Coumarines as masked phenols for amide functional benzoxazines

Gizem Kaya, Baris Kiskan*, Yusuf Yagci

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

37 Citations (Scopus)

Abstract

Benzoxazines with amide linkages were successfully prepared. Initially, 3,4-dihydrocoumarine (DHC) was used as the reagent to synthesize phenolic amides via a ring-opening reaction using primary amines. The phenolic amides were then reacted with formaldehyde and primary amines to produce amide containing benzoxazines. Moreover, the polymeric amide functional benzoxazine precursor was prepared with bisamine end-functional poly(propylene oxide) by Mannich type polycondensation. The obtained polymer exhibited good film forming properties and free standing flexible films were easily solvent-cast on glass plates. All of the monomers and polymeric precursors were characterized by 1H NMR and FTIR spectroscopic analysis and their curing behavior and thermal stability were investigated by differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA). Additionally, the mechanical properties of both cured and uncured polymeric benzoxazine precursors were studied by tensile test measurements.

Original languageEnglish
Pages (from-to)1268-1275
Number of pages8
JournalPolymer Chemistry
Volume10
Issue number10
DOIs
Publication statusPublished - 14 Mar 2019

Bibliographical note

Publisher Copyright:
© 2019 The Royal Society of Chemistry.

Funding

The authors are thankful to the Istanbul Technical University Research Fund (Project No. 41444) for financial support and to Prof. Oguz Okay (Istanbul Technical University) for providing the infrastructure to measure the mechanical properties.

FundersFunder number
Istanbul Technical University Research Fund41444
Istanbul Teknik Üniversitesi

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