CN115819786A - Europium-based luminescent metal organic framework material and preparation method and application thereof - Google Patents
Europium-based luminescent metal organic framework material and preparation method and application thereof Download PDFInfo
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Abstract
The invention discloses a europium-based luminescent metal organic framework material and a preparation method and application thereof, wherein the chemical formula of the material is [ Eu (2-NA) 2 (OH)] n Wherein 2-NA represents 2-naphthoic acid; the preparation method comprises the following steps: dissolving europium nitrate hexahydrate and 2-naphthoic acid in a solvent, carrying out hydrothermal reaction at 90-120 ℃, and naturally cooling after the reaction is finished to obtain colorless columnar crystals, namely the europium-based luminescent metal organic framework material; the material can effectively capture the energy of exciting light by using 2-naphthoic acid as an organic ligand, realizes the improvement of the luminous efficiency of the europium-based luminous metal organic framework material, and can emit bright light under the irradiation of ultraviolet lightThe fluorescence lifetime of the red fluorescence is as long as 0.4ms, and Fe in water is introduced through hydroxyl 3+ Has good detection selectivity, fast response speed and quenching constant K sv Reach 19859M ‑1 。
Description
Technical Field
The invention relates to a luminescent material, in particular to a europium-based luminescent metal organic framework material and a preparation method and application thereof.
Background
In recent years, chemical sensors have received increasing attention due to their great potential for use in environmental pollutants, food safety, and the like. The development of low cost, portable, accurate and real-time sensors for the detection of chemical contaminants is of great interest compared to expensive and sophisticated instruments. The concentration of metal ions in living systems is closely related to various biological diseases. For example, fe 3+ Plays an important role in the organism, fe 3+ The deficiency of (2) can cause diseases such as skin diseases and anemia, and the excessive intake of the (2) can also cause serious threats to organs such as liver and kidney. Thus, the realization of Fe in the environment, especially in aqueous systems 3+ The rapid and high-selectivity detection is very important.
Metal-Organic Frameworks (MOFs), also known as porous coordination polymers, are a class of crystalline materials with an infinite network structure formed by Organic ligands and Metal centers connected by coordination bonds. The material has the rigidity of inorganic material and the flexibility of organic material. The method has great development potential and attractive development prospect in the aspect of modern material research. Due to the unique optical characteristics of lanthanide and the fluorescence sensitization of organic ligands, the rare earth metal-based organic framework material has a wide application prospect in the field of fluorescence sensing.
The rare earth metal-based luminescent metal organic framework material has the advantages of rich luminescent sites, wide luminescent wavelength range, adjustable pore size and structure, easy multifunctional modification and the like, thereby having wide application prospect in the fields of illumination, display, imaging, fluorescence detection and the like. Generally, lanthanide has poor light absorption capability, and cannot fully utilize the energy of ultraviolet light to realize the transition of f electrons, so that the luminous efficiency is low.
Disclosure of Invention
Eyesight improving medicineThe following steps: the first purpose of the invention is to provide a method for rapidly and efficiently detecting Fe in water 3+ The second purpose of the invention is to provide a preparation method of the metal organic framework material, and the third purpose of the invention is to provide the metal organic framework material for detecting Fe in water 3+ The use of (1).
The technical scheme is as follows: the europium-based luminescent metal organic framework material has a chemical formula of [ Eu (2-NA) 2 (OH)] n Wherein 2-NA represents 2-naphthoic acid and n represents the number of constituent elements contained in the MOF material. When the sizes of the crystals are different, the size of n is different; the coordination structure is as follows:
the one-dimensional structure is as follows:
the material unit cell parameters are as follows:
α＝85.56°，β＝82.88°，γ＝89.78°。
the material has strong emission peak at 592-616 nm wavelength under the excitation of 466nm ultraviolet light, and emits bright red fluorescence.
The preparation method of the europium-based luminescent metal organic framework material comprises the following steps: dissolving europium nitrate hexahydrate and 2-naphthoic acid in a solvent, carrying out hydrothermal reaction at 90-120 ℃, and naturally cooling after the reaction is finished to obtain colorless columnar crystals, namely the europium-based luminescent metal organic framework material.
Preferably, the solvent is a mixed solution of N, N-dimethylformamide and water.
Preferably, the hydrothermal reaction time is 24 to 72 hours.
The europium-based luminescent metal organic framework material is applied to a light-emitting diode or fluorescence detection for detecting Fe in water 3+ 。
The invention mechanism is as follows: eu (Eu) 3+ The metal-organic framework material has unique fluorescence emission capability, and the metal-organic framework material assembled by the metal can ensure that the obtained material can inherit the luminescence property of the central metal. In addition, the light absorption capacity of single metal ions is poor, 2-naphthoic acid containing large conjugated groups is used as an organic ligand, the energy of exciting light can be effectively captured, the luminous efficiency of the europium-based luminous metal organic framework material is improved, the material can emit bright red fluorescence under the irradiation of ultraviolet light, and the fluorescence life of the material is as long as 0.4ms. The reasonable selection of the solvent enables the reaction system to show weak alkalinity on the whole, and hydroxyl groups appear in the europium-based metal organic framework material. According to the theory of soft and hard acids and bases, hydroxyl is reacted with Fe 3+ Has stronger complexing ability, which enables the detected object to be enriched on the surface of europium-based metal organic framework material, and the close distance between the detected object and the europium-based metal organic framework material is the material main body and Fe 3+ The transfer of the energy and the charge provides powerful guarantee, and further ensures the efficient fluorescence sensing efficiency.
Has the advantages that: compared with the prior art, the invention has the following remarkable advantages: (1) The material can effectively capture the energy of exciting light by using 2-naphthoic acid as an organic ligand, so that the luminous efficiency of the europium-based luminous metal organic framework material is improved, the material can emit bright red fluorescence under the irradiation of ultraviolet light, the fluorescence life is as long as 0.4ms, and the structural stability is high; (2) The europium-based luminescent metal organic framework material is simple in composition, and all raw materials are cheap and easy to obtain; (3) the preparation method is simple, and the raw materials are cheap and easy to obtain; (4) The metal organic framework material has high luminous intensity and long fluorescence life, introduces hydroxyl, and has Fe in water 3+ Has good detection selectivity, fast response speed and quenching constant K sv Reach 19859M -1 。
Drawings
FIG. 1 is a Powder XRD (PXRD) diffraction pattern of the europium-based metal organic framework material prepared in example 1;
FIG. 2 is a fluorescence spectrum of a europium-based metal-organic framework material prepared in example 1;
FIG. 3 is the chromaticity diagram (CIE) (λ) of the europium-based metal-organic framework material prepared in example 1 ex ＝466nm)；
FIG. 4 is a diagram of the europium-based metal-organic framework material prepared in example 1 for detecting Fe 3+ A fluorescence spectrum of (a);
FIG. 5 shows different concentrations of Fe 3+ A spectrogram influencing the fluorescence intensity of the europium-based metal organic framework material;
FIG. 6 is a Thermogravimetric (TG) curve of a europium-based metal-organic framework material.
Detailed Description
The technical solution of the present invention is further illustrated by the following examples.
Example 1
Europium-based luminescent metal organic framework material [ Eu (2-NA) of the invention 2 (OH)] n The synthesis method comprises the following steps:
44.6mg (0.1 mmol) of europium nitrate hexahydrate and 25.8mg (0.15 mmol) of organic ligand 2-naphthoic acid were weighed on an analytical balance, and charged in a 20mL glass bottle with a lid, 0.8mL of DMF solvent was added dropwise 2 O10 mL, and ultrasonic treatment for 5min to completely dissolve the solid. And (4) putting the glass bottle subjected to ultrasonic treatment into a 90 ℃ oven, and reacting for 72 hours at constant temperature. After the reaction is finished, naturally cooling to room temperature, and filtering to obtain the colorless rod-shaped crystal of the europium-based luminescent metal organic framework material, wherein the yield is about 40%.
Example 2
The europium-based luminescent metal-organic framework material [ Eu (2-NA) 2 (OH)] n The synthesis method comprises the following steps:
44.6mg (0.1 mmol) of europium nitrate hexahydrate and 25.8mg (0.15 mmol) of organic ligand 2-naphthoic acid were weighed on an analytical balance, and charged into a 20mL glass bottle with a lid, 0.8mL of DMF solvent was added dropwise 2 After O10 mL, the solid was dissolved completely by sonication for 5 min. And (4) putting the glass bottle subjected to ultrasonic treatment into an oven at 100 ℃, and reacting for 48 hours at constant temperature. After the reaction, the temperature is naturally reduced to room temperature, and the europium-based luminescent metal organic framework material which is the same as that in the example 1 is obtained by filtering, and the yield is about 60 percent.
Example 3
Europium-based luminescent metal organic framework material [ Eu (2-NA) of the invention 2 (OH)] n The synthesis method comprises the following steps:
44.6mg (0.1 mmol) of europium nitrate hexahydrate and 25.8mg (0.15 mmol) of organic ligand 2-naphthoic acid were weighed on an analytical balance, and charged into a 20mL glass bottle with a lid, 0.8mL of DMF solvent was added dropwise 2 After O10 mL, the solid was dissolved completely by sonication for 5 min. And (4) putting the glass bottle subjected to ultrasonic treatment into a 120 ℃ oven, and reacting for 24 hours at constant temperature. After the reaction is finished, the temperature is naturally reduced to room temperature, and the europium-based luminescent metal organic framework material which is the same as the europium-based luminescent metal organic framework material obtained in the example 1 is obtained by filtering, wherein the yield is about 35%.
All reagents used were commercially available, europium nitrate hexahydrate from Damas-beta, inc., and 2-naphthoic acid and N, N-dimethylformamide from Shanghai Aladdin, inc.
Structural characterization
(1) Material crystal parameter testing
For the europium-based luminescent metal-organic framework materials [ Eu (2-NA) obtained in examples 1, 2, and 3 2 (OH)] n The crystal of (2) was subjected to structure determination: the bulk transparent crystals of europium-based luminescent organometallic framework materials prepared in examples 1 to 3 were selected under a microscope and the diffraction point data were collected using a Bruker SMART APEX CCD detector. Adhering crystals of the metal organic framework material to the top end of a glass fiber by using epoxy resin adhesive at the temperature of 293K, collecting by using Mo Ka radiation (lambda =0.071073 nm) rays, carrying out Lp factor and empirical absorption correction on diffraction intensity data, completing crystal structure analysis and calculation by using a SHELX program, carrying out full matrix least square method correction on all non-hydrogen atom coordinates and anisotropic thermal parameters, finely correcting hydrogen atoms by using a theoretical hydrogenation method, and participating in the calculation of structural factors on crystallography data, wherein the results are shown in a table 1.
TABLE 1 europium-based metal-organic framework materials [ Eu (2-NA) 2 (OH)] n Crystallographic data of
(2) PXRD diffraction testing of materials
Europium-based metal organic framework material [ Eu (2-NA) prepared in example 1 above 2 (OH)] n Powder XRD (PXRD) diffraction test of (a), powder X-ray diffraction test conditions: tube voltage of 40kV, tube current of 10mA, cu-Ka radiation, wavelength of
The test angle range is 5-50 degrees, the step length is 0.02 degree, and the scanning speed is 6 degrees/min.
Metal organic framework Material [ Eu (2-NA) prepared for example 1 from FIG. 1 2 (OH)] n Comparing the measured PXRD diffraction pattern with the measured crystal data (table 1) for simulated PXRD, it can be seen that the simulated diffraction peaks of the prepared material correspond to those measured in the actual experiment.
Europium-based luminescent metal organic framework material [ Eu (2-NA) 2 (OH)] n Application of (2)
(1) Fluorescence performance test of europium-based luminescent metal organic framework material
The fluorescence properties of the europium-based luminescent metal-organic framework material prepared in example 1 were tested using a fluorescence spectrometer.
FIG. 2 shows the fluorescence test spectrum of the europium-based luminescent metal-organic framework material prepared in example 1, wherein the excitation wavelength is 466nm and the maximum emission wavelength is 616nm.
FIG. 3 is a chromaticity diagram (CIE) of the europium-based luminescent metal-organic framework material prepared in example 1, with CIE coordinates of (0.611,0.412) (λ) ex =466 nm). This is consistent with the intense red fluorescence it emits.
(2) Selectivity of europium-based luminescent metal organic framework material to different metals
The test method comprises the following steps: using [ Eu (2-NA) prepared in example 1 2 (OH)] n Powder, configured to a concentration of1mg/mL suspension. Respectively preparing nickel chloride, manganese chloride, zinc chloride, ferric chloride, potassium chloride, silver chloride, cadmium chloride, copper chloride, calcium chloride and sodium chloride aqueous solution with the concentration of 0.01 mmol/mL. 2mL of a solution containing [ Eu (2-NA) 2 (OH)] n The suspension was transferred to a four-sided clear quartz cuvette and the liquid fluorescence spectrum was measured and recorded as blank legend in the figure. Sequentially sucking 1mL of the 12 metal ion solutions, and respectively dropping [ Eu (2-NA) 2 (OH)] n The four sides of the transparent quartz vessel of the suspension are respectively used for recording fluorescence spectrum signals.
FIG. 4 is a fluorescence spectrum of the europium-based luminescent metal-organic framework material prepared in example 1 after different metal ions are added. As shown in the figure, fe 3+ Can make [ Eu (2-NA) 2 (OH)] n The fluorescence of (1) is completely quenched, and other metal ion pairs [ Eu (2-NA) 2 (OH)] n Has less influence on the fluorescence intensity of (c).
(3) Europium-based luminescent metal organic framework material for detecting Fe 3+ Of the fluorescent probe
The test method comprises the following steps: [ Eu (2-NA) prepared in example 1 was used 2 (OH)] n A powder prepared as a suspension at a concentration of 1 mg/mL; preparing ferric chloride solution with the concentration of 0.005, 0.010, 0.020, 0.030, 0.044, 0.054, 0.072, 0.082, 0.118, 0.135, 0.152, 0.210, 0.242, 0.301, 0.330, 0.364, 0.628mM respectively; taking 5 mu L of ferric chloride solution with different concentrations, respectively adding 2mL of [ Eu (2-NA) 2 (OH)] n In the suspension, the mixture was mixed well and the change in fluorescence intensity was recorded.
As a result, as shown in FIG. 5, the fluorescence intensity of the europium-based luminescent metal-organic framework material decreased sharply with the dropwise addition of the ferric chloride concentration.
The quenching efficiency was evaluated by using the Stern-Volmer (SV) equation: i is 0 /I＝K SV [Q]+1 wherein I 0 And I is the fluorescence intensity before and after dropping the analyte, [ Q ] respectively]As concentration of analyte, K sv The quenching constant is used for quantitatively evaluating the sensing efficiency, and the higher the value is, the higher the quenching efficiency is. By calculating Fe 3+ Quenching constant K of sv Reach 19859M -1 And K of typical organic compounds sv Is 10 4 M -1 Indicating [ Eu (2-NA) 2 (OH)] n As Fe 3+ The high effectiveness of the fluorescent probes of (1).
(3) Stability test of europium-based luminescent metal organic framework material
The thermal stability of the europium-based luminescent metal-organic framework material prepared in example 1 was tested using TG/DT. TG/DTA test conditions: under the protection of nitrogen, the temperature rise interval is from room temperature to 800 ℃, and the temperature rise rate is 10 ℃ min -1 (ii) a Fluorescence analysis was performed using a spectrofluorometer FS5 fluorescence spectrometer.
The test results are shown in fig. 6, from which it can be seen that the metal-organic framework material can be stabilized to 420 ℃, and after 420 ℃, the structure begins to collapse and decompose, which indicates that the material has better thermal stability.
Claims (8)
1. A europium-based luminescent metal organic framework material is characterized in that the chemical formula is [ Eu (2-NA) 2 (OH)] n Wherein 2-NA represents 2-naphthoic acid.
2. The europium-based luminescent metal-organic framework material of claim 1, wherein the material unit cell parameters are:
α＝85.56°，β＝82.88°，γ＝89.78°。
3. the europium-based luminescent metal-organic framework material of claim 1, wherein the material exhibits a strong emission peak at a wavelength of 592 to 616nm under excitation of 466nm ultraviolet light.
4. A method for preparing the europium-based luminescent metal-organic framework material of claim 1, comprising the following steps: dissolving europium nitrate hexahydrate and 2-naphthoic acid in a solvent, carrying out hydrothermal reaction at 90-120 ℃, and naturally cooling after the reaction is finished to obtain colorless columnar crystals, namely the europium-based luminescent metal organic framework material.
5. The method of claim 4, wherein the solvent is a mixture of N, N-dimethylformamide and water.
6. The method of claim 4, wherein the hydrothermal reaction is carried out for a period of time ranging from 24 hours to 72 hours.
7. Use of the europium-based luminescent metal-organic framework material as defined in any one of claims 1 to 3 in light-emitting diodes or fluorescence detection.
8. The use of claim 7, wherein the fluorescence is detected as Fe in water 3+ 。
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