co Ltd

1985-02-25 Priority to CA000475021A priority Critical patent/CA1285672C/fr

1991-07-02 Application granted granted Critical

1991-07-02 Publication of CA1285672C publication Critical patent/CA1285672C/fr

2008-07-02 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims abstract description 83
229920001296 polysiloxane Polymers 0.000 title claims abstract description 41
238000000034 method Methods 0.000 title claims abstract description 24
238000010894 electron beam technology Methods 0.000 claims abstract description 21
239000003504 photosensitizing agent Substances 0.000 claims abstract description 17
230000005855 radiation Effects 0.000 claims abstract description 15
239000003054 catalyst Substances 0.000 claims abstract description 13
238000007259 addition reaction Methods 0.000 claims abstract description 10
GRGVQLWQXHFRHO-UHFFFAOYSA-N 3-methylpent-3-en-1-yne Chemical compound CC=C(C)C#C GRGVQLWQXHFRHO-UHFFFAOYSA-N 0.000 claims abstract description 6
BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 35
-1 dimethylsiloxane units Chemical group 0.000 claims description 34
238000010438 heat treatment Methods 0.000 claims description 28
229910052697 platinum Inorganic materials 0.000 claims description 17
239000002253 acid Substances 0.000 claims description 15
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 10
229920001843 polymethylhydrosiloxane Polymers 0.000 claims description 8
KMNCBSZOIQAUFX-UHFFFAOYSA-N 2-ethoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OCC)C(=O)C1=CC=CC=C1 KMNCBSZOIQAUFX-UHFFFAOYSA-N 0.000 claims description 7
RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 7
239000012965 benzophenone Substances 0.000 claims description 7
150000001875 compounds Chemical class 0.000 claims description 7
KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-dimethoxy-2-phenylacetophenone Chemical compound C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 claims description 5
125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 5
229920002554 vinyl polymer Polymers 0.000 claims description 5
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
HDMHXSCNTJQYOS-UHFFFAOYSA-N 1-(4-prop-2-enylphenyl)ethanone Chemical compound CC(=O)C1=CC=C(CC=C)C=C1 HDMHXSCNTJQYOS-UHFFFAOYSA-N 0.000 claims description 3
125000003342 alkenyl group Chemical group 0.000 abstract description 9
HMVBQEAJQVQOTI-UHFFFAOYSA-N 3,5-dimethylhex-3-en-1-yne Chemical compound CC(C)C=C(C)C#C HMVBQEAJQVQOTI-UHFFFAOYSA-N 0.000 abstract description 3
239000002683 reaction inhibitor Substances 0.000 abstract description 2
238000001723 curing Methods 0.000 abstract 2
238000013007 heat curing Methods 0.000 abstract 1
KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical compound [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 12
229920001577 copolymer Polymers 0.000 description 10
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
239000000306 component Substances 0.000 description 7
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 6
229910052753 mercury Inorganic materials 0.000 description 6
125000000217 alkyl group Chemical group 0.000 description 4
239000004205 dimethyl polysiloxane Substances 0.000 description 4
235000013870 dimethyl polysiloxane Nutrition 0.000 description 4
229920000435 poly(dimethylsiloxane) Polymers 0.000 description 4
CEBKHWWANWSNTI-UHFFFAOYSA-N 2-methylbut-3-yn-2-ol Chemical compound CC(C)(O)C#C CEBKHWWANWSNTI-UHFFFAOYSA-N 0.000 description 3
238000006243 chemical reaction Methods 0.000 description 3
125000004122 cyclic group Chemical group 0.000 description 3
229920006136 organohydrogenpolysiloxane Polymers 0.000 description 3
KRIOVPPHQSLHCZ-UHFFFAOYSA-N propiophenone Chemical compound CCC(=O)C1=CC=CC=C1 KRIOVPPHQSLHCZ-UHFFFAOYSA-N 0.000 description 3
NECRQCBKTGZNMH-UHFFFAOYSA-N 3,5-dimethylhex-1-yn-3-ol Chemical compound CC(C)CC(C)(O)C#C NECRQCBKTGZNMH-UHFFFAOYSA-N 0.000 description 2
MQSZOZMNAJHVML-UHFFFAOYSA-N 3-phenylbut-1-yn-1-ol Chemical compound OC#CC(C)C1=CC=CC=C1 MQSZOZMNAJHVML-UHFFFAOYSA-N 0.000 description 2
GNKZMNRKLCTJAY-UHFFFAOYSA-N 4'-Methylacetophenone Chemical compound CC(=O)C1=CC=C(C)C=C1 GNKZMNRKLCTJAY-UHFFFAOYSA-N 0.000 description 2
KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical group O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
125000002877 alkyl aryl group Chemical group 0.000 description 2
125000003118 aryl group Chemical group 0.000 description 2
ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 2
239000012456 homogeneous solution Substances 0.000 description 2
239000001257 hydrogen Substances 0.000 description 2
229910052739 hydrogen Inorganic materials 0.000 description 2
230000002401 inhibitory effect Effects 0.000 description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
239000003960 organic solvent Substances 0.000 description 2
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
229920006267 polyester film Polymers 0.000 description 2
229920005989 resin Polymers 0.000 description 2
239000011347 resin Substances 0.000 description 2
239000007787 solid Substances 0.000 description 2
RROZRFLLVCBVQB-UHFFFAOYSA-N 2,4-dihydroxy-2,4-dimethyl-1,5-bis(4-propan-2-ylphenyl)pentan-3-one Chemical compound C1=CC(C(C)C)=CC=C1CC(C)(O)C(=O)C(C)(O)CC1=CC=C(C(C)C)C=C1 RROZRFLLVCBVQB-UHFFFAOYSA-N 0.000 description 1
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
239000004606 Fillers/Extenders Substances 0.000 description 1
LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 1
239000004743 Polypropylene Substances 0.000 description 1
244000028419 Styrax benzoin Species 0.000 description 1
235000000126 Styrax benzoin Nutrition 0.000 description 1
235000008411 Sumatra benzointree Nutrition 0.000 description 1
230000002411 adverse Effects 0.000 description 1
230000001476 alcoholic effect Effects 0.000 description 1
229910052782 aluminium Inorganic materials 0.000 description 1
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
125000003710 aryl alkyl group Chemical group 0.000 description 1
229960002130 benzoin Drugs 0.000 description 1
239000012964 benzotriazole Substances 0.000 description 1
BJFLSHMHTPAZHO-UHFFFAOYSA-N benzotriazole Chemical compound [CH]1C=CC=C2N=NN=C21 BJFLSHMHTPAZHO-UHFFFAOYSA-N 0.000 description 1
125000004369 butenyl group Chemical group C(=CCC)* 0.000 description 1
GPUADMRJQVPIAS-QCVDVZFFSA-M cerivastatin sodium Chemical compound [Na+].COCC1=C(C(C)C)N=C(C(C)C)C(\C=C\[C@@H](O)C[C@@H](O)CC([O-])=O)=C1C1=CC=C(F)C=C1 GPUADMRJQVPIAS-QCVDVZFFSA-M 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
239000011248 coating agent Substances 0.000 description 1
238000000576 coating method Methods 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
239000012776 electronic material Substances 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
239000000945 filler Substances 0.000 description 1
239000003063 flame retardant Substances 0.000 description 1
229910021485 fumed silica Inorganic materials 0.000 description 1
239000000499 gel Substances 0.000 description 1
235000019382 gum benzoic Nutrition 0.000 description 1
150000002431 hydrogen Chemical class 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
239000002655 kraft paper Substances 0.000 description 1
QXLPXWSKPNOQLE-UHFFFAOYSA-N methylpentynol Chemical compound CCC(C)(O)C#C QXLPXWSKPNOQLE-UHFFFAOYSA-N 0.000 description 1
125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000000962 organic group Chemical group 0.000 description 1
125000005375 organosiloxane group Chemical group 0.000 description 1
229910052763 palladium Inorganic materials 0.000 description 1
239000002245 particle Substances 0.000 description 1
238000006116 polymerization reaction Methods 0.000 description 1
125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
229910052703 rhodium Inorganic materials 0.000 description 1
239000010948 rhodium Substances 0.000 description 1
MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
238000003756 stirring Methods 0.000 description 1
229920003002 synthetic resin Polymers 0.000 description 1
239000000057 synthetic resin Substances 0.000 description 1
239000003017 thermal stabilizer Substances 0.000 description 1
125000003944 tolyl group Chemical group 0.000 description 1
ODHXBMXNKOYIBV-UHFFFAOYSA-N triphenylamine Chemical compound C1=CC=CC=C1N(C=1C=CC=CC=1)C1=CC=CC=C1 ODHXBMXNKOYIBV-UHFFFAOYSA-N 0.000 description 1
229910052724 xenon Inorganic materials 0.000 description 1
FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1

Landscapes

Compositions Of Macromolecular Compounds (AREA)

CA000475021A 1984-02-21 1985-02-25 Methode de vulcanisation des compositions d'organopolysiloxanes, et lesdites compositions Expired - Lifetime CA1285672C (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA000475021A CA1285672C (fr)	1984-02-21	1985-02-25	Methode de vulcanisation des compositions d'organopolysiloxanes, et lesdites compositions

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
JP59031265A JPS60177029A (ja)	1984-02-21	1984-02-21	オルガノポリシロキサン組成物の硬化方法
CA000475021A CA1285672C (fr)	1984-02-21	1985-02-25	Methode de vulcanisation des compositions d'organopolysiloxanes, et lesdites compositions

Publications (1)

Publication Number	Publication Date
CA1285672C true CA1285672C (fr)	1991-07-02

Family

ID=25670596

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000475021A Expired - Lifetime CA1285672C (fr)	1984-02-21	1985-02-25	Methode de vulcanisation des compositions d'organopolysiloxanes, et lesdites compositions

Country Status (1)

Country	Link
CA (1)	CA1285672C (fr)

1985
- 1985-02-25 CA CA000475021A patent/CA1285672C/fr not_active Expired - Lifetime

Legal Events

Date	Code	Title	Description
2000-07-04	MKLA	Lapsed

Publication	Publication Date	Title
US4603168A (en)	1986-07-29	Method for curing organopolysiloxane compositions and the compositions
JP3499032B2 (ja)	2004-02-23	放射線硬化性組成物、その硬化方法及びパターン形成方法
US3928629A (en)	1975-12-23	Coating process
US5145932A (en)	1992-09-08	Organopolysiloxane composition for the formation of a release film
US4559396A (en)	1985-12-17	Peellable film-forming organopolysiloxane compositions
US4252933A (en)	1981-02-24	Self-bonding silicone coating composition
US5455313A (en)	1995-10-03	Silicone rubber composition for fixing roll service
EP0785236B2 (fr)	2009-08-12	Compositions de silicone réticulables
US5064916A (en)	1991-11-12	Organopolysiloxane composition for the formation of a cured release film
US4451634A (en)	1984-05-29	Silicone elastomer compositions suitable for ultraviolet ray curing
NO306167B1 (no)	1999-09-27	Organopolysiloksanblanding for tilvirkning av et avtrekkbart herdet belegg
GB2270522A (en)	1994-03-16	Two-part siloxane elastomer-forming composition
CA1244989A (fr)	1988-11-15	Composes d'organopolysiloxane durcissables a l'uv
US5629399A (en)	1997-05-13	Fast curing organosiloxane compositions with long working times
US3960810A (en)	1976-06-01	Coating process
US5270422A (en)	1993-12-14	Curing catalyst compositions and method for preparing same
JPS61162561A (ja)	1986-07-23	剥離性皮膜形成用オルガノポリシロキサン組成物
JPH0710953B2 (ja)	1995-02-08	硬化性オルガノポリシロキサン組成物
CA1285672C (fr)	1991-07-02	Methode de vulcanisation des compositions d'organopolysiloxanes, et lesdites compositions
US6111221A (en)	2000-08-29	Heat fixing rolls
JP3021247B2 (ja)	2000-03-15	硬化性剥離剤組成物
US5328941A (en)	1994-07-12	Organopolysiloxane composition for the formation of a cured release film
JP3020381B2 (ja)	2000-03-15	紙及びフィルムの離型剤用紫外線硬化型オルガノポリシロキサン組成物
EP0184598A1 (fr)	1986-06-18	Composition de polyorganosiloxane durcissable par des rayons ultraviolets ou des rayons électroniques
JPH0433821B2 (fr)	1992-06-04