Publication Details (including relevant citation information):
ACS Symposium Series Vol. 1144 "Green Polymer Chemistry: Biocatalysis and Materials II" pp. 237-249
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