US2193574A - Process for the production of colored images by photography - Google Patents

Process for the production of colored images by photography Download PDF

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Publication number
US2193574A
US2193574A US168436A US16843637A US2193574A US 2193574 A US2193574 A US 2193574A US 168436 A US168436 A US 168436A US 16843637 A US16843637 A US 16843637A US 2193574 A US2193574 A US 2193574A
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US
United States
Prior art keywords
light
sensitive
salt
colored
dye
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Expired - Lifetime
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US168436A
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English (en)
Inventor
Tendeloo Henricus Jaco Charles
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Shell Development Co
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Shell Development Co
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Publication date
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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
    • G03C7/00Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
    • G03C7/46Subtractive processes not covered by the group G03C7/26; Materials therefor; Preparing or processing such materials

Definitions

  • the present invention relates to a process for the production of colored images by photography, said colored images being produced in the film and in other light-sensitive layers, such as those on printing papers.
  • a light-sensitive compound which upon exposure to light of the proper wave length and if desirable development, liberates a fragment, ion or radical which remains to yield an image which corresponds in color to the natural color of the photographed object.
  • An example of a compound to be used in this manner is a metal salt of an oxamic acid, such as Ag, Cr, Hg, or Fe salt of o-nitro oxanilic acid. After exposure and development o-nitro aniline is formed, which is yellow. The metal liberated on exposure and the non-exposed salt are removed by a suitable bath, e. g. a KCN bath when Ag has been used as metal.
  • a suitable bath e. g. a KCN bath when Ag has been used as metal.
  • any, preferably organic, dye compound which is lightsensitive and which after exposure and such development and fixation as the case may require leaves in the emulsion layer a colored ma terial or a material capable of yielding a color upon a simple treatment may be used. It is also possible to use a light-sensitive salt, which onexposure and such development as may be desired, decomposes into a fragment which is insoluble in the baths to be used and possesses per se, or upon a simple subsequent treatment,.
  • the desired color and a readily removable residue It is essential that the color-forming material liberated upon exposure to light and developis that of basic-acting dyes coupled'with a polybasic acid, such as oxalic acid, and derivatives thereof.
  • the basic-acting dye can be coupled with the oxalic acid by means of a NH: group of the dye, whereby the oxalic acid derivatives of the general formula RINRZCO.COOX and homologues thereof are obtained, in which contains the dye-carrying substance, and R1 represents an organic dye-carrying radical, R2 represents hydrogen or an organic radical and X represents a light-sensitive cation.
  • the acids may be prepared: for example, by causing the dye-carrying compound RrhsN'i-i to act on ethyl oxalate. After saponiflcation of the ethyl ester obtained, the acid all... 121
  • a basic-acidng dye containing an OH-group can also be coupled with the polybasic acid by means of the OH-group, an ester being then formed of the general formula in which B- represents the dye-carrying sub- 4 stance and x a light-sensitive cation.
  • the reaction is then as follows:
  • the emulsions may be sensitized to light of given wave lengths by the usual known methods. Different degrees of light sensitivity may also be attained by the use of isomeric compounds.
  • emulsions each sensitized to a particular colored light
  • a suitable emulsion-carrier In order to produce multicolored images, I prefer to apply the emulsions, each sensitized to a particular colored light, in layers on a suitable emulsion-carrier.
  • the sensitizing agents in two adjacent emuision'layers react to their mutual detriment, it is possible to eliminate this undesirable reaction by using as a separator a layer of gelatin or other suitable areas material.
  • This separator-layer may contain a removable dye if desired, in which case it acts as a color filter.
  • Example 1 To one volume of an aqueous 8% gelatine solution at about 30 0. there was added one volume of a 1% solution of an oxamine derivative of mononitro benzidine, viz.
  • Example 2 practically chloride-free by washing it with water.
  • the gelatine mixture was then mixed in the dark, while stirring, with 1 cm. AgNO; solution of 0.1 normal, and spread out on photographical paper treated with barytes. On 150 cm. paper about 3 cm; emulsion was used. The emulsioncarrying paper thus obtained was dried in a dark drying tunnel.
  • the dry paper was exposed diffuse daylight. After about 20 minutes already a shade of' color 1 hours and the exposed paper was then treated for about 5 minutes in a one per thousand solution of KCN in water, whereupon it was washed with fresh water for about half an hour and then dried. A red picture was thus obtained.
  • Example 3 A light-sensitive paper with the silver salt of 2.2-dinitro-benzidine-dioxamic acid was produced in the manner described in Example 2, and thereafter exposed and treated in the same way. A yellow-colored picture was obtained.
  • Example 4 A light-sensitive paper with the silver salt of o-nitro-oxanilic acid was produced in the manwas seen. The exposure was continued for about ner described in Example 2, and after exposure Example A light-sensitive paper with the silver salt of p-nitro-oxanilic acid was produced and treated as in Example 4. A yellow picture was obtained after exposure.
  • Emmplle 6 A light-sensitive paper with the NH4-salt of 2.2'-dinitro-benzidine-di-oxamic acid was produced in the sameway as the silver salt in Example 3. After exposure the exposed material was only washed with water, whereby the unexposed part was washed out. A yellow-colored picture was obtained.
  • a light-sensitive photographic layer suitable for the production of colored images containing a light-sensitive silver salt of a substituted polybasic acid in which a carboxyl group has been coupled with an amino group of a dye, which salt upon exposure and such development as may be desirable is separable into a relatively soluble cation-containing fragment removable by solution, as is the unexposed salt, and a relatively insoluble organic fragment which remains to yield a colored image.
  • a light-sensitive photographic layer suitable for the production of colored images containing as an image and color-forming agent a light sensitive silver salt of a substituted oxalic acid in which a carboxyl group has been coupled with an amino group oi an azo dye.
  • a light-sensitive photographic layer suitable for the production of colored images containing as an image and color-forming agent a lightsensitive silver salt of a substituted oxalic acid in which a carboxyl group has been coupled with an amino group of a nitro dye.
  • a light-sensitive photographic layer suitable for the production of colored images containing as an image and color-forming agent a lightsensitive silver salt of a substituted oxalic acid in which a carboxyl group has been coupled with an amino group of a bis-azo dye.
  • a light-sensitive photographic layer suitable for the production of colored images containing as an image and color-forming agent the compound Y 1 u l I I ll Ago-d-o- N N-d-c-O-A;
  • a light-sensitive photographic layer suitable for the production of colored images containlng a,member selected from the group consisting of light-sensitive dicarboxylic acids and talning a member selected from the group consistlng oi light-sensitive oxalic acids and lightsensitive oxalic acid metal salts in each'ot which a carboxyl group has been coupled with an'amino group of an organic dye, which compound upon exposure and such development as may be desirable is separable into a relatively soluble tragment removable by solution, as is the unexposed compound, and a relatively insoluble fragment which remains to yield a colored image;

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  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)
  • Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
US168436A 1936-10-21 1937-10-11 Process for the production of colored images by photography Expired - Lifetime US2193574A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
NL485577X 1936-10-21

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US2193574A true US2193574A (en) 1940-03-12

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US168436A Expired - Lifetime US2193574A (en) 1936-10-21 1937-10-11 Process for the production of colored images by photography

Country Status (4)

Country Link
US (1) US2193574A (fr)
BE (1) BE424152A (fr)
FR (1) FR828041A (fr)
GB (1) GB485577A (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2884326A (en) * 1955-04-06 1959-04-28 Du Pont Leuco phthalocyanine and diazo compound in photographic element
US2915392A (en) * 1955-04-20 1959-12-01 Du Pont Processes for producing photographic images and elements therefor
US3230082A (en) * 1962-05-14 1966-01-18 Polaroid Corp Color processes and products

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2884326A (en) * 1955-04-06 1959-04-28 Du Pont Leuco phthalocyanine and diazo compound in photographic element
US2915392A (en) * 1955-04-20 1959-12-01 Du Pont Processes for producing photographic images and elements therefor
US3230082A (en) * 1962-05-14 1966-01-18 Polaroid Corp Color processes and products

Also Published As

Publication number Publication date
FR828041A (fr) 1938-05-09
GB485577A (en) 1938-05-18
BE424152A (fr)

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