Organic electroluminescent compound and organic electroluminescent device comprising the same

1. An organic electroluminescent compound represented by the following formula 1:

in formula 1,

R′ 1 and R′ 2 , each independently, represent a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl; or R′ 1 and R′ 2 may be linked to each other to form a ring(s), in which R′ 1 and R′ 2 may be the same as or different from each other;

R 1 to R 4 , 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 fused ring group of a (C3-C30) aliphatic ring(s) and a (C6-C30) aromatic ring(s), or -L 1 -N—(Ar 1 )(Ar 2 ); or may be linked to an adjacent substituent to form a ring(s);

with the proviso that any one of R 1 's to R 4 's represents -L 1 -N—(Ar 1 )(Ar 2 );

L 1 represents a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene;

Ar 1 and Ar 2 , each independently, represent a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted fused ring group of a (C3-C30) aliphatic ring(s) and a (C6-C30) aromatic ring(s), a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl; and

m and p, each independently, represent an integer of 4; n and o, each independently, represent an integer of 2; and each of R 1 to each of R 4 may be the same or different.

2. The organic electroluminescent compound according to claim 1 , wherein formula 1 is represented by the following formula 1-1:

in formula 1-1, R′ 1 , R′ 2 , R 1 to R 4 , and m to p are as defined in claim 1 .

3. The organic electroluminescent compound according to claim 1 , wherein formula 1 is represented by any one of the following formulas 1-1-1 to 1-1-4:

in formulas 1-1-1 to 1-1-4,

R′ 1 , R′ 2 , L 1 , Ar 1 , Ar 2 , and m to p are as defined in claim 1 ;

m′ and p′, each independently, represent an integer of 3; n′ and o′, each independently, represent an integer of 1; and

R 1 to R 4 , 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, or a substituted or unsubstituted fused ring group of a (C3-C30) aliphatic ring(s) and a (C6-C30) aromatic ring(s); or may be linked to an adjacent substituent to form a ring(s).

4. The organic electroluminescent compound according to claim 1 , wherein formula 1 is represented by any one of the following formulas 1-1-1-1 to 1-1-1-12:

in formulas 1-1-1-1 to 1-1-1-12,

R′ 1 , R′ 2 , L 1 , Ar 1 , Ar 2 , and m to p are as defined in claim 1 ;

m′ and p′, each independently, represent an integer of 3; n′ and o′, each independently, represent an integer of 1; and

R 1 to R 4 , 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, or a substituted or unsubstituted fused ring group of a (C3-C30) aliphatic ring(s) and a (C6-C30) aromatic ring(s); or may be linked to an adjacent substituent to form a ring(s).

5. The organic electroluminescent compound according to claim 1 , wherein the substituent(s) of the substituted alkyl, the substituted alkenyl, the substituted aryl, the substituted arylene, the substituted heteroaryl, the substituted heteroarylene, the substituted cycloalkyl, the substituted alkoxy, the substituted trialkylsilyl, the substituted dialkylarylsilyl, the substituted alkyldiarylsilyl, the substituted triarylsilyl, and the substituted fused ring group of an aliphatic ring(s) and an aromatic ring(s), each independently, are at least one selected from the group consisting of deuterium; a halogen; a cyano; a carboxyl; a nitro; a hydroxyl; a phosphineoxide; a (C1-C30)alkyl; a halo(C1-C30)alkyl; a (C2-C30)alkenyl unsubstituted or substituted with a (C6-C30)aryl(s); 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 (3- to 30-membered)heteroaryl unsubstituted or substituted with a (C6-C30)aryl(s); a (C6-C30)aryl unsubstituted or substituted with at least one of a (C1-C30)alkyl(s) and (3- 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; a fused ring group of a (C3-C30) aliphatic ring(s) and a (C6-C30) aromatic ring(s); a (C1-C30)alkylcarbonyl; a (C1-C30)alkoxycarbonyl; a (C6-C30)arylcarbonyl; a (C6-C30)arylphosphinyl; 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 the compound represented by formula 1 is selected from the group consisting of the following:

7. An organic electroluminescent material comprising the organic electroluminescent compound according to claim 1 .

8. The organic electroluminescent material according to claim 7 , further comprising at least one compound represented by any one of the following formulas 11 to 15:

in formulas 11 to 15,

Ma represents a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted mono- or di- (C6-C30)arylamino, a substituted or unsubstituted mono- or di- (3- to 30-membered)heteroarylamino, a substituted or unsubstituted (C6-C30)aryl(3- to 30-membered)heteroarylamino, or a substituted or unsubstituted (3- to 30-membered)heteroaryl;

La represents a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene;

A represents S, O, N(Re), C(Rf)(Rg), Te, or Se;

ring B represents a naphthalene ring or a phenanthrene ring;

Ra to Rd, and Rh to Rk, each independently, represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C2-C30)alkynyl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted tri(C1-C30)alkylsilyl, a substituted or unsubstituted tri(C6-C30)arylsilyl, 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 mono- or di- (C1-C30)alkylamino, a substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino, or a substituted or unsubstituted mono- or di- (C6-C30)arylamino; or may be linked to an adjacent substituent to form a ring(s);

Re to Rg, 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 Rf and Rg may be linked to each other to form a ring(s);

w to y, q, and r, each independently, represents an integer of 1 to 4; z represents an integer of 1 to 3; and a and t, each independently, represent an integer of 1 or 2; n represents an integer of 1 to 9; and each of Rc, Ra to each of Rd, each of Ri to each of Rk, and each of La may be the same or different; and

the heteroaryl(ene) comprises at least one heteroatom selected from the group consisting of B, N, O, S, Si, P, Te, and Se.

9. The organic electroluminescent material according to claim 8 , wherein the compound represented by formula 11 is selected from the group consisting of the following:

10. The organic electroluminescent material according to claim 8 , wherein the compound represented by formula 12 is selected from the group consisting of the following:

11. The organic electroluminescent material according to claim 8 , wherein the compound represented by formula 13 or 14 is selected from the group consisting of the following:

12. The organic electroluminescent material according to claim 8 , wherein the compound represented by formula 15 is selected from the group consisting of the following:

13. An organic electroluminescent device comprising the organic electroluminescent compound according to claim 1 .