IP Library Granted Patent US 12,648,352
Granted Patent B2
US 12,648,352 · App. 17/272,620 · Granted Jun 2, 2026

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); Ji-Won Um (Gyeonggi-do, KR); Jeong-Eun Yang (Gyeonggi-do, KR); Sang-Hee Cho (Gyeonggi-do, KR)
Assignee: DuPont Specialty Materials Korea Ltd.
H10K85/654H10K85/622H10K85/624H10K85/626H10K85/633H10K85/6572H10K85/6574H10K85/6576H10K50/11H10K2101/10H10K2101/90
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 12,648,352
App. No.
17/272,620
Granted
Jun 2, 2026
Kind
B2
Abstract

The present disclosure relates to a plurality of host materials comprising a first host material comprising a compound represented by formula 1, and a second host material comprising a compound represented by formula 2, and an organic electroluminescent device comprising the same. By comprising a specific combination of compounds as a host material, it is possible to provide an organic electroluminescent device having higher luminous efficiency and/or improved lifespan characteristics compared to conventional organic electroluminescent devices.

Claims (25)

1 . A plurality of host materials comprising a first host material comprising a compound represented by the following formula 1-2, and a second host material comprising a compound represented by the following formula 2-1:

wherein

X 1 represents —N═;

Y 1 represents —O— or —S;

L 1 represents a single bond;

Ar 1 represents a substituted or unsubstituted (C6-C60)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted mono- or di-(C1-C30)alkylamino, a substituted or unsubstituted phenylbiphenylamino, a substituted or unsubstituted phenylnaphthylamino, a substituted or unsubstituted phenylterphenylamino, a substituted or unsubstituted phenylfluorenylamino, a substituted or unsubstituted naphthylbiphenylamino, a substituted or unsubstituted naphthylterphenylamino, a substituted or unsubstituted naphthylphenanthrenylamino, a substituted or unsubstituted dinaphthylamino, a substituted or unsubstituted phenylcarbazolylamino, a substituted or unsubstituted phenyldibenzofuranylamino, a substituted or unsubstituted biphenyldibenzofuranylamino, a substituted or unsubstituted biphenyldibenzothiophenylamino-, a substituted or unsubstituted terphenyldibenzofuranylamino, a substituted or unsubstituted terphenyldibenzothiophenylamino or a substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino;

R 1 represents a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl;

R 2 to R 4 each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, 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 adjacent substituents may be linked to each other to form a ring(s);

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

wherein

A 2 , A 4 , and A 6 each independently represent N;

A 1 , A 3 , and A 5 each independently represent CR 10 ;

R 10 of A 1 represents -L 2 -Ar 2 wherein L 2 represents a single bond or a substituted or unsubstituted (C6-C30)arylene; and Ar 2 represents a substituted or unsubstituted naphthyl, or a substituted or unsubstituted naphthylphenyl;

R 10 of A 3 represents -L 2 -Ar 2 wherein L 2 represents a single bond or a substituted or unsubstituted (C6-C30)arylene; and Ar 2 represents a substituted or unsubstituted (C6-C30)aryl;

R 10 of A 5 represents -L 2 -Ar 2 wherein L 2 represents, a deuterium-substituted or unsubstituted naphthylene, a deuterium-substituted or unsubstituted phenylnaphthylene, or a deuterium-substituted or unsubstituted naphthylphenylene; and Ar 2 represents the following formula 3;

with the proviso L 2 of A 1 , L 2 of A 3 , and L 2 of A 5 do not simultaneously represent a single bond;

Y represents O, S, or NR 21 ;

R 21 represents a substituted or unsubstituted (C6-C30)aryl;

R 14 or R 15 is a bonding site with L 2 ; or R 11 to R 18 each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, 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 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 may be linked to an adjacent substituent to form a ring(s); and

d represents an integer of 3.

2 . The plurality of host materials according to claim 1 , wherein the substituents of the substituted alkyl, the substituted aryl, the substituted arylene, the substituted heteroaryl, the substituted cycloalkyl, the substituted alkoxy, the substituted trialkylsilyl, the substituted dialkylarylsilyl, the substituted alkyldiarylsilyl, the substituted triarylsilyl, the substituted mono- or di-alkylamino, the substituted mono- or di-arylamino, the substituted phenylbiphenylamino, the substituted phenylnaphthylamino, the substituted phenylterphenylamino, the substituted phenylfluorenylamino, the substituted naphthylbiphenylamino, the substituted naphthylterphenylamino, the substituted naphthylphenanthrenylamino, the substituted dinaphthylamino, the substituted phenylcarbazolylamino, the substituted phenyldibenzofuranylamino, the substituted biphenyldibenzofuranylamino, the substituted biphenyldibenzothiophenylamino, the substituted terphenyldibenzofuranylamino, the substituted terphenyldibenzothiophenylamino, and the substituted alkylarylamino in L 2 , Ar 1 , R 1 to R 4 , R 11 to R 18 , and R 21 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 (3- to 30-membered)heteroaryl unsubstituted or substituted with a (C6-C30)aryl(s); a (C6-C30)aryl unsubstituted or substituted with at least one of a (C1-C30)alkyl(s) and a (3- 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; 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 plurality of host materials according to claim 1 , wherein in formula 1-2, Ar 1 represents a substituted or unsubstituted phenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted biphenyl, a substituted or unsubstituted naphthylphenyl, a substituted or unsubstituted phenylnaphthyl, a substituted or unsubstituted terphenyl, a substituted or unsubstituted phenanthrenyl, a substituted or unsubstituted benzophenanthrenyl, a substituted or unsubstituted chrysenyl, a substituted or unsubstituted fluoranthenyl, a substituted or unsubstituted fluorenyl, a substituted or unsubstituted benzofluorenyl, a substituted or unsubstituted triphenylenyl, a substituted or unsubstituted spirobifluorenyl, a substituted or unsubstituted spiro[cyclopentane-fluorene]yl, a substituted or unsubstituted spiro[indane-fluorene]yl, a substituted or unsubstituted spiro[fluorene-benzofluorene]yl, a substituted or unsubstituted nitrogen-containing 23-membered heteroaryl, a substituted or unsubstituted phenylbiphenylamino, a substituted or unsubstituted phenylnaphthylamino, a substituted or unsubstituted phenylterphenylamino, a substituted or unsubstituted phenylfluorenylamino, a substituted or unsubstituted naphthylbiphenylamino, a substituted or unsubstituted naphthylterphenylamino, a substituted or unsubstituted naphthylphenanthrenylamino, a substituted or unsubstituted dinaphthylamino, a substituted or unsubstituted phenylcarbazolylamino, a substituted or unsubstituted phenyldibenzofuranylamino, a substituted or unsubstituted biphenyldibenzofuranylamino, or a substituted or unsubstituted biphenyldibenzothiophenylamino.

4 . The plurality of host materials according to claim 1 , wherein the compound represented by formula 1-2 is at least one selected from the following compounds;

5 . The plurality of host materials according to claim 1 , wherein the compound represented by formula 2-1 is at least one selected from the following compounds:

6 . 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 layers comprises the plurality of host materials according to claim 1 .

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 23, 2026
From: KIM, BITNARI; LEE, SU-HYUN; JUNG, SO-YOUNG; UM, JI-WON; YANG, JEONG-EUN; CHO, SANG-HEE
To: ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.
Reel/Frame 074149/0280 →
CHANGE OF NAME Recorded Nov 11, 2024
From: ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.
To: DUPONT SPECIALTY MATERIALS KOREA LTD.
Reel/Frame 069316/0857 →
CHANGE OF NAME Recorded Oct 17, 2024
From: ROHM & HAAS ELECTRONIC MATERIALS KOREA LTD
To: DUPONT SPECIALTY MATERIALS KOREA LTD
Reel/Frame 069185/0438 →
Priority Claims (2)
KR 10-2018-0101717 · Aug 29, 2018 · national
KR 10-2019-0103829 · Aug 23, 2019 · national
Continuity (1)
Related Publication 20210359216A1 · Nov 18, 2021
References Cited (12)
US 20090286772A1 · Chau et al. · 2009 [cited by applicant]
US 20140231769A1 · Nishimura · 2014 [cited by examiner]
US 20170104163A1 · Lee et al. · 2017 [cited by applicant]
US 20180033975A1 · Kim et al. · 2018 [cited by applicant]
US 20180208837A1 · Ahn · 2018 [cited by examiner]
US 20180323397A1 · Ahn et al. · 2018 [cited by applicant]
US 20190207125A1 · Ahn et al. · 2019 [cited by applicant]
US 20190221751A1 · Cho et al. · 2019 [cited by applicant]
US 20190393427A1 · Moon et al. · 2019 [cited by applicant]
KR 2017022865A · 2017 [cited by examiner]
Search Report from KIPO for Korean application No. 10-2019-0103829; Application Date: Aug. 23, 2019. [cited by applicant]
Search Report from KIPO for Korean application No. 20190103829; Application Date: Aug. 23, 2019. [cited by applicant]