Color-forming composition, color-forming curable composition, lithographic printing plate precursor and plate making method, and color-forming compound

Patent metadata

Field	Value
Publication number	US-9529261-B2
Application number	US-201414466238-A
Country	US
Kind code	B2
Filing date	Aug 22, 2014
Priority date	Feb 23, 2012
Publication date	Dec 27, 2016
Grant date	Dec 27, 2016

Abstract

A color-forming composition contains (A) a radical generator, (B) a compound represented by the following formula (1) and (C) a binder polymer:

wherein, in the formula (1), R 1 represents a group which reacts with a radical generated from the radical generator (A) to be released and forms a dye after the release, and T represents a nitrogen-containing hetero ring.

First claim

The invention claimed is:

1. A color-forming composition containing (A) a radical generator, (B) a compound represented by the following formula (1) and (C) a binder polymer:

wherein, in the formula (1), R 1 represents a group which reacts with a radical generated from the radical generator (A) to be released and forms a dye after the release, and T represents a nitrogen-containing hetero ring.

2. The color-forming composition as claimed in claim 1 , wherein R 1 in the compound represented by the formula (1) has a structure represented by the following formula (2) or (3):

wherein, in the formulae (2) and (3), R 2 ,R 3 , R 5 , R 6 , R 7 , R 8 , R 10 and R 11 each independently represents a hydrogen atom, an alkyl group, OR 15 , NR 16 R 17 , SR 18 or a halogen atom, or R 5 and R 6 , R 7 and R 8 or R 6 and R 7 may be connected with each other to form a condensed ring structure, R 4 and R 9 each independently represents any one of OR 15 , NR 19 R 20 and SR 18 each independently represents an alkyl group, R 16 and R 17 each independently represents a hydrogen atom or an alkyl group, or R 16 and R 17 may form a ring structure, R 19 and R 20 each independently represents a hydrogen atom, an alkyl group, an aryl group, an alkylcarbonyl group, an arylcarbonyl group, an aryloxycarbonyl group, an alkoxycarbonyl group, an aminocarbonyl group or an alkylsulfonyl group, or R 19 and R 20 may form a ring structure, and R 12 , R 13 and R 14 each independently represents an aryl group.

3. The color-forming composition as claimed in claim 1 , wherein a maximum absorption wavelength (λmax) of the dye which is formed by releasing from the compound represented by formula (1) is from 500 to 600 nm.

4. The color-forming composition as claimed in claim 1 , wherein the compound represented by the formula (1) is a compound represented by the following formula (4) or (5):

wherein, in the formulae (4) and (5), R 21 , R 22 , R 23 , R 24 , R 25 and R 26 each independently represents a hydrogen atom, an alkyl group, an aryl group, OR 15 , NR 16 R 17 , SR 18 or a halogen atom, or R 21 and R 22 , R 22 and R 23 , R 23 and R 24 or R 25 and R 26 may be connected with each other to form a condensed ring structure, R 15 and R 18 each independently represents an alkyl group, R 16 and R 17 each independently represents a hydrogen atom or an alkyl group, or R 16 and R 17 may form a ring structure, X represents a dialkylmethylene group, O, NR 27 or S, R 27 represents a hydrogen atom, an alkyl group or an aryl group, and R 1 has the same meaning as R 1 defined in formula (1).

5. The color-forming composition as claimed in claim 1 , which further contains (D) a sensitizing dye.

6. The color-forming composition as claimed in claim 5 , wherein the sensitizing dye (D) is an infrared sensitizing dye.

7. The color-forming composition as claimed in claim 1 , wherein the radical generator (A) is an iodonium salt or a sulfonium salt.

8. A color-forming curable composition, wherein the color-forming composition as claimed in claim 1 further contains (E) a polymerizable compound.

9. A lithographic printing plate precursor comprising an image-recording layer containing the color-forming curable composition as claimed in claim 8 on a support.

10. The lithographic printing plate precursor as claimed in claim 9 , which further comprises a protective layer.

11. The lithographic printing plate precursor as claimed in claim 10 , wherein the protective layer contains an inorganic stratiform compound.

12. The lithographic printing plate precursor as claimed in claim 9 , wherein the image-recording layer contains a hydrophobizing precursor.

13. A plate making method comprising conducting on-press development processing by any one of a method comprising image-exposing the lithographic printing plate precursor as claimed in claim 9 to form color in an exposed area, mounting the image-exposed lithographic printing plate precursor on a printing machine and supplying printing ink and dampening water, and a method comprising mounting the lithographic printing plate precursor as claimed in claim 9 on a printing machine, image-exposing the lithographic printing plate precursor to form color in an exposed area and supplying printing ink and dampening water.

14. A compound represented by the following formula (4) or (5) shown below:

wherein, in the formulae (4) and (5), R 1 represents a structure represented by the following formula (2) or (3), R 21 , R 22 , R 23 and R 26 each independently represents a hydrogen atom, R 24 represents a hydrogen atom or a chlorine atom, R 25 represents a hydrogen atom or a phenyl group, X represents a dialkylmethylene group, O, NR 27 or S, and R 27 represents a hydrogen atom, an alkyl group or an aryl group;

wherein, in the formulae (2) and (3),R 2 ,R 3 ,R 5 ,R 6 ,R 7 ,R 8 ,R 10 and R 11 each independently represents a hydrogen atom or an alkyl group, or R 5 and R 6 , R 7 and R 8 or R 6 and R 7 may be connected with each other to form a condensed ring structure, R 4 and R 9 each independently represents NR 18 R 19 , R 18 and R 19 each independently represents a hydrogen atom, an alkyl group or an alkylsulfonyl group, and R 12 , R 13 and R 14 each independently represents a phenyl group having a dialkylamino group in its 4-position.

15. The compound as claimed in claim 14 , wherein R 1 in formula (4) represents a structure represented by the formula (2) or (3), and at least one of R 2 , R 3 ,R 5 ,R 6 ,R 7 ,R 8 ,R l0 and R 11 is an alkyl group having from 1 to 20 carbon atoms.

16. The compound as claimed in claim 14 , wherein R 1 in formula (4) represents a structure represented by the formula (3).

Assignees

• Fujifilm Corp

Inventors

• Nakamura Koki
• Mizuno Akio
• Suzuki Shota

Classifications

• B41C2201/02

  Cover layers; Protective layers · CPC title

• C08K5/39

  Thiocarbamic acids; Derivatives thereof, e.g. dithiocarbamates · CPC title

• G03F7/027 Primary

  Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds (G03F7/075 takes precedence) · CPC title

• B41C2210/24

  characterised by a macromolecular compound or binder obtained by reactions involving carbon-to-carbon unsaturated bonds, e.g. acrylics, vinyl polymers · CPC title

• C07D277/20

  having two or three double bonds between ring members or between ring members and non-ring members · CPC title