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
• • 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
  • G03C1/33—Spot-preventing agents

Definitions

• ABSTRACT A light-sensitive silver halide photographic material containing as anti-spotting agent, at least one compound represented by the general formula e 1 N/CH mCHC OOM 4 Claims, No Drawings I LIGHT-SENSITIVE SILVER HALIDE PHOTOGRAPHIC MATERIAL CROSS REFERENCE TO RELATED APPLICATION This application is a continuation-in-part application of Ser. No. 39,568 filed May 21, 1970 now abandoned.
• the present invention relates to light-sensitive silver halide photographic materials containing a novel antispotting agent for preventing so-called spots (white or black stains) which are formed on the surfaces of lightsensitive silver halide photographic materials after development due to such causes as dusts, heavy metal powders or the like which are present in the air.
• a principal object of the present invention is to overcome the above-mentioned drawbacks of the conventional anti-spotting agents and to provide light-sensitive photographic materials having excellent photographic properties.
• R and R aliphatic, aromatic, alicyclic or heterocyclic groups, which may be optionally substituted;
• R an alkyl or substituted alkyl group
• R R R and R hydrogen atoms or methyl groups, but R and R and R and R cannot be methyl groups at the same time;
• M and M hydrogen atoms, alkali metals, ammonium or organic amine salts
• p a positive integer of l to 6;
• the filtrate is concen- CH2COOK CHZCOOK l isoCdl o CIIzClIClIzN-CH2CIICHZNCHZCIICHZO C4HylSO II II H (17) OH OH 0112011 011200011 trated, and the concentrate is dissolved in 220 ml. of 3 00 methanol at an elevated temperature and then filtered. 011,011 H CHQCHCOOH
• the filtrate obtained is again concentrated, and the CH concentrate is refluxed over a water bath together with 250 ml. of ethyl acetate, followed by cooling and filtra- 19 CHZCI'IZSCHI; tion.
• the resulting crystals are dried to obtain 71 g. of CHF O OH2CHCH2N J:HC00N8 pale yellow, hygroscopic crcystals, m.p. 163C.
• Synthesis Example 2 filtration.
• the filtrate is Concentrated, and the concentrate is formed into a sodium salt by addition of a mixture comprising 300 ml. of water and 14 g. of anhydrous sodium carbonate, followed by concentration.
• the concentrate is precipitated from ethanol to obtain 2.3 g. of white crystals.
• aforesaid compounds employed :in the present invention do not substantially vary in effectiveness at a pH range of ordinary silver halide emulsions, regardless of whether they are acidic or alkaline. and hence are markedly effective. Further, the compounds employed in the present invention are not injured. Moreover, the effects of the compounds are not dominated by the kind of supports and of materials of sub layers, and thus the compounds are effectively applied to all the lightsensitive silver halide photographic materials such as usual black-white and color films specific specif lightsensitive printing and X-ray materials.
• Example 1 An ordinary speed ortho-type photographic emulsion comprising g. of silver bromide was subjected to gold sensitization at the time of second ripening, incorporated with the usual additives, and divided into two portions A and B.
• Emulsion A was incorporated with 0.5 g. of the compound of exemplification l0 and then coated on a polyester support to prepare a sample A.
• emulsion B was coated as it was on a polyester support to prepare a sample B. After setting, each sample was sprinkled with a nickel powder, dried, cut and then subjected to development. As a result, a large number of spots were formed in sample B, whereas no formation of spots was observed in sample A.
• Example 2 A high speed regular type photographic emulsion comprising 100 g. of silver bromide was subjected to gold sensitization at the time of second ripening, incorporated with the usual additives, and divided into two portions C and D. Emulsion C was coated as it was on a polyester support to prepare a sample C. On the other hand, emulsion D was incorporated with l g. of the compound of exemplification 5 and then coated on a polyester support to prepare a sample D. Each sample was sprinkled with dust collected from the air and then dried, out and subjected to development. As a result, a large number of spots were formed in sample C, whereas no formation of spots was observed in sample D. Further, no degradation in photographic and physical properties was observed in sample D.
• Example 3 A high speed panchromatic type photographic emulsion comprising 100 g. of silver iodobromide was subjected to gold sensitization at the time of second ripening, and then incorporated with the usual additives. Subsequently, the emulsion was coated on a cellulose triacetate support, and then set and divided into two portions to prepare samples E and F. Sample E was coated with an aqueous gelatine solution containing 2 g. of the compound of exemplification 14 to form a protective film thereon. On the other hand, sample F was coated with an aqueous gelatine solution. Each sample was sprinkled with dust collected from the air and then dried, out and subjected to development.
• portion G was incorporated with 3 g. of the compound of exemplification l5 and then coated on a polyester support, followed by drying, to prepare a sample G.
• portion H was coated as it was on a polyester support, followed by drying, to prepare a sample H.
• Each sample was coated with a low speed regular type silver iodobromide photographic emulsion and, after setting, the
• sample was sprinkled with iron powder, dried, cut and subjected to development. As a result, no formation of spots was observed in sample G, whereas a large number of spots were formed in sample H.
• Example 5 A silver chlorobromide photographic emulsion, after second ripening, was incorporated with the usual additives and divided into two portions of] and J.
• Emulsion l was incorporated with 0.1 g. of the compound of exemplification 8 and coated on a baryta paper to prepare a sample I.
• emulsion J was coated as it was on a baryta paper to prepare a sample .1.
• each sample was sprinkled with chromium powder, dried, cut and subjected to development. As a result, no formation of spots was observed in sample 1, whereas a large number of spots were formed in sample J.
• R and R are aliphatic, aromatic, alicyclic or heterocyclic groups, which may be optionally substituted;
• R is an alkyl or substituted alkyl group
• R R R and R are hydrogen atoms or methyl groups, but R and R and R and R cannot be methyl groups at the same time:
• Y is a divalent organic residue
• M and M are hydrogen atoms, alkali metals ammonium or organic amine salts
• P is a positive integer of l to 6;
• m 0 or 1.

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• 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)
• Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

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Citations (3)

• 1969
  • 1969-05-28 JP JP44040991A patent/JPS4835372B1/ja active Pending
• 1970
  • 1970-05-26 DE DE19702025573 patent/DE2025573A1/de not_active Withdrawn
  • 1970-05-27 GB GB25489/70A patent/GB1298705A/en not_active Expired
• 1972
  • 1972-09-11 US US00288160A patent/US3778268A/en not_active Expired - Lifetime

Patent Citations (3)

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