Two-dimensional structural ordering in a chromophoric ionic liquid for triplet energy migration-based photon upconversionElectronic supplementary information (ESI) available: XRPD patterns, fluorescence and UC emission decays, TTA-UC mechanism, absorption spectra. CCDC 1574167. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c7cp06266d

A novel chromophoric ionic liquid (IL) with two-dimensional (2D) nanostructural order is developed, and its structure-property relationship is investigated by harnessing photon upconversion based on triplet energy migration. An ion pair of 9,10-diphenylanthracene-2-sulphonate (DPAS) and asymmetric quaternary phosphonium ion exhibited both ionic crystal (IC) and supercooled IL phases at room temperature. Single crystal X-ray analysis of the IC phase showed an alternate alignment of polar (ionic) and non-polar (non-ionic) layers, and this layered structure was basically maintained even in the IL phase. The diffusion length of triplet excitons in the IL phase, obtained by the analysis of upconverted emission in succession to triplet-triplet annihilation (TTA), is larger than the domain size estimated from powder X-ray analysis. This suggests that triplet excitons in chromophoric ILs can diffuse over the nanostructured domains. Triplet exciton diffusion in a chromophoric ionic liquid with two-dimensional order is studied and utilized for photon upconversion.