Design of High-Performance Polybenzoxazines with Tunable Extended Networks Based on Resveratrol and Allyl Functional Benzoxazine
Open Access
- 26 November 2020
- Vol. 12 (12), 2794
- https://doi.org/10.3390/polym12122794
Abstract
A novel resveratrol-based bio-benzoxazine monomer (RES-al) containing an allyl group has been synthesized using resveratrol, allylamine, and paraformaldehyde via Mannich condensation reaction, and its chemical structures have been characterized by FT-IR spectroscopy and NMR techniques. The polymerization behavior of this benzoxazine resin has been investigated using in situ FT-IR and differential scanning calorimeter (DSC) measurements, and the thermal-mechanical properties of its corresponding polybenzoxazines are evaluated by DMA and TGA. We show that by controlling the curing process of the oxazine ring, the C=C bond in resveratrol, and the allyl group in RES-al, the cross-linking network of the polybenzoxazine can be manipulated, giving rise to tunable performance of thermosets. As all curable functionalities in RES-al are polymerized, the resulted polybenzoxazine exhibits a good thermal stability with a Tg temperature of 313 °C, a Td5 value of 352 °C, and char yield of 53% at 800 °C under N2.This publication has 31 references indexed in Scilit:
- Benzoxazine Containing Fluorinated Aromatic Ether Nitrile Linkage: Preparation, Curing Kinetics and Dielectric PropertiesPolymers, 2019
- Enhanced Thermal Property and Flame Retardancy via Intramolecular 5-Membered Ring Hydrogen Bond-Forming Amide Functional Benzoxazine ResinsMacromolecules, 2018
- Catalyst-Free and Low-Temperature Terpolymerization in a Single-Component Benzoxazine Resin Containing Both Norbornene and Acetylene FunctionalitiesMacromolecules, 2018
- How Does the Hydrogen Bonding Interaction Influence the Properties of Polybenzoxazine? An Experimental Study Combined with Computer SimulationMacromolecules, 2018
- Synthesis and Characterization of Cyanate Ester Functional Benzoxazine and Its PolymerMacromolecules, 2015
- Synthesis of itaconimide/nadimide-functionalized benzoxazine monomers: Structural and thermal characterizationReactive and Functional Polymers, 2013
- Synthesis of a novel benzoxazine‐containing benzoxazole structure and its high performance thermosetJournal of Applied Polymer Science, 2011
- Polybenzoxazines—New high performance thermosetting resins: Synthesis and propertiesProgress in Polymer Science, 2007
- High‐performance maleimide and nitrile‐functionalized benzoxazines with good processibility for advanced composites applicationsJournal of Applied Polymer Science, 2006
- Phenolic materials via ring‐opening polymerization: Synthesis and characterization of bisphenol‐A based benzoxazines and their polymersJournal of Polymer Science Part A: Polymer Chemistry, 1994