CN117998954A - Composition for organic electroluminescent device and organic electroluminescent device - Google Patents

Composition for organic electroluminescent device and organic electroluminescent device Download PDF

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CN117998954A
CN117998954A CN202211315388.5A CN202211315388A CN117998954A CN 117998954 A CN117998954 A CN 117998954A CN 202211315388 A CN202211315388 A CN 202211315388A CN 117998954 A CN117998954 A CN 117998954A
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organic electroluminescent
electroluminescent device
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李之洋
高文正
孙恩涛
刘叔尧
王志鹏
马腾
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Hefei Dingcai Technology Co ltd
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Hefei Dingcai Technology Co ltd
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Abstract

The present invention provides a composition for an organic electroluminescent device, and simultaneously provides an organic electroluminescent device employing the composition. The composition for an organic electroluminescent device includes a combination of a first compound having a structure as shown in formula I and a second compound having a structure as shown in formula II: The composition is suitable for a luminescent layer of an organic electroluminescent device, can be used as a main material to realize the transmission balance of holes and electrons, and can regulate and control the position of the recombination center of the electrons and the holes in the luminescent layer to occur at the central position of the luminescent layer, thereby effectively improving the efficiency and the service life of the device; in addition, the energy level difference between the organic electroluminescent material and the doping material is small, so that the loss in the energy transfer process is less, the utilization rate of excitons is improved, the luminous efficiency of the device is further improved, the organic electroluminescent device has excellent efficiency and stability, and the service life of the device is remarkably prolonged.

Description

Composition for organic electroluminescent device and organic electroluminescent device
Technical Field
The invention relates to the technical field of organic electroluminescence, in particular to a composition for an organic electroluminescence device and the organic electroluminescence device.
Background
The organic electroluminescence technology is a new generation display technology which is rising in recent years, has the advantages of self-luminescence, high contrast, wide color gamut, flexibility, low power consumption and the like, is very rapid in development, has been successful in commerce, and is widely applied to a plurality of fields such as flexible display, flat panel display, solid state lighting and the like.
The organic electroluminescent (OLED) device comprises a cathode, an anode and an organic film structure arranged between the two electrodes, and the core of the organic electroluminescent (OLED) device is the film structure containing various organic functional materials. Common organic functional materials include: a hole injecting material, a hole transporting material, a hole blocking material, an electron injecting material, an electron transporting material, an electron blocking material, a light emitting host material, a light emitting guest material (dye), and the like. When energized, electrons and holes are injected, transported to the light emitting region, respectively, and recombined therein, thereby generating excitons and emitting light.
In recent years, industry has continuously tried and explored to improve the efficiency and stability of OLED devices, and a great deal of new materials are developed for use in organic electroluminescent devices because of the majority of ways to seek new materials to improve the performance of the devices. With the continuous upgrading of electronic products and illumination products, higher requirements are put on the photoelectric performance of the OLED device, but the existing OLED device has the problem that carriers are accumulated in a large amount at an interface, and the efficiency and the service life of the device are obviously insufficient.
Accordingly, there is a need in the art to develop organic electroluminescent materials and OLED devices having higher performance.
Disclosure of Invention
Aiming at the defects of the prior art, one of the purposes of the invention is to provide a composition material and an organic electroluminescent device adopting the composition material, and the organic electroluminescent material can effectively regulate and control the carrier transmission characteristic through the compounding of a first compound and a second compound with specific structures, so as to realize the balance of hole and electron transmission, thereby obviously improving the efficiency and the service life of the organic electroluminescent device comprising the composition material.
Specifically, the present invention provides a composition for an organic electroluminescent device, which comprises a first compound having a structure as shown in formula (I) and a second compound having a structure as shown in formula (II):
In the formula (I), L 1 is one of single bond, substituted or unsubstituted C6-C30 arylene and substituted or unsubstituted C3-C30 heteroarylene;
In formula (Ia), X 1 and Y 1 are each independently a single bond, N-Ar 2, O, S or CR 13R14, and only one of X 1 and Y 1 is a single bond;
formula Ia is linked to any two adjacent groups in R 1-R8 of formula (I) via the position;
Ar 1、Ar2 is independently selected from one of substituted or unsubstituted C6-C30 aryl and substituted or unsubstituted C3-C30 heteroaryl;
R 1-R14 is independently selected from one of hydrogen, halogen, substituted or unsubstituted C1-C10 chain alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C6-C30 aryl, and any two adjacent substituents in R 1-R14 are not connected or bonded to each other to form a ring;
in the formula (II), the L is attached to any position on the ring Cy which can be attached;
ar is selected from a substituted or unsubstituted C3-C30 nitrogen-containing heteroaryl group;
L is selected from one of single bond, substituted or unsubstituted C6-C30 arylene, and substituted or unsubstituted C3-C30 heteroarylene;
The ring Cy has a structure shown in a formula (II-1), namely, the L is connected to any position which can be connected on the ring (II-1);
the dashed line represents that ring A is an optional structure, i.e., ring A is present or absent, and when ring A is present, ring A is selected from one of a substituted or unsubstituted C6-C20 aromatic ring, a substituted or unsubstituted C3-C20 heteroaromatic ring;
R 1、R2 is each independently selected from one of halogen, cyano, substituted or unsubstituted C1-C30 chain alkyl, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl;
m 1 represents the number of substituents R 1, selected from integers from 0 to 4, for example, may be 0,1, 2, 3 or 4; when m 1 is not less than 2, a plurality of (at least 2) R 1 are the same or different groups; m 2 represents the number of substituents R 2, selected from integers from 0 to 6, for example, may be 0,1, 2, 3, 4, 5 or 6; when m 2 is not less than 2, a plurality of (at least 2) R 2 are the same or different groups;
The substituents in each of the above substituted or unsubstituted groups are each independently selected from one or a combination of at least two of halogen, cyano, nitro, hydroxy, amino, aldehyde, ester, C1-C30 chain alkyl, C1-C30 alkoxy, C3-C30 cycloalkyl, C2-C30 heterocycloalkyl, C6-C30 aryl, C3-C30 heteroaryl.
The composition for the organic electroluminescent device provided by the invention comprises the combination of the first compound with the structure shown in the formula I and the second compound with the structure shown in the formula II, has good photoelectric properties, is particularly suitable for being used as a luminescent layer material, and can effectively improve various properties of an organic electroluminescent device. The first compound can play a role in adjusting injection and transmission of holes in the luminous layer, so that a carrier composite region in the luminous layer is adjusted and controlled, and the first compound has a higher space accumulation structure; meanwhile, the second compound has higher molecular plane unfolding property and good electron transmission property. The organic electroluminescent material compounded by the two can coordinate the characteristic of faster electron transfer of the second compound, can effectively regulate and control the realization of the balance of hole and electron transfer, and regulate and control the position of the electron and hole recombination center in the luminescent layer to occur at the central position of the luminescent layer, thereby effectively improving the efficiency and the service life of the device.
In the present invention, the "substituted or unsubstituted" group may be substituted with one substituent or may be substituted with a plurality of substituents, and when the number of substituents is plural (at least 2), the substituents may be the same or different substituents; when the following description refers to the same expression mode, the same meaning is provided, and the selection ranges of the substituents are shown above and are not repeated.
In the present invention, unless otherwise specified, the expression of chemical elements includes the concept of isotopes having the same chemical properties, for example, hydrogen (H) includes 1 H (protium), 2 H (deuterium, D), 3 H (tritium, T), and the like; carbon (C) includes 12C、13 C and the like.
In the present invention, unless otherwise specified, the heteroatom of the heteroaryl group is selected from N, O, S, P, B, si or an atom or group of atoms in Se, preferably N, O, S.
Further preferably, the first compound is a compound having a structure selected from any one of the following formulas (I-1), (I-2), (I-3), (I-4), (I-5), (I-6), (I-7), (I-8) and (I-9):
In the formula (I-1), the formula (I-2), the formula (I-3), the formula (I-4), the formula (I-5), the formula (I-6), the formula (I-7), the formula (I-8) and the formula (I-9), ar 1、L1、X1 is defined as in the formula (I);
i. j are each independently selected from integers from 0 to 3;
R c、Rd is each independently selected from one of hydrogen, halogen, substituted or unsubstituted C1-C10 chain alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C6-C30 aryl; when R c、Rd is each independently plural, adjacent R c are not connected or are connected to form a ring by chemical bond, and adjacent R d are not connected or are connected to form a ring by chemical bond;
The substituents in each of the above substituted or unsubstituted groups are each independently selected from one or a combination of at least two of halogen, cyano, nitro, hydroxy, amino, aldehyde, ester, C1-C30 chain alkyl, C1-C30 alkoxy, C3-C30 cycloalkyl, C2-C30 heterocycloalkyl, C6-C30 aryl, C3-C30 heteroaryl.
Still further preferably, in the above general formula (I), formula (I-1), formula (I-2), formula (I-3), formula (I-4), formula (I-5), formula (I-6), formula (I-7), formula (I-8) and formula (I-9), L 1 is a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group; more preferably, the L 1 is a single bond or phenylene.
Further preferably, in the above formula (I-1), formula (I-2), formula (I-3), formula (I-4), formula (I-5), formula (I-6), formula (I-7), formula (I-8) and formula (I-9), each R c、Rd is independently selected from one of hydrogen, C1-C10 chain alkyl, C3-C20 cycloalkyl, C3-C30 heteroaryl and C6-C30 aryl;
The X 1 is selected from N-Ar 2, O, S or CR 13R14, and the R 13R14 is independently selected from one of C1-C10 chain alkyl and C6-C30 aryl.
Further preferably, in formula (II-1), the ring A is absent or is a substituted or unsubstituted benzene ring;
Further preferably, both m 1 and m 2 are 0;
still further preferably, the formula (II-1) is selected from the following structures:
preferably, in the composition for an organic electroluminescent device according to the present invention, the first compound has any one of the structures as shown in A1 to a345 below:
Preferably, in the composition for an organic electroluminescent device according to the present invention, the second compound has any one of the structures shown as N1 to N447:
the invention also provides the use of such compositions as functional materials in organic electronic devices comprising: organic electroluminescent devices, optical sensors, solar cells, lighting elements, organic thin film transistors, organic field effect transistors, information labels, electronic artificial skin sheets, sheet scanners or electronic paper.
The invention also provides an organic electroluminescent device, which comprises a first electrode, a second electrode and one or more luminous functional layers inserted between the first electrode and the second electrode, wherein the luminous functional layers comprise the composition for the organic electroluminescent device;
Further, the luminescent functional layer comprises a luminescent main material and a luminescent dye, wherein the luminescent main material is the composition for the organic electroluminescent device.
Preferably, in the composition for an organic electroluminescent device, the mass ratio of the first compound to the second compound is (0.1-2): 1, for example, may be 0.2:1, 0.3:1, 0.4:1, 0.5:1, 0.6:1, 0.7:1, 0.8:1, 0.9:1, 1:1, 1.1:1, 1.2:1, 1.3:1, 1.4:1, 1.5:1, 1.6:1, 1.7:1, 1.8:1 or 1.9:1, etc., and further preferably (0.8-2): 1.
As a preferred technical scheme of the invention, the organic electroluminescent material is used as a main material of the light-emitting layer, the first compound (a first main material and a P-type main material) has good hole transmission capability and a higher space accumulation structure, and the second compound (a second main material and an N-type main material) has higher molecular plane unfolding property and good electron transmission capability, and the two materials are cooperatively compounded to balance the transmission of carriers and regulate and control the recombination center position of electrons and holes in the light-emitting layer to occur at the center position (far away from an electron blocking layer) of the light-emitting layer; thereby improving the luminous efficiency of the device and prolonging the service life.
Further preferably, the light emitting layer further includes a doping material. The mass percentage of the doping material in the light-emitting layer is 1-10%, for example, 2%, 3%, 4%, 5%, 6%, 7%, 8% or 9% and the like.
Preferably, the doping material is a phosphorescent doping material.
Preferably, the thickness of the light emitting layer is 5 to 50nm, for example, 5nm, 10nm, 12nm, 15nm, 18nm, 20nm, 22nm, 25nm, 28nm, 30nm, 32nm, 35nm, 38nm, 40nm, 42nm, 45nm, 48nm, 50nm, etc., and more preferably 20 to 50nm. Preferably, the thickness of the light-emitting functional layer is 10-50nm; more preferably, the thickness of the light emitting functional layer is 20 to 50nm.
Preferably, the organic layer further includes any one or a combination of at least two of a hole injection layer, a hole transport layer, an electron injection layer, a hole blocking layer, or an electron blocking layer.
In particular embodiments, a substrate may be used below the first electrode or above the second electrode. The substrates are all glass or polymer materials with excellent mechanical strength, thermal stability, water resistance and transparency. A Thin Film Transistor (TFT) may be provided on a substrate for a display.
The first electrode may be formed by sputtering or depositing a material serving as the first electrode on the substrate. When the first electrode is used as the anode, an oxide transparent conductive material such as Indium Tin Oxide (ITO), indium Zinc Oxide (IZO), tin dioxide (SnO 2), zinc oxide (ZnO), or the like, and any combination thereof may be used. When the first electrode is used as the cathode, metals or alloys such as magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), ytterbium (Yb), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), and any combinations thereof may be used.
The organic layer may be formed on the electrode by vacuum thermal evaporation, spin coating, printing, or the like. The compound used as the organic layer may be a small organic molecule, a large organic molecule, or a polymer, and combinations thereof.
The hole transport region is located between the anode and the light emitting layer. The hole transport region may be a Hole Transport Layer (HTL) of a single layer structure including a single layer hole transport layer containing only one compound and a single layer hole transport layer containing a plurality of compounds. The hole transport region may have a multilayer structure including at least one of a Hole Injection Layer (HIL), a Hole Transport Layer (HTL), and an Electron Blocking Layer (EBL); wherein the HIL is located between the anode and the HTL and the EBL is located between the HTL and the light emitting layer.
The material of the hole transport region may be selected from, but is not limited to, phthalocyanine derivatives such as CuPc, conductive polymers or conductive dopant containing polymers such as polystyrene, polyaniline/dodecylbenzenesulfonic acid (Pani/DBSA), poly (3, 4-ethylenedioxythiophene)/poly (4-styrenesulfonate) (PEDOT/PSS), polyaniline/camphorsulfonic acid (Pani/CSA), polyaniline/poly (4-styrenesulfonate) (Pani/PSS), aromatic amine derivatives; wherein the aromatic amine derivative includes compounds as shown below HT-1 to HT-52; or any combination thereof.
The hole injection layer is located between the anode and the hole transport layer. The hole injection layer may be a single compound material or a combination of a plurality of compounds. For example, the hole injection layer may employ one or more of the compounds HT-1 through HT-52 described above, or one or more of the compounds HI-1 through HI-3 described below; one or more compounds of HT-1 through HT-52 may also be used to dope one or more of HI-1 through HI-3 described below.
The luminescent layer comprises a Host material (Host, the organic electroluminescent material provided by the invention), and simultaneously comprises luminescent dyes (namely doping agents) capable of emitting different wavelength spectrums, and can be a single-color luminescent layer capable of emitting red, green, blue and the like. The plurality of monochromatic light emitting layers with different colors can be arranged in a plane according to the pixel pattern, or can be stacked together to form a color light emitting layer. When the light emitting layers of different colors are stacked together, they may be spaced apart from each other or may be connected to each other. The light emitting layer may be a single color light emitting layer capable of simultaneously emitting different colors such as red, green, and blue.
The luminescent layer material may be a phosphorescent electroluminescent material, according to different techniques. In an OLED device, a single light emitting technology may be used, or a combination of different light emitting technologies may be used. The different luminescent materials classified by the technology can emit light of the same color, and can also emit light of different colors.
In a specific embodiment of the present invention, the material of the light emitting layer is a phosphorescent host material, and the phosphorescent host material is the organic electroluminescent material provided by the present invention, and the organic electroluminescent material includes a combination of a first compound and a second compound.
In one aspect of the invention, the light-emitting layer employs phosphorescent electroluminescence technology. The luminescent layer phosphorescent dopant material thereof may be selected from, but is not limited to, one or more combinations of GPD-1 to GPD-47 listed below.
Wherein D is deuterium.
In one aspect of the invention, the light-emitting layer employs phosphorescent electroluminescence technology. The phosphor-doped material of the light emitting layer may be selected from, but is not limited to, one or more combinations of the RPD-1 through RPD-28 listed below.
In one aspect of the invention, the light-emitting layer employs phosphorescent electroluminescence technology. The phosphor doped material of the light emitting layer may be selected from, but not limited to, one or more combinations of YPD-1 through YPD-11 listed below.
The organic layer may further include an electron transport region between the light emitting layer and the cathode. The electron transport region may be an Electron Transport Layer (ETL) of a single layer structure including a single layer electron transport layer containing only one compound and a single layer electron transport layer containing a plurality of compounds. The electron transport region may also be a multi-layer structure including at least one of an Electron Injection Layer (EIL) and an Electron Transport Layer (ETL).
In one aspect of the invention, the electron transport layer material may be selected from, but is not limited to, combinations of one or more of ET-1 through ET-74 listed below.
In one aspect of the invention, a Hole Blocking Layer (HBL) is located between the electron transport layer and the light emitting layer. The hole blocking layer may employ, but is not limited to, one or more of the compounds ET-1 to ET-73 described above.
The device may further include an electron injection layer between the electron transport layer and the cathode, the electron injection layer material including, but not limited to, a combination of one or more of the following: liQ, liF, naCl, csF, li 2O、Cs2CO3, baO, na, li, ca, mg or Yb.
In a third aspect, the present invention provides a display apparatus comprising an organic electroluminescent device as described above.
Compared with the prior art, the invention has the following beneficial effects:
According to the composition for the organic electroluminescent device, through the compounding of the specific first compound and the specific second compound, the organic electroluminescent material has excellent photoelectric properties, and is particularly suitable for a luminescent layer of an organic electroluminescent device. In addition, the energy level difference of the composition used as a luminescent main material and a doping material is small, and the loss of energy in a luminescent layer in the transmission process can be ensured to be as small as possible, so that the utilization rate of excitons is improved, the luminous efficiency of an organic electroluminescent device is further improved, the excellent efficiency and stability of the organic electroluminescent device are ensured, and the service life of the device is obviously prolonged.
Drawings
Fig. 1 is a schematic structural view of an organic electroluminescent device according to an embodiment of the present invention;
The device comprises a 1-substrate, a 2-anode, a 3-hole injection layer, a 4-hole transport layer, a 5-electron blocking layer, a 6-luminescent layer, a 7-electron transport layer, an 8-electron injection layer, a 9-cathode and a 10-external power supply.
Detailed Description
The technical scheme of the invention is further described by the following specific embodiments. It will be apparent to those skilled in the art that the examples are merely to aid in understanding the invention and are not to be construed as a specific limitation thereof.
Example 1
An organic electroluminescent material and an organic electroluminescent device comprising the same; the organic electroluminescent material comprises a combination of a first compound A42 and a second compound N9, wherein the mass ratio of the first compound A42 to the second compound N9 is 1:1.
The organic electroluminescent device containing the organic electroluminescent material has a structure schematically shown in fig. 1, and comprises a substrate 1 (glass substrate), an anode 2 (ITO), a hole injection layer 3, a hole transport layer 4, an electron blocking layer 5, a light emitting layer 6, an electron transport layer 7, an electron injection layer 8 and a cathode 9 (Al) which are sequentially stacked; an external power supply 10 is applied between the anode 2 and the cathode 9.
The organic matter electroluminescent light device fabrication the method comprises the following steps:
(1) Ultrasonic treating the glass substrate coated with the ITO transparent conductive layer in a commercial cleaning agent, flushing in deionized water, ultrasonic degreasing in an acetone/ethanol mixed solvent, baking in a clean environment until the moisture is completely removed, cleaning with ultraviolet light and ozone, and bombarding the surface with a low-energy cation beam;
(2) Placing the glass substrate with the anode in a vacuum cavity, vacuumizing to less than 1X 10 -5 Pa, and vacuum evaporating a mixture of a compound HT-4:HI-3 (97/3,w/w) on the anode layer film to serve as a hole injection layer, wherein the evaporation rate is 0.1nm/s, and the thickness of an evaporation film is 10nm;
(3) Vacuum evaporating a compound HT-4 on the hole injection layer as a hole transport layer, wherein the evaporation rate is 0.1nm/s, and the total film thickness of the evaporation is 60nm;
(4) Vacuum evaporating a compound HT-52 on the hole transport layer as an electron blocking layer, wherein the evaporation rate is 0.1nm/s, and the total film thickness of the evaporation is 60nm;
(5) Vacuum evaporating a light-emitting layer of the device on the electron blocking layer, wherein the mass percentage of the doped material in the light-emitting layer is 3% by means of a ternary mixture of a main material of the light-emitting layer (the organic electroluminescent material, a42:n9=1:1) and the doped material (dye, RPD-18); the evaporation rate is 0.1nm/s, and the total film thickness of the evaporation is 40nm;
(6) Vacuum evaporating compound ET-74 on the luminous layer as a hole blocking layer, wherein the evaporation rate is 0.1nm/s, and the total film thickness of the evaporation is 5nm;
(7) Vacuum evaporating a compound ET-61:ET-57 (50/50, w/w) mixture on the hole blocking layer as an electron transport layer, wherein the evaporation rate is 0.1nm/s, and the total film thickness of the evaporation is 25nm;
(8) Vacuum evaporating LiF with the thickness of 1nm on the electron transport layer as an electron injection layer, wherein the evaporation rate is 0.1nm/s;
(9) And vacuum evaporating metal aluminum with the thickness of 150nm on the electron injection layer to serve as a cathode, wherein the evaporation rate is 1nm/s.
Thus, a sample of the organic electroluminescent device of example 1-1 was obtained.
Examples 2 to 15, comparative examples 1 to 4
An organic electroluminescent material and an organic electroluminescent device including the same, which are different from those of example 1 only in that the organic electroluminescent material (host material of the light emitting layer) is replaced with the material in table 1.
Performance test of organic electroluminescent device:
under the condition that the same brightness is 3000cd/m 2, the current density of the organic electroluminescent device is measured, and the ratio of the brightness to the current density is the current efficiency; the time taken for the device to decay from an initial luminance of 10000cd/m 2 to 9700cd/m 2 was recorded at a constant current to obtain a test value of LT97 lifetime.
The current efficiency and the LT97 life of the comparative example 1 are recorded as 1, and the current efficiency and the LT97 life of the other examples and the comparative examples are the ratios of the respective test values to the test value of the comparative example 1; the test results are shown in tables 1 and 2.
Table 1:
TABLE 2
As can be seen from the data in tables 1 and 2, the P-type host of formula (I) or the N-type host of formula (II) alone is inefficient and has a short lifetime due to the severe imbalance in carrier transport. In table 1, the P-type main body of the formula (I) and the N-type main body of the formula (II) are selected as the application of the mixed main body in the light-emitting layer, wherein the formula (I) has good hole transmission performance, the formula (II) has good electron transmission performance, and the matching use of the two main bodies balances the transmission of carriers, so that the carriers are compounded in the center of the light-emitting layer, the efficiency and the service life of the device are greatly improved; the experiment of proportion matching is carried out on two types of main materials in table 2, and the data can show that adjusting the proportion of the two main materials has a certain influence on the data of the device, but the whole change range is not large, and the performance is still due to the effect of the main materials when the main materials are independently used.
It can be seen that the present invention uses the organic electroluminescent material comprising the combination of the first compound and the second compound for the organic electroluminescent device, which can effectively improve the luminous efficiency of the device and the service life of the device, because the first or second compound, when used alone, has a luminescence recombination center near a Hole Blocking Layer (HBL) or an Electron Blocking Layer (EBL) due to unbalanced carrier transport, resulting in poor lifetime and low efficiency of the device; when the two are matched for use, the carriers are balanced, the recombination center of the light-emitting layer is far away from the EBL layer, the service life is greatly prolonged, meanwhile, the carrier recombination probability is improved, the TPQ caused by corresponding polarons is also reduced, and the efficiency is greatly improved.
The applicant states that the organic electroluminescent material and the organic electroluminescent device according to the present invention are described by the above examples, but the present invention is not limited to the above process steps, i.e. it does not mean that the present invention must be implemented by the above process steps. It should be apparent to those skilled in the art that any modification of the present invention, equivalent substitution of selected raw materials, addition of auxiliary components, selection of specific modes, etc. fall within the scope of the present invention and the scope of disclosure.

Claims (13)

1. A composition for an organic electroluminescent device, comprising a first compound having a structure represented by formula (I) and a second compound having a structure represented by formula (II):
In the formula (I), L 1 is one of single bond, substituted or unsubstituted C6-C30 arylene and substituted or unsubstituted C3-C30 heteroarylene;
In formula (Ia), X 1 and Y 1 are each independently a single bond, N-Ar 2, O, S or CR 13R14, and only one of X 1 and Y 1 is a single bond;
formula Ia is linked to any two adjacent groups in R 1-R8 of formula (I) via the position;
Ar 1、Ar2 is independently selected from one of substituted or unsubstituted C6-C30 aryl and substituted or unsubstituted C3-C30 heteroaryl;
R 1-R14 is independently selected from one of hydrogen, halogen, substituted or unsubstituted C1-C10 chain alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C6-C30 aryl, and any two adjacent substituents in R 1-R14 are not connected or bonded to each other to form a ring;
In the formula (II), ar is selected from substituted or unsubstituted C3-C30 nitrogen-containing heteroaryl;
L is selected from one of single bond, substituted or unsubstituted C6-C30 arylene, and substituted or unsubstituted C3-C30 heteroarylene;
The ring Cy has a structure as shown in formula (II-1):
the ring A exists or does not exist, when the ring A exists, the ring A is selected from one of a substituted or unsubstituted C6-C20 aromatic ring and a substituted or unsubstituted C3-C20 heteroaromatic ring;
R 1、R2 is each independently selected from one of halogen, cyano, substituted or unsubstituted C1-C30 chain alkyl, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl;
m 1 is an integer from 0 to 4, and m 2 is an integer from 0 to 6;
Each of the above-mentioned substituted or unsubstituted substituents is independently selected from one or a combination of at least two of halogen, cyano, nitro, hydroxy, amino, aldehyde, ester, C1-C30 chain alkyl, C1-C30 alkoxy, C3-C30 cycloalkyl, C2-C30 heterocycloalkyl, C6-C30 aryl, C3-C30 heteroaryl.
2. The composition for an organic electroluminescent device according to claim 1, wherein the first compound is a compound having a structure selected from any one of the following formulas (I-1), (I-2), (I-3), (I-4), (I-5), (I-6), (I-7), (I-8), (I-9):
In the formula (I-1), the formula (I-2), the formula (I-3), the formula (I-4), the formula (I-5), the formula (I-6), the formula (I-7), the formula (I-8) and the formula (I-9), ar 1、L1、X1 is defined as in the formula (I);
i. j are each independently selected from integers from 0 to 3;
R c、Rd is each independently selected from one of hydrogen, halogen, substituted or unsubstituted C1-C10 chain alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C6-C30 aryl; when R c、Rd is each independently plural, adjacent R c are not connected or are connected to form a ring by chemical bond, and adjacent R d are not connected or are connected to form a ring by chemical bond;
Each of the above-mentioned substituted or unsubstituted substituents is independently selected from one or a combination of at least two of halogen, cyano, nitro, hydroxy, amino, aldehyde, ester, C1-C30 chain alkyl, C1-C30 alkoxy, C3-C30 cycloalkyl, C2-C30 heterocycloalkyl, C6-C30 aryl, C3-C30 heteroaryl.
3. The composition for an organic electroluminescent device according to claim 1 or 2, wherein L 1 is a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group;
preferably, the L 1 is a single bond or phenylene.
4. The composition for an organic electroluminescent device according to claim 2, wherein each R c、Rd is independently selected from one of hydrogen, C1-C10 chain alkyl, C3-C20 cycloalkyl, C3-C30 heteroaryl, C6-C30 aryl;
The X 1 is selected from N-Ar 2, O, S or CR 13R14, and the R 13R14 is independently selected from one of C1-C10 chain alkyl and C6-C30 aryl.
5. The composition for an organic electroluminescent device according to claim 1, wherein in formula (II-1), the ring a is absent or is a substituted or unsubstituted benzene ring;
Preferably, both m 1 and m 2 are 0;
Still more preferably, the formula (II-1) is selected from the following structures:
6. the composition for an organic electroluminescent device according to claim 1, wherein the first compound has a structure represented by any one of the following formulas A1 to a 345:
7. The composition for an organic electroluminescent device according to claim 1, wherein the second compound has a structure represented by any one of the following formulas N1 to N447:
8. Use of the composition of any one of claims 1-7 as a functional material in an organic electronic device comprising: organic electroluminescent devices, optical sensors, solar cells, lighting elements, organic thin film transistors, organic field effect transistors, information labels, electronic artificial skin sheets, sheet scanners or electronic paper.
9. An organic electroluminescent device comprising a first electrode, a second electrode, and one or more light-emitting functional layers interposed between the first electrode and the second electrode, wherein the light-emitting functional layers comprise the composition for an organic electroluminescent device as described in claims 1 to 7;
Preferably, the light-emitting functional layer comprises a light-emitting host material and a light-emitting dye, and the light-emitting host material is the composition for an organic electroluminescent device as described in claims 1 to 7.
10. The organic electroluminescent device according to claim 9, wherein the mass ratio of the first compound to the second compound in the composition for an organic electroluminescent apparatus is (0.1-2) 1;
preferably, the mass ratio of the first compound to the second compound is (0.8-2): 1.
11. The organic electroluminescent device according to claim 9 or 10, wherein the thickness of the light-emitting functional layer is 5-50nm;
preferably, the thickness of the light-emitting functional layer is 10-50nm; more preferably, the thickness of the light emitting functional layer is 20 to 50nm.
12. The organic electroluminescent device according to claim 9, wherein the total amount of compounds in the light-emitting functional layer is set to 100%, and the mass percentage of the light-emitting dye is 1-10%;
Preferably, the luminescent dye is a phosphorescent dye.
13. A display device comprising the organic electroluminescent device according to any one of claims 9 to 12.
CN202211315388.5A 2022-10-26 2022-10-26 Composition for organic electroluminescent device and organic electroluminescent device Pending CN117998954A (en)

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