阅读说明：本技术 三芳胺化合物及其在有机电致发光显示器件中的应用 (Triarylamine compound and application thereof in organic electroluminescent display device ) 是由 王湘成 何睦 何为 于 2021-08-30 设计创作，主要内容包括：本发明公开了三芳胺化合物及其在有机电致发光显示器件中的应用,该化合物具有如所示的化学结构,X-(11)–X-(14)各自独立选自氢、氘、卤素原子、取代或未取代的碳原子数为1–20的烷基、烷氧基或烷硫基,X-(15)为取代或未取代的成环碳原子数为8–24且环数为4个的芳基或杂芳基；A-(2)和A-(3)各自独立为未取代的或卤素原子、氰基、碳原子数为1–10的烷基、烷氧基、烷硫基、氟烷基取代的成环碳原子数为5–24的芳基或杂芳基。本发明中三芳胺化合物同时具有大位阻和高迁移率的优势,满足作为空穴传输材料的性能要求,用于有机电致发光显示器件可以提升发光效率和稳定性。(Triarylamine compounds and their use in organic electroluminescent display devices are disclosed, which compounds have properties such as Chemical structure shown, X 11 –X 14 Each independently selected from hydrogen, deuterium, halogen atom, substituted or unsubstituted alkyl, alkoxy or alkylthio group with 1-20 carbon atoms, X 15 Is substituted or unsubstituted aryl or heteroaryl with 8-24 ring carbon atoms and 4 ring carbon atoms; a. the 2 And A 3 Each independently is unsubstituted or aryl or heteroaryl with 5-24 ring carbon atoms, which is substituted by halogen atom, cyano, alkyl with 1-10 carbon atoms, alkoxy, alkylthio or fluoroalkyl. The triarylamine compound has the advantages of large steric hindrance and high mobility, meets the performance requirement of being used as a hole transport material, and can improve the luminous efficiency and stability when being used for an organic electroluminescent display device.)

1. A triarylamine compound having a chemical structure as shown in chemical formula 1:

in chemical formula 1, X₁₁–X₁₄The alkyl, alkoxy or alkylthio groups are the same or different and are respectively and independently selected from hydrogen, deuterium, halogen atoms, substituted or unsubstituted alkyl groups with 1-20 carbon atoms, alkoxy or alkylthio groups;

X₁₅is a substituted or unsubstituted aryl group with 8-24 ring-forming carbon atoms and 4 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group with 8-24 ring-forming carbon atoms and 4 ring-forming carbon atoms;

A₂and A₃Each independently is an unsubstituted or halogen atom, a cyano group, an alkyl group with 1-10 carbon atoms, an alkoxy group, an alkylthio group, a fluoroalkyl group-substituted aryl group with 5-24 ring carbon atoms, or an unsubstituted or halogen atom, a cyano group, a carbon atom with 1-10 alkyl, alkoxy, alkylthio, fluoroalkyl and heteroaryl with 5-24 ring carbon atoms.

2. The triarylamine compound according to claim 1, wherein in chemical formula 1, X is₁₅Selected from any one of the following:

wherein, X, X₁And X₂Each independently selected from O, S, Se, N-Me, N-Ph or C (Me)₂；

Y、Y₁And Y₂Each independently selected from O, S or Se.

3. The triarylamine compound according to claim 1, wherein in chemical formula 1, a is₂And A₃Selected from any one of the following:

wherein, X, X₁And X₂Each independently selected from O, S, Se, N-Me, N-Ph or C (Me)₂。

4. A triarylamine compound according to claim 1 wherein when said substitution is not indicated, said substitution is selected from one or more of the following: deuterium, a halogen group, a nitrile group, a nitro group, a hydroxyl group, a carbonyl group, an ester group, an imide group, an amino group, a phosphine oxide group, an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group, an alkylsulfonyl group, an arylsulfonyl group, a silyl group, a boron group, an alkyl group, a cycloalkyl group, an alkenyl group, an aryl group, an aralkyl group, an aralkenyl group, an alkylaryl group, an alkylamino group, an aralkylamino group, a heteroarylamino group, an arylamino group, and a heterocyclic group; or a substituent linking two or more of the above substituents.

5. The triarylamine compound according to claim 1, wherein in chemical formula 1, X is₁₁–X₁₄Each independently selected from hydrogen, halogen atom, methyl, methoxy, methylthio, ethyl, ethoxy, -CH₂F、-CHF₂Or a tert-butyl group.

6. The triarylamine compound according to claim 1, wherein the triarylamine compound shown in chemical formula 1 is selected from any one of the following chemical structures:

7. use of a triarylamine compound according to any one of claims 1 to 6 in an organic electroluminescent display device.

8. An organic electroluminescent display device comprising the triarylamine compound according to any one of claims 1 to 6.

9. The organic electroluminescent display device according to claim 8, wherein the triarylamine compound is used as a hole transport layer material of an organic electroluminescent display device.

10. A display device comprising the organic electroluminescent display device according to claim 8 or 9.

Technical Field

The invention belongs to the field of organic electroluminescent materials, and particularly relates to a triarylamine compound and application thereof in an organic electroluminescent display device.

Background

At present, a hole transport layer material special for red light and green light of an organic light-emitting diode (OLED) mainly comprises aromatic monoamine, the aromatic monoamine has the advantage of easily adjustable energy level and can be designed according to different requirements of the device on the energy level, but the monoarylamine has lower mobility due to too few hole transport functional sites. The conjugated condensed ring compound structure has high migration characteristic, condensed rings can also form intramolecular steric hindrance, and if conjugated condensed ring segments are introduced at proper positions of the triarylamine, the triarylamine compound has high migration rate, and the energy level conforms to the range of hole transport materials, so that the conjugated condensed ring compound structure is beneficial to reducing the intermolecular planar effect, and the glass transition temperature is improved, thereby prolonging the service life of devices. Based on the above, the invention provides a triarylamine compound with large steric hindrance and high mobility, which is specifically described as follows.

Disclosure of Invention

The triarylamine compound provided by the invention has a chemical structure shown in a chemical formula 1:

in chemical formula 1, X₁₁–X₁₄Each independently selected from hydrogen, deuterium, halogen atom, substituted or unsubstituted alkyl, alkoxy or alkylthio group with 1-20 carbon atoms, X₁₁–X₁₄Are the same or different from each other;

X₁₅is a substituted or unsubstituted aryl group with 8-24 ring-forming carbon atoms and 4 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group with 8-24 ring-forming carbon atoms and 4 ring-forming carbon atoms;

A₂and A₃Each independently is an unsubstituted or halogen atom, a cyano group, an alkyl group with 1-10 carbon atoms, an alkoxy group, an alkylthio group, a fluoroalkyl group-substituted aryl group with 5-24 ring-forming carbon atoms, or an unsubstituted or halogen atom, a cyano group, an alkyl group with 1-10 carbon atoms, an alkoxy group, an alkylthio group, a fluoroalkyl group-substituted heteroaryl group with 5-24 ring-forming carbon atoms.

Compared with the prior art, the invention has the beneficial effects that: the triarylamine compound has the advantages of large steric hindrance and high mobility, wherein the high mobility can effectively improve the intermolecular binding force to reduce the crystallization phenomenon, the large steric hindrance can deepen the energy level, the requirements of R and G hole transport materials are met, and the luminous efficiency and the stability of the OLED can be improved.

The above-described and other features, aspects, and advantages of the present invention will become more apparent with reference to the following detailed description.

Drawings

Other features, objects and advantages of the invention will become more apparent upon reading of the detailed description of non-limiting embodiments with reference to the following drawings:

fig. 1 is a schematic structural view of a bottom emission organic electroluminescent display device in the example.

Fig. 2 is a schematic structural view of a top emission organic electroluminescent display device in an embodiment.

Detailed Description

In order to make the objects, technical solutions and advantages of the embodiments of the present invention clearer, the technical solutions of the embodiments of the present invention will be clearly and completely described below with reference to the drawings of the embodiments of the present invention. It is to be understood that the embodiments described are only a few embodiments of the present invention, and not all embodiments. All other embodiments, which can be derived by a person skilled in the art from the described embodiments of the invention without any inventive step, are within the scope of protection of the invention.

The triarylamine compound provided by the invention has a chemical structure shown in a chemical formula 1:

in chemical formula 1, X₁₁–X₁₄Each independently selected from hydrogen, deuterium, halogen atom, substituted or unsubstituted alkyl, alkoxy or alkylthio group with 1-20 carbon atoms, X₁₁–X₁₄Are the same or different from each other;

X₁₅is a substituted or unsubstituted aryl group with 8-24 ring-forming carbon atoms and 4 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group with 8-24 ring-forming carbon atoms and 4 ring-forming carbon atoms;

A₂and A₃Each independently is unsubstituted or halogen atom, cyano, alkyl with 1-10 carbon atoms, alkoxy, alkylthio, fluoroalkyl substituted aryl with 5-24 ring carbon atoms, or unsubstituted or halogen atom, cyano, alkyl with 1-10 carbon atoms, alkoxy, alkylthio, fluoroalkyl substituted arylA heteroaryl group having 5 to 24 ring-forming carbon atoms.

According to some embodiments, in chemical formula 1, X₁₅Selected from any one of the following:

wherein, X, X₁And X₂Each independently selected from O, S, Se, N-Me, N-Ph or C (Me)₂，Y、Y₁And Y₂Each independently selected from O, S or Se.

According to some embodiments, in chemical formula 1, a₂And A₃Selected from any one of the following:

wherein, X, X₁And X₂Each independently selected from O, S, Se, N-Me, N-Ph or C (Me)₂。

According to some embodiments, in chemical formula 1, X₁₁–X₁₄Each independently selected from hydrogen, halogen atom, methyl, methoxy, methylthio, ethyl, ethoxy, -CH₂F、-CHF₂Or tert-butyl, X₁₁–X₁₄The same or different from each other.

The substituents of the triarylamine compound shown in chemical formula 1 are described below, but not limited thereto.

"substituted or unsubstituted" means substituted with one or more substituents selected from the group consisting of: deuterium, a halogen group, a nitrile group, a nitro group, a hydroxyl group, a carbonyl group, an ester group, an imide group, an amino group, a phosphine oxide group, an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group, an alkylsulfonyl group, an arylsulfonyl group, a silyl group, a boron group, an alkyl group, a cycloalkyl group, an alkenyl group, an aryl group, an aralkyl group, an aralkenyl group, an alkylaryl group, an alkylamino group, an aralkylamino group, a heteroarylamino group, an arylamino group, and a heterocyclic group, or unsubstituted; or a substituent linking two or more of the above substituents, or unsubstituted, e.g., "a substituent linking two or more substituents" includes biphenyl, i.e., biphenyl can be an aryl group or a substituent linking two phenyl groups.

The "aryl" may be monocyclic aryl or polycyclic aryl, monocyclic aryl including phenyl, biphenyl, terphenyl, quaterphenyl, pentabiphenyl, polycyclic aryl including naphthyl, anthryl, phenanthryl, pyrenyl, perylenyl, fluorenyl, the description of aryl above being applicable to arylene, except that arylene is divalent.

"Heterocyclyl" includes pyridyl, pyrrolyl, pyrimidinyl, pyridazinyl, furyl, thienyl, imidazolyl, pyrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, triazolyl, oxadiazolyl, thiadiazolyl, dithiazolyl, tetrazolyl, pyranyl, thiopyranyl, pyrazinyl, oxazinyl, thiazinyl, dioxanyl, triazinyl, tetrazinyl, quinolyl, isoquinolyl, quinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, acridinyl, xanthenyl, phenanthridinyl, naphthyridinyl, triazaindenyl, indolyl, indolinyl, indolizinyl, phthalazinyl, pyridopyrimidinyl, pyridopyrazinyl, pyrazinopyrazinyl, benzothiazolyl, benzoxazolyl, benzimidazolyl, benzothienyl, benzofuranyl, dibenzothienyl, dibenzofuranyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, Indolocarbazolyl, indenocarbazolyl, phenazinyl, imidazopyridyl, phenazinyl, phenanthridinyl, phenanthrolinyl, phenothiazinyl, imidazopyridyl, imidazophenanthridinyl, benzimidazoloquinazolinyl, benzimidazolophenanthridinyl; the above description of heterocyclyl can be applied to heteroaryl, except that heteroaryl is aromatic, and to heteroarylene, except that heteroarylene is divalent.

According to some embodiments, the triarylamine compound shown in chemical formula 1 is selected from any one of the following chemical structures:

the following synthesis examples 1 to 5 describe in detail the preparation methods of the above triarylamine compounds 1, 2, 3, 4 and 5, and it is not noted that the raw materials of the preparation methods are all commercially available, and the synthesis of other compounds in the present invention is similar to the synthesis examples 1 to 5.

Synthesis example 1

In the synthesis example, triarylamine compound 1 is synthesized, and the technical route is as follows:

synthesis of Compounds 1-2: under a nitrogen atmosphere, tris (dibenzylideneacetone) dipalladium (1 mol%, 110mg, 0.12mmol), tri-tert-butylphosphine (97mg, 0.48mmol) and anhydrous toluene (90mL) were added in this order to a three-necked flask, and the mixture was stirred at room temperature for 30 minutes. Subsequently, bis (4-methoxyphenyl) amine (compound 1-1) (2.75g, 12mmol), o-dibromobenzene (3.11g, 13.2mmol), sodium tert-butoxide (2.88g, 30mmol) were added successively, and the resulting mixture was refluxed and stirred under a nitrogen atmosphere for 18 hours, after cooling, the reaction liquid was poured into dichloromethane and washed with water, the organic phase was dried over anhydrous sodium sulfate, the solvent was removed by filtration and vacuum evaporation, and the crude product was recrystallized sequentially through silica gel column chromatography and a mixed solvent of ethanol and n-hexane to give 3.7g of a white solid in a yield of 80%.

Synthesis of Compound 1: under nitrogen atmosphere, sequentially adding the compound 1-2(3.0g, 7.8mmol), 1-3(3.3g, 7.8mmol), potassium carbonate (138mg, 1mmol) and 60mL of anhydrous toluene into a three-neck flask, raising the temperature to 70 ℃, adding tetrakis (triphenylphosphine) palladium (93mg, 0.08mmol) and 30mL of degassed deionized water, fully stirring, refluxing for 18 hours, filtering the reaction solution with diatomite while hot, spin-drying the filtrate on a rotary evaporator to obtain a gray solid crude product, recrystallizing with a mixed solvent of acetone, toluene and tetrahydrofuran to obtain a solid, subliming to finally obtain 2.4g of a light yellow solid with a yield of 52%.

Synthesis example 2

In the synthesis example, triarylamine compound 2 is synthesized, and the technical route is as follows:

synthesis of Compound 2-2: tris (dibenzylideneacetone) dipalladium (1 mol%, 110mg, 0.12mmol), tri-tert-butylphosphine (97mg, 0.48mmol) and anhydrous toluene (90mL) were added in this order to a three-necked flask under a nitrogen atmosphere, and stirred at room temperature for 30 minutes. Then, the compound 2-1(3.11g, 12mmol), o-dibromobenzene (3.11g, 13.2mmol) and sodium tert-butoxide (2.88g, 30mmol) are added in sequence, reflux stirring is carried out for 18 hours under the nitrogen atmosphere, after cooling, the reaction liquid is poured into 150mL of distilled water to quench the reaction and extract, the organic phase is dried by anhydrous sodium sulfate, the solvent is removed by filtration and vacuum evaporation, and the crude product is recrystallized by silica gel column chromatography and mixed solvent of ethanol and n-hexane in sequence to obtain 3.6g of white solid with the yield of 72%.

Synthesis of Compound 2: under nitrogen atmosphere, compound 2-2(3.0g, 7.8mmol), 2-3(3.8g, 7.8mmol), potassium carbonate (138mg, 1mmol) and 60mL of anhydrous toluene were added sequentially to a three-necked flask, the temperature was raised to 70 ℃, tetrakis (triphenylphosphine) palladium (93mg, 0.08mmol) and 30mL of degassed deionized water were added, the mixture was stirred well and refluxed for 18 hours, the reaction solution was filtered through celite while hot, the filtrate was spin-dried on a rotary evaporator to give a crude gray solid, which was recrystallized from a mixed solvent of acetone, toluene and tetrahydrofuran to give a solid which was then sublimed to give 2.5g of a pale yellow solid, at a yield of 46%.

Synthesis example 3

In the synthesis example, triarylamine compound 3 is synthesized, and the technical route is as follows:

synthesis of Compound 3-2: tris (dibenzylideneacetone) dipalladium (1 mol%, 110mg, 0.12mmol), tri-tert-butylphosphine (97mg, 0.48mmol) and anhydrous toluene (90mL) were added in this order to a three-necked flask under a nitrogen atmosphere, and stirred at room temperature for 30 minutes. Then, the compound 3-1(3.87g, 12mmol), o-dibromobenzene (3.11g, 13.2mmol) and sodium tert-butoxide (2.88g, 30mmol) are added in sequence, the mixture is refluxed and stirred for 20 hours under the nitrogen atmosphere, after cooling, the reaction liquid is poured into 150mL of distilled water to quench the reaction and extract, the organic phase is dried by anhydrous sodium sulfate, the solvent is removed by filtration and vacuum evaporation, and the crude product is recrystallized by silica gel column chromatography and mixed solvent of ethanol and n-hexane in sequence to obtain 4.0g of white solid with the yield of 69%.

Synthesis of Compound 3: under nitrogen atmosphere, compound 3-2(3.8g, 8.0mmol), 3-3(3.9g, 8.0mmol), potassium carbonate (138mg, 1mmol) and 60mL of anhydrous toluene were added sequentially to a three-necked flask, the temperature was raised to 70 ℃, tetrakis (triphenylphosphine) palladium (93mg, 0.08mmol) and 30mL of degassed deionized water were added, the mixture was stirred well and refluxed for 18 hours, the reaction solution was filtered through celite while hot, the filtrate was spin-dried on a rotary evaporator to give a crude gray solid, which was recrystallized from a mixed solvent of acetone, toluene and tetrahydrofuran to give a solid which was then sublimed to give 2.7g of a pale yellow solid, at a yield of 45%.

Synthesis example 4

In the synthesis example, triarylamine compound 4 is synthesized, and the technical route is as follows:

synthesis of Compound 4-2: tris (dibenzylideneacetone) dipalladium (1 mol%, 110mg, 0.12mmol), tri-tert-butylphosphine (97mg, 0.48mmol) and anhydrous toluene (90mL) were added in this order to a three-necked flask under a nitrogen atmosphere, and stirred at room temperature for 30 minutes. Then, the compound 4-1(4.58g, 12mmol), o-dibromobenzene (3.11g, 13.2mmol) and sodium tert-butoxide (2.88g, 30mmol) are added in sequence, reflux stirring is carried out for 16 hours under the nitrogen atmosphere, after cooling, the reaction liquid is poured into 150mL of distilled water to quench the reaction and extract, the organic phase is dried by anhydrous sodium sulfate, the solvent is removed by filtration and vacuum evaporation, and the crude product is recrystallized by silica gel column chromatography and mixed solvent of ethanol and n-hexane in sequence to obtain 4.8g of white solid with the yield of 75%.

Synthesis of Compound 4: compound 4-2(4.60g, 8.57mmol), 3-3(3.33g, 8.57mmol), potassium carbonate (138mg, 1mmol) and 60mL of dry toluene were added sequentially to a three-necked flask under nitrogen. The temperature was raised to 70 ℃, tetrakis (triphenylphosphine) palladium (93mg, 0.08mmol) and degassed deionized water (30 mL) were added, the mixture was stirred thoroughly and refluxed for 18 hours, the reaction solution was filtered through celite while hot, the filtrate was spin-dried on a rotary evaporator to give a crude gray solid, which was recrystallized with a mixed solvent of acetone, toluene and tetrahydrofuran to give a solid which was then sublimed to give a pale yellow solid 3.0g, with a yield of 49%. .

Synthesis example 5

In the synthesis example, triarylamine compound 5 is synthesized, and the technical route is as follows:

synthesis of Compound 5-2: tris (dibenzylideneacetone) dipalladium (1 mol%, 110mg, 0.12mmol), tri-tert-butylphosphine (97mg, 0.48mmol) and anhydrous toluene (90mL) were added in this order to a three-necked flask under a nitrogen atmosphere, and stirred at room temperature for 30 minutes. Then, the compound 4-1(4.03g, 12mmol), o-dibromobenzene (3.11g, 13.2mmol) and sodium tert-butoxide (2.88g, 30mmol) are added in sequence, the mixture is refluxed and stirred for 20 hours under the nitrogen atmosphere, after cooling, the reaction liquid is poured into 150mL of distilled water to quench the reaction and extract, the organic phase is dried by anhydrous sodium sulfate, the solvent is removed by filtration and vacuum evaporation, and the crude product is recrystallized by silica gel column chromatography and mixed solvent of ethanol and n-hexane in sequence to obtain 4.0g of white solid with the yield of 68%.

Synthesis of Compound 5: under nitrogen atmosphere, compound 5-2(3.90g, 7.95mmol), 3-3(2.91g, 7.95mmol), potassium carbonate (138mg, 1mmol) and 60mL of anhydrous toluene were added sequentially to a three-necked flask, the temperature was raised to 70 ℃, tetrakis (triphenylphosphine) palladium (93mg, 0.08mmol) and 30mL of degassed deionized water were added, the mixture was stirred well and refluxed for 19 hours, the reaction solution was filtered through celite while hot, the filtrate was spin-dried on a rotary evaporator to give a crude gray solid, which was recrystallized from a mixed solvent of acetone, toluene and tetrahydrofuran to give a solid which was then sublimed to give 2.5g of a pale yellow solid, at a yield of 46%.

The invention also provides application of the triarylamine compound in an organic electroluminescent display device, and particularly provides the triarylamine compound as a material of a hole transport layer in the organic electroluminescent display device. The organic electroluminescent display device prepared by the following device example, including a first electrode, a second electrode, and one or more organic material layers disposed between the first electrode and the second electrode, which may be of a bottom emission type, a top emission type, or a dual emission type, may have a single-layer structure, or may have a multi-layer structure in which two or more organic material layers are laminated, such as a structure including a hole injection layer, a hole transport layer, a light emitting layer, an electron transport layer, an electron injection layer, etc. as the organic material layers, may be prepared using common methods and materials for preparing organic electroluminescent display devices. The triarylamine compound of the present invention can be used in various light colors such as red light, green light, and blue light, and can also be used in the bottom light emitting device and top light emitting device structures shown in fig. 1 and 2. Device examples 1 to 5 monochrome bottom emission devices were prepared using the triarylamine compounds 1, 2, 3, 4, and 5 described above as hole transport layer materials, respectively.

Device example 1

The organic electroluminescent display device with the red light bottom light emitting is manufactured according to the structure shown in figure 1, and the manufacturing process comprises the following steps: forming a transparent anode ITO film layer with a thickness of 150nm on a substrate 101 made of glass material to obtain a first electrode 102 as an anode, and then evaporatingAnd compoundsThe mixed material of (2) as the hole injection layer 103 was mixed at a ratio of 3:97 (mass ratio), and then a compound having a thickness of 100nm was vapor-depositedObtaining a first hole transport layer 104, then evaporating a compound 1 having a thickness of 100nm to obtain a second hole transport layer 105, and evaporating at an evaporation rate of 97:3And40nm, making red light emitting unit 106, and evaporating to form a layer with a thickness of 10nmAn electron-blocking layer 107 is formed,andan electron transport layer 108 having a thickness of 30nm was formed at a mixing ratio of 4:6 (mass ratio), and then magnesium silver having a thickness of 100nm (mass ratio of 1: 9) was formed as a second electrode 109.

Device examples 2 to 5 each employ the triarylamine compound 2, 3, 4 and 5 described above instead of the triarylamine compound 1 in the device example 1 as the hole transport layer 105 to fabricate an organic electroluminescent display device emitting bottom light in red, and comparative examples 1 to 4 each employ the compound Organic electroluminescent display device emitting red light at bottom instead of using compound 1 as hole transport layer 105 in device example 1The obtained organic electroluminescent display device was subjected to a luminous efficiency performance test, as shown in table 1.

TABLE 1

As can be seen from table 1, when the triarylamine compound of the present invention is used as a material for the hole transport layer 105 of a red organic electroluminescent display device, the obtained device has high luminous efficiency, low driving voltage and long service life. Note that, although the top emission structure shown in fig. 2 is different from the above-described device structure, some device structures are effective in hole-dependent transport, and the above-described compound of the present invention can be used in the hole transport layer 104, and the same effect is also significant.

In addition, the invention also provides a display device comprising any one of the organic electroluminescent display devices.