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Topological Transformation of π-Conjugated Molecules Reduces Resistance to Crystallization.

Authors :
Zhou, Cheng
Cui, Qiuhong
McDowell, Caitlin
Seifrid, Martin
Chen, Xiankai
Brédas, Jean-Luc
Wang, Ming
Huang, Fei
Bazan, Guillermo C.
Source :
Angewandte Chemie International Edition. 8/1/2017, Vol. 56 Issue 32, p9318-9321. 4p.
Publication Year :
2017

Abstract

Two electronically delocalized molecules were designed as models to understand how molecular shape impacts the tradeoff between solubility and crystallization tendencies in molecular semiconductors. The more soluble compound TT contains a non-planar bithiophene central fragment, whereas CT has a planar cyclopentadithiophene unit. Calorimetry studies show that CT can crystallize more easily than TT. However, absorption spectroscopy shows that the initially amorphous TT film can eventually form crystals in which the molecular shape is significantly more planar. Two thermally reversible polymorphs for TT were observed by XRD and grazing-incidence wide-angle X-ray scattering (GIWAXS) measurements. These findings are relevant within the context of designing soft semiconductors that exhibit high solubility and a tendency to provide stable organized structures with desirable electronic properties. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
14337851
Volume :
56
Issue :
32
Database :
Academic Search Index
Journal :
Angewandte Chemie International Edition
Publication Type :
Academic Journal
Accession number :
124333533
Full Text :
https://doi.org/10.1002/anie.201702646