Influence of chemical structure on the charge transfer state spectrum of a polymer:fullerene complex

Journal of Physical Chemistry C

Volumn 118, Issue 16, 2014, Pages 8253-8261

  Few, Sheridan ^a   Frost, Jarvist M ^b   Kirkpatrick, James ^a   Nelson, Jenny ^a  

^a IMPERIAL COLLEGE LONDON   (United Kingdom)

^b University of Bath   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

BLENDING; CHARGE TRANSFER; ELECTRONIC STRUCTURE; EXCITED STATES; FULLERENES; INTERFACES (MATERIALS); OLIGOMERS; POLYMER BLENDS; POLYMERS;

CHARGE TRANSFER STATE; DIKETOPYRROLOPYRROLES; EXPERIMENTAL SYSTEM; ORGANIC PHOTOVOLTAIC DEVICES; ORGANIC PHOTOVOLTAIC MATERIALS; OSCILLATOR STRENGTHS; THIOPHENE SUBSTITUTION; TIME DEPENDENT DENSITY FUNCTIONAL THEORY;

INTERFACE STATES;

EID: 84899542595     PISSN: 19327447     EISSN: 19327455     Source Type: Journal    
DOI: 10.1021/jp412449n     Document Type: Article

References (40)

1. Cho, S.; Coates, N.; Moon, J. S.; Park, S. H.; Roy, A.; Beaupre, S.; Moses, D.; Leclerc, M.; Lee, K.; Heeger, A. J. Bulk Heterojunction Solar Cells with Internal Quantum Efficiency approaching 100% Nat. Photonics 2009, 3 (Apr) 297-303
2. Deibel, C.; Strobel, T.; Dyakonov, V. Origin of the Efficient Polaron-Pair Dissociation in Polymer-Fullerene Blends Phys. Rev. Lett. 2009, 103 (3) 1-4
3. Knupfer, M.; Fink, J.; Fichou, D. Strongly confined polaron excitations in charged organic semiconductors Phys. Rev. B 2001, 63 (16) 1-4
4. Holdcroft, S. A photochemical study of poly(3-hexylthiophene) Macromolecules 1991, 24 (17) 4834-4838
5. Kanai, Y.; Grossman, J. C. Insights on interfacial charge transfer across P3HT/fullerene photovoltaic heterojunction from ab initio calculations Nano Lett. 2007, 7 (7) 1967-1972
6. Huang, Y.-s.; Westenhoff, S.; Avilov, I.; Sreearunothai, P.; Hodgkiss, J. M.; Deleener, C.; Friend, R. H.; Beljonne, D. Electronic structures of interfacial states formed at polymeric semiconductor heterojunctions Nat. Mater. 2008, 7 (6) 483-489
7. Liu, T.; Troisi, A. Absolute Rate of Charge Separation and Recombination in a Molecular Model of the P3HT/PCBM Interface J. Phys. Chem. C 2011, 115 (5) 2406-2415
8. Bakulin, A. a.; Rao, A.; Pavelyev, V. G.; van Loosdrecht, P. H. M.; Pshenichnikov, M. S.; Niedzialek, D.; Cornil, J.; Beljonne, D.; Friend, R. H. The Role of Driving Energy and Delocalized States for Charge Separation in Organic Semiconductors Science 2012, 1340 (Feb) 1-13
9. Kuritz, N.; Stein, T.; Baer, R.; Kronik, L. Charge-Transfer-Like π → π * Excitations in Time-Dependent Density Functional Theory: A Conundrum and Its Solution J. Chem. Theory Comput. 2011, 7, 2408-2415
10. Veldman, D.; Ipek, O.; Meskers, S. C. J.; Sweelssen, J.; Koetse, M. M.; Veenstra, S. C.; Kroon, J. M.; van Bavel, S. S.; Loos, J.; Janssen, R. A. J. Compositional and electric field dependence of the dissociation of charge transfer excitons in alternating polyfluorene copolymer/fullerene blends J. Am. Chem. Soc. 2008, 130 (24) 7721-7735
11. Clarke, T. T. M.; Durrant, J. J. R. Charge photogeneration in organic solar cells Chem. Rev. 2010, 110 (11) 6736-6767
12. Vandewal, K.; Albrecht, S.; Hoke, E. T.; Graham, K. R.; Widmer, J.; Douglas, J. D.; Schubert, M.; Mateker, W. R.; Bloking, J. T.; Burkhard, G. F.; Sellinger, A.; Fréchet, J. M. J.; Amassian, A.; Riede, M. K.; McGehee, M. D.; Neher, D.; Salleo, A. Efficient charge generation by relaxed charge-transfer states at organic interfaces Nat. Mater. 2014, 13 (1) 63-8
13. Lee, J.; Vandewal, K.; Yost, S. R.; Bahlke, M. E.; Goris, L.; Baldo, M. a.; Manca, J. V.; Van Voorhis, T. Charge transfer state versus hot exciton dissociation in polymer-fullerene blended solar cells J. Am. Chem. Soc. 2010, 132 (34) 11878-11880
14. Caruso, D.; Troisi, A. Long-range exciton dissociation in organic solar cells Proc. Natl. Acad. Sci. U. S. A. 2012, 109 (34) 13498-13502
15. Faist, M. a.; Kirchartz, T.; Gong, W.; Ashraf, R. S.; McCulloch, I.; de Mello, J. C.; Ekins-Daukes, N. J.; Bradley, D. D. C.; Nelson, J. Competition between the charge transfer state and the singlet states of donor or acceptor limiting the efficiency in polymer:fullerene solar cells J. Am. Chem. Soc. 2012, 134 (1) 685-692
16. Wang, E.; Zhang, Z.; Vandewal, K.; Henriksson, P.; Zhang, F.; Andersson, M. R.; Ma, Z.; Inganäs, O. An Easily Accessible Isoindigo-Based Polymer for High-Performance Polymer Solar Cells J. Am. Chem. Soc. 2011, 133 (36) 14244-14247
17. Dimitrov, S.; Bakulin, A. On the Energetic Dependence of Charge Separation in Low-Band-Gap Polymer/Fullerene Blends J. Am. Chem. Soc. 2012, 134 (44) 18189-18192
18. Vandewal, K.; Ma, Z.; Bergqvist, J.; Tang, Z.; Wang, E.; Henriksson, P.; Tvingstedt, K.; Andersson, M. R.; Zhang, F.; Inganäs, O. Quantification of Quantum Efficiency and Energy Losses in Low Bandgap Polymer:Fullerene Solar Cells with High Open-Circuit Voltage Adv. Funct. Mater. 2012, 22 (16) 3480-3490
19. Yi, Y.; Coropceanu, V.; Brédas, J.-L. A comparative theoretical study of exciton-dissociation and charge-recombination processes in oligothiophene/fullerene and oligothiophene/perylenediimide complexes for organic solar cells J. Mater. Chem. 2011, 21 (5) 1479
20. Difley, S.; Voorhis, T. V. Exciton/Charge-Transfer Electronic Couplings in Organic Semiconductors J. Chem. Theory Comput. 2011, 7, 594-601
21. Dreuw, A.; Head-Gordon, M. Failure of time-dependent density functional theory for long-range charge-transfer excited states: The zincbacteriochlorin- bacteriochlorin and bacteriochlorophyll-spheroidene complexes J. Am. Chem. Soc. 2004, 126 (12) 4007-4016
22. Baer, R.; Livshits, E.; Salzner, U. Tuned range-separated hybrids in density functional theory Annu. Rev. Phys. Chem. 2010, 61, 85-109
23. Isaacs, E. B.; Sharifzadeh, S.; Ma, B.; Neaton, J. B. Relating Trends in First-Principles Electronic Structure and Open-Circuit Voltage in Organic Photovoltaics J. Phys. Chem. Lett. 2011, 2 (20) 2531-2537
24. Baumeier, B.; Andrienko, D.; Rohlfing, M. Frenkel and Charge-Transfer Excitations in Donor-Acceptor Complexes from Many-Body Green's Functions Theory J. Chem. Theory Comput. 2012, 8 (8) 2790-2795
25. Vandewal, K.; Tvingstedt, K.; Gadisa, A.; Inganäs, O.; Manca, J. V. Relating the open-circuit voltage to interface molecular properties of donor:acceptor bulk heterojunction solar cells Phys. Rev. B 2010, 81 (12) 125204
26. Mulliken, R. S. Electronic Population Analysis on LCAO[Single Bond]MO Molecular Wave Functions. I J. Chem. Phys. 1955, 23 (10) 1833
27. Henkelman, G.; Arnaldsson, A.; Jonsson, H. A fast and robust algorithm for Bader decomposition of charge density Comput. Mater. Sci. 2006, 36 (3) 354-360
28. Breneman, C. M.; Wiberg, K. B. Determining atom-centered monopoles from molecular electrostatic potentials. The need for high sampling density in formamide conformational analysis J. Comput. Chem. 1990, 11 (3) 361-373
29. Frisch, M. J.; Gaussian 09, Revision A.1; Gaussian: Wallingford, CT, USA, 2009
30. The PyMOL Molecular Graphics System, Version 1.5.0.4; Schrödinger: Camberley, U.K., 2011
31. Williams, T.; Kelley, C. Gnuplot 4.6: An interactive plotting program. 2012.
32. Gong, W.; Faist, M. a.; Ekins-daukes, N. J.; Xu, Z.; Bradley, D. D. C.; Nelson, J.; Kirchartz, T. Influence of energetic disorder on electroluminescence emission in polymer:fullerene solar cells Phys. Rev. B 2012, 86 (2) 024201
33. Yao, J.; Vezie, M.; Kirchartz, T.; Nelson, J. To be submitted for publication.
34. Golden, M. S.; Knupfer, M.; Fink, J.; Armbruster, J. F.; Cummins, T. R.; Romberg, H. A.; Roth, M.; Sing, M.; Schmidt, M.; Sohmen, E. The electronic structure of fullerenes and fullerene compounds from high-energy spectroscopy J. Phys.: Condens. Matter 1995, 7, 8219-8247
35. Lee, S.-H.; Kim, D.-H.; Kim, J.-H.; Lee, G.-S.; Park, J.-G. Effect of Metal-Reflection and Surface-Roughness Properties on Power-Conversion Efficiency for Polymer Photovoltaic Cells J. Phys. Chem. C 2009, 113 (52) 21915-21920
36. He, Y.; Chen, H.-Y.; Hou, J.; Li, Y. Indene-C(60) bisadduct: A new acceptor for high-performance polymer solar cells J. Am. Chem. Soc. 2010, 132 (4) 1377-1382
37. Vandewal, K.; Ma, Z.; Bergqvist, J.; Tang, Z.; Wang, E.; Henriksson, P.; Tvingstedt, K.; Andersson, M. R.; Zhang, F.; Inganäs, O. Quantification of Quantum Efficiency and Energy Losses in Low Bandgap Polymer:Fullerene Solar Cells with High Open-Circuit Voltage Adv. Funct. Mater. 2012, 22 (16) 3480-3490
38. Bijleveld, J.; Zoombelt, A.; Mathijssen, S.; Wirnk, M.; Turbiez, M.; Leeuw, D. M. D.; Janssen, R. A. J. Poly(diketopyrrolopyrrole-terthiophene) for Ambipolar Logic and Photovoltaics J. Am. Chem. Soc. 2009, 131, 16616-16617
39. Bittner, E. R.; Silva, C. Noise-induced quantum coherence drives photo-carrier generation dynamics at polymeric semiconductor heterojunctions Nat. Commun. 2014, 5, 3119
40. Bronstein, H.; Collado-Fregoso, E.; Hadipour, A.; Soon, Y. W.; Huang, Z.; Dimitrov, S. D.; Ashraf, R. S.; Rand, B. P.; Watkins, S. E.; Tuladhar, P. S.; Meager, I.; Durrant, J. R.; McCulloch, I. Thieno[3,2- b ]thiophene- diketopyrrolopyrrole Containing Polymers for Inverted Solar Cells Devices with High Short Circuit Currents Adv. Funct. Mater. 2013, 23, 45:5647-5654