Naphthalenyl-phenylacrylonitrile-based supramolecular aqueous artificial light-harvesting system for photochemical catalysis. (May 2022)

• Record Type: Journal Article
• Authors: Sun, Guangping; Cai, Lijuan; Cui, Huihui; Hu, Yanqiang; Wang, Jin; Wang, Minmin; Zhu, Jinli; Sun, Tongming; Tang, Yanfeng
• Is Part Of: Dyes and pigments. Volume 201(2022)
• Publication Date: 2022-05
• Subjects: Artificial light-harvesting -- Host-guest interaction -- Supramolecular self-assembly -- Energy transfer -- White light emission -- Photocatalysis; Dyes and dyeing -- Periodicals; Pigments -- Periodicals; 667.2
• DOI: 10.1016/j.dyepig.2022.110257
• Languages: English
• ISSNs: 0143-7208

Abstract

Abstract: Highly efficient aqueous artificial-light-harvesting systems (ALHSs) were successfully fabricated based on the supramolecular assembly of naphthalenyl-phenylacrylonitrile derivative (NPT ), water-soluble pillar [5]arene (WP5 ), and three kinds of pigments (4, 7-di(2-thienyl)-2, 1, 3-benzothiadiazole (DBT ), Eosin Y (ESY ), and sulforhodamine-101 (SR101 )). The assembled ALHSs perform a high energy-transfer-efficiency (ΦETE ) and antenna effect (90.9% and 40.6 for WP5 ⊃NPT-DBT, 81.5% and 39.1 for WP5 ⊃NPT-ESY as well as 71.3% and 38.4 for WP5 ⊃NPT-SR101 ), suggesting that the energy of WP5 ⊃NPT complex has been effectively transferred to pigment acceptors (DBT, ESY, and SR101 ). Notably, during the energy-transfer process of WP5 ⊃NPT-SR101 ALHS, a white light emission (ΦQY = 24.21%) could be achieved by tuning the molar-ratio of [NPT ]/[SR101 ] to 250:1, which is close to that of natural light-harvesting system, displaying a promising application in simulating natural light-harvesting system. Furthermore, the WP5 ⊃NPT-SR101 ALHS was successfully utilized as nanoreactors to catalyze the free-radical dehalogenation reactions of 2-bromo-acetophenone, 2-bromo-4′-methylacetophenone, and 2-bromo-4′-nitroacetophenone with the yields of 92%, 90% as well as 95%, which realized the energy transformation from solar-energy to chemical-energy, displaying a potential prospect in the field of artificial photosynthesis systems. Graphical abstract: Image 1 Highlights: Highly efficient artificial light-harvesting systems were successfully constructed in aqueous solution. The fabricated ALHSs show high energy transfer efficiency and antenna effect. A remarkable white light emission was successfully achieved with an ultrahigh energy donor/acceptor ratio of 250:1. The harvested energy was successfully utilized to catalyze the photochemical reaction.