Synthesis and characterization of bio‐based benzoxazines derived from thymol. Issue 17 (2nd January 2019)

• Record Type: Journal Article
• Authors: Dogan, Yelda Ertas; Satilmis, Bekir; Uyar, Tamer
• Is Part Of: Journal of applied polymer science. Volume 136:Issue 17(2019)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2019-01-02
• Subjects: bio‐based benzoxazine -- polybenzoxazines -- solventless synthesis -- thermal properties -- thymol; Polymers -- Periodicals; Polymerization -- Periodicals; 668.9
• DOI: 10.1002/app.47371
• Languages: English
• ISSNs: 0021-8995

Abstract

ABSTRACT: In the present study, bio‐based benzoxazine resins were synthesized from bio‐based phenolic compound; thymol, and three different amines; ethylamine, aniline and 1, 6‐diaminohexane, and paraformaldehyde by solvent‐free condensation reaction. The chemical structures of bio‐based benzoxazines; T‐ea (thymol, ethylamine), T‐a (thymol, aniline), and T‐dh (thymol, 1, 6‐diaminohexane) were characterized by proton nuclear magnetic resonance spectroscopy, Fourier transform infrared (FTIR) spectroscopy, elemental analysis, and high‐resolution mass spectrometry. The curing studies of T‐ea, T‐a, and T‐dh bio‐based benzoxazines were performed by stepwise thermal treatment at 150, 175, 200, 225, and 250 °C. The polymerization (ring‐opening and crosslinking reactions) of T‐ea, T‐a, and T‐dh bio‐based benzoxazines was investigated by FTIR spectroscopy. Cure analysis was conducted using differential scanning calorimetry and the changes in thermal properties of the T‐ea, T‐a, and T‐dh bio‐based benzoxazine resins and their corresponding thermally crosslinked polybenzoxazines PT‐ea, PT‐a, and PT‐dh were studied by thermogravimetric analyzer. The results indicated that all the thymol‐based polybenzoxazines have shown enhanced thermal stability. © 2018 Wiley Periodicals, Inc. J. Appl. Polym. Sci.2019, 136, 47371. Abstract : Bio‐based benzoxazine resins were synthesized from a plant derived phenolic compound thymol (T), paraformaldehyde, and three different amines with different functionalities; ethyl amine (ea, aliphatic), aniline (a, aromatic), and 1, 6‐diaminohexane (dh, difunctional aliphatic). After thermal curing of all thymol‐based bio‐benzoxazines, opening and crosslinking of the oxazine ring was achieved and their polybenzoxazines (PT‐ea, PT‐a, and PT‐dh) were obtained with good thermal stability.