WO1980002331A1 - Dye developer processes - Google Patents

Dye developer processes Download PDF

Info

Publication number
WO1980002331A1
WO1980002331A1 PCT/US1980/000457 US8000457W WO8002331A1 WO 1980002331 A1 WO1980002331 A1 WO 1980002331A1 US 8000457 W US8000457 W US 8000457W WO 8002331 A1 WO8002331 A1 WO 8002331A1
Authority
WO
WIPO (PCT)
Prior art keywords
diffusion transfer
diazole
silver halide
film unit
halide emulsion
Prior art date
Application number
PCT/US1980/000457
Other languages
English (en)
French (fr)
Inventor
R Lambert
Original Assignee
Polaroid Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Polaroid Corp filed Critical Polaroid Corp
Priority to DE8080900936T priority Critical patent/DE3068777D1/de
Publication of WO1980002331A1 publication Critical patent/WO1980002331A1/en

Links

Classifications

    • 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
    • G03C8/00Diffusion transfer processes or agents therefor; Photosensitive materials for such processes

Definitions

  • This invention relates to photography and, more particularly, to diffusion transfer photography.
  • a photosensitive element containing a dye developer and a silver halide emulsion is photo- exposed and a processing composition applied thereto, for example, by. immersion, coating, spraying, flowing, etc., in the dark.
  • the exposed photosensitive element is superposed prior to, during, or after the processing composition iu applied, on a second sheet-like element which may be utilized as an image-receiving element.
  • the processing composition is applied to the exposed, photosensitive element in a sub ⁇ stantially uniform layer as the photosensitive element is brought into superposed relationship with an image-receiv ⁇ ing layer carried by said second sheet-like element.
  • the processing composition permeates the emulsion to initiate development of the latent image contained therein.
  • the dye developer is immobilized or precipitated in exposed areas as a consequence of the development of the latent image. This immobilization is apparently, at least in part, due to a change in the solubility characteristics of the dye developer upon oxidation and especially as regards its solubility in alkaline solutions. It may also be due in part to a tanning effect on the emulsion by oxidized developing agent, and in part to a localized
  • the image-receiving layer receives a depth- wise diffusion, from the developed emulsion, of unoxidized dye developer without appreciably disturbing the image ⁇ wise distribution thereof to provide a reversed or posi-
  • the image-receiv ⁇ ing element may contain agents adapted to mordant or otherwise fix the diffused, unoxidized dye developer.
  • a substance e.g., a white pigment, effective" to mask the developed silver halide emulsion or emulsions, is applied between the image-receiving layer and said silver halide emulsion or emulsions.
  • 35 No. 2,983,606 are compounds which contain, in the same ' ' molecule, both the chromophoric system of a dye and also
  • a silver halide developing function is meant a grouping adapted to develop exposed silver halide.
  • a preferred silver halide development function is a hydroquinonyl group.
  • the development function includes a benzenoid developing function, that is, an aromatic developing group which forms quinonoid or quinone substances when oxidized.
  • Multicolor images may be obtained using dye developers in diffusion transfer processes by several techniques.
  • One such technique contemplates obtaining multicolor transfer images utilizing dye developers by employment of an integral multilayer photosensitive element, such as is disclosed in the aforementioned U. S. Patent No. 2,983,606 and in U. S. Patent No. 3,345,163 -issued October 3, 1967 to Edwin H. Land and Howard G. Rogers, wherein at least two selectively sensitized photosensitive strata, superposed on a single support, are processed, simultaneously and without separation, with a single common image-receiving layer.
  • a suitable arrangement of this type comprises a support carrying a red-sensitive silver halide emulsion stratum, a green- sensitive silver halide emulsion stratum and a blue- sensitive silver halide emulsion stratum, said emulsions having associated therewith, respectively, for example, a cyan dye developer, a magenta dye developer and a yellow dye developer.
  • the dye developer may be utilized in the silver halide emulsion stratum, for example in the form of particles, or it may be disposed in a stratum behind the appropriate silver halide emulsion strata.
  • Each set of silver halide emulsion and associated dye developer strata may be separated from other sets by suitable interlayers, for example, by a layer or stratum of gelatin or polyvinyl alcohol.
  • suitable interlayers for example, by a layer or stratum of gelatin or polyvinyl alcohol.
  • a yellow dye developer of the appropriate spectral characteristics and present in a state capable of functioning as a yellow filter may be so employed and a 5 separate yellow filter omitted.
  • an opacifying agent is preferably titanium dioxide, and it also performs an opacifying function, i.e., it is effective to mask the developed silver halide emulsions so that the transfer image may be viewed without interference therefrom, and
  • IP light-absorbing material or reagent preferably a pH-- sensitive phthalein dye
  • IP light-absorbing material or reagent preferably a pH-- sensitive phthalein dye
  • the light-absorbing material is so positioned and/or constituted after process ⁇ ing as not to interfere with viewing the desired image shortly after said image has been formed.
  • the light-absorbing material also sometimes referred to as an optical filter agent, is initially contained in the processing composition together with a light-reflecting material, e.g., titanium dioxide.
  • concentration of the light-absorbing dye is selected to provide the light transmission opacity required to perform the particular process under the selected light conditions.
  • the light- absorbing dye is highly colored at the pH of the process ⁇ ing composition, e.g., 13-14, but is substantially non- absorbing of visible light at a lower pH, e.g., less than 10-12.
  • This pH reduction may be effected by an acid- reacting reagent appropriately positioned in the film unit, e.g., in a layer between the transparent support and the image-receiving layer.
  • the dye developers are preferably selected for their ability to provide- colors that are useful in carry ⁇ ing out subtractive color photography, that is, the previously mentioned cyan, magenta and yellow.
  • the dye . developers employed may be incorporated in the respective silver halide emulsion or, in the preferred embodiment, in a separate layer behind the respective silver halide emulsion, and such a layer of dye developer may be applied by use of a coating solution containing the respective dye developer distributed, in a concentration calculated
  • heterocyclic diazoles may be said to be "aromatic", i.e., the 5-membered heterocyclic diazoles contain two double bonds and the 6-membered heterocyclic diazoles contain three double bonds.
  • the nitrogen atoms may be adjacent or separated by one or two carbon atoms.
  • Substituents on the ring carbons or nitrogens may include 1 to 2 carbon atoms. Examples of 5- and 6-membered unsaturated heterocyclic diazoles found useful in accordance with this invention include:
  • OMPI - was prepared by coating a gelatin-subcoated 4 mil opaque polyethylene terephthalate film base with the following layers:
  • OMPI 8 a blue-sensitive gelatino silver iodobromide emulsion layer including 4 '-methylphenyl "hydroquinone coated at a coverage of about 119 mg/ft 2 of silver, about
  • a transparent 4 mil polyethylene terephthalate film base was coated, in succession, with the following layers to form an image-receiving component:
  • timing layer containing about a 45:0.7 ratio of a 60-30-4-6 copolymer of butylacrylate, diacetone acrylamide, styrene and' ethacrylic acid and polyvinyl alcohol at a coverage of about 45 mg/ft 2; and , 3. an image-receiving layer containing a 2:1:1 mixture of polyvinyl alcohol, poly-4-vinyl pyridine and a graft copolymer of 4'-vinyl pyridine and vinylbenzyl trimethyl ammonium chloride on hydroxyethyl cellulose
  • the photosensitive component was photoexposed and then taped to one end of the image-receiving component with a rupturable container retaining an aqueous alkaline process ⁇ ing solution fixedly mounted on the leading edge of each of the components, by pressure-sensitive tapes to make a film unit, so that, upon application of compressive pressure to the container to rupture the container's marginal seal, its contents would be distributed between the image-receiving layer and the gelatin overcoat of the photosensitive component.
  • the aqueous alkaline processing composition comprised: -13-
  • Colloidal silica (30% Si0 2 dispersion) 4.15 g.
  • a layer approximately 0.0030" thick of the processing composition was distributed by passing the film unit between a pair of pressure-applying rolls and into a lighted area.
  • the resulting laminate was maintained intact to provide a multicolor integral negative-positive reflection print.
  • the maximum and minimum reflection densities of the neutral column of the control and test images were measured at intervals of time after the processing composition was applied, and the following results were obtained.
  • Colloidal silica (30% SiO dispersion) 37 N-2-hydroxyethyl-N,N' ,N'-tris- - carboxymethyl-ethylene diamine 30 g.
  • the relative rates of transfer of the image dyes was also measured using the same components and measured the density as a function of time using an automatic recording densitometer.
  • the following table indicates the difference in density at the given times between the control and the test compound at 1 and 2% weight per cent, decreased density at a given time being indicated by a minus sign.
  • the neutralizing and timing layers were positioned between the image-receiving layer and its transparent support.
  • the diazole is dissolved in the processing composition.
  • the concentra ⁇ tion of the diazole most appropriate for a given til fl i unit may be determined by routine experimentation. In general, if the diazole is in the processing composition, the concentration may be in the range of about 0.5 to 3% by weight; higher concentrationsmay be used but have not been found to offer any advantages. The preferred concentration is about 0.5 to 1%. It will be understood that the diazoles also may be used in dye developer color transfer processes wherein the image-receiving element is separated from the developed photosensitive element.
  • the diazole e.g., 1- methyl imidazole
  • the diazole may exhibit a tendency to photolyze and stain the image.

Landscapes

  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)
PCT/US1980/000457 1979-04-24 1980-04-24 Dye developer processes WO1980002331A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DE8080900936T DE3068777D1 (en) 1979-04-24 1980-04-24 Diffusion transfer film unit and color process

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US3295479A 1979-04-24 1979-04-24
US32954 1979-04-24

Publications (1)

Publication Number Publication Date
WO1980002331A1 true WO1980002331A1 (en) 1980-10-30

Family

ID=21867773

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1980/000457 WO1980002331A1 (en) 1979-04-24 1980-04-24 Dye developer processes

Country Status (5)

Country Link
EP (1) EP0027460B1 (enrdf_load_stackoverflow)
JP (1) JPS6227378B2 (enrdf_load_stackoverflow)
CA (1) CA1137346A (enrdf_load_stackoverflow)
DE (1) DE3068777D1 (enrdf_load_stackoverflow)
WO (1) WO1980002331A1 (enrdf_load_stackoverflow)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0129033A3 (en) * 1983-05-09 1985-12-27 Polaroid Corporation Photographic products and processes and novel compounds

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3353956A (en) * 1963-02-18 1967-11-21 Polaroid Corp Photographic diffusion transfer processes utilizing an imidazole and an image-receiving element containing a polymeric acid layer
US3377166A (en) * 1966-04-19 1968-04-09 Eastman Kodak Co Photographic image transfer process utilizing imidazole
US3649265A (en) * 1970-05-06 1972-03-14 Eastman Kodak Co Diffusion transfer system comprising dye developers, a pyrazolone and an onium compound
US3785814A (en) * 1971-12-23 1974-01-15 Polaroid Corp Diffusion transfer color processes and products and compositions useful therein
US3899331A (en) * 1973-11-14 1975-08-12 Polaroid Corp Multicolor dye developer diffusion transfer processes with pyrazolo-{8 3,4d{9 {0 pyrimidines
US4049450A (en) * 1976-03-30 1977-09-20 Polaroid Corporation 4-Hydroxypyrazole developing agents
US4095982A (en) * 1975-10-24 1978-06-20 Fuji Photo Film Co., Ltd. Method of developing a silver halide photographic light-sensitive material

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3808003A (en) * 1969-01-24 1974-04-30 Fuji Photo Film Co Ltd Photographic material development method
JPS5089034A (enrdf_load_stackoverflow) * 1973-12-07 1975-07-17

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3353956A (en) * 1963-02-18 1967-11-21 Polaroid Corp Photographic diffusion transfer processes utilizing an imidazole and an image-receiving element containing a polymeric acid layer
US3377166A (en) * 1966-04-19 1968-04-09 Eastman Kodak Co Photographic image transfer process utilizing imidazole
US3649265A (en) * 1970-05-06 1972-03-14 Eastman Kodak Co Diffusion transfer system comprising dye developers, a pyrazolone and an onium compound
US3785814A (en) * 1971-12-23 1974-01-15 Polaroid Corp Diffusion transfer color processes and products and compositions useful therein
US3899331A (en) * 1973-11-14 1975-08-12 Polaroid Corp Multicolor dye developer diffusion transfer processes with pyrazolo-{8 3,4d{9 {0 pyrimidines
US4095982A (en) * 1975-10-24 1978-06-20 Fuji Photo Film Co., Ltd. Method of developing a silver halide photographic light-sensitive material
US4049450A (en) * 1976-03-30 1977-09-20 Polaroid Corporation 4-Hydroxypyrazole developing agents

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of EP0027460A4 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0129033A3 (en) * 1983-05-09 1985-12-27 Polaroid Corporation Photographic products and processes and novel compounds

Also Published As

Publication number Publication date
JPS6227378B2 (enrdf_load_stackoverflow) 1987-06-15
CA1137346A (en) 1982-12-14
EP0027460B1 (en) 1984-08-01
EP0027460A4 (en) 1981-08-27
EP0027460A1 (en) 1981-04-29
DE3068777D1 (en) 1984-09-06
JPS56500430A (enrdf_load_stackoverflow) 1981-04-02

Similar Documents

Publication Publication Date Title
US3265498A (en) Diffusion transfer photographic process utilizing development restrainers
US3594165A (en) Novel photographic products and processes
US3575699A (en) Photographic products and processes comprising alkali-hydrolyzable antifoggant precursors
US3615422A (en) Photographic products and processes
US3585028A (en) Diffusion transfer color products and processes simultaneously utilizing exposed and unexposed silver halides
JPS5914739B2 (ja) カラ−拡散転写法
US3856521A (en) Diffusion transfer color film and process
US3787209A (en) Color diffusion transfer color process and film with silver precipitating layer
US3077400A (en) Color diffusion transfer using gelatinsilver halide emulsions containing cellulose ethers
US4401746A (en) Stripping layer consisting of a mixture of cellulose acetate hydrogen phthalate and straight chain saturated polyester of adipic acid
US3245789A (en) Photographic products and processes
US3615543A (en) Multicolor photographic element comprising an oxacyanine sensitizing dye
US4367277A (en) Diffusion transfer product and process
US3649265A (en) Diffusion transfer system comprising dye developers, a pyrazolone and an onium compound
US3647435A (en) Integral negative/positive color diffusion transfer process film unit employing in-situ generated visible light-reflecting agent
CA1137346A (en) Diffusion transfer film including a dye developer and a 5- or 6- membered aromatic unsaturated liquid heterocyclic diazole free of imino n atoms
US4456674A (en) Color transfer photographic processes and products
US4282306A (en) Dye developer processes
US4294907A (en) Image-receiving elements
US3899331A (en) Multicolor dye developer diffusion transfer processes with pyrazolo-{8 3,4d{9 {0 pyrimidines
US3801318A (en) Color diffusion transfer photographic products and processes with sulfur free silver halide solvents
US3411904A (en) Photographic multicolor diffusion transfer process using dye developers and element
US3976486A (en) Diffusion transfer color products and processes with substituted halide silver halide emulsions
US4777112A (en) Polyoxyalkylene overcoats for image-receiving elements
CA1087435A (en) Color diffusion transfer photographic product containing 2-substituted benzimidazole associated with the emulsion

Legal Events

Date Code Title Description
AK Designated states

Designated state(s): JP

AL Designated countries for regional patents

Designated state(s): DE FR GB NL

WWE Wipo information: entry into national phase

Ref document number: 1980900936

Country of ref document: EP

WWP Wipo information: published in national office

Ref document number: 1980900936

Country of ref document: EP

WWG Wipo information: grant in national office

Ref document number: 1980900936

Country of ref document: EP