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Compound, covalent organic framework structure prepared from compound and application

A technology of covalent organic frameworks and compounds, applied in the field of covalent organic framework materials, can solve the problems of poor chemical stability and thermal stability of materials, difficult to maintain the original structure, cumbersome preparation methods, etc., and achieve high chemical stability and thermal stability. The effect of high stability, environmental protection, and simple preparation method

Active Publication Date: 2020-04-07
SHANDONG NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] However, the inventors found that the existing covalent organic framework materials often have defects such as cumbersome preparation methods, poor chemical and thermal stability of materials, difficult crystallization, and difficulty in maintaining the original structure at high temperatures.

Method used

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  • Compound, covalent organic framework structure prepared from compound and application
  • Compound, covalent organic framework structure prepared from compound and application
  • Compound, covalent organic framework structure prepared from compound and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] Example 1 Synthesis of 2,6-bis(2-propynyloxy)naphthalene-1,5-dicarbaldehyde

[0054] 2,6-Dihydroxynaphthalene-1,5-dicarbaldehyde (0.58g, 2.7mmol) and K 2 CO 3 (1.87 g, 13.5 mmol) was refluxed in THF (60 mL) for 30 minutes. After cooling to room temperature, 3-bromopropyne (1.3 mL) was added and the reaction mixture was heated to reflux for 3 days. The reaction mixture was cooled to room temperature, then water (60 mL) was added, extracted with chloroform (3 x 75 mL), washed with 5% sodium hydroxide solution (2 x 75 mL), washed with brine (75 mL), dried over sodium sulfate, After filtration, the solvent was removed under reduced pressure, and the crude product was purified by column chromatography (dichloromethane / petroleum ether 1:1) to obtain 2,6-bis(2-propynyloxy)naphthalene-1,5 - Diformaldehyde as pale yellow powder (410 mg, 51%). 1 H-NMR (DMSO-d6, 400MHZ): δ=10.74 (s, 2H), 9.36 (d, 2H), 7.76 (d, 2H), 5.14 (d, 4H), 3.70 (t, 2H). 13 C-NMR (DMSO-d6, 100MHZ): δ=1...

Embodiment 2

[0058] Into a 10 mL Pyrex glass tube was charged 1,3,5-tris(4-aminophenyl)benzene (TPBA) (28.1 mg, 0.08 mmol), 2,6-bis(2-propynyloxy)naphthalene-1 , 5-Dicarbaldehyde (35.5 mg, 0.12 mmol) and 1 mL of ethanol. The resulting suspension was sonicated at room temperature for 30 s, and then 200 μL of 6 M acetic acid was added. Perform degassing treatment, freeze-thaw three cycles, seal and heat at 120°C for 3 days. After the reaction was completed, centrifuged to obtain a tan precipitate, which was washed three times with tetrahydrofuran, then fully washed with a Soxhlet extractor (methanol, acetone, tetrahydrofuran), and vacuum-dried at 120 degrees Celsius for 12 hours to obtain 34 mg based on 2,6-bis(2- The covalent organic framework material (represented as BPNA-COF) of propynyloxy)naphthalene-1,5-dicarbaldehyde structural unit, the X-ray diffraction pattern of the covalent organic framework material BPNA-COF is shown as image 3 As shown, the thermogravimetric analysis curve i...

Embodiment 3

[0061] Example 3 Stability test

[0062] Soak the BPNA-COF in Example 2 in organic solutions of methanol, ethanol, tetrahydrofuran, acetone, and N,N-dimethylformamide for three days, dry it by centrifugation, and then measure its X-ray diffraction (PXRD) , as shown in the figure, the structure remains intact and the frame does not collapse. It can be seen from the thermogravimetric analysis curve in the figure that BPNA-COF will lose weight significantly at 290°C, indicating that the thermal stability is good.

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Abstract

The invention belongs to the technical field of covalent organic framework materials, and particularly relates to a compound, a covalent organic framework structure prepared from the compound and an application. The compound has a structure as shown in a formula (I) which is described in the specification. The compound can be used as an initial raw material or an intermediate for preparing a covalent organic framework material taking the structure as shown in a formula (II) as a basic unit.

Description

technical field [0001] The invention belongs to the technical field of covalent organic framework materials, and in particular relates to a compound and the covalent organic framework material prepared therefrom, its preparation method and its application in pH value detection. Background technique [0002] The information disclosed in this background section is only intended to increase the understanding of the general background of the present invention, and is not necessarily taken as an acknowledgment or any form of suggestion that the information constitutes the prior art already known to those skilled in the art. [0003] Covalent organic frameworks (COFs) are a new class of porous crystalline materials constructed from organic building blocks via covalent bonds. COFs materials are a kind of porous and ordered framework materials, which are widely used in various aspects. COFs can precisely organize organic units into porous crystalline structures connected by strong ...

Claims

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Application Information

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IPC IPC(8): C07C47/575C07C45/64C08G83/00C09K11/06G01N21/64
CPCC07C47/575C08G83/008C09K11/06G01N21/64C09K2211/1466
Inventor 董育斌李梦琪元宁宁
Owner SHANDONG NORMAL UNIV
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