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Photochromic azobenzene polyamide, preparation method thereof and photochromic nylon fiber

An azobenzene polyamide, photochromic technology, applied in the direction of color-changing fluorescent materials, single-component polyamide rayon, single-component copolyamide rayon, etc., can solve the problem of poor spinning processing performance and unsuitable spinning. Silk raw materials, poor processing performance and other problems, to achieve the effects of high yield, simple and reasonable preparation method, and improved high temperature resistance

Active Publication Date: 2021-06-15
WUHAN TEXTILE UNIV
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  • Abstract
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  • Claims
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Problems solved by technology

Patent CN201811380342.5 discloses a photochromic polyacrylamide supramolecular hydrogel and its preparation method, using acrylamide and azobenzenespiropyran functionalized acrylamide as reactive monomers to obtain a photochromic polymer by polymerization , in this scheme, azobenzene is in the side chain of the polymer, and the thermal stability is poor
Patent CN201910636018.3 discloses an N-linked main chain azobenzene polymer and its film preparation method. Dinitroaniline is used as a reactive monomer and polymerized under the action of a reducing agent to obtain a polymer with azobenzene as the main chain The main chain of the polymer only contains azobenzene structure, the processing performance is poor, and the function is relatively single
Patent CN201910600051.0 discloses a photochromic hyperbranched azo polyamide and its preparation method, using 4,4′-diaminoazobenzene and trimesic acid as raw materials, low-temperature solution polycondensation to obtain photochromic Functional hyperbranched azopolyamide, but the spinning performance of hyperbranched polymers is poor, so it is not suitable as spinning raw materials

Method used

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  • Photochromic azobenzene polyamide, preparation method thereof and photochromic nylon fiber
  • Photochromic azobenzene polyamide, preparation method thereof and photochromic nylon fiber
  • Photochromic azobenzene polyamide, preparation method thereof and photochromic nylon fiber

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preparation example Construction

[0042] A preparation method of the above-mentioned photosensitive color-changing azobenzene polyamide, comprising the following steps:

[0043] S1. Preparation of carboxyl-containing azobenzene: 3-amino-5-nitrobenzoic acid suspension is placed in hydrochloric acid solution, the solution is cooled in a water-ice bath at 0-5°C, and the Add aqueous nitrite solution, stir to obtain diazonium salt suspension;

[0044] Wherein, the nitrite is preferably sodium nitrite.

[0045] Then add a solution composed of sodium acetate and phenol, and stir and react at 5°C for 20-40 minutes; then add it to an acidic aqueous solution to obtain a reddish-orange azo compound precipitate;

[0046] Then filter and get the precipitate, use aqueous sodium bicarbonate to wash it, then dry, and recrystallize in boiling n-octane to obtain reddish-orange carboxyl-containing azobenzene;

[0047] S2. Preparation of carboxyl azobenzene containing alkane group: the carboxyl azobenzene obtained in step S1, K...

Embodiment 1

[0062] A photosensitive color-changing azobenzene polyamide, its structural formula is as follows:

[0063]

[0064] Wherein, m is about 330, and n is about 15.

[0065] Prepared by the following steps:

[0066] (1) Synthesis of azobenzene compounds:

[0067] S1. The suspension of 5-amino-3-nitro-1-benzoic acid (9.10 g) was placed in hydrochloric acid solution (300 mL, 0.5 M), 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 adding the nitrite solution, continue to stir at low temperature for 20 minutes to finally obtain the diazonium salt suspension;

[0068] Then, sodium acetate (40.8g) 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 When added to acidic aqueous solution (HCl), a reddish-ora...

Embodiment 2-4 and comparative example 1-2

[0078] The photosensitive color-changing azobenzene polyamides provided by Examples 2-4 and Comparative Examples 1-2, compared with Example 1, are different in that, in step S4, caprolactam and carboxy azobenzene containing alkane groups and amino groups The mass percentage of m 1 :m 2 As shown in Table 1, others are substantially the same as in Embodiment 1, and are not repeated here.

[0079] Preparation conditions and performance test results of table 1 embodiment 1-4 and comparative example 1-2

[0080]

[0081] It can be seen from Table 1 that with the increase of the amount of azobenzene derivatives, the temperature at which the obtained fiber loses 10% of its weight gradually increases. However, because the introduction of azobenzene derivatives reduces the structural regularity of polyamide 6 molecular chains, the tensile strength of the fibers gradually decreases with the increase of its dosage, but the fibers still have the function of UV photochromic change. W...

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Abstract

The invention provides photochromic azobenzene polyamide, a preparation method thereof and a photochromic nylon fiber. The photochromic azobenzene polyamide comprises a polyamide chain segment and an azobenzene derivative chain segment, and a benzene ring structure in the azobenzene derivative chain segment is on a main chain of the photochromic azobenzene polyamide. A carboxyl azobenzene derivative containing alkane and amino is firstly prepared, the amino and carboxyl are on the same benzene ring, the carboxyl azobenzene derivative is used as a polymeric monomer to be subjected to melt polymerization with lactam or alkane polyamine and alkane polybasic acid, and azobenzene polyamide is obtained. According to the invention, an azobenzene structure is embedded into a nylon molecular chain, so that polyamide has a photochromic function and also has high melt spinning performance, and nylon fibers obtained by melt spinning of polyamide have good mechanical properties and photochromic function.

Description

technical field [0001] The invention relates to the technical field of functional polymer materials, in particular to a photosensitive color-changing azobenzene polyamide, a preparation method thereof, and a photosensitive color-changing nylon fiber. Background technique [0002] As one of the five major engineering plastics, polyamide (nylon) has the characteristics of high tensile strength, large elastic modulus, excellent wear resistance and self-lubrication, and is widely used in automobile manufacturing, electronic and electrical industries, mechanical equipment and packaging industries. be widely used. With the development of science and technology and the improvement of people's living standards, people have put forward higher requirements for the color of clothing. Not only do they need suitable colors, but they also hope that the colors of patterns can also change with the light. Photochromic fibers are a new class of functional fibers that undergo reversible chang...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G69/12D01F6/60D01F6/80C09K9/02
CPCC08G69/12D01F6/605D01F6/80C09K9/02
Inventor 王栋王雯雯易礼婷卢静周鹏程严忠
Owner WUHAN TEXTILE UNIV
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