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Three-dimensional covalent organic framework material based on amino derivatives of triptycene and preparation method thereof

A technology of covalent organic frameworks and amino derivatives, applied in chemical instruments and methods, other chemical processes, etc., can solve the problems of limited structure and restrict the development of three-dimensional COF materials.

Active Publication Date: 2021-03-16
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, so far, only a few topologies are available for 3D COF, such as ctn, bor, dia, and pts, and almost all topologies are based on four-connected building blocks, which have extremely limited structures that severely constrain 3D COF material development

Method used

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  • Three-dimensional covalent organic framework material based on amino derivatives of triptycene and preparation method thereof
  • Three-dimensional covalent organic framework material based on amino derivatives of triptycene and preparation method thereof
  • Three-dimensional covalent organic framework material based on amino derivatives of triptycene and preparation method thereof

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Embodiment 1

[0038] A novel three-dimensional covalent organic framework based on triptycene-based amino derivatives, composed of 2,3,6,7,14,15-hexa(4-formylphenyl)triptycene and 2,3 ,6,7,14,15-hexa(2′,6′-diisopropyl-4′-amino) triptycene is an organic framework structure formed by condensation of building units through Schiff base reaction, and its structural formula is as follows:

[0039]

[0040] Further, the chemical structural formula of the 2,3,6,7,14,15-hexa(2′,6′-diisopropyl-4′-amino)triptycene (HDIATP) is as follows:

[0041]

[0042] A method for preparing a three-dimensional covalent organic framework material based on amino derivatives of triptycene, the specific steps are as follows:

[0043] (1) Synthesis of 2,3,6,7,14,15-hexabromotriptycene:

[0044]

[0045] Triptycene (1.00 g) and iron powder (80 mg) were dissolved in 60 mL of 1,2-dichloroethane. Then 1.32 mL of liquid bromine was slowly added to the flask. The mixture was then refluxed for 6 hours. After cool...

Embodiment 2

[0053] A method for preparing a three-dimensional covalent organic framework material based on amino derivatives of triptycene, the specific steps are as follows:

[0054] (1) Synthesis of 2,3,6,7,14,15-hexabromotriptycene:

[0055]

[0056] Triptycene (1.00 g) and iron powder (80 mg) were dissolved in 60 mL of 1,2-dichloroethane. Then 1.32 mL of liquid bromine was slowly added to the flask. The mixture was then refluxed for 6 hours. After cooling the reaction to 25 °C, the solvent and excess bromine were removed under reduced pressure. Residue with CHCl 2 After column separation as the developing solvent, use CHCl 3 Recrystallization, pure product as colorless, needle-like crystals, yield 77%.

[0057] (2) Synthesis of 2,3,6,7,14,15-hexa(2′,6′-diisopropyl-4′-amino)triptycene (Ⅱ):

[0058]

[0059] At 75°C, 2,3,6,7,14,15-hexabromotriptycene (500 mg), (N-(diphenylmethylene)-2,6-diisopropyl-4 -(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline) (3.50g), tetrakis(t...

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Abstract

The invention discloses a three-dimensional covalent organic framework material based on amino derivatives of triptycene and a preparation method thereof, and belongs to the field of synthesis and preparation of novel covalent organic framework materials. The three-dimensional covalent organic framework material is prepared from an organic framework structure formed by construction units: 2,3,6,7,14,15-hexa(4-formylphenyl) triptycene and 2,3,6,7,14,15-hexa(2',6'-diisopropyl-4'-amino) triptycene. According to the preparation method, the three-dimensional hexa-linked 2,3,6,7,14,15-hexa(2',6'-diisopropyl-4'-amino) triptycene is synthesized on the basis of triptycene for the first time, the material has high crystallinity, permanent porosity and good thermal stability, and due to introductionof a triptycene group, the covalent organic framework obtained by the preparation method has good H2, CO2, and CH4 adsorption capacity.

Description

technical field [0001] The invention belongs to the field of synthesis and preparation of novel covalent organic framework materials, and specifically relates to two novel covalent organic framework materials with acs topological structure synthesized based on hexabromotriptycene derivatives. Background technique [0002] Since Yaghi's research group successfully prepared the first covalent organic frameworks (Covalent Organic Frameworks, COFs) in 2005, as a new type of crystalline organic porous polymer material, because of its regular pore structure, high porosity, and high stability , structural designability, etc., have aroused widespread interest in different fields, including gas adsorption and separation, catalysis, optoelectronics, and some other fields. Most current studies focus on 2D COFs with AA stacking patterns. 3D COFs are considered to be an ideal platform for many applications due to their interconnected channels and superior surface area. However, so far,...

Claims

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Application Information

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IPC IPC(8): C08G73/00B01J20/22B01J20/30
CPCB01J20/226B01J2220/4812C08G73/00
Inventor 方千荣李辉陈冯钱
Owner JILIN UNIV
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