Non-fullerene acceptors: Exciton dissociation with PTCDA versus C60

Physical Chemistry Chemical Physics

Volumn 17, Issue 24, 2015, Pages 15953-15962

  Dutton, Gregory J ^a   Robey, Steven W ^a  

^a NATIONAL INSTITUTE OF STANDARDS AND TECHNOLOGY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84934326172     PISSN: 14639076     EISSN: None     Source Type: Journal    
DOI: 10.1039/c5cp02800k     Document Type: Article

References (69)

1. 71BM Adv. Mater. 2014 26 4043 4049
2. Heliatek: http://www.heliatek.com/, 2013
3. J. Zhou Y. Zuo X. Wan G. Long Q. Zhang W. Ni Y. Liu Z. Li G. He C. Li B. Kan M. Li Y. Chen Solution-Processed and High-Performance Organic Solar Cells Using Small Molecules with a Benzodithiophene Unit J. Am. Chem. Soc. 2013 135 8484 8487
4. Solarmer: http://www.solarmer.com/, 2011
5. Z. He C. Zhong S. Su M. Xu H. Wu Y. Cao Enhanced Power-Conversion Efficiency in Polymer Solar Cells Using an Inverted Device Structure Nat. Photonics 2012 6 591 595
6. J. You C.-C. Chen Z. Hong K. Yoshimura K. Ohya R. Xu S. Ye J. Gao G. Li Y. Yang 10.2% Power Conversion Efficiency Polymer Tandem Solar Cells Consisting of Two Identical Sub-Cells Adv. Mater. 2013 25 3973 3978
7. W. Li A. Furlan K. H. Hendriks M. M. Wienk R. A. J. Janssen Efficient Tandem and Triple-Junction Polymer Solar Cells J. Am. Chem. Soc. 2013 135 5529 5532
8. Y. Liang D. Feng Y. Wu S.-T. Tsai G. Li C. Ray L. Yu Highly Efficient Solar Cell Polymers via Fine-Tuning of Structural and Electronic Properties J. Am. Chem. Soc. 2009 131 7792 7799
9. Y. Lin Y. Li X. Zhan Small Molecule Semiconductors for High-Efficiency Organic Photovoltaics Chem. Soc. Rev. 2012 41 4245 4272
10. Y. Liang L. Yu A New Class of Semiconducting Polymers for Bulk Heterojunction Solar Cells with Exceptionally High Performance Acc. Chem. Res. 2010 43 1227 1236
11. P. Sonar J. P. F. Lim K. L. Chan Organic Non-Fullerene Acceptors for Organic Photovoltaics Energy Environ. Sci. 2011 4 1558 1574
12. A. Facchetti Polymer Donor-Polymer Acceptor (All-Polymer) Solar Cells Mater. Today 2012 16 123 132
13. Y. Kim E. Lim Development of Polymer Acceptors for Organic Photovoltaic Cells Polymers 2014 6 382 407
14. A. F. Eftaiha J.-P. Sun I. G. Hill G. C. Welch Recent Advances of Non-Fullerene, Small Molecular Acceptors for Solution Processed Bulk Heterojunction Solar Cells J. Mater. Chem. A 2014 2 1201 1213
15. I. H. Jung W.-Y. Lo J. Jang W. Chen D. Zhao E. S. Landry L. Lu D. V. Talapin L. Yu Synthesis and Search for Design Principles of New Electron Accepting Polymers for All-Polymer Solar Cells Chem. Mater. 2014 26 3450 3459
16. D. J. Burke D. J. Lipomi Green Chemistry for Organic Solar Cells Energy Environ. Sci. 2013 6 2053 2066
17. A. Anctil C. W. Babbitt R. P. Raffaelle B. J. Landi Material and Energy Intensity of Fullerene Production Environ. Sci. Technol. 2011 45 2353 2359
18. A. Anctil C. W. Babbitt R. P. Raffaelle B. J. Landi Cumulative Energy Demand for Small Molecule and Polymer Photovoltaics Prog. Photovoltaics 2013 21 1541 1554
19. Q. Yan Y. Zhou Y.-Q. Zheng J. Pei D. Zhao Towards Rational Design of Organic Electron Acceptors for Photovoltaics: A Study Based on Perylenediimide Derivatives Chem. Sci. 2013 4 4389 4394
20. R. Shivanna S. Shoaee S. Dimiitrov S. K. Kandappa S. Rajaram J. R. Durrant K. S. Narayan Charge Generation and Transport in Efficient Organic Bulk Heterojunction Solar Cells with a Perylene Acceptor Energy Environ. Sci. 2014 7 435 441
21. S. Rajarman R. Shivanna S. K. Kandappa K. S. Narayan Nonplanar Perylene Diimides as Potential Alternatives to Fullerenes in Organic Solar Cells J. Phys. Chem. Lett. 2012 3 2405 2408
22. X. Zhang Z. Lu L. Ye C. Zhan J. Hou S. Zhang B. Jiang Y. Zhao J. Huang S. Zhang Y. Liu Q. Shi Y. Liu J. Yao A Potential Perylene Diimide Dimer-Based Acceptor Material for Highly Efficient Solution-Processed Non-Fullerene Organic Solar Cells with 4.03% Efficiency Adv. Mater. 2013 25 5791 5797
23. C. W. Tang 2-Layer Organic Photovoltaic Cell Appl. Phys. Lett. 1986 48 183 185
24. S. D. Dimitrov J. R. Durrant Materials Design Considerations for Charge Generation in Organic Solar Cells Chem. Mater. 2014 26 616 630
25. S. Gelinas A. Rao S. L. Smith A. L Chin J. Clark T. S. van der Poll G. C. Bazan R. H. Friend Ultrafast Long-Range Charge Separation in Organic Semiconductor Photovoltaic Diodes Science 2014 343 512 515
26. A. A. Bakulin A. Rao V. G. Pavelyev P. H. M. van Loosdrecht M. S. Pshenichnikov D. Niedzialek J. Cornil D. Beljonne R. H. Friend The Role of Driving Energy and Delocalized States for Charge Separation in Organic Semiconductors Science 2012 335 1340 1344
27. B. Bernardo D. Cheyns B. Verreet R. D. Schaller B. P. Rand N. C. Giebink Delocalization and Dielectric Screening of Charge Transfer States in Organic Photovoltaic Cells Nat. Commun. 2014 3245
28. B. M. Savoie A. Rao A. A. Bakulin S. Gelinas B. Movaghar R. H. Friend T. J. Marks M. A. Ratner Unequal Partnership: Asymmetric Roles of Polymeric Donor and Fullerene Acceptor in Generating Free Charge J. Am. Chem. Soc. 2014 136 2876 2884
29. H. Tamura I. Burghardt Ultrafast Charge Separation in Organic Photovoltaics Enhanced by Charge Delocalization and Vibronically Hot Exciton Dissociation J. Am. Chem. Soc. 2103 135 16364 16367
30. A. Troisi How Quasi-Free Holes and Electrons are Generated in Organic Photovoltaic Interfaces Faraday Discuss. 2013 163 377 392
31. D. Veldman O. Ipek S. C. J. Meskers J. Sweelssen M. M. Koetse S. C. Veenstra J. M. Kroon S. S. van Bavel J. Loos R. A. J. Janssen 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
32. D. H. K. Murthy M. Gao M. J. W. Vermeulen L. D. A. Siebbeles T. J. Savenije Mechanism of Mobile Charge Carrier Generation in Blends of Conjugated Polymers and Fullerenes: Significance of Charge Delocalization and Excess Energy J. Phys. Chem. C 2012 116 9214 9220
33. K. Vandewal S. Albrecht E. T. Hoke K. R. Graham J. Widmer J. D. Douglas M. Schubert W. R. Mateker J. T. Bloking G. F. Burkhard A. Sellinger J. M. J. Fréchet A. Amassian M. K. Riede M. D. McGehee D. Neher A. Salleo Efficient charge generation by relaxed charge-transfer states at organic interfaces Nat. Mater. 2013 13 63 68
34. R. C. Haddon The Fullerenes: Powerful Carbon-Based Electron Acceptors [and Discussion] Philos. Trans. R. Soc., A 1993 343 53 62
35. D. M. Guldi Fullerenes: Three Dimensional Electron Acceptor Materials Chem. Commun. 2000 321 327
36. T. Liu A. Troisi What Makes Fullerene Acceptors Special as Electron Acceptors in Organic Solar Cells and How to Replace Them Adv. Mater. 2013 25 1038 1041
37. H. Ma A. Troisi Modulating the Exciton Dissociation Rate by More than Two Orders of Magnitude by Controlling the Alignment of LUMO+1 in Organic Photovoltaics, Organic Solar Cells and How to Replace Them J. Phys. Chem. C 2014 118 27272 27280
38. 60 Phys. Chem. Chem. Phys. 2014 16 13287 13293
39. R. D. Pensack C. Guo K. Vakhshouri E. D. Gomez J. B. Asbury Influence of Acceptor Structure on Barriers to Charge Separation in Organic Photovoltaic Materials J. Phys. Chem. C 2012 116 4824 4831
40. D. Gehrig I. A. Howard V. Kamm C. Dyer-Smith F. Etzold F. Laquai Charge Generation in Polymer:Perylene Diimide Blends Probed by Vis-NIR Broadband Transient Absorption Pump-Probe Spectroscopy Proc. SPIE 2013 8811 88111F
41. Y. Zhong M. T. Trinh R. Chen W. Wang P. P. Khlyabich B. Kumar Q. Xu C.-Y. Nam M. Y. Sfeir C. Black M. L. Steigerwald Y.-L. Loo S. Xiao F. Ng X.-Y. Zhu C. Nuckolls Efficient Organic Solar Cells with Helical Perylene Diimide Electron Acceptors J. Am. Chem. Soc. 2014 136 15215 15221
42. H. Li T. Earmme G. Ren A. Saeki S. Yoshikawa N. M. Murari S. Subramaniyan M. J. Crane S. Seki S. A. Jenekhe Beyond Fullerenes: Design of Nonfullerene Acceptors for Efficient Organic J. Am. Chem. Soc. 2014 136 14589 14597
43. A. E. Jailaubekov A. P Willard J. R. Tritsch W.-L. Chan N. Sai R. Gearba L. G. Kaake K. J. Williams K. Leung P. J. Rossky X. Y. Zhu Hot Charge-Transfer Excitons Set the Time Limit for Charge Separation at Donor/Acceptor Interfaces in Organic Photovoltaics Nat. Mater. 2013 12 66 73
44. J. R. Tritsch W.-L. Chan X. X. Wu N. R. Monahan X. Y. Zhu Harvesting Singlet Fission for Solar Energy Conversion via Triplet Energy Transfer Nat. Commun. 2013 4 2679
45. T. Wang W.-L. Chan Dynamical Localization Limiting the Coherent Transport Range of Excitons in Organic Crystals J. Phys. Chem. Lett. 2014 5 1812 1818
46. E. Varene P. Tegeder Polaron Dynamics in Thin Polythiophene Films Studied with Time-Resolved Photoemission Appl. Phys. A: Mater. Sci. Process. 2012 107 13 16
47. M. L. Blumenfeld M. P. Steele O. L. A. Monti Near- and Far-Field Effects on Molecular Energy Level Alignment at an Organic/Electrode Interface J. Phys. Chem. Lett. 2010 1 145 148
48. B. W. Caplins D. E. Suich A. J. Shearer C. B. Harris Metal/Phthalocyanine Hybrid Interface States on Ag(111) J. Phys. Chem. Lett. 2014 5 1679 1684
49. 60 Interface Phys. Rev. B: Condens. Matter Mater. Phys. 2010 82 073407
50. 60 Interfaces: Energy Dependence of Exciton Dissociation J. Phys. Chem. C 2012 116 19173 19181
51. 60 Interface J. Phys. Chem. C 2013 48 25414 25423
52. 60 Thin Films on Metal Substrates Prepared by Molecular Beam Deposition Thin Solid Films 1996 281-282 80 83
53. W. Jin, Scanning Tunneling Microscopy/Spectroscopy Studies of Binary Organic Films, PhD thesis, University of Maryland, 2010
54. 60 on Ag(111): Two-Photon Photoemission and Scanning Tunneling Spectroscopy Phys. Rev. B: Condens. Matter Mater. Phys. 2011 84 195435
55. C. Ludwig B. Gomp W. Glatz J. Petersen W. Eisenmenger M. Mobus U. Zimmermann N. Karl Video-STM, LEED and X-ray Diffraction Investigations of PTCDA on Graphite Z. Phys. B: Condens. Matter 1992 86 397 404
56. G. Witte C. Woll Growth of Aromatic Molecules on Solid Substrates for Applications in Organic Electronics J. Mater. Res. 2004 19 1889 1916
57. Certain commercial equipment, instruments, or materials are identified in this paper to foster understanding. Such identification does not imply recommendation or endorsement by the National Institute of Standards and Technology, nor does it imply that the materials or equipment are necessarily the best available for this purpose.
58. R. Hesper L. H. Tjeng G. A. Sawatzky Strongly Reduced Band Gap in a Correlated Insulator in Close Proximity to a Metal Europhys. Lett. 1997 40 177 182
59. S. Krause M. B. Casu A. Scholl E. Umbach Determination of Transport Levels of Organic Semiconductors by UPS and IPS New J. Phys. 2008 10 085001
60. X.-Y. Zhu How to Draw Energy Level Diagrams in Excitonic Solar Cells J. Phys. Chem. Lett. 2014 5 2283 2288
61. T. M. Clarke J. R. Durrant Charge Photogeneration in Organic Solar Cells Chem. Rev. 2010 110 6736 6767
62. R. H. Friend M. Phillips A. Rao M. W. B. Wilson Z. Li C. R. McNeill Excitons and Charges at Organic Semiconductor Heterojunctions Faraday Discuss. 2012 155 339 348
63. S. Gelinas O. P. Labrosse C.-N. Brosseau S. Albert-Seifried C. R. McNeill K. R. Kirov I. A. Howard R. Leonelli R. H. Friend C. Silva The Binding Energy of Charge-Transfer Excitons Localized at Polymeric Semiconductor Heterojunctions J. Phys. Chem. C 2011 115 7114 7119
64. A. Troisi How Quasi-Free Holes and Electrons are Generated in Organic Photovoltaic Interfaces Faraday Discuss. 2013 163 377 392
65. H. Ma A. Troisi Direct Optical Generation of Long-Range Charge-Transfer States in Organic Photovoltaics Adv. Mater. 2014 26 6163 6167
66. A. A. Bakulin A. Rao V. G. Pavelyev P. H. M. van Loosdrecht M. S. Pshenichnikov D. Niedzialek J. Cornil D. Beljonne R. H. Friend The Role of Driving Energy and Delocalized States for Charge Separation in Organic Semiconductors Science 2012 355 1340 1344
67. 60/Ag(111) Appl. Phys. Lett. 2009 94 163304
68. B. P. Rand D. Cheyns K. Vasseur N. C. Giebink S. Mothy Y. Yi V. Coropceanu D. Beljonne J. Cornil J.-L. Bredas J. Genoe The Impact of Molecular Orientation on the Photovoltaic Properties of A Phthalocyanine/Fullerene Heterojunction Adv. Funct. Mater. 2012 22 2987 2995
69. A. L. Ayzner D. Nordlund D. H. Kim Z. N. Bao M. F. Toney Ultrafast Electron Transfer at Organic Semiconductor Interfaces: Importance of Molecular Orientation J. Phys. Chem. Lett. 2015 6 6 12