Quantum Chemical Calculations of m-Toluidine and Investigation of Its Adsorption on Eggshells

Öz

Aromatic nitro compounds, which have good water solubility, are one of the essential industrial pollutants, highly toxic and non-biodegradable, and adversely affect human health, aquatic life, and the environment. For this reason, eliminating these harmful organic compounds has become a subject of great importance and is frequently studied. In this study, we have investigated the adsorption of m-toluidine on three types of eggshells characterized by FT-IR and FT-Raman spectroscopy. Also, the theoretical analysis of these harmful organic was determined using density functional theory on GAUSSIAN 09 software program. Molecular electrostatic analysis, Infrared and Raman vibrational bands, frontier molecular orbitals, and molecular geometry were investigated for this purpose.

Anahtar Kelimeler

• m-Toluidine
• Quantum Chemical Calculation
• Adsorption
• Molecular Electrostatic Potential

Kaynakça

1. Waheed, M., Butt, M. S., Shehzad, A., Adzahan, N. M., Shabbir, M. A., Suleria, H. A. R., Aadil, R. M. (2019). "Eggshell calcium: A cheap alternative to expensive supplements", Trends in Food Science & Technology, 91, 219-230.
2. Gaonkar, M., Chakraborty, A. P. (2014) "Application of eggshell as fertilizer and calcium supplement tablet", International journal of innovative research in science, engineering and technology, 5(3), 3520-3525.
3. Schaafsma, A., Van Doormaal, J. J., Muskiet, F. A., Hofstede, G. J., Pakan, I., Van der Veer, E., (2002). "Positive effects of a chicken eggshell powder-enriched vitamin–mineral supplement on femoral neck bone mineral density in healthy late post-menopaus Dutch women", British Journal of Nutrition, 87(3), 267-275..
4. Kirubakaran, M., Selvan,V. A. M. (2021). "Experimental investigation on the effects of micro eggshell and nano-eggshell catalysts on biodiesel optimization from waste chicken fat", Bioresource Technology Reports, 14(100658), 1-10.
5. Kavitha, V., Geetha V., Jacqueline, P. J. (2019). "Production of biodiesel from dairy waste scum using eggshell waste", Process Safety and Environmental Protection, 125, 279-287.
6. Kınaytürk, N. K., Tunalı, B., Türköz Altuğ, D. (2021). "Eggshell as a biomaterial can have a sorption capability on its surface: A spectroscopic research", Royal Society Open Science, 8(6), 1-14.
7. Muhammad, I. M., El-Nafaty, U. A., Abdulsalam, S., Makarfi, Y. I. (2012). "Removal of oil from oil produced water using eggshell", Civil and Environmental Research, 2(8), 52-63.
8. Jendia, A. H., Hamzah, S., Abuhabib, A. A. El-Ashgar, N. M. (2020) "Removal of nitrate from groundwater by eggshell biowaste", Water Supply, 20(7), 2514-2529.

9. Rahmani-Sani, A., Singh, P. Raizada, P. E. Lima, C. Anastopoulos, I. D., Giannakoudakis, A., Sivamani, S., Dontsova T., Hosseini-Bandegharaei, A. (2020). "Use of chicken feather and eggshell to synthesize a novel magnetized activated carbon for sorption of heavy metal ions", Bioresource Technology, 297(122452), 1-9. [ Lin, T. Y., Chi, W. S. Chen, S. J., Shih, J. Y., Koyande, A. K., Liu, B. L., Chang, Y. K. (2021). "Removal of soluble microbial products and dyes using heavy metal wastes decorated on eggshell", Chemosphere, 270(128615), 1-12. Quantum Chemical Calculations of m-Toluidine and Investigation of Its Adsorption on Eggshells 182
10. Lee, J. I., Kim, J. M., Yoo, S. C., Jho, E. H., Lee, C. G., Park, S. J. (2022). "Restoring phosphorus from water to soil: Using calcined eggshells for P adsorption and subsequent application of the adsorbent as a P fertilizer", Chemosphere, 287(132267), 1-10. [ Eletta, O. A. A., Ajayi, O. A., Ogunleye, O. O., Akpan, I. C. (2016). "Adsorption of cyanide from aqueous solution using calcinated eggshells: Equilibrium and optimisation studies", Journal of Environmental Chemical Engineering, 4(1), 1367-1375.
11. Türköz Altuğ, D. Kaya Kınaytürk, N., Kalaycı, T., Tunalı, B. (2022). "Heavy Metal Adsorption with Eggshell of Phasianus Colchicus", Süleyman Demirel Üniversitesi Fen Edebiyat Fakültesi Fen Dergisi=Süleyman Demirel University Faculty of Arts and Science, 17(1), 230-241.
12. Eskikaya, O., Gun, M., Bouchareb, R., Bilici, Z., Dizge, N., Ramaraj, R., and Balakrishnan, D. (2022). "Photocatalytic activity of calcined chicken eggshells for Basic Red 2 and Reactive Red 180 decolorization", Chemosphere, 304(135210), 1-10.
13. Allan, J. R., Paton, A. D. (1993). "Preparation, structural characterisation, thermal and electrical studies of complexes of cobalt, nickel and copper with m-toluidine", Thermochimica acta, 214(2), 235-241.
14. [Online]. Available: https://www.chemicalbook.com/ChemicalProductProperty_EN_CB4277541.htm.
15. Palmiotto, G., Pieraccini,G., Moneti, G., Dolara, P. (2001). "Determination of the levels of aromatic amines in indoor and outdoor air in Italy". Chemosphere, 43(3), 355-361.
16. Thippeswamy, MS, Naik L., Maridevarmath, C. V., Malimath G. H. (2022). "Interactions of Environmental Pollutant Aromatic Amines With Photo Excited States of Thiophene Substituted 1, 3, 4-Oxadiazole Derivative: Fluorescence Quenching Studies", Journal of Fluorescence, 32, 1543–1556.
17. Aktaş Şüküroğlu, A., Burgaz, S. (2018). "Occupational Exposure to the Chemicals in Hairdressing Salons and Health Risk", Turkish Bulletin of Hygiene and Experimental Biology, 75(2), 195-212.
18. Johansson, G. M., Jönsson, B. A., Axmon, A. C., Lindh, H., Lind, M. L., Gustavsson, M., Broberg, K., Boman, A., Meding, B., Lidén, C., Albin, M. (2015). "Exposure of hairdressers to ortho-and meta-toluidine in hair dyes" Occupational and Environmental Medicine, 72(1), 57-63.
19. Zhou, ., Jiang, G., Liu, J., Cai, Y. (2004). "Combination of microporous membrane liquid–liquid extraction and capillary electrophoresis for the analysis of aromatic amines in water samples", Analytica chimica acta, 509(1), 55-62.
20. Pinheiro, H. M., Touraud, E., Thomas, O. (2004). "Aromatic amines from azo dye reduction: status review with emphasis on direct UV spectrophotometric detection in textile industry wastewaters", Dyes and pigments, 61(2), 121-139.
21. Kaya Kınaytürk, N., Oturak, H. (2016). "Identification of Structural and Spectral Features of 2-Amino 4-Chlorobenzoic Acid and 4-Amino 2-Chlorobenzoic Acid: A Comparative Experimental and DFT Study", Acta Physica Polonica Series a, 130(1), 276-281.
22. Puranik, P., Ramiah, K. (1961). "Raman and infra-red spectra of amines, Toluidines andpara-amino-acetophenone", Proceedings of the Indian Academy of Sciences - Section A, 54, 146–154.
23. Mohammed, T., Soliman, U., Hanafy, A., Hassan, A. M. (2008). "Conformational stability, barriers to internal rotation of 2-aminothiophenol (d0 and d3): A combined Quantum Chemical Calculations of m-Toluidine and Investigation of Its Adsorption on Eggshells 183 vibrational and theoretical approach", Journal of Molecular Structure: THEOCHEM, 865(1-3), 14-24.
24. Zochedh, A., Priya, M., Shunmuganarayanan, A., Thandavarayan, K., Sultan, A. (2022). "Investigation on structural, spectroscopic, DFT, biological activity and molecular docking simulation of essential oil Gamma-Terpinene", Journal of Molecular Structure, 1268, 133651.
25. Hony, S., Van Kerckhoven, C., Peeters, E., Tielend, A., Hudgins, D., Allamandola, L. (2001). "The CH out-of-plane bending modes of PAH molecules in astrophysical environments", Astronomy and Astrophysics, 370(3), 1030 -1043.
26. Altun, A., Gölcük, K., Kumru, M. (2003), "Theoretical and experimental studies of the vibrational spectra of m-methylaniline", Journal of Molecular Structure: THEOCHEM, 625(1-3), 17-24.
27. Berrah, F., Boursas, F., Bouacida, S., Ouannassi, F. (2020). "Structural, Spectroscopic and Thermal Characterizations Combined with DFT Calculations and Hirshfeld Analysis of a Novel Hydrogen-Bonded Complex: P-Phenylenediammonium Dinitrate", Journal of Molecular Structure, 1205, 127624.
28. Chaudhary, J., Mittal,V., Mishra, S., Daiya, A., Chowdhury, R., Laskar, I. R., Roy, R. K." (2020). A New Aggregation Induced Emission Active Halochromic White Light Emissive Molecule: Combined Experimental and Theoretical Study", The Journal of Physical Chemistry, 124(28), 15406-15417.
29. Kaya Kınaytürk, N., Kalaycı, T. Tunalı, B. (2021). "Experimental and computational investigations on the molecular structure, vibrational spectra, electronic properties, and molecular electrostatic potential analysis of phenylenediamine isomers" Spectroscopy Letters, 54(9), 693-706.
30. Keçel-Gündüz, S., Bıçak, B., Çelik, S., Akyüz, S., Özel, A. (2017) "Structural and spectroscopic investigation on antioxidant dipeptide, l-methionyl-l-serine: A combined experimental and DFT study". Journal of Molecular Structure, 1137, 756-770.