Insolubilization and thermal stabilization of a long-chain polyester by noncatalyzed melt-polycondensation synthesis in air

Abstract

Self-standing films of poly(ω-hydroxyl hexadecanoic acid) [poly(ω-OHC16)] have been prepared by noncatalyzed melt-polycondensation in air at 150, 175, and 200 °C. Poly(ω-OHC16)s obtained are characterized as polyesters by infrared spectroscopy (FT-IR) and solid state magic angle spinning 13C nuclear magnetic resonance (13C MAS-NMR). Structurally, poly(ω-OHC16)s are quite crystalline as revealed by wide angle X-ray diffraction (WAXD). The presence of oxygen in the reaction atmosphere causes a mild oxidation in the form of peroxyester species, tentatively at the interphase between poly(ω-OHC16) crystallites, and the structure amorphization. The interfacial peroxyester phase ends up in the encapsulation of the polyester grains and provides a barrier towards the action of solvents. Thermal stabilization and insolubility resulting from the synthesis conditions used are interesting features to prepare solvent and heat resistant poly(ω-OHC16) coatings. Thus, a few microns thick poly(ω-OHC16) layer has been fabricated on aluminum foil and its resistivity towards a chloroform:methanol (1:1, v:v) mixture has been confirmed