ABSTRACT
Two mononuclear Cu(I) complexes based on 2-(2-pyridyl)benzimidazolyl derivative ligand containing electron-transporting 1,3,4-oxadiazole group (L), [Cu(L)(PPh(3))2](BF(4)) and [Cu(L)(DPEphos)](BF(4)), where L = 1-(4-(5-(4-tert-butylphenyl)-1,3,4-oxadiazol-2-yl)benzyl)-2-(pyridin-2-yl)benzimidazole and DPEphos = bis[2-(diphenylphosphino)phenyl]ether, have been successfully synthesized and characterized. The X-ray crystal structure analyses of the ligand L and the complex [Cu(L)(PPh(3))2](BF(4)) were described. The photophysical properties of the complexes were examined by using UV-vis, photoluminescence spectroscopic analysis. The doped light-emitting devices using the Cu(I) complexes as dopants were fabricated. With no electron transporting layers employed in the devices, yellow electroluminescence from Cu(I) complexes were observed. The devices based on the complex [Cu(L)(DPEphos)](BF4) possess better performance as compared with the devices fabricated by the complex [Cu(L)(PPh(3))2](BF(4)). The devices with the structure of ITO/MoO(3) (2 nm)/NPB (40 nm)/CBP:[Cu(L)(DPEphos)](BF(4)) (8 wt%, 30 nm)/BCP (30 nm)/LiF (1 nm)/Al (150 nm) exhibit a maximum efficiency of 3.04 cd/A and a maximum brightness of 4,758 cd/m(2).
Subject(s)
Copper/chemistry , Electrons , Light , Luminescence , Organometallic Compounds/chemistry , Oxadiazoles/chemistry , Crystallography, X-Ray , Electron Transport , Models, Molecular , Molecular StructureABSTRACT
Two new mononuclear Cu(I) complexes based on 2-(2'-pyridyl)benzimidazolyl derivative ligand containing hole-transporting carbazole (L), [Cu(L)(DPEphos)](BF4) and [Cu(L)(PPh3)2](BF4), where L=(4-(9H-carbazol-9-yl)phenyl)methyl-2-(2'-pyridyl)benzimidazole; DPEphos=bis[2-(diphenylphosphino)phenyl]ether and PPh3=triphenylphosphine, have been synthesized and characterized on the basis of elemental analysis, (1)H NMR and FT-IR spectra. The structures of the ligand L and the Cu(I) complexes were characterized by single crystal X-ray diffraction. The results reveal that in the Cu(I) complexes the central Cu(I) ions assume the irregular distorted tetrahedral geometry and are tetra-coordinated by the two nitrogen atoms from L ligand and two phosphorus atoms from ancillary ligands. The photophysical properties of the complexes were examined by using UV-vis, photoluminescence spectroscopic analysis. The complexes exhibit weak MLCT absorption bands ranging from 360 to 480 nm, and display strong orange phosphorescence in the solid states at room temperature, which is completely quenched in solutions.
Subject(s)
Benzimidazoles/chemistry , Carbazoles/chemistry , Coordination Complexes/chemistry , Copper/chemistry , Benzimidazoles/chemical synthesis , Carbazoles/chemical synthesis , Coordination Complexes/chemical synthesis , Crystallography, X-Ray , Ligands , Luminescence , Magnetic Resonance Spectroscopy , Models, Molecular , Spectroscopy, Fourier Transform InfraredABSTRACT
Two different types of fluorescent materials containing benzothiazolyl moiety, 2-(benzothiazol-2-yl)phenol derivatives and 3-(benzothiazol-2-yl)coumarin derivatives, were synthesized synchronously using ethyl cyanoacetate, appropriate aromatic aldehyde and 2-aminothiophenol as the starting materials under the catalysis of benzoic acid by one-pot reaction. This method has the advantages of mild reaction conditions, easy processing and low waste. All synthesized compounds were characterized by elemental analysis, IR, (1)H NMR spectra. The structures of 2-(benzothiazol-2-yl)phenol derivatives, 2-(benzothiazol-2-yl)phenol (BTP) and 2-(benzothiazol-2-yl)naphthol (BTN), were determined by X-ray single crystal analysis. The UV-vis absorption and photoluminescence spectra of all synthesized compounds were investigated. The 2-(benzothiazol-2-yl)phenol derivatives exhibit bright green emissions and 3-(benzothiazol-2-yl)coumarin derivatives emit bright blue light in solutions.
Subject(s)
Benzothiazoles/chemical synthesis , Chemistry, Organic/methods , Benzothiazoles/chemistry , Crystallography, X-Ray , Fluorescence , Luminescence , Molecular Conformation , Spectrophotometry, UltravioletABSTRACT
The electroluminescent (EL) properties of a new coumarin derivative, 3-(4-(anthracen-10-yl)phenyl)-benzo[5,6]coumarin (APBC), were investigated. The results show that the EL devices comprised of vacuum vapor-deposited films using the derivative as dopant exhibited blue emission that is identical to the photoluminescence of the thin film. The electroluminescence device of ITO/2-TNATA (5 nm)/NPB (40 nm)/CBP : APBC (1.0 wt%, 30 nm)/PBD (30 nm)/LiF (1 nm)/Al (100 nm) gives a maximum luminous efficiency of 2.3 cd/A at the current density of 20 mA/cm(2), and maximum luminance of 5169 cd/m(2) at 16 V. The external quantum efficiency of the device is 1.85 %.
