Visible Light Anthraquinone Functional Phthalocyanine Photoinitiator for Free-Radical and Cationic Polymerizations

被引:51
作者
Breloy, Louise [1 ]
Brezova, Vlasta [2 ]
Blacha-Grzechnik, Agata [3 ]
Presset, Marc [1 ]
Yildirim, Mustafa Semih [4 ]
Yilmaz, Ismail [4 ]
Yagci, Yusuf [4 ]
Versace, Davy-Louis [1 ]
机构
[1] CNRS, ICMPE, UMR Equipe Syst Polymeres Complexes SPC 7182, 2-8 Rue Henri Dunant, F-94320 Thiais, France
[2] Slovak Univ Technol Bratislava, Dept Phys Chem, Inst Phys Chem & Chem Phys, Radlinskeho 9, SK-81237 Bratislava, Slovakia
[3] Silesian Tech Univ, Fac Chem, Strzody 9, PL-44100 Gliwice, Poland
[4] Istanbul Tech Univ, Dept Chem, TR-34469 Istanbul, Turkey
关键词
METAL-FREE PHTHALOCYANINE; PHENOTHIAZINIUM PHOTOSENSITIZERS; ELECTROSPUN FIBERS; SINGLET OXYGEN; DERIVATIVES; PHOTOPOLYMERIZATIONS; ELECTROCHEMISTRY; PHOTOGENERATION; SPECTROSCOPY; DEGRADATION;
D O I
10.1021/acs.macromol.9b01630
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
We report for the first time the synthesis and use of a visible light-sensitive anthraquinone functional phthalocyanine (AQ-ZnPc) in combination with a suitable electron donor (methyldiethanol amine, MDEA), electron acceptor (iodonium salt), or H-donor (thiol derivative, trithiol) as photoinitiating systems for the free-radical and cationic photopolymerization. These unprecedented combinations for the FRP and CP under visible light irradiation promoted high acrylate and epoxy conversions with efficiency comparable to well-known camphorquinone-based photoinitiating systems. As evidenced by electron paramagnetic resonance and laser flash photolysis experiments, AQ-ZnPc acts either as an electron donor via a photoinduced electron transfer pathway with iodonium salt or as a proton/proton-coupled electron transfer promoter when combined with MDEA or a thiol derivative. Moreover, AQ-ZnPc was shown to be very active as a singlet oxygen promoter when introduced in an interpenetrated polymer network for preventing the adhesion and proliferation of bacteria under visible light activation.
引用
收藏
页码:112 / 124
页数:13
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