CN110867521A - Organic electroluminescent device and display device - Google Patents

Organic electroluminescent device and display device Download PDF

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CN110867521A
CN110867521A CN201810983603.6A CN201810983603A CN110867521A CN 110867521 A CN110867521 A CN 110867521A CN 201810983603 A CN201810983603 A CN 201810983603A CN 110867521 A CN110867521 A CN 110867521A
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carbon atoms
organic electroluminescent
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cage
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CN110867521B (en
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俞云海
杨红领
鄢亮亮
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EverDisplay Optronics Shanghai Co Ltd
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    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00Organic light-emitting devices
    • H10K50/80Constructional details
    • H10K50/85Arrangements for extracting light from the devices
    • H10K50/858Arrangements for extracting light from the devices comprising refractive means, e.g. lenses
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K2102/00Constructional details relating to the organic devices covered by this subclass
    • H10K2102/301Details of OLEDs
    • H10K2102/302Details of OLEDs of OLED structures
    • H10K2102/3023Direction of light emission
    • H10K2102/3026Top emission

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Abstract

The invention relates to the technical field of display, and discloses an organic electroluminescent illuminator and a display device. The cage type polysilsesquioxane has high thermal stability and light stability, and the cage type polysilsesquioxane is a good low dielectric material, high refractive index and low extinction coefficient, so that the covering layer prepared by the double cage type polysilsesquioxane base derivative cannot influence the electrical property of the organic electroluminescent device. The organic electroluminescent device has the advantages that the preparation material of the covering layer is changed, so that the covering layer has high refractive index and low extinction coefficient, and the light intensity of the organic electroluminescent device is favorably improved.

Description

Organic electroluminescent device and display device
Technical Field
The present invention relates to the field of display technologies, and in particular, to an organic electroluminescent device and a display device.
Background
Compared with a conventional bottom-Emitting Organic-electroluminescent (OLED) structure, the top-Emitting OLED structure has better Light-Emitting efficiency, which is mainly based on a higher aperture ratio. In top-emitting OLED devices, the cathode employs a translucent electrode. However, according to snell's law, when light emitted from the light emitting layer is incident on other film layers, a total reflection phenomenon occurs when a certain critical angle is exceeded, resulting in a low utilization rate of the emitted light.
In order to increase the luminous intensity, a high-refractive-index coating can be deposited on a low-refractive-index cathode metal, and the choice of the material for the coating is therefore of great importance.
Disclosure of Invention
The invention provides an organic electroluminescent illuminator and a display device, wherein the organic electroluminescent illuminator is provided with a high refractive index and a low extinction coefficient by changing the preparation material of the covering layer, thereby being beneficial to improving the light-emitting intensity of the organic electroluminescent illuminator.
In order to achieve the purpose, the invention provides the following technical scheme:
an organic electroluminescent device comprises an anode layer, an organic light emitting layer, a cathode layer and a covering layer, wherein a preparation material of the covering layer comprises a double-cage polysilsesquioxane-based derivative, and each molecule of the double-cage polysilsesquioxane-based derivative comprises two cage polysilsesquioxane groups.
In the above organic electroluminescent device, the organic electroluminescent device includes a cover layer, and the cover layer is prepared from a material including a double-cage polysilsesquioxane-based derivative including two cage polysilsesquioxane groups per molecule. It should be noted that the cage polysilsesquioxane has high thermal stability and light stability, and the cage polysilsesquioxane itself is a good low dielectric material, high refractive index and low extinction coefficient, so that the cover layer prepared by the double cage polysilsesquioxane-based derivative does not affect the electrical properties of the organic electroluminescent device. Meanwhile, the cage-type polysilsesquioxane shows good solubility in an organic solvent, so that the solution method process is favorable for preparing the covering layer, the good adhesion is realized for substrates made of many materials, and the difficulty in preparing the covering layer is reduced.
Therefore, the organic electroluminescent device has the advantages that the preparation material of the covering layer is changed, so that the covering layer has high refractive index and low extinction coefficient, and the light intensity of the organic electroluminescent device is favorably improved.
Preferably, the double-cage polysilsesquioxane based derivative has acetylene, ethylene or butadiene as a core.
Preferably, the double-cage polysilsesquioxane based derivative has the molecular formula of one of the following three:
Figure BDA0001779191420000021
wherein:
P1represents a cage polysilsesquioxane group;
P2represents another cage polysilsesquioxane group;
A1、A2selected from substituted aryl groups having 6 to 30 carbon atoms, unsubstituted aryl groups having 6 to 30 carbon atoms, substituted heteroaryl groups having 3 to 30 carbon atoms or unsubstituted heteroaryl groups having 3 to 30 carbon atoms;
C1、C2、C3、C4selected from the group consisting of substituted aryl groups having 6 to 30 carbon atoms, unsubstituted aryl groups having 6 to 30 carbon atoms, substituted heteroaryl groups having 3 to 30 carbon atoms, unsubstituted heteroaryl groups having 3 to 30 carbon atoms, linear chains having substituted 1 to 20 carbon atoms, branched chains having substituted 1 to 20 carbon atoms, cyclic alkyl chains having substituted 1 to 20 carbon atoms, linear chains having unsubstituted 1 to 20 carbon atoms, branched chains having unsubstituted 1 to 20 carbon atoms, cyclic alkyl chains having unsubstituted 1 to 20 carbon atoms, silicon groups, halogen atoms, hydrogen atoms, and deuterium atoms.
Preferably, the coating layer is made of a material in which: a. the1And A2The same or different.
Preferably, the coating layer is made of a material in which: c1、C2、C3And C4The same or different.
Preferably, P in the material for the preparation of the covering layer1And P1Four kinds of cage polysilsesquioxanes selected from:
Figure BDA0001779191420000031
Figure BDA0001779191420000041
wherein:
r is a substituted aryl group having 6 to 30 carbon atoms, an unsubstituted aryl group having 6 to 30 carbon atoms, a substituted heteroaryl group having 3 to 30 carbon atoms, an unsubstituted heteroaryl group having 3 to 30 carbon atoms, a linear chain having 1 to 20 carbon atoms substituted, a branched chain having 1 to 20 carbon atoms substituted, a cyclic alkyl chain having 1 to 20 carbon atoms substituted, a linear chain having 1 to 20 carbon atoms unsubstituted, a branched chain having 1 to 20 carbon atoms unsubstituted, or a cyclic alkyl chain having 1 to 20 carbon atoms unsubstituted.
Preferably, the coating layer is made of a material in which: p1And P2The same or different.
The invention also provides a display device comprising any one of the organic electroluminescent devices provided by the technical scheme.
Drawings
Fig. 1 is a schematic structural diagram of an organic electroluminescent device according to an embodiment of the present invention.
Icon: 1-an anode layer; 2-an organic light-emitting layer; 3-a cathode layer; 4-covering layer.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the drawings in the embodiments of the present invention, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all of the embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Referring to fig. 1, the present invention provides an organic electroluminescent device, comprising an anode layer 1, an organic light emitting layer 2, a cathode layer 3 and a cover layer 4, wherein the cover layer 4 is made of a material comprising a double-cage polysilsesquioxane-based derivative, each molecule of the double-cage polysilsesquioxane-based derivative comprises two cage polysilsesquioxane groups.
In the above organic electroluminescent device, the organic electroluminescent device includes the cover layer 4, and the cover layer 4 is prepared from a material including a double-cage polysilsesquioxane-based derivative including two cage polysilsesquioxane groups per molecule.
It should be noted that the cage-type polysilsesquioxane has high thermal stability and light stability, and the cage-type polysilsesquioxane itself is a good low dielectric material, high refractive index and low extinction coefficient, so that the cover layer 4 prepared by the double cage-type polysilsesquioxane-based derivative does not affect the electrical properties of the organic electroluminescent device. Meanwhile, the cage-type polysilsesquioxane shows good solubility in an organic solvent, so that the covering layer 4 is prepared by using a solution method process, and the base plates made of many materials have good adhesiveness, so that the preparation difficulty of the covering layer 4 is reduced.
Therefore, in the organic electroluminescent device, the preparation material of the covering layer 4 is changed, so that the covering layer 4 has high refractive index and low extinction coefficient, and the light-emitting intensity of the organic electroluminescent device is favorably improved.
As can be seen from the above analysis, as an alternative embodiment, a solution method may be used to prepare the capping layer 4, and in consideration of the strong designability of the small organic molecules, as another alternative embodiment, a vacuum system for evaporating an organic layer may also be used to prepare the capping layer 4.
On the basis of the technical scheme, as an alternative mode, the double-cage polysilsesquioxane base derivative takes acetylene, ethylene or butadiene as a core.
It should be noted that, since the molecules having the acetylene, ethylene and butadiene structures all have wide energy gaps, the preparation material of the cover layer 4 in the organic electroluminescent device provided by the present invention can ensure the wide energy gap of the whole molecular structure of the preparation material after introducing acetylene, ethylene or butadiene, thereby reducing or avoiding the absorption of the cover layer 4 to the red light, green light or blue light emitted by the organic light emitting layer 2.
Based on the technical scheme, the molecular formula of the double-cage polysilsesquioxane-based derivative is specifically one of the following three formulas:
Figure BDA0001779191420000061
wherein:
P1represents a cage polysilsesquioxane group;
P2represents another cage polysilsesquioxane group;
A1、A2selected from substituted aryl groups having 6 to 30 carbon atoms, unsubstituted aryl groups having 6 to 30 carbon atoms, substituted heteroaryl groups having 3 to 30 carbon atoms or unsubstituted heteroaryl groups having 3 to 30 carbon atoms;
C1、C2、C3、C4selected from the group consisting of substituted aryl groups having 6 to 30 carbon atoms, unsubstituted aryl groups having 6 to 30 carbon atoms, substituted heteroaryl groups having 3 to 30 carbon atoms, unsubstituted heteroaryl groups having 3 to 30 carbon atoms, linear chains having substituted 1 to 20 carbon atoms, branched chains having substituted 1 to 20 carbon atoms, cyclic alkyl chains having substituted 1 to 20 carbon atoms, linear chains having unsubstituted 1 to 20 carbon atoms, branched chains having unsubstituted 1 to 20 carbon atoms, cyclic alkyl chains having unsubstituted 1 to 20 carbon atoms, silicon groups, halogen atoms, hydrogen atoms, and deuterium atoms.
Based on the above technical solution, preferably, ethylene and butadiene are substituted ethylene and substituted butadiene structures, and it is noted that the substituents in substituted ethylene and substituted butadiene provide adjustability of molecular design, such as: if a triarylamine group capable of increasing the refractive index is introduced into the substituent, the overall performance of the preparation material containing the double-cage polysilsesquioxane group can be further improved; meanwhile, the substituent can avoid cis-trans transformation of substituted ethylene or substituted butadiene.
It should be noted that the purpose of the double-cage polysilsesquioxane-based derivative using acetylene, substituted ethylene, and substituted butadiene as the core is to make the molecular structure in a non-planar structure, so as to promote the amorphous state of the cover layer 4 obtained after vacuum evaporation of the preparation material, and the amorphous state can improve the light extraction efficiency of the cover layer 4 due to the decrease of the light extraction efficiency caused by the grain boundary effect caused by crystallization or partial crystallization.
On the basis of the above technical solution, it should be noted that, in the preparation material of the cover layer 4: a. the1And A2The same or different.
When A is used, it is to be noted that1And A2Meanwhile, the synthesis and preparation operation of the preparation material of the covering layer 4 are convenient; when A is1And A2Different, the preparation material can be prevented from generating crystallization due to a molecular symmetric structure, and the extraction efficiency of the covering layer 4 to light can be prevented from being influenced.
Likewise, in the material for the cover layer 4: c1、C2、C3And C4The same or different.
On the basis of the above technical scheme, P in the preparation material of the covering layer 41And P1Four kinds of cage polysilsesquioxanes selected from:
Figure BDA0001779191420000081
wherein:
r is a substituted aryl group having 6 to 30 carbon atoms, an unsubstituted aryl group having 6 to 30 carbon atoms, a substituted heteroaryl group having 3 to 30 carbon atoms, an unsubstituted heteroaryl group having 3 to 30 carbon atoms, a linear chain having 1 to 20 carbon atoms substituted, a branched chain having 1 to 20 carbon atoms substituted, a cyclic alkyl chain having 1 to 20 carbon atoms substituted, a linear chain having 1 to 20 carbon atoms unsubstituted, a branched chain having 1 to 20 carbon atoms unsubstituted, or a cyclic alkyl chain having 1 to 20 carbon atoms unsubstituted.
On the basis of the technical scheme, in the preparation material of the covering layer 4: p1And P2The same or different.
The invention also provides a display device comprising any one of the organic electroluminescent devices provided by the technical scheme.
It will be apparent to those skilled in the art that various changes and modifications may be made in the embodiments of the present invention without departing from the spirit and scope of the invention. Thus, if such modifications and variations of the present invention fall within the scope of the claims of the present invention and their equivalents, the present invention is also intended to include such modifications and variations.

Claims (8)

1. An organic electroluminescent device, comprising an anode layer, an organic light-emitting layer, a cathode layer and a cover layer, wherein the cover layer is made of a material comprising a double-cage polysilsesquioxane-based derivative, wherein each molecule of the double-cage polysilsesquioxane-based derivative comprises two cage polysilsesquioxane groups.
2. The organic electroluminescent element according to claim 1, wherein the double-cage polysilsesquioxane-based derivative has acetylene, ethylene or butadiene as a core.
3. The organic electroluminescent device of claim 2, wherein the double-cage polysilsesquioxane based derivative has the formula of one of the following three:
Figure FDA0001779191410000011
wherein:
P1represents a cage polysilsesquioxane group;
P2represents another cage polysilsesquioxane group;
A1、A2selected from substituted aryl groups having 6 to 30 carbon atoms, having 6 to 30 carbon atomsUnsubstituted aryl, substituted heteroaryl with 3 to 30 carbon atoms or unsubstituted heteroaryl with 3 to 30 carbon atoms;
C1、C2、C3、C4selected from the group consisting of substituted aryl groups having 6 to 30 carbon atoms, unsubstituted aryl groups having 6 to 30 carbon atoms, substituted heteroaryl groups having 3 to 30 carbon atoms, unsubstituted heteroaryl groups having 3 to 30 carbon atoms, linear chains having substituted 1 to 20 carbon atoms, branched chains having substituted 1 to 20 carbon atoms, cyclic alkyl chains having substituted 1 to 20 carbon atoms, linear chains having unsubstituted 1 to 20 carbon atoms, branched chains having unsubstituted 1 to 20 carbon atoms, cyclic alkyl chains having unsubstituted 1 to 20 carbon atoms, silicon groups, halogen atoms, hydrogen atoms, and deuterium atoms.
4. The organic electroluminescent illuminator of claim 3, wherein the cover layer is made of a material in which: a. the1And A2The same or different.
5. The organic electroluminescent illuminator of claim 4, wherein the cover layer is made of a material in which: c1、C2、C3And C4The same or different.
6. The organic electroluminescent illuminator of claim 3, wherein the coating is made of a material P1And P1Four kinds of cage polysilsesquioxanes selected from:
Figure FDA0001779191410000021
Figure FDA0001779191410000031
wherein:
r is a substituted aryl group having 6 to 30 carbon atoms, an unsubstituted aryl group having 6 to 30 carbon atoms, a substituted heteroaryl group having 3 to 30 carbon atoms, an unsubstituted heteroaryl group having 3 to 30 carbon atoms, a linear chain having 1 to 20 carbon atoms substituted, a branched chain having 1 to 20 carbon atoms substituted, a cyclic alkyl chain having 1 to 20 carbon atoms substituted, a linear chain having 1 to 20 carbon atoms unsubstituted, a branched chain having 1 to 20 carbon atoms unsubstituted, or a cyclic alkyl chain having 1 to 20 carbon atoms unsubstituted.
7. An organic electroluminescent illuminator according to any of claims 2 to 6, wherein the cover layer is made of a material in which: p1And P2The same or different.
8. A display device comprising the organic electroluminescent device as claimed in any one of claims 1 to 7.
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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2007221071A (en) * 2006-02-20 2007-08-30 Matsushita Electric Works Ltd Semiconductor optical device and transparent optical member
JP2009042351A (en) * 2007-08-07 2009-02-26 Konica Minolta Opto Inc Optical film, polarizing plate, and display device
CN101597489A (en) * 2009-06-05 2009-12-09 东华大学 A kind of organic inorganic hybridization green light material of network shape structure and preparation and application
US20120184688A1 (en) * 2011-01-18 2012-07-19 Samsung Electronics Co., Ltd. Polymer, and composition and film including the same
CN106883439A (en) * 2017-03-08 2017-06-23 常州大学 Modified anti-reflection optical thin film high of one kind and preparation method thereof

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2007221071A (en) * 2006-02-20 2007-08-30 Matsushita Electric Works Ltd Semiconductor optical device and transparent optical member
JP2009042351A (en) * 2007-08-07 2009-02-26 Konica Minolta Opto Inc Optical film, polarizing plate, and display device
CN101597489A (en) * 2009-06-05 2009-12-09 东华大学 A kind of organic inorganic hybridization green light material of network shape structure and preparation and application
US20120184688A1 (en) * 2011-01-18 2012-07-19 Samsung Electronics Co., Ltd. Polymer, and composition and film including the same
CN106883439A (en) * 2017-03-08 2017-06-23 常州大学 Modified anti-reflection optical thin film high of one kind and preparation method thereof

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