Daisuke Ishii - Effect of Polycondensation Conditions on Structure and Thermal Properties of Poly(caffeic acid)

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      Publication Details (including relevant citation   information):

      ACS Symposium Series Vol. 1144 "Green Polymer Chemistry:   Biocatalysis and Materials II" pp. 237-249

      Abstract:

        Effect of polycondensation conditions of caffeic acid (CA) on   solubility and thermal properties of the resultant poly(caffeic   acid) (PCA), a homopolyester of CA, was investigated.   Polycondensation of CA was performed by transesterification after   acetylation using sodium acetate and acetic anhydride.   Acetylation and oligomerization of CA was performed by refluxing   a mixture of CA, sodium acetate and acetic anhydride at 160 °C   for 18 h or at 100 °C for 2 h under a nitrogen atmosphere.   Polycondensation of the acetylated-oligomerated CAs was performed   at 160 °C or 200 °C and under reduced pressure below 3 kPa.   Characterization of PCAs was performed by FTIR,   MALDI-TOF-MS, 1H   NMR, GPC, DSC, TG-DTA and hotstage-equipped polarized optical   microscopy. Both the solubility and thermal properties of PCAs   significantly depended on polycondensation conditions. In   particular, PCAs polycondensed at 200 °C lost melt fusibility.   However, the infusible PCAs showed glass transition at about 110   °C and were thermally processed by hotpress. The thermally   processed PCA film retained its original form even after heated   up to 300 °C.

      Address (URL): http://pubs.acs.org/doi/abs/10.1021/bk-2013-1144.ch017