IP Library Granted Patent US 11,856,850
Granted Patent B2
US 11,856,850 · App. 16/640,082 · Granted Dec 26, 2023

Plurality of host materials and organic electroluminescent device comprising the same

Inventors: Bitnari Kim (Gyeonggi-do, KR); Su-Hyun Lee (Gyeonggi-do, KR); So-Young Jung (Gyeonggi-do, KR); Hyo-Soon Park (Gyeonggi-do, KR); Tae-Jun Han (Gyeonggi-do, KR); Young-Jun Cho (Gyeonggi-do, KR); Sang-Hee Cho (Gyeonggi-do, KR)
H10K85/6572C07D239/74C07D241/42C07D251/24C07D487/04C09K11/025C09K11/06H10K85/654H10K85/6574H10K85/6576C09K2211/1018H10K50/11H10K2101/10H10K2101/90
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 11,856,850
App. No.
16/640,082
Granted
Dec 26, 2023
Kind
B2
Abstract

The present disclosure relates to a plurality of host materials and organic electroluminescent devices comprising the same. The present disclosure may provide a plurality of host materials having a composition favorable to thermal denaturation due to a low deposition temperature, while improving hole properties and electronic properties of HOMO and LUMO, by comprising separate compounds represented by formulas 1 and 2 into a light-emitting layer. By comprising the plurality of host materials of the present disclosure, it is possible to provide an organic electroluminescent device having a lower driving voltage, higher luminous efficiency and/or longer lifetime.

Claims (30)

1. An organic electroluminescent device comprising an anode, a cathode, and at least one light-emitting layer between the anode and the cathode, wherein at least one layer of the light-emitting layer comprises a plurality of host materials,

wherein

the plurality of host materials comprising a first host material and a second host material, wherein the first host material comprises a compound represented by the following formula 1:

wherein

L 1 and L 2 , each independently, represent 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 (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, an amino, 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;

A represents a naphthalene ring;

B represents a benzene ring,

R 1 to R 3 , 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 (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 each of R 1 to R 3 may be linked to each other to form a substituted or unsubstituted (3- to 30-membered) mono- or polycyclic ring;

a represents an integer of 1 to 6;

b represents 1 or 2;

c represents an integer of 1 to 4; and

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 second host material comprises a compound represented by the following formula 2:

HAr-(L 3 -Ar 3 ) d   (2)

wherein

HAr represents a substituted or unsubstituted triazine, a substituted or unsubstituted pyrimidine, or a substituted or unsubstituted pyridine;

L 3 represents a single bond, or a substituted or unsubstituted (C6-C30)arylene;

Ar 3 represents a substituted or unsubstituted (C6-C30)aryl; and

d represents an integer of 1 to 3, where if d is an integer of 2 or more, each (L 3 -Ar 3 ) may be the same or different.

2. The organic electroluminescent device according to claim 1 , wherein the compound represented by formula 1 is represented by the following formula 3:

wherein, L 1 , L 2 , Ar 1 , Ar 2 , R 1 to R 3 , and a to c are as defined in claim 1 .

3. The organic electroluminescent device according to claim 1 , wherein the compound represented by formula 2 is represented by at least one of the following formula 5:

wherein

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

R 4 represents hydrogen, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (C2-C30)alkenyl, or a substituted or unsubstituted (C1-C30)alkyl; or two adjacent R 4 's may be linked to each other to form a substituted or unsubstituted (3- to 30-membered) mono- or polycyclic ring; and

L 3 , Ar 3 and d are as defined in claim 1 .

4. The organic electroluminescent device according to claim 1 , wherein the substituents of the substituted aryl(ene), the substituted heteroaryl(ene), the substituted mono- or di-alkylamino, the substituted mono- or di-arylamino, the substituted alkylarylamino, the substituted alkyl, the substituted alkenyl, the substituted cycloalkyl, the substituted alkoxy, the substituted trialkylsilyl, the substituted dialkylarylsilyl, the substituted alkyldiarylsilyl, the substituted triarylsilyl, or the substituted mono- or polycyclic ring in L 1 to L 3 , Ar 1 to Ar 3 , HAr, and R 1 to R 3 , 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, a (C6-C30)aryl, 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.

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

6. The organic electroluminescent device according to claim 1 , wherein the compound represented by formula 2 is selected from the group consisting of the following compounds:

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 Sep 1, 2023
From: KIM, BITNARI; LEE, SU-HYUN; JUNG, SO-YOUNG; PARK, HYO-SOON; HAN, TAE-JUN; CHO, YOUNG-JUN; CHO, SANG-HEE
To: ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.
Reel/Frame 064777/0310 →