US3004850A - Production of positive photographic records - Google Patents

Production of positive photographic records Download PDF

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Publication number
US3004850A
US3004850A US854614A US85461459A US3004850A US 3004850 A US3004850 A US 3004850A US 854614 A US854614 A US 854614A US 85461459 A US85461459 A US 85461459A US 3004850 A US3004850 A US 3004850A
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US
United States
Prior art keywords
silver halide
photographic
production
layer
compound
Prior art date
Legal status (The legal status 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 status listed.)
Expired - Lifetime
Application number
US854614A
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English (en)
Inventor
Dickinson Harold Owen
Duffin George Frank
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Ilford Imaging UK Ltd
Original Assignee
Ilford Ltd
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 Ilford Ltd filed Critical Ilford Ltd
Application granted granted Critical
Publication of US3004850A publication Critical patent/US3004850A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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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
    • G03C8/24Photosensitive materials characterised by the image-receiving section
    • G03C8/243Toners for the silver image
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D231/00Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D231/18One oxygen or sulfur atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D231/00Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D231/18One oxygen or sulfur atom
    • C07D231/20One oxygen atom attached in position 3 or 5
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D231/00Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/54Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings condensed with carbocyclic rings or ring systems
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S430/00Radiation imagery chemistry: process, composition, or product thereof
    • Y10S430/166Toner containing

Definitions

  • This invention relates to the production of positive photographic records by the method generally known as the diffusion transfer process.
  • a latent image is formed in a photographic material having a gelatino silver halide lightsensitive layer, usually a silver chloride layer.
  • the latent image is developed in the presence of a solvent for the silver halide and while the material is in face contact with a so-called reception sheet.
  • the reception sheet is normally not itself light-sensitive, but it includes a surface layer containing a substance which will constitute nuclei for the photographic development process. When the layers are peeled apart the reception sheet is found to carry a positive record in developed silver of the original image.
  • the result is obtained because some of the silver halide in the areas not carrying the latent image dissolves in the silver halide solvent or forms a complex therewith and diffuses into the reception sheet where, in association with the development nuclei present in that sheet and in the presence of the developing substance, it develops to form an image in that sheet.
  • R and R are alkyl groups, preferahlylower alkyl groups such as methyl or ethyl, or together form a 5- membered or 6-membered saturated ring
  • Xf is an alkyl, e.g. methyl or ethyl, aralkyl, e.g. benzyl, alkylthio,
  • the aforesaid compound is the preferred compound for use in the diffusion-transfer process in accordance with' the present invention.
  • 5-BENZYL-4:4-DIMEIHYL-3- MERCAPTOPYRAZOLENINE 5-benzyl-4:4 dimethylpyrazol-3-one was prepared from hydrazine and ethyl a:a-dimethyl-v-phenylacetoacetate (Blaise, Qompt. Rendus, 1901, 132, 480) and obtained from aqueous solution as colorless needles, M.Pt. 116- 118.
  • 5-benzyl-4:4-dimethylpyrazol-3-one (8 g.) and fresh, powdered phosphorus pentasulphide (20 g.) and xylene (200 ml.) were heated under reflux for one hour.
  • the xylene solution was poured on to ice (200 g.) and left for 16 hours.
  • the aqueous suspension was extracted with benzene and the benzene solution was evaporated to dry- ,Water to 1 litre.
  • any of the compounds of'the general formula given above can usefully be added to the developer employed in the diffusion transfer process in quantities of, for example, 0.02 g. to 0.5 g./litre. It can alternatively be included in the photographic emulsion itself, e.g. in a 'proportion of 0.0 1 g. to 0.5 g./litre of emulsion coated, or
  • reception sheet it may be included in the reception sheet, e.g. in a proportion of Ol02 to 2 g./litre of the coating solution applied to the reception sheet.
  • quantities of thecompound of the order indicated may be distributed as between the developer, emulsion and reception sheet, or any two of these.
  • the photographic material or the reception sheet may be wetted with. a solution of the compound as a pre-treatment before being subjected to the developing process.
  • Example 1 A reception sheet was coated with a 5% (w./ v.) solution of gelatin containing 0.025 g. of colloidal silver sulphide, 20 g. of sodium'thiosulphate and 0.2 g. of .3-mercapto-4z4:S-trimethylpyrazolenine per litre.
  • a sil- G. Sodium sulphite (cryst.) 100 Hydroquinone l0 p-Methyl amino phenol hydrochlorideuu 2 NaOH 10 KBr The twolayers were pressed together and separated-after one minute. The reception layer carried a neutral-toned positive image.
  • Example 2 A' silver chlorobromide emulsion coated onpaper was exposed and, together with a reception sheet of the type describedin Example 1 but not containing thepyrazolenine compound, was impregnated with a developer of the following composition:
  • R R HSC/ ⁇ C-1X i1 .N wherein R and R taken separatelyrepresent alkyl groups and taken together represent a saturated ring containing at least 5 and at most 6 members in the ring, and X represents a group selected from theclass consisting of alkyl, aralkyl, alkylthio and alkoxy groups.
  • a method for the production of photographic records from silver halide photographic emulsions by the diffusion transfer process which comprises developing a photographic silver halide emulsion layer while theemulsion layer is in face contact with a layer containing development nuclei, the development being effected in the presence of a solvent for silver halide and 3-mercapto- 4:4:5-trimethylpyrazolenine.
  • a method for the production of-photographic records from silver halide photographic emulsions by the diffusion transfer process which comprises developing a photographic silver halide emulsion -layer while the emul- 4 4-diethyhS-methylpyrazolenine.
  • a method for the production of photographic records from silver halidephotographic emulsions by the diffusion'transfer-process which comprises developing a photographic silver halide emulsion layer while the 'emulsion layer is in face contact with a layer containing development nuclei, the development being effected in the presence of a solvent-for silver halide and 4:5-dimethyl- 4aethyl-3gmercaptopyrazolenine.
  • a method for the production of photographic records from silver halide photographic emulsions by the diffusion transfer process which comprises developing a photographic silver halide emulsion layer while the emulsion layer is in face contact with a layer containing development nuclei, the development being effected in th presence of a solvent for silver halide and 5-benzyl-4z4- dimethyl-3-mercaptopyrazolenine.
  • a method for the production of photographic records from silver halide photograpliicemulsions by the diffusion transfer process which comprises developing a photographic silver halide emulsion layer while the emulsion layer is in face contact with a layer containing development nuclei, the development being efiected m the presence of a solvent for silver halide and 3-mercapto-5- methyl-4:4-cyclopentamethylenepyrazolenine.
  • a method for the production of photographic records from silver halide photographic emulsions by the difiusion transfer process which comprises develop ing a photographic silver halide emulsion layer while the emulsion layer is in face contact with a layer containing development nuclei, the development being efiected in the presence of a solvent for silver halide and the emulsion containing 0.01 to 0.5 g./litre of emulsion coating of a compound of the general formula:
  • a method for the production of photographic records from silver halide photographic emulsions by the diffusion transfer process which comprises developing a photographic silver halide emulsion layer while the emulsion layer is in face contact with a layer containing development nuclei, the development being effected in the presence of a solvent for silver halide and the developer containing 0.02 to 0.5 g./litre of a compound of the general formula:
  • a method for the production of photographic records from silver halide photographic emulsions by the difiusion transfer process which comprises developing a photographic silver halide emulsion layer while the emulsion layer is in face contact with a layer containing development nuclei, the development being effected in the presence of a solvent for silver halide and the layer containing the development nuclei further containing 0.02 to 2 g./litre of the coating applied of a compound of the general formula:
  • X represents a group selected from the class consisting of alkyl, aralkyl, alkylthio and alkoxy groups the said compound being present in a proportion of 0.01 to 0.5 g. per litre of emulsion coated.
  • a photographic developer composition containing a silver halide solvent and 0.02 to 0.5 g. per litre of a compound of the general formula:
  • An element for use in photography comprising a support carrying a layer which includes photographic development nuclei and a compound of the general formula:
  • X represents a group selected from the class consisting of alkyl, aralkyl, alkylthio and alkoxy groups the said compound being present in a proportion of 0.02 .to 0.2 g. per litre of the coating solution applied to form said layer.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Photosensitive Polymer And Photoresist Processing (AREA)
  • Plural Heterocyclic Compounds (AREA)
US854614A 1958-11-28 1959-11-23 Production of positive photographic records Expired - Lifetime US3004850A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB38548/58A GB875644A (en) 1958-11-28 1958-11-28 Improvements in or relating to the production of positive photographic records
GB1111937X 1958-11-28

Publications (1)

Publication Number Publication Date
US3004850A true US3004850A (en) 1961-10-17

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ID=78668845

Family Applications (1)

Application Number Title Priority Date Filing Date
US854614A Expired - Lifetime US3004850A (en) 1958-11-28 1959-11-23 Production of positive photographic records

Country Status (5)

Country Link
US (1) US3004850A (fr)
DE (1) DE1111937B (fr)
FR (1) FR1241614A (fr)
GB (1) GB875644A (fr)
NL (2) NL123870C (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3128182A (en) * 1961-10-23 1964-04-07 Eastman Kodak Co Silver halide solvent containing developers and process
US3515555A (en) * 1967-03-08 1970-06-02 Eastman Kodak Co Toning composition for direct positive paper
US3607269A (en) * 1968-04-01 1971-09-21 Polaroid Corp Image-receiving elements and photographic processes employing same

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2699393A (en) * 1950-04-15 1955-01-11 Agfa Ag Fur Photofabrikation Photographic process for the direct production of positive images

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE542151A (fr) * 1955-10-19

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2699393A (en) * 1950-04-15 1955-01-11 Agfa Ag Fur Photofabrikation Photographic process for the direct production of positive images

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3128182A (en) * 1961-10-23 1964-04-07 Eastman Kodak Co Silver halide solvent containing developers and process
US3515555A (en) * 1967-03-08 1970-06-02 Eastman Kodak Co Toning composition for direct positive paper
US3607269A (en) * 1968-04-01 1971-09-21 Polaroid Corp Image-receiving elements and photographic processes employing same

Also Published As

Publication number Publication date
NL245863A (fr)
FR1241614A (fr) 1960-09-16
DE1111937B (de) 1961-07-27
GB875644A (en) 1961-08-23
NL123870C (fr)

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