Chemical properties and self-assembled-ordered structures of π-conjugated cooligomers consisted of 2,6-dialkoxynaphthalene-1,5-diyl, 2,1,3-benzothiadiazole-4,7-diyl, and 1,4-phenylenediethynylene units

Chemical properties and self-assembled-ordered structures of π-conjugated cooligomers consisted... π-Conjugated cooligomers consisted of 2,6-dialkoxynaphthalene-1,5-diyl (RNap), 2,1,3-benzothiadiazole-4,7-diyl, and 1,4-phenylenediethynylene units were synthesized by Pd-complex-catalyzed condensation reactions. The UV–Vis, photoluminescence, and powder X-ray diffraction measurements suggested that the oligomers have self-assembling-ordered structures in the solid state. The ordered structures depended on the distance between the RNap units of the oligomers. The oligomers underwent electrochemical oxidation (p-doping), which occurred at lower potentials for films than for acetonitrile solutions containing [Et4N]BF4. This effect is caused by the longer π-conjugation lengths of the oligomers in films, which was attributed to molecular self-assembly leading to ordered structures in the solid state. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Polymer Bulletin Springer Journals

Chemical properties and self-assembled-ordered structures of π-conjugated cooligomers consisted of 2,6-dialkoxynaphthalene-1,5-diyl, 2,1,3-benzothiadiazole-4,7-diyl, and 1,4-phenylenediethynylene units

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Publisher
Springer Berlin Heidelberg
Copyright
Copyright © 2017 by Springer-Verlag GmbH Germany
Subject
Chemistry; Polymer Sciences; Soft and Granular Matter, Complex Fluids and Microfluidics; Characterization and Evaluation of Materials; Physical Chemistry; Organic Chemistry
ISSN
0170-0839
eISSN
1436-2449
D.O.I.
10.1007/s00289-017-2117-9
Publisher site
See Article on Publisher Site

Abstract

π-Conjugated cooligomers consisted of 2,6-dialkoxynaphthalene-1,5-diyl (RNap), 2,1,3-benzothiadiazole-4,7-diyl, and 1,4-phenylenediethynylene units were synthesized by Pd-complex-catalyzed condensation reactions. The UV–Vis, photoluminescence, and powder X-ray diffraction measurements suggested that the oligomers have self-assembling-ordered structures in the solid state. The ordered structures depended on the distance between the RNap units of the oligomers. The oligomers underwent electrochemical oxidation (p-doping), which occurred at lower potentials for films than for acetonitrile solutions containing [Et4N]BF4. This effect is caused by the longer π-conjugation lengths of the oligomers in films, which was attributed to molecular self-assembly leading to ordered structures in the solid state.

Journal

Polymer BulletinSpringer Journals

Published: Jul 8, 2017

References

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