GB865314A - Preparation of polyglycidyl aromatic polyamines and resinous compositions made therefrom - Google Patents
Preparation of polyglycidyl aromatic polyamines and resinous compositions made therefromInfo
- Publication number
- GB865314A GB865314A GB36246/57A GB3624657A GB865314A GB 865314 A GB865314 A GB 865314A GB 36246/57 A GB36246/57 A GB 36246/57A GB 3624657 A GB3624657 A GB 3624657A GB 865314 A GB865314 A GB 865314A
- Authority
- GB
- United Kingdom
- Prior art keywords
- polyamine
- polyamines
- alkali
- epihalohydrin
- excess
- 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
- C08G59/20—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 epoxy compounds used
- C08G59/22—Di-epoxy compounds
- C08G59/28—Di-epoxy compounds containing acyclic nitrogen atoms
Abstract
Heat curable resinous compositions comprise a hardening agent and a polyglycidyl aromatic polyamine obtained by reacting 1 mol of an aromatic primary polyamine with at least 2 mols of an epihalohydrin for each primary amine group, in the substantial absence of alkali and at a temperature not in excess of 80 DEG C., reacting the resulting polyamine epihalohydrin with at least a storchiometric amount of alkali and recovering the resulting polyglycidyl polyamine. Suitable hardeners are polyhydric phenols, primary and secondary polyamines, polyamides, and polymercaptans. Suitable catalysts which may be present are alkalis, amines, and quaternary ammonium compounds. The hardener may be used in proportions from 0.7 to 1,3 of the stoichiometric proportions. The glycidyl derivatives may be mixed at temperatures from 25 DEG -100 DEG C. and the catalyst or hardener is added, either as such or in solution. The composition is poured into a mould and cured at temperatures from 25 DEG -200 DEG C. The polyglycidyl polyamines may be used in combination with epoxy ethers of polyhydric phenols having a 1,2-epoxy equivalency greater than one, e.g. the glycidyll ethers of bisphenols. Examples describe casting compositions using the tetraglycidyl derivative of 4, 41-diamino-diphenyl methane with (2) the diglycidyl ether of bisphenol A, methanolic KOH and bisphenol A; (3) diglycidyl aniline, methanolic KOH, and bisphenol A; (4) methanolic KOH and bisphenol A and (5) 4, 41-diamine diphenyl methane.ALSO:Polygycidyl aromatic polyamines having at least an 80% epoxy content are made by reacting 1 mol of an aromatic primary polyamine with at least 2 mols of an epihalohydrin for each primary amine group present in the polyamine, in the substantial absence of alkali and at a temperature not in excess of 80 DEG C., reacting the resulting polyamine epihalohydrin with at least a stoichiometric amount of alkali and recovering the resulting polyglycidyl polyamine. It is preferred to carry out the first step in the presence of water, using up to a 300% (molar) excess of epihalohydrin, the excess being distilled off under reduced pressure after completion of the first stage. It is advantageous to use 5 to 25% by weight excess of alkali in the second stage, usually as a 50% by weight aqueous solution. An organic solvent mixture, such as toluene-alcohol, may be present in the second step. Examples of suitable polyamines are m- and p-phenylene diamine, benzidene and 4, 41 diamine diphenyl methane. The polyglycyl polyamines may be used in the preparation of thermosetting casting compositions (see Group IV(a)).
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US865314XA | 1956-11-23 | 1956-11-23 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB865314A true GB865314A (en) | 1961-04-12 |
Family
ID=22199194
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB36246/57A Expired GB865314A (en) | 1956-11-23 | 1957-11-21 | Preparation of polyglycidyl aromatic polyamines and resinous compositions made therefrom |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB865314A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4540769A (en) * | 1983-09-29 | 1985-09-10 | Ciba-Geigy Corporation | Preparation of N-glycidyl compounds |
FR2668160A1 (en) * | 1990-10-23 | 1992-04-24 | Amoco Corp | EPOXIDE RESIN FORMULATIONS FOR PREPARING MATRICES HAVING BETTER STORAGE IN STORAGE OR STORAGE. |
-
1957
- 1957-11-21 GB GB36246/57A patent/GB865314A/en not_active Expired
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4540769A (en) * | 1983-09-29 | 1985-09-10 | Ciba-Geigy Corporation | Preparation of N-glycidyl compounds |
FR2668160A1 (en) * | 1990-10-23 | 1992-04-24 | Amoco Corp | EPOXIDE RESIN FORMULATIONS FOR PREPARING MATRICES HAVING BETTER STORAGE IN STORAGE OR STORAGE. |
GB2249095A (en) * | 1990-10-23 | 1992-04-29 | Amoco Corp | Epoxy resin matrix formulations with improved storage stability |
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