Cation free radical type covalent organic frame material as well as preparation method and application thereof

A covalent organic framework and free radical technology, applied in the field of functional materials, can solve the problems of complex preparation process, low photothermal conversion rate, and difficulty in meeting the actual needs of photothermal therapy, and achieve simple operation, high specific surface area, and process controllable effect

Inactive Publication Date: 2019-01-11
FUDAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, the preparation process of COFs materials in the prior art is relatively complicated, and the ph

Method used

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  • Cation free radical type covalent organic frame material as well as preparation method and application thereof
  • Cation free radical type covalent organic frame material as well as preparation method and application thereof
  • Cation free radical type covalent organic frame material as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Example 1 relates to a cationic free radical type covalent organic framework material, its preparation method and its near-infrared photoresponse photothermal conversion application.

[0038] The preparation method of the cationic radical type covalent organic framework material in Example 1 is as follows:

[0039] Step 1, preparation of covalent organic framework materials linked by imine bonds containing nitrogen heterocycles. That is, under solvothermal conditions, the Schiff base reaction of polyamino monomers and polyaldehyde monomers takes advantage of the reversible cleavage-repair process of imine bonds to synthesize covalent organic frameworks with good crystallinity and ordered porous structures. Material.

[0040] The specific process is: add 10.5mg 5,5'-diamino-2,2'-bipyridine and 7.8mg 1,3,5-tris(4-aminophenyl)benzene into the reaction vessel, and add 1mL n-butyl Alcohol and dioxane mixed solvent (v / v=1:9) and 0.1mL acetic acid aqueous solution, cooled in...

Embodiment 2

[0069] Embodiment 2 relates to a preparation method of a cationic radical type covalent organic framework material, specifically as follows:

[0070] Step 1, preparation of covalent organic framework materials linked by imine bonds containing nitrogen heterocycles.

[0071] The specific process is: add 7.9mg 5,5'-diamino-2,3'-bipyridine and 12mg trihydroxy tritylaldehyde into the reaction vessel, and add 1.5mL n-butanol and o-dichlorobenzene mixed solvent (v / v=1:1) and 0.1mL acetic acid aqueous solution, cooled in 77K liquid nitrogen, freeze-thawed and degassed three times, and reacted in an oven at 100°C for 3 days after sealing the tube; Washing product I, which is a covalent organic framework material.

[0072] Step 2, preparation of ionized covalent organic framework material.

[0073] The specific process is: add 10 mg of product I and 10 mL of chloroform into the reaction vessel, stir at room temperature for 24 hours, after the reaction is completed, filter to obtain ...

Embodiment 3

[0077] Embodiment 3 relates to a preparation method of a cationic radical type covalent organic framework material, specifically as follows:

[0078] Step 1, preparation of covalent organic framework materials linked by imine bonds containing nitrogen heterocycles.

[0079] The specific process is: add 15mg of 5,5'-bis(4-aminophenyl)-2,2'-bipyridine and 12mg of 4,4'-biphenyldicarbaldehyde into the reaction vessel, and add 1mL of mesitylene and di Hexane mixed solvent (v / v=1:3) and 0.3mL pyrrolidine were cooled in 77K liquid nitrogen, freeze-thawed and degassed three times, and reacted in an oven at 110°C for 5 days after sealing the tube; after the reaction, The product I obtained by filtration and washed with acetone is a covalent organic framework material.

[0080] Step 2, preparation of ionized covalent organic framework material.

[0081] The specific process is: add 10 mg of product I and 10 mL of dibromomethane into the reaction vessel, stir at room temperature for 20...

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Abstract

The invention provides a preparation method for a cation free radical type covalent organic frame material. The preparation method is characterized by comprising the following steps: step 1, under a solvent heat condition, performing Schiff base reaction on multi-aminogroup monomers and multi-aldehyde group monomers so as to synthesize a covalent organic frame material with favorable crystallinityand orderly porous structure by use of a reversible rupture-restoration process of imine bonds; step 2, ionizing the covalent organic frame material by virtue of the quaternary ammonium salinizationreaction of heterocyclic nitrogen, thereby obtaining the ionized covalent organic frame material; and step 3, performing oxidation-reduction reaction on the ionized covalent organic frame material byuse of a strong reducer, thereby converting the ionized covalent organic frame material into a cation free radical type covalent organic frame material. The invention provides a cation free radical type covalent organic frame material obtained by the preparation method. The invention provides an application of the cation free radical type covalent organic frame material in near-infrared optical response optothermal conversion.

Description

technical field [0001] The invention belongs to the technical field of functional materials, and in particular relates to a cationic free radical type covalent organic framework material and its preparation method and application. Background technique [0002] Covalent Organic Frameworks (COFs) is an emerging material that has developed rapidly in recent years, and is a research hotspot in the field of polymer science. Due to the diverse design, synthesis, and functionalization characteristics of COFs, special functional units can be introduced through pre-structural design, or different strategies such as post-functionalization modification can be used to make them possess functions and properties that can be applied in various fields. Therefore, COFs materials have also begun to be more and more used in the field of biomedicine, showing the potential and particularity of their applications. [0003] Photothermal therapy is a non-invasive cancer treatment that can kill can...

Claims

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Application Information

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IPC IPC(8): C08G83/00
CPCC08G83/008
Inventor 郭佳杨武利米震陈无忌
Owner FUDAN UNIV
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