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

Abstract

Here, 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.

Authors:
 [1];  [2];  [3];  [3]; ORCiD logo [3]; ORCiD logo [2]; ORCiD logo [1]
  1. Princeton Univ., NJ (United States)
  2. Cornell Univ., Ithaca, NY (United States)
  3. Columbia Univ., New York, NY (United States)
Publication Date:
Research Org.:
Columbia Univ., New York, NY (United States)
Sponsoring Org.:
USDOE Office of Science (SC); Netherlands Organization for Scientific Research (NWO); National Science Foundation (NSF); USDOE Office of Science (SC), Basic Energy Sciences (BES). Chemical Sciences, Geosciences & Biosciences Division
OSTI Identifier:
1534447
Grant/Contract Number:  
FG02-01ER15264; 680-50-1202; CHE-1124754; CMMI-1537011
Resource Type:
Journal Article: Accepted Manuscript
Journal Name:
Chemistry of Materials
Additional Journal Information:
Journal Volume: 29; Journal Issue: 2; Journal ID: ISSN 0897-4756
Publisher:
American Chemical Society (ACS)
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; 36 MATERIALS SCIENCE; Chemistry; Materials science; Thickness; Charge transport; Carbon nanotubes; Mathematical methods; Selectivity

Citation Formats

Gao, Jia, Sengar, Nikita, Wu, Ying, Jockusch, Steffen, Nuckolls, Colin, Clancy, Paulette, and Loo, Yueh-Lin. Contorted Octabenzocircumbiphenyl Sorts Semiconducting Single-Walled Carbon Nanotubes with Structural Specificity. United States: N. p., 2017. Web. doi:10.1021/acs.chemmater.6b04018.
Gao, Jia, Sengar, Nikita, Wu, Ying, Jockusch, Steffen, Nuckolls, Colin, Clancy, Paulette, & Loo, Yueh-Lin. Contorted Octabenzocircumbiphenyl Sorts Semiconducting Single-Walled Carbon Nanotubes with Structural Specificity. United States. doi:10.1021/acs.chemmater.6b04018.
Gao, Jia, Sengar, Nikita, Wu, Ying, Jockusch, Steffen, Nuckolls, Colin, Clancy, Paulette, and Loo, Yueh-Lin. Sun . "Contorted Octabenzocircumbiphenyl Sorts Semiconducting Single-Walled Carbon Nanotubes with Structural Specificity". United States. doi:10.1021/acs.chemmater.6b04018. https://www.osti.gov/servlets/purl/1534447.
@article{osti_1534447,
title = {Contorted Octabenzocircumbiphenyl Sorts Semiconducting Single-Walled Carbon Nanotubes with Structural Specificity},
author = {Gao, Jia and Sengar, Nikita and Wu, Ying and Jockusch, Steffen and Nuckolls, Colin and Clancy, Paulette and Loo, Yueh-Lin},
abstractNote = {Here, 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.},
doi = {10.1021/acs.chemmater.6b04018},
journal = {Chemistry of Materials},
issn = {0897-4756},
number = 2,
volume = 29,
place = {United States},
year = {2017},
month = {1}
}

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