文摘
A fluorescence-based chemical sensor for fluorene wascreated by molecularly imprinting a sol-gel comprisingthe bridged silsesquioxane, bis(trimethoxysilylethyl)benzene. The template was covalently bound to the sol-gelmatrix using a fluorene analogue functionalized silane.After chemical removal of template via cleavage of acarbamate linkage, an amine group was left that providedan attachment site for the environmentally sensitivefluorescent probe 7-nitrobenz-2-oxa-1,3-diazole (NBD).Fluorene binding was detected by a change in NBDfluorescence intensity induced by a difference in the localpolarity around the probe when the recognition site isfilled. Such an approach eliminated response to nonspecific binding to the matrix. Sensing films deposited onglass slides were shown to have response times of <60 sand detection limits below 10 parts-per-trillion. Bindingexperiments demonstrated that the materials had goodselectivity for fluorene over close structural analoguesincluding naphthalene, fluoranthene, and anthracene.However, the sensing design is limited by a lack ofreversibility following fluorene binding.