Preparation and Healing Behavior of Self-healing Epoxy Resins Based on Diels-Alder Reaction

doi:10.11901/1005.3093.2019.072

Chinese Journal of Materials Research

2019, Vol. 33

Issue (8): 635-640 DOI: 10.11901/1005.3093.2019.072

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Preparation and Healing Behavior of Self-healing Epoxy Resins Based on Diels-Alder Reaction

Xia HE,Fei WANG,Hanwen ZHAO,Yanping WANG,Libang FENG(

)

School of Materials Science and Engineering, Lanzhou Jiaotong University, Lanzhou 730070, China

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Xia HE, Fei WANG, Hanwen ZHAO, Yanping WANG, Libang FENG. Preparation and Healing Behavior of Self-healing Epoxy Resins Based on Diels-Alder Reaction. Chinese Journal of Materials Research, 2019, 33(8): 635-640.

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Abstract

The di-epoxy group-based N,N-diglycidyl-furfurlamine (DGFA) containing furan ring was synthesized via the reaction between epichlorohydrin and decylamine. Then a thermo-reversible epoxy resin (EP-DA) with self-healing performance is prepared by Diels-Alder (DA) reaction between the synthesized DGFA and bismaleimide. The structure and thermal reversibility of the prepared EP-DA were characterized by Fourier transform infrared spectroscopy (FT-IR). Results show that the as-prepared EP-DA exhibits excellent thermal reversibility, which is confirmed by the appearance observation and absence of the infrared absorption peak of DA bonds before and after heat treated at 130^oC. The as-prepared EP-DA has outstanding self-healing performance, which was approved via the qualitative observation of crack evolution and quantitative measurement of flexural load restoring by simulating crack repair. The width of cracks in EP-DA decreases gradually with the extending heat treatment time, while crack disappears completely when which is treated at 130^oC for 6 min, indicating that the self-healing rate is very high and cracks in EP-DA have been repaired apparently in 6 min. The EP-DA with cracks can be repaired completely upon heat treatment at 130^oC for 30 min and followed by 48 h at 70^oC; Moreover, the EP-DA has outstanding multiple damage/self-repair performance, and cracks within EP-DA can be repaired for more than three times. The repair efficiency of EP-DA after cut in half and then put together can reach 71.7%, 61.6%, and 54.5% after damage/heat treatment for three times in turn. Additionally, the as-prepared epoxy resin exhibits excellent reprocessing performance and which makes the recycling of waste epoxy resin possible.

Key words: organic polymer materials self-healing Diels-Alder reaction epoxy resin thermal reversibility

Received: 21 January 2019

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	Xia HE
	Fei WANG
	Hanwen ZHAO
	Yanping WANG
	Libang FENG

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https://www.cjmr.org/EN/10.11901/1005.3093.2019.072 OR https://www.cjmr.org/EN/Y2019/V33/I8/635

Fig.1 Synthetic process of EP-DA

Fig.2 FT-IR spectra of DGFA, BMI, and EP-DA

Fig.3 Load-flexural displacement curves of EP-DA treated at 70oC for different time

Fig.4 Macroscopic observation of crack healing process of EP-DA at different temperatures

Fig.5 Mechanical properties of EP-DA at 130℃ for different heat treatment time

Fig.6 Changes of chemical structure (a) EP-DA₀, (b) EP-DA after 130^oC treated, and (c) EP-DA₁

Fig.7 Schematic diagram of molecular structure changes of DA and r-DA reaction

Fig.8 Schematic self-healing process of EP-DA

Fig.9 Representative load-flexural displacement curves of EP-DA at different self-healing cycles

Table 1 Average data and healing efficiency of EP-DA from three-point bending test

Fig.10 Reprocessing process of EP-DA

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