研究论文

8-羟基喹啉席夫碱衍生物及其金属配合物的合成及荧光性质研究

  • 王辉 ,
  • 张永红 ,
  • 陶敬奇 ,
  • 曾卓 ,
  • 曾和平
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  • 华南师范大学化学与环境学院 广东广州 510006

收稿日期: 2011-07-02

  修回日期: 2011-10-05

  网络出版日期: 2012-03-09

基金资助

广东省科技计划(No. 2008B010600008)资助项目.

Synthesis and Photoluminescence Properties of 8-Hydroxyquinoline Schiff Base Derivatives and Their Metal Complexes

  • WANG Hui ,
  • ZHANG Yong-Hong ,
  • TAO Jing-Qi ,
  • ZENG Zhuo ,
  • ZENG He-Ping
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  • School of Chemistry and Environment, South China Normal University, Guangzhou 510006

Received date: 2011-07-02

  Revised date: 2011-10-05

  Online published: 2012-03-09

Supported by

Project supported by the Science and Technology Plan Project of Guangdong Province (No. 2008B010600008).

摘要

设计合成了三种新的8-羟基喹啉席夫碱衍生物4-(8-羟基喹啉-5-亚胺甲基)-7-甲氧基苯并吡喃-2-酮(3a), 4-(8-羟基喹啉-5-亚胺甲基)-7-己氧基苯并吡喃-2-酮(3b)和4-(8-羟基喹啉-5-亚胺甲基)-7-十八烷氧基苯并吡喃-2-酮(3c)及其铝、锌配合物, 产物结构经1H (13C) NMR, MS, HRMS, IR 和元素分析表征, 研究了它们的荧光发光性能.

本文引用格式

王辉 , 张永红 , 陶敬奇 , 曾卓 , 曾和平 . 8-羟基喹啉席夫碱衍生物及其金属配合物的合成及荧光性质研究[J]. 有机化学, 2012 , 32(02) : 354 -359 . DOI: 10.6023/cjoc1107021

Abstract

Three new 8-hydroxyquinoline Schiff base derivatives, such as 4-[(8-hydroxyquinolin-5-ylimino)methyl]-7-methoxy-2H-chromen-2-one (3a), 4-[(8-hydroxyquinolin-5-ylimino)methyl]-7-hexyloxy-2H-chromen-2-one (3b), 4-[(8-hydroxyquinolin-5-ylimino)methyl]-7-octadecyloxy-2H-chromen-2-one (3c), and their aluminium and zinc complexes have been synthesized. Compound structures were identified by means of 1H (13C) NMR, IR, MS, HRMS and elemental analysis. Their fluorescence properties were discussed.

参考文献

[1] Tang, C. W.; Vanslyke, S. A. Appl. Phys. Lett. 1987, 51, 913.

[2] Burrows, H. D.; Fernandes, M.; Seixas de Melo, J.; Monkman, A. P.; Navaratnam, S. J. Am. Chem. Soc. 2003, 125, 15310.

[3] Hosokawa, C.; Tokailin, H.; Higashi, H.; Kusumoto, T. Appl. Phys. Lett. 1992, 60, 1220.

[4] Matsumura, M.; Akai, T. Jpn. J. Appl. Phys. 1996, 35, 5357.

[5] Garbuzov, D. Z.; Bulovic, V.; Burrows, P. E.; Förrest, S. R. Chem. Phys. Lett. 1996, 249, 433.

[6] Burrows, P. E.; Shen, Z.; Bulovic, V.; McCarty, D. M.; Förrest, S. T.; Cronin, J. A.; Thompson, M. E. J. Appl. Phys. 1996, 79, 7991.

[7] Chen, C.-H.; Shi, J. M. Coord. Chem. Rev. 1998, 171, 161.

[8] Ouyang, X.-H.; Zeng, H.-P.; Xie, Y. Chin. J. Org. Chem. 2007, 27, 402 (in Chinese). (欧阳新华, 曾和平, 谢彦, 有机化学, 2007, 27, 402.)

[9] Pohl, R.; Anzenbacher, P. Jr. Org. Lett. 2003, 5, 2769.

[10] Pohl, R.; Montes, V. A.; Shinar, J.; Anzenbacher, P. Jr. J. Org. Chem. 2004, 69, 1723.

[11] Burrows, P. E.; Sapochak, L. S.; McCarty, D. M.; Förrest, S. R.; Thompson, M. E. Appl. Phys. Lett. 1994, 64, 2718.

[12] Tang, C. W.; Vanslyke, S. A.; Chen, C.-H. J. Appl. Phys. 1989, 65, 3610.

[13] Lee, M. T.; Yen, C. K.; Yang, W.-P.; Chen, H.-H.; Liao, C.-H.; Tsai, C. H.; Chen, C.-H. Org. Lett. 2004, 6, 1241.

[14] Swanson, S. A.; Wallraff, G. M.; Chen, J.-P.; Zhang, W.-J.; Bozano, L. D.; Carter, K. R.; Salem, J. R.; Villa, R.; Scott, J. C. Chem. Mater. 2003, 15, 2305.

[15] Alexander, V. M.; Bhat, R. P.; Samant, S. D. Tetrahedron Lett. 2005, 46, 6957.

[16] Xu, S.; Xu, S.-P.; Li, L.-M. Acta Pharm. Sinica 2001, 36, 269 (in Chinese). (徐嵩, 徐世平, 李兰敏, 药学学报, 2001, 36, 269.)

[17] Fan, L.-Q.; Zhu, W.-H.; Li, J.; Yang, S.-J.; Tian, H. Chemistry 2004, 67, 50 (in Chinese). (范立强, 朱为宏, 李晶, 杨松杰, 田禾, 化学通报, 2004, 67, 50.)
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