GB1074179A - Curable epoxy resins - Google Patents
Curable epoxy resinsInfo
- Publication number
- GB1074179A GB1074179A GB5214065A GB5214065A GB1074179A GB 1074179 A GB1074179 A GB 1074179A GB 5214065 A GB5214065 A GB 5214065A GB 5214065 A GB5214065 A GB 5214065A GB 1074179 A GB1074179 A GB 1074179A
- Authority
- GB
- United Kingdom
- Prior art keywords
- product
- give
- reaction
- trimethylchlorosilane
- reacting
- 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
- 239000003822 epoxy resin Substances 0.000 title abstract 2
- 229920000647 polyepoxide Polymers 0.000 title abstract 2
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 title 1
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 abstract 6
- 239000000047 product Substances 0.000 abstract 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 4
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 abstract 4
- 239000005051 trimethylchlorosilane Substances 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 abstract 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 239000005054 phenyltrichlorosilane Substances 0.000 abstract 2
- ORVMIVQULIKXCP-UHFFFAOYSA-N trichloro(phenyl)silane Chemical compound Cl[Si](Cl)(Cl)C1=CC=CC=C1 ORVMIVQULIKXCP-UHFFFAOYSA-N 0.000 abstract 2
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 229940106691 bisphenol a Drugs 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 abstract 1
- -1 epoxide compound Chemical class 0.000 abstract 1
- 150000002118 epoxides Chemical class 0.000 abstract 1
- 125000003700 epoxy group Chemical group 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 125000005358 mercaptoalkyl group Chemical group 0.000 abstract 1
- 150000003961 organosilicon compounds Chemical class 0.000 abstract 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 abstract 1
- 239000011342 resin composition Substances 0.000 abstract 1
- FVAUCKIRQBBSSJ-UHFFFAOYSA-M sodium iodide Chemical compound [Na+].[I-] FVAUCKIRQBBSSJ-UHFFFAOYSA-M 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 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
- C08G77/28—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen sulfur-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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/4007—Curing agents not provided for by the groups C08G59/42 - C08G59/66
- C08G59/4085—Curing agents not provided for by the groups C08G59/42 - C08G59/66 silicon containing compounds
-
- 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/66—Mercaptans
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Epoxy Resins (AREA)
Abstract
Curable resin compositions are prepared by reacting a mercaptoalkyl group-containing organosilicon compound with a compound which contains at least two epoxy groups. The reaction may be performed with or without an amine catalyst, a solvent, a monoepoxide or heating. When the epoxide compound is present in stoichiometric excess the reaction product is hardenable with conventional epoxy resin curing agents and when equivalent amounts of mercaptan and epoxide are used the product hardens on standing. Mercaptoalkylorganosilicon compounds are prepared (I) by reacting g -chloropropylmethyl-siloxane, thiourea and NaI in EtOH to give g -mercaptopropylmethylsiloxane which is also prepared by hydrolysing g -mercaptopropyl-methyldiethoxysilane with hydrochloric acid; (II) by cohydrolysing g -mercaptopropylmethyl-diethoxysilane, trimethylchlorosilane and phenyltrichlorosilane with hydrochloric acid to give a product of average Formula II; (III) by cohydrolysing dimethyldichlorosilane, trimethylchlorosilane, phenyltrichlorosilane and g -chloropropylmethyldichlorosilane followed by reaction of the product with thiourea and NaI in propanol to give product of average unit Formula III; <FORM:1074179/C3/1> <FORM:1074179/C3/2> <FORM:1074179/C3/3> <FORM:1074179/C3/4> (IV) and (V) by reacting g -mercaptopropylmethyldiethoxysilane and bisphenol-A in the presence of NaOMe followed by reaction with trimethylchlorosilane to give a product of the average unit Formula IV; or of the Formula V. Reference has been directed by the Comptroller to Specification 788,806.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEG0042221 | 1964-12-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1074179A true GB1074179A (en) | 1967-06-28 |
Family
ID=7126880
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5214065A Expired GB1074179A (en) | 1964-12-09 | 1965-12-08 | Curable epoxy resins |
Country Status (2)
| Country | Link |
|---|---|
| DE (1) | DE1520022C3 (en) |
| GB (1) | GB1074179A (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5821417A (en) * | 1981-07-29 | 1983-02-08 | Shin Etsu Chem Co Ltd | Curable epoxy composition |
| JP2005008639A (en) * | 2003-06-20 | 2005-01-13 | Degussa Ag | Organosilicon compound |
| US20130101856A1 (en) * | 2010-06-08 | 2013-04-25 | Henkel Corporation | Wafer backside coating containing reactive sulfur compound |
| US10808046B2 (en) | 2016-03-04 | 2020-10-20 | Semperit Aktiengesellschaft Holding | Method for producing a prophylactic article |
| CN113444228A (en) * | 2021-06-09 | 2021-09-28 | 江苏苏博特新材料股份有限公司 | Organic silicon modified waterborne epoxy curing agent, preparation and application thereof, waterborne epoxy high-performance bridge primer and preparation thereof |
| US11697717B2 (en) | 2016-03-04 | 2023-07-11 | Semperit Aktiengesellschaft Holding | Method for producing a prophylactic article |
-
1964
- 1964-12-09 DE DE19641520022 patent/DE1520022C3/en not_active Expired
-
1965
- 1965-12-08 GB GB5214065A patent/GB1074179A/en not_active Expired
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5821417A (en) * | 1981-07-29 | 1983-02-08 | Shin Etsu Chem Co Ltd | Curable epoxy composition |
| JP2005008639A (en) * | 2003-06-20 | 2005-01-13 | Degussa Ag | Organosilicon compound |
| US20130101856A1 (en) * | 2010-06-08 | 2013-04-25 | Henkel Corporation | Wafer backside coating containing reactive sulfur compound |
| US10808046B2 (en) | 2016-03-04 | 2020-10-20 | Semperit Aktiengesellschaft Holding | Method for producing a prophylactic article |
| US11697717B2 (en) | 2016-03-04 | 2023-07-11 | Semperit Aktiengesellschaft Holding | Method for producing a prophylactic article |
| CN113444228A (en) * | 2021-06-09 | 2021-09-28 | 江苏苏博特新材料股份有限公司 | Organic silicon modified waterborne epoxy curing agent, preparation and application thereof, waterborne epoxy high-performance bridge primer and preparation thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1520022A1 (en) | 1969-07-10 |
| DE1520022C3 (en) | 1973-10-31 |
| DE1520022B2 (en) | 1973-04-05 |
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