Organic electroluminescent device
The present invention provides an organic electroluminescent device having a capping layer comprising a material having a high absorption coefficient in the wavelength range of 400 nm to 410 nm and no absorption in the respective wavelength ranges of blue, green and red in order to prevent the light in the 400 nm to 410 nm wavelength of sunlight from being absorbed and affecting the materials inside the device and to improve the light extraction efficiency. Since the arylamine compound having a specific structure in the present invention is excellent in stability and durability of the thin film, an organic EL device obtained by selecting amine compounds with high absorbance in the absorption spectrum at concentration 10 −5 mol/L at wavelengths of 400 nm to 410 nm, from amine compounds having a specific benzoazole ring structure with a high refractive index as a material of a capping layer, exhibits good characteristics.
1 . An organic electroluminescence device comprising at least an anode electrode, a hole injection layer obtained by p-doping radialene derivatives to an arylamine compound having a structure in which two triphenylamine structures are joined within a molecule via a single bond or a divalent group that does not contain a heteroatom, a first hole transport layer formed from an arylamine compound having a structure in which two triphenylamine structures are joined in a molecule via a single bond or a divalent group that does not contain a heteroatom, a second hole transport layer formed from an arylamine compound having only one triphenylamine structure in a molecule, an emission layer, an electron transport layer, a cathode electrode, and a capping layer in this order, wherein the capping layer has a refractive index of 1.90 or more higher at a wavelength of 500 nm to 570 nm and comprises an amine compound having a benzoazole ring structure represented by the following general formula (1):
wherein R 1 to R 3 may be the same or different, and represent a deuterium atom, a fluorine atom, a chlorine atom, a cyano group, a nitro group, a linear or branched alkyl group of 1 to 6 carbon atoms that may have a substituent, a cycloalkyl group of 5 to 10 carbon atoms that may have a substituent, a linear or branched alkenyl group of 2 to 6 carbon atoms that may have a substituent, a linear or branched alkyloxy group of 1 to 6 carbon atoms that may have a substituent, a cycloalkyloxy group of 5 to 10 carbon atoms that may have a substituent, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, a substituted or unsubstituted condensed polycyclic aromatic group, or a substituted or unsubstituted aryloxy group, and when more than one of these groups are bonded to the same benzene ring, they may be bonded to each other to form a ring, or each group may be bonded to the benzene ring to which it is bonded to form a ring, X, Y, and Z may be the same or different, and represent an oxygen atom or a sulfur atom, and Ar 1 to Ar 3 may be the same or different and represent a divalent group of a substituted or unsubstituted aromatic hydrocarbon, a divalent group of a substituted or unsubstituted aromatic heterocyclic ring, or a divalent group of substituted or unsubstituted condensed polycyclic aromatics, r 1 to r 3 may be the same or different, and represent integers from 0 to 4.
2 . The organic electroluminescent device according to claim 1 , wherein the amine compound having the benzoazole ring structure is represented by the following general formula (1a):
wherein R 1 to R 3 , X, Y, and Z, r 1 to r 3 represent as defined by the general formula (1).
3 . The organic electroluminescent device according to claim 1 , wherein all r 1 to r 3 in the general formula (1) represents 0.
4 . The organic electroluminescent device according to claim 1 , wherein a thickness of the capping layer is within a range of 30 nm to 120 nm.
5 . A method of using an amine compound having a refractive index of 1.90 or higher at a wavelength of 500 nm to 570 nm and having a benzoazole ring structure represented by the following general formula (1) or the following general formula (1a) in a capping layer of an organic electroluminescent device comprising at least an anode electrode, a hole injection layer obtained by p-doping radialene derivatives to an arylamine compound having a structure in which two triphenylamine structures are joined within a molecule via a single bond or a divalent group that does not contain a heteroatom, a first hole transport layer formed from an arylamine compound having a structure in which two triphenylamine structures are joined in a molecule via a single bond or a divalent group that does not contain a heteroatom, a second hole transport layer formed from an arylamine compound having only one triphenylamine structure in a molecule, an emission layer, an electron transport layer, a cathode electrode and the capping layer in this order:
wherein R 1 to R 3 may be the same or different, and represent a deuterium atom, a fluorine atom, a chlorine atom, a cyano group, a nitro group, a linear or branched alkyl group of 1 to 6 carbon atoms that may have a substituent, a cycloalkyl group of 5 to 10 carbon atoms that may have a substituent, a linear or branched alkenyl group of 2 to 6 carbon atoms that may have a substituent, a linear or branched alkyloxy group of 1 to 6 carbon atoms that may have a substituent, a cycloalkyloxy group of 5 to 10 carbon atoms that may have a substituent, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, a substituted or unsubstituted condensed polycyclic aromatic group, or a substituted or unsubstituted aryloxy group, and when more than one of these groups are bonded to the same benzene ring, they may be bonded to each other to form a ring, or each group may be bonded to the benzene ring to which it is bonded to form a ring, X, Y, and Z may be the same or different, and represent an oxygen atom or a sulfur atom, and Ar 1 to Ar 3 may be the same or different and represent a divalent group of a substituted or unsubstituted aromatic hydrocarbon, a divalent group of a substituted or unsubstituted aromatic heterocyclic ring, or a divalent group of substituted or unsubstituted condensed polycyclic aromatics, r 1 to r 3 may be the same or different and represent integers from 0 to 4
wherein R 1 to R 3 , X, Y, and Z, r 1 to r 3 represent as defined by the general formula (1).
6 . The organic electroluminescent device according to claim 2 , wherein all r 1 to r 3 in the general formula (1a) represents 0.