Carrier multiplication using singlet exciton fission ( SF) to generate a pair of spin-triplet excitons from a single optical excitation has been highlighted as a promising approach to boost the photocurrent in photovoltaics (PVs) thereby allowing PV operation beyond the Shockley-Queisser limit. The applicability of many efficient fission materials, however, is limited due to their poor solubility. For instance, while acene-based organics such as pentacene ( Pc) show high SF yields ( up to 200%), the plain acene backbone renders the organic molecule insoluble in common organic solvents. Previous approaches adding solubilizing side groups such as bis(tri-iso-propylsilylethynyl) to the Pc core resulted in low vertical carrier mobilities due to reduction of the transfer integrals via steric hindrance, which prevented high efficiencies in PVs. Here we show how to achieve good solubility while retaining the advantages of molecular Pc by using a soluble precursor route. The precursor fully converts into molecular Pc through thermal removal of the solubilizing side groups upon annealing above 150 degrees C in the solid state. The annealed precursor shows small differences in the crystallinity compared to evaporated thin films of Pc, indicating that the Pc adopts the bulk rather than surface polytype. Furthermore, we identify identical SF properties such as sub-100 fs fission time and equally long triplet lifetimes in both samples. (C) 2016 Author(s).
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Department of Chemical Science and Engineering, Graduate School of Engineering, Kobe University, Kobe 657-8501, JapanDepartment of Chemical Science and Engineering, Graduate School of Engineering, Kobe University, Kobe 657-8501, Japan
Murai, Yuki
Misaki, Masahiro
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Department of Chemical Science and Engineering, Graduate School of Engineering, Kobe University, Kobe 657-8501, JapanDepartment of Chemical Science and Engineering, Graduate School of Engineering, Kobe University, Kobe 657-8501, Japan
Misaki, Masahiro
Ishida, Kenji
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Department of Chemical Science and Engineering, Graduate School of Engineering, Kobe University, Kobe 657-8501, JapanDepartment of Chemical Science and Engineering, Graduate School of Engineering, Kobe University, Kobe 657-8501, Japan
Ishida, Kenji
Ueda, Yasukiyo
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Department of Chemical Science and Engineering, Graduate School of Engineering, Kobe University, Kobe 657-8501, JapanDepartment of Chemical Science and Engineering, Graduate School of Engineering, Kobe University, Kobe 657-8501, Japan
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Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USAUniv Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Zimmerman, Paul M.
Bell, Franziska
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Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Univ Calif Berkeley, Lawrence Berkeley Natl Lab, Berkeley, CA 94720 USAUniv Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Bell, Franziska
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Casanova, David
Head-Gordon, Martin
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Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Univ Calif Berkeley, Lawrence Berkeley Natl Lab, Berkeley, CA 94720 USAUniv Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
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Max Planck Gesell, Fritz Haber Inst, D-14195 Berlin, GermanyMax Planck Gesell, Fritz Haber Inst, D-14195 Berlin, Germany
Seiler, Helene
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Krynski, Marcin
Zahn, Daniela
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Max Planck Gesell, Fritz Haber Inst, D-14195 Berlin, GermanyMax Planck Gesell, Fritz Haber Inst, D-14195 Berlin, Germany
Zahn, Daniela
Hammer, Sebastian
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Julius Maximilians Univ, Expt Phys 6, D-97074 Wurzburg, GermanyMax Planck Gesell, Fritz Haber Inst, D-14195 Berlin, Germany
Hammer, Sebastian
Windsor, Yoav William
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Max Planck Gesell, Fritz Haber Inst, D-14195 Berlin, GermanyMax Planck Gesell, Fritz Haber Inst, D-14195 Berlin, Germany
Windsor, Yoav William
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Vasileiadis, Thomas
Pflaum, Jens
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Julius Maximilians Univ, Expt Phys 6, D-97074 Wurzburg, Germany
Bayer Zentrum Angew Energieforsch, Magdalene Schoch Str 3, D-97074 Wurzburg, GermanyMax Planck Gesell, Fritz Haber Inst, D-14195 Berlin, Germany
Pflaum, Jens
Ernstorfer, Ralph
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Max Planck Gesell, Fritz Haber Inst, D-14195 Berlin, GermanyMax Planck Gesell, Fritz Haber Inst, D-14195 Berlin, Germany
Ernstorfer, Ralph
Rossi, Mariana
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Max Planck Gesell, Fritz Haber Inst, D-14195 Berlin, Germany
Max Planck Inst Struktur & Dynam Materie, D-22761 Hamburg, GermanyMax Planck Gesell, Fritz Haber Inst, D-14195 Berlin, Germany
Rossi, Mariana
Schwoerer, Heinrich
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Max Planck Inst Struktur & Dynam Materie, D-22761 Hamburg, GermanyMax Planck Gesell, Fritz Haber Inst, D-14195 Berlin, Germany
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Department of Chemical Engineering, Stanford University, Stanford, CA 94305Department of Chemical Engineering, Stanford University, Stanford, CA 94305
Zimmerman P.M.
Zhang Z.
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Stanford Nanofabrication Facility, Stanford University, Stanford, CA 94305Department of Chemical Engineering, Stanford University, Stanford, CA 94305
Zhang Z.
Musgrave C.B.
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Department of Chemical and Biological Engineering, University of Colorado at Boulder, BoulderDepartment of Chemical Engineering, Stanford University, Stanford, CA 94305
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Tata Inst Fundamental Res, Dept Chem Sci, Bombay 400005, Maharashtra, India
Northwestern Univ, Dept Chem, Evanston, IL USAIndian Inst Sci, Solid State & Struct Chem Unit, Bangalore 560012, Karnataka, India
Roy, Palas
Puttaraju, Boregowda
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Indian Inst Sci, Solid State & Struct Chem Unit, Bangalore 560012, Karnataka, IndiaIndian Inst Sci, Solid State & Struct Chem Unit, Bangalore 560012, Karnataka, India
Puttaraju, Boregowda
Salzner, Ulrike
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Bilkent Univ, Dept Chem, TR-06800 Ankara, TurkeyIndian Inst Sci, Solid State & Struct Chem Unit, Bangalore 560012, Karnataka, India
Salzner, Ulrike
Musser, Andrew J.
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Univ Sheffield, Dept Phys & Astron, Sheffield S3 7RH, S Yorkshire, EnglandIndian Inst Sci, Solid State & Struct Chem Unit, Bangalore 560012, Karnataka, India
Musser, Andrew J.
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Jain, Manish
Dasgupta, Jyotishman
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Tata Inst Fundamental Res, Dept Chem Sci, Bombay 400005, Maharashtra, IndiaIndian Inst Sci, Solid State & Struct Chem Unit, Bangalore 560012, Karnataka, India