Derivatives of ester diol alkoxylates and compositions thereof

• US 4,171,423 A
• Filed: 09/29/1977
• Issued: 10/16/1979
• Est. Priority Date: 09/29/1977
• Status: Expired due to Term

• Current Assignee: Union Carbide Corporation (Dow, Inc.)
• Original Assignee: Union Carbide Corporation (Dow, Inc.)
• Inventors: Smith, Oliver W., Koleske, Joseph V., Knopf, Robert J.
• Primary Examiner(s): Phynes, Lucille M.
• Application Number:
  US05/837,720
• Time in Patent Office: 747 Days
• Field of Search: 528/272, 528/289, 528/297, 260/835, 560/20, 560/80, 560/52, 560/90, 560/127, 560/64, 560/199
• US Class Current: 528/289
• CPC Class Codes: C08G 18/3221 hydroxylated esters of carboxylic acids other than higher fatty acids
• CPC Class Codes: C08G 18/4887 containing carboxylic ester groups derived from carboxylic acids other than acids of higher fatty oils or other than resin acids
• CPC Class Codes: C08G 65/329 with organic compounds
• CPC Class Codes: C08G 65/3324 cyclic
• CPC Class Codes: C08G 65/33348 containing isocyanate group
• CPC Class Codes: C08L 2666/04 Macromolecular compounds according to groups C08L7/00 - C08L49/00, or C08L55/00 - C08L57/00; Derivatives thereof
• CPC Class Codes: C08L 63/00 Compositions of epoxy resins; Compositions of derivatives of epoxy resins
• CPC Class Codes: C08L 71/02 Polyalkylene oxides

Abstract

Derivatives of esterdiol alkoxylates obtained by reaction thereof with an anhydride, isocyanate or epoxide, as well as the anhydride capped products of the derivatives of the two latter. Formulations containing the above are also claimed.

Claims

1. An anhydride modified ester diol alkoxylate comprising the reaction product of (A) an ester diol alkoxylate of the general formula:

##STR16## wherein m is an integer having a value of from 2 to 4, n is an integer having a value of from 1 to 5, x and y are integers each having a value of from 1 to 20 and R is an alkyl group having from 1 to 8 carbon atoms; and

(B) an intramolecular anhydride of a polycarboxylic acid.

2. An anhydride modified ester diol alkoxylate as claimed in claim 1, wherein m has a value of 2 to 3, n has a value of 1 to 3, x and y each have values of from 1 to 10 and R is an alkyl group having from 1 to 3 carbon atoms.

3. An anhydride modified ester diol alkoxylate as claimed in claim 2, wherein n has a value of 1 and R is a methyl group and wherein the anhydride is phthalic anhydride.

4. An anhydride modified ester diol alkoxylate as claimed in claim 1, wherein said anhydride is phthalic anhydride.

5. An anhydride modified esterdiol alkoxylate as claimed in claim 1, wherein from 0.1 to 1 anhydride equivalent per hydroxyl equivalent is initially charged and reacted.

6. An anhydride modified ester diol alkoxylate as claimed in claim 1, wherein from 0.1 to 0.6 anhydride equivalent per hydroxyl equivalent is initially charged and reacted.

7. An anhydride modified ester diol alkoxylate as claimed in claim 1, wherein in said Component (A) m has a value of 2, n has a value of 1, x plus y have an average value of 4 and R is methyl, and said Component (B) is phthalic anhydride.

8. An anhydride modified ester diol alkoxylate as claimed in claim 1, wherein in said Component (A) m has a value of 3, n has a value of 1, x plus y have an average value of 4 and R is methyl, and said Component (B) is phthalic anhydride.

9. An anhydride modified ester diol alkoxylate as claimed in claim 7, wherein the average value of x plus y is 2.

10. An anhydride modified ester diol alkoxylate as claimed in claim 7, wherein the average value of x plus y is 6.

11. An anhydride modified ester diol alkoxylate as claimed in claim 7, wherein the average value of x plus y is 10.

12. A high solids composition comprising an anhydride modified ester diol alkoxylate as claimed in claim 1 and additionally containing from 25 to 200 weight percent thereof of a crosslinking agent.

13. A high solids composition as claimed in claim 12, wherein said crosslinking agent is hexamethoxymethyl.

14. A high solids composition as claimed in claim 12, wherein said crosslinking agent is a cycloaliphatic diepoxide.

15. A high solids composition as claimed in claim 12, wherein a low molecular weight polyol having from 2 to 6 hydroxyl groups and a molecular weight of from 62 to 1,000 is additionally present.

16. A high solids composition as claimed in claim 12, wherein a polycaprolactone polyol is additionally present.

17. A high solids composition as claimed in claim 12, wherein said anhydride modified ester diol alkoxylate is as claimed in claim 2.

18. A high solids composition comprising an anhydride modified ester diol alkoxylate as claimed in claim 3 and additionally containing from 25 to 200 weight percent thereof of a crosslinking agent.

19. A high solids composition comprising an anhydride modified ester diol alkoxylate as claimed in claim 4 and additionally containing from 25 to 200 weight percent thereof of a crosslinking agent.

20. A high solids composition comprising an anhydride modified ester diol alkoxylate as claimed in claim 5 and additionally containing from 25 to 200 weight percent thereof of a crosslinking agent.

21. A high solids composition comprising an anhydride modified ester diol alkoxylate as claimed in claim 6 and additionally containing from 25 to 200 weight percent thereof of a crosslinking agent.

22. A high solids composition comprising an anhydride modified ester diol alkoxylate as claimed in claim 7 and additionally containing from 25 to 200 weight percent thereof of a crosslinking agent.

23. A high solids composition comprising an anhydride modified ester diol alkoxylate as claimed in claim 8 and additionally containing from 25 to 200 weight percent thereof of a crosslinking agent.

24. A high solids composition comprising an anhydride modified ester diol alkoxylate as claimed in claim 9 and additionally containing from 25 to 200 weight percent thereof of a crosslinking agent.

25. A high solids composition comprising an anhydride modified ester diol alkoxylate as claimed in claim 10 and additionally containing from 25 to 200 weight percent thereof of a crosslinking agent.

26. A high solids composition comprising an anhydride modified ester diol alkoxylate as claimed in claim 11 and additionally containing from 25 to 200 weight percent thereof of a crosslinking agent.

27. A high solids composition as claimed in claim 12, wherein a polyepoxide is additionally present.

28. A high solids composition as claimed in claim 27, wherein a polyisocyanate is additionally present.