CN113421983B - Composition and organic electroluminescent element comprising same - Google Patents

Composition and organic electroluminescent element comprising same Download PDF

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CN113421983B
CN113421983B CN202110644380.2A CN202110644380A CN113421983B CN 113421983 B CN113421983 B CN 113421983B CN 202110644380 A CN202110644380 A CN 202110644380A CN 113421983 B CN113421983 B CN 113421983B
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王子兴
郭建锋
廖张程
吴空物
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Zhejiang Huadisplay Optoelectronics Co Ltd
University of Shanghai for Science and Technology
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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 composition containing an iridium metal complex and an organic compound, and an organic electroluminescent element using the composition as an organic functional layer. Wherein the structure of the organic compound is shown as the formula (I), and the structure formula (II) of the iridium metal complex is shown as the formula (II):
Figure DDA0003109100580000011
organic compound the difference Δ ST between the singlet energy level S1 and the triplet energy level T1 of the compound represented by formula (I) is less than or equal to 0.35 electron volts; the iridium metal complexes of formula (II) and organic photovoltaic elements including them may be understood by reference to the detailed description provided herein. The composition is applied to a light-emitting layer of an organic light-emitting diode, so that the current efficiency of a light-emitting 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 a specific organic compound and an iridium metal compound can be used as a light-emitting layer of an organic electroluminescent element to remarkably improve the current efficiency of the organic electroluminescent element, reduce the operating voltage of the element and prolong the service life of the element.
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 organic compound is shown as a formula (I)
Shown in the specification:
Figure BDA0003109100560000021
in formula (I), X1 to X3 are independently selected from N or C-R4, and at least two are N; CY1 is an aromatic condensed ring or an aromatic hetero-condensed ring of C7-C30, Ar1 and Ar2 are independently selected from substituted or unsubstituted aryl of C6-C60 and substituted or unsubstituted heteroaryl of C1-C60; r1 to R5 are each independently selected from hydrogen, deuterium, CN, halogen, substituted or unsubstituted C1 to C60 alkyl, substituted or unsubstituted C2 to C60 alkenyl, substituted or unsubstituted C1 to C60 alkoxy, substituted or unsubstituted C1 to C60 cycloalkyl, substituted or unsubstituted C1 to C60 heteroalkyl, substituted or unsubstituted C6 to C60 aryl, substituted or unsubstituted C1 to C60 heteroaryl, substituted or unsubstituted C1 to C60 amine, substituted or unsubstituted C1 to C60 silicon, substituted or unsubstituted C6 to C60 aromatic fused ring, substituted or unsubstituted C1 to C60 heteroaromatic fused ring; ar1, Ar2, R1 through R5 each independently can be partially or fully deuterated, each independently can be partially or perfluorinated; r1 to R5 may be unsubstituted or polysubstituted according to valence bond rules; adjacent R1 to R5 may form a ring, n is independently an integer of 0 to 8; and the difference between the singlet state energy level S1 and the triplet state energy level T1 of the organic compound is less than or equal to 0.35 electron volt;
The iridium metal complex is shown as a formula (II):
Figure BDA0003109100560000022
in formula (II), X is selected from NR1, O, S, CR14R15, SiR14R 15; R6-R15 are independently selected from any one of hydrogen, deuterium, F, C1-C8 alkyl, C1-C8 alkoxy, alkyl silicon group containing C1-C8, alkoxy silicon group containing C1-C8, aryl group containing C6-C40, heteroaryl group containing C1-C40, substituted or unsubstituted aryl ether group, substituted or unsubstituted heteroaryl ether group, substituted or unsubstituted aryl silicon group, substituted or unsubstituted heteroaryl silicon group and substituted or unsubstituted aryl oxygen silicon group; (L ^ Z) is an auxiliary ligand, is a bidentate ligand and is the same as or different from the main ligand on the left side of the structural formula; all groups may be partially or fully deuterated; heteroaryl refers to a heteroaryl group containing B, N, O, S, P (═ O), Si, and/or P.
Preferably, the iridium metal complex of the composition of the present invention is of formula (II), selected from one of the following structures, but not represented by the following structures:
Figure BDA0003109100560000031
wherein X, R8 through R18 are the same as described above.
Preferably, the ring CY1 in the organic compound of formula (I) in the composition of the present invention is independently selected from one of formula (a) to formula (M), but is not meant to be limited thereto:
Figure BDA0003109100560000032
wherein Y is independently selected from O, S, N-R7, CR7R7, SiR7R7 and B-R7, and Z is independently N or C-R; r, R5 to R7 are each independently selected from hydrogen, deuterium, CN, F, substituted or unsubstituted C1-C60 alkyl, substituted or unsubstituted C2-C60 alkenyl, substituted or unsubstituted C1-C60 alkoxy, substituted or unsubstituted C1-C60 cycloalkyl, substituted or unsubstituted C1-C60 heteroalkyl, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C1-C60 heteroaryl, substituted or unsubstituted C1-C60 amine, substituted or unsubstituted C1-C60 silicon, substituted or unsubstituted C6-C60 aromatic fused ring, substituted or unsubstituted C1-C60 heteroaromatic fused ring; when two or more adjacent R5 to R7 may form a ring with each other; n is independently an integer from 0 to 8; m is 1 or 2; indicates the position of the linkage to N or C.
Preferably, the above formulae (a) to (M) are selected from one of the following representative structural formulae, but do not represent a limitation thereto:
Figure BDA0003109100560000041
wherein, Y is independently selected from one of O, S, N-R7, CR7R7, SiR7R7 and B-R7, and Z is independently N or C-R; r, R6 to R8 are independently selected from CN, substituted or unsubstituted alkyl of C1 to C60, substituted or unsubstituted alkenyl of C2 to C60, substituted or unsubstituted cycloalkyl of C1 to C60, substituted or unsubstituted heteroalkyl of C1 to C60, substituted or unsubstituted aryl of C6 to C60, substituted or unsubstituted heteroaryl of C1 to C60, substituted or unsubstituted amine of C1 to C60, substituted or unsubstituted silicon base of C1 to C60, substituted or unsubstituted aromatic fused ring of C6 to C60, substituted or unsubstituted heteroaromatic fused ring of C1 to C60, n is independently an integer of 0 to 8.
Preferably, the organic compound of formula (I) according to the present invention is selected from one of the following representative structures, but not representing a limitation:
Figure BDA0003109100560000051
wherein, X1 to X3 are independently selected from N or C-R4, and at least two are N; y is independently selected from one of O, S, N-R7, CR7R7, SiR7R7 and B-R7, and Z is independently N or C-R; ar1, Ar2, Ar R, R1 to R7, and n are as defined in claim 1.
Preferably, R1 to R18 in the organic compound and the iridium metal complex in the composition of the present invention are independently selected from one of the following structures, in addition to hydrogen, deuterium, CN and F, but not limited thereto:
Figure BDA0003109100560000061
Preferably, the organic compound of formula (I) of the composition of the present invention is selected from one of the following structures, but is not represented by the following limitations:
Figure BDA0003109100560000071
Figure BDA0003109100560000081
Figure BDA0003109100560000091
Figure BDA0003109100560000101
Figure BDA0003109100560000111
Figure BDA0003109100560000121
Figure BDA0003109100560000131
Figure BDA0003109100560000141
Figure BDA0003109100560000151
Figure BDA0003109100560000161
Figure BDA0003109100560000171
Figure BDA0003109100560000181
Figure BDA0003109100560000191
Figure BDA0003109100560000201
Figure BDA0003109100560000211
Figure BDA0003109100560000221
Figure BDA0003109100560000231
Figure BDA0003109100560000241
Figure BDA0003109100560000251
Figure BDA0003109100560000261
Figure BDA0003109100560000271
Figure BDA0003109100560000281
Figure BDA0003109100560000291
Figure BDA0003109100560000301
Figure BDA0003109100560000311
Figure BDA0003109100560000321
Figure BDA0003109100560000331
Figure BDA0003109100560000341
Figure BDA0003109100560000351
Figure BDA0003109100560000361
Figure BDA0003109100560000371
Figure BDA0003109100560000381
Figure BDA0003109100560000391
Figure BDA0003109100560000401
Figure BDA0003109100560000411
Figure BDA0003109100560000421
Figure BDA0003109100560000431
Figure BDA0003109100560000441
preferably, the iridium metal complex represented by formula (II) of the composition of the present invention is selected from one of the following structures, but is not limited thereto:
Figure BDA0003109100560000451
Figure BDA0003109100560000461
Figure BDA0003109100560000471
Figure BDA0003109100560000481
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 organic functional layer comprises one or more of a hole injection layer, a hole transport layer, an electron blocking layer, a light emitting layer, a hole blocking layer, an electron transport layer, an electron injection layer, and at least in the light emitting layer comprises the composition of any one of claims 1 to 8.
The mass percentage of the iridium metal complex in the formula (II) in the luminescent layer of the organic electroluminescent device is 0.1-50%.
In the present invention, the organic electroluminescent element is an anode formed by depositing a metal or an oxide having conductivity and 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 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 optoelectronic elements such as organic light emitting cells, illuminating OLEDs, flexible OLEDs, organic photoreceptors, organic thin film transistors and the like in a similar principle to 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 BDA0003109100560000501
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 BDA0003109100560000502
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 BDA0003109100560000511
the organic compound represented by the formula (I) in the present invention was obtained according to the method in CN 202110640090.0; the iridium metal complex represented by formula (II) is referred to CN 2020111571822.7; obtained by the method of CN 202011571804.9.
The following table compares the energy level differences between RH-4 to RH-10 and N-11 to N-17-2, and is mainly characterized in that N-11 to N-17-2 have a lower Δ ST, which can convert triplet excitons into singlet excitons through intersystem crossing, thereby improving the utilization rate of the triplet excitons.
Compound (I) HOMO(eV) LUMO(eV) Triplet energy level T1(eV) ΔST(eV)
RH-5 -5.57 -2.83 2.33 0.46
RH-10 -5.58 -2.97 2.36 0.41
RH-4 -5.59 -2.95 2.36 0.47
N-11 -5.56 -3.00 2.36 0.14
N-15 -5.57 -2.99 2.37 0.18
N-15-2 -5.57 -2.99 2.37 0.18
N-17-2 -5.57 -2.99 2.36 0.14
N-15-3 -5.57 -3.05 2.34 0.12
N-110-3 -5.57 -3.07 2.33 0.11
N-15-4 -5.58 -3.03 2.34 0.11
Figure BDA0003109100560000521
Manufacturing of OLED device:
a P-doped material P-1 to P-5 is vapor-deposited on the surface or anode of an ITO glass having a light emitting area of 2mm x 2mm or the P-doped material is co-vapor-deposited with a compound shown in the table at a concentration of 1% to 50% to form a Hole Injection Layer (HIL) of 5 to 100nm and a Hole Transport Layer (HTL) of 5 to 200nm, and then a light emitting layer (EML) (which may contain the compound) of 10 to 100nm is formed on the hole transport layer, and finally an Electron Transport Layer (ETL) of 20 to 200nm and a cathode of 50 to 200nm are sequentially formed using the compound, and if necessary, an Electron Blocking Layer (EBL) is added between the HTL and the EML, and an Electron Injection Layer (EIL) is added between the ETL and the cathode, thereby manufacturing an organic light emitting device.
To better illustrate the effects obtained by the present invention, the present invention constructed the light emitting layer using the iridium metal complexes RD-1 to RD-8 as guest materials and the organic compounds N-11 to N-17-2 as host materials, and the organic electroluminescent elements were prepared using RH-4 to RH-10 as reference hosts to illustrate the superiority of the overall properties of the composition of the present invention.
Figure BDA0003109100560000522
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 (host material): (guest material) (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
Examples EML Driving voltage (volt) Current efficiency (cd/A) LT95 (hours)
Comparison device 1 RD-1:RH-4 3.9 48.7 130
Comparison device 2 RD-1:RH-5 3.8 50.3 195
Comparison device 3 RD-1:RH-10 3.8 47.9 120
Comparison device 4 RD-2:RH-5 3.8 62.0 255
Comparison device 5 RD-3:RH-5 3.8 61.3 211
Comparison device 6 RD-5:RH-5 3.7 62.7 265
Comparison device 7 RD-7:RH-5 3.7 63.2 258
Comparison device 8 RD-8:RH-5 3.7 63.9 267
Device example 1 RD-3:N-11 3.8 62.8 260
Device example 2 RD-3:N-110-3 3.7 67.6 306
Device example 3 RD-3:N-15 3.7 66.3 284
Device example 4 RD-3:N-15-2 3.7 65.7 293
Device example 5 RD-3:N-15-3 3.7 68.1 285
Device example 6 RD-3:N-15-4 3.7 67.5 280
Device example 7 RD-3:N-17-2 3.7 63.9 290
Device example 8 RD-5:N-11 3.7 63.4 275
Device example 9 RD-5:N-110-3 3.7 69.0 310
Device example 10 RD-5:N-15 3.7 67.4 300
Device example 11 RD-5:N-15-2 3.7 64.3 315
Device example 12 RD-5:N-15-3 3.7 67.9 320
Device example 13 RD-5:N-15-4 3.7 68.8 315
Device example 14 RD-5:N-17-2 3.7 65.7 330
Device example 15 RD-6:N-11 3.7 65.3 280
Device example 16 RD-6:N-110-3 3.7 69.7 345
Device example 17 RD-6:N-15 3.7 68.8 280
Device example 18 RD-6:N-15-2 3.7 68.1 296
Device example 19 RD-6:N-15-3 3.7 67.6 305
Device example 20 RD-6:N-15-4 3.7 69.0 310
Device example 21 RD-6:N-17-2 3.7 67.3 295
Device example 22 RD-7:N-110-3 3.7 68.0 280
Device example 23 RD-8:N-110-3 3.7 68.6 308
As can be seen from table 1, in the comparative devices 1-8, relatively good device results were obtained with the compound RH-5 as the reference host material. The compounds of the invention, N-11 through N-17-2, were used to replace RH-5 in the comparative devices, and the current efficiencies of device examples 1-23 were improved at the same operating voltage, and the lifetimes of the corresponding devices were generally significantly improved. Likewise, to achieve the same current efficiency, lower operating voltages can be achieved using the compositions of the present invention. Compared with the device example 2, the efficiency of the device 2 is improved by 34%, and the service life is improved by 111 hours. Other device examples all have gain effects to different degrees. Meanwhile, different combinations of the object material and the host material are selected, the obtained effects are also obviously different, compared with the case that the RD-1 is taken as the object material, the RH-5 is taken as the host material, the RD-6 is taken as the object material and the N-15-4 is taken as the host material in the device example 20, the new combination generates a remarkable gain effect, wherein the current efficiency is increased from 50.3cd/A to 69cd/A, the increase is 37%, and under the condition that the efficiency of the device is increased, the service life is also prolonged by 115 hours, and the increase is 59%. The above results fully illustrate the significant advantages and commercial utility of the compositions provided by the present invention.
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 to be within the technical scope of the present invention, and the technical solutions and the inventive concepts thereof according to the present invention should be equivalent or changed within the scope of the present invention.

Claims (17)

1. A composition comprising an iridium metal complex and an organic compound, wherein the organic compound has the structure of formula (I):
Figure FDA0003561979350000011
in formula (I), X1 to X3 are independently selected from N or C-R4, and at least two are N; ar1 and Ar2 are independently selected from substituted or unsubstituted aryl of C6-C60 and substituted or unsubstituted heteroaryl of C1-C60; r1 to R5 are each independently selected from hydrogen, deuterium, CN, halogen, substituted or unsubstituted C1 to C60 alkyl, substituted or unsubstituted C2 to C60 alkenyl, substituted or unsubstituted C1 to C60 alkoxy, substituted or unsubstituted C1 to C60 cycloalkyl, substituted or unsubstituted C1 to C60 heteroalkyl, substituted or unsubstituted C6 to C60 aryl, substituted or unsubstituted C1 to C60 heteroaryl, substituted or unsubstituted C1 to C60 amine, substituted or unsubstituted C1 to C60 silicon, substituted or unsubstituted C6 to C60 aromatic fused ring, substituted or unsubstituted C1 to C60 heteroaromatic fused ring; ar1, Ar2, R1 to R5 each independently may be partially or fully deuterated, each independently may be partially or perfluorinated; r1 to R5 may be unsubstituted or polysubstituted according to valence bond rules; adjacent R1 to R5 may form a ring, n is independently an integer of 0 to 8; and the difference between the singlet state energy level S1 and the triplet state energy level T1 of the organic compound is less than or equal to 0.35 electron volt;
CY1 is independently selected from one of formulae (a) to (M):
Figure FDA0003561979350000021
wherein Y is independently selected from O, S, N-R7, CR7R7, SiR7R7 and B-R7, and Z is independently N or C-R; r, R5 to R7 are each independently selected from hydrogen, deuterium, CN, F, substituted or unsubstituted C1-C60 alkyl, substituted or unsubstituted C2-C60 alkenyl, substituted or unsubstituted C1-C60 alkoxy, substituted or unsubstituted C1-C60 cycloalkyl, substituted or unsubstituted C1-C60 heteroalkyl, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C1-C60 heteroaryl, substituted or unsubstituted C1-C60 amine, substituted or unsubstituted C1-C60 silicon, substituted or unsubstituted C6-C60 aromatic fused ring, substituted or unsubstituted C1-C60 heteroaromatic fused ring; when two or more adjacent R5 to R7 may form a ring with each other; n is independently an integer from 0 to 8; m is 1 or 2; indicates the position of the linkage to N or C;
the structural formula of the iridium metal complex is shown as the formula (II):
Figure FDA0003561979350000022
in formula (II), X is selected from NR1, O, S, CR14R15, SiR14R 15; R6-R15 are independently selected from any one of hydrogen, deuterium, F, C1-C8 alkyl, C1-C8 alkoxy, C1-C8 alkylsilyl, C1-C8 alkoxy silyl, C6-C40 aryl, C1-C40 heteroaryl, substituted or unsubstituted aryl ether group, substituted or unsubstituted heteroaryl ether group, substituted or unsubstituted aryl silicon group, substituted or unsubstituted heteroaryl silicon group and substituted or unsubstituted aryloxy silicon group; (L ^ Z) is an auxiliary ligand, a bidentate ligand, the same as or different from the main ligand on the left side of the structural formula; all groups may be partially or fully deuterated; heteroaryl means containing B, N, O, S, P (═ O), Si, and at least one heteroatom of P.
2. The composition as claimed in claim 1, wherein the iridium metal complex of formula (II) has a structural formula selected from one of the following representative structures:
Figure FDA0003561979350000031
wherein X, R8 to R18 are as defined in claim 1.
3. The composition of claim 1, wherein CY1 in the organic compound of formula (I) is independently selected from one of the following representative structural formulae:
Figure FDA0003561979350000032
wherein Y is independently selected from O, S, N-R7, CR7R7, SiR7R7 and B-R7, and Z is independently N or C-R; r, R6 to R8 are independently selected from CN, substituted or unsubstituted C1-C60 alkyl, substituted or unsubstituted C2-C60 alkenyl, substituted or unsubstituted C1-C60 cycloalkyl, substituted or unsubstituted C1-C60 heteroalkyl, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C1-C60 heteroaryl, substituted or unsubstituted C1-C60 amine, substituted or unsubstituted C1-C60 silicon, substituted or unsubstituted C6-C60 aromatic fused ring, substituted or unsubstituted C1-C60 heteroaromatic fused ring, and n is independently an integer of 0 to 8.
4. The composition according to claim 1, wherein the organic compound of formula (I) is selected from one of the following representative structures:
Figure FDA0003561979350000051
Wherein, X1 to X3 are independently selected from N or C-R4, and at least two are N; y is independently selected from one of O, S, N-R7, CR7R7, SiR7R7 and B-R7, and Z is independently N or C-R; ar1, Ar2, Ar R, R1 to R7, and n are as defined in claim 1.
5. The composition of any one of claims 1 to 4, wherein R, R1 to R17 are independently selected from hydrogen, deuterium, CN, F, or one of the following structures:
Figure FDA0003561979350000061
6. the composition according to claim 1 or 4, wherein the organic compound of formula (I) is selected from one of the following representative structures:
Figure FDA0003561979350000071
Figure FDA0003561979350000081
Figure FDA0003561979350000091
Figure FDA0003561979350000101
Figure FDA0003561979350000111
Figure FDA0003561979350000121
Figure FDA0003561979350000131
Figure FDA0003561979350000141
Figure FDA0003561979350000151
Figure FDA0003561979350000161
Figure FDA0003561979350000171
Figure FDA0003561979350000181
Figure FDA0003561979350000191
Figure FDA0003561979350000201
Figure FDA0003561979350000211
Figure FDA0003561979350000221
Figure FDA0003561979350000231
Figure FDA0003561979350000241
Figure FDA0003561979350000251
Figure FDA0003561979350000261
Figure FDA0003561979350000271
Figure FDA0003561979350000281
Figure FDA0003561979350000291
Figure FDA0003561979350000301
Figure FDA0003561979350000311
Figure FDA0003561979350000321
Figure FDA0003561979350000331
Figure FDA0003561979350000341
Figure FDA0003561979350000351
Figure FDA0003561979350000361
Figure FDA0003561979350000371
Figure FDA0003561979350000381
Figure FDA0003561979350000391
Figure FDA0003561979350000401
Figure FDA0003561979350000411
Figure FDA0003561979350000421
Figure FDA0003561979350000431
Figure FDA0003561979350000441
7. the composition as claimed in any one of claims 1 or 2, wherein the iridium metal complex of formula (II) is selected from the following representative structures:
Figure FDA0003561979350000451
Figure FDA0003561979350000461
Figure FDA0003561979350000471
Figure FDA0003561979350000481
8. a formulation characterized in that it comprises a composition according to any one of claims 1 to 7 and at least one solvent.
9. The formulation of claim 8, wherein the solvent is an unsaturated hydrocarbon solvent, a halogenated saturated hydrocarbon solvent, a halogenated unsaturated hydrocarbon solvent, an ether solvent, or an ester solvent.
10. A formulation as claimed in claim 9 wherein said unsaturated hydrocarbon solvent is toluene, xylene, mesitylene, tetralin, decahydronaphthalene, bicyclohexane, n-butylbenzene, sec-butylbenzene or tert-butylbenzene.
11. The formulation of claim 9, wherein the halogenated saturated hydrocarbon solvent is carbon tetrachloride, chloroform, dichloromethane, dichloroethane, chlorobutane, bromobutane, chloropentane, bromopentane, chlorohexane, bromohexane, chlorocyclohexane or bromocyclohexane.
12. Formulation according to claim 9, characterized in that the halogenated unsaturated hydrocarbon solvent is chlorobenzene, dichlorobenzene or trichlorobenzene.
13. The formulation of claim 9, wherein the ether solvent is tetrahydrofuran or tetrahydropyran.
14. The formulation of claim 9, wherein the ester solvent is an alkyl benzoate.
15. 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 organic functional layer comprises one or more of a hole injection layer, a hole transport layer, an electron blocking layer, a light emitting layer, a hole blocking layer, an electron transport layer, and an electron injection layer, and the composition of claim 1 or 2 is contained at least in the light emitting layer.
16. The organic electroluminescent device according to claim 15, wherein the iridium metal complex and the organic compound are contained in a light-emitting layer, and wherein the iridium metal complex is present in an amount of 1 to 50% by mass.
17. A display or lighting device comprising the organic electroluminescent element as claimed in any one of claims 15 to 16.
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CN112614964A (en) * 2020-12-27 2021-04-06 浙江华显光电科技有限公司 Composition and organic electroluminescent element comprising same
CN112670426A (en) * 2020-12-27 2021-04-16 浙江华显光电科技有限公司 Composition and organic electroluminescent element comprising same
CN112679550A (en) * 2020-12-27 2021-04-20 浙江华显光电科技有限公司 Iridium metal complex and organic photoelectric element using same

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CN108232022A (en) * 2017-12-29 2018-06-29 南京邮电大学 A kind of organic electroluminescence device and preparation method thereof
CN110698387A (en) * 2019-09-04 2020-01-17 宁波卢米蓝新材料有限公司 Fused ring compound and preparation method and application thereof
CN112614964A (en) * 2020-12-27 2021-04-06 浙江华显光电科技有限公司 Composition and organic electroluminescent element comprising same
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