NIR-Absorbing B,N-Heteroarene as Photosensitizer for High-Performance NIR-to-Blue Triplet-Triplet Annihilation Upconversion

Angew Chem Int Ed Engl. 2023 Jun 19;62(25):e202303093. doi: 10.1002/anie.202303093. Epub 2023 May 9.

Abstract

Triplet-triplet annihilation upconversion (TTA-UC) with near-infrared (NIR) photosensitizers is highly desirable for a variety of emerging applications. However, the development of NIR-to-blue TTA-UC with a large anti-Stokes shift is extremely challenging because of the energy loss during the intersystem crossing (ISC). Here, we develop the first NIR-absorbing B,N-heteroarene-based sensitizer (BNS) with multi-resonance thermally activated delayed fluorescence (MR-TADF) characters to achieve efficient NIR-to-blue TTA-UC. The small energy gap between the singlet and triplet excited states (0.14 eV) of BNS suppresses the ISC energy loss, and its long-delayed fluorescence lifetime (115 μs) contributes to efficient triplet energy transfer. As a result, the largest anti-Stokes shift (1.03 eV) among all heavy-atom-free NIR-activatable TTA-UC systems is obtained with a high TTA-UC quantum yield of 2.9 % (upper limit 50 %).

Keywords: Boron; Heteroarene; Near-Infrared; Sensitizer; Triplet-Triplet Annihilation.

MeSH terms

  • Cytoskeleton*
  • Energy Transfer
  • Fluorescence
  • Photosensitizing Agents* / pharmacology
  • Vibration

Substances

  • Photosensitizing Agents