SYNTHESIS OF C-4-FURYLCALIX[4|RESORCINARENE SUPRAMOLECULE BASEI} ON BAGGASE AS TOXIC METALS ADSORBENT FOR Pb(rr) AFID Cd(ii)

Abstract

The aim of tiris resealch is io syathesize supra molecular compound in the form of C-4-furylcalix[4]resorcinarene by using bagasse that abundantly available as a starting material. The target compound is classified into a group of macro cyclic nrolecules, such as crown etlier aiid cyciodextrin. These class of conipounds have several active functional groups which are arranged in a unique molecular geomeq/, which is shaped like a vase or crown making it possible to be used as a host moiecuie fbr the cation, anion and neutral molecule. It is weii known that some heavy metal cation such as Pb2* and Cd2* has its high toxicity that adversely affect human health. Based on this phenomena, the study has been conducted to synthesize an adsorbent for toxic metals Pb(ID and Cd(II) in the form of C4- furylcalix[4]resorcinarene by using 2-furfiraldehyde based on bagasse. Synthesis of C-4-fiir.vlcalix[4]resorcinarene has been done through several stages as follows: (1) isolation of penthosan from bagasse by continuous extraction using tolueneethanol solvent, (2) synthesis of 2-firfuraldehyde from penthosan by involving process of h1'drolysis and dehydration in the presence of acid catalyst, (3) purification of 2-furfuraldehyde via solvent extraction techniques and vacuum distillation, ffid (4) acid catalyzed of condensation and cyclisation of 2- frrfuraldehyde with resorcinol to produce C-4-furylcaiix[4jresorcinarcne. The product of 2-furfuraldehyde was obtained in the yield of 11.47% which gave a positive reaction to aniline acetate reagent, whereas C-4- firrylcalix[4]resorcinarene was gained as dark brown solids n 73.25% wrth melting point of 375-377 "C. Based on an analysis using IH-NMR spectrometer, the compound of C-4-furylcalix[4]resorcinarene tend to exits in the crown conformation. The result indicated that C-4-furylca1ix[4]resorcinarene is a good host for metal ions, where Cd(II) sorption capaerg was higher than that of Pb(II). Effect of pH on batch experiments for the mentioned ions indicated that the optimum pH for metal binding were 5 for both of lead(Il) and cadmium(Il). In order to investigate the mechanism of adsorption, the l't-order, pseudo l't-order, and pseudo 2nd-order kinetic models were used. The adsorption model of metal ions on the resorcinarene followed pseudo second order of Ho & McKay expression. The equiiibriurn adsorplion isoihcnn have becn analyzed by Langmuir aird Freunriiich equations. Langmuir model had the higher correlation coefficient than that of Freundlich model. Keyword: baggase, 2-firfrua1<iehyde, C-4-firrylcalix[4jresorcinarene, crown conformatio

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