Issue 45, 2022

Photo-responsive liquid crystalline polymer from a renewable furfural derivative of dimethyl 2,5-furandicarboxylate via catalytic carbonylative esterification

Abstract

Transformation of bulky biomass into a carbon source for the chemical industry is important as it can provide different monomers for the syntheses of high-performance and/or functional polymers. In this work, Pd-catalyzed carbonylative esterification of methyl 5-bromofuroate, derived from renewable furfural, to dimethyl 2,5-furandicarboxylate (DMFD) has been explored under mild conditions with CO as the reductant source. The prepared DMFD was then used as a bi-functionalized monomer for the synthesis of a photo-responsive liquid crystalline polymer (PAzo-DMFD) through melt polycondensation. This furan-based polyester PAzo-DMFD shows excellent thermal stability and reversible transcis photo-isomerization in chloroform solution and in thin films benefitting from the azobenzene unit along the polymeric backbone. Photoisomerization of PAzo-DMFD can be used in the writing and erasing of information under light irradiation, thus providing new opportunities for the syntheses and applications of functional furan-based polymers.

Graphical abstract: Photo-responsive liquid crystalline polymer from a renewable furfural derivative of dimethyl 2,5-furandicarboxylate via catalytic carbonylative esterification

Supplementary files

Article information

Article type
Paper
Submitted
20 Sep 2022
Accepted
25 Okt 2022
First published
25 Okt 2022

J. Mater. Chem. C, 2022,10, 17119-17126

Photo-responsive liquid crystalline polymer from a renewable furfural derivative of dimethyl 2,5-furandicarboxylate via catalytic carbonylative esterification

T. Wang, J. Zhu, K. Zhang, J. Wang, Y. Liao, G. Yin and X. Xie, J. Mater. Chem. C, 2022, 10, 17119 DOI: 10.1039/D2TC03965F

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