Anthracene composition, organic electroluminescent device, and display device

Abstract

This invention provides a composition, an organic electroluminescent device, and a display device. The composition comprises a first compound having the structure shown in Formula I: A specific composition was used as the light-emitting layer material for OLED light-emitting devices, resulting in OLED light-emitting devices with a lower lifetime voltage growth.

Description

An anthracene composition, an organic electroluminescent device, and a display device Technical Field

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

[0002] Compared to other flat panel displays (e.g., liquid crystal displays (LCDs), plasma display panels (PDPs), field emission displays (FEDs), etc.), organic light-emitting devices (OLEDs) have a simpler structure, various processing advantages, higher brightness, excellent viewing angle characteristics, faster response speed, and lower driving voltage. Therefore, they have been fully developed for use as light sources for flat panel displays (e.g., wall-mounted TVs), or as backlight units for displays, lighting fixtures, advertising boards, etc.

[0003] The structure of an organic light-emitting diode (OLED) device specifically consists of an anode, a cathode, and an organic layer between them. To improve the efficiency and stability of OLED devices, the organic material layer comprises multiple layers with different materials, such as a hole injection layer (HIL), a hole transport layer (HTL), a hole blocking layer, an emissive layer, an electron transport layer (ETL), and an electron injection layer (EIL). Currently, organic light emission has become a mainstream display technology, and correspondingly, various novel OLED materials have been developed.

[0004] To meet the increasingly higher demands for OLED devices, there is an urgent need to develop a wider variety of materials to improve their performance in terms of current efficiency and lifetime. Another aspect is that, during use, the driving voltage required to achieve the same brightness in an OLED device gradually increases over time; this is known as lifetime voltage growth. A smaller lifetime voltage growth value indicates more stable OLED device performance. Summary of the Invention

[0005] To address the shortcomings of existing technologies, the present invention aims to provide a composition, an organic electroluminescent device, and a display device. In this invention, by designing the compound structure and using a composition with a specific composition as the light-emitting layer material of the OLED light-emitting device, the OLED light-emitting device exhibits a lower lifetime voltage growth.

[0006] To achieve this objective, the present invention adopts the following technical solution:

[0007] In a first aspect, the present invention provides a composition comprising a first compound having a structure as shown in Formula I:

[0008]

[0009] 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;

[0010] 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;

[0011] 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;

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

[0013] The first compound is a fully deuterated compound, meaning that all hydrogen atoms in Formula I are replaced by deuterium atoms. The deuteration rate of the first compound is 100%.

[0014] The following compositions are excluded, and all components in the following compositions are in the same proportion:

[0015] Compositions of BH2208-3 and BH2208, compositions of BH2208-3 and BH2208-1, compositions of BH2208-3 and BH2208-2, and compositions of BH2208-3, BH2208, BH2208-1, and BH2208-2.

[0016] Compositions of BH2209-2 and BH2209, and compositions of BH2209-2 and BH2209-1;

[0017] A composition of BH2210 and BH2210-1;

[0018] Compositions of BH2301-2 and BH2301, compositions of BH2301-2 and BH2301-1, and compositions of BH2301-2, BH2301-1, and BH2301;

[0019]

[0020]

[0021] Of course, considering the purity of organic compounds, the deuteration rate of the first compound in the sense of this invention is 100%, which is not an absolute 100% in a theoretical sense. It may be 99%, or it may be 98% or lower, but it should be at least above 95%.

[0022] Furthermore, the aforementioned Ar 11 Ar 12 R 11 and R 12 The C6-C40 aryl group and the C12-C40 heteroaryl group, whether substituted or unsubstituted, 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, dinaphtho[a]furanyl, and dibenzo[a]thiophene.

[0023] Furthermore, the composition provided by the present invention further includes a second component having the structure shown in Formula I, wherein the second compound as the second component is different from the first compound as the first component.

[0024] The second component can be either deuterated or undeuterated.

[0025] Furthermore, the parent nucleus of the second compound, which is the second component, is different from the parent nucleus of the first compound, which is the first component.

[0026] Furthermore, the composition provided by the present invention also includes a third component having the structure shown in Formula I, wherein the third compound as the third component is different from the first compound as the first component and the second compound as the second component.

[0027] The third component can be either deuterated or undeuterated.

[0028] As a preferred technical solution of the present invention, the Ar 11 Ar 12 R 11 and R 12 Each independently selected

[0029]

[0030] Any one of them.

[0031] Preferably, the Ar 12 Selected from Any one of them.

[0032] Preferably, the R 11 and R 12 Each is independently selected from methyl, ethyl, propyl, butyl, Any one of them.

[0033] As a preferred embodiment of the present invention, the structure shown in Formula I is selected from any one of the following structures:

[0034]

[0035]

[0036]

[0037]

[0038]

[0039]

[0040] Furthermore, the structure shown in Equation I is selected from the following:

[0041]

[0042]

[0043]

[0044] Furthermore, the compound shown in Formula I is selected from one of BH, BH1, BH2, BH3, and BH4.

[0045] Furthermore, the first compound of the composition of the present invention is one of BH-1, BH1-1, BH2-1, BH3-1, and BH4-1.

[0046] Furthermore, the second compound of the composition of the present invention is one of BH, BH-2 to BH-6, BH1, BH1-2 to BH1-5, BH2, BH2-2 to BH2-4, BH3, BH3-2 to BH3-3, BH4, BH4-2 to BH4-4.

[0047] Furthermore, the third compound in the composition of the present invention is one of BH, BH-2 to BH-6, BH1, BH1-2 to BH1-5, BH2, BH2-2 to BH2-4, BH3, BH3-2 to BH3-3, BH4, BH4-2 to BH4-4.

[0048]

[0049]

[0050] D7 indicates that the corresponding ring contains 7 D atoms, for example: Represents the following structure: Other situations can be understood similarly.

[0051] As a preferred embodiment of the present invention, the composition further includes a compound having the structure shown in Formula II:

[0052]

[0053] Among them, R 21 R 22 and R 23 Each is independently selected from hydrogen, C1-C12 (e.g., C1, C2, C4, C6, C8, C10, or C12) straight-chain or branched alkyl groups, C6-C12 (e.g., C6, C7, C8, C9, C10, C11, or C12) cycloalkyl groups, -NAr 23 Ar 24 Any one of them;

[0054] Ar 21 Ar 22 Ar 23 Ar 24 Each is independently selected from any one of substituted or unsubstituted C6-C20 (e.g., C6, C8, C10, C12, C14, C16, C18, or C20) aryl groups and substituted or unsubstituted C3-C20 (e.g., C3, C6, C8, C10, C12, C14, C16, C18, or C20) heteroaryl groups;

[0055] Ar 21Ar 22 Ar 23 Ar 24 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.).

[0056] As a preferred technical solution of the present invention, the Ar 21 Ar 22 Ar 23 Ar 24 Each independently selected

[0057] Any of the following, with dashed lines representing connection points.

[0058] Preferably, 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.

[0059] Preferably, the compound of formula II is selected from any one of the following compounds:

[0060]

[0061]

[0062] As a preferred embodiment of the present invention, the composition further includes a compound of formula III:

[0063]

[0064] Among them, 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.);

[0065] R31 Selected from any one of phenyl, naphthyl, or biphenyl;

[0066] a is selected from 0 or 1;

[0067] 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.).

[0068] Preferably, the Ar 31 Ar 32 Ar 33 and Ar 34 Each independently selected Any one or at least two of the above, with dashed lines indicating connection sites.

[0069] Preferably, the compound of formula III is selected from any one of the following compounds:

[0070]

[0071] As a preferred embodiment of the present invention, the composition further includes a compound having the structure shown in Formula IV:

[0072]

[0073] Among them, X1, X2, X3, and X4 are each independently selected from O, S, and CR. 81 R 82 NR 83 ;

[0074] R 81 R 82 Each alkyl group is independently selected from C1-C10 (e.g., C1, C2, C3, C4, C5, C6, C7, C8, C9, or C10) or aryl group is selected from C6-C15 (e.g., C6, C7, C10, C12, or C15). R 81 and R 82 They can be connected in a ring using a single key;

[0075] R 83Alkyl groups selected from C1-C10 (e.g., C1, C2, C3, C4, C5, C6, C7, C8, C9, or C10, etc.) or aryl groups selected from C6-C15 (e.g., C6, C7, C10, C12, or C15, etc.);

[0076] R 61 ~R 76 Each of the following is independently selected from H, D, F, CN, alkyl groups of C1-C10 (e.g., C1, C2, C3, C4, C5, C6, C7, C8, C9, or C10), alkoxy groups of C1-C10 (e.g., C1, C2, C3, C4, C5, C6, C7, C8, C9, or C10), aryl groups of C6-C15 (e.g., C6, C7, C10, C12, or C15), and NR. 85 R 86 Any one of them;

[0077] R 85 R 86 Each is independently selected from alkyl groups of C1-C10 (e.g., C1, C2, C3, C4, C5, C6, C7, C8, C9, or C10) or aryl groups of C6-C15 (e.g., C6, C7, C10, C12, or C15), and R 85 R 86 They can be connected in a ring using a single key;

[0078] The R 61 ~R 76 When each alkyl group is independently selected from C1-C10 (e.g., it can be C1, C2, C3, C4, C5, C6, C7, C8, C9, or C10, etc.), any two adjacent R 61 ~R 76 They can be directly connected to form a ring;

[0079] The R 61 ~R 76 When each aryl group is independently selected from C6-C15 (e.g., it can be C6, C7, C10, C12, or C15, etc.), R 61 ~R 76 Can be used with R 61 ~R 76 The benzene rings they belong to are connected by -O-, -S-, and -CR-. 87 R 88 -、-NR 89 -Bridge, R 87 R 88 R 89Each is independently selected from alkyl groups of C1-C10 (e.g., C1, C2, C3, C4, C5, C6, C7, C8, C9 or C10, etc.) or aryl groups of C6-C15 (e.g., C6, C7, C10, C12 or C15, etc.);

[0080] Preferably, the alkyl group of C1-C10 is selected from any one of methyl, ethyl, propyl, butyl, pentyl, hexyl, and adamantyl, and more preferably from any one of methyl, ethyl, isopropyl, tert-butyl, and adamantyl.

[0081] Preferably, the alkoxy group of C1-C10 is selected from any one of methoxy, ethoxy, propoxy, butoxy, pentoxy, hexoxy, and adamantoxy.

[0082] Preferably, the aryl group of C6-C15 is selected from any one of phenyl, naphthyl, biphenyl, 9,9-dimethylfluorenyl, phenanthryl, and anthracene.

[0083] Examples are given below:

[0084] R 62 Selected from NR 85 R 86 And R 85 R 86 When all are selected from ethyl groups, the compounds of formula IV can be as follows:

[0085]

[0086] R 62 Selected from NR 85 R 86 And R 85 R 86 All are selected from ethyl groups, and R 85 R 86 The compounds of formula IV are cyclically linked by single bonds, and their structures are as follows:

[0087]

[0088] R 62 Selected from NR 85 R 86 And R 85 R 86 When all are selected from phenyl groups, the structure of compound IV is as follows:

[0089]

[0090] R 62 Selected from NR 85 R86 And R 85 R 86 All are selected from phenyl, and R 85 R 86 The compounds of formula IV are cyclically linked by single bonds, and their structures are as follows:

[0091]

[0092] The R 61 ~R 76 When each alkyl group is independently selected from C1-C10, any two adjacent R 61 ~R 76 They can be directly connected to form a ring; the R 61 ~R 76 When each aryl group is independently selected from C6-C15, R 61 ~R 76 Can be used with R 61 ~R 76 The benzene rings they belong to are connected by -O-, -S-, and -CR-. 87 R 88 -、-NR 89 -Bridge, R 87 R 88 R 89 Each is independently selected from C1-C10 alkyl groups or C6-C15 aryl groups;

[0093] Examples are given below:

[0094] R 61 R 62 When all are selected from ethyl groups, the structure of compound IV is as follows:

[0095]

[0096] R 61 R 62 All are selected from ethyl groups, and R 61 R 62 The structure of a compound of formula IV can be obtained by direct linking into a ring as follows:

[0097]

[0098] R 61 R 62 When all are selected from phenyl groups, the structure of compound IV is as follows:

[0099]

[0100] R61 Selected from phenyl, R 62 Selected from H, the structure of compound IV is as follows:

[0101]

[0102] R 61 It is a phenyl group, R 61 The benzene ring containing R61 can be connected via -O-, -S-, or -CR-. 87 R 88 -、-NR 89 -Bridging, the structure of compound IV is as follows:

[0103]

[0104]

[0105] Preferably, the compound of formula IV is selected from any one of the following compounds:

[0106]

[0107]

[0108] As a preferred embodiment of the present invention, the composition further includes a BDI compound of the formula:

[0109]

[0110] Among them, Ar 101 Ar 102 Ar 201 Ar 202 Each is independently selected from any one of substituted or unsubstituted C6-C40 (e.g., C6, C10, C12, C15, C18, C24, C30, C36, or C40) aryl groups, or substituted or unsubstituted C12-C20 (e.g., C12, C13, C14, C15, C16, C17, C18, C19, or C20) heteroaryl groups;

[0111] R 101 and R 102Each is independently selected from any one of the following: substituted or unsubstituted C1-C12 (e.g., C1, C2, C3, C4, C5, C6, C7, C8, C9, C10, C11, or C12) alkyl, substituted or unsubstituted C6-C40 (e.g., C6, C10, C12, C15, C18, C24, C30, C36, or C40), and substituted or unsubstituted C12-C20 (e.g., C12, C13, C14, C15, C16, C17, C18, C19, or C20) heteroaryl groups;

[0112] R 101 and R 102 They can be connected in a ring using a single key;

[0113] m and n are each independently selected from 0 or 1, and m and n are not both 0 at the same time;

[0114] Ar 101 Ar 102 Ar 201 Ar 202 R 101 and R 102 The substituents described herein are each independently selected from any one or a combination of at least two of the following: -D, -F, -CN, C1 to C12 (e.g., C1, C2, C3, C4, C5, C6, C7, C8, C9, C10, C11, or C12) alkyl, C1 to C6 (e.g., C1, C2, C3, C4, C5, or C6) alkoxy, C2 to C8 (e.g., C2, C3, C4, C5, C6, C7, or C8) alkenyl, C6 to C15 (e.g., C6, C7, C8, C10, C12, or C15), and C12 to C20 (e.g., C12, C15, C18, or C20) heteroaryl.

[0115] As a preferred embodiment of the present invention, the C6-C40 aryl group is selected from any one of phenyl, diphenyl, terphenyl, naphthyl, anthracene, phenanthryl, fluorenyl, benzo[a]fluorenyl, 9,10-diphenylanthryl, dibenzo[a]fluorenyl, naphthene, pyrene, peryl, spirofluorenyl, triphenylene, fluoranthyl, hydrogenated benzo[a]anthryl, ind[a]fluorenyl, benzo[a]ind[a]fluorenyl, dibenzo[a]ind[a]fluorenyl, naphthene, or benzo[a]naphthenefluorenyl, preferably any one of phenyl, naphthyl, diphenyl, terphenyl, fluoranthyl, fluorenyl, 9,10-diphenylanthryl, or benzo[a]fluorenyl.

[0116] Preferably, the C12-C20 heteroaryl group is selected from any one of dibenzofuranyl, dibenzothiophenyl, naphthobenzofuranyl, naphthobenzothiophenyl, dinaphthofuranyl, and dinaphthothiophenyl.

[0117] Preferably, the C1-C12 alkyl group is selected from methyl, ethyl, propyl, butyl, adamantyl, 1-methylcyclohexyl, 1-

[0118] Any one of methylcyclopentyl, cyclopentyl, or cyclohexyl.

[0119] Preferably, the C1 to C6 alkoxy groups are selected from any one of methoxy, ethoxy, propoxy, butoxy, or cyclohexyloxy, and the dashed lines indicate the connection sites.

[0120] Preferably, the C6-C15 aryl group is selected from any one of phenyl, naphthyl, or diphenyl.

[0121] As a preferred technical solution of the present invention, the Ar 101 and Ar 102 Each group is independently selected from any one of the following groups, whether substituted or unsubstituted: phenyl, naphthyl, diphenyl, triphenyl, fluoranyl, fluorenyl, 9,10-diphenylanthryl, benzofluorenyl, dibenzofuranyl, dibenzothiophenyl, naphthobenzofuranyl or naphthobenzothiophenyl;

[0122] The substituents are selected from any one or a combination of at least two of -D (deuterium atom), -F, -CN, phenyl, biphenyl, dibenzofuranyl, methyl, deuterated methyl, adamantyl, tert-butyl, 1-methylcyclopentyl, cyclohexyl, cyclopentyl, methoxy, cyclohexyloxy, naphthio, dibenzothiophenyl, and naphthobenzothiophenyl, with dashed lines indicating connection sites.

[0123] Preferably, the Ar 201 and Ar 202 Each group is independently selected from any one of the following groups, whether substituted or unsubstituted: phenyl, naphthyl, dibenzofuranyl or diphenyl;

[0124] The substituents are selected from any one or a combination of at least two of methyl, methoxy, phenyl, or dibenzofuranyl.

[0125] Preferably, R 101 and R 102 Each is independently selected from any one of methyl, ethyl, propyl, or phenyl.

[0126] Preferably, R 101 and R 102 same.

[0127] As a preferred embodiment of the present invention, the compound having the structure shown in formula BDI is selected from any one of the following compounds:

[0128]

[0129]

[0130]

[0131]

[0132]

[0133]

[0134]

[0135]

[0136] Preferably, the compound having the structure shown in formula BDI is selected from any one of the following compounds:

[0137]

[0138]

[0139] It should be noted that the present invention does not impose any special restrictions on the preparation methods of compounds of formulas I to IV and compounds represented by BDI, and commonly used preparation methods in the art are applicable.

[0140] 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;

[0141] The material of the organic thin film layer includes the composition described in the first aspect.

[0142] Preferably, the organic thin film layer includes a light-emitting layer;

[0143] The material of the light-emitting layer includes the composition described in the first aspect.

[0144] Thirdly, the present invention provides a display device comprising the organic electroluminescent device as described in the second aspect.

[0145] Compared with the prior art, the present invention has the following beneficial effects:

[0146] In this invention, by designing the structure of the compound and using a composition with a specific composition as the light-emitting layer material of the OLED light-emitting device, the OLED light-emitting device has a lower driving voltage, higher current efficiency, and longer lifetime, and also has a lower lifetime voltage growth. Detailed Implementation

[0147] 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.

[0148] The specific structures of some of the compounds used in the following device embodiments and device comparative examples are shown below:

[0149]

[0150]

[0151] Device Example 1

[0152] This embodiment of the device provides an organic electroluminescent device, the structure of which is ITO / HT (40nm) / light-emitting layer (30nm): BDI-2 (3%) / TPBI (30nm) / LiF (0.5nm) / Al (150nm);

[0153] The fabrication method of the above-mentioned organic electroluminescent device is as follows:

[0154] (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.

[0155] (2) Place the glass substrate in a vacuum chamber and evacuate it to 1×10⁻⁶. -6 ~1×10 -5 Pa, HT is vacuum-deposited on the anode as a hole transport layer at a deposition rate of 0.01 nm / s and a film thickness of 40 nm.

[0156] (3) 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 BH-1 and BH-2 (the volume ratio of the two is 1:1), and the doping material is BDI-2. The volume ratio of the light-emitting layer main material to the doping material is 97:3. 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.

[0157] (4) 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.

[0158] (5) 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.

[0159] Device Examples 2-7

[0160] Device Examples 2-7 each provide an organic electroluminescent device, which differs from Device Example 1 only in that the main material of the light-emitting layer is different. The specific composition of the main material of the light-emitting layer is detailed in the table below. The volume ratio of each compound in the main material of the light-emitting layer is the same (if the main material of the light-emitting layer consists of two compounds, the volume ratio of the two compounds is 1:1; if the main material of the light-emitting layer consists of three compounds, the volume ratio of the three compounds is 1:1:1). Other structures, materials and preparation methods are the same as those in Device Example 1.

[0161] Device Comparison Examples 1-4

[0162] Comparative Examples 1-4 each provide an organic electroluminescent device, which differs from Device Example 1 only in that the main material of the light-emitting layer is different. The specific composition of the main material of the light-emitting layer is detailed in the table below. The volume ratio of each compound in the main material of the light-emitting layer is 1:1. Other structures, materials and preparation methods are the same as those in Device Example 1.

[0163] Performance testing:

[0164] The lifetime voltage growth rate of the organic electroluminescent devices provided above was tested using the OLED-1000 multi-channel accelerated aging lifetime and photochromic performance analysis system manufactured by Hangzhou Yuanfang. The lifetime voltage growth rate refers to the measurement of an initial luminance of 3000 cd / m². 2 The voltage at that time was recorded as V1, and then the brightness was kept at 3000 (cd / m²). 2After 120 hours, the device drive voltage value V2, the lifetime voltage growth value is (V2-V1) / V1*100%.

[0165]

[0166] Note: In the table above, " / " indicates that the main material of the light-emitting layer in the embodiment or comparative example of the device does not contain the compound.

[0167] A comparison of devices in Comparative Examples 1-4 and Device Examples 1-7 shows that when the main material of the light-emitting layer comprises two components, and one of the components is a fully deuterated compound, the increase in device lifetime voltage is relatively low. Furthermore, when the main material of the light-emitting layer comprises three components, and one of the components is a fully deuterated compound, the increase in device lifetime voltage is further reduced.

[0168] Device Examples 8-9

[0169] Device Examples 8-9 provide an organic electroluminescent device, which differs from Device Example 1 only in that the main material of the light-emitting layer is different. The specific composition of the main material of the light-emitting layer is detailed in the table below. The volume ratio of each compound in the main material of the light-emitting layer is the same (if the main material of the light-emitting layer consists of two compounds, the volume ratio of the two compounds is 1:1; if the main material of the light-emitting layer consists of three compounds, the volume ratio of the three compounds is 1:1:1). Other structures, materials and preparation methods are the same as those in Device Example 1.

[0170] Device Comparison Examples 5-7

[0171] Comparative Examples 5-7 each provide an organic electroluminescent device, which differs from Device Example 1 only in that the main material of the light-emitting layer is different. The specific composition of the main material of the light-emitting layer is detailed in the table below. The volume ratio of each compound in the main material of the light-emitting layer is 1:1. Other structures, materials and preparation methods are the same as those in Device Example 1.

[0172] Performance testing:

[0173] The lifetime voltage growth rate of the organic electroluminescent devices provided above was tested using the OLED-1000 multi-channel accelerated aging lifetime and photochromic performance analysis system manufactured by Hangzhou Yuanfang. The lifetime voltage growth rate refers to the measurement of an initial luminance of 3000 cd / m². 2 The voltage at that time was recorded as V1, and then the brightness was kept at 3000 (cd / m²). 2 After 120 hours, the device drive voltage value V2, the lifetime voltage growth value is (V2-V1) / V1*100%.

[0174]

[0175] The data above shows that when the main material of the light-emitting layer includes two components, and one of the components is a fully deuterated compound, the device lifetime voltage growth rate is relatively low.

[0176] Device Examples 10-12

[0177] Device Examples 10-12 each provide an organic electroluminescent device, which differs from Device Example 1 only in that the main material of the light-emitting layer is different. The specific composition of the main material of the light-emitting layer is detailed in the table below. The volume ratio of each compound in the main material of the light-emitting layer is the same (if the main material of the light-emitting layer consists of two compounds, the volume ratio of the two compounds is 1:1; if the main material of the light-emitting layer consists of three compounds, the volume ratio of the three compounds is 1:1:1). Other structures, materials and preparation methods are the same as those in Device Example 1.

[0178] Device Comparison Example 8-10

[0179] Comparative Examples 8-10 each provide an organic electroluminescent device, which differs from Device Example 1 only in that the main material of the light-emitting layer is different. The specific composition of the main material of the light-emitting layer is detailed in the table below. The volume ratio of each compound in the main material of the light-emitting layer is 1:1. Other structures, materials and preparation methods are the same as those in Device Example 1.

[0180] Performance testing:

[0181] The lifetime voltage growth rate of the organic electroluminescent devices provided above was tested using the OLED-1000 multi-channel accelerated aging lifetime and photochromic performance analysis system manufactured by Hangzhou Yuanfang. The lifetime voltage growth rate refers to the measurement of an initial luminance of 3000 cd / m². 2 The voltage at that time was recorded as V1, and then the brightness was kept at 3000 (cd / m²). 2 After 120 hours, the device drive voltage value V2, the lifetime voltage growth value is (V2-V1) / V1*100%.

[0182]

[0183] The data above shows that when the main material of the light-emitting layer includes two components, and one of the components is a fully deuterated compound, the device lifetime voltage growth rate is relatively low.

[0184] Device Examples 13-14

[0185] Device Examples 13-14 provide an organic electroluminescent device, which differs from Device Example 1 only in that the main material of the light-emitting layer is different. The specific composition of the main material of the light-emitting layer is detailed in the table below. The volume ratio of each compound in the main material of the light-emitting layer is the same (if the main material of the light-emitting layer consists of two compounds, the volume ratio of the two compounds is 1:1; if the main material of the light-emitting layer consists of three compounds, the volume ratio of the three compounds is 1:1:1). Other structures, materials and preparation methods are the same as those in Device Example 1.

[0186] Device Comparison Examples 11-12

[0187] Comparative Examples 11-12 provide an organic electroluminescent device, which differs from Device Example 1 only in that the main material of the light-emitting layer is different. The specific composition of the main material of the light-emitting layer is shown in the table below. The volume ratio of each compound in the main material of the light-emitting layer is 1:1. Other structures, materials and preparation methods are the same as those in Device Example 1.

[0188] Performance testing:

[0189] The lifetime voltage growth rate of the organic electroluminescent devices provided above was tested using the OLED-1000 multi-channel accelerated aging lifetime and photochromic performance analysis system manufactured by Hangzhou Yuanfang. The lifetime voltage growth rate refers to the measurement of an initial luminance of 3000 cd / m². 2 The voltage at that time was recorded as V1, and then the brightness was kept at 3000 (cd / m²). 2 After 120 hours, the device drive voltage value V2, the lifetime voltage growth value is (V2-V1) / V1*100%.

[0190]

[0191] The data above shows that when the main material of the light-emitting layer includes two components, and one of the components is a fully deuterated compound, the device lifetime voltage growth rate is relatively low.

[0192] Device Examples 15-18

[0193] Device Examples 15-18 each provide an organic electroluminescent device, which differs from Device Example 1 only in that the main material of the light-emitting layer is different. The specific composition of the main material of the light-emitting layer is detailed in the table below. The volume ratio of each compound in the main material of the light-emitting layer is the same (if the main material of the light-emitting layer consists of two compounds, the volume ratio of the two compounds is 1:1; if the main material of the light-emitting layer consists of three compounds, the volume ratio of the three compounds is 1:1:1). Other structures, materials and preparation methods are the same as those in Device Example 1.

[0194] Device Comparison Examples 13-14

[0195] Comparative Examples 13-14 each provide an organic electroluminescent device, which differs from Device Example 1 only in that the main material of the light-emitting layer is different. The specific composition of the main material of the light-emitting layer is detailed in the table below. The volume ratio of each compound in the main material of the light-emitting layer is 1:1. Other structures, materials and preparation methods are the same as those in Device Example 1.

[0196] Performance testing:

[0197] The lifetime voltage growth rate of the organic electroluminescent devices provided above was tested using the OLED-1000 multi-channel accelerated aging lifetime and photochromic performance analysis system manufactured by Hangzhou Yuanfang. The lifetime voltage growth rate refers to the measurement of an initial luminance of 3000 cd / m². 2 The voltage at that time was recorded as V1, and then the brightness was kept at 3000 (cd / m²). 2 After 120 hours, the device drive voltage value V2, the lifetime voltage growth value is (V2-V1) / V1*100%.

[0198]

[0199] The data above shows that when the host material of the light-emitting layer includes two components, and one of the components is a fully deuterated compound, the increase in device lifetime voltage is relatively low. Furthermore, when the host material of the light-emitting layer includes two components with different core structures, the increase in device lifetime voltage is further reduced.

[0200] The difference in the parent nucleus structure here means that, disregarding the difference between H and D, the structures of the two components are different.

[0201] Having the same parent nucleus means that, disregarding the difference between H and D, the structures of the two components are identical. For example, BH, BH-1, BH-2, BH-3, BH-4, BH-5, and BH-6 have the same parent nucleus. BH and BH1 have different parent nuclei.

[0202] Device Examples 19-29

[0203] Device Examples 19-29 each provide an organic electroluminescent device, which differs from Device Example 1 only in that the main material of the light-emitting layer is different and the doping material is different. The specific composition of the main material of the light-emitting layer and the types of doping materials are detailed in the table below. The volume ratio of each compound in the main material of the light-emitting layer is the same (if the main material of the light-emitting layer consists of two compounds, the volume ratio of the two compounds is 1:1; if the main material of the light-emitting layer consists of three compounds, the volume ratio of the three compounds is 1:1:1). Other structures, materials and preparation methods are the same as those in Device Example 1.

[0204] Performance testing:

[0205] 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 color performance analysis system manufactured by Hangzhou Yuanfang. LT90 refers to the time required for the brightness to drop to 90% of the original brightness while maintaining the current density at an initial brightness of 1000 nits. The specific test results are shown in the table below, where the driving voltage, current efficiency, and LT90 are all relative values.

[0206]

[0207]

[0208] The data above show that the composition of the present invention exhibits superior performance when used to fabricate OLED devices. Furthermore, the performance is further improved when the doping material conforms to the general formula BDI of the present invention. When the doping material is BDI-2, the device efficiency is high; when the doping material is BDI-3, the device lifetime is long.

[0209] 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 composition, characterized in that, The composition includes a first compound. The second compound comprises any one of the following compounds: 、 Alternatively, the composition comprises a first compound. The second compound includes any one of the following compounds: Alternatively, the composition comprises a first compound. The second compound includes any one of the following compounds: Alternatively, the composition comprises a first compound. The second compound includes any one of the following compounds: Alternatively, the composition comprises a first compound. The second compound includes any one of the following compounds: Alternatively, the composition comprises a first compound. The second compound includes any one of the following compounds: 。 2. The composition according to claim 1, characterized in that, The composition also includes compounds with the structure shown in Formula II: Formula II; where R 21 R 22 and R 23 Each is independently selected from hydrogen, C1-C12 straight-chain or branched alkyl groups, C6-C12 cycloalkyl groups, and -NAr. 23 Ar 24 Any one of them; Ar 21 Ar 22 Ar 23 Ar 24 Each is independently selected from any one of substituted or unsubstituted C6-C20 aryl groups or substituted or unsubstituted C3-C20 heteroaryl groups; Ar 21 Ar 22 Ar 23 Ar 24 The substituents described herein are each independently selected from C1-C5 straight-chain or branched alkyl groups or C6-C12 aryl groups.

3. The composition according to claim 1, characterized in that, The composition also includes compounds having the structure shown in Formula III: Formula III; where 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 phenyl, naphthyl, or biphenyl; 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.

4. The composition according to claim 1, characterized in that, The composition also includes compounds having the structure shown in Formula IV: Formula IV; where X1, X2, X3, and X4 are each independently selected from O, S, and CR. 81 R 82 NR 83 ;R 81 R 82 Each is independently selected from C1-C10 alkyl or C6-C15 aryl, R 81 and R 82 A ring can be formed by connecting with a single key; R 83 Selected from C1-C10 alkyl groups or C6-C15 aryl groups; R 61 ~R 76 Each is independently selected from H, D, F, CN, C1-C10 alkyl, C1-C10 alkoxy, C6-C15 aryl, NR 85 R 86 Any one of them; R 85 R 86 Each is independently selected from C1-C10 alkyl or C6-C15 aryl, and R 85 R 86 The R can be connected into a ring via a single bond; 61 ~R 76 When each alkyl group is independently selected from C1-C10, any two adjacent R 61 ~R 76 They can be directly connected to form a ring; the R 61 ~R 76 When each aryl group is independently selected from C6-C15, R 61 ~R 76 Can be used with R 61 ~R 76 The benzene rings they belong to are connected by -O-, -S-, and -CR-. 87 R 88 -、-NR 89 -Bridge, R 87 R 88 R 89 Each is independently selected from alkyl groups of C1-C10 or aryl groups of C6-C15.

5. The composition according to claim 1, characterized in that, The composition also includes compounds having the formula BDI: Formula BDI; where Ar 101 Ar 102 Ar 201 Ar 202 Each is independently selected from any one of substituted or unsubstituted C6-C40 aryl groups or substituted or unsubstituted C12-C20 heteroaryl groups; R 101 and R 102 Each is independently selected from any one of substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C6-C40 aryl, or substituted or unsubstituted C12-C20 heteroaryl; R 101 and R 102 They can be linked into a ring using single bonds; m and n are each independently selected from 0 or 1, and m and n cannot both be 0 at the same time; Ar 101 Ar 102 Ar 201 Ar 202 R 101 and R 102 The substituents described herein are each independently selected from any one or a combination of at least two of -D, -F, -CN, C1~C12 alkyl, C1~C6 alkoxy, C2~C8 alkenyl, C6~C15 aryl, and C12~C20 heteroaryl.

6. The composition according to claim 1, characterized in that, The third compound in the composition is any one of the following compounds: 。 7. An organic electroluminescent device, characterized in that, The organic electroluminescent device comprises the composition according to any one of claims 1-6.

8. The organic electroluminescent device according to claim 7, characterized in that, The composition of the organic electroluminescent device contains the compound shown in claim 5 as BDI.

9. The organic electroluminescent device according to claim 8, characterized in that, The composition in the organic electroluminescent device contains the compound shown in BDI-2: 。 10. The organic electroluminescent device according to claim 8, characterized in that, The composition in the organic electroluminescent device contains the compound shown in BDI-3. 。

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