The most widely used phthalic ester plasticizers are reproductive toxic and nonbiodegradable. Developing biodegradable plasticizers from biomass resources remains a great challenge for the enrichment and pollution of plasticizers that seriously damage the environment. In this study, a biodegradable plasticizer (CEPT, cardanol-based epoxy plasticizer containing a triazine ring) was fabricated and derived from cardanol via acid-free catalysis. Subsequently, the essential performances, including mechanical properties, thermal degradation, thermal aging properties, solvent extraction resistance, and the microstructure of polyvinyl chloride plasticized with CEPT, were investigated. The mechanism behind these performances was explored. In addition, the biodegradability of CEPT was studied in active soil and in the Tenebrio molitor digestive system. The degradation products were obtained from the two research systems and characterized via Fourier-transform infrared spectroscopy, proton nuclear magnetic resonance, electrospray ionization mass spectrometry, and gas chromatography–mass spectrometry. The results illustrated that CEPT did undergo biodegradation and produced small-molecular components. The insect degradation method of biomass plasticizers proposed an original and available strategy for prevention of the pollution problem of plasticizers.
A benzophenone-containing SET-LRP initiator based on renewable and abundant cardanol was synthesised in 71 % yield using the selective etherification reaction. Next, methyl methacrylate (MMA) as a monomer was polymerised under SET-LRP conditions using the newly prepared initiator to prepare cardanol-end poly(methyl methacrylate) (PMMA). The kinetic results of the polymerisation indicated that the reaction was controllable when the monomer conversion was lower than approximately 50 %, and the molecular masses of PMMA measured by GPC were higher than the theoretical values while the monomer conversion was more than 50 %. In addition, most of the carbon-carbon double bonds of the side hydrocarbon chain of the end-cardanol group in the PMMA were kept intact from 1 H NMR spectrum characterisation. Accordingly, when the cardanol-end PMMA together with a tertiary amine-containing cardanol derivative was irradiated by UV light, the corresponding UV-cured resin was obtained. The chemical resistance and hardness of the UV-cured film were enhanced with the increasing irradiation time.