Triplet-triplet annihilation photon-upconversion in hydrophilic media with biorelevant cholesteryl triplet energy acceptors

Yun, Young Ju; Isokuortti, Jussi; Laaksonen, Timo; Durandin, Nikita; Ayitou, A. Jean Luc

doi:10.1016/j.jphotochem.2021.113412

Cited by 3 publications

(4 citation statements)

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“…The higher value of I th for dyad 4 suggests that the inter-dyad interaction/TEnT with free DPA molecules is competing with the formation of the CT state/species. On the other hand, the lower I th value, for co-facial type dyad 5 , correlates with previously reported data (from our group), 36 where the TTA-UC process using free QDN and DPA chromophores gave Φ UC = 2–4% in PEG200 with the I th value of 1790 mW cm −2 . The comprehensive dyads' photophysical pathway and TTA-UC process are summarized in Fig.…”

Section: Resultssupporting

confidence: 91%

Section: Triplet-triplet Annihilation Photon Up-conversionsupporting

confidence: 92%

“…The introduction of the acetylenic spacer has contributed to reducing the HOMO/HOMO−1 levels of the acceptor unit, albeit the triplet energy level of the acceptor ( E T ≈ 1.53 eV) 35 remains unchanged. Concurrent to the report on dyad 3 , we also reported 36 that QDN (with E T ≈ 1.77 eV in DCM at 77 K and 1.67 eV in PEG200) could be used to perform endothermic triplet sensitization of 9,10-diphenyl anthracene ( DPA ) ( E T ≈ 1.78 eV) 37 leading to DPA triplet–triplet annihilation photon upconversion (TTA-UC) with a quantum yield ( Φ UC ) of 2% (4% after correcting for inner filter effect). By replacing Per (in dyad 3 ) with DPA , it is expected that the QDN → DPA TEnT process will not be affected but the issue with mismatched electronic bandgap would be “corrected” based on the relative energies of the frontier molecular orbitals (see Fig.…”

Section: Introductionsupporting

confidence: 70%

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Triplet photodynamic and up-conversion luminescence in donor–acceptor dyads with slip-stacked vs. co-facial arrangement

et al. 2022

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Section: Resultssupporting

confidence: 91%

Section: Triplet-triplet Annihilation Photon Up-conversionsupporting

confidence: 92%

Section: Introductionsupporting

confidence: 70%

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Triplet photodynamic and up-conversion luminescence in donor–acceptor dyads with slip-stacked vs. co-facial arrangement

et al. 2022

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“…We reported earlier that the proaromatic characteristic of all other reported quinoidal acene-thioamides is the major factor influencing these chromophores’ optoelectronic and photo-excited-state behavior . These unique characteristics of the quinoidal acene-thioamide chromophores have been extensively exploited/harnessed for several processes, such as the triplet photosensitization − and photometric sensing of heavy metal ions . To further explore the behavior of quinoidal acene-thioamide chromophores on metal surfaces, we investigated the adsorption and self-assembly of Ph 2 QDM on atomic well-defined metal surfaces, specifically Au(111), Au(100), and Ag(100) single-crystal surfaces using scanning tunneling microscopy (STM).…”

Section: Introductionmentioning

confidence: 99%

Substrate Effects in the Self-Assembling of N,N-Diphenylquinodimethyl Thioamide on Transition Metals

et al. 2023

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Quinoidal acene-thioamides are a new class of organic light-harvesting chromophores used for several applications, including triplet photosensitization and photometric sensing of metal ions. These chromophores' versatility and attractive photophysics make them suitable for engineering transition-metal− organic hybrid photomaterials. In this regard, we investigated the self-assembly and behavior of N,N-diphenylquinodimethyl thioamide (Ph 2 QDM) nanostructures on transition-metal surfaces for potential applications in photocatalysis and photosensors. In this work, Ph 2 QDM molecules were deposited onto Au(111), Au(100), and Ag(100) surfaces. The scanning tunneling microscopy (STM) images indicate that the Ph 2 QDM molecules form an amorphous structure on Au(111) but self-assembled structures on Au(100) and Ag(100). Furthermore, the isolated single sulfur atoms are found on Ag(100) but not on Au substrates. High-resolution STM images combined with density functional theory (DFT) simulation results indicate that the Ph 2 QDM molecules experience desulfurization on Ag(100) that induces the cleaving of the C�S bond and new covalent bonds between the desulfurized Ph 2 QDM and Ag atoms. The present results not only uncover the effect of substrates on the self-assembly of Ph 2 QDM but also open new avenues for metal−organic catalysts and nanodevices.

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Sensitized triplet–triplet annihilation based photon upconversion in full organic and hybrid multicomponent systems

Ronchi

Monguzzi

2022

Chemical Physics Reviews

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In the last 15 years, the attention dedicated to organic conjugated systems experienced outstanding growth because of the renewed interest in mechanisms involving triplet states such as singlet fission, thermally activated delayed fluorescence, and intersystem crossing enhanced phosphorescence. Photon upconversion via sensitized triplet–triplet annihilation ( sTTA) enables the conversion of low-energy photons into high-energy ones, and it has been proposed in multicomponent systems as an efficient managing strategy of non-coherent photons. This mechanism exploits the annihilation of two optically dark triplet states of emitter moieties to produce high-energy photons. The annihilating triplets are sensitized through Dexter energy transfer by a light-harvester, typically a conjugated molecule or a nanocrystal, so sTTA upconversion is usually performed in bi-component systems. The high yield observed at low excitation intensities stimulated thriving research in the field, leading to the development of a large family of fully organic and hybrid sTTA multicomponent upconverters. Here, we compare the evolution of these two families of systems with respect to the sTTA upconversion main figures of merit, highlighting the strengths and weaknesses of both approaches, according to the results reported in the literature. The data presented are also discussed in the perspective of future developments in the field, pointing out the challenges that are still to be faced for the technological use of the sTTA upconversion process.

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Triplet-triplet annihilation photon-upconversion in hydrophilic media with biorelevant cholesteryl triplet energy acceptors

Cited by 3 publications

References 29 publications

Triplet photodynamic and up-conversion luminescence in donor–acceptor dyads with slip-stacked vs. co-facial arrangement

Triplet photodynamic and up-conversion luminescence in donor–acceptor dyads with slip-stacked vs. co-facial arrangement

Substrate Effects in the Self-Assembling of N,N-Diphenylquinodimethyl Thioamide on Transition Metals

Sensitized triplet–triplet annihilation based photon upconversion in full organic and hybrid multicomponent systems

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