US2298093A - Production of photographs in blueblack tones - Google Patents

Production of photographs in blueblack tones Download PDF

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Publication number
US2298093A
US2298093A US361278A US36127840A US2298093A US 2298093 A US2298093 A US 2298093A US 361278 A US361278 A US 361278A US 36127840 A US36127840 A US 36127840A US 2298093 A US2298093 A US 2298093A
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US
United States
Prior art keywords
blue
keto
mercapto
silver
silver bromide
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
US361278A
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English (en)
Inventor
Dersch Fritz
Heimbach Newton
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.)
GAF Chemicals Corp
Original Assignee
General Aniline and Film 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
Priority to BE475247D priority Critical patent/BE475247A/xx
Application filed by General Aniline and Film Corp filed Critical General Aniline and Film Corp
Priority to US361278A priority patent/US2298093A/en
Application granted granted Critical
Publication of US2298093A publication Critical patent/US2298093A/en
Priority to GB10845/47A priority patent/GB644788A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • 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
    • G03C5/305—Additives other than developers
    • Y—GENERAL 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S430/00—Radiation imagery chemistry: process, composition, or product thereof
    • Y10S430/166—Toner containing

Definitions

  • Y may be Patented Oct. 6, 1942 PRObUCTION OF PHOTOGRAPHS IN BLUE- BLACK TONES Fritz Dersch, Binghamton, and Newton Heimbach, Johnson City, N. Y., assignors to General Aniline & Film Co rporation, Binghamton,
  • This invention relates to a method for producing developed silver pictures from silver halide emulsions, and more particularly to a method by which said developed pictures are produced with a blue-black tone. 7 v
  • a further object is to provide a new class of blue toning agents for silver bromide emulsions which will not have a serious fogging effect.
  • Another object is to provide anew class of blue toning agents which may be incorporated directly into a light-sensitive silver halide emulsion.
  • An additional object is to provide such agents which may be added to a photographic developer.
  • R1 and R2 are independent group corresponding to one of the following formulae ..Q alkyl alkyl -Q C R. R R. ⁇ R
  • R4, R5, R6, and R1 representing either hydrogen or an alkyl group.
  • 2-mercapto-4-keto-5,5-dimethyl oxazolidine C-NH
  • 2-mercapto-4-keto-5-methyl-5-ethyl oxazolidine 'I'hOSe compounds'designated as 2, 3, 4, 5, and 'l are especially suitable and are typical of the preferred group of di-substituted compounds according to the invention.
  • Example I To one liter of a typical metol-hydroquinone developer is added 20 to 40 mg, of 2-mercapto- 4-keto-5,5'-dimethyl-oxazolidine. The preparation of this compound is described in Beilstein, vol. 2'7, p. 252 and may be shown by the following equation: I
  • the foregoing developer will produce blue-black tones in the silver image obtained from a normally warm-toned gelatin silver bromide emulsion.
  • Example II instead of the compound used in Example I, 30-50 mg. of 2-mercapto-4-keto-5-methyl-5- ethyl-oxazolidine may be added to one liter of the developer.
  • This compound is prepared by the method described in Example I, but with methyl ethyl ketone used in place of acetone. exposed gelatino silver bromide emulsion is treated with the above developer, the developed silver image will show a noticeable blue-black tone.
  • Example III To one liter of a metcl-hydroquinone developer is added 10-20 mg. of 2-mercapto-4-keto-tetra- If an hydro-1,3-thiazine, prepared by the action of reactions involved are the following:
  • This developer will produce a blue-toned silver image from an exposed gelatino-silver bromide emulsion.
  • Example IV To one kilogram of a gelatin silver bromide emulsion is added 50 mg. or 2-mercapto-4-keto- 5,5 dimethyl-dihydro-1,3-thiazine prior to coating. This compound is prepared according to the method outlined in trimethylaceticacid (J. 925) is employed in place acid as a starting compound. Exposure and development of this emulsion will yield an image having a blue-black tone.
  • Example V To one kilogram of a gelatin silver bromide emulsion is added 50 mg. of 2-mercapto-4-keto- 5,5-dimethylthiazolidine in 50 cc. of alcohol just prior to coating.
  • the preparation of thiscompound (and all the other thiazolidines) is similar to the method described under Example III, except that the appropriate a-halogen acid is used in place of the p-halogen acid as a starting component. In this case a-blOIIlO-iSOblltYllQ acid is employed. The tone of the e will be displaced toward the blue.
  • Example VI To one kilogram of a gelatin silver bromide emulsion is added 30-50 mg. of 2-mercapto-4- keto-5,5-dimethyl selenazolidine prior to coating. Thiscompound was prepared by the action 01! carbon disulfide on dimethyl-pseudoselenohydantoin under pressure. A similar reaction has been described for the preparation of 2-mercapto-4- keto-thiazolidine from pseudothiohydantoin (Beilstein, vol. 27, p. 243). The dimethyl-pseudoselenohydantoin is prepared according to the reaction described for the comparable pseudoselenohydantoin (Beilstein, vol. 27, p. 243). The
  • a blue-toned silver image will be obtained after exposure and development of this emulsion.
  • R1 and R are members selected from the class consisting of independent similar alkyl groups and independent dissimilar alkyl groups; and (B) compounds corresponding to the formula Rs-Y and its tautomeric forms, wherein Y is a member selected from the group consisting of oxygen, sulfur and selenium, and R3 is a member selected from the class consistingof the groups and .-o alkyl 1 RI ⁇ Rt 126 R R4, R5, Re and R1 being members selected from the class consisting of hydrogen and alkyl groups.
  • a photographic material comprising a silver halide emulsion layer having a substantial amount of silver bromide therein and containing as a blue-toning agent an organic compound corresponding to the formula n and its tautomeric forms, wherein Y is a member selected from the class consisting of oxygen, sulfur and selenium, and wherein Re is a member selected from the class consisting of nuclear methylene and ethylene groups in which both hydrogen atoms of at least the carbon atom in a-DOSitiOD to the carbonyl group are replaced by separate alkyl groups.
  • a photographic material comprising'a gelatino silver halide emulsion layer having a substantial amount of silver bromide therein and containing 2-mercapto-4-keto-5,5-dimethylthiazolidine as a blue-toning agent.
  • a photographic material comprising a gelatino silver bromide emulsion containing from -30 to 50 mg. of 2-mercapto-4-keto-5,5-dimethylthiazolidine per kilogram of emulsion.
  • a photographic material comprising a geiatino silver halide emulsion layer having a substantial amount of silver bromide therein and containing 2-mercapto-4-keto-5,5-dimethyl dihydro-1,3-thiazine as a blue-toning agent.
  • a photographic material comprising a gelatino silver bromide emulsion containing from 30 to 50 mg. of 2-mercapto-4-keto-5,5-dimethyl dihydro-1,3-thiazine per kilogram of emulsion.
  • a photographic developer comprising de-: veloping agents and, as a blue-toning agent, an
  • R4, R5, R6 and R1 being members selected from the class consisting of hydrogen and alkyl groups.
  • a photographic developer comprising developing agents and, as a blue-toning agent, an organic compound and its tautomeric forms, wherein 'Y is a member selected'from the class consisting of oxygen, sulfur and selenium, and wherein R3 is a member selected from the class consisting of nuclear methylene and ethylene groups in which both hydrogen atoms of at least the carbon atom in a-position to the carbonyl group are replaced by separate alkyl groups.
  • a photographic developer comprising de- 'veloping agents and 2-mercapto-4-keto-5,5-dimethyl oxazolidine as a blue-toning agent.
  • a photographic developer comprising developing agents and 2-mercapto-4-keto-5,5-dimethylthiazolidine as a blue-toning agent.
  • a photographic developer comprising developing agents and 2-mercapto-4-keto-5,5-di methyldihydro-l,3-thiazine as a blue-toning agent.
  • a photographic material comprising a gelatino silver halide emulsion layer having a substantial amount of silver bromide therein and FRITZ DERSCH. NEWTON HEIMBACH.

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  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)
US361278A 1940-10-15 1940-10-15 Production of photographs in blueblack tones Expired - Lifetime US2298093A (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
BE475247D BE475247A (en, 2012) 1940-10-15
US361278A US2298093A (en) 1940-10-15 1940-10-15 Production of photographs in blueblack tones
GB10845/47A GB644788A (en) 1940-10-15 1947-07-08 Production of photographs in blue-black tones

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US361278A US2298093A (en) 1940-10-15 1940-10-15 Production of photographs in blueblack tones

Publications (1)

Publication Number Publication Date
US2298093A true US2298093A (en) 1942-10-06

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Application Number Title Priority Date Filing Date
US361278A Expired - Lifetime US2298093A (en) 1940-10-15 1940-10-15 Production of photographs in blueblack tones

Country Status (3)

Country Link
US (1) US2298093A (en, 2012)
BE (1) BE475247A (en, 2012)
GB (1) GB644788A (en, 2012)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2423767A (en) * 1944-02-03 1947-07-08 Ilford Ltd Tone-control agents for silver halide emulsions
US2590775A (en) * 1949-04-11 1952-03-25 Ilford Ltd Silver halide emulsion containing a thio-imino-urazole as a stabilizer
US5035978A (en) * 1989-10-24 1991-07-30 Eastman Kodak Company Image receiving element for use in a silver complex diffusion transfer process
US5851751A (en) * 1996-02-21 1998-12-22 Imation Corp. Photographic materials with improved image tone
US5922527A (en) * 1996-07-15 1999-07-13 Imation Corp. Image toners for silver halide photographic films

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2423767A (en) * 1944-02-03 1947-07-08 Ilford Ltd Tone-control agents for silver halide emulsions
US2590775A (en) * 1949-04-11 1952-03-25 Ilford Ltd Silver halide emulsion containing a thio-imino-urazole as a stabilizer
US5035978A (en) * 1989-10-24 1991-07-30 Eastman Kodak Company Image receiving element for use in a silver complex diffusion transfer process
US5851751A (en) * 1996-02-21 1998-12-22 Imation Corp. Photographic materials with improved image tone
US5922527A (en) * 1996-07-15 1999-07-13 Imation Corp. Image toners for silver halide photographic films

Also Published As

Publication number Publication date
BE475247A (en, 2012)
GB644788A (en) 1950-10-18

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