Water-dispersable air-drying coatings

• US 5,039,732 A
• Filed: 12/30/1988
• Issued: 08/13/1991
• Est. Priority Date: 12/30/1988
• Status: Expired due to Term

• Current Assignee: Sherwin-Williams Company
• Original Assignee: Sherwin-Williams Company
• Inventors: Arora, Kartar S.
• Primary Examiner(s): Welsh, Maurice J.
• Application Number:
  US07/292,597
• Time in Patent Office: 956 Days
• Field of Search: 524/591, 524/840, 528/71, 528/85
• US Class Current: 524/591
• CPC Class Codes: C08G 18/0823 containing carboxylate salt groups or groups forming them
• CPC Class Codes: C08G 18/3825 containing amide groups C08G18/3821 takes precedence
• CPC Class Codes: C08G 18/8064 with monohydroxy compounds

Abstract

Air-drying, water-reducible, acid-functional polyurethanes are obtained by reacting:

(i) a fatty amide diol obtained by the reaction of a fatty acid or fatty acid derivative and an N,N-dialkanol amine; and

(ii) a diisocyanate; and

(iii) an acid-functional compound which also has two active hydrogen groups, other than acid groups, which are reactive with the dissocyanate.

Claims

1. An air-drying, water-reducible, acid-functional polyurethane which comprises the reaction product obtained by reacting:

(i) a fatty amide diol obtained by the reaction of a fatty acid or fatty acid derivative and an N,N-dialkanol amine; and

(ii) a diisocyanate; and

(iii) an acid-functional compound which also has two active hydrogen groups, other than acid groups, which are reactive with the diisocyanate.

2. The polyurethane of claim 1 wherein the fatty acid derivative is a fatty acid chloride.

3. The polyurethane of claim 1 wherein the active hydrogen groups on the acid-functional compound are hydroxyl groups.

4. The polyurethane of claim 3 wherein the acid-functional compound has the formula:

##STR2## wherein R is hydrogen or alkyl of 1 to 20 carbons.

5. The polyurethane of claim 4 wherein R is alkyl of 1 to 8 carbons.

6. The polyurethane of claim 4 wherein the acid-functional compound is selected from the group consisting of 2,2-di(hydroxymethyl)acetic acid, 2,2-di(hydroxymethyl)propionic acid, 2,2-di(hydroxymethyl)pentanoic acid and 2,2-di(hydroxymethyl)valeric acid.

7. The polyurethane of claim 1 wherein the active hydrogen groups on the acid-functional compound are amine groups.

8. The polyurethane of claim 1 wherein the dialkanol amine is N,N-diethanol amine.

9. The polyurethane of claim 1 further characterized in that it has an acid value of at least 25.

10. The polyurethane of claim 1 further characterized in that it has an acid value of at least 40.

11. The polyurethane of claim 1 further characterized in that it has an acid value ranging from about 25 to about 150.

12. The polyurethane of claim 1 further characterized in that it has an acid value of 40 to about 100.

13. The polyurethane of claim 1 further characterized in that it also incorporates a metallic drier.

14. The polyurethane of claim 1 further characterized in that the acid-functional compound is 2,2-di(hydroxymethyl)propionic acid.

15. The polyurethane of claim 1 further characterized in that the polyurethane is chain extended by the addition of a diol or a diamine.

16. The polyurethane of claim 1 wherein the ratio of equivalents of isocyanate to the total equivalents of active hydrogen available from the hydroxyl groups of the fatty amide diol and the active hydrogen groups of the acid-functional compound is from 1/1 to about 1/1.4.

17. The polyurethane of claim 1 wherein the polyurethane also incorporates a polyfunctional compound.

18. An air-drying, water-reducible, acid-functional polyurethane which comprises the reaction product obtained by reacting a mixture of reactants which comprises in percent by weight:

(i) 10 to 50% of a fatty amide diol obtained by the reaction of a fatty acid or fatty acid derivative and an N,N-dialkanol amine; and

(ii) 30-70% of a diisocyanate; and

(iii) 5-40% of an acid-functional compound which also has two active hydrogen groups, other than acid groups, which are reactive with the diisocyanate; and

(iv) 0-30% of a diol or diamine chain extender; and

(v) 0-5% of a polyfunctional material having more than two active hydrogens or more than two isocyanate groups per molecule.

19. An aqueous coating composition which comprises an aqueous dispersion of a base-neutralized acid-functional air-drying polyurethane wherein the acid-functional air-drying polyurethane comprises the reaction product obtained by reacting:

(i) a fatty amide diol obtained by the reaction of a fatty acid or fatty acid derivative and an N,N-dialkanol amine; and

(ii) a diisocyanate; and

(iii) an acid-functional compound which also has two active hydrogen groups, other than acid groups, which are reactive with the diisocyanate.

20. The aqueous coating composition of claim 19 wherein the coating composition also incorporates a crosslinker for the acid-functional polyurethane.