CN105566363B - A kind of rare earth coordination polymer and its preparation method and application based on the flexible ligand of tripod - Google Patents
A kind of rare earth coordination polymer and its preparation method and application based on the flexible ligand of tripod Download PDFInfo
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- CN105566363B CN105566363B CN201610004171.0A CN201610004171A CN105566363B CN 105566363 B CN105566363 B CN 105566363B CN 201610004171 A CN201610004171 A CN 201610004171A CN 105566363 B CN105566363 B CN 105566363B
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- 239000003446 ligand Substances 0.000 title claims abstract description 39
- 239000013256 coordination polymer Substances 0.000 title claims abstract description 36
- 229920001795 coordination polymer Polymers 0.000 title claims abstract description 36
- 229910052761 rare earth metal Inorganic materials 0.000 title claims abstract description 36
- 150000002910 rare earth metals Chemical class 0.000 title claims abstract description 36
- 238000002360 preparation method Methods 0.000 title claims abstract description 7
- 239000013078 crystal Substances 0.000 claims abstract description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000013110 organic ligand Substances 0.000 claims abstract description 7
- 239000000523 sample Substances 0.000 claims abstract description 5
- 238000005406 washing Methods 0.000 claims abstract description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 18
- 229910052751 metal Inorganic materials 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 238000010438 heat treatment Methods 0.000 claims description 5
- 239000002184 metal Substances 0.000 claims description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 4
- 229910052760 oxygen Inorganic materials 0.000 claims description 4
- 239000001301 oxygen Substances 0.000 claims description 4
- 238000003756 stirring Methods 0.000 claims description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- XLYOFNOQVPJJNP-ZSJDYOACSA-N heavy water Substances [2H]O[2H] XLYOFNOQVPJJNP-ZSJDYOACSA-N 0.000 claims description 2
- 239000000725 suspension Substances 0.000 claims description 2
- ATHHXGZTWNVVOU-UHFFFAOYSA-N monomethyl-formamide Natural products CNC=O ATHHXGZTWNVVOU-UHFFFAOYSA-N 0.000 claims 3
- 238000004321 preservation Methods 0.000 claims 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract description 14
- 239000002904 solvent Substances 0.000 abstract description 3
- 229910002538 Eu(NO3)3·6H2O Inorganic materials 0.000 abstract description 2
- 238000001035 drying Methods 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 238000010586 diagram Methods 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000011259 mixed solution Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 238000010276 construction Methods 0.000 description 2
- 230000005284 excitation Effects 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 238000004020 luminiscence type Methods 0.000 description 2
- 230000005389 magnetism Effects 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000012453 solvate Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000002189 fluorescence spectrum Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 230000003760 hair shine Effects 0.000 description 1
- 239000012621 metal-organic framework Substances 0.000 description 1
- 239000003068 molecular probe Substances 0.000 description 1
- 239000007777 multifunctional material Substances 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 230000000171 quenching effect Effects 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000004088 simulation Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/003—Compounds containing elements of Groups 3 or 13 of the Periodic Table without C-Metal linkages
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
- G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
- G01N21/64—Fluorescence; Phosphorescence
- G01N21/6428—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes"
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/18—Metal complexes
- C09K2211/182—Metal complexes of the rare earth metals, i.e. Sc, Y or lanthanide
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Immunology (AREA)
- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Life Sciences & Earth Sciences (AREA)
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- Biochemistry (AREA)
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Abstract
The present invention relates to a kind of rare earth coordination polymers and its preparation method and application based on the flexible ligand of tripod.The technical solution adopted is that：By Eu (NO3)3·6H2O, organic ligand H3Tci, solvent N, N dimethylformamide and water, are added to the container, are stirred under room temperature；It is put into baking oven after container is sealed, under temperature 378K, is kept for 3 days；It is slowly cooled to room temperature, obtains water white transparency bulk crystals；With N, the washing of N dimethylformamides, filtering, drying obtain target product.The rare earth coordination polymer based on the flexible ligand of tripod prepared by the present invention shows very strong fluorescence property, and to Fe3+Have the function of specific recognition, fluorescence probe can be used as.
Description
Technical field
The present invention relates to a kind of preparation method and application of the rare earth coordination polymer based on the flexible ligand of tripod, specifically
Say, be related to a kind of to Fe3+Have the function of specific recognition, can be used as the rare earth based on the flexible ligand of tripod of fluorescence probe
Coordination polymer.
Background technology
Multi-function metal coordination polymer with properties such as luminescence, magnetism, high porosities is due to charming more
Sample structure and in gas absorption, separation, luminescence generated by light, magnetism, catalysis, especially as answering for chemical sensor etc.
With in recent years, receiving more and more attention.Analysis based on synthesis strategy, the structure of metal organic coordination polymer can be with
By selecting suitable organic ligand and metal center and suitable reaction condition (such as temperature, solvent, pH and reactive chemistry meter
Amount is learned etc.) it realizes.And most important of which is that, select the geometric configuration of suitable organic ligand, rigidity/flexibility and coordination
Group is a kind of method of effective control and the structure and performance of coordinating polymer.Therefore by designing, selecting organic link
The metal organic framework of device and metal unit structure with special construction and function, is the direction constantly studied.
Invention content
The purpose of the present invention is utilize EuⅢAs metal node, three (2- ethoxys) chlorinated isocyanurates (H are utilized3Tci) make
For organic ligand, at a certain temperature, synthesizes a kind of rare earth based on the flexible ligand of tripod using the method for solvent heat and match
Position polymer.
The technical solution adopted by the present invention is：A kind of rare earth coordination polymer based on the flexible ligand of tripod, preparation side
Method includes the following steps：
1) by Eu (NO3)3·6H2O, organic ligand H3Tci (three (2- ethoxys) chlorinated isocyanurates), N, N- dimethyl methyls
Amide, water are added to the container, under room temperature, stirring；
2) it is put into after sealing container in baking oven, under 373-383K, keeps 70-75h；Preferably, heating rate is
5K·min-1；
3) it is slowly cooled to room temperature, after at least standing 1 day, obtains water white transparency bulk crystals；Preferably, it progressively cools to
The rate of temperature fall of room temperature is 5Kh-1, and at least stand 24 hours at room temperature；
4) it is washed, is filtered with n,N-Dimethylformamide, it is dry, obtain target product.
The beneficial effects of the invention are as follows：The present invention selects H3Tci is as organic ligand, H3Tci has the arm of high flexible,
It can promote the formation of novel network topology and coordinate the construction of polymer.One kind prepared by the present invention being based on tripod spirit
The rare earth coordination polymer of ligand living can be used as multifunctional material and be applied to fluorescent molecular probe field.One kind of the present invention is based on
The synthetic method of the rare earth coordination polymer of the flexible ligand of tripod is simple, has great application prospect.
Description of the drawings
Fig. 1 is a kind of synthesis schematic diagram of the rare earth coordination polymer based on the flexible ligand of tripod of the present invention.
Fig. 2 is a kind of XRD diagram of the rare earth coordination polymer based on the flexible ligand of tripod of the present invention.
Fig. 3 is a kind of coordination environment schematic diagram of the rare earth coordination polymer based on the flexible ligand of tripod of the present invention.
Fig. 4 is a kind of coordination mode schematic diagram of the rare earth coordination polymer based on the flexible ligand of tripod of the present invention.
Fig. 5 is a kind of three-dimensional packed structures signal of rare earth coordination polymer based on the flexible ligand of tripod of the present invention
Figure.
Fig. 6 is a kind of fluorescence spectrum of the fluorescence intensity of the rare earth coordination polymer based on the flexible ligand of tripod of the present invention
Figure.
Fig. 7 is a kind of methanol suspension of the rare earth coordination polymer based on the flexible ligand of tripod of the present invention in different gold
Subordinate's fluorescence intensity figure.
Specific implementation mode
A kind of rare earth coordination polymer based on the flexible ligand of tripod of embodiment 1
Preparation method is as follows：
By the Eu (NO of 0.075mmol3)3·6H2Three (2- ethoxys) chlorinated isocyanurates (H of O, 0.005mmol3Tci),
The water of the n,N-Dimethylformamide (DMF) of 1.5ml, 1.5ml is added in vial, under room temperature, stirs 30 minutes.By glass
Bottle, which is sealed, to be put into baking oven.Heating makes the temperature of baking oven reach 378K, heating rate 5Kmin from room temperature-1, and keep temperature
Degree keeps the temperature 72 hours with this condition.With 5Kh-1Rate of temperature fall be slowly cooled to room temperature, obtain water white transparency bulk crystals；
With N, the washing of N '-dimethyl formamide (DMF) solution is filtered and is dried in air, and as target product one kind being based on three feet
The rare earth coordination polymer of the flexible ligand of frame, yield 35%.
A kind of XRD for rare earth coordination polymer based on the flexible ligand of tripod that the present invention synthesizes is as shown in Fig. 2, in figure
I is the crystal powder diffraction pattern of simulation, and ii is the powder diagram that synthetic crystal is surveyed.
A kind of structure such as Fig. 3-Fig. 5 institutes for rare earth coordination polymer based on the flexible ligand of tripod that the present invention synthesizes
Show, which belongs to anorthic system, space group P-1.Molecular formula is：[Eu(tci)(H2O)]·DMF·2H2O.The change
It is by H to close object3A kind of interesting three-dimensional structure made of tci ligand bridgings.Each H3Tci ligands and six Eu3+Ion coordination,
Each Eu3+Ion and eight come from H3Oxygen on tci carboxyls and an oxygen coordination from water of coordination.
A kind of rare earth coordination polymer based on the flexible ligand of tripod of embodiment 2 shines
Method：Photism is carried out with a kind of rare earth coordination polymer based on the flexible ligand of tripod prepared by embodiment 1
It can experiment.
1. being 396nm with excitation wavelength, the fluorescence of the rare earth coordination polymer crystal based on the flexible ligand of tripod is measured
Launching light spectrogram (em396nm), emission peak are5D0→7F0(581nm),5D0→7F1(594nm),5D0→7F2(621nm),5D0
→7F3(651nm) and5D0→7F4(700nm), wherein5D0→7F2(621nm) emission peak is strongest fluorescence emission peak.With transmitting
Wavelength is 621nm, measures the fluorescent exciting spectrogram of the rare earth coordination polymer crystal based on the flexible ligand of tripod
(ex621nm), excitation peak 396nm.The results are shown in Figure 6, and Fig. 6 is a kind of rare earth coordination based on the flexible ligand of tripod
The Solid fluorescene spectrum figure of polymer.
2. a kind of crystal of the rare earth coordination polymer based on the flexible ligand of tripod is taken to be dissolved in methanol solvate, one is obtained
Rare earth coordination polymer a concentration of 1 × 10 of the kind based on the flexible ligand of tripod-4The mixed solution of M.
Mixed solution 5ml is taken respectively, is separately added into 25ul a concentration of 1 × 10-4The Fe of M3+, Al3+, Mg2+, Pb2+, Cu2+, Li+,Cd2+, Cr3+, Zn2+, Na+, Ca2+, Hg2+, Ag+, Ni2+Methanol solution, while doing blank (blank).With wavelength for 396nm light
For exciting light, a kind of the glimmering of the rare earth coordination polymer based on the flexible ligand of tripod in mixed solution is detected with fluophotometer
The variation of luminous intensity.
The results are shown in Figure 7, as seen from Figure 7, a kind of crystal of the rare earth coordination polymer based on the flexible ligand of tripod
There is very strong fluorescence property in methanol solvate, and meets Fe3+Fluorescent quenching.This illustrates that one kind of the present invention being based on tripod spirit
The crystal of the rare earth coordination polymer of ligand living can be used as fluorescence probe detection Fe3+。
Claims (1)
1. a kind of rare earth coordination polymer based on the flexible ligand of tripod detects Fe as fluorescence probe3+Method, feature
It is, method is as follows：Rare earth coordination polymer based on the flexible ligand of tripod is configured to methanol suspension, be added dropwise metal from
The methanol solution of son is 396 nm light as exciting light using wavelength, carries out fluoroscopic examination；
The preparation method of the rare earth coordination polymer based on the flexible ligand of tripod includes the following steps：By 0.075
Eu (the NO of mmol3)3·6H2O, the three of 0.005 mmol（2- ethoxys）Chlorinated isocyanurates（H3tci）, the N of 1.5ml, N- bis-
Methylformamide（DMF）, the water of 1.5ml is added in vial, under room temperature, stirs 30 minutes；Vial is sealed and is put into
In baking oven；Heating makes the temperature of baking oven reach 378 K from room temperature, and heating rate is 5 Kmin-1, and maintain the temperature at this condition
Lower heat preservation 72 hours；With 5 Kh-1Rate of temperature fall be slowly cooled to room temperature, obtain water white transparency bulk crystals；With N, N '-two
The washing of methylformamide (DMF) solution is filtered and is dried in air, and as target product one kind being based on the flexible ligand of tripod
Rare earth coordination polymer；
The rare earth coordination polymer based on the flexible ligand of tripod, crystal belong to anorthic system, and space group isP- 1,
Molecular formula is [Eu (tci) (H2O)]∙DMF∙2H2O is by H3A kind of three-dimensional structure made of tci ligand bridgings, it is each organic to match
Body H3Tci and six Eu3+Ion coordination, each Eu3+Ion and eight come from organic ligand H3Oxygen on tci carboxyls and one
A oxygen coordination from water of coordination.
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| Title |
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| A layer-structured Eu-MOF as a highly selective fluorescent probe for Fe3+ detection through a cation-exchange approach;Song Dang et al.;《Journal of materials chemistry》;20120626;第22卷;page: 16920-16926 * |
| 三脚架型羧酸配体构筑的配位聚合物的合成、结构及其性质研究;张明洋;《中国优秀硕士学位论文全文数据库 工程科技I辑》;20130315(第3期);B014-258页 * |
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