US3652278A - Pre-development process for reducing fog in silver halide photographic materials - Google Patents

Pre-development process for reducing fog in silver halide photographic materials Download PDF

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Publication number
US3652278A
US3652278A US743043A US3652278DA US3652278A US 3652278 A US3652278 A US 3652278A US 743043 A US743043 A US 743043A US 3652278D A US3652278D A US 3652278DA US 3652278 A US3652278 A US 3652278A
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United States
Prior art keywords
compound
silver halide
group
photographic
halide photographic
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Expired - Lifetime
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US743043A
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English (en)
Inventor
Toshiaki Asano
Kazushige Uenaka
Tomomasa Usami
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Fujifilm Holdings Corp
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Fuji Photo Film Co Ltd
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Publication of US3652278A publication Critical patent/US3652278A/en
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    • 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
    • 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

Definitions

  • plywood is now used for making various types of furniture such as chest of drawers, desks, cabinets, and the like.
  • the adhesives used in plywood furniture generally contain formalin as a hardener, such as in melamineformaldehyde resin'combinations or in phenol-formaldehyde resin combinations.
  • formalin is also used in furniture to provide insecticidal and antiseptic-effects.
  • an object of the present invention is to provide a means for reducing the fog produced in photographic materials, especially when the materials are stored in contact with formaldehyde gas.
  • a further object is to provide a method for stabilizing photographic materials during storage under such conditions.
  • a still further object is to provide a means for stabilizing the speed and contrast of the materials so stored.
  • the compounds capable of reacting with formaldehyde gas are described in, for example, 1. Frederick Wolker, Fonnaldehyde, Reinhold publishing corporation, New York, 1953.
  • the examples thereof are (l) inorganic materials such as sodium sulfite, hydrazine hydrochloride, hydroxylamine hydrochloride, and the like; (2) aliphatic hydroxy compounds and mercaptans, such as alcohols, glycols, glycerines, mannitol, mercaptan, and the like; (3) ketones such as acetone, methylisobutyl ketone, cyclohexanone, acetylacetone, dimedone, and the like; (4) phenols such as phenol, 3,5- xylenol, mesitol, a-naphthol, 2,3-dihydroxynaphthalene, and the like; (5) carboxylic acids, acid
  • At least one of the aforesaid compounds is incorporated in a suitable concentration into a coating solution of a layer of the photographic material, such as, a silver halide emulsion layer, a subbing layer, an intermediate layer between two silver halide emulsion layers, a protective coating, and a filter layer.
  • a coating solution may be applied to a support such as glass plate, cellulose acetate film, polyethylene terephthalate film, baryta paper, and the like.
  • the above compound may also be impregnated or diffused into the photographic layer of a photographic light-sensitive material.
  • the compounds of our invention may be added at any stage of the preparation of the said photographic materials.
  • the additive can be added that the solution of the said compounds is added to the coating solution just before coating.
  • the fog-inhibiting agents of the present invention can be used in the preparation of both black and white and color photographic materials.
  • they may be used in photographic emulsions containing color couplers or color-forming compounds fast to diffusion, which are wellknown in the art, and capable of reacting with the aromatic amino developing agents to form color images, or in photographic emulsions which are developed in color developers containing color couplers, which are also well-known in the art.
  • the fog-inhibiting agents which we have described may be used in various kinds of silver halide photographic materials. In addition to being useful in ordinary nonsensitive materials, they may also be used in orthochromatic, panchromatic and X-ray materials.
  • Various silver halides may be used as the sensitive salt, such as silver bromide, silver iodide, silver chloride and mixtures of these.
  • the dispersing agent may be gelatin or another colloid such as polyvinyl alcohol, albumin, polyacrylamide, etc.
  • the silver halide photographic emulsions which may be used may be chemically sensitized by any of the accepted procedures. For example, the emulsions may be digested with naturally active gelatin, or sulfur compounds, such as sodium thiosulfate.
  • the emulsions may also be chemically sensitized with gold salts such as potassium aurithiocyanate.
  • gold salts such as potassium aurithiocyanate.
  • the photographic materials according to our invention may also contain other agents known in the art, such as stabilizing agents, hardening agents, coating aids and the like.
  • the aforesaid anti-fogging agents of our invention might selectively react with formalin gas, whereby the formation of fog by the presence of formaldehyde gas is prevented as well as the undesired overhardening of gelatin layers by the formaldehyde gas.
  • N,N'-ethylene urea fog control 0.20 50 ml. 0.16 I00 ml. 0.") I50 ml. 0.08 "200 ml. 0.06
  • EXAMPLE 2 g A solution of 20 g..of potassium chloride, 7 g. of potassium bromide and 8 g. of gelatin in 230 ml. of distilled water was maintained at 55 C., whereupon a solution of 50 g. of silver nitrate in 920 ml. of distilled water was added over a period of 15 minutes while stirring. The temperature was maintained at 42 C. After the addition of 100 g. of gelatin, the emulsion was stirred for an additional 15 minutes, chilled with ice, shredded and washed with running water, until the conductivity of the emulsion was 1,500 microhms/cm. The emulsion was thereafter remelted.
  • the coating composition thus prepared 1 kg.) was further mixed with the amounts indicated in the following table of a 5 percent aqueous solution of N,N-ethyle'ne urea, and then coated on cellulose triacetate film base which had previously been given a subcoating, and dried to produce a thin emulsion layer of about 5 microns thickness.
  • the resulting coatings were incubated as in Example 1, and developed for 12 minutes at 20 C. in a developer of the following composition;
  • Hydroxylamine hydrochloride l.4 g. Sodium sulfite (anhydrous) 2.0 g. Potassium carbonate 25.0 g. Potassium bromide 2.0 g. Diethyl-p-phenylenediamine sulfate 3.2 g. Water to make l.0 liter N.N'-eihylene urea fog 0 (control) 0.92 50 ml. 0.65 100ml. 0.44 150 ml. 0.38 200 ml. 0.33
  • the coating composition thus prepared (1 kg.) was further mixed with 50 ml., 100 ml., ml., and 200 ml., respectively, of a 5 percent aqueous solution of 2,3-dihydroxy-naphthalene, and then applied topolyethyleneterephthalate film base which had previously been given a subcoating, and dried to produce a thin emulsion layer (3 10.5 microns).
  • the resulting coatings were incubated as in Example 1, and developed in a D-76 type developer for 10 minutes at 20 C. The fog densities of the resulting strips were measured and the-results obtained shown in the following table.
  • EXAMPLE 4 ml. of a 10 percent aqueous solution of chrome alum as a hardening agent per l'mole of silver halide.
  • the coating composition thus prepared (1 kg.) was further mixed with 50 ml., 100 ml., 150 ml., and 200 ml., respectively, of a 5 percent methanolic solution of dimedone and then coated on cellulose triacetate film base which had been previously given a subcoating, and dried to produce a thin emulsion layer (4.0 1': 0.5 microns).
  • Example II The resulting coatings were incubated as in Example I, and developed in a D'76 type developer, for 5 minutes at 22 C. The fog densities of the films were then measured. The results obtained are shown in the following table:
  • An undeveloped light-sensitive silver halide photographic material comprising a support bearing thereon photographic layers containing in at least one layer thereof a photographically compatible compound capable of reacting with and fixing formaldehyde gas, whereby upon storing said undeveloped material the formation of fog due to the presence of formaldehyde under the storage conditions is reduced.
  • gelatino silver halide emulsion layer contains a color forming compound which is fast to diffusion and which is capable of reacting with the product of aromatic amino developing agents to form a colored image.
  • the light-sensitive silver halide photographic material of claim 1 whereinthe amount of said compound is from 0.01 g. to g. per 1 square meter of said material.
  • said compound is a ketone selected from the group consisting of acetone, methylisobutyl ketone, cyclohexanone, acetylacetone and l ,1-dimethyl-3 ,S-diketocyclohexane.
  • a process for reducing fog in an undeveloped light-sensitive silver halide photographic material comprising a support bearing thereon photographic layers which comprises:

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  • 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)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)
US743043A 1967-07-08 1968-07-08 Pre-development process for reducing fog in silver halide photographic materials Expired - Lifetime US3652278A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP4390267 1967-07-08

Publications (1)

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US3652278A true US3652278A (en) 1972-03-28

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US (1) US3652278A (de)
BE (1) BE717804A (de)
DE (1) DE1772816A1 (de)
FR (1) FR1582169A (de)
GB (1) GB1230395A (de)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4355100A (en) * 1980-01-16 1982-10-19 Konishiroku Photo Industry Co., Ltd. Silver halide color photographic material
DE3148108A1 (de) * 1981-12-04 1983-06-16 Agfa-Gevaert Ag, 5090 Leverkusen Fotografisches aufzeichnungsmaterial mit einem aldehydentfernungsmittel
US4418142A (en) * 1980-10-08 1983-11-29 Agfa Gevaert Aktiengesellschaft Light-sensitive photographic silver halide recording material
US4464463A (en) * 1982-07-26 1984-08-07 Fuji Photo Film Co., Ltd. Silver halide color photographic light-sensitive material
US4490460A (en) * 1982-03-03 1984-12-25 Konishiroku Photo Industry Co., Ltd. Silver halide color photographic materials
US6130023A (en) * 1993-12-17 2000-10-10 Agfa-Gevaert, N.V. Method for making lithographic printing plates according to the silver salt diffusion transfer process
US20090023566A1 (en) * 2007-07-17 2009-01-22 Phillip Florczak Exercise system and related methods

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2403927A (en) * 1942-12-03 1946-07-16 Ilford Ltd Improvers for photographic emulsions
BE633682A (fr) * 1962-06-18 1963-12-17 Ciba Geigy Procédé de préparation de produits de condensation polymères, solubles dans l'eau, à partir d'éthylène-urée et d'aldéhydes
US3141771A (en) * 1961-02-01 1964-07-21 Eastman Kodak Co Aldehyde scavengers for photographic silver halide developers
US3459549A (en) * 1967-07-13 1969-08-05 Eastman Kodak Co Bridged dihydroxynaphthalene and bridged dihydroxyanthracene silver halide developing agents and antifoggants

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2403927A (en) * 1942-12-03 1946-07-16 Ilford Ltd Improvers for photographic emulsions
US3141771A (en) * 1961-02-01 1964-07-21 Eastman Kodak Co Aldehyde scavengers for photographic silver halide developers
BE633682A (fr) * 1962-06-18 1963-12-17 Ciba Geigy Procédé de préparation de produits de condensation polymères, solubles dans l'eau, à partir d'éthylène-urée et d'aldéhydes
US3459549A (en) * 1967-07-13 1969-08-05 Eastman Kodak Co Bridged dihydroxynaphthalene and bridged dihydroxyanthracene silver halide developing agents and antifoggants

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Mees, C. The Theory Of The Photographic Process, 1954, pp. 548 551 *

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4355100A (en) * 1980-01-16 1982-10-19 Konishiroku Photo Industry Co., Ltd. Silver halide color photographic material
USRE31893E (en) * 1980-01-16 1985-05-21 Konishiroku Photo Industry Co., Ltd. Silver halide color photographic material
US4418142A (en) * 1980-10-08 1983-11-29 Agfa Gevaert Aktiengesellschaft Light-sensitive photographic silver halide recording material
DE3148108A1 (de) * 1981-12-04 1983-06-16 Agfa-Gevaert Ag, 5090 Leverkusen Fotografisches aufzeichnungsmaterial mit einem aldehydentfernungsmittel
US4414309A (en) * 1981-12-04 1983-11-08 Agfa-Gavaert Aktiengesellschaft Photographic recording material containing an aldehyde remover
US4490460A (en) * 1982-03-03 1984-12-25 Konishiroku Photo Industry Co., Ltd. Silver halide color photographic materials
US4464463A (en) * 1982-07-26 1984-08-07 Fuji Photo Film Co., Ltd. Silver halide color photographic light-sensitive material
US6130023A (en) * 1993-12-17 2000-10-10 Agfa-Gevaert, N.V. Method for making lithographic printing plates according to the silver salt diffusion transfer process
US20090023566A1 (en) * 2007-07-17 2009-01-22 Phillip Florczak Exercise system and related methods

Also Published As

Publication number Publication date
DE1772816A1 (de) 1970-10-22
FR1582169A (de) 1969-09-26
BE717804A (de) 1968-12-16
GB1230395A (de) 1971-04-28

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