Aromatic amine compound, organic electroluminescent device and electronic device

Abstract

This application relates to the technical field of organic electroluminescent materials, and provides an arylamine compound, an organic electroluminescent device and an electronic device comprising the same. The arylamine compound of this application contains a [5]helicene group. When this compound is used as the host material of an organic electroluminescent device, the efficiency and lifespan of the device can be significantly improved.

Description

Technical Field

[0001] The present application relates to the technical field of organic electroluminescent materials, and particularly to an arylamine compound, an organic electroluminescent device and an electronic device comprising the same. Background Art

[0002] With the development of electronic technology and the progress of materials science, the application scope of electronic components for realizing electroluminescence or photoelectric conversion is becoming more and more extensive. An organic electroluminescent device (OLED) generally includes a cathode and an anode disposed opposite to each other, and a functional layer disposed between the cathode and the anode. The functional layer is composed of multiple organic or inorganic film layers, and generally includes an organic light-emitting layer, a hole transport layer, an electron transport layer, etc. When a voltage is applied between the two electrodes, an electric field is generated between the two electrodes. Under the action of the electric field, electrons on the cathode side move towards the electroluminescent layer, and holes on the anode side also move towards the light-emitting layer. The electrons and holes combine in the electroluminescent layer to form excitons. The excitons are in an excited state and release energy outward, thereby causing the electroluminescent layer to emit light externally.

[0003] In existing organic electroluminescent devices, the most prominent problems lie in lifespan and efficiency. With the large-scale application of displays, the driving voltage increases accordingly, and the luminous efficiency and current efficiency also need to be improved. Therefore, it is necessary to continue researching and developing new materials to further improve the performance of organic electroluminescent devices. Summary of the Invention

[0004] In view of the above problems existing in the prior art, the purpose of the present application is to provide an arylamine compound, an organic electroluminescent device and an electronic device comprising the same. The arylamine compound can be used in an organic electroluminescent device to improve the performance of the device.

[0005] According to the first aspect of the present application, there is provided an arylamine compound having a structure represented by Formula 1:

[0006]

[0007] Wherein, L1, L2 and L3 are the same or different, and each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms;

[0008] Ar1 and Ar2 are the same or different, and each independently selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms;

[0009] R1, R2, R3, R4 and R5 are the same or different and are each independently selected from hydrogen, deuterium, cyano, aryl having 6 to 20 carbon atoms, heteroaryl having 3 to 20 carbon atoms, alkyl having 1 to 10 carbon atoms, alkoxy having 1 to 10 carbon atoms, haloalkyl having 1 to 10 carbon atoms, trialkylsilyl having 3 to 12 carbon atoms, triphenylsilyl, cycloalkyl having 3 to 10 carbon atoms, trialkylsilyl having 3 to 12 carbon atoms, deuterated alkyl having 1 to 10 carbon atoms;

[0010] n1 and n5 are each independently selected from 0, 1, 2, 3 or 4; n2, n3 and n4 are each independently selected from 0, 1 or 2;

[0011] The substituents in L1, L2, L3, Ar1 and Ar2 are the same or different and are each independently selected from deuterium, fluorine, cyano, aryl having 6 to 20 carbon atoms, heteroaryl having 3 to 20 carbon atoms, alkyl having 1 to 10 carbon atoms, alkoxy having 1 to 10 carbon atoms, haloalkyl having 1 to 10 carbon atoms, trialkylsilyl having 3 to 12 carbon atoms, triphenylsilyl, cycloalkyl having 3 to 10 carbon atoms, trialkylsilyl having 3 to 12 carbon atoms, deuterated alkyl having 1 to 10 carbon atoms; Optionally, any two adjacent substituents in Ar1 and Ar2 form a saturated or unsaturated 3- to 15-membered ring.

[0012] According to the second aspect of the present application, there is provided an organic electroluminescent device, including an anode and a cathode disposed opposite to each other, and a functional layer disposed between the anode and the cathode; the functional layer contains the above-mentioned arylamine compound.

[0013] According to the third aspect of the present application, there is provided an electronic device, including the organic electroluminescent device described in the second aspect.

[0014] The compound of the present application is a triarylamine structure formed with [5]helicene as the mother nucleus. On the one hand, [5]helicene has a large conjugated plane and rigidity, and arylamine has excellent hole transport performance. After connecting [5]helicene and arylamine, the hole mobility of the material can be further improved. On the other hand, [5]helicene Due to the steric effect of hydrogen atoms, the first and fifth benzene rings at the ends of [5]helicene are in different planes, and thus form spatial planes with different angles within the molecule, which can effectively inhibit the stacking between molecules and improve the film-forming property of the material. When the compound of the present application is used as the hole-transporting host material in the hybrid host material, the balance of carriers in the light-emitting layer can be improved, the carrier utilization rate can be increased, the recombination region of carriers can be broadened, and thus the efficiency and lifetime of the device can be significantly improved. Description of the Drawings

[0015] The accompanying drawings are used to provide a further understanding of the present application and form a part of the description. Together with the following detailed implementation manners, they are used to explain the present application, but do not constitute a limitation to the present application.

[0016] Figure 1 It is a schematic structural diagram of an organic electroluminescent device according to an implementation manner of the present application.

[0017] Figure 2 It is a schematic structural diagram of an electronic device according to an implementation manner of the present application.

[0018] Reference numerals

[0019] 100, Anode; 200, Cathode; 300, Functional layer; 310, Hole injection layer

[0020] 321, Hole transport layer; 322, Hole adjustment layer; 330, Organic light-emitting layer; 340, Electron transport layer

[0021] 350, Electron injection layer; 400, Electronic device Detailed implementation manners

[0022] Exemplary implementation manners will now be described more fully with reference to the accompanying drawings. However, the exemplary implementation manners can be implemented in various forms and should not be construed as limited to the examples set forth herein; rather, these implementation manners are provided so that the present application will be more complete and comprehensive, and will fully convey the concept of the exemplary implementation manners to those skilled in the art. The features, structures, or characteristics described may be combined in any suitable manner in one or more implementation manners. In the following description, numerous specific details are provided to give a thorough understanding of the implementation manners of the present application.

[0023] In a first aspect, the present application provides an arylamine compound having a structure represented by Formula 1:

[0024]

[0025] Wherein, L1, L2, and L3 are the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroarylene having 3 to 30 carbon atoms;

[0026] Ar1 and Ar2 are the same or different and are each independently selected from a substituted or unsubstituted aryl having 6 to 30 carbon atoms and a substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms;

[0027] R1, R2, R3, R4 and R5 are the same or different and each independently selected from hydrogen, deuterium, cyano, aryl having 6 to 20 carbon atoms, heteroaryl having 3 to 20 carbon atoms, alkyl having 1 to 10 carbon atoms, alkoxy having 1 to 10 carbon atoms, haloalkyl having 1 to 10 carbon atoms, trialkylsilyl having 3 to 12 carbon atoms, triphenylsilyl, cycloalkyl having 3 to 10 carbon atoms, trialkylsilyl having 3 to 12 carbon atoms, deuterated alkyl having 1 to 10 carbon atoms;

[0028] n1 and n5 are each independently selected from 0, 1, 2, 3 or 4; n2, n3 and n4 are each independently selected from 0, 1 or 2;

[0029] The substituents in L1, L2, L3, Ar1 and Ar2 are the same or different and each independently selected from deuterium, fluorine, cyano, aryl having 6 to 20 carbon atoms, heteroaryl having 3 to 20 carbon atoms, alkyl having 1 to 10 carbon atoms, alkoxy having 1 to 10 carbon atoms, haloalkyl having 1 to 10 carbon atoms, trialkylsilyl having 3 to 12 carbon atoms, triphenylsilyl, cycloalkyl having 3 to 10 carbon atoms, trialkylsilyl having 3 to 12 carbon atoms, deuterated alkyl having 1 to 10 carbon atoms; optionally, any two adjacent substituents in Ar1 and Ar2 form a saturated or unsaturated 3- to 15-membered ring.

[0030] In the present application, the terms "optionally" and "optionally" mean that the subsequent described event or circumstance may or may not occur. For example, "optionally, any two adjacent substituents in Ar1 and Ar2 form a saturated or unsaturated 3- to 15-membered ring" includes both the scenario where any two adjacent substituents form a ring and the scenario where any two adjacent substituents exist independently of each other without forming a ring. "Any two adjacent" can include having two substituents on the same atom, and can also include having one substituent on each of two adjacent atoms; wherein, when having two substituents on the same atom, the two substituents can form a saturated or unsaturated spiro ring with the atom to which they are commonly attached; when having one substituent on each of two adjacent atoms, the two substituents can be fused into a ring.

[0031] In the present application, the description methods "each... independently is", "... are respectively independently" and "... each independently is" can be interchanged and should be understood in a broad sense, which can either mean that among different groups, the specific options expressed by the same symbol do not affect each other, or can also mean that within the same group, the specific options expressed by the same symbol do not affect each other. For example, Wherein, each q is independently 0, 1, 2 or 3, and each R” is independently selected from hydrogen, deuterium, fluorine, chlorine, which means that in formula Q-1, there are q substituents R” on the benzene ring, and each R” can be the same or different, and the options of each R” do not affect each other; in formula Q-2, there are q substituents R” on each benzene ring of the biphenyl, and the number q of the R” substituents on the two benzene rings can be the same or different, and each R” can be the same or different, and the options of each R” do not affect each other.

[0032] In the present application, the term "substituted or unsubstituted" means that the functional group described after this term may or may not have a substituent (hereinafter, for the sake of convenience of description, the substituent is collectively referred to as Rc). For example, "substituted or unsubstituted aryl" means aryl having a substituent Rc or aryl without a substituent. Among them, the above-mentioned substituent, i.e., Rc, can be, for example, deuterium, fluorine, cyano, heteroaryl, aryl, trialkylsilyl, alkyl, haloalkyl, cycloalkyl, etc. The number of substituents can be 1 or more.

[0033] In the present application, "a plurality of" means more than 2, such as 2, 3, 4, 5, 6, etc.

[0034] In the present application, the number of carbon atoms of a substituted or unsubstituted functional group refers to the total number of carbon atoms of the group and all its substituents. For example, if L1 is a substituted arylene with 12 carbon atoms, then the total number of carbon atoms of the arylene and its substituents is 12.

[0035] The hydrogen atoms in the compound structure of the present application include various isotope atoms of hydrogen element, such as hydrogen (H), deuterium (D) or tritium (T).

[0036] "D" in the chemical formula of the compound of the present application represents deuteration.

[0037] In the present application, aryl refers to an optionally functionalized or substituted group derived from an aromatic carbocyclic ring. The aryl can be a monocyclic aryl (such as phenyl) or a polycyclic aryl. In other words, the aryl can be a monocyclic aryl, a fused polycyclic aryl, two or more monocyclic aryls conjugated through carbon-carbon bonds, a monocyclic aryl and a fused polycyclic aryl conjugated through carbon-carbon bonds, or two or more fused polycyclic aryls conjugated through carbon-carbon bonds. That is, unless otherwise specified, two or more aromatic groups conjugated through carbon-carbon bonds can also be regarded as the aryl of the present application. Among them, the fused polycyclic aryl can include, for example, bicyclic fused aryl (such as naphthyl), tricyclic fused aryl (such as phenanthryl, fluorenyl, anthryl), etc. The aryl does not contain heteroatoms such as B, N, O, S, P, Se and Si. Examples of aryl include, but are not limited to, phenyl, naphthyl, fluorenyl, spirobifluorenyl, anthryl, phenanthryl, biphenyl, terphenyl, triphenylene, perylenyl, benzo[9,10]phenanthryl, pyrenyl, benzo[a]pyrenyl, Groups such as radicals.

[0038] In the present application, the arylene group involved refers to a divalent group formed by an aryl group further losing one or more hydrogen atoms.

[0039] In the present application, terphenyl includes

[0040] In the present application, the number of carbon atoms of the substituted or unsubstituted aryl group (arylene group) can be 6, 8, 10, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 30. In some embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group having 6 to 30 carbon atoms. In some other embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group having 6 to 25 carbon atoms. In some other embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group having 6 to 18 carbon atoms. In some other embodiments, the substituted or unsubstituted aryl group is a substituted or unsubstituted aryl group having 6 to 15 carbon atoms.

[0041] In the present application, the fluorenyl group can be substituted by one or more substituents. In the case where the fluorenyl group is substituted, the substituted fluorenyl group can be: etc., but not limited thereto.

[0042] In the present application, the aryl groups as substituents of L1, L2, L3, Ar1 and Ar2 are, for example but not limited to, phenyl, naphthyl, phenanthryl, biphenyl, fluorenyl, dimethylfluorenyl and the like.

[0043] In the present application, a heteroaryl group is a monovalent aromatic ring or its derivative containing 1, 2, 3, 4, 5 or 6 heteroatoms in the ring, and the heteroatoms can be one or more of B, O, N, P, Si, Se and S. The heteroaryl group can be a monocyclic heteroaryl group or a polycyclic heteroaryl group. In other words, the heteroaryl group can be a single aromatic ring system or a plurality of aromatic ring systems conjugated through carbon-carbon bonds, and any aromatic ring system is an aromatic monocyclic ring or an aromatic fused ring. Exemplarily, the heteroaryl group can include thienyl, furyl, pyrrolyl, imidazolyl, thiazolyl, oxazolyl, oxadiazolyl, triazolyl, pyridyl, bipyridyl, pyrimidinyl, triazinyl, acridinyl, pyridazinyl, pyrazinyl, quinolinyl, quinazolinyl, quinoxalinyl, phenoxazinyl, phthalazinyl, pyridopyrimidinyl, pyridopyrazinyl, pyrazinopyrazinyl, isoquinolinyl, indolyl, carbazolyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, benzocarbazolyl, benzothienyl, dibenzothienyl, thienothienyl, benzofuryl, phenanthrolinyl, isoxazolyl, thiadiazolyl, phenothiazinyl, silafuryl, dibenzofuryl, and N-phenylcarbazolyl, N-pyridylcarbazolyl, N-methylcarbazolyl, etc., and is not limited thereto.

[0044] In the present application, the heteroarylene involved refers to a divalent or polyvalent group formed by further removing one or more hydrogen atoms from a heteroaryl group.

[0045] In the present application, the number of carbon atoms of the substituted or unsubstituted heteroaryl group (heteroarylene) can be selected from 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30. In some embodiments, the substituted or unsubstituted heteroaryl group is a substituted or unsubstituted heteroaryl group with a total number of carbon atoms of 12 to 18. In other embodiments, the substituted or unsubstituted heteroaryl group is a substituted or unsubstituted heteroaryl group with a total number of carbon atoms of 5 to 12.

[0046] In the present application, heteroaryl groups as substituents of L1, L2, L3, Ar1, and Ar2 include, for example but not limited to, pyridyl, carbazolyl, dibenzothienyl, dibenzofuranyl, benzoxazolyl, benzothiazolyl, benzimidazolyl.

[0047] In the present application, the substituted heteroaryl group can be one or more hydrogen atoms in the heteroaryl group substituted by groups such as deuterium atoms, halogen groups, -CN, aryl groups, heteroaryl groups, trialkylsilyl groups, alkyl groups, cycloalkyl groups, haloalkyl groups, etc.

[0048] In the present application, the alkyl group with 1 to 10 carbon atoms can include a straight-chain alkyl group with 1 to 10 carbon atoms and a branched-chain alkyl group with 3 to 10 carbon atoms. The number of carbon atoms of the alkyl group can be, for example, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10. Specific examples of the alkyl group include but are not limited to, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, etc.

[0049] In the present application, the halogen group can be, for example, fluorine, chlorine, bromine, iodine.

[0050] In the present application, specific examples of the trialkylsilyl group include but are not limited to, trimethylsilyl, triethylsilyl, etc.

[0051] In the present application, specific examples of the haloalkyl group include but are not limited to, trifluoromethyl.

[0052] In the present application, the number of carbon atoms of the cycloalkyl group with 3 to 10 carbon atoms can be, for example, 3, 4, 5, 6, 7, 8, or 10. Specific examples of the cycloalkyl group include but are not limited to, cyclopentyl, cyclohexyl, adamantyl.

[0053] In the present application, the number of carbon atoms of the deuterated alkyl group with 1 to 10 carbon atoms is, for example, 1, 2, 3, 4, 5, 6, 7, 8, or 10. Specific examples of the deuterated alkyl group include but are not limited to, trideuteriomethyl.

[0054] In the present application, the number of carbon atoms in the haloalkyl group having 1 to 10 carbon atoms is, for example, 1, 2, 3, 4, 5, 6, 7, 8, or 10. Specific examples of the haloalkyl group include, but are not limited to, trifluoromethyl.

[0055] In the present application, a ring system formed by n atoms is an n-membered ring. For example, a phenyl group is a 6-membered ring. A 3- to 15-membered ring refers to a cyclic group having 3 to 15 ring atoms. Examples of the 3- to 15-membered ring include cyclopentane, cyclohexane, fluorene ring, benzene ring, and the like.

[0056] In the present application, refers to a chemical bond that connects to other groups.

[0057] In the present application, the non-positioning connecting bond refers to a single bond extending from the ring system which means that one end of the connecting bond can be connected to any position in the ring system penetrated by the bond, and the other end is connected to the rest of the compound molecule. For example, as shown in the following formula (f), the naphthyl group represented by formula (f) is connected to other positions of the molecule through two non-positioning connecting bonds penetrating the bicyclic ring, and the meaning it represents includes any possible connecting manner shown in formulas (f-1) to (f-10):

[0058]

[0059] For another example, as shown in the following formula (X′), the dibenzofuranyl group represented by formula (X′) is connected to other positions of the molecule through a non-positioning connecting bond extending from the middle of one benzene ring, and the meaning it represents includes any possible connecting manner shown in formulas (X′-1) to (X′-4):

[0060]

[0061] The non-positioning substituent in the present application refers to a substituent connected by a single bond extending from the center of the ring system, which means that the substituent can be connected to any possible position in the ring system. For example, as shown in the following formula (Y), the substituent R′ represented by formula (Y) is connected to the quinoline ring through a non-positioning connecting bond, and the meaning it represents includes any possible connecting manner shown in formulas (Y-1) to (Y-7):

[0062]

[0063] In some embodiments, formula 1 is specifically selected from the structures shown in formulas 1-1 to 1-7:

[0064]

[0065]

[0066] In some embodiments, Ar1 and Ar2 are each independently selected from substituted or unsubstituted aryl groups having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, or 30 carbon atoms, and substituted or unsubstituted heteroaryl groups having 3, 4, 5, 6, 7, 8, 9, 10, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, or 30 carbon atoms.

[0067] Optionally, Ar1 and Ar2 are each independently selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted phenanthryl, substituted or unsubstituted anthryl, substituted or unsubstituted pyrenyl, substituted or unsubstituted triphenylenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted carbazolyl.

[0068] In some embodiments, Ar1 and Ar2 are each independently selected from substituted or unsubstituted aryl groups having 6 to 25 carbon atoms and substituted or unsubstituted heteroaryl groups having 12 to 18 carbon atoms.

[0069] In some embodiments, the substituents in Ar1 and Ar2 are each independently selected from deuterium, fluorine, cyano, haloalkyl groups having 1 to 4 carbon atoms, deuterated alkyl groups having 1 to 4 carbon atoms, alkyl groups having 1 to 4 carbon atoms, cycloalkyl groups having 5 to 10 carbon atoms, aryl groups having 6 to 12 carbon atoms, heteroaryl groups having 5 to 12 carbon atoms, trialkylsilyl groups having 3 to 8 carbon atoms. Optionally, any two adjacent substituents in Ar1 and Ar2 form a benzene ring or a fluorene ring.

[0070] Optionally, the substituents in Ar1 and Ar2 are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, trimethyl-deuterated methyl, cyclopentyl, cyclohexyl, phenyl, naphthyl, biphenyl, pyridyl, dibenzofuranyl, dibenzothiophenyl, or trimethylsilyl; optionally, any two adjacent substituents in Ar1 and Ar2 form a benzene ring, a cyclopentane, a cyclohexane, or a fluorene ring.

[0071] In some embodiments, Ar1 and Ar2 are each independently selected from substituted or unsubstituted group W, and the unsubstituted group W is selected from the group consisting of the following groups:

[0072]

[0073] The substituted group W has one or more than two substituents, and each substituent is independently selected from deuterium, fluorine, cyano, trimethylsilyl, trifluoromethyl, cyclopentyl, cyclohexyl, methyl, ethyl, isopropyl, tert-butyl, phenyl, naphthyl, pyridyl, dibenzofuranyl, dibenzothiophenyl, carbazolyl, and when the number of substituents in group W is greater than 1, each substituent is the same or different.

[0074] In some embodiments, Ar1 and Ar2 are each independently selected from the following groups:

[0075]

[0076] In some embodiments, L1, L2 and L3 are each independently selected from a single bond, a substituted or unsubstituted arylene having 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29 or 30 carbon atoms, and a substituted or unsubstituted heteroarylene having 3, 4, 5, 6, 7, 8, 9, 10, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29 or 30 carbon atoms.

[0077] In some embodiments, L1, L2 and L3 are each independently selected from a single bond, a substituted or unsubstituted arylene having 6 to 15 carbon atoms, and a substituted or unsubstituted heteroarylene having 12 to 18 carbon atoms.

[0078] In some embodiments, the substituents in L1, L2 and L3 are each independently selected from deuterium, fluorine, cyano, a haloalkyl having 1 to 4 carbon atoms, a deuterated alkyl having 1 to 4 carbon atoms, an alkyl having 1 to 4 carbon atoms, an aryl having 6 to 10 carbon atoms, and a trialkylsilyl having 3 to 8 carbon atoms.

[0079] In some embodiments, L1, L2 and L3 are each independently selected from a single bond, a substituted or unsubstituted phenylene, a substituted or unsubstituted naphthylene, a substituted or unsubstituted biphenylene, a substituted or unsubstituted fluorenylene, a substituted or unsubstituted phenanthrylene, a substituted or unsubstituted anthrylene, a substituted or unsubstituted carbazolylene, a substituted or unsubstituted dibenzothiophenylene, and a substituted or unsubstituted dibenzofuranylene.

[0080] Optionally, the substituents in L1, L2 and L3 are each independently selected from deuterium, fluorine, cyano, trimethylsilyl, trideuteriomethyl, trifluoromethyl, methyl, ethyl, isopropyl, tert-butyl, phenyl or naphthyl.

[0081] In some embodiments, L1 is selected from a single bond, phenylene, deuterated phenylene or naphthylene.

[0082] In some embodiments, L1 is selected from a single bond or the following groups:

[0083]

[0084] In some embodiments, L2 and L3 are each independently selected from a single bond, a substituted or unsubstituted phenylene, a substituted or unsubstituted naphthylene, a substituted or unsubstituted biphenylene, a substituted or unsubstituted carbazolylene, a substituted or unsubstituted dibenzothiophenylene, a substituted or unsubstituted dibenzofuranylene.

[0085] Optionally, the substituents in L2 and L3 are each independently selected from deuterium, fluorine, cyano, trimethylsilyl, trideuteriomethyl, trifluoromethyl, methyl, ethyl, isopropyl, tert-butyl or phenyl.

[0086] In some embodiments, L2 and L3 are each independently selected from a single bond or the following groups:

[0087]

[0088] In some embodiments, are each independently selected from the following groups:

[0089]

[0090]

[0091] In some embodiments, R1, R2, R3, R4 and R5 are the same or different and are each independently selected from deuterium, cyano, trideuteriomethyl, trimethylsilyl, trifluoromethyl, methyl, ethyl, isopropyl, tert-butyl, phenyl or naphthyl.

[0092] In some embodiments, is selected from the following groups:

[0093]

[0094]

[0095] In some embodiments, the arylamine compound is selected from the group consisting of the following compounds:

[0096]

[0097]

[0098]

[0099]

[0100]

[0101]

[0102]

[0103]

[0104]

[0105]

[0106]

[0107]

[0108]

[0109] In a second aspect, the present application provides an organic electroluminescent device, comprising an anode, a cathode, and a functional layer disposed between the anode and the cathode; wherein the functional layer contains the arylamine compound described in the first aspect of the present application.

[0110] The arylamine compound provided by the present application can be used to form at least one organic film layer in the functional layer to improve characteristics such as the luminous efficiency and lifespan of the organic electroluminescent device.

[0111] Optionally, the functional layer includes an organic light-emitting layer, and the organic light-emitting layer includes the arylamine compound. Among them, the organic light-emitting layer can be composed of the arylamine compound provided by the present application, or can be composed of the arylamine compound provided by the present application and other materials together.

[0112] Optionally, the functional layer further includes a hole transport layer (also known as the first hole transport layer) and a hole adjustment layer (also known as the second hole transport layer). The hole transport layer is located between the anode and the organic light-emitting layer, and the hole adjustment layer is located between the hole transport layer and the organic light-emitting layer. In some embodiments, the hole adjustment layer is composed of the arylamine compound provided by the present application, or is composed of the arylamine compound provided by the present application and other materials together.

[0113] According to a specific embodiment, the organic electroluminescent device is as Figure 1 shown, and includes an anode 100, a hole injection layer 310, a hole transport layer 321, a hole adjustment layer 322, an organic light-emitting layer 330, an electron transport layer 340, an electron injection layer 350, and a cathode 200 that are sequentially stacked.

[0114] In this application, the anode 100 includes an anode material, which is preferably a material with a large work function (work function) that helps hole injection into the functional layer. Specific examples of the anode material include: metals such as nickel, platinum, vanadium, chromium, copper, zinc, and gold, or their alloys; metal oxides such as zinc oxide, indium oxide, indium tin oxide (ITO), and indium zinc oxide (IZO); combinations of metals and oxides such as ZnO:Al or SnO2:Sb; or conductive polymers such as poly(3-methylthiophene), poly[3,4-(ethylenedioxy)thiophene] (PEDT), polypyrrole, and polyaniline, but not limited thereto. Preferably, a transparent electrode including indium tin oxide (ITO) is included as the anode.

[0115] In this application, the hole transport layer and the hole adjustment layer may each include one or more hole transport materials, and the hole transport materials may be selected from carbazole polymers, carbazole-linked triarylamine compounds, or other types of compounds, and may specifically be selected from the following compounds or any combination thereof:

[0116]

[0117] In one embodiment, the hole transport layer 321 is composed of α-NPD.

[0118] In one embodiment, the hole adjustment layer 322 is composed of HT-2.

[0119] Optionally, a hole injection layer 310 is further provided between the anode 100 and the hole transport layer 321 to enhance the ability to inject holes into the hole transport layer 321. The hole injection layer 310 may be selected from benzidine derivatives, starburst arylamine compounds, phthalocyanine derivatives, or other materials, and this application does not make special restrictions thereon. The material of the hole injection layer 310 is, for example, selected from the following compounds or any combination thereof;

[0120]

[0121]

[0122] In one embodiment of this application, the hole injection layer 310 is composed of PD.

[0123] Optionally, the organic light-emitting layer 330 may be composed of a single light-emitting material, or may include a host material and a guest material. Optionally, the organic light-emitting layer 330 is composed of a host material and a guest material. The holes injected into the organic light-emitting layer 330 and the electrons injected into the organic light-emitting layer 330 can recombine in the organic light-emitting layer 330 to form excitons. The excitons transfer energy to the host material, and the host material transfers energy to the guest material, so that the guest material can emit light.

[0124] The host material of the organic light-emitting layer 330 may include metal chelate compounds, distyryl derivatives, aromatic amine derivatives, dibenzofuran derivatives, or other types of materials. The host material of the organic light-emitting layer 330 may be a compound, or a combination of two or more compounds. Optionally, the host material includes the arylamine compound of the present application.

[0125] The guest material of the organic light-emitting layer 330 may be a compound having a condensed aryl ring or a derivative thereof, a compound having a heteroaryl ring or a derivative thereof, an aromatic amine derivative, or other materials, and the present application does not make special restrictions thereon. The guest material is also called a doping material or a dopant. According to the emission type, it can be divided into a fluorescent dopant and a phosphorescent dopant. Specific examples of the phosphorescent dopant include, but are not limited to,

[0126]

[0127] In one embodiment of the present application, the organic electroluminescent device is a red organic electroluminescent device. In a more specific embodiment, the host material of the organic light-emitting layer 330 includes the arylamine compound of the present application. The guest material may be, for example, RD-1.

[0128] The electron transport layer 340 may be a single-layer structure or a multi-layer structure, and may include one or more electron transport materials. The electron transport materials may be selected from, but are not limited to, LiQ, benzimidazole derivatives, oxadiazole derivatives, quinoxaline derivatives, or other electron transport materials, and the present application does not make special limitations thereon. The material of the electron transport layer 340 includes, but is not limited to, the following compounds:

[0129]

[0130] In one embodiment of the present application, the electron transport layer 340 is composed of ET-1 and LiQ.

[0131] In the present application, the cathode 200 includes a cathode material, which is a material with a small work function that helps inject electrons into the functional layer. Specific examples of the cathode material include, but are not limited to, metals such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin, and lead, or their alloys; or multilayer materials such as LiF / Al, Liq / Al, LiO2 / Al, LiF / Ca, LiF / Al, and BaF2 / Ca. Optionally, a metal electrode containing magnesium and silver is included as the cathode.

[0132] Optionally, an electron injection layer 350 is further provided between the cathode 200 and the electron transport layer 340 to enhance the ability to inject electrons into the electron transport layer 340. The electron injection layer 350 may include inorganic materials such as alkali metal sulfides and alkali metal halides, or may include complexes of alkali metals and organic substances. In one embodiment of the present application, the electron injection layer 350 includes ytterbium (Yb).

[0133] The third aspect of the present application provides an electronic device, including the organic electroluminescent device described in the second aspect of the present application.

[0134] According to one embodiment, as Figure 2 shown, the provided electronic device is the electronic device 400, which includes the above-mentioned organic electroluminescent device. The electronic device 400 may be, for example, a display device, a lighting device, an optical communication device, or other types of electronic devices, and may include, for example, but are not limited to, a computer screen, a mobile phone screen, a television, an electronic paper, an emergency lighting lamp, an optical module, etc.

[0135] The synthesis method of the arylamine compound of the present application will be specifically described below in combination with synthesis examples, but the present application is not limited thereby.

[0136] Synthesis Example

[0137] Those skilled in the art should recognize that the chemical reactions described in the present application can be used to appropriately prepare many arylamine compounds of the present application, and other methods for preparing the compounds of the present application are considered to be within the scope of the present application. For example, the synthesis of those non-illustrative compounds according to the present application can be successfully completed by those skilled in the art through modification methods, such as appropriately protecting interfering groups, by using other known reagents in addition to those described in the present application, or making some conventional modifications to the reaction conditions. Compounds for which the synthesis method is not mentioned in the present application are all raw material products obtained through commercial channels.

[0138] Synthesis of Sub-a1:

[0139]

[0140] Under a nitrogen atmosphere, RM-1 (CAS: 1427675-68-0, 13.41 g, 50 mmol), 1-iodo-3-bromonaphthalene (16.64 g, 50 mmol), tetrakis(triphenylphosphine)palladium (0.58 g, 0.5 mmol), tetrabutylammonium bromide (1.61 g, 5 mmol), anhydrous sodium carbonate (10.6 g, 100 mmol), toluene (140 mL), absolute ethanol (35 mL) and deionized water (35 mL) were successively added to a 500 mL three-necked flask. Stirring and heating were started, and the temperature was raised to reflux for 16 h. After the system was cooled to room temperature, it was extracted with dichloromethane (100 mL × 3 times). The organic phases were combined and dried over anhydrous magnesium sulfate. After filtration, the solvent was removed by distillation under reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography using n-heptane as the mobile phase to obtain a white solid Sub-a1 (13.31 g, yield 62%).

[0141] Referring to the synthesis method of Sub-a1, Reactant A shown in Table 1 was used to replace 1-iodo-3-bromonaphthalene to synthesize Sub-a2 to Sub-a4.

[0142] Table 1: Synthesis of Sub-a2 to Sub-a4

[0143]

[0144] Synthesis of Sub-b1:

[0145]

[0146] Under a nitrogen atmosphere, Sub-a1 (21.47 g, 50 mmol), tetrabutylammonium fluoride (1.0 M tetrahydrofuran solution, 150 mL) and deionized water (150 mL) were successively added to a 500 mL three-necked flask. Stirring was carried out at room temperature for 2 h. After the reaction was completed, it was extracted with dichloromethane (50 mL × 3 times). The organic phases were combined and dried over anhydrous magnesium sulfate. After filtration, the solvent was removed by distillation under reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography using n-heptane as the mobile phase to obtain a white solid Sub-b1 (15.72 g, yield 88%).

[0147] Referring to the synthesis method of Sub-b1, Reactant B shown in Table 2 was used to replace Sub-a1 to synthesize Sub-b2 to Sub-b4.

[0148] Table 2: Synthesis of Sub-b2 to Sub-b4

[0149]

[0150]

[0151] Synthesis of Sub-c1:

[0152]

[0153] Under a nitrogen atmosphere, Sub-b1 (17.86 g, 50 mmol), platinum dichloride (0.916 g, 0.66 g, 2.5 mmol), and toluene (180 mL) were successively added to a 500 mL three-necked flask. The temperature was raised to reflux, and the mixture was stirred and reacted for 24 hours. After the system was cooled to room temperature, it was extracted with dichloromethane (100 mL × 3 times). The organic phases were combined and dried over anhydrous magnesium sulfate. After filtration, the solvent was removed by distillation under reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography using n-heptane as the mobile phase to obtain a white solid Sub-c1 (13.93 g, yield 78%).

[0154] With reference to the synthesis method of Sub-c1, Reactant C shown in Table 3 was used to replace Sub-b1 to synthesize Sub-c2 to Sub-c4.

[0155] Table 3: Synthesis of Sub-c2 to Sub-c4

[0156]

[0157] Synthesis of Sub-c5:

[0158]

[0159] Under a nitrogen atmosphere, Compound RM-2 (CAS: 221683-77-8, 8.93 g, 25 mmol) and 200 mL of benzene-d6 were added to a 100 mL three-necked flask. After the temperature was raised to 60 °C, trifluoromethanesulfonic acid (22.51 g, 150 mmol) was added thereto, and the temperature was further raised to boiling and stirred for 24 hours. After the reaction system was cooled to room temperature, 50 mL of heavy water was added thereto. After stirring for 10 minutes, a saturated aqueous solution of K3PO4 was added to neutralize the reaction solution. The organic layer was extracted with dichloromethane (50 mL × 3 times). The organic phases were combined and dried over anhydrous sodium sulfate. After filtration, the solvent was removed by distillation under reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography using n-heptane / dichloromethane as the mobile phase to obtain a white solid Sub-c5 (5.37 g, yield 58%).

[0160] Synthesis of Sub-d1:

[0161]

[0162] Under a nitrogen atmosphere, RM-2 (CAS: 221683-77-8, 17.86 g, 50 mmol), 4-chlorophenylboronic acid (8.60 g, 55 mmol), tetrakis(triphenylphosphine)palladium(0) (0.58 g, 0.5 mmol), tetrabutylammonium bromide (1.61 g, 5 mmol), anhydrous potassium carbonate (13.82 g, 100 mmol), toluene (180 mL), absolute ethanol (45 mL) and deionized water (45 mL) were successively added to a 500 mL three-necked flask. Stirring and heating were started, and the temperature was raised to reflux for reaction for 16 h. After the system was cooled to room temperature, it was extracted with dichloromethane (100 mL × 3 times). The organic phases were combined and dried over anhydrous magnesium sulfate. After filtration, the solvent was removed by distillation under reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography using n-heptane / ethyl acetate as the mobile phase to obtain a white solid Sub-d1 (15.94 g, yield 82%).

[0163] With reference to the synthesis method of Sub-d1, Reactant D shown in Table 4 was used to replace RM-2, and Reactant E was used to replace 4-chlorophenylboronic acid to synthesize Sub-d2 and Sub-d23.

[0164] Table 4: Synthesis of Sub-d2 to Sub-d23

[0165]

[0166]

[0167]

[0168] Synthesis of Sub-e1:

[0169]

[0170] Under a nitrogen atmosphere, 3-aminobiphenyl (9.31 g, 55 mmol), RM-3 (CAS: 2229864-78-0, 16.15 g, 50 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.916 g, 1 mmol), (2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl) (0.95 g, 2 mmol), sodium tert-butoxide (9.61 g, 100 mmol) and toluene (160 mL) were successively added to a 250 mL three-necked flask. The temperature was raised to reflux and stirred overnight. After the system was cooled to room temperature, the reaction solution was poured into 250 mL of deionized water, stirred well for 30 minutes, filtered by suction, and the filter cake was washed with deionized water until neutral, and then washed with absolute ethanol (200 mL) to remove moisture to obtain a crude product; the crude product was purified by silica gel column chromatography using dichloromethane / n-heptane as the mobile phase to obtain a white solid Sub-e1 (15.0 g; yield 73%).

[0171] With reference to Sub-e1 and the synthesis method, Reactant F shown in Table 5 was used to replace 3-aminobiphenyl, and Reactant G was used to replace RM-3 to synthesize Sub-e2 to Sub-e7.

[0172] Table 5: Synthesis of Sub-e2 to Sub-e7

[0173]

[0174] Synthesis of Compound 6:

[0175]

[0176] Under a nitrogen atmosphere, RM-4 (CAS: 694502-86-8, 10.72 g, 30 mmol), RM-5 (CAS: 850181-65-6, 9.42 g, 33 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.55 g, 0.6 mmol), (2-bis(cyclohexylphosphino)-2′,6′-dimethoxybiphenyl (0.49 g, 1.2 mmol), sodium tert-butoxide (5.77 g, 60 mmol) and xylene (120 mL) were successively added to a 250 mL three-necked flask. The temperature was raised to reflux and the reaction was stirred overnight. After the system was cooled to room temperature, it was extracted with dichloromethane (100 mL × 3 times). The organic phases were combined, dried over anhydrous magnesium sulfate, filtered, and the solvent was removed by distillation under reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography using dichloromethane / n-heptane as the mobile phase to obtain white solid Compound 6 (12.97 g, yield 77%, m / z = 600.2 [M+H] + )

[0177] With reference to the synthesis of Compound 6, Reactant H shown in Table 6 was used to replace RM-4, and Reactant J was used to replace RM-5 to synthesize the compounds of the present application in Table 6.

[0178] Table 6: Synthesis of the Compounds of the Present Application

[0179]

[0180]

[0181]

[0182]

[0183]

[0184]

[0185]

[0186]

[0187]

[0188]

[0189] 1H NMR data of some compounds:

[0190] 1H NMR of Compound 193: 1 H-NMR(400MHz,Methylene-Chloride-D2)δppm 8.00 - 7.89(m,5H),7.83(d,1H),7.75(d,1H),7.71 - 7.45(m,9H),7.44 - 7.25(m,7H),7.21 - 7.12(m,4H),7.11(s,1H),7.06(s,1H),6.98(t,1H),6.93(s,1H),6.87(d,1H),6.54(d,1H);

[0191] 1H NMR of Compound 344: 1 H-NMR(400MHz,Methylene-Chloride-D2)δppm 8.58(s,1H),8.00 - 7.80(m,11H),7.57(t,1H),7.49 - 7.32(m,9H),7.27 - 7.15(m,6H),6.99(s,1H),6.94(s,1H),6.80(d,1H),6.69(d,1H),6.39(d,1H);

[0192] 1H NMR of Compound 433: 1 H-NMR(400MHz,Methylene-Chloride-D2)δppm 7.98(d,1H),7.95 - 7.87(m,3H),7.85 - 7.73(m,6H),7.71 - 7.65(m,3H),7.62 - 7.44(m,6H),7.43 - 7.33(m,6H),7.28(d,1H),7.07(s,1H),7.01 - 6.96(m,2H),6.72(d,1H),6.62(d,1H).

[0193] Preparation and evaluation of organic light-emitting devices:

[0194] Example 1: Preparation of a red organic light-emitting device

[0195] First, the anode was pretreated through the following process: with thicknesses in sequence of On the ITO / Ag / ITO substrate, surface treatment is carried out using ultraviolet ozone and O2:N2 plasma to increase the work function of the anode. The surface of the ITO substrate is cleaned with an organic solvent to remove impurities and oil stains on the surface of the ITO substrate.

[0196] On the experimental substrate (anode), PD:α-NPD is co-evaporated at a deposition rate ratio of 2%:98% to form a hole injection layer (HIL) with a thickness of Then, α-NPD is vacuum-evaporated on the hole injection layer to form a hole transport layer with a thickness of

[0197] Compound HT-2 is vacuum-evaporated on the hole transport layer to form a hole adjustment layer with a thickness of

[0198] Next, on the hole adjustment layer, compound 6:RH-N:RD-1 is co-evaporated at a deposition rate ratio of 49%:49%:2% to form a red light emitting layer (EML) with a thickness of

[0199] On the light emitting layer, compound ET-1 and LiQ are mixed at a weight ratio of 1:1 and evaporated to form an electron transport layer (ETL) with a thickness of Yb is evaporated on the electron transport layer to form an electron injection layer (EIL) with a thickness of Then, magnesium (Mg) and silver (Ag) are mixed at a deposition rate ratio of 1:9 and vacuum-evaporated on the electron injection layer to form a cathode with a thickness of

[0200] In addition, CP-1 with a thickness of is vacuum-evaporated on the above-mentioned cathode, thus completing the fabrication of the red organic light-emitting device.

[0201] In addition, CP-1 is vacuum-evaporated on the above-mentioned cathode to form a covering layer with a thickness of thus completing the fabrication of the red organic light-emitting device.

[0202] Examples 2 to 66

[0203] Except that when fabricating the light emitting layer, compound X in Table 7 below is used to replace compound 6 in Example 1, an organic light-emitting device is prepared using the same method as in Example 1.

[0204] Comparative Examples 1 to 4

[0205] Except that when fabricating the light emitting layer, compound A, compound B, compound C, and compound D are used to replace compound 6 in Example 1 respectively, an organic light-emitting device is prepared using the same method as in Example 1.​​​​

[0206] Among them, in the examples and comparative examples, the structures of the compounds used are as follows:

[0207]

[0208] The performance of the red organic light-emitting devices prepared in Examples 1 to 66 and Comparative Examples 1 to 4 was tested. Specifically, the IVL performance of the devices was tested under the condition of 10 mA / cm 2 The device lifetime was tested under the condition of 20 mA / cm 95 The test results are shown in Table 7. 2

[0209] Table 7

[0210]

[0211]

[0212]

[0213] As can be seen from Table 7 above, when the compounds of the present application are used as the host materials of the red organic light-emitting devices, in Examples 1 to 66 compared with Comparative Examples 1 to 4, the luminous efficiency is increased by at least 10.4%, and the lifetime is increased by at least 13.8%.

[0214] The compound structure of the present application includes a compound in which [5]helicene is used as the mother nucleus to connect arylamine. [5]Helicene has a large conjugated plane and rigidity, which is helpful for intermolecular packing. After connecting it with arylamine, it is helpful to improve the hole mobility of the material; at the same time, in addition, due to the steric effect of hydrogen atoms, the two benzene rings at the end of [5]helicene are not in the same plane, which can inhibit the intermolecular packing to a certain extent and improve the film-forming property of the material; [5]Helicene as the mother nucleus combined with the triarylamine group can also make the overall first triplet energy level (T1) of the compound at a suitable level, which is conducive to the energy transfer in the light-emitting layer and avoids the aggregation between molecules. When the compound of the present application is used as the hole-transporting host material in the hybrid host material, it can improve the balance of carriers in the light-emitting layer, improve the carrier utilization rate, broaden the carrier recombination region, and thus significantly improve the efficiency and lifetime of the device.

[0215] The preferred embodiments of the present invention have been described in detail above in conjunction with the accompanying drawings. However, the present invention is not limited to the specific details in the above embodiments. Within the scope of the technical concept of the present invention, various simple modifications can be made to the technical solutions of the present invention, and these simple modifications all belong to the protection scope of the present invention.​

Claims

1. An aromatic amine compound, characterized in that The arylamine compound has a structure represented by Formula 1: Wherein, L1, L2 and L3 are the same or different, and each independently selected from a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted fluorenylene group, a substituted or unsubstituted phenanthrylene group, a substituted or unsubstituted anthrylene group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzothiophene group, a substituted or unsubstituted dibenzofuran group; The substituents in L1, L2 and L3 are each independently selected from deuterium, fluorine, cyano group, trimethylsilyl group, trideuteriomethyl group, trifluoromethyl group, methyl group, ethyl group, isopropyl group, tert-butyl group, phenyl group or naphthyl group; Ar1 and Ar2 are the same or different, and each independently selected from a substituted or unsubstituted group W, and the unsubstituted group W is selected from the group consisting of the following groups: The substituted group W has one or more than two substituents, and each substituent is independently selected from deuterium, fluorine, cyano group, trimethylsilyl group, trifluoromethyl group, cyclopentyl group, cyclohexyl group, methyl group, ethyl group, isopropyl group, tert-butyl group, phenyl group, naphthyl group, pyridyl group, dibenzofuran group, dibenzothiophene group, carbazolyl group, and when the number of substituents in the group W is greater than 1, each substituent is the same or different; R1, R2, R3, R4 and R5 are the same or different, and each independently selected from deuterium, cyano group, trideuteriomethyl group, trimethylsilyl group, trifluoromethyl group, methyl group, ethyl group, isopropyl group, tert-butyl group, phenyl group or naphthyl group; n1 and n5 are each independently selected from 0, 1, 2, 3 or 4; n2, n3 and n4 are each independently selected from 0, 1 or 2.

2. The arylamine compound according to claim 1, wherein Each independently selected from the following groups:

3. The arylamine compound according to claim 1, wherein, L1 is selected from a single bond or the following groups:

4. The arylamine compound according to claim 1, wherein L2 and L3 are each independently selected from a single bond or the following groups:

5. The arylamine compound according to claim 1, wherein Selected from the following groups:

6. The arylamine compound according to claim 1, wherein, The arylamine compound is selected from the group consisting of the following compounds:

7. An organic electroluminescent device, comprising an anode and a cathode disposed opposite to each other, and a functional layer disposed between the anode and the cathode; characterized in that, The functional layer contains the arylamine compound according to any one of claims 1 to 6.

8. The organic electroluminescent device according to claim 7, wherein, The functional layer includes an organic light-emitting layer, and the organic light-emitting layer contains the arylamine compound.

9. An electronic device, characterized in that, An organic electroluminescent device including the one according to claim 7 or 8.

Images