CN106866989B - One kind having selectivity detection Fe3+The preparation method of the luminescent crystal material of ion - Google Patents

One kind having selectivity detection Fe3+The preparation method of the luminescent crystal material of ion Download PDF

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CN106866989B
CN106866989B CN201710048051.5A CN201710048051A CN106866989B CN 106866989 B CN106866989 B CN 106866989B CN 201710048051 A CN201710048051 A CN 201710048051A CN 106866989 B CN106866989 B CN 106866989B
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abpt
ndc
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nitrae
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CN106866989A (en
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张金方
龚林培
吴俊洁
冯姣阳
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Shenzhen JRM Technology Co ltd
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Jiangnan University
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    • C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic System
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
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    • 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
    • G01N21/6402—Atomic fluorescence; Laser induced fluorescence
    • 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"
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    • 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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    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
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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
    • 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
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
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    • G01N2201/06—Illumination; Optics
    • G01N2201/061—Sources
    • G01N2201/06113—Coherent sources; lasers

Abstract

The invention discloses one kind to have selectivity detection Fe3+The preparation method of the luminescent crystal material of ion.4- amino -3,5- two (3- pyridyl group) -1,2,4- triazole (3-abpt) and zinc nitrate hexahydrate are added to acetonitrile and N, stir obtained solution in N '-dimethyl formamide mixed solution；Isosorbide-5-Nitrae-naphthalenedicarboxylic acid (Isosorbide-5-Nitrae-ndc) is added in solution obtained above and is stirred to clarify, and the solution is placed in heating reaction three days in closed reactor, is filtered, washed after slow cooling, drying to obtain luminescent crystal material { [Zn2(1,4‑ndc)2(3‑abpt)]·H2O}n.Advantages of the present invention are as follows: obtain a kind of with efficient selective detection Fe3+Luminescent crystal the material { [Zn of ion2(1,4‑ndc)2(3‑abpt)]·H2O}n。

Description

One kind having selectivity detection Fe3+The preparation method of the luminescent crystal material of ion
One technical field
The present invention relates to the preparations of metal cation detection material, and in particular to one kind has selectivity detection Fe3+Ion Luminescent crystal material preparation method.
Two background techniques
Iron is the important composition ingredient of the most abundant minor metallic element of content and hemoglobin in human body, is blood The middle important element for conveying oxygen and exchanging oxygen.It and human health have close relationship, and iron deficiency and Fe supply can all influence people Body health simultaneously causes disease, such as hemochromatosis, anaemia, hepatic disorder, diabetes, heart failure and Parkinson's disease. At the same time, with the fast development of society and industry, iron has become the most commonly used metal material of the mankind, in social production The every field of life, which suffers from, to be widely applied, and plays irreplaceable role to national economy and industrial development, however While bringing people's life huge change, a large amount of Fe3+Ion is discharged into environment water, to human health and ring Border causes significant damage.Therefore selectivity detection Fe3+Ion pair human health and environment are extremely important.To mesh Before until, detect Fe using complex instrument3+Ion is the main and most common detection method, but these technologies are due to high It is expensive, complicated, and while using to solve the problems such as instrument and equipment can move at any time at the scene and its application is made to receive the very day of one's doom System.Therefore, convenient and easy and inexpensive method is found to detect Fe3+Ion has become the emphasis of current research.
In recent years, Fe is carried out based on the luminescent properties of complex3+The detection of ion has caused many correlations The extensive concern of disciplinary study personnel, this method have many advantages, such as selective strong, rapid sensitive, low in cost.Such as text Chem.Eur.J.2015,21,15806-15819 and Inorg.Chem.2015,54,4585-4587 is offered just to report with Fe3+ The luminous complex of ion detection performance.
Three summary of the invention
The purpose of the present invention is to provide one kind to have selectivity detection Fe3+The preparation side of the luminescent crystal material of ion Method.
The luminescent crystal material, it is characterised in that its chemical formula is { [Zn2(1,4-ndc)2(3-abpt)]·H2O}n [1,4-ndc=1,4- naphthalenedicarboxylic acid；3-abpt=4- amino -3,5- bis- (3- pyridyl group) -1,2,4- triazoles], belong to just Crystallographic system, space group Pmna are handed over, cell parameter isα =β=γ=90 °, Z=4.The crystalline material structure is as shown in Figure 1, be by { Zn2Dimerization body unit, double pyridine bridgings match Body 4- amino -3,5- two (3- pyridyl group) -1,2,4- triazole (3-abpt) and 1,4- naphthalenedicarboxylic acid (1,4-ndc) construction and At two-dimentional single node 4- connection network structure.
Realize the present invention the following steps are included:
1.1 are added to 4- amino -3,5- two (3- pyridyl group) -1,2,4- triazole (3-abpt) and zinc nitrate hexahydrate Acetonitrile and N stir obtained solution in N '-dimethyl formamide mixed solution；
1.2 are added to Isosorbide-5-Nitrae-naphthalenedicarboxylic acid (Isosorbide-5-Nitrae-ndc) in solution made from step 1.1, stir to clarify；
Solution obtained in step 1.2 is placed in heating reaction 72 hours, slow cooling to room temperature in closed reactor by 1.3 By be filtered, washed, drying to obtain luminescent crystal material { [Zn2(1,4-ndc)2(3-abpt)]·H2O}n。
The present invention has selectivity detection Fe3+In the preparation method of the luminescent crystal material of ion, six water of start material Zinc nitrate is closed, Isosorbide-5-Nitrae-naphthalenedicarboxylic acid, 4- amino -3,5- bis- (3- pyridyl group) -1, the molar ratio of 2,4- triazoles is 1:1:0.5 ~1.
The present invention has selectivity detection Fe3+In the preparation method of the luminescent crystal material of ion, mixed solution acetonitrile with N, the volume ratio of N '-dimethyl formamide are 1:1~4.
The present invention has selectivity detection Fe3+In the preparation method of the luminescent crystal material of ion, the temperature of reaction is heated Range is 80~100 DEG C.
The present invention has selectivity detection Fe3+In the preparation method of the luminescent crystal material of ion, rate of temperature fall is 2~5 ℃/h。
Compared with prior art, the present invention its remarkable advantage are as follows: (1) synthetic route is simple, process conditions are mild, is easy control System；(2) raw material synthesized is easy to get；(3) selectivity of material detects Fe3+Ionic nature is good；(4) chemistry of material, optical stabilization Property is good.
Four Detailed description of the inventions
Fig. 1: crystalline material { [Zn2(1,4-ndc)2(3-abpt)]·H2O}nStructure chart.
Fig. 2: 1mg crystalline material { [Zn2(1,4-ndc)2(3-abpt)]·H2O}nIn the water of 3mL different metal cation Fluorescence spectra (excitation wavelength 331nm) and corresponding fluorescence column diagram in solution (0.01 mol/L).
Crystalline material { [Zn prepared by the present invention2(1,4-ndc)2(3-abpt)]·H2O}n, to Fe3+Ion has choosing The Effect on Detecting of selecting property, fluorescence intensity are quenched substantially, and effect is not quenched significantly then in the fluorescence intensity of other cations Fruit.
Fig. 3: prepared crystalline material { [Zn2(1,4-ndc)2(3-abpt)]·H2O}nPowder x-ray diffraction spectrum Figure.
Crystalline material { [Zn prepared by the present invention2(1,4-ndc)2(3-abpt)]·H2O}nPowder x-ray diffraction Diffraction pattern is consistent with the X-ray diffraction pattern of theoretical calculation, illustrates crystalline material { [Zn prepared by the present invention2(1,4- ndc)2(3-abpt)]·H2O}nWith very high purity.
Five specific embodiments
Embodiment 1: the present invention is a kind of to have selectivity detection Fe3+The preparation method of the luminescent crystal material of ion, including Following steps:
The first step, by 4- amino -3,5- bis- (3- pyridyl group) -1 of 0.1mmol, 2,4- triazoles (3-abpt) and The zinc nitrate hexahydrate of 0.1mmol is added to the acetonitrile and N of 5mL, in N '-dimethyl formamide (DMF) mixed solution, body Product stirs obtained solution than being 1:1；
Isosorbide-5-Nitrae-naphthalenedicarboxylic acid (Isosorbide-5-Nitrae-ndc) of 0.1mmol is added to solution obtained in the first step by second step, stirring To clarification；
Solution obtained in second step is placed in closed reactor and is heated to 90 DEG C of reactions 72 hours, with 3 by third step DEG C/the rate slow cooling of h after be filtered, washed, drying to obtain crystalline material { [Zn2(1,4-ndc)2(3-abpt)]· H2O}n；
Fe3+Ion selectivity detection performance test: the crystalline material (1 milligram) of preparation be added to volume be 3 milliliters, it is molten Degree is ultrasonic two hours obtained stable suspensions in the metal cation aqueous solution of 0.01 mol/L.Then it is excited in 331 nm The fluorescence spectrum of different metal cationic aqueous solution is measured under light.
Embodiment 2: the present invention is a kind of to have selectivity detection Fe3+The preparation method of the luminescent crystal material of ion, including Following steps:
The first step, by 4- amino -3,5- bis- (3- pyridyl group) -1 of 0.05mmol, 2,4- triazoles (3-abpt) and The zinc nitrate hexahydrate of 0.1mmol is added to the acetonitrile and N of 5mL, in N '-dimethyl formamide (DMF) mixed solution, body Product stirs obtained solution than being 1:1；
Isosorbide-5-Nitrae-naphthalenedicarboxylic acid (Isosorbide-5-Nitrae-ndc) of 0.1mmol is added to solution obtained in the first step by second step, stirring To clarification；
Solution obtained in second step is placed in closed reactor and is heated to 90 DEG C of reactions 72 hours, with 3 by third step DEG C/the rate slow cooling of h after be filtered, washed, drying to obtain crystalline material { [Zn2(1,4-ndc)2(3-abpt)]· H2O}n；
Fe3+Ion selectivity detection performance test: the crystalline material (1 milligram) of preparation be added to volume be 3 milliliters, it is molten Degree is ultrasonic two hours obtained stable suspensions in the metal cation aqueous solution of 0.01 mol/L.Then it is excited in 331 nm The fluorescence spectrum of different metal cationic aqueous solution is measured under light.
Embodiment 3: the present invention is a kind of to have selectivity detection Fe3+The preparation method of the luminescent crystal material of ion, including Following steps:
The first step, by 4- amino -3,5- bis- (3- pyridyl group) -1 of 0.1mmol, 2,4- triazoles (3-abpt) and The zinc nitrate hexahydrate of 0.1mmol is added to the acetonitrile and N of 5mL, in N '-dimethyl formamide (DMF) mixed solution, body Product stirs obtained solution than being 1:2；
Isosorbide-5-Nitrae-naphthalenedicarboxylic acid (Isosorbide-5-Nitrae-ndc) of 0.1mmol is added to solution obtained in the first step by second step, stirring To clarification；
Solution obtained in second step is placed in closed reactor and is heated to 90 DEG C of reactions 72 hours, with 3 by third step DEG C/the rate slow cooling of h after be filtered, washed, drying to obtain crystalline material { [Zn2(1,4-ndc)2(3-abpt)]· H2O}n；
Fe3+Ion selectivity detection performance test: the crystalline material (1 milligram) of preparation be added to volume be 3 milliliters, it is molten Degree is ultrasonic two hours obtained stable suspensions in the metal cation aqueous solution of 0.01 mol/L.Then it is excited in 331 nm The fluorescence spectrum of different metal cationic aqueous solution is measured under light.
Embodiment 4: the present invention is a kind of to have selectivity detection Fe3+The preparation method of the luminescent crystal material of ion, including Following steps:
The first step, by 4- amino -3,5- bis- (3- pyridyl group) -1 of 0.1mmol, 2,4- triazoles (3-abpt) and The zinc nitrate hexahydrate of 0.1mmol is added to the acetonitrile and N of 5mL, in N '-dimethyl formamide (DMF) mixed solution, body Product stirs obtained solution than being 1:1；
Isosorbide-5-Nitrae-naphthalenedicarboxylic acid (Isosorbide-5-Nitrae-ndc) of 0.1mmol is added to solution obtained in the first step by second step, stirring To clarification；
Solution obtained in second step is placed in closed reactor and is heated to 80 DEG C of reactions 72 hours, with 2 by third step DEG C/the rate slow cooling of h after be filtered, washed, drying to obtain crystalline material { [Zn2(1,4-ndc)2(3-abpt)]· H2O}n；
Fe3+Ion selectivity detection performance test: the crystalline material (1 milligram) of preparation be added to volume be 3 milliliters, it is molten Degree is ultrasonic two hours obtained stable suspensions in the metal cation aqueous solution of 0.01 mol/L.Then it is excited in 331 nm The fluorescence spectrum of different metal cationic aqueous solution is measured under light.
Embodiment 5: the present invention is a kind of to have selectivity detection Fe3+The preparation method of the luminescent crystal material of ion, including Following steps:
The first step, by 4- amino -3,5- bis- (3- pyridyl group) -1 of 0.1mmol, 2,4- triazoles (3-abpt) and The zinc nitrate hexahydrate of 0.1mmol is added to the acetonitrile and N of 5mL, in N '-dimethyl formamide (DMF) mixed solution, body Product stirs obtained solution than being 1:3；
Isosorbide-5-Nitrae-naphthalenedicarboxylic acid (Isosorbide-5-Nitrae-ndc) of 0.1mmol is added to solution obtained in the first step by second step, stirring To clarification；
Solution obtained in second step is placed in closed reactor and is heated to 90 DEG C of reactions 72 hours, with 5 by third step DEG C/the rate slow cooling of h after be filtered, washed, drying to obtain crystalline material { [Zn2(1,4-ndc)2(3-abpt)]· H2O}n；
Fe3+Ion selectivity detection performance test: the crystalline material (1 milligram) of preparation be added to volume be 3 milliliters, it is molten Degree is ultrasonic two hours obtained stable suspensions in the metal cation aqueous solution of 0.01 mol/L.Then it is excited in 331 nm The fluorescence spectrum of different metal cationic aqueous solution is measured under light.
Embodiment 6: the present invention is a kind of to have selectivity detection Fe3+The preparation method of the luminescent crystal material of ion, including Following steps:
The first step, by 4- amino -3,5- bis- (3- pyridyl group) -1 of 0.1mmol, 2,4- triazoles (3-abpt) and The zinc nitrate hexahydrate of 0.1mmol is added to the acetonitrile and N of 5mL, in N '-dimethyl formamide (DMF) mixed solution, body Product stirs obtained solution than being 1:1；
Isosorbide-5-Nitrae-naphthalenedicarboxylic acid (Isosorbide-5-Nitrae-ndc) of 0.1mmol is added to solution obtained in the first step by second step, stirring To clarification；
Solution obtained in second step is placed in closed reactor and is heated to 100 DEG C of reactions 72 hours, with 5 by third step DEG C/the rate slow cooling of h after be filtered, washed, drying to obtain crystalline material { [Zn2(1,4-ndc)2(3-abpt)]· H2O}n；
Fe3+Ion selectivity detection performance test: the crystalline material (1 milligram) of preparation be added to volume be 3 milliliters, it is molten Degree is ultrasonic two hours obtained stable suspensions in the metal cation aqueous solution of 0.01 mol/L.Then it is excited in 331 nm The fluorescence spectrum of different metal cationic aqueous solution is measured under light.

Claims (1)

1. one kind has selectivity detection Fe3+The preparation method of the luminescent crystal material of ion, comprising the following steps:
4- amino -3,5- two (3- pyridyl group) -1,2,4- triazole (3-abpt) and zinc nitrate hexahydrate are added to acetonitrile by 1.1 With N, obtained solution is stirred in N '-dimethyl formamide mixed solution；
1.2 are added to Isosorbide-5-Nitrae-naphthalenedicarboxylic acid (Isosorbide-5-Nitrae-ndc) in solution made from step 1.1, stir to clarify；
Solution obtained in step 1.2 is placed in heating reaction 72 hours in closed reactor by 1.3, is passed through after slow cooling to room temperature It is filtered, washed, drying to obtain luminescent crystal material { [Zn2(1,4-ndc)2(3-abpt)]·H2O}n；
Start material zinc nitrate hexahydrate, Isosorbide-5-Nitrae-naphthalenedicarboxylic acid, 4- amino -3,5- bis- (3- pyridyl group) -1,2,4- triazoles Molar ratio be 1:1:0.5~1；
Mixed solution acetonitrile and N, the volume ratio of N '-dimethyl formamide are 1:1~4；
The temperature range of heating reaction is 80~100 DEG C；
Rate of temperature fall is 2~5 DEG C/h.
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CN107384373B (en) * 2017-07-05 2019-10-11 亳州学院 One kind having selectivity detection Fe3+Luminescent crystal material of ion and preparation method thereof
CN108034990B (en) * 2017-12-08 2019-08-06 江南大学 Can it is highly sensitive detection 2,4,6- trinitrophenol luminescent crystal material preparation
CN108794759B (en) * 2018-08-27 2020-11-03 江苏科技大学 Zinc-based luminescent metal organic framework material and preparation method and application thereof
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CN103242352A (en) * 2013-05-17 2013-08-14 聊城大学 Luminous metal-organic framework material with chemical sensing function as well as preparation method and application thereof
CN106084247A (en) * 2016-06-08 2016-11-09 三峡大学 A kind of Rare Earth Europium base organic crystalline material, preparation and application thereof

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