Efficient Photoredox Cycles to Control Perylenediimide Self-Assembly

被引:6
作者
Chen, Chunfeng [1 ]
Valera, Jorge S. [1 ]
Adachi, Takuji B. M. [2 ]
Hermans, Thomas M. [1 ]
机构
[1] Univ Strasbourg, UMR7140, CNRS, 4 Rue Blaise Pascal, F-67081 Strasbourg, France
[2] Dept Phys Chem Sci II, 30 Quai Ernest Ansermet, CH-1211 Geneva 4, Switzerland
基金
欧洲研究理事会;
关键词
ketyl radical; perylenediimide; photoreduction; redox; self-assembly; PHOTOINDUCED ELECTRON-TRANSFER; RADICAL-ANIONS; SUPRAMOLECULAR POLYMERIZATION; ARYL HALIDES; DIIMIDE DYE; BISIMIDE; REDUCTION; AGGREGATION; DIANIONS; FILMS;
D O I
10.1002/chem.202202849
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Photoreduction of perylenediimide (PDI) derivatives has been widely studied for use in photocatalysis, hydrogen evolution, photo-responsive gels, and organic semiconductors. Upon light irradiation, the radical anion (PDI.-) can readily be obtained, whereas further reduction to the dianion (PDI.-) is rare. Here we show that full 2-electron photoreduction can be achieved using UVC light: 1) in anaerobic conditions by 'direct photoreduction' of PDI aggregates, or 2) by 'indirect photoreduction' in aerobic conditions due to acetone ketyl radicals. The latter strategy is also efficient for other dyes, such as naphthalenediimide (NDI) and methylviologen (MV2+). Efficient photoreduction on the minute time-scale using simple LED light in aerobic conditions is attractive for use in dissipative light-driven systems and materials.
引用
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页数:5
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