CN109956963A - A kind of 2,5- furandicarboxylic acid complex and the preparation method and application thereof - Google Patents
A kind of 2,5- furandicarboxylic acid complex and the preparation method and application thereof Download PDFInfo
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- CN109956963A CN109956963A CN201910350638.0A CN201910350638A CN109956963A CN 109956963 A CN109956963 A CN 109956963A CN 201910350638 A CN201910350638 A CN 201910350638A CN 109956963 A CN109956963 A CN 109956963A
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- furandicarboxylic acid
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- CHTHALBTIRVDBM-UHFFFAOYSA-N furan-2,5-dicarboxylic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)O1 CHTHALBTIRVDBM-UHFFFAOYSA-N 0.000 title claims abstract description 120
- 238000002360 preparation method Methods 0.000 title claims abstract description 20
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 claims abstract description 30
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 13
- ONDPHDOFVYQSGI-UHFFFAOYSA-N zinc nitrate Chemical compound [Zn+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ONDPHDOFVYQSGI-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000000126 substance Substances 0.000 claims abstract description 10
- OFDVABAUFQJWEZ-UHFFFAOYSA-N 3-pyridin-3-ylpyridine Chemical group C1=CN=CC(C=2C=NC=CC=2)=C1 OFDVABAUFQJWEZ-UHFFFAOYSA-N 0.000 claims abstract description 9
- AJFDBNQQDYLMJN-UHFFFAOYSA-N n,n-diethylacetamide Chemical compound CCN(CC)C(C)=O AJFDBNQQDYLMJN-UHFFFAOYSA-N 0.000 claims abstract description 7
- 238000001816 cooling Methods 0.000 claims abstract description 6
- 238000003756 stirring Methods 0.000 claims abstract description 6
- 239000011701 zinc Substances 0.000 claims abstract description 5
- MITDXNUXOAYFGC-UHFFFAOYSA-N 1-prop-2-ynylbenzimidazole Chemical compound C1=CC=C2N(CC#C)C=NC2=C1 MITDXNUXOAYFGC-UHFFFAOYSA-N 0.000 claims abstract description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 4
- 239000001257 hydrogen Substances 0.000 claims abstract description 4
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims abstract description 4
- 239000013078 crystal Substances 0.000 claims description 13
- 230000005284 excitation Effects 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- 239000002994 raw material Substances 0.000 claims description 3
- 239000000523 sample Substances 0.000 abstract description 14
- 235000019441 ethanol Nutrition 0.000 abstract description 6
- 239000000470 constituent Substances 0.000 abstract description 4
- 230000002349 favourable effect Effects 0.000 abstract description 4
- 238000004519 manufacturing process Methods 0.000 abstract description 2
- 239000011259 mixed solution Substances 0.000 abstract 1
- 230000035945 sensitivity Effects 0.000 description 8
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 238000010586 diagram Methods 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 150000003384 small molecules Chemical class 0.000 description 5
- 238000001514 detection method Methods 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 description 3
- 230000000694 effects Effects 0.000 description 2
- 238000002189 fluorescence spectrum Methods 0.000 description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 230000005260 alpha ray Effects 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
- 238000010668 complexation reaction Methods 0.000 description 1
- 238000002447 crystallographic data Methods 0.000 description 1
- 229910003460 diamond Inorganic materials 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 230000005802 health problem Effects 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 238000011173 large scale experimental method Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 238000004451 qualitative analysis Methods 0.000 description 1
- 238000004445 quantitative analysis Methods 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 230000000171 quenching effect Effects 0.000 description 1
- 230000037384 skin absorption Effects 0.000 description 1
- 231100000274 skin absorption Toxicity 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
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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
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/003—Compounds containing elements of Groups 2 or 12 of the Periodic Table without C-Metal linkages
-
- 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
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/06—Zinc compounds
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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"
- G01N21/643—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes" non-biological material
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
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- 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
- C09K2211/188—Metal complexes of other metals not provided for in one of the previous groups
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- 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"
- G01N2021/6432—Quenching
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- Life Sciences & Earth Sciences (AREA)
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- Chemical Kinetics & Catalysis (AREA)
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- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
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- General Health & Medical Sciences (AREA)
- General Physics & Mathematics (AREA)
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- Engineering & Computer Science (AREA)
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- Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
The invention discloses a kind of 2,5-furandicarboxylic acid complex and the preparation method and application thereof, its chemical formula of the 2,5-furandicarboxylic acid complex is C27H16N3O10Zn2, molecular weight 673.21, chemical structural formula is [Zn2(C6H2O5)2(C10H8N2)1.5], wherein C6H2O5For the 2,5-furandicarboxylic acid for removing two hydrogen, C10H8N2For 3,3- bipyridyl.2,5-furandicarboxylic acid, 3,3- bipyridyl and zinc nitrate are mixed, N, N- diethyl acetamide and ethyl alcohol is added to by the mixed solution of volume 1:1, stirs 10 minutes, be placed in 95 DEG C of baking oven and stand 72h, obtain 2,5-furandicarboxylic acid complex after cooling.The 2,5-furandicarboxylic acid complex is used as the fluorescence probe of highly sensitive, highly selective identification nitrobenzene, and not only preparation process is simple, chemical constituent is easily controllable, the production of favorable repeatability, Yi Shixian high yield.
Description
Technical field
The present invention relates to fluorescence probe material field more particularly to a kind of 2,5-furandicarboxylic acid complex and its preparation sides
Method and application.
Background technique
Fluorescence probe is a kind of indicator that fluorescence can be generated under the excitation of certain wavelength light, by caused by detection
Fluorescence realizes the qualitative or quantitative analysis to tested substance.Fluorescence probe has selection compared with other determination methods
The advantages that property is good, sensitivity is good, instrument is simple, easy to operate, is widely answered in fields such as environment measuring, biochemistries
With.
Nitrobenzene is a kind of simple nitro-aromatic compound, since it is with stronger toxicity, sucking, intake or skin
Absorption can cause personnel to be poisoned and cause fearful health problem, therefore find quickly selectable nitrobenzene detection method and exist
Vital effect is played in terms of Homeland Security and Environmental security, detection method traditional at present needs large-scale experiment instrument
Device, at high cost, time-consuming, not very convenient in practical applications.And complex is due to structure diversity, adjustability, in nitro
It is widely noticed in benzene detection.But the fluorescence probe material of existing nitrobenzene for identification there is sensitivity lower, Bu Nenggong
The disadvantages of industry.
Summary of the invention
Based on the problems of prior art, the object of the present invention is to provide a kind of 2,5-furandicarboxylic acid complex and
Preparation method and application, can solve sensitivity existing for the fluorescence probe material for being currently used for identification small molecule (such as nitrobenzene)
It is lower, selectivity poor and preparation process it is complicated the problems such as.
The purpose of the present invention is what is be achieved through the following technical solutions:
Embodiment of the present invention provides a kind of 2,5-furandicarboxylic acid complex, the 2,5-furandicarboxylic acid coordination chemistry
Formula is C27H16N3O10Zn2, molecular weight 673.21, chemical structural formula is [Zn2(C6H2O5)2(C10H8N2)1.5], wherein C6H2O5
For the 2,5-furandicarboxylic acid for removing two hydrogen, C10H8N2For 3,3- bipyridyl.
The embodiment of the present invention provides a kind of preparation method of 2,5-furandicarboxylic acid complex, is used to prepare of the present invention
2,5-furandicarboxylic acid complex, comprising:
After being mixed to 2,5-furandicarboxylic acid, 3,3- bipyridyl and zinc nitrate, it is added to by N, N- diethyl acetamide
In the ethyl alcohol solution that 1:1 is mixed by volume, stirs 10 minutes, be subsequently placed in 95 DEG C of baking oven and stand 72h, it is cooling
The colourless bulk crystals obtained afterwards are 2,5- furandicarboxylic acid complex.
Embodiment of the present invention further provides for a kind of 2,5- furandicarboxylic acid complex conduct identification of the present invention
The application of the fluorescence probe of nitrobenzene.
As seen from the above technical solution provided by the invention, 2,5-furandicarboxylic acid provided in an embodiment of the present invention is matched
Object and the preparation method and application thereof is closed, it has the advantage that:
The 2,5-furandicarboxylic acid complex is made of the elements such as 2,5-furandicarboxylic acid, 3,3- bipyridyl, zinc or group,
Good recognition effect can be obtained by p-nitrophenyl in numerous small molecules, therefore the complex can be used as identification nitro well
The fluorescence probe of benzene.Not only preparation process is simple, chemical constituent is easily controllable by the present invention, favorable repeatability, yield are high but also right
Nitrobenzene has very high sensitivity and selectivity, can be used as the fluorescence probe of highly sensitive, highly selective identification nitrobenzene.
Detailed description of the invention
In order to illustrate the technical solution of the embodiments of the present invention more clearly, required use in being described below to embodiment
Attached drawing be briefly described, it should be apparent that, drawings in the following description are only some embodiments of the invention, for this
For the those of ordinary skill in field, without creative efforts, it can also be obtained according to these attached drawings other
Attached drawing.
Fig. 1 is the minimum asymmetric cell schematic diagram of 2,5- furandicarboxylic acid complex provided in an embodiment of the present invention；
Fig. 2 is the fluorescence spectrum schematic diagram of 2,5- furandicarboxylic acid complex obtained provided in an embodiment of the present invention；
Fig. 3 is fluorescence of the 2,5- furandicarboxylic acid complex in different small molecules obtained provided in an embodiment of the present invention
Intensity schematic diagram.
Specific embodiment
Below with reference to particular content of the invention, technical solution in the embodiment of the present invention is clearly and completely retouched
It states, it is clear that described embodiments are only a part of the embodiments of the present invention, instead of all the embodiments.Reality of the invention
Example is applied, every other embodiment obtained by those of ordinary skill in the art without making creative efforts all belongs to
In protection scope of the present invention.The content being not described in detail in the embodiment of the present invention belongs to known in professional and technical personnel in the field
The prior art.
The embodiment of the present invention provides a kind of 2,5-furandicarboxylic acid complex, the 2,5-furandicarboxylic acid coordination chemistry formula
For C27H16N3O10Zn2, molecular weight 673.21, chemical structural formula is [Zn2(C6H2O5)2(C10H8N2)1.5], wherein C6H2O5For
Remove the 2,5-furandicarboxylic acid of two hydrogen, C10H8N2For 3,3- bipyridyl.
The crystal structural data of above-mentioned 2,5- furandicarboxylic acid complex is the data of table one:
Table one is the crystal structural data of 2,5- furandicarboxylic acid complex
Above-mentioned 2,5- furandicarboxylic acid complex can launch blue-fluorescence under the incident light excitation that wavelength is 343nm.
The embodiment of the present invention also provides a kind of preparation method of 2,5-furandicarboxylic acid complex, for above-mentioned 2,5- furan
It mutters dioctyl phthalate complex, comprising:
After being mixed to 2,5-furandicarboxylic acid, 3,3- bipyridyl and zinc nitrate, it is added to by N, N- diethyl acetamide
In the ethyl alcohol solution that 1:1 is mixed by volume, stirs 10 minutes, be subsequently placed in 95 DEG C of baking oven and stand 72h, it is cooling
The colourless bulk crystals obtained afterwards are 2,5- furandicarboxylic acid complex.
In above-mentioned preparation method, the dosage of each raw material are as follows:
The embodiment of the present invention also provides fluorescence of the above-mentioned 2,5- furandicarboxylic acid complex of one kind as identification nitrobenzene
The application of probe.
2,5-furandicarboxylic acid complex p-nitrophenyl of the invention has very high sensitivity and selectivity, can be used as height
Sensitivity, the highly selective fluorescence probe for identifying nitrobenzene, raw material is simple and easy to get, and preparation process is simple, chemical constituent is easy
In control, favorable repeatability, it is able to achieve high yield production, fluorescence probe material of the very good solution currently used for identifying small molecule
Expect that sensitivity is lower, selectivity is poor, and preparation process is complicated, chemical constituent is unable to control, poor repeatability, low output etc. are asked
Topic.
2,5- furandicarboxylic acid complex provided by the present invention and the preparation method and application thereof is retouched in detail below
It states.
Embodiment 1
The present embodiment provides a kind of 2,5-furandicarboxylic acid complex, preparation method includes:
By 0.016g2,5- furandicarboxylic acid, 0.016g 3 after 3- bipyridyl and the mixing of 0.030g zinc nitrate, are added to
In the solution that 5mL is mixed by N, N- diethyl acetamide and ethyl alcohol (1:1 by volume), stirs 10 minutes, be subsequently placed in
72h is stood in 95 DEG C of baking oven, the colourless bulk crystals obtained after cooling are 2,5-furandicarboxylic acid complex complex.
Specifically, selection is having a size of 0.25 × 0.24 × 0.23mm3The embodiment of the present invention 1 obtained by 2,5- furans two
Formate complex carry out single crystal structure analysis, single crystal diffraction data using Bruker-AXS SMART APEX2CCD diffractometer into
Row is collected, with the Mok alpha ray of graphite monochromator monochromatization1.54 °≤θ≤29.42 °, thus
To following result: 2,5-furandicarboxylic acid complex obtained by the embodiment of the present invention 1 belongs to anorthic system, and space group is all P-
1, cell parameter is aboutα=81.009 °, β=71.841 °, γ=
81.816°.Using the crystal structure of the Diamond Software on Drawing 2,5-furandicarboxylic acid complex, it is as shown in Figure 1 to obtain structure
Minimum asymmetric cell schematic diagram.
Embodiment 2
The present embodiment provides a kind of 2,5-furandicarboxylic acid complex, preparation method includes:
0.16g 2,5-furandicarboxylic acid, 0.16g 3 are added to 50mL after 3- bipyridyl is mixed with 0.30g zinc nitrate
The solution mixed by N, N- diethyl acetamide and ethyl alcohol (1:1 by volume) in, stir 10 minutes, be subsequently placed in 95
DEG C baking oven in stand 72h, the colourless bulk crystals obtained after cooling are 2,5-furandicarboxylic acid complex.
Specifically, 2,5-furandicarboxylic acid complex obtained by the present embodiment 2 is performed the following performance tests:
(1) fluorometric investigation is carried out to 2,5-furandicarboxylic acid complex obtained by the present embodiment 2 using single crystal diffractometer,
The a length of 343nm of incident light wave, so as to obtain fluorescence spectrum schematic diagram as shown in Figure 2；In Fig. 2, abscissa is
Wavenumber (as wavelength, unit nm), ordinate are intensity (as intensity).As seen from Figure 2: this
2,5-furandicarboxylic acid complex obtained by embodiment 2 can launch blue under the incident light excitation that wavelength is 343nm
Fluorescence.
(2) it has used ten kinds of liquid small molecules as determinand, has been respectively as follows: methyl pyrrolidone, ethyl alcohol, N, N- diethyl
Acetamide, n,N-dimethylacetamide, n,N-Dimethylformamide, acetone, acetonitrile, ethyl acetate, methanol, nitrobenzene.It weighs
The 3mg complex is 3-4 minutes ultrasonic in 3ml or more solvent, is well dispersed in the complex in liquid, use and solid-state
The identical test condition of fluorescence (λ ex=343nm, slit width 1.5nm), the luminous spy of test complex in liquid medium
Property.The result shows that only the fluorescent quenching of complex is obvious in nitrobenzene, it is potential that this also shows material produced by the present invention
As the fluorescence probe of specific recognition nitrobenzene, recognition result is referring to Fig. 3.
To sum up, the 2,5-furandicarboxylic acid complex p-nitrophenyl of the embodiment of the present invention have very high sensitivity and
Selectivity can be used as the fluorescence probe of highly sensitive, highly selective identification nitrobenzene；Not only preparation process is simple for it, chemistry
Component is easily controllable, favorable repeatability and high yield easy to accomplish produce.
The foregoing is only a preferred embodiment of the present invention, but scope of protection of the present invention is not limited thereto,
Within the technical scope of the present disclosure, any changes or substitutions that can be easily thought of by anyone skilled in the art,
It should be covered by the protection scope of the present invention.Therefore, protection scope of the present invention should be with the protection model of claims
Subject to enclosing.
Claims (6)
1. a kind of 2,5-furandicarboxylic acid complex, which is characterized in that the 2,5-furandicarboxylic acid coordination chemistry formula is
C27H16N3O10Zn2, molecular weight 673.21, chemical structural formula is [Zn2(C6H2O5)2(C10H8N2)1.5], wherein C6H2O5To go
The 2,5-furandicarboxylic acid of two hydrogen, C10H8N2For 3,3- bipyridyl.
2. 2,5-furandicarboxylic acid complex according to claim 1, which is characterized in that the 2,5-furandicarboxylic acid is matched
The crystal structural data for closing object is the data of table one:
Table one is the crystal structural data of 2,5- furandicarboxylic acid complex
3. 2,5-furandicarboxylic acid complex according to claim 3 or 4, which is characterized in that 2, the 5- furans diformazan
Sour complex can launch blue-fluorescence under the incident light excitation that wavelength is 343nm.
4. a kind of preparation method of 2,5-furandicarboxylic acid complex, which is characterized in that it is any to be used to prepare claims 1 to 3
2,5-furandicarboxylic acid complex described in, comprising:
After being mixed to 2,5-furandicarboxylic acid, 3,3- bipyridyl and zinc nitrate, it is added to by N, N- diethyl acetamide and second
It in the alcohol solution that 1:1 is mixed by volume, stirs 10 minutes, is subsequently placed in 95 DEG C of baking oven and stands 72h, obtained after cooling
To colourless bulk crystals be 2,5- furandicarboxylic acid complex.
5. the preparation method of 2,5-furandicarboxylic acid complex according to claim 4, which is characterized in that the method
In, the dosage of each raw material are as follows:
6. a kind of described in any item 2,5- furandicarboxylic acid complexs of claims 1 to 3 are visited as the fluorescence of identification nitrobenzene
The application of needle.
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Citations (2)
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|---|---|---|---|---|
| CN108558917A (en) * | 2018-05-29 | 2018-09-21 | 江西省科学院应用化学研究所 | A kind of zinc-furandicarboxylic acid organic framework materials and preparation method |
| CN108752298A (en) * | 2018-07-05 | 2018-11-06 | 北京石油化工学院 | A kind of Zn complex and the preparation method and application thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108558917A (en) * | 2018-05-29 | 2018-09-21 | 江西省科学院应用化学研究所 | A kind of zinc-furandicarboxylic acid organic framework materials and preparation method |
| CN108752298A (en) * | 2018-07-05 | 2018-11-06 | 北京石油化工学院 | A kind of Zn complex and the preparation method and application thereof |
Non-Patent Citations (5)
| Title |
|---|
| PRAMANIK, SANHITA ET AL: ""A Systematic Study of Fluorescence-Based Detection of Nitroexplosives and Other Aromatics in the Vapor Phase by Microporous Metal-Organic Frameworks"", 《CHEMISTRY - A EUROPEAN JOURNAL》 * |
| SINGH, DIVYENDU ET AL: ""A luminescent 3D interpenetrating metal-organic framework for highly selective sensing of nitrobenzenem"", 《DALTON TRANSACTIONS》 * |
| WIWASUKU, THEANCHAI ET AL: ""Highly sensitive and selective fluorescent sensor based on a multi-responsive ultrastable amino-functionalized Zn(II)-MOF for hazardous chemicals"", 《SENSORS AND ACTUATORS, B: CHEMICAL》 * |
| ZHAO SHUAI ET AL.,: ""Crystal Structures and Luminescent Properties of Three Coordination Polymers Based on 2,5-Furandicarboxylic Acid Ligand and 1,10-Phenanthroline"", 《CHINESE J. STRUCT. CHEM.》 * |
| ZHAO SHUAI ET AL.,: ""Tuning the Photoluminescence of Zn(II) Coordination Polymers by Changing the Coordinated Solvent"", 《CHINESE J. STRUCT. CHEM. 》 * |
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