5 years ago

Bistable Polyaromatic Aminoboranes: Bright Solid State Emission and Mechanochromism

Bistable Polyaromatic Aminoboranes: Bright Solid State Emission and Mechanochromism
Neena K. Kalluvettukuzhy, Pakkirisamy Thilagar
Reported herein are the synthesis, structure, and intriguing optical characteristics of four new polyaromatic aminoboranes (14) bearing dimesitylboron (Mes2B) as electron-accepting unit(s) and diphenylamine (Ph2N) as electron-donating unit(s). These compounds are strongly fluorescent in the solid state. Crystalline samples of 1 and triarylborane-decorated aminoboranes 3 and 4 were found to be blue emitters in the solid state. Compounds 1 and 2 showed aggregation-induced emission (AIE) and aggregation-induced emission color switching, respectively, while 3 and 4 exhibited aggregation-induced emission enhancement. Compounds 1 and 2 showed fascinating mechanofluorochromism upon grinding, and such fluorescence changes are due to a crystalline–amorphous phase transition, as confirmed by powder X-ray diffraction studies (PXRD). Interestingly, a ground sample of 2 was found to be stable and did not revert back upon removal of external stress even after the sample was kept over a long period of time under ambient conditions (more than 6 months). “IPC” was written on a substrate of 2, and the part that was touched showed fluorescence different from the rest of the substrate, which could be erased by heating, demonstrating its capability for rewritable data storage devices. The effect of steric and electronic factors on the optical properties of molecules was corroborated by DFT computational studies.

Publisher URL: http://dx.doi.org/10.1021/acs.organomet.7b00332

DOI: 10.1021/acs.organomet.7b00332

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