Classifications

• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
  • C07C255/00—Carboxylic acid nitriles
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07D—HETEROCYCLIC COMPOUNDS
  • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
  • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
  • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
  • C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
  • C07D231/18—One oxygen or sulfur atom
  • C07D231/20—One oxygen atom attached in position 3 or 5
  • C07D231/22—One oxygen atom attached in position 3 or 5 with aryl radicals attached to ring nitrogen atoms
  • C07D231/26—1-Phenyl-3-methyl-5- pyrazolones, unsubstituted or substituted on the phenyl ring
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07D—HETEROCYCLIC COMPOUNDS
  • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
  • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
  • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
  • C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
  • C07D231/44—Oxygen and nitrogen or sulfur and nitrogen atoms
  • C07D231/52—Oxygen atom in position 3 and nitrogen atom in position 5, or vice versa
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07D—HETEROCYCLIC COMPOUNDS
  • C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
  • C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
  • C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
  • C07D235/18—Benzimidazoles; Hydrogenated benzimidazoles with aryl radicals directly attached in position 2
• • 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
  • G03C7/32—Colour coupling substances
  • G03C7/3225—Combination of couplers of different kinds, e.g. yellow and magenta couplers in a same layer or in different layers of the photographic material

Definitions

• R is alkyl, acylamino or snlfonamido
• X X and X are hydrogen, alkyl, halogen, acylamino, alkylcarbamoyl, sulfonamido, sulfamoyl, alkoxy or aryloxy
• a and B are -C0R COOR CONHR or CN
• R R R X and X are allyl, alkyl, aryl, cycloalkyl or araklyl and F is an atom or radical necessary to form a pyrazolone ring.
• This invention relates to a light-sensitive silver halide color photographic emulsion capable of forming a color image by color development.
• the invention relates to a color photographic emulsion containing a pyrazolone derivative as a magenta color former.
• the color photographic emulsion contains at least one of the color formers of the general Formula I and at least one of the compounds of the general Formulas II and IH.
• R is an unsubstituted or substituted alkyl, acylamino or sulfonamido group
• X X and X which may be the same or different are hydrogen, unsubstituted or substituted alkyl, halogen, acylamino, unsubstituted or substituted alkylcarbamoyl, sulfonamido, unsubstituted or substituted sulfamoyl, alkoxy or aryloxy group;
• a and B are COR COOR C0NHR or CN;
• R R R X and X are substituted or unsubstituted allyl, alkyl, aryl, cycloalkyl or aralkyl groups;
• F represents an atom or radical necessary for forming a pyrazolone ring.
• the silver halide color photographic emulsion having increased speed and gamma values of this invention a small amount of the color former is suflicient and the viscosity of the emulsion is decreased and consequently, coating of the emulsion on a support can easily be made. Further, such an emulsion is safe from fogging and the thickness of the emulsion layer is reduced. With such an emulsion, a light-sensitive color photographic material having improved sharpness of the resulting image may be obtained.
• Typical color formers of the general Formula I are as 2H5 s u 01 fif f I N C 0 HOOO-CHCHzCONH C H -CHO ONH-C-OH2 s OzN (CH3) 3 CmHar-CHC ONH-CCH2 HO O OCH2(
• Typical compounds of the general Formula III are as (EH3 follows: H C O OH (III-1) H C 7H35-CCHCH3 18 37 111 J30 S 03H (III-l0) CH3 N 0 CH3 (III 3) (EH- ⁇ 300E C17H35C-CHC2H5 0 It should be understood that the color former of the I general Formula I and the compounds of the general Formulas II and HI used in this invention are not limited to those exemplified above, and alkali metal salts or ammonium salts of the sulfonic acid or carboxylic acid of the general Formulas I and II or III are included within the scope of the present invention.
• Addition of at least one color former of the general CUHSS C CHCHZCI Formula I and at least one of the compounds of the ll I 0 general Formulas II and III to the photographic emulsion may be made either directly in the form of an aqueous alkali solution such as sodium hydroxide or in the form of a dispersion prepared by dissolving the color former of the general Formula I and the compounds of general Formulas II, III in a low boiling organic solvent such as butyl alcohol and butyl acetate and a high boiling organic solvent such as dibutyl phthalate, mixing the re- I SOKH sulting solution with a gelatine solution containing a surface active agent and then treating the mixture in a colloid mill.
• aqueous alkali solution such as sodium hydroxide
• each of the compounds of the general Formulas H and III is used in a molar ratio of 005-1 to the color former of the general Formula I, particularly a molar ratio in the range of 0.1-0.5 is effective.
• various silver halide emulsions such as silver chloride-, silver bromide-, silver iodideand silver chlorobromide emulsions are usable and these emulsions may further contain a chemical sensitizer such as sulfur-, reduction-, or noble metal-sensitizer and an optical sensi tizer and, in addition, various additives, for example, a fog inhibitor, a stabilizer, an anti-stain agent, 2. developing accelerator, a hardening agent and a coating aid, etc.
• a chemical sensitizer such as sulfur-, reduction-, or noble metal-sensitizer and an optical sensi tizer
• additives for example, a fog inhibitor, a stabilizer, an anti-stain agent, 2. developing accelerator, a hardening agent and a coating aid, etc.
• the color former of the general Formula I and the compounds of the general Formulas I and II are applicable to either or both of such emulsions.
• EXAMPLE 1 To 100 parts of a light-sensitive gelatino silver bromoiodide emulsion prepared by a conventional manner and containing a green sensitive optical sensitizer are added, a a aqueous alkali solution of the color former (I7) and a 5% aqueous alkali solution of the compound (III-2) or (III-4) in the amounts indicated in the Table 1 below.
• the thus treated emulsion is coated on a film base.
• the resulting film is then treated at 20 C. for minutes with a developing solution comprising as the principal color developer N,N-diethyl-p-phenylenediamine and thereafter subjected to bleaching and fixing.
• EXAMPLE 3 Three mixtures, each comprising 1 part of the color former (I8) and l, 1.5 or 2 parts of the compound (III-5), respectively, are separately dissolved in 3 parts of ethyl acetate by heating. Each of the resulting solutions is added with 1 part of dibutyl phthalate. The solution thus obtained is then mixed with 10 parts of an aqueous 10% gelatine solution and passed through a colloid mill to form the color former dispersion. The same amount of this dispersion as that used in Example 1 is added to an emulsion containing an adjusted amount of gelatine to give the same gelatine content as of Example 1 in the finished total emulsion. Photographic gamma values observed with a film prepared and treated in a similar manner to that in Example 1 are shown in Table 3.
• EXAMPLE 4 A similar emulsion as used in Example 1 is prepared by adding a 5% aqueous alkali solution of the color former (I7) and a 5% aqueous alkali solution of the compound (II-1) each in the amounts indicated in Table 4, in which photographic gamma values observed with a film prepared and treated in a similar manner to that in Example 1 are shown.
• the emulsions of this invention have outstandingly increased gamma values.
• EXAMPLE 5 A similar emulsion as used in Example 1 is prepared by adding a 5% aqueous alkali solution of the color former (I7) and a 5% aqueous alkali solution of the compound (II-5) each in the amounts indicated in Table 5, in which photographic gamma values observed with a film prepared and treated in the same manner as in Example 1 are shown.
• R represents an alkyl, acylamino or sulfonamido group
• X X and X which are same or difierent represent hydrogen, an alkyl, halogen, acylamino, alkylcarbamoyl, sulfonamido, sulfamoyl, alkoxy or aryloxy group;
• a and B represent COR COOR CONHR or R R R X and X represent allyl, alkyl, aryl, cycloalkyl or aralkyl group;

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• Chemical & Material Sciences (AREA)
• Organic Chemistry (AREA)
• Physics & Mathematics (AREA)
• General Physics & Mathematics (AREA)
• Silver Salt Photography Or Processing Solution Therefor (AREA)

Applications Claiming Priority (1)

Publications (1)

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ID=11674305

Family Applications (1)

Country Status (4)

Cited By (9)

Families Citing this family (1)

• 1968
  • 1968-02-09 JP JP774868A patent/JPS53298B1/ja active Pending
• 1969
  • 1969-02-06 US US797277A patent/US3580722A/en not_active Expired - Lifetime
  • 1969-02-07 DE DE19691906010 patent/DE1906010A1/de active Pending
  • 1969-02-10 GB GB7162/69A patent/GB1235626A/en not_active Expired

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