Synthesis and Analysis of Some Azo Dyes Obtained from Benzothiazole by Density Functional Theory

Year 2023, Volume: 18 Issue: 2, 181 - 194, 22.06.2023

Nesrin Şener , Muhammet Çavuş

https://doi.org/10.29233/sdufeffd.1220360

Abstract

In this study, two different azo dyes were synthesized from the reaction of 2-amino benzothiazole derivative amine and heterocyclic coupling compounds. The structures of the synthesized compounds were characterized such as by 1H-NMR and FT-IR spectroscopic methods. Four different possible tautomer structures are contemplated for each of the compounds. Considering the spectroscopic results analysis, the molecular structure of each tautomer was evaluated. UV-Vis. absorption properties of the obtained azo dyestuff compounds were studied using six different solvents. On the other hand, the electronic data of the spectroscopic and absorption properties of the tautomeric structures of the final products were examined theoretically at the B3LYP/6-311++G(2d,2p) theory level with the DFT approach. The experimental and theoretical results obtained in the study were compared with each other and the results were discussed.

Keywords

Benzotiyazol, DFT., heterocyclic, azo dyes

Supporting Institution

Kastamonu Üniversitesi BAP Koordinatörlüğü

Project Number

KÜ-BAP01/2019-9

Thanks

The authors are grateful to the Scientific Research Projects Council of Kastamonu University

Benzotiyazolden Elde Edilen Bazı Azo Boyarmaddelerin Sentezi ve Yoğunluk Fonksiyonel Teorisi ile Analizi

Abstract

Yapılan bu çalışmada, 2-amino benzotiyazol türevi amin bileşikleri ve heterosiklik kenetleme bileşiğinin reaksiyonundan iki farklı azo boyarmadde sentezlenmiştir. Sentezlenen bileşiklerin molekül yapıları, 1H-NMR ve FT-IR gibi spektroskopik yöntemlerle karakter analizine tabi tutulmuştur. Bileşiklerin her biri için muhtemel olan dört farklı tautomer yapı öngörülmüştür. Spektroskopik sonuç analizleri dikkate alınarak, herbir tautomer molekül yapısı değerlendirilmiştir. Elde edilen azo boyarmadde bileşiklerinin UV-Vis. absorpsiyon özellikleri altı farklı çözücü kullanılarak çalışılmıştır. Öte yandan elde edilen nihai ürünlerin tautomerik yapılarının spektroskopik ve absorpsiyon özelliklerinin elektronik verileri DFT yaklaşımıyla B3LYP/6-311++g(2d,2p) teori seviyesinde teorik olarak incelenmiştir. Çalışma sonucunda elde edilen deneysel ve teorik sonuçlar birbirleri ile karşılaştırılmış ve sonuçlar tartışılmıştır

Keywords

Benzotiyazol, DFT, heterosiklik, azo boyarmadde

Project Number

KÜ-BAP01/2019-9

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