Ionized covalent organic frame material as well as preparation method and catalytic application of ionized covalent organic frame material

A covalent organic framework and ionization technology, applied in the field of material chemistry, can solve the problems of cumbersome catalyst recovery process, affecting catalyst utilization efficiency, poor conversion rate, etc., and achieve excellent catalytic effect, novel technology, and stable effect.

Active Publication Date: 2017-12-12
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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Problems solved by technology

[0005] Quaternary ammonium ionic liquids are a common type of ionic liquids used for catalytic reactions. They have a good catalytic effect on certain catalytic reactions. Finally, the recovery process of the catalyst is cumbersome and the loss is relatively serious, which affects the utilization efficiency of the catalyst. The inventors have tried to fix (2-bromoethyl) triethylammonium bromide on the COFs framework, and made the 2 In the secondary carbamylation reaction with phenylsilane, the conversion rate of 4-fluoro-N-methylaniline as substrate is not good (reference 1: B.Dong, L.Wang, S.Zhao, R .Ge, X.Song, Y.Wang, Y.Gao, Chem.Commun., 2016,52,7082-7085), on the basis of the above prior art, the present invention successfully converts the novel quaternary ammonium ionic liquid Fixed on the frame of COFs material, so as to realize the transformation of homogeneous catalyst into heterogeneous catalyst and solve the problem of catalyst recovery. Compared with the existing catalytic results, the yield of the target product is greatly improved, which has a beneficial effect

Method used

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  • Ionized covalent organic frame material as well as preparation method and catalytic application of ionized covalent organic frame material
  • Ionized covalent organic frame material as well as preparation method and catalytic application of ionized covalent organic frame material
  • Ionized covalent organic frame material as well as preparation method and catalytic application of ionized covalent organic frame material

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Experimental program
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Effect test

Embodiment 1

[0016] The synthesis of embodiment 1.HO-Py-COF material

[0017] 0.02mmol of 4,4′,4″,4″′-(pyrene-1,3,6,8-tetrayl)tetraaniline (hereinafter referred to as PyTTA), 0.02mmol of 2,5-dihydroxyterephthalaldehyde (hereinafter referred to as DHPA) and 0.02mmol of 1,4-phthalaldehyde (hereinafter referred to as PA) was added to the ampoule, and then 1.0mL of o-dichlorobenzene and 0.1mL of 6M acetic acid solution were ultrasonically mixed, and the ampoule was placed in liquid nitrogen to freeze and pumped. Vacuum, repeat this operation 3 times to ensure the vacuum state in the ampoule, seal the mouth of the bottle with flame, and place it in a container at 120°C for 72 hours. After the reaction, the product was washed three times with tetrahydrofuran and acetone, and the product after removing the solvent was dried in 0.01Mpa vacuum at 120°C for 12 hours, and finally a brown powder was obtained as the product, with a yield of 90% and a BET specific surface area of ​​2153m 2 g -1 , the...

Embodiment 2-5

[0018] The synthesis of embodiment 2-5.HO-Py-COF material

[0019] Synthetic method as described in embodiment 1, its difference is:

[0020]

Embodiment 6

[0021] Example 6. Bu 4 Synthesis of NBr-Py-COF Material

[0022] 30mg of HO-Py-COF, 30mg of 4-bromo-N, N, N-tributylbutan-1-aminium bromide and 21mg of K 2 CO 3 They were weighed into 50mL round bottom flasks respectively, then 5mL of dry N,N-dimethylformamide was added, and heated and stirred at 150°C for 24h. After the reaction is completed, filter, wash the solid with ethanol and acetone three times, and then dry it in a vacuum oven at 0.1-1Mpa at 100°C for 12 hours to finally obtain red and black Bu 4 NBr-Py-COF material, tested by PXRD, the 110 surface peak signal of the material remains, confirming that the crystal form of the COF material after ionization is maintained; by FTIR measurement, the COFs material after ionization compared with the material before ionization, appears 1264 and two new C-O-C and C-N stretching vibrations at 1060cm-1, confirming the successful ionization of the COF material.

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Abstract

The invention discloses an ionized covalent organic frame material as well as a preparation method and catalytic application of the ionized covalent organic frame material. The ionized covalent organic frame material is formed by connecting organic monomers by using covalent bonds, has a crystal structure and has the reversibility characteristic of Schiff base. The monomer combination used by the covalent organic frame compound disclosed by the invention is unprecedented, and the material contains a quaternary ammonium ionic group with a strong CO2 action force and has the advantage of good selective adsorption storage capacity for CO2.

Description

technical field [0001] The invention belongs to the technical field of material chemistry, and in particular relates to an ionized covalent organic framework material, a preparation method thereof and an application in catalysis. Background technique [0002] Covalent organic frameworks (COFs) are a special kind of porous crystalline materials, which can be polymerized with small organic molecular units through framework chemical rules to obtain pre-designed structural frameworks. These materials are composed of light elements, have low skeletal density, high specific surface area, and good chemical and thermal stability. As a crystalline material, compared with ordinary porous materials, the structure is more regular and the pores are more uniform. Therefore, COFs are widely used in many fields such as gas storage and separation, heterogeneous catalysis, and optoelectronic devices. (Reference 1: X.Feng, X.Ding, D. Jiang, Chem.Soc.Rev.2012, 41, 6010. Reference 2: M.Dogru, ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G83/00B01J31/02B01J31/06C07C231/10C07C233/15
CPCB01J31/0279B01J31/063C07C231/10C08G83/008C07C233/15Y02P20/54
Inventor 高艳安董彬王良迎冯璐
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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