DE2902436A1 - Verfahren zum herstellen loesungsmittelfreier silikonharze und produkte daraus - Google Patents
Verfahren zum herstellen loesungsmittelfreier silikonharze und produkte darausInfo
- Publication number
- DE2902436A1 DE2902436A1 DE19792902436 DE2902436A DE2902436A1 DE 2902436 A1 DE2902436 A1 DE 2902436A1 DE 19792902436 DE19792902436 DE 19792902436 DE 2902436 A DE2902436 A DE 2902436A DE 2902436 A1 DE2902436 A1 DE 2902436A1
- Authority
- DE
- Germany
- Prior art keywords
- silicone resin
- weight
- silicone
- alkoxylate
- resin
- 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.)
- Withdrawn
Links
- 229920002050 silicone resin Polymers 0.000 title claims description 191
- 238000000034 method Methods 0.000 title claims description 45
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 156
- 239000000203 mixture Substances 0.000 claims description 92
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 83
- 229920005989 resin Polymers 0.000 claims description 54
- 239000011347 resin Substances 0.000 claims description 54
- 229920001296 polysiloxane Polymers 0.000 claims description 46
- 229910052751 metal Inorganic materials 0.000 claims description 36
- 239000002184 metal Substances 0.000 claims description 36
- 239000003054 catalyst Substances 0.000 claims description 35
- 239000007787 solid Substances 0.000 claims description 31
- 239000002904 solvent Substances 0.000 claims description 31
- 230000007062 hydrolysis Effects 0.000 claims description 28
- 238000006460 hydrolysis reaction Methods 0.000 claims description 28
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 27
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 claims description 25
- 239000002253 acid Substances 0.000 claims description 24
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 21
- -1 cycloalkyl radicals Chemical group 0.000 claims description 21
- 239000004215 Carbon black (E152) Substances 0.000 claims description 20
- 229930195733 hydrocarbon Natural products 0.000 claims description 20
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 19
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical group [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 19
- 125000004432 carbon atom Chemical group C* 0.000 claims description 17
- 150000003839 salts Chemical class 0.000 claims description 17
- 150000002430 hydrocarbons Chemical class 0.000 claims description 14
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 claims description 14
- 125000000962 organic group Chemical group 0.000 claims description 13
- 238000010438 heat treatment Methods 0.000 claims description 12
- 238000010992 reflux Methods 0.000 claims description 11
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 10
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 10
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 10
- 229910000077 silane Inorganic materials 0.000 claims description 10
- 229910052710 silicon Inorganic materials 0.000 claims description 10
- 239000011701 zinc Substances 0.000 claims description 10
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 9
- 229910052742 iron Inorganic materials 0.000 claims description 9
- 239000011572 manganese Substances 0.000 claims description 9
- 239000010703 silicon Substances 0.000 claims description 9
- 229910052725 zinc Inorganic materials 0.000 claims description 9
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 8
- 229910052748 manganese Inorganic materials 0.000 claims description 8
- 150000001367 organochlorosilanes Chemical class 0.000 claims description 8
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 claims description 7
- 150000002739 metals Chemical class 0.000 claims description 7
- 238000002156 mixing Methods 0.000 claims description 7
- 239000003973 paint Substances 0.000 claims description 7
- 230000000737 periodic effect Effects 0.000 claims description 7
- 125000003342 alkenyl group Chemical group 0.000 claims description 6
- 150000001412 amines Chemical class 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 6
- 150000001735 carboxylic acids Chemical class 0.000 claims description 5
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical group CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- 150000004756 silanes Chemical class 0.000 claims description 3
- 239000002966 varnish Substances 0.000 claims description 3
- 150000002505 iron Chemical class 0.000 claims description 2
- 229910021645 metal ion Inorganic materials 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 125000003709 fluoroalkyl group Chemical group 0.000 claims 1
- 239000000575 pesticide Substances 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 description 31
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 30
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 26
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 24
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 24
- 238000004519 manufacturing process Methods 0.000 description 20
- 239000000047 product Substances 0.000 description 19
- 239000005046 Chlorosilane Substances 0.000 description 15
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical class Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 description 15
- 235000019589 hardness Nutrition 0.000 description 15
- 238000000576 coating method Methods 0.000 description 13
- 239000003960 organic solvent Substances 0.000 description 11
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 9
- 125000005372 silanol group Chemical group 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 8
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 8
- 150000003254 radicals Chemical class 0.000 description 8
- 239000011248 coating agent Substances 0.000 description 7
- 239000005054 phenyltrichlorosilane Substances 0.000 description 7
- ORVMIVQULIKXCP-UHFFFAOYSA-N trichloro(phenyl)silane Chemical compound Cl[Si](Cl)(Cl)C1=CC=CC=C1 ORVMIVQULIKXCP-UHFFFAOYSA-N 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- OSXYHAQZDCICNX-UHFFFAOYSA-N dichloro(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](Cl)(Cl)C1=CC=CC=C1 OSXYHAQZDCICNX-UHFFFAOYSA-N 0.000 description 5
- LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- DMEGYFMYUHOHGS-UHFFFAOYSA-N cycloheptane Chemical compound C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 4
- 238000005538 encapsulation Methods 0.000 description 4
- 229910052736 halogen Inorganic materials 0.000 description 4
- 150000002367 halogens Chemical class 0.000 description 4
- 229910052697 platinum Inorganic materials 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- 239000004447 silicone coating Substances 0.000 description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 229910000019 calcium carbonate Inorganic materials 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 238000004132 cross linking Methods 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000005055 methyl trichlorosilane Substances 0.000 description 3
- JLUFWMXJHAVVNN-UHFFFAOYSA-N methyltrichlorosilane Chemical compound C[Si](Cl)(Cl)Cl JLUFWMXJHAVVNN-UHFFFAOYSA-N 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- 239000008096 xylene Substances 0.000 description 3
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- 229920000297 Rayon Polymers 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 2
- 125000005588 carbonic acid salt group Chemical group 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
- 239000000470 constituent Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 159000000014 iron salts Chemical class 0.000 description 2
- 239000004922 lacquer Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 125000005474 octanoate group Chemical group 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- LFXJGGDONSCPOF-UHFFFAOYSA-N trichloro(hexyl)silane Chemical compound CCCCCC[Si](Cl)(Cl)Cl LFXJGGDONSCPOF-UHFFFAOYSA-N 0.000 description 2
- CHJMFFKHPHCQIJ-UHFFFAOYSA-L zinc;octanoate Chemical group [Zn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O CHJMFFKHPHCQIJ-UHFFFAOYSA-L 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- CFGPOQAHCQQVHW-UHFFFAOYSA-N N-silylpropan-1-amine Chemical class CCCN[SiH3] CFGPOQAHCQQVHW-UHFFFAOYSA-N 0.000 description 1
- YGHFDTDSFZTYBW-UHFFFAOYSA-N O-silylhydroxylamine Chemical compound NO[SiH3] YGHFDTDSFZTYBW-UHFFFAOYSA-N 0.000 description 1
- 241000220317 Rosa Species 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 125000005119 alkyl cycloalkyl group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 150000005840 aryl radicals Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001734 carboxylic acid salts Chemical class 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 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
- 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 1
- 238000010908 decantation Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 229940082150 encore Drugs 0.000 description 1
- UKRVECBFDMVBPU-UHFFFAOYSA-N ethyl 3-oxoheptanoate Chemical compound CCCCC(=O)CC(=O)OCC UKRVECBFDMVBPU-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 235000021190 leftovers Nutrition 0.000 description 1
- 150000002696 manganese Chemical class 0.000 description 1
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical group [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 description 1
- 125000005375 organosiloxane group Chemical group 0.000 description 1
- 125000005386 organosiloxy group Chemical group 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000013464 silicone adhesive Substances 0.000 description 1
- 229920006268 silicone film Polymers 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 239000005051 trimethylchlorosilane Substances 0.000 description 1
- 229920002554 vinyl polymer Polymers 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
- C08G77/06—Preparatory processes
-
- 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
- C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
- C08G77/18—Polysiloxanes containing silicon bound to oxygen-containing groups to alkoxy or aryloxy 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
- C08G77/20—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
- C08G77/70—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)
- Paints Or Removers (AREA)
- Silicon Polymers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/873,802 US4160858A (en) | 1978-01-31 | 1978-01-31 | Solventless silicone resins |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2902436A1 true DE2902436A1 (de) | 1979-08-02 |
Family
ID=25362351
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19792902436 Withdrawn DE2902436A1 (de) | 1978-01-31 | 1979-01-23 | Verfahren zum herstellen loesungsmittelfreier silikonharze und produkte daraus |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US4160858A (enExample) |
| JP (1) | JPS54113700A (enExample) |
| BE (1) | BE873792A (enExample) |
| CA (1) | CA1103839A (enExample) |
| DE (1) | DE2902436A1 (enExample) |
| FR (1) | FR2416241A1 (enExample) |
| GB (2) | GB1604470A (enExample) |
| NL (1) | NL7900688A (enExample) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE885473A (fr) * | 1979-06-05 | 1981-01-16 | Gen Electric | Procede de preparation de polydimethylsiloxanes a terminaisons methoxy |
| US4318939A (en) * | 1980-08-21 | 1982-03-09 | Western Electric Co., Incorporated | Stabilized catalyzed organopolysiloxanes |
| US4370358A (en) * | 1980-09-22 | 1983-01-25 | General Electric Company | Ultraviolet curable silicone adhesives |
| US4476291A (en) * | 1983-02-22 | 1984-10-09 | General Electric Company | Resins containing β-phenylethyl trifunctional siloxy units and method for making |
| JPS63165436A (ja) * | 1986-12-27 | 1988-07-08 | Nippon Steel Corp | 有機金属重合組成物の製造方法 |
| US4780338A (en) * | 1987-03-26 | 1988-10-25 | General Electric Company | Solventless silicone coating composition |
| JPS648443U (enExample) * | 1987-07-06 | 1989-01-18 | ||
| US4923755A (en) * | 1989-03-28 | 1990-05-08 | Dow Corning Corporation | Organosilicone resin coating compositions |
| US4929691A (en) * | 1989-03-28 | 1990-05-29 | Dow Corning Corporation | Liquid silicone resin compositions |
| US4929703A (en) * | 1989-03-30 | 1990-05-29 | Dow Corning Corporation | Solventless silicone coating composition |
| US7326766B2 (en) * | 2005-09-07 | 2008-02-05 | Momentive Performance Materials Inc. | Method for production of high solids silicone resin coating solution |
| RU2320678C1 (ru) * | 2007-01-09 | 2008-03-27 | Открытое акционерное общество "Химпром" | Способ получения полифенилэтоксисилоксана |
| DE102007004838A1 (de) * | 2007-01-31 | 2008-08-07 | Wacker Chemie Ag | Verfahren zur Herstellung von Organopolysiloxanen |
| ES2694773T3 (es) | 2008-07-30 | 2018-12-27 | Elkem Silicones USA Corp. | Método para producir productos de caucho de silicona moldeados usando caucho de silicona líquida |
| KR101753034B1 (ko) * | 2014-04-25 | 2017-07-04 | 현대모비스 주식회사 | 차량 리플렉터용 프라이머 수지 조성물 |
| JP2022151345A (ja) * | 2021-03-26 | 2022-10-07 | リンテック株式会社 | 硬化性ポリシルセスキオキサン化合物、及び、硬化物 |
| CN113651960B (zh) * | 2021-08-25 | 2022-09-06 | 山东东岳有机硅材料股份有限公司 | 电子用高纯度、粘度可控的硅树脂的制备方法 |
| US11729915B1 (en) * | 2022-03-22 | 2023-08-15 | Tactotek Oy | Method for manufacturing a number of electrical nodes, electrical node module, electrical node, and multilayer structure |
| CN115746304B (zh) * | 2022-12-07 | 2023-08-04 | 嘉兴联合化学有限公司 | 一种无溶剂制备苯基硅树脂的方法及其应用 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2521672A (en) * | 1946-04-29 | 1950-09-12 | Dow Chemical Co | Catalytic curing of organo-siloxane resins |
| US2718512A (en) * | 1952-02-23 | 1955-09-20 | Dow Corning | Siloxane elastomers containing zinc oxide or zinc peroxide and silica |
| US3098833A (en) * | 1959-11-27 | 1963-07-23 | Gen Electric | Organopolysiloxane emulsion containing a curing catalyst comprising zinc stearate, a metal salt and an alkanolamine-fatty acid condensate |
| FR1475709A (fr) * | 1964-12-29 | 1967-04-07 | Gen Electric | Procédé de production d'organopolysiloxanes |
| US3428706A (en) * | 1966-09-20 | 1969-02-18 | Owens Illinois Inc | Compositions comprising acid-catalyzed and alkaline-catalyzed organopolysiloxanes |
| US3642693A (en) * | 1968-04-08 | 1972-02-15 | Owens Illinois Inc | Methods for preparing organopolysiloxanes using group ii-a metal hydrolysis catalysts |
| US3624030A (en) * | 1969-02-26 | 1971-11-30 | Soc Ind Des Silicones | Organosilsesquioxanes |
| US3668180A (en) * | 1969-10-24 | 1972-06-06 | Stauffer Wacker Silicone Corp | Preparation of alkoxyorganopolysiloxane resins |
| US3719634A (en) * | 1971-06-18 | 1973-03-06 | Dow Corning | Room temperature vulcanizable silicone elastomers containing metal hydrocarbonoxides |
| US3847848A (en) * | 1972-12-04 | 1974-11-12 | Gen Electric | Two-part room temperature vulcanizable silicone rubber compositions |
| US3846358A (en) * | 1973-09-20 | 1974-11-05 | Gen Electric | Process for producing silicone resins |
-
1978
- 1978-01-31 US US05/873,802 patent/US4160858A/en not_active Expired - Lifetime
- 1978-05-31 GB GB756/81A patent/GB1604470A/en not_active Expired
- 1978-05-31 GB GB25570/78A patent/GB1604469A/en not_active Expired
- 1978-10-30 CA CA314,828A patent/CA1103839A/en not_active Expired
-
1979
- 1979-01-23 DE DE19792902436 patent/DE2902436A1/de not_active Withdrawn
- 1979-01-29 NL NL7900688A patent/NL7900688A/xx not_active Application Discontinuation
- 1979-01-29 FR FR7902177A patent/FR2416241A1/fr active Pending
- 1979-01-30 BE BE193143A patent/BE873792A/xx not_active IP Right Cessation
- 1979-01-30 JP JP880079A patent/JPS54113700A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| US4160858A (en) | 1979-07-10 |
| GB1604469A (en) | 1981-12-09 |
| FR2416241A1 (fr) | 1979-08-31 |
| NL7900688A (nl) | 1979-08-02 |
| GB1604470A (en) | 1981-12-09 |
| JPS6241243B2 (enExample) | 1987-09-02 |
| JPS54113700A (en) | 1979-09-05 |
| CA1103839A (en) | 1981-06-23 |
| BE873792A (fr) | 1979-05-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8139 | Disposal/non-payment of the annual fee |