IP Library Granted Patent US 10,950,806
Granted Patent B2
US 10,950,806 · App. 16/652,713 · Granted Mar 16, 2021

Organic electroluminescent compound and organic electroluminescent device comprising the same

Inventors: Hyun Kim (Gyeonggi-do, KR); Hong-Yeop Na (Gyeonggi-do, KR); Yeon-Gun Lee (Gyeonggi-do, KR); Jeong-Hwan Jeon (Gyeonggi-do, KR); Seung-Ae Kim (Gyeonggi-do, KR)
Assignee: Rohm and Haas Electronic Materials Korea Ltd.
H01L51/0085C07F15/0033C09K11/06C09K2211/1466C09K2211/185H01L51/001H01L51/5016H01L51/56H01L2251/558
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Quick Facts
Patent No.
US 10,950,806
App. No.
16/652,713
Granted
Mar 16, 2021
Kind
B2
Abstract

The present disclosure relates to an organic electroluminescent compound for near-IR light emission, an organic electroluminescent material and an organic electroluminescent device comprising the same. By comprising the organic electroluminescent compound of the present disclosure, it is possible to provide an organic electroluminescent device with near-IR light emission.

Claims (27)

1. A compound comprising a ligand having the structure represented by the following formula 1, wherein the ligand is coordinated to a metal having an atomic number greater than 40:

wherein

ring A represents an N-containing 10-membered heteroaryl ring which may be substituted with R 2 ;

ring B represents a (C6-C18)aryl ring which may be substituted with R 3 ;

R 1 to R 3 , each independently, represent deuterium, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl, or each of R 1 to R 3 may be linked to each other to form a ring; and

a to c, each independently, represent an integer of 0 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.

2. The compound according to claim 1 , wherein the metal is any one selected from iridium, rhenium, osmium, and platinum.

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

wherein

m represents 1 or 2; ring A, ring B, R 1 to R 3 , and a to c are as defined in claim 1 ;

represents any one of the following formulas 2-a to 2-c:

wherein

R 4 to R 6 , each independently, represent hydrogen, deuterium, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C1-C30)alkoxy, an amino, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C2-C30)alkynyl, a substituted or unsubstituted (C6-C30)aryl(C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl;

R 7 and R 8 , each independently, represent deuterium, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C1-C30)alkoxy, an amino, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C2-C30)alkynyl, a substituted or unsubstituted (C6-C30)aryl(C1-C30)alkyl, 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 deuterium, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, or a substituted or unsubstituted (C6-C30)aryl, or each R 9 and each R 10 may be linked to each other to form a ring;

X represents N or CR 11 ;

R 11 represents hydrogen, deuterium, a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (C1-C30)alkyl;

d and e, each independently, represent an integer of 0 to 4, and f and g, each independently, represent an integer of 0 to 3, where if d to g, each independently, are an integer of 2 or more, each of R 7 to R 10 may be the same or different.

4. The compound according to claim 3 , wherein the formula 2 is represented by any one of the following formulas 3 to 10:

wherein, R 1 to R 3 , a to c, m and

each independently, are as defined in claim 3 .

5. The compound according to claim 1 , wherein the substituents of the substituted alkyl, the substituted cycloalkyl, the substituted aryl, or the substituted heteroaryl in 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.

6. The compound according to claim 1 , wherein the compound is selected from the group consisting of the following compounds:

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

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

9. The organic electroluminescent device according to claim 8 , wherein the compound is comprised as a dopant.

10. A display system comprising the compound according to claim 1 .

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 Jun 1, 2021
From: KIM, HYUN; LEE, YEON-GUN; KIM, SEUNG-AE; NA, HONG-YEOP; JEON, JEONG-HWAN
To: ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.
Reel/Frame 056398/0384 →