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Updated: Sep 25, 2025

The Preparation and Properties of Thermo-reversibly Cross-linked Rubber Via Diels-Alder Chemistry
Published on: August 25, 2016
A thermoreversible crosslinking hot-melt adhesive: reversibility and performance
Wang Xiangjun1,2, Xinzhong Li1,2, Qi Lin1,2
1Fujian Engineering and Research Center of New Chinese Lacquer Materials, Ocean College, Minjiang University Fuzhou Fujian 350108 P. R. China jrxia@mju.edu.cn 366157115@qq.com.
Abstract:
The need to improve the environmental friendliness and achieve the recycling of resins is an ongoing process for hot-melt adhesive technology. In this work, a new type of thermoreversible crosslinking hot-melt adhesive-based Diels Alder (DA) reaction was prepared. The critical idea was to efficiently initiate the esterification to yield furoic acid (FA)-grafted poly(vinyl alcohol) (PVA-g-FA), and then PVA-g-FA was mixed with N,N'-(4,4'-methylenediphenyl)dimaleimide (MDI) to finally obtain the thermoreversible crosslinking adhesive (PVA-g-FA/MDI). The experimental results indicated that the reversibility of the DA reaction between the furan rings and the maleimide groups allowed PVA-g-FA/MDI to be dynamically crosslinked. It was able to crosslink at a temperature of 80 °C and decrosslink at 120 °C. Moreover, the performances of hot-melt adhesive were investigated. The PVA-g-FA/MDI had a better peeling strength (43.33 N mm-1), bond strength (11.84 MPa), and thermal conductivity (0.263 W m-1 K-1) than PVA resins. The light-transmittance and haze value were 52.8% and 12.24‰, respectively. The PVA-g-FA/MDI resin could be reused more than two times.
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