A novel bio-based autocatalytic amide-type phthalonitrile monomer: Synthesis, curing kinetics and thermal properties

[Display omitted] •A bio-based phthalonitrile was prepared from bisphenolic acid and furfurylamine.•The introduction of variable activation energy modified the autocatalytic model.•The system exhibited outstanding processability.•It showed high thermal stability with Tg = 463 °C and T5% = 527 °C.•Pr...

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Veröffentlicht in:European polymer journal 2024-12, Vol.221, p.113550, Article 113550
Hauptverfasser: Guo, Zhiyi, Chen, Qiufei, Wang, Zhicheng, Ali Khan Gorar, Athar, Pan, Zhongcheng, Wang, Jun, Liu, Wenbin
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Sprache:eng
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Zusammenfassung:[Display omitted] •A bio-based phthalonitrile was prepared from bisphenolic acid and furfurylamine.•The introduction of variable activation energy modified the autocatalytic model.•The system exhibited outstanding processability.•It showed high thermal stability with Tg = 463 °C and T5% = 527 °C.•Provide green solutions for the efficient utilization of biomass derivatives. A bio-based bisphenol compound (DFA) was prepared using bisphenolic acid and furfurylamine in biomass as raw materials. Then, a bio-based amide phthalonitrile monomer (DFAP) was obtained in an environmentally friendly solvent. Nuclear magnetic resonance and Fourier transform infrared spectroscopy (FT-IR) proved the successful synthesis of DFA and DFAP. The curing behavior and curing kinetics of the polymer were studied using FT-IR and differential scanning calorimetry. Calculate the activation energy using the isoconversion method. The SB(m, n) autocatalytic reaction model describing the curing process of poly(DFAP) was modified and fitted by introducing the variable activation energy model. The thermal stability, thermomechanical properties and processing properties of the resin were studied using technologies such as thermogravimetric analyzer, dynamic mechanical analyzer and rheometer. The results show that the prepolymer has a wide processing window and a low melt viscosity. Poly(DFAP) has a high glass transition temperature and excellent thermal stability.
ISSN:0014-3057
DOI:10.1016/j.eurpolymj.2024.113550