US3620744A - Dyestuff-bleaching preparation for the photographic silver dyestuff-bleaching process - Google Patents

Dyestuff-bleaching preparation for the photographic silver dyestuff-bleaching process Download PDF

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Publication number
US3620744A
US3620744A US834445A US3620744DA US3620744A US 3620744 A US3620744 A US 3620744A US 834445 A US834445 A US 834445A US 3620744D A US3620744D A US 3620744DA US 3620744 A US3620744 A US 3620744A
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Prior art keywords
bleaching
dyestuff
acid
iodide
bath
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Expired - Lifetime
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US834445A
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English (en)
Inventor
Matthias Schellenberg
Max Marthaler
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BASF Schweiz AG
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Ciba AG
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    • 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
    • G03C7/00—Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
    • G03C7/28—Silver dye bleach processes; Materials therefor; Preparing or processing such materials

Definitions

  • a dyestuff-bleaching preparation which contains an acid, a water-soluble iodide, optionally a dyestuffbleaching catalyst and in addition a reductone such as ascorbic acid.
  • a dyestuff-bleaching preparation which contains an acid, a water-soluble iodide, optionally a dyestuffbleaching catalyst and in addition a reductone such as ascorbic acid.
  • the present invention relates to dyestuff-bleaching preparations for the treatment of photographic material according to the silver dyestuff-bleaching process.
  • these colorbleaching preparations are in the form of baths.
  • the known dyestuff-bleaching baths for this process generally consist of an acid such as, for example, hydrochloric acid, a complex-forming agent such as, for example, thiourea and optionally a color-bleaching catalyst such as, for example, 2,3-diaminophenazine.
  • an acid such as, for example, hydrochloric acid
  • a complex-forming agent such as, for example, thiourea
  • a color-bleaching catalyst such as, for example, 2,3-diaminophenazine.
  • the present invention therefore, relates to a dyestuffbleaching bath which does not possess the above disadvantages.
  • the present invention thus provides a dyestuff-bleaching preparation for the photographic silver dyestuff-bleaching process which contains an acid, a water-soluble iodide, optionally a dyestuff-bleaching catalyst, and a reductone.
  • Suitable acids are, for example, sodium hydrogen sulfate, sulfamic acid, acetic acid, citric acid, organic sulfonic acid or especially strong acids, for example, hydrochloric acid or sulfuric acid.
  • the water-soluble iodide can be, for example, potassium iodide, sodium iodide, ammonium iodide or hydriodic acid.
  • the dyestuff-bleaching catalyst can either be dissolved in the color-bleaching preparation or be contained in the photographic material to be bleached and can be, for example, a pyrazine, a quinoxaline or a phenazine.
  • aci-reductones are preferred.
  • aci-reductones are also cyclic or acyclic compounds which contain a 3-carbonyl-endiol-(l ,2) grouping offormula (2) m
  • Suitable reductones are, for example reductinic acid, triose reductone, 3-hydroxy-5-phenyltetrone-acid, 3-hydroxy-5- phenyl-tetronimide, 5-o-chlorophenyl-3-hydroxy-tetronimide, isoascorbic acid and preferably ascorbic acid, or mixtures of these reductones.
  • the reductone to be employed should be appropriately so chosen that the normal potential or reductone/dehydro-reductone is more negative under the conditions chosen than the normal potential iodine/iodide.
  • the effective potentials can also be varied by changing the quantity ratios.
  • the dyestuff-bleaching preparation should, at a pH-value of 1, contain a reductone which has a normal potential reductone/dehydroreductone of less than 500 mv.
  • the dyestuff-bleaching preparation can, apart from being in the form of a bath, for example also be in the form of a gellike thickener, in the form of a colloidal composition or of a photographic layer.
  • the dyestuff-bleaching preparations can be introduced into a photographic material in such a way that the dyestuff-bleaching action can only develop on processing the photographic material.
  • Special cases mix tures of iodides and reductones as such can also be present, whilst the acid and the dyestuff-bleaching catalyst are accommodated in another phase (compare for example French Patent Specification 1,504,238
  • the color-bleaching baths can, in addition to the constituents mentioned, contain one or more usual additives, for example, complex-forming agents, wetting agents and solvents
  • additives for example, complex-forming agents, wetting agents and solvents
  • EXAMPLE 1 A silver bromide emulsion dyed with a dyestuff of formula H 8 SO H OCH;
  • Stop bath 1 minute: g. of crystalline sodium acetate, g. of glacial acetic acid, and water to make up to 1 liter.
  • Dyestuff bleaching 8 minutes: 500 ml. of water, 27 ml. of sulfuric acid (96 percent strength), 0.2 g. of ascorbic acid, 20 ml. of a mixture of benzyl alcohol (40 percent), diethylene glycol (40 percent and water (20 percent) 10 mg. of 6- benzoylamino-Z,3-dimethyl-quinoxaline, 10 g. of potassium iodide and water to make up to 1 litre.
  • Silver bleaching 6 minutes: 500 ml. of water, 27 ml. of sulfuric acid (96 percent strength), 20 g. of crystalline copper sulfate, 60 g. of potassium bromide and water to make up to 1 liter.
  • Silver bleaching 6 minutes: 500 ml. of water, 27 ml. of sulfuric acid (96 percent strength), 20 g. of crystalline copper sulfate, 60 g. of potassium bromide and water to make up to 1 liter.
  • EXAMPLE 2 The procedure of example i is followed but a color bleaching bath is used which instead of the ascorbic acid contains l g./1. of triose-reductone.
  • the triose-reductone is obtained by reacting lead reductonate (according to Euler- Eistert, Chemistry and Biochemistry of the Reductones and Reductonates, Verlag Enke, Stuttgart 1957, page 53) with sulfuric acid and separating off the lead sulfate formed.
  • EXAMPLE 7 The procedure of example I is used but the following dyestuff-bleaching bath employed: 60 g. of p-toluenesulfonic acid, 1 g. of ascorbic acid, 10 mg. of phenazine, l5 g. of ammonium iodide and water to make up to l liter.
  • EXAMPLE 8 The procedure of example 1 is followed but the following dyestuff-bleaching bath is used: 60 g. of sulfamic acid, I g. of ascorbic acid, 50 mg. of 2,5-dimethylpyrazine, l7 g. of potassium iodide and water to make up to 1 liter.
  • EXAMPLE 9 The procedure of example 1 is used, but the treatment is carried out for l2 minutes in a dyestuff-bleaching bath of the following composition: 5 g. of sodium acetate, 10 ml. of glacial acetic acid, 1 g. of ascorbic acid, 200 mg. of 2,3-dimethyl-6- methoxyquinoxaline, l60 g. of potassium iodide and water to make up to 1 liter.
  • the same result is obtained as when using it after 4 days standing in air.
  • the dyestuff is completely bleached behind the lightest wedge step.
  • the dyestuffbleaching bath is made up without ascorbic acid, various results depending on the age of the solution are obtained. After 4 days standing in air, the dyestuff can no longer be completely bleached.
  • a similar result is obtained if instead of the acetic acid-acetate combination a citric acid citrate combination is used.
  • a photographic material with three color layers has a gelatine layer containing the dyestuff-bleaching catalyst 2,3- diphenyl-6-aminoquinoxaline deposited on a carrier, a redsensitive silver bromide emulsion containing the bluish-green dyestuff of formula on top of this, and a green-sensitive silver bromide emulsion containing the purple dyestuff of formula:
  • This copying material is exposed behind a step wedge and processed in accordance with example 1.
  • the following bath is however used for dyestuff bleaching: 27 ml of sulfuric acid (96 percent strength), 0.5 g. of ascorbic acid, 25 g. of potassium iodide and water to make up to 1 liter
  • a positive image of the step wedge is obtained in this manner, in which all three dyestuffs are completely bleached behind the lightest wedge step.
  • This dyestuff-bleaching bath is used after 4 days standing.
  • Dyestufl bleaching bath with ascorbic acid fresh and dyestufl bleaching bath with ascorbic acid, 4 days old.
  • a dyestuff-bleaching preparation for the photographic silver dyestuff-bleaching process containing an acid, a water' soluble iodide, a reductone, and a dyestuff-bleaching catalyst, said reductone being selected from the group consisting of reductinic acid, triose reductone, ascorbic acid, isoascorbic acid, 3-hydroxy-5-phenyl-tetronic acid, 3-hydroxy-5-phenyl tetronimide, and 5-o-chloro-phenyl-3-hydroxy-tetronimide, said dyestuff bleaching catalyst being selected from the group consisting of a pyrazine, a quinoxaline and a phenazine.
  • a preparation according to claim 1 being in the form of a dyestuff-bleaching bath.
  • a preparation according to claim 1 containing as acid a member selected from the group consisting of an organic sulfonic acid, sodium bisulfate, hydrochloric acid, sulfuric acid, acetic acid and citric acid.
  • a preparation according to claim 1 containing as watersoluble iodide hydriodic acid, ammonium iodide, sodium iodide and potassium iodide.
  • a preparation according to claim 1 containing sulfuric acid, potassium iodide and ascorbic acid.

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  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)
US834445A 1968-06-25 1969-06-18 Dyestuff-bleaching preparation for the photographic silver dyestuff-bleaching process Expired - Lifetime US3620744A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH940468A CH508899A (de) 1968-06-25 1968-06-25 Farbbleichzubereitung für das photographische Silberfarbbleichverfahren

Publications (1)

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US3620744A true US3620744A (en) 1971-11-16

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US834445A Expired - Lifetime US3620744A (en) 1968-06-25 1969-06-18 Dyestuff-bleaching preparation for the photographic silver dyestuff-bleaching process

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US (1) US3620744A (xx)
AT (1) AT288160B (xx)
BE (1) BE735081A (xx)
CH (1) CH508899A (xx)
DE (1) DE1924723A1 (xx)
FR (1) FR2011649A1 (xx)
GB (1) GB1255857A (xx)
NL (1) NL6909656A (xx)
SE (1) SE359170B (xx)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3961957A (en) * 1973-05-18 1976-06-08 Ciba-Geigy Ag Dye bleach preparation for the photographic silver dye bleach process
US3963492A (en) * 1973-10-12 1976-06-15 Ciba-Geigy Ag Method for processing silver dye bleach materials
US4014698A (en) * 1974-07-10 1977-03-29 Ciba-Geigy Ag Method for processing silver dye bleach materials
US5017226A (en) * 1988-10-03 1991-05-21 A. B. Dick Company Ink and method for the development of concealed images
US5084434A (en) * 1988-10-03 1992-01-28 A.B. Dick Company Ink and method for the development of concealed iamges
EP0568953A2 (en) * 1992-05-04 1993-11-10 Eastman Kodak Company Methods and compositions for retouching film images
US5895781A (en) * 1997-12-22 1999-04-20 S. C. Johnson & Son, Inc. Cleaning compositions for ceramic and porcelain surfaces and related methods
US6417226B1 (en) * 2000-12-12 2002-07-09 Nicholas V. Perricone Skin whiteners containing hydroxytetronic acid

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE791978A (fr) * 1971-11-29 1973-05-28 Ciba Geigy Preparation decolorante pour le procede photographique de decoloration a l'argent

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2100594A (en) * 1932-05-05 1937-11-30 Agfa Ansco Corp Color photography
US2564238A (en) * 1946-12-14 1951-08-14 Gen Aniline & Film Corp Silver azo dye bleach-out process and bleaching baths for use therein
US2936308A (en) * 1955-06-02 1960-05-10 John E Hodge Novel reductones and methods of making them

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2100594A (en) * 1932-05-05 1937-11-30 Agfa Ansco Corp Color photography
US2564238A (en) * 1946-12-14 1951-08-14 Gen Aniline & Film Corp Silver azo dye bleach-out process and bleaching baths for use therein
US2936308A (en) * 1955-06-02 1960-05-10 John E Hodge Novel reductones and methods of making them

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3961957A (en) * 1973-05-18 1976-06-08 Ciba-Geigy Ag Dye bleach preparation for the photographic silver dye bleach process
US3963492A (en) * 1973-10-12 1976-06-15 Ciba-Geigy Ag Method for processing silver dye bleach materials
US4014698A (en) * 1974-07-10 1977-03-29 Ciba-Geigy Ag Method for processing silver dye bleach materials
US5017226A (en) * 1988-10-03 1991-05-21 A. B. Dick Company Ink and method for the development of concealed images
US5084434A (en) * 1988-10-03 1992-01-28 A.B. Dick Company Ink and method for the development of concealed iamges
EP0568953A2 (en) * 1992-05-04 1993-11-10 Eastman Kodak Company Methods and compositions for retouching film images
US5262285A (en) * 1992-05-04 1993-11-16 Eastman Kodak Company Methods and compositions for retouching film images
EP0568953A3 (en) * 1992-05-04 1995-02-01 Eastman Kodak Co Methods and compositions for retouching photographic images.
US5895781A (en) * 1997-12-22 1999-04-20 S. C. Johnson & Son, Inc. Cleaning compositions for ceramic and porcelain surfaces and related methods
US5910475A (en) * 1997-12-22 1999-06-08 S. C. Johnson & Son, Inc. Cleaning compositions for ceramic and porcelain surfaces and related methods
US6417226B1 (en) * 2000-12-12 2002-07-09 Nicholas V. Perricone Skin whiteners containing hydroxytetronic acid
US20020141956A1 (en) * 2000-12-12 2002-10-03 Perricone Nicholas V. Skin whiteners containing hydroxytetronic acid derivatives
US7019029B2 (en) 2000-12-12 2006-03-28 Perricone Nicholas V Skin whiteners containing hydroxytetronic acid derivatives

Also Published As

Publication number Publication date
BE735081A (xx) 1969-12-24
DE1924723A1 (de) 1970-01-08
GB1255857A (en) 1971-12-01
CH508899A (de) 1971-06-15
NL6909656A (xx) 1969-12-30
SE359170B (xx) 1973-08-20
FR2011649A1 (xx) 1970-03-06
AT288160B (de) 1971-02-25

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