WO2021020946A1 - Élément électroluminescent organique - Google Patents

Élément électroluminescent organique Download PDF

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WO2021020946A1
WO2021020946A1 PCT/KR2020/010174 KR2020010174W WO2021020946A1 WO 2021020946 A1 WO2021020946 A1 WO 2021020946A1 KR 2020010174 W KR2020010174 W KR 2020010174W WO 2021020946 A1 WO2021020946 A1 WO 2021020946A1
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금수정
허정오
홍완표
송동근
김훈준
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주식회사 엘지화학
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Definitions

  • the present specification relates to a compound and an organic light emitting device including the same.
  • the organic light emission phenomenon refers to a phenomenon in which electrical energy is converted into light energy using an organic material.
  • An organic light emitting device using the organic light emitting phenomenon has a structure including an anode, a cathode, and an organic material layer therebetween.
  • the organic material layer is often made of a multi-layered structure composed of different materials in order to increase the efficiency and stability of the organic light emitting device.For example, it may be formed of a hole injection layer, a hole transport layer, a light emitting layer, an electron transport layer, an electron injection layer, and the like.
  • An exemplary embodiment of the present specification is a first electrode; A second electrode; And an organic material layer provided between the first electrode and the second electrode, wherein the organic material layer includes a first organic material layer including a compound represented by Formula 1 or 2 and a second organic material layer including a compound represented by Formula 3 below. It provides an organic light-emitting device including an organic material layer.
  • Ar1 to Ar4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted alkynyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkylthio group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted aryl group; A substituted or unsubstituted aryloxy group; A substituted or unsubstituted arylthio group; A substituted or unsubstituted amine group; Or a substituted or unsubstituted heterocyclic group; Or combined with an adjacent group to form a substituted or unsub
  • A1, A2, R1 to R3, Z1 and Z2 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted alkynyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkylthio group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted aryl group; A substituted or unsubstituted aryloxy group; A substituted or unsubstituted arylthio group; A substituted or unsubstituted amine group; Or a substituted or unsubstituted heterocyclic group; Or combined with an adjacent group
  • n1 to n3 are each an integer of 0 to 3, and when n1 to n3 are each 2 or more, the substituents in two or more parentheses are the same or different from each other,
  • p1 is 0 or 1
  • E1 to E3 are the same as or different from each other, and each independently an aromatic hydrocarbon ring,
  • At least one of R4 to R8 is represented by the following formula 1-A or 1-B, or combined with an adjacent group to form a substituted or unsubstituted aliphatic hydrocarbon ring, the remainder being the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted alkynyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkylthio group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted aryl group; A substituted or unsubstituted aryloxy group; A substituted or unsubstituted arylthio group;
  • n4 and n5 are each an integer of 0 to 4
  • n6 is an integer of 0 to 3
  • n7 and n8 are each an integer of 0 to 5
  • n4 + n5 + n6 + n7 + n8 is 1 or more
  • n4 to n8 are each 2 or more, the substituents in the two or more parentheses are the same as or different from each other,
  • T1 to T17 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted alkynyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkylthio group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted aryl group; A substituted or unsubstituted aryloxy group; A substituted or unsubstituted arylthio group; A substituted or unsubstituted amine group; Or a substituted or unsubstituted heterocyclic group; Or combined with an adjacent group to form a substituted or unsub
  • Ar11 to Ar14 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted alkynyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkylthio group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted aryl group; A substituted or unsubstituted aryloxy group; A substituted or unsubstituted arylthio group; A substituted or unsubstituted amine group; Or a substituted or unsubstituted heterocyclic group; Or combined with an adjacent group to form a substituted or unsub
  • L11 is a direct bond; Or a substituted or unsubstituted arylene group,
  • p2 is 0 or 1
  • HAr is a substituted or unsubstituted N-containing heterocyclic group
  • L21 and L22 are the same as or different from each other, and each independently a direct bond; A substituted or unsubstituted divalent to tetravalent aryl group; Or a substituted or unsubstituted divalent to tetravalent heterocyclic group,
  • Ar21 is a substituted or unsubstituted arylene group; A substituted or unsubstituted divalent heterocyclic group; Or -O-,
  • a and b are each an integer of 1 to 3
  • HAr is the same as or different from each other.
  • the organic light emitting device described in the present specification includes the compound represented by Formula 1 or 2 in the first organic material layer and the compound represented by Formula 3 in the second organic material layer, thereby having a low driving voltage, excellent efficiency characteristics, and excellent Have a lifespan.
  • low driving voltage, high efficiency, and lifespan may be improved by controlling the degree of electron transport through the adjustment of an appropriate HOMO energy level and LUMO energy level.
  • 1, 2, and 8 show examples of an organic light-emitting device according to an exemplary embodiment of the present specification.
  • 3 to 7 show examples of organic light emitting devices including two or more stacks.
  • hole injection layer/ 4 hole transport layer/ 4a: first hole transport layer/ 4b: second hole transport layer/ 4c: third hole transport layer/ 4d: fourth hole transport layer/ 4e: agent 5 hole transport layer/ 4f: sixth hole transport layer/ 4p: p-doped hole transport layer/ 4R: red hole transport layer/ 4G: green hole transport layer/ 4B: blue hole transport layer/ 5: electron blocking layer/ 6: light emitting layer/ 6a: First emitting layer/6b: second emitting layer 6c: third emitting layer 6BF: blue fluorescent emitting layer 6BFa: first blue fluorescent emitting layer 6BFb: second blue fluorescent emitting layer 6YGP: yellow green phosphorescent emitting layer 6RP: red phosphorescent emitting layer / 6GP: green phosphorescent emission layer/ 7: hole blocking layer/ 8: electron injection and transport layer/ 9: electron transport layer/ 9a: first electron transport layer/ 9b: second electron transport layer/ 9c: third electron transport layer/ 10: electron injection
  • the present specification provides an organic light-emitting device including a first organic material layer including a compound represented by Formula 1 or 2 and a second organic material layer including a compound represented by Formula 3 at the same time. Since the organic light-emitting device includes the first organic material layer and the second organic material layer at the same time, it has characteristics of low voltage, high efficiency, and long life.
  • the emission layer containing the compound of Formula 1 or 2 has a shallow HOMO level, and the compound of Formula 3 has a deep HOMO and LUMO level, so electrons can be easily transferred to the emission layer, thereby exhibiting high efficiency and lifetime.
  • substituted means that the hydrogen atom bonded to the carbon atom of the compound is replaced with another substituent, and the position to be substituted is not limited as long as the position at which the hydrogen atom is substituted, that is, the position where the substituent can be substituted, and when two or more are substituted , Two or more substituents may be the same or different from each other.
  • substituted or unsubstituted refers to deuterium; Halogen group; Cyano group (-CN); Nitro group; Hydroxy group; Silyl group; Boron group; Alkyl group; Alkenyl group; Alkynyl group; Alkoxy group; Alkylthio group; Aryloxy group; Arylthio group; Cycloalkyl group; Aryl group; Amine group; And it is substituted with one or two or more substituents selected from the group consisting of a heterocyclic group, two or more of the substituents exemplified above are substituted with a connected substituent, or it means that no substituents are present.
  • connection of two or more substituents means that hydrogen of any one of the substituents is replaced with another substituent.
  • an isopropyl group and a phenyl group are connected It may be a substituent of.
  • connection of three substituents is not only that (substituent 1)-(substituent 2)-(substituent 3) is continuously connected, but also (substituent 2) and (substituent 3) are Includes connections.
  • two phenyl groups and isopropyl groups are connected It may be a substituent of. The same applies to those in which four or more substituents are connected.
  • substituted with A or B includes a case where only A or B is substituted, as well as a case where A and B are substituted.
  • substituted or unsubstituted is deuterium; Halogen group; Cyano group (-CN); Nitro group; Hydroxy group; Silyl group; Boron group; An alkyl group having 1 to 10 carbon atoms; An alkenyl group having 2 to 10 carbon atoms; Alkynyl group having 2 to 10 carbon atoms; An alkoxy group having 1 to 10 carbon atoms; An alkylthio group having 1 to 10 carbon atoms; Aryloxy group having 6 to 30 carbon atoms; Arylthio group having 6 to 30 carbon atoms; A cycloalkyl group having 3 to 30 carbon atoms; Aryl group having 6 to 30 carbon atoms; Amine group; And it is substituted with one or more substituents selected from the group consisting of a heterocyclic group having 2 to 30 carbon atoms, or substituted with a substituent to which two or more groups selected from the group are connected, or not having any substituents.
  • substituted or unsubstituted is deuterium; Halogen group; Cyano group (-CN); Nitro group; Hydroxy group; Silyl group; Boron group; An alkyl group having 1 to 6 carbon atoms; An alkenyl group having 2 to 6 carbon atoms; Alkynyl group having 2 to 6 carbon atoms; An alkoxy group having 1 to 6 carbon atoms; An alkylthio group having 1 to 6 carbon atoms; Aryloxy group having 6 to 20 carbon atoms; Arylthio group having 6 to 20 carbon atoms; A cycloalkyl group having 3 to 20 carbon atoms; Aryl group having 6 to 20 carbon atoms; Amine group; And it is substituted with one or more substituents selected from the group consisting of a heterocyclic group having 2 to 20 carbon atoms, or substituted with a substituent to which two or more groups selected from the group are connected, or does not have any substituents.
  • examples of the halogen group include fluorine (-F), chlorine (-Cl), bromine (-Br), or iodine (-I).
  • the alkyl group includes a linear or branched chain, and the number of carbon atoms is not particularly limited, but is 1 to 60, 1 to 30, or 1 to 20.
  • Specific examples of the alkyl group include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, and the like, and the alkyl group may be a straight chain or a branched chain.
  • propyl The group includes an n-propyl group and an isopropyl group
  • the butyl group includes an n-butyl group, an isobutyl group and a tert-butyl group.
  • the number of carbon atoms of the cycloalkyl group is not particularly limited, but is 3 to 60, 3 to 30, 3 to 20, or 3 to 10.
  • Cycloalkyl groups include monocyclic groups as well as bicyclic groups such as bridgeheads, fused rings, and spiro rings. Specifically, there are a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantyl group, and the like, but is not limited thereto.
  • cycloalkene is a cyclic group that has a double bond in the hydrocarbon ring, but is not aromatic, and the number of carbons is not particularly limited, but 3 to 60, 3 to 30, 3 to 20, or 3 to 10 to be.
  • Cycloalkenes include not only monocyclic groups, but also bicyclic groups such as bridgehead, fused ring, and spiro. Examples of the cycloalkene include cyclopropene, cyclobutene, cyclopentene, and cyclohexene, but are not limited thereto.
  • the alkoxy group is an aryl group connected to an oxygen atom
  • an arylthio group is an alkyl group connected to a sulfur atom
  • the above-described description of the alkyl group may be applied to the alkyl group of the alkoxy group and the alkylthio group.
  • the aryl group may be a monocyclic aryl group or a polycyclic aryl group, and the number of carbon atoms is not particularly limited, but 6 to 60, 6 to 30, or 6 to 20.
  • the monocyclic aryl group may be a phenyl group, a biphenyl group, a terphenyl group, or a quarterphenyl group, but is not limited thereto.
  • the polycyclic aryl group may be a naphthyl group, anthracenyl group, phenanthrenyl group, pyrenyl group, perylenyl group, triphenyl group, chrysenyl group, fluorenyl group, fluoranthenyl group, triphenylenyl group, etc. , But is not limited thereto.
  • carbon atom 9 (C) of the fluorenyl group may be substituted with an alkyl group, an aryl group, etc., and two substituents may be bonded to each other to form a spiro structure such as cyclopentane and fluorene.
  • the substituted aryl group may include a form in which an aliphatic ring is condensed with an aryl group.
  • a tetrahydronaphthalene group having the following structure is included in a substituted aryl group.
  • one of the carbons of the benzene ring may be linked to another position.
  • an aryloxy group is an aryl group connected to an oxygen atom
  • an arylthio group is an aryl group connected to a sulfur atom
  • the aryl group described above may be applied to the aryl group of the aryloxy group and the arylthio group.
  • the aryl group of the aryloxy group is the same as the aryl group described above.
  • the aryloxy group includes a phenoxy group, p-tolyloxy group, m-tolyloxy group, 3,5-dimethyl-phenoxy group, 2,4,6-trimethylphenoxy group, p-tert-butylphenoxy group, 3- Biphenyloxy group, 4-biphenyloxy group, 1-naphthyloxy group, 2-naphthyloxy group, 4-methyl-1-naphthyloxy group, 5-methyl-2-naphthyloxy group, 1-anthryloxy group , 2-anthryloxy group, 9-anthryloxy group, 1-phenanthryloxy group, 3-phenanthryloxy group, and 9-phenanthryloxy group, and the arylthioxy group includes a phenylthioxy group, 2- Methylphenyl thioxy group, 4-tert-butylphenyl thioxy group, and the like, but are not limited thereto.
  • the silyl group may be represented by the formula of -SiY a Y b Y c , wherein Y a , Y b and Y c are each hydrogen; A substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; Or it may be a substituted or unsubstituted aryl group.
  • the silyl group is specifically trimethylsilyl group, triethylsilyl group, tert-butyldimethylsilyl group, vinyldimethylsilyl group, propyldimethylsilyl group, dimethylphenylsilyl group, triphenylsilyl group, diphenylsilyl group, phenylsilyl group, etc. However, it is not limited thereto.
  • the boron group may be represented by the formula of -BY d Y e , wherein Y d and Y e are each hydrogen; A substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; Or it may be a substituted or unsubstituted aryl group.
  • the silyl group includes a dimethyl boron group, a diethyl boron group, a tert-butylmethyl boron group, a vinyl methyl boron group, a propyl methyl boron group, a methylphenyl boron group, a diphenyl boron group, a phenyl boron group, etc., but is not limited thereto. .
  • the amine group may be represented by -NRaRb, wherein Ra and Rb are each hydrogen; A substituted or unsubstituted alkyl group; A substituted or unsubstituted aryl group; Or it may be a substituted or unsubstituted heteroaryl group, but is not limited thereto.
  • the amine group is selected from the group consisting of an alkylamine group, an alkylarylamine group, an arylamine group, a heteroarylamine group, an alkylheteroarylamine group, and an arylheteroarylamine group, depending on the type of the substituent (Ra, Rb) to be bonded. Can be.
  • the alkylamine group refers to an amine group substituted with an alkyl group, and the number of carbon atoms is not particularly limited, but may be 1 to 40 or 1 to 20.
  • Specific examples of the alkylamine group include a methylamine group, a dimethylamine group, an ethylamine group, and a diethylamine group, but are not limited thereto.
  • examples of the arylamine group include a substituted or unsubstituted monoarylamine group, a substituted or unsubstituted diarylamine group, or a substituted or unsubstituted arylheteroarylamine group.
  • the aryl group in the arylamine group may be a monocyclic or polycyclic aryl group.
  • Specific examples of the arylamine group include a phenylamine group, a naphthylamine group, a biphenylamine group, an anthracenylamine group, a diphenylamine group, a phenylnaphthylamine group, a bis(tert-butylphenyl)amine group, etc. , But is not limited thereto.
  • heteroarylamine group examples include a substituted or unsubstituted monoheteroarylamine group, a substituted or unsubstituted diheteroarylamine group, or a substituted or unsubstituted arylheteroarylamine group.
  • the arylheteroarylamine group means an amine group substituted with an aryl group and a heteroaryl group, and descriptions of the aryl group and the heteroaryl group to be described later may be applied.
  • the heterocyclic group is a cyclic group including one or more of N, O, S, and Si as a hetero atom, and the number of carbon atoms is not particularly limited, but is 2 to 60, or 2 to 30.
  • the heterocyclic group include a pyridyl group; Quinoline group; Thiophene group; Dibenzothiophene group; Furan group; Dibenzofuran group; Naphthobenzofuran group; Carbazole; Benzocarbazole group; Naphthobenzothiophene group; Hexahydrocarbazole group; Dihydroacridine group; Dibenzoazacillin group; Phenoxazine; Phenothiazine; Dihydrodibenzoazacillin group; Spiro (dibenzosilol-dibenzoazacillin) group; Spiro (acridine-fluorene) group, and the like, but are not limited thereto
  • heterocyclic group may be applied except that the heteroaryl group is aromatic.
  • adjacent The group may mean a substituent substituted on an atom directly connected to the atom where the corresponding substituent is substituted, a substituent positioned three-dimensionally close to the corresponding substituent, or another substituent substituted on the atom where the corresponding substituent is substituted.
  • the ring formed by bonding adjacent groups refers to a hydrocarbon ring; Or a hetero ring.
  • a 5-membered or 6-membered ring formed by bonding adjacent groups means that the ring including the substituent participating in the ring formation is 5 or 6 members. It may include condensation of an additional ring to the ring including the substituent participating in the ring formation.
  • the hydrocarbon ring may be an aromatic, aliphatic, or condensed ring of aromatic and aliphatic, and the description of the aryl group described above may be applied except that the aromatic hydrocarbon ring is not monovalent, and the aliphatic hydrocarbon ring is Except for those that are not monovalent, the above description of the cycloalkyl group may apply.
  • the aromatic and aliphatic condensed ring include a 1,2,3,4-tetrahydronaphthalene group, and a 2,3-dihydro-1H-indene group, but are not limited thereto.
  • heterocyclic group may be applied, except that the heterocycle is not monovalent.
  • the aromatic hydrocarbon ring refers to a ring in which pi electrons are completely conjugated and planar, and the description of the aryl group described above may be applied except for a divalent group.
  • the aliphatic hydrocarbon ring means all hydrocarbon rings except for an aromatic hydrocarbon ring, and may include a cycloalkyl ring. Except that the cycloalkyl ring is a divalent group, the above description of the cycloalkyl group can be applied.
  • the substituted aliphatic hydrocarbon ring also includes an aliphatic hydrocarbon ring condensed with an aromatic ring.
  • the description of the aryl group described above may be applied except that the arylene group is a divalent group.
  • the description of the cycloalkyl group may be applied except that the cycloalkylene group is a divalent group.
  • Ar1 to Ar4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted alkynyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkylthio group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted aryl group; A substituted or unsubstituted aryloxy group; A substituted or unsubstituted arylthio group; A substituted or unsubstituted amine group; Or a substituted or unsubstituted heterocyclic group; Or it combines with an
  • Ar1 to Ar4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted C1-C10 alkyl group; A substituted or unsubstituted alkenyl group having 2 to 10 carbon atoms; A substituted or unsubstituted alkynyl group having 2 to 10 carbon atoms; A substituted or unsubstituted alkoxy group having 1 to 10 carbon atoms; A substituted or unsubstituted C1-C10 alkylthio group; A substituted or unsubstituted C3 to C30 cycloalkyl group; A substituted or unsubstituted aryl group having 6 to 30 carbon atoms; A substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms; A substituted or unsubstit
  • Ar1 to Ar4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted alkyl group; Or a substituted or unsubstituted aryl group; Or it combines with an adjacent group to form a substituted or unsubstituted aliphatic hydrocarbon ring.
  • Ar1 to Ar4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted C1-C10 alkyl group; Or a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; Or it combines with an adjacent group to form a substituted or unsubstituted aliphatic hydrocarbon ring having 3 to 30 carbon atoms.
  • Ar1 to Ar4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; An alkyl group having 1 to 6 carbon atoms substituted or unsubstituted with deuterium; Or an aryl group having 6 to 20 carbon atoms unsubstituted or substituted with deuterium; Or one or more substituents selected from the group consisting of deuterium, an alkyl group having 1 to 6 carbon atoms, and an aryl group having 6 to 20 carbon atoms by bonding with an adjacent group to form a substituted or unsubstituted aliphatic hydrocarbon ring having 3 to 20 carbon atoms Or, two or more groups selected from the group may be substituted or unsubstituted with a connected substituent, and a monocyclic to bicyclic aliphatic or aromatic hydrocarbon ring may be condensed with the aliphatic hydrocarbon ring.
  • Ar1 to Ar4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; An alkyl group having 1 to 6 carbon atoms; Or an aryl group having 6 to 20 carbon atoms; Alternatively, a 6-membered aliphatic hydrocarbon ring is formed in which a monocyclic to bicyclic hydrocarbon ring unsubstituted or substituted with an alkyl group having 1 to 6 carbon atoms or an aryl group having 6 to 20 carbon atoms is condensed or uncondensed by bonding with an adjacent group.
  • Ar1 to Ar4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; An alkyl group having 1 to 6 carbon atoms; Or an aryl group having 6 to 20 carbon atoms; Alternatively, benzene or cyclohexane substituted or unsubstituted with an alkyl group having 1 to 6 carbon atoms or an aryl group having 6 to 20 carbon atoms is condensed or uncondensed to form a 6-membered aliphatic hydrocarbon ring.
  • Ar1 to Ar4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted methyl group; A substituted or unsubstituted ethyl group; A substituted or unsubstituted propyl group; A substituted or unsubstituted butyl group; Or a substituted or unsubstituted phenyl group; Or it combines with an adjacent group to form a substituted or unsubstituted cyclohexane, a substituted or unsubstituted tetrahydronaphthalene, or a substituted or unsubstituted decahydronaphthalene.
  • adjacent groups may be two selected from Ar1 to Ar4.
  • Ar1 to Ar4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A methyl group unsubstituted or substituted with deuterium; An ethyl group unsubstituted or substituted with deuterium; A propyl group unsubstituted or substituted with deuterium; A butyl group unsubstituted or substituted with deuterium; Or a phenyl group unsubstituted or substituted with deuterium; Or, by bonding with an adjacent group, cyclohexane substituted or unsubstituted with deuterium, tetrahydronaphthalene unsubstituted or substituted with deuterium, butyl group or phenyl group, or decahydronaphthalene substituted or unsubstituted with deuterium is formed.
  • adjacent groups may be two selected from Ar1 to Ar4.
  • two adjacent ones of Ar1 to Ar4 form a substituted or unsubstituted aliphatic hydrocarbon ring, and the other two are the aforementioned substituents.
  • Ar1 to Ar4 are combined with each other to form a ring Ar1 and Ar3; Or it means that Ar2 and Ar4 are bonded to each other to form a ring.
  • any one selected from the following rings is formed.
  • Ar101 and Ar102 are the same as or different from each other, and are a substituent which does not form an aliphatic hydrocarbon ring among Ar1 to Ar4.
  • Y1 is hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted silyl group; A substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group,
  • y1 is an integer from 0 to 14, and when y1 is 2 or more, Y1 is the same as or different from each other.
  • Y1 is hydrogen; heavy hydrogen; A substituted or unsubstituted C1-C10 alkyl group; Or a substituted or unsubstituted aryl group having 6 to 30 carbon atoms.
  • Y1 is hydrogen; heavy hydrogen; A substituted or unsubstituted C 1 to C 6 alkyl group; Or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms.
  • Y1 is hydrogen; heavy hydrogen; A methyl group unsubstituted or substituted with deuterium; A butyl group unsubstituted or substituted with deuterium; Or a phenyl group unsubstituted or substituted with deuterium.
  • Y1 is hydrogen; heavy hydrogen; Methyl group; tert-butyl group; Or a phenyl group.
  • Y1 is hydrogen; heavy hydrogen; Or a methyl group.
  • y1 is an integer of 0 to 8. In another exemplary embodiment, y1 is 0 to 4. In another exemplary embodiment, y1 is 0 or 1.
  • Ar101 and Ar102 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; A substituted or unsubstituted alkyl group; Or a substituted or unsubstituted aryl group.
  • Ar101 and Ar102 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; A substituted or unsubstituted C1-C10 alkyl group; Or a substituted or unsubstituted aryl group having 6 to 30 carbon atoms.
  • Ar101 and Ar102 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; A substituted or unsubstituted C 1 to C 6 alkyl group; Or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms.
  • Ar101 and Ar102 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Fluoro group; Methyl group; Ethyl group; Butyl group; Or a phenyl group.
  • Chemical Formula 1 is represented by the following Chemical Formula 101 or 102.
  • G1 to G4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted alkynyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkylthio group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted aryl group; A substituted or unsubstituted aryloxy group; A substituted or unsubstituted arylthio group; A substituted or unsubstituted amine group; Or a substituted or unsubstituted heterocyclic group,
  • G11 is hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted alkynyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkylthio group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted aryl group; A substituted or unsubstituted aryloxy group; A substituted or unsubstituted arylthio group; A substituted or unsubstituted amine group; Or a substituted or unsubstituted heterocyclic group; Or combined with an adjacent group to form a substituted or unsubstituted ring,
  • g11 is an integer of 0 to 8, and when g11 is 2 or more, 2 or more G11 are the same as or different from each other,
  • p3 is 0 or 1.
  • p3 is 1.
  • G1 to G4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted C 1 to C 6 alkyl group; Or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms.
  • G1 to G4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted methyl group; A substituted or unsubstituted ethyl group; A substituted or unsubstituted propyl group; A substituted or unsubstituted butyl group; Or a substituted or unsubstituted phenyl group.
  • G1 to G4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A methyl group unsubstituted or substituted with deuterium; An ethyl group unsubstituted or substituted with deuterium; A propyl group unsubstituted or substituted with deuterium; A butyl group unsubstituted or substituted with deuterium; Or a phenyl group unsubstituted or substituted with deuterium.
  • G11 is hydrogen; heavy hydrogen; A substituted or unsubstituted C1-C10 alkyl group; Or a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; Or it combines with an adjacent group to form a substituted or unsubstituted hydrocarbon ring having 3 to 30 carbon atoms.
  • G11 is hydrogen; heavy hydrogen; A substituted or unsubstituted C 1 to C 6 alkyl group; Or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms; Or it combines with an adjacent group to form a substituted or unsubstituted aliphatic hydrocarbon ring having 3 to 30 carbon atoms, or a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 30 carbon atoms.
  • G11 is hydrogen; heavy hydrogen; A substituted or unsubstituted methyl group; A substituted or unsubstituted butyl group; Or a substituted or unsubstituted phenyl group; Or it combines with an adjacent group to form a substituted or unsubstituted cyclohexane, or a substituted or unsubstituted benzene.
  • G11 is hydrogen; heavy hydrogen; Methyl group; tert-butyl group; Or a phenyl group; Combines with adjacent groups to form cyclohexane substituted or unsubstituted with a methyl group; Or it is combined with an adjacent group to form benzene substituted or unsubstituted with a butyl group or a phenyl group.
  • G11 is hydrogen; heavy hydrogen; Or a methyl group.
  • A1 and A2 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted alkynyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkylthio group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted aryl group; A substituted or unsubstituted aryloxy group; A substituted or unsubstituted arylthio group; A substituted or unsubstituted amine group; Or a substituted or unsubstituted heterocyclic group; Or it combines with an
  • A1 and A2 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted C1-C10 alkyl group; A substituted or unsubstituted alkenyl group having 2 to 10 carbon atoms; A substituted or unsubstituted alkynyl group having 2 to 10 carbon atoms; A substituted or unsubstituted alkoxy group having 1 to 10 carbon atoms; A substituted or unsubstituted C1-C10 alkylthio group; A substituted or unsubstituted C3 to C30 cycloalkyl group; A substituted or unsubstituted aryl group having 6 to 30 carbon atoms; A substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms; A substituted or unsubstit
  • A1 and A2 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group; Or combine with each other to form a substituted or unsubstituted ring.
  • A1 and A2 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted aryl group having 6 to 60 carbon atoms; Or a substituted or unsubstituted C2 to C60 heterocyclic group; Or they combine with each other to form a substituted or unsubstituted 5 or 6 membered ring.
  • A1 and A2 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; Aryl group having 6 to 30 carbon atoms; Or a heterocyclic group having 2 to 30 carbon atoms; Or combine with each other to form a 5 or 6 membered ring,
  • the aryl group, heterocyclic group or ring of A1 and A2 is at least one substituent selected from the group consisting of deuterium, a halogen group, an alkyl group having 1 to 10 carbon atoms, a silyl group and an aryl group having 6 to 30 carbon atoms, or 2 selected from the group A 5 or 6 membered hydrocarbon ring substituted or unsubstituted with the substituent to which the above group is connected, or substituted or unsubstituted with the above substituent is condensed or non-condensed.
  • A1 and A2 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; Aryl group having 6 to 20 carbon atoms; Or a heterocyclic group having 2 to 20 carbon atoms; Or combine with each other to form a 5 or 6 membered ring,
  • the aryl group, heterocyclic group or ring of A1 and A2 is at least one substituent selected from the group consisting of deuterium, a halogen group, an alkyl group having 1 to 6 carbon atoms, a silyl group, and an aryl group having 6 to 20 carbon atoms, or 2 selected from the group.
  • A1 is a substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group; Or combined with A2 to form a substituted or unsubstituted ring.
  • A2 is hydrogen; Or deuterium; Or combined with A1 or R1 to form a substituted or unsubstituted ring.
  • A2 is hydrogen; Or deuterium; Combines with A1 to form a substituted or unsubstituted 5- or 6-membered ring; Or combined with R1 to form a substituted or unsubstituted 5-membered or 6-membered ring.
  • A2 may form a ring by combining with adjacent A1 or R2.
  • Chemical Formula 1 is represented by any one of Chemical Formulas 103 to 106 below.
  • R1 to R3, Z1, Z2, p1, Ar1 to Ar4, and n1 to n3 are the same as in Formula 1,
  • A3, A4, and G5 to G8 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted alkynyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkylthio group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted aryl group; A substituted or unsubstituted aryloxy group; A substituted or unsubstituted arylthio group; A substituted or unsubstituted amine group; Or a substituted or unsubstituted heterocyclic group,
  • Z3, Z4, G12 and G13 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted alkynyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkylthio group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted aryl group; A substituted or unsubstituted aryloxy group; A substituted or unsubstituted arylthio group; A substituted or unsubstituted amine group; Or a substituted or unsubstituted heterocyclic group; Or combined with an adjacent group to form a substitute
  • g12 is an integer of 0 to 8
  • g13 is an integer of 0 to 4, and when g12 and g13 are each 2 or more, the substituents in the parentheses of 2 or more are the same or different from each other,
  • p4 and p5 are 0 or 1, respectively.
  • the description of A1 described above may be applied to A3.
  • the description of A2 described above may be applied to A4.
  • p4 is the same as p1.
  • p5 is 1.
  • A3 is a substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group.
  • A3 is a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; Or a substituted or unsubstituted C2 to C30 heterocyclic group.
  • A3 is a substituted or unsubstituted aryl group having 6 to 20 carbon atoms; Or a substituted or unsubstituted C2 to C20 heterocyclic group.
  • the aryl group or heterocyclic group of A3 is at least one substituent selected from the group consisting of deuterium, a halogen group, an alkyl group having 1 to 10 carbon atoms, a silyl group, and an aryl group having 6 to 30 carbon atoms; Or substituted or unsubstituted with a substituent to which two or more groups selected from the group are connected; Or a 5- or 6-membered hydrocarbon ring substituted or unsubstituted with the above substituent is condensed or non-condensed.
  • the aryl group or heterocyclic group of A3 is at least one substituent selected from the group consisting of deuterium, a halogen group, an alkyl group having 1 to 6 carbon atoms, a silyl group, and an aryl group having 6 to 20 carbon atoms; Or substituted or unsubstituted with a substituent to which two or more groups selected from the group are connected; Or a 5- or 6-membered hydrocarbon ring substituted or unsubstituted with the above substituent is condensed or non-condensed.
  • A3 is at least one substituent selected from the group consisting of deuterium, a halogen group, an alkyl group having 1 to 6 carbon atoms, a silyl group, and an aryl group having 6 to 20 carbon atoms, or a substituent connected with two or more groups selected from the group.
  • An aryl group having 6 to 20 carbon atoms which is substituted or unsubstituted with and condensed or uncondensed with a 5- or 6-membered aliphatic hydrocarbon ring; Or a substituted or unsubstituted substituted or unsubstituted substituent with at least one substituent selected from the group consisting of deuterium, a halogen group, an alkyl group having 1 to 6 carbon atoms, a silyl group and an aryl group having 6 to 20 carbon atoms, or It is a cyclic C2-C20 heterocyclic group.
  • A3 is a substituted or unsubstituted phenyl group; A substituted or unsubstituted biphenyl group; A substituted or unsubstituted terphenyl group; A substituted or unsubstituted naphthyl group; A substituted or unsubstituted tetrahydronaphthalene group; A substituted or unsubstituted fluorenyl group; A substituted or unsubstituted dibenzofuran group; Or a substituted or unsubstituted dibenzothiophene group.
  • A3 is deuterium, fluoro group, methyl group, ethyl group, propyl group, butyl group, 2-phenylpropan-2-yl group (2-phenylpropan-2-yl), Ph-d5, naphthyl group Or a phenyl group unsubstituted or substituted with a tetramethyltetrahydronaphthalene group; Biphenyl group unsubstituted or substituted with deuterium, methyl group, ethyl group, propyl group, butyl group, trimethylsilyl group, and 2-phenylpropan-2-yl group; Terphenyl group unsubstituted or substituted with deuterium or butyl group; A naphthyl group unsubstituted or substituted with deuterium; A tetrahydronaphthalene group unsubstituted or substituted with deuterium, a methyl group, or a phenyl group; A
  • A4 is hydrogen; Or deuterium; Or it combines with R1 to form a substituted or unsubstituted ring.
  • A2 is hydrogen; Or deuterium; Or combined with R1 to form a substituted or unsubstituted 5-membered or 6-membered ring.
  • A2 is hydrogen; Or deuterium; Or combined with R1 to form a 5- or 6-membered ring substituted or unsubstituted with deuterium or an alkyl group having 1 to 6 carbon atoms.
  • the 5-membered or 6-membered ring formed by bonding of A2 and R1 is benzofuran, benzothiophene, or indene.
  • the description of G1 to G4 described above may be applied to G5 to G8.
  • the description of G11 described above may be applied to G12 and G13.
  • G5 to G8 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted C 1 to C 6 alkyl group; Or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms.
  • G5 to G8 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted methyl group; A substituted or unsubstituted ethyl group; A substituted or unsubstituted propyl group; A substituted or unsubstituted butyl group; Or a substituted or unsubstituted phenyl group.
  • G5 to G8 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A methyl group unsubstituted or substituted with deuterium; An ethyl group unsubstituted or substituted with deuterium; A propyl group unsubstituted or substituted with deuterium; A butyl group unsubstituted or substituted with deuterium; Or a phenyl group unsubstituted or substituted with deuterium.
  • G12 and G13 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted C1-C10 alkyl group; A substituted or unsubstituted C1 to C30 alkylsilyl group; A substituted or unsubstituted arylsilyl group having 6 to 90 carbon atoms; Or a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; Or it combines with an adjacent group to form a substituted or unsubstituted hydrocarbon ring having 3 to 30 carbon atoms.
  • G12 and G13 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted C 1 to C 6 alkyl group; A substituted or unsubstituted C 1 to C 18 alkylsilyl group; A substituted or unsubstituted arylsilyl group having 6 to 60 carbon atoms; Or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms; Or it combines with an adjacent group to form a substituted or unsubstituted aliphatic hydrocarbon ring having 3 to 30 carbon atoms, or a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 30 carbon atoms.
  • G12 and G13 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted methyl group; A substituted or unsubstituted trimethylsilyl group; Or a substituted or unsubstituted phenyl group; Or it combines with an adjacent group to form a substituted or unsubstituted cyclohexane, or a substituted or unsubstituted benzene.
  • G12 is combined with adjacent G12 to form a substituted or unsubstituted ring.
  • G13 forms a substituted or unsubstituted ring by bonding with adjacent G13.
  • G12 is hydrogen; heavy hydrogen; Or a methyl group; Or they combine with adjacent G12 to form cyclohexane.
  • G13 is hydrogen; heavy hydrogen; Methyl group; Trimethylsilyl group; Or a phenyl group; Or it combines with adjacent G13 to form benzene substituted or unsubstituted with a phenyl group.
  • Chemical Formula 1 is represented by any one of Chemical Formulas 1-1 to 1-4 below.
  • R1 to R3, n1 to n3, and Ar1 to Ar4 are the same as in Formula 1,
  • A3 and A4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted alkynyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkylthio group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted aryl group; A substituted or unsubstituted aryloxy group; A substituted or unsubstituted arylthio group; A substituted or unsubstituted amine group; Or a substituted or unsubstituted heterocyclic group,
  • Z1 to Z4 and Ar21 to Ar24 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted alkynyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkylthio group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted aryl group; A substituted or unsubstituted aryloxy group; A substituted or unsubstituted arylthio group; A substituted or unsubstituted amine group; Or a substituted or unsubstituted heterocyclic group; Or it combines with an adjacent group to
  • the fact that adjacent groups among Ar21 to Ar24 are bonded to each other to form a ring means i) two of Ar21 to Ar24 are bonded to each other to form an aliphatic hydrocarbon ring, or ii) all of Ar21 to Ar24 participate in ring formation to form a ring. It is meant to form a hydrocarbon ring.
  • Ar21 to Ar24 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted alkyl group; Or a substituted or unsubstituted aryl group; Or it combines with an adjacent group to form a substituted or unsubstituted hydrocarbon ring.
  • Ar21 to Ar24 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted C1-C10 alkyl group; Or a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; Or it combines with an adjacent group to form a substituted or unsubstituted hydrocarbon ring having 3 to 30 carbon atoms.
  • Ar21 to Ar24 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; An alkyl group having 1 to 6 carbon atoms substituted or unsubstituted with deuterium; Or an aryl group having 6 to 20 carbon atoms unsubstituted or substituted with deuterium; Or combined with an adjacent group and substituted or unsubstituted with deuterium, an alkyl group having 1 to 6 carbon atoms, an alkylsilyl group having 1 to 18 carbon atoms, or an arylsilyl group having 6 to 60 carbon atoms, and a monocyclic to bicyclic hydrocarbon ring condensed or uncondensed It forms a six-membered hydrocarbon ring.
  • Ar21 to Ar24 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; An alkyl group having 1 to 6 carbon atoms substituted or unsubstituted with deuterium; Or an aryl group having 6 to 20 carbon atoms unsubstituted or substituted with deuterium; Or a six-membered group in which deuterium, an alkyl group having 1 to 6 carbon atoms, an alkylsilyl group having 1 to 18 carbon atoms, or an arylsilyl group having 6 to 60 carbon atoms is substituted or unsubstituted by bonding with an adjacent group, and cyclohexane or benzene is condensed or uncondensed To form a hydrocarbon ring.
  • Ar21 to Ar24 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted methyl group; A substituted or unsubstituted ethyl group; Or a substituted or unsubstituted phenyl group; Or it combines with an adjacent group to form a substituted or unsubstituted cyclohexane, a substituted or unsubstituted benzene, or a substituted or unsubstituted decahydronaphthalene.
  • the adjacent groups may be two selected from Ar21 to Ar24.
  • Ar21 to Ar24 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; Methyl group; Ethyl group; Or a phenyl group; Or cyclohexane in combination with an adjacent group; Decahydronaphthalene; Benzene unsubstituted or substituted with a methyl group, tert-butyl group, or trimethylsilyl group; Or a phenyl group substituted or unsubstituted naphthalene is formed.
  • the adjacent groups may be two selected from Ar21 to Ar24.
  • any one selected from the following rings is formed.
  • Ar103 and Ar104 are the same as or different from each other, and among Ar21 to Ar24 are substituents that do not form an aliphatic hydrocarbon ring,
  • Y2 is hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted silyl group; A substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group,
  • y2 is an integer from 0 to 14, and when y2 is 2 or more, Y2 is the same as or different from each other.
  • y2 is an integer of 0 to 8. In another exemplary embodiment, y2 is 0 to 4. In another exemplary embodiment, y2 is 0 or 1.
  • Ar103 and Ar104 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; A substituted or unsubstituted alkyl group; Or a substituted or unsubstituted aryl group.
  • Ar103 and Ar104 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; A substituted or unsubstituted C1-C10 alkyl group; Or a substituted or unsubstituted aryl group having 6 to 30 carbon atoms.
  • Ar103 and Ar104 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; A substituted or unsubstituted C 1 to C 6 alkyl group; Or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms.
  • Ar103 and Ar104 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Fluoro group; Methyl group; Ethyl group; Butyl group; Or a phenyl group.
  • Y2 is hydrogen; heavy hydrogen; A substituted or unsubstituted C1-C10 alkyl group; A substituted or unsubstituted C1 to C30 alkylsilyl group; A substituted or unsubstituted arylsilyl group having 6 to 90 carbon atoms; Or a substituted or unsubstituted aryl group having 6 to 30 carbon atoms.
  • Y2 is hydrogen; heavy hydrogen; A substituted or unsubstituted C 1 to C 6 alkyl group; A substituted or unsubstituted C 1 to C 18 alkylsilyl group; A substituted or unsubstituted arylsilyl group having 6 to 60 carbon atoms; Or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms.
  • Y2 is hydrogen; heavy hydrogen; A methyl group unsubstituted or substituted with deuterium; A butyl group unsubstituted or substituted with deuterium; Trimethylsilyl group unsubstituted or substituted with deuterium; Or a phenyl group unsubstituted or substituted with deuterium.
  • Y2 is hydrogen; heavy hydrogen; A substituted or unsubstituted methyl group; A substituted or unsubstituted trimethylsilyl group; Or a substituted or unsubstituted phenyl group.
  • Y2 is hydrogen; heavy hydrogen; Or a methyl group.
  • R1 to R3 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted alkynyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkylthio group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted aryl group; A substituted or unsubstituted aryloxy group; A substituted or unsubstituted arylthio group; A substituted or unsubstituted amine group; Or a substituted or unsubstituted heterocyclic group; Or it combines with
  • R1 to R3 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted C1-C10 alkyl group; A substituted or unsubstituted alkenyl group having 2 to 10 carbon atoms; A substituted or unsubstituted alkynyl group having 2 to 10 carbon atoms; A substituted or unsubstituted alkoxy group having 1 to 10 carbon atoms; A substituted or unsubstituted C1-C10 alkylthio group; A substituted or unsubstituted C3 to C30 cycloalkyl group; A substituted or unsubstituted aryl group having 6 to 30 carbon atoms; A substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms; A substituted or unsubstit
  • R1 to R3 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted aryl group; A substituted or unsubstituted amine group; Or a substituted or unsubstituted heterocyclic group; Or it combines with an adjacent group to form a substituted or unsubstituted ring.
  • R1 to R3 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted C1 to C30 alkylsilyl group; A substituted or unsubstituted arylsilyl group having 6 to 90 carbon atoms; A substituted or unsubstituted C1-C10 alkyl group; A substituted or unsubstituted aryl group having 6 to 30 carbon atoms; A substituted or unsubstituted arylamine group having 6 to 60 carbon atoms; A substituted or unsubstituted C2-C90 heteroarylamine group; Or a substituted or unsubstituted C 2 to C 30 heterocyclic group; Combined with an adjacent group to form a substituted or unsubstituted C2 to C30 ring.
  • R1 to R3 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted C 1 to C 18 alkylsilyl group; A substituted or unsubstituted arylsilyl group having 6 to 60 carbon atoms; A substituted or unsubstituted C 1 to C 6 alkyl group; A substituted or unsubstituted aryl group having 6 to 20 carbon atoms; A substituted or unsubstituted arylamine group having 6 to 60 carbon atoms; A substituted or unsubstituted C2 to C60 heteroarylamine group; Or a substituted or unsubstituted C 2 to C 20 heterocyclic group; Combined with an adjacent group to form a substituted or unsubstituted C2 to C20 ring.
  • R1 to R3 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted C 1 to C 18 alkylsilyl group; A substituted or unsubstituted arylsilyl group having 6 to 60 carbon atoms; A substituted or unsubstituted C 1 to C 6 alkyl group; A substituted or unsubstituted aryl group having 6 to 20 carbon atoms; NY11Y12; Or a substituted or unsubstituted C 2 to C 20 heterocyclic group; Combined with an adjacent group to form a substituted or unsubstituted C2 to C20 ring.
  • R1 to R3 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; An alkylsilyl group having 1 to 30 carbon atoms substituted or unsubstituted with deuterium; Arylsilyl group having 6 to 90 carbon atoms substituted or unsubstituted with deuterium; An alkylarylsilyl group having 7 to 60 carbon atoms unsubstituted or substituted with deuterium; An alkyl group having 1 to 10 carbon atoms unsubstituted or substituted with deuterium; An arylalkyl group having 7 to 60 carbon atoms unsubstituted or substituted with deuterium; One or more substituents selected from the group consisting of deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a silyl group, and an aryl group having 6 to 30 carbon atoms, or the number of
  • R1 to R3 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; An alkylsilyl group having 1 to 18 carbon atoms substituted or unsubstituted with deuterium; An arylsilyl group having 6 to 60 carbon atoms substituted or unsubstituted with deuterium; An alkylarylsilyl group having 7 to 40 carbon atoms substituted or unsubstituted with deuterium; An alkyl group having 1 to 6 carbon atoms substituted or unsubstituted with deuterium; An arylalkyl group having 7 to 40 carbon atoms unsubstituted or substituted with deuterium; One or more substituents selected from the group consisting of deuterium, a halogen group, a cyano group, an alkyl group having 1 to 6 carbon atoms, a silyl group, and an aryl group having 6 to 20 carbon atoms, or the
  • R1 to R3 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted methyl group; A substituted or unsubstituted ethyl group; A substituted or unsubstituted propyl group; A substituted or unsubstituted butyl group; A substituted or unsubstituted trimethylsilyl group; A substituted or unsubstituted phenyl group; A substituted or unsubstituted biphenyl group; A substituted or unsubstituted naphthyl group; NY11Y12; A substituted or unsubstituted N-containing heterocyclic group; A substituted or unsubstituted dibenzofuran group; Or a substituted or unsubstituted dibenzothiophene group; Or it combines with an adjacent group to form a substituted or unsubstituted benzofuran or a substituted or unsubsti
  • R1 to R3 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted methyl group; A substituted or unsubstituted ethyl group; A substituted or unsubstituted propyl group; A substituted or unsubstituted butyl group; A substituted or unsubstituted trimethylsilyl group; A substituted or unsubstituted phenyl group; A substituted or unsubstituted biphenyl group; A substituted or unsubstituted naphthyl group; A substituted or unsubstituted diphenylamine group; A substituted or unsubstituted phenylnaphthylamine group; A substituted or unsubstituted phenylbiphenylamine group; A substituted or unsubstituted bisbiphenylamine group; A substituted or unsubstituted
  • R1 to R3 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted methyl group; A substituted or unsubstituted ethyl group; A substituted or unsubstituted propyl group; A substituted or unsubstituted butyl group; A substituted or unsubstituted trimethylsilyl group; A substituted or unsubstituted phenyl group; A substituted or unsubstituted biphenyl group; A substituted or unsubstituted naphthyl group; A substituted or unsubstituted diphenylamine group; A substituted or unsubstituted phenylnaphthylamine group; A substituted or unsubstituted phenylbiphenylamine group; A substituted or unsubstituted bisbiphenylamine group; A substituted or unsubstituted
  • R1 to R3 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Fluoro group; A methyl group unsubstituted or substituted with deuterium; An isopropyl group unsubstituted or substituted with deuterium; Tert-butyl group unsubstituted or substituted with deuterium; Trimethylsilyl group unsubstituted or substituted with deuterium; A phenyl group unsubstituted or substituted with deuterium, a fluoro group, a methyl group, a trifluoromethyl group, a trimethylsilyl group, or a naphthyl group; A naphthyl group unsubstituted or substituted with deuterium; Substituted with deuterium, fluoro group, cyano group, methyl group, CD 3 , tert-butyl group, 2-phenylpropan-2-yl group (2-phenylpropan-2-y
  • R1 to R3 are benzofuran unsubstituted or substituted with a tert-butyl group or a phenyl group by bonding with an adjacent group; Naphthobenzofuran; thiophene unsubstituted or substituted with a tert-butyl group; Indole unsubstituted or substituted with a phenyl group; Indene unsubstituted or substituted with a methyl group or a tert-butyl group; spiro (fluorene-indene) unsubstituted or substituted with a tert-butyl group; Cyclopentene unsubstituted or substituted with a methyl group; Or to form a substituted or unsubstituted cyclohexene with a methyl group.
  • N-containing heterocyclic group of R1 to R3 may be represented by any one of the following Formulas HAr1 to HAr3, or Formula 1-B.
  • Q1 is CY4Y5 or SiY4Y5, Q2 is C or Si,
  • Y3 to Y5 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted silyl group; A substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocycle,
  • y3 is an integer of 0 to 8, and when y3 is 2 or more, 2 or more Y3s are the same as or different from each other.
  • Y3 to Y5 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted C1-C10 alkyl group; Or a substituted or unsubstituted aryl group having 6 to 30 carbon atoms.
  • Y3 to Y5 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted C 1 to C 6 alkyl group; Or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms.
  • Y3 to Y5 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A methyl group unsubstituted or substituted with deuterium; An ethyl group unsubstituted or substituted with deuterium; A butyl group unsubstituted or substituted with deuterium; Or a phenyl group unsubstituted or substituted with deuterium.
  • Y3 to Y5 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Methyl group; Ethyl group; tert-butyl group; Or a phenyl group.
  • Y3 is a methyl group.
  • Y4 and Y5 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Methyl group; Ethyl group; tert-butyl group; Or is a phenyl group
  • Y11 and Y12 are the same as or different from each other, and each independently a substituted or unsubstituted aryl group; A substituted or unsubstituted heterocyclic group; Or a substituted or unsubstituted aromatic hydrocarbon ring and a condensed cyclic group of an aliphatic hydrocarbon ring.
  • Y11 and Y12 are the same as or different from each other, and each independently a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; A substituted or unsubstituted heterocyclic group having 2 to 30 carbon atoms; Or a substituted or unsubstituted aromatic hydrocarbon ring and a condensed cyclic group having 9 to 30 carbon atoms of an aliphatic hydrocarbon ring.
  • Y11 and Y12 are the same as or different from each other, and each independently a substituted or unsubstituted aryl group having 6 to 20 carbon atoms; A substituted or unsubstituted C2 to C20 heterocyclic group; Or a substituted or unsubstituted aromatic hydrocarbon ring and a condensed cyclic group having 9 to 20 carbon atoms of an aliphatic hydrocarbon ring.
  • Y11 and Y12 are the same as or different from each other, and each independently selected from the group consisting of deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a silyl group, and an aryl group having 6 to 30 carbon atoms.
  • Y11 and Y12 are the same as or different from each other, and each independently selected from the group consisting of deuterium, a halogen group, a cyano group, an alkyl group having 1 to 6 carbon atoms, a silyl group, and an aryl group having 6 to 20 carbon atoms.
  • Y11 and Y12 are the same as or different from each other, and each independently deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, an arylalkyl group having 7 to 60 carbon atoms, an alkyl having 1 to 30 carbon atoms A silyl group or an aryl group having 6 to 30 carbon atoms unsubstituted or substituted with an arylsilyl group having 6 to 90 carbon atoms; A heterocyclic group having 2 to 30 carbon atoms unsubstituted or substituted with deuterium or an alkyl group having 1 to 10 carbon atoms; Or a condensed cyclic group having 9 to 30 carbon atoms of an aromatic hydrocarbon ring and an aliphatic hydrocarbon ring unsubstituted or substituted with deuterium or an alkyl group having 1 to 10 carbon atoms.
  • Y11 and Y12 are the same as or different from each other, and each independently deuterium, a halogen group, a cyano group, an alkyl group having 1 to 6 carbon atoms, an arylalkyl group having 7 to 40 carbon atoms, an alkyl having 1 to 18 carbon atoms
  • a C 2 to C 20 heterocyclic group unsubstituted or substituted with a deuterium or a C 1 to C 6 alkyl group;
  • Y11 and Y12 are the same as or different from each other, and each independently a substituted or unsubstituted phenyl group; A substituted or unsubstituted biphenyl group; A substituted or unsubstituted naphthyl group; A substituted or unsubstituted dibenzofuran group; A substituted or unsubstituted dibenzothiophene group; Or a substituted or unsubstituted tetrahydronaphthalene group.
  • Y11 and Y12 are the same as or different from each other, and each independently deuterium, a halogen group, a cyano group, an alkyl group having 1 to 6 carbon atoms, an arylalkyl group having 7 to 40 carbon atoms, an alkyl having 1 to 18 carbon atoms
  • Y11 and Y12 are the same as or different from each other, and each independently deuterium, fluoro group, cyano group, methyl group, CD 3 , butyl group, trimethylsilyl group, triphenylsilyl group, or 2- Phenyl group unsubstituted or substituted with phenylpropan-2-yl group (2-phenylpropan-2-yl); Biphenyl group unsubstituted or substituted with deuterium; A naphthyl group unsubstituted or substituted with deuterium; Dibenzofuran group unsubstituted or substituted with deuterium or butyl group; Dibenzothiophene group unsubstituted or substituted with deuterium or butyl group; Or a tetrahydronaphthalene group unsubstituted or substituted with a deuterium or methyl group.
  • R1 to R3 are combined with an adjacent group to form a ring represented by Cy11 or Cy12 below.
  • two adjacent R1s; R1 and A2; R1 and A4; Or two adjacent R2s are bonded to each other to form a ring represented by the following formula Cy11 or Cy12.
  • the dotted double line is the condensed position
  • Q3 is O; S; NY9; CY10Y11; Or SiY10Y11,
  • Y7 to Y11 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted silyl group; A substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocycle; Combine with adjacent groups to form a substituted or unsubstituted ring,
  • p10 is 1 or 2
  • y6 is an integer of 0 to 4
  • y8 is an integer of 0 to 8
  • the substituents in two or more parentheses are the same or different from each other.
  • Y7 to Y11 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted C1-C10 alkyl group; Or a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; Or, by bonding with an adjacent group, a ring having 3 to 30 carbon atoms is formed.
  • Y7 to Y11 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted C 1 to C 6 alkyl group; Or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms; Alternatively, it is combined with an adjacent group to form a ring having 3 to 20 carbon atoms.
  • Y7 to Y11 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A methyl group unsubstituted or substituted with deuterium; An ethyl group unsubstituted or substituted with deuterium; A butyl group unsubstituted or substituted with deuterium; Or a phenyl group unsubstituted or substituted with deuterium; Or, by bonding with an adjacent group, hexane substituted or unsubstituted with deuterium, hexene substituted or unsubstituted with deuterium, or benzene substituted or unsubstituted with deuterium is formed.
  • Y7 to Y11 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Methyl group; Ethyl group; tert-butyl group; Or a phenyl group.
  • Y7 is hydrogen; heavy hydrogen; A methyl group unsubstituted or substituted with deuterium; An ethyl group unsubstituted or substituted with deuterium; Or a butyl group unsubstituted or substituted with deuterium; Combined with adjacent Y7 to form deuterium-substituted or unsubstituted benzene, or deuterium-substituted or unsubstituted hexene.
  • Y8 is hydrogen; heavy hydrogen; A methyl group unsubstituted or substituted with deuterium; An ethyl group unsubstituted or substituted with deuterium; Or a butyl group unsubstituted or substituted with deuterium; Combined with adjacent Y7 to form deuterium-substituted or unsubstituted benzene, or deuterium-substituted or unsubstituted hexane.
  • Y9 is a phenyl group unsubstituted or substituted with deuterium.
  • Y10 and Y11 are the same as or different from each other, and each independently a methyl group unsubstituted or substituted with deuterium; Or a phenyl group unsubstituted or substituted with deuterium or butyl group; Y10 and Y11 are phenyl groups unsubstituted or substituted with deuterium or butyl groups, respectively, and are bonded to each other to form fluorene unsubstituted or substituted with deuterium or butyl groups.
  • Y10 and Y11 are the same as or different from each other, and each independently a methyl group unsubstituted or substituted with deuterium; Or a phenyl group unsubstituted or substituted with deuterium or butyl group; Y10 and Y11 are phenyl groups unsubstituted or substituted with deuterium or butyl groups, respectively, and are bonded to each other to form dibenzosilole, which is unsubstituted or substituted with deuterium or butyl groups.
  • y6 is 0 or 1.
  • y8 is 2 or more. In another exemplary embodiment, y8 is 4.
  • y8 is 2 or more, and two of Y8 are substituted or unsubstituted alkyl groups. In another exemplary embodiment, y8 is 2 or more, and two of Y8 are methyl groups unsubstituted or substituted with deuterium.
  • two adjacent R1; R1 and A2; R1 and A4; Or two adjacent R2s are bonded to each other to form a ring represented by Chemical Formula Cy11.
  • two adjacent R1s; Or two adjacent R2s are bonded to each other to form a ring represented by the above formula Cy12.
  • R1 and R2 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Fluoro group; A methyl group unsubstituted or substituted with deuterium; An isopropyl group unsubstituted or substituted with deuterium; Tert-butyl group unsubstituted or substituted with deuterium; Trimethylsilyl group unsubstituted or substituted with deuterium; A phenyl group unsubstituted or substituted with deuterium, a fluoro group, a methyl group, a trifluoromethyl group, a trimethylsilyl group, or a naphthyl group; A naphthyl group unsubstituted or substituted with deuterium; Substituted with deuterium, fluoro group, cyano group, methyl group, CD 3 , tert-butyl group, 2-phenylpropan-2-yl group (2-phenylpropan
  • R3 is hydrogen; heavy hydrogen; Fluoro group; A methyl group unsubstituted or substituted with deuterium; An isopropyl group unsubstituted or substituted with deuterium; Tert-butyl group unsubstituted or substituted with deuterium; A phenyl group unsubstituted or substituted with deuterium, a fluoro group, a methyl group, a trifluoromethyl group, a trimethylsilyl group, or a naphthyl group; A naphthyl group unsubstituted or substituted with deuterium; Substituted with deuterium, fluoro group, cyano group, methyl group, CD 3 , tert-butyl group, 2-phenylpropan-2-yl group (2-phenylpropan-2-yl), trimethylsilyl group, triphenylsilyl group or phenyl group, or A diphenylamine group
  • n1 and n2 are integers of 0 to 2.
  • n1 and n2 are 0 or 1.
  • n3 is 0 or 1.
  • p1 is 0 or 1.
  • Z1 to Z4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted alkyl group; Or a substituted or unsubstituted aryl group.
  • Z1 to Z4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted C1-C10 alkyl group; Or a substituted or unsubstituted aryl group having 6 to 30 carbon atoms.
  • Z1 to Z4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted C 1 to C 6 alkyl group; Or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms.
  • Z1 to Z4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Or a methyl group unsubstituted or substituted with deuterium.
  • the compound represented by Formula 1 is represented by any one of the following compounds.
  • E1 to E3 are the same as or different from each other, and each independently an aromatic hydrocarbon ring.
  • E1 to E3 are the same as or different from each other, and each independently benzene or naphthalene.
  • E1 and E2 are the same as or different from each other, and each independently benzene or naphthalene.
  • E3 is benzene.
  • E1 to E3 are benzene.
  • At least one of R4 to R8 is represented by the following formula 1-A or 1-B, or combined with an adjacent group to form a substituted or unsubstituted aliphatic hydrocarbon ring, and the remainder are the same as or different from each other.
  • T1 to T17 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted alkynyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkylthio group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted aryl group; A substituted or unsubstituted aryloxy group; A substituted or unsubstituted arylthio group; A substituted or unsubstituted amine group; Or a substituted or unsubstituted heterocyclic group; Or combined with an adjacent group to form a substituted or unsub
  • Ar11 to Ar14 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted alkynyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkylthio group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted aryl group; A substituted or unsubstituted aryloxy group; A substituted or unsubstituted arylthio group; A substituted or unsubstituted amine group; Or a substituted or unsubstituted heterocyclic group; Or combined with an adjacent group to form a substituted or unsub
  • L11 is a direct bond; Or a substituted or unsubstituted arylene group,
  • p2 is 0 or 1
  • heterocyclic group includes the formula 1-B.
  • R4 to R8 is represented by Formula 1-A or 1-B, or is bonded to an adjacent group to form a substituted or unsubstituted aliphatic hydrocarbon ring having 3 to 30 carbon atoms, and the remainder is The same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted C1-C10 alkyl group; A substituted or unsubstituted alkenyl group having 2 to 10 carbon atoms; A substituted or unsubstituted alkynyl group having 2 to 10 carbon atoms; A substituted or unsubstituted alkoxy group having 1 to 10 carbon atoms; A substituted or unsubstituted C1-C10 alkylthio group; A substituted or unsubstituted C3 to C30 cycl
  • At least one of R4 to R8 is represented by the above formula 1-A or 1-B or is bonded to an adjacent group to form a substituted or unsubstituted aliphatic hydrocarbon ring, and the remainder are the same or different from each other.
  • At least one of R4 to R8 is represented by the above formula 1-A or 1-B or is bonded to an adjacent group to form a substituted or unsubstituted aliphatic hydrocarbon ring, and the remainder are the same or different from each other.
  • R4 to R8 is represented by Formula 1-A or 1-B, or ii) two adjacent R4s are bonded to each other to form a substituted or unsubstituted aliphatic hydrocarbon ring.
  • two adjacent R5s are bonded to each other to form a substituted or unsubstituted aliphatic hydrocarbon ring
  • iv) two adjacent R6s are bonded to each other to form a substituted or unsubstituted aliphatic hydrocarbon ring
  • v) adjacent Two R7s are bonded to each other to form a substituted or unsubstituted aliphatic hydrocarbon ring
  • two adjacent R8s are bonded to each other to form a substituted or unsubstituted aliphatic hydrocarbon ring.
  • R4 to R8 is represented by Formula 1-A or 1-B, or ii) a 5-membered or unsubstituted or substituted with an alkyl group by bonding of two adjacent R4s To form a 6-membered aliphatic hydrocarbon ring, or iii) two adjacent R5s are bonded to each other to form a 5-membered or 6-membered aliphatic hydrocarbon ring substituted or unsubstituted with an alkyl group, or iv) two adjacent R6s are bonded to each other Forming a 5- or 6-membered aliphatic hydrocarbon ring substituted or unsubstituted with an alkyl group, v) two adjacent R 7 bonded to each other to form a 5- or 6-membered aliphatic hydrocarbon ring substituted or unsubstituted with an alkyl group, vi) Two adjacent R8s are bonded to each other to form a 5- or 6-membered
  • R4 to R8 is represented by Formula 1-A or 1-B, or ii) pentene substituted or unsubstituted with a methyl group by bonding of adjacent two R4s, or To form hexene substituted or unsubstituted with a methyl group, or iii) two adjacent R5s are bonded to each other to form pentene substituted or unsubstituted with a methyl group, or hexene substituted or unsubstituted with a methyl group, or iv) two adjacent R6 These are bonded to each other to form pentene substituted or unsubstituted with a methyl group, or hexene substituted or unsubstituted with a methyl group, or v) two adjacent R7s are bonded to each other to form pentene substituted or unsubstituted with a methyl group or substituted with a methyl group or To form unsubstit
  • the compound of Formula 2 may correspond not only to one of i) to vi), but also to two or more of i) to vi). That is, the compound of compound 2 may correspond to i) and ii).
  • R4 to R8 is represented by Formula 1-A or 1-B, or the remaining substituents that do not form a substituted or unsubstituted aliphatic hydrocarbon ring by bonding with an adjacent group (hereinafter, ' The remaining substituents of R4 to R8 are referred to as'.) are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted alkynyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkylthio group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted
  • R1 to R3 of Formula 1 may be applied to the remaining substituents among R4 to R8.
  • the remaining substituents of R4 to R8 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted C1-C10 alkyl group; A substituted or unsubstituted alkenyl group having 2 to 10 carbon atoms; A substituted or unsubstituted alkynyl group having 2 to 10 carbon atoms; A substituted or unsubstituted alkoxy group having 1 to 10 carbon atoms; A substituted or unsubstituted C1-C10 alkylthio group; A substituted or unsubstituted C3 to C30 cycloalkyl group; A substituted or unsubstituted aryl group having 6 to 30 carbon atoms; A substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms; A substitute
  • the remaining substituents of R4 to R8 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted aryl group; A substituted or unsubstituted amine group; Or a substituted or unsubstituted heterocyclic group; Or it combines with an adjacent group to form a substituted or unsubstituted ring.
  • the remaining substituents of R4 to R8 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted C1 to C30 alkylsilyl group; A substituted or unsubstituted arylsilyl group having 6 to 90 carbon atoms; A substituted or unsubstituted C1-C10 alkyl group; A substituted or unsubstituted aryl group having 6 to 30 carbon atoms; A substituted or unsubstituted C1 to C30 alkylamine group; A substituted or unsubstituted arylamine group having 6 to 60 carbon atoms; A substituted or unsubstituted C2-C90 heteroarylamine group; Or a substituted or unsubstituted C 2 to C 30 heterocyclic group; Combined with an adjacent group to form a substituted or unsubstituted C2 to C30 ring.
  • the remaining substituents of R4 to R8 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted C 1 to C 18 alkylsilyl group; A substituted or unsubstituted arylsilyl group having 6 to 60 carbon atoms; A substituted or unsubstituted C 1 to C 6 alkyl group; A substituted or unsubstituted aryl group having 6 to 20 carbon atoms; A substituted or unsubstituted C 1 to C 18 alkylamine group; A substituted or unsubstituted arylamine group having 6 to 60 carbon atoms; A substituted or unsubstituted C2 to C60 heteroarylamine group; Or a substituted or unsubstituted C 2 to C 20 heterocyclic group; Combined with an adjacent group to form a substituted or unsubstituted C2 to C20 ring.
  • the remaining substituents of R4 to R8 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted C 1 to C 18 alkylsilyl group; A substituted or unsubstituted arylsilyl group having 6 to 60 carbon atoms; A substituted or unsubstituted C 1 to C 6 alkyl group; A substituted or unsubstituted aryl group having 6 to 20 carbon atoms; A substituted or unsubstituted C 1 to C 18 alkylamine group; NY11Y12; Or a substituted or unsubstituted C 2 to C 20 heterocyclic group; Combined with an adjacent group to form a substituted or unsubstituted C2 to C20 ring.
  • the remaining substituents of R4 to R8 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; An alkylsilyl group having 1 to 30 carbon atoms substituted or unsubstituted with deuterium; Arylsilyl group having 6 to 90 carbon atoms substituted or unsubstituted with deuterium; An alkylarylsilyl group having 7 to 60 carbon atoms unsubstituted or substituted with deuterium; An alkyl group having 1 to 10 carbon atoms unsubstituted or substituted with deuterium; An arylalkyl group having 7 to 60 carbon atoms unsubstituted or substituted with deuterium; One or more substituents selected from the group consisting of deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a silyl group, and an aryl group having 6 to 30 carbon atom
  • the remaining substituents of R4 to R8 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; An alkylsilyl group having 1 to 18 carbon atoms substituted or unsubstituted with deuterium; An arylsilyl group having 6 to 60 carbon atoms substituted or unsubstituted with deuterium; An alkylarylsilyl group having 7 to 40 carbon atoms substituted or unsubstituted with deuterium; An alkyl group having 1 to 6 carbon atoms substituted or unsubstituted with deuterium; An arylalkyl group having 7 to 40 carbon atoms unsubstituted or substituted with deuterium; One or more substituents selected from the group consisting of deuterium, a halogen group, a cyano group, an alkyl group having 1 to 6 carbon atoms, a silyl group, and an aryl group having 6 to 20 carbon
  • the remaining substituents of R4 to R8 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted methyl group; A substituted or unsubstituted ethyl group; A substituted or unsubstituted propyl group; A substituted or unsubstituted butyl group; A substituted or unsubstituted trimethylsilyl group; A substituted or unsubstituted phenyl group; A substituted or unsubstituted biphenyl group; A substituted or unsubstituted terphenyl group; A substituted or unsubstituted naphthyl group; A substituted or unsubstituted dimethylamine group; NY11Y12; A substituted or unsubstituted N-containing heterocyclic group; A substituted or unsubstituted dibenzofuran group; Or a substituted or unsubstituted
  • the remaining substituents of R4 to R8 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted methyl group; A substituted or unsubstituted ethyl group; A substituted or unsubstituted propyl group; A substituted or unsubstituted butyl group; A substituted or unsubstituted trimethylsilyl group; A substituted or unsubstituted phenyl group; A substituted or unsubstituted biphenyl group; A substituted or unsubstituted terphenyl group; A substituted or unsubstituted naphthyl group; A substituted or unsubstituted fluorenyl group; A substituted or unsubstituted dimethylamine group; A substituted or unsubstituted diphenylamine group; A substituted or unsubstituted phenylnaph
  • the remaining substituents of R4 to R8 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted methyl group; A substituted or unsubstituted ethyl group; A substituted or unsubstituted propyl group; A substituted or unsubstituted butyl group; A substituted or unsubstituted trimethylsilyl group; A substituted or unsubstituted phenyl group; A substituted or unsubstituted biphenyl group; A substituted or unsubstituted terphenyl group; A substituted or unsubstituted naphthyl group; A substituted or unsubstituted fluorenyl group; A substituted or unsubstituted dimethylamine group; A substituted or unsubstituted diphenylamine group; A substituted or unsubstituted phenylnaph
  • the remaining substituents of R4 to R8 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Fluoro group; A methyl group unsubstituted or substituted with deuterium; An isopropyl group unsubstituted or substituted with deuterium; Tert-butyl group unsubstituted or substituted with deuterium; Trimethylsilyl group unsubstituted or substituted with deuterium; A phenyl group unsubstituted or substituted with deuterium, a fluoro group, a cyano group, a methyl group, a trifluoromethyl group, a trimethylsilyl group, a butyldimethylsilyl group or a naphthyl group; Biphenyl group unsubstituted or substituted with deuterium, fluoro group, or tert-butyl group; Terphenyl group unsubstituted or substituted with deuterium; A
  • the remaining substituents of R4 to R8 are bonded to adjacent groups to be substituted or unsubstituted with tert-butyl group or phenyl group; Naphthobenzofuran; thiophene unsubstituted or substituted with a tert-butyl group; Indole unsubstituted or substituted with a phenyl group; Indene unsubstituted or substituted with a methyl group or a tert-butyl group; spiro (fluorene-indene) unsubstituted or substituted with a tert-butyl group; Cyclopentene unsubstituted or substituted with a methyl group; Or to form a substituted or unsubstituted cyclohexene with a methyl group.
  • N-containing heterocyclic group of R4 to R8 may be represented by any one of Formulas HAr1 to HAr3, or Formula 1-B.
  • R4 to R8 are combined with an adjacent group to form a ring represented by Cy11 or Cy12.
  • an adjacent group represented by Cy11 or Cy12.
  • two adjacent R4; Two adjacent R5s; Two adjacent R6; Two adjacent R7s; Or two adjacent R8s are bonded to each other to form a ring represented by the following formula Cy11 or Cy12.
  • two adjacent R7; Or two adjacent R8s combine with each other to form a ring represented by the following formula Cy11.
  • two adjacent R4; Two adjacent R5s; Two adjacent R6; Two adjacent R7s; Or two adjacent R8s are bonded to each other to form a ring represented by the following formula Cy12.
  • Chemical Formula 2 is represented by any one of Chemical Formulas 201 to 203 below.
  • R4 to R8, R11 and R12 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted alkynyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkylthio group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted aryl group; A substituted or unsubstituted aryloxy group; A substituted or unsubstituted arylthio group; A substituted or unsubstituted amine group; Or a substituted or unsubstituted heterocyclic group; Or combined with an adjacent group to form a
  • p6 and p7 are each 1 or 2
  • n5" is an integer of 0 to 2
  • n8" is an integer of 0 to 3
  • n11 and n12 are each an integer of 0 to 8
  • n5", n8", n11 and n12 are each 2 or more, the substituents in the two or more parentheses are the same or different from each other.
  • R11 and R12 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted C1-C10 alkyl group; A substituted or unsubstituted alkenyl group having 2 to 10 carbon atoms; A substituted or unsubstituted alkynyl group having 2 to 10 carbon atoms; A substituted or unsubstituted alkoxy group having 1 to 10 carbon atoms; A substituted or unsubstituted C1-C10 alkylthio group; A substituted or unsubstituted C3 to C30 cycloalkyl group; A substituted or unsubstituted aryl group having 6 to 30 carbon atoms; A substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms;
  • R11 and R12 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted alkyl group; Or a substituted or unsubstituted aryl group; Or it combines with an adjacent group to form a substituted or unsubstituted aromatic hydrocarbon ring, or a substituted or unsubstituted aliphatic hydrocarbon ring.
  • R11 and R12 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted C1-C10 alkyl group; Or a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; Or it combines with an adjacent group to form a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 30 carbon atoms, or a substituted or unsubstituted aliphatic hydrocarbon ring having 3 to 30 carbon atoms.
  • R11 and R12 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; An alkyl group having 1 to 6 carbon atoms substituted or unsubstituted with deuterium; Or an aryl group having 6 to 20 carbon atoms unsubstituted or substituted with deuterium; Or, by bonding with an adjacent group, an aromatic hydrocarbon ring having 6 to 20 carbon atoms substituted or unsubstituted with deuterium, or an aliphatic hydrocarbon ring having 3 to 20 carbon atoms substituted or unsubstituted with deuterium is formed.
  • R11 and R12 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A methyl group unsubstituted or substituted with deuterium; Or a phenyl group unsubstituted or substituted with deuterium; Combines with adjacent groups to form a benzene ring unsubstituted or substituted with deuterium or butyl groups; Combines with adjacent groups to form an indene ring substituted or unsubstituted with deuterium, methyl or butyl groups; Combined with adjacent groups to form spiro (fluorene-indene) substituted or unsubstituted with deuterium, methyl or butyl groups.
  • R11 and R12 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A methyl group unsubstituted or substituted with deuterium; Or a phenyl group unsubstituted or substituted with deuterium.
  • n4 to n6 are 0 or 1, respectively.
  • Chemical Formula 2 is represented by any one of Chemical Formulas 211 to 219 below.
  • n4 to n8 is the same as in Formula 2,
  • R4 to R8 and R11 to R14 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted alkynyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkylthio group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted aryl group; A substituted or unsubstituted aryloxy group; A substituted or unsubstituted arylthio group; A substituted or unsubstituted amine group; Or a substituted or unsubstituted heterocyclic group; Or combined with an adjacent group to form
  • p6 to p9 are each 1 or 2
  • n4" and n5" are each an integer of 0 to 2
  • n7" and n8" are an integer of 0 to 3
  • n11 to n14 are each an integer of 0 to 8
  • n4", n5", n7", n8" and n11 to n14 are each 2 or more, the substituents in the two or more parentheses are the same as or different from each other.
  • R4 to R8 in Formulas 211 to 219 are hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted alkynyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkylthio group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted aryl group; A substituted or unsubstituted aryloxy group; A substituted or unsubstituted arylthio group; A substituted or unsubstituted amine group; Or a substituted or unsubstituted heterocyclic group.
  • the description of R11 described above may be applied to R13.
  • the description of R12 described above may be applied to R14.
  • R13 and R14 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; An alkyl group having 1 to 6 carbon atoms substituted or unsubstituted with deuterium; Or an aryl group having 6 to 20 carbon atoms unsubstituted or substituted with deuterium; Or, by bonding with an adjacent group, an aromatic hydrocarbon ring having 6 to 20 carbon atoms substituted or unsubstituted with deuterium, or an aliphatic hydrocarbon ring having 3 to 20 carbon atoms substituted or unsubstituted with deuterium is formed.
  • R13 and R14 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A methyl group unsubstituted or substituted with deuterium; Or a phenyl group unsubstituted or substituted with deuterium; Combines with adjacent groups to form a benzene ring unsubstituted or substituted with deuterium or butyl groups; Combines with adjacent groups to form an indene ring substituted or unsubstituted with deuterium, methyl or butyl groups; Combined with adjacent groups to form spiro (fluorene-indene) substituted or unsubstituted with deuterium, methyl or butyl groups.
  • At least one of R4 to R8 is bonded to an adjacent group to form an aliphatic hydrocarbon ring
  • At least one of the aliphatic hydrocarbon rings is represented by any one of the following formulas Cy1 to Cy3.
  • R31 to R40 are the same as or different from each other, and each independently a substituted or unsubstituted alkyl group,
  • R41 to R43 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted alkynyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkylthio group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted aryl group; A substituted or unsubstituted aryloxy group; A substituted or unsubstituted arylthio group; A substituted or unsubstituted amine group; Or a substituted or unsubstituted heterocyclic group; Or combined with an adjacent group to form a substituted or unsub
  • n41 is an integer of 0 to 2
  • n42 and n43 are each an integer of 0 to 4
  • n41 to n43 are each 2 or more, the substituents in the two or more parentheses are the same or different.
  • the aliphatic hydrocarbon ring included in Formula 2 is 1) an aliphatic hydrocarbon ring formed by bonding of two R 4 to each other, 2) an aliphatic hydrocarbon ring formed by bonding of two R 5 to each other, 3) two R 6 It means at least one of an aliphatic hydrocarbon ring formed by bonding to each other, 4) an aliphatic hydrocarbon ring formed by bonding of two R7s, and 5) an aliphatic hydrocarbon ring formed by bonding of two R8s to each other.
  • R31 to R40 are the same as or different from each other, and each independently a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.
  • R31 to R40 are the same as or different from each other, and each independently a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms.
  • R31 to R40 are substituted or unsubstituted methyl groups.
  • R41 to R43 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted alkyl group; Or a substituted or unsubstituted aryl group; Or it combines with an adjacent group to form a substituted or unsubstituted ring.
  • R41 to R43 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted C 1 to C 6 alkyl group; Or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms; Or by bonding with an adjacent group to form a substituted or unsubstituted C3 to C20 ring.
  • R41 and R42 are the same as or different from each other, and each independently hydrogen; Or deuterium.
  • R43 is hydrogen; Or deuterium; Four adjacent R43s are bonded to each other to form a substituted or unsubstituted benzene ring.
  • R43 is hydrogen; Or deuterium; Or, four adjacent R43s are bonded to each other to form a benzene ring unsubstituted or substituted with one or more substituents selected from the group consisting of deuterium and an alkyl group having 1 to 6 carbon atoms or a substituent to which two or more groups are connected.
  • R43 is hydrogen; Or deuterium; Or, four adjacent R43s are bonded to each other to form a benzene ring.
  • At least one of the aliphatic hydrocarbon rings contained in Formula 2 is selected from the following structures.
  • 1 to 4 of the aliphatic hydrocarbon rings included in Chemical Formula 2 are selected from the above structure.
  • 1) an aliphatic hydrocarbon ring formed by bonding of two R4s to each other, 2) an aliphatic hydrocarbon ring formed by bonding of two R5s, and 3) an aliphatic formed by bonding of two R6 to each other At least one of a hydrocarbon ring, 4) an aliphatic hydrocarbon ring formed by bonding of two R7s to each other, and 5) an aliphatic hydrocarbon ring formed by bonding of two R8s to each other, is selected from the above structure.
  • Chemical Formula 2 is represented by Chemical Formula 204 below.
  • R21 to R25 is represented by Formula 1-A or 1-B, the remainder are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted alkynyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkylthio group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted aryl group; A substituted or unsubstituted aryloxy group; A substituted or unsubstituted arylthio group; A substituted or unsubstituted amine group; Or a substituted or unsubstituted heterocyclic group;
  • T1 to T11 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted alkynyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkylthio group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted aryl group; A substituted or unsubstituted aryloxy group; A substituted or unsubstituted arylthio group; A substituted or unsubstituted amine group; Or a substituted or unsubstituted heterocyclic group; Or it combines with an
  • T1 to T11 are the same as or different from each other, and each independently hydrogen; Or deuterium; Or it combines with an adjacent group to form a substituted or unsubstituted aliphatic hydrocarbon ring.
  • T1 to T11 are the same as or different from each other, and each independently hydrogen; Or deuterium; Or it combines with an adjacent group to form a substituted or unsubstituted bridging or conjugated aliphatic hydrocarbon ring.
  • T1 to T11 are the same as or different from each other, and each independently hydrogen; Or deuterium; T1, T4 and T8 are bonded to each other to form a substituted or unsubstituted bridging or fused aliphatic hydrocarbon ring; Or T2, T6, and T10 are bonded to each other to form a substituted or unsubstituted bridging or fused aliphatic hydrocarbon ring.
  • L11 is a direct bond; Or a substituted or unsubstituted C 6 to C 30 arylene group.
  • L11 is a direct bond; Or a substituted or unsubstituted C6 to C20 arylene group.
  • L11 is a direct bond; Or an arylene group having 6 to 20 carbon atoms unsubstituted or substituted with an alkyl group having 1 to 6 carbon atoms.
  • L11 is a direct bond; Or a substituted or unsubstituted phenylene group.
  • L11 is a direct bond; Or a phenylene group unsubstituted or substituted with a deuterium or tert-butyl group.
  • Formula 1-A is represented by the following Formula 1-A-1 or 1-A-2.
  • Formula 1-B is represented by the following Formula 1-B-1 or 1-B-2.
  • formula 1-A is represented by the following formula 1-A-1 or 1-A-2
  • formula B-1 is the following formula 1-B-1 or 1-B-2 It is represented by
  • T18 to T21 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted alkynyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkylthio group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted aryl group; A substituted or unsubstituted aryloxy group; A substituted or unsubstituted arylthio group; A substituted or unsubstituted amine group; Or a substituted or unsubstituted heterocyclic group,
  • T22 is hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted alkynyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkylthio group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted aryl group; A substituted or unsubstituted aryloxy group; A substituted or unsubstituted arylthio group; A substituted or unsubstituted amine group; Or a substituted or unsubstituted heterocyclic group; Or by bonding with adjacent groups to form a substituted or unsubstituted ring,
  • t22 is an integer of 0 to 8, and when t22 is 2 or more, 2 or more T22s are the same as or different from each other.
  • the cyclohexyl group and the adamantynyl group of Formulas 1-A-1 and 1-A-2 may be substituted or unsubstituted.
  • the cyclohexyl group and adamantynyl group of Formulas 1-A-1 and 1-A-2 may be substituted or unsubstituted with deuterium or an alkyl group having 1 to 6 carbon atoms.
  • T12 to T17 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted alkynyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkylthio group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted aryl group; A substituted or unsubstituted aryloxy group; A substituted or unsubstituted arylthio group; A substituted or unsubstituted amine group; Or a substituted or unsubstituted heterocyclic group; Or it combines with an
  • T12 to T17 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted C1-C10 alkyl group; A substituted or unsubstituted aryl group having 6 to 30 carbon atoms; Or a substituted or unsubstituted C 2 to C 30 heterocyclic group; Or it is combined with an adjacent group to form a substituted or unsubstituted ring having 3 to 30 carbon atoms.
  • T12 to T17 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted C 1 to C 6 alkyl group; A substituted or unsubstituted aryl group having 6 to 20 carbon atoms; Or a substituted or unsubstituted C 2 to C 20 heterocyclic group; Or by bonding with an adjacent group to form a substituted or unsubstituted C3 to C20 ring.
  • T12 to T17 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; An alkylsilyl group having 1 to 30 carbon atoms substituted or unsubstituted with deuterium; Arylsilyl group having 6 to 90 carbon atoms substituted or unsubstituted with deuterium; An alkylarylsilyl group having 7 to 60 carbon atoms unsubstituted or substituted with deuterium; An alkyl group having 1 to 10 carbon atoms unsubstituted or substituted with deuterium; An arylalkyl group having 7 to 60 carbon atoms unsubstituted or substituted with deuterium; One or more substituents selected from the group consisting of deuterium, a halogen group, a cyano group, an alkyl group having 1 to 10 carbon atoms, a silyl group, and an aryl group having 6 to 30 carbon atoms, or the number of
  • T12 to T17 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; An alkylsilyl group having 1 to 18 carbon atoms substituted or unsubstituted with deuterium; An arylsilyl group having 6 to 60 carbon atoms substituted or unsubstituted with deuterium; An alkylarylsilyl group having 7 to 40 carbon atoms substituted or unsubstituted with deuterium; An alkyl group having 1 to 6 carbon atoms substituted or unsubstituted with deuterium; An arylalkyl group having 7 to 40 carbon atoms unsubstituted or substituted with deuterium; One or more substituents selected from the group consisting of deuterium, a halogen group, a cyano group, an alkyl group having 1 to 6 carbon atoms, a silyl group, and an aryl group having 6 to 20 carbon atoms, or the
  • T12 to T15 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted methyl group; A substituted or unsubstituted ethyl group; A substituted or unsubstituted propyl group; A substituted or unsubstituted butyl group; A substituted or unsubstituted methylsilyl group; A substituted or unsubstituted butylsilyl group; A substituted or unsubstituted phenylsilyl group; A substituted or unsubstituted phenyl group; A substituted or unsubstituted biphenyl group; A substituted or unsubstituted naphthyl group; Or a substituted or unsubstituted pyridine group; Or it combines with an adjacent group to form a substituted or unsubstituted hexene, or a substituted or unsubstituted methyl
  • T12 to T15 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A methyl group unsubstituted or substituted with deuterium; An ethyl group unsubstituted or substituted with deuterium; A propyl group unsubstituted or substituted with deuterium; A butyl group unsubstituted or substituted with deuterium; Trimethylsilyl group unsubstituted or substituted with deuterium; Butyldimethylsilyl group unsubstituted or substituted with deuterium; A dimethylphenylsilyl group unsubstituted or substituted with deuterium; A methyldiphenylsilyl group unsubstituted or substituted with deuterium; Triphenylsilyl group unsubstituted or substituted with deuterium; Phenyl group unsubstituted or substituted with deuterium, cyano group,
  • T16 and T17 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Or a substituted or unsubstituted methyl group.
  • Ar11 to Ar14 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Cyano group; A substituted or unsubstituted silyl group; A substituted or unsubstituted boron group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted alkynyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkylthio group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted aryl group; A substituted or unsubstituted aryloxy group; A substituted or unsubstituted arylthio group; A substituted or unsubstituted amine group; Or a substituted or unsubstituted heterocyclic group; Or it combines with an
  • Ar11 to Ar14 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted C1-C10 alkyl group; A substituted or unsubstituted aryl group having 6 to 30 carbon atoms; Or a substituted or unsubstituted C 2 to C 30 heterocyclic group; Alternatively, two adjacent groups are bonded to each other to form a substituted or unsubstituted aliphatic hydrocarbon ring having 3 to 30 carbon atoms.
  • Ar11 to Ar14 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted C 1 to C 6 alkyl group; A substituted or unsubstituted aryl group having 6 to 20 carbon atoms; Or a substituted or unsubstituted C 2 to C 20 heterocyclic group; Alternatively, two adjacent groups are bonded to each other to form a substituted or unsubstituted aliphatic hydrocarbon ring having 3 to 20 carbon atoms.
  • Ar11 to Ar14 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; An alkyl group having 1 to 6 carbon atoms substituted or unsubstituted with deuterium; An aryl group having 6 to 20 carbon atoms unsubstituted or substituted with deuterium; Or a heterocyclic group having 2 to 20 carbon atoms substituted or unsubstituted with deuterium; Alternatively, two adjacent groups are bonded to each other to form an aliphatic hydrocarbon ring having 3 to 20 carbon atoms, which is substituted or unsubstituted with deuterium, and an aromatic hydrocarbon ring having 6 to 20 carbon atoms is condensed or uncondensed.
  • Ar11 to Ar14 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A methyl group unsubstituted or substituted with deuterium; A phenyl group unsubstituted or substituted with deuterium; Or a pyridine group; Two adjacent groups combine with each other to form cyclohexane or tetrahydronaphthalene.
  • two of Ar11 to Ar14 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted C1-C10 alkyl group; A substituted or unsubstituted aryl group having 6 to 30 carbon atoms; Or a substituted or unsubstituted heterocyclic group having 2 to 30 carbon atoms, and the remaining two are bonded to each other to form a substituted or unsubstituted aliphatic hydrocarbon ring having 3 to 30 carbon atoms.
  • two of Ar11 to Ar14 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A methyl group unsubstituted or substituted with deuterium; A phenyl group unsubstituted or substituted with deuterium; Or a pyridine group, and the other two are bonded to each other to form cyclohexane or tetrahydronaphthalene.
  • T18 to T21 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; An alkyl group having 1 to 6 carbon atoms substituted or unsubstituted with deuterium; An aryl group having 6 to 20 carbon atoms unsubstituted or substituted with deuterium; Or a heterocyclic group having 2 to 20 carbon atoms substituted or unsubstituted with deuterium.
  • T18 to T21 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A methyl group unsubstituted or substituted with deuterium; A phenyl group unsubstituted or substituted with deuterium; Or a pyridine group.
  • T22 is hydrogen; heavy hydrogen; Or an alkyl group having 1 to 6 carbon atoms substituted or unsubstituted with deuterium; Alternatively, two adjacent groups are bonded to each other to form an aromatic hydrocarbon ring having 6 to 20 carbon atoms substituted or unsubstituted with deuterium.
  • T22 is hydrogen; heavy hydrogen; Or a methyl group unsubstituted or substituted with deuterium; Alternatively, two adjacent groups are bonded to each other to form benzene substituted or unsubstituted with deuterium.
  • t22 is an integer of 0 to 4. In another exemplary embodiment, t22 is an integer of 0 to 2.
  • R4 to R8 is represented by Formula 1-A. In another exemplary embodiment, two or more of R4 to R8 are represented by Formula 1-A.
  • R4 is represented by Formula 1-A.
  • R5 is represented by Formula 1-A.
  • R6 is represented by Formula 1-A.
  • R7 is represented by Formula 1-A.
  • R8 is represented by Formula 1-A.
  • At least one of R4 to R8 is represented by Formula 1-B. In another exemplary embodiment, at least two of R4 to R8 are represented by Formula 1-B.
  • R4 is represented by Formula 1-B.
  • R5 is represented by Formula 1-B.
  • R6 is represented by Formula 1-B.
  • R7 is represented by Formula 1-B.
  • R8 is represented by Formula 1-B.
  • n4 and n5 are each an integer of 0 to 4. In another exemplary embodiment, n4 and n5 are each an integer of 0 to 2.
  • n6 is an integer of 0 to 3. In another exemplary embodiment, n6 is 0 or 1.
  • n7 and n8 are integers of 0 to 5, respectively. In another exemplary embodiment, n7 and n8 are each an integer of 0 to 3. n7 and n8 are 0 or 1, respectively.
  • the compound represented by Formula 2 is represented by any one of the following compounds.
  • HAr is a substituted or unsubstituted N-containing monocyclic to tricyclic heterocyclic group.
  • HAr is a substituted or unsubstituted pyridine group; A substituted or unsubstituted pyrimidine group; A substituted or unsubstituted triazine group; A substituted or unsubstituted phenanthroline group; A substituted or unsubstituted quinazoline group; Or a substituted or unsubstituted benzimidazole group.
  • HAr is represented by any one of the following Formulas A1 to A5.
  • X1 to X3 are the same as or different from each other, and each independently N, CH, or CD,
  • At least one of X1 to X3 is N,
  • Ar22 and Ar23 are the same as or different from each other, and each independently a substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group, or combined with an adjacent group to form a substituted or unsubstituted ring,
  • R21 to R26 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted alkyl group; Or a substituted or unsubstituted aryl group,
  • n21 is an integer from 0 to 7
  • n22 is an integer from 0 to 5
  • n24 and n26 are integers from 0 to 4, and when n21, n22, n24 and n26 are each 2 or more, the substituents in two or more parentheses are the same Or different,
  • the dotted line is a part connected to L21.
  • Formula A1 is any one selected from the following formula.
  • Formula A2 is any one selected from the following formula.
  • Formula A3 is any one selected from the following formula.
  • L21 and L22 are the same as or different from each other, and each independently a direct bond; A substituted or unsubstituted monocyclic or polycyclic divalent to tetravalent aryl group having 6 to 30 carbon atoms; Or a substituted or unsubstituted monocyclic or polycyclic divalent to tetravalent heterocyclic group having 2 to 30 carbon atoms.
  • L21 and L22 are the same as or different from each other, and each independently a direct bond; A substituted or unsubstituted monocyclic or polycyclic divalent to tetravalent aryl group having 6 to 20 carbon atoms; Or a substituted or unsubstituted monocyclic or polycyclic divalent to tetravalent heterocyclic group having 2 to 20 carbon atoms.
  • L21 and L22 are the same as or different from each other, and each independently a direct bond, or a substituted or unsubstituted divalent to tetravalent phenyl group; A substituted or unsubstituted divalent to tetravalent biphenyl group; A substituted or unsubstituted divalent to tetravalent terphenyl group; A substituted or unsubstituted divalent to tetravalent tetraphenyl group; And a substituted or unsubstituted divalent to tetravalent naphthyl group, or a divalent group to which two or more groups selected from the group are connected.
  • L21 and L22 are the same as or different from each other, and each independently a direct bond, or a substituted or unsubstituted divalent to tetravalent phenyl group; A substituted or unsubstituted divalent to tetravalent biphenyl group; A substituted or unsubstituted divalent to tetravalent terphenyl group; A substituted or unsubstituted divalent to tetravalent tetraphenyl group; And a substituted or unsubstituted divalent to tetravalent naphthyl group, or a divalent group to which two groups selected from the group are connected.
  • L21 and L22 are the same as or different from each other, and each independently a direct bond; A substituted or unsubstituted divalent to tetravalent phenyl group; A substituted or unsubstituted divalent to tetravalent biphenyl group; A substituted or unsubstituted divalent to tetravalent terphenyl group; A substituted or unsubstituted divalent to tetravalent tetraphenyl group; Or a substituted or unsubstituted divalent to tetravalent naphthyl group.
  • L21 and L22 are the same as or different from each other, and each independently a direct bond; Or one or more substituents selected from the group consisting of deuterium, cyano group, aryl group having 6 to 30 carbon atoms, and heterocyclic group having 2 to 30 carbon atoms, or substituted or unsubstituted with a substituent to which two or more groups selected from the group are connected, having 6 to 30 carbon atoms It is a monocyclic or polycyclic divalent to tetravalent aryl group.
  • L21 and L22 are the same as or different from each other, and each independently a direct bond; Or one or more substituents selected from the group consisting of deuterium, cyano group, aryl group having 6 to 20 carbon atoms, and heterocyclic group having 2 to 20 carbon atoms, or substituted or unsubstituted with a substituent to which two or more groups selected from the group are connected, having 6 to 20 carbon atoms It is a monocyclic or polycyclic divalent to tetravalent aryl group.
  • L21 and L22 are the same as or different from each other, and each independently a direct bond; Di- to tetravalent phenyl groups unsubstituted or substituted with deuterium, cyano group, phenyl group, phenanthrene, dibenzofuran group, dibenzothiophene group, or pyridine group; A divalent to tetravalent biphenyl group unsubstituted or substituted with deuterium, a cyano group, or a pyridine group; Divalent to tetravalent terphenyl group unsubstituted or substituted with deuterium or cyano group; Divalent to tetravalent tetraphenyl group unsubstituted or substituted with deuterium or cyano group; Or a divalent to tetravalent naphthyl group unsubstituted or substituted with deuterium or cyano groups.
  • a is 1 or 2.
  • b is 1 or 2.
  • Chemical Formula 3 is represented by the following Chemical Formula 3-1 or 2-2.
  • L22 and b are as defined in Chemical Formula 3,
  • HAr1 to HAr3 are the same as the definition of HAr,
  • L24 is a direct bond; A substituted or unsubstituted arylene group; Or a substituted or unsubstituted divalent heterocyclic group,
  • L25 is a substituted or unsubstituted trivalent aryl group; Or a substituted or unsubstituted trivalent heterocyclic group.
  • -L22-(CN) b of Formula 3 is selected from the following structure.
  • L23 is a direct bond; A substituted or unsubstituted arylene group; Or a substituted or unsubstituted divalent heterocyclic group,
  • R51 is hydrogen; heavy hydrogen; A substituted or unsubstituted alkyl group; A substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group,
  • n51 is an integer from 0 to 4
  • n51' is an integer from 0 to 3
  • the dotted line is a position connected to Ar21.
  • L23 is a direct bond; Or a substituted or unsubstituted C 6 to C 30 arylene group.
  • L23 is a direct bond; Or a substituted or unsubstituted C6 to C20 arylene group.
  • L23 is a direct bond; A substituted or unsubstituted phenylene group; A substituted or unsubstituted biphenylene group; Or a substituted or unsubstituted naphthylene group.
  • L23 is a direct bond; A substituted or unsubstituted phenylene group; A substituted or unsubstituted biphenylene group; Or a substituted or unsubstituted naphthylene group.
  • R51 is hydrogen; heavy hydrogen; A substituted or unsubstituted alkyl group; A substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group.
  • R51 is hydrogen; heavy hydrogen; A substituted or unsubstituted C1-C10 alkyl group; A substituted or unsubstituted aryl group having 6 to 30 carbon atoms; Or a substituted or unsubstituted C2 to C30 heterocyclic group.
  • R51 is hydrogen; heavy hydrogen; A substituted or unsubstituted C 1 to C 6 alkyl group; A substituted or unsubstituted aryl group having 6 to 20 carbon atoms; Or a substituted or unsubstituted C2 to C20 heterocyclic group.
  • R51 is hydrogen; heavy hydrogen; A cyano group, an aryl group having 2 to 30 carbon atoms, and an aryl group having 6 to 20 carbon atoms unsubstituted or substituted with one or more substituents selected from the group consisting of a heterocyclic group having 2 to 30 carbon atoms or a substituent connected with two or more groups selected from the group. .
  • R51 is hydrogen; heavy hydrogen; A cyano group, an aryl group having 2 to 20 carbon atoms, and an aryl group having 6 to 20 carbon atoms unsubstituted or substituted with one or more substituents selected from the group consisting of a heterocyclic group having 2 to 25 carbon atoms or a substituent connected with two or more groups selected from the group. .
  • R51 is hydrogen; heavy hydrogen; A cyano group, an aryl group having 2 to 25 carbon atoms, or an aryl group having 6 to 20 carbon atoms unsubstituted or substituted with a heterocyclic group having 2 to 25 carbon atoms.
  • R51 is hydrogen; heavy hydrogen; A phenyl group unsubstituted or substituted with a cyano group or a pyridine group; A fluorenyl group unsubstituted or substituted with a phenyl group; Phenanthrenyl group; Dibenzofuran group; Dibenzothiophene group; Spiro[fluorene-xanthene] group; Or a spiro[fluorene-thioxanthene] group.
  • Ar21 is a direct bond; A substituted or unsubstituted monocyclic or polycyclic arylene group having 6 to 30 carbon atoms; A substituted or unsubstituted monocyclic or polycyclic divalent heterocyclic group having 2 to 30 carbon atoms; Or -O-.
  • Ar21 is a direct bond; A substituted or unsubstituted monocyclic or polycyclic arylene group having 6 to 25 carbon atoms; A substituted or unsubstituted monocyclic or polycyclic divalent heterocyclic group having 2 to 25 carbon atoms; Or -O-.
  • Ar21 is a direct bond; A substituted or unsubstituted monocyclic arylene group having 6 to 20 carbon atoms; A substituted or unsubstituted polycyclic arylene group having 10 to 25 carbon atoms; A substituted or unsubstituted polycyclic divalent heterocyclic group having 12 to 25 carbon atoms; Or -O-.
  • Ar21 is a substituted or unsubstituted phenylene group; A substituted or unsubstituted biphenylene group; A substituted or unsubstituted terphenylene group; A substituted or unsubstituted naphthylene group; A substituted or unsubstituted binaphthylene group; A substituted or unsubstituted fluorenylene group; A substituted or unsubstituted spirobifluorenylene group; A substituted or unsubstituted divalent dibenzofuran group; A substituted or unsubstituted divalent dibenzothiophene group; A substituted or unsubstituted divalent spiro[fluorene-xanthene] group; A substituted or unsubstituted divalent spiro[fluorene-thioxanthene] group; Or -O-.
  • Ar21 is a direct bond; 6 to 30 carbon atoms substituted or unsubstituted with one or more substituents selected from the group consisting of an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 30 carbon atoms, and a heterocyclic group having 2 to 30 carbon atoms or a substituent connected with two or more groups selected from the group Monocyclic or polycyclic arylene group of; A monocyclic or polycyclic divalent heterocyclic group having 2 to 30 carbon atoms; Or -O-.
  • Ar21 is a direct bond; A monocyclic arylene group having 6 to 20 carbon atoms unsubstituted or substituted with an aryl group having 6 to 25 carbon atoms or a heterocyclic group having 2 to 25 carbon atoms; A polycyclic arylene group having 10 to 25 carbon atoms unsubstituted or substituted with an alkyl group having 1 to 6 carbon atoms or an aryl group having 6 to 20 carbon atoms; A polycyclic divalent heterocyclic group having 12 to 25 carbon atoms; Or -O-.
  • Ar21 is a phenylene group unsubstituted or substituted with a diphenylfluorenyl group, a spiro[fluorene-xanthene] group, or a spiro[fluorene-thioxanthene] group;
  • a biphenylene group unsubstituted or substituted with a diphenylfluorenyl group, a spiro[fluorene-xanthene] group, or a spiro[fluorene-thioxanthene] group;
  • a terphenylene group unsubstituted or substituted with a diphenylfluorenyl group, a spiro[fluorene-xanthene] group, or a spiro[fluorene-thioxanthene] group; Naphthylene group; Binaphthylene group; A fluorenylene group unsubstituted
  • Ar21 is a direct bond; Phenylene group; Biphenylene group; Naphthylene group; Dimethylfluorenylene group; Diphenylfluorenylene group; It is a spirobifluorenylene group.
  • Ar21 is -O-; Or it is selected from the following structure.
  • X4 and X5 are the same as or different from each other, and each independently CR52R53; O; Or S,
  • R27 to R30, R52 and R53 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted alkyl group; A substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group,
  • n27, n28, n28', n29 and n30 are each an integer of 0 to 4,
  • n29' and n30' are each an integer of 0 to 3
  • n29" and n30" are each an integer of 0 to 2
  • n28 + n28' is 6 or less
  • n27, n28 to n30 and n28' to n30' are each 2 or more, the substituents in the two or more parentheses are the same or different from each other,
  • the dotted line is a position connected to the L21 or L22.
  • X4 is O or S.
  • X5 is CR52R53.
  • X5 is O; Or S.
  • R52 and R53 are the same as or different from each other, and each independently a substituted or unsubstituted alkyl group; Or a substituted or unsubstituted aryl group.
  • R52 and R53 are the same as or different from each other, and each independently a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; Or a substituted or unsubstituted aryl group having 6 to 30 carbon atoms.
  • R52 and R53 are the same as or different from each other, and each independently a methyl group unsubstituted or substituted with deuterium; Or a phenyl group unsubstituted or substituted with deuterium.
  • R27 to R30 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted alkyl group; A substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group.
  • R27 to R30 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted C1-C10 alkyl group; A substituted or unsubstituted aryl group having 6 to 30 carbon atoms; Or a substituted or unsubstituted C2 to C30 heterocyclic group.
  • R27 to R30 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted C 1 to C 6 alkyl group; A substituted or unsubstituted aryl group having 6 to 25 carbon atoms; Or a substituted or unsubstituted C2 to C25 heterocyclic group.
  • R27 to R30 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A fluorenyl group unsubstituted or substituted with a methyl group or a phenyl group; A substituted or unsubstituted spirobifluorenyl group; A substituted or unsubstituted spiro[fluorene-xanthene] group; It is a substituted or unsubstituted spiro[fluorene-thioxanthene] group.
  • R27 is hydrogen; heavy hydrogen; A fluorenyl group unsubstituted or substituted with a methyl group or a phenyl group; A substituted or unsubstituted spirobifluorenyl group; A substituted or unsubstituted spiro[fluorene-xanthene] group; It is a substituted or unsubstituted spiro[fluorene-thioxanthene] group.
  • R28 to R30 are the same as or different from each other, and each independently hydrogen; Or deuterium.
  • the phenylene group (divalent phenyl group) of L21, L22, L24 or Ar21 is one selected from the following structures.
  • the structure is deuterium; Cyano group; A substituted or unsubstituted aryl group; Or substituted or unsubstituted with a substituted or unsubstituted heterocyclic group. Specifically, it is unsubstituted or substituted with a substituent connected to L21, L22, L24 or Ar24 described above.
  • the biphenylene group (divalent biphenyl group) of L21, L22, L24, or Ar21 is one selected from the following structures.
  • the structure is deuterium; Cyano group; A substituted or unsubstituted aryl group; Or substituted or unsubstituted with a substituted or unsubstituted heterocyclic group. Specifically, it is unsubstituted or substituted with a substituent connected to L21, L22, L24 or Ar24 described above.
  • the terphenylene group (divalent terphenyl group) of L21, L22, L24 or Ar21 is one selected from the following structures.
  • the structure is deuterium; Cyano group; A substituted or unsubstituted aryl group; Or substituted or unsubstituted with a substituted or unsubstituted heterocyclic group. Specifically, it is unsubstituted or substituted with a substituent connected to L21, L22, L24 or Ar24 described above.
  • the naphthylene group (divalent naphthyl group) of L21, L22, L24 or Ar21 is one selected from the following structures.
  • the structure is deuterium; Cyano group; A substituted or unsubstituted aryl group; Or substituted or unsubstituted with a substituted or unsubstituted heterocyclic group. Specifically, it is unsubstituted or substituted with a substituent connected to L21, L22, L24 or Ar24 described above.
  • the binaphthylene group (divalent binaphthyl group) of L21, L22, L24, or Ar21 is one selected from the following structures.
  • the structure is deuterium; Cyano group; A substituted or unsubstituted aryl group; Or substituted or unsubstituted with a substituted or unsubstituted heterocyclic group. Specifically, it is unsubstituted or substituted with a substituent connected to L21, L22, L24 or Ar24 described above.
  • At least two or more of X1 to X3 are N.
  • X1 to X3 are each N.
  • Ar22 and Ar23 are the same as or different from each other, and each independently a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; Or a substituted or unsubstituted monocyclic or polycyclic heterocyclic group having 2 to 30 carbon atoms.
  • Ar22 and Ar23 are the same as or different from each other, and each independently a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 25 carbon atoms; Or a substituted or unsubstituted monocyclic or polycyclic heterocyclic group having 2 to 25 carbon atoms.
  • Ar22 and Ar23 are the same as or different from each other, and each independently a substituted or unsubstituted phenyl group; A substituted or unsubstituted biphenyl group; A substituted or unsubstituted spirobifluorenyl group; A substituted or unsubstituted spiro[fluorene-xanthene] group; Or a substituted or unsubstituted spiro[fluorene-thioxanthene] group.
  • Ar22 and Ar23 are the same as or different from each other, and each independently a phenyl group; Biphenyl group; Spiro[fluorene-xanthene] group; Or a spiro[fluorene-thioxanthene] group.
  • R21 to R26 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted C1-C10 alkyl group; Or a substituted or unsubstituted aryl group having 6 to 30 carbon atoms.
  • R21 to R26 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted C 1 to C 6 alkyl group; Or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms.
  • R21 to R26 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted methyl group; A substituted or unsubstituted ethyl group; A substituted or unsubstituted tert-butyl group; A substituted or unsubstituted phenyl group; A substituted or unsubstituted biphenyl group; Or a substituted or unsubstituted naphthyl group.
  • R21 to R26 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A methyl group unsubstituted or substituted with deuterium; An ethyl group unsubstituted or substituted with deuterium; Tert-butyl group unsubstituted or substituted with deuterium; A phenyl group unsubstituted or substituted with deuterium; Biphenyl group unsubstituted or substituted with deuterium; Or a naphthyl group unsubstituted or substituted with deuterium.
  • R21 to R26 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Methyl group; Ethyl group; tert-butyl group; Phenyl group; Biphenyl group; Or a naphthyl group.
  • R22 is hydrogen; heavy hydrogen; A substituted or unsubstituted phenyl group; A substituted or unsubstituted biphenyl group; Or a substituted or unsubstituted naphthyl group.
  • R23 is hydrogen; heavy hydrogen; A substituted or unsubstituted methyl group; A substituted or unsubstituted ethyl group; A substituted or unsubstituted tert-butyl group; Or a substituted or unsubstituted phenyl group.
  • R25 is hydrogen; heavy hydrogen; A substituted or unsubstituted methyl group; A substituted or unsubstituted ethyl group; A substituted or unsubstituted phenyl group; Or a substituted or unsubstituted biphenyl group.
  • R21, R24, and R26 are the same as or different from each other, and each independently hydrogen or deuterium.
  • R21, R24, and R26 are each hydrogen.
  • the compound represented by Formula 3 is any one selected from the following compounds.
  • the compounds of Formulas 1 and 2 may be prepared as shown in Scheme 1 below, and the compound of Formula 3 may be prepared as in Scheme 2 below.
  • Reaction Schemes 1 and 2 below describe the synthesis process of some compounds corresponding to Formulas 1 to 3 of the present application, but various compounds corresponding to Formulas 1 to 3 of the present application can be synthesized using a synthesis procedure such as Schemes 1 and 2 below.
  • the substituents may be bonded by methods known in the art, and the type, position and number of the substituents may be changed according to techniques known in the art.
  • a 1 to A 3 denotes an aromatic hydrocarbon ring
  • R denotes a substituent connected to the core, and may be R1 to R8, A1 or A2 of the present invention.
  • the definition of the substituent is as described above.
  • the first organic material layer is formed using the compound represented by Formula 1 or 2 and the second organic material layer is formed using the compound represented by Formula 3 above, It can be manufactured by the method and material of the organic light emitting device.
  • the first organic material layer including the compound represented by Formula 1 or 2 and the second organic material layer including the compound represented by Formula 3 may be formed as an organic material layer by a solution coating method as well as a vacuum deposition method.
  • the solution coating method refers to spin coating, dip coating, inkjet printing, screen printing, spray method, roll coating, and the like, but is not limited thereto.
  • the organic material layer of the organic light-emitting device of the present specification may have a structure including only the first organic material layer and the second organic material layer, but may have a structure in which an additional organic material layer is further included.
  • an additional organic material layer at least one of a hole injection layer, a hole transport layer, a hole injection and transport layer, an electron blocking layer, a light emitting layer, an electron transport layer, an electron injection layer, an electron injection and transport layer, and a hole blocking layer may be used.
  • the structure of the organic light emitting device is not limited thereto and may include a smaller number or a larger number of organic material layers.
  • the first electrode is an anode
  • the second electrode is a cathode
  • the first organic material layer is an emission layer
  • the second organic material layer is the second electrode and the first It is provided between the organic material layers. That is, the second organic material layer is provided between the cathode and the emission layer.
  • the first organic material layer is an emission layer.
  • the first organic material layer is an emission layer, and the compound represented by Formula 1 or 2 is included as a dopant of the emission layer.
  • the first organic material layer is an emission layer
  • the compound represented by Formula 1 or 2 is used as a dopant for the emission layer, and further includes a fluorescent host or a phosphorescent host.
  • the dopant in the light emitting layer may be included in an amount of 1 to 50 parts by weight relative to 100 parts by weight of the host, preferably 0.1 to 30 parts by weight, more preferably 1 to 10 parts by weight. When within the above range, energy transfer from the host to the dopant occurs efficiently.
  • the host is an anthracene derivative.
  • the organic material layer includes two or more emission layers, and one of the emission layers of the two or more layers includes a compound represented by Formula 1 or 2.
  • the maximum emission peaks of the two or more emission layers are different from each other.
  • the light emitting layer including the compound represented by Formula 1 or 2 has a blue color, and the light emitting layer not including the compound represented by Formula 1 or 2 may include a blue, red, or green light emitting compound known in the art.
  • the emission layer including the compound represented by Formula 1 or 2 includes a fluorescent dopant, and the emission layer not including the compound represented by Formula 1 or 2 includes a phosphorescent dopant.
  • the maximum emission peak of the emission layer including the compound represented by Formula 1 or 2 is 400 nm to 500 nm. That is, the emission layer including the compound represented by Chemical Formula 1 or 2 emits blue light.
  • the organic material layer of the organic light emitting device includes two or more emission layers, the maximum emission peak of one emission layer (light emission layer 1) is 400 nm to 500 nm, and the emission layer of the other layer (light emission layer 2 ) The maximum emission peak of 510 nm to 580 nm; Alternatively, a maximum emission peak of 610 nm and 680 nm may be exhibited.
  • the emission layer 1 includes the compound represented by Formula 1 or 2.
  • the second organic material layer is an electron transport region.
  • the second organic material layer includes at least one layer selected from the group consisting of a hole blocking layer, an electron transport layer, an electron injection layer, and an electron injection and transport layer.
  • the second organic material layer includes one or two layers selected from the group consisting of a hole blocking layer, an electron transport layer, an electron injection layer, and an electron injection and transport layer.
  • the second organic material layer is a hole blocking layer, an electron transport layer, an electron injection layer, or an electron injection and transport layer.
  • the second organic material layer is a hole blocking layer.
  • the second organic material layer is an electron transport layer.
  • the second organic material layer is an electron injection and transport layer.
  • the second organic material layer includes a hole blocking layer and an electron injection and transport layer.
  • the second organic material layer is provided in contact with the first organic material layer.
  • the second organic material layer further includes one or two or more n-type dopants selected from alkali metals and alkaline earth metals.
  • the organic alkali metal compound or the organic alkaline earth metal compound When used as an n-type dopant, stability against holes from the light emitting layer can be secured, thereby improving the life of the organic light emitting device.
  • the electron mobility of the electron transport layer may be adjusted by adjusting the ratio of the organic alkali metal compound or the organic alkaline earth metal compound to maximize the balance between holes and electrons in the emission layer, thereby increasing luminous efficiency.
  • LiQ is more preferable as the n-type dopant used in the second organic material layer in the present specification.
  • the second organic material layer may include the compound of Formula 2 and the n-type dopant in a weight ratio of 1:9 to 9:1.
  • the compound of Formula 2 and the n-type dopant may be included in a ratio of 2:8 to 8:2, more preferably 3:7 to 7:3.
  • the first electrode is an anode
  • the second electrode is a cathode
  • the first electrode is a cathode
  • the second electrode is an anode
  • the organic light-emitting device may be a normal type organic light-emitting device in which an anode, one or more organic material layers, and a cathode are sequentially stacked on a substrate.
  • the organic light emitting device may be an inverted type organic light emitting device in which an anode, one or more organic material layers, and a cathode are sequentially stacked on a substrate.
  • the structure of the organic light emitting device of the present specification may have a structure as shown in FIGS. 1, 2, and 8, but is not limited thereto.
  • a substrate 1 an anode 2, a hole injection layer 3, a hole transport layer 4, a light emitting layer 6, a hole blocking layer 7, an electron injection and transport layer 8, and a cathode 11
  • the compound represented by Formula 1 or 2 may be included in the light emitting layer 6, and the compound represented by Formula 3 may be included in the hole blocking layer 7 or the electron injection and transport layer 8 have.
  • a substrate 1 an anode 2, a hole injection layer 3, a hole transport layer 4, an electron blocking layer 5, a light emitting layer 6, an electron injection and transport layer 8, and a cathode 11
  • the compound represented by Formula 1 or 2 may be included in the light emitting layer 6, and the compound represented by Formula 3 may be included in the electron injection and transport layer 8.
  • FIG. 8 shows a substrate 1, an anode 2, a p-doped hole transport layer 4p, a hole transport layer 4R, 4G, 4B, a light emitting layer 6RP, 6GP, 6BF, a first electron transport layer 9a,
  • a structure of an organic light emitting diode in which the second electron transport layer 9b, the electron injection layer 10, the cathode 11, and the capping layer 14 are sequentially stacked is illustrated.
  • the compound represented by Formula 1 or 2 may be included in the light emitting layer (6RP, 6GP, 6BF), and the compound represented by Formula 3 is the first electron transport layer 9a and the second electron transport layer ( It may be included in one or more layers of 9b) and the electron injection layer 10.
  • the organic light emitting device may have a tandem structure in which two or more independent devices are connected in series.
  • the tandem structure may be a form in which each organic light emitting device is bonded to a charge generation layer. Since the tandem device can be driven at a lower current than the unit device based on the same brightness, there is an advantage in that the lifespan of the device is greatly improved.
  • the organic material layer includes: a first stack including one or more emission layers; A second stack including one or more light emitting layers; And at least one charge generation layer provided between the first stack and the second stack.
  • the organic material layer includes: a first stack including one or more emission layers; A second stack including one or more light emitting layers; And a third stack including one or more emission layers, and between the first stack and the second stack; And one or more charge generation layers, respectively, between the second stack and the third stack.
  • a charge generating layer means a layer in which holes and electrons are generated when a voltage is applied.
  • the charge generation layer may be an N-type charge generation layer or a P-type charge generation layer.
  • the N-type charge generation layer refers to a charge generation layer located closer to the anode than the P-type charge generation layer
  • the P-type charge generation layer refers to a charge generation layer located closer to the cathode than the N-type charge generation layer.
  • the N-type charge generation layer and the P-type charge generation layer may be provided in contact with each other, and in this case, an NP junction is formed.
  • an NP junction is formed.
  • holes are easily formed in the P-type charge generation layer and electrons are easily formed in the N-type charge generation layer. Electrons are transported toward the anode through the LUMO level of the N-type charge generation layer, and holes are transported toward the cathode through the HOMO level of the P-type organic material layer.
  • Each of the first stack, the second stack, and the third stack includes one or more light emitting layers, and additionally, a hole injection layer, a hole transport layer, an electron blocking layer, an electron injection layer, an electron transport layer, a hole blocking layer, a hole transport and a hole
  • a hole injection layer a layer for simultaneous injection
  • an electron injection layer a layer for simultaneous electron transport and electron injection
  • an electron injection and transport layer a layer for simultaneous electron transport and electron injection
  • FIG. 3 An organic light-emitting device including the first stack and the second stack is illustrated in FIG. 3.
  • a substrate 1, an anode 2, a hole injection layer 3, a first hole transport layer 4a, an electron blocking layer 5, a first emission layer 6a, a first electron transport layer 9a, An N-type charge generation layer 12, a P-type charge generation layer 13, a second hole transport layer 4b, a second emission layer 6b, an electron injection and transport layer 8, and a cathode 11 are sequentially stacked.
  • the structure of the organic light emitting device is illustrated. In such a structure, the compound represented by Formula 1 or 2 may be included in the first emission layer 6a or the second emission layer 6b, and the compound represented by Formula 3 is the first electron transport layer 9a or It may be included in the electron injection and transport layer 8.
  • Organic light-emitting devices including the first to third stacks are illustrated in FIGS. 4 to 7.
  • the structure of a light emitting device is illustrated.
  • the compound represented by Formula 1 or 2 may be included in the first emission layer 6a, the second emission layer 6b, and the third emission layer 6c, and the compound represented by Formula 3 is It may be included in one or more of the first electron transport layer 9a, the second electron transport layer 9b, and the third electron transport layer 9c.
  • FIG. 5 shows a substrate 1, an anode 2, a hole injection layer 3, a first hole transport layer 4a, a second hole transport layer 4b, a first blue fluorescent light emitting layer 6BFa, and a first electron transport layer.
  • 9a first N-type charge generation layer (12a), first P-type charge generation layer (13a), third hole transport layer (4c), red phosphorescent emission layer (6RP), yellow green phosphorescence emission layer (6YGP), green phosphorescence Light-emitting layer (6GP), second electron transport layer (9b), second N-type charge generation layer (12b), second P-type charge generation layer (13b), fourth hole transport layer (4d), fifth hole transport layer (4e) ,
  • a structure of an organic light-emitting device in which the second blue fluorescent emission layer 6BFb, the third electron transport layer 9c, the electron injection layer 10, the cathode 11 and the capping layer 14 are sequentially stacked is illustrated.
  • the compound represented by Formula 1 or 2 may be included in the first blue fluorescent layer 6BFa or the second blue fluorescent layer 6BFb, and the compound represented by Formula 3 is the first electron transport layer (9a), the second electron transport layer (9b), the third electron transport layer (9c), and may be included in one or more of the electron injection layer (10).
  • FIG. 6 shows a substrate 1, an anode 2, a hole injection layer 3, a first hole transport layer 4a, a second hole transport layer 4b, a first blue fluorescent light emitting layer 6BFa, and a first electron transport layer.
  • 9a) a first N-type charge generation layer (12a), a first P-type charge generation layer (13a), a third hole transport layer (4c), a red phosphorescent layer (6RP), a green phosphorescent layer (6GP), a second electron Transport layer 9b, second N-type charge generation layer 12b, second P-type charge generation layer 13b, fourth hole transport layer 4d, fifth hole transport layer 4e, second blue fluorescent light emitting layer 6BFb ), a third electron transport layer 9c, an electron injection layer 10, a cathode 11, and a capping layer 14 are sequentially stacked.
  • the compound represented by Formula 1 or 2 may be included in the first blue fluorescent layer 6BFa or the second blue fluorescent layer 6BFb, and the compound represented by Formula 3 is the first electron transport layer (9a), the second electron transport layer (9b), the third electron transport layer (9c), and may be included in one or more of the electron injection layer (10).
  • FIG. 7 shows a substrate 1, an anode 2, a first p-doped hole transport layer 4pa, a first hole transport layer 4a, a second hole transport layer 4b, a first blue fluorescent light emitting layer 6BFa, First electron transport layer (9a), first N-type charge generation layer (12a), first P-type charge generation layer (13a), third hole transport layer (4c), fourth hole transport layer (4d), second blue fluorescence Light emitting layer (6BFb), second electron transport layer (9b), second N-type charge generation layer (12b), second P-type charge generation layer (13b), fifth hole transport layer (4e), sixth hole transport layer (4f) ,
  • a structure of an organic light-emitting device in which a third blue fluorescent emission layer 6BFc, a third electron transport layer 9c, an electron injection layer 10, a cathode 11 and a capping layer 14 are sequentially stacked is illustrated.
  • the compound represented by Formula 1 or 2 may be included in one or more layers of the first blue fluorescent light emitting layer 6BFa, the second blue fluorescent light emitting layer 6BFb, and the third clean fluorescent light emitting layer 6BFb.
  • the compound represented by Formula 2 may be included in at least one of the first electron transport layer 9a, the second electron transport layer 9c, the third electron transport layer 9c, and the electron injection layer 10.
  • the N-type charge generation layer is 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4TCNQ), fluorine-substituted 3,4,9,10-P Lylenetetracarboxylic dianhydride (PTCDA), cyano-substituted PTCDA, naphthalenetetracarboxylic dianhydride (NTCDA), fluorine-substituted NTCDA, cyano-substituted NTCDA, hexaazatriphenylline derivative And the like, but is not limited thereto.
  • the N-type charge generation layer may include a benzoimidazophenanthrinine derivative and a metal of Li at the same time.
  • the P-type charge generation layer may simultaneously include an arylamine derivative and a compound containing a cyano group.
  • the organic light emitting device of the present specification may be manufactured by materials and methods known in the art, except that the organic material layer includes the compound.
  • the organic material layers may be formed of the same material or different materials.
  • the organic light-emitting device according to the present specification forms an anode by depositing a metal or a conductive metal oxide or an alloy thereof on a substrate, and after forming an organic material layer including the first organic material layer and the second organic material layer described above, It can be manufactured by depositing a material that can be used as a cathode thereon.
  • an organic light-emitting device may be manufactured by sequentially depositing a cathode material, an organic material layer, and an anode material on a substrate.
  • the organic material layer including the first organic material layer and the second organic material layer further includes a hole injection layer, a hole transport layer, an electron injection and transport layer, an electron blocking layer, a light emitting layer, an electron transport layer, an electron injection layer, an electron injection and transport layer, a hole blocking layer, etc. It may be a multi-layered structure.
  • the organic material layer is made of a variety of polymer materials, and is used in a smaller number of solvent processes, such as spin coating, dip coating, doctor blading, screen printing, inkjet printing, or thermal transfer. It can be made in layers.
  • the anode is an electrode for injecting holes, and a material having a large work function is preferably used as the anode material to facilitate hole injection into an organic material layer.
  • the cathode material that can be used in the present invention include metals such as vanadium, chromium, copper, zinc, and gold, or alloys thereof; Metal oxides such as zinc oxide, indium oxide, indium tin oxide (ITO), and indium zinc oxide (IZO); ZnO: Al or SnO 2: a combination of a metal and an oxide such as Sb; Poly(3-methylthiophene), poly[3,4-(ethylene-1,2-dioxy)thiophene] (PEDOT), conductive polymers such as polypyrrole and polyaniline, and the like, but are not limited thereto.
  • the cathode is an electrode for injecting electrons
  • the cathode material is usually a material having a small work function to facilitate electron injection into the organic material layer.
  • the negative electrode material include metals such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin, and lead, or alloys thereof; There are multilayered materials such as LiF/Al or LiO 2 /Al, but are not limited thereto.
  • the hole injection layer is a layer that facilitates injection of holes from the anode to the light emitting layer, and has a single layer or a multilayer structure of two or more layers.
  • the hole injection material is a material that can well inject holes from the anode at a low voltage, and it is preferable that the HOMO (highest occupied molecular orbital) of the hole injection material is between the work function of the positive electrode material and the HOMO of the surrounding organic material layer.
  • Specific examples of hole injection materials include metal porphyrine, oligothiophene, arylamine-based organic substances, hexanitrile hexaazatriphenylene-based organic substances, quinacridone-based organic substances, and perylene-based organic substances.
  • the hole injection layer has a two-layer structure, and each of the layers includes the same or different materials.
  • the hole transport layer may serve to facilitate the transport of holes, and has a single layer or a multilayer structure of two or more layers.
  • the hole transport material a material capable of transporting holes from the anode or the hole injection layer to the light emitting layer and having high mobility for holes is suitable. Specific examples include an arylamine-based organic material, a conductive polymer, and a block copolymer including a conjugated portion and a non-conjugated portion, but are not limited thereto.
  • the hole transport layer has a two-layer structure, and each of the layers includes the same or different materials.
  • the hole injection and transport layer is a layer that simultaneously transports and injects holes, and a hole transport layer material and/or a hole injection layer material known in the art may be used.
  • the electron injection and transport layer is a layer that simultaneously transports electrons and injects electrons, and an electron transport layer material and/or an electron injection layer material known in the art may be used.
  • An electron blocking layer may be provided between the hole transport layer and the emission layer. Materials known in the art may be used for the electron blocking layer.
  • the emission layer may emit red, green, or blue light, and may be made of a phosphorescent material or a fluorescent material.
  • a material capable of emitting light in a visible region by transporting and combining holes and electrons from the hole transport layer and the electron transport layer, respectively, and a material having good quantum efficiency against fluorescence or phosphorescence is preferable.
  • Specific examples include 8-hydroxy-quinoline aluminum complex (Alq 3 ); Carbazole-based compounds; Dimerized styryl compounds; BAlq; 10-hydroxybenzo quinoline-metal compound; Benzoxazole, benzthiazole, and benzimidazole-based compounds; Poly(p-phenylenevinylene) (PPV)-based polymer; Spiro compounds; Polyfluorene, rubrene, and the like, but are not limited thereto.
  • Alq 3 8-hydroxy-quinoline aluminum complex
  • Carbazole-based compounds Dimerized styryl compounds
  • BAlq 10-hydroxybenzo quinoline-metal compound
  • Benzoxazole, benzthiazole, and benzimidazole-based compounds include Poly(p-phenylenevinylene) (PPV)-based polymer; Spiro compounds; Polyfluorene, rubrene, and the like, but are not limited thereto.
  • Examples of the host material for the light emitting layer include a condensed aromatic ring derivative or a heterocyclic compound.
  • condensed aromatic ring derivatives include anthracene derivatives, pyrene derivatives, naphthalene derivatives, pentacene derivatives, phenanthrene compounds, and fluoranthene compounds
  • heterocycle-containing compounds include carbazole derivatives, dibenzofuran derivatives, ladder type Furan compounds, pyrimidine derivatives, and the like, but are not limited thereto.
  • the emission dopants include PIQIr(acac)(bis(1-phenylisoquinoline)acetylacetonateiridium), PQIr(acac)(bis(1-phenylquinoline)acetylacetonate iridium), PQIr(tris(1-phenylquinoline)iridium). ), a phosphorescent material such as octaethylporphyrin platinum (PtOEP), or a fluorescent material such as Alq 3 (tris(8-hydroxyquinolino)aluminum), but is not limited thereto.
  • a phosphor such as Ir(ppy) 3 (fac tris(2-phenylpyridine)iridium) or a fluorescent material such as Alq 3 (tris(8-hydroxyquinolino)aluminum) may be used as the emission dopant.
  • a fluorescent material such as Alq 3 (tris(8-hydroxyquinolino)aluminum)
  • Alq 3 tris(8-hydroxyquinolino)aluminum
  • the light emitting dopant is a phosphorescent material such as (4,6-F 2 ppy) 2 Irpic, but spiro-DPVBi, spiro-6P, distillbenzene (DSB), distrylarylene (DSA ), a fluorescent material such as a PFO-based polymer or a PPV-based polymer may be used, but is not limited thereto.
  • a hole blocking layer may be provided between the electron transport layer and the light emitting layer, and materials known in the art may be used.
  • the electron transport layer serves to facilitate the transport of electrons.
  • the electron transport material a material capable of receiving electrons from the cathode and transferring them to the light emitting layer is suitable, and a material having high mobility for electrons is suitable.
  • Specific examples include Al complex of 8-hydroxyquinoline; Complexes containing Alq 3 ; Organic radical compounds; Hydroxyflavone-metal complexes and the like, but are not limited thereto.
  • the electron injection layer serves to facilitate injection of electrons.
  • the electron injection material a compound having an ability to transport electrons, an electron injection effect from the cathode, an excellent electron injection effect to a light emitting layer or a light emitting material, and excellent in thin film formation ability is preferable.
  • Complex compounds and nitrogen-containing 5-membered ring derivatives but are not limited thereto.
  • the metal complex compound examples include lithium 8-hydroxyquinolinato, bis(8-hydroxyquinolinato)zinc, bis(8-hydroxyquinolinato)copper, bis(8-hydroxyquinolinato)manganese, Tris(8-hydroxyquinolinato)aluminum, tris(2-methyl-8-hydroxyquinolinato)aluminum, tris(8-hydroxyquinolinato)gallium, bis(10-hydroxybenzo[h] Quinolinato)beryllium, bis(10-hydroxybenzo[h]quinolinato)zinc, bis(2-methyl-8-quinolinato)chlorogallium, bis(2-methyl-8-quinolinato)( o-cresolato)gallium, bis(2-methyl-8-quinolinato)(1-naphtholato)aluminum, bis(2-methyl-8-quinolinato)(2-naphtholato)gallium, etc. It is not limited to this.
  • the organic light emitting device may be a top emission type, a bottom emission type, or a double-sided emission type depending on the material used.
  • the organic light emitting device of the present specification may be manufactured by materials and methods known in the art, except that at least one of the organic material layers is formed using the heterocyclic compound.

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Abstract

La présente invention concerne un élément électroluminescent organique.
PCT/KR2020/010174 2019-07-31 2020-07-31 Élément électroluminescent organique WO2021020946A1 (fr)

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EP4151697A1 (fr) * 2021-09-17 2023-03-22 Idemitsu Kosan Co., Ltd. Composé et dispositif électroluminescent organique comprenant le composé

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CN117362274B (zh) * 2023-12-07 2024-03-26 吉林奥来德光电材料股份有限公司 一种有机电致发光材料及其制备方法、有机电致发光器件

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