以四苯基环戊二烯酮和二苯乙炔衍生物为原料,在高温下(250~300℃)通过Diels-Alder加成反应合成了六苯基苯(HPB)和(4-溴苯基)五苯基苯(HPB—Br),进一步采用氯化铜和无水氯化铝为催化剂室温下在二硫化碳溶剂中脱氢环化获得标题化合物,并通过红外光谱、紫外-可见吸收光谱、核磁共振氢谱和元素分析对产物的结构进行了表征。热重分析表明,六苯并蔻类化合物具有较高的热稳定性;荧光光谱表明,六苯并蔻(HBC)和单溴代六苯并蔻(HBC—Br)的发光光谱都具有清晰的精细结构,最大发射峰位置分别在482.2和482.8nm处。
Hexaphenylbenzene (HPB) and (4-bromophenyl) pentaphenylbenzene (HPB-Br) were synthesized by DielsAlder reaction of tetraphenyleyclopentadienone and tolan derivatives at high temperature from 250 ℃ and 300 ℃. Hexabenzoeoronene (HBC) and monobromohexabenzocoronene (HBC-Br) were synthesized via the cyclodehydrogenation reaction of HPB and HPB-Br in CS2 using CuC12/A1C13 as catalyst. The structure was confirmed by FT-IR, UV-Vis, 1HNMR spectroscopy and elemental analysis. Hexabenzocoronene derivatives have excellent thermal stability. The fluorescence spectra of HBC and HBC-Br exhibit clear fine structure with the maximum emitting wavelength of 482. 2 nm and 482. 8 nm respectively.