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Open AccessArticle

Synthesis of Highly Thermally Stable Daidzein-Based Main-Chain-Type Benzoxazine Resins

1
Research School of Polymeric Materials, School of Materials Science and Engineering, Jiangsu University, Zhenjiang 212013, China
2
Department of Chemistry, University of Leicester, Leicester LE1 7RH, UK
*
Author to whom correspondence should be addressed.
Polymers 2019, 11(8), 1341; https://doi.org/10.3390/polym11081341
Received: 2 July 2019 / Revised: 7 August 2019 / Accepted: 7 August 2019 / Published: 13 August 2019
(This article belongs to the Collection Sustainable Polymeric Materials from Renewable Resources)
In recent years, main-chain-type benzoxazine resins have been extensively investigated due to their excellent comprehensive properties for many potential applications. In this work, two new types of main-chain benzoxazine polymers were synthesized from daidzein, aromatic/aliphatic diamine, and paraformaldehyde. Unlike the approaches used synthesizing traditional main-chain-type benzoxazine polymers, the precursors derived from daidzein can undergo a further cross-linking polymerization in addition to the ring-opening polymerization of the oxazine ring. The structures of the new polymers were then studied by 1H nuclear magnetic resonance spectroscopy (NMR) and Fourier-transform infrared spectroscopy (FT-IR), and the molecular weights were determined by using gel permeation chromatography (GPC). We also monitored the polymerization process by differential scanning calorimetry (DSC) and in situ FT-IR. In addition, the thermal stability and flame-retardant properties of the resulting polybenzoxazines were investigated using TGA and microscale combustion calorimeter (MCC). The polybenzoxazines obtained in this study exhibited a very high thermal stability and low flammability, with a Tg value greater than 400 °C, and a heat release capacity (HRC) value lower than 30 J/(g K). View Full-Text
Keywords: benzoxazine; daidzein; high thermal stability; polybenzoxazine benzoxazine; daidzein; high thermal stability; polybenzoxazine
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MDPI and ACS Style

Han, M.; You, S.; Wang, Y.; Zhang, K.; Yang, S. Synthesis of Highly Thermally Stable Daidzein-Based Main-Chain-Type Benzoxazine Resins. Polymers 2019, 11, 1341.

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