Abstract
The preparation of new alkoxylated naphthalene-based novolacs [poly(naphthylenemethylene)s] by acid-catalyzed addition-condensation of mono- or di-methoxynaphthalene with formaldehyde is described in this paper. The polymerization of 2-methoxynaphthelene (1) with an equimolar amount of formaldehyde proceeded homogeneously to give the polymer 2 (Mn 3100, Mw/Mn 1.7) in good yield. The FT-IR, 1H NMR and 13C NMR spectra suggest that 2 might have a naphthylene-methylene unit and approximately linear polymer backbones. In contrast, in the case of 1,5-dimethoxynaphthalene (3a) as a monomer, the obtained polymer (4a) (Mn 1900, Mw/Mn 2.3) was a branched polymer. From TGA, T10 (temperature at 10% loss in weight) indexes of the polymers 2 and 4a were estimated to be 402 and 359 °C, respectively. These results indicate that the alkoxylated naphthalene-based novolacs have good thermal stability.
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Nemoto, T., Konishi, Gi. Synthesis and Properties of New Organosoluble Alkoxylated Naphthalene-Based Novolacs Preparaed by Addition-Condensation of Mono- or Di-alkoxynaphthalene with Formaldehyde. Polym J 40, 651–656 (2008). https://doi.org/10.1295/polymj.PJ2008035
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DOI: https://doi.org/10.1295/polymj.PJ2008035
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