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Method for preparing ferrocenyl cyclic amine compound sensing material and use

A sensing material, ferrocene technology, applied in the field of sensing material preparation, can solve the problem of slow progress in anion recognition

Inactive Publication Date: 2009-04-29
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Generally, the determination of the presence of anions is easily affected by solvents, especially in highly polar aqueous solutions. Although it is more practical to effectively identify anions in aqueous environments, the progress in anion identification in aqueous solutions has been slow.

Method used

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  • Method for preparing ferrocenyl cyclic amine compound sensing material and use
  • Method for preparing ferrocenyl cyclic amine compound sensing material and use
  • Method for preparing ferrocenyl cyclic amine compound sensing material and use

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] Synthesis of ferrocenedicarbaldehyde (G.G.A. Balavoine, G. Doisneau, et al, [J]. J. Organometal, Chem., 1991, 412, 381-382;). Take 0.5g (2.1mmol) ferrocenediformaldehyde and dissolve it in 20mLCH 3 In CN, take 0.3mL 1,2-bis(2-aminoethoxy)ethane (2.1mmol) and dissolve it in 20mL CH 3 CN, then 20 mL of ferrocenedicarbaldehyde in acetonitrile and 20 mL of 1,2-bis(2-aminoethoxy)ethane in CH 3 The CN solution was slowly added dropwise to 50mL acetonitrile solution, and the drop was completed within 1h. The reaction was protected from light at room temperature for 48h. Filtration, and the filtrate was evaporated to dryness to obtain a red viscous liquid. Then dissolve the red viscous liquid with 50mL methanol, add 0.5gNaBH in two 4 (13.1mmol), reacted at room temperature for 2h, and stopped the reaction. The solvent was evaporated to dryness under reduced pressure, dissolved in 30 mL of dichloromethane, and inorganic salts were filtered off. Dichloromethane was evaporat...

Embodiment 2

[0033] Synthesis of ferrocenedicarbaldehyde (G.G.A. Balavoine, G. Doisneau, et al, [J]. J. Organometal, Chem., 1991, 412, 381-382;). Take 0.25g (1.05mmol) ferrocenediformaldehyde and dissolve it in 10mLCH 3 In CN, take 0.15mL 1,2-bis(2-aminoethoxy)ethane (1.05mmol) and dissolve it in 10mL CH 3 CN, then 10 mL of ferrocenedicarbaldehyde in acetonitrile and 1,2-bis(2-aminoethoxy)ethane in 10 mL of CH 3 The CN solution was slowly added dropwise to 25mL acetonitrile solution, and the drop was completed within 1h. The reaction was protected from light at room temperature for 48h. Filtration, and the filtrate was evaporated to dryness to obtain a red viscous liquid. Then dissolve the red viscous liquid with 25mL methanol, add 0.25gNaBH in two 4 (6.55mmol), reacted at room temperature for 2h, and stopped the reaction. The solvent was evaporated to dryness under reduced pressure, then dissolved in 15 mL of dichloromethane, and the inorganic salt was filtered off. Dichloromethane ...

Embodiment 3

[0036] Synthesis of ferrocenedicarbaldehyde (G.G.A. Balavoine, G. Doisneau, et al, [J]. J. Organometal, Chem., 1991, 412, 381-382;). Take 1.0g (4.2mmol) ferrocenedicarbaldehyde dissolved in 40mL CH 3In CN, take 0.6mL 1,2-bis(2-aminoethoxy)ethane (4.2mmol) and dissolve it in 40CH 3 CN, then 40 mL of ferrocenedicarbaldehyde in acetonitrile and 1,2-bis(2-aminoethoxy)ethane in 40 mL of CH 3 The CN solution was slowly added dropwise to 100mL acetonitrile solution, and the drop was completed within 1h. The reaction was protected from light at room temperature for 48h. Filtration, and the filtrate was evaporated to dryness to obtain a red viscous liquid. Then dissolve the red viscous liquid with 100mL methanol, add 1.0gNaBH in two 4 (26.32mmol), reacted at room temperature for 2h, and stopped the reaction. The solvent was evaporated to dryness under reduced pressure, then dissolved in 60 mL of dichloromethane, and the inorganic salt was filtered off. Dichloromethane was evapora...

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Abstract

The invention discloses a preparation method and application of a ferrocyclamine compound sensing material. The method is to prepare a water-soluble ferrocyclamine compound by the ring-closure reaction of ferrocenecarboxaldehyde and 1,2-di(aminoethoxy)ethane. The ferrocyclamine compound can be used as a sensing material for identifying anions by an electrochemical cyclic voltammetry method and has high sensitivity to H2PO4<->, HSO4<-> and F<->.

Description

technical field [0001] The invention relates to a sensing material preparation technology, in particular to a preparation method and application of a ferrocenyl cyclic amine compound sensing material. Background technique [0002] The ferrocene group has stable redox characteristics and chemical activity, and has been proven to be one of the most effective electrochemical signal transmission groups. Designing anion recognition receptors containing ferrocene groups has always been the focus and focus of research. . Generally, the determination of the presence of anions is easily affected by solvents, especially in highly polar aqueous solutions. Although it is more practical to effectively identify anions in aqueous environments, the progress in anion identification in aqueous solutions has been slow. . (P.D.Beer, Zheng Chen, et al., [J].Inorgnaica Chemica Acta., 1996, 246, 143-150;) Cyclic amine compounds have good water solubility, variable ring size, and can be matched b...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F17/02G01N27/333
Inventor 谭巧华马亮王立俞豪杰
Owner ZHEJIANG UNIV
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