IP Library Granted Patent US 11,780,955
Granted Patent B2
US 11,780,955 · App. 16/861,766 · Granted Oct 10, 2023

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 (Seabrook, NH); Mark John Lindsey (Morris Plains, NJ); Ralph Francis Arcurio (Bridgewater, NJ)
Assignee: Sun Chemical Corporation
C08G18/838C08F8/40C08F8/42C08G18/0823C08G63/91C09D7/43C09D7/63C09D7/65C09D11/00C09D11/03C09D11/102C09D167/00C09D175/04C09D177/00C08K5/057
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Quick Facts
Patent No.
US 11,780,955
App. No.
16/861,766
Granted
Oct 10, 2023
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 (33)

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

one or more polyamides having

a) a terminal or pendent carboxyl group, or a terminal or pendent hydroxyl group; or

b) 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;

wherein the reaction product is present in an amount of 2 wt % to 5 wt %, based on the total weight of the composition.

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

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

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

6. The composition of claim 1 , wherein said alkyl phosphate is a monoalkyl phosphate having the formula (R 1 O)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 composition of claim 6 , wherein said alkyl group is a C 1 to C 10 alkyl group.

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

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

10. 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 polyamides having a terminal or pendent carboxyl group, or a terminal or pendent hydroxyl 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; wherein the reaction product is present in an amount of 2 wt % to 5 wt %, based on the total weight of the composition.

11. The method of claim 10 wherein the viscosity stability of an ink or coating composition is also enhanced.

12. The method 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.

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

14. The method of claim 12 , wherein said alkyl group is a C 3 to C 4 alkyl group.

15. The method of claim 10 , wherein said metal orthoester is tetraisopropyltitanate.

16. The method of claim 10 , wherein said alkyl phosphate is a monoalkyl phosphate having the formula (R 1 O)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.

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

18. The method of claim 16 , wherein said alkyl group is a C 1 to C 5 alkyl group.

19. The method of claim 10 , wherein said alkyl phosphate is amyl acid phosphate.

20. The method of claim 10 which also promotes stabilizing the viscosity of the ink or coating composition.

21. The method of claim 20 , 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 20 , wherein said metal orthoester is tetraisopropyltitanate.

25. The method of claim 20 , wherein said alkyl phosphate is a monoalkyl phosphate having the formula (R 1 O)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 20 , wherein said alkyl phosphate is amyl acid phosphate.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 5, 2021
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 057093/0082 →
Continuity (7)
Division 16247028 · Jan 14, 2019
Division 16043585 · Jul 24, 2018
Division 15010084 · Jan 29, 2016
Division 14690777 · Apr 20, 2015
Division 10579817
Provisional Application 60520966 · Nov 17, 2003
Related Publication 20200255586A1 · Aug 13, 2020