Topological Transformation of π-Conjugated Molecules Reduces Resistance to Crystallization

Research output: Journal Publications and ReviewsRGC 21 - Publication in refereed journalpeer-review

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Author(s)

  • Cheng Zhou
  • Qiuhong Cui
  • Caitlin McDowell
  • Martin Seifrid
  • Jean-Luc Brédas
  • Ming Wang
  • Fei Huang
  • Guillermo C. Bazan

Detail(s)

Original languageEnglish
Pages (from-to)9318-9321
Journal / PublicationAngewandte Chemie - International Edition
Volume56
Issue number32
Publication statusPublished - 1 Aug 2017
Externally publishedYes

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.

Research Area(s)

  • conjugated molecules, crystallinity, molecular topology, organic semiconductors, solubility

Bibliographic Note

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Citation Format(s)

Topological Transformation of π-Conjugated Molecules Reduces Resistance to Crystallization. / Zhou, Cheng; Cui, Qiuhong; McDowell, Caitlin et al.
In: Angewandte Chemie - International Edition, Vol. 56, No. 32, 01.08.2017, p. 9318-9321.

Research output: Journal Publications and ReviewsRGC 21 - Publication in refereed journalpeer-review