Luminescent composition film material and application thereof

Abstract

The invention provides a light-emitting composition film material and application thereof.The light-emitting composition film material comprises a main material and a doping material, the doping material is a compound with the structure shown in the formula I. The main material comprises a first main material and a second main material, the first host material comprises at least one carbazole derivative having a structure represented by any one of formulas (H-1) to (H-4), the second host material comprises at least one compound represented by a formula Ph-2CN-1, Ph-2CN-2, Ph-2CN-3, Ph-2CN-4, Ph-2CN-5 or Ph-2CN-6, or the second host material comprises at least one phosphorescent compound containing metal Ir. The light-emitting film material of the composition has a narrow spectrum and is used for an organic electroluminescent device, so that the device realizes narrow-spectrum TADF emission, the electroluminescent external quantum efficiency of the device reaches up to 35% or above, and the service life of the device is 500 h or above.

Description

Technical Field

[0001] The invention belongs to the technical field of organic electroluminescence and relates to a luminescent composite film material and application thereof. Background Art

[0002] Organic optoelectronic materials are a type of organic materials that have the properties of generating, converting and transmitting photons and electrons. At present, the controllable optoelectronic properties of organic optoelectronic materials have been applied to organic light-emitting diodes (OLED), organic solar cells (OPV), organic field effect transistors (OFET), and even organic lasers. In recent years, OLED has 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 operating voltage, thin panel, large-size flexible panel and low cost, and are known as the star flat-panel display product of the 21st century.

[0003] The history of organic electroluminescence can be traced back to the report by Bernanose et al. in 1953 (Holst GA, Kster T, Voges E, et al. FLOX—an oxygen-flux-measuring system using a phase-modulation method to evaluate the oxygen-dependent fluorescence lifetime, Science Direct. Sensors and Actuators B: Chemical, 1995, 29, 213.). About 10 years later, in 1963, Pope et al. from New York University applied voltage to anthracene crystals 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, CW Tang et al. of Kodak Company in the United States used ultra-thin film technology to prepare a light-emitting device with aromatic amines with good hole transport effect as the hole transport layer, 8-hydroxyquinoline aluminum complex as the light-emitting layer, indium tin oxide (ITO) film and metal alloy as the anode and cathode respectively. The device achieved a brightness of up to 1000 cd / m at a driving voltage of 10 V.2 Green light emission, the efficiency of the device is 1.5lm / W (CW Tang and S.A. Van Slyke, Organic electroluminescent diodes, Appl. Phys. Lett., 1987, 51, 913). This breakthrough has led to rapid and in-depth development of organic electroluminescence research around the world. In 1990, Burroughes et al. of Cambridge University proposed the first light-emitting diode based on polymer (PPV). It shows that PPV can be used as an emitting material with high fluorescence in a single-layer device, and it has a high luminous efficiency (Burroughes JH et al., Light-emitting diodes based on conjugated polymers, Nature, 1990, 347, 539.). In 1998, Baldo and Forrest et al. from Princeton University reported the first electroluminescent phosphorescent device, which in principle can have an internal quantum yield of 100% (MA Baldo, DFO'Brienetal., 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, deep blue phosphorescent materials are still chemically unstable and the efficiency of the device rolls off greatly at high current density. Therefore, it is extremely important to develop an OLED device that uses cheap and stable organic small molecule materials and can achieve high-efficiency luminescence.

[0004] In 2012, Adachi's research group at Kyushu University reported a highly efficient all-fluorescent OLED device based on the thermally activated delayed fluorescence (TADF) mechanism (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, the triplet exciton can absorb heat energy, return to the singlet state through the RISC process, and then emit fluorescence. The internal quantum efficiency (IQE) of the device can theoretically reach 100%, and the external quantum efficiency (EQE) can even reach 30%, which is comparable to the level of phosphorescent devices. As the next generation of luminescent materials, the research on TADF materials is in the ascendant.

[0005] TADF molecules are mainly used as guest materials doped in wide bandgap host materials to achieve highly efficient 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., Asix-carbazole-decorated cyclophosphazene as a host with high triplet energy to realize efficient delayed-fluorescence OLEDs, Mater. Horiz., 2014, 1, 264). Different from the localized (LE) state emission of traditional fluorescent molecules, TADF emission mainly originates from the transition of ICT state, so it is easily affected by the vibration and rotation motion between donor and acceptor, resulting in low electroluminescence efficiency and poor stability. Therefore, it is very necessary to research and develop high-efficiency and high-stability TADF materials. Summary of the invention

[0006] In view of the deficiencies of the prior art, an object of the present invention is to provide a luminescent composite thin film material and application thereof.

[0007] In order to achieve the purpose of the invention, the present invention adopts the following technical solutions:

[0008] In one aspect, the present invention provides a light-emitting composite thin film material, the light-emitting composite thin film material comprising a main material and a doping material, wherein the doping material is a compound having a structure shown in Formula I;

[0009]

[0010] R 1 , R 2 , R 3 , R 4 , R 5 and R 6independently selected from H, deuterium, C1-C20 alkyl, C1-C20 alkoxy, C3-C10 cycloalkyl, C6-C14 aryl, a Substituted C6-C18 aryl, 5- to 18-membered heteroaryl, substituted by one or more R a substituted 5- to 18-membered heteroaryl, diphenylamino, or substituted by one or more R a Substituted diphenylamine groups;

[0011] R a Each occurrence is independently deuterium, fluorine, CN, C1-C12 alkyl, C1-C12 alkoxy, C3-C12 cycloalkyl, C6-C14 aryl, b Substituted C6-C14 aryl, 5- to 18-membered heteroaryl, substituted by one or more R b substituted 5- to 18-membered heteroaryl, diphenylamino, or substituted by one or more R b Substituted diphenylamine groups;

[0012] R b Each occurrence is independently deuterium, fluorine, CN, C1-C12 alkyl, C1-C12 alkoxy, C3-C10 cycloalkyl, C6-C14 aryl, c Substituted C6-C14 aryl, 5- to 18-membered heteroaryl, substituted by one or more R c substituted 5- to 18-membered heteroaryl, diphenylamino, or substituted by one or more R c Substituted diphenylamine groups;

[0013] R c Each occurrence is independently deuterium, fluorine, CN, C1-C12 alkyl, C1-C12 alkoxy, C3-C10 cycloalkyl, C6-C14 aryl, d Substituted C6-C14 aryl, 5- to 18-membered heteroaryl, substituted by one or more R d substituted 5- to 18-membered heteroaryl, diphenylamino, or substituted by one or more R d Substituted diphenylamine groups;

[0014] R d Each occurrence is independently deuterium, fluorine, C1-C12 alkyl, C1-C12 alkoxy, C3-C10 cycloalkyl, C6-C14 aryl, or is replaced by one or more R e Substituted C6-C14 aryl;

[0015] R e Each occurrence is independently deuterium, fluorine, C1-C12 alkyl, C1-C12 alkoxy, C3-C10 cycloalkyl, or C6-C14 aryl;

[0016] R 1 , R 2 , R 3 , R 4 , R 5 and R 6 Exist independently or R 1 , R 2 , R 3 , R 4 , R 5 and R 6 At least one of them forms a 6-8 membered ring with the connected aromatic ring;

[0017] R m H, D (deuterium), C1~C 16 Alkyl, C1~C 16 Alkoxy, C3-C 18 Cycloalkyl, C6~C 24 Aryl, C6~C 24 Heteroaryl, one or more R a1 Substituted C6~C 18 Aryl;

[0018] R p C1~C 16 Alkyl, C1~C 16 Alkoxy, C3-C 18 Cycloalkyl, C6~C 24 Aryl, C6~C 24 Heteroaryl, one or more R a1 Substituted C6~C 18 Aryl;

[0019] R a1 Each time it appears, it is independently C1~C 12 Alkyl, C1~C 12 Alkoxy, C3-C 12 Cycloalkyl, C6~C 18 Aryl or one or more R a2 Substituted C6~C 18 Aryl;

[0020] R a2 Each time it appears, it is independently C1~C 12 Alkyl, C1~C 12 Alkoxy, C3-C 12 Cycloalkyl, C6~C 18 Aryl.

[0021] R m and R p Independent existence or R m and Rp Ringing;

[0022] The host material includes a first host material and a second host material, the first host material includes at least one carbazole derivative having a structure as shown in any one of formulas (H-1) to (H-4), the second host material includes at least one compound as shown in formula Ph-2CN-1, Ph-2CN-2, Ph-2CN-3, Ph-2CN-4, Ph-2CN-5 or Ph-2CN-6, or the second host material includes at least one phosphorescent compound containing metal Ir;

[0023]

[0024] W 1 , W 2 , W 3 , W 4 , W 5 , W 6 , W 7 , W 8 and W 9 independently S or O;

[0025] 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.

[0026]

[0027] Y1, Y2, Y3, Y4, Y5, Y6, Y7 and Y8 are independently O (oxygen) or S (sulfur);

[0028] R 1s , R 2s , R 3s , R 4s , R 5s and R 6s are independently C6-C24 aryl or C12-C36 heteroaryl;

[0029] R si (i=7-39) are independently H, deuterium, C1-C6 alkyl, C1-C6 alkoxy or C6-C24 aryl;

[0030] The alkyl, alkoxy, cycloalkyl, aryl, heteroaryl groups 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 one embodiment of the present invention, the doping material in the luminescent composition thin film material is any one of the compounds shown in formula I (the content is 0.3wt-30.0wt%, for example, 0.3wt%, 0.8wt%, 1wt%, 3wt%, 5wt%, 8wt%, 10wt%, 15wt%, 18wt%, 20wt%, 23wt%, 25wt%, 28wt% or 30wt%); the main material (the content is 99.7wt-70.0wt%, for example, 99.7wt%, 99wt%, 95wt%, 90wt%, 85wt%, 80wt%, 75wt% or 70wt%) is composed of any one of the compounds of formula 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 shown in formulas H-1 to H-4.

[0032] In one embodiment of the present invention, in the host material, the weight ratio of the first host material to the second host material is 1:20 to 20:1, for example, 1:20, 1:19, 1:18, 1:16, 1:15, 1:13, 1:10, 1:8, 1:6, 1:4, 1:2, 1:1, 2:1, 5:1, 8:1, 10:1, 13:1, 15:1, 18:1 or 20:1.

[0033] In one embodiment of the present invention, in the compound of formula I, R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are independently H, D (deuterium), fluorine, C1-C12 alkyl, C1-C 12 Alkoxy, C3-C 10 Cycloalkyl, phenyl, 12 Alkyl-substituted aryl, substituted with at least one C1-C 12 Alkoxy substituted aryl, phenyl-C1~C 12 Alkyl, diphenylamino, at least one C1-C 12 Alkyl-substituted diphenylamine, carbazole, at least one C1-C 12 Alkyl-substituted carbazolyl;

[0034] Preferably, the R a Each occurrence is independently deuterium, fluorine, C1~C 12 Alkyl, C1~C 12 Alkoxy, C3-C 10 Cycloalkyl, with at least one C1-C 12 Alkyl-substituted phenyl, at least one C1-C 12 Alkoxy substituted phenyl, phenyl-C1~C 12 Alkyl, diphenylamino, at least one C1-C 12 Alkyl-substituted diphenylamine, carbazole, at least one C1-C 12 Alkyl-substituted carbazolyl;

[0035] Preferably, the R b Each occurrence is independently deuterium, fluorine, C1~C 12 Alkyl, C1~C 12 Alkoxy, C3-C 10 Cycloalkyl, with at least one C1-C 12 Alkyl-substituted phenyl, at least one C1-C 12 Alkoxy substituted phenyl, phenyl-C1~C 12 Alkyl, diphenylamino, at least one C1-C 12 Alkyl-substituted diphenylamine, carbazole, at least one C1-C 12 Alkyl-substituted carbazolyl;

[0036] Preferably, the R c Each occurrence is independently deuterium, fluorine, C1~C 12 Alkyl, C1~C 12 Alkoxy, C3-C 10 Cycloalkyl, with at least one C1-C 12 Alkyl-substituted phenyl, at least one C1-C 12 Alkoxy substituted phenyl, phenyl-C1~C 12 Alkyl, diphenylamino, at least one C1-C 12 Alkyl-substituted diphenylamine, carbazole, at least one C1-C 12 Alkyl-substituted carbazolyl;

[0037] Preferably, the R d Each occurrence is independently deuterium, fluorine, C1~C 12 Alkyl, C1~C 12 Alkoxy, C3-C 10 Cycloalkyl, with at least one C1-C 12 Alkyl-substituted phenyl, at least one C1-C 12 Alkoxy-substituted phenyl, carbazolyl, at least one C1-C12 Alkyl-substituted carbazolyl;

[0038] Preferably, the R 1 , R 2 , R 3 , R 4 , R 5 and R 6 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,

[0039] The wavy lines represent the attachment sites of the groups;

[0040] Preferably, the R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are independently H, methyl, Phenyl, 2-methyl-phenyl, Any of the following:

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

[0042] Preferably, the R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are independently selected from H, methyl, Phenyl, 2-methyl-phenyl, The wavy lines represent the attachment sites of the groups.

[0043] Preferably, the R 1 , R 2 , R 3 , R 4 , R 5 and R 6 At least one of them forms the following ring structure with the connected aromatic ring:

[0044] The bond with * is the shared bond with the aromatic ring.

[0045] Preferably, the R m For H, R p It is a C1-C16 alkyl group or a C6-C18 aryl group.

[0046] Preferably, R p is hydrogen, tert-butyl, Phenyl, biphenyl,

[0047] In one embodiment of the present invention, in the compound represented by the formula Ph-2CN-1, Ph-2CN-2, Ph-2CN-3, Ph-2CN-4, Ph-2CN-5 or Ph-2CN-6, R 1s , R 2s , R 3s , R 4s , R 5s and R 6s Independently selected from any of the following 24 groups:

[0048]

[0049] Where D stands for deuterium.

[0050] Preferably, R si (i=7-39) is independently selected from any one of the following five groups:

[0051] *-H *-D *-CH3

[0052] * represents the group attachment site.

[0053] Preferably, in a certain embodiment of the present invention, R in Formula (H-1) to Formula (H-4) 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, or a benzene ring.

[0054] In one embodiment of the present invention, the doping material is any one of the following compounds BN-1 to BN-284:

[0055]

[0056]

[0057]

[0058]

[0059]

[0060]

[0061]

[0062]

[0063]

[0064]

[0065]

[0066]

[0067]

[0068]

[0069]

[0070]

[0071] In one embodiment of the present invention, the first host material is any one of the carbazole derivatives represented by formulas H1-1 to H1-44;

[0072]

[0073]

[0074]

[0075]

[0076] In one embodiment of the present invention, the second host material is any one of the dicyanobenzene derivatives represented by formulas 2CN-1 to 2CN-60;

[0077]

[0078]

[0079]

[0080]

[0081] In one embodiment of the present invention, the phosphorescent compound containing metal Ir is a compound having a structure shown in Formula Ir-1 or Formula Ir-2;

[0082]

[0083] R ri (i=integer of 1-22) are independently hydrogen, deuterium, C1-C18 alkyl or C6-C18 aryl, wherein the dotted line represents that two of the four bonds included are double bonds, so as to form a conjugated structure.

[0084] Preferably, the phosphorescent compound is any one of the following compounds:

[0085]

[0086]

[0087] Preferably, the organic electroluminescent composition film is a light-emitting layer; the doping material in the organic electroluminescent composition film is any one of the compounds described in Formula I (content is 0.3wt-30.0wt%), and the main material (content is 99.7wt-70.0wt%) is composed of any one of the carbazole derivatives shown in Formulas H-1 to H-4 and the phosphorescent compound containing metal Ir shown in Formulas Ir-1 and Ir-2. For example, in the main material, the weight ratio between the carbazole derivatives shown in Formulas H-1 to H-4 and the phosphorescent compound containing metal Ir is 1:20 to 20:1.

[0088] Preferably, the light-emitting composition film is a light-emitting layer; the doping material in the organic electroluminescent composition is any one of the compounds shown in formulas BN1 to BN284 (content 0.3wt-30.0wt%), and the main material (content 99.7wt-70.0wt%) is composed of any one of the carbazole derivatives shown in formulas H1-1 to H1-44 and the phosphorescent compound containing metal Ir shown in formulas Ir-1 and Ir-2. For example, in the main material, the weight ratio between the carbazole derivatives shown in formulas H1-1 to H1-44 and the phosphorescent compound containing metal Ir is 1:20 to 20:1.

[0089] In another aspect, the present invention provides an organic electroluminescent device, comprising the light-emitting composition thin film material as described above.

[0090] In one embodiment of the present invention, the organic electroluminescent device includes a substrate, and an anode layer, an organic light-emitting functional layer and a cathode layer sequentially formed on the substrate; the organic light-emitting functional layer includes a light-emitting layer, and the light-emitting layer includes the light-emitting composition thin film material as described above.

[0091] Preferably, the organic light-emitting functional layer further comprises any one 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, or a combination of at least two thereof.

[0092] In another aspect, the present invention provides a use of the organic electroluminescent device in an organic electroluminescent display or an organic electroluminescent lighting source.

[0093] Terminology

[0094] Unless defined otherwise, 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.

[0095] As used herein, the term "comprising" or "including (comprising)" may be open, semi-closed and closed. In other words, the term also includes "consisting essentially of" or "consisting of".

[0096] Group Definition

[0097] In this specification, groups and substituents thereof can be selected by those skilled in the art to provide stable structural moieties and compounds. When substituents are described by conventional chemical formulas written from left to right, the substituents also include chemically equivalent substituents obtained when the structural formula is written from right to left.

[0098] The section headings used in this specification are only for the purpose of organizing the article and should not be interpreted 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 and papers, are incorporated herein by reference in their entirety.

[0099] Unless otherwise specified, all technical and scientific terms used herein have the standard meaning in the field to which the claimed subject matter belongs. If there are multiple definitions for a term, the definition herein shall prevail.

[0100] It should be understood that the singular forms used in the present invention, such as "a", include plural references unless otherwise specified. In addition, the term "comprising" is an open limitation and not a closed one, that is, including the contents specified in the present invention, but not excluding other aspects.

[0101] Unless otherwise specified, the present invention adopts conventional methods of mass spectrometry and elemental analysis, and each step and condition can refer to conventional operating steps and conditions in the art.

[0102] Unless otherwise indicated, the present invention adopts standard nomenclature and standard laboratory procedures and techniques of analytical chemistry, organic synthetic chemistry and optics. In some cases, standard techniques are used for chemical synthesis, chemical analysis, and light emitting device performance testing.

[0103] The compounds of the present invention may contain non-natural ratios of atomic isotopes on one or more atoms constituting the compounds. For example, radioactive isotope labeled compounds may be used, such as deuterium (2H). The conversion of all isotopic compositions of the compounds of the present invention, whether radioactive or not, is included within the scope of the present invention.

[0104] In the present invention, unless otherwise specified, the number of "substituted" can be one or more; when it is multiple, it means more than two, for example, it can be 2, 3 or 4. In addition, when the number of "substituted" is multiple, the "substituted" can be the same or different. In the present invention, the position of "substituted" can be any position unless otherwise specified.

[0105] In the present invention, as a group or as part of other groups (such as in groups such as halogen-substituted alkyl), the term "alkyl" means a saturated aliphatic hydrocarbon group including branched and straight chains having a specified number of carbon atoms. 20 Alkyl includes linear or branched alkyl groups with 1 to 20 carbon atoms. As defined in "C1-C6 alkyl", it includes groups with 1, 2, 3, 4, 5, or 6 carbon atoms in a linear or branched structure. For example, in the present invention, the C1-C6 alkyl groups are each independently methyl, ethyl, propyl, butyl, pentyl or hexyl; wherein the propyl group is a C3 alkyl group (including isomers, such as n-propyl or isopropyl); the butyl group is a C4 alkyl group (including isomers, such as n-butyl, sec-butyl, isobutyl or tert-butyl); the pentyl group is a C5 alkyl group (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); the hexyl group is a C6 alkyl group (including isomers, such as n-hexyl or isohexyl).

[0106] The term "alkoxy" as used herein refers to an alkyl group as defined above respectively attached via an oxygen bond (-O-).

[0107] 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 having n to m ring carbon atoms (ring atoms are only carbon atoms), which has at least one carbon ring with a conjugated π electron system. Examples of the above-mentioned aryl units include phenyl, naphthyl, indenyl, azulenyl, fluorenyl, phenanthrenyl, or anthracenyl. In one embodiment, the aryl is preferably a C6-14 aryl, such as phenyl and naphthyl, more preferably phenyl.

[0108] In the present invention, as a group or part of other groups, the term "nm-membered heteroaryl" refers to an aromatic group whose ring atoms contain one or more (e.g., 1, 2, 3, and 4) heteroatoms selected from nitrogen, oxygen, and sulfur, and whose ring atoms are n to m, and the heteroaryl is a monocyclic, bicyclic, tricyclic, or tetracyclic ring system, wherein at least one ring is an aromatic ring. The heteroaryl groups within the scope of this definition include, but are not limited to, acridinyl, carbazolyl, cinnolinyl, quinoxalinyl, pyrazolyl, indolyl, benzotriazolyl, furanyl, thienyl, benzothienyl, benzofuranyl, quinolyl, isoquinolyl, oxazolyl, isoxazolyl, pyrazinyl, pyridazinyl, pyridinyl, pyrimidinyl, pyrrolyl, tetrahydroquinoline, imidazolyl, triazolyl, tetrazolyl, thiazolyl, isothiazolyl, furazanyl, thiadiazolyl, oxadiazolyl, pyridinyl, pyrazinyl, pyridazinyl, pyrimidinyl, triazinyl, purinyl, pteridinyl, naphthyridinyl, quinazolinyl, phthalazinyl, imidazopyridinyl, imidazothiazolyl, imidazooxazolyl, benzothiazolyl, benzoxazolyl, benzimidazolyl, isoindolyl, indazolyl, pyrrolopyridinyl, thienopyridinyl, furopyridinyl, benzothiadiazolyl, benzoxadiazolyl, pyrrolopyrimidinyl, thienofuranyl. In one embodiment, preferred examples of the “5- to 18-membered heteroaryl” include furanyl, thienyl, pyrrolyl, imidazolyl, thiazolyl, pyrazolyl, oxazolyl, isoxazolyl, isothiazolyl, pyridinyl, pyrimidinyl and carbazolyl, and more preferably carbazolyl.

[0109] The term Cn-Cm cycloalkyl as used herein 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, the C3-C10 cycloalkyl group is preferably adamantyl or cyclohexyl.

[0110] In the present invention, the limited carbon number range of the group refers to any integer carbon number within the limited range, for example, C1 to C 20 The number of carbon atoms in 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. 10It means that the number of carbon atoms in the group can be 3, 4, 5, 6, 7, 8, 9 or 10, and the limited carbon number ranges of other groups are similar.

[0111] Without violating the common sense in the art, the above-mentioned preferred conditions can be arbitrarily combined to obtain the preferred embodiments of the present invention.

[0112] Compared with the prior art, the present invention has the following beneficial effects:

[0113] The composition luminescent film material of the present invention has a narrow spectrum and is used as a narrow spectrum luminescent material to prepare the luminescent layer of an organic electroluminescent device. The organic electroluminescent device prepared thereby realizes narrow spectrum TADF emission, and makes the electroluminescent external quantum efficiency of the device as high as more than 35%, and the life of the device is more than 500 hours. BRIEF DESCRIPTION OF THE DRAWINGS

[0114] Figure 1 Schematic diagram of the structure of the vacuum evaporation type organic electroluminescent device provided by the present invention, wherein 1 is an ITO anode, 2 is a first hole transport layer, 3 is a second hole transport layer, 4 is a light-emitting layer, 5 is a first electron transport layer, 6 is a second electron transport layer, 7 is an electron injection layer, and 8 is a metal cathode.

[0115] Figure 2 : is the electroluminescence spectrum of the device using compound BN-1, the emission peak is located at 513nm, and the half-peak width is 40nm.

[0116] Figure 3 : is the electroluminescence spectrum of the device using compound BN-61, the emission peak is located at 518nm, and the half-peak width is 39nm. DETAILED DESCRIPTION

[0117] The technical solution of the present invention is further described below by specific implementation methods. It should be understood by those skilled in the art that the embodiments are only to help understand the present invention and should not be regarded as specific limitations of the present invention.

[0118] The synthetic reaction route of the compound of formula I-1 is:

[0119] (1) When both Rp and Rm are not hydrogen, the general synthetic formula of formula I-1 is:

[0120]

[0121] (2) When Rm is hydrogen and Rp is not hydrogen, the general synthesis formula of formula I-1 is:

[0122]

[0123] Synthesis experiment of representative compound BN-1:

[0124]

[0125] Synthesis and characterization of compound BN-1-A: Compound 2-bromo-4-chloro-3,5-difluoro-1-iodobenzene (10.0 g, 28.3 mmol), phenylboric acid (3.62 g, 29.7 mmol) and potassium carbonate (6.15 g, 44.6 mmol) were dissolved in a mixed solvent of 80 mL tetrahydrofuran and 20 mL water, tetrakis(triphenylphosphine)palladium (0.33 g, 0.28 mmol) was added under nitrogen, and the temperature was raised to 60°C and maintained for 5 hours. After the reaction was completed and cooled to room temperature, the reaction system was washed with dichloromethane and water 3 times each, the organic phases were combined, concentrated and purified by column chromatography (developing solvent: petroleum ether) to obtain 7.96 g of white solid (yield: 92.7%). The target product BN-1-A was confirmed by mass spectrometry. Mass spectrum: 303.89 (calculated value: 303.93).

[0126] Synthesis and characterization of compound BN-1-B: Compound BN-1-A (7.59 g, 25.0 mmol), 3,6-diphenyl-9-hydrocarbazole (8.78 g, 27.5 mmol) and cesium carbonate (13.4 g, 41.2 mmol) were dissolved in 120 mL of o-dichlorobenzene, and 0.6 g of CuI and o-phenanthroline were added under nitrogen, and the temperature was raised to 150 ° C and stirred for 12 hours. After the reaction was completed and cooled to room temperature, the insoluble solid was removed by filtration, the filter cake was washed three times with dichloromethane, and the filtrate was washed three times with water. The organic phase was concentrated and purified by column chromatography (developing solvent: dichloromethane: petroleum ether volume ratio = 1:10) to obtain 10.3 g of white solid (yield: 76.0%). The target product BN-1-B was confirmed by mass spectrometry. Mass spectrum: 541.18 (calculated value: 541.14).

[0127] Synthesis and characterization of compound BN-1-C: Compound BN-1-B (9.76 g, 18.0 mmol), 3,6-di-tert-butylcarbazole (11.1 g, 39.6 mmol) and cesium carbonate (19.4 g, 59.4 mmol) were dissolved in 150 mL N,N-dimethylformamide, and the temperature was raised to 120 ° C under nitrogen for 8 hours. After the reaction was completed and cooled to room temperature, the reaction system was slowly poured into 1 L of ice water. After stirring for 30 minutes, the precipitate was filtered under reduced pressure. The obtained white solid was recrystallized with dichloromethane and methanol to obtain 18.5 g of white powder (yield: 96.9%). The target product BN-1-C was confirmed by mass spectrometry. Mass spectrum: 1059.56 (calculated value: 1059.53).

[0128] Synthesis and characterization of compound BN-1: Compound BN-1-C (18.0 g, 17.0 mmol) was dissolved in 50 mL of tert-butylbenzene. Under nitrogen, the reaction system was cooled to 0 ° C, 1.3 M tert-butyl lithium (15.7 mL, 20.4 mmol) was added dropwise, the reaction system was heated to 60 ° C, maintained for 2 hours, cooled to 0 ° C, BBr3 (2.46 mL, 25.5 mmol) was added dropwise, the reaction system was restored to room temperature and stirred for 1 hour, cooled to 0 ° C, N, N-diisopropylethylamine (4.22 mL, 25.5 mmol) was added dropwise, and the reaction system was then heated to 120 ° C and stirred for 6 hours. After the reaction was completed and cooled to room temperature, methanol and water were used to quench the reaction, and then the reaction system was washed with dichloromethane and water. The organic phase was concentrated and purified by column chromatography (developing solvent: dichloromethane: petroleum ether = 1:2) to obtain 6.20 g of yellow powder (yield: 35.3%). The target product BN-1 was confirmed by mass spectrometry and elemental analysis. Mass spectrum: 1033.58 (calculated value: 1033.55), elemental analysis: C: 88.24, H: 6.68, N: 4.01 (calculated value: C: 88.26, H: 6.63, B: 1.05, N: 4.06).

[0129] Synthesis experiment of representative compound BN-8:

[0130]

[0131] Synthesis and characterization of compound BN-8-A: The synthesis of compound BN-8-A is similar to that of compound BN-1-A, except that 3-biphenylboronic acid (5.88 g, 29.7 mmol) was used instead of phenylboronic acid. Other reaction conditions and raw material amounts were the same, and 9.87 g of white solid (yield: 91.8%) was finally obtained by column chromatography. The target product BN-8-A was confirmed by mass spectrometry. Mass spectrum: 379.99 (calculated value: 379.96).

[0132] Synthesis and characterization of compound BN-8-B: The synthesis of compound BN-8-B is similar to that of compound BN-1-B, except that compound BN-8-A (9.50 g, 25.0 mmol) is used instead of compound BN-1-A, and compound 9H-3,9'-biscarbazole (9.13 g, 27.5 mmol) is used instead of 3,6-diphenyl-9H carbazole. Other reaction conditions and raw material amounts are the same, and finally 9.99 g of white solid is obtained by column chromatography (yield: 72.1%). The target product BN-8-B is confirmed by mass spectrometry analysis. Mass spectrum: 554.09 (calculated value: 554.14).

[0133] Synthesis and characterization of compound BN-8-C: The synthesis of compound BN-8-C is similar to that of compound BN-1-C. Compound BN-8-B (9.97 g, 18.0 mmol) was used instead of compound BN-1-B. Other reaction conditions and raw material amounts were the same. Finally, 17.5 g of white solid was obtained by recrystallization (yield: 90.6%). The target product BN-8-C was confirmed by mass spectrometry. Mass spectrum: 1072.56 (calculated value: 1072.52).

[0134] Synthesis and characterization of compound BN-8: The synthesis of compound BN-8 is similar to that of compound BN-1. Compound BN-8-C (18.2 g, 17.0 mmol) is used instead of compound BN-1-C. Other reaction conditions and raw material amounts are the same. After column chromatography purification, 5.94 g of yellow powder is obtained (yield: 32.8%). The target product BN-8 is confirmed by mass spectrometry and elemental analysis. Mass spectrum: 1064.58 (calculated value: 1064.55), elemental analysis: C: 87.14, H: 6.58, N: 5.33 (calculated value: C: 87.17, H: 6.45, B: 1.03, N: 5.35).

[0135] Synthesis experiment of representative compound BN-21:

[0136]

[0137] Synthesis and characterization of compound BN-21-A: The synthesis of compound BN-21-A is similar to that of compound BN-1-A, using 2-biphenylboronic acid (5.88 g, 29.7 mmol) instead of phenylboronic acid. Other reaction conditions and raw material amounts are the same. Finally, 8.85 g of white solid (yield: 93.2%) was obtained by column chromatography. The target product BN-21-A was confirmed by mass spectrometry. Mass spectrum: 379.98 (calculated value: 379.96).

[0138] Synthesis and characterization of compound BN-21-B: The synthesis of compound BN-21-B is similar to that of compound BN-1-B, except that compound BN-8-A (9.50 g, 25.0 mmol) is used instead of compound BN-1-A, and compound 3,6-di-tert-butyl 9H carbazole (7.68 g, 27.5 mmol) is used instead of 3,6-diphenyl-9H carbazole. Other reaction conditions and raw material amounts are the same, and finally 10.9 g of white solid is obtained by column chromatography (yield: 75.9%). The target product BN-21-B is confirmed by mass spectrometry analysis. Mass spectrum: 577.25 (calculated value: 577.23).

[0139] Synthesis and characterization of compound BN-21-C: The synthesis of compound BN-21-C is similar to that of compound BN-1-C. Compound BN-21-B (10.4 g, 18.0 mmol) was used instead of compound BN-1-B. Other reaction conditions and raw material amounts were the same. Finally, 19.8 g of white solid was obtained by recrystallization (yield: 93.4%). The target product BN-21-C was confirmed by mass spectrometry. Mass spectrum: 1175.46 (calculated value: 1175.49).

[0140] Synthesis and characterization of compound BN-21: The synthesis of compound BN-21 is similar to that of compound BN-1. Compound BN-21-C (20.0 g, 17.0 mmol) is used instead of compound BN-1-C. Other reaction conditions and raw material amounts are the same. After column chromatography purification, 6.04 g of yellow powder is obtained (yield: 30.9%). The target product BN-21 is confirmed by mass spectrometry and elemental analysis. Mass spectrum: 1149.58 (calculated value: 1149.52), elemental analysis: C: 89.83, H: 5.63, N: 3.66 (calculated value: C: 89.80, H: 5.61, B: 0.94, N: 3.65).

[0141] Synthesis experiment of representative compound BN-34:

[0142]

[0143] Synthesis and characterization of compound BN-34-B: The synthesis of compound BN-34-B is similar to that of compound BN-1-B. Compound BN-21-A (9.50 g, 25.0 mmol) was used instead of compound BN-1-A. Other reaction conditions and raw material amounts were the same. Finally, 12.4 g of white solid was obtained by column chromatography (yield: 80.1%). The target product BN-34-B was confirmed by mass spectrometry. Mass spectrum: 617.15 (calculated value: 617.17).

[0144] Synthesis and characterization of compound BN-34-C: The synthesis of compound BN-34-C is similar to that of compound BN-1-C, except that compound BN-34-B (11.1 g, 18.0 mmol) is used instead of compound BN-1-B, and 3,6-di-o-tolyl-9H-carbazole (13.7 g, 39.6 mmol) is used instead of compound 3,6-di-tert-butyl-9H-carbazole. Other reaction conditions and raw material amounts are the same, and finally 21.2 g of white solid (yield: 92.8%) is obtained by recrystallization. The target product BN-34-C is confirmed by mass spectrometry. Mass spectrum: 1272.55 (calculated value: 1272.50).

[0145] Synthesis and characterization of compound BN-34: The synthesis of compound BN-34 is similar to that of compound BN-1. Compound BN-34-C (21.6 g, 17.0 mmol) is used instead of compound BN-1-C. Other reaction conditions and raw material amounts are the same. After column chromatography purification, 6.12 g of yellow powder is obtained (yield: 28.9%). The target product BN-34 is confirmed by mass spectrometry and elemental analysis. Mass spectrum: 1246.53 (calculated value: 1246.52), elemental analysis: C: 90.62, H: 5.16, N: 3.36 (calculated value: C: 90.59, H: 5.18, B: 0.87, N: 3.37).

[0146] The synthetic reaction route of the compound of general formula I-2:

[0147] (1) When both Rp and Rm are not hydrogen, the general synthetic formula of formula I-2 is:

[0148]

[0149] (2) When Rm is hydrogen, the general synthesis formula of formula I-2 is:

[0150] Synthesis experiment of representative compound BN-61:

[0151]

[0152] Synthesis and characterization of compound BN-61-A: Compound 1-bromo-2,3,5-trifluorobenzene (4.22 g, 20.0 mmol), phenylboronic acid (2.93 g, 24.0 mmol) and potassium carbonate (4.97 g, 36.0 mmol) were dissolved in a mixed solution of THF and water (72 mL: 18 mL), and Pd(PPh3)4 (0.69 g, 0.6 mmol) was added under nitrogen, and heated under reflux and stirred for 12 hours. After the reaction was completed, it was washed with dichloromethane and water, and the organic phase was concentrated and purified by column chromatography (eluent: petroleum ether) to obtain 3.80 g of white solid (yield: 91.3%). The target product BN-61-A was confirmed by mass spectrometry analysis. Mass spectrum: 208.01 (calculated value: 208.05).

[0153] Synthesis and characterization of compound BN-61-B: Compound BN-61-A (3.12 g, 15.0 mmol) was dissolved in 50.0 mL of tetrahydrofuran solution, and LDA (7.50 mL, 15.0 mmol, 2 M tetrahydrofuran solution) was added dropwise under nitrogen conditions at -20 ° C. After stirring for 1 hour, iodine (3.81 g, 15.0 mmol) was added, and the mixture was returned to room temperature and stirred for 4 hours. After the reaction was completed, sodium thiosulfate solution and dichloromethane were used for washing, and the organic phase was concentrated and purified by column chromatography (eluent: petroleum ether) to obtain 4.60 g of a white solid (yield: 91.2%). The target product BN-61-B was confirmed by mass spectrometry. Mass spectrum: 334.01 (calculated value: 333.95).

[0154] Synthesis and characterization of compound BN-61-C: Compound BN-61-B (4.86 g, 10.0 mmol), 3,6-di-tert-butyl-9H carbazole (3.35 g, 12.00 mmol) and cesium carbonate (4.89 g, 15.00 mmol) were dissolved in 100 mL DMF and refluxed for 8 hours under nitrogen. After the reaction, the mixed system was poured into ice water, filtered under reduced pressure, and the filter cake was recrystallized using dichloromethane and methanol to obtain 5.40 g of white solid (yield: compound), 91.0%. The target product BN-61-C was confirmed by mass spectrometry. Mass spectrum: 593.15 (calculated value: 593.14).

[0155] Synthesis and characterization of compound BN-61-D: Compound BN-61-C (4.74 g, 8.00 mmol), 3,6-diphenyl-9-hydrocarbazole (5.62 g, 17.6 mmol) and cesium carbonate (8.60 g, 26.4 mmol) were dissolved in 100 mL DMF and refluxed for 8 hours under nitrogen. After the reaction, the mixed system was poured into ice water, filtered under reduced pressure, and the filter cake was recrystallized using dichloromethane and methanol to obtain 9.05 g of white solid (yield: 95.0%). The target product BN-61-D was confirmed by mass spectrometry and elemental analysis. Mass spectrum: 1191.42 (calculated value: 1191.40). Elemental analysis: C: 64.78, H: 5.19, N: 2.38 (calculated value: C: 80.59, H: 5.24, I: 10.64, N: 3.52).

[0156] Synthesis and characterization of compound BN-61: Compound BN-61-D (20.2 g, 17.0 mmol) was dissolved in 50 mL of tert-butylbenzene. Under nitrogen, the reaction system was cooled to 0°C, and 1.3 M tert-butyl lithium (15.7 mL, 20.4 mmol) was added dropwise. The reaction system was heated to 60°C and maintained for 2 hours. After that, it was cooled to 0°C and BBr3 (2.46 mL, 25.5 mmol) was added dropwise. After the reaction system was restored to room temperature and stirred for 1 hour, it was cooled to 0°C and N,N-diisopropylethylamine (4.22 mL, 25.5 mmol) was added dropwise. The reaction system was then heated to 120°C and stirred for 6 hours. After the reaction was completed and cooled to room temperature, methanol and water were used to quench the reaction, and then the reaction system was washed with dichloromethane and water. The organic phase was concentrated and purified by column chromatography (developing solvent: dichloromethane: petroleum ether = 1:2) to obtain 6.84g of yellow powder (yield: 37.5%). The target product BN-61 was confirmed by mass spectrometry and elemental analysis. Mass spectrum: 1073.48 (calculated value: 1073.49), elemental analysis: C: 89.44, H: 5.66, N: 3.92 (calculated value: C: 89.45, H: 5.63, B: 1.01, N: 3.91).

[0157] Synthesis experiment of representative compound BN-76:

[0158]

[0159] Synthesis and characterization of compound BN-76-C: The synthesis of compound BN-76-C is similar to that of compound BN-61-C, except that compound 3,6-diphenyl-9H-carbazole (3.83 g, 12.0 mmol) is used instead of compound 3,6-di-tert-butyl-9H-carbazole. Other reaction conditions and amounts of reactants are the same. Finally, 6.95 g (yield: 91.5%) of white solid is obtained by recrystallization, which is confirmed as the target product BN-76-C by mass spectrometry analysis. Mass spectrum: 633.05 (calculated value: 633.08).

[0160] Synthesis and characterization of compound BN-76-D: The synthesis of compound BN-76-D is similar to that of compound BN-61-D, except that compound BN-76-C (5.06 g, 8.0 mmol) is used instead of compound BN-61-C, and compound 9H-3,9'-biscarbazole (5.84 g, 17.6 mmol) is used instead of compound 3,6-diphenyl-9H carbazole. Other reaction conditions and amounts of reactants are the same, and finally 8.91 g (yield: 88.6%) of white solid is obtained by recrystallization, which is confirmed as the target product BN-76-D by mass spectrometry analysis. Mass spectrum: 1257.32 (calculated value: 1257.33).

[0161] Synthesis and characterization of compound BN-76: The synthesis of compound BN-76 is similar to that of compound BN-61. Compound BN-76-D (21.4 g, 17.0 mmol) was used instead of compound BN-61-D. Other reaction conditions and reactant amounts were the same. Finally, 6.70 g of orange powder was obtained by column chromatography (yield: 34.6%). The target product BN-76 was confirmed by mass spectrometry. Mass spectrum: 1139.45 (calculated value: 1139.42).

[0162] Synthesis experiment of representative compound BN-83:

[0163]

[0164] Synthesis and characterization of compound BN-83-A: The synthesis of compound BN-83-A is similar to that of compound BN-61-A. Compound 2-biphenylboronic acid (4.75 g, 24.0 mmol) was used instead of compound phenylboronic acid. Other reaction conditions and reactant amounts were the same. Finally, 5.42 g of white solid was obtained by column chromatography (yield: 95.4%). The target product BN-83-A was confirmed by mass spectrometry and elemental analysis. Mass spectrum: 284.03 (calculated value: 284.08). Elemental analysis: C: 76.07, H: 3.92 (calculated value: C: 76.05, H: 3.90, F: 20.05).

[0165] Synthesis and characterization of compound BN-83-B: The synthesis of compound BN-83-B is similar to that of compound BN-61-B. Compound BN-83-A (4.26 g, 15.0 mmol) was used instead of compound BN-61-A. Other reaction conditions and amounts of reactants were the same. Finally, 6.04 g of white solid was obtained by column chromatography (yield: 98.3%). Mass spectrometry analysis confirmed that it was the target product BN-83-B. Mass spectrum: 410.02 (calculated value: 409.98).

[0166] Synthesis and characterization of compound BN-83-C: The synthesis of compound BN-83-C is similar to that of compound BN-76-C, using compound BN-83-B (4.10 g, 10.0 mmol) instead of compound BN-61-B, and other reaction conditions and reactant amounts are the same. Finally, 6.38 g of white solid (yield: 90.0%) was obtained by recrystallization, which was confirmed to be the target product BN-83-C by mass spectrometry analysis. Mass spectrum: 709.14 (calculated value: 709.11).

[0167] Synthesis and characterization of compound BN-83-D: The synthesis of compound BN-83-D is similar to that of compound BN-61-D, except that compound BN-83-C (5.67 g, 8.0 mmol) is used instead of compound BN-61-C, and compound 3,6-di-o-tolyl-9H-carbazole (6.11 g, 17.6 mmol) is used instead of compound 3,6-diphenyl-9H-carbazole. Other reaction conditions and reactant amounts are the same, and finally 10.4 g of white solid is obtained by recrystallization (yield: 95.8%). The target product BN-83-D is confirmed by mass spectrometry analysis. Mass spectrum: 1364.45 (calculated value: 1364.43).

[0168] Synthesis and characterization of compound BN-83: The synthesis of compound BN-83 is similar to that of compound BN-61. Compound BN-83-D (23.2 g, 17.0 mmol) was used instead of compound BN-61-D. The other reaction conditions and the amount of reactants were the same. Finally, 6.76 g of orange powder was obtained by column chromatography (yield: 31.9%). The target product BN-83 was confirmed by mass spectrometry and elemental analysis. Mass spectrum: 1246.55 (calculated value: 1246.52), elemental analysis: C: 88.52, H: 4.50, N: 6.12 (calculated value: C: 90.59, H: 5.18, B: 0.87, N: 3.37).

[0169] Synthesis experiment of representative compound BN-256:

[0170]

[0171] Synthesis and characterization of compound BN-256-D: The synthesis of compound BN-256-D was similar to that of compound BN-76-D, using compound 7,7,10,10-tetramethyl-2-phenyl-7,8,9,10-tetrahydro-5λ 2 -Benzo[b]carbazole (6.20 g, 17.6 mmol) was used to replace the compound 9H-3,9'-biscarbazole. The other reaction conditions and the amounts of reactants were the same. Finally, 9.65 g of white solid was obtained by recrystallization (yield: 92.8%). The target product BN-256-D was confirmed by mass spectrometry analysis. Mass spectrum: 1299.52 (calculated value: 1299.49).

[0172] Synthesis and characterization of compound BN-256: The synthesis of compound BN-256 is similar to that of compound BN-61. Compound BN-256-D (22.1 g, 17.0 mmol) was used instead of compound BN-61-D. The other reaction conditions and the amount of reactants were the same. Finally, 6.47 g of orange powder was obtained by column chromatography (yield: 32.2%). The target product BN-256 was confirmed by mass spectrometry and elemental analysis. Mass spectrum: 1182.58 (calculated value: 1182.59), elemental analysis: C: 88.52, H: 4.50, N: 6.12 (calculated value: C: 89.39, H: 6.14, B: 0.91, N: 3.55).

[0173] The compounds not shown in the following device examples can be prepared by methods similar to the preparation methods described above, and the products are verified by mass spectrometry and elemental analysis.

[0174] Electroluminescent device embodiments

[0175] Some representative electroluminescent device embodiments are given below. The molecular structures of some materials involved in the device embodiments and comparative device embodiments are as follows:

[0176]

[0177] Organic electroluminescent device preparation process:

[0178] The device results are as follows Figure 1 As shown, 1 is an ITO anode, 2 is a first hole transport layer, 3 is a second hole transport layer, 4 is a light-emitting layer, 5 is a first electron transport layer, 6 is a second electron transport layer, 7 is an electron injection layer, and 8 is a metal cathode.

[0179] The device preparation process is as follows:

[0180] (1) Substrate treatment: Transparent ITO glass is used as the substrate material for the preparation of the device. It is first ultrasonically treated with 5% ITO washing solution for 30 minutes, then ultrasonically washed with distilled water (2 times), acetone (2 times), and isopropanol (2 times) in sequence, and 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, rinsed with isopropanol and dried, and then treated with plasma for 5 minutes for use. The preparation of the device is completed by combining spin coating and vacuum evaporation process.

[0181] (2) Preparation of hole injection layer and hole transport layer: The hole transport layer was prepared by evaporation process. When the vacuum degree of the vacuum evaporation system reached 5×10 -4Pa, the deposition rate was measured by the CENS film thickness instrument. The organic hole transport layer was deposited on the surface of the ITO electrode in sequence using the vacuum evaporation process. The deposition rate of the hole transport material was

[0182] (3) Preparation of the luminescent layer: The luminescent layer was prepared by evaporation process. When the vacuum degree of the vacuum evaporation system reached 5×10 - 4 Pa, the deposition rate was measured by the CENS film thickness instrument. The light-emitting layer was deposited on the hole transport layer in sequence using a vacuum evaporation process. The deposition rate of the light-emitting layer material was

[0183] (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 process. When the vacuum degree of vacuum evaporation system reaches 5×10 -4 When the thickness is below 100 Pa, the deposition rate is measured by a film thickness meter. The organic electron transport layer, the LiF electron injection layer and the metal Al electrode are sequentially deposited on the light-emitting layer using a vacuum deposition process (see the following effect example for the specific device structure). The deposition rate of the organic material is The deposition rate of LiF is The deposition rate of Al is

[0184] Device Examples 1-n (n=1-111)

[0185] In the device examples 1-n (n=1-111), the organic electroluminescent device (structure as Figure 1 As shown in the figure, HTL-1 doped with HATCN is used as the first hole transport layer, HTL-2 is used as the second hole transport layer, H1-39+2CN-13 is used as the main material in the light-emitting layer, BN-m (m represents the tail number of the light-emitting material code used in the device embodiment) is used as the doped light-emitting material (the doping concentration is 1wt%), ETL-1 is used as the first electron transport layer, ETL-2 is used as the second 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 of the effect embodiment is [ITO / 15wt%HATCN+85wt%HTL-1(100nm) / HTL-2(10nm) / 70wt%H1-39+29wt%2CN-13+1wt%BN-m(30nm) / ETL-1(10nm) / ETL-2(30nm)LiF(1nm) / Al(100nm)].

[0186] The performance data of the device embodiment are shown in Table 1. The device life (T95, hours) in Table 1 refers to the device life (T95, hours) at a constant current (5 mA / cm 2 ) driving mode, the time required for the device's brightness to decrease to 95% of the initial brightness. Table 1. Example

[0187]

[0188]

[0189]

[0190]

[0191] Device Example 2-n (n=1-111)

[0192] In the device embodiment 2-n (n=1-111), the organic electroluminescent device (structure as Figure 1 As shown in the figure, HTL-1 doped with HATCN is used as the first hole transport layer, HTL-2 is used as the second hole transport layer, H1-439+IrPPy3 is used as the main material in the light-emitting layer, BN-m (m represents the tail number of the light-emitting material code used in the device embodiment) is used as the doped light-emitting material (the doping concentration is 1wt%), ETL-2 is used as the first electron transport layer, ETL-1 is used as the second 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 of the effect embodiment is [ITO / 15wt%HATCN+85wt%HTL-1(100nm) / HTL-2(10nm) / 90wt%H1-39+9wt%IrPPy3+1wt%BN-m(30nm) / ETL-2(10nm) / ETL-1(30nm)LiF(1nm) / Al(100nm)].

[0193] The performance data of the device embodiment are shown in Table 2. The current, voltage, brightness, luminescence spectrum and other characteristics of the device are tested synchronously 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 ambient atmosphere. The external quantum efficiency (EQE) of the device is calculated from the current density, brightness and electroluminescent spectrum combined with the visual function when the luminescence is a Lambertian distribution. The device life (T95, hours) in Table 2 refers to the device life at a constant current (5mA / cm 2 ) driving mode, the time required for the device's brightness to drop to 95% of the initial brightness.

[0194] Table 2. Examples

[0195]

[0196]

[0197]

[0198] Figure 2 : is the electroluminescence spectrum of the device using compound BN-1. It can be seen that its emission peak is located at 513nm and the half-peak width is 40nm.

[0199] Figure 3 : This is the electroluminescence spectrum of the device using compound BN-61. It can be seen that its emission peak is located at 518nm and the half-peak width is 39nm.

[0200] The following is a comparative device embodiment

[0201] Comparative device example D1-n (n=111)

[0202] In the device embodiments D1-n (n=1-111), the organic electroluminescent device (structure such as Figure 1 As shown in the figure, HTL-1 doped with HATCN is used as the first hole transport layer, HTL-2 is used as the second hole transport layer, H1-39 is used as the main material in the light-emitting layer, BN-m (m represents the tail number of the light-emitting material code used in the comparative device embodiment) is used as the doped light-emitting material (the doping concentration is 1wt%), ETL-2 is used as the first electron transport layer, ETL-1 is used as the second 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 embodiment is [ITO / 15wt%HATCN+85wt%HTL-1(100nm) / HTL-2(10nm) / 99wt%H1-39+1wt%BN-m(30nm) / ETL-2(10nm) / ETL-1(30nm)LiF(1nm) / Al(100nm)].

[0203] The performance data of the device embodiment are shown in Table D1. The current, voltage, brightness, luminescence spectrum and other characteristics of the device are tested synchronously 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 ambient atmosphere. The external quantum efficiency (EQE) of the device is calculated from the current density, brightness and electroluminescent spectrum combined with the visual function when the luminescence is a Lambertian distribution. The device life (T95, hours) in Table D1 refers to the device life at a constant current (5mA / cm 2) driving mode, the time required for the device's brightness to drop to 95% of the initial brightness.

[0204] Table D1. Comparative Device Examples

[0205]

[0206]

[0207]

[0208] Comparative device example D2-n (n=1-111)

[0209] In the device embodiment D2-n (n=1-111), the organic electroluminescent device (structure as Figure 1 As shown in the figure, HATCN-doped HTL-1 is used as the first hole transport layer, HTL-2 is used as the second hole transport layer, 2CN-13 is used as the main material in the light-emitting layer, BN-m (m represents the tail number of the light-emitting material code used in the comparative device embodiment) is used as the doped light-emitting material (the doping concentration is 1wt%), ETL-2 is used as the first electron transport layer, ETL-1 is used as the second 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 of the effect embodiment is [ITO / 15wt%HATCN+85wt%HTL-1(100nm) / HTL-2(10nm) / 99wt%2CN-13+1wt%BN-m(30nm) / ETL-2(10nm) / ETL-1(30nm)LiF(1nm) / Al(100nm)].

[0210] The performance data of the device embodiment are shown in Table D2. The current, voltage, brightness, luminescence spectrum and other characteristics of the device are tested synchronously 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 ambient atmosphere. The external quantum efficiency (EQE) of the device is calculated from the current density, brightness and electroluminescent spectrum combined with the visual function when the luminescence is a Lambertian distribution. The device life (T95, hours) in Table D2 refers to the device life at a constant current (5mA / cm 2 ) driving mode, the time required for the device's brightness to drop to 95% of the initial brightness.

[0211] Table D2

[0212]

[0213]

[0214]

[0215] Comparative device example D3-n (n=1-111)

[0216] In the device embodiment D3-n (n=1-111), the organic electroluminescent device (structure as Figure 1 As shown in the figure, HTL-1 doped with HATCN is used as the first hole transport layer, HTL-2 is used as the second hole transport layer, H1-39+ETL-2 are used as the main material in the light-emitting layer, BN-m (m represents the tail number of the light-emitting material code used in the comparative device embodiment) is used as the doped light-emitting material (the doping concentration is 1wt%), ETL-2 is used as the first electron transport layer, ETL-1 is used as the second 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 of the effect embodiment is [ITO / 15wt%HATCN+85wt%HTL-1(100nm) / HTL-2(10nm) / 70wt%H1-39+29wt%ETL-2+1wt%BN-m(30nm) / ETL-2(10nm) / ETL-1(30nm)LiF(1nm) / Al(100nm)].

[0217] The performance data of the device embodiment are shown in Table D3. The current, voltage, brightness, luminescence spectrum and other characteristics of the device are tested synchronously 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 ambient atmosphere. The external quantum efficiency (EQE) of the device is calculated from the current density, brightness and electroluminescent spectrum combined with the visual function when the luminescence is a Lambertian distribution. The device life (T95, hours) in Table D3 refers to the device life at a constant current (5mA / cm 2 ) driving mode, the time required for the device's brightness to drop to 95% of the initial brightness.

[0218] Table D3

[0219]

[0220]

[0221]

[0222] Comparative Device Example D4-n (n=1-8)

[0223] In the comparative device examples D4-n (n=1-8), the organic electroluminescent device (structure as Figure 1As shown in the figure, HTL-1 doped with HATCN is used as the first hole transport layer, HTL-2 is used as the second hole transport layer, H1-39+2CN-13 is used as the main material in the light-emitting layer, Rm (m represents the tail number of the light-emitting material code used in the comparative device embodiment) is used as the doped light-emitting material (the doping concentration is 1wt%), ETL-2 is used as the first electron transport layer, ETL-1 is used as the second 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 of the effect embodiment is [ITO / 15wt%HATCN+85wt%HTL-1(100nm) / HTL-2(10nm) / / 70wt%H1-39+29wt%2CN-13+1wt%Rm(30nm) / ETL-2(10nm) / ETL-1(30nm)LiF(1nm) / Al(100nm)].

[0224] The performance data of the comparative device embodiment are shown in Table D4. The current, voltage, brightness, luminescence spectrum and other characteristics of the device are tested synchronously 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 ambient atmosphere. The external quantum efficiency (EQE) of the device is calculated from the current density, brightness and electroluminescent spectrum combined with the visibility function when the luminescence is a Lambertian distribution. The device life (T95, hours) in Table D4 refers to the device life at a constant current (5mA / cm 2 ) driving mode, the time required for the device's brightness to drop to 95% of the initial brightness.

[0225] Table D4. Comparative Examples

[0226]

[0227] Comparative Device Example D5-n (n=1-8)

[0228] In the comparative device example 5-n (n=1-8), the organic electroluminescent device (structure as Figure 1As shown in the figure, HTL-1 doped with HATCN is used as the first hole transport layer, HTL-2 is used as the second hole transport layer, H1-39+IrPPy3 is used as the main material in the light-emitting layer, Rm (m represents the tail number of the light-emitting material code used in the comparative device embodiment) is used as the doped light-emitting material (the doping concentration is 1wt%), ETL-2 is used as the first electron transport layer, ETL-1 is used as the second 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 of the effect embodiment is [ITO / 15wt%HATCN+85wt%HTL-1(100nm) / HTL-2(10nm) / 90wt%H1-39+9wt%IrPPy3+1wt%Rm(30nm) / ETL-2(10nm) / ETL-1(30nm)LiF(1nm) / Al(100nm)].

[0229] The performance data of the comparative device embodiment are shown in Table D5. The current, voltage, brightness, luminescence spectrum and other characteristics of the device are tested synchronously 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 ambient atmosphere. The external quantum efficiency (EQE) of the device is calculated from the current density, brightness and electroluminescent spectrum combined with the visual function under the condition of Lambertian distribution of luminescence. The device life (T95, hours) in Table D5 refers to the device life at a constant current (5mA / cm 2 ) driving mode, the time required for the device's brightness to drop to 95% of the initial brightness.

[0230] Table D5. Comparative Examples

[0231]

[0232] Based on the above device embodiment data (Table 1-2) and comparative device embodiment data (Table D1-D5), it can be seen that when the organic electroluminescent composition film material of the present invention is applied to electroluminescent devices, it shows obvious technical advantages. When the luminescent compound BN-n (n = 1-284) of the present invention is combined with H1-i (i = 1-44) alone or the luminescent material of the present invention is combined with 2CN-j (j = 1-60) alone, its electroluminescent performance is significantly deteriorated. In addition, the composition film material formed by the luminescent compound BN-n (n = 1-284) of the present invention also shows significantly superior performance compared with the composition film material formed by some disclosed luminescent compounds Rm (m = 1-8).

[0233] The applicant declares that the present invention uses the above-mentioned embodiments to illustrate the luminescent composite thin film material and its application, but the present invention is not limited to the above-mentioned embodiments, that is, it does not mean that the present invention must rely on the above-mentioned embodiments to be implemented. Those skilled in the art should understand that any improvement of the present invention, equivalent replacement of the raw materials selected by the present invention, addition of auxiliary components, selection of specific methods, etc., all fall within the protection scope and disclosure scope of the present invention.

Claims

1. A luminescent composite thin film material, characterized in that: The light-emitting composite film material includes a main material and a doping material, wherein the doping material is a compound having a structure shown in Formula I; R 1 , R 2 , R 3 , R 4 , R 5 and R 6 independently selected from H, deuterium, C1-C20 alkyl, C1-C20 alkoxy, C3-C10 cycloalkyl, C6-C14 aryl, a Substituted C6-C18 aryl, 5- to 18-membered heteroaryl, substituted by one or more R a substituted 5- to 18-membered heteroaryl, diphenylamino, or substituted by one or more R a Substituted diphenylamine groups; R a Each occurrence is independently deuterium, fluorine, CN, C1-C12 alkyl, C1-C12 alkoxy, C3-C12 cycloalkyl, C6-C14 aryl, b Substituted C6-C14 aryl, 5- to 18-membered heteroaryl, substituted by one or more R b substituted 5- to 18-membered heteroaryl, diphenylamino, or substituted by one or more R b Substituted diphenylamine groups; R b Each occurrence is independently deuterium, fluorine, CN, C1-C12 alkyl, C1-C12 alkoxy, C3-C10 cycloalkyl, C6-C14 aryl, c Substituted C6-C14 aryl, 5- to 18-membered heteroaryl, substituted by one or more R c substituted 5- to 18-membered heteroaryl, diphenylamino, or substituted by one or more R c Substituted diphenylamine groups; R c Each occurrence is independently deuterium, fluorine, CN, C1-C12 alkyl, C1-C12 alkoxy, C3-C10 cycloalkyl, C6-C14 aryl, d Substituted C6-C14 aryl, 5- to 18-membered heteroaryl, substituted by one or more R d substituted 5- to 18-membered heteroaryl, diphenylamino, or substituted by one or more R d Substituted diphenylamine groups; R d Each occurrence is independently deuterium, fluorine, C1-C12 alkyl, C1-C12 alkoxy, C3-C10 cycloalkyl, C6-C14 aryl, or is replaced by one or more R e Substituted C6-C14 aryl; R e Each occurrence is independently deuterium, fluorine, C1-C12 alkyl, C1-C12 alkoxy, C3-C10 cycloalkyl, or C6-C14 aryl; R 1 , R 2 , R 3 , R 4 , R 5 and R 6 Exist independently or R 1 , R 2 , R 3 , R 4 , R 5 and R 6 At least one of them forms a 6-8 membered ring with the connected aromatic ring; R m H, deuterium, C1~C 16 Alkyl, C1~C 16 Alkoxy, C3-C 18 Cycloalkyl, C6~C 24 Aryl, C6~C 24 Heteroaryl, one or more R a1 Substituted C6~C 18 Aryl; R p C1~C 16 Alkyl, C1~C 16 Alkoxy, C3-C 18 Cycloalkyl, C6~C 24 Aryl, C6~C 24 Heteroaryl, one or more R a1 Substituted C6~C 18 Aryl; R a1 Each time it appears, it is independently C1~C 12 Alkyl, C1~C 12 Alkoxy, C3-C 12 Cycloalkyl, C6~C 18 Aryl or one or more R a2 Substituted C6~C 18 Aryl; R a2 Each time it appears, it is independently C1~C 12 Alkyl, C1~C 12 Alkoxy, C3-C 12 Cycloalkyl, C6~C 18 Aryl. R m and R p Independent existence or R m and R p Ringing; The host material includes a first host material and a second host material, the first host material includes at least one carbazole derivative having a structure as shown in any one of formulas (H-1) to (H-4), the second host material includes at least one compound as shown in formula Ph-2CN-1, Ph-2CN-2, Ph-2CN-3, Ph-2CN-4, Ph-2CN-5 or Ph-2CN-6, or the second host material includes at least one phosphorescent compound containing metal Ir; W 1 , W 2 , W 3 , W 4 , W 5 , W 6 , W 7 , W 8 and W 9 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. Y1, Y2, Y3, Y4, Y5, Y6, Y7 and Y8 are independently O (oxygen) or S (sulfur); R 1s , R 2s , R 3s , R 4s , R 5s and R 6s are independently C6-C24 aryl or C12-C36 heteroaryl; R si are independently H, deuterium, C1-C6 alkyl, C1-C6 alkoxy or C6-C24 aryl, i=an integer from 7 to 39; The alkyl, alkoxy, cycloalkyl, aryl, heteroaryl groups 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 luminescent composite thin film material according to claim 1, characterized in that: The weight percentage content of the doping material in the luminescent composite film material is 0.3wt-30.0wt%, and the weight percentage content of the main material is 99.7wt-70.0wt%; Preferably, in the host material, a weight ratio of the first host material to the second host material is 1:20 to 20:

1.

3. The luminescent composite thin film material according to claim 1 or 2, characterized in that: In the compound of formula I, R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are independently H, deuterium, fluorine, C1-C12 alkyl, C1-C 12 Alkoxy, C3-C 10 Cycloalkyl, phenyl, 12 Alkyl-substituted aryl, substituted with at least one C1-C 12 Alkoxy substituted aryl, phenyl-C1~C 12 Alkyl, diphenylamino, at least one C1-C 12 Alkyl-substituted diphenylamine, carbazole, at least one C1-C 12 Alkyl-substituted carbazolyl; Preferably, the R a Each occurrence is independently deuterium, fluorine, C1~C 12 Alkyl, C1~C 12 Alkoxy, C3-C 10 Cycloalkyl, with at least one C1-C 12 Alkyl-substituted phenyl, at least one C1-C 12 Alkoxy substituted phenyl, phenyl-C1~C 12 Alkyl, diphenylamino, at least one C1-C 12 Alkyl-substituted diphenylamine, carbazole, at least one C1-C 12 Alkyl-substituted carbazolyl; Preferably, the R b Each occurrence is independently deuterium, fluorine, C1~C 12 Alkyl, C1~C 12 Alkoxy, C3-C 10 Cycloalkyl, with at least one C1-C 12 Alkyl-substituted phenyl, at least one C1-C 12 Alkoxy substituted phenyl, phenyl-C1~C 12 Alkyl, diphenylamino, at least one C1-C 12 Alkyl-substituted diphenylamine, carbazole, at least one C1-C 12 Alkyl-substituted carbazolyl; Preferably, the R c Each occurrence is independently deuterium, fluorine, C1~C 12 Alkyl, C1~C 12 Alkoxy, C3-C 10 Cycloalkyl, with at least one C1-C 12 Alkyl-substituted phenyl, at least one C1-C 12 Alkoxy substituted phenyl, phenyl-C1~C 12 Alkyl, diphenylamino, at least one C1-C 12 Alkyl-substituted diphenylamine, carbazole, at least one C1-C 12 Alkyl-substituted carbazolyl; Preferably, the R d Each occurrence is independently deuterium, fluorine, C1~C 12 Alkyl, C1~C 12 Alkoxy, C3-C 10 Cycloalkyl, with at least one C1-C 12 Alkyl-substituted phenyl, at least one C1-C 12 Alkoxy-substituted phenyl, carbazolyl, at least one C1-C 12 Alkyl-substituted carbazolyl; Preferably, the R 1 , R 2 , R 3 , R 4 , R 5 and R 6 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, The wavy lines represent the attachment sites of the groups; Preferably, the R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are independently H, methyl, Phenyl, 2-methyl-phenyl, Any of the following: Where R g is H, methyl, isopropyl, tert-butyl or Preferably, the R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are independently selected from H, methyl, Phenyl, 2-methyl-phenyl, The wavy lines represent the attachment sites of the groups.

4. The luminescent composition thin film material according to any one of claims 1 to 3, characterized in that: The R 1 , R 2 , R 3 , R 4 , R 5 and R 6 At least one of them forms the following ring structure with the connected aromatic ring: The bond with the * is the shared bond with the aromatic ring; Preferably, the R m For H, R p is a C1-C16 alkyl group or a C6-C18 aryl group; Preferably, R p is hydrogen, tert-butyl, Phenyl, biphenyl, 5. The luminescent composition thin film material according to any one of claims 1 to 4, characterized in that: In the compound represented by the formula Ph-2CN-1, Ph-2CN-2, Ph-2CN-3, Ph-2CN-4, Ph-2CN-5 or Ph-2CN-6, R 1s , R 2s , R 3s , R 4s , R 5s and R 6s Independently selected from any of the following 24 groups: Where D stands for deuterium; Preferably, R si (i=7-39) is independently selected from any one of the following five groups: *-H *-D *-CH3 * represents the group attachment site; Preferably, R in the formula (H-1) to (H-4) 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, or a benzene ring.

6. The luminescent composition thin film material according to any one of claims 1 to 5, characterized in that: The doping material is any one of the compounds of the following formulas BN-1 to BN-284:

7. The luminescent composition thin film material according to any one of claims 1 to 6, characterized in that: The first host material is any one of the carbazole derivatives represented by formulas H1-1 to H1-44; Preferably, the second host material is any one of the dicyanobenzene derivatives represented by formulas 2CN-1 to 2CN-60; Preferably, the phosphorescent compound containing metal Ir is a compound having a structure shown in Formula Ir-1 or Formula Ir-2; R ri are independently hydrogen, deuterium, C1-C18 alkyl or C6-C18 aryl, wherein i is an integer from 1 to 22, and wherein the dotted line represents that two of the four bonds included are double bonds; Preferably, the phosphorescent compound containing metal Ir is any one of the following compounds:

8. The luminescent composition thin film material according to any one of claims 1 to 7, characterized in that: The luminescent composition film is a luminescent layer; the doping material in the luminescent composition film material is any compound described in Formula I, and the main material is composed of any carbazole derivatives shown in Formulas H-1 to H-4 and phosphorescent compounds containing metal Ir shown in Formulas Ir-1 and Ir-2; Preferably, the luminescent composition film is a luminescent layer; the doping material in the luminescent composition film material is any one of the compounds shown in formulas BN1 to BN284, and the main material is composed of any one of the carbazole derivatives shown in formulas H1-1 to H1-44 and a phosphorescent compound containing metal Ir as shown in formulas Ir-1 and Ir-2.

9. An organic electroluminescent device, characterized in that: The organic electroluminescent device comprises the light-emitting composition thin film material according to any one of claims 1 to 8; Preferably, the organic electroluminescent device comprises a substrate, and an anode layer, an organic light-emitting functional layer and a cathode layer sequentially formed on the substrate; the organic light-emitting functional layer comprises a light-emitting layer, and the light-emitting layer comprises the light-emitting composition thin film material according to any one of claims 1 to 8; Preferably, the organic light-emitting functional layer further comprises any one 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, or a combination of at least two thereof.

10. Use of the organic electroluminescent device according to claim 9 in an organic electroluminescent display or an organic electroluminescent lighting source.

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