title: Poly(isoprenecarboxylates) from Glucose via Anhydromevalonolactone.
abstract: A short and efficient synthesis of a series of isoprenecarboxylic acid esters (ICAEs) and their corresponding polymers is presented. The base-catalyzed eliminative ring-opening of anhydromevalonolactone (3) provides isoprenecarboxylic acid (6-H), which was further transformed to the ICAEs. Reversible addition-fragmentation chain-transfer (RAFT) polymerization was used to synthesize high molecular weight (>100 kg mol-1) poly(isoprenecarboxylates) with dispersities (Đ) of ca. 1.5. The glass transition temperatures (Tg) and entanglement molecular weights (Me) of the poly(isoprenecarboxylates) were determined and showed similar trends to theTgandMevalues for analogous poly(acrylate esters). These new glucose-derived materials could provide a sustainable alternative to poly(acrylates).
authors.affiliation: Department of Chemistry, 207 Pleasant St., SE, University of Minnesota, Minneapolis, MN 55455.
authors.forename: Nicolas R
authors.initials: NR
authors.lastname: Ball-Jones
authors.affiliation: Department of Chemistry, 207 Pleasant St., SE, University of Minnesota, Minneapolis, MN 55455.
authors.forename: Grant W
authors.initials: GW
authors.lastname: Fahnhorst
authors.affiliation: Department of Chemistry, 207 Pleasant St., SE, University of Minnesota, Minneapolis, MN 55455.
authors.forename: Thomas R
authors.initials: TR
authors.lastname: Hoye