CN110003246A - A kind of M-phthalic acid complex and the preparation method and application thereof - Google Patents
A kind of M-phthalic acid complex and the preparation method and application thereof Download PDFInfo
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- CN110003246A CN110003246A CN201910350648.4A CN201910350648A CN110003246A CN 110003246 A CN110003246 A CN 110003246A CN 201910350648 A CN201910350648 A CN 201910350648A CN 110003246 A CN110003246 A CN 110003246A
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- phthalic acid
- acid complex
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- bipyridyl
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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 System
- C07F3/003—Compounds containing elements of Groups 2 or 12 of the Periodic System 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
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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"
- 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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- 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
Abstract
The invention discloses a kind of M-phthalic acid complex and the preparation method and application thereof, which is C18H14N2O4Zn, molecular weight 387.72, chemical structural formula are [Zn (C8H4O4)(C10H8N2)], wherein C8H4O4For the M-phthalic acid for removing two hydrogen, C10H8N2For 3,3- bipyridyl.M-phthalic acid, 3,3- bipyridyl are mixed with zinc nitrate, and are added in the solution mixed by n,N-Dimethylformamide and ethyl alcohol by volume 1:1, is stirred 10 minutes, is subsequently placed in static 72h in 95 DEG C of baking oven, obtains M-phthalic acid complex after cooling.The M-phthalic acid complex has very high sensitivity and selectivity to iron ion, it can be used as the fluorescence probe of highly sensitive, highly selective identification iron ion, its raw material is simple and preparation process is simple, chemical constituent is easily controllable, favorable repeatability, the production of Yi Shixian high yield.
Description
Technical field
The present invention relates to fluorescence probe material preparation field more particularly to a kind of M-phthalic acid complex and its preparation sides
Method and application.
Background technique
Existing fluorescence probe is indicator to be made to generate under the excitation of certain wavelength light using fluorescent material as indicator
Fluorescence, in this way when utilizing fluorescence probe to detect, by detecting generated fluorescence realization to the qualitative of tested substance or determining
Amount analysis.Fluorescence probe is compared with traditional determination method, with selectivity is good, sensitivity is good, instrument is simple, operation is simple
Just the advantages that, therefore be widely applied in fields such as environment measuring, biochemistries.
Metal erosion becomes a very important problem of people's socio-economic development, the safety due to caused by metal erosion
Accident is countless.Most common is exactly the corrosion of ironwork.According to studies have shown that the presence of Fe ion can greatly speed up corrosion
Progress.Therefore imperative for the detection of Fe ion.The method of detection iron ion has inductively coupled plasma transmitting at present
Spectroscopic methodology, flame atomic absorption spectrometry etc., expensive equipment required for these methods, are not easy to popularize.Currently used for identification
The fluorescence probe material many places of iron ion are in laboratory stage, inconvenience industrialization, exist simultaneously sensitivity is lower, selectivity compared with
The problem of difference.
Summary of the invention
Based on the problems of prior art, the object of the present invention is to provide a kind of M-phthalic acid complex and its systems
Preparation Method and application, can solve it is existing detection for identification the small molecules such as iron ion fluorescence probe material there are sensitivity compared with
The problems such as low, selective poor and inconvenient industrialization.
The purpose of the present invention is what is be achieved through the following technical solutions:
Embodiment of the present invention also provides a kind of M-phthalic acid complex, which is
C18H14N2O4Zn, molecular weight 387.72, chemical structural formula are [Zn (C8H4O4)(C10H8N2)], wherein C8H4O4To go two
The M-phthalic acid of hydrogen, C10H8N2For 3,3- bipyridyl.
Embodiment of the present invention provides a kind of preparation method of M-phthalic acid complex, which is characterized in that is used to prepare
M-phthalic acid complex of the present invention, comprising: M-phthalic acid, 3,3- bipyridyl and zinc nitrate are mixed, are added to
In the solution mixed by n,N-Dimethylformamide and ethyl alcohol by volume 1:1, stirs 10 minutes, be subsequently placed in 95 DEG C of baking
72h is stood in case, the colourless bulk crystals obtained after cooling are M-phthalic acid complex；
Embodiment of the present invention further provide for a kind of M-phthalic acid complex of the present invention as identification iron from
The application of the fluorescence probe of son.
As seen from the above technical solution provided by the invention, M-phthalic acid complex provided in an embodiment of the present invention
And the preparation method and application thereof, it has the advantage that:
The M-phthalic acid complex is made of the elements such as zinc, the M-phthalic acid of deprotonation, 3,3- bipyridyl or group,
There is very high sensitivity and selectivity to iron ion, good identification can be obtained to iron ion in numerous metal ions and imitated
Fruit can be used as the fluorescence probe of highly sensitive, highly selective identification iron ion.The M-phthalic acid complex not only raw material letter
It is singly easy to get and preparation process is simple, chemical constituent is easily controllable, favorable repeatability, be easy to implement industrialized high yield production.
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 M-phthalic acid complex provided in an embodiment of the present invention；
Fig. 2 is the fluorescence spectrum schematic diagram of M-phthalic acid complex obtained provided in an embodiment of the present invention；
Fig. 3 is that fluorescence of the M-phthalic acid complex in different metal ions obtained provided in an embodiment of the present invention is strong
Spend 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.Based on the present invention
Embodiment, every other embodiment obtained by those of ordinary skill in the art without making creative efforts,
Belong to protection scope of the present invention.The content being not described in detail in the embodiment of the present invention belongs to professional and technical personnel in the field
The well known prior art.
The embodiment of the present invention provides a kind of M-phthalic acid complex, which is
C18H14N2O4Zn, molecular weight 387.72, chemical structural formula are [Zn (C8H4O4)(C10H8N2)], wherein C8H4O4To go two
The M-phthalic acid of hydrogen, C10H8N2For 3,3- bipyridyl.
The crystal structural data of above-mentioned M-phthalic acid complex is the data of table one:
Table one is the crystal structural data of M-phthalic acid complex
Above-mentioned M-phthalic acid complex can launch blue-fluorescence under the incident light excitation that wavelength is 348nm.Between being somebody's turn to do
The structure of the minimum asymmetric cell of Complexes with Phthalic Acids is as shown in Figure 1.
The embodiment of the present invention also provides a kind of preparation method of M-phthalic acid complex, which is characterized in that is used to prepare
On M-phthalic acid complex, comprising: by M-phthalic acid, 3,3- bipyridyl and zinc nitrate mix after, be added to by N, N-
In dimethylformamide and the ethyl alcohol solution that 1:1 is mixed by volume, stirs 10 minutes, be subsequently placed in 95 DEG C of baking oven
72h is stood, the colourless bulk crystals obtained after cooling are M-phthalic acid complex；
In the above method, the dosage of each raw material are as follows:
The embodiment of the present invention further provides for fluorescence of the above-mentioned M-phthalic acid complex of one kind as identification iron ion
The application of probe.
M-phthalic acid complex of the invention is to iron ion (Fe3+) there is very high sensitivity and selectivity, it can be used as
The fluorescence probe of highly sensitive, highly selective identification iron ion；Its raw material is simple and easy to get and preparation process is simple, chemical constituent
Easily controllable, favorable repeatability, high yield easy to accomplish production, can solve existing fluorescence probe material sensitivity compared with
The problems such as low, selective poor, and preparation process is complicated, chemical constituent is unable to control, poor repeatability, low output.
M-phthalic acid complex provided by the present invention and the preparation method and application thereof is described in detail below.
Embodiment 1
The present embodiment provides a kind of M-phthalic acid complex, preparation method includes:
By 0.016g M-phthalic acid, 0.016g3, after 3- bipyridyl is mixed with 0.030g zinc nitrate, it is added to 5mL by N,
In the solution that dinethylformamide and ethyl alcohol (1:1 by volume) mix, stirs 10 minutes, be subsequently placed in 95 DEG C of baking
72h is stood in case, the colourless bulk crystals obtained after cooling are M-phthalic acid complex.
Specifically, selection is having a size of 0.25 × 0.24 × 0.23mm3The present embodiment 1 obtained by complex carry out monocrystalline
Structural analysis, single crystal diffraction data are collected using Bruker-AXS SMART APEX2CCD diffractometer, use graphite monochromator
The Mok alpha ray of monochromatization2.20 °≤θ≤28.4 °, to obtain following result: the present invention is implemented
M-phthalic acid complex obtained by example 1 belongs to anorthic system, and space group is all P-1, and cell parameter is aboutα=73.041 °, β=76.430 °, γ=85.884 °.It uses
The crystal structure of the Diamond Software on Drawing M-phthalic acid complex obtains structure minimum asymmetric cell as shown in Figure 1
Schematic diagram.
Embodiment 2
The present embodiment provides a kind of M-phthalic acid complex, preparation method includes:
By 0.16g M-phthalic acid, 0.16g3, after 3- bipyridyl is mixed with 0.30g zinc nitrate, 50mL is added to by N, N-
In the solution that dimethylformamide and ethyl alcohol (1:1 by volume) mix, stirs 10 minutes, be subsequently placed in 95 DEG C of baking oven
Middle standing 72h, the colourless bulk crystals obtained after cooling are M-phthalic acid complex.
Specifically, M-phthalic acid complex obtained by the present embodiment 2 is performed the following performance tests:
(1) fluorometric investigation is carried out to M-phthalic acid complex obtained by the present embodiment 2 using single crystal diffractometer, it is incident
The a length of 348nm of 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
It is glimmering to launch blue under the incident light excitation that wavelength is 348nm for M-phthalic acid complex obtained by inventive embodiments 2
Light.
(2) metal ions M (NO that ten kinds of concentration are 1mmol/L is prepared respectively3) x (M=Zn2+, Ca2+, K+, Cd2+, Cu2+,
Pb2+, Ni2+, Cr3+, Fe3+) ethanol solution.This ten kinds of each 3mL of liquid are taken to be added separately in ten 10mL reaction flasks, then to ten
It is separately added into M-phthalic acid complex obtained by the 3mg embodiment of the present invention 2 in a reaction flask, and is ultrasonically treated 3~4 points
Clock is uniformly dispersed in the M-phthalic acid complex in prepare liquid, then tests consistent λ ex=using with solid fluorescence
348nm is as excitation wavelength, and slit width is 1.5nm, tests the glimmering of M-phthalic acid complex in this ten reaction flasks
Light behavior, to obtain the fluorescence intensity schematic diagram of different metal ions as shown in Figure 3, it is seen that obtained by the present embodiment 2
M-phthalic acid complex can be used as the fluorescence probe of specific recognition iron ion.
To sum up, the M-phthalic acid complex of the embodiment of the present invention has very high sensitivity and selection to iron ion
Property, it can be used as the fluorescence probe of highly sensitive, highly selective identification iron ion, since its raw material is simple and easy to get and preparation process
Simply, chemical constituent is easily controllable, favorable repeatability, is able to achieve high yield production.
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 M-phthalic acid complex, which is characterized in that the M-phthalic acid coordination chemistry formula is C18H14N2O4Zn, point
Son amount is 387.72, and chemical structural formula is [Zn (C8H4O4)(C10H8N2)], wherein C8H4O4For the isophthalic diformazan for removing two hydrogen
Acid, C10H8N2For 3,3- bipyridyl.
2. M-phthalic acid complex according to claim 1, which is characterized in that the crystalline substance of the M-phthalic acid complex
Body structured data is the data of table one:
Table one is the crystal structural data of M-phthalic acid complex
3. M-phthalic acid complex according to claim 1, which is characterized in that the M-phthalic acid complex is in wave
Under the incident light excitation of a length of 348nm, blue-fluorescence can be launched.
4. a kind of preparation method of M-phthalic acid complex, which is characterized in that be used to prepare any one of claims 1 to 3 institute
The M-phthalic acid complex stated, comprising: after mixing M-phthalic acid, 3,3- bipyridyl and zinc nitrate, be added to by N, N-
In the solution that dimethylformamide and ethyl alcohol are mixed by volume 1:1, stirs 10 minutes, be subsequently placed in quiet in 95 DEG C of baking oven
72h is set, the colourless bulk crystals obtained after cooling are M-phthalic acid complex；
5. the preparation method of M-phthalic acid complex according to claim 4, which is characterized in that in the method, respectively
The dosage of raw material are as follows:
6. a kind of described in any item M-phthalic acid complexs of claims 1 to 3 are as the fluorescence probe for identifying iron ion
Using.
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Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102659845A (en) * | 2012-03-30 | 2012-09-12 | 常州大学 | Layered metal coordination polymer and synthesis method thereof |
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Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102659845A (en) * | 2012-03-30 | 2012-09-12 | 常州大学 | Layered metal coordination polymer and synthesis method thereof |
Non-Patent Citations (5)
| Title |
|---|
| JIAN-LONG DU ET AL: "A bi-functional luminescent Zn(II)-MOF for detection of nitroaromatic explosives and Fe3+ ions", 《SENSORS AND ACTUATORS, B: CHEMICAL》 * |
| SU, FENG ET AL: "Synthesis, structure and selective luminescence sensing for iron(III) ions of a three-dimensional zinc(II) (4,6)-connected coordination network", 《ACTA CRYSTALLOGRAPHICA, SECTION C: STRUCTURAL CHEMISTRY》 * |
| SUN, JING ET AL: "Two new zinc(II) coordination polymers based on asymmetric tetracarboxylic acid for fluorescent sensing", 《INORGANICA CHIMICA ACTA》 * |
| WANG, DI ET AL: "A pillared-layer strategy to construct water-stable Zn-organic frameworks for iodine capture and luminescence sensing of Fe3+", 《DALTON TRANSACTIONS》 * |
| 范艳: "半刚性多羧酸配体及其配合物的合成_结构和性能研究", 《河北师范大学硕士学位论文》 * |
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Application publication date: 20190712 |