3-Amino-5-Hidroksi-1H-Pirazol Bazlı Bazı Yeni Disazo Boyarmaddelerinin Sentezi ve Spektroskopik Özellikleri

Year 2021, Volume: 16 Issue: 1, 189 - 199, 27.05.2021

Fati Yıldırım

https://doi.org/10.29233/sdufeffd.887728

Abstract

Bu çalışmada, yeni bir dizi 3-amino-5-hidroksi-1H-pirazol türevi boyarmadde sentezlendi ve karakterize edildi. Bu maksatla, m- ve o- sübstitüe anilin türevleri öncelikle diazolandı, elde edilen bileşikler 3-amino krotononitril ile kenetlendi. Elde edilen ürün (1a-h) hidrazin monohidrat ile etkileştirilerek 5-amino-4-arilazo-3-metil-1H-pirazoller (2a-h) sentezlendi. Sonrasında 5-amino-4-arilazo-3-metil-1H-pirazoller diazolandı ve 3-amino-5-hidroksi-1H-pirazol ile kenetlenerek 8 adet yeni disazo boyarmaddesi (3a-h) sentezlenmiş oldu. Elde edilen sekiz boyarmaddenin yapısı Fourier dönüşümlü infrared spektroskopisi (FT-IR), Nükleer manyetik rezonans spektroskopisi (1H-NMR), Ultraviyole görünür bölge absorpsiyon spektroskopisi (UV-Vis) ve element analizi gibi çeşitli spektrofotometrik yöntemlerle belirlendi. Altı farklı çözücüde boyarmaddelerin maksimum absorpsiyon dalga boyları belirlendi ve absorpsiyon spektrumları üzerine asit-baz etkisi incelendi. Bu çalışma sonunda tekstil ve azo boyarmadde literatürüne 8 adet yeni aminopirazol türevi disazo boyarmaddeleri kazandırıldı.

Keywords

Heterosiklik bileşikler, Disazo boyalar, Aminopirazol

Supporting Institution

Pamukkale Üniversitesi Bilimsel Araştırma Projesi Koordinasyon Birimi

Project Number

2016 HZDP 036

Thanks

Bu çalışma Pamukkale Üniversitesi Bilimsel Araştırma Projesi Koordinasyon Birimi tarafından kabul edilen 2016 HZDP 036 numaralı proje kapsamında gerçekleştirilmiştir. Pamukkale Üniversitesi ve Bilimsel Araştırma Projesi Koordinasyon Birimine teşekkür ederim.

Synthesis and Spectroscopic Properties of Some New Disazo Dyes Based on 3-Amino-5-Hydroxy-1H-Pyrazole

Abstract

In this study, a new series of 3-amino-5-hydroxy-1H-pyrazole derivative dyes were synthesized and characterized. For this purpose, firstly the m- and o- substituted aniline derivatives were diazotised, the resulting compounds were coupled with 3-amino crotononitrile. 5-amino-4-arylazo-3-methyl-1H-pyrazoles (2a-h) were synthesized by reacting the obtained product (1a-h) with hydrazine monohydrate. Subsequently, the 5-amino-4-arylazo-3-methyl-1H-pyrazoles were diazotised and coupled with 3-amino-5-hydroxy-1H-pyrazole to synthesize 8 new disazo dyes (3a-h). The structure of the eight dyes obtained were determined by various spectrophotometric methods such as Fourier transform infrared spectroscopy (FT-IR), Nuclear magnetic resonance spectroscopy (1H-NMR), Ultraviolet visible region absorption spectroscopy (UV-Vis) and elemental analysis. The maximum absorption wavelengths of the dyes in six different solvents were determined and the acid-base effects on the absorption spectra were investigated. At the end of this study, 8 new aminopyrazole derivative disazo dyes were introduced to the textile and azo dyestuff literature.

Keywords

Heterocyclic compounds, Disazo dyes, Aminopyrazole

Project Number

2016 HZDP 036

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