Contorted Octabenzocircumbiphenyl Sorts Semiconducting Single-Walled Carbon Nanotubes with Structural Specificity

Jia Gao, Nikita Sengar, Ying Wu, Steffen Jockusch, Colin Nuckolls, Paulette Clancy, Yueh Lin Loo

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Abstract

In this study, we use a nonplanar aromatic molecule, contorted octabenzocircumbiphenyl (c-OBCB), to sort semiconducting single-walled carbon nanotubes (SWNTs) by their chiral angles. From absorption spectroscopy, photoluminescence excitation spectroscopy, and Raman spectroscopy studies, we find that c-OBCB preferentially binds and sorts for a number of semiconducting carbon nanotubes with chiral angles greater than 12°. Molecular dynamics simulations reveal that the contorted aromatic core of c-OBCB binds strongly to only certain SWNTs, especially those with matching curvature, and that this discriminatory binding interaction is reinforced by preferences of the side chains on the c-OBCB to stick to SWNT surface rather than interact with the solvent. This opens the door to side chain/solvent engineering to bias the selection of certain (m,n) SWNT variants. We also investigate the temperature dependence of hole mobility in field-effect transistors comprising c-OBCB-sorted semiconducting carbon-nanotube networks and find hole transport in these networks to be thermally activated.

Original languageEnglish (US)
Pages (from-to)595-604
Number of pages10
JournalChemistry of Materials
Volume29
Issue number2
DOIs
StatePublished - Jan 24 2017

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Chemical Engineering(all)
  • Materials Chemistry

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