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Rhodamine B double-channel fluorescence probe and application

A fluorescent probe and dual-channel technology, applied in fluorescence/phosphorescence, material analysis through optical means, luminescent materials, etc., to achieve the effects of saving detection costs, high detection sensitivity, and excellent selectivity

Active Publication Date: 2017-05-31
SOUTHEAST UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the rhodamine B-type dual-channel fluorescent molecules that can realize naked-eye recognition, reversible operation, and recyclability are rarely reported in the literature.

Method used

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  • Rhodamine B double-channel fluorescence probe and application
  • Rhodamine B double-channel fluorescence probe and application
  • Rhodamine B double-channel fluorescence probe and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Example 1: Synthesis of Rhodamine B Class Dual-Channel Fluorescent Probes

[0026] The reaction formula for synthesizing the rhodamine B class dual-channel fluorescent probe is as follows:

[0027]

[0028] Concrete steps for synthesizing Rhodamine B dual-channel fluorescent probes:

[0029] 1) Synthesis of Rhodamine B hydrazide intermediate M1: Weigh 1.2g Rhodamine B, dissolve it in 30mL absolute ethanol, stir vigorously at room temperature, add 3.0-5.0mL 85wt% hydrazine hydrate dropwise, after the dropwise addition is completed Continue to stir for 0.5h, then raise the temperature and reflux for 8-12h until the solution turns orange yellow, cool down, remove the solvent by rotary evaporation under reduced pressure, add 1N HCl50-70mL, add 1mol / L NaOH 70-80mL under stirring conditions until the solution pH is Around 9-10, a large amount of precipitation appeared, filtered with suction, washed with distilled water for 3 times, and dried overnight in a vacuum oven, th...

Embodiment 2

[0035] Embodiment 2: Rhodamine B class dual-channel fluorescent probe pair VO 2+ and Cu 2+ selective detection of

[0036] Add 200 μmol / L metal ion (Mg 2+ , Al 3+ , Ca 2+ , Cr 3+ , Mn 2+ , Fe 2+ , Fe 3+ ,Co 2+ , Ni 2+ , Zn 2+ , Ag + , Cd 2+ , Sn 2+ , Ba 2+ , Hg 2+ , Pb 2+ , VO 2+ , La 3+ , Ce 3+ , Pr 3+ ,Nd 3+, Sm 3+ , Eu 3+ , Dy 3+ , Er 3+ , Th 4+ , Cu 2+ ), after 0.5h, detect the changes in the fluorescence emission spectrum and the ultraviolet-visible absorption spectrum of the solution. It can be seen from the test results that the Rhodamine B dual-channel fluorescent probe itself has almost no emission peak at 586nm, and almost no absorption peak at 560nm; when adding VO 2+ After ionization, the Rhodamine B dual-channel fluorescent probe solution has a strong emission peak at 586nm. When Cu is added 2+ After ions, the rhodamine B dual-channel fluorescent probe solution showed a strong absorption peak at 560nm; however, other metal ions, such a...

Embodiment 3

[0037] Embodiment 3: Rhodamine B class dual-channel fluorescent probe pair VO 2+ and Cu 2+ Fluorescence titration experiment

[0038] 20 μmol / L Rhodamine B class dual-channel fluorescent probe dimethyl sulfoxide (DMSO) and 0.05mol / L, pH=8 Tris-HCl buffer volume ratio is a mixed solution of 7:3, gradually increase the addition VO 2+ and Cu 2+ After 0.5h, test the fluorescence spectrum and absorption spectrum of each sample. From the results, it can be seen that with VO 2+ and Cu 2+ With the gradual increase of the concentration, the fluorescence intensity of the Rhodamine B dual-channel fluorescent probe solution at 586nm increases gradually, and the absorption intensity at 560nm also increases gradually. When VO 2+ and Cu 2+ When the concentration of rhodamine B increases to about 400μmol / L, the titration reaches saturation, and the emission intensity and absorption intensity no longer increase; 2+ and Cu 2+ have good sensing properties.

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Abstract

The invention discloses a rhodamine B double-channel fluorescence probe and application thereof. The structure of the probe is as follows: (the formula is as shown in the description). The fluorescence probe can detect and identify VO<2+> and Cu<2+> respectively in a buffer solution containing the VO<2+> and the Cu<2+> by utilizing a fluorescence spectrum and an ultraviolet-visible absorption spectrum. The probe has excellent selectivity on VO<2+> and Cu<2+> identification, high anti-interference capability, high sensing property, low detection limit and high detection sensitivity; and after pyrophosphate ions are added subsequently, the pyrophosphate ions are bonded with the VO<2+> and the Cu<2+>, coordinated metal ions are released, hydrazide in the fluorescence probe returns to a closed ring state, the fluorescence of the system is quickly reduced, and reversible operation of the fluorescence probe molecules is realized. The fluorescence probe can be applied to detection of environmental pollution or the VO<2+> and the Cu<2+> in a living body well.

Description

technical field [0001] The invention relates to a rhodamine B double-channel fluorescent probe and its application, belonging to the technical field of metal cation recognition. Background technique [0002] Fluorescent molecular probes are widely used in industry, agriculture, medicine, environmental detection, etc. It has a wide range of applications and has attracted extensive attention from researchers in the field of chemistry. In recent years, designing and synthesizing highly selective fluorescent probes to detect transition and heavy metal ions is one of the important research directions in the field of chemical research. [0003] Copper is an important trace element and essential nutrient in living systems. Among various transition and heavy metal ions, copper ranks third in the human body except zinc and iron. It plays a key role in biological systems as a catalyst for a variety of metalloenzyme cofactors. Cu 2+ Plays an important role in the environment, biol...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D491/107C09K11/06G01N21/64
CPCC07D491/107C09K11/06C09K2211/1029C09K2211/1088G01N21/643
Inventor 赵红江道勇王志飞王肖肖薛兴颖汤雪娇
Owner SOUTHEAST UNIV