IP Library Patent Application 15088173
Patent Application
App. No. 15/088,173

NEGATIVELY-WORKING LITHOGRAPHIC PRINTING PLATE PRECURSOR AND METHOD

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Quick Facts
Patent No.
US None
App. No.
15/088,173
Filed
Apr 1, 2016
Art Unit
1722
USPC
430/302
Abstract

A negative-working infrared radiation-sensitive lithographic printing plate precursor can be imaged and developed on-press to provide a lithographic printing plate. Such precursor has an initiator composition that contains compound A of Structure (I) and one or more compounds collectively as compound B of Structure (II) or Structure (III): wherein R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are independently alkyl or alkoxy groups each having 2 to 9 carbon atoms; at least one of R 3 and R 4 is different from R 1 or R 2 ; the difference of total number of carbon atoms in R 1 and R 2 and the total number of carbon atoms in R 3 and R 4 is 0 to 4; the difference of total number of carbon atoms in R 1 and R 2 and the total number of carbon atoms in R 5 and R 6 is 0 to 4; and X 1 , X 2 and X 3 are the same or different anions.

Claims (47)

1 . A negative-working, infrared radiation-sensitive lithographic printing plate precursor comprising:

a substrate having a hydrophilic surface, and

an infrared radiation-sensitive imageable layer that is disposed on the hydrophilic surface of the substrate, and comprises:

one or more free radically polymerizable compounds;

one or more infrared radiation absorbers;

an initiator composition that provides free radicals upon exposure of the infrared radiation-sensitive imageable layer to infrared radiation, the initiator composition comprising compound A represented by the following Structure (I) and, one or more compounds collectively as compound B that are represented by the following Structure (II) or Structure (III); and

a primary polymeric binder,

wherein:

R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are independently substituted or unsubstituted alkyl groups or substituted or unsubstituted alkoxy groups each having 2 to 9 carbon atoms;

at least one of R 3 and R 4 is different from R 1 or R 2 ;

the difference between the total number of carbon atoms in R 1 and R 2 and the total number of carbon atoms in R 3 and R 4 is 0 to 4;

the difference between the total number of carbon atoms in R 1 and R 2 and the total number of carbon atoms in R 5 and R 6 is 0 to 4; and

X 1 , X 2 and X 3 are the same or different anions.

2 . The negative-working, infrared radiation-sensitive lithographic printing plate precursor of claim 1 , wherein compound B comprises a compound that is represented by Structure (III), R 1 is the same as R 5 , and R 2 is the same as R 6 .

3 . The negative-working, infrared radiation-sensitive lithographic printing plate precursor of claim 2 , wherein R 1 is the same as R 2 .

4 . The negative-working, infrared radiation-sensitive lithographic printing plate precursor of claim 1 , wherein compound B comprises a compound that is represented by Structure (II), R 1 is the same as R 2 , and R 3 is the same as R 4 .

5 . The negative-working, infrared radiation-sensitive lithographic printing plate precursor of claim 4 , wherein the difference in the number of carbon atoms between R 1 and R 3 is 0, 1, or 2.

6 . The negative-working, infrared radiation-sensitive lithographic printing plate precursor of claim 1 , wherein R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are independently substituted or unsubstituted alkyl groups.

7 . The negative-working, infrared radiation-sensitive lithographic printing plate precursor of claim 1 , wherein each of R 1 , R 2 , R 3 , R 4 , R 5 and R 6 independently has 3 to 6 carbon atoms.

8 . The negative-working, infrared radiation-sensitive lithographic printing plate precursor of claim 1 , wherein the molar ratio of compound A to compound B is from 10:90 to and including 90:10.

9 . The negative-working, infrared radiation-sensitive lithographic printing plate precursor of claim 1 , wherein the sum of both compound A and compound B is at least 5 weight % and up to and including 18 weight %, based on the total dry weight of the infrared radiation-sensitive imageable layer.

10 . The negative-working, infrared radiation-sensitive lithographic printing plate precursor of claim 1 , wherein at least one of X 1 , X 2 , and X 3 is a tetraarylborate anion comprising the same or different aryl groups.

11 . The negative-working, infrared radiation-sensitive lithographic printing plate precursor of claim 1 , wherein each of X 1 , X 2 , and X 3 is tetraphenylborate.

12 . The negative-working, infrared radiation-sensitive lithographic printing plate precursor of claim 1 , wherein at least one infrared radiation absorber is a cyanine dye comprising a tetraarylborate anion.

13 . The negative-working, infrared radiation-sensitive lithographic printing plate precursor of claim 1 , wherein the primary polymeric binder is present in particulate form.

14 . The negative-working, infrared radiation-sensitive lithographic printing plate precursor of claim 1 , wherein the primary polymeric binder comprises recurring units derived from a styrene and recurring units derived from acrylonitrile.

15 . The negative-working, infrared radiation-sensitive lithographic printing plate precursor of claim 1 , wherein the primary polymeric binder comprises recurring units comprising polyalkylene oxide segments and recurring units comprising pendant cyano groups.

16 . The negative-working, infrared radiation-sensitive lithographic printing plate precursor of claim 1 , wherein:

compound B comprises a compound that is represented by Structure (III), R 1 is the same as R 5 , and R 2 is the same as R 6 ; or compound B comprises a compound represented by Structure (II), R 1 is the same as R 2 , R 3 is the same as R 4 , and the difference in the number of carbon atoms between R 1 and R 3 is 0, 1, or 2;

R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are independently substituted or unsubstituted alkyl groups each having 3 to 6 carbon atoms;

the molar ratio of compound A to compound B is from 20:80 to and including 80:20;

the sum of the weight of both compound A and compound B is at least 7 weight % and up to and including 15 weight %, based on the total dry weight of the infrared radiation-sensitive imageable layer;

X 1 is a tetraphenylborate anion, and optionally each of X 2 and X 3 is a tetraarylborate anion;

at least one infrared radiation absorber is a cyanine dye comprising a tetraarylborate anion; and

the primary polymeric binder is present comprises recurring units derived from styrene and recurring units derived from acrylonitrile.

17 . A method for providing a lithographic printing plate, the method comprising in sequence:

imagewise exposing the negative-working, infrared radiation-sensitive lithographic printing plate precursor of claim 1 to infrared radiation to provide an exposed precursor comprising exposed regions and non-exposed regions in the infrared radiation-sensitive imageable layer,

mounting the exposed precursor onto a lithographic printing press, and

removing the infrared radiation-sensitive imageable layer in the non-exposed regions using a lithographic ink, fountain solution, or both a lithographic ink and a fountain solution to provide a lithographic printing plate.

18 . The method of claim 17 , wherein the negatively-working infrared radiation-sensitive lithographic printing plate precursor is defined by:

compound B comprises a compound that is represented by Structure (III), R 1 is the same as R 5 , and R 2 is the same as R 6 ; or compound B comprises a compound that is represented by Structure (II), R 1 is the same as R 2 , R 3 is the same as R 4 , and the difference in the number of carbon atoms between R 1 and R 3 is 0, 1, or 2;

R 1 , R 2 , R 3 , R 4 , R 5 and R 6 being independently substituted or unsubstituted alkyl groups each having 3 to 6 carbon atoms;

the molar ratio of compound A to compound B is from 20:80 to and including 80:20;

the sum of the weight of both compound A and compound B is at least 7 weight % and up to and including 15 weight %, based on the total dry weight of the infrared radiation-sensitive imageable layer;

X 1 is a tetraphenylborate anion, and optionally each of X 2 and X 3 is a tetraphenylborate anion;

at least one infrared radiation absorber is a cyanine dye comprising a tetraarylborate anion; and

the primary polymeric binder comprises recurring units derived from styrene and recurring units derived from acrylonitrile.

Assignments (9)
RELEASE OF SECURITY INTEREST IN INTELLECTUAL PROPERTY Recorded Jul 24, 2023
From: EASTMAN KODAK COMPANY
To: BANK OF AMERICA, N.A.
Reel/Frame 064364/0847 →
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 30, 2019
From: JP MORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; PFC, 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 049901/0001 →
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 050239/0001 →
SECURITY INTEREST Recorded Jan 13, 2017
From: EASTMAN KODAK COMPANY
To: BANK OF AMERICA, N.A., AS AGENT
Reel/Frame 041042/0877 →
SECURITY INTEREST Recorded May 17, 2016
From: 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.
To: BANK OF AMERICA N.A.
Reel/Frame 038617/0198 →
SECURITY INTEREST Recorded May 17, 2016
From: 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.
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 038615/0973 →
SECURITY INTEREST Recorded May 17, 2016
From: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; FPC INC.; KODAK (NEAR EAST), INC.; KODAK AMERICAS, LTD.; KODAK REALTY, INC.; LASER-PACIFIC MEDIA CORPORATION; QUALEX; KODAK PHILIPPINES, LTD.; NPEC INC.
To: BARCLAYS BANK PLC, AS ADMINISTRATIVE AGENT
Reel/Frame 038616/0868 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 1, 2016
From: HAYASHI, KOJI; MATZ, JAMES RUSSELL; ISHII, SATOSHI; SEKIGUCHI, YOSHIAKI; KAMIYA, MASAMICHI
To: EASTMAN KODAK COMPANY
Reel/Frame 038167/0022 →