Journals / Afyon Kocatepe Üniversitesi Fen ve Mühendislik Bilimleri Dergisi / 2017 / Cilt: 17 - Sayı: 2

Oxidation of 2,4,6-Trichlorophenol Catalyzed by Tetraphenylporphyrin Tetrasulfonate with Different Metal Ions in the Presecence ofDifferent Oxidants

2,4,6-Triklorofenolün Çeşitli Oksidantlarla Farklı Metal İyonlarını İçeren Tetrafenilporfirin Tetrasülfonat Katalizörlüğünde Oksidasyonu

Pages
449–459
Publication Date
2022-10-12
DOI
—
🏛️Bibliographic metadata and full text access for this article are provided via DergiPark.
DergiPark Record ↗
✨

AI Summary & Key Takeaways

AI Insight
⚡ TL;DR(Too Long; Didn't Read)

When the [FeTSPP]-IRA was used as a catalyst, it was determined that conversion of TCP decreased and optimum time increased for oxidation and also its recycling numbers did not increased.

📌 3 Key Takeaways

🎯
Objective & Hypothesis:In this study, the oxidation of 2,4,6-trichlorophenol (TCP) catalyzed by iron-tetraphenylporphyrin tetrasulfonate ([FeTSPP]) in the presence of tert-butyl hydroperoxide (ButOOH) or hydrogen peroxide (H2O2) was investigated.
📊
Key Findings & Data:The reactions were carried out in %10-15 of water in methanol solutions by volume at room temperature and the effects of the concentration of substrate, catalyst and oxidant on the outcome of the reactions were investigated.
💡
Conclusion & Impact:When the [FeTSPP]-IRA was used as a catalyst, it was determined that conversion of TCP decreased and optimum time increased for oxidation and also its recycling numbers did not increased.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Domain Parameters

Abstract

In this study, the oxidation of 2,4,6-trichlorophenol (TCP) catalyzed by iron-tetraphenylporphyrin tetrasulfonate ([FeTSPP]) in the presence of tert-butyl hydroperoxide (ButOOH) or hydrogen peroxide (H2O2) was investigated. The reactions were carried out in %10-15 of water in methanol solutions by volume at room temperature and the effects of the concentration of substrate, catalyst and oxidant on the outcome of the reactions were investigated. The product compositions of the reaction mixtures were identified using GC-MS and amounts of the products were calculated using GC chromatograms. When the catalyst:substrate:oxidant mole ratios were kept in 1:500:300 in the catalysis by [FeTSPP], the highest turnover number (TON) and turnover frequency (TOF) values of 512 were obtained with H2O2. In addition, the catalytic activities of cobalt-, nickel-, paladium- and copper-tetraphenylporphyrin tetrasulfonates were investigigated for oxidation of TCP and it was determined that these structures did not show any activity. In order to improve recyclability of the catalyst, [FeTSPP] was bound to Amberlite IRA-900 resin. When the [FeTSPP]-IRA was used as a catalyst, it was determined that conversion of TCP decreased and optimum time increased for oxidation and also its recycling numbers did not increased.

Özet

Bu çalışmada demir-tetrafenilporfirin tetrasülfonat ([FeTSPP]) katalizörlüğündetert-bütil hidroperoksit (ButOOH) veya hidrojen peroksit (H2O2) varlığında 2,4,6-triklorofenolün (TCP) oksidasyonu araştırılmıştır. Reaksiyonlar hacimce %10-15 su içeren metanol çözeltilerinde oda sıcaklığında yürütülmüş ve oksidasyonlar üzerine substrat, katalizör ve oksidant derişimlerinin etkileri incelenmiştir. Reaksiyon karışımlarının ürün bileşimleri GC-MS, nicel analizleri ise GC kullanılarak yapılmıştır. [FeTSPP] katalizörlüğünde TCP nin H2O2ile oksidasyonunda en yüksek katalitik döngü sayısı (Turnover number, TON) ve katalitik döngü frekansı (Turnover frequency, TOF) 512,0 olarak katalizör:substrat:oksidant mol oranı 1:500:300 olan reaksiyon içinelde edilmiştir. Ayrıca kobalt-, nikel-, paladyum- ve bakırtetrafenilporfirin tetrasülfonatın TCP oksidasyonu için katalitik aktiviteleri incelenmiş ve bu yapıların katalitik aktivite göstermediği belirlenmiştir. Tekrar kullanılabilirliğini iyileştirmek amacıyla [FeTSPP],Amberlite IRA-900 reçinesine bağlanmış, ancak [FeTSPP]-IRA heterojen katalizörü ile yürütülen deneylerde TCP dönüşümünün azaldığı, optimum oksidasyon süresinin arttığı ve çevrim sayısının arttırılamadığı belirlenmiştir.

🔖

Cite This Article

ÇİMEN, Y., GÜNAY, T. (2022). Oxidation of 2,4,6-Trichlorophenol Catalyzed by Tetraphenylporphyrin Tetrasulfonate with Different Metal Ions in the Presecence ofDifferent Oxidants. Afyon Kocatepe Üniversitesi Fen ve Mühendislik Bilimleri Dergisi, Cilt: 17 - Sayı: 2, 449–459. https://ajindex.com/articles/430168

📄 Full Text PDF Viewer

📄

PDF görüntüleyici hazırlanıyor...

References (10)

  1. Adler, A.D., Longo, F.R., Finarelli, J.D., Goldmacher, J., Assour, J. and Korsakoff, L., 1967. A simplified synthesis for meso-tetraphenylporphine. Journal of Organic Chemistry, 32(2), 476-476.
  2. Agboola, B., Ozoemena, K.I. Nyokong, T., 2005. Hydrogen peroxide oxidation of 2-chlorophenol and 2,4,5-trichlorophenol catalyzed by monomeric and aggregated cobalt tetrasulfophthalocyanine. Journal of Molecular Catalysis A: Chemical, 227, 209-216
  3. Alexander, M., 1981. Biodegradation of chemicals of environmental concern. Science, 211(4478), 132-138.
  4. Chaliha, S. and Bhattacharyya, K.S., 2008. Catalytic wet oxidation of 2-chlorophenol, 2,4-dichlorophenol and 2,4,6-trichlorophenol in water with Mn(II)-MCM41. Chemical Engineering Journal, 139, 575-588.
  5. Chaliha, S. and Bhattacharyya, K.G., 2008. Wet oxidative method for removal of 2,4,6-trichlorophenol in water using Fe(III), Co(II), Ni(II) supported MCM41 catalysts. Journal of Hazardous Materials,150, 728- 736. Christoforidis, K.C., Louloudi, M., Milaeva, E.R., Sanakis, Y. and Deligiannakis, Y., 2007. EPR study of a novel [Fe-porphyrin] catalyst. Molecular Physics, 105(15- 16), 2185-2194.
  6. Christoforidis, K.C., Louloudi, M., Milaeva, E.R. and Deligiannakis, Y., 2010a.Mechanism of catalytic decomposition of pentachlorophenol by a highly recyclable heterogeneous SiO2-[Fe-porphyrin] catalyst. Journal of Catalysis, 270(1), 153-162.
  7. Christoforidis, K.C., Louloudi, M. and Deligiannakis, Y., (2010b).Complete dechlorination of pentachlorophenol by a heterogeneous SiO2-Fe- porphyrin catalyst. Applied Catalysis B: Environmental, 95(3), 297-302.
  8. Christoforidis, K.C., Serestatidou, E., Louloudi, M., Konstantinou, I.K., Milaeva, E.R. and Deligiannakis, Y., 2011. Mechanism of catalytic degradation of 2,4,6- trichlorophenol by a Fe-porphyrin catalyst.Applied Catalysis B: Environmental, 101(3-4), 417-424. Díaz-Díaz, G., Celis-García, M., Blanco-López, M.C., LoboCastañón, M.J., Miranda-Ordieres, A.J. and TuñónBlanco, P., 2010. Heterogeneous catalytic 2,4,6- trichlorophenol degradation at hemin-acrylic copolymer.Applied Catalysis B: Environmental, 96(1- 2), 51-56.
  9. Dolphin, D.; Traylor, T.G.; Xie, L.Y., 1997. Polyhaloporphyrins: Unusual Ligands for Metals and Metal-Catalyzed Oxidations. Acc. Chem. Res.30, 251- 259. Fleischer, E.B., Palmer, J.M., Srivastava, T.S. and Chatterjee, A., 1971. Thermodyamic and kinetic properties of an iron-porphyrin system. Journal of the American Chemical Society, 93 (13), 3162-3167.
  10. Franzen, S., Sasan, K., Stur