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Photochromic azobenzene polyester, preparation method thereof and photochromic polyester fibers

A technology of azobenzene polyester and photosensitive discoloration, which is applied in the direction of single-component copolyester artificial filaments, etc., can solve the problems of easy decomposition and failure to achieve photochromic effect, and improve high temperature resistance and discoloration sensitivity high effect

Active Publication Date: 2021-03-12
WUHAN TEXTILE UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the decomposition temperature of most photochromic materials is around 200°C, which is easy to decompose during the synthesis process and cannot achieve the desired photochromic effect.

Method used

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  • Photochromic azobenzene polyester, preparation method thereof and photochromic polyester fibers
  • Photochromic azobenzene polyester, preparation method thereof and photochromic polyester fibers
  • Photochromic azobenzene polyester, preparation method thereof and photochromic polyester fibers

Examples

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preparation example Construction

[0054] A preparation method of the above-mentioned photosensitive color-changing azobenzene polyester, comprising the following steps:

[0055] S1. Put the suspension of dimethyl 5-aminoisophthalate in dilute hydrochloric acid solution, cool the solution in a water-ice bath at 0-5°C, add aqueous nitrite solution to it under stirring conditions, and stir Obtain diazonium salt suspension;

[0056] Then add it into a solution composed of sodium hydroxide and phenol or 1-naphthol, stir and react at 5°C for 20-40 minutes; then add it into an acidic aqueous solution to obtain a reddish-orange azo compound precipitate;

[0057] Then filter the precipitate, wash it with aqueous sodium bicarbonate solution, then vacuum-dry it, and recrystallize it in boiling n-octane to obtain reddish-orange dimethyl azobenzene dicarboxylate or its derivatives;

[0058] S2. Using the alkane group-containing dimethyl azobenzene dicarboxylate or its derivatives obtained in step S1, dimethyl terephthalat...

Embodiment 1

[0075] A photosensitive color-changing azobenzene polyester, its structural formula is as follows:

[0076]

[0077] Wherein, m is about 110, and n is about 15;

[0078] 1. Preparation of azo compound

[0079] S1. The suspension of dimethyl 5-aminoisophthalate (10.45g) was placed in hydrochloric acid solution (300mL, 0.50M), and the solution was cooled in a water-ice bath at 0-5°C. Under stirring condition, sodium nitrite (3.80 g) was dissolved in water (solution A) and added slowly. After the addition of the nitrite solution, continue to stir at low temperature for 20 minutes to finally obtain the diazonium salt suspension.

[0080] Then, sodium hydroxide (12.0g) and phenol (5.17g) were formulated into a solution (solution B), solution A was added dropwise to solution B, stirred at 5°C, and the system continued to react for 20 minutes; then the final solution was slowly It was added to acidic aqueous solution (HCl) to obtain a reddish-orange azo compound precipitate.

...

Embodiment 2-6

[0092] The photosensitive color-changing azophenyl polyester provided by Examples 2-6 and Comparative Examples 1-2, compared with Example 1, is different in that in step S3, the substance of dimethyl terephthalate and diol The ratio of the quantity n 1 :n 2 Compared with the amount of azo compound, the mass percentage w of dimethyl terephthalate is shown in Table 1, and the others are roughly the same as those in Example 1, and will not be repeated here.

[0093] Preparation conditions and performance test results of table 1 embodiment 2-6 and comparative example 1-2

[0094]

[0095] As can be seen from Table 1, when the addition amount of dimethyl azobenzene diformate was constant in the polymerization system, the ratio of the amount of dimethyl terephthalate and diol was larger, and the molecular weight of the obtained polymer was higher. Smaller, the worse the heat resistance of azobenzene polyester, the lower the onset temperature of mass loss, and the lower the tens...

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Abstract

The invention aims to provide photochromic azobenzene polyester, a preparation method thereof and photochromic polyester fibers. The photochromic azobenzene polyester comprises one or more of a polyester chain segment and an azobenzene chain segment or an azobenzene derivative chain segment, one benzene ring structure in the azobenzene chain segment or the azobenzene derivative chain segment is ona main chain of the photochromic azobenzene polyester, and the other benzene ring structure or the benzene ring derivative structure is on a side chain. Ester exchange is carried out on azobenzene orderivatives thereof, dimethyl terephthalate and dihydric alcohol to obtain the photochromic azobenzene polyester. The azobenzene structure is embedded into a polyester molecular chain, so that the polyester has a photochromic function and also has good melt spinning performance, the polyester fiber obtained by melt spinning the azobenzene structure has good mechanical properties and the photochromic function, and the photosensitive durability is remarkably improved.

Description

technical field [0001] The invention relates to the technical field of functional polymer materials, in particular to a photosensitive color-changing azobenzene polyester, a preparation method thereof, and a photosensitive color-changing polyester fiber. Background technique [0002] Polyester is a kind of functional polymer material with unique structure and performance, especially polyester with optical and electrical properties has attracted the attention of scientists. Aromatic polyesters have many excellent physical, chemical and mechanical processing properties, such as high strength, high modulus, good thermal stability and thermotropic liquid crystal properties, making them widely used in electronics, medical and mechanical fields. With the development of science and technology and the improvement of people's living standards and aesthetics, functional and intelligent products have attracted more and more attention. Photochromic polyester fiber refers to the color o...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G63/685C08G63/78D01F6/84
CPCC08G63/6856C08G63/78D01F6/84
Inventor 王栋王雯雯周鹏程严忠田时友张吉聪卢静赵青华
Owner WUHAN TEXTILE UNIV
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