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CAS: 1296869-56-1
MF: C19H8BN2F2I
MW: 439.99202
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Jian-Yu Zheng

Nankai University
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Co-reporter: Qin-Qin Hu, Yi-Zhou Zhu, Shao-Chun Zhang, Yu-Zhang Tong and Jian-Yu Zheng
pp: NaN15530-15530
Publication Date(Web):2015/07/23
DOI: 10.1039/C5DT01184A
Three meso-2′-linked porphyrin–BODIPY hybrids which contain one, two, and four BODIPY units (BDP–ZnP, 2BDP–ZnP, and 4BDP–ZnP), respectively, were synthesized. Their photophysical properties were investigated by UV-vis and fluorescence spectroscopy, cyclic voltammetry, and femtosecond transient absorption spectroscopy, as well as by theoretical calculations. The electronic properties of the constituent chromophores were found to be largely retained in these hybrids. Meanwhile, efficient and rapid energy transfers from 1BDP* to ZnP were evaluated to be 1.2 × 1011, 1.5 × 1011, and 1.1 × 1011 s−1, respectively.
Co-reporter: Qin-Qin Hu, Yi-Zhou Zhu, Shao-Chun Zhang, Yu-Zhang Tong and Jian-Yu Zheng  
pp: 15523-15530
Publication Date(Web):23 Jul 2015
DOI: 10.1039/C5DT01184A
Three meso-2′-linked porphyrin–BODIPY hybrids which contain one, two, and four BODIPY units (BDP–ZnP, 2BDP–ZnP, and 4BDP–ZnP), respectively, were synthesized. Their photophysical properties were investigated by UV-vis and fluorescence spectroscopy, cyclic voltammetry, and femtosecond transient absorption spectroscopy, as well as by theoretical calculations. The electronic properties of the constituent chromophores were found to be largely retained in these hybrids. Meanwhile, efficient and rapid energy transfers from 1BDP* to ZnP were evaluated to be 1.2 × 1011, 1.5 × 1011, and 1.1 × 1011 s−1, respectively.

Cheng Yang

Sichuan University
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Jason J. Chruma

Sichuan University
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Jianzhang Zhao

University of Bath
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Co-reporter: Ling Huang;Xiaoneng Cui; Bruno Therrien; Jianzhang Zhao
pp: 17472-17482
Publication Date(Web):
DOI: 10.1002/chem.201302492

Abstract

C60–bodipy triads and tetrads based on the energy-funneling effect that show broadband absorption in the visible region have been prepared as novel triplet photosensitizers. The new photosensitizers contain two or three different light-harvesting antennae associated with different absorption wavelengths, resulting in a broad absorption band (450–650 nm). The panchromatic excitation energy harvested by the bodipy moieties is funneled into a spin converter (C60), thus ensuring intersystem crossing and population of the triplet state. Nanosecond time-resolved transient absorption and spin density analysis indicated that the T1 state is localized on either C60 or the antennae, depending on the T1 energy levels of the two entities. The antenna-localized T1 state shows a longer lifetime (τT=132.9 μs) than the C60-localized T1 state (ca. 27.4 μs). We found that the C60 triads and tetrads can be used as dual functional photocatalysts, that is, singlet oxygen (1O2) and superoxide radical anion (O2.) photosensitizers. In the photooxidation of naphthol to juglone, the 1O2 photosensitizing ability of the C60 triad is a factor of 8.9 greater than the conventional triplet photosensitizers tetraphenylporphyrin and methylene blue. The C60 dyads and triads were also used as photocatalysts for O2.-mediated aerobic oxidation of aromatic boronic acids to produce phenols. The reaction times were greatly reduced compared with when [Ru(bpy)3Cl2] was used as photocatalyst. Our study of triplet photosensitizers has shown that broadband absorption in the visible spectral region and long-lived triplet excited states can be useful for the design of new heavy-atom-free organic triplet photosensitizers and for the application of these triplet photosensitizers in photo-organocatalysis.

Co-reporter: Wanhua Wu, Lianlian Liu, Xiaoneng Cui, Caishun Zhang and Jianzhang Zhao  
pp: 14374-14379
Publication Date(Web):20 Aug 2013
DOI: 10.1039/C3DT51927A
Bodipy is used for the preparation of Pt(II) bisacetylide complexes which show strong absorption of visible light and long-lived triplet state. Room temperature (RT) near-IR phosphorescence of Bodipy was observed. The π-conjugation framework of visible light-harvesting Bodipy ligand was connected to the Pt(II) center by the CC bond. The complexes were used as triplet photosensitizers for triplet–triplet annihilation (TTA) upconversion.
Co-reporter: Wanhua Wu, Lianlian Liu, Xiaoneng Cui, Caishun Zhang and Jianzhang Zhao
pp: NaN14379-14379
Publication Date(Web):2013/08/20
DOI: 10.1039/C3DT51927A
Bodipy is used for the preparation of Pt(II) bisacetylide complexes which show strong absorption of visible light and long-lived triplet state. Room temperature (RT) near-IR phosphorescence of Bodipy was observed. The π-conjugation framework of visible light-harvesting Bodipy ligand was connected to the Pt(II) center by the CC bond. The complexes were used as triplet photosensitizers for triplet–triplet annihilation (TTA) upconversion.

Zhen Shen

Nanjing University
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XuQiong Xiao

Hangzhou Normal University
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Hua Lu

Hangzhou Normal University
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Co-reporter: Lizhi Gai, Hua Lu, Bin Zou, Guoqiao Lai, Zhen Shen and Zhifang Li  
pp: 8840-8846
Publication Date(Web):27 Jul 2012
DOI: 10.1039/C2RA21040A
Boron-dipyrromethenes (BODIPYs) dimers with phenyl and bulky triphenylsilylphenyl substituents were synthesized through oxidative self-coupling of the 2-position with FeCl3. Spectroscopic properties of all the dyes in various solvents and on films have been investigated. In comparison with the corresponding monomers, the dimers exhibit higher molar absorption coefficients, relative moderate fluorescent quantum yields and redshifted wavelengths. The luminescence yields of the dimers are solvent polarity dependent and decrease dramatically in acetonitrile. More intensive solid-state emission of triphenylsilylphenyl substituted BODIPY dimer is observed with a quantum yield of 9.7% relative to the phenyl substituted dimer, which could be attributed to the introduction of the bulky group that inhibits aggregation.

Guo-Qiao Lai

Hangzhou Normal University
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XiaoPeng Xuan

Henan Normal University
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Yue Zhao

Nanjing University
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