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Title: Synthesis and Applications of Symmetric Bridged Bis-Pyrazolone Acid Dyes
Authors: Ayaz, Muhammad
Keywords: Physical Sciences
Issue Date: 2020
Publisher: Hazara University, Mansehra
Abstract: This dissertation describes the investigation on the synthesis, characterization, photo physical and application of azo dyes and their metal complexes. Azo dyes have been accomplished by conventional methods by synthesizing new symmetric bis pyrazolones and coupling them with various diazonium salts of ortho substituted anilines like 4-Nitro-2-aminophenol (4-NAP), 4-Chloro-2-aminophenol (4-CAP), 4- Sulfo-2-aminophenol (4-NAP) and amino substituted pyrazolones like 1-(p Sulophenyl)-4-amino-3-methyl pyrazolones, 1-(p-methylphenyl)-4-amino-3-methyl pyrazolones, 1-( p-methyl-o-chlorophenyl)-4-amino-3-methyl pyrazolones. Two types of symmetric bis-pryazolones have been synthesized from (E)-6,6'-(ethene-1,2- diyl)bis(3-aminobenzenesulfonic acid) (DASDA) and 2,2'-dichloro-[1,1'-biphenyl]- 4,4'-diamine (DCB) by preparing their bis-hydrazines and condensing them with ethyl acetoacetate. Novelty of this work lies in the synthesis of bis-hydrazines and bis-pyrazolone couplers. These hydrazines have been synthesized by preparing the diazonium salts and reducing them with sodium sulfite and hydrochloric acid. Acid dyes have been synthesized by preparing diazonium salts of anilines and amino substituted pyrazolones and coupling these bis-pyrazolones in alkaline medium at pH 9-10. These acid dyes bear the capacity to work as tridentate ligands which produced metal complex dyes on reaction with various transition metals salts like FeSO4.7H2O, CuSO4.5H2O, Ni(CH3COO)2.4H2O, Co(NO3)2.6H2O, Cr(COOCH3)2.2H2O, ZnCl2, CdCl2.2H2O and MnCl2.4H2O. The synthesized Ligand acid dyes and their metal complexes have been characterized by spectroscopic techniques like UV-Visible, FTIR, and NMR and their thermal stability has been assessed by TGA. From TGA it is observed that these dyes are stable up to 100oC and ix maximum weight loss occur in the range 400-800oC. Moreover it has been observed that metal complexes are more stable than Ligand dyes. Dyes have been applied on leather to assess their application properties like wash fastness, light fastness, and rubbing fastness which were found moderate to excellent in various ligands and their complexes.
Gov't Doc #: 22444
Appears in Collections:PhD Thesis of All Public / Private Sector Universities / DAIs.

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