Environmentally degradable, high-performance thermoplastics from phenolic phytomonomers

Abstract

Aliphatic polyesters, such as poly(lactic acid), which degrade by hydrolysis, from naturally occurring molecules form the main components of biodegradable plastics. However, these polyesters have become substitutes for only a small percentage of the currently used plastic materials because of their poor thermal and mechanical properties. Polymers that degrade into natural molecules and have a performance closer to that of engineering plastics would be highly desirable. Although the use of a high-strength filler such as a bacterial cellulose or modified lignin greatly increases the plastic properties, it is the matrix polymer that determines the intrinsic properties of the composite. The introduction of an aromatic component into the thermoplastic polymer backbone is an efficient method to intrinsically improve the material performance. Here, we report the preparation of environmentally degradable, liquid crystalline, wholly aromatic polyesters. The polyesters were derived from polymerizable plant-derived chemicals--in other words, 'phytomonomers' that are widely present as lignin biosynthetic precursors. The mechanical performance of these materials surpasses that of current biodegradable plastics, with a mechanical strength, sigma, of 63 MPa, a Young's modulus, E, of 16 GPa, and a maximum softening temperature of 169 degrees C. On light irradiation, their mechanical properties improved further and the rate of hydrolysis accelerated.