IP Library Granted Patent US 11,760,081
Granted Patent B2
US 11,760,081 · App. 17/387,044 · Granted Sep 19, 2023

Lithographic printing plate precursor and method of use

Inventors: Yasushi Miyamoto (Tatebayashi, JP); Masamichi Kamiya (Oura-gun, JP); Maru Aburano (Tatebayashi, JP); Jeremy Marc Yatvin (Atlanta, GA)
Assignee: EASTMAN KODAK COMPANY
B41C1/1016B41C2210/04B41C2210/08B41C2210/22B41C2210/24B41C2210/26
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Quick Facts
Patent No.
US 11,760,081
App. No.
17/387,044
Granted
Sep 19, 2023
Kind
B2
Abstract

A lithographic printing plate precursor has an infrared radiation-sensitive image-recording layer containing an IR absorber, and an ozone-blocking material of 1500 or less molecular weight and has structure (I), (II), or (III): wherein R is a hydrocarbon having 14-30 carbon atoms; m is 1 or 2; n is 1-6; the sum of m and n is >2 and <8; and A is a multivalent organic moiety free of R and OH groups and has a valence m+n; wherein R 1 and R 2 are alkyl groups of 14-22 carbon atoms, and o is 1-3; R 3 C(═O)NR 4 R 5    (III) wherein R 3 is an alkenyl with a C═C bond within a carbon-carbon chain of 16-30 carbons, and R 4 and R 5 are hydrogen or unsubstituted alkyls of 1-4 carbon atoms. Such ozone-blocking materials can be used to protect infrared radiation-sensitive dyes that may be degraded by ozone and thus improve imaging sensitivity.

Claims (26)

1. A negative-working lithographic printing plate precursor comprising a substrate, and an outermost negative-working infrared radiation-sensitive image-recording layer disposed on the substrate,

wherein the outermost negative-working infrared radiation-sensitive image-recording layer comprises:

a) one or more free radically polymerizable components; and

b) an initiator composition capable of generating free radicals,

the outermost negative-working infrared radiation-sensitive image-recording layer further comprising one or more infrared radiation absorbers; and an ozone-blocking material that has a molecular weight of 1500 or less and is represented by the following structure (I), (II), or (III):

wherein R is a hydrocarbon group having 14 to 30 carbon atoms; m is 1 or 2; n is 1 to 6; the sum of m and n is greater than 2 and less than 8; and A is a multivalent organic moiety that is free of R and OH groups, and A has a valence equal to the sum of m and n;

wherein R 1 and R 2 are independently alkyl groups having 14 to 22 carbon atoms, and o is an integer of 1 to 3; and

R 3 C(═O)NR 4 R 5    (III)

wherein R 3 is an alkenyl group comprising at least one C═C double bond within a carbon-carbon chain having 16 to 30 carbon atoms, and R 4 and R 5 are independently a hydrogen atom or an unsubstituted alkyl group having 1 to 4 carbon atoms, and

the negative-working infrared radiation-sensitive image-recording layer optionally further comprising one or more non-free radically polymerizable polymeric materials that are different from the a), b), the one or more infrared radiation absorbers, and the ozone-blocking material of structure (I), (II), or (III).

2. The negative-working lithographic printing plate precursor of claim 1 , wherein the one or more non-free radically polymerizable polymeric materials are present in the outermost negative-working infrared radiation-sensitive image-recording layer in particulate form.

3. The negative-working lithographic printing plate precursor of claim 1 , wherein the R hydrocarbon group is a linear or branched alkyl group.

4. The negative-working lithographic printing plate precursor of claim 1 , wherein the ozone-blocking material of structure (I), (II), or (III) comprises one or more of the following materials:

sorbitan monostearate, sorbitan mono-palmitate, sorbitan mono-myristate, sorbitan mono-behenate, sorbitan distearate, sorbitan dipalmitate, sorbitan dimyristate, sorbitan dibehenate, glycerol monostearate, glycerol mono-palmitate, glycerol mono-myristate, glycerol mono-behenate, oleamide, erucamide, and compounds represented by the following structure (II):

wherein R 1 and R 2 are independently alkyl groups having 14 to 22 carbon atoms, and o is an integer of 1 to 3.

5. The negative-working lithographic printing plate precursor of claim 1 , wherein at least one of the one or more infrared radiation absorbers is an infrared absorbing cyanine dye.

6. The negative-working lithographic printing plate precursor of claim 1 , wherein the ozone-blocking material is present within the outermost negative-working infrared radiation-sensitive image-recording layer in an amount of at least 1 weight % and up to and including 15 weight %, based on the total solids of the outermost negative-working infrared radiation-sensitive image-recording layer.

7. The negative-working lithographic printing plate precursor of claim 1 , wherein the outermost negative-working infrared radiation-sensitive recording layer is removable on-press using a lithographic ink, a fountain solution, or a combination of a lithographic ink and a fountain solution in regions that are not exposed to infrared radiation.

8. The negative-working lithographic printing plate precursor of claim 1 , wherein the ozone-blocking material is present within the outermost negative-working infrared radiation-sensitive image-recording layer in an amount of at least 2 weight % and up to and including 10 weight %, based on the total solids of the outermost negative-working infrared radiation-sensitive image-recording layer.

9. The negative-working lithographic printing plate precursor of claim 1 , wherein the outermost negative-working infrared radiation-sensitive image-recording layer comprises at least two free radically polymerizable components.

10. The negative-working lithographic printing plate precursor of claim 1 , wherein the substrate comprises an aluminum-containing substrate comprising an aluminum oxide layer, and a hydrophilic polymer coating that is disposed on the aluminum oxide layer.

11. The negative-working lithographic printing plate precursor of claim 1 , wherein the ozone blocking material of structure (I), (II), or (III) is present in an amount of at least 2 weight % and up to and including 10 weight %, and the one or more infrared radiation absorbers are present in an amount of at least 0.5 weight % and up to and including 30 weight %, all based on the total weight of the outermost negative-working infrared radiation-sensitive image-recording layer.

12. A method for providing a lithographic printing plate, comprising:

A) imagewise exposing the negative-working lithographic printing plate precursor according to claim 1 to imaging infrared radiation, to provide exposed regions and non-exposed regions in the outermost negative-working infrared radiation-sensitive image-recording layer, and

B) removing the non-exposed regions in the outermost negative-working infrared radiation-sensitive image-recording layer from the substrate.

13. The negative-working lithographic printing plate precursor of claim 1 , wherein the outermost negative-working infrared radiation-sensitive image-recording layer is the only infrared radiation-sensitive image-recording layer of the negative-working lithographic printing plate precursor.

Assignments (2)
SECURITY INTEREST Recorded Aug 16, 2021
From: EASTMAN KODAK COMPANY; EASTMAN KODAK INTERNATIONAL CAPITAL COMPANY, INC.; FAR EAST DEVELOPMENT LTD.; KODAK (NEAR EAST) INC.; KODAK AMERICAS LTD.; KODAK PHILIPPINES LTD.
To: BANK OF AMERICA, AS AGENT
Reel/Frame 057262/0724 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 28, 2021
From: MIYAMOTO, YASUSHI; KAMIYA, MASAMICHI; ABURANO, MARU; YATVIN, JEREMY MARC
To: EASTMAN KODAK COMPANY
Reel/Frame 057004/0005 →
Continuity (2)
Provisional Application 63074570 · Sep 4, 2020
Related Publication 20220072844A1 · Mar 10, 2022