Rhodamine b-based water-soluble polymer probes for detecting copper ions, preparation and application

A technology of water-soluble polymers and probes, which is applied in the direction of analyzing materials through chemical reactions, and analyzing materials through observation of the impact on chemical indicators, so as to achieve fast response speed, easy access to raw materials, and fast reaction speed. Effect

Inactive Publication Date: 2016-03-02
LIAOCHENG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, since most small molecules of rhodamine derivatives are insoluble in water, organic co-solvents are needed to detect heavy metal ions in water environment, and the use of organic co-solvents increases the potential for environmental pollution

Method used

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  • Rhodamine b-based water-soluble polymer probes for detecting copper ions, preparation and application
  • Rhodamine b-based water-soluble polymer probes for detecting copper ions, preparation and application
  • Rhodamine b-based water-soluble polymer probes for detecting copper ions, preparation and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] The synthesis of embodiment 1 water-soluble polymer probe (PEG5000Rh)

[0032] (1) Synthesis of 2,4-dihydroxybenzaldehyde rhodamine B hydrazone: Add 0.69g rhodamine B hydrazide and 0.41g 2,4-dihydroxybenzaldehyde into 25mL absolute ethanol, reflux for 8 hours, and cool to room temperature, suction filtration, and vacuum drying to obtain 0.64 g of 2,4-dihydroxybenzaldehyde rhodamine B acylhydrazone, with a yield of 75%;

[0033] H NMR spectrum determination: 1 H-NMR (400MHz, CDCl 3 ),δ(ppm):1.14(t,12H,J=7Hz),3.32(q,8H,J=7.2Hz),6.28(dd,2H,J=8.8Hz,J=2.4Hz),6.31(dd ,1H,J=8.8Hz,J=2.4Hz),6.35(d,1H,J=2.4Hz),6.47(d,2H,J=2.4Hz),6.50(d,2H,J=8.8Hz), 6.96(d,1H,J=8.4Hz),7.18(dd,1H,J=6.4Hz,J=1.6Hz),7.51(m,2H),7.97(dd,1H,J=6.8Hz,J=1.6 Hz),9.19(s,1H),11.02(s,2H);

[0034] Carbon NMR Spectrum Determination: 13 C-NMR (100MHz, CDCl 3 ), δ(ppm): 12.6, 44.3, 66.7, 98.1, 103.5, 105.5, 107.1, 108.2, 112.3, 123.2, 124.1, 128.1, 128.5, 130.2, 133.1, 133.3, 149.1, 150.6, 157.6, 154.0, 16 ...

Embodiment 2

[0037] Cu in embodiment 2 aqueous medium 2+ detection

[0038] The water-soluble polymer synthesized in Example 1 was dissolved in deionized water to prepare an aqueous solution with a concentration of 56.6 mg / L as a stock solution, wherein the concentration of the rhodamine derivative functional group was 10 μM.

[0039] Take 14 parts of 3mL stock solution as the detection solution, and add 50 μM Ba 2+ 、Cd 2+ 、Co 2+ 、Cr 3+ , Fe 2+ , Fe 3+ , Hg 2+ , Mn 2+ , Pb 2+ , Zn 2+ 、Cu 2+ 、Na + 、K + and blank, found only by adding Cu 2+ The color of the detection solution changed from colorless to purplish red, realizing the detection of Cu 2+ Naked-eye recognition for detection. UV-Vis spectrophotometry test was carried out separately, except adding Cu 2+ In addition to the strong absorption peak at 560nm of the detection solution, the absorbance of the detection solution added with other ions did not change much (such as figure 2 shown). Add 50μM Cu to the detection ...

Embodiment 3

[0042] Cu in embodiment 3 aqueous medium 2+ Test paper and its application

[0043] An ethanol solution of the polymer synthesized in Example 1 was prepared, with a concentration of 0.5 g / L, coated on the surface of a 3x0.5 cm2 filter paper, and dried in the air. Dip the concentration with test paper, respectively blank, containing Cu per liter 2+ 0.1mg, 0.5mg, and 1mg aqueous solutions, the color of the test paper changes from colorless (blank) to light red (0.1mg), light red (0.5mg), and purple (1mg) respectively.

[0044] The completion of the present invention benefits from the following funds: Shandong Province Young Scientists Research Award Fund (BS2012CL009, 2011CL011, 2011CL012).

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Abstract

The invention belongs to the technical field of material preparation and metal ion detection, and relates to rhodamine B-based water-soluble polymer colorimetric probes directly used for detecting Cu<2+> in a water medium as well as a piece of Cu<2+> detecting test paper based on the water-soluble polymer probes. The rhodamine B-based water-soluble polymer is formed by virtue of reaction of a rhodamine B derivative and carboxyl-terminated methoxy polyethylene glycol, has good water solubility, can selectively detect Cu<2+> in the pure water medium, and can reach visual colorimetric detection effects by virtue of color change of detected liquor from colorless to colored.

Description

technical field [0001] The invention belongs to the technical field of material preparation and metal ion detection, and relates to a water-soluble polymer colorimetric probe that can directly detect copper ions in an aqueous medium and a copper ion detection test paper based on the polymer probe. Background technique [0002] In recent years, with the improvement of environmental protection awareness, the detection of heavy metal ions in the environment has attracted widespread attention. Commonly used heavy metal ion detection methods such as atomic absorption spectrometry, inductively coupled plasma mass spectrometry, atomic emission spectrometry, and electrochemical methods have disadvantages such as expensive instruments, high operating costs, and complicated analysis steps, which are difficult to meet the actual needs of on-site rapid detection . Therefore, the research on efficient and convenient detection methods and technologies is of great significance. The color...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G65/48G01N21/78
Inventor 李光陶发荣王利平李玉超
Owner LIAOCHENG UNIV
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