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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 a reasonable and feasible synthetic route. High yield and easy purification

Inactive Publication Date: 2006-04-05
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

[0038] 2-(2',4'-Di-t-pentylphenyl)butanylamino-4-[2-nitro-4-methylene-(1-phenyl-5-thiotetrazolium)-benzene Synthesis of Thiolyl]-1-Naphthol

[0039] 1. Synthesis of timing precursor 2-(2', 4'-di-t-pentylphenyl) butyramide-4-(2-nitro-4-benzyl alcohol-thiol)-1-naphthol:

[0040] The reaction formula is:

[0041]

[0042] Operation method:

[0043] In a 250 ml three-necked flask equipped with a thermometer, a condenser and a stirring device, add 100 ml of ethanol and 14.7 g of 2-(2', 4'-di-t-pentylphenyl) butanylamino-4-mercapto-1- Naphthol was dissolved by stirring, 1 ml of triethylamine was added, 5.6 g of p-chloro-m-nitro-benzyl alcohol was added under stirring, and the reaction was carried out at 50° C. for three hours. Discharge in 1 liter of water, extract with 200 ml of ethyl acetate, wash once with 1N hydrochloric acid, wash twice with 100 ml of water, dry with anhydrous sodium sulfate, recover ethyl acetate by distillation under reduced pressure, and recrystallize ...

Embodiment 2

[0055] According to the synthetic method of embodiment 1, adopt corresponding intermediate, make following compound:

[0056]

Embodiment 3

[0058] According to the synthetic method of embodiment 1, adopt corresponding intermediate, make following compound:

[0059]

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PUM

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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 photographic field, in particular to a cyan coupler for time-release development inhibitor 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. 例如,美国专利USP3,227,554;3,617,291;3,701,783;3,790,384;4,183,752;4,171,223;4,187,110;4,222,935;德国专利DEP2,454,301;2,454,329;2,707,489;2,709,688以及中国专利CN1199873A;CN1349128A阐明了在负性照相材料中,用于 When the DIR coupler that improves image clarity 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 halogenation of the photosensitive material Silver grain size, which produces edge effects and inte...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): G03C7/305
Inventor 杨宗义孙金峰于锦亮
Owner CHINA LUCKY FILM CORP
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