Binding affinities and thermodynamics of noncovalent functionalization of carbon nanotubes with surfactants

Langmuir

Volumn 29, Issue 35, 2013, Pages 11154-11162

  Oh, Hyunkyu ^a   Sim, Jinsook ^a   Ju, Sang Yong ^a  

^a Yonsei University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

CARBON NANOTUBES; CHIRALITY; EQUILIBRIUM CONSTANTS; GIBBS FREE ENERGY; SUPRAMOLECULAR CHEMISTRY; SURFACE ACTIVE AGENTS;

FLAVIN MONONUCLEOTIDES; GIBBS ENERGY CHANGE; NANOTUBE CHIRALITIES; NON-COVALENT FUNCTIONALIZATION; QUANTITATIVE BINDING; SEMICONDUCTING TUBES; SUPRAMOLECULAR ASSEMBLIES; THERMODYNAMIC PARAMETER;

BINDING ENERGY;

EID: 84883476782     PISSN: 07437463     EISSN: 15205827     Source Type: Journal    
DOI: 10.1021/la4022933     Document Type: Article

References (42)

1. Dresselhaus, M. S.; Dresselhaus, G.; Avouris, P. Carbon Nanotubes: Synthesis, Structure, Properties and Applications; Springer: Berlin, 2001.
2. Diao, S.; Hong, G.; Robinson, J. T.; Jiao, L.; Antaris, A. L.; Wu, J. Z.; Choi, C. L.; Dai, H. Chirality Enriched (12,1) and (11,3) Single-Walled Carbon Nanotubes for Biological Imaging J. Am. Chem. Soc. 2012, 134, 16971-16974
3. Kang, J. W.; Nguyen, F. T.; Lue, N.; Dasari, R. R.; Heller, D. A. Measuring Uptake Dynamics of Multiple Identifiable Carbon Nanotube Species via High-Speed Confocal Raman Imaging of Live Cells Nano Lett. 2012, 12, 6170-6174
4. LeMieux, M. C.; Roberts, M.; Barman, S.; Jin, Y. W.; Kim, J. M.; Bao, Z. Self-Sorted, Aligned Nanotube Networks for Thin-Film Transistors Science 2008, 321, 101-104
5. Zheng, M.; Jagota, A.; Semke, E. D.; Diner, B. A.; McLean, R. S.; Lustig, S. R.; Richardson, R. E.; Tassi, N. G. DNA-Assisted Dispersion and Separation of Carbon Nanotubes Nat. Mater. 2003, 2, 338-342
6. Zheng, M.; Semke, E. D. Enrichment of Single Chirality Carbon Nanotubes J. Am. Chem. Soc. 2007, 129, 6084-6085
7. Tu, X.; Manohar, S.; Jagota, A.; Zheng, M. DNA Sequence Motifs for Structure-Specific Recognition and Separation of Carbon Nanotubes Nature 2009, 460, 250-253
8. Zheng, M.; Jagota, A.; Strano, M. S.; Santos, A. P.; Barone, P.; Chou, S. G.; Diner, B. A.; Dresselhaus, M. S.; McLean, R. S.; Onoa, G. B.; Samsonidze, G. G.; Semke, E. D.; Usrey, M.; Walls, D. J. Structure-Based Carbon Nanotube Sorting by Sequence-Dependent DNA Assembly Science 2003, 302, 1545-1548
9. Arnold, M. S.; Green, A. A.; Hulvat, J. F.; Stupp, S. I.; Hersam, M. C. Sorting Carbon Nanotubes by Electronic Structure using Density Differentiation Nat. Nanotechnol. 2006, 1, 60-65
10. Ghosh, S.; Bachilo, S. M.; Weisman, R. B. Advanced Sorting of Single-Walled Carbon Nanotubes by Nonlinear Density-Gradient Ultracentrifugation Nat. Nanotechnol. 2010, 5, 443-450
11. Nish, A.; Hwang, J.-Y.; Doig, J.; Nicholas, R. J. Highly Selective Dispersion of Single-Walled Carbon Nanotubes using Aromatic Polymers Nat. Nanotechnol. 2007, 2, 640-646
12. Ju, S.-Y.; Doll, J.; Sharma, I.; Papadimitrakopoulos, F. Selection of Carbon Nanotubes with Specific Chiralities using Helical Assemblies of Flavin Mononucleotide Nat. Nanotechnol. 2008, 3, 356-362
13. Ju, S.-Y.; Abanulo, D. C.; Badalucco, C. A.; Gascón, J. A.; Papadimitrakopoulos, F. Handedness Enantioselection of Carbon Nanotubes Using Helical Assemblies of Flavin Mononucleotide J. Am. Chem. Soc. 2012, 134, 13196-13199
14. Liu, H.; Nishide, D.; Tanaka, T.; Kataura, H. Large-Scale Single-Chirality Separation of Single-Wall Carbon Nanotubes by Simple Gel Chromatography Nat. Commun. 2011, 2, 1-8
15. Richard, C.; Balavoine, F.; Schultz, P.; Ebbesen, T. W.; Mioskowski, C. Supramolecular Self-Assembly of Lipid Derivatives on Carbon Nanotubes Science 2003, 300, 775-778
16. Okazaki, T.; Saito, T.; Matsuura, K.; Ohshima, S.; Yumura, M.; Iijima, S. Photoluminescence Mapping of "As-Grown" Single-Walled Carbon Nanotubes: A Comparison with Micelle-Encapsulated Nanotube Solutions Nano Lett. 2005, 5, 2618-2623
17. Moore, V. C.; Strano, M. S.; Haroz, E. H.; Hauge, R. H.; Smalley, R. E.; Schmidt, J.; Talmon, Y. Individually Suspended Single-Walled Carbon Nanotubes in Various Surfactants Nano Lett. 2003, 3, 1379-1382
18. Hirano, A.; Tanaka, T.; Kataura, H. Thermodynamic Determination of the Metal/Semiconductor Separation of Carbon Nanotubes Using Hydrogels ACS Nano 2012, 6, 10195-10205
19. Kato, Y.; Inoue, A.; Niidome, Y.; Nakashima, N. Thermodynamics on Soluble Carbon Nanotubes: How Do DNA Molecules Replace Surfactants on Carbon Nanotubes? Sci. Rep. 2012, 2, 1-7
20. Bachilo, S. M.; Strano, M. S.; Kittrell, C.; Hauge, R. H.; Smalley, R. E.; Weisman, R. B. Structure-Assigned Optical Spectra of Single-Walled Carbon Nanotubes Science 2002, 298, 2361-2366
21. Tan, P. H.; Rozhin, A. G.; Hasan, T.; Hu, P.; Scardaci, V.; Milne, W. I.; Ferrari, A. C. Photoluminescence Spectroscopy of Carbon Nanotube Bundles: Evidence for Exciton Energy Transfer Phys. Rev. Lett. 2007, 99, 137402-137402/4
22. Ju, S.-Y.; Kopcha, W. P.; Papadimitrakopoulos, F. Brightly Fluorescent Single-Walled Carbon Nanotubes via an Oxygen-Excluding Surfactant Organization Science 2009, 323, 1319-1323
23. Wang, F.; Dukovic, G.; Brus, L. E.; Heinz, T. F. The Optical Resonances in Carbon Nanotubes Arise from Excitons Science 2005, 308, 838-841
24. Cognet, L.; Tsyboulski, D. A.; Rocha, J.-D. R.; Doyle, C. D.; Tour, J. M.; Weisman, R. B. Stepwise Quenching of Exciton Fluorescence in Carbon Nanotubes by Single-Molecule Reactions Science 2007, 316, 1465-1468
25. Lin, C. S.; Zhang, R. Q.; Niehaus, T. A.; Frauenheim, T. Geometric and Electronic Structures of Carbon Nanotubes Adsorbed with Flavin Adenine Dinucleotide: A Theoretical Study J. Phys. Chem. C 2007, 111, 4069-4073
26. Ju, S.-Y.; Papadimitrakopoulos, F. Synthesis and Redox Behavior of Flavin Mononucleotide-Functionalized Single-Walled Carbon Nanotubes J. Am. Chem. Soc. 2007, 130, 655-664
27. Roxbury, D.; Tu, X.; Zheng, M.; Jagota, A. Recognition Ability of DNA for Carbon Nanotubes Correlates with Their Binding Affinity Langmuir 2011, 27, 8282-8293
28. Hilmer, A. J.; McNicholas, T. P.; Lin, S.; Zhang, J.; Wang, Q. H.; Mendenhall, J. D.; Song, C.; Heller, D. A.; Barone, P. W.; Blankschtein, D.; Strano, M. S. Role of Adsorbed Surfactant in the Reaction of Aryl Diazonium Salts with Single-Walled Carbon Nanotubes Langmuir 2011, 28, 1309-1321
29. Lin, S.; Hilmer, A. J.; Mendenhall, J. D.; Strano, M. S.; Blankschtein, D. Molecular Perspective on Diazonium Adsorption for Controllable Functionalization of Single-Walled Carbon Nanotubes in Aqueous Surfactant Solutions J. Am. Chem. Soc. 2012, 134, 8194-8204
30. Crochet, J.; Clemens, M.; Hertel, T. Quantum Yield Heterogeneities of Aqueous Single-Wall Carbon Nanotube Suspensions J. Am. Chem. Soc. 2007, 129, 8058-8059
31. Stryer, L., Biochemistry, 4 th ed.; W.H. Freeman & Company: New York, 1995.
32. Kato, Y.; Niidome, Y.; Nakshima, N. Thermodynamics of the Exchange of Solubilizers on Single-walled Carbon Nanotubes Chem. Lett. 2011, 40, 730-732
33. Shastry, T. A.; Morris-Cohen, A. J.; Weiss, E. A.; Hersam, M. C. Probing Carbon Nanotube-Surfactant Interactions with Two-Dimensional DOSY NMR J. Am. Chem. Soc. 2013, 135, 6750-6753
34. Duque, J. G.; Densmore, C. G.; Doorn, S. K. Saturation of Surfactant Structure at the Single-Walled Carbon Nanotube Surface J. Am. Chem. Soc. 2010, 132, 16165-16175
35. Nelson, D. L.; Cox, M. M., Lehninger Principles of Biochemistry, 3 rd ed.; Worth Publishers: New York, 2000.
36. Arnold, M. S.; Suntivich, J.; Stupp, S. I.; Hersam, M. C. Hydrodynamic Characterization of Surfactant Encapsulated Carbon Nanotubes Using an Analytical Ultracentrifuge ACS Nano 2008, 2, 2291-2300
37. Duplaître, G.; Ferreira Marques, M. F.; da Graça Miguel, M. Size of Sodium Dodecyl Sulfate Micelles in Aqueous Solutions as Studied by Positron Annihilation Lifetime Spectroscopy J. Phys. Chem. 1996, 100, 16608-16612
38. Hait, S. K.; Majhi, P. R.; Blume, A.; Moulik, S. P. A Critical Assessment of Micellization of Sodium Dodecyl Benzene Sulfonate (SDBS) and Its Interaction with Poly(vinyl pyrrolidone) and Hydrophobically Modified Polymers, JR 400 and LM 200 J. Phys. Chem. B 2003, 107, 3650-3658
39. Hao, L.; Lu, R.; Leaist, D.; Poulin, P. Aggregation Number of Aqueous Sodium Cholate Micelles from Mutual Diffusion Measurements J. Solution Chem. 1997, 26, 113-125
40. Liu, H.; Tanaka, T.; Urabe, Y.; Kataura, H. High-Efficiency Single-Chirality Separation of Carbon Nanotubes Using Temperature-Controlled Gel Chromatography Nano Lett. 2013, 13 (5) 1996-2003
41. Prins, L. J.; Reinhoudt, D. N.; Timmerman, P. Noncovalent Synthesis Using Hydrogen Bonding Angew. Chem., Int. Ed. 2001, 40, 2382-2426
42. Nikolaev, P.; Bronikowski, M. J.; Bradley, R. K.; Rohmund, F.; Colbert, D. T.; Smith, K. A.; Smalley, R. E. Gas-Phase Catalytic Growth of Single-Walled Carbon Nanotubes from Carbon Monoxide Chem. Phys. Lett. 1999, 313, 91-97