ORGANIC ELECTROLUMINESCENT COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING THE SAME
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 improved driving voltage, luminous efficiency, lifespan characteristic, and/or power efficiency can be provided.
1 . An organic electroluminescent compound represented by the following formula 1:
wherein
X 1 to X 3 each independently represent N or CR;
R and R 11 each independently represent 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 (3- to 30-membered)heteroaryl;
L represents a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene;
R 1 to R 8 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 (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C1-C30)alkoxy, a substituted or unsubstituted tri(C1-C30)alkylsilyl, a substituted or unsubstituted di(C1-C30)alkyl(C6-C30)arylsilyl, a substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, a substituted or unsubstituted tri(C6-C30)arylsilyl, a substituted or unsubstituted mono- or di-(C1-C30)alkylamino, a substituted or unsubstituted mono- or di-(C6-C30)arylamino, or a substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino; or may be linked to an adjacent substituent to form a ring;
at least one pair of R 1 to R 8 must be linked to each other to form a ring; and
a represents an integer of 1 to 3, where a is an integer of 2 or more, each R 11 may be the same or different.
2 . The organic electroluminescent compound according to claim 1 , wherein
is represented by any one of the following formulas:
wherein
R, L, R 11 , and a are as defined in claim 1 .
3 . The organic electroluminescent compound according to claim 1 , wherein
is represented by any one of the following formulas:
wherein
B 1 to B 8 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 (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C1-C30)alkoxy, a substituted or unsubstituted tri(C1-C30)alkylsilyl, a substituted or unsubstituted di(C1-C30)alkyl(C6-C30)arylsilyl, a substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, a substituted or unsubstituted tri(C6-C30)arylsilyl, a substituted or unsubstituted mono- or di-(C1-C30)alkylamino, a substituted or unsubstituted mono- or di-(C6-C30)arylamino, or a substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino; and
R 1 to R 8 are as defined in claim 1 .
4 . The organic electroluminescent compound according to claim 1 , wherein
is represented by any one of the following formulas:
wherein
Y and Y′ each independently represent N—Ar 2 , O, S, or CR a R b ;
Ar 2 , R a , R b , and B 9 to B 44 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 (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C1-C30)alkoxy, a substituted or unsubstituted tri(C1-C30)alkylsilyl, a substituted or unsubstituted di(C1-C30)alkyl(C6-C30)arylsilyl, a substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, a substituted or unsubstituted tri(C6-C30)arylsilyl, a substituted or unsubstituted mono- or di-(C1-C30)alkylamino, a substituted or unsubstituted mono- or di-(C6-C30)arylamino, or a substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino; and
R 1 to R 8 are as defined in claim 1 .
5 . 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 (3- to 30-membered)heteroaryl(ene), the substituted (C3-C30)cycloalkyl, the substituted (C1-C30)alkoxy, the substituted tri(C1-C30)alkylsilyl, the substituted di(C1-C30)alkyl(C6-C30)arylsilyl, the substituted (C1-C30)alkyldi(C6-C30)arylsilyl, the substituted tri(C6-C30)arylsilyl, the substituted mono- or di-(C1-C30)alkylamino, the substituted mono- or di-(C6-C30)arylamino, and the substituted (C1-C30)alkyl(C6-C30)arylamino in R, R 1 to R 8 , R 11 , L, Ar 2 , R a , R b , and B, to B 44 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.
6 . The organic electroluminescent compound according to claim 1 , wherein
X 1 to X 3 each independently represent N or CR;
R represents hydrogen, or a substituted or unsubstituted (C6-C20)aryl;
R 11 represents hydrogen, or a substituted or unsubstituted (C6-C15)aryl;
L represents a single bond, a substituted or unsubstituted (C6-C15)arylene, or a substituted or unsubstituted (5- to 15-membered)heteroarylene;
R 1 to R 8 each independently represent hydrogen, a substituted or unsubstituted (C6-C15)aryl, a substituted or unsubstituted (5- to 15-membered)heteroaryl, or a substituted or unsubstituted di(C6-C15)arylamino; or may be linked to an adjacent substituent to form a ring;
at least one pair of R 1 to R 8 must be linked to each other to form a ring; and
a represents 1 or 2.
7 . The organic electroluminescent compound according to claim 1 , wherein
X 1 to X 3 each independently represent N or CR;
R represents hydrogen, or a (C6-C20)aryl unsubstituted or substituted with a (C1-C6)alkyl(s);
R 11 represents hydrogen, or an unsubstituted (C6-C15)aryl;
L represents a single bond, an unsubstituted (C6-C15)arylene, or an unsubstituted (5- to 15-membered)heteroarylene;
R 1 to R 8 each independently represent hydrogen; an unsubstituted (C6-C15)aryl; a (5- to 15-membered)heteroaryl unsubstituted or substituted with a (C6-C12)aryl(s); or an unsubstituted di(C6-C15)arylamino; or may be linked to an adjacent substituent to form a ring;
at least one pair of R 1 to R 8 must be linked to each other to form a ring; and
a represents 1 or 2.
8 . The organic electroluminescent compound according to claim 1 , wherein the compound represented by formula 1 is selected from the group consisting of:
9 . An organic electroluminescent material comprising the organic electroluminescent compound according to claim 1 .
10 . An organic electroluminescent device comprising the organic electroluminescent compound according to claim 1 .
11 . The organic electroluminescent device according to claim 10 , wherein the organic electroluminescent compound is comprised in a light-emitting layer.
12 . The organic electroluminescent device according to claim 11 , wherein the light-emitting layer further comprises an organic electroluminescent compound besides the organic electroluminescent compound, and the further comprised organic electroluminescent compound is represented by the following formula 11:
wherein
Ar 3 to Ar 6 each independently represent a substituted or unsubstituted (C6-C30)aryl;
L 1 represents a single bond, or a substituted or unsubstituted (C6-C30)aryl(ene);
L 2 represents a single bond, or a substituted or unsubstituted (C6-C30)arylene;
R 12 and R 13 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 (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C1-C30)alkoxy, a substituted or unsubstituted tri(C1-C30)alkylsilyl, a substituted or unsubstituted di(C1-C30)alkyl(C6-C30)arylsilyl, a substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, a substituted or unsubstituted tri(C6-C30)arylsilyl, a substituted or unsubstituted mono- or di-(C1-C30)alkylamino, a substituted or unsubstituted mono- or di-(C6-C30)arylamino, or a substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino; or may be linked to an adjacent substituent to form a ring;
m and n each independently represent an integer of 0 to 2, where at least one of m and n is 1 or more; and
p and q each independently represent an integer of 1 to 4, where p and q are an integer of 2 or more, each R, and each R 2 may be the same or different.