title: Polyalkylenehydroxybenzoates (PAHBs): biorenewable aromatic/aliphatic polyesters from lignin.
abstract: Polyalkylenehydroxybenzoates (PAHBs) are a new class of thermoplastic, biorenewable aromatic/aliphatic polyester having the general formula H-[O-(CH2)n-O-4-(3-X, 5-Y-C6H2)-CO]z-OH. These are synthesized from the lignin-derived aromatics 4-hydroxybenzoic acid (X = Y = H), vanillic acid (X = OMe; Y = H), and syringic acid (X = Y = OMe). Alkylation of these with several chloroalkanols affords hydroxy-acid monomers suitable for polyesterification under dynamic vacuum between 150 and 250 °C with 1 mol% Sb2O3 as catalyst. Thus, polyalkylene 4-hydroxybenzoates, polyalkylene vanillates, and polyalkylene syringates are prepared, characterized, and subjected to thermal property comparisons by differential scanning calorimetry and thermogravimetric analysis.
authors.affiliation: The George and Josephine Butler Polymer Research Laboratory, Department of Chemistry, University of Florida, Gainesville, Florida 32611-7200, USA.
authors.forename: Laurent
authors.initials: L
authors.lastname: Mialon
authors.forename: Rob
authors.initials: R
authors.lastname: Vanderhenst
authors.forename: Alexander G
authors.initials: AG
authors.lastname: Pemba
authors.forename: Stephen A
authors.initials: SA
authors.lastname: Miller
mesh_terms: D002384:Catalysis; D005707:Gallic Acid / Q000031:analogs & derivatives* / Q000737:chemistry; D055772:Green Chemistry Technology; D008031:Lignin / Q000737:chemistry*; D010226:Parabens / Q000737:chemistry*; D011091:Polyesters / Q000138:chemical synthesis*; D058105:Polymerization; D014641:Vanillic Acid / Q000737:chemistry*
chemical_list: D010226:Parabens; D011091:Polyesters; D005707:Gallic Acid; D008031:Lignin; C001945:syringic acid; D014641:Vanillic Acid; C038193:4-hydroxybenzoic acid