Reaction products of a polyepoxide with a thiol having a group hydroyzable to carboxyl, and aqueous solubilized products
AssigneePPG Industries, Inc.
InventorsMarvis E. Hartman, Thomas R. Hockswender, Rostyslaw Dowbenko, Roger M. Christenson
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Abstract
Aqueous coating compositions which may be applied by conventional coating techniques as well as by electrodeposition are provided by reacting an epoxy-containing organic material with a compound containing a mercaptan group and at least one group hydrolyzable to a carboxyl group. Examples of such hydrolyzable groups include ester groups, amide groups and nitrile groups. The resultant product is then hydrolyzed and solubilized using hydrolyzing agents such as aqueous alkali metal hydroxides and aqueous solutions of various amines.
Claims32
An aqueous composition comprising the solubilized reaction product of:
- A. a polyepoxide containing a 1,2-epoxy equivalency greater then 1.0;
- and
- B. a compound containing a mercaptan group and at least one group hydrolyzable to a carboxyl group, said compound having the structural formula:
- HS--R--(W).sub.m
- wherein m is an integer from 1 to 5, R is an organic radical having from 1 to 10 carbon atoms and W is a group hydrolyzable to a carboxyl group.
An aqueous composition comprising the solubilized reaction product of:
- A. a polyepoxide having a 1,2-epoxy equivalency greater than 1.0;
- and
- B. a compound containing a mercaptan group and an ester group hydrolyzable to a carboxyl group, said compound having the structural formula:
- HS--R--(COOR').sub.m
- wherein m is 1 to 5, R is an organic radical having from 1 to 10 carbon atoms and R' is an alkyl group having from 1 to 10 carbon atoms.
A method of preparing an aqueous composition comprising:
- A. reacting a polyepoxide having a 1,2-epoxy equivalency greater than 1.0 with a compound containing a mercapto group and at least one group hydrolyzable to a carboxyl group, said compound having the structural formula:
- HS--R--(W).sub.m
- wherein m is an integer from 1to 5, R is an organic radical having from 1 to 10 carbon atoms and wherein W is a group hydrolyzable to a carboxyl group;
- and
- B. solubilizing the reaction product.
An aqueous composition comprising:
- A. the solubilized product of:
- 1. a polyepoxide containing a 1,2-epoxy equivalency greater than 1.0;
- and
- 2. a compound containing a mercaptan group and at least one group hydrolyzable to a carboxyl group, said compound having the structural formula:
- HS--R--(W).sub.m
- wherein m is an integer for 1 to 5, R is an organic radical having from 1 to 10 carbon atoms and W is a group hydrolyzable to a carboxyl group;
- and
- B. a curing agent.
An aqueous composition comprising:
- A. the solubilized reaction product of:
- 2. a polyepoxide having a 1,2-epoxy equivalency greater than 1.0;
- and
- 2. a compound containing a mercaptan group and at least one group hydrolyzable to a carboxyl group, said compound having the structural formula:
- HS--R--(W).sub.m
- wherein m is an integer from 1 to 5, R is an organic radical having from 1 `to 10 carbon atoms and W is a group hydrolyzable to a carboxyl group;
- and
- B. a resin selected from the group consisting of phenolic resins, hydrocarbon resins, acrylic polymers, high molecular weight acrylic latex polymers, polyisocyanates, blocked or semi-blocked polyisocyanates and mixtures thereof.
A coating composition comprising a liquid medium and a reaction product represented by the structure:
- ##STR3## or a mixture of (1) and (2), wherein A represents the organic radical portion of a polyepoxide resin having a 1,2-epoxy equivalent of greater than 1.0, R is an organic radical having from 1 to 10 carbon atoms, m is an integer from 1 to 5 and X is hydrogen or a moiety formed by reacting the carboxylic group with a basic compound selected from the group consisting of alkali metal hydroxides, ammonia, amines or quaternary ammonium compounds.
Dependencies are inferred from the claim text.