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Synthesis and dilute aqueous solution properties of ester functionalized cationic gemini surfactants having different ethylene oxide units as spacer

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Abstract

New series of ester functionalized quaternary ammonium gemini surfactants having different ethylene oxide units as spacer have been synthesized and investigated for their aggregation behavior and thermodynamic properties of micellization by surface tension, conductivity, and fluorescence methods. The critical micelle concentration (cmc) of these gemini surfactants increases with the increase in the length of polar hydrophilic ethylene oxide spacer. The micellization process has been found to be entropy-driven and dependent on both the tendency of the hydrophobic group of the surfactants to transfer from aqueous environment to interior of micelle as well as the rearrangement of flexible ester-linked ethylene oxide units (hydrophilic spacer) into aqueous phase. The polar ester functional groups and pairs of nonbonding electrons on oxygen atom of ethylene oxide spacer form hydrogen bonding with water molecules enhancing their solubility in aqueous system.

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Acknowledgments

A. B is thankful to Tokyo University of Science, Tokyo, Japan, for the Postdoctoral Research Fellowship and research support.

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Authors and Affiliations

  1. Department of Pure and Applied Chemistry in Faculty of Science and Technology and Research Institute for Science and Technology, Tokyo University of Science, 2641 Yamazaki, Noda, Chiba, 278-8510, Japan

    Avinash Bhadani, Takeshi Endo, Kenichi Sakai, Hideki Sakai & Masahiko Abe

Authors
  1. Avinash Bhadani
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  2. Takeshi Endo
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  3. Kenichi Sakai
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  4. Hideki Sakai
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  5. Masahiko Abe
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Corresponding authors

Correspondence to Avinash Bhadani or Hideki Sakai.

Supplementary material

Below is the link to the electronic supplementary material.

396_2014_3233_MOESM1_ESM.docx

Spectral data of initial bromoesters. 1H and 13C NMR spectra of the all the molecules synthesized in the present work. (DOCX 422 kb)

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Bhadani, A., Endo, T., Sakai, K. et al. Synthesis and dilute aqueous solution properties of ester functionalized cationic gemini surfactants having different ethylene oxide units as spacer. Colloid Polym Sci 292, 1685–1692 (2014). https://doi.org/10.1007/s00396-014-3233-9

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  • DOI: https://doi.org/10.1007/s00396-014-3233-9

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