UV-Triggered Polymerization, Deposition, and Patterning of Plant Phenolic Compounds

被引:135
作者
Behboodi-Sadabad, Farid [1 ]
Zhang, Huijie [2 ]
Trouillet, Vanessa [3 ,4 ]
Welle, Alexander [4 ,5 ]
Plumere, Nicolas [2 ]
Levkin, Pavel A. [1 ]
机构
[1] Karlsruhe Inst Technol, Inst Toxicol & Genet, Inst Organ Chem, D-76021 Karlsruhe, Germany
[2] Ruhr Univ Bochum, Ctr Electrochem Sci, D-44780 Bochum, Germany
[3] Karlsruhe Inst Technol, Inst Appl Mat, D-76021 Karlsruhe, Germany
[4] Karlsruhe Inst Technol, Karlsruhe Nano Micro Facil, D-76021 Karlsruhe, Germany
[5] Karlsruhe Inst Technol, Inst Funct Interfaces, D-76021 Karlsruhe, Germany
关键词
photopatterning; plant phenolics; polyphenol nanocoating; surface modification; UV-induced polymerization; MULTIFUNCTIONAL COATINGS; SINGLET OXYGEN; CAFFEIC ACID; POLYPHENOLIC ANTIOXIDANTS; DOPAMINE POLYMERIZATION; IN-VIVO; CHEMISTRY; OXIDATION; TEA; ELECTROPHORESIS;
D O I
10.1002/adfm.201700127
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Plant-derived phenolic compounds, rich in catechol and pyrogallol moieties, can form multifunctional coatings on various substrates following polymerization under mildly alkaline conditions. Despite many appealing features of such coatings, the difficulty to control polymerization of phenolic compounds spatially and temporally limits their number of potential applications. In this study, it is demonstrated that UV irradiation can trigger oxidative polymerization and deposition of plant-derived phenolic compounds, which opens the possibility to create 2D gradients and patterns of polyphenol coatings and control this polymerization temporally. UV-vis spectroscopy, electrospray ionization mass spectrometry, and cyclic voltammetry analyses are used to investigate the UV-induced polymerization of several plant-derived phenolic compounds including pyrogallol, tannic acid, caffeic acid, and gallic acid. Formation of polyphenol coatings on polar and nonpolar substrates after UV irradiation has been studied using water contact angle measurements, atomic force microscopy, time of flight secondary ion mass spectrometry, and X-ray photoelectron spectroscopy (XPS). The possibility to use UV-light to accelerate polymerization of phenolic compounds and perform micropatterning can extend the scope of potential applications of the large class of structurally diverse plant-derived phenolic compounds.
引用
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页数:11
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