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Color photographic sensitive silver halide material, pyrrolotriazole compound and color formation compound

A technology for color photography and photosensitive materials, which is applied in the field of color-forming compounds and new pyrrolotriazole compounds, and can solve the problems of unsatisfactory light fastness of dye images, color mixing, and large extinction coefficient of cyan dye images.

Inactive Publication Date: 2006-09-20
FUJIFILM CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, there is a problem that the dyes obtained from these pyrroloazole couplers tend to cause aggregation of the film, which leads to a difference in chromaticity between the high-density part and the low-density part
Although the dye images obtained from these pyrrolo couplers are indeed excellent in terms of chromaticity, the color reproducibility in the range from green to blue is unsatisfactory
That is, since the extinction coefficient of the cyan dye image in the magenta region (which is undesirable) is large, the current strong demand for photographs with more excellent color reproducibility has not yet been met
[0006] In addition, dye images obtained from these pyrroloazole couplers are unsatisfactory in light fastness, and further improvement thereof is required
[0007] In addition, when using these known pyrroloazole couplers, not only color mixing occurs, but also serious problems of staining on white backgrounds occur

Method used

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  • Color photographic sensitive silver halide material, pyrrolotriazole compound and color formation compound
  • Color photographic sensitive silver halide material, pyrrolotriazole compound and color formation compound
  • Color photographic sensitive silver halide material, pyrrolotriazole compound and color formation compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0173] Example 1 (Synthesis of Exemplary Compounds)

[0174] Exemplary compound (1) is synthesized according to the following reaction formula:

[0175] Reaction flow:

[0176]

[0177]

[0178] Synthesis of Intermediate (I-2)

[0179] To a solution of compound (I-1) dissolved in 300 ml of ethyl acetate was added dropwise oxalyl chloride (55 ml) with stirring at room temperature. After the dropwise addition was complete, stirring of the resulting mixture was continued for another 1 hour at room temperature. The solvent was distilled off to obtain 84.8 g (yield 100%) of the target intermediate (I-2) as an oily product. Synthesis of Intermediate (I-3)

[0180] A solution of imidazole (102.7 g) dissolved in 1.5 liters of acetonitrile was cooled in an ice bath maintaining an internal temperature of 10°C or lower. 84.8 g of the aforementioned intermediate (I-2) was added dropwise thereto with stirring. After the dropwise addition was complete, stirring was continued for 1...

Embodiment 2

[0211] Corona discharge was performed on the surface of the paper support laminated with polyethylene resin on both sides, and then a gelatin subbing layer into which sodium dodecylbenzenesulfonate was introduced was provided. Thereon, photographic component layers consisting of the first to seventh layers described below were obtained by coating to prepare a silver halide color photographic photosensitive material (sample 001) having a layer structure shown below. Coating solutions for each photographic composition layer were prepared in the following manner.

[0212] Preparation of the fifth layer coating solution

[0213] 190g cyan coupler (ExC-2), 44g cyan coupler (ExC-3), 900g gelatin, 44g color-image stabilizer (Cpd-1), 73g color-image stabilizer (Cpd-6), 11g color- Image Stabilizer (Cpd-7), 58g Color-Image Stabilizer (Cpd-9), 15g Color-Image Stabilizer (Cpd-10), 15g Color-Image Stabilizer (Cpd-14), 22g Color-Image Stabilizer agent (Cpd-15), 73g color-image stabilizer ...

Embodiment 3

[0442] Each sample was processed and evaluated in the same manner as in Example 2 except that the photosensitive material was exposed by scanning exposure described below. Similar to Example 2, the results showed that each sample prepared using the cyan coupler represented by the general formula (I) according to the present invention was excellent in the chromaticity and light fastness of the resulting dye.

[0443] Scanning exposure was performed using a scanning exposure apparatus described in FIG. 1 of JP-A-8-16238. The light sources used were 688nm light (R light) from a certain semiconductor laser; and 532nm light (G light) and 473nm light (B light), each obtained by a certain semiconductor laser combined with SHG. Adjust the amount of R light with an external adjuster. Scanning exposure is performed by reflection onto a rotating polyhedron, applying laser rays to each sample that moves in a direction perpendicular to the scanning direction. Scan exposure at 400dpi, wit...

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Abstract

Pyrrolotriazole compounds of the formula (I) and silver halide color photographic light-sensitive materials containing the compound as a cyan coupler, are disclosed: wherein R<1 >and R<2 >each independently are an alkyl, cycloalkyl, alkenyl, aryl or heterocyclic group, or R<1 >and R<2 >may bond together to form a 5- or 6-membered nitrogen-containing heterocycle; R<3 >is an alkyl, cycloalkyl or alkenyl group; R<5 >is an alkyl or aryl group; R<4>, R<6>, R<7 >and R<8 >each independently are a hydrogen atom or a substituent, with the proviso that at least one of R<4>, R<6>, R<7 >and R<8 >is a substituent, and that two groups of R<4 >to R<8>, which adjoin each other, do not bond together to form any ring.

Description

field of invention [0001] The present invention relates to a silver halide color photosensitive material containing a novel cyan coupler, a novel pyrrolotriazole compound and a color-forming compound. Background of the invention [0002] It is well known that in silver halide color photographic photosensitive materials, aromatic primary amine developers oxidized by exposed silver halide (which is an oxidizing agent) react with color couplers to form dyes, such as indophenol, indoaniline, indamine, forazine Amines, phenoxazines, and phenazines to form dye images. In this type of photography, subtractive color photography is used to form a dye image with yellow, magenta, and cyan dyes. Heretofore, to form cyan in these dyes, phenolic or naphthol couplers have generally been used. However, these couplers have a serious problem in that the dyes obtained from these couplers have undesired absorption in the green region, which leads to a marked deterioration in color reproducibi...

Claims

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Application Information

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IPC IPC(8): G03C1/10C07D487/04G03C7/305
CPCC07D487/04G03C7/30529
Inventor 中峯猛出口泰章
Owner FUJIFILM CORP