Improving the binding characteristics of tripodal compounds on single layer graphene

ACS Nano

Volumn 7, Issue 8, 2013, Pages 7193-7199

  Mann, Jason A ^a   Dichtel, William R ^a  

^a Department of Obstetrics Gynecology   (United States)

Author keywords

cobalt bis terpyridine; electrochemistry; functionalization; graphene electrode; monolayer; noncovalent; self assembly

Indexed keywords

BINDING CHARACTERISTICS; CONDUCTIVE ELECTRODES; COVALENT BOND FORMATION; ENERGY CONVERSION AND STORAGES; FUNCTIONALIZATIONS; GRAPHENE ELECTRODES; NON-COVALENT; STRUCTURE PROPERTY RELATIONSHIPS;

ELECTROCHEMISTRY; ENERGY CONVERSION; GRAPHITE ELECTRODES; MONOLAYERS; SELF ASSEMBLY; VIRTUAL STORAGE;

GRAPHENE;

GRAPHITE; NANOMATERIAL;

ADSORPTION; ARTICLE; CHEMISTRY; ELECTROCHEMISTRY; ELECTRODE; GENETIC PROCEDURES; INFRARED SPECTROSCOPY; KINETICS; METHODOLOGY; NANOTECHNOLOGY; OXIDATION REDUCTION REACTION; SURFACE PROPERTY; THERMODYNAMICS; PROCEDURES;

ADSORPTION; BIOSENSING TECHNIQUES; ELECTROCHEMISTRY; ELECTRODES; GRAPHITE; KINETICS; NANOSTRUCTURES; NANOTECHNOLOGY; OXIDATION-REDUCTION; SPECTROSCOPY, FOURIER TRANSFORM INFRARED; SURFACE PROPERTIES; THERMODYNAMICS;

EID: 84883220441     PISSN: 19360851     EISSN: 1936086X     Source Type: Journal    
DOI: 10.1021/nn402599x     Document Type: Article

References (53)

1. Novoselov, K. S.; Geim, A. K.; Morozov, S. V.; Jiang, D.; Zhang, Y.; Dubonos, S. V.; Grigorieva, I. V.; Firsov, A. A. Electric Field Effect in Atomically Thin Carbon Films Science 2004, 306, 666-669
2. 2 Nat. Nanotechnol. 2008, 3, 206-209
3. 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
4. Liu, W.; Jackson, B. L.; Zhu, J.; Miao, C.-Q.; Chung, C.-H.; Park, Y. J.; Sun, K.; Woo, J.; Xie, Y.-H. Large Scale Pattern Graphene Electrode for High Performance in Transparent Organic Single Crystal Field-Effect Transistors ACS Nano 2010, 4, 3927-3932
5. Jang, S.; Jang, H.; Lee, Y.; Suh, D.; Baik, S.; Hong, B. H.; Ahn, J.-H. Flexible, Transparent Single-Walled Carbon Nanotube Transistors with Graphene Electrodes Nanotechnology 2010, 21, 425201/1-425201/5
6. Nair, R. R.; Blake, P.; Grigorenko, A. N.; Novoselov, K. S.; Booth, T. J.; Stauber, T.; Peres, N. M. R.; Geim, A. K. Fine Structure Constant Defines Visual Transparency of Graphene Science 2008, 320, 1308-1308
7. Yuk, J. M.; Park, J.; Ercius, P.; Kim, K.; Hellebusch, D. J.; Crommie, M. F.; Lee, J. Y.; Zettl, A.; Alivisatos, A. P. High-Resolution EM of Colloidal Nanocrystal Growth Using Graphene Liquid Cells Science 2012, 336, 61-64
8. Mohanty, N.; Fahrenholtz, M.; Nagaraja, A.; Boyle, D.; Berry, V. Impermeable Graphenic Encasement of Bacteria Nano Lett. 2011, 11, 1270-1275
9. Nair, R. R.; Blake, P.; Blake, J. R.; Zan, R.; Anissimova, S.; Bangert, U.; Golovanov, A. P.; Morozov, S. V.; Geim, A. K.; Novoselov, K. S. et al. Graphene as a Transparent Conductive Support for Studying Biological Molecules by Transmission Electron Microscopy Appl. Phys. Lett. 2010, 97, 153102
10. Yan, Z.; Lin, J.; Peng, Z.; Sun, Z.; Zhu, Y.; Li, L.; Xiang, C.; Samuel, E. L.; Kittrell, C.; Tour, J. M. Toward the Synthesis of Wafer-Scale Single-Crystal Graphene on Copper Foils ACS Nano 2012, 6, 9110-9117
11. Bae, S.; Kim, H.; Lee, Y.; Xu, X.; Park, J.-S.; Zheng, Y.; Balakrishnan, J.; Lei, T.; Ri Kim, H.; Song, Y. I. et al. Roll-to-Roll Production of 30-Inch Graphene Films for Transparent Electrodes Nat. Nanotechnol. 2010, 5, 574-578
12. Chen, S.; Cai, W.; Piner, R. D.; Suk, J. W.; Wu, Y.; Ren, Y.; Kang, J.; Ruoff, R. S. Synthesis and Characterization of Large-Area Graphene and Graphite Films on Commercial Cu-Ni Alloy Foils Nano Lett. 2011, 11, 3519-3525
13. Mattevi, C.; Kim, H.; Chhowalla, M. A Review of Chemical Vapour Deposition of Graphene on Copper J. Mater. Chem. 2011, 21, 3324-3334
14. Lee, Y.; Bae, S.; Jang, H.; Jang, S.; Zhu, S.-E.; Sim, S. H.; Song, Y. I.; Hong, B. H.; Ahn, J.-H. Wafer-Scale Synthesis and Transfer of Graphene Films Nano Lett. 2010, 10, 490-493
15. Li, X.; Cai, W.; An, J.; Kim, S.; Nah, J.; Yang, D.; Piner, R.; Velamakanni, A.; Jung, I.; Tutuc, E. et al. Large-Area Synthesis of High-Quality and Uniform Graphene Films on Copper Foils Science 2009, 324, 1312-1314
16. Levendorf, M. P.; Ruiz-Vargas, C. S.; Garg, S.; Park, J. Transfer-Free Batch Fabrication of Single Layer Graphene Transistors Nano Lett. 2009, 9, 4479-4483
17. Reina, A.; Jia, X.; Ho, J.; Nezich, D.; Son, H.; Bulovic, V.; Dresselhaus, M. S.; Kong, J. Large Area, Few-Layer Graphene Films on Arbitrary Substrates by Chemical Vapor Deposition Nano Lett. 2008, 9, 30-35
18. Laaksonen, P.; Kainlauri, M.; Laaksonen, T.; Shchepetov, A.; Jiang, H.; Ahopelto, J.; Linder, M. B. Interfacial Engineering by Proteins: Exfoliation and Functionalization of Graphene by Hydrophobins Angew. Chem., Int. Ed. 2010, 49, 4946-4949
19. Kim, S. N.; Kuang, Z.; Slocik, J. M.; Jones, S. E.; Cui, Y.; Farmer, B. L.; McAlpine, M. C.; Naik, R. R. Preferential Binding of Peptides to Graphene Edges and Planes J. Am. Chem. Soc. 2011, 14480-14483
20. Mannoor, M. S.; Tao, H.; Clayton, J. D.; Sengupta, A.; Kaplan, D. L.; Naik, R. R.; Verma, N.; Omenetto, F. G.; McAlpine, M. C. Graphene-Based Wireless Bacteria Detection on Tooth Enamel Nat. Commun. 2012, 3, 763
21. Wang, X.; Tabakman, S. M.; Dai, H. Atomic Layer Deposition of Metal Oxides on Pristine and Functionalized Graphene J. Am. Chem. Soc. 2008, 130, 8152-8153
22. Wang, Q. H.; Hersam, M. C. Room-Temperature Molecular-Resolution Characterization of Self-Assembled Organic Monolayers on Epitaxial Graphene Nat. Chem. 2009, 1, 206-211
23. Coletti, C.; Riedl, C.; Lee, D. S.; Krauss, B.; Patthey, L.; von Klitzing, K.; Smet, J. H.; Starke, U. Charge Neutrality and Band-Gap Tuning of Epitaxial Graphene on SiC by Molecular Doping Phys. Rev. B 2010, 81, 235401-235409
24. Alaboson, J. M. P.; Wang, Q. H.; Emery, J. D.; Lipson, A. L.; Bedzyk, M. J.; Elam, J. W.; Pellin, M. J.; Hersam, M. C. Seeding Atomic Layer Deposition of High-K Dielectrics on Epitaxial Graphene with Organic Self-Assembled Monolayers ACS Nano 2011, 5, 5223-5232
25. Cheng, H.-C.; Shiue, R.-J.; Tsai, C.-C.; Wang, W.-H.; Chen, Y.-T. High-quality Graphene P-N Junctions via Resist-Free Fabrication and Solution-Based Noncovalent Functionalization ACS Nano 2011, 5, 2051-2059
26. Lee, W. H.; Park, J.; Sim, S. H.; Lim, S.; Kim, K. S.; Hong, B. H.; Cho, K. Surface-Directed Molecular Assembly of Pentacene on Monolayer Graphene for High-Performance Organic Transistors J. Am. Chem. Soc. 2011, 133, 4447-4454
27. Jandhyala, S.; Mordi, G.; Lee, B.; Lee, G.; Floresca, C.; Cha, P. R.; Ahn, J.; Wallace, R. M.; Chabal, Y. J.; Kim, M. J. et al. Atomic Layer Deposition of Dielectrics on Graphene Using Reversibly Physisorbed Ozone ACS Nano 2012, 6, 2722-2730
28. Lee, W. H.; Suk, J. W.; Lee, J.; Hao, Y. F.; Park, J.; Yang, J. W.; Ha, H. W.; Murali, S.; Chou, H.; Akinwande, D. et al. Simultaneous Transfer and Doping of CVD-Grown Graphene by Fluoropolymer for Transparent Conductive Films on Plastic ACS Nano 2012, 6, 1284-1290
29. Colson, J. W.; Woll, A. R.; Mukherjee, A.; Levendorf, M. P.; Spitler, E. L.; Shields, V. B.; Spencer, M. G.; Park, J.; Dichtel, W. R. Oriented 2D Covalent Organic Framework Thin Films on Single-Layer Graphene Science 2011, 332, 228-231
30. Malig, J.; Jux, N.; Kiessling, D.; Cid, J.-J.; Vázquez, P.; Torres, T.; Guldi, D. M. Towards Tunable Graphene/Phthalocyanine-PPV Hybrid Systems Angew. Chem., Int. Ed. 2011, 50, 3561-3565
31. Sabri, S. S.; Guillemette, J.; Guermoune, A.; Siaj, M.; Szkopek, T. Enhancing Gas Induced Charge Doping in Graphene Field Effect Transistors by Non-Covalent Functionalization with Polyethyleneimine Appl. Phys. Lett. 2012, 100, 113106/1-113106/4
32. Yan, C.; Kim, K. S.; Lee, S. K.; Bae, S. H.; Hong, B. H.; Kim, J. H.; Lee, H. J.; Ahn, J. H. Mechanical and Environmental Stability of Polymer Thin-Film-Coated Graphene ACS Nano 2012, 6, 2096-2103
33. Love, J. C.; Estroff, L. A.; Kriebel, J. K.; Nuzzo, R. G.; Whitesides, G. M. Self-Assembled Monolayers of Thiolates on Metals as a Form of Nanotechnology Chem. Rev. 2005, 105, 1103-1170
34. Hofer, R.; Textor, M.; Spencer, N. D. Alkyl Phosphate Monolayers, Self-Assembled from Aqueous Solution onto Metal Oxide Surfaces Langmuir 2001, 17, 4014-4020
35. Gao, W.; Dickinson, L.; Grozinger, C.; Morin, F. G.; Reven, L. Self-Assembled Monolayers of Alkylphosphonic Acids on Metal Oxides Langmuir 1996, 12, 6429-6435
36. Badia, A.; Lennox, R. B.; Reven, L. A Dynamic View of Self-Assembled Monolayers Acc. Chem. Res. 2000, 33, 475-481
37. Ulman, A. Formation and Structure of Self-Assembled Monolayers Chem. Rev. 1996, 96, 1533-1554
38. Georgakilas, V.; Otyepka, M.; Bourlinos, A. B.; Chandra, V.; Kim, N.; Kemp, K. C.; Hobza, P.; Zboril, R.; Kim, K. S. Functionalization of Graphene: Covalent and Non-Covalent Approaches, Derivatives and Applications Chem. Rev. 2012, 112, 6156-6214
39. Hirsch, A.; Englert, J. M.; Hauke, F. Wet Chemical Functionalization of Graphene Acc. Chem. Res. 2013, 46, 87-96
40. Johns, J. E.; Hersam, M. C. Atomic Covalent Functionalization of Graphene Acc. Chem. Res. 2013, 46, 77-86
41. Park, J.; Yan, M. D. Covalent Functionalization of Graphene with Reactive Intermediates Acc. Chem. Res. 2013, 46, 181-189
42. Paulus, G. L. C.; Wang, Q. H.; Strano, M. S. Covalent Electron Transfer Chemistry of Graphene with Diazonium Salts Acc. Chem. Res. 2013, 46, 160-170
43. Lim, H.; Lee, J. S.; Shin, H.-J.; Shin, H. S.; Choi, H. C. Spatially Resolved Spontaneous Reactivity of Diazonium Salt on Edge and Basal Plane of Graphene without Surfactant and Its Doping Effect Langmuir 2010, 26, 12278-12284
44. Sun, Z.; Kohama, S.-i.; Zhang, Z.; Lomeda, J.; Tour, J. Soluble Graphene Through Edge-Selective Functionalization Nano Res. 2010, 3, 117-125
45. Yu, D. S.; Kuila, T.; Kim, N. H.; Khanra, P.; Lee, J. H. Effects of Covalent Surface Modifications on the Electrical and Electrochemical Properties of Graphene Using Sodium 4-Aminoazobenzene-4′-Sulfonate Carbon 2013, 54, 310-322
46. Guryel, S.; Hajgato, B.; Dauphin, Y.; Blairon, J. M.; Miltner, H. E.; De Proft, F.; Geerlings, P.; Van Lier, G. Effect of Structural Defects and Chemical Functionalisation on the Intrinsic Mechanical Properties of Graphene Phys. Chem. Chem. Phys. 2013, 15, 659-665
47. Bissett, M. A.; Tsuji, M.; Ago, H. Mechanical Strain of Chemically Functionalized Chemical Vapor Deposition Grown Graphene J. Phys. Chem. C 2013, 117, 3152-3159
48. Mann, J. A.; Rodríguez-López, J.; Abruña, H. D.; Dichtel, W. R. Multivalent Binding Motifs for the Noncovalent Functionalization of Graphene J. Am. Chem. Soc. 2011, 133, 17614-17617
49. Rodríguez-López, J.; Ritzert, N. L.; Mann, J. A.; Tan, C.; Dichtel, W. R.; Abruña, H. D. Quantification of the Surface Diffusion of Tripodal Binding Motifs on Graphene Using Scanning Electrochemical Microscopy J. Am. Chem. Soc. 2012, 134, 6224-6236
50. Mann, J. A.; Alava, T.; Craighead, H. G.; Dichtel, W. R. Preservation of Antibody Selectivity on Graphene by Conjugation to a Tripod Monolayer Angew. Chem., Int. Ed. 2013, 52, 3177-3180
51. Alava, T.; Mann, J. A.; Théodore, C.; Benitez, J. J.; Dichtel, W. R.; Parpia, J. M.; Craighead, H. G. Control of the Graphene-Protein Interface Is Required To Preserve Adsorbed Protein Function Anal. Chem. 2013, 85, 2754-2759
52. Keil, R. G. Resistive Electrode Effects on Cyclic Voltammetry J. Electrochem. Soc. 1986, 133, 1375-1379
53. García-Jareño, J. J.; Navarro-Laboulais, J.; Vicente, F. A Numerical Approach to the Voltammograms of the Reduction of Prussian Blue Films on ITO Electrodes Electrochim. Acta 1997, 42, 1473-1480