Efficient singlet exciton fission in pentacene prepared from a soluble precursor
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 a...
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Published in: | APL materials Vol. 4; no. 11; pp. 116112 - 116112-6 |
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Abstract | 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 to200%), 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 °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. |
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AbstractList | 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 to200%), 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 °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. |
Author | Tabachnyk, Maxim Pearson, Andrew J. Jellicoe, Tom C. Greenham, Neil C. Karani, Arfa H. Xiao, James Rao, Akshay Broch, Katharina Pazos-Outón, Luis M. Novák, Jiří Harkin, David Friend, Richard H. Böhm, Marcus L. |
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Cites_doi | 10.1021/cr1002613 10.1038/nphys3241 10.1039/c2cc31754k 10.1002/adma.201304187 10.1146/annurev-physchem-040412-110130 10.1126/science.1232994 10.1021/ja0266621 10.1038/nature10683 10.1063/1.4858176 10.1002/adma.201302427 10.1002/adma.201202877 10.1002/(SICI)1521-4095(199904)11:6<480::AID-ADMA480>3.0.CO;2-U 10.1063/1.363032 10.1038/nchem.1801 10.1038/nmat4093 10.1002/adfm.201501537 10.1063/1.555560 10.1103/PhysRevB.74.125416 10.1021/ja0162459 10.1021/nl503650a 10.1021/ja2080482 10.1039/c2jm13329f 10.1063/1.1736034 10.1063/1.4824420 10.1021/ja201688h 10.1103/PhysRevB.84.195411 |
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