IP Library Granted Patent US 6,855,474
Granted Patent B1
US 6,855,474 · App. 10/838,940 · Granted Feb 15, 2005

Laser thermal color donors with improved aging characteristics

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Quick Facts
Patent No.
US 6,855,474
App. No.
10/838,940
Granted
Feb 15, 2005
Kind
B1
Abstract

A donor element for proofing having at least a transfer material disposed on a substrate for the preparation of a digital halftone proof having consistent dot density characteristics over time. The donor element includes a transfer material having a donor binder, a cationic infrared absorbing dye, a thermally activated crosslinking agent and a dispersible material The donor element can also include a distinct, intermediate transfer layer disposed between the substrate and the transfer material. The donor element can be used in conjunction with a receptor element to provide a thermal imaging system.

Claims (108)

1. A donor element comprising

a donor substrate coated with a transfer layer having

a donor binder;

a cationic infrared absorbing dye;

a thermally activated crosslinking agent of the formula

wherein n is 1-50, R 1 is CH 2 or CH 2 OCH 2 at either an ortho- or para-position, R 2 is alkyl at the meta-position when R 1 is para or alkyl at the para-position when R 1 is ortho- and R 3 is independently hydrogen or butyl; and

a dispersible material.

2. The donor element of claim 1 wherein the transfer layer further comprises a fluorocarbon additive.

3. The donor element of claim 2 wherein the fluorocarbon additive comprises a sulfonamido compound.

4. The donor element of claim 2 wherein the fluorocarbon additive comprises (C 8 F 17 )SO 2 NH(CH 2 CH 3 ).

5. The donor element of claim 2 wherein the fluorocarbon additive is present in an amount of from about 0.5 to about 5 wt-% based on the total weight of the transfer layer.

6. The donor element of claim 1 wherein the transfer layer further comprising coating aids, dispersing agents, optical brighteners, UV absorbers, fillers, surfactants, plasticizers or combinations thereof.

7. The donor element of claim 1 wherein the donor binder comprises a hydroxylic polymer.

8. The donor element of claim 1 wherein the donor binder is polyvinyl butyral.

9. The donor element of claim 1 wherein the donor binder is present in an amount of from about 20 to about 50 wt-% based upon the weight of the transfer material.

10. The donor element of claim 1 wherein the cationic infrared absorbing dye is a bleachable dye.

11. The donor element of claim 1 wherein the cationic infrared absorbing dye is a tetraarylpolymethine dye, an amine cation radical dye, or mixtures thereof.

12. The donor element of claim 1 wherein the cationic infrared absorbing dye is a tetraarylpolymethine dye.

13. The donor element of claim 1 wherein the cationic infrared absorbing dye is present in an amount of from about 5 to about 20 wt-% based on total weight of the transfer layer.

14. The donor element of claim 1 wherein the thermally activated crosslinking agent is of the formula

wherein n is 1-50 and R 2 can be independently hydrogen or alkyl.

15. The donor element of claim 1 wherein the thermally activated crosslinking agent is of the formula

wherein n is 1-50 and R 2 can be independently hydrogen or alkyl.

16. The donor element of claim 1 wherein the thermally activated crosslinking agent is present in an amount of from about 1 to about 10 wt-% based on the total weight of the transfer layer.

17. The donor element of claim 1 wherein the dispersible material is a pigment, a crystalline nonsubliminable dye, a color enhancing additive, a texturizing material, or mixtures thereof.

18. The donor element of claim 1 wherein the dispersible material comprises a pigment.

19. The donor element of claim 1 wherein the dispersible material comprises a cystalline nonsubliminable dye.

20. The donor element of claim 1 wherein the dispersible material comprises metallic flakes.

21. The donor element of claim 1 wherein the dispersible material is present in an amount of from about 15 to about 50 wt-% based on the total weight of the transfer layer.

22. The donor element of claim 1 wherein the transfer material further comprises a crosslinking agent of the formula

wherein R 1 is hydrogen, alkyl, cycloalkyl or aryl, R 2 and R 3 are independently alkyl or aryl and R 4 is aryl.

23. The donor element of claim 1 wherein the donor element material further comprises an intermediate transfer layer disposed between the substrate and the transfer layer having

an intermediate layer donor binder; and

a cationic infrared absorbing dye.

24. A thermal imaging system comprising

a donor element comprising a donor substrate coated with a transfer layer having

a donor binder;

a cationic infrared absorbing dye;

a thermally activated crosslinking agent of the formula

wherein n is 1-50, R 1 is CH 2 or CH 2 OCH 2 at either an ortho- or para-position, R 2 is alkyl at the meta-position when R 1 is para or alkyl at the para-position when R 1 is ortho- and R 3 is independently hydrogen or butyl; and

a dispersible material; and

a receptor element.

25. The thermal imaging system of claim 24 wherein the transfer material further comprises a fluorocarbon additive.

26. The thermal imaging system of claim 25 wherein the fluorocarbon additive comprises a sulfonamido compound.

27. The thermal imaging system of claim 25 wherein the fluorocarbon additive comprises (C 8 F 17 )SO 2 NH(CH 2 CH 3 ).

28. The thermal imaging system of claim 25 wherein the fluorocarbon additive is present in an amount of from about 0.5 to about 5 wt-% based on the total weight of the transfer layer.

29. The thermal imaging system of claim 24 wherein the transfer layer further comprises coating aids, dispersing agents, optical brighteners, UV absorbers, fillers, surfactants, plasticizers or combinations thereof.

30. The thermal imaging system of claim 24 wherein the donor binder comprises a hydroxylic polymer.

31. The thermal imaging system of claim 24 wherein the donor binder is polyvinyl butyral.

32. The thermal imaging system of claim 24 wherein the donor binder is present in an amount of from about 20 to about 50 wt-% based upon the weight of the transfer layer.

33. The thermal imaging system of claim 24 wherein the cationic infrared absorbing dye is a bleachable dye.

34. The thermal imaging system of claim 24 wherein the cationic infrared absorbing dye is a tetraarylpolymethine dye, an amine cation radical dye, or mixtures thereof.

35. The thermal imaging system of claim 24 wherein the cationic infrared absorbing dye is a tetraarylpolymethine dye.

36. The thermal imaging system of claim 24 wherein the cationic infrared absorbing dye is present in an amount of from about 5 to about 20 wt-% based on total weight of the transfer layer.

37. The thermal imaging system of claim 24 wherein the thermally activated crosslinking agent is of the formula

wherein n is 1-50 and R 2 can be independently hydrogen or alkyl.

38. The thermal imaging system of claim 24 wherein the thermally activated crosslinking agent of the formula

wherein n is 1-50 and R 2 can be independently hydrogen or alkyl.

39. The thermal imaging system of claim 24 wherein the thermally activated crosslinking agent is present in an amount of from about 1 to about 10 wt-% based on the total weight of the transfer material.

40. The thermal imaging system of claim 24 wherein the dispersible material is a pigment, a crystalline nonsubliminable dye, a color enhancing additive, a texturizing material, or mixtures thereof.

41. The thermal imaging system of claim 24 wherein the dispersible material comprises a pigment.

42. The thermal imaging system of claim 24 wherein the dispersible material comprises a cystalline nonsubliminable dye.

43. The thermal imaging system of claim 24 wherein the dispersible material comprises metallic flakes.

44. The thermal imaging system of claim 24 wherein the dispersible material is present in an amount of from about 15 to about 50 wt-% based on the total weight of the transfer layer.

45. The thermal imaging system of claim 24 wherein the transfer material further comprises a crosslinking agent of the formula

wherein R 1 is hydrogen, alkyl, cycloalkyl or aryl, R 2 and R 3 are independently alkyl or aryl and R 4 is aryl.

46. The thermal imaging system of claim 24 wherein the donor element further comprises an intermediate transfer layer disposed between the substrate and the transfer layer having

an intermediate layer donor binder; and

a cationic infrared absorbing dye.

47. The thermal imaging system of claim 24 wherein the receptor element comprises a receptor binder.

48. The thermal imaging system of claim 24 wherein the receptor element comprises a bleaching agent.

49. The thermal imaging system of claim 24 wherein the receptor element comprises a substrate having a textured receiving layer surface comprising a plurality of protrusions projecting above the outer surface of the substrate by an average distance of from about 1 μm to about 8 μm.

50. A laser-induced thermal imaging system comprising:

a donor element comprising a donor substrate coated with a transfer layer having:

a donor binder;

a fluorocarbon additive;

a cationic infrared absorbing dye;

a thermally activated crosslinking agent of the formula:

wherein n is 0 to 50, R 1 is CH 2 or CH 2 OCH 2 at either an ortho- or para-position, R 2 is alkyl at the meta-position when R 1 is para or alkyl at the para-position when R 1 is ortho and R 3 is independently hydrogen or butyl; and

a dispersible material; and

a receptor element comprising a receptor substrate coated with a receptor material having:

a receptor binder;

a bleaching agent; and

particulate material.

51. A method of imaging comprising the steps of:

(a) assembling a donor element in contact with a receptor element wherein the donor element comprises a donor substrate coated with a transfer layer having:

a donor binder;

a cationic infrared absorbing dye;

a thermally activated crosslinking agent of the formula:

wherein n is 0 to 50, R 1 is CH 2 or CH 2 OCH 2 at either an ortho- or para-position, R 2 is alkyl at the meta-position when R 1 is para or alkyl at the para-position when R 1 is ortho and R 3 is independently hydrogen or butyl; and

a dispersible material

(b) exposing the assembly to laser radiation of a wavelength absorbed by the cationic infrared absorbing dye wherein the laser radiation is capable of being modulated in accordance with digitally stored image information, wherein the exposed portions of the donor element are transferred to the receptor element; and

(c) separating the donor element and the receptor element, wherein the image residing on the receptor element is revealed.

52. The method of imaging of claim 51 wherein the method further comprises the step of subjecting the receptor element and image residing on the receptor element to heat treatment.

53. The method of imaging of claim 51 wherein steps (a)-(c) form a cycle which is repeated, wherein a different donor element comprising a different dispersant is used for each cycle, but the same receptor element is used for each cycle.

54. The method of imaging of claim 51 wherein the image residing on the receptor after all the repetitions of steps (a)-(c) is transferred to another receptor as a final step.

55. A method of making a thermal imaging system comprising the steps of:

(a) dissolving a donor binder, a cationic infrared absorbing dye, a thermally activated crosslinking agent of the formula:

wherein n is 0 to 50, R 1 is CH 2 or CH 2 OCH 2 at either an ortho- or para-position, R 2 is alkyl at the meta-position when R 1 is para or alkyl at the para-position when R 1 is ortho and R 3 is independently hydrogen or butyl, and a dispersible material with an organic solvent to form a donor solution;

(b) coating the donor solution onto a donor substrate;

(c) drying the donor solution coating;

(d) dissolving a receptor binder and a bleaching agent with an organic solution;

(e) coating the receptor solution onto a receptor substrate; and

(f) drying the receptor solution coating.

56. The method of making a thermal imaging system of claim 55 wherein the donor solution further comprises a fluorocarbon additive.

57. The method of making a thermal imaging system of claim 55 wherein the donor solution further comprises optional additives.

58. The method of making a thermal imaging system of claim 55 wherein the donor solution further comprises an organic solvent.

59. The method of making a thermal imaging system of claim 58 wherein the organic solvent is methyl ethyl ketone, methyl isobutyl ketone, ethanol or mixtures thereof.

Assignments (12)
RELEASE OF SECURITY INTEREST Recorded Jan 24, 2020
From: BARCLAYS BANK PLC
To: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; FPC INC.; KODAK (NEAR EAST) INC.; KODAK AMERICAS LTD.; KODAK REALTY INC.; LASER PACIFIC MEDIA CORPORATION; QUALEX INC.; KODAK PHILIPPINES LTD.; NPEC INC.
Reel/Frame 052773/0001 →
RELEASE OF SECURITY INTEREST Recorded May 1, 2019
From: JPMORGAN CHASE BANK N.A.
To: EASTMAN KODAK COMPANY
Reel/Frame 049056/0265 →
RELEASE OF SECURITY INTEREST Recorded May 1, 2019
From: BANK OF AMERICA N.A., AS AGENT
To: EASTMAN KODAK COMPANY
Reel/Frame 049056/0377 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 11, 2019
From: EASTMAN KODAK COMPANY
To: MIRACLON CORPORATION
Reel/Frame 048857/0633 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT (ABL) Recorded Sep 5, 2013
From: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; FPC INC.; KODAK (NEAR EAST), INC.; KODAK AMERICAS, LTD.; KODAK IMAGING NETWORK, INC.; KODAK PORTUGUESA LIMITED; KODAK REALTY, INC.; LASER-PACIFIC MEDIA CORPORATION; PAKON, INC.; QUALEX INC.; KODAK PHILIPPINES, LTD.; NPEC INC.; CREO MANUFACTURING AMERICA LLC; KODAK AVIATION LEASING LLC
To: BANK OF AMERICA N.A., AS AGENT
Reel/Frame 031162/0117 →
RELEASE OF SECURITY INTEREST IN PATENTS Recorded Sep 5, 2013
From: CITICORP NORTH AMERICA, INC., AS SENIOR DIP AGENT; WILMINGTON TRUST, NATIONAL ASSOCIATION, AS JUNIOR DIP AGENT
To: EASTMAN KODAK COMPANY; PAKON, INC.
Reel/Frame 031157/0451 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT (FIRST LIEN) Recorded Sep 5, 2013
From: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; FPC INC.; KODAK (NEAR EAST), INC.; KODAK IMAGING NETWORK, INC.; KODAK PORTUGUESA LIMITED; KODAK REALTY, INC.; LASER-PACIFIC MEDIA CORPORATION; PAKON, INC.; QUALEX INC.; KODAK PHILIPPINES, LTD.; NPEC INC.; CREO MANUFACTURING AMERICA LLC; KODAK AVIATION LEASING LLC; KODAK AMERICAS, LTD.
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE
Reel/Frame 031158/0001 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT (SECOND LIEN) Recorded Sep 5, 2013
From: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; FPC INC.; KODAK (NEAR EAST), INC.; KODAK AMERICAS, LTD.; KODAK IMAGING NETWORK, INC.; KODAK PORTUGUESA LIMITED; KODAK REALTY, INC.; LASER-PACIFIC MEDIA CORPORATION; PAKON, INC.; QUALEX INC.; KODAK PHILIPPINES, LTD.; NPEC INC.; CREO MANUFACTURING AMERICA LLC; KODAK AVIATION LEASING LLC
To: BARCLAYS BANK PLC, AS ADMINISTRATIVE AGENT
Reel/Frame 031159/0001 →
PATENT SECURITY AGREEMENT Recorded Apr 1, 2013
From: EASTMAN KODAK COMPANY; PAKON, INC.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS AGENT
Reel/Frame 030122/0235 →
SECURITY INTEREST Recorded Feb 21, 2012
From: EASTMAN KODAK COMPANY; PAKON, INC.
To: CITICORP NORTH AMERICA, INC., AS AGENT
Reel/Frame 028201/0420 →
MERGER Recorded Aug 18, 2006
From: KPG HOLDING COMPANY, INC. (FORMERLY KODAK POLYCHROME GRAPHICS LLC)
To: EASTMAN KODAK COMPANY
Reel/Frame 018132/0373 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 27, 2004
From: KIDNIE, KEVIN M.; ALI, M. ZAKI; VANG, PAO C.
To: KODAK POLYCHROME GRAPHICS LLC
Reel/Frame 014676/0074 →