SYNTHESIS, CHARACTERIZATION AND ADSORPTION TEST OF POLY-TETRA-p-PROPENYLTETRAHYDROXYCALIX[4]ARENE FOR CADMIUM ION

https://doi.org/10.22146/ijc.21408

Triana Kusumaningsih(1*), Jumina Jumina(2), Dwi Siswanta(3), Mustofa Mustofa(4), Keisuke Ohto(5), Hidetaka Kawakita(6)

(1) Student of Doctorate Program, Department of Chemistry, Faculty of Mathematic and Natural Sciences, Universitas Gadjah Mada
(2) Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada Sekip Utara, Yogyakarta 55281
(3) Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada Sekip Utara, Yogyakarta 55281
(4) Department of Pharmacology and Toxicology, Faculty of Medicine, Universitas Gadjah Mada, Bulaksumur Yogyakarta 55281
(5) Department of Applied Chemistry, Faculty of Science and Engineering, Saga University, 1-Honjo, Saga 840-8502
(6) Department of Applied Chemistry, Faculty of Science and Engineering, Saga University, 1-Honjo, Saga 840-8502
(*) Corresponding Author

Abstract


Synthesis, characterization and adsorption test of poly-tetra-p-propenyl-tetrahydroxycalix[4]arene for cadmium ion had been done. The synthesis was carried out in five steps, which were (1) synthesis of p-t-butylcalix[4]arene from p-t-butylphenol, (2) debutylation of p-t-butylcalix[4]arene, (3) tetraallylation of 25, 26, 27, 28 tetrahydroxycalix[4]arene with NaH and allylbromide in dry tetrahydrofuran, (4) Claissen rearrangement of 25, 26, 27, 28-tetrapropenyloxy- calix[4]arene, and (5) polymerization of tetra-p-propenyltetrahydroxycalix[4]arene to yield poly-tetra-p-propenyltetrahydroxycalix[4]arene. Analysis of products was performed using melting point analysis,
FT-IR, and 1H NMR spectrometers. The yield of polymerization was 80.35% and m.p > 380 °C. Characterization of poly-tetra-p-propenyltetrahydroxycalix[4]arene was done using SEM and SAA. Structure of poly-tetra-p-propenyltetrahydroxycalix[4]arene was sparsely porous with crosslinked netty architectures, and possessed surface area of 46.572 m2/g. The application of poly-tetra-p-propenyltetrahydroxycalix[4]arene in the adsorption of Cd(II) cation had also been conducted. Adsorption parameters investigated included medium pH and contact time as well as adsorption isotherm. The resin could be applied as a good adsorbent in the adsorption of Cd(II) metal cation. The adsorption followed Langmuir isotherm model, where the measured adsorption capacity, adsorption constant (K), and adsorption energy were 8.5933 x 10-2 mmol/g, 485 L/mmol, and 32.653 KJ/mol, respectively.

Keywords


poly-tetra-p-propenyltetrahydroxycalix[4]arene; adsorption; cadmium ion

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References

[1] Gutsche, C.D., 1998, Calixarenes Revisited: Monograph in Supramolecular Chemistry, Royal Society of Chemistry, Cambridge.

[2] Yang, F., Huang, Z., Zhang, X, and Guo, H., 2010, Iran. Polym. J., 19, 4, 309–318.

[3] Kang, Y., and Rudkevich D.M., 2004, Tetrahedron, 60, 11219–11224.

[4] Jain, V.K., Handa, A., Pandya, R., Shrivastav, P., and Agrawal, Y.K., 2002, React. Funct. Polym., 5, 101–110.

[5] Memon, S., Akceylan, E., Sap, B., Tabakci, M., Roundhill, D.M., and Yilmaz, M., 2003, J. Polym. Environ., 11, 67–74.

[6] Akkus, G.U., Memon, S., Gürkas, D.E., Aslan, S., and Yilmaz, M., 2008, React. Funct. Polym., 68, 125–133.

[7] Engrand, P., and Regnouf-de-Vains, J.B., 2002, Tetrahedron Lett., 43, 8863–8866.

[8] Mendrek, B., and Trzebicka, B., 2009, Eur. Polym. J., 45, 1979–1993.

[9] Kitano, H., Hirabayashi, T., Ide, M., and Kyogoku, M., 2003, Macromol. Chem. Phys., 204, 1419–1427.

[10] Mendes, A.R., Gregório, C.C., Barata, P.D., Costa, A.I., and Prata, J.V., 2005, React. Funct. Polym., 65, 9–21.

[11] Barata, P.D., Costa, A.I., Granja, P., and Prata, J.V., 2004, React. Funct. Polym., 61, 1, 147–151.

[12] Wang, L., Shi, X., Jia, P., and Yang, Y., 2004, J. Polym. Sci., Part A: Polym. Chem., 42, 24, 6259–6266.

[13] Dondoni, A., Marra, A., Rossi, M., and Scoponi, M., 2004, Polymer, 45, 6195–6170.

[14] Tabakci, B., Beduk, A.D., Tabakci, M., and Yilmaz, M., 2006, React. Funct. Polym., 66, 379–386.

[15] Yang, Y., and Swager, T.M., 2007, Macromolecules, 40, 7437-7440.

[16] Flora, S.J.S, 2009, Al Ameen J. Med. Sci., 2, 2 Special, 4–26.

[17] Merroun, M.L., Omar, N.B., González-Muňoz, M.T., and Arias, J.M., 1998, J. Appl. Microbiol., 84, 1, 63–67.

[18] Wan Ngah, W.S., and Hanafiah, M.A.K.M., 2008, Bioresour. Technol., 99, 10, 3935–3948.

[19] Yilmaz, M., Memon, S., Tabakci, M., and Bartsch, R.A., 2006, New Frontiers in Polymer Research, Nova Science Publisher, Hauppauge NY, 125–171.

[20] Tabakci, M., and Yilmaz, M., 2008, Bioresour. Technol., 99, 6642–6645.

[21] Kusumaningsih, T., Jumina, Siswanta, D., Mustofa, 2010, Indo. J. Chem., 10, 1, 122–126.



DOI: https://doi.org/10.22146/ijc.21408

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