1,2 - 二苯基 - 4 -（3 - 甲氧基苯基）- 1,3 - 环戊二烯的合成、分子结构及光致发光性质
Synthesis, molecular structure and photoluminescence properties of 1,2-diphenyl-4-(3-methoxyphenyl)-1,3-cyclopentadiene.
作者信息
Ye Junwei, Deng Dai, Gao Yuan, Wang Xiaoxiao, Yang Lijian, Lin Yuan, Ning Guiling
机构信息
State Key Laboratory of Fine Chemicals and School of Chemical Engineering, Faculty of Chemical, Environmental and Biological Science and Technology, Dalian University of Technology, 2 Linggong Road, Dalian 116024, PR China.
State Key Laboratory of Fine Chemicals and School of Chemical Engineering, Faculty of Chemical, Environmental and Biological Science and Technology, Dalian University of Technology, 2 Linggong Road, Dalian 116024, PR China.
出版信息
Spectrochim Acta A Mol Biomol Spectrosc. 2015 Jan 5;134:22-7. doi: 10.1016/j.saa.2014.06.074. Epub 2014 Jun 21.
1,2-Diphenyl-4-(3-methoxyphenyl)-1,3-cyclopentadiene (DPMPCP) was synthesized via aldol condensation reaction followed by cyclization and dehydration reaction. Its structure was characterized by (1)H NMR, (13)C NMR spectra, high-resolution mass spectrometry and single-crystal X-ray diffraction. The UV-vis absorption and photoluminescence spectra of DPMPCP in solution and aggregation state were studied. It shows solvent-dependent fluorescence emission and aggregation-induced emission enhancement (AIEE) characteristic when DPMPCP aggregated in water/acetonitrile mixture or in crystals. The crystal structure analysis reveals combination effects of J-aggregation molecule stacking and restriction of intramolecular rotation by intermolecular interactions on AIEE. Additionally, the thermal stability, electrochemical property and DFT calculation of DPMPCP were investigated.
1,2-二苯基-4-(3-甲氧基苯基)-1,3-环戊二烯（DPMPCP）通过羟醛缩合反应，随后进行环化和脱水反应合成。其结构通过氢核磁共振（¹H NMR）、碳核磁共振（¹³C NMR）光谱、高分辨率质谱和单晶X射线衍射进行表征。研究了DPMPCP在溶液和聚集态下的紫外可见吸收光谱和光致发光光谱。当DPMPCP在水/乙腈混合物或晶体中聚集时，它表现出溶剂依赖性荧光发射和聚集诱导发光增强（AIEE）特性。晶体结构分析揭示了J-聚集分子堆积和分子间相互作用对分子内旋转的限制对AIEE的综合影响。此外，还研究了DPMPCP的热稳定性、电化学性质和密度泛函理论（DFT）计算。
Zotero 插件