A New Family of Red Dopants Based on Chromene-Containing Compounds for Organic Electroluminescent Devices

Zhang, Shun; Chen, B. J.; Lin, Xin; Wong, Oi-Ying; Lee, C. S.; Kwong, Hoi‐Lun; Lee, S. T.; Wu, Shengfan

doi:10.1021/cm0008664

Cited by 142 publications

(35 citation statements)

References 22 publications

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“…These dyes attract have been paid much attention because of their use for determination of solvent polarity [3], as well as their potential application as colorimetric chemosensors for volatile organic compounds [4,5]. Charge transfer dyes have also been developed for use as photo-(PL) and electroluminescent (EL) materials in dye lasers [6,7], sensors [8], switchable viscosity probes [9], dual-ion-switched molecular brakes [10], dyesensitized solar cells (DSSCs) [11][12][13] and optical light emitting diodes (OLEDs) [14].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Photophysical and Redox Properties of the D–π–A Type Pyrimidine Dyes Bearing the 9-Phenyl-9H-Carbazole Moiety

et al. 2015

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Novel donor-π-acceptor dyes bearing the pyrimidine unit as an electron-withdrawing group have been synthesized by using combination of two processes, based on the microwave-assisted Suzuki cross-coupling reaction and nucleophilic aromatic substitution of hydrogen. Spectral properties of the obtained dyes in six aprotic solvents of various polarities have been studied by ultraviolet-visible and fluorescence spectroscopy. In contrast to the absorption spectra, fluorescence emission spectra displayed a strong dependence from their solvent polarities. The nature of the observed long wavelength maxima has been elucidated by means of quantum chemical calculations. The electrochemical properties of these dyes have been investigated by using cyclic voltammetry, while their photovoltaic performance was evaluated by a device fabrication study. The experimental and calculation data show that all of the dyes can be regarded as potentially good photosensitizers for dye-sensitized solar cells.

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Section: Introductionmentioning

confidence: 99%

Synthesis, Photophysical and Redox Properties of the D–π–A Type Pyrimidine Dyes Bearing the 9-Phenyl-9H-Carbazole Moiety

et al. 2015

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“…Since the highest driving efficiency can be achieved by using self-emitting RGB pixels, it is important to develop light emitting materials for each of these colors. Materials for green and blue organic light-emitting diodes (OLEDs) with high luminance, high efficiency, saturated emission, and substantial lifetime have been reported [4][5][6][7]. Recently, dot matrix OLED panels with blue and green colors became commercially available and a full color quarter video graphics array (320 × 240 dots) panel was also demonstrated [8].…”

Section: Introductionmentioning

confidence: 99%

1,8-Naphthalimides for non-doping OLEDs: the tunable emission color from blue, green to red

Gan

Song

Hou

et al. 2004

Journal of Photochemistry and Photobiology A: Chemistry

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Substitution at the 4-position of 1,8-naphthalimide with electron-donating groups can increase fluorescent quantum yields and change emissive wavelengths from blue to red. Based on this molecular design concept, novel naphthalimide derivatives containing Schiff base moiety were prepared by condensing 4-hydrazino-1,8-naphthalimides with the aldehydes. Amino conjugation between the 4-amino-1,8-naphthalimide and the substituted moiety resulted in red shift of the absorption and fluorescence maximum wavelengths in the acetonitrile solution and in the net solid film. In the meantime, concentration-quenching effect of fluorescence for common luminescent materials was avoided. Some of these dyes emit brilliant red fluorescence in solid films and were used as non-doping emissive materials to fabricate electroluminescence devices. Based on these results, guidelines for the molecular design of non-doping red emissive materials for OLED applications are presented in this paper.

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“…The red emitting dyes are of interest in the area of OLED [1][2][3][4], protein tracking [5], multicolor imaging [6], far-field optical nanoscopy [7,8]. The red emitting dyes are important in OLEDs to complement their blue [9,10] and green [11,12] dye counterparts in fabrication of displays.…”

Section: Introductionmentioning

confidence: 99%

Red Emitting Coumarins: Insights of Photophysical Properties with DFT Methods

et al. 2015

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Red emitting dyes are of interest in various technological applications. Coumarins, though being an important class of fluorescent molecules, those with red emission, have been rarely studied theoretically. The structural and electronic aspects of three novel red emitting coumarins were studied using DFT and TD-DFT methods. The functionals employed were the hybrid functionals B3LYP, CAM-B3LYP, PBE0 and the highly parameterized empirical functional M06. The geometry at ground state reveals the electron donor N,N-diethylamino group is coplanar with the chromophoric system and the nitrile group induces a red shift to the absorption and emission. The electronic energies and dipole moments were solvent dependent. The basis sets and functionals were benchmarked for their performance with these molecules. B3LYP has been proved to be more efficient in computations whereas the basis sets do not have noticeable effect on the electronic properties. However, adding a polarization function to the basis set has improved the calculation of vertical excitation. The B3LYP functional gives maximum absolute deviation of 0.20 eV in calculating the vertical excitations and 0.18 eV for emission.

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A New Family of Red Dopants Based on Chromene-Containing Compounds for Organic Electroluminescent Devices

Cited by 142 publications

References 22 publications

Synthesis, Photophysical and Redox Properties of the D–π–A Type Pyrimidine Dyes Bearing the 9-Phenyl-9H-Carbazole Moiety

Synthesis, Photophysical and Redox Properties of the D–π–A Type Pyrimidine Dyes Bearing the 9-Phenyl-9H-Carbazole Moiety

1,8-Naphthalimides for non-doping OLEDs: the tunable emission color from blue, green to red

Red Emitting Coumarins: Insights of Photophysical Properties with DFT Methods

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