IP Library › Granted Patent US 12,453,283
Granted Patent B2
US 12,453,283 · App. 17/046,647 · Granted Oct 21, 2025

Compound and organic light emitting device comprising the same

Inventors: Min Woo Jung (Daejeon, KR); Dong Hoon Lee (Daejeon, KR); Sang Duk Suh (Daejeon, KR); Seulchan Park (Daejeon, KR); Sunghyun Hwang (Daejeon, KR); Boonjae Jang (Daejeon, KR); Jungha Lee (Daejeon, KR); Su Jin Han (Daejeon, KR)
Assignee: LG CHEM, LTD.
H10K85/654C07D405/14C07D409/14C09K11/06H10K85/6572H10K85/6574H10K85/6576C07B2200/05C09K2211/1018H10K50/11H10K2101/10
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Quick Facts
Patent No.
US 12,453,283
App. No.
17/046,647
Granted
Oct 21, 2025
Kind
B2
Abstract

Provided is a novel compound of Chemical Formula 1: wherein: X 1 to X 3 are each independently CH or N, provided that at least two of X 1 to X 3 are N, Y 1 and Y 2 are each independently O or S, L is a single bond; a substituted or unsubstituted C 6-60 arylene; a substituted or unsubstituted C 2-60 heteroarylene containing one or more selected from the group consisting of N, O, and S, Ar 1 is a C 6-60 aryl substituted with at least one deuterium, and the other substituent are as defined in the specification; and an organic light emitting device including the same. The compound of Chemical Formula 1 can be used as a material of an organic material layer of an organic light emitting device, and can improve efficiency, achieve a low driving voltage, and/or improve lifetime characteristics in the organic light emitting device.

Claims (23)

1. A compound of the following Chemical Formula 1:

wherein, in Chemical Formula 1,

X 1 to X 3 are each independently CH or N, provided that at least two of X 1 to X 3 are N,

Y 1 and Y 2 are each independently O or S,

L is a single bond,

Ar 1 is a phenyl substituted with at least one deuterium,

each R 1 is independently hydrogen; deuterium; a halogen; cyano; nitro; amino; a substituted or unsubstituted C 1-60 alkyl; a substituted or unsubstituted C 3-60 cycloalkyl; a substituted or unsubstituted C 2-60 alkenyl; a substituted or unsubstituted C 6-60 aryl; or a substituted or unsubstituted C 2-60 heteroaryl containing any one or more heteroatoms selected from the group consisting of N, O and S, or two adjacent groups of R 1 are linked together to form a C 6-60 aromatic ring or a C 2-60 heteroaromatic ring containing one or more heteroatoms selected from the group consisting of N, O, and S, and

n is an integer of 0 to 4.

2. The compound according to claim 1 , wherein Chemical Formula 1 is any one of the following Chemical Formulas 2 to 5:

wherein, in Chemical Formulas 2 to 5,

X 1 to X 3 , Y 1 , Y 2 , L, Ar 1 , R 1 , and n are the same as those defined in claim 1 .

3. The compound according to claim 1 , wherein X 1 to X 3 all are N.

4. The compound according to claim 1 , wherein Ar 1 is phenyl substituted with five deuteriums.

5. The compound according to claim 1 , wherein each R 1 is independently hydrogen or phenyl, or two adjacent groups of R 1 are linked together to form

6. The compound according to claim 1 , wherein n is an integer of 0 to 2.

7. The compound according to claim 1 , wherein Chemical Formula 1 is either one of the following Chemical Formula 1-1 or Chemical Formula 1-2:

wherein, in Chemical Formula 1-1 or Chemical Formula 1-2,

X 1 to X 3 , Y 1 , Y 2 , L, Ar 1 , and R 1 are the same as those defined in claim 1 .

8. The compound according to claim 1 , wherein the compound of Chemical Formula 1 is any one selected from the group consisting of the following:

9. An organic light emitting device comprising:

a first electrode;

a second electrode provided to face the first electrode; and

one or more organic material layers provided between the first electrode and the second electrode, wherein one or more one layers of the organic material layers comprise the compound according to claim 1 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 9, 2020
From: JUNG, MIN WOO; LEE, DONG HOON; SUH, SANG DUK; PARK, SEULCHAN; HWANG, SUNGHYUN; JANG, BOONJAE; LEE, JUNGHA; HAN, SU JIN
To: LG CHEM, LTD.
Reel/Frame 054020/0473 →
Priority Claims (2)
KR 10-2018-0088202 · Jul 27, 2018 · national
KR 10-2019-0091211 · Jul 26, 2019 · national
Continuity (1)
Related Publication 20210184131A1 · Jun 17, 2021
References Cited (33)
US 10505121B2 · Song et al. · 2019 [cited by applicant]
US 20020076576A1 · Li · 2002 [cited by examiner]
US 20040251816A1 · Leo et al. · 2004 [cited by applicant]
US 20140332793A1 · Park et al. · 2014 [cited by applicant]
US 20170062736A1 · Parham et al. · 2017 [cited by applicant]
US 20170207399A1 · Parham · 2017 [cited by third party]
US 20190058131A1 · Cho et al. · 2019 [cited by applicant]
US 20190276599A1 · Dai et al. · 2019 [cited by applicant]
US 20200119286A1 · Liaptsis · 2020 [cited by third party]
US 20200123133A1 · No · 2020 [cited by examiner]
US 20200168804A1 · Song · 2020 [cited by examiner]
EP 3034506A1 · 2016 [cited by applicant]
JP 2001240854A · 2001 [cited by applicant]
JP 6319228B2 · 2018 [cited by applicant]
KR 1020000051826A · 2000 [cited by applicant]
KR 1020120129733A · 2012 [cited by applicant]
KR 1020150129282A · 2015 [cited by applicant]
KR 1020170057797A · 2017 [cited by applicant]
KR 1020180010144A · 2018 [cited by applicant]
KR 101857632A · 2018 [cited by applicant]
KR 1020180045798A · 2018 [cited by third party]
KR 1020180060991A · 2018 [cited by applicant]
KR 1020180061077A · 2018 [cited by applicant]
KR 1020180062208A · 2018 [cited by applicant]
KR 1020180071621A · 2018 [cited by applicant]
WO 03012890A2 · 2003 [cited by applicant]
WO 2015165563A1 · 2015 [cited by applicant]
WO 2017078494A1 · 2017 [cited by applicant]
WO 2018117618A1 · 2018 [cited by applicant]
WO WO2019143108A1 · 2019 [cited by examiner]
Tsuji et al., Chem. Commun., 2014, 50, 14870 (Year: 2014). [cited by examiner]
WO 2019143108 A1 machine translation (Year: 2019). [cited by examiner]
Tsuji et al., The hydrogen/deuterium isotope effect of the host material on the lifetime of organic light-emitting diodes, pp. 14870-14872, Sep. 15, 2014, Chem. Commun. [cited by third party]