Organic compounds, organic optoelectronic devices, applications thereof, and display or illumination devices
By using organic compounds with specific structures as the light-emitting auxiliary layer material for OLED devices, the problem of insufficient existing materials has been solved, and high efficiency and long lifespan of the devices have been achieved.
Patent Information
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- ZHEJIANG HUAXIAN PHOTOELECTRICITY TECHNOLOGY CO LTD
- Filing Date
- 2023-03-03
- Publication Date
- 2026-07-21
AI Technical Summary
There are few light-emitting auxiliary layer materials in existing OLED devices, and the morphology of the vapor-deposited thin film affects the device lifespan and luminous efficiency.
Organic compounds with specific structures are used as light-emitting auxiliary layer materials to improve hole mobility and transport performance, and are then used to fabricate devices to improve luminous efficiency and lifetime.
It improves the luminous efficiency and lifespan of OLED devices and reduces the driving voltage.
Smart Images

Figure CN116283866B_ABST
Abstract
Description
Technical Field
[0001] This invention belongs to the field of organic optoelectronic materials technology, specifically relating to an organic compound, an organic optoelectronic device, its application, and a display or lighting device. Background Technology
[0002] Organic light-emitting diodes (OLEDs) are active-matrix display devices characterized by self-illumination, vibrant and bright colors, thinness, light weight, fast response speed, wide viewing angle, low driving voltage, tolerance to harsh natural conditions, and the ability to be made into flexible panels. Currently, small and medium-sized OLED displays have been widely used, and achieving optimal luminous efficiency under low operating voltage conditions is a common requirement in the OLED field.
[0003] Organic light-emitting diodes (OLEDs) typically have the following structure: an anode, a cathode, and an organic functional layer between them. To improve the efficiency and stability of OLED devices, the organic functional layer comprises multiple layers of different materials, such as a hole injection layer (HIL), a hole transport layer (HTL), a light-emitting auxiliary layer, an electron blocking layer, a light-emitting layer, a hole blocking layer, an electron transport layer (ETL), and an electron injection layer (EIL). The light-emitting auxiliary layer, positioned between the hole transport layer and the light-emitting layer, reduces the potential barrier between them, lowers the driving voltage of the OLED, and further increases hole utilization, thereby improving the device's luminous efficiency and lifetime, and reducing the driving voltage. However, there are few existing functional materials capable of forming the light-emitting auxiliary layer. In particular, the morphology of the light-emitting auxiliary layer material in the vapor-deposited device is an amorphous disordered thin film, and the morphology of the vapor-deposited film affects the deposition temperature and the lifetime and luminous efficiency of the OLED device. Therefore, developing a higher-performance light-emitting auxiliary layer material is particularly important. Summary of the Invention
[0004] In view of this, the object of the present invention is to provide an organic compound, an organic optoelectronic device, its application, and a display or lighting device. Applying the organic compound provided by the present invention to a light-emitting auxiliary layer can improve hole mobility, maximize hole transport and light emission effects, and when fabricated into a device, improve device lifespan while maintaining excellent luminous efficiency.
[0005] To achieve the objectives of this invention, the technical solution is as follows:
[0006] This invention provides an organic compound with the structure shown in Formula I or Formula II:
[0007]
[0008] L1 and L2 are each independently selected from single-bonded, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl;
[0009] X1 is selected from the group consisting of C(R6)(R7), N(R6)(R7), O, S and Si(R6)(R7);
[0010] R1, R2, R3 and R4 are each independently selected from hydrogen-based, substituted or unsubstituted C1-C10 alkyl or cycloalkyl and deuterated alkyl, cycloalkyl, substituted or unsubstituted C6-C30 aryl, wherein at least one of them is an alkyl or deuterated alkyl.
[0011] R5 is selected from hydrogen, phenyl, biphenyl, or naphthyl;
[0012] R6 and R7 are each independently selected from substituted or unsubstituted C1-C10 alkyl or cycloalkyl, or substituted or unsubstituted C6-C30 aryl;
[0013] Ar1 and Ar2 are each independently selected from hydrogen-based, substituted or unsubstituted C6-C30 aryl, or substituted or unsubstituted C3-C30 heteroaryl groups;
[0014] When the group contains substituents as described above, the substituents include hydrogen, deuterium, C1-C20 alkyl groups, and C6-C40 aryl groups.
[0015] Furthermore, R6 and R7 are selected from the same group, and the linking of R6 and R7 can form a sonic fluorene.
[0016] Furthermore, Ar1 and Ar2 are each independently selected from the following groups;
[0017]
[0018] Among them, R8, R9 and R 10 Each is independently selected from hydrogen-based, substituted or unsubstituted C1-C10 alkyl or cycloalkyl, substituted or unsubstituted C6-C30 aryl groups.
[0019] Furthermore, Ar1 and Ar2 are each independently selected from hydrogen-based, phenyl, naphthyl, biphenyl, fluorenyl, dibenzothiophene, dibenzofuranyl, carbazoyl, nitroxanthracene, thioxanthracene, or nitroxanthracene.
[0020] Furthermore, L1 and L2 are each independently selected from phenyl, methylphenyl, ethylphenyl or cyclohexylphenyl.
[0021] R1, R2, R3 and R4 are each independently selected from methyl, phenyl, cycloalkyl or ethyl; R5, R6, R7, R8 and R9 are each independently selected from phenyl, methyl, deuterated methyl or biphenyl.
[0022] More preferably, the organic compound is selected from any one of the following chemical structures:
[0023]
[0024]
[0025]
[0026]
[0027]
[0028]
[0029]
[0030]
[0031]
[0032]
[0033]
[0034]
[0035]
[0036]
[0037]
[0038]
[0039]
[0040]
[0041] Furthermore, the present invention also provides the application of the organic compounds described above in organic electroluminescent devices.
[0042] The present invention also provides an organic electroluminescent device comprising the organic compound described above.
[0043] Furthermore, the organic electroluminescent device includes a cathode, an anode, and an organic functional layer between them, wherein the organic functional layer includes a light-emitting auxiliary layer, and the light-emitting auxiliary layer contains an organic compound with a general structure as shown in Formula I or Formula II above.
[0044] The present invention also provides a composition comprising an organic compound having the general structure shown in Formula I or Formula II above.
[0045] The present invention also provides a formulation comprising an organic compound having the general structure shown in Formula I or Formula II above, or a composition as described above, and at least one solvent.
[0046] The present invention also provides a display or lighting device comprising one or more of the electronic devices described above.
[0047] Compared with the prior art, the beneficial effects of the present invention are:
[0048] Applying the organic compounds shown in Formula I or Formula II of this invention to the light-emitting auxiliary layer can improve hole mobility and hole transport performance, thereby improving the luminous efficiency of the device. The prepared organic light-emitting device has a good improvement in luminous efficiency and lifetime. Detailed Implementation
[0049] The present invention will now be described in detail. The descriptions of the constituent elements described below are sometimes based on representative embodiments or specific examples of the present invention, but the present invention is not limited to such embodiments or specific examples.
[0050] The following examples illustrate specific instances of the organic compounds of the present invention represented by the above general formulas; however, they are not intended to limit the invention.
[0051] This disclosure can be more readily understood by referring to the following detailed description and the examples contained therein. Before disclosing and describing the compounds, devices, and / or methods of the present invention, it should be understood that, unless otherwise stated, they are not limited to specific synthetic methods or specific reagents, as these can vary. It should also be understood that the terminology used in this invention is for describing particular aspects only and is not intended to be limiting. Although any similar or equivalent methods and materials described in this invention can be used in this practice or experiment, exemplary methods and materials are now described.
[0052] The singular forms of the terms “a,” “an,” and “the” used in the specification and appended claims include plural references unless otherwise explicitly indicated by the context. Thus, for example, reference to “component” includes a mixture of two or more components.
[0053] The terms “optional” or “optionally” as used in this invention mean that the event or situation described below may or may not occur, and the description includes instances where the event or situation occurs and instances where it does not occur.
[0054] The linking atom used in this invention is capable of connecting two groups, for example, connecting N and C. This linking atom can optionally (if the valence bond allows) attach other chemical groups. For example, an oxygen atom will not have any other chemical groups attached because the valence bond is already satisfied once the two atoms (e.g., N or C) are bonded. Conversely, when carbon is the linking atom, two additional chemical groups can attach to that carbon atom. Suitable chemical groups include, but are not limited to, hydrogen, hydroxyl, alkyl, alkoxy, =O, halogen, nitro, amine, amide, mercapto, aryl, heteroaryl, cycloalkyl, and heterocyclic groups.
[0055] The term "substituted" or similar terms used in this invention encompass all permissible substituents in organic compounds. In a broad sense, permissible substituents include cyclic and acyclic, branched and unbranched, carbocyclic and heterocyclic, aromatic and non-aromatic substituents in organic compounds. Exemplary substituents include those described below. For suitable organic compounds, permissible substituents may be one or more, the same or different. For the purposes of this invention, heteroatoms (e.g., nitrogen) can have hydrogen substituents and / or any permissible substituent in organic compounds satisfying the heteroatom valence as described in this invention. This invention is not intended to limit in any way to permissible substituents in organic compounds. Similarly, the terms "substituted" or "substituted with" imply that such substitution conforms to the permissible valence of the substituted atom and the substituent, and that the substitution results in a stable compound (e.g., a compound that does not spontaneously undergo transformations (e.g., by rearrangement, cyclization, elimination, etc.)). In some aspects, unless explicitly stated otherwise, individual substituents can be further optionally substituted (i.e., further substituted or unsubstituted).
[0056] When defining various terms, "R" 1 “R” 2 “R” n "(where n is an integer)" is used as a general symbol in this invention to represent various specific substituents. These symbols can be any substituents, not limited to those disclosed in this invention, and when they are defined as certain substituents in one instance, they can also be defined as some other substituents in another instance.
[0057] In this invention, the organic electroluminescent device preferably comprises a cathode, an anode, and an organic functional layer between them. The term "organic functional layer" refers to all layers deployed between the anode and cathode in the organic electroluminescent device, including multiple layers such as a hole transport layer, a light-emitting auxiliary layer, a light-emitting layer, and an electron transport layer. In this invention, the compound of formula I or formula II is included in the organic functional layer either alone or as a mixture with other compounds.
[0058] The light-emitting layer includes one or more of phosphorescent substrates, fluorescent substrates, phosphorescent dopants, and fluorescent dopants. In this invention, the light-emitting layer can be a red or yellow light-emitting layer. In this invention, when the light-emitting layer emits red light, organic electroluminescent devices prepared using compounds of Formula I or Formula II can achieve high efficiency, high resolution, high brightness, and long lifetime.
[0059] The present invention does not impose any special restrictions on the preparation method of the organic electroluminescent device. Except for using the compounds of Formula I or Formula II mentioned above, the device can be prepared using light-emitting device preparation methods and materials well known to those skilled in the art.
[0060] Example 1: Preparation of Compound 1
[0061]
[0062] (1) 2-Bromo-4-chloro-1-nitrobenzene (17.73 g, 75 mmol) was added to a three-necked flask, followed by tetrahydrofuranbenzene (300 mL). The mixture was purged twice with nitrogen. After cooling the reaction system (below -45 °C), n-butyllithium (30 mL, 75 mmol) was slowly added dropwise. After stirring for 30 minutes, bromomethane (7.60 g, 80 mmol) was added dropwise. The mixture was stirred at low temperature for 30 minutes, then stirred again at room temperature for 2 hours. The reaction solution was cooled, washed with water, and the organic layer was dried over anhydrous magnesium sulfate, then filtered and concentrated. The intermediate compound 4-chloro-2-methyl-1-nitrobenzene (12.70 g, 99%) was obtained by purification by column chromatography or distillation. LC-MS: M / Z 171.01 (M+).
[0063] (2) The intermediate compound 4-chloro-2-methyl-1-nitrobenzene (2.57 g, 15 mmol) obtained in step (1) was dissolved in 1,4-dioxane (130 mL), and then an aqueous solution of phenylboronic acid (1.83 g, 15 mmol), Pd(PPh3)4 (0.18 g, 0.15 mmol), and K2CO3 (12.8 g, 93 mmol) was added. The mixture was stirred at 100 °C for 6 hours. After the reaction was terminated, the mixture was cooled to room temperature and extracted with distilled water and ethyl acetate. The organic layer was dried over MgSO4, filtered, and concentrated. The concentrated residue was purified by column chromatography using ethyl acetate and hexane as the developing solvent to obtain the target compound 3-methyl-4-nitro-1,1'-biphenyl (2.88 g, 90% yield). LC-MS: M / Z 213.08 (M+).
[0064] (3) The target compound 3-methyl-4-nitro-1,1'-biphenyl (21.3 g, 100 mmol) obtained in step (2) was added to a 3 L four-necked flask, followed by the addition of hydrazine hydrate (20 g) and ethanol (100 g). The reaction mixture was stirred at 55 °C for 7 hours. The reaction mixture was filtered, and the filtrate was extracted three times with toluene, 50 g each time. Finally, the filtrate after toluene extraction was evaporated to dryness using a rotary evaporator to obtain 3-methyl-[1,1'-biphenyl]-4-amine (17.4 g, yield 95%). LC-MS: M / Z 183.10 (M+).
[0065] (4) The 3-methyl-[1,1'-biphenyl]-4-amine (23.09 g, 75 mmol) and sodium tert-butoxide (21.62 g, 225 mmol) obtained in step (3) were added to a three-necked flask. Toluene (500 mL) was added and nitrogen was used to replace the gas twice. 4-bromo-3-methyl-1,1'-biphenyl (18.46 g, 75 mmol) and catalyst Pd2(dba)3 (2.06 g, 2.25 mmol) were added and N2 was used to replace the gas three times. Tri-tert-butylphosphine (0.36 mL, 15 mmol) was injected, and the temperature was raised to 110 °C and reacted for 1 h. The reaction solution was cooled, washed with water, and the palladium catalyst was removed by passing it through diatomaceous earth. The solution was evaporated to dryness and recrystallized with dichloromethane / petroleum ether to obtain a yellow solid. The solid was then washed with a toluene / ethyl acetate mixed solvent at 45 °C for 2 h and filtered to obtain intermediate compound 1-1 (23.31 g, 89%). LC-MS: M / Z 349.18 (M+).
[0066] (5) The intermediate compound 1-1 (26.21 g, 75 mmol) obtained in step (4) and sodium tert-butoxide (21.62 g, 225 mmol) were added to a three-necked flask. Toluene (500 mL) was added, and nitrogen was used to purge twice. 2-Bromodibenzo[b,d]furan (18.53 g, 75 mmol) and catalyst Pd2(dba)3 (2.06 g, 2.25 mmol) were added, and N2 was used to purge three times. Tri-tert-butylphosphine (0.36 mL, 15 mmol) was injected, and the temperature was raised to 110 °C and reacted for 1 h. The reaction solution was cooled, washed with water, and the palladium catalyst was removed by passing through diatomaceous earth. The solution was evaporated to dryness and recrystallized with dichloromethane / petroleum ether to obtain a yellow solid. The solid was then washed with a toluene / ethyl acetate mixed solvent at 45 °C for 2 h and filtered to obtain target compound 1 (36.71 g, 95%). LC-MS: M / Z 515.22 (M+).
[0067] Example 2: Preparation of Compound 9
[0068] Compound 9 was synthesized using the same method as compound 1 in Example 1, yielding compound 9 (35.30 g, 91% yield). LC-MS: M / Z 517.19 (M+).
[0069] Example 3: Preparation of Compound 55
[0070] Compound 55 was synthesized using the same method as compound 1 in Example 1, yielding compound 55 (43.01 g, yield 86%). LC-MS: M / Z 666.30 (M+).
[0071] Example 4: Preparation of Compound 64
[0072] Compound 64 was synthesized using the same method as compound 1 in Example 1, yielding compound 64 (52.87 g, 95% yield). LC-MS: M / Z 741.34 (M+).
[0073] Example 5: Preparation of Compound 74
[0074] Compound 74 was synthesized using the same method as compound 1 in Example 1, yielding compound 74 (37.31 g, yield 88%). LC-MS: M / Z 565.24 (M+).
[0075] Example 6: Preparation of Compound 104
[0076] Compound 104 was synthesized using the same method as compound 1 in Example 1, yielding compound 104 (49.36 g, 92% yield). LC-MS: M / Z 715.32 (M+).
[0077] Example 7: Preparation of Compound 114
[0078] Compound 114 was synthesized using the same method as compound 1 in Example 1, yielding compound 114 (43.15 g, 90% yield). LC-MS: M / Z 639.29 (M+).
[0079] Example 8: Preparation of Compound 161
[0080] Compound 161 was synthesized using the same method as compound 1 in Example 1, yielding compound 161 (42.28 g, yield 85%). LC-MS: M / Z 663.29 (M+).
[0081] Example 9: Preparation of Compound 178
[0082] Compound 178 was synthesized using the same method as compound 1 in Example 1, yielding compound 178 (41.88 g, yield 87%). LC-MS: M / Z 657.91 (M+).
[0083] Example 10: Preparation of Compound 207
[0084] Compound 207 was synthesized using the same method as compound 1 in Example 1, yielding compound 207 (40.93 g, 92% yield). LC-MS: M / Z 593.22 (M+).
[0085] Example 11: Preparation of compound 210
[0086] Compound 210 was synthesized using the same method as compound 1 in Example 1, yielding compound 210 (41.62 g, 91% yield). LC-MS: M / Z 609.33 (M+).
[0087] Example 12: Preparation of compound 287
[0088] Compound 278 was synthesized using the same method as compound 1 in Example 1, yielding compound 287 (51.01 g, 93% yield). LC-MS: M / Z 731.36 (M+).
[0089] Example 13: Preparation of compound 293
[0090] Compound 293 was synthesized using the same method as compound 1 in Example 1, yielding compound 293 (50.03 g, 96% yield). LC-MS: M / Z 694.33 (M+).
[0091] Example 14: Preparation of Compound 300
[0092] Compound 300 was synthesized using the same method as compound 1 in Example 1, yielding compound 300 (42.03 g, yield 85%). LC-MS: M / Z 659.33 (M+).
[0093] Example 15: Preparation of Compound 311
[0094] Compound 311 was synthesized using the same method as compound 1 in Example 1, yielding compound 311 (36.03 g, 90% yield). LC-MS: M / Z 533.30 (M+).
[0095] Example 16: Preparation of Compound 315
[0096] Compound 315 was synthesized using the same method as compound 1 in Example 1, yielding compound 315 (38.42 g, 92% yield). LC-MS: M / Z 587.36 (M+).
[0097] Evaluation of the HOMO, LUMO, triplet excited state level, and S1 level of the compounds of this invention (see Table 1):
[0098] Table 1
[0099]
[0100] Device Implementation Scheme
[0101] The technical solutions of the embodiments of the present invention will be clearly and completely described below. Obviously, the described embodiments are only some embodiments of the present invention, and not all embodiments. Based on the embodiments of the present invention, all other embodiments obtained by those skilled in the art without creative effort are within the protection scope of the present invention.
[0102] 1. Implementation plan of the first comparative example
[0103] The ITO glass substrate is patterned to have a 3mm × 3mm light-emitting area. The patterned ITO glass substrate is then washed, and subsequently placed in a vacuum chamber with a standard pressure set to 1 × 10⁻⁶. -6 Subsequently, HATCN was deposited on the ITO substrate to form a thickness of [missing information]. The first hole injection layer (HIL) is formed by evaporating HTL-1 on the first hole injection layer to form a thickness of [missing information]. A hole transport layer (HTL) is formed by evaporating EB1 on the aforementioned hole transport layer to form a thickness of [thickness missing]. The luminescent auxiliary layer (EB) is formed by evaporating RH+RD-1 (3wt%) on top of the luminescent auxiliary layer to form a thickness of [missing information]. The light-emitting layer (EML) is sequentially deposited with a thickness of [thickness value missing]. Electron transport layer (ET), vapor-deposited Al (thickness of) This forms a cathode, thereby creating an organic electroluminescent device.
[0104]
[0105] 2. Implementation plan of the second comparative example
[0106] The organic electroluminescent device of the second comparative example embodiment was prepared using the same method as the first comparative example embodiment described above, except that the light-emitting auxiliary layer (EB) was replaced by compound EB2 instead of compound EB1 in the first comparative example embodiment.
[0107] 3. Implementation plan for the third comparative example
[0108] The organic electroluminescent device of the second comparative example embodiment was prepared using the same method as the first comparative example embodiment described above, except that the light-emitting auxiliary layer (EB) of the organic electroluminescent device was replaced by compound EB3 instead of compound EB1 in the first comparative example embodiment.
[0109] 4. First Implementation Plan
[0110] The organic electroluminescent device of the first embodiment was prepared using the same method as the first comparative example embodiment described above, except that the light-emitting auxiliary layer (EB) was replaced by compound 1 instead of compound EB1 in the first comparative example embodiment.
[0111] 5. Second Implementation Plan
[0112] The organic electroluminescent device of the second embodiment was prepared using the same method as the first comparative example embodiment described above, except that the light-emitting auxiliary layer (EB) was replaced by compound 9 instead of compound EB1.
[0113] 6. Third Implementation Plan
[0114] The organic electroluminescent device of the third embodiment was prepared using the same method as the first comparative example embodiment described above, except that the light-emitting auxiliary layer (EB) was replaced by compound 55 instead of EB1.
[0115] 7. Fourth Implementation Plan
[0116] The organic electroluminescent device of the fourth embodiment was prepared using the same method as the first comparative example embodiment described above, except that the light-emitting auxiliary layer (EB) was replaced by compound 64 instead of compound EB1.
[0117] 8. Fifth Implementation Plan
[0118] The organic electroluminescent device of the fifth embodiment was prepared using the same method as the first comparative example embodiment described above, except that the light-emitting auxiliary layer (EB) was replaced by compound 74 instead of compound EB1.
[0119] 9. Sixth Implementation Plan
[0120] The organic electroluminescent device of the sixth embodiment was prepared using the same method as the first comparative example embodiment described above, except that the light-emitting auxiliary layer (EB) was replaced by compound 104 instead of compound EB1 in the first comparative example embodiment.
[0121] 10. Seventh Implementation Plan
[0122] The organic electroluminescent device of the seventh embodiment was prepared using the same method as the first comparative example embodiment described above, except that the light-emitting auxiliary layer (EB) was replaced by compound 114 instead of compound EB1 in the first comparative example embodiment.
[0123] 11. Eighth Implementation Plan
[0124] The organic electroluminescent device of the eighth embodiment was prepared using the same method as the first comparative example embodiment described above, except that the light-emitting auxiliary layer (EB) was replaced by compound 161 instead of compound EB1 in the first comparative example embodiment.
[0125] 12. Ninth Implementation Plan
[0126] The organic electroluminescent device of the ninth embodiment was prepared using the same method as the first comparative example embodiment described above, except that the light-emitting auxiliary layer (EB) was replaced by compound 178 instead of compound EB1 in the first comparative example embodiment.
[0127] 13. Tenth Implementation Plan
[0128] The organic electroluminescent device of the tenth embodiment was prepared using the same method as the first comparative example embodiment described above, except that the light-emitting auxiliary layer (EB) was replaced by compound 207 instead of compound EB1 in the first comparative example embodiment.
[0129] 14. Eleventh Implementation Plan
[0130] The organic electroluminescent device of the eleventh embodiment was prepared using the same method as the first comparative example embodiment described above, except that the light-emitting auxiliary layer (EB) was replaced by compound 210 instead of compound EB1 in the first comparative example embodiment.
[0131] 15. Twelfth Implementation Plan
[0132] The organic electroluminescent device of the twelfth embodiment was prepared using the same method as the first comparative example embodiment described above, except that the light-emitting auxiliary layer (EB) was replaced by compound 287 instead of compound EB1 in the first comparative example embodiment.
[0133] 16. Thirteenth Implementation Plan
[0134] The organic electroluminescent device of the thirteenth embodiment was prepared using the same method as the first comparative example embodiment described above, except that the light-emitting auxiliary layer (EB) was replaced by compound 293 instead of compound EB1 in the first comparative example embodiment.
[0135] 17. Fourteenth Implementation Plan
[0136] The organic electroluminescent device of the fourteenth embodiment was prepared using the same method as the first comparative example embodiment described above, except that the light-emitting auxiliary layer (EB) was replaced by compound 300 instead of compound EB1 in the first comparative example embodiment.
[0137] 18. Fifteenth Implementation Plan
[0138] The organic electroluminescent device of the fifteenth embodiment was prepared using the same method as the first comparative example embodiment described above, except that the light-emitting auxiliary layer (EB) was replaced by compound 311 instead of compound EB1 in the first comparative example embodiment.
[0139] 19. Sixteenth Implementation Plan
[0140] The organic electroluminescent device of the sixteenth embodiment was prepared using the same method as the first comparative example embodiment described above, except that the light-emitting auxiliary layer (EB) was replaced by compound 315 instead of compound EB1 in the first comparative example embodiment.
[0141] The electron luminescence characteristics of the organic electroluminescent devices fabricated by the above method are shown in Table 2:
[0142] Table 2
[0143]
[0144] As can be seen from the results shown in Table 2 above, when the organic compounds of the present invention are applied to the light-emitting auxiliary layer, the driving voltage is reduced and the luminous efficiency and lifetime are significantly improved compared with the comparative example.
[0145] The foregoing has shown and described the basic principles, main features, and advantages of the present invention. Those skilled in the art should understand that the present invention is not limited to the above embodiments. The embodiments and descriptions in the specification are merely illustrative of the principles of the invention. Various changes and modifications can be made to the invention without departing from its spirit and scope, and all such changes and modifications fall within the scope of the present invention as claimed. The scope of protection of this invention is defined by the appended claims and their equivalents.
Claims
1. An organic compound, characterized in that, The organic compound is selected from any of the following chemical structures. 。 2. The application of the organic compound according to claim 1 in organic electroluminescent devices.
3. An organic electroluminescent device, characterized in that, The organic electroluminescent device comprises a cathode layer, an anode layer, and an organic functional layer between the two, wherein the organic functional layer includes a light-emitting auxiliary layer, and the light-emitting auxiliary layer contains the organic compound of claim 1.
4. A display or lighting device, characterized in that, The device comprises one or more of the organic electroluminescent devices of claim 3.