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Fluorescent material and preparation method for specific detection of five-membered heterocyclic compounds

A technology of fluorescent materials and five-membered heterocyclic rings, which is applied in the direction of luminescent materials, magnesium organic compounds, nickel organic compounds, etc., can solve the problems of time-consuming, labor-intensive, high cost, complicated pre-treatment, etc., and achieve high yield and rapid response , the effect of fast fluorescence response

Active Publication Date: 2015-11-18
BEIJING INSTITUTE OF TECHNOLOGYGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] Aiming at the problems that the current method for detecting five-membered heterocyclic high-energy-density compounds needs to adopt relatively sophisticated equipment, the cost is high, and the pretreatment in the detection process is complicated, time-consuming and labor-intensive. One of the purposes of the present invention is to provide a method for A fluorescent material for the specific detection of five-membered heterocyclic compounds. The fluorescent material responds quickly to five-membered heterocyclic compounds with high energy density and has high sensitivity and high selectivity. The detection method is simple and easy to operate. Dependence on high-precision instruments; the second purpose is to provide a method for preparing a fluorescent material for the specific detection of five-membered heterocyclic compounds. The method is simple, high in yield, low in raw material cost, and has industrialization advantages

Method used

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  • Fluorescent material and preparation method for specific detection of five-membered heterocyclic compounds
  • Fluorescent material and preparation method for specific detection of five-membered heterocyclic compounds
  • Fluorescent material and preparation method for specific detection of five-membered heterocyclic compounds

Examples

Experimental program
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Effect test

Embodiment 1

[0038] (1) Preparation of TABD-COOH

[0039] 0.87g (4.75mmol) PdCl 2 and 3.28g (14.25mmol) CuBr 2 , into a 500mL round-bottomed flask, inject 5mL of acetonitrile and 250mL of toluene into the flask with a syringe, add 10.10g (99.02mmol) phenylacetylene at the same time, stir and react at room temperature for 24h, dry (the solvent acetonitrile and toluene are blown dry), and obtain Product 1; after dissolving product 1 with dichloromethane, wash with saturated ammonium chloride solution, separate liquids, dry the gained organic phase with anhydrous magnesium sulfate, suction filter, and spin dry to obtain product 2; Ether is the eluent, separated by column chromatography to obtain the product 3; the product 3 is recrystallized to obtain white needle-like crystals; wherein, dichloromethane is used as a good solvent for recrystallization, and petroleum ether is used as a poor solvent; recrystallization The specific process is: dissolve the product 3 with a very small amount of ...

Embodiment 2

[0061] (1) Preparation of TABD-COOH

[0062] TABD-COOH was prepared according to the method in step (1) of Example 1.

[0063] (2) TABD-MOF-2 (Mg 2 C 102 h 88 N 4 o 16 ) preparation

[0064] Add 0.045g TABD-COOH and 10mL N,N-dimethylformamide (DMF) into a 20mL beaker in turn, heat and stir until completely dissolved to obtain a DMF solution S1 of 0.01mol / LTABD-COOH; add 0.026gMg(NO 3 ) 2 ·6H 2 O and 5mLDMF were added to a 10mL beaker, stirred at room temperature until completely dissolved to obtain 0.02mol / LMg(NO 3 ) 2 ·6H 2 DMF solution S2 of O;

[0065] Add 1mL solution S1, 1mL solution S2, 0.5mL water and 0.5mL ethanol to a 5mL vial in turn, mix well, cap the vial tightly and put it in an oven at 85°C to react for 48h, filter, and wash 3 times with DMF to obtain a white tablet shape crystal, the crystal structure of white flake crystal obtained by X-ray single crystal diffraction is as follows Figure 5 ,from Figure 5 It can be seen that in this structure, tw...

Embodiment 3

[0073] (1) Preparation of TABD-COOH

[0074] TABD-COOH was prepared according to the method in step (1) of Example 1.

[0075] (2)TABD-MOF-3(C 36 h 34 N 2 NiO 6 ) preparation

[0076] Add 0.045g TABD-COOH and 10mL N,N-dimethylformamide (DMF) into a 20mL beaker in turn, heat and stir until completely dissolved to obtain a DMF solution S1 of 0.01mol / LTABD-COOH; add 0.029gNi(NO 3 ) 2 ·6H 2 O and 5mLDMF were added to a 10mL beaker, stirred at room temperature until completely dissolved to obtain 0.02mol / LNi(NO 3 ) 2 ·6H 2 DMF solution S2 of O;

[0077] Add 1mL solution S1, 1mL solution S2, 0.5mL water and 0.5mL ethanol to a 5mL vial in sequence, mix well, cap the vial tightly and put it in an oven at 85°C to react for 28h, filter, and wash 3 times with DMF to obtain a white tablet shape crystal, the crystal structure of white flake crystal obtained by X-ray single crystal diffraction is as follows Figure 7 ,from Figure 7 It can be seen that in this structure, metal ...

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Abstract

Belonging to the field of fluorescent sensors, the invention discloses a fluorescent material for five-membered heterocyclic compound specific detection and a preparation method. The fluorescent material is formed by organic carboxyl ligand and metal coordination, and is called TABD-MOFs for short, and the molecular formula is M(C30H22O4)x(C3H7NO)y. The fluorescent material is obtained by: mixing a DMF solution of metal nitrate, a DMF solution of TABD-COOH, water and ethanol evenly, carrying out reaction at 85DEG C for a period of time, and then conducting filtering and washing. The fluorescent material quickly responds to five-membered heterocyclic high-energy density compounds and has high sensitivity and high selectivity, the detection method is simple and easy to operate, thus being able to completely breaking away from dependence on high precision instruments according to actual needs.

Description

technical field [0001] The invention relates to a fluorescent material and a preparation method for the specific detection of five-membered heterocyclic compounds, in particular to a fluorescent material for the specific detection of five-membered heterocyclic high-energy density compounds based on the principle of aggregation-induced luminescence, which belongs to the technology technology field. Background technique [0002] Among many important high-energy-density materials, five-membered heterocyclic high-energy-density compounds are widely used in the chemical industry. These five-membered heterocyclic high-energy-density compounds with high nitrogen content have significant advantages over conventional high-energy compounds, such as high detonation temperature, high density, good oxygen balance, and low sensitivity to friction and impact. Therefore the detection of these high energy density compounds appears very important (Singh, R.P., Verma, R.D., Meshri, D.T.&Shree...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F3/02C07F15/06C07F15/04C09K11/06G01N21/64
Inventor 冯霄郭跃欣王博董宇平
Owner BEIJING INSTITUTE OF TECHNOLOGYGY
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