US3628961A - Gelatin compositions containing a triazine type hardener and an aliphatic mono- or dicarboxylic acid - Google Patents

Gelatin compositions containing a triazine type hardener and an aliphatic mono- or dicarboxylic acid Download PDF

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Publication number
US3628961A
US3628961A US33076A US3628961DA US3628961A US 3628961 A US3628961 A US 3628961A US 33076 A US33076 A US 33076A US 3628961D A US3628961D A US 3628961DA US 3628961 A US3628961 A US 3628961A
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United States
Prior art keywords
gelatin
layers
percent
emulsion
hardener
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Expired - Lifetime
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US33076A
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English (en)
Inventor
Alexander Riebel
Wolfgang Himmelmann
Karl-Otto Meyer
George Frans Van Veelen
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Agfa Gevaert AG
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Agfa Gevaert AG
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Publication of US3628961A publication Critical patent/US3628961A/en
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    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03CPHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C1/00Photosensitive materials
    • G03C1/005Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
    • G03C1/06Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
    • G03C1/30Hardeners
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03CPHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C1/00Photosensitive materials
    • G03C1/005Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
    • G03C1/06Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
    • G03C1/30Hardeners
    • G03C1/305Hardeners containing a diazine or triazine ring

Definitions

  • the invention relates to a process for hardening gelatin layers, particularly photographic layers, with N,N', N"- trisacryloylor N,N', N"-trisvinyl-sulfonyl-l,3,5-hexahydrotriazine in the presence of aliphatic carboxylic acids as hardening accelerators.
  • metal salts such as chromium, aluminum or zirconium salts, aldehydes or their derivatives, particularly formaldehyde, dialdehyries, mucochloric acid, diketones, quinones and chlorides of dibasic organic acids and dianhydrides are already known.
  • Compounds which contain at least two heterocyclic, threemembered rings which can easily be split, such as ethylene oxide or ethylene imine may be used as hardeners for gelatin.
  • polyfunctional methanesulfonic acid esters and bis-a-chloroacyl-amido compounds have been described for this purpose.
  • Alkali metal salts such as sodium salts of aliphatic carboxylic acids containing up to three carbon atoms, for example acetic acid, formic acid or propionic acid are particularly advantageous.
  • the effect of the hexahydrotriazine hardener is greatly enhanced by the addition of the aliphatic carboxylic acids or their salts.
  • the hardening time is considerably reduced or for a given hardening time the use of a much smaller concentration of hardener is sufficient.
  • the hardener is added to the layers, or to the casting solutions for the layers, in quantities of 0.1 to 3 or 0.3 to 1.5 percent by weight, based on the dry weight of gelatin.
  • EXAMPLE 1 A silver bromide gelatin emulsion which contains per kilogram of emulsion 8 g. of silver bromide, g. of gelatin, 24 g. of the color coupler of the following formula: 1
  • Part 1 is used without further additive as a control sample
  • Part 2 3 percent by weight of sodium acetate, based on the dry weight of gelatin are added to the emulsion;
  • Part 3 3 percent by weight of sodium propionate based on the dry weight of gelatin are added.
  • the above casting solutions are adjusted to a pH of 6.2 and cast on layer supports of cellulose triacetate.
  • the dry layers have a layer thickness of 10 m.
  • the melting point of the layers is determined as follows: The supported layer is half dipped in water which is continuously heated to C. The temperature at which the layer runs off the support (formation of streaks) is taken as the melting point or melting or melting-off point.
  • the melting-off points of layers hardened according to the invention were determined in other tests after 5 minutes treatment with a 5 percent soda solution immediately after drying or after the storage indicated above. The water used for measuring the melting points was adjusted to pH 3.2 by the addition of sulfuric acid.
  • Part 1 0.1 percent of N,N', N"-trisacryloyl-hexahydrotriazine based the dry weight of gelatin is added.
  • Part 2 0.25 percent by weight of the same hardener is added.
  • Part 3 0.4 percent by weight of the same hardener is added.
  • the emulsion samples described above are again subdivided. One part is left without further additives and serves as control sample. In the other part, 3 parts by weight of sodium acetate, based on the dry weight of gelatin, are added. The emulsion samples are adjusted to pH 6.2 and the casting solutions are cast on a cellulose acetate support. The dry layers have a thickness of 10 pm.
  • the melting points of the layers are determined as described in example i.
  • the results are shown in the following table 2.
  • the storage conditions indicated in the table are the: same as those indicated in example 1.
  • EXAMPLE 3 A silver bromide gelatin emulsion which contains 20 g. of silver bromide and 45 g. of gelatin per layer is divided into two parts.
  • Part 1 3.5 ml. ofa 5 percent aqueous solution 0fN,N', N"- trisacryloyl- 1,3,5-hexahydrotriazine (pH 6.5, corresponding to an addition 0f0.75 percent by weight based on the gelatin) are added.
  • Part 2 The same quantity of hardener as in part 1 is added and in addition 20 ml. of a 1N succinic acid solution and ml. of a 2N NaOlHl solution.
  • the two casting solutions are applied onto a support of cel' lulose triacetate and dried.
  • the melting point of the layers is determined as described above and the scratch resistance of the emulsions is deter mined after storage at 35 C. and 80 percent relative humidity. Details are shown in table 4 below.
  • the accelerating effect is preserved even when color couplers are added to the layer in the usual concentrations.
  • the emulsions are applied to a layer support of cellulose triacetate (quantity of emulsion: 112.5 g./m.').
  • the abrasion resistance of the emulsion layers is determined by the process described in example 3.
  • the emulsions are applied to a cellulose acetate support according to example 4.
  • the abrasion resistance is tested after storage at a relative humidity of 80 percent at 35 C.

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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)
  • Photosensitive Polymer And Photoresist Processing (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Laminated Bodies (AREA)
US33076A 1969-05-14 1970-04-29 Gelatin compositions containing a triazine type hardener and an aliphatic mono- or dicarboxylic acid Expired - Lifetime US3628961A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19691924533 DE1924533A1 (de) 1969-05-14 1969-05-14 Haertung von Gelatineschichten

Publications (1)

Publication Number Publication Date
US3628961A true US3628961A (en) 1971-12-21

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ID=5734142

Family Applications (1)

Application Number Title Priority Date Filing Date
US33076A Expired - Lifetime US3628961A (en) 1969-05-14 1970-04-29 Gelatin compositions containing a triazine type hardener and an aliphatic mono- or dicarboxylic acid

Country Status (5)

Country Link
US (1) US3628961A (nl)
BE (1) BE750314A (nl)
DE (1) DE1924533A1 (nl)
FR (1) FR2047798A5 (nl)
GB (1) GB1266655A (nl)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2759100A1 (de) * 1977-12-30 1979-07-05 Agfa Gevaert Ag Verfahren zur haertung farbphotographischer silberhalogenidemulsionsschichten
DE3704905A1 (de) * 1987-02-17 1988-08-25 Moeller Friedrich Wilhelm Raumteiler

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3497358A (en) * 1965-05-03 1970-02-24 Eastman Kodak Co Gelatin compositions containing an aldehyde type hardener and an aliphatic monocarboxylic acid

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3497358A (en) * 1965-05-03 1970-02-24 Eastman Kodak Co Gelatin compositions containing an aldehyde type hardener and an aliphatic monocarboxylic acid

Also Published As

Publication number Publication date
BE750314A (nl) 1970-11-13
FR2047798A5 (nl) 1971-03-12
DE1924533A1 (de) 1970-11-26
GB1266655A (nl) 1972-03-15

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