Classifications

• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
  • C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
  • C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
  • C08J7/04—Coating
  • C08J7/0427—Coating with only one layer of a composition containing a polymer binder
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
  • C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
  • C08J7/04—Coating
  • C08J7/043—Improving the adhesiveness of the coatings per se, e.g. forming primers
• • 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
  • G03C1/10—Organic substances
  • G03C1/12—Methine and polymethine dyes
• • 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
  • G03C1/91—Photosensitive materials characterised by the base or auxiliary layers characterised by subbing layers or subbing means
  • G03C1/93—Macromolecular substances therefor
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
  • C08J2323/00—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers
  • C08J2323/02—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers not modified by chemical after treatment
  • C08J2323/04—Homopolymers or copolymers of ethene
  • C08J2323/06—Polyethene
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
  • C08J2367/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
  • C08J2367/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
  • C08J2401/00—Characterised by the use of cellulose, modified cellulose or cellulose derivatives
  • C08J2401/02—Cellulose; Modified cellulose

Definitions

• a multilayer photographic film in which the light-sensitive silver halide emulsion layer is attached to a biaxially stretched polyester film support by means of a gelatin subbing layer underlying the emulsion layer and an intermediate subbing layer formed of a mixture of cellulose triacetate and a polyester of at least one phthalic acid and at least one aliphatic diol, the polyester being soluble in chlorinated aliphatic hydrocarbons.
• the mixed intermediate subbing may be replaced by two successive layers, one comprised of the specified polyester and the other formed of cellulose triacetate.
• the present invention relates to photographic film elements comprising a light-sensitive silver halide emulsion layer and particularly to such elements comprising a biaxially stretched poly(ethylene terephthalate) film support, this application being a continuation of application Ser. No. 572,188, filed Aug. 15, 1966, now abandoned, which is a continuation-in-part of application Ser. No. 243,664, filed Dec. 10, 1962, now abandoned.
• Such film elements are used more and more, because they are exceptionally stable against all kinds of external influences and have a high dimensional stability. Especially and latter characteristic is of considerable importance for many applications. However, it is not easy to find appropriate subbing layers for adhering the silver halide emulsion layer to the biaxially stretched poly(ethylene terephthalate) support.
• a first object of the present invention is to provide suitable subbing layers for adhering a light-sensitive silver halide emulsion layer to a biaxially stretched poly(ethylene terephthalate) support, said subbing layer assuring a good adherence before, during, as well asafter processing of the photographic film element in the photographic baths.
• a second object of the present invention is to provide a photographic film element, which on processing manifests no appreciable coloration, due to an interaction between the sensitizing dyes, which are present in the silver halide emulsion layer, and the subbing layers.
• a layer comprising cellulose triacetate and a polyester of at least one phthalic acid and at least one aliphatic diol, said polyester being soluble in chlorinated aliphatic hydrocarbons, and
• a layer for adhereing the silver halide emulsion layer to cellulose triacetate is adhered to cellulose triacetate.
• subbing layers for a poly(ethylene terephthalate) film support
• the film-forming agent of said subbing layer essentially consisting of a polyester of an a,,8-ethylenically unsaturated aliphatic dicarboxylic acid and certain glycols.
• this type of polyesters is less suited than the polyesters used according to the present invention.
• the subbing layers applied according to the present invention have the advantage over the subbing layers of the film element according to the Belgian patent specification 604,869 of causing little or almost no coloration due to post-development interaction with sensitizing dyes often applied in light-sensitive silver halide emulsion layers.
• sensitizing dyes described in the French patent specifications 1,137,701, 1,239,318 1,223,- 289 and 1,278,009 should be mentioned in this respect.
• a comparative test as to said coloration between a photographic film element according to the present invention and a photographic film element according to said Belgian patent specification is described hereinafter.
• the soluble polyester and the cellulose triacetate are preferably applied to the 'biaxially stretched poly (ethylene terephthalate) support in a single layer.
• the most important problem is to find a common solvent for both substances.
• Suitable solvents which can be used alone or in combination with each other are: acetone, methylene chloride, chloroform, ethylene chlorohydrin, ethylene dichloride, alcohols, etc. Some of these solvents, however, are less suited than others. So it has been found that the polyester-cellulose triacetate layer when applied from a pure methylene chloride solution has a rather mat appearance and when applied from a pure chloroform solution possesses less favorable adhering characteristics.
• the thickness of the polyester-cellulose triacetate subbing layer depends on the purpose, the film element was intended for, but preferably varies between 1.2 and 2.5
• a polyester of isophthalic acid and at least one aliphatic diol isophthalic acid and at least one aliphatic diol
• a layer is coated for adhering the silver halide emulsion layer on cellulose triacetate, in other words, a layer known to be a good subbing layer for hydrophilic colloids constituting the binder of the silver halide emulsion layer, preferably a gelatino silver halide emulsion layer is coated on cellulose triacetate.
• biaxially stretched poly (ethylene terephthalate) film support and the light-sensitive silver halide emulsion layer will not be given since these kinds of materials are generally known to those skilled in the art of photography.
• a common non-sensitized gelatino silver halide emulsion layer is applied to this gelatin layer.
• the emulsion layer adheres very well to the biaxially stretched poly(ethylene terephthalate) support as well before as during and after processing of the photographic material.
• EXAMPLE 2 To a biaxially stretched poly(ethylene terephthalate) support of 12014 in thickness, provided with a first subbing layer as described in Example 1, a second subbing layer is applied from the following coating solution:
• This layer is coated in such a way that 1 liter covers 45 sq. m.
• the support provided with said subbing layers is coated with a silver halide emulsion layer as described in Example l.
• the photographic material thus obtained possesses the same properties as the material described in Example 1.
• EXAMPLE 6 A first lot of samples of light-sensitive material is manufactured by applying consecutively to a poly(ethylene terephthalate) support as described in Example 1 a polyester layer and a cellulose nitrate gelatin layer as described in Example 1 of the Belgian patent specification 604,869 and by applying a silver halide emulsion layer to these subbing 6 layers.
• Material A is prepared with a non-sensitized emulsion.
• Material AI is prepared with an emulsion, which is sensitized with a compound corresponding to the following structural formula:
• Material B is prepared from a non-sensitized emulsion.
• the materials BI, B11 and E111 are prepared with emulsions which are sensitized with the foregoing compounds 1, 2' and 3 respectively.
• z%y% is an indication for coloring of material AI.
• the materials All and AIII in respect of material A and with the materials BI, BH and BIlI in respect of the material B are compared with the results of the materials BI, BII and BIII respectively, one can see which subbing layer in a material, which is identical in other respects, gives the smallest residual coloration.
• EXAMPLE 7 A biaxially stretched poly(ethylene terephthalate) support of 100g in thickness is overcoated with a first subbing layer from a solution of 0.5 g. of poly(ethylene isophthalate) and 1.2 g. of cellulose triacetate in a solvent mixture composed of 30 ccs. of a mixture of methylene chloride and ethyl alcohol (90/10), 40 ccs. of ethylene dichloride and 30 ccs. of methylene chloride. After drying of the first subbing layer a second gelatin subbing layer and a gelatino silver halide emulsion layer are applied thereto as described in Example 1.
• poly(ethylene isophthalate/phthalate) (20/80) is used as polyester.
• poly(ethylene isophthalate/terephthalate) (50/ 50) is used as polyester.
• poly(ethylene terephthalate/isophthalate/adipate) (10/ 80/ 10 ⁇ is used, and in the fourth element a polyester of terephthalic acid, maleic anhydride, and ethylene glycol the preparation of which is described in Example 1 of the above mentioned U.S.P. 2,374,046 is utilized.
• the emulsion layer of each of the five photographic film elements thus obtained shows a sufiicient adherence to the biaxially stretched poly(ethylene terephthalate) support before, during, as well as after processing of the photographic film elements.
• the five photographic film elements are kept for minutes at a temperature of 100 to 110 '53., no significant alteration can be noticed in the first 4 photographic film elements.
• the fifth i.e. the element comprising the polyester according to the USP. 2,874,046, in the first subbing layer, a frilling of the emulsion layer can be seen at the edges of the film element. This disadvantageous characteristic manifests itself in practice especially when projecting and copying on which case the photographic element is sometimes heated considerably.
• a photographic filrn element comprising consecutively;
• a biaxially stretched poly(ethylene terephthalate) supa layer consisting essentially of cellulose triacetate and a polyester of at least one phthalic acid and at least one aliphatic diol, said polyester being soluble in chlorinated aliphatic hydrocarbons,
• gelatin layer for adhering the silver halide emulsion layer to cellulose triacetate
• polyester of the polyester cellulose triacetate layer is a member of the group consisting of:
• a polyester of isophthalic acid, terephthalic acid and at least one aliphatic diol a polyester of isophthalic acid, terephthalic acid and at least one aliphatic diol
• a photographic film element according to claim '1 wherein the polyester cellulose triacetate layer has a thickness of 1.2 to 2.5].t.
• polyester cellulose triacetate layer contains 0.16 to 2.0 parts of said polyester per part of cellulose triacetate.
• a layer consisting essentially of a polyester of at least one phthalic acid and at least one aliphatic diol, said polyester being soluble in chlorinated aliphatic hydrocarbons,
• gelatin layer for adhering the silver halide emulsion layer to cellulosetriacetate
• polyester of at least one phthalic acid is a member of the group consisting of:
• a polyester of isophthalic acid, terephthalic acid and at least one aliphatic diol a polyester of isophthalic acid, terephthalic acid and at least one aliphatic diol
• a photographic film element according to claim 6 2,874,046 2/1959 Klockgether et a1.
• 96-87 wherein the polyester of at least one phthalic acid and at 3,178,287 4/ 1965 Sweet et a1.
• least one aliphatic diol is poly(ethylene isophthalate).

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• Chemical & Material Sciences (AREA)
• Physics & Mathematics (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Medicinal Chemistry (AREA)
• Polymers & Plastics (AREA)
• Organic Chemistry (AREA)
• Health & Medical Sciences (AREA)
• Spectroscopy & Molecular Physics (AREA)
• Engineering & Computer Science (AREA)
• Materials Engineering (AREA)
• General Physics & Mathematics (AREA)
• Laminated Bodies (AREA)
• Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
• Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)

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Cited By (7)

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Citations (4)

• 0
  • BE BE611358D patent/BE611358A/xx unknown
• 1962
  • 1962-04-04 DE DEG34641A patent/DE1283674B/de active Pending
  • 1962-12-10 GB GB46475/62A patent/GB1030753A/en not_active Expired
  • 1962-12-11 CH CH1450562A patent/CH432237A/fr unknown
• 1968
  • 1968-11-25 US US778860A patent/US3495984A/en not_active Expired - Lifetime

Patent Citations (4)

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