Synthesis by Reversed Phase Transfer Catalysis and Characterization of Naphthol AS‐D Pigment
Author(s) -
Eleonora Crasmareanu,
Vasile Simulescu,
Gheorghe Ilia
Publication year - 2013
Publication title -
journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.436
H-Index - 50
eISSN - 2090-9063
pISSN - 2090-9071
DOI - 10.1155/2013/545374
Subject(s) - chemistry , nitrobenzene , catalysis , phase (matter) , pigment , azo coupling , phase transfer catalyst , chloride , potassium , aqueous solution , organic synthesis , aqueous two phase system , organic chemistry , medicinal chemistry , combinatorial chemistry
Reversed phase transfer catalysis (RPTC) was applied to synthesize the Naphthol AS-D pigment. This method consists in the transfer of the aryldiazonium cation 4-nitrobenzenediazonium from aqueous medium into the organic phase (nitrobenzene) in the form of a lipophilic ions pair by the catalyst used (perfluorooctyl potassium sulfonates). In the organic phase the azo-coupling reaction between 4-nitrobenzenediazonium chloride and 3-hydroxy-2-carboxylic acid 2-methyl-anilide (Naphthol AS-D) takes place as coupling component. Using this unconventional method of synthesis, an increase of the reaction rate, combined with a higher purity of the product, was obtained
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