DE1115129B - Color photographic layer containing color couplers - Google Patents

Description

The invention relates to a color coupler-containing photographic layer, as it is particularly in the Color photography is used.

According to the invention, in a photosensitive gelatin or gelatin replacement silver halide emulsion layer, which is part of a multi-layered company or paper that in color photography Applied type represents, color coupler substances incorporated, which the group

-NH-CO-CHr ₁ -CHR ₂ -COOY

contain, wherein Y is a hydrogen atom or an alkyl, cycloalkyl or aralkyl radical and either R ₁ or R _{2 is} a hydrogen atom and the other of these two radicals

-NR ₃ -acyl or - Ν;

Color photographic layer containing color couplers

Applicant:

Imperial Chemical Industries Limited,
London

Representative:

Dr.-Ing. H. Fincke, Berlin-Lichterfelde, Drakestr. 51, Dipl.-Ing. H. Bohr and Dipl.-Ing. S. Staeger,

Munich 5, patent attorneys

Claimed priority:

Great Britain March 20, 1957 and February 19, 1958
(No. 9113/57)

denotes, where R _{3 represents} a hydrogen atom or an alkyl, cycloalkyl, aralkyl or aryl radical and Z represents an ethylene, phenylene or tetrahydrophenylene radical.

For this purpose, in particular those color coupler substances are used which have a water-solubilizing effect Group, e.g. B. a carboxylic acid or sulfonic acid group, and contain a substituent that makes them diffusion-resistant, e.g. B. an alkyl chain with at least 12 carbon atoms. Optionally, the above color coupler substances, which contain a solubilizing group, in the form of their salts with an alkali metal or an organic Amine can be applied.

The multi-layer color photographic material may be a material in which the colors in natural Order and the images produced are preserved in colors that are similar to those of the original object are complementary, or a material with an unnatural order of colors is used, z. B. one in which in the top layer a yellow image of the blue parts of the object, in one of the two layers below a blue image of the green parts of the object and in the other, a magenta image of the red parts of the object is created. It was found, that when a photosensitive gelatin or gelatin replacement silver halide emulsion layer, the contains a color coupler substance identified above, exposed, in a color-inducing developer is developed, bleached and fixed and the dye image thus produced is exposed to light, Norman Greenhalgh, Manchester, Lancashire

(Great Britain),
has been named as the inventor

at most, little or no discoloration of the dye image occurs, which is not due to the degradation of the converted color coupler in the layer containing the dye image due to the incident light were.

The invention is illustrated by the following examples, parts and percentages relate to Weight.

example 1

200 parts of a green-sensitive gelatin-silver iodobromide emulsion are with 50 parts of a 5% aqueous solution of the potassium salt of 1-phenyl-3- (a- and / or / 3-stearoylamino - ^ - carboxyn-propionylamino) -5-pyrazolone added as color coupler substance. The emulsion obtained in this way is applied to a film base and the applied Layer dried. When the photographic material thus obtained is exposed to green light and in developed a color developer containing 2-amino-5-diethylaminotoluene and then bleached and is fixed, a magenta dye image is obtained which has an absorption maximum at 536 πΐμ.

109 708/367

Example2

Instead of the color coupler substance of Example 1, that of l-phenyl-3- (4 '- (a- and / or /? - stearoylamino-zJ-carboxy-n-propionylamino) -phenoxyacetylamino) -5-pyrazolone is used. The received magenta Dye image has an absorption maximum at 540 with.

Examples

Instead of the color coupler used in Example 1, there is 1-phenyl-3- (4 '- (a- and / or yS-stearoylamino - /? - carboxy-n-propionnylamino) -benzylamino) -5-pyrazolone to use. The magenta dye image obtained has an absorption maximum at 519 mi.

Example4

200 parts of a gelatin-silver iodobromide emulsion are mixed with 50 parts of a 5% aqueous methanol solution of the potassium salt of 4'-methoxybenzoylacet-4- (α- and / or ß-stearoylamino- ß - carboxy - η - propionylamino) - 2- methoxyanilide added. The emulsion obtained in this way is applied to a paper support and the applied layer is dried. When the photographic paper is exposed to blue light, developed in a color developer containing 2-amino-5-diethylamino-toluene, bleached and fixed, a yellow dye image is obtained.

Example5

200 parts of a red-sensitive gelatin-silver iodobromide emulsion are with 50 parts of a 5% aqueous solution of the potassium salt of 2- (ct- and / or / j-carboxy - ^ - stearoylamino-n-ipropionylamino) -4-chloro-5-methylphenol offset as a color coupler. The emulsion obtained in this way is applied to a film base and the applied layer dried. When the photographic material thus obtained is exposed to red light, in a 2-amino-5-N-ethyl-N-c-j-hydroxybutylaminotoluene containing color developer is developed, bleached and fixed, a cyan dye image is obtained which has a Has absorption maximum at a wavelength of 665 mn.

Example6 Example7

40

45

Instead of the color coupler substance used in Example 5, 5- (a- and / or / J-stearoylamino- / 3-carboxy-n-propionylamino) -l-naphthol is used applied. A cyan dye image is obtained that has an absorption maximum at a wavelength of 641 mu.

55

200 parts of a gelatin-silver bromide emulsion are mixed with 50 parts of a 5% strength aqueous solution of the sodium salt of 4'-stearoylaminobenzoylacetate-3,5-dicarboxyanilide offset. The blue-sensitive emulsion thus obtained is applied to a paper support applied and the applied layer dried. A 3% aqueous gelatin solution is then added applied to the blue sensitive layer to form a gelatin release layer. Then it will be a green-sensitive emulsion obtained as in Example 1 on this gelatin release layer upset. A gelatin release layer is in turn applied to the green-sensitive emulsion layer and on top of this gelatin separating layer, ultimately, a red-sensitive emulsion consisting of 200 parts a red-sensitive gelatin silver chloride bromide emulsion and 50 parts of a 5% aqueous Solution of the sodium salt of l-hydroxy-4-sulfo-2-naphthoyloctadecylamide is applied.

The multi-layered color photographic paper obtained in this way is exposed through a color negative, in a color developer containing 4-diethylaminoaniline developed, bleached and fixed. In this way, a color print is obtained.

Example8

Instead of the green-sensitive emulsion used in Example 7, a green-sensitive emulsion is used Emulsion used, which is obtained when 50 parts of a 5% aqueous solution of the potassium salt of 1-phenyl-3- (a- and / or / S- (N-n-octadecylisobutyrylamino) - / 3-carboxy-n-propionylamino) -5-pyrazolone be added as a color coupler to 200 parts of a green-sensitive gelatin-silver chloride bromide emulsion.

When the multi-layered color photographic Paper exposed through a color negative in a color developer containing 4-diethylaminoaniline is developed, bleached and fixed, a color print is obtained.

Claims (1)

PATENT CLAIM: Color photographic layer containing color couplers, characterized by a content of Color couplers which the group -NH-CO-CHr ₁ -CHR ₂ -COOY contain, wherein Y is a hydrogen atom or an alkyl, cycloalkyl or aralkyl radical and either R ₁ or R _{2 is} a hydrogen atom and the other of these two radicals CO -NR ₃ - acyl or - N- ' denotes, where R _{3 stands} for a hydrogen atom or an alkyl, cycloalkyl, aralkyl or aryl radical and Z stands for an ethylene, phenylene or tetrahydrophenylene radical, and which contain a water-solubilizing group and a substituent which makes the color coupler substances in the emulsion layer resistant to diffusion . © 109 708/367 10.61