CN108752298B - A kind of zinc complex and its preparation method and application - Google Patents
A kind of zinc complex and its preparation method and application Download PDFInfo
- Publication number
- CN108752298B CN108752298B CN201810731307.7A CN201810731307A CN108752298B CN 108752298 B CN108752298 B CN 108752298B CN 201810731307 A CN201810731307 A CN 201810731307A CN 108752298 B CN108752298 B CN 108752298B
- Authority
- CN
- China
- Prior art keywords
- zinc complex
- zinc
- preparation
- diiodomethane
- oven
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 239000011701 zinc Substances 0.000 title claims abstract description 55
- 229910052725 zinc Inorganic materials 0.000 title claims abstract description 49
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 title claims abstract description 48
- 238000002360 preparation method Methods 0.000 title claims abstract description 16
- 239000013078 crystal Substances 0.000 claims abstract description 23
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims abstract description 17
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 claims abstract description 14
- CHTHALBTIRVDBM-UHFFFAOYSA-N furan-2,5-dicarboxylic acid Chemical class OC(=O)C1=CC=C(C(O)=O)O1 CHTHALBTIRVDBM-UHFFFAOYSA-N 0.000 claims abstract description 14
- NZZFYRREKKOMAT-UHFFFAOYSA-N diiodomethane Chemical compound ICI NZZFYRREKKOMAT-UHFFFAOYSA-N 0.000 claims abstract description 13
- 239000007850 fluorescent dye Substances 0.000 claims abstract description 11
- 239000000126 substance Substances 0.000 claims abstract description 10
- 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 10
- 239000000243 solution Substances 0.000 claims abstract description 9
- 235000011164 potassium chloride Nutrition 0.000 claims abstract description 7
- 239000001103 potassium chloride Substances 0.000 claims abstract description 7
- 239000007864 aqueous solution Substances 0.000 claims abstract description 5
- 238000001816 cooling Methods 0.000 claims abstract description 5
- 238000003756 stirring Methods 0.000 claims description 4
- 239000002994 raw material Substances 0.000 claims description 2
- 238000000547 structure data Methods 0.000 claims description 2
- 150000003751 zinc Chemical class 0.000 claims description 2
- 230000035945 sensitivity Effects 0.000 abstract description 8
- 239000000523 sample Substances 0.000 abstract description 2
- 238000010586 diagram Methods 0.000 description 8
- 239000000203 mixture Substances 0.000 description 7
- 150000003384 small molecules Chemical class 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000001514 detection method Methods 0.000 description 4
- 230000005284 excitation Effects 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 238000002189 fluorescence spectrum Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 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
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical group [K] ZLMJMSJWJFRBEC-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
- FJBFPHVGVWTDIP-UHFFFAOYSA-N dibromomethane Chemical compound BrCBr FJBFPHVGVWTDIP-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 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
- 238000000034 method Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 239000011591 potassium Chemical group 0.000 description 1
- 229910052700 potassium Inorganic materials 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
- 239000007787 solid Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000009210 therapy by ultrasound Methods 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- 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
-
- 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
-
- 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
- C09K2211/188—Metal complexes of other metals not provided for in one of the previous groups
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Physics & Mathematics (AREA)
- Immunology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Molecular Biology (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Optics & Photonics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Analytical Chemistry (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- General Physics & Mathematics (AREA)
- Pathology (AREA)
- Investigating, Analyzing Materials By Fluorescence Or Luminescence (AREA)
- Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
Abstract
本发明公开了一种锌配合物及其制备方法与应用，该锌配合物的化学结构式为K4Zn2(FDA)4，其中，FAD为去质子的2,5‑呋喃二甲酸。将2,5‑呋喃二甲酸和硝酸锌混合在一起，并加入到N,N‑二甲基甲酰胺的水溶液中，搅拌10分钟，然后置于95℃的烘箱中静止48h，冷却后得到无色块状晶体；向所述无色块状晶中加入氯化钾，并置于95℃的烘箱中静止72h，从而得到所述锌配合物；该锌配合物用作识别二碘甲烷的荧光探针。本发明不仅制备工艺简单、化学组分易于控制、可重复性好、产量高，而且对二碘甲烷具有很高的灵敏度和选择性，可用作高灵敏度、高选择性的识别二碘甲烷的荧光探针。The invention discloses a zinc complex, a preparation method and application thereof. The chemical structural formula of the zinc complex is K 4 Zn 2 (FDA) 4 , wherein FAD is deprotonated 2,5-furandicarboxylic acid. 2,5-Furandicarboxylic acid and zinc nitrate were mixed together, added to the aqueous solution of N,N-dimethylformamide, stirred for 10 minutes, and then placed in an oven at 95°C for 48 hours, and after cooling, no solution was obtained. Color block crystal; potassium chloride is added to the colorless block crystal, and it is placed in an oven at 95°C for 72 hours to obtain the zinc complex; the zinc complex is used for the fluorescence recognition of diiodomethane probe. The invention not only has simple preparation process, easy control of chemical components, good repeatability and high yield, but also has high sensitivity and selectivity to diiodomethane, and can be used as a high-sensitivity and high-selectivity identification device for diiodomethane. fluorescent probes.
Description
Technical Field
The invention relates to the technical field of fluorescent probes, in particular to a zinc complex and a preparation method and application thereof.
Background
The fluorescent probe takes a fluorescent substance as an indicator, the indicator generates fluorescence under the excitation of light with certain wavelength, and the qualitative or quantitative analysis of a detected substance is realized by detecting the generated fluorescence. Compared with the traditional detection and analysis method, the fluorescent probe has the advantages of good selectivity, good sensitivity, simple instrument, simple and convenient operation and the like, thereby being widely applied to the fields of environmental detection, biochemistry and the like. In the prior art, fluorescent probe materials for identifying small molecules have low sensitivity and poor selectivity, and have complex preparation process, uncontrollable chemical components, poor repeatability and low yield.
Disclosure of Invention
The invention provides a zinc complex, a preparation method and application thereof, aiming at solving the technical problems of low sensitivity, poor selectivity, complex preparation process, uncontrollable chemical components, poor repeatability, low yield and the like of fluorescent probe materials for identifying small molecules in the prior art.
The purpose of the invention is realized by the following technical scheme:
a zinc complex of formula C24H8O20Zn2K4Molecular weight of 903.44, and its chemical formula is K4Zn2(FDA)4Wherein FAD is deprotonated 2, 5-furandicarboxylic acid; the structure of the minimum asymmetric unit is as follows:
the crystal structure data of the zinc complex is shown in the following table one:
watch 1
A method of preparing a zinc complex comprising: mixing 2, 5-furandicarboxylic acid and zinc nitrate together, adding into an aqueous solution of N, N-dimethylformamide, stirring for 10 minutes, standing in an oven at 95 ℃ for 48 hours, and cooling to obtain colorless blocky crystals; adding potassium chloride into the colorless blocky crystal according to the proportion of 0.007-0.07 g of potassium chloride per 0.022-0.22 g of the colorless blocky crystal, and standing in an oven at 95 ℃ for 72 hours to obtain the zinc complex; wherein the proportion relation of the raw materials is as follows:
preferably, the structure of the zinc complex is determined by a single crystal diffractometer, and the zinc complex emits blue fluorescence under the excitation of incident light with the wavelength of 348 nm.
The zinc complex in the technical scheme is used as a fluorescent probe for identifying diiodomethane.
According to the technical scheme provided by the invention, the zinc complex provided by the invention is composed of elements or groups such as zinc, potassium, deprotonated 2, 5-furandicarboxylic acid, N-dimethylformamide and the like, and can obtain a good identification effect on diiodomethane in a plurality of organic solvents, so that the zinc complex can be used as a good fluorescent probe for identifying diiodomethane. The invention has the advantages of simple preparation process, easy control of chemical components, good repeatability and high yield, has very high sensitivity and selectivity to diiodomethane, and can be used as a fluorescent probe for identifying diiodomethane with high sensitivity and high selectivity.
Drawings
In order to more clearly illustrate the technical solutions of the embodiments of the present invention, the drawings needed to be used in the description of the embodiments are briefly introduced below, and it is obvious that the drawings in the following description are only some embodiments of the present invention, and it is obvious for those skilled in the art to obtain other drawings based on the drawings without creative efforts.
FIG. 1 is a schematic diagram of the minimum asymmetric unit of a zinc complex prepared in example 1 of the present invention.
FIG. 2 is a diagram showing a fluorescence spectrum of a zinc complex prepared in example 2 of the present invention.
FIG. 3 is a schematic diagram of fluorescence property detection of the zinc complex prepared in example 2 of the present invention in different solvent small molecules.
FIG. 4 is a diagram showing fluorescence intensities of zinc complexes prepared in example 2 of the present invention in different small molecules of solvents.
Detailed Description
The technical solutions in the embodiments of the present invention are clearly and completely described below with reference to the drawings in the embodiments of the present invention, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments of the present invention without making any creative effort, shall fall within the protection scope of the present invention.
The zinc complex provided by the invention, the preparation method and the application thereof are described in detail below. Details which are not described in detail in the embodiments of the invention belong to the prior art which is known to the person skilled in the art.
Example 1
A zinc complex, the preparation method comprising: mixing 0.016g of 2, 5-furandicarboxylic acid and 0.030g of zinc nitrate together, adding the mixture into 5mL of N, N-dimethylformamide aqueous solution, stirring for 10 minutes, then placing the mixture into an oven at 95 ℃ for standing for 48 hours, and cooling to obtain a solution containing colorless blocky crystals; 0.007g of potassium chloride was added to the colorless bulk crystal-containing solution containing 0.022g of colorless bulk crystals, and the mixture was left to stand in an oven at 95 ℃ for 72 hours to obtain a zinc complex C24H8O20Zn2K4。
Specifically, the dimensions are selected to be 0.22X 0.20mm3Book ofThe zinc complex prepared in the embodiment 1 of the invention is subjected to single crystal structure analysis, single crystal diffraction data is collected by a German Bruker diffractometer, and Mok alpha rays are monochromatized by a graphite monochromator
Theta is 3.05 DEG-25.26 DEG, so that the following results are obtained: the zinc complex prepared in example 1 of the present invention belongs to monoclinic system, space groups are all C2/C, and unit cell parameters are about
α is 90 °, β is 106.869 °, and γ is 90 °. The crystal structure of the zinc complex was plotted using Diamond software to give a schematic diagram of the minimum asymmetric unit as shown in figure 1.
Example 2
A zinc complex, the preparation method comprising: mixing 0.16g of 2, 5-furandicarboxylic acid and 0.30g of zinc nitrate together, adding the mixture into 50mL of N, N-dimethylformamide aqueous solution, stirring for 10 minutes, standing the mixture in an oven at 95 ℃ for 48 hours, and cooling the mixture to obtain a solution containing colorless blocky crystals; to the colorless bulk crystal-containing solution containing 0.22g of colorless bulk crystals was added 0.07g of potassium chloride, and the mixture was left to stand in an oven at 95 ℃ for 72 hours to obtain zinc complex C24H8O20Zn2K4。
Specifically, the zinc complex prepared in example 2 of the present invention was subjected to the following performance tests:
(1) a single crystal diffractometer is adopted to perform fluorescence test on the zinc complex prepared in the embodiment 2 of the invention, and the wavelength of incident light is 348nm, so that a fluorescence spectrum schematic diagram shown in figure 2 can be obtained; in FIG. 2, the abscissa is wavenumber (i.e., wavelength in nm) and the ordinate is intensity (i.e., intensity). As can be seen from fig. 2: the zinc complex prepared in the embodiment 2 of the invention emits blue fluorescence under the excitation of incident light with the wavelength of 348 nm.
(2) Nine liquid small molecules (respectively, diiodomethane, dichloromethane, dibromomethane, acetone, N-dimethylformamide, N-dimethylacetamide, ethanol, methanol and N-methylpyrrolidone) are prepared respectively to serve as the liquid to be detected. Taking 3mL of each of the nine liquid micromolecules, adding into nine 10mL reaction bottles, adding 3mg of the zinc complex prepared in the embodiment 2 into the nine reaction bottles, carrying out ultrasonic treatment for 3-4 minutes to uniformly disperse the zinc complex in the liquid to be detected, and adopting λ ex ═ 348nm consistent with a solid fluorescence test as an excitation wavelength and a slit width of 1.5nm to test the fluorescence behavior of the zinc complex in the nine reaction bottles, thereby obtaining a fluorescence performance detection schematic diagram (the abscissa represents the wavelength and the ordinate represents the relative intensity) in different solvent micromolecules as shown in FIG. 3 and a fluorescence intensity schematic diagram shown in FIG. 4. As can be seen from fig. 3 and 4: only the fluorescence quenching of the zinc complex in the reaction bottle containing the diiodomethane is obvious, and the zinc complex prepared in the embodiment 2 of the invention can be used as a fluorescence probe for specific recognition.
In conclusion, the embodiment of the invention has the advantages of simple preparation process, easy control of chemical components, good repeatability and high yield, has high sensitivity and selectivity on diiodomethane, and can be used as a fluorescent probe for identifying diiodomethane with high sensitivity and high selectivity.
The above description is only for the preferred embodiment of the present invention, but the scope of the present invention is not limited thereto, and any changes or substitutions that can be easily conceived by those skilled in the art within the technical scope of the present invention are included in the scope of the present invention. Therefore, the protection scope of the present invention shall be subject to the protection scope of the claims.
Claims (6)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810731307.7A CN108752298B (en) | 2018-07-05 | 2018-07-05 | A kind of zinc complex and its preparation method and application |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810731307.7A CN108752298B (en) | 2018-07-05 | 2018-07-05 | A kind of zinc complex and its preparation method and application |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN108752298A CN108752298A (en) | 2018-11-06 |
| CN108752298B true CN108752298B (en) | 2022-03-22 |
Family
ID=63972217
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201810731307.7A Active CN108752298B (en) | 2018-07-05 | 2018-07-05 | A kind of zinc complex and its preparation method and application |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN108752298B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109956963A (en) * | 2019-04-28 | 2019-07-02 | 北京石油化工学院 | A kind of 2,5-furandicarboxylic acid complex and its preparation method and application |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007261989A (en) * | 2006-03-28 | 2007-10-11 | Canon Inc | Method for producing furan-2,5-dicarboxylic acid (fdca) |
| CN102964365A (en) * | 2012-03-16 | 2013-03-13 | 长春工业大学 | Zinc furandicarboxylic acid metal-organic framework material with pore structure and preparation method thereof |
| CN107540644A (en) * | 2017-08-17 | 2018-01-05 | 北京石油化工学院 | A kind of dicarboxylic acids organic ligand and preparation method and application |
| CN107603602A (en) * | 2017-10-31 | 2018-01-19 | 江西省科学院应用化学研究所 | A kind of zinc rare earth metal organic frame fluorescent sensing material and its synthetic method |
-
2018
- 2018-07-05 CN CN201810731307.7A patent/CN108752298B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007261989A (en) * | 2006-03-28 | 2007-10-11 | Canon Inc | Method for producing furan-2,5-dicarboxylic acid (fdca) |
| CN102964365A (en) * | 2012-03-16 | 2013-03-13 | 长春工业大学 | Zinc furandicarboxylic acid metal-organic framework material with pore structure and preparation method thereof |
| CN107540644A (en) * | 2017-08-17 | 2018-01-05 | 北京石油化工学院 | A kind of dicarboxylic acids organic ligand and preparation method and application |
| CN107603602A (en) * | 2017-10-31 | 2018-01-19 | 江西省科学院应用化学研究所 | A kind of zinc rare earth metal organic frame fluorescent sensing material and its synthetic method |
Non-Patent Citations (3)
| Title |
|---|
| A 3D porous coordination polymer transformed from a 1D nonporous coordination polymer for selectively sensing of diiodomethane;Xue-Min Hao等;《Journal of Solid State Chemistry》;20180825;第268卷;第62-66页 * |
| Drug delivery and selective CO2 adsorption of a bio-based porous zinc-organic framework from 2,5-furandicarboxylate ligand;De-Yun Ma等;《Inorganic Chemistry Communications》;20171010;第86卷;第128-132页 * |
| 呋喃基聚合物的研究进展;李立博等;《石油化工》;20171231;第46卷(第8期);第1080-1088页 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN108752298A (en) | 2018-11-06 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Han et al. | Preparation and quantitative analysis of multicenter luminescence materials for sensing function | |
| Qi et al. | A highly sensitive and selective turn-off fluorescence sensor for Fe3+ detection based on a terbium metal-organic framework | |
| Qin et al. | A thiocoumarin-based colorimetric and ratiometric fluorescent probe for Hg 2+ in aqueous solution and its application in live-cell imaging | |
| Huang et al. | A new “off–on” fluorescent probe for Al3+ in aqueous solution based on rhodamine B and its application to bioimaging | |
| CN109096311A (en) | It is a kind of to detect the fluorescence probe of water, preparation method and applications | |
| CN108752377A (en) | A kind of fluorescence probe, synthetic method and the application of detection peroxynitrite | |
| Fu et al. | Eu-based metal-organic framework as a multi-responsive fluorescent sensor for efficient detecting Cr2O72− and tetracycline hydrochloride | |
| CN105037202B (en) | Cyanide acceptor compound, preparation method and application based on 2-cyano-3-(6-N,N-dimethylamino-2-naphthyl)acrylonitrile | |
| CN109265701A (en) | A kind of pair of acetylacetone,2,4-pentanedione has the zinc-base metal organic frame and preparation method thereof of selective fluorescence identifying | |
| Feng et al. | Colorimetric and fluorometric dual sensing of trace water in methanol based on a Schiff Base-Al3+ ensemble probe | |
| CN104830312B (en) | Preparation of a fluorescence-enhanced probe compound and detection of trivalent chromium ions | |
| Zhao et al. | Smartphone-integrated paper-based sensing platform for the visualization and quantitative detection of pymetrozine | |
| Xu et al. | Lanthanide (iii) coordination polymers for luminescence detection of Fe (iii) and picric acid | |
| Li et al. | A luminescent Cd (II)-metal organic frameworks combined of TPT and H3BTC detecting 2, 4, 6-trinitrophenol and chromate anions in aqueous | |
| CN108752298B (en) | A kind of zinc complex and its preparation method and application | |
| CN108484646A (en) | A kind of discoloration organic-inorganic hybrid material and its preparation method and application | |
| CN107540644B (en) | A kind of dicarboxylic acid organic ligand and its preparation method and application | |
| Rao et al. | A new phenothiazine-based fluorescent probe for detection of hydrazine with naked-eye color change properties | |
| CN110003286A (en) | A kind of platinum complex and preparation method and application | |
| CN107573367A (en) | A kind of Zn complex and preparation method and application | |
| CN108586501A (en) | A kind of Zn complex and the preparation method and application thereof | |
| CN110003249A (en) | A kind of europium complex and the preparation method and application thereof | |
| CN110003250A (en) | A kind of terbium coordination compound and the preparation method and application thereof | |
| Qin et al. | A two-dimensional cadmium-based metal–organic framework as an excellent probe: highly selective luminescent “turn on” detection of tetrahydrofuran and quantitative analysis of water | |
| CN104119303B (en) | Colorimetric-fluorescent dual-channel recognition of mercury ion acceptor compound and its preparation and application |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |