Abstract
In the present work, the rather limited data available regarding the sources, concentrations and treatability of naphthalene sulphonates in biological and chemical treatment systems is discussed and reviewed. Due to the refractory nature of most commercial naphthalene sulphonates, this review focused on the application of advanced oxidation processes for their efficient degradation by providing a deeper insight into the reaction mechanisms involved and products formed in advanced chemical and photochemical oxidation of important naphthalene sulphonates.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
References
Alonso, M. C., Tirapu, L., Ginebreda, A., & Barcelo, D. (2005). Monitoring and toxicity of sulfonated derivatives of benzene and naphthalene in municipal sewage treatment plants. Environmental Pollution, 137, 253-262.
Altenbach, B., & Giger, W. (1995). Determination of benzene- and naphthalene sulfonates in wastewater by solid-phase extraction with graphitized carbon black and ion-pair liquid chromatography with UV detection. Analytical Chemistry, 67, 2325-2333.
Alvares, A. B. C., Diaper, C., & Parsons, S. A. (2001). Partial oxidation by ozone to remove recalcitrance from wastewaters-a review. Environmental Technology, 22, 409-427.
Arslan-Alaton, I., Olmez-Hanci, T., Gursoy, B. H., & Tureli, G. (2009). H2O2/UV-C treatment of the commercially important aryl sulfonates H-, K-, J-acid and Para base: Assessment of photodegradation kinetics and products. Chemosphere 76, 587-594.
Breithaupt, T., Reemtsma, T., Jekel, M., Storm, T., & Wiesmann, U. (2003). Combined biological treatment/ozonation of wastewaters for the mineralisation of non-biodegradable naphthalene-1, 5-disulphonic acid. Acta Biotechnology, 23, 321-333.
Brilon, C., Beckmann, W., Hellwig, M., & Knackmuss, H.-J. (1981). Enrichment and isolation of naphthalenesulfonic acids utilizing pseudomonas. Applied and Environmental Microbiology, 42, 39-43.
Calderara, V., Jekel, M., & Zaror, C. (2001). Kinetics of ozone reactions with 1-naphthalene, 1, 5-naphthalene and 3-nitrobenzene sulphonic acids in aqueous solutions. Water Science and Technology, 44, 7-13.
Calderara, V., Jekel, M., & Zaror, C. (2002). Ozonation of 1-naphthalene, 1, 5-naphthalene and 3-nitrobenzene sulphonic acids in aqueous solutions. Environmental Technology, 23, 373-380.
Chen, Y. H., Chang, C. Y., Huang, S. F., Chiu, C. Y., Ji, D., Shang, N. C., et al. (2002). Decomposition of 2-naphthalenesulfonate in aqueous solution by ozonation with UV radiation. Water Research, 36, 4144-4154.
Chung, K. T., & Cerniglia, C. E. (1992). Mutagenicity of azo dyes: Structure-activity relationships. Mutation Research/Reviews in Genetic Toxicology, 277(3), 201-220.
Cooper, P. (1995). Colour in dyehouse effluent. Oxford: Society of Dyers and Colourists, Alden Press.
De Wever, H., Weiss, S., Reemtsma, T., Vereecken, J., Müller, J., Knepper, T., et al. (2007). Comparison of sulfonated and other micropollutants removal in membrane bioreactor and conventional wastewater treatment. Water Research, 41, 935-945.
Ercole, C., Botta, A. L., Sulpizi, M., Veglio, F., & Lepidi, A. (2005). Microbial desulphonation and b-naphthol formation from 2-naphthalenesulphonic acid. Process Biochemistry, 40, 2297-2303.
Fabri, D., Prevot, B. A., & Pramauro, E. (2005). Photocatalytic degradation of aromatic sulfonates present in industrial percolates. Journal of Applied Electrochemistry, 35, 815-820.
Gehringer, P., Eschweiler, H., Weiss, S., & Reemtsma, T. (2006). Decomposition of aqueous naphthalene-1, 5-disulfonic acid by means of oxidation process. Ozone Science and Engineering, 28, 437-443.
Jandera, P., Buncekova, S., Halama, M., Novotna, K., & Nepras, M. (2004). Naphthalene sulphonic acids-new test compounds for characterization of the columns for reversed-phase chromatography. Journal of Chromatography A, 1059, 61-72.
Jandera, P., Fischer, J., & Prokes, B. (2001). HPLC determination of chlorobenzenes, benzenesulphonyl chlorides and benzenesulphonic acids in industrial wastewater. Chromatographia, 54, 581-587.
Kahnert, A., Vermeij, P., Wietek, C., James, P., Leisinger, T., & Kertesz, M. A. (2000). The ssu locus play a key role organosulfur metabolism in Pseudomonas putida S-313. Journal of Bacteriology, 182, 2869-2878.
Knepper, T. P., Sacher, F., Lange, F. T., Brauch, H. J., Karrenbrock, F., Roerden, O., et al. (1999). Detection of polar organic substances relevant for drinking water. Waste Management, 19, 77-99.
Kölbener, P., Baumann, U., Cook, A. M., & Leisinger, T. (1994). 3-Nitrobenzenesulfonic acid and 3aminobenzenesulfonic acid in a laboratory trickling filter: biodegradability with different activated sludges. Water Research, 28, 1855-1860.
Lange F.T., Knepper T.P., Sacher F., Brauch, H.J., Karrenbrock F., Roerden O. & Lindner, K. (1998). Detection of polar organic substances relevant for drinking water.Waste Management, 19(2), 77-79.
Legrini, O., Oliveros, E., & Braun, A. M. (1993). Photochemical processes for water-treatment. Chemical Reviews, 93, 671-698.
Li, S. J., Zhang, L., Chen, H. L., Chai, H., & Gao, C. J. (2006). Complex extraction and stripping of H-acid wastewater. Desalination, 206, 92-99.
Locher, H. H., Thurubeer, T., Leisinger, T., & Cook, A. M. (1989). 3-Nitrobenzenesufonate, 3-aminobenzenesufonate, and 4-aminobenzenesufonate as sole carbon sources for bacteria. Applied and Environmental Microbiology, 55, 492-494.
Mohanty, S., Rao, N. N., Khare, P., & Kaul, S. N. (2005). A coupled photocatalytic-biological process for degradation of 1-amino-8-naphthol-3, 6-disulfonic acid (H-acid). Water Research, 39, 5064-5070.
Noorjahan, M., Reddy, M. P., Kumari, V. D., Lavedrine, B., Boule, P., & Subrahmanyam, M. (2003). Photocatalytic degradation of H-acid over a novel TiO2 thin film fixed bed reactor and in aqueous suspensions. Journal of Photochemistry and Photobiology A: Chemistry, 156, 179-187.
O’Neill, C., Hawkes, F. R., Hawkes, D. L., Esteves, S., & Wilcox, S. J. (1999). Anaerobic and aerobic biotreatment of simulated textile effluent containing varied ratios of starch and azo dye. Water Research, 34, 2355-2361.
Oh, S. W., Kang, M. N., Cho, C. W., & Lee, M. W. (1997). Detection of carcinogenic amines from dyestuffs or dyed substrates. Dyes and Pigments, 33, 119-135.
Oppenländer, T. (2003). Photochemical purification of water and air. Weinheim: Wiley-VCH.
Panizza, M., & Cerisola, G. (2001). Removal of organic pollutants from industrial wastewater by electrogenerated Fenton’s reagent. Water Research, 35, 3987-3992.
Panizza, M., Zolezzi, M., & Nicolella, C. (2006). Biological and electrochemical oxidation of naphthalene sulfonates. Journal of Chemical Technology and Biotechnology, 81, 225-232.
Private Communication. (2008). Private communications with the textile manufacturing plants Pisa and Akin Tekstil, and the dye manufacturing plant Setas Chemical Company.
Razo-Flores, E., Donlon, B., Field, J., & Lettinga, G. (1996). Biodegradability of N-substituted aromatics and alkylphenols under methanogenic conditions using granular sludge. Water Science and Technology, 33, 47-57.
Reife, A., & Freeman, H. S. (1996). Environmental chemistry of dyes and pigments. New York: John Wiley.
Rieger, P. G., Meier, H. M., Gerle, U., Groth, T., & Knackmuss, H. J. (2002). Xenobiotics in the environment: present and future strategies to obviate the problem of biological persistence. Biotechnology, 94, 101-123.
Sánchez-Polo, M., & Rivera-Utrilla, J. (2006). Photooxidation of naphthalenesulphonic acids in presence of transition metal-doped carbon aerogels. Applied Catalysis. B, Environmental, 62, 93-100.
Sánchez-Polo, M., Rivera-Utrilla, J., & Zaror, C. A. (2002). Advanced oxidation with ozone of 1, 3, 6,-naphthalene sulfonic acid in aqueous solution. Journal of Chemical Technology and Biotechnology, 77, 148-154.
Shiyun, Z., Xuesong, Z., & Daotang, L. (2002). Ozonation of naphthalene sulfonic acids in aqueous solutions. Part I: Elimination of COD, TOC and increase of their biodegradability. Water Research, 36, 1237-1243.
Socha, A., Chrzescijanska, E., & Kusmierek, E. (2005). Electrochemical and photoelectrochemical treatment of 1-aminonaphthalene-3, 6-disulphonic acid. Dyes and Pigments, 67, 71-75.
Socha, A., Chrzescijanska, E., & Kusmierek, E. (2006). Photoelectrochemical treatment of 1-amino-8-hydroxynaphthalene-3, 6-disulphonic acid at electrode covered with TiO2/RuO2. Dyes and Pigments, 71, 10-18.
Song, Z., Edwards, S., & Burns, R. G. (2005). Biodegradation of 2-naphthalene sulfonic acid present in tannery wastewater by bacterial isolates Arthrobacter sp. 2AC and Comamonas sp. 4BC. Biodegradation, 16, 237-252.
Song, Z., Edwards, S. R., & Burns, R. G. (2006). Treatment of naphthalene-2-sulfonic acid from tannery wastewater by a granular activated carbon fixed bed inoculated with bacterial isolates Arthrobacter globiformis and Comamonas testosteroni. Water Research, 40, 495-506.
Song, Z., Edwards, S. R., Howland, K., & Burns, R. G. (2003). Analysis of a retan agent used in the tanning process and its determination in tannery wastewater. Analytical Chemistry, 75, 1285-1293.
Steinitz, Y. L. (1981). Microbial desulfonation of lignosulfonate: A new approach. European Journal of Industrial Microbiology and Biotechnology, 7, 216-221.
Stolz, A. (1999). Degradation of substituted naphthalenesulfonic acids by Sphingomonas xenophaga BN6. Journal of Industrial Microbiology and Biotechnology, 23, 391-399.
Stolz, A., Contzen, M., Wittich, R. M., & Knackmuss, H. J. (2001). Degradation of benzene 1, 3-disulfonate by a mixed bacterial culture. FEMS Microbiology Letters, 136, 45-50.
Sun, L., Lu, H., & Zhou, J. (2008). Degradation of H-acid by combined photocatalysis and ozonation processes. Dyes and Pigments, 76, 604-609.
Swaminathan, K., Sandhya, S., Sophia, C., Pachhade, K., & Subrahmanyam, Y. V. (2003). Decolorization and degradation of H-acid and other dyes using ferrous-hydrogen peroxide system. Chemosphere, 50, 619-625.
Takeo, M., Takeya, N., Takatani, K., Maeda, Y., & Nakaoka, O. (1997). Mineralization and desulfonation of 3-nitrobenzenesulfonic acid by Alcaligenes sp. Ga-l. Journal of Fermentation and Bioengineering, 83, 505-509.
Tan, N. C. G., Lettinga, G., & Field, J. A. (1999). Reduction of the azo dye Mordant Orange 1 by methanogenic granular sludge exposed to oxygen. Bioresource Technology, 67, 35-42.
Tan, N. C. G., van Leeuwen, A., van Voorthuizen, E. M., Slenders, P., Prenafeta-BoldÅ, T., Temmink, H., et al. (2005). Fate and biodegradability of sulfonated aromatic amines. Biodegradation, 16, 527-537.
Yu, G., Zhu, W., Yang, Z., & Li, Z. (1998). Semiconductor photocatalytic oxidation of H-acid aqueous solution. Chemosphere, 36, 2673-2681.
Zerbinati, O., Vincenti, M., Pittavino, S., & Gennaro, M. C. (1997). Fate of aromatic sulfonates in fluvial environment. Chemosphere, 35, 2295-2305.
Zhou, H., & Smith, D. W. (2001). Advanced technologies in water and wastewater treatment. Canadian Journal of Civil Engineering, 28, S49-S66.
Zürrer, D., Cook, A. M., & Leisinger, T. (1987). Microbial desulfonation of substituted naphthalenesulfonic acids and benzenesulfonic acids. Applied and Environmental Microbiology, 53, 1459-1463.
http://www.indiastat.com/india/ShowData.asp?secid=11391&ptid=107700&level=3.
Acknowledgements
The financial support of the Turkish Technological and Scientific Research Council (TUBITAK) under project number 108Y051 is acknowledged. The efforts of Betül Hande Gürsoy and Gökce Türeli during the photochemical experiments, as well as the technical support of Prof. Dilek Kazan and Res. Assist. Selim Ceylan (Marmara University, Engineering Faculty, Bioengineering Program) during mass spectrometric analysis, are also appreciated.
Author information
Authors and Affiliations
Corresponding author
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 2010 Springer Science+Business Media B.V.
About this chapter
Cite this chapter
Arslan-Alaton, I., Olmez-Hanci, T. (2010). Biological, Chemical and Photochemical Treatment of Commercially Important Naphthalene Sulphonates. In: Fatta-Kassinos, D., Bester, K., Kümmerer, K. (eds) Xenobiotics in the Urban Water Cycle. Environmental Pollution, vol 16. Springer, Dordrecht. https://doi.org/10.1007/978-90-481-3509-7_22
Download citation
DOI: https://doi.org/10.1007/978-90-481-3509-7_22
Published:
Publisher Name: Springer, Dordrecht
Print ISBN: 978-90-481-3508-0
Online ISBN: 978-90-481-3509-7
eBook Packages: Earth and Environmental ScienceEarth and Environmental Science (R0)