IP Library Granted Patent US 9,279,034
Granted Patent B2
US 9,279,034 · App. 14/690,777 · Granted Mar 8, 2016

Reactive hydroxylated and carboxylated polymers for use as adhesion promoters

Inventors: Mark Andreas Mielke (Bedminster, NJ); Mathew Charles Mathew (Bloomfield, NJ); William P. Keaveney (Pompton Plains, NJ); Richard John Czarnecki (Wayne, NJ); William Ford Wilson (Hawthorne, NJ); Mark John Lindsey (Morris Plains, NJ); Ralph Francis Arcurio (Bridgewater, NJ)
Assignee: Sun Chemical Corporation
C08G63/91C08F8/40C08F8/42C09D7/002C09D7/1233C09D11/00C09D11/03C09D167/00C08K5/057
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Quick Facts
Patent No.
US 9,279,034
App. No.
14/690,777
Granted
Mar 8, 2016
Kind
B2
Abstract

A polymer complex is disclosed which is the reaction product of one or more polymers having a terminal or pendant hydroxyl group, or a terminal or pendent carboxyl group, or combinations thereof, with at least one metal complex and one alkyl phosphate. This polymer complex acts as an adhesion promotion agent as well as a viscosity stabilizer when formulated in a printing ink or coating.

Claims (45)

1. A polymer complex comprising the reaction product of

one or more polyesters having

a terminal or pendent carboxyl group or

a combination of a terminal or pendent carboxyl group and a terminal or pendent hydroxyl group,

with at least one metal orthoester and at least one alkyl phosphate.

2. The polymer complex of claim 1 , wherein said metal orthoester has the formula metal(OR) 4 , wherein each of the four R groups is independently an alkyl group.

3. The polymer complex of claim 2 , wherein said alkyl group is a C 1 to C 8 alkyl group.

4. The polymer complex of claim 2 , wherein said alkyl group is a C 3 to C 4 alkyl group.

5. The polymer complex of claim 1 , wherein said metal orthoester is tetraisopropyltitanate.

6. The polymer complex of claim 1 , wherein said alkyl phosphate is a monoalkyl phosphate having the formula R 1 PO(OH) 2 or a dialkylphosphate having the formula (R 2 O)(R 3 O)PO(OH), wherein each of R 1 , R 2 and R 3 is independently an alkyl.

7. The polymer complex of claim 6 , wherein said alkyl group is a C 1 to C 10 alkyl group.

8. The polymer complex of claim 6 , wherein said alkyl group is a C 1 to C 5 alkyl group.

9. The polymer complex of claim 1 , wherein said alkyl phosphate is amyl acid phosphate.

10. An ink or coating composition containing an adhesion promoting agent comprising the reaction product of

one or more polyesters having

a terminal or pendent carboxyl group or

a combination of a terminal or pendent carboxyl group and a terminal or pendent hydroxyl group,

with at least one metal orthoester and at least one alkyl phosphate.

11. The composition of claim 10 , wherein said metal orthoester has the formula metal(OR) 4 , wherein each of the four R groups is independently an alkyl group.

12. The composition of claim 11 , wherein said alkyl group is a C 1 to C 8 alkyl group.

13. The composition of claim 11 , wherein said alkyl group is a C 3 to C 4 alkyl group.

14. The composition of claim 10 , wherein said metal orthoester is tetraisopropyltitanate.

15. The composition of claim 10 , wherein said alkyl phosphate is a monoalkyl phosphate having the formula R 1 PO(OH) 2 or a dialkylphosphate having the formula (R 2 O)(R 3 O)PO(OH), wherein each of R 1 , R 2 and R 3 is independently an alkyl.

16. The composition of claim 15 , wherein said alkyl group is a C 1 to C 10 alkyl group.

17. The composition of claim 15 , wherein said alkyl group is a C 1 to C 5 alkyl group.

18. The composition of claim 10 , wherein said alkyl phosphate is amyl acid phosphate.

19. A method of improving the adhesion performance of an ink or coating composition comprising adding to said composition an agent comprising the reaction product of one or more polyesters having a terminal or pendent carboxyl group or a combination of a terminal or pendent carboxyl group and a terminal or pendent hydroxyl group, and at least one metal orthoester and at least one alkyl phosphate.

20. The method of claim 19 wherein the viscosity stability of an ink or coating composition is also enhanced.

21. The method of claim 19 , wherein said metal orthoester has the formula metal(OR) 4 , wherein each of the four R groups is independently an alkyl group.

22. The method of claim 21 , wherein said alkyl group is a C 1 to C 8 alkyl group.

23. The method of claim 21 , wherein said alkyl group is a C 3 to C 4 alkyl group.

24. The method of claim 19 , wherein said metal orthoester is tetraisopropyltitanate.

25. The method of claim 19 , wherein said alkyl phosphate is a monoalkyl phosphate having the formula R 1 PO(OH) 2 or a dialkylphosphate having the formula (R 2 O)(R 3 O)PO(OH), wherein each of R 1 , R 2 and R 3 is independently an alkyl.

26. The method of claim 25 , wherein said alkyl group is a C 1 to C 10 alkyl group.

27. The method of claim 25 , wherein said alkyl group is a C 1 to C 5 alkyl group.

28. The method of claim 19 , wherein said alkyl phosphate is amyl acid phosphate.

29. The method of claim 19 which also promotes stabilizing the viscosity of the ink or coating composition.

30. The method of claim 29 , wherein said metal orthoester has the formula metal(OR) 4 , wherein each of the four R groups is independently an alkyl group.

31. The method of claim 30 , wherein said alkyl group is a C 1 to C 8 alkyl group.

32. The method of claim 30 , wherein said alkyl group is a C 3 to C 4 alkyl group.

33. The method of claim 29 , wherein said metal orthoester is tetraisopropyltitanate.

34. The method of claim 29 , wherein said alkyl phosphate is a monoalkyl phosphate having the formula R 1 PO(OH) 2 or a dialkylphosphate having the formula (R 2 O)(R 3 O)PO(OH), wherein each of R 1 , R 2 and R 3 is independently an alkyl.

35. The method of claim 34 , wherein said alkyl group is a C 1 to C 10 alkyl group.

36. The method of claim 34 , wherein said alkyl group is a C 1 to C 5 alkyl group.

37. The method of claim 29 , wherein said alkyl phosphate is amyl acid phosphate.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 22, 2016
From: MIELKE, MARK ANDREAS; MATHEW, MATHEW CHARLES; KEAVENEY, WILLIAM P.; CZARNECKI, RICHARD JOHN; WILSON, WILLIAM FORD; ARCURIO, RALPH FRANCIS
To: SUN CHEMICAL CORPORATION
Reel/Frame 037558/0086 →
Continuity (3)
Division 10579817
Provisional Application 60520966 · Nov 17, 2003
Related Publication 20150225502A1 · Aug 13, 2015