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US 10,361,377 B2Granted
Condensed cyclic compound and organic light emitting device including the same
AssigneeSamsung SDI Co., Ltd.
InventorsHyung-Sun Kim, Byung-Ku Kim, Young-Kwon Kim, Chang-Woo Kim, Joo-Hee Seo, Chang-Ju Shin, Seung-Jae Lee, Kyu Young Hwang
Life of this patent
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Abstract
A novel condensed cyclic compound and an organic light emitting device including the same are disclosed.
Claims12
A condensed cyclic compound represented by the following Formula 1:
- wherein, in the Formulae,
- in the Formula 1, the ring A11 is represented by the Formula 1A;
- in the Formula 1, the ring A12 is represented by the Formula 1B;
- X11 is N-[(L11)a11-(R11)b11], S, O, S(═O), S(═O)2, C(═O), C(R13)(R14), Si(R13)(R14), P(R13), P(═O)R13 or C═N(R13);
- X12 is N-[(L12)a12-(R12)b12], S, O, S(═O), S(═O)2, C(═O), C(R15)(R16), Si(R15)(R16), P(R15), P(═O)R15 or C═N(R15);
- X1 is N—[(L1)a1-(R1)b1], S, O, S(═O), S(═O)2, C(═O), Si(R5)(R6), P(R5), P(═O)R5 or C═N(R5);
- L1 to L4, L11 and L12 are independently a substituted or unsubstituted C3-C10 cycloalkylene group, a substituted or unsubstituted C2-C10 heterocycloalkylene group, a substituted or unsubstituted C3-C10 cycloalkenylene group, a substituted or unsubstituted C2-C10 heterocycloalkenylene group, a substituted or unsubstituted C6-C60 arylene group, a substituted or unsubstituted C2-C60 heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, or a substituted or unsubstituted divalent non-aromatic heterocondensed polycyclic group;
- a1 to a4, a11 and a12 are independently selected from integers of 0 to 3;
- R1 to R6, R11 to R16 and R21 to R30 are independently one of hydrogen, 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 C2-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 C2-C60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic heterocondensed polycyclic group, —N(Q1)(Q2), —Si(Q3)(Q4)(Q5), —B(Q6)(Q7), or one of the groups represented by the Formula 2A to Formula 2F, provided that the R1 to R6 are not one of the groups represented by the Formula 2A, Formula 2B, Formula 2C, Formula 2D, Formula 2E, or Formula 2F, and provided that at least one of R11 to R16 or R21 to R30 is a group represented by one of the Formula 2A, Formula 2B, Formula 2C, Formula 2D, Formula 2E, or Formula 2F;
- b1 to b4, b11 and b12 are independently selected from integers of 1 to 3;
- i) in the Formula 1, when X11 is N—[(L11)a11-(R11)b11] and X12 is not N-[(L12)a12-(R12)b12], in the Formula 1, at least one of b11 R11's and R21 to R30 is selected from the group represented by the Formula 2A to the group represented by the Formula 2F;
- ii) in the Formula 1, when X11 is not N-[(L11)a11-(R11)b11] and X12 is N-[(L12)a12-(R12)b12], in the Formula 1, at least one of b12 R12's and R21 to R30 is selected from the group represented by the Formula 2A to the group represented by the Formula 2F;
- and
- iii) in the Formula 1, when X11 is N-[(L11)a11-(R11)b11] and X12 is N-[(L12)a12-(R12)b12], in the Formula 1, at least one of b11 R11's, and b12 R12's and R21 to R30 is selected from the group represented by the Formula 2A to the group represented by the Formula 2F;
- at least one substituent of the substituted C3-C10 cycloalkylene group, the substituted C2-C10 heterocycloalkylene group, the substituted C3-C10 cycloalkenylene group, the substituted C2-C10 heterocycloalkenylene group, the substituted C6-C60 arylene group, the substituted C2-C60 heteroarylene group, the substituted divalent non-aromatic condensed polycyclic group, the substituted divalent non-aromatic heterocondensed polycyclic 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 C2-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 C2-C60 heteroaryl group, the substituted monovalent non-aromatic condensed polycyclic group and substituted monovalent non-aromatic heterocondensed polycyclic group is,
- 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 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 of which is substituted with at least one of 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 C3-C10 cycloalkyl group, a C2-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 C2-C60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocondensed polycyclic group, —N(Q11)(Q12), —Si(Q13)(Q14)(Q15) and —B(Q16)(Q17);
- a C3-C10 cycloalkyl group, a C2-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 C2-C60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group or a monovalent non-aromatic heterocondensed polycyclic group;
- a C3-C10 cycloalkyl group, a C2-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 C2-C60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, or a monovalent non-aromatic heterocondensed polycyclic group each of which is substituted with at least one of 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 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 C2-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 C2-C60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocondensed polycyclic group, —N(Q21)(Q22), —Si(Q23)(Q24)(Q25) and —B(Q26)(Q27);
- or —N(Q31)(Q32), —Si(Q33)(Q34)(Q35) or —B(Q36)(Q37);
- wherein the Q1 to Q7, Q1 to Q17, Q21 to Q27 and Q31 to Q37 are independently hydrogen, 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 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 C2-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 C2-C60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group or a monovalent non-aromatic heterocondensed polycyclic group.
18 more elements
Dependencies are inferred from the claim text.