CN107586390B - Calcium metal organic framework material, preparation method thereof and fluorescence property - Google Patents
Calcium metal organic framework material, preparation method thereof and fluorescence property Download PDFInfo
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Abstract
The invention discloses a calcium metal organic framework material with a chemical formula of Ca2C28O12H25N2(ii) a The ligand is 3,3 ', 5, 5' -biphenyltetracarboxylic acid, and the solvent is: n, N-dimethylformamide, ethanol, water and acetic acid. The crystal resolution shows that: the Ga-MOF material crystal belongs to a triclinic crystal system, P3221 chiral space group, and the unit cell parameters are respectively:
α ═ β ═ 90 °, γ ═ 120 °. The structure is as follows: the minimum asymmetric unit contains two Ca (II), 1.5 bptc4‑The molecule has a chiral metal chain consisting of Ca in the structure. Two bptc4‑The molecules are superposed with each other, the metal chain and the double layer bptc4‑And the ligands are connected with each other to form a three-dimensional network structure. DMF decomposes in the presence of both water and acid to form dimethylamine cations. The porosity of the Ga-MOF material is 38.7%. Fluorescence tests show that the material can emit 430nm bluish violet fluorescence under 352nm exciting light irradiation, has good fluorescence property, and has good application prospect in the field of optical material science.
Description
Technical Field
The invention relates to a metal organic framework material (M-MOF), in particular to a calcium metal organic framework material (Ca-MOF) and a preparation method and fluorescence property thereof.
Background
The fluorescent property of Metal-organic Frameworks (MOFs) has potential applications in many fields, such as fluorescence sensing, nonlinear optics, photocatalysts, photoelectric conversion, biomedical imaging, and the like. The permanent pore channel structure of the metal organic framework material and the unique fluorescence property thereof enable fluorescent MOFs to become a novel sensing material with potential value. Fluorescent MOFs have a good effect on adjusting the light emission of white light and near infrared light, and therefore have potential application values in the field of light emitting devices. Fluorescent MOFs of nanometer size are beginning to be exploited for applications in the fields of thin films, biological imaging, drug release, etc. The metal organic framework material is composed of an organic component and an inorganic component, and the MOFs serving as a luminescent material has the advantages of both the organic component and the inorganic component. The luminescence of metal-organic framework materials is mainly attributed to several aspects: ligand-based luminescence, metal ion or ion cluster-based luminescence, host-guest interaction-based luminescence. (Zhan S., Li M., Seik W., et al. Chemistry-A European Journal, 2013, 19, 10217-. The construction strategies of metal organic frame materials are mainly divided into two types: structure-oriented construction strategies and function-oriented construction strategies. The factors influencing the construction of the MOFs are divided into internal factors and external factors. The internal factors comprise the coordination mode of a metal node and a ligand and the coordination capacity of the metal node and the ligand; the external factors include solvent type, pH value, reaction temperature, reaction ratio and the like. The traditional and common methods for synthesizing metal organic framework materials include diffusion methods, solution methods, solvothermal methods and hydrothermal methods, wherein the selection of organic solvents plays an important role. (Zeng, Y.F.; Hu, X.; Xue, L.; Liu, S.J.; Hu T.L.; Bu X.H. Inorg. chem. 2012, 51, 9571; Han, S.D.; Song, W.C.; ZHao, J.P.; Yang, Q.; Liu, S.J.; Li, Y.; Bu X.H. chem. Commun, 2013, 49, 871.; Zhang Z.; Michael J. Chemical Society Reviews, 2014 43, 5444. 5455.; Eddaoudi M., Kim J. Rosi N. et. Science, 2002, 295, 469-; Z.; Wang Z., Wactor C., simulation J. 9., Aust 2896, 9. U.S.S.S.S.H. Che., 2896, J. C., 2877, M. I.S.S.S.D.; Tang J. C.; Bu Li, Y. J. No. 23, S. C. C., S. J. C.; No. C. 9, No. 7, J. C. 9, No. 5, J. C. 1, J. The synthesis and exploration of the material firstly provide reliable experimental basis for the construction of metal organic framework materials, and the research on the fluorescence property of the compound is helpful for understanding the interaction between metal ions and ligands in the complex.
Disclosure of Invention
In order to overcome the defects in the prior art, the invention provides a preparation method of a calcium metal organic framework material, which is a metal organic framework material of 'calcium-3, 3', 5,5 '-biphenyltetracarboxylic acid-dimethylamine' with Ca-MOF. The Ca-MOF material is crystallized in a chiral space group, and the structure contains less chiral pore channels; the material has good fluorescence property, and can emit fluorescence of 430nm under the irradiation of excitation light of 352 nm.
The purpose of the invention is realized as follows:
a calcium metal organic skeleton material with chemical formula of Ca2C28O12H25N2(ii) a Wherein the ligand is 3,3 ', 5, 5' -biphenyltetracarboxylic acid, and the solvent is: n, N-Dimethylformamide (DMF), ethanol (EtOH), water and acetic acid (HAC);
the crystal of the calcium metal organic framework material belongs to a triclinic crystal system,P3221 chiral space group, and the unit cell parameters are respectively: a = b =12.6028(18) Å, 17.842(3) Å, c = 34.173(7) Å, α= β= 90o, γ= 120o；
The calcium metal organic framework material has the structure that: the minimum asymmetric unit of the strain contains two Ca (II) s and 1.5 bptc4-The molecule has a chiral metal chain consisting of Ca in the structure. Two bptc4-The molecules are superposed with each other, the metal chain and the double layer bptc4-And the ligands are connected with each other to form a three-dimensional network structure. DMF decomposes in the presence of both water and acid to form dimethylamine cation. The porosity of the Ca-MOF material was 38.7%.
The preparation method of the calcium metal organic framework material comprises the following steps:
adding calcium nitrate and 3,3 ', 5, 5' -biphenyltetracarboxylic acid into DMF/EtOH/H2In the mixed solution of O/HAC, carrying out solvothermal reaction on the obtained mixture to obtain colorless massive crystals, washing with ethanol, and drying;
the molar ratio of the calcium nitrate to the 3,3 ', 5, 5' -biphenyltetracarboxylic acid is 1.5: 1-2: 1;
the DMF/EtOH/H2The solvent ratio of O/HAC is 4:1:1: 0.1;
the solvothermal condition of the thermal reaction is that the reaction is carried out for 4 to 6 days at the temperature of between 80 and 120 ℃, and the reaction is naturally cooled to room temperature;
the calcium metal organic framework material has the following properties: fluorescence tests show that the material has good fluorescence property, can emit fluorescence of 430nm under the irradiation of excitation light of 352nm, and can be applied to the field of optical materials.
Has the positive and beneficial effects that:
the invention discloses a Ca-MOF material, the chemical formula of which is Ca2C28O12H25N2(ii) a The ligand is 3,3 ', 5, 5' -biphenyltetracarboxylic acid, and the solvent is: n, N-dimethylformamide, ethanol, water and acetic acid; the obtained crystal has high yield and purity. The crystal resolution shows that: the Ca-MOF material crystals belong to the triclinic system,P3221 chiral space group, and the unit cell parameters are respectively: a = b =12.6028(18) A, 17.842(3) A, c = 34.173(7) A,α= β= 90o, γ= 120o(ii) a The structure is as follows: the minimum asymmetric unit of the Ca-MOF material comprises two Ca (II), 1.5 bptc 4-molecules, and eight O connected with the Ca are all from the bptc4-The carboxyl on the molecule contains a chiral metal chain consisting of Ca in the structure. Ligand bptc4-Adopts a double-layer coordination mode, two bptc4-The molecules are superposed with each other, the metal chain and the double layer bptc4-The interconnection of the ligands forms a three-dimensional network structure. DMF is extremely easy to decompose under the condition of the simultaneous existence of water and acid to generate dimethylamine cation, the Ca-MOF material framework is negatively charged, and the charge is balanced by the free dimethylamine cation in two channels. The highly disordered solvent molecules in the channels were desolvated by the SQUEEZE program and had a porosity of 38.7% as calculated by PLATON. Fluorescence tests show that the material can emit fluorescence of 430nm under the irradiation of excitation light of 352nm, has good fluorescence property, and can be applied to the field of optical materials.
Drawings
FIG. 1 shows metal Ca of the present invention2+A coordination mode;
FIG. 2 is a one-dimensional chiral metal chain of the present invention;
FIG. 3 is a three-dimensional stacking diagram of Ca-MOF along the c-axis direction according to the present invention;
figure 4 is a powder XRD pattern of the present invention.
FIG. 5 is a thermogravimetric plot of the present invention;
FIG. 6 is a fluorescence excitation spectrum of the present invention.
Detailed Description
The invention will be further described with reference to the following drawings and specific examples:
a calcium metal organic skeleton material with chemical formula of Ca2C28O12H25N2(ii) a The ligand is 3,3 ', 5, 5' -biphenyltetracarboxylic acid, and the solvent is: n, N-dimethylformamide, ethanol, water and acetic acid;
the calcium metal organic framework material crystal belongs to a triclinic system,P3221 chiral space group, and the unit cell parameters are respectively: a = b =12.6028(18) a, 17.842(3) Å, c = 34.173(7) Å, α= β= 90o, γ= 120o；
The calcium metal organic framework material has the structure that: the minimum asymmetric unit contains two Ca (II), 1.5 bptc4-The molecule has a chiral metal chain consisting of Ca in the structure. Two bptc4-The molecules are superposed with each other, the metal chain and the double layer bptc4-And the ligands are connected with each other to form a three-dimensional network structure. DMF decomposes in the presence of both water and acid to form dimethylamine cations. The porosity of the Ca-MOF material was 38.7%.
The preparation method of the calcium metal organic framework material comprises the following steps:
adding calcium nitrate and 3,3 ', 5, 5' -biphenyltetracarboxylic acid into DMF/EtOH/H2In the mixed solution of O/HAC, carrying out solvothermal reaction on the obtained mixture to obtain colorless massive crystals, washing with ethanol, and drying;
the molar ratio of the calcium nitrate to the 3,3 ', 5, 5' -biphenyltetracarboxylic acid is 1.5: 1-2: 1;
the DMF/EtOH/H2The solvent ratio of O/HAC is 4:1:1: 0.1;
the solvothermal condition of the thermal reaction is that the reaction is carried out for 4 to 6 days at the temperature of between 80 and 120 ℃, and the reaction is naturally cooled to room temperature;
fluorescence test of the calcium metal organic framework material shows that the material has good fluorescence property, can emit fluorescence of 430nm under the irradiation of excitation light of 352nm, and can be applied to the field of optical materials.
Example 1
Preparation of Ca-MOF Material:
weighing 40 mg of calcium nitrate and 20 mg of 3,3 ', 5, 5' -biphenyltetracarboxylic acid, placing the mixture in a 20 ml glass bottle, adding 8 ml of N, N-dimethylformamide, 2 ml of ethanol, 2 ml of water and 0.2 ml of acetic acid, and sealing; at 85oAnd C, reacting for 4 days to obtain colorless blocky crystals, and then washing with ethanol and drying.
Characterization of example 1:
(1) determination of Crystal Structure
As shown in FIGS. 1-3, in a microscopeAnd then selecting a crystal with proper size, smooth surface and no crack, scanning diffraction points of the crystal by an X-ray single crystal diffractometer, and analyzing data. Example 1 data was collected on a RiCaku SCX-mini single crystal machine. The selected single crystals were glued up through a glass wire on a copper target using Mo-K α rays monochromatized with a graphite monochromator (λ =0.71073 a), and placed on a single crystal instrument to collect single crystal diffraction data. The single crystal data were analyzed by the direct method of the SHELX program and refined by the least squares method. The non-hydrogen atom coordinate is determined by a least square method and a difference function method, the hydrogen atom is obtained by a theoretical hydrogenation method, and finally the crystal structure is refined by the least square method. Solvent molecules in the pore channels, including DMF, H2O, EtOH, etc. cannot determine their specific location due to their high degree of disorder, and desolvation is performed by the squeze program in PLATON software. The main crystallographic parameters are as follows:
(2) powder diffraction characterization phase purity:
as shown in FIG. 4, powder diffraction data collection was performed on a Japanese Denko D/Max-2500X-ray powder spectrometer operating at 40 kV and 100 mA using a graphite monochromated copper target X-ray. The scan was fixed, divergence deviation was 1 °, and the receiving slit width was 0.3 mm. Density data collection was done using a 2 theta/theta scan pattern with continuous scans in the range of 3 deg. to 80 deg., at a scan rate of 8 deg./second and a span of 0.02 deg./each. Data were fitted using the Cerius2 program and single crystal structure powder diffraction spectrum simulated transformation using Mercury 1.4.2.
(3) Thermal stability study for example 1:
the thermal stability data of example 1 were collected by a japanese physical standard TG-TDA analyzer, testing the temperature range: the results are shown in FIG. 5, when the temperature is 25 to 700 ℃.
(4) Fluorescence properties for example 1 were investigated:
the fluorescence properties of example 1 were achieved by a Cary Eclipse-type fluorescence spectrophotometer, the results of which are shown in FIG. 6.
The invention discloses a Ca-MOF material, the chemical formula of which is Ca2C28O12H25N2(ii) a The ligand is 3,3 ', 5, 5' -biphenyltetracarboxylic acid, and the solvent is: n, N-dimethylformamide, ethanol, water and acetic acid. The crystal resolution shows that: the Ca-MOF material crystal belongs to a triclinic crystal system,P3221 chiral space group, and the unit cell parameters are respectively: a = b =12.6028(18) A, 17.842(3) A, c = 34.173(7) A,α= β= 90o, γ= 120o. The structure is as follows: the minimum asymmetric unit contains two Ca (II), 1.5 bptc4-The molecule has a chiral metal chain consisting of Ca in the structure. Two bptc4-The molecules are superposed with each other, the metal chain and the double layer bptc4-And the ligands are connected with each other to form a three-dimensional network structure. DMF decomposes in the presence of both water and acid to form dimethylamine cations. The porosity of the Ca-MOF material was 38.7%. Fluorescence tests show that the material can emit 430nm bluish violet fluorescence under 352nm exciting light irradiation, has good fluorescence property, and can be applied to the field of optical materials.
The above embodiments are only for illustrating the preferred embodiments of the present invention, but the present invention is not limited to the above embodiments, and any modifications, equivalent substitutions and improvements made within the spirit and principle of the present invention within the knowledge of those skilled in the art should be considered as the protection scope of the present application.
Claims (3)
1. A calcium metal organic framework material is characterized in that: chemical formula is Ca2C28O12H25N2；
The ligand is 3,3 ', 5, 5' -biphenyl tetracarboxylic acid H4bptc; the solvent is as follows: n, N-dimethylformamide, ethanol, water and acetic acid; the Ca-MOF crystal of the calcium metal organic framework material belongs to a triclinic crystal system,P3221 chiral space group, and the unit cell parameters are respectively: a = b =12.6028(18) a, c = 34.173(7) a, α = β = 90 °, γ = 120 °; the Ca-MOF calcium metal organic frameworkThe structure of the material is as follows: the minimum asymmetric unit contains two Ca (II), 1.5 bptc4-The molecule has a structure containing a chiral metal chain consisting of Ca and two bptc4-The molecules are superposed with each other, the metal chain and the double layer bptc4-The ligands are connected with each other to form a three-dimensional network structure, and DMF is decomposed in the presence of water and acid at the same time to generate dimethylamine cation; the porosity of the calcium metal organic framework material is 38.7%.
2. The method of preparing a calcium metal organic framework material of claim 1, wherein: adding calcium nitrate and 3,3 ', 5, 5' -biphenyltetracarboxylic acid into DMF/EtOH/H2In the mixed solution of O/HAC, carrying out solvothermal reaction on the obtained mixture to obtain colorless massive crystals, washing with ethanol, and drying; the molar ratio of the calcium nitrate to the 3,3 ', 5, 5' -biphenyltetracarboxylic acid is 1.5: 1-2: 1; the DMF/EtOH/H2The solvent ratio of O/HAC is 4:1:1: 0.1; the solvothermal condition of the thermal reaction is that the reaction is carried out for 4-6 days at 80-120 ℃, and the reaction is naturally cooled to room temperature.
3. Use of a calcium metal organic framework material according to claim 1, wherein: tests show that the calcium metal organic framework material can emit 430nm blue-violet fluorescence under 352nm exciting light irradiation, and is applied to the field of optical materials.
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| CN109283163B (en) * | 2018-09-28 | 2020-10-20 | 天津师范大学 | Method for detecting L-cysteine based on calcium-metal organic framework material as fluorescent probe |
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