Aromatic amine compound, electroluminescent device and display device
阅读说明：本技术 芳胺类化合物、电致发光器件和显示装置 (Aromatic amine compound, electroluminescent device and display device ) 是由 陈磊 梁丙炎 陈雪芹 张东旭 于 2021-09-28 设计创作，主要内容包括：一种芳胺类化合物、电致发光器件和显示装置,所述芳胺类化合物的结构通式为式I；其中,各个基团和取代基的含义与说明书中相同。本公开实施例的芳胺类化合物的极化率高,增大了折射率,可以作为光取出材料,提高器件的发光效率；而且,本公开实施例提供的芳胺类化合物的热稳定性好,可以保证采用蒸镀工艺形成光取出层的稳定性,延长器件的使用寿命；此外,本公开实施例提供的芳胺类化合物作为光取出材料可以有效保护器件免遭紫外光对内部器件的损伤。(An arylamine compound, an electroluminescent device and a display device are disclosed, wherein the structural general formula of the arylamine compound is formula I; wherein each group and substituent has the same meaning as in the specification. The arylamine compound disclosed by the embodiment of the disclosure has high polarizability, increases refractive index, can be used as a light extraction material, and improves the luminous efficiency of a device; moreover, the arylamine compound provided by the embodiment of the disclosure has good thermal stability, can ensure the stability of the light extraction layer formed by adopting an evaporation process, and prolongs the service life of a device; in addition, the arylamine compounds provided by the embodiments of the present disclosure act as lightThe taken-out material can effectively protect the device from being damaged by ultraviolet light to the internal device.)
1. An arylamine compound is characterized in that the structural general formula of the arylamine compound is as follows:
wherein, X is any one of C (H) R2, O, N (H), NR3 and S;
y is any one of O, N (H), NR4 and S;
r1, R2, R3, R4 are each independently any one of hydrogen, deuterium, halogen, nitro, a nitrile group, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C2 to C30 alkenyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 thioether group, a substituted or unsubstituted C6 to C50 aryl group, or a substituted or unsubstituted C2 to C50 heteroaryl group; here, substituted C1 to C30 alkyl, substituted C2 to C30 alkenyl, substituted C1 to C30 alkoxy, substituted C1 to C30 thioether, substituted C6 to C50 aryl, substituted C2 to C50 heteroaryl means substituted with one or more of the following groups: heavy hydrogen, halogen, nitro, nitrile group, alkyl group of C1 to C30, alkenyl group of C2 to C30, alkoxy group of C1 to C30, thioether group of C1 to C30, aryl group of C6 to C50 and heteroaryl group of C2 to C50;
ar is aryl of C6 to C60 substituted by a substituent R5 or heteroaryl of C6 to C60 substituted by a substituent R6; here, the substituents R5, R6 are each independently any one or more of an unsubstituted aryl group of C6 to C60, an aryl group of C6 to C60 substituted with the substituent R7, a heteroaryl group of C6 to C60 unsubstituted, and a heteroaryl group of C6 to C60 substituted with the substituent R8; here, the substituents R7, R8 are each independently any one or more of aryl groups of C6 to C60;
l1 is any one of a single bond, a substituted or unsubstituted arylene group of C6 to C50, a substituted or unsubstituted heteroarylene group of C2 to C50, wherein substituted arylene group of C6 to C50, substituted heteroarylene group of C2 to C50 are substituted with one or more of the following groups: deuterium, halogen, nitro, nitrile group, aryl of C6-C50, heteroaryl of C2-C50.
2. An arylamine compound according to claim 1, wherein Ar is any one of the following groups:
3. an arylamine compound according to claim 1, wherein X is any one of O, S, -C (H) R2 and NR3, R2 is any one of hydrogen and phenyl, and R3 is any one of phenyl and biphenyl.
4. An arylamine compound according to claim 1, wherein Y is any one of O, -NR4 and S, and R4 is a phenyl group.
5. An arylamine compound according to claim 1 wherein R1 is hydrogen.
6. An arylamine compound according to claim 1, wherein L1 is any one of a phenylene group and a naphthylene group.
7. An arylamine compound according to claim 1, wherein the arylamine compound is any one of the following compounds:
8. an arylamine compound according to any one of claims 1 to 7 characterized in that,
the aromatic amine compound has a refractive index in the range of 2.18 to 2.35 at a wavelength of 460 nm;
the aromatic amine compound has a refractive index in the range of 1.98 to 2.1 at a wavelength of 530 nm;
the aromatic amine compound has a refractive index in the range of 1.91 to 2.04 at a wavelength of 620 nm.
9. An arylamine compound according to any one of claims 1 to 7, wherein an extinction coefficient of the arylamine compound at a wavelength of 400nm is 0.841 or more and an extinction coefficient at a wavelength of 450nm and a wavelength of more than 450nm is zero.
10. An electroluminescent device comprising a light extraction layer, the material of the light extraction layer comprising the arylamine-based compound according to any one of claims 1 to 9.
11. The electroluminescent device of claim 10, further comprising: an anode, a hole injection layer, a hole transport layer, an electron blocking layer, a light emitting layer, a hole blocking layer, an electron transport layer, an electron injection layer, and a cathode.
12. The electroluminescent device of claim 11, wherein the material of the hole injection layer comprises a transition metal oxide; or
The material of the hole injection layer includes a hole transport material and a p-type dopant.
13. An electroluminescent device according to claim 12, wherein the transition metal oxide comprises any one or more of molybdenum oxide, titanium oxide, vanadium oxide, rhenium oxide, ruthenium oxide, chromium oxide, zirconium oxide, hafnium oxide, tantalum oxide, silver oxide, tungsten oxide, manganese oxide.
14. The electroluminescent device of claim 12, wherein the p-type dopant comprises any one or more of 2,3,6,7,10, 11-hexacyano-1, 4,5,8,9, 12-hexaazatriphenylene, 2,3,5, 6-tetrafluoro-7, 7 ', 8, 8' -tetracyano-p-benzoquinone, 1,2, 3-tris [ (cyano) (4-cyano-2, 3,5, 6-tetrafluorophenyl) methylene ] cyclopropane;
the hole transport material comprises one or more of arylamine hole transport materials, dimethyl fluorene hole transport materials and carbazole hole transport materials.
15. The electroluminescent device according to claim 11, wherein the material of the hole transport layer comprises any one or more of arylamine hole transport materials, dimethylfluorene hole transport materials and carbazole hole transport materials.
16. The electroluminescent device according to claim 11, wherein the material of the electron blocking layer comprises any one or more of arylamine electron blocking materials, dimethyl fluorene electron blocking materials and carbazole electron blocking materials.
17. The electroluminescent device according to claim 11, wherein the electroluminescent device is a blue electroluminescent device, a green electroluminescent device or a red electroluminescent device, the material of the light-emitting layer of the blue electroluminescent device comprises a blue light-emitting material, the material of the light-emitting layer of the green electroluminescent device comprises a green light-emitting material, and the material of the light-emitting layer of the red electroluminescent device comprises a red light-emitting material;
the blue luminescent material comprises any one or more of a pyrene derivative blue luminescent material, an anthracene derivative blue luminescent material, a fluorene derivative blue luminescent material, a perylene derivative blue luminescent material, a styryl amine derivative blue luminescent material and a metal complex blue luminescent material;
the green luminescent material comprises any one or more of coumarin dye, quinacridone copper derivative green luminescent materials, polycyclic aromatic hydrocarbon green luminescent materials, diamine anthracene derivative green luminescent materials, carbazole derivative green luminescent materials and metal complex green luminescent materials;
the red luminescent material comprises any one or more of DCM red luminescent materials and metal complex red luminescent materials.
18. The electroluminescent device according to claim 11, wherein the material of the hole blocking layer comprises any one or more of a benzimidazole derivative type hole blocking material, an imidazopyridine derivative type hole blocking material, a benzimidazole phenanthridine derivative type hole blocking material, a pyrimidine derivative type hole blocking material, a triazine derivative type hole blocking material, a quinoline derivative type hole blocking material, an isoquinoline derivative type hole blocking material, and a phenanthroline derivative type hole blocking material.
19. The electroluminescent device according to claim 11, wherein the material of the electron transport layer comprises any one or more of benzimidazole derivative type electron transport materials, imidazopyridine derivative type electron transport materials, benzimidazolophidine derivative type electron transport materials, pyrimidine derivative type electron transport materials, triazine derivative type electron transport materials, quinoline derivative type electron transport materials, isoquinoline derivative type electron transport materials, and phenanthroline derivative type electron transport materials.
20. The electroluminescent device of claim 11, wherein the material of the electron injection layer comprises any one or more of an alkali metal electron injection material and a metal electron injection material.
21. A display device comprising an electroluminescent device according to any one of claims 10 to 20.
Technical Field
The disclosed embodiments relate to, but are not limited to, the technical field of display, and in particular, to an arylamine compound, an electroluminescent device and a display device.
Background
In recent years, Organic Light Emitting Devices (OLEDs) have been receiving more attention as a new type of flat panel display. The display has the characteristics of active light emission, high brightness, high resolution, wide viewing angle, high response speed, low energy consumption, flexibility and the like, so that the display becomes a popular mainstream display product in the market at present. With the continuous development of products, the resolution requirement of customers on the products is higher and higher, and the power consumption requirement value is lower and lower. Therefore, there is a need to develop a high efficiency, low voltage, long lifetime device.
OLED devices can be classified into bottom-emitting OLED devices and top-emitting OLED devices according to the direction of light emission. In a bottom emission device, light is emitted from a substrate, a reflective electrode is above an organic light emitting layer, and a transparent electrode is below the organic light emitting layer. The thin film transistor portion in the bottom-emitting OLED device cannot transmit light, resulting in a small light-emitting area. In the top emission device, the transparent electrode is on the organic light emitting layer and the reflective electrode is under the organic light emitting layer, so light is emitted from the opposite direction of the substrate, thereby increasing the light transmission area. Current OLED devices are therefore dominated by top-emitting devices. In order to improve the light emitting efficiency of the top-emitting OLED device, a simple and effective method is to form a light extraction Layer (also called a Capping Layer, CPL) on the transparent electrode as a functional Layer to improve the optical coupling efficiency of the device. The light emitting device provided with the light extraction layer can improve the light extraction mode, so that light originally limited in the device can be emitted out of the device, and higher light extraction efficiency is shown.
The light extraction layer in the OLED device is a layer of organic or inorganic transparent material with a high refractive index. The higher the refractive index of the material of the light extraction layer is, the more obvious the light extraction effect is, and the performance optimization of the device is better; and the absorption in the ultraviolet region is increased, and the device can be protected from ultraviolet light to damage internal devices. However, the refractive index of the current light extraction layer material in the visible light range is low, which leads to low light extraction efficiency and has limited effect on improving the luminous efficiency of the OLED device; and the absorption of ultraviolet light is small, so that the device cannot be effectively protected from ultraviolet light damage.
Disclosure of Invention
The following is a summary of the subject matter described in detail herein. This summary is not intended to limit the scope of the present application.
The embodiment of the disclosure provides an arylamine compound, and the structural general formula of the arylamine compound is as follows:
wherein, X is any one of C (H) R2, O, N (H), NR3 and S;
y is any one of O, N (H), NR4 and S;
r1, R2, R3, R4 are each independently any one of hydrogen, deuterium, halogen, nitro, a nitrile group, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C2 to C30 alkenyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 thioether group, a substituted or unsubstituted C6 to C50 aryl group, or a substituted or unsubstituted C2 to C50 heteroaryl group; here, substituted C1 to C30 alkyl, substituted C2 to C30 alkenyl, substituted C1 to C30 alkoxy, substituted C1 to C30 thioether, substituted C6 to C50 aryl, substituted C2 to C50 heteroaryl means substituted with one or more of the following groups: heavy hydrogen, halogen, nitro, nitrile group, alkyl group of C1 to C30, alkenyl group of C2 to C30, alkoxy group of C1 to C30, thioether group of C1 to C30, aryl group of C6 to C50 and heteroaryl group of C2 to C50;
ar is aryl of C6 to C60 substituted by a substituent R5 or heteroaryl of C6 to C60 substituted by a substituent R6; here, the substituents R5, R6 are each independently any one or more of an unsubstituted aryl group of C6 to C60, an aryl group of C6 to C60 substituted with the substituent R7, a heteroaryl group of C6 to C60 unsubstituted, and a heteroaryl group of C6 to C60 substituted with the substituent R8; here, the substituents R7, R8 are each independently any one or more of aryl groups of C6 to C60;
l1 is any one of a single bond, a substituted or unsubstituted arylene group of C6 to C50, a substituted or unsubstituted heteroarylene group of C2 to C50, wherein substituted arylene group of C6 to C50, substituted heteroarylene group of C2 to C50 are substituted with one or more of the following groups: deuterium, halogen, nitro, nitrile group, aryl of C6-C50, heteroaryl of C2-C50.
In exemplary embodiments, in formula I, Ar may be any one of the following groups:
in an exemplary embodiment, in the general formula I, X may be any one of O, S, -c (h) R2, NR3, R2 is any one of hydrogen and phenyl, and R3 is any one of phenyl and biphenyl.
In exemplary embodiments, in formula I, Y may be any one of O, -NR4, S, and R4 is phenyl.
In exemplary embodiments, in formula I, R1 may be hydrogen.
In exemplary embodiments, in formula I, L1 may be any one of phenylene and naphthylene.
In exemplary embodiments, the aromatic amine-based compound may be any one of the following compounds:
in the exemplary embodiment, it is contemplated that,
the aromatic amine compound may have a refractive index at a wavelength of 460nm in the range of 2.18 to 2.35;
the aromatic amine compound may have a refractive index in the range of 1.98 to 2.1 at a wavelength of 530 nm;
the aromatic amine-based compound may have a refractive index in the range of 1.91 to 2.04 at a wavelength of 620 nm.
In an exemplary embodiment, the arylamine-based compound may have an absorption coefficient of 0.841 or more at a wavelength of 400nm and an absorption coefficient of zero at a wavelength of 450nm and wavelengths greater than 450 nm.
The embodiment of the disclosure also provides an electroluminescent device, which comprises a light extraction layer, wherein the material of the light extraction layer comprises the arylamine compound.
In an exemplary embodiment, the electroluminescent device may further include: an anode, a hole injection layer, a hole transport layer, an electron blocking layer, a light emitting layer, a hole blocking layer, an electron transport layer, an electron injection layer, and a cathode.
In an exemplary embodiment, the material of the hole injection layer may include a transition metal oxide; or
The material of the hole injection layer includes a hole transport material and a p-type dopant.
In exemplary embodiments, the transition metal oxide may include any one or more of molybdenum oxide, titanium oxide, vanadium oxide, rhenium oxide, ruthenium oxide, chromium oxide, zirconium oxide, hafnium oxide, tantalum oxide, silver oxide, tungsten oxide, and manganese oxide.
In exemplary embodiments, the p-type dopant may include any one or more of 2,3,6,7,10, 11-hexacyano-1, 4,5,8,9, 12-hexaazatriphenylene, 2,3,5, 6-tetrafluoro-7, 7 ', 8, 8' -tetracyano-p-benzoquinone, 1,2, 3-tris [ (cyano) (4-cyano-2, 3,5, 6-tetrafluorophenyl) methylene ] cyclopropane;
the hole transport material may include any one or more of arylamine hole transport materials, dimethylfluorene hole transport materials, and carbazole hole transport materials.
In an exemplary embodiment, the material of the hole transport layer may include any one or more of arylamine-based hole transport materials, dimethylfluorene-based hole transport materials, carbazole-based hole transport materials.
In an exemplary embodiment, the material of the electron blocking layer may include any one or more of arylamine-based electron blocking materials, dimethylfluorene-based electron blocking materials, and carbazole-based electron blocking materials.
In an exemplary embodiment, the electroluminescent device may be a blue electroluminescent device, a green electroluminescent device, or a red electroluminescent device, the material of the light emitting layer of the blue electroluminescent device includes a blue light emitting material, the material of the light emitting layer of the green electroluminescent device includes a green light emitting material, and the material of the light emitting layer of the red electroluminescent device includes a red light emitting material;
the blue luminescent material can comprise any one or more of pyrene derivative blue luminescent materials, anthracene derivative blue luminescent materials, fluorene derivative blue luminescent materials, perylene derivative blue luminescent materials, styryl amine derivative blue luminescent materials and metal complex blue luminescent materials;
the green luminescent material can comprise any one or more of coumarin dye, quinacridone copper derivative green luminescent materials, polycyclic aromatic hydrocarbon green luminescent materials, diamine anthracene derivative green luminescent materials, carbazole derivative green luminescent materials and metal complex green luminescent materials;
the red luminescent material may include any one or more of a DCM-based red luminescent material and a metal complex-based red luminescent material.
In an exemplary embodiment, the material of the hole blocking layer may include any one or more of a benzimidazole derivative-based hole blocking material, an imidazopyridine derivative-based hole blocking material, a benzimidazole phenanthridine derivative-based hole blocking material, a pyrimidine derivative-based hole blocking material, a triazine derivative-based hole blocking material, a quinoline derivative-based hole blocking material, an isoquinoline derivative-based hole blocking material, and a phenanthroline derivative-based hole blocking material.
In an exemplary embodiment, the material of the electron transport layer may include any one or more of a benzimidazole derivative-based electron transport material, an imidazopyridine derivative-based electron transport material, a benzimidazole phenanthridine derivative-based electron transport material, a pyrimidine derivative-based electron transport material, a triazine derivative-based electron transport material, a quinoline derivative-based electron transport material, an isoquinoline derivative-based electron transport material, and a phenanthroline derivative-based electron transport material.
In an exemplary embodiment, the material of the electron injection layer may include any one or more of an alkali metal electron injection material and a metal electron injection material.
The embodiment of the disclosure also provides a display device, which comprises the electroluminescent device.
The arylamine compound provided by the embodiment of the disclosure has high polarizability, increases refractive index, can be used as a light extraction material, and improves the luminous efficiency of a device; moreover, the arylamine compound provided by the embodiment of the disclosure has good thermal stability, can ensure the stability of a light extraction layer formed by adopting an evaporation process, and also avoids the problem of shortened service life of a device caused by impurities generated in the evaporation process due to unstable materials; in addition, the arylamine compound provided by the embodiment of the disclosure has strong absorption to ultraviolet light, but does not absorb light of the device, and when the arylamine compound is used as a light extraction material, the device can be effectively protected from being damaged by the ultraviolet light to internal devices.
Additional features and advantages of the disclosure will be set forth in the description which follows, and in part will be obvious from the description, or may be learned by the practice of the disclosure. Other advantages of the disclosure may be realized and attained by the instrumentalities and combinations particularly pointed out in the specification and the drawings.
Drawings
The accompanying drawings are included to provide an understanding of the disclosed embodiments and are incorporated in and constitute a part of this specification, illustrate embodiments of the disclosure and together with the examples serve to explain the principles of the disclosure and not to limit the disclosure.
Fig. 1 is a schematic structural diagram of an electroluminescent device according to an exemplary embodiment of the present disclosure.
The reference symbols in the drawings have the following meanings:
100-a cathode; 200-a hole injection layer; 300-hole transport layer; 400-an electron blocking layer; 500-a light emitting layer; 600-a hole blocking layer; 700-electron transport layer; 800-electron injection layer; 900-cathode; 1000-light extraction layer.
Detailed Description
The embodiments herein may be embodied in many different forms. Those skilled in the art can readily appreciate the fact that the present implementations and teachings can be modified into a variety of forms without departing from the spirit and scope of the present disclosure. Therefore, the present disclosure should not be construed as being limited to the contents described in the following embodiments. The embodiments and features of the embodiments in the present disclosure may be arbitrarily combined with each other without conflict.
In the drawings, the size of constituent elements, the thickness of layers, or regions may be exaggerated for clarity. Thus, any one implementation of the present disclosure is not necessarily limited to the dimensions shown in the figures, and the shapes and sizes of the components in the figures are not intended to reflect actual proportions. Further, the drawings schematically show ideal examples, and any one implementation of the present disclosure is not limited to the shapes, numerical values, or the like shown in the drawings.
The embodiment of the disclosure provides an arylamine compound, and the structural general formula of the arylamine compound is as follows:
wherein, X is any one of C (H) R2, O, N (H), NR3 and S;
y is any one of O, N (H), NR4 and S;
r1, R2, R3, R4 are each independently any one of hydrogen, deuterium, halogen, nitro, a nitrile group, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C2 to C30 alkenyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C1 to C30 thioether group, a substituted or unsubstituted C6 to C50 aryl group, or a substituted or unsubstituted C2 to C50 heteroaryl group; here, substituted C1 to C30 alkyl, substituted C2 to C30 alkenyl, substituted C1 to C30 alkoxy, substituted C1 to C30 thioether, substituted C6 to C50 aryl, substituted C2 to C50 heteroaryl means substituted with one or more of the following groups: heavy hydrogen, halogen, nitro, nitrile group, alkyl group of C1 to C30, alkenyl group of C2 to C30, alkoxy group of C1 to C30, thioether group of C1 to C30, aryl group of C6 to C50 and heteroaryl group of C2 to C50;
ar is aryl of C6 to C60 substituted by a substituent R5 or heteroaryl of C6 to C60 substituted by a substituent R6; here, the substituents R5, R6 are each independently any one or more of an unsubstituted aryl group of C6 to C60, an aryl group of C6 to C60 substituted with the substituent R7, a heteroaryl group of C6 to C60 unsubstituted, and a heteroaryl group of C6 to C60 substituted with the substituent R8; here, the substituents R7, R8 are each independently any one or more of aryl groups of C6 to C60;
l1 is any one of a single bond, a substituted or unsubstituted arylene group of C6 to C50, a substituted or unsubstituted heteroarylene group of C2 to C50, wherein substituted arylene group of C6 to C50, substituted heteroarylene group of C2 to C50 are substituted with one or more of the following groups: deuterium, halogen, nitro, nitrile group, aryl of C6-C50, heteroaryl of C2-C50.
In embodiments of the present disclosure, the aryl group includes, but is not limited to, phenyl, naphthyl, anthracenyl, acenaphthenyl, indenyl, phenanthryl, azulenyl, pyrenyl, fluorenyl, perylenyl, spirofluorenyl, spirobifluorenyl,phenyl, benzophenanthryl, benzanthryl, fluoranthryl, picene, tetracene, and indacenyl.
The term "hetero" as used in heteroaryl means that at least one carbon atom in the aromatic ring is substituted with a heteroatom selected from any one or more of a nitrogen atom (N), an oxygen atom (O) and a sulfur atom (S).
In embodiments of the present disclosure, the heteroaryl group includes, but is not limited to, benzoxazolyl, benzothiazolyl, indolyl, benzimidazolyl, pyrrolyl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, tetrazinyl, imidazolyl, pyrazolyl, carbazolyl, thienyl, thiazolyl, benzocarbazolyl, dibenzocarbazolyl, indolocarbazolyl, indenocarbazolyl, quinolinyl, isoquinolinyl, phthalazinyl (phthalazinyl), quinoxalinyl (quinoxalinyl), cinnolinyl (cinnolinyl), quinazolinyl, phthalazinyl, benzoquinolinyl, benzisoquinolinyl, benzoquinazolinyl, benzoquinoxalinyl, acridinyl, phenanthrolinyl, furanyl, pyranyl, oxazinyl, oxazolyl, oxadiazolyl (oxadiazolyl), triazolyl, dioxinyl (dioxanyl), benzofuranyl, dibenzofuranyl, thiopyranyl, thiazinyl, thiophenyl and N-substituted spirofluorenyl.
The arylamine compound provided by the embodiment of the disclosure has high polarizability, increases refractive index, can be used as a light extraction material, and improves the luminous efficiency of a device; moreover, the arylamine compound provided by the embodiment of the disclosure has good thermal stability, can ensure the stability of a light extraction layer formed by adopting an evaporation process, and also avoids the problem of shortened service life of a device caused by impurities generated in the evaporation process due to unstable materials; in addition, the arylamine compound provided by the embodiment of the disclosure has strong absorption to ultraviolet light, but does not absorb light of the device, and when the arylamine compound is used as a light extraction material, the device can be effectively protected from being damaged by the ultraviolet light to internal devices.
In exemplary embodiments, in formula I, Ar may be any one of the following groups:
in an exemplary embodiment, in the general formula I, X may be any one of O, S, -c (h) R2, NR3, R2 is any one of hydrogen and phenyl, and R3 is any one of phenyl and biphenyl.
In exemplary embodiments, in formula I, Y may be any one of O, -NR4, S, and R4 is phenyl.
In exemplary embodiments, in formula I, R1 may be hydrogen.
In exemplary embodiments, in formula I, L1 may be any one of phenylene and naphthylene.
In exemplary embodiments, the aromatic amine-based compound may be any one of the following compounds:
in the exemplary embodiment, it is contemplated that,
the aromatic amine compound may have a refractive index at a wavelength of 460nm in the range of 2.18 to 2.35;
the aromatic amine compound may have a refractive index in the range of 1.98 to 2.1 at a wavelength of 530 nm;
the aromatic amine-based compound may have a refractive index in the range of 1.91 to 2.04 at a wavelength of 620 nm.
When the arylamine compound disclosed by the embodiment of the disclosure is used for forming a light extraction layer of a device, lithium fluoride (LIF) and a Chemical Vapor Deposition (CVD) packaging layer can be matched, and the refractive index is matched with the requirement of high or low. When the refractive index of the arylamine compound in the embodiment of the disclosure is in the above range, the matching of the refractive index between the formed light extraction layer and the lithium fluoride and the CVD encapsulation layer can meet the requirement.
In an exemplary embodiment, the arylamine-based compound may have an absorption coefficient of 0.841 or more at a wavelength of 400nm and an absorption coefficient of zero at a wavelength of 450nm and wavelengths greater than 450 nm.
The embodiment of the present disclosure also provides a synthesis method of the arylamine compound, where the synthesis method may include:
s1: carrying out coupling reaction on a compound A and a compound B in the presence of a first solvent, a first catalyst, a first base and a first phosphine ligand under the protection of nitrogen to form an intermediate C;
s2: carrying out coupling reaction on the intermediate C and Ar-Br in the presence of a second solvent, a second catalyst, a second base and a second phosphine ligand under the protection of nitrogen to form a compound shown in a general formula I;
alternatively, the synthesis method comprises:
s1': performing coupling reaction on the compound A and Ar-Br in the presence of a second solvent, a second catalyst, a second base and a second phosphine ligand under the protection of nitrogen to form an intermediate C';
s2': and carrying out coupling reaction on the intermediate C' and the compound B in the presence of a first solvent, a first catalyst, a first base and a first phosphine ligand and under the protection of nitrogen to form the compound of the general formula I.
In exemplary embodiments, the first solvent, the second solvent may be toluene or the like; the first catalyst and the second catalyst can be palladium acetate and the like; the first base, the second base may be sodium tert-butoxide or the like; the first phosphine ligand and the second phosphine ligand may be tri-tert-butylphosphine, or the like.
The embodiment of the disclosure also provides the application of the arylamine compound as the light extraction material.
Embodiments of the present disclosure also provide a light extraction material, which includes the arylamine compound described above.
The embodiment of the present disclosure further provides an electroluminescent device, which includes a light extraction layer, and the material of the light extraction layer includes the arylamine compound.
In an exemplary embodiment, the electroluminescent device may include: an anode, a Hole Injection Layer (HIL), a Hole Transport Layer (HTL), an Electron Blocking Layer (EBL), a light Emitting Layer (EML), a Hole Blocking Layer (HBL), an Electron Transport Layer (ETL), an Electron Injection Layer (EIL), a cathode, and a light extraction Layer.
Fig. 1 is a schematic structural diagram of an electroluminescent device according to an exemplary embodiment of the present disclosure. As shown in fig. 1, the electroluminescent device may include: an anode 100, a hole injection layer 200, a hole transport layer 300, an electron blocking layer 400, a light emitting layer 500, a hole blocking layer 600, an electron transport layer 700, an electron injection layer 800, a cathode 900, and a light extraction layer 1000. The hole injection layer 200 is provided on a surface of the anode 100 side, the hole transport layer 300 is provided on a surface of the hole injection layer 200 on a side away from the anode 100, the electron blocking layer 400 is disposed on a surface of the hole transport layer 300 on a side away from the anode 100, the light emitting layer 500 is disposed on a surface of the electron blocking layer 400 on a side away from the anode 100, the hole blocking layer 600 is disposed on a surface of the light emitting layer 500 on a side away from the anode 100, the electron transport layer 700 is disposed on a surface of the hole blocking layer 600 on a side away from the anode 100, the electron injection layer 800 is disposed on a surface of the electron transport layer 700 on a side away from the anode 100, the cathode 900 is disposed on a surface of the electron injection layer 800 on a side away from the anode 100, the light extraction layer 1000 is disposed on a surface of the cathode 900 on a side away from the anode 100.
In an exemplary embodiment, the light extraction layer may be formed by evaporation using the light extraction material provided in the embodiments of the present disclosure.
In an exemplary embodiment, the anode may be a material having a high work function. For example, for a bottom emission type device, a transparent Oxide material such as Indium Tin Oxide (ITO) or Indium Zinc Oxide (IZO) may be used for the anode. Alternatively, for a top emission device, the anode may be a composite structure of metal and transparent Oxide, such as Ag/ITO (Indium Tin Oxide), Ag/IZO (Indium Zinc Oxide), Al/ITO, Al/IZO, or ITO/Ag/ITO, which can ensure good reflectivity.
In an exemplary embodiment, the material of the hole injection layer may include a transition metal oxide, for example, any one or more of molybdenum oxide, titanium oxide, vanadium oxide, rhenium oxide, ruthenium oxide, chromium oxide, zirconium oxide, hafnium oxide, tantalum oxide, silver oxide, tungsten oxide, and manganese oxide.
In another exemplary embodiment, the material of the hole injection layer may include a p-type dopant of a strong electron-withdrawing system and a hole transport material;
the p-type dopant may include any one or more of 2,3,6,7,10, 11-hexacyano-1, 4,5,8,9, 12-hexaazatriphenylene, 2,3,5, 6-tetrafluoro-7, 7 ', 8, 8' -tetracyano-p-benzoquinone (F4TCNQ), 1,2, 3-tris [ (cyano) (4-cyano-2, 3,5, 6-tetrafluorophenyl) methylene ] cyclopropane;
the hole transport material can comprise any one or more of arylamine hole transport materials, dimethyl fluorene hole transport materials and carbazole hole transport materials; for example, the hole transport material may include any one or more of 4,4 '-bis [ N- (1-naphthyl) -N-phenylamino ] biphenyl (NPB), N' -bis (3-methylphenyl) -N, N '-diphenyl- [1, 1' -biphenyl ] -4,4 '-diamine (TPD), 4-phenyl-4' - (9-phenylfluoren-9-yl) triphenylamine (BAFLP), 4 '-bis [ N- (9, 9-dimethylfluoren-2-yl) -N-phenylamino ] biphenyl (DFLDPBi), 4' -bis (9-Carbazolyl) Biphenyl (CBP), and 9-phenyl-3- [4- (10-phenyl-9-anthracenyl) phenyl ] -9H-carbazole (PCzPA).
In an exemplary embodiment, the hole transport layer may be formed by evaporation.
In an exemplary embodiment, the material of the electron blocking layer may include any one or more of an arylamine-based electron blocking material, a dimethylfluorene-based electron blocking material, and a carbazole-based electron blocking material; for example, the material of the electron blocking layer may include any one or more of 4,4 '-bis [ N- (1-naphthyl) -N-phenylamino ] biphenyl (NPB), N' -bis (3-methylphenyl) -N, N '-diphenyl- [1, 1' -biphenyl ] -4,4 '-diamine (TPD), 4-phenyl-4' - (9-phenylfluoren-9-yl) triphenylamine (BAFLP), 4 '-bis [ N- (9, 9-dimethylfluoren-2-yl) -N-phenylamino ] biphenyl (DFLDPBi), 4' -bis (9-Carbazolyl) Biphenyl (CBP), and 9-phenyl-3- [4- (10-phenyl-9-anthracenyl) phenyl ] -9H-carbazole (PCzPA) And (4) seed preparation.
In an exemplary embodiment, the electron blocking layer may be formed by evaporation.
In an exemplary embodiment, the material of the light emitting layer may include one light emitting material, or may include two or more light emitting materials. For example, a host light emitting material and a guest light emitting material doped into the host light emitting material may be included.
In an exemplary embodiment, the electroluminescent device may be a blue electroluminescent device, a green electroluminescent device, or a red electroluminescent device, the material of the light emitting layer of the blue electroluminescent device includes a blue light emitting material, the material of the light emitting layer of the green electroluminescent device includes a green light emitting material, and the material of the light emitting layer of the red electroluminescent device may include a red light emitting material.
In an exemplary embodiment, the blue light emitting material may include any one or more of a pyrene derivative-based blue light emitting material, an anthracene derivative-based blue light emitting material, a fluorene derivative-based blue light emitting material, a perylene derivative-based blue light emitting material, a styryl amine derivative-based blue light emitting material, and a metal complex-based blue light emitting material.
For example, the blue light emitting material may include N1, N6-bis ([1, 1' -biphenyl ] -2-yl) -N1, any one or more of N6-bis ([1,1 ' -biphenyl ] -4-yl) pyrene-1, 6-diamine, 9, 10-bis- (2-naphthyl) Anthracene (ADN), 2-methyl-9, 10-bis-2-naphthylanthracene (MADN), 2,5,8, 11-tetra-tert-butylperylene (TBPe), 4 ' -bis [4- (diphenylamino) styryl ] biphenyl (BDAV Bi), 4 ' -bis [4- (di-p-tolylamino) styryl ] biphenyl (DPAVBi), bis (4, 6-difluorophenylpyridine-C2, N) iridium picolinate (FIrpic).
In an exemplary embodiment, the green emitting material may include any one or more of a coumarin dye, a quinacridone copper derivative type green emitting material, a polycyclic aromatic hydrocarbon type green emitting material, a diamine anthracene derivative type green emitting material, a carbazole derivative type green emitting material, and a metal complex type green emitting material.
For example, the green emitting material may include any one or more of coumarin 6(C-6), coumarin 545T (C-525T), quinacridone copper (QA), N ' -Dimethylquinacridone (DMQA), 5, 12-Diphenylnaphthacene (DPT), N10, N10' -diphenyl-N10, N10' -bisanthrylene-9, 9 ' -dianthracene-10, 10' -diamine (abbreviated as BA-NPB), tris (8-hydroxyquinoline) aluminum (III) (abbreviated as Alq3), tris (2-phenylpyridine) iridium (Ir (ppy)3), and bis (2-phenylpyridine) iridium acetylacetonate (Ir (ppy)2 (acac)).
In an exemplary embodiment, the red light emitting material may include any one or more of a DCM-based red light emitting material and a metal complex-based red light emitting material.
For example, the red light emitting material may include any one or more of 4- (dicyanomethylene) -2-methyl-6- (4-dimethylaminostyryl) -4H-pyran (DCM), 4- (dicyanomethylene) -2-tert-butyl-6- (1,1,7, 7-tetramethyljulolidin-9-enyl) -4H-pyran (DCJTB), bis (1-phenylisoquinoline) (acetylacetonate) iridium (III) (ir (piq)2(acac)), platinum octaethylporphyrin (abbreviated as PtOEP), bis (2- (2 '-benzothienyl) pyridine-N, C3') (acetylacetonate) iridium (abbreviated as ir (btp)2 (acac).
In an exemplary embodiment, the light emitting layer may be formed by evaporation.
In an exemplary embodiment, the material of the hole blocking layer may include an aromatic heterocyclic-based hole blocking material, and for example, may include any one or more of a benzimidazole derivative-based hole blocking material, an imidazopyridine derivative-based hole blocking material, a benzimidazole phenanthridine derivative-based hole blocking material, a pyrimidine derivative-based hole blocking material, a triazine derivative-based hole blocking material, a quinoline derivative-based hole blocking material, an isoquinoline derivative-based hole blocking material, and a phenanthroline derivative-based hole blocking material.
For another example, the hole blocking layer material may include 2- (4-biphenylyl) -5- (4-tert-butylphenyl) -1,3, 4-oxadiazole (PBD), 1, 3-bis [5- (p-tert-butylphenyl) -1,3, 4-oxadiazol-2-yl ] benzene (OXD-7), 3- (4-tert-butylphenyl) -4-phenyl-5- (4-biphenylyl) -1,2, 4-Triazole (TAZ), 3- (4-tert-butylphenyl) -4- (4-ethylphenyl) -5- (4-biphenylyl) -1,2, 4-triazole (p-EtTAZ), bathophenanthroline (BPhen), (BCP), 4, any one or more of 4' -bis (5-methylbenzoxazol-2-yl) stilbenes (BzOs).
In an exemplary embodiment, the hole blocking layer may be formed by evaporation.
In an exemplary embodiment, the material of the electron transport layer may include an aromatic heterocyclic-based electron transport material, and for example, may include any one or more of a benzimidazole derivative-based electron transport material, an imidazopyridine derivative-based electron transport material, a benzimidazole phenanthridine derivative-based electron transport material, a pyrimidine derivative-based electron transport material, a triazine derivative-based electron transport material, a quinoline derivative-based electron transport material, an isoquinoline derivative-based electron transport material, and a phenanthroline derivative-based electron transport material.
As another example, the material of the electron transport layer may include 2- (4-biphenyl) -5- (4-tert-butylphenyl) -1,3, 4-oxadiazole (PBD), 1, 3-bis [5- (p-tert-butylphenyl) -1,3, 4-oxadiazol-2-yl ] benzene (OXD-7), 3- (4-tert-butylphenyl) -4-phenyl-5- (4-biphenyl) -1,2, 4-Triazole (TAZ), 3- (4-tert-butylphenyl) -4- (4-ethylphenyl) -5- (4-biphenyl) -1,2, 4-triazole (p-EtTAZ), bathophenanthroline (BPhen), (BCP) Any one or more of 4, 4' -bis (5-methylbenzoxazol-2-yl) stilbenes (BzOs).
In an exemplary embodiment, the electron transport layer may be formed by evaporation.
In an exemplary embodiment, the material of the electron injection layer may include any one or more of an alkali metal electron injection material and a metal electron injection material.
For example, the electron injection layer material may include any one or more of LiF, Yb, Mg, Ca.
In an exemplary embodiment, the electron injection layer may be formed by evaporation.
In exemplary embodiments, the cathode may be formed using a metal having a relatively low work function, such as Al, Ag, Mg, or the like, or an alloy containing a metal material having a low work function.
The embodiment of the present disclosure also provides a display device including the electroluminescent device as described above.
In an exemplary embodiment, the display apparatus may include a plurality of the electroluminescent devices. For example, the electroluminescent device may be a blue electroluminescent device, a green electroluminescent device, or a red electroluminescent device, and the display apparatus may include a blue electroluminescent device, a green electroluminescent device, and a red electroluminescent device.
The display device can be any product or component with a display function, such as a mobile phone, a tablet personal computer, a television, a display, a notebook computer, a digital photo frame, a navigator, a vehicle-mounted display, an intelligent watch, an intelligent bracelet and the like.
The following are tests and comparisons of synthetic procedures and properties of the aromatic amine-based compounds of some exemplary embodiments of the present disclosure.
Synthesis example 1
Synthesis of intermediate C1
Adding 100ml of toluene solvent into a reaction bottle, and then adding 2g of 4- (2-benzoxazolyl) aniline, 4g of 3-bromobenzo [ B ] naphtho [2,3-D ] furan and 1g of sodium tert-butoxide; after nitrogen charging, 0.3g of palladium acetate is added, nitrogen charging is carried out again, and a toluene solution containing 0.3ml of tri-tert-butylphosphine is added; then repeating nitrogen gas charging, refluxing for 2 hours and reacting; after the reaction is finished, cooling the mixture to room temperature, and filtering the mixture by using kieselguhr to obtain filtrate; after concentration, methanol was added, the mixture was allowed to stand for recrystallization, and a recrystallized solid was obtained by suction filtration and rinsing with methanol to obtain intermediate C1.
Synthesis of Compound 1
100ml of toluene solvent is added into a reaction bottle, and then raw material intermediate C1, 4g of 3-bromo (7-phenyl) naphthalene and 1g of sodium tert-butoxide are sequentially added; after charging nitrogen, adding 0.3g of palladium acetate, charging nitrogen again, and adding 0.3ml of tri-tert-butylphosphine; repeating the nitrogen gas charging process, and refluxing for 2 hours to carry out reaction; after the reaction is finished, cooling to room temperature, and filtering through diatomite to obtain a filtrate. Concentrating, heating, adding a small amount of ethanol, standing to room temperature for recrystallization, filtering, and leaching with ethanol to obtain a recrystallized solid, namely a light yellow solid compound 1.
Mass spectrum m/z: 628.22, element content (%): c45H28N2O2，C，85.97；H，4.49；O，5.09；N，4.46。
1H NMR：8.28(1H)，8.11(1H)，8.03(1H)，7.84-7.8(2H)，7.75(3H)，7.74(2H)，7.73(2H)，7.69(1H)，7.56(1H)，7.49(4H)，7.42-7.4(5H)，7.38(2H)，7.37(2H)，7.32(1H)，7.11-6.91(3H)
Synthesis example 2
Synthesis of intermediate C2, the starting 4- (2-benzoxazolyl) aniline, which was synthesized in intermediate C1 in Synthesis example 1, was replaced with 4- (2-benzothiazolyl) aniline, and the other steps were carried out in the same manner as in Synthesis example 1.
Mass spectrum m/z: 644.19, element content (%): C45H28N2OS, C, 83.82; h, 4.38; o, 2.48; n, 4.34.
1H NMR：8.28(1H)，8.18(1H)，8.11(1H)，8.03-8.02(2H)，7.85-7.84(3H)，7.8(1H)，7.75(3H)，7.69(1H)，7.56(1H)，7.53-7.51(2H)，7.49(4H)，7.42-7.40(5H)，7.37(2H)，7.32(1H)，7.17-6.91(3H)
Synthesis example 3
The synthesis process of the intermediate C3 is the same as that of the intermediate C1 in the synthesis example 1;
the procedure for synthesizing compound 7 from intermediate C1 was similar to that for synthesizing compound 1 in synthesis example 1, and 3-bromo (7-phenyl) naphthalene in synthesis example 1 was changed to 3-bromobiphenyl.
Mass spectrum m/z: 578.20, element content (%): C41H26N2O2, C, 85.10; h, 4.53; o, 5.53; n, 4.84.
1H NMR：8.28(1H)，8.11(1H)，8.03(1H)，7.8(1H)，7.75-7.73(8H)，7.69(1H)，7.55(2H)，7.49(5H)，7.42-7.41(5H)，7.38-7.37(6H)，6.91(1H)
Synthesis example 4
The synthesis process of the intermediate C4 is the same as that of the intermediate C2 in the synthesis example 2;
the procedure for the synthesis of compound 8 from intermediate C4 was similar to the synthesis of compound 7 in synthesis example 3, intermediate C3 was exchanged for intermediate C4.
Mass spectrum m/z: 594.18, element content (%): C41H26N2O S, C, 82.80; h, 4.41; o, 2.69; n, 4.71; and S, 5.39.
1H NMR：8.28(1H)，8.18(1H)，8.11(1H)，8.03-8.02(2H)，7.85-7.8(3H)，7.75(4H)，7.69(1H)，7.55-7.51(4H)，7.49(5H)，7.42-7.41(5H)，7.37(4H)，6.91(1H)
Synthesis example 5
The synthesis process of the intermediate C5 is the same as that of the intermediate C2 in the synthesis example 2;
the procedure for the synthesis of compound 9 from intermediate C5 was similar to the synthesis of compound 8 in synthesis example 4, with 3-bromobiphenyl being replaced by 3-bromo (6-naphthalene) benzene.
Mass spectrum m/z: 644.19, element content (%): C45H28N2O S, C, 83.82; h, 4.38; o, 2.48; n, 4.34; s, 4.97.
1H NMR：8.28(1H)，8.18(1H)，8.11(1H)，8.09-8.02(4H)，7.99(1H),7.85-7.8(3H)，7.75(1H)，7.69-7.6(3H),7.55-7.53(4H),7.51-7.49(3H)，7.42-7.41(3H)，7.38-7.37(5H)，6.91(1H)。
Synthesis example 6
When intermediate C6 was synthesized, 4- (2-benzothiazolyl) aniline, which was the starting material for synthesizing intermediate C2 in synthesis example 2, was changed to 4- (1-phenylbenzimidazol-2-yl) aniline, and the other steps were the same as in synthesis example 2.
Mass spectrum m/z: 703.26, element content (%): C51H33N3O, C, 87.03; h, 4.73; n, 5.97, O, 2.27
1H NMR：8.56(1H)，8.28(1H)，8.11-8.09(2H)，8.06-8.03(2H)，8.01-7.99(3H)，7.81-7.8(2H)，7.75(2H)，7.69-7.6(4H)，7.55-7.53(4H)，7.49-7.48(3H)，7.42(1H)，7.38-7.37(7H)，7.28(1H)，6.91(1H)
Refractive index of aromatic amine compound
Testing the refractive index by an ellipsometer; the instrument scanning range is 245nm to 1000 nm; a silicon chip is adopted for vapor deposition to form a film of the arylamine compound, the thickness of the film is 50nm, and then the refractive index is tested.
Among the comparative compounds CP1, CP2 are the following:
the test results are shown in table 1.
TABLE 1
The refractive index of the arylamine compounds of the embodiments of the present disclosure is higher relative to the refractive index of the comparative compounds CP1, CP2 at different wavelengths. The refractive index is an important physical parameter of the light extraction material, and the light coupling efficiency of the device is directly determined and improved by the size of the refractive index. Therefore, the arylamine compound disclosed by the embodiment of the disclosure is suitable for being used as a light extraction material, is beneficial to light coupling output of an OLED device, and improves the efficiency of the device.
Glass transition temperature of arylamine compound
The measuring instrument for the glass transition temperature is a DSC differential scanning calorimeter; the testing atmosphere is nitrogen, the heating rate is 10 ℃/min, and the temperature range is 50 ℃ to 300 ℃; the measured glass transition temperatures (Tg) are shown in table 2.
TABLE 2
Tg℃
Tg℃
Ref1(CP1)
130
Compound 11
138
Ref2(CP2)
125
Compound 13
133
Compound 1
132
Compound 14
132
Compound 2
133
Compound 15
135
Compound 3
130
Compound 16
138
Compound 4
136
Compound 18
136
Compound 5
134
Compound 19
138
Compound 6
134
Compound 20
140
Compound 7
132
Compound 21
141
Compound 8
133
Compound 22
141
Compound 9
135
Compound 28
140
Compound 10
135
Compound 34
143
It can be seen that the Tg of the aromatic amine-based compounds of the examples of the present disclosure is higher relative to both the comparative compounds CP1, CP 2. The high and low glass transition temperature (Tg) determines the thermal stability of the material in evaporation, and the higher the Tg, the better the thermal stability of the material. Therefore, the arylamine compound disclosed by the embodiment of the disclosure is suitable for being used as a light extraction material, has good stability in an evaporation process, can solve the problem that decomposition impurities are increased due to unstable materials caused by heating in the evaporation process, and is beneficial to improving the stability of materials in a device and prolonging the service life of the device.
Extinction coefficient of arylamine compound
A glass substrate is adopted to form a film of the arylamine compound by evaporation, the thickness of the film is 50nm, and then an ultraviolet visible absorption spectrometer is adopted to test the absorption coefficient.
The test results are shown in table 3.
TABLE 3
It can be seen that the absorbance coefficient at 400nm of the arylamine compounds of the examples of the present disclosure is significantly higher than that of the comparative compounds CP1, CP2, and thus can better absorb ultraviolet light; furthermore, the arylamine compounds of the embodiments of the present disclosure have zero absorption at a wavelength of 450nm and zero absorption at wavelengths greater than 450nm (not shown in the table), indicating that light emitted from the device itself is not absorbed.
The performance of the electroluminescent devices of some exemplary embodiments of the present disclosure was tested and compared below.
The chemical structures of some of the raw materials used therein are shown in Table 4.
TABLE 4
Structure and thickness of blue OLED device
ITO/m-MTDATA：F4TCNQ 3％10nm/m-MTDATA 100nm/CBP 10nm/BH:BD 5％20nm/TPBI 5nm/BCP:Liq 1：1 30nm/Yb 1nm/Mg：Ag 13nm/CPL 60nm
Structure and thickness of green OLED device
ITO/m-MTDATA：F4TCNQ 3％10nm/m-MTDATA 100nm/CBP 45nm/GH:GD 10％40nm/TPBI 5nm/BCP:Liq 1：1 30nm/Yb 1nm/Mg：Ag 13nm/CPL 60nm
Structure and thickness of red OLED device
ITO/m-MTDATA：F4TCNQ 3％10nm/m-MTDATA 100nm/CBP 75nm/RH:RD 3％45nm/TPBI 5nm/BCP:Liq 1：1 30nm/Yb 1nm/Mg：Ag 13nm/CPL 60nm
The device is packaged by glass UV.
Thin-Film Encapsulation (TFE) can also be adopted, but LIF or organic materials with the refractive index n less than or equal to 1.6 need to be evaporated on CPL.
The performance of the blue OLED device is shown in table 5.
TABLE 5
It can be seen that, compared with blue OLED devices prepared by CP1 and CP2, the CPL with high refractive index according to the embodiments of the present disclosure has higher light extraction efficiency (EQE), better stability, and improved efficiency and lifetime.
The light extraction efficiency trends of the red and green OLED devices are similar to those of the blue OLED device. Therefore, the light extraction efficiency of the OLED device can be improved by adopting the CPL with the high refractive index of the embodiment of the disclosure. And the service life of the device is relatively prolonged due to the improvement of the thermal stability of the CPL material.
Although the embodiments disclosed in the present disclosure are described above, the descriptions are only for the convenience of understanding the present disclosure, and are not intended to limit the present disclosure. It will be understood by those skilled in the art that various changes in form and details may be made therein without departing from the spirit and scope of the disclosure, and it is intended that the scope of the disclosure be limited only by the appended claims.