Year 2015, Volume 16 , Issue 2, Pages 155 - 166 2015-11-14

REMOVAL OF p-NITROPHENOL FROM AQUEOUS SOLUTIONS USING AMINOPROPYL SILICA GEL-IMMOBILIZED CALIX[4]ARENE POLYMER (C[4]APS)
AMİNOPROPİL SİLİKAJEL İMMOBİLİZE KALİKS[4]AREN POLİMERİ (K[4]APS) KULLANILARAK p-NİTROFENOLÜN SULU ÇÖZELTİLERDEN GİDERİMİ

Vahti ALADAĞLI [1] , Farabi TEMEL [2] , Mustafa Tabakcı [3]


This study describes the preparation of a new polymeric calix[4]arene derivative and its application as a sorbent material in adsorption of p-nitro phenol (PNP). Thus after the preparing of the precursor calixarene derivatives (1-5), compound 5 was immobilized onto aminopropyl silica gel supporting material to obtain polymeric calix[4]arene (6). All compounds were characterized by using some methods such as FTIR, 1H NMR, elemental analysis, TGA and SEM. Aminopropyl silica gel-immobilized calix[4]arene (C[4]APS) 6 was used as a sorbent in the adsorption studies of PNP and it was examined some parameters such as pH, contact time, initial concentration, process temperature and sorbent dosage. The results showed that pH 6, contact time 1 hour, the concentration of 5.0x10-5 M PNP, 0.025 g of sorbent dosage and 25oC of temperature was found as optimum parameters of PNP adsorption by 6. Also Langmuir and Freundlich isotherms were evaluated to clarify the PNP adsorption mechanism.
Bu çalışma yeni polimerik kaliksaren türevinin hazırlanması ve p-nitrofenolün (PNF) adsorpsiyonunda sorbent malzemesi olarak uygulanmasını içermektedir. Kaliksaren türevleri 1-5'in hazırlanmasından sonra, 5 no'lu moleküle aminopropil silika jel destek maddesi tutturularak polimerik kaliksaren 6 türevi elde edildi. Bütün bileşikler, FTIR, 1H NMR, elemental analizi, TGA ve SEM gibi metotlar kullanılarak karakterize edildi. Aminopropil silika jel immobilize kaliks[4]aren (K[4]APS) 6, PNF adsorpsiyonu çalışmalarında sorbent olarak kullanılmış ve pH, etkileşim süresi, konsantrasyon, proses sıcaklığı ve sorbent dozajı gibi parametreler çalışıldı. Sonuçlara göre, 6 no'lu molekülün PNF adsorpsiyonu için optimum koşullar pH 6, etkileşim süresi 1 saat, PNF konsantrasyonu 5.0x10-5 M, sorbent dozajı 0.025g ve proses sıcaklığı 25oC olarak bulundu. PNF adsorpsiyon mekanizması, Langmuir ve Freundlich izotermleri ile değerlendirildi
  • Al-Asheh, S., Banat, F. and Abu-Aitah, L. (2003). Adsorption of Phenol using Different Types of Activated Bentonites. Separation Purification Technology 33, 1-10.
  • Asfari, Z., Böhmer, V., Harrowfield, J. and Vicens, J. (2001) Calixarenes 2001, Kluwer Academic Publishers, Dordrecht, Holland.
  • Banat, F. A., Al-Bashir, B., Al-Asheh, S. and Hayajneh, O. (2000). Adsorption of Phenol by Bentonite. Environmental Pollution 107, 391-398.
  • Caturla, F., Martin-Martinez, J. M., Molina-Sabio, M.; Rodriguez-Reinoso, F. and Torregrosa, R. (1987). Adsorption of Substituted Phenols on Activated Carbon. Journal of Colloid and Interface Science 124 (2), 528-534.
  • Erdemir, S., Tabakci, M. and Yilmaz, M. (2006). Synthesis and Chiral Recognition Abilities of New calix[6]Arenes Bearing Amino Alcohol Moieties. Tetrahedron: Asymmetry 17, 1258-1263.
  • Garcia-Araya, J. F., Beltran, F. J., Alvarez, P. and Masa, F. J. (2003). Activated Carbon Adsorption of some Phenolic Compounds Present in Agroindustrial Wastewater. Adsorption 9, 107–115.
  • Gutsche, C. D. and Iqbal, M. (1990) p-tert-Butylcalix[4]arene. Organic Syntheses 68, 234–237.
  • Gutsche, C. D. (1998) MSC: Calixarenes Revisited (Monographs in Supramolecular Chemistry), RSC, Cambridge.
  • Hamdaoui, O. (2006). Dynamic sorption of Methylene Blue by Cedar Sawdust and Crushed Brick in Fixed bed Columns. Journal of Hazardous Materials 138, 293–303.
  • Kerdpaiboon, N., Tomapatanaget, B., Chailapakul, O. and Tuntulani, T. (2005). Calix[4]quinones Derived from Double calix[4]arenes: Synthesis, Complexation, and Electrochemical Properties Toward Alkali Metal Ions. Journal of Organic Chemistry 70, 4797-4804.
  • Knoblauch, S., Falana, O. M., Nam, Jaewook., Roundhill, D. M., Hennig H. and Zeckert, K. (2000). Calix[4]arenes with Narrow rim 2-Mercaptoethoxy Substituents as Potential Precursor Molecules for Metallacages and Sensors. Inorganica Chimica Acta 300-302, 328-332.
  • Memon, S., Akceylan, E., Sap, B., Tabakci, B., Roundhill, D. M. and Yilmaz, M. (2003). Polymer Supported calix[4]arene Derivatives for the Extraction of Metals and Dichromate Anions. Journal of Polymers and the Environment 11(2), 67-74.
  • Memon, S., Tabakci, M., Roundhill, D.M. and Yilmaz, M. (2006). Synthesis and Evaluation of the CR(VI) Extraction Ability of Amino/Nitrile calix[4]arenes Immobilized Onto a Polymeric Backbone. Reactive Functional Polymers 66, 1342–1349.
  • Nayak, P. S., Singh and B. K. (2006). Removal of Phenol from Aqueous Solutions by Sorption on Low Cost clay. Desalination 207, 71-79.
  • Rao, M., Parwate, A. V. and Bhole, A. G. (2002). Removal of Cr and Ni from Aqueous Solution using Bagasse and Fly Ash. Waste Management 22, 821–830.
  • Tabakci, M. (2008). Immobilization of calix[6]arene Bearing Carboxylic Acid and Amide Groups on Aminopropyl Silica Gel and its Sorption Properties for Cr(VI). Journal of Inclusion Phenomena and Macrocyclic Chemistry 61, 53-60.
  • Tabakci, M., Ersoz, M. and Yilmaz, M. (2006). A calix[4]arene-Containing Polysiloxane Resin for Removal of Heavy Metals and Dichromate Anion. Journal Macromolecular. Science Pure and Applied Chemistry 43, 57–69.
  • Tabakci, M. and Yilmaz, M. (2008). Sorption Characteristics of Cu(II) Ions Onto Silica Gel- Immobilized calix[4]arene Polymer in Aqueous Solutions: Batch and Column Studies. Journal of Hazardous Materials 151, 331-338.
  • Unob, F., Asfari, Z. and Vicens, J. (1998). An anthracene-Based Fluorescent Sensor for Transition Metal Ions Derived from calix[4]arene. Tetrahedron Letters 39, 2951-2954.
  • Weber, W.J. (1972). Physicochemical Processes for Water Quality Control. John Wiley and Sons Inc., New York.
  • Yilmaz, A., Tabakci, B. and Tabakci, B. (2009). New diamino Derivatives of p-tert-Butylcalix[4]arene for Oxyanion Recognition: Synthesis and Complexation Studies. Supramolecular Chemistry 21(6), 435-441.
  • Yilmaz, M., Memon, S., Tabakci, M. and Bartsch, R. A. (2006). Design of Polymer Appended Calixarenes as Ion Carriers. In: Bregg R.K. (ed.) New Frontiers in Polymer Research, Nova Science Publishers, Hauppauge NY, 125–171.
Primary Language en
Journal Section Articles
Authors

Author: Vahti ALADAĞLI

Author: Farabi TEMEL

Author: Mustafa Tabakcı

Dates

Publication Date : November 14, 2015

Bibtex @ { aubtda42284, journal = {Anadolu University Journal of Science and Technology A - Applied Sciences and Engineering}, issn = {1302-3160}, eissn = {2146-0205}, address = {}, publisher = {Eskisehir Technical University}, year = {2015}, volume = {16}, pages = {155 - 166}, doi = {10.18038/btd-a.12332}, title = {REMOVAL OF p-NITROPHENOL FROM AQUEOUS SOLUTIONS USING AMINOPROPYL SILICA GEL-IMMOBILIZED CALIX[4]ARENE POLYMER (C[4]APS)}, key = {cite}, author = {Aladağlı, Vahti and Temel, Farabi and Tabakcı, Mustafa} }
APA Aladağlı, V , Temel, F , Tabakcı, M . (2015). REMOVAL OF p-NITROPHENOL FROM AQUEOUS SOLUTIONS USING AMINOPROPYL SILICA GEL-IMMOBILIZED CALIX[4]ARENE POLYMER (C[4]APS) . Anadolu University Journal of Science and Technology A - Applied Sciences and Engineering , 16 (2) , 155-166 . DOI: 10.18038/btd-a.12332
MLA Aladağlı, V , Temel, F , Tabakcı, M . "REMOVAL OF p-NITROPHENOL FROM AQUEOUS SOLUTIONS USING AMINOPROPYL SILICA GEL-IMMOBILIZED CALIX[4]ARENE POLYMER (C[4]APS)" . Anadolu University Journal of Science and Technology A - Applied Sciences and Engineering 16 (2015 ): 155-166 <https://dergipark.org.tr/en/pub/aubtda/issue/3043/42284>
Chicago Aladağlı, V , Temel, F , Tabakcı, M . "REMOVAL OF p-NITROPHENOL FROM AQUEOUS SOLUTIONS USING AMINOPROPYL SILICA GEL-IMMOBILIZED CALIX[4]ARENE POLYMER (C[4]APS)". Anadolu University Journal of Science and Technology A - Applied Sciences and Engineering 16 (2015 ): 155-166
RIS TY - JOUR T1 - REMOVAL OF p-NITROPHENOL FROM AQUEOUS SOLUTIONS USING AMINOPROPYL SILICA GEL-IMMOBILIZED CALIX[4]ARENE POLYMER (C[4]APS) AU - Vahti Aladağlı , Farabi Temel , Mustafa Tabakcı Y1 - 2015 PY - 2015 N1 - doi: 10.18038/btd-a.12332 DO - 10.18038/btd-a.12332 T2 - Anadolu University Journal of Science and Technology A - Applied Sciences and Engineering JF - Journal JO - JOR SP - 155 EP - 166 VL - 16 IS - 2 SN - 1302-3160-2146-0205 M3 - doi: 10.18038/btd-a.12332 UR - https://doi.org/10.18038/btd-a.12332 Y2 - 2020 ER -
EndNote %0 Anadolu Üniversitesi Bilim Ve Teknoloji Dergisi A - Uygulamalı Bilimler ve Mühendislik REMOVAL OF p-NITROPHENOL FROM AQUEOUS SOLUTIONS USING AMINOPROPYL SILICA GEL-IMMOBILIZED CALIX[4]ARENE POLYMER (C[4]APS) %A Vahti Aladağlı , Farabi Temel , Mustafa Tabakcı %T REMOVAL OF p-NITROPHENOL FROM AQUEOUS SOLUTIONS USING AMINOPROPYL SILICA GEL-IMMOBILIZED CALIX[4]ARENE POLYMER (C[4]APS) %D 2015 %J Anadolu University Journal of Science and Technology A - Applied Sciences and Engineering %P 1302-3160-2146-0205 %V 16 %N 2 %R doi: 10.18038/btd-a.12332 %U 10.18038/btd-a.12332
ISNAD Aladağlı, Vahti , Temel, Farabi , Tabakcı, Mustafa . "REMOVAL OF p-NITROPHENOL FROM AQUEOUS SOLUTIONS USING AMINOPROPYL SILICA GEL-IMMOBILIZED CALIX[4]ARENE POLYMER (C[4]APS)". Anadolu University Journal of Science and Technology A - Applied Sciences and Engineering 16 / 2 (November 2015): 155-166 . https://doi.org/10.18038/btd-a.12332
AMA Aladağlı V , Temel F , Tabakcı M . REMOVAL OF p-NITROPHENOL FROM AQUEOUS SOLUTIONS USING AMINOPROPYL SILICA GEL-IMMOBILIZED CALIX[4]ARENE POLYMER (C[4]APS). AUBTD-A. 2015; 16(2): 155-166.
Vancouver Aladağlı V , Temel F , Tabakcı M . REMOVAL OF p-NITROPHENOL FROM AQUEOUS SOLUTIONS USING AMINOPROPYL SILICA GEL-IMMOBILIZED CALIX[4]ARENE POLYMER (C[4]APS). Anadolu University Journal of Science and Technology A - Applied Sciences and Engineering. 2015; 16(2): 155-166.