Ultraviolet-ray-curable organopolysiloxane composition, and method for producing printing material

Patent metadata

Field	Value
Publication number	US-2016230005-A1
Application number	US-201415022724-A
Country	US
Kind code	A1
Filing date	Aug 19, 2014
Priority date	Oct 18, 2013
Publication date	Aug 11, 2016
Grant date	—

Abstract

The present invention pertains to an ultraviolet-ray-curable organopolysiloxane composition containing: (A) (A-1) a straight-chain organopolysiloxane containing an alkenyl group, and (A-2) a three-dimensional-network-shaped organopolysiloxane resin containing an R 1 2 R 2 SiO 1/2 unit, an R 1 3 SiO 1/2 unit, an SiO 2 unit, and an alkenyl group; (B) an organohydrogenpolysiloxane; (C) a photoactive platinum complex curing catalyst; and (D) an organopolysiloxane oligomer containing an R 1 2 R 2 SiO 1/2 unit or the R 1 2 R 2 SiO 1/2 unit and an R 1 3 R 2 SiO 1/2 unit, also containing an R 1 SiO 3/2 unit, not containing an SiO 2 unit, and also containing an alkenyl group. As a result, this ultraviolet-ray-curable organopolysiloxane composition retains high strength and does extremely well suppressing heat-induced expansion or contraction; hence, it is possible to transfer a pattern and print with high dimensional accuracy.

First claim

1 . A UV-curable organopolysiloxane composition comprising:
(A) 100 parts by weight of (A-1) 50 to 90% by weight, based on component (A), of a linear organopolysiloxane containing at least two silicon atom-bonded alkenyl groups per molecule, and (A-2) 10 to 50% by weight, based on component (A), of a three-dimensional network-type organopolysiloxane resin comprising R 1 2 R 2 SiO 1/2 units, R 1 3 SiO 1/2 units and SiO 2 units (wherein R 1 is an unsubstituted or halogen-substituted monovalent hydrocarbon group exclusive of alkenyl, and R 2 is an alkenyl group) in a molar ratio of the sum of R 1 2 R 2 SiO 1/2 units and R 1 3 SiO 1/2 units to SiO 2 units, expressed as (R 1 2 R 2 SiO 1/2 +R 1 3 SiO 1/2 )/SiO 2 , of from 0.5 to 1.5, and containing from 1×10 −4 to 50×10 −4 mol/g of alkenyl groups, the sum of components (A-1) and (A-2) being 100% by weight; (B) an organohydrogenpolysiloxane containing at least two silicon atom-bonded hydrogen atoms per molecule but no alkoxy groups, in an amount that gives a molar ratio of silicon atom-bonded hydrogen atoms in component (B) to the sum of alkenyl groups in components (A) and (D) of from 0.5 to 7.0 from 0.5 to 6.0; (C) an effective amount of a photoactive platinum complex curing catalyst; and (D) an alkenyl group-containing organopolysiloxane oligomer comprising R 1 2 R 2 SiO 1/2 or R 1 2 R 2 SiO 1/2 and R 1 3 SiO 1/2 units, and R 1 SiO 3/2 units (wherein R 1 is an unsubstituted or halogen-substituted monovalent hydrocarbon group exclusive of alkenyl, and R 2 is an alkenyl group) but no SiO 2 units, in an amount that gives a molar ratio of alkenyl groups in component (D) to the sum of alkenyl groups in components (A) and (D) of from 0.01 to 0.6.

2 . The UV-curable organopolysiloxane composition of claim 1 , wherein the photoactive platinum complex catalyst is a β-diketone platinum complex or a platinum complex having a cyclic diene compound as a ligand.

3 . The UV-curable organopolysiloxane composition of claim 2 , wherein the photoactive platinum complex catalyst is one or more selected from the group consisting of trimethyl(acetylacetonato)platinum complex, trimethyl(2,4-pentanedionate)platinum complex, trimethyl(3,5-heptanedionate)platinum complex, trimethyl(methylacetoacetate)platinum complex, bis(2,4-pentanedionato)platinum complex, bis(2,4-hexanedionato)platinum complex, bis(2,4-heptanedionato)platinum complex, bis(3,5-heptanedionato)platinum complex, bis(1-phenyl-1,3-butanedionato)platinum complex, bis(1,3-diphenyl-1,3-propanedionato)platinum complex, (1,5-cyclooctadienyl)dimethyl platinum complex, (1,5-cyclooctadienyl)diphenyl platinum complex, (1,5-cyclooctadienyl)dipropyl platinum complexes, (2,5-norbornadiene)dimethyl platinum complex, (2,5-norbornadiene)diphenyl platinum complex, (cyclopentadienyl)dimethyl platinum complex, (methylcyclopentadienyl)diethyl platinum complex, (trimethylsilylcyclopentadienyl)diphenyl platinum complex, (methylcycloocta-1,5-dienyl)diethyl platinum complex, (cyclopentadienyl)trimethyl platinum complex, (cyclopentadienyl)ethyldimethyl platinum complex, (cyclopentadienyl)acetyldimethyl platinum complex, (methylcyclopentadieny l )trimethyl platinum complex, (methylcyclopentadienyl)trihexyl platinum complex, (trimethylsilylcyclopentadienyl)trimethyl platinum complex, (dimethylphenylsilylcyclopentadienyl)triphenyl platinum complex and (cyclopentadienyl)dimethyltrimethylsilylmethyl platinum complex.

4 . The UV-curable organopolysiloxane composition of claim 1 which is for use in forming a master material for nanoimprinting, a pad material for printing on a curved surface, a blanket material for offset printing or a shape-forming material for 3D printing.

5 . A method for producing a plate material selected from the group consisting of a master material for nanoimprinting, a pad material for printing on a curved surface, a blanket material for offset printing and a shape-forming material for 3D printing, the method comprising the steps of applying the UV-curable organopolysiloxane composition of claim 1 to a matrix on which is formed a fine pattern to be inverted; irradiating the applied organopolysiloxane composition with UV radiation to effect curing by a stereolithographic process; and removing the cured composition from the matrix, thereby inverting and forming the fine pattern of the matrix on the surface of the cured composition.

6 . A plate material selected from the group consisting of a master material for nanoimprinting, a pad material for printing on a curved surface, a blanket material for offset printing and a shape-forming material for 3D printing, wherein the plate material comprises the UV-curable organopolysiloxane of claim 1 in a cured form having a linear shrinkage of not more than 0.5%.

Assignees

• Shinetsu Chemical Co

Inventors

• Mayumi Yuka
• Ikeno Masayuki

Classifications

• C08L83/04 Primary

  Polysiloxanes · CPC title

• C08G77/08

  characterised by the catalysts used · CPC title

• C08G77/04

  Polysiloxanes · CPC title

• C08L2312/06

  by radiation · CPC title

• G03F7/0757

  Macromolecular compounds containing Si-O, Si-C or Si-N bonds (G03F7/0752 takes precedence) · CPC title