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We report an unprecedented strategy to generate and amplify near-infrared (NIR) emission in an organic chromophore by mechanical stress or gelation pathways. A greenish-yellow emitting film of π-extended Bodipy-1 , obtained from n -decane, became orange-red upon mechanical shearing, with a 15-fold enhancement in NIR emission at 738 nm. Alternatively, a DMSO gel of Bodipy-1 exhibited a 7-fold enhancement in NIR emission at 748 nm with a change in emission color from yellow to orange-red upon drying. The reason for the amplified NIR emission in both cases is established from the difference in chromophore packing, by single crystal analysis of a model compound ( Bodipy-2 ), which also exhibited a near identical emission spectrum with red to NIR emission (742 nm). Comparison of the emission features and WAXS and FT-IR data of the sheared n -decane film and the DMSO xerogel with the single crystal data supports a head-to-tail slipped arrangement driven by the N-H···F-B bonding in the sheared or xerogel states, which facilitates strong exciton coupling and the resultant NIR emission.

An unprecedented amplification of near-infrared emission in a Bodipy derived π-system by stress or gelation