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


ARSLAN M.

Turkish Journal of Chemistry, cilt.43, sa.5, ss.1472-1485, 2019 (SCI-Expanded, Scopus, TRDizin)

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 43 Sayı: 5
  • Basım Tarihi: 2019
  • Doi Numarası: 10.3906/kim-1905-26
  • Dergi Adı: Turkish Journal of Chemistry
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, TR DİZİN (ULAKBİM)
  • Sayfa Sayıları: ss.1472-1485
  • Anahtar Kelimeler: Polybenzoxazines, ring-opening polymerization, catechol, thiol-benzoxazine reaction
  • Kırklareli Üniversitesi Adresli: Evet

Özet

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.