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Preparation method of N-substituted pyridone pyridine quaternary ammonium salt monoazo dye

A pyridone-based pyridine, monoazo dye technology, applied in monoazo dyes, azo dyes, organic dyes and other directions, can solve the problems of decreased light fastness, etc., and achieve high light fastness and color strength. High, excellent dyeing performance

Inactive Publication Date: 2016-11-16
SHENYANG INSTITUTE OF CHEMICAL TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The diazo components coupled with pyridone derivatives are mainly aniline series. Among the monoazo dyes containing pyridone structure, the diazo components containing electron-withdrawing groups are mostly light-colored varieties, which have better Light fastness; the diazo component contains electron-donating groups, which is beneficial to the dark color effect, but the light fastness is reduced

Method used

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  • Preparation method of N-substituted pyridone pyridine quaternary ammonium salt monoazo dye
  • Preparation method of N-substituted pyridone pyridine quaternary ammonium salt monoazo dye

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] (Dye structure A: 3-CH 3 ,B:-CH 2 CH 2 CH 2 NMe 2 ,C:H)

[0024] Dissolve 1.88 g of aniline in 15 mL of water, slowly add 5 mL of concentrated hydrochloric acid dropwise to the water, cool down to 0-2 °C, add dropwise a solution composed of 1.45 g of sodium nitrite and 3 mL of water while controlling the temperature at 0-5 °C, and the dropwise addition is completed Finally, the excess sodium nitrite is destroyed with 10% sulfamic acid, and the diazonium salt is ready for use. Take 25.0g of pyridone solution and add it dropwise to the diazonium salt solution at 0-10°C for 20 minutes, stir and react for 1 hour after the dropwise addition is completed, adjust the pH to 3-5 with sodium hydroxide solution, discharge the material and bottle it. A red liquid was obtained, and the dyed paper was orange-yellow.

Embodiment 2

[0026] (Dye structure A: 3-CH 3 ,B:-CH 2 CH 2 CH 2 NMe 2 , C: 4-CH 3 )

[0027] Take p-toluidine as raw material to carry out experiment, other conditions are with embodiment 1. A red liquid was obtained, and the dyed paper was orange-yellow.

Embodiment 3

[0029] (Dye structure A: 3-CH 3 ,B:-CH 2 CH 2 CH 2 NMe 2 , C: 3-CH 3 -2-OCH 3 )

[0030] Synthesis experiments were carried out using crixidin as a raw material, and other conditions were the same as in Example 1. A black liquid was obtained, and the paper was orange-red.

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Abstract

Disclosed is a preparation method of an N-substituted pyridone pyridine quaternary ammonium salt monoazo dye, and the invention relates to a preparation method of a dye. The method comprises the following steps: a) diazotization, in which 0.02 mol of aromatic amine is taken and put into water, about 0.05 mol of concentrated hydrochloric acid is added, the reaction is controlled at a certain temperature, 0.02 mol of sodium nitrite is added, and continuous stirring is conducted for a while after the addition for preparing diazonium salt for later use; and b) coupling, in which 0.02 mol of N-substituted pyridone pyridine quaternary ammonium salt is taken and is added into the diazonium salt prepared in the step a for later use while the reaction temperature is maintained, stirring is conducted for a while after the drop addition is completed, the pH of an alkaline solution is adjusted, and a dye product is packed into a bottle for use. After the coupling is completed, the pH of a dye solution is adjusted to 3-6 for subsequent dying. The prepared pyridone pyridine azo dye can be directly applied for dying without purification and refining.

Description

technical field [0001] The invention relates to a method for preparing dyes, in particular to a method for preparing N-substituted pyridone-based pyridine quaternary ammonium salt monoazo dyes. Background technique [0002] Pyridone derivatives are dye intermediates, mainly used in the preparation of azo dyes. Pyridone azo dyes are important varieties of yellow, orange, and red tones, and have the characteristics of high color development strength, excellent dyeing performance, and high light fastness. Especially for printing and dyeing paper. [0003] In recent years, a large number of patents have been published and are being continuously improved to enrich the color spectrum of dyes and improve the application performance of dyes, such as C.I Disperse Yellow 103, 119, 125, 165, etc. This kind of compound is not only easy to prepare, but also has strong coupling ability, and the substituent on the 3-position can be replaced by -CN, -CONH 2 , -H, pyridine, etc., can synt...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09B29/42
CPCC09B29/363
Inventor 孔祥文王欢黄升黄菊洪张静
Owner SHENYANG INSTITUTE OF CHEMICAL TECHNOLOGY
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