Molecular packing determines singlet exciton fission in organic semiconductors

ACS Nano

Volumn 8, Issue 7, 2014, Pages 7377-7383

  Kolata, Kolja ^a   Breuer, Tobias ^a   Witte, Gregor ^a   Chatterjee, Sangam ^a  

^a PHILIPPS UNIVERSITY MARBURG   (Germany)

Author keywords

correlated triplet pair dynamics; light harvesting; organic thin films; singlet exciton fission; ultrafast pump probe spectroscopy; stacking

Indexed keywords

HARVESTING; SPECTROSCOPY;

INTERMOLECULAR COUPLING; LIGHT-HARVESTING; ORGANIC PHOTOVOLTAIC DEVICES; ORGANIC THIN FILMS; PHOTOVOLTAIC CONVERSION; SHOCKLEY-QUEISSER LIMITS; SINGLET EXCITONS; ULTRAFAST PUMP-PROBE SPECTROSCOPY;

EXCITONS;

EID: 84904722782     PISSN: 19360851     EISSN: 1936086X     Source Type: Journal    
DOI: 10.1021/nn502544d     Document Type: Article

References (34)

1. Piner, R. D.; Xu, J. Z.; Hong, S.; Mirkin, C. A. "Dip-Pen" Nanolithography Science 1999, 283, 661-663
2. Sirringhaus, H.; Kawase, T.; Friend, R. H.; Shimoda, T.; Inbasekaran, M.; Wu, W.; Woo, E. P. High-Resolution Inkjet Printing of All-Polymer Transistor Circuits Science 2000, 290, 2123-2126
3. Krebs, F. C.; Gevorgyan, S. A.; Alstrup, J. A Roll-to-Roll Process to Flexible Polymer Solar Cells: Model Studies, Manufacture and Operational Stability Studies J. Mater. Chem. 2009, 19, 5442-5451
4. Shockley, W.; Queisser, H. J. Detailed Balance Limit of Efficiency of pn Junction Solar Cells J. Appl. Phys. 1961, 32, 510-519
5. Swenberg, C. E.; Stacy, W. T. Bimolecular Radiationless Transitions in Crystalline Tetracene Chem. Phys. Lett. 1968, 2, 327-328
6. Congreve, D. N.; Lee, J.; Thompson, N. J.; Hontz, E.; Yost, S. R.; Reusswig, P. D.; Bahlke, M. E.; Reineke, S.; Van Voorhis, T.; Baldo, M. A. External Quantum Efficiency above 100% in a Singlet-Exciton-Fission-Based Organic Photovoltaic Cell Science 2013, 340, 334-337
7. Walker, B. J.; Musser, A. J.; Beljonne, D.; Friend, R. H. Singlet Exciton Fission in Solution Nat. Chem. 2013, 5, 1019-1024
8. Smith, M. B.; Michl, J. Singlet Fission Chem. Rev. 2010, 110, 6891-6936
9. Smith, M. B.; Michl, J. Recent Advances in Singlet Fission Annu. Rev. Phys. Chem. 2013, 64, 361-386
10. Anthony, J. E. The Larger Acenes: Versatile Organic Semiconductors Angew. Chem., Int. Ed. 2008, 47, 452-483
11. Delgado, M. C. R.; Pigg, K. R.; da Silva Filho, D. A.; Gruhn, N. E.; Sakamoto, S.; Suzuki, T.; Osuna, R. M.; Casado, J.; Hernández, V.; Teodomiro López Navarrete, J. et al. Impact of Perfluorination on the Charge-Transport Parameters of Oligoacene Crystals J. Am. Chem. Soc. 2009, 131, 1502-1512
12. Tiago, M. L.; Northrup, J. E.; Louie, S. G. Ab Initio Calculation of the Electronic and Optical Properties of Solid Pentacene Phys. Rev. B 2003, 67, 115212
13. Sharifzadeh, S.; Biller, A.; Kronik, L.; Neaton, J. B. Quasiparticle and Optical Spectroscopy of the Organic Semiconductors Pentacene and PTCDA from First Principles Phys. Rev. B 2012, 85, 125307
14. Sharifzadeh, S.; Darancet, P.; Kronik, L.; Neaton, J. B. Low-Energy Charge-Transfer Excitons in Organic Solids from First-Principles: The Case of Pentacene J. Phys. Chem. Lett. 2013, 4, 2197-2201
15. Beljonne, D.; Yamagata, H.; Brédas, J. L.; Spano, F. C.; Olivier, Y. Charge-Transfer Excitations Steer the Davydov Splitting and Mediate Singlet Exciton Fission in Pentacene Phys. Rev. Lett. 2013, 110, 226402
16. Breuer, T.; Witte, G. Epitaxial Growth of Perfluoropentacene Films with Predefined Molecular Orientation: A Route for Single-Crystal Optical Studies Phys. Rev. B 2011, 83, 155428
17. Sakamoto, Y.; Suzuki, T.; Kobayashi, M.; Gao, Y.; Fukai, Y.; Inoue, Y.; Sato, F.; Tokito, S. Perfluoropentacene: High-Performance p-n Junctions and Complementary Circuits with Pentacene J. Am. Chem. Soc. 2004, 126, 8138-8140
18. Hinderhofer, A.; Heinemeyer, U.; Gerlach, A.; Kowarik, S.; Jacobs, R. M. J.; Suzuki, T.; Schreiber, F. Optical Properties of Pentacene and Perfluoropentacene Thin Films J. Chem. Phys. 2007, 127, 194705
19. Förster, Th.; Kasper, K. Ein Konzentrationsumschlag der Fluoreszenz Z. Phys. Chem. 1954, 1, 275-277
20. Stevens, B.; Hutton, E. Radiative Life-Time of the Pyrene Dimer and the Possible Role of Excited Dimers in Energy Transfer Processes Nature 1960, 186, 1045-1046
21. Stevens, B. Evidence for the Photo-Association of Aromatic Hydrocarbons in Fluid Media Nature 1961, 192, 725-727
22. Schwoerer, M.; Wolf, H. C. Organic Molecular Solids; Wiley-VCH Verlag: Weinheim, 2007; p 156.
23. Schlettwein, D.; Back, A.; Schilling, B.; Fritz, T.; Armstrong, N. R. Ultrathin Films of Perylenedianhydride and Perylenebis(dicarboximide) Dyes on (001) Alkali Halide Surfaces Chem. Mater. 1998, 10, 601-612
24. Zimmerman, P. M.; Zhang, Z.; Musgrave, C. B. Singlet Fission in Pentacene through Multi-Exciton Quantum States Nat. Chem. 2010, 2, 648-652
25. Marciniak, H.; Fiebig, M.; Huth, M.; Schiefer, S.; Nickel, B.; Selmaier, F.; Lochbrunner, S. Ultrafast Exciton Relaxation in Microcrystalline Pentacene Films Phys. Rev. Lett. 2007, 99, 176402
26. Anger, F.; Ossó, J. O.; Heinemeyer, U.; Broch, K.; Scholz, R.; Gerlach, A.; Schreiber, F. Photoluminescence Spectroscopy of Pure Pentacene, Perfluoropentacene, and Mixed Thin Films J. Chem. Phys. 2012, 136, 054701
27. Chan, W.-L.; Ligges, M.; Jailaubekov, A.; Kaake, L.; Miaja-Avila, L.; Zhu, X.-Y. Observing the Multiexciton State in Singlet Fission and Ensuing Ultrafast Multielectron Transfer Science 2011, 334, 1541-1545
28. Chan, W.-L.; Ligges, M.; Zhu, X.-Y. The Energy Barrier in Singlet Fission Can Be Overcome through Coherent Coupling and Entropic Gain Nat. Chem. 2012, 4, 840-845
29. Shirai, S.; Iwata, S.; Tani, T.; Inagaki, S. Ab Initio Studies of Aromatic Excimers Using Multiconfiguration Quasi-Degenerate Perturbation Theory J. Phys. Chem. A 2011, 115, 7687-7699
30. Warshel, A.; Karplus, M. Semiclassical Trajectory Approach to Photoisomerization Chem. Phys. Lett. 1975, 32, 11-17
31. Nikitin, E. E. Theory of Non-Adiabatic Vibrational Relaxation in Atom-Molecular Collisions Mol. Phys. 1964, 7, 389-396
32. Polli, D.; Altoè, P.; Weingart, O.; Spillane, K. M.; Manzoni, C.; Brida, D.; Tomasello, G.; Orlandi, G.; Kukura, P.; Mathies et al. Conical Intersection Dynamics of the Primary Photoisomerization Event in Vision Nature 2010, 467, 440-443
33. Zhang, X.; Li, Q.-S.; Xie, Y.; Schaefer, H. F. The Lowest Triplet Electronic States of Polyacenes and Perfluoropolyacenes Mol. Phys. 2007, 105, 2743-2752
34. Breuer, T.; Celik, M. A.; Jakob, P.; Tonner, R.; Witte, G. Vibrational Davydov-Splittings and Collective Mode Polarizations in Oriented Organic Semiconductor Crystals J. Phys. Chem. C 2012, 116, 14491-14503