| 光谱学与光谱分析 |
|
|
|
|
|
| Synthesis and Theoretical Study on Fluorescence Property of 4-(2-Hydroxybenzylideneamino)Phenyl Ethanone Schiff Base |
| LIANG Xiao-rui1, WANG Gang2*, JIANG Yan-lan1, QU Cheng-li2, WANG Xiu-juan2, ZHAO Bo3 |
| 1. Department of Basic Sciences, Naval Aeronautical and Astronautical University, Yantai 264001, China2. Yantai Institute of Coastal Zone Research, Chinese Academy of Sciences, Yantai 264003, China3. School of Chemistry and Environmental Science，Nanjing Normal University，Nanjing 210097, China |
|
|
|
|
Abstract Using salicylaldehyde and 4-aminophenyl ethanone as raw material, a Schiff base derivative 4-(2-hydroxybenzylideneamino)phenyl ethanone was synthesized by the solid phase reaction method at room temperature. The structure of the product was characterized by elemental analysis and 1HNMR. The UV spectra, fluorescence emission spectra and fluorescence quantum yield of the title Schiff base derivative were investigated. The results showed that this Schiff base displayed superior fluorescence property. The ground state configuration of the title Schiff base was optimized by density functional theory (DFT) method at the B3LYP/6-311G level. After vibrational analysis, there is no imaginary frequency, which indicates that the structure is stable. Then the ground state configuration was optimized to the excited state configuration by the method of single excited interactions CIS. Based on the optimized structure for the ground state and excited state time-dependent density functional theory (TD-DFT) calculations were carried out at the B3LYP/6-31G level to predict the absorption spectra and the fluorescence spectra. The results show that the computed spectra were comparable with the spectra from the experiments. The relationship between the molecular structure and the fluorescence property of 4-(2-hydroxybenzylideneamino)phenyl ethanone was also discussed. The results obtained may provide some theoretical guidance for the design of new fluorescence compounds.
|
|
Received: 2013-04-01
Accepted: 2013-06-25
|
|
|
|
Corresponding Authors:
WANG Gang
E-mail: gwang@yic.ac.cn
|
|
[1] Myriam Bouhadid, Thomas Caron, Florian Veignal, et al. Talanta, 2012, 100 (15): 254.
[2] André E P Bastos, H Susanna Marinho, André M Cordeiro, et al. Chemistry and Physics of Lipids, 2012, 165: 577.
[3] Ma Changqi, Zhi Lianga, Wang Xuesong, et al. Synthetic Metals, 2003, 138 (3, 4): 537.
[4] Vladimir Bojinov, Ivo Grabchev. Polymer Degradation and Stability, 2004, 85(2): 789.
[5] ZHOU Liang, DENG Rui-ping，HAO Zhao-min, et al(周 亮，邓瑞平，郝召民，等). Acta Chimica Sinica(化学学报), 2012, 70 (18): 1904.
[6] LIANG Xiao-rui, ZHANG Yong, JIANG Yan-lan, et al(梁小蕊, 张 勇，江炎兰，等). Chemical Reagents(化学试剂)，2010, 32(3): 211.
[7] CHEN Chao，CHEN Guo-qing，GAO Shu-mei，et al(陈 超，陈国庆，高淑梅，等). Chinese Journal of Luminescence(发光学报), 2012, 33(6): 678.
[8] Andrei Ipatov, Antony Fouqueau, Carlos Perez del Valle, et al. Journal of Molecular Structure: Theochem, 2006, 762 (1-3): 179.
[9] Kenji Hirosea, Yigal Meirb, Ned S Wingreenc. Physica E, 2004, 22(1-3): 486.
[10] ZHANG Yue-jin, ZHANG Qi-ping, SHI Wen-yan, et al(张跃进，张其平，石文艳，等). Chinese Journal of Luminescence(发光学报), 2011, 32(5): 505.
|
| [1] |
TAN Ai-ling1, WANG Si-yuan1, ZHAO Yong2, ZHOU Kun-peng1, LU Zhang-jian1. Research on Vinegar Brand Traceability Based on Three-Dimensional Fluorescence Spectra and Quaternion Principal Component Analysis[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(07): 2163-2169. |
| [2] |
ZHOU Meng-ran1, LAI Wen-hao1*, WANG Ya1, 2, HU Feng1, LI Da-tong1, WANG Rui1. Application of CNN in LIF Fluorescence Spectrum Image Recognition of Mine Water Inrush[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(07): 2262-2266. |
| [3] |
CHEN Ji-wen1, XU Tao2, LIU Wei2, FANG Zhe1, QU Hua-yang1*, LIANG Yuan1, HU Xue-qiang1, LIU Ming-bo1. On-Line Determination of Light-Rare Earth Distribution by Energy Dispersive-X-Ray Fluorescence[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(07): 2284-2289. |
| [4] |
LIU Ling1, YANG Ming-xing1, 2*, LU Ren1, Andy Shen1, HE Chong2. Study on EDXRF Method of Turquoise Composition[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(06): 1910-1916. |
| [5] |
ZHANG Li-jiao1,2, LAI Wan-chang1, XIE Bo2, 3, HUANG Jin-chu1, LI Dan1, WANG Guang-xi1, YANG Qiang1, CHEN Xiao-li1. The Effect of Filterson on the Determination of Trace Heavy Metal Cd in Light Matrix by Energy Dispersive X-Ray Fluorescence Spectrometry[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(06): 1917-1921. |
| [6] |
TANG Zhu-rui1, 2, XI Bei-dou1, 3, 4, HE Xiao-song1, 3, TAN Wen-bing1, 3, ZHANG Hui1, 3, LI Dan1, 3, HUANG Cai-hong1, 3*. Structural Characteristics of Dissolved Organic Compounds during Swine Manure Composting[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(05): 1526-1532. |
| [7] |
ZHOU Meng-ran, HU Feng*, YAN Peng-cheng, LIU Dong. Laser Induced Fluorescence Spectrum Analysis of Water Inrush in Coal Mine Based on FCM[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(05): 1572-1576. |
| [8] |
WANG Shi-fang, LUO Na, HAN Ping*. Application of Energy-Dispersive X-Ray Fluorescence Spectrometry to the Determination of As, Zn,Pb and Cr in Soil[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(05): 1648-1654. |
| [9] |
ZHANG Qiu-hui1, GUO Zhuang-zhi1, FENG Guo-ying2. The Effect of Incident Laser Power on Raman Spectra and Photoluminescence Spectra of Silicon Nanowires[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(04): 1118-1121. |
| [10] |
LI Shuang-fang1,2, GUO Yu-bao1*, SUN Yan-hui2, GU Hai-yang2. Rapid Identification of Sunflower Seed Oil Quality by Three-Dimensional Synchronous Fluorescence Spectrometry[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(04): 1165-1170. |
| [11] |
ZHU Cong-hai1, 3, CHEN Guo-qing1, 3*, ZHU Chun1, 2, 3, ZHAO Jin-chen1, 3, LIU Huai-bo1, 3, ZHANG Xiao-he1, 3, SONG Xin-shu1, 3. Studies of the Fluorescence Properties of Methanol and Ethanol Based on the Density Functional Theory[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(04): 1133-1138. |
| [12] |
OUYANG Heng1,2*, XIAO Jian-ren3, LIN Xiu-yong4, FAN Gong-duan4*. Compositional Characteristics of Dissolved Organic Matter in Water Treatment Systems of Water Source Heat Pump Based on Three-Dimensional Fluorescence Analysis[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(04): 1146-1152. |
| [13] |
WANG Yu-tian, LIU Ting-ting*, LIU Ling-fei, YANG Zhe, CUI Yao-yao. Determination of Polycyclic Aromatic Hydrocarbons in Water Based on Three Dimensional Fluorescence Spectroscopy Combined with Wavelet Compression and APTLD[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(04): 1171-1177. |
| [14] |
TANG Dong-lin1, WANG Qiao1, CHU Yi-neng2, LI Rui-hai2. Detecting H2S Gas Concentration by 1,8-Naphthalimides Fluorescent Probe[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(04): 1319-1323. |
| [15] |
WANG Xiang1, 2, 3, ZHAO Nan-jing1, 3*, YU Zhi-min2, MENG De-shuo1, 3, XIAO Xue1, 3, ZUO Zhao-lu1, 3,. Detection Method Progress and Development Trend of Organic Pollutants in Soil Using Laser-Induced Fluorescence Spectroscopy[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(03): 857-863. |
|
|
|
|
