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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(DCDSC)、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(DCDH4C)。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、DCDH_3C和DCDH_4C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、DCDH3C和DCDH_4C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DCDH3C的发射波长红移了27 nm,而4位取代羟基的DCDH4C的发射波长红移了45 nm。其主要原因在于DCDSC、DCDH_3C和DCDH_4C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。
Three novel isophorone-based single crystal fluorescent materials were synthesized: 3-bisacrylonitrile-5,5-dimethyl-1-styrylcyclohexene (DCDSC), 3-bisacrylonitrile- 5-dimethyl-1- (3-hydroxystyrene) cyclohexene (DCDH3C) and 3-bisacrylonitrile-5,5-dimethyl-1- (4-hydroxystyryl) Cyclohexene (DCDH4C). Their molecular structures were confirmed by proton nuclear magnetic resonance and elemental analysis. The crystal structure data of three kinds of materials were obtained by single crystal X-ray diffraction. The UV absorption spectra of DCDSC, DCDH_3C and DCDH_4C were in the order of 390,398,424 nm in the long wavelength region and 268,269,283 nm in the short wavelength region. The maximum emission peaks of DCDSC, DCDH3C and DCDH_4C in THF were 522,549 and 567 nm, respectively. Compared with DCDSC, the emission wavelength of DCDH3C with 3-hydroxyl substitution was red-shifted by 27 nm, while the emission wavelength of DCDH4C with 4-hydroxyl substitution was red-shifted by 45 nm. The main reason is that DCDSC, DCDH_3C and DCDH_4C have different hydrogen bonding effects. Of course, the type and location of substituents may also play a role in the emission wavelength of the material.