Charge separation in PCPDTBT:PCBM blends from an EPR perspective

Journal of Physical Chemistry C

Volumn 118, Issue 49, 2014, Pages 28482-28493

  Kraffert, Felix ^a   Steyrleuthner, Robert ^a   Albrecht, Steve ^b   Neher, Dieter ^b   Scharber, Markus C ^c   Bittl, Robert ^a   Behrends, Jan ^a  

^a FREIE UNIVERSITÄT BERLIN   (Germany)

^b UNIVERSITY OF POTSDAM   (Germany)

^c JOHANNES KEPLER UNIVERSITY LINZ   (Austria)

Author keywords

[No Author keywords available]

Indexed keywords

BUTYRIC ACID; CHARGE CARRIERS; CHARGE TRANSFER; CONJUGATED POLYMERS; EXCITONS; PARAMAGNETIC RESONANCE; POLARONS; POLYMER BLENDS; POLYMER FILMS; SEPARATION; SILICON; TEMPERATURE;

1 ,3-BENZOTHIADIAZOLE; 2 ,1 ,3-BENZOTHIADIAZOLE; BACK ELECTRON TRANSFER; CHARGE SEPARATIONS; CHARGE TRANSFER STATE; FREE CHARGE CARRIERS; INTER-SYSTEM CROSSINGS; TIME-RESOLVED ELECTRON PARAMAGNETIC RESONANCES;

ELECTRON SPIN RESONANCE SPECTROSCOPY;

EID: 84949116464     PISSN: 19327447     EISSN: 19327455     Source Type: Journal    
DOI: 10.1021/jp509650v     Document Type: Article

References (53)

1. Green, M. A.; Emery, K.; Hishikawa, Y.; Warta, W.; Dunlop, E. D. Solar Cell Efficiency Tables (Version 42) Prog. Photovoltaics 2013, 21, 827-837
2. Mühlbacher, D.; Scharber, M.; Morana, M.; Zhu, Z. G.; Waller, D.; Gaudiana, R.; Brabec, C. High Photovoltaic Performance of a Low-Bandgap Polymer Adv. Mater. 2006, 18, 2884-2889
3. Scharber, M. C. Influence of the Bridging Atom on the Performance of a Low-Bandgap Bulk Heterojunction Solar Cell Adv. Mater. 2010, 22, 367-370
4. Hou, J. H.; Chen, H. Y.; Zhang, S. Q.; Li, G.; Yang, Y. Synthesis, Characterization, and Photovoltaic Properties of a Low Band Gap Polymer Based on Silole-Containing Polythiophenes and 2,1,3-Benzothiadiazole J. Am. Chem. Soc. 2008, 130, 16144-16145
5. Dennler, G.; Scharber, M. C.; Brabec, C. J. Polymer-Fullerene Bulk-Heterojunction Solar Cells Adv. Mater. 2009, 21, 1323-1338
6. Li, G.; Zhu, R.; Yang, Y. Polymer Solar Cells Nat. Photonics 2012, 6, 153-161
7. Mikhnenko, O. V.; Azimi, H.; Scharber, M.; Morana, M.; Blom, P. W. M.; Loi, M. A. Exciton Diffusion Length in Narrow Bandgap Polymers Energy Environ. Sci. 2012, 5, 6960-6965
8. Hallermann, M.; Haneder, S.; Da Como, E. Charge-Transfer States in Conjugated Polymer/Fullerene Blends: Below-Gap Weakly Bound Excitons for Polymer Photovoltaics Appl. Phys. Lett. 2008, 93, 053307
9. Tvingstedt, K.; Vandewal, K.; Gadisa, A.; Zhang, F. L.; Manca, J.; Inganas, O. Electroluminescence from Charge Transfer States in Polymer Solar Cells J. Am. Chem. Soc. 2009, 131, 11819-11824
10. Pasimeni, L.; Maniero, A. L.; Ruzzi, M.; Prato, M.; Da Ros, T.; Barbarella, G.; Zambianchi, H. Photoinduced Electron Transfer in Sexithiophene/Fullerene Derivative Blends: Evidence of Long-Lived Spin Correlated Radical Pairs Chem. Commun. 1999, 429-430
11. Sariciftci, N. S.; Smilowitz, L.; Heeger, A. J.; Wudl, F. Photoinduced Electron-Transfer from a Conducting Polymer to Buckminsterfullerene Science 1992, 258, 1474-1476
12. Behrends, J.; Sperlich, A.; Schnegg, A.; Biskup, T.; Teutloff, C.; Lips, K.; Dyakonov, V.; Bittl, R. Direct Detection of Photoinduced Charge Transfer Complexes in Polymer Fullerene Blends Phys. Rev. B 2012, 85, 125206
13. Kobori, Y.; Noji, R.; Tsuganezawa, S. Initial Molecular Photocurrent: Nanostructure and Motion of Weakly Bound Charge-Separated State in Organic Photovoltaic Interface J. Phys. Chem. C 2013, 117, 1589-1599
14. Liedtke, M.; Sperlich, A.; Kraus, H.; Baumann, A.; Deibel, C.; Wirix, M. J. M.; Loos, J.; Cardona, C. M.; Dyakonov, V. Triplet Exciton Generation in Bulk-Heterojunction Solar Cells Based on Endohedral Fullerenes J. Am. Chem. Soc. 2011, 133, 9088-9094
15. Swanson, L. S.; Shinar, J.; Yoshino, K. Optically Detected Magnetic-Resonance Study of Polaron and Triplet-Exciton Dynamics in Poly(3-Hexylthiophene) and Poly(3-Dodecylthiophene) Films and Solutions Phys. Rev. Lett. 1990, 65, 1140-1143
16. Distler, A.; Kutka, P.; Sauermann, T.; Egelhaaf, H. J.; Guldi, D. M.; Di Nuzzo, D.; Meskers, S. C. J.; Janssen, R. A. J. Effect of PCBM on the Photodegradation Kinetics of Polymers for Organic Photovoltaics Chem. Mater. 2012, 24, 4397-4405
17. Rao, A.; Chow, P. C. Y.; Gelinas, S.; Schlenker, C. W.; Li, C. Z.; Yip, H. L.; Jen, A. K. Y.; Ginger, D. S.; Friend, R. H. The Role of Spin in the Kinetic Control of Recombination in Organic Photovoltaics Nature 2013, 500, 435-440
18. Morana, M. Nanomorphology and Charge Generation in Bulk Heterojunctions Based on Low-Bandgap Dithiophene Polymers with Different Bridging Atoms Adv. Funct. Mater. 2010, 20, 1180-1188
19. Chen, H. Y.; Hou, J. H.; Hayden, A. E.; Yang, H.; Houk, K. N.; Yang, Y. Silicon Atom Substitution Enhances Interchain Packing in a Thiophene-Based Polymer System Adv. Mater. 2010, 22, 371-375
20. Weber, S.; Kay, C. W. M.; Mögling, H.; Möbius, K.; Hitomi, K.; Todo, T. Photoactivation of the Flavin Cofactor in Xenopus Laevis (6-4) Photolyase: Observation of a Transient Tyrosyl Radical by Time-Resolved Electron Paramagnetic Resonance Proc. Natl. Acad. Sci. U.S.A. 2002, 99, 1319-1322
21. DeCeuster, J.; Goovaerts, E.; Bouwen, A.; Hummelen, J. C.; Dyakonov, V. High-Frequency (95 Ghz) Electron Paramagnetic Resonance Study of the Photoinduced Charge Transfer in Conjugated Polymer-Fullerene Composites Phys. Rev. B 2001, 64, 195206
22. 2-Doped Poly(3-Hexylthiophene) and in Poly[2-Methoxy-5-(3,7-Dimethyloctyloxy)]-1,4-Phenylenevinylene Phys. Chem. Chem. Phys. 2008, 10, 7129-7138
23. Niklas, J. Highly-Efficient Charge Separation and Polaron Delocalization in Polymer-Fullerene Bulk-Heterojunctions: A Comparative Multi-Frequency EPR and DFT Study Phys. Chem. Chem. Phys. 2013, 15, 9562-9574
24. 70BM Solar Cells: A Comparison of Standard and Inverted Device Structures Org. Electron. 2012, 13, 615-622
25. Stoll, S.; Schweiger, A. EasySpin, a Comprehensive Software Package for Spectral Simulation and Analysis in EPR J. Magn. Reson. 2006, 178, 42-55
26. Poole, C. P. Electron Spin Resonance: A Comprehensive Treatise on Experimental Techniques, 2 nd ed.; Wiley: New York, 1983.
27. Uvarov, M. N.; Kulik, L. V. Electron Spin Echo of Photoinduced Spin-Correlated Polaron Pairs in P3HT:PCBM Composite Appl. Magn. Reson. 2013, 44, 97-106
28. Li, Z.; McNeill, C. R. Transient Photocurrent Measurements of PCDTBT:PC70BM and PCPDTBT:PC70BM Solar Cells: Evidence for Charge Trapping in Efficient Polymer/Fullerene Blends J. Appl. Phys. 2011, 109, 074513
29. Tunc, A. V.; De Sio, A.; Riedel, D.; Deschler, F.; Da Como, E.; Parisi, J.; von Hauff, E. Molecular Doping of Low-Bandgap-Polymer:Fullerene Solar Cells: Effects on Transport and Solar Cells Org. Electron. 2012, 13, 290-296
30. Savitsky, A. N.; Paul, H. Quantitative Time-Resolved EPR CIDEP Study of the Photodecomposition of Trans-Azocumene in Solution Appl. Magn. Reson. 1997, 12, 449-464
31. 61 Butyric Acid Methyl Ester (PCBM) Blend Films and its Role in the Function of Polymer/PCBM Solar Cells Adv. Funct. Mater. 2007, 17, 451-457
32. 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, 11878-11880
33. Vandewal, K. Efficient Charge Generation by Relaxed Charge-Transfer States at Organic Interfaces Nat. Mater. 2014, 13, 63-68
34. Grancini, G. The Critical Role of Interfacial Dynamics in the Stability of Organic Photovoltaic Devices Phys. Chem. Chem. Phys. 2014, 16, 8294-8300
35. Loi, M. A.; Toffanin, S.; Muccini, M.; Forster, M.; Scherf, U.; Scharber, M. Charge Transfer Excitons in Bulk Heterojunctions of a Polyfluorene Copolymer and a Fullerene Derivative Adv. Funct. Mater. 2007, 17, 2111-2116
36. Veldman, D.; Ipek, Ö.; 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, 7721-7735
37. Hoff, A. J. Advanced EPR: Applications in Biology and Biochemistry; Elsevier: Amsterdam and New York, 1989.
38. Weil, J. A.; Bolton, J. R. Electron Paramagnetic Resonance: Elementary Theory and Practical Applications, 2 nd ed.; Wiley-Interscience: Hoboken, NJ.
39. 60-an Optically Detected Magnetic-Resonance, ESR, and Light-Induced ESR Study Phys. Rev. Lett. 1992, 68, 887-890
40. 60 Fullerene Chem. Phys. Lett. 1992, 200, 440-444
41. Etzold, F.; Howard, I. A.; Forler, N.; Cho, D. M.; Meister, M.; Mangold, H.; Shu, J.; Hansen, M. R.; Mullen, K.; Laquai, F. The Effect of Solvent Additives on Morphology and Excited-State Dynamics in PCPDTBT:PCBM Photovoltaic Blends J. Am. Chem. Soc. 2012, 134, 10569-10583
42. Cunningham, P. D.; Hayden, L. M. Carrier Dynamics Resulting from above and Below Gap Excitation of P3HT and P3HT/PCBM Investigated by Optical-Pump Terahertz-Probe Spectroscopy J. Phys. Chem. C 2008, 112, 7928-7935
43. Ford, T. A.; Avilov, I.; Beljonne, D.; Greenham, N. C. Enhanced Triplet Exciton Generation in Polyfluorene Blends Phys. Rev. B 2005, 71, 125212
44. Offermans, T.; van Hal, P. A.; Meskers, S. C. J.; Koetse, M. M.; Janssen, R. A. J. Exciplex Dynamics in a Blend of π-Conjugated Polymers with Electron Donating and Accepting Properties: MDMO-PPV and PCNEPV Phys. Rev. B 2005, 72, 045213
45. Leng, C.; Qin, H. M.; Si, Y. B.; Zhao, Y. Theoretical Prediction of the Rate Constants for Exciton Dissociation and Charge Recombination to a Triplet State in PCPDTBT with Different Fullerene Derivatives J. Phys. Chem. C 2014, 118, 1843-1855
46. Budil, D. E.; Thurnauer, M. C. The Chlorophyll Triplet-State as a Probe of Structure and Function in Photosynthesis Biochim. Biophys. Acta 1991, 1057, 1-41
47. Lubitz, W.; Lendzian, F.; Bittl, R. Radicals, Radical Pairs and Triplet States in Photosynthesis Acc. Chem. Res. 2002, 35, 313-320
48. Franco, L.; Toffoletti, A.; Ruzzi, M.; Montanari, L.; Carati, C.; Bonoldi, L.; Po, R. Time-Resolved EPR of Photoinduced Excited States in a Semiconducting Polymer/PCBM Blend J. Phys. Chem. C 2013, 117, 1554-1560
49. Beljonne, D.; Shuai, Z.; Pourtois, G.; Bredas, J. L. Spin-Orbit Coupling and Intersystem Crossing in Conjugated Polymers: A Configuration Interaction Description J. Phys. Chem. A 2001, 105, 3899-3907
50. Smith, M. B.; Michl, J. Singlet Fission Chem. Rev. 2010, 110, 6891-6936
51. Hanna, M. C.; Nozik, A. J. Solar Conversion Efficiency of Photovoltaic and Photoelectrolysis Cells with Carrier Multiplication Absorbers J. Appl. Phys. 2006, 100, 074510
52. Zimmerman, P. M.; Zhang, Z. Y.; Musgrave, C. B. Singlet Fission in Pentacene through Multi-Exciton Quantum States Nat. Chem. 2010, 2, 648-652
53. Köhler, A.; Bässler, H. Triplet States in Organic Semiconductors Mater. Sci. Eng. R-Rep. 2009, 66, 71-109