Synthesis of 1‐(p‐Sulphophenyl)‐3‐methyl‐5‐pyrazolone Based Acid Dyes and Their Applications on Leather. Issue 8 (30th June 2016)

• Record Type: Journal Article
• Authors: Hussain, Ghulam; Abbas, Nasir; Ather, Makshoof; Khan, Misbah Ul Ain; Saeed, Aamer; Saleem, Rashid; Shabir, Ghulam
• Is Part Of: Journal of the Chinese Chemical Society. Volume 63:Issue 8(2016:Aug.)
• Page Start: 645
• Page End: 652
• Publication Date: 2016-06-30
• Subjects: Azo dye -- Coupling reaction -- Diazotization -- β‐Naphthol; Chemistry -- Periodicals; Electronic journals; 540.5
• DOI: 10.1002/jccs.201600053
• Languages: English
• ISSNs: 0009-4536

Abstract

Abstract: A new series of pyrazolone based azo acid dyes (3a–g) has been synthesized starting from 1‐( p‐ sul‐phophenyl)‐3‐methyl‐5‐pyrazolone (1). The synthetic methodology included the nitrosation of p‐ sulphophenyl methyl pyrazolone followed by reduction, diazotization and coupling with Naphthol AS derivatives (2a–f), in alkaline medium to yield different acid dyes. Multichromic metal complexes of these dyes (5a–f, 6a–f and 7a–f) with 3d transition metals Chromium, Iron and Copper were also synthesized. The structures of all of newly synthesized compounds were confirmed by analytical data and spectroscopic techniques. The synthesized dyes were applied on leather to assess their light fastness, wash fastness and rubbing fastness and were shown to exhibit high values of 4–5 for majority of dyes. Abstract : Six acid dyes and their Cr (III), Fe (II) and Cu (II) complexes have been synthesized from 1‐( p ‐sulphophenyl)‐3‐methyl‐4‐amino pyrazolone with different Naphthol AS derivatives at low temperature 0‐5 °C. The investigated acid dyes have been applied on leather which exhibit high light fastness, wash fastness and rubbing fastness. Exhaustion and fixation values of these synthesized dyes are very high due to elevated physical as well as chemical interactions of polar groups with protein of leather.