Classifications

• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07D—HETEROCYCLIC COMPOUNDS
  • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
  • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
  • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
  • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
  • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
  • C07D213/86—Hydrazides; Thio or imino analogues thereof
• • 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
• • 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
• • 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
  • G03C1/76—Photosensitive materials characterised by the base or auxiliary layers
  • G03C1/85—Photosensitive materials characterised by the base or auxiliary layers characterised by antistatic additives or coatings
• • 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

Definitions

• This invention relates to a light-sensitive silver halide photographic material characterized by containing in at least one of the layers constituting the photographic material an N-ylide represented by the general formula shown hereinafter.
• a principal object of the present invention is to provide a light-sensitive silver halide photographic material having fewer drawbacks due to electrostatic charge.
• Another object of the invention is to provide a lightsensitive material resulting in an improved tone of developed silver image and a light-sensitive color photographic material which is excellent in image resolution and graimness.
• the above-mentioned compound When the above-mentioned compound is incorporated into at least one of the silver halide emulsion, subbing, inter, filter, anti-halation, protective and backing layers which constitute a light-sensitive silver halide photographic material, it is possible to obtain a light-sensitive silver halide photographic material markedly improved with respect to static trouble.
• the above-mentioned compound not only has no detrimental effects on such characteristics of a light-sensitive photographic material as speed, gradation, fog, and so forth but also displays, depending on the kind of light-sensitive material, such desirable effects as to inhibit fog and to enhance stability.
• the compound when the compound is applied to a light-sensitive black-and-white photographic material, there is attained, in addition to the prevention of electrostatic trouble, such advantage that the color tone of the developed silver image can be made bluish black and, when it is applied to a color photographic emulsion, having a color former incorporated therein, the dispersibility of the color former is improved to make it possible to obtain a light-sensitive color photographic material which is excellent in image resolution and graininess.
• N-ylide compounds 'of the aforesaid general for- 3? ing a light-sensitive silver halide photographic material, mula can be prepared according to any of the processes o the compound of the aforesaid general formula may be disclosed W. H. Berry & P. Brocklchurst in Journal of brought into the form of a solution in a suitable solvent the Chemical Society, 2264 (1964); R. H. I-linman in such as water or an alcohol, or the solution may be Journal of Organic Chemistry, 24 660 (1969); and R. C. sprayed onto the surface of the light-sensitive material. Slagel in Journal of Organic Chemistry, 33 1374 (1968).
• the light-sensitive material may be im-
• the preparation of a typical compound is set forth mersed in the solution of the compound. Further, the below with reference to a synthesis example.
• compound of the present invention may be added to a treating bath of developing solution, stopping solution, Syl 1thesls exafnp 1e fixing solution, water drop-preventing solution or the like. Synthesis of N-tnmethylamme h xad a d
• the amount of the compound to be incorporated into the [Exemphficatlon D] layer of a light-sensitive material is about 0.1 mg. to 1 A solution of 10 g.
• wmpound of x p fic was formed m of chloroform in this order, and the chloroform layer was a 1% aqueous Thls Soll-ltlon was p y Onto washed with an aqueous saturated sodium chloride soluthe Surface of a hlgh Speed Y film 80 that the amount tion and then dehydrated with anhydrous sodium sulfate. of the Compound became 10 g- P of the film, After separating the.
• these 4 kinds of films weresubjected to sensitometry according to the method specified in 118 K7609 whereby the light-sensitive silver halide photographic materials of the present invention gave such favorable results that not only no change was observed in speed, gradation and fog, but also the developed silver image tone changed to bluish black. Further, these films were developed after storing them for 3 days in a thermostat at 55 C., and under the conditions of a temperature of 50 C. and a relative humidity of 80%, respectively. In this case also, the light-sensitive silver halide photographic materials of the present invention gave desirable results.
• EXAMPLE 2 The compound of the formula 89 6 (C Ha) aN-NC O CuHst [the compound of exemplification (III)] was prepared in a 2% aqueous solution. To this solution was added cc. per liter of said solution of an 8% aqueous gelatine solution used as protective layer. Further, 2 cc. of a 5% saponine solution was added as a coating aid. The mixed solution thus formed was coated as a protective layer onto a high speed X-ray film, followed by drying. The resulting light-sensitive material was subjected, together with a light-sensitive material in which the above-mentioned compound had not been incorporated into the protective layer, to the same tests as in Example 1 to obtain the same results as in Example 1.
• EXAMPLE 3 30 cc. of a 3% methanol solution of the compound of the formula [the compound of exemplification (VIII)] was added to one liter of a green light-sensitive high speed silver iodobromide color photographic emulsion. To this emulsion was added a solution of 15 g. of 1-(4-carboxyphe'nyl)-3 (4-palmitoylaminobenzoylamino)-5-pyrazolone (magenta coupler) in a 1 N caustic soda solution, and the emulsion was adjusted to pH 6.8 by addition of citric acid.
• the thus prepared emulsion was coated onto a cellulose triacetate base, followed by drying, to obtain a light-sensitive silver halide photographic material.
• This light-sensitive material was subjected, together with a control prepared in the same manner as above except that the abovementioned N-ylide compound was not added, to entirely the same tests as in Example 1.
• the processing was effected in such a manner that each sample was subjected to ordinary color development using a color developing solution containing diethyl-pphenylenediamine as a main ingredient and then to waterwashing, bleaching, water-washing, fixing, water-washing and drying.
• the lightsensitive material of the present invention had been completely inhibited from generation of static marks and, in addition, had been enhanced in dispersibility of the coupler.
• This suspension was added to one liter of a red light-sensitive high speed silver iodobromide color photographic emulsion, which was then coated onto a polyester film base, followed by drying, to prepare a light-sensitive material.
• another lightsensitive material was prepared by repeating the above operation, except that to one liter of the emulsion was added 50 cc. of a 2% methanol solution of the compound of the formula 69 9 N-NCOCH:
• a light-sensitive silver halide photographic material comprising a plurality of layers and in at least one of the layers an N-ylide represented by the general formula Eg -900R R: wherein R R and R are individually an alkyl group, and aralkyl group or a group derived from any of said groups, and R is an alkyl group, an aryl group or a hetero ring.
• a process for the antistatic treatment of a lightsensitive silver halide photographic material comprising treating said photographic material with an aqueous or organic solvent solution containing an ylide represented by the general formula 69 9 Ra NNCOR4 wherein R R and R are individually an alkyl group, an aralkyl group or a group derived from any of said groups, and R is an alkyl group, an aryl group or a hetero ring.
• a developingsolution for light-sensitive silver halide photographic materials comprising an N-ylide represented by the general formula Ra-N-NCOR4 RI wherein R R and R are individually an alkyl group, an aralkyl group or a group derived from any of said groups, and R is an alkyl group, an aryl group or a hetero ring.

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• Chemical & Material Sciences (AREA)
• Physics & Mathematics (AREA)
• General Physics & Mathematics (AREA)
• Engineering & Computer Science (AREA)
• Materials Engineering (AREA)
• Organic Chemistry (AREA)
• Spectroscopy & Molecular Physics (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Silver Salt Photography Or Processing Solution Therefor (AREA)
• Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Applications Claiming Priority (1)

Publications (1)

Family

ID=11984712

Family Applications (1)

Country Status (4)

Cited By (9)

• 1969
  • 1969-03-14 JP JP44018909A patent/JPS494853B1/ja active Pending
• 1970
  • 1970-03-11 US US18714A patent/US3704128A/en not_active Expired - Lifetime
  • 1970-03-13 GB GB02344/70A patent/GB1268164A/en not_active Expired
  • 1970-03-13 DE DE19702011876 patent/DE2011876A1/de active Pending

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