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Issue 5, 2013
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Synthesis of linear and hyperbranched polyesters in Brønsted acid ionic liquids

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Abstract

Imidazolium based Brønsted acid ionic liquids (BAILs) were proved to be very efficient solvents and catalysts for linear and hyperbranched polyester synthesis. Linear polyesters of diols and diacids with mass-average molar mass (Mw) up to 36 000 g mol−1 were obtained by the post-polycondensation of low molar-mass oligoesters at 110 °C in 15–30 min. Hyperbranched polyesters of 2,2-bis(hydroxymethyl)propanoic acid with a Mw of ca. 10 000 g mol−1 were yielded in 3-butyl-1-(butyl-4′-sulfonic acid)imidazolium hydrogen sulfate ([BBSIm]HSO4) in no more than 2 h, which is considerably shorter than the conventional polyesterification in the bulk. The degree of branching of the resulting hyperbranched polyesters increased with time. [BBSIm]HSO4 was found to be more suitable for polyesterification, as only the expected polyester was produced, while when polycondensations were carried out in the BAIL with Tf2N anion ([BBSIm]Tf2N), side reactions were observed: ether formation and polymer scissions in linear polyester synthesis, and gelation in hyperbranched polyesterification.

Graphical abstract: Synthesis of linear and hyperbranched polyesters in Brønsted acid ionic liquids

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Publication details

The article was received on 23 Oct 2012, accepted on 29 Nov 2012 and first published on 30 Nov 2012


Article type: Paper
DOI: 10.1039/C2PY20888A
Citation: Polym. Chem., 2013,4, 1538-1545
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    Synthesis of linear and hyperbranched polyesters in Brønsted acid ionic liquids

    S. Zhang, V. Lemaire, A. Féret, H. Lefebvre, M. Tessier and A. Fradet, Polym. Chem., 2013, 4, 1538
    DOI: 10.1039/C2PY20888A

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