CN109880623B - Water-sensitive up-conversion fluorescent material and preparation method and detection method thereof - Google Patents
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Abstract
The invention discloses a water-sensitive up-conversion fluorescent material, and a preparation method and a detection method thereof. The water sensitive up-conversion fluorescent material is a water-soluble polyethyleneimine surface functionalized rare earth up-conversion fluorescent material PEI-NaBiF4:Yb3+/Er3+The preparation method adopts a solvothermal method and comprises the following steps: bismuth nitrate, erbium nitrate, ytterbium nitrate, sodium nitrate, ammonium fluoride and polyethyleneimine are dissolved in ethylene glycol and then react for 6 to 24 hours in a hydrothermal kettle at the temperature of 180 DEG and 210 DEGAnd (3) after the reaction is finished, centrifugally separating, washing and drying the reaction solution to obtain the water sensitive up-conversion fluorescent material. The method establishes a novel method for measuring the water content in an organic solvent, and adopts a surface functionalized up-conversion fluorescent material (PEI-NaBiF)4:Yb3+/Er3+) The method is a fluorescent probe, and can realize the determination of the up-conversion fluorescence extinction degree by utilizing different water contents.
Description
Technical Field
The invention belongs to the technical field of water content determination in organic solvents, and particularly relates to a water-sensitive up-conversion fluorescent material, and a preparation method and a detection method thereof.
Background
Water is one of the most important material resources and has very important significance to life. With the development of science and technology, trace water is generally regarded as impurities on dried products, food inspection, environmental detection and some chemical products, so that the method for rapidly and effectively detecting the water content in the organic solvent attracts wide attention.
There are many methods available for measuring water content, such as: karl fischer, coulomb, dew point, etc. However, these instrumental detection methods have the following disadvantages: (1) the used instruments are complex to operate, high in price and not suitable for popularization; (2) complex sample pretreatment; (3) a person skilled in the art. Therefore, the invention discloses a novel method for measuring the water content in the organic solvent, which has very important significance.
Rare earth up-conversion material fluorescent material NaBiF4:Yb3+／Er3+The excitation wavelength is in the infrared region, and the emission wavelength is in the visible region, so that the fluorescent material has the advantages of small background interference, good selectivity, high sensitivity and the like compared with the common fluorescent material. Therefore, rare earth up-conversion materials have been widely used for fluorescence detection. In addition, due to its good biocompatibility, the upconversion fluorescent material has also been applied to fields such as biological imaging. At present, the water-sensitive up-conversion fluorescent material NaBiF is utilized4:Yb3+/Er3+For water in organic solventsThe content measurement has not been reported in any publication.
Through searching, no patent publication related to the present application has been found.
Disclosure of Invention
In view of the above technical problems in the prior art, the present invention aims to provide a water sensitive up-conversion fluorescent material, and a preparation method and a detection method thereof.
The method utilizes the application of the up-conversion fluorescent probe in the detection of the water content in the organic solvent, and utilizes the different up-conversion fluorescence extinction degrees caused by the different water contents in the organic solvent, thereby realizing the determination of the water content.
The water-sensitive up-conversion fluorescent material is characterized by being a water-soluble polyethyleneimine surface functionalized rare earth up-conversion fluorescent material PEI-NaBiF4:Yb3+/Er3+。
The preparation method of the water-sensitive up-conversion fluorescent material is characterized in that the PEI-NaBiF is prepared by adopting a solvothermal method4:Yb3+/Er3+The process is as follows: bismuth nitrate, erbium nitrate, ytterbium nitrate, sodium nitrate, ammonium fluoride and polyethyleneimine are dissolved in ethylene glycol, then the mixture reacts for 6 to 24 hours in a hydrothermal kettle at the temperature of 180-210 ℃, and after the reaction is finished, the reaction liquid is subjected to centrifugal separation, washing and drying to obtain the water sensitive up-conversion fluorescent material.
The preparation method of the water-sensitive up-conversion fluorescent material is characterized in that the molar ratio of bismuth nitrate to erbium nitrate to ytterbium nitrate to sodium nitrate to ammonium fluoride is 75-80: 1-3: 15-25: 180-220: 750-850.
The preparation method of the water-sensitive up-conversion fluorescent material is characterized in that the mass ratio of bismuth nitrate to polyethyleneimine is 3.5-4: 1-2, the mass ratio of bismuth nitrate to the volume of ethylene glycol is 3-5: 100, 300, mass in g, volume in mL.
The detection method using the water-sensitive up-conversion fluorescent material is characterized by comprising the following steps of:
1) making a standard curve: mixing an organic solvent and water, and uniformly and alternately preparing an organic solution with the water content of 0-100%; adding the water sensitive up-conversion fluorescent material into the organic solution, reacting for 0.5-1.5 minutes at room temperature, measuring the emission spectra of the organic solution with different water contents by using a fluorescence spectrometer under the irradiation of laser with the wavelength of 980 nm to obtain a working curve of the fluorescence intensity at 540 nm and the water content, and fitting to obtain a linear regression equation I = aC + b, wherein C is the water content and I is the fluorescence intensity;
2) measuring the water content: adding the water-sensitive up-conversion fluorescent material into a sample to be detected, wherein the solvent of the sample to be detected is the same as the organic solvent in the step 1), reacting for 0.5-1.5 minutes at room temperature, measuring the emission spectrum of the sample to be detected by using a fluorescence spectrometer under the irradiation of laser with the wavelength of 980 nm to obtain the fluorescence intensity at 540 nm, and substituting the fluorescence intensity into the linear regression equation in the step 1) to calculate the water content in the sample to be detected.
The detection method using the water-sensitive up-conversion fluorescent material is characterized in that in the step 1), the organic solvent is at least one of ethanol, N-dimethylformamide, methanol and acetone.
The detection method utilizing the water sensitive up-conversion fluorescent material is characterized in that in the step 1), the concentration of the water sensitive up-conversion fluorescent material in the organic solution is 10-25 mg/mL; and 2) the concentration of the water sensitive up-conversion fluorescent material in the sample to be detected is the same as that of the water sensitive up-conversion fluorescent material in the organic solution in the step 1).
The detection method using the water-sensitive up-conversion fluorescent material is characterized in that in the step 2), the water content of the sample to be detected is 0-100%.
Compared with the prior art, the invention has the following beneficial effects:
1. rare earth up-conversion nano fluorescent material PEI-NaBiF used in the invention4:Yb3+/Er3+Has the characteristics of high luminous intensity and high photochemical stability. The up-conversion fluorescent material PEI-NaBiF prepared by the invention4:Yb3+/Er3+Can be dissolvedDissolving in organic solvent such as ethanol.
2. The synthesis method of the water-soluble rare earth up-conversion nano fluorescent material is simple.
3. The method establishes a novel method for measuring the water content in the organic solvent, adopts surface functionalized up-conversion fluorescent materials (PEI-UCNPs) as fluorescent probes, and realizes measurement by utilizing different water contents to realize different up-conversion fluorescence extinction degrees.
Drawings
FIG. 1 is a graph of the emission spectra of 11 uniformly spaced concentrations of ethanol solution having a water content of from 0% to 100%;
FIG. 2 is a working curve of water content in ethanol fitted to the fluorescence intensity at 540 nm;
FIG. 3 is a graph of the emission spectra of 11 uniformly spaced concentrations of N, N-dimethylformamide having a water content of from 0% to 100%;
FIG. 4 is a working curve of water content in N, N-dimethylformyl fitted to the fluorescence intensity at 540 nm;
FIG. 5 is a graph of the emission spectra of 11 uniformly spaced concentrations of methanol solution having a water content of from 0% to 100%;
FIG. 6 is a working curve of water content in methanol versus fluorescence intensity at 540 nm fitted;
FIG. 7 is a graph of the emission spectra of 11 uniformly spaced concentrations of acetone solution having a water content of from 0% to 100%;
FIG. 8 is a graph of the water content in acetone plotted against the fluorescence intensity at 540 nm.
Detailed Description
The present invention is further illustrated by the following examples, which should not be construed as limiting the scope of the invention.
Example 1:
synthesis of water-soluble polyethyleneimine surface functionalized up-conversion nano fluorescent material PEI-NaBiF by solvothermal method4:Yb3+/Er3+The reagents used for synthesizing this material are bismuth nitrate, erbium nitrate, ytterbium nitrate, sodium nitrate, ammonium fluoride and polyethyleneimine. Wherein, nitreThe mass of bismuth acid, erbium nitrate, ytterbium nitrate, sodium nitrate, ammonium fluoride and polyethyleneimine are 0.3824 g, 0.008923 g, 0.09183 g, 0.1590 g, 0.3060 g and 0.1450 g, respectively. Dissolving the above materials in 25 mL of ethylene glycol, reacting in a hydrothermal kettle at 200 ℃ for 8 hours, and after the reaction is finished, centrifuging, washing and drying the reaction solution to obtain the up-conversion fluorescent material.
An amount of the above-described upconversion fluorescent material was added to ethanol solutions of different water contents, and the concentration of the upconversion fluorescent material in the ethanol solution was about 15 mg/mL. After 1 minute of reaction at room temperature, the ethanol solution was irradiated with infrared light having an excitation wavelength of 980 nm, and the emission spectra of the ethanol solutions having different water contents were measured by a fluorescence spectrometer, as shown in FIG. 1.
Drawing a working curve: the water content is plotted as abscissa and the fluorescence intensity at 540 nm is plotted as ordinate, and a linear regression equation I =916846.82-8629.99C is obtained by fitting, C is the water content and I is the fluorescence intensity, and the result is shown in fig. 2. The results show that: when the water content is between 0 and 100 percent, a good linear relation is presented between the water content and the fluorescence intensity at the wavelength of 540 nm, and R2=0.9634, can be used as a working curve for determining water content in ethanol.
Preparing a simulated ethanol solution with water content of 1%, adding a certain amount of the upconversion fluorescent material (the concentration of the upconversion fluorescent material in the simulated ethanol solution is about 15 mg/mL), reacting for 1 minute at room temperature, irradiating the simulated ethanol solution with infrared light with excitation wavelength of 980 nm, actually measuring the fluorescence intensity at 540 nm to be 909980, and obtaining the water content to be 0.8% according to a working curve.
Preparing a simulated ethanol solution with water content of 50%, adding a certain amount of the upconversion fluorescent material (the concentration of the upconversion fluorescent material in the simulated ethanol solution is about 15 mg/mL), reacting for 1 minute at room temperature, irradiating the simulated ethanol solution with infrared light with excitation wavelength of 980 nm, actually measuring the fluorescence intensity at 540 nm to be 463580, and obtaining the water content to be 52.5% according to a working curve.
Preparing a simulated ethanol solution with the water content of 96 percent in a simulated mode, adding a certain amount of the up-conversion fluorescent material (the concentration of the up-conversion fluorescent material in the simulated ethanol solution is about 15 mg/mL), reacting for 1 minute at room temperature, irradiating the simulated ethanol solution by using infrared light with the excitation wavelength of 980 nm, actually measuring the fluorescence intensity at 540 nm to be 89676, and obtaining the water content to be 95.8 percent according to a working curve.
Example 2:
synthesis of water-soluble polyethyleneimine surface functionalized rare earth up-conversion nano fluorescent material PEI-NaBiF by solvothermal method4:Yb3+/Er3+The reagents used for synthesizing this material are bismuth nitrate, erbium nitrate, ytterbium nitrate, sodium nitrate, ammonium fluoride and polyethyleneimine. Wherein the mass of the bismuth nitrate, the erbium nitrate, the ytterbium nitrate, the sodium nitrate, the ammonium fluoride and the polyethyleneimine are 0.3695 g, 0.008996 g, 0.08854 g, 0.1716 g, 0.2750 g and 0.1180 g respectively. Dissolving the above materials in 20 mL of ethylene glycol, reacting in a hydrothermal kettle at 210 ℃ for 10 hours, and after the reaction is finished, centrifuging, washing and drying the reaction solution to obtain the up-conversion fluorescent material.
A certain amount of the upconversion fluorescent material is added into N, N-dimethylformamide solutions with different water contents, and the concentration of the upconversion fluorescent material in the N, N-dimethylformamide solution is about 10 mg/mL. After 1 minute of reaction at room temperature, the N, N-dimethylformamide solution was irradiated with infrared light having an excitation wavelength of 980 nm, and the emission spectra of the N, N-dimethylformamide solutions having different water contents were measured by a fluorescence spectrometer, as shown in FIG. 3.
Drawing a working curve: the water content is plotted as abscissa and the fluorescence intensity at 540 nm is plotted as ordinate, and a linear regression equation I =901121.82-7959.20C is obtained by fitting, C is the water content and I is the fluorescence intensity, and the result is shown in fig. 4. The results show that: when the water content is between 0 and 100 percent, a good linear relation is presented between the water content and the fluorescence intensity at the wavelength of 540 nm, and R2=0.9738, can be used as a working curve for determining water content in N, N-dimethylformamide.
Preparing a simulated N, N-dimethylformamide solution with the water content of 3 percent in a simulated mode, adding a certain amount of the up-conversion fluorescent material (the concentration of the up-conversion fluorescent material in the simulated N, N-dimethylformamide solution is about 10 mg/mL), reacting for 1 minute at room temperature, irradiating the simulated N, N-dimethylformamide solution by using infrared light with the excitation wavelength of 980 nm, actually measuring the fluorescence intensity at 540 nm of 874310, and obtaining the water content of 3.4 percent according to a working curve.
Preparing a simulated N, N-dimethylformamide solution with water content of 50%, adding a certain amount of the upconversion fluorescent material (the concentration of the upconversion fluorescent material in the simulated N, N-dimethylformamide solution is about 10 mg/mL), reacting for 1 minute at room temperature, irradiating the simulated N, N-dimethylformamide solution by infrared light with excitation wavelength of 980 nm, actually measuring the fluorescence intensity at 540 nm to be 523740, and obtaining the water content to be 47.4% according to a working curve.
Preparing a simulated N, N-dimethylformamide solution with water content of 90%, adding a certain amount of the upconversion fluorescent material (the concentration of the upconversion fluorescent material in the simulated N, N-dimethylformamide solution is about 10 mg/mL), reacting for 1 minute at room temperature, irradiating the simulated N, N-dimethylformamide solution by infrared light with excitation wavelength of 980 nm, actually measuring the fluorescence intensity at 540 nm to be 196420, and obtaining the water content to be 88.5% according to a working curve.
Example 3:
synthesis of water-soluble polyethyleneimine surface functionalized rare earth up-conversion nano fluorescent material PEI-NaBiF by solvothermal method4:Yb3+/Er3+The reagents used for synthesizing the material are bismuth nitrate, erbium nitrate, ytterbium nitrate, sodium nitrate, ammonium fluoride and polyethyleneimine, wherein the mass of the bismuth nitrate, the erbium nitrate, the ytterbium nitrate, the sodium nitrate, the ammonium fluoride and the polyethyleneimine are 0.3715 g, 0.008972 g, 0.08884 g, 0.1685 g, 0.3590g and 0.1600g respectively. Dissolving the above materials in 20 mL of ethylene glycol, reacting in a hydrothermal kettle at 205 ℃ for 9 hours, and after the reaction is finished, centrifuging, washing and drying the reaction solution to obtain the up-conversion fluorescent material.
An amount of the above-described upconverting fluorescent material was added to a methanol solution of varying water content, the concentration of the upconverting fluorescent material in the methanol solution being about 20 mg/mL. After 1 minute of reaction at room temperature, the methanol solution was irradiated with infrared light having an excitation wavelength of 980 nm, and the emission spectra of the methanol solutions having different water contents were measured by a fluorescence spectrometer, as shown in FIG. 5.
Drawing a working curve: the water content is plotted on the abscissa and the fluorescence intensity at 540 nm is plotted on the ordinate, and a linear regression equation I =978725.64-10921.27C is obtained by fitting, C is the water content and I is the fluorescence intensity, and the result is shown in fig. 6. The results show that: when the water content is between 0 and 100 percent, a good linear relation is presented between the water content and the fluorescence intensity at the wavelength of 540 nm, and R2=0.9633, analysis that can be used as a working curve for determining water content in methanol.
The simulated methanol solution with the water content of 2% is prepared in a simulated mode, a certain amount of the up-conversion fluorescent material (the concentration of the up-conversion fluorescent material in the simulated methanol solution is about 20 mg/mL) is added, after the reaction is carried out for 1 minute at room temperature, the simulated methanol solution is irradiated by infrared light with the excitation wavelength of 980 nm, the actually measured fluorescence intensity at 540 nm is 953440, and the water content is 2.3% according to a working curve.
Preparing a simulated methanol solution with water content of 50 percent in a simulated mode, adding a certain amount of the up-conversion fluorescent material (the concentration of the up-conversion fluorescent material in the simulated methanol solution is about 20 mg/mL), reacting for 1 minute at room temperature, irradiating the simulated methanol solution with infrared light with the excitation wavelength of 980 nm, actually measuring the fluorescence intensity at 540 nm to be 456750, and obtaining the water content to be 47.8 percent according to a working curve.
Preparing a simulated methanol solution with water content of 90 percent in a simulated mode, adding a certain amount of the up-conversion fluorescent material (the concentration of the up-conversion fluorescent material in the simulated methanol solution is about 20 mg/mL), reacting for 1 minute at room temperature, irradiating the simulated methanol solution with infrared light with the excitation wavelength of 980 nm, actually measuring the fluorescence intensity at 540 nm to be 3040, and obtaining the water content to be 89.3 percent according to a working curve.
Example 4:
synthesis of water-soluble polyethyleneimine surface functionalized rare earth up-conversion nano fluorescent material PEI-NaBiF by solvothermal method4:Yb3+/Er3+The reagents used for synthesizing the material are bismuth nitrate, erbium nitrate, ytterbium nitrate, sodium nitrate, ammonium fluoride and polyethyleneimine, wherein the bismuth nitrate and the erbium nitrateYtterbium nitrate, sodium nitrate, ammonium fluoride and polyethyleneimine have masses of 0.3923 g, 0.008798 g, 0.09024 g, 0.1730 g, 0.3124 g and 0.1300 g, respectively. Dissolving the above materials in 30 mL of ethylene glycol, reacting in a hydrothermal kettle at 190 ℃ for 11 hours, and after the reaction is finished, centrifuging, washing and drying the reaction solution to obtain the up-conversion fluorescent material.
An amount of the above-described upconverting fluorescent material was added to acetone solutions of varying water content, the concentration of the upconverting fluorescent material in the acetone solution being about 25 mg/mL. After 1 minute of reaction at room temperature, the acetone solution was irradiated with infrared light having an excitation wavelength of 980 nm, and the emission spectra of the acetone solutions having different water contents were measured by a fluorescence spectrometer, as shown in FIG. 7.
Drawing a working curve: the water content is plotted on the abscissa and the fluorescence intensity at 540 nm is plotted on the ordinate, and a linear regression equation I =827344.12-7363.82C is obtained by fitting, wherein C is the water content and I is the fluorescence intensity, and the result is shown in FIG. 8. The results show that: when the water content is between 0 and 100 percent, a good linear relation is presented between the water content and the fluorescence intensity at the wavelength of 540 nm, and R2=0.9872, can be used as a working curve for the analysis of the determination of the water content in acetone.
Preparing an acetone solution with water content of 5% in a simulated manner, adding a certain amount of the upconversion fluorescent material (the concentration of the upconversion fluorescent material in the simulated acetone solution is about 25 mg/mL), reacting for 1 minute at room temperature, irradiating the solution with infrared light with the excitation wavelength of 980 nm, actually measuring the fluorescence intensity at 540 nm to be 785240, and obtaining the water content to be 5.7% according to a working curve.
Preparing an acetone solution with water content of 50% in a simulated manner, adding a certain amount of the upconversion fluorescent material (the concentration of the upconversion fluorescent material in the simulated acetone solution is about 25 mg/mL), reacting for 1 minute at room temperature, irradiating the solution with infrared light with excitation wavelength of 980 nm, actually measuring the fluorescence intensity at 540 nm to be 473881, and obtaining the water content to be 48.0% according to a working curve.
Preparing an acetone solution with water content of 92% in a simulated manner, adding a certain amount of the upconversion fluorescent material (the concentration of the upconversion fluorescent material in the simulated acetone solution is about 25 mg/mL), reacting for 1 minute at room temperature, irradiating the solution with infrared light with excitation wavelength of 980 nm, actually measuring the fluorescence intensity at 540 nm to be 159800, and obtaining the water content to be 90.6% according to a working curve.
From the detection data of the embodiments 1 to 4, the method provided by the invention has the advantages that only a very small deviation exists between the detected water content and the actual value, the detection accuracy is high, and a sample to be detected does not need to be subjected to a special pretreatment process when the water content is detected. By the method of the invention, the water content in different organic solvents can be detected.
The statements in this specification merely set forth a list of implementations of the inventive concept and the scope of the present invention should not be construed as limited to the particular forms set forth in the examples.
Claims (5)
1. A detection method for up-conversion fluorescent material by using water sensitivity is characterized by comprising the following steps:
1) making a standard curve: mixing an organic solvent and water, and uniformly and alternately preparing an organic solution with the water content of 0-100%; adding the water sensitive up-conversion fluorescent material into the organic solution, reacting for 0.5-1.5 minutes at room temperature, measuring the emission spectra of the organic solution with different water contents by using a fluorescence spectrometer under the irradiation of laser with the wavelength of 980 nm to obtain a working curve of the fluorescence intensity at 540 nm and the water content, and fitting to obtain a linear regression equation I = aC + b, wherein C is the water content and I is the fluorescence intensity;
2) measuring the water content: adding the water-sensitive up-conversion fluorescent material into a sample to be detected, wherein the solvent of the sample to be detected is the same as the organic solvent in the step 1), reacting for 0.5-1.5 minutes at room temperature, measuring the emission spectrum of the sample to be detected by using a fluorescence spectrometer under the irradiation of laser with the wavelength of 980 nm to obtain the fluorescence intensity at 540 nm, substituting the fluorescence intensity into the linear regression equation in the step 1), and calculating to obtain the water content in the sample to be detected;
the water sensitive up-conversion fluorescent material is a water-soluble polyethyleneimine surface functionalized rare earth up-conversion fluorescent material PEI-NaBiF4:Yb3+/Er3+；
The water sensitive up-conversion fluorescent materialThe preparation method comprises the following steps: preparation of PEI-NaBiF by solvothermal method4:Yb3+/Er3 +The process is as follows: dissolving bismuth nitrate, erbium nitrate, ytterbium nitrate, sodium nitrate, ammonium fluoride and polyethyleneimine in ethylene glycol, then reacting for 6-24 hours in a hydrothermal kettle at the temperature of 180-210 ℃, and after the reaction is finished, carrying out centrifugal separation, washing and drying on reaction liquid to obtain the water sensitive up-conversion fluorescent material;
in the step 1), the organic solvent is at least one of ethanol, N-dimethylformamide, methanol and acetone.
2. The detection method according to claim 1, wherein the water sensitive up-conversion fluorescent material is prepared by a method in which the molar ratio of bismuth nitrate, erbium nitrate, ytterbium nitrate, sodium nitrate and ammonium fluoride is 75-80: 1-3: 15-25: 180-220: 750-850.
3. The detection method according to claim 1, wherein in the preparation method of the water-sensitive up-conversion fluorescent material, the mass ratio of bismuth nitrate to polyethyleneimine is 3.5-4: 1-2, the mass ratio of bismuth nitrate to the volume of ethylene glycol is 3-5: 100, 300, mass in g, volume in mL.
4. The detection method according to claim 1, wherein in step 1), the concentration of the water sensitive up-converting fluorescent material in the organic solution is 10 to 25 mg/mL; and 2) the concentration of the water sensitive up-conversion fluorescent material in the sample to be detected is the same as that of the water sensitive up-conversion fluorescent material in the organic solution in the step 1).
5. The detection method according to claim 1, wherein in the step 2), the water content of the sample to be detected is 0-100%.
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