CN106478695A - A kind of zinc (II) metal organic complex based on 2,5 furan dicarboxylic acid and preparation method thereof - Google Patents
A kind of zinc (II) metal organic complex based on 2,5 furan dicarboxylic acid and preparation method thereof Download PDFInfo
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- CN106478695A CN106478695A CN201610845998.4A CN201610845998A CN106478695A CN 106478695 A CN106478695 A CN 106478695A CN 201610845998 A CN201610845998 A CN 201610845998A CN 106478695 A CN106478695 A CN 106478695A
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- metal organic
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- dicarboxylic acid
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- furan dicarboxylic
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- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic System
- C07F3/06—Zinc compounds
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- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
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- C—CHEMISTRY; METALLURGY
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- 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
Abstract
The present invention relates to a kind of zinc (II) metal organic complex based on 2,5 furan dicarboxylic acid, it is [Zn (FDC) (DMF) that the metal organic complex is repetitive2] zinc metal organic complex, described chemical formula [Zn (FDC) (DMF)2] in FDC be lose 2 H 2,5 furan dicarboxylic acid parts, DMF be N, N dimethylformamide；Zinc (II) of the present invention metal organic complex launches blue-fluorescence, and fluorescence lifetime is 76.2ns, can be used for the preparation of fluorescent material.
Description
Technical field
The invention belongs to chemical field, is related to metal organic complex, and in particular to the gold based on 2,5- furan dicarboxylic acid
Category organic coordination compound and preparation method thereof.
Background technology
Metal organic complex is a kind of by metal ion with organic ligand under certain condition by self assembly
Metal-organic framework material with one-dimensional, two-dimentional or three-dimensional structure.Metal organic complex is used as a kind of new function material
Material, with porosity high, structure is plastic, pore size is uniform the features such as.Due to unique loose structure and preparation method letter
The features such as easy row so as to there is potential using value in fields such as fluorescence, magnetic, absorption and load medicines[1-4].
Containing gripping the organic ligand of electronic effect altogether and contain d10The metal that the metals such as Zn, Cd, Cu of electron configuration are combined
Organic coordination compound can light, and the metal organic complex with constitutional repeating unit tend to send stronger glimmering
Light.Metal organic complex can affect the luminescent properties of complex by changing metal-complexing, prepare advanced luminescent material
Aspect has important using value[5,6].With fluorescent characteristic while again by solvent effect based on 2,5- furan dicarboxylic acid
The report of Zn (II) metal organic complex is very rare.
Bibliography：
[1]Wu Y,Wang J,Zou L,et al.Luminescence sensing of an unusual
tetranodal3-connected topology of Cu(I)-MOF[J].Inorganic Chemistry
Communications,2016,69:13-15.
[2]Zhang W,Xiong R G.Ferroelectric metal–organic frameworks[J]
.Chemical reviews,2011,112(2):1163-1195.
[3]Wu H,Thibault C G,Wang H,et al.Effect of temperature on hydrogen
and carbon dioxide adsorption hysteresis in an ultramicroporous MOF[J]
.Microporous and Mesoporous Materials,2016,219:186-189.
[4]Ma D Y,Li Z,Xiao J X,et al.Hydrostable and nitryl/methyl-
functionalized metal–organic framework for drug delivery and highly selective
CO2adsorption[J].Inorganic chemistry,2015,54(14):6719-6726.
[5]Jiang X M,Zhang M J,Zeng H Y,et al.Inorganic supramolecular
compounds with3-D chiral frameworks show potential as both mid-IR second-
order nonlinear opticaland piezoelectric materials[J].Journal of the American
Chemical Society,2011,133(10):3410-3418.
[6]Formica M,Fusi V,Giorgi L,et al.New fluorescent chemosensors for
metal ions insolution[J].Coordination Chemistry Reviews,2012,256(1):170-192.
Content of the invention
It is an object of the invention to provide a kind of zinc (II) metal organic complex based on 2,5- furan dicarboxylic acid and its system
Preparation Method, the zinc (II) metal organic complex launch blue-fluorescence, can be applicable to fluorescent material.
Technical proposal that the invention solves the above-mentioned problems is：
A kind of zinc (II) metal organic complex based on 2,5- furan dicarboxylic acid, the metal organic complex are to repeat list
Unit is [Zn (FDC) (DMF)2] zinc metal organic complex, described chemical formula [Zn (FDC) (DMF)2] in FDC for losing
2, the 5- furan dicarboxylic acid part of 2 H, DMF are DMF；Described Zn (II) metal organic complex has
One-dimensional waveform chain structure, and two-dimensional structure is formed by hydrogen bond action.The metal organic complex belongs to rhombic system,
Pnma space group, cell parameter are respectivelyα=β=γ=
90.00 °, ir data (KBr) is：1625(s),1534(m),1461(w),1407(s),1357(s),1248(m),
1162(w),1044(w),881(w),826(m),781(m),590(s)cm-1.
Above-mentioned zinc (II) metal organic complex is colorless single-crystal at normal temperatures, contains 1 Zn in its constitutional repeating unit2+
Cation, 1 FDC2-Anion and 2 DMF parts.Zn2+For four-coordination structure, respectively from 2 different FDC parts
2 carboxyl oxygen atoms and 2 DMF parts in 2 oxygen atom ligands, formed distortion tetrahedral configuration.Wherein, Zn2+Make
For four connecting nodes, FDCA part as two connecting nodes, with bridging mode and Zn2+Coordination, forms one-dimensional waveform chain knot
Structure.
Zinc (II) of the present invention metal organic complex be by 2,5- furan dicarboxylic acid and Zn (NO3)2·6H2O mixes
Obtain under the conditions of solvent thermal reaction afterwards.
The preparation method of zinc (II) of the present invention metal organic complex is comprised the following steps：
(1) by the Zn (NO of equimolar amounts3)2·6H2O and FDCA are added in a certain amount of DMF solvent, then stir 30
Minute；
(2) material in step 1 is added in ptfe autoclave of the volume for 23mL, keeps at autogenous pressures
130 DEG C of isothermal reactions 72 hours, then according to certain speed is down to room temperature；
(3) product for obtaining step 2 is filtered, and is collected crystal, and is dry with after absolute ethanol washing, obtains described base
Zn (II) metal organic complex in 2,5- furan dicarboxylic acid.
The blueness of Zn (II) the metal organic complex emitting bright based on 2,5- furan dicarboxylic acid of the present invention is glimmering
Light, shows good fluorescent characteristic, can be applicable to fluorescent material.
Its preparation method of Zn (II) metal organic complex based on 2,5- furan dicarboxylic acid of the present invention has
Advantages below：Reaction condition is gentle, and purity is high, nontoxic, has accomplished Green Chemistry, without the need for inert gas shielding；Raw material comes
Source extensively, is readily available.
Description of the drawings
Fig. 1 is Zn2+Coordination context diagram.
Fig. 2 is the coordination mode figure of FDCA part.
Fig. 3 be of the present invention based on 2,5- furan dicarboxylic acid Zn (II) metal organic complex one-dimensional waveform
Chain structure figure.
Fig. 4 is the threedimensional solid fluorescence of Zn (II) metal organic complex based on 2,5- furan dicarboxylic acid of the present invention
Spectrogram.
Specific embodiment
Embodiment 1
The preparation of Zn (II) metal organic complex the 1st, based on 2,5- furan dicarboxylic acid
Preparation method is comprised the following steps：
(1) by the Zn (NO of equimolar amounts3)2·6H2O (0.15g, 0.5mmol) and FDCA (0.078g, 0.5mmol) is added
To in 12mLDMF solvent, then stir 30 minutes；
(2) material in step 1 is added in ptfe autoclave of the volume for 23mL, keeps at autogenous pressures
130 DEG C of isothermal reactions 72 hours, are then down to room temperature with the speed of 5 DEG C/h；
(3) mixture in step 2 is filtered, crystal is collected, and is dry with after absolute ethanol washing, obtain clear crystal
(its yield is calculated according to FDC：68%).
The identification of Zn (II) metal organic complex the 2nd, based on 2,5- furan dicarboxylic acid
Analyzed and identified by following elementary analyses, IR spectrum and X-ray single crystal diffraction, colourless obtained by above-mentioned steps 1
Crystal is Zn (II) metal organic complex for being based on 2,5- furan dicarboxylic acid of the present invention, the molecular formula of its repetitive
For [Zn (FDC) (DMF)2].
(1) elementary analysis C12H16N2O7Zn：Theoretical value：C,39.4；H,4.4；N,7.7；Experiment value：C,39.7；H,4.0；
N,7.3.
(2) infrared spectrum (KBrpellet, cm-1)：1625(s),1534(m),1461(w),1407(s),1357(s),
1248(m),1162(w),1044(w),881(w),826(m),781(m),590(s).
(3) X-ray single crystal diffraction：Crystallographic parameter and part bond distance are as shown in Table 1 and Table 2.X-ray single crystal diffraction is tied
Fruit shows that the repetitive in above-mentioned zinc (II) metal organic complex is asymmetric cell, in each dissymmetrical structure unit
Containing 1 Zn2+Cation, 1 FDC2-Anion and 2 DMF parts.Each Zn2+For four-coordination structure (Fig. 1), respectively with come
2 carboxyl oxygen atoms from 2 difference FDCA parts and the oxygen atom ligand in 2 DMF parts, form the four of distortion
Face body configuration.Wherein, each FDC2-Part and two neighboring Zn2+It is coordinated (Fig. 2) in bridging mode, connection forms one-dimensional wave
Shape chain structure (Fig. 3), DMF is used as terminal part and Zn2+Connection.
1. [Zn (FDC) (DMF) of table2] crystallographic parameter
R=∑ (‖ Fo|-|Fc‖)/∑|Fo| .wR=[∑ w (Fo 2–Fc 2)2/∑w(Fo)2]1/2.
2. [Zn (FDC) (DMF) of table2] part bond distance's bond angle
| Zn1—O1i | 0.1964(4) | Zn1—O5 | 0.1942(4) |
| Zn1—O6 | 0.1988(3) | O1i—Zn1—O5 | 128.13(16) |
| O5—Zn1—O6 | 113.99(10) | O6—Zn1—O1i | 94.96(10) |
| O5—Zn1—O6ii | 113.99(10) | O1i—Zn1—O6ii | 94.96(10) |
Symmetrical Cudes：I=x, y ,-z；Ii=x, 0.5-y, z.
Embodiment 2：The fluorescence property research of Zn (II) metal organic complex
Zn (II) metal organic complex based on 2,5- furan dicarboxylic acid that the present embodiment is obtained using embodiment 1 is carried out
Fluorescence property is studied.Concrete research method is as described below：
(1) three-dimensional fluorescence performance test：Measure that Zn (II) metal based on 2,5- furan dicarboxylic acid is organic to join at room temperature
Threedimensional solid fluorescence spectrum of the compound in the range of 200-600nm.
(2) experimental result
Threedimensional solid fluorescence spectrum result shows (as Fig. 4), the Zn for being based on 2,5- furan dicarboxylic acid of the present invention
(II) blue-fluorescence of metal organic complex emitting bright, the maximum emission wavelength under 303nm excitation wavelength is
406nm.
Claims (2)
1. one kind is based on zinc (II) metal organic complex of 2,5- furan dicarboxylic acid, it is characterised in that：The metal is organic to join
It is [Zn (FDC) (DMF) that compound is repetitive2] zinc metal organic complex, described chemical formula [Zn (FDC) (DMF)2]
In FDC be 2, the 5- furan dicarboxylic acid part for losing 2 H, DMF be DMF；Described Zn (II) metal
Organic coordination compound has one-dimensional waveform chain structure, and forms two-dimensional structure by hydrogen bond action.The metal organic complex
Belong to rhombic system, Pnma space group, cell parameter are respectively
α=β=γ=90.00 °.Ir data (KBr) is：1625(s),1534(m),1461(w),1407(s),1357(s),
1248(m),1162(w),1044(w),881(w),826(m),781(m),590(s)cm-1.
2. the preparation method of zinc (II) metal organic complex of 2,5- furan dicarboxylic acid is based on as claimed in claim 1, its
It is characterised by, the method comprising the steps of：
(1) by the Zn (NO of equimolar amounts3)2·6H2O and FDCA are added in a certain amount of DMF solvent, are then stirred 30 minutes；
(2) material in step 1 is added in 23mL ptfe autoclave, keeps 130 DEG C of constant temperature anti-at autogenous pressures
Answer 72 hours, then according to certain speed is down to room temperature；
(3) product that obtains step 2 is filtered, and is collected crystal, and is dry with after absolute ethanol washing, obtain described based on 2,
Zn (II) metal organic complex of 5- furan dicarboxylic acid.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107383075A (en) * | 2017-07-10 | 2017-11-24 | 肇庆学院 | A kind of Cd (II) metal organic complex and preparation method thereof |
| 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 |
| CN108997386A (en) * | 2018-05-25 | 2018-12-14 | 安徽理工大学 | A kind of zinc metal organic complex and preparation method thereof that double ligands are constructed |
| CN111138678A (en) * | 2019-12-31 | 2020-05-12 | 肇庆学院 | Three-dimensional zinc (II) metal organic coordination compound based on 6- (4-carboxyphenyl) nicotinic acid and preparation method thereof |
Citations (1)
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| CN103242350A (en) * | 2013-04-27 | 2013-08-14 | 陕西师范大学 | Furan-2,5-dicarboxylic metallic coordinated polymer and preparation method for same |
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2016
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Patent Citations (1)
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| CN103242350A (en) * | 2013-04-27 | 2013-08-14 | 陕西师范大学 | Furan-2,5-dicarboxylic metallic coordinated polymer and preparation method for same |
Non-Patent Citations (1)
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| RUPAM SEN ET AL.: "Synthesis, characterization and observation of structural diversities in a series of transition metal based furan dicarboxylic acid systems", 《CRYSTENGCOMM》 * |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107383075A (en) * | 2017-07-10 | 2017-11-24 | 肇庆学院 | A kind of Cd (II) metal organic complex and preparation method thereof |
| 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 |
| CN107603602B (en) * | 2017-10-31 | 2019-08-27 | 江西省科学院应用化学研究所 | A kind of zincium-rare earth metal-organic framework fluorescent sensing material and its synthetic method |
| CN108997386A (en) * | 2018-05-25 | 2018-12-14 | 安徽理工大学 | A kind of zinc metal organic complex and preparation method thereof that double ligands are constructed |
| CN111138678A (en) * | 2019-12-31 | 2020-05-12 | 肇庆学院 | Three-dimensional zinc (II) metal organic coordination compound based on 6- (4-carboxyphenyl) nicotinic acid and preparation method thereof |
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Application publication date: 20170308 |