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US 11,925,106 B2Granted
Condensed cyclic compound, composition including the same, and organic light-emitting device including the condensed cyclic compound
AssigneeSamsung Electronics Co., Ltd.
InventorsMasaki Numata, Mitsunori Ito
Life of this patent
Estimating the term…
Abstract
A condensed cyclic compound represented by Formula 1, a composition including the same, and an organic light-emitting device including the condensed cyclic compound: wherein R1-R6, L1-L2, Ar1, n1, a1-a2, and b3-b6 are described in the specification.
Claims19
A condensed cyclic compound represented by Formula 1 below:
- wherein a moiety represented by
- is a group represented by one of Formulae 5-1 to 5-22:
- wherein, in Formulae 5-1 to 5-22,
- Y51 is C(Z58)(Z59),
- Z51 to Z59 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a C1-C20 alkyl group, a C1-C20 alkoxy group, a phenyl group, or —Si(Q31)(Q32)(Q33),
- provided that when the moiety represented by
- is a group represented by Formula 5-1 and f5 is 1, then Z52 is hydrogen, deuterium, —F, a hydroxyl group, a C1-C20 alkyl group, a C1-C20 alkoxy group, a phenyl group, or —Si(Q31)(Q32)(Q33),
- f3 is an integer from 0 to 3,
- f4 is an integer from 0 to 4,
- f5 is an integer from 0 to 5,
- f7 is an integer from 0 to 7,
- Q31 to Q33 are each independently hydrogen, deuterium, a C1-C20 alkyl group, a C1-C20 alkoxy group, a phenyl group, or a biphenyl group, and
- * indicates a binding site to a neighboring atom,
- wherein in Formulae 1 and 2,
- L11 is a single bond, a substituted or unsubstituted C5-C60 carbocyclic group, or a substituted or unsubstituted C1-C60 heterocyclic group,
- a11 is an integer from 1 to 5,
- Ar11 is a substituted or unsubstituted C5-C60 carbocyclic group,
- R1 to R5 are each independently a group represented by Formula 2, hydrogen, deuterium, —F, —Cl, —Br, —I, a cyano group, 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 C1-C10 heterocycloalkyl group, a substituted or unsubstituted C3-C10 cycloalkenyl group, a substituted or unsubstituted C1-C10 heterocycloalkenyl group, a substituted or unsubstituted C6-C60 aryl group, a substituted or unsubstituted C7-C60 alkylaryl group, a substituted or unsubstituted C7-C60 arylalkyl group, a substituted or unsubstituted C7-C60 arylalkyloxy group, a substituted or unsubstituted C7-C60 arylalkylthio group, a substituted or unsubstituted C5-C60 arylalkenyl group, a substituted or unsubstituted C5-C60 arylalkynyl 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 C2-C60 alkylheteroaryl group, a substituted or unsubstituted C1-C60 heteroaryloxy group, a substituted or unsubstituted C1-C60 heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —Si(Q1)(Q2)(Q3), —N(Q1)(Q2), provided that R3 and R5 are each not a substituted or unsubstituted C6-C60 aryl group or a substituted or unsubstituted C1-C60 heteroaryl group,
- b3 and b5 are each independently an integer from 0 to 4,
- b4 is an integer from 0 to 3,
- two adjacent groups of R1, R2, R4(s) in the number of b4, and R5(s) in the number of b5 are optionally linked to form a substituted or unsubstituted C5-C30 carbocyclic group or a substituted or unsubstituted C1-C30 heterocyclic group,
- two adjacent groups of R3(s) in the number of b3 are optionally linked to form a substituted or unsubstituted C1-C30 heterocyclic group,
- provided that when R1 and R2 are linked to form a substituted or unsubstituted C5-C30 carbocyclic group or a substituted or unsubstituted C1-C30 heterocyclic group, then the condensed cyclic compound is represented by one of Formulae 1-3 and 1-4:
- wherein, in Formulae 1-3 and 1-4,
- Z1 and Z2 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a C1-C20 alkyl group, a C1-C20 alkoxy group, a phenyl group, or —Si(Q31)(Q32)(Q33),
- c4 is an integer from 0 to 4,
- at least one substituent of the substituted C5-C60 carbocyclic group, the substituted C1-C60 heterocyclic group, the substituted C1-C30 heterocyclic group, the substituted C1-C60 alkyl group, the substituted C2-C60 alkenyl group, the substituted C2-C60 alkynyl group, the substituted C1-C60 alkoxy group, the substituted C3-C10 cycloalkyl group, the substituted C1-C10 heterocycloalkyl group, the substituted C3-C10 cycloalkenyl group, the substituted C1-C10 heterocycloalkenyl group, the substituted C6-C60 aryl group, the substituted C7-C60 alkylaryl group, the substituted C7-C60 arylalkyl group, the substituted C7-C60 arylalkyloxy group, the substituted C7-C60 arylalkylthio group, the substituted C5-C60 arylalkenyl group, the substituted C5-C60 arylalkynyl group, the substituted C6-C60 aryloxy group, the substituted C6-C60 arylthio group, the substituted C1-C60 heteroaryl group, the substituted C2-C60 alkylheteroaryl group, the substituted C1-C60 heteroaryloxy group, the substituted C1-C60 heteroarylthio group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heteropolycyclic group is:
- deuterium, —F, —Cl, —Br, —I, -CD3, -CD2H, -CDH2, —CF3, —CF2H, —CFH2, —NCS, 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, or a C1-C60 alkoxy group;
- a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, or a C1-C60 alkoxy group, each substituted with deuterium, —F, —Cl, —Br, —I, -CD3, -CD2H, -CDH2, —CF3, —CF2H, —CFH2, —NCS, 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 C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C1-C10 heterocycloalkenyl group, Si(Q11)(Q12)(Q13), —N(Q11)(Q12), —C(═O)(Q11), or any combination thereof;
- a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, or a C1-C10 heterocycloalkenyl group;
- a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, or a C1-C10 heterocycloalkenyl group, each substituted with at least one deuterium, —F, —Cl, —Br, —I, -CD3, -CD2H, -CDH2, —CF3, —CF2H, —CFH2, 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, a C1-C60 alkoxy group, a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C1-C10 heterocycloalkenyl group, —Si(Q21)(Q22)(Q23), —N(Q21)(Q22), —C(═O)(Q21), or any combination thereof, or
- —Si(Q31)(Q32)(Q33), —N(Q31)(Q32), or —C(═O)(Q31),
- wherein Q1 to Q3, Q11 to Q13, Q21 to Q23, and Q31 to Q33 are each independently hydrogen, deuterium, a C1-C20 alkyl group, a C1-C20 alkoxy group, a phenyl group, or a biphenyl group, and
- * indicates a binding site to a neighboring atom.
31 more elements
Dependencies are inferred from the claim text.