US3901709A - Lith-type silver halide photographic material containing a polyalkylene oxide and a heterocyclic mercaptan - Google Patents

Lith-type silver halide photographic material containing a polyalkylene oxide and a heterocyclic mercaptan Download PDF

Info

Publication number
US3901709A
US3901709A US360455A US36045573A US3901709A US 3901709 A US3901709 A US 3901709A US 360455 A US360455 A US 360455A US 36045573 A US36045573 A US 36045573A US 3901709 A US3901709 A US 3901709A
Authority
US
United States
Prior art keywords
triazoline
thione
photographic material
lithographic
silver halide
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
US360455A
Other languages
English (en)
Inventor
Seigo Ebato
Noboru Itoh
Shoji Oka
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.)
Mitsubishi Paper Mills Ltd
Original Assignee
Mitsubishi Paper Mills 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 Mitsubishi Paper Mills Ltd filed Critical Mitsubishi Paper Mills Ltd
Application granted granted Critical
Publication of US3901709A publication Critical patent/US3901709A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Images

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
    • G03C1/00—Photosensitive materials
    • G03C1/005—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
    • G03C1/06—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
    • G03C1/34—Fog-inhibitors; Stabilisers; Agents inhibiting latent image regression
    • G03C1/346—Organic derivatives of bivalent sulfur, selenium or tellurium
    • 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
    • G03C1/04—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with macromolecular additives; with layer-forming substances
    • G03C1/043—Polyalkylene oxides; Polyalkylene sulfides; Polyalkylene selenides; Polyalkylene tellurides
    • 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
    • G03C1/06—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
    • G03C1/08—Sensitivity-increasing substances
    • G03C1/09—Noble metals or mercury; Salts or compounds thereof; Sulfur, selenium or tellurium, or compounds thereof, e.g. for chemical sensitising
    • 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
    • Y10S430/15—Lithographic emulsion

Definitions

  • ABSTRACT A lith type photographic material, the development of which can be easily controlled, is obtained by use of a fine grain photographic silver halide emulsion to [30] Foreign Application p i Dam which have been added a polyethylene oxide, or a de- Ma 25 1972 la an 476209 rivative thereof, and a triazoline derivative, or a mumy p meric compound thereof, having the general formula,
  • a photographic film which is used in the graphic arts field in order to reproduce a halftone or linear image should be one capable of providing extremely high contrast and high sharpness.
  • a lith type photographic material prepared by use of a fine grain high contrast emulsion comprising silver chlorobromide containing less than 40 mole 7( of silver bromide.
  • an infections developer which has an extremely low free sulfite ion concentration and which contains only hydroquinone as the developing agent.
  • a photographic material prepared by use of a fine granular silver chlorobromide emulsion containing at least 60 mole% of silver chloride to which has been added a polyethylene oxide having a molecular weight of, for example, 1,000 or more, or its derivative, e.g. oleyl ether.
  • the polyethylene oxide has such adverse effects that it strongly inhibits the development of the photographic material, and particularly when the development is carried out for a short period of time, the photographic material not only difficultly exhibits its sensitivity but also becomes great in sensitivity variation when the development time is short and becomes small in sensitivity variation when the development time is long. According to a process in which the development time is merely varied proportionately, therefore, there is brought about such drawback that the development of the photographic material is difficultly controlled.
  • An object of the present invention is to provide a lith type photographic material prepared in the aforesaid manner, the development of which has been made easily controllable by overcoming only the adverse effects of the polyethylene oxide while preserving the features thereof to promote the development of the photographic material particularly in a short time development as well as to make the sensitivity variation thereof smaller.
  • the above-mentioned object of the present invention is accomplished by providing a photographic material prepared by use of a fine grain photographic silver halide emulsion containing at least 60 mole% of silver chloride, less than 40 mole% of silver-bromide and less than several mole% of silver iodide to which have been added a polyethylene oxide, or a derivative thereof, and a triazoline derivative mentioned below.
  • the triazoline derivative which is effectively used in the present invention, is a compound represented by the general formula,
  • R is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms; and A is an amino group, an acid amide group having 2 or 3 carbon atoms, an alkyl group having 1 to 3 carbon atoms, or an ally] group, which compound naturally includes tautomcric compounds thereof as well, though this is a matter of course.
  • the above-mentioned compound may be added directly to a developer, but is preferably added to an emulsion.
  • Typical examples of the said compound are as follows:
  • the compound can be used in combination with an indolizine or tetrazole type stabilizer which is ordinarily used in the field of photography. It is well known that the indolizine or tetrazole type stabilizer inhibits the development of photosensitive material. When the compound of the present invention is used in combination therewith, the inhibited developability of photographic material can be restored.
  • the amount of the polyethylene oxide or derivative thereof is preferably 10 mgl g per mole of the silver halide.
  • each sample was exposed and then developed with D-85 formulated by Eastman Kodak Co. which is the typical infectious developer mentioned previously.
  • the developed sample was subjected to stopping, fixing, water-washing and drying, and measured in photographic properties to obtain the results as set forth in Table l.
  • Example 2 A gelatin-silver chloroiodide emulsion containing 30 mole% of silver bromide was prepared according toa socalled reverse mixing method, in which halogen salts are added after addition of silver nitrate, and was then equally divided into 5 portions. To each of the th'us divided emulsions were added in such amounts as shown in Table 2 P.E.O. and a 4-amino-3-alkyl (R)-l,2,4- triazoline-S-thione (referred to as l). Thereafter, each emulsion was incorporated with ordinary photographic additives such as sensitizing dye and the like, and then coated and dried in the same manner as in Example 1 to prepare a sample. The thus prepared sample was exposed and then developed with the same developer as in Example 1. Photographic properties of each sample when developed for a development time of 2% minutes were as set forth in Table 2. Further, sensitivity variation of each sample when the development time was varied was as shown in FlG. 1.
  • Example 3 A fine grain gelatin-silver halide emulsion containing mole% of silver chloride, 24 mole% of silver bromide and 1 mole% of silver iodide was prepared according to a method, in which silver nitrate and halogen salts were simultaneouslyadded, and was then divided into 5 portions. To each of the thus divided emulsions were added in such amounts as shown in Table 3 P.E.O. and a 3-alkyl( R)-4-alkyl (R' )-l ,2,4-triazoline-5- thione (referred to as ll"). Thereafter, each emulsion was treated in the same manner as in Example 1 to prepare a sample.
  • Example l The thus prepared sample was exposed and then developed with the same developer as in Example l for a development time varying from 2 minutes to 4% minutes.
  • the sensitivity difference between two samples developed for 2 minutes and 4 /4 minutes was represented as the variation of relative sensitivity based on the sensitivity of the sample developed for 2 minutes to obtain the results as set forth in Table 3.
  • a lithographic photographic material which comprises a fine grain silver halide emulsion, at least 60 mole 7: of the silver halide being silver chloride, a polyethylene oxide or polyethylene oxide oleyl ether and a triazoline derivative or a tautomeric compound thereof, represented by the general formula wherein R is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and A is an amino group, an acid amide group having 2 to 3 carbon atoms or an ally] group.
  • a lithographic photographic material according to claim 1 which additionally contains an indolizine or tetrazole stabilizer.
  • a lithographic photographic emulsion according to claim 8 wherein R is alkyl of l to 5 carbon atoms.
  • a process for the production of developed lithographic photographic material comprising developing the imagewise exposed lithographic photographic material of claim 1 with a lithographic developer.

Landscapes

  • Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • General Physics & Mathematics (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
US360455A 1972-05-25 1973-05-15 Lith-type silver halide photographic material containing a polyalkylene oxide and a heterocyclic mercaptan Expired - Lifetime US3901709A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP5209172A JPS5551169B2 (de) 1972-05-25 1972-05-25

Publications (1)

Publication Number Publication Date
US3901709A true US3901709A (en) 1975-08-26

Family

ID=12905146

Family Applications (1)

Application Number Title Priority Date Filing Date
US360455A Expired - Lifetime US3901709A (en) 1972-05-25 1973-05-15 Lith-type silver halide photographic material containing a polyalkylene oxide and a heterocyclic mercaptan

Country Status (3)

Country Link
US (1) US3901709A (de)
JP (1) JPS5551169B2 (de)
DE (1) DE2326333C2 (de)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4001020A (en) * 1971-03-04 1977-01-04 Fuji Photo Film Co., Ltd. Developing a silver ha1ide emulsion in contact with a heterocyclic thione and a polyalkylene oxide
US4264721A (en) * 1978-10-30 1981-04-28 Konishiroku Photo Industry Co., Ltd. Color photographic materials
US4724196A (en) * 1984-04-12 1988-02-09 Tadao Shoji Silver halide photographic lith material
US5217842A (en) * 1990-09-19 1993-06-08 Dainippon Ink And Chemical, Inc. Superhigh contrast negative image forming process
US5776666A (en) * 1991-09-20 1998-07-07 Eastman Kodak Company Triazolium thiolate baths for silver halide development acceleration

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4624995A (en) * 1985-04-09 1986-11-25 Minnesota Mining And Manufacturing Company Triazolinethione-containing polymer

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2400532A (en) * 1944-04-20 1946-05-21 Du Pont Photographic element
US3163536A (en) * 1961-12-26 1964-12-29 Fuji Photo Film Co Ltd Photographic silver halide emulsion containing carbamate accelerator
US3345175A (en) * 1963-05-17 1967-10-03 Fuji Photo Film Co Ltd High edge-gradient photosensitive material
US3471297A (en) * 1966-12-22 1969-10-07 Gaf Corp Photomechanical emulsions containing a polyethylene glycol dicarboxylic acid ester
US3551158A (en) * 1965-12-28 1970-12-29 Agfa Gevaert Ag Photographic silver halide emulsions with increased sensitivity
US3708303A (en) * 1971-01-12 1973-01-02 Eastman Kodak Co Photographic elements and processes lithographic silver halide element containing a 1-(amidophenyl)-5-mercaptotetrazole sensitizing agent and development process of using same

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1183371B (de) * 1963-05-10 1964-12-10 Agfa Ag Verfahren zur Stabilisierung photographischer Halogensilberemulsionen mit Quecksilberverbindungen und organischen Stabilisatoren
GB1248530A (en) * 1969-06-30 1971-10-06 Ilford Ltd Photographic lith development

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2400532A (en) * 1944-04-20 1946-05-21 Du Pont Photographic element
US3163536A (en) * 1961-12-26 1964-12-29 Fuji Photo Film Co Ltd Photographic silver halide emulsion containing carbamate accelerator
US3345175A (en) * 1963-05-17 1967-10-03 Fuji Photo Film Co Ltd High edge-gradient photosensitive material
US3551158A (en) * 1965-12-28 1970-12-29 Agfa Gevaert Ag Photographic silver halide emulsions with increased sensitivity
US3471297A (en) * 1966-12-22 1969-10-07 Gaf Corp Photomechanical emulsions containing a polyethylene glycol dicarboxylic acid ester
US3708303A (en) * 1971-01-12 1973-01-02 Eastman Kodak Co Photographic elements and processes lithographic silver halide element containing a 1-(amidophenyl)-5-mercaptotetrazole sensitizing agent and development process of using same

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4001020A (en) * 1971-03-04 1977-01-04 Fuji Photo Film Co., Ltd. Developing a silver ha1ide emulsion in contact with a heterocyclic thione and a polyalkylene oxide
US4264721A (en) * 1978-10-30 1981-04-28 Konishiroku Photo Industry Co., Ltd. Color photographic materials
US4724196A (en) * 1984-04-12 1988-02-09 Tadao Shoji Silver halide photographic lith material
US5217842A (en) * 1990-09-19 1993-06-08 Dainippon Ink And Chemical, Inc. Superhigh contrast negative image forming process
US5776666A (en) * 1991-09-20 1998-07-07 Eastman Kodak Company Triazolium thiolate baths for silver halide development acceleration

Also Published As

Publication number Publication date
DE2326333A1 (de) 1973-11-29
JPS4910726A (de) 1974-01-30
DE2326333C2 (de) 1983-10-27
JPS5551169B2 (de) 1980-12-23

Similar Documents

Publication Publication Date Title
DE1281845B (de) Photographische Silberhalogenidemulsion
US3598598A (en) Fog stabilizers for photographic emulsions
DE69109653T2 (de) Verfahren zur photographischen Herstellung von Silberbildern.
US3499761A (en) Silver halide emulsions containing alkyl esters of benzimidazole carbamic acid antifogging agents
JPH04253051A (ja) ハロゲン化銀写真感光材料
US3901709A (en) Lith-type silver halide photographic material containing a polyalkylene oxide and a heterocyclic mercaptan
US3554757A (en) Stabilized photographic silver halide composition
US2995444A (en) Stabilization of photographic emulsions sensitized with alkylene oxide polymers
US3260605A (en) Method for preparing light-sensitive silver halide emulsions suitable for print-out recording materials
US3779764A (en) Silver halide emulsions for the production of reversal colorphotographic images
US3369905A (en) Photographic silver halide emulsions containing polyamine sensitizing agents
US4455365A (en) Silver halide photographic material for photomechanical process and reduction processing method thereof
US4017314A (en) Use of crown compounds (cyclic polyethers) in litho developers to improve halftone dot quality and gradation
DE3842091A1 (de) Bilderzeugungsverfahren
US3420667A (en) Substituted quinones and dimine quinones as silver halide sensitizers
US3178293A (en) Radiation-sensitive elements and their preparation
US3881939A (en) Photographic silver halide emulsions containing sydnones or sydnone imines as stabilizers
US2293261A (en) Photographic material
US3915710A (en) Light-sensitive silver halide photographic material
JPS61179433A (ja) 中間調ハロゲン化銀画像のドツトエツチング法
US3249440A (en) Radiation-sensitive elements and their preparation
US3173790A (en) Silver halide emusions containing polyoxyalkylene sensitizers
US3576637A (en) Lith-type of emulsion containing pyrozolone
US4003746A (en) Organic heterocyclic and thioaryl phosphines in silver halide emulsions and developers therefor
US3677761A (en) Development process