Bir Seri Dispers Disazo Boyarmaddelerin Sentezi ve Absorpsiyon Özelliklerinin İncelenmesi

Çalışmamızda heterosiklik bileşenler içeren disazo boyarmaddelerin sentezlenmesi ve daha batokromik renklerin elde edilmesi amaçlanmıştır. o-, m- ve p-NO2 anilinlerin diazonyum tuzlarının etilsiyanoasetat ile kenetlenmesi ile etil-2-siyano-2-(2-fenilhidrazono)asetat (1a-1c) elde edilmiştir. Elde edilen bu ürünlerin hidrazin hidrat ile halka kapanması sonucu pirazol halkası içeren 5-amino-4-(fenildiazenil)1H-pirazol-3-ol (2a-2c) mono azo boyaları elde edilmiştir. Elde edilen mono azo boyaların tekrar diazolanıp sentezlediğimiz 4-metil-1-fenil-2-pirazolon ve 3-metil-1H-5-pirazolon bileşikleri ile kenetlenmesi sonucu yeni disazo boyarmaddelerinin (3a-3c)(4a-4c) sentezi gerçekleştirilmiştir. Sentezlenen disazo sınıfı boyarmaddelerin yapıları spektroskopik yöntemlerle aydınlatılmıştır. Ayrıca bileşiklerin absorpsiyon spektrumları üzerine çözücü etkisi incelenmiştir.

Synthesis of a Series of Disperse Disazo Dyes and Investigation of Absorption Properties

In our study, we aimed to synthesize diazo dyes containing heterocyclic compounds and obtain more batocromic colors. Ethyl 2-cyano-2-(2-phenylhydrazono)acetate (1a-1c) was obtained.with coupling reaction of the diazonium salts of o-, m- and p-NO2 aniline with ethyl cyanoacetate. 5-amino-4(phenyldiazenyl)-1H-pyrazol-3-ol (2a-2c) mono azo dyes which are containing pyrazole ring were obtained with the ring closure of the obtained results with hydrazine hydrate. Synthesis of new disazo dyes (3a-3c)(4a-4c) were carried out with diazotized again to the obtained mono azo dye and coupling with 4-methyl-1-phenyl-2-pyrazoline and 3-methyl-1H-5-pyrazolone which we were synthesized. Structures of synthesized disazo dyes were characterized by spectroscopic methods. The effects of solvent on the visible absorption spectra of the dyes were also investigated.

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