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Surface and self-organization of sodium salt of 2-decyl pyridine-5-boronic acid and sodium salt of 2-oxydecyl pyridine-5-boronic acid at two different pHs

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Abstract

This study evaluates the effect of pH and oxygen atom of the hydrophobic chain on the self-assembly property and morphology of the two synthesized pyridyl boronic acid-based amphiphiles in the presence of carbohydrates. Tensiometry measurements confirmed the formation of aggregates in solutions, and all the studied amphiphiles are surface active. Steady-state fluorescence studies established that the microenvironments of the self-assemblies are nonpolar and rigid. DLS measurements suggest the presence of single type of morphology for SDPB at both the pHs. Reversely, the bimodal intensity average size distribution of SODPB at pH 9 indicates the presence of two types of aggregates, and monomodal distribution at pH 13 implies existence of one type of aggregates in solution. TEM micrographs show the presence of vesicles for SDPB at solutions of two different pHs, whereas TEM pictures of SODPB at pH 9 revealed existence of both of complex micelles and vesicles and at pH 13 formation of crystalline structures. The actual arrangement of the hydrocarbon chains in the bilayers has been investigated by XRD studies. The surface activity and self-assembly property of the amphiphiles could be used in surfactant and pharmaceutical purposes.

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Acknowledgments

This work was supported by a grant from the Council of Scientific and Industrial Research (02(0195)/14/EMR-II). We would like to acknowledge University Scientific Instrumentation Centre (USIC), Vidyasagar University and Indian Institute of Technology, Kharagpur for providing instrumental facilities. MM thanks CSIR (09/599(0044)/2011-EMR-I), and AR thanks UGC (F.17-130/98(SA-I)) for research fellowship.

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The authors declare that they have no conflict of interest.

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Authors and Affiliations

  1. Department of Chemistry and Chemical Technology, Vidyasagar University, Paschim Medinipur, 721 102, India

    Monali Maiti, Aparna Roy & Sumita Roy

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  1. Monali Maiti
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  2. Aparna Roy
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  3. Sumita Roy
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Correspondence to Sumita Roy.

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ESM 1

LC-Mass and 1H-NMR spectra of all synthesized amphiphiles, materials and methods, XRD spectra. (DOC 1140 kb)

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Maiti, M., Roy, A. & Roy, S. Surface and self-organization of sodium salt of 2-decyl pyridine-5-boronic acid and sodium salt of 2-oxydecyl pyridine-5-boronic acid at two different pHs. Colloid Polym Sci 294, 171–179 (2016). https://doi.org/10.1007/s00396-015-3760-z

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  • DOI: https://doi.org/10.1007/s00396-015-3760-z

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