Cyclic compound and organic light emitting device comprising same
A cyclic compound represented by Chemical Formula 1, and an organic light emitting device comprising the same, and the compound used as a material of an organic material layer in the organic light emitting device and providing improved efficiency, low driving voltage and improved lifetime characteristics of the organic light emitting device.
1. A compound represented by Chemical Formula 1:
in Chemical Formula 1,
Q 1 and Q 2 are each independently a C 6-30 aromatic ring,
n is an integer of 1 to 3,
a and b are each independently an integer of 0 to 3,
X is a single bond; CR 3 R 4 ; SiR 5 R 6 ; NR 7 ; O; S; SO 2 ; or a substituent represented by Chemical Formula 2,
R 1 to R 7 are each independently hydrogen; deuterium; a substituted or unsubstituted C 1-60 alkyl; a substituted or unsubstituted C 1-60 alkoxy; a substituted or unsubstituted C 6-60 aryl; or a substituted or unsubstituted C 5-60 heteroaryl containing at least one heteroatom selected from the group consisting of N, O and S, or adjacent groups of R 1 to R 7 are bonded to each other to form a ring,
L is a single bond; a substituted or unsubstituted C 6-60 arylene; or a substituted or unsubstituted C 2-60 heteroarylene containing at least one heteroatom selected from the group consisting of N, O and S, and
Ar is an unsubstituted C 6-60 aryl; a C 6-60 aryl substituted with one or more substituents selected from the group consisting of deuterium, a cyano group, a nitro group, a carbonyl group, an ester group, an imide group, an amino group, a phosphine oxide group, an alkoxy group, an aryloxy group, an alkylthioxy group, an arylthioxy group, an alkylsulfoxy group, an arylsulfoxy group, a silyl group, a boron group, an alkyl group, a cycloalkyl group, an alkenyl group, an aryl group, an aralkyl group, an aralkenyl group, an alkylaryl group, an alkylamine group, an aralkylamine group, a heteroarylamine group, an arylamine group, an arylphosphine group, and a heterocyclic group containing at least one of N, O and S atoms, or with a substituent in which two or more substituents of the above group of substituents of the C 6-60 aryl are connected to each other; a substituted or unsubstituted C 2-60 heteroaryl containing at least one heteroatom selected from the group consisting of N, O and S; or a di(C 6-60 aryl)phosphine oxide group.
2. The compound of claim 1 , wherein Q 1 and Q 2 are each independently a benzene or naphthalene ring.
3. The compound of claim 1 , wherein X is a single bond; C(CH 3 ) 2 ; C(phenyl) 2 ; N(phenyl); O; S; SO 2 ; or a substituent represented by Chemical Formula 2:
4. The compound of claim 1 , wherein n is 1.
5. The compound of claim 1 , wherein both a and b are 0.
6. The compound of claim 1 , wherein L is a single bond; phenylene;
biphenyldiyl; naphthalenediyl; furandiyl; thiophenediyl; or pyridindiyl.
7. A compound represented by Chemical Formula 1:
in Chemical Formula 1,
Q 1 and Q 2 are each independently a C 6-30 aromatic ring,
n is an integer of 1 to 3,
a and b are each independently an integer of 0 to 3,
X is a single bond; CR 3 R 4 ; SiR 5 R 6 ; NR 7 ; O; S; SO 2 ; or a substituent represented by Chemical Formula 2,
R 1 to R 7 are each independently hydrogen; deuterium; a substituted or unsubstituted C 1-60 alkyl; a substituted or unsubstituted C 1-60 alkoxy; a substituted or unsubstituted C 6-60 aryl; or a substituted or unsubstituted C 5-60 heteroaryl containing at least one heteroatom selected from the group consisting of N, O and S, or adjacent groups of R 1 to R 7 are bonded to each other to form a ring,
L is a single bond; a substituted or unsubstituted C 6-60 arylene; or a substituted or unsubstituted C 2-60 heteroarylene containing at least one heteroatom selected from the group consisting of N, O and S, and
Ar is a phenyl substituted with cyano; —P(O)(phenyl) 2 ; or any one selected from the group consisting of the following:
wherein,
L 1 and L 2 are each independently a single bond; a substituted or unsubstituted C 6-60 arylene; or a substituted or unsubstituted C 2-60 heteroarylene containing at least one heteroatom selected from the group consisting of N, O, and S,
X is each independently N or C(R 8 ), provided that at least one of X is N,
Ar 1 and Ar 2 are each independently hydrogen; a substituted or unsubstituted C 6-60 aryl; or
a substituted or unsubstituted C 2-60 heteroaryl containing at least one heteroatom selected from the group consisting of N, O, and S, and
R 8 is hydrogen; deuterium; a substituted or unsubstituted C 1-60 alkyl; a substituted or unsubstituted C 1-60 alkoxy; a substituted or unsubstituted C 6-60 aryl; a substituted or unsubstituted C 5-60 heteroaryl containing at least one heteroatom selected from the group consisting of N, O and S.
8. The compound of claim 7 , wherein L 1 and L 2 are each independently a single bond; phenylene; biphenyldiyl; or naphthalenediyl.
9. The compound of claim 7 , wherein Ar 1 and Ar 2 are each independently hydrogen; phenyl; phenyl substituted with cyano; biphenylene; terphenylene; naphthyl; phenanthrenyl; 9,10-dimethylphenanthrenyl; triphenylenyl; pyridinyl; dimethylfluorenyl; dibenzofuranyl; dibenzothiophenyl; carbazolyl; benzocarbazolyl; phenalenyl; quinolinyl; fluoranthenyl; phenoxazinyl; phenothiazinyl; 10-phenylphenazinyl; or 9,9-dimethylacridinyl.
10. The compound of claim 1 , wherein Ar is any one selected from the group consisting of the following:
wherein,
X′ is N or CH, with the proviso that at least one of X′ within each of the groups is N.
11. Any one compound selected from the group consisting of the following:
12. An organic light emitting device comprising: a first electrode; a second electrode that is provided to face the first electrode; and one or more organic material layers that are provided between the first electrode and the second electrode, wherein one or more layers of the organic material layers include a compound of claim 1 .
13. An organic light emitting device comprising: a first electrode; a second electrode that is provided to face the first electrode; and one or more organic material layers that are provided between the first electrode and the second electrode, wherein one or more layers of the organic material layers include a compound of claim 7 .
14. An organic light emitting device comprising: a first electrode; a second electrode that is provided to face the first electrode; and one or more organic material layers that are provided between the first electrode and the second electrode, wherein one or more layers of the organic material layers include a compound of claim 11 .