Organic light emitting diode

• US 10,483,467 B2
• Filed: 04/08/2016
• Issued: 11/19/2019
• Est. Priority Date: 04/20/2015
• Status: Active Grant

• Current Assignee: SFC Co., Ltd.
• Original Assignee: SFC Co., Ltd.
• Inventors: Park, Young-hwan, Yoon, Seo-Yeon, Kim, Jeong-Soo, Ryu, Yeon-Kwon, Lim, Jea-Geon, Kim, Ji-Hwan
• Primary Examiner(s): Dollinger, Michael M
• Application Number:
  US15/094,099
• Publication Number:
  US 20160308137A1
• Time in Patent Office: 1,320 Days
• CPC Class Codes: C09K 11/025 non-luminescent particle coatings or suspension media
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• CPC Class Codes: C09K 2211/1007 Non-condensed systems
• CPC Class Codes: C09K 2211/1011 Condensed systems
• CPC Class Codes: C09K 2211/1014 bridged by heteroatoms, e.g. N, P, Si or B
• CPC Class Codes: C09K 2211/1022 bridged by heteroatoms, e.g. N, P, Si or B
• CPC Class Codes: C09K 2211/1088 containing oxygen as the only heteroatom
• CPC Class Codes: H10K 2101/40 Interrelation of parameters between multiple constituent active layers or sublayers, e.g. HOMO values in adjacent layers
• CPC Class Codes: H10K 50/11 characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 50/166 comprising a multilayered structure
• CPC Class Codes: H10K 85/626 containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene
• CPC Class Codes: H10K 85/636 comprising heteroaromatic hydrocarbons as substituents on the nitrogen atom
• CPC Class Codes: H10K 85/6574 comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes

Abstract

Disclosed herein is an organic light-emitting diode, comprising an anode, a hole transport layer, a light-emitting layer including a host and a dopant, an electron transport layer, and a cathode in that order, wherein an electron-density-controlling layer including an anthracene derivative represented by the following Chemical Formula A is disposed between the light-emitting layer and the electron transport layer, and wherein an affinity A_h (eV) of the host of the light-emitting layer, an affinity A_ed (eV) of the electron-density-controlling layer, and an affinity A_e (eV) of the electron transport layer satisfy an relationship of A_h≥A_ed≥A_e.

Claims

1. An organic light-emitting diode, comprising an anode, a hole transport layer, a light-emitting layer including a host and a dopant, an electron transport layer, and a cathode in that order,

wherein an electron-density-controlling layer including an anthracene derivative represented by the following Chemical Formula A-1 or Chemical Formula A-2 is disposed between the light-emitting layer and the electron transport layer, wherein the electron-density-controlling layer is materially different from the electron transport layer,

wherein an affinity A_h (eV) of the host of the light-emitting layer, an affinity A_ed (eV) of the electron-density-controlling layer, and an affinity A_e (eV) of the electron transport layer satisfy a relationship of |A_h|≥

|A_ed|≥

|A_e|, and

wherein an electron mobility of the anthracene derivative of the electron-density-controlling layer is not less than that of the material of the electron transport layer;

2. The organic light-emitting diode of claim 1, wherein a difference in triplet energy between the host of the light-emitting layer (E^T_h (eV)) and the anthracene derivative of the electron-density-controlling layer (E^T_ed (eV)) ranges from 0 to 0.4 (0.4 eV≥

E^T_h−

E^T_ed≥

0 eV).

3. The organic light-emitting diode of claim 1, wherein a difference in triplet energy between the host of the light-emitting layer (E^T_h (eV)) and the anthracene derivative of the electron-density-controlling layer (E^T_ed (eV)) ranges from 0 to 0.3 (0.3 eV≥

E^T_h−

E^T_ed≥

0 eV).

4. The organic light-emitting diode of claim 1, wherein the anthracene derivative represented by Chemical Formula A is one selected from among the following Compounds 1, 2, and 7:

5. The organic light-emitting diode of claim 1, wherein a hole injection layer is introduced between the anode and the hole transport layer, and an electron injection layer is disposed between the electron transport layer and the cathode.

6. The organic light-emitting diode of claim 1, wherein the host includes at least one of the compounds represented by the following Chemical Formula 1A:

7. The organic light-emitting diode of claim 1, wherein the dopant includes at least one selected from among compounds represented by the following Chemical Formulas 2 to 4:

8. The organic light-emitting diode of claim 1, further comprising a light-emitting layer, made of a blue light-emitting material, a green light-emitting material, or a red light-emitting material, which emits light in a wavelength range of 380 nm to 800 nm.

9. The organic light-emitting diode of claim 5, wherein at least one of the layers is formed using a deposition process or a solution process.

10. The organic light-emitting diode of claim 1, wherein the organic light-emitting diode is used for a device selected from among a flat display device;

a flexible display device;

a monochrome or white flat illumination device; and

a monochrome or white flexible illumination device.