氢键作用对基于异佛尔酮发光材料的荧光性能的影响

摘要

Three luminescence materials, 3-(dicyanomethylene)-5,5-dimethyl-1-styryl-cyclohexene (DCDSC), 3-(dicyanomethylene)-5,5-dimethyl-1-(3-hydroxy-styryl)cyclohexene(DCDH3C) and 3-(dicyanomethylene)-5,5-dimethyl-1-(4-hydroxy-styryl)cyclohexene (DCDH4C), were designed and synthesized, respectively. These compounds were confirmed by 1 H NMR and elemental analy-sis, and their crystal structures were confirmed by single-crystal X-ray diffraction ( XRD) . UV-Vis absorption peaks of DCDSC, DCDH3 C and DCDH4 C materials in THF solutions in turns are at about 268 and 390 nm, 269 and 398 nm, as well as 283 and 424 nm. Their maximum emission peaks are at 522, 549 and 567 nm in liquid state, respectively, which may be mainly ascribed to difference between their hydrogen bond besides substituent effect.%合成了3种基于异佛尔酮的新型单晶荧光材料：3-二丙烯腈基-5,5-二甲基-1-苯乙烯基环己烯( DCD-SC)、3-二丙烯腈基-5,5-二甲基-1-(3-羟基苯乙烯基)环己烯(DCDH3C)及3-二丙烯腈基-5,5-二甲基-1-(4-羟基苯乙烯基)环己烯( DCDH4 C)。通过氢核磁共振谱和元素分析确定了它们的分子结构。通过单晶X射线衍射获得了3种材料的晶体结构数据。 DCDSC、DCDH3 C和DCDH4 C的紫外吸收光谱依序分布在长波区的390,398,424 nm,短波区分布在268,269,283 nm。 DCDSC、DCDH3 C和DCDH4 C在THF中的最大发射峰分别位于522,549,567 nm。与DCDSC相比,3位羟基取代的DCDH3 C的发射波长红移了27 nm,而4位取代羟基的DCDH4 C的发射波长红移了45 nm。其主要原因在于DCDSC、DCDH3 C和DCDH4 C存在不同的氢键作用,当然,取代基的类型及位置等也可能对材料的发射波长产生一定作用。