ABSTRACT
Wood flour is particularly suitable as a filler in thermoplastics because it is environmentally friendly, readily available, and offers a high strength-to-density ratio. To overcome the insufficient interfacial adhesion between hydrophilic wood and a hydrophobic matrix, a thermoplastic polymer was grafted from wood flour via surface-initiated activators regenerated by electron transfer-atom transfer radical polymerization (SI-ARGET ATRP). Wood particles were modified with an ATRP initiator and subsequently grafted with methyl acrylate for different polymerization times in the absence of a sacrificial initiator. The successful grafting of poly(methyl acrylate) (PMA) was demonstrated using attenuated total reflection Fourier transform infrared (ATR-FTIR) spectroscopy, scanning electron microscopy (SEM), thermogravimetric analysis (TGA), and water contact angle (WCA) measurements. To confirm the control over the polymerization, a cleavable ATRP initiator was immobilized on the particles, allowing the detachment of the grafted polymer under mild conditions. The grafted particles were incorporated into a PMA matrix using solvent casting and their influence on the mechanical properties (Young's modulus, yield strength, and toughness) of the composite was investigated. Tensile testing showed that the mechanical properties improved with increasing polymerization time and increasing ratio of incorporated grafted particles.
ABSTRACT
Oxidative Se-catalyzed C(sp3)-H bond acyloxylation has been used to construct a diverse array of isobenzofuranones from simple ortho-allyl benzoic acid derivatives. The synthetic procedure employs mild reaction conditions and gives high chemoselectivity enabled by an inexpensive organodiselane catalyst. The presented approach offers a new synthetic pathway toward the core structures of phthalide natural products.
