CA2041101C - Two-part, ultra low modulus silicone sealant - Google Patents
Two-part, ultra low modulus silicone sealant Download PDFInfo
- Publication number
- CA2041101C CA2041101C CA002041101A CA2041101A CA2041101C CA 2041101 C CA2041101 C CA 2041101C CA 002041101 A CA002041101 A CA 002041101A CA 2041101 A CA2041101 A CA 2041101A CA 2041101 C CA2041101 C CA 2041101C
- Authority
- CA
- Canada
- Prior art keywords
- parts
- weight
- silane
- composition
- 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 - Fee Related
Links
- 239000004590 silicone sealant Substances 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 27
- 239000000945 filler Substances 0.000 claims abstract description 23
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 23
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 16
- 229920001296 polysiloxane Polymers 0.000 claims abstract description 9
- 125000002344 aminooxy group Chemical group [H]N([H])O[*] 0.000 claims abstract description 8
- 230000002378 acidificating effect Effects 0.000 claims abstract description 6
- 239000000203 mixture Substances 0.000 claims description 56
- -1 heterocyclic amine Chemical class 0.000 claims description 48
- 238000002156 mixing Methods 0.000 claims description 17
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 16
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 14
- 229910000077 silane Inorganic materials 0.000 claims description 14
- 239000004215 Carbon black (E152) Substances 0.000 claims description 13
- 229930195733 hydrocarbon Natural products 0.000 claims description 13
- 239000003085 diluting agent Substances 0.000 claims description 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 11
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 10
- 235000013870 dimethyl polysiloxane Nutrition 0.000 claims description 9
- 239000004205 dimethyl polysiloxane Substances 0.000 claims description 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 9
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 8
- 125000000962 organic group Chemical group 0.000 claims description 8
- 229920002379 silicone rubber Polymers 0.000 claims description 7
- 229920002554 vinyl polymer Polymers 0.000 claims description 7
- 239000012530 fluid Substances 0.000 claims description 6
- BPMXEJSBTONLLG-UHFFFAOYSA-N n-[[acetyl(methyl)amino]-prop-1-enylsilyl]-n-methylacetamide Chemical compound CC=C[SiH](N(C)C(C)=O)N(C)C(C)=O BPMXEJSBTONLLG-UHFFFAOYSA-N 0.000 claims description 6
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims description 6
- 229910000019 calcium carbonate Inorganic materials 0.000 claims description 5
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 claims description 5
- 235000013539 calcium stearate Nutrition 0.000 claims description 5
- 239000008116 calcium stearate Substances 0.000 claims description 5
- 239000002245 particle Substances 0.000 claims description 5
- 235000021355 Stearic acid Nutrition 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 4
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 4
- 239000012763 reinforcing filler Substances 0.000 claims description 4
- 229910052710 silicon Inorganic materials 0.000 claims description 4
- 239000008117 stearic acid Substances 0.000 claims description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 4
- 229920001577 copolymer Polymers 0.000 claims description 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 239000010703 silicon Substances 0.000 claims description 2
- 235000002639 sodium chloride Nutrition 0.000 claims description 2
- 239000000565 sealant Substances 0.000 abstract description 10
- 239000004970 Chain extender Substances 0.000 abstract description 3
- ROHGEKPADHCGOE-UHFFFAOYSA-N N-acetamidosilylacetamide Chemical group CC(=O)N[SiH2]NC(C)=O ROHGEKPADHCGOE-UHFFFAOYSA-N 0.000 abstract description 2
- 230000003014 reinforcing effect Effects 0.000 abstract 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000004615 ingredient Substances 0.000 description 6
- 239000000463 material Substances 0.000 description 5
- 238000000034 method Methods 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 150000003254 radicals Chemical class 0.000 description 3
- 239000004971 Cross linker Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 150000004756 silanes Chemical class 0.000 description 2
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- 238000009156 water cure Methods 0.000 description 2
- 239000005046 Chlorosilane Substances 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- OHLUUHNLEMFGTQ-UHFFFAOYSA-N N-methylacetamide Chemical compound CNC(C)=O OHLUUHNLEMFGTQ-UHFFFAOYSA-N 0.000 description 1
- ZPTSUNBCTHHYRW-UHFFFAOYSA-N N-phenyl-N-silylacetamide Chemical compound CC(=O)N([SiH3])C1=CC=CC=C1 ZPTSUNBCTHHYRW-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- WNQIDJBLGCRIPM-UHFFFAOYSA-N aminooxysilicon Chemical class NO[Si] WNQIDJBLGCRIPM-UHFFFAOYSA-N 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical compound Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 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
- 230000008602 contraction Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- YLJJAVFOBDSYAN-UHFFFAOYSA-N dichloro-ethenyl-methylsilane Chemical compound C[Si](Cl)(Cl)C=C YLJJAVFOBDSYAN-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- IQSBKDJPSOMMRZ-UHFFFAOYSA-N ethenyl(methyl)silane Chemical compound C[SiH2]C=C IQSBKDJPSOMMRZ-UHFFFAOYSA-N 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000010423 industrial mineral Substances 0.000 description 1
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 1
- ZGSXEXBYLJIOGF-BOPNQXPFSA-N iwr-1 Chemical compound C=1C=CC2=CC=CN=C2C=1NC(=O)C(C=C1)=CC=C1N1C(=O)[C@@H]2C(C=C3)CC3[C@@H]2C1=O ZGSXEXBYLJIOGF-BOPNQXPFSA-N 0.000 description 1
- 239000004579 marble Substances 0.000 description 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 description 1
- QJQAMHYHNCADNR-UHFFFAOYSA-N n-methylpropanamide Chemical compound CCC(=O)NC QJQAMHYHNCADNR-UHFFFAOYSA-N 0.000 description 1
- 239000012766 organic filler Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- NDLPOXTZKUMGOV-UHFFFAOYSA-N oxo(oxoferriooxy)iron hydrate Chemical compound O.O=[Fe]O[Fe]=O NDLPOXTZKUMGOV-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 150000003377 silicon compounds Chemical class 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 125000000725 trifluoropropyl group Chemical group [H]C([H])(*)C([H])([H])C(F)(F)F 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
- C09K3/10—Materials in mouldable or extrudable form for sealing or packing joints or covers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K13/00—Use of mixtures of ingredients not covered by one single of the preceding main groups, each of these compounds being essential
- C08K13/02—Organic and inorganic ingredients
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/54—Silicon-containing compounds
- C08K5/544—Silicon-containing compounds containing nitrogen
- C08K5/5455—Silicon-containing compounds containing nitrogen containing at least one group
-
- 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
-
- 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
- C08G77/16—Polysiloxanes containing silicon bound to oxygen-containing groups to hydroxyl 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
- C08G77/04—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
- C08G77/04—Polysiloxanes
- C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
- C08G77/26—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen nitrogen-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)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Sealing Material Composition (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US523,512 | 1990-05-15 | ||
| US07/523,512 US5290826A (en) | 1990-05-15 | 1990-05-15 | Two-part, ultra low modulus silicone sealant |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2041101A1 CA2041101A1 (en) | 1991-11-16 |
| CA2041101C true CA2041101C (en) | 2000-03-28 |
Family
ID=24085343
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002041101A Expired - Fee Related CA2041101C (en) | 1990-05-15 | 1991-04-24 | Two-part, ultra low modulus silicone sealant |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US5290826A (oth) |
| EP (1) | EP0457264B1 (oth) |
| JP (1) | JP2986957B2 (oth) |
| KR (1) | KR0174748B1 (oth) |
| AU (1) | AU633729B1 (oth) |
| CA (1) | CA2041101C (oth) |
| DE (1) | DE69119973T2 (oth) |
| TW (1) | TW198057B (oth) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111303636A (zh) * | 2020-04-03 | 2020-06-19 | 中国科学院长春应用化学研究所 | 一种低导热阻燃防火硅橡胶复合材料及其制备方法 |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5171773A (en) * | 1991-11-13 | 1992-12-15 | Dow Corning Corporation | High strength fluorosilicone rubber |
| DE4210349A1 (de) * | 1992-03-30 | 1993-10-07 | Nuenchritz Chemie Gmbh | Verfahren zur Herstellung eines bei Raumtemperatur durch Kondensationsreaktionen vernetzenden Silikonkautschukes |
| US5346940A (en) * | 1993-03-24 | 1994-09-13 | Loctite Corporation | Two-part fast curing RTV silicone for formed-on-part automotive gasket |
| US5936032A (en) * | 1997-02-26 | 1999-08-10 | General Electric Company | Two component fast-curing-RTV adhesive sealant suitable for low-ratio packaging |
| DE10242415A1 (de) * | 2002-09-12 | 2004-03-25 | Wacker-Chemie Gmbh | Organopolysiloxane und deren Einsatz in bei Raumtemperatur vernetzbaren Massen |
| DE10259613A1 (de) * | 2002-12-19 | 2004-07-08 | Wacker-Chemie Gmbh | Organopolysiloxanzusammensetzungen und deren Einsatz in bei Raumtemperatur vernetzbaren niedermoduligen Massen |
| EP2714810A1 (en) * | 2011-06-01 | 2014-04-09 | Dow Corning Corporation | Room temperature vulcanisable silicone compositions |
| DE102014222826A1 (de) | 2014-11-07 | 2016-05-12 | Wacker Chemie Ag | Vernetzbare Organopolysiloxanzusammensetzungen |
| CN108192562A (zh) * | 2018-01-17 | 2018-06-22 | 惠州市三岛新材料有限公司 | 一种双组分有机硅灌封胶及其制备方法 |
| AU2020397828A1 (en) * | 2019-12-02 | 2022-06-30 | Commscope Technologies Llc | Rapid recovery silicone gels |
| CA3166152A1 (en) * | 2020-02-03 | 2021-08-12 | Michael Schlumpf | Fast curing two-component silicone composition having adjustable pot life |
| BR112022015947A2 (pt) * | 2020-02-12 | 2022-10-04 | Questech Corp | Composição de duas partes, e, método para produzir uma composição de duas partes |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3441583A (en) * | 1965-01-04 | 1969-04-29 | Gen Electric | Aminoxyorganosilicon materials |
| GB1304362A (oth) * | 1969-04-25 | 1973-01-24 | ||
| US3796686A (en) * | 1969-09-11 | 1974-03-12 | Bayer Ag | Organopolysiloxane compositions convertible into elastomers at room temperature |
| GB1308985A (en) * | 1970-11-02 | 1973-03-07 | Triplex Safety Glass Co | Curing of rubber |
| BE795950A (fr) * | 1972-09-29 | 1973-08-27 | Dow Corning | Procede de preparation d'amidosilanes |
| BE795952A (fr) * | 1972-09-29 | 1973-08-27 | Dow Corning | Compositions d'elastomere de silicone a faible module durcissables a la temperature ambiante |
| DE2259802B2 (de) * | 1972-12-06 | 1976-09-02 | Wacker-Chemie GmbH, 8000 München | Verfahren zum herstellen von plastischen, rueckprallelastizitaet aufweisenden massen aus organopolysiloxanen |
| US3957704A (en) * | 1974-12-19 | 1976-05-18 | General Electric Company | Cross-linking agents for room temperature vulcanizable silicone rubber compositions |
| FR2300114A1 (fr) * | 1975-02-10 | 1976-09-03 | Rhone Poulenc Ind | Compositions organopolysiloxaniques fluides utilisables pour le moulage apres addition de reticulant |
| US3996184A (en) * | 1975-12-08 | 1976-12-07 | Dow Corning Corporation | Low modulus room temperature vulcanizable silicone elastomer with improved slump characteristics |
| US4323489A (en) * | 1980-03-31 | 1982-04-06 | General Electric Company | Extreme low modulus RTV compositions |
| FR2540129B1 (fr) * | 1983-01-27 | 1985-06-21 | Rhone Poulenc Spec Chim | Compositions organopolysiloxaniques contenant des polyacyloxysilanes et durcissant tres rapidement en elastomeres en presence d'accelerateur du type phosphate |
| FR2540128B1 (fr) * | 1983-01-27 | 1986-02-21 | Rhone Poulenc Spec Chim | Compositions organopolysiloxaniques contenant des polyacyloxysilanes et durcissant tres rapidement en elastomeres en presence d'accelerateur du type hydroxyde metallique |
| FR2629828B1 (fr) * | 1988-04-07 | 1991-02-15 | Rhone Poulenc Chimie | Composition organopolysiloxane a fonction acyloxy durcissable en elastomere autoadherent |
| US4889878A (en) * | 1988-04-15 | 1989-12-26 | Dow Corning Corporation | Flowable joint sealant for concrete highway |
| CA1333307C (en) * | 1988-04-15 | 1994-11-29 | John Earl Dietlein | Asphalt highway joint sealant |
| US4962151A (en) * | 1989-06-22 | 1990-10-09 | Dow Corning Corporation | Silicone sealant compositions |
| US4978706A (en) * | 1989-08-28 | 1990-12-18 | Dow Corning Corporation | Silicone sealants |
-
1990
- 1990-05-15 US US07/523,512 patent/US5290826A/en not_active Expired - Fee Related
-
1991
- 1991-04-24 CA CA002041101A patent/CA2041101C/en not_active Expired - Fee Related
- 1991-04-26 TW TW080103282A patent/TW198057B/zh active
- 1991-04-29 AU AU76188/91A patent/AU633729B1/en not_active Ceased
- 1991-05-14 DE DE69119973T patent/DE69119973T2/de not_active Expired - Fee Related
- 1991-05-14 EP EP91107771A patent/EP0457264B1/en not_active Expired - Lifetime
- 1991-05-14 JP JP3108041A patent/JP2986957B2/ja not_active Expired - Lifetime
- 1991-05-15 KR KR1019910007860A patent/KR0174748B1/ko not_active Expired - Fee Related
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111303636A (zh) * | 2020-04-03 | 2020-06-19 | 中国科学院长春应用化学研究所 | 一种低导热阻燃防火硅橡胶复合材料及其制备方法 |
| CN111303636B (zh) * | 2020-04-03 | 2021-05-28 | 中国科学院长春应用化学研究所 | 一种低导热阻燃防火硅橡胶复合材料及其制备方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0457264A3 (en) | 1992-07-08 |
| EP0457264A2 (en) | 1991-11-21 |
| JPH04227783A (ja) | 1992-08-17 |
| KR910020147A (ko) | 1991-12-19 |
| JP2986957B2 (ja) | 1999-12-06 |
| CA2041101A1 (en) | 1991-11-16 |
| TW198057B (oth) | 1993-01-11 |
| AU633729B1 (en) | 1993-02-04 |
| DE69119973T2 (de) | 1996-10-31 |
| KR0174748B1 (ko) | 1999-03-20 |
| EP0457264B1 (en) | 1996-06-05 |
| US5290826A (en) | 1994-03-01 |
| DE69119973D1 (de) | 1996-07-11 |
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