Light emitting device

Patent metadata

Field	Value
Publication number	US-12464946-B2
Application number	US-202217725850-A
Country	US
Kind code	B2
Filing date	Apr 21, 2022
Priority date	Jul 21, 2021
Publication date	Nov 4, 2025
Grant date	Nov 4, 2025

Abstract

A light emitting device includes a first electrode, a second electrode disposed on the first electrode, and a light emitting layer disposed between the first electrode and the second electrode. The light emitting layer includes a novel polycyclic compound and thus, the light emitting device may exhibit high light emission efficiency properties and improved lifespan properties.

First claim

What is claimed is:

1 . A light emitting device comprising:
a first electrode; a second electrode disposed on the first electrode; and a light emitting layer disposed between the first electrode and the second electrode, and including a polycyclic compound, wherein the first electrode and the second electrode each independently include at least one selected from Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, LiF, Mo, Ti, W, In, Sn, Zn, an oxide thereof, a compound thereof, and a mixture thereof, and the polycyclic compound includes:
a phenyl group;
a first substituent substituted at the phenyl group, and represented by Formula A-1;
a second substituent substituted at the phenyl group at an ortho position with respect to the first substituent; and
a third substituent substituted at the phenyl group at an ortho position with respect to the first substituent and at a meta position with respect to the second substituent, wherein
the second substituent and the third substituent are each independently a group represented by Formula A-2:

Rd is a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted silyl group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or is bonded to an adjacent group to form a ring, and
wherein in Formulas A-1 and A-2,

represents a binding site to the phenyl group.

2 . The light emitting device of claim 1 , wherein the phenyl group and the first substituent have a twisted molecular structure.

3 . The light emitting device of claim 2 , wherein
the first substituent is positioned on a first plane, and the phenyl group is positioned on a second plane which is not parallel to the first plane.

4 . The light emitting device of claim 1 , wherein in Formula A-1,
at least one of X 1 and X 2 is N(Ra), and Ra is a group represented by one of Formulas A 1 to A 6 :

wherein in Formulas A 1 to A 6 ,
Ph is an unsubstituted phenyl group, and

represents a binding site to a nitrogen atom in N(Ra).

5 . The light emitting device of claim 1 , wherein in Formula A-1,
Rc 1 and Rc 2 are each independently a substituted or unsubstituted carbazole group, or a substituted or unsubstituted diphenyl amine group.

6 . The light emitting device of claim 1 , wherein in Formula A-1,
m and n are each 1, and Rc 1 and Rc 2 are each at a para position with respect to the boron atom.

7 . The light emitting device of claim 1 , wherein in Formula A-2,
Rd is a hydrogen atom, a deuterium atom, a fluorine atom, a cyano group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted t-butyl group, a substituted or unsubstituted triphenylsilyl group, or a substituted or unsubstituted methyl group.

8 . The light emitting device of claim 1 , wherein
the polycyclic compound further comprises a fourth substituent substituted at the phenyl group at a para position with respect to the first substituent, and the fourth substituent is a hydrogen atom, a substituted or unsubstituted carbazole group, or a substituted or unsubstituted t-butyl group.

9 . The light emitting device of claim 1 , wherein the polycyclic compound is one selected from Compound Group 1:

wherein in Compound Group 1,
Ph is an unsubstituted phenyl group.

10 . A light emitting device comprising:
a first electrode; a second electrode disposed on the first electrode; and a light emitting layer disposed between the first electrode and the second electrode, wherein the light emitting layer includes a polycyclic compound represented by Formula 1, and the maximum external quantum efficiency of the light emitting device is equal to or greater than about 20%:

wherein in Formula 1,
X 1 and X 2 are each independently O, S, Se, or N(Ra),
a is an integer from 0 to 3,
b and c are each independently an integer from 0 to 8,
d and e are each independently an integer from 0 to 4, and
R 1 to R 5 , and Ra are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted silyl group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or are bonded to an adjacent group to form a ring.

11 . The light emitting device of claim 10 , wherein the polycyclic compound represented by Formula 1 is represented by Formula 2:

wherein in Formula 2,
X 1 , X 2 , b to e, and R 1 to R 5 are the same as defined in Formula 1.

12 . The light emitting device of claim 11 , wherein in Formula 2,
R 1 is a hydrogen atom, a substituted or unsubstituted carbazole group, or a substituted or unsubstituted t-butyl group.

13 . The light emitting device of claim 10 , wherein in Formula 1,
R 2 and R 3 are each independently a hydrogen atom, a deuterium atom, a fluorine atom, a cyano group, a substituted or unsubstituted triphenylsilyl group, a substituted or unsubstituted phenyl group, a subs

Assignees

• Samsung Display Co Ltd

Inventors

• Oh Chanseok
• Kim Taeil
• Pak Sun Young
• Park Junha
• Baek Jang Yeol
• Sunwoo Kyoung
• Sim Mun-Ki
• Jung Minjung

Classifications

• C07F5/02

  Boron compounds · CPC title

• H10K50/82

  Cathodes · CPC title

• H10K50/81

  Anodes · CPC title

• H10K50/12

  comprising dopants · CPC title

• C09K11/06

  containing organic luminescent materials · CPC title