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Truxene-bridged Bodipy fullerene tetrads without precious metals: study of the energy transfer and application in triplet–triplet annihilation upconversion

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Abstract

Fullerenes can generate a triplet state efficiently without invoking the heavy-atom effect. However, their weak absorption in the visible spectral range makes fullerenes not an ideal triplet photosensitizer (PS). Herein, novel truxene-bridged fullerene and Bodipy tetrads were prepared by attaching Bodipy or Zn–porphyrin units (T-2B-C60 and T-B-C60-P) which show a stronger absorption band in the visible spectral range, and the maximum molar absorption coefficient is up to 5.63 × 105 M−1 cm−1 at 428 nm for T-B-C60-P. These tetrads show efficient singlet energy transfer from the Bodipy moiety to the fullerene/Zn–porphyrin moiety, the energy transfer rate constant is 2.72 × 109 s−1 and the efficiency is up to 90% for T-2B-C60. Electrochemical and computational studies show that T-B-C60-P exhibits photo electron transfer from fullerene to Zn–porphyrin and a T-B-C60˙-P+˙ charge-separated state is formed. Nanosecond time-resolved transient difference absorption spectra show that the triplet excited state of T-B-C60-P is distributed on both the fullerene moiety and the Zn–porphyrin moiety, which can be used as the triplet PS for two-color excitable triplet–triplet annihilation upconversion, with a large anti-Stokes shift of 4074 cm−1.

Graphical abstract: Truxene-bridged Bodipy fullerene tetrads without precious metals: study of the energy transfer and application in triplet–triplet annihilation upconversion

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Article information


Submitted
23 Jul 2020
Accepted
21 Sep 2020
First published
23 Sep 2020

J. Mater. Chem. C, 2020, Advance Article
Article type
Paper

Truxene-bridged Bodipy fullerene tetrads without precious metals: study of the energy transfer and application in triplet–triplet annihilation upconversion

Y. Che, X. Yuan, L. Sun, H. Xu, X. Zhao, F. Cai, L. Liu and J. Zhao, J. Mater. Chem. C, 2020, Advance Article , DOI: 10.1039/D0TC03490H

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