Triplet–triplet energy transfer from naphthalene to biacetyl in the vapor phase

Bayrakçeken, Fuat; Demir, Oktay J.; Tunçyürek, Lale; Karaaslan, İpek Ş.

doi:10.1016/j.saa.2005.09.022

Cited by 6 publications

(4 citation statements)

References 25 publications

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“…The absorbance spectrum of 11 in cyclohexane (see ESI †) shows the characteristic bands centred at 250 nm and 350 nm corresponding to p-p* and n-p* transitions respectively. 35 In comparison to the absorbance spectrum of benzophenone (1), there was no notable shi in either of the absorbance bands for compound 11, indicating that that the incorporation of the nitroxide moiety has little effect on the overall absorbance of the molecule. Upon illumination of a deoxygenated solution of 11 in cyclohexane with UVB light, a reduction in the peak absorbance at 350 nm, corresponding to the carbonyl moiety, was observed with increasing irradiation time.…”

Section: Resultsmentioning

confidence: 95%

Photo-induced proton coupled electron transfer from a benzophenone ‘antenna’ to an isoindoline nitroxide

et al. 2015

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Section: Resultsmentioning

confidence: 95%

Photo-induced proton coupled electron transfer from a benzophenone ‘antenna’ to an isoindoline nitroxide

et al. 2015

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“…On the contrary, the absorption profile in the solid state was devoid of any band separation as well as structured morphology, furnishing a broad, slightly undulated band spanning from 300 to 400 nm. The higher energy band observed in all organic solvents could be assigned to the naphthalene chromophore present in H-BINO, 26,27 whereas the lower energy band at 350 nm could be assigned to the coupling of the naphthalene and benzimidazole chromophores by the formation of a six-member H-bonded ring existing between the −OH group residing on the naphthalene and the N atom of the imidazole moiety. 23 The presence of the additional low energy band in DMF and MeOH could be assigned to the formation of an anion, a very well encountered phenomenon in ESIPT active dyes in polar media.…”

Section: Steady State Absorption and Emission Spectra Of H-bino In Th...mentioning

confidence: 96%

Investigating the Photophysical Aspects of a Naphthalene-Based Excited-State Proton Transfer Dye 1-(1H-Benzo[d]imidazol-2-yl)naphthalen-2-ol: pH-Dependent Modulation of Photodynamics

Bhattacharyya,

Das,

Guchhait

2024

J. Phys. Chem. A

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The steady state and time-resolved photophysical behavior of a proton transfer dye 1- (1H-benzo[d]imidazol-2yl)naphthalen-2-ol (H-BINO) was investigated. The excited state intramolecular proton transfer (ESIPT) reaction in H-BINO is predominant in nonpolar solutions (toluene and DCM) with a lifetime of ∼1.0 ns. However, in polar media (DMF and MeOH), the excited state photodynamics is characterized by a complex equilibrium of emission from the locally excited state (0.1−2.3 ns), the phototautomer (0.5−1.2 ns), and the anionic emission (2.1−5.4 ns). In the solid state, emission from the various aggregated states dictates the photobehavior. Interestingly, the photodynamics in aqueous solution changes starkly as a function of pH with the anionic (2.1 ns) and phototautomeric (0.5−1.0 ns) emissions guiding the photodynamics as the pH of the medium increases. Optimized structural parameters at the proton donor and acceptor sites for the enol and keto forms and the calculated potential energy curve along the proton transfer coordinate at the density functional theory (DFT) level with the B3LYP/6-311G++(d,p) theory support a favorable and barrierless ESIPT process. The current results will surely boost the ongoing research on small molecule emissive materials.

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“…Triplet-triplet energy transfer from naphthalene to biacetyl in vapor phase has been studied in [22]. In that study, decay times for different mixtures of naphthalene and biacetyl were measured under different biacetyl pressures.…”

Section: Introductionmentioning

confidence: 99%

“…In that study, decay times for different mixtures of naphthalene and biacetyl were measured under different biacetyl pressures. It was shown that the fluorescence decay time of naphthalene in cyclohexane was 96 ns [23,24] and 130 ms lifetime for triplet state of naphthalene [22]. In this study, we concentrate on the liquid form of naphthalene and biacetyl at room temperatures as this application of the mixture is quite simple and easy to produce.…”

Section: Introductionmentioning

confidence: 99%

Optical Energy Transfer Mechanisms: From Naphthalene to Biacetyl in Liquids and from Pyrazine to Biacetyl

Bayrakçeken¹,

Yeğin

Korkmaz³

et al. 2012

International Journal of Photoenergy

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Optical energy transfer from naphthalene to biacetyl in liquids at room temperature is studied. Electronically excited naphthalene with 200-260 nm ultraviolet (UV) light emits photons in its emission band and the emitted photons are absorbed by biacetyl, which, in turn, excites biacetyl phosphorescence. The resulting phosphorescence is very stable with emission peak at 545 nm for different excitation wavelengths from 200 to 260 nm. Similar optical energy transfer is also observed from pyrazine to biacetyl. The sensitization of biacetyl by several aromatic donors has been investigated in detail. An aromatic donor, pyrazine, is raised to its first excited singlet state by absorption of ultraviolet radiation. Excitation wavelengths were selected in the first n-π * band of pyrazine. Intersystem crossing in pyrazine is sufficiently fast to give a triplet yield of almost unity as determined by the biacetyl method. The optical excess energy in the biacetyl will be released as light, which is sensitized fluorescence. Biacetyl is the simplest molecule among a wide range of α-dicarbonyl compounds, which is important for photophysics and photochemistry applications.

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Triplet–triplet energy transfer from naphthalene to biacetyl in the vapor phase

Cited by 6 publications

References 25 publications

Photo-induced proton coupled electron transfer from a benzophenone ‘antenna’ to an isoindoline nitroxide

Photo-induced proton coupled electron transfer from a benzophenone ‘antenna’ to an isoindoline nitroxide

Investigating the Photophysical Aspects of a Naphthalene-Based Excited-State Proton Transfer Dye 1-(1H-Benzo[d]imidazol-2-yl)naphthalen-2-ol: pH-Dependent Modulation of Photodynamics

Optical Energy Transfer Mechanisms: From Naphthalene to Biacetyl in Liquids and from Pyrazine to Biacetyl

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