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

8 Scopus citations


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
Issue number18
StatePublished - Sep 7 2017

Bibliographical note

KAUST Repository Item: Exported on 2020-10-01
Acknowledgements: GI-WAXS measurement was undertaken on the use of the Stanford Synchrotron Radiation Lightsource, SLAC National Accelerator Laboratory, supported by the U.S. Department of Energy, Office of Science, Office of Basic Energy Sciences under Contract No. DE-AC02-76SF00515. Additionally, we gratefully acknowledge Dr. Sandra Desvergne-Bléneau (Xenocs, Sassenage, France) who performed temperature variable SWAXS. We also gratefully acknowledge Dr. Bruno Donnadieu (Department of Chemistry, Faculty of Science at National University of Singapore) for his assistance of single-crystal XRD and Dr. Francesco Maddalena (School of Physical and Mathematical Sciences, Nanyang Technological University) for his thoughtful discussion and suggestions. Victoria Savikhin is supported by the Department of Defense (DoD) through the National Defense Science & Engineering Graduate Fellowship (NDSEG) Program.


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