Sonochemical Fabrication of Enantioselective PVDF Membranes Coated with Chiral Polymeric Nanoparticles

Chiral polymeric nanoparticles derived from protected L/D-Phe-OMe- and unprotected L/D-Phe-based monomers were developed as functional chiral coatings for PVDF membranes to induce enantioselective recognition. The present study introduced a sonochemichal-assisted approach to the deposition of Phe-based polymeric nanoparticles onto PVDF membranes, generating chiral membrane surfaces that can facilitate enantioselective transport and crystallization. The enantioselective performance of the modified membranes was evaluated through membrane transport experiments using DL-leucine and a crystallization investigation with DL-tyrosine. Enantioselective transport experiments showed pronounced chiral resolution, achieving an enantiomeric excess (ee) of 79/76% for D/L-Leu. Furthermore, enantioselective crystallization was demonstrated using DL-tyrosine in the presence of L/D-Phe-OMe-coated membranes. Optical activity measurements, supported by SEM and DSC analysis, confirm membrane-induced enantiomeric enrichment yielding an ee of 60/68% for L/D-Tyr. These results highlight the potential of chiral polymer-coated PVDF membranes as versatile platforms for enantioselective separation.