Metal complex compound and organic light emitting diode device including the same
View Patent ↗Disclosed are a metal complex compound represented by the following Chemical Formula 1 or 3, and an organic light emitting diode device including the same. In Chemical Formulae 1 and 3, M 1 , M 2 , R 1 to R 14 , y 1 and y 2 are as defined in the detailed description.
1. A metal complex compound represented by the following Chemical Formula 1:
wherein, in Chemical Formula 1,
M 1 is a Zn, Al, Ga, In, a Group 2 metal ion or Group 3 metal ion,
R 1 to R 8 are the same or different, and are independently selected from the group consisting of hydrogen, deuterium, a halogen, a hydroxyl group, a substituted or unsubstituted C 1 to C 20 alkyl group, a substituted or unsubstituted C 2 to C 20 alkenyl group, a substituted or unsubstituted C 2 to C 20 alkynyl group, a substituted or unsubstituted C 1 to C 20 alkoxy group, a substituted or unsubstituted C 3 to C 30 cycloalkyl group, a substituted or unsubstituted C 3 to C 30 cycloalkenyl group, a substituted or unsubstituted C 3 to C 30 cycloalkynyl group, a substituted or unsubstituted C 2 to C 30 heterocycloalkyl group, a substituted or unsubstituted C 2 to C 30 heterocycloalkenyl group, a substituted or unsubstituted C 2 to C 30 heterocycloalkynyl group, a substituted or unsubstituted C 6 to C 30 an aryl group, a substituted or unsubstituted C 6 to C 30 aryloxy group, a substituted or unsubstituted C 2 to C 30 heteroaryl group, an amine group, an ester group, a carboxyl group, a nitro group, and a cyano group,
wherein at least one of R 4 to R 5 is deuterium and at least one of R 1 to R 8 is hydrogen,
wherein only one of R 1 to R 8 is deuterium,
wherein at least one of R 4 and R 5 is methyl, and
wherein y 1 is 2 or 3.
2. The metal complex compound of claim 1 , wherein in Chemical Formula 1, M 1 is Be, Zn, Mg, Al, Ga, In, or a combination thereof.
3. The metal complex compound of claim 1 , wherein the metal complex compound is represented by one of the following Chemical Formulae 2-4, 2-5, 2-9, and 2-10:
4. An organic light emitting device comprising
a first electrode,
a second electrode facing the first electrode, and
an organic layer interposed between the first electrode and the second electrode,
wherein the organic layer includes a metal complex compound represented by the following Chemical Formula 1:
wherein, in Chemical Formula 1,
M 1 is a Zn, Al, Ga, In, a Group 2 metal ion or Group 3 metal ion,
R 1 to R 8 are the same or different, and are independently selected from the group consisting of hydrogen, deuterium, a halogen, a hydroxyl group, a substituted or unsubstituted C 1 to C 20 alkyl group, a substituted or unsubstituted C 2 to C 20 alkenyl group, a substituted or unsubstituted C 2 to C 20 alkynyl group, a substituted or unsubstituted C 1 to C 20 alkoxy group, a substituted or unsubstituted C 3 to C 30 cycloalkyl group, a substituted or unsubstituted C 3 to C 30 cycloalkenyl group, a substituted or unsubstituted C 3 to C 30 cycloalkynyl group, a substituted or unsubstituted C 2 to C 30 heterocycloalkyl group, a substituted or unsubstituted C 2 to C 30 heterocycloalkenyl group, a substituted or unsubstituted C 2 to C 30 heterocycloalkynyl group, a substituted or unsubstituted C 6 to C 30 an aryl group, a substituted or unsubstituted C 6 to C 30 aryloxy group, a substituted or unsubstituted C 2 to C 30 heteroaryl group, an amine group, an ester group, a carboxyl group, a nitro group, and a cyano group,
wherein at least one of R 4 to R 5 is deuterium and at least one of R 1 to R 8 is hydrogen,
wherein only one of the R 1 to R 8 is deuterium,
wherein at least one of R 4 and R 5 is methyl, and
wherein y 1 is 2 or 3.
5. The organic light emitting diode device of claim 4 , wherein the organic layer comprises at least one among a hole injection layer (HIL), a hole transport layer (HTL), an emission layer, an electron transport layer (ETL), and an electron injection layer (EIL) that are sequentially positioned on the first electrode.
6. The organic light emitting diode device of claim 5 , wherein the metal complex compound is included in the emission layer.
7. The organic light emitting diode device of claim 5 , wherein the metal complex compound is included in the electron transport layer (ETL).
8. The organic light emitting diode device of claim 4 , wherein in Chemical Formula 1, M 1 is Be, Zn, Mg, Al, Ga, In, or a combination thereof.
9. The organic light emitting diode device of claim 4 , wherein the metal complex compound is represented by one of the following Chemical 2-4, 2-5, 2-9, and 2-10: