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The investigation of acid effect on chemical polymerization of indole

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Abstract

The present study investigates the effects of Lewis acid and protonic acid on the chemical polymerization of indole using electrical conductivity measurements and nuclear magnetic resonance, UV–visible, and Fourier transform infrared spectroscopy techniques. These effects are explained by theoretical calculations on the basis of molecular mechanic (MM+) and semi-empirical Austin Model 1 methods. As a result, it has been shown that indole interacts with proton and Lewis acids by the way of different mechanisms. Theoretical research has demonstrated that while BF3, a Lewis acid, adds to the N atom in the indole, which has a basic character due to its lone-pair electrons, proton, H+ adds to the indole ring on C3 atom. These additions affect both the polymerization of indole and the conductivity of polyindole. Polyindole conductivity is increased by BF3 addition and decreased by H+ addition.

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Acknowledgments

The authors are indebted to the Department of Chemistry (Gaziosmanpaşa University) for their financial support for this study (grant no. 2007/29, University Research Fund).

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Authors and Affiliations

  1. Department of Chemistry, Gaziosmanpaşa University, Tasliciftlik Campus, 60240, Tokat, Turkey

    Orhan Soylu, Sultan Uzun & Muzaffer Can

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  1. Orhan Soylu
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  2. Sultan Uzun
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  3. Muzaffer Can
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Correspondence to Muzaffer Can.

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Soylu, O., Uzun, S. & Can, M. The investigation of acid effect on chemical polymerization of indole. Colloid Polym Sci 289, 903–909 (2011). https://doi.org/10.1007/s00396-011-2410-3

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  • DOI: https://doi.org/10.1007/s00396-011-2410-3

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