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
  • G03C7/388—Processes for the incorporation in the emulsion of substances liberating photographically active agents or colour-coupling substances; Solvents therefor
  • G03C7/3885—Processes for the incorporation in the emulsion of substances liberating photographically active agents or colour-coupling substances; Solvents therefor characterised by the use of a specific solvent

Definitions

• the light sensitive silver halide color photographic material comprises finely divided liquid particles containing at least one coupler which is capable of coupling with the oxidation product of a primary aromatic amine type developing agent, and at least one compound which is a solvent for the coupler.
• the coupler has the general formula:
• X is a coupler residue of the phenolic, pyrazolone or acetanilide type, R, is hydrogen or lower alkyl, R and R are individually hydrogen or alkyl (C to C R is hydrogen, or alkyl or alkoxy having 4-18 carbon atoms and n is 0 to 3.
• R is hydrogen
• R and R are alkyl groups and the total sum of the carbon atoms of R and R is 6 to 25.
• R is alkyl or alkoxy, R and R are both hydrogen.
• the solvent has the general formula:
• Coupler dispersions having improved stability are obtained.
• the present invention relates to a light-sensitive color photographic material. More particularly, the invention pertains to a light-sensitive color photographic material to which has been incorporated a novel combination of a coupler with a coupler solvent.
• the object of the present invention is to provide a lightsensitive color photographic material having excellent photographic properties which is entirely free from such drawbacks as mentioned above.
• We have found that the above object can be accomplished by using, as a component of a solvent for a coupler of the general Formula I, a compound of the general Formula II.
• Y is a hydrogen atom or an alkyl group having 1 to 8 carbon atoms
• R is a hydrogen atom or a lower alkyl group
• R and R are individually a hydrogen atom or an alkyl group having 1 to 18 carbon atoms
• R is a hydrogen atom or an alkyl or alkoxy group having 4 to 18 carbon atoms
• n is an integer of 0 to 3
• R and R are alkyl groups and the total sum of the carbon atoms of R and R is 6 to 25, and in case R is an alkyl or alkoxy group, both R and R are hydrogen atoms.
• the coupler can attain such prominent photographic properties that it is greatly prevented from crystallization and agglomeration and has excellent developability without any detrimental elfect on photographic emulsions and on dye images formed after development treatment.
• the couplers used in the present invention which are represented by the general Formula I, are preferably those which contain groups having carbon atoms within the aforesaid ranges, in order to prevent the diffusion thereof from layers, to which the couplers have been incorporated, to other layers.
• the coupler residue should be one capable of forming a dye by coupling with an oxidation product of a p-phenylenediamine type color developing agent.
• Typical examples of the couplers used in the present invention are as follows:
• coupler solvents e.g. water-immiscible m high boiling organic solvents such as dibutyl phthalate
• the amount of the compound represented by the general Formula II is ordinarily 0.02 to 3.0 parts per part of the coupler. However, the amount is not always limited to said range, and favorable results can be obtained by any combination of at least one coupler of the general Formula I with at least one compound of the general Formula II.
• a mixture of the coupler with the coupler solvent is dispersed in the form of finely divided liquid particles in a water-soluble or -permeable material such as gelatine, polyvinyl alcohol or other watersoluble synthetic resin, or in a light-sensitive silver halide emulsion containing said material as a binder.
• the coupler is first dissolved in the coupler solvent and then dispersed by way of a homogenizer or the like, the dispersion being stabilized, if necessary, with an emulsifier such as alkylbenzenesulfonate.
• the dispersion may be formed by dissolving the coupler and the coupler solvent in a low boiling organic solvent such as ethyl acetate and then dispersing the resulting solution in water or in a binder solution. At a later stage, the low boiling organic solvent may be removed, if necessary, by evaporation or washing.
• the dispersion is coated according to an ordinary procedure on a suitable support, followed by drying, whereby a light-sensitive color photographic material of the present invention can be obtained.
• the silver halide emulsion to be used in the present invention may be any of silver bromide, silver iodobromide, silver chloride, silver chlorobromide and the like silver halide emulsions, and the said emulsion and the aforesaid binder may have been incorporated with various photographic additives such as fog inhibitors, stabilizers, sensitizers, hardeners and the like.
• the amount thereof is preferably in the range of 1 to 300 g. per mole of the silver halide, and in case the coupler is to be added to other layer of a photographic material, the amount thereof is preferably in the range of 1 to 500 g. per g. of the binder, though the amount is variable depending on the purpose of application of the resulting photographic material.
• EXAMPLE 1 3 g. of 1-(2',4,6-trichlorophenyl)-3-[3"-(2"',4"-ditert amylphenoxyacetamide) benzamideJ-S-pyrazolone was dissolved in a mixture of 0.6 g. of 2,4-di-tert-amylphenoxyacetic acid, 0.9 g. of tricresyl phosphate and 9.0 g. of ethyl acetate by heating at 60 C. The resulting solution was poured into a mixture of 23 cc. of a 10% aqueous gelatine solution, 7 cc.
• a dispersion was prepared in the same manner as above, except that the 2,4-di-tert-amylphenoxyacetic acid was not used and the amount of the tricresyl phosphate was increased by 0.6 g.
• Ratio of solvent to coupler 1 Turbidity was measured using 0.2 mm. cell in a turbidimeter, Model SEP-PL, manufactured by Nippon Seimitsu Kogaku K.K.
• EXAMPLE 2 5 g. of m- ⁇ 3-[a-(2,4-di-tert-amylphenoxy) butylamide] benzoyl ⁇ -u- (4 nitrophenoxy) -2-methoxy-acetanilide was dissolved at about C. in a mixture comprising 2.5 g. of ethyl-a-(2,4-di-tert-amylphenoxy) propionate and 2.5 g. of dibutyl phthalate. The resulting solution was poured into a mixture of cc. of a 10% aqueous gelatine solution and 10 cc.
• a control sample was prepared in the same manner as above, except that the ethyl-a-(2,4-ditert-amylphenoxy) propionate was not used and the amount of the dibutyl phthalate was increased by 2.5 g.
• EXAMPLE 3 1.4 g. of 1-(2,4'-dimethyl-6'-chlorophenyl)-3-['y-(3"- n-pentadecylphenoxy)-butylamide]--pyrazolone and 0.6 g. of 1-(2',4'-dimethyl-6'-ch1orophenyl)-3-['y-(3"-n-pentadecylphenoxy)-butylamide] 4 (4"' methoxyphenylazo)-5-pyrazolone were dissolved at about 60 C. in a mixture comprising 0.6 g.
• a control sample was prepared in the same manner as above, except that the ethyl-'y-(3-n-pentadecylphenoxy) butylate was not used and the amount of the tricresyl phosphate was increased by 0.6 g.
• Turbidity was directly measured according to black board method using a turbidimeter, Model SEP-PL, manufactured by Nippon Seimltsu Kogaku K.K.
• a light-sensitive silver halide color photographic material which comprises finely divided liquid particles containing at least one coupler being capable of coupling with the oxidation product of a primary aromatic amine type developing agent and having the general Formula I: X-NHCO-(FH-(CHzh-OQ-Ri I l: I ia (I) wherein X is a coupler residue of the phenolic, pyrazolone or acetanilide type; R is a hydrogen atom or a lower alkyl group; R and R are individually a hydrogen atom or an alkyl group having 1 to 18 carbon atoms; R is a hydrogen atom or an alkyl or alkoxy group having 4 to 18 carbon atoms; and n is an integer of 0 to 3, provided that in case R is a hydrogen atom, R and R are alkyl groups and the total sum of the carbon atoms of R and R is 6 to 25, and in case R is an alkyl or alkoxy group, both R and R are hydrogen atoms
• Y is a hydrogen atom or an alkyl group having 1 to 8 carbon atoms; and R R R R and n are as defined above.
• a light-sensitive silver halide color photographic material comprising finely-divided liquid particles containing the coupler 1-(2',4',6'-trchlorophenyl)-3-[3"-(2,4"'-ditert-amyl phenoxy acetoamido)-benzamido]-5-pyrazolone and 2,4-di-tert-amy1 phenoxy acetic acid as a solvent therefor.
• a light-sensitive silver halide color photographic emulsion which comprises finely divided liquid particles containing at least one coupler being capable of coupling with the oxidation product of a primary aromatic amine type developing agent and having the general Formula I:
• X is a coupler residue of the phenolic, pyrazolone or acetanilide type; R is a hydrogen atom or a lower alkyl group; R and R are individually a hydrogen atom or an alkyl group having 1 to 18 carbon atoms; R is a hydrogen atom or an alkyl or alkoxy group having 4 to 18 carbon atoms; and n is an integer of 0 to 3, provided that in case R is a hydrogen atom, R and R are alkyl groups and the total sum of the carbon atoms of R and R is 6 to 25, and in case R is an alkyl or alkoxy group, both R and R are hydrogen atoms, and at least one compound being a solvent for said coupler and having the general Formula II:

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• Physics & Mathematics (AREA)
• General Physics & Mathematics (AREA)
• Silver Salt Photography Or Processing Solution Therefor (AREA)

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Publications (1)

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ID=13417313

Family Applications (1)

Country Status (4)

Cited By (9)

Families Citing this family (2)

• 1969
  • 1969-09-05 JP JP44069946A patent/JPS4840422B1/ja active Pending
• 1970
  • 1970-08-31 US US68533A patent/US3700454A/en not_active Expired - Lifetime
  • 1970-09-01 DE DE2043271A patent/DE2043271C3/de not_active Expired
  • 1970-09-04 GB GB42607/70A patent/GB1285254A/en not_active Expired

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