Boron-nitrogen compound and application thereof

Abstract

The invention provides a boron-nitrogen compound and application thereof, the boron-nitrogen compound has a structure as shown in a formula I and a formula II, the boron-nitrogen compound not only realizes fine adjustment of a spectrum, but also further improves luminous efficiency through extension conjugation and introduction of nitrogen atoms. The boron-nitrogen compound provided by the invention has a narrow spectrum and is used as a narrow-spectrum luminescent material for preparing a luminescent layer of an organic electroluminescent device, the organic electroluminescent device prepared from the boron-nitrogen compound realizes narrow-spectrum TADF emission, the half-peak width is less than 40nm, and the electroluminescent external quantum efficiency of the device is as high as 30% or above.

Description

Technical Field

[0001] The present invention belongs to the technical field of organic electroluminescence, and relates to a boron nitride compound and its application. Background Art

[0002] Organic optoelectronic materials are a class of organic materials with properties such as generation, conversion, and transmission of photons and electrons. Currently, the controllable optoelectronic properties of organic optoelectronic materials have been applied to organic light-emitting diodes (OLEDs), organic solar cells (OPVs), organic field effect transistors (OFETs), and even organic lasers. In recent years, OLEDs have become a very popular new type of flat panel display product at home and abroad. OLED displays have the characteristics of self-luminescence, wide viewing angle, short response time, high luminous efficiency, wide color gamut, low working voltage, thin panel, large-size flexible panel fabrication, and low cost, and are hailed as the star flat panel display products of the 21st century.

[0003] Regarding the history of organic electroluminescence, it can be traced back to the report by Bernanose et al. in 1953 (Holst G A, Kster T, Voges E, et al. FLOX—an oxygen-flux-measuring system using a phase-modulation method to evaluate the oxygen-dependent fluorescence lifetime, ScienceDirect. Sensors and Actuators B: Chemical, 1995, 29, 213.). Approximately 10 years later, in 1963, Pope et al. at New York University applied a voltage to a crystal of anthracene and observed the fluorescence emission of anthracene (M. Pope, H. Kallmann and P. Magnante, Electroluminescence in Organic Crystals, J. Chem. Phys., 1963, 38, 2042). In 1987, C.W. Tang et al. at Eastman Kodak Company in the United States used ultra-thin film technology, with an aromatic amine having good hole transport effect as the hole transport layer, an aluminum complex of 8-hydroxyquinoline as the light-emitting layer, and indium tin oxide (ITO) film and metal alloy as the anode and cathode respectively to fabricate a light-emitting device. This device obtained a green light emission with a brightness as high as 1000 cd / m2 at a driving voltage of 10 V, and the efficiency of the device was 1.5 lm / W (C.W. Tang and S.A. Van Slyke, Organic electroluminescent diodes, Appl. Phys. Lett., 1987, 51, 913). This breakthrough progress enabled the research on organic electroluminescence to be rapidly and deeply carried out worldwide. In 1990, Burroughes et al. at the University of Cambridge proposed the first light-emitting diode based on a polymer (PPV). It was shown that in a single-layer device, PPV could be used as a highly fluorescent emission material with a relatively high luminous efficiency (Burroughes J.H. et al., Light-emitting diodes based on conjugated polymers, Nature, 1990, 347, 539.).In 1998, Baldo, Forrest et al. from Princeton University reported the first phosphorescent device based on electroluminescence, which could, in principle, have an internal quantum yield of 100% (M.A. Baldo, D.F. O'Brien et al., Highly efficient phosphorescent emission from organic electroluminescent devices, Nature, 1998, 395, 151). However, on the one hand, phosphorescent materials generally use precious metals such as iridium and platinum, which are expensive. On the other hand, for deep blue phosphorescent materials, there are still problems such as chemical instability and significant efficiency roll-off at high current densities in the devices. Therefore, it is extremely important to develop an OLED device that uses cheap and stable organic small molecule materials and can achieve high-efficiency light emission.

[0004] In 2012, the research group of Adachi from Kyushu University reported a highly efficient all-fluorescent OLED device based on the mechanism of thermally activated delayed fluorescence (TADF) (Uoyama H, Goushi K, Shizu K, et al. Highly efficient organic light-emitting diodes from delayed fluorescence, Nature, 2012, 492(7428): 234-238.). When the energy level difference between the S1 and T1 of the molecule is small enough, triplet excitons can absorb thermal energy, return to the singlet state through the RISC process, and then emit fluorescence. The internal quantum efficiency (IQE) of its device can theoretically reach 100%, and the external quantum efficiency (EQE) is even as high as 30%, comparable to the level of phosphorescent devices. As the next-generation luminescent materials, the research on TADF materials is in full swing.

[0005] TADF molecules are mainly doped as guest materials in wide-bandgap host materials to achieve high-efficiency thermally activated delayed fluorescence (Q. Zhang, J. Li, K. Shizu, et al. Design of Efficient Thermally Activated Delayed Fluorescence Materials for Pure Blue Organic Light Emitting Diodes, J. Am. Chem. Soc. 2012, 134, 14706; H. Uoyama, K. Goushi, K. Shizu, H. Nomura, C. Adachi, Highly efficient organic light-emitting diodes from delayed fluorescence, Nature, 2012, 492, 234; T. Nishimoto, T. Yasuda, et al., A six-carbazole-decorated cyclophosphazene as a host with high triplet energy to realize efficient delayed-fluorescence OLEDs, Mater. Horiz., 2014, 1, 264). Different from the emission of traditional fluorescent molecules from the local (LE) state, TADF emission mainly originates from the transition of the ICT state, so it is easily affected by the vibrational and rotational motions between the donor and acceptor, resulting in a relatively wide spectrum. Although the relatively wide spectrum is beneficial for lighting applications, it cannot meet the requirements of high color purity in the display field. And the main use of OLEDs is for display, so the narrow-spectrum design (i.e., smaller full width at half maximum, FWHM) of TADF materials is very necessary. Summary of the Invention

[0006] Aiming at the deficiencies of the prior art, the purpose of the present invention is to provide a boron-nitrogen compound and its application. The compound provided by the present invention aims to solve the defects of TADF luminescent molecules, provide narrow-spectrum luminescent materials, and be used for preparing the light-emitting layer of organic electroluminescent devices, so that the organic electroluminescent devices achieve narrow-spectrum TADF emission.

[0007] To achieve the purpose of this invention, the following technical solutions are adopted in the present invention:

[0008] On the one hand, the present invention provides a boron-nitrogen compound, and the boron-nitrogen compound has the structures shown in Formula I and Formula II as follows:

[0009]

[0010] Y1 , Y 2 and Y 3 are independently O, S,

[0011] R 77 and R 88 are independently a C1-C8 alkyl group or a C6-C18 aryl group;

[0012] Ring A represents a C5-C24 cycloalkane or a C5-C6 cycloalkane substituted with 2-4 aromatic rings;

[0013] R 1 and R 2 are independently selected from H, deuterium, fluorine, CN, a C1-C20 alkyl group, a C1-C20 alkoxy group, a C3-C10 cycloalkyl group, a C6-C14 aryl group, a C6-C18 aryl group substituted with one or more R a groups, a 5- to 18-membered heteroaryl group, a 5- to 18-membered heteroaryl group substituted with one or more R a groups, a diphenylamino group, or a diphenylamino group substituted with one or more R a groups;

[0014] R a is independently, each time it appears, deuterium, fluorine, CN, a C1-C12 alkyl group, a C1-C12 alkoxy group, a C3-C12 cycloalkyl group, a C6-C14 aryl group, a C6-C14 aryl group substituted with one or more R b groups, a 5- to 18-membered heteroaryl group, a 5- to 18-membered heteroaryl group substituted with one or more R b groups, a diphenylamino group, or a diphenylamino group substituted with one or more R b groups;

[0015] R b is independently, each time it appears, deuterium, fluorine, CN, a C1-C12 alkyl group, a C1-C12 alkoxy group, a C3-C10 cycloalkyl group, a C6-C14 aryl group, a C6-C14 aryl group substituted with one or more R c groups, a 5- to 18-membered heteroaryl group, a 5- to 18-membered heteroaryl group substituted with one or more R c groups, a diphenylamino group, or a diphenylamino group substituted with one or more R c groups;

[0016] R c is independently, each time it appears, deuterium, fluorine, CN, a C1-C12 alkyl group, a C1-C12 alkoxy group, a C3-C10 cycloalkyl group, a C6-C14 aryl group, a C6-C14 aryl group substituted with one or more R d groups, a 5- to 18-membered heteroaryl group, a 5- to 18-membered heteroaryl group substituted with one or more R dSubstituted 5- to 18-membered heteroaryl, diphenylamino, or diphenylamino substituted with one or more R d Substituted diphenylamino;

[0017] R d Each occurrence is independently deuterium, fluorine, C1-C12 alkyl, C1-C12 alkoxy, C3-C10 cycloalkyl, C6-C14 aryl, or C6-C14 aryl substituted with one or more R e Substituted C6-C14 aryl;

[0018] R e Each occurrence is independently deuterium, fluorine, C1-C12 alkyl, C1-C12 alkoxy, C3-C10 cycloalkyl, or C6-C14 aryl;

[0019] R 1 And R 2 Independently exist or at least one of them forms a 6- to 8-membered ring with the aromatic ring to which it is attached;

[0020] R 3 、R 5 And R 7 Independently are C 1 ~C 16 Alkyl, C 1 ~C 16 Alkoxy, C 3 -C 18 Cycloalkyl, C 6 ~C 24 Aryl, C 6 ~C 24 Heteroaryl, C a1 Substituted C 6 ~C 18 Aryl;

[0021] R 4 、R 6 And R 8 Independently are hydrogen, deuterium, C 1 ~C 16 Alkyl, C 1 ~C 16 Alkoxy, C 3 -C 18 Cycloalkyl, C 6 ~C 24 Aryl, C 6 ~C 24 Heteroaryl, C a1 Substituted C 6 ~C 18 Aryl;

[0022] R a1 Each occurrence is independently C 1 ~C12 alkyl, C 1 ~C 12 alkoxy, C 3 -C 12 cycloalkyl, C 6 ~C 18 aryl or C a2 substituted with one or more R 6 ~C 18 aryl;

[0023] R a2 is independently C 1 ~C 12 alkyl, C 1 ~C 12 alkoxy, C 3 -C 12 cycloalkyl, C 6 ~C 18 aryl.

[0024] R 3 , R 4 , R 5 , R 6 , R 7 and R 8 exist independently or at least one of them forms a ring with the aromatic ring to which it is attached;

[0025] R 11 , R 33 , R 44 and R 66 are independently H, D, C 1 ~C 16 alkyl, C 1 ~C 16 alkoxy, C 3 -C 18 cycloalkyl, C 6 ~C 24 aryl, C 6 ~C 24 heteroaryl, C b1 substituted with one or more R 6 ~C 18 aryl;

[0026] R 22 and R 55 are independently C 1 ~C 16 alkyl, C 1 ~C 16 alkoxy, C 3 -C 18 cycloalkyl, C 6 ~C 24 aryl, C 6 ~C24 Heteroaryl, C substituted with one or more R b1 to C 6 to C 18 aryl;

[0027] R b1 is independently, each time it appears, C 1 to C 12 alkyl, C 1 to C 12 alkoxy, C 3 -C 12 cycloalkyl, C 6 to C 18 aryl or C substituted with one or more R b2 to C 6 aryl; 18

[0028] R b2 is independently, each time it appears, C 1 to C 12 alkyl, C 1 to C 12 alkoxy, C 3 12 -C 6 cycloalkyl, C 18 to C 18 aryl;

[0029] R 11 R 22 R 33 R 44 R 55 and R 66 exist independently or at least one of them forms a ring with an aromatic ring to which it is attached or at least two of them are connected to each other to form a ring;

[0030] The alkyl, alkoxy, cycloalkyl, aryl, heteroaryl are optionally substituted with one or more substituents selected from the following: halogen, -CN, C1-C12 alkyl, C1-C12 alkoxy, C1-C12 haloalkyl, C2-C6 alkenyl, C3-C10 cycloalkyl, C6-C14 aryl and 5- to 18-membered heteroaryl.

[0031] In some embodiments of the present invention, the R 1 and R 2 are independently H, D (deuterium), fluorine, C1-C12 alkyl, C 1 to C 12 alkoxy, C 3 -C 10 cycloalkyl, phenyl, aryl substituted with at least one C 1 -C 12 alkyl, aryl substituted with at least one C 1 -C12 Alkoxy-substituted aryl, phenyl-C 1 ~C 12 alkyl, diphenylamino, at least one C 1 -C 12 alkyl-substituted diphenylamino, carbazolyl, at least one C 1 -C 12 alkyl-substituted carbazolyl;

[0032] Preferably, each occurrence of said R a is independently deuterium, fluorine, C 1 ~C 12 alkyl, C 1 ~C 12 alkoxy, C 3 -C 10 cycloalkyl, at least one C 1 -C 12 alkyl-substituted phenyl, at least one C 1 -C 12 alkoxy-substituted phenyl, phenyl-C 1 ~C 12 alkyl, diphenylamino, at least one C 1 -C 12 alkyl-substituted diphenylamino, carbazolyl, at least one C 1 -C 12 alkyl-substituted carbazolyl;

[0033] Preferably, each occurrence of said R b is independently deuterium, fluorine, C 1 ~C 12 alkyl, C 1 ~C 12 alkoxy, C 3 -C 10 cycloalkyl, at least one C 1 -C 12 alkyl-substituted phenyl, at least one C 1 -C 12 alkoxy-substituted phenyl, phenyl-C 1 ~C 12 alkyl, diphenylamino, at least one C 1 -C 12 alkyl-substituted diphenylamino, carbazolyl, at least one C 1 -C 12 alkyl-substituted carbazolyl;

[0034] Preferably, each occurrence of said R c is independently deuterium, fluorine, C 1 ~C 12 alkyl, C 1~C 12 Alkoxy, C 3 -C 10 Cycloalkyl, substituted by at least one C 1 -C 12 Alkyl-substituted phenyl, substituted by at least one C 1 -C 12 Alkoxy-substituted phenyl, phenyl-C 1 ~C 12 Alkyl, diphenylamino, substituted by at least one C 1 -C 12 Alkyl-substituted diphenylamino, carbazolyl, substituted by at least one C 1 -C 12 Alkyl-substituted carbazolyl;

[0035] Preferably, each occurrence of said R d is independently deuterium, fluorine, C 1 ~C 12 Alkyl, C 1 ~C 12 Alkoxy, C 3 -C 10 Cycloalkyl, substituted by at least one C 1 -C 12 Alkyl-substituted phenyl, substituted by at least one C 1 -C 12 Alkoxy-substituted phenyl, carbazolyl, substituted by at least one C 1 -C 12 Alkyl-substituted carbazolyl;

[0036] Preferably, said R 1 and R 2 are independently H, deuterium, fluorine, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, hexyl, octyl, decyl, methoxy, ethoxy, butoxy, hexyloxy, cyclohexyl, adamantyl, phenyl, 2-methyl-phenyl, 4-methyl-phenyl, 4-ethyl-phenyl, 4-propyl-phenyl, 4-isopropylphenyl, 4-n-butylphenyl,

[0037] or, where the wavy line represents the connection site of the group;

[0038] Preferably, said R 1 and R 2 are independently H, methyl, phenyl, 2-methyl-phenyl,

[0039] Wherein the wavy line represents the connection site of the group.

[0040] Preferably, the R 1 and R 2 are the same and are selected from any one of H, methyl, phenyl, 2-methyl-phenyl, ;

[0041] wherein R g is H, methyl, isopropyl, tert-butyl or

[0042] Preferably, at least one of the R 1 and R 2 forms a benzene ring with the aromatic ring.

[0043] Preferably, the Y 1 、Y 2 and Y 3 are independently O, S,

[0044] Preferably, the R 3 、R 4 、R 5 、R 6 、R 7 and R 8 are independently C1-C6 alkyl or C6-C12 aryl.

[0045] Preferably, the R 3 、R 4 、R 5 、R 6 、R 7 and R 8 are independently tert-butyl or phenyl.

[0046] Preferably, at least one of the R 3 、R 4 、R 5 、R 6 、R 7 and R 8 forms the following ring structure with the adjacent aromatic ring:

[0047] wherein the bond where the * is located is the bond shared with the aromatic ring.

[0048] In the present invention, a ring can be formed between the R 11 and R 22 ; or a ring can be formed between the R 22 and R 33 ; or a ring can be formed between the R 44 and R55 can form a ring therebetween; or R 55 and R 66 can form a ring therebetween.

[0049] Preferably, the R 11 , R 33 , R 44 and R 66 are independently selected from hydrogen, isopropyl, tert-butyl, phenyl, biphenyl, pyridyl,

[0050] Preferably, R 22 and R 55 are independently selected from isopropyl, tert-butyl, phenyl, biphenyl, pyridyl,

[0051] In some embodiments of the present invention, the boron nitride compound is any one of the following compounds:

[0052]

[0053]

[0054]

[0055]

[0056]

[0057]

[0058]

[0059]

[0060]

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[0075]

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[0077]

[0078] On the other hand, the present invention provides an organic electroluminescent material, and the organic electroluminescent material includes the boron nitride compound as described above.

[0079] On the other hand, the present invention provides an organic electroluminescent device, and the organic electroluminescent device includes an anode and a cathode and an organic thin film layer disposed between the anode and the cathode, and the organic thin film layer includes the boron nitride compound as described above.

[0080] Preferably, the organic thin film layer includes a light-emitting layer, an optional hole injection layer, an optional hole transport layer, an optional electron transport layer, and an optional electron injection layer, and at least one of the light-emitting layer, the electron injection layer, the electron transport layer, the hole transport layer, and the hole injection layer includes the boron nitride compound as described above.

[0081] In the present invention, the boron nitride compound having the structures shown in Formula I and Formula II can be used as a functional material in at least one of the light-emitting layer, the electron injection layer, the electron transport layer, the hole transport layer, and the hole injection layer of an organic electroluminescent device.

[0082] In one embodiment, the organic electroluminescent device of the present invention may further include an optional hole blocking layer, an optional electron blocking layer, an optional capping layer, and the like.

[0083] In one embodiment, the organic electroluminescent device has as Figure 1The structure shown, where 1 is the ITO anode, 2 is the first hole transport layer, 3 is the second hole transport layer, 4 is the light-emitting layer, 5 is the second electron transport layer, 6 is the first electron transport layer, 7 is the electron injection layer, and 8 is the metal cathode.

[0084] In one embodiment, the boron nitride compound having the structure shown in Formula I is used to prepare the light-emitting layer in an organic electroluminescent device.

[0085] In one embodiment, the organic electroluminescent device further includes a substrate, and an anode layer, an organic light-emitting functional layer, and a cathode layer formed in sequence on the substrate; in the organic light-emitting functional layer, it includes a light-emitting layer containing the boron nitride compound as described above, and may further include any one or a combination of a hole injection layer, a hole transport layer, an electron blocking layer, a hole blocking layer, an electron transport layer, and an electron injection layer.

[0086] On the other hand, the present invention provides an organic electroluminescent composition, which includes the above-described boron nitride compound as a doping material and a host material.

[0087] Preferably, the host material is a material having electron transport ability and / or hole transport ability and whose triplet excited state energy is equal to or higher than the triplet excited state energy of the doping material.

[0088] In one embodiment of the present invention, the host material is a carbazole derivative and / or a carboline derivative having a structure shown in any one of Formulas (H-1) to (H-10):

[0089]

[0090] Where X 1 、Y 1 and Z 1 are CH or N, and at most one of X 1 、Y 1 and Z 1 is N;

[0091] Where R 1H and R 2H are independently any one of the following groups:

[0092]

[0093] Where X 1 、Y 1 and Z 1 are CH or N, and at most one of X 1 、Y 1 and Z 1 is N;

[0094] Where RaH and R bH are independently H, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, C 6 -C 20 aryl, C 1 -C 20 alkyl-substituted C 6 -C 20 aryl or C 1 -C 20 alkoxy-substituted C 6 -C 20 aryl, where the * represents the attachment site of the group;

[0095] W 1 、W 2 、W 3 、W 4 、W 5 、W 6 、W 7 、W 8 and W 9 are independently S or O;

[0096] R 3H 、R 4H 、R 5H 、R 6H 、R 7H 、R 8H 、R 9H 、R 10H 、R 11H 、R 12H 、R 13H and R 14H are independently H, deuterium, C1-C6 alkyl or C6-C24 aryl.

[0097] In one embodiment of the present invention, in the organic electroluminescent composition, it preferably contains 0.3 - 30.0 wt% (such as 0.3 wt%, 0.5 wt%, 1 wt%, 3 wt%, 5 wt%, 8 wt%, 10 wt%, 15 wt%, 18 wt%, 20 wt%, 23 wt%, 25 wt%, 28 wt% or 30 wt%) of the boron nitride compound as described above as a doping material, and the remaining 99.7 - 70.0 wt% (such as 99.7 wt%, 99 wt%, 98 wt%, 95 wt%, 93 wt%, 90 wt%, 88 wt%, 85 wt%, 83 wt%, 80 wt%, 78 wt% or 77 wt%) of the components are host materials composed of 1 - 2 compounds having the structures of formula (H-1) to formula (H-10);

[0098] In one embodiment of the present invention, the host material contains two compounds having the structures of formula (H-1) to formula (H-10), and the weight ratio of the two compounds is from 1:5 to 5:1, such as 1:5, 1:4, 1:3, 1:2, 1:1, 2:1, 3:1, 4:1, 5:1, etc.

[0099] In a certain embodiment of the present invention, the host material in the organic electroluminescent composition is one or two of compounds H1-1 to H1-429.

[0100]

[0101]

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[0119] In a certain embodiment of the present invention, in the organic electroluminescent composition, 0.3 - 30.0 wt% (for example, the weight percentage can be 0.3 wt%, 0.5 wt%, 1 wt%, 3 wt%, 5 wt%, 8 wt%, 10 wt%, 15 wt%, 18 wt%, 20 wt%, 23 wt%, 25 wt%, 28 wt% or 30 wt%) of the boron nitride compounds having the structures shown in Formula I and Formula II as described above are contained, and the remaining 99.7 - 70.0 wt% (for example, 99.7 wt%, 99 wt%, 98 wt%, 95 wt%, 93 wt%, 90 wt%, 88 wt%, 85 wt%, 83 wt%, 80 wt%, 78 wt% or 77 wt%) of the components are one or two compounds among Compounds H1-1 to H1-429.

[0120] In a preferred embodiment of the present invention, the organic electroluminescent composition contains two compounds among Compounds H1-1 to H1-429 as host materials, and the weight ratio of these two compounds is 1:5 to 5:1, such as 1:5, 1:4, 1:3, 1:2, 1:1, 2:1, 3:1, 4:1, 5:1, etc.

[0121] In a certain embodiment of the present invention, the doping material in the organic electroluminescent composition is any one of the boron nitride compounds having the structures shown in Formula I and Formula II (content: 0.3 wt% - 30.0 wt%); the host material (content: 99.7 wt% - 70.0 wt%) is composed of any one of the compounds shown in Formula Trz1-A, Trz2-A, Trz3-A, Trz4-A, Trz5-A or Trz6-A and any one of the compounds having the structures shown in Formula H-1 to H-10.

[0122] In a preferred embodiment, the quantitative ratio between the compound shown in Trz1-A, Trz2-A, Trz3-A, Trz4-A, Trz5-A or Trz6-A and the compound shown in H-1, H-2, H-3, H-4, H-5, H-6, H-7, H-8, H9 or H-10 in the host material is 1:20 to 20:1, such as 1:20, 1:19, 1:18, 1:16, 1:15, 1:13, 1:10, 1:8, 1:5, 1:3, 1:1, 2:1, 3:1, 5:1, 8:1, 10:1, 13:1, 15:1, 18:1, 19:1 or 20:1, etc.

[0123]

[0124] Wherein R 1a 、R 1b 、R 2a 、R 2b 、R3a and R 3b One or two of them are independently R Tz , and the rest are the same or different and independently are hydrogen, deuterium, C 1 -C 8 -alkyl, C 1 -C 8 -alkoxy, C 6 -C 18 -aryl, C 1 -C 8 -alkyl-substituted C 6 -C 18 -aryl or C 1 -C 8 -alkoxy-substituted C 6 -C 18 -aryl; R Tz is any one of the substituted groups shown by the following formula:

[0125]

[0126]

[0127]

[0128] wherein the asterisk represents the connection site of the group;

[0129] In a preferred embodiment, the weight ratio between the compound shown by the formula TRZ-1 to TRZ-82 and the carbazole or carbazoline derivative in the host material is 1:20 to 20:1, such as 1:20, 1:19, 1:18, 1:16, 1:15, 1:13, 1:10, 1:8, 1:5, 1:3, 1:1, 2:1, 3:1, 5:1, 8:1, 10:1, 13:1, 15:1, 18:1, 19:1 or 20:1, etc.

[0130] In a preferred embodiment, the organic electroluminescent composition is a light-emitting layer; the doping material in the organic electroluminescent composition is any one of the compounds represented by Formula I or Formula II (content: 0.3 wt% - 30.0 wt%); the host material (content: 99.7 wt% - 70.0 wt%) is composed of any one of the compounds such as Trz1-A, Trz2-A, Trz3-A, Trz4-A, Trz5-A or Trz6-A and any one of the compounds represented by Formula H-1 to H-10. For example, in the host material, the weight ratio between the compound of Trz1-A, Trz2-A, Trz3-A, Trz4-A, Trz5-A or Trz6-A and the compound represented by H-1, H-2, H-3, H-4, H-5, H-6, H-7, H-8, H-9 or H-10 is 1:20 to 20:1, such as 1:20, 1:19, 1:18, 1:16, 1:15, 1:13, 1:10, 1:8, 1:5, 1:3, 1:1, 2:1, 3:1, 5:1, 8:1, 10:1, 13:1, 15:1, 18:1, 19:1 or 20:1, etc.

[0131] In a preferred embodiment, the organic electroluminescent composition is a light-emitting layer; the doping material in the organic electroluminescent composition is any one of the compounds represented by Formula I or Formula II (content: 0.3 wt% - 30.0 wt%); the host material (content: 99.7 wt% - 70.0 wt%) is composed of any one of the 1,3,5-triazine derivatives represented by Formula TRZ-1 to TRZ-82 and any one of the carbazole or carboline derivatives represented by Formula H1-1 to H1-429. For example, in the host material, the weight ratio between the 1,3,5-triazine derivative and the carbazole or carboline derivative is 1:20 to 20:1, such as 1:20, 1:19, 1:18, 1:16, 1:15, 1:13, 1:10, 1:8, 1:5, 1:3, 1:1, 2:1, 3:1, 5:1, 8:1, 10:1, 13:1, 15:1, 18:1, 19:1 or 20:1, etc.

[0132] In a preferred embodiment, the organic electroluminescent composition is a light-emitting layer; the doping material in the organic electroluminescent composition is any one of the compounds represented by Formula BN-1 to BN-560 (content: 0.3 wt% - 30.0 wt%); the host material (content: 99.7 wt% - 70.0 wt%) is composed of any one of the compounds represented by Formula Trz1-A, Trz2-A, Trz3-A, Trz4-A, Trz5-A, and Trz6-A and any one of the carbazole or carboline derivatives represented by Formula H1-1 to H1-429. For example, in the host material, the weight ratio between the compounds represented by Formula Trz1-A, Trz2-A, Trz3-A, Trz4-A, Trz5-A, and Trz6-A and the carbazole or carboline derivatives represented by Formula H1-1 to H1-429 is 1:20 to 20:1, such as 1:20, 1:19, 1:18, 1:16, 1:15, 1:13, 1:10, 1:8, 1:5, 1:3, 1:1, 2:1, 3:1, 5:1, 8:1, 10:1, 13:1, 15:1, 18:1, 19:1, or 20:1, etc.

[0133] In a preferred embodiment, the organic electroluminescent composition is a light-emitting layer; the doping material in the organic electroluminescent composition is any one of the compounds represented by Formula BN-1 to BN-560 (content: 0.3 wt% - 30.0 wt%); the host material (content: 99.7 wt% - 70.0 wt%) is composed of any one of the 1,3,5-triazine derivatives represented by Formula TRZ-1 to TRZ-82 and any one of the carbazole or carboline derivatives represented by Formula H1-1 to H1-429. For example, in the host material, the weight ratio between the 1,3,5-triazine derivatives represented by Formula TRZ-1 to TRZ-82 and the carbazole or carboline derivatives represented by Formula H1-1 to H1-429 is 1:20 to 20:1, such as 1:20, 1:19, 1:18, 1:16, 1:15, 1:13, 1:10, 1:8, 1:5, 1:3, 1:1, 2:1, 3:1, 5:1, 8:1, 10:1, 13:1, 15:1, 18:1, 19:1, or 20:1, etc.

[0134]

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[0136]

[0137]

[0138] In the present invention, in the organic electroluminescent composition, the host material is composed of any one of the compounds having the structures shown by formulas H-1 to H-10 and any one of the compounds shown by formulas Ph-2CN-1, Ph-2CN-2, Ph-2CN-3, Ph-2CN-4, Ph-2CN-5 or Ph-2CN-6;

[0139]

[0140] Y 1 、Y 2 、Y 3 、Y 4 、Y 5 、Y 6 、Y 7 and Y 8 are independently O (oxygen) or S (sulfur);

[0141] R 1s 、R 2s 、R 3s 、R 4s 、R 5s and R 6s are independently C6-C24 aryl or C12-C36 heteroaryl;

[0142] R si (i = 7-39) are independently H, deuterium, C1-C6 alkyl, C1-C6 alkoxy or C6-C24 aryl;

[0143] Preferably, R 1s 、R 2s 、R 3s 、R 4s 、R 5s and R 6s are independently selected from any one of the following 24 groups:

[0144]

[0145]

[0146] The asterisk represents the connection site of the group.

[0147] Preferably, R si (i = 7-39) are independently selected from any one of the following 5 groups:

[0148] *-H *-D *-CH3

[0149] The asterisk represents the connection site of the group.

[0150] Preferably, the doping material in the organic electroluminescent composition is any one of the boron nitride compounds having the structures shown in Formula I and Formula II as described above; the host material is composed of any one of the compounds shown in Formula 2CN-1 to 2CN-60 and any one of the carbazole or carboline derivatives shown in Formula H1-1 to H1-429;

[0151]

[0152]

[0153]

[0154]

[0155] On the other hand, the present invention provides an organic electroluminescent material, and the organic electroluminescent material includes the organic electroluminescent composition as described above.

[0156] On the other hand, the present invention provides an organic electroluminescent device, and the organic electroluminescent device includes an anode and a cathode and an organic thin film layer disposed between the anode and the cathode, and the organic thin film layer includes the organic electroluminescent composition as described above.

[0157] Preferably, the organic thin film layer includes a light-emitting layer, an optional hole injection layer, an optional hole transport layer, an optional electron transport layer, and an optional electron injection layer, and at least one of the light-emitting layer, the electron injection layer, the electron transport layer, the hole transport layer, and the hole injection layer includes the organic electroluminescent composition as described above.

[0158] In the present invention, the organic electroluminescent composition can be used as a functional material in at least one of the light-emitting layer, the electron injection layer, the electron transport layer, the hole transport layer, and the hole injection layer of an organic electroluminescent device.

[0159] In an embodiment of the present invention, the material of the light-emitting layer in the organic electroluminescent device includes the organic electroluminescent composition as described above.

[0160] In an embodiment of the present invention, the organic electroluminescent composition is a light-emitting layer, and the light-emitting principle of the light-emitting layer is based on the energy transfer from the host material to any one of the compounds shown in Formula I or Formula-II or the carrier capture of the light-emitting material itself.

[0161] In one embodiment of the present invention, the organic electroluminescent composition is a light-emitting layer; the host material in the organic electroluminescent composition can be a carbazole derivative and / or a carboline derivative represented by formula (H-1) to formula (H-10). In a preferred embodiment, the organic electroluminescent composition contains 0.3-30.0 wt% of any one of the compounds represented by formula I or formula II, and the remaining 99.7-70.0 wt% of the components are hosts composed of 1-2 compounds having the structures of formula (H-1) to formula (H-10). For example, when the host contains 2 compounds having the structures of formula (H-1) to formula (H-10), the weight ratio of the two compounds is from 1:5 to 5:1, such as 1:5, 1:4, 1:3, 1:2, 1:1, 2:1, 3:1, 4:1, 5:1, etc.

[0162] In one embodiment of the present invention, the organic electroluminescent composition is a light-emitting layer; the host material in the composition is 1-2 of compounds H1-1 to H1-429. In a preferred embodiment, the organic electroluminescent composition contains 0.3-30.0 wt% of any one of the compounds represented by formula I or formula II, and the remaining 99.7-70.0 wt% of the components are 1-2 of compounds H1-1 to H1-429. For example, when the composition contains 2 compounds of H1-1 to H1-429, the weight ratio of the two compounds is from 1:5 to 5:1, such as 1:5, 1:4, 1:3, 1:2, 1:1, 2:1, 3:1, 4:1, 5:1, etc.

[0163] In one embodiment of the present invention, the organic electroluminescent composition is a light-emitting layer; the doping material in the organic electroluminescent composition is any one of the compounds represented by formula I or formula II (content: 0.3 wt%-30.0 wt%); the host material (content: 99.7 wt%-70.0 wt%) is composed of any one of compounds such as Trz1-A, Trz2-A, Trz3-A, Trz4-A, Trz5-A or Trz6-A and any one of the compounds represented by formula H-1 to H-10. For example, in the host material, the weight ratio between the compound of Trz1-A, Trz2-A, Trz3-A, Trz4-A, Trz5-A or Trz6-A and the compound represented by H-1, H-2, H-3, H-4, H-5, H-6, H-7, H-8, H-9 or H-10 is from 1:20 to 20:1, such as 1:20, 1:19, 1:18, 1:16, 1:15, 1:13, 1:10, 1:8, 1:5, 1:3, 1:1, 2:1, 3:1, 5:1, 8:1, 10:1, 13:1, 15:1, 18:1, 19:1 or 20:1, etc.

[0164] In an embodiment of the present invention, the organic electroluminescent composition is a light-emitting layer; the dopant material in the organic electroluminescent composition is any one of the compounds represented by Formula I or Formula II (content is 0.3 wt%-30.0 wt%); the host material (content is 99.7 wt%-70.0 wt%) is composed of any one of 1,3,5-triazine derivatives represented by Formula TRZ-1 to TRZ-82 and any one of carbazole or carboline derivatives represented by Formula H1-1 to H1-429. For example, in the host material, the weight ratio between the 1,3,5-triazine derivative and the carbazole or carboline derivative is from 1:20 to 20:1, such as 1:20, 1:19, 1:18, 1:16, 1:15, 1:13, 1:10, 1:8, 1:5, 1:3, 1:1, 2:1, 3:1, 5:1, 8:1, 10:1, 13:1, 15:1, 18:1, 19:1 or 20:1, etc.

[0165] In an embodiment of the present invention, the organic electroluminescent composition is a light-emitting layer; the dopant material in the organic electroluminescent composition is any one of the compounds represented by Formula BN-1 to BN-560 (content is 0.3 wt%-30.0 wt%); the host material (content is 99.7 wt%-70.0 wt%) is composed of any one of the compounds such as Formula Trz1-A, Trz2-A, Trz3-A, Trz4-A, Trz5-A, and Trz6-A and any one of carbazole or carboline derivatives represented by Formula H1-1 to H1-429. For example, in the host material, the weight ratio between the compounds such as Formula Trz1-A, Trz2-A, Trz3-A, Trz4-A, Trz5-A, and Trz6-A and the carbazole or carboline derivatives represented by Formula H1-1 to H1-429 is from 1:20 to 20:1, such as 1:20, 1:19, 1:18, 1:16, 1:15, 1:13, 1:10, 1:8, 1:5, 1:3, 1:1, 2:1, 3:1, 5:1, 8:1, 10:1, 13:1, 15:1, 18:1, 19:1 or 20:1, etc.

[0166] In one embodiment of the present invention, the organic electroluminescent composition is a light-emitting layer; the dopant material in the organic electroluminescent composition is any one of the compounds represented by Formula I or Formula II (content: 0.3 wt% - 30.0 wt%); the host material (content: 99.7 wt% - 70.0 wt%) is composed of any one of the compounds such as Ph-2CN-1, Ph-2CN-2, Ph-2CN-3, Ph-2CN-4, Ph-2CN-5 or Ph-2CN-6 and any one of the compounds represented by Formula H-1 to H-10. For example, in the host material, the weight ratio between the compound of Ph-2CN-1, Ph-2CN-2, Ph-2CN-3, Ph-2CN-4, Ph-2CN-5 or Ph-2CN-6 and the compound represented by H-1, H-2, H-3, H-4, H-5, H-6, H-7, H-8, H-9 or H-10 is 1:20 to 20:1, such as 1:20, 1:19, 1:18, 1:16, 1:15, 1:13, 1:10, 1:8, 1:5, 1:3, 1:1, 2:1, 3:1, 5:1, 8:1, 10:1, 13:1, 15:1, 18:1, 19:1 or 20:1, etc.

[0167] In one embodiment of the present invention, the organic electroluminescent composition is a light-emitting layer; the dopant material in the organic electroluminescent composition is any one of the compounds represented by Formula I or Formula II (content: 0.3 wt% - 30.0 wt%); the host material (content: 99.7 wt% - 70.0 wt%) is composed of any one of the dicyanobenzene derivatives represented by Formula 2CN-1 to 2CN-60 and any one of the carbazole or carboline derivatives represented by Formula H1-1 to H1-429. For example, in the host material, the weight ratio between the dicyanobenzene derivative and the carbazole or carboline derivative is 1:20 to 20:1, such as 1:20, 1:19, 1:18, 1:16, 1:15, 1:13, 1:10, 1:8, 1:5, 1:3, 1:1, 2:1, 3:1, 5:1, 8:1, 10:1, 13:1, 15:1, 18:1, 19:1 or 20:1, etc.

[0168] In an embodiment of the present invention, the organic electroluminescent composition is a light-emitting layer; the doping material in the organic electroluminescent composition is any one of the compounds represented by formulas BN-1 to BN-560 (content is 0.3 wt% - 30.0 wt%); the host material (content is 99.7 wt% - 70.0 wt%) is composed of any one of the compounds represented by formulas Ph-2CN-1, Ph-2CN-2, Ph-2CN-3, Ph-2CN-4, Ph-2CN-5 or Ph-2CN-6 and any one of the carbazole or carboline derivatives represented by formulas H1-1 to H1-429. For example, in the host material, the weight ratio between the compound represented by formulas Ph-2CN-1, Ph-2CN-2, Ph-2CN-3, Ph-2CN-4, Ph-2CN-5 or Ph-2CN-6 and the carbazole or carboline derivative represented by formulas H1-1 to H1-429 is 1:20 to 20:1.

[0169] In an embodiment of the present invention, the organic electroluminescent composition is a light-emitting layer; the doping material in the organic electroluminescent composition is any one of the compounds represented by formulas BN-1 to BN-560 (content is 0.3 wt% - 30.0 wt%), and the host material (content is 99.7 wt% - 70.0 wt%) is composed of any one of the dicyanobenzene derivatives represented by formulas 2CN-1 to 2CN-60 and any one of the carbazole or carboline derivatives represented by formulas H1-1 to H1-429. For example, in the host material, the weight ratio between the dicyanobenzene derivative represented by formulas 2CN-1 to 2CN-60 and the carbazole or carboline derivative represented by formulas H1-1 to H1-429 is 1:20 to 20:1, such as 1:20, 1:19, 1:18, 1:16, 1:15, 1:13, 1:10, 1:8, 1:5, 1:3, 1:1, 2:1, 3:1, 5:1, 8:1, 10:1, 13:1, 15:1, 18:1, 19:1 or 20:1, etc.

[0170] In one embodiment of the present invention, the organic electroluminescent composition is a light-emitting layer; the doping material in the organic electroluminescent composition is any one of the compounds represented by Formula I and Formula II (content is 0.3 wt%-30.0 wt%), and the host material (content is 99.7 wt%-70.0 wt%) is composed of any one of carbazole or carboline derivatives represented by Formula H1-1 to H1-429 and phosphorescent compounds containing metal Ir represented by Formula Ir-1 and Formula Ir-2. For example, in the host material, the weight ratio between the carbazole or carboline derivative represented by Formula H1-1 to H1-429 and the phosphorescent compound containing metal Ir is 1:20 to 20:1, such as 1:20, 1:19, 1:18, 1:16, 1:15, 1:13, 1:10, 1:8, 1:5, 1:3, 1:1, 2:1, 3:1, 5:1, 8:1, 10:1, 13:1, 15:1, 18:1, 19:1 or 20:1, etc.

[0171]

[0172] R ri (i = 1-22) is independently hydrogen, deuterium, C1-C18 alkyl or C6-C18 aryl, where the dotted line represents that two of the four included bonds are double bonds spaced apart.

[0173] Preferably, the phosphorescent compound is any one of the following compounds:

[0174]

[0175] In one embodiment of the present invention, the organic electroluminescent composition is a light-emitting layer; the doping material in the organic electroluminescent composition is any one of the compounds represented by Formula BN-1 to BN-560 (content is 0.3 wt%-30.0 wt%), and the host material (content is 99.7 wt%-70.0 wt%) is composed of any one of carbazole or carboline derivatives represented by Formula H1-1 to H1-429 and phosphorescent compounds containing metal Ir represented by Formula Ir-1 and Formula Ir-2. For example, in the host material, the weight ratio between the carbazole or carboline derivative represented by Formula H1-1 to H1-429 and the phosphorescent compound containing metal Ir is 1:20 to 20:1.

[0176] In one embodiment of the present invention, the organic electroluminescent device further includes a substrate, and an anode layer, an organic light-emitting functional layer, and a cathode layer formed sequentially on the substrate; in the organic light-emitting functional layer, it includes a light-emitting layer containing the above-mentioned organic electroluminescent composition, and may also include any one or at least two combinations of a hole injection layer, a hole transport layer, an electron blocking layer, a hole blocking layer, an electron transport layer, and an electron injection layer.

[0177] On the other hand, the present invention provides an application of the organic electroluminescent device described above in an organic electroluminescent display or an organic electroluminescent lighting source.

[0178] Term Explanation

[0179] Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs.

[0180] As used herein, the term "comprising" or "including" can be open-ended, semi-closed, and closed. In other words, the term also includes "consisting essentially of..." or "consisting of...".

[0181] Group Definition

[0182] In this specification, groups and their substituents can be selected by those skilled in the art to provide stable structural moieties and compounds. When a substituent is described by a conventional chemical formula written from left to right, the substituent also includes the chemically equivalent substituent obtained when the structural formula is written from right to left.

[0183] The section headings used in this specification are for the purpose of organizing the article only and should not be construed as limiting the subject matter described. All documents or portions of documents cited in this invention, including but not limited to patents, patent applications, articles, books, manuals of operations, and theses, are incorporated herein by reference in their entirety.

[0184] Unless otherwise specified, all technical terms and scientific terms used herein have the standard meanings in the field to which the claimed subject matter belongs. If there are multiple definitions for a term, the definition herein shall prevail.

[0185] It should be understood that the singular forms used in this invention, such as "a", include plural referents unless otherwise specified. In addition, the term "including" is an open-ended limitation and not a closed one, that is, it includes the content specified in this invention but does not exclude other aspects.

[0186] Unless otherwise stated, the present invention uses traditional methods of mass spectrometry and elemental analysis, and the steps and conditions can refer to the conventional operating steps and conditions in the art.

[0187] Unless otherwise specified, the present invention uses standard nomenclature and standard laboratory procedures and techniques in analytical chemistry, organic synthetic chemistry, and optics. In some cases, standard techniques are used for chemical synthesis, chemical analysis, and detection of the performance of light-emitting devices.

[0188] The compounds of the present invention may contain non-natural proportions of atomic isotopes on one or more atoms constituting the compound. For example, the compounds can be labeled with radioactive isotopes such as deuterium (2H). All isotopic compositions of the compounds of the present invention, whether radioactive or not, are included within the scope of the present invention.

[0189] In the present invention, unless otherwise specified, the number of "substitutions" can be one or more; when there are multiple substitutions, it means more than two, for example, it can be 2, 3, or 4. And when the number of "substitutions" is multiple, the "substitutions" can be the same or different. In the present invention, the position of "substitution", unless otherwise specifically stated, can be arbitrary.

[0190] In the present invention, as a group or part of other groups (such as in groups like halogen-substituted alkyl), the term "alkyl" means a saturated aliphatic hydrocarbon group including branched and straight-chain groups having the specified number of carbon atoms. For example, C 1 ~C 20 alkyl includes straight-chain or branched alkyl groups having 1 - 20 carbon atoms. As defined in "C 1 ~C 6 alkyl", it includes groups having 1, 2, 3, 4, 5, or 6 carbon atoms in a straight-chain or branched structure. For example, in the present invention, the C1 - C6 alkyls are each independently methyl, ethyl, propyl, butyl, pentyl, or hexyl; among them, propyl is a C3 alkyl (including isomers, such as n-propyl or isopropyl); butyl is a C4 alkyl (including isomers, such as n-butyl, sec-butyl, isobutyl, or tert-butyl); pentyl is a C5 alkyl (including isomers, such as n-pentyl, 1-methyl-butyl, 1-ethyl-propyl, 2-methyl-1-butyl, 3-methyl-1-butyl, isopentyl, tert-pentyl, or neopentyl); hexyl is a C6 alkyl (including isomers, such as n-hexyl or isohexyl).

[0191] The term "alkoxy" as used herein refers to an alkyl group as defined above connected via an oxygen bond (-O-).

[0192] In the present invention, as a group or part of other groups, the term "Cn-m aryl" refers to a monocyclic or polycyclic aromatic group (ring atoms are only carbon atoms) having n to m ring carbon atoms, which has at least one carbon ring with a conjugated π electron system. Examples of the above aryl units include phenyl, naphthyl, indenyl, azulyl, fluorenyl, phenanthryl, or anthracenyl. In one embodiment, the aryl is preferably C6-14 aryl, such as phenyl and naphthyl, and more preferably phenyl.

[0193] In the present invention, the term "n-m heteroaryl", as a group or as part of another group, refers to an aromatic group in which the ring atoms contain one or more (e.g., 1, 2, 3, and 4) heteroatoms selected from nitrogen, oxygen, and sulfur, and the ring atoms are n to m in number. The heteroaryl is a monocyclic, bicyclic, tricyclic, or tetracyclic system, where at least one ring is an aromatic ring. Heteroaryls within this definition include, but are not limited to: acridinyl, carbazolyl, cinnolinyl, quinoxalinyl, pyrazolyl, indolyl, benzotriazolyl, furyl, thienyl, benzothienyl, benzofuryl, quinolinyl, isoquinolinyl, oxazolyl, isoxazolyl, pyrazinyl, pyridazinyl, pyridyl, pyrimidinyl, pyrrolyl, tetrahydroquinoline, imidazolyl, triazolyl, tetrazolyl, thiazolyl, isothiazolyl, furazanyl, thiadiazolyl, oxadiazolyl, pyridyl, pyrazinyl, pyridazinyl, pyrimidinyl, triazinyl, purinyl, pteridinyl, naphthyridinyl, quinazolinyl, phthalazinyl, imidazopyridyl, imidazothiazolyl, imidazoxazolyl, benzothiazolyl, benzoxazolyl, benzimidazolyl, isoindolyl, indazolyl, pyrrolopyridyl, thiophenopyridyl, furanopyridyl, benzothiadiazolyl, benzoxadiazolyl, pyrrolopyrimidinyl, thiophenofuryl. In one embodiment, as preferred examples of "5-18 membered heteroaryl", furyl, thienyl, pyrrolyl, imidazolyl, thiazolyl, pyrazolyl, oxazolyl, isoxazolyl, isothiazolyl, pyridyl, pyrimidinyl, and carbazolyl can be enumerated, and more preferably carbazolyl.

[0194] As used herein, the term Cn-Cm cycloalkyl refers to a monocyclic or polycyclic alkyl group having n to m carbon atoms, such as 3-C10 cycloalkyl and C3-C6 cycloalkyl. Examples include adamantyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, and bicycloheptyl. In one embodiment, C3-C10 cycloalkyl is preferably adamantyl or cyclohexyl.

[0195] In the present invention, the defined carbon number range of the group means that it includes the number of carbon atoms of any integer within the defined range. For example, C 1 ~C 20 means that the number of carbon atoms of the group can be 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, or 20, and C 3 -C 10 means that the number of carbon atoms of the group can be 3, 4, 5, 6, 7, 8, 9, or 10, and the defined carbon number ranges of other groups can be analogized.

[0196] On the basis of not violating the common knowledge in the art, the above preferred conditions can be arbitrarily combined to obtain various preferred examples of the present invention.

[0197] The reagents and raw materials used in the present invention are all commercially available.

[0198] Compared with the prior art, the present invention has the following beneficial effects:

[0199] By expanding the conjugation and introducing nitrogen atoms, the boron nitride compound of the present invention not only realizes the fine adjustment of the spectrum but also further improves the luminescence efficiency. The boron nitride compound of the present invention has a narrow spectrum and is used as a narrow-spectrum luminescent material for preparing the luminescent layer of an organic electroluminescent device. The organic electroluminescent device prepared therefrom realizes narrow-spectrum TADF emission, with a full width at half maximum of less than 40 nm, and the external quantum efficiency of the electroluminescence of the device is as high as more than 30%. BRIEF DESCRIPTION OF THE DRAWINGS

[0200] Figure 1 It is a schematic structural diagram of a vacuum evaporation type organic electroluminescent device provided by the present invention. Among them, 1 is an ITO anode, 2 is a first hole transport layer, 3 is a hole transport layer 2, 4 is a luminescent layer, 5 is a second electron transport layer, 6 is a first electron transport layer, 7 is an electron injection layer, and 8 is a metal cathode.

[0201] Figure 2 It is the electroluminescence spectrum of the device using compound BN-19.

[0202] Figure 3 It is the electroluminescence spectrum of the device using compound BN-83.

[0203] Figure 4 It is the electroluminescence spectrum of the device using compound BN-259.

[0204] Figure 5 It is the electroluminescence spectrum of the device using compound BN-355. DETAILED DESCRIPTION OF THE EMBODIMENTS

[0205] The technical solution of the present invention will be further described below through specific embodiments. Those skilled in the art should understand that the embodiments are only for helping to understand the present invention and should not be regarded as specific limitations of the present invention.

[0206] In the embodiments of the present invention, the raw materials used for synthesizing the shown compounds are as follows:

[0207] The specific initial general raw materials used include the following molecules:

[0208]

[0209] The specific raw material 1 and raw material 2 used include the following molecules:

[0210]

[0211]

[0212] The raw materials - 3 specifically used include the following molecules:

[0213]

[0214] Synthesis experiments of carbazole ligands L-1 to L-18 in the examples of compound synthesis:

[0215] Specific synthesis steps and methods:

[0216] In the first step, 50.0 mmol of raw materials A1 - A8, 50.0 mmol of raw materials B1 - B12 and 13.8 g of potassium carbonate (100 mmol) were added to a mixed solution of toluene (120 mL), ethanol (30 mL) and water (30 mL). The mixture was bubbled with nitrogen for 10 minutes, and 1.73 g of tetrakis(triphenylphosphine)palladium (1.50 mmol) was added under high-flow nitrogen. The mixture was heated to reflux and stirred for 12 hours. After the reaction system was cooled to room temperature, the reaction mixture was extracted with dichloromethane and water. The organic phase was heated and evaporated to dryness under vacuum, and then purified by column chromatography to obtain the precursor L-M-i (i = 1 - 18).

[0217] In the second step, 40.0 mmol of L-M-i and 23.8 g of 1,2-bis(diphenylphosphino)ethane (59.9 mmol) were added to 200 mL of o-dichlorobenzene. The mixture was bubbled with nitrogen for 10 minutes, heated to reflux and stirred for 24 hours. After the reaction system was cooled, it was filtered by suction, and the filter cake was washed with petroleum ether. The filtrate was collected, the solvent was removed on a rotary evaporator, and recrystallized with ethanol and petroleum ether. The crude product was further purified by column chromatography to obtain the carbazole ligand L-i (i = 1 - 18).

[0218] The following takes the carbazole ligand L-8 as an example to illustrate the specific experimental details of the synthesis:

[0219] In the first step, 12.9 g of raw material A8 (50.0 mmol), 11.4 g of raw material B7 and 13.8 g of potassium carbonate (100 mmol) were added to a mixed solution of toluene (120 mL), ethanol (30 mL) and water (30 mL). The mixture was bubbled with nitrogen for 10 minutes, and 1.73 g of tetrakis(triphenylphosphine)palladium (1.50 mmol) was added under high-flow nitrogen. The mixture was heated to reflux and stirred for 12 hours. After the reaction system was cooled to room temperature, the reaction mixture was extracted with dichloromethane and water. The organic phase was heated and evaporated to dryness under vacuum, and then purified by column chromatography to obtain 14.5 g of the precursor L-M-8 with a yield of 80%.

[0220] Step 2: Add 14.5 g of L-M-8 (40.0 mmol) and 23.8 g of 1,2-bis(diphenylphosphino)ethane (59.9 mmol) to 200 mL of o-dichlorobenzene. Bubble the mixture with nitrogen for 10 minutes, heat to reflux and stir for 24 hours. After the reaction system cools, filter by suction and wash the filter cake with petroleum ether. Collect the filtrate, remove the solvent on a rotary evaporator, and recrystallize with ethanol and petroleum ether. Further purify the crude product by column chromatography to obtain 9.9 g of the carbazole ligand L-8 with a yield of 75%.

[0221] Synthesis experiment of the compound BN-n described in the present invention:

[0222]

[0223] Synthesis route of the compound of formula I:

[0224] (1) Synthesis route of the precursor molecule BN-n-Pre

[0225]

[0226] (2) Synthesis route of the target molecule BN-n

[0227]

[0228] Synthesis route of the compound of formula II:

[0229] Synthesis of the precursor molecule BN-n-Pre:

[0230] ① When the two carbazole derivative ligands are the same:

[0231]

[0232] ② When the two carbazole derivative ligands are different:

[0233]

[0234] Synthesis route of the target product molecule Bn-N:

[0235]

[0236] In summary, the general formulas of the compounds of formula I and formula II are different, but the synthesis methods are similar. The following is a specific description of the synthesis method:

[0237] First, synthesize the precursor molecule BN-n-Pre, then use BN-n-Pre as the reactant, obtain the intermediate BN-n-Bpin through the borylation reaction, and finally couple with the aryl halide compound through a simple Suzuki reaction to obtain the other end product BN-n.

[0238] Step 1:

[0239] ① When the two carbazole ligands are the same

[0240] Add 50.0 mmol of raw material L-i (L-1 to L-18), 4.73 g of raw material 1-bromo-2,6-difluorobenzene (24.5 mmol), and 21.2 g of cesium carbonate (65.0 mmol) to 150 mL of anhydrous DMF (N,N-dimethylformamide). The reaction system is stirred at 160 °C for 18 hours, then cooled to room temperature and poured into ice water (2 L). Filter out the white solid, dry it in vacuo, and then further purify it by column chromatography using a mixed eluent of dichloromethane / petroleum ether to obtain intermediate Br-M-n.

[0241] ② When the two carbazole ligands are different

[0242] Add 25.0 mmol of raw material L-i (L-1 to L-18), 4.73 g of raw material 1-bromo-2,6-difluorobenzene (24.5 mmol), and 21.2 g of cesium carbonate (65.0 mmol) to 150 mL of anhydrous DMF (N,N-dimethylformamide). The reaction system is stirred at 160 °C for 18 hours, then cooled to room temperature and poured into ice water (2 L). Filter out the white solid, dry it in vacuo, and then further purify it by column chromatography using a mixed eluent of dichloromethane / petroleum ether to obtain intermediate F-Br-M-n. Subsequently, continue to repeat the above reaction conditions. Add 20.0 mmol of raw material L-i (L-8 to L-18), 20.0 mmol of F-Br-M-n, and 16.3 g of cesium carbonate (50.0 mmol) to 120 mL of anhydrous DMF (N,N-dimethylformamide). The reaction system is stirred at 160 °C for 18 hours, then cooled to room temperature and poured into ice water (2 L). Filter out the white solid, dry it in vacuo, and then further purify it by column chromatography using a mixed eluent of dichloromethane / petroleum ether to obtain intermediate Br-M-n.

[0243] Step 2: Under the protection of nitrogen atmosphere, 19.4 mL of a hexane solution of tert-butyllithium (25.2 mmol) was slowly added to 100 mL of a tert-butylbenzene solution containing 12.6 mmol of intermediate Br-M-n (-30 °C). The temperature was slowly raised to 60 °C, and after stirring for 2 hours, n-hexane was removed under vacuum. Then, it was cooled to -30 °C, and 2.38 mL of boron tribromide (25.2 mmol) was added. The reaction mixture was stirred at room temperature for 1 hour. Then, 4.13 mL of N,N-diisopropylethylamine (25.2 mmol) was added at 0 °C, and then the reaction mixture was heated to 130 °C and stirred for another 5 hours, and then cooled to room temperature. 5 mL of methanol was added to the reaction mixture to quench the residual boron tribromide. The reaction system was concentrated under vacuum and purified by column chromatography using a dichloromethane / petroleum ether mixture as the eluent to obtain the precursor molecule BN-n-Pre.

[0244] Step 3: At room temperature, 0.65 mmol of BN-n-Pre and 170 mg of bis(pinacolato)diboron (1.3 mmol) were added to tetrahydrofuran (10 mL). The mixture was bubbled with nitrogen for 10 minutes, and 3.49 mg of 4,4'-di-tert-butyl-2,2'-bipyridine (0.013 mmol) and 4.31 mg of methoxy(cyclooctadiene)iridium(III) dimer (0.0065 mmol) were added under high-flow nitrogen. After stirring for 10 minutes, the mixture was heated to reflux and stirred for 24 hours. After the reaction system was cooled to room temperature, it was directly concentrated under reduced pressure and purified by column chromatography to obtain the intermediate BN-n-Bpin.

[0245] Step 4: 0.6 mmol of bromoaromatic compound M-j (M-1 to M-9), 0.5 mmol of BN-M-n-Bpin, and 0.14 g of potassium carbonate (1 mmol) were added to toluene (15 mL), ethanol (1 mL), and water (1 mL). The mixture was bubbled with nitrogen for 10 minutes, and 28.9 mg of tetrakis(triphenylphosphine)palladium (0.025 mmol) was added under high-flow nitrogen. The mixture was heated to reflux and stirred for 12 hours. After the reaction system was cooled to room temperature, the reaction mixture was extracted with dichloromethane and water. The organic phase was heated and evaporated to dryness under vacuum, and then purified by column chromatography to obtain the product BN-x.

[0246] The relevant data of the obtained target compound are shown in Table 1.

[0247] Taking compound BN-19 as an example, the specific details of the synthesis example experiment are described as follows:

[0248] Step 1: Add 14.0 g of L-1 (25.0 mmol), 4.73 g of raw material 1-bromo-2,6-difluorobenzene (24.5 mmol), and 21.2 g of cesium carbonate (65.0 mmol) into 150 mL of anhydrous DMF (N,N-dimethylformamide). Stir the reaction system at 160 °C for 18 hours, then cool to room temperature and pour it into ice water (2 L). Filter out the white solid, dry it in vacuo, and further purify it by column chromatography using a mixed eluent of dichloromethane / petroleum ether to obtain 9.39 g of intermediate F-Br-M-3 with a yield of 85%. Subsequently, continue to repeat the above reaction conditions. Add 6.59 g of raw material L-8 (20.0 mmol), 9.02 g of F-Br-M-3 (20.0 mmol), and 16.3 g of cesium carbonate (50.0 mmol) into 120 mL of anhydrous DMF (N,N-dimethylformamide). Stir the reaction system at 160 °C for 18 hours, then cool to room temperature and pour it into ice water (2 L). Filter out the white solid, dry it in vacuo, and further purify it by column chromatography using a mixed eluent of dichloromethane / petroleum ether to obtain 13.7 g of intermediate Br-M-3 with a yield of 90%.

[0249] Step 2: Under the protection of a nitrogen atmosphere, slowly add 19.4 mL of a n-hexane solution of tert-butyllithium (25.2 mmol) to a 100 mL solution of tert-butylbenzene containing 9.60 g of intermediate Br-M-3 (12.6 mmol) at -30 °C. Slowly warm up to 60 °C, stir for 2 hours, then remove n-hexane in vacuo, and then cool to -30 °C. Add 2.38 mL of boron tribromide (25.2 mmol), and stir the reaction mixture at room temperature for 1 hour. Then add 4.13 mL of N,N-diisopropylethylamine (25.2 mmol) at 0 °C, and then raise the reaction mixture to 130 °C and continue to stir for 5 hours, then cool to room temperature. Add 5 ml of methanol to the reaction mixture to quench the residual boron tribromide. Concentrate the reaction system in vacuo and purify it by column chromatography using a mixture of dichloromethane / petroleum ether as the eluent to obtain 3.39 g of product BN-3-Pre with a yield of 39%.

[0250] Step 3: At room temperature, 0.45 g of BN-3-Pre (0.65 mmol) and 170 mg of bis(pinacolato)diboron (1.3 mmol) were added to tetrahydrofuran (10 mL). The mixture was bubbled with nitrogen for 10 minutes, and 3.49 mg of 4,4'-di-tert-butyl-2,2'-bipyridine (0.013 mmol) and 4.31 mg of methoxy(cyclooctadiene)iridium(III) dimer (0.0065 mmol) were added under a high flow of nitrogen. After stirring for 10 minutes, the mixture was heated to reflux and stirred for 24 hours. After the reaction system was cooled to room temperature, it was directly concentrated under reduced pressure and purified by column chromatography to obtain 0.48 g of intermediate BN-3-Bpin with a yield of 90%.

[0251] Step 4: 0.09 g of M-2 (0.6 mmol), 0.41 g of BN-3-Bpin (0.5 mmol), and 0.14 g of potassium carbonate (1 mmol) were added to toluene (15 mL), ethanol (1 mL), and water (1 mL). The mixture was bubbled with nitrogen for 10 minutes, and 28.9 mg of tetrakis(triphenylphosphine)palladium(0) (0.025 mmol) was added under a high flow of nitrogen. The mixture was heated to reflux and stirred for 12 hours. After the reaction system was cooled to room temperature, the reaction mixture was extracted with dichloromethane and water, the organic phase was heated and evaporated to dryness under vacuum, and then purified by column chromatography to obtain 0.38 g of product BN-19 with a yield of 54%.

[0252] Taking compound BN-259 as an example to illustrate the specific details of the synthesis example experiment:

[0253] Step 1: 16.5 g of raw material L-8 (50.0 mmol), 4.73 g of raw material 1-bromo-2,6-difluorobenzene (24.5 mmol), and 21.2 g of cesium carbonate (65.0 mmol) were added to 150 mL of anhydrous DMF (N,N-dimethylformamide). The reaction system was stirred at 160 °C for 18 hours, then cooled to room temperature and poured into ice water (2 L). The white solid was filtered off, dried in vacuo, and then further purified by column chromatography using a mixed eluent of dichloromethane / petroleum ether to obtain 17.9 g of intermediate Br-M-n with a yield of 90%.

[0254] Step 2: Under the protection of nitrogen atmosphere, 19.4 mL of a n-hexane solution of tert-butyllithium (25.2 mmol) was slowly added to 100 mL of a tert-butylbenzene solution containing 10.2 g of intermediate Br-M-n (12.6 mmol) at -30 °C. The temperature was slowly raised to 60 °C, and after stirring for 2 hours, n-hexane was removed under vacuum. Then it was cooled to -30 °C, 2.38 mL of boron tribromide (25.2 mmol) was added, and the reaction mixture was stirred at room temperature for 1 hour. Then 4.13 mL of N,N-diisopropylethylamine (25.2 mmol) was added at 0 °C, and then the reaction mixture was heated to 130 °C and stirred for another 5 hours, and then cooled to room temperature. 5 mL of methanol was added to the reaction mixture to quench the residual boron tribromide. The reaction system was concentrated under vacuum and purified by column chromatography using a mixture of dichloromethane / petroleum ether as the eluent to obtain 3.45 g of product BN-n with a yield of 37%.

[0255] Step 3: At room temperature, 0.48 g of BN-n (0.65 mmol) and 170 mg of bis(pinacolato)diboron (1.3 mmol) were added to tetrahydrofuran (10 mL). The mixture was bubbled with nitrogen for 10 minutes, and 3.49 mg of 4,4'-di-tert-butyl-2,2'-bipyridine (0.013 mmol) and 4.31 mg of methoxy(cyclooctadiene)iridium(III) dimer (0.0065 mmol) were added under high-flow nitrogen. After stirring for 10 minutes, the mixture was heated to reflux and stirred for 24 hours. After the reaction system was cooled to room temperature, it was directly concentrated under reduced pressure and purified by column chromatography to obtain 0.51 g of intermediate BN-n-Bpin with a yield of 91%.

[0256] Step 4: 0.09 g of M-2 (0.6 mmol), 0.43 g of BN-n-Bpin (0.5 mmol), and 0.14 g of potassium carbonate (1 mmol) were added to toluene (15 mL), ethanol (1 mL), and water (1 mL). The mixture was bubbled with nitrogen for 10 minutes, and 28.9 mg of tetrakis(triphenylphosphine)palladium (0.025 mmol) was added under high-flow nitrogen. The mixture was heated to reflux and stirred for 12 hours. After the reaction system was cooled to room temperature, the reaction mixture was extracted with dichloromethane and water. The organic phase was heated and dried under vacuum, and then purified by column chromatography to obtain 0.21 g of product BN-259 with a yield of 52%.

[0257] The product was characterized. The test instrument used for elemental analysis was VarioMicro Cube from Agilent Technologies, USA, and the tested elemental species were C, H, N, and S. The instrument used for mass spectrometry testing was Thermo Fisher TSQEndura ultra-high performance liquid chromatography tandem triple quadrupole mass spectrometer from USA.

[0258] The compounds in Table 1 were prepared using the above preparation method (the details of the preparation process are not described here), and the product data are shown in Table 1.

[0259] Table 1. Summary of Product Data of Synthesis Examples

[0260]

[0261]

[0262]

[0263]

[0264]

[0265]

[0266] Examples of Electroluminescent Devices

[0267] Some representative examples of electroluminescent devices are given below. The molecular structures of some of the materials involved in the device examples and the comparative examples are as follows:

[0268]

[0269]

[0270]

[0271] The boron nitride compounds involved in the device examples are shown in Table 2.

[0272] Preparation Process of Organic Electroluminescent Devices:

[0273] The results of the device are as Figure 1 shown, where 1 is the ITO anode, 2 is the first hole transport layer, 3 is the second hole transport layer 2, 4 is the light-emitting layer, 5 is the second electron transport layer, 6 is the first electron transport layer, 7 is the electron injection layer, and 8 is the metal cathode.

[0274] The preparation process is as follows:

[0275] (1) Substrate treatment: Transparent ITO glass is used as the substrate material for device preparation. First, it is ultrasonically treated with 5% ITO cleaning solution for 30 minutes, and then ultrasonically washed successively with distilled water (twice), acetone (twice), and isopropanol (twice). Finally, the ITO glass is stored in isopropanol. Before each use, the surface of the ITO glass is carefully wiped with acetone cotton balls and isopropanol cotton balls, dried after being rinsed with isopropanol, and then treated with plasma for 5 minutes for standby. The device is prepared by combining spin coating and vacuum evaporation processes.

[0276] (2) Preparation of hole injection layer and hole transport layer: The hole transport layer is prepared by evaporation coating. When the vacuum degree of the vacuum evaporation coating system reaches below 5×10 -4 Pa, the evaporation coating starts. The deposition rate is measured by the Sains film thickness gauge. The organic hole transport layer is successively deposited on the ITO electrode surface by using the vacuum evaporation coating process. The deposition rate of the hole transport material is

[0277] (3) Preparation of light-emitting layer: The light-emitting layer is prepared by evaporation coating. When the vacuum degree of the vacuum evaporation coating system reaches below 5×10 - 4 Pa, the evaporation coating starts. The deposition rate is measured by the Sains film thickness gauge. The light-emitting layer is successively deposited on the hole transport layer by using the vacuum evaporation coating process. The deposition rate of the light-emitting layer material is

[0278] (4) Preparation of electron transport layer, electron injection layer and metal electrode: The electron transport layer, electron injection layer and metal electrode are prepared by evaporation coating. When the vacuum degree of the vacuum evaporation coating system reaches below 5×10 -4 Pa, the evaporation coating starts. The deposition rate is measured by the Sains film thickness gauge. The organic electron transport layer, LiF electron injection layer and metal Al electrode are successively deposited on the light-emitting layer by using the vacuum evaporation coating process (for the specific device structure, see the following effect examples). Among them, the deposition rate of the organic material is The deposition rate of LiF is The deposition rate of Al is Device Example 1-n (n = 72)

[0279] In the organic electroluminescent device in Device Examples 1-n (n = 1 - 72) (the structure is as Figure 1 shown), the HATCN-doped HTL-1 is used as the first hole transport layer, HTL-2 is used as the second hole transport layer, H1-34 is used as the host material in the light-emitting layer, BN-m (m represents the last digit of the light-emitting material code used in the device example) is used as the doped light-emitting material (the doping concentration is 1 wt%), TRZ-78 is used as the second electron transport layer, TRZ-6 is used as the first electron transport layer, LiF is used as the electron injection layer, and Al is used as the metal cathode. The structure of the organic electroluminescent device in the device effect example is [ITO / 15wt% HATCN + 85wt% HTL-1 (100nm) / HTL-2 (10nm) / 99wt% H1-34 + 1wt% BN-m (30nm) / TRZ-78 (10nm) / TRZ-6 (30nm) LiF (1nm) / Al (100nm)].

[0280] The performance data of the device embodiments are shown in Table 2. The device life (T95, hours) in Table 2 refers to the time when the initial brightness of the device is 1000 cd / m 2 , when the brightness of the device drops to 95% of the initial brightness (i.e., when the device brightness drops to 950 cd / m 2 ). Compare the device embodiments D1-n (n = 1-40)

[0281] In the organic electroluminescent devices in the comparative device embodiments 1-n (n = 1-40) (the structure is as Figure 1 shown), HATCN-doped HTL-1 is used as the first hole transport layer, HTL-2 is used as the second hole transport layer, H1-34 is used as the host material in the light-emitting layer, R-m (m represents the last digit of the code of the light-emitting material used in the comparative device embodiment) is used as the doped light-emitting material (the doping concentration is 1 wt%), TRZ-78 is used as the second electron transport layer, TRZ-6 is used as the first electron transport layer, LiF is used as the electron injection layer, and Al is used as the metal cathode. The structure of the organic electroluminescent device in the effect embodiment is [ITO / 15 wt% HATCN + 85 wt% HTL-1 (100 nm) / HTL-2 (10 nm) / / 99 wt% H1-34 + 1 wt% R-m (30 nm) / TRZ-78 (10 nm) / TRZ-6 (30 nm) LiF (1 nm) / Al (100 nm)].

[0282] The performance data of the comparative device embodiments are shown in Table D2. The characteristics of the device such as current, voltage, brightness, and emission spectrum are synchronously tested using a Photo Research PR 655 spectral scanning luminance meter and a Keithley K 2400 digital source meter system. The performance test of the device is carried out at room temperature and in an ambient atmosphere. The external quantum efficiency (EQE) of the device is calculated by combining the current density, brightness, and electroluminescence spectrum with the visibility function under the condition that the emission is Lambertian distribution. The device life (T95, hours) in Table D2 refers to the time when the initial brightness of the device is 1000 cd / m 2 , when the brightness of the device drops to 95% of the initial brightness (i.e., when the device brightness drops to 950 cd / m 2 ).

[0283] Table 2

[0284]

[0285]

[0286]

[0287] Figure 2Electroluminescence spectrum of a device using compound BN-19, with an emission peak at 510 nm and a full width at half maximum of 24 nm.

[0288] Figure 3 Electroluminescence spectrum of a device using compound BN-83, with an emission peak at 505 nm and a full width at half maximum of 26 nm.

[0289] Figure 4 Electroluminescence spectrum of a device using compound BN-259, with an emission peak at 532 nm and a full width at half maximum of 24 nm.

[0290] Figure 5 Electroluminescence spectrum of a device using compound BN-355, with an emission peak at 520 nm and a full width at half maximum of 25 nm.

[0291] Table D2

[0292]

[0293]

[0294] Device Example 2-n (n = 1 - 72)

[0295] In the organic electroluminescent device in Device Example 2-n (n = 1 - 72) (with the structure as Figure 1 shown), HATCN-doped HTL-1 is used as the first hole transport layer, HTL-2 is used as the second hole transport layer, H1-34 + TRZ-78 is used as the host material in the light-emitting layer, BN-m (m represents the last digit of the light-emitting material code used in the device example) is used as the doped light-emitting material (doping concentration is 1 wt%), TRZ-78 is used as the second electron transport layer, TRZ-6 is used as the first electron transport layer, LiF is used as the electron injection layer, and Al is used as the metal cathode. The structure of the organic electroluminescent device in the Effect Example is [ITO / 15 wt% HATCN + 85 wt% HTL-1 (100 nm) / HTL-2 (10 nm) / 70 wt% H1-34 + 29 wt% TRZ-78 + 1 wt% BN-m (30 nm) / TRZ-78 (10 nm) / TRZ-6 (30 nm) LiF (1 nm) / Al (100 nm)].

[0296] The performance data of the device examples are shown in Table 3. The device lifetime (T95, hours) in Table 3 refers to the time required when the initial brightness of the device is 1000 cd / m 2 , and the brightness of the device drops to 95% of the initial brightness (i.e., when the device brightness drops to 950 cd / m 2 ).

[0297] Comparative Device Example D2-n (n = 1 - 40)

[0298] In the organic electroluminescent device in Comparative Device Example 2-n (n = 1 - 40) (the structure is as Figure 1 shown), HATCN-doped HTL-1 is used as the first hole transport layer, HTL-2 is used as the second hole transport layer, H1-34 + TRZ-78 is used as the host material in the light-emitting layer, R-m (m represents the last digit of the code of the light-emitting material used in the comparative device example) is used as the doped light-emitting material (the doping concentration is 1 wt%), TRZ-78 is used as the second electron transport layer, TRZ-6 is used as the first electron transport layer, LiF is used as the electron injection layer, and Al is used as the metal cathode. The structure of the organic electroluminescent device in the effect example is [ITO / 15 wt% HATCN + 85 wt% HTL-1 (100 nm) / HTL-2 (10 nm) / / 70 wt% H1-34 + 29 wt% TRZ-78 + 1 wt% R-m (30 nm) / TRZ-78 (10 nm) / TRZ-6 (30 nm) LiF (1 nm) / Al (100 nm)].

[0299] The performance data of the comparative device examples are shown in Table D3. The characteristics such as current, voltage, brightness, and emission spectrum of the device are synchronously measured using a Photo Research PR 655 spectral scanning luminance meter and a Keithley K 2400 digital source meter system. The performance test of the device is carried out at room temperature and in an ambient atmosphere. The external quantum efficiency (EQE) of the device is calculated from the current density, brightness, and electroluminescence spectrum combined with the visibility function under the condition that the emission is Lambertian. The device lifetime (T95, hours) in Table D3 refers to the time required when the initial brightness of the device is 1000 cd / m 2 , and when the brightness of the device drops to 95% of the initial brightness (i.e., when the device brightness drops to 950 cd / m 2 ).

[0300] Table 3

[0301]

[0302]

[0303]

[0304] Table D3

[0305]

[0306]

[0307] Device Embodiment 3-n (n = 1 - 72)

[0308] In the organic electroluminescent device in Device Embodiment 3-n (n = 1 - 72) (the structure is as Figure 1 shown), HATCN-doped HTL-1 is used as the first hole transport layer, HTL-2 is used as the second hole transport layer, H1-424 + 2CN-13 is used as the host material in the light-emitting layer, BN-m (m represents the last digit of the light-emitting material code used in the device embodiment) is used as the doped light-emitting material (doping concentration is 1 wt%), TRZ-78 is used as the second electron transport layer, TRZ-6 is used as the first electron transport layer, LiF is used as the electron injection layer, and Al is used as the metal cathode. The structure of the organic electroluminescent device in the effect embodiment is [ITO / 15 wt% HATCN + 85 wt% HTL-1 (100 nm) / HTL-2 (10 nm) / 70 wt% H1-424 + 29 wt% 2CN-13 + 1 wt% BN-m (30 nm) / TRZ-78 (10 nm) / TRZ-6 (30 nm) LiF (1 nm) / Al (100 nm)].

[0309] The performance data of the device embodiments are shown in Table 4. The device lifetime (T95, hours) in Table 4 refers to the time required when the initial brightness of the device is 1000 cd / m 2 , and the brightness of the device drops to 95% of the initial brightness (i.e., the brightness of the device drops to 950 cd / m 2 ). For the comparative device embodiments D3-n (n = 1 - 40)

[0310] In the organic electroluminescent device in Comparative Device Embodiment 3-n (n = 1 - 40) (the structure is as Figure 1 shown), HATCN-doped HTL-1 is used as the first hole transport layer, HTL-2 is used as the second hole transport layer, H1-424 + 2CN-13 is used as the host material in the light-emitting layer, R-m (m represents the last digit of the light-emitting material code used in the comparative device embodiment) is used as the doped light-emitting material (doping concentration is 1 wt%), TRZ-78 is used as the second electron transport layer, TRZ-6 is used as the first electron transport layer, LiF is used as the electron injection layer, and Al is used as the metal cathode. The structure of the organic electroluminescent device in the effect embodiment is [ITO / 15 wt% HATCN + 85 wt% HTL-1 (100 nm) / HTL-2 (10 nm) / / 70 wt% H1-424 + 29 wt% 2CN-13 + 1 wt% R-m (30 nm) / TRZ-78 (10 nm) / TRZ-6 (30 nm) LiF (1 nm) / Al (100 nm)].

[0311] The performance data of the comparative device examples are shown in Table D4. Characteristics such as the current, voltage, luminance, and emission spectrum of the device were synchronously measured using a Photo Research PR 655 spectral scanning luminance meter and a Keithley K 2400 digital source meter system. The performance test of the device was carried out at room temperature and in an ambient atmosphere. The external quantum efficiency (EQE) of the device was calculated from the current density, luminance, and electroluminescence spectrum in combination with the visibility function under the condition that the emission is Lambertian distribution. The device lifetime (T95, hours) in Table D4 refers to the time required when the initial luminance of the device is 1000 cd / m 2 , when the luminance of the device drops to 95% of the initial luminance (i.e., when the device luminance drops to 950 cd / m 2 ).

[0312] Table 4

[0313]

[0314]

[0315]

[0316] Table D4

[0317]

[0318]

[0319] Device Example 4-n (n = 1 - 72)

[0320] In the organic electroluminescent device (the structure is as Figure 1 shown) in Device Examples 1-n (n = 1 - 72), HATCN-doped HTL-1 is used as the first hole transport layer, HTL-2 is used as the second hole transport layer, H1-34+IrPPy3 is used as the host material in the light-emitting layer, BN-m (m represents the last digit of the light-emitting material code used in the device example) is used as the doped light-emitting material (doping concentration is 1 wt%), TRZ-78 is used as the second electron transport layer, TRZ-6 is used as the first electron transport layer, LiF is used as the electron injection layer, and Al is used as the metal cathode. The structure of the organic electroluminescent device in the effect example is [ITO / 15 wt% HATCN + 85 wt% HTL-1 (100 nm) / HTL-2 (10 nm) / 90 wt% H1-34 + 9 wt% IrPPy3 + 1 wt% BN-m (30 nm) / TRZ-78 (10 nm) / TRZ-6 (30 nm) LiF (1 nm) / Al (100 nm)].

[0321] The performance data of the device embodiments are shown in Table 5. The device life (T95, hours) in Table 5 refers to the time when the initial brightness of the device is 1000 cd / m 2 , when the brightness of the device drops to 95% of the initial brightness (i.e., when the device brightness drops to 950 cd / m 2 ). Compare the device embodiments D4-n (n = 1 - 40)

[0322] In the organic electroluminescent devices in the comparative device embodiments 1-n (n = 1 - 40) (the structure is as Figure 1 shown), HATCN-doped HTL-1 is used as the first hole transport layer, HTL-2 is used as the second hole transport layer, H1-34+IrPPy3 is used as the host material in the light-emitting layer, R-m (m represents the last digit of the code of the light-emitting material used in the comparative device embodiment) is used as the doped light-emitting material (the doping concentration is 1 wt%), TRZ-78 is used as the second electron transport layer, TRZ-6 is used as the first electron transport layer, LiF is used as the electron injection layer, and Al is used as the metal cathode. The structure of the organic electroluminescent device in the effect embodiment is [ITO / 15 wt% HATCN + 85 wt% HTL-1 (100 nm) / HTL-2 (10 nm) / 90 wt% H1-34 + 9 wt% IrPPy3 + 1 wt% R-m (30 nm) / TRZ-78 (10 nm) / TRZ-6 (30 nm) LiF (1 nm) / Al (100 nm)].

[0323] The performance data of the comparative device embodiments are shown in Table D5. The characteristics of the device such as current, voltage, brightness, and emission spectrum are synchronously tested using a Photo Research PR 655 spectral scanning luminance meter and a Keithley K 2400 digital source meter system. The performance test of the device is carried out at room temperature and in an ambient atmosphere. The external quantum efficiency (EQE) of the device is calculated by combining the current density, brightness, and electroluminescence spectrum with the visibility function under the condition that the emission is Lambertian. The device life (T95, hours) in Table D5 refers to the time when the initial brightness of the device is 1000 cd / m 2 , when the brightness of the device drops to 95% of the initial brightness (i.e., when the device brightness drops to 950 cd / m 2 ).

[0324] Table 5

[0325]

[0326]

[0327] Table D5

[0328]

[0329]

[0330] The applicant declares that the present invention uses the above embodiments to illustrate the boron nitride compound and its application of the present invention, but the present invention is not limited to the above embodiments, that is, it does not mean that the present invention must rely on the above embodiments to be implemented. Those skilled in the art should understand that any improvement to the present invention, the equivalent substitution of the raw materials selected for the present invention, the addition of auxiliary components, the selection of specific methods, etc. all fall within the protection scope and the disclosure scope of the present invention.

Claims

1. A boron nitride compound, characterized in that, the boron nitride compound has the structures shown in the following Formula I and Formula II: Y 1 、 Y 2 and Y 3 are independently O, S, R 77 and R 88 are independently C1-C8 alkyl or C6-C18 aryl; Ring A represents a C5-C24 cycloalkane or a C5-C6 cycloalkane substituted with 2-4 aromatic rings; R 1 and R 2 are independently selected from H, deuterium, fluorine, CN, C1-C20 alkyl, C1-C20 alkoxy, C3-C10 cycloalkyl, C6-C14 aryl, C6-C18 aryl substituted with one or more R a groups, 5- to 18-membered heteroaryl, 5- to 18-membered heteroaryl substituted with one or more R a groups, diphenylamino, or diphenylamino substituted with one or more R a groups; R a Each occurrence is independently deuterium, fluorine, CN, C1-C12 alkyl, C1-C12 alkoxy, C3-C12 cycloalkyl, C6-C14 aryl, C6-C14 aryl substituted with one or more R b groups, 5- to 18-membered heteroaryl, 5- to 18-membered heteroaryl substituted with one or more R b groups, diphenylamino, or diphenylamino substituted with one or more R b groups; R b Each occurrence is independently deuterium, fluorine, CN, C1-C12 alkyl, C1-C12 alkoxy, C3-C10 cycloalkyl, C6-C14 aryl, C6-C14 aryl substituted with one or more R c substituents, 5- to 18-membered heteroaryl, 5- to 18-membered heteroaryl substituted with one or more R c substituents, diphenylamino, or diphenylamino substituted with one or more R c substituents; R c Each occurrence is independently deuterium, fluorine, CN, C1-C12 alkyl, C1-C12 alkoxy, C3-C10 cycloalkyl, C6-C14 aryl, C6-C14 aryl substituted with one or more R d substituents, 5- to 18-membered heteroaryl, 5- to 18-membered heteroaryl substituted with one or more R d substituents, diphenylamino, or diphenylamino substituted with one or more R d substituents; R d Each occurrence is independently deuterium, fluorine, a C1-C12 alkyl group, a C1-C12 alkoxy group, a C3-C10 cycloalkyl group, a C6-C14 aryl group, or a C6-C14 aryl group substituted with one or more R e substituents; R e Each occurrence is independently deuterium, fluorine, a C1-C12 alkyl group, a C1-C12 alkoxy group, a C3-C10 cycloalkyl group, or a C6-C14 aryl group; R 1 and R 2 exist independently or at least one of them forms a 6- to 8-membered ring with the aromatic ring to which it is attached; R 3 , R 5 and R 7 Independently for C 1 ~C 16 Alkyl, C 1 ~C 16 Alkoxy, C 3 -C 18 Cycloalkyl, C 6 ~C 24 Aryl, C 6 ~C 24 Heteroaryl, one or more R a1 Substituted C 6 ~C 18 Aryl; R 4 , R 6 and R 8 are independently hydrogen, deuterium, C 1 ~C 16 Alkyl, C 1 ~C 16 Alkoxy, C 3 -C 18 Cycloalkyl, C 6 ~C 24 Aryl, C 6 ~C 24 Heteroaryl, one or more R a1 Substituted C 6 ~C 18 Aryl; R a1 each occurrence independently is C 1 to C 12 alkyl, C 1 to C 12 alkoxy, C 3 -C 12 cycloalkyl, C 6 to C 18 aryl or C a2 substituted by one or more R 6 to C 18 aryl; R a2 independently C each time it appears 1 ~C 12 alkyl, C 1 ~C 12 alkoxy, C 3 -C 12 cycloalkyl, C 6 ~C 18 aryl. R 3 、R 4 、R 5 、R 6 、R 7 and R 8 exist independently or at least one of them forms a ring with the aromatic ring connected thereto; R 11 , R 33 , R 44 and R 66 Independently H, D, C 1 ~C 16 Alkyl, C 1 ~C 16 Alkoxy, C 3 -C 18 Cycloalkyl, C 6 ~C 24 Aryl, C 6 ~C 24 Heteroaryl, one or more R b1 Substituted C 6 ~C 18 Aryl; R 22 and R 55 independently is C 1 ~C 16 alkyl, C 1 ~C 16 alkoxy, C 3 -C 18 cycloalkyl, C 6 ~C 24 aryl, C 6 ~C 24 heteroaryl, C substituted by one or more R b1 ~C 6 ~C 18 aryl; R b1 each occurrence independently is C 1 -C 12 alkyl, C 1 -C 12 alkoxy, C 3 -C 12 cycloalkyl, C 6 -C 18 aryl or C b2 substituted by one or more R 6 -C 18 aryl; R b2 independently C each time it appears 1 ~C 12 alkyl, C 1 ~C 12 alkoxy, C 3 -C 12 cycloalkyl, C 6 ~C 18 aryl; R 11 、R 22 、R 33 、R 44 、R 55 and R 66 exist independently, or at least one of them forms a ring with an aromatic ring connected thereto, or at least two of them are connected to each other to form a ring; The alkyl, alkoxy, cycloalkyl, aryl, and heteroaryl are optionally substituted with one or more substituents selected from the following: halogen, -CN, C1-C12 alkyl, C1-C12 alkoxy, C1-C12 haloalkyl, C2-C6 alkenyl, C3-C10 cycloalkyl, C6-C14 aryl, and 5- to 18-membered heteroaryl.

2. The boron nitride compound according to claim 1, characterized in that, Said R 1 and R 2 are independently H, deuterium, fluorine, C1-C12 alkyl, C 1 ~C 12 alkoxy, C 3 -C 10 cycloalkyl, phenyl, aryl substituted by at least one C 1 -C 12 alkyl, aryl substituted by at least one C 1 -C 12 alkoxy, phenyl-C 1 ~C 12 alkyl, diphenylamino, diphenylamino substituted by at least one C 1 -C 12 alkyl, carbazolyl, carbazolyl substituted by at least one C 1 -C 12 alkyl; Preferably, the R a is independently deuterium, fluorine, C 1 ~C 12 alkyl, C 1 ~C 12 alkoxy, C 3 -C 10 cycloalkyl, phenyl substituted by at least one C 1 -C 12 alkyl, phenyl substituted by at least one C 1 -C 12 alkoxy, phenyl-C 1 ~C 12 alkyl, diphenylamino, diphenylamino substituted by at least one C 1 -C 12 alkyl, carbazolyl, carbazolyl substituted by at least one C 1 -C 12 alkyl; Preferably, said R b is independently deuterium, fluorine, C 1 ~C 12 alkyl, C 1 ~C 12 alkoxy, C 3 -C 10 cycloalkyl, phenyl substituted by at least one C 1 -C 12 alkyl, phenyl substituted by at least one C 1 -C 12 alkoxy, phenyl-C 1 ~C 12 alkyl, diphenylamino, diphenylamino substituted by at least one C 1 -C 12 alkyl, carbazolyl, carbazolyl substituted by at least one C 1 -C 12 alkyl; Preferably, the R c is independently deuterium, fluorine, C 1 ~C 12 alkyl, C 1 ~C 12 alkoxy, C 3 -C 10 cycloalkyl, phenyl substituted by at least one C 1 -C 12 alkyl, phenyl substituted by at least one C 1 -C 12 alkoxy, phenyl-C 1 ~C 12 alkyl, diphenylamino, diphenylamino substituted by at least one C 1 -C 12 alkyl, carbazolyl, carbazolyl substituted by at least one C 1 -C 12 alkyl; Preferably, said R d is independently deuterium, fluorine, C 1 ~C 12 alkyl, C 1 ~C 12 alkoxy, C 3 -C 10 cycloalkyl, phenyl substituted by at least one C 1 -C 12 alkyl, phenyl substituted by at least one C 1 -C 12 alkoxy, carbazolyl, carbazolyl substituted by at least one C 1 -C 12 alkyl; Preferably, the R 1 and R 2 are independently H, deuterium, fluorine, methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, hexyl, octyl, decyl, methoxy, ethoxy, butoxy, hexyloxy, cyclohexyl, adamantyl, phenyl, 2-methyl-phenyl, 4-methyl-phenyl, 4-ethyl-phenyl, 4-propyl-phenyl, 4-isopropylphenyl, 4-n-butylphenyl, Or, where the wavy line represents the attachment site of the group; Preferably, the R 1 and R 2 are independently H, methyl, phenyl, 2-methyl-phenyl, where the wavy line represents the attachment site of the group; Preferably, the R 1 and R 2 are the same and are selected from any one of H, methyl, phenyl, 2-methyl-phenyl, ; wherein R g is H, methyl, isopropyl, tert-butyl or Preferably, the R 1 and R 2 at least one of them forms a benzene ring with the aromatic ring; Preferably, said Y 1 、Y 2 and Y 3 are independently O, S, Preferably, the R 3 , R 4 , R 5 , R 6 , R 7 and R 8 are independently C1-C6 alkyl or C6-C12 aryl; Preferably, the R 3 , R 4 , R 5 , R 6 , R 7 and R 8 are independently tert-butyl or phenyl; Preferably, the R 3 , R 4 , R 5 , R 6 , R 7 and R 8 form the following ring structure with the connected aromatic ring: Among them, the key where the * is located is the bond shared with the aromatic ring; In the present invention, R 11 and R 22 can form a ring; or R 22 and R 33 can form a ring; or R 44 and R 55 can form a ring; or R 55 and R 66 can form a ring; Preferably, said R 11 , R 33 , R 44 and R 66 are independently selected from hydrogen, isopropyl, tert-butyl, phenyl, biphenyl, pyridyl, Preferably, R 22 and R 55 are independently selected from isopropyl, tert-butyl, phenyl, biphenyl, pyridyl, 3. The boron nitride compound according to claim 1 or 2, characterized in that, the boron nitride compound is any one of the following compounds:

4. An organic electroluminescent composition, characterized in that, it comprises the boron nitride compound as defined in any one of claims 1-3 as a doping material and a host material; Preferably, the host material is a material having electron transport ability and / or hole transport ability and whose triplet excited state energy is higher than or equal to the triplet excited state energy of the doped luminescent material.

5. The organic electroluminescent composition according to claim 4, characterized in that, the host material is a carbazole derivative and / or a carboline derivative having a structure shown in any one of Formulas (H-1) to (H-10): wherein X 1 , Y 1 and Z 1 are CH or N, and at most one of X 1 , Y 1 and Z 1 is N; wherein R 1H and R 2H are each independently any one of the following groups: wherein X 1 , Y 1 and Z 1 are CH or N, and at most one of X 1 , Y 1 and Z 1 is N; wherein R aH and R bH are independently H, C 1 -C 20 -alkyl, C 1 -C 20 -alkoxy, C 6 -C 20 -aryl, C 1 -C 20 -alkyl-substituted C 6 -C 20 -aryl or C 1 -C 20 -alkoxy-substituted C 6 -C 20 -aryl, the asterisk represents the connection site of the group; W 1 、W 2 、W 3 、W 4 、W 5 、W 6 、W 7 、W 8 and W 9 are independently S or O; R 3H 、R 4H 、R 5H 、R 6H 、R 7H 、R 8H 、R 9H 、R 10H 、R 11H 、R 12H 、R 13H and R 14H are independently H, deuterium, C1-C6 alkyl or C6-C24 aryl; Preferably, in the organic electroluminescent composition, preferably 0.3-30.0 wt% of the boron nitride compound as defined in any one of claims 1-4 is contained as a doping material, and the remaining 99.7-70.0 wt% of the components are host materials composed of 1-2 compounds having the structures of Formulas (H-1) to (H-10); Preferably, the host material contains 2 compounds having the structures of Formulas (H-1) to (H-10), and the weight ratio of the two compounds is 1:5 to 5:1, such as 1:5, 1:4, 1:3, 1:2, 1:1, 2:1, 3:1, 4:1, 5:1, etc. Preferably, the host material in the organic electroluminescent composition is one or two of Compounds H1-1 to H1-429: Preferably, in the organic electroluminescent composition, 0.3-30.0 wt% of the boron nitride compound as defined in any one of claims 1-3 is contained, and the remaining 99.7-70.0 wt% of the components are 1 or 2 compounds among Compounds H1-1 to H1-429. Preferably, 2 compounds among Compounds H1-1 to H1-429 are contained as the host material in the organic electroluminescent composition, and the weight ratio of the two compounds is 1:5 to 5:1; Preferably, the doping material in the organic electroluminescent composition is any one of the boron nitride compounds as defined in any one of claims 1-3; the host material is composed of any one of the compounds shown in Formulas Trz1-A, Trz2-A, Trz3-A, Trz4-A, Trz5-A, or Trz6-A and any one of the compounds having the structures shown in Formulas H-1 to H-10; wherein R 1a 、R 1b 、R 2a 、R 2b 、R 3a and R 3b one or two of them are independently R Tz , and the rest are the same or different and independently are hydrogen, deuterium, C 1 -C 8 alkyl, C 1 -C 8 alkoxy, C 6 -C 18 aryl, C 1 -C 8 aryl substituted with C 6 -C 18 alkyl or C 1 -C 8 aryl substituted with C 6 -C 18 ; R Tz is any one of the substituted groups represented by the following formula: Wherein the asterisk represents the connection site of the group; Preferably, the molar ratio between the compound represented by Trz1-A, Trz2-A, Trz3-A, Trz4-A, Trz5-A or Trz6-A and the compound represented by H-1, H-2, H-3, H-4, H-5, H-6, H-7, H-8, H-9 or H-10 in the host material is 1:20 to 20:1; Preferably, the weight ratio between the compound represented by Formula TRZ-1 to TRZ-82 and the carbazole or carbazoline derivative in the host material is 1:20 to 20:1; Preferably, the doping material in the organic electroluminescent composition is any one of the boron nitride compounds described in Claims 1-3; the host material is composed of any one of the compounds represented by Formula Trz1-A, Trz2-A, Trz3-A, Trz4-A, Trz5-A or Trz6-A and any one of the compounds represented by Formula H-1 to H-10; in the host material, the weight ratio between the compound represented by Trz1-A, Trz2-A, Trz3-A, Trz4-A, Trz5-A or Trz6-A and the compound represented by H-1, H-2, H-3, H-4, H-5, H-6, H-7, H-8, H-9 or H-10 is 1:20 to 20:1; Preferably, the doping material in the organic electroluminescent composition is any one of the compounds represented by Formula I or Formula II; the host material is composed of any one of the 1,3,5-triazine derivatives represented by Formula TRZ-1 to TRZ-82 and any one of the carbazole or carbazoline derivatives represented by Formula H1-1 to H1-429; in the host material, the weight ratio between the 1,3,5-triazine derivative and the carbazole or carbazoline derivative is 1:20 to 20:1; Preferably; the doping material in the organic electroluminescent composition is any one of the compounds represented by Formula BN1 to BN560; the host material is composed of any one of the compounds represented by Formula Trz1-A, Trz2-A, Trz3-A, Trz4-A, Trz5-A and Trz6-A and any one of the carbazole or carbazoline derivatives represented by Formula H1-1 to H1-429; in the host material, the weight ratio between the compound represented by Formula Trz1-A, Trz2-A, Trz3-A, Trz4-A, Trz5-A, and Trz6-A and the carbazole or carbazoline derivative represented by Formula H1-1 to H1-429 is 1:20 to 20:1; Preferably; the doping material in the organic electroluminescent composition is any one of the compounds represented by Formula BN-1 to BN-560; the host material is composed of any one of the 1,3,5-triazine derivatives represented by Formula TRZ-1 to TRZ-82 and any one of the carbazole or carbazoline derivatives represented by Formula H1-1 to H1-429; in the host material, the weight ratio between the 1,3,5-triazine derivative represented by Formula TRZ-1 to TRZ-82 and the carbazole or carbazoline derivative represented by Formula H1-1 to H1-429 is 1:20 to 20:1; Preferably, in the organic electroluminescent composition, the host material is composed of any one of the compounds having the structures shown in Formulas H-1 to H-10 and any one of the compounds shown in Formulas Ph-2CN-1, Ph-2CN-2, Ph-2CN-3, Ph-2CN-4, Ph-2CN-5 or Ph-2CN-6; Y 1 、Y 2 、Y 3 、Y 4 、Y 5 、Y 6 、Y 7 and Y 8 are independently O or S; R 1s 、R 2s 、R 3s 、R 4s 、R 5s and R 6s are independently C6-C24 aryl or C12-C36 heteroaryl; R s7 -R s39 independently H, deuterium, C1-C6 alkyl, C1-C6 alkoxy or C6-C24 aryl; Preferably, R 1s , R 2s , R 3s , R 4s , R 5s and R 6s are independently selected from any one of the following 24 groups: The asterisk represents the connection site of the group; Preferably, R si (i = 7 - 39) is independently selected from any one of the following five groups: *-H *-D *-CH 3 The asterisk represents the connection site of the group; Preferably, the doping material in the organic electroluminescent composition is any one of the boron nitride compounds described in any one of Claims 1-3; the host material is composed of any one of the compounds shown in Formulas 2CN-1 to 2CN-60 and any one of the carbazole or carboline derivatives shown in Formulas H1-1 to H1-429; Preferably, the organic electroluminescent composition is a light-emitting layer; the doping material in the organic electroluminescent composition is any one of the compounds described in Claims 1-3, and the host material is composed of any one of the carbazole or carboline derivatives shown in Formulas H1-1 to H1-429 and the phosphorescent compounds containing metal Ir shown in Formulas Ir-1 and Ir-2; R ri (i = 1 - 22) is independently hydrogen, deuterium, a C1 - C18 alkyl group or a C6 - C18 aryl group; Preferably, in the host material, the weight ratio between the carbazole or carboline derivative shown in Formulas H1-1 to H1-429 and the phosphorescent compound containing metal Ir is 1:20 to 20:1; Preferably, the organic electroluminescent composition is a light-emitting layer; the doping material in the organic electroluminescent composition is any one of the compounds shown in Formulas BN-1 to BN-560, and the host material is composed of any one of the carbazole or carboline derivatives shown in Formulas H1-1 to H1-429 and the phosphorescent compounds containing metal Ir shown in Formulas Ir-1 and Ir-2; Preferably, in the host material, the weight ratio between the carbazole or carboline derivative shown in Formulas H1-1 to H1-429 and the phosphorescent compound containing metal Ir is 1:20 to 20:1; Preferably, the phosphorescent compound containing metal Ir is any one of the following compounds:

6. An organic electroluminescent material, Characterized in that The organic electroluminescent material includes the boron nitride compound described in any one of Claims 1-3 or the organic electroluminescent composition described in Claim 4 or 5.

7. An organic electroluminescent device, Characterized in that The organic electroluminescent device includes an anode and a cathode and an organic thin film layer disposed between the anode and the cathode, and the organic thin film layer includes the boron nitride compound described in any one of Claims 1-3 or the organic electroluminescent composition described in Claim 4 or 5.

8. The organic electroluminescent device according to Claim 7, Characterized in that The organic thin film layer includes a light-emitting layer, an optional hole injection layer, an optional hole transport layer, an optional electron transport layer, an optional electron injection layer, and at least one of the light-emitting layer, electron injection layer, electron transport layer, hole transport layer, and hole injection layer includes the boron nitride compound described in any one of Claims 1-3 or the organic electroluminescent composition described in Claim 4 or 5.

9. The organic electroluminescent device according to claim 7 or 8, characterized in that, the material of the light-emitting layer in the organic electroluminescent device comprises a boron nitride compound as described in any one of claims 1-3 or an organic electroluminescent composition as described in claim 4 or 5; Preferably, the organic electroluminescent device further comprises an optional hole blocking layer, an optional electron blocking layer and an optional capping layer.

10. Use of the organic electroluminescent device according to any one of claims 7-9 in an organic electroluminescent display or an organic electroluminescent lighting source.

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