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A fluorescent probe capable of detecting viscosity and hydrogen sulfide and its preparation and application

A fluorescent probe, hydrogen sulfide technology, applied in the fields of life science, environmental science, and analytical chemistry, can solve the problem of inability to realize a probe detection, and achieve the effects of convenient post-processing, simple synthesis route, and low cost input

Active Publication Date: 2022-04-19
HUNAN UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, some fluorescent probe molecules can only detect viscosity or hydrogen sulfide, and cannot realize the detection of multiple response modes of a probe

Method used

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  • A fluorescent probe capable of detecting viscosity and hydrogen sulfide and its preparation and application
  • A fluorescent probe capable of detecting viscosity and hydrogen sulfide and its preparation and application
  • A fluorescent probe capable of detecting viscosity and hydrogen sulfide and its preparation and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] Example 1: Preparation of a fluorescent probe with hydrogen sulfide and viscosity detection functions.

[0034] Include the following steps:

[0035] (1) Preparation of intermediate products.

[0036] Take the product 11,1'-(9H-carbazole-3,6-diyl)bis(ethan-1-one) (251.1mg, 1mmol) and potassium hydroxide (67.2mg, 1.2mmol) in ethanol (40mL) The mixture in was heated at 70 °C for 6 h. The solvent was then evaporated and dried to give the intermediate product as a yellow-brown solid which was used in the next step without further purification.

[0037] (2) The product 2 was synthesized using the intermediate product.

[0038] Dissolve all the intermediates synthesized in step (1) in dimethyl sulfoxide, then add 3-bromopropyne (159.0mg, 10mmol) dropwise, stir at room temperature for 6h, then dissolve the crude product in dichloromethane (60mL ) and washed with water (105 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated, and packed into a c...

Embodiment 2

[0043] Embodiment 2: detection experiment of viscosity.

[0044] A test mother solution of dimethyl sulfoxide (DMSO) with a concentration of 0.5 mM fluorescent probe obtained in Example 1 was prepared, and 50 mg of hydrogen sulfide scavenger was added for use.

[0045] Take 10 5mL sample bottles, respectively take 3mL solvent volume ratios of glycerin and methanol in different proportions (glycerol:methanol=8.5:1.5, 8.0:2.0, 7.5:2.5, 7:3, 6.5:3.5, 6:4, 5: 5, 4:6, 3:7, 2:8), that is, the viscosity is 453.17, 347.73, 263.93, 198.02, 146.75, 107.34, 35.01, 26.44, 11.8, 4.83Pa.s respectively. Then add probe mother solution (final concentration is 5 μ M), carry out fluorescence scanning (excitation wavelength 470nm), measure the relative fluorescence intensity in each system, such as image 3 shown. Depend on image 3 It can be seen that with the increase of solvent viscosity, the relative fluorescence intensity becomes stronger, according to image 3 Fluorescence intensity cha...

Embodiment 3

[0046] Embodiment 3: detection experiment of hydrogen sulfide.

[0047] A test mother solution of dimethyl sulfoxide (DMSO) with a concentration of 0.5 mM fluorescent probe obtained in Example 1 was prepared for use, and the viscosity of the mother solution was fixed.

[0048] Get 22 5mL sample bottles, add respectively the mother liquor 0.03mL of the fluorescent probe configuration that gains in embodiment 1, add glycerin: the mixed solution 2.97mL that methanol volume ratio is 85:15, then respectively add concentration [H 2 S]=0(a), 2.0×10 - 3 mol / L(b), 4.0×10 -3 mol / L(c), 6.0×10 -3 mol / L(d), 8×10 -3 mol / L(e), 1.0×10 -2 mol / L(f), 1.2×10 -2 mol / L(g), 1.4×10 -2 mol / L(h), 1.6×10 -2 mol / L(i), 2.0×10 -2 mol / L(j), 2.4×10 -2 mol / L(k), 2.8×10 -2 mol / L(l), 3.2×10 -2 mol / L(m), 3.6×10 -2 mol / L(n), 4.0×10 -2 mol / L(o), 4.4×10 -2 mol / L(p), 4.8×10 -2 mol / L(q), 5.2×10 -2 mol / L(r), 5.6×10 -2 mol / L(s), 6.0×10 -2 mol / L(t), 6.4×10 -2 mol / L(u), 6.8×10 -2 mol / L(v) of 3 μL hyd...

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Abstract

The invention discloses a fluorescent probe capable of detecting viscosity and hydrogen sulfide and its preparation and application. The fluorescent probe is based on carbazole, 4-(diethylamino) salicylaldehyde, tetraacetyl-α-D- Bromogalactose is a novel fluorescent probe that can detect viscosity and hydrogen sulfide prepared from galactose bromide. The fluorescent probe can detect viscosity changes with high sensitivity, and at the same time, can also realize high selectivity, high sensitivity and rapid ratio detection of hydrogen sulfide under certain viscosity conditions. Compared with the existing fluorescent detection technology, the fluorescent probe obtained in the present invention is simple to prepare, has a mature synthetic route, has dual detection functions, and has good selectivity and strong anti-interference ability, and is suitable for scale-up synthesis and practical production applications. Technology fields such as chemistry, life science, and environmental science have great application prospects.

Description

technical field [0001] The invention relates to the fields of analytical chemistry, life science, environmental science and the like, in particular to the preparation of a fluorescent probe with dual detection functions of viscosity and hydrogen sulfide, and the application of the fluorescent probe to the detection of viscosity and hydrogen sulfide. Background technique [0002] Viscosity is an important index used to reflect the viscosity of the solution, which mainly depends on the diffusion rate of the substance in the solution, and has very important application value in the macroscopic and microscopic fields. In biological systems, the internal environment Viscosity levels play a vital role throughout living systems. When the plasma viscosity in the human body gradually increases, it will induce various diseases, such as high blood pressure, high blood fat, cerebral infarction, heart disease, etc., endangering people's safety. [0003] Hydrogen sulfide molecule (H2S), ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07H19/056C07H1/00C09K11/06G01N21/64
CPCC07H19/056C07H1/00C09K11/06G01N21/643C09K2211/1029C09K2211/1059C09K2211/1088
Inventor 张培盛刘会田勇李修莉张崇华陈建
Owner HUNAN UNIV OF SCI & TECH