Visible-light-assisted photoelectrochemical water oxidation by thin films of a phosphonate-functionalized perylene diimide plus CoOx cocatalyst

ACS Applied Materials and Interfaces

Volumn 6, Issue 16, 2014, Pages 13367-13377

  Kirner, Joel T ^a   Stracke, Jordan J ^a   Gregg, Brian A ^b   Finke, Richard G ^a  

^a Department of Environmental and Radiological Health Sciences   (United States)

^b NATIONAL RENEWABLE ENERGY LABORATORY   (United States)

Author keywords

catalysis; cobalt oxide; molecular semiconductor; organic thin film; perylene diimide; photoelectrochemical; water oxidation

Indexed keywords

CATALYSIS; CATALYSTS; COBALT COMPOUNDS; DEPOSITION; EFFICIENCY; ELECTROCHEMISTRY; ELECTRODES; INDIUM COMPOUNDS; INTERNAL OXIDATION; LIGHT; OXIDE FILMS; POLYCYCLIC AROMATIC HYDROCARBONS; TIN OXIDES;

COBALT OXIDES; MOLECULAR SEMICONDUCTORS; ORGANIC THIN FILMS; PERYLENEDIIMIDES; PHOTOELECTROCHEMICALS; WATER OXIDATION;

THIN FILMS;

EID: 84906810057     PISSN: 19448244     EISSN: 19448252     Source Type: Journal    
DOI: 10.1021/am405598w     Document Type: Article

References (49)

1. Lewis, N. S.; Nocera, D. G. Powering the Planet: Chemical Challenges in Solar Energy Utilization Proc. Natl. Acad. Sci. U.S.A. 2006, 103, 15729-15735
2. Bard, A. J.; Whitesides, G. M.; Zare, R. N.; McLafferty, F. W. Holy Grails of Chemistry Acc. Chem. Res. 1995, 28, 91
3. Bard, A. J.; Fox, M. A. Artificial Photosynthesis: Solar Splitting of Water to Hydrogen and Oxygen Acc. Chem. Res. 1995, 28, 141-145
4. Fujishima, A.; Honda, K. Electrochemical Photolysis of Water at a Semiconductor Electrode Nature 1972, 238, 37-38
5. Aharon-Shalom, E.; Heller, A. Efficient p-InP (Rh-H Alloy) and p-InP (Re-H Alloy) Hydrogen Evolving Photocathodes J. Electrochem. Soc. 1982, 129, 2865-2866
6. Khaselev, O.; Turner, J. A. A Monolithic Photovoltaic- Photoelectrochemical Device for Hydrogen Production Via Water Splitting Science 1998, 280, 425-427
7. Licht, S.; Wang, B.; Mukerji, S.; Soga, T.; Umeno, M.; Tributsch, H. Over 18% Solar Energy Conversion to Generation of Hydrogen Fuel; Theory and Experiment for Efficient Solar Water Splitting Int. J. Hydrogen Energy 2001, 26, 653-659
8. Abe, T.; Nagai, K.; Ogiwara, T.; Ogasawara, S.; Kaneko, M.; Tajiri, A.; Norimatsu, T. Wide Visible Light-Induced Dioxygen Evolution at an Organic Photoanode Coated with a Noble Metal Oxide Catalyst J. Electroanal. Chem. 2006, 587, 127-132
9. Abe, T.; Nagai, K.; Kabutomori, S.; Kaneko, M.; Tajiri, A.; Norimatsu, T. An Organic Photoelectrode Working in the Water Phase: Visible-Light-Induced Dioxygen Evolution by a Perylene Derivative/Cobalt Phthalocyanine Bilayer Angew. Chem., Int. Ed. 2006, 45, 2778-2781
10. Liu, G.; Chen, C.; Ji, H.; Ma, W.; Zhao, J. Photo-Electrochemical Water Splitting System with Three-Layer n-Type Organic Semiconductor Film as Photoanode under Visible Irradiation Sci. China: Chem. 2012, 55, 1953-1958
11. Youngblood, W. J.; Lee, S.-H. A.; Kobayashi, Y.; Hernandez-Pagan, E. A.; Hoertz, P. G.; Moore, T. A.; Moore, A. L.; Gust, D.; Mallouk, T. E. Photoassisted Overall Water Splitting in a Visible Light-Absorbing Dye-Sensitized Photoelectrochemical Cell J. Am. Chem. Soc. 2009, 131, 926-927
12. Brimblecombe, R.; Koo, A.; Dismukes, G. C.; Swiegers, G. F.; Spiccia, L. Solar Driven Water Oxidation by a Bioinspired Manganese Molecular Catalyst J. Am. Chem. Soc. 2010, 132, 2892-2894
13. Moore, G. F.; Blakemore, J. D.; Milot, R. L.; Hull, J. F.; Song, H.; Cai, L.; Schmuttenmaer, C. A.; Crabtree, R. H.; Brudvig, G. W. A Visible Light Water-Splitting Cell with a Photoanode Formed by Codeposition of a High-Potential Porphyrin and an Iridium Water-Oxidation Catalyst Energy Environ. Sci. 2011, 4, 2389-2392
14. Zhao, Y.; Swierk, J. R.; Megiatto, J. D.; Sherman, B.; Youngblood, W. J.; Qin, D.; Lentz, D. M.; Moore, A. L.; Moore, T. A.; Gust, D.; Mallouk, T. E. Improving the Efficiency of Water Splitting in Dye-Sensitized Solar Cells by Using a Biomimetic Electron Transfer Mediator Proc. Natl. Acad. Sci. U.S.A. 2012, 109, 15612-15616
15. Gao, Y.; Ding, X.; Liu, J.; Wang, L.; Lu, Z.; Li, L.; Sun, L. Visible Light Driven Water Splitting in a Molecular Device with Unprecedentedly High Photocurrent Density J. Am. Chem. Soc. 2013, 135, 4219-4222
16. Alibabaei, L.; Brennaman, M. K.; Norris, M. R.; Kalanyan, B.; Song, W.; Losego, M. D.; Concepcion, J. J.; Binstead, R. A.; Parsons, G. N.; Meyer, T. J. Solar Water Splitting in a Molecular Photoelectrochemical Cell. Proc. Natl. Acad. Sci. U.S.A. 2013, 110, 20008 - 20013.
17. x) Cocatalyst ChemPhysChem 2012, 13, 3018-3024
18. Law, K. Y. Organic Photoconductive Materials: Recent Trends and Developments Chem. Rev. 1993, 93, 449-486
19. Pasaogullari, N.; Icil, H.; Demuth, M. Symmetrical and Unsymmetrical Perylene Diimides: Their Synthesis, Photophysical and Electrochemical Properties Dyes Pigm. 2006, 69, 118-127
20. Langhals, H. Cyclic Carboxylic Imide Structures as Structure Elements of High Stability. Novel Developments in Perylene Dye Chemistry Heterocycles 1995, 40, 477-500
21. Lee, S. K.; Zu, Y.; Herrmann, A.; Geerts, Y.; Müllen, K.; Bard, A. J. Electrochemistry, Spectroscopy and Electrogenerated Chemiluminescence of Perylene, Terrylene, and Quaterrylene Diimides in Aprotic Solution J. Am. Chem. Soc. 1999, 121, 3513-3520
22. Gregg, B. A.; Sprague, J.; Peterson, M. W. Long-Range Singlet Energy Transfer in Perylene Bis(phenethylimide) Films J. Phys. Chem. B 1997, 101, 5362-5369
23. Ferrere, S.; Zaban, A.; Gregg, B. A. Dye Sensitization of Nanocrystalline Tin Oxide by Perylene Derivatives J. Phys. Chem. B 1997, 101, 4490-4493
24. Rawls, M. T.; Johnson, J.; Gregg, B. A. Coupling One Electron Photoprocesses to Multielectron Catalysts: Towards a Photoelectrocatalytic System J. Electroanal. Chem. 2010, 650, 10-15
25. 2+ Science 2008, 321, 1072-1075
26. Du, P.; Kokhan, O.; Chapman, K. W.; Chupas, P. J.; Tiede, D. M. Elucidating the Domain Structure of the Cobalt Oxide Water Splitting Catalyst by X-Ray Pair Distribution Function Analysis J. Am. Chem. Soc. 2012, 134, 11096-11099
27. 3 Composite Photoanodes: Oxygen Evolution and Resolution of a Kinetic Bottleneck J. Am. Chem. Soc. 2010, 132, 4202-4207
28. Marcon, R. O.; Brochsztain, S. Characterization of Self-Assembled Thin Films of Zirconium Phosphonate/Aromatic Diimides Thin Solid Films 2005, 492, 30-34
29. Rodríguez-Abreu, C.; Aubery-Torres, C.; Solans, C.; López-Quintela, A.; Tiddy, G. J. T. Characterization of Perylene Diimide Dye Self-Assemblies and Their Use As Templates for the Synthesis of Hybrid and Supermicroporous Nanotubules ACS Appl. Mater. Interfaces 2011, 3, 4133-4141
30. Shin, I.-S.; Hirsch, T.; Ehrl, B.; Jang, D.-H.; Wolfbeis, O. S.; Hong, J.-I. Efficient Fluorescence "Turn-On" Sensing of Dissolved Oxygen by Electrochemical Switching Anal. Chem. 2012, 84, 9163-9168
31. Gregg, B. A.; Cormier, R. A. Liquid Crystal Perylene Diimide Films Characterized by Electrochemical, Spectroelectrochemical, and Conductivity versus Potential Measurements J. Phys. Chem. B 1998, 102, 9952-9957
32. Bard, A. J.; Faulkner, L. R. Electrochemical Methods: Fundamentals and Applications, 2 nd ed.; John Wiley & Sons: Hoboken, NJ, 2001.
33. Gregg, B. A. Evolution of Photophysical and Photovoltaic Properties of Perylene Bis(phenethylimide) Films upon Solvent Vapor Annealing J. Phys. Chem. 1996, 100, 852-859
34. Cormier, R. A.; Gregg, B. A. Self-Organization in Thin Films of Liquid Crystalline Perylene Diimides J. Phys. Chem. B 1997, 101, 11004-11006
35. Cormier, R. A.; Gregg, B. A. Synthesis and Characterization of Liquid Crystalline Perylene Diimides Chem. Mater. 1998, 10, 1309-1319
36. Gregg, B. A.; Kose, M. E. Reversible Switching between Molecular and Charge Transfer Phases in a Liquid Crystalline Organic Semiconductor Chem. Mater. 2008, 20, 5235-5239
37. Kazmaier, P. M.; Hoffmann, R. A Theoretical Study of Crystallochromy. Quantum Interference Effects in the Spectra of Perylene Pigments J. Am. Chem. Soc. 1994, 116, 9684-9691
38. Stenzel, O. Solid State Optics. In The Physics of Thin Film Optical Spectra: An Introduction; Ertl, G.; Luth, H.; Mills, D. L., Eds.; Springer Series in Surface Sciences; Springer-Verlag: Berlin, 2005; Vol. 44, pp 199-288.
39. Cardona, C. M.; Li, W.; Kaifer, A. E.; Stockdale, D.; Bazan, G. C. Electrochemical Considerations for Determining Absolute Frontier Orbital Energy Levels of Conjugated Polymers for Solar Cell Applications Adv. Mater. 2011, 23, 2367-2371
40. Johansson, T.; Mammo, W.; Svensson, M.; Andersson, M. R.; Inganäs, O. Electrochemical Bandgaps of Substituted Polythiophenes J. Mater. Chem. 2003, 13, 1316-1323
41. Zahn, D. R. T.; Gavrila, G. N.; Gorgoi, M. The Transport Gap of Organic Semiconductors Studied Using the Combination of Direct and Inverse Photoemission Chem. Phys. 2006, 325, 99-112
42. Hains, A. W.; Liang, Z.; Woodhouse, M. A.; Gregg, B. A. Molecular Semiconductors in Organic Photovoltaic Cells Chem. Rev. 2010, 110, 6689-6735
43. Park, Y.; Choong, V.; Gao, Y.; Hsieh, B. R.; Tang, C. W. Work Function of Indium Tin Oxide Transparent Conductor Measured by Photoelectron Spectroscopy Appl. Phys. Lett. 1996, 68, 2699-2701
44. Steinmiller, E. M. P.; Choi, K.-S. Photochemical Deposition of Cobalt-Based Oxygen Evolving Catalyst on a Semiconductor Photoanode for Solar Oxygen Production Proc. Natl. Acad. Sci. U.S.A. 2009, 106, 20633-20636
45. 3 Electrode in Water Photoelectrolysis J. Electroanal. Chem. Interfacial Electrochem. 1984, 160, 117-130
46. Chen, Z.; Jaramillo, T. F.; Deutsch, T. G.; Kleiman-Shwarsctein, A.; Forman, A. J.; Gaillard, N.; Garland, R.; Takanabe, K.; Heske, C.; Sunkara, M.; McFarland, E.; Domen, K.; Miller, E.; Turner, J.; Dinh, H. Accelerating Materials Development for Photoelectrochemical Hydrogen Production: Standards for Methods, Definitions, and Reporting Protocols J. Mater. Res. 2010, 25, 3-16
47. Demmig, S.; Langhals, H. Very Soluble and Photostable Perylene Fluorescent Dyes Chem. Ber. 1988, 121, 225-230
48. Falck, D. Amperometric Oxygen Electrodes Curr. Sep. 1997, 16, 19-22
49. U.S. Geological Survey. Dissolved Oxygen Solubility Tables http://water.usgs.gov/software/DOTABLES/ (accessed Jun 7, 2013).