GB905725A - Improvements in or relating to an epoxy resin composition - Google Patents
Improvements in or relating to an epoxy resin compositionInfo
- Publication number
- GB905725A GB905725A GB4409459A GB4409459A GB905725A GB 905725 A GB905725 A GB 905725A GB 4409459 A GB4409459 A GB 4409459A GB 4409459 A GB4409459 A GB 4409459A GB 905725 A GB905725 A GB 905725A
- Authority
- GB
- United Kingdom
- Prior art keywords
- diamine
- methyl
- pentanediamine
- butylidene
- bis
- 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
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
- 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
- C08G59/50—Amines
-
- 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
- C08G59/4014—Nitrogen containing compounds
- C08G59/4042—Imines; Imides
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
Abstract
Compositions which are curable by exposure to moisture comprise a polyepoxide and a ketimine. Long lists of a wide variety of suitable polyepoxides are given, bisphenol A/epichlorhydrin condensates being used in the examples. Similarly long lists are given of suitable ketones and primary amines are given, ketimines prepared from the following being used in the examples:-methyl ethyl, methyl isobutyl and diisobutyl ketones and methyl levulinate; ethylene diamine, diethylene triamine, tetramethylene diamine, and m-xylene diamine. The preferred method of curing is to expose the composition to an atmosphere of at least 20% relative humidity. There may also be added to the composition conventional solvents, e.g. ketones, esters, monoether alcohols, chlorinated hydrocarbons, with or without aromatic hydrocarbons and/or alcohols (lists are given), a mixture of methyl isobutyl ketone, ethylene glycol and xylene being used in the examples. Other additives mentioned are diethylphthalate, allyl glycidyl ether, phenyl glycidyl ether, styrene oxide, acetonitrile, BF3-amine complexes, unspecified anhydrides, and in the examples a polysiloxane. Uses: Coating: laminates (see Group VIII).ALSO:Ketimines which are used for curing poly epoxides (see Group IV(a)) are prepared by reacting a ketone with an amine containing at least one primary amine group. The ketimines may be aliphatic, cycloaliphatic, aromatic or heterocyclic; saturated or unsaturated; and may be substituted by chlorine, ether, ester, keto or amide groups. The following ketimines are specified:-N,N1-di(2-propylidene)-1,5-pentanediamine, N1,N5-di(2-propylidene)-3-aza-1,5-pentanediamine, N,N1-di(2 - butylidene) - 1,4-cyclohexanediamine, N1,N8-di(2-butylidene)-3,6-diaza-1,8-octanediamine, p N,N1 - di(2 - propylidene)-1,4-benzenediamine, N,N1 - di(2-proplidene)-2,2-bis(4-aminophenyl)propane, N,N1-di (2 - butylidene) - bis(4 - aminophenyl sulphone, N,N1 - di(2 - butylidene) - bis(4-aminophenyl) methane, N,N1-di(4-methoxy-2-hexylidene)-2,2-bis(4-aminophenyl) propane, N,N1-di(4-chloro-2-hexylidene)-2,2-bis(4-aminophenyl) propane, N,N1-di(4-chloro-2-hexylidene)-1,5 - pentanediamine, N,N1 - di(2 - methoxy-4-hexylidene)-1,5-pentanediamine, N,N1-di(3-allyl-6-octylidene)-1,5-pentanediamine, N1,N5-di(4-methyl-2-pentylidene)-3-aza-1, 5-pentanediamine, N,N1-di (4-methyl - 2 - pentylidene) - 1,2 - ethane diamine, N1,N5-di(2 - butylidene) - 3-aza-1,5-pentane diamine, N,N1-di(2,6-dimethyl-4-heptylidene)-m-xylylene diamine, N,N1 - di(4-methyl-2-pentylidene)-1,4-butanediamine, and N1,N5-di(1-carboxy - 3 - butylidene)-aza-1,5-pentane diamine. And an example is given of the preparation of N,N1-di(4-methyl-2-pentylidene)-m-xylylene diamine from m-xylylene diamine and methyl isobutyl ketone in benzene. Other suitable ketones and amines are listed.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US78404258A | 1958-12-31 | 1958-12-31 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB905725A true GB905725A (en) | 1962-09-12 |
Family
ID=25131170
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB4409459A Expired GB905725A (en) | 1958-12-31 | 1959-12-29 | Improvements in or relating to an epoxy resin composition |
Country Status (4)
Country | Link |
---|---|
CH (1) | CH431965A (en) |
FR (1) | FR1243743A (en) |
GB (1) | GB905725A (en) |
NL (2) | NL246904A (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3468830A (en) * | 1966-08-26 | 1969-09-23 | Pall Corp | Curing of epoxide resins with the reaction product of an organic amine and an aldehyde,and curing and resin compositions and process |
EP0234047A2 (en) * | 1986-01-29 | 1987-09-02 | Sika AG, vorm. Kaspar Winkler & Co. | Composition curable by the influence of humidity |
EP2133381A1 (en) * | 2008-06-13 | 2009-12-16 | Sika Technology AG | Water soluble amine and its application |
CN103524716A (en) * | 2013-08-31 | 2014-01-22 | 苏州保力瑞生物材料科技开发有限公司 | Ketimine and preparation method thereof |
CN111253834A (en) * | 2020-03-19 | 2020-06-09 | 滨州学院 | Moisture-curing epoxy coating and preparation method thereof |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1236194B (en) * | 1962-03-01 | 1967-03-09 | Basf Ag | Process for the production of molded articles on the basis of polyadducts |
DE2418041C3 (en) * | 1974-04-13 | 1982-04-29 | Schering Ag, 1000 Berlin Und 4619 Bergkamen | Process for the production of elasticized molded parts according to flat structures |
-
0
- NL NL128837D patent/NL128837C/xx active
- NL NL246904D patent/NL246904A/xx unknown
-
1959
- 1959-12-29 GB GB4409459A patent/GB905725A/en not_active Expired
- 1959-12-29 FR FR814337A patent/FR1243743A/en not_active Expired
- 1959-12-29 CH CH8243559A patent/CH431965A/en unknown
Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3468830A (en) * | 1966-08-26 | 1969-09-23 | Pall Corp | Curing of epoxide resins with the reaction product of an organic amine and an aldehyde,and curing and resin compositions and process |
EP0234047A2 (en) * | 1986-01-29 | 1987-09-02 | Sika AG, vorm. Kaspar Winkler & Co. | Composition curable by the influence of humidity |
US4748083A (en) * | 1986-01-29 | 1988-05-31 | Sika Ag, Vorm. Kaspar Winkler & Co. | Moisture curable composition |
EP0234047A3 (en) * | 1986-01-29 | 1988-11-09 | Sika AG, vorm. Kaspar Winkler & Co. | Composition curable by the influence of humidity |
EP2133381A1 (en) * | 2008-06-13 | 2009-12-16 | Sika Technology AG | Water soluble amine and its application |
WO2009150212A1 (en) * | 2008-06-13 | 2009-12-17 | Sika Technology Ag | Water-soluble amine and uses thereof |
US8524807B2 (en) | 2008-06-13 | 2013-09-03 | Sika Technology Ag | Water soluble amine and uses thereof |
CN102037051B (en) * | 2008-06-13 | 2014-12-24 | Sika技术股份公司 | Water-soluble amine and uses thereof |
CN103524716A (en) * | 2013-08-31 | 2014-01-22 | 苏州保力瑞生物材料科技开发有限公司 | Ketimine and preparation method thereof |
CN103524716B (en) * | 2013-08-31 | 2016-02-03 | 苏州保力瑞生物材料科技开发有限公司 | A kind of ketoimine and preparation method thereof |
CN111253834A (en) * | 2020-03-19 | 2020-06-09 | 滨州学院 | Moisture-curing epoxy coating and preparation method thereof |
CN111253834B (en) * | 2020-03-19 | 2022-05-24 | 滨州学院 | Moisture-cured epoxy coating and preparation method thereof |
Also Published As
Publication number | Publication date |
---|---|
NL128837C (en) | |
CH431965A (en) | 1967-03-15 |
FR1243743A (en) | 1960-10-14 |
NL246904A (en) |
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