Citation: Cao Yi, Lu Yun. Syntheses and Properties of Three Schiff Bases Containing Salicylaldehyde Units[J]. Chemistry, ;2017, 80(6): 539-543. shu

Syntheses and Properties of Three Schiff Bases Containing Salicylaldehyde Units

Cao Yi ,
Lu Yun ^,

College of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023

Corresponding author: Lu Yun, yunlu@nju.edu.cn
Received Date: 20 October 2016
Accepted Date: 29 December 2016

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In this article, three kinds of Schiff base containing salicylaldehyde units were synthesized from substituted salicylaldehyde and 3-aminothiophene. The effect of different substituents located in the para position of the phenolic hydroxyl groups on the proton transfer process, the pH response and the metal ion response of the Schiff base probe were investigated. The results showed that changing the electron pushing and withdrawing ability of the substituents can adjust the binding energy of the phenoxy anion to the active hydrogen, and then affect the excited proton transfer properties of these Schiff bases. At the same time, the charge density of the phenoxy anion also determined its ability to coordinate with the metal cation, thus showing different selectivity and sensitivity.
- Salicylaldehyde,
- Schiff base,
- Substituents,
- Optical properties
1. [1]
  C Niu, L Zhao, T Fang et al. Langmuir, 2014, 30(9):2351~2359.
2. [2]
  H Liu, P Song, R Wei et al. Talanta, 2014, 118:348~352.
3. [3]
  V Béreau, C Duhayon, J P Sutter. Chem. Commun., 2014, 50(81):12061~12064.
4. [4]
  I AAiad, N A Negm. J. Surfact. Deterg., 2009, 12(4):313~319.
5. [5]
  S Dalapati, S Jana, M Alam et al. Sens. Actuat. B, 2011, 160(1):1106~1111.
6. [6]
  R Martínez, A Espinosa, A Tárragaet al. Org. Lett., 2005, 7(26):5869~5872.
7. [7]
  J T Yeh, W C Chen, S R Liu et al. New J. Chem., 2014, 38(9):4434~4439.
8. [8]
  T Mutai, H Tomoda, T Ohkawa et al. Angew. Chem., 2008, 120:9664~9666.
9. [9]
  S Park, S Kim, J Seo et al. Macromol. Res., 2008, 16(5):385~395.
10. [10]
  J E Kwon, S Lee, Y You et al. Inorg. Chem., 2012, 51:8760~8774.
11. [11]
  J Jayabharathi, V Kalaiarasi, V Thanikachalam et al. J. Fluoresc., 2014, 24(2):625~637.
12. [12]
  G Liu, B L Li, J Shao. J. Incl. Phenom. Macrocycl. Chem., 2013, 78(1):97~102.
13. [13]
  M B R Bastos, J C Moreira, P A M Farrias. J. Anal. Chim. Acta, 2000, 408:83.
14. [14]
  J S Wu, W M Liu, X Q Zhuang. Org. Lett., 2007, 9(1):33~36.
15. [15]
  J Wu, W Liu, J Ge et al. Chem. Soc. Rev., 2011, 40:3483~3495.
16. [16]
  F Qi, Y Li, L Wang et al. Chem. Commun., 2016, 52:3123~3126.
1. [1]
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2. [2]
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