IP Library › Granted Patent US 9,954,193
Granted Patent B2
US 9,954,193 · App. 14/131,852 · Granted Apr 24, 2018

Material for forming organic light-emitting layer, coating liquid for forming organic light-emitting element, organic light-emitting element and light source device, and method for manufacturing same

Inventors: Sukekazu Aratani (Tokyo, JP); Hirotaka Sakuma (Tokyo, JP); Shingo Ishihara (Tokyo, JP); Naoya Tokoo (Tokyo, JP); Hiroshi Sasaki (Tokyo, JP)
Assignee: HITACHI, LTD.
H01L51/5024H01L51/0085H01L51/56H05B33/10H05B33/14H01L27/3204H01L27/3211H01L51/5004H01L51/5036H01L51/5203H01L51/524H01L2251/5361
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Quick Facts
Patent No.
US 9,954,193
App. No.
14/131,852
Granted
Apr 24, 2018
Kind
B2
Abstract

In an organic light-emitting element including a first electrode, a second electrode, and a light-emitting layer placed between the first electrode and the second electrode, the light-emitting layer includes a host material, a first emitter, and a second emitter, the emission peak wavelength of the first emitter is longer than the emission peak wavelength of the second emitter, and an aromatic heterocyclic ligand or an auxiliary ligand of the first emitter include an electron withdrawing group. Accordingly, an organic light-emitting element can be provided in which the HOMO value of a specific luminescent dopant is closer to the HOMO value of another luminescent dopant.

Claims (32)

1. An organic light-emitting element comprising a first electrode, a charge transporting layer, a second electrode, and a light-emitting layer placed between the first electrode and the second electrode, wherein the first electrode, the charge transporting layer, the light-emitting layer, and the second electrode are placed in order on a surface of a substrate, the light-emitting layer comprises a host and a first dopant, and the first dopant is represented by the following chemical formula (1):

wherein in the formula, Ar1 and Ar2 represent an aromatic hydrocarbon or an aromatic heterocycle, M represents an element in the Group 8, 9 or 10 of the periodic table, R 1 represents an alkoxy group or an alkylthio group, R 2 represents any one functional group selected from the group consisting of a perfluoropolyether group, an alkyl group having 10 or more carbon atoms, and a siloxy group, and the respective substituents may form bonds with the other substituents,

wherein the first dopant has a concentration distribution in the light-emitting layer, and in a region of the light-emitting layer with the substrate farther therefrom than a region of the light-emitting layer closer to the substrate, a molar concentration of the first dopant is higher than an average molar concentration of the first dopant in the light-emitting layer,

wherein the light-emitting layer comprises a second dopant, the charge transporting layer comprises a charge transporting material, the second dopant comprises a substituent for the second dopant, the charge transporting material comprises a substituent for the charge transporting material, and the second dopant is located between a center of the light emitting layer and at a surface of the light-emitting layer with the substrate present thereon,

wherein:

(1) the substituent for the second dopant and the substituent for the charge transporting material form a hydrogen bond, and/or

(2) the substituent for the second dopant is a perfluorophenyl group, and the substituent for the charge transporting material is a phenyl group,

and wherein the concentration of the first dopant monotonically decreases in the light-emitting layer in a direction towards the substrate, and a concentration of the second dopant monotonically decreases in the light-emitting layer in a direction away from the substrate.

2. The light-emitting element according to claim 1 wherein the light-emitting layer includes one or more of: polycarbonate, polystyrene, acrylic resins, polyamide, and gelatin.

3. The organic light-emitting element according to claim 1 , wherein a wavelength at which a maximum intensity is shown in a photoluminescence spectrum for the second dopant is longer than a wavelength at which a maximum intensity is shown in a photoluminescence spectrum for the first dopant, and a molar concentration of the second dopant in a solid content of the light-emitting layer is higher than a molar concentration of the first dopant in the solid content of the light-emitting layer.

4. A coating liquid for forming a light-emitting layer for use in the organic light-emitting element according to claim 1 , wherein the coating liquid for forming the organic light-emitting element comprises the host, the first dopant, and a solvent.

5. A material for forming a light-emitting layer for use in the organic light-emitting element according to claim 1 , wherein the material for forming the organic light-emitting element comprises the host and the first dopant.

6. A light source device comprising the organic light-emitting element according to claim 1 , and a driving device for driving the organic light-emitting element.

7. A method for manufacturing an organic light-emitting element comprising a first electrode, a charge transporting layer, a second electrode, and a light-emitting layer placed between the first electrode and the second electrode, comprising:

forming the first electrode, the charge transporting layer, the light-emitting layer, and the second electrode in order on a surface of a substrate; and

preparing the light-emitting layer by a process that includes coating;

wherein the light-emitting layer comprises a host and a first dopant, and the first dopant is represented by the following chemical formula (1):

wherein in the formula, Ar1 and Ar2 represent an aromatic hydrocarbon or an aromatic heterocycle, M represents an element in the Group 8, 9 or 10 of the periodic table, R 1 represents an alkoxy group or an alkylthio group, R 2 represents any one functional group selected from the group consisting of a perfluoropolyether group, an alkyl group having 10 or more carbon atoms, and a siloxy group, and the respective substituents may form bonds with the other substituents;

wherein the first dopant has a concentration distribution in the light-emitting layer, and in a region of the light-emitting layer with the substrate farther therefrom than a region of the light-emitting layer closer to the substrate, a molar concentration of the first dopant is higher than an average molar concentration of the first dopant in the light-emitting layer,

wherein the light-emitting layer comprises a second dopant, the charge transporting layer comprises a charge transporting material, the second dopant comprises a substituent for the second dopant, the charge transporting material comprises a substituent for the charge transporting material, and the second dopant is located between a center of the light emitting layer and a surface of the light-emitting layer with the substrate present thereon,

wherein the substituent for the second dopant and the substituent for the charge transporting material have any one or more of the following compositions:

(1) the substituent for the second dopant and the substituent for the charge transporting material form a hydrogen bond, and

(2) the substituent for the second dopant is a perfluorophenyl group, and the substituent for the charge transporting material is a phenyl group,

and wherein the light-emitting layer is prepared such that the concentration of the first dopant monotonically decreases in the light-emitting layer in a direction towards the substrate, and a concentration of the second dopant monotonically decreases in the light-emitting layer in a direction away from the substrate.

8. An organic light-emitting element comprising a first electrode, a second electrode, a charge transporting layer, and a light-emitting layer placed between the first electrode and the second electrode, wherein the first electrode, the charge transporting layer, the light-emitting layer, and the second electrode are placed in order on a surface of a substrate, the light-emitting layer comprises a host and a first dopant, and the first dopant is represented by the following chemical formula (1):

wherein in the formula, Ar1 and Ar2 represent an aromatic hydrocarbon or an aromatic heterocycle, M represents an element in the Group 8, 9 or 10 of the periodic table, R 1 represents an alkoxy group or an alkylthio group, R 2 represents any one functional group selected from the group consisting of a fluoroalkyl group having three or more carbon atoms, and a perfluoroalkyl group having three or more carbon atoms, and the respective substituents may form bonds with the other substituents;

wherein the first dopant has a concentration distribution in the light-emitting layer, and in a region of the light-emitting layer with the substrate farther therefrom than a region of the light-emitting layer closer to the substrate, a molar concentration of the first dopant is higher than an average molar concentration of the first dopant in the light-emitting layer,

wherein the light-emitting layer comprises a second dopant, the charge transporting layer comprises a charge transporting material, the second dopant comprises a substituent for the second dopant, the charge transporting material comprises a substituent for the charge transporting material, and the second dopant is located between a center of the light emitting layer and a surface of the light-emitting layer with the substrate present thereon,

wherein the substituent for the second dopant and the substituent for the charge transporting material have any one or more of the following compositions:

(1) the substituent for the second dopant and the substituent for the charge transporting material form a hydrogen bond, and

(2) the substituent for the second dopant is a perfluorophenyl group, and the substituent for the charge transporting material is a phenyl group,

and wherein the concentration of the first dopant monotonically decreases in the light-emitting layer in a direction towards the substrate, and a concentration of the second dopant monotonically decreases in the light-emitting layer in a direction away from the substrate.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 9, 2014
From: ARATANI, SUKEKAZU; SAKUMA, HIROTAKA; ISHIHARA, SHINGO; TOKOO, NAOYA; SASAKI, HIROSHI
To: HITACHI, LTD.
Reel/Frame 031932/0169 →
Priority Claims (3)
JP 2011-153423 · Jul 12, 2011 · national
JP 2011-157408 · Jul 19, 2011 · national
JP 2011-157415 · Jul 19, 2011 · national
Continuity (1)
Related Publication 20140138663A1 · May 22, 2014