Linker dependent symmetry breaking charge separation in 9,10-bis(phenylethynyl)anthracene dimers

Su, Pengkun; Liu, Heyuan; Shen, Li; Zhou, Junhong; Wang, Weijie; Liu, Shanshan; Nie, Xinyu; Li, Zhi; Liu, Zhaobin; Yan-Li, Chen; Li, Xiyou

doi:10.1039/d1qm01376a

Cited by 4 publications

(19 citation statements)

References 47 publications

(79 reference statements)

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“…This was in accordance with the large stabilization effect of the SB-CS state provided by the much stronger polar DMF that makes the SB-CS state energy much lower than that of the S 1 state and then disables the reverse process. 27,35,49 As for m-dimer and p-dimer, a similar TA spectral features were observed immediately in these four solvents upon photoexcitation (Fig. 6, 7 and Fig.…”

Section: Transient Absorption Spectra and The Excited-state Dynamicssupporting

confidence: 74%

“…4A and B). 35,44 This increase of the intensity could also be seen from the single-wavelength dynamics probed at B541 nm (Fig. 4C).…”

Section: Transient Absorption Spectra and The Excited-state Dynamicssupporting

confidence: 63%

“…4D), which was close to the structural relaxation rate of BPEA derivatives as revealed in previous reports. 35,44,45 The fs-TA spectra of the o-dimer in various solvents (Tol, THF, BCN, and DMF) showed similar spectral feature at the beginning (Fig. 5A-F and Fig.…”

Section: Transient Absorption Spectra and The Excited-state Dynamicsmentioning

confidence: 77%

“…The prolonged fluorescence lifetime and the decreased fluorescence quantum yield in strongly polar solvents was also observed in some anthracene dimers and was explained by the formation of the fluorescent SB-CS state. 4,24,25,35 So these three dimers may also undergo the SB-CS process in strongly polar solvents.…”

Section: Steady-state Absorption and Fluorescence Spectramentioning

confidence: 99%

“…Recently, several studies have revealed that molecular structural fluctuation plays an important role in the SB-CS process. 27,35,50 To determine whether this factor was working in our system, fs-TA experiments of these three dimers in polystyrene (PS) film and polymethyl methacrylate (PMMA) film were conducted (Fig. S17, ESI †).…”

Section: Transient Absorption Spectra and The Excited-state Dynamicsmentioning

confidence: 99%

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Symmetry-breaking charge separation in weakly coupled anthracene dimers

Lv,

Liu,

et al. 2023

J. Mater. Chem. C

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Section: Transient Absorption Spectra and The Excited-state Dynamicssupporting

confidence: 74%

“…4A and B). 35,44 This increase of the intensity could also be seen from the single-wavelength dynamics probed at B541 nm (Fig. 4C).…”

Section: Transient Absorption Spectra and The Excited-state Dynamicssupporting

confidence: 63%

Section: Transient Absorption Spectra and The Excited-state Dynamicsmentioning

confidence: 77%

Section: Steady-state Absorption and Fluorescence Spectramentioning

confidence: 99%

Section: Transient Absorption Spectra and The Excited-state Dynamicsmentioning

confidence: 99%

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Symmetry-breaking charge separation in weakly coupled anthracene dimers

Lv,

Liu,

et al. 2023

J. Mater. Chem. C

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Tuning Symmetry‐Breaking Charge Transfer by Altering Connectivity Between Anthracene Chromophores

Kang,

Kim

2023

ChemPhotoChem

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In this study, we report on the dynamics of symmetry‐breaking charge transfer (SB‐CT) in a specific derivative of bianthracene, 9,9’,10,10’‐tetraphenyl‐2,2’‐bianthracene (TPBA). Unlike the conventional 9,9’‐bianthracene, TPBA exhibits a notably planar structure due to reduced steric hindrance between anthracene chromophores. This structural characteristic results in a pronounced short‐range charge transfer coupling, driven by substantial overlap integrals of hole and electron. This is in contrast to the 9,9’‐bianthracene case, where long‐range Coulombic coupling dominates while minimizing short‐range interactions. Consequently, TPBA reveals an adiabatic mixture between locally‐excited and charge‐transfer diabats, where the extent of their contributions is modulated by the dielectric properties of the surrounding environment. Furthermore, our investigation reveals that the SB‐CT reaction in TPBA is mainly influenced by solvation dynamics, akin to other molecules displaying SB‐CT. Additionally, the dynamics of triplet formation in TPBA vary depending on the solvent polarity. These findings underscore the significance of chromophore connectivity in efficiently manipulating excited‐state potential energy landscapes.

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Triplet Formation in a 9,10-Bis(phenylethynyl)anthracene Dimer and Trimer Occurs by Charge Recombination Rather than Singlet Fission

Ringström,

Schroeder,

Mencaroni

et al. 2023

J. Phys. Chem. Lett.

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We present an experimental study investigating the solvent-dependent dynamics of a 9,10-bis(phenylethynyl)anthracene monomer, dimer, and trimer. Using transient absorption spectroscopy, we have discovered that triplet excited state formation in the dimer and trimer molecules in polar solvents is a consequence of charge recombination subsequent to symmetry-breaking charge separation rather than singlet fission. Total internal reflection emission measurements of the monomer demonstrate that excimer formation serves as the primary decay pathway at a high concentration. In the case of highly concentrated solutions of the trimer, we observe evidence of triplet formation without the prior formation of a charge-separated state. We postulate that this is attributed to the formation of small aggregates, suggesting that oligomers mimicking the larger chromophore counts in crystals could potentially facilitate singlet fission. Our experimental study sheds light on the intricate dynamics of the 9,10-bis(phenylethynyl)anthracene system, elucidating the role of solvent- and concentration-dependent factors for triplet formation and charge separation.

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Linker dependent symmetry breaking charge separation in 9,10-bis(phenylethynyl)anthracene dimers

Abstract: To develop new efficient symmetry breaking charge separation (SB-CS) materials with fast rate and slow recombination in nonpolar or weakly polar solvents is urgent for its better practical application, yet...

Cited by 4 publications

References 47 publications

Symmetry-breaking charge separation in weakly coupled anthracene dimers

Symmetry-breaking charge separation in weakly coupled anthracene dimers

Tuning Symmetry‐Breaking Charge Transfer by Altering Connectivity Between Anthracene Chromophores

Triplet Formation in a 9,10-Bis(phenylethynyl)anthracene Dimer and Trimer Occurs by Charge Recombination Rather than Singlet Fission

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