CN106046388B - A kind of furancarboxylic acid class rare earth neodymium metal-organic framework luminescent material and its synthetic method - Google Patents

A kind of furancarboxylic acid class rare earth neodymium metal-organic framework luminescent material and its synthetic method Download PDF

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CN106046388B
CN106046388B CN201610339940.2A CN201610339940A CN106046388B CN 106046388 B CN106046388 B CN 106046388B CN 201610339940 A CN201610339940 A CN 201610339940A CN 106046388 B CN106046388 B CN 106046388B
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栗欢欢
刘成洋
王亚平
陈彪
孙恒宇
陈龙
江浩斌
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Abstract

The invention belongs to technical field of material chemistry, being related to a kind of furancarboxylic acid class rare earth neodymium metal-organic framework luminescent material and its synthetic method, the compound has near-infrared fluorescent characteristic and the ultraviolet-visible characteristics of luminescence.A kind of furancarboxylic acid class rare earth neodymium metal-organic framework luminescent material, chemical general formula are:{[Nd2(H2O)3(FDA)3(CH3OH)]·CH3OH}n, in formula:FDA is furans -2,5- dicarboxylic acids, CH3OH is methanol, and n is expressed as 1 and arrives just infinite natural number.Topological structure is four node novel topological structures of one 3,3,5,6- connection, and point symbol is (4.5.6)2(4.62)2(42.54.62.72)2(52.66.74.92.10).By neodymium hydroxide and furan dicarboxylic acid with the amount molar ratio 1 of substance:2 mixing, it is 3 that methanol, which is then added, with water volume ratio:1 8~10mL of mixed solvent obtains mixed solution, and 2min is stirred under room temperature;Reaction kettle equipped with above-mentioned mixed solution is put into baking oven, constant temperature 72h at 120 DEG C, then passes through and room temperature is at the uniform velocity down to 2 DEG C/h.With good luminosity and stability, and preparation process simple and efficient, of low cost, favorable reproducibility.

Description

A kind of furancarboxylic acid class rare earth neodymium metal-organic framework luminescent material and its synthesis Method
Technical field
The metal-organic framework materials that the present invention relates to a kind of using furan dicarboxylic acid as ligand, is formed with rare earth metal neodymium And preparation method thereof and the compound the characteristics of luminescence.
Background technology
It is to connect that metal-organic framework materials (Metal-Organic Frameworks, MOFs), which are with metal ion or cluster, Point has the porous crystalline material of periodic network structure by the one kind being self-assembly of using multiple tooth organic ligand as skeleton. It is with large specific surface area, porosity is high, duct type it is abundant easily adjust, skeleton structure is various, is easy to the characteristics such as functionalization, in gas The absorption of body with detach, be catalyzed, molecular magnet, fluorescence probe etc. show excellent performance, thus become and grind both at home and abroad The hot spot studied carefully.(referring to:Yaghi O M etc., Nature, 1995,378,703;Zhou H C etc., Chem.Soc.Rev., 2009, 38,1477)。
All the time, compared to main group metal and transition metal M OFs, the research of rare earth MOFs is also fewer.This may be Since there is rare earth element high ligancy and flexible coordination mode, compound to be difficult to design synthesis.However, rare earth There is MOFs lot of advantages, the MOFs such as generated to pass through simple process, easily vacate more coordination site, can effectively improve frame Frame gas absorption property (referring to:Zhou H C etc., Inorg.Chem.2009,48,2072.).Meanwhile rare earth Gd, Dy With abundant single electron and big orbital angular momentum, thus magnetic property it is good (referring to:Murugesu M etc., Angew.Chem.Int.Ed.2009,48,948.).In addition rare earth element has good photoluminescent property, the rare earth of structure MOFs materials in terms of fluorescence probe and molecule sensor there are huge application potential (referring to:Lu T B etc., Inorg.Chem.2009,48,6997).Therefore, metal-organic framework is built using rare earth metal, can obtains that there are more work( The MOFs of energy, this is also one of the reason of it becomes current field of coordinative chemistry research hotspot.However, the rare earth neodymium reported at present Metal-organic framework it is less, and its fluorescence Quality Research is even more less.
In addition, organic ligand is divided into three classes, i.e., carboxylic acids, heterocyclic and heterocyclic carboxylic acid class, furan dicarboxylic acid ligand belong to One kind of heterocyclic carboxylic acid ligand, it is advantageous that:(1) coordination mode is various, and advantage is provided for assembling rare earth metal MOF; (2) there is higher symmetry and preferable rigidity, easily form stable structure, be not easy interspersed three-dimensional frame structure;(3) easy shape At structure novel rare earth MOFs vdiverse in function.Therefore furans diacid causes the attention of numerous researchers.So far, with furan Mutter-dicarboxylic acids (H2FDA) have using rare earth metal neodymium as the metal organic frame crystalline material of metal node for organic ligand The metal-organic framework related work report of good fluorescence characteristic is less.
Invention content
The metal-organic framework that the present invention provides a kind of to be formed using furan dicarboxylic acid as ligand with rare earth metal neodymium is brilliant The method of body material.
A kind of furancarboxylic acid class rare earth metal-organic frame luminescent material, chemical general formula are:{[Nd2(H2O)3(FDA)3 (CH3OH)]·CH3OH}n, wherein n is expressed as 1 and arrives just infinite natural number, and FDA indicates furan dicarboxylic acid.
There are the Nd of two kinds of coordination environments in the rare earth neodymium metal-organic framework3+Ion, labeled as Nd1 and Nd2;
Wherein, Nd1 is eight-coordinate, respectively with the μ of four bidentate bridgings from different FDA ligands211Carboxyl oxygen, The μ of two monodentate chelatings from the same FDA ligands211Carboxyl oxygen, two hydrones constitute double cap trigones of eight-coordinate Column geometric configuration;
Wherein, Nd2 is nine coordinations, respectively with the μ of two bidentate bridgings from different FDA ligands211Carboxyl oxygen, The μ of two monodentate chelatings from the same FDA ligands211Carboxyl oxygen, three μ from different FDA ligands212Carboxylic Base oxygen, a methanol molecules and a hydrone constitute three cap triangular prism geometric configurations of nine coordinations;
Pass through two μ between two Nd1211Carboxyl connects into double-core neodymium secondary construction unit (SBU), two Nd2 it Between pass through two μ211Carboxyl and two μ2Bridging carboxyl oxygen connects into another double-core neodymium SBU;Two SBU pass through (κ2)- (κ11)-μ3-FDA2-And (κ212)-(κ11)-μ4-FDA2-The FDA of coordination mode connects to form 3D frame structures;
The furancarboxylic acid class rare earth metal-organic frame belongs to anorthic system, P-1 space groups, and cell parameter is respectively: α=95.606 (7), β=105.399 (6), γ= 100.402(6).Topological structure is four node novel topological structures of one 3,3,5,6- connection, and point symbol is (4.5.6)2 (4.62)2(42.54.62.72)2(52.66.74.92.10)。
A kind of synthetic method of the rare earth neodymium metal-organic framework, with neodymium hydroxide (Nd (OH)3) it is metal salt, with H2FDA is ligand, and using the mixing liquid of methanol and water as solvent, synthesis step is as follows:
(1) it is 1 by molar ratio:2 Nd (OH)3And H2FDA mixtures are put into the polytetrafluoroethylliner liner of hydrothermal reaction kettle In, it is 3 that methanol, which is then added, with water volume ratio:1 mixed solvent obtains mixed solution, 2min is stirred under room temperature;
(2) reaction kettle equipped with above-mentioned mixed solution is put into baking oven, constant temperature 72h at 120 DEG C is then even with 2 DEG C/h Prompt drop detaches solid after taking out product to room temperature;
(3) above-mentioned solid is washed 3 to 5 times with methanol, you can the grey violet vitta of the metal framework material of neodymium ion is made Shape crystal.
In step (1), the Nd (OH)3And H2The mixture of FDA and the amount ratio of mixed solvent are:0.06~0.1g:8 ~10mL.
The present invention relates to the test of the X-ray single crystal diffractometer of metal-organic framework and data researches.
The present invention relates to the test of metal-organic framework Thermogravimetric Data and researchs.
The present invention relates to metal-organic framework fluorometric investigations to analyze data research.
The present invention relates to metal-organic framework solid uv-vis spectra testing and analysis data researchs.
The present invention develops a kind of rare earth metal neodymium organic framework materials based on furan dicarboxylic acid, it is demonstrated experimentally that the material Material has good fluorescent characteristic and thermal stability, can be applied to fluorescent material field.
The present invention further discloses the growing method of such metal organic frame crystal, obtained by hydro-thermal method culture 's.
Beneficial effects of the present invention are::
(1) synthetic method is simple, favorable reproducibility, yield height and, the temperature of easily controllable reaction system relatively low to temperature requirement Degree;
(2) functional material for having good luminous performance is purposefully synthesized.
Description of the drawings
Fig. 1 is { [Nd2(H2O)3(FDA)3(CH3OH)]·CH3OH}nCrystal structure asymmetric cell (a), two kinds of double-core neodymiums The edge [1,0,0] (c) of structural unit figure (b), crystal, [0,0,1] (d), the accumulation graph and crystal knot in the direction [0,1,0] (e) The topological diagram (f) of structure;
Fig. 2 is { [Nd2(H2O)3(FDA)3(CH3OH)]·CH3OH}n(1 is the chemical combination to the thermogravimetric analysis figure of crystal in figure Object);
Fig. 3 is { [Nd2(H2O)3(FDA)3(CH3OH)]·CH3OH}nCrystallofluorescence spectrogram;
Fig. 4 is { [Nd2(H2O)3(FDA)3(CH3OH)]·CH3OH}n(1 is institute to crystalline solids ultraviolet-visible spectrogram in figure State compound, L H2FDA ligands).
Specific implementation mode
Embodiment 1:
A kind of preparation method with characteristics of luminescence rare earth metal-organic frame, using neodymium hydroxide as metal salt, with H2FDA is ligand, with volume ratio for 3:1 methanol/water mixture is solvent, and synthesis step is as follows:
1) by the Nd of 0.1mmol (OH)3With the H of 0.2mmol2FDA's is put into the polytetrafluoroethylliner liner of hydrothermal reaction kettle Mixing, adds the mixed solvent of 8~10mL, 2min is stirred under room temperature;
2) reaction kettle equipped with above-mentioned mixed solution is put into baking oven, 72h is baked at 120 DEG C, then at the uniform velocity with 2 DEG C/h It is down to room temperature, detaches solid after taking out product;
3) above-mentioned solid is washed 3 to 5 times with methanol, you can it is C that chemical formula, which is made,20H18Nd2O20The metal frame of neodymium ion The light yellow web crystal of frame material is 58% based on the yield that neodymium metal is calculated.
There is-the property representation of machine frame material structure to the multi-function metal:
(1) metal has the-structure determination of machine frame frame material:
Using Agilent SuperNova TM type x-ray diffractometers, used through graphite monochromator monochromatization in 293 (2) K MoKa raysAs incident light source, withScan mode collects point diffraction.Non-hydrogen atom direct method It solves, is used in combination complete matrix least square method to correct their coordinate and its anisotropy thermal parameter, the position of hydrogen atom is by theory Add hydrogen to obtain, and fixed isotropism thermal parameter is added in structure refinement.All calculating using SHELXS-97 and SHELXL-97 program bags carry out.It is as follows to obtain crystallographic data:
The crystallographic data of 1 complex of table
Fig. 1 a's the result shows that there are the Nd of two kinds of coordination environments in the rare earth metal frame structure3+Ion, Nd1 are Eight-coordinate, respectively with the μ of four bidentate bridgings from different FDA ligands211Carboxyl oxygen, two match from the same FDA The μ of the monodentate chelating of body211Carboxyl oxygen, two hydrones constitute double cap triangular prism geometric configurations of eight-coordinate, Nd2 nine Coordination, respectively with the μ of two bidentate bridgings from different FDA ligands211Carboxyl oxygen, two come from the same FDA ligands Monodentate chelating μ211Carboxyl oxygen, three μ from different FDA ligands212Carboxyl oxygen, a methanol molecules and One hydrone constitutes three cap triangular prism geometric configurations of nine coordinations, passes through two μ between two Nd1211Carboxyl connects into Double-core neodymium secondary construction unit (SBU) (Fig. 1 b) passes through two μ between two Nd2211Carboxyl and two μ2Bridging carboxyl Oxygen connects into another double-core neodymium SBU (Fig. 1 b).Two SBU pass through (κ2)-(κ11)-μ3-FDA2-And (κ212)-(κ1- κ1)-μ4-FDA2-The FDA of coordination mode connects to form 3D frame structures (Fig. 1 c-e), and the rare earth metal-organic frame belongs to Anorthic system, P-1 space groups, cell parameter are respectively: α=95.606 (7), β=105.399 (6), γ=100.402 (6).Topological structure is four sections of a 3,3,5,6- connection Point novel topological structure (Fig. 1 f), point symbol are (4.5.6)2(4.62)2(42.54.62.72)2(52.66.74.92.10)。
(2) metal have-thermostability of machine frame frame material measures:
It is as follows that the present invention carries out gravitational thermal analysis method to crystal prototype:The TG that sample is scanned with 5 DEG C/min heating rates is bent Line, 25~800 DEG C of scanning range temperature range.It is measured using 209 thermogravimetric analyzers of NETZSCH TG.
The first step weightlessness of sample is happened within the temperature range of 25 to 150 DEG C, can be attributed to losing for guest molecule. Second step weightlessness is mainly due to the decomposition of organic ligand frame at 410 DEG C or so.It can be seen that the material has good thermostabilization Property (Fig. 2).
(3) the photoluminescent property characterization of the frame structure:
The assay method that the present invention measures fluorescence data is as follows:By metal organic frame crystal { [Nd2(H2O)3(FDA)3 (CH3OH)]·CH3OH}nEdinburgh FLS920 are used to measure the solid under the conditions of 310nm excitation wavelengths at ambient temperature Near-infrared fluorescent performance.
310nm ultraviolet excitations, the characteristic peak of complex are the metal-organic framework materials of the present invention at ambient temperature From Nd3+The series radiation transition of ion4F3/24Ij(j=9/2,11/2 and 13/2) this be ligand to Nd3+Ion has Imitate energy transfer;Occur 3 fluorescence spectral characteristic peaks at 891nm, 1061nm and 1331nm, corresponds to above three respectively Nd3+The radiation transistion of ion.Intensity at wherein 1061nm is apparently higher than intensity at other two, is applicable to Fluorescence laser transmitting With In vivo detection (see Fig. 3).
(4) the ultraviolet-visible spectrum property representation of the frame structure:
Solid ultraviolet-visible spectrum method for measuring of the present invention is as follows:By { [Nd2(H2O)3(FDA)3(CH3OH)]· CH3OH}nMaterial is measured with barium sulfate mixed grinding laminated flake.By Jasco V-570 type ultraviolet-visible spectrophotometers to it Carry out ultraviolet-visible spectrum performance test.200~1000nm of wave-length coverage of ultraviolet-visible spectrometer.
At ambient temperature, the absorption peak of complex is in λ=450-490,490-for the metal-organic framework material of the present invention The places 850-890nm of 540,560-600,615-650,670-700,720-770,780-830and, are to come from Nd3+Ion is Row radiation transistion, corresponds to respectively4I9/22G9/2+2D3/2,4I9/24G7/2+4G9/2+2K13/2,4I9/24G5/2+2G7/2,4I9/22H11/2,4I9/24F9/2,4I9/24F7/2+4S3/2,4I9/24F5/2+2H9/2And4I9/24F3/2, less than the peak at 400nm It is attributed to H2The absorption peak (Fig. 4) of FDA ligands.

Claims (5)

1. a kind of furancarboxylic acid class rare earth neodymium metal-organic framework luminescent material, which is characterized in that chemical general formula is:{[Nd2 (H2O)3(FDA)3(CH3OH)]·CH3OH}n, wherein n is expressed as 1 and arrives just infinite natural number, and FDA indicates furan dicarboxylic acid;
The Nd3+There are two kinds of coordination environments for ion, are labeled as Nd1 and Nd2;
Wherein, Nd1 is eight-coordinate, respectively with the μ of four bidentate bridgings from different FDA ligands211Carboxyl oxygen, two The μ of monodentate chelating from the same FDA ligands211Double cap triangular prisms that carboxyl oxygen, two hydrones constitute eight-coordinate are several What configuration;
Wherein, Nd2 is nine coordinations, respectively with the μ of two bidentate bridgings from different FDA ligands211Carboxyl oxygen, two The μ of monodentate chelating from the same FDA ligands211Carboxyl oxygen, three μ from different FDA ligands212Carboxyl Oxygen, a methanol molecules and a hydrone constitute three cap triangular prism geometric configurations of nine coordinations;
Pass through two μ between two Nd1211Carboxyl, which connects into double-core neodymium secondary and constructs between cell S BU, two Nd2, to be passed through Two μ211Carboxyl and two μ2Bridging carboxyl oxygen connects into another double-core neodymium SBU;Two SBU pass through (κ2)-(κ1- κ1)-μ3-FDA2-And (κ212)-(κ11)-μ4-FDA2-The FDA of coordination mode connects to form 3D frame structures;
The furancarboxylic acid class rare earth neodymium metal-organic framework belongs to anorthic system, P-1 space groups, and cell parameter is respectively: α=95.606 (7), β=105.399 (6), γ= 100.402 (6), topological structure are four node topologies of one 3,3,5,6- connection, and point symbol is (4.5.6)2 (4.62)2(42.54.62.72)2(52.66.74.92.10)。
2. a kind of synthetic method of furancarboxylic acid class rare earth neodymium metal-organic framework luminescent material according to claim 1, It is characterized in that, using neodymium hydroxide as metal salt, with H2FDA is ligand, using the mixing liquid of methanol and water as solvent, including such as Lower step:
(1) by Nd (OH)3And H2The mixture of FDA is put into the polytetrafluoroethylliner liner of hydrothermal reaction kettle, then be added methanol with The in the mixed solvent of water obtains mixed solution, 2min is stirred under room temperature;
(2) reaction kettle equipped with mixed solution obtained by step (1) is put into baking oven, constant temperature 72h at 120 DEG C, then with 2 DEG C/h It is at the uniform velocity down to room temperature, detaches solid after taking out product;
(3) above-mentioned solid is washed 3 to 5 times with methanol, you can the grey violet color strip-shaped that the metal framework material of neodymium ion is made is brilliant Body.
3. a kind of synthetic method of furancarboxylic acid class rare earth neodymium metal-organic framework luminescent material according to claim 2, It is characterized in that, in step (1), in the mixture, Nd (OH)3And H2The molar ratio of FDA is 1:2;The in the mixed solvent, Methanol is 3 with water volume ratio:1.
4. a kind of synthetic method of furancarboxylic acid class rare earth neodymium metal-organic framework luminescent material according to claim 2, It is characterized in that, the Nd (OH)3And H2The mixture of FDA and the amount ratio of mixed solvent are 0.06~0.1g:8~10mL.
5. a kind of application of furancarboxylic acid class rare earth neodymium metal-organic framework luminescent material as described in claim 1, feature It is, the furancarboxylic acid class rare earth neodymium metal-organic framework luminescent material is used for fluorescent material field.
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