Organic electroluminescence element and method for manufacturing organic electroluminescence element
View Patent ↗Disclosed are: an organic electroluminescent element which has high power efficiency, excellent resistance to luminance decrease due to continuous operation and excellent storage stability at high temperatures, while being reduced in chromatically change of color developing light; and a method for manufacturing the organic electroluminescent element. Specifically disclosed is an organic electroluminescent element that has a positive electrode and a negative electrode on a supporting substrate, while comprising an organic layer, which contains at least one light-emitting layer, between the positive electrode and the negative electrode. The organic electroluminescent element is characterized in that at least one layer in the organic layer contains a crown ether compound and a compound having a dibenzofuran skeleton.
1. An organic electroluminescence element, comprising:
a substrate,
an anode and a cathode each disposed on the substrate; and
a plurality of organic layers which is disposed between the anode and the cathode and includes a light emitting layer,
wherein at least one organic layer of the plurality of organic layers contains a compound having a dibenzofuran skeleton and a crown ether compound.
2. The organic electroluminescence element according to claim 1 , wherein the organic layer containing a compound having a dibenzofuran skeleton and a crown ether compound is a layer having an electron transporting property.
3. The organic electroluminescence element according to claim 2 , wherein the layer having an electron transporting property is an electron transporting layer.
4. The organic electroluminescence element according to claim 1 , wherein the organic layer containing a compound having a dibenzofuran skeleton and a crown ether compound is a light emitting layer.
5. The organic electroluminescence element according to claim 1 , wherein the organic layer containing a compound having a dibenzofuran skeleton and a crown ether compound further contains an organic acid alkali metal salt.
6. The organic electroluminescence element according to claim 1 , wherein the compound having a dibenzofuran skeleton is a compound represented by the following Formula (A),
where in Formula (A), R 1 to R 8 each represents a hydrogen atom, an alkyl group, an aryl group, a hetero aryl group, a carbazolyl group, an azacarbazolyl group, or a diaza carbazolyl group.
7. The organic electroluminescence element according to claim 6 , wherein at least one of R 1 to R 8 is a carbazolyl group or an azacarbazolyl group.
8. The organic electroluminescence element according to claim 1 , wherein the crown ether compound is at least one compound selected from the group consisting of compounds represented by Formula (B), Formula (C), and Formula (D) described below,
where in Formula (B), n represents an integer of 0 to 4; R 1 to R 8 , R m , and R m+1 each represents a hydrogen atom or a hydrocarbon group with 1 to 10 carbon atoms; m represents an odd number of 9 to 15 which is represented by a formula of (2n+7), where n is 1 to 4; the hydrocarbon group may be substituted with one or more functional groups selected from a group consisting of a straight chain or branch chain alkoxyl group with 1 to 10 carbon atoms, —OH group, —COOH group and —COO-alkyl ester group in which an alkyl portion is a straight chain or branch chain residue with 1 to 10 carbon atoms; and R 2 and R 3 , or R 4 and R 5 , or R 6 and R 7 , or R 8 and R 9 may form a ring-shaped skeleton by linking with each other;
where in Formula (C), R 9 represents a hydrogen atom, an alkyl group which may have a substituent or a phenyl group which may have a substituent, and “n” represents an integer of 0 to 5; and
where in Formula (D), R 10 to R 13 each represents independently a hydrogen atom, an alkyl group which may have a substituent or a phenyl group which may have a substituent; and, R 10 and R 12 , or R 10 and R 13 , or R 11 and R 12 , or R 11 and R 13 are linked via an alkylene oxide group so as to form a ring-shaped compound.
9. A method for producing an organic electroluminescence element which has an anode and a cathode on a substrate and has a plurality of organic layers which is disposed between the anode and the cathode and includes a light emitting layer, wherein at least one organic layer of the plurality of organic layers contains a compound having a dibenzofuran skeleton and a crown ether compound, the method comprising:
1) a process of disposing an electrode on a substrate;
2) a process of disposing the plurality of organic layers including a light emitting layer;
3) a process of disposing other electrode on the plurality of organic layers; and
4) a process of heating at 40 to 150° C. after the disposing of the other electrode; sequentially in this order.