Direct synthesis of potentially biodegradable aromatic–aliphatic thermotropic copolyesters with photocrosslinking properties

Abstract

ABSTRACTIn this study, aromatic–aliphatic thermotropic copolyesters derived from p-hydroxybenzoic acid, p-hydroxycinnamic acid (HCA), terephthalic acid and polyethylene glycol (PEG) with different molecular weight (200, 400, 600) were directly synthesised via Vilsmeier adduct solution polymerisation method. The structure, thermal behaviour, liquid crystal property, hydrophylicity and photoactivity were investigated by Fourier transform infrared and nuclear magnetic resonance spectroscopy, differential scanning calorimeter, polarised optical microscopy, water contact angle measurement and ultraviolet (UV) spectrophotometer. The PEG incorporation ratio is 0.540–0.691 related to the HCA units, because of its low reactivity. And, the copolyesters have relatively low melting temperatures (96–107°C) and good hydrophylicity (water contact angle value 61.2–75.3°) as compared with wholly aromatic thermotropic copolyester. All of the copolyesters exhibited nematic liquid crystal behaviour and the stable mesophase temperature range was more than 60°C after being melted. The resulted copolyesters had enough thermal stability for melt processing without any degradation. The UV absorption intensities decreased with increased irradiation time, indicating that photocrosslinking occurred.