Chain extended epoxy-ester polymeric compositions for cationic electrodeposition

• US 4,536,558 A
• Filed: 12/27/1983
• Issued: 08/20/1985
• Est. Priority Date: 12/27/1983
• Status: Expired due to Term

• Current Assignee: E. I. du Pont de Nemours and Company (Corteva, Inc.)
• Original Assignee: Ford Motor Company
• Inventors: Kordomenos, Panagiotis I.
• Primary Examiner(s): Kight, John
• Assistant Examiner(s): Draper, Garnette D.
• Application Number:
  US06/598,553
• Time in Patent Office: 602 Days
• Field of Search: 528/100, 528/119, 528/45, 528/120, 204/181 C, 524/904, 523/415, 523/417, 523/418
• US Class Current: 528/100
• CPC Class Codes: C08G 59/12 of polycarboxylic acids with epihalohydrins or precursors thereof
• CPC Class Codes: C08G 59/4028 Isocyanates; Thioisocyanates
• CPC Class Codes: C08G 59/58 with polycarboxylic acids or with anhydrides, halides, or low-molecular-weight esters thereof
• CPC Class Codes: C09D 5/4426 Esterified polyepoxides
• CPC Class Codes: Y10S 524/904 Powder coating compositions

Abstract

This invention relates to water dispersible, cathodically electrodepositable resins which are prepared by reacting chain extended polyepoxides with secondary amines. The polyepoxides have been chain extended with polycarboxylic acids. The resin is dispersible in water with the aid of a water soluble acid to provide cationic groups in the resin. Preferred crosslinking agents for the resin comprises capped isocyanates which may be either incorporated in the resin or preferably co-deposited with the resin from the coating composition bath.

Claims

1. A water dispersible, cathodically electrodepositable resin characterized in that said resin comprises the reaction product of:

(A) epoxide functional esters formed by chain extending

(a) polyepoxide having, on average, at least two epoxide group per molecule and a molecular weight of at least 350;

with

(b) polycarboxylic acid bearing at least two carboxyl groups per molecule, wherein said polyepoxide and said polycarboxylic acid are reacted in amounts which provide between about 0.1 and about 0.8 acid groups per epoxide group; and

(B) secondary amines, wherein said ester and said amines are reacted in amounts sufficient to react essentially all of said epoxide groups of said ester with said amines,

said reaction product being dispersible in water with the aid of water soluble acid to provide cationic groups in said resin.

2. A resin according to claim 1, wherein said polyepoxide is a diepoxide.

3. A resin according to claim 2, wherein said epoxide groups of said diepoxide are terminal epoxide groups.

4. A resin according to claim 1, wherein said polyepoxide has a molecular weight of between about 350 and about 2000.

5. A resin according to claim 1, wherein said polycarboxylic acid comprises dicarboxylic acid.

6. A resin according to claim 5, wherein said dicarboxylic acid is aliphatic dimer acid which contains between about 8 and about 44 carbon atoms.

7. A resin according to claim 5, wherein said polycarboxylic acid comprises at least 50% dicarboxylic acid.

8. A resin according to claim 1, wherein said polycarboxylic acid and said polyepoxide are reacted in amounts which provide between about 0.4 and about 0.6 carboxylic acid groups per epoxide group.

9. A resin according to claim 8, wherein said polycarboxylic acid and said polyepoxide are reacted in amounts which provide about 0.5 carboxylic acid groups per epoxide group.

10. A resin according to claim 1, wherein said epoxide functional esters, prior to being reacted with said amines, are reacted with partially blocked isocyanate.

11. A resin according to claim 10 wherein said partially blocked isocyanate is reacted with said epoxide functional ester in an amount which provides at least about 0.1 to about 1 urethane groups for each active hydrogen.

12. A cathodically electrodepositable coating composition, characterized in that it comprises an aqueous dispersion of said resin of claim 1 dispersed in water with the aid of acid.

13. A cathodically electrodepositable coating composition according to claim 12, wherein said composition further comprises a crosslinking agent comprising fully capped isocyanates.

14. A cathodically electrodepositable coating composition according to claim 13, wherein said fully capped isocyanate is present in said coating composition in an amount which provides at least about 0.1 to about 1.0 urethane groups for each active hydrogen.