Abstract
Pine (Pinus densiflora) bark was chemically modified by grafting with acrylonitrile (AN) through Fenton reaction and conversion of the cyano group to an amidoxime group by reaction with hydroxylamine. Treatments of pine bark with 160 mM H2O2 at 40°C yielded ~70% grafting in 6-h reaction. After alkali hydrolysis of amidoximated pine bark (AOPB), its adsorption capacity (q e) for copper ions was largely increased from 0.5 to 1.8 mmol/g. Adsorption of the hydrolyzed AOPB (HAOPB) followed the pseudo-second-order kinetic model. Among the metal ions tested, the order of adsorption capacity (q e) predicted by the kinetic model at equilibrium time was Hg2+ > UO2 2+ > Cd2+ > Cu2+ > Zn2+ > Ni2+. The adsorption process was pH-dependent, and the adsorption equilibrium was observed in the pH range of 6–7 for all the metal ions. Even though pine bark is a good adsorbent for Hg2+ and UO2 2+ ions, it had a poor affinity for the other ions tested. It was obviously found that HAOPB had very high adsorption abilities for heavy metal and uranyl ions.
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Acemioğu B (2004) Removal of Fe(II) ions from aqueous solution by Calabrian pine bark wastes. Bioresour Technol 93:99–102
Al-Asheh S, Duvnjak Z (1997) Sorption of cadmium and other heavy metals by pine bark. J Hazard Mater 56:35–51
Aoyama M, Tsuda M (2001) Removal of Cr(VI) from aqueous solutions by larch bark. Wood Sci Technol 35:425–434
Aoyama M, Tsuda M, Cho N-S, Doi S (2000) Adsorption of trivalent chromium from dilute solution by conifer leaves. Wood Sci Technol 34:55–63
Barton CS, Stewart DI, Morris K, Bryant DE (2004) Performance of three resin-based materials for treating uranium-contaminated groundwater within a PRB. J Hazard Mater 116:191–204
Blakeney AB, Harris PJ, Henry RJ, Stone BA (1983) A simple and rapid preparation of alditol acetates for monosaccharide analysis. Carbohydr Res 113:292–299
Cren-Olivé C, Lebrun S, Hapiot P, Pinson J, Rolando C (2000) Selective protection of catechin gives access to the intrinsic reactivity of the two phenol rings during H-abstraction and photo-oxidation. Tetrahedron Lett 41:5847–5851
Cren-Olivé C, Wieruszeski J-M, Maes E, Rolando C (2002) Catechin and epicatechin deprotonation followed by 13C NMR. Tetrahedron Lett 43:4545–4549
Dizhbite T, Telysheva G, Jurkjane V, Viesturs U (2004) Characterization of the radical scavenging activity of lignins–natural antioxidants. Bioresour Technol 95:309–317
El-Sawy NM (2000) Amidoximation of acrylonitrile radiation-grafted onto low-density polyethylene and its physicochemical characterization. Polym Int 49:533–538
Gonçalves C, Dinis T, Batista MT (2005) Antioxidant properties of proanthocyanidins of Uncaria tomentosa bark decoction: a mechanism for anti-inflammatory activity. Phytochem 66:89–98
Hamdaoui O (2006) Batch study of liquid-phase adsorption of methylene blue using cedar sawdust and crushed brick. J Hazard Mater 135:264–273
Hassan E-BM, Mun SP (2002) Liquefaction of pine bark using phenol and lower alcohols with methanesulfonic acid catalyst. J Ind Eng Chem 8:359–364
Ho YS, Chiang CC (2001) Sorption studies of acid dye by mixed sorbents. Adsorpt-J Intern Adsorpt Soc 7:139–147
Ho YS, McKay G (1999) Pseudo-second order model for sorption processes. Process Biochem 34:451–465
Hon DN-S, Shiraishi N (2001) Wood and cellulosic chemistry. Marcel Dekker, New York
Kabanov VY, Nudryavtsev VN (2003) Modification of polymers by radiation graft polymerization: state of the art and trends. High Energ Chem 37:1–5
Kago T, Goto A, Kusakabe K, Morooka S (1992) Preparation and performance of amidoxime fiber adsorbents for recovery of uranium from seawater. Ind Eng Chem Res 31:204–209
Khani MH, Keshtkar AR, Meysami B, Zarea MF, Jalali R (2006) Biosorption of uranium from aqueous solutions by nonliving biomass of marinealgae Cystoseira indica. Electron J Biotechnol 9:100–106
Kofujita H, Ettyu K, Ota M (1999) Characterization of the major components in bark from five Japanese tree species for chemical utilization. Wood Sci Technol 33:223–228
Ku CS, Mun SP (2008) Antioxidant properties of monomeric, oligomeric, and polymeric fractions in hot water extract from Pinus radiata bark. Wood Sci Technol 42:47–60
Liao X, Lu Z, Du X, Liu X, Shi B (2004) Collagen fiber immobilized Myrica rubra tannin and its adsorption to UO2 2+. Environ Sci Technol 38:324–328
Litmanovich AD, Platé NA (2000) Alkaline hydrolysis of polyacrylonitrile: on the reaction mechanism. Macromol Chem Phys 201:2176–2180
Mai C, Schormann W, Hüttermann A (2001) Chemo-enzymatically induced copolymerization of phenolics with acrylate compounds. Appl Microbiol Biotechnol 55:177–186
Morita M, Higuchi M, Sakata I (1987) Binding of heavy metal ions by chemically modified woods. J Appl Polym Sci 34:1013–1023
Navarro RR, Sumi K, Matsumura M (1999) Improved metal affinity of chelating adsorbents through graft polymerization. Wat Res 33:2037–2044
Palma G, Freer J, Baeza J (2003) Removal of metal ions by modified Pinus radiata bark and tannins from water solutions. Wat Res 37:4974–4980
Pu Q, Sarkanen K (1989) Donnan equilibria in wood-alkali interactions. Part 1. Quantitative determination of carboxyl, carboxyl ester, and phenolic hydroxyl groups. J Wood Chem Technol 9:293–312
Saeed A, Akhter MW, Iqbal M (2005) Removal and recovery of heavy metals from aqueous solution using papaya wood as a new biosorbent. Sep Purif Technol 45:25–31
Schofield P, Mbugua DM, Pell AN (2001) Analysis of condensed tannins: a review. Anim Feed Sci Technol 91:21–40
Šćiban M, Radetić B, Kevrešan Ž, Klašnja M (2006a) Adsorption of heavy metals from electroplating wastewater by wood sawdust. Bioresour Technol 98:402–409
Šćiban M, Klašnja M, Škrbić B (2006b) Modified softwood sawdust as adsorbent of heavy metal ions from water. J Hazard Mater 136:266–271
Šćiban M, Klašnja M, Škrbić B (2006c) Modified hardwood sawdust as adsorbent of heavy metal ions from water. Wood Sci Technol 40:217–227
Shukla SS, Yu LJ, Dorris KL, Shukla A (2005) Removal of nickel from aqueous solutions by sawdust. J Hazard Mater 121:243–246
Sowunmi S, Ebewele RO, Conner AH, River BH (1996) Fortified mangrove tannin-based plywood adhesive. J Appl Polym Sci 62:577–584
Tappi Test Methods (1984) Fibrous materials and pulp testing. TAPPI press, Atlanta, GA U.S.A
Tappi Test Methods (1992) Fibrous materials and pulp testing. TAPPI press, Atlanta, GA U.S.A
Tshabalala MA, Karthikeyan KG, Wang D (2004) Cationized milled pine bark as an adsorbent for orthophosphate anions. J Appl Polym Sci 93:1577–1583
Vadivelan V, Kumar KV (2005) Equilibrium, kinetics, mechanism, and process design for the sorption of methylene blue onto rice husk. J Colloid Interf Sci 286:90–100
Vázquez G, González-Álvarez J, Freire S, López-Lorenzo M, Antorrena G (2002) Removal of cadmium and mercury ions from aqueous solution by sorption on treated Pinus pinaster bark: kinetics and isotherms. Bioresour Technol 82:247–251
Xuejiang W, Ling C, Siqing X, Jianfu Z, Chovelon J-M, Renault NJ (2006) Biosorption of Cu(II) and Pb(II) from aqueous solutions by dried activated sludge. Minerals Eng 19:968–971
Yu B, Zhang Y, Shukla A, Shukla S, Dorris KL (2000) The removal of heavy metal from aqueous solutions by sawdust adsorption: removal of copper. J Hazard Mater 80:33–42
Acknowledgment
This study was supported by the Korea Research Foundation Grant funded by the Korean Government (MOEHRD) (The Regional Research Universities Program/Biohousing Research Institute).
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Mun, S.P., Ku, C.S. & Kim, J.P. Adsorption of metal and uranyl ions onto amidoximated Pinus densiflora bark. Wood Sci Technol 44, 283–299 (2010). https://doi.org/10.1007/s00226-009-0276-z
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DOI: https://doi.org/10.1007/s00226-009-0276-z