Abstract
Benzothiazole-based blue fluorescent materials N-(4-(benzo[d]thiazol-2-yl)phenyl)-N-phenylbenzenamine
(BPPA) and N-(4-(benzo[d]thiazol-2-yl)phenyl)-N-phenylnaphthalen-1-amine (BPNA) were synthesized for
use in organic light-emitting diodes (OLEDs). Electroluminescent device with a configuration of
ITO/NPB/BPPA/BCP/Alq3/LiF/Al showed a maximum brightness of 3760 cd/m2 at 14.4 V with the CIE
coordinates of (0.16, 0.16). A current efficiency of 3.01 cd/A and an external quantum efficiency of 2.37% at
20 mA/cm2 were obtained from this device. Molecules derived from BPPA and BPNA with incorporated
dicyanomethylidene, which is a functional group for most red fluorescent molecules, were designed,
synthesized and characterized to study the red fluorescence properties of the benzothiazole derivatives.
Article Outline
1.
Introduction
2.
Experimental section
2.1. General information
2.2. Materials
2.3. N-(4-(benzo[d]thiazol-2-yl)phenyl)-N-phenylaniline (BPPA)
2.4. N-(4-(benzo[d]thiazol-2-yl)phenyl)-N-phenyl-1-naphthylamine (BPNA)
2.5. N-(4-benzo[d]thiazol-2-ylphenyl)-N-(4-formylphenyl)aniline (BPPAF)
2.6. N-(4-benzo[d]thiazol-2-ylphenyl)-N-(4-formylphenyl)-1-naphthylamine (BPNAF)
2.7. N-(4-(benzo[d]thiazol-2-yl)phenyl)N-(4-(2-(3-dicyanomethylidene-5,5-dimethylcyclohexenyl)
vinyl)phenyl)aniline (BPPA-2CN)
2.8. N-(4-(benzo[d]thiazol-2-yl)phenyl)N-(4-(2-(3-dicyanomethylidene-5,5-dimethylcyclohexenyl)
vinyl)phenyl)-1-naphthylamine (BPNA-2CN)
2.9. Fabrication and characterization of OLEDs
3.
Results and discussion
3.1. Synthesis and characterization
3.2. Optical and electrochemical properties
3.3. Blue OLEDs based on BPPA and BPNA
3.4. Red OLEDs based on BPPA-2CN and BPNA-2CN
4.
Conclusion
Acknowledgements
References
Fig. 8. PL and EL spectra of the red emitters: (A) BPPA-2CN and (B)
BPNA-2CN.
Table 1.
a
Obtained from cyclic voltammetric methods. ELUMO (or
EHOMO)=4.75+e·Vreduction (or Voxidation).
b
Electrochemical band gap: EHOMO−ELUMO.
c
Optical bandwidth, obtained from the optical absorption edge.
d
na: not observed.
Table 2.
a
Turn-on voltage.
b
Measured at 20 mA/cm2.
Corresponding author. Tel.: +86 21 6564 2110; fax: +86 21 651 03056.
Geometric and Excited-State Properties of 1,4-
Bis(benzothiazolylvinyl)benzene Interacting with 2,2‘,2‘ ‘-(1,3,5-
phenylene)tris[1-phenyl-1H-benzimidazole] Studied by a Density-
Functional Tight-Binding Method
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• Citing Articles
C. S. Lin, R. Q. Zhang,* and C. S. Lee
Center of Super-Diamond and Advanced Films (COSDAF) and Department of Physics and Materials
Science, City University of Hong Kong, Hong Kong SAR, China
T. A. Niehaus and Th. Frauenheim
Bremen Center for Computational Material Science, University Bremen, 28334 Bremen, Germany
J. Phys. Chem. B, 2006, 110 (42), pp 20847–20851
DOI: 10.1021/jp061864v
Publication Date (Web): September 27, 2006
Copyright © 2006 American Chemical Society
Tetrahedron Letters
Volume 16, Issue 50, 1975, Pages 4467-4470
Table of Contents
• 1. Introduction
• 2. Mechanistic Considerations
• 3. Catalysts and Reaction Conditions
o 3.1. Palladium−Phosphorus Complexes3.1.1. Unsupported
Palladium−Phosphorus Complexes
• 3.1.2. Supported Palladium−Phosphorus Complexes
•
o 3.2. Palladium−Nitrogen Complexes3.2.1. Unsupported
Palladium−Nitrogen Complexes
• 3.2.2. Supported Palladium−Nitrogen Complexes
•
o 3.3. Palladium−P,N- and Palladium−P,O Complexes
•
o 3.4. N-Heterocyclic Carbene (NHC) Palladium Complexes3.4.1.
Unsupported NHC Palladium Complexes
• 3.4.2. Supported NHC Palladium Complexes
•
o 3.5. Palladacycle Catalysts3.5.1. Unsupported Palladacycles
• 3.5.2. Supported Palladacycles
•
o 3.6. Ligand-Free Palladium Catalysts3.6.1. Unsupported Ligand-Free
Palladium Catalysts
• 3.6.2. Solid-Supported Ligand-Free Palladium Catalysts
•
o 3.7. Palladium Nanoparticles as Catalysts
•
o 3.8. Other Transition-Metal Complexes
•
o 3.9. Transition-Metal-Free Reactions
• 4. Applications
o 4.1. Alkynylation of Arenes
•
o 4.2. Alkynylation of Heterocycles
•
o 4.3. Synthesis of Enynes and Enediynes
•
o 4.4. Synthesis of Ynones
•
o 4.5. Synthesis of Carbocyclic Systems
•
o 4.6. Synthesis of Heterocyclic Systems
•
o 4.7. Synthesis of Natural Products
•
o 4.8. Synthesis of Electronic and Electrooptical Molecules
•
o 4.9. Synthesis of Molecules for Nanostructures
• 5. Conclusions
• 6. Acknowledgments
•
• Solar Energy
Volume 80, Issue 2, February 2006, Pages 209-214
Solar Cells and Solar Energy Materials 2004