Site preferences of carboyxl groups on the periphery of graphene and their characteristic IR spectra

Journal of Physical Chemistry C

Volumn 117, Issue 35, 2013, Pages 18206-18215

  Kar, Tapas ^a   Scheiner, Steve ^a   Adhikari, Upendra ^a   Roy, Ajit K ^b  

^a UTAH STATE UNIVERSITY   (United States)

^b AIR FORCE RESEARCH LABORATORY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CARBOXYL GROUPS; DIFFUSE FUNCTIONS; EXPERIMENTAL SPECTRA; GRAPHENE SHEETS; SITE PREFERENCES; STERIC REPULSIONS; STRETCHING BANDS; VIBRATIONAL ANALYSIS;

POLYCYCLIC AROMATIC HYDROCARBONS;

GRAPHENE;

EID: 84883706486     PISSN: 19327447     EISSN: 19327455     Source Type: Journal    
DOI: 10.1021/jp403728b     Document Type: Article

References (47)

1. Morrison, R. T.; Boyd, R. N. Organic Chemistry, 6 th ed..; Prentice Hall: NJ, 1992.
2. Kar, T.; Scheiner, S.; Patnaik, S. S.; Bettinger, H. F.; Roy, A. K. IR Characterization of Tip-Functionalized Single-Wall Carbon Nanotubes J. Phys. Chem. C 2010, 114, 20955-20961
3. Kar, T.; Scheiner, S.; Roy, A. K. Reliability of Approximate Methods to Study Tip-Functionalized Single-Wall Carbon Nanotubes J. Phys. Chem. C 2012, 116, 25401-25406
4. Kar, T.; Scheiner, S.; Roy, A. K.; Bettinger, H. F. Unusual Low-Frequency Cî-O Mode of COOH Group Can Distinguish between Carboxylated Zigzag and Armchair Nanotubes J. Phys. Chem. C 2012, 116, 26072-26083
5. Pumera, M. Graphene-Based Nanomaterials and Their Electrochemistry Chem. Soc. Rev. 2010, 39, 4146-4157
6. Pumera, M.; Ambrosi, A.; Bonanni, A.; Chng, E. L. K.; Poh, H. L. Graphene for Electrochemical Sensing and Biosensing Trends Anal. Chem. 2010, 29, 954-965
7. Avouris, P. Graphene: Electronic and Photonic Properties and Devices Nano Lett. 2010, 10, 4285-4294
8. Rao, C. N. R.; Subrahmanyam, K. S.; Matte, H. S. S. R.; Govindaraj, A. Graphene: Synthesis, Functionalization and Properties Mod. Phys. Lett. B 2011, 25, 427-451
9. 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
10. Johns, J. E.; Hersam, M. C. Atomic Covalent Functionalization Of Graphene Acc. Chem. Res. 2013, 36, 77-86
11. Bekyarova, E.; Sarkar, S.; Wang, F.; Itkis, M. E.; Kalinina, I.; Tian, X.; Haddon, R. C. Effect of Covalent Chemistry On The Electronic Structure And Properties Of Carbon Nanotubes And Graphene Acc. Chem. Res. 2013, 46, 65-76
12. Lerf, A.; He, H.; Forster, M.; Klinowski, J. Structure of Graphite Oxide Revisited J. Phys. Chem. B 1998, 102, 4477-4482
13. Szabo, T.; Berkesi, O.; Forgo, P.; Josepovits, K.; Sanakis, Y.; Petridis, D.; Dekany, I. Evolution of Surface Functional Groups in a Series of Progressively Oxidized Graphite Oxides Chem. Mater. 2006, 18
14. Dreyer, D. R.; Park, S.; Bielawski, C. W.; Ruoff, R. S. The Chemistry Of Graphene Oxide Chem. Soc. Rev. 2010, 39, 228-240
15. Zhu, Y.; Murali, S.; Cai, W.; Li, X.; Suk, J. W.; Potts, J. R.; Ruoff, R. S. Graphene and Graphene Oxide: Synthesis, Properties, and Applications Adv. Mater. 2010, 22, 3906-3924
16. Gao, W.; Alemany, L. B.; Ci, L.; Ajayan, P. M. New Insights Into The Structure And Reduction Of Graphite Oxide Nat. Chem. 2009, 1, 403-408
17. Acik, M.; Lee, G.; Mattevi, C.; Chhowalla, M.; Cho, K.; Chabal, Y. J. Unusual Infrared-Absorption Mechanism In Thermally Reduced Graphene Oxide Nat. Mater. 2010, 9, 840-845
18. Koczon, P.; Dobrowolski, J. C.; Lewandowski, W.; Mazurek, A. P. Experimental and Theoretical IR and Raman Spectra Of Picolinic, Nicotinic and Isonicotinic Acids J. Mol. Struct. 2003, 655, 89-95
19. Ibrahim, M.; Osman, O. Spectroscopic Analyses Of Cellulose: Fourier Transform Infrared And Molecular Modeling Study J. Comput. Theor. Nanosci. 2009, 6, 1054-1058
20. Ibrahim, M.; Kuhn, O.; Scheytt, T. Molecular Spectroscopic Study of Water Hyacinth Dry Matter Open Chem. Phys. J. 2009, 2, 1-6
21. Yuge, R.; Zhang, M.; Tomonari, M.; Yoshitake, T.; Ijima, S.; Yudasaka, M. Site Identification of Carboxyl Groups on Graphene Edges with Pt Derivatives ACS Nano 2008, 2, 1865-1870
22. Becke, A. D. Density-functional Thermochemistry. III. The Role Of Exact Exchange J. Chem. Phys. 1993, 98, 5648-5652
23. Lee, C.; Yang, W.; Parr, R. G. Development of the Colle-Salvetti Correlation-Energy Formula Into A Functional Of The Electron Density Phys. Rev. B 1988, 37, 785-789
24. Stephens, P. J.; Devlin, F. J.; Chabalowski, C. F.; Frisch, M. J. Ab Initio Calculation of Vibrational Absorption and Circular Dichroism Spectra Using Density Functional Force Fields J. Phys. Chem. 1994, 98, 11623-11627
25. Scott, A. P.; Radom, L. Harmonic Vibrational Frequencies: An Evaluation of Hartree-Fock, Møller-Plesset, Quadratic Configuration Interaction, Density Functional Theory, and Semiempirical Scale Factors J. Phys. Chem. 1996, 100, 16502-16513
26. Cheeseman, J. R.; Frisch, M. J.; Devlin, F. J.; Stephens, P. J. Ab Initio Calculation Of Atomic Axial Tensors And Vibrational Rotational Strengths Using Density Functional Theory Chem. Phys. Lett. 1996, 252, 211-220
27. Devlin, F. J.; Finley, J. W.; Stephens, P. J.; Frisch, M. J. Ab Initio Calculation of Vibrational Absorption and Circular Dichroism Spectra Using Density Functional Force Fields: A Comparison of Local, Nonlocal, and Hybrid Density Functionals J. Phys. Chem. 1995, 99, 16883-16902
28. Johnson, R. D., III NIST Standard Reference Database Number 101. NIST Computational Chemistry Comparison and Benchmark Database; NIST: Gaithersburg, MD, 2006
29. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Scalmani, G.; Barone, V.; Mennucci, B.; Petersson, G. A. Gaussian09; Gaussian, Inc.: Wallingford, CT, U.S.A., 2009.
30. Zhurko, G. A. http://www.chemcraftprog.com.
31. Wu, J.; Cai, H.; Xu, K.; Fu, Z.; Liu, X.; Chen, M. Y.; Zhang, X. Polycarboxylation of Carbon Nanofibers Under Friedel-Crafts Condition: A Simple Route To Direct Binding Of Carboxylic Functionalities To Graphitic π-system Chem. Phys. Lett. 2012, 552, 78-83
32. Huang, K.-J.; Niu, D.-J.; Sun, J.-Y.; Han, C.-H.; Wu, Z.-W.; Li, Y.-L.; Xiong, X.-Q. Novel Electrochemical Sensor Based On Functionalized Graphene For Simultaneous Determination Of Adenine And Guanine in DNA Colloids Surf., B 2011, 82, 543-549
33. Li, J.; Kuang, D.; Feng, Y.; Zhang, F.; Xu, Z.; Liu, M. A Graphene Oxide-Based Electrochemical Sensor For Sensitive Determination Of 4-Nitrophenol J. Hazard. Mater. 2012, 201-202, 250-259
34. Hu, Y.; Shen, J.; Li, N.; Shi, M.; Ma, H.; Yan, B.; Wang, W.; Huang, W.; Ye, M. Amino-Functionalization of Graphene Sheets and the Fabrication of Their Nanocomposites Polym. Compos. 2010, 1987-1994
35. Wate, P. S.; Banerjee, S. S.; Jalota-Badhwar, A.; Mascarenhas, R. R.; Zope, K. R.; Khandare, J.; Misra, E. D. K. Cellular Imaging Using Biocompatible Dendrimer-Functionalized Graphene Oxide-Based Fluorescent Probe Anchored With Magnetic Nanoparticles Nanotechnology 2012, 23, 415101-415108
36. Pham, T. A.; Choi, B. C.; Lim, K. T.; Jeong, Y. T. A Simple Approach For Immobilization Of Gold Nanoparticles On Graphene Oxide Sheets By Covalent Bonding Appl. Surf. Sci. 2011, 257, 3350-3357
37. Song, Y.; Qu, K.; Zhao, C.; Ren, J.; Qu, X. Graphene Oxide: Intrinsic Peroxidase Catalytic Activity And Its Application To Glucose Detection Adv. Mater. 2010, 22, 2206-2210
38. Park, K.-W.; Jung, J. H. Spectroscopic and Electrochemical Characteristics Of A Carboxylated Graphene-ZnO Composites J. Power Sources 2012, 199, 379-385
39. Hou, S.; Su, S.; Kasner, M. L.; Shah, P.; Patel, K.; Madarang, C. J. Formation of Highly Stable Dispersions Of Silane-Functionalized Reduced Graphene Oxide Chem. Phys. Lett. 2010, 501, 68-74
40. 4-Functionalized Graphene Sheets via a Facile Hydrothermal Method and Their Adsorption Properties J. Solid State Chem. 2011, 184, 953-958
41. Chu, J.; Li, X.; Li, Y.; Chang, L. Coupled Fluorescein Isothiocyanate On Graphene Oxide Mater. Lett. 2011, 65, 751-753
42. Misra, A. K.; Ramaprabhu, S. Functionalized Graphene Sheets For Arsenic Removal And Desalination Of Sea Water Desalination 2011, 282, 39-45
43. Ntsendwana, B.; Mamba, B. B.; Sampath, S.; Arotiba, O. A. Electrochemical Detection of Bisphenol A Using Graphene-Modified Glassy Carbon Electrode Int. J. Electrochem. Sci. 2012, 7, 3501-3512
44. Hu, Y.; Shen, J.; Li, N.; Ma, H.; Shi, M.; Yan, B.; Huang, W.; Wang, W.; Ye, M. Comparison of the Thermal Properties Between Composites Reinforced By Raw And Amino-Functionalized Carbon Materials Compos. Sci. Technol. 2010, 70, 2176-2182
45. Zhang, F.; Cao, H.; Yue, D.; Zhou, Z. Graphene Covalently Modified by DNA G.Base J. Phys. Chem. C 2013, 117, 3513-3519
46. Gao, W.; Majumder, M.; Alemany, L. B.; Narayanan, T. N.; Ibarra, M. A.; Pradhan, B. K.; Ajayan, P. M. Engineered Graphite Oxide Materials for Application in Water Purification ACS Appl. Mater. Interfaces 2011, 3, 1821-1826
47. Schultz, B. J.; Patridge, C. J.; Lee, V.; Jaye, C.; Lysaght, P. D.; Smith, C.; Barnett, J.; Fischer, D. A.; Prendergast, D.; Banerjee, S. Imaging Electronic Asperities and Locally Doped Regions in Graphene Nat. Commun. 2011, 2, 372/371-378