Palladium ion fluorescent probe compound and application thereof

A fluorescent probe, palladium ion technology, used in fluorescence/phosphorescence, luminescent materials, organic chemistry, etc., can solve problems such as interfering probe specificity, and achieve excellent selectivity, good stability, and strong anti-interference ability. Effect

Active Publication Date: 2015-09-30
GUANGDONG INST OF MICROBIOLOGY GUANGDONG DETECTION CENT OF MICROBIOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There are still relatively few reports on fluorescence-enhanced palladium probes. The biggest problem is that some metal ions (Hg 2+ , Pb 2+ 、Ag + etc.) will have a weak response to the probe, interfere with the specificity of the probe, and some probes are sensitive to Pt 2+ has exactly the same response as

Method used

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  • Palladium ion fluorescent probe compound and application thereof
  • Palladium ion fluorescent probe compound and application thereof
  • Palladium ion fluorescent probe compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] The synthetic method of palladium ion fluorescent probe compound Rd-TP:

[0025]

[0026] (1) Synthesis of Intermediate A

[0027] Rhodamine B (1.2 g, 2.5 mmol) was added into a 100 ml single-necked flask filled with 30 ml of ethanol. Stir vigorously at room temperature, add 3ml of 80% hydrazine hydrate dropwise (excess), and reflux in air for 2h, the color of the solution changes from dark purple to light brown first, and finally to light pink. After cooling to room temperature, the ethanol was distilled off under reduced pressure. Then 50ml of hydrochloric acid (1M) was added to obtain a red solution; while stirring, 70ml of sodium hydroxide (1M) was added until the pH reached between 9 and 10, and a large amount of precipitation appeared. Filter and wash the filter cake 3 times with 15 ml of water. After vacuum drying, 0.63 g of the target product (Intermediate A) was obtained by column separation, with a yield of 55.2%. 1 H NMR (400MHz, CDCl 3)δ:1.15(t,12H),...

Embodiment 2

[0031] The selectivity of embodiment 2 palladium ion fluorescent probe compound RD-TP to palladium ion:

[0032] Add metal cations at a concentration of 40 μM to 10 μm of palladium ion fluorescent probe compound Rd-TP, ethanol and water (EtOH:H 2 O=1:1, volume ratio) solution, the selected metal cations are: K + ,Na+,Ag+,NH 4 + , Ca 2+ ,Mg 2+ ,Zn 2+ ,Cd 2+ , Ba 2+ ,Pb 2+ ,Cu 2+ ,Hg 2+ ,Mn 2+ , Ni 2+ ,Co 2+ ,Pt 2+ Fe 3+ ,Cr 3+ , Rh 3+ and Ru 3+ . The result is as figure 1 As shown, during the 10-minute standing process, the palladium ion fluorescent probe compound Rd-TP has no absorption and fluorescence changes for various cations. Only when palladium ions exist, the absorption and fluorescence show obvious enhancement changes. Therefore, the palladium ion fluorescent probe compound Rd-TP of the present invention has good selectivity and no selectivity to other cations.

Embodiment 3

[0033] Example 3 Sensitivity test of palladium ion fluorescent probe compound Rd-TP to palladium ion:

[0034] The palladium ion concentration of ppb level is tested by using the palladium ion fluorescent probe compound Rd-TP of the present invention. The palladium ion fluorescent probe compound Rd-TP (10 μm) was added to ethanol and water (EtOH:H 2 O=1:1, volume ratio) solution, record the corresponding fluorescence intensity changes, the results are as follows figure 2 shown, from figure 2 It can be seen that the palladium ion fluorescent probe compound Rd-TP has an obvious intensity change in the palladium ion at a concentration of 0-100ppb, and this intensity change has a good linear relationship with the concentration of the added palladium ion. This result shows that the palladium ion fluorescent probe compound Rd-TP can be used at very low concentration.

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Abstract

The invention discloses a palladium ion fluorescent probe compound and the application thereof. The palladium ion fluorescent probe compound Rd-TP (having the structural formula as shown in a formula I) is a novel reactive probe; due to the existence of palladium ions, the ring opening of rhodamine is promoted and the colorimetric and flourescent change is caused to finally result in the hydrolysis of the probe; however, the recognition mechanism have not been seen in precious reports. According to the palladium ion fluorescent probe compound, the palladium ions are detected in the hydrolysis manner for the first time. The probe is high in sensitivity, capable of recognizing the palladium ions at the ppb level and free from the interference of other heavy ions, high in reliability, high in antijamming capability, good in stability and excellent in selectivity.

Description

Technical field: [0001] The invention belongs to the field of compound detection, and in particular relates to a palladium ion fluorescent probe compound and its application, which is suitable for the detection of environmental pollution samples and its detection application in organisms. Background technique: [0002] Palladium element is widely used in various fields related to human production and life. With the development of science and technology, this phenomenon becomes more and more intense. In the past few decades, while palladium element has been widely used, it has also caused huge pollution to the environment. Palladium pollution has become the second largest pollution source of the environment, following nickel, the largest pollution source. After 30 years of reform and opening up, the electronic information industry has developed into an important industry in China's economy. However, the heavy metal palladium pollution caused by electronic products is seriou...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D491/107G01N21/64
Inventor 许玫英刘飞孙国萍
Owner GUANGDONG INST OF MICROBIOLOGY GUANGDONG DETECTION CENT OF MICROBIOLOGY
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