Departamento de Química Inorgánica, Orgánica y Bioquímica, Facultad de Farmacia, Universidad de Castilla-La Mancha, C/ José María Sánchez Ibañez s/n, 02008 Albacete (Spain), Centro Regional de Investigaciones Biomédicas (CRIB), C/ Almansa s/n, 02008, Albacete, Spain.
Departamento de Química Inorgánica, Orgánica y Bioquímica, Facultad de Ciencias y Tecnologías Químicas, Universidad de Castilla-La Mancha, Avenida Camilo José Cela 10, 13071, Ciudad Real, Spain.
Chemistry. 2020 Nov 2;26(61):13990-14001. doi: 10.1002/chem.202002920. Epub 2020 Sep 30.
Different molecular strategies have been carefully evaluated to produce solid-state luminescence enhancement (SLE) in compounds that show dark states in solution. A set of α-phenylstyrylarene derivatives with a butterfly shape have been designed and synthesised, for the first time, with the aim of improving the solid-state fluorescence emission of their parent styrylarene compounds. Although these butterfly molecules are not fluorescent in solution, one of them (1,2,4,5-tetra(α-phenylstyryl)benzene) exhibits a fluorescence quantum yield as high as 68 % in a drop-cast sample and 31 % in its crystalline form. In contrast, 1,3,5-tris(α-phenylstyryl)benzene and 4,6-bis(α-phenylstyryl)pyrimidine do not show SLE. A range of fluorescence spectroscopy experiments and DFT calculations were carried out to unravel the origin of different photophysical behaviour of these compounds in the solid state. The results indicate that a rational strategy to control the SLE effect in luminogens depends on a delicate balance between molecular properties and inter-/intramolecular interactions in the solid state.
为了改善母体苯乙烯化合物在固态下的荧光发射，我们首次设计并合成了一组具有蝴蝶形状的α-苯基苯乙烯衍生物，用于产生固态发光增强（SLE）。尽管这些蝴蝶分子在溶液中没有荧光，但其中一种（1,2,4,5-四（α-苯基苯乙烯基）苯）在滴铸样品中表现出高达 68%的荧光量子产率，在其晶态中表现出 31%的荧光量子产率。相比之下，1,3,5-三（α-苯基苯乙烯基）苯和 4,6-双（α-苯基苯乙烯基）嘧啶则没有 SLE。进行了一系列荧光光谱实验和 DFT 计算，以揭示这些化合物在固态下不同光物理行为的起源。结果表明，控制发光体中 SLE 效应的合理策略取决于分子性质与固态中分子间/分子内相互作用之间的微妙平衡。
