Adsorptive removal of catechol and resorcinol by orange flavedo (citrus sinensis): mechanisms based on the flavedo com-ponents d-limonene, carotenoids, ascorbates, flavonoids and hydroxycinnamic acids

  • Authors

    • Kamgaing Theophile labratory of noxious ChemistryUniversity of Dschang
    • Doungmo Giscard Laboratory of noxious Chemistryuniversity of Dschang
    • Ngouoko Kouonang Jimmy Julio laboratory of noxious Chemistry, University of Dschang
    • Tchieno Melataguia Francis Merlin laboratory of noxious Chemistry, University of Dschang
    • Ketcha MBadkam Joseph Department of Inorganic Chemistry, Faculty of Science, University of Yaoundé I
  • Orange Flavedo, Adsorption, Catechol, Resorcinol, Adsorption Mechanisms.
  • Orange flavedo and its adsorption behavior towards catechol (Ctc) and resorcinol (Res) were studied. Adsorption experiments were conducted in batch mode at room temperature. X-ray diffraction (XRD), Scanning electron microscopy (SEM), Energy-dispersive X-ray spectroscopy (EDX), Brunauer−Emmett−Teller (BET) and Fourier transform infrared (FTIR) data were used to characterize the biosorbent. The Effects of various parameters including equilibrium pH, sorbent dosage, initial adsorbate concentration and contact time were investigated. The optimum contact time and pH for the removal of Ctc and Res were 35 min and pH 2 respectively. The adsorption isotherms fitted well with Freundlich model, the adsorption of Ctc and Res being multilayer and the surface of orange flavedo heterogeneous; the pseudo-second order kinetic model better reflects the adsorption phenomena. An adsorption mechanism based on the molecules grafted to the surface of the orange flavedo is proposed in this study. 0.2 gram of the biosorbent was sufficient to completely eliminate 2.2 milligrams of resorcinol and catechol from solution. Therefore, non-modified orange flavedo is a promising candidate, as a low-cost biosorbent, for the removal of Ctc and Res from aqueous solution.

  • References

    1. [1] Hakim, I.A., Harris, R.B. (2001). Joint effects of citrus peel use and black tea intake on the risk of squamous cell carcinoma of the skin, Dermatology, 1:3.

      [2] Albrigo, G. (1986). Peel morphology and fruit blemishes. Citrus Flowering, fruit set and development. Gainesville, University of Florida, 73-80.

      [3] Petracek, P.D. (1997). Peel morphology and fruit blemishes. Citrus Flowering and Fruiting Short Course, CREC, Lake Alfred, 18-118.

      [4] Agusti, M.; Zaragoza, S.; Bleiholder, H.; Buhr, L.; Hack, H.; Klose, R.; Stauss, R. (1997). Adaptation of the BBCH scale for the description of citrus fruits phenological stages, Fruits, 52, 287-295.

      [5] Phutdhawong, W.; Chowwanapoonpohn, S.; Buddhasukh, D. (2000). Electrocoagulation and subsequent recovery of phenolic compounds, Analytical Sciences, 16, 1083–1084.

      [6] Schweigert, N.; Zehnder, A.J.B.; Eggen, R.I.L. (2001). Chemical properties of catechols and their molecular modes of toxic action in cells, from microorganisms to mammals, Environmental Microbiology, 3, 81–91.

      [7] Raff, R.; Ettling, B.V. (1966). Hydroquinone, resorcinol and pyrocatechol, in: Kirk RE, Othmer D.F. (Eds.), Encyclopedia of Chemical Technology, Wiley, New York, 462–492.

      [8] Steiman, R.R; Seigle-Murandi, F.; Chritov, L.P. (1999). Growth of 1044 strains and species of fungi on 7 phenolic lignin model compounds, Chemosphere, 38, 2549–2559.

      [9] Van Duursen, M.B.M.; Sanderson, J.T.; De Jong, P.C.; Kraaij, M.; Van den Berg, M. (2004). Phytochemicals inhibit catechol-o-methyl transferase activity in cytosolic fractions from healthy human mammary tissues: implications for catechol estrogen-induced DNA damage, Toxicological Sciences, 81, 316–324.

      [10] Prager, J.C. (1996). Environmental Contaminant Reference Data book Volume 2, Van Nostrand Reinhold, New York, p. 560.

      [11] Lopez-Ramon, M.V.; Stoeckli, F.; Moreno-Castilla, C.; Carrasco-Marin, F. (1999). On the characterization of acidic and basic surface sites on carbons by various techniques. Carbon, 37, 1215-1221.

      [12] Lagergren, S. (1898). Zur theorie der sogenannten adsorption geloster stoffe, Kungliga Svenska Veten skapsakademiens, Handlingar, 24 (4), 1-39.

      [13] Ho, Y.S. (2006). Review of second-order models for adsorption systems, Journal of Hazardous Materials, B136, 681-689.

      [14] Langmuir, I. (1918). The adsorption of gases on plane surfaces of glass, mica, and platinum. Journal of the American Chemical Society, 40, 1361-1403.

      [15] Freundlich, H. (1906). Over the adsorption in the solution. Journal of Physical Chemistry, 57, 385-470.

      [16] Bourdais, E.; Fytianosand, F.; Bozani, E. (2002). Sorption Description isotherms of Dyes from aqueous solutions and Waste Waters with Different Sorbent materials, Global Nest: the Int. J., 4, 75-83.

      [17] Tempkin, M.I.; Pyzhev, V. (1940). Kinetics of ammonia synthesis on promoted iron catalyst. Acta Physicochimica USSR, 12, 327–356.

      [18] Yanbo, Z.; Ping, L.; Jun, L. (2012). Application of natural biosorbent and modified peat for Bisphenol A removal from aqueous solutions, Carbohydrate Polymers, 88, 502-508.

      [19] Arami, M.; Limaee, N.Y.; Mahmoodi, N.M.; Tabrizi, N.S. (2005). Removal of dyes from colored textile wastewater by orange peel adsorbent: Equilibrium and kinetic studies, Journal of Colloid and Interface Science, 288, 371–376.

      [20] Mafra, M.R.; Igarashi-Mafra, L.; Zuim, D.R.; Vasques, É.C.; Ferreira, M.A. (2013). Adsorption of remazol brilliant blue on an orange peel adsorbent. Brazilian Journal of Chemical Engineering, 30, 657–665.

      [21] Guan, Q.; Xiong, W.; Zhou, L.; Liu, S. (2016). Facile synthesis of nitrogen-doped porous carbon-gold hybrid nanocomposite for mercury (II) ion electrochemical determination, Electroanalysis, 28, 133–139.

      [22] Kumar, A.; Kumar, S.; Kumar, S. (2003). Adsorption of resorcinol and catechol on activated carbon: equilibrium and kinetics. Carbon, 41, 3015–3025

      [23] Mohamed, F.S.; Khater, W.A.; Mostafa, M.R. (2006). Characterization and phenols sorptive properties of carbons activated by sulphuric acid, Chemical Engineering Journal, 116, 47–52.

      [24] Moreno-Castilla, C. (2004). Adsorption of organic molecules from aqueous solutions on carbon materials, Carbon, 42, 83–94.

      [25] Fabian, A.U.; Aloysius, A.P.; Abiola, V.I. (2014). Thermodynamic Properties of Chromium (III) Ion Adsorption by Sweet Orange (Citrus sinensis) Peels, American Journal of Analytical Chemistry, 5, 666-673.

      [26] Marchand, L. (2002). Cancer preventive effects of flavonoids-A review, Biomedicine & Pharmacotherapy, 56, 296–301.

      [27] Halliwell, B. (1996). Antioxidants in human health and disease, Annual Review of Nutrition, 16, 33-50.

      [28] Rao, A.V.; Rao, L.G. (2007). Carotenoids and human health, Pharmacological Research, 55, 207–216.

      [29] Escobedo-Avellaneda, Z.; Gutierrez-Uribe, J.; Valdez-Fragoso, A.; Torres, J.A.; Welti-Chanes, J. (2014). Phytochemicals and antioxidant activity of juice, flavedo, albedo and comminuted orange, Journal of Functional Foods, 6, 470–481.

      [30] Sun, J. (2007). D-Limonene: Safety and Clinical Applications, Alternative Medicine Review, 12, 259-264.

      [31] Mondello, L.; Casilli, A.; Tranchida, P.Q. ; Dugo, P.; Dugo, G. (2005). Comprehensive two-dimensional GC for the analysis of Citrus essential oils, Flavour and Fragrance Journal, 20, 136-140.

      [32] Thomas, A.F.; Bessiere, Y. (1998). Limonene, Natural Product Reports, 291-309.

      [33] Wuyts, H. Br. P. 204754, June 29, 1922 Cheni. Zenrralbl., 1923, IV, 951.

      [34] Hultzsch, K. (1938). Angew. Cliem, 51, 920.

      [35] Kuzakov, E.V.; Schmidt, E.N. (2000). Synthesis of terpenophenols via direct alkylation of phenols by terpenes, Chemistry of Natural compounds, 36, 245-257.

      [36] Remmelsburg, A.L.V. (1949). Hercules Powder Co., U.S. P. 2471455, May 31, Chem. Ahstr., 43, 6237.

      [37] Fink, J.K. (2013). Reactive polymers fundamentals and applications. A concise Guide to industrial polymers, 2nd edition, Elsevier, 524 pp.

      [38] Jing, X.; Li, W.; Zhu, Y. (2012). Decontamination of bisphenol A from aqueous solution by graphene adsorption, Langmuir, 28, 8418−8425.

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  • How to Cite

    Theophile, K., Giscard, D., Jimmy Julio, N. K., Francis Merlin, T. M., & Joseph, K. M. (2017). Adsorptive removal of catechol and resorcinol by orange flavedo (citrus sinensis): mechanisms based on the flavedo com-ponents d-limonene, carotenoids, ascorbates, flavonoids and hydroxycinnamic acids. International Journal of Basic and Applied Sciences, 6(1), 7-16.