Phosphorescence-sensitized organic electroluminescent device

Abstract

The invention relates to a phosphorescent sensitized organic light-emitting device, which belongs to the technical field of display illumination, and sequentially comprises a substrate, a first electrode, an organic functional layer and a second electrode, the organic functional layer is located between the first electrode and the second electrode, the organic functional layer comprises at least one light-emitting layer, and the light-emitting layer is located between the first electrode and the second electrode. The light-emitting layer comprises a host material, a phosphorescent sensitizer and a boron-containing fluorescent material, and in the light-emitting layer of the organic electroluminescent device, the phosphorescent sensitizer shown in a general formula (A) is used for sensitizing the boron-containing fluorescent material shown in a general formula (B), so that the efficiency of the device can be effectively improved, and the service life of the device can be effectively prolonged.

Description

Technical Field

[0001] The present invention relates to the field of display lighting technology, and in particular to a phosphorescence-sensitized organic electroluminescent device. Background Art

[0002] Compared to liquid crystal displays (LCDs), organic light-emitting diodes (OLEDs) boast technological advantages such as lighter weight, thinner design, higher color contrast, lower power consumption, faster response, higher definition, and greater flexibility, and are considered to dominate future display terminal products. With the advent of the 5G era, the emerging information display industry urgently needs iterative development. The earlier, lower color gamut standards (BT.709 and DCIP3) are no longer sufficient to meet the high-quality technological development requirements of display products. To achieve the ultra-high definition and higher-quality performance requirements of display products, the next-generation display standard (BT.2020) is driving the development of OLED luminescent materials towards higher color purity, which requires core luminescent materials to have narrower emission spectra. Among the three commercialized OLED red, green and blue color rendering technologies, blue light uses traditional fluorescent triplet-triplet conversion (TTF) technology, which has low efficiency but high color purity and basically meets the BT.2020 display indicators; green light and red light use phosphorescence technology, which has high efficiency, and red light is close to the BT.2020 display indicators. Traditional green light display technology relies on the phosphorescence mechanism, and the device emission spectrum is wide and the shoulder peak is relatively high. In the industrialized OLED green light device, the top emission-bottom emission efficiency reversal ratio is sacrificed. Therefore, the efficiency and life bottlenecks ultimately achieved in the device are relatively obvious, and it is difficult to achieve narrower half-peak width and color purity, which is quite different from the requirements of high-definition display indicators. Therefore, it is very important to develop a new generation of green light display technology and apply it to green light devices.

[0003] Sensitization technology combines triplet exciton-sensitizing materials (including but not limited to TADF materials and phosphorescent materials) with fluorescent dopants. Using the triplet exciton-sensitizing material as an exciton sensitizer, the triplet excitons are fully utilized, transferring energy to the fluorescent dopant through energy transfer. This technology can also achieve 100% device internal quantum efficiency (DOI: 10.1038 / ncomms5016, DOI: 10.1038 / s41566-022-00958-4). This technology can overcome the insufficient exciton utilization of fluorescent dopants, effectively leveraging the high fluorescence quantum yield, high device stability, high color purity, and low cost of fluorescent dopants. It holds great promise for applications in OLEDs. In traditional phosphorescent devices, the phosphorescent material is the sole carrier in the light-emitting layer, resulting in extremely high charge pressure on the material and a relatively simple energy transfer and transmission process within the device. Using sensitization technology, the carrier recombination and exciton energy emission processes in OLED devices can be separated. The sensitizer is responsible for mixing singlet and triplet excitons during electroluminescence, while the sensitized material is responsible for emitting the energy transferred by the sensitizer as light. This reduces or even avoids triplet instability and low exciton utilization, and increases multiple effective energy transfer channels, reducing the decline in device efficiency and lifetime caused by the long residence time of energy on a single carrier (DOI: 10.1002 / tcr.201800148). Therefore, in essence, the sensitization mechanism is a further optimization of the traditional phosphorescent luminescence mechanism, distributing the charge pressure in the electroluminescent process to carriers with different key roles in the light-emitting layer, which can further improve the efficiency and lifetime of traditional phosphorescent devices (DOI: 10.1038 / s41566-022-00958-4).

[0004] Since 2020, green light materials with narrow half-width (half-width <30nm) based on boron nitride resonance structures have been reported one after another: and from 22 to 23, many green light boron nitride narrow emission materials and device effects were reported one after another, such as: DOI: 10.1002 / anie.202301930, DOI: 10.1038 / s41566-022-01106-8, DOI: 10.1002 / anie.202313254, DOI: 10.1038 / s41566-022-01083-y, DOI: 10.1002 / anie.202202380, etc., showing the high color purity and efficiency of this type of material, and have great potential as a new generation of green light organic electroluminescent display materials. However, the sensitization mechanism is highly dependent on the matching relationship between the sensitizer and the sensitized material. Therefore, it places high demands on the interaction relationship and spectral adaptability of different components. Only when each link in the sensitization process is matched with each other can beneficial technical effects be produced. Summary of the Invention

[0005] To solve the above technical problems, the present invention provides a phosphorescence-sensitized organic electroluminescent device. In the light-emitting layer of the organic electroluminescent device, by using a phosphorescence sensitizer represented by general formula (A) to sensitize the boron-containing fluorescent material represented by general formula (B), the efficiency and life of the device can be effectively improved.

[0006] The present invention provides a specific technical solution as follows: an organic electroluminescent device, comprising a substrate, a first electrode, an organic functional layer, and a second electrode in sequence, wherein the organic functional layer is located between the first electrode and the second electrode, and the organic functional layer comprises at least one light-emitting layer, wherein the light-emitting layer comprises a host material, a phosphorescent sensitizer, and a boron-containing fluorescent material, wherein the phosphorescent sensitizer is selected from the structure represented by general formula (A):

[0007] M(L a ) m (L b ) n General formula (A)

[0008] In the general formula (A), M represents one of Ir and Pt;

[0009] L a and L b are all ligands, m represents 0, 1, 2 or 3, n represents 0, 1, 2 or 3, and m+n is 3;

[0010] The L a and L b They are independently represented by the following structures:

[0011]

[0012] Each occurrence of Z is represented identically or differently as N or CR;

[0013] Each occurrence of R is the same or different and represents any one of a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a C1-C10 alkyl group which may be substituted or unsubstituted by a substituent, a C3-C10 cycloalkyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkenyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkynyl group which may be substituted or unsubstituted by a substituent, a silyl group which may be substituted or unsubstituted by a substituent, a borane group which may be substituted or unsubstituted by a substituent, a C1-C10 alkoxy group which may be substituted or unsubstituted by a substituent, a C6-C30 aryloxy group which may be substituted or unsubstituted by a substituent, an arylamine group which may be substituted or unsubstituted by a substituent, and a C2-C30 heteroaryl group which may be substituted or unsubstituted by a substituent;

[0014] Y represents O, S, N (Ra )、C(R b )(R c );

[0015] R a 、R b 、R c Each occurrence independently represents any one of C1-C10 alkyl group which may be substituted by a substituent, C3-C10 cycloalkyl group which may be substituted by a substituent, C2-C10 alkenyl group which may be substituted by a substituent, C2-C10 alkynyl group which may be substituted by a substituent, C6-C30 aryl group which may be substituted by a substituent, and C2-C30 heteroaryl group which may be substituted by a substituent;

[0016] The substituent is selected from one or more of deuterium, a halogen atom, a cyano group, a C1-C10 alkyl group, a deuterium-substituted C1-C10 alkyl group, a fluorine-substituted alkyl group, a C3-C10 cycloalkyl group, a deuterium-substituted C3-C10 cycloalkyl group, a C6-C30 aryl group, a deuterium-substituted C6-C30 aryl group, a C2-C30 heteroaryl group, and a deuterium-substituted C2-C30 heteroaryl group;

[0017] When L a and L b All are represented by the structure shown in formula a, and at least one R is not a hydrogen atom;

[0018] The boron-containing fluorescent material is selected from the structure shown in general formula (B):

[0019]

[0020] In the general formula (B), R1-R 19 Each occurrence of the same or different radicals may be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a C1-C10 alkyl group which may be substituted or unsubstituted by a substituent, a C3-C10 cycloalkyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkenyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkynyl group which may be substituted or unsubstituted by a substituent, a silanyl group which may be substituted or unsubstituted by a substituent, a borane group which may be substituted or unsubstituted by a substituent, a C1-C10 alkoxy group which may be substituted or unsubstituted by a substituent, a C6-C30 aryloxy group which may be substituted or unsubstituted by a substituent, an arylamino group which may be substituted or unsubstituted by a substituent, or a C2-C30 heteroaryl group which may be substituted or unsubstituted by a substituent;

[0021] R1-R 19 Any two adjacent ones can be connected to form a ring;

[0022] Ar1 and Ar2, when they appear each time, are the same or different and represent one of a hydrogen atom, a C1-C10 alkyl group which may be substituted or unsubstituted by a substituent, a C3-C10 cycloalkyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkenyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkynyl group which may be substituted or unsubstituted by a substituent, a silyl group which may be substituted or unsubstituted by a substituent, a borane group which may be substituted or unsubstituted by a substituent, a C1-C10 alkoxy group which may be substituted or unsubstituted by a substituent, a C6-C30 aryloxy group which may be substituted or unsubstituted by a substituent, an arylamino group which may be substituted or unsubstituted by a substituent, and a C2-C30 heteroaryl group which may be substituted or unsubstituted by a substituent;

[0023] M1, M2, and M3 are each independently a C6-C30 aromatic ring, a 5-membered to 30-membered heteroaromatic ring, or a C6-C10 aliphatic ring;

[0024] M4 and M5 are each independently a C6-C30 aromatic ring or a C6-C10 aliphatic ring;

[0025] X represents C or Si;

[0026] The substituents are selected from any one or more of deuterium, a halogen atom, a cyano group, a C1-C10 alkyl group, a deuterium-substituted C1-C10 alkyl group, a fluorine-substituted alkyl group, a C3-C10 cycloalkyl group, a deuterium-substituted C3-C10 cycloalkyl group, a C6-C30 aryl group, a deuterium-substituted C6-C30 aryl group, a C2-C30 heteroaryl group, and a deuterium-substituted C2-C30 heteroaryl group.

[0027] Furthermore, the phosphorescent sensitizer is selected from the structure shown in the general formula (A), wherein L a and L b It is represented by the following structure:

[0028]

[0029] R'1~R' 12 Each occurrence independently represents one of a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a C1-C10 alkyl group which may be substituted by a substituent, a C3-C10 cycloalkyl group which may be substituted by a substituent, a C1-C10 alkoxy group which may be substituted by a substituent, a C6-C10 aryloxy group which may be substituted by a substituent, a C6-C30 aryl group which may be substituted by a substituent, and a C2-C30 heteroaryl group which may be substituted by a substituent;

[0030] The substituents are selected from any one or more of deuterium, a halogen atom, a cyano group, a C1-C10 alkyl group, a deuterium-substituted C1-C10 alkyl group, a fluorine-substituted alkyl group, a C3-C10 cycloalkyl group, a deuterium-substituted C3-C10 cycloalkyl group, a C6-C30 aryl group, a deuterium-substituted C6-C30 aryl group, a C2-C30 heteroaryl group, and a deuterium-substituted C2-C30 heteroaryl group.

[0031] Furthermore, the phosphorescence sensitizer is selected from the structure represented by any one of the general formulas (A-1) to (A-6):

[0032]

[0033] In general formulae (A-1) to (A-6), each occurrence of Z is identical or different and represents N or CR;

[0034] Each occurrence of R is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a C1-C10 alkyl group which may be substituted or unsubstituted by a substituent, a C3-C10 cycloalkyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkenyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkynyl group which may be substituted or unsubstituted by a substituent, a silyl group which may be substituted or unsubstituted by a substituent, a borane group which may be substituted or unsubstituted by a substituent, a C1-C10 alkoxy group which may be substituted or unsubstituted by a substituent, a C6-C30 aryloxy group which may be substituted or unsubstituted by a substituent, an arylamine group which may be substituted or unsubstituted by a substituent, a C6-C30 aryl group which may be substituted or unsubstituted by a substituent, or a C2-C30 heteroaryl group which may be substituted or unsubstituted by a substituent;

[0035] In the general formula (A-1), at least one R is not a hydrogen atom;

[0036] Y represents O, S, N (R a )、C(R b )(R c );

[0037] Y1, Y2, Y3, Y4 represent single bonds, O, S, N (R a )、C(R b )(R c );

[0038] m is 1 or 2, n is 1 or 2, and m+n is 3;

[0039] i, j, p, q are represented as 0 or 1;

[0040] R a 、R b 、R cEach occurrence independently represents any one of C1-C10 alkyl group which may be substituted by a substituent, C3-C10 cycloalkyl group which may be substituted by a substituent, C2-C10 alkenyl group which may be substituted by a substituent, C2-C10 alkynyl group which may be substituted by a substituent, C6-C30 aryl group which may be substituted by a substituent, and C2-C30 heteroaryl group which may be substituted by a substituent;

[0041] The substituents are selected from any one or more of deuterium, a halogen atom, a cyano group, a C1-C10 alkyl group, a deuterium-substituted C1-C10 alkyl group, a fluorine-substituted alkyl group, a C3-C10 cycloalkyl group, a deuterium-substituted C3-C10 cycloalkyl group, a C6-C30 aryl group, a deuterium-substituted C6-C30 aryl group, a C2-C30 heteroaryl group, and a deuterium-substituted C2-C30 heteroaryl group.

[0042] Furthermore, R represents a hydrogen atom, a deuterium atom, a fluorine atom, a cyano group, a methyl group, an ethyl group, an isopropyl group, an isobutyl group, a tert-butyl group, a trifluoromethyl group, a phenyl group, a deuterated methyl group, a deuterated ethyl group, a deuterated isopropyl group, a deuterated isobutyl group, a deuterated tert-butyl group, a deuterated phenyl group, a methyl-substituted phenyl group, an ethyl-substituted phenyl group, an isopropyl-substituted phenyl group, a tert-butyl-substituted phenyl group, a trifluoromethyl-substituted phenyl group, or a deuterated methyl-substituted phenyl group;

[0043] The R a 、R b 、R c Each occurrence independently represents methyl, deuterated methyl, phenyl, deuterated phenyl, methyl-substituted phenyl, ethyl-substituted phenyl, isopropyl-substituted phenyl, tert-butyl-substituted phenyl, or trifluoromethyl-substituted phenyl.

[0044] Furthermore, the R'1 to R' 12 Each occurrence independently represents a hydrogen atom, a deuterium atom, a fluorine atom, a cyano group, a methyl group, an ethyl group, an isopropyl group, an isobutyl group, a tert-butyl group, a trifluoromethyl group, a phenyl group, a deuterated methyl group, a deuterated ethyl group, a deuterated isopropyl group, a deuterated isobutyl group, a deuterated tert-butyl group, a deuterated phenyl group, a methyl-substituted phenyl group, an ethyl-substituted phenyl group, an isopropyl-substituted phenyl group, a tert-butyl-substituted phenyl group, a trifluoromethyl-substituted phenyl group, or a deuterated methyl-substituted phenyl group.

[0045] Furthermore, the phosphorescence sensitizer is selected from the following structures:

[0046]

[0047] Any one of them.

[0048] Furthermore, the boron-containing fluorescent material is selected from the general formula (B-1):

[0049]

[0050] In the general formula (B-1), R1-R 19 Each occurrence of the same or different radicals may be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a C1-C10 alkyl group which may be substituted or unsubstituted by a substituent, a C3-C10 cycloalkyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkenyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkynyl group which may be substituted or unsubstituted by a substituent, a silanyl group which may be substituted or unsubstituted by a substituent, a borane group which may be substituted or unsubstituted by a substituent, a C1-C10 alkoxy group which may be substituted or unsubstituted by a substituent, a C6-C30 aryloxy group which may be substituted or unsubstituted by a substituent, an arylamino group which may be substituted or unsubstituted by a substituent, or a C2-C30 heteroaryl group which may be substituted or unsubstituted by a substituent;

[0051] R1-R 19 Any two adjacent ones can be connected to form a ring;

[0052] Ar1 and Ar2, when they appear each time, are the same or different and represent one of a hydrogen atom, a C1-C10 alkyl group which may be substituted or unsubstituted by a substituent, a C3-C10 cycloalkyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkenyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkynyl group which may be substituted or unsubstituted by a substituent, a silyl group which may be substituted or unsubstituted by a substituent, a borane group which may be substituted or unsubstituted by a substituent, a C1-C10 alkoxy group which may be substituted or unsubstituted by a substituent, a C6-C30 aryloxy group which may be substituted or unsubstituted by a substituent, an arylamino group which may be substituted or unsubstituted by a substituent, and a C2-C30 heteroaryl group which may be substituted or unsubstituted by a substituent;

[0053] M1 represents one of a C6-C30 aromatic ring, a 5-membered to 30-membered heteroaromatic ring, and a C6-C10 aliphatic ring;

[0054] X represents C or Si;

[0055] The substituents are selected from any one or more of deuterium, a halogen atom, a cyano group, a C1-C10 alkyl group, a deuterium-substituted C1-C10 alkyl group, a fluorine-substituted alkyl group, a C3-C10 cycloalkyl group, a deuterium-substituted C3-C10 cycloalkyl group, a C6-C30 aryl group, a deuterium-substituted C6-C30 aryl group, a C2-C30 heteroaryl group, and a deuterium-substituted C2-C30 heteroaryl group.

[0056] Furthermore, the boron-containing fluorescent material is selected from any one of the general formulas (B-2) to (B-5):

[0057]

[0058] In the general formulas (B-2) to (B-5), R1-R 21 Each occurrence of the same or different radicals may be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a C1-C10 alkyl group which may be substituted or unsubstituted by a substituent, a C3-C10 cycloalkyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkenyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkynyl group which may be substituted or unsubstituted by a substituent, a silanyl group which may be substituted or unsubstituted by a substituent, a borane group which may be substituted or unsubstituted by a substituent, a C1-C10 alkoxy group which may be substituted or unsubstituted by a substituent, a C6-C30 aryloxy group which may be substituted or unsubstituted by a substituent, an arylamino group which may be substituted or unsubstituted by a substituent, or a C2-C30 heteroaryl group which may be substituted or unsubstituted by a substituent;

[0059] R1-R 21 Any two adjacent ones can be connected to form a ring;

[0060] Ar1 and Ar2, when they appear each time, are the same or different and represent one of a hydrogen atom, a C1-C10 alkyl group which may be substituted or unsubstituted by a substituent, a C3-C10 cycloalkyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkenyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkynyl group which may be substituted or unsubstituted by a substituent, a silyl group which may be substituted or unsubstituted by a substituent, a borane group which may be substituted or unsubstituted by a substituent, a C1-C10 alkoxy group which may be substituted or unsubstituted by a substituent, a C6-C30 aryloxy group which may be substituted or unsubstituted by a substituent, an arylamino group which may be substituted or unsubstituted by a substituent, and a C2-C30 heteroaryl group which may be substituted or unsubstituted by a substituent;

[0061] X represents C or Si;

[0062] The substituents are selected from any one or more of deuterium, a halogen atom, a cyano group, a C1-C10 alkyl group, a deuterium-substituted C1-C10 alkyl group, a fluorine-substituted alkyl group, a C3-C10 cycloalkyl group, a deuterium-substituted C3-C10 cycloalkyl group, a C6-C30 aryl group, a deuterium-substituted C6-C30 aryl group, a C2-C30 heteroaryl group, and a deuterium-substituted C2-C30 heteroaryl group.

[0063] Furthermore, the boron-containing fluorescent material is selected from any one of the general formulas (B-6) to (B-9):

[0064]

[0065] In the general formulas (B-6) to (B-9), R 22 -R 25Each occurrence of the same or different radicals may be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a C1-C10 alkyl group which may be substituted or unsubstituted by a substituent, a C3-C10 cycloalkyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkenyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkynyl group which may be substituted or unsubstituted by a substituent, a silanyl group which may be substituted or unsubstituted by a substituent, a borane group which may be substituted or unsubstituted by a substituent, a C1-C10 alkoxy group which may be substituted or unsubstituted by a substituent, a C6-C30 aryloxy group which may be substituted or unsubstituted by a substituent, an arylamino group which may be substituted or unsubstituted by a substituent, or a C2-C30 heteroaryl group which may be substituted or unsubstituted by a substituent;

[0066] Ar1 and Ar2, when they appear each time, are the same or different and represent one of a hydrogen atom, a C1-C10 alkyl group which may be substituted or unsubstituted by a substituent, a C3-C10 cycloalkyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkenyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkynyl group which may be substituted or unsubstituted by a substituent, a silyl group which may be substituted or unsubstituted by a substituent, a borane group which may be substituted or unsubstituted by a substituent, a C1-C10 alkoxy group which may be substituted or unsubstituted by a substituent, a C6-C30 aryloxy group which may be substituted or unsubstituted by a substituent, an arylamino group which may be substituted or unsubstituted by a substituent, and a C2-C30 heteroaryl group which may be substituted or unsubstituted by a substituent;

[0067] X represents C or Si;

[0068] The substituents are selected from any one or more of deuterium, a halogen atom, a cyano group, a C1-C10 alkyl group, a deuterium-substituted C1-C10 alkyl group, a fluorine-substituted alkyl group, a C3-C10 cycloalkyl group, a deuterium-substituted C3-C10 cycloalkyl group, a C6-C30 aryl group, a deuterium-substituted C6-C30 aryl group, a C2-C30 heteroaryl group, and a deuterium-substituted C2-C30 heteroaryl group.

[0069] Furthermore, the R1, R2, R3, R4, R5, R6, R7, R8, R9, R 10 、R 11 、R 12 、R 13 、R 14 、R 15 、R 16 、R 17 、R 18 、R 19 、R 20 、R 21 、R 22 、R 23 、R 24 、R 25Each of the following groups independently represents a hydrogen atom, a deuterium atom, a tritium atom, a fluorine atom, a cyano group, an adamantyl group, a methyl group, a deuterated methyl group, a tritiated methyl group, a trifluoromethyl group, an ethyl group, a deuterated ethyl group, a tritiated ethyl group, an isopropyl group, a deuterated isopropyl group, a tritiated isopropyl group, a tert-butyl group, a deuterated tert-butyl group, a tritiated tert-butyl group, a cyclopentyl group, a deuterated cyclopentyl group, a tritiated cyclopentyl group, a methyl-substituted cyclopentyl group, a cyclohexyl group, phenyl, deuterated phenyl, tritiated phenyl, biphenyl, deuterated biphenyl, tritiated biphenyl, terphenyl, deuterated terphenyl, tritiated terphenyl, diphenyl ether, methyl-substituted diphenyl ether, naphthyl, anthracenyl, phenanthrenyl, pyridyl, phenyl-substituted pyridyl, quinolyl, furyl, thienyl, benzofuranyl, dibenzofuranyl, dibenzothienyl, carbazolyl, One of N-phenylcarbazolyl, 9,9-dimethylfluorenyl, spirofluorenyl, methyl-substituted phenyl, ethyl-substituted phenyl, isopropyl-substituted phenyl, tert-butyl-substituted phenyl, methyl-substituted biphenyl, ethyl-substituted biphenyl, isopropyl-substituted biphenyl, tert-butyl-substituted biphenyl, deuterated methyl-substituted phenyl, deuterated ethyl-substituted phenyl, deuterated isopropyl-substituted phenyl, deuterated tert-butyl-substituted phenyl, deuterated methyl-substituted biphenyl, deuterated ethyl-substituted biphenyl, deuterated isopropyl-substituted biphenyl, deuterated tert-butyl-substituted biphenyl, tert-butyl-substituted dibenzofuranyl, phenyl-substituted tert-butyl, xanthone, phenyl-substituted triazinyl, phenyl-substituted boryl, methoxy, and tert-butoxy.

[0070] The Ar1 and Ar2 are independently phenyl, deuterated phenyl, tritium substituted phenyl, biphenyl, deuterated biphenyl, tritium substituted biphenyl, terphenyl, deuterated terphenyl, tritium substituted terphenyl, diphenyl ether, methyl substituted diphenyl ether, naphthyl, anthracenyl, phenanthrenyl, pyridyl, phenyl substituted pyridyl, quinolyl, furyl, thienyl, benzofuranyl, dibenzofuranyl, dibenzothienyl, carbazolyl, N-phenylcarbazolyl, 9,9-dimethylfluorenyl, spirofluorenyl, methyl substituted phenyl, ethyl substituted phenyl, isopropyl substituted phenyl, tert-butyl substituted phenyl, methyl substituted biphenyl ... One of phenyl, ethyl-substituted biphenyl, isopropyl-substituted biphenyl, tert-butyl-substituted biphenyl, deuterated methyl-substituted phenyl, deuterated ethyl-substituted phenyl, deuterated isopropyl-substituted phenyl, deuterated tert-butyl-substituted phenyl, deuterated methyl-substituted biphenyl, deuterated ethyl-substituted biphenyl, deuterated isopropyl-substituted biphenyl, deuterated tert-butyl-substituted biphenyl, phenyl-substituted amino, tert-butylphenyl-substituted amino, tert-butyl-substituted dibenzofuranyl, phenyl-substituted tert-butyl, xanthone, phenyl-substituted triazinyl, phenyl-substituted boryl, methoxy, and tert-butoxy;

[0071] The M1, M2, M3, M4, and M5 are each selected from the group consisting of a phenyl group, a deuterated phenyl group, a biphenyl group, a deuterated biphenyl group, a terphenyl group, a diphenyl ether group, a methyl-substituted diphenyl ether group, a naphthyl group, an anthracenyl group, a phenanthrenyl group, a pyridyl group, a phenyl-substituted pyridyl group, a quinolyl group, a furyl group, a thienyl group, a benzofuranyl group, a dibenzofuranyl group, a dibenzothienyl group, a carbazolyl group, an N-phenylcarbazolyl group, a 9,9-dimethylfluorenyl group, a phenyl-substituted amino group, a tert-butyl-substituted dibenzofuranyl group, a methyl-substituted phenyl group, an ethyl-substituted phenyl group, an isopropyl-substituted phenyl group, a tert-butyl-substituted phenyl group, a methyl-substituted biphenyl group, an ethyl-substituted biphenyl group, an isopropyl-substituted biphenyl group, a tert-butyl-substituted biphenyl group, and a xanthone group.

[0072] The substituents may be selected from one or more of a deuterium atom, a chlorine atom, a fluorine atom, a trifluoromethyl group, an adamantyl group, a cyano group, a methyl group, an ethyl group, a propyl group, an isopropyl group, a tert-amyl group, a tert-butyl group, a butyl group, a methoxy group, a phenyl group, a biphenyl group, a naphthyl group, an anthracenyl group, a phenanthrenyl group, a pyridyl group, a pyrimidinyl group, a pyrazinyl group, a pyridazinyl group, a benzoxazolyl group, a benzothiazolyl group, a quinoxalinyl group, a quinolyl group, an isoquinolyl group, a furanyl group, a thienyl group, an indolyl group, a pyrrolyl group, a dibenzofuranyl group, a dibenzothienyl group, a 9,9-dimethylfluorenyl group, a spirofluorenyl group, a carbazolyl group, an N-phenylcarbazolyl group, a carbazolinyl group, and an azaphenanthrenyl group.

[0073] Furthermore, the R1, R2, R3, R4, R5, R6, R7, R8, R9, R 10 、R 11 、R 12 、R 13 、R 14 、R 15 、R 16 、R 17 、R 18 、R 19 、R 20 、R 21 、R 22 、R 23 、R 24 、R 25 Each independent representation is as follows:

[0074] Hydrogen atom, cyano group, Any of the following;

[0075] The Ar1 and Ar2 are represented by the following structures:

[0076]

[0077] Any one of them.

[0078] Preferably, R1, R2, R3, R4, R5, R6, R7, R8, R9, R 10 、R 11 、R 12 、R 13 、R 14 、R 15 、R 16 、R 17 、R 18 、R 19 、R 20 、R 21 、R 22 、R 23 、R 24 、R 25 Each independent representation is as follows:

[0079] Hydrogen atom, deuterium atom, cyano group, methyl group, ethyl group, isopropyl group, tert-butyl group, trifluoromethyl group, deuterated methyl group, deuterated ethyl group, deuterated isopropyl group, deuterated tert-butyl group, or phenyl;

[0080] The same or different occurrences of Ar1 and Ar2 are represented as follows:

[0081] methyl, Any of;

[0082] The M1, M2, and M3 are represented by any one of the following ring structures:

[0083]

[0084] The M4 and M5 are represented by the following ring structures:

[0085]

[0086] Said Z1 is represented by C-R0;

[0087] Each occurrence of R0 is independently represented by: hydrogen atom, deuterium atom, cyano group, methyl group, ethyl group, isopropyl group, tert-butyl group, trifluoromethyl group, deuterated methyl group, deuterated ethyl group, deuterated isopropyl group, deuterated tert-butyl group, or phenyl.

[0088] Furthermore, the boron-containing fluorescent material is selected from the following specific structures:

[0089]

[0090]

[0091]

[0092] Any of .

[0093] Furthermore, the boron-containing fluorescent material is selected from any one of the following compounds 1 to 1680:

[0094] Compounds 1 to 1680 have the same core structure as follows:

[0095]

[0096] In compounds 1 to 1680, R2, R3, R6, R7, R 10 、R 13 、R 20 、R 21 、R 17 , Ar1, Ar2 represent the groups shown in the following table:

[0097]

[0098]

[0099]

[0100]

[0101]

[0102]

[0103]

[0104]

[0105]

[0106]

[0107]

[0108]

[0109]

[0110]

[0111]

[0112]

[0113]

[0114]

[0115]

[0116]

[0117]

[0118]

[0119]

[0120]

[0121]

[0122]

[0123]

[0124]

[0125]

[0126]

[0127]

[0128]

[0129]

[0130]

[0131]

[0132]

[0133]

[0134]

[0135]

[0136]

[0137] The above W1 to W44 and K1 to K41 represent the following specific group types respectively:

[0138]

[0139]

[0140] Furthermore, the host material in the organic electroluminescent device includes a first host material and a second host material.

[0141] Furthermore, the first host material is a hole-type host material, and the second host material is an electron-type host material.

[0142] Furthermore, at least one of the first main material and the second main material is a TADF material.

[0143] Furthermore, the organic functional layer includes a hole transport region, a light emitting layer and an electron transport region.

[0144] Furthermore, the hole transport region includes a hole injection layer and a hole transport layer.

[0145] Furthermore, the hole transport region includes a hole injection layer, a hole transport layer and an electron blocking layer.

[0146] Furthermore, the electron transport region includes an electron transport layer and an electron injection layer.

[0147] Furthermore, the electron transport region includes a hole blocking layer, an electron transport layer and an electron injection layer.

[0148] Compared with the prior art, the present invention has the following beneficial technical effects:

[0149] In the present invention, the light-emitting layer of the organic electroluminescent device is a phosphorescent sensitized light-emitting layer. The composition system of the phosphorescent sensitized light-emitting layer includes a host material, a phosphorescent sensitizer, and a boron-containing fluorescent material. The introduced boron-containing fluorescent material has a luminescence peak of 500nm to 540nm and a half-width of less than 30nm. Under such a composition system, the use of the phosphorescent material to sensitize the boron-containing fluorescent material to emit light can utilize a higher rate of Forster energy transfer process, pulling and accelerating the rate and efficiency of carrier transfer and utilization in the device, thereby reducing factors such as triplet-triplet annihilation and triplet-phonon annihilation in the device that are not conducive to improving device efficiency and life. Moreover, during the entire sensitization process, the carrier responsible for luminescence is the sensitized boron-containing fluorescent material. Based on the better color purity performance and better stability of this type of material, the color purity and life of the device can be greatly improved. In addition, due to the strong structural rigidity, small Stokes shift, and high absorption intensity of this type of boron-containing fluorescent material, better energy transfer efficiency can be achieved during the sensitization process, so the device can achieve higher efficiency performance. BRIEF DESCRIPTION OF THE DRAWINGS

[0150] Figure 1 This is a schematic structural diagram of an organic electroluminescent device according to device embodiment 1 of the present invention;

[0151] Among them, 1 is a transparent substrate layer, 2 is an anode layer, 3 is a hole injection layer, 4 is a hole transport layer, 5 is an electron blocking layer, 6 is a light-emitting layer, 7 is a hole blocking layer, 8 is an electron transport layer, 9 is an electron injection layer, and 10 is a cathode layer. DETAILED DESCRIPTION

[0152] The principles and features of the present invention are described below with reference to the accompanying drawings and embodiments. The examples given are only used to explain the present invention and are not used to limit the scope of the present invention.

[0153] In the drawings, the dimensions of layers and regions may be exaggerated for clarity. It will also be understood that when a layer or element is referred to as being "on" another layer or substrate, the layer or element may be directly on the other layer or substrate, or intervening layers may be present. Furthermore, it will be understood that when a layer is referred to as being "between" two layers, the layer may be the only layer between the two layers, or one or more intervening layers may be present. Like reference numerals refer to like elements throughout.

[0154] In the present invention, when describing electrodes, organic electroluminescent devices, and other structures, terms such as "upper," "lower," "top," and "bottom" that indicate orientation refer only to a particular state and do not imply that the structure can exist only in the described orientation. Conversely, if the structure can be repositioned, such as inverted, the orientation of the structure will change accordingly. Specifically, in the present invention, the "bottom" or "lower" side of an electrode refers to the side of the electrode closest to the substrate during fabrication, while the opposite side, farther from the substrate, is the "top" or "upper" side.

[0155] In the present invention, the term "can be connected to form a ring" means that the two groups may be unconnected or connected to each other to form a ring, preferably connected to form a ring through a C-C single bond, a C=C double bond, an O atom, an S atom, -C(Q1Q2)-, -Si(Q3Q4)-, -N(Q5)- or -C(Q6)=C(Q7)-, wherein Q1, Q2, Q3, Q4, Q5, Q6, and Q7 are independently hydrogen atoms, deuterium atoms, halogen atoms, cyano groups, substituted or unsubstituted C1-C 10 Alkyl, substituted or unsubstituted C3~C 10 Cycloalkyl, substituted or unsubstituted C2~C 10 Alkenyl, substituted or unsubstituted C6~C 30 Aryl, substituted or unsubstituted C2~C 30 One of the heteroaryl groups;

[0156] The substituents of the above-mentioned substitutable groups may be selected from deuterium atoms, halogen atoms, cyano groups, C1-C 10 Alkyl, deuterium-substituted C1~C 10 Alkyl, C3~C 10 Cycloalkyl, C6~C 30 Aryl, deuterium-substituted C6~C 30 Aryl, C5~C 30 Heteroaryl, deuterium-substituted C2~C 30 Any one or more of heteroaryl groups.

[0157] In the present invention, the substituted or unsubstituted aromatic amine group is wherein Q8 and Q9 represent substituted or unsubstituted C6-C30 aryl or substituted or unsubstituted C2-C30 heteroaryl.

[0158] In the present invention, the substituted or unsubstituted C6-C30 aryl group refers to an aryl group having 6 to 30 carbon atoms, preferably an aryl group having 6 to 20 carbon atoms, preferably an aryl group having 6 to 10 carbon atoms, preferably a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted anthracenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted dimethylfluorenyl group, a substituted or unsubstituted diphenylfluorenyl group, a substituted or unsubstituted spirofluorenyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted tetraphenyl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted p-terphenyl group, a substituted or unsubstituted m-terphenyl group, a substituted or unsubstituted The present invention can be a fused ring of a substituted or unsubstituted triphenylene group, a substituted or unsubstituted perylenyl group, a substituted or unsubstituted indenyl group, a combination thereof, or a combination of the foregoing groups, but is not limited thereto.

[0159] In the present invention, the C6-C30 aromatic ring refers to an aromatic ring having 6 to 30 carbon atoms, preferably an aromatic ring having 6 to 20 carbon atoms, preferably an aromatic ring having 6 to 10 carbon atoms, preferably a substituted or unsubstituted phenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted anthracenyl, a substituted or unsubstituted fluorenyl, a substituted or unsubstituted dimethylfluorenyl, a substituted or unsubstituted diphenylfluorenyl, a substituted or unsubstituted spirofluorenyl, a substituted or unsubstituted phenanthrenyl, a substituted or unsubstituted tetraphenyl, a substituted or unsubstituted pyrenyl, a substituted or unsubstituted biphenyl, a substituted or unsubstituted p-terphenyl, a substituted or unsubstituted m-terphenyl, a substituted or unsubstituted The present invention can be a fused ring of a substituted or unsubstituted triphenylene group, a substituted or unsubstituted perylenyl group, a substituted or unsubstituted indenyl group, a combination thereof, or a combination of the foregoing groups, but is not limited thereto.

[0160] In the present invention, the substituted or unsubstituted C2-C30 heteroaryl group refers to a heteroaryl group having 2 to 30 carbon atoms, preferably a heteroaryl group having 4 to 20 carbon atoms, preferably a heteroaryl group having 5 to 20 carbon atoms, preferably a heteroaryl group having 4 to 10 carbon atoms, preferably a heteroaryl group having 5 to 10 carbon atoms, and is preferably a substituted or unsubstituted furyl group, a substituted or unsubstituted thienyl group, a substituted or unsubstituted pyrrolyl group, a substituted or unsubstituted pyrazolyl group, a substituted or unsubstituted imidazolyl group, a substituted or unsubstituted triazolyl group, a substituted or unsubstituted oxazolyl group, a substituted or unsubstituted thiazolyl group, a substituted or unsubstituted oxadiazolyl group, a substituted or unsubstituted thiadiazolyl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted The present invention also includes but is not limited to a substituted or unsubstituted triazinyl, a substituted or unsubstituted benzofuranyl, a substituted or unsubstituted benzothiophenyl, a substituted or unsubstituted benzimidazolyl, a substituted or unsubstituted indolyl, a substituted or unsubstituted quinolyl, a substituted or unsubstituted isoquinolyl, a substituted or unsubstituted quinazolinyl, a substituted or unsubstituted quinoxalinyl, a substituted or unsubstituted naphthyridinyl, a substituted or unsubstituted benzoxazinyl, a substituted or unsubstituted benzothiazinyl, a substituted or unsubstituted acridinyl, a substituted or unsubstituted phenanthazinyl, a substituted or unsubstituted phenathiazinyl, a substituted or unsubstituted phenoxazinyl, a substituted or unsubstituted fluorenyl, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted dibenzothiophenyl, a substituted or unsubstituted carbazolyl, a combination thereof, or a fused ring of a combination of the foregoing groups, but is not limited thereto.

[0161] In the present invention, the substituted or unsubstituted 5- to 30-membered heteroaromatic ring is preferably a substituted or unsubstituted furyl, a substituted or unsubstituted thienyl, a substituted or unsubstituted pyrrolyl, a substituted or unsubstituted pyrazolyl, a substituted or unsubstituted imidazolyl, a substituted or unsubstituted triazolyl, a substituted or unsubstituted oxazolyl, a substituted or unsubstituted thiazolyl, a substituted or unsubstituted oxadiazolyl, a substituted or unsubstituted thiadiazolyl, a substituted or unsubstituted pyridyl, a substituted or unsubstituted pyrimidinyl, a substituted or unsubstituted pyrazinyl, a substituted or unsubstituted triazinyl, a substituted or unsubstituted benzofuranyl, a substituted or unsubstituted benzothienyl, a substituted or unsubstituted benzo The present invention also includes imidazolyl, substituted or unsubstituted indolyl, substituted or unsubstituted quinolyl, substituted or unsubstituted isoquinolyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, substituted or unsubstituted naphthyridinyl, substituted or unsubstituted benzoxazinyl, substituted or unsubstituted benzothiazinyl, substituted or unsubstituted acridinyl, substituted or unsubstituted phenanthrazinyl, substituted or unsubstituted phenathiazinyl, substituted or unsubstituted phenoxazinyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted carbazolyl, combinations thereof, or fused rings of combinations of the foregoing groups, but is not limited thereto.

[0162] In the present invention, the heteroatom in the heteroaryl group is selected from one or more of O, S, N, Si, and B.

[0163] In the present invention, the number of heteroatoms in the substituted or unsubstituted C2-C30 heteroaryl group is 1-5, preferably 1-4, preferably 1-3, and more preferably 1-2.

[0164] The C1-C10 alkyl group (including straight-chain alkyl groups and branched-chain alkyl groups) described in the present invention refers to an alkyl group with 1 to 10 carbon atoms, preferably an alkyl group with 1 to 5 carbon atoms, preferably an alkyl group with 1 to 4 carbon atoms, preferably a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a tert-butyl group, an isobutyl group, a sec-butyl group, a neopentyl group, an n-pentyl group, an isopentyl group, an octyl group, a heptyl group, a n-decyl group, a 1-methylpentyl group, a 2-methylpentyl group, a 3-methylpentyl group, a 1-butylpentyl group, etc., but is not limited thereto.

[0165] The C3-C10 cycloalkyl group of the present invention refers to a monovalent monocyclic saturated hydrocarbon group containing 3 to 10 carbon atoms as ring atoms. In this context, a C4-C9 cycloalkyl group is preferably used, a C5-C8 cycloalkyl group is more preferably used, and a C5-C7 cycloalkyl group is particularly preferably used. Non-limiting examples thereof include, but are not limited to, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, 4,4-dimethylcyclohexyl, adamantyl, and cycloheptyl.

[0166] The halogen atom mentioned in the present invention refers to a fluorine atom, a chlorine atom, a bromine atom or an iodine atom.

[0167] The C1-C10 alkoxy group in the present invention refers to methoxy, ethoxy, propoxy, butoxy, pentyloxy, hexyloxy or isopropoxy, but is not limited thereto.

[0168] The C2-C10 alkenyl group described in the present invention refers to vinyl, allyl, 1-butenyl, 2-butenyl, 3-butenyl, 1,3-butadienyl, 1-methylvinyl, styryl, 2,2-diphenylvinyl, 1,2-diphenylvinyl, 1,1-dimethylallyl, 1-methylallyl, 2-methylallyl, 1-phenylallyl, 2-phenylallyl, 3,3-diphenylallyl, 1,2-dimethylallyl, 1-phenyl-1-butenyl and 3-phenyl-1-butenyl, etc., but is not limited thereto.

[0169] The substituents are optionally selected from one or more of a deuterium atom, a chlorine atom, a fluorine atom, a trifluoromethyl group, an adamantyl group, a cyano group, a methyl group, an ethyl group, a propyl group, an isopropyl group, a tert-amyl group, a tert-butyl group, a butyl group, a methoxy group, a phenyl group, a biphenyl group, a naphthyl group, an anthracenyl group, a phenanthrenyl group, a pyridyl group, a pyrimidinyl group, a pyrazinyl group, a pyridazinyl group, a benzoxazolyl group, a benzothiazolyl group, a quinoxalinyl group, a quinolyl group, an isoquinolyl group, a furanyl group, a thienyl group, an indolyl group, a pyrrolyl group, a dibenzofuranyl group, a dibenzothienyl group, a 9,9-dimethylfluorenyl group, a spirofluorenyl group, a carbazolyl group, an N-phenylcarbazolyl group, a carbazolinyl group, and an azaphenanthrenyl group.

[0170] The organic electroluminescent device of the present invention may be a bottom-emitting organic electroluminescent device, a top-emitting organic electroluminescent device, or a stacked organic electroluminescent device, without particular limitation.

[0171] The organic electroluminescent device of the present invention comprises a substrate, a first electrode, an organic functional layer, and a second electrode. The organic functional layer may include a hole transport region, a light-emitting layer, and an electron transport region. The hole transport region may include a hole injection layer, a hole transport layer, and an electron blocking layer. The electron transport region may include a hole blocking layer, an electron transport layer, and an electron injection layer. Furthermore, a CPL layer may be provided on the second electrode.

[0172] As the substrate for the organic electroluminescent device of the present invention, any substrate commonly used for organic electroluminescent devices can be used. Examples include transparent substrates such as glass or transparent PI film substrates; and opaque substrates such as silicon substrates. Different substrates have varying mechanical strength, thermal stability, transparency, surface smoothness, and water resistance. Depending on the properties of the substrate, its use varies. In the present invention, a transparent PI film substrate is preferably used. The thickness of the substrate is not particularly limited.

[0173] A first electrode is formed on a substrate, and the first electrode and the second electrode may be opposite to each other. The first electrode may be an anode. The first electrode may be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode. When the first electrode is a transmissive electrode, it may be formed using a transparent metal oxide, such as indium tin oxide (ITO), indium zinc oxide (IZO), zinc oxide (ZnO), or indium tin zinc oxide (ITZO). When the first electrode is a semi-transmissive electrode or a reflective electrode, it may include a metal such as Ag, Mg, Al, Pt, Pd, Au, Ni, Nd, Ir, or Cr, or an alloy of several metals, or a combination of metals, metal oxides, or metal alloys. The thickness of the first electrode layer depends on the material used, and is typically 50-500 nm, preferably 70-300 nm, and more preferably 100-200 nm.

[0174] The organic functional layer disposed between the first electrode and the second electrode may include, from bottom to top, a hole transport region, a light emitting layer, and an electron transport region.

[0175] In the present invention, examples of the hole transport region constituting the organic electroluminescent device include a hole injection layer, a hole transport layer, and an electron blocking layer.

[0176] As the materials for the hole injection layer, the hole transport layer, and the electron blocking layer, any material can be selected from known materials used for organic electroluminescent devices.

[0177] The hole injection layer contains a host organic material that can conduct holes, and also contains a P-type dopant material with a deep HOMO energy level (the corresponding LUMO energy level will also be very deep). Based on empirical summary, in order to achieve smooth hole injection from the anode to the organic film layer, the HOMO energy level of the host organic material used in the anode interface buffer layer must have certain characteristics with the P-doped material. Only then can the charge transfer state between the host material and the dopant material be achieved, and ohmic contact between the buffer layer and the anode can be achieved, achieving efficient injection and conduction of holes from the electrode.

[0178] In view of the above empirical summary, for hole-type host organic materials with different HOMO energy levels, different P-doped materials need to be selected to match them in order to achieve ohmic contact at the interface and improve the hole injection effect.

[0179] Preferably, the host organic material of the hole injection layer of the present invention can be selected from the following compounds disclosed in the prior art: JP1996048656A, JP1996048656A, CN1702065A, CN101535256A, CN103108859A, US20120112176A1, JP1989142657A, CN105439999A or CN103108859A.

[0180] Preferably, the P-type doping material is a compound with charge conductivity selected from the prior art, and the P-type dopant can be selected from the compounds disclosed in any one of the following documents: WO2011073149A, EP1968131A1, EP2276085A1, EP2213662A1, EP1722602A1, EP2045848A1, DE10200703122 0A1, US20100181555A1, US20100102709A1, WO2009003455A1, WO2010094378A1, WO2011120709A1, US20100096600A1, DE102012209523A1, CN101728485A and WO2012095143A1, but are not limited thereto.

[0181] In the hole injection layer of the present invention, the ratio of the hole transport material to the P-type doping material is 99:1-95:5, preferably 99:1-97:3, based on mass.

[0182] The thickness of the hole injection layer of the present invention may be 5-100 nm, preferably 5-50 nm, and more preferably 5-20 nm, but the thickness is not limited to this range.

[0183] Preferably, the hole transport layer material of the present invention may be selected from the following compounds disclosed in the prior art:

[0184]

[0185] Preferably, the hole transport layer material and the host organic material in the hole injection layer of the present invention are selected from the same compound.

[0186] The thickness of the hole transport layer of the present invention may be 5-200 nm, preferably 10-150 nm, and more preferably 20-100 nm, but the thickness is not limited to this range.

[0187] In one embodiment of the present invention, the electron blocking layer material of the present invention may be selected from the following compounds disclosed in the prior art:

[0188]

[0189] The thickness of the electron blocking layer of the present invention may be 1-50 nm, preferably 5-40 nm, but the thickness is not limited to this range.

[0190] After forming the hole injection layer, the hole transport layer and the electron blocking layer, a corresponding light emitting layer is formed on the electron blocking layer.

[0191] The light-emitting layer may include a host material, a phosphorescent sensitizer and a boron-containing fluorescent material. The host material may use a common green light host material in the art, the phosphorescent sensitizer uses the structure shown in the general formula (A) of the present invention, and the boron-containing fluorescent material uses the structure shown in the general formula (B) of the present invention.

[0192] The main body material can be a single main body material or a double main body material;

[0193] The dual host material comprises a first host material and a second host material, wherein at least one of the first host material and the second host material is preferably a TADF material;

[0194] TADF materials exhibit thermally activated delayed fluorescence (TADF), characterized by a small energy difference between the first excited singlet and triplet states. This allows for simultaneous utilization of both singlet and triplet excitons within the device, resulting in a near 100% utilization rate of electrically generated excitons within the device. Compared to traditional fluorescent materials, TADF materials exhibit higher exciton utilization.

[0195] The combination of the phosphorescent sensitizer represented by general formula (A) and the phosphorescent sensitizer represented by general formula (B) of the present invention can significantly improve the problems of device efficiency improvement, exciton annihilation in the device, and efficiency reduction.

[0196] In the light-emitting layer of the present invention, the ratio of the host material to the dopant material used is 99:1-70:30, preferably 99:1-85:15 and more preferably 97:3-87:13, based on mass.

[0197] The thickness of the light-emitting layer can be adjusted to optimize the luminous efficiency and driving voltage. The preferred thickness range is 5 nm to 50 nm, more preferably 10-50 nm, and more preferably 15-40 nm, but the thickness is not limited to this range.

[0198] In the present invention, the electron transport region may include, from bottom to top, a hole blocking layer, an electron transport layer, and an electron injection layer disposed on the light emitting layer, but is not limited thereto.

[0199] The hole blocking layer is a layer that blocks holes injected from the anode from passing through the light-emitting layer and entering the cathode, thereby extending the life of the device and improving the performance of the device. The hole blocking layer of the present invention can be disposed above the light-emitting layer. As the hole blocking layer material of the organic electroluminescent device of the present invention, compounds with hole blocking properties known in the prior art can be used, for example:

[0200]

[0201] The thickness of the hole blocking layer of the present invention may be 2-200 nm, preferably 5-150 nm, more preferably 5-50 nm, but the thickness is not limited to this range.

[0202] The electron transport layer may be provided on the light-emitting layer or (if present) the hole blocking layer. The electron transport layer material is a material that readily accepts electrons from the cathode and transfers the received electrons to the light-emitting layer. Preferably, the material has a high electron mobility. As the electron transport layer of the organic electroluminescent device of the present invention, the electron transport layer materials disclosed in the prior art for organic electroluminescent devices can be used, for example:

[0203]

[0204]

[0205] In a preferred embodiment of the present invention, the electron transport layer further comprises other compounds conventionally used in electron transport layers, for example, Alq3, Liq, preferably Liq.

[0206] The thickness of the electron transport layer of the present invention may be 10-80 nm, preferably 20-60 nm, and more preferably 25-45 nm, but the thickness is not limited to this range.

[0207] The electron injection layer may be provided above the electron transport layer. The electron injection layer material is generally preferably a material having a low work function, so that electrons are easily injected into the organic functional material layer. As the electron injection layer material of the organic electroluminescent device of the present invention, the electron injection layer materials disclosed in the prior art for organic electroluminescent devices can be used, for example:

[0208]

[0209] The thickness of the electron injection layer of the present invention may be 0.1-5 nm, preferably 0.5-3 nm, and more preferably 0.8-1.5 nm, but the thickness is not limited to this range.

[0210] The second electrode may be disposed above the electron transport region. The second electrode may be a cathode. The second electrode may be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode. When the second electrode is a transmissive electrode, the second electrode may include, for example, Li, Yb, Ca, LiF / Ca, LiF / Al, Al, Mg, BaF2, Ba, Ag, or compounds or mixtures thereof; when the second electrode is a semi-transmissive electrode or a reflective electrode, the second electrode may include, but is not limited to, Ag, Mg, Yb, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, LiF / Ca, LiF / Al, Mo, Ti, or compounds or mixtures thereof. The thickness of the cathode depends on the material used.

[0211] The organic electroluminescent device of the present invention may further include an encapsulation structure. The encapsulation structure may be a protective structure that prevents foreign substances, such as moisture and oxygen, from entering the organic layer of the organic electroluminescent device. The encapsulation structure may be, for example, a can, such as a glass or metal can, or a thin film covering the entire surface of the organic layer.

[0212] The method for preparing an organic electroluminescent device of the present invention comprises sequentially laminating an anode, a hole injection layer, a hole transport layer, an electron blocking layer, a light-emitting layer, a hole blocking layer, an electron transport layer, an electron injection layer, and a cathode on a substrate, and optionally a covering layer. In this regard, vacuum deposition, vacuum evaporation, spin coating, casting, LB method, inkjet printing, laser printing, or LITI methods can be used, but are not limited thereto. In the present invention, vacuum evaporation is preferably used to form the various layers. Those skilled in the art can conventionally select the various process conditions in the vacuum evaporation method according to actual needs.

[0213] The raw materials involved in the synthesis examples of the present invention can be purchased from the market or prepared by conventional preparation methods in the art;

[0214] Intermediate synthesis:

[0215] Synthesis of intermediate A series:

[0216]

[0217] Synthesis of intermediate A7: To a two-necked flask were added raw material N1 (2.05 g, 6.31 mmol), raw material M3 (1.54 g, 13.25 mmol), tetrakistriphenylphosphine palladium (0.22 g, 0.19 mmol), tri-tert-butylphosphine (0.12 g, 0.57 mmol), potassium carbonate (0.17 g, 1.23 mmol), 50 ml of toluene, and 10 ml of water. The mixture was reacted at 110 °C under nitrogen for 24 h. After cooling, the mixture was extracted with ethyl acetate, washed with saturated brine, dried, and passed through a column with PE:EA = 20:1 to obtain intermediate A7.

[0218] Synthesis of intermediate G series:

[0219]

[0220] Synthesis of intermediate G4: Raw material R1 (4.46 g, 25 mmol), potassium carbonate (8.64 g, 62.5 mmol), tricyclohexylphosphine (0.35 g, 1.25 mmol), and palladium acetate (0.09 g, 0.4 mmol) were added to a two-necked flask, 100 mL of anhydrous DMF was added under nitrogen protection, and the mixture was stirred at room temperature for 30 min. Raw material P3 (6.73 g, 25 mmol) was added under nitrogen protection, and the mixture was stirred at 140°C for 12 h under nitrogen protection. The mixture was filtered, washed with water, dried, and passed through a column with PE:EA = 20:1 to obtain intermediate G4.

[0221]

[0222] Synthesis of intermediate G5: Raw material R2 (7.26 g, 25 mmol), potassium carbonate (8.64 g, 62.5 mmol), tricyclohexylphosphine (0.35 g, 1.25 mmol), and palladium acetate (0.09 g, 0.4 mmol) were added to a two-necked flask, 100 mL of anhydrous DMF was added under nitrogen protection, and the mixture was stirred at room temperature for 30 min. Raw material P3 (6.73 g, 25 mmol) was added under nitrogen protection, and the mixture was stirred at 140°C for 12 h under nitrogen protection. The mixture was filtered, washed with water, dried, and passed through a column with PE:EA = 20:1 to obtain intermediate G5.

[0223]

[0224] Synthesis of intermediate G7: Raw material R1 (4.46 g, 25 mmol), potassium carbonate (8.64 g, 62.5 mmol), tricyclohexylphosphine (0.35 g, 1.25 mmol), and palladium acetate (0.09 g, 0.4 mmol) were added to a two-necked flask, 100 mL of anhydrous DMF was added under nitrogen protection, and the mixture was stirred at room temperature for 30 min. Raw material P4 (6.73 g, 25 mmol) was added under nitrogen protection, and the mixture was stirred at 140°C for 12 h under nitrogen protection. The mixture was filtered, washed with water, dried, and passed through a column with PE:EA = 20:1 to obtain intermediate G7.

[0225]

[0226] Synthesis of intermediate G8: Raw material R2 (7.26 g, 25 mmol), potassium carbonate (8.64 g, 62.5 mmol), tricyclohexylphosphine (0.35 g, 1.25 mmol), and palladium acetate (0.09 g, 0.4 mmol) were added to a two-necked flask, 100 mL of anhydrous DMF was added under nitrogen protection, and the mixture was stirred at room temperature for 30 min. Raw material P4 (6.73 g, 25 mmol) was added under nitrogen protection, and the mixture was stirred at 140°C for 12 h under nitrogen protection. The mixture was filtered, washed with water, dried, and passed through a column with PE:EA = 20:1 to obtain intermediate G8.

[0227]

[0228] Synthesis of intermediate R5: Raw materials S1 (0.76 g, 3.6 mmol) and raw material S2 (1.15 g, 4.3 mmol) were dissolved in THF (80 ml), and PdCl2(PPh3)2 (0.11 g, 0.15 mmol), CuI (0.07 g, 0.36 mmol) and triethylamine (40 ml) were added in sequence. After replacing nitrogen three times, the mixture was slowly heated to 80 ° C and maintained for 12 hours. After cooling to room temperature, the reaction mixture was filtered to remove inorganic salts and rotary evaporated to remove triethylamine. The product was poured into acidic water, the precipitate was washed five times with deionized water, and dried at 80 ° C under vacuum overnight. The crude product was subjected to silica gel column chromatography using petroleum ether as eluent to obtain a crude product, which was recrystallized to obtain intermediate R5.

[0229]

[0230] Synthesis of intermediate G12: To a two-necked flask were added intermediate R5 (9.97 g, 25 mmol), potassium carbonate (8.64 g, 62.5 mmol), tricyclohexylphosphine (0.35 g, 1.25 mmol), and palladium acetate (0.09 g, 0.4 mmol). 100 mL of anhydrous DMF was added under nitrogen protection, and the mixture was stirred at room temperature for 30 min. Raw material P3 (6.73 g, 25 mmol) was added under nitrogen protection, and the mixture was stirred at 140°C for 12 h under nitrogen protection. The mixture was filtered, washed with water, dried, and passed through a column with PE:EA = 20:1 to obtain intermediate G12.

[0231]

[0232] Synthesis of intermediate S5: Raw material S3 (10 mmol, 3.39 g) and raw material S4 (10 mmol, 3.16 g) were added to a three-necked flask and dissolved with a mixed solvent (70 mL 1,4-dioxane / water (volume ratio: 4:1), 35 mL ethanol). Pd(dppf)Cl2 (0.10 mmol, 0.07 g) and 15 mL of 3 mol / L K2CO3 aqueous solution were then added and heated under reflux for 4 hours under nitrogen protection. The sample point plate was taken to confirm that the reaction was complete. After cooling to room temperature, the reaction mixture was filtered through a celite pad, rinsed with chloroform, and the resulting filtrate was evaporated in vacuo. The obtained residue was purified by column chromatography on silica gel using hexane / toluene as eluent to obtain intermediate S5.

[0233]

[0234] Synthesis of intermediate R6: The preparation and synthesis of intermediate R6 refers to intermediate R5, with the same reaction conditions and reactant equivalents, except that the raw materials S1 and S2 of the reactants are replaced by raw materials S6 and intermediate S5, respectively.

[0235]

[0236] Synthesis of intermediate G14: To a two-necked flask were added intermediate R6 (11.97 g, 25 mmol), potassium carbonate (8.64 g, 62.5 mmol), tricyclohexylphosphine (0.35 g, 1.25 mmol), and palladium acetate (0.09 g, 0.4 mmol). 100 mL of anhydrous DMF was added under nitrogen protection, and the mixture was stirred at room temperature for 30 min. Raw material P3 (6.73 g, 25 mmol) was added under nitrogen protection, and the mixture was stirred at 140°C for 12 h under nitrogen protection. The mixture was filtered, washed with water, dried, and passed through a column with PE:EA = 20:1 to obtain intermediate G14.

[0237]

[0238] Synthesis of intermediate G16: To a two-necked flask were added intermediate R7 (10.07 g, 25 mmol), potassium carbonate (8.64 g, 62.5 mmol), tricyclohexylphosphine (0.35 g, 1.25 mmol), and palladium acetate (0.09 g, 0.4 mmol). 100 mL of anhydrous DMF was added under nitrogen protection, and the mixture was stirred at room temperature for 30 min. Raw material P3 (6.73 g, 25 mmol) was added under nitrogen protection, and the mixture was stirred at 140°C for 12 h under nitrogen protection. The mixture was filtered, washed with water, dried, and passed through a column with PE:EA = 20:1 to obtain intermediate G16.

[0239] Synthesis Example 1: Synthesis of Compound GD-13:

[0240]

[0241] Synthesis of intermediate B1: To a two-necked flask, raw material E1 (1.68 g, 5 mmol) and cesium carbonate (4.07 g, 12.5 mmol) were added. 50 mL of anhydrous DMF was added under nitrogen protection, and the mixture was stirred at room temperature for 30 min. Raw material A1 (1.4 g, 5 mmol) was added under nitrogen protection, and the mixture was stirred at 140°C under nitrogen protection for 12 h. The mixture was filtered, washed with water, dried, and passed through a column with PE:EA = 20:1 to obtain intermediate B1.

[0242] Synthesis of Intermediate C1: Intermediate B1 (3.03 g, 5.1 mmol) was dissolved in 50 mL of tetrahydrofuran (THF). Under nitrogen at 0°C, 3.8 mL of a 1.6 M n-butyllithium solution in n-hexane was slowly added. After stirring at 0°C for 2 hours, 10 mL of a THF solution of starting material F1 (0.99 g, 5.5 mmol) was slowly added. The reaction mixture was then slowly warmed to room temperature and stirred overnight. Dilute hydrochloric acid, distilled water, and ethyl acetate were added to the reaction mixture. The aqueous layer was separated and extracted three times with ethyl acetate. The combined organic layers were dried over sodium sulfate and filtered. After removing the solvent under reduced pressure, the crude product was dissolved in anhydrous dichloromethane, followed by the slow addition of 47% boron trifluoride-diethyl ether. The reaction mixture was stirred overnight and quenched with aqueous NaHCO₃. The aqueous layer was then separated and extracted with dichloromethane. The mixture was dried over sodium sulfate, filtered, and evaporated by rotary evaporation and column chromatography to yield Intermediate C1.

[0243] Synthesis of Intermediate D1: Under nitrogen, Intermediate C1 (1.58 g, 2.5 mmol) was dissolved in 50 mL of toluene. Intermediate G9 (2.5 mmol), tri-tert-butylphosphine (0.025 g, 0.125 mmol), sodium tert-butoxide (0.62 g, 6.5 mmol), and palladium acetate (0.01 g, 0.04 mmol) were added and stirred vigorously. The resulting mixture was refluxed at 105°C for 10 hours and then allowed to reach room temperature. Ethyl acetate (100 mL) was then added. The mixture was washed three times with deionized water (100 mL). After drying over anhydrous magnesium sulfate overnight, the ethyl acetate was evaporated under reduced pressure. The remaining mixture was poured into 100 mL of petroleum ether with stirring and filtered to obtain Intermediate D1.

[0244] Synthesis of Compound GD-13: Intermediate D1 (12.5 mmol) was dissolved in 300 mL of tert-butylbenzene. Under a nitrogen atmosphere and at 0°C, 10 mL of a 1.6 M solution of tert-butyllithium in n-pentane was slowly added. After stirring at 60°C for 2 hours, boron tribromide (6.26 g, 25 mmol) was added at 0°C, and the reaction mixture was stirred at room temperature for 1 hour. N,N-diisopropylethylamine (DIPEA) (3.25 g, 25.2 mmol) was added at 0°C, and the reaction mixture was allowed to reach room temperature. After stirring at 130°C for 6 hours, the reaction mixture was cooled to room temperature. Methanol was added to the reaction mixture to remove residual BBr3. The mixture was separated and extracted with water and dichloromethane. The combined organic layers were condensed in vacuo and filtered through a column to yield Compound GD-13.

[0245] The following target compound was synthesized by referring to the preparation process of compound GD-13 in Synthesis Example 1; the reaction conditions were the same, and the raw material E1 used was the same, except that the intermediate / raw material A, raw material F, and intermediate G listed in Table 1 below were used;

[0246] Table 1

[0247]

[0248]

[0249]

[0250] Table 2

[0251]

[0252]

[0253] The following device examples 1-21 and device comparative examples 1-3 illustrate in detail the application effect of the combination of the phosphorescent sensitizer of the present invention and the boron-containing fluorescent material in an organic electroluminescent device. The device manufacturing processes of device examples 2-21 and device comparative examples 1-3 are exactly the same as those of device example 1, and the same substrate materials and electrode materials are used. The film thickness of the electrode materials is also consistent. The only difference is that the phosphorescent sensitizer and boron-containing fluorescent material in the light-emitting layer of the device are replaced. The layer structure and test results of each device embodiment are shown in Table 3 and Table 4, respectively:

[0254] Device Example 1

[0255] The device structure of this embodiment is as follows Figure 1 As shown, the preparation method is as follows:

[0256] The transparent substrate layer 1 is a transparent PI film. The ITO anode layer 2 (film thickness 150nm) is washed, i.e., washed with a detergent (Semiclean M-L20), washed with pure water, dried, and then subjected to UV-ozone cleaning to remove organic residues on the transparent ITO surface. On the washed ITO anode layer 2, a 10nm thick layer of HT-1 and HI-1 is deposited using a vacuum evaporation device as the hole injection layer 3. The mass ratio of HT-1 to HI-1 is 97:3. HT-1 is then evaporated to a thickness of 60nm as the hole transport layer 4. EB-1 is then evaporated to a thickness of 30nm as the electron blocking layer 5. After the above-mentioned electron blocking material is evaporated, the light-emitting layer 6 of the OLED light-emitting device is prepared, using GH-1 and GH-2 as the main materials, PD-5 as the phosphorescent sensitizer material, and GD-24 as the boron-containing fluorescent material. The mass ratio of GH-1, GH-2, PD-5 and GD-24 is 66.5:30:3:0.5, and the thickness of the light-emitting layer is 30nm. After the above-mentioned light-emitting layer 6, HB-1 is vacuum evaporated to a thickness of 5nm. This layer is the hole blocking layer 7. After the above-mentioned hole blocking layer 7, ET-1 and Liq are vacuum evaporated to a mass ratio of 1:1. The film thickness is 30nm. This layer is the electron transport layer 8. On the electron transport layer 8, a LiF layer with a thickness of 1nm is formed by vacuum evaporation using a vacuum evaporation device. This layer is the electron injection layer 9. On the electron injection layer 9 , a Mg:Ag electrode layer with a thickness of 80 nm was formed by vacuum evaporation equipment. The mass ratio of Mg to Ag was 1:9. This layer was used as the cathode layer 10 .

[0257]

[0258]

[0259] Device Examples 2-10

[0260] The only difference from device embodiment 1 is that different boron-containing fluorescent materials are used in the light-emitting layer, as shown in Table 3, and the other conditions are the same.

[0261] Device Examples 11-21

[0262] The only difference from device embodiment 1 is that different phosphorescent sensitizers and boron-containing fluorescent materials are used in the light-emitting layer, as shown in Table 3. The other conditions are the same.

[0263] Device Comparison Examples 1-3

[0264] The only difference from device embodiment 1 is that different boron-containing fluorescent materials are used in the light-emitting layer, as shown in Table 3, and the other conditions are the same.

[0265] After completing the organic electroluminescent device as described above, the anode and cathode were connected using a known drive circuit, and the device's current efficiency and lifetime were measured. Examples and comparative examples of devices prepared using the same method are shown in Table 3; the test results for the current efficiency and lifetime of the resulting devices are shown in Table 4.

[0266] Table 3

[0267]

[0268]

[0269]

[0270] Table 4

[0271]

[0272] The current efficiency was measured using an IVL (current-voltage-luminance) test system (Suzhou Fushida Scientific Instrument Co., Ltd.); the lifespan test system was an EAS-62C OLED device lifespan tester from Japan System Giken Co., Ltd.; LT95 refers to the time it takes for the device's brightness to decay to 95%. All data are presented at 10 mA / cm 2 Next test.

[0273] The material and device performance parameters given in the present invention are not limited by the testing methods.

[0274] It can be seen from the device data results in Table 4 that, compared with device comparison examples 1-3, the organic electroluminescent device whose light-emitting layer adopts the material combination of the present invention has greatly improved current efficiency and life span.

[0275] In summary, the above are only preferred embodiments of the present invention and are not intended to limit the present invention. Any modifications, equivalent replacements, improvements, etc. made within the spirit and principles of the present invention should be included in the scope of protection of the present invention.

Claims

1. A phosphorescence-sensitized organic electroluminescent device, comprising, in order, a substrate, a first electrode, an organic functional layer, and a second electrode, wherein the organic functional layer is located between the first electrode and the second electrode, and the organic functional layer comprises at least one light-emitting layer, wherein the light-emitting layer comprises a host material, a phosphorescence sensitizer, and a boron-containing fluorescent material, characterized in that: The phosphorescence sensitizer is selected from the structure shown in general formula (A): M(L a ) m (L b ) n General formula (A) In the general formula (A), M represents one of Ir and Pt; L a and L b are all ligands, m represents 0, 1, 2 or 3, n represents 0, 1, 2 or 3, and m+n is 3; The L a and L b They are independently represented by the following structures: Each occurrence of Z is represented identically or differently as N or CR; Each occurrence of R is the same or different and represents any one of a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a C1-C10 alkyl group which may be substituted or unsubstituted by a substituent, a C3-C10 cycloalkyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkenyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkynyl group which may be substituted or unsubstituted by a substituent, a silyl group which may be substituted or unsubstituted by a substituent, a borane group which may be substituted or unsubstituted by a substituent, a C1-C10 alkoxy group which may be substituted or unsubstituted by a substituent, a C6-C30 aryloxy group which may be substituted or unsubstituted by a substituent, an arylamine group which may be substituted or unsubstituted by a substituent, and a C2-C30 heteroaryl group which may be substituted or unsubstituted by a substituent; Y represents O, S, N (R a )、C(R b )(R c ); R a 、R b 、R c Each occurrence independently represents any one of C1-C10 alkyl group which may be substituted by a substituent, C3-C10 cycloalkyl group which may be substituted by a substituent, C2-C10 alkenyl group which may be substituted by a substituent, C2-C10 alkynyl group which may be substituted by a substituent, C6-C30 aryl group which may be substituted by a substituent, and C2-C30 heteroaryl group which may be substituted by a substituent; The substituent is selected from one or more of deuterium, a halogen atom, a cyano group, a C1-C10 alkyl group, a deuterium-substituted C1-C10 alkyl group, a fluorine-substituted alkyl group, a C3-C10 cycloalkyl group, a deuterium-substituted C3-C10 cycloalkyl group, a C6-C30 aryl group, a deuterium-substituted C6-C30 aryl group, a C2-C30 heteroaryl group, and a deuterium-substituted C2-C30 heteroaryl group; When L a and L b All are represented by the structure shown in formula a, and at least one R is not a hydrogen atom; The boron-containing fluorescent material is selected from the structure shown in general formula (B): In the general formula (B), R1-R 19 Each occurrence of the same or different radicals may be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a C1-C10 alkyl group which may be substituted or unsubstituted by a substituent, a C3-C10 cycloalkyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkenyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkynyl group which may be substituted or unsubstituted by a substituent, a silanyl group which may be substituted or unsubstituted by a substituent, a borane group which may be substituted or unsubstituted by a substituent, a C1-C10 alkoxy group which may be substituted or unsubstituted by a substituent, a C6-C30 aryloxy group which may be substituted or unsubstituted by a substituent, an arylamino group which may be substituted or unsubstituted by a substituent, or a C2-C30 heteroaryl group which may be substituted or unsubstituted by a substituent; R1-R 19 Any two adjacent ones can be connected to form a ring; Ar1 and Ar2, when they appear each time, are the same or different and represent one of a hydrogen atom, a C1-C10 alkyl group which may be substituted or unsubstituted by a substituent, a C3-C10 cycloalkyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkenyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkynyl group which may be substituted or unsubstituted by a substituent, a silyl group which may be substituted or unsubstituted by a substituent, a borane group which may be substituted or unsubstituted by a substituent, a C1-C10 alkoxy group which may be substituted or unsubstituted by a substituent, a C6-C30 aryloxy group which may be substituted or unsubstituted by a substituent, an arylamino group which may be substituted or unsubstituted by a substituent, and a C2-C30 heteroaryl group which may be substituted or unsubstituted by a substituent; M1, M2, and M3 are each independently a C6-C30 aromatic ring, a 5-membered to 30-membered heteroaromatic ring, or a C6-C10 aliphatic ring; M4 and M5 are each independently a C6-C30 aromatic ring or a C6-C10 aliphatic ring; X represents C or Si; The substituents are selected from any one or more of deuterium, a halogen atom, a cyano group, a C1-C10 alkyl group, a deuterium-substituted C1-C10 alkyl group, a fluorine-substituted alkyl group, a C3-C10 cycloalkyl group, a deuterium-substituted C3-C10 cycloalkyl group, a C6-C30 aryl group, a deuterium-substituted C6-C30 aryl group, a C2-C30 heteroaryl group, and a deuterium-substituted C2-C30 heteroaryl group.

2. The phosphorescence-sensitized organic electroluminescent device according to claim 1, characterized in that: In the general formula (A), L a and L b They are independently represented as follows: R'1~R' 12 Each occurrence independently represents one of a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a C1-C10 alkyl group which may be substituted by a substituent, a C3-C10 cycloalkyl group which may be substituted by a substituent, a C1-C10 alkoxy group which may be substituted by a substituent, a C6-C10 aryloxy group which may be substituted by a substituent, a C6-C30 aryl group which may be substituted by a substituent, and a C2-C30 heteroaryl group which may be substituted by a substituent; The substituents are selected from any one or more of deuterium, a halogen atom, a cyano group, a C1-C10 alkyl group, a deuterium-substituted C1-C10 alkyl group, a fluorine-substituted alkyl group, a C3-C10 cycloalkyl group, a deuterium-substituted C3-C10 cycloalkyl group, a C6-C30 aryl group, a deuterium-substituted C6-C30 aryl group, a C2-C30 heteroaryl group, and a deuterium-substituted C2-C30 heteroaryl group.

3. The phosphorescence-sensitized organic electroluminescent device according to claim 1, characterized in that: The phosphorescence sensitizer is selected from the structure represented by any one of the general formulas (A-1) to (A-6): In general formulae (A-1) to (A-6), each occurrence of Z is identical or different and represents N or CR; Each occurrence of R is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a C1-C10 alkyl group which may be substituted or unsubstituted by a substituent, a C3-C10 cycloalkyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkenyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkynyl group which may be substituted or unsubstituted by a substituent, a silyl group which may be substituted or unsubstituted by a substituent, a borane group which may be substituted or unsubstituted by a substituent, a C1-C10 alkoxy group which may be substituted or unsubstituted by a substituent, a C6-C30 aryloxy group which may be substituted or unsubstituted by a substituent, an arylamine group which may be substituted or unsubstituted by a substituent, a C6-C30 aryl group which may be substituted or unsubstituted by a substituent, or a C2-C30 heteroaryl group which may be substituted or unsubstituted by a substituent; In the general formula (A-1), at least one R is not a hydrogen atom; Y represents O, S, N (R a )、C(R b )(R c ); Y1, Y2, Y3, Y4 represent single bonds, O, S, N (R a )、C(R b )(R c ); m is 1 or 2, n is 1 or 2, and m+n is 3; i, j, p, q are represented as 0 or 1; R a 、R b 、R c Each occurrence independently represents any one of C1-C10 alkyl group which may be substituted by a substituent, C3-C10 cycloalkyl group which may be substituted by a substituent, C2-C10 alkenyl group which may be substituted by a substituent, C2-C10 alkynyl group which may be substituted by a substituent, C6-C30 aryl group which may be substituted by a substituent, and C2-C30 heteroaryl group which may be substituted by a substituent; The substituents are selected from any one or more of deuterium, a halogen atom, a cyano group, a C1-C10 alkyl group, a deuterium-substituted C1-C10 alkyl group, a fluorine-substituted alkyl group, a C3-C10 cycloalkyl group, a deuterium-substituted C3-C10 cycloalkyl group, a C6-C30 aryl group, a deuterium-substituted C6-C30 aryl group, a C2-C30 heteroaryl group, and a deuterium-substituted C2-C30 heteroaryl group.

4. The phosphorescence-sensitized organic electroluminescent device according to claim 1, characterized in that: The phosphorescence sensitizer is selected from the following structures: Any one of them.

5. The phosphorescence-sensitized organic electroluminescent device according to claim 1, characterized in that: The boron-containing fluorescent material is selected from the general formula (B-1): In the general formula (B-1), R1-R 19 Each occurrence of the same or different radicals may be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a C1-C10 alkyl group which may be substituted or unsubstituted by a substituent, a C3-C10 cycloalkyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkenyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkynyl group which may be substituted or unsubstituted by a substituent, a silanyl group which may be substituted or unsubstituted by a substituent, a borane group which may be substituted or unsubstituted by a substituent, a C1-C10 alkoxy group which may be substituted or unsubstituted by a substituent, a C6-C30 aryloxy group which may be substituted or unsubstituted by a substituent, an arylamino group which may be substituted or unsubstituted by a substituent, or a C2-C30 heteroaryl group which may be substituted or unsubstituted by a substituent; R1-R 19 Any two adjacent ones can be connected to form a ring; Ar1 and Ar2, when they appear each time, are the same or different and represent one of a hydrogen atom, a C1-C10 alkyl group which may be substituted or unsubstituted by a substituent, a C3-C10 cycloalkyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkenyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkynyl group which may be substituted or unsubstituted by a substituent, a silyl group which may be substituted or unsubstituted by a substituent, a borane group which may be substituted or unsubstituted by a substituent, a C1-C10 alkoxy group which may be substituted or unsubstituted by a substituent, a C6-C30 aryloxy group which may be substituted or unsubstituted by a substituent, an arylamino group which may be substituted or unsubstituted by a substituent, and a C2-C30 heteroaryl group which may be substituted or unsubstituted by a substituent; M1 represents one of a C6-C30 aromatic ring, a 5-membered to 30-membered heteroaromatic ring, and a C6-C10 aliphatic ring; X represents C or Si; The substituents are selected from any one or more of deuterium, a halogen atom, a cyano group, a C1-C10 alkyl group, a deuterium-substituted C1-C10 alkyl group, a fluorine-substituted alkyl group, a C3-C10 cycloalkyl group, a deuterium-substituted C3-C10 cycloalkyl group, a C6-C30 aryl group, a deuterium-substituted C6-C30 aryl group, a C2-C30 heteroaryl group, and a deuterium-substituted C2-C30 heteroaryl group.

6. The phosphorescence-sensitized organic electroluminescent device according to claim 1, characterized in that: The boron-containing fluorescent material is selected from any one of the general formulas (B-2) to (B-5): In the general formulas (B-2) to (B-5), R1-R 21 Each occurrence of the same or different radicals may be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a C1-C10 alkyl group which may be substituted or unsubstituted by a substituent, a C3-C10 cycloalkyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkenyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkynyl group which may be substituted or unsubstituted by a substituent, a silanyl group which may be substituted or unsubstituted by a substituent, a borane group which may be substituted or unsubstituted by a substituent, a C1-C10 alkoxy group which may be substituted or unsubstituted by a substituent, a C6-C30 aryloxy group which may be substituted or unsubstituted by a substituent, an arylamino group which may be substituted or unsubstituted by a substituent, or a C2-C30 heteroaryl group which may be substituted or unsubstituted by a substituent; R1-R 21 Any two adjacent ones can be connected to form a ring; Ar1 and Ar2, when they appear each time, are the same or different and represent one of a hydrogen atom, a C1-C10 alkyl group which may be substituted or unsubstituted by a substituent, a C3-C10 cycloalkyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkenyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkynyl group which may be substituted or unsubstituted by a substituent, a silyl group which may be substituted or unsubstituted by a substituent, a borane group which may be substituted or unsubstituted by a substituent, a C1-C10 alkoxy group which may be substituted or unsubstituted by a substituent, a C6-C30 aryloxy group which may be substituted or unsubstituted by a substituent, an arylamino group which may be substituted or unsubstituted by a substituent, and a C2-C30 heteroaryl group which may be substituted or unsubstituted by a substituent; X represents C or Si; The substituents are selected from any one or more of deuterium, a halogen atom, a cyano group, a C1-C10 alkyl group, a deuterium-substituted C1-C10 alkyl group, a fluorine-substituted alkyl group, a C3-C10 cycloalkyl group, a deuterium-substituted C3-C10 cycloalkyl group, a C6-C30 aryl group, a deuterium-substituted C6-C30 aryl group, a C2-C30 heteroaryl group, and a deuterium-substituted C2-C30 heteroaryl group.

7. The phosphorescence-sensitized organic electroluminescent device according to claim 1, characterized in that: The boron-containing fluorescent material is selected from any one of the general formulas (B-6) to (B-9): In the general formulas (B-6) to (B-9), R 22 -R 25 Each occurrence of the same or different radicals may be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a C1-C10 alkyl group which may be substituted or unsubstituted by a substituent, a C3-C10 cycloalkyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkenyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkynyl group which may be substituted or unsubstituted by a substituent, a silanyl group which may be substituted or unsubstituted by a substituent, a borane group which may be substituted or unsubstituted by a substituent, a C1-C10 alkoxy group which may be substituted or unsubstituted by a substituent, a C6-C30 aryloxy group which may be substituted or unsubstituted by a substituent, an arylamino group which may be substituted or unsubstituted by a substituent, or a C2-C30 heteroaryl group which may be substituted or unsubstituted by a substituent; Ar1 and Ar2, when they appear each time, are the same or different and represent one of a hydrogen atom, a C1-C10 alkyl group which may be substituted or unsubstituted by a substituent, a C3-C10 cycloalkyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkenyl group which may be substituted or unsubstituted by a substituent, a C2-C10 alkynyl group which may be substituted or unsubstituted by a substituent, a silyl group which may be substituted or unsubstituted by a substituent, a borane group which may be substituted or unsubstituted by a substituent, a C1-C10 alkoxy group which may be substituted or unsubstituted by a substituent, a C6-C30 aryloxy group which may be substituted or unsubstituted by a substituent, an arylamino group which may be substituted or unsubstituted by a substituent, and a C2-C30 heteroaryl group which may be substituted or unsubstituted by a substituent; X represents C or Si; The substituents are selected from any one or more of deuterium, a halogen atom, a cyano group, a C1-C10 alkyl group, a deuterium-substituted C1-C10 alkyl group, a fluorine-substituted alkyl group, a C3-C10 cycloalkyl group, a deuterium-substituted C3-C10 cycloalkyl group, a C6-C30 aryl group, a deuterium-substituted C6-C30 aryl group, a C2-C30 heteroaryl group, and a deuterium-substituted C2-C30 heteroaryl group.

8. The phosphorescence-sensitized organic electroluminescent device according to claim 1, characterized in that: The boron-containing fluorescent material is selected from the following specific structures: Any of .

9. The phosphorescence-sensitized organic electroluminescent device according to any one of claims 1 to 8, characterized in that: The host material includes a first host material and a second host material.

10. The phosphorescence-sensitized organic electroluminescent device according to claim 9, characterized in that: At least one of the first host material and the second host material is a TADF material.

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