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A new and efficient synthetic method of a liquid crystalline epoxy resin with biphenol and aromatic ester group

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Abstract

This article describes a high efficient and economical method to synthesize a liquid crystalline epoxy resin (LCER) containing biphenol and aromatic ester group, 3,3′,5,5′-tetramethylbiphenyl-4,4′-diyl bis(4-(oxiran-2-ylmethoxy) benzoate) (4). First, 3,3′,5,5′-tetramethylbiphenyl-4,4′-diyl bis(4-hydroxybenzoate) (3) was prepared by direct esterification of 3,3′,5,5′-tetramethylbiphenyl-4,4′-diol (2) with p-hydroxybenzoic acid (1) in the presence of a certain amount of p-toluene sulfonic acid (p-TSA) as catalyst. And then (4) was synthesized by the reaction of (3) with epichlorohydrin. The chemical structure, melting range, and liquid crystalline phase transition behavior of (4) were characterized by FT-IR, 1H-NMR, 13C-NMR, mass spectroscopy, differential scanning calorimetry (DSC), and polarized optical microscopy (POM).

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Acknowledgments

We appreciate the DSC measurements for Miss Yan Feng and Mr Guoming Zhong from Guangdong Test Center of Product Quality Supervision (Shunde, Guangdong Province). The authors also thank Natural Science Foundation of South China University of Technology (Grant No. x2hge5090490) and Guangdong Science and Technology Department (Grant No. 2009B090600056) for the financial supports.

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Correspondence to Zhi-Qi Cai.

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Liu, YL., Cai, ZQ., Wen, X. et al. A new and efficient synthetic method of a liquid crystalline epoxy resin with biphenol and aromatic ester group. Polym. Bull. 67, 57–66 (2011). https://doi.org/10.1007/s00289-010-0366-y

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  • DOI: https://doi.org/10.1007/s00289-010-0366-y

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