Functional monolithic materials for boronate-affinity chromatography via schrock catalyst-triggered ring-opening metathesis polymerization

摘要

Monolithic polymeric materials are prepared via ring-opening metathesis copolymerization of norborn-2-ene with 1,4,4a,5,8,8a-hexahydro-1,4,5,8-exo,endo- dimethanonaphthalene in the presence of macro- and microporogens, that is, of n-hexane and 1,2-dichloroethane, using the Schrock catalyst Mo(N-2,6-(2-Pr) _2-C _6H _3)(CHCMe _2Ph)(OCMe _3) _2. Functionalization of the monolithic materials is accomplished by either terminating the living metal alkylidenes with various functional aldehydes or by post-synthesis grafting with norborn-5-en-2-ylmethyl- 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate. Finally, boronate-grafted monolithic columns (100 × 3 mm i.d.) are successfully applied to the affinity chromatographic separation of cis-diol-based biomolecules. Polymeric monoliths were prepared via Schrock catalyst-triggered ring-opening metathesis polymerization. Functionalization is accomplished by terminating the metal alkylidenes with various aldehydes. Alternatively, a dioxoborolanyl-substituted norborn-2-ene is grafted onto the monolith. Boronate grafted-monolithic columns are successfully applied to the affinity chromatographic separation of cis-diol-based biomolecules.