An Unexpected Chromophore-Solvent Reaction Leads to Bicomponent Aggregation-Induced Phosphorescence

Angew Chem Int Ed Engl. 2020 Jun 15;59(25):10023-10026. doi: 10.1002/anie.202000865. Epub 2020 Apr 21.

Abstract

Organic luminogens with persistent room-temperature phosphorescence (RTP) have found a wide range of applications. However, many RTP luminogens are prone to severe quenching in the crystalline state. Herein, we report a strategy to construct a donor-sp3 -acceptor type luminogen that exhibits aggregation-induced emission (AIE) while the donor-sp2 -acceptor counterpart structure exhibits a non-emissive solid state. Unexpectedly, it was discovered that a trace amount (0.01 %) of the structurally similar derivative, produced by a side reaction with the DMF solvent, could induce strong RTP with an absolute RTP yield up to 25.4 % and a lifetime of 48 ms, although the substance does not show RTP by itself. Single-crystal XRD-based calculations suggest that n-σ* orbital interactions as a result of structural similarity may be responsible for the strong RTP in the bicomponent system. This study provides a new insight into the design of multi-component, solid-state RTP materials from organic molecular systems.

Keywords: aggregation-induced emission; chromophore-solvent reactions; persistent mechanoluminescence; room-temperature phosphorescence; sp3 linked donor-acceptor.