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Organic ligand, metal organic frames based on Cu (I) ions, synthetic method for organic ligand and metal organic frames based on Cu (I) ions and application

A metal-organic framework, organic ligand technology, applied in copper-organic compounds, chemical instruments and methods, organic chemistry, etc., can solve the problem of high maintenance costs

Inactive Publication Date: 2014-05-14
SHANDONG NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Due to the wide application of the above four alcohols, the detection of these alcohols is particularly important. The most commonly used and most important method for detecting alcohols at this stage is chromatography. The instruments used in this method are precise and the maintenance cost is low. High, and requires special personnel to operate

Method used

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  • Organic ligand, metal organic frames based on Cu (I) ions, synthetic method for organic ligand and metal organic frames based on Cu (I) ions and application
  • Organic ligand, metal organic frames based on Cu (I) ions, synthetic method for organic ligand and metal organic frames based on Cu (I) ions and application
  • Organic ligand, metal organic frames based on Cu (I) ions, synthetic method for organic ligand and metal organic frames based on Cu (I) ions and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0074] Embodiment 1: the preparation of the metal-organic framework (MOF-2) of dark red Cu (I) ion

[0075] 1.N 2 Under protection, 3,5-dibromobenzoic acid (2.80g, 10mmol), pyridine-4-boronic acid (3.05g, 25mmol), potassium carbonate (17.2g, 125mmol) were placed in a 250mL three-necked flask, toluene, ethanol, water Each 50mL was used as a solvent, and the catalyst Pd(PPh 3 ) 4 (1.2g, 1mmol), heating to reflux for about 36h, standing still after the reaction, cooling, liquid separation, spin-dried organic phase, adding water and suction filtration, adjusting the pH value of the filtrate to 4-5, suction filtration precipitation, drying to obtain milky white Intermediate B 2.48g, yield 89.9%.

[0076] 2. Intermediate B (2.76g, 10mmol), 1.30g (12mmol) of o-phenylenediamine in a beaker, add 30g of PPA, heat up to 170-180°C, stir for 6-8h, after cooling, add about 200mL of water to dilute , adjust the pH value to 8-9, filter with suction, and perform silica gel column chromatog...

Embodiment 2

[0081] Embodiment 2: the fluorescent response of above-mentioned MOF-2 to liquid methanol, ethanol, isopropanol, n-propanol, such as Figure 4a shown.

[0082] Soak the metal-organic framework (MOF-2) of the above-mentioned dark red Cu(I) ions in the liquid phase of methanol, ethanol, isopropanol, and n-propanol for 5-10s, and the metal of the dark red Cu(I) ions The organic framework (MOF-2) turns yellow ( Figure 5a );pass 1 HNMR can confirm that this change is due to the guest water molecules in the metal-organic framework (MOF-2) of dark red Cu(I) ions being respectively absorbed by methanol (3), ethanol (4), isopropanol (5), n-propanol Alcohol (6) molecular displacement leads to (eg Figure 6c -f), and its fluorescence response increases sequentially, which are represented as MOF-2, methanol (3), ethanol (4), isopropanol (5), and n-propanol (6) from bottom to top in the figure.

Embodiment 3

[0083] Embodiment 3: the fluorescence response of above-mentioned MOF-2 to gaseous methanol, ethanol, isopropanol, n-propanol, such as Figure 4b shown.

[0084] Put the metal-organic framework (MOF-2) of the dark red Cu(I) ion in the gas phase of methanol, ethanol, isopropanol, and n-propanol for 30-40min, and the metal organic framework of the dark red Cu(I) ion The frame (MOF-2) turns yellow ( Figure 5b ), it can be determined by 1HNMR that this change is due to the fact that the guest water molecules in the metal-organic framework (MOF-2) of the dark red Cu(I) ion are respectively absorbed by methanol (7), ethanol (8), isopropanol (9) , n-propanol (10) molecular replacement, and its fluorescence response is enhanced in turn, shown in the figure from bottom to top as MOF-2, methanol (7), ethanol (8), isopropanol (9), n-propanol Alcohol (10).

[0085] We used Bruker AVANCE 300 nuclear magnetic resonance instrument to detect MOF-1, MOF-2, and the 3, 4, 5, 3, 4, 5, 6,7,8,...

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PUM

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Abstract

The invention discloses an organic ligand for synthesizing metal organic frames. The chemical nomenclature of the organic ligand is 2-(3, 5-bis (4-pyridyl) phenyl) benzoglioxaline. The chemical formula of the organic ligand is represented in the description. The invention also discloses a synthetic method of the organic ligand and a Cu (I) ion-based bright yellow metal organic frame (MOF-1) and a Cu (I) ion-based dark red metal organic frame (MOF-2), and the chemical formulas are {[Cu(L)I].0.5CH3CN.0.5CH3OH.0.75H2O}n, (n=1,2,3...'8') and {[Cu(L)I].2H2O}n(n=1,2,3...'8'). The invention also provides a synthetic method for dark red Cu (I) ion metal organic frame (MOF-2) and a synthetic method for organic matters of the Cu (I) ion metal organic frame. The invention also provides application of the organic ligand and metal organic frames serving as alcohols small organic molecule fluorescence sensing materials. The application operation is simple, the cost is low, the respond is quick, and the obvious fluorescence response for methanol, ethanol, isopropanol , n-propanol under the liquid phase and the gas phase can be achieved.

Description

technical field [0001] The present invention relates to an organic ligand for a metal-organic framework and a synthesis method thereof, as well as two bright yellow metal-organic frameworks (MOF-1) and dark red metal-organic frameworks (MOF-2) based on Cu(I) ions. ), its synthesis method and its application as a variety of alcohol organic small molecule fluorescent sensing materials. Background technique [0002] Alcohols are widely used in medicine, military industry and people's livelihood. For example, methanol is an important organic chemical raw material with a wide range of applications. It can be used to produce a series of organic compounds such as formaldehyde, synthetic rubber, acetic acid, and methyl tert-butyl ether. Chemical products, but methanol is highly toxic and easy to cause pollution; ethanol can be used as a detergent and extractant, edible ethanol can be blended with liquor, used as a solvent for adhesives, paint removers, etc., as well as pesticides, m...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D401/14C07F1/08C09K11/06G01N21/64
Inventor 董育斌于洋马建平
Owner SHANDONG NORMAL UNIV
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