[KSCI] Korea Science Citation Index Service

http://dx.doi.org/10.12925/jkocs.2022.39.4.535

Evaluation of reaction site prediction in 3-ring PAHs according to calculation level

Lee, Byung-Dae (Department of Health Management, Uiduk University)

Publication Information

Journal of the Korean Applied Science and Technology / v.39, no.4, 2022 , pp. 535-541 More about this Journal

Abstract

The radical reaction position was calculated by varying the calculation level for ACEL and ANT, which are detected with the highest frequency and concentration in PAHs pollution sites. The results of each calculation level were compared and evaluated with the existing literature. HF, B3LYP, B3LYP-D, and MP2 were used as the method for each level used for calculation. Except for HF, the MK charge by B3LYP, B3LYP-D, and MP2 was consistent with the experimental results. It was found that the dispersion effect was negligible in the calculation of ACEL and ANT because the calculation results by the B3LYP and B3LYP-D methods were the same. In particular, it was found that the MK charge calculation result by MP2 agrees well with the product/PAH ratio obtained as a result of the experiment. Considering the calculation cost, it would be preferable to use B3LYP to predict the radical reaction site of ACEL and ANT. However, considering the product/PAH ratio, it takes more time to calculate, but it is judged that it is better to use the MP2.

Keywords

Reaction sites; calculation level; radical reaction; 3-ring PAHs;

Citations & Related Records

Reference

1	H. Shen, Y. Huang, R. Wang, D. Zhu, W. Li, G. Shen, B. Wang, Y. Zhang, Y. Chen, Y. Lu, H. Chen, T. Li, K. Sun, B. Li, W. Liu, J. Liu, S. Tao, "Global atmospheric emissions of polycyclic aromatic hydrocarbons from 1960 to 2008 and future predictions", Environ. Sci. Technol., Vol.47, No.12, pp. 6415-6424, (2013). DOI
2	R. Dennington, T. A. Keith, and J. M. Millam, GaussView, Version 6, Semichem Inc., Shawnee Mission, KS, USA (2016).
3	E. V. Yakovleva, D. N. Gabov, V. A. Beznosikov, B. M. Kondratenok, Y. A. Dubrovskiy, "Accumulation of PAHs in tundra plants and soils under the influence of coal mining", Polycyc. Arom. Comp., Vol.37, No.2-3, pp. 203-218 (2017). DOI
4	W. Wilcke, "Global patterns of polycyclic aromatic hydrocarbons (PAHs) in soil", Geoderma Vol.141, No.3-4, pp. 157-166, (2007). DOI
5	B.-D. Lee, "A comparison of the experiment results and the radical degradation pathway in PCE through atomic charge calculation", J. Kor. Appl. Sci. Technol., Vol.33, No.3, pp. 492-497, (2016).
6	S. Gitipour, G. A. Sorial, S. Ghasemi, M. Bazyari, "Treatment technologies for PAH-contaminated sites: a critical review", Environ. Monit. Assess., Vol.190, No.546, pp. 546-554, (2018). DOI
7	A. Londono-Hurtadoa, I. Szlufarskaab, D. Morgan, "DFT-based prediction of fission product sorption on carbon structures under O2 ingress conditions", J. Nuclaer Matter., Vol.437, No.1-3, pp. 389-400, (2013). DOI
8	Y. Guan, S. V. S. Sowndarya, L. C. Gallegos, P. C. St. John, R. S. Paton, "Real-time prediction of 1H and 13C chemical shifts with DFT accuracy using a 3D graph neural network", Chem. Sci., Vol.12, No.36, pp. 12012-12026, (2021). DOI
9	B.-D. Lee, M. Iso, and M. Hosomi, "Prediction of Fenton oxidation positions in polycyclic aromatic hydrocarbons by Frontier electron density", Chemoshpere Vol.42, No.4, pp. 431-435, (2001). DOI
10	A. B. Patel, S. Shaikh, K. R. Jain, C. Desai, and D. Madamwar, "Polycyclic Aromatic Hydrocarbons: Sources, Toxicity, and Remediation Approaches", Front. Microbiol., Vol.11, pp. 562813, (2020). DOI
11	E. Ferrarese, G. Andreotto, and l. A. Oprea, "Remediation of PAH-contaminated sediments by chemical oxidation", J. Hazard. Mater., Vol.152, No.1, pp. 128-139, (2008). DOI
12	M. J. Lee, B.-D. Lee, "Evaluation of OH radical reaction positions in 3-ring PAHs using transition state energy and atomic charge calculations", Appl. Sci. Vol.12, No.5, pp. 2479, (2022). DOI
13	B. H. Besler, K. M. Merz Jr., P. A. Kollman, "Atomic charges derived from semiempirical methods", J. Comp. Chem., Vol.11, No.4, pp. 431-439, (1990). DOI
14	I. Aldrighi, B. Cristiano, D. Ferreiraa, J. Luis, F. Monksb, P. Jose, S.-F. Moacir, C. Eliasa, "Accumulation of polycyclic aromatic hydrocarbons (PAHs) in rice subjected to drying with different fuels plus temperature, industrial processes and cooking", J. Food Comp. Anal., Vol.66, pp. 109-115, (2018). DOI
15	W. Wilcke, Polycyclic Aromatic Hydrocarbons (PAHs) in Soil, J. Plant Nutr. & Soil Sci., Vol.163, No.3, pp. 229-243, (2000). DOI
16	M. Honda and N. Suzuki, "Toxicities of polycyclic aromatic hydrocarbons for aquatic animals", Int. J. Environ. Res. Public Health, Vol.17, No.4, pp. 1363, (2020). DOI
17	M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, V. G. Zakrzewski, J. A. Montgomery, R. E. Stratmann, J. C. Burant, S. Dapprich, J. M. Millam, A. D. Daniels, K. N. Kudin, M. C. Strain, O. Farkas, J. Tomasi, V. Barone, M. Cossi, R. Cammi, B. Mennucci, C. Pomelli, C. Adamo, S. Clifford, J. Ochterski, G. A. Petersson, P. Y. Ayala, Q. Cui, K. Morokuma, N. Rega, P. Salvador, J. J. Dannenberg, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. Cioslowski, J. V. Ortiz, A. D. Baboul, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. Gomperts, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, M. Challacombe, P. M. Gill, B. Johnson, W. Chen, M. W. Wong, J. L. Andres, C, Gonzalez, M. Head-Gordon, E. S. Replogle, J. A. Pople, Gaussian 09, Revision D. 01, Gaussian Inc., Wallingford, CT, USA (2013)
18	C.-T. Li, Y.-C. Lin, W.-J. Lee, P.-J. Tsai, "Emission of polycyclic aromatic hydrocarbons and their carcinogenic potencies from cooking sources to the urban atmosphere", Environ. Health Perspec., Vol.111, No.4, pp. 483-487, (2003). DOI
19	A. Krzyszczak and B. Czech, "Occurrence and toxicity of polycyclic aromatic hydrocarbons derivatives in environmental matrices", Sci. Total. Environ., Vol.788 pp. 147738, (2021). DOI
20	G. D. Sayles, C. M. Acheson, M. J. Kupferle, Y. Shan, Q. Zhou, J. R. Meier, L. Chang, R. C. Brenner, "Land Treatment of PAH-Contaminated Soil: Performance Measured by Chemical and Toxicity Assays", Environ. Sci. Technol., Vol.33, No.23, pp. 4310-4317, (1999). DOI