CN112310302A - Organic light-emitting device - Google Patents

Organic light-emitting device Download PDF

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Publication number
CN112310302A
CN112310302A CN201910696611.7A CN201910696611A CN112310302A CN 112310302 A CN112310302 A CN 112310302A CN 201910696611 A CN201910696611 A CN 201910696611A CN 112310302 A CN112310302 A CN 112310302A
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formula
organic light
emitting device
layer
thin film
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田杰
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Incoflex Semiconductor Technology Ltd
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Incoflex Semiconductor Technology Ltd
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    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00—Organic light-emitting devices
    • H10K50/80—Constructional details
    • H10K50/84—Passivation; Containers; Encapsulations
    • H10K50/844—Encapsulations

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  • Optics & Photonics (AREA)
  • Electroluminescent Light Sources (AREA)

Abstract

An organic light emitting device comprises a substrate, a thin film transistor disposed on the substrate, an anode disposed on the thin film transistor, a functional layer disposed on the anode, an insulating layer disposed on the functional layer, and an encapsulating thin film layer disposed on the insulating layer, wherein the encapsulating thin film layer is formed by polymerizing cyclic ether and fluoropolymer, and the encapsulating thin film layer has a structure such as
Figure DDA0002149548060000011
Or
Figure DDA0002149548060000012
The general formula of the structure is shown in the specification, wherein A1, B1 and A2 in formula (I), formula (II) and formula (III) are substituted units, the A1 substituted unit and the A2 substituted unit can be the same or different substituted units, and a packaging film layer formed by polymerizing cyclic ether and fluoropolymer has high transparency, water resistance and flexibility, does not block light diffusion, and can improve the overall luminous efficiency of the organic light-emitting device.

Description

Organic light-emitting device
Technical Field
The present invention relates to the field of organic light emitting devices, and more particularly, to an organic light emitting device with a water blocking layer.
Background
Electronic and optoelectronic devices include Electroluminescent (EL) display devices, particularly Organic Light Emitting Display (OLED) devices, electrophoretic displays (e.g., electronic paper), photovoltaic modules, and semiconductor devices (commonly referred to as organic field effect transistors, thin film transistors, and integrated circuits), electronic circuits that drive the electronic operation of these devices are commonly fabricated and/or mounted on substrates. The encapsulation layer may be disposed on the outside of the above-described components, partially or completely encapsulating the circuit and the substrate.
Substrates and encapsulation layers suitable for use in these electronic or optoelectronic devices may be transparent, translucent, or opaque, but more commonly substrates and encapsulation layers are transparent and may need to meet stringent specifications for optical clarity. For general electronic devices, an optical transparency of 55% in the 400 nm-800 nm range is acceptable, but for applications in display technology, an optical transparency of at least 85% or higher is desirable. Smoothness and smoothness of its surface is also necessary to ensure the integrity of subsequently applied coatings, such as electrode conductive coatings. Furthermore, the substrate and the encapsulation layer should also have good barrier properties, i.e. a high resistance to penetration by gases and solvents. Mechanical properties such as flexibility, impact resistance, light weight, hardness and scratch resistance are also weight considerations.
For the organic light emitting device, the current packaging method is rigid packaging, the packaging material is glass, and the glass increases the thickness of the whole display screen, and the screen is inflexible, so that the requirement of flexibility of the screen or other electronic equipment cannot be met.
Disclosure of Invention
According to the defects of the prior art, the main purpose of the invention is to package the electronic device and the optoelectronic device by using the flexible packaging film layer, and the flexible packaging film layer is flexible and thinner than the glass packaging layer in the prior art, so that the requirement of flexibility of the electronic device and the optoelectronic device can be met, and the overall thickness of the electronic device and the optoelectronic device can be reduced.
Another object of the present invention is to disclose a method for preparing a cyclic ether type fluoropolymer as an encapsulation film layer, which is used as a functional layer of an organic light emitting device, wherein the encapsulation film layer has high transparency, does not hinder the diffusion of light, and can improve the overall light emitting efficiency of the organic light emitting device.
In accordance with the above objects, the present invention discloses an organic light emitting device comprising a substrate, a thin film transistor disposed on the substrate, an anode disposed on the thin film transistor, and a functional layer disposed on the anodeAn electrode, an insulating layer disposed on the functional layer, and an encapsulating film layer disposed on the insulating layer, wherein the encapsulating film layer has, for example
Figure RE-GDA0002324784420000021
Formula (I),
Figure RE-GDA0002324784420000022
Formula (II) is
Figure RE-GDA0002324784420000023
The general formula of the structure of formula (III), wherein A1, A2 and B1 in formula (I), formula (II) and formula (III) are respectively substituted units, and the substituted unit of A1 and the substituted unit of A2 can be the same or different.
In a preferred embodiment of the present invention, the A1-substituted-N-component and the A2-substituted-N-component may be-CF2-、–CF＝CF3-、CFOCF3And CFOCF2CF3Or (2) to (d).
In a more preferred embodiment of the present invention, the B1 substituent unit may be one of the following substituent groups:
Figure RE-GDA0002324784420000024
formula (1),
Figure RE-GDA0002324784420000025
Formula (2),
Figure RE-GDA0002324784420000026
Formula (3),
Figure RE-GDA0002324784420000027
Formula (4),
Figure RE-GDA0002324784420000028
Formula (5),
Figure RE-GDA0002324784420000029
Formula (6),
Figure RE-GDA00023247844200000210
Formula (7),
Figure RE-GDA00023247844200000211
Formula (8),
Figure RE-GDA00023247844200000212
Formula (9),
Figure RE-GDA0002324784420000031
Formula (10),
Figure RE-GDA0002324784420000032
Formula (11) and
Figure RE-GDA0002324784420000033
formula (12).
In a more preferred embodiment of the present invention, Y in the formulae (1) to (12)1-Y8Is a substituent group, and Y1-Y8The substituents may be the same or different.
In a more preferred embodiment of the invention, Y1-Y8The substituent group may be-CF3Substituent group, perfluoroalkyl group substituent group, perfluoroaromatic hydrocarbon substituent group, OCF3The substituent group is OCF2CF3A substituent group.
In a more preferred embodiment of the present invention, the fluoropolymer may be a perfluoro-a-olefin polymer, a partially fluorinated a-olefin polymer, a perfluoro-a-olefin and a partially fluorinated a-olefin polymer.
In a preferred embodiment of the present invention, the packaging film layer is a flexible packaging film layer.
In a preferred embodiment of the present invention, the encapsulation film layer is a water-blocking layer.
In a preferred embodiment of the present invention, the functional layer at least comprises a Hole Injection Layer (HIL), a Hole Transport Layer (HTL), an emission layer (EML), an Electron Transport Layer (ETL), a cathode, and an overcoat layer sequentially from bottom to top.
In a preferred embodiment of the present invention, the insulating layer is silicon nitride (SiN).
Drawings
FIG. 1 is a schematic cross-sectional view of an organic light emitting device according to the disclosed technique.
Detailed Description
So that the manner in which the above recited features and advantages of the present invention can be understood and attained by a person skilled in the art, a more particular description of the invention, briefly summarized above, may be had by reference to the appended drawings, in which like reference numerals refer to like elements, features, and embodiments. The drawings referred to below are schematic representations relating to the features of the invention and are not necessarily drawn to scale. The description of the embodiments related to the present invention will not be repeated, except for those skilled in the art.
Referring to fig. 1, fig. 1 is a schematic cross-sectional view illustrating an organic light emitting device according to the disclosed technology. In fig. 1, the organic light emitting device 1 at least comprises, in order from bottom to top, a substrate 10, a thin film transistor 12, an anode 14, a functional layer 16, an insulating layer 18, and an encapsulation thin film layer 20, wherein the thin film transistor 12 is disposed on the substrate 10, the anode 14 is disposed on the thin film transistor 12, the functional layer 16 is disposed on the anode 14, the insulating layer 18 is disposed on the functional layer 16, and the encapsulation thin film layer 20 is disposed on the insulating layer 18.
In an embodiment of the present invention, the substrate 10 is glass, the anode 14 is Indium Tin Oxide (ITO), and the functional layer 16 at least includes a Hole Injection Layer (HIL) 162, a Hole Transport Layer (HTL) 164, an emission layer (EML) 166, an Electron Transport Layer (ETL) 168, a cathode 170, and a cover layer 172 sequentially from bottom to top. It should be noted that the functions, materials and structures of the functional layers 16 are the same as those of the prior art, and the technical features of the present invention are not included in the functional layers 16 and thus are not described in more detail.
In the present invention, the encapsulating thin film layer 20 for the organic light emitting device 1 is formed by polymerizing cyclic ether and fluoropolymer, and the encapsulating thin film layer 20 has a structure such as
Figure RE-GDA0002324784420000041
Formula (I),
Figure RE-GDA0002324784420000042
Formula (II) or
Figure RE-GDA0002324784420000043
The general formula of the structure of formula (III), wherein A1, A2 and B1 in formula (I), formula (II) and formula (III) are respectively substituted units, and the substituted unit of A1 and the substituted unit of A2 can be the same or different. The cyclic ether fluoropolymer obtained by polymerization has an advantage of high transparency, and has a property of not inhibiting the diffusion of light when applied to the organic light-emitting device 1.
In embodiments of the invention, the A1 substituent unit and the A2 substituent unit may be-CF2-、–CF-CF3-、CFOCF3And CFOCF2CF3Or (2) to (d). The B1 substitution unit may be one of the following substituent groups:
Figure RE-GDA0002324784420000051
formula (1),
Figure RE-GDA0002324784420000052
Formula (2),
Figure RE-GDA0002324784420000053
Formula (3),
Figure RE-GDA0002324784420000054
Formula (4),
Figure RE-GDA0002324784420000055
Formula (5),
Figure RE-GDA0002324784420000056
Formula (6),
Figure RE-GDA0002324784420000057
Formula (7),
Figure RE-GDA0002324784420000058
Formula (8),
Figure RE-GDA0002324784420000059
Formula (9),
Figure RE-GDA00023247844200000510
Formula (10),
Figure RE-GDA00023247844200000511
Formula (11) and
Figure RE-GDA00023247844200000512
formula (12).
In the above formulae (1) to (12), Y1-Y8Is a substituent group, wherein Y1-Y8The substituent group may be-CF3Substituent group, perfluoroalkyl group substituent group, perfluoroaromatic hydrocarbon substituent group, OCF3The substituent group is OCF2CF3Substituent group, in the examples of the present invention, Y1-Y8The substituents may be the same or different. With formula (1)
Figure RE-GDA00023247844200000513
For example, the Y1 substituent may be-CF3The substituent group, and the Y2-Y4 substituent group can be a perfluorinated aromatic hydrocarbon substituent group at the same time; in another embodiment, the Y1-Y4 substituents may be both perfluorinated aromatic hydrocarbon substituents or different substituents.
In another preferred embodiment of the invention, the fluoropolymer may be a perfluoro-a-olefin polymer, a partially fluorinated a-olefin polymer, a perfluoro-a-olefin and a partially fluorinated a-olefin polymer.
Therefore, the structural formula of the encapsulating film layer 20 according to the present invention described above may be as set forth in formula (13) to formula (42):
Figure RE-GDA0002324784420000061
formula (13) formula
Figure RE-GDA0002324784420000062
(14)、
Figure RE-GDA0002324784420000063
Formula (15),
Figure RE-GDA0002324784420000064
Formula (16),
Figure RE-GDA0002324784420000065
Formula (17),
Figure RE-GDA0002324784420000066
Formula (18),
Figure RE-GDA0002324784420000067
Formula (19),
Figure RE-GDA0002324784420000068
Formula (20),
Figure RE-GDA0002324784420000069
Formula (21),
Figure RE-GDA00023247844200000610
Formula (22),
Figure RE-GDA00023247844200000611
Formula (23),
Figure RE-GDA00023247844200000612
Formula (24),
Figure RE-GDA00023247844200000613
Formula (25),
Figure RE-GDA00023247844200000614
Formula (26),
Figure RE-GDA00023247844200000615
Formula (27),
Figure RE-GDA00023247844200000616
Formula (28),
Figure RE-GDA00023247844200000617
Formula (29),
Figure RE-GDA00023247844200000618
Formula (30),
Figure RE-GDA00023247844200000619
Formula (31),
Figure RE-GDA0002324784420000071
Formula (32),
Figure RE-GDA0002324784420000072
Formula (33),
Figure RE-GDA0002324784420000073
Formula (34),
Figure RE-GDA0002324784420000074
Formula (35),
Figure RE-GDA0002324784420000075
Formula (36),
Figure RE-GDA0002324784420000076
Formula (37),
Figure RE-GDA0002324784420000077
Formula (38),
Figure RE-GDA0002324784420000078
Formula (39),
Figure RE-GDA0002324784420000079
Formula (40),
Figure RE-GDA00023247844200000710
Formula (41) or
Figure RE-GDA00023247844200000711
Formula (42).
In the present invention, the main material of the encapsulating thin film layer using the fluoropolymer is a cyclic ether and the fluoropolymer are used as the main material of the encapsulating thin film layer 20 of the organic light emitting device 1, taking advantage of the characteristic of high solubility in the fluorine solvent, because the fluoropolymer has high solubility in the fluorine solvent and low solubility in a general solvent such as water or other organic solvents. In the present invention, cyclic ether and fluoropolymer are dissolved in a fluorine solvent at a certain concentration, and then a cyclic ether fluoropolymer film is formed on a device, such as the organic light emitting device 1, by a coating (coating) process, a three-dimensional inkjet printing (IJP) process, or both processes. Then, the residual fluorine solvent in the cyclic ether fluoropolymer film is removed by baking, so that a dense encapsulation film layer 20 made of cyclic ether fluoropolymer is formed on the surface of the organic light emitting device 1. In a more preferred embodiment of the present invention, the fluorine solvent used may be perfluoroalkyl group, perfluoro-2-butyltetrahydrofuran, perfluorotrialkylamine, hexafluoroisopropanol, perfluorocyclic ether, perfluoroether, octafluoropentanol or perfluoroacetone, but is not limited thereto.
Therefore, in summary, in the present invention, cyclic ether fluoropolymer is dissolved in a fluorine solvent, and then the cyclic ether fluoropolymer is formed on the insulating layer 18 of the organic light emitting device 1 by a coating process and/or a three-dimensional inkjet printing process, and after the fluorine solvent remaining in the cyclic ether fluoropolymer is removed, a packaging thin film layer 20 using cyclic ether fluoropolymer as a material can be formed on the insulating layer 18, and the cyclic ether fluoropolymer packaging thin film layer 20 is a dense water blocking layer, which can protect each layer structure in the organic light emitting device 1, and can block the organic light emitting device 1 from contacting with the outside, so that the organic light emitting device 1 has good product stability, and the cyclic ether fluoropolymer packaging thin film layer 20 also has flexibility. And thus can satisfy the demand for flexibility of the organic light emitting device 1.
The above description is only for the preferred embodiment of the present invention, and is not intended to limit the scope of the present invention; while the foregoing is directed to embodiments of the present invention, other and further embodiments of the invention may be devised without departing from the basic scope thereof, and the scope thereof is determined by the claims that follow.

Claims (10)

1. An organic light emitting device comprising a substrate, a thin film transistor disposed on the substrate, an anode disposed on the thin film transistor, a functional layer disposed on the anode, an insulating layer disposed on the functional layer, and an encapsulating thin film layer disposed on the insulating layer, wherein the encapsulating thin film layer has a shape like a rectangle, a rectangular, a square, a rectangular, a
Figure FDA0002149548030000011
A general formula of a structure, wherein a1, a2 and B1 in the formula (I), the formula (II) and the formula (III) are respectively a substituted unit, wherein the substituted unit of a1 and the substituted unit of a2 can be the same or different.
2. The organic light-emitting device of claim 1, wherein the A1-substituted-n and the A2-substituted-n can be-CF2-、–CF＝CF3-、CFOCF3And CFOCF2CF3Or (2) to (d).
3. The organic light emitting device of claim 1, wherein the B1 substitution unit can be one of the following substituent groups:
Figure FDA0002149548030000012
4. the organic light-emitting device according to claim 3, wherein Y in the formulae (1) to (12)1-Y8Is a substituent group, and said Y1-Y8The substituents may be the same or different.
5. The organic light-emitting device according to claim 3 or 4, wherein Y is1-Y8The substituent group may be-CF3Substituent group, perfluoroalkyl group substituent group, perfluoroaromatic hydrocarbon substituent group, OCF3The substituent group is OCF2CF3A substituent group.
6. The organic light emitting device of claim 1, wherein the fluoropolymer is a perfluoro-a-olefin polymer, a partially fluorinated a-olefin polymer, or a perfluoro-a-olefin.
7. The organic light emitting device of claim 1, wherein the encapsulation film layer is a flexible encapsulation film layer.
8. The organic light emitting device of claim 1, wherein the encapsulation thin film layer is a water-blocking layer.
9. The organic light-emitting device according to claim 1, wherein the functional layer comprises at least a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, a cathode, and a capping layer in this order from bottom to top.
10. The organic light emitting device of claim 9, wherein the insulating layer is silicon nitride.
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CN106057857A (en) * 2016-07-26 2016-10-26 武汉华星光电技术有限公司 Flexible organic light emitting diode display and manufacturing method thereof
CN107112440A (en) * 2014-08-01 2017-08-29 正交公司 The lithographic patterning of device
WO2018230388A1 (en) * 2017-06-15 2018-12-20 積水化学工業株式会社 Sealant for organic el display elements

Patent Citations (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1361346A (en) * 1971-02-24 1974-07-24 Du Pont Fluorinated dioxoles and their preparation
CN1886442A (en) * 2003-12-03 2006-12-27 旭硝子株式会社 Pellicle and novel fluoropolymer
CN101120072A (en) * 2005-02-17 2008-02-06 三井化学株式会社 Resin composition for sealing material, sealing material, sealing method and electroluminescent display
TW200714627A (en) * 2005-07-15 2007-04-16 Idemitsu Kosan Co Fluoroadamantane derivative, resin composition containing the same, and optical electron member using the resin composition
US20100080903A1 (en) * 2007-04-20 2010-04-01 Asahi Glass Company Limited Fluoropolymer thin film and method for its production
CN102844905A (en) * 2010-01-14 2012-12-26 阿克马法国公司 Moisture-resistant film, made of fluorinated polymer and inorganic oxide, for photovoltaic use
CN102870250A (en) * 2010-04-29 2013-01-09 荷兰应用科学研究会(Tno) Light-emitting device and method for manufacturing the same
CN104011161A (en) * 2011-10-21 2014-08-27 德莎欧洲公司 Adhesive especially for an encapsulation of electronic assembly
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WO2014109317A1 (en) * 2013-01-09 2014-07-17 株式会社ダイセル Curable epoxy resin composition
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CN107112440A (en) * 2014-08-01 2017-08-29 正交公司 The lithographic patterning of device
CN106057857A (en) * 2016-07-26 2016-10-26 武汉华星光电技术有限公司 Flexible organic light emitting diode display and manufacturing method thereof
WO2018230388A1 (en) * 2017-06-15 2018-12-20 積水化学工業株式会社 Sealant for organic el display elements

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