Sensor molecules for identifying cyanide ion and hydrogen sulfate ion in relayed manner, synthesis and application thereof

A hydrogen sulfate ion, sensor technology, applied in the field of anion detection, chemical synthesis

Inactive Publication Date: 2016-08-17
NORTHWEST NORMAL UNIVERSITY
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

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  • Sensor molecules for identifying cyanide ion and hydrogen sulfate ion in relayed manner, synthesis and application thereof
  • Sensor molecules for identifying cyanide ion and hydrogen sulfate ion in relayed manner, synthesis and application thereof
  • Sensor molecules for identifying cyanide ion and hydrogen sulfate ion in relayed manner, synthesis and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0058] Embodiment 1. Synthesis and characterization of sensor molecule T

[0059] Put 2 mmol of 2,3-diaminophenazine and 2.5 mmol of benzaldehyde in a 100 mL round bottom flask, add 20 mL of DMF, add 0.1 mL of glacial acetic acid, heat and reflux on an oil bath at 85°C for 8 hours, and cool to room temperature after the reaction is complete , after neutralization, suction filtration; the obtained solid was washed 3 to 5 times with hot ethanol, dried in a vacuum oven, and then washed with DMF-H 2 O was recrystallized, and the obtained brown solid was the sensor molecule T, with a yield of 75%.

[0060] T: m.p. > 300 C; 1H NMR (DMSO-d6, 400 MHz) d 13.45 (1H, NH), d 12.95 (1H, OH), d 8.43-8.24 (2H, ArH) 7.91-7.89 (2H, ArH) 7.56-7.53 (1H, ArH) 7.17-7.11 (2H, ArH). 13 C NMR (DMSO-d6, 150 MHz) d 172.52, 160.23, 141.83, 140.44, 129.47, 129.28, 128.55, 119.32, 117.75. IR (KBr, cm1) v: 3310.70 (O-H), 3047.32 (N-H) =N), 1613.04 (Ar, C=C), 1528.76 (Ar, C=C), 1488.12(Ar, C=C). ESI-MS m...

Embodiment 2

[0063] Embodiment 2. Colorimetric relay recognition of cyanide ion and hydrogen sulfate ion by sensor molecule T

[0064] Pipette 0.5 mL of sensor molecule T in DMSO solution (2×10 -4 mol L -1 ) into a series of 10 mL colorimetric tubes, add F - , Cl - , Br - , I - , AcO - , H 2 PO - 4 , HSO - 4 , ClO - 4 , CN - and SCN - aqueous solution (1×10 -2 mol L -1 ); if the color of the solution of the sensor molecule T changes from yellow to orange, it means that the addition of CN - , if the color of the solution of the sensor molecule T does not change, it means that the addition of CN is not - .

[0065] Pipette 0.5 mL of sensor molecule T in DMSO solution (2×10 -4 mol L -1 ) into a series of 10 mL colorimetric tubes, respectively add CN - aqueous solution (1×10 -2 mol L -1 ), the color of sensor molecule T solution changed from yellow to orange. Then add F respectively - , Cl - , Br - , I - , AcO - , H 2 PO - 4 , HSO - 4 , ClO - 4 and SCN - ...

Embodiment 3

[0066] Example 3: Relay fluorescence recognition of cyanide ion and hydrogen sulfate ion by sensor molecule T

[0067] Pipette 0.5 mL of sensor molecule T in DMSO solution (2×10 -4 mol L -1 ) into a series of 10 mL colorimetric tubes, add F - , Cl - , Br - , I - , AcO - , H 2 PO - 4 , HSO - 4 , ClO - 4 , CN - and SCN - aqueous solution (1×10 -2 mol L -1 ); if the fluorescence of the solution of the sensor molecule T is completely quenched, it means that the addition of CN - , if the fluorescence of the solution of the sensor molecule T does not change, it means that the addition of CN is not - .

[0068] Pipette 0.5 mL of sensor molecule T in DMSO solution (2×10 -4 mol L -1 ) into a series of 10 mL colorimetric tubes, respectively add CN - aqueous solution (1×10 -2 mol L -1 ), the fluorescence of the solution of the sensor molecule T is completely quenched. Then add F respectively - , Cl - , Br - , I - , AcO - , H 2 PO - 4 , HSO - 4 , ClO -...

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Abstract

The invention provides sensor molecules T for identifying a cyanide ion and a hydrogen sulfate ion in the relayed manner through colorimetric fluorescence. The phenazine of the molecules serves as a stable system of a rigid structure, so that the solution of host molecules emits the strong fluorescence. The host molecules are combined with the cyanide ion to cause the color of the solution to change from yellow to saffron yellow. Meanwhile, the fluorescence quenching phenomenon occurs, and is represented as "ON-OFF" in spectral change. Meanwhile, a complex T-CN can further identify the hydrogen sulfate ion in the relayed manner, so as to cause the color recovery of the solution of the host molecules of the sensor and the fluorescence recovery. In spectral change, the above change is represented as "OFF-ON". The synthesis of the "ON-OFF-ON" type sensor molecules realizes the multi-functional operation of the sensor, so as to make a good contribution to the development of environment-friendly materials. At the same time, test paper loaded with the above sensor molecules is prepared, which has the advantages of convenient carrying, obvious phenomenon, rapid detection and the like.

Description

technical field [0001] The invention relates to the structure and synthesis of a sensor molecule capable of relay recognition of cyanide ions and hydrogen sulfate ions and the application of high-sensitivity relay colorimetric fluorescence recognition of cyanide ions and hydrogen sulfate ions in aqueous solution, belonging to the field of chemical synthesis and the technical field of anion detection. Background technique [0002] Due to the broad application prospects of chemical sensors in chemical, environmental and even biological systems, the design and synthesis of chemical sensors has attracted more and more attention in recent years. Among them are chemical sensors that can recognize metal ions, and chemical sensors that can recognize anions. Ultraviolet-visible absorption and fluorescence spectroscopy have the advantages of simple operation, rapidity and high sensitivity in the determination, and have been developed into the main test methods in ion identification. ...

Claims

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Application Information

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IPC IPC(8): C07D487/04C09K11/06G01N21/64G01N21/78
CPCC07D487/04C09K11/06C09K2211/1044G01N21/643G01N21/78G01N2021/6432G01N2021/775
Inventor 魏太保李文婷张有明
Owner NORTHWEST NORMAL UNIVERSITY
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