CN112614964B - Composition and organic electroluminescent element comprising same - Google Patents

Composition and organic electroluminescent element comprising same Download PDF

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CN112614964B
CN112614964B CN202011571795.3A CN202011571795A CN112614964B CN 112614964 B CN112614964 B CN 112614964B CN 202011571795 A CN202011571795 A CN 202011571795A CN 112614964 B CN112614964 B CN 112614964B
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王子兴
夏蓉蓉
陈清泉
吴空物
赵晓宇
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Zhejiang Huadisplay Optoelectronics Co Ltd
University of Shanghai for Science and Technology
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Zhejiang Huadisplay Optoelectronics Co Ltd
University of Shanghai for Science and Technology
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Abstract

The invention belongs to the field of organic photoelectricity, and particularly relates to a photoelectric sensorA composition comprising an iridium metal complex and an organic compound and an organic electroluminescent device, especially an organic electroluminescent diode, comprising the composition, wherein the iridium metal complex has a structure represented by formula (I), and the organic compound has a structure represented by formula (II) or formula (III):
Figure DDA0002862935500000011
the iridium metal complex formula (I), the organic compound formula (II) or formula (III), and the organic photoelectric element can be understood by referring to the specific description provided herein. The composition of the invention is applied to the luminescent layer of the organic electroluminescent diode, so that the current efficiency of a luminescent element is improved, the driving voltage is obviously reduced, the service life is prolonged, and the composition has good commercialization prospect.

Description

Composition and organic electroluminescent element comprising same
Technical Field
The invention belongs to the field of organic electroluminescence, and particularly relates to a composition of an iridium metal complex and an organic compound, and an organic electroluminescent element containing the composition.
Background
As a novel display technology, the organic electroluminescent element has the unique advantages of self luminescence, wide viewing angle, low energy consumption, high efficiency, thinness, rich colors, high response speed, wide application temperature range, low driving voltage, capability of manufacturing flexible, bendable and transparent display panels, environmental friendliness and the like, can be applied to flat panel displays and new generation illumination, and can also be used as a backlight source of an LCD.
Since the invention of the 20 th century and the 80 th century, organic electroluminescent devices have been used in industry, such as display screens of mobile phones, but the current OLED devices have limited their wider application, especially large screen displays, due to low efficiency and short service life. And the most important factor restricting the wide application thereof is the performance of the organic electroluminescent material. Meanwhile, when an OLED device is operated by applying a voltage, joule heat is generated, so that organic materials are easily crystallized, and the lifetime and efficiency of the device are affected.
Since the ratio of the singlet excited state to the triplet excited state due to charge binding is theoretically estimated to be 1:3, the use of a small molecular fluorescent material is considered to be only 25% of the total energy available for light emission, and the remaining 75% of the energy is lost due to the non-light-emitting mechanism of the triplet excited state, so that the internal quantum efficiency limit of the fluorescent material is considered to be 25%. Professor Baldo and Forrest in 1998 discovered that triplet phosphorescence can be utilized at room temperature, and the upper limit of the original internal quantum efficiency is raised to 100%, and triplet phosphors are complex compounds composed of heavy metal atoms, and by utilizing the heavy atom effect, the strong spin-orbit coupling effect causes the energy levels of singlet excited states and triplet excited states to be mixed with each other, so that the originally forbidden triplet energy is relieved to emit light in the form of phosphorescence, and the quantum efficiency is greatly improved.
At present, almost all light emitting layers in an organic OLED module use a host-guest light emitting system mechanism, that is, a guest light emitting material is doped in a host material, and generally, the energy system of the organic host material is greater than that of the guest material, i.e., the energy is transferred from the host to the guest, so that the guest material is excited to emit light. Commonly used phosphorescent organic host materials such as CBP (4, 4' -bis (9-carbazolyl) -biphenyl) have high efficiency and high triplet energy levels, which, when used as an organic material, can be efficiently transferred from a light-emitting organic material to a guest phosphorescent light-emitting material. A commonly used organic guest material is an iridium metal complex.
The invention discovers that the combination of the specific organic compound and the iridium metal compound can obviously improve the current efficiency of the organic electroluminescent device, reduce the operating voltage of the device and prolong the service life of the device when being used as the luminescent layer of the organic electroluminescent device.
Disclosure of Invention
The invention aims to provide a composition of an iridium metal complex and an organic compound and an organic electroluminescent element comprising the composition.
The invention provides a composition of an iridium metal complex and an organic compound, wherein the iridium metal complex has a structure shown as a formula (I), and the organic compound has a structural formula (II) or (III):
Figure BDA0002862935480000021
preferably, in formula (I), Y is C, the ring CY is a C5-C60 carbocyclic group or a C1-C60 heterocyclic group, R, R1To R9Independently selected from any one of hydrogen, deuterium, CN, halogen, C1-C60 alkyl, C1-C60 alkoxy, C1-C60 alkylsilyl, C1-C60 alkoxysilyl, substituted or unsubstituted C2-C60 alkenyl, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C1-C60 heteroaryl, substituted or unsubstituted arylether group, substituted or unsubstituted heteroarylether group, substituted or unsubstituted arylamine group, substituted or unsubstituted heteroarylamine group, substituted or unsubstituted arylsilicon group, substituted or unsubstituted heteroarylsilicon group, substituted or unsubstituted aryloxyside group, substituted or unsubstituted arylacyl group, substituted or unsubstituted heteroarylacyl group and substituted or unsubstituted phosphinyl group; r10 and R11 are selected from any one of cyano, C1-C60 alkyl, C1-C18 alkoxy, C6-C40 aryl, C1-C40 heteroaryl, substituted or unsubstituted aryl acyl, substituted or unsubstituted heteroaryl acyl and substituted or unsubstituted phosphinyl; the heterocyclic group and the heteroaryl group contain at least one heteroatom of B, N, O, S, Si and P; n is an integer of 0 to 10, and when n is 2 or more, two or more R's are the same as or different from each other; all groups may be partially or fully deuterated;
in formula (II) and formula (III), X1 to X6 are CR or N; Y1-Y8 are CR or N, and at least 2 are N; l is absent or selected from a single bond, O, S, CRR, SiRR, NR; a and B are each independently selected from the group consisting of C6-C30 aryl, C2-C30 heteroaryl; r is independently selected from substituted or unsubstituted C1-C18 alkyl, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C2-C60 heteroaryl, aryl or heteroaryl substituted amine; n is an integer of 0 to 6; adjacent X or Y may form a ring, all of which may be partially or fully deuterated.
Preferably, the iridium metal complex of the composition of the present invention, wherein in the iridium metal complex of formula (I)
Figure BDA0002862935480000022
One selected from the following representative structures, but not limited thereto:
preferably, the iridium metal complex of the present invention is selected from one of the following structures, but does not represent a limitation thereto:
Figure BDA0002862935480000031
wherein, in formulas a (1) to a (6), Y is C, X1 is O, S, N (R14), C (R14) (R15), Si (R14) (R15); x2 to X4 are CR14 or N; r14 to R18, and R in claim 11To R12Said same indicates the binding site to Ir in formula (I), and indicates the binding site to the adjacent C in formula (I).
Preferably, the iridium metal complex of the composition of the present invention is of the formula (I)
Figure BDA0002862935480000032
At least one of R2, R3, R4, R5 and R6 is F, and the others are the same as those in claims 1 to 3, but they do not represent limitation thereto.
Preferably, the iridium metal complex of the composition of the present invention has the structural formula (I) in which R1 to R18 are independently selected from hydrogen, deuterium, CN, halogen or one of the following structures, but not limited thereto:
Figure BDA0002862935480000033
preferably, the iridium metal complex of the composition of the present invention has a structural formula selected from one of the following structures, but not represented by the following limitations:
Figure BDA0002862935480000041
Figure BDA0002862935480000051
Figure BDA0002862935480000061
Figure BDA0002862935480000071
Figure BDA0002862935480000081
the present invention provides compositions wherein the organic compound is preferably selected from the group consisting of compounds described in formula (II) -1 to II-7, but not limited thereto, when the structure of the organic compound is formula (II):
Figure BDA0002862935480000091
wherein X1 to X6, L, A, B, R, n are the same as described above.
Preferably, a and B are selected from the group described by the following structures, but do not represent a limitation thereto:
Figure BDA0002862935480000092
wherein X1 to X6, Y1 to Y8, L, R, n are the same as described above.
Preferably, one organic compound represented by formula (II) or formula (III) is selected from at least one of the following representative structures, but does not represent a limitation thereto:
Figure BDA0002862935480000101
Figure BDA0002862935480000111
Figure BDA0002862935480000121
Figure BDA0002862935480000131
Figure BDA0002862935480000141
Figure BDA0002862935480000151
Figure BDA0002862935480000161
Figure BDA0002862935480000171
Figure BDA0002862935480000181
Figure BDA0002862935480000191
Figure BDA0002862935480000201
Figure BDA0002862935480000211
Figure BDA0002862935480000221
Figure BDA0002862935480000231
Figure BDA0002862935480000241
Figure BDA0002862935480000251
Figure BDA0002862935480000261
Figure BDA0002862935480000271
Figure BDA0002862935480000281
Figure BDA0002862935480000291
Figure BDA0002862935480000301
Figure BDA0002862935480000311
Figure BDA0002862935480000321
Figure BDA0002862935480000331
Figure BDA0002862935480000341
Figure BDA0002862935480000351
Figure BDA0002862935480000361
Figure BDA0002862935480000371
Figure BDA0002862935480000381
Figure BDA0002862935480000391
Figure BDA0002862935480000401
Figure BDA0002862935480000411
Figure BDA0002862935480000421
Figure BDA0002862935480000431
Figure BDA0002862935480000441
Figure BDA0002862935480000451
Figure BDA0002862935480000461
Figure BDA0002862935480000471
Figure BDA0002862935480000481
Figure BDA0002862935480000491
Figure BDA0002862935480000501
Figure BDA0002862935480000511
Figure BDA0002862935480000521
Figure BDA0002862935480000531
Figure BDA0002862935480000541
Figure BDA0002862935480000551
Figure BDA0002862935480000561
Figure BDA0002862935480000571
Figure BDA0002862935480000581
Figure BDA0002862935480000591
Figure BDA0002862935480000601
Figure BDA0002862935480000611
Figure BDA0002862935480000621
Figure BDA0002862935480000631
Figure BDA0002862935480000641
Figure BDA0002862935480000651
Figure BDA0002862935480000661
Figure BDA0002862935480000671
the solvent used in the present invention is not particularly limited, and examples thereof include unsaturated hydrocarbon solvents such as toluene, xylene, mesitylene, tetralin, decahydronaphthalene, bicyclohexyl, n-butylbenzene, sec-butylbenzene, tert-butylbenzene, halogenated saturated hydrocarbon solvents such as carbon tetrachloride, chloroform, dichloromethane, dichloroethane, chlorobutane, bromobutane, chloropentane, bromopentane, chlorohexane, bromohexane, chlorocyclohexane, bromocyclohexane, etc., halogenated unsaturated hydrocarbon solvents such as chlorobenzene, dichlorobenzene, trichlorobenzene, etc., ether solvents such as tetrahydrofuran, tetrahydropyran, etc., ester solvents such as alkyl benzoate, etc., which are well known to those skilled in the art.
The present invention also relates to an organic opto-electronic device comprising: a first electrode;
a second electrode facing the first electrode;
the organic functional layer is clamped between the first electrode and the second electrode;
wherein the light-emitting layer comprises the composition.
The mass percentage of the iridium metal complex in the formula (I) in the luminescent layer of the organic electroluminescent device is 0.1-50%.
In the present invention, the organic electroluminescent element is an anode which can be formed by depositing metal, an oxide having conductivity, or an alloy thereof on a substrate by a sputtering method, electron beam evaporation, vacuum deposition, or the like; and sequentially evaporating a hole injection layer, a hole transport layer, a luminescent layer, a hole blocking layer and an electron transport layer on the surface of the prepared anode, and then evaporating a cathode. The organic electroluminescent device is manufactured by sequentially evaporating the cathode, the organic layer and the anode on the external substrate by the method. The organic layer may have a multilayer structure including a hole injection layer, a hole transport layer, a light emitting layer, a hole blocking layer, and an electron transport layer. In the invention, the organic layer is prepared by adopting a high polymer material according to a solvent engineering (spin-coating), tape-casting (tape-casting), doctor-blading (vector-Printing), Screen-Printing (Screen-Printing), ink-jet Printing or Thermal-Imaging (Thermal-Imaging) method instead of an evaporation method, so that the number of device layers can be reduced.
The materials used for the organic electroluminescent element according to the present invention may be classified into top emission, bottom emission, or double-sided emission. The compound of the organic electroluminescent device according to the embodiment of the present invention can be applied to the field of organic light emitting batteries, illuminating OLEDs, flexible OLEDs, organic photoreceptors, organic thin film transistors and other electroluminescent elements by a similar principle of the organic light emitting device.
The invention has the beneficial effects that:
the invention relates to a novel iridium metal complex and an organic compound composition, which have better thermal stability, the organic compound can balance the transport of holes and electrons, and the energy transmission between the organic compound and the iridium metal complex in the composition is more efficient.
Drawings
FIG. 1 is a structural diagram of an organic electroluminescent diode device according to the present invention.
Where 110 denotes a substrate, 120 denotes an anode, 130 denotes a hole injection layer, 140 denotes a hole transport layer, 150 denotes a light emitting layer, 160 denotes a hole blocking layer, 170 denotes an electron transport layer, 180 denotes an electron injection layer, and 190 denotes a cathode.
Detailed Description
In order to make the objects, technical solutions and advantages of the present invention more apparent, the present invention is further described in detail with reference to the following embodiments. It should be understood that the specific embodiments described herein are merely illustrative of the invention and are not intended to limit the invention.
In a preferred embodiment of the present invention, in which the OLED device according to the invention comprises a hole transport layer, the hole transport material may preferably be selected from known or unknown materials, particularly preferably from, but not limiting the invention to, the following structures:
Figure BDA0002862935480000691
in a preferred embodiment of the present invention, the hole transport layer contained in the OLED device of the present invention comprises one or more p-type dopants. Preferred p-type dopants of the present invention are, but not intended to limit the invention to, the following structures:
Figure BDA0002862935480000692
in a preferred embodiment of the present invention, the electron transport layer may be selected from at least one of the compounds ET-1 to ET-13, but does not represent that the present invention is limited to the following structure:
Figure BDA0002862935480000701
the organic compounds referred to in the present invention are obtained by known synthetic methods.
The general synthesis steps of the iridium metal complex related to the formula (I) are as follows:
Figure BDA0002862935480000702
the general procedure is as follows,
(1) ligand 1(0.10 mol), IrCl are added under the protection of argon3.3H2Heating and refluxing a mixed solution of O (0.045 mol), 2-ethoxyethanol (300 ml) and water (100 ml) for 16-20 hours until a supernatant is obtained, detecting the content of the ligand 1 by using high performance liquid chromatography to be less than 5%, stopping heating, cooling to room temperature, performing suction filtration by using a Buchner funnel, leaching a filter cake by using a mixed solution of water and 2-ethoxyethanol, and drying to obtain a bridged dimer 2 or 3 of red powder with the yield of 81-89%.
(2) Under the protection of argon, adding a tetrahydrofuran solution of a dichloro crosslinked dimer complex (2.2mmol) dropwise into a ligand lithium salt solution (-78 ℃), slowly heating to room temperature, heating under reflux for 6 hours, stopping heating, cooling to room temperature, adding a proper amount of distilled water, and filtering to obtain a solid. The solid was dissolved in dichloromethane and passed through a short column of silica gel. Removing the solvent under reduced pressure, and washing the solid obtained by concentration with methanol and petroleum ether successively to obtain the final target product.
The preparation method of the iridium metal compound, i.e., the guest compound, and the light emitting properties of the device are explained in detail with reference to the following examples, and ligand 1 is obtained by custom synthesis. These are merely examples to illustrate embodiments of the present invention and the scope of the present invention is not limited thereto.
Example 1: synthesis of Compound 1
Figure BDA0002862935480000711
Referring to the general synthetic route, the yield was 63%. Mass spectrum m/z, theoretical 960.3; found M + H: 961.3.
example 2: synthesis of Compound 2
Figure BDA0002862935480000712
Referring to the general synthetic route, the yield was 68%. Mass spectrum m/z, theoretical 996.36; found M + H: 997.3.
example 3: synthesis of Compound 3
Figure BDA0002862935480000713
Referring to the general synthetic route, the yield was 69%. Mass spectrum m/z, theoretical 996.36; found M + H: 997.3.
example 4: synthesis of Compound 4
Figure BDA0002862935480000721
Referring to the general synthetic route, the yield was 71%. Mass spectrum m/z, theoretical 996.36; found M + H: 997.3.
example 5: synthesis of Compound 5
Figure BDA0002862935480000722
Referring to the general synthetic route, the yield was 67%. Mass spectrum m/z, theoretical 996.36; found M + H: 997.3.
example 6: synthesis of Compound 6
Figure BDA0002862935480000723
Referring to the general synthetic route, the yield was 63%. Mass spectrum m/z, theoretical 996.36; found M + H: 997.3.
example 7: synthesis of Compound 7
Figure BDA0002862935480000724
Referring to the general synthetic route, the yield was 71%. Mass spectrum m/z, theoretical 1008.43; found M + H: 1009.4.
example 8: synthesis of Compound 8
Figure BDA0002862935480000731
Referring to the general synthetic route, the yield was 74%. Mass spectrum m/z, theoretical 1010.44; found M + H: 1011.4.
example 9: synthesis of Compound 9
Figure BDA0002862935480000732
Referring to the general synthetic route, the yield was 63%. Mass spectrum m/z, theoretical 1066.51; found M + H: 1067.5.
example 10: synthesis of Compound 10
Figure BDA0002862935480000733
Referring to the general synthetic route, the yield was 83%. Mass spectrum m/z, theoretical 1053.5; found M + H: 1054.5.
manufacturing of OLED device:
a P-doped material P-1 to P-5 is evaporated on the surface or anode of ITO/Ag/ITO glass with the size of 2mm multiplied by 2mm in light-emitting area or the P-doped material is evaporated with the compound in the table with the concentration of 1 percent to 50 percent to form a Hole Injection Layer (HIL) with the thickness of 5 nm to 100nm and a Hole Transmission Layer (HTL) with the thickness of 5 nm to 200nm, then a light-emitting layer (EML) with the thickness of 10 nm to 100nm (containing the compound) is formed on the hole transmission layer, finally the compound is used for forming an Electron Transmission Layer (ETL) with the thickness of 20 nm to 200nm and a cathode with the thickness of 50 nm to 200nm in sequence, if necessary, an Electron Blocking Layer (EBL) is added between the HTL and the EML layer, and an Electron Injection Layer (EIL) is added between the ETL and the cathode, thereby manufacturing the organic light-emitting element. The OLEDs were tested by standard methods, as listed in table 1.
To better illustrate the practical gain effects of the present invention, comparative organic electroluminescent devices were prepared using the following commonly used iridium metal complexes RD-1 and RD-2 and iridium metal complexes of the present invention and organic compounds H-1 to H-14 as hosts to illustrate the superiority of the compositions of the present invention.
Figure BDA0002862935480000741
In the specific embodiment, the structure of the top-emitting OLED device is on ITO/Ag/ITO-containing glass, HIL is HT-1: P-3(97:3 v/v%), and the thickness is 10 nanometers; HTL is HT-1, and the thickness is 100 nanometers; EBL is HT-8, thickness is 10 nm, EML is the composition of the invention, concretely is (H-1-H-14) and (RD-1-RD-6) (97:3 v/v%), thickness is 35 nm, ETL is ET-13: LiQ (50:50 v/v%) with a thickness of 35 nm, then evaporating a cathode Yb of 1 nm, an Ag of 14 nm and an evaporated CPL layer of 70 nm. The characteristics of efficiency, operating voltage, life, etc. according to the above examples and comparative examples are shown in table 1 below.
TABLE 1
Figure BDA0002862935480000742
Figure BDA0002862935480000751
It can be seen from table 1 that the combination formed by incorporating a benzene ring into the ligand structure and changing the auxiliary ligand has excellent performance in the organic electroluminescent device, and the device efficiency and lifetime of device examples 1 and 30 are significantly improved compared to those of comparative devices 1 to 10. Taking the comparative device of RD-2 as an example, the compound 3 used in the device examples 3,13 and 23 is the closest to the device, but the current efficiency of the device examples 3,13 and 23 is improved by more than 3cd/A compared with that of the comparative devices 6,8 and 10, and the operation life of the device is also obviously prolonged. Compared with the comparative device 8, the device example 20 has the advantages of improving the efficiency by 9cd/A and prolonging the service life by 74 hours, which shows that the composition provided by the invention has remarkable superiority and commercial application value.
The above description is only for the preferred embodiment of the present invention, but the scope of the present invention is not limited thereto, and any person skilled in the art should be considered as the technical solutions and the inventive concepts of the present invention within the technical scope of the present invention.

Claims (13)

1. A composition is characterized by comprising an iridium metal complex and an organic compound, wherein the structural formula of the iridium metal complex is shown as a formula (I); the structural formula of the organic compound is shown as the formula (II) or the formula (III)
Figure FDA0003668552940000011
In formula (I), Y is C, the ring CY is C5-C60 carbocyclic group or C1-C60 heterocyclic group, R, R1To R9Independently selected from any one of hydrogen, deuterium, CN, halogen, C1-C60 alkyl, C1-C60 alkoxy, C1-C60 alkylsilyl, C1-C60 alkoxysilyl, substituted or unsubstituted C2-C60 alkenyl, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C1-C60 heteroaryl, substituted or unsubstituted arylether group, substituted or unsubstituted heteroarylether group, substituted or unsubstituted arylamine group, substituted or unsubstituted heteroarylamine group, substituted or unsubstituted arylsilicon group, substituted or unsubstituted heteroarylsilicon group, substituted or unsubstituted aryloxyside group, substituted or unsubstituted arylacyl group, substituted or unsubstituted heteroarylacyl group and substituted or unsubstituted phosphinyl group; r10 and R11 are selected from any one of cyano, C1-C60 alkyl, C1-C18 alkoxy, C6-C40 aryl, C1-C40 heteroaryl, substituted or unsubstituted aryl acyl, substituted or unsubstituted heteroaryl acyl and substituted or unsubstituted phosphinyl; the heterocyclic group and the heteroaryl group contain at least one heteroatom of B, N, O, S, Si and P; n is an integer of 0 to 10, and when n is 2 or more, two or more R's are the same as or different from each other; all groups may be partially or fully deuterated;
in formula (II) and formula (III), X1 to X6 are CR or N; Y1-Y8 are CR or N, and at least 2 are N; l is absent or selected from a single bond, O, S, CRR, SiRR, or NR; a and B are each independently selected from C6-C30 aryl, or C2-C30 heteroaryl; r is independently selected from any one of substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C2-C60 heteroaryl, aryl or heteroaryl substituted amine; n is an integer of 0 to 6; all groups may be partially deuterated or fully deuterated.
2. The composition as claimed in claim 1, wherein in the iridium metal complex of formula (I)
Figure FDA0003668552940000012
One selected from the following representative structures:
Figure FDA0003668552940000021
wherein, in formulae a (1) to a (6), Y is C, X1 is O, S, N (R14), C (R14) (R15), or Si (R14) (R15); x2 to X4 are CR14 or N; r14 to R18, and R in claim 11To R9Said same indicates the binding site to Ir in formula (I), and indicates the binding site to the adjacent C in formula (I).
3. The composition as claimed in any one of claims 1 to 2, wherein the iridium metal complex of formula (I) is of formula (I)
Figure FDA0003668552940000022
At least one of R2, R3, R4, R5 and R6 is F, and the others are the same as those described in claim 1 or 2.
4. The composition as claimed in any one of claims 1 to 2, wherein R1 to R18 of the iridium metal complex of formula (I) are independently selected from hydrogen, deuterium, CN, halogen or one of the following structures:
Figure FDA0003668552940000023
5. the composition as claimed in any one of claims 1 to 2, wherein the iridium metal complex of formula (I) is selected from one of the following representative structures:
Figure FDA0003668552940000031
Figure FDA0003668552940000041
Figure FDA0003668552940000051
Figure FDA0003668552940000061
Figure FDA0003668552940000071
6. the composition of claim 1, wherein formula (II) is selected from the group consisting of compounds of formula II-1 to II-7:
Figure FDA0003668552940000081
wherein X1 to X6, L, A, B, R, n are the same as in claim 1.
7. The composition of claim 1, wherein a and B in formula (II) or (III) are selected from the group of structures:
Figure FDA0003668552940000082
wherein X1 to X6, Y1 to Y8, L, R, n are the same as recited in claim 1.
8. The composition according to any one of claims 1 to 2, wherein the organic compound of formula (II) or formula (III) is selected from one of the following representative structures:
Figure FDA0003668552940000091
Figure FDA0003668552940000101
Figure FDA0003668552940000111
Figure FDA0003668552940000121
Figure FDA0003668552940000131
Figure FDA0003668552940000141
Figure FDA0003668552940000151
Figure FDA0003668552940000161
Figure FDA0003668552940000171
Figure FDA0003668552940000181
Figure FDA0003668552940000191
Figure FDA0003668552940000201
Figure FDA0003668552940000211
Figure FDA0003668552940000221
Figure FDA0003668552940000231
Figure FDA0003668552940000241
Figure FDA0003668552940000251
Figure FDA0003668552940000261
Figure FDA0003668552940000271
Figure FDA0003668552940000281
Figure FDA0003668552940000291
Figure FDA0003668552940000301
Figure FDA0003668552940000311
Figure FDA0003668552940000321
Figure FDA0003668552940000331
Figure FDA0003668552940000341
Figure FDA0003668552940000351
Figure FDA0003668552940000361
Figure FDA0003668552940000371
Figure FDA0003668552940000381
Figure FDA0003668552940000391
Figure FDA0003668552940000401
Figure FDA0003668552940000411
Figure FDA0003668552940000421
Figure FDA0003668552940000431
Figure FDA0003668552940000441
Figure FDA0003668552940000451
Figure FDA0003668552940000461
Figure FDA0003668552940000471
Figure FDA0003668552940000481
Figure FDA0003668552940000491
Figure FDA0003668552940000501
Figure FDA0003668552940000511
Figure FDA0003668552940000521
Figure FDA0003668552940000531
Figure FDA0003668552940000541
Figure FDA0003668552940000551
Figure FDA0003668552940000561
Figure FDA0003668552940000571
Figure FDA0003668552940000581
Figure FDA0003668552940000591
Figure FDA0003668552940000601
Figure FDA0003668552940000611
Figure FDA0003668552940000621
Figure FDA0003668552940000631
Figure FDA0003668552940000641
Figure FDA0003668552940000651
Figure FDA0003668552940000661
9. a formulation comprising a composition according to any one of claims 1 to 8 and at least one solvent.
10. A formulation as claimed in claim 9 wherein said composition and solvent form a formulation using solvents selected from the group consisting of unsaturated hydrocarbon solvents, halogenated saturated hydrocarbon solvents, halogenated unsaturated hydrocarbon solvents, ether solvents and ester solvents, wherein said unsaturated hydrocarbon solvents are toluene, xylene, mesitylene, tetralin, decalin, bicyclohexane, n-butylbenzene, sec-butylbenzene and tert-butylbenzene; the halogenated saturated hydrocarbon solvent is carbon tetrachloride, chloroform, dichloromethane, dichloroethane, chlorobutane, bromobutane, chloropentane, bromopentane, chlorohexane, bromohexane, chlorocyclohexane or bromocyclohexane;
the halogenated unsaturated hydrocarbon solvent is chlorobenzene, dichlorobenzene or trichlorobenzene; the ether solvent is tetrahydrofuran or tetrahydropyran;
the ester solvent is alkyl benzoate.
11. An organic electroluminescent device, comprising:
a first electrode;
a second electrode facing the first electrode;
the organic functional layer is clamped between the first electrode and the second electrode;
wherein the light-emitting layer comprises the composition of any one of claims 1 to 7.
12. The organic electroluminescent device according to claim 11, wherein the iridium metal complex and the organic compound are contained in a light-emitting layer, and wherein the mass percentage of the iridium metal complex is from 1% to 50%.
13. A display or lighting device comprising the organic electroluminescent element as claimed in any one of claims 11 to 12.
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