Organic electroluminescent compound and organic electroluminescent device comprising the same
View Patent ↗The present disclosure relates to an organic electroluminescent compound and an organic electroluminescent device comprising the same. By comprising the organic electroluminescent compound of the present disclosure, an organic electroluminescent device having low driving voltage and/or high luminous efficiency can be provided. At the same time or selectively, an organic electroluminescent device having excellent lifespan characteristic and/or formable of a thin film of excellent quality can be provided.
1. An organic electroluminescent compound represented by the following formula 1:
wherein
Ar 1 and Ar 2 each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (5- to 30-membered)heteroaryl, a substituted or unsubstituted (3- to 7-membered) heterocycloalkyl, or a substituted or unsubstituted (C3-C30)cycloalkyl;
Ar 3 and Ar a each independently represent hydrogen, deuterium, a halogen, a cyano, —NR 11 R 12 , a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (5- to 30-membered)heteroaryl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, or a substituted or unsubstituted (C3-C30)cycloalkyl; and at least one of two Ar 3 's and two Ar 4 's are linked to each other to form a fused ring of
in which * represents a bonding site of Ar 3 or Ar 4 ;
R 11 and R 12 each independently represent hydrogen, deuterium, a halogen, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (5- to 30-membered)heteroaryl, a substituted or unsubstituted (3- to 7-membered) heterocycloalkyl, or a substituted or unsubstituted (C3-C30)cycloalkyl;
L 1 represents a single bond, or a substituted or unsubstituted (C6-C30)arylene;
Ar 5 represents hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (5- to 30-membered)heteroaryl;
Ar 6 represents a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (5- to 30-membered)heteroaryl;
the heteroaryl contains at least one heteroatom selected from B, N, O, S, Si, and P;
a and b each independently represent an integer of 1 to 5, and c to e each independently represent an integer of 1 to 4;
where a to e is an integer of 2 or more, each Ar 1 , each Ar 2 , each Ar 3 , each Ar 4 , and each Ar 5 may be the same or different.
2. The organic electroluminescent compound according to claim 1 , wherein the substituents of the substituted (C1-C30)alkyl, the substituted (C6-C30)aryl(ene), the substituted (5- to 30-membered)heteroaryl, the substituted (3- to 7-membered)heterocycloalkyl, and the substituted (C3-C30)cycloalkyl in Ar 1 to Ar 6 , and L 1 each independently are at least one selected from the group consisting of deuterium; a halogen; a cyano; a carboxyl; a nitro; a hydroxyl; a (C1-C30)alkyl; a halo(C1-C30)alkyl; a (C2-C30)alkenyl; a (C2-C30)alkynyl; a (C1-C30)alkoxy; a (C1-C30)alkylthio; a (C3-C30)cycloalkyl; a (C3-C30)cycloalkenyl; a (3- to 7-membered)heterocycloalkyl; a (C6-C30)aryloxy; a (C6-C30)arylthio; a (5- to 30-membered)heteroaryl unsubstituted or substituted with a (C6-C30)aryl(s); a (C6-C30)aryl unsubstituted or substituted with a (5- to 30-membered)heteroaryl(s); a tri(C1-C30)alkylsilyl, a tri(C6-C30)arylsilyl; a di(C1-C30)alkyl(C6-C30)arylsilyl; a (C1-C30)alkyldi(C6-C30)arylsilyl; an amino; a mono- or di-(C1-C30)alkylamino; a mono- or di-(C6-C30)arylamino unsubstituted or substituted with a (C1-C30)alkyl(s); a (C1-C30)alkyl(C6-C30)arylamino; a (C1-C30)alkylcarbonyl; a (C1-C30)alkoxycarbonyl; a (C6-C30)arylcarbonyl; a di(C6-C30)arylboronyl; a di(C1-C30)alkylboronyl; a (C1-C30)alkyl(C6-C30)arylboronyl; a (C6-C30)aryl(C1-C30)alkyl; and a (C1-C30)alkyl(C6-C30)aryl.
3. The organic electroluminescent compound according to claim 1 , wherein formula 1 is represented by any one of the following formulas 2 and 3:
wherein
Ar 1 to Ar 6 , L 1 , and a to e are as defined in claim 1 .
4. The organic electroluminescent compound according to claim 1 , wherein
Ar 1 and Ar 2 each independently represent hydrogen, a substituted or unsubstituted (C6-C20)aryl, or a substituted or unsubstituted (5- to 20-membered)heteroaryl;
Ar 3 and Ar 4 each independently represent hydrogen, a halogen, —NR 11 R 12 , a substituted or unsubstituted (C6-C20)aryl, or a substituted or unsubstituted (5- to 20-membered)heteroaryl; and at least one of two Ar 3 's and two Ar 4 's are linked to each other to form a fused ring of
L 1 represents a single bond;
R 11 and R 12 each independently represent hydrogen, a substituted or unsubstituted (C6-C20)aryl, or a substituted or unsubstituted (5- to 20-membered)heteroaryl;
Ar 5 represents hydrogen, or a substituted or unsubstituted (C6-C20)aryl; and
Ar 6 represents a substituted or unsubstituted (C6-C20)aryl, or a substituted or unsubstituted (5- to 20-membered)heteroaryl.
5. The organic electroluminescent compound according to claim 1 , wherein
Ar 1 and Ar 2 each independently represent hydrogen, an unsubstituted (C6-C20)aryl, or a (5- to 20-membered)heteroaryl substituted with a (C6-C12)aryl(s);
Ar 3 and Ar 4 each independently represent hydrogen, a (C6-C20)aryl unsubstituted or substituted with a nitro(s), or a (5- to 20-membered)heteroaryl unsubstituted or substituted with a (C6-C12)aryl(s); and at least one of two Ar 3 's and two Ar 4 's are linked to each other to form a fused ring of
L 1 represents a single bond;
Ar 5 represents hydrogen, or an unsubstituted (C6-C20)aryl; and
Ar 6 represents an unsubstituted (C6-C20)aryl, or a (5- to 20-membered)heteroaryl unsubstituted or substituted with a (C6-C12)aryl(s).
6. The organic electroluminescent compound according to claim 1 , wherein the compound represented by formula 1 is at least one selected from the group consisting of:
7. An organic electroluminescent material comprising the organic electroluminescent compound according to claim 1 .
8. An organic electroluminescent device comprising the organic electroluminescent compound according to claim 1 .
9. A display device comprising the organic electroluminescent compound according to claim 1 .