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Preparation and degradation method of a thermosetting epoxy resin that can be degraded by gamma ray irradiation

An epoxy resin and γ-ray technology, applied in the preparation of sulfide, organic chemistry, plastic recycling, etc., can solve the problems of difficulty in taking into account excellent performance and degradation performance, and harsh conditions for degradation methods, and achieve super penetrating, The effect of low cost and high degradation efficiency

Active Publication Date: 2022-05-03
HARBIN INST OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The purpose of the present invention is to solve the problem that the existing epoxy resin degradation method has harsh conditions, and at the same time it is difficult to take into account the excellent performance and degradation performance, and to provide a kind of thermosetting epoxy resin and its composite material that can be degraded by gamma ray radiation. Degradation method

Method used

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  • Preparation and degradation method of a thermosetting epoxy resin that can be degraded by gamma ray irradiation
  • Preparation and degradation method of a thermosetting epoxy resin that can be degraded by gamma ray irradiation
  • Preparation and degradation method of a thermosetting epoxy resin that can be degraded by gamma ray irradiation

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Embodiment 1: the preparation of curing agent 1

[0027]

[0028] Curing agent Ι

[0029] In 500mLTHF, add 12.51g of p-aminothiophenol, 13.21g of 4-vinylbenzaldehyde and 1mol% of 2,2-dimethoxy-2-phenylacetophenone (DMPA), after the dissolution is complete, the The mixed solution was irradiated under a 365 nm ultraviolet lamp, stirred at room temperature for 60 min, and then the solvent was removed in vacuo to obtain a crude product. 32.13g of the crude product and 19.14g of isophthalic acid dihydrazide were dissolved in methanol, and after reacting at 50°C for 5h, a white precipitate precipitated out. The precipitate was washed three times successively with water, methanol and water, and dried in vacuum to obtain pure curing agent 1 with a yield of 70%.

[0030] 1 H-NMR(d-DMSO):11.58(s,2H),8.50(s,1H),7.75(m,4H),7.31(m,6H),6.67(d,2H),5.50(s,4H) ,3.12(m,4H),2.95(m,4H)

Embodiment 2

[0031] Embodiment 2: the preparation of curing agent II

[0032]

[0033] Curing agent Ⅱ

[0034] In 500mLTHF, add 12.51g of p-aminothiophenol, 13.21g of 4-vinylbenzaldehyde and 1mol% of 2,2-dimethoxy-2-phenylacetophenone (DMPA), after the dissolution is complete, the The mixed solution was irradiated under a 365 nm ultraviolet lamp, stirred at room temperature for 60 min, and then the solvent was removed in vacuo to obtain a crude product. Take 32.13g of the crude product and 17.42g of adipic acid dihydrazide and dissolve them in water. After reacting at 50°C for 5h, a white precipitate precipitates out. The precipitate was washed three times successively with water, methanol and water, and the pure curing agent II was obtained after vacuum drying with a yield of 72%.

[0035] 1 H-NMR(d-DMSO):11.07(s,2H),8.47(s,2H),7.82(d,4H),7.35(m,8H),6.67(m,4H),5.49(s,4H) ,3.12(m,4H),2.95(m,4H),2.34(m,4H),1.53(m,4H)

Embodiment 3

[0036] Embodiment 3: the preparation of curing agent III

[0037]

[0038] Curing agent Ⅲ

[0039] In 500mLTHF, add 12.51g of p-aminothiophenol, 13.21g of 4-vinylbenzaldehyde and 1mol% of 2,2-dimethoxy-2-phenylacetophenone (DMPA), after the dissolution is complete, the The mixed solution was irradiated under a 365 nm ultraviolet lamp, stirred at room temperature for 60 min, and then the solvent was removed in vacuo to obtain a crude product. Take 32.13g of the crude product and 18.46g of O,O'-1,3-propanediylbishydroxylamine dihydrochloride and dissolve them in water. After reacting at 50°C for 5h, a white precipitate precipitates out. The precipitate was washed three times successively with water, ethanol and water, and dried in vacuum to obtain pure curing agent III with a yield of 72%.

[0040] 1 H-NMR(d-DMSO):8.44(s,2H),7.82(d,4H),7.38(m,4H),6.67(m,4H),5.20(s,4H),3.51(m,4H) ,3.12(m,4H),2.95(m,4H),1.79(m,4H)

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Abstract

The invention discloses a method for preparing and degrading a thermosetting epoxy resin degradable by gamma ray irradiation, and belongs to the technical field of gamma ray irradiation degradable epoxy resin. The invention aims to solve the technical problem that the degradation conditions of the existing epoxy resin materials are harsh, and at the same time, it is difficult to balance the excellent performance and degradation performance of the epoxy resin. The method of the invention is gamma ray irradiation degradation; the degradation method is applied to degrade thermosetting epoxy resin and epoxy resin composite material. The present invention introduces N—N bonds or N—O bonds connected by a stable conjugated structure into the epoxy resin curing agent structure, and introduces them into the epoxy resin crosslinking structure through a crosslinking curing reaction, so that the crosslinking network The N—N bond or N—O bond in the γ-ray irradiation condition is preferentially broken to achieve the purpose of degrading the thermosetting epoxy resin. The γ-ray irradiation degradation method used in the present invention truly realizes zero energy consumption, and does not need harsh degradation conditions such as high temperature, high pressure, strong acid, and strong alkali.

Description

technical field [0001] The invention belongs to the technical field of γ-ray irradiation degradable epoxy resin, and in particular relates to a preparation and degradation method of a thermosetting epoxy resin degradable by γ-ray irradiation. Background technique [0002] Advanced thermosetting resin-based composite materials have excellent properties such as light weight, high strength, high rigidity, high temperature resistance, and corrosion resistance, so they are widely used in high-end sports, entertainment, automotive, and aerospace industries, and are still rapidly expanding into new application fields . As one of the three largest thermosetting materials in the world, epoxy resin occupies almost 70% of the global thermosetting polymer market, and its importance is irreplaceable. According to statistics, the value of the global epoxy resin market in 2016 has exceeded 8 billion US dollars, and China has become the world's largest production country, production countr...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G59/50C07C319/20C07C323/36C08J5/24C08J11/10C08L63/02C08K7/06
CPCC08G59/504C07C319/20C07C319/18C08J5/24C08J11/10C08J2363/02C08K7/06C07C323/36Y02W30/62
Inventor 胡桢许宁觌黄玉东刘丽
Owner HARBIN INST OF TECH
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