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Atom Transfer Radical Polymerization of Functionalized Vinyl Monomers Using Perylene as a Visible Light Photocatalyst
Published on: April 22, 2016
High-efficient lignin-based polymerizable macromolecular photoinitiator with UV-blocking property for visible light
Yujie Qi1, Xueqin Zhang2, Xing Huang2
1Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100190, China; University of Chinese Academy of Sciences, Beijing 100049, China.
Abstract:
Developing high-efficient visible light macromolecular photoinitiator (macro PI) with excellent initiation performance, low migration, high biosafety and multi-function is beneficial to broaden the application of photopolymer. Lignin contains chromophores which could generate free radicals under light irradiation. In this study, a lignin-based polymerizable macro PI (DAL-11ene-amine) was designed and synthesized through covalent grafting 10-undecenoyl chloride (11ene) and hydrogen donor 4-(dimethylaminobenzoic acid) ethyl ester (EDAB) into dealkaline lignin (DAL) skeleton. The structure of DAL-11ene-amine was characterized by UV-vis, FTIR, 1H NMR, GPC, and 31P NMR spectra. Under the irradiation of a 405 nm LED, DAL-11ene-amine can directly produce active species and initiate the polymerization of acrylate monomers or thiol-ene click reaction. The photoinitiation efficiency of DAL-11ene-amine is higher than that of DAL-11ene or the two-component combination of DAL-11ene and EDAB. Using DAL-11ene-amine as PI, the prepared polymer films exhibit excellent UV-blocking property. With only 0.5 wt% addition of DAL-11ene-amine, nearly 100% of UVB + UVC and the most of UVA can be blocked by the films. Moreover, DAL-11ene-amine exhibits higher migration stability and biosafety because it can be covalently linked into polymer cross-linking networks. The results indicate that DAL-11ene-amine has great application potentials in preparing environmentally friendly UV-blocking films and biosafety coatings.
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