IP Library › Patent Application 16481531
Patent Application
App. No. 16/481,531

ORGANIC ELECTROLUMINESCENT COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING THE SAME

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Patent No.
US None
App. No.
16/481,531
Abstract

The present disclosure relates to an organic electroluminescent compound and an organic electroluminescent device comprising the same. The organic electroluminescent compound of the present disclosure has a high glass transition temperature that can be used in a deposition process. Further, by comprising the organic electroluminescent compound of the present disclosure, an organic electroluminescent device having a low driving voltage, high luminous efficiency, and/or improved lifespan characteristics can be provided.

Claims (29)

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

wherein

X 1 to X 3 each independently represent CH or N, with a proviso that at least one of X 1 to X 3 are N;

Ar 1 and Ar 2 each independently represent a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (5- to 30-membered)heteroaryl;

Ar 3 and Ar 4 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, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (5- to 30-membered)heteroarylene;

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 (5- to 30-membered)heteroaryl; or are linked to each other to form a substituted or unsubstituted, mono- or polycyclic, (C3-C30) alicyclic, aromatic ring, or a combination thereof, whose carbon atom(s) may be replaced with at least one heteroatom selected from nitrogen, oxygen, and sulfur;

a represents an integer of 1 to 5, and b represents an integer of 1 to 4, in which if a and b represent an integer of 2 or more, each Ar 3 and each Ar 4 may be the same or different; and

the heteroaryl(ene) and the heterocycloalkyl contain at least one heteroatom selected from B, N, O, S, Si, and P.

2 . The organic electroluminescent compound according to claim 1 , wherein substituents of the substituted (C1-C30)alkyl, the substituted (C6-C30)aryl(ene), the substituted (5- to 30-membered)heteroaryl(ene), the substituted (3- to 7-membered)heterocycloalkyl, the substituted (C3-C30)cycloalkyl, and the substituted mono- or polycyclic, (C3-C30) alicyclic, aromatic ring, or a combination thereof in Ar 1 to Ar 4 , 1_1, R 1 , and R 2 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

X 1 to X 3 each independently represent CH or N, with a proviso that at least two of X 1 to X 3 are N;

Ar 1 and Ar 2 each independently represent a substituted or unsubstituted (C6-C25)aryl, or a substituted or unsubstituted (5- to 20-membered)heteroaryl;

Ar 3 and Ar 4 each independently represent hydrogen, a substituted or unsubstituted (C6-C20)aryl, or a substituted or unsubstituted (5- to 20-membered)heteroaryl;

L 1 represents a single bond, a substituted or unsubstituted (C6-C20)arylene, or a substituted or unsubstituted (5- to 20-membered)heteroarylene;

R 1 and R 2 each independently represent a substituted or unsubstituted (C1-C6)alkyl, or a substituted or unsubstituted (C6-C12)aryl; or are linked to each other to form a substituted or unsubstituted, mono- or polycyclic, (C5-C10) alicyclic, aromatic ring, or a combination thereof; and

a and b each independently represent an integer of 1 to 2.

4 . The organic electroluminescent compound according to claim 1 , wherein

X 1 to X 3 each independently represent N;

Ar 1 and Ar 2 each independently represent a (C6-C25)aryl unsubstituted or substituted with a (C1-C6)alkyl(s) or a (C6-C12)aryl(s), or a (5- to 20-membered)heteroaryl unsubstituted or substituted with a (C6-C12)aryl(s);

Ar 3 and Ar 4 each independently represent hydrogen, an unsubstituted (C6-C20)aryl, or an unsubstituted (5- to 20-membered)heteroaryl;

L 1 represents a single bond, an unsubstituted (C6-C20)arylene, or an unsubstituted (5- to 20-membered)heteroarylene;

R 1 and R 2 each independently represent an unsubstituted (C1-C6)alkyl, or an unsubstituted (C6-C12)aryl; or are linked to each other to form an unsubstituted cyclopentane ring; and

a and b each independently represent 1.

5 . The organic electroluminescent compound according to claim 1 , wherein formula 1 is at least one selected from the group consisting of:

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

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

8 . The organic electroluminescent device according to claim 7 , wherein the organic electroluminescent compound is comprised in at least one of an electron buffer layer and an electron transport layer.

9 . A display device comprising the organic electroluminescent compound according to claim 1 .