A Potential Alternative to Polystyrene: Ring-opening Terpolymerization of Different Epoxides with Phthalic Anhydride Usi

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POLYMER SCIENCE    

https://doi.org/10.1007/s10118-020-2495-6 Chinese J. Polym. Sci.

A Potential Alternative to Polystyrene: Ring-opening Terpolymerization of Different Epoxides with Phthalic Anhydride Using Metal-free Dual Catalysts Li-Miao Lina,b, Yong-Hang Xuc, Man Shena, Jia-Xin Lianga, Shuan-Jin Wanga, Min Xiaoa*, and Yue-Zhong Menga* a The

Key Laboratory of Low-carbon Chemistry & Energy Conservation of Guangdong Province/State Key Laboratory of Optoelectronic Materials and Technologies, School of Materials Science and Engineering, Sun Yat-sen University, Guangzhou 510275, China b School of Environmental and Chemical Engineering, Foshan University, Foshan 528000, China c School of Materials Science & Energy Engineering, Foshan University, Foshan 528000, China

Abstract   A series of semi-aromatic polyesters named as Poly(PO-CHO-PA) were facilely synthesized via ring-opening terpolymerization of biobased cyclohexane oxide (CHO)/propylene oxide (PO)/phthalic anhydride (PA) using economical U1/PPNCl as dual catalyst. The proportion of CHO-PA and PO-PA segments in polymer can be readily altered by changing the feed ratio of CHO/PO because the reactivity ratios of CHO and PO with PA calculated by Fineman-Ross method are comparable. All synthesized amorphous polyesters with various compositions show one Tg ranging from 62 °C to 133 °C. Significantly, the mechanical, thermal and barrier properties of these amorphous semi-aromatic polyesters are also adjustable and investigated for the first time. The results indicate the semi-polyesters exhibit superior thermostability (T5% ranging from 306 °C to 323 °C) and high tensile strength (40.21−55.7 MPa) that is comparable with polystyrene (PS). Furthermore, Poly(PO-CHO-PA) films possess a promising prospect as packaging materials because of its colorless and highly transparent nature, along with low oxygen and water vapor transmission rate. All above performances may guarantee its potential alternative to commercial PS. Keywords   Aromatic polyester; Ring-opening polymerization; Metal-free catalyst; Polystyrene; Barrier properties Citation: Lin, L. M.; Xu, Y. H.; Shen, M.; Liang, J. X.; Wang, S. J.; Xiao, M.; Meng, Y. Z. A potential alternative to polystyrene: ring-opening terpolymerization of different epoxides with phthalic anhydride using metal-free dual catalysts. Chinese J. Polym. Sci. https://doi.org/10.1007/s10118-020-2495-6

 

INTRODUCTION Polyesters are a class of attractive polymers,[1−5] especially the aromatic polyesters constituted by benzoic ester type repeat units, which are widely used as films, fibers, resins, due to their excellent thermal stability and mechanical properties as well as inexpensiveness.[6] However, the aromatic polyesters are typically synthesized by step-growth polymerization of diols and aromatic dicarboxylic acids or diesters, requiring rigorous conditions of high temperature and high vacuum.[7−9] On the other hand, the minimal available cyclic aromatic monomers and complicated steps to obtain functionalized polyesters limi