Radiation imagery chemistry: process – composition – or product th – Imaging affecting physical property of radiation sensitive... – Radiation sensitive composition or product or process of making
Patent
1992-11-05
1994-11-29
McCamish, Marion E.
Radiation imagery chemistry: process, composition, or product th
Imaging affecting physical property of radiation sensitive...
Radiation sensitive composition or product or process of making
430920, 522 25, 522 26, G03C 173
Patent
active
053689909
DESCRIPTION:
BRIEF SUMMARY
DESCRIPTION
1. Technical Field
The present invention relates to a photopolymerizable composition having sensitivity to a visible ray or near infrared ray.
2. Background Art
Regarding photopolymerizable compositions having sensitivity to a visible ray, since drawing can be directly conducted using a laser beam as a light source, they are expected to be used as printing materials or photosensitive materials for a hologram.
To these photopolymerizable compositions, dyes having absorption at visible ray or near infrared ray range are generally added as a sensitizer for imparting sensitivity to a visible ray.
Accordingly, these photopolymerizable compositions are colored depending on a dye contained therein.
These photopolymerizable compositions can not be used in the field wherein clear transparency is required, for example a hologram.
As a method for solving such a problem, for example, there is a method of using cyanine dyes as a sensitizer for photopolymerizable compositions, which is disclosed in Japanese Patent Kokai Nos. 58-29803 and 61-213838. Since cyanine dyes are liable to cause decoloring or fading by light irradiation, a clear transparent hologram can be obtained by using photopolymerizable compositions disclosed in the above references.
However, these photopolymerizable compositions have a disadvantage that storage stability is inferior.
The present invention has been completed in order to solve the above problems and the object thereof is to provide a photopolymerizable composition having excellent storage stability and excellent sensitivity to a visible ray (particularly, a visible ray having a wavelength of not more than 550 nm), which is capable of decoloring by light irradiation.
DISCLOSURE OF THE INVENTION
The present invention provides a photopolymerizable composition comprising an addition polymerizable compound having an ethylenically unsaturated double bond and a photopolymerization initiating composition, said photopolymerizable initiating composition comprising (a) a dye of the formula: ##STR2## [wherein R.sub.1 is H, an alkyl group having 1 to 3 carbon atoms, a phenyl group or a halogen atom; R.sub.2 is a methyl group, an ethyl group or (CH.sub.2).sub.p -Q (wherein Q is a carboxyl group, a sulfonyl group or salt thereof and p is an integer of 1 to 4); X.sub.1 and X.sub.2 are independently --O--, --S--, --CH.dbd.CH-- or >N--R.sub.2 ; Y.sub.1 and Y.sub.2 are independently H, an alkyl group having 1 to 3 carbon atoms, an alkoxy group having 1 to 3 carbon atoms, a phenyl group or a halogen atom; Z is --COO or --SO.sub.3 ; m is 0 or 1; and n is an integer of 1 to 4] and (b) diaryliodonium salt as a polymerization initiator, whereby, the above object can be accomplished.
The dye (a) as a sensitizer to be formulated in the photopolymerizable composition of the present invention is the compound of the above formula (I), and examples thereof include 3,3'-dicarboxymethyl-2,2'-thiacyanine inner salt, 3,3'-dicarboxyethyl-5,5',9-trimethyl-2,2'-thiacarbocyanine inner salt, 3,3'-dicarboxymethyl-5,5'-dimethoxy-2,2'-thiacyanine inner salt, 3,3'-dicarboxymethyl-5,5'-dichloro-2,2'-thiacyanine inner salt, 3-ethyl-3'-carboxymethyl-2,2'-thiacyanine inner salt, 1-ethyl-3'-carboxymethyl-2,2'-quinothiacyanine inner salt, 1,3'-carboxymethyl-2,2'-quinothiacyanine inner salt, 1-ethyl-4-methoxy-3'-carboxymethyl-5'-chloro-2,2'-quinothiacyanine inner salt, 1-ethyl-4-methoxy-3'-(4-sulfobutyl)-2,2'-quinothiacyanine inner salt, 1-ethyl-(4-sulfobutyl)-5,5'-dichloro-2,2'-quinothiacyanine inner salt, anhydro-5,5'-diphenyl-9-ethyl-3,3'-disulfopropyloxacarbocyanine hydroxide triethylamine salt, anhydro-5,5'-dichloro-9-ethyl-3,3'-disulfopropyloxacarbocyanine sodium salt, 1-carboxymethyl-1'-carboxyethyl-2,2'-quinothiacyanine inner salt, 1,1'-diethyl-3,3'-dicarboxymethyl-5,6,5',6'-tetrachloro-2,2'-benzimidazolo carbocyanine inner salt and the like.
The diaryliodonium salt (b) as a polymerization initiator to be formulated in the photopolymerizable composition of the present invention is the compound of the formula: ##S
REFERENCES:
patent: 4735632 (1988-04-01), Oxman et al.
patent: 4868092 (1989-09-01), Kawabata et al.
patent: 4965171 (1990-10-01), Kawabata et al.
patent: 5102775 (1992-04-01), Okuhara et al.
Kawabata Masami
Sato Akihiko
Sumiyoshi Iwao
Chapman Mark A.
McCamish Marion E.
Nippon Paint Co. Ltd.
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