Synthesis and characterization of novel mussel-inspired benzoxazines by thiol-benzoxazine chemistry

Authors

MUSTAFA ARSLAN

DOI

10.3906/kim-1905-26

Abstract

A catechol-based benzoxazine copolymer is reported via a new approach using an oxazine-thiol reaction. The main chain benzoxazine precursor was obtained via the classic benzoxazine synthesis methodology using the raw chemicals catechol, formaldehyde, and 4,7,10-trioxa-1,13-tridecanediamine. The countercomponent was synthesized from poly(ethylene glycol) methyl ether via the Fischer esterification reaction. The obtained reactive catechol-based benzoxazine was then reacted in mild conditions with polymeric thiol precursor to obtain a copolymer structure. The precursors and the resulting structure were characterized by thermal and spectral analyses using DSC, TGA, FT-IR,$^{\, 1}$H NMR, and GPC. Film formation was also demonstrated with unreacted oxazine ring units in the copolymer, and the ring opening polymerization temperature was lower than that corresponding to the benzoxazine precursor.

Keywords

Polybenzoxazines, ring-opening polymerization, catechol, thiol-benzoxazine reaction

First Page

1472

Last Page

1485

Recommended Citation

ARSLAN, MUSTAFA (2019) "Synthesis and characterization of novel mussel-inspired benzoxazines by thiol-benzoxazine chemistry," Turkish Journal of Chemistry: Vol. 43: No. 5, Article 19. https://doi.org/10.3906/kim-1905-26
Available at: https://journals.tubitak.gov.tr/chem/vol43/iss5/19