A novel bio‐based phthalonitrile resin derived from catechin: synthesis and comparison of curing behavior with petroleum‐based counterpart | Zendy

Qi Yu | Zendy; Weng Zhihuan | Zendy; Wang Jinyan | Zendy; Zhang Shouhai | Zendy; Zong Lishuai | Zendy; Liu Cheng | Zendy; Jian Xigao | Zendy

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A novel bio‐based phthalonitrile resin derived from catechin: synthesis and comparison of curing behavior with petroleum‐based counterpart

Author(s) -

Qi Yu,

Weng Zhihuan,

Wang Jinyan,

Zhang Shouhai,

Zong Lishuai,

Liu Cheng,

Jian Xigao

Publication year - 2018

Publication title -

polymer international

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.592

H-Index - 105

eISSN - 1097-0126

pISSN - 0959-8103

DOI - 10.1002/pi.5507

Subject(s) - phthalonitrile , curing (chemistry) , thermosetting polymer , thermal stability , polymer , chemistry , autocatalysis , polymer chemistry , raw material , materials science , organic chemistry , chemical engineering , phthalocyanine , catalysis , engineering

The development of bio‐based thermosetting resins with good thermal stability can potentially afford sustainable polymers as replacements for petroleum‐based polymers. We report a practical route to a novel catechin‐based phthalonitrile resin precursor (CA‐Ph), which contains free phenolic hydroxyl groups that result in ‘self‐curing’ at elevated temperatures to afford a thermostable polymer. Comparison of the performance of this CA‐Ph resin with that of a conventional petroleum‐based bisphenol A phthalonitrile resin (BPA‐Ph; containing 5 wt% of the curing agent 4,4′‐diaminodiphenylsulfone) revealed that CA‐Ph exhibits a lower melting point and curing temperature. Cured CA‐Ph resin retains 95% of its weight at 520 °C under a nitrogen atmosphere, which compares favorably with results obtained for BPA‐Ph resin that retains 95% of its weight at a lower temperature of 484 °C. Kinetic results indicated that the curing reactions of both CA‐Ph and BPA‐Ph systems follow an autocatalytic mechanism. These results suggest that catechin is a useful bio‐based feedstock for the preparation of self‐curing and thermally stable phthalonitrile resins for advanced technological applications. © 2017 Society of Chemical Industry

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