IP Library Granted Patent US 12707887
Granted Patent B2
US 12707887 · App. 18/243,208 · Granted Aug 11, 2026

Organic compounds and organic light emitting diode comprising the same

Inventors: Hee-Jun Park (Seoul, KR); Seung-Hyun Kim (Seoul, KR); Sun-Jung Kim (Seoul, KR); Seok-Geun Jin (Seoul, KR)
Assignee: Material Science Co., Ltd.
H10K85/631H10K50/11H10K50/15H10K50/16H10K50/171H10K85/6572H10K85/6574H10K85/6576
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Quick Facts
Patent No.
US 12707887
App. No.
18/243,208
Granted
Aug 11, 2026
Kind
B2
Abstract

The organic light emitting diode according to an embodiment of the present disclosure includes a first electrode, a second electrode disposed opposite to the first electrode, one or more organic layers positioned on the inside of the first electrode and the second electrode, and a capping layer positioned on at least one outside of the first electrode and the second electrode, wherein a color viewing angle (Δu′v′) at viewing angles of 30°, 45° and 60° of light produced from the organic layer and emitted through the capping layer, is less than 0.010.

Claims (36)

1 . An organic light emitting diode, comprising:

a first electrode;

a second electrode disposed opposite to the first electrode;

one or more organic layers positioned on the inside of the first electrode and the second electrode; and

a capping layer positioned on at least one outside of the first electrode and the second electrode, wherein

the capping layer comprises a compound represented by the following Formula 1, and

a color viewing angle (Δu′v′) at viewing angles of 30°, 45° and 60° of light produced from the organic layer and emitted through the capping layer, is less than 0.010:

where

L 1 and L 2 are the same or different, and are each independently selected from the group consisting of a single bond, a substituted or unsubstituted arylene group of 6 to 30 carbon atoms, a substituted or unsubstituted arylalkylene group of 7 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group of 5 to 60 carbon atoms and a substituted or unsubstituted heteroarylalkylene group of 6 to 60 carbon atoms,

Ar 1 , Ar 2 , Ar 3 , Ar 4 and Ar 5 are the same or different, and are each independently selected from the group consisting of a substituted or unsubstituted aryl group of 6 to 30 carbon atoms, a substituted or unsubstituted arylalkyl group of 7 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group of 5 to 60 carbon atoms, a substituted or unsubstituted heteroarylalkyl group of 6 to 60 carbon atoms, a substituted or unsubstituted arylamino group of 6 to 30 carbon atoms, a substituted or unsubstituted arylalkylamino group of 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylamino group of 5 to 60 carbon atoms, a substituted or unsubstituted arylsilyl group of 6 to 30 carbon atoms and a substituted or unsubstituted aryloxy group of 6 to 30 carbon atoms, or combined with an adjacent group from each other to form a substituted or unsubstituted ring, and

the substituents of L 1 , L 2 , Ar 1 , Ar 2 , Ar 3 , Ar 4 and Ar 5 are each independently substituted with one or more substituents selected from the group consisting of deuterium, a cyano group, a trifluoromethyl group, a nitro group, a halogen group, a hydroxyl group, a trimethylsilylethynyl (TMS) group, an alkyl group of 1 to 30 carbon atoms, a cycloalkyl group of 3 to 20 carbon atoms, an alkenyl group of 2 to 30 carbon atoms, a cycloalkenyl group of 3 to 20 carbon atoms, an alkynyl group of 2 to 30 carbon atoms, a cycloalkynyl group of 3 to 20 carbon atoms, an aryl group of 6 to 30 carbon atoms, an arylalkyl group of 7 to 30 carbon atoms, a heteroaryl group of 5 to 60 carbon atoms, a heteroarylalkyl group of 6 to 60 carbon atoms, an amine group, an alkylamino group of 1 to 30 carbon atoms, an arylalkylamino group of 7 to 30 carbon atoms, an arylamino group of 6 to 30 carbon atoms, a heteroarylamino group of 5 to 60 carbon atoms, a silyl group, an alkylsilyl group of 1 to 30 carbon atoms, an arylsilyl group of 6 to 30 carbon atoms, an alkoxy group of 1 to 30 carbon atoms, an aryloxy group of 6 to 30 carbon atoms, an alkylthio group of 1 to 30 carbon atoms and an arylthio group of 6 to 30 carbon atoms, where if multiple substituents are introduced, the multiple substituents are the same or different.

2 . The organic light emitting diode of claim 1 , wherein Ar 1 and Ar 5 are the same, and Ar 2 and Ar 4 are the same.

3 . The organic light emitting diode of claim 1 , wherein Ar 1 , Ar 2 , Ar 4 and Ar 5 are the same or different and are each independently selected from the following Formula 2 or Formula 3:

where “*” means a bonding part,

“n” is an integer of 0 to 5,

“m” is an integer of 0 to 7, and

R 1 and R 2 are each independently selected from the group consisting of hydrogen, deuterium, an alkyl group of 1 to 30 carbon atoms, an aryl group of 6 to 30 carbon atoms and a heteroaryl group of 5 to 60 carbon atoms.

4 . The organic light emitting diode of claim 1 , wherein

Ar 1 and Ar 2 are combined from each other to form a substituted or unsubstituted heteroaryl group of 5 to 60 carbon atoms, and

Ar 4 and Ar 5 are combined from each other to form a substituted or unsubstituted heteroaryl group of 5 to 60 carbon atoms.

5 . The organic light emitting diode of claim 1 , wherein Ara is selected from the group consisting of the following Formula 4 to Formula 9:

where

“*” means a bonding part,

“p” is an integer of 0 to 5,

“q” is an integer of 0 to 7,

“r” is an integer of 0 to 9,

“s” is an integer of 0 to 9,

“t” is an integer of 0 to 2,

“u” is an integer of 0 to 7,

X 1 , X 2 , X 3 and X 4 are each independently selected from the group consisting of C(R 9 ), C(R 10 )(R 11 ), N, N(R 12 ), O and S, and

R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 and R 12 are each independently selected from the group consisting of hydrogen, deuterium, an alkyl group of 1 to 30 carbon atoms, an aryl group of 6 to 30 carbon atoms and a heteroaryl group of 5 to 60 carbon atoms.

6 . The organic light emitting diode of claim 1 , wherein a thickness of the capping layer is 700 to 2000 Å.

7 . The organic light emitting diode of claim 1 , wherein a density of the capping layer is 1.15 to 1.30 g/cm 3 .

8 . The organic light emitting diode of claim 1 , wherein the compound represented by Formula 1 has an extinction coefficient (k) in a wavelength band of 400 to 650 nm of 0.03 or less, and a refractive index of 1.8 or more.

9 . The organic light emitting diode of claim 1 , wherein the organic layer comprises one or more layers of a hole injection layer, a hole transport layer, an electron blocking layer, an emitting layer, a hole blocking layer, an electron transport layer, or an electron injection layer.

10 . A display device comprising the organic light emitting diode of claim 1 .