Abstract
A carbon side-chain analogue to the high-performance organic semiconductor triethylsilylethynyl difluoroanthradithiophene has been synthesised and characterized. Atomic substitution of carbon for silicon results in subtle changes to opto-electronic properties, which are rationalised by density functional theory and balance of electron donating and withdrawing effects. Larger differences are observed in photostability and solid-state packing of the new material in comparison to known silicon and germanium derivatives. Comparison of the group 14 elements teaches us about the newly synthesised system, but also how the silylethynyl substituents used for the last two decades contribute to successful employment of functionalised polycyclic aromatic hydrocarbons as organic semiconductors.
| Original language | English |
|---|---|
| Pages (from-to) | 5415-5421 |
| Number of pages | 7 |
| Journal | Materials Advances |
| Volume | 2 |
| Issue number | 16 |
| DOIs | |
| State | Published - Aug 21 2021 |
Bibliographical note
Funding Information:The D8 Venture diffractometer was funded by the NSF (MRI CHE1625732). M.B acknowledges KY-WV LSAMP - grant number NSF HRD 1826763f for funding. Synthetic efforts were supported by the National Science Foundation under Cooperative Agreement No. 1849213. Computational analysis was supported by NSF DMREF (DMREF-1627428).
Publisher Copyright:
© The Royal Society of Chemistry.
ASJC Scopus subject areas
- Materials Science (all)
- Chemistry (miscellaneous)