High solids ambient temperature curing coatings of acrylic-fatty acid drying oil resins

Abstract

A high solids coating composition that dries rapidly to a tack-free finish and cures under ambient temperature conditions to a durable finish useful for metals, plastics, wood, fiberglass reinforced plastics; the coating composition is used as a finish for automobiles, trucks, trailers, tractors, appliances and airplanes and also used to refinish automobiles and trucks; the film forming polymer of the coating composition has a backbone of polymerized monomers of an alkyl methacrylate such as methyl methacrylate or styrene, an alkyl acrylate and hydroxyl containing monomers such as a hydroxy alkyl acrylate or a hydroxy alkyl methacrylate and has attached thereto pendant drying oil fatty acid groups to provide the composition with ambient curing characteristics; wherein these drying oil fatty acid groups are attached by a reaction of the carboxyl group of the drying oil fatty acid and pendant hydroxyl group of the polymer backbone.

We claim: 
     
       1. A high solids coating composition comprising a polymer having a backbone of polymerized monomers selected from the group consisting of an alkyl methacrylate, an alkyl acrylate, styrene or mixtures thereof and polymerized hydroxyl containing monomers selected from the group consisting of a hydroxyl alkyl acrylate, a hydroxy alkyl methacrylate .[.of.]. .Iadd.or .Iaddend.mixtures thereof, wherein the active hydrogen of at least one pendant hydroxyl group of the backbone is replaced by ##STR5## where R is the residual of a drying oil fatty acid and wherein the polymer has a glass transition temperature of at least 20° C. .Iadd.and up to about 65° C. and the polymer has a number average molecular weight of about 1,500-8,000 and a weight average molecular weight of about 6,000-30,000 and a molecular weight distribution of about 1-5; wherein the composition contains about 0.01-5% by weight, based on the weight of the coating composition, of an organo metallic drier selected from the group consisting of cobalt, copper, lead, zirconium, calcium, iron, nickel, tin, zinc and lithium organo metallic driers and about 0.1-5% based on the weight of the polymer, of aluminum metal from an organo aluminum complex. .Iaddend. 
     
     
       2. The coating composition of claim 1 containing pigment. 
     
     
       3. The coating composition of claim 1 containing about 5-70% by weight of a solvent for the polymer and 95-30% by weight of the polymer.  .[.4. The coating composition of claim 3 in which the polymer has a glass transition temperature of at least 20° C. and up to about 65° C..]. .[.5. The coating composition of claim 4 in which the polymer has a number average molecular weight of about 1,500-8,000 and a weight average molecular weight of about 6,000-30,000 and a molecular weight distribution 
     
     
        of about 1-5..]. 6. The coating composition of claim .[.5.]. .Iadd.2 .Iaddend.in which the polymer comprises about 35-65% by weight of an alkyl methacrylate, 10-30% by weight of a .[.hydroxy alkyl methacrylate or a.]. .Iadd.hydroxy alkyl methacrylate or a .Iaddend.hydroxyl alkyl acrylate each having 2-4 carbon atoms in the alkyl group and 25-45% by weight of 
     
     
        drying oil fatty acids. 7. The coating composition of claim .[.6.]. .Iadd.2 .Iaddend.in which the polymer consists essentially of 40-55% by weight of methyl methacrylate, 15-25% by weight of hydroxy ethyl methacrylate and 30-40% by weight of a mixture of drying oil fatty acids which comprises oleic acid, linoleic acid and conjugated linoleic acid. 
     
     
           The coating composition of claim 7 in which the polymer contains .[.in addition up to about 10% by weight, based on the weight of the polymer, of.]. an ester of the formula ##STR6## where R is an aliphatic hydrocarbon group .Iadd.in an amount of up to 
     
     
        about 10% by weight, based on the weight of the polymer.Iaddend.. 9. The coating composition of claim 6 that contains about 1-40% by weight, based on the weight of the polymer, of a reactive diluent which is an ester of a 
     
     
        carboxylic acid and an epoxy resin. 10. The coating composition of claim 9 in which the reactive diluent is the esterification product of sorbic acid and an epoxy resin.  .[.11. The coating composition of claim 6 that contains about 0.1-5% by weight, based on the weight of the coating composition, of an organo metallic drier..]. .[.12. The coating composition of claim 11 in which the metal of said organo metallic drier is selected from the group consisting of cobalt, copper, lead, zirconium, calcium, iron, nickel, tin, zinc and lithium..].  .[.13. The coating composition of claim 6 containing about 0.1-5% by weight, based on the weight of the polymer, of aluminum metal from an organo aluminum 
     
     
        complex..]. 14. The coating composition of claim 2 containing about 40-95% by weight, based on the weight of the coating composition, of the polymer, about 1-25% by weight, based on the weight of the polymer, .[.which is.]. .Iadd.of .Iaddend.a reactive diluent .Iadd.for the polymer .Iaddend.of an ester .Iadd.consisting .Iaddend.of sorbic acid and an epoxy resin and a solvent for the polymer; wherein the polymer consists essentially of 40-55% by weight of methyl methacrylate, 15-25% by weight of hydroxy ethyl methacrylate and 30-40% by weight of a mixture of drying oil fatty acids which consists essentially of oleic acid, linoleic acid, and conjugated linoleic acids, and the polymer has a number average molecular weight of about 3,000-7,000 and a weight average molecular weight of about 10,000-25,000, a molecular weight distribution of about 2-4 .[.and a glass transition temperature of at least 20° C. and up to 60° C. and contains about 0.01-5% by weight, based on the weight of the coating composition, of an organo metallic drier.]. .Iadd.and the polymer contains an ester of the formula ##STR7## where R is a tertiary aliphatic hydrocarbon group having 8-10 carbon atoms in an amount up to about 10% by weight, based on the weight of the   
     
     
        polymer.Iaddend..  .[.15.  The coating composition, of claim 14 in which the polymer contains in addition up to about 10% by weight, based on the weight of the polymer, of an ester of the formula ##STR8## where R is a tertiary aliphatic hydrocarbon group having 8-10 carbon 
     
     
        atoms..]. 16. The coating composition of claim .[.15.]. .Iadd.1 .Iaddend.that contains in addition about .[.0.1.5% by weight, based on the weight of the polymer, of aluminum metal from organo aluminum complex.]. .Iadd.15-25% by weight, based on the weight of the polymer, of a plasticizer consisting essentially of a linseed oil glycerol phthalate 
     
     
        ester resin.Iaddend.. 17. An article coated with a dried coalesced and 
     
     
        cured film of the composition of claim 1. 18. A metal substrate coated with an about 1-5 mil thick film of a dried coalesced and cured coating 
     
     
        composition of claim 16. 19. A high solids coating composition comprising a blend of polymers having a glass transition temperature of at least 20° C. consisting essentially of (1) a polymer having a glass transition temperature of at least about 20° C. up to about 65° C. and having a backbone of polymerized monomers selected from the group consisting of an alkyl methacrylate, and alkyl acrylate, styrene or mixtures thereof and hydroxy containing monomers selected from the group consisting of a hydroxy alkyl acrylate, a hydroxy alkyl methacrylate or mixtures thereof, wherein the active hydrogen of at least one pendant hydroxyl group of the backbone is replaced by ##STR9## where R is the residual of drying oil fatty acids; and (2) a polymer having a glass transition temperature below 20° C. and having a backbone of polymerized monomers selected from the group consisting of an alkyl methacrylate, an alkyl acrylate, styrene or mixtures thereof and hydroxy containing monomers selected from the group consisting of a hydroxy alkyl acrylate, a hydroxy alkyl methacrylate or mixtures thereof, wherein the active hydrogen of at least one pendant hydroxyl group of the backbone is replaced by ##STR10## where R is the residual of drying oil fatty acids; .Iadd.each of said polymers having a number average molecular weight of about 1,500-8,000 and a weight average molecular weight of about 6,000-30,000 and a molecular weight distribution of about 1-5; wherein the composition contains about 0.01-5% by weight, based on the weight of the coating composition, of an organo metallic drier selected from the group consisting of cobalt, copper, lead, zirconium, calcium, iron, nickel, tin, zinc and lithium organo metallic driers and about 0.1-5% by weight, based on the weight of   
     
     
        the polymer, of aluminum metal from an aluminum complex.Iaddend.. 20. A pigment dispersant of a polymer consisting essentially of 25-35% by weight of methyl methacrylate, 15-25% by weight of styrene, 15-25% by weight of hydroxy alkyl methacrylate or a hydroxy alkyl acrylate each having 2-4 carbon atoms in the alkyl group and 20-30% by weight of the residual of drying oil fatty acids which are attached to the polymer by replacing an active hydrogen of at least one hydroxyl group provided by the hydroxy alkyl acrylate or hydroxy alkyl methacrylate with ##STR11## where R is the residual of drying oil fatty acids .Iadd.wherein the polymer has a glass transition temperature of at least about 20° C. up to about 65° C. and has a number average molecular weight of about 1,500-8,000 and a weight average molecular weight of about 6,000-30,000 and a molecular weight distribution of about 1-5 and contains in addition up to about 10% by weight, based on the weight of the polymer, of an ester of the formula ##STR12## where R is an aliphatic hydrocarbon group in an amount up to about 10% by 
     
     
        weight, based on the weight of the polymer.Iaddend..  .[.21.  The pigment dispersant of claim 20 in which the polymer has a number average molecular weight of about 1,500-8,000 and a weight average molecular weight of about 6,000 and a molecular weight distribution of about 1-5..]. .[.22. The pigment dispersant of claim 21 in which the polymer contains in addition up to about 10% by weight, based on the weight of the polymer, of an ester of the formula ##STR13## 
     
     
        where R is an aliphatic hydrocarbon group..]. 23. The pigment dispersant of claim .[.21.]. .Iadd.20 .Iaddend.in which the polymer consists essentially of methyl methacrylate, styrene, hydroxy ethyl methacrylate and a mixture which comprises drying oil fatty acids of oleic acid, 
     
     
        linoleic acid and conjugated linoleic acid. 24. A high solids coating composition comprising a polymer having a backbone of polymerized monomers selected from the group consisting of an alkyl methacrylate, an alkyl acrylate, styrene or mixtures thereof and hydroxyl containing monomers selected from the group consisting of a hydroxy alkyl acrylate, a hydroxy alkyl methacrylate or mixtures thereof, wherein the active hydrogen of at least one pendant hydroxyl group of the backbone is replaced by ##STR14## where R is the residual of drying oil fatty acids and wherein the polymer has a glass transition temperature below 20° C.; .Iadd.and the polymer has a number average molecular weight of about 1,500-8,000 and a weight average molecular weight of about 6,000-30,000 and a molecular weight distribution of about 1-5; wherein the composition contains about 0.01-5% by weight, based on the weight of the coating composition, of an organo metallic drier selected from the group consisting of cobalt, copper, lead, zirconium, calcium, iron, nickel, tin, zinc and lithium organo metallic driers and about 0.1-5% by weight, based on the weight of the polymer, of an aluminum metal from an organo aluminum 
     
     
        complex.Iaddend.. 25. The coating composition of claim 24 containing 
     
     
        pigment. 26. The coating composition of claim 24 containing about 5-70% by weight of a solvent for the polymer and 95-30% by weight of the polymer. .[.27. The coating composition of claim 26 in which the polymer has a number average molecular weight of about 1,500-8,000 and a weight average molecular weight of about 6,000-30,000 and a molecular weight distribution 
     
     
        of about 1-5..]. 28. The coating composition of claim .[.27.]. .Iadd.26 .Iaddend.in which the polymer comprises about 35-65% by weight of an alkyl methacrylate, 10-30% by weight of a hydroxy alkyl acrylate having 2-4 carbon atoms in the alkyl group and 25-45% by weight of drying oil fatty 
     
     
        acids. 29. The coating composition of claim 28 in which the polymer comprises methyl methacrylate, hydroxy ethyl acrylate and a mixture of drying oil fatty acids which comprises oleic acid, linoleic acid and conjugated linoleic acid.