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Functionalized Rosette Nanotubes as Novel Electron Donor Materials for Solution-Processed Organic Photovoltaics

Published online by Cambridge University Press:  11 February 2015

Liang Shuai,
Venkatakrishnan Parthasarathy,
Jae-Young Cho,
Takeshi Yamazaki,
Rachel L. Beingessner and
Hicham Fenniri
Liang Shuai
Affiliation:
Department of Chemistry, University of Alberta, 11227 Saskatchewan Drive, Edmonton, Alberta T6G 2G2, CanadaNational Institute for Nanotechnology, 11421 Saskatchewan Drive, Edmonton, Alberta T6G 2M9, Canada
Venkatakrishnan Parthasarathy
Affiliation:
Department of Chemistry, University of Alberta, 11227 Saskatchewan Drive, Edmonton, Alberta T6G 2G2, CanadaNational Institute for Nanotechnology, 11421 Saskatchewan Drive, Edmonton, Alberta T6G 2M9, Canada
Jae-Young Cho
Affiliation:
National Institute for Nanotechnology, 11421 Saskatchewan Drive, Edmonton, Alberta T6G 2M9, Canada
Takeshi Yamazaki
Affiliation:
Department of Chemistry, University of Alberta, 11227 Saskatchewan Drive, Edmonton, Alberta T6G 2G2, CanadaNational Institute for Nanotechnology, 11421 Saskatchewan Drive, Edmonton, Alberta T6G 2M9, Canada
Rachel L. Beingessner
Affiliation:
National Institute for Nanotechnology, 11421 Saskatchewan Drive, Edmonton, Alberta T6G 2M9, Canada
Hicham Fenniri*
Affiliation:
Department of Chemical Engineering, 313 Snell Engineering Center, Northeastern University, 360 Huntington Avenue, Boston, MA 02115-5000
*
*Email: h.fenniri@neu.edu
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Abstract

Two self-assembling twin guanine-cytosine (G∧C) hybrid molecules featuring porphyrin (TPPO-(G∧C)2) and oligothiophene groups (6T-(G∧C)2) were synthesized. In organic solution, these molecules self-assemble into one-dimensional rosette nanotubes (RNTs) featuring the porphyrin or oligiothiophene groups on the outer surface. Using a combination of imaging and spectroscopic techniques we established the structure of the TPPO-(G∧C)2 and 6T-(G∧C)2 RNTs and compared the HOMO and LUMO energy levels with PC61BM, a well-known electron acceptor material. These studies, in combination with solid-state photoluminescence data of PC61BM-TPPO-(G∧C)2 RNT blended thin films, indicates that these self-assembled nanomaterials have great potential as electron donor materials for solution-processed organic photovoltaics.

Keywords

photovoltaicself-assemblyorganic

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