|Table of Contents|

Synthesis and Quantum Chemistry Study of Two Fluorescent Dyes


Research Field:
Publishing date:


Synthesis and Quantum Chemistry Study of Two Fluorescent Dyes
SHI Wen-yan12 LV Zhi-min1LEI Wu2XIA Ming-zhu2WANG Feng-yun2 ZHANG Qi-ping3ZHANG Yue-hua3
1. Chemical and Biological Engineering College,Yancheng Institute of Technology,Yancheng 224051,China; 2. Institute of Industrial Chemistry,NUST,Nanjing 210094,China; 3. College of Chemistry and Chemical Engineering,Nantong University,Nantong 226007,China
fluorescent dyes spectrum quantum chemistry excitation wavelength emission wavelength time-dependent density function theory
TQ617. 3
To study the luminescence mechanism of fluorescent dyes, two different substituted 1,8 -naphthaline fluorescent dyes are synthesized using 4-bromo-1,8 -naphthalic anhydride and 2-dimethylaminoethylamine. The structures are characterized by mass spectrometry( MS) and nuclear magnetic resonance hydrogen spectrum( 1H NMR) and the excitation spectrum and emission spectrum are investigated. The structures in time-dependent density function theory at the B3LYP/6-31G( d) level. The calculated results indicate that electronic transition of such substances from ground states to excited states originates from the electronic transition from atoms outside the ring to the three six-membered rings and the wavelength of the excited and emission spectra have good agreement with the experimental data.ground state are optimized using density function theory. At the same time, the molecular structures of the first singlet excited state are optimized by single-excitation configuration interaction CIS/ 6-31G( d) . The excitation and emission wavelength based on the above structures are obtained by the


[1] Xu Zhaochao,Qian Xuhong,Cui Jingnan. Colorimetric and ratiometric fluorescent chemosensor with a large red-shift in emission: Cu(Ⅱ) -only sensing by deprotonation of secondary amines as receptor conjugated to naphthalimide fluorophore[J]. Organic Letters, 2005,7 ( 14) : 3029-3032.
[2] Hu Yulin,Wang Baoyang,Su Zhixing. Synthesis and photophysical properties of a novel green fluorescent polymer for Fe3+ sensing[J]. Polymer International, 2008, 57( 12) : 1343-1350.
[3] Guo Xiangfeng,Qian Xuhong, Jia Lihua. A highly selective and sensitive fluorescent chemosensor for Hg2+ in neutral buffer aqueous solution[J]. Journal of American Chemical Society, 2004, 126( 8) : 2272-2273.
[4] Gunnlaugsson T,Clive Lee T,Parkesh R. A highly selective and sensitive fluorescent PET( photoinduced electron transfer) chemsensor for Zn( Ⅱ) [J]. Organic Biomolecular Chemistry, 2003,1 ( 19) : 3265-3267.
[5] Staneva D,GrabchevⅠ, Soumillion J P, et a1. A new fluorosensor based on bis -1,8 -naphthalimide for metal cations and protons[J]. Journal of Photochemistry and Photobiology A: Chemistry, 2007, 189( 2 /3) : 192-197.
[6] Morris J D,Moriarty B E,Wei M,et al. Fluorescent monomers and tagged treatment polymers containing same for use in industrial water systems[P]. USA: US7875720B2, 2011-06-25.
[7] 张跃华,张其平,雷武,等. 含荧光基团的AA-HPA 共聚物的合成及性能研究[J]. 南京理工大学学报, 2010, 34( 1) : 152-156.
[8] 雷武,张跃华,朱江,等. 含荧光基团的AA-HPA 共聚 物的合成及性能研究[J]. 化工学报,2008,59( 2) : 520-525.
[9] 张其平,张跃华,黄丹. 水溶性的1,8-萘酰亚胺类荧光 单体的合成与表征[J]. 化学试剂, 2007, 29( 2) : 78-80.
[10] 雷武,张跃华,夏明珠,等. 含荧光基团的膦基马丙 共聚物的合成及性能[J]. 精细化工,2006,23( 7) : 687-691.
[11] 张跃华,张其平,石文艳,等. 1,8-萘酰亚胺荧光单 体的合成及光谱的量子化学研究[J]. 发光学报, 2011, 32( 5) : 505-509.
[12] Frisch M J,Trucks G W,Schlegel H B, et al. Gaussian 98,Revision A. 7 [CP/CD]. Pittsburgh,PA,USA: Gaussian, Inc, 1998.
[13] Casida M E, Jamorski C,Casida K C,et al. Molecular excitation energies to high-lying bound states from time dependent density-functional response theory: Characterization and correction of the time-dependent local density approximation ionization threshold[J]. Journal of Chemical Physics, 1998, 108( 11) : 4439-4449.
[14] 苏宇,刘珊,杨铭,等. 四种芳香稠环化合物荧光光谱的 量子化学研究[J]. 发光学报, 2006, 27( 3) : 363-366.


Last Update: 2012-10-25