US3161513A - Photographic developer compositions containing an antistain agent - Google Patents

Photographic developer compositions containing an antistain agent Download PDF

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US3161513A
US3161513A US97421A US9742161A US3161513A US 3161513 A US3161513 A US 3161513A US 97421 A US97421 A US 97421A US 9742161 A US9742161 A US 9742161A US 3161513 A US3161513 A US 3161513A
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developer
silver halide
dihydroxybenzophenone
photographic
kodak
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Richard W Henn
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Eastman Kodak Co
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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
    • G03C5/00Photographic processes or agents therefor; Regeneration of such processing agents
    • G03C5/26Processes using silver-salt-containing photosensitive materials or agents therefor
    • G03C5/29Development processes or agents therefor
    • G03C5/305Additives other than developers

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  • This invention relates to photographic developer comnited States Patent positions and more particularly to nonstaining photographic developer compositions for black and White photographic emulsions.
  • the silver stain or scum is more likely to be produced in used photographic developer solutions than in fresh photographic developer solutions and becomes increasingly pronounced with extended developing times. Further, aged silver halide negative photographic films have a greatertendency to produce silver stain than the corresponding fresh silver halide negative photographic films.
  • a particular object is to prevent the formation of stain when silver halide negative emulsions are developed.
  • a further object is to provide photographic developer compositions containing an agent which prevents or greatly reduces staining.
  • Another object is to provide fine grain photographic developer compositions of improved properties.
  • a further object is to provide a process for developing silver halide emulsions, especially silver halide neg tive emulsions, under conditions having considerable solvent action for silver halide, in the presence of an agent which effectively inhibits staining.
  • 2,4-dihydroxybenzophcnone etfectively inhibits the formation of the stain or scum which is frequently produced when high speed silver halide negative emulsions are developed under conditions having considerable solvent action for the silver halide.
  • 2,4-dihydroxybenzophenone inhibits or prevents the formation of the stain or scum which is ordinarily produced when high speed silver halide negative emulsions are developed in fine grain photographic developer solutions which exert considerable solvent action for the silver halide.
  • the 2,4-dihydroxybenzophenone is normally added to the developer composition. However, it may be incorporated in the photo-graphic emulsion. As the developer solution becomes exhausted it can be renewed by the addition of a developer-replenisher solution con taining a suitable amount of 2,4-dihydroxybenzophenone.
  • 2,4-dihydroxybenzophenone also efiectively inhibits the formation of the stain or scum ddhlfild Patented Dec. 15, 1964 that tends to be formed when high speed black-and-white silver halide printing papers are developed in a developer solution having considerable solvent action for the silver halide. While 2,4-dihydroxybenzophenone is of most utility when used in connection with the development of silver halide emulsions which are most likely to produce stain or scum it can be usefully employed in the development of any silver halide emulsion which tends to produce stain or scum.
  • the amount of 2,4-dihydroxybenzophenone used varies from about 0.02 to about 5.0 grams per liter of developing solution.
  • the preferred range is from about 0.1 to about 1.0 gram per liter of developing solution.
  • the addition of even the lowest concentration of 2,4-dihydroxybenzophenone material ly reduces the intensity of the stain. Higher concentrations frequently entirely prevent staining.
  • 2,4-dihydroxybenzophenone has powerful antistain action, has suitable physical properties, may be employed in low concentrations and has little sensitometnic etfefi.
  • Illustrative of the silver halide negative emulsions that can be advantageously developed in the presence of 2,4- dihydroxybenzophenone are the emulsions present in Ko dak Panatomic-X, Kodak Verichrome Pan, Kodak Plus- X Pan, Kodak Tri-X Pan, Kodak Royal-X Pan, Ansco All-Weather Pan, Ansco Super Hypan, Ansco Superpan Press, Gevaent X-L Pan, llford HP-S, llford HPS and Ilford FP-B photographic film. All of these photographic films have negative speed silver bromoiodide emulsions. They are merely illustrative and not limitative of the photographic films that can'be developed with advantage in the presence of 2,4-dil1ydroXybenzophenone.
  • Printing papers containing high speed silver bromoiodide emulsions are illustrative of the printing papers that can be developed with advantage in the presence of 2,4-dihydroxybenzophenone.
  • photographic films mentioned hereinbefore and other brands of photographic film corresponding thereto have high speed silver halide negative emulsions even though the various emulsions vary greatly in their speed ratings.
  • the use of 2,4-dihydroxybenzophenone as an antistaining agent is not restricted to any particular photographic developer or class of photographic developers. So far as I am aware it can be used with miy of the known photographic developers.
  • the photographic developer solution can have the agents usually present therein, e.g. photographic developer, a preservative such as sodium sulfite and an alkaline agent such as sodium hydroxide or sodium carbonate. Other ingredients such as potassium bromide, benzotriazole or toners, for example, can also be present.
  • Hydroquinone, pmamethylaminophenol sulfate, paraphenylenediamine, p-aminophenol, l-phenyl- Z-pyrazolidone, 4,4-dimethyl-l-phenyl-3-pyrazolidone, lphenyl 4 ethyl 3 pyrazolidone, 2,4 diaminophenol and pyrogallol are illustrative of the developing agents that can be employed.
  • Mixtures of developing agents such as hydroquinone and paramethylaminophenol sulfate, and 4,4-dimethyl-l-phenyl-3-pyrazolidone and hydro quinone, for example, can be employed.
  • Sodium thiocyanate, potassium thiocyanate, ammonium thiocyanate, sodium chloride, ammonium chloride, ethylene diamine, 1,3,5-triaminobenzene, ethanolarnine, diethanolamine, sodium thiosulfate and sodium sulfite are illustrative of the silver halide solvents that can be presout during the development step.
  • a solution of Kodak Developer DK-50 containing 0.2 gram of 2,4-dihydroxybenzophenone per liter of developer solution was exhausted by the processing of successive rolls of Kodak Verichrome Pan Film having 80 square inches of emulsion per roll. After each roll of film was developed 11 cc. of Kodak Replenisher DK- 50R solution, modified by the addition of 0.5 gram of 2,4- dihydroxybenzophenone per liter of solution, were added to the developer solution. No stain was encountered at any stage of the processing, even after developing the equivalent of 400 rolls per gallon of the starting developer solution. By contrast, the unmodified Kodak Developer DK-50 and unmodified Kodak Replenisher DK-SOR used as a control produced high dichroic silver stain.
  • Kodak Developer DK-50 and Kodak Replenisher DK- 50R are described, for example, in the Kodak Data Book, th edition (first 1960 printing), entitled Processing Chemicals and Formulas for Blackand-White Photography.
  • the 2,4-dihydroxybenzophenone antistaining or antiscumming agent of my invention can be added to combined developing and fixing compositions and to combined developing and stabilizing compositions.
  • 2,4-dihydroxybenzophenone may be added to the monobath compositions disclosed, for example, in Haist et a1.
  • Some of these combined developer and fixer or developer and stabilizer compositions can be prepared in dry form for making working solutions.
  • Kodak Developer DK-50 contains the following ingredients per liter of solution.
  • the 2,4-dihydroxybenzophenone antista'ining agent of my invention may be incorporated in stable, dry, single powder photographic developer compositions of the types described, for example, by Kridel et al. US. Patents 2,666,702 and 2,666,703, issued January 19, 1954, Wiitala et al. US. Patents 2,682,464 and 2,682,465, issued June 29, 1954, Henn et al. US. Patent 2,685,513, issued August 3, 1954, and Baxendale et al. US. Patent 2,816,- 026, issued December 10, 1957.
  • compositions for Kodak Developer SD-21 and Kodak Developer SD-28 are given hereinafter.
  • compositions for Kodak Developer D-23, Kodak Developer D-25 and Kodak Developer 13-76 are given hereinafter.
  • a photographic developing solution containing an organic silver halide photographic developer selected-from the group consisting of hydroquinone, 'paramethylaminophenol sulfate, paraphenylenediamine, p-aminophenol, 2,4-diaminophenol, pyrogallol and a 1-phenyl-3 pyraz olidone, a silver halide solvent in sufficient amount to exert considerable solvent action for silver halide and from about 0.02to about 5.0 grams of 2,4-dihydroxy benzophenone per liter of the developing solution.
  • a photographic developing solution containing an organic silver halide photographic developer selected from the group consisting of hydroquinone, paramethylaminophenol sulfate, paraphenylenediamine, p-aminophenol, 2,4-diaminophenol, pyrogallol and a l-phenyl 3 pyrazolidone, a silver halide solvent in sufficient amount to exert considerable solvent action for silver halide and from about 0.1 to about 1.0 gram of 2,4-dihydroxybenzophenone per liter of the developing solution.
  • an organic silver halide photographic developer selected from the group consisting of hydroquinone, paramethylaminophenol sulfate, paraphenylenediamine, p-aminophenol, 2,4-diaminophenol, pyrogallol and a l-phenyl 3 pyrazolidone, a silver halide solvent in sufficient amount to exert considerable solvent action for silver halide and from about 0.1 to about 1.0 gram of 2,4-d
  • aqueous solution comprising an alkaline material, an organic silver halide photographic developer selected from the group consisting of hydroquinone, paramethylaminophenol sulfate, paraphenylenediamine, p-aminophenol, 2,4-diamino henol, pyrogallol and a l-p-henyl 3 pyrazolidone, sodium sulfite in sufficient amount to exert considerable solvent action for silver halide and from about 0.02 to about 5.0 grams of 2,4-dihydroxybenzophenone per liter of the developer solution.
  • an organic silver halide photographic developer selected from the group consisting of hydroquinone, paramethylaminophenol sulfate, paraphenylenediamine, p-aminophenol, 2,4-diamino henol, pyrogallol and a l-p-henyl 3 pyrazolidone, sodium sulfite in sufficient amount to exert considerable solvent action for silver halide and from
  • aqueous solution comprising paramethylaminophenol sulfate, an alkaline material, sodium sulfite in suflicient amount to exert considerable action for silver halide and from about 0.02 to about 5.0 grams of 2,4-dihydroxybenzophenone per liter of the developer solution.
  • an organic silver halide photographic developer selected from the group consisting of hydroquinone, paramethylaminophenol sulfate, paraphenylenediamine, p-aminophenol, 2,4-diaminophenol, pyrogallol and a l-phenyl-S-pyrazolidone, under conditions which exert considerable solvent action for the silver halide the improvement which consists in carrying out the developing reaction in the presence of from about 0.02 to about 5.0 grams of 2,4-dihydroxybenzophenone per liter of the developer solution.

Description

3,?ll,5l3 EHQTGGRAKHLC DEVELGEER QBMPUSITKUNS fiflNTAENENG AN ANTEE'TAJN AGENT Richard W. Henri, Rochester, Nil Z, assign-or to Eastman Kodak Company, Rochester, Nit 1., a corporation oi New .llersey No Drawing. Filed Mar. 22, 1961, Ser. No. 97,421
4; (Claims. (Qt. se -s1) This invention relates to photographic developer comnited States Patent positions and more particularly to nonstaining photographic developer compositions for black and White photographic emulsions.
When silver halide negative emulsions are developed under conditions having considerable solvent action for the silver halide a silver stain or scum tends to be formed. This is particularly so when high speed silver halide negative emulsions are developed in fine grain photographic developers which exert considerable solvent action for the silver halide. The stain is usually metallic by refiected light, and yellow or brown by transmitted light, and may have considerable printing density.
While high speed negative silver halide emulsions are most subject to staining nearly all silver halide emulsions may develop a scum or stain when developed in a developer solution having considerable solvent action for the silver halide. Thus, high speed black-and-White silver halide printing papers tend to stain when developed in a developer solution containing surficient solvent for the silver halide. Accordingly, the utility-of the nonstaining photographic developer compositions of the invention is not restricted to the development of hi h speed negative silver halide emulsions.
The silver stain or scum, usually referred to herein simply as stain, is more likely to be produced in used photographic developer solutions than in fresh photographic developer solutions and becomes increasingly pronounced with extended developing times. Further, aged silver halide negative photographic films have a greatertendency to produce silver stain than the corresponding fresh silver halide negative photographic films.
It is an object of this invention to prevent the formation of stain when silver halide emulsions are developed. A particular object is to prevent the formation of stain when silver halide negative emulsions are developed. A further object is to provide photographic developer compositions containing an agent which prevents or greatly reduces staining. Another object is to provide fine grain photographic developer compositions of improved properties. A further object is to provide a process for developing silver halide emulsions, especially silver halide neg tive emulsions, under conditions having considerable solvent action for silver halide, in the presence of an agent which effectively inhibits staining.
1 have discovered that 2,4-dihydroxybenzophcnone etfectively inhibits the formation of the stain or scum which is frequently produced when high speed silver halide negative emulsions are developed under conditions having considerable solvent action for the silver halide. Thus, 2,4-dihydroxybenzophenone inhibits or prevents the formation of the stain or scum which is ordinarily produced when high speed silver halide negative emulsions are developed in fine grain photographic developer solutions which exert considerable solvent action for the silver halide. The 2,4-dihydroxybenzophenone is normally added to the developer composition. However, it may be incorporated in the photo-graphic emulsion. As the developer solution becomes exhausted it can be renewed by the addition of a developer-replenisher solution con taining a suitable amount of 2,4-dihydroxybenzophenone.
As indicated hereinbefore, 2,4-dihydroxybenzophenone also efiectively inhibits the formation of the stain or scum ddhlfild Patented Dec. 15, 1964 that tends to be formed when high speed black-and-white silver halide printing papers are developed in a developer solution having considerable solvent action for the silver halide. While 2,4-dihydroxybenzophenone is of most utility when used in connection with the development of silver halide emulsions which are most likely to produce stain or scum it can be usefully employed in the development of any silver halide emulsion which tends to produce stain or scum.
The amount of 2,4-dihydroxybenzophenone used varies from about 0.02 to about 5.0 grams per liter of developing solution. The preferred range is from about 0.1 to about 1.0 gram per liter of developing solution. The addition of even the lowest concentration of 2,4-dihydroxybenzophenone materially reduces the intensity of the stain. Higher concentrations frequently entirely prevent staining.
2,4-dihydroxybenzophenone has powerful antistain action, has suitable physical properties, may be employed in low concentrations and has little sensitometnic etfefi.
Illustrative of the silver halide negative emulsions that can be advantageously developed in the presence of 2,4- dihydroxybenzophenone are the emulsions present in Ko dak Panatomic-X, Kodak Verichrome Pan, Kodak Plus- X Pan, Kodak Tri-X Pan, Kodak Royal-X Pan, Ansco All-Weather Pan, Ansco Super Hypan, Ansco Superpan Press, Gevaent X-L Pan, llford HP-S, llford HPS and Ilford FP-B photographic film. All of these photographic films have negative speed silver bromoiodide emulsions. They are merely illustrative and not limitative of the photographic films that can'be developed with advantage in the presence of 2,4-dil1ydroXybenzophenone.
Printing papers containing high speed silver bromoiodide emulsions are illustrative of the printing papers that can be developed with advantage in the presence of 2,4-dihydroxybenzophenone.
The photographic films mentioned hereinbefore and other brands of photographic film corresponding thereto, have high speed silver halide negative emulsions even though the various emulsions vary greatly in their speed ratings.
The use of 2,4-dihydroxybenzophenone as an antistaining agent is not restricted to any particular photographic developer or class of photographic developers. So far as I am aware it can be used with miy of the known photographic developers. The photographic developer solution can have the agents usually present therein, e.g. photographic developer, a preservative such as sodium sulfite and an alkaline agent such as sodium hydroxide or sodium carbonate. Other ingredients such as potassium bromide, benzotriazole or toners, for example, can also be present. Hydroquinone, pmamethylaminophenol sulfate, paraphenylenediamine, p-aminophenol, l-phenyl- Z-pyrazolidone, 4,4-dimethyl-l-phenyl-3-pyrazolidone, lphenyl 4 ethyl 3 pyrazolidone, 2,4 diaminophenol and pyrogallol are illustrative of the developing agents that can be employed. Mixtures of developing agents such as hydroquinone and paramethylaminophenol sulfate, and 4,4-dimethyl-l-phenyl-3-pyrazolidone and hydro quinone, for example, can be employed.
Sodium thiocyanate, potassium thiocyanate, ammonium thiocyanate, sodium chloride, ammonium chloride, ethylene diamine, 1,3,5-triaminobenzene, ethanolarnine, diethanolamine, sodium thiosulfate and sodium sulfite are illustrative of the silver halide solvents that can be presout during the development step.
The following examples illustrate my invention.
EXAMPLE 1 Strips of Kodak Royal-X Pan Film which had been incubated for one Week at F. were tested in Kodak Developer DK SO and in this developer having varying amounts of 2,4-dihydroxybenzophenone (0.1 and 0.5
9 gram per liter) therein. These developer solutions are referred to as 1, 2 and 3 for purpose of reference. The strips were developed in large test tubes of developer solution at 68 F. for 10 minutes. As each strip was removed firom the developer solution a portion of the strip was wiped with the fingers in order that the stained area could be more readily detected and compared with a clear area. The strips were then immersed in a stop bath, fixed, and washed with water. The developer solution containing no 2,4-dihydroxybenzophenone produced an intense stain whereas the developer solutions containing 2,4-dihydroxy benzophenone produced little or no stain.
The results obtained are tabulated hereinafter.
A solution of Kodak Developer DK-50 containing 0.2 gram of 2,4-dihydroxybenzophenone per liter of developer solution was exhausted by the processing of successive rolls of Kodak Verichrome Pan Film having 80 square inches of emulsion per roll. After each roll of film was developed 11 cc. of Kodak Replenisher DK- 50R solution, modified by the addition of 0.5 gram of 2,4- dihydroxybenzophenone per liter of solution, were added to the developer solution. No stain was encountered at any stage of the processing, even after developing the equivalent of 400 rolls per gallon of the starting developer solution. By contrast, the unmodified Kodak Developer DK-50 and unmodified Kodak Replenisher DK-SOR used as a control produced high dichroic silver stain.
Kodak Developer DK-50 and Kodak Replenisher DK- 50R, and their use, are described, for example, in the Kodak Data Book, th edition (first 1960 printing), entitled Processing Chemicals and Formulas for Blackand-White Photography.
The 2,4-dihydroxybenzophenone antistaining or antiscumming agent of my invention can be added to combined developing and fixing compositions and to combined developing and stabilizing compositions. Thus, 2,4-dihydroxybenzophenone may be added to the monobath compositions disclosed, for example, in Haist et a1. U.S. Patent 2,875,048, issued February 24, 1959, Dreywood US. Patent 2,525,532, issued October 10, 1959, King US. Patent 2,397,016, issued March 19, 1946, Goldhammer et al. US. Patent 2,782,120, issued February 19, 1957, and Goldharnmer U.S. Patents 2,782,121 and 2,901,350, issued February 19, 1957, and August 25, 1959, respectively. Some of these combined developer and fixer or developer and stabilizer compositions can be prepared in dry form for making working solutions.
Kodak Developer DK-50 contains the following ingredients per liter of solution.
Grams Paramethylaminophenol sulfate 2.5 Sodium sulfite, desiccated 30.0 Hydroquinone 2.5 Sodium bisulfite 15.0 Sodium metaborate 10.0 Potassium bromide 0.5
Other photographic developers that can be modified with 2,4-dihydroxybenzophenone include Kodak Developer D-23, Kodak Developer D-25, Kodak Developer D76, Kodak Developer SD-21 and Kodak Developer SD-28, for example. These developers are merely illustrative and not limitative of the developers that can be modified with 2,4-dihydroxybenzophenone.
The 2,4-dihydroxybenzophenone antista'ining agent of my invention may be incorporated in stable, dry, single powder photographic developer compositions of the types described, for example, by Kridel et al. US. Patents 2,666,702 and 2,666,703, issued January 19, 1954, Wiitala et al. US. Patents 2,682,464 and 2,682,465, issued June 29, 1954, Henn et al. US. Patent 2,685,513, issued August 3, 1954, and Baxendale et al. US. Patent 2,816,- 026, issued December 10, 1957.
Representative stable, dry, single powder photographic developer compositions containing 2,4-dihydroxybenzophenone are set forth hereinafter.
EXAMPLE 3 Grams Elon 2.0 Hydroquinone 8.0 Sodium sulfite (desiccated) 90.0 Sodium carbonate monohydrate 52.5 Potassium bromide 5.0 Boric anhydride 1.6 Phthalic anhydride 0.16 2,4-dihydroxybenzophenone 1 .0
EXAMPLE 4 Elon 2.5 Sodium sulfite (desiccated) 30.0 Hydroquinone 2.5 Sodium metaborate (10% H O) 10.5 Potassium bromide 0.5 Boric anhydride 0.5 Phthalic anhydride 0.05 2,4-dihydroxybenzophenone 0.5
EXAMPLE 5 Elon 2.2 Anhydrous sodium sulfite 96.0 Hydroquinone 8.8 Sodium carbonate monohydrate 57.5 Potassium bromide 5.0 Metaboric acid 3.4 2,4-dihydroxybenzophenone 0.1
EXAMPLE 6 Elon 2.5 Anhydrous sodium sulfite 30.0 Hydroquinone 2.5 Sodium metaborate (10% H O) 10.5 Potassium bromide 0.5 Metaboric acid 4.7 2,4-dihydroxybenzophenone 0.5
EXAMPLE 7 Elon 3.0 Sodium sulfite 45.0 Hydroquinone 12.0 Sodium carbonate monohydrate 80.0 Potassium bromide 0.6 5-methyl benzotriazole 0.06 Metaboric acid 1.4 2,4-dihydroxybenzophenone 1.0
The foregoing stable, dry, single powder photographic developer compositions are merely illustrative and not limitative.
The compositions for Kodak Developer SD-21 and Kodak Developer SD-28 are given hereinafter.
Kodak Developer SD-21 H 0 to make 1 liter.
The compositions for Kodak Developer D-23, Kodak Developer D-25 and Kodak Developer 13-76 are given hereinafter.
Kodak Developer D23 Water, about 125 F. (50 C.) cc 750 Elon grams 7.5 Sodium sulfite, desiccated do 100.0 Cold water to make 1.0 liter.
Dissolve chemicals in the order given.
Kodak Developer D-25 Water, about 125 F. (50 C.) cc 750 Elon grams 7.5 Sodium sulfite, desiccated do 100.0 Sodium bisulfite do 15.0 Cold water to make 1.0 liter.
Dissolve chemicals in the order given.
Kodak Developer D-76 Water, about 125 F. 50 c. cc 750 Elon grams 2.0 Sodium sulfite, desiccated do 100.0 Hydroquinone do 5.0 Borax, granular H. do 2.0 Water to make 1.0 liter.
Dissolve chemicals in the order given,
I have also discovered that m-cresol, ortho phenylphenol, pentachlorophenol and thiobenzanilide possess antistaining activity.
The invention has been described in detail with particular reference to preferred embodiments thereof, but it will be understood that variations and modifications can be effected within the spinit and scope of the invention as described hereinabove and as defined in the appended claims.
I claim: I
1. A photographic developing solution containing an organic silver halide photographic developer selected-from the group consisting of hydroquinone, 'paramethylaminophenol sulfate, paraphenylenediamine, p-aminophenol, 2,4-diaminophenol, pyrogallol and a 1-phenyl-3 pyraz olidone, a silver halide solvent in sufficient amount to exert considerable solvent action for silver halide and from about 0.02to about 5.0 grams of 2,4-dihydroxy benzophenone per liter of the developing solution.
2. A photographic developing solution containing an organic silver halide photographic developer selected from the group consisting of hydroquinone, paramethylaminophenol sulfate, paraphenylenediamine, p-aminophenol, 2,4-diaminophenol, pyrogallol and a l-phenyl 3 pyrazolidone, a silver halide solvent in sufficient amount to exert considerable solvent action for silver halide and from about 0.1 to about 1.0 gram of 2,4-dihydroxybenzophenone per liter of the developing solution.
3. As anew photographic developer composition, an
. 6 aqueous solution comprising an alkaline material, an organic silver halide photographic developer selected from the group consisting of hydroquinone, paramethylaminophenol sulfate, paraphenylenediamine, p-aminophenol, 2,4-diamino henol, pyrogallol and a l-p-henyl 3 pyrazolidone, sodium sulfite in sufficient amount to exert considerable solvent action for silver halide and from about 0.02 to about 5.0 grams of 2,4-dihydroxybenzophenone per liter of the developer solution.
4. As a new photographic developer composition an aqueous solution comprising paramethylaminophenol sulfate, an alkaline material, sodium sulfite in suflicient amount to exert considerable action for silver halide and from about 0.02 to about 5.0 grams of 2,4-dihydroxybenzophenone per liter of the developer solution.
5. in the process for developing an exposed high speed silver halide emulsion with an organic silver halide photographic developer selected from the group consisting of hydroquinone, paramethylaminophenol sulfate, paraphenylenediamine, p-aminophenol, 2,4-diaminophenol, pyrogallol and a l-phenyl-S-pyrazolidone, under conditions which exert considerable solvent action for the silver halide the improvement which consists in carrying out the developing reaction in the presence of from about 0.02 to about 5.0 grams of 2,4-dihydroxybenzophenone per liter of the developer solution.
6. In the process for developing an exposed high speed silver halide negative emulsion with an organic silver halide photographic developer selected from the group fconsisting of hydroquinone, paramethylaminophenol sul- Grams Paramethylaminophenol sulfate 2.5 Sodium sulfite, desiccated 30.0 Hydroquinone 2.5 Sodium bisulfite 15.0 Sodium metaborate 10.0 Potassium bromide 0.5 2,4-dihydroxybenzophenone 0.02 to 5.0
8. A photographic developer solution containing as its essential ingredients for one liter of developer solution:
Grams Paramethylaminophenol sulfate 2.5' Sodium sulfite, desiccated 30.0 Hydroquinone c 2.5 Sodium bisulfite 15.0 Sodium metaborate 10.0 Potassium bromide 0.5 2,4-dihydroxybenzophenone 0.1 to 1.0
References Cited in the file of this patent UNITED STATES PATENTS 2,279,514 Ham et al Apr. 14, 1942 2,682,559 Stanley June 29, 1954 2,983,604 Duffy et a1. May 9, 1961 OTHER REFERENCES

Claims (1)

1. A PHOTOGRAPHIC DEVELOPING SOLUTION CONTAINING AN ORGANIC SILVER HALIDE PHOTOGRAPHIC DEVELOPER SELECTED FROM THE GROUP CONSISTING OF HYDROQUINONE, PARAMETHYLAMINOPHENOL SULFATE, PARAPHENYLENEDIAMINE, P-AMINOPHENOL, 2,4-DIAMINOPHENOL,PYROGALLOL AND 2 1-PHENYL -3-PYRAZOLIDONE, A SILVER HALIDE SOLVENT IN SUFFICIENT AMOUNT TO EXERT CONSIDERABLE SOLVENT ACTION FOR SILVER HALIDE AND FROM ABOUT 0.02 TO ABOUT 5.0 GRAMS OF 2,4-DIHYDROXYBENZOPHENONE PER LITER OF THE DEVELOPING SOLUTION.
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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5465535A (en) * 1977-11-04 1979-05-26 Mitsubishi Paper Mills Ltd Method of developing silver halide color photograph
US4362795A (en) * 1979-08-29 1982-12-07 Fuji Photo Film Co., Ltd. Process for forming photographic images and photographic light-sensitive material for use therein
US4363869A (en) * 1980-08-19 1982-12-14 Hutchinson Jr Robert E Photographic developing process
EP0124795A2 (en) 1983-04-11 1984-11-14 Fuji Photo Film Co., Ltd. Silver halide photographic emulsion
WO2012035314A1 (en) 2010-09-17 2012-03-22 Fujifilm Manufacturing Europe Bv Photographic paper
WO2021213762A1 (en) 2020-04-24 2021-10-28 Fujifilm Manufacturing Europe Bv Photographic paper

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2279514A (en) * 1941-04-29 1942-04-14 American Cyanamid Co Acetamidine anthranilate and its preparation
US2682559A (en) * 1951-06-16 1954-06-29 Gen Aniline & Film Corp Purification of hydroxybenzophenones
US2983604A (en) * 1955-11-03 1961-05-09 Gen Aniline & Film Corp Quenching solution for fluorescent photographic paper employed in the manufacture ofhalftone negatives

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2279514A (en) * 1941-04-29 1942-04-14 American Cyanamid Co Acetamidine anthranilate and its preparation
US2682559A (en) * 1951-06-16 1954-06-29 Gen Aniline & Film Corp Purification of hydroxybenzophenones
US2983604A (en) * 1955-11-03 1961-05-09 Gen Aniline & Film Corp Quenching solution for fluorescent photographic paper employed in the manufacture ofhalftone negatives

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5465535A (en) * 1977-11-04 1979-05-26 Mitsubishi Paper Mills Ltd Method of developing silver halide color photograph
JPS5713867B2 (en) * 1977-11-04 1982-03-19
US4362795A (en) * 1979-08-29 1982-12-07 Fuji Photo Film Co., Ltd. Process for forming photographic images and photographic light-sensitive material for use therein
US4363869A (en) * 1980-08-19 1982-12-14 Hutchinson Jr Robert E Photographic developing process
EP0124795A2 (en) 1983-04-11 1984-11-14 Fuji Photo Film Co., Ltd. Silver halide photographic emulsion
WO2012035314A1 (en) 2010-09-17 2012-03-22 Fujifilm Manufacturing Europe Bv Photographic paper
WO2021213762A1 (en) 2020-04-24 2021-10-28 Fujifilm Manufacturing Europe Bv Photographic paper

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