Citation: Jie-Wei LUO, Bo ZHAO, Shi-Lu ZHANG, Fei-Yun JIA, Jun LIU. Detection of Fe³⁺ and Cu²⁺ by Fluorescence Probe of Pyrazoline Derivatives with 9-Anthralaldehyde as Fluorescent Group[J]. Chinese Journal of Inorganic Chemistry, ;2021, 37(3): 421-430. doi: 10.11862/CJIC.2021.048 shu

Detection of Fe³⁺ and Cu²⁺ by Fluorescence Probe of Pyrazoline Derivatives with 9-Anthralaldehyde as Fluorescent Group

Basic Medical School, North Sichuan Medical College, Nanchong, Sichuan 637000, China

Corresponding author: Jie-Wei LUO, luojiewei198021@163.com
Received Date: 2 May 2020
Revised Date: 18 December 2020

Figures(11)

A novel fluorescent sensor 1, 5-diphenyl-3-(10-(morpholinemethyl)anthracene-2-yl)pyrazoline (PMAP) was synthesized successfully, and characterized by ¹H NMR and ¹³C NMR spectracopy and X ray single crystal diffraction. Selective recognition of PMAP for cations was investigated by fluorescence emission spectrum and ultraviolet-visible absorption spectrum.The results showed that the PMAP exhibited high selective and sensitive to Fe³⁺ (for a ca. 45 nm red shift) and Cu²⁺, showing color change from pale yellow to blue and the fluorescence quantum yield decreased from 0.14 to 0.05 and 0.04, respectively. The sensor demonstrated a 1:1 binding stoichiometry to Fe³⁺/Cu²⁺ as well as a low detection limit of ca. 1 μmol·L^-1, and interference experiments revealed that this sensor had an excellent anti-interference ability. Furthermore, the sensor can be effectively applied for the detection of Cu²⁺ and Fe³⁺ in practical water samples. In addition, a three-input NOR logic gate circuit was constructed at the molecular level by the quantum yield of PMAP for Fe³⁺, Cu²⁺and H⁺ in different combinations. CCDC: 2051694.
- pyrazoline derivative,
- single crystal,
- iron ion,
- copper ion
1. [1]
  Liu Y, Li T T, Ling C X, Chen Z, Deng Y, He N Y. Chin. Chem. Lett., 2019, 12: 2211-2215
2. [2]
  Qiu S Y, Lu M M, Cui S Q, Wang Z, Pu S Z. RSC Adv., 2019, 9: 2914129148
3. [3]
  WANG Q G, LI D, LU N, TONG D Y, ZHUANG H J, LI F Q, WANG L, DUAN H F, LIN Y J. Chem. J. Chinese Universities, 2014, 35(10): 2114-2118 doi: 10.7503/cjcu20140090
4. [4]
  Li H D, Su X L, Chen P H, Xie L L, Yuan Y F. Chem. J. Chinese Universities, 2013, 34(7): l653-1659
5. [5]
  WU F Y, YU M, MOU L, ZENG X, WANG R X, Takehiko Y. Spectrosc. Spectr. Anal., 2016, 36(1): 157-162
6. [6]
  He L W, Dong B L, Liu Y, Lin W Y. Chem. Soc. Rev., 2016, 45(23): 6449-6461 doi: 10.1039/C6CS00413J
7. [7]
  Diana R, Caruso U, Concilio S, Piotto S, Tuzi A, Panunzi B. Dyes Pigm., 2018, 155: 249-257 doi: 10.1016/j.dyepig.2018.03.055
8. [8]
  LI Z R, ZHU J P, YU H Y, CHEN Y C, HE W J, GUO Z J. Chinese J. Inorg. Chem., 2019, 35(11): 2031-2037
9. [9]
  Fang G Q, Wang H, Bian Z C, Guo M, Wu Z Y, Yao Q Q. RSC Adv., 2019, 9: 20306-20313 doi: 10.1039/C9RA03978C
10. [10]
  Li S L, Cao D L, Hu Z L, Li Z C, Meng X J, Han X H, Ma W B. RSC Adv., 2019, 9: 34652-34657 doi: 10.1039/C9RA08345F
11. [11]
  Guo W B, Tang T X, Lu S Z, Xu D M. Anal. Methods, 2019, 11: 44564463
12. [12]
  Zhang Z, Zou Y, Deng C Q. RSC Adv., 2017, 7: 14742-14751 doi: 10.1039/C7RA01620D
13. [13]
  Zhang J Z, Zhao Z, Shang H, Liu Q S, Liu F. New J. Chem., 2019, 43: 14179-14189 doi: 10.1039/C9NJ03635K
14. [14]
  QI Q, LI X. Chinese J. Inorg. Chem., 2019, 35(7): 1301-1311
15. [15]
  WU T, CHANG L, FANG B Y, LIU M, CHEN F. Journal of Analytical Science, 2013, 29(1): 21-24
16. [16]
  SHI J J, XU S, LI N, WANG X G, ZHAO X J, YANG E C. Chinese J. Inorg. Chem., 2019, 35(2): 351-360
17. [17]
  HU J R, WU S H. Journal of Hubei Normal University (Natural Science), 2018, 38(1): 59-62 doi: 10.3969/j.issn.2096-3149.2018.01.012
18. [18]
  Hu S L, Zhang S S, Hu Y, Tao Q, Wu A X. Dyes Pigm., 2013, 96: 509-515 doi: 10.1016/j.dyepig.2012.09.019
19. [19]
  Charris J E, Monasterios M C, Acosta M E, Rodríguez M A, Gamboa N D, Martínez G P, Rojas H R, Mijares M R, De Sanctis J B. Med. Chem. Res., 2019, 28(11): 2050-2066 doi: 10.1007/s00044-019-02435-0
20. [20]
  WANG J L, WANG X W, FENG S X, GU G N, MA J Y. Chemical Research and Application, 2018, 10: 1604-1608 doi: 10.3969/j.issn.1004-1656.2018.10.004
21. [21]
  YANG A B, WU J, XU Z X, FENG Y Y, WANG B X. Chem. J. Chinese Universities, 2010, 31(7): 1366-1368
22. [22]
  Beloglazkina E K, Korablina D D, Vorozhtsov N I, Sviridova L A, Moiseeva A A, Skvortsov D A, Rybakov V B. Majouga A G, Zyk N V. Arabian J. Chem., 2019(11): 1050-1060 doi: 10.1016/j.arabjc.2017.01.005
23. [23]
  XU Z X, WU J, SHEN J, WANG B X. Chem. J. Chinese Universities, 2010, 31(8): 1570-1573
24. [24]
  Asiri A M, Al-Ghamdi N S, Dzudzevic-Cancar H, Dzudzevic-Cancar H, Kumar P, Khan S A. J. Mol. Struct., 2019, 1195: 670-680 doi: 10.1016/j.molstruc.2019.05.088
25. [25]
  ZHANG Y P, YOU C X, YANG Y S, LIU X Y, GUO H C, DONG Y Y. Chin. J. Org. Chem., 2016, 6: 1401-1406
26. [26]
  Stack D E, Hill A L, Diffendaffer C B, Burns N M. Org. Lett., 2002, 4: 4487-4490 doi: 10.1021/ol027000j
27. [27]
  Scholtysek P, Achilles A, Hoffmann C V, Lechner, B D, Meister A, Tschierske C, Saalwächter K, Edwards K, Blume A A. J. Phys. Chem. B, 2012, 116(16): 4871-4878 doi: 10.1021/jp207996r
28. [28]
  Chen Y T, Mi Y S, Xie Q F. Anal. Methods, 2013, 5: 4818-4823 doi: 10.1039/c3ay40587g
29. [29]
  Wu X, Chen J J, Zhao X. Analyst, 2013, 138: 5281-5287 doi: 10.1039/c3an01051a
30. [30]
  Hou F P, Cheng J, Xi P X, Chen F J, Huang L, Xie G Q, Shi Y J, Liu H Y, Bai D C, Zeng Z Z. Dalton Trans., 2012, 41: 5799-5804 doi: 10.1039/c2dt12462a
31. [31]
  Zhang Z, Deng C Q, Zou Y, Chen L. J. Photochem. Photobiol. A, 2018, 356: 7-17 doi: 10.1016/j.jphotochem.2017.12.023
32. [32]
  Wang X Y, Ao Y F, Wang Q Q, Wang D X. Inorg. Chem., 2018, 57: 13461-13469 doi: 10.1021/acs.inorgchem.8b02039
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通讯作者: 陈斌, bchen63@163.com

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沈阳化工大学材料科学与工程学院沈阳 110142

Detection of Fe3+ and Cu2+ by Fluorescence Probe of Pyrazoline Derivatives with 9-Anthralaldehyde as Fluorescent Group

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通讯作者: 陈斌, bchen63@163.com

Detection of Fe³⁺ and Cu²⁺ by Fluorescence Probe of Pyrazoline Derivatives with 9-Anthralaldehyde as Fluorescent Group