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Functionalization of Metal Surface via Thiol–Ene Click Chemistry: Synthesis, Adsorption Behavior, and Postfunctionalization of a Catechol- and Allyl-Containing Copolymer
[Image: see text] 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 immobilizatio...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2020
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7144137/ https://www.ncbi.nlm.nih.gov/pubmed/32280892 http://dx.doi.org/10.1021/acsomega.0c00259 |
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author | Zhang, Yucheng Chu, Chien-Wei Ma, Wei Takahara, Atsushi |
author_facet | Zhang, Yucheng Chu, Chien-Wei Ma, Wei Takahara, Atsushi |
author_sort | Zhang, Yucheng |
collection | PubMed |
description | [Image: see text] 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]-co-(N-(3,4-dihydroxyphenethyl) methacrylamide) [P(MEUE-co-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. |
format | Online Article Text |
id | pubmed-7144137 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-71441372020-04-10 Functionalization of Metal Surface via Thiol–Ene Click Chemistry: Synthesis, Adsorption Behavior, and Postfunctionalization of a Catechol- and Allyl-Containing Copolymer Zhang, Yucheng Chu, Chien-Wei Ma, Wei Takahara, Atsushi ACS Omega [Image: see text] 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]-co-(N-(3,4-dihydroxyphenethyl) methacrylamide) [P(MEUE-co-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. American Chemical Society 2020-03-26 /pmc/articles/PMC7144137/ /pubmed/32280892 http://dx.doi.org/10.1021/acsomega.0c00259 Text en Copyright © 2020 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes. |
spellingShingle | Zhang, Yucheng Chu, Chien-Wei Ma, Wei Takahara, Atsushi Functionalization of Metal Surface via Thiol–Ene Click Chemistry: Synthesis, Adsorption Behavior, and Postfunctionalization of a Catechol- and Allyl-Containing Copolymer |
title | Functionalization of Metal Surface via Thiol–Ene
Click Chemistry: Synthesis, Adsorption Behavior, and Postfunctionalization
of a Catechol- and Allyl-Containing
Copolymer |
title_full | Functionalization of Metal Surface via Thiol–Ene
Click Chemistry: Synthesis, Adsorption Behavior, and Postfunctionalization
of a Catechol- and Allyl-Containing
Copolymer |
title_fullStr | Functionalization of Metal Surface via Thiol–Ene
Click Chemistry: Synthesis, Adsorption Behavior, and Postfunctionalization
of a Catechol- and Allyl-Containing
Copolymer |
title_full_unstemmed | Functionalization of Metal Surface via Thiol–Ene
Click Chemistry: Synthesis, Adsorption Behavior, and Postfunctionalization
of a Catechol- and Allyl-Containing
Copolymer |
title_short | Functionalization of Metal Surface via Thiol–Ene
Click Chemistry: Synthesis, Adsorption Behavior, and Postfunctionalization
of a Catechol- and Allyl-Containing
Copolymer |
title_sort | functionalization of metal surface via thiol–ene
click chemistry: synthesis, adsorption behavior, and postfunctionalization
of a catechol- and allyl-containing
copolymer |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7144137/ https://www.ncbi.nlm.nih.gov/pubmed/32280892 http://dx.doi.org/10.1021/acsomega.0c00259 |
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