Compositions and methods for producing latexes containing urethanes

• US 7,569,650 B2
• Filed: 07/17/2007
• Issued: 08/04/2009
• Est. Priority Date: 07/17/2007
• Status: Active Grant

• Current Assignee: Hewlett-Packard Development Company, L.P. (HP Inc.)
• Original Assignee: Hewlett-Packard Development Company, L.P. (HP Inc.)
• Inventors: Ganapathiappan, Sivapackia
• Primary Examiner(s): Wu; David
• Assistant Examiner(s): Nguyen; Vu
• Application Number:
  US11/879,821
• Publication Number:
  US 20090020036A1
• Time in Patent Office: 749 Days
• Field of Search: 523/160
• US Class Current: 526/301
• CPC Class Codes: C08F 2/22 Emulsion polymerisation
• CPC Class Codes: C08F 222/1065 of alcohol terminated (poly)urethanes, e.g. urethane(meth)acrylates
• CPC Class Codes: C08F 265/06 Polymerisation of acrylate or methacrylate esters on to polymers thereof
• CPC Class Codes: C09D 11/30 Inkjet printing inks

Abstract

A latex particle for use in ink-jet inks can comprise a latex polymer core and a latex polymer shell such that the latex polymer shell has a T_g that is at least 10° C. greater than the T_g of the latex polymer core. The latex polymer core can comprise at least one polymerized core monomer. The latex polymer shell can comprise at least two polymerized shell monomers including a urethane acrylate monomer.

Claims

1. A latex particle for use in ink-jet inks, comprising:

a) a latex polymer core, said latex polymer core comprising at least one polymerized core monomer; and

b) a latex polymer shell, said latex polymer shell comprising at least two polymerized shell monomers including a urethane acrylate monomer;

wherein the latex polymer shell has a T_g that is at least 10°

C. greater than a T_g of the latex polymer core, and wherein the urethane acrylate monomer has the following structure;

2. The latex particle of claim 1, wherein the latex polymer core is substantially free of urethane linkages.

3. The latex particle of claim 1, wherein the at least one latex polymerized core monomer includes a urethane acrylate monomer.

4. The latex particle of claim 1, wherein the at least one polymerized core monomer is selected from the group of styrene, p-methyl styrene, methyl acrylate, methyl methacrylate, isobutyl methacrylate, hexyl acrylate, hexyl methacrylate, 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, octyl methacrylate, butyl acrylate, butyl methacrylate, ethyl acrylate, hydroxyethyl acrylate, ethyl methacrylate, hydroxyethyl methacrylate, propyl acrylate, hydroxypropyl acrylate, propyl methacrylate, hydroxypropyl methacrylate, benzyl methacrylate, tetrahydrofuranyl methacrylate, vinylbenzyl chloride, and mixtures thereof.

5. The latex particle of claim 1, wherein the latex polymer shell is crosslinked.

6. The latex particle of claim 1, wherein the latex polymer core has a T_g of about 0°

C. to about 75°

C.

7. The latex particle of claim 1, wherein the latex polymer shell has a T_g of about 75°

C. to about 150°

C.

8. The latex particle of claim 1, wherein the latex polymer shell contains about 10 wt % to about 30 wt % of polymer shell monomers having urethane linkages.

9. The latex particle of claim 1, wherein the latex particle has a size of about 100 nm to about 300 nm.

10. The latex particle of claim 1, wherein the latex polymer shell has a thickness of about 10 nm to about 30 nm.

11. An ink-jet ink, comprising a pigment, a liquid vehicle, and a latex particle of claim 1.

12. An ink-jet coating composition, comprising a liquid vehicle and a latex particle of claim 1.

13. A method of forming latex particulates for use in ink-jet inks, comprising:

a) preparing a monomer emulsion including an aqueous phase and an organic monomer phase which includes at least one core monomer;

b) polymerizing the at least one core monomer to form a latex polymer core dispersed in the aqueous phase; and

c) copolymerizing at least two shell monomers including a urethane acrylate monomer;

wherein the latex polymer shell has a T_g that is at least 10°

C. greater than a T_g of the latex polymer core, and wherein the urethane acrylate monomer has the following structure;

14. The method of claim 13, wherein one of the at least two shell monomers or a third monomer of the latex polymer shell is the same as the at least one core monomer.

15. The method of claim 14, wherein the at least two shell monomers or a third monomer of the latex polymer shell that is the same as the at least one core monomer is a urethane acrylate monomer.

16. The method of claim 13, wherein the at least two shell monomers are different than the at least one core monomer.

17. The method of claim 13, wherein the latex polymer core has a T_g of about 0°

C. to about 75°

C.

18. The method of claim 13, wherein the latex polymer shell has a T_g of about 75°

C. to about 150°

C.

19. A latex particle for use in ink-jet inks, comprising:

a) a latex polymer core, said latex polymer core comprising at least one polymerized core monomer; and

b) a latex polymer shell, said latex polymer shell comprising at least two polymerized shell monomers including a urethane acrylate monomer;

wherein the latex polymer shell has a T_g that is at least 10°

C. greater than a T_g of the latex polymer core, and wherein the at least one latex polymerized core monomer includes a urethane acrylate monomer.

20. The latex particle of claim 19, wherein the urethane acrylate monomer of the shell and/or core has the following structure:

21. The latex particle of claim 19, wherein the latex polymer core has a T_g of about 0°

C. to about 75°

C. and the latex polymer shell has a T_g of about 75°

C. to about 150°

C.

22. The latex particle of claim 19, wherein the latex polymer shell contains about 10 wt % to about 30 wt % of polymer shell monomers having urethane linkages.

23. A method of forming latex particulates for use in ink-jet inks, comprising:

b) preparing a monomer emulsion including an aqueous phase and an organic monomer phase which includes at least one core monomer;

b) polymerizing the at least one core monomer to form a latex polymer core dispersed in the aqueous phase; and

c) copolymerizing at least two shell monomers including a urethane acrylate monomer;

wherein the latex polymer shell has a T_g that is at least 10°

C. greater than a T_g of the latex polymer core, and wherein the at least two shell monomers or a third monomer of the latex polymer shell that is the same as the at least one core monomer is a urethane acrylate monomer.

24. The method of claim 23, wherein the urethane acrylate monomer of the shell and/or core has the following structure:

25. The method of claim 23, wherein the latex polymer core has a T_g of about 0°

C. to about 75°

C. and the latex polymer shell has a T_g of about 75°

C. to about 150°

C.

26. The method of claim 23, wherein the latex polymer shell contains about 10 wt % to about 30 wt % of polymer shell monomers having urethane linkages.

27. A latex particle for use in ink-jet inks, comprising:

a) a latex polymer core, said latex polymer core comprising at least one polymerized core monomer; and

b) a latex polymer shell, said latex polymer shell comprising at least two polymerized shell monomers including a urethane acrylate monomer;

wherein the latex polymer shell has a T_g that is at least 10°

C. greater than a T_g of the latex polymer core and wherein the latex polymer shell has a urethane linkage as a pendant group.

28. The latex particle of claim 27, wherein the urethane acrylate monomer of the shell has the following structure:

29. The latex particle of claim 27, wherein the latex polymer core has a T_g of about 0°

C. to about 75°

C. and the latex polymer shell has a T_g of about 75°

C. to about 150°

C.

30. The latex particle of claim 27, wherein the latex polymer shell contains about 10 wt % to about 30 wt % of polymer shell monomers having urethane linkages.

31. A method of forming latex particulates for use in ink-jet inks, comprising:

a) preparing a monomer emulsion including an aqueous phase and an organic monomer phase which includes at least one core monomer;

b) polymerizing the at least one core monomer to form a latex polymer core dispersed in the aqueous phase; and

c) copolymerizing at least two shell monomers including a urethane acrylate monomer;

wherein the latex polymer shell has a T_g that is at least 10°

C. greater than a T_g of the latex polymer core, and wherein the latex polymer shell has a urethane linkage as a pendant group.

32. The method of claim 31, wherein the urethane acrylate monomer of the shell has the following structure:

33. The method of claim 31, wherein the latex polymer core has a T_g of about 0°

C. to about 75°

C. and the latex polymer shell has a T_g of about 75°

C. to about 150°

C.

34. The method of claim 31, wherein the latex polymer shell contains about 10 wt % to about 30 wt % of polymer shell monomers having urethane linkages.