WO2021233311A1 - 有机化合物以及使用其的电子元件和电子装置 - Google Patents

有机化合物以及使用其的电子元件和电子装置 Download PDF

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WO2021233311A1
WO2021233311A1 PCT/CN2021/094446 CN2021094446W WO2021233311A1 WO 2021233311 A1 WO2021233311 A1 WO 2021233311A1 CN 2021094446 W CN2021094446 W CN 2021094446W WO 2021233311 A1 WO2021233311 A1 WO 2021233311A1
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张孔燕
马天天
曹佳梅
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陕西莱特光电材料股份有限公司
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Definitions

  • This application belongs to the technical field of organic materials, and specifically provides an organic compound and an electronic component and an electronic device using the organic compound.
  • OLEDs Organic electroluminescent diodes
  • OLEDs have advantages in various performances that the existing display technology does not have.
  • OLEDs have all-solid-state, autonomous light-emitting, high brightness, high resolution, wide viewing angle, Fast response speed, thin thickness, small size, light weight, flexible substrates, low voltage DC drive, low power consumption, wide operating temperature range, etc., make it have a very wide range of application markets, such as lighting systems, communications System, vehicle display, portable electronic equipment, high-definition display and even military field.
  • Organic electroluminescent device technology can be used to manufacture new display products and new lighting products. It is expected to replace the existing liquid crystal display and fluorescent lamp lighting, and its application prospects are very broad.
  • an organic electroluminescence device as an example, it generally includes an anode, a hole transport layer, an electroluminescence layer as an energy conversion layer, an electron transport layer, and a cathode that are stacked in sequence.
  • the two electrodes When voltage is applied to the cathode and anode, the two electrodes generate an electric field. Under the action of the electric field, the electrons on the cathode side move to the electroluminescent layer, the holes on the anode side also move to the light emitting layer, and the electrons and holes are combined in the electroluminescent layer. Excitons are formed, and the excitons are in an excited state to release energy to the outside, so that the electroluminescent layer emits light to the outside.
  • the most important issues that determine their performance are lifetime and efficiency. As the display area becomes larger, the driving voltage also increases, and the luminous efficiency and power efficiency also need to be improved. A certain service life is guaranteed, but efficiency cannot be maximized by simply improving the organic layer. The reason is that when the level between the organic layer, T 1 values, the intrinsic characteristics of the material (mobility, interfacial characteristics, etc.) or the like the best combination, can achieve a long lifetime and high efficiency simultaneously.
  • organic electroluminescent materials In order to give full play to the excellent characteristics of organic electronic devices, it is necessary to first support the substances forming the organic layer in the device with stable and effective materials, such as hole injection materials, hole transport materials, light-emitting materials, electron transport materials, and electron injection materials , Luminescence auxiliary layer materials, etc., but a stable and effective organic material layer material for organic electronic devices has not been developed yet.
  • the existing organic electroluminescent materials still have much room for improvement in terms of luminescence performance, and the industry urgently needs to develop new organic electroluminescent materials.
  • the purpose of this application is to provide an organic compound and an electronic component and electronic device using the same.
  • the organic compound can be used in an organic electroluminescent device to improve the performance of the organic electroluminescent device.
  • the first aspect of the present application provides an organic compound, the structure of the organic compound is composed of formula I and formula II:
  • Ad is an adamantyl group
  • m represents the number of Ad
  • m is selected from 1, 2 or 3;
  • Ring A is selected from a benzene ring or a condensed aromatic ring with 10-14 carbon atoms;
  • Y 1 and Y 2 are the same or different, and are each independently selected from O, S, C(R 4 R 5 ) or N(R 6 ), Si(R 7 R 8 ) or Se, wherein R 4 ⁇ R 8
  • R 4 and R 5 are each independently selected from hydrogen, aryl groups having 6 to 18 carbon atoms, heteroaryl groups having 3 to 18 carbon atoms, alkyl groups having 1 to 10 carbon atoms, and the number of carbon atoms is 3-10 cycloalkyl groups, optionally, R 4 and R 5 are connected to each other to form a 5-15 membered saturated or unsaturated ring together with the atoms they are connected to together, optionally, R 7 and R 8 are connected to each other A 5-15 membered saturated or unsaturated ring is formed with the atoms connected with them together;
  • X 1 , X 2 , and X 3 are the same or different, and are each independently selected from C(H) or N, wherein at least one of X 1 , X 2 , and X 3 is N;
  • R 1 , R 2 , and R 3 are the same or different, and are each independently selected from deuterium, halogen group, cyano group, trialkylsilyl group having 3-12 carbon atoms, triaryl having 18-24 carbon atoms Cycloalkyl group, substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, substituted or unsubstituted alkoxy group having 1 to 15 carbon atoms, cycloalkyl group having 3 to 10 carbon atoms, carbon A substituted or unsubstituted aryl group having 6 to 30 atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms;
  • R 1, R 2, R 3 to R i denotes, n 1 ⁇ n 3 to n i represents, n i represents the number of R i, i is a variable, represents 1, 2, and 3, the time when i is 1, 2 , N i is selected from 0, 1, 2, 3 or 4; when i is 3, n i is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; and when n When i is greater than 1, any two n i are the same or different; optionally, any two adjacent R i form a ring;
  • L 1 , L 2 and L 3 are the same or different, and are each independently selected from a single bond, a substituted or unsubstituted arylene group with 6 to 40 carbon atoms, and a substituted or unsubstituted with 3 to 30 carbon atoms ⁇ heteroarylene;
  • Ar 1 and Ar 2 are the same or different, and are each independently selected from a substituted or unsubstituted aryl group having 6 to 40 carbon atoms, and a substituted or unsubstituted heteroaryl group having 2 to 40 carbon atoms;
  • R 1 , R 2 , R 3 , Ar 1 , Ar 2 , L 1 , L 2 and L 3 are the same or different, and are each independently selected from deuterium, halogen groups, cyano groups, and the number of carbon atoms is Heteroaryl groups of 3-20, aryl groups of 6-20 carbon atoms, trialkylsilyl groups of 3-12 carbon atoms, triarylsilyl groups of 18-24 carbon atoms, and carbon atoms of 1-10 alkyl groups, halogenated alkyl groups having 1-10 carbon atoms, cycloalkyl groups having 3-10 carbon atoms, heterocycloalkyl groups having 2-10 carbon atoms, 1-10 carbon atoms ⁇ alkoxy ⁇
  • the second aspect of the present application provides an electronic component, including an anode and a cathode disposed oppositely, and a functional layer provided between the anode and the cathode; the functional layer includes the organic compound described in the first aspect of the present application .
  • a third aspect of the present application provides an electronic device including the electronic component described in the second aspect of the present application.
  • the organic compound of the present application has a matrix structure containing a condensed aromatic ring with polycyclic conjugation characteristics, and the structure has high interatomic bond energy, good thermal stability, and is conducive to solid-state accumulation between molecules.
  • the life of the device can be prolonged.
  • the triplet energy level of the fused heterocyclic ring is higher, which is conducive to the transition of excitons in the light-emitting layer to improve the luminous efficiency; on the other hand, the fused heterocyclic compound can be effective due to the existence of large conjugated fragments.
  • Increasing the HOMO value is conducive to hole injection, improves hole injection efficiency, and achieves a good effect of reducing voltage.
  • the large conjugate system makes the charge transfer in the system more effective and increases the charge transition rate.
  • the adamantyl group expands the molecular system, so that the overall molecular weight and asymmetry are enhanced, and the film-forming performance of the molecule is improved.
  • the fragment of the fused heterocyclic ring is connected to the electron-deficient azaphenyl group, the efficient transmission of electrons inside the molecule is realized, so that when the organic compound is used as the host material of the light-emitting layer, the exciton utilization rate can be improved, and the device can be improved The current efficiency, external quantum efficiency and lifetime.
  • FIG. 1 is a schematic structural diagram of an organic electroluminescent device according to an embodiment of the present application.
  • FIG. 2 is a schematic structural diagram of an electronic device according to an embodiment of the present application.
  • Anode; 200 cathode; 300, functional layer; 310, hole injection layer; 320, hole transport layer; 321, first hole transport layer; 322, second hole transport layer; 330, organic light emitting layer 340, electron transport layer; 350, electron injection layer; 400, electronic device.
  • this application provides an organic compound whose structure consists of formula I and formula II:
  • Ad is an adamantyl group
  • m represents the number of Ad
  • m is selected from 1, 2 or 3;
  • Ring A is selected from a benzene ring or a condensed aromatic ring with 10-14 carbon atoms;
  • Y 1 and Y 2 are the same or different, and are each independently selected from O, S, C(R 4 R 5 ) or N(R 6 ), Si(R 7 R 8 ) or Se, wherein R 4 ⁇ R 8
  • R 4 and R 5 are each independently selected from hydrogen, aryl groups having 6 to 18 carbon atoms, heteroaryl groups having 3 to 18 carbon atoms, alkyl groups having 1 to 10 carbon atoms, and the number of carbon atoms is 3-10 cycloalkyl groups, optionally, R 4 and R 5 are connected to each other to form a 5-15 membered saturated or unsaturated ring together with the atoms they are connected to together, optionally, R 7 and R 8 are connected to each other A 5-15 membered saturated or unsaturated ring is formed with the atoms connected with them together;
  • X 1 , X 2 , and X 3 are the same or different, and are each independently selected from C(H) or N, wherein at least one of X 1 , X 2 , and X 3 is N;
  • R 1 , R 2 , and R 3 are the same or different, and are each independently selected from deuterium, halogen group, cyano group, trialkylsilyl group having 3-12 carbon atoms, triaryl having 18-24 carbon atoms Cycloalkyl group, substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, substituted or unsubstituted alkoxy group having 1 to 15 carbon atoms, cycloalkyl group having 3 to 10 carbon atoms, carbon A substituted or unsubstituted aryl group having 6 to 30 atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms;
  • R 1, R 2, R 3 to R i denotes, n 1 ⁇ n 3 to n i represents, n i represents the number of R i, i is a variable, represents 1, 2, and 3, the time when i is 1, 2 , N i is selected from 0, 1, 2, 3 or 4; when i is 3, n i is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10; and when n When i is greater than 1, any two n i are the same or different; optionally, any two adjacent R i form a ring;
  • L 1 , L 2 and L 3 are the same or different, and are each independently selected from a single bond, a substituted or unsubstituted arylene group with 6 to 40 carbon atoms, and a substituted or unsubstituted with 3 to 30 carbon atoms ⁇ heteroarylene;
  • Ar 1 and Ar 2 are the same or different, and are each independently selected from a substituted or unsubstituted aryl group having 6 to 40 carbon atoms, and a substituted or unsubstituted heteroaryl group having 2 to 40 carbon atoms;
  • R 1 , R 2 , R 3 , Ar 1 , Ar 2 , L 1 , L 2 and L 3 are the same or different, and are each independently selected from deuterium, halogen group, cyano group, and the number of carbon atoms is Heteroaryl groups of 3-20, aryl groups of 6-20 carbon atoms, trialkylsilyl groups of 3-12 carbon atoms, triarylsilyl groups of 18-24 carbon atoms, and carbon atoms of 1-10 alkyl groups, halogenated alkyl groups having 1-10 carbon atoms, cycloalkyl groups having 3-10 carbon atoms, heterocycloalkyl groups having 2-10 carbon atoms, 1-10 carbon atoms ⁇ alkoxy ⁇
  • the terms “optional” and “optionally” mean that the event or environment described later can but need not occur, and the description includes occasions where the event or environment occurs or does not occur.
  • two adjacent substituents ⁇ form a ring means that these two substituents can form a ring but do not necessarily form a ring, including: the situation where two adjacent substituents form a ring and two The situation where adjacent substituents do not form a ring.
  • R 4 and R 5 are connected to each other to form a 5- to 15-membered saturated or unsaturated ring with the atoms to which they are commonly connected” means that R 4 and R 5 can be connected to each other to connect to them.
  • the atoms of together form a 5 to 15-membered saturated or unsaturated ring, and R 4 and R 5 may exist independently of each other.
  • any two adjacent substituents form a ring may include two substituents on the same atom, and may also include two adjacent atoms each having one Substituents; among them, when there are two substituents on the same atom, the two substituents can form a saturated or unsaturated ring with the atom to which they are connected together; when two adjacent atoms each have a substituent , These two substituents can be fused to form a ring.
  • “any two adjacent R i forming a ring” includes any two adjacent R 1s connected to each other to form a ring with their commonly connected atoms, or any two adjacent R 2s are connected to each other to connect to them.
  • the atoms of R 3 form a ring, or any two adjacent R 3 are connected to each other to form a ring with their commonly connected atoms.
  • any two adjacent R i can form a ring with 6 to 15 carbon atoms or a ring with 6 to 10 carbon atoms; the ring can be saturated (for example, a five-membered ring). Six-membered ring Etc.), it may also be unsaturated, such as an aromatic ring.
  • Specific examples of the aromatic ring include a benzene ring Naphthalene ring Philippine Ring Wait).
  • one of X 1 , X 2 , and X 3 is N.
  • two of X 1 , X 2 , and X 3 are N.
  • X 1 , X 2 , and X 3 are all N.
  • any Ad can be connected to any connecting position of the structure framed by the brackets and the structure after the fusion of Formula II
  • L 3 can be connected to any of the structure framed by the parentheses and the structure after the fusion of Formula II. Location connection.
  • each Ad in —(Ad) m may be connected to It can be specifically connected to L 1 and/or L 2 (L 1 and L 2 are not single bonds), and can also be connected to Ar 1 and/or Ar 2 ; in addition, each Ad in —(Ad) m You can also connect to and In the structure formed by fusion, specifically, Ad can be connected to L 3 (L 3 is not a single bond), or to and At any position in the formed fused structure, for example, it is connected to the benzene ring, the formed fused ring, the A ring, and it can also be connected to the groups Y 1 , Y 2 and R 1 , R 2 , R 3 ( If it exists).
  • the group L 3 can be attached to and At any position in the structure formed by fusion, for example, when the structure formed by fusion is
  • the group L 3 can be connected to any benzene ring in the structure, it can also be connected to the ring A, or it can be connected to the Y 1 or Y 2 group; for another example, when and The specific structure formed by fusion is In this case, the group L 3 may be connected to the benzene ring, ring A, naphthalene ring, and Y 1 and Y 2 shown in the specific structure.
  • Y 1 and Y 2 may be independently selected from C(R 4 R 5 ), N(R 6 ), Si(R 7 R 8 ), and R 4 to R 8 are all hydrogen. It should be understood that in this embodiment, when Ad and L 3 are connected to Y 1 and Y 2 , none of the hydrogens corresponding to R 4 to R 8 are present, that is, Ad and L 3 are directly connected to the above C, N and On the Si atom.
  • each q is independently 0, 1, 2 or 3, and each R" is independently selected from hydrogen, deuterium, fluorine, and chlorine", and its meaning is:
  • formula Q-1 represents q substituents R" on the benzene ring , Each R" can be the same or different, and the options of each R" do not affect each other;
  • formula Q-2 means that there are q substituents R" on each benzene ring of biphenyl, and R on two benzene rings The number q of "substituents 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.
  • substituted or unsubstituted means that the functional group described after the term may or may not have a substituent (hereinafter, for ease of description, the substituents are collectively referred to as Rc).
  • Rc substituents
  • substituted or unsubstituted aryl group refers to an aryl group having a substituent Rc or an unsubstituted aryl group.
  • substituents can be, for example, deuterium, halogen groups, cyano groups, heteroaryl groups, aryl groups, trialkylsilyl groups, triarylsilyl groups, alkyl groups, halogenated alkyl groups, cycloalkyl groups, and heterocycloalkanes. Group, alkoxy, etc.
  • the number of carbon atoms of a substituted or unsubstituted functional group refers to the number of all carbon atoms. For example, if L 1 is a substituted arylene group having 12 carbon atoms, all the carbon atoms of the arylene group and the substituents thereon are 12.
  • an aryl group refers to an optional functional group or substituent derived from an aromatic carbocyclic ring.
  • the aryl group can be a monocyclic aryl group (such as a phenyl group) or a polycyclic aryl group.
  • the aryl group can be a monocyclic aryl group, a condensed ring aryl group, two or more single Cyclic aryl groups, monocyclic aryl groups and fused ring aryl groups conjugated through carbon-carbon bonds, and two or more fused ring aryl groups conjugated through carbon-carbon bonds.
  • two or more aromatic groups conjugated through carbon-carbon bonds may also be regarded as aryl groups in the present application.
  • the fused ring aryl group may include, for example, a bicyclic fused aryl group (for example, a naphthyl group), a tricyclic fused aryl group (for example, a phenanthryl group, a fluorenyl group, an anthryl group), and the like.
  • the aryl group does not contain heteroatoms such as B, N, O, S, P, Se and Si.
  • biphenyl, terphenyl, etc. are aryl groups.
  • aryl groups may include, but are not limited to, phenyl, naphthyl, fluorenyl, anthracenyl, phenanthryl, biphenyl, terphenyl, benzo[9,10]phenanthryl, pyrenyl, benzofluoranthene base, Base and so on.
  • the involved arylene group refers to a divalent group formed by further losing one hydrogen atom of an aryl group.
  • the substituted aryl group can be one or more hydrogen atoms in the aryl group, such as deuterium atom, halogen group, -CN, aryl, heteroaryl, trialkylsilyl, alkyl, ring Alkyl, alkoxy and other groups are substituted.
  • aryl-substituted aryl groups include, but are not limited to, dibenzofuranyl-substituted phenyl groups, dibenzothiophene-substituted phenyl groups, pyridine-substituted phenyl groups, and the like.
  • the number of carbon atoms of a substituted aryl group refers to the total number of carbon atoms of the aryl group and the substituents on the aryl group.
  • a substituted aryl group with 18 carbon atoms refers to an aryl group and a substituted group.
  • the total number of carbon atoms of the group is 18.
  • the aryl group as the substituent includes, but is not limited to, phenyl, biphenyl, naphthyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9,9'- Spirobifluorenyl, anthracene, phenanthryl, base.
  • a heteroaryl group refers to a monovalent aromatic ring containing at least one heteroatom in the ring or a derivative thereof.
  • the heteroatom may be at least one of B, O, N, P, Si, Se, and S.
  • the heteroaryl group can be a monocyclic heteroaryl group or a polycyclic heteroaryl group.
  • the heteroaryl group can be a single aromatic ring system or multiple aromatic ring systems conjugated through carbon-carbon bonds, and any aromatic
  • the ring system is an aromatic monocyclic ring or an aromatic fused ring.
  • heteroaryl groups may include thienyl, furyl, pyrrolyl, imidazolyl, thiazolyl, oxazolyl, oxadiazolyl, triazolyl, pyridyl, bipyridyl, pyrimidinyl, triazinyl, Acridinyl, pyridazinyl, pyrazinyl, quinolinyl, quinazolinyl, quinoxalinyl, phenoxazinyl, phthalazinyl, pyridopyrimidinyl, pyridopyrazinyl, pyrazinopyrazine Azinyl, isoquinolinyl, indolyl, carbazolyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, benzocarbazolyl, benzothienyl, dibenzothienyl, thiophene Thienyl, benzofur
  • thienyl, furanyl, phenanthrolinyl, etc. are heteroaryl groups of a single aromatic ring system type, and N-phenylcarbazolyl and N-pyridylcarbazolyl are polycyclic rings conjugated through carbon-carbon bonds.
  • System type of heteroaryl In this application, the involved heteroarylene group refers to a divalent group formed by the heteroaryl group further losing one hydrogen atom.
  • the substituted heteroaryl group may be one or more hydrogen atoms in the heteroaryl group, such as deuterium atom, halogen group, -CN, aryl group, heteroaryl group, trialkylsilyl group, alkyl group. , Cycloalkyl, alkoxy and other groups substituted.
  • aryl-substituted heteroaryl groups include, but are not limited to, phenyl-substituted dibenzofuranyl, phenyl-substituted dibenzothienyl, phenyl-substituted pyridyl, and the like. It should be understood that the number of carbon atoms of the substituted heteroaryl group refers to the total number of carbon atoms of the heteroaryl group and the substituents on the heteroaryl group.
  • heteroaryl groups as substituents include, but are not limited to, pyridyl, pyrimidinyl, carbazolyl, dibenzofuranyl, dibenzothienyl, quinolinyl, quinazolinyl, and quinoxalinyl , Quinoline, Isoquinoline.
  • the non-positioning connection key refers to the single bond extending from the ring system It means that one end of the link can be connected to any position in the ring system that the bond penetrates, and the other end is connected to the rest of the compound molecule.
  • the naphthyl group represented by the formula (f) is connected to other positions of the molecule through two non-positional linkages that penetrate the bicyclic ring, and the meaning represented by the formula (f) -1) Any possible connection mode shown in formula (f-10).
  • the phenanthryl group represented by the formula (X') is connected to other positions of the molecule through a non-positional bond extending from the middle of the benzene ring on one side, which represents The meaning of includes any possible connection modes shown in formula (X'-1) to formula (X'-4).
  • the non-positional substituent in this 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 attached to any possible position in the ring system.
  • the substituent R'represented by the formula (Y) is connected to the quinoline ring through a non-localized linkage, and the meaning represented by it includes formulas (Y-1) to Any possible connection mode shown in formula (Y-7).
  • the alkyl group having 1 to 10 carbon atoms may include a straight chain alkyl group having 1 to 10 carbon atoms and a branched chain alkyl group having 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.
  • alkyl group examples include, but are not limited to, methyl, ethyl, n-propyl, iso Propyl, n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, n-heptyl, n-octyl, 2-ethylhexyl, nonyl, decyl, 3,7-Dimethyloctyl, etc.
  • the number of carbon atoms of the cycloalkyl group having 3 to 10 carbon atoms may be 3, 5, 6, 7, 8, 9, or 10, for example.
  • Specific examples of cycloalkyl include, but are not limited to, cyclopentyl, cyclohexyl, and adamantyl.
  • the halogen group can be, for example, fluorine, chlorine, bromine, or iodine.
  • trialkylsilyl include, but are not limited to, trimethylsilyl, triethylsilyl, and the like.
  • haloalkyl examples include, but are not limited to, trifluoromethyl.
  • the substituents in R 1 , R 2 , R 3 , Ar 1 , Ar 2 , L 1 , L 2 and L 3 are the same or different, and are each independently selected from deuterium, fluorine, cyano, carbon atom Heteroaryl groups having 3 to 20, aryl groups having 6 to 20 carbon atoms, trialkylsilyl groups having 3 to 7 carbon atoms, triphenylsilyl groups, and alkane having 1 to 5 carbon atoms Group, a halogenated alkyl group having 1 to 5 carbon atoms, and a cycloalkyl group having 3 to 10 carbon atoms.
  • R 1 , R 2 , R 3 , Ar 1 , Ar 2 , L 1 , L 2 and L 3 are the same or different, and are each independently selected from deuterium, fluorine, cyano, carbon Heteroaryl groups with 3 to 15 atoms, aryl groups with 6 to 15 carbon atoms, trialkylsilyl groups with 3 to 7 carbon atoms, triphenylsilyl groups, and those with 1 to 5 carbon atoms
  • the organic compound has a structure shown in any one of Formula 1-1 to Formula 1-6:
  • the organic compound has a structure shown in any one of Formula 2-1 to Formula 2-34:
  • Formula I has the structure shown in any one of Formula I-1 to Formula I-5:
  • Formula I has a structure shown in any one of Formula 4-1 to Formula 4-8:
  • ring A refers to Among them, the ring A is a benzene ring or a condensed aromatic ring having 10 to 14 ring carbon atoms, and the condensed aromatic ring may be, for example, a naphthalene ring, an anthracene ring, or a phenanthrene ring.
  • the number of substituents R 3 in ring A is 0, Y 2 is N(Ph), Ad is connected to the benzene ring of N(Ph), L 3 is a single bond, and Y 1 Represents the N atom.
  • ring A is a benzene ring
  • the number of substituents R 3 on ring A is 0,
  • Y 2 is N(Ph)
  • Ad is connected to the benzene ring of N(Ph)
  • L 3 is a single A bond
  • Y 1 represents a N atom
  • any two adjacent R 2s form a benzene ring.
  • Ar 1 and Ar 2 are the same or different, and are each independently selected from the group consisting of:
  • M 1 is selected from a single bond or
  • G 1 to G 5 are each independently selected from N or C(J 1 ), and at least one of G 1 to G 5 is selected from N; when two or more of G 1 to G 5 are selected from C(J 1 ) , Any two J 1s are the same or different;
  • G 6 to G 13 are each independently selected from N or C(J 2 ), and at least one of G 6 to G 13 is selected from N; when two or more of G 6 to G 13 are selected from C(J 2 ) , Any two J 2 are the same or different;
  • G 14 to G 23 are each independently selected from N or C(J 3 ), and at least one of G 14 to G 23 is selected from N; when two or more of G 14 to G 23 are selected from C(J 3 ) , Any two J 3 are the same or different;
  • G 24 to G 33 are each independently selected from N or C(J 4 ), and at least one of G 24 to G 33 is selected from N; when two or more of G 24 to G 33 are selected from C(J 4 ) , Any two J 4 are the same or different;
  • Z 1 is selected from hydrogen, deuterium, fluorine, chlorine, bromine, cyano, trialkylsilyl having 3 to 12 carbon atoms, triarylsilyl having 18 to 24 carbon atoms, and 1 to carbon atoms.
  • Z 2 to Z 9 and Z 21 are each independently selected from: hydrogen, deuterium, fluorine, chlorine, bromine, cyano, heteroaryl with 3 to 20 carbon atoms, and trialkyl with 3 to 12 carbon atoms Silicon group, triarylsilyl group having 18 to 24 carbon atoms, alkyl group having 1 to 10 carbon atoms, haloalkyl group having 1 to 10 carbon atoms, cycloalkyl group having 3 to 10 carbon atoms, Heterocycloalkyl having 2 to 10 carbon atoms, and alkoxy having 1 to 10 carbon atoms;
  • Z 10 ⁇ Z 20 , J 1 ⁇ J 4 are each independently selected from: hydrogen, deuterium, fluorine, chlorine, bromine, cyano, aryl groups having 6 to 20 carbon atoms, heterocyclic groups having 3 to 20 carbon atoms Aryl group, trialkylsilyl group with 3-12 carbon atoms, triarylsilyl group with 18-24 carbon atoms, alkyl group with 1-10 carbon atoms, haloalkane with 1-10 carbon atoms Group, a cycloalkyl group having 3 to 10 carbon atoms, a heterocycloalkyl group having 2 to 10 carbon atoms, and an alkoxy group having 1 to 10 carbon atoms;
  • h 1 ⁇ h 21 are represented by h k
  • Z 1 ⁇ Z 21 are represented by Z k
  • k is a variable, representing any integer from 1 to 21
  • h k is the number of substituents Z k ; wherein, when k is selected from 5 Or when 17, h k is selected from 1, 2 or 3; when k is selected from 2, 7, 8, 12, 15, 16, 18 or 21, h k is selected from 1, 2, 3 or 4; when k is selected When 1, 3, 4, 6, 9 or 14, h k is selected from 1, 2, 3, 4 or 5; when k is 13, h k is selected from 1, 2, 3, 4, 5 or 6; When k is selected from 10 or 19, h k is selected from 1, 2, 3, 4, 5, 6 or 7; when k is 20, h k is selected from 1, 2, 3, 4, 5, 6, 7 Or 8; when k is 11, h k is selected from 1, 2, 3, 4, 5, 6, 7, 8 or 9; and when h k is greater than 1, any two Z k are the same or different, any
  • K 1 is selected from O, S, N (Z 22 ), C (Z 23 Z 24 ) or Si (Z 25 Z 26 ); wherein, Z 22 , Z 23 , Z 24 , Z 25 , and Z 26 are each independently selected From: C6-C20 aryl group, C3-C20 heteroaryl group, C1-C10 alkyl group, C3-C10 cycloalkyl group, carbon atom A heterocycloalkyl group having a number of 2 to 10, or the above-mentioned Z 23 and Z 24 are connected to each other to form a saturated or unsaturated ring with 3 to 15 carbon atoms, or the above-mentioned Z 25 and Z 26 Connected to each other to form a saturated or unsaturated ring with 3 to 15 carbon atoms with the atoms that are connected to them in common;
  • K 2 is selected from a single bond, O, S, N (Z 27 ), C (Z 28 Z 29 ) or Si (Z 30 Z 31 ); wherein, Z 27 , Z 28 , Z 29 , Z 30 , and Z 31 are each Independently selected from: aryl groups having 6 to 20 carbon atoms, heteroaryl groups having 3 to 20 carbon atoms, alkyl groups having 1 to 10 carbon atoms, and cycloalkyl groups having 3 to 10 carbon atoms , Heterocycloalkyl having 2 to 10 carbon atoms, or the above-mentioned Z 28 and Z 29 are connected to each other to form a saturated or unsaturated ring with 3 to 15 carbon atoms, or the above-mentioned Z 30 Z 31 and Z 31 are connected to each other to form a saturated or unsaturated ring with 3 to 15 carbon atoms.
  • the ring formed by connecting two groups in each group may be A saturated or unsaturated ring having 3 to 15 carbon atoms.
  • the formula i-10 When K 2 and M 1 are both single bonds, Z 19 is hydrogen, and K 1 is C (Z 23 Z 24 ), Z 23 and Z 24 are connected to each other to form a 5-membered ring with the atoms they are connected to together ,
  • the formula i-10 is Similarly, formula i-10 can also represent That is, Z 23 and Z 24 are connected to each other to form a partially unsaturated 13-membered ring with the atoms with which they are commonly connected.
  • each group of E 16 and E 17 , E 18 and E 19 , E 21 and E 22 , E 23 and E 24 in formula j-8 to formula j-9 of L 1 to L 3 is involved in the following
  • the ring formed by connecting the two groups in has a similar explanation, so I won’t repeat it here.
  • J 2 to J 4 can be represented by J j , where j is a variable, representing 2, 3, or 4.
  • J j refers to J 2 .
  • C (J j) in the absence of J j.
  • G 12 when connected to G 12 , G 12 can only represent the C atom, that is, the structure of formula i-13 is specifically:
  • Ar 1 and Ar 2 are the same or different, and are each independently selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heterocyclic group having 3 to 30 carbon atoms.
  • Aryl For example, Ar 1 and Ar 2 may each independently be selected from substituted or unsubstituted aryl groups having 6, 7, 8, 9, 10, 14, 15, 16, 17, 18, 20, 21, and 25 carbon atoms. , Or a substituted or unsubstituted heteroaryl group with 3, 4, 5, 7, 9, 12, 14, 18, 19, 20 carbon atoms.
  • the substituents in Ar 1 and Ar 2 are the same or different, and are each independently selected from deuterium, fluorine, cyano, heteroaryl groups with 3-12 carbon atoms, and those with 6-12 carbon atoms.
  • Ar 1 and Ar 2 are the same or different, and are each independently selected from substituted or unsubstituted aryl groups having 6 to 15 carbon atoms, substituted or unsubstituted heteroaryl groups having 5 to 12 carbon atoms base.
  • Ar 1 and Ar 2 are the same or different, and are each independently selected from: substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted pyridyl, substituted or Unsubstituted naphthyl, substituted or unsubstituted quinolinyl, substituted or unsubstituted isoquinolinyl, substituted or unsubstituted phenanthryl, substituted or unsubstituted anthracenyl, substituted or unsubstituted dibenzofuran Group, substituted or unsubstituted dibenzothienyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted silylfluorenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted carbazolyl, substituted or Unsubstituted 9,9'-spirobi
  • the substituents in Ar 1 and Ar 2 are the same or different, and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, phenyl, pyridyl, Naphthyl, biphenyl, phenanthryl.
  • Ar 1 and Ar 2 are the same or different, and are 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 two or more substituents, and the substituents in the substituted group W are independently selected from deuterium, fluorine, cyano, alkyl with 1 to 5 carbon atoms, and the number of carbon atoms is 3-7 trialkylsilyl groups, fluoroalkyl groups having 1 to 4 carbon atoms, phenyl groups, pyridyl groups, and naphthyl groups.
  • Ar 1 and Ar 2 are the same or different, and are each independently selected from the group consisting of the following groups:
  • L 1 , L 2 and L 3 are the same or different, and are each independently a single bond or a group consisting of a group represented by formula j-1 to a group represented by formula j-13:
  • M 2 is selected from a single bond or Represents a chemical bond
  • Q 1 to Q 5 are the same or different, and are each independently selected from N or C (J 5 ), and at least one of Q 1 to Q 5 is selected from N; when two or more of Q 1 to Q 5 are selected from C (J 5 ), any two J 5s are the same or different;
  • Q 6 to Q 13 are the same or different, and are each independently selected from N or C (J 6 ), and at least one of Q 6 to Q 13 is selected from N; when two or more of Q 6 to Q 13 are selected from C (J 6 ), any two J 6 are the same or different;
  • Q 14 to Q 23 are the same or different, and are each independently selected from N or C (J 7 ), and at least one of Q 14 to Q 23 is selected from N; when two or more of Q 14 to Q 23 are selected from C (J 7 ), any two J 7s are the same or different;
  • Q 24 to Q 33 are the same or different, and are each independently selected from N or C (J 8 ), and at least one of Q 24 to Q 33 is selected from N; when two or more of Q 24 to Q 33 are selected from C (J 8 ), any two J 8s are the same or different;
  • E 1 ⁇ E 14 , J 5 ⁇ J 8 are the same or different, and are each independently selected from: hydrogen, deuterium, fluorine, chlorine, bromine, cyano, heteroaryl with 3 to 20 carbon atoms, number of carbon atoms Is an aryl group having 6-20, a trialkylsilyl group having 3-12 carbon atoms, a triarylsilyl group having 18-24 carbon atoms, an alkyl group having 1-10 carbon atoms, and the number of carbon atoms is 1-10 haloalkyl groups, 3-10 cycloalkyl groups, 2-10 heterocycloalkyl groups, and 1-10 alkoxy groups;
  • E r represents any integer of 1 to 14, E r E r represents the number of substituents; when r is selected from 1,2, When 3, 4, 5, 6, 9, 13, or 14, e r is selected from 1, 2, 3 or 4; when r is selected from 7 or 11, e r is selected from 1, 2, 3, 4, 5 or 6; when r is 12, e r is selected from 1, 2, 3, 4, 5, 6 or 7; when r is selected from 8 or 10, e r is selected from 1, 2, 3, 4, 5, 6 , 7 or 8; when e r is greater than 1, any two E r are the same or different;
  • K 3 is selected from O, S, Se, N (E 15 ), C (E 16 E 17 ) or Si (E 18 E 19 ); wherein, E 15 , E 16 , E 17 , E 18 and E 19 are the same or Different and each independently selected from: aryl groups having 6 to 20 carbon atoms, heteroaryl groups having 3 to 20 carbon atoms, alkyl groups having 1 to 10 carbon atoms, and 3 to 10 carbon atoms A cycloalkyl group, a heterocycloalkyl group having 2 to 10 carbon atoms, or E 16 and E 17 are connected to each other to form a saturated or unsaturated ring with 3 to 15 carbon atoms, or E 18 and E 19 are connected to each other to form a saturated or unsaturated ring with 3 to 15 carbon atoms with the atoms connected to them in common;
  • K 4 is selected from a single bond, O, S, Se, N (E 20 ), C (E 21 E 22 ), or Si (E 23 E 24 ); wherein, E 20 to E 24 are the same or different, and are each independently Selected from: aryl groups having 6 to 20 carbon atoms, heteroaryl groups having 3 to 20 carbon atoms, alkyl groups having 1 to 10 carbon atoms, cycloalkyl groups having 3 to 10 carbon atoms, carbon A heterocycloalkyl group having 2 to 10 atoms, or E 21 and E 22 are connected to each other to form a saturated or unsaturated ring with 3 to 15 carbon atoms, or E 23 and E 24 are connected to each other The atoms connected together with them form a saturated or unsaturated ring with 3 to 15 carbon atoms.
  • L 1 , L 2 and L 3 are the same or different, and are each independently selected from single bonds, substituted or unsubstituted arylene groups having 6 to 32 carbon atoms, and those having 3 to 20 carbon atoms Substituted or unsubstituted heteroarylene.
  • L 1 , L 2 and L 3 may each independently be a single bond, or the number of carbon atoms is 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 17, 18, 19, 20 substituted or unsubstituted arylene groups, or substituted or unsubstituted heteroarylene groups having 3, 4, 5, 9, 10, 12, 14, 18 carbon atoms.
  • the substituents in L 1 , L 2 and L 3 are the same or different, and are each independently selected from deuterium, fluorine, cyano, heteroaryl with 3 to 12 carbon atoms, and 6 carbon atoms ⁇ 12 aryl groups, C3-7 trialkylsilyl groups, C1-C5 alkyl groups, C1-C5 fluoroalkyl groups, C5-C5 10 cycloalkyl.
  • L 1 , L 2 and L 3 are the same or different, and are each independently a single bond, a substituted or unsubstituted arylene group having 6 to 15 carbon atoms, and a substituent having 12 to 18 carbon atoms Or unsubstituted heteroarylene.
  • the substituents in L 1 , L 2 and L 3 are the same or different, and are each independently selected from deuterium, fluorine, cyano, aryl with 6 to 10 carbon atoms, methyl, ethyl, Isopropyl group, tert-butyl group, and heteroaryl group having 5 to 12 carbon atoms.
  • L 1 , L 2 and L 3 are the same or different, and are each independently a single bond, a substituted or unsubstituted arylene group having 6 to 15 carbon atoms, and a substituent having 12 to 18 carbon atoms Or unsubstituted heteroarylene.
  • L 1 , L 2 and L 3 are the same or different, and are each independently selected from a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted subunit Phenyl, substituted or unsubstituted pyridylene, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothienylene, substituted or unsubstituted carbazolylidene, substituted or unsubstituted Terphenylene, substituted or unsubstituted anthrylene, substituted or unsubstituted phenanthrylene, substituted or unsubstituted 9,9'-spirobifluorenyl, substituted or unsubstituted 9,9- Dimethylfluorenyl, substituted or unsubstituted 9,9-diphenylfluorenylene,
  • L 1 , L 2 and L 3 are the same or different from each other, and are each independently a single bond, or a substituted or unsubstituted group T 1 , and the unsubstituted group T 1 is selected from the group consisting of Formed group:
  • the substituted group T 1 has one or more than two substituents, and the substituents in the substituted group T 1 are independently selected from deuterium, fluorine, cyano, alkyl with 1 to 4 carbon atoms, carbon A trialkylsilyl group having 3 to 7 atoms, a triphenylsilyl group, a fluoroalkyl group having 1 to 4 carbon atoms, a phenyl group, a biphenyl group, a pyridyl group, and a naphthyl group.
  • L 1 , L 2 and L 3 are the same or different, and are each independently a single bond or a group consisting of the following groups:
  • the substituents in R 1 , R 2 , R 3 , Ar 1 , Ar 2 , L 1 , L 2 and L 3 are the same or different, and are each independently selected from deuterium, fluorine, cyano , Pyridyl, phenyl, naphthyl, trimethylsilyl, methyl, ethyl, isopropyl, tert-butyl.
  • R 1 , R 2 , and R 3 are the same or different, and are each independently selected from deuterium, fluorine, cyano, trialkylsilyl having 3 to 7 carbon atoms, triphenylsilyl, carbon Alkyl groups having 1 to 4 atoms, cycloalkyl groups having 5 to 10 carbon atoms (for example, cyclopentyl, cyclohexyl), aryl groups having 6 to 15 carbon atoms, 3 to 18 carbon atoms ⁇ heteroaryl.
  • any two adjacent R i form a 5-15 membered saturated or unsaturated ring, preferably a benzene ring or a naphthalene ring.
  • R 1 , R 2 , R 3 are the same or different, and are each independently selected from deuterium, fluorine, cyano, methyl, ethyl, isopropyl, tert-butyl, cyclohexyl, phenyl, naphthalene Group, biphenyl group, pyridyl group.
  • n 1 , n 2 , and n 3 are the same or different, and each is independently selected from 0, 1, or 2.
  • R 4 to R 8 are the same or different, and are each independently selected from alkyl groups having 1 to 5 carbon atoms (e.g., methyl), aryl groups having 6 to 18 carbon atoms (e.g., phenyl, Biphenyl, naphthyl).
  • Ad can be 1-adamantyl or 2-adamantyl; preferably 1-adamantyl.
  • R 6 is selected from hydrogen, phenyl, naphthyl, and biphenyl.
  • Y 2 is connected to Ad; L 3 is connected to Y 1 .
  • Ad is not attached to the structure of Formula II, and Ad is attached to Ar 1 , Ar 2 , L 1 , L 2 or Y 1 .
  • the organic compound is selected from the group consisting of the following compounds:
  • the application does not specifically limit the synthesis method of the organic compound provided, and those skilled in the art can determine a suitable synthesis method according to the organic compound of the application in combination with the preparation method provided in the preparation example section.
  • the preparation examples of the present invention exemplarily provide a method for preparing organic compounds, and the raw materials used can be obtained commercially or by methods well known in the art. Those skilled in the art can obtain all the organic compounds provided in this application according to these exemplary preparation methods. All specific preparation methods for preparing the organic compounds will not be described in detail here, and those skilled in the art should not be construed as limiting the application.
  • the second aspect of the present application provides an electronic component, including an anode and a cathode disposed oppositely, and a functional layer provided between the anode and the cathode; the functional layer includes the organic compound described in the first aspect of the present application .
  • the organic compound provided in this application can be used to form at least one organic film layer in the functional layer to improve the efficiency characteristics and lifetime characteristics of electronic components.
  • the functional layer includes an organic light-emitting layer, and the organic light-emitting layer includes the organic compound.
  • the organic light-emitting layer can be composed of the organic compound provided in this application, or can be composed of the organic compound provided in this application and other materials together.
  • the electronic component is an organic electroluminescence device.
  • the organic electroluminescent device is a green light device.
  • an organic electroluminescent device may include an anode 100, a hole transport layer 320, an organic light emitting layer 330 as an energy conversion layer, an electron transport layer 340 and a cathode 200 which are sequentially stacked.
  • the hole transport layer 320 may be a structure of one layer or more than two layers.
  • the anode 100 includes the following anode material, which is preferably a material with a large work function (work function) that facilitates injection of holes into the functional layer.
  • anode materials 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); Combined metals and oxides such as ZnO: Al or SnO 2 : Sb; or conductive polymers such as poly(3-methylthiophene), poly[3,4-(ethylene-1,2-dioxy)thiophene ] (PEDT), polypyrrole and polyaniline, but not limited thereto.
  • a transparent electrode containing indium tin oxide (ITO) as an anode is preferable.
  • the hole transport layer 320 includes a first hole transport layer 321 and a second hole transport layer 322 stacked in sequence, and the first hole transport layer 321 is opposite to the second hole transport layer.
  • the transmission layer 322 is closer to the anode 100.
  • the first hole transport layer 321 and the second hole transport layer 322 respectively include one or more hole transport materials, and the hole transport materials may be selected from carbazole polymers and carbazole-linked triarylamines.
  • the first hole transport layer 321 may be composed of the compound NPB
  • the second hole transport layer 322 may be composed of PAPB or TCBPA.
  • the organic light-emitting layer 330 may be composed of a single light-emitting material, and may also include a host material and a guest material.
  • the host material of the organic light-emitting layer may contain the organic compound of the present application.
  • 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, and the excitons transfer energy to The host material, the host material transfers energy to the guest material, so that the guest material can emit light.
  • the electron transport layer 340 can be a single-layer structure or a multi-layer structure, and it can include one or more electron transport materials.
  • the electron transport materials can be selected from, but not limited to, benzimidazole derivatives and oxadiazole derivatives. , Quinoxaline derivatives or other electron transport materials.
  • the electron transport layer 340 may be composed of TPBi and LiQ, or may be composed of TPyQB and LiQ.
  • the cathode 200 may include a cathode material, which is a material with a small work function that facilitates the injection of electrons into the functional layer.
  • cathode materials 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, LiO 2 /Al, LiF/Ca, LiF/Al and BaF 2 /Ca. It is preferable to include a metal electrode containing magnesium and silver as a cathode.
  • a hole injection layer 310 may be further provided between the anode 100 and the first hole transport layer 321 to enhance the ability to inject holes into the first hole transport layer 321.
  • the hole injection layer 310 can be selected from benzidine derivatives, starburst arylamine compounds, phthalocyanine derivatives or other materials, which are not particularly limited in this application.
  • the hole injection layer 310 may be composed of HAT-CN.
  • an electron injection layer 350 may be 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.
  • the electron injection layer 350 may include LiQ or Yb.
  • a third aspect of the present application provides an electronic device, including the electronic component described in the second aspect of the present application.
  • the electronic device is an 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.
  • it may include but not limited to computer screens, mobile phone screens, televisions, electronic paper, emergency lighting, light modules, and the like.
  • the compounds not mentioned in the synthesis method in this application are all raw materials obtained through commercial channels.
  • ICP-7700 mass spectrometer was used for compound analysis and detection.
  • the intermediates IM 1-2 to IM 1-3 were prepared in the same manner as the intermediate IM 1-1, except that the raw material A in Table 1 was used instead of the raw material bromobenzene in the preparation of the intermediate IM 1-1.
  • Compound 28 was prepared by referring to the synthesis method of Preparation Example 1, except that indolo[2,3-A]carbazole (20g, 78.03mmol) was used instead of 5,7-dihydro-indolo[2 in Preparation Example 1.
  • the compound was prepared by the same synthesis method as in Preparation Example 7, except that the raw material E in Table 4 was used instead of indolo[2,3-A]carbazole in Preparation Example 7.
  • the main raw materials used, the synthesized compounds and their yields and mass spectrum results are shown in Table 4.
  • the anode is prepared by the following process: the thickness of ITO is
  • the ITO substrate is cut into a size of 40mm (length) ⁇ 40mm (width) ⁇ 0.7mm (thickness), and the photolithography process is used to prepare it into an experimental substrate with anode and cathode overlap areas and insulating layer patterns, which can be used
  • Ultraviolet ozone and O 2 :N 2 plasma are used for surface treatment to increase the work function of the anode.
  • Organic solvents can also be used to clean the surface of the ITO substrate to remove impurities and oil on the surface of the ITO substrate.
  • HAT-CN Hole injection layer
  • compound 1 is used as a host, and Ir(npy) 2 acac is used as a dopant. According to the ratio of 90%: 10% for co-evaporation, the thickness is The green light-emitting layer (EML).
  • EML green light-emitting layer
  • TPyQB and LiQ are mixed in a weight ratio of 1:1 and evaporated to form Thick electron transport layer (ETL), Yb is vapor-deposited on the electron transport layer to form a thickness of
  • ETL Thick electron transport layer
  • Yb is vapor-deposited on the electron transport layer to form a thickness of
  • the electron injection layer (EIL) is then mixed with magnesium (Mg) and silver (Ag) at an evaporation rate of 1:9, and then vacuum-evaporated on the electron injection layer to form a thickness of The cathode.
  • the thickness of the vacuum evaporation on the above cathode is CP-1, thus completing the manufacture of organic electroluminescent devices.
  • Example 9 Except that the mixed components shown in Table 9 were used to replace the mixed components in Example 1 when forming the light-emitting layer, the organic electroluminescent device was fabricated in the same manner as in Example 1.
  • Example 1 Except that when forming the light-emitting layer, the mixed components of the compounds A, B, and C shown in the following table were substituted for the mixed components in Example 1, and the organic electroluminescent device was fabricated by the same method as in Example 1.
  • the green organic electroluminescent devices prepared in Examples 1 to 39 and Comparative Examples 1 to 3 were tested for performance. Specifically, the IVL performance of the devices was tested under the condition of 10 mA/cm 2. The lifetime of the T95 device was 20 mA/cm 2 . The test was performed under the conditions, and the test results are shown in Table 9.
  • Example 1-39 uses the compound of the present invention as the host material of the green light-emitting layer. Compared with Comparative Example 1-3, under the premise that the driving voltage is basically equivalent, Example 1- The device efficiency and T95 lifetime of 39 are improved compared with Comparative Examples 1-3. Among them, the current efficiency of the device is increased by at least 19.6%, and the life span is increased by at least 14.1%.
  • the novel compound of the present disclosure when used to prepare a green organic electroluminescent device, it can effectively extend the life of the organic electroluminescent device and greatly improve the luminous efficiency of the organic electroluminescent device.

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Abstract

本申请涉及有机材料技术领域，提供了一种有机化合物以及使用其的电子元件和电子装置，所述有机化合物的结构由式I和式II组成。本申请的有机化合物用于有机电致发光器件，可以有效地提升器件的性能。

Description

有机化合物以及使用其的电子元件和电子装置
相关申请的交叉引用
本申请要求于2020年5月20日递交的申请号为202010431315.7的中国专利申请，2020年10月15日递交的申请号为202011106272.1的中国专利申请以及2021年5月13日递交的申请号为202110523206.2的中国专利申请的优先权，在此引用上述中国专利申请的内容全文以作为本申请的一部分。
技术领域
本申请属于有机材料技术领域，具体提供一种有机化合物以及使用其的电子元件和电子装置。
背景技术
有机电致发光二极管(OLEDs)作为一种全新的显示技术，在各个性能上拥有现有显示技术所不具备的优势，如OLEDs具有全固态、自主发光、亮度高、高分辨率、视角宽、响应速度快、厚度薄、体积小、重量轻、可使用柔性基板、低电压直流驱动、功耗低、工作温度范围宽等优点，使得其具有十分广泛的应用市场，例如用于照明系统、通讯系统、车载显示、便携式电子设备、高清晰度显示甚至是军事领域。有机电致发光器件技术既可以用来制造新型显示产品，也可以用于制作新型照明产品，有望替代现有的液晶显示和荧光灯照明，应用前景十分广泛。
以有机电致发光器件为例，其一般包括依次层叠设置的阳极、空穴传输层、作为能量转化层的电致发光层、电子传输层和阴极。当阴阳两极施加电压时，两电极产生电场，在电场的作用下，阴极侧的电子向电致发光层移动，阳极侧的空穴也向发光层移动，电子和空穴在电致发光层结合形成激子，激子处于激发态向外释放能量，进而使得电致发光层对外发光。
在现有的有机电致发光器件中，决定其性能的最主要的问题为寿命和效率，随着显示器的大面积化，驱动电压也随之提高，发光效率及电力效率也需要提高，并且要保证一定的使用寿命，然而仅通过简单地改善有机物层不能将效率最大化。原因在于当各有机物层之间的能级、T 1值、物质的固有特性(迁移率、界面特性等)等形成最佳组合时，可以同时实现长寿命和高效率。为了充分发挥有机电子元件的优异特性，必须首先通过稳定且有效的材料来支撑元件中形成有机物层的物质，例如：空穴注入物质、空穴传输物质、发光物质、电子传输物质、电子注入物质、发光辅助层物质等，但是尚未开发出用于有机电子元件的稳定且有效的有机物层材料。现有的有机电致发光材料在发光性能方面还有很大改进余地，业界亟需开发新的有机电致发光材料。
发明内容
针对现有技术存在的上述问题，本申请的目的在于提供一种有机化合物以及使用其的电子元件和电子装置，该有机化合物可用于有机电致发光器件中，提高有机电致发光器件的性能。
为了实现上述目的，本申请第一方面提供一种有机化合物，所述有机化合物的结构由式I和式II组成：
Figure PCTCN2021094446-appb-000001
其中，式I和式II稠合，*表示式I与式II稠合的连接点；
在—(Ad) m中，Ad为金刚烷基，m表示Ad的个数，m选自1、2或3；
环A选自苯环或成环碳原子数为10～14的稠合芳环；
Y 1和Y 2相同或不同，且各自独立地选自O、S、C(R 4R 5)或N(R 6)、Si(R 7R 8)或Se，其中，R 4～R 8相同或不同，且各自独立地选自氢、碳原子数为6～18的芳基、碳原子数为3～18的杂芳基、碳原子数为1～10的烷基、碳原子数为3～10的环烷基，任选地，R 4和R 5相互连接以与它们共同连接的原子一起形成5～15元的饱和或不饱和环，任选地，R 7和R 8相互连接以与它们共同连接的原子一起形成5～15元的饱和或不饱和环；
X 1、X 2、X 3相同或不同，且各自独立地选自C(H)或N，其中X 1、X 2、X 3中至少一者为N；
R 1、R 2、R 3相同或不同，且各自独立地选自氘、卤素基团、氰基、碳原子数为3～12的三烷基硅基、碳原子数为18～24的三芳基硅基、碳原子数为1～10的取代或未取代的烷基、碳原子数为1～15的取代或未取代的烷氧基、碳原子数为3～10的环烷基、碳原子数为6～30的取代或未取代的芳基、碳原子数为3～30的取代或未取代的杂芳基；
R 1、R 2、R 3以R i表示，n 1～n 3以n i表示，n i表示R i的个数，i为变量，表示1、2和3，当i为1、2时，n i选自0、1、2、3或4；当i为3时，n i选自0、1、2、3、4、5、6、7、8、9或10；且当n i大于1时，任意两个n i相同或不同；任选地，任意两个相邻的R i形成环；
L 1、L 2和L 3相同或不同，且分别独立地选自单键、碳原子数为6～40的取代或未取代的亚芳基、碳原子数为3～30的取代或未取代的亚杂芳基；
Ar 1和Ar 2相同或不同，且各自独立地选自碳原子数为6～40的取代或未取代的芳基、碳原子数为2～40的取代或未取代的杂芳基；
R 1、R 2、R 3、Ar 1、Ar 2、L 1、L 2和L 3中的取代基相同或不同，且各自独立地选自氘、卤素基团、氰基、碳原子数为3～20的杂芳基、碳原子数为6～20的芳基、碳原子数为3～12的三烷基硅基、碳原子数为18～24的三芳基硅基、碳原子数为1～10的烷基、碳原子数为1～10的卤代烷基、碳原子数为3～10的环烷基、碳原子数为2～10的杂环烷基、碳原子数为1～10的烷氧基。
本申请第二方面提供一种电子元件，包括相对设置的阳极和阴极，以及设于所述阳极和所述阴极之间的功能层；所述功能层包含本申请第一方面所述的有机化合物。
本申请第三方面提供一种电子装置，包含本申请第二方面所述的电子元件。
本申请的有机化合物具有包含多环共轭特性的稠合芳香环的母体结构，该结构的原子间的键能高，具有良好的热稳定性，并有利于分子间的固态堆积，在有机电致发光器件中作为发光层材料能够延长器件寿命。该结构中，一方面，稠合杂环的三线态能级较高，有利于发光层激子的跃迁提高发光效率；另一方面，稠合杂环化合物由于大共轭片段的存在，能够有效提高HOMO值，有利于空穴的注入，提高空穴的注入效率，实现很好的降低电压的效果。大共轭体系使得电荷在体系中的传递更加有效，提高了电荷的跃迁速率。该结构中，金刚烷基团扩展了分子体系，使得整体的分子量和不对称性增强，提高分子的成膜性能。当稠合杂环的片段连接缺电子的氮杂苯基团时，实现了电子在分子内部的高效传输，使得该有机化合物用于发光层主体材料时，可以提高激子利用率，并提高器件的电流效率、外量子效率和寿命。
附图说明
图1是本申请一种实施方式的有机电致发光器件的结构示意图。
图2是本申请一种实施方式的电子装置的结构示意图。
附图标记说明
100、阳极；200、阴极；300、功能层；310、空穴注入层；320、空穴传输层；321、第一空穴传输层；322、第二空穴传输层；330、有机发光层；340、电子传输层；350、电子注入层；400、电子装置。
具体实施方式
以下结合附图对本公开的具体实施方式进行详细说明。应当理解的是，此处所描述的具体实施方式仅用于说明和解释本公开，并不用于限制本公开。
第一方面，本申请提供一种有机化合物，其结构由式I和式II组成：
Figure PCTCN2021094446-appb-000002
其中，式I和式II稠合，*表示式I与式II稠合的连接点；
在—(Ad) m中，Ad为金刚烷基，m表示Ad的个数，m选自1、2或3；
环A选自苯环或成环碳原子数为10～14的稠合芳环；
Y 1和Y 2相同或不同，且各自独立地选自O、S、C(R 4R 5)或N(R 6)、Si(R 7R 8)或Se，其中，R 4～R 8相同或不同，且各自独立地选自氢、碳原子数为6～18的芳基、碳原子数为3～18的杂芳基、碳原子数为1～10的烷基、碳原子数为3～10的环烷基，任选地，R 4和R 5相互连接以与它们共同连接的原子一起形成5～15元的饱和或不饱和环，任选地，R 7和R 8相互连接以与它们共同连接的原子一起形成5～15元的饱和或不饱和环；
X 1、X 2、X 3相同或不同，且各自独立地选自C(H)或N，其中，X 1、X 2、X 3中至少一者为N；
R 1、R 2、R 3相同或不同，且各自独立地选自氘、卤素基团、氰基、碳原子数为3～12的三烷基硅基、碳原子数为18～24的三芳基硅基、碳原子数为1～10的取代或未取代的烷基、碳原子数为1～15的取代或未取代的烷氧基、碳原子数为3～10的环烷基、碳原子数为6～30的取代或未取代的芳基、碳原子数为3～30的取代或未取代的杂芳基；
R 1、R 2、R 3以R i表示，n 1～n 3以n i表示，n i表示R i的个数，i为变量，表示1、2和3，当i为1、2时，n i选自0、1、2、3或4；当i为3时，n i选自0、1、2、3、4、5、6、7、8、9或10；且当n i大于1时，任意两个n i相同或不同；任选地，任意两个相邻的R i形成环；
L 1、L 2和L 3相同或不同，且分别独立地选自单键、碳原子数为6～40的取代或未取代的亚芳基、碳原子数为3～30的取代或未取代的亚杂芳基；
Ar 1和Ar 2相同或不同，且各自独立地选自碳原子数为6～40的取代或未取代的芳基、碳原子数为2～40的取代或未取代的杂芳基；
R 1、R 2、R 3、Ar 1、Ar 2、L 1、L 2和L 3中的取代基相同或不同，且各自独立地选自氘、卤素基团、氰基、碳原子数为3～20的杂芳基、碳原子数为6～20的芳基、碳原子数为3～12的三烷基硅基、碳原子数为18～24的三芳基硅基、碳原子数为1～10的烷基、碳原子数为1～10的卤代烷基、碳原子数为3～10的环烷基、碳原子数为2～10的杂环烷基、碳原子数为1～10的烷氧基。
本申请中，“*表示式I与式II稠合的连接点”意指式II与式I的八个稠合位点中任意两个相邻的稠合位置连接。
本申请中，术语“任选”、“任选地”意味着随后所描述的事件或者环境可以但不必发生，该说明包括该事情或者环境发生或者不发生的场合。例如，“任选地，两个相邻取代基××形成环”意味着这两个取代基可以形成环但不是必须形成环，包括：两个相邻的取代基形成环的情景和两个相邻的取代基不形成环的情景。再比如，“任选地，R 4和R 5相互连接以与它们共同连接的原子一起形成5～15元的饱和或不饱和环”是指R 4和R 5可以相互连接以与它们共同连接的原子一起形成5～15元的饱和或不饱和环，也可以R 4和R 5各自独立地存在。
本申请中，“任意两个相邻的取代基形成环”中，“任意两个相邻”可以包括同一个原子上具有两个取代基，还可以包括两个相邻的原子上分别具有一个取代基；其中，当同一个原子上具有两个取代基时，两个取代基可以与其共同连接的该原子形成饱和或不饱和的环；当两个相邻的原子上分别具有一个取代基时，这两个取代基可以稠合成环。例如“任意两个相邻的R i形成环”包括任意两个相邻的R 1相互连接以与它们共同连接的原子形成环，或者任意两个相邻的R 2相互连接以与它们共同连接的原子形成环，或者任意两个相邻的R 3相互连接以与它们共同连接的原子形成环。例如：任意两个相邻的R i可以形成碳原子数为6～15的环、碳原子数为6～10的环；该环可以是饱和的(例如五元环
Figure PCTCN2021094446-appb-000003
六元环
Figure PCTCN2021094446-appb-000004
等)，也可以是不饱和的，例如为芳香环，该芳香环的具体实例包括苯环
Figure PCTCN2021094446-appb-000005
萘环
Figure PCTCN2021094446-appb-000006
菲环
Figure PCTCN2021094446-appb-000007
等)。
可选地，X 1、X 2、X 3中的一个为N。
可选地，X 1、X 2、X 3中的两个为N。
可选地，X 1、X 2、X 3均为N。
本申请中，任意一个Ad可以与中括号所框定的结构和式II稠合后的结构的任意连接位置连接，L 3可以与小括号所框定的结构和式II稠合后的结构的任意连接位置连接。
在本申请的有机化合物的结构中，—(Ad) m中的各Ad例如可以连接在
Figure PCTCN2021094446-appb-000008
Figure PCTCN2021094446-appb-000009
上，具体可以连接在L 1和/或L 2上(L 1和L 2不为单键)，还可以连接在Ar 1和/或Ar 2上；此外，—(Ad) m中的各Ad还可以连接在
Figure PCTCN2021094446-appb-000010
与
Figure PCTCN2021094446-appb-000011
稠合所形成的结构上，具体地，Ad既可以连接在L 3(L 3不为单键)上，还可以连接在
Figure PCTCN2021094446-appb-000012
与
Figure PCTCN2021094446-appb-000013
形成的稠合结构中的任意位置上，例如连接在苯环上、形成的稠环上、A环上，还可以连接在基团Y 1、Y 2以及R 1、R 2、R 3上(如果存在的话)。
本申请的有机化合物的结构中，
Figure PCTCN2021094446-appb-000014
的基团L 3可以连接在
Figure PCTCN2021094446-appb-000015
与
Figure PCTCN2021094446-appb-000016
稠合所形成的结构中的任意位置上，举例来讲，当稠合所形成的 结构为
Figure PCTCN2021094446-appb-000017
时，基团L 3可以连接在该结构中的任一个苯环上，还可以连接在环A上，也可以连接在Y 1或Y 2基团上；再举例来讲，当
Figure PCTCN2021094446-appb-000018
与
Figure PCTCN2021094446-appb-000019
稠合所形成的具体结构为
Figure PCTCN2021094446-appb-000020
时，基团L 3可以连接在该具体结构所示的苯环、环A、萘环以及Y 1、Y 2上。
本申请的一种实施方式中，Y 1、Y 2可以各自独立地选自C(R 4R 5)、N(R 6)、Si(R 7R 8)，且R 4～R 8均为氢。应当理解地是，在该实施方式中，当Ad和L 3与Y 1、Y 2连接时，R 4～R 8对应的氢均不存在，即Ad和L 3直接连接在上述C、N和Si原子上。
本申请中，所采用的描述方式“各……独立地为”与“……分别独立地为”和“……独立地选自”等表述可以互换，均应做广义理解，其既可以是指在不同基团中，相同符号之间所表达的具体选项之间互相不影响，也可以表示在相同的基团中，相同符号之间所表达的具体选项之间互相不影响。例如，“
Figure PCTCN2021094446-appb-000021
其中，各q独立地为0、1、2或3，各R”独立地选自氢、氘、氟、氯”，其含义是：式Q-1表示苯环上有q个取代基R”，各个R”可以相同也可以不同，每个R”的选项之间互不影响；式Q-2表示联苯的每一个苯环上有q个取代基R”，两个苯环上的R”取代基的个数q可以相同或不同，各个R”可以相同也可以不同，每个R”的选项之间互不影响。
本申请中，“取代或未取代的”这样的术语是指，在该术语后面记载的官能团可以具有或不具有取代基(下文为了便于描述，将取代基统称为Rc)。举例来讲，“取代或未取代的芳基”是指具有取代基Rc的芳基或者没有取代的芳基。其中上述的取代基即Rc例如可以为氘、卤素基团、氰基、杂芳基、芳基、三烷基硅基、三芳基硅基、烷基、卤代烷基、环烷基、杂环烷基、烷氧基等。
本申请中，取代或未取代的官能团的碳原子数，指的是所有碳原子数。举例而言，若L 1为碳原子数为12的取代的亚芳基，则亚芳基及其上的取代基的所有碳原子数为12。
本申请中，芳基指的是衍生自芳香碳环的任选官能团或取代基。芳基可以是单环芳基(例如苯基)或多环芳基，换言之，芳基可以是单环芳基、稠环芳基、通过碳碳键共轭连接的两个或者更多个单环芳基、通过碳碳键共轭连接的单环芳基和稠环芳基、通过碳碳键共轭连接的两个或者更多个稠环芳基。即，除非另有说明，通过碳碳键共轭连接的两个或者更多个芳香基团也可以视为本申请的芳基。其中，稠环芳基例如可以包括双环稠合芳基(例如萘基)、三环稠合芳基(例如菲基、芴基、蒽基)等。芳基中不含有B、N、O、S、P、Se和Si等杂原子。举例而言，在本申请中，联苯基、三联苯基等为芳基。芳基的实例可以包括但不限于，苯基、萘基、芴基、蒽基、菲基、联苯基、三联苯基、苯并[9,10]菲基、芘基、苯并荧蒽基、
Figure PCTCN2021094446-appb-000022
基等。本申请中，涉及的亚芳基是指芳基进一步失去一个氢原子所形成的二价基团。
本申请中，取代的芳基可以是芳基中的一个或者两个以上氢原子被诸如氘原子、卤素基团、-CN、芳基、杂芳基、三烷基硅基、烷基、环烷基、烷氧基等基团取代。杂芳基取代的芳基的具体实例包括但不限于，二苯并呋喃基取代的苯基、二苯并噻吩取代的苯基、吡啶取代的苯基等。应当理解地是，取代的芳基的碳原子数，指的是芳基和芳基上的取代基的碳原子总数，例如碳原子 数为18的取代的芳基，指的是芳基和取代基的总碳原子数为18。
本申请中，作为取代基的芳基例如但不限于，苯基、联苯基、萘基、9,9-二甲基芴基、9,9-二苯基芴基、9,9’-螺二芴基、蒽基、菲基、
Figure PCTCN2021094446-appb-000023
基。
本申请中，杂芳基是指环中包含至少一个杂原子的一价芳香环或其衍生物，杂原子可以是B、O、N、P、Si、Se和S中的至少一种。杂芳基可以是单环杂芳基或多环杂芳基，换言之，杂芳基可以是单个芳香环体系，也可以是通过碳碳键共轭连接的多个芳香环体系，且任一芳香环体系为一个芳香单环或者一个芳香稠环。示例地，杂芳基可以包括噻吩基、呋喃基、吡咯基、咪唑基、噻唑基、噁唑基、噁二唑基、三唑基、吡啶基、联吡啶基、嘧啶基、三嗪基、吖啶基、哒嗪基、吡嗪基、喹啉基、喹唑啉基、喹喔啉基、吩噁嗪基、酞嗪基、吡啶并嘧啶基、吡啶并吡嗪基、吡嗪并吡嗪基、异喹啉基、吲哚基、咔唑基、苯并噁唑基、苯并咪唑基、苯并噻唑基、苯并咔唑基、苯并噻吩基、二苯并噻吩基、噻吩并噻吩基、苯并呋喃基、菲咯啉基、异噁唑基、噻二唑基、苯并噻唑基、吩噻嗪基、硅芴基、二苯并呋喃基以及N-苯基咔唑基、N-吡啶基咔唑基、N-甲基咔唑基等，而不限于此。其中，噻吩基、呋喃基、菲咯啉基等为单个芳香环体系类型的杂芳基，N-苯基咔唑基、N-吡啶基咔唑基为通过碳碳键共轭连接的多环体系类型的杂芳基。本申请中，涉及的亚杂芳基是指杂芳基进一步失去一个氢原子所形成的二价基团。
本申请中，取代的杂芳基可以是杂芳基中的一个或者两个以上氢原子被诸如氘原子、卤素基团、-CN、芳基、杂芳基、三烷基硅基、烷基、环烷基、烷氧基等基团取代。芳基取代的杂芳基的具体实例包括但不限于，苯基取代的二苯并呋喃基、苯基取代的二苯并噻吩基、苯基取代的吡啶基等。应当理解地是，取代的杂芳基的碳原子数，指的是杂芳基和杂芳基上的取代基的碳原子总数。
本申请中，作为取代基的杂芳基例如但不限于吡啶基、嘧啶基、咔唑基、二苯并呋喃基、二苯并噻吩基、喹啉基、喹唑啉基、喹喔啉基、喹啉、异喹啉。
本申请中，不定位连接键涉及的是从环体系中伸出的单键
Figure PCTCN2021094446-appb-000024
其表示该连接键的一端可以连接该键所贯穿的环体系中的任意位置，另一端连接化合物分子其余部分。
举例而言，如下式(f)中所示地，式(f)所表示的萘基通过两个贯穿双环的不定位连接键与分子其他位置连接，其所表示的含义，包括如式(f-1)～式(f-10)所示出的任一可能的连接方式。
Figure PCTCN2021094446-appb-000025
再举例而言，如下式(X')中所示地，式(X')所表示的菲基通过一个从一侧苯环中间伸出的不定位连接键与分子其他位置连接，其所表示的含义，包括如式(X'-1)～式(X'-4)所示出的任一可能的连接方式。
Figure PCTCN2021094446-appb-000026
本申请中的不定位取代基，指的是通过一个从环体系中央伸出的单键连接的取代基，其表示该取代基可以连接在该环体系中的任何可能位置。例如，如下式(Y)中所示地，式(Y)所表示的取代基R'通过一个不定位连接键与喹啉环连接，其所表示的含义，包括如式(Y-1)～式(Y-7)所示出的任一可能的连接方式。
Figure PCTCN2021094446-appb-000027
本申请中，碳原子数为1～10的烷基可以包括碳原子数1至10的直链烷基和碳原子数3至10的支链烷基。烷基的碳原子数例如可以为1、2、3、4、5、6、7、8、9、10，烷基的具体实例包括但不限于，甲基、乙基、正丙基、异丙基、正丁基、异丁基、叔丁基、正戊基、异戊基、新戊基、正己基、正庚基、正辛基、2-乙基己基、壬基、癸基、3,7-二甲基辛基等。
本申请中，碳原子数为3～10的环烷基的碳原子数例如可以为3、5、6、7、8、9、10。环烷基的具体实例包括但不限于，环戊基、环己基、金刚烷基。
本申请中，卤素基团例如可以为氟、氯、溴、碘。
本申请中，三烷基硅基的具体实例包括但不限于，三甲基硅基、三乙基硅基等。
本申请中，卤代烷基的具体实例包括但不限于三氟甲基。
可选地，R 1、R 2、R 3、Ar 1、Ar 2、L 1、L 2和L 3中的取代基相同或不同，且各自独立地选自氘、氟、氰基、碳原子数为3～20的杂芳基、碳原子数为6～20的芳基、碳原子数为3～7的三烷基硅基、三苯基硅基、碳原子数为1～5的烷基、碳原子数为1～5的卤代烷基、碳原子数为3～10的环烷基。
进一步可选地，R 1、R 2、R 3、Ar 1、Ar 2、L 1、L 2和L 3中的取代基相同或不同，且各自独立地选自氘、氟、氰基、碳原子数为3～15的杂芳基、碳原子数为6～15的芳基、碳原子数为3～7的三烷基硅基、三苯基硅基、碳原子数为1～5的烷基、碳原子数为1～5的氟代烷基、碳原子数为5～10的环烷基。
在一种实施方式中，所述有机化合物具有式1-1至式1-6中任一项所示的结构：
Figure PCTCN2021094446-appb-000028
Figure PCTCN2021094446-appb-000029
可选地，所述有机化合物具有式2-1至式2-34中任意一项所示的结构：
Figure PCTCN2021094446-appb-000030
Figure PCTCN2021094446-appb-000031
Figure PCTCN2021094446-appb-000032
可选地，式I具有式I-1至式I-5中任一项所示的结构：
Figure PCTCN2021094446-appb-000033
可选地，式I-2中，
Figure PCTCN2021094446-appb-000034
与
Figure PCTCN2021094446-appb-000035
不相同；或者，式I-2中，X 1、X 2和X 3不同时为N。
可选地，式I具有式4-1至式4-8中任一项所示的结构：
Figure PCTCN2021094446-appb-000036
本申请中，环A指的是
Figure PCTCN2021094446-appb-000037
其中，环A为苯环或成环碳原子数为10～14的稠合芳环，该稠合芳环例如可以为萘环、蒽环、菲环。举例而言，在化合物
Figure PCTCN2021094446-appb-000038
中，环A为苯 环，环A中的取代基R 3个数为0，Y 2为N(Ph)，Ad连接在该N(Ph)的苯环上，L 3为单键，Y 1表示N原子。再比如，在化合物
Figure PCTCN2021094446-appb-000039
中，可以理解为，环A为苯环，环A上的取代基R 3个数为0，Y 2为N(Ph)，Ad连接在该N(Ph)的苯环上，L 3为单键，Y 1表示N原子，任意两个相邻的R 2形成苯环。
在一些实施方式中，Ar 1和Ar 2相同或不同，且各自独立地选自如下基团所组成的组：
Figure PCTCN2021094446-appb-000040
其中，M 1选自单键或者
Figure PCTCN2021094446-appb-000041
G 1～G 5各自独立地选自N或者C(J 1)，且G 1～G 5中至少一个选自N；当G 1～G 5中的两个以上选自C(J 1)时，任意两个J 1相同或者不相同；
G 6～G 13各自独立地选自N或者C(J 2)，且G 6～G 13中至少一个选自N；当G 6～G 13中的两个以上选自C(J 2)时，任意两个J 2相同或者不相同；
G 14～G 23各自独立地选自N或者C(J 3)，且G 14～G 23中至少一个选自N；当G 14～G 23中的两个以上选自C(J 3)时，任意两个J 3相同或者不相同；
G 24～G 33各自独立地选自N或者C(J 4)，且G 24～G 33中至少一个选自N；当G 24～G 33中的两个以上选自C(J 4)时，任意两个J 4相同或者不相同；
Z 1选自氢、氘、氟、氯、溴、氰基、碳原子数为3～12的三烷基硅基、碳原子数为18～24的三芳基硅基、碳原子数为1～10的烷基、碳原子数为1～10的卤代烷基、碳原子数为3～10的环烷基、 碳原子数为2～10的杂环烷基、碳原子数为1～10的烷氧基；
Z 2～Z 9、Z 21各自独立地选自：氢、氘、氟、氯、溴、氰基、碳原子数为3～20的杂芳基、碳原子数为3～12的三烷基硅基、碳原子数为18～24的三芳基硅基、碳原子数为1～10的烷基、碳原子数为1～10的卤代烷基、碳原子数为3～10的环烷基、碳原子数为2～10的杂环烷基、碳原子数为1～10的烷氧基；
Z 10～Z 20、J 1～J 4各自独立地选自：氢、氘、氟、氯、溴、氰基、碳原子数为6～20的芳基、碳原子数为3～20的杂芳基、碳原子数为3～12的三烷基硅基、碳原子数为18～24的三芳基硅基、碳原子数为1～10的烷基、碳原子数为1～10的卤代烷基、碳原子数为3～10的环烷基、碳原子数为2～10的杂环烷基、碳原子数为1～10的烷氧基；
h 1～h 21以h k表示，Z 1～Z 21以Z k表示，k为变量，表示1～21的任意整数，h k表示取代基Z k的个数；其中，当k选自5或者17时，h k选自1、2或者3；当k选自2、7、8、12、15、16、18或者21时，h k选自1、2、3或者4；当k选自1、3、4、6、9或者14时，h k选自1、2、3、4或者5；当k为13时，h k选自1、2、3、4、5或者6；当k选自10或者19时，h k选自1、2、3、4、5、6或者7；当k为20时，h k选自1、2、3、4、5、6、7或者8；当k为11时，h k选自1、2、3、4、5、6、7、8或9；且当h k大于1时，任意两个Z k相同或者不相同，任选地，任意两个相邻的Z k相互连接形成环；
K 1选自O、S、N(Z 22)、C(Z 23Z 24)或Si(Z 25Z 26)；其中，Z 22、Z 23、Z 24、Z 25、Z 26各自独立地选自：碳原子数为6～20的芳基、碳原子数为3～20的杂芳基、碳原子数为1～10的烷基、碳原子数为3～10的环烷基、碳原子数为2～10的杂环烷基，或者上述Z 23和Z 24相互连接以与它们共同连接的原子形成碳原子数为3～15的饱和或不饱和的环，或者上述Z 25和Z 26相互连接以与它们共同连接的原子形成碳原子数为3～15的饱和或不饱和的环；
K 2选自单键、O、S、N(Z 27)、C(Z 28Z 29)或Si(Z 30Z 31)；其中，Z 27、Z 28、Z 29、Z 30、Z 31各自独立地选自：碳原子数为6～20的芳基、碳原子数为3～20的杂芳基、碳原子数为1～10的烷基、碳原子数为3～10的环烷基、碳原子数为2～10的杂环烷基，或者上述Z 28和Z 29相互连接以与它们共同连接的原子形成碳原子数为3～15的饱和或不饱和的环，或者上述Z 30和Z 31相互连接以与它们共同连接的原子形成碳原子数为3～15的饱和或不饱和的环。
本申请中，上述Z 23与Z 24、Z 26与Z 27、Z 28与Z 29、Z 30与Z 31四组基团中，每组中的两个基团相互连接所形成的环可以是碳原子数为3～15的饱和或不饱和的环。举例来讲，式i-10
Figure PCTCN2021094446-appb-000042
中，当K 2和M 1均为单键，Z 19为氢，且K 1为C(Z 23Z 24)时，Z 23与Z 24相互连接以与它们共同连接的原子形成5元环时，式i-10即为
Figure PCTCN2021094446-appb-000043
同样地，式i-10也可以代表
Figure PCTCN2021094446-appb-000044
即Z 23与Z 24相互连接以与它们共同连接的原子形成部分不饱和的13元环。同理，下文中涉及到L 1至L 3的式j-8至式j-9中，E 16和E 17、E 18和E 19、E 21和E 22、E 23和E 24的每组中的两个基团相互连接所形成的环具有类似的解释，在此不再赘述。
本申请中，式i-13至式i-15中，J 2至J 4可以以J j表示，其中的j为变量，表示2、3或4。举 例来讲，当j为2时，J j是指J 2。应当理解地是，当不定位连接键连接到C(J j)上时，C(J j)中的J j不存在。例如，在式i-13中，当
Figure PCTCN2021094446-appb-000045
连接到G 12时，G 12只能表示C原子，即式i-13的结构具体为：
Figure PCTCN2021094446-appb-000046
可选地，Ar 1和Ar 2相同或不同，且各自独立地选自碳原子数为6～30的取代或未取代的芳基、或者碳原子数为3～30的取代或未取代的杂芳基。例如，Ar 1和Ar 2可以各自独立地选自碳原子数为6、7、8、9、10、14、15、16、17、18、20、21、25的取代或未取代的芳基，或者碳原子数为3、4、5、7、9、12、14、18、19、20的取代或未取代的杂芳基。
可选地，Ar 1和Ar 2中的取代基相同或不同，且各自独立地选自氘、氟、氰基、碳原子数为3～12的杂芳基、碳原子数为6～12的芳基、碳原子数为3～7的三烷基硅基、碳原子数为1～5的烷基、碳原子数为1～5的氟代烷基、碳原子数为5～10的环烷基。
可选地，Ar 1和Ar 2相同或不同，且各自独立地选自碳原子数为6～15的取代或未取代的芳基、碳原子数为5～12的取代或未取代的杂芳基。
在一种实施方式中，Ar 1和Ar 2相同或不同，且各自独立地选自：取代或未取代的苯基、取代或未取代的联苯基、取代或未取代的吡啶基、取代或未取代的萘基、取代或未取代的喹啉基、取代或未取代的异喹啉基、取代或未取代的菲基、取代或未取代的蒽基、取代或未取代的二苯并呋喃基、取代或未取代的二苯并噻吩基、取代或未取代的芴基、取代或未取代的硅芴基、取代或未取代的三联苯基、取代或未取代的咔唑基、取代或未取代的9,9’-螺二芴基。
可选地，Ar 1和Ar 2中的取代基相同或不同，且各自独立地选自氘、氟、氰基、甲基、乙基、异丙基、叔丁基、苯基、吡啶基、萘基、联苯基、菲基。
可选地，Ar 1和Ar 2相同或不同，且各自独立地选自取代或未取代的基团W，未取代的基团W选自如下基团组成的组：
Figure PCTCN2021094446-appb-000047
取代的基团W中具有一个或两个以上取代基，取代的基团W中的取代基独立地选自氘、氟、氰基、碳原子数为1～5的烷基、碳原子数为3～7的三烷基硅基、碳原子数为1～4的氟代烷基、苯基、吡啶基、萘基。
可选地，Ar 1和Ar 2相同或不同，且各自独立地选自如下基团组成的组：
Figure PCTCN2021094446-appb-000048
Figure PCTCN2021094446-appb-000049
在一些实施方式中，L 1、L 2和L 3相同或不同，且各自独立地为单键或者式j-1所示的基团至式j-13所示的基团所组成的组：
Figure PCTCN2021094446-appb-000050
其中，M 2选自单键或者
Figure PCTCN2021094446-appb-000051
表示化学键；
Q 1～Q 5相同或不同，且各自独立地选自N或者C(J 5)，且Q 1～Q 5中至少一个选自N；当Q 1～Q 5中的两个以上选自C(J 5)时，任意两个J 5相同或者不相同；
Q 6～Q 13相同或不同，且各自独立地选自N或者C(J 6)，且Q 6～Q 13中至少一个选自N；当Q 6～Q 13中的两个以上选自C(J 6)时，任意两个J 6相同或者不相同；
Q 14～Q 23相同或不同，且各自独立地选自N或者C(J 7)，且Q 14～Q 23中至少一个选自N；当Q 14～Q 23中的两个以上选自C(J 7)时，任意两个J 7相同或者不相同；
Q 24～Q 33相同或不同，且各自独立地选自N或者C(J 8)，且Q 24～Q 33中至少一个选自N；当Q 24～Q 33中的两个以上选自C(J 8)时，任意两个J 8相同或者不相同；
E 1～E 14、J 5～J 8相同或不同，且各自独立地选自：氢、氘、氟、氯、溴、氰基、碳原子数为3～20的杂芳基、碳原子数为6～20的芳基、碳原子数为3～12的三烷基硅基、碳原子数为18～24的三芳基硅基、碳原子数为1～10的烷基、碳原子数为1～10的卤代烷基、碳原子数为3～10的环烷基、碳原子数为2～10的杂环烷基、碳原子数为1～10的烷氧基；
e 1～e 14以e r表示，E 1～E 14以E r表示，r为变量，表示1～14的任意整数，e r表示取代基E r的数量；当r选自1、2、3、4、5、6、9、13或14时，e r选自1、2、3或者4；当r选自7或11时，e r选自1、2、3、4、5或者6；当r为12时，e r选自1、2、3、4、5、6或者7；当r选自8或10时，e r选自1、2、3、4、5、6、7或者8；当e r大于1时，任意两个E r相同或者不相同；
K 3选自O、S、Se、N(E 15)、C(E 16E 17)或Si(E 18E 19)；其中，E 15、E 16、E 17、E 18和E 19相同或不同，且各自独立地选自：碳原子数为6～20的芳基、碳原子数为3～20的杂芳基、碳原子数为1～10的烷基、碳原子数为3～10的环烷基、碳原子数为2～10的杂环烷基，或者E 16和E 17相互连接以与它们共同连接的原子形成碳原子数为3～15的饱和或不饱和的环，或者E 18和E 19相互连接以与它们共同连接的原子形成碳原子数为3～15的饱和或不饱和的环；
K 4选自单键、O、S、Se、N(E 20)、C(E 21E 22)或Si(E 23E 24)；其中，E 20至E 24相同或不同，且各自独立地选自：碳原子数为6～20的芳基、碳原子数为3～20的杂芳基、碳原子数为1～10的烷基、碳原子数为3～10的环烷基、碳原子数为2～10的杂环烷基，或者E 21和E 22相互连接以与它们共同连接的原子形成碳原子数为3～15的饱和或不饱和的环，或者E 23和E 24相互连接以与它们共同连接的原子形成碳原子数为3～15的饱和或不饱和的环。
可选地，L 1、L 2和L 3相同或不同，且各自独立地选自单键、碳原子数为6～32的取代或未取代的亚芳基、碳原子数为3～20的取代或未取代的亚杂芳基。例如，L 1、L 2和L 3可以各自独立地为单键，或者为碳原子数为6、7、8、9、10、11、12、13、14、15、17、18、19、20的取代或未取代的亚芳基，或者为碳原子数为3、4、5、9、10、12、14、18的取代或未取代的亚杂芳基。
可选地，L 1、L 2和L 3中的取代基相同或不同，且各自独立地选自氘、氟、氰基、碳原子数为3～12的杂芳基、碳原子数为6～12的芳基、碳原子数为3～7的三烷基硅基、碳原子数为1～5的烷基、碳原子数为1～5的氟代烷基、碳原子数为5～10的环烷基。
可选地，L 1、L 2和L 3相同或不同，且各自独立地为单键、碳原子数为6～15的取代或未取代的亚芳基、碳原子数为12～18的取代或未取代的亚杂芳基。
可选地，L 1、L 2和L 3中的取代基相同或不同，且各自独立地选自氘、氟、氰基、碳原子数为6～10的芳基、甲基、乙基、异丙基、叔丁基、碳原子数为5～12的杂芳基。
可选地，L 1、L 2和L 3相同或不同，且各自独立地为单键、碳原子数为6～15的取代或未取代的亚芳基、碳原子数为12～18的取代或未取代的亚杂芳基。
可选地，L 1、L 2和L 3相同或不同，且各自独立地选自单键、取代或未取代的亚苯基、取代或未取代的亚萘基、取代或未取代的亚联苯基、取代或未取代的亚吡啶基、取代或未取代的亚二苯并呋喃基、取代或未取代的亚二苯并噻吩基、取代或未取代的亚咔唑基、取代或未取代的亚三联苯基、取代或未取代的亚蒽基、取代或未取代的亚菲基、取代或未取代的亚9,9’-螺二芴基、取代或未取代的亚9,9-二甲基芴基、取代或未取代的亚9,9-二苯基芴基、取代或未取代的亚喹啉基；或者为上述基团中的两者或三者通过单键连接所形成的基团；上述基团中的取代基相同或不同，且各自独立地选自氘、氟、氰基、碳原子数为1～5的烷基、苯基、联苯基、吡啶基、萘基、碳原子数为3～7的三烷基硅基、碳原子数为1～5的氟代烷基。
可选地，L 1、L 2和L 3彼此相同或不同，且分别独立地为单键，或者为取代或未取代的基团T 1，未取代的基团T 1选自如下基团所组成的组：
Figure PCTCN2021094446-appb-000052
取代的基团T 1中具有一个或两个以上的取代基，取代的基团T 1中的取代基独立地选自氘、 氟、氰基、碳原子数为1～4的烷基、碳原子数为3～7的三烷基硅基、三苯基硅基、碳原子数为1～4的氟代烷基、苯基、联苯基、吡啶基、萘基。
可选地，L 1、L 2和L 3相同或不同，且分别独立地为单键或者如下基团所组成的组：
Figure PCTCN2021094446-appb-000053
在一种实施方式中，R 1、R 2、R 3、Ar 1、Ar 2、L 1、L 2和L 3中的取代基相同或不同，且各自独立地选自氘、氟、氰基、吡啶基、苯基、萘基、三甲基硅基、甲基、乙基、异丙基、叔丁基。
可选地，R 1、R 2、R 3相同或不同，且各自独立地选自氘、氟、氰基、碳原子数为3～7的三烷基硅基、三苯基硅基、碳原子数为1～4的烷基、碳原子数为5～10的环烷基(例如，环戊基、环己基)、碳原子数为6～15的芳基、碳原子数为3～18的杂芳基。
任选地，任意两个相邻的R i形成5～15元的饱和或不饱和环，优选形成苯环或萘环。
可选地，R 1、R 2、R 3相同或不同，且各自独立地选自氘、氟、氰基、甲基、乙基、异丙基、叔丁基、环己基、苯基、萘基、联苯基、吡啶基。
可选地，n 1、n 2、n 3相同或不同，且各自独立地选自0、1或2。
可选地，R 4～R 8相同或不同，各自独立地选自碳原子数为1～5的烷基(例如为甲基)、碳原子数为6～18的芳基(例如苯基、联苯基、萘基)。
本申请中，Ad可以为1-金刚烷基，也可以为2-金刚烷基；优选为1-金刚烷基。
可选地，R 6选自氢、苯基、萘基、联苯基。
在一种实施方式中，所述有机化合物的结构中，Y 2上连接有一个Ad；L 3连接在Y 1上。
在另一种实施方式中，所述有机化合物的结构中，式II的结构上不连接有Ad，Ad连接在Ar 1、Ar 2、L 1、L 2或Y 1上。
可选地，所述有机化合物选自以下化合物组成的组：
Figure PCTCN2021094446-appb-000054
Figure PCTCN2021094446-appb-000055
Figure PCTCN2021094446-appb-000056
Figure PCTCN2021094446-appb-000057
Figure PCTCN2021094446-appb-000058
Figure PCTCN2021094446-appb-000059
Figure PCTCN2021094446-appb-000060
Figure PCTCN2021094446-appb-000061
Figure PCTCN2021094446-appb-000062
Figure PCTCN2021094446-appb-000063
Figure PCTCN2021094446-appb-000064
Figure PCTCN2021094446-appb-000065
Figure PCTCN2021094446-appb-000066
Figure PCTCN2021094446-appb-000067
Figure PCTCN2021094446-appb-000068
Figure PCTCN2021094446-appb-000069
本申请对提供的有机化合物的合成方法没有特别限定，本领域技术人员可以根据本申请的有机化合物结合制备例部分提供的制备方法确定合适的合成方法。换言之，本发明的制备例部分示例性地提供了有机化合物的制备方法，所采用的原料可通过商购获得或本领域熟知的方法获得。本领域技术人员可以根据这些示例性的制备方法得到本申请提供的所有有机化合物，在此不再详述制备该有机化合物的所有具体制备方法，本领域技术人员不应理解为对本申请的限制。
本申请第二方面提供一种电子元件，包括相对设置的阳极和阴极，以及设于所述阳极和所述阴极之间的功能层；所述功能层包含本申请第一方面所述的有机化合物。本申请所提供的有机化合物可以用于形成功能层中的至少一个有机膜层，以改善电子元件的效率特性和寿命特性。
可选地，所述功能层包括有机发光层，所述有机发光层包括所述有机化合物。有机发光层既可以由本申请所提供的有机化合物组成，也可以由本申请所提供的有机化合物和其他材料共同组成。
可选地，所述电子元件为有机电致发光器件。
可选地，所述有机电致发光器件为绿光器件。
按照一种实施方式，如图1所示，有机电致发光器件可以包括依次层叠设置的阳极100、空穴传输层320、作为能量转化层的有机发光层330、电子传输层340和阴极200。其中，所述空穴传输层320可以为一层或两层以上的结构。
可选地，阳极100包括以下阳极材料，其优选地是有助于空穴注入至功能层中的具有大逸出功(功函数，work function)材料。阳极材料具体实例包括：金属如镍、铂、钒、铬、铜、锌和金或它们的合金；金属氧化物如氧化锌、氧化铟、氧化铟锡(ITO)和氧化铟锌(IZO)；组合的金属和氧化物如ZnO:Al或SnO 2:Sb；或导电聚合物如聚(3-甲基噻吩)、聚[3,4-(亚乙基-1,2-二氧基)噻吩](PEDT)、聚吡咯和聚苯胺，但不限于此。优选包含氧化铟锡(铟锡氧化物，indium tin oxide)(ITO)作为阳极的透明电极。
可选地，所述空穴传输层320包括依次层叠设置的第一空穴传输层321和第二空穴传输层322，且所述第一空穴传输层321相对于所述第二空穴传输层322更靠近所述阳极100。
可选地，第一空穴传输层321和第二空穴传输层322分别包括一种或者多种空穴传输材料，空穴传输材料可以选自咔唑多聚体、咔唑连接三芳胺类化合物或者其他类型的化合物，本申请对此不做特殊的限定。例如，第一空穴传输层321可以由化合物NPB组成，第二空穴传输层322可以由PAPB或TCBPA组成。
有机发光层330可以由单一发光材料组成，也可以包括主体材料和客体材料。有机发光层的主体材料可以含有本申请的有机化合物。可选地，有机发光层330由主体材料和客体材料组成，注入有机发光层330的空穴和注入有机发光层330的电子可以在有机发光层330复合而形成激子，激子将能量传递给主体材料，主体材料将能量传递给客体材料，进而使得客体材料能够发光。
电子传输层340可以为单层结构，也可以为多层结构，其可以包括一种或者多种电子传输材料，电子传输材料可以选自但不限于，苯并咪唑衍生物、噁二唑衍生物、喹喔啉衍生物或者其他电子传输材料。例如，电子传输层340可以由TPBi和LiQ组成，也可以由TPyQB和LiQ组成。
本申请中，阴极200可以包括阴极材料，其是有助于电子注入至功能层中的具有小逸出功的材料。阴极材料的具体实例包括但不限于，金属如镁、钙、钠、钾、钛、铟、钇、锂、钆、铝、银、锡和铅或它们的合金；或多层材料如LiF/Al、Liq/Al、LiO 2/Al、LiF/Ca、LiF/Al和BaF 2/Ca。优选包括包含镁和银的金属电极作为阴极。
可选地，如图1所示，在阳极100和第一空穴传输层321之间还可以设置有空穴注入层310，以增强向第一空穴传输层321注入空穴的能力。空穴注入层310可以选用联苯胺衍生物、星爆状芳基胺类化合物、酞菁衍生物或者其他材料，本申请对此不做特殊的限制。例如，空穴注入层310可以由HAT-CN组成。
可选地，如图1所示，在阴极200和电子传输层340之间还可以设置有电子注入层350，以增强向电子传输层340注入电子的能力。电子注入层350可以包括有碱金属硫化物、碱金属卤化物等无机材料，或者可以包括碱金属与有机物的络合物。例如，电子注入层350可以包括LiQ，也可以包括Yb。
本申请第三方面提供一种电子装置，包括本申请第二方面所述的电子元件。
按照一种实施方式，如图2所示，所述电子装置为电子装置400，包括上述有机电致发光器件。电子装置400例如可以为显示装置、照明装置、光通讯装置或者其他类型的电子装置，例如可以包括但不限于电脑屏幕、手机屏幕、电视机、电子纸、应急照明灯、光模块等。
下面结合制备例来具体说明本申请的含氮化合物的合成方法。
本申请中未提到合成方法的化合物都是通过商业途径获得的原料产品。
化合物的分析检测使用ICP-7700质谱仪。
制备例1化合物1的制备
1)中间体IM 1-1的合成
Figure PCTCN2021094446-appb-000070
将1-金刚烷醇(50.0g，328.4mmol)、溴苯(51.6g，328.4mmol)、二氯甲烷(DCM，500mL)加入圆底烧瓶中，氮气保护下降温至-5～0℃，在-5～0℃下滴加三氟甲磺酸(73.9g，492.6mmol)，保温搅拌3h；向反应液中加入去离子水(300mL)水洗至pH＝7，加入二氯甲烷(100mL)进行萃取，合并有机相，使用无水硫酸镁进行干燥，过滤，减压除去溶剂；所得粗品使用正庚烷为流动相进行硅胶柱色谱提纯，得到白色固体中间体IM 1-1(52.6g，收率55％)。
以与中间体IM 1-1相同的方式制备中间体IM 1-2至IM 1-3，不同之处在于使用表1中原料A替代制备中间体IM 1-1中的原料溴苯。
表1
Figure PCTCN2021094446-appb-000071
2)中间体IM A-1的制备
Figure PCTCN2021094446-appb-000072
将5,7-二氢-吲哚并[2,3-B]咔唑(20.0g，78.03mmol)、IM 1-1(22.72g，78.03mmol)、CuI(2.97g，15.60mmol)、1,10-菲啰啉(5.62g，31.18mmol)、K 2CO 3(23.72g，171.67mmol)、18-冠醚-6(2.06g，7.80mmol)加入三口烧瓶中，并加入干燥过的DMF(200mL)溶剂，氮气保护下，升温至150℃，保持温度搅拌18小时；冷却至室温，停止搅拌，反应液水洗后分离有机相，使用无水硫酸镁干燥，减压除去溶剂，得到粗品；使用二氯甲烷/正庚烷作为流动相对粗品进行硅胶柱色谱提纯，得到白色固体产物中间体IM A-1(19.6g，收率54％)。
3)化合物1的制备
Figure PCTCN2021094446-appb-000073
在脱气氮置换的三口烧瓶中加入浓度为55％的NaH(0.92g，21.4mmol)、100mL的脱水DMF，在氮气流下搅拌，并且降温至0℃，在0℃开始滴加中间体IM A-1(10.0g，21.4mmol)的脱水DMF 溶液；滴加结束后，搅拌1h，之后滴加2-溴-4,6-二苯基-[1,3,5]三嗪(6.6g，21.4mmol)的DMF溶液。滴加结束后，搅拌3h，加入水，滤取析出的结晶，并用乙醇进行洗涤，过滤；所得粗品使用二氯甲烷/正庚烷为流动相进行硅胶柱色谱提纯，得到为白色固体的化合物1(6.4g，收率43％)，m/z＝698.32[M+H] +。
制备例2-6
以与制备例1相同的合成方法制备如下化合物，不同之处在于使用原料B代替制备例1中的2-溴-4,6-二苯基-[1,3,5]三嗪，使用中间体C代替制备例1中的中间体IM 1-1。所采用的主要原料、合成的化合物及其收率和质谱结果如表2所示。
表2
Figure PCTCN2021094446-appb-000074
化合物11的核磁数据：
1H-NMR(400MHZ,CD 2Cl 2):9.25(s,1H),8.95(s,1H),8.53-8.51(m,2H),8.30(d,1H),8.11(d,1H),7.98(d,1H),7.95(s,1H),7.72(d,1H),7.64-7.50(m,13H),7.45-7.40(m,4H),7.35-7.28(m,6H),2.20(s,3H),1.96(s,6H),1.84-1.74(m,6H).
制备例7化合物28的制备
Figure PCTCN2021094446-appb-000075
参照制备例1合成方法制备化合物28，不同之处在于使用吲哚并[2,3-A]咔唑(20g，78.03mmol)代替制备例1中5,7-二氢-吲哚并[2,3-B]咔唑，从而获得化合物28(14.4g，收率51％)，m/z＝698.32[M+H] +； 1H-NMR(400MHZ,CD 2Cl 2):8.93(d,1H),8.67-8.58(m,5H),8.13(d,1H),8.09(d,1H),7.95(d,1H),7.71(d,2H),7.58(m,6H),7.49(m,2H),7.34(m,3H),7.15(d,2H),2.19(s,3H),1.97(s,6H),1.81-1.75(m,6H).
制备例8-12
以与制备例7相同的合成方法制备如下化合物，不同之处在于使用表3中的原料D代替制备例7中的2-溴-4,6-二苯基-[1,3,5]三嗪。所采用的主要原料、合成的化合物及其收率和质谱结果如表3所示。
表3
Figure PCTCN2021094446-appb-000076
Figure PCTCN2021094446-appb-000077
化合物34的核磁数据：
1H-NMR(400MHz,CD 2Cl 2):8.59-8.53(m,3H),8.35-8.31(m,3H),8.14(d,1H),8.09(d,1H),7.95-7.90(m,3H),7.58-7.44(m,11H),7.42-7.31(m,4H),7.26(d,2H),2.13(s,3H),1.94(s,6H),1.82-1.77(m,6H).
制备例14-16
以与制备例7相同的合成方法制备化合物，不同之处在于使用表4中的原料E代替制备例7中的吲哚并[2,3-A]咔唑。所采用的主要原料、合成的化合物及其收率和质谱结果如表4所示。
表4
Figure PCTCN2021094446-appb-000078
化合物67的核磁数据：
1H-NMR(400MHz,CD 2Cl 2):8.81-8.76(d,4H),8.53(d,1H),8.21(d,1H),8.14(d,1H),7.94-7.87(m,2H),7.68(d,2H),7.58-7.56(m,6H),7.41-7.33(m,4H),7.24(t,1H),7.18(d,2H),2.12(s,3H),1.93(s,6H),1.86-1.78(m,6H).
制备例17化合物214的制备
1、中间体IM B-1的制备
Figure PCTCN2021094446-appb-000079
1)中间体IM 1-a的制备
将2-溴咔唑(30.0g，121.8mmol)、碘苯(24.8g，78.03mmol)、CuI(4.6g，24.3mmol)、K 2CO 3(37.0g，268.1mmol)、1,10-菲啰啉(8.7g，48.72mmol)、18-冠醚-6(3.2g，12.1mmol)加入三口烧瓶中，并加入干燥的DMF(300mL)溶剂，氮气保护下，升温至150℃，保持温度搅拌17h；冷却至室温，停止搅拌，反应液水洗后分离有机相，使用无水硫酸镁干燥，减压除去溶剂，得到粗品；使用二氯甲烷/正庚烷作为流动相对粗品进行硅胶柱色谱提纯，得到白色固体产物中间体IM 1-a(26.3g，收率67％)。
2)中间体IM 1-b的制备
将中间体IM 1-a(26.0g，80.6mmol)、2-氯苯胺(11.3g，88.7mmol)、Pd 2(dba) 3(0.73g，0.8mmol)、x-phos(0.76g，1.6mmol)、叔丁醇钠(11.6g，121.0mmol)加入三口烧瓶中，并加入甲苯(300mL)溶剂，氮气保护下，升温至110℃，保持温度搅拌15h；冷却至室温，停止搅拌，反应液水洗后分离有机相，使用无水硫酸镁干燥，减压除去溶剂，得到粗品；使用二氯甲烷/正庚烷作为流动相对粗品进行硅胶柱色谱提纯，得到白色固体产物中间体IM 1-b(15.7g，收率53％)。
3)中间体IM B-1的制备
将中间体IM 1-b(15.0g，46.5mmol)、碳酸铯(37.9g，116.3mmol)、三环己基磷氟硼酸盐(8.5g，23.2mmol)、Pd(OAc) 2(0.5g，2.3mmol)加入三口烧瓶中，并加入甲苯(150mL)，氮气保护下，升温至110℃，保持温度搅拌10h；冷却至室温，停止搅拌，反应液水洗后分离有机相，使用无水硫酸镁干燥，减压除去溶剂，得到粗品；使用二氯甲烷/正庚烷作为流动相对粗品进行硅胶柱色谱提纯，得到白色固体产物中间体IM B-1(9.43g，收率61％)。
2、中间体IM 2-1的制备
Figure PCTCN2021094446-appb-000080
1)中间体IM 2-a的制备
将2,4,6-三溴-1,3,5-三嗪(30.0g，94.4mmol)、苯硼酸(13.8g，113.2mmol)、四(三苯基膦)钯(5.4g，4.7mmol)、碳酸钾(26.0g，188.8mmol)、四丁基溴化铵(0.6g，1.8mmol)加入三口烧瓶中，甲苯(240mL)、乙醇(120mL)和去离子水(60mL)加入三口烧瓶中，氮气保护下升温至76℃，加热回流搅拌18h。冷却至室温，停止搅拌，反应液水洗后分离有机相，使用无水硫酸镁干燥，减压除去溶剂，得到粗品；使用二氯甲烷/正庚烷作为流动相对粗品进行硅胶柱色谱提纯，得到白色产物IM 2-a(17.5g，收率59％)。
2)中间体IM 2-b的制备
Figure PCTCN2021094446-appb-000081
将中间体IM 1-1(35.0g，120.1mmol)加入圆底烧瓶中，630mL的THF经过除水后加入到烧瓶中，给体系用液氮降温至-80℃至-90℃，开始滴加正丁基锂(8.46g，132.1mmol)，滴毕，保温1h。滴加硼酸三甲酯(13.7g，132.1mmol)，温度仍保持-80℃至-90℃，滴毕，保温1h后，自然升至室温，反应结束，加入HCl的水溶液，搅拌0.5h。加入二氯甲烷和水进行分液萃取，有机相洗至中性pH＝7，合并有机相，无水MgSO 4干燥10min后，过滤，滤液旋干，用正庚烷打浆2次得到白色固体中间体IM 2-b(20.9g，收率68％)。
3)中间体IM 2-1的制备
将IM 2-a(17.0g，53.9mmol)、IM 2-b(13.8g，53.9mmol)、四(三苯基膦)钯(0.62g，0.53mmol)、碳酸钾(14.9g，107.9mmol)、四丁基溴化铵(0.34g，1.1mmol)加入三口烧瓶中，甲苯(140mL)、乙醇(70mL)和去离子水(35mL)加入三口烧瓶中，氮气保护下升温至76℃，加热回流搅拌18h。冷却至室温，停止搅拌，反应液水洗后分离有机相，使用无水硫酸镁干燥，减压除去溶剂，得到粗品；使用二氯甲烷/正庚烷作为流动相对粗品进行硅胶柱色谱提纯，得到固体产物IM 2-1(14.9g，收率62％)。
参照IM 2-1的方法合成下表中所示的中间体IM 2-I(I表示变量，为2～6的整数)，不同之处在于使用原料F代替IM 2-1合成方法中的原料苯硼酸。所采用的原料、合成的中间体结构及其收率结果如表5所示：
表5
Figure PCTCN2021094446-appb-000082
Figure PCTCN2021094446-appb-000083
4)化合物214的制备
Figure PCTCN2021094446-appb-000084
在脱气氮置换的三口烧瓶中加入浓度为55％的NaH(1.16g，27.1mmol)、100mL的无水DMF，在氮气流下搅拌，并且降温至0℃，在0℃开始滴加IM B-1(9.0g，27.1mmol)的脱水DMF溶液。滴加结束后，搅拌1h，之后滴加IM 2-1(12.0g，27.1mmol)的DMF溶液。滴加结束后，搅拌3h，加入水，滤取析出的结晶，并用乙醇进行洗涤，过滤；所得粗品使用二氯甲烷/正庚烷为流动相进行硅胶柱色谱提纯，得到白色固体的化合物214(9.2g，收率50％)；m/z＝698.32[M+H] +。 1H-NMR(400MHZ,CD 2Cl 2):9.05(s,1H),8.90(d,1H),8.82(m,2H),8.78(m,2H),8.11(d,1H),7.98(d,1H),7.95(s,1H),7.58-7.40(m,12H),7.32-7.24(m,3H),2.22(s,3H),1.93(s,6H),1.83-1.74(m,6H).
制备例18-30
以与IM B-1类似的方法合成下表中所示中间体IM B-2至IM B-15，不同之处在于使用原料G替代2-溴咔唑，原料H替代碘苯，原料I替代2-氯苯胺。所采用的原料、合成的中间体结构及其收率结果如表6所示：
表6
Figure PCTCN2021094446-appb-000085
Figure PCTCN2021094446-appb-000086
以与制备例17相似的方法合成下表7中所示的化合物，不同之处在于使用中间体IM B-2至IM B-15(统称为“IM B-X”)替代中间体IM B-1，中间体IM 2-X替代中间体IM 2-1。所采用 的中间体、化合物结构及其收率、质谱结果如表7所示：
表7
Figure PCTCN2021094446-appb-000087
Figure PCTCN2021094446-appb-000088
Figure PCTCN2021094446-appb-000089
化合物231的核磁数据：
1H-NMR(400MHz,CD 2Cl 2):8.58-8.51(m,3H),8.36(d,1H),8.19(d,2H),8.15(d,1H),8.08(d,1H),7.95(d,1H),7.60-7.55(m,5H),7.53-7.31(m,10H),2.12(s,3H),1.95(s,6H),1.83-1.78(m,6H).
制备例32化合物310的制备
Figure PCTCN2021094446-appb-000090
以与制备例1相同的合成方法制备化合物310，不同之处在于使用原料7H-苯并呋喃[2,3-B]咔唑(20.1g，78.03mmol)代替制备例1中5,7-二氢-吲哚并[2,3-B]咔唑，得到化合物310(23.2g，收率48％)，m/z＝623.27[M+H] +。
制备例33-39
以与制备例32相同的合成方法制备下表所示的化合物，不同之处在于使用原料J代替制备例32中的原料7H-苯并呋喃[2,3-B]咔唑。所采用的原料J、合成化合物及其收率、质谱结果如表8所示：
表8
Figure PCTCN2021094446-appb-000091
Figure PCTCN2021094446-appb-000092
有机电致发光器件制备及评估
实施例1：绿色有机电致发光器件
通过以下过程制备阳极：将ITO厚度为
Figure PCTCN2021094446-appb-000093
的ITO基板切割成40mm(长)×40mm(宽)×0.7mm(厚)的尺寸，采用光刻工序，将其制备成具有阳极、阴极搭接区域以及绝缘层图案的实验基板，并可利用紫外臭氧以及O 2:N 2等离子进行表面处理，以增加阳极的功函数。也可采用有机溶剂清洗ITO基板表面，以清除ITO基板表面的杂质及油污。
在实验基板(阳极)上真空蒸镀一层HAT-CN以形成厚度为
Figure PCTCN2021094446-appb-000094
的空穴注入层(HIL)，并且在空穴注入层上真空蒸镀NPB，以形成厚度为
Figure PCTCN2021094446-appb-000095
的第一空穴传输层。
在第一空穴传输层上真空蒸镀TCBPA，形成厚度为
Figure PCTCN2021094446-appb-000096
的第二空穴传输层。
接着在第二空穴传输层上，将化合物1作为主体，Ir(npy) 2acac作为掺杂剂。按照90％：10％的比例进行共同蒸镀，形成厚度为
Figure PCTCN2021094446-appb-000097
的绿色发光层(EML)。
然后将TPyQB和LiQ以1:1的重量比进行混合并蒸镀形成
Figure PCTCN2021094446-appb-000098
厚的电子传输层(ETL)，将Yb蒸镀在电子传输层上以形成厚度为
Figure PCTCN2021094446-appb-000099
的电子注入层(EIL)，然后将镁(Mg)和银(Ag)以1:9的蒸镀速率混合，真空蒸镀在电子注入层上，形成厚度为
Figure PCTCN2021094446-appb-000100
的阴极。
此外，在上述阴极上真空蒸镀厚度为
Figure PCTCN2021094446-appb-000101
的CP-1，从而完成有机电致发光器件的制造。
实施例2～实施例39
除了在形成发光层时，以表9中所示的混合组分替代实施例1中的混合组分以外，利用与实施例1相同的方法制作有机电致发光器件。
比较例1～比较例3
除了在形成发光层时，以下表中所示化合物A、B、C的混合组分替代实施例1中的混合组分以外，利用与实施例1相同的方法制作有机电致发光器件。
其中，在制备有机电致发光器件时，比较例1～3与实施例1～39所使用的材料结构如下：
Figure PCTCN2021094446-appb-000102
对实施例1～39和比较例1～3制备所得的绿色有机电致发光器件进行性能测试，具体在10mA/cm 2的条件下测试了器件的IVL性能，T95器件寿命在20mA/cm 2的条件下进行测试，测试结果展示在表9中。
表9绿色有机电致发光器件的性能测试结果
Figure PCTCN2021094446-appb-000103
Figure PCTCN2021094446-appb-000104
如表9中的器件性能测试结果可知，实施例1-39将本发明化合物用作绿色发光层主体材料，与比较例1-3相比，在驱动电压基本相当的前提下，实施例1-39的器件效率与T95寿命较比较例1-3均有所提高。其中器件电流效率至少提升了19.6％，寿命至少提升了14.1％。
因此，本公开的新型化合物用于制备绿色有机电致发光器件时，可以有效地延长有机电致发光器件的寿命，并且大幅度提升有机电致发光器件的发光效率。
以上结合附图详细描述了本公开的优选实施方式，但是，本公开并不限于上述实施方式中的具体细节，在本公开的技术构思范围内，可以对本公开的技术方案进行多种简单变型，这些简单变型均属于本公开的保护范围。
另外需要说明的是，在上述具体实施方式中所描述的各个具体技术特征，在不矛盾的情况下，可以通过任何合适的方式进行组合，为了避免不必要的重复，本公开对各种可能的组合方式不再另行说明。
此外，本公开的各种不同的实施方式之间也可以进行任意组合，只要其不违背本公开的思 想，其同样应当视为本公开所公开的内容。

Claims (19)

  1. 一种有机化合物，其特征在于，所述有机化合物的结构由式I和式II组成：
    Figure PCTCN2021094446-appb-100001
    其中，式I和式II稠合，*表示式I与式II稠合的连接点；
    在—(Ad) m中，Ad为金刚烷基，m表示Ad的个数，m选自1、2或3；
    环A选自苯环或成环碳原子数为10～14的稠合芳环；
    Y 1和Y 2相同或不同，且各自独立地选自O、S、C(R 4R 5)、N(R 6)、Si(R 7R 8)或Se，其中，R 4～R 8相同或不同，且各自独立地选自氢、碳原子数为6～18的芳基、碳原子数为3～18的杂芳基、碳原子数为1～10的烷基、碳原子数为3～10的环烷基，任选地，R 4和R 5相互连接以与它们共同连接的原子一起形成5～15元的饱和或不饱和环，任选地，R 7和R 8相互连接以与它们共同连接的原子一起形成5～15元的饱和或不饱和环；
    X 1、X 2、X 3相同或不同，且各自独立地选自C(H)或N，其中X 1、X 2、X 3中至少一者为N；
    R 1、R 2、R 3相同或不同，且各自独立地选自氘、卤素基团、氰基、碳原子数为3～12的三烷基硅基、碳原子数为18～24的三芳基硅基、碳原子数为1～10的取代或未取代的烷基、碳原子数为1～15的取代或未取代的烷氧基、碳原子数为3～10的环烷基、碳原子数为6～30的取代或未取代的芳基、碳原子数为3～30的取代或未取代的杂芳基；
    R 1、R 2、R 3以R i表示，n 1～n 3以n i表示，n i表示R i的个数，i为变量，表示1、2和3，当i为1、2时，n i选自0、1、2、3或4；当i为3时，n i选自0、1、2、3、4、5、6、7、8、9或10；且当n i大于1时，任意两个n i相同或不同；任选地，任意两个相邻的R i形成环；
    L 1、L 2和L 3相同或不同，且分别独立地选自单键、碳原子数为6～40的取代或未取代的亚芳基、碳原子数为3～30的取代或未取代的亚杂芳基；
    Ar 1和Ar 2相同或不同，且各自独立地选自碳原子数为6～40的取代或未取代的芳基、碳原子数为2～40的取代或未取代的杂芳基；
    R 1、R 2、R 3、Ar 1、Ar 2、L 1、L 2和L 3中的取代基相同或不同，且各自独立地选自氘、卤素基团、氰基、碳原子数为3～20的杂芳基、碳原子数为6～20的芳基、碳原子数为3～12的三烷基硅基、碳原子数为18～24的三芳基硅基、碳原子数为1～10的烷基、碳原子数为1～10的卤代烷基、碳原子数为3～10的环烷基、碳原子数为2～10的杂环烷基、碳原子数为1～10的烷氧基。
  2. 根据权利要求1所述的有机化合物，其中，R 1、R 2、R 3、Ar 1、Ar 2、L 1、L 2和L 3中的取代基相同或不同，且各自独立地选自氘、氟、氰基、碳原子数为3～20的杂芳基、碳原子数为6～20的芳基、碳原子数为3～7的三烷基硅基、三苯基硅基、碳原子数为1～5的烷基、碳原子数为1～5的卤代烷基、碳原子数为3～10的环烷基。
  3. 根据权利要求1所述的有机化合物，其中，式I具有式I-1至式I-5中任一项所示的结构：
    Figure PCTCN2021094446-appb-100002
  4. 根据权利要求1所述的有机化合物，其中，式I具有式4-1至式4-8中任一项所示的结构：
    Figure PCTCN2021094446-appb-100003
    Figure PCTCN2021094446-appb-100004
  5. 根据权利要求1所述的有机化合物，其中，环A选自苯环、萘环、蒽环或菲环。
  6. 根据权利要求1～5中任一项所述的有机化合物，其中，Ar 1和Ar 2相同或不同，且各自独立地选自碳原子数为6～30的取代或未取代的芳基、碳原子数为3～30的取代或未取代的杂芳基。
  7. 根据权利要求1～6中任一项所述的有机化合物，其中，Ar 1和Ar 2相同或不同，且各自独立地选自取代或未取代的基团W，未取代的基团W选自如下基团组成的组：
    Figure PCTCN2021094446-appb-100005
    取代的基团W中具有一个或两个以上取代基，取代的基团W中的取代基独立地选自氘、氟、氰基、碳原子数为1～5的烷基、碳原子数为3～7的三烷基硅基、碳原子数为1～4的氟代烷基、苯基、吡啶基、萘基。
  8. 根据权利要求1～7中任一项所述的有机化合物，其中，Ar 1和Ar 2相同或不同，且各自独立地选自如下基团组成的组：
    Figure PCTCN2021094446-appb-100006
  9. 根据权利要求1所述的有机化合物，其中，L 1、L 2和L 3相同或不同，且各自独立地选自单键、碳原子数为6～32的取代或未取代的亚芳基、碳原子数为3～20的取代或未取代的亚杂芳基。
  10. 根据权利要求1所述的有机化合物，其中，L 1、L 2和L 3相同或不同，且各自独立地选自：单键、取代或未取代的亚苯基、取代或未取代的亚萘基、取代或未取代的亚联苯基、取代或未取代的亚吡啶基、取代或未取代的亚二苯并呋喃基、取代或未取代的亚二苯并噻吩基、取代或未取代的亚咔唑基、取代或未取代的亚三联苯基、取代或未取代的亚蒽基、取代或未取代的亚菲基、取代或 未取代的亚9,9’-螺二芴基、取代或未取代的亚9,9-二甲基芴基、取代或未取代的亚9,9-二苯基芴基、取代或未取代的亚喹啉基；或者为上述基团中的两者或三者通过单键连接所形成的基团；上述基团中的取代基相同或不同，且各自独立地选自氘、氟、氰基、碳原子数为1～5的烷基、苯基、联苯基、吡啶基、萘基、碳原子数为3～7的三烷基硅基、碳原子数为1～5的氟代烷基。
  11. 根据权利要求1～10中任一项所述的有机化合物，其中，L 1、L 2和L 3相同或不同，且分别为单键，或者为取代或未取代的基团T 1，未取代的基团T 1选自如下基团所组成的组：
    Figure PCTCN2021094446-appb-100007
    取代的基团T 1中具有一个或两个以上的取代基，取代的基团T 1中的取代基独立地选自氘、氟、氰基、碳原子数为1～4的烷基、碳原子数为3～7的三烷基硅基、三苯基硅基、碳原子数为1～4的氟代烷基、苯基、联苯基、吡啶基、萘基。
  12. 根据权利要求1所述的有机化合物，其中，L 1、L 2和L 3相同或不同，且分别独立地选自单键或者如下基团所组成的组：
    Figure PCTCN2021094446-appb-100008
  13. 根据权利要求1所述的有机化合物，其中，R 1、R 2、R 3相同或不同，且各自独立地选自氘、氟、氰基、碳原子数为3～7的三烷基硅基、三苯基硅基、碳原子数为1～4的烷基、碳原子数为5～10的环烷基、碳原子数为6～15的芳基、碳原子数为3～18的杂芳基；
    任选地，任意两个相邻的R i形成5～15元的饱和或不饱和环，优选形成苯环或萘环。
  14. 根据权利要求1所述的有机化合物，其中，R 6选自氢、苯基、萘基、联苯基。
  15. 根据权利要求1所述的有机化合物，其中，所述有机化合物选自如下化合物组成的组：
    Figure PCTCN2021094446-appb-100009
    Figure PCTCN2021094446-appb-100010
    Figure PCTCN2021094446-appb-100011
    Figure PCTCN2021094446-appb-100012
    Figure PCTCN2021094446-appb-100013
    Figure PCTCN2021094446-appb-100014
    Figure PCTCN2021094446-appb-100015
    Figure PCTCN2021094446-appb-100016
    Figure PCTCN2021094446-appb-100017
    Figure PCTCN2021094446-appb-100018
    Figure PCTCN2021094446-appb-100019
    Figure PCTCN2021094446-appb-100020
    Figure PCTCN2021094446-appb-100021
    Figure PCTCN2021094446-appb-100022
    Figure PCTCN2021094446-appb-100023
    Figure PCTCN2021094446-appb-100024
    Figure PCTCN2021094446-appb-100025
  16. 一种电子元件，其特征在于，包括相对设置的阳极和阴极，以及设于所述阳极和所述阴极之间的功能层；所述功能层包含权利要求1～15任一项所述的有机化合物。
  17. 根据权利要求16所述的电子元件，其中，所述功能层包括有机发光层，所述有机发光层包含所述有机化合物。
  18. 根据权利要求16或17所述的电子元件，其中，所述电子元件为有机电致发光器件；
    优选地，所述有机电致发光器件为绿色器件。
  19. 一种电子装置，包括权利要求16～18中任一项所述的电子元件。
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