Abstract: Coating compositions which cure on baking to provide hard and flexible coatings characterized by superior abrasion resistance and mar resistance comprise:(1) a polyol component which is an adduct of at least a stoichiometric proportion of ethylene oxide or propylene oxide with a bisphenol;(2) a solution copolymer containing from 40% to 70% of isobutyl acrylate, 3% to 20% of hydroxy alkyl ester of a monoethylenic carboxylic acid, up to about 20% of monoethylenic carboxylic acid, and any balance consisting essentially of monomer containing a single ethylenic group and no other reactive group; and(3) aminoplast resin. The polyol constitutes from 20% to 40% of the three named components, the copolymer is present in an amount of from 85% to 150% of the polyol, and the balance of the three named components is the aminoplast resin. Carnauba wax is present in an amount of from 1 to 10 pounds of wax solids per 100 gallons of coating composition.

Abstract: Water dispersible epoxy-phosphate ester polymer salts are disclosed which exhibit improved stability in coating compositions contining aminoplast or phenoplast resin. These salts are provided by reacting a resinous polyepoxide having at least about 1.4 oxirane groups per molecule with less than 0.9 mol of orthophosphoric acid for each oxirane equivalent in the polyepoxide to form a monoester reaction product containing residual epoxy functionality. The monoester reaction product so-provided is then reacted with at least 1 mol of a volatile amine per equivalent of oxirane functionality in said monoester to provide a water dispersible product lacking oxirane functionality. Ether alcohols, and especially 2-butoxy ethanol, are relied upon to provide dispersions having low viscosity.

Abstract: Pigmented thermosetting organic solvent solution coating compositions are disclosed which cure to provide improved weather resistance.

Abstract: Epoxy ester copolymer dispersible in water with the aid of an amine, which may be ammonia, is provided by esterifying a polyepoxide having a 1,2-epoxy equivalency in excess of 1.0 and a molecular weight of from 350 to 8000 with at least 0.5% of the weight of the copolymer of a monoester of a saturated monohydric alcohol with a monoethylenically unsaturated dicarboxylic acid which resists homopolymerization. This polyepoxide ester is copolymerized with from 15% to 70% of monoethylenic monomers, based on the weight of the copolymer, these monoethylenic monomers including carboxyl functional monomer providing an acid number of from 20-150 in the copolymer.

Abstract: An amine resin soluble in water with the aid of an acid is produced by reacting a dihydric phenolic compound, such as a bisphenol, with a stoichiometric deficiency of preferably aromatic diepoxide, and then reacting the product containing less than -0.3 part of unreacted dihydric phenolic compound per part of reaction product with at least about 3.25 mol of formaldehyde per mol of said reaction product and with monosecondary amine to produce a Mannich base. This Mannich base is then reacted with additional diepoxide in an amount of from 0.5 to 2 epoxy equivalents per epoxy equivalent in the initially used diepoxide.

Abstract: The production of amine resins having Mannich base groups which dissolve in water with the aid of a solubilizing acid is disclosed in which a dihydric phenolic organic compound, such as a bisphenol, is reacted in organic solvent medium with at least 3 moles of formaldehyde per mol of bisphenol to at least partially methylolate the bisphenol prior to other reactions. The at least partially methylolated product is then reacted with a stoichiometric deficiency of organic diepoxide, and then with monosecondary amine to provide Mannich base groups. The Mannich base-containing product is then reacted with additional epoxide-functional material.

Abstract: Pigmented thermosetting organic solvent solution coating compositions are disclosed which cure to provide improved weather resistance. These coating compositions contain three resin components, as follows:1- an essentially nonfunctional organic solvent-soluble silicone resin reaction product of a highly branched, low molecular weight hydroxy function polyester with an hydroxy or alkoxy-functional organic polysiloxane, the polysiloxane constituting from 8% to 20% of the three resin components, and the polyester and the polysiloxane being combined in approximately stoichiometric proportions;2- a reactive organic solvent-soluble essentially linear high molecular weight hydroxy functional polyester constituting the balance of the three resin components; and3- from 3% to 15% of the three resin components of a heterocyclic aminoplast resin for curing the reactive polyester.

Abstract: Cationic solution addition copolymers of monoethylenically unsaturated copolymerizable monomers are described having Mannich base side chains with the structure: ##STR1## where R and R' are selected from C.sub.1 -C.sub.8 alkyl and C.sub.1 -C.sub.8 alkanol, or are together constituted by a C.sub.2 -C.sub.8 alkylene group. This copolymer is preferably reacted with a diepoxide in a stoichiometric deficiency with respect to the amine groups in the side chains. At least a portion of the tertiary amine groups are then reacted with a solubilizing acid to form a salt which enables the copolymer to be dissolved in water.

Abstract: A chinawood oil-phenolic resin condensate particularly useful in high solids content solution coatings is produced by heat reacting: (1) an o-cresol-formaldehyde condensate containing about 1 to about 2 mols of formaldehyde per mol of o-cresol; with (2) from about 80% to about 95% of its weight of chinawood oil; and (3) from 2% to 10% of the total weight of an alkyd resin which is a condensate of a polyethylenically unsaturated monocarboxylic fatty acid containing from 16-22 carbon atoms with about 0.5 mol per mol of said acid of an aliphatic glycol having a molecular weight of less than about 200.

Abstract: A method of forming a latex coating composition is disclosed in which there is first formed an aqueous emulsion of liquid droplets of water-insoluble polyol, such as a propylene oxide adduct of bisphenol. A, with the aid of a surfactant, and monoethylenically unsaturated monomers to be copolymerized are incorporated in the polyol emulsion while conditions of elevated temperature and catalysis are maintained to cause polymerization of said monomers in association with said polyol. The polyol is used in an amount of about 1% to about 25%, based on the weight of the materials which are copolymerized, and the monomers desirably include from about 0.5% to about 10% on the same basis of a reactive monomer, such as isobutoxymethyl acrylamide.

Abstract: An amine resin soluble in water with the aid of an acid is produced by reacting a dihydric phenolic compound with a stoichiometric deficiency of aromatic diepoxide, then reacting the product with formaldehyde to generate methylol groups on the aromatic moieties present in the product, then reacting at least a portion of the methylol groups with monosecondary amine to produce a Mannich base, and then reacting the Mannich base with additional diepoxide in an amount of from 0.5 to 2 epoxy equivalents per epoxy equivalent in the initially used diepoxide.

Abstract: Water soluble epoxy ester copolymers adapted for sanitary can use comprise an hydroxy functional epoxy ester of a polyepoxide having an average molecular weight of about 300 to about 1100 and a 1,2-epoxy equivalency of about 1.4 to about 2.0, esterified with an at least approximately stoichiometric proportion, based on epoxide functionality, of monocarboxylic acid selected from benzoic acid, C.sub.1 -C.sub.8 alkyl substituted benzoic acid, and C.sub.6 -C.sub.10 alkanoic acid, the esterification reaction being continued to provide an acid number of less than 20, this hydroxy functional epoxy ester is polyesterified with from 1.

Abstract: Epoxy ester copolymer dispersible in water with the aid of an amine, which may be ammonia, is provided by esterifying a polyepoxide having a 1,2-epoxy equivalency in excess of 1.0 and a molecular weight of from 350 to 8000 with at least 0.5% of the weight of the copolymer of a monoester of a saturated monohydric alcohol with a monoethylenically unsaturated dicarboxylic acid which resists homopolymerization. This polyepoxide ester is copolymerized with from 15% to 70% of monoethylenic monomers, based on the weight of the copolymer, these monoethylenic monomers including carboxyl functional monomer providing an acid number of from 20-150 in the copolymer.

Abstract: A low temperature-curing aqueous coating composition contains an acidic solution copolymer of monoethylenically unsaturated monomers, including about 2% to about 20% of carboxyl-functional monomer based on the weight of the copolymer, with a mixture of ethylenically unsaturated esters of ethylenically unsaturated fatty acids with organic solvent soluble and water insoluble polymeric polyol and water insoluble bisphenol-propylene oxide adduct polyol. Cure is preferably obtained using aminoplast or phenoplast curing agents, and the curing temperature is further lowered because the copolymer includes residual unsaturation providing an air dry capacity.

Abstract: Cationic amine-functional copolymer mixtures with aminoplast resins which are stably dispersible in water with the aid of a solubilizing acid and water miscible organic solvent, and which cure to possess superior detergent and corrosion resistance are provided by forming a solution copolymer of monoethylenically unsaturated monomers including from 3% to 35% of monomer having a basic amino group and from 20% to less than 35% of isobutoxymethyl acrylamide or methacrylamide. The copolymer preferably includes from 20% to 45% of styrene and/or vinyl toulene in admixture with from 15% to 40% of 2-ethylhexyl methacrylate and the preferred aminoplast resins are benzoguanamine-formaldehyde and bisphenol-formaldehyde.

Abstract: Methods are disclosed for the production of a water dispersible solution of acidic copolymer in water soluble polyol with controlled limited reaction between the copolymer and the polyol. This method comprises copolymerizing monoethylenically unsaturated monomers including a proportion of carboxyl-functional monomer providing dispersibility in water with the aid of a base and from 0.5%-5%, based on the total weight of monomers, of a monoethylenically unsaturated monomer carrying a reactive group selected from dicarboxylic acid anhydride functionality and N-methylol functionality, the copolymerization being carried out in solution in a water soluble polyol. This copolymerization is preceded by or carried out under conditions causing substantially complete reaction between the anhydride or the N-methylol functionality in the reactive monomer, and the hydroxy groups in the polyol. Aqueous coating compositions are provided by dispersing the copolymer solution in water with the aid of a volatile base.

Abstract: Water dispersible cationic amine-functional copolymer condensates are prepared by heat reacting in solution in water miscible organic solvent a solution copolymer containing from 3% to 35% of monomer having a basic amino group and from 20% to 50% of isobutoxymethyl acrylamide or methacrylamide, the amine groups in the copolymer being at least partially neutralized by a solubilizing acid, with from 5% to 40% of a solvent-soluble, heat-hardening condensate of a phenol having at least two aldehyde-reactive positions with at least two mols of formaldehyde per mol of the phenol, the phenolic condensate being poorly dispersible in water until after condensation with the copolymer.

Abstract: A bisphenol is reacted with formaldehyde in solution in alcohol in the presence of an alkali metal hydroxide, preferably at a pH of from 7-10, to provide a polymethylol derivative. Nitric acid is then added to precipitate the hydroxide and an excess is preferably used to provide an acid pH, preferably pH 1-3, and the acidic mixture is heat reacted to remove water of etherification. The nitric acid catalyst is then precipitated with alkali metal hydroxide to enable easy removal of both acid and alkali as an insoluble salt.

Abstract: A solution copolymer of styrene or vinyl toluene and allyl or methallyl alcohol is esterified with from 20% to 65% of the weight of the ester with ethylenically unsaturated monocarboxylic fatty acid containing from 8 to 22 carbon atoms. This ester is then copolymerized with monoethylenically unsaturated monomers including from about 2% to about 15%, based on the total weight of the final copolymer, of a monoethylenically unsaturated carboxylic acid to provide a copolymer which dissolves in water with the aid of a volatile base and which is particularly useful in pigmented latex paints.

Abstract: Water soluble epoxy ester copolymers adapted for sanitary can use comprise an hydroxy functional epoxy ester of a polyepoxide having an average molecular weight of about 300 to about 1100 and a 1,2-epoxy equivalency of about 1.4 to about 2.0, esterified with an at least approximately stoichiometric proportion, based on epoxide functionality, of monocarboxylic acid selected from benzoic acid, C.sub.1 -C.sub.8 alkyl substituted benzoic acid, and C.sub.6 -C.sub.10 alkanoic acid, the esterification reaction being continued to provide an acid number of less than 20, this hydroxy functional epoxy ester is polyesterified with from 1.