Journal of the Iranian Chemical Society

, Volume 5, Issue 3, pp 436–444

Antipyrilquinoneimine dye formation by coupling aniline derivatives with 4-aminoantipyrine in the presence of ruthenium nanoparticles

Article

DOI: 10.1007/BF03246000

Cite this article as:
Kasthuri, J., Santhanalakshmi, J. & Rajendiran, N. JICS (2008) 5: 436. doi:10.1007/BF03246000

Abstract

The coupling of 4-aminoantipyrine (4-AAP) with aniline derivatives catalyzed by ruthenium nanoparticles (Rnp) has been studied by UV-Vis spectroscopy in aqueous medium. The rate constant for antipyrilquinoneimine dye formation depends on the nature of the aniline substituent and the pH, ionic strength and temperature of the reaction medium. The maximum rate constant of the dye formation reaction is observed at pH 3.6. Aniline derivatives with electron donating substituents show higher rate constant values than those with electron withdrawing substituents, with increasing rate constant values in the order: N,N-dimethyl aniline > o-toluidine > o-chloroaniline > m-chloroaniline. With pseudo first order kinetics, the total order is 1.0 + 1.0 + 1.0 = 3.0, which includes the orders with respect to amine, 4-AAP and Rnp. Studies on these effects help to complete the kinetic analysis as well as propose the reaction pathway. Furthermore, TEM measurement confirms that the nanoscalar size of the Rnp is 7 nm.

Keywords

Antipyrilquinoneimine dyes Coupling reaction Anilines Reaction kinetics Ruthenium nanoparticles 

Copyright information

© Iranian Chemical Society 2008

Authors and Affiliations

  • J. Kasthuri
    • 1
  • J. Santhanalakshmi
    • 2
  • N. Rajendiran
    • 3
  1. 1.Department of ChemistryS.R.M. University, Faculty of Engineering and TechnologyChennai
  2. 2.Department of Physical ChemistryUniversity of MadrasChennaiIndia
  3. 3.Department of Polymer ScienceUniversity of MadrasChennaiIndia

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