Femtosecond fluorescence upconversion study of a boron dipyrromethene dye in solution

Toele, P.W.; Zhang, H.; Trieflinger, Christian; Daub, Joerg; Glasbeek, M.

doi:10.1016/s0009-2614(02)01834-1

Cited by 60 publications

(42 citation statements)

References 29 publications

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“…For comparative purposes, similar data were recorded for the literature compound, BD-P, [31] containing a phenyl group attached to the meso position of the BODIPY. As a typical example, a set of absorption/fluorescence profiles for BD-M are shown in Figure 3 and the remaining absorption spectra are given in the Supporting Information.…”

Section: Photophysical Studiesmentioning

confidence: 84%

Redox‐Controlled Fluorescence Modulation in a BODIPY‐Quinone Dyad

et al. 2008

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The synthesis and properties of two closely related boron dipyrromethene (BODIPY) derived dyads, incorporating redoxactive quinone units appended at the meso position, are described. For one dyad, the quinone unit is attached directly to the BODIPY core, whereas a phenylene spacer separates the two units in the second compound. Each of the quinone units is readily converted, by both chemical and electrochemical means, to the corresponding hydroquinone derivative. The strong fluorescence normally associated with the BODIPY unit is efficiently quenched in both dyads in their quinone forms. This is attributed to deactivation of the first excited singlet state by a way of an intramolecular electron-

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Section: Photophysical Studiesmentioning

confidence: 84%

Redox‐Controlled Fluorescence Modulation in a BODIPY‐Quinone Dyad

et al. 2008

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“…Not much is known about the S 2 state, but it has been shown that internal conversion from S 2 to S 1 is extremely fast (i.e., 100-250 fs) in conventional Bodipy-based dyes. [47] The expanded Bodipy residue shows more pronounced S 0 -S 2 absorption than the conventional Bodipy chromophore and thereby increases the rate of EET from a given donor. Although there are several examples of EET from the S 2 level of the donor, [9][10][11][12] direct involvement of the S 2 state on the acceptor is quite rare.…”

Section: Resultsmentioning

confidence: 99%

Electronic Energy Transfer to the S₂ Level of the Acceptor in Functionalised Boron Dipyrromethene Dyes

Harriman

Mallon

Goeb

et al. 2009

Chemistry A European J

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Taking the high road: Highly efficient electronic energy transfer takes place from a set of appended aryl polycyclic hydrocarbons to an expanded boron dipyrromethene (Bodipy)-based dye (see figure) despite negligible spectral overlap with the lowest-energy excited state localised on the acceptor.A multi-component array has been constructed around an expanded boron dipyrromethene (Bodipy) dye that absorbs and emits in the far-red region. One of the appendages is a perylene-based moiety that is connected to the boron atom of the terminal Bodipy by a 1,4-diethynylphenylene connector. Despite the fact that there is almost negligible spectral overlap between fluorescence from the perylene unit and absorption by the Bodipy residue, electronic energy transfer is rapid and essentially quantitative. It is concluded that at least half of the photons absorbed by perylene are transferred to the upper-lying singlet excited state (S(2)) associated with the Bodipy-based acceptor. The second appendage is a pyrene unit that is covalently linked to fluorene, through an ethynylene spacer, and to the boron atom of the Bodipy terminus, through a 1,4-diethynylphenylene connector. Pyrene absorbs and emits at higher energy than perylene and there is strong spectral overlap with the Bodipy-based S(2) state, and none with the corresponding S(1) state. Electronic energy transfer is now very fast and exclusively to the S(2) state of the acceptor. It is difficult to compute reasonable estimates for the rates of Coulombic energy transfer, because of uncertainties in the orientation factor, but the principle mechanism is believed to arise from electron exchange. Comparison with an earlier array built around a conventional Bodipy dye indicates that there are comparable electronic coupling matrix elements for the two systems. It is notable that pyrene is more strongly coupled to the Bodipy unit than perylene in both arrays. These new arrays function as highly effective solar concentrators.

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“…[10,11] These dyes have strong absorption and fluorescence bands in the green-yellow region of the electromagnetic spectrum and present high fluorescence quantum yields. [12][13][14][15][16] They lase very efficiently, [11,[17][18][19] even more than rhodamine dyes (which probably represent the best-known and most widely-used laser dyes), [20] owing to their high fluorescence capacity, very low probability of intersystem crossing and low triplet-triplet absorption in the laser emission wavelengths. [21][22][23] This interesting photophysical behaviour is a consequence of the quasiaromatic character of PM dyes.…”

Section: Introductionmentioning

confidence: 99%

Intramolecular Charge Transfer in Pyrromethene Laser Dyes: Photophysical Behaviour of PM650

et al. 2004

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Absorption and fluorescence (steady-state and time-correlated) techniques are used to study the photophysical characteristics of the pyrromethene 650 (PM650) dye. The presence of the cyano group at the 8 position considerably shifts the absorption and fluorescence bands to lower energies with respect to other related pyrromethene dyes; this is attributed to the strong electron-acceptor character of the cyano group, as is theoretically confirmed by quantum mechanical methods. The fluorescence properties of PM650 are intensively solvent-dependent. The fluorescence band is shifted to lower energies in polar/protic solutions, and the evolution of the corresponding wavelength with the solvent is analysed by a multicomponent linear regression. The fluorescence quantum yield and the lifetime strongly decrease in polar/protic solvents, which can be ascribed to an extra nonradiative deactivation, via an intramolecular charge-transfer state (ICT state), favoured in polar media.

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Femtosecond fluorescence upconversion study of a boron dipyrromethene dye in solution

Cited by 60 publications

References 29 publications

Redox‐Controlled Fluorescence Modulation in a BODIPY‐Quinone Dyad

Redox‐Controlled Fluorescence Modulation in a BODIPY‐Quinone Dyad

Electronic Energy Transfer to the S₂ Level of the Acceptor in Functionalised Boron Dipyrromethene Dyes

Intramolecular Charge Transfer in Pyrromethene Laser Dyes: Photophysical Behaviour of PM650

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Femtosecond fluorescence upconversion study of a boron dipyrromethene dye in solution

Cited by 60 publications

References 29 publications

Redox‐Controlled Fluorescence Modulation in a BODIPY‐Quinone Dyad

Redox‐Controlled Fluorescence Modulation in a BODIPY‐Quinone Dyad

Electronic Energy Transfer to the S2 Level of the Acceptor in Functionalised Boron Dipyrromethene Dyes

Intramolecular Charge Transfer in Pyrromethene Laser Dyes: Photophysical Behaviour of PM650

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Electronic Energy Transfer to the S₂ Level of the Acceptor in Functionalised Boron Dipyrromethene Dyes