DE2752564C2 - Alkenyloxyendblockierte Polydiorganosiloxane - Google Patents
Alkenyloxyendblockierte PolydiorganosiloxaneInfo
- Publication number
- DE2752564C2 DE2752564C2 DE2752564A DE2752564A DE2752564C2 DE 2752564 C2 DE2752564 C2 DE 2752564C2 DE 2752564 A DE2752564 A DE 2752564A DE 2752564 A DE2752564 A DE 2752564A DE 2752564 C2 DE2752564 C2 DE 2752564C2
- Authority
- DE
- Germany
- Prior art keywords
- sio
- alkenyloxy
- silicon
- polymer
- radicals
- 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
Links
- 125000003302 alkenyloxy group Chemical group 0.000 title description 16
- 239000000203 mixture Substances 0.000 description 35
- 229920000642 polymer Polymers 0.000 description 22
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
- 239000003054 catalyst Substances 0.000 description 18
- -1 vinyloxy Chemical group 0.000 description 18
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 17
- 229920001187 thermosetting polymer Polymers 0.000 description 15
- 239000003795 chemical substances by application Substances 0.000 description 14
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 11
- 150000001875 compounds Chemical class 0.000 description 11
- 238000002474 experimental method Methods 0.000 description 11
- 229920001296 polysiloxane Polymers 0.000 description 10
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 9
- 150000003961 organosilicon compounds Chemical class 0.000 description 8
- 229910052697 platinum Inorganic materials 0.000 description 8
- 229910000077 silane Inorganic materials 0.000 description 8
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 7
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000000945 filler Substances 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 235000012239 silicon dioxide Nutrition 0.000 description 6
- 229920002554 vinyl polymer Polymers 0.000 description 6
- 229910004298 SiO 2 Inorganic materials 0.000 description 5
- 229920001577 copolymer Polymers 0.000 description 5
- 239000001257 hydrogen Substances 0.000 description 5
- 229910052739 hydrogen Inorganic materials 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 239000004205 dimethyl polysiloxane Substances 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 4
- 150000001336 alkenes Chemical class 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000000806 elastomer Substances 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 239000000499 gel Substances 0.000 description 3
- 238000005227 gel permeation chromatography Methods 0.000 description 3
- 230000003301 hydrolyzing effect Effects 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- 238000011417 postcuring Methods 0.000 description 3
- 229910052710 silicon Inorganic materials 0.000 description 3
- 239000010703 silicon Substances 0.000 description 3
- 239000000377 silicon dioxide Substances 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 239000005909 Kieselgur Substances 0.000 description 2
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 229910052681 coesite Inorganic materials 0.000 description 2
- 229910052906 cristobalite Inorganic materials 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 150000004678 hydrides Chemical class 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 238000006459 hydrosilylation reaction Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000002808 molecular sieve Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 229920001558 organosilicon polymer Polymers 0.000 description 2
- 125000005375 organosiloxane group Chemical group 0.000 description 2
- 229910021420 polycrystalline silicon Inorganic materials 0.000 description 2
- 229920005591 polysilicon Polymers 0.000 description 2
- IALUUOKJPBOFJL-UHFFFAOYSA-N potassium oxidosilane Chemical compound [K+].[SiH3][O-] IALUUOKJPBOFJL-UHFFFAOYSA-N 0.000 description 2
- 239000010453 quartz Substances 0.000 description 2
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 229910052682 stishovite Inorganic materials 0.000 description 2
- 229910052905 tridymite Inorganic materials 0.000 description 2
- WRXCBRHBHGNNQA-UHFFFAOYSA-N (2,4-dichlorobenzoyl) 2,4-dichlorobenzenecarboperoxoate Chemical compound ClC1=CC(Cl)=CC=C1C(=O)OOC(=O)C1=CC=C(Cl)C=C1Cl WRXCBRHBHGNNQA-UHFFFAOYSA-N 0.000 description 1
- DMWVYCCGCQPJEA-UHFFFAOYSA-N 2,5-bis(tert-butylperoxy)-2,5-dimethylhexane Chemical compound CC(C)(C)OOC(C)(C)CCC(C)(C)OOC(C)(C)C DMWVYCCGCQPJEA-UHFFFAOYSA-N 0.000 description 1
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical group [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 229910004283 SiO 4 Inorganic materials 0.000 description 1
- 229910020175 SiOH Inorganic materials 0.000 description 1
- PHVBDWFKFLKQCQ-UHFFFAOYSA-N [K+].C[SiH](C)[O-] Chemical compound [K+].C[SiH](C)[O-] PHVBDWFKFLKQCQ-UHFFFAOYSA-N 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000005336 allyloxy group Chemical group 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000010425 asbestos Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 239000003060 catalysis inhibitor Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 230000000368 destabilizing effect Effects 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000005538 encapsulation Methods 0.000 description 1
- 238000011067 equilibration Methods 0.000 description 1
- 239000011152 fibreglass Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 230000009969 flowable effect Effects 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000007863 gel particle Substances 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000011045 prefiltration Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000012763 reinforcing filler Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 239000003566 sealing material Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 1
- 238000012719 thermal polymerization Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 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
- C08G77/20—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
- C08G77/045—Polysiloxanes containing less than 25 silicon atoms
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)
- Silicon Polymers (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/744,905 US4079037A (en) | 1976-11-26 | 1976-11-26 | Alkenyloxy silicon compositions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2752564A1 DE2752564A1 (de) | 1978-06-01 |
| DE2752564C2 true DE2752564C2 (de) | 1984-09-27 |
Family
ID=24994415
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2752564A Expired DE2752564C2 (de) | 1976-11-26 | 1977-11-25 | Alkenyloxyendblockierte Polydiorganosiloxane |
| DE2759653A Expired DE2759653C2 (de) | 1976-11-26 | 1977-11-25 | Hitzehärtbare Organopolysiliciummasse |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2759653A Expired DE2759653C2 (de) | 1976-11-26 | 1977-11-25 | Hitzehärtbare Organopolysiliciummasse |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US4079037A (OSRAM) |
| JP (2) | JPS5367763A (OSRAM) |
| BE (1) | BE861143A (OSRAM) |
| BR (1) | BR7707674A (OSRAM) |
| CA (1) | CA1096875A (OSRAM) |
| DE (2) | DE2752564C2 (OSRAM) |
| FR (1) | FR2372190A1 (OSRAM) |
| GB (1) | GB1601823A (OSRAM) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2918254C2 (de) * | 1979-05-05 | 1984-08-30 | Th. Goldschmidt Ag, 4300 Essen | Verfahren zur Herstellung von vernetzten Organopolysiloxanen und deren Verwendung in abhäsiven Beschichtungsmassen |
| JPS5695923A (en) * | 1979-11-30 | 1981-08-03 | Shin Etsu Chem Co Ltd | Cold curing organopolysloxane composition |
| JPS6335656A (ja) * | 1986-07-30 | 1988-02-16 | Shin Etsu Chem Co Ltd | 硬化性組成物 |
| US5045428A (en) * | 1989-11-22 | 1991-09-03 | Xerox Corporation | Encapsulated toner compositions and processes thereof |
| FR2704228B1 (fr) * | 1993-04-19 | 1995-07-07 | Dow Corning | Copolymères de siloxanes à groupes oxaalkylenestyrene réticulables et revêtement anti-adhésifs pour papier formés à partir de ces copolymères. |
| JP5974977B2 (ja) * | 2013-05-28 | 2016-08-23 | 信越化学工業株式会社 | 耐熱性シリコーンゴム組成物 |
| DE102014224159A1 (de) | 2014-11-26 | 2016-06-02 | Wacker Chemie Ag | Alkenyldialkylcarbinoxy-funktionelle Polydiorganosiloxane |
| DE102015201579A1 (de) | 2015-01-29 | 2016-08-04 | Wacker Chemie Ag | Alkinyldialkylcarbinoxy-Organopolysiloxan haltige Organopolysiloxanmassen |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2481349A (en) * | 1949-09-06 | Polymerization of organic silicon | ||
| BE462000A (OSRAM) * | 1940-06-06 | |||
| US2394642A (en) * | 1942-11-25 | 1946-02-12 | Pittsburgh Plate Glass Co | Silicic acid esters |
| US2438520A (en) * | 1943-03-15 | 1948-03-30 | Carborundum Co | Polymers of unsaturated oxysilicols |
| US2909549A (en) * | 1953-12-14 | 1959-10-20 | Union Carbide Corp | Alkoxy-endblocked silicone polymers |
| BE546972A (OSRAM) * | 1955-04-15 | 1900-01-01 | ||
| US2865884A (en) * | 1955-05-12 | 1958-12-23 | Rohm & Haas | Polyethylenically unsaturated polysiloxanes |
| US3383356A (en) * | 1967-03-30 | 1968-05-14 | Gen Electric | Halocarbon catalyst inhibitors for reactive organosilicon compositions |
| US3541044A (en) * | 1969-01-06 | 1970-11-17 | Gen Electric | Silanol-containing organopolysiloxane admixed with reactive filler and curing agent |
| FR2144851B1 (OSRAM) * | 1971-07-07 | 1978-04-28 | Mitsubishi Electric Corp |
-
1976
- 1976-11-26 US US05/744,905 patent/US4079037A/en not_active Expired - Lifetime
-
1977
- 1977-09-16 CA CA286,934A patent/CA1096875A/en not_active Expired
- 1977-11-18 BR BR7707674A patent/BR7707674A/pt unknown
- 1977-11-24 FR FR7735344A patent/FR2372190A1/fr active Granted
- 1977-11-24 BE BE182884A patent/BE861143A/xx not_active IP Right Cessation
- 1977-11-24 JP JP14107377A patent/JPS5367763A/ja active Granted
- 1977-11-25 GB GB49220/77A patent/GB1601823A/en not_active Expired
- 1977-11-25 DE DE2752564A patent/DE2752564C2/de not_active Expired
- 1977-11-25 DE DE2759653A patent/DE2759653C2/de not_active Expired
-
1978
- 1978-11-01 JP JP13510878A patent/JPS5488961A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5415800B2 (OSRAM) | 1979-06-18 |
| US4079037A (en) | 1978-03-14 |
| JPS5618615B2 (OSRAM) | 1981-04-30 |
| BE861143A (fr) | 1978-05-24 |
| GB1601823A (en) | 1981-11-04 |
| JPS5488961A (en) | 1979-07-14 |
| BR7707674A (pt) | 1978-07-18 |
| FR2372190B1 (OSRAM) | 1981-08-28 |
| FR2372190A1 (fr) | 1978-06-23 |
| JPS5367763A (en) | 1978-06-16 |
| CA1096875A (en) | 1981-03-03 |
| DE2752564A1 (de) | 1978-06-01 |
| DE2759653C2 (de) | 1984-07-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OAP | Request for examination filed | ||
| OD | Request for examination | ||
| OI | Miscellaneous see part 1 | ||
| OI | Miscellaneous see part 1 | ||
| 8128 | New person/name/address of the agent |
Representative=s name: SPOTT, G., DIPL.-CHEM. DR.RER.NAT., PAT.-ANW., 800 |
|
| AH | Division in |
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| D2 | Grant after examination | ||
| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |