Synthesis and characterization of some benzothioate derivatives and investigation of extractions with Cr3+, Co2+, Cu2+, Mn2+, Fe3+, Zn2+ ions

Abstract

The biological importance of thiol compounds has increased the interest in these compounds in recent years. Thioester, thioether and disulfide compounds obtained from thiol compounds selectively bind metals such as gold, silver, iron, mercury, cadmium, zinc. Therefore, the complexes obtained have many usage areas such as luminescence, solar cells and panels, catalyst systems, adsorbents, photovoltaic cells, etc. In this study, ortho/meta/para-chloro-aromatic benzothioate derivatives (L1-L3) containing disulfide bonds were synthesized by thioesterification reaction. Characterizations were carried out by FT-IR, 1H-NMR, 13C-NMR and LC-MS/MS techniques. The complexes of synthesized benzothioate derivatives and Cr3+, Co2+, Cu2+, Mn2+, Fe3+, Zn2+ ions were determined by liquid-liquid extraction (dichloromethane:water (1:1)). Extraction equilibrium constants Kext, KD, Ext%, ΔGoext values were determined. L1 and L2 ligand extracted the most Cr3+ ion (Ext%: 47.84% and 78.96%, respectively), and L3 ligand extracted the most Fe3+ ion (Ext%: 98.95%).

Keywords

• Benzothioate
• thioesterification
• characterization
• liquid-liquid extraction
• complexation

Bazı benzotiyoat türevlerinin sentezi, karakterizasyonu ve Cr3+, Co2+, Cu2+, Mn2+, Fe3+, Zn2+ iyonları ile ekstraksiyonlarının incelenmesi

Abstract

Tiyol bileşiklerinin biyolojik öneme sahip olması son yıllarda bu bileşiklere olan ilgiyi artırmıştır. Tiyol bileşiklerinden elde edilen tiyoester, tiyoeter ve disülfid bileşikleri altın, gümüş, demir, cıva, kadmiyum, çinko gibi metalleri seçimli olarak bağlamaktadır. Bu sebeple elde edilen komplekslerin lüminesans, güneş pilleri ve panelleri, katalizör sistemleri, adsorbanlar, fotovoltaik hücreler, vb. birçok kullanım alanı bulunmaktadır. Bu çalışmada disülfid bağı içeren orto/meta/para-kloro-aromatik benzotioat türevleri (L1-L3) tiyoesterleşme reaksiyonuyla sentezlenmiştir. Karakterizasyonları, FT-IR, 1H-NMR, 13C-NMR ve LC-MS/MS teknikleriyle gerçekleştirilmiştir. Sentezlenen benzotioat türevleri ile Cr3+, Co2+, Cu2+, Mn2+, Fe3+, Zn2+ iyonlarının kompleksleşmeleri sıvı-sıvı iyon çiftleri ekstraksiyonu (diklorometan:su (1:1)) ile belirlenmiştir. Ekstraksiyon denge sabitleri Kext, KD, %Ext, ΔGoext değerleri belirlenmiştir. L1 ve L2 ligandı en çok Cr3+ iyonunu (sırasıyla %Ext: %47.84 ve %78.96), L3 ligandı en fazla Fe3+ iyonunu (%Ext: %98.95) ekstrakte etmiştir.

Keywords

• Benzotioat
• tiyoesterleşme
• karakterizasyon
• sıvı-sıvı ekstraksiyonu
• kompleksleşme.

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