树枝状芴衍生物的合成及其光物理性质研究  被引量:1

Synthesis and photophysical properties of dendritic fluorene derivatives

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作  者:张江坤[1,2] 魏怀鑫[1,2] 沈菁华[3] 汲中玲[1,2] 赵鑫[1,2] 

机构地区:[1]苏州科技大学化学生物与材料工程学院,江苏苏州215009 [2]江苏省环境功能材料重点实验室,江苏苏州215009 [3]苏州科技大学数理学院,江苏苏州215009

出  处:《化学研究与应用》2017年第8期1116-1120,共5页Chemical Research and Application

基  金:江苏省自然科学基金项目(BK20150282)资助;苏州市应用基础研究计划项目(SYG201440)资助;国家级大学生创新创业训练计划项目(201510332012Z)资助;苏州科技大学科研基金项目(XKQ201417)资助

摘  要:设计合成了2种树枝状分子2-[N,N-二(4-溴苯基)-4-氨基苯基]-7-{N-(4-溴苯基)-N-[4-(咔唑-9-基)苯基]-4-氨基苯基}-9,9-二己基芴(CAF)和2,7-双[N,N-二(4-二苯胺基苯基)-4-氨基苯基]-9,9-二己基芴(AAF),并通过~1H NMR谱图、元素分析等对其结构进行了表征,用紫外-可见(UV-Vis)光谱、荧光光谱、循环伏安法、热重分析(TGA)、差热分析(DSC)等研究了它们的光物理性质。结果表明,化合物CAF的CH_2Cl_2稀溶液的最大吸收峰位于365 nm,发射峰位于436 nm,属于蓝色荧光;AAF的CH_2Cl_2稀溶液的最大吸收峰位于354 nm,发射峰位于530 nm,属于绿色荧光;CAF和AAF的LUMO能级分别为-2.58和-2.41 eV,HOMO能级分别为-5.51和-5.22 eV,它们的HOMO能级均可与阳极ITO的功函数(-4.5^-5.0 eV)相匹配;化合物CAF和AAF的玻璃化温度分别为268和114℃,分解温度分别为377和397℃,均具有优良的热稳定性。bTwo dendritic molecules ,2-( N, N-bis-4-bromophenyl4-aminophenyl) -7-{N-4-bromophenyl-N-4-( carbazol-9-yl) phenyl4- aminophenyl } -9, 9-dihexylfluorene ( CAF ) and 2 , 7-bis (N , N-bis-4-diphenylaminophenyl4-aminophenyl ) -9 , 9-dihexylfluorene (AAF) ,were successfully designed and synthesized, and their structures were characterized by means of 1H NMR^elemental analy-sis. The photophysical properties of CAF and AAF were studied by ultraviolet-visble ( UV-Vis) absorption spectrum, fluorescence spectrum( PL) , cyclic voltammetry( CV) , thermogravimetric analysis ( TGA), differential scanning calorimetry ( DSC ). The highest absorption wavelengths of CAF and AAF in dilute CH2C12 were located at 365 and 354 nm, respectively. The emission wavelengths of CAF and AAF in dilute CH2C12 were located at 436 and 530 nm,respectively. So CAF, AAF emited blue and green fluorescent light, respectively. Cyclic voltammetry measurement showed that LOMO energy levels of CAF and AAF were located in-2. 58 and- 2. 41 eV,H0M0 energy levels were located in-5. 51 and-5. 22 eV,respectively. The HOMO energy levels of CAF and AAF matched with the energy levels of ITO. Both CAF and AAF had good thermal stability, for their glass transition temperatures were 268 and 114 ℃ and decomposition temperatures were 377 and 397 ℃,respectively.

关 键 词:树枝状分子 芴衍生物 合成 光物理性质 

分 类 号:O621.2[理学—有机化学]

 

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