Organic electroluminescent compound, organic electroluminescent material comprising the same, and organic electroluminescent device

Patent metadata

Field	Value
Publication number	US-12102001-B2
Application number	US-202117188999-A
Country	US
Kind code	B2
Filing date	Mar 1, 2021
Priority date	Mar 2, 2020
Publication date	Sep 24, 2024
Grant date	Sep 24, 2024

Abstract

The present disclosure relates to an organic electroluminescent compound, an organic electroluminescent material comprising the same, and an organic electroluminescent device. By comprising the organic electroluminescent compound according to the present disclosure, an organic electroluminescent device having low driving voltage and/or high luminous efficiency and/or long lifespan can be provided.

First claim

The invention claimed is:

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

wherein,
A ring and B ring each independently represent an unsubstituted (C6-C30)aryl;
X 1 to X 3 each independently represent N;
R 2 represents an unsubstituted (C6-C30)aryl;
L 1 and R 3 each independently represent an unsubstituted (C6-C30)arylene;
L 2 represents a single bond;
Y 1 represents —O—; and
m and n each independently represent an integer of 1.

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

in the formula (1) is represented by the following formula 1-1:

wherein,
Y 1 is as defined in claim 1 ;
R 4 to R 5 are hydrogen;
a and b each independently represent 3.

3. The organic electroluminescent compound according to claim 2 , wherein

in formula (1) is represented by the following formula 1-14:

wherein,
R 4 , R 5 , Y 1 , and a to b are as defined in claim 2 .

4. The organic electroluminescent compound according to claim 1 , wherein the compounds represented by the formula 1 are selected from the following compounds:

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

6. A plurality of host materials comprising at least one of the organic electroluminescent material(s) according to claim 5 as a first host material, and at least one of a second host material which is different from the first host material.

7. The plurality of host materials according to claim 6 , wherein the second host material comprises a compound represented by the following formula 11:

wherein,
L a represents a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene;
Ar a represents a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl;
R 9 and R 10 each independently represent hydrogen, deuterium, halogen, cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 50-membered)heteroaryl, 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 of an (C3-C30) aliphatic ring and an (C6-C30) aromatic ring, a substituted or unsubstituted mono- or di-(C1-C30)alkylamino, a substituted or unsubstituted mono- or di-(C2-C30)alkenylamino, a substituted or unsubstituted (C1-C30)alkyl(C2-C30)alkenylamino, a substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino, a substituted or unsubstituted (C1-C30)alkyl(3- to 30-membered)heteroarylamino, a substituted or unsubstituted (C2-C30)alkenyl(C6-C30)arylamino, a substituted or unsubstituted (C2-C30)alkenyl(3- to 30-membered)heteroarylamino, a substituted or unsubstituted mono- or di-(C6-C30)arylamino, a substituted or unsubstituted mono- or di-(3- to 30-membered)heteroarylamino, or a substituted or unsubstituted (C6-C30)aryl(3- to 30-membered)heteroarylamino; or may be linked to an adjacent substituent to form a ring(s);
f and g each independently represents an integer of 1 to 4; and
when f and g are 2 or more, each of R 9 and each of R 10 may be the same or different.

8. The plurality of host materials according to claim 7 , wherein the compound represented by formula 11 is represented by the following formula 12 or 13:

wherein,
L a , Ar a , R 9 , R 10 , and f, and g are as defined in claim 7 ;
T 1 and T 2 each independently represent a single bond, O, or S;
L b is defined as L a in claim 7 ;
Ar b is defined as Ar a in claim 7 ;
R 11 to R 14 each independently are as defined as R 9 in claim 7 ;
X 1 represents O, S, or NR a ;
R a represents a substituted or unsubstituted (C6-C30)aryl;
g′ and h each independently represent an integer of 1 to 3, i and k each independently represent an integer of 1 to 4, and j represents an integer of 1 or 2; and
when g′, h, i, j, and k are 2 or more, each of R10, each of R11, each of R12, each of R13, and each of R14 may be the same or different.

9. The plurality of host materials according to claim 7 , wherein the compound represented by the formula 11 are selected from the following compounds:

Assignees

• Rohm & Haas Elect Materials Korea Ltd

Inventors

• Kim Young-Kwang
• Oh Hong-Se
• Jun Ji-Song
• Kim Chi-Sik
• Park Kyoung-Jin
• Moon Doo-Hyeon

Classifications

• H10K2101/90

  Multiple hosts in the emissive layer · CPC title

• H10K2101/10

  Triplet emission · CPC title

• H10K50/11

  characterised by the electroluminescent [EL] layers · CPC title

• H10K85/6572

  comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole · CPC title

• C09K2211/1018

  Heterocyclic compounds · CPC title