Citation: Zhao Xianmei, Che Yuanyuan, Ding Sheng, Liu Lang. Structures and Emission Properties of Three Isomers of 1,3-Diphenyl-5-pyrazolone[J]. Chemistry, ;2016, 79(10): 952-957,980. shu

Structures and Emission Properties of Three Isomers of 1,3-Diphenyl-5-pyrazolone

1.
School of Chemistry and Chemical Engineering;Institute of Applied Chemistry, Key Laboratory of Energy Materials Chemistry, Ministry of Education, Xinjiang University, Urumqi 830046

Corresponding author: Liu Lang,
Received Date: 27 February 2016
Available Online: 20 April 2016
Fund Project:

Three isomers of 1,3-diphenyl-5-pyrazolone (DPP) with different color were obtained by recrystallization using three different solvents. Their composition and structures were characterized by IR, ¹H NMR, X-ray powder diffraction analysis. Their emission properties were studied by fluorescence spectra. The results indicated that these isomers exhibit aggregation-induced emission and photoisomerization behavior. Moreover, the recrystallization solvents can obviously affect the structure and property of the products. In addition, the composited film of DPP/polystyrene also exhibits good fluorescence property, indicating it has potential application in the field of antifake.
- Pyrazolone,
- Recrystallization,
- Aggregation-induced emission,
- Isomers,
- Film
1. [1]
  [1] J Roncali, P Leriche, A Cravino. Adv. Mater., 2007, 19:2045~2060.
2. [2]
  [2] B Liu, T T T Dan, G C Bazan. Adv. Funct. Mater., 2007, 17:2432~2438.
3. [3]
  [3] C W Tang, S A van Slyke. Appl. Phys. Lett., 1987, 51:913~915.
4. [4]
  [4] Y Li, J Zhao, C C He et al. J. Inorg. Biochem., 2015, 15:28~37.
5. [5]
  [5] J X Guo, D Z Jia, L Liu et al. J. Mater. Chem., 2011, 21:12202~12205.
6. [6]
  [6] L Liu, D Z Jia, Y L Ji et al. J. Photochem. Photobio. A., 2003, 154:117~122.
7. [7]
  [7] J P Hu, L Liu, D Z Jia et al. J. Photochem. Photobio. A, 2011, 217:117~124.
8. [8]
  [8] A Samat, L Liu, D Z Jia. ChemPhysChem, 2011, 12:2338~2344.
9. [9]
  [9] L Liu, X Y Xie, D Z Jia et al. J. Org. Chem., 2010, 75:4742~4747.
10. [10]
  [10] L Liu, H B Sun, A Samat et al. J. Photochem. Photobio. A, 2013, 267:55~59.
11. [11]
  [11] R Pardo, M Zayat, D Levy. J. Mater. Chem., 2009, 19:6756~6760.
12. [12]
  [12] C G Granqvist, A Azens, P Heszler et al. Sol. Energ. Mat. Sol. C, 2007, 91:355~365.
13. [13]
  [13] C Bechinger, S Ferrere, A Zaban et al. Nature, 1996, 383:608~610.
14. [14]
  [14] X C Yan, X J Wu, J K Xu. J. Mol. Struct., 2014, 1074:609~616.
15. [15]
  [15] A A Al-Mutairi, F E MEl-Baih, H M Al-Hazimi. J. Saud. Chem. Soc., 2010, 14:287~299.
16. [16]
  [16] O N Kataeva, A T Gubaidullin, I A Litvinov. J. Mol. Struct., 2002, 610:175~179.
17. [17]
  [17] J D Luo, Z L Xie, J W Y Lam et al. Chem. Commun., 2001, 18:1740~1741.
18. [18]
  [18] H Tong, Y Q Dong, M Häußler et al. Chem. Commun., 2006, 1133~1135.
19. [19]
  [19] Y Q Dong, J W Y Lam, A J Qin et al. Chem. Commun., 2007, 3255~3257.
20. [20]
  [20] A J Qin, J W Y Lam, F Mahtab et al. Appl. Phys. Lett., 2009, 94:253308.
21. [21]
  [21] Y Hong, J W Y Lam, B Z Tang. Chem. Soc. Rev., 2011, 40:5361~5388.
22. [22]
  [22] Y Liu, X T Tao, F Z Wang et al. J. Phys. Chem. C, 2007, 111:6544~6549.
23. [23]
  [23] Y N Hong, J W Y Lam, B Z Tang. Chem. Commun., 2009, 4332~4353.
24. [24]
  [24] T Z Ning, L Liu, D Z Jia et al. J. Photochem. Photobio. A., 2014, 291:48~53.
25. [25]
  [25] 李建宇, 王锡臣, 赵庆华. 化学试剂, 1997, 19:112~113.
26. [26]
  [26] J D Geerlings, C A G O Varma. J. Photochem. Photobio. A, 1999, 129:129~135.
27. [27]
  [27] L Liu, H B Sun, A Samat et al. J. Photochem. Photobio. A, 2013, 267:55~59.
28. [28]
  [28] J X Guo, L Liu, G F Liu et al. Org. Lett., 2007, 9:3989~3992.
29. [29]
  [29] 刘广飞, 刘浪, 贾殿赠等. 化学学报, 2004, 62:697~702.
30. [30]
  [30] Y Q Dong, J W Y Lam, Z Li et al. J. Inorg. Organomet. P., 2005, 15:287~291.
31. [31]
  [31] 许亮鑫, 朱宇峰, 申进波等. 高分子学报, 2011, 7:740~744.
32. [32]
  [32] 赵跃智, 蔡敏敏, 钱妍等. 化学进展, 2013, 25:296~321.
33. [33]
  [33] F C Spano. Acc. Chem. Res., 2010, 43:429~439.
34. [34]
  [34] J W Chen, C C W Law, J W Y Lam et al. Chem. Mater., 2003, 15:1535~1546.
35. [35]
  [35] H Y Chen, J W Y Lam, J D Luo et al. Appl. Phys. Lett., 2002, 81:574~576.
36. [36]
  [36] J T He, B Xu, F P Chen et al. J. Phys. Chem. C, 2009, 113:9892~9899.
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沈阳化工大学材料科学与工程学院沈阳 110142