Alkylated oxygen-bridged V-shaped molecules: impacts of the substitution position and length of the alkyl chains on the crystal structures and ... View Full Text


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Article Info

DATE

2016-11-09

AUTHORS

Chikahiko Mitsui, Tatsuro Annaka, Ken-ichi Nakamura, Masato Mitani, Daisuke Hashizume, Katsumasa Nakahara, Masakazu Yamagishi, Takanari Ueno, Yuji Tanaka, Masafumi Yano, Daichi Iwasawa, Miki Hasegawa, Hiroyasu Sato, Akihito Yamano, Jun Takeya, Toshihiro Okamoto

ABSTRACT

We have recently developed dinaphtho[2,3-b:2',3'-d]furan (DNF–V) derivatives as a new type of solution-processable organic semiconducting material with high carrier mobility and high emission efficiency in the solid state. In this article, we systematically investigate and reveal the impact of the substitution position and the length of the alkyl side chains on their physicochemical properties based on their packing structures. For both alkylated DNF–VV and DNF–VW derivatives, the solubilities and the phase-transition temperatures increase as the shorter alkyl chains are attached. In particular, alkylated DNF–VV simultaneously achieve high solubility (over 1 wt%) and a highly stabilized crystal phase (up to 199 °C). Furthermore, DNF–V derivatives exhibit a deep-blue emission in the solid state with a quantum efficiency ranging from 17 to 51%. Such a range of physicochemical properties is probably related to the dependencies on the molecular geometry in the crystal state and the length of the alkyl side chains. More... »

PAGES

215-221

Identifiers

URI

http://scigraph.springernature.com/pub.10.1038/pj.2016.105

DOI

http://dx.doi.org/10.1038/pj.2016.105

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1040842697


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