Abstract
New routes to porous materials can help lower production costs, improve sustainability, and broaden design options. Here, we use a selection of organic acids as catalysts in the synthesis of organic hyper-cross-linked polymers from benzyl methyl ether compounds. This approach provides a new route to metal-free porous organic polymers and addresses one of the largest setbacks of hyper-cross-linked polymers by allowing the simple recovery and recycling of a nonmetallic catalyst. By use of p-toluenesulfonic acid, a solid at room temperature, catalyst recovery rates of >80% were easily achieved. The catalyst was then reused as recovered in the further production of hyper-cross-linked polymers. Three rounds of catalyst recycling are demonstrated on two different aromatic systems, with no apparent detriment to the chemical or textural properties of the resulting networks.
Highlights
In recent years, porous organic polymers (POPs) have attracted significant attention due to their structural and functional versatility
In addition to triflic acid and sulfuric acid catalysts, we show that p-toluenesulfonic acid, a solid organic acid, can act as an efficient hyper-crosslinking catalyst that is recovered and recycled, postsynthesis
The monomer was dissolved in 1,2-dichloroethane and the acid catalyst added dropwise over stirring to initiate hyper-crosslinking
Summary
Porous organic polymers (POPs) have attracted significant attention due to their structural and functional versatility. Extensive washing of said networks via a 48 h Soxhlet extraction in Austria ethanol resulted in no significant reduction in sulfur content, Freddy Kleitz − Department of Inorganic Chemistry suggesting the chemical incorporation of p-TSA into the Functional Materials, Faculty of Chemistry, University of networks via hyper-cross-linking. 6769-4180 provide some benefit for HCP design as sulfonated HCPs are regularly employed in a number of applications including alkene/alkane separation,[12] efficient dye adsorption,[28] Sr and Cs remediation,[29] and as catalysts for biomass conversion.[30] the slight incorporation of p-TSA with each polymerization iteration prevents the perpetual recovery and recycling of the catalyst and may have resulted in the lower SSABET of p-TSA catalyzed networks due to the presence of bulky acidic groups. The simple recovery and lack of requirement for catalyst regeneration show great promise for waste reduction in HCP synthesis
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