1,8-萘酰亚胺荧光单体的合成及光谱的量子化学研究

张跃华; 张其平; 石文艳; 雷武; 夏明珠; 王风云

doi:10.3788/fgxb20113205.0505

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1,8-萘酰亚胺荧光单体的合成及光谱的量子化学研究

光谱分析 | 更新时间：2020-08-12

- 1,8-萘酰亚胺荧光单体的合成及光谱的量子化学研究
- Synthesis and Quantum Chemistry Study on Fluorescence Spectra of Three 1,8-naphthalimide Monomers
- 发光学报 2011年32卷第5期页码：505-513
- 作者机构：
  
  1. 盐城工学院化学与生物工程学院,江苏盐城,224051
  2. 南京理工大学工业化学研究所,江苏南京,210094
  3. 南通大学化学化工学院,江苏南通,226007
- 作者简介：
- 基金信息：
  
  国家自然科学基金(20906052)();江苏省南通市科技基金(K2008023)();盐城工学院开放项目(XKY2011004)资助项目()
- DOI：10.3788/fgxb20113205.0505
  中图分类号： TQ617.3;O482.31
- 收稿日期：2010-09-13，
  
  修回日期：2010-11-03，
  
  网络出版日期：2011-05-22，
  
  纸质出版日期：2011-05-22
- 稿件说明：
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张跃华, 张其平, 石文艳, 雷武, 夏明珠, 王风云. 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): 505-513

ZHANG Yue-hua, ZHANG Qi-ping, SHI Wen-yan, LEI Wu, XIA Ming-zhu, WANG Feng-yun. Synthesis and Quantum Chemistry Study on Fluorescence Spectra of Three 1,8-naphthalimide Monomers[J]. Chinese Journal of Luminescence, 2011,32(5): 505-513
张跃华, 张其平, 石文艳, 雷武, 夏明珠, 王风云. 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): 505-513 DOI： 10.3788/fgxb20113205.0505.

ZHANG Yue-hua, ZHANG Qi-ping, SHI Wen-yan, LEI Wu, XIA Ming-zhu, WANG Feng-yun. Synthesis and Quantum Chemistry Study on Fluorescence Spectra of Three 1,8-naphthalimide Monomers[J]. Chinese Journal of Luminescence, 2011,32(5): 505-513 DOI： 10.3788/fgxb20113205.0505.

摘要

以4-溴-1

8-萘二甲酸酐和N-甲基哌嗪为原料

合成了3种水溶性1

8-萘酰亚胺荧光单体

并以红外光谱、氢核磁共振谱、质谱及元素分析对产物进行了表征

测定了它们的激发光谱和发射光谱。运用PM3方法对这3种化合物的基态和激发态进行了几何构型全优化。结构分析表明:基态下

3种荧光单体的环均处于同一平面

且体系为较大的共轭体系。振动分析表明

上述优化构型均为稳定结构。在此基础上

应用含时密度泛函理论(TD-DFT)

在B3LYP/6-31G

水平下分别计算了该3种单体的激发和发射光谱。预测的光谱性质与实验结果符合得较好。

Abstract

Three water soluble 1

8-naphthaline fluorescent monomers were synthesized by using 4-bromo-1

8-naphthalic anhydride and N-methyl-piperazine. The structures were characterized by IR

H NMR and element analysis. The fluorescent excitation and emission spectra were investigated. The structures of the three flourescent monomers were optimized in the ground and the first excited state by PM3 method. The analysis of structure indicates that the rings in the three fluorescent monomers are in the same plane

and the conjugate system is formed. For all the optimal configurations

there is no imaginary frequency after vibrational analysis

which indicates that the structures are true local minima. On the basis of optimized structures for both the ground state and the first excited state

the time dependent density function theory(TD-DFT)at the B3LYP/6-31G

level was used to predict the absorption and emission wavelength.The results indicate that the wavelength of the excitation and emission spectra are well consistent with the experimental data.

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references

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