Reprocessable, Reworkable, and Mechanochromic Polyhexahydrotriazine Thermoset with Multiple Stimulus Responsiveness

Developing recyclable, reworkable, and intelligent thermosetting polymers, as a long-standing challenge, is highly desirable for modern manufacturing industries. Herein, we report a polyhexahydrotriazine thermoset (PHT) prepared by a one-pot polycondensation between 4-aminophenyl disulfide and paraf...

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Main Authors: Li Chen, Siyao Zhu, Innocent Toendepi, Qiuran Jiang, Yi Wei, Yiping Qiu, Wanshuang Liu
Format: Article
Language:English
Published: MDPI AG 2020-10-01
Series:Polymers
Subjects:
Online Access:https://www.mdpi.com/2073-4360/12/10/2375
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spelling doaj-5dd15f7b14044df8bf0526dec556e6592020-11-25T03:59:51ZengMDPI AGPolymers2073-43602020-10-01122375237510.3390/polym12102375Reprocessable, Reworkable, and Mechanochromic Polyhexahydrotriazine Thermoset with Multiple Stimulus ResponsivenessLi Chen0Siyao Zhu1Innocent Toendepi2Qiuran Jiang3Yi Wei4Yiping Qiu5Wanshuang Liu6Shanghai Collaborative Innovation Center for High Performance Fiber Composites, Center for Civil Aviation Composites, Donghua University, 2999 North Renmin Road, Shanghai 201620, ChinaShanghai Collaborative Innovation Center for High Performance Fiber Composites, Center for Civil Aviation Composites, Donghua University, 2999 North Renmin Road, Shanghai 201620, ChinaShanghai Collaborative Innovation Center for High Performance Fiber Composites, Center for Civil Aviation Composites, Donghua University, 2999 North Renmin Road, Shanghai 201620, ChinaKey Laboratory of Textile Science &Technology, Ministry of Education, College of Textiles, Donghua University, 2999 North Renmin Road, Shanghai 201620, ChinaShanghai Collaborative Innovation Center for High Performance Fiber Composites, Center for Civil Aviation Composites, Donghua University, 2999 North Renmin Road, Shanghai 201620, ChinaKey Laboratory of Textile Science &Technology, Ministry of Education, College of Textiles, Donghua University, 2999 North Renmin Road, Shanghai 201620, ChinaShanghai Collaborative Innovation Center for High Performance Fiber Composites, Center for Civil Aviation Composites, Donghua University, 2999 North Renmin Road, Shanghai 201620, ChinaDeveloping recyclable, reworkable, and intelligent thermosetting polymers, as a long-standing challenge, is highly desirable for modern manufacturing industries. Herein, we report a polyhexahydrotriazine thermoset (PHT) prepared by a one-pot polycondensation between 4-aminophenyl disulfide and paraformaldehyde. The PHT has a glass transition temperature of 135 °C and good solvent resistance. The incorporation of dual stimuli-responsive groups (disulfide bond and hexahydrotriazine ring) endows the PHT with re-processability, re-workability, and damage monitoring function. The PHT can be repeatedly reprocessed by hot pressing, and a near 100% recovery of flexural strength is achieved. The PHT can also degrade in inorganic acid or organic thiol solutions at room temperature. The thermally reworkable test demonstrates that, after heating the PHT at 200 °C for 1 h, the residuals can be easily wiped off. Finally, the PHT exhibits a reversible mechanochromic behavior when damaged.https://www.mdpi.com/2073-4360/12/10/2375polyhexahydrotriazinevitrimersrecyclabilitydisulfide bonds
collection DOAJ
language English
format Article
sources DOAJ
author Li Chen
Siyao Zhu
Innocent Toendepi
Qiuran Jiang
Yi Wei
Yiping Qiu
Wanshuang Liu
spellingShingle Li Chen
Siyao Zhu
Innocent Toendepi
Qiuran Jiang
Yi Wei
Yiping Qiu
Wanshuang Liu
Reprocessable, Reworkable, and Mechanochromic Polyhexahydrotriazine Thermoset with Multiple Stimulus Responsiveness
Polymers
polyhexahydrotriazine
vitrimers
recyclability
disulfide bonds
author_facet Li Chen
Siyao Zhu
Innocent Toendepi
Qiuran Jiang
Yi Wei
Yiping Qiu
Wanshuang Liu
author_sort Li Chen
title Reprocessable, Reworkable, and Mechanochromic Polyhexahydrotriazine Thermoset with Multiple Stimulus Responsiveness
title_short Reprocessable, Reworkable, and Mechanochromic Polyhexahydrotriazine Thermoset with Multiple Stimulus Responsiveness
title_full Reprocessable, Reworkable, and Mechanochromic Polyhexahydrotriazine Thermoset with Multiple Stimulus Responsiveness
title_fullStr Reprocessable, Reworkable, and Mechanochromic Polyhexahydrotriazine Thermoset with Multiple Stimulus Responsiveness
title_full_unstemmed Reprocessable, Reworkable, and Mechanochromic Polyhexahydrotriazine Thermoset with Multiple Stimulus Responsiveness
title_sort reprocessable, reworkable, and mechanochromic polyhexahydrotriazine thermoset with multiple stimulus responsiveness
publisher MDPI AG
series Polymers
issn 2073-4360
publishDate 2020-10-01
description Developing recyclable, reworkable, and intelligent thermosetting polymers, as a long-standing challenge, is highly desirable for modern manufacturing industries. Herein, we report a polyhexahydrotriazine thermoset (PHT) prepared by a one-pot polycondensation between 4-aminophenyl disulfide and paraformaldehyde. The PHT has a glass transition temperature of 135 °C and good solvent resistance. The incorporation of dual stimuli-responsive groups (disulfide bond and hexahydrotriazine ring) endows the PHT with re-processability, re-workability, and damage monitoring function. The PHT can be repeatedly reprocessed by hot pressing, and a near 100% recovery of flexural strength is achieved. The PHT can also degrade in inorganic acid or organic thiol solutions at room temperature. The thermally reworkable test demonstrates that, after heating the PHT at 200 °C for 1 h, the residuals can be easily wiped off. Finally, the PHT exhibits a reversible mechanochromic behavior when damaged.
topic polyhexahydrotriazine
vitrimers
recyclability
disulfide bonds
url https://www.mdpi.com/2073-4360/12/10/2375
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