Synthesis and application of novel reactive dyes based on Dimedone moiety

Mohamed, Fatma A.; Abd El-Megied, Saadia A.; Mohareb, Raffat

doi:10.21608/ejchem.2020.24092.2437

Synthesis and application of novel reactive dyes based on Dimedone moiety

Document Type : Original Article

Authors

¹ El Tahrir Street, Dokki Dokki

² TRD, NRC

³ Chemistry Department, Faculty of Science, Cairo University, Cairo, Egypt

10.21608/ejchem.2020.24092.2437

Abstract

The purpose of this paper is to synthesis, characterize and find out properties of some new bifunctional dye Bis (monochlorotriazine) (MCT) and heterobifunctional (monochlorotriazine / sulphatoethylsulphone) (MCT/SES) reactive dyes using Dimedone moiety (5,5-Dimethylcyclohexane-1,3-dione) bearing good color strength, lightfastness, and other favourable properties. The first dye A is synthesized and coupled with diazonium salts having the reactive groups. But the second dye B is synthesiezed of Dimedone moiety (2-amino4,4-dimethy,3-cyano,6-oxo-beno[b] thiophene) then diazotized and coupled with 1-amino-8-naphthol-3,6-disulphonic acid (H-acid) to produce mono azo intermediate. Such product products reacted with 2,4,6-trichloro-1,3,5-triazine in 1:1 molar ratio afforded via nucleophilic displacement with 1,4-phenylenediamine in 2:1 molar ratio to give bis monochlorotriazine reactive dyes thus yielding the new target reactive. The synthesized dyes were applied onto cotton, silk and wool fabric under the typical exhaust dyeing conditions and their dyeing properties were investigated. The results assessed for dyeing indicate high quality dyeing properties However, the homobifunctional (bis MCT) dyes showed higher exhaustion and fixation values, color yield and fastness properties than heterobifunctional (MCT/SES).

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