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Issue 11, 2016
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Replacing bisphenol-A with bisguaiacol-F to synthesize polybenzoxazines for a pollution-free environment

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Abstract

In recent years, bisguaiacol F (BGF) is considered as a green alternative to bisphenol A (BPA). The present work deals with the synthesis of BGF and BGF-based benzoxazines, viz., bis[(3-(furan-2-yl) methyl)-3,4-dihydro-2H benzoxazin-6-yl]methane and bis[(3-octadecyl)-3,4-dihydro-2H benzoxazin-6-yl]methane, as an alternative to BPA and polybenzoxazines derived from BPA. A solventless method was adopted for the synthesis of BGF and the benzoxazine monomers. The structure and purity of BGF is confirmed by FT-IR, NMR (1H and 13C), MS and GC. The monomers were polymerized via ring opening polymerization by heating as shown by FT-IR (disappearance of the peak due to the oxazine ring at 933 cm−1). Differential scanning calorimetric (DSC) analysis of the monomers shows a wide range of processability between 77 and 122 °C. Thermal properties of the furfurylamine based polybenzoxazine (BGF-FPbz) and stearylamine based polybenzoxazine (BGF-SPbz) were investigated by thermogravimetric analysis (TGA). The results indicate that BGF-FPbz shows the maximum thermal stability when compared with BGF-SPbz. Both the polymers exhibit good flame retardant properties as shown by their LOI values (more than 26).

Graphical abstract: Replacing bisphenol-A with bisguaiacol-F to synthesize polybenzoxazines for a pollution-free environment

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Publication details

The article was received on 18 Jul 2016, accepted on 09 Sep 2016 and first published on 12 Sep 2016


Article type: Paper
DOI: 10.1039/C6NJ02242A
Citation: New J. Chem., 2016,40, 9313-9319
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    Replacing bisphenol-A with bisguaiacol-F to synthesize polybenzoxazines for a pollution-free environment

    T. Periyasamy, S. P. Asrafali, S. Muthusamy and S. Kim, New J. Chem., 2016, 40, 9313
    DOI: 10.1039/C6NJ02242A

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