Indolizine rhodamine derivative type Hg<2+> ratiometric fluorescent sensor and application thereof

A technology of ratiometric fluorescent probes and derivatives, applied in fluorescence/phosphorescence, luminescent materials, material analysis through optical means, etc., can solve the problem of less mercury ions, achieve enhanced fluorescence intensity, strong anti-interference ability of other ions, The effect of high sensitivity

Inactive Publication Date: 2018-07-17
SHANDONG FIRST MEDICAL UNIV & SHANDONG ACADEMY OF MEDICAL SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are still few dyes that can be used to construct FRET systems, and there are even fewer ratiometric fluorescent probes for detecting mercury ions based on the principle of fluorescence resonance energy transfer.

Method used

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  • Indolizine rhodamine derivative type Hg&lt;2+&gt; ratiometric fluorescent sensor and application thereof
  • Indolizine rhodamine derivative type Hg&lt;2+&gt; ratiometric fluorescent sensor and application thereof
  • Indolizine rhodamine derivative type Hg&lt;2+&gt; ratiometric fluorescent sensor and application thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] Embodiment 1: The synthesis scheme of the compound of formula (1) is shown in the following formula:

[0017]

[0018] Concrete synthetic steps are as follows:

[0019] Add 0.131g (2.0 mmol) indolizine rhodamine hydrazide, 0.135g (10 mmol) phenyl isothiocyanate, 20 mL N,N-dimethylformamide to a 50 mL round-bottomed flask in sequence. React for 10 hours. After the reaction was detected by TLC, 100 mL of dichloromethane was added, washed three times with 30 mL of water, the dichloromethane layer was dried over sodium sulfate, concentrated, and column chromatography gave 0.106 g of a purple solid, with a yield of 66%.

[0020] H NMR spectrum determination: 1 H NMR (400 MHz, CDCl 3 ): δ8.04 (d, J = 8.0 Hz,1H), 7.93(d, J = 8.0 Hz, 1H),7.86 (s, 1H), 7.68 (m, 1H), 7.66 (m, 1H), 7.54 (s, 1H),7.48 (s, 1H), 7.19 (m, 2H), 7.11 (m, 1H), 7.05 (d, J = 8.0 Hz, 2H), 6.96 (s,1H), 6.89 (s, 1H), 6.69 (m, 2H),6.53 (m, 3H), 6.44 (d, J = 4.0 Hz, 1H), 6.31(dd, J = 4.0, 8.0 Hz...

Embodiment 2

[0022] To formula (1) compound (10 -6 M) ethanol / water (volume ratio 1:4) solution was added 1 equivalent of Hg 2+ , Ag + , Al 3 + , Ca 2+ , Cd 2+ , Co 2+ , Cr 3+ , Cu 2+ , Fe 2+ , Fe 3+ , K + , Li + , Mg 2+ , Mn 2+ , Na + , Ni 2+ , Pb 2+ , Sr 2+ and Zn 2+ After measuring the change in the ratio of the fluorescence emission intensity at 434nm and 584nm, it was found that: the compound of formula (1) is 2+ Has a unique fluorescence selectivity, adding 1 equivalent of Hg 2+ After that, the fluorescence intensity of compound 1 at 434nm was significantly reduced, and at the same time, the fluorescence intensity at 584nm was significantly enhanced, I 584 / I 434 = 2.5, such as figure 2 shown.

Embodiment 3

[0024] In formula (1) compound (10 -6 M) and 1 equivalent of Hg 2+Add 1 equivalent of Hg to the ethanol / water (volume ratio 1:4) solution 2+ , Ag + , Al 3+ , Ca 2+ , Cd 2+ , Co 2+ , Cr 3+ , Cu 2+ , Fe 2+ , Fe 3+ , K + , Li + , Mg 2+ , Mn 2+ , Na + , Ni 2 + , Pb 2+ , Sr 2+ and Zn 2+ After measuring the change in the ratio of fluorescence emission intensity at 434nm and 584nm, it was found that the compound of formula (1) has strong anti-interference ability to other ions, such as image 3 shown.

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Abstract

The invention discloses an indolizine rhodamine derivative type Hg<2+> ratiometric fluorescent sensor. The sensor is indolizine modified rhodamine, and a chemical structural formula is shown as a formula (1). The fluorescent sensor disclosed by the invention has unique fluorescent selectivity on Hg<2+>, high sensitivity and strong interference ability to other ions in an ethanol / water (having a volume ratio of 1:4) solution, and also has huge application prospects.

Description

technical field [0001] The invention relates to the field of organic small molecule fluorescent probes, in particular to a kind of indolizine rhodamine derivatives Hg 2+ Ratiometric fluorescent probes and their applications. Background technique [0002] Mercury accumulates in the human body and is non-biodegradable, causing health problems such as cellular dysfunction, kidney damage, nervous disorders, etc. Therefore, the qualitative and quantitative detection of mercury ions has become a field of great concern to chemists in recent years. [0003] Currently, a variety of analytical methods such as atomic absorption spectroscopy, electrochemical methods, inductively coupled plasma, atomic emission spectrometry, and mass spectrometry are used to detect mercury ions in the environment. However, these analytical methods require special instruments and equipment, complex processes and operations, etc. [0004] Due to the advantages of low price, high sensitivity, easy modifi...

Claims

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Application Information

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IPC IPC(8): C07D519/00C09K11/06G01N21/64
CPCC07D519/00C09K11/06C09K2211/1029C09K2211/1044C09K2211/1088G01N21/6428
Inventor葛燕青吉瑞雪曹晓群邢旭娇刘爱坤
OwnerSHANDONG FIRST MEDICAL UNIV & SHANDONG ACADEMY OF MEDICAL SCI