Formation of boronate-based macroporous copolymer via emulsion-assisted interface self-assembly method for specific enrichment of Naringin

Abstract

In this paper, the boronate affinity (BA) copolymer sorbents with crosslinked hydrogen bond networks were successfully synthesized by emulsion-induced interface self-assembly and applied in high-performance copolymer materials (BCDPs-CPs-2) for the specific separation and purification of separate cis-diol containing naringin (NRG). A novel solid particle β-cyclodextrins (CDs) based on microporous organic polymers (MOPs) with high surface area were fabricated. As the main solid emulsifier, β-CDs-based MOPs (CDPs) can effectively improve the emulsifying performance of the emulsion droplet, whilst reducing the amounts of surfactant. At the same time, CDPs can effective combined with boronate affinity functioned adamantane (Ad) inclusion derivative were by self-assembly at the two phase interface, which realizes the surface boronic acid functionalities of copolymer materials conveniently. Furthermore, the copolymer materials with crosslinked hydrogen bond networks were obtained via a interface copolymerization between water phase monomer N-(methoxymethyl)-2-methyl-2-propenamide (MMP) and the oil phase monomer methoxyethyl acrylate (MEA). The obtained copolymer materials exhibited stable macroporous structure and shape memory abilities, which effectively improve the regeneration property in practical extract conditions. The combination of excellent performance, BCDPs-CPs-2 showed rapid binding rate (360 min) and high adsorption capacity (3.14 μmol g−1) at 298 K. Moreover, outstanding reusability of 5.34% loss in enrichment performance after five times repeatedly. The NRG component content of the purified samples (approximately 96.67%) was superior to original crude extract (about 75.0%). Additionally, the adsorption mechanism is discussed in detail with the effect of pH, different copolymer materials, and thermodynamics.