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A compound and its covalent organic framework structure and application

A covalent organic framework and compound technology, applied in the field of covalent organic framework materials, can solve the problems of poor chemical stability and thermal stability of materials, difficulty in maintaining the original structure, cumbersome preparation methods, etc., and achieve high chemical stability and thermal stability The effect of safety, environmental protection and simple preparation method

Active Publication Date: 2022-06-24
SHANDONG NORMAL UNIV
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  • 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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  • A compound and its covalent organic framework structure and application
  • A compound and its covalent organic framework structure and application
  • A compound and its covalent organic framework structure and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

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

[0054] 2,6-Dihydroxynaphthalene-1,5-dicarbaldehyde (0.58 g, 2.7 mmol) and K 2 CO 3 (1.87 g, 13.5 mmol) in THF (60 mL) at reflux 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, Filtration followed by removal of the solvent under reduced pressure and purification of the crude product by column chromatography (dichloromethane / petroleum ether 1:1) afforded 2,6-bis(2-propynyloxy)naphthalene-1,5 - Diformaldehyde is a 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-d...

Embodiment 2

[0058] A 10 mL Pyrex glass tube was charged with 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 for 30 seconds at room temperature, then 200 μL of 6M acetic acid was added. Degassed, freeze-thawed for three cycles, sealed, and heated at 120°C for 3 days. The reaction was completed, centrifuged to obtain a yellow-brown precipitate, the precipitate was washed three times with tetrahydrofuran, and 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 of propynyloxy)naphthalene-1,5-dicarbaldehyde structural unit (represented as BPNA-COF), the X-ray diffraction pattern of the covalent organic framework material BPNA-COF is shown in image 3 As shown, the thermogravimetric analys...

Embodiment 3

[0061] Example 3 Stability test

[0062] The BPNA-COF in Example 2 was soaked in the organic solution of methanol, ethanol, tetrahydrofuran, acetone, N,N-dimethylformamide for three days respectively, and the centrifugal drying was performed, and then the X-ray diffraction (PXRD) was measured. , as shown, the structure remains intact and the frame does not collapse. From the thermogravimetric analysis curve in the figure, it can be seen that the BPNA-COF will lose significant weight only at 290 °C, indicating that the thermal stability is good.

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Abstract

The disclosure belongs to the technical field of covalent organic framework materials, and in particular relates to a compound and the covalent organic framework structure and application prepared therefrom. The compound has a structure shown in formula (I): the compound can be used as a starting material or an intermediate to prepare a covalent organic framework material with the structure shown in 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 a prepared covalent organic framework material, a preparation method and application in pH value detection. Background technique [0002] The information disclosed in this Background section is only for enhancement of understanding of the general background of the invention and should not necessarily be taken as an acknowledgement or any form of suggestion that this information forms the prior art already known to a person of ordinary skill in the art. [0003] Covalent organic frameworks (COFs) are a new class of porous crystalline materials constructed from organic building blocks through covalent bonds. COFs are a class of porous and ordered framework materials, which are widely used in various fields. COFs can organize organic units into porous crystalline structures with high precision, which are connected by strong co...

Claims

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Application Information

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Patent Type & Authority Patents(China)
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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