Aromatic phosphine compounds containing pyrroloimidazole, methods of making and using the same

Abstract

The application provides a traditional fluorescent aromatic phosphorus material with a pyrene imidazole structure. The material can ensure effective energy transmission, realizes simultaneous transmission of hole and electron carriers, is beneficial to design of a device and improvement of performance, can be used for preparing an ultra-low voltage driven high-efficiency traditional blue-violet light emitting device, has good thermodynamic stability, and significantly improves luminous efficiency and brightness of an organic electroluminescent material.

Description

Technical Field

[0001] This invention belongs to the field of electroluminescent materials technology, specifically relating to a pyrene-imidazole-containing aromatic phosphine compound, which is a traditional fluorescent aromatic phosphine material. Background Technology

[0002] As one of the application directions in the field of optoelectronic technology, display technology, as an information terminal, has developed rapidly and is constantly being updated and iterated. It has achieved leapfrog development from traditional cathode ray tube displays to plasma flat panel displays and liquid crystal displays.

[0003] Currently, organic electroluminescence and its application in display devices have attracted significant attention and are beginning to enter the industrialization stage. The working principle of organic electroluminescent devices is similar to that of traditional inorganic light-emitting diodes (OLEDs), hence they are also called organic light-emitting diodes (OLEDs). Organic compounds can be used to obtain a wide variety of light-emitting materials through molecular design. OLED displays feature self-illumination, fast response speed, wide viewing angle, ultra-thinness, flexibility, and energy efficiency, leading to a substantial increase in their market share. Nevertheless, OLED technology still faces numerous challenges, including low yield, high cost, short lifespan, and room for improvement in environmental friendliness, necessitating further development of new OLED materials.

[0004] Currently, commercially available red and green light-emitting devices all use phosphorescent materials. Organometallic phosphors containing noble metals possess emission triplet states due to effective spin-orbit coupling, enabling higher external quantum efficiency (EQE). Existing high-efficiency blue-violet organic light-emitting diodes (OLEDs) mostly use expensive and non-renewable noble metals, hindering widespread adoption and being environmentally unfriendly. Therefore, developing traditional fluorescent materials offers a better market prospect for blue-violet electroluminescent devices. These materials avoid the mutual interference between triplet excitons, resulting in relatively low efficiency roll-off, making them more suitable for fabricating commercial organic electroluminescent devices. Summary of the Invention

[0005] To address the aforementioned problems, this invention designs and prepares an aromatic phosphine compound containing pyrene-imidazole and phenylphosphine groups, which can achieve blue-violet photoluminescence. This improves the electron-hole transport capability of the luminescent guest material, enabling electroluminescent devices prepared using it as a luminescent layer guest material to exhibit low turn-on voltage and high external quantum efficiency, thus completing this invention.

[0006] A first aspect of this invention aims to provide an aromatic phosphine compound containing pyrene-imidazole, said compound having the following general formula:

[0007]

[0008] Wherein, X is diphenylphosphine or 4-(diphenylphosphine)phenyl.

[0009] The second aspect of this invention aims to provide a method for preparing the pyrene-imidazole-containing aromatic phosphine compound, wherein the pyrene-imidazole compound is reacted with diphenyl phosphorus halide or triphenyl phosphorus halide in the presence of a catalyst in a solvent environment to obtain the compound.

[0010] A third aspect of the present invention aims to provide an electroluminescent blue-violet light device prepared using the pyrene-imidazole-containing aromatic phosphine compound.

[0011] The fourth aspect of this invention aims to provide a method for preparing an electroluminescent blue-violet light device using the pyrene-imidazole-containing aromatic phosphine compound.

[0012] The present invention has the following beneficial effects:

[0013] (1) The pyrene-imidazole-containing aromatic phosphine compound provided in this invention has a pyrene-imidazole structure and is a traditional fluorescent aromatic phosphine material. The molecular design is reasonable, the synthesis method is easy to carry out, and the pyrene-imidazole-containing aromatic phosphine compound can be prepared in a controllable manner.

[0014] (2) The aromatic phosphine compound containing pyrene-imidazolium can ensure the effective transfer of energy and realize the simultaneous transfer of hole and electron carriers, which is beneficial to the design and performance improvement of the device.

[0015] (3) It can prepare high-efficiency traditional blue-violet light-emitting devices driven by ultra-low voltage, with good thermodynamic stability, which significantly improves the luminous efficiency and brightness of organic electroluminescent materials. Attached Figure Description

[0016] Figure 1 The ultraviolet absorption spectrum and fluorescence emission spectrum of compound (Ⅰ) in Example 1 of this invention are shown.

[0017] Figure 2 The ultraviolet absorption spectrum and fluorescence emission spectrum of compound (Ⅱ) in Example 2 of this invention are shown.

[0018] Figure 3 The brightness-external quantum efficiency curve of the electroluminescent blue-violet light device I in Embodiment 1 of the present invention is shown.

[0019] Figure 4 The brightness-external quantum efficiency curve of the electroluminescent blue-violet light device II in Embodiment 2 of the present invention is shown.

[0020] Figure 5 The electroluminescence spectrum of the electroluminescent blue-violet light device I in Embodiment 1 of the present invention is shown;

[0021] Figure 6 The electroluminescence spectrum of the electroluminescent blue-violet light device II in Embodiment 2 of the present invention is shown. Detailed Implementation

[0022] The present invention will now be described in detail through specific embodiments, and the features and advantages of the present invention will become clearer and more explicit with these descriptions.

[0023] This invention provides an aromatic phosphine compound containing pyrene-imidazole, the compound having the following general formula:

[0024]

[0025] Wherein, X is an aromatic phosphine group, preferably diphenylphosphine or 4-(diphenylphosphine)phenyl.

[0026] The aromatic phosphine compound containing pyrene-imidazole is:

[0027]

[0028] Compared to traditional fluorescent materials that can only emit light using singlet excitons, resulting in a maximum theoretical internal quantum efficiency of only 25% for the fabricated devices, electroluminescent devices fabricated using thermally activated delayed fluorescent materials can fully utilize singlet-triplet excitons for emission, thus achieving a theoretical maximum internal quantum efficiency of 100%, thereby significantly improving the efficiency of electroluminescence.

[0029] The present invention also provides a method for preparing the pyrene-imidazolium-containing aromatic phosphine compound, wherein the pyrene-imidazolium compound is reacted with diphenyl phosphorus halide or triphenyl phosphorus halide in the presence of a catalyst in a solvent environment to prepare the compound.

[0030] The pyrene-imidazole compounds are:

[0031]

[0032] The G is a halogenated group, selected from -Cl, -Br or -I, preferably -Br.

[0033] The pyrene-imidazolium compounds are prepared by adding 4,5-dihydropyrene-4,5-dione, p-halobenzaldehyde, and ammonium salt to a carboxylic acid solvent and stirring the reaction mixture.

[0034] The p-halobenzaldehyde is selected from one or more of p-bromobenzaldehyde, p-chlorobenzaldehyde, and p-fluorobenzaldehyde, preferably p-bromobenzaldehyde and / or p-chlorobenzaldehyde, and more preferably p-bromobenzaldehyde.

[0035] The molar ratio of 4,5-dihydropyrene-4,5-dione, p-halobenzaldehyde, and ammonium salt is 0.05:(0.06-0.12):(0.03-0.1), preferably 0.05:(0.06-0.09):(0.04-0.07), and more preferably 0.05:0.06:0.05.

[0036] The carboxylic acid solvent is selected from one or more monocarboxylic acid solvents, preferably one or more monocarboxylic acid solvents containing 2-5 carbon atoms, and more preferably acetic acid.

[0037] The reaction temperature is 110-125℃, preferably 110-115℃, and the reaction time is 16-32 hours, preferably 20-28 hours.

[0038] The diphenyl phosphorus halide is selected from one or more of diphenyl phosphorus chloride, diphenyl phosphorus bromide and diphenyl phosphorus iodide, preferably diphenyl phosphorus chloride and / or diphenyl phosphorus bromide, and more preferably diphenyl phosphorus chloride.

[0039] The triphenyl phosphorus halide is selected from one or more of triphenyl phosphorus chloride, triphenyl phosphorus bromide and triphenyl phosphorus iodide, preferably triphenyl phosphorus chloride and / or triphenyl phosphorus bromide, and more preferably triphenyl phosphorus chloride.

[0040] The molar ratio of the diphenylphosphine halide or triphenylphosphine halide to the pyrene-imidazole compound is 1:1 to 1:2.0, preferably 1:1 to 1:1.7, and more preferably 1:1 to 1:1.5.

[0041] The solvent is selected from one or more of amide solvents, such as N,N-dimethylformamide (DMF) and N,N-dimethylacetamide (DMA), furan solvents, such as tetrahydrofuran, and ketone solvents, such as 1,3-dimethyl-2-imidazolinone (DMI) or dimethyl sulfoxide (DMSO), preferably one or more of amide solvents, and more preferably DMF.

[0042] The molar volume ratio of the diphenylphosphorus halide or triphenylphosphorus halide to the solvent is 0.05 mmol:(12-34) mL, preferably 0.05 mmol:(15-28) mL, and more preferably 0.05 mmol:(18-22) mL.

[0043] The catalyst is selected from one or more palladium catalysts, preferably from palladium salts, such as palladium chloride or palladium acetate, palladium on carbon, palladium supported by inorganic oxides, such as Pd / Al2O3 or Pd / MgO, palladium complexes, such as Pd(AsPh3)4, Pd(n-Bu3P)4, Pd((MeO)3P)4, Pd(PPh3)4, and more preferably palladium complexes, such as tetrakis(triphenylphosphine)palladium (Pd(PPh3)4).

[0044] The molar ratio of the diphenyl phosphorus halide or triphenyl phosphorus halide to the catalyst is 0.05:(0.001-0.015), preferably 0.05:(0.001-0.01), and more preferably 0.05:(0.001-0.005).

[0045] Optionally, an acid-binding agent is also added to the reaction. The acid-binding agent is selected from strong bases, preferably from alkali metal hydroxides, and more preferably from sodium hydroxide and / or potassium hydroxide.

[0046] The molar ratio of diphenylphosphorus halide or triphenylphosphorus halide to the acid binder is 1:1 to 1:3, preferably 1:1 to 1:2, and more preferably 1:1 to 1:1.5.

[0047] The reaction temperature is 105-155℃, preferably 115-145℃, and more preferably 125-135℃; the reaction time is 12-36h, preferably 16-32h, and more preferably 20-28h. The reaction is carried out under a protective gas atmosphere, such as nitrogen or argon.

[0048] After the reaction was completed, the reaction solution was washed, dried, and purified. The organic layer was separated and washed with ammonium chloride solution. The organic phase was dried with a solid desiccant, and the solvent was removed by vacuum distillation to obtain a crude product, which was then purified by column chromatography to obtain the pyrene-imidazole-containing aromatic phosphine compound.

[0049] The present invention provides an electroluminescent blue-violet light device prepared using the pyrene-imidazole-containing aromatic phosphine compound.

[0050] The electroluminescent blue-violet light device includes a substrate layer, a conductive anode layer, a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, an electron injection layer, and a cathode conductive layer.

[0051] The luminescent layer contains the pyrene-imidazole-containing aromatic phosphine compound.

[0052] The present invention also provides a method for preparing an electroluminescent blue-violet light device using the pyrene-imidazole-containing aromatic phosphine compound, specifically comprising the following steps:

[0053] I. Preparation of the conductive anode layer;

[0054] The conductive anode layer is prepared on a substrate. The conductive anode layer is selected from tin oxide conductive glass (ITO), transparent conductive polymers such as polyaniline, and semi-transparent metals such as Au, preferably ITO or semi-transparent metals, more preferably ITO. Preferably, the conductive anode layer is deposited using a vacuum evaporation method.

[0055] Preferably, the vacuum degree of vacuum evaporation is 1×10⁻⁶. -6mbar, the evaporation rate is set to 0.1-0.3 nm / s, the material to be evaporated on the glass or plastic substrate is indium tin oxide, and the thickness of the anodic conductive layer is 1-100 nm, preferably 8-20 nm, more preferably 10-15 nm, such as 10 nm.

[0056] Preferably, the following layers are prepared by vacuum evaporation: hole injection layer, hole transport layer, light-emitting layer, electron transport layer, electron injection layer, and cathode conductive layer.

[0057] II. Preparation of the hole injection layer;

[0058] The hole injection layer is deposited on the anolyte conductive layer by vapor deposition, and the deposition thickness is 2-20 nm, preferably 5-15 nm, more preferably 8-12 nm, such as 10 nm.

[0059] The hole injection layer material is selected from molybdenum oxide (MoOx) or poly(3,4-ethylenedioxythiophene):polystyrene sulfonate (PEDOT:PSS), preferably molybdenum oxide, and more preferably molybdenum oxide.

[0060] III. Preparation of the hole transport layer;

[0061] The hole transport layer is deposited on the hole injection layer by vapor deposition, and the deposition thickness is 15-70nm, preferably 25-55nm, more preferably 35-40nm, such as 40nm.

[0062] The hole transport layer material is selected from aromatic amine derivatives, such as 9,9'-(1,3-phenyl)bis-9H-carbazole (mCP).

[0063] IV. Preparation of the light-emitting layer;

[0064] The light-emitting layer is deposited on the exciton blocking layer by vapor deposition, with a deposition thickness of 5-80 nm, preferably 25-65 nm, more preferably 45-55 nm, such as 50 nm.

[0065] The light-emitting layer material is a mixture of an aromatic phosphine compound containing pyrene-imidazolium and dibenzofuran-2,8-diacylbis(diphenylphosphine oxide) (DPFPO).

[0066] VI. Fabrication of the electron transport layer;

[0067] The electron transport layer is deposited on the hole blocking layer by vapor deposition, with a deposition thickness of 15-65nm, preferably 25-55nm, more preferably 35-45nm, such as 40nm.

[0068] The electron transport layer material is selected from tris(8-hydroxyquinoline)aluminum (Alq3), 1,3,5-tris(1-phenyl-1H-benzimidazol-2-yl)benzene (TPBi), 4,7-diphenyl-1,10-benzyl roline (Bphen), and dibenzofuran-2,8-diacylbis(diphenylphosphine oxide) (DPFPO), preferably DPFPO.

[0069] VII. Preparation of the electron injection layer;

[0070] The electron injection layer is deposited on the electron transport layer by vapor deposition, and the deposition thickness is 1-20nm, preferably 5-15nm, more preferably 8-12nm, such as 10nm.

[0071] The electron injection layer material is selected from lithium tetra(8-hydroxyquinoline)boron (LiBq4) or LiF, preferably LiF.

[0072] 8. Prepare the cathode conductive layer, encapsulate it, and obtain the thermally excited delayed fluorescence electroluminescent blue-violet light device.

[0073] The cathode conductive layer is deposited on the electron injection layer by vapor deposition, and the deposition thickness is 1-100nm, preferably 8-30nm, more preferably 10-15nm, such as 10nm.

[0074] The cathode conductive layer material is selected from single metal cathodes or alloy cathodes, such as calcium, magnesium, silver, aluminum, calcium alloys, magnesium alloys, silver alloys, or aluminum alloys.

[0075] Example

[0076] Example 1

[0077] 0.05 mmol of 4,5-dihydropyrene-4,5-dione, 0.06 mmol of p-bromobenzaldehyde, and 0.05 mmol of ammonium acetate were added to acetic acid (5 mmol), and the mixture was stirred at 110-115 °C under an argon atmosphere for 24 hours. After the reaction was completed, 100 mL of water was added to quench the reaction. The crude product obtained by filtration was further purified by column chromatography (stationary phase: silica, mobile phase: petroleum ether) to obtain intermediate I (2-(4-bromophenyl)-pyrene-imidazole), the structure of which is as follows.

[0078]

[0079] Intermediate I, 2-(4-bromophenyl)-pyreneimidazole (0.05 mmol), diphenylphosphine chloride (0.05 mmol), and tetrakis(triphenylphosphine)palladium (Pd(PPh3)4) (0.001 mmol) were added to 20 mL of DMF (N,N-dimethylformamide) and stirred at 125–135 °C under an argon atmosphere for 24 hours. After the reaction was completed, the mixture was quenched with water, the aqueous layer was separated, and extracted with dichloromethane. The combined organic layers were concentrated under vacuum. Compound (I) was purified by column chromatography using PE (petroleum ether) and DCM (dichloromethane) (volume ratio 10:1).

[0080] The obtained compound (Ⅰ) was subjected to mass spectrometry analysis, and its time-of-flight mass spectrometry data were: m / z (%): 686.20 (100) [M + ].

[0081] Elemental analysis was performed on the obtained compound (Ⅰ), and the test data are as follows: molecular formula C 47 H 32 P2N2, theoretical values: C, 82.20; H, 4.70; N, 4.08; P, 9.02.

[0082] The obtained compound (Ⅰ) was subjected to ultraviolet absorption and fluorescence emission spectra, and the test spectra are shown below. Figure 1 As shown.

[0083] Electroluminescent blue-violet light device I was prepared using a mixture of the obtained compound (Ⅰ) and DPFPO as the light-emitting layer material, as follows:

[0084] 1. Place the glass or plastic substrate, which has been cleaned with deionized water, into a vacuum evaporation apparatus for evaporation deposition. The vacuum level is 1×10⁻⁶. -6 mbar, evaporation rate set to 0.1 nm s -1 The vapor deposition material is indium tin oxide (ITO), resulting in an anodic conductive layer with a thickness of 10 nm.

[0085] 2. Hole injection layer material MoO3 is deposited on the anodic conductive layer to obtain a hole injection layer with a thickness of 10 nm.

[0086] 3. Hole transport layer material mCP is deposited on the hole injection layer to obtain a hole transport layer with a thickness of 40nm.

[0087] IV. Evaporation of light-emitting layer material on hole injection layer: The light-emitting layer material is a mixture of compound (Ⅰ) and DPFPO, wherein the mass fraction of DPFPO is 20%, and a light-emitting layer with a thickness of 50nm is obtained;

[0088] 5. Continue to deposit DPFPO on the light-emitting layer to obtain an electron transport layer with a thickness of 40nm;

[0089] VI. Deposit an electron injection layer of LiF material with a thickness of 10 nm on the electron transport layer;

[0090] VII. An aluminum cathode conductive layer with a thickness of 10 nm is deposited on the electron injection layer to obtain an electro-blue ultraviolet device I.

[0091] In this embodiment, the structure of the electroluminescent blue-violet light device is: ITO / MoO3(10nm) / mcp(40nm) / (Ⅰ):DPFPO(20%)50nm / (Ⅰ)(40nm) / LiF(10nm) / Al.

[0092] The test results showed that the turn-on voltage of the electroluminescent blue-violet light device I was 3.6V;

[0093] The brightness-external quantum efficiency curve of the electroluminescent blue-violet light device I was obtained by testing. Figure 3 The brightness is 20.6 cd / m². 2 At that time, the maximum external quantum efficiency was 3.81%.

[0094] The electroluminescence spectrum of electroluminescent device I was obtained by testing. Figure 5 The electroluminescence peak is 452nm, and the emission color is blue-violet light.

[0095] Example 2

[0096] 0.05 mmol of 4,5-dihydropyrene-4,5-dione, 0.06 mmol of p-bromobenzaldehyde, and 0.05 mmol of ammonium acetate were added to acetic acid (5 mmol), and the mixture was stirred at 110-115 °C under an argon atmosphere for 24 hours. After the reaction was completed, 100 mL of water was added to quench the reaction, and the crude product obtained by filtration was further purified by column chromatography (stationary phase: silica, mobile phase: petroleum ether) to obtain intermediate I (2-(4-bromophenyl)-pyrene-imidazole).

[0097]

[0098] Intermediate I (0.05 mmol), triphenylphosphine chloride ((C6H5)PCl) (0.05 mmol), and tetrakis(triphenylphosphine)palladium (Pd(PPh3)4) (0.001 mmol) were added to DMF (N,N-dimethylformamide) (20 mL) and stirred at 125–135 °C under argon atmosphere for 24 hours. After the reaction was completed, the mixture was quenched with water, the aqueous layer was separated, and extracted with dichloromethane. The combined organic layers were concentrated under vacuum. Compound (II) was purified by column chromatography using PE (petroleum ether) and DCM (dichloromethane) (volume ratio 10:1).

[0099] The obtained compound (II) was subjected to mass spectrometry analysis, and its time-of-flight mass spectrometry data were: m / z (%): 396.02 (100) [M + ].

[0100] Elemental analysis was performed on the obtained compound (II), and the test data are as follows: molecular formula C 23 H 13 BrN2, theoretical values: C, 69.54; H, 3.30; Br, 20.11; N, 7.05.

[0101] The obtained compound (II) was subjected to mass spectrometry analysis, and its time-of-flight mass spectrometry data were: m / z (%): 838.27 (100) [M + ];

[0102] Elemental analysis was performed on the obtained compound (II), and the test data are as follows: molecular formula C 59 H 40 N2P2, theoretical values: C, 84.01; H, 4.95; N, 3.44; P, 7.60.

[0103] The obtained compound (II) was subjected to ultraviolet absorption and fluorescence emission spectra, and the test spectra are shown below. Figure 2 As shown.

[0104] Following the preparation method of the electroluminescent blue-violet light device in Example 1, an electroluminescent blue-violet light device II was prepared using a mixture of compound (II) and DPFPO (wherein the mass fraction of DPFPO is 20%) as the light-emitting layer material.

[0105] The test results showed that the turn-on voltage of the electroluminescent blue-violet light device II was 3.5V;

[0106] The brightness-external quantum efficiency curve of the electroluminescent blue-violet light device II was obtained by testing. Figure 4 The brightness is 51.3 cd / m². 2 At that time, the maximum external quantum efficiency was 4.17%.

[0107] The electroluminescence spectrum of the electroluminescent blue-violet light device II was obtained by testing. Figure 6 The electroluminescence peak is 457 nm.

[0108] The present invention has been described in detail above with reference to specific embodiments and / or exemplary examples, as well as the accompanying drawings. However, these descriptions should not be construed as limiting the present invention. Those skilled in the art will understand that various equivalent substitutions, modifications, or improvements can be made to the technical solutions and embodiments of the present invention without departing from the spirit and scope of the invention, and all such modifications and improvements fall within the scope of the present invention. The scope of protection of the present invention is defined by the appended claims.

Claims

1. An aromatic phosphine compound containing pyrene-imidazole, said compound having the following general formula: in, X is diphenylphosphine.

2. A method for preparing an aromatic phosphine compound containing pyrene-imidazole according to claim 1, characterized in that, The product was prepared by reacting pyrene-imidazolium compounds with diphenyl phosphorus halide in a solvent environment in the presence of a catalyst. The solvent is selected from amide solvents, furan solvents, and ketone solvents. The catalyst is a palladium complex. The molar ratio of the diphenylphosphine halide to the pyrene-imidazole compound is 1:1 to 1:2.

0. The molar ratio of the diphenylphosphine halide to the catalyst is 0.05:(0.001-0.015). The pyrene-imidazole compounds are: The G is selected from -Cl, -Br, or -I. The pyrene-imidazole compounds are prepared by adding 4,5-dihydropyrene-4,5-dione, p-halobenzaldehyde, and ammonium salt to a carboxylic acid solvent and reacting the mixture with stirring. The carboxylic acid solvent is one or more monocarboxylic acid solvents containing 2-5 carbon atoms. The molar ratio of 4,5-dihydropyrene-4,5-dione, p-halobenzaldehyde, and ammonium salt is 0.05:(0.06-0.12):(0.03-0.1).

3. The method according to claim 2, characterized in that, The G is -Br. The molar ratio of 4,5-dihydropyrene-4,5-dione, p-halobenzaldehyde, and ammonium salt is 0.05:(0.06-0.09):(0.04-0.07).

4. The method according to claim 3, characterized in that, The molar ratio of 4,5-dihydropyrene-4,5-dione, p-halobenzaldehyde, and ammonium salt is 0.05:0.06:0.

05.

5. The method according to claim 2, characterized in that, The carboxylic acid solvent is acetic acid.

6. The method according to claim 2, characterized in that, The molar ratio of the diphenylphosphine halide to the pyrene-imidazole compound is 1:1 to 1:1.

7.

7. The method according to claim 6, characterized in that, The molar ratio of the diphenylphosphine halide to the pyrene-imidazole compound is 1:1 to 1:1.

5.

8. The method according to claim 2, characterized in that, The solvent is selected from one or more amide solvents.

9. The method according to claim 8, characterized in that, The solvent is DMF.

10. The method according to claim 2, characterized in that, The catalyst is tetrakis(triphenylphosphine)palladium (Pd(PPh3)4). The molar ratio of the diphenylphosphine halide to the catalyst is 0.05:(0.001-0.01).

11. The method according to claim 10, characterized in that, The molar ratio of the diphenylphosphine halide to the catalyst is 0.05:(0.001-0.005).

12. An electroluminescent blue-violet light device prepared using an aromatic phosphine compound containing pyrene-imidazole according to claim 1, characterized in that, The electroluminescent blue-violet light device includes a substrate layer, a conductive anode layer, a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, an electron injection layer, and a cathode conductive layer. The light-emitting layer comprises the pyrene-imidazole-containing aromatic phosphine compound as described in claim 1.

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