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Synthesis of 1‐( p ‐Sulphophenyl)‐3‐methyl‐5‐pyrazolone Based Acid Dyes and Their Applications on Leather
Author(s) -
Hussain Ghulam,
Abbas Nasir,
Ather Makshoof,
Khan Misbah Ul Ain,
Saeed Aamer,
Saleem Rashid,
Shabir Ghulam
Publication year - 2016
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.201600053
Subject(s) - pyrazolone , chemistry , chromium , yield (engineering) , nuclear chemistry , organic chemistry , metallurgy , materials science
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.