3 years ago

Unique Reversible Crystal-to-Crystal Phase TransitionStructural and Functional Properties of Fused Ladder Thienoarenes

Unique Reversible Crystal-to-Crystal Phase TransitionStructural and Functional Properties of Fused Ladder Thienoarenes
Cesare Soci, Yuichiro Abe, Jun Yin, Victoria Savikhin, Michael F. Toney, Andrew C. Grimsdale, Yeng Ming Lam
Donor–acceptor type molecules based on fused ladder thienoarenes, indacenodithiophene (IDT), and dithienocyclopenta–thienothiophene (DTCTT), coupled with benzothiadiazole, are prepared, and their solid-state structures are investigated. They display a rich variety of solid phases ranging from amorphous glass states to crystalline states, upon changes in the central aromatic core and side group structures. Most notably, the DTCTT-based derivatives showed reversible crystal-to-crystal phase transitions in heating and cooling cycles. Unlike what has been seen in π-conjugated molecules, variable temperature XRD revealed that structural change occurs continuously during the transition. A columnar self-assembled structure with slip-stacked π–π interaction is proposed to be involved in the solid state. This research provides the evidence of unique structural behavior of the DTCTT-based molecules through the detailed structural analysis. This unique structural transition paves the way for these materials to have self-healing of crystal defects, leading to improved optoelectronic properties.

Publisher URL: http://dx.doi.org/10.1021/acs.chemmater.7b01226

DOI: 10.1021/acs.chemmater.7b01226

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