# US 2025/0098536 A1 · Light-emitting element, fused polycyclic compound for the light-emitting element, and display device including the light-emitting element

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- Number: US 2025/0098536 A1
- Document ID: US20250098536A1
- Status: Published application
- Kind: A1
- Application number: 18/658,026
- Filed: 2024-05-08
- Published: 2025-03-20
- Earliest claimed: 2023-08-30
- Assignees: Samsung Display Co., Ltd.
- Applicants: Samsung Display Co., Ltd.
- Inventors: MUN-KI SIM; SUN YOUNG PAK; TAEIL KIM; JUNHA PARK; HYUN SHIN; Chihyun RYOO; MINJUNG JUNG; Giwoong HAN
- Web page: https://patentgrep.com/patent/US20250098536A1

## CPC

- H10K 85/658: {Organoboranes}
- C07F 5/027: {Organoboranes and organoborohydrides}
- C09K 11/06: containing organic luminescent materials
- H10K 85/40: Organosilicon compounds, e.g. TIPS pentacene
- H10K 85/636: {comprising heteroaromatic hydrocarbons as substituents on the nitrogen atom}
- H10K 85/654: {comprising only nitrogen as heteroatom (H10K85/652 takes precedence)}
- H10K 85/6572: {comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole}
- H10K 85/6574: {comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes}
- H10K 85/6576: {comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene}
- C07B 2200/05: Isotopically modified compounds, e.g. labelled
- C09K 2211/1018: Heterocyclic compounds
- H10K 50/11: characterised by the electroluminescent [EL] layers
- H10K 2101/10: Triplet emission
- H10K 2101/90: {Multiple hosts in the emissive layer}
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C07B: GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR (preparation of carboxylic acid esters by telomerisation C07C67/47; telomerisation C08F)

## Abstract

Embodiments provide a fused polycyclic compound, a light-emitting element including the fused polycyclic compound, and a display device including the light-emitting element. The light-emitting element includes a first electrode, a second electrode disposed on the first electrode, and an emission layer disposed between the first electrode and the second electrode, wherein the emission layer includes the fused polycyclic compound. The fused polycyclic compound is represented by Formula 1, which is explained in the specification:

## Claims

### Claim 1

A light-emitting element comprising:
a first electrode;
a second electrode disposed on the first electrode; and
an emission layer disposed between the first electrode and the second electrode, wherein
the emission layer comprises a first compound represented by Formula 1:
wherein in Formula 1,
Rn is a group represented by Formula 2,
X0 is S or N(Ra1),
Ra1 and Ra2 are each independently a group represented by Formula 3, and
R1 to R10 are each independently a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 30 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;
wherein in Formula 2,
Rb1 to Rb13 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or bonded to an adjacent group to form a ring;
wherein in Formula 3,
Rc1 to Rc9 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or bonded to an adjacent group to form a ring.

### Claim 2 (depends on 1)

The light-emitting element of claim 1, wherein the emission layer further comprises at least one of a second compound represented by Formula HT-1, a third compound represented by Formula ET-1, and a fourth compound represented by Formula D-1:
wherein in Formula HT-1,
A1 to A8 are each independently N or C(R51),
L1 is a direct linkage, a substituted or unsubstituted arylene group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring-forming carbon atoms,
Ya is a direct linkage, C(R52)(R53), or Si(R54)(R55),
Ar1 is 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, and
R51 to R55 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thio group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron 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 60 ring-forming carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 60 ring-forming carbon atoms, or bonded to an adjacent group to form a ring;
wherein in Formula ET-1,
at least one of X11 to X13 is each N,
the remainder of X11 to X13 is each independently C(R56),
R56 is a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring-forming carbon atoms,
b1 to b3 are each independently an integer from 0 to 10,
Ar2 to Ar4 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 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, and
L2 to L4 are each independently a direct linkage, a substituted or unsubstituted arylene group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring-forming carbon atoms;
wherein in Formula D-1,
Q1 to Q4 are each independently C or N,
C1 to C4 are each independently a substituted or unsubstituted hydrocarbon ring having 5 to 30 ring-forming carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted hetero ring having 2 to 30 ring-forming carbon atoms,
L11 to L13 are each independently a direct linkage,
a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, a substituted or unsubstituted arylene group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring-forming carbon atoms,
b11 to b13 are each independently 0 or 1,
R61 to R66 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thio group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron 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 60 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring-forming carbon atoms, and
d1 to d4 are each independently an integer from 0 to 4.

### Claim 3 (depends on 1)

The light-emitting element of claim 1, wherein the first compound is represented by Formula 1-1 or Formula 1-2:
wherein in Formula 1-1,
Rc11 to Rc19 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 30 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,
wherein in Formula 1-2,
R11 is a hydrogen atom, a deuterium atom, 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, and
wherein in Formula 1-1 and Formula 1-2,
R4 to R10, Rb1 to Rb13, and Rc1 to Rc9 are the same as defined in Formula 1, Formula 2, and Formula 3.

### Claim 4 (depends on 3)

The light-emitting element of claim 3, wherein in Formula 1-2, R11 is a substituted or unsubstituted phenyl group, a substituted or unsubstituted dibenzofuran group, or a substituted or unsubstituted carbazole group.

### Claim 5 (depends on 3)

The light-emitting element of claim 3, wherein in Formula 1-2, R11 is a group represented by one of Formula R11-1 to Formula R11-13:

### Claim 6 (depends on 1)

The light-emitting element of claim 1, wherein the first compound is represented by Formula 1-A or Formula 1-B:
wherein in Formula 1-A,
m1 is an integer from 0 to 8, and
R16 is a hydrogen atom, a deuterium atom, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or bonded to an adjacent group to form a ring,
wherein in Formula 1-B,
m2 is an integer from 0 to 5, and
R17 is a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 30 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, and
wherein in Formula 1-A and Formula 1-B,
R1 to R3, R8 to R10, Rb1 to Rb13, X0, and Ra2 are the same as defined in Formula 1 and Formula 2.

### Claim 7 (depends on 1)

The light-emitting element of claim 1, wherein the group represented by Formula 2 is a group represented by one of Formula 2-1 to Formula 2-6:

### Claim 8 (depends on 1)

The light-emitting element of claim 1, wherein the group represented by Formula 3 is a group represented by one of Formula 3-1 to Formula 3-18:

### Claim 9 (depends on 1)

The light-emitting element of claim 1, wherein in Formula 1, R9 is a group represented by one of Formula R9-1 to Formula R9-18:
wherein in Formula R9-15,
D represents a deuterium atom.

### Claim 10 (depends on 1)

The light-emitting element of claim 1, wherein the first compound comprises at least one compound selected from Compound Group 1:
wherein in Compound Group 1,
D represents a deuterium atom.

### Claim 11

A fused polycyclic compound represented by Formula 1:
wherein in Formula 1,
Rn is a group represented by Formula 2,
X0 is S or N(Ra1),
Ra1 and Ra2 are each independently a group represented by Formula 3, and
R1 to R10 are each independently a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 30 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;
wherein in Formula 2,
Rb1 to Rb13 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or bonded to an adjacent group to form a ring,
wherein in Formula 3,
Rc1 to Rc9 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or bonded to an adjacent group to form a ring.

### Claim 12 (depends on 11)

The fused polycyclic compound of claim 11, wherein the fused polycyclic compound represented by Formula 1 is represented by Formula 1-1 or Formula 1-2:
wherein in Formula 1-1,
Rc11 to Rc19 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 30 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,
wherein in Formula 1-2,
R11 is a hydrogen atom, a deuterium atom, 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, and
wherein in Formula 1-1 and Formula 1-2,
R4 to R10, Rb1 to Rb13, and Rc1 to Rc9 are the same as defined in Formula 1 to Formula 3.

### Claim 13 (depends on 12)

The fused polycyclic compound of claim 12, wherein in Formula 1-2, R11 is a substituted or unsubstituted phenyl group, a substituted or unsubstituted dibenzofuran group, or a substituted or unsubstituted carbazole group.

### Claim 14 (depends on 12)

The fused polycyclic compound of claim 12, wherein in Formula 1-2, R11 is a group represented by one of Formula R11-1 to Formula R11-13:

### Claim 15 (depends on 11)

The fused polycyclic compound of claim 11, wherein the fused polycyclic compound represented by Formula 1 is represented by Formula 1-A or Formula 1-B:
wherein in Formula 1-A,
m1 is an integer from 0 to 8, and
R16 is a hydrogen atom, a deuterium atom, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or bonded to an adjacent group to form a ring,
wherein in Formula 1-B,
m2 is an integer from 0 to 5, and
R17 is a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 30 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, and
wherein in Formula 1-A and Formula 1-B,
R1 to R3, R8 to R10, Rb1 to Rb13, X0, and Ra2 are the same as defined in Formula 1 and Formula 2.

### Claim 16 (depends on 11)

The fused polycyclic compound of claim 11, wherein the group represented by Formula 2 is a group represented by one of Formula 2-1 to Formula 2-6:

### Claim 17 (depends on 11)

The fused polycyclic compound of claim 11, wherein the group represented by Formula 3 is a group represented by one of Formula 3-1 to Formula 3-18:

### Claim 18 (depends on 11)

The fused polycyclic compound of claim 11, wherein in Formula 1, R9 is a group represented by one of Formula R9-1 to Formula R9-18:
wherein in Formula R9-15,
D represents a deuterium atom.

### Claim 19 (depends on 11)

The fused polycyclic compound of claim 11, wherein the fused polycyclic compound represented by Formula 1 is selected from Compound Group 1:
wherein in Compound Group 1,
D represents a deuterium atom.

### Claim 20

A display device comprising:
a circuit layer disposed on a base layer; and
a display element layer disposed on the circuit layer and including a light-emitting element, wherein
the light-emitting element comprises:
a first electrode;
a second electrode disposed on the first electrode; and
an emission layer disposed between the first electrode and the second electrode, and
the emission layer comprises a fused polycyclic compound represented by Formula 1:
wherein in Formula 1,
Rn is a group represented by Formula 2,
X0 is S or N(Ra1),
Ra1 and Ra2 are each independently a group represented by Formula 3, and
R1 to R10 are each independently a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 30 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;
wherein in Formula 2,
Rb1 to Rb13 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or bonded to an adjacent group to form a ring;
wherein in Formula 3,
Rc1 to Rc9 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or bonded to an adjacent group to form a ring.

### Claim 21 (depends on 20)

The display device of claim 20, wherein
the light-emitting element comprises:
a first light-emitting element that emits red light;
a second light-emitting element that emits green light; and
a third light-emitting element that emits blue light; and
the third light-emitting element comprises the fused polycyclic compound.

### Claim 22 (depends on 20)

The display device of claim 20, wherein the light-emitting element emits blue light.

### Claim 23 (depends on 20)

The display device of claim 20, further comprising:
a light control layer disposed on the display element layer and including a quantum dot.