Metal-Free Activation of Molecular Oxygen by 9-Fluorenone-Based Porous Organic Polymers for Selective Aerobic Oxidation

被引:25
作者
Wang, Yinwei [1 ,2 ]
Feng, Xiao [1 ,2 ]
Cao, Jieqi [1 ,2 ]
Zheng, Xiaoxia [1 ]
Gong, Xinbin [1 ]
Yu, Weiqiang [1 ]
Wang, Min [3 ]
Shi, Song [1 ]
机构
[1] Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, Dalian Natl Lab Clean Energy, 457 Zhongshan Rd, Dalian 116023, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
[3] Dalian Univ Technol, Sch Chem Engn, Dalian 116024, Peoples R China
基金
中国国家自然科学基金;
关键词
Heterogeneous; Metal-Free; Oxidation; Photocatalysis; Porous Organic Polymers; PHOTOCHEMICAL CROSS-LINKING; GRAPHITIC CARBON NITRIDE; VISIBLE-LIGHT; AROMATIC ALCOHOLS; EFFICIENT; DRIVEN; PHOTOCATALYST; FRAMEWORKS; CATALYSIS; STRATEGY;
D O I
10.1002/anie.202319139
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Oxygen activation is a critical step in heterogeneous oxidative processes, particularly in catalytic, electrolytic, and pharmaceutical applications. Among the various catalysts available for photocatalytic O2 activation, homogeneous aryl ketones are at the forefront. To avoid the degradation and deactivation of aryl ketones, 9-fluorenone-based porous organic polymers were designed and regulated by doping them with co-monomers. The obtained heterogeneous photocatalyst showed good performance in O2 activation, and its performance was better than that of homogeneous 9-fluorenone. The obtained heterogeneous photocatalyst showed good reusability. We believe that the presented method and findings represent an important step toward designing catalysts tailored for specific tasks. Based on the molecule of 9-fluorenone, by using a cross-linking agent, a series of porous organic polymers (POPs) were designed and synthesized through Friedel-Crafts alkylation. As heterogeneous catalysts, these polymers have good stability, can realize the activation of oxygen under mild and green conditions, and have better performance than 9-fluorenone in the photocatalytic aerobic oxidation of aromatic alcohols.image
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页数:9
相关论文
共 45 条
[1]   PHOTOCHEMICAL CROSS-LINKING OF NYLON-6,6 INDUCED BY 2-SUBSTITUTED ANTHRAQUINONES [J].
ALLEN, NS ;
HURLEY, JP ;
BANNISTER, D ;
FOLLOWS, GW .
EUROPEAN POLYMER JOURNAL, 1992, 28 (10) :1309-1314
[2]   LASER AND MICROSECOND FLASH-PHOTOLYSIS OF 2-SUBSTITUTED ANTHRAQUINONES AND PHOTOCHEMICAL CROSS-LINKING OF NYLON-6,6 POLYMER [J].
ALLEN, NS ;
HURLEY, JP ;
BANNISTER, D ;
FOLLOWS, GW ;
NAVARATNAM, S ;
PARSONS, BJ .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 1992, 68 (02) :213-226
[3]   Natural Sunlight Driven Oxidative Homocoupling of Amines by a Truxene-Based Conjugated Microporous Polymer [J].
Battula, Venugopala R. ;
Singh, Harpreet ;
Kumar, Sunil ;
Bala, Indu ;
Pal, Santanu Kumar ;
Kailasam, Kamalakannan .
ACS CATALYSIS, 2018, 8 (08) :6751-6759
[4]   Catalytic enantioselective reactions driven by photoinduced electron transfer [J].
Bauer, A ;
Westkämper, F ;
Grimme, S ;
Bach, T .
NATURE, 2005, 436 (7054) :1139-1140
[5]   N-Rich 2D Heptazine Covalent Organic Frameworks as Efficient Metal-Free Photocatalysts [J].
Chen, Dan ;
Chen, Weiben ;
Zhang, Guang ;
Li, Shen ;
Chen, Weihua ;
Xing, Guolong ;
Chen, Long .
ACS CATALYSIS, 2022, 12 (01) :616-623
[6]   Imidazole-linked porphyrin-based conjugated microporous polymers for metal-free photocatalytic oxidative dehydrogenation of N-heterocycles [J].
Chen, Yaju ;
Jiang, Jun .
SUSTAINABLE ENERGY & FUELS, 2021, 5 (24) :6478-6487
[7]   Crossover between Anti- and Pro-oxidant Activities of Graphene Quantum Dots in the Absence or Presence of Light [J].
Chong, Yu ;
Ge, Cuicui ;
Fang, Ge ;
Tian, Xin ;
Ma, Xiaochuan ;
Wen, Tao ;
Wamer, Wayne G. ;
Chen, Chunying ;
Chai, Zhifang ;
Yin, Jun-Jie .
ACS NANO, 2016, 10 (09) :8690-8699
[8]   Porous Organic Materials: Strategic Design and Structure-Function Correlation [J].
Das, Saikat ;
Heasman, Patrick ;
Ben, Teng ;
Qiu, Shilun .
CHEMICAL REVIEWS, 2017, 117 (03) :1515-1563
[9]   Nitrogen vacancy engineered graphitic C3N4-based polymers for photocatalytic oxidation of aromatic alcohols to aldehydes [J].
Ding, Jing ;
Xu, Wei ;
Wan, Hui ;
Yuan, Dashui ;
Chen, Chong ;
Wang, Lei ;
Guan, Guofeng ;
Dai, Wei-Lin .
APPLIED CATALYSIS B-ENVIRONMENTAL, 2018, 221 :626-634
[10]   A convenient route to 1,4-monoprotected dialdehydes, 1,4-ketoaldehydes, γ-lactols and γ-lactones through radical alkylation of α,β-unsaturated aldehydes in organic and organic-aqueous media [J].
Dondi, D ;
Caprioli, I ;
Fagnoni, M ;
Mella, M ;
Albini, A .
TETRAHEDRON, 2003, 59 (07) :947-957