Synthesis and Theoretical Calculations of Benzoic Acid-Based New Mono Azo Dye

Year 2022, Volume: 17 Issue: 2, 559 - 567, 25.11.2022

Çiğdem Karabacak Atay , Mehmet Ulutürk

https://doi.org/10.29233/sdufeffd.1181119

Abstract

This study describes the synthesis, characterization and theoretical calculation of 3,5-dihydroxy-2-(naphthalen-2-yldiazenyl) benzoic acid. The synthesized compound was obtained through efficient synthetic route using 2-Naphthylamine and 3,5-dihydroxybenzoic acid as starting materials and characterized by various spectroscopic techniques such as Fouirer Transform Infrared Spectroscopy (FTIR), Proton Nuclear Magnetic Resonance Spectroscopy (1H-NMR), Carbon Nuclear Magnetic Resonance Spectroscopy (13C-NMR), Ultraviolet–visible spectroscopy (UV-Vis). All theoretical calculation was performed with Density Functional Theory (DFT). Optimized molecular structure, vibrational spectra, NMR chemical shift values, frontier molecular orbitals, bond lengths (Å), bond angles (°) and Molecular Electrostatic Potential (MEP) diagram of molecule were calculated using the 6-311G(d,p) basis set. It has been observed that the results obtained from the experimental and theoretical calculations support each other and were in harmony.

Keywords

Benzoic acid, Mono azo dye, Theoretical Calculation

Benzoik Asit Bazlı Yeni Azo Boyar Madde Sentezi ve Teorik Hesaplamaları

Abstract

Bu çalışmada 3,5-dihidroksi-2-(naftalen-2-ildiazenil) benzoik asidin sentezi, karakterizasyonu ve teorik hesaplaması anlatılmaktadır. Sentezlenen bileşik, başlangıç malzemeleri olarak 2-Naftilamin ve 3,5-dihidroksibenzoik asit kullanılarak verimli sentetik yoldan elde edildi ve Fourier Dönüşümlü Kızılötesi Spektroskopisi (FTIR), Proton Nükleer Manyetik Rezonans Spektroskopisi (1H-NMR), Karbon Nükleer Manyetik Rezonans Spektroskopisi (13C-NMR), Ultraviyole-Görünür Spektroskopi (UV-Vis) gibi çeşitli spektroskopik tekniklerle karakterize edildi. Tüm teorik hesaplamalar Yoğunluk Fonksiyonel Teorisi (DFT) ile yapıldı. Optimize edilmiş moleküler yapı, titreşim spektrumları, NMR kimyasal kayma değerleri, sınır moleküler orbitalleri, bağ uzunlukları, bağ açıları ve molekülün Moleküler Elektrostatik Potansiyel (MEP) diyagramı 6-311G(d,p) temel seti kullanılarak hesaplandı. Deneysel ve teorik hesaplamalardan elde edilen sonuçların birbirini desteklediği ve uyum içinde olduğu görüldü.

Keywords

Benzoik asit, Mono azo boya, Teorik hesaplama

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