Amino compound and organic electroluminescent device

CN117720422BActive Publication Date: 2026-08-11NANJING TOPTO MATERIALS CO LTD
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Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2023-09-11
Publication Date
2026-08-11

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Abstract

This invention discloses an amine compound and an organic electroluminescent device, relating to the field of organic electroluminescence technology. The compound's structural formula is shown in Formula 1. The organic electroluminescent material of this invention introduces a specific amount of deuterium at specific positions in conventional organic materials of this type. The introduction of deuterium improves the chemical and thermal stability of this type of material, thereby significantly improving the stability of the device. Simultaneously, the introduction of deuteration allows this type of compound to better integrate with doped materials, further improving the device's lifetime and luminous efficiency.
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Description

Technical Field

[0001] This invention relates to the field of organic electroluminescence technology, specifically to an amine compound and an organic electroluminescence device. Background Technology

[0002] OLEDs are current-driven organic light-emitting devices that emit light through the injection and recombination of charge carriers. The luminous intensity is directly proportional to the injected current. Under the influence of an electric field, holes generated at the anode and electrons at the cathode move and are injected into the hole transport layer and electron transport layer, respectively, migrating to the emissive layer. When these two electrons meet in the emissive layer, they generate excitons, which excite the light-emitting molecules to ultimately produce visible light.

[0003] In organic light-emitting devices (OLEDs), the biggest challenges are lifetime and efficiency, and these issues must be addressed as display areas increase. Efficiency, lifetime, and driving voltage are interrelated; as efficiency improves, the driving voltage relatively decreases, leading to an increase in lifetime. However, efficiency cannot be maximized simply by improving the organic material layers. This is because long lifetime and high efficiency can be achieved simultaneously when the energy levels and T1 values ​​between each organic layer are optimally combined with the inherent properties of the material (mobility, interface properties, etc.).

[0004] In addition, in order to solve the light emission problem of the hole transport layer in recent organic electroluminescent devices, a light emission auxiliary layer must exist between the hole transport layer and the light emission layer. Depending on each light emission layer (R, G, B), it is time to develop different light emission auxiliary layers.

[0005] In terms of the actual needs of the current organic electroluminescent industry, the development of organic electroluminescent materials is far from sufficient and lags far behind the requirements of panel manufacturers. Therefore, developing organic electroluminescent materials that provide more options is the top priority for domestic panel manufacturers. Summary of the Invention

[0006] The purpose of this invention is to address the above-mentioned technical problems by providing an amine compound and an organic electroluminescent device.

[0007] The objective of this invention can be achieved through the following measures:

[0008] An amino compound with the structure shown in Formula 1:

[0009]

[0010] in,

[0011] Ar1 and Ar2 are substituted or unsubstituted groups of the following: C6-C30 aryl or C5-C30 heteroaryl, wherein the substituent is selected from one or more of deuterium, cyano, C1-C10 alkyl, C1-C10 deuterated alkyl, C6-C30 aryl, C6-C30 deuterated aryl, and C3-C30 heteroaryl;

[0012] Y1 and Y2 are each independently a single bond or a substituted or unsubstituted C6 to C20 aryl group;

[0013] A1-A 10 They are independently hydrogen, deuterium, C6-C20 aryl or C6-C20 deuterated aryl, and A1-A5 and A6-A5 are respectively. 10 At least one of them is deuterium;

[0014] R1-R2 are each independently selected from hydrogen, deuterium, or deuterated or undeuterated groups of one or more of the following: C1-C10 alkyl, C3-C10 cycloalkyl, C6-C30 aromatic or C5-C30 heteroaryl groups.

[0015] n is a positive integer between 0 and 3;

[0016] m is a positive integer between 0 and 4.

[0017] More preferably, the structural formula of the compound of the present invention is shown in Formula 2 below:

[0018]

[0019] In a preferred embodiment, Ar1 and Ar2 are substituted or unsubstituted groups of the following: C6-C18 aryl or C5-C24 heteroaryl, wherein the substituent is selected from one or more of deuterium, C1-C6 alkyl, C1-C6 deuterated alkyl, C6-C18 aryl, C6-C18 deuterated aryl, and C3-C24 heteroaryl.

[0020] Preferably, Ar1 and Ar2 are substituted or unsubstituted groups of the following: phenyl, biphenyl, carbazolyl, anthracenel, naphthyl, N-phenylcarbazolyl, dibenzofuranyl, dibenzothiophenelyl, fluorenyl, phenanthrene, benzophenanthrenefuranyl; the substituent is selected from one or more of deuterium, cyano, C1-C4 alkyl, C1-C4 deuterated alkyl, C6-C20 aryl, C6-C20 deuterated aryl, and C3-C20 heteroaryl.

[0021] More preferably, Ar1 and Ar2 are substituted or unsubstituted groups of the following: phenyl, biphenyl, carbazolyl, anthraquinone, dibenzofuranyl, dibenzothiophene, fluorenyl, phenanthrene, benzophenanthrenefuranyl; the substituent is selected from one or more of deuterium, C6-C12 aryl, C6-C12 deuterated aryl, and C3-C20 heteroaryl.

[0022] More preferably, Ar1 and Ar2 are substituted or unsubstituted groups of the following: phenyl, biphenyl, carbazolyl, dibenzofuranyl, dibenzothiophene, fluorenyl, phenanthrene, benzophenanthrenefuranyl; wherein the substituent is selected from one or more of deuterium, phenyl, and deuterated phenyl.

[0023] In a preferred embodiment, Y1 and Y2 are each independently a single bond or a substituted or unsubstituted C6-C12 aryl group.

[0024] Preferably, Y1 and Y2 are each independently a single bond or a substituted or unsubstituted phenyl, naphthyl, or biphenyl.

[0025] In a preferred embodiment, A1-A 10 They are independently hydrogen, deuterium, C6-C12 aryl or C6-C12 deuterated aryl, respectively.

[0026] Preferably, A1-A 10 They are independently hydrogen, deuterium, C6-C12 aryl or C6-C12 deuterated aryl, and A1-A5 and A6-A 10 At least one of them is deuterium.

[0027] More preferably, A1-A 10 They are independently hydrogen, deuterium, and C6-C12 aryl groups, respectively, and A1-A5 and A6-A 10 At least one of them is deuterium.

[0028] More preferably, A1-A 10 Each is independently hydrogen or deuterium, and A1-A5 and A6-A 10 At least one of them is deuterium.

[0029] In this invention, "A1-A5 and A6-A" 10 "At least one of A1-A5 is deuterium" means "at least one of A1-A5 is deuterium and A6-A5 is deuterium". 10 At least one of them is deuterium.

[0030] In a preferred embodiment, the compound of the present invention may be any one of the following compounds:

[0031]

[0032]

[0033]

[0034]

[0035]

[0036]

[0037]

[0038]

[0039]

[0040]

[0041]

[0042]

[0043]

[0044]

[0045]

[0046]

[0047]

[0048]

[0049]

[0050]

[0051]

[0052]

[0053]

[0054]

[0055]

[0056]

[0057]

[0058]

[0059]

[0060]

[0061]

[0062]

[0063]

[0064]

[0065]

[0066]

[0067]

[0068] The synthetic route for the compound of the present invention having the structure shown in Formula 1 is as follows:

[0069]

[0070] An organic electroluminescent device includes a first electrode, a second electrode, and an organic layer formed between the first electrode and the second electrode, wherein the organic layer contains the aforementioned organic electroluminescent compound.

[0071] Furthermore, the organic layer comprises a hole injection layer, a hole transport layer, an electron blocking layer, a light-emitting layer, a hole blocking layer, an electron transport layer, and an electron injection layer; at least one of the hole injection layer, hole transport layer, electron blocking layer, light-emitting layer, hole blocking layer, electron transport layer, and electron injection layer contains the aforementioned organic electroluminescent compound.

[0072] Furthermore, the electron blocking layer contains the aforementioned organic electroluminescent compound.

[0073] The room temperature described in this invention is 25±5℃.

[0074] The beneficial effects of this invention are:

[0075] The organic electroluminescent material of the present invention introduces a specific number of deuterium atoms at specific positions in conventional organic materials. Since the stability of CD bonds is greater than that of CH bonds, the chemical and thermal stability of such materials is significantly improved, thereby effectively improving the stability and lifespan of devices.

[0076] Secondly, the introduction of deuteration results in a more compact interface with fewer defects between the compound and the deuterated host material, improving the stability of the interface and thus effectively improving the luminous efficiency and lifetime of the device. Attached Figure Description

[0077] Figure 1 This is a schematic diagram of the structure of the organic electroluminescent device provided by the present invention;

[0078] The numbers in the diagram represent: 1-anode, 2-hole injection layer, 3-hole transport layer, 4-electron blocking layer, 5-light emitting layer, 6-hole blocking layer, 7-electron transport layer, 8-electron injection layer, and 9-cathode.

[0079] Figure 2 This is an HPLC chromatogram of compound 19 prepared in Example 1 of the present invention.

[0080] Figure 3 The DSC spectrum of compound 19 prepared in Example 1 of this invention is shown below. Figure 3 It can be seen that the Tm value of compound 19 is 184.00℃.

[0081] Figure 4 The TGA spectrum of compound 19 prepared in Example 1 of this invention is shown below. Figure 4 It can be seen that the thermogravimetric temperature Td is 458.62℃.

[0082] Figure 5 The image shows the NMR spectrum of compound 19 prepared in Example 1 of this invention. Detailed Implementation

[0083] Embodiments of various aspects are further illustrated and described below. It should be understood that the description herein is not intended to limit the claims to the specific aspects described. Rather, it is intended to cover substitutions, modifications, and equivalents that may be included within the spirit and scope of this disclosure as defined by the appended claims.

[0084] As used herein, in the terms “deuterated” and “undeuterated,” the term “deuterated” means that at least one hydrogen in the group is recoordinated with deuterium. The term “undeuterated” means that none of the hydrogens in the group are recoordinated with deuterium.

[0085] In this document, "aromatic group," "aryl," or "aromatic group" refers to a group containing one or more aromatic rings, including but not limited to benzene, naphthalene, phenanthrene, fluorene, acenaphthene, pyridine, pyrrole, furan, thiophene, etc. In C6-C30 aromatic groups, C6-C30 means that the group contains 6-30 carbon atoms. In C1-C10 alkyl-substituted C6-C20 aromatic groups, C1-C10 refers to the number of carbon atoms in the substituent, and C6-C20 refers to the number of carbon atoms in the unsubstituent aromatic group. Aromatic groups can be divided into monocyclic aryl and polycyclic aryl groups. Specific aromatic groups in this invention include, but are not limited to, phenyl, biphenyl, terphenyl, anthracene, naphthyl, phenanthrene, fluorenyl, dibenzofuranyl, dibenzothiophene, 9,9-spirodifluorenyl, 9,9-dimethylfluorenyl, or 9,9-diphenylfluorenyl, etc. Aromatic groups can be substituted or unsubstituted.

[0086] As used herein, "cycloalkyl" refers to a monocyclic or fused ring group consisting entirely of carbon atoms (a "fused" ring means that each ring in the system shares an adjacent pair of carbon atoms with other rings in the system), wherein one or more rings are saturated alicyclic rings, generally having 3-20 carbon atoms, preferably 3-12 carbon atoms, and more preferably 3-10 carbon atoms. Cycloalkyl groups can be classified into monocyclic alkyl groups having only one ring and fused alkyl groups having multiple rings. Examples of monocyclic alkyl groups include, but are not limited to, cyclopropane, cyclobutane, cyclopentane, cyclohexane, and cycloheptane. Cycloalkyl groups can be substituted or unsubstituted.

[0087] As used herein, "cycloalkenyl" refers to a monocyclic or fused ring group consisting entirely of carbon (a "fused" ring means that each ring in the system shares a pair of adjacent carbon atoms with other rings in the system), wherein one or more rings do not have a fully connected π-electron system and contain at least one alkenyl group, which generally has 3-20 carbon atoms, preferably 3-12 carbon atoms, more preferably 3-10 carbon atoms. Examples of cycloalkenyl groups include, but are not limited to, cyclopentene, cyclohexene, cyclohexadiene, and cycloheptanetriene. The cycloalkenyl group can be substituted or unsubstituted.

[0088] "Deuterated phenyl" refers to a group in which the hydrogen atom attached to the C ring atom on the benzene ring is replaced by deuterium. It can be monosubstituted or polysubstituted, such as monodeuterated phenyl, pentadeuterated phenyl, etc.

[0089] In this article, "n is an integer between 0 and 3" means that n can be 0, 1, 2, or 3 on its own.

[0090] In this article, "m is an integer from 0 to 4" means that m can be 0, 1, 2, 3, or 4 on its own.

[0091] In this article, "A1-A5 and A6-A" 10"At least one of them is deuterium" means that at least one of A1, A2, A3, A4, and A5 is deuterium while the others are hydrogen, or all of them are deuterium; at the same time, A6, A7, A8, A9, and A 10 At least one of them is deuterium and the others are hydrogen, or all of them are deuterium.

[0092] In this article, "heteroaryl" refers to a heteroaryl group obtained by substituting one or more carbon atoms (C) in the structure of an "aryl" group with one or more heteroatoms (such as N, O, or S). A "heteroaryl" is a structural unit consisting of at least one aromatic ring and at least one heteroatom (usually nitrogen, oxygen, sulfur, or silicon), which can exist alone or in combination with other heteroaryl structures or organic groups. The aromatic ring in a heteroaryl structure is typically a benzene ring, thiophene ring, pyrrole ring, etc., while the non-aromatic ring group includes elements such as oxygen, nitrogen, and sulfur. All or part of a heteroaryl group has a fully conjugated π-electron system. The number of carbon ring atoms in a heteroaryl group can be expressed in C6-20 or similar ways. For example, a C3-C30 heteroaryl group means that the number of carbon ring atoms in the heteroaryl group can be 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, etc., up to 30. Based on the number of carbon ring atoms, heteroaryl groups can be C3-C30, C3-C16, C3-C12, C3-10, C3-C9, C3-C8, C3-C7, C8-C16, etc. Non-limiting examples of heteroaryl groups include, but are not limited to, furanyl, imidazolyl, pyridyl, pteridinyl, dibenzofuranyl, dibenzothiophenyl, benzimidazolyl, quinolinyl, isoquinolinyl, etc.

[0093] Unless otherwise specified in the examples, the procedures should be performed under standard conditions or conditions recommended by the manufacturer. Reagents or instruments whose manufacturers are not specified are all commercially available products.

[0094] Example 1:

[0095] The synthesis method of compound 19 is as follows:

[0096]

[0097]

[0098] In a 2L three-necked flask, 1-a (120.4g, 0.48mol, 1eq), deuterated phenylboronic acid 1-b (135.8g, 1.07mol, 2.2eq), potassium carbonate (134.4g, 0.972mol, 2eq), and toluene / ethanol / water (1000ml + 500ml + 300ml) were added. Under N2 protection, tetraphenylphosphine palladium (11.2g, 9.72mmol, 0.02eq) was added. After the addition was complete, the mixture was heated to reflux. HPLC monitoring showed that 1-a and the intermediate state had essentially disappeared. The reaction was stopped, 300ml of water was added, and the mixture was stirred and separated. The aqueous phase was then extracted with DCM (500ml), filtered through silica gel, and the filtrate was concentrated under reduced pressure to obtain a brown oily substance, which was used directly in the next reaction without purification.

[0099] In a 5L three-necked flask, 1-c (122.6g, 0.48mol, 1eq), sodium nitrite (169.8g, 2.43mol, 5eq), diiodomethane (263.8g, 0.972mol, 2eq), and DCM / water (2L+2L) were added. The mixture was stirred and cooled to below 0℃. Acetic acid (591g, 9.72mol, 20eq) was added dropwise rapidly. After the addition was complete, the mixture was moved to room temperature and stirred overnight. The reaction was stopped, and the mixture was separated by stirring. The organic phase was washed with 1L of water and dried over anhydrous sodium sulfate. The organic phase was concentrated to dryness under reduced pressure and loaded onto a column using a wet method. The column was packed with 1kg of 200-300 mesh silica gel, washed with pure PE, and the product spot was collected. The product spot was concentrated to dryness under reduced pressure, and 100ml of PE was added. The mixture was cooled and stirred to crystallize for 2 hours. The product was filtered, and the filter cake was dried at 85℃ by forced air drying to obtain 84.88g of pale yellow solid 1-d. The two-step yield was 47.7%.

[0100] In a 3L three-necked flask, 1-d (85.0 g, 0.232 mol, 1 eq), 1-e (38.8 g, 0.248 mol, 1.07 eq), potassium carbonate (64 g, 0.464 mol, 2 eq), and toluene / ethanol / water (800 mL + 400 mL + 240 mL) were added. Under N2 protection, tetraphenylphosphine palladium (5.36 g, 4.64 mmol, 0.02 eq) was added. After the addition was complete, the mixture was heated to reflux, and HPLC monitoring showed that 1-d ≤ 0.5%. The reaction was stopped, and 300 mL of water and 1500 mL of ethanol were added. The mixture was cooled and stirred to induce crystallization for 2–4 h. The crystals were filtered, and the filter cake was washed with water and ethanol. The filter cake was dried at 85 °C with forced air to obtain 73.65 g of gray solid 1-f, with a yield of 90.5%.

[0101] In a 3L three-necked flask, 1-f (73.7 g, 0.21 mol, 1 eq), 1-g (72.5 g, 0.21 mol, 1 eq), sodium tert-butoxide (24.2 g, 0.252 mol, 1.2 eq), XPhos (4 g, 8.4 mmol, 0.04 eq), and toluene (700 mL) were added. Under N2 protection, palladium acetate (0.94 g, 4.2 mmol, 0.02 eq) was added. After the addition was complete, the mixture was heated to 100 °C and stirred. The 1-f concentration was monitored by HPLC to be ≤0.5%. Stop the reaction, add 200 ml of water and 2000 ml of ethanol, cool and stir to crystallize for 3 hours, filter, add 700 ml of toluene to the filter cake and heat under reflux to dissolve, while hot, pass through silica gel and activated carbon, add 700 ml of ethanol to the filtrate, stir and beat at 70°C for 1-2 hours to form a dispersed solid, cool to crystallize for 1 hour, filter, add toluene (250 ml * 3) to the filter cake for recrystallization 3 times (the last recrystallization is followed by hot filtration), dissolve, cool to room temperature and stir to crystallize for 2-3 hours, filter, and dry the filter cake at 85°C with forced air to obtain 72.75 g of white solid, HPLC purity 99.9775%, yield 52.5%.

[0102] The following product compounds were obtained in a similar manner:

[0103] Table 1

[0104]

[0105]

[0106]

[0107]

[0108]

[0109]

[0110]

[0111] The results of the synthesis and identification of the compounds prepared in Table 1 above are shown in Table 2 below:

[0112] Table 2

[0113]

[0114] Material property testing:

[0115] The thermogravimetric temperature Td and melting point Tm of compounds 11, 19, 63, 269, 298, 378, 380, 383, 387, 388, 389, 390, 393, 395, 399, 403, 404, 413, 415, 417, 420, 425, 427, 431, 434, 437, 443, and 444 of this invention were tested, and the test results are shown in Table 3 below.

[0116] Note: The thermogravimetric temperature Td is the temperature at which the mass loss is 5% in a nitrogen atmosphere, measured on a TGAN-1000 thermogravimetric analyzer at a nitrogen flow rate of 10 mL / min. The melting point Tm is determined by differential scanning calorimetry (DSC, Shinco DSC N-650) at a heating rate of 10 °C / min.

[0117] Table 3:

[0118] Example 01 11 463.21 190.33 Example 15 399 463.91 187.57 Example 02 19 458.62 184.00 Example 16 403 459.31 189.36 Example 03 63 452.38 165.12 Example 17 404 483.32 193.24 Example 04 269 436.54 159.43 Example 18 413 483.66 197.85 Example 05 298 467.8 191.57 Example 19 415 426.82 169.73 Example 06 379 463.18 189.31 Example 20 417 438.57 172.31 Example 07 380 450.96 179.56 Example 21 420 461.35 189.37 Example 08 383 460.33 191.30 Example 22 425 448.54 177.59 Example 09 387 426.48 158.79 Example 23 427 463.87 186.39 Example 10 388 449.36 179.36 Example 24 431 456.31 176.85 Example 11 389 455.64 180.55 Example 25 434 466.94 189.23 Example 12 390 449.35 176.49 Example 26 437 471.51 191.51 Example 13 393 486.15 193.45 Example 27 443 473.65 192.14 Example 14 395 481.25 192.35 Example 28 444 451.62 176.82

[0119] The data above show that the compounds synthesized in this invention have excellent thermal stability, indicating that compounds conforming to the general structural formula of this invention all have excellent thermal stability and can meet the requirements for use in organic electroluminescent materials.

[0120] Device performance testing:

[0121] Application Example 1:

[0122] ITO was used as the anode substrate material for the reflective layer, and its surface was treated sequentially with water, acetone, and N2 ions.

[0123] A 10 nm thick HT-1 layer containing 3 wt% NDP-9 is deposited on top of the ITO anode substrate to form a hole injection layer (HIL).

[0124] A hole transport layer (HTL) is formed by depositing 100 nm of HT-1 above the hole injection layer (HIL);

[0125] The organic electroluminescent compound 19 prepared in Example 1 of the present invention was vacuum evaporated over the hole transport layer (HTL) to form an electron blocking layer (EBL) with a thickness of 10 nm.

[0126] BH-1 was used as the main blue light material and BD-1 was used as the blue light dopant (the amount of BD-1 was 3% of the weight of ADN). They were evaporated at different rates on the hole transport layer (HTL) to form a light-emitting layer with a thickness of 20 nm.

[0127] HB-1 was deposited onto the light-emitting layer to obtain a hole blocking layer (HBL) with a thickness of 20 nm;

[0128] ET-1 was deposited as an electron transport layer material (ET) onto a hole blocking layer (HBL) to obtain an electron transport layer (ETL) with a thickness of 30 nm. An electron injection layer (EIL) with a thickness of 2 nm was deposited on top of the electron transport layer (ETL).

[0129] Subsequently, magnesium (Mg) and silver (Ag) were mixed in a 9:1 ratio and vapor-deposited to obtain a cathode with a thickness of 15 nm. A 50 nm thick DNTPD was then deposited on the cathode sealing layer. In addition, the cathode surface was sealed with a UV-curable adhesive and a sealing cap containing a desiccant to protect the organic electroluminescent device from the influence of atmospheric oxygen or moisture. Thus, an organic electroluminescent device was prepared.

[0130]

[0131]

[0132] Application Example 2-28

[0133] Compounds 11, 63, 269, 298, 379, 380, 383, 387, 388, 389, 390, 393, 395, 399, 403, 404, 413, 415, 417, 420, 425, 427, 431, 434, 437, 443, and 444 from Examples 2-17 of this invention were used as electron blocking layer materials, with the other parts being the same as in Application Example 1. Based on this, organic electroluminescent devices of Application Examples 2-17 were fabricated.

[0134] Compare with Examples 1-3:

[0135] The difference from Application Example 1 is that compounds d1-1 and d1-2 in WO2021200876A1 and compound d2 in WO2023095844A1 are used instead of compound 19 in this application as electron blocking layer materials, respectively. Otherwise, they are the same as Application Example 1.

[0136] The organic electroluminescent device manufactured in the above application example and the organic electroluminescent device manufactured in the comparative example have the characteristic of operating at a current density of 10 mA / cm². 2 The results were measured under the specified conditions and are shown in Table 4.

[0137] Table 4:

[0138]

[0139]

[0140] As shown in Table 4 above, applying the organic electroluminescent compound of the present invention to organic electroluminescent devices as an electron blocking layer (EBL) can significantly improve the luminous efficiency of organic electroluminescent devices, and reduce the start-up voltage and power consumption.

[0141] The organic electroluminescent devices prepared in Comparative Examples 1-3 and Application Examples 1-17 were subjected to luminescence lifetime tests to obtain the luminescence lifetime T97% data (the time for the luminous brightness to decrease to 97% of the initial brightness). The testing equipment was a TEO luminescent device lifetime testing system. The results are shown in Table 5.

[0142] Table 5:

[0143]

[0144]

[0145] As shown in Table 5 above, when the organic electroluminescent compound of the present invention is used as an electron blocking layer (EBL) in organic electroluminescent devices, the lifespan of the prepared organic electroluminescent devices is greatly improved, so it has a very broad application prospect.

Claims

1. An amino compound, characterized in that, The compound is one of the following compounds: 。 2. An organic electroluminescent device containing the compound of claim 1, characterized in that, The organic electroluminescent device includes a first electrode, a second electrode, and an organic layer formed between the first electrode and the second electrode, the organic layer containing an amine compound as described in claim 1.

3. The organic electroluminescent device according to claim 2, characterized in that, The organic layer comprises a hole injection layer, a hole transport layer, an electron blocking layer, a light-emitting layer, a hole blocking layer, an electron transport layer, and an electron injection layer; at least one of the hole injection layer, hole transport layer, electron blocking layer, light-emitting layer, hole blocking layer, electron transport layer, and electron injection layer contains an amino compound as described in claim 1.

4. The organic electroluminescent device according to claim 3, characterized in that, The electron blocking layer contains the amine compound as described in claim 1.

5. The organic electroluminescent device according to claim 2, characterized in that, The amine compound is used in the organic electroluminescent device, which is used in electronic display devices or OLED lighting devices.

Citation Information

Patent Citations

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