Synthesis of Oxadiazolidone Fluorescent Probes Based on Quinoline Group and Recognition of Fe3+ Ions

被引:0
|
作者
Xu H. [1 ]
Yang P. [1 ]
Gui N.-C. [1 ]
Yu Q.-H. [1 ]
Chen T.-J. [1 ]
Huang R.-Y. [1 ]
机构
[1] Anhui Key Laboratory of Functional Coordination Compounds, School of Chemistry and Chemical Engineering, Anqing Normal University, Anqing
来源
Faguang Xuebao/Chinese Journal of Luminescence | 2022年 / 43卷 / 10期
基金
中国国家自然科学基金;
关键词
8-aminoquinoline; density functional theory(DFT); Fe[!sup]3+[!/sup] ion; fluorescent probe; oxadiazolidone;
D O I
10.37188/CJL.20220145
中图分类号
学科分类号
摘要
Three quinolinyl hydrazines 1-3 were prepared from 8-aminoquinoline by diazotization, reduction and acylation reactions, and three oxadiazoles fluorescent probes 4-6 for Fe3+ were prepared by cyclization reaction with triphosgene. The structures of the six new compounds were characterized by IR, NMR and MS. At the same time, the thermal and optical properties of these compounds were tested and analyzed by thermogravimetry and fluorescence. The results show that the six compounds have good thermal stability below 190 oC, and have strong solid fluorescence emission properties. Among them, the compounds 4-6 can be used as fluorescent probes to detect Fe3+ and are not disturbed by other common metal ions. The detection limits of these probes are 8.70×10-6,1.64×10-6,1.01×10-6 mol/L, respectively. Moreover, the theoretical luminescence principle of compounds is analyzed by density functional theory(DFT) calculation. © 2022 Chines Academy of Sciences. All rights reserved.
引用
收藏
页码:1636 / 1644
页数:8
相关论文
共 30 条
  • [1] GUPTA A, KUMAR N, A review of mechanisms for fluorescent “turn-on” probes to detect Al<sup>3+</sup> ions [J], RSC Adv, 6, 108, (2016)
  • [2] LV R, WANG J Y, ZHANG Y P, An amino-decorated dual-functional metal⁃organic framework for highly selective sensing of Cr(Ⅲ) and Cr(Ⅵ) ions and detection of nitroaromatic explosives [J], J. Mater. Chem. A, 4, 40, pp. 15494-15500, (2016)
  • [3] ROTHE C, CHIANG C J, JANKUS V, Ionic iridium (Ⅲ) complexes with bulky side groups for use in light emitting cells: reduction of concentration quenching [J], Adv. Funct. Mater, 19, 13, pp. 2038-2044, (2009)
  • [4] ROHINI G, RAMAIAH K, SREEKANTH A, Naphthalene dianhydride based selective detection targetable fluorescent probe for monitoring exogenous iron in living cells [J], Tetrahedron Lett, 59, 43, pp. 3858-3862, (2018)
  • [5] LIU L, HU R Z, XU C, Preparation of molecularly imprinted polymer fluorescence probe modified by lanthanide Eu<sup>3+</sup> complex and hemoglobin sensing detection [J], Chin. J. Lumin, 43, 6, pp. 944-951, (2022)
  • [6] ELSUCCARY S A A, SALEM A A, Novel flow injection analysis methods for the determination of total iron in blood serum and water [J], Talanta, 131, pp. 108-115, (2015)
  • [7] PANTOPOULOS K, PORWAL S K, TARTAKOFF A, Et al., Mechanisms of mammalian iron homeostasis [J], Biochemistry, 51, 29, pp. 5705-5724, (2012)
  • [8] ROUAULT T A, The role of iron regulatory proteins in mammalian iron homeostasis and disease [J], Nat. Chem. Biol, 2, 8, pp. 406-414, (2006)
  • [9] BOGALE R F, CHEN Y Z, YE J W, Highly selective and sensitive detection of 4-nitrophenol and Fe<sup>3+</sup> ion based on a luminescent layered terbium(Ⅲ) coordination polymer [J], Sens. Actuators B: Chem, 245, pp. 171-178, (2017)
  • [10] VERMA C, TAPADIA K, SONI A B, Determination of iron(Ⅲ) in food, biological and environmental samples [J], Food Chem, 221, pp. 1415-1420, (2017)