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Fluorenone

About: Fluorenone is a research topic. Over the lifetime, 1067 publications have been published within this topic receiving 17162 citations. The topic is also known as: Diphenylene ketone & 9-Oxofluorene.


Papers
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Journal ArticleDOI
TL;DR: Degradation-induced changes in the structural and optical properties of polyfluorene-based blue emitting films and LEDs are examined using spectroscopic (FTIR, UV−vis, photo- and electroluminescence), analytical (FT IR and ESCA), and scanning probe microscopy techniques.
Abstract: Degradation-induced changes in the structural and optical properties of the polyfluorene-based blue emitting films and LEDs are examined using spectroscopic (FTIR, UV−vis, photo- and electroluminescence), analytical (FTIR and ESCA), and scanning probe microscopy techniques. The materials studied are oligomers (DP ∼ 10) of 9,9-di-n-hexylfluorene and its random copolymer with anthracene. In situ FTIR monitoring is used to characterize chemical changes in the active layer of operating LED devices. Two primary mechanisms of degradation are identified. In the first, photooxidation of the polymer matrix leads to the formation of an aromatic ketone, most likely fluorenone at the chain terminating monomer units, which quenches the fluorescence. The second process promotes aggregate formation, which then leads to loss of luminous intensity by exciton transfer and relaxation through excimers.

445 citations

Journal ArticleDOI
TL;DR: It is demonstrated that the intermolecular hydrogen bond C=O...H-O between fluorenone and methanol molecules is significantly strengthened in the electronically excited-state upon photoexcitation of the hydrogen-bonded FM-MeOH complex, which can be used to explain well all the spectral features of fluore None chromophore in alcoholic solvents.
Abstract: The time-dependent density functional theory (TDDFT) method was performed to investigate the excited-state hydrogen-bonding dynamics of fluorenone (FN) in hydrogen donating methanol (MeOH) solvent. The infrared spectra of the hydrogen-bonded FN-MeOH complex in both the ground state and the electronically excited states are calculated using the TDDFT method, since the ultrafast hydrogen-bonding dynamics can be investigated by monitoring the vibrational absorption spectra of some hydrogen-bonded groups in different electronic states. We demonstrated that the intermolecular hydrogen bond C=O...H-O between fluorenone and methanol molecules is significantly strengthened in the electronically excited-state upon photoexcitation of the hydrogen-bonded FM-MeOH complex. The hydrogen bond strengthening in electronically excited states can be used to explain well all the spectral features of fluorenone chromophore in alcoholic solvents. Furthermore, the radiationless deactivation via internal conversion (IC) can be facilitated by the hydrogen bond strengthening in the excited state. At the same time, quantum yields of the excited-state deactivation via fluorescence are correspondingly decreased. Therefore, the total fluorescence of fluorenone in polar protic solvents can be drastically quenched by hydrogen bonding.

363 citations

Journal ArticleDOI
TL;DR: In this paper, the photoluminescence (PL) and electroluminescent (EL) of polyfluorene (PF)-based light-emitting diodes (LEDs) were studied and it was shown that the low-energy emission band originates from fluorenone defects which are introduced by photo-oxidization, thermal oxidation, or during device fabrication.
Abstract: Polyfluorene (PF)-based light-emitting diodes (LEDs) typically exhibit device degradation under operation with the emergence of a strong low-energy emission band (at ∼ 2.2–2.4 eV). This longer wavelength band converts the desired blue emission to blue–green or even yellow. We have studied both the photoluminescence (PL) and electroluminescence (EL) of PFs with different molecular structures and found that the low-energy emission band originates from fluorenone defects which are introduced by photo-oxidization, thermal oxidation, or during device fabrication. X-ray photo-emission spectroscopy (XPS) results show that the oxidation of PF is strongly catalyzed by the presence of calcium. The fluorenone defects generate a stronger contribution to the EL than to the PL. By utilization of a novel electron-transporting material as a buffer layer between the emissive PF and the Ca/Ag (Ba/Ag) cathode, the blue EL emission from the PF was stabilized.

327 citations

01 Jan 2003
TL;DR: In this paper, the photoluminescence (PL) and electroluminescent (EL) of polyfluorene (PF)-based light-emitting diodes (LEDs) were studied and it was shown that the low-energy emission band originates from fluorenone defects which are introduced by photo-oxidization, thermal oxidation, or during device fabrication.
Abstract: Polyfluorene (PF)-based light-emitting diodes (LEDs) typically exhibit device degradation under operation with the emergence of a strong low-energy emission band (at ∼ 2.2–2.4 eV). This longer wavelength band converts the desired blue emission to blue–green or even yellow. We have studied both the photoluminescence (PL) and electroluminescence (EL) of PFs with different molecular structures and found that the low-energy emission band originates from fluorenone defects which are introduced by photo-oxidization, thermal oxidation, or during device fabrication. X-ray photo-emission spectroscopy (XPS) results show that the oxidation of PF is strongly catalyzed by the presence of calcium. The fluorenone defects generate a stronger contribution to the EL than to the PL. By utilization of a novel electron-transporting material as a buffer layer between the emissive PF and the Ca/Ag (Ba/Ag) cathode, the blue EL emission from the PF was stabilized.

280 citations

Journal ArticleDOI
TL;DR: In this paper, the effects of photo-oxidation on the emissive properties of poly(9,9-dioctylfluorene) (PFO) were investigated.
Abstract: We present a careful study of the effects of photo-oxidation on the emissive properties of poly(9,9-dioctylfluorene) (PFO) that addresses important issues raised by a recent flurry of publications concerning the degradation of blue light-emitting, fluorene-based homo- and copolymers. The photoluminescence (PL) spectra of thin PFO films oxidized at room temperature comprise two major components, namely a vibronically structured blue band and a green, structureless component, referred to hereafter as the ‘g-band’. These are common features in a wide range of poly(fluorene)s (PFs) and whilst the former is uniformly accepted to be the result of intra-chain, fluorene-based, singlet-exciton emission, the origin of the ‘g-band’ is subject to increasing debate. Our studies, described in detail below, support the proposed formation of oxidation-induced fluorenone defects that quench intra-chain, singlet-exciton emission and activate the g-band emission. However, whilst these fluorenone defects are concluded to be necessary for the g-band emission to be observed, they are considered not to be, alone, sufficient. We show that inter-chain/inter-segment interactions are required for the appearance of the g-band in the PL spectra of PFO and propose that the g-band is attributable to emission from fluorenone-based excimers rather than from localized fluorenone π–π* transitions as recently suggested.

243 citations


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Performance
Metrics
No. of papers in the topic in previous years
YearPapers
202311
202221
202124
202026
201928
201822