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Polyester obtained from dimethylketene and acetone: synthesis and characterization

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Abstract

Two ways to obtain a polyester from dimethylketene and acetone were investigated. On the one hand, the ring opening polymerization of 3,3,4,4-tetramethyl-2-oxetanone was tested but could not be achieved, which was explained by its steric hindrance. On the other hand, the direct anionic copolymerization between dimethylketene and acetone in toluene or dichloromethane at −60 °C was realized with a yield of respectively 82 and 72 %. The resulting polymer was exclusively composed of polyester units, and a reaction scheme was proposed and discussed. A molecular weight up to 8 400 g mol−1 with a polydispersity around 1.9 was obtained. Stable up to 209 °C under nitrogen, this polymer exhibited a Tg near 52 °C and a broad and complex endothermic peak attributed to crystallinity was observed with maxima at 139 and 171 °C. The crystallinity, measured by X-Ray diffraction, was close to 0.40.

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Acknowledgments

The authors gratefully acknowledge Arkema for its financial support.

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Authors and Affiliations

  1. INSA de Rouen, Laboratoire Polymères Biopolymères Surfaces, CNRS UMR 6270 & FR 3038, avenue de l’Université, BP8, 76801, Saint-Etienne du Rouvray Cedex, France

    Marc Brestaz, Nicolas Desilles & Claude Bunel

  2. ARKEMA, Cerdato, 27470, Serquigny, France

    Marc Brestaz & Guillaume Le

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  1. Marc Brestaz
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  2. Nicolas Desilles
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Correspondence to Nicolas Desilles.

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Brestaz, M., Desilles, N., Le, G. et al. Polyester obtained from dimethylketene and acetone: synthesis and characterization. J Polym Res 19, 12 (2012). https://doi.org/10.1007/s10965-012-0012-5

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