CN109608472B - Water-soluble supramolecular fluorescent probe and preparation and application thereof - Google Patents
Water-soluble supramolecular fluorescent probe and preparation and application thereof Download PDFInfo
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Abstract
The invention discloses a water-soluble supramolecular fluorescent probe and preparation and application thereof. The molecular formula of the water-soluble supramolecular fluorescent probe is as follows: 2C84H84N56O18@C19H19N2S2I. The compound fertilizer is prepared by taking spiral fourteen-element cucurbituril and 3, 3-diethyl thiocyanine iodide salt solution as raw materials. The probe can be used for detecting Ba in aqueous solution2+. The water-soluble supermolecule fluorescent probe can be used for detecting Ba in an aqueous solution2+And (6) detecting. The detection method has the advantages of low analysis cost, simplicity, sensitivity and rapidness.
Description
Technical Field
The invention relates to application of a probe reagent, in particular to a water-soluble supramolecular fluorescent probe and preparation and application thereof.
Background
Barium is a slightly glossy silver-white alkaline earth metal, and barium compounds are widely used, such as barium chloride, barium carbonate, barium sulfate, and barium hydroxide. Barium compounds are widely used in the pigment, steel quenching, ceramic and glass industries. With the wide application of barium compounds, the amount of barium-containing waste water and waste discharged to the environment during the production process is increased, which not only pollutes the environment, but also has great harm to human bodies. For example, soluble barium can cause acute poisoning, and symptoms of digestive tract irritation, hypokalemia, chest distress, palpitation, etc. appear. Meanwhile, after the barium compound enters the environment, the barium compound is low in decomposition speed and can remain in soil, water and air for a long time, and long-term pollution is generated.
Currently, methods for detecting barium ions include spectrophotometry, atomic absorption spectrometry, inductively coupled plasma mass spectrometry, and the like. These methods have high accuracy and sensitivity, but require expensive instruments and specialized detection technicians, which is costly. The fluorescent probe detection method is a detection method which is developed most rapidly in the present due to the advantages of simple synthesis, high selectivity and the like. Therefore, the development of a barium ion fluorescent probe with high sensitivity, high selectivity and simple synthesis is a problem to be solved by those skilled in the art.
Disclosure of Invention
The invention aims to provide a water-soluble supramolecular fluorescent probe, and preparation and application thereof2+And (6) detecting. The detection method has the advantages of low analysis cost, simplicity, sensitivity and rapidness.
The technical scheme of the invention is as follows: a water-soluble supramolecular fluorescent probe has a molecular formula as follows: 2C84H84N56O18@C19H19N2S2I。
The preparation method of the water-soluble supramolecular fluorescent probe is prepared by taking spiral fourteen-element cucurbituril and 3, 3-diethyl thiocyanine iodide salt solution as raw materials.
In the preparation method of the water-soluble supramolecular fluorescent probe, the molar ratio of the spiral quaternary cucurbituril to the 3, 3-diethyl thiocyanine iodide salt solution is 1-10: 1.
In the preparation method of the water-soluble supramolecular fluorescent probe, the molar ratio of the spiral fourteen-element cucurbituril to the 3, 3-diethyl thiocyanine iodide salt solution is 2: 1.
The preparation method of the water-soluble supramolecular fluorescent probe specifically comprises the following steps:
1) 50.08mg of spiral deca-quaternary cucurbituril is accurately weighed and prepared into 10ml of ultrapure water with the pH value of 7 and the concentration of 2 multiplied by 10-3A standard solution of mol/L;
2) 1.17mg of 3, 3-diethylthiocyanine iodide salt was weighed out accurately and prepared into 250ml of 1X 10 concentration ultrapure water having pH of 7-5A standard solution of mol/L;
3) accurately measuring 0.5ml of spiral quaternary cucurbituril standard solution and 50ml of 3, 3-diethyl thiocyanine iodide salt standard solution in a 100ml volumetric flask, and performing constant volume by using ultrapure water with pH of 7 to obtain the water-soluble supramolecular fluorescent probe.
Application of water-soluble supramolecular fluorescent probe in detecting Ba in aqueous solution2+。
The application of the water-soluble supramolecular fluorescent probe for detecting Ba in the aqueous solution2+When the current is over; the specific detection method comprises the following steps:
(1) accurately measuring 3mL of probe aqueous solution, wherein the concentration of the spiral fourteen-element cucurbituril in the probe aqueous solution is 1 multiplied by 10-5The concentration of the 3, 3-diethyl thiocyanine iodide salt at mol/L is 5 multiplied by 10-6mol/L, respectively adding Li to each probe solution+、Na+、K+、Ca2+、Mg2+、Ba2+、Zn2+、Al3+、Fe3+、Fe2+、Cd2+、Ni2+、 Pb2+、Cu2+、Co2+、Cr3+Or Mn2+The concentration of each metal ion is 0.2mol/L, the mixture is placed for 10min, the excitation wavelength is fixed to be 409nm, and fluorescence emission spectrometry is carried out respectively; when the fluorescence emission spectrum intensity of the system changes or blue shifts after a certain metal ion is added, the probe can detect the metal ion;
(2) accurately measuring 3mL of probe aqueous solution, wherein the concentration of the spiral fourteen-element cucurbituril in the probe aqueous solution is 1 multiplied by 10-5The concentration of the 3, 3-diethyl thiocyanine iodide salt at mol/L is 5 multiplied by 10-6Adding 10 times, 20 times and 30 times of Ba with the concentration of 0.2mol/L2+And (4) standing for 10min, and fixing the excitation wavelength of 409nm to respectively perform fluorescence emission spectrometry.
In order to verify the beneficial effects of the invention, the inventor carries out a great deal of experimental research, and part of the experimental processes and results are as follows:
experimental example 1 the interaction of a spiral deca-quaternary cucurbituril with 3, 3-diethylthiocyanine iodide was explored
In order to explore the interaction between the spiral deca-quaternary cucurbituril and the 3, 3-diethylthiocyanine iodide salt, the interaction between a host and an object is investigated by adopting a fluorescence spectroscopy method.
The fluorescence spectrum data among all systems is measured by a molar ratio method, and the specific method comprises the following steps: the fixed 3, 3-diethyl thiocyanine iodide salt concentration is 5 multiplied by 10-6And (3) changing the concentration of the spiral quaternary cucurbituril, configuring an aqueous solution of the spiral quaternary cucurbituril/3, 3-diethylthiocyanine iodonium salt at 0, 1.0, 2.0, 3.0, 4.0, 5.0, 6.0, 7.0, 8.0, 9.0, 10.0, 11.0, 12.0, 13.0, 14.0, 15.0, 16.0, 17.0, 18.0, 19.0 and 20.0, and measuring the fluorescence emission spectrum of the solution under the condition that the excitation wavelength is 409nm (the experimental data are shown in the attached figure 2). The results show that the aqueous solution of the 3, 3-diethylthiocyanine iodonium salt has weaker fluorescence, when the spiral fourteen-element cucurbituril is gradually added, the fluorescence of the system is obviously enhanced, and when the spiral fourteen-element cucurbituril is added to 15 times, the fluorescence of the system is hardly changed (the experimental data is shown in the attached figure 3). The total concentration of the initial substances of the immobilization system was 5X 10-6mol/L, by varying tQ [14]In a ratio of the amount of cyanine dye species to Ng/N tQ[14]0, 0.10, 0.20, 0.30, 0.33, 0.40, 0.50 … … 0.80, 0.90, 1.0, respectively, and the ultraviolet absorption spectrum was measured and expressed as Ng/(Ng+NtQ[14]) The horizontal axis and the vertical axis represent the variation of absorbance, and a Job method diagram of the spiral fourteen-element cucurbituril and the 3, 3-diethyl thiocyanine iodide salt is obtained (the experimental data are shown in the attached figure 4). Nuclear magnetic titration experiments (experimental data are shown in figure 5) and mass spectra (experimental data are shown in figure 6) of adding 3, 3-diethylthiocyanine iodide salt with different concentrations into spiral fourteen-element cucurbiturils are also carried out.
Experimental example 2 quantitative analysis
3mL of probe solution (the concentration of the spiral fourteen-element cucurbituril is 1 multiplied by 10) is accurately measured and taken-5The concentration of the 3, 3-diethyl thiocyanine iodide salt at mol/L is 5 multiplied by 10-6mol/L of an aqueous probe solution), and 50 times as much metal ions (Li) commonly used in aqueous solutions are added to the probe solution, respectively+、Na+、K+、Ca2+、Mg2+、Ba2+、Zn2+、Al3+、Fe3+、 Fe2+、Cd2+、Ni2+、Pb2+、Cu2+、Co2+、Cr3+、Mn2+Concentration of 0.2mol/L), standing for 10min, fixing excitation wavelength of 409nm, and performing fluorescence emission spectrometry (experimental data is shown in figure 7). When the fluorescence emission spectrum intensity of the system changes or blue shifts after a certain metal ion is added, the probe can detect the metal ion.
To the probe solution (tQ [14]]The concentration is 1X 10-5The mol/L, DTTHC concentration is 5X 10-6A probe aqueous solution of mol/L) was added 10 times, 20 times, and 30 times, respectively2+Ions (concentration of 0.2mol/L) are left for 10min, and fluorescence emission spectrometry is carried out respectively at fixed excitation wavelength of 409 nm. It can be seen that different multiples of Ba are added to the standard solution2+Are different in concentration, and different concentrations of Ba2+Can cause the fluorescence of the fluorescent probe solution to be quenched to different degrees, while Ba2+The linear range of the response is (5-25.0). times.10-5mol/L, detection limit of 1.4X 10-7mol/L (experimental data is shown in figure 8).
Compared with the prior art, the invention has the following beneficial effects:
1. fluorescent probe pair of Ba in aqueous solution2+Has high sensitivity, high selectivity, and strong scientific research significance and practical application value.
2. The invention is based on spiral fourteen-element cucurbituril, which can enhance the fluorescence of 3, 3-diethyl thiocyanine iodide salt to form a supermolecule complex fluorescent probe. Ba after adding metal ions to the fluorescent probe2+A novel Ba detection is established by generating a new complex with a fluorescent probe2+A method.
3. Ba provided by the invention2+Compared with the traditional detection technology, the detection method is quicker, simpler, more sensitive and more environment-friendly.
Description of the drawings:
FIG. 1 is a structural formula of a spiral fourteen-element cucurbituril and 3, 3-diethyl thiocyanine iodide salt;
FIG. 2 is a fluorescence spectrum of a spiral deca-quaternary cucurbituril/3, 3-diethylthiocyanine iodide salt system of the invention;
FIG. 3 is a graph of a solution of spiral deca-quaternary cucurbituril/3, 3-diethylthiocyanine iodide in a molar ratio equal to 15:1 under 365nm ultraviolet radiation;
FIG. 4 is a jobA process of the spiral deca-quaternary cucurbituril/3, 3-diethylthiocyanine iodide salt system of the present invention;
FIG. 5 is a nuclear magnetic titration spectrum (a) [ a ] of DTTHC of the spiral deca-quaternary cucurbituril/3, 3-diethyl thiocyanine iodide system of the invention; b) tQ [14] DTTHC 1: 1; C) tQ [14] DTTHC 1: 0.9; d) tQ [14] DTTHC 1: 0.7; e) tQ [14] DTTHC 1: 0.5; f) tQ [14] DTTHC 1: 0.3; g) tQ 14 and an action pattern (b);
FIG. 6 is a mass spectrum of a spiral deca-quaternary cucurbituril/3, 3-diethylthiocyanine iodide fluorescent probe of the invention;
FIG. 7 is a graph of the fluorescence spectra of the present invention with different metal ion systems added to the fluorescent probe;
FIG. 8 shows the addition of Ba in different concentrations2+The fluorescence spectrum curve of the solution (2).
Detailed Description
Example 1:
a water-soluble supramolecular fluorescent probe for detecting barium ions has a structural formula shown in figure 1, and the molecular formula of the probe is as follows: 2C84H84N56O18@C19H19N2S2I, the probe is prepared from spiral fourteen-element cucurbituril and 3, 3-diethyl thiocyanine iodide salt according to the molar ratio of 2: 1.
The preparation method of the probe comprises the following steps:
1) accurately weighing 50.08mg spiral ten-four-element cucurbituril (tQ [14]]) The formula is shown in figure 1, and the mixture is prepared into 10ml with ultrapure water with pH 7 and the concentration is 2 multiplied by 10-3A standard solution of mol/L;
2) 1.17mg of 3, 3-diethylthiocyanine iodide (DTTHC) was weighed out accurately, the structural formula is shown in FIG. 1, and 250ml of ultrapure water with pH 7 and the concentration is 1X 10-5A standard solution of mol/L;
3)accurately measuring 0.5ml of spiral quaternary cucurbituril standard solution and 50ml of 3, 3-diethyl thiocyanine iodide standard solution in a 100ml volumetric flask, and fixing the volume with ultrapure water with pH of 7 to obtain the product with the concentration of 5 multiplied by 10-6And (3) mol/L water-soluble supramolecular fluorescent probe.
When the probe is used for detecting barium ions in an aqueous solution, the specific detection method comprises the following steps:
accurately measure and take 3mL probe water solution (the concentration of the spiral ten-four-element cucurbituril is 1 multiplied by 10)-5The concentration of the 3, 3-diethyl thiocyanine iodide salt at mol/L is 5 multiplied by 10-6mol/L), respectively adding 50 times of metal ions (Li) commonly used in aqueous solution into the probe solution+、Na+、K+、Ca2+、Mg2+、Ba2+、Zn2+、Al3+、Fe3+、Fe2+、 Cd2+、Ni2+、Pb2+、Cu2+、Co2+、Cr3+Or Mn2+The concentration is 0.2mol/L), standing for 10min, fixing the excitation wavelength of 409nm, and respectively carrying out fluorescence emission spectrometry. As a result, it was found that when Ba was added2+The intensity of fluorescence emission spectrum of the rear system is weakened, which indicates that the probe can be used for detecting Ba2+And (6) detecting. And Ba2+The linear range of the response is (5-25.0). times.10-5mol/L, detection limit of 1.4X 10-7mol/L
Example 2:
a water-soluble supramolecular fluorescent probe for detecting barium ions has a structural formula shown in figure 1, and the molecular formula of the probe is as follows: 5C84H84N56O18@C19H19N2S2I, the probe is prepared from spiral fourteen-element cucurbituril and 3, 3-diethyl thiocyanine iodide salt according to the molar ratio of 5: 1.
The preparation method of the probe comprises the following steps:
1) accurately weighing 50.08mg spiral ten-four-element cucurbituril (tQ [14]]) The formula is shown in figure 1, and the mixture is prepared into 10ml with ultrapure water with pH 7 and the concentration is 2 multiplied by 10-3A standard solution of mol/L;
2) accurately weighing 1.17mg of 3, 3-diethyl thiocyanine iodide (DTTHC), the structural formula is shown in figure 1, and using pH 7 super-scalePrepared into 250ml of pure water with the concentration of 1 multiplied by 10-5A standard solution of mol/L;
3) accurately weighing 1.25ml of spiral quaternary cucurbituril standard solution and 50ml of 3, 3-diethyl thiocyanine iodide standard solution in a 100ml volumetric flask, and fixing the volume with ultrapure water with pH of 7 to obtain the product with the concentration of 5 multiplied by 10-6And (3) mol/L water-soluble supramolecular fluorescent probe.
When the probe is used for detecting barium ions in an aqueous solution, the specific detection method comprises the following steps:
accurately measuring 3mL of probe aqueous solution (the concentration of the spiral ten-four-element cucurbituril is 1 multiplied by 10)-5The concentration of the 3, 3-diethyl thiocyanine iodide salt at mol/L is 5 multiplied by 10-6mol/L), respectively adding 50 times of metal ions (Li) commonly used in aqueous solution into the probe solution+、Na+、K+、Ca2+、Mg2+、Ba2+、Zn2+、Al3+、Fe3+、Fe2+、Cd2+、 Ni2+、Pb2+、Cu2+、Co2+、Cr3+、Mn2+The concentration is 0.2mol/L), standing for 10min, fixing the excitation wavelength of 409nm, and respectively carrying out fluorescence emission spectrometry. When the fluorescence emission spectrum intensity of the system changes or blue shifts after a certain metal ion is added, the probe can detect the metal ion. As a result, it was found that when Ba was added2+The intensity of fluorescence emission spectrum of the rear system is weakened, which indicates that the probe can be used for detecting Ba2+And (6) detecting. And Ba2+The linear range of the response is (5-25.0). times.10-5mol/L, detection limit of 1.4X 10-7mol/L
Example 3:
a water-soluble supramolecular fluorescent probe for detecting barium ions, which has a molecular formula as follows: 10C84H84N56O18@C19H19N2S2I, the probe is prepared from spiral fourteen-element cucurbituril and 3, 3-diethyl thiocyanine iodide salt according to the molar ratio of 10: 1.
The preparation method of the probe comprises the following steps:
1) accurately weighing 50.08mg of spiral ten-four-element cucurbituril (III)tQ[14]) The formula is shown in figure 1, and the mixture is prepared into 10ml with ultrapure water with pH 7 and the concentration is 2 multiplied by 10-3A standard solution of mol/L;
2) 1.17mg of 3, 3-diethylthiocyanine iodide (DTTHC) was weighed out accurately, the structural formula is shown in FIG. 1, and 250ml of ultrapure water with pH 7 and the concentration is 1X 10-5A standard solution of mol/L;
3) accurately weighing 2.50ml of spiral quaternary cucurbituril standard solution and 50ml of 3, 3-diethyl thiocyanine iodide standard solution in a 100ml volumetric flask, and fixing the volume with ultrapure water with pH of 7 to obtain the product with the concentration of 5 multiplied by 10-6And (3) mol/L water-soluble supramolecular fluorescent probe.
When the probe is used for detecting barium ions in an aqueous solution, the specific detection method comprises the following steps:
accurately measuring 3mL of probe aqueous solution (the concentration of the spiral ten-four-element cucurbituril is 1 multiplied by 10)-5The concentration of the 3, 3-diethyl thiocyanine iodide salt at mol/L is 5 multiplied by 10-6mol/L), respectively adding 50 times of metal ions (Li) commonly used in aqueous solution into the probe solution+、Na+、K+、Ca2+、Mg2+、Ba2+、Zn2+、Al3+、Fe3+、Fe2+、Cd2+、 Ni2+、Pb2+、Cu2+、Co2+、Cr3+、Mn2+The concentration is 0.2mol/L), standing for 10min, fixing the excitation wavelength of 409nm, and respectively carrying out fluorescence emission spectrometry. When the fluorescence emission spectrum intensity of the system changes or blue shifts after a certain metal ion is added, the probe can detect the metal ion. As a result, it was found that when Ba was added2+The intensity of fluorescence emission spectrum of the rear system is weakened, which indicates that the probe can be used for detecting Ba2+And (6) detecting. And Ba2+The linear range of the response is (5-25.0). times.10-5mol/L, detection limit of 1.4X 10-7mol/L。
Claims (4)
1. A water-soluble supramolecular fluorescent probe, characterized in that: the molecular formula of the water-soluble supramolecular fluorescent probe is as follows: 2C84H84N56O18@C19H19N2S2I; said C is84H84N56O18Is a spiral ten-four element cucurbituril; said C is19H19N2S2I is 3, 3-diethyl thiocyanine iodide salt.
2. A method for preparing a water-soluble supramolecular fluorescent probe as claimed in claim 1, characterized in that: the compound is prepared by taking spiral quaternary cucurbituril and 3, 3-diethyl thiocyanine iodide solution as raw materials, wherein the molar ratio of the spiral quaternary cucurbituril to the 3, 3-diethyl thiocyanine iodide solution is 2: 1.
3. The method for preparing a water-soluble supramolecular fluorescent probe as claimed in claim 2, characterized in that: the method specifically comprises the following steps:
1) 50.08mg of spiral deca-quaternary cucurbituril is accurately weighed and prepared into 10ml of ultrapure water with the pH value of 7 and the concentration of 2 multiplied by 10- 3A standard solution of mol/L;
2) 1.17mg of 3, 3-diethylthiocyanine iodide was weighed out accurately and prepared into 250ml of 1X 10 concentration ultrapure water having a pH of 7-5A standard solution of mol/L;
3) accurately measuring 0.5ml of spiral quaternary cucurbituril standard solution and 50ml of 3, 3-diethyl thiocyanine iodide salt standard solution in a 100ml volumetric flask, and performing constant volume by using ultrapure water with pH of 7 to obtain the water-soluble supramolecular fluorescent probe.
4. Use of water-soluble supramolecular fluorescent probe as claimed in claim 1, characterized in that: for detecting Ba in aqueous solution2+。
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007061768A2 (en) * | 2005-11-18 | 2007-05-31 | Phanos Technologies, Inc. | Fluorescent membrane intercalating probes and methods for their use |
| CN106645056A (en) * | 2016-11-16 | 2017-05-10 | 贵州大学 | Method for detecting barium ions in drinking water |
| CN108484490A (en) * | 2018-05-23 | 2018-09-04 | 贵州大学 | Detect the fluorescence probe and its preparation method and application of various metals ion in water |
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007061768A2 (en) * | 2005-11-18 | 2007-05-31 | Phanos Technologies, Inc. | Fluorescent membrane intercalating probes and methods for their use |
| CN106645056A (en) * | 2016-11-16 | 2017-05-10 | 贵州大学 | Method for detecting barium ions in drinking water |
| CN108484490A (en) * | 2018-05-23 | 2018-09-04 | 贵州大学 | Detect the fluorescence probe and its preparation method and application of various metals ion in water |
Non-Patent Citations (2)
| Title |
|---|
| "Specific fluorescent detection of fibrillar α-synuclein using mono- and trimethine cyanine dyes";K. D. Volkova et al.;《Bioorganic & Medicinal Chemistry》;20071022;第16卷;第1452-1459页 * |
| "Supramolecular Assembly Mediated by Metal Ions in Aqueous Solution and Its Application in Their Analysis";Jing Zhang et al.;《Chem. Eur. J.》;20170704;第23卷;第10092-10099页 * |
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