Organic photoelectronic element having hole transport layer containing fluorinated polymer and organic semiconductor material

Patent metadata

Field	Value
Publication number	US-11437596-B2
Application number	US-202016779740-A
Country	US
Kind code	B2
Filing date	Feb 3, 2020
Priority date	Aug 24, 2017
Publication date	Sep 6, 2022
Grant date	Sep 6, 2022

Abstract

To provide an organic photoelectronic element excellent in light emitting characteristics and long-term reliability. The organic photoelectronic element comprises a substrate, an anode provided on the substrate, a cathode facing the anode, a light emitting layer disposed between the anode and the cathode, a hole transport layer disposed between the light emitting layer and the anode, and an electron blocking layer provided in contact with the light emitting layer and the hole transport layer between the light emitting layer and the hole transport layer, wherein the hole transport layer contains a fluorinated polymer and an organic semiconductor material, and has a refractive index in the wavelength range of from 450 nm to 800 nm, of at most 1.60, the hole transport layer and the electron blocking layer are made of different materials from each other, and the LUMO energy level of the electron blocking layer is higher than the LUMO energy level of the light emitting layer and the LUMO energy level of the hole transfer layer.

First claim

What is claimed is:

1. An organic photoelectronic element, comprising:
a substrate;
an anode provided on the substrate;
a cathode facing the anode;
a light emitting layer disposed between the anode and the cathode;
a hole transport layer disposed between the light emitting layer and the anode; and
an electron blocking layer provided in contact with the light emitting layer and the hole transport layer between the light emitting layer and the hole transport layer, wherein
the hole transport layer contains a fluorinated polymer and an organic semiconductor material, and has a refractive index in a wavelength range of from 450 nm to 800 nm, of at most 1.60,
the hole transport layer and the electron blocking layer are made of different materials from each other, and
a LUMO energy level of the electron blocking layer is higher than a LUMO energy level of the light emitting layer and a LUMO energy level of the hole transport layer.

2. The organic photoelectronic element according to claim 1 , wherein an energy difference between the LUMO energy level of the electron blocking layer and the LUMO energy level of the light emitting layer is larger than an energy difference between the LUMO energy level of the hole transport layer and the LUMO energy level of the electron blocking layer.

3. The organic photoelectronic element according to claim 1 , wherein an energy difference between the LUMO energy level of the electron blocking layer and the LUMO energy level of the light emitting layer, is larger than 0.5 eV.

4. The organic photoelectronic element according to claim 1 , wherein a film thickness of the electron blocking layer is from 5 nm to 30 nm.

5. The organic photoelectronic element according to claim 1 , wherein a volume ratio of a content (A) of the fluorinated polymer to a content (B) of the organic semiconductor material in the hole transport layer, (A):(B), is from 70:30 to 5:95.

6. The organic photoelectronic element according to claim 1 , wherein the refractive index in the wavelength range of from 450 nm to 800 nm of the fluorinated polymer is at most 1.50.

7. The organic photoelectronic element according to claim 1 , wherein an evaporation rate at 300° C. in a vacuum degree of 1×10 −3 Pa, of the fluorinated polymer, is at least 0.01 g/m 2 sec.

8. The organic photoelectronic element according to claim 1 , wherein a weight average molecular weight of the fluorinated polymer is from 1,500 to 50,000.

9. The organic photoelectronic element according to claim 1 , wherein the fluorinated polymer is a polymer which does not have an aliphatic ring in a main chain and has units derived from a fluoroolefin in the main chain, or a polymer which has an aliphatic ring structure in the main chain.

10. The organic photoelectronic element according to claim 9 , wherein the fluorinated polymer is a perfluoropolymer having an aliphatic ring structure in the main chain.

11. The organic photoelectronic element according to claim 10 , wherein the perfluoropolymer is polyperfluoro(3-butenyl vinyl ether).

12. The organic photoelectronic element according to claim 11 , wherein an intrinsic viscosity of the polyperfluoro(3-butenyl vinyl ether) is from 0.01 to 0.14 dl/g.

13. The organic photoelectronic element according to claim 1 , wherein the hole transport layer is a physical vapor deposition layer.

14. The organic photoelectronic element according to claim 1 , further comprising:
a hole injection layer disposed between the hole transport layer and the anode and containing a semiconductor material and a fluorinated polymer.

15. The organic photoelectronic element according to claim 1 , wherein the organic photoelectronic element is an organic electroluminescent (EL) element.

Assignees

• Agc Inc
• Univ Yamagata Nat Univ Corp

Inventors

• Hattori Shigeki
• Abe Takefumi
• Tsuruoka Kaori
• Kuwana Yasuhiro
• Yokoyama Daisuke

Classifications

• H10K50/858

  comprising refractive means, e.g. lenses · CPC title

• H10K50/181

  Electron blocking layers · CPC title

• H10K50/11 Primary

  characterised by the electroluminescent [EL] layers · CPC title

• C08F114/185 Primary

  Monomers containing fluorine not covered by the groups C08F114/20 - C08F114/28 · CPC title

• C08L27/16

  Homopolymers or copolymers or vinylidene fluoride · CPC title