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

Year 2017, Volume: 17 Issue: 2, 449 - 459, 31.08.2017

Yasemin Çimen , Tuğçe Günay

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 (But OOH) 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.

Keywords

Oxidation, Metalloporphyrin tetrasulfonate, Catalyst, 2,4,6, trichlorophenol

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

Abstract

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 bakır-tetrafenilporfirin 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.

Keywords

Oksidasyon; Metalo-tetrafenilporfirin tetrasülfonat; Katalizör; 2, 4, 6-triklorofenol

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