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通过硫醇-烯点击化学实现金属表面功能化:含儿茶酚和烯丙基共聚物的合成、吸附行为及后功能化

Functionalization of Metal Surface via Thiol-Ene Click Chemistry: Synthesis, Adsorption Behavior, and Postfunctionalization of a Catechol- and Allyl-Containing Copolymer.

作者信息

Zhang Yucheng, Chu Chien-Wei, Ma Wei, Takahara Atsushi

机构信息

Institute for Materials Chemistry and Engineering, Kyushu University, Nishi-ku, Fukuoka 819-0395, Japan.

International Institute for Carbon-Neutral Energy Research (WPI-I 2CNER), Kyushu University, Nishi-ku, Fukuoka 819-0395, Japan.

出版信息

ACS Omega. 2020 Mar 26;5(13):7488-7496. doi: 10.1021/acsomega.0c00259. eCollection 2020 Apr 7.

DOI:10.1021/acsomega.0c00259
PMID:32280892
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7144137/
Abstract

Surface functionalization tailors the interfacial properties without impacts on the mechanical strength, which is beneficial for industry and daily applications of various metallic materials. Herein, a two-step surface functionalization strategy, (1) catechol-mediated immobilization of clickable agent and (2) postfunctionalization based on thiol-ene click reaction, is achieved using a copolymer, namely poly[2-(methacryloyloxy)ethylundec-10-enoate]--(-(3,4-dihydroxyphenethyl) methacrylamide) [P(MEUE--DPMAm)]. To reduce the potential side reactions of allylic double bonds in allyl methacrylate during the polymerization, the MEUE are designed and synthesized with better control over the polymer chain growth. The surface functionalization via the two-step method is demonstrated using various thiols, e.g., hydrophobic, hydrophilic, and polymeric thiols under room conditions. Additionally, the hydrophobic-thiol-functionalized anodic aluminum oxide is found to be a candidate for the oil/water separation with a separation efficiency of ∼99.2%. This surface modifier provides practical insights into the further design of functional materials.

摘要

表面功能化可调整界面性质而不影响机械强度,这对各种金属材料的工业和日常应用有益。在此,使用一种共聚物,即聚[2-(甲基丙烯酰氧基)乙基十一碳-10-烯酸酯]-(3,4-二羟基苯乙基)甲基丙烯酰胺[P(MEUE-DPMAm)],实现了一种两步表面功能化策略:(1) 邻苯二酚介导的可点击试剂固定化和 (2) 基于硫醇-烯点击反应的后功能化。为了减少聚合过程中甲基丙烯酸烯丙酯中烯丙基双键的潜在副反应,对MEUE进行了设计和合成,以更好地控制聚合物链的生长。在室温条件下,使用各种硫醇,如疏水硫醇、亲水硫醇和聚合物硫醇,证明了通过两步法进行的表面功能化。此外,发现疏水硫醇功能化的阳极氧化铝是油水分离的候选材料,分离效率约为99.2%。这种表面改性剂为功能材料的进一步设计提供了实际见解。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7e23/7144137/a5e303590b30/ao0c00259_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7e23/7144137/6691fee09398/ao0c00259_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7e23/7144137/fd3f21ecfe59/ao0c00259_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7e23/7144137/3a85fd8c0ef6/ao0c00259_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7e23/7144137/053f240a8219/ao0c00259_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7e23/7144137/73265c26f371/ao0c00259_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7e23/7144137/2a751933aa37/ao0c00259_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7e23/7144137/a5e303590b30/ao0c00259_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7e23/7144137/6691fee09398/ao0c00259_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7e23/7144137/fd3f21ecfe59/ao0c00259_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7e23/7144137/3a85fd8c0ef6/ao0c00259_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7e23/7144137/053f240a8219/ao0c00259_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7e23/7144137/73265c26f371/ao0c00259_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7e23/7144137/2a751933aa37/ao0c00259_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7e23/7144137/a5e303590b30/ao0c00259_0005.jpg

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