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US 9,865,826 B2Granted
Organometallic compound and organic light-emitting device including the same
AssigneeSamsung Electronics Co., Ltd.
InventorsJongwon Choi, Seungyeon Kwak, Yoonhyun Kwak, Ohyun Kwon, Jiwhan Kim, Kumhee Lee, Sunyoung Lee
Life of this patent
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Abstract
An organometallic compound of Formula 1: wherein in Formula 1, groups and variables are as described in the specification.
Claims9
An organometallic compound represented by Formula 1:
- wherein in Formula 1,
- M is selected from a Period 1 transition metal, a Period 2 transition metal, and a Period 3 transition metal;
- A1 ring and A2 ring are each independently selected from a benzene, a pyridine and a pyrimidine;
- A3 ring and A4 ring are each independently selected from a benzene, a pyridine, an isoquinoline, a pyrazole, a dibenzofuran and a tetrahydroindazole;
- provided that each of A3 ring and A4 ring is not simultaneously a benzene;
- X1 to X4 are each independently selected from C and N;
- B1 to B4 are a single bond;
- Y1 and Y3 are a single bond;
- Y2 is selected from a phenylene group;
- and
- a phenylene group substituted with at least one selected from a deuterium, a methyl group, a tert-butyl group, and a phenyl group;
- L1 is selected from a monodentate ligand and a bidentate ligand;
- a1 is selected from 0, 1, and 2;
- R1 to R4 are each independently selected from a hydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a substituted or unsubstituted C1-C60 alkyl group, a substituted or unsubstituted C2-C60 alkenyl group, a substituted or unsubstituted C2-C60 alkynyl group, a substituted or unsubstituted C1-C60 alkoxy group, a substituted or unsubstituted C3-C10 cycloalkyl group, a substituted or unsubstituted heterocycloalkyl group, a substituted or unsubstituted C3-C10 cycloalkenyl group, a substituted or unsubstituted heterocycloalkenyl group, a substituted or unsubstituted C6-C60 aryl group, a substituted or unsubstituted C6-C60 aryloxy group, a substituted or unsubstituted C6-C60 arylthio group, a substituted or unsubstituted C1-C60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic hetero-condensed polycyclic group, —C(═O)(Q1), —Si(Q1)(Q2)(Q3), and —N(Q1)(Q2);
- wherein R1 and R4 or R2 and R3 are optionally linked to form a saturated or unsaturated ring;
- Q1 to Q3 are each independently selected from a C1-C60 alkyl group and a C6-C60 aryl group;
- b1 to b4 are each independently selected from 1, 2, 3, and 4;
- and
- at least one substituent of the substituted C6-C60 arylene group, substituted C1-C60 heteroarylene group, substituted divalent non-aromatic condensed polycyclic group, substituted divalent non-aromatic hetero-condensed polycyclic group, the substituted C1-C60 alkyl group, substituted C2-C60 alkenyl group, substituted C2-C60 alkynyl group, substituted C1-C60 alkoxy group, substituted C3-C10 cycloalkyl group, substituted C1-C10 heterocycloalkyl group, substituted C3-C10 cycloalkenyl group, substituted C1-C10 heterocycloalkenyl group, substituted C6-C60 aryl group, substituted C6-C60 aryloxy group, substituted C6-C60 arylthio group, substituted C1-C60 heteroaryl group, substituted monovalent non-aromatic condensed polycyclic group, and substituted monovalent non-aromatic hetero-condensed polycyclic group is selected from
- a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, and a C1-C60 alkoxy group;
- a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, and a C1-C60 alkoxy group, each substituted with at least one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, and a phosphoric acid group or a salt thereof;
- and
- a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C1-C10 heterocycloalkenyl group, a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C1-C60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, and a monovalent non-aromatic hetero-condensed polycyclic group.
20 more elements
Dependencies are inferred from the claim text.