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Allyloxy-containing aromatic polyamide resin and its preparation method and application

A diallyloxy diacid halide monomer and a polycondensation reaction technology are used in the field of allyloxy-containing aromatic polyamide resins and their preparation, and can solve the problems of poor dyeing ability, difficult interaction and weak surface adhesion. and other problems, to achieve the best effect of thermal stability ratio

Active Publication Date: 2017-02-15
PEKING UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] However, aromatic polyamide fibers are composed of regular benzene rings and amide bonds. The molecular chains are rigid and tightly arranged. They have a high glass transition temperature and high crystallinity, resulting in the lack of effective reactive functional groups on the surface of the fibers. Not only is the dyeing ability poor, Moreover, the surface adhesion is weak, it is not easy to interact with other materials (such as nylon, epoxy resin and rubber, etc.) in the process of preparing composite materials, and it is difficult to perfectly combine the performance of aramid fiber with the performance of other materials, which limits The scope of application of the fiber

Method used

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  • Allyloxy-containing aromatic polyamide resin and its preparation method and application
  • Allyloxy-containing aromatic polyamide resin and its preparation method and application
  • Allyloxy-containing aromatic polyamide resin and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] In this embodiment, the novel polyarylamide resin material of allyloxy group has the following repeating structural units:

[0050]

[0051]The specific preparation method is as follows: in a three-necked flask equipped with a stirring paddle, a drying tube and an N2 inlet, 50 ml of solvent N-methylpyrrolidone, co-solvent anhydrous CaCl 2 4.15g, diamino monomer 1,4-phenylenediamine 14.50mmol (1.5680g), stirring to dissolve it completely, the mixture was cooled at -10°C for 15min, and under the condition of -10°C and rapid stirring, firstly add 2 , 0.73mmol (0.2292g) of 5-diallyloxy 1,4-terephthaloyl chloride, 13.77mmol (2.7954g) of 1,4-phthaloyl chloride and 26.0mmol (2.1ml) of pyridine were added after 10 minutes, And speed up the stirring, it is advisable not to splash. Keep the temperature of the system at -10°C and stir for 0.5h of polycondensation reaction, then continue to stir at 30°C for 6h of polycondensation reaction, pour the mixture into a large amount o...

Embodiment 2

[0055] In this embodiment, the novel polyarylamide resin material of allyloxy group has the following repeating structural units:

[0056]

[0057] The specific preparation method is as follows: when equipped with stirring paddle, drying tube and N 2 Add 50ml of solvent N-methylpyrrolidone, cosolvent anhydrous CaCl 2 4.128g, diamino monomer 1,4-phenylenediamine 14.67mmol (1.5864g), stirring to dissolve it completely, the mixture was cooled at -10°C for 15min, at -10°C and under the condition of rapid stirring, firstly add 2 , 3.67mmol (1.1557g) of 5-diallyloxy 1,4-terephthaloyl chloride, 11.00mmol (2.2344g) of 1,4-phthaloyl chloride and 26.0mmol (2.1ml) of pyridine were added after 10 minutes, And speed up the stirring, it is advisable not to splash. Keep the temperature of the system at -10°C and stir for 0.5h of polycondensation reaction, then continue to stir at 25°C for 6h of polycondensation reaction, pour the mixture into a large amount of water for precipitation, w...

Embodiment 3

[0060] In this embodiment, the novel polyarylamide resin material of allyloxy group has the following repeating structural units:

[0061]

[0062] The specific preparation method is as follows: when equipped with stirring paddle, drying tube and N 2 Add 50ml of solvent N-methylpyrrolidone, cosolvent anhydrous CaCl 2 4.08g, diamino monomer 1,4-phenylenediamine 14.41mmol (1.5580g), stirring to dissolve it completely, the mixture was cooled at -10°C for 15min, at -10°C and under the condition of rapid stirring, first add 2 , 5-diallyloxy 1,4-terephthaloyl chloride 7.23mmol (2.2800g), after 10min, add 1,4-phthaloyl chloride 7.18mmol (1.4579g) and pyridine 25.2mmol (2.05ml), And speed up the stirring, it is advisable not to splash. The temperature of the system was kept at -5°C and the polycondensation reaction was carried out with stirring for 0.5h, then continued to be stirred at 25°C for the polycondensation reaction for 6h, the mixture was poured into a large amount of wa...

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Abstract

The invention discloses aromatic polyamide resin containing an allyloxy group, a preparation method and an application thereof, wherein a repeated structure unit of the resin is represented as the formula I. In the invention, a diallyloxyl diacid halide monomer is selected as a basic monomer and co-polycondensation is carried out with the diallyloxyl diacid halide, a binary aromatic primary amine and a binary aromatic acid halide according to a proportion to obtain a series of novel aromatic polyamide resins being different in the content of the allyloxy groups. The polymer is good in thermal-stability and meanwhile can be crosslinked with other materials through the allyloxy group, and further can be used for developing an aromatic polyamide reinforced composite material being excellent in material interface composite performance.

Description

technical field [0001] The invention relates to an allyloxy-containing aromatic polyamide resin and its preparation method and application. Background technique [0002] Aramid fiber is a kind of high-performance fiber, represented by polyparaphenylene terephthalamide (PPTA) fiber, which has many excellent properties, such as high strength, high modulus, high temperature resistance and solvent resistance, etc. , Widely used in aerospace, military, train cars, communication cables and reinforced composite materials, etc. [0003] However, aromatic polyamide fibers are composed of regular benzene rings and amide bonds, the molecular chains are rigid and closely arranged, the glass transition temperature is high, and there is high crystallinity, which leads to the lack of effective reactive functional groups on the fiber surface, not only poor dyeing ability, Moreover, the surface adhesion is weak, it is not easy to interact with other materials (such as nylon, epoxy resin and...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G69/32C08G69/28C08L77/10
Inventor 宛新华杜庶铭张洁
Owner PEKING UNIV