Organic electroluminescent device and manufacturing method thereof

Patent metadata

Field	Value
Publication number	US-11437582-B2
Application number	US-201615737179-A
Country	US
Kind code	B2
Filing date	Jun 15, 2016
Priority date	Jun 16, 2015
Publication date	Sep 6, 2022
Grant date	Sep 6, 2022

Abstract

Disclosed is an organic electroluminescent device, comprising a substrate and light emitting units formed in sequence on the substrate, characterized in that, each of the light emitting units comprises a first electrode layer (1), a light emitting layer (2) and a second electrode layer (3), the light emitting layer comprises a host material and a dye, the host material is made of materials having both electron transport capability and hole transport capability; at least one material in the host material has a CT excited triplet state energy level T1 greater than its n-π excited triplet state energy level S1, and T1-S1≤0.3 eV; or, at least one material in the host material has a CT excited triplet state energy level T1 greater than its n-π excited triplet state energy level S1, and T1-S1≥1 eV, with the difference between its n-π excited second triplet state energy level and its CT excited first singlet state energy level being in the range of −0.1 eV to 0.1 eV. The organic electroluminescent device configuration can sufficiently utilize the triplet state energy in the host material and the dye to increase the luminous efficiency and prolong the service life of the device.

First claim

The invention claimed is:

1. An organic electroluminescent device, comprising a substrate and light emitting units formed in sequence on the substrate, wherein each of the light emitting units consists of a first electrode layer ( 1 ), a light emitting layer ( 2 ) and a second electrode layer ( 3 ), the light emitting layer comprises a host material and a dye,
the host material is an exciplex made from at least two different kinds of thermal activating delayed fluorescence material, or an exciplex made from at least one kind of thermal activating delayed fluorescence material and a hole transport type material, or an exciplex made from at least one kind of thermal activating delayed fluorescence material and an electron transport type material;
wherein the exciplex serving as the host material has a CT excited triplet state energy level T 1 greater than its n-π excited triplet state energy level S 1 , and T 1 -S 1 ≤0.3 eV; or
wherein the exciplex serving as the host material has a CT excited triplet state energy level T 1 greater than its n-π excited triplet state energy level S 1 , and T 1 -S 1 ≥1 eV, with the difference between its n-π excited second triplet state energy level and its CT excited first singlet state energy level being in the range of −0.1 eV to 0.1 eV,
and the thermal activating delayed fluorescence material has a structure selected from the following structural formulas (1-2), (1-6) to (1-10), (1-12) to (1-15), (1-19) to (1-21), (1-24), (1-25), (1-27) to (1-48), (1-55), (1-59), (1-61), (1-69) to (1-100):

2. The organic electroluminescent device in accordance with claim 1 , wherein the host material is an exciplex made from a thermal activating delayed fluorescence material selected from the structural formulas (1-2), (1-6) to (1-10), (1-12) to (1-15), (1-19) to (1-21), (1-24), (1-25), (1-27) to (1-48), (1-55), (1-59), (1-61), (1-69) to (1-100) and a hole transport type material at a mass ratio of 1:9 to 9:1,
the hole transport type material is N,N′-di-(1-naphthyl)-N,N′-diphenyl-1,1′-biphenyl-4,4′-diamine, N,N′-diphenyl-N,N′-di-(m-methyl-phenyl)-1,1′-biphenyl-4,4′-diamine, 4,4′-cyclohexyl-di-[N,N-di-(4-methyl-phenyl)]-phenylamine, 4,4′-N,N′-di-carbazole-biphenyl, 4,4′,4″-tri-(carbazole-9-yl)-triphenylamine, or 1,3-di-(carbazole-9-yl)-benzene.

3. The organic electroluminescent device in accordance with claim 1 , wherein the host material is an exciplex made from a thermal activating delayed fluorescence material selected from the structural formulas (1-2), (1-6) to (1-10), (1-12) to (1-15), (1-19) to (1-21), (1-24), (1-25), (1-27) to (1-48), (1-55), (1-59), (1-61), (1-69) to (1-100) and an electron transport type material at a mass ratio of 1:9 to 9:1,
the electron transport type material is tri-(8-oxyquinoline)-aluminum, 2,9-dimethyl-4,7-diphenyl-1,10-o-phenanthroline, 4,7-diphenyl-1,10-o-phenanthroline, di-(2-methyl-8-quinolyl)-4-phenyl-phenoxide-aluminum(III), 1,3,5-tri-(1-phenyl-1H-benzimidazole-2-yl)-benzene, or 1,3,5-tri-[(3-pyridyl)-3-phenyl]-benzene.

4. The organic electroluminescent device in accordance with claim 1 , wherein the dye is made of a fluorescence material and/or a phosphorescence material, the fluorescence material has a doping concentration of 0.5-10 wt %, the phosphorescence material has a doping concentration of 0.5-20 wt %.

5. The organic electroluminescent device in accordance with claim 1 , wherein the light emitting layer ( 2 ) has a thickness of 50 nm-150 nm.

6. The organic electroluminescent device in accordance with claim 1 , wherein, the host material is an exciplex made from at least two different kinds of thermal activating delayed fluorescence material selected from the structural formulas (1-2), (1-6) to (1-10), (1-12) to (1-15), (1-19) to (1-21), (1-24), (1-25), (1-27) to (1-48), (1-55), (1-59), (1-61), (1-69) to (1-100).

7. A preparation method of the organic electroluminescent device of claim 1 , comprising the following steps:
evaporation coating a first electrode layer ( 1 ), a light emitting layer ( 2 ) and a second electrode layer ( 3 ) in sequence on a substrate by using an open mask;
wherein the light emitting layer ( 2 ) is prepared by co-evaporation coating of a host material and a dye.

Assignees

• Kunshan Govisionox Optoelectronics Co Ltd
• Univ Tsinghua

Inventors

• Duan Lian
• Zhang Dongdong
• Liu Song
• Xie Jing
• Zhao Fei

Classifications

• C07D487/14

  Ortho-condensed systems · CPC title

• C07D219/02

  with only hydrogen, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the ring system · CPC title

• C07D209/86

  with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the ring system · CPC title

• C07F3/06

  Zinc compounds · CPC title

• C07D417/14

  containing three or more hetero rings · CPC title