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Synthesis of Ester Based Cationic Pyridinium Gemini Surfactants and Appraisal of Their Surface Active Properties

  • Original Article
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Journal of Surfactants and Detergents

Abstract

New pyridinium gemini surfactants have been synthesized by esterification of halogenated carboxylic acids with long chain fatty alcohols furnishing respective esters (dodecyl-2-chloroacetate, tetradecyl-2-chloroacetate, hexadecyl-2-chloroacetate, dodecyl-2-bromoacetate, tetradecyl-2-bromoacetate and hexadecyl-2-bromoacetate) followed by their subsequent treatment with 4,4′-trimethylene dipyridine resulting in the formation of title Gemini surfactants: 4,4′-(propane-1,3-diyl)bis1-{2-(dodecyloxy)-2-oxoethyl}; 4,4′-(propane-1,3-diyl)bis{1-(2-(tetradecyloxy)-2-oxoethyl}; 4,4′-(propane-1,3-diyl)bis{1-(2-(hexadecyloxy)-2-oxoethyl} dipyridinium chlorides; 4,4′-(propane-1,3-diyl)bis{1-(2-(dodecyloxy)-2-oxoethyl}; 4,4′-(propane-1,3-diyl)bis{1-(2-(tetradecyloxy)-2-oxoethyl} and 4,4′-(propane-1,3-diyl)bis{1-(2-(hexadecyloxy)-2-oxoethyl} dipyridinium bromides. Their identifications are based on IR, 1H-NMR, 13C-NMR, DEPT, COSY and Mass spectral studies. Their surface active properties were also evaluated on the basis of surface tension and conductivity measurements.

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Acknowledgments

Pankaj Patial is thankful to the UGC (University Grant Commission, India) for providing the research grant for this work and Sophisticated Analytical Instrumentation Facility (SAIF), Panjab University, Chandigarh for the mass spectral and NMR analysis of the compounds. We are thankful to Dr Sukhprit Singh and Mr. Avinash Bhadani for their help and fruitful discussions.

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Authors and Affiliations

  1. Department of Chemistry, Guru Nanak Dev University, Amritsar, 143005, India

    Pankaj Patial & Ishtiaque Ahmad

  2. Department of Chemistry, Dr. B.R. Ambedkar National Institute of Technology, Jalandhar, India

    Arifa Shaheen

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  1. Pankaj Patial
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  2. Arifa Shaheen
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  3. Ishtiaque Ahmad
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Correspondence to Arifa Shaheen or Ishtiaque Ahmad.

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Patial, P., Shaheen, A. & Ahmad, I. Synthesis of Ester Based Cationic Pyridinium Gemini Surfactants and Appraisal of Their Surface Active Properties. J Surfact Deterg 16, 49–56 (2013). https://doi.org/10.1007/s11743-012-1380-x

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  • DOI: https://doi.org/10.1007/s11743-012-1380-x

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