Synthesis, Characterization and Investigation of Absorption Properties of Hydroxy Benzoic Acid Substituted Disazo Dyes

Öz

In this study, new hydroxybenzoic acid substituted disazo dyes with heterocycle, which has become a remarkable research topic due to its versatile applications, were synthesized. In the first stage of the study, diazonium salts of some aromatic amine groups were obtained and azo coupling reaction was carried out with 3-aminocrotononitrile. As a result of the cyclization reaction of the obtained 1a-e compounds with hydrazinemonahydrate, 2a-e mono azo dyes were synthesized.In the second stage of the study, 2,4-dihydroxy benzoic acid and 3,5-dihydroxy benzoic acid compounds were used as coupling components and the structural properties of the new disazo dyes (3a-e, 4a-e) were characterized by spectroscopic analysis methods of FT-IR and 1H-NMR and melting points were determined. In order to investigate the solvent effect on the absorption spectra of the synthesized compounds, the absorption spectra on the visible region in acetic acid, dimethyl formamide, dimethyl sulfoxide, chloroform and methanol and the variation of the maximum absorption wavelengths in these solvents were investigated.

Anahtar Kelimeler

• Disazo dye
• 3-aminocrotononitrile
• Azo-Coupling reaction
• Dihydroxybenzoic acid

Proje Numarası

FYL-2019-7397

Hidroksi Benzoik Asit Sübstitüeli Disazo Boyarmaddelerin Sentezi, Karakterizasyonu ve Absorpsiyon Özelliklerinin İncelenmesi

Öz

Bu çalışmada, çok yönlü uygulamaları nedeniyle dikkat çeken bir araştırma konusu haline gelen heterohalkaya sahip yeni hidroksi benzoik asit sübstitüeli disazo boyarmaddeler sentezlenmiştir. Çalışmanın ilk aşamasında bazı aromatik amin gruplarının diazonyum tuzları elde edilmiş ve 3-aminokrotononitril ile azo kenetlenme reaksiyonu yapılmıştır. Elde edilen 1a-e bileşiklerinin hidrazinmonahidrat ile halkalaşma reaksiyonu sonucu 2a-e mono azo boyarmaddeler sentezlenmiştir. Çalışmanın ikinci aşamasında ise kenetleme bileşeni olarak 2,4-dihidroksi benzoik asit ve 3,5-dihidroksi benzoik asit bileşikleri kullanılmış olup, elde edilen yeni disazo boyarmaddelerin (3a-e, 4a-e) yapısal özellikleri FT-IR ve 1H-NMR spektroskopik analiz yöntemleri ile karakterize edilmiş ve erime noktaları belirlenmiştir. Sentezlenen bileşiklerin absorpsiyon spektrumları üzerindeki çözücü etkisini araştırmak için asetik asit, dimetil formamid, dimetil sülfoksit, kloroform ve metanolde görünür bölge üzerindeki absorpsiyon spektrumları ve bu çözücülerdeki maksimum absorpsiyon dalga boylarının değişimi araştırılmıştır.

Anahtar Kelimeler

• Disazo boya
• 3-aminokrotononitril
• Azo-Kenetlenme reaksiyonu
• Dihidroksibenzoik asit

Destekleyen Kurum

Süleyman Demirel Üniversitesi Bilimsel Araştırma Projeleri Koordinasyon Birimi

Proje Numarası

FYL-2019-7397

Teşekkür

Bu çalışmanın gerçekleştirilmesi için gerekli finansal destekleri için SDÜ-BAP (FYL-2019-7397) birimine teşekkür ederiz.

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