Classifications

• • G—PHYSICS
  • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
  • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
  • G03C7/00—Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
  • G03C7/30—Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
  • G03C7/392—Additives
  • G03C7/39296—Combination of additives
• • G—PHYSICS
  • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
  • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
  • G03C5/00—Photographic processes or agents therefor; Regeneration of such processing agents
  • G03C5/26—Processes using silver-salt-containing photosensitive materials or agents therefor
  • G03C5/29—Development processes or agents therefor
  • G03C5/30—Developers
  • G03C5/3021—Developers with oxydisable hydroxyl or amine groups linked to an aromatic ring
• • G—PHYSICS
  • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
  • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
  • G03C1/00—Photosensitive materials
  • G03C1/005—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
  • G03C1/06—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
  • G03C1/42—Developers or their precursors
• • G—PHYSICS
  • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
  • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
  • G03C1/00—Photosensitive materials
  • G03C1/494—Silver salt compositions other than silver halide emulsions; Photothermographic systems ; Thermographic systems using noble metal compounds
  • G03C1/498—Photothermographic systems, e.g. dry silver
• • G—PHYSICS
  • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
  • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
  • G03C2200/00—Details
  • G03C2200/07—Anti-fading
• • G—PHYSICS
  • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
  • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
  • G03C2200/00—Details
  • G03C2200/19—Colour negative
• • G—PHYSICS
  • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
  • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
  • G03C2200/00—Details
  • G03C2200/20—Colour paper
• • G—PHYSICS
  • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
  • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
  • G03C7/00—Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
  • G03C7/30—Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
  • G03C7/392—Additives
  • G03C7/39208—Organic compounds
  • G03C7/39224—Organic compounds with a nitrogen-containing function
• • G—PHYSICS
  • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
  • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
  • G03C7/00—Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
  • G03C7/30—Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
  • G03C7/392—Additives
  • G03C7/39208—Organic compounds
  • G03C7/39236—Organic compounds with a function having at least two elements among nitrogen, sulfur or oxygen
• • G—PHYSICS
  • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
  • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
  • G03C7/00—Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
  • G03C7/30—Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
  • G03C7/392—Additives
  • G03C7/39208—Organic compounds
  • G03C7/3924—Heterocyclic
  • G03C7/39244—Heterocyclic the nucleus containing only nitrogen as hetero atoms
  • G03C7/39248—Heterocyclic the nucleus containing only nitrogen as hetero atoms one nitrogen atom
• • G—PHYSICS
  • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
  • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
  • G03C7/00—Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
  • G03C7/30—Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
  • G03C7/392—Additives
  • G03C7/39208—Organic compounds
  • G03C7/3924—Heterocyclic
  • G03C7/39244—Heterocyclic the nucleus containing only nitrogen as hetero atoms
  • G03C7/39252—Heterocyclic the nucleus containing only nitrogen as hetero atoms two nitrogen atoms
• • G—PHYSICS
  • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
  • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
  • G03C7/00—Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
  • G03C7/30—Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
  • G03C7/392—Additives
  • G03C7/39208—Organic compounds
  • G03C7/3924—Heterocyclic
  • G03C7/39276—Heterocyclic the nucleus containing nitrogen and sulfur

Definitions

• the present invention relates to a process for preventing from discoloring and fading a dye image in a color image forming material or printed matter.
• an image made of dye or dyestuff, in printed matter such as a color print or a poster, is observed or displayed under conditions of strong illumination by sunlight or by the light of an illuminator. If this illumination lasts many hours, the image is discolored or faded by the illuminating light giving poor color-balance or color-reproductivity.
• a process for preventing from discoloring and/or fading a dye image formed in color image forming material or of a dye image formed in a printed matter comprising forming a color-developable leuco dye which develops a color by light or heat in said color image forming material or in said printed matter.
• a color compensation process in which the apparent color density of the image may be constantly maintained over a long period of time by the material already containing a compound which gradually develops color on being exposed to light or heat, which causes discoloring and fading of said color image formed by a conventional type of dye or dyestuff.
• the active substance is a leuco dye.
• a leuco dye is a generic name for an organic dye capable of changing its color-tone on oxidation-reduction or vice versa; those of the reduction type are colorless or light-colored, while those of the oxidation type are deep-colored.
• the dyes of the reduction type are so-called "leuco dyes" as opposed to the normal oxidation type of dyes. In the invention, however, it is not always necessary that said dye forming reaction should be reversible.
• fading prevention processes as the process of this invention are not known.
• the light- or heat-color-developable leuco dye In order to effectively prevent a normal dye or dyestuff from discoloring and fading by making use of a light- or heat-developable leuco dye, it is preferable for the light- or heat-color-developable leuco dye to be present imagewise in the same way as the normal dye or dyestuff is present, or to be formed imagewise.
• the leuco dye when used in a color image forming material such as a photographic material, and in order to make said light- and heat-color-developable leuco dyes form imagewise according to the light-information, it is necessary that at least three types of substances should co-exist, i.e. a coupler that is a compound forming a leuco dye, a developer and a compound having a selective oxidation function in relation to the light information.
• a leuco dye when used in printed matter, it is possible to produce an image in which the yellow, magenta, cyan and black (i.e. a black dye) components are each multiprinted imagewise, and said image can be prevented from discoloring and fading by multiprinting imagewise on any layer a leuco dye in which a color is developed by light or heat, or the three substances, that is, a coupler forming said leuco dye, a developer and an oxidizer.
• a black dye i.e. a black dye
• the leuco dyes having a fading preventive function may be any leuco dye which develops color by light or heat, and inter alia, in particular a developer having a sulfonamide group and a coupler therefor.
• the developers having a sulfonamide group which can be used in the invention include those having the formula: wherein Au represents an auxochrome i.e. an electron emitting (donating) group such as a group having a lone electron-pair or an aliphatic group which makes the electron mobility easier by interaction with ⁇ electron of a chromophore (i.e. an atomic group having an unsaturated coupling); in general said auxochrome has a bathochromic effect and a hyperchromic effect.
• an auxochrome i.e. an electron emitting (donating) group such as a group having a lone electron-pair or an aliphatic group which makes the electron mobility easier by interaction with ⁇ electron of a chromophore (i.e. an atomic group having an unsaturated coupling)
• said auxochrome has a bathochromic effect and a hyperchromic effect.
• R and R' independently represent H or an alkyl group having one to eight carbon atoms such as a methyl group, an ethyl group and a propyl group; or a substituted alkyl group such as ⁇ -hydroxyethyl group, ⁇ -methoxyethyl group and a p-methylsulfonamido- ethyl group; further in the case of -NRR', R and R' may together form with the nitrogen atom a nitrogen-containing saturated hetero ring such as a morpholinyl group, piperidyl group, 3-hydroxy piperidyl group, piperazyl group, pyrolidyl group, imidazolidyl group or piperazolidyl group.
• Co represents a group having at least one conjugated double bond such as a butadienylene group, phenylene group, a substituted phenylene group and preferably phenylene group or a substituted phenylene group.
• Y represents a group by which said developer or said leuco dye is endowed with suitable properties, of, say, stability, diffusibility and dissolvability.
• Examples include a hydroxy group, or a salt thereof such as -ONa; an alkyl group having from 1 to 7 carbon atoms such as a methyl group or a butyl group; an amino group such as N,N-dimethylamino group; or an aryl group such as a phenyl, tolyl, 4-methoxyphenyl, 4-chlorophenyl, ⁇ -naphthyl or ⁇ -naphthyl group.
• the above-mentioned developers having a sulfonamide group can easily be synthesized from a primary amine compound and a sulfonyl halide compound.
• any one of the well-known types used in silver halide color photographic materials may be utilized.
• yellow couplers for example, a benzoylacetoanilide compound as described in US Patent No 2 875 057, a pivaloylacetoanilide compound as described in US Patent No 3 265 506 or a carbamoylaceto- amide compound as described in Japanese unexamined patent publication No 154 631/79;
• magenta couplers for example, a 5-pyrazolone compound as described in US Patent No 2 600 788, a pyrazolotriazole compound as described in Belgian Patent No 792525, a pyrazolino- benzimidazole compound as described in US Patent No 3 061 432, an indazolone compound as described in Belgian Patent No 769116, a cyanoacetyl compound as described in US Patent No 2 338 677 or a thiazoline compound; and as yellow couplers, for example, a benzoylacetoan
• a cycloactive methylene compound having at least one carbonyl group in the ring such as an indanone compound, an indandione compound, a thionaph- thenone compound, a cumaranone compound, a thioindoxyl compound, an isooxazolone compound, a pyrimidazolone compound an oxyindole compound or a homophthalimide compound.
• the so-called active-site substituted couplers in which one of the hydrogen atoms of the active-site- methylene group of the abovementioned coupler is substituted by another elimination group such as a halogen atom or an alkoxy, aryloxy, heteroyloxy, sulfonyloxy, acyloxy, acyl, thiocyano, alkylthio, arylthio, heteroylthio, sulfonamide, sulfonyloxy or arylazo.
• a halogen atom or an alkoxy, aryloxy, heteroyloxy, sulfonyloxy, acyloxy, acyl, thiocyano, alkylthio, arylthio, heteroylthio, sulfonamide, sulfonyloxy or arylazo.
• a light- or heat-color-developable leuco dye When a light- or heat-color-developable leuco dye is synthesized in advance, said leuco dye being present in a photographic sensitive material and then formed imagewise, the dye should be able to co-exist with a compound having an oxidation function which operates selectively in accordance with the light information.
• compounds having a selective oxidation function include polyhalogenafed hydrocarbons such as a tetrabromomethane or tribromo- phenylsulfone compound, a bis-imidazole compound, a pyridine-N-oxide compound, an organic acid silver compound or silver halide.
• it is advantageous to use a silver halide because it amplifies a light information very well. Oxidation is carried out by developing an exposed silver halide and thereby a developer having said sulfonamide group and a coupler are effectively converted into a leuco dye.
• a known cross oxidizer for example an aminophenol compound, a phenylenediamine compound, a 3-pyrazolidone compound, an azine compound or a bipyridium compound and the like. Examples of these are given below:
• Leuco dye formed from a developer having a sulfonamide group and a coupler creates a chromophore which develops color on exposure to light or heat such as ultraviolet rays, visible light or infrared rays.
• Other color-developable leuco dyes which can be used are described in, for example, "Research Disclosure” vol 128, No 12838 and No 12839 and Ibid, vol 133, No 13313.
• an elimination group such as an acetamide group, trichloroacetamide group, an imide group at the active site of a pyrazolone magenta coupler (through a nitrogen atom) and a p-phenylene diamine color developer
• the speed at which the leuco dyes are converted by light or heat into the colored dyes, and the maximum absorption wavelength and the mole absorbance coefficient, for example, of the dyes thus formed depend inter alia on the size of the conjugated system; the nature of the chromophore; the nature of electron withdrawing group and electron donating group of the auxochrome; the ionization and cyclization thereof; the degree of steric hindrance, hydrogen bonding or metallic complex formation in or between molecules caused by the presence of other substituents; and the dye medium.
• a coupler for forming a light- or heat-color-developable leuco dye and a developer containing said sulfonamide group for example, besides the coupler for forming the normal dye image and the normal color developer.
• the coupler for forming the normal dye image and the coupler for forming a light- or heat-color-developable leuco dye may be the same or different.
• the layer in which the leuco dye is formed may also be either the same or different from the layer in which the normal dye image is formed; in this case, the silver halide in the normal dye image forming layer may be used also for forming the leuco dye, or silver halide may be present in another layer for the leuco dye.
• the coupler and the developer may be dissolved in a solvent of high boiling point to make fine oil-drops and said drops are dispersed, as described in US Patent No 2 322 027; an anti- diffusion group and water-soluble group may be coupled thereto and the dissolution and dispersion thereof is then carried out, as described in US Patent No 2 186 849; they may be incorporated as a component of a macromolecular compound, as described in US Patent No 2 397 864; they may be loaded onto a latex polymer, as described in Japanese Patent Publication Open to Public Inspection Nos 59942/1976 and 59943/1976; or they may be dispersed mechanically by means of a colloid mill or the like.
• the developers and couplers used in this invention are supplied from a photographic processing liquid, it is preferable to introduce a suitable group for giving the respective compounds appropriate properties such as dissolvability, permeability, diffusibility and the like, in consideration of the dissolvability of the developers and couplers to be used to a processing liquid or the permeability, diffusibility and the like thereof to a silver halide color photosensitive material.
• process of the invention can be combined with a well-known heat fading prevention process.
• Each of the above-mentioned layers contains a surface active agent, thickener, mordant, irradiation dye and the like, besides the above components.
• Sample N was prepared by omitting Magenta Coupler (2) from the components of the above-mentioned Sample M.
• J/m 2 means Joule per square meter, the energy equivalent to a quantity of illumination.
• the effects of the process of this invention can be enhanced when a color-fading preventive (such as l,4-dioctylox y- 2,5-di-t-pentyl benzene) is incorporated in the green-sensitive emulsion layer of Sample M.
• a color-fading preventive such as l,4-dioctylox y- 2,5-di-t-pentyl benzene

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• Physics & Mathematics (AREA)
• General Physics & Mathematics (AREA)
• Printing Methods (AREA)
• Inks, Pencil-Leads, Or Crayons (AREA)
• Silver Salt Photography Or Processing Solution Therefor (AREA)
• Heat Sensitive Colour Forming Recording (AREA)

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Citations (1)

• 1981
  • 1981-08-21 JP JP13178881A patent/JPS5833247A/ja active Granted
• 1982
  • 1982-08-20 EP EP82304415A patent/EP0073619A1/de not_active Ceased

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Non-Patent Citations (2)

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