IP Library Granted Patent US 7,416,831
Granted Patent B2
US 7,416,831 · App. 10/922,782 · Granted Aug 26, 2008

Substrate for lithographic printing plate precursor

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Quick Facts
Patent No.
US 7,416,831
App. No.
10/922,782
Granted
Aug 26, 2008
Kind
B2
Abstract

Substrates for imageable elements are disclosed. The substrates comprise, in order, an aluminum or aluminum alloy support, a silicate layer, and a layer of interlayer material. The interlayer material is a co-polymer that comprise (1) phosphonic acid groups and/or phosphate groups and (2) acid groups and/or groups that comprise ethylene glycol or polyethylene glycol side chains. Imageable elements that comprise an imageable layer over the interlayer material are useful as lithographic printing plate precursors.

Claims (98)

1. A co-polymer comprising K units and L units:

the K units are selected from —[CH 2 C(R 1 )C(O)(OCH 2 CH(R 5 )) m OR 2 ]—, —[CH 2 C(R 3 )CO 2 H]—, and mixtures thereof;

the L units are selected from —[CH 2 C(R 4 C(O)(OCH 2 CH(R 6 )) n OP(O)(OH) 2 ]—, —[CH 2 CH 2 PO(OH) 2 ]—, and mixtures thereof;

R 1 is hydrogen or methyl; R 2 is hydrogen or an alkyl group of one to four carbon atoms; R 3 is hydrogen or methyl; R 4 is hydrogen or methyl; and R 5 and R 6 are each independently hydrogen, methyl, or chloromethyl; m is 1 to about 30; and n is 1 to about 15; and

the co-polymer comprises about 50 wt % to 90 wt % of the K units and about 10 wt % to about 50 wt % of the L units.

2. The co-polymer of claim 1 in which:

the k units are selected from —[CH 2 C(R 1 C(O)(OCH 2 CH(R 5 )) m OR 2 ]—;

the L units are selected from —[CH 2 C(R 4 )C(O)(OCH 2 CH(R 6 )) n OP(O)(OH) 2 ]—; and

R 1 is methyl; R 2 is hydrogen or methyl; R 4 is methyl; R 5 is hydrogen; and R 6 is hydrogen.

3. The co-polymer of claim 2 in which the co-polymer comprises about 55 wt % to 70 wt % of the K units and about 30 wt % to about 45 wt % of the L units, m is 1 to about 15, and n is 1 to about 8.

4. A substrate comprising, in order, a support, a silicate layer, and an interlayer, in which:

the support comprises aluminum or an aluminum alloy;

the interlayer comprises an interlayer material;

the interlayer material is a co-polymer comprising K units and L units;

the K units are selected from —[CH 2 C(R 1 )C(O)(OCH 2 CH(R 5 )) m OR 2 ]—, and mixtures thereof;

the L units are selected from —[CH 2 C(R 4 )C(O)(OCH 2 CH(R 6 )) n OP(O)(OH) 2 ]—, and mixtures thereof;

R 1 is hydrogen or methyl; R 2 is hydrogen or an alkyl group of one to four carbon atoms; R 3 is hydrogen or methyl; R 4 is hydrogen or methyl; and R 5 and R 6 are each independently hydrogen, methyl, or chloromethyl; m is 1 to about 30; and n is 1 to about 15; and

the co-polymer comprises about 50 wt % to 90 wt % of the K units and about 10 wt % to about 50 wt % of the L units.

5. The substrate of claim 4 in which the K units comprise 55 wt % to 70 wt % of the co-polymer and the L units comprise about 30 wt % to 45 wt %, of the co-polymer.

6. The substrate of claim 4 in which R 1 is methyl; R 2 is hydrogen or methyl; R 4 is methyl; R 5 is hydrogen; and R 6 is hydrogen.

7. The substrate of claim 6 in which the co-polymer comprises about 55 wt % to 70 wt % of the K units and about 30 wt % to about 45 wt % of the L units.

8. The substrate of claim 7 in which m is 1 to about 15 and n is 1 to about 8.

9. An imageable element comprising:

a substrate comprising, in order, a support, a silicate layer, and an interlayer; and

an imageable layer over the interlayer;

in which:

the imageable layer comprises an imageable composition;

the support comprises aluminum or an aluminum alloy;

the interlayer comprises an interlayer material;

the interlayer material is a co-polymer comprising K units and L units:

the K units are selected from —[CH 2 C(R 1 )C(O)OCH 2 CH(R 5 )) m OR 2 ]—, and mixtures thereof;

the L units are selected from —[CH 2 C(R 4 )C(O)(OCH 2 CH(R 6 )) n OP(O)(OH) 2 ]—, and mixtures thereof;

R 1 is hydrogen or methyl; R 2 is hydrogen or an alkyl group of one to four carbon atoms; R 3 is hydrogen or methyl; R 4 is hydrogen or methyl; and R 5 and R 6 are each independently hydrogen, methyl, or chloromethyl; m is 1 to about 30; and n is 1 to about 15; and

the co-polymer comprises about 50 wt % to 90 wt % of the K units and about 10 wt % to about 50 wt % of the L units.

10. The imageable element of claim 9 in which the co-polymer comprises about 55 wt % to 70 wt % of the K units and about 30 wt % to about 45 wt % of the L units.

11. The imageable element of claim 9 in which: R 1 is methyl; R 2 is hydrogen or methyl; R 4 is methyl; R 5 is hydrogen; and R 6 is hydrogen.

12. The imageable element of claim 11 in which the co-polymer comprises about 55 wt % to 70 wt % of the K units and about 30 wt % to about 45 wt % of the L units.

13. The imageable element of claim 12 in which m is 1 to about 15 and n is 1 to about 8.

14. The imageable element of claim 9 in which the imageable composition is a negative working imageable composition that comprises a monomer and a free radical generating system.

15. The imageable element of claim 14 in which the imageable composition additionally comprises a binder.

16. The imageable element of claim 15 in which the co-polymer comprises about 55 wt % to 70 wt % of the K units and about 30 wt % to about 45 wt % of the L units.

17. The element of claim 16 in which the binder is a co-polymer that comprises polyethylene oxide side chains.

18. The imageable element of claim 9 in which:

R 1 is methyl; R 2 is hydrogen or methyl; R 4 is methyl; R 5 is hydrogen; and R 6 is hydrogen; and

m is 1 about 15 and n is 1 to about 8.

19. The imageable element of claim 9 in which the imageable layer comprises a polymeric diazo resin or a mixture of polymeric diazo resins.

20. The imageable element of claim 19 in which the co-polymer comprises about 55 wt % to 70 wt % of the K units and about 30 wt % to about 45 wt % of the L units.

21. The imageable element of claim 9 in which the imageable layer comprises a photothermal conversion material, an acid generator, an acid activatable crosslinking agent, and a polymeric binder.

22. The imageable element of claim 21 in which:

R 1 is methyl; R 2 is hydrogen or methyl; R 4 is methyl; R 5 is hydrogen; and R 6 is hydrogen; the co-polymer comprises about 55 wt % to 70 wt % of the K units and about 30 wt % to about 45 wt % of the L units; and

m is 1 to about 15 and n is 1 to about 8.

23. A method for forming an image, the method comprising the steps of:

providing an imageable element comprising:

a substrate comprising, in order, a support, a silicate layer, and an interlayer, and

an imageable layer over the interlayer;

thermally imaging the imageable element and forming an imaged imageable element comprising imaged regions and complementary unimaged regions in the imageable layer;

developing the imaged imageable element and removing one of the imaged regions and the unimaged regions;

in which:

the imageable layer comprises an imageable composition;

the support comprises aluminum or an aluminum alloy;

the interlayer comprises an interlayer material;

the interlayer material is a co-polymer comprising K units and L units;

the K units are selected from —[CH 2 C(R 1 )C(O)(OCH 2 CH(R 5 )) m OR 2 ]—, and mixtures thereof;

the L units are selected from

—[CH 2 C(R 4 )C(O)(OCH 2 CH(R 6 ) n OP(O)(OH) 2 ]—, and mixtures thereof;

R 1 is hydrogen or methyl; R 2 is hydrogen or an alkyl group of one to four carbon atoms; R 3 is hydrogen or methyl; R 4 is hydrogen or methyl; and R 5 and R 6 are each independently hydrogen, methyl, or chloromethyl; m is 1 to about 30; and n is 1 to about 15; and

the co-polymer comprises about 50 wt % to 90 wt % of the K units and about 10 wt % to about 50 wt % of the L units.

24. The method of claim 23 in which developing is carried out with ink and fountain solution.

25. The method of claim 24 in which the imageable composition is a negative working imageable composition that comprises a monomer and a free radical generating system, and developing removes the unimaged regions.

26. The method of claim 25 in which the imageable composition additionally comprises a binder.

27. The method of claim 26 in which:

R 1 is methyl; R 2 is hydrogen or methyl; R 4 is methyl; R 5 is hydrogen; and R 6 is hydrogen;

the co-polymer comprises about 55 wt % to 70 wt % of the K units and about 30 wt % to about 45 wt % of the L units; and

m is 1 to about 15 and n is 1 to about 8.

28. The method of claim 26 in which R 1 is methyl; R 2 is hydrogen or methyl; R 5 is hydrogen or methyl; the co-polymer comprises about 55 wt % to 70 wt % of the K units and about 30 wt % to about 45 wt % of the L units; and m is 1 to about 15 and n is 1 to about 8.

29. The method of claim 23 in which the imageable layer comprises a polymeric diazo resin or a mixture of polymeric diazo resins, and developing removes; the imaged regions.

30. The method of claim 29 in which:

R 1 is methyl; R 2 is hydrogen or methyl; R 4 is methyl; R 5 is hydrogen; and R 6 is hydrogen;

the co-polymer comprises about 55 wt % to 70 wt % of the K units and about 30 wt % to about 45 wt % of the L units; and

m is 1 about 15 and n is 1 to about 8.

31. The method of claim 29 in which in which R 1 is methyl; R 2 is hydrogen or methyl; R 5 is hydrogen or methyl; the co-polymer comprises about 55 wt % to 70 wt % of the K units and about 30 wt % to about 45 wt % of the L units; and m is 1 to about 15 and n is 1 to about 8.

32. The method of claim 23 in which the imageable layer comprises a photothermal conversion material, an acid generator, an acid activatable crosslinking agent, and a polymeric binder, and developing removes the unimaged regions.

33. The method of claim 32 in which:

R 1 methyl; R 2 is hydrogen or methyl; R 4 is methyl; R 5 is hydrogen; and R 6 is hydrogen; the co-polymer comprises about 55 wt % to 70 wt % of the K units and about 30 wt % to about 45 wt % of the L units; and is 1 to about 15 and n is 1 to about 8.

34. The method of claim 32 in which R 1 is methyl; R 2 is hydrogen or methyl; R 5 is hydrogen or methyl; the co-polymer comprises about 55 wt % to 70 wt % of the K units and about 30 wt % to about 45 wt % of the L units; and m is 1 to about 15 and n is 1 to about 8.

35. An imageable element comprising:

a substrate comprising, in order, a support, a silicate layer, and an interlayer; and

an imageable layer over the interlayer;

in which:

the imageable layer comprises an imageable composition;

the support comprises aluminum or an aluminum alloy;

the interlayer comprises an interlayer material;

the interlayer material is a co-polymer comprising K units and L units:

the K units are selected from —[CH 2 C(R 1 )C(O)(OCH 2 CH(R 5 )) m OR 2 ]—, —[CH 2 C(R 3 )CO 2 H]—, and mixtures thereof;

the L units are selected from —[CH 2 C(R 4 )C(O)(OCH 2 CH(R 6 ) n OP(O)(OH) 2 ]—, —[CH 2 CH 2 PO(OH) 2 ]—, and mixtures thereof;

R 1 is hydrogen or methyl; R 2 is hydrogen or an alkyl group of one to four carbon atoms; R 3 is hydrogen or methyl; R 4 is hydrogen or methyl; and R 5 and R 6 are each independently hydrogen, methyl, or chloromethyl; m is 1 to about 30; and n is 1 to about 15; and

the co-polymer comprises about 50 wt % to 90 wt % of the K units and about 10 wt % to about 50 wt % of the L units,

wherein said imageable element is on-press developable using a lithographic ink, fountain solution, or both.

Assignments (10)
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 Jul 22, 2019
From: JP MORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: 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
Reel/Frame 049814/0001 →
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 11, 2006
From: KPG HOLDING COMPANY INC. (FORMERLY KODAK POLYCHROME GRAPHICS LLC)
To: EASTMAN KODAK COMPANY
Reel/Frame 018096/0117 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 30, 2004
From: HAYASHI, KOJI; HAYAJAWA, EIJI; MIYAMOTO, YASUSHI; SAKURAI, HIDEO
To: KODAK POLYCHROME GRAPHICS LLC
Reel/Frame 016111/0119 →