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US 2025/0051369 A1Published application
Condensed cyclic compound, lightemitting device including the same, and electronic apparatus including the lightemitting device
AssigneeSamsung Electronics Co., Ltd.
InventorsEunkyung Lee, Yusuke MARUYAMA, Yongsik Jung, Halim Lee, Sungho Nam, Joonghyuk Kim, Jiwhan Kim, Kyeongsik Ju, Youngmok Son, Hwayoung Cho
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Abstract
A condensed cyclic compound represented by Formula 1, a light-emitting device including the same, and an electronic apparatus including the light-emitting device are disclosed:
Claims20
A condensed cyclic compound represented by Formula 1:
- wherein, in Formula 1, Ar0 is a group represented by Formula 2,
- wherein, in Formulae 1 and 2,
- ring Y1 to ring Y3 are each independently a C5-C60 carbocyclic group or a C1-C60 heterocyclic group,
- W1 is a single bond, O, S, N(Ar1), N(T11), C(T12)(T13), or Si(T12)(T13),
- W2 is a single bond, O, S, N(Ar2), N(T21), C(T22)(T23), or Si(T22)(T23),
- n1 and n2 are each independently 0 or 1,
- when n1 is 0, *—(W1)n1—*′ is absent,
- when n2 is 0, *—(W2)n2—*′ is absent,
- the sum of n1 and n2 is 1 or greater,
- each of Ar1 and Ar2 is a group represented by Formula 2,
- R0 is:
- hydrogen, deuterium, —F, or a cyano group;
- or
- a C1-C60 alkyl group unsubstituted or substituted with deuterium, —F, a cyano group, or any combination thereof,
- R1 to R4 are each independently:
- hydrogen, deuterium, —F, or a cyano group;
- a C1-C60 alkyl group unsubstituted or substituted with deuterium, —F, a cyano group, or any combination thereof;
- or
- a C6-C60 aryl group unsubstituted or substituted with deuterium, —F, a cyano group, a C1-C60 alkyl group, a C6-C60 aryl group, or any combination thereof,
- a1 is an integer from 0 to 3,
- a2 and a4 are each independently an integer from 0 to 4,
- a3 and m are each independently an integer from 0 to 5,
- * in Formula 2 indicates a binding site to the compound of Formula 1,
- Z1 to Z3, T11 to T13, and T21 to T23 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, —SF5, 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 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 C1-C60 alkylthio 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 C2-C10 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 condensed heteropolycyclic group, —N(Q1)(Q2), —Si(Q3)(Q4)(Q5), —Ge(Q3)(Q4)(Q5), —B(Q6)(Q7), —P(═O)(Q8)(Q9), —P(Q8)(Q9), or a group represented by Formula 2,
- b1 and b2 are each independently an integer from 0 to 10,
- b3 is an integer from 1 to 5,
- Formula 1 satisfies at least one of Conditions 1 and 2:
- Condition 1
- b1 is 1 or greater, and at least one of Z1 in the number of b1 comprises a carbazole group;
- and
- Condition 2
- b2 is 1 or greater, and at least one of Z2 in the number of b2 comprises a carbazole group,
- at least one of Z3 in the number of b3 is a C1-C60 alkyl group unsubstituted or substituted with deuterium, —F, a cyano group, or any combination thereof,
- two or more of Z1, Z2, Z3, T11, T12, T13, T21, T22 and T23 are optionally linked together to form a substituted or unsubstituted C5-C30 carbocyclic group or a substituted or unsubstituted C1-C30 heterocyclic group,
- at least one substituent of the substituted C5-C30 carbocyclic 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 C1-C60 alkylthio group, the substituted C3-C10 cycloalkyl group, the substituted C1-C10 heterocycloalkyl group, the substituted C3-C10 cycloalkenyl group, the substituted C2-C10 heterocycloalkenyl group, the substituted C6-C60 aryl group, the substituted C6-C60 aryloxy group, the substituted C6-C60 arylthio group, the substituted C1-C60 heteroaryl 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, 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, or a C1-C60 alkylthio group;
- a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C1-C60 alkoxy group, or a C1-C60 alkylthio group, each substituted with 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 C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C2-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, a monovalent non-aromatic condensed heteropolycyclic group, —N(Q11)(Q12), —Si(Q13)(Q14)(Q15), —Ge(Q13)(Q14)(Q15), —B(Q16)(Q17), —P(═O)(Q18)(Q19), —P(Q18)(Q19), or any combination thereof;
- a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C2-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, or a monovalent non-aromatic condensed heteropolycyclic group, each unsubstituted or substituted with 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 C1-C60 alkylthio group, a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C2-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, a monovalent non-aromatic condensed heteropolycyclic group, —N(Q21)(Q22), —Si(Q23)(Q24)(Q25), —Ge(Q23)(Q24)(Q25), —B(Q26)(Q27), —P(═O)(Q28)(Q29), —P(Q28)(Q29), or any combination thereof;
- —N(Q31)(Q32), —Si(Q33)(Q34)(Q35), —Ge(Q33)(Q34)(Q35), —B(Q36)(Q37), —P(═O)(Q3a)(Q39), or —P(Q38)(Q39);
- or
- any combination thereof, and
- Q1 to Q9, Q11 to Q19, Q21 to Q29, and Q31 to Q39 are each independently:
- hydrogen;
- deuterium;
- —F;
- or a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C1-C60 alkoxy group, a C1-C60 alkylthio group, a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C2-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, or a monovalent non-aromatic condensed heteropolycyclic group, each unsubstituted or substituted with deuterium, —F, a cyano group, a C1-C60 alkyl group, a C6-C60 aryl group, or any combination thereof.
43 more elements
Dependencies are inferred from the claim text.