Issue 48, 2016

Synthesis and chiroptical properties of a π-conjugated polymer containing glucose-linked biphenyl units in the main chain capable of folding into a helical conformation

Abstract

An optically active π-conjugated polymer (poly-9) containing glucose-linked biphenyl units in the main chain was synthesized through the copolymerization of 5,5′-diiodo-2,2′-bithiophene and a new diethynyl compound, whose molecular design has taken inspiration from naturally occurring ellagitannins. The chiroptical properties of poly-9 were investigated in solution and the solid state. The absorption and circular dichroism spectra of poly-9 were clearly changed depending on the solvents due to the conformational alteration within a single polymer chain. Because a corresponding model molecule and polymer did not show marked solvent-dependent spectral changes, the backbone conformation of poly-9 is considered to be capable of interconverting between random-coil and preferred-handed helical states in response to the exterior environment. We also found that poly-9 exhibited efficient circularly polarized luminescence with a green color, whose dissymmetry factor reached 1.9 × 10−2 when the backbone was folded into the helical conformation in the film state.

Graphical abstract: Synthesis and chiroptical properties of a π-conjugated polymer containing glucose-linked biphenyl units in the main chain capable of folding into a helical conformation

Supplementary files

Article information

Article type
Paper
Submitted
08 okt 2016
Accepted
14 nov 2016
First published
14 nov 2016
This article is Open Access
Creative Commons BY license

Polym. Chem., 2016,7, 7522-7529

Synthesis and chiroptical properties of a π-conjugated polymer containing glucose-linked biphenyl units in the main chain capable of folding into a helical conformation

T. Ikai, S. Shimizu, S. Awata, T. Kudo, T. Yamada, K. Maeda and S. Kanoh, Polym. Chem., 2016, 7, 7522 DOI: 10.1039/C6PY01759B

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements