Preparation method and application of a metal-responsive fluorescent sensing material

A fluorescence sensing and metal technology, applied in the field of chemical fluorescence sensing materials, can solve the problems of cumbersome pretreatment and large-scale instruments and equipment, and achieve the effects of good photostability, high fluorescence quantum yield, and low interference.

Inactive Publication Date: 2019-12-31
JIANGSU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Traditional detection methods such as plasma mass spectrometry, ion selective electrode method, and atomic absorption spectrophotometry usually require cumbersome pretreatment and large-scale equipment, which limits their application. Therefore, we need to develop a method that is convenient, practical, and efficient. technology to accurately detect target ions

Method used

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  • Preparation method and application of a metal-responsive fluorescent sensing material
  • Preparation method and application of a metal-responsive fluorescent sensing material
  • Preparation method and application of a metal-responsive fluorescent sensing material

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Put 0.5g rhodamine B hydrazide and 0.452g 2-formyl thiazole in a round bottom flask, add 10mL methanol to dissolve, add 50μL acetic acid to catalyze, adjust the pH value to 5, heat and reflux at 70°C for 4h, and wait for the reaction After cooling to room temperature, the crude product was recrystallized for 7 hours, filtered with suction, washed three times with 10 mL of methanol, and dried to obtain a yellow powder.

Embodiment 2

[0040] Put 1.5g of rhodamine B hydrazide and 0.678g of 2-formyl thiazole in a round bottom flask, add 30mL of methanol to dissolve, add 150μL of acetic acid to catalyze, adjust the pH value to 6, heat and reflux at 90°C for 6h, and wait for the reaction After cooling to room temperature, the crude product was recrystallized for 9 hours, filtered with suction, washed three times with 30 mL of methanol, and dried to obtain a yellow powder.

Embodiment 3

[0042]Put 1.0g rhodamine B hydrazide and 0.565g 2-formyl thiazole in a round bottom flask, add 20mL methanol to dissolve, add 100μL acetic acid to catalyze, adjust the pH to 5.5, heat and reflux at 80°C for 5h, and wait for the reaction After cooling to room temperature, the crude product was recrystallized for 8 hours, filtered with suction, washed three times with 20 mL of methanol, and dried to obtain a yellow powder.

[0043] Such as figure 1 Shown is a schematic diagram of the synthesis process of metal-responsive fluorescent sensing materials.

[0044] Such as figure 2 Shown is the infrared spectrum of the fluorescent sensing material. IR(KBr,cm -1 ): 2972, 1721, 1691, 1632, 1613, 1546, 1516, 1467, 1427, 1356, 1336, 1303, 1261, 1232, 1218, 1118, 789. The functional group of the fluorescent sensing material can be determined by the infrared spectrum.

[0045] Such as image 3 and Figure 4 Shown is the fluorescent sensing material 1 H NMR and 13 C NMR image. 1 ...

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Abstract

The invention belongs to the technical field of chemical fluorescence sensing materials, and relates to a preparation method and a use of a metal-responsive fluorescence sensing material. The metal-responsive fluorescence sensing material is prepared through a nucleophilic reaction of rhodamine hydrazide and 2-formyl thiazole which are used as base raw materials with methanol as a solvent and acetic acid as a catalyst. The fluorescence sensing material prepared in the invention has good water-solubility and biocompatibility, has a sensitive selective recognition effect on Fe<3+>, is slightly interfered by other common metal ions, and can be effectively complexed with the Fe<3+> to successfully realize the imaging of target ions in biological cells.

Description

technical field [0001] The invention belongs to the technical field of chemical fluorescent sensing materials, and relates to a preparation method and application of a chemical fluorescent sensing material, in particular to a preparation method and application of a metal-responsive fluorescent sensing material. Background technique [0002] Heavy metal ion pollution has always been the focus of attention. Due to people's unrestrained and unreasonable mining, smelting, processing and commercial manufacturing of heavy metals in nature, serious heavy metal ion pollution has been caused, which has greatly affected the ecological environment and human production and life. Many large-scale production enterprises in China often produce a large amount of wastewater containing heavy metal ions, but these heavy metal ions cannot be degraded by microorganisms. Once they enter the environment or ecosystem, they will persist and accumulate for a long time, and are easily absorbed by orga...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D491/107C09K11/06G01N21/64
Inventor 王蕾宋丹李文轩智文静张文莉倪良叶丹丹
Owner JIANGSU UNIV
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