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
1992-06-15
1994-08-02
Dote, Janis L.
Radiation imagery chemistry: process, composition, or product th
Imaging affecting physical property of radiation sensitive...
Radiation sensitive composition or product or process of making
430916, 430920, 430271, 522 50, 522 63, G03C 173, G03F 7031
Patent
active
053344847
DESCRIPTION:
BRIEF SUMMARY
TECHNICAL FIELD
The present invention relates to a photopolymerizable composition and a photopolymerizable element. In particular, the present invention relates to a photopolymerizable composition having an improved photosensitivity and a photopolymerizable element produced therefrom.
BACKGROUND ART
It is advantageous to increase the polymerization rate of a photopolymerizable composition, namely to increase the photosensitivity of the photopolymerizable composition, for shortening the time of exposure to an actinic radiation. Various processes have been proposed for this purpose from old times.
For example, a photoinitiator or photosensitizer is added to a photopolymerizable composition comprising an ethylenically unsaturated compound in order to improve the photosensitivity thereof. The photoinitiators or photosensitizers thus used include polynuclear quinones such as 2-ethylanthraquinone and 2-tert-butylanthraquinone, aromatic ketones such as benzophenone and 4,4'-bis (dimethylamino)benzophenone, and benzoin derivatives such as benzoin methyl ether.
However, the photosensitivity of the ordinary photopolymerizable composition containing such a photoinitiator or photosensitizer is not always sufficient.
Japanese Patent Publication No. 27605/1978 discloses an acridine or phenazine compound which may contain a condensed benzene ring as a photoinitiator having a high sensitivity particularly in the presence of oxygen and an excellent storability. Japanese Patent Laid-Open No. 226002/1984 discloses a combination of 9-phenylacridine with a thiol compound as a photoinitiator having a high sensitivity. Japanese Patent Laid-Open No. 164739/1985 discloses a substituted 9-benzoylacridine as a photoinitiator having a high sensitivity. However, no photopolymerizable composition having a satisfactory photosensitivity could be obtained even by using such a compound used heretofore.
Therefore, an object of the present invention it to provide a new photopolymerizable composition having an improved photosensitivity and a photopolymerizable element prepared therefrom by overcoming the defects of the prior art.
DISCLOSURE OF THE INVENTION
The inventors have found that the above-described object can be attained by using a composition comprising an ethylenically unsaturated compound and containing, as a photoinitiator, a specified bisacridine compound having two acridyl groups in the molecule. The present invention has been completed on the basis of this finding.
Thus the present invention relates to a photopolymerizable composition comprising: unsaturated group, (I) is used as the photoinitiator: ##STR2## wherein R represents an alkylene, oxadialkylene or thiodialkylene group having 2 to 20 carbon atoms, photopolymerizable composition formed on a support.
In the acridine compounds of the above general formula (I), those wherein R represents an alkylene group having 6 to 12 carbon atoms are particularly useful, novel compounds.
DETAILED DESCRIPTION OF THE INVENTION
A detailed description will be made on the present invention.
The compounds (a) having at least one ethylenically unsaturated group in the photopolymerizable composition of the present invention include compounds obtained by adding an .alpha., .beta.-unsaturated carboxylic acid to a polyhydric alcohol, such as tetraethylene glycol di(meth)acrylate [(meth)acrylate meaning either methacrylate or acrylate], polyethylene glycol di(meth)acrylate (having 2 to 14 ethylene groups), trimethylolpropane di(meth)acrylate, trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra (meth)acrylate, polypropylene glycol di(meth)acrylate, (having 2 to 14 propylene groups), dipentaerythritol penta(meth)acrylate and dipentaerythritol hexa (meth)acrylate; compounds obtained by adding an .alpha.,.beta.-unsaturated carboxylic acid to a glycidyl compound, such as trimethylolpropane triglycidyl ether triacrylate and bisphenol A diglycidyl ether diacrylate; esters of a polycarboxylic acid such as phthalic anhydride with a substance having a hyd
REFERENCES:
patent: 5045433 (1991-09-01), Kakumaru et al.
patent: 5089377 (1992-02-01), Kakumaru et al.
Chemical Abstracts 11th Collective Index vols. 96-105 1982-1986 p. 19104F.
Hsu et al. Journal of Polymer Science, vol. 22 (Nov. 1984) p. 2873.
Code of Federal Regulations #21 parts 170 to 199 revised as of Apr. 1, 1993 p. 337 (Food & Drug Administration, HHS).
Grant & Hackh's Chemical Dictionary, 5th Edition 1987 pp. 415, 560, 587.
Chemical Abstract CA82(5):31238f of Torii et al. Heterocycles, 2(5), 615-20 (1974).
Ishizaki Koji
Kakumaru Hajime
Kubota Naohiro
Minami Yoshitaka
Tominaga Nobuhide
Asahi Denka Kogyo Kabushiki Kaisha
Dote Janis L.
Hitachi Chemical Co. Ltd.
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