Heterocycle-containing organometallic complex and organic light emitting device including the same
View Patent ↗An organometallic complex for a light emitting layer includes a heterocyclic ligand and a bivalent metal bonded to the heterocyclic ligand, wherein the heterocyclic ligand includes a plurality of linked ring structures that include a total of at least 17 carbon atoms and 1 heteroatom, and the linked ring structures have substantially parallel planes.
1. An organic light emitting device, comprising:
a first electrode;
a second electrode; and
an organic layer between the first and second electrodes, wherein the organic layer includes a heterocycle-containing organometallic complex represented by a general Formula 1:
wherein each of R 1 through R 11 is a hydrogen atom, a cyano group, a hydroxyl group, a nitro group, a halogen atom, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C1-C20 alkoxy group, a substituted or unsubstituted C6-C20 aryl group, a substituted or unsubstituted C7-C20 arylalkyl group, a substituted or unsubstituted C2-C20 alkylalkoxy group, a substituted or unsubstituted C7-C20 arylalkoxy group, a substituted or unsubstituted C6-C20 arylamino group, a substituted or unsubstituted C1-C20 alkylamino group, a substituted or unsubstituted C1-C20 alkoxyamino group, or a substituted or unsubstituted C2-C20 hetero ring group; M is beryllium, magnesium, zinc, calcium, chromium, iron, cobalt, nickel, or copper; X is nitrogen or phosphorous; and Y is oxygen or sulfur.
2. The organic light emitting device as claimed in claim 1 , wherein the organic layer has a multi-layered structure.
3. The organic light emitting device as claimed in claim 2 , wherein the organic layer includes one or more of an electron transport layer, an electron injection layer, an electron blocking layer, an emitting layer, a hole injection layer, a hole blocking layer, and/or a hole transport layer.
4. The organic light emitting device as claimed in claim 3 , wherein the organic layer is an emitting layer including a host material and the heterocycle-containing organometallic complex.
5. The organic light emitting device as claimed in claim 4 , wherein the heterocycle-containing organometallic complex is a dopant in an amount of about 1 part to about 50 parts by weight based on 100 parts by weight of a total weight of the host material and the dopant.
6. The organic light emitting device as claimed in claim 5 , wherein the organic layer includes the hole transport layer, emitting layer, and electron transport layer between the first and second electrodes.
7. The organic light emitting device as claimed in claim 6 , wherein the organic layer further comprises the hole injection layer and the electron injection layer.
8. The organic light emitting device as claimed in claim 6 , wherein the organic layer further comprises the hole blocking layer between the electron transport layer and the hole transport layer, and
the emitting layer, electron transport layer, and electron injection layer include the heterocycle-containing organometallic complex.
9. The organic light emitting device as claimed in claim 1 , wherein the complex represented by Formula 1 is any one of compounds represented by Formulae 2 through 6,
wherein each one of R 12 and R 13 is a hydrogen atom, a cyano group, a hydroxyl group, a nitro group, a halogen atom, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C1-C20 alkoxy group, a substituted or unsubstituted C6-C20 aryl group, a substituted or unsubstituted C7-C20 arylalkyl group, a substituted or unsubstituted C2-C20 alkylalkoxy group, a substituted or unsubstituted C7-C20 arylalkoxy group, a substituted or unsubstituted C6-C20 arylamino group, a substituted or unsubstituted C1-C20 alkylamino group, a substituted or unsubstituted C1-C20 alkoxyamino group, or a substituted or unsubstituted C2-C20 hetero ring group.
10. The organic light emitting device as claimed in claim 9 , wherein each one of the R 12 and R 13 is a hydrogen atom, a phenyl group, or a methyl group.
11. The organic light emitting device as claimed in claim 9 , wherein X is nitrogen and Y is oxygen.
12. The organic light emitting device as claimed in claim 1 , wherein the compound represented by Formula 1 is any one of compounds represented by Formulae 7 or 8,
wherein each of R 14 , R 15 and R 16 is a hydrogen atom, a cyano group, a hydroxyl group, a nitro group, a halogen atom, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C1-C20 alkoxy group, a substituted or unsubstituted C6-C20 aryl group, a substituted or unsubstituted C7-C20 arylalkyl group, a substituted or unsubstituted C2-C20 alkylalkoxy group, a substituted or unsubstituted C7-C20 arylalkoxy group, a substituted or unsubstituted C6-C20 arylamino group, a substituted or unsubstituted C1-C20 alkylamino group, a substituted or unsubstituted C1-C20 alkoxyamino group, or a substituted or unsubstituted C2-C20 hetero ring group.
13. The organic light emitting device as claimed in claim 12 , wherein each one of the R 14 through R 16 is a hydrogen atom, a phenyl group, or a methyl group.
14. The organic light emitting device as claimed in claim 12 , wherein X is nitrogen and Y is oxygen.
15. The organic light emitting device as claimed in claim 1 , wherein the M is beryllium, X is nitrogen, and Y is oxygen.
16. The organic light emitting device as claimed in claim 15 , wherein the heterocycle-containing organometallic complex is represented by Formula 9.
17. The organic light emitting device as claimed in claim 1 , wherein at least two of the R 1 through R 11 are bound to each other to form a ring.