Claims
- 1. A coating having improved adhesion to metal, comprising,
(I) a first compound having an acid number of from 70 to 120 mg KOH/g, a hydroxyl number of from 200 to 400 mg KOH/g, a number average molecular weight of from 150 to 3000, and which is the reaction product of (a) at least one difunctional carboxylic acid, (b) at least one trifunctional polyol, (c) at least one chain stopper, and (d) phosphoric acid, (II) a second compound comprising one or more carboxy phosphate esters having the formula: 5wherein M is hydrogen, metal, or ammonium, x is a number from 0 to 3, R is an C5-C40 aliphatic group having one or more —COOR1 groups, wherein R1 is H, metal, ammonium, C1-C6 alkyl, or C6-C10 aryl, and (III) a third compound comprising one or more solvents providing low surface tension and promoting surface wetting, wherein said coating applied to a sanded galvanized steel panel and flash dried for 5 minutes and then baked between 120 and 145° F. for 30 minutes, demonstrates a GM adhesion value of 5 or greater following 15 minute time lapse after removal from bake.
- 2. The composition of claim 1 wherein second compound (II) has an acid number of from 50 to 200 mg KOH/g, a hydroxyl number of from 100 to 250 mg KOH/g, a number average molecular weight of from 600 to 1200 and is the reaction product of (a) at least one difunctional polyol, (b) phosphoric acid, and (c) at least one trifunctional carboxylic acid
- 3. The composition of claim 1 wherein compound (I) comprises the reaction product of components (a), (b), (c), and (d) reacted in a molar ratio of from 4.2:4.9:0.01:0.0005 to 5.1:5.6:0.7:0.005.
- 4. The composition of claim 1 wherein compound (I) comprises an acid number of from 70 to 100 mg KOH/g, a hydroxyl number from 300 to 400 mg KOH/g, a number average molecular weight of from 400 to 600.
- 5. The composition of claim 1 comprising from 50 to 80% by weight of compound (I), from 20 to 50% by weight of compound (II), and from 2.5% to 5% of compound (III), based on total weight of the mixture of compounds (I), (II) and (III).
- 6. The composition of claim 1 wherein compound (III) is selected from the group consisting of isobutyl isobutyrate, diisobutyl ketone, methyl amyl acetate, propylene glycol propyl ether, propylene glycol tertiary butyl ether and mixtures thereof.
- 7. The composition of claim 1 wherein
the at least one difunctional carboxylic acid (Ia) is selected from the group consisting of adipic acid, azeleic acid, fumaric acid, phthalic acid, sebacic acid, maleic acid, succinic acid, isophthalic acid, tetrahydrophthalic acid, hexahydrophthalic acid, dimer fatty acids, itaconic acid, glutaric acid, cyclohexanedicarboxylic acid, and mixtures thereof, the at least one trifunctional polyol (Ib) is selected from the group consisting of trimethylolpropane, trimethylol ethane, glycerine, 1,2,4-butanetriol, and mixtures thereof, and the at least one chain stopper (Ic) is selected from the group consisting of para-t-butyl benzoic acid, benzoic acid, salicylic acid, 2-ethylhexanoic acid, pelargonic acid, isononanoic acid, C18 fatty acids, stearic acid, lauric acid, palmitic acid, and mixtures thereof.
- 8. The composition of claim 2 wherein
the at least one difunctional polyol (IIa) is selected from the group consisting of neopentanediol, ethylene glycol, diethylene glycol, propylene glycol,_dipropylene glycol, hydrogenated bisphenol A, 1,6-hexanediol, hydroxypivalylhydroxypivalate, cyclohexanedimethanol, 1,4-butanediol, 2-ethyl-1,3-hexandiol, 2,2,4-trimethyl-1,3-pentandiol, 2-ethyl-2-butyl-1,3-propanediol, 2-methyl-1,3-propanediol, and mixtures thereof, and the at least one trifunctional carboxylic acid (IIc) is selected from the group consisting of trimellitic acid, 1,3,5-benzenetricarboxylic acid, citric acid, and mixtures thereof.
- 9. The composition of claim 8 wherein the at least one difunctional carboxylic acid (Ia) is adipic acid, the at least one trifunctional polyol (Ib) is trimethyolopropane and the at least one chain stopper (Ic) is para-t-butyl benzoic acid.
- 10. The composition of claim 8 wherein the at least one difunctional polyol (IIa) is neopentanediol and the at least one trifunctional carboxylic acid (IIc) is trimellitic acid.
- 11. A coating composition comprising
a film forming compound,
(I) a first compound having an acid number of from 70 to 120 mg KOH/g, a hydroxyl number of from 200 to 400 mg KOH/g, a number average molecular weight of from 150 to 3000, and which is the reaction product of (a) at least one difunctional carboxylic acid, (b) at least one trifunctional polyol, (c) at least one chain stopper, and (d) phosphoric acid, (II) a second compound comprising one or more carboxy phosphate esters having the formula: 6 wherein M is hydrogen, metal, or ammonium, x is a number from 0 to 3, R is an C5-C40 aliphatic group having one or more —COOR1 groups, wherein R1 is H, metal, ammonium, C1-C6 alkyl, or C6-C10 aryl, and (III) a third compound selected from the group consisting of isobutyl isobutyrate, diisobutyl ketone, methyl amyl acetate and propylene glycol tertiary butyl ether and mixtures thereof.
- 12. The coating composition of claim 11 wherein the film forming binder is comprised of an acrylic resin and an isocyanate functional crosslinking agent.
- 13. The coating composition of claim 11 which is a primer composition.
- 14. The coating composition of claim 11 comprising from 1.5 to 3.00% by weight of the mixture of compounds (I) (II) and (III), based on the total nonvolatile weight of the coating composition.
- 15. A two component coating composition comprising
a first component (A) comprising
a resin comprising one or more active hydrogen groups,
(I) a first compound having an acid number of from 70 to 120 mg KOH/g, a hydroxyl number of from 200 to 400 mg KOH/g, a number average molecular weight of from 150 to 3000, and which is the reaction product of (a) at least one difunctional carboxylic acid, (b) at least one trifunctional polyol, (c) at least one chain stopper, and (d) phosphoric acid, and (II) a second compound comprising one or more carboxy phosphate esters having the formula: 7 wherein M is hydrogen, metal, or ammonium, x is a number from 0 to 3, R is an C5-C40 aliphatic group having one or more —COOR1 groups, wherein R1 is H, metal, ammonium, C1-C6 alkyl, or C6-C10 aryl, and (III) a compound selected from the group consisting of isobutyl isobutyrate, diisobutyl ketone, methyl amyl acetate and propylene glycol tertiary butyl ether and mixtures thereof, and a second component (B) comprising a crosslinking agent reactive with the resin comprising one or more active hydrogen groups.
- 16. A method of improving adhesion of a cured coating composition to bare metal comprising
A) providing a coating composition according to claim 1, B) applying said coating composition to bare metal, C) baking said coating composition to cure, at a temperature of between 120 and 145° F. for a time between 20 and 40 minutes, wherein said coating demonstrates a GM adhesion value of 5 or greater following a cooling period of 15 minutes following bake.
- 17. The method of claim 16 wherein the coating composition provided further comprises a resin comprising one or more active hydrogen groups and a crosslinking agent reactive with the resin comprising one or more active hydrogen groups.
- 18. The method of claim 16 wherein compound (III) is selected from the group consisting of isobutyl isobutyrate, diisobutyl ketone, methyl amyl acetate, propylene glycol tertiary butyl ether, propylene glycol propyl ether and mixtures thereof.
- 19. The method of claim 17 wherein compound (III) is selected from the group consisting of isobutyl isobutyrate, diisobutyl ketone, methyl amyl acetate, propylene glycol tertiary butyl ether, propylene glycol propyl ether and mixtures thereof.
- 20. A method of improving adhesion of a cured coating composition to bare metal comprising
A) applying said coating composition according to claim 15 to bare metal, and B) baking said coating composition to cure, at a temperature of between 120 and 145° F. for a time between 20 and 40 minutes, wherein said coating demonstrates a GM adhesion value of 5 or greater following a cooling period of 15 minutes following bake.
CROSS REFERENCE TO RELATED APPLICATIONS
[0001] This application is a continuation in part of U.S. patent application Ser. No. 10/065,370, filed Oct. 10, 2002.
Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
10065370 |
Oct 2002 |
US |
Child |
10429141 |
May 2003 |
US |