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Furyl diacid monomer, soluble aromatic polyamide, repeatedly processable crosslinked polyamide as well as preparation method and application thereof

A technology of furanyl diacid monomer and aromatic polyamide, which is applied in the field of polyamide, can solve the problems of exacerbated energy crisis, high glass transition temperature and melting temperature, environmental pollution, etc., and achieve the reduction of environmental impact and waste of resources, The effect of enhancing mechanical properties

Active Publication Date: 2018-03-30
DONGHUA UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] However, traditional aromatic polyamides can only be dissolved in limited solvents (concentrated sulfuric acid) due to their regular structure, molecular chain rigidity and strong hydrogen bonds, and have high glass transition temperature and melting temperature. To a large extent, it limits the expansion of its processing and application fields.
[0004] Usually methods to improve the solubility of aromatic polyamides include the introduction of large side groups, the introduction of non-coplanar groups, and the introduction of heterocyclic rings, etc., but these modification methods do not retain the excellent properties of aromatic polyamides; while the traditional reinforcement method is thermosetting crosslinking , this irreversible cross-linking not only causes serious environmental pollution but also exacerbates the energy crisis

Method used

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  • Furyl diacid monomer, soluble aromatic polyamide, repeatedly processable crosslinked polyamide as well as preparation method and application thereof
  • Furyl diacid monomer, soluble aromatic polyamide, repeatedly processable crosslinked polyamide as well as preparation method and application thereof
  • Furyl diacid monomer, soluble aromatic polyamide, repeatedly processable crosslinked polyamide as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0061] In an ice-water bath, add 30 mmol of 5-aminoisophthalic acid to an alcohol solvent (methanol, 300 ml), then add anhydrous sodium acetate with a mass fraction of 37% (2 g), and 5 to 10 drops of glacial acetic acid, and stir evenly ; Equimolar furfural (2.5ml) was added twice, and reacted for 4h; 4 times the equivalent of sodium borohydride was added four times, and the reaction was continued for 4h. Remove the solvent under reduced pressure to obtain a white solid, adjust the pH, precipitate the product, wash with deionized water for 3-5 times, and dry at 80°C to obtain the furanyl diacid monomer. The NMR spectrum is as follows: figure 1 Shown (68% yield).

Embodiment 2

[0063] Inert gas (N at 90°C 2 ) under protection, metal salt diacid (1.4g) was added into polar solvent (NMP, 30ml), then furanyl diacid monomer (2.6123g) was added to obtain diacid solution; equimolar diamine mono The solid (p-phenylenediamine, 1.0814g) was added to the diacid solution and mixed evenly; the catalyst (pyridine 6ml; triphenyl phosphite 5.6ml) was added, the temperature was raised to 110°C for half an hour, and then the temperature was raised to 130°C for 4 hours. A light yellow viscous polymer solution was obtained. The polymer solution was poured into acetone for separation, exchanged in water for 24 hours, then soaked in ethanol for 24 hours, and then dried in an oven at 80°C to obtain furanyl soluble aromatic polyamide, nuclear magnetic spectrum Such as figure 2 Shown (89% yield).

Embodiment 3

[0065] The furan polyamide and cross-linked composite membrane were placed in the polar solvent NMP to test its solvent resistance. It can be seen that the pure polymer is soluble at room temperature, and the cross-linked polyamide film has shown strong solvent resistance; when the temperature is raised to 130 °, the cross-linked polymer also has good solubility ( image 3 A-1), the polyamide solution of dissolving can form gel again through 12h at 60 ° ( image 3 A-2); This gel-sol transformation process can be cycled at least three times. This kind of crosslinking at low temperature endows the material with excellent properties (such as solvent resistance, high strength, etc.), and the decrosslinking at high temperature makes the material have good processing performance and recyclable reuse performance, which saves resources and reduces It reduces environmental pollution and provides the possibility to recycle high-performance polymers. Its repetitive processing such as ...

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Abstract

The invention relates to a furyl diacid monomer, soluble aromatic polyamide, repeatedly processable crosslinked polyamide as well as a preparation method and application thereof. The structural formula of the monomer is as shown in the specification. The diacid monomer disclosed by the invention is simple in preparation method, and the raw materials are rich in source and low in price; the involved furyl polyamide product is excellent in performance and excellent in solubility; according to the involved reversible covalent cross-linking, the cross-linked polyamide has excellent solubility in the processing link, and serves as a product to achieve enhanced performances (such as mechanical property, solvent resistance and the like). More importantly, the reversible cross-linking material canachieve the effects of repeatedly processing and utilizing high-performance polyamide materials and reducing the environmental influence and waste of resources and has significances for recycling thehigh-performance polyamide materials and the like.

Description

technical field [0001] The invention belongs to the field of polyamides, in particular to a furyl diacid monomer, a soluble aromatic polyamide, a reprocessable cross-linked polyamide, a preparation method and an application thereof. Background technique [0002] Modern industries such as aerospace, automobile industry, special equipment protective equipment, sports products, precision electronic equipment, etc. have higher and higher requirements for materials. In this context, fully aromatic polyamides (especially PPTA) have ultra-high strength, high modulus and high temperature resistance, acid and alkali resistance, light weight, insulation, aging resistance, Excellent properties such as long life cycle have attracted widespread attention. [0003] However, traditional aromatic polyamides can only be dissolved in limited solvents (concentrated sulfuric acid) due to their regular structure, molecular chain rigidity and strong hydrogen bonds, and have high glass transition...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/52C08G69/32C08J5/18C08J3/24C08L77/10C08K5/3415
CPCC07D307/52C08G69/32C08J3/24C08J5/18C08J2377/10C08K5/3415
Inventor 胡祖明王彦罗开举诸静于俊荣
Owner DONGHUA UNIV
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