聚（苯并恶嗪- f -壳聚糖）薄膜：醛基相邻基团在苯并恶嗪前体与壳聚糖化学相互作用中的作用。

Poly(benzoxazine-f-chitosan) films: The role of aldehyde neighboring groups on chemical interaction of benzoxazine precursors with chitosan.

机构信息

Department of Chemical and Biomolecular Engineering, Case Western Reserve University, Cleveland, Ohio, 44106-7217, USA; Department of Chemical and Petroleum Engineering, Elmergib University, Alkhoms, Libya.

Department of Macromolecular Science and Engineering, Case Western Reserve University, Cleveland, OH, 44106-7202, USA.

出版信息

Carbohydr Polym. 2019 Apr 1;209:122-129. doi: 10.1016/j.carbpol.2019.01.016. Epub 2019 Jan 6.

DOI:10.1016/j.carbpol.2019.01.016

PMID:30732791

Abstract

This study reports the preparation and characterizations of chitosan-azomethine derivatives containing oxazine ring as new crosslinked polymers. The novel chitosan derivatives have been prepared by functionalization with reactive benzoxazine precursors. Two types of aldehyde-terminated benzoxazine precursors have been synthesized using two different polyetheramines (Jeffamines), 4-hydroxybenzaldehyde, and paraformaldehyde. The benzoxazine precursors are covalently attached to chitosan via Schiff's base formation. Benzoxazine structure is confirmed by proton nuclear magnetic resonance spectroscopy (H-NMR) and Fourier transform infrared spectroscopy (FT-IR), whereas the imine-linkage formation is confirmed by FT-IR. The benzoxazine-f-chitosan films are crosslinked by cationic ring-opening polymerization of benzoxazine. Differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA) are used to study the thermal behavior of the obtained films. Wettability behavior of the resulting films was studied by contact angle measurements and compared with wettability of the neat chitosan film.

摘要

本研究报告了含恶嗪环的壳聚糖亚胺衍生物作为新型交联聚合物的制备和特性。新型壳聚糖衍生物是通过与反应性苯并恶嗪前体进行功能化制备的。两种醛基封端的苯并恶嗪前体是使用两种不同的聚醚胺（Jeffamine）、4-羟基苯甲醛和多聚甲醛合成的。苯并恶嗪前体通过席夫碱形成共价连接到壳聚糖上。质子核磁共振波谱（H-NMR）和傅里叶变换红外光谱（FT-IR）证实了苯并恶嗪结构，而 FT-IR 证实了亚胺键的形成。苯并恶嗪-f-壳聚糖薄膜通过苯并恶嗪的阳离子开环聚合交联。差示扫描量热法（DSC）和热重分析（TGA）用于研究所得薄膜的热行为。通过接触角测量研究了所得薄膜的润湿性行为，并将其与纯壳聚糖薄膜的润湿性进行了比较。