Synthesis of silsesquioxanes with methacryloyloxy and phenyl groups using corn stover ash as the major precursor

Abstract

To address the challenges associated with corn stover utilization and the synthesis of phenyl- and methacryloyloxy-based silsesquioxanes (SQs) with difficulty and poor controllability, the authors present a novel approach that combines advanced biorefining techniques and innovative chemical synthesis methods. Spirocyclic alkoxysilane synthesized from corn stover ash was subsequently utilized for the synthesis of phenylSQs. The resulting phenylSQs were then subjected to fluorine ion-catalyzed rearrangement with 3-(trimethoxysilyl)propyl methacrylate (KH570) to yield SQs containing phenyl and methacryloyloxy functional groups. Through manipulating the ratio of phenylSQs and KH570, the authors successfully achieved a desired ratio of functional groups on individual SQ cages. Optimization of the ratio significantly impacted product collection, with a range of 5.5:1 to 8.5:1 recommended for efficient and effective synthesis. This study represents an important advancement in the field of high-value conversion of biomass, offering an easy means of tailoring the structure of phenyl- and methacryloyloxy-based cage SQs.