Marked Consequences of Systematic Oligothiophene Catenation in Thieno[3,4-c]pyrrole-4,6-dione and Bithiopheneimide Photovoltaic Copolymers

Journal of the American Chemical Society
Nanjia ZhouTobin J Marks

Abstract

As effective building blocks for high-mobility transistor polymers, oligothiophenes are receiving attention for polymer solar cells (PSCs) because the resulting polymers can effectively suppress charge recombination. Here we investigate two series of in-chain donor-acceptor copolymers, PTPDnT and PBTInT, based on thieno[3,4-c]pyrrole-4,6-dione (TPD) or bithiopheneimide (BTI) as electron acceptor units, respectively, and oligothiophenes (nTs) as donor counits, for high-performance PSCs. Intramolecular S···O interaction leads to more planar TPD polymer backbones, however backbone torsion yields greater open-circuit voltages for BTI polymers. Thiophene addition progressively raises polymer HOMOs but marginally affects their band gaps. FT-Raman spectra indicate that PTPDnT and PBTInT conjugation lengths scale with nT catenation up to n = 3 and then saturate for longer oligomer. Furthermore, the effects of oligothiophene alkylation position are explored, revealing that the alkylation pattern greatly affects film morphology and PSC performance. The 3T with "outward" alkylation in PTPD3T and PBTI3T affords optimal π-conjugation, close stacking, long-range order, and high hole mobilities (0.1 cm(2)/(V s)). These characteristics contrib...Continue Reading

References

Oct 1, 1994·Physical Review. B, Condensed Matter·V HernandezG Zerbi
Dec 1, 1960·The Biochemical Journal·C CESSI, F PILIEGO
Mar 18, 2004·Journal of the American Chemical Society·Beng S OngSandra Gardner
Mar 21, 2006·Nature Materials·Iain McCullochMichael F Toney
Apr 13, 2007·Chemical Reviews·Serap GünesNiyazi Serdar Sariciftci
Nov 29, 2007·Angewandte Chemie·Barry C Thompson, Jean M J Fréchet
Dec 22, 2007·Journal of the American Chemical Society·Nicolas BlouinMario Leclerc
Feb 22, 2008·Journal of the American Chemical Society·Jae Kwan LeeAlan J Heeger
Dec 3, 2009·Journal of Applied Crystallography·Detlef-M Smilgies
Jan 28, 2010·Journal of the American Chemical Society·Qingdong ZhengHoward E Katz
May 18, 2010·Journal of the American Chemical Society·Claudia PiliegoJean M J Fréchet
Feb 15, 2011·Chemical Reviews·Bridget CarstenLuping Yu
Mar 25, 2011·The Journal of Chemical Physics·Philipp M OberhumerRichard H Friend
Jun 8, 2011·Journal of the American Chemical Society·Chad M AmbJohn R Reynolds
Oct 6, 2011·Journal of the American Chemical Society·Sangwon KoZhenan Bao
Nov 8, 2011·Nature Materials·Yanming SunAlan J Heeger
Mar 2, 2012·Nano Letters·Nichole Cates MillerMichael D McGehee
Jul 21, 2012·Journal of the American Chemical Society·Weiwei LiRené A J Janssen
Oct 26, 2012·Journal of the American Chemical Society·Stoichko D DimitrovJames R Durrant
Nov 15, 2012·Journal of the American Chemical Society·Akinori SaekiShu Seki
Jun 27, 2013·Journal of the American Chemical Society·Nicholas E JacksonMark A Ratner
Dec 5, 2013·Progress in Polymer Science·M C Scharber, N S Sariciftci
May 30, 2014·Chemical Reviews·Ye HuangGuillermo C Bazan
Jun 17, 2014·Journal of the American Chemical Society·Kenneth R GrahamMichael D McGehee
Jul 25, 2014·Journal of the American Chemical Society·Renee KroonMats R Andersson
Aug 8, 2014·Journal of the American Chemical Society·Koen H HendriksRené A J Janssen

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Citations

May 24, 2016·Journal of the American Chemical Society·Ferdinand S MelkonyanTobin J Marks
Oct 5, 2017·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Cesar Garcias-MoralesArmando Ariza-Castolo
Aug 24, 2017·Physical Chemistry Chemical Physics : PCCP·Fan YangWeiwei Li
Sep 7, 2017·Chemistry : a European Journal·Fu-Peng WuLiang-Sheng Liao
Aug 17, 2020·Chemical Communications : Chem Comm·Chaowei ZhaoWeiwei Li
Dec 10, 2016·Journal of the American Chemical Society·Alexander S DudnikTobin J Marks
Oct 8, 2021·Accounts of Chemical Research·Kui FengXugang Guo

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