IP Library Granted Patent US 11,283,028
Granted Patent B2
US 11,283,028 · App. 16/331,543 · Granted Mar 22, 2022

Organic electroluminescent compound and organic electroluminescent device comprising the same

Inventors: Su-Hyun Lee (Gyeonggi-do, KR); Chi-Sik Kim (Gyeonggi-do, KR); Hee-Ryong Kang (Gyeonggi-do, KR); Bitnari Kim (Gyeonggi-do, KR)
H01L51/0072C07D487/04H01L51/0052H01L51/0067H01L51/5016H01L2251/5384
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 11,283,028
App. No.
16/331,543
Granted
Mar 22, 2022
Kind
B2
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 can provide an organic electroluminescent device having low driving voltage and/or high power efficiency properties.

Claims (17)

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

wherein

at least one of both x and y, both y and z, both p and q, and both q and r are fused with the * positions in formula 1-a, with the proviso that the case where both x and y, and both y and z are simultaneously fused with the * positions in formula 1-a, and the case where both p and q, and both q and r are simultaneously fused with the * positions in formula 1-a, are excluded;

L represents a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (5- to 30-membered)heteroarylene;

X 1 to X 6 , each independently, represent N or CR 4 with the proviso, at least one of X 1 to X 6 represents N;

Ar 1 represents a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (5- to 30-membered)heteroaryl;

R 1 to R 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 (C3-C30)cycloalkyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, a substituted or unsubstituted (C6-C30)aryl(C1-C30)alkyl, —NR 11 R 12 , —SiR 13 R 14 R 15 , —SR 16 , —OR 17 , a cyano, a nitro, or a hydroxyl;

R 11 to R 17 , 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; or are linked to an adjacent substituent to form a substituted or unsubstituted, mono- or polycyclic, (3- to 30-membered) alicyclic or aromatic ring, or the combination thereof, which may comprise at least one heteroatom selected from nitrogen, oxygen, and sulfur;

a to c, each independently, represent an integer of 1 to 4, where if a to c, each independently, are an integer of 2 or more, each of R 1 to R 3 may be the same or different; and

the heteroaryl(ene) or the heterocycloalkyl contains at least one heteroatom selected from B, N, O, S, Si, and P, wherein the organic electroluminescent compound is comprised as a host material of a light-emitting layer.

2. The organic electroluminescent device according to claim 1 , wherein formula 1 is represented by any one of the following formulas 2 to 5:

wherein

L, Ar 1 , R 1 , R 2 , X 1 to X 6 , a and b are as defined in claim 1 ,

R 5 and R 6 , each independently, are as defined in R 1 and R 2 ,

d and e, each independently, represent an integer of 1 to 6, where if d and e, each independently, are an integer of 2 or more, each of R 5 and R 6 may be the same or different.

3. The organic electroluminescent device according to claim 1 , wherein the substituents of the substituted alkyl, the substituted aryl(ene), the substituted heteroaryl(ene), the substituted cycloalkyl, the substituted heterocycloalkyl, the substituted aralkyl, and the substituted mono- or polycyclic, alicyclic or aromatic ring, or the combination thereof, in L, Ar 1 , R 1 to R 4 , and R 11 to R 17 , 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 (C6-C30)aryl; a (5- to 30-membered)heteroaryl; 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; 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.

4. The organic electroluminescent device according to claim 1 , wherein the compound represented by formula 1 is selected from the group consisting of:

Assignments (2)
CHANGE OF NAME Recorded Oct 17, 2024
From: ROHM & HAAS ELECTRONIC MATERIALS KOREA LTD
To: DUPONT SPECIALTY MATERIALS KOREA LTD
Reel/Frame 069185/0438 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 26, 2022
From: LEE, SU-HYUN; KIM, CHI-SIK; KANG, HEE-RYONG; KIM, BITNARI
To: ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.
Reel/Frame 058768/0388 →
Priority Claims (2)
KR 10-2016-0128230 · Oct 5, 2016 · national
KR 10-2017-0098913 · Aug 4, 2017 · national
Continuity (1)
Related Publication 20190221752A1 · Jul 18, 2019