US3155514A - Photographic compositions and elements - Google Patents

Photographic compositions and elements Download PDF

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Publication number
US3155514A
US3155514A US236412A US23641262A US3155514A US 3155514 A US3155514 A US 3155514A US 236412 A US236412 A US 236412A US 23641262 A US23641262 A US 23641262A US 3155514 A US3155514 A US 3155514A
Authority
US
United States
Prior art keywords
silver
silver halide
sodium thiosulfate
photographic
dispersion
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
US236412A
Other languages
English (en)
Inventor
Blake Ralph Kingsley
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.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and Co
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
Priority to FR88737D priority Critical patent/FR88737E/fr
Priority to FR89467D priority patent/FR89467E/fr
Priority to NL134365D priority patent/NL134365C/xx
Priority to US236412A priority patent/US3155514A/en
Priority to US236418A priority patent/US3155516A/en
Application filed by EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Priority to US236417A priority patent/US3155515A/en
Priority to US236420A priority patent/US3155507A/en
Priority to GB46344/62A priority patent/GB1031902A/en
Priority to DEP30721A priority patent/DE1261397B/de
Priority to GB46345/62A priority patent/GB1031903A/en
Priority to DEP30723A priority patent/DE1226877B/de
Priority to US317824A priority patent/US3155519A/en
Priority claimed from NL6408533A external-priority patent/NL6408533A/xx
Priority to NL6408533A priority patent/NL6408533A/xx
Priority to DK395464A priority patent/DK119392B/da
Priority to US388919A priority patent/US3418124A/en
Priority to BE651688A priority patent/BE651688A/fr
Priority to US390460A priority patent/US3384485A/en
Priority to CH1270464A priority patent/CH486719A/de
Priority to US403661A priority patent/US3284206A/en
Publication of US3155514A publication Critical patent/US3155514A/en
Application granted granted Critical
Priority to GB34231/65A priority patent/GB1111226A/en
Priority to BE668111D priority patent/BE668111A/xx
Priority to DEP37430A priority patent/DE1294186B/de
Priority to DEP37479A priority patent/DE1293581B/de
Priority to GB43289/65A priority patent/GB1124772A/en
Priority to BE670823D priority patent/BE670823A/xx
Priority to DEP37856A priority patent/DE1293582B/de
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
    • C07D263/54—Benzoxazoles; Hydrogenated benzoxazoles
    • C07D263/58—Benzoxazoles; Hydrogenated benzoxazoles 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 in position 2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C391/00—Compounds containing selenium
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
    • C07D277/62—Benzothiazoles
    • C07D277/68—Benzothiazoles 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 in position 2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D293/00—Heterocyclic compounds containing rings having nitrogen and selenium or nitrogen and tellurium, with or without oxygen or sulfur atoms, as the ring hetero atoms
    • C07D293/10—Heterocyclic compounds containing rings having nitrogen and selenium or nitrogen and tellurium, with or without oxygen or sulfur atoms, as the ring hetero atoms condensed with carbocyclic rings or ring systems
    • C07D293/12—Selenazoles; Hydrogenated selenazoles
    • 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
    • G03C1/00—Photosensitive materials
    • G03C1/005—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
    • G03C1/492—Photosoluble emulsions

Definitions

  • novel photographic emulsion layers and elements of this invention comprise, before exposure to actinic light, silver halide crystals having associated therewith, in substantially greater than fog-inhibiting amounts, a silver mercaptide of a substituted thiourea having at least one SH group in one of its tautomeric forms, the latter compouind being characterized in that when admixed with an aqueous silver halide dispersion it protects the silver halide crystals to such an extent that when a silver halide dispersion protected by said compound is treated with 10%, by weight, aqueous sodium thiosulfate at least three times the amount of silver halide remains undissolved as in a similar dispersion successively treated with aqueous sodium hypochlorite and sodium thiosulfate, after vigorous agitation of the dispersions for 30 seconds at C.
  • the silver halide dispersion insolubility is determined by taking a 0.5-ml. portion of the silver halide dispersion (after each incremental addition of the candidate organic compound), adding about 0.1 to 0.2 ml. of 10% aqueous sodium thiosulfate solution and observing the turbidity after seconds.
  • Water-permeable organic colloid binding agents can be used and in some cases such binders can be used alone.
  • Such agents include water-permeable or watersoluble polyvinyl alcohol and its derivatives, e.g., partially hydrolyzed polyvinyl acetates, polyvinyl ethers and acetals containing a large number of intralinear groups, hydrolyzed interpolymers of vinyl acetate and unsaturated addition polymerizable compounds such as maleic anhydride, acrylic and methacrylic acid esters and styrene.
  • Suitable such colloids of the last-mentioned type were disclosed in US. Patents 2,276,322; 2,276,323 and 2,397,866.
  • a particularly preferred organic compound is 2- mercapto-4-phenylthiazole (hereinafter to be referred to as MPT).
  • MPT 2- mercapto-4-phenylthiazole
  • This compound is disclosed and claimed in my copending application Ser. No. 317,824, filed October 21, 1963, entitled Photographic Compositions, Layers and Elements which is a continuation-in-part of this application. Assuming that a single molecule of MPT could occupy an area of 28 square angstroms, it would require 1.5 10 molecules to occupy a molar surface area of silver halide. With a molecular weight of 193, this would require of MPT to insolubilize one mole of the silver halide.
  • Example II Example I was repeated except that other thiourea compounds, in the same amounts by weight, were examined in place of MPT. After photographic processing as described in Procedure A, the optical densities of completely unexposed areas and heavily exposed areas of the film were determined using a Western Electric RA-lOO-C Densitometer.
  • silver chlorooromide dispersion is treated with 10%, by weight, aqueous sodium thiosulfate (so that the resulting mixture contains 0.29 mg. of silver and 1 mg. of sodium thiosulfate), at least three times the amount of silver chlorobromide remains undissolved as compared with similar dispersion successively treated with a 5%, by weight, aqueous sodium hypochlorite and by weight, aqueous sodium thiosulfate (so that the resulting mixture contains 0.29 mg. of silver, 25 mg. of sodium hypochlorite and 100 mg. of sodium thiosulfate), after vigorous agitation of the dispersions for 30 seconds at 25 C.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Photosensitive Polymer And Photoresist Processing (AREA)
US236412A 1961-12-08 1962-11-08 Photographic compositions and elements Expired - Lifetime US3155514A (en)

Priority Applications (26)

Application Number Priority Date Filing Date Title
NL134365D NL134365C (d) 1961-12-08
FR88737D FR88737E (d) 1961-12-08
FR89467D FR89467E (d) 1961-12-08
US236418A US3155516A (en) 1961-12-08 1962-11-08 Photographic products
US236412A US3155514A (en) 1961-12-08 1962-11-08 Photographic compositions and elements
US236417A US3155515A (en) 1961-12-08 1962-11-08 Photographic products
US236420A US3155507A (en) 1961-12-08 1962-11-08 Photographic processes
GB46344/62A GB1031902A (en) 1961-12-08 1962-12-07 Improvements in silver halide photography
DEP30721A DE1261397B (de) 1961-12-08 1962-12-07 Photographisches Verfahren zur Herstellung positiver Bilder
GB46345/62A GB1031903A (en) 1961-12-08 1962-12-07 Photographic silver halide materials and processes
DEP30723A DE1226877B (de) 1961-12-08 1962-12-07 Photographische Silberhalogenidemulsion
US317824A US3155519A (en) 1961-12-08 1963-10-21 Photographic compositions, layers and elements
NL6408533A NL6408533A (d) 1961-12-08 1964-07-24
US388919A US3418124A (en) 1961-12-08 1964-08-11 High contrast direct positive by using active cations in silver halide solvent
DK395464A DK119392B (da) 1961-12-08 1964-08-11 Fotografisk sølvhalogenidmateriale til kopiering.
BE651688A BE651688A (d) 1961-12-08 1964-08-11
US390460A US3384485A (en) 1961-12-08 1964-08-18 Silver halide emulsions photosolubilized with optical sensitizing dyes and silver mercaptides
CH1270464A CH486719A (de) 1961-12-08 1964-09-30 Photographische Halogensilberemulsion und ihre Verwendung
US403661A US3284206A (en) 1961-12-08 1964-10-13 Image yielding layers
DEP37430A DE1294186B (de) 1961-12-08 1965-08-10 Photographisches Verfahren zur Herstellung positiver Bilder
GB34231/65A GB1111226A (en) 1961-12-08 1965-08-10 Improvements relating to the production of images
BE668111D BE668111A (d) 1961-12-08 1965-08-10
DEP37479A DE1293581B (de) 1961-12-08 1965-08-18 Photographische Silberhalogenidemulsion
GB43289/65A GB1124772A (en) 1961-12-08 1965-10-12 Improvements in silver halide photography
BE670823D BE670823A (d) 1961-12-08 1965-10-12
DEP37856A DE1293582B (de) 1961-12-08 1965-10-13 Photographische Silberhalogenidemulsion

Applications Claiming Priority (10)

Application Number Priority Date Filing Date Title
US15813261A 1961-12-08 1961-12-08
US236417A US3155515A (en) 1961-12-08 1962-11-08 Photographic products
US236418A US3155516A (en) 1961-12-08 1962-11-08 Photographic products
US236420A US3155507A (en) 1961-12-08 1962-11-08 Photographic processes
US236412A US3155514A (en) 1961-12-08 1962-11-08 Photographic compositions and elements
US317824A US3155519A (en) 1961-12-08 1963-10-21 Photographic compositions, layers and elements
NL6408533A NL6408533A (d) 1961-12-08 1964-07-24
US388919A US3418124A (en) 1961-12-08 1964-08-11 High contrast direct positive by using active cations in silver halide solvent
US390460A US3384485A (en) 1961-12-08 1964-08-18 Silver halide emulsions photosolubilized with optical sensitizing dyes and silver mercaptides
US403661A US3284206A (en) 1961-12-08 1964-10-13 Image yielding layers

Publications (1)

Publication Number Publication Date
US3155514A true US3155514A (en) 1964-11-03

Family

ID=27580572

Family Applications (8)

Application Number Title Priority Date Filing Date
US236412A Expired - Lifetime US3155514A (en) 1961-12-08 1962-11-08 Photographic compositions and elements
US236417A Expired - Lifetime US3155515A (en) 1961-12-08 1962-11-08 Photographic products
US236420A Expired - Lifetime US3155507A (en) 1961-12-08 1962-11-08 Photographic processes
US236418A Expired - Lifetime US3155516A (en) 1961-12-08 1962-11-08 Photographic products
US317824A Expired - Lifetime US3155519A (en) 1961-12-08 1963-10-21 Photographic compositions, layers and elements
US388919A Expired - Lifetime US3418124A (en) 1961-12-08 1964-08-11 High contrast direct positive by using active cations in silver halide solvent
US390460A Expired - Lifetime US3384485A (en) 1961-12-08 1964-08-18 Silver halide emulsions photosolubilized with optical sensitizing dyes and silver mercaptides
US403661A Expired - Lifetime US3284206A (en) 1961-12-08 1964-10-13 Image yielding layers

Family Applications After (7)

Application Number Title Priority Date Filing Date
US236417A Expired - Lifetime US3155515A (en) 1961-12-08 1962-11-08 Photographic products
US236420A Expired - Lifetime US3155507A (en) 1961-12-08 1962-11-08 Photographic processes
US236418A Expired - Lifetime US3155516A (en) 1961-12-08 1962-11-08 Photographic products
US317824A Expired - Lifetime US3155519A (en) 1961-12-08 1963-10-21 Photographic compositions, layers and elements
US388919A Expired - Lifetime US3418124A (en) 1961-12-08 1964-08-11 High contrast direct positive by using active cations in silver halide solvent
US390460A Expired - Lifetime US3384485A (en) 1961-12-08 1964-08-18 Silver halide emulsions photosolubilized with optical sensitizing dyes and silver mercaptides
US403661A Expired - Lifetime US3284206A (en) 1961-12-08 1964-10-13 Image yielding layers

Country Status (5)

Country Link
US (8) US3155514A (d)
BE (1) BE670823A (d)
DE (5) DE1226877B (d)
FR (1) FR89467E (d)
GB (4) GB1031902A (d)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3368899A (en) * 1964-10-13 1968-02-13 Du Pont Emulsion layers and elements
US3458318A (en) * 1965-08-02 1969-07-29 Eastman Kodak Co Supersensitized silver halide emulsions

Families Citing this family (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR89467E (d) * 1961-12-08
US3379529A (en) * 1963-02-28 1968-04-23 Eastman Kodak Co Photographic inhibitor-releasing developers
US3368898A (en) * 1963-10-17 1968-02-13 Gen Aniline & Film Corp Autopositive film and paper and emulsions therefor
DE1281842B (de) * 1964-06-22 1968-10-31 Du Pont Fotografisches Aufzeichnungsmaterial mit einer fotoloeslichen Schicht
US3341574A (en) * 1964-09-18 1967-09-12 Celanese Corp Di-(neopentylglycol mononeoheptanoate)azelate
US3407067A (en) * 1964-10-13 1968-10-22 Du Pont Photosolubilization with mercaptooxazoles
US3394005A (en) * 1964-10-16 1968-07-23 Du Pont Increased development rate of photosoluble silver halide emulsions by the action of water-soluble iodide
US3377169A (en) * 1965-03-30 1968-04-09 Du Pont Copper thallium and lead halide and pseudohalides photosoluble crystals
US3451819A (en) * 1965-08-09 1969-06-24 Du Pont Photosoluble silver halide emulsion made spontaneously developable with amine boranes
US3464822A (en) * 1965-09-13 1969-09-02 Du Pont Process for making electrically conductive images
GB1178800A (en) * 1966-03-01 1970-01-21 Minnesota Mining & Mfg Improvements in or relating to Copying Materials
US3486895A (en) * 1966-04-29 1969-12-30 Du Pont Process for obtaining artistic effects in photosoluble direct positive silver halide emulsions
US3495983A (en) * 1967-06-23 1970-02-17 Du Pont Photosolubilization process using phenols as dmax maintainers
US3628956A (en) * 1967-12-08 1971-12-21 Du Pont Process for preparing direct positive images by photosolubilization
US3862352A (en) * 1968-04-16 1975-01-21 Itek Corp Photographically prepared electrical circuits wherein the photosensitive material is a photoconductor
US3647439A (en) * 1968-10-01 1972-03-07 Eastman Kodak Co Photographic element, composition and process
US3649289A (en) * 1968-10-21 1972-03-14 Eastman Kodak Co Photographic materials
US3653899A (en) * 1968-11-12 1972-04-04 Eastman Kodak Co Photographic materials and processes
US3640717A (en) * 1969-06-05 1972-02-08 Itek Corp Photographic reversal process employing organic mercaptan compounds
US3652279A (en) * 1969-07-18 1972-03-28 Du Pont Nitrogen-containing dmax maintainers for use in photosoluble emulsions
US4014699A (en) * 1973-05-17 1977-03-29 Ciba-Geigy Ag Preparation for the processing of photographic materials
GB1548395A (en) * 1975-05-29 1979-07-11 Eastman Kodak Co Photographic materials
GB1580212A (en) * 1976-03-29 1980-11-26 Agfa Gevaert Antifogging and/or stabilizing compounds for silver halide photography
JPS53134430A (en) * 1977-04-27 1978-11-24 Mitsubishi Paper Mills Ltd Silver halide photosensitive materials for multiilayer color photograph
DE2931690A1 (de) * 1979-08-04 1981-02-19 Agfa Gevaert Ag Photographische emulsion, verfahren zur herstellung sowie photographische materialien

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2214446A (en) * 1938-05-10 1940-09-10 Gen Aniline & Film Corp Photographic development of silver halide layers
US3008829A (en) * 1960-04-11 1961-11-14 Gen Aniline & Film Corp Photographic materials and method of producing the same
US3046130A (en) * 1960-05-12 1962-07-24 Gen Aniline & Film Corp Photographic materials containing a chemical sensitizer
US3063837A (en) * 1958-11-07 1962-11-13 Agfa Ag Photographic diffusion transfer process for planographic printing
US3080230A (en) * 1956-02-18 1963-03-05 Agfa Ag Photographic stratum transfer process and element therefor

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE388620A (d) * 1926-05-21
DE548323C (de) * 1929-02-25 1932-04-09 Kodak Akt Ges Verfahren zum Stabilisieren einer Silberhalogenemulsion
US2025876A (en) * 1931-04-11 1935-12-31 Du Pont Preparation of aryl-amines
US2131038A (en) * 1932-05-26 1938-09-27 Eastman Kodak Co Photographic emulsion containing alkyl quaternary salts of thiazoles and the like asantifoggants
GB477628A (en) * 1936-08-14 1938-01-04 Albert Steigmann Method of preventing yellow stain in photographs
US2195150A (en) * 1938-06-16 1940-03-26 Ilford Ltd Stabilization of photographic emulsions
US2520358A (en) * 1948-09-04 1950-08-29 Eastman Kodak Co Heterocyclic bis acetones, thioacetones, and selenoacetones
US2710256A (en) * 1951-04-25 1955-06-07 Gen Aniline & Film Corp Photographic print-out process
BE511060A (d) * 1951-04-30
US2985661A (en) * 1956-02-06 1961-05-23 American Cyanamid Co Preparation of 2(omicron-aminophenyl)-benzimidazole
BE557661A (d) * 1956-05-23
US3038800A (en) * 1957-12-19 1962-06-12 Eastman Kodak Co Photopolymerization of olefinicallyunsaturated monomers by silver halides
BE582161A (d) * 1958-08-29
US3155518A (en) * 1963-10-21 1964-11-03 Du Pont Silver halide compositions, layers and elements
FR89467E (d) * 1961-12-08

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2214446A (en) * 1938-05-10 1940-09-10 Gen Aniline & Film Corp Photographic development of silver halide layers
US3080230A (en) * 1956-02-18 1963-03-05 Agfa Ag Photographic stratum transfer process and element therefor
US3063837A (en) * 1958-11-07 1962-11-13 Agfa Ag Photographic diffusion transfer process for planographic printing
US3008829A (en) * 1960-04-11 1961-11-14 Gen Aniline & Film Corp Photographic materials and method of producing the same
US3046130A (en) * 1960-05-12 1962-07-24 Gen Aniline & Film Corp Photographic materials containing a chemical sensitizer

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3368899A (en) * 1964-10-13 1968-02-13 Du Pont Emulsion layers and elements
US3458318A (en) * 1965-08-02 1969-07-29 Eastman Kodak Co Supersensitized silver halide emulsions

Also Published As

Publication number Publication date
DE1293581B (de) 1969-04-24
US3418124A (en) 1968-12-24
FR89467E (d)
GB1124772A (en) 1968-08-21
US3155519A (en) 1964-11-03
DE1261397B (de) 1968-02-15
DE1294186B (de) 1969-09-11
US3155515A (en) 1964-11-03
BE670823A (d) 1966-04-12
GB1111226A (en) 1968-04-24
DE1226877B (de) 1966-10-13
US3155507A (en) 1964-11-03
US3284206A (en) 1966-11-08
DE1293582B (de) 1969-04-24
GB1031902A (en) 1966-06-02
US3155516A (en) 1964-11-03
US3384485A (en) 1968-05-21
GB1031903A (en) 1966-06-02

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