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Timing release developing inhibitor cyan colour coupler and preparation thereof

A timed release and inhibitor technology, which is applied in photography, photography technology, multi-color photography technology, etc., can solve the problems of unsuitability for industrialized large-scale production, low product yield, and difficulty in purification, and achieve reasonable and feasible synthetic routes. High yield and easy purification

Inactive Publication Date: 2004-12-08
CHINA LUCKY FILM CORP +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Although researchers from various countries have published many patents, many time-released development inhibitor cyan couplers have shortcomings such as complicated process routes and unsuitable for industrialized production in the synthesis process.
In the published time-release development inhibitor cyan couplers of this type, the connection between the coupler parent and the timing group is generally connected through an oxygen atom. Disadvantages such as high content, difficult purification, high production cost, etc.

Method used

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  • Timing release developing inhibitor cyan colour coupler and preparation thereof
  • Timing release developing inhibitor cyan colour coupler and preparation thereof
  • Timing release developing inhibitor cyan colour coupler and preparation thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] 2-(2', 4'-Di-tertpentylphenyl)butyramido-4-[2-nitro-4-methylene-(1-phenyl-5-thiotetrazolium)-benzene Synthesis of thiophenol]-1-naphthol

[0042] 1. The synthesis of timing matrix 2-(2', 4'-di-tert-amylphenyl)butyramido-4-(2-nitro-4-benzyl alcohol-thiophenol)-1-naphthol:

[0043] The reaction formula is:

[0044]

[0045] Operation method:

[0046] In a 250 ml three-necked flask equipped with a thermometer, condenser and stirring device, add 100 ml of ethanol and 14.7 g of 2-(2', 4'-di-tertpentylphenyl) butyramido-4-mercapto-1- Naphthol, stir to dissolve, add 1 ml of triethylamine, add 5.6 g of p-chloro-m-nitro-benzyl alcohol under stirring, and react at 50°C for three hours. The material is discharged in 1 liter of water, extracted with 200 ml of ethyl acetate, washed once with 1N hydrochloric acid, and then washed with 100 ml of water twice, dried with anhydrous sodium sulfate, distilled under reduced pressure to recover ethyl acetate, and recrystallized with n-hexane t...

Embodiment 2

[0058] According to the synthesis method of Example 1, using the corresponding intermediates, the following compounds were prepared:

[0059]

Embodiment 3

[0061] According to the synthesis method of Example 1, using the corresponding intermediates, the following compounds were prepared:

[0062]

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Abstract

In the present invention, TIME group is formed by residue of the following molecular structures, compound II is used to act with developer oxide to release TIME-PUG group when compound is used in developing process, TIME-PUG grou is cracked on TIME-PUG group under certain condition to realease PUG group for improving photographic performance of the film.

Description

Technical field [0001] The invention relates to a functional cyan coupler in the field of photography, in particular to a time-release development inhibitor cyan coupler used in negative silver halide photographic emulsions. technical background [0002] When the functional coupler interacts with the developer oxide, it can release the development inhibitor and improve the photosensitive performance of the silver halide photosensitive material. For example, US patents USP 3,227,554; 3,617,291; 3,701,783; 3,790,384; 4,183,752; 4,171,223; 4,187,110; 4,222,935; German patent DEP 2,454,301; 2,454,329; 2,707,489; 2,709,688 and Chinese patent CN1 199873A; When the DIR coupler for improving image definition and color reduction reacts with the developer oxide, the developer oxide forms a dye or colorless substance with the coupler matrix at the coupling position, and the released development inhibitor can improve the photosensitive material's performance. The graininess of silver halide ...

Claims

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Application Information

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IPC IPC(8): G03C7/305
Inventor 杨宗义孙金峰于锦亮
Owner CHINA LUCKY FILM CORP
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