US3679423A - Silver halide emulsion containing acetylene dicarboxylic acid anions antifoggant - Google Patents

Silver halide emulsion containing acetylene dicarboxylic acid anions antifoggant Download PDF

Info

Publication number
US3679423A
US3679423A US48541A US3679423DA US3679423A US 3679423 A US3679423 A US 3679423A US 48541 A US48541 A US 48541A US 3679423D A US3679423D A US 3679423DA US 3679423 A US3679423 A US 3679423A
Authority
US
United States
Prior art keywords
dicarboxylic acid
silver halide
acetylene dicarboxylic
salt
emulsion
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
US48541A
Inventor
Robert Joseph Pollet
Antoon Leon Vandenberghe
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.)
Agfa Gevaert NV
Original Assignee
Agfa Gevaert NV
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 Agfa Gevaert NV filed Critical Agfa Gevaert NV
Application granted granted Critical
Publication of US3679423A publication Critical patent/US3679423A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

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
    • 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
    • G03C1/34—Fog-inhibitors; Stabilisers; Agents inhibiting latent image regression

Definitions

  • Photographic materials comprising a light-sensitive silver halide emulsion layer having in the emulsion layer or in an adjacent water-permeable layer a compound providing acetylene dicarboxylic acid anions are described. These photographic materials have decreased fogging tendency, even under conditions of high temperature and humidity, and their sensitivity is practically not lowered by the presence of this compound.
  • This invention relates to the stabilization of photographic materials comprising light-sensitive silver halide emulsions, especially to the reduction of fog formation in photographic materials without giving rise to a noteworthy desensitization.
  • Fogging in general and chemical fogging in particular may be defined as the formation of a uniform deposit of silver on development which is dependent on a whole series of circumstances and factors namely on the nature of the emulsions, on their age, on the conditions under which they have been stored, on the development conditions, etc.
  • Fogging tends to be greater if the time of storage and the temperaure and relative humidity of the atmos phere in which the emulsions are stored are increased.
  • Addenda to the photographic material known as stabilizers or antifoggants protect the light-sensitive silver halide emulsions against formation and growth of fog particularly in high sensitive emulsions and in emulsions which are to be stored under conditions of high temperature and humidity as is for instance the case in tropical countries.
  • a monoor dialkali metal salt, a monoor di-ammonium salt, a monoor di-organic ammonium salt for example mono-anilinium salt, dianilinium salt, di-m-chloroanilinium salt, di-p-methoxyanilinium salt, di-p-toluidinium salt, di-mand p-sulphoanilinium salt, di(diethylammonium) salt, di(triethylammonium)salt, dipyridinium salt, etc., and monoor diesters of acetylene dicarboxylic acid provided they are easily dissociating and thus can provide acetylene dicarboxylic acid anions such as the dibenzohydryl ester.
  • the antifoggants or stabilizers of use according to the present invention are generally incorporated into the silver halide emulsion layer of the light-sensitive material.
  • the way in which the compounds of use according to the invention are added to emulsions is not critical and the addition can be made during any step of emulsion preparation; they can be added before or after the emulsion has been optically sensitized, preferably just before coating of the emulsion on a suitable support such as for example paper, glass or film.
  • the compounds of the invention can also be incorporated into another layer of the photographic material, e.g. a gelatin antistress layer or intermediate layer, which is in water-permeable relationship with the said emulsion layer or into one of the processing baths for said photographic material.
  • a gelatin antistress layer or intermediate layer which is in water-permeable relationship with the said emulsion layer or into one of the processing baths for said photographic material.
  • the antifoggants according to the present invention can be used for any type of light-sensitive silver halide material a spectrally sensitized or non-sensitized silver halide material, a silver halide material of use in diffusion transfer processes for the production of silver images and an X-ray silver halide material. They may be used for high speed negative materials as well as for rather low speed positive materials.
  • Various silver salts may be used as light-sensitive salt e.g. silver bromide, silver iodide, silver chloride, or mixed silver halides, e.g. silver chlorobromide or silver bromoiodide.
  • the silver halides are dispersed in the common hydrophilic colloids such as gelatin, casein, zein, polyvinyl alcohol, carboxymethylcellulose, alginic acid, etc., gelatin being however, favoured.
  • the common hydrophilic colloids such as gelatin, casein, zein, polyvinyl alcohol, carboxymethylcellulose, alginic acid, etc., gelatin being however, favoured.
  • the amount of antifoggant employed in the light-sensitive silver halide material depends on the particular type of emulsion and the desired effect and can vary within very wide limits.
  • the optimum amount of antifoggant to be added is best determined for each particular type of emulsion by trial. Generally, the most suitable concentration is between 0.2 millimole and 30 millimoles of antifoggant per mole of silver halide.
  • the light-sensitive emulsions may be chemically as well as optically sensitized. They may be chemically sensitized by effecting the ripening in the presence of small amounts of sulphur containing compounds such as allyl thiocyanate, allyl thiourea, sodium thiosulphate, etc.
  • the emulsions may also be sensitized by means of reductors for instance tin compounds as described in our United Kingdom patent specification 789,823 and small amounts of noble metal compounds such as gold, platinum, palladium, iridium, ruthenium and rhodium.
  • addenda such as hardening agents, Wetting agents, plasticizers, colour couples, developing agents and optical sensitizers can be incorporated into the emulsion in the usual way.
  • the antifoggants according to the present invention are particularly suitable for use in conjunction with compounds Which sensitize the emulsion by development acceleration for example alkylene oxide polymers.
  • alkylene oxide polymers may be of various type.
  • Various derivatives of alkylene oxides may be used to sensitize the silver halide emulsions e.g. alkylene oxide condensation products as described among others in US. patent specifications 2,531,832 and 2,533,990, in United Kingdom patent specifications 920,637, 940,051, 945,340 and 991,- 608 and in Belgian patent specification 648,710.
  • Other compounds that sensitize the emulsion by development acceleration and that are suitable for use in combination with the antifoggants of use according to the invention are the onium derivatives of amino-N-oxides as described in Belgian patent specification 686,520.
  • the stabilizers according to the invention can also be used in conjunction with other known stabilizers for instance with heterocyclic nitrogen containing thioxo compounds such as benzothiazoline-Z-thione and l-phenyl- A -tetrazoline-5-thione, with mercury compounds such as those described in Belgian patent specifications 524,121, 677,337, 707,386 and 709,195 and with compounds of the 3 hydroxytriazolo-pyrimidine type (hydroxyazaindolizines) such as 5-methyl-7 hydroxy-s-triazole[l,5-a] pyrimidine.
  • heterocyclic nitrogen containing thioxo compounds such as benzothiazoline-Z-thione and l-phenyl- A -tetrazoline-5-thione
  • mercury compounds such as those described in Belgian patent specifications 524,121, 677,337, 707,386 and 709,195
  • compounds of the 3 hydroxytriazolo-pyrimidine type such as 5-methyl-7
  • EXAMPLE 1 A conventional photographic gelatino silver bromoiodide emulsion (4.5 mole percent iodide) comprising per kg. an amount of. silver halide equivalent to 50 g. of silver nitrate was divided into two portions A and B. To emulsion portion B was added acetylene dicarboxylic acid diammonium salt in a concentration of 1 mmole per kg. of emulsion whereas to emulsion portion A no antifoggnt was added. Then the emulsions were coated on a conventional support and dried.
  • the values of speed, gradation and fog of the materials A and B formed were determined shortly after preparation and after incubation for 5 days at 57 C. and 34% relative humidity.
  • the values given for the speed are relative values corresponding with density 0.1 above fog; the value of 100 has been given to fresh material A.
  • Example 1 was repeated with the difference however that emulsion B now comprised per kg. of emulsion 2 mmole of acetylene dicarboxylic acid dianilinium salt.
  • the results attained are listed in the following table.
  • the values given for the speed are relative values corresponding with density 0.1 above fog; the value of 100 has been given to the fresh material comprising no antifoggant according to the invention.
  • An emulsion as described in Example 1 was divided into four portions A, B, C and D.
  • To emulsion portions B, C and D were added per kg: 2 mmole of acetylene dicarboxylic acid dimethyl ester, 2 mmole of acetylene dicarboxylic acid diisopropyl ester, and 2 mmole of acetylene dicarboxylic acid dibenzohydryl ester respectively whereas to emulsion portion A no :antifoggant was added.
  • the emulsions were then coated on a film support and dried.
  • the dibenzohydryl ester of acetylene dicarboxylic acid was prepared as follows.
  • Photographic material comprising a support and at least one silver halide emulsion layer containing in said emulsion layer or in a water-permeable layer coated at the same side of the support as the said emulsion layer in an amount sufficient to inhibit fogging a compound selected from the group consisting of acetylene dicarboxylic acid, a mono-or di-alkali metal salt of acetylene dicarboxylic acid, a monoor diammonium salt of dicarboxylic acid, a monoor di-organic ammonium salt of acetylene dicarboxylic acid, and a monoor diester of acetylene dicarboxylic acid which is easily dissociating and provides acetylene dicarboxylic acid anions during the processing of said photographic material.
  • Photographic material according to claim 1 wherein said compound is acetylene dicarboxylic acid.
  • Photographic material according to claim 2 wherein said compound is a rnonoor di-alkali metal salt, a
  • Photographic material according to claim 1, wherein said ester is a monoor dibenzohydryl ester of acetylene dicarboxylic acid.
  • Photographic material according to claim 3, wherein said di-organic ammonium salt is the dianilinium salt of acetylene dicarboxylic acid.
  • Photographic material according to claim 2 wherein said compound is added to the light-sensitive silver halide emulsion layer in an amount between 0.2 and 30 millimoles per mole of silver halide.

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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

PHOTOGRAPHIC MATERIALS COMPRISING A LIGHT-SENSITIVE SILVER HALIDE EMULSION LAYER HAVING IN THE EMULSION LAYER OF IN AN ADJACENT WATER-PERMEABLE LAYER A COMPOUND PROVIDING ACETYLENE DICARBOXYLIC ACID ANIONS ARE DESCRIBED. THESE PHOTOGRAPHIC MATERIALS HAVE DECREASED FOGGING TENDENCY, EVEN UNDER CONDITIONS OF HIGH TEMPERATURE AND HUMIDITY, AND THEIR SENSITIVITY IS PRACTICALLY NOT LOWERED BY THE PRESENCE OF THIS COMPOUND.

Description

United States. Patent Office 3,679,423 Patented July 25, 1972 3,679,423 SILVER HALIDE EMULSION CONTAINING ACETYLENE DICARBOXYLIC ACID ANIONS ANTIFOGGANT Robert Joseph Pollet, Vremde, and Autoon Leon Vandenberghe, Hove, Belgium, assignors to Gevaert-Agfa N.V., Mortsel, Belgium No Drawing. Filed June 22, 1970, Scr. No. 48,541 Claims priority, application Great Britain, July 8, 1969, 34,432/ 69 Int. Cl. G03c 5/30 US. Cl. 96-109 8 Claims ABSTRACT OF THE DISCLOSURE Photographic materials comprising a light-sensitive silver halide emulsion layer having in the emulsion layer or in an adjacent water-permeable layer a compound providing acetylene dicarboxylic acid anions are described. These photographic materials have decreased fogging tendency, even under conditions of high temperature and humidity, and their sensitivity is practically not lowered by the presence of this compound.
This invention relates to the stabilization of photographic materials comprising light-sensitive silver halide emulsions, especially to the reduction of fog formation in photographic materials without giving rise to a noteworthy desensitization.
It is well known that light-sensitive silver halide materials comprising gelation silver halide emulsions layers are subject to fogging. Fogging in general and chemical fogging in particular may be defined as the formation of a uniform deposit of silver on development which is dependent on a whole series of circumstances and factors namely on the nature of the emulsions, on their age, on the conditions under which they have been stored, on the development conditions, etc. For particular development conditions the fog tends to be greater if the time of storage and the temperaure and relative humidity of the atmos phere in which the emulsions are stored are increased.
Addenda to the photographic material known as stabilizers or antifoggants protect the light-sensitive silver halide emulsions against formation and growth of fog particularly in high sensitive emulsions and in emulsions which are to be stored under conditions of high temperature and humidity as is for instance the case in tropical countries.
It has now been found that compounds providing acetylene dicarboxylic acid anions have a favourable antifogging action on light-sensitive silver halide emulsions without causing an objectionable desensitization of the lightsensitive material. These compounds include acetylene dicarboxylic acid itself, as well as easily dissociating derivatives of acetylene dicarboxylic acid e.g. a monoor dialkali metal salt, a monoor di-ammonium salt, a monoor di-organic ammonium salt for example mono-anilinium salt, dianilinium salt, di-m-chloroanilinium salt, di-p-methoxyanilinium salt, di-p-toluidinium salt, di-mand p-sulphoanilinium salt, di(diethylammonium) salt, di(triethylammonium)salt, dipyridinium salt, etc., and monoor diesters of acetylene dicarboxylic acid provided they are easily dissociating and thus can provide acetylene dicarboxylic acid anions such as the dibenzohydryl ester.
The antifoggants or stabilizers of use according to the present invention are generally incorporated into the silver halide emulsion layer of the light-sensitive material. The way in which the compounds of use according to the invention are added to emulsions is not critical and the addition can be made during any step of emulsion preparation; they can be added before or after the emulsion has been optically sensitized, preferably just before coating of the emulsion on a suitable support such as for example paper, glass or film.
Instead of incorporating the compounds of the invention into the emulsion layer they can also be incorporated into another layer of the photographic material, e.g. a gelatin antistress layer or intermediate layer, which is in water-permeable relationship with the said emulsion layer or into one of the processing baths for said photographic material.
The antifoggants according to the present invention can be used for any type of light-sensitive silver halide material a spectrally sensitized or non-sensitized silver halide material, a silver halide material of use in diffusion transfer processes for the production of silver images and an X-ray silver halide material. They may be used for high speed negative materials as well as for rather low speed positive materials. Various silver salts may be used as light-sensitive salt e.g. silver bromide, silver iodide, silver chloride, or mixed silver halides, e.g. silver chlorobromide or silver bromoiodide.
The silver halides are dispersed in the common hydrophilic colloids such as gelatin, casein, zein, polyvinyl alcohol, carboxymethylcellulose, alginic acid, etc., gelatin being however, favoured.
The amount of antifoggant employed in the light-sensitive silver halide material depends on the particular type of emulsion and the desired effect and can vary within very wide limits. The optimum amount of antifoggant to be added is best determined for each particular type of emulsion by trial. Generally, the most suitable concentration is between 0.2 millimole and 30 millimoles of antifoggant per mole of silver halide.
The light-sensitive emulsions may be chemically as well as optically sensitized. They may be chemically sensitized by effecting the ripening in the presence of small amounts of sulphur containing compounds such as allyl thiocyanate, allyl thiourea, sodium thiosulphate, etc. The emulsions may also be sensitized by means of reductors for instance tin compounds as described in our United Kingdom patent specification 789,823 and small amounts of noble metal compounds such as gold, platinum, palladium, iridium, ruthenium and rhodium.
Other addenda such as hardening agents, Wetting agents, plasticizers, colour couples, developing agents and optical sensitizers can be incorporated into the emulsion in the usual way.
The antifoggants according to the present invention are particularly suitable for use in conjunction with compounds Which sensitize the emulsion by development acceleration for example alkylene oxide polymers. These alkylene oxide polymers may be of various type. Various derivatives of alkylene oxides may be used to sensitize the silver halide emulsions e.g. alkylene oxide condensation products as described among others in US. patent specifications 2,531,832 and 2,533,990, in United Kingdom patent specifications 920,637, 940,051, 945,340 and 991,- 608 and in Belgian patent specification 648,710. Other compounds that sensitize the emulsion by development acceleration and that are suitable for use in combination with the antifoggants of use according to the invention are the onium derivatives of amino-N-oxides as described in Belgian patent specification 686,520.
The stabilizers according to the invention can also be used in conjunction with other known stabilizers for instance with heterocyclic nitrogen containing thioxo compounds such as benzothiazoline-Z-thione and l-phenyl- A -tetrazoline-5-thione, with mercury compounds such as those described in Belgian patent specifications 524,121, 677,337, 707,386 and 709,195 and with compounds of the 3 hydroxytriazolo-pyrimidine type (hydroxyazaindolizines) such as 5-methyl-7 hydroxy-s-triazole[l,5-a] pyrimidine.
The following examples illustrate the invention.
EXAMPLE 1 A conventional photographic gelatino silver bromoiodide emulsion (4.5 mole percent iodide) comprising per kg. an amount of. silver halide equivalent to 50 g. of silver nitrate was divided into two portions A and B. To emulsion portion B was added acetylene dicarboxylic acid diammonium salt in a concentration of 1 mmole per kg. of emulsion whereas to emulsion portion A no antifoggnt was added. Then the emulsions were coated on a conventional support and dried.
The values of speed, gradation and fog of the materials A and B formed were determined shortly after preparation and after incubation for 5 days at 57 C. and 34% relative humidity. The values given for the speed are relative values corresponding with density 0.1 above fog; the value of 100 has been given to fresh material A.
Development occurred at C. for 5 min. in a developing solution having the following composition:
Water800 ccs. p-Monomethylaminophenol sulphate-1.5 g. Sodium sulphite (anhydrous)50 g. Hydroquinone6 g.
Sodium carbonate (anhydrous)-32 g. Potassium bromide-2 g.
Water to make-1000 ccs.
TABLE Fresh material Incubated material Material Fog Gradation Speed Fog Gradation Speed $333331: 333 iii? 32 33?; i235 From these results it clearly appears that the acetylene dicarboxylic acid diammonium salt has a favourable antifogging action. ,When using instead of the acetylene dicarboxylic acid diammonium salt, the disodium salt or monopotassium salt of acetylene dicarboxylic acid, a same favourable antifogging action was observed.
EXAMPLE 2 Example 1 was repeated with the difference however that emulsion B now comprised per kg. of emulsion 2 mmole of acetylene dicarboxylic acid dianilinium salt.
The results attained are listed in the following table. The values given for the speed are relative values corresponding with density 0.1 above fog; the value of 100 has been given to the fresh material comprising no antifoggant according to the invention.
Fresh material Incubated material Material Fog Gradation Speed Fog Gradation Speed The above results show that the dianilinium salt of acetylene dicarboxylic acid has a favourable antifogging action without causing desensitization.
EXAMPLE 3 Incubated material Speed Fresh material Gradatdon Speed Fog Gradation Material Fog EXAMPLE 4 This example proves that derivatives of acetylene di carboxylic acids that are not easily dissociating and thus do not provide acetylene dicarboxylic acid anions are unsuitable for use as antifoggants in that they are completely inert and do not inhibit fog formation.
An emulsion as described in Example 1 was divided into four portions A, B, C and D. To emulsion portions B, C and D were added per kg: 2 mmole of acetylene dicarboxylic acid dimethyl ester, 2 mmole of acetylene dicarboxylic acid diisopropyl ester, and 2 mmole of acetylene dicarboxylic acid dibenzohydryl ester respectively whereas to emulsion portion A no :antifoggant was added.
The emulsions were then coated on a film support and dried.
The values of the fog produced in the materials A, B, C and D were determined shortly after preparation and after incubation for 5 days at 57 C. and 34% relative humidity. The results are listed in the table below.
Development occurred as described in Example 1.
TABLE These results show that only the dibenzohydryl ester has an antifogging action since it can provide acetylene dicarboxylic acid anions whereas the dimethyl ester and diisopropyl ester are fully inert.
The dibenzohydryl ester of acetylene dicarboxylic acid was prepared as follows.
To 500 m. of anhydrous benzene, 2 g. of p-toluene sulphonic acid monohydrate were added. The benzene was distilled off until the p-toluenesulphonic acid was dehydrated. Then, 36.8 g. (0.2 mole) of'benzohydrylalcohol and 11.4 g. (0.1 mole) of acetylene dicarboxylic acid were added and the reaction mixture refluxed for 16 hours while distilling off the azeotropic mixture of water and alcohol. The mixture was concentrated by evaporation and the dibenzohydryl ester of acetylene dicarboxylic acid obtained was recrystallized from n-hexane.
Yield: 24 g. (53%). Melting point: 79 C.
We claim:
1. Photographic material comprising a support and at least one silver halide emulsion layer containing in said emulsion layer or in a water-permeable layer coated at the same side of the support as the said emulsion layer in an amount sufficient to inhibit fogging a compound selected from the group consisting of acetylene dicarboxylic acid, a mono-or di-alkali metal salt of acetylene dicarboxylic acid, a monoor diammonium salt of dicarboxylic acid, a monoor di-organic ammonium salt of acetylene dicarboxylic acid, and a monoor diester of acetylene dicarboxylic acid which is easily dissociating and provides acetylene dicarboxylic acid anions during the processing of said photographic material.
2. Photographic material according to claim 1, wherein said compound is acetylene dicarboxylic acid.
3. Photographic material according to claim 2, wherein said compound is a rnonoor di-alkali metal salt, a
monoor di-ammonium salt or a monoor di-organic ammonium salt of acetylene dicarboxylic acid.
4. Photographic material according to claim 1, wherein said ester is a monoor dibenzohydryl ester of acetylene dicarboxylic acid.
5. Photographic material according to claim 3, wherein said di-organic ammonium salt is the dianilinium salt of acetylene dicarboxylic acid.
6. Photographic material according to claim 2, wherein said compound is added to the light-sensitive silver halide emulsion layer in an amount between 0.2 and 30 millimoles per mole of silver halide.
7. Photographic material according to claim 1, wherein said material also comprises a development accelerator of the polyoxyalkylene type.
6 8. Photographic material according to claim 1, wherein said emulsion layer is a gelatino silver halide emulsion layer.
References Cited UNITED STATES PATENTS 3,212,900 10/1965 Oguchi et a1. 96-109 2,919,985 1/1960 Dersch 96-665 10 NORMAN G. TORCHIN, Primary Examiner W. H. LOUIE, JR., Assistant Examiner US. Cl. X.R.
US48541A 1969-07-08 1970-06-22 Silver halide emulsion containing acetylene dicarboxylic acid anions antifoggant Expired - Lifetime US3679423A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3443269 1969-07-08

Publications (1)

Publication Number Publication Date
US3679423A true US3679423A (en) 1972-07-25

Family

ID=10365582

Family Applications (1)

Application Number Title Priority Date Filing Date
US48541A Expired - Lifetime US3679423A (en) 1969-07-08 1970-06-22 Silver halide emulsion containing acetylene dicarboxylic acid anions antifoggant

Country Status (4)

Country Link
US (1) US3679423A (en)
BE (1) BE752850A (en)
DE (1) DE2032078A1 (en)
FR (1) FR2056283A5 (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3910790A (en) * 1973-01-30 1975-10-07 Agfa Gevaert Ag Color photographic materials processed in the presence of anti-color fogging agents
US3955983A (en) * 1971-04-02 1976-05-11 Fuji Photo Film Co., Ltd. Process for forming a color image on an exposed photosensitive material
US4126463A (en) * 1976-09-14 1978-11-21 Agfa-Gevaert Aktiengesellschaft Method of stabilizing photographic silver halide emulsion layers
US4256830A (en) * 1977-11-22 1981-03-17 Agfa-Gevaert, A.G. Photographic material containing a stabilizer

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS59180549A (en) * 1983-03-31 1984-10-13 Fuji Photo Film Co Ltd Heat developable color photosensitive material
JPS59180537A (en) * 1983-03-31 1984-10-13 Fuji Photo Film Co Ltd Base precursor for thermodeveloping photosensitive material

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3955983A (en) * 1971-04-02 1976-05-11 Fuji Photo Film Co., Ltd. Process for forming a color image on an exposed photosensitive material
US3910790A (en) * 1973-01-30 1975-10-07 Agfa Gevaert Ag Color photographic materials processed in the presence of anti-color fogging agents
US4126463A (en) * 1976-09-14 1978-11-21 Agfa-Gevaert Aktiengesellschaft Method of stabilizing photographic silver halide emulsion layers
US4256830A (en) * 1977-11-22 1981-03-17 Agfa-Gevaert, A.G. Photographic material containing a stabilizer
USRE31514E (en) * 1977-11-22 1984-01-31 Agfa-Gevaert Aktiengesellschaft Photographic material containing a stabilizer

Also Published As

Publication number Publication date
BE752850A (en) 1971-01-04
DE2032078A1 (en) 1971-01-28
FR2056283A5 (en) 1971-05-14

Similar Documents

Publication Publication Date Title
US3226232A (en) Fog reduction in silver halide emulsions with a diphenyldisulfide dicarboxylic acid
EP0190375B1 (en) Substituted triazolopyrimidines and their use in light-sensitive photographic elements
US3499761A (en) Silver halide emulsions containing alkyl esters of benzimidazole carbamic acid antifogging agents
US2732303A (en) Antifoggevg and hardening agents for
US2981624A (en) Antifoggants and stabilizers for photographic silver halide emulsion
US3679423A (en) Silver halide emulsion containing acetylene dicarboxylic acid anions antifoggant
US3615616A (en) Photographic light-sensitive silver halide material
US2566658A (en) Silver halide emulsions containing antifogging agents
US2955036A (en) Fog reduction in photographic silver halide emulsions
US3271154A (en) Antifogging and stabilizing agents for photography
US2566659A (en) Silver halide emulsions containing antifogging agents
US3761277A (en) Silver halide emulsion containing a sulpho substituted disulphide as stabilizer
US3728126A (en) Silver halide emulsion containing an organic selenium compound antifogging agent
US2897081A (en) Antifogging agent and bactericide for photographic emulsions
US3161520A (en) Fog reduction in photographic silver halide emulsions
US2743180A (en) Pentazaindene stabilizers for photo-graphic emulsions sensitized with alkylene oxide polymers
US3226231A (en) Fog reduction in silver halide emulsions with 3-mercaptobenzoic acid
US3060028A (en) Stabilized photographic silver halide emulsions containing iodine complexes of poly-n-vinyl-2-oxazolidinones
US3026201A (en) Antifoggants and stabilizers for photographic silver halide emulsions
US2887378A (en) Photographic silver halide emulsions containing thiol compounds
US3051570A (en) Antifoggants and stabilizers for photographic silver halide emulsions
US3573056A (en) Tetraazaindene-stabilized silver halide photographic emulsions
JPS6122293B2 (en)
US3311474A (en) Photographic material
US3554758A (en) Photographic light-sensitive material