Synthesis of novel thioxanthone-containing macromolecular photosensitizer and its photocatalytic property. (12th June 2019)

• Record Type: Journal Article
• Authors: Ding, Aishun; Chen, Yang; Wang, Guowei; Zhang, Yaopeng; Hu, Jianhua; Guo, Hao
• Is Part Of: Polymer. Volume 174(2019)
• Page Start: 101
• Page End: 108
• Publication Date: 2019-06-12
• Subjects: Thioxanthone -- Photosensitizer -- Recyclability -- Photooxidation -- Photocatalysis; Polymers -- Periodicals; Polymerization -- Periodicals; Polymères -- Périodiques; Polymérisation -- Périodiques; 547.7
• DOI: 10.1016/j.polymer.2019.04.063
• Languages: English
• ISSNs: 0032-3861

Abstract

Abstract: Aiming to overcome the disadvantages of small molecule photosensitizers, a novel macromolecular photosensitizer was designed and synthesized in this work. Firstly, the functional small molecule photosensitizer 9-oxo-9H-thioxanthene-2-carboxylic acid (TX-COOH) and precursor poly(2-hydroxyethyl methacrylate) (PHEMA) was individually synthesized. Then, the macromolecular photosensitizer PHEMA-TX was realized by an optimized reaction procedure between PHEMA and TX-COCl, which was previously prepared by acyl chlorination of TX-COOH. The modification efficiency was calculated as 64%. Finally, the photocatalytic reaction using the as-synthesized PHEMA-TX was investigated based on three substrates of tris(4-methoxyphenyl)phosphane, methyl(phenyl)sulfane, (4-methoxyphenyl)boronic acid. The results showed that the photocatalyst PHEMA-TX can be easily separated, recovered by a simple precipitation, and reused 7 times without significant loss of the catalytic activity. The excellent photocatalytic property, easy separation, and recyclability of PHEMA-TX were comprehensively confirmed, which contributed great potential of this novel macromolecular photosensitizer in future application. Graphical abstract: Image 1059 Highlights: A novel synthetic method of thioxanthone-containing macromolecular photosensitizer was developed. This PHEMA-TX showed nice photocatalytic activity in photo oxidation of triarylphosphane, sulfane and arylboronic acid. This photocatalyst PHEMA-TX could be easily separated, recovered by a simple precipitation, and reused.