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Green solid-phase synthesis method of covalent organic framework material
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A technology of covalent organic framework and solid-phase synthesis, which is applied in the direction of fuel cells, electrochemical generators, electrical components, etc., can solve the problems of non-universality and limitations, and reduce material costs, time, and energy consumption effect
Pending Publication Date: 2022-07-22
张振杰
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Problems solved by technology
Recently, environmentally friendly methods such as ionic liquid synthesis, microwave-assisted synthesis, and mechanochemical synthesis have been applied to the synthesis of COFs. , to develop a simple, universal, green and non-polluting synthetic method suitable for large-scale production to prepare vinyl linkages, imide linkages, boronic acid ester linkages, boroxine six-membered ring linkages, and imine linkages Linked, azine-linked, keto-enol linked, hydrazone-linked or triazine-linked COFs are urgently needed and of practical significance
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Embodiment 1
[0082] like figure 1 As shown, weigh 1,4,5,8-naphthalenetetracarboxylic dianhydride (NTCDA) (0.15mmol, 40.23mg) or 1,4,5,8-naphthalenetetracarboxylic acid (NTA) (0.15mmol, 45.63mg) One of them, 2,4,6-tris(4-aminophenyl)-1,3,5-triazine (TAPT) (0.10mmol, 35.4mg), and benzoic anhydride (0.225mmol, 50.9mg) , 4-trifluoromethylbenzoic anhydride (0.225mmol, 81.50mg), acetic anhydride (0.5mmol, 51.04mg), benzoic acid (0.6mmol, 73.28mg), 4-fluorobenzoic acid (0.6mmol, 86.47mg) or propionic acid (0.6 mmol, 44.4 mg), carefully packed into a thick-walled glass tube resistant to high temperature and pressure. After vacuuming until the pressure in the tube reaches 0.15mmHg, it is removed from the vacuum line, and the glass tube is sealed by the flame generated by the hydrogen-oxygenmachine to isolate the air. The sealed glass tube was placed in a 250°C oven for 5 days. After the reaction, a solidpowder of khaki powder was obtained, which was dissolved in DMF, CH 3 After soaking in OH,...
Embodiment 2
[0084] like figure 1 As shown, weigh 1,4,5,8-naphthalenetetracarboxylic dianhydride (NTCDA) (0.15mmol, 40.23mg) or 1,4,5,8-naphthalenetetracarboxylic acid (NTA) (0.15mmol, 45.63mg) One of three (4-aminophenylamine) (TAPA) (0.10mmol, 29.0mg), and benzoic anhydride (0.225mmol, 50.9mg), 4-trifluoromethylbenzoic anhydride (0.225mmol, 81.50mg), acetic anhydride (0.5mmol, 51.04mg), one of benzoic acid (0.6mmol, 73.28mg), 4-fluorobenzoic acid (0.6mmol, 86.47mg) or propionic acid (0.6mmol, 44.4mg) , and other operations are the same as in Example 1 to obtain black powder with a mass between 51-59 mg and a yield of 71%-91%.
Embodiment 3
[0086] like figure 1 As shown, weigh 1,4,5,8-naphthalenetetracarboxylic dianhydride (NTCDA) (0.2mmol, 53.6mg) or 1,4,5,8-naphthalenetetracarboxylic acid (NTA) (0.2mmol, 60.8mg) ), one of N,N,N',N'-tetrakis(p-aminophenyl)-p-phenylenediamine (0.1mmol, 47.2mg) or tetrakis-(4-aminophenyl)ethylene (0.1mmol, 39.2mg ), and benzoic anhydride (0.225mmol, 50.9mg), 4-trifluoromethylbenzoic anhydride (0.225mmol, 81.50mg), acetic anhydride (0.5mmol, 51.04mg), benzoic acid (0.8mmol) , 97.6mg), one of 4-fluorobenzoic acid (0.8mmol, 115.29mg) or propionic acid (0.8mmol, 59.2mg), other operations are the same as in Example 1, the obtained brown powder, the yield is about 90% %
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Abstract
The invention relates to a novel synthesis method of vinyl covalent organic framework foam, polyimide, imine, hydrazone or ketone-enol covalent organic frameworks (COFs). The method belongs to a green synthesis strategy and comprises the following steps: under a non-solvent condition, carrying out condensation reaction on a methyl-containing monomer and an aldehyde group monomer in the presence of an anhydride or carboxylic acid compound to prepare vinyl COFs; the method comprises the following steps: carrying out condensation reaction on multi-head anhydride or multi-head carboxylic acidmonomer and amino monomer in the presence of anhydride or carboxylic acid compound to prepare amide COFs; an aldehyde group monomer and an amino monomer are subjected to a condensation reaction in the presence of anhydride, imidazole or carboxylic acid compounds to prepare the imine COFs. The COFs obtained by adopting the method has a relatively large specific surface area, a regular and adjustable pore structure and relatively high crystallinity. The synthesis method effectively avoids the danger of high pressure caused by the use of an organic solvent and the reaction process, and is suitable for large-scale preparation of the COFs material.
Description
technical field [0001] The invention belongs to the field of porous organic materials, in particular to a green solid-phase synthesis method of covalent organic framework materials. Background technique [0002] Covalent organic frameworks (COFs) are two-dimensional (2D) or three-dimensional (3D) porous crystalline organic polymer materials linked by organic monomers through covalent bonds. Uniformity and easy functionalization. Through rational functional design of COFs materials, COFs have been widely used in gas adsorption separation, catalysis, drug delivery, supercapacitors and other fields. In order to meet the growing needs, the types of COFs are also constantly enriched. The reported types of COFs include boronic ester linkages, imine linkages, hydrazone linkages, keto-enol linkages, polyimide linkages, ethylene linkages. base connection, etc. Its synthesis method mainly utilizes solvothermal preparation, requires special organic solvent and catalyst as reaction m...
Claims
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