Vinyl bridged two-dimensional covalent organic framework material based on 2, 4, 6-trimethylpyridine and preparation method of vinyl bridged two-dimensional covalent organic framework material

A technology of covalent organic framework and collidine, which is applied in the preparation of organic compounds, organic chemistry, carboxylic acid ester preparation, etc., can solve the problems of complex monomer synthesis, tedious experimental steps, expensive reaction reagents, etc., and achieve high Chemical stability, avoidance of experimental steps, effects of high specific surface area

Pending Publication Date: 2022-04-29
SHANGHAI JIAO TONG UNIV
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  • Abstract
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Problems solved by technology

[0004] However, the synthesis of monomers required for all reported vinyl-bridged covalent organic framework materials is relatively complicated, involving expensive reagents and cumbersome experimental steps. Vinyl-like bridging covalent organic framework materials, expanding its types and enriching its functions has become imminent and extremely challenging

Method used

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  • Vinyl bridged two-dimensional covalent organic framework material based on 2, 4, 6-trimethylpyridine and preparation method of vinyl bridged two-dimensional covalent organic framework material
  • Vinyl bridged two-dimensional covalent organic framework material based on 2, 4, 6-trimethylpyridine and preparation method of vinyl bridged two-dimensional covalent organic framework material
  • Vinyl bridged two-dimensional covalent organic framework material based on 2, 4, 6-trimethylpyridine and preparation method of vinyl bridged two-dimensional covalent organic framework material

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] In a glove box under an argon atmosphere, 121.18 mg of 2,4,6-collidine, 201.20 mg of terephthalaldehyde (or 393.40 mg of 1,3,5-tris(4'-formylphenyl)tri oxazine), 90.08 mg acetic acid and 153.13 mg acetic anhydride were added to a 5 mL ampoule. In the liquid nitrogen bath, the ampoule was sealed with a vacuum flame by means of cooling, evacuating and supplementing nitrogen, and transferred it to a muffle furnace, and heated to 180° C. for 72 hours to react. After the reaction, the reaction bottle was naturally cooled to room temperature, and the filter residue was collected by vacuum filtration, rinsed with acetone, methanol and methylene chloride, and extracted with tetrahydrofuran and methanol by Soxhlet, and the product was collected and vacuum-dried at 60°C for 12 hours , an orange solid was obtained.

[0040] Schematic diagram of the synthesis and structure of two 2,4,6-collidine-based vinyl-bridged two-dimensional covalent organic frameworks figure 1 shown. The ...

Embodiment 2

[0047] In a glove box under an argon atmosphere, 121.18 mg of 2,4,6-collidine, 201.20 mg of terephthalaldehyde (or 393.40 mg of 1,3,5-tris(4'-formylphenyl)tri Zine), 210.85mg of benzoyl chloride and 216.16mg of sodium benzoate were added to a 5mL ampoule. In the liquid nitrogen bath, the ampoule was sealed with a vacuum flame by means of cooling, evacuating and supplementing nitrogen, and transferred it to a muffle furnace, and heated to 180° C. for 72 hours to react. After the reaction, the reaction bottle was naturally cooled to room temperature, and the filter residue was collected by vacuum filtration, rinsed with acetone, methanol and methylene chloride, and extracted with tetrahydrofuran and methanol by Soxhlet, and the product was collected and vacuum-dried at 60°C for 12 hours , an orange solid was obtained, and the products were named COF-TMP-DFB and COF-TMP-TFPT, respectively.

Embodiment 3

[0049] In a glove box under an argon atmosphere, 121.18 mg of 2,4,6-collidine, 201.20 mg of terephthalaldehyde, 60.05 mg of acetic acid, and 102.09 mg of acetic anhydride were added to a 5 mL ampoule. In the liquid nitrogen bath, the ampoule was sealed with a vacuum flame by means of cooling, evacuating and supplementing nitrogen, and transferred it to a muffle furnace, and heated to 180° C. for 72 hours to react. After the reaction, the reaction bottle was naturally cooled to room temperature, and the filter residue was collected by vacuum filtration, rinsed with acetone, methanol and methylene chloride, and extracted with tetrahydrofuran and methanol by Soxhlet, and the product was collected and vacuum-dried at 60°C for 12 hours , an orange solid was obtained with a yield of 79.3%. The product was named COF-TMP-DFB.

[0050] A magnetic stir bar was added to a 10mL thick-walled pressure-resistant tube, salicylic acid (1.0mmol, 138.12mg), acetic anhydride (2mL) and 30.0mg COF...

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Abstract

The invention discloses a vinyl bridged covalent organic framework material based on 2, 4, 6-trimethylpyridine and a preparation method thereof, and relates to the technical field of covalent organic framework materials (COFs for short), the covalent organic framework material is prepared by using 2, 4, 6-trimethylpyridine as a core monomer, has high crystallinity, and can be used as a covalent organic framework material. The COFs-TMP-DFB / COF-TMP-TFPT copolymer has a fully conjugated frame structure with uniform hexagonal pore channels and rich pyridine nitrogen sites, and comprises two types of COFs which are respectively named as COF-TMP-DFB and COF-TMP-TFPT. The invention also discloses a preparation method of the covalent organic framework material, in the preparation process, 2, 4, 6-trimethylpyridine is directly used as a core monomer for the first time, and vinyl-bridged two-dimensional COFs are synthesized under the catalysis of acetic acid, acetic anhydride and a mixed system. The COFs prepared by the invention has good chemical stability, high specific surface area, a large number of pyridine sites and semiconductor activity, and can efficiently catalyze acetylation of salicylic acid in the presence of acetic anhydride to generate acetylsalicylic acid.

Description

technical field [0001] The invention relates to the technical field of covalent organic framework materials, in particular to a vinyl-bridged two-dimensional covalent organic framework material based on 2,4,6-collidine and a preparation method thereof. Background technique [0002] Covalent organic framework (COF) materials are a kind of porous materials with long-range ordered structure and regular channel structure formed by the connection of small organic molecules through covalent bonds in two-dimensional or three-dimensional space. Material. Since the first two-dimensional COF based on boronate linkage was reported in 2005 (Science, 2005, 310, 1166-1170), this type of material has a high specific surface area, regular pore structure, rich designable structure and It has broad application prospects in the fields of gas separation, heterogeneous catalysis, sensing, energy storage and conversion, and semiconductors. In general, the formation of crystalline COFs requires ...

Claims

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Application Information

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IPC IPC(8): C08G16/02B01J31/06B01J35/10C07C67/08C07C69/157B01J31/04B01J31/02
CPCC08G16/0268B01J31/063C07C67/08B01J31/04B01J31/0201B01J2231/49B01J35/618B01J35/643C07C69/157
Inventor 张帆孟凡成毕帅
Owner SHANGHAI JIAO TONG UNIV
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