IP Library › Granted Patent US 12,384,963
Granted Patent B2
US 12,384,963 · App. 17/696,372 · Granted Aug 12, 2025

Light-emitting device, method of preparing the light-emitting device, and method of operating the light-emitting device

Inventors: Yongsik Jung (Seoul, KR); Muhyun Baik (Daejeon, KR); Seoungtae Kim (Daejeon, KR); Seungyeol Baek (Daejeon, KR); Jinhoon Jeong (Daejeon, KR); Seungyeon Kwak (Suwon-si, KR); Joonghyuk Kim (Seoul, KR); Hyeonho Choi (Seoul, KR); Kyuyoung Hwang (Anyang-si, KR)
Assignees: SAMSUNG ELECTRONICS CO., LTD.; KOREA ADVANCED INSTITUTE OF SCIENCE AND TECHNOLOGY
C09K11/06C07F5/025C07F15/0086H10K85/322H10K85/346C09K2211/1018C09K2211/1029C09K2211/185H10K50/11H10K71/00H10K77/111H10K2101/10H10K2102/311
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Quick Facts
Patent No.
US 12,384,963
App. No.
17/696,372
Granted
Aug 12, 2025
Kind
B2
Abstract

A light-emitting device, including: a carbon-containing film, wherein the carbon-containing film includes at least one carbon atom; and a light-emitting group represented by Formula 1, wherein the light-emitting group is chemically bonded to the at least one carbon atom on a surface of the carbon-containing film: *—(C≡C)-(A 1 ) m1 -(A 2 ) m2   Formula 1 wherein * indicates a chemical bonding site to the at least one carbon atom on the surface of the carbon-containing film, A 1 is a linking group, A 2 is a group comprising a light-emitting moiety, and m1 and m2 are each independently an integer from 1 to 10.

Claims (65)

1. A light-emitting device, comprising:

a carbon-containing film, wherein the carbon-containing film comprises at least one carbon atom; and

a light-emitting group represented by Formula 1,

wherein the light-emitting group is chemically bonded to the at least one carbon atom on a surface of the carbon-containing film:

*—(C≡C)-(A 1 ) m1 -(A 2 ) m2   Formula 1

wherein, in Formula 1,

* indicates a chemical bonding site to the at least one carbon atom on the surface of the carbon-containing film,

A 1 is a linking group,

A 2 is a group comprising a light-emitting moiety, and

m1 and m2 are each independently an integer from 1 to 10,

wherein, when m1 is 2 or greater, two or more A 1 are identical to or different from each other, and when m2 is 2 or greater, two or more A 2 are identical to each other or different from each other.

2. The light-emitting device of claim 1 , wherein

the carbon-containing film is flexible.

3. The light-emitting device of claim 1 , wherein

the carbon-containing film further comprises a carbon-containing material, wherein the carbon-containing material comprises the at least one carbon atom, and

the carbon-containing material is a carbon nanotube, a carbon nanorod, a carbon fiber, a graphene sheet, a carbon nanowire, a carbon-containing particle, a graphite, a glassy carbon, a fullerene, a carbon paste, or a combination thereof.

4. The light-emitting device of claim 3 , wherein the carbon-containing particle is a graphene particle, an active carbon particle, a porous carbon particle, or a combination thereof.

5. The light-emitting device of claim 1 , wherein

the carbon-containing film further comprises nitrogen (N), oxygen (O), silicon (Si), boron (B), or a combination thereof, in addition to the at least one carbon atom.

6. The light-emitting device of claim 1 , wherein

the surface of the carbon-containing film comprises a monolayer comprising a plurality of the groups comprising the light-emitting moiety, and

the monolayer is in direct contact with the surface of the carbon-containing film.

7. The light-emitting device of claim 6 , wherein

a thickness of the monolayer is from about 0.1 nanometers to about 5.0 nanometers.

8. The light-emitting device of claim 7 , wherein

the monolayer is a self-assembled monolayer.

9. The light-emitting device of claim 1 , wherein

A 1 of Formula 1 is a single bond, a substituted or unsubstituted C 2 -C 60 alkylene group, a substituted or unsubstituted C 2 -C 60 alkenylene group, a substituted or unsubstituted C 2 -C 60 alkynylene group, a substituted or unsubstituted C 5 -C 30 carbocyclic group, or a substituted or unsubstituted C 2 -C 30 heterocyclic group.

10. The light-emitting device of claim 1 , wherein

A 2 in Formula 1 is a monovalent group derived from a phosphorescent luminescent compound, a fluorescent luminescent compound, or a quantum dot.

11. The light-emitting device of claim 1 , wherein

A 2 in Formula 1 is a monovalent group derived from a transition metal-containing organometallic compound.

12. The light-emitting device of claim 1 , wherein

A 2 of Formula 1 is a monovalent group derived from a fluorescent luminescent compound,

wherein the fluorescent luminescent compound is a prompt-fluorescence luminescent compound or a delayed-fluorescence luminescent compound.

13. The light-emitting device of claim 1 , further comprising

a conductive film facing the carbon-containing film,

wherein A 2 of Formula 1 is oriented toward the conductive film.

14. The light-emitting device of claim 12 , further comprising

an interlayer located between the carbon-containing film and the conductive film, wherein

the interlayer comprises:

a hole transport material, a light-emitting material, an electron transport material, or a combination thereof; or

an insulating material, an electrolyte, air, or inert gas.

15. The light-emitting device of claim 1 , wherein

electron density of the light-emitting moiety changes based on a voltage change that is applied to the carbon-containing film.

16. The light-emitting device of claim 1 , wherein

a wavelength of light emitted from the light-emitting moiety changes based on a voltage change that is applied to the carbon-containing film.

17. The light-emitting device of claim 1 , wherein

a wavelength of light emitted from the light-emitting moiety continuously changes based on a continuously changing voltage that is applied to the carbon-containing film.

18. A method of manufacturing a light-emitting device, the method comprising:

providing a carbon-containing film, wherein the carbon-containing film comprises at least one carbon atom; and

contacting the carbon-containing film with a compound represented by Formula 1A and chemically bonding a light-emitting group represented by Formula 1 to the at least one carbon atom on a surface of the carbon-containing film:

A 4 -(C≡C)-(A 1 ) m1 -(A 2 ) m2   Formula 1A

*—(C≡C)-(A 1 ) m1 -(A 2 ) m2   Formula 1

wherein, in Formulae 1A and 1,

A 4 is an organic moiety,

* indicates a chemical bonding site to the at least one carbon atom on the surface of the carbon-containing film,

A 1 is a linking group,

A 2 is a group comprising a light-emitting moiety, and

m1 and m2 are each independently an integer from 1 to 10,

wherein, when m1 is 2 or greater, two or more A 1 are identical to or different from each other, and when m2 is 2 or more, two or more A 2 are identical to each other or different from each other.

19. A method of operating a light-emitting device, the method comprising

controlling a voltage applied to the carbon-containing film of the light-emitting device of claim 1 .

20. The method of claim 19 , wherein

the controlling of the voltage applied to the carbon-containing film of the light-emitting device comprises continuously or discontinuously changing the voltage applied to the carbon-containing film of the light-emitting device.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 22, 2022
From: JUNG, YONGSIK; BAIK, MUHYUN; KIM, SEOUNGTAE; BAEK, SEUNGYEOL; JEONG, JINHOON; KWAK, SEUNGYEON; KIM, JOONGHYUK; CHOI, HYEONHO; HWANG, KYUYOUNG
To: SAMSUNG ELECTRONICS CO., LTD.; KOREA ADVANCED INSTITUTE OF SCIENCE AND TECHNOLOGY
Reel/Frame 059338/0731 →
Priority Claims (1)
KR 10-2021-0034247 · Mar 16, 2021 · national
Continuity (1)
Related Publication 20220302397A1 · Sep 22, 2022
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