Active dye containing ultraviolet absorbing groups

An external absorption and amino group-containing technology, which is applied in the field of reactive dyes with UV absorbing groups and its preparation, can solve the problems of increased processing costs, decreased use efficiency of UV absorbers, and easy to be washed off, etc.

Inactive Publication Date: 2008-05-14
DALIAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] This treatment method has the following disadvantages: First, the UV absorber is easier to be washed and removed from the fabric.
For example, when applied to cellulose fibers, active groups must be introduced into the UV absorber to have affinity with the fiber, but due to the influence of the structure of the UV absorber, this affinity is far less firm than the force between the dye and the fiber, making it easy to Secondly, because the amount of fiber is too large, the amount of UV absorber required is also greatly increased. In addition, its dyeing rate is lower than that of dyes in the dyeing and finishing process, and the loss is larger than that of dyes. These all lead to the loss of UV absorbers. The use efficiency is reduced, and the processing cost is increased; thirdly, it is likely to cause discoloration of the fabric while using UV absorbers, which increases the difficulty of the dyeing and finishing process

Method used

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  • Active dye containing ultraviolet absorbing groups
  • Active dye containing ultraviolet absorbing groups
  • Active dye containing ultraviolet absorbing groups

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0123] Preparation of 2,4-dihydroxy-3'-aminobenzophenone:

[0124] Add 8.35g (0.05mol) of m-nitrobenzoic acid and 20ml of chlorobenzene into a 100ml three-necked flask, start stirring, dropwise add 6.248g (0.0525mol) of thionyl chloride, then add 0.5ml of DMF, heat up to 90°C for reflux reaction 2h. The resulting m-nitrobenzoyl chloride reaction solution was poured into a constant pressure dropping funnel for subsequent use.

[0125] Add 6.675g (0.05mol) of anhydrous AlCl to a 100ml three-necked flask 3 , 5.5g (0.05mol) of resorcinol, 40ml of chlorobenzene, warming up to 80°C, adding 0.5ml of pyridine, and adding the m-nitrobenzoyl chloride prepared above dropwise. After the dropwise addition, the temperature was raised to 110° C. for 5 h. After the reaction, add 30ml of water and 5ml of concentrated hydrochloric acid, stir at 100°C for 1h until there is no solid attached to the flask wall, and filter. Put the filter cake into a beaker filled with 100ml of water, add NaOH ...

Embodiment 2

[0129] Synthesis of 2-hydroxy-4-methoxy-3'-aminobenzophenone:

[0130] Add 8.35g (0.05mol) of m-nitrobenzoic acid and 20ml of 1,2-dichloroethane into a 100ml three-necked flask, start stirring, add 6.248g (0.0525mol) of thionyl chloride dropwise, and then add 0.5ml of DMF, The temperature was raised to 83.5°C and the reaction was refluxed for 2h. Pour the obtained m-nitrobenzoyl chloride reaction solution into a constant pressure dropping funnel for use.

[0131] Add 6.675g (0.05mol) anhydrous AlCl3, 7.59g (0.055mol) m-xylylene dimethyl ether, 60ml 1,2-dichloroethane into a 100ml three-necked flask, cool to 0-5°C in an ice bath, and add dropwise to prepare A good m-nitrobenzoyl chloride solution was heated to 70°C for 5 hours after the dropwise addition. After cooling, the reaction solution was slowly poured into a beaker filled with 200 g of crushed ice and 10 ml of concentrated hydrochloric acid, and stirred while pouring. Stir for 1 h until the solution is separated. Th...

Embodiment 3

[0135] Synthesis of 2-hydroxy-4-ethoxy-3'-aminobenzophenone:

[0136] In a three-necked flask, add 12.95g (0.05mol) 2,4-dihydroxy-3'-nitrobenzophenone, 60ml acetone, 5.723g (0.0525mol) CH 3 CH 2 Br, 4.74g (0.06mol)K 2 CO 3 , 0.3g KI. Reflux at 56.5°C for 48h. After filtration, the filtrate was rotary evaporated and dried to obtain 13.6 g of khaki solid 2-hydroxy-4-ethoxy-3'-nitrobenzophenone.

[0137] In the autoclave, add above-mentioned 5.75g (0.02mol) of 2-hydroxy-4-ethoxy-3'-nitrobenzophenone, 0.26g Pd / c (5%) catalyst, 100ml ethanol. Replace the air in the kettle with nitrogen for 3 times, then replace the nitrogen with hydrogen for 3 times, react at room temperature of 0.5KPa for 4h, and filter. The filtrate was rotary evaporated to obtain 5.25 g of khaki solid 2-hydroxy-4-ethoxy-3'-aminobenzophenone.

[0138]

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PUM

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Abstract

The invention provides a dye compound containing an ultraviolet absorbing group, and also provides a preparation method and application of the dye compound. The dye compound of the present invention can be firmly combined with cellulose fibers and has excellent ultraviolet absorption performance.

Description

technical field [0001] The invention relates to a class of reactive dyes containing ultraviolet absorbing groups, in particular to a class of reactive dyes with ultraviolet absorbing groups suitable for nitrogen-containing or hydroxyl-containing fiber printing and dyeing and a preparation method thereof. Background technique [0002] With the aggravation of environmental pollution, the ultraviolet rays reaching the ground are becoming more and more intense, which brings great harm to people's health. According to the statistics of the United States, the number of patients suffering from skin cancer in the United States has increased tenfold in the past ten years, which has aroused people's attention to UV protection products. In people's daily ultraviolet protection, clothing is undoubtedly the first hurdle to block ultraviolet rays. Therefore, the anti-ultraviolet protection treatment of clothing has become an important means of clothing functionality. Cellulose fibers and...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09B62/44C09B62/447C09B67/24D06P1/38
Inventor 阮伟祥宫国梁欧其陈志鑫
Owner DALIAN UNIV OF TECH
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