CA1296448C - Method for curing organopolysiloxane compositions - Google Patents
Method for curing organopolysiloxane compositionsInfo
- Publication number
- CA1296448C CA1296448C CA000530335A CA530335A CA1296448C CA 1296448 C CA1296448 C CA 1296448C CA 000530335 A CA000530335 A CA 000530335A CA 530335 A CA530335 A CA 530335A CA 1296448 C CA1296448 C CA 1296448C
- Authority
- CA
- Canada
- Prior art keywords
- degrees
- molecule
- cured
- alkenyl radicals
- silicon
- 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
- 239000000203 mixture Substances 0.000 title claims abstract description 70
- 229920001296 polysiloxane Polymers 0.000 title claims abstract description 37
- 238000000034 method Methods 0.000 title claims abstract description 26
- 239000004615 ingredient Substances 0.000 claims description 49
- -1 3,3,3-trifluoro-propyl Chemical group 0.000 claims description 26
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 18
- 229910052751 metal Inorganic materials 0.000 claims description 18
- 239000002184 metal Substances 0.000 claims description 18
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical group [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 16
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 14
- 229920001577 copolymer Polymers 0.000 claims description 11
- 235000013870 dimethyl polysiloxane Nutrition 0.000 claims description 9
- 238000002156 mixing Methods 0.000 claims description 9
- 239000003054 catalyst Substances 0.000 claims description 8
- 239000004205 dimethyl polysiloxane Substances 0.000 claims description 8
- 229920006136 organohydrogenpolysiloxane Polymers 0.000 claims description 8
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 7
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 6
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical compound [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 6
- 239000000377 silicon dioxide Substances 0.000 claims description 6
- 229920002554 vinyl polymer Polymers 0.000 claims description 5
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 4
- 239000012763 reinforcing filler Substances 0.000 claims description 4
- 229910052710 silicon Inorganic materials 0.000 claims description 4
- 239000010703 silicon Substances 0.000 claims description 4
- 125000003342 alkenyl group Chemical group 0.000 claims description 3
- 238000001035 drying Methods 0.000 claims description 3
- 230000001747 exhibiting effect Effects 0.000 claims description 3
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 2
- 239000004215 Carbon black (E152) Substances 0.000 claims description 2
- 229920005645 diorganopolysiloxane polymer Polymers 0.000 claims description 2
- 239000000945 filler Substances 0.000 claims description 2
- 229930195733 hydrocarbon Natural products 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 claims description 2
- 230000003014 reinforcing effect Effects 0.000 claims description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- 229920002379 silicone rubber Polymers 0.000 description 6
- 239000007788 liquid Substances 0.000 description 5
- 239000004945 silicone rubber Substances 0.000 description 5
- 238000007259 addition reaction Methods 0.000 description 4
- 229920001971 elastomer Polymers 0.000 description 4
- 239000000806 elastomer Substances 0.000 description 4
- 239000004744 fabric Substances 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 229910052697 platinum Inorganic materials 0.000 description 4
- 229920001843 polymethylhydrosiloxane Polymers 0.000 description 4
- 229910020485 SiO4/2 Inorganic materials 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000000465 moulding Methods 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 239000004971 Cross linker Substances 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 239000003060 catalysis inhibitor Substances 0.000 description 2
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000006835 compression Effects 0.000 description 2
- 238000007906 compression Methods 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 239000000499 gel 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
- 238000004519 manufacturing process Methods 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 238000010068 moulding (rubber) Methods 0.000 description 2
- 230000000737 periodic effect Effects 0.000 description 2
- 239000010453 quartz Substances 0.000 description 2
- 230000002829 reductive effect Effects 0.000 description 2
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 1
- 229910002012 Aerosil® Inorganic materials 0.000 description 1
- 229910002016 Aerosil® 200 Inorganic materials 0.000 description 1
- 108010053481 Antifreeze Proteins Proteins 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 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
- 239000010425 asbestos Substances 0.000 description 1
- 238000000071 blow moulding Methods 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000000748 compression moulding Methods 0.000 description 1
- 230000002844 continuous effect Effects 0.000 description 1
- 239000002826 coolant Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 229910021485 fumed silica Inorganic materials 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 238000006459 hydrosilylation reaction Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 238000007689 inspection Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 229910000510 noble metal Inorganic materials 0.000 description 1
- 150000003961 organosilicon compounds Chemical class 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 230000000979 retarding effect Effects 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
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 230000005070 ripening Effects 0.000 description 1
- 235000012217 sodium aluminium silicate Nutrition 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000000153 supplemental effect Effects 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 238000001721 transfer moulding Methods 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- 239000005051 trimethylchlorosilane Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Classifications
-
- 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
-
- 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
- C08G77/12—Polysiloxanes containing silicon bound to hydrogen
-
- 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
- C08G77/20—Polysiloxanes containing silicon bound to unsaturated aliphatic groups
-
- 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
- C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
- C08G77/24—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen halogen-containing groups
-
- 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
- C08G77/70—Siloxanes defined by use of the MDTQ nomenclature
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Heating, Cooling, Or Curing Plastics Or The Like In General (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61047127A JPS62205159A (ja) | 1986-03-04 | 1986-03-04 | オルガノポリシロキサン組成物の硬化方法 |
| JP47127/86 | 1986-03-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1296448C true CA1296448C (en) | 1992-02-25 |
Family
ID=12766476
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000530335A Expired - Lifetime CA1296448C (en) | 1986-03-04 | 1987-02-23 | Method for curing organopolysiloxane compositions |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US4722968A (en]) |
| EP (1) | EP0239812B1 (en]) |
| JP (1) | JPS62205159A (en]) |
| KR (1) | KR950006644B1 (en]) |
| AU (1) | AU582953B2 (en]) |
| BR (1) | BR8700990A (en]) |
| CA (1) | CA1296448C (en]) |
| DE (1) | DE3786411T2 (en]) |
| ES (1) | ES2008719A6 (en]) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6322860A (ja) * | 1986-03-05 | 1988-01-30 | Toray Silicone Co Ltd | オルガノポリシロキサン組成物の硬化方法 |
| US5661222A (en) * | 1995-04-13 | 1997-08-26 | Dentsply Research & Development Corp. | Polyvinylsiloxane impression material |
| US5830951A (en) * | 1995-04-13 | 1998-11-03 | Dentsply Detrey G.M.B.H. | Polyvinylsiloxane impression material |
| AU2904999A (en) * | 1998-03-12 | 1999-09-27 | Coloplast Corporation | Self-forming partial breast prosthesis and a method of making the same |
| US6561807B2 (en) | 1998-05-27 | 2003-05-13 | Dentsply Research & Development Corp. | Polyvinylsiloxane impression material |
| FR2823693B1 (fr) * | 2001-04-23 | 2003-05-30 | Rhodia Chimie Sa | Procede de fabrication de revetements adherents ou non en elastomere silicone par trempage |
| US20050181324A1 (en) * | 2004-02-13 | 2005-08-18 | Hare Robert V. | Polyorganosiloxane dental impression materials with improved wetting and stability |
| JP2007502020A (ja) * | 2003-08-08 | 2007-02-01 | ダウ・コーニング・コーポレイション | 液体射出成形を用いた電子部品の製造方法 |
| US7767754B2 (en) * | 2005-11-08 | 2010-08-03 | Momentive Performance Materials Inc. | Silicone composition and process of making same |
| US7479522B2 (en) * | 2005-11-09 | 2009-01-20 | Momentive Performance Materials Inc. | Silicone elastomer composition |
| KR101942370B1 (ko) * | 2017-10-19 | 2019-01-25 | 인천대학교 산학협력단 | 자유 정점의 이동 순서 할당에 기초하여 메쉬 품질의 향상을 지원하는 그래픽 처리 장치 및 방법 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3960804A (en) * | 1974-04-12 | 1976-06-01 | Minuto Maurice A | Method of making silicone polymer with fillers dispersed therein and using same to make silicone rubber |
| JPS5226557A (en) * | 1975-08-25 | 1977-02-28 | Shin Etsu Chem Co Ltd | Silicone rubber compositions |
| US4162243A (en) * | 1978-05-08 | 1979-07-24 | Dow Corning Corporation | High strength, extrudable silicone elastomer compositions |
| GB2096631A (en) * | 1981-04-09 | 1982-10-20 | Gen Electric | Fluorosilicone rubber composition process and polymer |
| JPS5968333A (ja) * | 1982-10-12 | 1984-04-18 | Toray Silicone Co Ltd | 線状オルガノポリシロキサンブロツクを含有するポリマもしくはポリマ組成物の球状硬化物およびその製造方法 |
| FR2554118B1 (fr) * | 1983-10-26 | 1986-01-17 | Rhone Poulenc Spec Chim | Agent inhibiteur cetonique pour catalyseur d'un metal du groupe du platine et compositions organopolysiloxaniques le contenant |
| JPS60238378A (ja) * | 1984-05-10 | 1985-11-27 | Toray Silicone Co Ltd | 接着複合体の製造方法 |
| JPS62135561A (ja) * | 1985-12-10 | 1987-06-18 | Toray Silicone Co Ltd | 硬化性オルガノポリシロキサン組成物 |
-
1986
- 1986-03-04 JP JP61047127A patent/JPS62205159A/ja active Granted
-
1987
- 1987-02-13 US US07/014,563 patent/US4722968A/en not_active Expired - Fee Related
- 1987-02-23 CA CA000530335A patent/CA1296448C/en not_active Expired - Lifetime
- 1987-02-27 BR BR8700990A patent/BR8700990A/pt not_active IP Right Cessation
- 1987-03-03 AU AU69621/87A patent/AU582953B2/en not_active Ceased
- 1987-03-03 DE DE87102974T patent/DE3786411T2/de not_active Expired - Fee Related
- 1987-03-03 EP EP87102974A patent/EP0239812B1/en not_active Expired - Lifetime
- 1987-03-03 KR KR1019870001875A patent/KR950006644B1/ko not_active Expired - Fee Related
- 1987-03-03 ES ES8700577A patent/ES2008719A6/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| KR950006644B1 (ko) | 1995-06-21 |
| ES2008719A6 (es) | 1989-08-01 |
| AU6962187A (en) | 1987-09-10 |
| US4722968A (en) | 1988-02-02 |
| KR870008965A (ko) | 1987-10-22 |
| JPH0347665B2 (en]) | 1991-07-22 |
| DE3786411T2 (de) | 1993-11-18 |
| JPS62205159A (ja) | 1987-09-09 |
| EP0239812A3 (en) | 1988-09-21 |
| EP0239812B1 (en) | 1993-07-07 |
| BR8700990A (pt) | 1987-12-22 |
| AU582953B2 (en) | 1989-04-13 |
| DE3786411D1 (de) | 1993-08-12 |
| EP0239812A2 (en) | 1987-10-07 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKLA | Lapsed |