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
  • G03C1/76—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
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07D—HETEROCYCLIC COMPOUNDS
  • C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
  • C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
  • C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
  • C07D235/06—Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
  • C07D235/08—Radicals containing only hydrogen and carbon atoms

Definitions

• a finished photographic film comprising a support, a photosensitive emulsion layer and at least one auxiliary layer, containing as an antistatic agent a compound of the formula:
• R represents an alkyl group
• R represents an aralkyl group, total carbon number of R and R being less than 25
• X represents a member selected from the group consisting of hydrogen, an alkali metal and ammonium.
• This invention relates to an antistatically finished photographic film.
• the static marks also appear when a roll film is wound or rewound at a speed as high as the adhesion takes place as the result of stripping between the base face and the emulsion face.
• antistatic agent Various types have hitherto been used for avoiding the static charge of a photographic film. Such an agent often includes those having hydroscopic properties which are capable of giving electroconductivity to the film thereby bleeding off the static charge. However, most of such agents are not always sufficient for the practical application to the photographic film because of their poor low-temperature characteristics especially on applying to a new high-sensitive emulsion, of their degradation of antistatic effect with the time lapse and of adhesion problem at elevated temperatures.
• the object of this invention is to provide a new, effec- "Ice tive and facile method for preventing the static charge of a highly sensitive film.
• an emulsion laper and auxiliary layers such as an emulsion-protective layer, anti-curl layer, halation-protective layer, etc. an alkylbenzimidazole sulfonic acid derivative having the following structure:
• R an alkyl group R an aralkyl group (wherein R an alkyl group R an aralkyl group (the total carbon numbers of R and R being less than 25)
• X hydrogen, an alkali metal or an ammonium
• X in above formulae may be optionally replaced either with hydrogen, an alkali metal or an ammonium group.
• the ratio of hydrophilic group to hydrophobic group reduces with the decrease in the antistatic activity.
• the static charge which occurs upon handling the films for instance, when charging a film into a cassette and loading into a camera, can be effectively inhibited even at a lower temperature without accompanying any decrease in the antistatic effect for a long period of time.
• the above-mentioned substance has such advantages that it gives to the film a proper electroconductivity and lowers the static or dynamic friction modulus without causing adhesion at elevated temperatures.
• the above compound is readily soluble in such solvents as water, methanol, etc., and is an excellent antistatic agent which on admixing to a photographic emulsion, does not influence to the photographic characters such as sensitivity, gamma, fog, etc. as well as to the viscosity, specific weight, coagulation temperature and pH of the photographic emulsion.
• the antistatic agent of this invention may be applied at the proportion of from 0.01 to g. per square meter of the photographic film. Particularly, from 0.04 to 0.4 g. is desirable. However, the above range should of course be varied depending upon the type, shape of the film used or upon the manner of coating.
• the compound of this invention may be applied to the back of the film either by spray-coating on its surface as the form of the solution in water, organic solvents or in their mixture, or by immersing the back in such a solution followed by drying. It may also be incorporated to binders, such as, gelatin, polyvinyl alcohol, cellulose acetate phthalate, cellulose acetate, etc.
• the invention may be also applied for the antistatic treatment of film or shaped articles of cellulose ester, polyester, polystyrene, polycarbonate, polyethylene, polypropylene and the like vinyl type resins.
• the antistatic activity is measured in this invention in accordance with the following methods:
• a film strip is rolled with two rubber rolls at each relative moisture of and 65%, then the amount of static electricity charged is measured by means of a Faraday box.
• Example 3 To 1 kg. of 2% gelatin solution were added cc. of an aqueous solution of 1 g. of the alkylbenzimidazole sulfonate in cc. of water, prepared as in Example 2, and conventional hardening and surface active agents. The re sulted solution was applied as a protective layer to an X- ray film by coating followed by drying to the thickness of 1.5,u.
• Static mark generating test at the relative humidity of 30% to the film thus treated showed substantial absence of static marks, whereas the non-treated film gave considerable marks.
• Static charge at 30% relative humidity was 50 v. for the treated film and 210 v. for the untreated one.
• Example 4 A solution of 1 g. of the alkylbenzimidazole sulfonate as described in Example 1 in 100 cc. of distilled water was mixed with a solution comprising 2 g. of cellulose acetate phthalate, 2 g. of triethanolamine and 600 cc. of methanol. The mixture of above solutions was sprayed on the back face of a cellulose triacetate film. The reverse face was coated with a cinematographic negative emulsion together with a subbing layer. The intrinsic surface resistance at 30% relative humidity was 9X10 ohms at the back face of the treated film, whereas that of the back face of the non-treated film was 5X10 ohms.
• Example 5 To 2 kg. of a 2% gelatin solution were added 0.2 g. chrome alum and 0.4 g. of saponin, then the resulted solution was divided into two portions. One was incorporated with 100 cc. of a 1% aqueous solution of the following compound (I) described in Example 2. Another was ad- 5 mixed with 100 cc. of a 1% aqueous solution of Ultrabon W (manufactured by Ciba Ltd.) shown by the following formula. (The latter compound was disclosed in aforementioned British patent).
• Example 6 NaOaS C-C 11 22 150 cc. of a 1% aqueous solution of sodium alkyl benzimidazole sulfonate represented by above formula was added to 200 cc. of a 6% aqueous gelatin solution. The resulting solution was further mixed with 0.4 g. of chrome alum and 0.1 g. of saponin, and then the mixture was applied to a cellulose triacetate film base and dried. The opposite side of the film was coated with a high-sensitive negative emulsion. The static charge of the film under 30% in relative humidity was 35 v., while the charge was 200 v. in the case where the benzimidazole derivative compound had not been incorporated in the back layer.
• An antistatically finished photographic film comprising a support, a photosensitive emulsion layer and at least one auxiliary layer, at least one of said layers containing an alkylbenzimidazole sulfonic acid derivative having the following formula C-Rr wherein R represents an alkyl group, R represents an aralkyl group, total carbon number of R and R being less than 25, and X represents a member selected from the group consisting of hydrogen, an alkali metal and an ammonium group.
• alkylbenzimidazole sulfonic acid derivative is a member selected from the group conlsisting of the compounds having the following formu as and wherein X represents a member selected from the group consisting of hydrogen, an alkali metal, and ammonium.
• An antistatically finished photographic film comprising a support, a photosensitive emulsion layer and at least one auxiliary layer, at least one of said support and said layer having a coating containing an alkylbenzimidazole sulfonic acid derivative having the following formula XOaS and
• X represents a member selected from the group consisting of hydrogen, an alkali metal and ammonium. 5. The antistatically finished photographic film as claimed in claim 3 wherein at least one of said layers contains said alkylbenzimidazole sulfonic acid derivative.

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• Chemical & Material Sciences (AREA)
• Organic Chemistry (AREA)
• Engineering & Computer Science (AREA)
• Materials Engineering (AREA)
• Physics & Mathematics (AREA)
• General Physics & Mathematics (AREA)
• Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
• Laminated Bodies (AREA)
• Paints Or Removers (AREA)
• Application Of Or Painting With Fluid Materials (AREA)
• Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Applications Claiming Priority (1)

Publications (1)

Family

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Family Applications (1)

Country Status (4)

Cited By (4)

Citations (2)

• 1964
  • 1964-01-30 GB GB4029/64A patent/GB1043506A/en not_active Expired
  • 1964-01-30 BE BE643187A patent/BE643187A/xx unknown
  • 1964-01-30 DE DE1447664A patent/DE1447664C3/de not_active Expired
• 1967
  • 1967-11-29 US US686755A patent/US3457076A/en not_active Expired - Lifetime

Patent Citations (2)

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