Material solubility and molecular compatibility effects in the design of fullerene/polymer composites for organic bulk heterojunction solar cells

We report a systematic study of more than 100 bicomponent systems composed of 19 different fullerene derivatives blended with 9 different conjugated polymers (including previously investigated poly(3-hexylthiophene)). It was shown that short circuit current density (JSC) and light power conversion efficiency (η) of the fullerene/polymer photovoltaic devices depend on the solubility of the fullerene components in the solvent used for the blend film deposition (chlorobenzene). The revealed dependences have unusual “double branch” character because many fullerene derivatives possessing similar solubilities showed different photovoltaic performances. This behavior was related to the peculiarities of the molecular structures of the fullerene derivatives. Substituents attached to the cyclopropane ring fused with the fullerene cage in methanofullerenes affected both the morphology of their composites with conjugated polymers and their photovoltaic performance. It was demonstrated that variation of the fullerene component blended with a conjugated polymer might easily change its photovoltaic performance by a factor of 3–4. The obtained results proved that design of appropriate fullerene derivatives and novel conjugated polymers are equally important tasks on the way towards highly efficient organic photovoltaics.

[1]  N. S. Sariciftci,et al.  Improved Photovoltaic Performance of PPV‐Based Copolymers Using Optimized Fullerene‐Based Counterparts , 2013 .

[2]  Lin X. Chen,et al.  Current trends in the optimization of low band gap polymers in bulk heterojunction photovoltaic devices , 2011 .

[3]  P. Troshin,et al.  Polymerizable fullerene-based material for organic solar cells , 2011 .

[4]  David Gendron,et al.  New conjugated polymers for plastic solar cells , 2011 .

[5]  N. S. Sariciftci,et al.  Photovoltaic performance of PPE-PPV copolymers: effect of the fullerene component , 2011 .

[6]  Martin Egginger,et al.  [70]fullerene-based materials for organic solar cells. , 2011, ChemSusChem.

[7]  Pierre-Antoine Bouit,et al.  Organic photovoltaics: a chemical approach. , 2010, Chemical communications.

[8]  Fred Wudl,et al.  Organic electronics from perylene to organic photovoltaics: painting a brief history with a broad brush , 2010 .

[9]  N. S. Sariciftci,et al.  Self-assembly of thiophene- and furan-appended methanofullerenes with poly(3-hexylthiophene) in organic solar cells. , 2010, ChemSusChem.

[10]  Yongfang Li,et al.  Indene-C(60) bisadduct: a new acceptor for high-performance polymer solar cells. , 2010, Journal of the American Chemical Society.

[11]  C. Deibel,et al.  Fullerene dimers (C60/C70) for energy harvesting. , 2009, Chemistry.

[12]  S. Jenekhe,et al.  Regioregular Poly(3-pentylthiophene): Synthesis, Self-Assembly of Nanowires, High-Mobility Field-Effect Transistors, and Efficient Photovoltaic Cells , 2009 .

[13]  M. Wienk,et al.  Copolymers of Cyclopentadithiophene and Electron‐Deficient Aromatic Units Designed for Photovoltaic Applications , 2009 .

[14]  J. D’Haen,et al.  Effect of Alkyl Side‐Chain Length on Photovoltaic Properties of Poly(3‐alkylthiophene)/PCBM Bulk Heterojunctions , 2009 .

[15]  N. S. Sariciftci,et al.  Trannulenes: a new class of photoactive materials for organic photovoltaic devices , 2009 .

[16]  Chain‐Shu Hsu,et al.  Synthesis of conjugated polymers for organic solar cell applications. , 2009, Chemical reviews.

[17]  J. Manca,et al.  Varying polymer crystallinity in nanofiber poly(3-alkylthiophene): PCBM solar cells: Influence on charge-transfer state energy and open-circuit voltage , 2009 .

[18]  S. Beaupré,et al.  Highly efficient organic solar cells based on a poly(2,7-carbazole) derivative , 2009 .

[19]  P. Adriaensens,et al.  Efficient formation, isolation and characterization of poly(3-alkylthiophene) nanofibres: probing order as a function of side-chain length , 2009 .

[20]  Yong Cao,et al.  Development of novel conjugated donor polymers for high-efficiency bulk-heterojunction photovoltaic devices. , 2009, Accounts of chemical research.

[21]  Martin Egginger,et al.  Material Solubility‐Photovoltaic Performance Relationship in the Design of Novel Fullerene Derivatives for Bulk Heterojunction Solar Cells , 2009 .

[22]  Edward Van Keuren,et al.  Endohedral fullerenes for organic photovoltaic devices. , 2009, Nature materials.

[23]  Martijn Lenes,et al.  Fullerene Bisadducts for Enhanced Open‐Circuit Voltages and Efficiencies in Polymer Solar Cells , 2008 .

[24]  Christoph J. Brabec,et al.  Two Novel Cyclopentadithiophene-Based Alternating Copolymers as Potential Donor Components for High-Efficiency Bulk-Heterojunction-Type Solar Cells , 2008 .

[25]  Jae Kwan Lee,et al.  Functionalized methanofullerenes used as n-type materials in bulk-heterojunction polymer solar cells and in field-effect transistors. , 2008, Journal of the American Chemical Society.

[26]  Ye Tao,et al.  Toward a rational design of poly(2,7-carbazole) derivatives for solar cells. , 2008, Journal of the American Chemical Society.

[27]  Niyazi Serdar Sariciftci,et al.  Effects of Annealing on the Nanomorphology and Performance of Poly(alkylthiophene):Fullerene Bulk‐Heterojunction Solar Cells , 2007 .

[28]  P. Troshin,et al.  Synthesis and investigation of fullerene-based acceptor materials , 2007 .

[29]  Jan C Hummelen,et al.  Increasing the open circuit voltage of bulk-heterojunction solar cells by raising the LUMO level of the acceptor. , 2007, Organic letters.

[30]  Naoki Asakawa,et al.  Twist glass transition in regioregulated poly(3-alkylthiophene) , 2006, cond-mat/0608206.

[31]  Mats Andersson,et al.  Influence of Solvent Mixing on the Morphology and Performance of Solar Cells Based on Polyfluorene Copolymer/Fullerene Blends , 2006 .

[32]  Christoph J. Brabec,et al.  Design Rules for Donors in Bulk‐Heterojunction Solar Cells—Towards 10 % Energy‐Conversion Efficiency , 2006 .

[33]  Paul A. van Hal,et al.  Efficient methano[70]fullerene/MDMO-PPV bulk heterojunction photovoltaic cells. , 2003, Angewandte Chemie.

[34]  Mats Andersson,et al.  High‐Performance Polymer Solar Cells of an Alternating Polyfluorene Copolymer and a Fullerene Derivative , 2003 .

[35]  C. Brabec,et al.  Origin of the Open Circuit Voltage of Plastic Solar Cells , 2001 .

[36]  Jie Yao,et al.  Preparation and Characterization of Fulleroid and Methanofullerene Derivatives , 1995 .

[37]  Tian-An Chen,et al.  Regiocontrolled Synthesis of Poly(3-alkylthiophenes) Mediated by Rieke Zinc: Their Characterization and Solid-State Properties , 1995 .