Claims
- 1. A photopolymerizable composition, which comprises:
- the combination of an addition-polymerizable compound having at least one ethylenically unsaturated double bond and a photopolymerization initiator system consisting essentially of:
- (a) a p-dialkylaminostyrene derivative or p-dialkylaminophenylbutadiene derivative of the formula: ##STR7## wherein R.sup.1 and R.sup.2 each independently is an alkyl group, Y is a divalent atom or member selected from the group consisting of --O--, --S-- and --CH.dbd.CH-- and forms an aromatic heterocyclic ring B together with the trivalent nitrogen atom, and ring A represents a benzene ring or naphthalene ring condensed with ring B, and n is 1 or 2;
- (b) a hexaarylbiimidazole; and
- (c) a thiol compound of the formula: ##STR8## wherein Z represents a divalent atom or member selected from the group consisting of --O--, --S--, --NH-- and ##STR9##
- 2. The composition of claim 1, wherein said addition-polymerizable compound is an unsaturated carboxylic acid, an ester of an unsaturated carboxylic acid and an aliphatic polyhydroxy compound, an ester of an unsaturated carboxylic acid and an aromatic polyhydroxy compound, or an ester obtained by the reaction of an unsaturated carboxylic acid and a polycarboxylic acid with a polyhydroxy compound.
- 3. The composition of claim 2, wherein said ester of an aliphatic polyhydroxy compound and an unsaturated carboxylic acid is ethyleneglycol diacrylate, triethyleneglycol diacrylate, trimethylolpropane triacrylate, trimethylolethane triacrylate, pentaerythritol diacrylate, pentaaerythritol triacrylate, pentaerythritol tetraacrylate, dipentaerythritol tetraacrylate, dipentaerythritol pentaacrylate, dipentaerythritol hexaacrylate, glycerol acrylate, triethyleneglycol dimethacrylate, trimethylolpropane trimethacrylate, trimethylolethane trimethacrylate, pentaerythritol dimethacrylate, pentaerythritol trimethacrylate, pentaerythritol tetramethacrylate, dipentaerythritol dimethacrylate, dipentaerythritol trimethacrylate, dipentaerythritol tetramethacrylate, ethyleneglycol diitaconate, tetramethyleneglycol diitaconate, pentaerythritol triitaconate, ethyleneglycol dicrotonate, diethylene glycol dicrotonate, pentaerythritol tetracrotonate, ethyleneglycol dimaleate, triethyleneglycol dimaleate or pentaerythritol dimaleate.
- 4. The composition of claim 2, wherein said ester of an aromatic polyhydroxy compound and an unsaturated carboxylic acid is hydroquinone diacrylate, hydroquinone dimethacrylate, resorcin diacrylate, resorcin dimethacrylate, or pyrogallol triacrylate.
- 5. The composition of claim 2, wherein said ester formed by the reaction of an unsaturated carboxylic acid, a polycarboxylic acid and a polyhydroxy compound is the condensate of acrylic acid, phthalic acid and ethylene glycol, the condensate of acrylic acid, maleic acid and diethylene glycol, the condensate of methacrylic acid, terephthalic acid and pentaerythritol or the condensate of acrylic acid, adipic acid, butanediol and glycerol.
- 6. The composition of claim 1, wherein the addition-polymerizable compound is an acrylate or methacrylate.
- 7. The composition of claim 1, wherein said p-dialkylaminostyrene derivative is 2-(p)-dimethylaminostyryl)benzothiazole, 2-(p-diethylaminostyryl)benzothiazole, 2-(p-dimethylaminostyryl)benzoxazole, 2-(p-diethylaminostyryl)benzoxazole, 2-(p-dimethylaminostyryl)benzo[4,5]benzothiazole, 2-(p-diethylaminostyryl)benzo[4,5]benzothiazole, 2-(p-diethylaminostyryl)benzo[6,7]benzothiazole, 2-(p-dimethylaminostyryl)quinoline, 2-(p-diethylaminostyryl)quinoline, or 2-(p-diethylaminostyryl)benzo[4,5]benzoxazole, and wherein said dialkylaminophenylbutadiene derivative is 2-[4-(p-dimethylaminophenyl)-1,3-butadienyl]benzothiazole, 2-[4-(p-diethylaminophenyl)-1,3-butadienyl]benzothiazole, 2-[4-(p-di-n-butylaminophenyl)-1,3-butadienyl]benzothiazole, 2-[4-(p-dimethylaminphenyl)-1,3-butadienyl]benzo[6,7]benzothiazole or 2-[4-(p-diethylaminophenyl)-1,3-butadienyl)benzo[4,5]benzothiazole.
- 8. The composition of claim 1 wherein said p-dialkylaminostyrene derivative is 2-(p-dialkylaminostyryl)benzo[4,5]benzothiazole, 2-(p-dialkylaminostyryl)benzothiazole or 2-(p-dialkylaminostyryl)benzoxazole.
- 9. The composition of claim 1, wherein said hexarylbiimidiazole is 2,2'-bis(o-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(o-bromophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(o,p-dichlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(o-chlorophenyl-4,4',5,5'-tetra(m-methoxyphenyl)biimidazole, 2,2'-bis,(o,o,-dichlorophenyl)-4',4',5,5'-tetraphenylbiimidazole, 2,2 -bis(o-nitrophenyl)-4,4',5,5 -tetraphenylbiimidazole or 2,2-bis(o-methylphenyl)-4,4',5,5'-tetraphenylbiimidazole.
- 10. The composition of claim 1, wherein said thiol compound is 2-mercaptobenzothiazole, 2-mercaptobenzoxazole, 2-mercaptobenzimidazole or 2-mercapto-4(3H)quinazolinone.
- 11. The composition of claim 1, wherein the amounts of said ingredients (a), (b) and (c) range from 0.1-10 parts by weight, 0.5-30 parts by weight and 0.1-20 parts by weight respectively per 100 parts by weight of said addition-polymerizable compound.
- 12. The compound of claim 11, wherein the amounts of ingredients (a), (b) and (c) range from 1-7 parts by weight, 2-15 parts by weight and 1-15 parts by weight respectively per 100 parts by weight of said addition-polymerizble compound.
- 13. The composition of claim 1, wherein said composition further contains a binder.
- 14. The composition of claim 1, wherein said composition further comprises at least one member selected from the group consisting of thermal polymerization inhibitors, colorants, plasticizers, surface protecting agents, smoothing agents, and application aids.
- 15. The composition of claim 1, wherein said photopolymerization composition is applied to a substrate selected from the group consisting of a metal sheet, a paper sheet, a release paper, a glass, a ceramic, and a polymer sheet.
- 16. The composition of claim 1, wherein said photopolymerizable composition exhibits high sensitivity to visible light.
- 17. The composition of claim 16, wherein said visible light has a wavelength of 488 nm or 436 nm.
Priority Claims (1)
Number |
Date |
Country |
Kind |
57-168088 |
Sep 1982 |
JPX |
|
Parent Case Info
This application is a continuation of application Ser. No. 529,721 filed Sept. 6, 1983, now abandoned.
US Referenced Citations (8)
Foreign Referenced Citations (1)
Number |
Date |
Country |
21401 |
Feb 1982 |
JPX |
Non-Patent Literature Citations (1)
Entry |
Derwent Abstract 82-20472E/11, Feb. 1982. |