Exploring the Electronic Topology and Binding Mechanism of Acetic Acid Adsorption on Nitrogen and Boron Co-Doped (5, 5) SWCNT

Abstract:

Chemical inertness of pristine carbon nanotubes (CNTs) poses challenges on their biocompatibility. In this paper, surface modification of pristine (5, 5) single-walled carbon nanotube (SWCNT) was explored through substitutional Boron (B) and Nitrogen (N) doping forming a C₃₈NB isomer. The electronic topology and binding mechanism of acetic acid adsorption on the isomer was then examined in the context of first-principles Density Functional Theory (DFT). Accordingly, high abundance of localized electrons between the substitutional doping sites indicates chemical binding of the substitutional atoms with the SWCNT. These are further supported by the calculated bond angles. When the acid was adsorbed on the C₃₈NB isomer, spontaneous charge redistributions were observed which are attributed to the oxidation caused by the O atoms and the charge acceptance of the C atoms. Topological analyses revealed that the net charge transfers for all considered configurations were towards the acid. In addition, the Lowest Unoccupied Molecular Orbital (LUMO) and Highest Occupied Molecular Orbital (HOMO) revealed the nonuniform distribution of electronic charges near the Fermi level. Finally, calculations of the electron localization function (ELF) showed that there was no orbital hybridization between the acid and the isomer. Further, the absence of localized electrons between their interaction points implied a physical binding mechanism. The results of the study could be used for future opto-electronic experiments and electrochemical biosensing applications of CNTs.

• Periodical: Materials Science Forum (Volume 1121)
• Pages: 155-164
• DOI: https://doi.org/10.4028/p-PQmgi7
• Online since: May 2024
• Authors: Alvanh Alem G. Pido*, Norodin A. Rangaig, Art Anthony Z. Munio, Meriam A. Gabule, Rayno Vic B. Janayon, Angel Lou Liwagon, Mitchelle D. Janayon, Johndell C. Canata, Caironesa P. Dulpina
• Keywords: Acetic Acid, Binding Mechanism, Carbon Nanotubes, Density Functional Theory, Substitutional Doping

References

[1] M. D. Ganji, & A. Bakhshandeh, Functionalized single-walled carbon nanotubes interacting with glycine amino acid: DFT study, Physica B: Condensed Matter, 406(23) (2011) 4453-4459.

DOI: 10.1016/j.physb.2011.09.006

[2] Y. Geng, M. Y. Liu, J. Li, X. M. Shi, & J. K. Kim, Effects of surfactant treatment on mechanical and electrical properties of CNT/epoxy nanocomposites, Composites Part A: Applied Science and Manufacturing, 39(12) (2008) 1876-1883.

DOI: 10.1016/j.compositesa.2008.09.009

[3] V. Machado de Menezes, R. Mota, I. Zanella, & S. B. Fagan, Pristine and functionalized capped carbon nanotubes under electric fields, Physica status solidi (b), 251(3) (2014) 649-654.

DOI: 10.1002/pssb.201349163

[4] H. S. Kang, & S. Jeong, Nitrogen doping and chirality of carbon nanotubes, Physical Review B, 70(23) (2004) 233411.

[5] Y. T. Li, & T. C. Chen, Effect of B/N co-doping on the stability and electronic structure of single-walled carbon nanotubes by first-principles theory, Nanotechnology, 20(37) (2018) 375705.

DOI: 10.1088/0957-4484/20/37/375705

[6] M. Sireesha, V. J. Babu, A. S. Kranthi Kiran, & S. Ramakrishna, A review on carbon nanotubes in biosensor devices and their applications in medicine, Nanocomposites, 4(2) (2018) 36-57.

DOI: 10.1080/20550324.2018.1478765

[7] Y. Wang, & J. T. Yeow, A review of carbon nanotubes-based gas sensors, Journal of sensors, 2009 (2009) 1-24.

[8] L. Mahdavian, M. Monajjemi, & N. Mangkorntong, Sensor response to alcohol and chemical mechanism of carbon nanotube gas sensors, Fullerenes, Nanotubes and Carbon Nanostructures, 17(5) (2009) 484-495.

DOI: 10.1080/15363830903130044

[9] B. Hawley, M. Casey, M. A. Virji, K. J. Cummings, A. Johnson, & J. Cox-Ganser, Respiratory symptoms in hospital cleaning staff exposed to a product containing hydrogen peroxide, peracetic acid, and acetic acid, Annals of work exposures and health; 62(1) (2018) 28-40.

DOI: 10.1093/annweh/wxx087

[10] K.G. Elhage, K. St. Claire, & S. Daveluy, Acetic acid and the skin: a review of vinegar in dermatology, International Journal of Dermatology, 61(7) (2022) 804-811.

DOI: 10.1111/ijd.15804

[11] L. Ernstgård, A. Iregren, B. Sjögren, & G. Johanson, Acute effects of exposure to vapours of acetic acid in humans, Toxicology letters, 165(1) (2006) 22-30.

DOI: 10.1016/j.toxlet.2006.01.010

[12] F. Gagnaire, B. Marignac, G. Hecht, & M. Héry, Sensory irritation of acetic acid, hydrogen peroxide, peroxyacetic acid and their mixture in mice, Annals of Occupational Hygiene, 46(1) (2002) 97-102.

DOI: 10.1093/annhyg/mef005

[13] K. B. Wiberg, C. M. Hadad, T. J. LePage, C. M. Breneman, & M. J. Frisch, Analysis of the effect of electron correlation on charge density distributions, The Journal of Physical Chemistry, 96(2) (1992) 671-679.

DOI: 10.1021/j100181a030

[14] J. Hafner, Ab‐initio simulations of materials using VASP: Density‐functional theory and beyond, Journal of computational chemistry, 29(13) (2008) 2044-2078.

DOI: 10.1002/jcc.21057

[15] D. Tozini, M. Forti, P. Gargano, P. R. Alonso, G. H. Rubiolo, Charge difference calculation in Fe/Fe3O4 interfaces from DFT results, Procedia Materials Science, 9 (2015) 612-618.

DOI: 10.1016/j.mspro.2015.05.037

[16] C. Wang, G. Zhou, H. Liu, J. Wu, Y. Qiu, B. L. Gu, & W. Duan, Chemical functionalization of carbon nanotubes by carboxyl groups on stone-wales defects: a density functional theory study, The Journal of Physical Chemistry B, 110(21) (2006) 10266-10271.

DOI: 10.1021/jp060412f

[17] D. H. Lim, A. S. Negreira, & J. Wilcox, DFT studies on the interaction of defective graphene-supported Fe and Al nanoparticles, The Journal of Physical Chemistry C, 115(18) (2011) 8961-8970.

DOI: 10.1021/jp2012914

[18] K. Koumpouras, & J. A. Larsson, Distinguishing between chemical bonding and physical binding using electron localization function (ELF), Journal of Physics: Condensed Matter, 32(31) (2020) 315502.

DOI: 10.1088/1361-648x/ab7fd8

[19] A.A. G. Pido, A.A.Z. Munio, & L.C.C. Ambolode II, Ab Initio Calculations of the Atomic Structure, Stability, and Electronic Properties of (C6H10O5)2 Encapsulation into Hydrogen-Doped Carbon Nanotube, Nano Hybrids and Composites, 38 (2023) 53-62.

DOI: 10.4028/p-3uk80a

[20] N. J. O'Connor, A. S. M. Jonayat, M. J. Janik, & T. P. Senftle, Interaction trends between single metal atoms and oxide supports identified with density functional theory and statistical learning, Nature Catalysis, 1(7) (2018) 531-539.

DOI: 10.1038/s41929-018-0094-5

[21] K. Qu, Y. Zheng, Y. Jiao, X. Zhang, S. Dai, & S. Z. Qiao, Polydopamine‐inspired, dual heteroatom‐doped carbon nanotubes for highly efficient overall water splitting, Advanced Energy Materials, 7(9) (2017) 1602068.

DOI: 10.1002/aenm.201602068

[22] D. Li, H. Luo, J. Cai, Y. Cheng, X. Shao, & C. Dong, First-principles study of H, O, and N adsorption on metal embedded carbon nanotubes, Applied Surface Science, 403 (2017) 645-651.

DOI: 10.1016/j.apsusc.2017.01.214

[23] P. Bhauriyal, A. Mahata, & B. Pathak, A Computational Study of a Single‐Walled Carbon‐Nanotube‐Based Ultrafast High‐Capacity Aluminum Battery, Chemistry–An Asian Journal, 12(15) (2017) 1944-1951.

DOI: 10.1002/asia.201700570

[24] N. Kuganathan, & S. Ganeshalingam, Encapsulation and Adsorption of Halogens into Single-Walled Carbon Nanotubes, In Micro, 1(1) (2021) 140-150.

DOI: 10.3390/micro1010011

[25] A.A.Z. Munio, D. C. Domato, A. A. G. Pido, Y. J. Lagud, & L. C. C. Ambolode II, A First-Principles Study on the Chemisorption of Arsenic on the Cellulose Biopolymer, Biointerface Research in Applied Chemistry, 13(6) (2023) 9.

DOI: 10.4028/p-ppefx7

[26] A. A. Z. Munio, D. C. Domato, A. A. G. Pido, & L. C. C. Ambolode II, Non-Covalent Functionalization of Biphenylene Network by Cellulose and Nylon-6: A First-Principles Study. Biointerface Research in Applied Chemistry, 13(6) (2023) 10.

[27] P. Giannozzi, S. Baroni, N. Bonini, M. Calandra, R. Car, C. Cavazzoni,... & R. M. Wentzcovitch, QUANTUM ESPRESSO: a modular and open-source software project for quantum simulations of materials, Journal of physics: Condensed matter, 21(39) (2009) 395502.

DOI: 10.1088/0953-8984/21/39/395502

[28] J. B. Lu, D. C. Cantu, M. T. Nguyen, J. Li, V. A. Glezakou, & R. Rousseau, Norm-conserving pseudopotentials and basis sets to explore lanthanide chemistry in complex environments, Journal of chemical theory and computation, 15(11) (2019) 5987-5997.

DOI: 10.1021/acs.jctc.9b00553

[29] A. R. Juárez, E. C. Anota, H. H. Cocoletzi, J. S. Ramírez, & M. Castro, Stability and electronic properties of armchair boron nitride/carbon nanotubes, Fullerenes, Nanotubes and Carbon Nanostructures, 25(12) (2017) 716-725.

DOI: 10.1080/1536383x.2017.1389905

[30] J.P. Perdew, K. Burke, & M. Ernzerhof, Generalized gradient approximation made simple, Physical review letters, 77(18) (1996) 3865.

DOI: 10.1103/physrevlett.77.3865

[31] J. Moellmann, & S. Grimme, DFT-D3 study of some molecular crystals, The Journal of Physical Chemistry C, 118(14) (2014) 7615-7621.

DOI: 10.1021/jp501237c

[32] L. Goerigk, A comprehensive overview of the DFT-D3 London-dispersion correction, Non-covalent interactions in quantum chemistry and physics, (2017) 195-219.

DOI: 10.1016/b978-0-12-809835-6.00007-4

[33] F. Bakhshi, & N. Farhadian, Co-doped graphene sheets as a novel adsorbent for hydrogen storage: DFT and DFT-D3 correction dispersion study, International Journal of Hydrogen Energy, 43(17) (2018) 8355-8364.

DOI: 10.1016/j.ijhydene.2018.02.184

[34] H. Lgaz, & H.S. Lee, First‐principles based theoretical investigation of the adsorption of alkanethiols on the iron surface: A DFT-D3 study, Journal of Molecular Liquids, 348(2022) 118071.

DOI: 10.1016/j.molliq.2021.118071

[35] A. N. Imtani, & V. K. Jindal, Bond Lengths of Single-Walled Carbon Nanotubes, arXiv preprint cond-mat/0611484, (2006).

[36] N. Krainara, S. Nokbin, P. Khongpracha, P. A. Bopp, & J. Limtrakul, Density functional calculations of structural and electronic properties of a BN-doped carbon nanotube, Carbon, 48(1) (2010) 176-183.

DOI: 10.1016/j.carbon.2009.09.001

[37] A. Díaz-Fernández, L. Chico, J. W. González, & F. Domínguez-Adame, Tuning the Fermi velocity in Dirac materials with an electric field, Scientific reports, 7(1) (2017) 8058.

DOI: 10.1038/s41598-017-08188-3

[38] K.A. Park, K. Seo, & Y.H. Lee, Adsorption of atomic hydrogen on single-walled carbon nanotubes, The Journal of Physical Chemistry B, 109(18) (2005) 8967-8972.

DOI: 10.1021/jp0500743

[39] S. Berber, & A. Oshiyama, Atomic and electronic structure of divacancies in carbon nanotubes, Physical Review B, 77(16) (2008) 165405.

DOI: 10.1103/physrevb.77.165405