Conjugated porous polymer based on BOPHY dyes as photocatalyst under visible light

被引:56
作者
Lopez-Calixto, Carmen G. [1 ]
Cabrera, Silvia [2 ,3 ]
Perez-Ruiz, Raul [1 ,5 ]
Barawi, Mariam [1 ]
Aleman, Jose [2 ,4 ]
de la Pena O'Shea, Victor A. [1 ]
Liras, Marta [1 ]
机构
[1] IMDEA Energy Inst, Photoactivated Proc Unit, Ramon de la Sagra 3, Mostoles 28935, Spain
[2] Univ Autonoma Madrid, Inst Adv Res Chem Sci IAdChem, E-28049 Madrid, Spain
[3] Univ Autonoma Madrid, Inorgan Chem Dept, Modulo 7, E-28049 Madrid, Spain
[4] Univ Autonoma Madrid, Organ Chem Dept, Modulo 1, E-28049 Madrid, Spain
[5] Univ Politecn Valencia, Dept Quim, Camino Vera S-N, E-46022 Valencia, Spain
关键词
BOPHY; Conjugated porous polymer; Photoredox; Photocatalyst; ORGANIC-PHOTOCATALYSTS; PHOTOREDOX CATALYSIS; MICROPOROUS POLYMERS; AEROBIC OXIDATION; ORGANOCATALYSIS; SULFIDES; ELECTRON;
D O I
10.1016/j.apcatb.2019.117933
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The design and synthesis of new conjugated porous polymers based on BOPHY moiety (IEP-7 and IEP-8) which shows heterogeneous photocatalytic activity under visible light is reported. Both porous polymers are efficient photocatalysts in the selective oxidation of several sulfides into sulfoxides. The proposed mechanism is elucidated by steady state photolysis, fluorescence quenching and transient absorption spectroscopy, which follows a type I photosensitizing oxidation involving superoxide radical anion formation (O-2(-)). Electron transfer from the sulfide derivative to the photocatalyst singlet exited state takes place, giving rise the corresponding radical ion pairs. Back electron transfer from oxygen molecular to the reduced BOPHY moiety with recovery of the photocatalyst, led to the formation of superoxide radical anion in an exergonic process.
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页数:9
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共 43 条
[1]   Electron transfer and singlet oxygen mechanisms in the photooxygenation of dibutyl sulfide and thioanisole in MeCN sensitized by N-methylquinolinium tetrafluoborate and 9,10-dicyanoanthracene.: The probable involvement of a thiadioxirane intermediate in electron transfer photooxygenations [J].
Baciocchi, E ;
Del Giacco, T ;
Elisei, F ;
Gerini, MF ;
Guerra, M ;
Lapi, A ;
Liberali, P .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (52) :16444-16454
[2]   Porous organic polymers as emerging new materials for organic photovoltaic applications: current status and future challenges [J].
Bildirir, Hakan ;
Gregoriou, Vasilis G. ;
Avgeropoulos, Apostolos ;
Scherfd, Ullrich ;
Chochos, Christos L. .
MATERIALS HORIZONS, 2017, 4 (04) :546-556
[3]   Photosensitized oxidation of sulfides: Discriminating between the singlet-oxygen mechanism and electron transfer involving superoxide anion or molecular oxygen [J].
Bonesi, Sergio M. ;
Manet, Ilse ;
Freccero, Mauro ;
Fagnoni, Maurizio ;
Albini, Angelo .
CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (18) :4844-4857
[4]   Visible light photoredox-controlled reactions of N-radicals and radical ions [J].
Chen, Jia-Rong ;
Hu, Xiao-Qiang ;
Lu, Liang-Qiu ;
Xiao, Wen-Jing .
CHEMICAL SOCIETY REVIEWS, 2016, 45 (08) :2044-2056
[5]   Designed Synthesis of a 2D Porphyrin-Based sp2 Carbon-Conjugated Covalent Organic Framework for Heterogeneous Photocatalysis [J].
Chen, Rufan ;
Shi, Ji-Long ;
Ma, Yuan ;
Lin, Guiqing ;
Lang, Xianjun ;
Wang, Cheng .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (19) :6430-6434
[6]   Heterogeneous photocatalytic nanomaterials: prospects and challenges in selective transformations of biomass-derived compounds [J].
Colmenares, Juan Carlos ;
Luque, Rafael .
CHEMICAL SOCIETY REVIEWS, 2014, 43 (03) :765-778
[7]   Photocatalytic materials: recent achievements and near future trends [J].
Fresno, Fernando ;
Portela, Raquel ;
Suarez, Silvia ;
Coronado, Juan M. .
JOURNAL OF MATERIALS CHEMISTRY A, 2014, 2 (09) :2863-2884
[8]   A Conjugated Microporous Polymer for Palladium-Free, Visible Light-Promoted Photocatalytic Stille-Type Coupling Reactions [J].
Ghasimi, Saman ;
Bretschneider, Simon A. ;
Huang, Wei ;
Landfester, Katharina ;
Zhang, Kai A. I. .
ADVANCED SCIENCE, 2017, 4 (08)
[9]   Water Compatible Conjugated Microporous Polyazulene Networks as Visible-Light Photocatalysts in Aqueous Medium [J].
Ghasimi, Saman ;
Landfester, Katharina ;
Zhang, Kai A. I. .
CHEMCATCHEM, 2016, 8 (04) :694-698
[10]   Metal Sulfide Photocatalysis: Visible-Light-Induced Organic Transformations [J].
Hao, Huimin ;
Lang, Xianjun .
CHEMCATCHEM, 2019, 11 (05) :1378-1393