Fluorescent conjugated microporous polymer based on perylene tetraanhydride bisimide for sensing o-nitrophenol.

A novel conjugated microporous polymer based on perylene tetraanhydride bisimide (DP2A2) has been synthesized through Sonogashira-Hagihara cross-coupling polymerization of tetrabromo-substituted perylene tetraanhydride bisimide derivative (DPBr2ABr2) with 1,4-diethynylbenzene, whose Brunauer-Emmett-Teller (BET) specific surface area is about 378 m2 g-1. The fluorescence quenching behaviors of the DP2A2 were investigated. It is found that the DP2A2 shows high sensitivity and selectivity to tracing o-nitrophenol (o-NP) in THF with KsV constant of 2.00 × 104 L mol-1. The detection limit (LOD) is 1.50 × 10-9 mol L-1. The possible sensing mechanism for the luminescent quenching of DP2A2 towards o-NP exciting at 365 nm was considered the donor-acceptor electron transfer mechanism, which is a combined result from both dynamic (collisional) and static quenching. Moreover, the static quenching process is dominant for DP2A2.