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 Extended amine curing agents [and epoxy resins cured therewith]

Details
Inventors: Sellstrom, Kathy B.; Waddill, Harold G.;
Assignee: Texaco Inc. (White Plains, NY)
Primary Examiner:
Assistant Examiner:
Attorney, Agent or Firm:

Extended 1,2-epoxy-interactive polyamine curing compositions and a method for preparing such curing compositions from a 1,2-epoxy-interactive polyamine and a cured normally solid elastomeric polyurethane wherein the 1,2-epoxy-interactive curing agent is extended by forming a solution of the cured polyurethane elastomer in the 1,2-epoxy-interactive polyamine by (a) adding comminuted cured polyurethane elastomer particles to the polyamine, (b) adding a polar organic solvent solution of cured polyurethane elastomer to the polyamine, followed by removal of the polar organic solvent or (c) adding a phenol and formaldehyde to a solution of the cured polyurethane elastomer in the 1,2-epoxy-interactive polyamine to convert the polyamine to the corresponding Mannich condensate.

DETAILED DESCRIPTION The principal components of the compositions and methods of the present invention are the epoxy resin, the amine curing agent and the solid elastomeric polyurethane that is dissolved in the amine.
EPOXIDE STARTING MATERIALS Generally the vicinal epoxide compositions that can be cured using the curing agents of this invention are organic materials having an average of more than one reactive 1,2-epoxide group.
These polyepoxide materials can be monomeric or polymeric, saturated or unsaturated, aliphatic, cycloaliphatic, aromatic or heterocyclic, and may be substituted if desired with other substituents besides the epoxy groups, e.
g.
, hydroxyl groups, ether radicals, halogenated phenyl groups and the like.
The most widely used epoxy resins are diglycidyl ethers of bisphenol A: ##STR1## where n represents a number from 0 to 5.
However, these epoxides are representative of the broader class of epoxide compounds that are useful in making epoxy resins.
A widely used class of polyepoxides that can be cured according to the practice of the present invention includes the resinous epoxy polyethers obtained by reacting an epihalohydrin, such as epichlorohydrin, and the like, with either a polyhydric phenol or a polyhydric alcohol.
An illustrative, but by no means exhaustive, listing of suitable dihydric phenols includes 4,4'-isopropylidene bisphenol, 2,4'-dihydroxydiphenylethylmethane, 3,3'-dihydroxydiphenyldiethylmethane, 3,4'-dihydroxydiphenylmethylpropylmethane, 2,3'-dihydroxydiphenylethylphenylmethane, 4,4'-dihydroxydihenylmethane, 4,4'-dihydroxydiphenylbutylphenylmethane, 2,2'-dihydroxydiphenylditolylmethane, 4,4'-dihydroxydiphenyltolylmethyl-methane and the like.
Other polyhydric phenols which may also be co-reacted with an epihalohydrin to provide these epoxy polyethers are such compounds as resorcinol, hydroquinone, substituted hydroquinones, e.
g.
, tertbutylhydroquinone, and the like.
Among the polyhydric alcohols that can be co-reacted with an epihalohydrin to provide the resinous epoxy polyethers are such compounds as ethylene glycol, propylene glycol, butylene glycols, pentane diols, bis(4-hydroxycyclohexyl)dimethylmethane, 1,4-dimethylolbenzene, glycerol, 1,2,6-hexanetriol, trimethylolpropane, mannitol, sorbitol, erythritol, pentaerythritol, their dimers, trimers and higher polymers, e



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