Compounds based on rhodamine b and aminoethyl sulfide, methods for their preparation and applications

Abstract

The invention discloses a compound based on rhodamine B and aminoethyl sulfide, its preparation method and application, which is a novel rhodamine-like Hg2+ colorimetric and fluorescent probe with excellent comprehensive performance and reversible sensing mechanism. Its excellent comprehensive properties include: easy-to-obtain raw materials, simple synthesis method, and simple molecular structure; good selectivity to Hg2+, high sensitivity, strong anti-interference ability, and low cytotoxicity; detection can be carried out in a near-neutral almost pure water buffer solution ; It can effectively detect Hg2+ in ponds and tap water samples; it can detect Hg2+ in HgCl2; the molecule contains an aliphatic primary amino group, which can be further modified by itself or other materials.

Description

technical field [0001] The invention belongs to the technical field of heavy metal ion probes, in particular to a compound based on rhodamine B and aminoethyl sulfide, a preparation method thereof, and the application of the compound as a mercury ion probe in detecting mercury ions. Background technique [0002] Mercury is the second most common toxic heavy metal. Whether it is elemental mercury, inorganic mercury, or organic mercury, it can damage organs such as the kidney, central nervous system, and brain, leading to cognitive and motor dysfunction, and even cancer. If mercury and its compounds exist in natural water bodies, they can easily pollute the water environment and cause harm to a wide range of people. Hg 2+ The most common form of mercury contamination, it is highly water soluble, so its detection is critical. Spectral probes have attracted much attention due to their advantages of simple operation, rapid detection sensitivity, high selectivity, and low cost. ...

AI Technical Summary

Problems solved by technology

[0003] However, the reported rhodamine-based spectral probes have rare raw materials, complex structures, and difficult synthesis, and some can only detect Hg in pure organic solvents (such as absolute ethanol). 2+ , or the anti-interference ability and practicability are not good, and the rhodamine Hg with good comprehensive performance 2+ There are very few spectroscopic probes (see: Xu L, Wang S, Lv YN, Son YA, Cao DR. A highlyselective and sensitive photo switchable fluorescent probe for Hg 2+ based onbisthienylethene-rhodamine 6G dyad and for live cells imaging. Spectrochim. Acta Part A 2014; 128: 567-574; Bhalla V, Tejpal R, Kumar M. Rhodamineappended terphenyl: A reversible “off-on” fluorescent chemosensors for mercury . Actuators B 2010; 151: 180-185; Zhang X, Zhu YY. A new fluorescent chemodosimeter for Hg 2+ -selective detection in aqueous solution based on Hg 2+ -promoted hydrolysis of rhodamine-glyoxylic acid conjugate. Sens. Actuators B2014; 202: 609-614)

In addition, rhodamine Hg 2+ The conversion of the signal of the spectral probe is generally achieved by two methods, one is to add mercury ions, coordinate with the probe and induce the ring opening of the spironolactam, which often responds or delays the reaction to other metal cations; the other Mercury ions activate the thiocarbonyl stoichiometric reaction. The biggest problem is that the reaction of mercury ions is irreversible, so follow-up analysis cannot be performed, probes cannot be reused, and mercury ions cannot be recovered, making it impractical.

Images