Synthesis,Crystal Structure and Optical Prosperities of a Carboxylic Acid Functionalized Carbazole Derivative  

作　　者：杨利 朱舒卷 白向阳 张俊 许献云 孔林 

机构地区：[1]College of Chemistry & Chemical Engineering,Anhui University [2]College of Chemistry & Chemical Engineering

出　　处：《Chinese Journal of Structural Chemistry》2017年第1期175-181,共7页结构化学（英文）

基　　金：Supported by the Natural Science Foundation of Anhui Province(1508085SMB208);the Educational Commission of Anhui Province(KJ2016A788)

摘　　要：A novel carbazole derivative 2-cyano-3-（9-ethyl-9H-carbazol-3-yl）-acrylic acid ethyl ester（L） was designed and synthesized through Vilsmeier and Knoevenagelreactions, which was characterized by FT-IR, ~1H NMR and13 C NMR spectra. The crystal of L crystallizes in the monoclinic system, space group P21/c with a = 10.8298（15）, b = 13.4660（19）, c = 15.4358（16） ？, β = 131.214（6）o, V = 1693.4（4） ？~3, Z = 4, Dc = 1.249 g/cm^3, Mr = 318.36, μ = 0.082 mm-1, F（000） = 672, completeness to theta was 99.9% and GOOF = 1.091.Rint = 0.0338, R（I 〉2σ（I）） = 0.0631, w R（I 〉 2σ（I）） = 0.1861, R（all data） = 0.1027 andw R（all data） = 0.2105. There were three types of weak intermolecular interactions（C（8）–H（8）···N（2）, C（14）–H（14）···O（2） and C（20B）– H（20B）···π）among the adjacent molecules to construct a three-dimensional single crystal. The UV-Vis spectra, fluorescence emission and time-dependent density functional theory（TD-DFT） calculation of L were studied and the results revealedthe existence of intramolecular charge transfer（ICT） process of L molecule. The optical properties indicated that it can be used as a potential candidate in the application oforganic light emitting diodes（OLEDs）.A novel carbazole derivative 2-cyano-3-（9-ethyl-9H-carbazol-3-yl）-acrylic acid ethyl ester（L） was designed and synthesized through Vilsmeier and Knoevenagelreactions, which was characterized by FT-IR, ~1H NMR and13 C NMR spectra. The crystal of L crystallizes in the monoclinic system, space group P21/c with a = 10.8298（15）, b = 13.4660（19）, c = 15.4358（16） ？, β = 131.214（6）o, V = 1693.4（4） ？~3, Z = 4, Dc = 1.249 g/cm^3, Mr = 318.36, μ = 0.082 mm-1, F（000） = 672, completeness to theta was 99.9% and GOOF = 1.091.Rint = 0.0338, R（I 〉2σ（I）） = 0.0631, w R（I 〉 2σ（I）） = 0.1861, R（all data） = 0.1027 andw R（all data） = 0.2105. There were three types of weak intermolecular interactions（C（8）–H（8）···N（2）, C（14）–H（14）···O（2） and C（20B）– H（20B）···π）among the adjacent molecules to construct a three-dimensional single crystal. The UV-Vis spectra, fluorescence emission and time-dependent density functional theory（TD-DFT） calculation of L were studied and the results revealedthe existence of intramolecular charge transfer（ICT） process of L molecule. The optical properties indicated that it can be used as a potential candidate in the application oforganic light emitting diodes（OLEDs）.

关 键 词：carbazole ICT single-crystal structure optical properties 

分 类 号：O641.4[理学—物理化学]