A deuterated composition, organic electroluminescent device and display device

Abstract

The present application provides a kind of deuterated composition, organic electroluminescence device and display device.The deuterated composition includes at least two compounds each having a structure as shown in formula I.In the present application, by designing the composition of deuterated composition, further by selecting the common use of deuterated compound with specific structure formula, and using the deuterated composition as OLED light emitting device host material, the OLED light emitting device has lower driving voltage, higher current efficiency and longer service life.

Description

Technical Field

[0001] This invention belongs to the field of organic electroluminescent materials technology, specifically relating to a deuterated composition, an organic electroluminescent device, and a display device. Background Technology

[0002] Organic light-emitting diodes (OLEDs), as a novel display technology, possess unique advantages such as self-illumination, wide viewing angle, low energy consumption, high efficiency, thinness, rich colors, fast response speed, wide applicable temperature range, low driving voltage, the ability to manufacture flexible, bendable, and transparent display panels, and environmental friendliness. They can be applied to flat panel displays and next-generation lighting, and can also be used as backlights for LCDs.

[0003] Since their invention in the late 1980s, organic light-emitting diodes (OLEDs) have been used in various industries, such as in mobile phone displays. However, current OLED devices suffer from low efficiency and short lifespan, limiting their wider application, especially in large-screen displays. The most significant factor hindering their widespread adoption is the performance of the organic light-emitting materials. Furthermore, the Joule heating generated when OLED devices operate under voltage causes organic materials to crystallize, affecting the device's lifespan and efficiency. Therefore, the development of stable and efficient organic light-emitting materials is crucial.

[0004] In existing technologies, the emissive layer material in organic electroluminescent devices is preferably a material that is electrochemically stable in both oxidized and reduced states. Furthermore, the emissive layer material is preferably a material with high luminous efficiency, to which excitons are applied to emit a light beam. In an emissive layer made of a material with such properties, electrons and holes recombine to generate an excited state. When the excited state returns to the ground state, light emission can occur. The type of compound in each organic layer ultimately affects the characteristics and implementation of the organic electroluminescent device. Currently, almost all emissive layers in organic OLED components use a host-guest light-emitting system, i.e., doping the host material with a guest light-emitting material, also called the emissive layer dopant. Generally, the band gap of the organic host material is larger than that of the guest material, meaning that energy is transferred from the host to the guest, exciting the guest material to emit light. Anthracene, substituted with aromatic groups, is commonly used in existing technologies as a blue light host material, but its performance needs improvement, particularly in terms of efficiency, lifetime, and voltage.

[0005] Therefore, how to provide a blue light host material with high efficiency and long service life has become an urgent technical problem to be solved. Summary of the Invention

[0006] To address the shortcomings of existing technologies, the present invention aims to provide a deuterated composition, an organic electroluminescent device, and a display device. In this invention, by employing a deuterated composition with a specific composition as the main material of the OLED light-emitting device, the OLED light-emitting device achieves a longer lifespan.

[0007] To achieve this objective, the present invention adopts the following technical solution:

[0008] In a first aspect, the present invention employs a deuterated composition comprising at least two compounds, each having a structure as shown in Formula I;

[0009]

[0010] Wherein, the Ar 11 Ar 12 Each is independently selected from any one of substituted or unsubstituted C6-C40 aryl groups or substituted or unsubstituted C12-C40 heteroaryl groups;

[0011] The R 11 and R 12 Each is independently selected from any one of deuterium, substituted or unsubstituted C1-C6 straight-chain or branched alkyl groups, substituted or unsubstituted C6-C40 aryl groups, and substituted or unsubstituted C12-C40 heteroaryl groups;

[0012] The m and n are each independently selected from integers from 0 to 4;

[0013] Ar 11 Ar 12 R 11 and R 12 The substituents described herein are each independently selected from at least one of C1-C6 straight-chain or branched alkyl, C6-C20 aryl, and C6-C20 heteroaryl;

[0014] The compound having the structure shown in Formula I meets at least one of the following conditions:

[0015] (1) Formula I does not contain deuterium atoms;

[0016] (2) Ar in Equation I 11 All hydrogen atoms on the surface are replaced by deuterium atoms;

[0017] (3) Ar in Equation I 12 All hydrogen atoms on the surface are replaced by deuterium atoms;

[0018] (4) In formula I, all hydrogen atoms on the anthracene ring are replaced by deuterium atoms;

[0019] (5) In equation I, R 11The R is selected from any one of C1-C6 alkyl, substituted or unsubstituted C6-C40 aryl, and substituted or unsubstituted C12-C40 heteroaryl. 11 All hydrogen atoms on the surface are replaced by deuterium atoms;

[0020] (6) In equation I, R 12 The R is selected from any one of C1-C6 alkyl, substituted or unsubstituted C6-C40 aryl, and substituted or unsubstituted C12-C40 heteroaryl. 12 All hydrogen atoms on the surface are replaced by deuterium atoms;

[0021] The at least two compounds having the structure shown in Formula I include at least one of the Formula I compounds that meet any one of conditions (2) to (6).

[0022] In this invention, a deuterated composition with a specific composition is used as the main material for OLED light-emitting devices, thereby enabling OLED light-emitting devices to have a longer lifespan.

[0023] In the field of display technology, compounds obtained by substituting aryl groups at the 9 and 10 positions of anthracene are often used as blue light host materials for the fabrication of organic electroluminescent devices (OLEDs). However, the performance of OLEDs prepared in this way still needs improvement, especially in terms of efficiency, lifetime, and voltage. Therefore, in the prior art, deuterated compounds are often used to substitute anthracene in order to obtain deuterated anthracene derivatives, thereby improving the performance of OLEDs. However, the OLEDs prepared in this way have a short lifetime. In this invention, by using at least two deuterated compounds with specific structural formulas together, and using this deuterated composition as the host material for OLED light-emitting devices, the crystallinity is poor and the film-forming properties are better, thus enabling the prepared OLED light-emitting devices to have lower driving voltage, higher current efficiency, and longer lifetime.

[0024] It should be noted that the above Ar 11 Ar 12 R 11 and R 12 The substituted or unsubstituted C6-C40 aryl group and the substituted or unsubstituted C12-C40 heteroaryl group are selected from any one of phenyl, biphenyl, naphthyl, phenanthryl, anthracene, fluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, triphenylene, fluoranyl, pyrene, perylene, spirofluorenyl, ind[a]fluorenyl, hydrogenated benzo[a]anthryl, dibenzofuranyl, dibenzo[a]thiophene, benzo[a]dibenzofuranyl, benzo[a]dibenzo[a]thiophene, dinaphthofuranyl, and dinaphtho[a]thiophene.

[0025] In this invention, the Ar 11 Ar 12Each is independently selected from any one of substituted or unsubstituted C6-C40 aryl groups (e.g., C6, C8, C10, C12, C16, C20, C24, C28, C30, C32, C36, or C40) or substituted or unsubstituted C12-C40 heteroaryl groups (e.g., C6, C8, C10, C12, C16, C20, C24, C28, C30, C32, C36, or C40).

[0026] The R 11 and R 12 Each is independently selected from deuterium, substituted or unsubstituted C1-C6 straight-chain or branched alkyl groups (e.g., methyl, ethyl, propyl, n-butyl, tert-butyl, n-pentyl, isopentyl, hexyl, etc.), substituted or unsubstituted C6-C40 aryl groups (e.g., C6, C8, C10, C12, C16, C20, C24, C28, C30, C32, C36, or C40, etc.), and substituted or unsubstituted C12-C40 heteroaryl groups (e.g., C6, C8, C10, C12, C16, C20, C24, C28, C30, C32, C36, or C40, etc.).

[0027] The m and n are each independently selected from integers from 0 to 4, for example, they can be 0, 1, 2, 3 or 4.

[0028] Ar 11 Ar 12 R 11 and R 12 The substituents described herein are each independently selected from at least one of the following: C1-C6 straight-chain or branched alkyl groups (e.g., methyl, ethyl, propyl, n-butyl, tert-butyl, n-pentyl, isopentyl, hexyl, etc.), C6-C20 aryl groups (e.g., C6, C8, C10, C12, C16, or C20, etc.), and C6-C20 heteroaryl groups (e.g., C6, C8, C10, C12, C16, or C20, etc.).

[0029] The following are preferred technical solutions of the present invention, but are not intended to limit the technical solutions provided by the present invention. The purpose and beneficial effects of the present invention can be better achieved and realized through the following preferred technical solutions.

[0030] As a preferred embodiment of the present invention, the at least two compounds having the structure shown in Formula I include the Formula I compound that meets condition (1) and the Formula I compound that meets at least one of conditions (2) to (6).

[0031] Preferably, the volume ratio of the compound of formula I that meets condition (1) and the compound of formula I that meets at least one of conditions (2) to (6) is 1:(0.1 to 1), for example, it can be 1:0.1, 1:0.2, 1:0.3, 1:0.4, 1:0.5, 1:0.6, 1:0.7, 1:0.8, 1:0.9 or 1:1, etc.

[0032] In this invention, a compound satisfying condition (1) (a compound having the structure shown in Formula I and not containing deuterium atoms) and a compound satisfying at least one of conditions (2) to (6) (a compound having the structure shown in Formula I and containing Ar atoms) are used. 11 Ar 12 R 11 R 12 When used in combination with compounds in which at least one hydrogen atom in an anthracene ring is completely replaced by a deuterium atom, the resulting deuterated composition can be used as the main material for OLED light-emitting devices, thus enabling the OLED light-emitting devices to have a longer lifespan.

[0033] As a preferred technical solution of the present invention, the Ar 11 Ar 12 R 11 and R 12 Each is independently selected from substituted or unsubstituted varieties. Any one of the following; wherein the substitution refers to the complete replacement of all hydrogen atoms in the above substituents with deuterium atoms.

[0034] Preferably, the Ar 12 Selected from substituted or unsubstituted Any one of the above; the substitution refers to the complete replacement of all hydrogen atoms in the above substituents with deuterium atoms.

[0035] Preferably, the R 11 and R 12 Each is independently selected from substituted or unsubstituted methyl, ethyl, propyl, butyl, Any one of the above; the substitution refers to the complete replacement of all hydrogen atoms in the above substituents with deuterium atoms.

[0036] As a preferred embodiment of the present invention, the compound having the structure shown in Formula I is selected from any one of the following substituted or unsubstituted compounds:

[0037]

[0038]

[0039]

[0040]

[0041]

[0042]

[0043]

[0044]

[0045]

[0046]

[0047]

[0048]

[0049]

[0050]

[0051] The substitution refers to the substitution of the corresponding Ar in the above compounds. 11 Ar 12 R 11 Or R 12 At least one of the substituents at a given position has all hydrogen atoms replaced by deuterium atoms; and / or all hydrogen atoms on the anthracene ring in the above compounds have all hydrogen atoms replaced by deuterium atoms.

[0052] It should be noted that the deuterated composition of the present invention is preferably a combination of the above-mentioned compounds with different carbon structures, thereby producing an organic electroluminescent device with better overall performance.

[0053] As a preferred embodiment of the present invention, the deuterated composition further includes a compound having the structure shown in Formula II:

[0054]

[0055] Wherein, the Ar 21 Ar 22 Each is independently selected from any one of substituted or unsubstituted C6-C20 aryl groups (e.g., C6, C8, C10, C12, C14, C16, C18, or C20) or substituted or unsubstituted C3-C20 heteroaryl groups (e.g., C3, C6, C8, C10, C12, C14, C16, C18, or C20).

[0056] The R 21 R22 and R 23 Each is independently selected from any one of hydrogen, C1-C12 straight-chain or branched alkyl groups (e.g., C1, C2, C4, C6, C8, C10 or C12), and C6-C12 cycloalkyl groups (e.g., C6, C7, C8, C9, C10, C11 or C12);

[0057] Ar 21 Ar 22 The substituents described herein are each independently selected from C1-C5 straight-chain or branched alkyl groups (e.g., methyl, ethyl, propyl, n-butyl, isobutyl, tert-butyl, etc.) or C6-C12 aryl groups (e.g., phenyl, toluene, naphthyl, etc.).

[0058] Preferably, Ar21 and Ar22 are each independently selected from... Any one of them.

[0059] Preferably, the R 11 R 22 and R 23 Each is independently selected from any one of hydrogen, methyl, ethyl, propyl, n-butyl, isobutyl, sec-butyl, tert-butyl, cyclohexyl, or adamantyl.

[0060] Preferably, the compound having the structure shown in Formula II is selected from any one of the following compounds:

[0061]

[0062]

[0063] As a preferred embodiment of the present invention, the deuterated composition further includes a compound having the structure shown in Formula III:

[0064]

[0065] Wherein, the Ar 31 Ar 32 Ar 33 and Ar 34 Each is independently selected from any one of substituted or unsubstituted C6-C22 aryl groups (e.g., C6, C8, C10, C12, C14, C16, C18, or C20, etc.) or substituted or unsubstituted C12-C40 heteroaryl groups (e.g., C12, C16, C20, C24, C28, C30, C32, C36, or C40, etc.);

[0066] R 31Selected from any one of phenyl, naphthyl, or biphenyl;

[0067] The a is selected from 0 or 1;

[0068] Ar 31 Ar 32 Ar 33 Ar 34 The substituents described herein are each independently selected from C1-C5 straight-chain or branched alkyl groups (e.g., methyl, ethyl, propyl, n-butyl, isobutyl, tert-butyl, etc.) or C6-C12 aryl groups (e.g., phenyl, etc.).

[0069] Preferably, the Ar 31 Ar 32 Ar 33 and Ar 34 Each independently selected Any one or at least two of them.

[0070] Preferably, the compound having the structure shown in Formula III is selected from any one of the following compounds:

[0071]

[0072] As a preferred embodiment of the present invention, the deuteration rate of the deuterated composition is 3% to 70%, for example, it can be 3%, 5%, 10%, 20%, 30%, 40%, 50%, 60% or 70%, etc.

[0073] It should be noted that the deuteration rate refers to the percentage of deuterium atoms (D) in the composition or compound relative to the total number of deuterium atoms and hydrogen atoms (H), i.e., deuteration rate = y / (x+y)*100%, where y is the number of deuterium atoms in the composition or compound and x is the number of hydrogen atoms in the composition or compound. If the composition or compound consists entirely of H atoms and has no D atoms, the deuteration rate is 0%. If all H atoms in the composition or compound are replaced by D atoms, the deuteration rate is 100%.

[0074] In a second aspect, the present invention provides an organic electroluminescent device, the organic electroluminescent device comprising an anode, a cathode and an organic thin film layer disposed between the anode and the cathode, the organic thin film layer comprising a light-emitting layer;

[0075] The material of the organic thin film layer includes the deuterated composition as described in the first aspect.

[0076] As a preferred embodiment of the present invention, the material of the light-emitting layer includes the deuterated composition as described in the first aspect.

[0077] Thirdly, the present invention provides a display device comprising the organic electroluminescent device as described in the second aspect.

[0078] Compared with the prior art, the present invention has the following beneficial effects:

[0079] In this invention, by designing the composition of the deuterated composition and further by using a combination of deuterated compounds with specific structural formulas, and by using this deuterated composition as the main material of the OLED light-emitting device, the OLED light-emitting device has a lower driving voltage, higher current efficiency and longer lifespan. Detailed Implementation

[0080] To facilitate understanding of the present invention, the following embodiments are provided. Those skilled in the art should understand that these embodiments are merely illustrative and should not be construed as limiting the scope of the invention.

[0081] The host material of the light-emitting layer of the organic electroluminescent devices provided in the following examples and comparative examples is selected from any one or a combination of at least two of the following BH series deuterated compositions:

[0082]

[0083] The preparation methods for BH1-a and BH2-a are as follows:

[0084] (1) Synthesis of BH1-a

[0085]

[0086] The synthesis method followed the existing SUZUKI coupling reaction to obtain product BH1-a. BH1-a was analyzed by mass spectrometry, and the m / z was 513.25.

[0087] (2) Synthesis of BH2-a

[0088]

[0089] The synthesis method followed the existing SUZUKI coupling reaction to obtain the product BH2-a. BH2-a was analyzed by mass spectrometry, and the m / z was 555.25.

[0090] The deuteration rates of the BH series deuterated compositions provided in the following examples are shown in Table 1 below. The deuteration rate is obtained by calculation. The deuteration rate refers to the percentage content of the number of deuterium atoms (D) in the composition or compound relative to the total number of deuterium atoms and hydrogen atoms (H), i.e., deuteration rate = y / (x+y)*100%, where y is the number of deuterium atoms in the composition or compound and x is the number of hydrogen atoms in the composition or compound. Assuming that the composition or compound is entirely composed of H and has no D, the deuteration rate is 0%. If all H atoms in the composition or compound are replaced by D, the deuteration rate is 100%.

[0091] Table 1

[0092]

[0093]

[0094] The specific structures of the compounds used in the following examples are shown below:

[0095]

[0096] Example 1

[0097] This embodiment provides an organic electroluminescent device, the structure of which is ITO / HILO2 (100nm) / HT (40nm) emitting layer (30nm): BD-3 (3%) / TPBI (30nm) / LiF (0.5nm) / Al (150nm);

[0098] The fabrication method of the above-mentioned organic electroluminescent device is as follows:

[0099] (1) The glass substrate coated with ITO transparent conductive layer (as anode) is ultrasonically treated in cleaning agent, then rinsed in deionized water, then ultrasonically degreased in a mixed solvent of acetone and ethanol, then dried completely in a clean environment, then cleaned with ultraviolet light and ozone, and bombarded with low-energy cation beam to improve the properties of ITO surface and enhance its bonding ability with hole injection layer.

[0100] (2) Place the glass substrate in a vacuum chamber and evacuate it to 1×10⁻⁶. -5 ~1×10 -4 Pa, HIL02 was vacuum-deposited on the anode as a hole injection layer at a deposition rate of 0.01 nm / s and a film thickness of 100 nm;

[0101] (3) HT was vacuum-deposited on the hole injection layer as a hole transport layer at a deposition rate of 0.01 nm / s and a film thickness of 40 nm.

[0102] (4) A light-emitting layer is vacuum-deposited on the hole transport layer at a deposition rate of 0.01 nm / s and a total film thickness of 30 nm. The composition of the light-emitting layer main material is BH1 and BH1-a (the volume ratio of the two is 1:0.5), the doping material is BD-3, and the volume ratio of the light-emitting layer main material to the doping material is 100:3. When the light-emitting layer main material is two or more substances, different main materials are placed in different evaporation sources, and the deposition rate of different main materials is controlled so that the mixture with different volume ratios can be used as the light-emitting layer main material in the organic electroluminescent device.

[0103] (5) TPBI was vacuum-deposited on the organic light-emitting layer as the electron transport layer of the organic electroluminescent device; the deposition rate was 0.01 nm / s and the total film thickness was 30 nm.

[0104] (6) Vacuum evaporation of 0.5 nm LiF and 150 nm Al on the electron transport layer as electron injection layer and cathode to obtain the organic electroluminescent device.

[0105] Examples 2-9

[0106] Examples 2-9 provide an organic electroluminescent device, which differs from Example 1 only in that the main material of the light-emitting layer in Example 1 is replaced with the composition of the main material of the light-emitting layer as described in Table 2 below. Other structures, materials and preparation methods are the same as in Application Example 1.

[0107] Comparative Examples 1-4

[0108] Comparative Examples 1-4 each provide an organic electroluminescent device, which differs from Example 1 only in that the main material of the light-emitting layer in Example 1 is replaced with the composition of the main material of the light-emitting layer as described in Table 2 below. The other structures, materials and preparation methods are the same as those in Example 1.

[0109] It should be noted that the proportions of the components of the main material of the light-emitting layer in Table 2 below are volume ratios. For example, in Comparative Example 1, the content of BH1 is 1, and the content of other components is 0, which means that the main material of the light-emitting layer in the organic electroluminescent device provided by Comparative Example 1 is only BH1. In Example 1, the content of BH1 is 1, the content of BH1-a is 0.5, and the content of other components is 0, which means that the main material of the light-emitting layer in the organic electroluminescent device provided by Example 1 is BH1 and BH1-a, and the volume ratio of the two is 1:0.5.

[0110] It should also be noted that, since the density of the main materials is roughly the same and the molecular weight of each main material is not much different, the volume ratio is directly converted into the mass ratio when calculating the deuteration rate. This deuteration rate is just a calculated value and is not the deuteration rate in the strict sense.

[0111] Performance testing:

[0112] The driving voltage, current efficiency, and lifetime (LT90) of the organic electroluminescent devices provided above were tested using the OLED-1000 multi-channel accelerated aging lifetime and photoluminescence performance analysis system manufactured by Hangzhou Yuanfang. LT90 refers to the time required for the brightness to decrease to 90% of its original brightness while maintaining an initial brightness of 2000 nits with a constant current density. Specific test results are shown in Table 2.

[0113] Table 2

[0114]

[0115]

[0116] As can be seen from the data in Comparative Examples 1-4, as the deuteration rate increases, the driving voltage gradually decreases and the current efficiency gradually increases, but the service life LT90 first increases and then decreases.

[0117] As shown in Table 2, the organic electroluminescent devices prepared using multi-body materials have superior performance, with a low driving voltage of 3.69–4.18V, a high current efficiency of 3.98–4.31cd / A, and a long service life of LT90 of 123–231h.

[0118] Meanwhile, data from Examples 1-4 and 8-9 show that when the main material is a combination of a compound that contains no deuterium atoms and a compound that contains deuterium atoms, the organic electroluminescent device prepared has a longer lifespan. Furthermore, since the preparation of compounds that contain no deuterium atoms is relatively simple and cost-effective, the OLED device prepared when the main material is a combination of a compound that contains no deuterium atoms and a compound that contains deuterium atoms has a lower cost.

[0119] Examples 10-11

[0120] Examples 10-11 provide an organic electroluminescent device, wherein the structure of the organic electroluminescent device is ITO / HILO2 (100nm) / HT (40nm) emitting layer (30nm): BD-2 (3%) / TPBI (30nm) / LiF (0.5nm) / Al (150nm);

[0121] The only difference from Example 1 is that the main material of the light-emitting layer in Example 1 is replaced with the composition of the main material of the light-emitting layer as described in Table 3 below, and the doping material is replaced with BD-2; the other structures, materials and preparation methods are the same as in Application Example 1.

[0122] Comparative Examples 5-7

[0123] Comparative Examples 5-7 each provide an organic electroluminescent device, which differs from Example 10 only in that the main material of the light-emitting layer in Example 10 is replaced with the composition of the main material of the light-emitting layer as described in Table 3 below; other structures, materials and preparation methods are the same as in Example 10.

[0124] The composition of the main material of the luminescent layer and the calculation of the deuteration rate in Table 3 are the same as in Table 2.

[0125] Performance testing:

[0126] The driving voltage, current efficiency, and lifetime (LT90) of the organic electroluminescent devices provided above were tested using the OLED-1000 multi-channel accelerated aging lifetime and photochromic performance analysis system manufactured by Hangzhou Yuanfang. LT90 refers to the time required for the brightness to decrease to 90% of its original brightness while maintaining an initial brightness of 2000 nits with a constant current density. Specific test results are shown in Table 3.

[0127] Table 3

[0128]

[0129] As can be seen from the data in Comparative Examples 5-7, as the deuteration rate increases, the driving voltage gradually decreases and the current efficiency gradually increases, but the lifetime LT90 first increases and then decreases.

[0130] As shown in Table 3, the organic electroluminescent devices prepared using multi-body materials exhibit superior performance, with lower driving voltage, higher current efficiency, and longer lifetime (LT90).

[0131] Meanwhile, data from Examples 10-11 show that when the main material is a combination of a compound that contains no deuterium atoms and a compound that contains deuterium atoms, the organic electroluminescent device prepared has a longer lifespan.

[0132] Examples 12-15

[0133] Examples 12-15 provide an organic electroluminescent device, wherein the structure of the organic electroluminescent device is ITO / HILO2 (100nm) / HT (40nm) emitting layer (30nm): BD-1 (3%) / TPBI (30nm) / LiF (0.5nm) / Al (150nm);

[0134] The only difference from Example 1 is that the main material of the light-emitting layer in Example 1 is replaced with the composition of the main material of the light-emitting layer as described in Table 4 below, and the doping material is replaced with BD-1; the other structures, materials and preparation methods are the same as in Example 1.

[0135] Comparative Examples 8-9

[0136] Comparative Examples 8 and 9 each provide an organic electroluminescent device, differing from Example 12 only in that the main material of the light-emitting layer in Example 12 is replaced with the composition of the main material of the light-emitting layer as described in Table 4 below; other structures, materials and preparation methods are the same as in Example 12.

[0137] Performance testing:

[0138] The driving voltage, current efficiency, and lifetime (LT90) of the organic electroluminescent devices provided above were tested using the OLED-1000 multi-channel accelerated aging lifetime and photoluminescence performance analysis system manufactured by Hangzhou Yuanfang. LT90 refers to the time required for the brightness to decrease to 90% of its original brightness while maintaining an initial brightness of 2000 nits with a constant current density. Specific test results are shown in Table 4.

[0139] Table 4

[0140]

[0141] As shown in Table 4, the organic electroluminescent devices prepared using multi-body materials exhibit superior performance, with lower driving voltage, higher current efficiency, and longer lifetime (LT90).

[0142] Meanwhile, data from Examples 12-14 show that when the main material is a combination of a compound that contains no deuterium atoms and a compound that contains deuterium atoms, the organic electroluminescent device prepared has a longer lifespan.

[0143] Furthermore, a comparison of the data from Examples 13-14 and Example 12 shows that when the carbon atom composition of the two materials constituting the main body is different, the organic electroluminescent device prepared is more effective.

[0144] In summary, this invention, through the design of the deuterated composition and the combined use of deuterated compounds with specific structural formulas, and by using this deuterated composition as the main material of the OLED light-emitting device, enables the OLED light-emitting device to have a lower driving voltage, higher current efficiency, and longer lifespan.

[0145] The applicant declares that the detailed process flow of this invention is illustrated by the above embodiments, but this invention is not limited to the above detailed process flow, that is, it does not mean that this invention must rely on the above detailed process flow to be implemented. Those skilled in the art should understand that any improvements to this invention, equivalent substitutions of raw materials for the product of this invention, addition of auxiliary components, and selection of specific methods, etc., all fall within the protection scope and disclosure scope of this invention.

Claims

1. A deuterated composition, characterized in that, The deuterated composition comprises at least two compounds, each having a structure as shown in Formula I; Wherein, the Ar 11 Selected from Any one of them; Ar 12 Selected from The R 11 and R 12 Each is independently selected from any one of deuterium, substituted or unsubstituted C1-C6 straight-chain or branched alkyl groups, substituted or unsubstituted C6-C40 aryl groups, and substituted or unsubstituted C12-C40 heteroaryl groups; The m and n are each independently selected from 0; The compound having the structure shown in Formula I meets at least one of the following conditions: (1) Formula I does not contain deuterium atoms; (2) Ar in Equation I 11 All hydrogen atoms on the surface are replaced by deuterium atoms; (3) Ar in Equation I 12 All hydrogen atoms on the surface are replaced by deuterium atoms; (4) In formula I, all hydrogen atoms on the anthracene ring are replaced by deuterium atoms; (5) In equation I, R 11 The R is selected from any one of C1-C6 alkyl, substituted or unsubstituted C6-C40 aryl, and substituted or unsubstituted C12-C40 heteroaryl. 11 All hydrogen atoms on the surface are replaced by deuterium atoms; (6) In equation I, R 12 The R is selected from any one of C1-C6 alkyl, substituted or unsubstituted C6-C40 aryl, and substituted or unsubstituted C12-C40 heteroaryl. 12 All hydrogen atoms on the surface are replaced by deuterium atoms; The at least two compounds having the structure shown in Formula I include at least one of the Formula I compounds that meet any one of conditions (2) to (6).

2. The deuterated composition according to claim 1, characterized in that, The at least two compounds having the structure shown in Formula I include the Formula I compound that meets condition (1) and the Formula I compound that meets at least one of conditions (2) to (6).

3. The deuterated composition according to claim 2, characterized in that, The volume ratio of the compound of formula I that meets condition (1) to the compound of formula I that meets at least one of conditions (2) to (6) is 1:(0.1 to 1).

4. The deuterated composition according to claim 1, characterized in that, The compound having the structure shown in Formula I is selected from any one of the following substituted or unsubstituted compounds:

5. The deuterated composition according to claim 1, characterized in that, The deuterated composition also includes compounds having the structure shown in Formula II: Wherein, the Ar 21 Ar 22 Each is independently selected from any one of substituted or unsubstituted C6-C20 aryl groups or substituted or unsubstituted C3-C20 heteroaryl groups; The R 21 R 22 and R 23 Each is independently selected from any one of hydrogen, C1-C12 straight-chain or branched alkyl, and C6-C12 cycloalkyl; Ar 21 Ar 22 The substituents described herein are each independently selected from C1-C5 straight-chain or branched alkyl groups or C6-C12 aryl groups.

6. The deuterated composition according to claim 5, characterized in that, The Ar 21 Ar 22 Each independently selected Any one of them.

7. The deuterated composition according to claim 5, characterized in that, The R 21 R 22 and R 23 Each is independently selected from any one of hydrogen, methyl, ethyl, propyl, n-butyl, isobutyl, sec-butyl, tert-butyl, cyclohexyl, or adamantyl.

8. The deuterated composition according to claim 5, characterized in that, The compound having the structure shown in Formula II is selected from any one of the following compounds:

9. The deuterated composition according to claim 1, characterized in that, The deuterated composition also includes compounds having the structure shown in Formula III: Wherein, the Ar 31 Ar 32 Ar 33 and Ar 34 Each is independently selected from any one of substituted or unsubstituted C6-C22 aryl groups or substituted or unsubstituted C12-C40 heteroaryl groups; R 31 Selected from any one of phenyl, naphthyl, or biphenyl; The a is selected from 0 or 1; Ar 31 Ar 32 Ar 33 Ar 34 The substituents described herein are each independently selected from C1-C5 straight-chain or branched alkyl groups or C6-C12 aryl groups.

10. The deuterated composition according to claim 9, characterized in that, The Ar 31 Ar 32 Ar 33 and Ar 34 Each independently selected Any one or at least two of them.

11. The deuterated composition according to claim 9, characterized in that, The compound having the structure shown in Formula III is selected from any one of the following compounds:

12. The deuterated composition according to claim 1, characterized in that, The deuteration rate of the deuterated composition is 3% to 70%.

13. An organic electroluminescent device, characterized in that, The organic electroluminescent device includes an anode, a cathode, and an organic thin film layer disposed between the anode and the cathode, wherein the organic thin film layer includes a light-emitting layer; The material of the organic thin film layer includes the deuterated composition as described in any one of claims 1-12.

14. The organic electroluminescent device according to claim 13, characterized in that, The material of the light-emitting layer includes the deuterated composition as described in any one of claims 1-12.

15. A display device, characterized in that, The display device includes the organic electroluminescent device as described in claim 13 or 14.

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