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Erschienen in: Polymer Bulletin 2/2015

01.02.2015 | Original Paper

Environmentally benign modified biodegradable chitosan for cation removal

verfasst von: Adnan Khan, Syed Badshah, Claudio Airoldi

Erschienen in: Polymer Bulletin | Ausgabe 2/2015

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Abstract

The biodegradable biopolymer chitosan had its linear structure chemically modified in a two-step reaction, first by exploring the amino reactivity with glycidylmethacrylate, whose intermediate product, containing an aldehyde group, was then reacted with 1,2-ethanedithiol. Chitosan and the synthesized biopolymers were characterized by elemental analyses, infrared spectroscopy, nuclear magnetic resonance of the carbon nucleus in the solid state, X-ray diffractometry, thermogravimetry and scanning electron microscopy, to give a degree of immobilization of 3.00 mmol g−1. The available basic nitrogen, sulfur and oxygen Lewis centers attached to the enlarged pendant chains enriched the ability of the biopolymer for copper, lead and cadmium sorption from aqueous solution, to give maximum capacities of 2.05 ± 0.01; 2.53 ± 0.02 and 1.88 ± 0.01 mmol g−1, when compared to chitosan with 1.54 ± 0.33; 1.22 ± 0.04 and 1.12 ± 0.08 mmol g−1, respectively, using the Langmuir sorption isotherms. Based on the present results, the highest amount of these cation sorptions, especially with lead that is associated with sulfur–cation soft interactions, is dependent directly on not only the presence of long pendant chain attached, but also the availability of favorable Lewis base centers. The experimental data adjusted to the Langmuir, the Freundlich and the Temkin sorption isotherms using linear and non-linear regression methods and are in agreement with the best fit for Langmuir model type I.

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Literatur
1.
Zurück zum Zitat Gerente C, Lee VKC, Le Cloirec P, McKay G (2007) Application of chitosan for the removal of metals from wastewaters by adsorption—mechanisms and models review. Crit Rev Environ Technol 37:41–127CrossRef Gerente C, Lee VKC, Le Cloirec P, McKay G (2007) Application of chitosan for the removal of metals from wastewaters by adsorption—mechanisms and models review. Crit Rev Environ Technol 37:41–127CrossRef
2.
Zurück zum Zitat Rivas BL, Peric IM, Villegas (2010) Synthesis and metal ion uptake properties of water-insoluble functional copolymers: removal of metal ions with environmental impact. Polym Bull 65:917–928CrossRef Rivas BL, Peric IM, Villegas (2010) Synthesis and metal ion uptake properties of water-insoluble functional copolymers: removal of metal ions with environmental impact. Polym Bull 65:917–928CrossRef
3.
Zurück zum Zitat Guibal E (2004) Interactions of metal ions with chitosan-based sorbents: a review. Sep Purif Technol 38:43–74CrossRef Guibal E (2004) Interactions of metal ions with chitosan-based sorbents: a review. Sep Purif Technol 38:43–74CrossRef
4.
Zurück zum Zitat Rai HS, Bhattacharyya MS, Singh J, Bansal TK, Vats P, Banerjee UC (2005) Removal of dyes from the effluent of textile and dyestuff manufacturing industry: a review of emerging techniques with reference to biological treatment. Crit Rev Environ Sci Techonol 35:219–238CrossRef Rai HS, Bhattacharyya MS, Singh J, Bansal TK, Vats P, Banerjee UC (2005) Removal of dyes from the effluent of textile and dyestuff manufacturing industry: a review of emerging techniques with reference to biological treatment. Crit Rev Environ Sci Techonol 35:219–238CrossRef
5.
Zurück zum Zitat Kasgoz H (2006) New sorbent hydrogels for removal of acidic dyes and metal ions from aqueous solutions. Polym Bull 56:517–528CrossRef Kasgoz H (2006) New sorbent hydrogels for removal of acidic dyes and metal ions from aqueous solutions. Polym Bull 56:517–528CrossRef
6.
Zurück zum Zitat Singha B, Das SK (2013) Adsorptive removal of Cu(II)from aqueous solution and industrial effluent using natural/agricultural wastes. Colloids Surf B 107:97–106CrossRef Singha B, Das SK (2013) Adsorptive removal of Cu(II)from aqueous solution and industrial effluent using natural/agricultural wastes. Colloids Surf B 107:97–106CrossRef
7.
Zurück zum Zitat Wang L, Xing R, Liu S, Qin Y, Li K, Yu H, Li R, Li P (2010) Studies on adsorption behavior of Pb(II) onto a thiourea-modified chitosan resin with Pb(II) as template. Carbohydr Polym 81:305–310CrossRef Wang L, Xing R, Liu S, Qin Y, Li K, Yu H, Li R, Li P (2010) Studies on adsorption behavior of Pb(II) onto a thiourea-modified chitosan resin with Pb(II) as template. Carbohydr Polym 81:305–310CrossRef
8.
Zurück zum Zitat Wang LK, Chen JP, Hung YT, Shamas NK (2009) Heavy metals in the environment. CRC Press, Boca Raton Wang LK, Chen JP, Hung YT, Shamas NK (2009) Heavy metals in the environment. CRC Press, Boca Raton
9.
Zurück zum Zitat Chen AH, Liu SC, Chen CY, Chen CY (2008) Comparative adsorption of Cu(II), Zn(II), and Pb(II) ions in aqueous solution on the crosslinked chitosan with epichlorohydrin. J Hazard Mater 154:184–191CrossRef Chen AH, Liu SC, Chen CY, Chen CY (2008) Comparative adsorption of Cu(II), Zn(II), and Pb(II) ions in aqueous solution on the crosslinked chitosan with epichlorohydrin. J Hazard Mater 154:184–191CrossRef
10.
Zurück zum Zitat Saha TK, Mahmud MF, Karmaker S (2013) Adsorption behavior of [meso-tetrakis(4-carboxylatophenyl)porphyrinato]oxovanadium(IV) tetrasodium in aqueous solution onto chitosan. Polym Bull 70:2047–2063CrossRef Saha TK, Mahmud MF, Karmaker S (2013) Adsorption behavior of [meso-tetrakis(4-carboxylatophenyl)porphyrinato]oxovanadium(IV) tetrasodium in aqueous solution onto chitosan. Polym Bull 70:2047–2063CrossRef
11.
Zurück zum Zitat Oliveira FJVE, Melo MA Jr, Airoldi C (2013) Inorganic–organic hybrids presenting high basic center content: SBA-15 incorporation, toxic metals sorption and energetic behavior. Mater Res Bull 48:1045–1056CrossRef Oliveira FJVE, Melo MA Jr, Airoldi C (2013) Inorganic–organic hybrids presenting high basic center content: SBA-15 incorporation, toxic metals sorption and energetic behavior. Mater Res Bull 48:1045–1056CrossRef
12.
Zurück zum Zitat Mourya VK, Inamdar NN (2008) Chitosan-modifications and applications: opportunities galore. React Funct Polym 68:1013–1118CrossRef Mourya VK, Inamdar NN (2008) Chitosan-modifications and applications: opportunities galore. React Funct Polym 68:1013–1118CrossRef
13.
Zurück zum Zitat Crini G (2005) Recent developments in polysaccharide-based materials used as adsorbents in wastewater treatment. Prog Polym Sci 30:38–70CrossRef Crini G (2005) Recent developments in polysaccharide-based materials used as adsorbents in wastewater treatment. Prog Polym Sci 30:38–70CrossRef
14.
Zurück zum Zitat Machado MO, Lopes ECN, Sousa KS, Airoldi C (2009) The effectiveness of the protected amino group on crosslinked chitosans for copper removal and the thermodynamics of interaction at the solid/liquid interface. Carbohydr Polym 77:760–766CrossRef Machado MO, Lopes ECN, Sousa KS, Airoldi C (2009) The effectiveness of the protected amino group on crosslinked chitosans for copper removal and the thermodynamics of interaction at the solid/liquid interface. Carbohydr Polym 77:760–766CrossRef
15.
Zurück zum Zitat Oshita K, Seo K, Sabarudin A, Oshima M, Takayanagi T, Motomizu S (2008) Synthesis of chitosan resin possessing a phenylarsonic acid moiety for collection/concentration of uranium and its determination by ICP-AES. Anal Bioanal Chem 390:1927–1932CrossRef Oshita K, Seo K, Sabarudin A, Oshima M, Takayanagi T, Motomizu S (2008) Synthesis of chitosan resin possessing a phenylarsonic acid moiety for collection/concentration of uranium and its determination by ICP-AES. Anal Bioanal Chem 390:1927–1932CrossRef
16.
Zurück zum Zitat Khan A, Badshah S, Airoldi C (2011) Biosorption of some toxic metal ions by chitosan modified with glycidylmethacrylate and diethylenetriamine. Chem Eng J 171:159–166CrossRef Khan A, Badshah S, Airoldi C (2011) Biosorption of some toxic metal ions by chitosan modified with glycidylmethacrylate and diethylenetriamine. Chem Eng J 171:159–166CrossRef
17.
Zurück zum Zitat Silva Filho EC, Monteiro PDR, Sousa KS, Airoldi C (2011) Ethylenesulfide as a useful agent for incorporation on the biopolymer chitosan in a solvent-free reaction for use in lead and cadmium removal. J Therm Anal Calorim 106:369–373CrossRef Silva Filho EC, Monteiro PDR, Sousa KS, Airoldi C (2011) Ethylenesulfide as a useful agent for incorporation on the biopolymer chitosan in a solvent-free reaction for use in lead and cadmium removal. J Therm Anal Calorim 106:369–373CrossRef
18.
Zurück zum Zitat Kocak N, Sahin M, Kucukkolbasi S, Erdogan ZO (2012) Synthesis and characterization of novel nano-chitosan Schiff base and use of lead(II) sensor. Int J Biol Macromol 51:1159–1166CrossRef Kocak N, Sahin M, Kucukkolbasi S, Erdogan ZO (2012) Synthesis and characterization of novel nano-chitosan Schiff base and use of lead(II) sensor. Int J Biol Macromol 51:1159–1166CrossRef
19.
Zurück zum Zitat Khan A, Badshah S, Airoldi C (2011) Dithiocarbamated chitosan as a potent biopolymer for toxic cation remediation. Colloids Surf B 87:88–95CrossRef Khan A, Badshah S, Airoldi C (2011) Dithiocarbamated chitosan as a potent biopolymer for toxic cation remediation. Colloids Surf B 87:88–95CrossRef
20.
Zurück zum Zitat Badshah S, Airoldi C (2013) Layered inorganic-organic hybrid with talc-like structure for cation removal at the solid/liquid interface. Thermochim Acta 552:28–36CrossRef Badshah S, Airoldi C (2013) Layered inorganic-organic hybrid with talc-like structure for cation removal at the solid/liquid interface. Thermochim Acta 552:28–36CrossRef
21.
Zurück zum Zitat Chowdhury S, Misra R, Kushwaha P, Das P (2011) Optimum sorption isotherm by linear and nonlinear methods for safranin onto alkali-treated rice husk. Bioremediat J 15:77–89CrossRef Chowdhury S, Misra R, Kushwaha P, Das P (2011) Optimum sorption isotherm by linear and nonlinear methods for safranin onto alkali-treated rice husk. Bioremediat J 15:77–89CrossRef
22.
Zurück zum Zitat Parimal S, Prasad M, Bhaskar U (2010) Prediction of equilibrium sorption isotherm: comparison of linear and nonlinear methods. Ind Eng Chem Res 49:2882–2888CrossRef Parimal S, Prasad M, Bhaskar U (2010) Prediction of equilibrium sorption isotherm: comparison of linear and nonlinear methods. Ind Eng Chem Res 49:2882–2888CrossRef
23.
Zurück zum Zitat Kannamba B, Reddy KL, Apparao BV (2010) Removal of Cu(II) from aqueous solutions using chemically modified chitosan. J Hazard Mater 175:939–948CrossRef Kannamba B, Reddy KL, Apparao BV (2010) Removal of Cu(II) from aqueous solutions using chemically modified chitosan. J Hazard Mater 175:939–948CrossRef
24.
Zurück zum Zitat Donat R, Akdogan A, Erdem E, Cetisli A (2005) Thermodynamics of Pb2+ and Ni2+ adsorption onto natural bentonite from aqueous solutions. J Colloid Interface Sci 286:43–52CrossRef Donat R, Akdogan A, Erdem E, Cetisli A (2005) Thermodynamics of Pb2+ and Ni2+ adsorption onto natural bentonite from aqueous solutions. J Colloid Interface Sci 286:43–52CrossRef
25.
Zurück zum Zitat Sousa S, Silva Filho EC, Airoldi C (2009) Ethylenesulfide as a useful agent for incorporation into the biopolymer chitosan in a solvent-free reaction for use in cation removal. Carbohydr Res 344:1716–1723CrossRef Sousa S, Silva Filho EC, Airoldi C (2009) Ethylenesulfide as a useful agent for incorporation into the biopolymer chitosan in a solvent-free reaction for use in cation removal. Carbohydr Res 344:1716–1723CrossRef
26.
Zurück zum Zitat Silvertein RM, Bassler GC, Morrel TC (1991) Spectrometric identification of organic compounds. Wiley, London Silvertein RM, Bassler GC, Morrel TC (1991) Spectrometric identification of organic compounds. Wiley, London
27.
Zurück zum Zitat Coates J (2000) Interpretation of infrared spectra: a practical approach. In: Meyers RA (ed) Encyclopedia of analytical chemistry: applications, theory and instrumentations. Wiley, Chichester Coates J (2000) Interpretation of infrared spectra: a practical approach. In: Meyers RA (ed) Encyclopedia of analytical chemistry: applications, theory and instrumentations. Wiley, Chichester
28.
Zurück zum Zitat Lopes ECN, Sousa KS, Airoldi C (2009) Chitosan–cyanuric chloride intermediary as a source to incorporate molecules—thermodynamic data of copper/biopolymer interactions. Thermochim Acta 483:21–28CrossRef Lopes ECN, Sousa KS, Airoldi C (2009) Chitosan–cyanuric chloride intermediary as a source to incorporate molecules—thermodynamic data of copper/biopolymer interactions. Thermochim Acta 483:21–28CrossRef
29.
Zurück zum Zitat Silva GS, Oliveira PC, Giordani DS, Castro HF (2011) Chitosan/siloxane hybrid polymer: synthesis, characterization and performance as a support for immobilizing enzyme. J Braz Chem Soc 22:1407–1410CrossRef Silva GS, Oliveira PC, Giordani DS, Castro HF (2011) Chitosan/siloxane hybrid polymer: synthesis, characterization and performance as a support for immobilizing enzyme. J Braz Chem Soc 22:1407–1410CrossRef
30.
Zurück zum Zitat Sousa KS, Silva Filho EC, Airoldi C (2011) Ethylenesulfide as a useful agent for incorporation into the biopolymer chitosan in a solvent-free reaction for use in cation removal. Carbohydr Res 344:1716–1723CrossRef Sousa KS, Silva Filho EC, Airoldi C (2011) Ethylenesulfide as a useful agent for incorporation into the biopolymer chitosan in a solvent-free reaction for use in cation removal. Carbohydr Res 344:1716–1723CrossRef
31.
Zurück zum Zitat Pires CTGVMT, Oliveira NG Jr, Airoldi C (2012) Structural incorporation of titanium and/or aluminum in layered silicate magadiite through direct syntheses. Mater Chem Phys 135:870–879CrossRef Pires CTGVMT, Oliveira NG Jr, Airoldi C (2012) Structural incorporation of titanium and/or aluminum in layered silicate magadiite through direct syntheses. Mater Chem Phys 135:870–879CrossRef
32.
Zurück zum Zitat Kumar PS, Gayathri R (2009) Adsorption of Pb2+ ions from aqueous solutions onto bael tree leaf powder: isotherms, kinetics and thermodynamic study. J Eng Sci Technol 4:381–399 Kumar PS, Gayathri R (2009) Adsorption of Pb2+ ions from aqueous solutions onto bael tree leaf powder: isotherms, kinetics and thermodynamic study. J Eng Sci Technol 4:381–399
33.
Zurück zum Zitat Royer B, Cardoso NF, Lima EC, Macedo TR, Airoldi C (2010) Sodic and acidic crystalline lamelar magadiite adsorbents for the removal of methylene blue from aqueous solutions: kinetics and equilibrium studies. Sep Sci Technol 45:129–141CrossRef Royer B, Cardoso NF, Lima EC, Macedo TR, Airoldi C (2010) Sodic and acidic crystalline lamelar magadiite adsorbents for the removal of methylene blue from aqueous solutions: kinetics and equilibrium studies. Sep Sci Technol 45:129–141CrossRef
34.
Zurück zum Zitat Anirudhan TS, Senan P (2011) Adsorption characteristics of cytochrome C onto cationic Langmuir monolayers of sulfonated poly(glycidylmethacrylate)-grafted cellulose: mass transfer analysis, isotherm modeling and thermodynamics. Chem Eng J 168:678–690CrossRef Anirudhan TS, Senan P (2011) Adsorption characteristics of cytochrome C onto cationic Langmuir monolayers of sulfonated poly(glycidylmethacrylate)-grafted cellulose: mass transfer analysis, isotherm modeling and thermodynamics. Chem Eng J 168:678–690CrossRef
35.
Zurück zum Zitat Abesi CY, Abia AA, Igwe JC (2011) Adsorption of iron (III), lead (II) and cadmium (II) ions by unmodified raphia palm (Raphia hookeri) fruit endocarp. Environ Res J 5:104–113CrossRef Abesi CY, Abia AA, Igwe JC (2011) Adsorption of iron (III), lead (II) and cadmium (II) ions by unmodified raphia palm (Raphia hookeri) fruit endocarp. Environ Res J 5:104–113CrossRef
36.
Zurück zum Zitat Huang C, Chuung YC, Liou MR (1996) Adsorption of Cu(I1) and Ni(I1) by pelletized biopolymer. J Hazard Mater 45:265–277CrossRef Huang C, Chuung YC, Liou MR (1996) Adsorption of Cu(I1) and Ni(I1) by pelletized biopolymer. J Hazard Mater 45:265–277CrossRef
37.
Zurück zum Zitat Jha I, Iyengar L, Rao A (1988) Removal of cadmium using chitosan. J Environ Eng ASCE 114:962–974CrossRef Jha I, Iyengar L, Rao A (1988) Removal of cadmium using chitosan. J Environ Eng ASCE 114:962–974CrossRef
38.
Zurück zum Zitat Benavente M, Moreno L, Martinez J (2011) Sorption of heavy metals from gold mining wastewater using chitosan. J Taiwan Inst Chem Eng 42:976–988CrossRef Benavente M, Moreno L, Martinez J (2011) Sorption of heavy metals from gold mining wastewater using chitosan. J Taiwan Inst Chem Eng 42:976–988CrossRef
39.
Zurück zum Zitat Ngah WS, Fatinathan S (2010) Adsorption characterization of Pb(II) and Cu(II) ions onto chitosan-tripolyphosphate beads: kinetic, equilibrium and thermodynamic studies. J Environ Manage 91:958–969CrossRef Ngah WS, Fatinathan S (2010) Adsorption characterization of Pb(II) and Cu(II) ions onto chitosan-tripolyphosphate beads: kinetic, equilibrium and thermodynamic studies. J Environ Manage 91:958–969CrossRef
40.
Zurück zum Zitat Varma AJ, Despande SV, Kennedy JF (2004) Metal complexation by chitosan and its derivatives: a review. Carbohydr Polym 55:77–93CrossRef Varma AJ, Despande SV, Kennedy JF (2004) Metal complexation by chitosan and its derivatives: a review. Carbohydr Polym 55:77–93CrossRef
41.
Zurück zum Zitat Yang Z, Wang Y, Tang Y (2000) Synthesis and adsorption properties for metal ions of mesocyclic diamine-grated chitosan-crown ether. J Appl Polym Sci 75:1255–1260CrossRef Yang Z, Wang Y, Tang Y (2000) Synthesis and adsorption properties for metal ions of mesocyclic diamine-grated chitosan-crown ether. J Appl Polym Sci 75:1255–1260CrossRef
42.
Zurück zum Zitat Justi KC, Favere VT, Laranjeira MCM, Neves A, Peralta RA (2005) Kinetics and equilibrium adsorption of Cu(II), Cd(II), and Ni(II) ions by chitosan functionalized with 2[-bis-(pyridylmethyl)aminomethyl]-4-methyl-6-formylphenol. J Colloid Interface Sci 291:369–374CrossRef Justi KC, Favere VT, Laranjeira MCM, Neves A, Peralta RA (2005) Kinetics and equilibrium adsorption of Cu(II), Cd(II), and Ni(II) ions by chitosan functionalized with 2[-bis-(pyridylmethyl)aminomethyl]-4-methyl-6-formylphenol. J Colloid Interface Sci 291:369–374CrossRef
Metadaten
Titel
Environmentally benign modified biodegradable chitosan for cation removal
verfasst von
Adnan Khan
Syed Badshah
Claudio Airoldi
Publikationsdatum
01.02.2015
Verlag
Springer Berlin Heidelberg
Erschienen in
Polymer Bulletin / Ausgabe 2/2015
Print ISSN: 0170-0839
Elektronische ISSN: 1436-2449
DOI
https://doi.org/10.1007/s00289-014-1278-z

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