Alkylated oxygen-bridged V-shaped molecules: impacts of the substitution position and length of the alkyl chains on the crystal structures ad fundamental properties in aggregated forms

Alkylated oxygen-bridged V-shaped molecules: impacts of the substitution position and length of the alkyl chains on the crystal structures ad fundamental properties in aggregated forms
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烷基化氧桥 V 形分子:烷基链的取代位置和长度对晶体结构和聚集形式基本性质的影响

DOI:
10.1038/pj.2016.105
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发表时间:
2017
期刊:
影响因子:
2.8
通讯作者:
T. Okamoto
T. Okamoto
中科院分区:
化学3区
文献类型:
--
作者:
C. Mitsui;T. Annaka;K. Nakamura;M. Mitani;D. Hashizume;K. Nakahara;M. Yamagishi;T. Ueno;Y. Tanaka;M. Yano;D. Iwasawa;M. Hasegawa;H. Sato;A. Yamano;J. Takeya;T. Okamoto

文献摘要

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我们最近开发了二萘并[2,3-B:2 ',3'-d]呋喃(DNF-V)衍生物,作为一种新型的可溶液加工的有机半导体材料,其在固态下具有高载流子迁移率和高发光效率。在这篇文章中,我们系统地研究和揭示的取代位置和烷基侧链的长度对它们的物理化学性质的基础上,他们的包装结构的影响。对于烷基化DNF-VV和DNF-VW衍生物,溶解度和相变温度随着较短烷基链的连接而增加。特别地,烷基化DNF-VV同时实现高溶解度(超过1重量%)和高度稳定的晶相(高达199 ℃)。此外,DNF-V衍生物在固态下表现出深蓝色发射,量子效率范围为17 - 51%。这样一系列的物理化学性质可能与晶体状态下的分子几何形状和烷基侧链的长度的依赖性有关。
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.