论文部分内容阅读
Tr?ger’s bases(TB)具有特殊的刚性、立体Λ-型扭转构型,理论上,在分子堆积时其空间位阻作用不利于形成易引起“固态荧光淬灭”π-π密堆积,可以有效改善有机发光材料中常见的由π-π密堆积引起的固态荧光淬灭现象.选择Λ-型TB骨架作为分子的基本框架,首先以溴代Λ-型TB为原料合成了醛基取代的TB,再通过醛基-TB与取代苯乙腈类化合物经过简单的Knoevenagel缩合反应首次高效地合成了4个具有聚集态荧光增强特性的TB-氰基取代苯乙烯衍生物1a、2a、3a和4a,我们又通过钯催化的Heck偶联反应成功地将2-乙烯基噻吩引入到Λ-型TB中,合成了结构对称的D-π-C-π-D型TB衍生物5a,这些化合物均具有较大的Stokes位移.所有产物均通过1H NMR,13C NMR和HRMS等进行表征,并详细地对这些化合物的光电物理性质等进行了深入的研究,并重点探索验证了这些化合物的聚集诱导发光现象,它们在掺水聚集过程中均表现出明显的聚集荧光增强的性质,表明我们所合成的这些化合物均具有良好的聚集诱导发光性能(AIE).通过测试化合物1a、2a和5a在不同溶剂中的紫外吸收光谱和荧光光谱,表明化合物2a具有一定的溶剂效应,且这3个化合物的荧光发射峰位置都随着溶剂极性不同而发生变化,说明这些化合物存在着一定的ICT跃迁效应.通过对这些化合物的初步探究,希望这类新型固态发光TB衍生物能够在电致发光材料等领域具有潜在的应用价值.
Trüger’s bases (TB) have a special rigid, three-dimensional Λ-type torsional configuration. Theoretically, the steric hindrance in the molecular packing is not conducive to the formation of easily-confined π-π , Which can effectively improve the phenomenon of solid-state fluorescence quenching caused by close packing of π-π, which is common in organic light-emitting materials.Selecting the Λ-type TB framework as the basic framework of the molecule, firstly, the brominated Λ-type TB Substituted TB, and then through the simple Knoevenagel condensation reaction of aldehyde-TB and substituted benzene acetonitrile compounds for the first time efficiently synthesized four TB-cyano-substituted styrene derivatives 1a, 2a, 3a And 4a, we succeeded in introducing 2-vinylthiophene into Λ-TB by palladium-catalyzed Heck coupling reaction to synthesize a symmetrical D-π-C-π-D TB derivative 5a All compounds have large Stokes shift.All the products were characterized by1H NMR, 13C NMR and HRMS and so on, and the photoelectric physical properties and so on of these compounds were deeply studied in detail, and the concentration of these compounds was verified Induction of luminescence, they are water-doped poly Which showed that all the compounds we synthesized have good aggregation-induced luminescence properties (AIE) .Through testing the ultraviolet absorption spectra and fluorescence spectra of compounds 1a, 2a and 5a in different solvents, Spectra show that compound 2a has a certain solvent effect and the positions of the fluorescence emission peaks of these three compounds change with the polarity of the solvent, indicating that some of these compounds have some ICT transition effects.Through the preliminary exploration of these compounds , Hope that these new solid-state light-emitting TB derivatives can have potential applications in areas such as electroluminescent materials.