JPH0244852B2 - Shirikoonjugotaioyobisonoseiho - Google Patents
ShirikoonjugotaioyobisonoseihoInfo
- Publication number
- JPH0244852B2 JPH0244852B2 JP25750087A JP25750087A JPH0244852B2 JP H0244852 B2 JPH0244852 B2 JP H0244852B2 JP 25750087 A JP25750087 A JP 25750087A JP 25750087 A JP25750087 A JP 25750087A JP H0244852 B2 JPH0244852 B2 JP H0244852B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- cyclic
- polymer
- groups
- mixture
- 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
- 125000004122 cyclic group Chemical group 0.000 claims description 78
- 229920000642 polymer Polymers 0.000 claims description 67
- 239000000203 mixture Substances 0.000 claims description 59
- -1 3,3,3-trifluoropropyl group Chemical group 0.000 claims description 53
- 238000000034 method Methods 0.000 claims description 52
- 229920001296 polysiloxane Polymers 0.000 claims description 24
- 238000004519 manufacturing process Methods 0.000 claims description 22
- 239000002685 polymerization catalyst Substances 0.000 claims description 20
- 125000004432 carbon atom Chemical group C* 0.000 claims description 19
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 19
- 239000003054 catalyst Substances 0.000 claims description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 238000010438 heat treatment Methods 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 10
- 150000008044 alkali metal hydroxides Chemical group 0.000 claims description 7
- 125000001931 aliphatic group Chemical group 0.000 claims description 5
- 125000003342 alkenyl group Chemical group 0.000 claims description 4
- 239000004215 Carbon black (E152) Substances 0.000 claims description 3
- 229930195733 hydrocarbon Natural products 0.000 claims description 3
- 239000003039 volatile agent Substances 0.000 claims description 3
- 125000000962 organic group Chemical group 0.000 claims description 2
- 125000004079 stearyl 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])C([H])([H])C([H])([H])C([H])([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 claims description 2
- 150000001369 organodichlorosilanes Chemical class 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 description 50
- 229920005645 diorganopolysiloxane polymer Polymers 0.000 description 35
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 26
- ZQTYRTSKQFQYPQ-UHFFFAOYSA-N trisiloxane Chemical compound [SiH3]O[SiH2]O[SiH3] ZQTYRTSKQFQYPQ-UHFFFAOYSA-N 0.000 description 22
- 239000000945 filler Substances 0.000 description 16
- 238000006116 polymerization reaction Methods 0.000 description 16
- 239000011541 reaction mixture Substances 0.000 description 16
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 12
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 12
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 12
- 125000005372 silanol group Chemical group 0.000 description 11
- 229920002379 silicone rubber Polymers 0.000 description 11
- 229920001971 elastomer Polymers 0.000 description 10
- 230000003472 neutralizing effect Effects 0.000 description 10
- 238000002360 preparation method Methods 0.000 description 10
- 239000000377 silicon dioxide Substances 0.000 description 10
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- YIKQLNRXIWIZFA-UHFFFAOYSA-N silyl dihydrogen phosphate Chemical class OP(O)(=O)O[SiH3] YIKQLNRXIWIZFA-UHFFFAOYSA-N 0.000 description 8
- RSNQKPMXXVDJFG-UHFFFAOYSA-N tetrasiloxane Chemical compound [SiH3]O[SiH2]O[SiH2]O[SiH3] RSNQKPMXXVDJFG-UHFFFAOYSA-N 0.000 description 8
- 239000002585 base Substances 0.000 description 7
- 239000003795 chemical substances by application Substances 0.000 description 7
- 238000011067 equilibration Methods 0.000 description 7
- 239000000243 solution Substances 0.000 description 7
- 229920002554 vinyl polymer Polymers 0.000 description 7
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 239000006057 Non-nutritive feed additive Substances 0.000 description 5
- 125000003118 aryl group Chemical group 0.000 description 5
- 125000003709 fluoroalkyl group Chemical group 0.000 description 5
- 150000002978 peroxides Chemical class 0.000 description 5
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 description 5
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 239000004927 clay Substances 0.000 description 4
- 238000013329 compounding Methods 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 238000000354 decomposition reaction Methods 0.000 description 4
- 229910021485 fumed silica Inorganic materials 0.000 description 4
- 230000003301 hydrolyzing effect Effects 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 4
- 230000000704 physical effect Effects 0.000 description 4
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 4
- 239000004945 silicone rubber Substances 0.000 description 4
- 125000003944 tolyl group Chemical group 0.000 description 4
- 239000013638 trimer Substances 0.000 description 4
- URZHQOCYXDNFGN-UHFFFAOYSA-N 2,4,6-trimethyl-2,4,6-tris(3,3,3-trifluoropropyl)-1,3,5,2,4,6-trioxatrisilinane Chemical compound FC(F)(F)CC[Si]1(C)O[Si](C)(CCC(F)(F)F)O[Si](C)(CCC(F)(F)F)O1 URZHQOCYXDNFGN-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- FLMFGWYBTAFPAQ-UHFFFAOYSA-N bis[[hydroxy-methyl-(3,3,3-trifluoropropyl)silyl]oxy]-methyl-(3,3,3-trifluoropropyl)silane Chemical compound FC(F)(F)CC[Si](O)(C)O[Si](C)(CCC(F)(F)F)O[Si](C)(O)CCC(F)(F)F FLMFGWYBTAFPAQ-UHFFFAOYSA-N 0.000 description 3
- 125000000753 cycloalkyl group Chemical group 0.000 description 3
- DDJSWKLBKSLAAZ-UHFFFAOYSA-N cyclotetrasiloxane Chemical class O1[SiH2]O[SiH2]O[SiH2]O[SiH2]1 DDJSWKLBKSLAAZ-UHFFFAOYSA-N 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 3
- 230000003014 reinforcing effect Effects 0.000 description 3
- 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 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 125000006267 biphenyl group Chemical group 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 230000006835 compression Effects 0.000 description 2
- 238000007906 compression Methods 0.000 description 2
- 238000005336 cracking Methods 0.000 description 2
- 238000004132 cross linking Methods 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
- JJRDHFIVAPVZJN-UHFFFAOYSA-N cyclotrisiloxane Chemical class O1[SiH2]O[SiH2]O[SiH2]1 JJRDHFIVAPVZJN-UHFFFAOYSA-N 0.000 description 2
- FVCOIAYSJZGECG-UHFFFAOYSA-N diethylhydroxylamine Chemical compound CCN(O)CC FVCOIAYSJZGECG-UHFFFAOYSA-N 0.000 description 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 125000001153 fluoro group Chemical group F* 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- 229910052697 platinum Inorganic materials 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229910052761 rare earth metal Inorganic materials 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- JVQPFLDUNXEOTF-UHFFFAOYSA-N sodium fluoro(oxido)silane Chemical compound [Na+].[O-][SiH2]F JVQPFLDUNXEOTF-UHFFFAOYSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 2
- 230000004580 weight loss Effects 0.000 description 2
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- DSCFFEYYQKSRSV-UHFFFAOYSA-N 1L-O1-methyl-muco-inositol Natural products COC1C(O)C(O)C(O)C(O)C1O DSCFFEYYQKSRSV-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
- USMAJEUNEOOWAE-UHFFFAOYSA-N 2-(3-fluoropropyl)-2-methyl-1,3,5,2,4,6-trioxatrisilinane Chemical compound C[Si]1(O[SiH2]O[SiH2]O1)CCCF USMAJEUNEOOWAE-UHFFFAOYSA-N 0.000 description 1
- JBSDAFPSRWMTAK-UHFFFAOYSA-N 2-prop-1-enyl-1,3,5,2,4,6-trioxatrisilinane Chemical compound CC=C[SiH]1O[SiH2]O[SiH2]O1 JBSDAFPSRWMTAK-UHFFFAOYSA-N 0.000 description 1
- 229920001174 Diethylhydroxylamine Polymers 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-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
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical compound Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 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 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 1
- UQEAIHBTYFGYIE-UHFFFAOYSA-N hexamethyldisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)C UQEAIHBTYFGYIE-UHFFFAOYSA-N 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- LWIGVRDDANOFTD-UHFFFAOYSA-N hydroxy(dimethyl)silane Chemical compound C[SiH](C)O LWIGVRDDANOFTD-UHFFFAOYSA-N 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920002959 polymer blend Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- IALUUOKJPBOFJL-UHFFFAOYSA-N potassium oxidosilane Chemical compound [K+].[SiH3][O-] IALUUOKJPBOFJL-UHFFFAOYSA-N 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000010057 rubber processing Methods 0.000 description 1
- 229920005573 silicon-containing polymer Polymers 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 125000000725 trifluoropropyl group Chemical group [H]C([H])(*)C([H])([H])C(F)(F)F 0.000 description 1
- 238000004073 vulcanization 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
- C08G77/22—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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Silicon Polymers (AREA)
Description
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ãç¹èš±è«æ±ã®ç¯å²ç¬¬ïŒé èšèŒã®è£œé æ³ã ïŒ é£éåæ¢å€ïœãå°ãªããšã50ppmãå¡©åºæ§é
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ãè¡šãããïœã¯éåäœã®ç²åºŠã25âã§500000ã
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è¡šããïŒã®éåäœã ïŒ R8ãã¢ã«ãã«åã³ã¢ã«ã±ãã«åºã®æ··ååºã
ãéžãã ãã®ã§ãããR9ãïŒïŒïŒïŒïŒâããªã
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ã§ããç¹èš±è«æ±ã®ç¯å²ç¬¬ïŒé èšèŒã®éåäœã
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US95954478A | 1978-11-13 | 1978-11-13 | |
| US959544 | 1978-11-13 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS63125527A JPS63125527A (ja) | 1988-05-28 |
| JPH0244852B2 true JPH0244852B2 (ja) | 1990-10-05 |
Family
ID=25502123
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP14145579A Granted JPS5580434A (en) | 1978-11-13 | 1979-11-02 | Fluosilicone polymer*composition and manufacture |
| JP25750087A Expired - Lifetime JPH0244852B2 (ja) | 1978-11-13 | 1987-10-14 | Shirikoonjugotaioyobisonoseiho |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP14145579A Granted JPS5580434A (en) | 1978-11-13 | 1979-11-02 | Fluosilicone polymer*composition and manufacture |
Country Status (4)
| Country | Link |
|---|---|
| JP (2) | JPS5580434A (ja) |
| DE (1) | DE2945786A1 (ja) |
| FR (2) | FR2441640A1 (ja) |
| GB (4) | GB2036770B (ja) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4355121A (en) * | 1981-04-09 | 1982-10-19 | General Electric Company | Heat strength curable silicone rubber compositions |
| US4492786A (en) * | 1983-08-26 | 1985-01-08 | General Electric Company | Modified organopolysiloxane composition |
| US4897459A (en) * | 1987-11-25 | 1990-01-30 | General Electric Company | Catalyst for producing fluorosilicone polymers |
| US4882368A (en) * | 1988-09-26 | 1989-11-21 | Dow Corning Corporation | Low compression set fluorosilicone rubber |
| JPH0643555B2 (ja) * | 1989-07-06 | 1994-06-08 | ä¿¡è¶ååŠå·¥æ¥æ ªåŒäŒç€Ÿ | ãã«ãªãã·ãªã³ãŒã³ãŽã çµæç©ã®è£œé æ¹æ³ |
| US5081172A (en) * | 1989-12-13 | 1992-01-14 | Dow Corning Corporation | Method to reduce compression set in silanol-containing silicone elastomer bases |
| GB2345292B (en) * | 1998-12-31 | 2004-06-23 | Gen Electric | Process for producing fluorosilicone polymers |
| US6451954B1 (en) * | 2000-07-27 | 2002-09-17 | General Electric Company | Copolymer sealant compositions and method for making |
| USD475281S1 (en) | 2002-01-31 | 2003-06-03 | Colgate-Palmolive Company | Dispenser |
| JP5278242B2 (ja) * | 2009-08-14 | 2013-09-04 | ä¿¡è¶ååŠå·¥æ¥æ ªåŒäŒç€Ÿ | ååéäž¡æ«ç«¯ããªãªã«ã¬ãã·ããã·åºå°éãªã«ã¬ãããªã·ãããµã³ã®è£œé æ¹æ³ |
| USD794465S1 (en) | 2015-08-28 | 2017-08-15 | The Procter & Gamble Company | Container |
| USD793867S1 (en) | 2015-08-28 | 2017-08-08 | The Procter & Gamble Company | Container |
| USD793250S1 (en) | 2015-09-07 | 2017-08-01 | The Procter & Gamble Company | Container |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3002951A (en) * | 1959-04-27 | 1961-10-03 | Dow Corning | Method of polymerizing cyclic diorganosiloxanes |
| FR1279876A (fr) * | 1961-02-14 | 1961-12-22 | Dow Corning | Procédé de polymérisation des cyclotrisiloxanes substitués par des groupements fluoroalkyles |
| US3146251A (en) * | 1961-07-31 | 1964-08-25 | Dow Corning | Preparation of linear siloxanes |
| US3779987A (en) * | 1972-10-12 | 1973-12-18 | Gen Electric | Process for producing diorganopolysiloxane polymers |
| DE2618815A1 (de) * | 1975-05-05 | 1976-11-18 | Gen Electric | Verfahren zum polymerisieren cyclischer diorganopolysiloxane |
-
1979
- 1979-11-02 JP JP14145579A patent/JPS5580434A/ja active Granted
- 1979-11-06 GB GB7938392A patent/GB2036770B/en not_active Expired
- 1979-11-13 FR FR7927917A patent/FR2441640A1/fr active Granted
- 1979-11-13 DE DE19792945786 patent/DE2945786A1/de not_active Withdrawn
-
1980
- 1980-03-27 FR FR8006794A patent/FR2443477A1/fr active Granted
-
1983
- 1983-01-28 GB GB838302364A patent/GB8302364D0/en active Pending
- 1983-01-28 GB GB08302363A patent/GB2118960B/en not_active Expired
- 1983-01-28 GB GB08302362A patent/GB2118959B/en not_active Expired
-
1987
- 1987-10-14 JP JP25750087A patent/JPH0244852B2/ja not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| GB2118960A (en) | 1983-11-09 |
| FR2443477B1 (ja) | 1983-12-23 |
| JPS6317093B2 (ja) | 1988-04-12 |
| GB2118959B (en) | 1984-04-11 |
| JPS5580434A (en) | 1980-06-17 |
| GB2118960B (en) | 1984-04-11 |
| FR2441640B1 (ja) | 1985-04-05 |
| JPS63125527A (ja) | 1988-05-28 |
| GB8302363D0 (en) | 1983-03-02 |
| GB2036770A (en) | 1980-07-02 |
| GB2118959A (en) | 1983-11-09 |
| GB2036770B (en) | 1983-11-02 |
| FR2443477A1 (fr) | 1980-07-04 |
| FR2441640A1 (fr) | 1980-06-13 |
| GB8302362D0 (en) | 1983-03-02 |
| DE2945786A1 (de) | 1980-05-22 |
| GB8302364D0 (en) | 1983-03-02 |
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