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Biomimetic polymer containing dopamine or dopamine-like functional group and preparation method thereof

A dopamine and polymer technology, applied in the field of biomimetic polymers and their preparation, can solve the problems of waste of raw materials, unsuitable for industrial production, and long time

Active Publication Date: 2022-06-07
SHANGHAI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, on the one hand, this method takes too long, and usually the spontaneous oxidative polymerization of dopamine takes 24 hours, which is not suitable for industrial production; Dopamine is aggregated in solution, resulting in a lot of waste of raw materials
Moreover, during the polymerization process of dopamine, the phenolic hydroxyl group is easily oxidized to quinone, thus losing adhesion and poor controllability

Method used

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  • Biomimetic polymer containing dopamine or dopamine-like functional group and preparation method thereof
  • Biomimetic polymer containing dopamine or dopamine-like functional group and preparation method thereof
  • Biomimetic polymer containing dopamine or dopamine-like functional group and preparation method thereof

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Experimental program
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Effect test

Embodiment 1

[0043] (A) Synthesis of Modified Methacrylamide Monomer: Take 10gNa 2 B 4 O 7 , 4gNaHCO 3 Add it to the reaction eggplant bottle, then add 100ml ultrapure water, then add 5g II-19; then dissolve 4.7ml methacrylic anhydride in 25ml THF, add dropwise to the above solution; then configure 1M NaOH, add dropwise In the above-mentioned solution, adjust pH 8~9, carry out nitrogen magnetic stirring reaction at room temperature for 17 hours; add 50 ml of ethyl acetate to the reaction solution after the reaction is completed, let stand for stratification, take the lower water phase, repeat 2 times; 6M HCl was added dropwise to the filtrate to adjust pH=2; then the filtrate was transferred to a round-bottomed flask, 50 ml of ethyl acetate was added, and extracted 3 times; finally, it was precipitated into cold 500 ml of n-hexane, filtered with suction, and the filter residue was taken and dried 5.6 g of the modified methacrylamide monomer (III-1) was obtained with a yield of 82%.

[...

Embodiment 2

[0046] (A) Synthesis of Modified Methacrylamide Monomer: Take 10gNa 2 B 4 O 7 , 4gNaHCO 3 Add it to the reaction eggplant bottle, then add 100ml ultrapure water, then add 5g II-2; then dissolve 4.7ml methacrylic anhydride in 25ml THF, add dropwise to the above solution; then configure 1M NaOH, add dropwise In the above-mentioned solution, adjust pH 8~9, carry out nitrogen magnetic stirring reaction at room temperature for 17 hours; add 50 ml of ethyl acetate to the reaction solution after the reaction is completed, let stand for stratification, take the lower water phase, repeat 2 times; 6M HCl was added dropwise to the filtrate to adjust pH=2; then the filtrate was transferred to a round-bottomed flask, 50 ml of ethyl acetate was added, and extracted 3 times; finally, it was precipitated into cold 500 ml of n-hexane, filtered with suction, and the filter residue was taken and dried 5.6 g of the modified methacrylamide monomer (III-2) was obtained with a yield of 80%.

[0...

Embodiment 3

[0049] (A) Synthesis of Modified Methacrylamide Monomer: Take 10gNa 2 B 4 O 7 , 4gNaHCO 3 Add it to the reaction eggplant bottle, then add 100ml ultrapure water, then add 5.5g II-3; then dissolve 4.7ml methacrylic anhydride in 25ml THF, add it dropwise to the above solution; then configure 1M NaOH, dropwise was added to the above solution, adjusted to pH 8-9, and reacted with nitrogen magnetic stirring at room temperature for 17 hours; after the reaction was completed, 50 ml of ethyl acetate was added to the reaction solution, left to stand for stratification, and the lower water phase was taken out and repeated twice; Then add 6M HCl dropwise to the filtrate to adjust pH=2; then transfer the filtrate to a round-bottomed flask, add 50 ml of ethyl acetate, and extract 3 times; After drying, 6.1 g of the modified methacrylamide monomer (III-3) was obtained in a yield of 81%.

[0050] (B) Polymerization: photo-initiated polymerization, 0.0125 g (0.05 mmol) of thiopropoxythiox...

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Abstract

The invention relates to a biomimetic polymer containing dopamine or dopamine-like functional groups and a preparation method thereof. The biomimetic polymer is a random copolymer, and the general structural formula of the polymer is: wherein: m, n are positive integers (10≤m≤5000, 10≤n≤5000, m:n=1:99~99: 1); R 1 For: ‑NH 2 , ‑COOH, ‑OH, ‑SH, any one of them; R 2 , R 3 , R 4 ‑H, ‑CH independently of each other 3 ,-NH 2 Any one of , ‑OH, ‑COOH, ‑SH; L 1 is any of ‑NH‑‑O‑; L 2 It is any one of (a and b are positive integers, and 1≤a≤12, 1≤b≤3). The polymer has a series of advantages such as good controllability of phenolic hydroxyl group, strong adhesion, less usage, simple process, and suitable for industrial production. As a fiber sizing agent, it can effectively improve the layer shear strength of fiber-reinforced composite materials and has broad applications. Application prospects.

Description

technical field [0001] The invention belongs to the field of biomimetic polymer materials, in particular to a biomimetic polymer containing dopamine or dopamine-like functional groups and a preparation method thereof. Background technique [0002] By observing the adhesion of mussels on rocks, we found that Musselfootproteins (Mfps) secreted by mussels have strong adhesion. Studies have found that its adhesion mainly comes from dopamine and lysine-rich proteins contained in podins. Based on the above findings, researchers synthesized polydopamine for the first time in 2007. Dopamine is the main source of adhesion in natural mussel foot proteins. The synthesized polydopamine has very strong adhesion and can be weakly alkaline in buffer under aerobic conditions Lower dopamine will spontaneously oxidatively polymerize. The polymerization is simple and does not require other reagents. Simply put the sample to be processed into the buffer, and maintain a weakly alkaline aerobic ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F220/60C08F220/58C08F220/34C08F222/16C08F220/32C08F220/36C08F220/38C08F222/38C08F220/28C08F220/54C08F2/48D06M15/285D06M15/273D06M15/267D06M15/263D06M101/36
CPCC08F220/60C08F220/38C08F222/38C08F220/58C08F220/28C08F220/54C08F220/34C08F220/32C08F222/16C08F220/36C08F2/48D06M15/285D06M15/273D06M15/267D06M15/263D06M2101/36C08F222/165C08F220/585C08F220/281C08F220/603
Inventor 朱波黄振振范碧波何勇徐玉娟
Owner SHANGHAI UNIV
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