Soluble reduced graphene oxide sheets grafted with polypyridylruthenium- derivatized polystyrene brushes as light harvesting antenna for photovoltaic applications

ACS Nano

Volumn 7, Issue 9, 2013, Pages 7992-8002

  Fang, Zhen ^a   Ito, Akitaka ^a,b   Stuart, Andrew C ^a   Luo, Hanlin ^a   Chen, Zuofeng ^a   Vinodgopal, Kizhanipuram ^c   You, Wei ^a   Meyer, Thomas J ^a   Taylor, Darlene K ^a,c  

^a The University of North Carolina at Chapel Hill   (United States)

^b Osaka Prefecture University   (Japan)

^c NORTH CAROLINA CENTRAL UNIVERSITY   (United States)

Author keywords

ATRP; graphene; light harvesting; polypyridylruthenium

Indexed keywords

LIGHT-HARVESTING; LIGHT-HARVESTING ANTENNAS; PHOTOVOLTAIC APPLICATIONS; POLYPYRIDYLRUTHENIUM; POWER CONVERSION EFFICIENCIES; REDUCED GRAPHENE OXIDES; REDUCED GRAPHENE OXIDES (RGO); THERMAL GRAVIMETRIC ANALYSIS;

ATOM TRANSFER RADICAL POLYMERIZATION; CHAINS; CHROMOPHORES; GRAFTING (CHEMICAL); PHOTOVOLTAIC CELLS; POLYDISPERSITY; POLYMERS; POLYSTYRENES; RUTHENIUM ALLOYS; THERMOGRAVIMETRIC ANALYSIS;

GRAPHENE;

EID: 84884954531     PISSN: 19360851     EISSN: 1936086X     Source Type: Journal    
DOI: 10.1021/nn403079z     Document Type: Article

References (63)

1. Kent, C. A.; Mehl, B. P.; Ma, L.; Papanikolas, J. M.; Meyer, T. J.; Lin, W. Energy Transfer Dynamics in Metal-Organic Frameworks J. Am. Chem. Soc. 2010, 132, 12767-12769
2. Concepcion, J. J.; House, R. L.; Papanikolas, J. M.; Meyer, T. J. Chemical Approaches to Artificial Photosynthesis Proc. Natl. Acad. Sci. U. S. A. 2012, 109, 15560-15564
3. Fang, Y. Q.; Taylor, N. J.; Laverdiere, F.; Hanan, G. S.; Loiseau, F.; Nastasi, F.; Campagna, S.; Nierengarten, H.; Leize-Wagner, E.; Van Dorsselaer, A. Ruthenium(II) Complexes with Improved Photophysical Properties Based on Planar 4′-(2-Pyrimidinyl)-2,2′:6′,2′′-terpyridine Ligands Inorg. Chem. 2007, 46, 2854-2863
4. Cooke, M. W.; Hanan, G. S.; Loiseau, F.; Campagna, S.; Watanabe, M.; Tanaka, Y. Self-Assembled Light-Harvesting Systems: Ru(II) Complexes Assembled about Rh-Rh Cores J. Am. Chem. Soc. 2007, 129, 10479-10488
5. Loiseau, F.; Nastasi, F.; Stadler, A. M.; Campagna, S.; Lehn, J. M. Molecular Wire Type Behavior of Polycationic Multinuclear Rack-Type RuII Complexes of Polytopic Hydrazone-Based Ligands Angew. Chem., Int. Ed. Engl. 2007, 46, 6144-6147
6. Medlycott, E. A.; Hanan, G. S.; Loiseau, F.; Campagna, S. Tuning the Excited-State Energy of the Organic Chromophore in Bichromophoric Systems Based on the Ru(II) Complexes of Tridentate Ligands Chem.-Eur. J. 2007, 13, 2837-2846
7. Tuccitto, N.; Torrisi, V.; Cavazzini, M.; Morotti, T.; Puntoriero, F.; Quici, S.; Campagna, S.; Licciardello, A. Stepwise Formation of Ruthenium(II) Complexes by Direct Reaction on Organized Assemblies of Thiol-Terpyridine Species on Gold ChemPhysChem 2007, 8, 227-230
8. Borisov, S. M.; Wolfbeis, O. S. Optical Biosensors Chem. Rev. 2008, 108, 423-461
9. Sassolas, A.; Leca-Bouvier, B. D.; Blum, L. J. DNA Biosensors and Microarrays Chem. Rev. 2008, 108, 109-139
10. Szacilowski, K.; Macyk, W.; Drzewiecka-Matuszek, A.; Brindell, M.; Stochel, G. Bioinorganic Photochemistry: Frontiers and Mechanisms Chem. Rev. 2005, 105, 2647-2694
11. Hjelm, J.; Constable, E. C.; Figgemeier, E.; Hagfeldt, A.; Handel, R.; Housecroft, C. E.; Mukhtar, E.; Schofield, E. A Rod-like Polymer Containing (Ru(terpy)2) Units Prepared by Electrochemical Coupling of Pendant Thienyl Moieties Chem. Commun. (Cambridge, U. K.) 2002, 284-285
12. Liu, Y.; Jiang, S.; Schanze, K. S. Amplified Quenching in Metal-Organic Conjugated Polymers Chem. Commun. (Cambridge, U. K.) 2003, 650-651
13. Serin, J. M.; Brousmiche, D. W.; Frechet, J. M. Cascade Energy Transfer in a Conformationally Mobile Multichromophoric Dendrimer Chem. Commun. (Cambridge, U. K.) 2002, 2605-2607
14. Walters, K. A.; Trouillet, L.; Guillerez, S.; Schanze, K. S. Photophysics and Electron Transfer in Poly(3-octylthiophene) Alternating with Ru(II)- and Os(II)-Bipyridine Complexes Inorg. Chem. 2000, 39, 5496-5509
15. Dreyer, D. R.; Park, S.; Bielawski, C. W.; Ruoff, R. S. The Chemistry of Graphene Oxide Chem. Soc. Rev. 2010, 39, 228-240
16. Fleming, C. N.; Brennaman, M. K.; Papanikolas, J. M.; Meyer, T. J. Efficient, Long-Range Energy Migration in Ru(II) Polypyridyl Derivatized Polystyrenes in Rigid Media. Antennae for Artificial Photosynthesis Dalton Trans. 2009, 3903-3910
17. Fleming, C. N.; Maxwell, K. A.; DeSimone, J. M.; Meyer, T. J.; Papanikolas, J. M. Ultrafast Excited-State Energy Migration Dynamics in an Efficient Light-Harvesting Antenna Polymer Based on Ru(II) and Os(II) Polypyridyl Complexes J. Am. Chem. Soc. 2001, 123, 10336-10347
18. Meyer, T.; Papanikolas, J.; Heyer, C. Solar Fuels and Next Generation Photovoltaics: The UNC-CH Energy Frontier Research Center Catal. Lett. 2011, 141, 1-7
19. Duprez, V.; Biancardo, M.; Spanggaard, H.; Krebs, F. C. Synthesis of Conjugated Polymers Containing Terpyridine-Ruthenium Complexes: Photovoltaic Applications Macromolecules 2005, 38, 10436-10448
20. Cheung, W. K.; Mak, C. S. K.; Chan, W. K. Heteroleptic Ruthenium (II) Complex-Containing Polymers and Their Bandgap Tuning and Photosensitizing Properties Macromol. Rapid Commun. 2012, 33, 585-591
21. Man, K. Y. K.; Wong, H. L.; Chan, W. K. Use of a Ruthenium-Containing Conjugated Polymers as a Photosensitizer in Photovoltaic Devices Fabricated by a Layer-by-Layer Deposition Process Langmuir 2006, 22, 3368-3375
22. Grätzel, M. Solar Energy Conversion by Dye-Sensitized Photovoltaic Cells Inorg. Chem. 2005, 44, 6841-6851
23. Chiba, Y.; Islam, A.; Watanabe, Y.; Komiya, R.; Koide, N.; Han, L. Dye-Sensitized Solar Cells with Conversion Efficiency of 11.1% Jpn. J. Appl. Phys., Part 2 2006, 45, L638-L640
24. Fasolino, A.; Los, J. H.; Katsnelson, M. I. Intrinsic Ripples in Graphene Nat. Mater. 2007, 6, 858-861
25. Balandin, A. A.; Ghosh, S.; Bao, W.; Calizo, I.; Teweldebrhan, D.; Miao, F.; Lau, C. N. Superior Thermal Conductivity of Single-Layer Graphene Nano Lett. 2008, 8, 902-907
26. Guo, S.; Dong, S. Graphene Nanosheets: Synthesis, Molecular Engineering, Thin Film, Hybrids, and Energy and Analytical Applications Chem. Soc. Rev. 2011, 40, 2644-2672
27. Bunch, J. S.; Verbridge, S. S.; Alden, J. S.; Van der Zande, A. M.; Parpia, J. M.; Craighead, H. G.; McEuen, P. L. Impermeable Atomic Membrances from Graphene Sheets Nano Lett. 2008, 8, 2458-2462
28. Du, X.; Skachko, I.; Barker, A.; Andrei, E. Y. Approaching Ballistic Transport in Suspended Graphene Nat. Nanotechnol. 2008, 3, 491-495
29. Becerril, H. A.; Mao, J.; Liu, Z.; Stoltenberg, R. M.; Bao, Z.; Chen, Y. Evaluation of Solution-Processed Reduced Graphene Oxide Films as Transparent Conductors ACS Nano 2008, 2, 463-470
30. Lee, C.; Wei, X.; Kysar, J. W.; Hone, J. Measurement of the Elastic Properties and Intrinsic Strength of Monolayer Graphene Science 2008, 321, 385-388
31. Tombros, N.; Jozsa, C.; Popiniuc, M.; Jonkman, H. T.; van Wees, B. J. Electronic Spin Transport and Spin Precession in Single Graphene Layers at Room Temperature Nature 2007, 448, 571-574
32. Jo, K.; Lee, T.; Choi, H. J.; Park, J. H.; Lee, D. J.; Lee, D. W.; Kim, B. S. Stable Aqueous Dispersion of Reduced Graphene Nanosheets via Non-Covalent Functionalization with Conducting Polymers and Application in Transparent Electrodes Langmuir 2011, 27, 2014-2018
33. Li, X.; Wang, X.; Zhang, L.; Lee, S.; Dai, H. Chemically Derived, Ultrasmooth Graphene Nanoribbon Semiconductors Science 2008, 319, 1229-1232
34. Villar-Rodil, S.; Paredes, J. I.; Martinez-Alonso, A.; Tascon, J. M. D. Preparation of Graphene Dispersions and Graphene-Polymer Composites in Organic Media J. Mater. Chem. 2009, 19, 3591-3593
35. Robinson, J. T.; Perkins, F. K.; Snow, E. S.; Wei, Z.; Sheehan, P. E. Reduced Graphene Oxide Molecular Sensors Nano Lett. 2008, 8, 3137-3140
36. Yan, X.; Li, B.; Cui, X.; Wei, Q.; Tajima, K.; Li, L.-S. Independent Tuning of the Band Gap and Redox Potential of Graphene Quantum Dots J. Phys. Chem. Lett. 2011, 2, 1119-1124
37. Li, S.; Zhong, X.; Yang, H.; Hu, Y.; Zhang, F.; Niu, Z.; Hu, W.; Dong, Z.; Jin, J.; Li, R. Noncovalent Modified Graphene Sheets with Ruthenium(II) Complexes Used as Electrochemiluminescent Materials and Photosensors Carbon 2011, 49, 4239-4245
38. Steenackers, M.; Gigler, A. M.; Zhang, N.; Deubel, F.; Seifert, M.; Hess, L. H.; Lim, C. H. Y. X.; Loh, K. P.; Garrido, J. A.; Jordan, R. Polymer Brushes on Graphene J. Am. Chem. Soc. 2011, 133, 10490-10498
39. Fang, M.; Wang, K.; Lu, H.; Yang, Y.; Nutt, S. Single-Layer Graphene Nanosheets with Controlled Grafting of Polymer Chains J. Mater. Chem. 2010, 20, 1982-1992
40. Wang, D.; Ye, G.; Wang, X. Graphene Functionalized with Azo Polymer Brushes: Surface-Initiated Polymerization and Photoresponsive Properties Adv. Mater. 2011, 23, 1122-1125
41. Fowler, J. D.; Allen, M. J.; Tung, V. C.; Yang, Y.; Kaner, R. B.; Weiller, B. H. Practical Chemical Sensors from Chemically Derived Graphene ACS Nano 2009, 3, 301-306
42. Yang, Y.; Wang, J.; Zhang, J.; Liu, J.; Yang, X.; Zhao, H. Exfoliated Graphite Oxide Decorated by PDMAEMA Chains and Polymer Particles Langmuir 2009, 25, 11808-11814
43. Lee, S. H.; Dreyer, D. R.; An, J.; Velamakanni, A.; Piner, R. D.; Park, S.; Zhu, Y.; Kim, S. O.; Bielawski, C. W.; Ruoff, R. S. Polymer Brushes via Controlled, Surface-Initiated Atom Transfer Radical Polymerization (ATRP) from Graphene Oxide Macromol. Rapid Commun. 2010, 31, 281-288
44. Goncalves, G.; Marques, P. A. A. P.; Barros-Timmons, A.; Bdkin, I.; Singh, M. K.; Emami, N.; Gracio, J. Graphene Oxide Modified with PMMA via ATRP as a Reinforcement Filler J. Mater. Chem. 2010, 20, 9927-9934
45. Sun, S.; Cao, Y.; Feng, J.; Wu, P. Click Chemistry as a Route for the Immobilization of Well-Defined Polystyrene onto Graphene Sheets J. Mater. Chem. 2010, 20, 5605-5607
46. Fang, M.; Wang, K.; Lu, H.; Yang, Y.; Nutt, S. Covalent Polymer Functionalization of Graphene Nanosheets and Mechanical Properties of Composites J. Mater. Chem. 2009, 19, 7098-7105
47. Qi, X.; Pu, K.-Y.; Zhou, X.; Li, H.; Liu, B.; Boey, F.; Huang, W.; Zhang, H. Conjugated-Polyelectrolyte-Functionalized Reduced Graphene Oxide with Excellent Solubility and Stability in Polar Solvents Small 2010, 6, 663-669
48. Islam, A.; Chowdhury, F. A.; Chiba, Y.; Komiya, R.; Fuke, N.; Ikeda, N.; Nozaki, K.; Han, L. Synthesis and Characterization of New Efficient Tricarboxyterpyridyl (β-diketonato) Ruthenium(II) Sensitizers and Their Applications in Dye-Sensitized Solar Cells Chem. Mater. 2006, 18, 5178-5185
49. Hummers, W. S.; Offeman, R. E. Preparation of Graphitic Oxide J. Am. Chem. Soc. 1958, 80, 1339-1339
50. Xu, Y.; Bai, H.; Lu, G.; Li, C.; Shi, G. Flexible Graphene Films via the Filtration of Water-Soluble Noncovalent Functionalized Graphene Sheets J. Am. Chem. Soc. 2008, 130, 5856-5857
51. Shin, H.-J.; Kim, K. K.; Benayad, A.; Yoon, S.-M.; Park, H. K.; Jung, I.-S.; Jin, M. H.; Jeong, H.-K.; Kim, J. M.; Choi, J.-Y. Efficient Reduction of Graphite Oxide by Sodium Borohydride and Its Effect on Electrical Conductance Adv. Funct. Mater. 2009, 19, 1987-1992
52. Stankovich, S.; Dikin, D. A.; Piner, R. D.; Kohlaas, K. A.; Kleinhammes, A.; Jia, Y.; Wu, Y.; Nguyen, S. T.; Ruoff, R. S. Synthesis of Graphene-Based Nanosheets via Chemical Reduction of Exfoliated Graphite Oxide Carbon 2007, 45, 1558-1565
53. Yu, D.; Yang, Y.; Durstock, M.; Baek, J.-B.; Dai, L. Soluble P3HT-Grafted Graphene for Efficient Bilayer-Heterojunction Photovoltaic Devices ACS Nano 2010, 4, 5633-5640
54. Sun, Y.; Chen, Z.; Puodziukynaite, E.; Jenkins, D. M.; Reynolds, J. R.; Schanze, K. S. Light Harvesting Arrays of Polypyridine Ruthenium(II) Chromophores Prepared by Reversible Addition-Fragmentation Chain Transfer Polymerization Macromolecules 2012, 45, 2632-2642
55. Wang, X.; Zhi, L.; Mullen, K. Transparent, Conductive Graphene Electrodes for Dye-Sensitized Solar Cells Nano Lett. 2008, 8, 323-327
56. Bavastrello, V.; Carrara, S.; Ram, M. K.; Nicolini, C. Optical and Electrochemical Properies of Poly(o-toluidine) Multiwalled Carbon Nanotubes Composite Langmuir-Schaefer Films Langmuir 2004, 20, 969-973
57. Lomeda, J. R.; Doyle, C. D.; Kosynkin, D. V.; Hwang, W.-F.; Tour, J. M. Diazonium Functionalization of Surfactant-Wrapped Chemically Converted Graphene Sheets J. Am. Chem. Soc. 2008, 130, 16201-16206
58. Ito, A.; Meyer, T. J. The Golden Rule. Application for Fun and Profit in Electron Transfer, Energy Transfer, and Excited-State Decay Phys. Chem. Chem. Phys. 2012, 14, 13731-13745
59. Ito, A.; Stewart, D. J.; Knight, T. E.; Fang, Z.; Brennaman, K.; Meyer, T. J. Excited-State Dynamics in Rigid Media: Evidence for Long-Range Energy Transfer J. Phys. Chem. B 2013, 117, 3428-3438
60. Fang, Z.; Ito, A.; Keinan, S.; Chen, Z.; Watson, Z.; Rochette, J.; Kanai, Y.; Taylor, D.; Schanze, K.; Meyer, T. Atom Transfer Radical Polymerization Preparation and Photophysical Properties of Polypyridylruthenium Derivatized Polystyrenes Inorg. Chem. 2013, 52, 8511-8520
61. Dupray, L. M.; Devenney, M.; Striplin, D. R.; Meyer, T. J. An Antenna Polymer for Visible Energy Transfer J. Am. Chem. Soc. 1997, 119, 10243-10244
62. 2 Films via Molecular Grafting for Dye-Sensitized Solar Cell Application ACS Nano 2010, 4, 3482-3488
63. Aamer, K. A.; Tew, G. N. RAFT Polymerization of a Novel Activated Ester Monomer and Conversion to a Terpyridine-Containing Homopolymer J. Polym. Sci., Part A: Polym. Chem. 2007, 45, 5618-5625