US20220348597A1 - Organic light emitting device - Google Patents

Organic light emitting device Download PDF

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US20220348597A1
US20220348597A1 US17/639,574 US202017639574A US2022348597A1 US 20220348597 A1 US20220348597 A1 US 20220348597A1 US 202017639574 A US202017639574 A US 202017639574A US 2022348597 A1 US2022348597 A1 US 2022348597A1
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deuterium
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Hyeon Jin MUN
Sujeong GEUM
Sung Kil Hong
Yongbum CHA
Jaegoo Lee
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LG Chem Ltd
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LG Chem Ltd
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Assigned to LG CHEM, LTD. reassignment LG CHEM, LTD. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: CHA, Yongbum, GEUM, Sujeong, HONG, SUNG KIL, LEE, JAEGOO, MUN, Hyeon Jin
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Definitions

  • the present specification relates to an organic light emitting device.
  • An organic light emission phenomenon generally refers to a phenomenon converting electrical energy to light energy using an organic material.
  • An organic light emitting device using an organic light emission phenomenon normally has a structure including an anode, a cathode, and an organic material layer therebetween.
  • the organic material layer is often formed in a multilayer structure formed with different materials in order to increase efficiency and stability of the organic light emitting device, and for example, may be formed with a hole injection layer, a hole transfer layer, a light emitting layer, an electron transfer layer, an electron injection layer and the like.
  • the present specification describes an organic light emitting device.
  • the present specification provides an organic light emitting device including an anode; a cathode; and an organic material layer provided between the anode and the cathode,
  • the organic material layer includes a light emitting layer and a first organic material layer
  • the first organic material layer is provided between the anode and the light emitting layer
  • the light emitting layer includes a compound of the following Chemical Formula 1, and
  • the first organic material layer includes a compound of the following Chemical Formula 2.
  • X1 is O or S
  • Cy1 to Cy4 are the same as or different from each other, and each independently one selected from the group of rings consisting of a substituted or unsubstituted aromatic hydrocarbon ring; a substituted or unsubstituted aliphatic hydrocarbon ring; a substituted or unsubstituted aromatic heteroring; and a substituted or unsubstituted aliphatic heteroring, or a fused ring of two or more rings selected from the group of rings,
  • R1 is hydrogen; deuterium; a cyano group; a halogen group; a substituted or unsubstituted alkyl group; an arylalkyl group unsubstituted or substituted with deuterium; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted alkylthio group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted aryloxy group; a substituted or unsubstituted arylthio group; a substituted or unsubstituted heterocyclic group; or a substituted or unsubstituted amine group, or adjacent groups of R1 bond to each other to form a substituted or unsubstituted ring, and
  • r1 is an integer of 0 to 3, and R1s are the same as or different from each other when r1 is 2 or greater,
  • L1 and L2 are the same as or different from each other, and each independently a direct bond; a substituted or unsubstituted arylene group; or a substituted or unsubstituted divalent heterocyclic group,
  • Ar1 and Ar2 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,
  • R11 to R13 are the same as or different from each other, and each independently hydrogen; deuterium; a cyano group; a halogen group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted alkylthio group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted aryloxy group; a substituted or unsubstituted arylthio group; a substituted or unsubstituted heterocyclic group; or a substituted or unsubstituted amine group, or adjacent groups among R11 to R13 bond to each other to form a substituted or unsubstituted ring, and
  • r11 is an integer of 0 to 8
  • r12 and r13 are each an integer of 0 to 4, and substituents in the parentheses are the same as or different from each other when r11 to r13 are each 2 or greater.
  • an organic light emitting device described in the present specification has a low driving voltage, and has excellent efficiency properties and excellent lifetime. Specifically, low driving voltage, high efficiency and improved lifetime can be obtained by controlling a degree of hole and/or electron transfer through properly adjusting HOMO energy level and LUMO energy level.
  • FIG. 1 , FIG. 2 and FIG. 8 illustrate examples of an organic light emitting device according to one embodiment of the present specification.
  • FIG. 3 to FIG. 7 illustrate examples of an organic light emitting device including two or more stacks.
  • Substrate/ 2 Anode/ 3 : Hole Injection Layer/ 4 : Hole Transfer Layer/ 4 a : First Hole Transfer Layer/ 4 b : Second Hole Transfer Layer/ 4 c : Third Hole Transfer Layer/ 4 d : Fourth Hole Transfer Layer/ 4 e : Fifth Hole Transfer Layer/ 4 f : Sixth Hole Transfer Layer/ 4 p : P-doped Hole Transfer Layer/ 4 pa : First P-doped Hole Transfer Layer/ 4 R: Red Hole Transfer Layer/ 4 G: Green Hole Transfer Layer/ 4 B: Blue Hole Transfer Layer/ 5 : Electron Blocking Layer/ 6 : Light Emitting Layer/ 6 a : First Light Emitting Layer/ 6 b : Second Light Emitting Layer/ 6 c : Third Light Emitting Layer/ 6 BF: Blue Fluorescent Light Emitting Layer/ 6 BFa: First Blue Fluorescent Light Emitting Layer/ 6 BFb: Second Blue Fluorescent Light Emitting Layer/ 6 BF
  • Chemical Formula 1 of the present disclosure includes a 5-membered heteroring including X1, and is capable of securing structural stability and superior electrochemical properties of the compound using sufficient electrons. Specifically, first triplet excitation energy of Chemical Formula 1 is lowered, and a difference between first singlet excitation energy and the first triplet excitation energy increases. Accordingly, triplet quenching is suppressed, and as a result, an organic light emitting device including the same has an increased lifetime.
  • Chemical Formula 2 of the present disclosure is an amine compound including carbazole and biphenylene groups (specifically, divalent group represented by [1,1′-biphenyl]-3,4′-diyl), and is capable of enhancing hole transferability and thermal stability, and is capable of enhancing light emission efficiency and accomplishing a long lifetime.
  • a hole transferable lamination structure When using the compound of Chemical Formula 1 in a light emitting layer and using the compound of Chemical Formula 2 in a first organic material layer (specifically, hole transfer area), a hole transferable lamination structure may be protected from electrons not consumed in the light emitting layer while enhancing hole injection properties from an anode, and energy in an excited stated generating from the light emitting layer is prevented from spreading to the hole transferable lamination structure, and a charge balance of the whole device may be controlled.
  • a description of one member being placed “on” another member includes not only a case of the one member being in contact with the another member but a case of still another member being present between the two members.
  • * or a dotted line means a site bonding or fused to other substituents or bonding sites.
  • Cn means that the number of carbon atoms is n
  • Cn-Cm means that the number of carbon atoms is from n to m.
  • substitution means a hydrogen atom bonding to a carbon atom of a compound being changed to another substituent, and the position of substitution is not limited as long as it is a position at which a hydrogen atom is substituted, that is, a position at which a substituent may substitute, and when two or more substituents substitute, the two or more substituents may be the same as or different from each other.
  • a term “substituted or unsubstituted” means being substituted with one, two or more substituents selected from the substituent group consisting of deuterium; a halogen group; a cyano group (—CN); a silyl group; a boron group; an alkyl group; a cycloalkyl group; an aryl group; a heterocyclic group; a fused hydrocarbon ring group; and an amine group, or being substituted with a substituent from the substituent group which is further substituted by one or more selected from the substituent group above or by a combined group of two or more substituents selected therefrom, or having no substituents.
  • substituted or unsubstituted means being substituted with one or more substituents selected from the substituent group consisting of deuterium; a halogen group; a cyano group (—CN); a silyl group; a C1-C20 alkyl group; a C3-C60 cycloalkyl group; a C6-C60 aryl group; a C2-C60 heterocyclic group; a C9-C60 fused hydrocarbon ring group; and an amine group, or being substituted with a substituent from the substituent group which is further substituted by one or more substituents selected from the substituent group or by a combined group of two or more substituents therefrom, or having no substituents.
  • substituted or unsubstituted means being substituted with one or more substituents selected from the substituent group consisting of deuterium; a halogen group; a cyano group (—CN); a silyl group; a C1-C10 alkyl group; a C3-C30 cycloalkyl group; a C6-C30 aryl group; a C2-C30 heterocyclic group; a C9-C30 fused hydrocarbon ring group; and an amine group, or being substituted with a substituent from the substituent group which is further substituted by one or more substituents selected from the substituent group or by a combined group of two or more substituents therefrom, or having no substituents.
  • substituted or unsubstituted means being substituted with one or more substituents selected from the substituent group consisting of deuterium; a halogen group; a cyano group (—CN); a silyl group; a C1-C6 alkyl group; a C3-C20 cycloalkyl group; a C6-C20 aryl group; a C2-C20 heterocyclic group; a C9-C20 fused hydrocarbon ring group; and an amine group, or being substituted with a substituent from the substituent group which is further substituted by one or more selected from the substituent group or by a combined group of two or more substituents selected therefrom, or having no substituents.
  • a substituent from the substituent group which is further substituted by one or more selected from the substituent group refers to replacing hydrogen of the substituent with the one or more substituents selected from the substituent group.
  • a phenyl group may be further substituted by an isopropyl group, or an isopropyl group may be further substituted by a phenyl group to form a substituent of
  • a substituent from the substituent group which is further substituted by one or more selected from the substituent group or by a combined group of two or more substituents selected therefrom includes not only (substituent 1)-(substituent 2)-(substituent 3), but also (substituent 2) and (substituent 3) to (substituent 1).
  • substituents selected therefrom includes not only (substituent 1)-(substituent 2)-(substituent 3), but also (substituent 2) and (substituent 3) to (substituent 1).
  • two phenyl groups and an isopropyl group may be linked to become a substituent of
  • substituted with A or B includes not only a case of being substituted with only A or substituted with only B, but also a case of being substituted with A and B.
  • examples of the halogen group may include fluorine (F), chlorine (Cl), bromine (Br) or iodine (I).
  • the silyl group may be represented by a chemical formula of —SiY 11 Y 12 Y 13 , and Y 11 , Y 12 and Y 13 may each be hydrogen; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group.
  • silyl group may include a trimethylsilyl group, a triethylsilyl group, a tert-butyldimethylsilyl group, a vinyldimethylsilyl group, a propyldimethylsilyl group, a triphenylsilyl group, a diphenylsilyl group, a phenylsilyl group and the like, but are not limited thereto.
  • the boron group may be represented by a chemical formula of —BY 14 Y 15 , and Y 14 and Y 15 may each be hydrogen; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group.
  • Specific examples of the boron group may include a trimethylboron group, a triethylboron group, a tert-butyldimethylboron group, a triphenylboron group, a phenylboron group and the like, but are not limited thereto.
  • the alkyl group may be linear or branched, and although not particularly limited thereto, the number of carbon atoms is preferably from 1 to 60. According to one embodiment, the number of carbon atoms of the alkyl group is from 1 to 30. According to another embodiment, the number of carbon atoms of the alkyl group is from 1 to 20. According to another embodiment, the number of carbon atoms of the alkyl group is from 1 to 10. According to another embodiment, the number of carbon atoms of the alkyl group is from 1 to 6. According to another embodiment, the number of carbon atoms of the alkyl group is from 1 to 4.
  • alkyl group may include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a tert-butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group and the like, but are not limited thereto.
  • the alkoxy group means linking an alkyl group to an oxygen atom
  • the alkylthio group means linking an alkyl group to a sulfur atom
  • the amine group may be selected from the group consisting of —NH 2 ; an alkylamine group; an alkylarylamine group; an arylamine group; an arylheteroarylamine group; an alkylheteroarylamine group and a heteroarylamine group, and although not particularly limited thereto, the number of carbon atoms is preferably from 1 to 60. In the arylamine group, the number of carbon atoms is from 6 to 60. According to another embodiment, the number of carbon atoms of the arylamine group is from 6 to 40.
  • the amine group may include a methylamine group; a dimethylamine group; an ethylamine group; a diethylamine group; a phenylamine group; a naphthylamine group; a biphenylamine group; an anthracenylamine group; a 9-methylanthracenylamine group; a diphenylamine group; an N-phenylnaphthylamine group; a ditolylamine group; an N-phenyltolylamine group; a triphenylamine group; an N-phenylbiphenylamine group; an N-phenylnaphthylamine group; an N-biphenylnaphthylamine group; an N-naphthylfluorenylamine group; an N-phenylphenanthrenylamine group; an N-biphenylphenanthrenylamine group; an N-phenylfluorenylamine group
  • the alkylamine group means an amine group in which N of the amine group is substituted with an alkyl group, and includes a dialkylamine group, an alkylarylamine group and an alkylheteroarylamine group.
  • the arylamine group means an amine group in which N of the amine group is substituted with aryl group, and includes a diarylamine group, an arylheteroarylamine group and an alkylarylamine group.
  • the heteroarylamine group means an amine group in which N of the amine group is substituted with a heteroaryl group, and includes a diheteroarylamine group, an arylheteroarylamine group and an alkylheteroarylamine group.
  • the alkylarylamine group means an amine group in which N of the amine group is substituted with an alkyl group and an aryl group.
  • the arylheteroarylamine group means an amine group in which N of the amine group is substituted with an aryl group and a heteroaryl group.
  • the alkylheteroarylamine group means an amine group in which N of the amine group is substituted with an alkyl group and a heteroaryl group.
  • the alkyl group in the alkylamine group, the arylalkylamine group, the alkylthioxy group, the alkylsulfoxy group and the alkylheteroarylamine group is the same as the examples of the alkyl group.
  • alkylthioxy group may include a methylthioxy group; an ethylthioxy group; a tert-butylthioxy group; a hexylthioxy group; an octylthioxy group and the like
  • specific examples of the alkylsulfoxy group may include mesyl; an ethylsulfoxy group; a propylsulfoxy group; a butylsulfoxy group and the like, however, the alkylthioxy group and the alkylsulfoxy group are not limited thereto.
  • the cycloalkyl group is not particularly limited, but preferably has 3 to 60 carbon atoms, and according to one embodiment, the number of carbon atoms of the cycloalkyl group is from 3 to 30. According to another embodiment, the number of carbon atoms of the cycloalkyl group is from 3 to 20. According to another embodiment, the number of carbon atoms of the cycloalkyl group is from 3 to 6.
  • the cycloalkyl group includes not only a monocyclic group, but also a bicyclic group such as a bridgehead, a fused ring or a spiro ring.
  • cyclopropyl group may include 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 are not limited thereto.
  • the cycloalkene is a cyclic group that has a double bond present in the hydrocarbon ring but is not aromatic, and although not particularly limited thereto, the number of carbon atoms may be from 3 to 60, and according to one embodiment, the number of carbon atoms may be from 3 to 30.
  • the cycloalkene includes not only a monocyclic group, but also a bicyclic group such as a bridgehead, a fused ring or a spiro ring. Examples of the cycloalkene may include cyclopropene, cyclobutene, cyclopentene, cyclohexene and the like, but are not limited thereto.
  • the aryl group is not particularly limited, but preferably has 6 to 60 carbon atoms, and may be a monocyclic aryl group or a polycyclic aryl group. According to one embodiment, the number of carbon atoms of the aryl group is from 6 to 30. According to one embodiment, the number of carbon atoms of the aryl group is from 6 to 20.
  • the aryl group is a monocyclic aryl group, examples thereof may include a phenyl group, a biphenyl group, a terphenyl group and the like, but are not limited thereto.
  • Examples of the polycyclic aryl group may include a naphthyl group, an anthracenyl group, a phenanthrenyl group, a pyrenyl group, a perylenyl group, a triphenyl group, a chrysenyl group, a fluorenyl group and the like, but are not limited thereto.
  • a No. 9 carbon atom (C) of the fluorenyl group may be substituted with an alkyl group, an aryl group and the like, and two substituents may bond to each other to form cyclopentane and a spiro structure such as fluorene.
  • the substituted aryl group may also include a form in which an aliphatic ring is fused to the aryl group.
  • a tetrahydronaphthalene group, a dihydroindene group and a dihydroanthracene group of the following structures are included in the substituted aryl group.
  • one of the carbons of the benzene ring may be linked to other positions.
  • the fused hydrocarbon ring group means a fused ring group of aromatic hydrocarbon ring and aliphatic hydrocarbon ring, and has a form in which the aromatic hydrocarbon ring and the aliphatic hydrocarbon ring are fused.
  • the fused hydrocarbon ring group has 9 to 60, 9 to 30, 9 to 20, or 9 to 10 carbon atoms.
  • Examples of the fused ring group of aromatic hydrocarbon ring and aliphatic hydrocarbon ring may include a tetrahydronaphthalene group, a dihydroindene group and a dihydroanthracene group, but are not limited thereto.
  • the alkylaryl group means an aryl group substituted with an alkyl group, and may have substituents other than the alkyl group additionally linked thereto.
  • arylalkyl group means an alkyl group substituted with an aryl group, and may have substituents other than the aryl group additionally linked thereto.
  • the aryloxy group means linking an aryl group to an oxygen atom
  • the arylthio group means linking an aryl group to a sulfur atom
  • the descriptions on the aryl group provided above may be applied.
  • the aryl group in the aryloxy group is the same as the examples of the aryl group described above.
  • aryloxy group may include a phenoxy group, a p-tolyloxy group, an m-tolyloxy group, a 3,5-dimethyl-phenoxy group, a 2,4,6-trimethylphenoxy group, a p-tert-butylphenoxy group, a 3-biphenyloxy group, a 4-biphenyloxy group, a 1-naphthyloxy group, a 2-naphthyloxy group, a 4-methyl-1-naphthyloxy group, a 5-methyl-2-naphthyloxy group, a 1-anthryloxy group, a 2-anthryloxy group, a 9-anthryloxy group, a 1-phenanthryloxy group, a 3-phenanthryloxy group, a 9-phenanthryloxy group and the like
  • arylthioxy group may include a phenylthioxy group, a 2-methylphenylthioxy group, a
  • the heterocyclic group is a cyclic group including one or more of N, O, P, S, Si and Se as a heteroatom, and although not particularly limited thereto, the number of carbon atoms is preferably from 2 to 60. According to one embodiment, the number of carbon atoms of the heterocyclic group is from 2 to 30. According to one embodiment, the number of carbon atoms of the heterocyclic group is from 2 to 20.
  • heterocyclic group may include a pyridyl group; a quinoline group; a thiophene group; a dibenzothiophene group; a furan group; a dibenzofuran group; a naphthobenzofuran group; a carbazole group; a benzocarbazole group; a naphthobenzothiophene group; a dibenzosilole group; a naphthobenzosilole group; a hexahydrocarbazole group; a dihydroacridine group; a dihydrodibenzoazasiline group; a phenoxazine group; a phenothiazine group; a dihydrodibenzoazasiline group; a spiro(dibenzosilole-dibenzoazasiline) group; a spiro(acridine-fluorene) group and the like,
  • heterocyclic group provided above may be applied to the heteroaryl group except for being aromatic.
  • the aromatic hydrocarbon ring means a hydrocarbon ring having pi electrons completely conjugated and planar, and the descriptions on the aryl group provided above may be applied thereto except for those that are divalent.
  • the number of carbon atoms of the aromatic hydrocarbon ring may be from 6 to 60; 6 to 30; 6 to 20; or 6 to 10.
  • the aliphatic hydrocarbon ring has a structure bonding in a ring shape, and means a ring that is not aromatic.
  • the aliphatic hydrocarbon ring may include cycloalkyl or cycloalkene, and the descriptions on the cycloalkyl group or the cycloalkenyl group may be applied thereto except for those that are divalent.
  • the number of carbon atoms of the aliphatic hydrocarbon ring may be from 3 to 60; 3 to 30; 3 to 20; 3 to 10; 5 to 50; 5 to 30; 5 to 20; 5 to 10; or 5 to 6.
  • the substituted aliphatic hydrocarbon ring also includes an aliphatic hydrocarbon ring to which an aromatic ring is fused.
  • the fused ring of aromatic hydrocarbon ring and aliphatic hydrocarbon ring means the aromatic hydrocarbon ring and the aliphatic hydrocarbon ring forming a fused ring.
  • the fused ring of aromatic and aliphatic may include a 1,2,3,4-tetrahydronaphthalene group, a 2,3-dihydro-1H-indene group and the like, but are not limited thereto.
  • the “adjacent” group may mean a substituent substituting an atom directly linked to an atom substituted by the corresponding substituent, a substituent sterically most closely positioned to the corresponding substituent, or another substituent substituting an atom substituted by the corresponding substituent.
  • two substituents substituting ortho positions in a benzene ring, and two substituents substituting the same carbon in an aliphatic ring may be interpreted as groups “adjacent” to each other.
  • substituents linked to consecutive two carbons in the aliphatic ring may also be interpreted as groups “adjacent” to each other.
  • adjacent groups bonding to each other to form a ring is bonding to adjacent groups to form a substituted or unsubstituted hydrocarbon ring; or a substituted or unsubstituted heteroring.
  • a “5-membered or 6-membered ring formed by adjacent groups bonding to each other” means a ring including substituents participating in the ring formation being 5-membered or 6-membered. It includes an additional ring being fused to the ring including substituents participating in the ring formation.
  • the aliphatic hydrocarbon ring when substituents of an aromatic hydrocarbon ring or an aryl group bond to adjacent substituents to form an aliphatic hydrocarbon ring, the aliphatic hydrocarbon ring includes two pi electrons (carbon-carbon double bond) of the aromatic hydrocarbon ring or the aryl group even when the double bond is not specified.
  • X1 is O; or S,
  • Cy1 to Cy4 are the same as or different from each other, and each independently one selected from the group consisting of a substituted or unsubstituted aromatic hydrocarbon ring; a substituted or unsubstituted aliphatic hydrocarbon ring; a substituted or unsubstituted aromatic heteroring; and a substituted or unsubstituted aliphatic heteroring, or a fused ring of two or more rings selected from the above-described group,
  • R1 is hydrogen; deuterium; a cyano group; a halogen group; a substituted or unsubstituted alkyl group; an arylalkyl group unsubstituted or substituted with deuterium; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted alkylthio group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted aryloxy group; a substituted or unsubstituted arylthio group; a substituted or unsubstituted heterocyclic group; or a substituted or unsubstituted amine group, or bonds to adjacent substituents to form a substituted or unsubstituted ring,
  • r1 is an integer of 0 to 3, and when r1 is 2 or greater, R1s are the same as or different from each other.
  • Chemical Formula 1 is represented by the following Chemical Formula 1-1.
  • R2 is hydrogen; deuterium; a cyano group; a halogen group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted alkylthio group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted aryloxy group; a substituted or unsubstituted arylthio group; a substituted or unsubstituted heterocyclic group; or a substituted or unsubstituted amine group, or bonds to adjacent substituents to form a substituted or unsubstituted ring, and
  • r2 is an integer of 0 to 4, and when r2 is 2 or greater, R2s are the same as or different from each other.
  • Chemical Formula 1 is the following Chemical Formula 101 or 102.
  • X1, Cy1 to Cy4, R1 and r1 have the same definitions as in Chemical Formula 1.
  • Chemical Formula 1-1 is represented by the following Chemical Formulae 101-1 and 102-1.
  • X1, Cy2 to Cy4, R1, R2, r1 and r2 have the same definitions as in Chemical Formula 1-1.
  • Cy1 to Cy4 are the same as or different from each other, and each independently one selected from the group consisting of a substituted or unsubstituted C6-C60 aromatic hydrocarbon ring; a substituted or unsubstituted C5-C60 aliphatic hydrocarbon ring; a substituted or unsubstituted C2-C60 aromatic heteroring; and a substituted or unsubstituted C2-C60 aliphatic heteroring, or a fused C9-C60 ring of two or more rings selected from the above-described group.
  • Cy1 to Cy4 are the same as or different from each other, and each independently one selected from the group consisting of a substituted or unsubstituted C6-C30 aromatic hydrocarbon ring; a substituted or unsubstituted C5-C30 aliphatic hydrocarbon ring; a substituted or unsubstituted C2-C30 aromatic heteroring; and a C2-C30 aliphatic heteroring, or a fused C9-C30 ring of two or more rings selected from the above-described group.
  • Cy1 to Cy4 are the same as or different from each other, and each independently one selected from the group consisting of a substituted or unsubstituted C6-C20 aromatic hydrocarbon ring; a substituted or unsubstituted C5-C20 aliphatic hydrocarbon ring; a substituted or unsubstituted C2-C20 aromatic heteroring; and a substituted or unsubstituted C2-C20 aliphatic heteroring, or a fused C9-C20 ring of two or more rings selected from the above-described group.
  • Cy1 to Cy4 are the same as or different from each other, and each independently one selected from the group consisting of a substituted or unsubstituted benzene ring; a substituted or unsubstituted naphthalene ring; a substituted or unsubstituted phenanthrene ring; a substituted or unsubstituted fluorene ring; a substituted or unsubstituted benzofluorene ring; a substituted or unsubstituted cyclohexene ring; a substituted or unsubstituted cyclopentene ring; a substituted or unsubstituted bicyclooctene ring; a substituted or unsubstituted 1,2,3,4-tetrahydro-1,4-ethanonaphthalene ring; a substituted or unsubstituted tetrahydronaphthalene ring; a substituted or unsubstituted t
  • Cy1 to Cy4 are the same as or different from each other, and each independently a substituted or unsubstituted benzene ring; a substituted or unsubstituted naphthalene ring; a substituted or unsubstituted phenanthrene ring; a substituted or unsubstituted fluorene ring; a substituted or unsubstituted benzofluorene ring; a substituted or unsubstituted cyclohexene ring; a substituted or unsubstituted cyclopentene ring; a substituted or unsubstituted bicyclooctene ring; a substituted or unsubstituted 1,2,3,4-tetrahydro-1,4-ethanonaphthalene ring; a substituted or unsubstituted tetrahydronaphthalene ring; a substituted or unsubstituted dihydro
  • Cy1 to Cy4 are the same as or different from each other, and each independently a substituted or unsubstituted benzene ring; a substituted or unsubstituted naphthalene ring; a substituted or unsubstituted phenanthrene ring; a substituted or unsubstituted fluorene ring; a substituted or unsubstituted benzofluorene ring; a substituted or unsubstituted cyclohexene ring; a substituted or unsubstituted cyclopentene ring; a substituted or unsubstituted bicyclooctene ring; a substituted or unsubstituted 1,2,3,4-tetrahydro-1,4-ethanonaphthalene ring; a substituted or unsubstituted tetrahydronaphthalene ring; a substituted or unsubstituted dibenzo
  • Cy1 and Cy2 are the same as or different from each other, and each independently one selected from the group consisting of a substituted or unsubstituted C6-C20 aromatic hydrocarbon ring; and a substituted or unsubstituted C5-C20 aliphatic hydrocarbon ring, or a fused C9-C20 ring of two or more rings selected from the above-described group.
  • Cy1 is a substituted or unsubstituted benzene ring; a substituted or unsubstituted naphthalene ring; a substituted or unsubstituted fluorene ring; a substituted or unsubstituted tetrahydronaphthalene ring; a substituted or unsubstituted dibenzofuran ring; a substituted or unsubstituted dibenzothiophene ring; or a substituted or unsubstituted xanthene ring.
  • Cy1 is a benzene ring unsubstituted or substituted with R2; a naphthalene ring unsubstituted or substituted with R2; a fluorene ring unsubstituted or substituted with R2; a tetrahydronaphthalene ring unsubstituted or substituted with R2; a dibenzofuran ring unsubstituted or substituted with R2; a dibenzothiophene ring unsubstituted or substituted with R2; or a xanthene ring unsubstituted or substituted with R2.
  • Cy2 is one selected from the group consisting of a substituted or unsubstituted benzene ring; a substituted or unsubstituted naphthalene ring; a substituted or unsubstituted cyclohexene ring; a substituted or unsubstituted cyclopentene ring; and a substituted or unsubstituted bicyclooctene ring, or a fused ring of two or more rings selected from the above-described group.
  • Cy2 is a benzene ring unsubstituted or substituted with R3; a cyclohexene ring unsubstituted or substituted with R3; a tetrahydronaphthalene ring unsubstituted or substituted with R3; or a 1,2,3,4-tetrahydro-1,4-ethanonaphthalene ring unsubstituted or substituted with R3.
  • Cy3 and Cy4 are the same as or different from each other, and each independently one selected from the group consisting of a substituted or unsubstituted C6-C60 aromatic hydrocarbon ring; a substituted or unsubstituted C5-C60 aliphatic hydrocarbon ring; a substituted or unsubstituted C2-C60 aromatic heteroring; and a substituted or unsubstituted C2-C60 aliphatic heteroring, or a fused C9-C60 ring of two or more rings selected from the above-described group.
  • Cy3 and Cy4 are the same as or different from each other, and each independently one selected from the group consisting of a substituted or unsubstituted C6-C30 aromatic hydrocarbon ring; a substituted or unsubstituted C5-C30 aliphatic hydrocarbon ring; a substituted or unsubstituted C2-C30 aromatic heteroring; and a substituted or unsubstituted C2-C30 aliphatic heteroring, or a substituted or unsubstituted fused C9-C30 ring of two or more rings selected from the above-described group.
  • Cy3 and Cy4 are the same as or different from each other, and each independently one selected from the group consisting of a substituted or unsubstituted C6-C20 aromatic hydrocarbon ring; a substituted or unsubstituted C5-C20 aliphatic hydrocarbon ring; a substituted or unsubstituted C2-C20 aromatic heteroring; and a substituted or unsubstituted C2-C20 aliphatic heteroring, or a substituted or unsubstituted fused C9-C20 ring of two or more rings selected from the above-described group.
  • Cy3 and Cy4 are the same as or different from each other, and each independently one selected from the group consisting of a substituted or unsubstituted benzene ring; a substituted or unsubstituted naphthalene ring; a substituted or unsubstituted phenanthrene ring; a substituted or unsubstituted fluorene ring; a substituted or unsubstituted benzofluorene ring; a substituted or unsubstituted cyclohexene ring; a substituted or unsubstituted cyclopentene ring; a substituted or unsubstituted tetrahydronaphthalene ring; a substituted or unsubstituted dibenzofuran ring; a substituted or unsubstituted dibenzothiophene ring; a substituted or unsubstituted dibenzosilole ring;
  • Cy3 and Cy4 are the same as or different from each other, and each independently a substituted or unsubstituted benzene ring; a substituted or unsubstituted naphthalene ring; a substituted or unsubstituted phenanthrene ring; a substituted or unsubstituted fluorene ring; a substituted or unsubstituted benzofluorene ring; a substituted or unsubstituted tetrahydronaphthalene ring; a substituted or unsubstituted dibenzofuran ring; a substituted or unsubstituted dibenzothiophene ring; a substituted or unsubstituted dibenzosilole ring; a substituted or unsubstituted naphthobenzofuran ring; a substituted or unsubstituted naphthobenzothiophene ring; or a
  • Cy3 and Cy4 are the same as or different from each other, and each independently a substituted or unsubstituted benzene ring; a substituted or unsubstituted naphthalene ring; a substituted or unsubstituted phenanthrene ring; a substituted or unsubstituted fluorene ring; a substituted or unsubstituted benzofluorene ring; a substituted or unsubstituted tetrahydronaphthalene ring; a substituted or unsubstituted dibenzofuran ring; a substituted or unsubstituted dibenzothiophene ring; a substituted or unsubstituted dibenzosilole ring; or a substituted or unsubstituted naphthobenzofuran ring.
  • Cy3 is a benzene ring unsubstituted or substituted with R4; a naphthalene ring unsubstituted or substituted with R4; a phenanthrene ring unsubstituted or substituted with R4; a fluorene ring unsubstituted or substituted with R4; a benzofluorene ring unsubstituted or substituted with R4; a tetrahydronaphthalene ring unsubstituted or substituted with R4; a dibenzofuran ring unsubstituted or substituted with R4; a dibenzothiophene ring unsubstituted or substituted with R4; a dibenzosilole ring unsubstituted or substituted with R4; a naphthobenzofuran ring unsubstituted or substituted with R4; a naphthobenzothiophene
  • Cy4 is a benzene ring unsubstituted or substituted with R5; a naphthalene ring unsubstituted or substituted with R5; a phenanthrene ring unsubstituted or substituted with R5; a fluorene ring unsubstituted or substituted with R5; a benzofluorene ring unsubstituted or substituted with R5; a tetrahydronaphthalene ring unsubstituted or substituted with R5; a dibenzofuran ring unsubstituted or substituted with R5; a dibenzothiophene ring unsubstituted or substituted with R5; a dibenzosilole ring unsubstituted or substituted with R5; a naphthobenzofuran ring unsubstituted or substituted with R5; a naphthobenzothiophene
  • Cy1 to Cy4 are each unsubstituted or substituted with substituents of R2 to R5 to describe later.
  • Cy1 is one selected from the group consisting of a substituted or unsubstituted aromatic hydrocarbon ring; a substituted or unsubstituted aliphatic hydrocarbon ring; and a substituted or unsubstituted aromatic heteroring, or a fused ring of two or more rings selected from the above-described group.
  • Cy1 is a substituted or unsubstituted benzene ring; a substituted or unsubstituted naphthalene ring; a substituted or unsubstituted fluorene ring; a substituted or unsubstituted tetrahydronaphthalene ring; a substituted or unsubstituted dibenzofuran ring; a substituted or unsubstituted dibenzothiophene ring; or a substituted or unsubstituted xanthene ring.
  • Cy1 is a benzene ring; a naphthalene ring; a fluorene ring; a tetrahydronaphthalene ring; a dibenzofuran ring; a dibenzothiophene ring; or a xanthene ring, and the ring is unsubstituted or substituted with one or more groups selected from the group consisting of deuterium, a cyano group, a halogen group, an alkyl group, a silyl group, a cycloalkyl group, an aryl group, a fused hydrocarbon ring group, a heterocyclic group and an amine group, or a group linking two or more selected from the above-described group.
  • Cy1 is a benzene ring; a naphthalene ring; a fluorene ring; a tetrahydronaphthalene ring; a dibenzofuran ring; a dibenzothiophene ring; or a xanthene ring, and the ring is unsubstituted or substituted with deuterium; a methyl group; an isopropyl group; a tert-butyl group; a trimethylsilyl group; a phenylpropyl group unsubstituted or substituted with deuterium; a cyclohexyl group; a phenyl group unsubstituted or substituted with deuterium, a cyano group, a fluoro group, a methyl group, a tert-butyl group or a trimethylsilyl group; a hexahydrocarbazole group unsubstitute
  • Cy1 is a benzene ring, and the benzene ring is unsubstituted or substituted with deuterium; a methyl group; an isopropyl group; a tert-butyl group; a trimethylsilyl group; a phenylpropyl group unsubstituted or substituted with deuterium; a cyclohexyl group; a phenyl group unsubstituted or substituted with deuterium, a cyano group, a fluoro group, a methyl group, a tert-butyl group or a trimethylsilyl group; a hexahydrocarbazole group unsubstituted or substituted with a methyl group, a tert-butyl group or a phenyl group; a carbazole group; a diphenylamine group unsubstituted or substituted with deuterium, a methyl group
  • Cy1 is a naphthalene ring; a fluorene ring unsubstituted or substituted with a methyl group; a tetrahydronaphthalene ring unsubstituted or substituted with a methyl group; a dibenzofuran ring unsubstituted or substituted with a tert-butyl group; a dibenzothiophene ring unsubstituted or substituted with a tert-butyl group; or a xanthene ring unsubstituted or substituted with a methyl group.
  • Cy1 is represented by the following Chemical Formula Cy1-1.
  • R2 is hydrogen; deuterium; a cyano group; a halogen group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted alkylthio group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted aryloxy group; a substituted or unsubstituted arylthio group; a substituted or unsubstituted heterocyclic group; or a substituted or unsubstituted amine group, or bonds to adjacent substituents to form a substituted or unsubstituted ring,
  • r2 is an integer of 0 to 4, and when r2 is 2 or greater, R2s are the same as or different from each other, and
  • R2 is hydrogen; deuterium; a substituted or unsubstituted alkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted alkylaryl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted heterocyclic group; or a substituted or unsubstituted amine group, or bonds to adjacent substituents to form a substituted or unsubstituted aliphatic hydrocarbon ring; a substituted or unsubstituted aromatic hydrocarbon ring; or a substituted or unsubstituted heteroring.
  • R2 is unsubstituted or substituted with one or more groups selected from the group consisting of deuterium, a cyano group, a halogen group, an alkyl group, a silyl group, an aryl group and a fused hydrocarbon ring group, or a group linking two or more selected from the above-described group.
  • R2 is hydrogen; deuterium; a substituted or unsubstituted methyl group; a substituted or unsubstituted propyl group; a substituted or unsubstituted butyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted phenylpropyl group; a substituted or unsubstituted cyclohexyl group; a substituted or unsubstituted phenyl group; a substituted or unsubstituted hexahydrocarbazole group; a substituted or unsubstituted carbazole group; or a substituted or unsubstituted amine group, or bonds to adjacent substituents to form a substituted or unsubstituted cyclohexene ring; a substituted or unsubstituted benzene ring; a substituted or unsubstituted benzofuran
  • R2 is hydrogen; deuterium; a methyl group; a propyl group; a butyl group; a silyl group; a phenylpropyl group; a cyclohexyl group; a phenyl group; a hexahydrocarbazole group; a carbazole group; or an amine group, or bonds to adjacent substituents to form a cyclohexene ring; a benzene ring; a benzofuran ring; a benzothiophene ring; an indene ring; or a benzopyran ring, and the substituent or the ring is unsubstituted or substituted with one or more groups selected from the group consisting of deuterium, a cyano group, a halogen group, an alkyl group, a silyl group, an aryl group and a fused hydrocarbon ring group, or a group linking two or more selected from
  • R2 is hydrogen; deuterium; a methyl group unsubstituted or substituted with deuterium; a propyl group unsubstituted or substituted with deuterium; a butyl group unsubstituted or substituted with deuterium; a silyl group unsubstituted or substituted with a methyl group or a phenyl group; a phenylpropyl group unsubstituted or substituted with deuterium; a cyclohexyl group unsubstituted or substituted with deuterium; a phenyl group unsubstituted or substituted with one or more groups selected from the group consisting of deuterium, a cyano group, a fluoro group, a methyl group, a butyl group and a silyl group, or a group linking two or more selected from the above-described group; a hexahydrocarbazole group unsubstitute
  • R2 is hydrogen; deuterium; a methyl group; an isopropyl group; a tert-butyl group; a trimethylsilyl group; a phenylpropyl group unsubstituted or substituted with deuterium; a cyclohexyl group; a phenyl group unsubstituted or substituted with deuterium, a cyano group, a fluoro group, a methyl group, a tert-butyl group or a trimethylsilyl group; a hexahydrocarbazole group unsubstituted or substituted with a methyl group, a tert-butyl group or a phenyl group; a carbazole group; a diphenylamine group unsubstituted or substituted with deuterium, a methyl group, an isopropyl group, a tert-butyl group or a trimethylsilyl group;
  • R2 bonding to adjacent substituents to form a ring refers to adjacent two R2s bonding to form a ring.
  • R2 bonds to adjacent substituents to form a ring, it is represented by any one of the following structural formulae.
  • X21 is O; S; or CG201G202,
  • G21, G201 and G202 are the same as or different from each other, and each independently hydrogen; deuterium; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group,
  • n21 is 1 or 2
  • g21 is an integer of 0 to 4
  • g22 is an integer of 0 to 8
  • g23 is an integer of 0 to 6
  • G21, G201 and G202 are the same as or different from each other, and are hydrogen; deuterium; or a substituted or unsubstituted alkyl group.
  • G21, G201 and G202 are the same as or different from each other, and are hydrogen; deuterium; or a substituted or unsubstituted C1-C30 alkyl group.
  • G21, G201 and G202 are the same as or different from each other, and are hydrogen; deuterium; or a substituted or unsubstituted C1-C20 alkyl group.
  • G21, G201 and G202 are the same as or different from each other, and are hydrogen; deuterium; or a substituted or unsubstituted methyl group.
  • G21, G201 and G202 are the same as or different from each other, and are hydrogen; deuterium; or a methyl group unsubstituted or substituted with deuterium.
  • G21, G201 and G202 are the same as or different from each other, and are hydrogen; deuterium; or a methyl group.
  • n21 is 2.
  • g21 is an integer of 1 to 4.
  • g22 is an integer of 1 to 4.
  • g23 is an integer of 1 to 4.
  • R2 when R2 forms a ring, it is represented by any one of the following structural formulae.
  • Cy2 is one selected from the group consisting of a substituted or unsubstituted aromatic hydrocarbon ring; and a substituted or unsubstituted aliphatic hydrocarbon ring, or a fused ring of two or more rings selected from the above-described group.
  • Cy2 is a substituted or unsubstituted aromatic hydrocarbon ring; a substituted or unsubstituted aliphatic hydrocarbon ring; or a substituted or unsubstituted fused ring of aromatic hydrocarbon ring and aliphatic hydrocarbon ring.
  • Cy2 is a substituted or unsubstituted C6-C60 aromatic hydrocarbon ring; a substituted or unsubstituted C5-C60 aliphatic hydrocarbon ring; or a substituted or unsubstituted fused ring of C6-C60 aromatic hydrocarbon ring and C5-C60 aliphatic hydrocarbon ring.
  • Cy2 is a substituted or unsubstituted C6-C30 aromatic hydrocarbon ring; a substituted or unsubstituted C5-C30 aliphatic hydrocarbon ring; or a substituted or unsubstituted fused ring of C6-C30 aromatic hydrocarbon ring and C5-C30 aliphatic hydrocarbon ring.
  • Cy2 is a substituted or unsubstituted C6-C20 aromatic hydrocarbon ring; a substituted or unsubstituted C5-C20 aliphatic hydrocarbon ring; or a substituted or unsubstituted fused ring of C6-C20 aromatic hydrocarbon ring and C5-C30 aliphatic hydrocarbon ring.
  • Cy2 is one selected from the group consisting of a substituted or unsubstituted benzene ring; a substituted or unsubstituted naphthalene ring; a substituted or unsubstituted fluorene ring; a substituted or unsubstituted benzofluorene ring; a substituted or unsubstituted cyclohexene ring; a substituted or unsubstituted cyclopentene ring; and a substituted or unsubstituted bicyclooctene ring, or a fused ring of two or more rings selected from the above-described group.
  • Cy2 is one selected from the group consisting of a benzene ring; a naphthalene ring; a fluorene ring; a benzofluorene ring; a cyclohexene ring; a cyclopentene ring; and a bicyclooctene ring, or a fused ring of two or more rings selected from the above-described group, and the ring is unsubstituted or substituted with one or more groups selected from the group consisting of deuterium, a C1-C10 alkyl group, a C3-C20 cycloalkyl group, a C6-C20 aryl group and a C9-C20 fused hydrocarbon ring group, or a group linking two or more groups selected from the above-described group.
  • Cy2 is one selected from the group consisting of a substituted or unsubstituted benzene ring; a substituted or unsubstituted naphthalene ring; a substituted or unsubstituted cyclohexene ring; a substituted or unsubstituted cyclopentene ring; and a substituted or unsubstituted bicyclooctene ring, or a fused ring of two or more rings selected from the above-described group.
  • Cy2 is one selected from the group consisting of a benzene ring; a naphthalene ring; a cyclohexene ring; a cyclopentene ring; and a bicyclooctene ring, or a fused ring of two or more rings selected from the above-described group, and the ring is unsubstituted or substituted with one or more groups selected from the group consisting of deuterium, a C1-C10 alkyl group, a C3-C20 cycloalkyl group, a C6-C20 aryl group and a C9-C20 fused hydrocarbon ring group, or a group linking two or more groups selected from the above-described group.
  • Cy2 is a substituted or unsubstituted benzene ring; a substituted or unsubstituted cyclohexene ring; a substituted or unsubstituted tetrahydronaphthalene ring; or a substituted or unsubstituted 1,2,3,4-tetrahydro-1,4-ethanonaphthalene ring.
  • Cy2 is a benzene ring; a cyclohexene ring; a tetrahydronaphthalene ring; or a 1,2,3,4-tetrahydro-1,4-ethanonaphthalene ring, and the ring is unsubstituted or substituted with one or more groups selected from the group consisting of deuterium, a C1-C10 alkyl group, a C3-C20 cycloalkyl group, a C6-C20 aryl group and a C9-C20 fused hydrocarbon ring group, or a group linking two or more groups selected from the above-described group.
  • Cy2 is a benzene ring unsubstituted or substituted with deuterium, a methyl group, CD 3 , an isopropyl group, a tert-butyl group, an adamantyl group or a phenyl group; a cyclohexene ring unsubstituted or substituted with a methyl group; a tetrahydronaphthalene ring unsubstituted or substituted with deuterium, a methyl group, CD 3 , an isopropyl group or a tert-butyl group; or a 1,2,3,4-tetrahydro-1,4-ethanonaphthalene ring unsubstituted or substituted with deuterium, a methyl group, CD 3 , an isopropyl group or a tert-butyl group.
  • Cy2 is a benzene ring unsubstituted or substituted with deuterium, a methyl group, CD 3 , an isopropyl group, a tert-butyl group, an adamantyl group or a phenyl group; a cyclohexene ring unsubstituted or substituted with a methyl group; a tetrahydronaphthalene ring unsubstituted or substituted with deuterium, a methyl group or CD 3 ; or a 1,2,3,4-tetrahydro-1,4-ethanonaphthalene ring
  • Cy2 is a benzene ring unsubstituted or substituted with R3; a cyclohexene ring unsubstituted or substituted with R3; a tetrahydronaphthalene ring unsubstituted or substituted with R3; or a 1,2,3,4-tetrahydro-1,4-ethanonaphthalene ring unsubstituted or substituted with R3.
  • Cy2 is represented by the following Chemical Formula Cy2-1 or Cy2-2.
  • R3 is hydrogen; deuterium; a cyano group; a halogen group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted alkylthio group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted aryloxy group; a substituted or unsubstituted arylthio group; a substituted or unsubstituted heterocyclic group; or a substituted or unsubstituted amine group, or bonds to adjacent substituents to form a substituted or unsubstituted ring,
  • n1 1 or 2
  • r3 is an integer of 0 to 4
  • r301 is an integer of 0 to 8
  • R3 is hydrogen; deuterium; a cyano group; a halogen group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted heterocyclic group; or a substituted or unsubstituted amine group, or bonds to adjacent substituents to form a substituted or unsubstituted aromatic hydrocarbon ring; a substituted or unsubstituted aliphatic hydrocarbon ring; or a substituted or unsubstituted fused ring of aromatic hydrocarbon ring and aliphatic hydrocarbon ring.
  • R3 is hydrogen; deuterium; a cyano group; a halogen group; a substituted or unsubstituted C1-C60 alkyl group; a substituted or unsubstituted C3-C60 cycloalkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted C6-C60 aryl group; a substituted or unsubstituted C2-C60 heterocyclic group; or a substituted or unsubstituted amine group, or bonds to adjacent substituents to form a substituted or unsubstituted C6-C60 aromatic hydrocarbon ring; a substituted or unsubstituted C5-C60 aliphatic hydrocarbon ring; or a substituted or unsubstituted fused ring of C6-C60 aromatic hydrocarbon ring and C5-C60 aliphatic hydrocarbon ring.
  • R3 is hydrogen; deuterium; a cyano group; a halogen group; a substituted or unsubstituted C1-C30 alkyl group; a substituted or unsubstituted C3-C30 cycloalkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted C6-C30 aryl group; a substituted or unsubstituted C2-C30 heterocyclic group; or a substituted or unsubstituted amine group, or bonds to adjacent substituents to form a substituted or unsubstituted C6-C30 aromatic hydrocarbon ring; a substituted or unsubstituted C5-C30 aliphatic hydrocarbon ring; or a substituted or unsubstituted fused ring of C6-C30 aromatic hydrocarbon ring and C5-C30 aliphatic hydrocarbon ring.
  • R3 is hydrogen; deuterium; a cyano group; a halogen group; a substituted or unsubstituted C1-C20 alkyl group; a substituted or unsubstituted C3-C20 cycloalkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted C6-C20 aryl group; a substituted or unsubstituted C2-C20 heterocyclic group; or a substituted or unsubstituted amine group, or bonds to adjacent substituents to form a substituted or unsubstituted C6-C20 aromatic hydrocarbon ring; a substituted or unsubstituted C5-C20 aliphatic hydrocarbon ring; or a substituted or unsubstituted fused ring of C6-C20 aromatic hydrocarbon ring and C5-C20 aliphatic hydrocarbon ring.
  • R3 is hydrogen; deuterium; a substituted or unsubstituted C1-C20 alkyl group; a substituted or unsubstituted C3-C20 cycloalkyl group; a substituted or unsubstituted C6-C20 aryl group; or a substituted or unsubstituted C2-C20 heterocyclic group, or bonds to adjacent substituents to form a substituted or unsubstituted C6-C20 aromatic hydrocarbon ring; or a substituted or unsubstituted C5-C20 aliphatic hydrocarbon ring.
  • R3 is hydrogen; deuterium; a C1-C20 alkyl group unsubstituted or substituted with deuterium; a C3-C20 cycloalkyl group unsubstituted or substituted with deuterium; a C6-C20 aryl group unsubstituted or substituted with deuterium; or a C2-C20 heterocyclic group unsubstituted or substituted with deuterium, or bonds to adjacent substituents to form a C6-C20 aromatic hydrocarbon ring unsubstituted or substituted with deuterium or an alkyl group unsubstituted or substituted with deuterium; or a C5-C20 aliphatic hydrocarbon ring unsubstituted or substituted with deuterium or an alkyl group unsubstituted or substituted with deuterium.
  • R3 is hydrogen; deuterium; a substituted or unsubstituted methyl group; a substituted or unsubstituted propyl group; a substituted or unsubstituted butyl group; a substituted or unsubstituted adamantyl group; or a substituted or unsubstituted phenyl group, or bonds to adjacent substituents to form a substituted or unsubstituted cyclohexene ring; or a substituted or unsubstituted bicyclooctene ring.
  • R3 is hydrogen; deuterium; a substituted or unsubstituted methyl group; a substituted or unsubstituted propyl group; a substituted or unsubstituted butyl group; a substituted or unsubstituted adamantyl group; or a substituted or unsubstituted phenyl group, or bonds to adjacent substituents to form a substituted or unsubstituted cyclohexene ring; or a substituted or unsubstituted bicyclooctene ring.
  • R3 is hydrogen; deuterium; a methyl group; a propyl group; a butyl group; an adamantyl group; or a phenyl group, or bonds to adjacent substituents to form a cyclohexene ring; or a bicyclooctene ring, and the group or the ring is unsubstituted or substituted with deuterium or an alkyl group unsubstituted or substituted with deuterium.
  • R3 is hydrogen; deuterium; a methyl group unsubstituted or substituted with deuterium; a propyl group unsubstituted or substituted with deuterium; a butyl group unsubstituted or substituted with deuterium; an adamantyl group unsubstituted or substituted with deuterium; or a phenyl group unsubstituted or substituted with deuterium, or bonds to adjacent substituents to form a cyclohexene ring unsubstituted or substituted with deuterium, a methyl group or CD 3 ; or a bicyclooctene ring unsubstituted or substituted with deuterium, a methyl group or CD 3 .
  • R3 is hydrogen; deuterium; a methyl group; CD 3 ; an isopropyl group; a tert-butyl group; an adamantyl group; or a phenyl group, or bonds to adjacent substituents to form a cyclohexene ring unsubstituted or substituted with deuterium, a methyl group or CD 3 ; or a bicyclo[2.2.2]oct-2-ene
  • Cy2-1 is represented by any one of the following structural formulae.
  • * means a position fused to Chemical Formula 1, and the structural formulae are unsubstituted or substituted with deuterium or an alkyl group unsubstituted or substituted with deuterium.
  • the structural formulae are unsubstituted or substituted with deuterium, a methyl group or CD 3 .
  • Cy2-2 is represented by the following structural formula.
  • n1 is 2.
  • r3 is an integer of 0 to 4.
  • r3 is an integer of 1 to 4.
  • r301 is an integer of 0 to 8.
  • r301 is an integer of 1 to 8.
  • Cy3 and Cy4 are the same as or different from each other, and each independently one selected from the group consisting of a substituted or unsubstituted aromatic hydrocarbon ring; a substituted or unsubstituted aliphatic hydrocarbon ring; and a substituted or unsubstituted aromatic heteroring, or a fused ring of two or more rings selected from the above-described group.
  • Cy3 and Cy4 are the same as or different from each other, and each independently one selected from the group consisting of a substituted or unsubstituted C6-C60 aromatic hydrocarbon ring; a substituted or unsubstituted C5-C60 aliphatic hydrocarbon ring; and a substituted or unsubstituted C2-C60 aromatic heteroring, or a fused C9-C60 ring of two or more rings selected from the above-described group.
  • Cy3 and Cy4 are the same as or different from each other, and each independently one selected from the group consisting of a substituted or unsubstituted C6-C30 aromatic hydrocarbon ring; a substituted or unsubstituted C5-C30 aliphatic hydrocarbon ring; and a substituted or unsubstituted C2-C30 aromatic heteroring, or a substituted or unsubstituted fused C9-C30 ring of two or more rings selected from the above-described group.
  • Cy3 and Cy4 are the same as or different from each other, and each independently one selected from the group consisting of a substituted or unsubstituted C6-C20 aromatic hydrocarbon ring; a substituted or unsubstituted C5-C20 aliphatic hydrocarbon ring; and a substituted or unsubstituted C2-C20 aromatic heteroring, or a substituted or unsubstituted fused C9-C20 ring of two or more rings selected from the above-described group.
  • Cy3 and Cy4 are the same as or different from each other, and each independently one selected from the group consisting of a substituted or unsubstituted C6-C20 aromatic hydrocarbon ring; and a substituted or unsubstituted C5-C20 aliphatic hydrocarbon ring, or a substituted or unsubstituted fused C9-C20 ring of two or more rings selected from the above-described group.
  • Cy3 and Cy4 are the same as or different from each other, and each independently one selected from the group consisting of a substituted or unsubstituted benzene ring; a substituted or unsubstituted naphthalene ring; a substituted or unsubstituted phenanthrene ring; a substituted or unsubstituted fluorene ring; a substituted or unsubstituted benzofluorene ring; a substituted or unsubstituted cyclohexene ring; a substituted or unsubstituted cyclopentene ring; a substituted or unsubstituted tetrahydronaphthalene ring; a substituted or unsubstituted dibenzofuran ring; a substituted or unsubstituted dibenzothiophene ring; a substituted or unsubstituted dibenzosilole ring;
  • Cy3 and Cy4 are the same as or different from each other, and each independently a substituted or unsubstituted benzene ring; a substituted or unsubstituted naphthalene ring; a substituted or unsubstituted phenanthrene ring; a substituted or unsubstituted fluorene ring; a substituted or unsubstituted benzofluorene ring; a substituted or unsubstituted tetrahydronaphthalene ring; a substituted or unsubstituted dibenzofuran ring; a substituted or unsubstituted dibenzothiophene ring; a substituted or unsubstituted dibenzosilole ring; a substituted or unsubstituted naphthobenzofuran ring; a substituted or unsubstituted naphthobenzothiophene ring; or a
  • Cy3 and Cy4 are the same as or different from each other, and each independently a substituted or unsubstituted benzene ring; a substituted or unsubstituted naphthalene ring; a substituted or unsubstituted phenanthrene ring; a substituted or unsubstituted fluorene ring; a substituted or unsubstituted benzofluorene ring; a substituted or unsubstituted tetrahydronaphthalene ring; a substituted or unsubstituted dibenzofuran ring; a substituted or unsubstituted dibenzothiophene ring; a substituted or unsubstituted dibenzosilole ring; or a substituted or unsubstituted naphthobenzofuran ring.
  • Cy3 is a benzene ring unsubstituted or substituted with R4; a naphthalene ring unsubstituted or substituted with R4; a phenanthrene ring unsubstituted or substituted with R4; a fluorene ring unsubstituted or substituted with R4; a benzofluorene ring unsubstituted or substituted with R4; a tetrahydronaphthalene ring unsubstituted or substituted with R4; a dibenzofuran ring unsubstituted or substituted with R4; a dibenzothiophene ring unsubstituted or substituted with R4; a dibenzosilole ring unsubstituted or substituted with R4; a naphthobenzofuran ring unsubstituted or substituted with R4; a naphthobenzothiophene
  • Cy4 is a benzene ring unsubstituted or substituted with R5; a naphthalene ring unsubstituted or substituted with R5; a phenanthrene ring unsubstituted or substituted with R5; a fluorene ring unsubstituted or substituted with R5; a benzofluorene ring unsubstituted or substituted with R5; a tetrahydronaphthalene ring unsubstituted or substituted with R5; a dibenzofuran ring unsubstituted or substituted with R5; a dibenzothiophene ring unsubstituted or substituted with R5; a dibenzosilole ring unsubstituted or substituted with R5; a naphthobenzofuran ring unsubstituted or substituted with R5; a naphthobenzothiophene
  • Cy2 to Cy4 are each unsubstituted or substituted with substituents of R3 to R5 to describe later.
  • Cy3 and Cy4 are the same as or different from each other, and each independently represented by the following Chemical Formula 1-A.
  • a dotted line is a position linked to Chemical Formula 1,
  • R5 is hydrogen; deuterium; a cyano group; a halogen group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted alkylthio group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted aryloxy group; a substituted or unsubstituted arylthio group; a substituted or unsubstituted heterocyclic group; or a substituted or unsubstituted amine group, or bonds to adjacent substituents to form a substituted or unsubstituted ring, and
  • r5 is an integer of 0 to 5, and when r5 is 2 or greater, R5s are the same as or different from each other.
  • R5 is hydrogen; deuterium; a cyano group; a halogen group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted heterocyclic group; or a substituted or unsubstituted amine group, or bonds to adjacent substituents to form a substituted or unsubstituted ring.
  • R5 is hydrogen; deuterium; a cyano group; a halogen group; a substituted or unsubstituted C1-C60 alkyl group; a substituted or unsubstituted C3-C60 cycloalkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted C6-C60 aryl group; a substituted or unsubstituted C2-C60 heterocyclic group; or a substituted or unsubstituted amine group, or bonds to adjacent substituents to form a substituted or unsubstituted C2-C60 ring.
  • R5 is hydrogen; deuterium; a cyano group; a halogen group; a substituted or unsubstituted C1-C30 alkyl group; a substituted or unsubstituted C3-C30 cycloalkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted C6-C30 aryl group; a substituted or unsubstituted C2-C30 heterocyclic group; or a substituted or unsubstituted amine group, or bonds to adjacent substituents to form a substituted or unsubstituted C2-C30 ring.
  • R5 is hydrogen; deuterium; a cyano group; a halogen group; a substituted or unsubstituted C1-C20 alkyl group; a substituted or unsubstituted C3-C20 cycloalkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted C6-C20 aryl group; a substituted or unsubstituted C2-C20 heterocyclic group; or a substituted or unsubstituted amine group, or bonds to adjacent substituents to form a substituted or unsubstituted C2-C20 ring.
  • R5 is hydrogen; deuterium; a cyano group; a halogen group; a C1-C20 alkyl group unsubstituted or substituted with deuterium; a C6-C20 arylalkyl group unsubstituted or substituted with deuterium; a C3-C20 cycloalkyl group unsubstituted or substituted with deuterium; a silyl group unsubstituted or substituted with a C1-C20 alkyl group or a C6-C20 aryl group; a C6-C20 aryl group unsubstituted or substituted with one or more groups selected from the group consisting of deuterium, a cyano group, a halogen group, a C1-C20 alkyl group, a silyl group, a C6-C20 aryl group and a C9-C20 fused hydrocarbon ring group, or a group linking two or
  • R5 is hydrogen; deuterium; a cyano group; a fluoro group; a substituted or unsubstituted methyl group; a substituted or unsubstituted propyl group; a substituted or unsubstituted butyl group; a substituted or unsubstituted phenylpropyl group; a substituted or unsubstituted cyclohexyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted phenyl group; a substituted or unsubstituted biphenyl group; a substituted or unsubstituted naphthyl group; a substituted or unsubstituted tetrahydronaphthalene group; or a substituted or unsubstituted amine group, or two or more R5s bond to a benzene ring to form a substituted or unsubstituted
  • R5 is hydrogen; deuterium; a cyano group; a fluoro group; a substituted or unsubstituted methyl group; a substituted or unsubstituted propyl group; a substituted or unsubstituted butyl group; a substituted or unsubstituted phenylpropyl group; a substituted or unsubstituted cyclohexyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted phenyl group; a substituted or unsubstituted biphenyl group; a substituted or unsubstituted naphthyl group; a substituted or unsubstituted tetrahydronaphthalene group; or a substituted or unsubstituted amine group, or two or more R5s bond to a benzene ring to form a substituted or unsubstituted
  • R5 is hydrogen; deuterium; a cyano group; a fluoro group; a methyl group unsubstituted or substituted with deuterium; a propyl group unsubstituted or substituted with deuterium; a butyl group unsubstituted or substituted with deuterium; a phenylpropyl group unsubstituted or substituted with deuterium; a cyclohexyl group unsubstituted or substituted with deuterium; a silyl group unsubstituted or substituted with a methyl group or a phenyl group; a phenyl group unsubstituted or substituted with one or more groups selected from the group consisting of deuterium, a cyano group, a fluoro group, a methyl group, a tert-butyl group, a silyl group, a phenyl group, a biphenyl group,
  • R5 is hydrogen; deuterium; a cyano group; a fluoro group; a methyl group; CD 3 ; an isopropyl group; a tert-butyl group; a sec-butyl group; a phenylpropyl group; a cyclohexyl group; a trimethylsilyl group; a triphenylsilyl group; a phenyl group unsubstituted or substituted with deuterium, a cyano group, a fluoro group, a methyl group, CD 3 , CF 3 , a tert-butyl group, a trimethylsilyl group, a phenyl group, a biphenyl group or a naphthyl group; a biphenyl group; a naphthyl group; a tetrahydronaphthalene group substituted with a methyl group; or a diphenylamine group,
  • the tetrahydronaphthalene ring substituted with a methyl group is unsubstituted or substituted with a phenyl group unsubstituted or substituted with deuterium, a methyl group, CD 3 , CF 3 , a tert-butyl group, a trimethylsilyl group, a phenyl group, a biphenyl group or a naphthyl group.
  • a substituent (R5) that is not hydrogen is linked to an ortho position with respect to the dotted line of Chemical Formula 1-A.
  • R4 bonding to adjacent substituents to form a ring refers to adjacent two R4s bonding to form a ring.
  • R5 bonding to adjacent substituents to form a ring refers to adjacent two R5s bonding to form a ring.
  • Chemical Formula 1-A is represented by any one of the following Chemical Formulae 1-A-1 to 1-A-3.
  • R5 and r5 have the same definitions as in Chemical Formula 1-A,
  • G1 is O; S; NG2; CG2G3; or SiG2G3,
  • G2 and G3 are the same as or different from each other, and each independently hydrogen; deuterium; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group, or bond to adjacent substituents to form a substituted or unsubstituted ring,
  • n2 1 or 2
  • r51 is an integer of 0 to 7
  • r52 is an integer of 0 to 11
  • R5s are the same as or different from each other.
  • n2 is 2.
  • G1 is O; S; or CG2G3.
  • G2 and G3 are the same as or different from each other, and each independently hydrogen; deuterium; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group, or bond to adjacent substituents to form a substituted or unsubstituted ring.
  • G2 and G3 are the same as or different from each other, and each independently hydrogen; deuterium; a substituted or unsubstituted C1-C10 alkyl group; or a substituted or unsubstituted C6-C30 aryl group, or bond to adjacent substituents to form a substituted or unsubstituted C6-C30 aromatic hydrocarbon ring.
  • G2 and G3 are the same as or different from each other, and each independently hydrogen; deuterium; a C1-C6 alkyl group unsubstituted or substituted with deuterium; or a C6-C30 aryl group unsubstituted or substituted with deuterium or a C1-C6 alkyl group, or bond to adjacent substituents to form a C6-C20 aromatic hydrocarbon ring.
  • G2 and G3 are the same as or different from each other, and each independently hydrogen; deuterium; a methyl group; or a phenyl group.
  • Chemical Formula 1-A-1 is selected from among the following structures.
  • R5 and r5 have the same definitions as in Chemical Formula 1-A-1, and
  • r50 is an integer of 0 to 9
  • r53 is an integer of 0 to 7, and when r50 and r53 are each 2 or greater, R5s are the same as or different from each other.
  • Chemical Formula 1-A-2 is selected from among the following structures.
  • Chemical Formula 1-A-3 is selected from among the following structures.
  • r54 is an integer of 0 to 9
  • r55 is an integer of 0 to 11
  • R5s are the same as or different from each other.
  • r56 is an integer of 0 to 5
  • r57 is an integer of 0 to 7
  • r58 is an integer of 0 to 7
  • R5s are the same as or different from each other.
  • Chemical Formula 1-A-3 is selected from among the following structure.
  • r54 is an integer of 0 to 9
  • r55 is an integer of 0 to 11
  • R5s are the same as or different from each other.
  • Chemical Formula 1-A-3 is selected from among the following structures.
  • r55 is an integer of 0 to 11, and when r55 is 2 or greater, R5s are the same as or different from each other.
  • Cy3 and Cy4 are the same as or different from each other, and each independently represented by any one of the following structural formulae.
  • R5 is hydrogen; deuterium; a cyano group; a halogen group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted alkylthio group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted aryloxy group; a substituted or unsubstituted arylthio group; a substituted or unsubstituted heterocyclic group; or a substituted or unsubstituted amine group, or bonds to adjacent substituents to form a substituted or unsubstituted ring,
  • G2 and G3 are the same as or different from each other, and each independently hydrogen; deuterium; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group, or bond to adjacent substituents to form a substituted or unsubstituted ring,
  • r5 is an integer of 0 to 5
  • r50 is an integer of 0 to 9
  • r51 is an integer of 0 to 7
  • r53 is an integer of 0 to 7
  • r54 is an integer of 0 to 9
  • r55 is an integer of 0 to 11
  • R5s are the same as or different from each other, and
  • a dotted line means a position linked to Chemical Formula 1.
  • At least one of Cy3 and Cy4 is a substituted or unsubstituted tetrahydronaphthalene ring.
  • At least one of Cy3 and Cy4 is represented by Chemical Formula 1-A-3.
  • Chemical Formula 1 is any one of the following Chemical Formulae 103 to 106.
  • R2 to R5 are the same as or different from each other, and each independently hydrogen; deuterium; a cyano group; a halogen group; a substituted or unsubstituted alkyl group; an arylalkyl group unsubstituted or substituted with deuterium; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted alkylthio group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted aryloxy group; a substituted or unsubstituted arylthio group; a substituted or unsubstituted heterocyclic group; or a substituted or unsubstituted amine group, or bond to adjacent substituents to form a substituted or unsubstituted ring,
  • n1 1 or 2
  • r2 and r3 are each an integer of 0 to 4
  • r4 and r5 are each an integer of 0 to 5
  • r301 is an integer of 0 to 8
  • R5 In one embodiment of the present specification, the definitions on R5 described above may be applied to R4.
  • R1 and R2 are the same as or different from each other, and each independently hydrogen; deuterium; a cyano group; a halogen group; a substituted or unsubstituted C1-C30 alkyl group; a substituted or unsubstituted C1-C30 alkoxy group; a substituted or unsubstituted C1-C30 alkylthio group; a substituted or unsubstituted C3-C60 cycloalkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted C6-C60 aryl group; a substituted or unsubstituted C6-C60 aryloxy group; a substituted or unsubstituted C6-C60 arylthio group; a substituted or unsubstituted C2-C60 heterocyclic group; or a substituted or unsubstituted amine group, or bond
  • R1 and R2 are the same as or different from each other, and each independently hydrogen; deuterium; a cyano group; a halogen group; a substituted or unsubstituted C1-C10 alkyl group; a substituted or unsubstituted C1-C10 alkoxy group; a substituted or unsubstituted C1-C10 alkylthio group; a substituted or unsubstituted C3-C30 cycloalkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted C6-C30 aryl group; a substituted or unsubstituted C6-C30 aryloxy group; a substituted or unsubstituted C6-C30 arylthio group; a substituted or unsubstituted C2-C30 heterocyclic group; or a substituted or unsubstituted amine group, or bond
  • R1 and R2 are the same as or different from each other, and each independently hydrogen; deuterium; a cyano group; a halogen group; a substituted or unsubstituted C1-C10 alkyl group; a substituted or unsubstituted C1-C10 alkoxy group; a substituted or unsubstituted C1-C10 alkylthio group; a substituted or unsubstituted C3-C30 cycloalkyl group; a substituted or unsubstituted C1-C30 alkylsilyl group; a substituted or unsubstituted C6-C90 arylsilyl group; a substituted or unsubstituted C6-C30 aryl group; a substituted or unsubstituted C6-C30 aryloxy group; a substituted or unsubstituted C6-C30 arylthio group; a substituted or un
  • R3 to R5 are the same as or different from each other, and each independently hydrogen; deuterium; a cyano group; a halogen group; a substituted or unsubstituted C1-C30 alkyl group; a substituted or unsubstituted C1-C30 alkoxy group; a substituted or unsubstituted C1-C30 alkylthio group; a substituted or unsubstituted C3-C60 cycloalkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted C6-C60 aryl group; a substituted or unsubstituted C6-C60 aryloxy group; a substituted or unsubstituted C6-C60 arylthio group; a substituted or unsubstituted C2-C60 heterocyclic group; or a substituted or unsubstituted amine group.
  • R3 to R5 are the same as or different from each other, and each independently hydrogen; deuterium; a cyano group; a halogen group; a substituted or unsubstituted C1-C10 alkyl group; a substituted or unsubstituted C1-C10 alkoxy group; a substituted or unsubstituted C1-C10 alkylthio group; a substituted or unsubstituted C3-C30 cycloalkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted C6-C30 aryl group; a substituted or unsubstituted C6-C30 aryloxy group; a substituted or unsubstituted C6-C30 arylthio group; a substituted or unsubstituted C2-C30 heterocyclic group; or a substituted or unsubstituted amine group.
  • R3 to R5 are the same as or different from each other, and each independently hydrogen; deuterium; a cyano group; a halogen group; a substituted or unsubstituted C1-C10 alkyl group; a substituted or unsubstituted C1-C10 alkoxy group; a substituted or unsubstituted C1-C10 alkylthio group; a substituted or unsubstituted C3-C30 cycloalkyl group; a substituted or unsubstituted C1-C30 alkylsilyl group; a substituted or unsubstituted C6-C90 arylsilyl group; a substituted or unsubstituted C6-C30 aryl group; a substituted or unsubstituted C6-C30 aryloxy group; a substituted or unsubstituted C6-C30 arylthio group; a substituted or un
  • R3 may bond to adjacent substituents to form a substituted or unsubstituted aromatic hydrocarbon ring; a substituted or unsubstituted aliphatic hydrocarbon ring; or a substituted or unsubstituted fused ring of aromatic hydrocarbon ring and aliphatic hydrocarbon ring.
  • R3 may bond to adjacent substituents to form a substituted or unsubstituted C6-C60 aromatic hydrocarbon ring; a substituted or unsubstituted C3-C60 aliphatic hydrocarbon ring; or a substituted or unsubstituted fused ring of C6-C60 aromatic hydrocarbon ring and C3-C60 aliphatic hydrocarbon ring.
  • R3 may bond to adjacent substituents to form a substituted or unsubstituted C6-C30 aromatic hydrocarbon ring; a substituted or unsubstituted C3-C30 aliphatic hydrocarbon ring; or a substituted or unsubstituted fused ring of C6-C30 aromatic hydrocarbon ring and C3-C30 aliphatic hydrocarbon ring.
  • R4 and R5 may each bond to adjacent substituents to form a substituted or unsubstituted ring.
  • R4 and R5 may each bond to adjacent substituents to form a substituted or unsubstituted C2-C60 ring.
  • R4 and R5 may each bond to adjacent substituents to form a substituted or unsubstituted C2-C30 ring.
  • R1 is hydrogen; deuterium; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted heterocyclic group; or a substituted or unsubstituted amine group.
  • R1 is hydrogen; deuterium; 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 cyclohexyl group; a substituted or unsubstituted adamantyl group; a substituted or unsubstituted phenyl group; a substituted or unsubstituted biphenyl group; a substituted or unsubstituted naphthyl group; a substituted or unsubstituted fluorenyl group; a substituted or unsubstituted tetrahydronaphthalene group; a substituted or unsubstituted dibenzofuran group; a substituted or unsubstituted dibenzothiophene group; a substituted or unsubstitute
  • R1 is unsubstituted or substituted with one or more groups selected from the group consisting of deuterium, a cyano group, a halogen group, an alkyl group, an alkoxy group, a silyl group, an aryl group and a fused hydrocarbon ring group, or a group linking two or more selected from the above-described group.
  • R1 is hydrogen; deuterium; an alkyl group unsubstituted or substituted with deuterium; a cycloalkyl group; an aryl group unsubstituted or substituted with one or more groups selected from the group consisting of deuterium, a cyano group and an alkyl group, or a group linking two or more selected from the above-described group; a heterocyclic group unsubstituted or substituted with one or more groups selected from the group consisting of deuterium, a cyano group, a silyl group, an alkyl group and an aryl group, or a group linking two or more selected from the above-described group; or an amine group unsubstituted or substituted with one or more groups selected from the group consisting of deuterium, a silyl group, an alkyl group, an aryl group and a fused hydrocarbon ring group, or a group linking two or more selected from the above-described group
  • R1 is hydrogen; deuterium; a methyl group; a tert-butyl group; a phenyl group unsubstituted or substituted with a cyano group; a diphenylamine group unsubstituted or substituted with a trimethylsilyl group; or a hexahydrocarbazole group unsubstituted or substituted with a methyl group or a tert-butyl group.
  • R1 is represented by any one of the following Chemical Formulae 1-B-1 to 1-B-4.
  • G8 is a direct bond; O; S; CG9G10; or SiG9G10,
  • R101 to R103 and G4 to G7 are the same as or different from each other, and each independently hydrogen; deuterium; a cyano group; a halogen group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted alkylthio group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted aryloxy group; a substituted or unsubstituted arylthio group; a substituted or unsubstituted heterocyclic group; or a substituted or unsubstituted amine group, or bond to adjacent substituents to form a substituted or unsubstituted ring,
  • G9 and G10 are the same as or different from each other, and each independently hydrogen; deuterium; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group, or bond to adjacent substituents to form a substituted or unsubstituted ring,
  • g6 is an integer of 0 to 12
  • g7 is an integer of 0 to 8
  • a dotted line means a position bonding to Chemical Formula 1.
  • G8 is a direct bond.
  • G8 is O; or S.
  • G8 is CG9G10; or SiG9G10.
  • G9 and G10 are the same as or different from each other, and each independently hydrogen; deuterium; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group.
  • G9 and G10 are the same as or different from each other, and each independently a substituted or unsubstituted C1-C10 alkyl group; or a substituted or unsubstituted C6-C30 aryl group.
  • G9 and G10 are the same as or different from each other, and each independently a substituted or unsubstituted methyl group; or a substituted or unsubstituted phenyl group.
  • G9 and G10 are the same as or different from each other, and each independently a methyl group; or a phenyl group.
  • R101 to R103 and G4 to G7 are the same as or different from each other, and each independently hydrogen; deuterium; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group, or bond to adjacent substituents to form a substituted or unsubstituted ring.
  • R101 to R103 and G4 to G7 are the same as or different from each other, and each independently hydrogen; deuterium; a substituted or unsubstituted C1-C60 alkyl group; a substituted or unsubstituted C3-C60 cycloalkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted C6-C60 aryl group; or a substituted or unsubstituted C2-C60 heterocyclic group, or bond to adjacent substituents to form a substituted or unsubstituted C2-C60 ring.
  • R101 to R103 and G4 to G7 are the same as or different from each other, and each independently hydrogen; deuterium; a substituted or unsubstituted C1-C30 alkyl group; a substituted or unsubstituted C3-C30 cycloalkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted C6-C30 aryl group; or a substituted or unsubstituted C2-C30 heterocyclic group, or bond to adjacent substituents to form a substituted or unsubstituted C2-C30 ring.
  • R101 to R103 and G4 to G7 are the same as or different from each other, and each independently hydrogen; deuterium; a substituted or unsubstituted C1-C20 alkyl group; a substituted or unsubstituted C3-C20 cycloalkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted C6-C20 aryl group; or a substituted or unsubstituted C2-C20 heterocyclic group, or bond to adjacent substituents to form a substituted or unsubstituted C2-C20 ring.
  • R101 to R103 and G4 to G7 are the same as or different from each other, and each independently hydrogen; deuterium; a C1-C30 alkyl group unsubstituted or substituted with one or more groups selected from the group consisting of deuterium, a cyano group, a halogen group, a C1-C20 alkyl group, a C1-C20 alkoxy group, a silyl group, a C6-C20 aryl group and a C9-C20 fused hydrocarbon ring group, or a group linking two or more selected from the above-described group; a C3-C30 cycloalkyl group unsubstituted or substituted with one or more groups selected from the group consisting of deuterium, a cyano group, a halogen group, a C1-C20 alkyl group, a C1-C20 alkoxy group, a silyl group, a C6-C20
  • R101 is hydrogen; deuterium; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group.
  • R101 is hydrogen; deuterium; 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 cyclohexyl group; a substituted or unsubstituted adamantyl group; a substituted or unsubstituted phenyl group; a substituted or unsubstituted biphenyl group; a substituted or unsubstituted naphthyl group; a substituted or unsubstituted fluorenyl group; a substituted or unsubstituted tetrahydronaphthalene group; a substituted or unsubstituted dibenzofuran group; or a substituted or unsubstituted dibenzothiophene group.
  • R101 is hydrogen; deuterium; 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; a cyclohexyl group unsubstituted or substituted with deuterium; an adamantyl group unsubstituted or substituted with deuterium; a phenyl group unsubstituted or substituted with one or more groups selected from the group consisting of deuterium, a cyano group, a fluoro group, a methyl group, a propyl group, a butyl group, a methoxy group, a silyl group and a phenyl group, or a group linking two or more selected from the above-described group; a biphenyl group
  • R101 is hydrogen; deuterium; a methyl group; CD 3 ; an ethyl group; an isopropyl group; a tert-butyl group; a cyclohexyl group; an adamantyl group; a phenyl group unsubstituted or substituted with one or more groups selected from the group consisting of deuterium, a cyano group, a fluoro group, a methyl group, a tert-butyl group, —OCF 3 , a trimethylsilyl group, a triphenylsilyl group and a phenyl group, or a group linking two or more selected from the above-described group; a biphenyl group; a naphthyl group unsubstituted or substituted with deuterium; a fluorenyl group unsubstituted or substituted with a methyl group or a phenyl group; a t
  • R101 is hydrogen; deuterium; a methyl group; CD 3 ; an ethyl group; an isopropyl group; a tert-butyl group; a cyclohexyl group; an adamantyl group; a phenyl group unsubstituted or substituted with deuterium, a cyano group, a fluoro group, a methyl group, a tert-butyl group, —OCF 3 , a trimethylsilyl group, a triphenylsilyl group or a phenyl group; a biphenyl group; a naphthyl group unsubstituted or substituted with deuterium; a dimethylfluorenyl group; a tetrahydronaphthalene group unsubstituted or substituted with a methyl group; a dibenzofuran group; or a dibenzothiophene group.
  • R102 and R103 are the same as or different from each other, and each independently hydrogen; deuterium; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group.
  • R102 and R103 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 fluorenyl group; a substituted or unsubstituted tetrahydronaphthalene group; a substituted or unsubstituted dibenzofuran group; or a substituted or unsubstituted dibenzothiophene group.
  • R102 and R103 are the same as or different from each other, and each independently a phenyl group unsubstituted or substituted with one or more groups selected from the group consisting of deuterium, a cyano group, a fluoro group, a methyl group, a propyl group, a butyl group, a methoxy group, a silyl group and a phenyl group, or a group linking two or more selected from the above-described group; a biphenyl group unsubstituted or substituted with one or more groups selected from the group consisting of deuterium, a cyano group, a fluoro group, a methyl group, a propyl group, a butyl group, a methoxy group, a silyl group and a phenyl group, or a group linking two or more selected from the above-described group; a naphthyl group unsubstituted or substituted with one or more groups selected from the group
  • R102 and R103 are the same as or different from each other, and each independently a phenyl group unsubstituted or substituted with one or more groups selected from the group consisting of deuterium, a cyano group, a fluoro group, a methyl group, a propyl group, a butyl group, a methoxy group, a silyl group and a phenyl group, or a group linking two or more selected from the above-described group; a biphenyl group unsubstituted or substituted with deuterium; a naphthyl group unsubstituted or substituted with deuterium; a fluorenyl group unsubstituted or substituted with a methyl group or a phenyl group; a tetrahydronaphthalene group unsubstituted or substituted with a methyl group; a dibenzofuran group; or a dibenzothiophene group
  • R102 and R103 are the same as or different from each other, and each independently a phenyl group unsubstituted or substituted with deuterium, a cyano group, a fluoro group, a methyl group, CD 3 , CF 3 , an isopropyl group, a tert-butyl group, a trimethylsilyl group, a triphenylsilyl group or a phenylpropyl group; a biphenyl group unsubstituted or substituted with deuterium; a naphthyl group; a dimethylfluorenyl group; a tetrahydronaphthalene group unsubstituted or substituted with a methyl group; a dibenzofuran group; or a dibenzothiophene group.
  • G4 to G7 are the same as or different from each other, and each independently hydrogen; deuterium; a substituted or unsubstituted alkyl group; a substituted or unsubstituted silyl group; or a substituted or unsubstituted aryl group, or bond to adjacent substituents to form a substituted or unsubstituted ring.
  • G4 to G7 are the same as or different from each other, and each independently hydrogen; deuterium; a substituted or unsubstituted C1-C10 alkyl group; a substituted or unsubstituted C1-C30 alkylsilyl group; a substituted or unsubstituted C6-C30 arylsilyl group; or a substituted or unsubstituted C6-C30 aryl group, or bond to adjacent substituents to form a substituted or unsubstituted C3-C30 aliphatic hydrocarbon ring; or a substituted or unsubstituted C6-C30 aromatic hydrocarbon ring.
  • G4 to G7 are the same as or different from each other, and each independently hydrogen; deuterium; a C1-C6 alkyl group unsubstituted or substituted with deuterium; a C1-C18 alkylsilyl group; a C6-C60 arylsilyl group; or a C6-C30 aryl group unsubstituted or substituted with deuterium or a C1-C6 alkyl group, or bond to adjacent substituents to form a C3-C20 aliphatic hydrocarbon ring unsubstituted or substituted with deuterium or an alkyl group; or a C6-C20 aromatic hydrocarbon ring unsubstituted or substituted with deuterium or an alkyl group.
  • G4 and G5 are the same as or different from each other, and each independently a methyl group unsubstituted or substituted with deuterium.
  • G4 and G5 are a methyl group.
  • G6 and G7 are the same as or different from each other, and each independently hydrogen; deuterium; a substituted or unsubstituted methyl group; a substituted or unsubstituted tert-butyl group; a substituted or unsubstituted trimethylsilyl group; or a substituted or unsubstituted phenyl group, or bond to adjacent substituents to form a substituted or unsubstituted cyclohexene ring; or a substituted or unsubstituted benzene ring.
  • G6 and G7 are the same as or different from each other, and each independently hydrogen; deuterium; a methyl group; a tert-butyl group; a trimethylsilyl group; or a phenyl group, or bond to adjacent substituents to form a cyclohexene ring unsubstituted or substituted with a methyl group.
  • G6 is hydrogen; deuterium; a methyl group; a tert-butyl group; a trimethylsilyl group; or a phenyl group, or bonds to adjacent substituents to form a cyclohexene ring unsubstituted or substituted with a methyl group.
  • G7 is hydrogen; or deuterium.
  • G7 is hydrogen
  • Chemical Formula 1-B-3 is represented by any one of the following structural formulae.
  • G6 and g6 have the same definitions as in Chemical Formula 2, and
  • g6′ is an integer of 0 to 10, and when g6′ is 2 or greater, the two or more G6s are the same as or different from each other.
  • Chemical Formula 1-B-4 is represented by any one of the following structural formulae.
  • R1 to R5 are the same as or different from each other, and each independently hydrogen; deuterium; a cyano group; a halogen group; an alkyl group unsubstituted or substituted with deuterium; an arylalkyl group unsubstituted or substituted with deuterium; a cycloalkyl group unsubstituted or substituted with deuterium; a silyl group unsubstituted or substituted with one or more groups selected from the group consisting of deuterium, an alkyl group and an aryl group, or a group linking two or more selected from the above-described group; an aryl group unsubstituted or substituted with one or more groups selected from the group consisting of deuterium, a cyano group, a halogen group, a silyl group, an alkyl group, an aryl group and a fused hydrocarbon ring group, or a group linking two or more selected from the above
  • the number of carbon atoms of the alkyl group is from 1 to 20, the number of carbon atoms of the arylalkyl group is from 7 to 50, the number of carbon atoms of the cycloalkyl group is from 3 to 30, the number of carbon atoms of the aryl group is from 6 to 30, the number of carbon atoms of the fused hydrocarbon ring group is from 9 to 30, the number of carbon atoms of the heterocyclic group is from 2 to 30, and the heteroring includes one or more of N, O, S and Si as a heteroatom.
  • At least one of Cy1 to Cy4 and R1 includes a ring to which a substituted or unsubstituted aliphatic hydrocarbon ring is fused.
  • At least one of Cy1 to Cy4 and R1 includes a ring to which a C5-C30 aliphatic hydrocarbon ring unsubstituted or substituted with a C1-C20 alkyl group is fused.
  • the aliphatic hydrocarbon ring may include a hexagonal ring or a pentagonal ring.
  • At least one of Cy1 to Cy4 and R1 includes a ring to which a substituted or unsubstituted cyclohexene ring; or a substituted or unsubstituted bicyclooctene ring is fused.
  • At least one of Cy1 to Cy4 and R1 includes a ring to which a cyclohexene ring unsubstituted or substituted with a methyl group; or a bicyclooctene ring unsubstituted or substituted with a methyl group is fused.
  • Chemical Formula 1 is any one of the following Chemical Formulae 107 to 109.
  • Chemical Formula 1 is one selected from among the following compounds.
  • L1 and L2 are the same as or different from each other, and each independently a direct bond; a substituted or unsubstituted arylene group; or a substituted or unsubstituted divalent heterocyclic group,
  • Ar1 and Ar2 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,
  • R11 to R13 are the same as or different from each other, and each independently hydrogen; deuterium; a cyano group; a halogen group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted alkylthio group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted aryloxy group; a substituted or unsubstituted arylthio group; a substituted or unsubstituted heterocyclic group; or a substituted or unsubstituted amine group, or bond to adjacent substituents to form a substituted or unsubstituted ring, and
  • r11 is an integer of 0 to 8
  • r12 and r13 are each an integer of 0 to 4, and when r11 to r13 are each 2 or greater, substituents in the parentheses are the same as or different from each other.
  • Ar1 and Ar2 are the same as or different from each other, and each independently a substituted or unsubstituted C6-C30 aryl group; or a substituted or unsubstituted C2-C30 heterocyclic group.
  • Ar1 and Ar2 are the same as or different from each other, and each independently a substituted or unsubstituted C6-C20 aryl group; or a substituted or unsubstituted C2-C20 heterocyclic group.
  • Ar1 and Ar2 are the same as or different from each other, and each independently a substituted or unsubstituted C6-C20 aryl group; a substituted or unsubstituted C2-C20 N-containing heterocyclic group; a substituted or unsubstituted C2-C20 O-containing heterocyclic group; or a substituted or unsubstituted C2-C20 S-containing heterocyclic group.
  • Ar1 and Ar2 are the same as or different from each other, and each independently a C6-C30 aryl group unsubstituted or substituted with deuterium, a C1-C20 alkyl group or a C6-C30 aryl group; or a C2-C30 heterocyclic group unsubstituted or substituted with deuterium, a C1-C20 alkyl group or a C6-C30 aryl group.
  • Ar1 and Ar2 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 terphenyl group; a substituted or unsubstituted quaterphenyl group; a substituted or unsubstituted naphthyl group; a substituted or unsubstituted phenanthrenyl group; a substituted or unsubstituted triphenylenyl group; a substituted or unsubstituted fluorenyl group; a substituted or unsubstituted spirobifluorenyl group; a substituted or unsubstituted dibenzofuran group; a substituted or unsubstituted dibenzothiophene group; or a substituted or unsubstituted carbazole group.
  • Ar1 and Ar2 are the same as or different from each other, and each independently a phenyl group; a phenyl group substituted with a naphthyl group; a biphenyl group; a terphenyl group; a quaterphenyl group; a naphthyl group; a naphthyl group substituted with a phenyl group; a phenanthrenyl group; a triphenylenyl group; a dimethylfluorenyl group; a diphenylfluorenyl group; a spirobifluorenyl group; a dibenzofuran group; a dibenzothiophene group; or a carbazole group, and Ar1 and Ar2 are unsubstituted or substituted with deuterium.
  • Ar1 and Ar2 are the same as or different from each other, and each independently one selected from among the following structures.
  • the structures are unsubstituted or substituted with deuterium
  • a dotted line is a position linked to Chemical Formula 2
  • R14 and R15 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.
  • R14 and R15 are the same as or different from each other, and each independently a substituted or unsubstituted C1-C10 alkyl group; or a substituted or unsubstituted C6-C30 aryl group.
  • R14 and R15 are the same as or different from each other, and each independently a methyl group; or a phenyl group.
  • L1 and L2 are the same as or different from each other, and each independently a direct bond; a substituted or unsubstituted arylene group; or a substituted or unsubstituted divalent heterocyclic group.
  • L1 and L2 are the same as or different from each other, and each independently a direct bond; a substituted or unsubstituted C6-C60 arylene group; or a substituted or unsubstituted C2-C60 divalent heterocyclic group.
  • L1 and L2 are the same as or different from each other, and each independently a direct bond; a substituted or unsubstituted C6-C30 arylene group; or a substituted or unsubstituted C2-C30 divalent heterocyclic group.
  • L1 and L2 are the same as or different from each other, and each independently a direct bond; a substituted or unsubstituted C6-C20 arylene group; or a substituted or unsubstituted C2-C20 divalent heterocyclic group.
  • L1 and L2 are the same as or different from each other, and each independently a direct bond; 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 divalent fluorenyl group; a substituted or unsubstituted divalent dibenzofuran group; or a substituted or unsubstituted divalent carbazole group.
  • L1 and L2 are the same as or different from each other, and each independently a direct bond; or a C6-C30 arylene group unsubstituted or substituted with deuterium.
  • L1 and L2 are the same as or different from each other, and each independently a direct bond; or selected from among the following structures.
  • the structures are unsubstituted or substituted with deuterium
  • a dotted line is a position linked to Chemical Formula 2
  • R14 and R15 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.
  • L1 and L2 are the same as or different from each other, and each independently a direct bond; or selected from among the following structures.
  • a dotted line is a position linked to Chemical Formula 2
  • R14 and R15 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.
  • R11 to R13 are the same as or different from each other, and each independently hydrogen; deuterium; a cyano group; a halogen group; a substituted or unsubstituted C1-C10 alkyl group; a substituted or unsubstituted C1-C10 alkoxy group; a substituted or unsubstituted C1-C10 alkylthio group; a substituted or unsubstituted C3-C30 cycloalkyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted C6-C30 aryl group; a substituted or unsubstituted C6-C30 aryloxy group; a substituted or unsubstituted C6-C30 arylthio group; a substituted or unsubstituted C2-C30 heterocyclic group; or a substituted or unsubstituted amine group, or bond
  • R11 to R13 are the same as or different from each other, and each independently hydrogen; or deuterium.
  • R11 to R13 are hydrogen.
  • -L1-Ar1 and -L2-Ar2 of Chemical Formula 2 are the same as each other.
  • -L1-Ar1 and -L2-Ar2 of Chemical Formula 2 are different from each other.
  • Ar1 and Ar2 are the same as or different from each other, and each independently an aryl group unsubstituted or substituted with deuterium, an alkyl group or an aryl group; or a heterocyclic group unsubstituted or substituted with deuterium, an alkyl group or an aryl group,
  • L1 and L2 are the same as or different from each other, and each independently a direct bond; or an arylene group unsubstituted or substituted with deuterium,
  • R11 to R13 are the same as or different from each other, and each independently hydrogen; or deuterium, and
  • the number of carbon atoms of the alkyl group is from 1 to 20
  • the number of carbon atoms of the aryl group and the arylene group is from 6 to 30
  • the number of carbon atoms of the heterocyclic group is from 2 to 30, and the heterocyclic group includes one or more of N, O, S and Si as a heteroatom.
  • Chemical Formula 2 is the following Chemical Formula 201.
  • L1, L2, Ar1 and Ar2 have the same definitions as in Chemical Formula 2.
  • Chemical Formula 2 is one selected from among the following compounds.
  • the substituents of the compound of Chemical Formula 1 and the compound of Chemical Formula 2 may bond using methods known in the art, and types, positions and the number of the substituents may vary depending on technologies known in the art.
  • the compound may be synthesized using methods such as synthesis examples to describe later.
  • a conjugation length of the compound and the energy band gap are closely related. Specifically, the energy band gap decreases as the conjugation length of the compound increases.
  • compounds having various energy band gaps may be synthesized by introducing various substituents to the core structure as above.
  • HOMO and LUMO energy levels of the compound may also be adjusted in the present disclosure by introducing various substituents to the core structure having a structure as above.
  • substituents to the core structure having a structure as above, compounds having unique properties of the introduced substituents may be synthesized.
  • substituents normally used as hole injection layer materials, hole transfer layer materials, light emitting layer materials and electron transfer layer materials used when manufacturing an organic light emitting device to the core structure, materials satisfying conditions required for each organic material layer may be synthesized.
  • an organic light emitting device includes an anode; a cathode; and an organic material layer provided between the anode and the cathode, wherein the organic material layer includes a light emitting layer and a first organic material layer, the first organic material layer is provided between the anode and the light emitting layer, the light emitting layer includes the compound of Chemical Formula 1, and the first organic material layer includes the compound of Chemical Formula 2.
  • the organic light emitting device of the present disclosure may be manufactured using common organic light emitting device manufacturing methods and materials except that one or more organic material layers are formed using the compound described above.
  • the compound may be formed to an organic material layer using a solution coating method as well as a vacuum deposition method when manufacturing the organic light emitting device.
  • the solution coating method means spin coating, dip coating, inkjet printing, screen printing, a 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 disclosure may be formed in a single layer structure, but may be formed in a multilayer structure in which two or more organic material layers are laminated.
  • the organic light emitting device of the present disclosure may have a structure including a hole injection layer, a hole transfer layer, a layer carrying out hole injection and hole transfer at the same time, a light emitting layer, an electron transfer layer, an electron injection layer and the like as the organic material layer.
  • the structure of the organic light emitting device is not limited thereto, and may include a smaller number of organic material layers or a larger number of organic material layers.
  • the first organic material layer is provided between the light emitting layer and the anode. In other words, the first organic material layer is included in a hole transfer area.
  • the first organic material layer is provided to be in direct contact with the light emitting layer.
  • additional organic material layers are not included between the light emitting layer and the first organic material layer.
  • the first organic material layer is provided between the light emitting layer and the anode, and is provided to be in direct contact with the light emitting layer.
  • the first organic material layer is a hole injection layer, a hole transfer layer or an electron blocking layer.
  • the first organic material layer is a hole transfer layer adjacent to the light emitting layer.
  • the first organic material layer is an electron blocking layer.
  • the first organic material layer is an electron blocking layer, and a hole transfer layer or a hole injection layer is provided between the anode and the first organic material layer.
  • the hole transfer layer or the hole injection layer may include an arylamine-based compound, and may further include a P-dopant.
  • the light emitting layer has a maximum emission peak present in a range of 400 nm to 500 nm. In other words, the light emitting layer is a blue light emitting layer.
  • the light emitting layer includes the compound of Chemical Formula 1 as a dopant.
  • the light emitting layer includes the polycyclic compound of Chemical Formula 1 as a dopant, and may include a fluorescent host or a phosphorescent host.
  • the light emitting layer includes an anthracene-based compound as a host.
  • the light emitting layer includes a host and a dopant, and includes the host and the dopant in a weight ratio of 99:1 to 1:99, preferably in a weight ratio of 99:1 to 70:30, and more preferably in a weight ratio of 99:1 to 90:10.
  • the organic light emitting device may include an additional light emitting layer in addition to the light emitting layer including the compound of Chemical Formula 1.
  • the additional light emitting layer includes a phosphorescent dopant or a fluorescent dopant, and includes a phosphorescent host or a fluorescent host.
  • the additional light emitting layer emits red, green or blue light.
  • the light emitting layer includes one or more types of hosts.
  • the light emitting layer includes two or more types of mixed hosts.
  • the organic light emitting device may be an organic light emitting device having a structure in which an anode, one or more organic material layers and a cathode are consecutively laminated on a substrate (normal type).
  • the organic light emitting device may be an organic light emitting device having a structure in a reverse direction in which a cathode, one or more organic material layers and an anode are consecutively laminated on a substrate (inverted type).
  • the organic light emitting device of the present specification may have structures as illustrated in FIG. 1 , FIG. 2 and FIG. 8 , however, the structure is not limited thereto.
  • FIG. 1 illustrates a structure of the organic light emitting device in which a substrate ( 1 ), an anode ( 2 ), a hole injection layer ( 3 ), a hole transfer layer ( 4 ), a light emitting layer ( 6 ), a hole blocking layer ( 7 ), an electron injection and transfer layer ( 8 ) and a cathode ( 11 ) are consecutively laminated.
  • the compound of Chemical Formula 1 may be included in the light emitting layer ( 6 ), and the compound of Chemical Formula 2 may be included in the hole injection layer ( 3 ) or the hole transfer layer ( 4 ).
  • FIG. 2 illustrates a structure of the organic light emitting device in which a substrate ( 1 ), an anode ( 2 ), a hole injection layer ( 3 ), a hole transfer layer ( 4 ), an electron blocking layer ( 5 ), a light emitting layer ( 6 ), an electron injection and transfer layer ( 8 ) and a cathode ( 11 ) are consecutively laminated.
  • the compound of Chemical Formula 1 may be included in the light emitting layer ( 6 )
  • the compound of Chemical Formula 2 may be included in the hole injection layer ( 3 ), the hole transfer layer ( 4 ) or the electron blocking layer ( 5 ).
  • FIG. 8 illustrates a structure of the organic light emitting device in which a substrate ( 1 ), an anode ( 2 ), a p-doped hole transfer layer ( 4 p ), a hole transfer layer ( 4 R, 4 G, 4 B), a light emitting layer ( 6 RP, 6 GP, 6 BF), a first electron transfer layer ( 9 a ), a second electron transfer layer ( 9 b ), an electron injection layer ( 10 ), a cathode ( 11 ) and a capping layer ( 14 ) are consecutively laminated.
  • the compound of Chemical Formula 1 may be included in the light emitting layer ( 6 RP, 6 GP, 6 BF), and the compound of Chemical Formula 2 may be included in one or more layers of the p-doped hole transfer layer ( 4 p ) and the hole transfer layer ( 4 R, 4 G, 4 B).
  • 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 have a form in which each organic light emitting device is joined by a charge generating layer.
  • a device having a tandem structure may be driven at a lower current compared to a unit device based on the same brightness, and thereby has an advantage of significantly enhancing lifetime properties of the device.
  • the organic material layer includes a first stack including one or more light emitting layers; a second stack including one or more light emitting layers; and one or more charge generating layers provided between the first stack and the second stack.
  • the organic material layer includes a first stack including one or more light emitting layers; a second stack including one or more light emitting layers; and a third stack including one or more light emitting layers, and one or more charge generating layers each provided between the first stack and the second stack; and between the second stack and the third stack.
  • the charge generating layer means a layer generating holes and electrons when applying a voltage.
  • the charge generating layer may be an N-type charge generating layer or a P-type charge generating layer.
  • the N-type charge generating layer means a charge generating layer locating closer to an anode than the P-type charge generating layer
  • the P-type charge generating layer means a charge generating layer locating closer to a cathode than the N-type charge generating layer.
  • the N-type charge generating layer and the P-type charge generating layer may be provided to be in contact with each other, and an NP junction is formed in this case.
  • the NP junction holes are readily formed in the P-type charge generating layer, and electrons are readily formed in the N-type charge generating layer.
  • the electrons are transferred in an anode direction through a LUMO level of the N-type charge generating layer, and the holes are transferred in a cathode direction through a HOMO level of the P-type organic material layer.
  • the first stack, the second stack and the third stack each include one or more light emitting layers, and may further include one or more layers of a hole injection layer, a hole transfer layer, an electron blocking layer, an electron injection layer, an electron transfer layer, a hole blocking layer, a layer carrying out hole transfer and hole injection at the same time (hole injection and transfer layer), and a layer carrying out electron transfer and electron injection at the same time (electron injection and transfer layer).
  • the organic light emitting device including the first stack and the second stack is illustrated in FIG. 3 .
  • FIG. 3 illustrates a structure of the organic light emitting device in which a substrate ( 1 ), an anode ( 2 ), a hole injection layer ( 3 ), a first hole transfer layer ( 4 a ), an electron blocking layer ( 5 ), a first light emitting layer ( 6 a ), a first electron transfer layer ( 9 a ), an N-type charge generating layer ( 12 ), a P-type charge generating layer ( 13 ), a second hole transfer layer ( 4 b ), a second light emitting layer ( 6 b ), an electron injection and transfer layer ( 8 ) and a cathode ( 11 ) are consecutively laminated.
  • the compound of Chemical Formula 1 may be included in the first light emitting layer ( 6 a ) or the second light emitting layer ( 6 b ), and the compound of Chemical Formula 2 may be included in the first hole transfer layer ( 4 a ) or the electron blocking layer ( 5 ).
  • the organic light emitting device including the first stack to the third stack is illustrated in FIG. 4 to FIG. 7 .
  • FIG. 4 illustrates a structure of the organic light emitting device in which a substrate ( 1 ), an anode ( 2 ), a hole injection layer ( 3 ), a first hole transfer layer ( 4 a ), an electron blocking layer ( 5 ), a first light emitting layer ( 6 a ), a first electron transfer layer ( 9 a ), a first N-type charge generating layer ( 12 a ), a first P-type charge generating layer ( 13 a ), a second hole transfer layer ( 4 b ), a second light emitting layer ( 6 b ), a second electron transfer layer ( 9 b ), a second N-type charge generating layer ( 12 b ), a second P-type charge generating layer ( 13 b ), a third hole transfer layer ( 4 c ), a third light emitting layer ( 6 c ), a third electron transfer layer ( 9 c ) and a cathode ( 11 ) are consecutively laminated.
  • the compound of Chemical Formula 1 may be included in one or more layers of the first light emitting layer ( 6 a ), the second light emitting layer ( 6 b ) and the third light emitting layer ( 6 c ), and the compound of Chemical Formula 2 may be included in one or more layers of the first hole transfer layer ( 4 a ), the electron blocking layer ( 5 ), the second hole transfer layer ( 4 b ) and the third hole transfer layer ( 4 c ).
  • FIG. 5 illustrates a structure of the organic light emitting device in which a substrate ( 1 ), an anode ( 2 ), a hole injection layer ( 3 ), a first hole transfer layer ( 4 a ), a second hole transfer layer ( 4 b ), a first blue fluorescent light emitting layer ( 6 BFa), a first electron transfer layer ( 9 a ), a first N-type charge generating layer ( 12 a ), a first P-type charge generating layer ( 13 a ), a third hole transfer layer ( 4 c ), a red phosphorescent light emitting layer ( 6 RP), a yellow green phosphorescent light emitting layer ( 6 YGP), a green phosphorescent light emitting layer ( 6 GP), a second electron transfer layer ( 9 b ), a second N-type charge generating layer ( 12 b ), a second P-type charge generating layer ( 13 b ), a fourth hole transfer layer ( 4 d ), a fifth hole transfer layer ( 4 e ),
  • the compound of Chemical Formula 1 may be included in the first blue fluorescent light emitting layer ( 6 BFa) or the second blue fluorescent light emitting layer ( 6 BFb), and the compound of Chemical Formula 2 may be included in the hole injection layer ( 3 ), the first hole transfer layer ( 4 a ), the second hole transfer layer ( 4 b ), the third hole transfer layer ( 4 c ), the fourth hole transfer layer ( 4 d ) or the fifth hole transfer layer ( 4 e ).
  • FIG. 6 illustrates a structure of the organic light emitting device in which a substrate ( 1 ), an anode ( 2 ), a hole injection layer ( 3 ), a first hole transfer layer ( 4 a ), a second hole transfer layer ( 4 b ), a first blue fluorescent light emitting layer ( 6 BFa), a first electron transfer layer ( 9 a ), a first N-type charge generating layer ( 12 a ), a first P-type charge generating layer ( 13 a ), a third hole transfer layer ( 4 c ), a red phosphorescent light emitting layer ( 6 RP), a green phosphorescent light emitting layer ( 6 GP), a second electron transfer layer ( 9 b ), a second N-type charge generating layer ( 12 b ), a second P-type charge generating layer ( 13 b ), a fourth hole transfer layer ( 4 d ), a fifth hole transfer layer ( 4 e ), a second blue fluorescent light emitting layer ( 6 BFb), a third
  • the compound of Chemical Formula 1 may be included in the first blue fluorescent light emitting layer ( 6 BFa) or the second blue fluorescent light emitting layer ( 6 BFb), and the compound of Chemical Formula 2 may be included in the hole injection layer ( 3 ), the first hole transfer layer ( 4 a ), the second hole transfer layer ( 4 b ), the third hole transfer layer ( 4 c ) or the fourth hole transfer layer ( 4 d ).
  • FIG. 7 illustrates a structure of the organic light emitting device in which a substrate ( 1 ), an anode ( 2 ), a first p-doped hole transfer layer ( 4 pa ), a first hole transfer layer ( 4 a ), a second hole transfer layer ( 4 b ), a first blue fluorescent light emitting layer ( 6 BFa), a first electron transfer layer ( 9 a ), a first N-type charge generating layer ( 12 a ), a first P-type charge generating layer ( 13 a ), a third hole transfer layer ( 4 c ), a fourth hole transfer layer ( 4 d ), a second blue fluorescent light emitting layer ( 6 BFb), a second electron transfer layer ( 9 b ), a second N-type charge generating layer ( 12 b ), a second P-type charge generating layer ( 13 b ), a fifth hole transfer layer ( 4 e ), a sixth hole transfer layer ( 4 f ), a third blue fluorescent light emitting layer ( 6 BFc),
  • the compound of Chemical Formula 1 may be included in one or more layers of the first blue fluorescent light emitting layer ( 6 BFa), the second blue fluorescent light emitting layer ( 6 BFb) and the third blue fluorescent light emitting layer ( 6 BFc), and the compound of Chemical Formula 2 may be included in one or more layers of the first p-doped hole transfer layer ( 4 pa ), the first hole transfer layer ( 4 a ), the second hole transfer layer ( 4 b ), the third hole transfer layer ( 4 c ), the fourth hole transfer layer ( 4 d ), the fifth hole transfer layer ( 4 e ) and the sixth hole transfer layer ( 4 f ).
  • the N-type charge generating layer may be 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4TCNQ), fluorine-substituted 3,4,9,10-perylenetetracarboxylic dianhydride (PTCDA), cyano-substituted PTCDA, naphthalenetetracarboxylic dianhydride (NTCDA), fluorine-substituted NTCDA, cyano-substituted NTCDA, a hexaazatriphenylene derivative or the like, but is not limited thereto.
  • the N-type charge generating layer may include a benzimidazophenanthridine-based derivative and a metal of Li at the same time.
  • the P-type charge generating layer may include an arylamine-based derivative and a compound including a cyano group at the same time.
  • the organic light emitting device of the present specification may be manufactured using materials and methods known in the art except that the organic material layer includes the compound.
  • the organic material layers may be formed with materials the same as or different from each other.
  • the organic light emitting device may be manufactured by forming an anode on a substrate by depositing a metal, a metal oxide having conductivity, or an alloy thereof using a physical vapor deposition (PVD) method such as sputtering or e-beam evaporation, forming an organic material layer including one or more layers selected from the group consisting of a hole injection layer, a hole transfer layer, a layer carrying out hole transfer and hole injection at the same time, a light emitting layer, an electron transfer layer, an electron injection layer, and a layer carrying out electron transfer and electron injection at the same time, and then depositing a material usable as a cathode thereon.
  • the organic light emitting device may also be manufactured by consecutively depositing a cathode material, an organic material layer and an anode material on a substrate.
  • the organic material layer may have a multilayer structure including a hole injection layer, a hole transfer layer, a light emitting layer, an electron transfer layer and the like, but is not limited thereto, and may have a single layer structure.
  • the organic material layer may be prepared to a smaller number of layers using a solvent process instead of a deposition method, for example, spin coating, dip coating, doctor blading, screen printing, inkjet printing, a thermal transfer method or the like.
  • the anode is an electrode that injects holes, and as the anode material, materials having large work function are normally preferred so that hole injection to an organic material layer is smooth.
  • the anode material usable in the present disclosure 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); combinations of metals and oxides such as ZnO:Al or SnO 2 :Sb; conductive polymers such as poly(3-methylthiophene), poly[3,4-(ethylene-1,2-dioxy)thiophene] (PEDOT), polypyrrole and polyaniline, but are not limited thereto.
  • the cathode is an electrode that injects electrons, and as the cathode material, materials having small work function are normally preferred so that electron injection to an organic material layer is smooth.
  • the cathode material include metals such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin and lead, or alloys thereof; multilayer structure materials such as LiF/Al or LiO 2 /Al, and the like, but are not limited thereto.
  • the hole injection layer is a layer performing a role of smoothly injecting holes from an anode to a light emitting layer, and may have a single layer or multilayer structure.
  • the hole injection material is a material capable of favorably receiving holes from an anode at a low voltage, and the highest occupied molecular orbital (HOMO) of the hole injection material is preferably in between the work function of the anode material and the HOMO of surrounding organic material layers.
  • the hole injection material include metal porphyrins, oligothiophene, arylamine-based organic materials, hexanitrile hexaazatriphenylene-based organic materials, quinacridone-based organic materials, perylene-based organic materials, anthraquinone, and polyaniline- and polythiophene-based conductive polymers, and the like, but are not limited thereto.
  • the hole injection layer may have a thickness of 1 nm to 150 nm.
  • the hole injection layer having a thickness of 1 nm or greater has an advantage of preventing hole injection properties from declining, and the thickness being 150 nm or less has an advantage of preventing a driving voltage from increasing to enhance hole migration caused by the hole injection layer being too thick.
  • the hole injection layer has a multilayer structure of two or more layers.
  • the hole transfer layer may perform a role of smoothly transferring holes.
  • the hole transfer material materials capable of receiving holes from an anode or a hole injection layer, moving the holes to a light emitting layer, and having high mobility for the holes are suited. Specific examples thereof include arylamine-based organic materials, conductive polymers, block copolymers having conjugated parts and non-conjugated parts together, and the like, but are not limited thereto.
  • a hole buffer layer may be further provided between the hole injection layer and the hole transfer layer, and may include hole injection or transfer materials known in the art.
  • An electron blocking layer may be provided between the hole transfer layer and the light emitting layer.
  • the electron blocking layer the spiro compound described above, or materials known in the art may be used.
  • the light emitting layer may emit red, green or blue, and may be formed with a phosphorescent material or a fluorescent material.
  • the light emitting material is a material capable of emitting light in a visible region by receiving holes and electrons from a hole transfer layer and an electron transfer layer, respectively, and binding the holes and the electrons, and is preferably a material having favorable quantum efficiency for fluorescence or phosphorescence.
  • Alq3 8-hydroxy-quinoline aluminum complexes
  • carbazole-based compounds dimerized styryl compounds
  • BAlq 10-hydroxybenzoquinoline-metal compounds
  • benzoxazole-, benzothiazole- and benzimidazole-based compounds poly(p-phenylenevinylene) (PPV)-based polymers
  • spiro compounds polyfluorene, rubrene, and the like, but are not limited thereto.
  • fused aromatic ring derivatives As the host material of the light emitting layer, fused aromatic ring derivatives, heteroring-containing compounds or the like may be included. Specifically, anthracene derivatives, pyrene derivatives, naphthalene derivatives, pentacene derivatives, phenanthrene compounds, fluoranthene compounds or the like may be included as the fused aromatic ring derivative, and carbazole derivatives, dibenzofuran derivatives, ladder-type furan compounds, pyrimidine derivatives or the like may be included as the heteroring-containing compound, however, the host material is not limited thereto.
  • phosphorescent materials such as bis(1-phenylisoquinoline)acetylacetonate iridium (PIQIr(acac)), bis(1-phenylquinoline)acetylacetonate iridium (PQIr(acac)), tris(1-phenylquinoline)iridium (PQIr) or octaethylporphyrin platinum (PtOEP), or fluorescent materials such as tris(8-hydroxyquinolino)aluminum (Alq3) may be used as the light emitting dopant, however, the light emitting dopant is not limited thereto.
  • phosphorescent materials such as fac tris(2-phenylpyridine)iridium (Ir(ppy) 3 ), or fluorescent materials such as tris(8-hydroxyquinolino)aluminum (Alq3) may be used as the light emitting dopant, however, the light emitting dopant is not limited thereto.
  • phosphorescent materials such as (4,6-F2ppy) 2 Irpic, or fluorescent materials such as spiro-DPVBi, spiro-6P, distyrylbenzene (DSB), distyrylarylene (DSA), PFO-based polymers or PPV-based polymers may be used as the light emitting dopant, however, the light emitting dopant is not limited thereto.
  • a hole blocking layer may be provided between the electron transfer layer and the light emitting layer, and materials known in the art may be used.
  • the electron transfer layer may perform a role of smoothly transferring electrons, and may have a single layer or multilayer structure.
  • the electron transfer material materials capable of favorably receiving electrons from a cathode, moving the electrons to a light emitting layer, and having high mobility for the electrons are suited. Specific examples thereof include Al complexes of 8-hydroxyquinoline; complexes including Alg 3 ; organic radical compounds; hydroxyflavon-metal complexes, and the like, but are not limited thereto.
  • the electron transfer layer may have a thickness of 1 nm to 50 nm.
  • the electron transfer layer having a thickness of 1 nm or greater has an advantage of preventing electron transfer properties from declining, and the thickness being 50 nm or less has an advantage of preventing a driving voltage from increasing to enhance electron migration caused by the electron transfer layer being too thick.
  • the electron transfer layer has a multilayer structure of two or more layers, and the electron transfer layer adjacent to the cathode includes an n-type dopant.
  • the electron injection layer may perform a role of smoothly injecting electrons.
  • the electron injection material compounds having an electron transferring ability, having an electron injection effect from a cathode, having an excellent electron injection effect for a light emitting layer or light emitting material, and preventing excitons generated in the light emitting layer from moving to a hole injection layer, and in addition thereto, having an excellent thin film forming ability are preferred.
  • Specific examples thereof may include fluorenone, anthraquinodimethane, diphenoquinone, thiopyran dioxide, oxazole, oxadiazole, triazole, imidazole, perylene tetracarboxylic acid, fluorenylidene methane, anthrone or the like, and derivatives thereof, metal complex compounds, nitrogen-containing 5-membered ring derivatives, and the like, but are not limited thereto.
  • the metal complex compound includes 8-hydroxyquinolinato lithium, 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 and the like, but is not limited thereto.
  • the hole blocking layer is a layer blocking holes from reaching a cathode, and may be generally formed under the same condition as the hole injection layer. Specific examples thereof may include oxadiazole derivatives, triazole derivatives, phenanthroline derivatives, BCP, aluminum complexes and the like, but are not limited thereto.
  • the organic light emitting device may be a top-emission type, a bottom-emission type or a dual-emission type depending on the materials used.
  • a glass substrate on which indium tin oxide (ITO) was coated as a thin film to a thickness of 1,000 ⁇ was placed in detergent-dissolved distilled water and ultrasonic cleaned.
  • ITO indium tin oxide
  • a product of Fischer Co. was used as the detergent, and as the distilled water, distilled water filtered twice with a filter manufactured by Millipore Co. was used.
  • the substrate was ultrasonic cleaned with solvents of isopropyl alcohol, acetone and methanol, then dried, and then transferred to a plasma cleaner.
  • the substrate was cleaned for 5 minutes using oxygen plasma, and then transferred to a vacuum deposition apparatus.
  • a light emitting layer was formed on the electron blocking layer by vacuum depositing a compound represented by the following Chemical Formula BH and Compound A-1 in a weight ratio of 25:1 to a film thickness of 200 ⁇ .
  • an electron transfer layer was formed by vacuum depositing a compound represented by the following Chemical Formula ET1 to a film thickness of 50 ⁇ . Then, an electron injection layer was formed on the electron transfer layer to a thickness of 310 ⁇ by vacuum depositing a compound represented by the following Chemical Formula ET2 and a compound represented by the following Chemical Formula LiQ in a weight ratio of 1:1.
  • a cathode was formed by consecutively depositing lithium fluoride (LiF) to a thickness of 12 ⁇ and aluminum to a thickness of 1,000 ⁇ .
  • the deposition rates of the organic materials were maintained at 0.4 ⁇ /sec to 0.7 ⁇ /sec, the deposition rates of the lithium fluoride and the aluminum of the cathode were maintained at 0.3 ⁇ /sec and 2 ⁇ /sec, respectively, and the degree of vacuum during the deposition was maintained at 2 ⁇ 10 ⁇ 7 torr to 5 ⁇ 10 ⁇ 6 torr, and as a result, an organic light emitting device was manufactured.
  • Organic light emitting devices were manufactured in the same manner as in Example 1 except that the electron blocking layer and the dopant of the light emitting layer were changed as in the following Table 1.
  • Organic light emitting devices were manufactured in the same manner as in Example 1 except that the electron blocking layer and the dopant of the light emitting layer were changed as in the following Table 1.
  • T95 means time taken for luminance to decrease to 95% from initial luminance (1600 nit).
  • the device including the light emitting layer including Chemical Formula 1 and the first organic material layer including Chemical Formula 2 of the present disclosure had properties of high efficiency, low voltage and long lifetime.
  • the devices of Examples 1 to 69 of the present disclosure had high efficiency and lifetime, and low voltage.
  • Comparative Examples 3 to 7 including HT1 to HT4 with different biphenylene orientation or different linking position of carbazole unlike Chemical Formula 2 of the present disclosure the devices of Examples 1 to 69 of the present disclosure had high efficiency and lifetime, and low voltage.

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Publication number Priority date Publication date Assignee Title
KR20210067845A (ko) * 2019-11-29 2021-06-08 주식회사 엘지화학 화합물 및 이를 포함하는 유기 발광 소자
WO2021150026A1 (ko) * 2020-01-22 2021-07-29 에스에프씨 주식회사 다환 방향족 유도체 화합물 및 이를 이용한 유기발광소자
CN115427416A (zh) * 2020-04-16 2022-12-02 Sfc株式会社 新型硼化合物及包括该新型硼化合物的有机发光元件
CN112961174A (zh) * 2021-02-05 2021-06-15 吉林奥来德光电材料股份有限公司 一种多环芳族化合物及其制备方法和应用
CN112939788A (zh) * 2021-03-01 2021-06-11 浙江虹舞科技有限公司 一种金刚烷胺类化合物及其应用以及包含该化合物的有机电致发光器件
CN115073502A (zh) * 2021-03-12 2022-09-20 Sfc株式会社 多环化合物和使用其的有机电致发光器件
KR102453929B1 (ko) * 2021-03-12 2022-10-12 에스에프씨 주식회사 다환 고리 화합물 및 이를 이용한 유기발광소자
US20220310925A1 (en) * 2021-03-12 2022-09-29 Sfc Co., Ltd Polycyclic compound and organic electroluminescent device using the same
CN113135935B (zh) * 2021-04-14 2023-03-24 吉林奥来德光电材料股份有限公司 一种多环芳族系化合物及其制备方法和应用
CN113201003A (zh) * 2021-05-08 2021-08-03 吉林奥来德光电材料股份有限公司 一种有机电致发光化合物及其应用
KR20230025536A (ko) * 2021-08-05 2023-02-22 에스에프씨 주식회사 유기발광소자
CN113416206B (zh) * 2021-08-23 2022-03-15 浙江华显光电科技有限公司 螺环化合物、制剂、有机电致发光二极管及显示装置
KR20230078561A (ko) * 2021-11-26 2023-06-02 에스에프씨 주식회사 고효율 및 장수명의 유기발광소자
KR20230090281A (ko) * 2021-12-14 2023-06-21 에스에프씨 주식회사 안트라센 화합물 및 이를 포함하는 유기발광소자
CN116396311A (zh) * 2021-12-24 2023-07-07 江苏三月科技股份有限公司 一种含硼有机化合物及其制备的有机电致发光器件
CN115322162B (zh) * 2021-12-30 2023-07-21 陕西莱特光电材料股份有限公司 有机化合物、有机电致发光器件和电子装置
CN115521214B (zh) * 2022-02-25 2023-08-18 陕西莱特光电材料股份有限公司 有机化合物及包含其的电子元件和电子装置
KR20230133787A (ko) * 2022-03-11 2023-09-19 에스에프씨 주식회사 유기 화합물 및 이를 포함하는 유기발광소자
KR20230141972A (ko) * 2022-03-24 2023-10-10 (주)피엔에이치테크 유기 화합물 및 이를 포함하는 유기발광소자
CN114920766B (zh) * 2022-05-06 2024-05-03 吉林奥来德光电材料股份有限公司 一种多环芳族系有机电致发光化合物及其制备方法
CN115772185B (zh) * 2022-11-04 2023-08-25 石家庄诚志永华显示材料有限公司 一种多环化合物及包含其的有机电致发光器件
CN115724869A (zh) * 2022-11-15 2023-03-03 深圳市华星光电半导体显示技术有限公司 有机化合物、发光元件及显示面板
WO2024120527A1 (zh) * 2022-12-08 2024-06-13 浙江光昊光电科技有限公司 一种含硼氮的有机化合物及其在有机电子器件中的应用
WO2024128314A1 (ja) * 2022-12-16 2024-06-20 国立大学法人京都大学 多環芳香族化合物
CN116217608B (zh) * 2023-05-08 2023-08-18 浙江华显光电科技有限公司 含硅化合物及其在有机发光装置的应用
CN116903561A (zh) * 2023-07-28 2023-10-20 长春海谱润斯科技股份有限公司 一种三胺衍生物及其有机电致发光器件
CN116891449A (zh) * 2023-07-28 2023-10-17 长春海谱润斯科技股份有限公司 一种三胺类化合物及其有机电致发光器件
CN117209461B (zh) * 2023-11-09 2024-03-22 浙江华显光电科技有限公司 一种有机光电化合物、具有该化合物的组合物及有机发光装置
CN117886786B (zh) * 2024-03-12 2024-06-18 浙江华显光电科技有限公司 一种有机化合物、具有该化合物的oled和有机发光装置
CN117946146B (zh) * 2024-03-27 2024-06-18 浙江华显光电科技有限公司 含咪唑及衍生基团的硼氮化合物、有机电致发光器件及应用

Family Cites Families (53)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5935199B2 (ja) 1976-03-23 1984-08-27 富士産業株式会社 リ−ド付電子部品の印刷配線基板への装架装置
JPS5935199U (ja) 1982-08-30 1984-03-05 櫻木　光男 波動推進装置
DE10135513B4 (de) 2001-07-20 2005-02-24 Novaled Gmbh Lichtemittierendes Bauelement mit organischen Schichten
WO2006033563A1 (en) 2004-09-24 2006-03-30 Lg Chem. Ltd. Organic light emitting device
JP5509634B2 (ja) 2009-03-16 2014-06-04 コニカミノルタ株式会社 有機エレクトロルミネッセンス素子、表示装置、照明装置及び有機エレクトロルミネッセンス素子材料
US10374166B2 (en) 2014-02-18 2019-08-06 Kwansei Gakuin Educational Foundation Polycyclic aromatic compound
TWI636056B (zh) * 2014-02-18 2018-09-21 學校法人關西學院 多環芳香族化合物及其製造方法、有機元件用材料及其應用
JP6447213B2 (ja) 2015-02-16 2019-01-09 オンキヨー株式会社 信号受信装置、及び、スピーカー装置
TWI688137B (zh) 2015-03-24 2020-03-11 學校法人關西學院 有機電場發光元件、顯示裝置以及照明裝置
JP6927497B2 (ja) 2016-02-10 2021-09-01 学校法人関西学院 遅延蛍光有機電界発光素子
CN109155368B (zh) * 2016-04-26 2021-04-06 学校法人关西学院 有机电场发光元件、显示装置及照明装置
KR102512628B1 (ko) 2016-05-11 2023-03-24 덕산네오룩스 주식회사 유기전기 소자용 화합물, 이를 이용한 유기전기소자 및 그 전자 장치
CN108409769A (zh) * 2016-07-29 2018-08-17 江苏三月光电科技有限公司 一种发光效率高的含硼有机电致发光化合物及其应用
KR102109075B1 (ko) * 2017-02-24 2020-05-11 주식회사 엘지화학 유기 발광 소자
WO2018164239A1 (ja) 2017-03-08 2018-09-13 出光興産株式会社 化合物、有機エレクトロルミネッセンス素子用材料、有機エレクトロルミネッセンス素子、及び電子機器
JPWO2018174293A1 (ja) * 2017-03-24 2020-05-14 出光興産株式会社 有機エレクトロルミネッセンス素子及び電子機器
CN110521013A (zh) 2017-04-03 2019-11-29 出光兴产株式会社 有机电致发光元件和电子设备
JP6907440B2 (ja) 2017-05-02 2021-07-21 エルジー・ケム・リミテッド 新規な化合物およびこれを用いた有機発光素子
KR101876763B1 (ko) 2017-05-22 2018-07-11 머티어리얼사이언스 주식회사 유기화합물 및 이를 포함하는 유기전계발광소자
US10109803B1 (en) * 2017-08-14 2018-10-23 Idemitsu Kosan Co., Ltd. Organic electroluminescence device and electronic device
JP6967433B2 (ja) 2017-11-27 2021-11-17 エスケーマテリアルズジェイエヌシー株式会社 有機電界発光素子
JP2019119680A (ja) * 2017-12-28 2019-07-22 出光興産株式会社 新規化合物及び有機エレクトロルミネッセンス素子
JP7044547B2 (ja) * 2017-12-28 2022-03-30 出光興産株式会社 新規化合物及び有機エレクトロルミネッセンス素子
WO2019132040A1 (ja) * 2017-12-28 2019-07-04 出光興産株式会社 新規化合物及び有機エレクトロルミネッセンス素子
US20210066599A1 (en) * 2017-12-28 2021-03-04 Idemitsu Kosan Co.,Ltd. Novel compound and organic electroluminescence device
WO2019164331A1 (ko) * 2018-02-23 2019-08-29 주식회사 엘지화학 헤테로고리 화합물 및 이를 포함하는 유기 발광 소자
US20190280209A1 (en) * 2018-03-08 2019-09-12 Jnc Corporation Organic electroluminescent element
EP3565018B1 (en) 2018-05-04 2024-05-08 Samsung Display Co., Ltd. Organic electroluminescent device emitting blue light
KR101990818B1 (ko) * 2018-05-04 2019-06-19 머티어리얼사이언스 주식회사 유기전계발광소자
CN108658953A (zh) * 2018-05-16 2018-10-16 上海道亦化工科技有限公司 一种基于二苯并呋喃和咔唑的化合物及其用途和发光器件
WO2020054676A1 (ja) 2018-09-10 2020-03-19 学校法人関西学院 有機電界発光素子
KR20200034899A (ko) 2018-09-21 2020-04-01 삼성디스플레이 주식회사 유기 발광 소자 및 이를 포함하는 장치
KR102094830B1 (ko) * 2018-11-30 2020-03-30 에스에프씨 주식회사 다환 방향족 유도체 화합물 및 이를 이용한 유기발광소자
KR20190127529A (ko) * 2018-12-19 2019-11-13 머티어리얼사이언스 주식회사 유기전계발광소자
KR20200087906A (ko) 2019-01-11 2020-07-22 삼성디스플레이 주식회사 유기 전계 발광 소자 및 유기 전계 발광 소자용 다환 화합물
KR102144446B1 (ko) 2019-01-21 2020-08-13 에스에프씨주식회사 유기 발광 소자용 화합물 및 이를 포함하는 장수명의 유기발광소자
KR20220034928A (ko) * 2019-04-22 2022-03-18 가꼬우 호징 관세이 가쿠잉 시클로알칸 축합 다환 방향족 화합물
WO2020231214A1 (ko) 2019-05-15 2020-11-19 주식회사 엘지화학 유기발광소자
KR20220024468A (ko) * 2019-06-14 2022-03-03 가꼬우 호징 관세이 가쿠잉 다환방향족 화합물
JP6960020B2 (ja) 2019-06-20 2021-11-05 エスエフシー カンパニー リミテッド 有機発光素子用化合物及びこれを含む有機発光素子
KR102239995B1 (ko) 2019-06-20 2021-04-14 에스에프씨주식회사 유기발광 소자용 화합물 및 이를 포함하는 유기발광소자
US20230002419A1 (en) 2019-07-17 2023-01-05 Sfc Co., Ltd. Novel boron compound and organic light emitting diode including same
KR102148296B1 (ko) 2019-07-29 2020-08-26 에스에프씨주식회사 보론 화합물을 포함하는 유기발광소자
KR102378695B1 (ko) * 2019-07-31 2022-03-25 주식회사 엘지화학 화합물 및 이를 포함하는 유기 발광 소자
JP2021038206A (ja) 2019-08-30 2021-03-11 学校法人関西学院 多環芳香族化合物
WO2021049660A1 (ja) * 2019-09-13 2021-03-18 出光興産株式会社 有機エレクトロルミネッセンス素子及び電子機器
KR102430998B1 (ko) 2019-10-11 2022-08-11 주식회사 엘지화학 화합물 및 이를 포함하는 유기 발광 소자
KR102422413B1 (ko) * 2019-11-29 2022-07-19 주식회사 엘지화학 화합물 및 이를 포함하는 유기 발광 소자
KR20210067845A (ko) * 2019-11-29 2021-06-08 주식회사 엘지화학 화합물 및 이를 포함하는 유기 발광 소자
KR102442771B1 (ko) * 2019-11-29 2022-09-14 주식회사 엘지화학 유기 발광 소자
CN113924665B (zh) * 2019-11-29 2023-09-29 株式会社Lg化学 有机发光器件
WO2021107741A1 (ko) * 2019-11-29 2021-06-03 주식회사 엘지화학 유기 발광 소자
WO2021150092A1 (ko) * 2020-01-20 2021-07-29 주식회사 엘지화학 유기 발광 소자

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20220158118A1 (en) * 2020-11-17 2022-05-19 Boe Technology Group Co., Ltd. Light emitting device, display device and manufacturing method of light emitting device

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