# US 8,541,534 B2 · Resin composition for laser engraving, relief printing plate precursor for laser engraving, relief printing plate and method for producing relief printing plate

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- Number: US 8,541,534 B2
- Document ID: US8541534B2
- Status: Granted
- Kind: B2
- Application number: 13/147,368
- Filed: 2010-02-05
- Published: 2011-12-22
- Granted: 2013-09-24
- Earliest claimed: 2009-02-05
- Assignees: FUJIFILM Corporation
- Applicants: Atsushi Sugasaki; Takashi Kawashima
- Inventors: Atsushi Sugasaki; Takashi Kawashima
- Web page: https://patentgrep.com/patent/US8541534B2

## CPC

- B41C 1/05: Heat-generating engraving heads, e.g. laser beam, electron beam
- B41N 1/12: non-metallic other than stone {, e.g. printing plates or foils comprising inorganic materials in an organic matrix (B41N1/003, B41N1/006 take precedence)}
- C08G 65/336: containing silicon
- Y10T 428/24479: including variation in thickness
- B41C: PROCESSES FOR THE MANUFACTURE OR REPRODUCTION OF PRINTING SURFACES (photomechanical processes for producing printing surfaces G03F; photoelectrical processes for producing printing surfaces G03G)
- B41N: PRINTING PLATES OR FOILS (photosensitive material G03); MATERIALS FOR SURFACES USED IN PRINTING MACHINES FOR PRINTING, INKING, DAMPING, OR THE LIKE; PREPARING SUCH SURFACES FOR USE AND CONSERVING THEM
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

## Abstract

A resin composition for laser engraving, including: a compound (A) having at least one of a hydrolyzable silyl group or a silanol group; and a binder polymer (B) having a functional group capable of forming a crosslinked structure by reacting with at least one of a hydrolyzable silyl group or a silanol group.

## Claims

### Claim 1

A method for producing a relief printing plate precursor for laser engraving comprising in this order: (1) forming a resin composition layer for laser engraving comprising a resin composition for laser engraving; and (2) crosslinking the resin composition layer for laser engraving by light and/or heat to form a crosslinked relief forming layer, wherein
the resin composition for laser engraving comprises: a compound (A) having at least one of a hydrolyzable silyl group and a silanol group; and a binder polymer (B) having a functional group capable of forming a crosslinked structure by reacting with the at least one of a hydrolyzable silyl group and a silanol group, and wherein
the functional group capable of forming a crosslinked structure by reacting with the at least one of a hydrolyzable silyl group and a silanol group is at least one selected from the group consisting of a hydroxyl group, an alkoxy group, a silanol group and a hydrolyzable silyl group.

### Claim 2 (depends on 1)

The method for producing a relief printing plate precursor for laser engraving of claim 1, wherein the step (2) comprises crosslinking the resin composition layer for laser engraving by heat.

### Claim 3 (depends on 2)

The method for producing a relief printing plate precursor for laser engraving of claim 2, wherein the compound (A) having at least one of a hydrolyzable silyl group and a silanol group is a compound having two or more hydrolyzable silyl groups.

### Claim 4 (depends on 2)

The method for producing a relief printing plate precursor for laser engraving of claim 2, wherein the hydrolyzable silyl group in the compound (A) having at least one of a hydrolyzable silyl group and a silanol group is a hydrolyzable silyl group where at least one of an alkoxy group or a halogen atom is directly bonded to a Si atom.

### Claim 5 (depends on 2)

The method for producing a relief printing plate precursor for laser engraving of claim 2, wherein the compound (A) having at least one of a hydrolyzable silyl group and a silanol group is a silane coupling agent.

### Claim 6 (depends on 2)

The method for producing a relief printing plate precursor for laser engraving of claim 2, wherein the functional group capable of forming a crosslinked structure by reacting with the at least one of a hydrolyzable silyl group and a silanol group in the binder polymer (B) is a hydroxyl group.

### Claim 7 (depends on 2)

The method for producing a relief printing plate precursor for laser engraving of claim 2, wherein the binder polymer (B) has a glass transition temperature (Tg) of from 20° C. to less than 200° C.

### Claim 8 (depends on 2)

The method for producing a relief printing plate precursor for laser engraving of claim 2, wherein the binder polymer (B) is at least one selected from the group consisting of an acrylic resin, polyvinyl butyral and a derivative thereof.

### Claim 9 (depends on 8)

The method for producing a relief printing plate precursor for laser engraving of claim 8, wherein the binder polymer (B) is at least one selected from the group consisting of polyvinyl butyral and a derivative thereof.

### Claim 10 (depends on 2)

The method for producing a relief printing plate precursor for laser engraving of claim 2, wherein the resin composition for laser engraving further comprises a catalyst (C) for alcohol exchange reaction.

### Claim 11 (depends on 2)

The method for producing a relief printing plate precursor for laser engraving of claim 2, wherein the resin composition for laser engraving further comprises a polymerizable compound (D).

### Claim 12 (depends on 2)

The method for producing a relief printing plate precursor for laser engraving of claim 2, wherein the resin composition for laser engraving further comprises a polymerization initiator (E).

### Claim 13 (depends on 2)

The method for producing a relief printing plate precursor for laser engraving of claim 2, wherein the resin composition for laser engraving further comprises a photothermal converter (F) capable of absorbing light having a wavelength of from 700 to 1300 nm.

### Claim 14

A relief printing plate precursor for laser engraving comprising a relief forming layer that is formed from a resin composition for laser engraving, wherein
the resin composition for laser engraving comprises: a compound (A) having at least one of a hydrolyzable silyl group and a silanol group; and a binder polymer (B) having a functional group capable of forming a crosslinked structure by reacting with the at least one of a hydrolyzable silyl group and a silanol group, and wherein
the functional group capable of forming a crosslinked structure by reacting with the at least one of a hydrolyzable silyl group and a silanol group is at least one selected from the group consisting of a hydroxyl group, an alkoxy group, a silanol group and a hydrolyzable silyl group.

### Claim 15

A relief printing plate precursor for laser engraving comprising a relief forming layer having a crosslinked structure formed by crosslinking a resin composition layer for laser engraving comprising a resin composition for laser engraving by light and/or heat, wherein
the resin composition for laser engraving comprises: a compound (A) having at least one of a hydrolyzable silyl group and a silanol group; and a binder polymer (B) having a functional group capable of forming a crosslinked structure by reacting with the at least one of a hydrolyzable silyl group and a silanol group, and wherein
the functional group capable of forming a crosslinked structure by reacting with the at least one of a hydrolyzable silyl group and a silanol group is at least one selected from the group consisting of a hydroxyl group, an alkoxy group, a silanol group and a hydrolyzable silyl group.

### Claim 16

A method for producing a relief printing plate comprising in this order: (1) forming a resin composition layer for laser engraving comprising a resin composition for laser engraving; (2) crosslinking the resin composition layer for laser engraving by light and/or heat to form a crosslinked relief forming layer; and (3) forming a relief layer by laser engraving the crosslinked relief forming layer, wherein
the resin composition for laser engraving, comprises: a compound (A) having at least one of a hydrolyzable silyl group and a silanol group; and a binder polymer (B) having a functional group capable of forming a crosslinked structure by reacting with the at least one of a hydrolyzable silyl group and a silanol group, and wherein
the functional group capable of forming a crosslinked structure by reacting with the at least one of a hydrolyzable silyl group and a silanol group is at least one selected from the group consisting of a hydroxyl group, an alkoxy group, a silanol group and a hydrolyzable silyl group.

### Claim 17 (depends on 16)

A relief printing plate comprising a relief layer produced by the method for producing a relief printing plate of claim 16.

### Claim 18 (depends on 17)

The relief printing plate of claim 17, wherein a thickness of the relief layer is from 0.05 mm to 10 mm.

### Claim 19 (depends on 17)

The relief printing plate of claim 17, wherein a Shore A hardness of the relief layer is from 50° to 90°.

### Claim 20 (depends on 2)

The method for producing a relief printing plate precursor for laser engraving according to claim 2, wherein the at least one of the hydrolyzable silyl group and the silanol group is represented by the following formula (1);
wherein, in the formula (1), R1 to R3 each independently represent a hydrolyzable group selected from the group consisting of an alkoxy group, an aryloxy group, a mercapto group, a halogen atom, an amide group, an acetoxy group, an amino group, and an isopropenoxy group, a hydroxyl group, a hydrogen atom, or a monovalent organic group; at least one of R1 to R3 represents a hydrolyzable group selected from the group consisting of an alkoxy group, an aryloxy group, a mercapto group, a halogen atom, an amide group, an acetoxy group, an amino group, and an isopropenoxy group, or a hydroxyl group.

### Claim 21 (depends on 2)

The method for producing a relief printing plate precursor for laser engraving according to claim 2, wherein the number of silicon atoms contained in compound (A) is from 2 to 6.

### Claim 22 (depends on 2)

The method for producing a relief printing plate precursor for laser engraving according to claim 2, wherein the number of silicon atoms contained in compound (A) is 2 or 3.

### Claim 23 (depends on 20)

The method for producing a relief printing plate precursor for laser engraving according to claim 20, wherein the total number of the hydrolyzable groups in formula (1) is 2 or 3.

### Claim 24 (depends on 20)

The method for producing a relief printing plate precursor for laser engraving according to claim 20, wherein three hydrolyzable groups are bonded to a silicon atom.

### Claim 25 (depends on 2)

The method for producing a relief printing plate precursor for laser engraving according to claim 2, wherein the compound (A) having at least one of a hydrolyzable silyl group and a silanol group is a silane coupling agent comprising from 1 to 5 silane coupling groups in a molecule.

### Claim 26 (depends on 2)

The method for producing a relief printing plate precursor for laser engraving according to claim 2, wherein the compound (A) having at least one of a hydrolyzable silyl group and a silanol group is a silane coupling agent comprising from 2 to 4 silane coupling groups in a molecule.

### Claim 27 (depends on 2)

The method for producing a relief printing plate precursor for laser engraving according to claim 2, wherein the resin composition for laser engraving further comprises a catalyst (C) for alcohol exchange reaction, and wherein the catalyst (C) for alcohol exchange reaction comprises an acid or basic catalyst, or a metal complex catalyst.

### Claim 28 (depends on 27)

The method for producing a relief printing plate precursor for laser engraving according to claim 27, wherein the acidic catalyst comprises halogenated hydrogen, nitric acid, sulfuric acid, sulfurous acid, hydrogen sulfide, perchloric acid, hydrogen peroxide, carbonic acid, carboxylic acid, substituted carboxylic acid, sulfonic acid, phosphoric acid, heteropoly acid, or inorganic solid acid.

### Claim 29 (depends on 27)

The method for producing a relief printing plate precursor for laser engraving according to claim 27, wherein the acidic catalyst comprises sulfonic acid or phosphoric acid.

### Claim 30 (depends on 27)

The method for producing a relief printing plate precursor for laser engraving according to claim 27, wherein the basic catalyst comprises an ammoniacal base, amines, alkali metal hydroxides, alkali metal alkoxides, alkaline earth oxides, quaternary ammonium salt compounds, or quaternary phosphonium salt compounds.
