Styryl Bodipy-C60 Dyads as Efficient Heavy-Atom-Free Organic Triplet Photosensitizers

被引:170
|
作者
Huang, Ling [1 ]
Yu, Xuerong [1 ]
Wu, Wanhua [1 ]
Zhao, Jianzhang [1 ]
机构
[1] Dalian Univ Technol, Sch Chem Engn, State Key Lab Fine Chem, Dalian 116024, Peoples R China
关键词
PHOTOINDUCED ELECTRON-TRANSFER; SINGLET OXYGEN GENERATION; FULLERENE DYAD; EXCITED-STATES; PHOTOPHYSICAL PROPERTIES; COORDINATION-COMPOUNDS; UP-CONVERSION; LIGHT; DYES; ENERGY;
D O I
10.1021/ol3008843
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
C-60-styryl Bodipy dyads that show strong absorption of visible light (epsilon = 64 600 M-1 cm(-1) at 657 nm) and a long-lived triplet excited state (tau(T)=123.2 mu s) are prepared. The dyads were used as heavy-atom-free organic triplet photosensitizers for photooxidation of 1,5-dihydroxynaphthalene via the photosensitizing of singlet oxygen (O-1(2)). The photooxidation efficiency of the dyads compared to the conventional Ir(III) complex O-1(2) photosensitizer increased 19-fold.
引用
收藏
页码:2594 / 2597
页数:4
相关论文
共 50 条
  • [31] Triplet Harvesting Using Two-Photon Absorption in Substituted Naphthalimides for Their Application as Heavy-Atom-Free Photosensitizers
    Samanta, Pralok K.
    English, Niall J.
    JOURNAL OF PHYSICAL CHEMISTRY C, 2020, 124 (15): : 8178 - 8185
  • [32] Heavy-atom-free π-twisted photosensitizers for fluorescence bioimaging and photodynamic therapy
    Sanchez, Dario Puchan
    Morice, Korentin
    Mutovska, Monika G.
    Khrouz, Lhoussain
    Josse, Pierre
    Allain, Magali
    Gohier, Frederic
    Blanchard, Philippe
    Monnereau, Cyrille
    Le Bahers, Tangui
    Sabouri, Nasim
    Zagranyarski, Yulian
    Cabanetos, Clement
    Deiana, Marco
    JOURNAL OF MATERIALS CHEMISTRY B, 2024, 12 (33) : 8107 - 8121
  • [33] Accessing the Triplet State in Heavy-Atom-Free Perylene Diimides
    Yu, Zhenyi
    Wu, Yishi
    Peng, Qian
    Sun, Chunlin
    Chen, Jianwei
    Yao, Jiannian
    Fu, Hongbing
    CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (14) : 4717 - 4722
  • [34] Quantitative Structure-Property Relationship Modelling for the Prediction of Singlet Oxygen Generation by Heavy-Atom-Free BODIPY Photosensitizers
    Buglak, Andrey A.
    Charisiadis, Asterios
    Sheehan, Aimee
    Kingsbury, Christopher J.
    Senge, Mathias O.
    Filatov, Mikhail A.
    CHEMISTRY-A EUROPEAN JOURNAL, 2021, 27 (38) : 9934 - 9947
  • [35] Perylenebisimide-fullerene dyads as heavy atom free triplet photosensitizers with unique singlet oxygen generation efficiencies
    Ozturk, Ezel
    Eserci, Hande
    Okutan, Elif
    JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2019, 385
  • [36] Using C60-bodipy dyads that show strong absorption of visible light and long-lived triplet excited states as organic triplet photosensitizers for triplet-triplet annihilation upconversion
    Yang, Pei
    Wu, Wanhua
    Zhao, Jianzhang
    Huang, Dandan
    Yi, Xiuyu
    JOURNAL OF MATERIALS CHEMISTRY, 2012, 22 (38) : 20273 - 20283
  • [37] Heavy-atom-free triplet benzothiophene-fused BODIPY derivatives for lipid droplet-specific biomaging and photodynamic therapy
    Bu, Weibin
    Yu, Changjiang
    Man, Yingxiu
    Li, Jiazhu
    Wu, Qinghua
    Gui, Shuangying
    Wei, Yaxiong
    Jiao, Lijuan
    Hao, Erhong
    CHEMICAL COMMUNICATIONS, 2024, 60 (72) : 9809 - 9812
  • [38] Preparation of ketocoumarins as heavy atom-free triplet photosensitizers for triplet—triplet annihilation upconversio
    Dandan Huang
    Jifu Sun
    Lihua Ma
    Caishun Zhang
    Jianzhang Zhao
    Photochemical & Photobiological Sciences, 2013, 12 : 872 - 882
  • [39] Heavy-Atom-Free Photosensitizers: From Molecular Design to Applications in the Photodynamic Therapy of Cancer
    Van-Nghia Nguyen
    Yan, Yuxin
    Zhao, Jianzhang
    Yoon, Juyoung
    ACCOUNTS OF CHEMICAL RESEARCH, 2021, 54 (01) : 207 - 220
  • [40] Efficient Intersystem Crossing in Heavy-Atom-Free Perylenebisimide Derivatives
    Yang, Wenbo
    Zhao, Jianzhang
    Sonn, Christoph
    Escudero, Daniel
    Karatay, Ahmet
    Yaglioglu, H. Gul
    Kucukoz, Betul
    Hayvali, Mustafa
    Li, Chen
    Jacquemin, Denis
    JOURNAL OF PHYSICAL CHEMISTRY C, 2016, 120 (19): : 10162 - 10175