Porphyrin and hydantoin-based porous organic polymer as well as preparation method and application thereof
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A polymer, dimethylhydantoin technology, applied in the field of porous organic polymers based on porphyrin and hydantoin and its preparation
Active Publication Date: 2021-01-15
WEIFANG UNIVERSITY
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However, the inventors have found that so far, the research on POPPs peroxidase-like activity has mainly focused on biosensors, but because the best performance of the peroxidase-like activity also requires strong acidic conditions, few people have focused on it. Applied in the field of biomedicine
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preparation example Construction
[0040] In yet another specific embodiment of the present invention, the above-mentioned porous organic polymer FePPOP is provided Hydantoin The preparation method comprises: using 1,3-dibromo-5,5-dimethylhydantoin and monomer 5,10,15,20-tetrakis(4-bromophenyl)iron porphyrin ( FeTBrPP) as raw material, obtained based on cross-coupling reaction.
[0041] Wherein, the molar ratio of 1,3-dibromo-5,5-dimethylhydantoin to FeTBrPP is 0.5-5:1, such as 0.5:1, 1:1, 2:1, 5:1, further Preferably 0.47:0.24;
[0042] Specifically, the preparation method includes: heating 1,3-dibromo-5,5-dimethylhydantoin and FeTBrPP in a mixed solution under an inert gas atmosphere; adding propionic acid to It can be obtained by stirring and purifying the aforementioned solution.
[0043] Wherein, the inert gas is nitrogen or argon, preferably argon;
[0044] The mixed solution is 2,2'-bipyridine, bis(1,5-cyclooctadiene) nickel (0), 1,5-cyclooctadiene and N,N-dimethylformamide (DMF) The mixture is used...
Embodiment
[0061] FePPOP Hydantoin material synthesis
[0062] 1) Synthesis of monomer 5,10,15,20-tetrakis(4-bromophenyl)iron porphyrin (FeTBrPP):
[0063] In a 250mL three-necked flask, the H 2 TBrPP (300mg, 0.32mmol) was dissolved in 150mL DMF, then FeCl was added 3· 6H 2 O (60.48mg, 0.37mmol), stirring and heating to reflux for 4h. Then the solvent DMF was distilled off under reduced pressure, after cooling to room temperature, a large amount of water was added to wash, and FeCl was removed by filtration. 3 , until the washing liquid is colorless, and the filter cake is purple at this time, that is, the monomer 5,10,15,20-tetrakis(4-bromophenyl)iron porphyrin (MALDI-TOF MS: calcd.for C 44 h 26 Br 4 N 4 Fe[M+H] + :983.06; found m / z 986.32).
[0064] 2) FePPOP Hydantoin preparation of
[0065] FePPOP HydantoinThe preparation is carried out in two stages. One is the reaction process in the glove box, and the other is the post-processing process. First, 2,2'-bipyridine (0...
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Abstract
The invention provides a porphyrin and hydantoin-based porous organic polymer as well as a preparation method and application thereof, and belongs to the technical field of porous organic polymers. The porous organic polymer is composed of spherical particles with a particle size of 200-300 nm. The porous organic polymer provided by the invention is positively charged, is more beneficial to interaction with negatively charged bacteria, so that the bacteria are combined on a bacterial membrane, and bacterial removal within an active oxygen destruction range is faciliated. Meanwhile, porphyrin and hydantoin units and the expanded conjugated structure enable the material to have excellent peroxidase-like catalytic activity, near-infrared enhanced photo-Fenton performance and chemical antibacterial activity, and the material has good reusability. Tests prove that the antibacterial efficiency of the FePPOPHydantoin exceeds 99.999% under the irradiation of near infrared rays. Meanwhile, thepreparation method of the material is relatively simple and high in controllability, so that the material has a good practical application value.
Description
technical field [0001] The invention belongs to the technical field of porous organic polymers, and in particular relates to a porous organic polymer based on porphyrin and hydantoin and its preparation method and application. Background technique [0002] The information disclosed in this background section is only intended to increase the understanding of the general background of the present invention, and is not necessarily taken as an acknowledgment or any form of suggestion that the information constitutes the prior art already known to those skilled in the art. [0003] Bacterial infectious diseases are a growing health problem worldwide. Antibiotics are considered the most widely accepted treatment. However, due to overuse and misuse, bacteria have begun to develop resistance to antibiotics. Antimicrobial resistance kills about 700,000 people every year worldwide and represents a huge economic burden that hinders social development, especially for underdeveloped co...
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