US3811892A - Light-sensitive silver halide color photographic material containing cyancolored couplers - Google Patents

Light-sensitive silver halide color photographic material containing cyancolored couplers Download PDF

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Publication number
US3811892A
US3811892A US00275211A US27521172A US3811892A US 3811892 A US3811892 A US 3811892A US 00275211 A US00275211 A US 00275211A US 27521172 A US27521172 A US 27521172A US 3811892 A US3811892 A US 3811892A
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US
United States
Prior art keywords
silver halide
coupler
sensitive
photographic material
light
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
US00275211A
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English (en)
Inventor
T Kagami
M Fujiwhara
T Endo
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Konica Minolta Inc
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Konica Minolta Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
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Publication date
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Publication of US3811892A publication Critical patent/US3811892A/en
Assigned to KONICA CORPORATION reassignment KONICA CORPORATION RELEASED BY SECURED PARTY (SEE DOCUMENT FOR DETAILS). Assignors: KONISAIROKU PHOTO INDUSTRY CO., LTD.
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03CPHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C7/00Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
    • G03C7/30Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
    • G03C7/32Colour coupling substances
    • G03C7/333Coloured coupling substances, e.g. for the correction of the coloured image
    • G03C7/3335Coloured coupling substances, e.g. for the correction of the coloured image containing an azo chromophore

Definitions

  • n CONH(CHz)xQYRz wherein X is an integer of 0 to 4; Y is an. integer. of 0 or 1; R is a group selected from phenyl groups, alkyl groupshaving six to carbon atoms, alkyl-substituted phenyl groups and alkyl-substituted ph'enoxyphenyl groups; and R is a straight chain or branched-chain alkyl group having one tofour carbon atoms, which are known as automasking cyan couplers.
  • R is a lower alkyl group, and R is a branchedchain alkyl group having six or more carbon atoms.
  • Protect type cyan-colored couplers which, in view of their natures, are used in negative photographic materials, in general, are desired to have such properties as a high solubility in organic solvents, prominence in automasking effects (broad in width of isosbestic points 'of blue and green portions), favorable color-forming properties andexcellence with respect to graininess of the resulting image, and do not bring about any change in color due to development.
  • the compound (A) is a coupler having considerably desirableproperties. It is also well known that naphthol type cyan couplers are lowere in solubility in high boiling solvents by introducing arylazo components therein.
  • the present invention is concerned with lightsensitive silver halide, color photographic materials characterized by containing couplers of the general formula,
  • n is an integer of l to 4; m is an integer of to 2; R is a phenyl group or an alicyclic group.
  • couplers used in the present invention gave favorable results both in their behavior to emulsions and in masking property.
  • the thus-synthesized diazo solution was dropped, with stirring and cooling to 0 i 5C. over a period of 30 minutes, in a solution of l 85 g. of l-hydroxy-N-[8-(2,4di-tamylphenoxy)butyl]-2-naphthamide in 2.5 liters of pyridine, and the mixed solution was stirred at below 10 C. for 2 hours. Thereafter, the liquid reaction mixture was poured into 8 liters of water to deposit a red precipitate, which was then'washed with water, dried and recrystallized from 2 liters of ethyl alcohol to ob-' tain 240 g.
  • This color photographic material was exposed to red light through an optical wedge, and then developed at 20C. for 10 minutes with a color developer of the following composition:
  • the thus treated photographic material was washed with water for 20 to 25 minutes and then dried to obtain a cyan-colored negative image and a red-positive image composed of unreacted residual coupler.
  • This positive image had a red color sufficient in density
  • the isosbestic points thereof formed masks of 550 mp. .and 440 mu.
  • EXAMPLE 2 A mixture comprising 1.0 of the exemplified coupler (1) and 3.0 g. of l-hydroxy-N-[6-(2,4-di-tamylphenoxy)butyl]-2-naphthamide was completely dissolved at 80C. in a mixed solvent comprising 4 ml. of tricresyl phosphate and 8 ml. of butyl acetate. The resulting solution was added to 100 parts of a 10 percent aqueous gelatin solution kept at 60C., incorporated with 2 ml. of a 10 percent aqueous Alkanol B solution, and then dispersed by means of a colloid mill to form a coupler dispersion. The thus-formed coupler dispersion was added to 100" ml. of a red-sensitive high speed silver iodobromide emulsion, which was then treated in the same manner as in Example 1 to prepare a red-sensitive color photographic material.
  • Example 2 was repeated, except that di-n-butyl phthalate was used in place of the tricresyl phosphate, to prepare a red-sensitive color photographic material. This photographic material was exposed to red light, and then treated in the same manner as in Example 2 to obtain a cyan-colored negative image simultaneously with an excellent red-positive image.

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  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)
US00275211A 1971-07-27 1972-07-24 Light-sensitive silver halide color photographic material containing cyancolored couplers Expired - Lifetime US3811892A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP46055665A JPS5010729B1 (enrdf_load_stackoverflow) 1971-07-27 1971-07-27

Publications (1)

Publication Number Publication Date
US3811892A true US3811892A (en) 1974-05-21

Family

ID=13005135

Family Applications (1)

Application Number Title Priority Date Filing Date
US00275211A Expired - Lifetime US3811892A (en) 1971-07-27 1972-07-24 Light-sensitive silver halide color photographic material containing cyancolored couplers

Country Status (4)

Country Link
US (1) US3811892A (enrdf_load_stackoverflow)
JP (1) JPS5010729B1 (enrdf_load_stackoverflow)
DE (1) DE2236947A1 (enrdf_load_stackoverflow)
GB (1) GB1397628A (enrdf_load_stackoverflow)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3996055A (en) * 1973-12-21 1976-12-07 Fuji Photo Film Co., Ltd. Color photographic light-sensitive material
US4138258A (en) * 1974-08-28 1979-02-06 Fuji Photo Film Co., Ltd. Multi-layered color photographic materials

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3996055A (en) * 1973-12-21 1976-12-07 Fuji Photo Film Co., Ltd. Color photographic light-sensitive material
US4138258A (en) * 1974-08-28 1979-02-06 Fuji Photo Film Co., Ltd. Multi-layered color photographic materials

Also Published As

Publication number Publication date
GB1397628A (en) 1975-06-11
DE2236947A1 (de) 1973-02-22
JPS5010729B1 (enrdf_load_stackoverflow) 1975-04-24

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Legal Events

Date Code Title Description
AS Assignment

Owner name: KONICA CORPORATION, JAPAN

Free format text: RELEASED BY SECURED PARTY;ASSIGNOR:KONISAIROKU PHOTO INDUSTRY CO., LTD.;REEL/FRAME:005159/0302

Effective date: 19871021