Color developing composition, lithographic printing plate precursor, plate making method for lithographic printing plate, and color developer

Patent metadata

Field	Value
Publication number	US-10241400-B2
Application number	US-201715407254-A
Country	US
Kind code	B2
Filing date	Jan 17, 2017
Priority date	Aug 22, 2014
Publication date	Mar 26, 2019
Grant date	Mar 26, 2019

Abstract

A color developing composition which develops colors in a high density and does not significantly discolor when aged, a lithographic printing plate precursor which has excellent plate-inspecting properties by means of color development and is capable of maintaining strong color development even when aged after color development, a plate making method for a lithographic printing plate in which the lithographic printing plate precursor is used, and a new compound that can be preferably used as a color developer. The color developing composition of the present invention includes a compound represented by Formula 1. The compound in the present invention is represented by Formula 1. In Formula 1, R 1 represents a group in which an R 1 —O bond is cleaved by heat or exposure to infrared rays.

First claim

What is claimed is:

1. A color developing composition comprising a compound represented by Formula 1,

wherein, in Formula 1, R 1 represents a group in which an R 1 —O bond is cleaved by heat or exposure to infrared rays, R 2 and R 3 each independently represent a hydrogen atom or an alkyl group, R 2 and R 3 may be linked to each other to form a ring, Ar 1 and Ar 2 each independently represent a group forming a benzene ring or a naphthalene ring, Y 1 and Y 2 each independently represent an oxygen atom, a sulfur atom, —NR 0 —, or a dialkyl methylene group, R 4 and R 5 each independently represent an alkyl group, R 6 to R 9 each independently represent a hydrogen atom or an alkyl group, R 0 represents a hydrogen atom, an alkyl group, or an aryl group, and Za represents a counter ion neutralizing a charge.

2. The color developing composition according to claim 1 ,
wherein R 1 is a group represented by any one of Formulae 1-1 to 1-7

in Formulae 1-1 to 1-7, ● represents a bonding site with the O atom in Formula 1, R 10 's each independently represent a hydrogen atom, an alkyl group, an alkenyl group, an aryl group, —OR 14 , —NR 15 R 16 , or —SR 17 , R 11 's each independently represent a hydrogen atom, an alkyl group, or an aryl group, R 12 represents an aryl group, —OR 14 , —NR 15 R 16 , —SR 17 , —C(═O)R 18 , —OC(═O)R 18 , or a halogen atom, R 13 represents an aryl group, an alkenyl group, an alkoxy group, or an onium group, R 14 to R 17 each independently represent a hydrogen atom, an alkyl group, or an aryl group, R 18 's each independently represent an alkyl group, an aryl group, —OR 14 , —NR 15 R 16 , or —SR 17 , and Z 1 represents a counter ion neutralizing a charge.

3. The color developing composition according to claim 2 ,
wherein R 1 is a group represented by any one of Formulae 1-1 to 1-3.

4. The color developing composition according to claim 1 ,
wherein R 1 is a group represented by Formula 2,

in Formula 2, ● represents a bonding site with the O atom in Formula 1, R 19 and R 20 each independently represent an alkyl group, and Za′ represents a counter ion neutralizing a charge.

5. The color developing composition according to claim 1 , further comprising:
a binder polymer.

6. The color developing composition according to claim 1 , further comprising:
a polymerization initiator; and
a polymerizable compound.

7. The color developing composition according to claim 1 , further comprising:
a chain transfer agent.

8. The color developing composition according to claim 7 ,
wherein the chain transfer agent is a thiol compound.

9. The color developing composition according to claim 1 , further comprising:
a borate compound.

10. The color developing composition according to claim 9 ,
wherein a potential difference between a highest occupied molecular orbital of the compound represented by Formula 1 and a highest occupied molecular orbital of the borate compound is 0.585 eV or more.

11. The color developing composition according to claim 9 ,
wherein the borate compound is a tetraarylborate compound.

12. The color developing composition according to claim 1 which is a thermosensitive and/or infrared-sensitive color developing composition.

13. A lithographic printing plate precursor comprising:
a layer including a compound represented by Formula 1 and a binder polymer on a support,

wherein, in Formula 1, R 1 represents a group in which an R 1 —O bond is cleaved by heat or exposure to infrared rays, R 2 and R 3 each independently represent a hydrogen atom or an alkyl group, R 2 and R 3 may be linked to each other to form a ring, Ar 1 and Ar 2 each independently represent a group forming a benzene ring or a naphthalene ring, Y 1 and Y 2 each independently represent an oxygen atom, a sulfur atom, —NR 0 —, or a dialkyl methylene group, R 4 and R 5 each independently represent an alkyl group, R 6 to R 9 each independently represent a hydrogen atom or an alkyl group, R 0 represents a hydrogen atom, an alkyl group, or an aryl group, and Za represents a counter ion neutralizing a charge.

14. The lithographic printing plate precursor according to claim 13 ,
wherein the layer is an image-recording layer.

15. The lithographic printing plate precursor according to claim 14 , further comprising:
a protective layer on the image-recording layer.

16. The lithographic printing plate precursor according to claim 13 ,
wherein the layer is a protective layer.

17. A plate making method for a lithographic printing plate, comprising:
an exposure step of exposing the lithographic printing plate precursor according to claim 13 in an image pattern; and
an on-machine development process step of removing non-image portions by supplying printing ink and dampening water to the lithographic printing plate precursor that has been exposed in an image pattern on a printer.

18. A compound represented by Formula 1,

wherein, in Formula 1, R 1 represents a group in which an R 1 —O bond is cleaved by heat or exposure to infrared rays, R 2 and R 3 each independently represent a hydrogen atom or an alkyl group, R 2 and R 3 may be linked to each other to form a ring, Ar 1 and Ar 2 each independently represent a group forming a benzene ring or a naphthalene ring, Y 1 and Y 2 each independently represent an oxygen atom, a sulfur atom, —NR 0 —, or a dialkyl methylene group, R 4 and R 5 each independently represent an alkyl group, R 6 to R 9 each independently represent a hydrogen atom or an alkyl group, R 0 represents a hydrogen atom, an alkyl group, or an aryl group, and Za represents a counter ion neutralizing a charge,
wherein R 1 is a group represented by any one of Formulae 1-1 to 1-7,

in Formulae 1-1 to 1-7, ● represents a bonding site with the O atom in Formula 1, R 10 's each independently represent a hydrogen atom, an alkyl group, an alkenyl group, an aryl group, —OR 14 , —NR 15 R 16 , or —SR 17 , R 11 's each independently represent a hydrogen atom, an alkyl group, or an aryl group, R 12 represents an aryl group, —OR 14 , —NR 15 R 16 , —SR 17 , —C(═O)R 18 , —OC(═O)R 18 , or a halogen atom, R 13 represents an aryl group, an alkenyl group, an alkoxy group, or an onium group, R 14 to R 17 each independently represent a hydrogen atom, an alkyl group, or an aryl group, R 18 's each independently represent an alkyl group, an aryl group, —OR 14 , —NR 15 R 16 , or —SR 17 , and Z 1 represents a counter ion neutralizing a charge, and
in a case in which R 10 in Formula 1-1 is an alkyl group, the alkyl group is an alkyl group having an arylthio group or an alkyloxycarbonyl group at the α-position.

19. The compound according to claim 18 ,
wherein R 1 is a group represented by any one of Formulae 1-1 to 1-3.

20. The compound according to claim 18 ,
wherein R 1 is a group represented by Formula 2,

Assignees

• Fujifilm Corp

Inventors

• Mizuno Akio
• Nogoshi Keisuke
• Tsumura Kyosuke
• Murakami Taira
• AIZU Kohei

Classifications

• B41C2210/04

  Negative working, i.e. the non-exposed (non-imaged) areas are removed · CPC title

• B41C2210/08

  Developable by water or the fountain solution · CPC title

• C09B23/00

  Methine or polymethine dyes, e.g. cyanine dyes · CPC title

• G03F7/11

  having cover layers or intermediate layers, e.g. subbing layers {(G03F7/091 - G03F7/093, B41N3/03 take precedence)} · CPC title

• G03F7/26

  Processing photosensitive materials; Apparatus therefor (G03F7/12 - G03F7/24 take precedence) · CPC title