US3300305A - Color developers containing competing developing agents - Google Patents

Color developers containing competing developing agents Download PDF

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Publication number
US3300305A
US3300305A US233048A US23304862A US3300305A US 3300305 A US3300305 A US 3300305A US 233048 A US233048 A US 233048A US 23304862 A US23304862 A US 23304862A US 3300305 A US3300305 A US 3300305A
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color
developer
sensitive
cyan
sulfate
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US233048A
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Edward T Pesch
Remsen S Vaughn
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Eastman Kodak Co
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Eastman Kodak Co
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Priority to NL299723D priority Critical patent/NL299723A/xx
Application filed by Eastman Kodak Co filed Critical Eastman Kodak Co
Priority to US233048A priority patent/US3300305A/en
Priority to DK502963AA priority patent/DK107534C/da
Priority to SE11692/63A priority patent/SE330129B/xx
Priority to ES292835A priority patent/ES292835A1/es
Priority to DE19631447627 priority patent/DE1447627A1/de
Priority to GB42171/63A priority patent/GB1066967A/en
Priority to DEE25762A priority patent/DE1177486B/de
Priority to GB42172/63A priority patent/GB1066968A/en
Priority to FR951766A priority patent/FR1372916A/fr
Priority to CH1309063A priority patent/CH426482A/fr
Priority to FR951765A priority patent/FR1372915A/fr
Application granted granted Critical
Publication of US3300305A publication Critical patent/US3300305A/en
Priority to MY196855A priority patent/MY6800055A/xx
Priority to MY196856A priority patent/MY6800056A/xx
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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    • 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
    • G03C7/00—Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
    • G03C7/30—Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
    • G03C7/407—Development processes or agents therefor
    • G03C7/413—Developers
    • G03C7/4136—Developers p-Phenylenediamine or derivatives thereof
    • 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
    • G03C5/00—Photographic processes or agents therefor; Regeneration of such processing agents
    • G03C5/26—Processes using silver-salt-containing photosensitive materials or agents therefor
    • G03C5/29—Development processes or agents therefor
    • G03C5/30—Developers

Definitions

  • This invention is -related to a new class of competing developing agents and more particularly to their use in color ⁇ developers for reversal development of multilayer,
  • Multilayer, multicolor photographic elements are well known in the art of color photography. Such elements usually have a support coated with a red-sensitive silver halide emulsion layer, a green-sensitive silver halide emulsion layer and a blue-sensitive silver halide emulsion layer.
  • Thetcolor developers used for such photographic elements are usually aqueous alkaline solutions containing a pphenylenediamine type color developing agent having at least one primary amino group and a color forming coupler. Sodium sulte, sodium bromide, and other addenda are often used in these developer solutions. Usually phenolic or naphtholic couplers are used to form the cyanv dye image, pyrazolone couplers to form the .magenta dye image, and fopen chain ketomethylene couplers to form the yellow image.
  • N-benzyl-p-aminophenol as a competing developing agent in the cyan developer solution to control the formation of cyan fog in the green-sensitive and the blue-sensitive layers of the photographic element during cyandevelopment.
  • 4Many of the known compet- V ing developing agents have the ⁇ disadvantages that their oxidation products cause imagewise formation of a subs tantive green absorbing impurity which degrades the colonquality of greens and cyans by increasing the green absorption of the cyan image.
  • -paminophenol formed from N-benzyl-p-aminophenol The oxidation product,
  • New competing developing agents are desired which will control cyan fogin lthe greenand blue-sensitive layers of the photographic element during cyan development ⁇ and will not produce oxidation products that form color absorbing ⁇ impurities that degrade. color quality.
  • Another object is to provide improved cyan, yellow and magenta color developers which contain our competing developing agents.
  • the water-soluble competing developing agents oi: ⁇ our invention include those represented by the formulas:
  • R and R1 each represents the hydrogen atom, or an alkyl group, such as methyl, ethyl, propyl, butyl, amyl,
  • R2 represents the hydrogen atom, a sulfoalkyl group, such as sulfomethyl, sulfoethyl, sulfopropyl, sulfobutyl, sulfohexyl, sulfoheptyl, etc., or an aminoalkyl group, such as aminomethyl, aminoethyl, aminopropyl, aminobutyL aminoamyl, aminohexyl, aminooctyl, etc., such that when R2 is the hydrogen atom, R1 is an ,alkyl group; n is an integer of from 1 to 8, such that in compounds of Formula I the total number of carbon atoms in the R, Rl and R2 groups taken together is not more than 8, and such that in compounds of Formula II the total number of carbon atoms in the two R groups and in the --(CH2),1- group taken together is
  • Our color developer compositions in their simplest form comprise (1) a color-forming coupler, (2) a primary aromatic amino developing agent, (3) a competing developing agent of our invention, (4) an-d an alkali.
  • Our developer solutions may also contain any of the other addenda commonly used in color developer solutions, such as an alkali metal sulte, an alkali metal bromide, an alkali metal carbonate, an alkali metal bisulite, an alkali metal thiocynate an alkali metal iodide, etc.
  • the concentration of the competing developing agents can be varied considerably and will depend upon the particular coupler, the particular color developing agent and the particular competing developing agent to be used.
  • the optimum concentration can be determined by methods Well known in the art, that is 'by making studies of the results given by systematic variations in concentration of these components.
  • Our competing developing agents are used to advantage in color developer solutions containing any of the well known primary aromatic amino silver halide developing agents, Isuch as the p-phenylenediamines including the alkyl phenylenediamines and alkyl toluene. diamines. These developing agents are usually used in the salt form such as the hydrochloride ⁇ or sulfate which are more stable than the amine. The p-aminophenols and their substitution products may also be used as color developing agents when the amine group is unsubstituted.
  • the N-alkyl sulfonamido alkyl-p-phenylenediamine agents of U.S. Patent 2,193,015 are also very useful.
  • All of the developing agents have an unsubstituted amino group which enables the oxidation product of the developer to couple with the color-forming products that form a dye image.
  • the color developers include, such typical illustrative examples as, 2-amino-5-diethylaminotoluene hydrochloride, N ethyl--methanesulfonamidoethyl-3 methyl 4-aminoaniline sulfate, 4-amino-N,Ndiethyl3 methylaniline hydrochloride, 4 amino N-ethyl-N-(- methanesulfonamidoethyl) m toluidine sesquisulfate monohydrate, 3-Inethyl-p-aminodiethylaniline sulfate, 4-
  • Cyan-forming couplers include the water-soluble couplers, such as the nitronaphthol couplers of Vittum et al., U.S. Patent 2,266,452 issued December 16, 1941 (e.g. S-nitrO-l-naphthol, etc.); the naphthol couplers of Porter et al., U.S. Patent 2,295,009 issued September 8, 1942 (e.g. 2cinnamoyllnaphthol, etc.); the hydroxy-naphthoic acid amide couplers of Salminen et al., U.S. Patent 2,313,586 issued March 9, 1943 (e.g.
  • Magenta-forming couplers useful in our color developer solutions include the water-soluble couplers, such 'as the pyrazolones of Porter et al. U.S. Patent 2,311,082
  • magenta couplers such as 1-(2,4,6trichloro phenyl) 3-(4-nitrophenoxyacetamido)-5-pyrazolone, 1- (2,4,6 trichlorophenyl) -3- 4-nitroanilino -S-pyrazolone, etc. as described in Spath U.S. Patent 2,899,306 issued August 11, 1958; and the coumarone couplers, e.g., Mannes et al., U.S. 2,115,394, issued April 26, 1938, etc.
  • Yellow-forming couplers useful in our color developers include the water-soluble couplers, such as the couplers of Mannes et al., U.S. 2,108,602 issued February 15, 1938 (e.g. p benzoylacetoacetanilide, 1-acetoacetamiobenzimidazole, etc.); the couplers of Mannes et al., U.S. Patent 2,113,330 issued April 5, 1938 (e.g. benzoylacetone, acetylacetone, etc.); the sulfonamide substituted yellow couplers of Vittum et al., U.S. Patent 2,271,238 issued January 27, 1942 (e.g.
  • EXAMPLE l Four pieces of a photographic element comprising a support coated with a red-sensitive silver halide emulsion layer were exposed to light through a step wedge (having 0.15 log exposure increments between consecutive steps) in a sensitometer. Each 0f these photographic 5 elements were treated with a black-and-white developer having the composition:
  • Another element B was cyan developed with our developer 1 after it was aerated by passing a stream of air through it.
  • Element C was cyan developed with a freshly mixed developer like developer 1 lbut containing 0.2 g. of 4- lrnethylaminophenol sulfate in place of 4-methylamino- 2-metihylphenol sulfate.
  • Element D was cyan developed with the developer used to develop element C but after it was aerated by the same procedure described above.
  • the color developed elements lA, B, C and D were v treated with a conventional ferricyanide-bromide bleach followed by ⁇ a sodium thiosulfate fixing bath to remove silver halide and leave the cyan dye images.
  • the optical densities of the step wedge dye images to red light and to green light were measured with a densitometer.
  • FIG. 1 and FIG. 2 illustrate the results obtained in Example 1.
  • FIG. 1 shows a -solid line curve which relates the density to red light and the density to green light measured for each step of element A processed through our freshly mixed cyan developer containing 4-methylamino- Z-methylphenol (i.e. 2methylNmethylpaminophenol), and a broken line curve which represents the correspond- ⁇ ing data for element B processed through our aerated cyan developer.
  • 4-methylamino- Z-methylphenol i.e. 2methylNmethylpaminophenol
  • FIG. 2 shows a solid line curve which ⁇ relates the density to red light and the density to green light measured for each step of element C processed through freshlymixed developer differing from our cyan developer only by containing 4-methylaminophenol instead of 4-methylamino-2-methylphenol, and a broken line curve which represents the corresponding data for element D processed through the cyan developer used for element'C but after aeration.
  • a comparison of the curves in FIG. l shows that aeration, of our cyan developer containing 4-methylamino-2- methylphenol produced substantially no hue shift in the dye images formed on color development. This valuable characteristic of our developers is unexpected.
  • a comparison of the curves in FIG. 2 shows that aeration of the cyan developer (outside our invention) whioh differed only from our cyan developer by containing 4-rnethylaminophenol sulfate (instead of its 2-methyl derivative) produced a very undesirable shift in the hue of the developed cyani-mage.
  • the other competing developing agents of our invention are also used in cyan developers that can be aerated without producing hue shifts in the developed dye image; ⁇
  • EXAMPLE 2 Two pieces of a multilayer, multicolor photographic element containing three silver halide layers, one sensitive to red, one sensitive to green, and one sensitive to blue, such as Kodachrome film, were given identical eX- posures to Ilight through a step wedge (having 0.15 log exposu-re increments between consecutive steps) in a sensitometer. ⁇ Each of these elements was given negative development as in Example l, water washed, andthe redsensitive layers given .selective reexposure to red light. 4One element identified as 1 was then cyan-developed by treating it with a cyan developer having the formula:
  • Cyan developer 2 Water to 1 l.
  • the second element identified as 2 was cyan developed with a cyan developer 3 which was the same as ⁇ cyan developer 2 but contained 0.5 g. of- 4-methylaminophenol sulfate in place of 4-methylamino-Z-methylphenol sulfate. Both elements were then given identical processing comprising the following steps: water washing, selective reexposure of the blue-sensitive layer with blue light, yellow development in a developer having the formula:
  • EXAMPLE 3 Several pieces of fa multilayer, multicolor photographic element were exposed as in Example 2. These were given negative development with the black-and-white developer of Example 1, washed, and processed as described in Example 2 excepting that all the pieces of film were developed in a developer like cyan developer 2 of Example 2 and the iihns were given different yellow development. One piece of the film was yellow developed in our yellow devel-oper having the composition:
  • EXAMPLE 4 A comparison was made lof our cyan developer 2 of Example 2 with a developer likeit which contained 4-N- benzylaminophenol sulfate instead of 4-methylamino-2- methylphenol sulfate after processing use, for the formation of dirt. No dirt problem was found in our developer even if the hydroxylamine sulfate was omitted from the solution. The other developer however showed a serious dirt problem unless hydroxylamine sulfate was present.
  • N,N'oxalyl bis(4-amino-2-methylphenol) was prepared as follows. To a solution of 12 g. or 4-amino-2- methylphenol and 13 g. of quinoline in 125 ml. of diox-ane was added at room temperature with stirring, 6.3 g. of oxalyl chloride. The reaction mixture was stirred for 1 hour at room temperature, after which time the quinoline hydrochloride ⁇ was filtered olf. The filtrate was concentrated in vacuo, and the residue recrystallized from ethyl alcohol yielding 6.8 g. of N,Noxalyl bis(4amino2 methylphenol) COMPOUIND 3 A mixture of 35 g.
  • the substituted 4-aminophenols of our invention are valuable competing developing agents for color developer solutions used in processing color photographs.
  • Oui compounds are good for color contrast control, for preI venting the formation lof color fog in adjacent layers, for example, for preventing the formation of cyan fog in the blue-sensitive and in the green-sensitive layers during cyan development or preventing the formation of yellow fog in the magenta layer during yellow development, etc.
  • our compunds are differentiated from other similar compounds when they are used as competing developing agents. For example, our color developers containing 4methylamino-2-methy1phenol sulfate do not produce hue shifts in the images formed with used or aerated developing solutions as do the corresponding used or aerated developer solutions containing 4-methylaminophenol sulfate (outside our invention).
  • R and R each represent groups selected from the class consisting of the hydrogen atom, andan alkyl group
  • RZ represents a group selected from the class consisting of the hydrogen atom, and an aminoalkyl group, such that when R2 represents the hydrogen atom, R is an alkyl group
  • n is an integer of from lto 8, such that in compounds having Formula I, the total number of carbon atoms in the groups R, R' and R2 taken together is at least.2 'and not more' than 8, and such that in compounds having Formula II, the total number f carbon atoms in the two R groups and in the -(CH2) group is at least 2 and not more than 8.
  • a color developer'composition of claim 1 containing an alkali metal sulte, an alkali metal bromide, and an alkali metal iodide.
  • a color developer composition of claim 1 containing a color-forming coupler selected from the class consisting of the phenolic couplers, the naphtholic couplers, the pyrazolone couplers, the courmarone coupler, :and the open-chain ketomethylene couplers.
  • a color developer composition of claim 1 containing a primary aromatic amino developing agent selected from the class consisting of .a 4-aminophenol, and a p-phenylenediamine.
  • a color developer composition comprising (1) a primary aromatic amino developing agent, (2) a colorforming coupler, (3) an alkali, and (4) 4-methylamino- Z-methylphenol sulfate.
  • a color developer composition comprising 1) a primary aromatic amino developing agent, (2) a colorforming coupler, (3) an alkali, and (4) N,Nethylene bis (4-arnino-2-methylphenol) 7.
  • a color developer composition comprising (1) a primary aromatic amino developing agent, (2) a colorforming coupler, (3) an alkali, and (4) 4-(-aminoethylamino) phenol sulfate.
  • a color developer composition comprising (1) a primary aromatic amino developing agent, (2) a colorforming coupler, (3) an alkali, and (4) 4-(N-methyl- N-sulfomethylamino)-phenol sodium salt.
  • a color developer composition comprising (l) 4-amino N ethyl-N-(-hydroxyethyl)-B-methylaniline, (2) 2-(o-acetamido--phenylethyl)-l-hydroxy naphthaf 10 mide, (3)"4-methylamino-2methylphenol, (4) an alkali, and (5 ),an alkali metal suliite.
  • a color developer composition comprising (l) N,Ndiethylp-phenylenediamine, (2) u benzoyl-o-methoxyacetanilide, (3) 4-methylamino-Z-methylphenol, (4) an alkali and (5) an alkali metal sulte.
  • a color developer comprising (l) 4-amino-N- ethyl-N-(,B-methanesulfonamidoethyl)-m-toluidine sesquisulfate monohydrate, (2) 1-(2,4,6-trichlorophenyl)-3- (4-nitroanilino) 5 pyrazolone, (3) 4 methylamino-2- methylphenol, (4) an alkali, and (5) an alkali metal sulte.
  • R and R each represent groups selected from the class consisting of the hydrogen atom, and an alkyl group
  • R2 represents a group selected from the class consisting of the hydrogen atom, and an aminoalkyl group, such that when R2 is the hydrogen atom, R' is an alkyl group
  • n is an integer of from 1 to 8, such that in compounds having Formula I, the total number of carbon at-oms in the groups R, R and R2 taken together is at least 2 and not more than 8, and such that in compounds having Formula II, the total number of carbon atoms in the two R groups and in the -(CH2)ngroup is at least 2 and not more than 8.
  • composition for preparing a color developer solution comprising (1) a primary aromatic amino ⁇ developing agent and (2) a water-soluble, noncolor-forming, competing developing agent selected from those having the formulas:
  • R and R each represent groups selected from the class consisting of the hydrogen atom, and an alkyl group
  • R2 represents a group selected from the class consisting of the hydrogen atom, and an aminoalkyl group, such that when R2 represents the hydrogen atom, R is Ian alkyl group
  • n is an integer of from 1 to 8, such that in compounds having Formula I, the total number of carbon atoms in t-he groups R, R' and R2 taken together is at least 2 and not more than 8, ⁇ and such that in compounds having Fortmula II, the total number of carbon atoms in the two R groups and in the -(CH2)ngroup is at least 2 and not more than 8.
  • composition for preparing a color devel-oper solution comprising (1)
  • R and R each represent groups selected from the class consisting of the hydrogen atom, and an alkyl group
  • R2 represents :a group selected from the 4class consisting of the hydrogen atom, and an aminoalkyl group, such that when R2 represents the hydrogen atom, R' is an alkyl group
  • n is an integer -of from 1 to 8, such that in compounds having Formula I, the total number of carbon atoms in the groups R, R tand R2 taken together is at least 2 and not more than 8, tand such that in c0mpounds having Formula II, the total number of carbon atoms in the two R groups and in the -(CH2) group is at least 2 and not more than 8.

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  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
US233048A 1962-10-25 1962-10-25 Color developers containing competing developing agents Expired - Lifetime US3300305A (en)

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Application Number Priority Date Filing Date Title
NL299723D NL299723A (enrdf_load_html_response) 1962-10-25
US233048A US3300305A (en) 1962-10-25 1962-10-25 Color developers containing competing developing agents
SE11692/63A SE330129B (enrdf_load_html_response) 1962-10-25 1963-10-24
ES292835A ES292835A1 (es) 1962-10-25 1963-10-24 Mejoras introducidas en la preparación de composiciones para el revelado en colores
DK502963AA DK107534C (da) 1962-10-25 1963-10-24 Farvefremkaldermateriale samt fremgangsmåde til farveomvendefremkaldelse under anvendelse deraf.
GB42171/63A GB1066967A (en) 1962-10-25 1963-10-25 Photographic colour development and colour developing solutions therefor
DE19631447627 DE1447627A1 (de) 1962-10-25 1963-10-25 Entwickler fuer die Entwicklung von farbphotographischem Material
DEE25762A DE1177486B (de) 1962-10-25 1963-10-25 Entwickler fuer die Entwicklung von farbphoto-graphischem Material, insbesondere nach dem Umkehrverfahren
GB42172/63A GB1066968A (en) 1962-10-25 1963-10-25 Photographic colour development and colour developing solutions therefor
FR951766A FR1372916A (fr) 1962-10-25 1963-10-25 Nouveau révélateur pour la photographie en couleurs
CH1309063A CH426482A (fr) 1962-10-25 1963-10-25 Composition révélatrice chromogène
FR951765A FR1372915A (fr) 1962-10-25 1963-10-25 Nouveau révélateur chromogène
MY196855A MY6800055A (en) 1962-10-25 1968-12-31 Photographic colour development and colour dev eloping solutions therefor
MY196856A MY6800056A (en) 1962-10-25 1968-12-31 Photographic colour development and colour developing solutions therefor

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GB (2) GB1066968A (enrdf_load_html_response)
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Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3489566A (en) * 1966-02-01 1970-01-13 Eastman Kodak Co Magneta color developer solutions
US3495981A (en) * 1965-06-17 1970-02-17 Fuji Photo Film Co Ltd Color developing process
US3520689A (en) * 1965-06-16 1970-07-14 Fuji Photo Film Co Ltd Color developing process utilizing pyridinium salts
US3617273A (en) * 1968-06-20 1971-11-02 Fuji Photo Film Co Ltd Competing color developer process and composition
US3619156A (en) * 1968-06-20 1971-11-09 Fuji Photo Film Co Ltd Competing color developer composition
US3790383A (en) * 1970-12-21 1974-02-05 Fuji Photo Film Co Ltd Infectious developer composition
US3883354A (en) * 1971-10-12 1975-05-13 Minnesota Mining & Mfg Color reversal process and developer
US4137080A (en) * 1975-11-07 1979-01-30 Konishiroku Photo Industry Co., Ltd. Process for dye image production on a light-sensitive silver halide photographic material
US5695914A (en) * 1995-09-15 1997-12-09 Eastman Kodak Company Process of forming a dye image

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1978433A (en) * 1931-03-23 1934-10-30 Merck & Co Inc Process for preparing para-secalkylamino-phenols
US2301381A (en) * 1939-11-25 1942-11-10 Eastman Kodak Co Amino derivatives
US2319078A (en) * 1940-06-13 1943-05-11 Eastman Kodak Co Aminophenol and its preparation
US2368255A (en) * 1941-02-07 1945-01-30 Du Pont Crystalline ternary addition compounds
US2594917A (en) * 1949-12-16 1952-04-29 Gen Aniline & Film Corp Suppression of proximity development with azine color developers
GB811185A (en) * 1956-10-03 1959-04-02 Ilford Ltd Improvements in or relating to colour photography
US3134673A (en) * 1960-02-19 1964-05-26 Ilford Ltd Photographic developers
US3141771A (en) * 1961-02-01 1964-07-21 Eastman Kodak Co Aldehyde scavengers for photographic silver halide developers

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1978433A (en) * 1931-03-23 1934-10-30 Merck & Co Inc Process for preparing para-secalkylamino-phenols
US2301381A (en) * 1939-11-25 1942-11-10 Eastman Kodak Co Amino derivatives
US2319078A (en) * 1940-06-13 1943-05-11 Eastman Kodak Co Aminophenol and its preparation
US2368255A (en) * 1941-02-07 1945-01-30 Du Pont Crystalline ternary addition compounds
US2397676A (en) * 1941-02-07 1946-04-02 Du Pont Photographic developer compositions
US2594917A (en) * 1949-12-16 1952-04-29 Gen Aniline & Film Corp Suppression of proximity development with azine color developers
GB811185A (en) * 1956-10-03 1959-04-02 Ilford Ltd Improvements in or relating to colour photography
US3134673A (en) * 1960-02-19 1964-05-26 Ilford Ltd Photographic developers
US3141771A (en) * 1961-02-01 1964-07-21 Eastman Kodak Co Aldehyde scavengers for photographic silver halide developers

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3520689A (en) * 1965-06-16 1970-07-14 Fuji Photo Film Co Ltd Color developing process utilizing pyridinium salts
US3495981A (en) * 1965-06-17 1970-02-17 Fuji Photo Film Co Ltd Color developing process
US3489566A (en) * 1966-02-01 1970-01-13 Eastman Kodak Co Magneta color developer solutions
US3617273A (en) * 1968-06-20 1971-11-02 Fuji Photo Film Co Ltd Competing color developer process and composition
US3619156A (en) * 1968-06-20 1971-11-09 Fuji Photo Film Co Ltd Competing color developer composition
US3790383A (en) * 1970-12-21 1974-02-05 Fuji Photo Film Co Ltd Infectious developer composition
US3883354A (en) * 1971-10-12 1975-05-13 Minnesota Mining & Mfg Color reversal process and developer
US4137080A (en) * 1975-11-07 1979-01-30 Konishiroku Photo Industry Co., Ltd. Process for dye image production on a light-sensitive silver halide photographic material
US5695914A (en) * 1995-09-15 1997-12-09 Eastman Kodak Company Process of forming a dye image

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GB1066967A (en) 1967-04-26
DE1177486B (de) 1964-09-03
MY6800055A (en) 1968-12-31
DE1447627A1 (de) 1969-03-27
MY6800056A (en) 1968-12-31
GB1066968A (en) 1967-04-26
NL299723A (enrdf_load_html_response)
ES292835A1 (es) 1964-03-16
CH426482A (fr) 1966-12-15
DK107534C (da) 1967-06-05
SE330129B (enrdf_load_html_response) 1970-11-02

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