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Issue 48, 2016
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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

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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

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Publication details

The article was received on 08 Oct 2016, accepted on 14 Nov 2016 and first published on 14 Nov 2016


Article type: Paper
DOI: 10.1039/C6PY01759B
Citation: Polym. Chem., 2016,7, 7522-7529
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    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

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