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Journal of Chemistry
Volume 2013 (2013), Article ID 545374, 4 pages
Research Article

Synthesis by Reversed Phase Transfer Catalysis and Characterization of Naphthol AS-D Pigment

1Institute of Chemistry Timisoara of the Romanian Academy, 24 Mihai Viteazu Boulevard, 300223 Timisoara, Romania
2Centre for Materials Research, Faculty of Chemistry, Brno University of Technology, Purkyňova 118, 612 00 Brno, Czech Republic
3West University of Timisoara, 16 Pestalozzi Street, 300115 Timisoara, Romania

Received 21 May 2013; Revised 23 July 2013; Accepted 29 July 2013

Academic Editor: Maria Roca

Copyright © 2013 Eleonora Cornelia Crasmareanu et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.


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.