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

Yuichiro Abe, Victoria Savikhin, Jun Yin, Andrew C. Grimsdale, Cesare Soci, Michael F. Toney, Yeng Ming Lam

Research output: Contribution to journalArticlepeer-review

4 Scopus citations

Abstract

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.
Original languageEnglish (US)
Pages (from-to)7686-7696
Number of pages11
JournalChemistry of Materials
Volume29
Issue number18
DOIs
StatePublished - Sep 7 2017

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