Efficient Red‐Emissive Organic Crystals with Amplified Spontaneous Emissions Based on a Single Benzene Framework

• DOI: 10.1002/anie.201706517
• Publication Date: 2017-08-09T08:22:42Z
• Authors: Baolei Tang; Chenguang Wang; Yue Wang; Hongyu Zhang
• Keywords: 01 natural sciences; 0104 chemical sciences

AbstractRed‐emissive fluorophores generally consist of large π‐extended systems and thus encounter the problem of serious fluorescence quenching in the solid state. A series of structurally simple compounds 2,5‐bis(alkylamino)terephthalates 1 a–c are reported that consist of a very small π‐system (only a single benzene) but display efficient red emission in crystals. Crystal 1 a having a molecular weight of only 252 g mol−1 shows red emission with the maximum of 620 nm and a fluorescence quantum yield of 0.40. The unique emission property of crystal 1 a is mainly because of the planarization of skeleton dominated by the strong intramolecular hydrogen bonds and the packing structure with negligible π–π interactions contributed by the mini π‐system. Moreover, besides efficient red emission, high crystallinity with co‐planar facets endows crystal 1 a with significant amplified spontaneous emission.