Infrared-sensitive color developing composition, lithographic printing plate precursor, plate making method for lithographic printing plate, and infrared-sensitive color developer

Patent metadata

Field	Value
Publication number	US-10119028-B2
Application number	US-201615203870-A
Country	US
Kind code	B2
Filing date	Jul 7, 2016
Priority date	Jan 31, 2014
Publication date	Nov 6, 2018
Grant date	Nov 6, 2018

Abstract

An infrared-sensitive color developing composition develops colors in a high density with an infrared exposure and does not significantly discolor when aged. A lithographic printing plate precursor which has extremely excellent plate-inspecting properties and favorable storage stability and is capable of maintaining favorable color-developing properties is provided, as is a plate making method for a lithographic printing plate in which the lithographic printing plate precursor is used. A new compound that can be preferably used as an infrared-sensitive color developer is also provided. An infrared-sensitive color developing composition of the invention includes a compound represented by Formula (1) (Component A). In addition, the compound in the present invention is represented by Formula (1).

First claim

What is claimed is:

1. An infrared-sensitive color developing composition comprising a compound represented by Formula (1), as Component A,

wherein, in Formula (1), each of R 1 and R 8 independently represents an alkyl group, each of R 2 , R 3 , R 4 , R 5 , R 6 , and R 7 independently represents a hydrogen atom or an alkyl group, R 4 and R 5 may be linked together and thus form a ring, each of Q 1 and Q 2 independently represents —NR 0 —, —S—, —O—, or a dialkylmethylene group, R 0 represents a hydrogen atom, an alkyl group, or an aryl group, each of T 1 and T 2 independently represents an aromatic ring or a heterocyclic aromatic ring, X 1 represents a divalent linking group, A − represents a counter anion, each of R 9 , R 10 , R 11 , and R 12 independently represents an alkyl group or an aryl group, each of R 13 and R 14 independently represents a hydrogen atom or a monovalent substituent, R 13 and R 14 may be bonded together and thus form a ring, each of R 15 and R 16 independently represents a monovalent substituent, and each of n1 and n2 independently represents an integer of 0 to 3.

2. The infrared-sensitive color developing composition according to claim 1 ,
wherein the compound represented by Formula (1) is a compound represented by Formula (2) below,

in Formula (2), each of R 1 and R 8 independently represents an alkyl group, each of R 2 , R 3 , R 6 , and R 7 independently represents a hydrogen atom or an alkyl group, each of T 1 and T 2 independently represents an aromatic ring or a heterocyclic aromatic ring, X 1 represents a group formed by bonding one or more of —O—, —S—, and/or a urethane bond to one or more of divalent hydrocarbon groups, A − represents a counter anion, each of R 9 , R 10 , R 11 , and R 12 independently represents an alkyl group or an aryl group, each of R 13 and R 14 independently represents a hydrogen atom, an alkyl group, a halogen atom, OR 17 , NR 18 R 19 , or SR 20 , R 13 and R 14 may form a ring bonded by an alkylene group, —O—, —NR 21 —, —S—, or a group made of a combination of two or more thereof, each of R 15 and R 16 independently represents an alkyl group, a halogen atom, OR 17 , NR 18 R 19 , or SR 20 , each of R 17 , R 18 , R 19 , and R 20 independently represents an alkyl group or an aryl group, R 21 represents a hydrogen atom, an alkyl group, or an aryl group, each of n1 and n2 independently represents an integer of 0 to 3, and m represents 1 or 2.

3. The infrared-sensitive color developing composition according to claim 1 ,
wherein the compound represented by Formula (1) is a compound represented by Formula (3) below,

in Formula (3), each of R 1 and R 8 independently represents an alkyl group, each of R 2 , R 3 , R 6 , and R 7 independently represents a hydrogen atom or an alkyl group, each of T 1 and T 2 independently represents an aromatic ring or a heterocyclic aromatic ring, X 1 represents a group formed by bonding one or more of —O—, —S—, and/or a urethane bond to one or more of divalent hydrocarbon groups, A − represents a counter anion, each of R 9 , R 10 , R 11 , and R 12 independently represents an alkyl group or an aryl group, each of R 15 and R 16 independently represents a hydrogen atom, an alkyl group, a halogen atom, OR 17 , NR 18 R 19 , or SR 20 , each of R 17 , R 18 , R 19 , and R 20 independently represents an alkyl group or an aryl group, each of n1 and n2 independently represents an integer of 0 to 3, m represents 1 or 2, Q 3 represents —O—, —NR 22 —, or —S—, and R 22 represents an alkyl group or an aryl group.

4. The infrared-sensitive color developing composition according to claim 1 , further comprising:
a binder polymer, as Component B.

5. The infrared-sensitive color developing composition according to claim 1 , further comprising:
a polymerization initiator, as Component C.

6. The infrared-sensitive color developing composition according to claim 1 , further comprising:
a polymerizable compound, as Component D.

7. A lithographic printing plate precursor comprising on a support:
an image-recording layer including a compound represented by Formula (1), as Component A;
a binder polymer, as Component B;
a polymerization initiator, as Component C; and
a polymerizable compound, as Component D,

wherein, in Formula (1), each of R 1 and R 8 independently represents an alkyl group, each of R 2 , R 3 , R 4 , R 5 , R 6 , and R 7 independently represents a hydrogen atom or an alkyl group, R 4 and R 5 may be linked together and thus form a ring, each of Q 1 and Q 2 independently represents —NR 0 —, —S—, —O—, or a dialkylmethylene group, R 0 represents a hydrogen atom, an alkyl group, or an aryl group, each of T 1 and T 2 independently represents an aromatic ring or a heterocyclic aromatic ring, X 1 represents a divalent linking group, A − represents a counter anion, each of R 9 , R 10 , R 11 , and R 12 independently represents an alkyl group or an aryl group, each of R 13 and R 14 independently represents a hydrogen atom or a monovalent substituent, R 13 and R 14 may be bonded together and thus form a ring, each of R 15 and R 16 independently represents a monovalent substituent, and each of n1 and n2 independently represents an integer of 0 to 3.

8. The lithographic printing plate precursor according to claim 7 ,
wherein the image-recording layer further contains polymer particles other than Component B.

9. The lithographic printing plate precursor according to claim 7 , comprising:
a protective layer on the image-recording layer.

10. The lithographic printing plate precursor according to claim 9 ,
wherein the protective layer contains an inorganic lamellar compound.

11. A plate making method for a lithographic printing plate, comprising:
a preparation step of preparing the lithographic printing plate precursor according to claim 7 ;
an exposure step of exposing the lithographic printing plate precursor 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.

12. A compound represented by Formula (1),

wherein, in Formula (1), each of R 1 and R 8 independently represents an alkyl group, each of R 2 , R 3 , R 4 , R 5 , R 6 , and R 7 independently represents a hydrogen atom or an alkyl group, R 4 and R 5 may be linked together and thus form a ring, each of Q 1 and Q 2 independently represents —NR 0 —, —S—, —O—, or a dialkylmethylene group, R 0 represents a hydrogen atom, an alkyl group, or an aryl group, each of T 1 and T 2 independently represents an aromatic ring or a heterocyclic aromatic ring, X 1 represents a divalent linking group, A − represents a counter anion, each of R 9 , R 10 , R 11 , and R 12 independently represents an alkyl group or an aryl group, each of R 13 and R 14 independently represents a hydrogen atom or a monovalent substituent, R 13 and R 14 may be bonded together and thus form a ring, each of R 15 and R 16 independently represents a monovalent substituent, and each of n1 and n

Assignees

• Fujifilm Corp

Inventors

• Mizuno Akio
• Suzuki Shota

Classifications

• C08F20/36

  containing oxygen in addition to the carboxy oxygen {, e.g. 2-N-morpholinoethyl (meth)acrylate or 2-isocyanatoethyl (meth)acrylate} · CPC title

• C09B23/107 Primary

  four >CH- groups · CPC title

• B41C1/1016

  characterised by structural details, e.g. protective layers, backcoat layers or several imaging layers · CPC title

• B41M5/286

  using compounds undergoing unimolecular fragmentation to obtain colour shift, e.g. bleachable dyes · CPC title

• C09B23/00

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