US3694207A - Treatment of imagewise exposed catalase active or peroxidase active enzyme containing layer with peroxide - Google Patents

Treatment of imagewise exposed catalase active or peroxidase active enzyme containing layer with peroxide Download PDF

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Publication number
US3694207A
US3694207A US84195A US3694207DA US3694207A US 3694207 A US3694207 A US 3694207A US 84195 A US84195 A US 84195A US 3694207D A US3694207D A US 3694207DA US 3694207 A US3694207 A US 3694207A
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Prior art keywords
light
peroxide
active
compounds
image
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US84195A
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Reinhart Matejec
Erwin Ranz
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Agfa Gevaert AG
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Agfa Gevaert 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
    • G03C5/00—Photographic processes or agents therefor; Regeneration of such processing agents
    • G03C5/60—Processes for obtaining vesicular images
    • 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
    • G03C1/64—Compositions containing iron compounds as photosensitive substances
    • 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
    • G03C1/675—Compositions containing polyhalogenated compounds as photosensitive substances
    • 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
    • G03C1/72—Photosensitive compositions not covered by the groups G03C1/005 - G03C1/705
    • G03C1/73—Photosensitive compositions not covered by the groups G03C1/005 - G03C1/705 containing organic compounds
    • G03C1/731—Biological compounds
    • 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
    • G03C5/00—Photographic processes or agents therefor; Regeneration of such processing agents
    • G03C5/56—Processes using photosensitive compositions covered by the groups G03C1/64 - G03C1/72 or agents therefor
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S430/00—Radiation imagery chemistry: process, composition, or product thereof
    • Y10S430/144—Hydrogen peroxide treatment

Definitions

  • the invention relates to a process for the production of photographic images by the imagewise inactivation of catalase active and/or peroxidase active enzymes by the exposure of a light-senstitvie layer and the imagewise decomposition of peroxide compounds by these enzymes, a visible image being formed by the imagewise production of gas bubbles either by physical means or by an imagewise color-forming reaction of the resulting oxygen with a suitable reactant.
  • bubble images can be produced by means of a photographic material comprising a layer which contains, dispersed in a binder, a compound which can be decomposed by light, e.g. a diazo salt.
  • a compound which can be decomposed by light e.g. a diazo salt.
  • the compound decomposes in areas corresponding to the image, a gas being liberated in the process.
  • the gas bubbles expand as a result of the subsequent heating of the exposed material, and a bubble image is formed. Since the bubbles formed scatter the light imagewise, these areas appear dark in transmitted light and bright in reflected light. Most of the incident light in the unexposed areas of the layer is transmitted.
  • Belgian Pat. No. 725,903 also discloses the production of photographic images which consist of a silver image and a bubble image superimposed on the silver image.
  • a silver image is first produced in the conventional way in a hydrophilic layer, but this image has substantially less covering power than the conventionally produced black and white images.
  • the layer is then brought into contact with hydrogen peroxide which decomposes imagewise in the areas containing the silver in a finely divided form to yield oxygen bubbles.
  • the silver image is thus greatly intensified and deep black images with high contrast are obtained even when layers which have a very low silver content are used.
  • a process for the production of positive photographic images by imagewise exposure of a layer followed by treatment with a peroxide compound with formation of a visible image has now been found in which a lightsensitive layer is used which contains uniformly distrib uted catalase active or peroxidase active enzymes which are inactivated imagewise by exposure with actinic light.
  • any light-sensitive enzymes are suitable for the process according to the invention, i.e. enzymes which are inactivated by the action of light and which are capable of catalytic decomposition of peroxide compounds.
  • enzymes are catalase, peroxidase, haemoglobin and haemin.
  • the sensitivity of the layers to light can be substantially increased by the addition of compounds which, when exposed to light, split oil products in areas corresponding to the image which act as poisons for the enzymes used according to the invention, i.e. such added compounds have an additional inactivation efiect on these enzymes in the exposed areas.
  • the catalase active or peroxidase active enzymes used according to the invention generally contain iron, bound in the form of a complex, the substances most suitable for this purpose are inorganic or organic substances liberating halogen or cyanide on exposure to light, which products are capable of inactivating these enzymes.
  • Suitable inorganic halides which split ofi halogen on exposure to light are, for example, silver halides such as silver chloride, silver bromide or silver iodide.
  • Suitable organic halides include aliphatic halides containng a tribromo or triiodo group, e.g. iodoform, tribromoethanol or tribromoacetic acid or highly halogenated aromatic compounds, e.g. benzenes which are substituted in at least three positions on the nucleus with bromide or iodine, e.g. pentabromophenol. Compounds of this type have been described e.g. in British Pat. No. 957,192.
  • Inorganic and organic cyanide compounds which split off cyanide on exposure to light include in particular iron- (II) cyanides or iron-(III) cyanides or complex cyanides or complex cyanides or nitro-prussides described e.g. in the book by M. H. Ford-Smith The Chemistry of Complex Cyanides, London, 1964.
  • Suitable organic compounds include cyanides of triphenylmethane and its derivatives, e.g. those described by A. H. Spore, Trans. Faraday Soc. 57 (1961), 983.
  • the sensitivity can also be increased by the addition of compounds which generally act as electron acceptors. Chloranil or tetracyano-p-quinodimethane, for example, are suitable.
  • the light used for exposure is preferably blue or ultraviolet light.
  • the images obtained on exposure are practically invisible. They are brought into contact with peroxide compounds, such as hydrogen peroxide, to render them visible.
  • the peroxide compound is decomposed imagewise in the areas where the enzymes have remained active.
  • the process of rendering the image visible by decomposition of the peroxide may be either physical or chemical.
  • the oxygen evolved can be rendered visible as a bubble image, e.g. by the process described in the abovementioned Belgian Pat. No. 725,903 which corresponds to U.S. Ser. No. 783,420.
  • the layers according to the invention preferably contain the light-sensitive enzymes, e.g. catalase or peroxidase, dispersed in a binder.
  • Suitable binders are e.g. silica gel, polyvinyl acetate, partly saponified polyvinyl acetate, polyvinyl alcohol, cellulose esters such as cellulose acetate or cellulose butyrate, carboxymethyl cellulose or natural binders, especially proteins such as gelatin.
  • the enzymes may be added directly to the layer support by treating the support with a solution or dispersion of the enzyme.
  • the concentration of the enzymes in the light-sensitive material may vary Within wide limits. Concentrations of between 0.3 and g./m. of light-sensitive material have been found to be suitable. The optimum quantity for any given reproduction process can be determined by a few simple laboratory tests.
  • Suitable peroxide compounds for the process according to the invention are inorganic peroxide compounds, e.g. perborates, percarbonates or persulfates, but especially hydrogen peroxide.
  • Organic peroxide compounds, e.g. benzoyl peroxide, are also suitable.
  • Hydrogen peroxide is used for preference owing to its efficiency and the ease with which it can be handled in the form of aqueous solutions.
  • the peroxide compound is preferably applied in the form of a solution.
  • Hydrogen peroxide for example, may also be applied in vapor form.
  • the exposed layer is heated with hydrogen peroxide during or after the treatment.
  • a bubble image then forms imagewise in the areas where the enzymes have remained active.
  • the strength of the bubble image depends on the quantity of hydrogen peroxide used and on the quantity of decomposition nuclei formed.
  • the heat treatment of the material for producing the visible bubbles should be as short as possible.
  • the temperature to be maintained during this treatment depends on the properties of the binder. Satisfactory results can already be obtained at relatively low temperatures of about 60 C. to 70 C. but higher temperatures may also be employed if the softening point of the binder requires this.
  • the binder used is gelatin, which is the substance preferably used, it is advisable to work in the presence of small quantities of water because this promotes swelling of the gelatin and hence the formation of bubbles. The same applies to other binders which swell in water.
  • the layer after the layer has been exposed to light and treated with hydrogen peroxide vapor, it is exposed for a few seconds, e.g. 1.5 seconds, to a water vapor atmosphere of about from 50 C. to 90 C.
  • a water vapor atmosphere of about from 50 C. to 90 C.
  • the formation of bubbles which sets in only slowly when using hydrogen peroxide alone, then starts very quickly.
  • the concentration of the alkaline additives in the vapor is not critical. Quantities of between 0.1 and 5 volumes percent, preferably about 0.3 to 1 volume percent have generally been found sufficient.
  • the bubble images obtained can be stabilized against moisture by the processes described in U.S. application Ser. No. 885,984 and Ser. No. 887,392 as required.
  • the visible image may also be produced chemically by carrying out the treatment of the exposed layer with the peroxide compound in the presence of reactants for a color-forming oxidation reaction. Suitable processes have been described in U.S. application Ser. No. 881,610.
  • oxidative color-formation Especially suitable for the oxidative color-formation are, of course, those reactants which produce very deeply colored compounds on oxidation with the catalytically activated peroxide compound.
  • reactants may be organic compounds which themselves yield the image dye on oxidation, e.g. amino, hydroxy or aminohydroxy compounds of isocyclic or heterocyclic aromatic compounds.
  • amino, hydroxy or aminohydroxy compounds may also be substituted, e.g. with halogen, alkyl, aryl, alkoxy, sulfonic acid, nitro acyl, carboxylic acid or carbonamide groups. The following are mentioned as examples:
  • mixtures of several such compounds result in a much stronger dye formation on oxidation than the individual components.
  • a mixture of o-phenylene diamine and pyrocatechol yields stronger dye formation.
  • Oxidation of the aromatic amino, hydroxy and/or amino hydroxy compounds yields monomeric or polymeric dyes which are related to quinone imines and azines.
  • dye precursor compounds there may, of course, also be used leuco dye compounds and vat dyes which are capable of being oxidized to dyes.
  • leuco dye compounds and vat dyes which are capable of being oxidized to dyes.
  • any reaction systems which yield dyes by oxidative coupling may be used, in particular the so-called color-forming photographic developers of the phenylenediamine or aminopyrazolone series (see e.g. C. E. K. Mees and T. H. James: The Theory of the Photographic Process, 3rd edition, Mac- Millan Co., New York (1966), page 382; H. R. Schweizer; Kiinstliche organische Farbstoife und empetic, Springer-Verlag, Berlin-Giittinger Heidelberg (1964), page 295).
  • Isocyclic and heterocyclic hydrazines may also be coupled with suitable components to yield dyes by oxidation -(see e.g. H. Hiinig et al., Angewandte Chemie 70 (1958); S. Hiinig, Chimia 15 (1961) 133 and Angewandte Chemie 74 (1962) 818).
  • the colorforming photographic developer substances are catalytically oxidized by fl1e peroxide compounds at the imagewise distributed catalyst. Their oxidation products may then react with known photographic color-forming couplers present at the same time to form dyes.
  • Suitable color-forming couplers for this purpose are, for example, those of the phenol or naphthol series as cyanforming couplers, those of the indazolone and pyrazolone series as magenta-forming couplers and those of the benzoyl acetanilide series as yellow-forming couplers.
  • EXAMPLE 1 100 ml. of an aqueous 10% solution of a ferri-tribromoacetate complex compound (to split 01f halogen; prepared by suspending excess Fe(OH) in 10% soduim tribromoacetate solution CBr -COONa and filtering from the excess Fe(OH) are added in the dark to 1 l. of a 5% aqueous carboxymethyl cellulose solution. 100 ml. of a 0.1% aqueous peroxidase solution are then added.
  • a ferri-tribromoacetate complex compound to split 01f halogen; prepared by suspending excess Fe(OH) in 10% soduim tribromoacetate solution CBr -COONa and filtering from the excess Fe(OH) are added in the dark to 1 l. of a 5% aqueous carboxymethyl cellulose solution.
  • 100 ml. of a 0.1% aqueous peroxidase solution are then added.
  • the mixture is then poured in a thin layer onto a layer support of paper. It is then hardened by bathing it for one minute in 1% Ba(N solution and dried.
  • the layer is exposed to blue light behind a grey step wedge (exposure time with a 200 watt lamp 10 seconds). It is then treated with the following solution:
  • a black and white positive dye image of the original is obtained within 5 minutes.
  • EXAMPLE 2 20 ml. of a dispersion which contains 100 g. of silver bromide and 20 g. of carboxymethylcellulose per liter are added as light-sensitive halogen donor to 1 l. of an aqueous 2% carboxymethylcellulose solution in the dark. 100 ml. of an alkaline 1% aqueous haemoglobin solution are then added as peroxidase active catalyst. The mixture is poured out in a thin layer on a cellulose acetate support. It is then hardened as described in Example 1 and dried.
  • the layer is exposed to white light behind a grey step wedge (exposure time with a 200 watt lamp 1 second) and then treated with the following solution:
  • a black and white positive dye image of the original is obtained within 5 minutes at 20 C. Lastly, the layer is washed for 15 minutes and dried.
  • EXAMPLE 3 50 g. of tribromoethanol as halogen donor are dissolved in 2 l. of an aqueous 6% gelatin solution in the dark. 25 ml. of a 0.1% catalase solution are then added to the above solution. The mixture is then poured out as a thin layer on a layer support of polyethylene terephthalate (layer thickness approximately 15,u).
  • Example 2 It is exposed in a sensitometer behind a grey step wedge as described in Example 1. The exposed material is then subjected to a water vapor atmosphere at about 50 C. for about /2 second.
  • the layer is treated for about 30 seconds with saturated hydrogen peroxide vapor at 70 C. and then exposed for /2 second to a water vapor atmosphere at C.
  • EXAMPLE 4 25 ml. of a 1% catalase solution are added to 1 l. of a 6% gelatin solution. 50 ml. of a saturated solution of Malachite green leucocyanide (nitrile of Malachite green; substance which splits off cyanide) are then emulsified in ethyl acetate in the dark with vigorous mixing. The solution is then cast and the material is processed to produce a bubble image, as described in Example 3.
  • Malachite green leucocyanide nitrile of Malachite green; substance which splits off cyanide
  • the light-sensitive layer contains compounds which split off halogen or cyanide on exposure to light.
  • the enzyme and peroxide is contained in a binder selected from the group consisting of gelatin, silica gel, polyvinyl acetate, partly saponified polyvinyl acetate, polyvinyl alcohol, and cellulose esters in which binder the peroxide is decomposed.
  • enzyme selected from the group consisting of catalase, 9 peroxidase, haemoglobin, and haenium.

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  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Materials Engineering (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Biodiversity & Conservation Biology (AREA)
  • Biomedical Technology (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
US84195A 1969-11-06 1970-10-26 Treatment of imagewise exposed catalase active or peroxidase active enzyme containing layer with peroxide Expired - Lifetime US3694207A (en)

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DE19691955901 DE1955901A1 (de) 1969-11-06 1969-11-06 Verfahren zur Herstellung photographischer Bilder

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BE (1) BE758415A (enExample)
DE (1) DE1955901A1 (enExample)
FR (1) FR2082968A5 (enExample)
GB (1) GB1332692A (enExample)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3816133A (en) * 1971-02-05 1974-06-11 Agfa Gevaert Ag Process for the production of photographic images by modifying vesicular images
US4065312A (en) * 1974-04-19 1977-12-27 Agfa-Gevaert, A.G. Process for the production of photographic vesicular images in photographic silver halide material
US4146395A (en) * 1976-10-08 1979-03-27 Eastman Kodak Company Reversal imaging process including redox amplification
US4260674A (en) * 1974-04-19 1981-04-07 Agfa-Gevaert Aktiengesellschaft Silver salt photographic material for the production of silver and bubble photographic images with 80% transparency
US4634628A (en) * 1983-12-22 1987-01-06 Canon Kabushiki Kaisha Recording medium and image recording process
US4737457A (en) * 1986-02-26 1988-04-12 Eastman Kodak Company Analytical composition, element and method for the determination of hydrogen peroxide
US7354733B2 (en) * 2001-03-29 2008-04-08 Cellect Technologies Corp. Method for sorting and separating living cells
US20100215850A1 (en) * 2009-02-20 2010-08-26 Lung-Wen Chou Method of manufacturing an adhesive material that can be printed and repeatedly stuck and torn

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2003603B (en) * 1977-07-20 1982-02-03 Kardiolog Nauch Ts Akad Med Na Method and apparatus for producing a visible image of an object
WO1989010972A1 (en) * 1988-05-02 1989-11-16 Eastman Kodak Company Novel reagent and method for assaying hydrogen peroxide
US5093239A (en) * 1988-05-02 1992-03-03 Eastman Kodak Company Reagents for detecting oxidase positive microorganisms

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3816133A (en) * 1971-02-05 1974-06-11 Agfa Gevaert Ag Process for the production of photographic images by modifying vesicular images
US4065312A (en) * 1974-04-19 1977-12-27 Agfa-Gevaert, A.G. Process for the production of photographic vesicular images in photographic silver halide material
US4260674A (en) * 1974-04-19 1981-04-07 Agfa-Gevaert Aktiengesellschaft Silver salt photographic material for the production of silver and bubble photographic images with 80% transparency
US4146395A (en) * 1976-10-08 1979-03-27 Eastman Kodak Company Reversal imaging process including redox amplification
US4634628A (en) * 1983-12-22 1987-01-06 Canon Kabushiki Kaisha Recording medium and image recording process
US4737457A (en) * 1986-02-26 1988-04-12 Eastman Kodak Company Analytical composition, element and method for the determination of hydrogen peroxide
US7354733B2 (en) * 2001-03-29 2008-04-08 Cellect Technologies Corp. Method for sorting and separating living cells
US20100215850A1 (en) * 2009-02-20 2010-08-26 Lung-Wen Chou Method of manufacturing an adhesive material that can be printed and repeatedly stuck and torn

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DE1955901A1 (de) 1971-05-13
FR2082968A5 (enExample) 1971-12-10
BE758415A (nl) 1971-05-03
GB1332692A (en) 1973-10-03

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