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US3767399A Expired / Lapsed US ⏱️ 0.0 years remaining

Photosensitive composition containing an aldol naphthylamine as color former and a halogenated hydrocarbon as photoactivator

Assignee: Asahi Kasei Corp
•
Filing: 1971-12-03
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Granted: 1973-10-23
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Expires: 1991-12-03
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Abstract

Abstract A novel non-silver direct print-out photosensitive composition is made from a mixture of an aldol naphthylamine compound and an organic halide capable of discharging halogentated carbon radicals by irradiation of light. A binder and a sensitizer are preferably added to this composition. A photosensitive printing material suitable for photographic printing paper may be produced by dissolving or dispersing this composition into a solvent, applying the solution to a support, and evaporating the solvent. Image formation is conducted by direct printing. Either a drysystem fixing or a wet-system fixing may be applied to the printed image. This photosensitive material is extremely excellent in resistance to ozidation, resolving power, sensitivity, reproducibility of color and resistance to chemicals, and stable before and after exposure.

Inventors

  • 👤 H Takano
  • 👤 Y Miura
  • 👤 H Nakajima
  • 👤 K Harada

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 10:03
CPC Classifications
G; G03; G03C; G03C1/00; G03C1/675

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 15 words
The photosensitive composition according to claim 1, wherein a binder and a sensitizer are contained.
Claim 2
Dependent Claim 48 words
The photosensitive composition according to claim 2, wherein the binder is at least one of nitrocellulose, acetylcellulose, ethylcellulose, propioncellulose, polyvinyl alcohol, polyvinyl chloride, polyvinyl acetate, polystyrene, polyethylene, polymethylmethacrylate, vinyl chloride-vinylidene chloride copolymer, acrylonitrile-butadiene copolymer, styrenemaleic acid anhydride copolymer, chlorinated polyethylene and a solid paraffinic hydrocarbon such as n-eicosane.
Claim 3
Dependent Claim 44 words
The photosensitive composition according to claim 2, wherein the sensitizer is Methylene Blue, Acridine Red, Acridine Orange, Rose Bengal, p-dimethylaminobenzylidene-4-quinoline, p-dimethylaminobenzylidene-2-quinoline, p-diethylaminobenzylidene-2-pyridine, p-dimethylaminobenzylidene-2-pyridine, p-dimethylamino-benzylidene-4-pyridine, 1,3-dimethyloxa-2''-carbocyanine-p-toluenesulphonate, 1,3-diethylthio-4''-carbocyanine iodide, benzaldehyde, benzil, benzoin, dimethylaminobenzaldehyde, salicylaldehyde, thiosalicylaldehyde, ascorbic acid, ortho-phthal-dialdehyde, vanillin, phenyl acetaldehyde, 1,3-diphenyl-5-p-dimethylaminophenyl pyrazoline or 1,3-diphenyl-5-p-methoxyphenyl pyrazoline.
Claim 4
Dependent Claim 37 words
The photosensitive composition according to claim 1, wherein the molar ratio of at least one of the compounds of the formula (I) or (II) to the organic halide is from 80 : 1 to 1 : 60.
Claim 5
Dependent Claim 48 words
The photosensitive composition according to claim 2, wherein from 0.05 to 20 parts by weight of a binder and 0.05 part or less by weight of a sensitizer is added per one part by weight of the total amount of the aldol naphthylamine compound and the organic halide.
Claim 6
Dependent Claim 88 words
A process for printing an image directly, which comprises superposing a negative film or a negative manuscript paper on a photosensitive material and irradiating light thereover by means of a xenon lamp, a mercury lamp or sunlight, said photosensitive being prepared by dissolving or dispersing (a) the aldol naphthylamine compound and (b) the organic halide as defined in claim 1 together with or without a binder and a sensitizer into a solvent, applying the solution to a support by way of coating or impregnation and evaporating the solvent.
Claim 7
Dependent Claim 46 words
A dry system fixing method applied to the photosensitive material after image formation in claim 7, which comprises heating the surface of the photosensitive material to a temperature of from 80* to 150*C by means of an infrared-ray lamp, a heating plate or a heating roll.
Claim 8
Dependent Claim 54 words
A wet system fixing method applied to the photosensitive material after the image formation in claim 7, which comprises removing through dissolution only unaltered organic halides or both unaltered organic halides and aldol naphthylamine compounds by the use of benzene, ethylether, a mixed solvent of ethyl acetate and cyclohexane, toluene, cyclohexane, methanol or ethanol.
Claim 9
Dependent Claim 43 words
The photosensitive composition according to claim 1, wherein the aldol naphthylamine compound of the formula (I) or (II) is 1-( Alpha -naphthylimino)-3-hydroxy butane, 1-( Alpha -naphthylimino)-2-methyl-3-hydroxy pentane, 1-( Beta -naphthylimino)-3-hydroxy butane, N,N-di-3-hydroxy-1-butenyl-Alpha -naphthylamine, N,N-di-3-hydroxy-1-butenyl- Beta -naphthylamine, N,N-di-2-methyl-3-hydroxy-1-pentenyl- Alpha -naphthylamine or N,N-di-2-methyl-3-hydroxy-1-phentenyl- Beta -naphthylamine.
Claim 10
Dependent Claim 31 words
The photosensitive composition according to claim 1, wherein the organic halide is pentabromoethane, carbon tetrabromide, hexachloroethane, 2-w,w,w-tribromomethyl-6-nitrobenzothiazole, w, w,w-tribromoquinaldine, p-nitro- Alpha , Alpha , Alpha -tribromoacetophenone, hexabromodimethyl-sulphoxide, trichloromethylphenylsulphone, 2-tribromo-methylsulphonyl-6-methoxylbenzothiazole or 1-methyl-2-tribromomethylsulphonylbenzimidazole.
Claim 11
Dependent Claim 128 words
The photosensitive composition according to claim 2, wherein the aldol naphthylamine compound is 1-( Alpha -naphthylimino)-3-hydroxybutane, N,N-di-3-hydroxy-1-butenyl- Alpha -naphthylamine or 1-( Alpha -naphthylimino-2-methyl)-3-hydroxypentane, the organic halide is pentabromoethane, hexachloroethane, carbon tetrabromide, 1-methyl-2-tribromomethylsulphonylbenzimidazole or 2,5-dimethyl- Alpha , Alpha , Alpha -tribromoacetophenone, the binder is polystyrene, acetylcellulose, polymethylmethacrylate or vinyl chloride-vinylidene chloride copolymer, and the sensitizer is benzil, benzaldehyde, salicyl aldehyde, 1,3-diphenyl-5-p-chlorophenylpyrazoline, Acridine Red or p-diethylaminobenzylidene-2-pyridine, the molar ratio of the aldol naphthylamine compound to the organic halide being from 20 : 1 to 1 : 15, and the amount of the binder and the sensitizer being from 0.1 to 10 parts by weight and 0.05 part or less by weight, respectively, per one part by weight of the total amount of the aldol naphthylamine compound and the organic halide.
Claim 12
Dependent Claim 58 words
A photographic printing paper, a copying paper, a microfilm, and a sensitive material for holography, planography or relief printing, wherein the photosensitive composition is as defined in claim 1 and is supported on a support of a material selected from the group consisting of synthetic resin film, woven fabric, paper, metal plate, metal foil, glass, earthenware and wood.

References Cited (Backward Citations)

US3394395A Cited
US3502476A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1976-10-22 1977-04-23 1977-10-23 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1980-10-22 1981-04-23 1981-10-23 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1984-10-22 1985-04-23 1985-10-23 $7700.00 Window Closed / Lapsed

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