What is special about silicon in functionalised organic semiconductors?

Karl J. Thorley, Micai Benford, Yang Song, Sean R. Parkin, Chad Risko, John E. Anthony

Research output: Contribution to journalArticlepeer-review

6 Scopus citations

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 languageEnglish
Pages (from-to)5415-5421
Number of pages7
JournalMaterials Advances
Volume2
Issue number16
DOIs
StatePublished - 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)

Fingerprint

Dive into the research topics of 'What is special about silicon in functionalised organic semiconductors?'. Together they form a unique fingerprint.

Cite this