Polymer particle stabilized by dispersant and method of preparation

• US 20030199633A1
• Filed: 04/09/2002
• Published: 10/23/2003
• Est. Priority Date: 04/09/2002
• Status: Active Grant

• Current Assignee: Eastman Kodak Company
• Original Assignee: Eastman Kodak Company
• Inventors: Ghyzel, Peter J., Pitt, Alan R., Wear, Trevor J., Kaeding, Jeanne E., Leon, Jeffrey W., Smith, Dennis E.
• Granted Patent: US 6,906,157 B2
• Time in Patent Office: Days
• US Class Current: 524/800
• CPC Class Codes: C08F 2/20 with the aid of macromolecular dispersing agents
• CPC Class Codes: C08F 2/24 with the aid of emulsifying agents

Abstract

The present invention discloses a water dispersible polymer particle stabilized by a hydrophobically capped oligomeric acrylamide dispersant. The present invention also discloses a heterogeneous method for forming polymer particles comprising providing a water immiscible organic phase comprising at least one monomer dispersed in a continuous water phase and a hydrophobically capped oligomeric acrylamide, and polymerizing said organic phase to yield polymer particles stabilized with hydrophobically capped oligomeric acrylamide. Also disclosed in the present invention is a heterogeneous method for forming polymer particles comprising providing a water immiscible organic dispersed in a continuous water phase, polymerizing said organic phase, and adding hydrophobically capped oligomeric acrylamide to yield polymer particles stabilized with hydrophobically capped oligomeric acrylamide.

Claims

1. A water dispersible polymer particle stabilized by a hydrophobically capped oligomeric acrylamide dispersant.

2. The polymer particle of claim 1 wherein said hydrophobically capped oligomeric acrylamide dispersant has the formula (I):

3. The particle of claim 2 wherein R₁is dodecyl, decyl, octadecyl, hexadecyl, octadecenyl, and ethylhexyl.

4. The particle of claim 2 wherein X and Y are either or both hydrogen or methyl.

5. The particle of claim 2 wherein Y is sodium 2,2-dimethyl ethyl sulfonate, tris(hydroxymethyl) methyl, or diethanolammonium-2,2-dimethyl ethyl sulfonate.

6. The particle of claim 2 wherein R₂ is 2-ethylhexyl.

7. The particle of claim 2 wherein R₃ is hydrogen.

8. The particle of claim 1 wherein said hydrophobically capped oligomeric acrylamide dispersant has the formula (IV):

9. The polymer particle of claim 8 wherein q is 1 and L is a linking group comprising —

O₂CCH₂—

NHCOCH2—

.

10. The polymer particle of claim 1 wherein said hydrophobically capped oligomeric acrylamide dispersant is nonionic.

11. The polymer particle of claim 10 wherein said polymer is made from an unsaturated polyester macromonomer.

12. The polymer particle of claim 1 wherein said particle is between 0.01 μ

m and 100 μ

m.

13. The polymer particle of claim 1 wherein said particle is between 0.01 and about 10 μ

m.

14. The polymer particle of claim 1 wherein said particle is porous.

15. The polymer particle of claim 1 wherein said polymer is styrenic.

16. The polymer particle of claim 1 wherein said polymer is acrylic.

17. The polymer particle of claim 1 wherein said polymer is a polyester.

18. The polymer particle of claim 1 wherein said polymer particle has ionic functionality.

19. The polymer particle of claim 18 wherein said ionic functionality is quaternary ammonium, alkylthiosulfate, sulfonate, carboxylate, pyridinium or imidazolium.

20. The polymer particle of claim 1 wherein said particle is crosslinked.

21. The polymer particle of claim 20 wherein said particle is crosslinked by a polyfunctional monomer selected from the group consisting of divinylbenzene, ethylene glycol dimethacrylate, cyclohexanedimethanol divinyl ether, 1,6-hexanediol diacrylate, divinyl adipate and trimethylolpropane triacrylate.

22. The polymer particle of claim 1 wherein said particle is used in a thermosensitive imaging element.

23. The polymer particle of claim 1 wherein said particle is used in a photographic printing element.

24. The polymer particle of claim 1 wherein said particle s used in an inkjet printing element.

25. The polymer particle of claim 1 wherein said particle is used in a support for photographic silver halide images.

26. A heterogeneous method for forming polymer particles comprising providing a water immiscible organic phase comprising at least one monomer dispersed in a continuous water phase and a hydrophobically capped oligomeric acrylamide, and polymerizing said organic phase to yield polymer particles stabilized with hydrophobically capped oligomeric acrylamide.

27. The heterogeneous method of claim 26 wherein said hydrophobically capped oligomeric acrylamide has the formula (I):

28. The heterogeneous method of claim 27 wherein R₁ is dodecyl, decyl, octadecyl, hexadecyl, octadecenyl, and ethylhexyl.

29. The heterogeneous method of claim 27 wherein X and Y are either or both hydrogen or methyl.

30. The heterogeneous method of claim 27 wherein Y is sodium 2,2-dimethyl ethyl sulfonate, tris(hydroxymethyl) methyl, or diethanolammonium-2,2-dimethyl ethyl sulfonate.

31. The heterogeneous method of claim 27 wherein R₂ is 2-ethylhexyl.

32. The heterogeneous method of claim 27 wherein R₃ is hydrogen.

33. The particle of claim 26 wherein said hydrophobically capped oligomeric acrylamide dispersant has the formula (IV):

34. The polymer particle of claim 33 wherein q is 1 and L is a linking group comprising —

O₂CCH₂—

or —

NHCOCH2—

.

35. The heterogeneous method of claim 26 wherein said method is an emulsion polymerization.

36. The heterogeneous method of claim 26 wherein said method is a suspension polymerization.

37. The heterogeneous method of claim 26 wherein said method is a miniemulsion polymerization.

38. The heterogeneous method of claim 26 wherein said method is a dispersion polymerization.

39. The heterogeneous method of claim 26 wherein said method is a solvent evaporation.

40. The heterogeneous method of claim 26 wherein said polymer particles are styrenic, acrylic, or polyester-based polymers.

41. The heterogeneous method of claim 26 wherein said organic phase further comprises a porogen.

42. The polymer particle of claim 26 wherein said particle is used in a thermosensitive imaging element.

43. The polymer particle of claim 26 wherein said particle is used in a photographic printing element.

44. The polymer particle of claim 26 wherein said particle is used in an inkjet printing element.

45. The polymer particle of claim 26 wherein said particle is used in a support for photographic silver halide images.

46. A heterogeneous method for forming polymer particles comprising providing a water immiscible organic phase comprising at least one monomer dispersed in a continuous water phase, polymerizing said organic phase, and adding hydrophobically capped oligomeric acrylamide to yield polymer particles stabilized with hydrophobically capped oligomeric acrylamide.

47. The heterogeneous method of claim 46 wherein said hydrophobically capped oligomeric acrylamide has the formula (I):

48. The heterogeneous method of claim 47 wherein R₁is dodecyl, decyl, octadecyl, hexadecyl, octadecenyl, and ethylhexyl.

49. The heterogeneous method of claim 47 wherein X and Y are either or both hydrogen or methyl.

50. The heterogeneous method of claim 47 wherein Y is sodium 2,2-dimethyl ethyl sulfonate, tris(hydroxymethyl) methyl, diethanolammonium-2,2-dimethyl ethyl sulfonate.

51. The heterogeneous method of claim 47 wherein R₂ is 2-ethylhexyl.

52. The heterogeneous method of claim 47 wherein R₃ is hydrogen.

53. The particle of claim 46 wherein said hydrophobically capped oligomeric acrylamide dispersant has the formula (IV):

54. The polymer particle of claim 53 wherein q is 1 and L is a linking group comprising —

O₂CCH₂—

or —

NHCOCH2—

.

55. The heterogeneous method of claim 46 wherein said method is an emulsion polymerization.

56. The heterogeneous method of claim 46 wherein said method is a suspension polymerization.

57. The heterogeneous method of claim 46 wherein said method is a miniemulsion polymerization.

58. The heterogeneous method of claim 46 wherein said method is a dispersion polymerization.

59. The heterogeneous method of claim 46 wherein said method is a solvent evaporation.

60. The heterogeneous method of claim 46 wherein said polymer particles are styrenic, acrylic, or polyester-based polymers.

61. The heterogeneous method of claim 46 wherein said organic phase further comprises a porogen.

62. The polymer particle of claim 46 wherein said particle is used in a thermosensitive imaging element.

63. The polymer particle of claim 46 wherein said particle is used in a photographic printing element.

64. The polymer particle of claim 46 wherein said particle s used in an inkjet printing element.

65. The polymer particle of claim 46 wherein said particle is used in a support for photographic silver halide images.