US3637393A - Light-sensitive color photographic material with reduced fog and no decrease in speed during development - Google Patents

Light-sensitive color photographic material with reduced fog and no decrease in speed during development Download PDF

Info

Publication number
US3637393A
US3637393A US53657A US3637393DA US3637393A US 3637393 A US3637393 A US 3637393A US 53657 A US53657 A US 53657A US 3637393D A US3637393D A US 3637393DA US 3637393 A US3637393 A US 3637393A
Authority
US
United States
Prior art keywords
photographic material
layer
compound
light
color photographic
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
US53657A
Other languages
English (en)
Inventor
Kenro Sakamoto
Isamu Fushiki
Shinichi Nakamura
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
Original Assignee
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.)
Filing date
Publication date
Application filed by Konica Minolta Inc filed Critical Konica Minolta Inc
Application granted granted Critical
Publication of US3637393A publication Critical patent/US3637393A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

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
    • G03C1/00Photosensitive materials
    • G03C1/005Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
    • G03C1/06Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
    • G03C1/34Fog-inhibitors; Stabilisers; Agents inhibiting latent image regression
    • G03C1/346Organic derivatives of bivalent sulfur, selenium or tellurium

Definitions

  • Fog is reduced and speed is maintained during development of v light-sensitive color photographic materials which comprise at [30] Foregn Apphcauon Pmmty Data least one of certain mercaptotetrazole compounds and at least July 10, 1969 Japan ..44/541 16 one of Several hydwquinone compounds.
  • the present invention relates to a light-sensitive color -5 (ll-3 (i H photographic material free from formation of fog due to color i; l development and further free from degradation in speed.
  • a color photographic material is composed of emulsion layers larger in number than those in the case of a white-black (1)1 film, so that the thickness of the overall emulsion layer Q becomes great to bring about such a drawback that the resulting image is deteriorated in sharpness.
  • the (1H thickness of each layer As thin as possible. If the thickness of (fl-- -NOs 11 each layer is desired to be made thin, the color density should i H necessarily be increased, and thus there are required such means as to increase the contents of coupler and silver halide, Ni with the result that fog is liable to be formed at the time of (1)43 color development.
  • the amount of fog increases when f fi' S n the temperature or the pH of color developer is increased in N N order to develop the photographic material quickly.
  • 01 ⁇ N/ For the prevention of fog due to color development, there have been used a tetrazaindene compound or a compound (D4 Q having a mercapto group.
  • the former is insufficient II in fog-inhibiting effect and hence cannot be put into practical use.
  • the latter can inhibit the formation of'fog due to l g p N 7 color development of light-sensitive silver halide, it undesirably brings about severe decrease in speed.
  • R R and R are individually a hydrogen atom, an (ll-13 CH N C an alkyl aryl or aralkyl group, provided that R, and R; may be same or different, and at least one hydroquinone compound represented by the general formula (II):
  • Both the compounds (I) and compounds (ll) of the present invention may be used in admixture of two or more so as to be in conform to the purpose of application of the resulting photographic materials.
  • the compounds (I) and (ll) may be incorporated into one layer or may separately be incorporated into adjacent layers. These compounds may be incorporated not only into emulsion layers but also into auxiliary layers such as sub layer, inter layer, protective layer and the like.
  • the compounds may be added to a silver halide emulsion at any stage during the preparation thereof, but it is more effective to add the compounds at a stage during the second ripening or a stage prior to coating the emulsion to a support.
  • the amounts of the compounds to be added are not particularly limited, and the optimum amounts thereof vary depending on the kinds of the compounds. Generally, however, the amounts of the compounds (I) and (ll) are preferably 10 to 10" moles and 10 to 10* moles, respectively, per mole of silver halide.
  • the compounds (I) and (ll) those which are lipophilic are added in the form of solutions in a high boiling organic solvent such as dibutyl phthalate or the like or in a low boiling organic solvent such as chlorofomi, acetone, dimethylformamide or the like, while those which are watersoluble are added in the form of solutions in a water-miscible organic solvent or an aqueous alkali solution.
  • the photographic emulsion used in the present invention include AgCl, AgBr, AgClBr, AgBrl and the like.
  • the emulsion may be optically sensitization treatment with a cyanine or merocyanine dye or to chemically sensitized treatment with a sulfur-containing compound (sodium thiosulfate), noble metal salt (gold chloride), polyalkylene oxide derivative, reducing compound or the like.
  • the emulsion may have been incorporated with such a hardener as formalin and such a coating aid as a synthetic or natural surface active agent, e.g., saponin.
  • the color couplers which are used in the present invention are those which develop colors through the reaction with a p-phenylenediamine color developer.
  • a yellow coupler having a benzoylacetanilide group there may be used a yellow coupler having a benzoylacetanilide group, a magenta coupler having a pyrazolone or indazolone group, and a cyan coupler having a phenol or naphthol group.
  • These couplers may contain in the active methyleneor methine-portion a substituent capable of releasing by color development reaction, e.g., a halogen or an arylazo, aryloxy or the like group.
  • the couplers may contain in the molecule either one or both of a ballasting group, e.g. a long chain alkyl group or an alkylphenoxy group,
  • a water-solubilizing group e.g., a sulfonic group or a carboxyl group.
  • couplers those which are lipophilic may be brought into the form of solutions in a high boiling organic solvent, e.g., dibutyl phthalate, or in a low boiling organic solvent, e.g., chloroform, acetone or dimethylformamide, while those which are water-soluble may be brought into the form of solutions in an alkali or the like, and the solutions may be added directly to a silver halide emulsion or added to a color developer.
  • a high boiling organic solvent e.g., dibutyl phthalate
  • a low boiling organic solvent e.g., chloroform, acetone or dimethylformamide
  • water-soluble may be brought into the form of solutions in an alkali or the like, and the solutions may be added directly to a silver halide emulsion or added to a color developer.
  • the light-sensitive layer of the photographic material according to the present invention is composed of, from the top layer, a protective layer, a yellow layer, a yellow filter layer, a magenta layer, an inter layer, a cyan layer, an antihalation layer and a support in this order.
  • the light-sensitive layer may be composed of a magenta layer, a cyan layer and a yellow layer in this order. in each case, the photographic material can be used effectively.
  • the support employed in the present invention includes natural and synthetic polymer films such as cellulose acetate or polyester film.
  • Typical examples of the color developing agent used for the development of the present light-sensitive photographic materials are sulfates, hydrochlorides and sulfites of N,N- diethyl-p-phenylenediamine, N-ethyl-N-hydroxyethyl-p-phenylenediamine, N-ethyl-N-hydroxyethyl-2-methyl-p-phenylenediamine, N-ethyLB-N-methanesulfonamidoethyl-3- methyl-4-aminoaniline, and the like.
  • EXAMPLE 1 A high-speed silver bromoiodide photographic emulsion (containing 5.0 mole of Ag! and 180 g./mole AgX of gelatine) was incorporated with 2.5Xl moles/mole AgX of a sensitizing dye having the structure set forth below to prepare a red light-sensitive emulsion.
  • Coupler 1
  • Coupler l 10 Composition of dispersion Coupler l 10 g. Coupler 2 4 Compound (Il)-9 Variable amount Tricresyl phosphate 20 g. Ethyl acetate l5 g. 2% Gelatine 400 ml. 5% Alkanol B (tradename of Du Four) 15 ml.
  • the dispersion was coated on a cellulose triacetate film to a dry thickness of 45p, and then dried to obtain a photographic film.
  • This film was subjected to definite exposure through an optical wedge and then to the following color development treatment:
  • the pH was adjusted to 10.8 by addition of caustic soda.
  • Second fix The composition of fixing solution was same as in the first fixing.
  • EXAMPLE 2 The same red light-sensitive emulsion as in example l was incorporated with each of the combinations of the compounds (I) and (II) as set forth in table 2.
  • the compound (I) was used in an amount of 8.2Xl0' moles/mole AgX, and the compound (ll) in an amount of 6Xl0' mole/mole AgX.
  • the test methods employed were the same as in example 1. The results were as shown in table 2.
  • composition of dispersion Coupler 56 g. Tricresyl phosphate g. Ethyl acetate g. 2% gelatin: 500 ml. 5% Alkanol B 21 cc.
  • the dispersion was coated on a cellulose triacetate film to a dry thickness of 5p. and then dried to form an emulsion layer on the film.
  • each of dispersions of protective layers 1 and 2 of the compositions shown below was coated to a dry thickness of lu, and then dried.
  • This example shows the case where the compound (I) was added to the emulsion layer and the compound (ll) was added to the protective layer.
  • the same effects as above can be obtained also in the case where, conversely, the compound (II) is added to the emulsion layer and the compound (I) is added to the protective layer.
  • compositions of dispersions Dispersion l Dispersion 2 Compound (ll)-8 0 4 g. Ethyl acetate 8 g. 8 g. 2% Gelatine 600 ml. 600 ml. 5% Alkanol B l8 ml I8 ml.
  • the film after drying was subjected to definite exposure through an optical wedge and then to development at 20 C. for 10 minutes with the color developer shown below to obtain the results set forth in table 4.
  • the bleaching and fixing treatments were effected in the same manner as in example 1.
  • Color developer Anhydrous sodium sulfite 2.0 g. 4-amino-N,N'-dielhylaniline hydrochloride 5.0 g. Sodium carbonate (monohydrate) 50.0 g. Potassium bromide 1.0 5. Water to malte L000 ml.
  • a light-sensitive gelatinous silver halide color photographic material characterized by containing in at least one of the layers constituting the photographic material at least one mercaptotetrazole compound of the general formula,
  • R,, R and R are individually a hydrogen atom, an alkyl, aryl or aralkyl group, provided that R and R may be same or different, and at least one hydroquinone compound of the general fonnula,
  • R is an alkyl group having 1 to 18 carbon atoms, and R which is in the 5- or 6-position, is a hydrogen atom or an alkyl group having I to 18 carbon atoms.
  • inter layer inter layer, sub layer, filter layer and protective layer of the photographic material.

Landscapes

  • Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • General Physics & Mathematics (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)
US53657A 1969-07-10 1970-07-09 Light-sensitive color photographic material with reduced fog and no decrease in speed during development Expired - Lifetime US3637393A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP44054116A JPS4834170B1 (enrdf_load_html_response) 1969-07-10 1969-07-10

Publications (1)

Publication Number Publication Date
US3637393A true US3637393A (en) 1972-01-25

Family

ID=12961610

Family Applications (1)

Application Number Title Priority Date Filing Date
US53657A Expired - Lifetime US3637393A (en) 1969-07-10 1970-07-09 Light-sensitive color photographic material with reduced fog and no decrease in speed during development

Country Status (4)

Country Link
US (1) US3637393A (enrdf_load_html_response)
JP (1) JPS4834170B1 (enrdf_load_html_response)
DE (1) DE2034064C3 (enrdf_load_html_response)
GB (1) GB1298403A (enrdf_load_html_response)

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4021248A (en) * 1974-09-03 1977-05-03 Fuji Photo Film Co., Ltd. Color photographic light-sensitive material
US4097284A (en) * 1974-11-26 1978-06-27 Fuji Photo Film Co., Ltd. Method for supersensitizing silver halide photographic emulsions
US4121939A (en) * 1976-07-14 1978-10-24 Fuji Photo Film Co., Ltd. Color photographic light-sensitive material containing +-alkyl substituted hydroquinone
US4137079A (en) * 1978-04-03 1979-01-30 Eastman Kodak Company Antifoggants in heat developable photographic materials
US4202695A (en) * 1971-12-09 1980-05-13 Agfa-Gevaert N.V. Photographic Lippmann emulsions
DE2943673A1 (de) * 1978-10-30 1980-05-14 Konishiroku Photo Ind Farbphotographisches material
US4603104A (en) * 1985-05-31 1986-07-29 Minnesota Mining And Manufacturing Company Supersensitization of silver halide emulsions
US4814262A (en) * 1986-10-10 1989-03-21 Megumi Ide Silver halide photographic light-sensitive material to provide dye-image with improved color-fastness to light
US5219721A (en) * 1992-04-16 1993-06-15 Eastman Kodak Company Silver halide photographic emulsions sensitized in the presence of organic dichalcogenides
US20060283714A1 (en) * 2005-06-02 2006-12-21 Rohm And Haas Electronic Materials Llc Gold alloy electrolytes
US20090104463A1 (en) * 2006-06-02 2009-04-23 Rohm And Haas Electronic Materials Llc Gold alloy electrolytes

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DD213528B5 (de) * 1982-12-17 1994-04-14 Wolfen Filmfab Gmbh Verfahren zur Stabilisierung und Schleierverhuetung bei farbfotografischen Halogensilbermaterialien
JPS6325644A (ja) * 1986-07-18 1988-02-03 Konica Corp 現像処理条件変化に対応できるハロゲン化銀写真感光材料
JPS6351659U (enrdf_load_html_response) * 1986-09-18 1988-04-07
FR2721117B1 (fr) * 1994-06-09 1998-07-10 Kodak Pathe Procédé de préparation d'une émulsion photographique aux halogénures d'argent sensibilisée en présence de dérivés de l'hydroquinone.

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2465149A (en) * 1946-04-25 1949-03-22 Gen Aniline & Film Corp Tetrazolyl disulfides as stabilizing agents for silver-halide emulsions
US2728659A (en) * 1953-06-03 1955-12-27 Eastman Kodak Co N-alkylhydroquinone antistain agents
US2981624A (en) * 1957-06-05 1961-04-25 Gen Aniline & Film Corp Antifoggants and stabilizers for photographic silver halide emulsion

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2465149A (en) * 1946-04-25 1949-03-22 Gen Aniline & Film Corp Tetrazolyl disulfides as stabilizing agents for silver-halide emulsions
US2728659A (en) * 1953-06-03 1955-12-27 Eastman Kodak Co N-alkylhydroquinone antistain agents
US2981624A (en) * 1957-06-05 1961-04-25 Gen Aniline & Film Corp Antifoggants and stabilizers for photographic silver halide emulsion

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4202695A (en) * 1971-12-09 1980-05-13 Agfa-Gevaert N.V. Photographic Lippmann emulsions
US4021248A (en) * 1974-09-03 1977-05-03 Fuji Photo Film Co., Ltd. Color photographic light-sensitive material
US4097284A (en) * 1974-11-26 1978-06-27 Fuji Photo Film Co., Ltd. Method for supersensitizing silver halide photographic emulsions
US4121939A (en) * 1976-07-14 1978-10-24 Fuji Photo Film Co., Ltd. Color photographic light-sensitive material containing +-alkyl substituted hydroquinone
US4137079A (en) * 1978-04-03 1979-01-30 Eastman Kodak Company Antifoggants in heat developable photographic materials
DE2943673A1 (de) * 1978-10-30 1980-05-14 Konishiroku Photo Ind Farbphotographisches material
US4603104A (en) * 1985-05-31 1986-07-29 Minnesota Mining And Manufacturing Company Supersensitization of silver halide emulsions
US4814262A (en) * 1986-10-10 1989-03-21 Megumi Ide Silver halide photographic light-sensitive material to provide dye-image with improved color-fastness to light
US5219721A (en) * 1992-04-16 1993-06-15 Eastman Kodak Company Silver halide photographic emulsions sensitized in the presence of organic dichalcogenides
US20060283714A1 (en) * 2005-06-02 2006-12-21 Rohm And Haas Electronic Materials Llc Gold alloy electrolytes
US7465385B2 (en) 2005-06-02 2008-12-16 Rohm And Haas Electronic Materials Llc Gold alloy electrolytes
US8142637B2 (en) 2005-06-02 2012-03-27 Rohm And Haas Electronic Materials Llc Gold alloy electrolytes
US20090104463A1 (en) * 2006-06-02 2009-04-23 Rohm And Haas Electronic Materials Llc Gold alloy electrolytes

Also Published As

Publication number Publication date
JPS4834170B1 (enrdf_load_html_response) 1973-10-19
GB1298403A (en) 1972-12-06
DE2034064C3 (de) 1979-04-12
DE2034064B2 (de) 1978-07-20
DE2034064A1 (de) 1971-05-13

Similar Documents

Publication Publication Date Title
US3637393A (en) Light-sensitive color photographic material with reduced fog and no decrease in speed during development
US2933390A (en) Supersensitization of photographic silver halide emulsions
US3447925A (en) Anti-fogging and anti-plumming disulfide compound for use in silver halide photographs
JPH036490B2 (enrdf_load_html_response)
JPS63146044A (ja) 迅速処理性に優れた色素画像の形成方法
US3536487A (en) Photographic elements and processes for producing therein interimage effects with diffusible 4 - thiazoline-2-thione
JPH01138551A (ja) ハロゲン化銀写真感光材料
US4975360A (en) Silver halide photographic light sensitive material
US4374914A (en) Process for the production of negative color images by the silver dye bleach process, and the silver dye bleach material used in this process
US3837863A (en) Process for preparing light-sensitive silver halide photographic materials
US3775128A (en) Silver halide emulsion containing a triazine as antifoggant
JPH01280750A (ja) ハロゲン化銀写真感光材料
US3764327A (en) Color photographic light sensitive material
US3006762A (en) Sensitizers for photographic emulsions
US2289804A (en) Sulphonic ester coupler
US3637388A (en) Process for the photographic production of equidensities
GB2302411A (en) Silver halide materials
US2295009A (en) Photographic color forming compound
JPS6336237A (ja) 処理安定性の良好なハロゲン化銀写真感光材料
US2739060A (en) Chemical sensitization of photographic emulsions
US3846133A (en) Multilayered color photographic material with improved stability under tropical conditions
US3536486A (en) High temperature processing of exposed photographic elements
US3434839A (en) Photographic antihalation layers
US3338711A (en) Process for forming azo dye photographic images
JPH01283551A (ja) ハロゲン化銀写真感光材料