Composition for organic optoelectronic device and organic optoelectronic device

By combining materials in the ternary GH system, the problem of poor compatibility of green light in OLED devices was solved, which improved carrier injection and mobility, and enhanced device efficiency and lifetime.

CN121318930APending Publication Date: 2026-01-13NANJING TOPTO MATERIALS CO LTD
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Patent Information

Application Number
CN202511398121.0
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2025-09-28
Publication Date
2026-01-13

AI Technical Summary

Technical Problem

In existing OLED devices, the matching between green light-bearing substrates is poor, resulting in energy not being efficiently transferred to the doped materials, leading to a decrease in device efficiency. Furthermore, when using dual substrate materials, carrier injection and transport are unbalanced.

Method used

A ternary GH system is adopted, in which dual P-type materials are combined with a single N-type material to form the main material, thereby improving carrier injection and mobility.

Benefits of technology

This improves the efficiency and lifespan of organic electroluminescent devices while reducing startup voltage and power consumption.

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Abstract

According to the composition for the organic optoelectronic device and the organic optoelectronic device provided by the invention, a ternary GH system mode is adopted, i.e., a double P-type material is matched with a single N-type material to form a main body material, so that the injection of current carriers is improved, and meanwhile, the material is ensured to have relatively high current carrier mobility; and the efficiency and the service life of the device are improved.
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Description

Technical Field

[0001] This invention relates to the field of organic optoelectronics, and more particularly to compositions for organic optoelectronic devices and organic optoelectronic devices. Background Technology

[0002] Organic electroluminescence, generally speaking, refers to organic light-emitting diodes (OLEDs) that emit light by driving an organic semiconductor thin film with an electric current, thereby achieving the purpose of display.

[0003] Organic light-emitting diodes (OLEDs) consist of a cathode, an anode, and an organic layer sandwiched between them. Currently, industrially used OLED devices typically have a multi-layered organic structure, including layers such as a hole injection layer, a hole transport layer / electron blocking layer, a light-emitting layer, a hole blocking layer, an electron transport layer, and an electron injection layer. In OLED devices containing these layers, applying a voltage between the two electrodes causes holes to be injected into the organic layer from the anode and electrons to be injected from the cathode. When holes and electrons meet, excitons are formed. These excitons transfer energy to the doped material, and light is emitted through radiative transitions within the doped material.

[0004] In existing OLED devices, the poor compatibility between green light-bearing substrates leads to inefficient energy transfer to the doped materials, resulting in a decrease in the efficiency of conductor OLED devices. Furthermore, while the use of dual-substrate materials (P-type and N-type) provides a more balanced injection and transport of holes and electrons compared to single-substrate materials, limitations still exist in aspects such as ratio adjustment, carrier balance, and injection.

[0005] This invention employs a ternary GH system, which combines a dual P-type material with a single N-type material to form the main material. This approach not only improves carrier injection but also ensures that the material has a high carrier mobility, thereby improving the efficiency and lifetime of the device. Summary of the Invention

[0006] The object of the present invention is to provide compositions capable of producing organic electroluminescent devices with low driving voltage, high luminous efficiency and long lifespan, and secondly, to provide an organic electroluminescent device comprising these compositions.

[0007] To achieve the above objectives, the present invention provides a composition comprising a first compound, a second compound, and a third compound, wherein the first compound, the second compound, and the third compound are different from each other. The first compound is represented by formula 1, the second compound by formula 2, and the third compound by formula 3.

[0008]

[0009] A11 -A 14 Each is independently selected from hydrogen, deuterium, fluorine, cyano, substituted or unsubstituted C1-C10 alkyl, substituted or unsubstituted C1-C10 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl;

[0010] L 11 -L 13 Each aryl group is independently selected from single-bonded, substituted, or unsubstituted C6-30;

[0011] Ar 11 and Ar 12 Each is independently selected from substituted or unsubstituted C6-30 aryl groups;

[0012] R 11 Each is independently selected from hydrogen, deuterium, fluorine, cyano, C1-C10 alkyl, C1-C10 deuterated alkyl, C6-C30 aryl, C6-C30 deuterated aryl, C5-C30 heteroaryl, and C5-C30 deuterated heteroaryl.

[0013] a 11 Integers between 0 and 8;

[0014]

[0015] A 20 -A 29 Each is independently selected from hydrogen, deuterium, fluorine, cyano, substituted or unsubstituted C1-C10 alkyl, substituted or unsubstituted C1-C10 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl;

[0016] L 21 and L 22 Each aryl group is independently selected from single-bonded, substituted, or unsubstituted C6-30;

[0017] Ar 21 and Ar 22 Each is independently selected from substituted or unsubstituted C6-30 aryl groups and substituted or unsubstituted C3-30 heteroaryl groups;

[0018]

[0019] L 31 and L 32 Each aryl group is independently selected from single-bonded, substituted, or unsubstituted C6-30;

[0020] Ar 31 and Ar 32Each is independently selected from substituted or unsubstituted C6-30 aryl groups and substituted or unsubstituted C3-30 heteroaryl groups;

[0021] R 31 and R 32 Each is independently selected from hydrogen, deuterium, fluorine, cyano, C1-C10 alkyl, C1-C10 deuterated alkyl, C6-C30 aryl, C6-C30 deuterated aryl, C5-C30 heteroaryl, and C5-C30 deuterated heteroaryl.

[0022] a 31 and a 32 Integers between 0 and 7.

[0023] An organic optoelectronic device includes an anode and a cathode, and at least one organic layer between the anode and the cathode, wherein the organic layer contains a compound or a composition for an organic optoelectronic device.

[0024] The organic layer includes a light-emitting layer, and the light-emitting layer contains the composition for the organic optoelectronic device.

[0025] The composition material comprises 5 wt% to 70 wt% of the first compound, 5 wt% to 70 wt% of the second compound, and 10 wt% to 90 wt% of the third compound.

[0026] As a further improvement of the present invention, compared with the prior art, the beneficial effects of the present invention are:

[0027] The ternary GH system is adopted, which combines dual P-type materials with single N-type materials to form the main material. This approach not only improves carrier injection but also ensures that the material has a high carrier mobility, thereby improving the efficiency and lifetime of the device. Attached Figure Description

[0028] Figure 1 This is a schematic diagram of the structure of the organic electroluminescent device provided by the present invention;

[0029] 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, 9-cathode;

[0030] Figure 2 The HPLC chromatogram of compound N-91 prepared in this invention is shown below.

[0031] Figure 3 The HPLC chromatogram of compound P1-28 prepared in this invention is shown below.

[0032] Figure 4The DSC spectrum of compound N-91 prepared in this invention is shown below. Figure 4 It can be seen that the glass transition temperature Tg is 106.10℃;

[0033] Figure 5 The DSC spectrum of compound P1-28 prepared in this invention is shown below. Figure 5 It can be seen that the glass transition temperature Tg is 110.74℃;

[0034] Figure 6 The TGA spectrum of compound N-91 prepared in this invention is shown below. Figure 6 It can be seen that the thermogravimetric temperature Td is 442.36℃;

[0035] Figure 7 The TGA spectrum of compound P1-28 prepared in this invention is shown below. Figure 7 It can be seen that the thermogravimetric temperature Td is 400.54℃; Detailed Implementation

[0036] The present invention will now be described in detail with reference to the embodiments shown in the accompanying drawings. However, it should be noted that these embodiments are not intended to limit the present invention. Equivalent changes or substitutions in function, method, or structure made by those skilled in the art based on these embodiments are all within the scope of protection of the present invention.

[0037] As used herein, in “substituted or unsubstituted”, “substituted” means that at least one hydrogen atom of the substituent or compound is substituted by one of the following groups: hydrogen, deuterium, fluorine, cyano, C1-C10 alkyl, C1-C10 deuterated alkyl, C6-C30 aryl, C6-C30 deuterated aryl, C5-C30 heteroaryl, or C5-C30 deuterated heteroaryl. “Unsubstituted” means that the hydrogen atom is not replaced by another substituent and the hydrogen atom is retained.

[0038] In this invention, deuterium refers to a stable isotope of hydrogen, also known as heavy hydrogen, and its element symbol is D.

[0039] In this invention, "aryl" refers to a group comprising at least one aromatic hydrocarbon moiety, and all elements of the aromatic hydrocarbon moiety have conjugated p orbitals, such as phenyl, naphthyl, etc. Two or more aromatic hydrocarbon moiety moiety can be linked by σ bonds and can be, for example, biphenyl, terphenyl, tetraphenyl, etc., and two or more aromatic hydrocarbon moiety moiety can be directly or indirectly fused to provide a non-aromatic fused ring, such as fluorene.

[0040] In this article, "heteroaryl" refers to a heteroaryl group obtained by replacing one or more C atoms in the structure of "aryl" with one or more heteroatoms (such as N, O or S).

[0041] 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.

[0042] Compositions for use in organic optoelectronic devices are described below.

[0043] The first compound used in the composition for organic optoelectronic devices is represented by Formula 1:

[0044]

[0045] A 11 -A 14 Each is independently selected from hydrogen, deuterium, fluorine, cyano, substituted or unsubstituted C1-C10 alkyl, substituted or unsubstituted C1-C10 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl;

[0046] L 11 -L 13 Each aryl group is independently selected from single-bonded, substituted, or unsubstituted C6-30;

[0047] Ar 11 and Ar 12 Each is independently selected from substituted or unsubstituted C6-30 aryl groups;

[0048] R 11 Each is independently selected from hydrogen, deuterium, fluorine, cyano, C1-C10 alkyl, C1-C10 deuterated alkyl, C6-C30 aryl, C6-C30 deuterated aryl, C5-C30 heteroaryl, and C5-C30 deuterated heteroaryl.

[0049] a 11 Integers between 0 and 8;

[0050] Equation 1 can be further expressed by Equation 1-1:

[0051]

[0052] In Equation 1 or Equation 1-1,

[0053] A 11 -A 14 Each is independently selected from hydrogen, deuterium, fluorine, cyano, substituted or unsubstituted C1-C10 alkyl, substituted or unsubstituted C6-C20 aryl;

[0054] L 11 and L 12 Each is independently selected from single-bonded, substituted, or unsubstituted phenyl groups;

[0055] Ar 11 and Ar 12 Each is independently selected from substituted or unsubstituted C6-20 aryl groups;

[0056] R 11 Each is independently selected from hydrogen, deuterium, fluorine, cyano, C1-C10 alkyl, C1-C10 deuterated alkyl, C6-C20 aryl, and C6-C20 deuterated aryl;

[0057] More preferably, A 11 -A 14 Each group is independently selected from hydrogen, deuterium, fluorine, cyano, or the following substituted or unsubstituted groups: methyl, ethyl, tert-butyl, phenyl, biphenyl, naphthyl;

[0058] Ar 11 and Ar 12 Each of the following groups, whether substituted or unsubstituted, is independently selected: phenyl, biphenyl, naphthyl, terphenyl, fluorenyl;

[0059] R 11 Each is independently selected from hydrogen, deuterium, fluorine, cyano, methyl, deuterated methyl, ethyl, deuterated ethyl, tert-butyl, deuterated tert-butyl, phenyl, deuterated phenyl, biphenyl, and deuterated biphenyl;

[0060] In a preferred embodiment, the first compound of the present invention is any one of the following compounds:

[0061]

[0062]

[0063]

[0064]

[0065]

[0066]

[0067]

[0068] The second compound used in the composition for organic optoelectronic devices is represented by Formula 2:

[0069]

[0070] A 20 -A 29Each is independently selected from hydrogen, deuterium, fluorine, cyano, substituted or unsubstituted C1-C10 alkyl, substituted or unsubstituted C1-C10 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl;

[0071] L 21 and L 22 Each aryl group is independently selected from single-bonded, substituted, or unsubstituted C6-30;

[0072] Ar 21 and Ar 22 Each is independently selected from substituted or unsubstituted C6-30 aryl groups and substituted or unsubstituted C3-30 heteroaryl groups;

[0073] Preferably, A 20 -A 29 Each is independently selected from hydrogen, deuterium, fluorine, cyano, substituted or unsubstituted C1-C10 alkyl, substituted or unsubstituted C6-C20 aryl;

[0074] L 21 and L 22 Each is independently selected from single-bonded, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl;

[0075] Ar 21 and Ar 22 Each is independently selected from substituted or unsubstituted C6-20 aryl groups and substituted or unsubstituted C3-20 heteroaryl groups;

[0076] More preferably, A 20 -A 29 Each group is independently selected from hydrogen, deuterium, fluorine, cyano, or the following substituted or unsubstituted groups: methyl, ethyl, tert-butyl, phenyl, biphenyl, naphthyl;

[0077] Ar 21 and Ar 22 Each of the following groups, whether substituted or unsubstituted, is independently selected: phenyl, biphenyl, naphthyl, terphenyl, fluorenyl, pyridyl, dibenzofuranyl, dibenzothiophenyl, carbazoyl;

[0078] In a preferred embodiment, the second compound of the present invention is any one of the following compounds:

[0079]

[0080]

[0081] The third compound used in the composition for organic optoelectronic devices is represented by Formula 3:

[0082]

[0083] L 31 and L 32 Each aryl group is independently selected from single-bonded, substituted, or unsubstituted C6-30;

[0084] Ar 31 and Ar 32 Each is independently selected from substituted or unsubstituted C6-30 aryl groups and substituted or unsubstituted C3-30 heteroaryl groups;

[0085] R 31 and R 32 Each is independently selected from hydrogen, deuterium, fluorine, cyano, C1-C10 alkyl, C1-C10 deuterated alkyl, C6-C30 aryl, C6-C30 deuterated aryl, C5-C30 heteroaryl, and C5-C30 deuterated heteroaryl.

[0086] a 31 and a 32 Integers between 0 and 7.

[0087] Equation 3 can be further expressed by Equation 3-1:

[0088]

[0089] In Equation 3 or Equation 3-1,

[0090] L 31 and L 32 Each is independently selected from single-bonded, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl;

[0091] Ar 31 and Ar 32 Each is independently selected from substituted or unsubstituted C6-20 aryl groups and substituted or unsubstituted C3-20 heteroaryl groups;

[0092] R 31 and R 32 Each is independently selected from hydrogen, deuterium, fluorine, cyano, C1-C10 alkyl, C1-C10 deuterated alkyl, C6-C20 aryl, and C6-C20 deuterated aryl.

[0093] Preferably, Ar 31 and Ar 32 Each of the following groups, whether substituted or unsubstituted, is independently selected: phenyl, biphenyl, naphthyl, terphenyl, fluorenyl, pyridyl, dibenzofuranyl, dibenzothiophenyl, carbazoyl;

[0094] R 31 and R 32Each is independently selected from hydrogen, deuterium, fluorine, cyano, methyl, deuterated methyl, ethyl, deuterated ethyl, tert-butyl, deuterated tert-butyl, phenyl, deuterated phenyl, biphenyl, and deuterated biphenyl.

[0095] In a preferred embodiment, the three compounds of the present invention are any one of the following compounds:

[0096]

[0097]

[0098] The compound was synthesized by a known method.

[0099] The compounds presented as more specific examples of compounds of the present invention are synthesized through the following steps.

[0100] Synthesis Example 1: Compound N-91

[0101]

[0102] Under nitrogen protection, deuterated carbazole 1-a (14.35 g, 0.082 mol, 1 eq), halide 1-b (24.76 g, 0.082 mol, 1 eq), DMF 200 ml, and cesium carbonate (66.6 g, 0.205 mol, 2.5 eq) were added to the reaction flask. After the addition was complete, the reaction solution was refluxed for 12 h. The reaction was detected by HPLC. After cooling, 200 ml of water was added for washing, and the mixture was filtered. The filter cake was dried and purified by column chromatography using a petroleum ether / dichloromethane system to obtain approximately 29.9 g of intermediate 1-c, with a yield of 80%.

[0103]

[0104] Under nitrogen protection, intermediate 1-c (29.9 g, 0.065 mol, 1 eq), phenylboronic acid 1-d (8 g, 0.065 mol, 1 eq), toluene (300 ml), ethanol (150 ml), potassium carbonate (22 g, 0.16 mol, 2.5 eq), and Pd(PPh3)4 (0.69 g, 0.0006 mol, 1%) were added to the reaction flask. After the addition was complete, the reaction solution was heated to reflux and reacted overnight. The reaction was detected by HPLC. After the reaction solution was cooled, it was washed with water, separated, and the organic phase was passed through silica gel and concentrated to dryness. Column chromatography was performed to obtain approximately 21.6 g of intermediate 1-e, with a yield of 82%.

[0105] Under nitrogen protection, intermediate 1-e (21.6 g, 0.053 mol, 1 eq) was added to the reaction flask, followed by 300 mL of ultra-dry tetrahydrofuran. The mixture was cooled to -78 °C, and 2.5 M n-butyllithium (22.3 mL, 0.056 mol, 1.05 eq) was added dropwise. After the addition was complete, the mixture was kept at this temperature for 1 h. Triisopropyl borate (11.9 g, 0.0636 mol, 1.2 eq) was then added dropwise. After the addition was complete, the mixture was allowed to rise naturally to room temperature, and a saturated ammonium chloride aqueous solution was added. The mixture was separated, and the organic phase was concentrated to dryness. Recrystallization from ethyl acetate yielded approximately 15.8 g of intermediate 1-f, with a yield of 80%.

[0106]

[0107] Under nitrogen protection, intermediate 1-f (15.8 g, 0.042 mol, 1 eq), triazine compound (14.4 g, 0.042 mol, 1 eq), toluene (300 ml), ethanol (150 ml), potassium carbonate (14.49 g, 0.105 mol, 2.5 eq), and Pd(PPh3)4 (0.5 g, 0.00042 mol, 1%) were added to the reaction flask. After the addition was complete, the reaction solution was heated to reflux and reacted overnight. The reaction was detected by HPLC. After the reaction solution was cooled, it was washed with water, separated, and the organic phase was passed through silica gel and concentrated to dryness. Column chromatography was performed to obtain approximately 17.8 g of compound N-91, with a yield of 65%.

[0108] The following compounds were obtained in a similar manner:

[0109] Table 1

[0110]

[0111]

[0112]

[0113]

[0114]

[0115]

[0116]

[0117]

[0118]

[0119]

[0120]

[0121]

[0122]

[0123] Synthesis Example 40: Compound P1-28

[0124]

[0125] Under nitrogen protection, carbazole compound 2-a (45 g, 0.11 mol, 1 eq), halide 2-b (30 g, 0.129 mol, 1.17 eq), 500 ml of sodium tert-butoxide (21 g, 0.2184 mol, 2 eq), palladium acetate (0.7 g, 0.003 mol, 2.5% eq), and X-phos (2.1 g, 0.0044 mol, 4%) were added to the reaction flask. After the addition was complete, the reaction solution was heated to reflux and reacted for 12 h. After the reaction solution cooled to room temperature, 200 ml of water was added, and the mixture was stirred for 30 min. The mixture was then filtered, and the filter cake was purified by column chromatography to obtain approximately 30 g of compound P1-28, with a yield of 50%.

[0126] The following compounds were obtained in a similar manner:

[0127] Table 2

[0128]

[0129] Synthesis Example 43: Compound P2-28

[0130]

[0131] Under nitrogen protection, intermediate bicarbazole compound 3-a (42 g, 0.1 mol, 1 eq), halogenated compound (23.3 g, 0.1 mol, 1 eq), sodium tert-butoxide (11.5 g, 0.12 mol, 1.2 eq), Pd2(dba)3 (1.37 g, 0.0015 mol, 1.5% eq), and tbu-xphos (1.27 g, 0.003 mol, 3%) were added to the reaction flask. After the addition was complete, the reaction solution was heated to reflux and reacted overnight. The reaction was detected by HPLC. After cooling, 200 ml of water was added for washing, and the solution was concentrated and purified by column chromatography to obtain approximately 24 g of compound P2-11, with a yield of 40%.

[0132] Material performance testing:

[0133] Before device fabrication, the thermal stability of the synthesized product compound was tested, including thermogravimetric temperature (Tg) and glass transition temperature (Td). The Tg was determined using differential scanning calorimetry (DSC, Shinco DSCN-650) at a heating rate of 10 °C / min. The Td, measured at 5% weight loss in a nitrogen atmosphere, was determined using a TGAN1000 thermogravimetric analyzer at a nitrogen flow rate of 10 mL / min.

[0134] Test results show that the obtained compound exhibits excellent thermal stability and can meet the requirements for use in organic electroluminescent devices. Figures 4-7 These are the test spectra of some compounds.

[0135] Device performance testing:

[0136] Application Example 1:

[0137] ITO was used as the anode substrate material for the reflective layer, and its surface was treated sequentially with water, acetone, and N2 ions.

[0138] A hole injection layer (HIL) is formed by depositing 10 nm of HT-1 doped with 5% NDP-9 on top of the ITO anode substrate; a hole transport layer (HTL) is formed by evaporating 100 nm of HT-1 on top of the hole injection layer (HIL).

[0139] GP was vacuum-deposited above the hole transport layer (HTL) to form a second hole transport layer (GPL) with a thickness of 10 nm;

[0140] Compound N-1 prepared in Synthesis Example 1, compound P1-28 prepared in Synthesis Example 40, and compound P2-11 prepared in Synthesis Example 43 were co-deposited as light-emitting host materials in a mass ratio of 5:2.5:2.5. GD-1 was used as a dopant material (the amount of GD-1 was 8% of the total weight of the light-emitting host materials) and evaporated on the second hole transport layer (GPL) to form a light-emitting layer with a thickness of 20 nm.

[0141] HB-1 was deposited onto the light-emitting layer to obtain a hole blocking layer (HBL) with a thickness of 20 nm;

[0142] ET-1 and LiQ were co-deposited onto the hole blocking layer (HBL) in a 5:5 ratio to obtain an electron transport layer (ETL) with a thickness of 30 nm.

[0143] Magnesium (Mg) and silver (Ag) are mixed in a 9:1 ratio and vapor-deposited onto the electron transport layer (ETL) to form an electron injection layer (EIL) with a thickness of 50 nm.

[0144] Subsequently, silver (Ag) is vapor-deposited onto the electron injection layer to form a cathode with a thickness of 12 nm. A 50 nm thick DNTPD is then deposited on the cathode sealing layer. Furthermore, the cathode surface is sealed with a UV-curable adhesive and a sealing cap containing a desiccant to protect the organic electroluminescent device from the influence of oxygen or moisture in the atmosphere. Thus, the organic electroluminescent device is prepared.

[0145] The specific measurement method is as follows:

[0146] (1) Measure the change in current density based on voltage change.

[0147] While increasing the voltage from 0V to 10V, the current flowing through the unit diode in the obtained organic light-emitting diode was measured using an ammeter-voltmeter (Keithley 2400), and the measured current value was divided by the area to provide the result.

[0148] (2) Measure the brightness change based on voltage changes

[0149] The brightness was measured using a luminance meter (Minolta Cs-1000A) while the voltage of the organic light-emitting diode was increased from 0V to 10V.

[0150] (3) Measuring the driving voltage

[0151] Measurements were taken using an ammeter at a current density of 10 mA / cm². 2 At that time, the voltage of each device was recorded.

[0152] (4) Measure luminous efficiency

[0153] Using the luminance and current density measured by (1) and (2) above, calculate the current efficiency (cd / A) at the same current density (10 mA / cm 2).

[0154] (5) Measurement of lifespan

[0155] The testing equipment is a TEO light-emitting device lifetime testing system, which records the time it takes for the light-emitting brightness of each device to decrease to 97% of the initial brightness, and obtains the light-emitting lifetime T97% data.

[0156] Application Example 2-20

[0157] Organic electroluminescent devices for Application Examples 2 and 3 were fabricated by using compounds N-1, P1-28, and P2-11 in a mass ratio of 8:1.5:0.5 or 4:1:5, with other components identical to Application Example 1.

[0158] Compound N-1 in the main material of Application Example 1 was replaced with compounds N-6, N-11, N-37, N-44, N-52, N-61, N-66, N-71, N-81, N-91, N-101, N-106, N-112, N-117, and N-119 from the present invention, respectively, while the other parts were the same as in Application Example 1. Based on this, organic electroluminescent devices of Application Examples 4-17 were fabricated.

[0159] Compound P1-28 in the main material of Application Example 1 was replaced with compounds P1-14 and P1-16 of the present invention, respectively, while the rest of the components were the same as in Application Example 1. Based on this, organic electroluminescent devices of Application Examples 18 and 19 were fabricated.

[0160] The organic electroluminescent device of Application Example 20 was fabricated by replacing compound P2-20 in the main material of Application Example 1 with compound P2-20 of the present invention, while keeping the other parts the same as in Application Example 1.

[0161] Compare with Examples 1-4

[0162] The difference between Comparative Examples 1 and 2 and Application Example 1 is that the main luminescent material in Application Example 1 is replaced by compound N-1 and compound P1-28 in a mass ratio of 5:5 and compound N-1 and compound P2-11 in a mass ratio of 5:5. Otherwise, they are the same as in Application Example 1.

[0163] The difference between Comparative Examples 3 and 4 and Application Example 1 is that compounds D1 and D2 from CN116457351A are used to replace compound N-1 in the main material of Application Example 1, respectively; otherwise, they are the same as Application Example 1.

[0164]

[0165] Organic electroluminescent devices prepared in Examples 1-3 and Control Examples 1 and 2 were tested respectively, and the test results are shown in Table 3.

[0166] Table 3

[0167]

[0168] As shown in the table above, when the ternary composition of the present invention is used as the main material of the light-emitting layer in organic electroluminescent devices, compared with binary main materials, the luminous efficiency of organic electroluminescent devices can be improved to a certain extent, the start-up voltage is reduced, the power consumption is relatively reduced, and the luminous life is extended.

[0169] Organic electroluminescent devices prepared in Application Examples 4-20 and Control Examples 3 and 4 were tested respectively, and the test results are shown in Table 4.

[0170] Table 4

[0171]

[0172] As shown in Table 4 above, when the compounds of this invention are used as the main material of the light-emitting layer in organic electroluminescent devices, the device performance is better, the luminous efficiency of organic electroluminescent devices is improved, the start-up voltage is reduced, and the lifespan is extended.

[0173] The detailed descriptions listed above are merely specific descriptions of feasible embodiments of the present invention, and are not intended to limit the scope of protection of the present invention. All equivalent embodiments or modifications made without departing from the spirit of the present invention should be included within the scope of protection of the present invention.

Claims

1. A composition for use in an organic optoelectronic device, comprising a first compound, a second compound, and a third compound, the first, second, and third compounds being different from one another, wherein, The first compound is represented by the following Formula 1, the second compound is represented by the following Formula 2, and the third compound is represented by the following Formula 3: A 11 -A 14 each independently selected from hydrogen, deuterium, fluorine, cyano, substituted or unsubstituted C1-C10alkyl, substituted or unsubstituted C1-C10cycloalkyl, substituted or unsubstituted C6-C30aryl, substituted or unsubstituted C3-C30heteroaryl; L 11 -L 13 each independently is selected from a single bond, substituted or unsubstituted C6-30aryl; Ar 11 and Ar 12 each independently is selected from substituted or unsubstituted C6-30aryl; R 11 each independently selected from the group consisting of hydrogen, deuterium, fluorine, cyano, C1-C10 alkyl, C1-C10 deuterated alkyl, C6-C30 aryl, C6-C30 deuterated aryl, C5-C30 heteroaryl, C5-C30 deuterated heteroaryl; a 11 is an integer from 0 to 8; A 20 -A 29 each independently selected from hydrogen, deuterium, fluorine, cyano, substituted or unsubstituted C1-C10alkyl, substituted or unsubstituted C1-C10cycloalkyl, substituted or unsubstituted C6-C30aryl, substituted or unsubstituted C3-C30heteroaryl; L 21 and L 22 each independently is selected from a single bond, substituted or unsubstituted C6-30aryl; Ar 21 and Ar 22 each independently selected from substituted or unsubstituted C6-30aryl, substituted or unsubstituted C3-C30heteroaryl; L 31 and L 32 each independently is selected from a single bond, substituted or unsubstituted C6-30aryl; Ar 31 and Ar 32 each independently selected from substituted or unsubstituted C6-30aryl, substituted or unsubstituted C3-C30heteroaryl; R 31 and R 32 each independently is selected from the group consisting of hydrogen, deuterium, fluorine, cyano, C1-C10 alkyl, C1-C10 deuterated alkyl, C6-C30 aryl, C6-C30 deuterated aryl, C5-C30 heteroaryl, C5-C30 deuterated heteroaryl; a 31 and a 32 is an integer from 0 to 7.

2. The composition of claim 1, wherein, The first host material is represented by Formula 1-1, and the third host material is represented by Formula 3-1: In Formula 1-1, A 11 -A 14 、L 11 、L 12 、Ar 11 、Ar 12 、R 11 and a 11 as defined in claim 1 ; In Formula 3-1, L 31 、L 32 、Ar 31 、Ar 32 、R 31 、R 32 、a 31 and a 32 as defined in claim 1.

3. The composition according to claim 1 or 2, characterized in that, A 11 -A 14 each independently selected from hydrogen, deuterium, fluorine, cyano, substituted or unsubstituted C1-C10alkyl, substituted or unsubstituted C6-C20aryl; L 11 and L 12 each independently is selected from a single bond, substituted or unsubstituted phenyl; Ar 11 and Ar 12 each independently is selected from substituted or unsubstituted C6-20aryl; R 11 each independently selected from the group consisting of hydrogen, deuterium, fluorine, cyano, C1-C10 alkyl, C1-C10 deuterated alkyl, C6-C20 aryl, C6-C20 deuterated aryl; A 20 -A 29 each independently selected from hydrogen, deuterium, fluorine, cyano, substituted or unsubstituted C1-C10alkyl, substituted or unsubstituted C6-C20aryl; L 21 and L 22 each independently is selected from a single bond, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl; Ar 21 and Ar 22 each independently selected from substituted or unsubstituted C6-20 aryl, substituted or unsubstituted C3-C20 heteroaryl; L 31 and L 32 are each independently selected from a single bond, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl; Ar 31 and Ar 32 each independently selected from substituted or unsubstituted C6-20aryl, substituted or unsubstituted C3-C20heteroaryl; R 31 and R 32 each independently is selected from the group consisting of hydrogen, deuterium, fluorine, cyano, C1-C10 alkyl, C1-C10 deuterated alkyl, C6-C20 aryl, C6-C20 deuterated aryl.

4. The composition according to claim 1 or 2, characterized in that, A 11 -A 14 each independently is selected from the group consisting of hydrogen, deuterium, fluorine, cyano, substituted or unsubstituted methyl, ethyl, tert-butyl, phenyl, biphenyl, naphthyl; Ar 11 and Ar 12 each independently is selected from the group consisting of substituted or unsubstituted phenyl, biphenyl, naphthyl, terphenyl, fluorenyl; R 11 each independently selected from hydrogen, deuterium, fluorine, cyano, methyl, deuterated methyl, ethyl, deuterated ethyl, tert-butyl, deuterated tert-butyl, phenyl, deuterated phenyl, biphenyl, deuterated biphenyl; A 20 -A 29 each independently is selected from the group consisting of hydrogen, deuterium, fluorine, cyano, substituted or unsubstituted methyl, ethyl, tert-butyl, phenyl, biphenyl, naphthyl; Ar 21 and Ar 22 each independently is selected from the group consisting of substituted or unsubstituted phenyl, biphenyl, naphthyl, terphenyl, fluorenyl, pyridyl, dibenzofuranyl, dibenzothiophenyl, carbazolyl; Ar 31 and Ar 32 each independently is selected from the group consisting of substituted or unsubstituted phenyl, biphenyl, naphthyl, terphenyl, fluorenyl, pyridyl, dibenzofuranyl, dibenzothiophenyl, carbazolyl; R 31 and R 32 each independently is selected from hydrogen, deuterium, fluorine, cyano, methyl, deuterated methyl, ethyl, deuterated ethyl, tert-butyl, deuterated tert-butyl, phenyl, deuterated phenyl, biphenyl, deuterated biphenyl.

5. The composition of claim 1, wherein The first host material is any one of the following compounds:

6. The composition of claim 1, wherein, The second host material is any one of the following compounds:

7. The composition of claim 1, wherein, The third host material is any one of the following compounds:

8. An organic optoelectronic device comprising: An anode and a cathode, and at least one organic layer between the anode and the cathode, wherein the organic layer comprises the composition for an organic optoelectronic device according to any one of claims 1 to 7.

9. The organic optoelectronic device according to claim 8, wherein, The organic layer comprises a light-emitting layer, and the light-emitting layer comprises the composition for an organic optoelectronic device.

10. The organic optoelectronic device according to claim 8, wherein, The composition material comprises 5 wt% to 70 wt% of the first compound, 5 wt% to 70 wt% of the second compound, and 10 wt% to 90 wt% of the third compound.

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