US2179238A - Manufacture of polychrome pictures - Google Patents

Manufacture of polychrome pictures Download PDF

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Publication number
US2179238A
US2179238A US72718A US7271836A US2179238A US 2179238 A US2179238 A US 2179238A US 72718 A US72718 A US 72718A US 7271836 A US7271836 A US 7271836A US 2179238 A US2179238 A US 2179238A
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US
United States
Prior art keywords
component
color
silver halide
group
pictures
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
US72718A
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English (en)
Inventor
Wilmanns Gustav
Bitterfeld Kreis
Schneider Wilhelm
Bauer Ernst
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
GAF Chemicals Corp
Original Assignee
Agfa Ansco Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Agfa Ansco Corp filed Critical Agfa Ansco Corp
Application granted granted Critical
Publication of US2179238A publication Critical patent/US2179238A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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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
    • G03C7/00—Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
    • G03C7/30—Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
    • G03C7/32—Colour coupling substances
    • G03C7/3212—Couplers characterised by a group not in coupling site, e.g. ballast group, as far as the coupling rest is not specific

Definitions

  • Our present invention relates to the manufacture of polychrome pictures and more particularly to the manufacture of polychrome pictures from photographic silver halide emulsions.
  • One of its objects is to provide a process for the production of improved polychrome pictures from silver halide emulsions.
  • Another object are the improved photographic silver halide emulsion layers containing a component which produces color in the developer. Further objects will be seen from the detailed specification following hereafter.
  • layers of silver halide emulsion can be developed in color by permitting the products of reaction, produced during the development from developer constituents which have a free amino-group, to condense with reactive phenols or amines to form quinone-imine dyestuifs ⁇ as for instance indoamines, lndoanllines, and indophenols.
  • Dyestu formation also occurs with bodies which contain a reactive methylene group in which case azomethines are produced. Since, however, in the methods hitherto applied for development in color the component which produces color is incorporated in the developer the Vmethod leads merely to monochrome pictures.
  • the substance that produces the color have failed, particularly when several layers are used one above the other for producing a polychrome picture.
  • the components in the emulsion that produce color and are generally soluble in alkali pass into the adjacent layer into the developer.
  • the present invention relates to a process in which such diiusion is prevented and the components are fixed in the several colloidal layers.
  • the dyestuff component a group which lends the component substantive character with respect to the binding agent of the silver halide emulsion, that is to say, which prevents diffusion in the binding agent of the silver halide emulsion.
  • the component can be dissolved in a water-soluble or alkalisoluble form in the colloid without fear that in the finished photographic material the component will diiuse into the adjacent layer or layers.
  • the substantive character produced by introduction of the group can be further strengthened by means of an agent which has a precipitating action on or by means of a group which increases the molecular dimensions of the component.
  • Agents which have a precipitating action are, for instance, diphenylguanidide and diphenylbiguanidide.
  • Groups which increase the molecular dimensions of the component are, for instance, diphenylguanidide and diphenylbiguanidide. Groups
  • Suitable groups for imparting such substantive character and therefore suitable for introduction into the hitherto known color-producers are, for example, diphenyl, dianlsidine, tolidine, diphenylcarboxylic acid, diamino-benzoylamino-diphenyl, stilbene, di-aminostilbene, diamino-benzoylaminostilbene, azoxybenzene, hydroxynaphthoic acid-amides, such as 2,3-hydroxynaphthoic acid and 4-(2,3)-hydroxynaphthoylamino-aniline, diaryl-ureas such as diamine-diphenylurea, diamino-benzoylamino-dlphenylurea, and
  • amino-benzoylamino-o-sulfanilic acid benzthiazole, dehydrothiotolidine
  • aminonaphthols such as 2-amino-5-naphthole-7sul ionic acid and 2-aminobenzoylamino--naphthole-'I-sulfonic acid, terephtaloylbisacetlc ester, 2,3-hydroXyanthracene-carboxylic acid, 2,3-hydroxycarbazole-carboxylic acid, aminochrysene, aminopyrene, and aminonaphthylene-oxide, or the like.
  • Components for producing color into which these groups are to be introduced are,v for example, phenols such as m-aminophenol, o-o'- dinaphthole, o-hydroxydiphenyl, thymol, 2,5-d (phenylamino)phenol, aniline, naphthols, such as a-naphthol, a-hydroxynaphthoic acid, chloronaphthole and trichloronaphthole, naphthylamine, for instance, a-naphthylamine, aminonaphthols, for instance, 1,5-aminonaphthole, and all compounds which contain a reactive methylene group, for instance aceto-acetic esters, for instance, bromo-acetoacetic acid ester and acetoacetic anilide, cyano-acetic esters, for instance, cyanacetic acid ester, benzoyl-acetic esters, for instance, benzo
  • diketohydrinden for instance, diketohydrinden, pyrazolones, such as phenylmethylpyrazolone and 1-phenyl-3 phenylpyrazolone, coumaranones, malonic acid anilide, w-cyanaceto-phenon, hydroxythionaphthene, and the like.
  • three-color layers which may be arranged on one or both sides of the support, contain as components for producing color:
  • methyl--pyrazolone for red development, 2.
  • Terephthaloylbiacetic acid-anilide for yellow, 3, 3,5-di(phenylamino)phenol for blue-green.
  • the alkali salts of these bodies dissolved in methanol, are stirred into a gelatin solution of 10 per cent strength in the proportion of 1 gram to 50 cc. of the gelatin solution, and the solution is then mixed with cc. of silver halide emulsion.
  • a suitable developer is one consisting of 1 gram of diethylamino-anilide-hydrochloride, 6 grams of potassium carbonate and 100 cc. of water, to which sulilte may be added, if desired.
  • the substantive groups may be introduced into the color components by means of an amide linkage.
  • hydroxynaphthoic acid chloride may be condensed with 1-paminophenyl 3-methyl-5-pyrazolone so that an amide is formed by the carboxyl group of the hydroxynaphthoic acid and the amino group of the pyrazolone.
  • the substantive groups may be introduced also by means of an ester linkage. It is again possible to directly connect the compounds.
  • the single flgure of the accompanying drawing shows a film in accordance with the in- 'Vention having a support I coated with a silver halide emulsion layer 2 containing a color component having a group which imparts substantivity to the binding agent.
  • a light-sensitive material for color photography comprising a silver halide emulsion containing a dyestui component for color forming development having attached thereto a group which lends said component substantive char- 'acter with respect to the binding agent of the silver halide emulsion and further containing a compound having a precipitating action on said dvestui component.
  • a process of producing photographic ⁇ *color pictures which comprises treating an exposed photographic material having a silver halide emulsion containing a component for dyestuff forming development having attached thereto a group which lends said component substantive character with respect to the binding agent of the silver halide with a solution of a developing substance having an unsubstituted amino-group in order to produce the color.
  • the step which comprises developing by means of an amino-developer an exposed photographic material having a silver halide emulsion containing a dyestui component for color forming development having attached thereto a group which renders said component fast to diiusion in the binding agent of the silver halide emulsion,.said group comprising at least two organic rings.
  • the step which comprises developing by means of an amino-developer an exposed photographic material having a silver halide emulsion containing a dyestui component for color forming development having attached thereto a group which renders said component fast to diffusion in the binding agent of the silver halide emulsion, said group comprising at least ten carbon atoms.
  • a light-sensitive material for color photography comprising a silver halide emulsion containing a mononuclear phenolic dyestuff component for color forming development having attached thereto a group which lends said component substantive character with respect to the binding agent of the silver halide emulsion, said group comprising at least two -membered aromatic rings.
  • a light-sensitive material for color photography comprising a silver halide emulsion containing a dyestu component for color forming development, .selected from the class consisting of mononuclear phenolic dyestuff components and acyl acetic ester dyestui components, having attached thereto a group which renders said component fast to diffusion in the binding agent of the silver halide emulsion, said group comprising at least two G-membered aromatic rings.

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  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
US72718A 1935-04-10 1936-04-04 Manufacture of polychrome pictures Expired - Lifetime US2179238A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEI52094D DE746135C (de) 1935-04-10 1935-04-10 Verfahren zur Herstellung farbiger Bilder in Halogensilberemulsionsschichten durch Farbentwicklung

Publications (1)

Publication Number Publication Date
US2179238A true US2179238A (en) 1939-11-07

Family

ID=27211014

Family Applications (1)

Application Number Title Priority Date Filing Date
US72718A Expired - Lifetime US2179238A (en) 1935-04-10 1936-04-04 Manufacture of polychrome pictures

Country Status (7)

Country Link
US (1) US2179238A (de)
BE (1) BE414508A (de)
DE (1) DE746135C (de)
ES (1) ES141845A1 (de)
FR (1) FR803566A (de)
GB (2) GB458400A (de)
NL (1) NL49147C (de)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2545687A (en) * 1947-04-30 1951-03-20 Gen Aniline & Film Corp N-substituted benzimidazoles
US2584349A (en) * 1944-11-10 1952-02-05 Gen Aniline & Film Corp Color forming development with an aromatic primary amino developer and alpha-[4-sulfophenylazo]-aceto-acet-2-4-dichloroanilide

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE419447A (de) * 1936-01-18
DE950890C (de) * 1936-10-28 1956-10-18 Agfa Ag Fuer Photofabrikation Ultraviolett absorbierende Filterschichten auf lichtempfindlichen photographischen Schichten fuer Schwarzweiss- und Farbenphotographie
DE744264C (de) * 1938-07-14 1944-01-13 Ig Farbenindustrie Ag Verfahren zum Herstellen farbiger photographischer Bilder mit Hilfe diffusionsechter Farbstoffbildner

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE257160C (de) *
DE253335C (de) * 1912-02-06
DE439206C (de) * 1924-12-10 1927-01-06 Johannes Herzog & Co Photochem Verfahren zur Beeinflussung des Lichtes bei photographischen Schichten durch Farbstoffe
BE354987A (de) * 1927-10-18
BE370307A (de) * 1929-05-17
BE394502A (de) * 1930-02-18
BE376781A (de) * 1930-03-19
GB376795A (en) * 1930-03-19 1932-07-18 Leopold Damrosch Mannes Improvements in and relating to colour photography
BE376782A (de) * 1930-03-19
GB365531A (en) * 1930-09-20 1932-01-20 Ig Farbenindustrie Ag Manufacture of azo-dyestuffs insoluble in water and intermediate products therefor
GB417936A (en) * 1933-04-10 1934-10-10 Ig Farbenindustrie Ag Improvements in the manufacture and production of carboxylic acid arylides

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2584349A (en) * 1944-11-10 1952-02-05 Gen Aniline & Film Corp Color forming development with an aromatic primary amino developer and alpha-[4-sulfophenylazo]-aceto-acet-2-4-dichloroanilide
US2545687A (en) * 1947-04-30 1951-03-20 Gen Aniline & Film Corp N-substituted benzimidazoles

Also Published As

Publication number Publication date
FR803566A (fr) 1936-10-03
ES141845A1 (es) 1936-06-16
BE414508A (de)
GB475191A (en) 1937-11-16
DE746135C (de) 1944-06-05
GB458400A (en) 1936-12-14
NL49147C (de)

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