Variation of the Side Chain Branch Position Leads to Vastly Improved Molecular Weight and OPV Performance in 4,8-dialkoxybenzo[1,2-b:4,5-b′]dithiophene/2,1,3-benzothiadiazole Copolymers

Through manipulation of the solubilizing side chains, we were able to dramatically improve the molecular weight (Mw) of 4,8-dialkoxybenzo[1,2-b:4,5-b′]dithiophene (BDT)/2,1,3-benzothiadiazole (BT) copolymers. When dodecyl side chains (P1) are employed at the 4- and 8-positions of the BDT unit, we ob...

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Main Authors: Robert C. Coffin, Christopher M. MacNeill, Eric D. Peterson, Jeremy W. Ward, Jack W. Owen, Claire A. McLellan, Gregory M. Smith, Ronald E. Noftle, Oana D. Jurchescu, David L. Carroll
Format: Article
Language:English
Published: Wiley 2011-01-01
Series:Journal of Nanotechnology
Online Access:http://dx.doi.org/10.1155/2011/572329
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author Robert C. Coffin
Christopher M. MacNeill
Eric D. Peterson
Jeremy W. Ward
Jack W. Owen
Claire A. McLellan
Gregory M. Smith
Ronald E. Noftle
Oana D. Jurchescu
David L. Carroll
author_facet Robert C. Coffin
Christopher M. MacNeill
Eric D. Peterson
Jeremy W. Ward
Jack W. Owen
Claire A. McLellan
Gregory M. Smith
Ronald E. Noftle
Oana D. Jurchescu
David L. Carroll
author_sort Robert C. Coffin
collection DOAJ
description Through manipulation of the solubilizing side chains, we were able to dramatically improve the molecular weight (Mw) of 4,8-dialkoxybenzo[1,2-b:4,5-b′]dithiophene (BDT)/2,1,3-benzothiadiazole (BT) copolymers. When dodecyl side chains (P1) are employed at the 4- and 8-positions of the BDT unit, we obtain a chloroform-soluble copolymer fraction with Mw of 6.3 kg/mol. Surprisingly, by moving to the commonly employed 2-ethylhexyl branch (P2), Mw decreases to 3.4 kg/mol. This is despite numerous reports that this side chain increases solubility and Mw. By moving the ethyl branch in one position relative to the polymer backbone (1-ethylhexyl, P3), Mw is dramatically increased to 68.8 kg/mol. As a result of this Mw increase, the shape of the absorption profile is dramatically altered, with λmax = 637 nm compared with 598 nm for P1 and 579 nm for P2. The hole mobility as determined by thin film transistor (TFT) measurements is improved from ~1×10−6 cm2/Vs for P1 and P2 to 7×10−4 cm2/Vs for P3, while solar cell power conversion efficiency in increased to 2.91% for P3 relative to 0.31% and 0.19% for P1 and P2, respectively.
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spelling doaj-art-5afce8b67aaa4b54b9ba317b2a93f40f2025-02-03T01:33:03ZengWileyJournal of Nanotechnology1687-95031687-95112011-01-01201110.1155/2011/572329572329Variation of the Side Chain Branch Position Leads to Vastly Improved Molecular Weight and OPV Performance in 4,8-dialkoxybenzo[1,2-b:4,5-b′]dithiophene/2,1,3-benzothiadiazole CopolymersRobert C. Coffin0Christopher M. MacNeill1Eric D. Peterson2Jeremy W. Ward3Jack W. Owen4Claire A. McLellan5Gregory M. Smith6Ronald E. Noftle7Oana D. Jurchescu8David L. Carroll9The Department of Physics and the Center for Nanotechnology and Molecular Materials, Wake Forest University, Winston-Salem, NC 27109, USAThe Department of Chemistry, Wake Forest University, Winston-Salem, NC 27109, USAThe Department of Physics and the Center for Nanotechnology and Molecular Materials, Wake Forest University, Winston-Salem, NC 27109, USAThe Department of Physics and the Center for Nanotechnology and Molecular Materials, Wake Forest University, Winston-Salem, NC 27109, USAThe Department of Physics and the Center for Nanotechnology and Molecular Materials, Wake Forest University, Winston-Salem, NC 27109, USAThe Department of Physics and the Center for Nanotechnology and Molecular Materials, Wake Forest University, Winston-Salem, NC 27109, USAThe Department of Physics and the Center for Nanotechnology and Molecular Materials, Wake Forest University, Winston-Salem, NC 27109, USAThe Department of Chemistry, Wake Forest University, Winston-Salem, NC 27109, USAThe Department of Physics and the Center for Nanotechnology and Molecular Materials, Wake Forest University, Winston-Salem, NC 27109, USAThe Department of Physics and the Center for Nanotechnology and Molecular Materials, Wake Forest University, Winston-Salem, NC 27109, USAThrough manipulation of the solubilizing side chains, we were able to dramatically improve the molecular weight (Mw) of 4,8-dialkoxybenzo[1,2-b:4,5-b′]dithiophene (BDT)/2,1,3-benzothiadiazole (BT) copolymers. When dodecyl side chains (P1) are employed at the 4- and 8-positions of the BDT unit, we obtain a chloroform-soluble copolymer fraction with Mw of 6.3 kg/mol. Surprisingly, by moving to the commonly employed 2-ethylhexyl branch (P2), Mw decreases to 3.4 kg/mol. This is despite numerous reports that this side chain increases solubility and Mw. By moving the ethyl branch in one position relative to the polymer backbone (1-ethylhexyl, P3), Mw is dramatically increased to 68.8 kg/mol. As a result of this Mw increase, the shape of the absorption profile is dramatically altered, with λmax = 637 nm compared with 598 nm for P1 and 579 nm for P2. The hole mobility as determined by thin film transistor (TFT) measurements is improved from ~1×10−6 cm2/Vs for P1 and P2 to 7×10−4 cm2/Vs for P3, while solar cell power conversion efficiency in increased to 2.91% for P3 relative to 0.31% and 0.19% for P1 and P2, respectively.http://dx.doi.org/10.1155/2011/572329
spellingShingle Robert C. Coffin
Christopher M. MacNeill
Eric D. Peterson
Jeremy W. Ward
Jack W. Owen
Claire A. McLellan
Gregory M. Smith
Ronald E. Noftle
Oana D. Jurchescu
David L. Carroll
Variation of the Side Chain Branch Position Leads to Vastly Improved Molecular Weight and OPV Performance in 4,8-dialkoxybenzo[1,2-b:4,5-b′]dithiophene/2,1,3-benzothiadiazole Copolymers
Journal of Nanotechnology
title Variation of the Side Chain Branch Position Leads to Vastly Improved Molecular Weight and OPV Performance in 4,8-dialkoxybenzo[1,2-b:4,5-b′]dithiophene/2,1,3-benzothiadiazole Copolymers
title_full Variation of the Side Chain Branch Position Leads to Vastly Improved Molecular Weight and OPV Performance in 4,8-dialkoxybenzo[1,2-b:4,5-b′]dithiophene/2,1,3-benzothiadiazole Copolymers
title_fullStr Variation of the Side Chain Branch Position Leads to Vastly Improved Molecular Weight and OPV Performance in 4,8-dialkoxybenzo[1,2-b:4,5-b′]dithiophene/2,1,3-benzothiadiazole Copolymers
title_full_unstemmed Variation of the Side Chain Branch Position Leads to Vastly Improved Molecular Weight and OPV Performance in 4,8-dialkoxybenzo[1,2-b:4,5-b′]dithiophene/2,1,3-benzothiadiazole Copolymers
title_short Variation of the Side Chain Branch Position Leads to Vastly Improved Molecular Weight and OPV Performance in 4,8-dialkoxybenzo[1,2-b:4,5-b′]dithiophene/2,1,3-benzothiadiazole Copolymers
title_sort variation of the side chain branch position leads to vastly improved molecular weight and opv performance in 4 8 dialkoxybenzo 1 2 b 4 5 b dithiophene 2 1 3 benzothiadiazole copolymers
url http://dx.doi.org/10.1155/2011/572329
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