synthesis and properties of a chiroptically active oligomer from 3,4-ethylenedioxythiophene and (–)-myrtenalchiroptically活性低聚物的合成和性质3,4-ethylenedioxythiophene和(-)-myrtenal.pdfVIP
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Materials 2011, 4, 1013-1022; doi:10.3390/ma4061013
OPEN ACCESS
materials
ISSN 1996-1944
/journal/materials
Article
Synthesis and Properties of a Chiroptically Active Oligomer
from 3,4-Ethylenedioxythiophene and (–)-Myrtenal
Hirotsugu Kawashima and Hiromasa Goto *
Institute of Materials Science, Graduate School of Pure and Applied Sciences, University of Tsukuba,
Tsukuba, Ibaraki 305-8573, Japan; E-Mail: s-hkawashima@ims.tsukuba.ac.jp
* Author to whom correspondence should be addressed; E-Mail: gotoh@ims.tsukuba.ac.jp;
Tel.: +81-29-853-5128; Fax: +81-29-853-4490.
Received: 23 March 2011; in revised form: 29 April 2011 / Accepted: 27 May 2011 /
Published: 30 May 2011
Abstract: Oxidative polycondensation of 3,4-ethylenedioxythiophene and (–)-myrtenal
was carried out with POCl . A -conjugated system thus constructed consists of aromatic
3
and quinoidal alternating structure linked via methine groups. We examined iodine doping
effect for the resultant material with electron spin resonance spectroscopy. Circular
dichroism spectra in chloroform solution showed blue-shift with increase of iodine
concentration. This result indicates that the doping process can tune chiroptical activity of
the chiral π-conjugated system.
Keywords: poly(3,4-ethylenedioxythiophene); chiroptically active materials;
π-conjugated materials
1. Introduction
Many kinds of conjugated polymers have been widely studied for applicatio
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