Preparation and degradation method of thermosetting epoxy resin capable of being 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, Low cost and zero energy consumption

Active Publication Date: 2021-10-22
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 thermosetting epoxy resin capable of being degraded by gamma-ray irradiation
  • Preparation and degradation method of thermosetting epoxy resin capable of being degraded by gamma-ray irradiation
  • Preparation and degradation method of thermosetting epoxy resin capable of being 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 preparation and degradation method of thermosetting epoxy resin capable of being degraded by gamma-ray irradiation, and belongs to the technical field of gamma-ray irradiation degradation epoxy resin. The invention aims to solve the technical problems that the existing epoxy resin material is harsh in degradation condition, and the excellent use performance and degradation performance of epoxy resin are difficult to consider at the same time. According to the method, gamma-ray irradiation degradation is adopted; the degradation method is applied to degradation of thermosetting epoxy resin and epoxy resin composite materials. A stable N-N bond or an N-O bond connected with a conjugated structure is introduced into an epoxy resin curing agent structure, and is introduced into an epoxy resin cross-linked structure through a cross-linking curing reaction, so that the N-N bond or the N-O bond in a cross-linked network is preferentially broken under a gamma ray irradiation condition, and the purpose of degrading thermosetting epoxy resin is achieved. According to the gamma-ray irradiation degradation method, zero energy consumption is truly achieved, and harsh degradation conditions such as high temperature, high pressure, strong acid and strong alkali are not needed.

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 Applications(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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