Reaction products of a polyglycidyl ether of a polyphenol and an amino acid and aqueous solubilized products therefrom
AssigneePPG Industries, Inc.
InventorWilliam J. Birkmeyer
Life of this patent
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Abstract
Coating compositions which may be applied by conventional techniques as well as by electrodeposition are provided by reacting a polyglycidyl ether of a polyphenol with an amino acid containing at least one amine group and one carboxyl group, wherein the amine group of the acid is preferentially reactive with the epoxy groups of the polyglycidyl ether. The resultant product can then be solubilized by neutralizing at least a portion of the acid functionality thereof with an amine or other base. Especially useful amino acids are the aminobenzoic acids.
Claims19
A curable, carboxyl-containing precondensate prepared by reacting at a temperature from about 200.degree. to about 350.degree. F. (1) a polyglycidyl ether of a polyphenol with (2) an amino-substituted aromatic carboxylic acid selected from the class consisting of anthranilic acid, p-aminobenzoic acid, m-aminobenzoic acid, 3-amino-p-toluic acid, 3-amino-salicylic acid, 3-amino-4-methoxybenzoic acid, 6-amino-m-toluic acid, 3-amino-4-chlorobenzoic acid, 2-amino-5-nitrobenzoic acid, 2-nitro-5-aminobenzoic acid and 5-amino-isophthalic acid;
- said precondensate having an acid number of at least 15.
An anionic aqueous composition comprising water and an at least partially base neutralized reaction product of:
- (a) a polyglycidyl ether of a polyphenol having a 1,2-epoxy equivalency greater than 1.0;
- and
- (b) an aromatic amino acid selected from the class consisting of an anthranilic acid, p-amino benzoic acid, m-amino benzoic acid, 3-amino-p-toluic acid, 3-amino-4-methoxy benzoic acid, 6-amino-m-toluic acid, 3-amino-4-chloro-benzoic acid, 2-amino-5-nitro benzoic acid, 2-nitro-5-amino benzoic acid, 5-amino isophthalic acid;
- said reaction product having unreacted carboxylic acid groups which are neutralized with base to form anionic salt groups.
An anionic aqueous composition comprising water and:
- (a) an at least partially base neutralized reaction product of:
- (1) a polyglycidyl ether of a polyphenol having a 1,2-epoxy equivalency of greater than 1.0;
- and
- (2) an aromatic amino acid selected from the class consisting of an anthranilic acid, p-amino benzoic acid, m-amino benzoic acid, 3-amino-p-toluic acid, 3-amino-4-methoxy benzoic acid, 6-amino-m-toluic acid, 3-amino-4-chloro-benzoic acid, 2-amino-5-nitro benzoic acid, 2-nitro-5-amino benzoic acid, 5-amino isophthalic acid;
- said reaction product having unreacted carboxylic acid groups which are neutralizable with base to form anionic salt groups;
- and
- (b) a resin selected from the group consisting of hydrocarbon resins, water-soluble acrylic resins, acrylic polymer emulsions, aqueous dispersions of amide-containing acrylic interpolymers, or combinations thereof.
Dependencies are inferred from the claim text.