CN113912860B - One-dimensional Zn-MOF fluorescent probe material, preparation method thereof and application thereof in iron ion identification - Google Patents
One-dimensional Zn-MOF fluorescent probe material, preparation method thereof and application thereof in iron ion identification Download PDFInfo
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Abstract
The invention provides a preparation method of a one-dimensional Zn-MOF fluorescent material and application thereof in iron ion identification, belonging to the technical field of fluorescence sensing. The molecular formula of the Zn-MOF fluorescent probe material is [ Zn (BIPMO) (NO) 3 ) 2 ] n The coordination polymer is a monoclinic space group P2 with Z-4 1 And/c, crystallization. The asymmetric structural unit of the material contains one Zn 2+ Ion, one BIPMO molecule and two NO 3 ‑ Ions. The preparation method comprises the following steps: dissolving zinc salt and BIPMO ligand in H 2 O and CH 3 Adding HNO dropwise into the mixed solution of OH 3 And the components are uniformly mixed and then are subjected to solvothermal reaction to prepare the catalyst. The preparation method of the one-dimensional Zn-MOF fluorescent probe material is simple, easy to operate and implement, high in yield, low in cost and good in fluorescence stability. The ferric ion detection probe shows sensitive recognition performance when detecting ferric ions, and has good stability and recoverability and small pollution.
Description
Technical Field
The invention belongs to the field of fluorescence sensing, and relates to a one-dimensional Zn-MOF fluorescent probe material, a preparation method thereof and application in iron ion identification.
Background
Fe 3+ The ion is a ubiquitous important metal ion and plays an important role in many biological processes such as DNA/RNA synthesis, oxygen metabolism, hemoglobin formation, muscle and brain functions, and the like, if the human body is lack of Fe 3+ It can affect the formation of hemoglobin, reduce the activity of certain enzymes, etc., and cause serious physiological damage and pathological disorders. Therefore, in order to ensure human health, iron ions are kept at a certain level. Water is an indispensable substance for life, and if exceeding the standard, iron ions in the water can have serious consequences on life, so that Fe in the water body is necessary 3+ And (5) detecting the concentration. At present, metal ions are detected mainly through atomic luminescence and absorption spectroscopy, and the method needs to use a large-scale instrument, is complex to operate, has high detection cost and is not beneficial to wide popularization. Therefore, novel Fe was sought 3+ The ion detection method has high compactnessUrgency and necessity.
Disclosure of Invention
The invention aims to solve the problems in the prior art and provides a one-dimensional Zn-MOF fluorescent probe material, a preparation method thereof and application in iron ion identification.
The purpose of the invention can be realized by the following technical scheme:
a preparation method of a one-dimensional Zn-MOF fluorescent probe material comprises the following steps:
the method comprises the following steps: reacting BIPMO ligand (bis (4- (1H-imidazole-1-yl) phenyl) ketone ligand) with Zn (NO) at room temperature 3 ) 2 ·6H 2 O is dispersed in H 2 O and CH 3 Adding HNO dropwise into the mixed solvent of OH 3 Uniformly stirring the solution to obtain a mixed solution;
step two: transferring the mixed solution obtained in the first step into a polytetrafluoroethylene-cover heat-resistant glass reaction kettle, carrying out solvothermal reaction, after the reaction is finished, carrying out programmed cooling to room temperature, filtering, washing and drying the cooled product to obtain the one-dimensional Zn-MOF fluorescent probe material (short for [ Zn (BIPMO)) (NO) 3 ) 2 ] n Coordination polymers).
In a preferred embodiment of the present invention, Zn (NO) is used in the first step 3 ) 2 ·6H 2 The molar ratio of the O to the BIPMO ligand is 0.05-0.10: 0.09-0.21, and more preferably 0.10: 0.20.
In order to obtain higher yield, it is preferred that the reaction solvent in step one is H 2 O and CH 3 Mixed solution of OH (volume ratio is 1: 8).
To further improve the product purity, it is preferred that HNO be present in step one 3 The volume of the solution (65-68%) is 0.1-0.5 mL.
Preferably, the stirring temperature in the first step is room temperature, and the stirring time is 20-40 min.
Preferably, the reaction temperature in the second step is 90-120 ℃, and the reaction time is preferably 72 hours.
In order to further improve the purity of the product, the temperature reduction rate of the third procedure is preferably 2-10 ℃/h.
Preferably, the Zn-MOF material washed in step three is washed with deionized water, then with DMF and finally with diethyl ether.
The invention also provides a one-dimensional Zn-MOF fluorescent probe material prepared by the preparation method and used as a fluorescent sensor for detecting Fe 3+ The method is applied to ion detection.
The method specifically comprises the following steps:
grinding a one-dimensional Zn-MOF fluorescent probe material, and dispersing the ground material in deionized water to form a suspension by ultrasound; and a ferric ion salt solution (0.005mol/L) was added thereto to conduct ion detection.
Preferably, the one-dimensional Zn-MOF material is ground into 60-80 meshes.
Preferably, the ultrasonic dispersion time is 0.5-1.5 h, and the power is 50-70 Hz.
Preferably, the mass ratio of the Zn-MOF material to water in the Zn-MOF material suspension is 1: 600-700.
The invention aims to provide a simple and feasible fluorescent probe for identifying iron ions in water, which adopts a solvothermal method to synthesize [ Zn (BIPMO)) (NO 3 ) 2 ] n A coordination polymer which is a monoclinic space group P2 with Z-4 1 A crystal in which the asymmetric structural unit contains a Zn 2+ Ion, one BIPMO molecule and two NO 3 - Ions. For metal cation K + ,Ca 2 + ,Na + ,Ba 2+ ,Cu 2+ ,Cd 2+ ,Co 2+ ,Zn 2+ ,Ni 2+ ,Pb 2+ ,Hg 2+ Etc. do not have significant fluorescence quenching or enhancement, and are specific to Fe 3+ The fluorescence quenching of the ions is most pronounced. And the reaction equipment and the operation process in the coordination polymer synthesis method are simple, the cost is low, the coordination polymer can be recycled, the pollution is small, and the fluorescence stability is good. The coordination polymer is characterized by adopting X-ray single crystal diffraction, elemental analysis, infrared spectroscopy and thermogravimetric analysis.
Description of the drawings:
FIG. 1 is a schematic diagram of the coordination environment of one-dimensional Zn-MOF prepared in example 1 of the present invention;
FIG. 2 is a schematic diagram of a one-dimensional chain of one-dimensional Zn-MOF prepared in example 1 of the present invention;
FIG. 3 is a schematic diagram of XRD spectrum of one-dimensional Zn-MOF prepared in example 1 of the present invention;
FIG. 4 is a graph showing the thermogravimetric loss of one-dimensional Zn-MOF prepared in example 1 of the present invention;
FIG. 5 is a schematic fluorescence emission spectrum of one-dimensional Zn-MOF prepared in example 1 of the present invention;
FIG. 6 is a schematic diagram showing the comparison of fluorescence intensities of a one-dimensional Zn-MOF fluorescent probe material prepared in example 1 of the present invention in the presence of different interfering ions;
FIG. 7 shows the one-dimensional Zn-MOF fluorescent probe material prepared in example 1 of the present invention for Fe 3+ (ii) a quenching curve plot of;
FIG. 8 shows the corresponding Fe content of the one-dimensional Zn-MOF fluorescent probe material prepared in example 1 of the present invention in a low concentration range 3+ SV plot of ions.
Detailed Description
The present invention is not limited to the following embodiments, and those skilled in the art can implement the present invention in other embodiments according to the disclosure of the present invention, or make simple changes or modifications on the design structure and idea of the present invention, and fall into the protection scope of the present invention. It should be noted that the embodiments and features of the embodiments of the present invention may be combined with each other without conflict.
The invention is described in more detail below with reference to the following examples:
preparing a one-dimensional Zn-MOF fluorescent probe material: ligand BIPMO (31.4mg,0.1mmol) and Zn (NO) are mixed at room temperature 3 ) 2 ·6H 2 O (59.4mg,0.2mmol) was dispersed in 9mL H 2 O and CH 3 Adding 0.1mL of HNO dropwise into the mixed solution of OH (the volume ratio is 1:8) 3 (65-68 percent); stirring at room temperature for 20min, transferring the mixed solution into a 23mL Teflon-covered heat-resistant glass reaction kettle, heating to 100 ℃, reacting for 72h, and then carrying out programmed cooling (5 ℃/h) until the temperature reaches room temperature. Filtering the cooled product, washing with deionized water, washing with DMF, and washing with diethyl ether; at room temperatureAnd then, naturally drying to obtain 45.14mg of one-dimensional Zn-MOF fluorescent probe material with the yield of 89.61%. The molecular formula of the crystal is C 19 H 14 ZnN 6 O 7 (503.73) the results of the elemental analysis are shown in Table 1.
TABLE 1 analysis results of the crystal elements
We also tested the infrared spectrum of the one-dimensional Zn-MOF fluorescent probe material by using KBr tablet pressing method at 4000-400 cm -1 Is measured within the range of (1). At 1520cm -1 And 1490cm -1 Characteristic peaks appear at the left and right, which are C ═ C and C ═ N stretching vibration peaks of imidazolyl at 1060cm -1 The absorption peak appearing on the left and right is the N-N stretching vibration peak on the imidazole group, and corresponds to the skeleton vibration absorption peak on the imidazole ring. To demonstrate the phase purity of a large number of one-dimensional Zn-MOF materials, they were subjected to powder diffraction analysis testing at room temperature and the results are shown in figure 3. From the figure, we can see that the powder diffraction results measured by the experiment can be basically consistent with the powder diffraction pattern simulated according to the single crystal structure, and the samples prepared by the experiment have good phase purity. In N 2 At 10 ℃ for min under an atmosphere -1 The thermal stability of the material was analyzed. From the thermogravimetric curve shown in FIG. 4, we can see that the one-dimensional Zn-MOF material is approximately 14.44% weight loss in the 160-316 ℃ stage along with the temperature increase, and is derived from 2 NO 3 - The decomposition of the ions (theoretical 15.12%) was not completed until 800 ℃. This shows that the main framework structure of the one-dimensional Zn-MOF material has better thermal stability.
Example 2
Experimental procedure is the same as example 1, except that the molar ratio of the BIPMO ligand to zinc nitrate hexahydrate is changed to 0.05:0.10, and the mixture is dispersed in 9mL of H 2 O and CH 3 Adding 0.1mL of HNO dropwise into the mixed solution of OH (the volume ratio is 1:8) 3 (65% -68%), stirring at room temperature for 20min, transferring the mixed solution to 23mL of Teflon-covered heat-resistant glassThe mixture is heated to 100 ℃ in a kettle, and after 72 hours of reaction, the temperature is reduced by program (5 ℃/h) until the temperature is room temperature. And filtering the cooled product, washing with deionized water, washing with DMF (dimethyl formamide), washing with diethyl ether, and naturally drying at room temperature to obtain 38.98mg of the one-dimensional Zn-MOF fluorescent probe material with the yield of 77.38%.
Example 3
The experimental method is the same as that of example 1, except that HNO is added dropwise 3 The volume of the solution (65% -68%) was changed to 0.5 mL. Ligand BIPMO (31.4mg,0.1mmol) and Zn (NO) are reacted at room temperature 3 ) 2 ·6H 2 O (59.4mg,0.2mmol) was dispersed in 9mL H 2 O and CH 3 Adding 0.5mL of HNO dropwise into the mixed solution of OH (the volume ratio is 1:8) 3 (65-68 percent); stirring at room temperature for 20min, transferring the mixed solution into a 23mL Teflon-covered heat-resistant glass reaction kettle, heating to 100 ℃, reacting for 72h, and then carrying out programmed cooling (5 ℃/h) until the temperature reaches room temperature. And filtering the cooled product, washing with deionized water, washing with DMF (dimethyl formamide), washing with diethyl ether, and naturally drying at room temperature to obtain the one-dimensional Zn-MOF fluorescent probe material 27.99mg with the yield of 55.56%.
Example 4
The experimental method is the same as example 1, except that the heating temperature is changed to 120 ℃, the temperature is kept for 72h, the temperature is reduced by the subsequent procedure (5 ℃/h) until the temperature reaches the room temperature, the cooled product is filtered, the product is washed twice by deionized water, and the one-dimensional Zn-MOF fluorescent probe material is obtained by natural drying under the room temperature environment, wherein the yield is 59.87 percent.
Example 5
The experimental procedure is the same as in example 1, except that the ratio of methanol solvent to water is changed to 1:10, and the mixture is dispersed in 11mL of H 2 O and CH 3 Adding 0.1mL of HNO dropwise into the OH mixed solution 3 (65-68 percent), stirring for 20min at room temperature, transferring the slurry mixed solution into a 23mL Teflon-covered heat-resistant glass reaction kettle, heating to 100 ℃, reacting for 72h, and then carrying out programmed cooling (5 ℃/h) until the room temperature is reached. And filtering the cooled product, washing with deionized water, washing with DMF (dimethyl formamide), washing with diethyl ether, and naturally drying at room temperature to obtain the one-dimensional Zn-MOF fluorescent probe material 34.08mg with the yield of 67.66%.
Application example
Application of one-dimensional Zn-MOF fluorescent probe material in iron ion recognition
At room temperature, the fluorescence properties of one-dimensional Zn-MOF were studied. FIG. 5 is a fluorescence emission spectrum, λ, of one-dimensional Zn-MOF ex At 340nm, the Zn-MOF material has a strong emission peak at 384nm, which indicates that the MOF material has fluorescence property.
We tested the response of one-dimensional Zn-MOF fluorescent probe materials to different metal ions. Weighing 3mg of one-dimensional Zn-MOF material, putting the material into a mortar, grinding for 0.5-1 hour, grinding into particles with the size of 60-80 meshes, dispersing the particles in deionized water, and carrying out ultrasonic treatment for 30min to form uniform suspension. Adding metal ions (K) into the suspension + ,Ca 2+ ,Na + ,Ba 2+ ,Cu 2+ ,Cd 2+ ,Co 2+ ,Zn 2+ ,Ni 2+ ,Pb 2+ ,Hg 2+ ,Fe 3+ ) The concentration of metal ions is 0.01mol/L, and the luminous intensity of the suspension is measured on a fluorescence spectrometer after the metal ions are uniformly mixed. Through the change of fluorescence intensity, the fluorescence spectrum of the one-dimensional Zn-MOF fluorescent probe material shows fluorescence quenching with different intensities after different metal ions are added, wherein Fe is added 3+ The fluorescence quenching after the ions is most obvious, basically complete quenching can be realized, the quenching efficiency is 99 percent, and the fluorescence change of the ions added with other metals is relatively not obvious. The test results are shown in FIG. 6, which illustrates the one-dimensional Zn-MOF material pair for Fe 3+ The ion has high selectivity and can be used for detecting Fe 3+ Fluorescent probes for ions.
We further studied Fe which makes the one-dimensional Zn-MOF fluorescent probe material have obvious fluorescence attenuation effect 3+ Ions. 3mg of the ground one-dimensional Zn-MOF fluorescent probe material and 2mL of water are selected to prepare suspension, and Fe with the concentration of 0.005mol/L is prepared 3+ An ionic aqueous solution. And continuously adding the prepared metal salt aqueous solution into the Zn-MOF material suspension, and measuring the fluorescence emission intensity of the suspension. We have found that with Fe 3+ Gradual increase of ion concentration, one-dimensional Zn-MOF fluorescenceThe emission intensity of the probe material is continuously reduced (as shown in FIG. 7), and 0.35mLFe is added 3+ After ionic water solution, fluorescence was almost completely quenched. I is 0 The dependence of/I on concentration can be described by the Stern-Volmer (S-V) equation (FIG. 8), I 0 /I＝1+K sv ×[M 2+ ]In which I 0 And I represents the luminous intensity data of Zn-MOF material in different concentrations of ionic water, K sv Is a quenching constant, [ M ] 2+ ]To ion concentration, obtain K sv (Fe 3+ )＝49664L/mol。
The above description is only for the preferred embodiment of the present invention, but the scope of the present invention is not limited thereto, and any person skilled in the art should be considered to be within the technical scope of the present invention, and the technical solutions and their concepts should be equivalent or changed within the technical scope of the present invention.
Claims (9)
1. A preparation method of a one-dimensional Zn-MOF fluorescent probe material is characterized by comprising the following steps:
the method comprises the following steps: reacting BIPMO ligand with Zn (NO) at room temperature 3 ) 2 ·6H 2 O is dispersed in H 2 O and CH 3 Adding HNO dropwise into the mixed solvent of OH 3 Uniformly stirring the solution to obtain a mixed solution;
step two: transferring the mixed solution obtained in the first step into a polytetrafluoroethylene-cover heat-resistant glass reaction kettle, carrying out solvothermal reaction, carrying out programmed cooling to room temperature after the reaction is finished, and filtering, washing and drying the cooled product to obtain a one-dimensional Zn-MOF fluorescent probe material;
zn (NO) in the first step 3 ) 2 ·6H 2 The molar ratio of the O to the BIPMO ligand is 0.05-0.10: 0.09-0.21;
HNO in step one 3 The concentration is 65% -68%;
the stirring temperature in the first step is room temperature, and the stirring time is 20-40 min;
the reaction temperature of the second step is 90-120 ℃;
the program cooling rate of the second step is 2-10 ℃/h.
2. The method for preparing one-dimensional Zn-MOF fluorescent probe material according to claim 1, wherein Zn (NO) in the first step 3 ) 2 ·6H 2 The molar ratio of O to BIPMO ligand was 0.10: 0.20.
3. The method for preparing one-dimensional Zn-MOF fluorescent probe material according to claim 1, wherein HNO is generated in the first step 3 The volume is 0.1-0.5 mL;
in step one, H 2 O and CH 3 The volume ratio of OH is 1: 8.
4. The method for preparing the one-dimensional Zn-MOF fluorescent probe material according to claim 1, wherein the programmed cooling rate in the second step is 5 ℃/h.
5. The preparation method of the one-dimensional Zn-MOF fluorescent probe material according to claim 1, wherein the washing method in the second step is as follows: washed with deionized water, then with DMF and finally with diethyl ether.
6. A one-dimensional Zn-MOF fluorescent probe material prepared by the method for preparing the one-dimensional Zn-MOF fluorescent probe material according to any one of claims 1 to 5.
7. Use of a fluorescent probe material of one-dimensional Zn-MOF according to claim 6, characterized in that: detection of Fe as a fluorescence sensor 3+ 。
8. Use of a one-dimensional Zn-MOF fluorescent probe material according to claim 7, characterized in that: the method comprises the following steps:
(1) grinding the one-dimensional Zn-MOF fluorescent probe material, dispersing the ground one-dimensional Zn-MOF fluorescent probe material in deionized water to form suspension by ultrasound, and measuring the fluorescence emission intensity of the suspension;
(2) and preparing a metal salt aqueous solution to be detected, adding the prepared metal salt aqueous solution into the Zn-MOF material suspension by using a liquid-transferring gun, and measuring the fluorescence emission intensity of the metal salt aqueous solution.
9. The use of a one-dimensional Zn-MOF fluorescent probe material according to claim 8, wherein in step (1), the one-dimensional Zn-MOF material is ground to 60-80 mesh;
the time of ultrasonic dispersion in the step (1) is 0.5-1.5 h, and the frequency is 50-70 Hz;
in the step (1), the mass ratio of the Zn-MOF material to water in the suspension of the Zn-MOF material is 1: 600-700.
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| CN105969340A (en) * | 2016-06-06 | 2016-09-28 | 陕西科技大学 | Iron ion fluorescent probe porous material and preparation method thereof |
| CN107602449A (en) * | 2017-09-12 | 2018-01-19 | 常州工程职业技术学院 | A kind of preparation and application of the Zn complex fluorescence probe with graphite-like structure |
| CN108546551A (en) * | 2018-01-23 | 2018-09-18 | 上海应用技术大学 | The fluorescence probe and its preparation method and application of iron ion in a kind of identification water body |
| CN111925531A (en) * | 2020-07-17 | 2020-11-13 | 衢州学院 | Preparation method and application of Cd-MOF fluorescent probe material |
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| CN105969340A (en) * | 2016-06-06 | 2016-09-28 | 陕西科技大学 | Iron ion fluorescent probe porous material and preparation method thereof |
| CN107602449A (en) * | 2017-09-12 | 2018-01-19 | 常州工程职业技术学院 | A kind of preparation and application of the Zn complex fluorescence probe with graphite-like structure |
| CN108546551A (en) * | 2018-01-23 | 2018-09-18 | 上海应用技术大学 | The fluorescence probe and its preparation method and application of iron ion in a kind of identification water body |
| CN111925531A (en) * | 2020-07-17 | 2020-11-13 | 衢州学院 | Preparation method and application of Cd-MOF fluorescent probe material |
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