Use of Calixarenes Bearing Benzoyl Groups for the Adsorption of Heavy Metals Cations: Equilibrium and Kinetics Studies

This study aims to examine the potential of p-tert-butylkalix[4]arene derivatives, namely 5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrahydroxy-calix[4]arene (TBCA), and 5,11,17,23-tetra-tert-butyl-25-monohydroxy-26,27,28-tribenzoyloxycalix[4]arene (TBMTCA) as adsorbent for metal cations, such as Pb(II) and Fe(III). The synthesized compounds were characterized using FT-IR and 1H-NMR spectroscopy. The adsorption studies were then carried out with contact time as a parameter, while the kinetics were evaluated using the Lagergren and Ho-McKay equations. The isotherms were analyzed using the Langmuir and Freundlich equations. For the kinetics of TBCA adsorbents, Pb(II) cations followed the Ho-McKay model, while Fe(III) was based on Lagergren. Furthermore, for the TBMTCA adsorbent, Pb(II) followed the Lagergren kinetic model, while Fe(III) was based on the Ho-McKay. The cation adsorption isotherms of Pb(II)-TBCA, Pb(II)-TBMTCA, Fe(III)-TBCA, and Fe(III)-TBMTCA are more in line with the Langmuir model. These results indicate that they can be used as heavy metal adsorbents, and recycled to increase their economic value.

[1]  P. Conte,et al.  Evaluation of adsorption ability of cyclodextrin-calixarene nanosponges towards Pb2+ ion in aqueous solution. , 2021, Carbohydrate polymers.

[2]  K. Ohto,et al.  Improved precious metal adsorption by introduction of carboxylic acid groups on methylene crosslinked calix[4]arene resin matrix , 2021, Journal of Inclusion Phenomena and Macrocyclic Chemistry.

[3]  Siti Efliza Ashari,et al.  Adsorption of Methylene Blue Dye by Calix[6]Arene-Modified Lead Sulphide (Pbs): Optimisation Using Response Surface Methodology , 2021, International journal of environmental research and public health.

[4]  R. A. Lusiana,et al.  Fe (III) adsorption using Fe (III) ionic imprinted polymer from polyeugenoxy acetate crosslinked with ethylene glycol dimethacrylate (EGDMA) , 2021, Journal of Physics: Conference Series.

[5]  C. K. Nakiguli,et al.  Adsorption of Lead (II) and Copper (II) Ions from Mono Synthetic Aqueous Solutions Using Bio-Char from Ficus natalensis Fruits , 2020 .

[6]  T. Seodigeng,et al.  Adsorption of Lead Ions onto Chemical Activated Carbon Derived from Waste Tire Pyrolysis Char: Equilibrium and Kinetics Studies , 2020 .

[7]  B. S. Barros,et al.  Selective adsorption of BTEX on calixarene-based molecular coordination network determined by 13C NMR spectroscopy , 2019, Inorganica Chimica Acta.

[8]  Masatoshi Maeki,et al.  Separation of Pb(II) Ion with Tetraacetic Acid Derivative of Calix[4]arene by Using Droplet-based Microreactor System , 2019, Indonesian Journal of Chemistry.

[9]  I. Zawierucha,et al.  IMPREGNATED RESINS AS NOVEL SORBENTS FOR REMOVAL OF TOXIC METAL IONS FROM AQUEOUS SOLUTIONS , 2019, Global NEST International Conference on Environmental Science & Technology.

[10]  D. Siswanta,et al.  Adsorption study of Pb(II) onto calix[4]resorcinarene-chitosan hybrid , 2019, Desalination and Water Treatment.

[11]  M. A. Kamboh,et al.  Fabrication of calixarene-grafted magnetic nanocomposite for the effective removal of lead(II) from aqueous solution , 2019, Environmental technology.

[12]  D. Siswanta,et al.  Synthesis, Characterization and Adsorption Study of C-4-Phenacyloxy-phenylcalix [4]resorcinarene for Pb(II), Cd(II) and Cr(III) Ions , 2018, Sains Malaysiana.

[13]  D. Siswanta,et al.  STUDY OF PB(II) AND FE(III) METAL CATIONS ADSORPTION INTO P-TERT-BUTYLCALIX[4]ARENE AS ADSORBENT: KINETIC ADSORPTION. , 2017 .

[14]  S. Kutty,et al.  Adsorption of Lead ions onto Activated Carbon derived from Sugarcane bagasse , 2017 .

[15]  J. Konczyk,et al.  Calixarene-based extractants for heavy metal ions removal from aqueous solutions , 2016 .

[16]  Yi-min Zhang,et al.  Recovery and Separation of Metal Ions from Aqueous Solutions by Solvent‐Impregnated Resins , 2016 .

[17]  S. Dalgarno,et al.  Transition Metal Complexes of Calix[4]arene: Theoretical Investigations into Small Guest Binding within the Host Cavity. , 2016, The journal of physical chemistry. A.

[18]  L. Deka.  BATCH ADSORPTION STUDIES FOR IRON(III) REMOVAL FROM AQUEOUS SOLUTION BY SAND AND CHARCOAL MIXTURE , 2015 .

[19]  İ. Kara,et al.  Synthesis and structural characterization of bisazocalix[4]arene with melamine: Metal ion extraction studies , 2015 .

[20]  P. Sugita,et al.  Adsorption Studies of Fe(III) Ion on Glutaraldehyde Cross-Linked Chitosan and its Application in Purifying Vetiver Oil , 2015 .

[21]  S. P. Mishra.  Adsorption-Desorption of Heavy Metal Ions , 2014 .

[22]  Blessy B. Mathew,et al.  Toxicity, mechanism and health effects of some heavy metals , 2014, Interdisciplinary toxicology.

[23]  A. Zekri,et al.  EXPERIMENTAL MODELING OF THE ADSORPTION KINETICS OF CD (II) AND PB (II) IONS BY CALIX [4] ARENE SURFACE , 2012 .

[24]  A. Tiwari,et al.  Toxicity of lead: A review with recent updates , 2012, Interdisciplinary toxicology.

[25]  Mustofa,et al.  SYNTHESIS OF POLY- TETRA-p-ALLYLCALIX[4]ARENE TETRA ACETIC ACID ADSORBENT FOR Cr(III) AND Pb(II) METAL IONS , 2012 .

[26]  Yuh-Shan Ho,et al.  Citation review of Lagergren kinetic rate equation on adsorption reactions , 2004, Scientometrics.

[27]  Y. Ho,et al.  Pseudo-second order model for sorption processes , 1999 .

[28]  K. Nam,et al.  Selective Acyl and Alkylation of Monobenzoyl p-tert- Buty1calix(4)arene , 1997 .

[29]  Ralph G. Pearson,et al.  HARD AND SOFT ACIDS AND BASES , 1963 .