US3837852A - Color diffusion transfer process utilizing azo coupling to actuate diffusion of color providing species - Google Patents

Color diffusion transfer process utilizing azo coupling to actuate diffusion of color providing species Download PDF

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US3837852A
US3837852A US00293940A US29394072A US3837852A US 3837852 A US3837852 A US 3837852A US 00293940 A US00293940 A US 00293940A US 29394072 A US29394072 A US 29394072A US 3837852 A US3837852 A US 3837852A
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color
layer
precursor
package according
azo
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F Viro
R Shannahan
B Waxman
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GAF Corp
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GAF Corp
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Priority to US00293940A priority Critical patent/US3837852A/en
Priority to CA180,505A priority patent/CA996799A/en
Priority to GB4427373A priority patent/GB1450585A/en
Priority to IT29605/73A priority patent/IT995543B/it
Priority to FR7335002A priority patent/FR2201488B1/fr
Priority to JP11041073A priority patent/JPS557577B2/ja
Priority to BE136248A priority patent/BE805556A/xx
Priority to DE19732349451 priority patent/DE2349451A1/de
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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
    • G03C8/00—Diffusion transfer processes or agents therefor; Photosensitive materials for such processes
    • G03C8/02—Photosensitive materials characterised by the image-forming section
    • G03C8/08—Photosensitive materials characterised by the image-forming section the substances transferred by diffusion consisting of organic compounds
    • G03C8/10—Photosensitive materials characterised by the image-forming section the substances transferred by diffusion consisting of organic compounds of dyes or their precursors

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  • color formers are also capable of reacting with incorporated highly diffusible carboxy or sulfo substituted diazonium salts or their precursors to yield alkali soluble and highly diffusible azo dyes which diffuse imagewise to a mordanted receiving layer.
  • a pphenylene diamine developer is oxidized for the purpose of converting these azo dyes via oxidative coupling into azo methine or indoaniline dye species thereby providing a true reproduction in color, hue and density of the scene originally recorded in the light sensitive silver halide layers.
  • the invention relates generally to a method of obtaining color reversal transfer images with negative emulsion systems utilizing azo dye formation as the solubilizing transport mechanism of the system.
  • the use of a diazonium salt in the proper timing sequence, effects diffusion transfer from an already imaged or imaging silver halide layer, and the resulting azo dyes are employed only as the means of transporting color formers.
  • the azo dyes are mordanted onto the receiving sheet until enough oxidized p-phenylene diamine is formed to convert the azo dyes to azomethine or indo-aniline dyes.
  • a positive multi-color diffusion product is constructed by coating a negative film package of blue, green, and red sensitive emulsion layers containing 4- equivalent yellow, magenta and cyan oil soluble color formers, respectively and diazonium salts or diazonium precursors which give mobility to the color formers.
  • the diazonium salt or its precursor may be placed behind a polymeric timing layer to thereby delay the diffusion of the color providing species until development has proceeded substantially to completion. This permits an added measure of control over earlier color former based color transfer processes (see U.S. Pat. Nos. 2,661,293 and 2,647,049).
  • non-diffusing diazonium precursors are placed between the emulsion layers to couple with the 4-equivalent couplers which are themselves slightly soluble and diffusible at the operating or development pH to generate highly diffusible species.
  • the diazonium salts or their precursors may also be placed within the emulsion layers forming the highly diffusible azo species upon alkaline treatment (i.e., when subjected to the developer solution).
  • This is an improvement over the alkali actuated diffusion process of the prior art inasmuch as preceding color formers were mobilized either by ionization (thus generating a much slower moving species) or by utilization of carboxylic or sulfo groups with like color formers (which endowed them with a certain degree of diffusibility even at neutral pH and thus a hindrance during coating).
  • preceding color formers were mobilized either by ionization (thus generating a much slower moving species) or by utilization of carboxylic or sulfo groups with like color formers (which endowed them with a certain degree of diffusibility even at neutral pH and thus a hindrance during coating).
  • an alkaline processing solution containing a N,N-dialkyl substituted paraphenylene diamine which reduces the exposed silver halide grains and couples with either the color formers or azo dyes, insolubilizing them, thereby leaving an imagewise distribution of soluble dye providing species.
  • the flow of such species is facilitated by a mordanting sink action in the positive or receiving portion of the film package where application of an oxidizing agent or the use of incorporated oxidizing agent or other methods of generating oxidized developer (see U.S. Pat. No. 3,301,772) converts the azo dye to an indoaniline or azomethine dye thereby rendering the recorded origi nal scene faithful in regards to hue, color and density variations.
  • the rate of diffusion is readily regulated by virtue of the placement of carboxy, sulfo or any number of these groups upon the diffusion actuating species.
  • the mobilizing species may be made to be extremely diffusing and hence upon introduction of the diazonium salt or its precursor at a given point (predetermined by the delay, provided by the timing layer) an almost instantaneous coupling reaction ensues providing a mobilization of the color providing species which is so rapid that further modulation of the azo dye is almost impossible and hence misinformation referred to in the art as cross-talk is avoided.
  • diazonium compound as a salt, a stabilized metal complex, or as a diazonium precursor such as an azo sulfone (all of which are well-known in the art) is an advancement of the art due to the greater mobility during transfer and the greater selection of 4- equivalent color formers available to the practitioner of this invention.
  • a preferred embodiment suggests the use of a delaying mechanism to effect transfer in order to provide time for complete development of the negative image.
  • a diazonium salt or preferably an azosulfone which is both soluble and diffusible at the processing pH either encapsulated or incorporated behind a timing layer.
  • This timing layer may be any of a number of alkali degradable or soluble or permeable polymers which will permit a time lag between initiation of development and diffusion of the diazonium species through the negative.
  • alkali degradable or soluble or permeable polymers which will permit a time lag between initiation of development and diffusion of the diazonium species through the negative.
  • the half butyl ester of maleic anhydride methyl vinyl ether copolymer which when coated to a thickness of 1.5;1. offers a delay of about 50 seconds at pH ll.5 before becoming permeable to the incorporated diazonium species.
  • a buffered alkaline processing solution containing a N,N-dialkyl paraphenylene diamine (such as 4-N,N-diethylamino-Z-methyl aniline) with the appropriate development accelerators (such as metol and phenidone), and a film forming thickening agent (such as carboxy methyl cellulose) the exposed light sensitive portion of the package undergoes negative development resulting in an imagewise distribution of non-diffusible and unreactive azomethine or indoaniline dyes (corresponding to light struck areas) and 4-equivalent color formers (corresponding to un exposed portions of the film).
  • the color formers utilized within this embodiment are preferably oil soluble and essentially non-diffusible at the development pI-I but must be capable of diffusion after azo coupling.
  • those color formers which may be employed within the scope of the first embodiment are those listed in US. Pat. No. 3,369,104 which when the processing solution is kept at pH l 1.5 or below are essentially immobile.
  • a second preferred embodiment is the utilization of non-diffusing azo-sulfones which are incorporated in the negative between the emulsion layers.
  • These species have the general formula of SOL-DlAZ-LINK- MORD where SOL refers to any number of solubilizing groups, DIAZ is the diazonium portion of the molecule.
  • LINK is a fragmentable function which binds the SOL- DIAZ to the mordanting portion of the molecule (MORD) but which cleaves from the DIAZ portion upon reaction with the 4-equivalent color formers.
  • MORD is any number of polymeric or long chain alkyl substituents which renders the diazonium precursor non-diffusible.
  • N-(p-(- dodecyloxyphenylsulfonylazo)phenyl)-succinamic acid is N-(p-(- dodecyloxyphenylsulfonylazo)phenyl)-succinamic acid as a useful diazosulfone to be employed within this preferred embodiment.
  • color formers to be employed are those listed in US. Pat. No. 3,369,104 which. when the processing pH is rendered high enough (pH 11.5 l3.0) achieve some degree of diffusibility, permitting them to transfer to an adjacent layer, due to the sink action of the reaction providing azo-sulfone.
  • diazonium salts or azosulfones which may be employed within the scope of the invention, mention may be made of the following:
  • FIGS. 1, 4, and 5 are diagrammatic enlarged crosssectional views of three non-peel apart film units embodying the invention.
  • FIG. 2 is a diagrammatic cross-section of FIG. 1 after exposure has taken place and the film unit has been subjected to roller application.
  • FIGS. 3, a, b, c, d are descriptive formula of the reactions of negative development, azo dye formation employing azo-sulfones, indoaniline dye formation and azo dye formation employing a diazonium salt.
  • FIG. 6a is a diagrammatic enlarged cross-section of a film unit emphasizing the use of timing layers and receiving sheet.
  • FIG. 6b is a diagrammatic enlarged cross-section of a non-peel apart two-piece package employing a pressure sheet containing diffusible diazonium species behind a timing layer.
  • FIGS. 1 and 2 exemplify one preferred means by which the invention may be practiced.
  • the layers of FIGS. 1 and 2 embody the conceptual employment of non-diffusing diazonium precursors placed in the gelatin separation layers between the light sensitive layers.
  • the diagrammatic cross-section of FIG. 2 describes the film package as shown in FIG. I after it has been subjected to roller application and the processing solution described in layer 9 has been extruded between layers 8 and 10.
  • FIG. 1 exposure and final viewing of the finished print occurs from the same side.
  • the package therefore is most aptly employed in an imaging system referred to as Lateral Reversal corrected, see E. H. Land, Photogr. Sci. Eng., 16, 247 (I972).
  • Layer 1 of FIG. 1 is an opaque diazosulfone pigmented film base such as polyester, polycarbonate, cellulose acetate, cellulose acetate butyrate and the like with a thickness of 2 /2 to 9 mils. It serves the dual function of a support as well as a barrier to unwanted exposure by virtue of an opacifying agent such as carbon black, titanium dioxide, combinations of same or the like which is constructed as part of the base or coated upon the base.
  • Layer 2 is a gelatin matrix layer containing a non-diffusing diazonium precursor such as a diazonesulfone which is capable of reacting with 4- 'equivalent color formers under alkaline conditions forming alkali soluble and highly diffusible azo dyes.
  • Layer 3 is a red-light-sensitive silver halide emulsion layer containing an oil dispersion of cyan 4-equivalent color former which becomes only moderately diffusible under the influence of the alkaline processing solution, but which forms a highly mobile azo dye with the diffusion actuating diazonium precursor.
  • Layer 4 is a gelatin separation layer of the same composition as layer 2.
  • Layer 5 is a green-light sensitive silver halide emulsion layer containing an oil dispersion of magenta 4- equivalent color former which behaves as the cyan component in layer 3.
  • Layer 6 is a gelatin matrix layer containing a nondiffusing diazonium precursor such as a diazosulfone as in layers 2 and 4 and a blue light absorbing species such as yellow colloidal silver which prevents blue light from reaching layers 3 and 5.
  • a nondiffusing diazonium precursor such as a diazosulfone as in layers 2 and 4
  • a blue light absorbing species such as yellow colloidal silver which prevents blue light from reaching layers 3 and 5.
  • Layer 7 is a bIue-light-sensitive silver halide emulsion layer containing an oil dispersion of 4equivalent yellow color former which behaves as the cyan and magenta color formers of layers 3 and 5.
  • Layer 8 is a gelatin matrix layer containing a nondiffusing 4-equivalent color former or any such species which willreact with any amount of diazonium salt that might be produced after processing has been completed. The product thus produced will not be diffusible and hence no image degradation will occur.
  • Layer 9 is a pressure rupturable processing pod containing a p-phenylene diamine developer, an antioxidant, alkali, a film forming thickening agent, and opacifying agent such as TiO or the like along with auxiliary light blocking or absorbing agent such as carbon black, non-diffusible dyes, or the like in sufficient concentration as to assure full development of all silver halide in fully exposed regions and to protect the negative portion of the film from further exposure when removed from the camera.
  • auxiliary light blocking or absorbing agent such as carbon black, non-diffusible dyes, or the like
  • Layer 10 is a gelatin matrix layer containing a reflective species or its precursor which by virtue of its coated form or its concentration or the layer thickness is relatively transparent to actinic radiation but subsequent to application of the processing solution becomes opaque enough to act as a visual barrier to the auxiliary opacifying agent of the pod.
  • a reflective species or its precursor which by virtue of its coated form or its concentration or the layer thickness is relatively transparent to actinic radiation but subsequent to application of the processing solution becomes opaque enough to act as a visual barrier to the auxiliary opacifying agent of the pod.
  • a reflective species or its precursor which by virtue of its coated form or its concentration or the layer thickness is relatively transparent to actinic radiation but subsequent to application of the processing solution becomes opaque enough to act as a visual barrier to the auxiliary opacifying agent of the pod.
  • titanium dioxide coated at a 10 percent concentration in 6 percent gel solution whereby the particle size prior to processing is of a mean average size less than 005p, but after processing a mean average size due to coagulation of 05p. or greater.
  • Layer I1 is a mordanting receiving layer of acid treated gelatin and acid mordanting polymeric or nondiffusing basic substances such as amino guanidine derivatives.
  • Layer 12 is a polymeric timing layer such as polyvinyl alcohol or the like as listed in U.S. Pat. No. 3,455,686 and containing encapsulated oxidizing agents, such as potassium persulfate.
  • Layer 13 is a pH lowering layer composed of or containing polymeric acids or anhydrides as listed in US. Pat. No. 3,362,819.
  • Layer I4 is a transparent film base such as polyester, polycarbonate, cellulose acetate, cellulose acetate butyrate and the like with a thickness of 2% to 9 mils.
  • Layer 15 is a pressure sensitive tape as a binder to hold the negative element permanently bound to the image receiving element and the processing pod.
  • the package as shown in FIG. 1 is either manually or mechanically forced between rollers which extrude the contents of the pod thereby forming layer 9 as shown in FIG. 2.
  • development proceeds as chemically visualized for the cyan layer in FIG. 3a.
  • the color formers of lay ers 3, 5, 7 which are themselves soluble and slightly diffusible at the processing pI-I, are pulled in a sink fashion to the diazosulfone bearing layers of 2, 4 and 6 in which the reactions of azo formation depicted in FIG. 321 for layer 2 proceeds.
  • the azo dyes thus generated migrate to the receiving portion of the package (layer 11) where they are mordanted and then converted to the appropriate indoaniline or azomethine dyes by virtue of oxidative cleavage and coupling with oxidized paraphenylene diamine as shown in FIG. 30.
  • FIGS. 4 and 5 are further illustrative examples of layer arrangements to be employed in the practice of the invention. Unlike in FIGS. 1 and 2, exposure and viewing take place at opposite portions of the film package and hence laterally reversed cameras which are the design most often utilized in the photographic field, may be employed in conjunction with these layer arrangements. It is important to note that only with colorless color providing material may both such constructions exist, and hence employment of the invention and the configurations described above and below offers an advancement of the art to the practice of instant access color photography with regards to the selection of image recording devices to be employed.
  • FIG. 4 empioys a single pod construction of a nonpeel-apart package
  • FIG. 5 employs a double pod construction.
  • the layers of FIGS. 4 and 5 may be defined as:
  • Layer 16 is a gelatin matrix layer containing a nondiffusing 4-equivalent coupler as described in layer 8 plus opacifying agents such as non-diffusing dyes or carbon black or the like to render that portion of the package opaque to unwanted exposure:
  • Layer 17 is a white opaque pigment light reflective layer of TiO and gelatin
  • Layer 18 is as described in layer 14;
  • Layer 19 is a pressure rupturable pod containing a thickening agent and carbon black in a form of a paste as described in US. Pat. No. 3,635,707;
  • Layer 20 is a support layer as described in layer 14.
  • FIGS. 6a and 6b employ the laterally reversed corrected and laterally reversed systems respectively.
  • the negative portion of the film and the pressure sheet or receiving sheet may initially be separate or may be joined as in FIGS. 1, 2, 4 and 5.
  • the mechanism of image recording and negative development are essentially alike that described above, but the transport mechanism is sufficiently unique to warrant its own description.
  • the azo dyes are in turn transferred to the receiving portions of the package where oxidized developer, generated by incorporated oxidizing agent converts them into azomethine or indoaniline dyes.
  • oxidized developer generated by incorporated oxidizing agent converts them into azomethine or indoaniline dyes.
  • diazonium salts (2) and (5) are illustrated below, but all salts disclosed can be used, and it should be understood that these salts are only a few of many salts or of aromatic azo sulfones or of diazonium precursors which provide the new and superior results of the invention.
  • EXAMPLE I To 50 ml of a bromoiodide emulsion containing 5 percent of silver was added 0.6 g of diazonium salt 2 and 3 ml of a color former dispersion containing 8 percent color former as shown in FIG. 3a in 12 percent of dispersing oils dibutylphthalate and tricresylphosphate. The resulting formulation was coated with the aid of surfactants such as Saponin or Tergitol No. 4, on a clear film base of cellulose acetate butyrate. The dried coating.
  • surfactants such as Saponin or Tergitol No. 4
  • CD-2 is a color developer which is 4-N,N diethyl amino 2 methyl aniline monohydrochloride or salt as supplied by Eastman Kodak Co.
  • Tergitol is defined inhackhs Chemical Dictionary, 3rd Edition, at page 836 as a polyethylene oxide surfactant.
  • Alipal CO-436 is ammonium salt of sulfated nonyl phenoxy poly(ethylene oxy) ethanol.
  • the receiving sheet was peeled from the negative.
  • the negative material exhibited a cyan image on an orange-yellow background and the mordant-receiving sheet exhibited a positive orange-yellow image.
  • EXAMPLE 2 A negative layer similar to that of Example 1 but without the incorporation of the diazonium salt was coated and processed as in Example 1. After five minutes, the negative and receiving sheet were separated. The receiving sheet was treated with 5 percent potassium ferricyanide but no color was generated, thus indicating that all diffusion of color providing species in Example 1 was induced by azo formation.
  • a mordant bearing receiving sheet was prepared by coating a subbed white opaque film base such as baryta coated paper, with a gelatin solution of l-(4 -decoxyphenyl)biguanide.
  • the coating formulation was prepared by adding to 500 ml of a 3 percent gelatin solution, 3.0 g of l-(4-decoxyphenyl)biguanide and 1.5 ml of glacial acetic acid. The mixture was held at 50C until solution was complete (about 15 minutes) and then cooled to 40C with 2.5 ml of a 6 percent acetone solution of l,4-butanediol diglycidyl ether added as a hardener. The resulting gelatin solution was then dip coated at 40C to a thickness which would generate a concentration equivalent to that of the azo dye to be mordanted.
  • EXAMPLE 4 On a clear cellulose acetate butyrate film base was coated, as a mordant, an acid treated gelatin solution to a thickness of 10a. Over this receiving layer was then coated a 4 percent lime treated gelatin solution exhibiting an isoelectric point at pH 5 containing titanium dioxide at a concentration of 10 percent. The thickness of this second layer was 8.7;], and it thus gave transmission readings of 1.0 for blue, green, and red light and reflection readings of 0.1 or less.
  • EXAMPLE 5 A layer of gelatin bearing diazonium salt was pre pared by dissolving 2.0 g of diazonium salt in 100 ml of 6 percent gelatin solution and adding 10 ml of 10 percent acetic acid, 5 ml of 8 percent Saponin and 2 ml of 5 percent triacrylformal. The solution was then coated to 10p. thickness on clear cellulose acetate butyrate film base.
  • EXAMPLE 6 EXAMPLE 7 To 1.0 ltr. of 2 percent ECP solution prepared in Example 6 was added 2.2 ltr. of water and 0.4 ltr. of polyurethane latex (40 percent). This solution was then coated at 5 and 10p thicknesses over the diazonium coating of Example 5. A table of time versus timing layer thickness for various pH ranges is recorded below. The testing scheme utilized a water soluble diazo- -nium coupler at a concentration of 0.1 g per 100 ml of alkaline solution. Potassium hydroxide at various concentrations was employed to adjust the pH levels.
  • Gantrez ES 425 (the half butyl ester of maleic anhydride methyl vinyl ether copolymer) made by GAF Corporation, was found to give a delay to the penetration of alkali.
  • the Gantrez was dip coated to a layer thickness of 1.5 p. onto white lighted panchromatic film from a 4 percent solution in absolute alcohol.
  • EXAMPLE 10 Over the receiving layers as described in Example 4 was coated a cyan dispersion (no silver) as described in Example 2. This package was then soaked in an ammonium hydroxide solution, pH 12.3, for one minute and placed in contact with a portion of the diazonium coating mentioned in Example 5 and imaged with UV radiation. After a contact of 30 seconds an azo dye image was observed in the positive portion of the package (behind the TiO layer). The pressure sheet was peeled off and the positive was soaked in the developer formulation of Example 1 and converted to the cyan indoaniline dye by soaking for 15 seconds in 2 percent ammonium persulfate solution.
  • EXAMPLE 1 l A sample of the diazonium releasing package described in Example 7 with a thickness of ECP of 51.1. was overcoated with the negative formulation of Example 2 to a thickness of 30 The negative was imaged through a photographic stepwedge and then placed in contact with a receiving sheet of a construction and formulation of Example 3 which had a thickness of 5p. with a simultaneous application of the processing solution mentioned in Example 1 but adjusted to pH 12.0 with KOH. After a contact time of 45 seconds, an orange positive image (azo dye) on a yellow background (diazonium salt) was observed. Treating the receiving sheet with 2 percent ammonium persulfate discharged the yellow diazonium and converted the orange azo dye to the cyan indoaniline dye.
  • EXAMPLE 12 A negative package is coated as in Example 1 l but with one addition. Over the cyan containing emulsion is coated. to a thickness of 5a, a dispersion of oil soluble long chain 4equivalent coupler or a solution of long chain hydrophilic coupler in gelatin. The film package is exposed and processed as in Example 11. After a contact time of 45 seconds, an orange positive image on a white background is observed. The yellow diazonium salt corresponding to developed areas does not proceed to the receiving sheet due to coupling in this barrier layer of 4-equivalent coupler. Generation of the cyan image is as in Example 1 1.
  • V I l2 4-Amino-N-ethyl-3-methyl-N-(B-sulfoethyl)aniline was prepared according to the procedure described in Journal American Chemical Society, 78, 5827. This amine (14.0 g) was diazotized in ethanol with n-butyl nitrite to give the desired diazo (12.0 g) 4-[Ethyl(2- sulfoethyl)amino]o-toluene-diazonium inner salt.
  • a photographic film package for producing a positive color image comprising:
  • each emulsion layer being sensitized to the spectrum of a different primary color
  • each said emulsion layer containing a 4-equivalent color former which yields a complementary color to the primary color of said emulsion laYer, said color former being incorporated in a high boiling photographically inert oil droplet dispersion uniformly distributed within said emulsion layer; said color former having substantially no water solubility and substantially no mobility at pH below about 9 and being capable of reacting with oxidized color developer to form an immobilized coupled product at exposed areas;
  • one of said color former and said diazonium salt or 60 precursor thereof being non-diffusible at the development pH and the other being at least slightly diffusible at the development pH to allow said azo coupling to proceed, after imagewise exposure and color development of said package with an alkaline 6 processing solution containing a color developer, between color former that has not reacted with oxidized color developer and said diazonium compound or precursor thereof to form said azo dye;
  • a receiving portion having chemical means for mordanting azo dye that has diffused thereto and converting mordanted azo dye into immobilized azomethine or indoaniline dyes
  • c) is a benzene diazonium salt or precursor thereof which is non-diffusing at the development pH and which is incorporated in a separation layer adjacent each said emulsion layer, and said color former is slightly diffusible at the development pH to at least an extent to enable diffusion of the color former from its emulsion layer to the benzene diazonium precursor-containing layer adjacent thereto.
  • the benzene diazonium precursor is a benzene azo sulfone 6.
  • the color former is essentially non-diffusible at pH less than 11.5 and the benzene diazonium salt or precursor thereof is 3-carboxy-4( l -pyrrolidinyl)benzenediazonium fluoborate, 5-phenylsulfonylazo-2(lpyrrolidinyl) benzoic acid, or 4-[methyl-(2-sulfoethyl)- amino1-3-sulfobenzenediazonium inner salt.
  • non-diffusing benzene diazonium precursor is N-[p- (dodecyloxy-phenylsulfonylazol-phenyl1 succinamic acid.
  • benzene diazonium salt is 3-carboxy-4( l-pyrrolidinyl)- benzene-diazonium fluoborate.
  • the polymeric timing layer is a mixture of ethyl cellulose phthalate and polyurethane latex.
  • a photographic film package for producing a positive color image comprising:
  • each emulsion layer being sensitized to the spectrum of a different primary color
  • each said emulsion layer containing a i-equivalent color former which yields a complementary color to the primary color of said emulsion layer, said color former being incorporated in a high boiling photographically inert oil droplet dispersion uniformly distributed within said emulsion layer; said color former having substantially no water solubility and substantially no mobility at pH below about 9 and being capable of reacting with oxidized color developer to form an immobilized coupled product solution containing a color developer; and at exposed areas; (1. a receiving portion having chemical means for c.
  • said emulsion layer also containing a benzene dia mordanting azo dye that has diffused thereto and zonium salt, or precursor thereof, containing at converting mordanted azo dye into immobilized least one group independently selected from carazomethine or indoaniline dyes. boxy and sulfo and being capable of azo coupling 13.

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  • General Physics & Mathematics (AREA)
  • Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
US00293940A 1972-10-02 1972-10-02 Color diffusion transfer process utilizing azo coupling to actuate diffusion of color providing species Expired - Lifetime US3837852A (en)

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Application Number Priority Date Filing Date Title
US00293940A US3837852A (en) 1972-10-02 1972-10-02 Color diffusion transfer process utilizing azo coupling to actuate diffusion of color providing species
CA180,505A CA996799A (en) 1972-10-02 1973-09-07 Color diffusion transfer process utilizing azo coupling to actuate diffusion of color providing species
GB4427373A GB1450585A (en) 1972-10-02 1973-09-20 Photographic colour diffusion transfer material
FR7335002A FR2201488B1 (enrdf_load_stackoverflow) 1972-10-02 1973-10-01
IT29605/73A IT995543B (it) 1972-10-02 1973-10-01 Processo di trasferimento per dif fusione di colore utilizzante azo copulazione per attivare la diffu sione di specie che forniscono colore
JP11041073A JPS557577B2 (enrdf_load_stackoverflow) 1972-10-02 1973-10-01
BE136248A BE805556A (fr) 1972-10-02 1973-10-02 Procede de photographie en couleurs par diffusion-transfert utilisant des copulants azoiques pour effectuer la diffusion des corps fournissant les couleurs
DE19732349451 DE2349451A1 (de) 1972-10-02 1973-10-02 Farbdiffusionsuebertragungsverfahren

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CA (1) CA996799A (enrdf_load_stackoverflow)
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FR (1) FR2201488B1 (enrdf_load_stackoverflow)
GB (1) GB1450585A (enrdf_load_stackoverflow)
IT (1) IT995543B (enrdf_load_stackoverflow)

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JPS51111334A (en) * 1975-03-26 1976-10-01 Fuji Photo Film Co Ltd Color picture forming method
FR2618429A1 (fr) * 1987-07-24 1989-01-27 Centre Nat Rech Scient Nouveaux reactifs bifonctionnels photoactivables, leur preparation et leur application

Citations (4)

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US3065074A (en) * 1958-08-20 1962-11-20 Polaroid Corp 1,4-benzoquinone oxidizing agents for color transfer processes
US3301772A (en) * 1961-02-27 1967-01-31 Gen Aniline & Film Corp Electrolytic color development
US3359104A (en) * 1963-12-30 1967-12-19 Gen Aniline & Film Corp Color diffusion transfer process and negative material thereof
US3676124A (en) * 1968-10-12 1972-07-11 Fuji Photo Film Co Ltd Photographic negative material for color diffusion transfer process

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US3301772A (en) * 1961-02-27 1967-01-31 Gen Aniline & Film Corp Electrolytic color development
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US3676124A (en) * 1968-10-12 1972-07-11 Fuji Photo Film Co Ltd Photographic negative material for color diffusion transfer process

Also Published As

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FR2201488A1 (enrdf_load_stackoverflow) 1974-04-26
DE2349451A1 (de) 1974-04-18
CA996799A (en) 1976-09-14
BE805556A (fr) 1974-02-01
GB1450585A (en) 1976-09-22
JPS557577B2 (enrdf_load_stackoverflow) 1980-02-26
JPS4974026A (enrdf_load_stackoverflow) 1974-07-17
IT995543B (it) 1975-11-20
FR2201488B1 (enrdf_load_stackoverflow) 1977-05-27

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