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Quantitative Studies on the p-Substituent Effect of Phenolic Component on the Polymerization of Benzoxazines

Abstract

The pure monofunctional benzoxazines substituted by either electron donating or withdrawing group are synthesized to verify the electronic effect in the polymerization behaviors without any complicated factors of the impurities. The analytical data of each compounds are collected by 1H-NMR, 13C-NMR, and differential scanning calorimetry (DSC). In order to quantify the electronic effect in the polymerization behavior, the Hammett substituent constant is utilized and plotted against resonances of 1H-NMR, 13C-NMR spectra and DSC exotherm maximum temperature. The use of the Hammett substituent constant is reexamined by calculating the natural charge on the phenolic moiety via ab initio calculation using Gaussian program and corelated with the polymerization exotherm temperature. The activation energies obtained by the Kissinger and Ozawa methods are related to the electronic effect of the substituents on phenolic part.

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Publication details

The article was received on 21 May 2018, accepted on 10 Jul 2018 and first published on 12 Jul 2018


Article type: Paper
DOI: 10.1039/C8PY00760H
Citation: Polym. Chem., 2018, Accepted Manuscript
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    Quantitative Studies on the p-Substituent Effect of Phenolic Component on the Polymerization of Benzoxazines

    S. Ohashi, D. Iguchi, T. Heyl, P. Gil, D. J. Lacks, P. Froimowicz and H. Ishida, Polym. Chem., 2018, Accepted Manuscript , DOI: 10.1039/C8PY00760H

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