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.