Skip to main content

Advertisement

Log in

Degradation of Typical Nitrogen-Heterocyclic Compounds in Coal Gasification Wastewater via Catalytic Ozonation Processes

  • Published:
Water, Air, & Soil Pollution Aims and scope Submit manuscript

Abstract

Reverse osmosis is a critical step in the pursuit of zero discharge for coal gasification wastewater treatment; however, the high-salt concentrates generated in this process contain refractory organic compounds, such as indole, quinoline, and pyridine, which pose significant challenges for salt recovery. In this study, catalytic ozonation using a novel Cu-Co-Mn/activated carbon catalyst was introduced to efficiently degrade these persistent organic pollutants. The optimized conditions were a pH of 9.0, a catalyst dosage of 1.3 g/L, and an ozone dosage of 1.0 g/L. Our findings reveal that the catalytic effect promotes the accumulation of hydroxyl-free radicals, which provide the necessary energy for effective degradation. The removal efficiencies of indole, quinoline, and pyridine by catalytic ozonation were remarkably high at 92.31%, 90.56%, and 80.63%, respectively. Pyridine, identified as the most resistant compound, had its electronic structure calculated using density functional theory (DFT) with Gaussian 09 software, offering new insights into the underlying degradation processes. The results demonstrate that the novel catalyst significantly boosts ozonation efficiency, offering a promising approach for treating high-salt coal gasification wastewater.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Subscribe and save

Springer+ Basic
$34.99 /Month
  • Get 10 units per month
  • Download Article/Chapter or eBook
  • 1 Unit = 1 Article or 1 Chapter
  • Cancel anytime
Subscribe now

Buy Now

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8

Similar content being viewed by others

Explore related subjects

Discover the latest articles and news from researchers in related subjects, suggested using machine learning.

Data Availability

Data will be made available on request.

References

  • Aramendía, M. A., Colmenares, J. C., López-Fernández, S., Marinas, A., Marinas, J. M., Moreno, J. M., & Urbano, F. J. (2008). Photocatalytic degradation of chlorinated pyridines in titania aqueous suspensions. Catalysis Today, 138, 110–116.

    Article  Google Scholar 

  • Feng, C., Zhao, J., Qin, G., & Diao, P. (2021). Construction of the Fe3+-O-Mn3+/2+ hybrid bonds on the surface of porous silica as active centers for efficient heterogeneous catalytic ozonation. Journal of Solid State Chemistry, 300, 122266.

    Article  CAS  Google Scholar 

  • Guo, L., Meng, F., Zeng, Y., Jia, Y., Qian, F., Zhang, S., & Zhong, Q. (2020). Catalytic ozonation of NOx into HNO3 with low concentration ozone over MnOx-CeO2/TiO2: Two-phase synergistic effect of TiO2. Molecular Catalysis, 493, 111095.

    Article  CAS  Google Scholar 

  • He, C., Chen, Y., Guo, L., Yin, R., & Qiu, T. (2022). Catalytic ozonation of NH4+-N in wastewater over composite metal oxide catalyst. Journal of Rare Earths, 40, 73–84.

    Article  CAS  Google Scholar 

  • Huang, Y., Yang, T., Liang, M., Wang, Y., Xu, Z., Zhang, D., & Li, L. (2019). Ni-Fe layered double hydroxides catalized ozonation of synthetic wastewater containing Bisphenol A and municipal secondary effluent. Chemosphere, 235, 143–152.

    Article  CAS  Google Scholar 

  • Huang, Y., Jiang, J., Ma, L., Wang, Y., Liang, M., Zhang, Z., & Li, L. (2020). Iron foam combined ozonation for enhanced treatment of pharmaceutical wastewater. Environmental Research, 183, 109205.

    Article  CAS  Google Scholar 

  • Ji, Y., Fan, Y., Liu, K., Kong, D., & Lu, J. (2015). Thermo activated persulfate oxidation of antibiotic sulfamethoxazole and structurally related compounds. Water Research, 87, 1–9.

    Article  CAS  Google Scholar 

  • Jiao, W., Yu, L., Feng, Z., Guo, L., Wang, Y., & Liu, Y. (2016). Optimization of nitrobenzene wastewater treatment with O3/H2O2 in a rotating packed bed using response surface methodology. Desalination and Water Treatment, 57, 19996–20004.

    Article  CAS  Google Scholar 

  • Jing, J., Li, W., Boyd, A., Zhang, Y., Colvin, V. L., & Yu, W. W. (2012). Photocatalytic degradation of quinoline in aqueous TiO2 suspension. Journal of Hazardous Materials, 237–238, 247–255.

    Article  Google Scholar 

  • Jing, X., Yuan, J., Cai, D., Li, B., Hu, D., & Li, J. (2021). Concentrating and recycling of high-concentration printing and dyeing wastewater by a disc tube reverse osmosis-Fenton oxidation/low temperature crystallization process. Separation and Purification Technology, 266, 118583.

    Article  CAS  Google Scholar 

  • Lan, M., Li, M., Liu, J., Quan, X., Li, Y., & Li, B. (2018). Coal chemical reverse osmosis concentrate treatment by membrane-aerated biofilm reactor system. Bioresource Technology, 270, 120–128.

    Article  CAS  Google Scholar 

  • Li, Y., Yi, R., Yi, C., Zhou, B., & Wang, H. (2017). Research on the degradation mechanism of pyridine in drinking water by dielectric barrier discharge. Journal of Environmental Sciences, 53, 238–247.

    Article  CAS  Google Scholar 

  • Li, Y., Zhu, J., Hu, J., Li, W., Li, Y., Zhang, D., & Lan, Y. (2021). Catalytic ozonation for effective degradation of aniline by sulfur-doped copper–nickel bimetallic oxide in aqueous solution. Journal of Environmental Chemical Engineering, 9, 104953.

    Article  CAS  Google Scholar 

  • Lin, C.-C., Chao, C.-Y., Liu, M.-Y., & Lee, Y.-L. (2009). Feasibility of ozone absorption by H2O2 solution in rotating packed beds. Journal of Hazardous Materials, 167, 1014–1020.

    Article  CAS  Google Scholar 

  • Lou, Z., Song, Y., Shao, B., Hu, J., Wang, J., & Yu, J. (2021). Pre-electrochemical treatment combined with fixed bed biofilm reactor for pyridine wastewater treatment: From performance to microbial community analysis. Bioresource Technology, 319, 124110.

    Article  CAS  Google Scholar 

  • Lucas, M. S., Peres, J. A., & Li Puma, G. (2010). Treatment of winery wastewater by ozone-based advanced oxidation processes (O3, O3/UV and O3/UV/H2O2) in a pilot-scale bubble column reactor and process economics. Separation and Purification Technology, 72, 235–241.

    Article  CAS  Google Scholar 

  • Malik, S. N., Ghosh, P. C., Vaidya, A. N., & Mudliar, S. N. (2020). Hybrid ozonation process for industrial wastewater treatment: Principles and applications: A review. Journal of Water Process Engineering, 35, 101193.

    Article  Google Scholar 

  • Padoley, K. V., Mudliar, S. N., Banerjee, S. K., Deshmukh, S. C., & Pandey, R. A. (2011). Fenton oxidation: A pretreatment option for improved biological treatment of pyridine and 3-cyanopyridine plant wastewater. Chemical Engineering Journal, 166, 1–9.

    Article  CAS  Google Scholar 

  • Rekhate, C. V., & Srivastava, J. K. (2020). Recent advances in ozone-based advanced oxidation processes for treatment of wastewater- A review. Chemical Engineering Journal Advances, 3, 100031.

    Article  CAS  Google Scholar 

  • Salihović, M., Pazalja, M., Špirtović Halilović, S., Veljović, E., Mahmutović-Dizdarević, I., Roca, S., Novaković, I., & Trifunović, S. (2021). Synthesis, characterization, antimicrobial activity and DFT study of some novel Schiff bases. Journal of Molecular Structure, 1241, 130670.

    Article  Google Scholar 

  • Schulte, P., Bayer, A., Kuhn, F., Luy, T., & Volkmer, M. (1995). H2O2 / O3, H2O2 / UV And H2O2 / Fe2+ processes for the oxidation of hazardous wastes. Ozone: Science and Engineering, 17, 119–134.

    Article  CAS  Google Scholar 

  • Shi, J., Han, Y., Xu, C., & Han, H. (2019). Anaerobic bioaugmentation hydrolysis of selected nitrogen heterocyclic compound in coal gasification wastewater. Bioresource Technology, 278, 223–230.

    Article  CAS  Google Scholar 

  • Shi, J., Xu, C., Han, Y., & Han, H. (2019). Enhanced anaerobic biodegradation efficiency and mechanism of quinoline, pyridine, and indole in coal gasification wastewater. Chemical Engineering Journal, 361, 1019–1029.

    Article  CAS  Google Scholar 

  • Shi, J., Huang, W., Han, H., & Xu, C. (2020). Review on treatment technology of salt wastewater in coal chemical industry of China. Desalination, 493, 114640.

    Article  CAS  Google Scholar 

  • Sidir, I., Sidir, Y. G., Tasal, E., & Ogretir, C. (2010). Ab initio Hartree-Fock and density functional theory investigations on the conformational stability, molecular structure and vibrational spectra of 3-(2-(4-methylpiperazin-1-yl)-2-oxoethyl)benzo[d]thiazol-2(3H)-one. Journal of Molecular Structure, 980, 230–244.

    Article  CAS  Google Scholar 

  • Takdastan, A., Kakavandi, B., Azizi, M., & Golshan, M. (2018). Efficient activation of peroxymonosulfate by using ferroferric oxide supported on carbon/UV/US system: A new approach into catalytic degradation of bisphenol A. Chemical Engineering Journal, 331, 729–743.

    Article  CAS  Google Scholar 

  • Wang, J., & Chen, H. (2020). Catalytic ozonation for water and wastewater treatment: Recent advances and perspective. Science of the Total Environment, 704, 135249.

    Article  CAS  Google Scholar 

  • Wang, J., Jiang, X., Liu, X., Sun, X., Han, W., Li, J., Wang, L., & Shen, J. (2018). Microbial degradation mechanism of pyridine by Paracoccus sp NJUST30 newly isolated from aerobic granules. Chemical Engineering Journal, 344, 86–94.

    Article  CAS  Google Scholar 

  • Xing, X., Zhu, X., Li, H., Jiang, Y., & Ni, J. (2012). Electrochemical oxidation of nitrogen-heterocyclic compounds at boron-doped diamond electrode. Chemosphere, 86, 368–375.

    Article  CAS  Google Scholar 

  • Yan, Z., Zhu, J., Hua, X., Liang, D., Dong, D., Guo, Z., Zheng, N., & Zhang, L. (2020). Catalytic ozonation for the degradation of polyvinyl alcohol in aqueous solution using catalyst based on copper and manganese. Journal of Cleaner Production, 272, 122856.

    Article  CAS  Google Scholar 

  • Yang, J., Huang, Y., Chen, Y.-W., Xia, D., Mou, C.-Y., Hu, L., Zeng, J., He, C., Wong, P. K., & Zhu, H.-Y. (2020). Active site-directed tandem catalysis on CuO/VO-MnO2 for efficient and stable catalytic ozonation of S-VOCs under mild condition. Nano Today, 35, 100944.

    Article  CAS  Google Scholar 

  • Yang, X., Ding, X., Zhou, L., Fan, H.-H., Wang, X., Ferronato, C., Chovelon, J.-M., & Xiu, G. (2020). New insights into clopyralid degradation by sulfate radical: Pyridine ring cleavage pathways. Water Research, 171, 115378.

    Article  CAS  Google Scholar 

  • Yang, Z., Zhang, Y., Zhu, W., Zan, X., Zhang, L., & Liu, Y. (2020). Effective oxidative degradation of coal gasification wastewater by ozonation: A process study. Chemosphere, 255, 126963.

    Article  CAS  Google Scholar 

  • Yao, Y., Xie, Y., Zhao, B., Zhou, L., Shi, Y., Wang, Y., Sheng, Y., Zhao, H., Sun, J., & Cao, H. (2020). N-dependent ozonation efficiency over nitrogen-containing heterocyclic contaminants: A combined density functional theory study on reaction kinetics and degradation pathways. Chemical Engineering Journal, 382, 122708.

    Article  CAS  Google Scholar 

  • Zhang, J., Wu, Z., Dong, B., Ge, S., & He, S. (2024). Effective degradation of quinoline by catalytic ozonation with MnCexOy catalysts: Performance and mechanism. Water Science and Technology, 89, 823–837.

    Article  CAS  Google Scholar 

  • Zhao, H., Xu, S. H., Zhong, J. B., & Bao, X. H. (2004). Kinetic study on the photo-catalytic degradation of pyridine in TiO2 suspension systems. Catalysis Today, 93–5, 857–861.

    Article  Google Scholar 

  • Zhou, L., Sleiman, M., Fine, L., Ferronato, C., de Sainte Claire, P., Vulliet, E., Chovelon, J.-M., Xiu, G., & Richard, C. (2019). Contrasting photoreactivity of β2-adrenoceptor agonists Salbutamol and Terbutaline in the presence of humic substances. Chemosphere, 228, 9–16.

    Article  CAS  Google Scholar 

  • Zhu, H., Ma, W., Han, H., Xu, C., Han, Y., & Ma, W. (2018). Degradation characteristics of two typical N-heterocycles in ozone process: Efficacy, kinetics, pathways, toxicity and its application to real biologically pretreated coal gasification wastewater. Chemosphere, 209, 319–327.

    Article  CAS  Google Scholar 

  • Zhuang, H., Han, H., & Shan, S. (2016). Treatment of British Gas/Lurgi coal gasification wastewater using a novel integration of heterogeneous Fenton oxidation on coal fly ash/sewage sludge carbon composite and anaerobic biological process. Fuel, 178, 155–162.

    Article  CAS  Google Scholar 

Download references

Funding

This research was supported by the National Natural Science Foundation (No. 51878278), the National Key R & D Projects in China (No. 2019YFC1806104), and National Key R & D Projects in China (No. 2017YFB0602804).

Author information

Authors and Affiliations

Authors

Contributions

Pengkang Zhang completed the whole experiment and original draft. Pengkang Zhang and Bangguo Liu contributed to the acquisition and interpretation of data. Tao Zhao and Jiayu Yu performed the funding acquisition. Pengkang Zhang, Xiaoyun Ye and Xiurong Chen provided critical review and revised the manuscript. All authors read and approved the final manuscript.

Corresponding author

Correspondence to Xiurong Chen.

Ethics declarations

Ethical Approval

This manuscript is the original work of authors.

Consent to Publish

All the authors have agreed for manuscript submission in Environmental Science and Pollution Research.

Competing Interests

The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.

Additional information

Publisher's Note

Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Rights and permissions

Springer Nature or its licensor (e.g. a society or other partner) holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Zhang, P., Liu, B., Zhao, T. et al. Degradation of Typical Nitrogen-Heterocyclic Compounds in Coal Gasification Wastewater via Catalytic Ozonation Processes. Water Air Soil Pollut 235, 793 (2024). https://doi.org/10.1007/s11270-024-07516-4

Download citation

  • Received:

  • Accepted:

  • Published:

  • DOI: https://doi.org/10.1007/s11270-024-07516-4

Keywords