Organic electroluminescent device and polycyclic compound for organic electroluminescent device

Abstract

The present application relates to a polycyclic compound including an electron donor and an electron acceptor, and an organic electroluminescent device including the polycyclic compound in an emission layer. The electron donor includes an acridine derivative or a dibenzo-azasilacyclohexane derivative, and the electron acceptor includes B as a ring-forming atom, O or S directly bonded to B, and a heterocyclic group in which three or five hexagonal rings are fused. Accordingly, an organic electroluminescent device having high efficiency can be achieved.

Description

[0001] Cross - reference to related applications

[0002] This application claims the priority and benefit of Korean Patent Application No. 10 - 2018 - 0167210, filed on December 21, 2018, the entire content of which is incorporated herein by reference. Technical field

[0003] The present disclosure relates herein to an organic electroluminescent device and a polycyclic compound for an organic electroluminescent device. Background art

[0004] The development of organic electroluminescent display devices as image display devices is being actively carried out. Different from liquid crystal display devices, organic electroluminescent display devices are so - called self - emissive display devices, in which holes and electrons injected from a first electrode and a second electrode recombine in an emission layer, and light is emitted from a light - emitting material of an organic compound contained in the emission layer to achieve display (e.g., to display an image).

[0005] An organic electroluminescent device (e.g., an organic device in a similar field) includes: a first electrode; a hole - transporting layer disposed on the first electrode; an emission layer disposed on the hole - transporting layer; an electron - transporting layer disposed on the emission layer; and a second electrode disposed on the electron - transporting layer. Holes are injected from the first electrode, and the injected holes move through the hole - transporting layer and are injected into the emission layer. On the other hand, electrons are injected from the second electrode, and the injected electrons move through the electron - transporting layer and are injected into the emission layer. The holes and electrons injected into the emission layer recombine, thereby generating excitons in the emission layer. The organic electroluminescent device emits light generated when the excitons fall back (e.g., transition) to the ground state.

[0006] Recently, in order to realize an organic electroluminescent device with high efficiency, technologies regarding phosphorescent emission (utilizing triplet energy) or delayed fluorescence emission (utilizing triplet - triplet annihilation (TTA), which is a phenomenon of generating singlet excitons through the collision of triplet excitons) have been developed. For example, the development of thermally activated delayed fluorescence (TADF) materials that can generate delayed fluorescence due to a small energy difference between singlet excitons and triplet excitons and a slight overlap of the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) is being actively carried out. Summary of the invention

[0007] Aspects according to embodiments of the present disclosure relate to an organic electroluminescent device and a polycyclic compound for an organic electroluminescent device.

[0008] According to an embodiment of the present disclosure, an organic electroluminescent device includes: a first electrode; a second electrode on the first electrode; and a plurality of organic layers between the first electrode and the second electrode and including an emission layer.

[0009] The emission layer may include a polycyclic compound including an electron donor and an electron acceptor bonded to the electron donor. The electron donor may include (e.g., contain) an acridine derivative or a dibenzo-azasiline derivative, and the electron acceptor may include (e.g., contain) boron (B) as a ring-forming atom, oxygen (O) or sulfur (S) directly bonded to B, and a heterocyclic group in which three or five hexagonal rings are fused.

[0010] The electron acceptor may include (e.g., contain) a dibenzo-thiaborinine derivative or a dibenzo-oxaborinine derivative.

[0011] The emission layer may include a host and a dopant, and the dopant may include the polycyclic compound in the embodiment. The difference (ΔE ST ) between the lowest singlet energy level and the lowest triplet energy level of the polycyclic compound in the embodiment may be 0.2 eV or less than 0.2 eV.

[0012] In an embodiment, the emission layer may emit light in a wavelength range of 440 nm to 500 nm.

[0013] The electron donor may be represented by Formula 1, and the electron acceptor may be represented by Formula 2-1 or Formula 2-2.

[0014] Formula 1

[0015]

[0016]

[0017] In Formula 1, R1 may be a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted silyl group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkoxy group having 1 to 10 carbon atoms, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 20 ring-forming carbon atoms. a may be an integer from 0 to 8.

[0018] X can be CR2R3 or SiR4R5. Each of R2 to R5 can independently be a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 20 ring carbon atoms, or can combine with one or more adjacent groups to form a ring.

[0019] In one embodiment, R1 can be a hydrogen atom, a fluorine atom, a methyl group, a tert-butyl group, a substituted or unsubstituted arylamine group having 6 to 20 ring carbon atoms, a substituted or unsubstituted phenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted thiophenyl group, a substituted or unsubstituted carbazolyl group, or a substituted or unsubstituted acridinyl group.

[0020] Each of R2 to R5 can independently be a methyl group or a substituted or unsubstituted phenyl group, or can combine with one or more adjacent groups to form a dibenzospiro ring.

[0021] In Formulas 2-1 and 2-2, each of Y1 to Y3 can independently be O or S. In one embodiment, Y2 and Y3 can be the same. Each of R6 to R9 can independently be a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkoxy group having 1 to 10 carbon atoms, a substituted or unsubstituted sulfide group having 1 to 10 carbon atoms, a substituted or unsubstituted amine group, a substituted or unsubstituted silyl group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 20 ring carbon atoms. b can be an integer from 0 to 7, c can be an integer from 0 to 5, d can be an integer from 0 to 8, and e can be an integer from 0 to 2.

[0022] In an embodiment, the polycyclic compound can be represented by Formula 3-1 or Formula 3-2:

[0023]

[0024] In Formulas 3-1 and 3-2, R1, X, Y1 to Y3, R6 to R9, and a to e can be the same as defined for Formulas 1, 2-1, and 2-2, respectively.

[0025] The electron donor represented by Formula 1 can be represented by Formula 4:

[0026] Formula 4

[0027]

[0028] In Formula 4, X1 can be C or Si. Z can be a direct bond, O, or S. R1 and a can be the same as defined for Formula 1, respectively.

[0029] In an embodiment of the present disclosure, the organic electroluminescent device includes: a first electrode; a second electrode on the first electrode; and a plurality of organic layers between the first electrode and the second electrode and including an emission layer.

[0030] At least one organic layer of the plurality of organic layers may include a polycyclic compound represented by Formula A:

[0031] Formula A

[0032] DU-AU

[0033] In Formula A, DU may be represented by Formula 1 described above, and AU may be represented by Formula 2-1 or Formula 2-2 described above.

[0034] In an embodiment of the present disclosure, the polycyclic compound includes: an electron donor represented by Formula 1 described above; and an electron acceptor combined with the electron donor and represented by Formula 2-1 or Formula 2-2 described above.

[0035] In an embodiment of the present disclosure, the polycyclic compound is represented by Formula A described above. BRIEF DESCRIPTION OF THE DRAWINGS

[0036] The drawings are included to provide a further understanding of the subject matter of the present disclosure, and the drawings are incorporated into and constitute a part of this specification. The drawings illustrate exemplary embodiments of the present disclosure and, together with the description, are used to explain the principles of the present disclosure. In the drawings:

[0037] Figure 1 is a schematic cross-sectional view of an organic electroluminescent device according to an embodiment of the present disclosure;

[0038] Figure 2 is a schematic cross-sectional view of an organic electroluminescent device according to an embodiment of the present disclosure; and

[0039] Figure 3 is a schematic cross-sectional view of an organic electroluminescent device according to an embodiment of the present disclosure. DETAILED DESCRIPTION

[0040] The subject matter of the present disclosure may have various modifications and may be implemented in different forms, and exemplary embodiments will be explained in more detail with reference to the accompanying drawings. However, the subject matter of the present disclosure may be implemented in different forms and should not be construed as limited to the embodiments set forth herein. On the contrary, all modifications, equivalents, and alternatives falling within the spirit and scope of the present disclosure should be included in the present disclosure.

[0041] The same reference numerals refer to the same elements throughout. In the drawings, the dimensions of the structures may be exaggerated for clarity of illustration. It should be understood that although the terms "first", "second", etc. may be used herein to describe different elements, these elements should not be limited by these terms. These terms are only used to distinguish one element from another. Thus, without departing from the teachings of the present disclosure, a first element may be referred to as a second element. Similarly, a second element may be referred to as a first element. As used herein, the singular forms are also intended to include the plural forms unless the context clearly indicates otherwise.

[0042] In the description, it should be understood that the terms "comprising" or "having" are intended to specify the presence of the stated features, numbers, steps, operations, elements, components, or combinations thereof, but do not preclude the presence or addition of one or more other features, numbers, steps, operations, elements, components, or combinations thereof.

[0043] In the description, when a layer, film, region, plate, etc. is referred to as being "on" or "above" another component, it may be "directly" on the other component, or there may also be an intermediate layer. Similarly, when a layer, film, region, plate, etc. is referred to as being "under" or "below" another component, it may be "directly" under the other component, or there may also be an intermediate layer. In addition, the term "disposed on" in the description may include the case where it is disposed on the lower component as well as on the upper component.

[0044] Figure 1 is a cross-sectional view schematically illustrating an organic electroluminescent device according to an embodiment of the present disclosure. The organic electroluminescent device 10 according to the embodiment may include a first electrode EL1, a hole transport region HTR, an emission layer EML, an electron transport region ETR, and a second electrode EL2 that are sequentially laminated (e.g., stacked).

[0045] Compared with Figure 1 compared to Figure 2 A cross-sectional view of the organic electroluminescent device 10 according to the embodiment is illustrated, in which the hole transport region HTR includes a hole injection layer HIL and a hole transport layer HTL, and the electron transport region ETR includes an electron injection layer EIL and an electron transport layer ETL. In addition, compared with Figure 1 compared to Figure 3Exemplarily shown is a cross-sectional view of an organic electroluminescent device 10 according to an embodiment, wherein the hole transport region HTR includes a hole injection layer HIL, a hole transport layer HTL, and an electron blocking layer EBL, and the electron transport region ETR includes an electron injection layer EIL, an electron transport layer ETL, and a hole blocking layer HBL.

[0046] The first electrode EL1 may be conductive (e.g., electrically conductive). The first electrode EL1 may be formed of a metal, a metal alloy, and / or a conductive compound. The first electrode EL1 may be an anode. Additionally, the first electrode EL1 may be a pixel electrode. The first electrode EL1 may be a transmissive electrode, a semi-transmissive reflective electrode, or a reflective electrode. When the first electrode EL1 is a transmissive electrode, the first electrode EL1 may include a transparent metal oxide, such as indium tin oxide (ITO), indium zinc oxide (IZO), zinc oxide (ZnO), indium tin zinc oxide (ITZO), etc. When the first electrode EL1 is a semi-transmissive reflective electrode or a reflective electrode, the first electrode EL1 may include Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, LiF / Ca, LiF / Al, Mo, Ti, or a compound or mixture thereof (e.g., a mixture of Ag and Mg). In some embodiments, the first electrode EL1 may have a structure including multiple layers, the multiple layers including a reflective layer or a semi-transmissive reflective layer formed of any one of the materials described above; and a transparent conductive layer formed of ITO, IZO, ZnO, or ITZO, etc. For example, the first electrode EL1 may have a three-layer structure of ITO / Ag / ITO, but the embodiments of the present disclosure are not limited thereto. The thickness of the first electrode EL1 may be about to For example, about to

[0047] The hole transport region HTR may be disposed on the first electrode EL1. The hole transport region HTR may include a hole injection layer HIL, a hole transport layer HTL, a hole buffer layer, and / or an electron blocking layer EBL.

[0048] The hole transport region HTR may have the following structure: a single layer formed of a single material; a single layer formed of multiple different materials; or a multi-layer having multiple layers formed of multiple different materials.

[0049] For example, the hole transport region HTR may have a structure of a single layer (which is a hole injection layer HIL or a hole transport layer HTL), or may have a structure of a single layer formed by a hole injection material and a hole transport material. In some embodiments, the hole transport region HTR may have a structure of a single layer formed by a plurality of different materials, or may have a structure of a hole injection layer HIL / hole transport layer HTL, a hole injection layer HIL / hole transport layer HTL / hole buffer layer, a hole injection layer HIL / hole buffer layer, a hole transport layer HTL / hole buffer layer, or a hole injection layer HIL / hole transport layer HTL / electron blocking layer EBL sequentially laminated from the first electrode EL1, but the embodiments of the present disclosure are not limited thereto.

[0050] The hole transport region HTR can be formed by using various suitable methods (e.g., vacuum deposition method, spin coating method, casting method, Langmuir-Blodgett (LB) method, inkjet printing method, laser printing method, and / or laser induced thermal imaging (LITI) method).

[0051] The hole injection layer HIL may include, for example, phthalocyanine compounds (e.g., copper phthalocyanine), N,N'-diphenyl-N,N'-bis-[4-(phenyl-m-tolyl-amino)-phenyl]-biphenyl-4,4'-diamine (DNTPD), 4,4',4''-tris(3-methylphenylphenylamino)triphenylamine (m-MTDATA), 4,4',4''-tris(N,N-diphenylamino)triphenylamine (TDATA), 4,4',4''-tris[2-naphthyl(phenyl)amino]triphenylamine (2-TNATA), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS), polyaniline / dodecylbenzenesulfonic acid (PANI / DBSA), polyaniline / camphorsulfonic acid (PANI / CSA), polyaniline / poly(4-styrenesulfonate) (PANI / PSS), N,N'-di(1-naphthyl)-N,N'-diphenylbenzidine (NPB), triphenylamine-containing polyether ketone (TPAPEK), 4-isopropyl-4'-methyldiphenyliodonium tetrakis(pentafluorophenyl)borate, dipyrazino[2,3-f:2',3'-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile (HAT-CN), etc.

[0052] The hole transport layer (HTL) may further include, for example, carbazole-based derivatives (such as N-phenylcarbazole and / or polyvinylcarbazole), fluorene-based derivatives, triphenylamine-based derivatives (such as N,N'-bis(3-methylphenyl)-N,N'-diphenyl-(1,1-biphenyl)-4,4'-diamine (TPD) and / or 4,4',4''-tris(N-carbazolyl)triphenylamine (TCTA)), N,N'-di(1-naphthyl)-N,N'-diphenylbenzidine (NPB), 4,4'-cyclohexylidenebis[N,N-bis(4-methylphenyl)aniline] (TAPC), 4,4'-bis[N,N'-(3-tolyl)amino]-3,3'-dimethylbiphenyl (HMTPD), 1,3-bis(N-carbazolyl)benzene (mCP), etc.

[0053] The thickness of the hole transport region (HTR) can be about to For example, about to The thickness of the hole injection layer (HIL) can be, for example, about to And the thickness of the hole transport layer (HTL) can be about to For example, the thickness of the electron blocking layer (EBL) can be about to about When the thicknesses of the hole transport region (HTR), hole injection layer (HIL), hole transport layer (HTL), and electron blocking layer (EBL) satisfy the above ranges, suitable or satisfactory hole transport performance can be achieved without a significant increase in the driving voltage.

[0054] In addition to the above materials, the hole transport region (HTR) may further include a charge generation material to improve conductivity. The charge generation material may be uniformly or non-uniformly dispersed in the hole transport region (HTR). The charge generation material can be, for example, a p-dopant. The p-dopant can be a quinone derivative, a metal oxide, and / or a compound containing a cyano group, but the embodiments of the present disclosure are not limited thereto. Non-limiting examples of the p-dopant can be, for example, quinone derivatives (such as tetracyanoquinodimethane (TCNQ) and / or 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ)), metal oxides (such as tungsten oxide and / or molybdenum oxide), etc., but the embodiments of the present disclosure are not limited thereto.

[0055] As described above, in addition to the hole injection layer HIL and the hole transport layer HTL, the hole transport region HTR may further include a hole buffer layer and / or an electron blocking layer EBL. The hole buffer layer may improve the light emission efficiency by compensating for the resonance distance according to the wavelength of the light emitted from the emission layer EML. The material included in the hole transport region HTR may also be used as the material included in the hole buffer layer. The electron blocking layer EBL may be a layer that prevents or reduces the electron injection from the electron transport region ETR to the hole transport region HTR.

[0056] The emission layer EML may be disposed on the hole transport region HTR. The emission layer EML may have a thickness of about to about For example, about to . The emission layer EML may have the following structure: a single layer formed of a single material; a single layer formed of a plurality of different materials; or a multilayer having a plurality of layers formed of a plurality of different materials.

[0057] The emission layer may include a polycyclic compound, and the polycyclic compound includes an electron donor and an electron acceptor bonded to the electron donor. The electron donor may include an acridine derivative or a dibenzo-azasilacyclohexane derivative. The electron acceptor may include B as a ring-forming atom and O or S directly bonded to B, and may have a heterocyclic group in which three or five hexagonal rings are fused.

[0058] The nitrogen atom of the acridine derivative or the dibenzo-azasilacyclohexane derivative may be bonded to the electron acceptor.

[0059] When the electron acceptor is a heterocyclic group in which three hexagonal rings are fused, the electron acceptor may have an aliphatic heterohexagonal ring group containing B and O or S directly bonded to B, and two substituted or unsubstituted benzene ring groups fused to the aliphatic heterohexagonal ring group.

[0060] When the electron acceptor is a heterocyclic group in which five hexagonal rings are fused, the electron acceptor may have a naphthyl skeleton (e.g., a naphthalene-like skeleton, e.g., a skeleton having two fused hexagonal rings) containing B and two O bonds or S bonds directly bonded to B, and three substituted or unsubstituted benzene ring groups fused to the naphthyl skeleton.

[0061] The electron acceptor may include, for example, a dibenzo-thiaborepane derivative or a dibenzo-oxaborolane derivative.

[0062] In the description, the term "substituted or unsubstituted" refers to an unsubstituted functional group or a functional group substituted by at least one substituent selected from the group consisting of a deuterium atom, a halogen atom, a cyano group, a silyl group, an oxy group, a mercapto group, an alkyl group, an alkoxy group, a hydrocarbon ring group, an aryl group, and a heterocyclic group. In addition, each of the substituents exemplified above may be substituted or unsubstituted. For example, a biphenyl group may be interpreted as an aryl group or a phenyl group substituted by a phenyl group.

[0063] In the description, the expression "forming a ring by bonding to an adjacent group" may refer to forming a substituted or unsubstituted hydrocarbon ring or a substituted or unsubstituted heterocyclic ring by bonding to an adjacent group. The hydrocarbon ring includes an aliphatic hydrocarbon ring and an aromatic hydrocarbon ring. The heterocyclic ring includes an aliphatic heterocyclic ring and an aromatic heterocyclic ring. The ring formed by bonding to an adjacent group may be a monocyclic or polycyclic ring. In addition, the ring formed by bonding to each other (e.g., to an adjacent group) may be bonded to another ring to form a spiro structure.

[0064] In the description, the term "adjacent group" may refer to a substituent that substitutes an atom directly bonded (e.g., directly connected) to an atom substituted by a corresponding substituent, another substituent that substitutes an atom substituted by a corresponding substituent, or a substituent spatially located at the position closest to the corresponding substituent. For example, in 1,2-dimethylbenzene, the two methyl groups may be interpreted as "adjacent groups" to each other, and in 1,2-diethylcyclopentene, the two ethyl groups may be interpreted as "adjacent groups" to each other.

[0065] In the description, the halogen atom may be, for example, a fluorine atom, a chlorine atom, a bromine atom, and / or an iodine atom.

[0066] In the description, the alkyl group may be a straight-chain, branched-chain, or cyclic alkyl group. The number of carbon atoms in the alkyl group (e.g., the number of carbon atoms) may be from 1 to 50, from 1 to 30, from 1 to 20, from 1 to 10, or from 1 to 6. Examples of the alkyl group may include a methyl group, an ethyl group, a n-propyl group, an isopropyl group, a n-butyl group, a sec-butyl group, a tert-butyl group, an isobutyl group, a 2-ethylbutyl group, a 3,3-dimethylbutyl group, a n-pentyl group, an isopentyl group, a neopentyl group, a tert-pentyl group, a cyclopentyl group, a 1-methylpentyl group, a 3-methylpentyl group, a 2-ethylpentyl group, a 4-methyl-2-pentyl group, a n-hexyl group, a 1-methylhexyl group, a 2-ethylhexyl group, a 2-butylhexyl group, a cyclohexyl group, a 4-methylcyclohexyl group, a 4-tert-butylcyclohexyl group, a n-heptyl group, a 1-methylheptyl group, a 2,2-dimethylheptyl group, a 2-ethylheptyl group, a 2-butylheptyl group, a n-octyl group, a tert-octyl group, a 2-ethyloctyl group, a 2-butyl octyl group, a 2-hexyloctyl group, a 3,7-dimethyloctyl group, a cyclooctyl group, a n-nonyl group, a n-decyl group, an adamantyl group, a 2-ethyldecyl group, a 2-butyldecyl group, a 2-hexyldecyl group, a 2-octyldecyl group, a n-undecyl group, a n-dodecyl group, a 2-ethyldodecyl group, a 2-butyldodecyl group, a 2-hexyldodecyl group, a 2-octyldodecyl group, a n-tridecyl group, a n-tetradecyl group, a n-pentadecyl group, a n-hexadecyl group, a 2-ethylhexadecyl group, a 2-butylhexadecyl group, a 2-hexylhexadecyl group, a 2-octylhexadecyl group, a n-heptadecyl group, a n-octadecyl group, a n-nonadecyl group, a n-icosyl group, a 2-ethylicosyl group, a 2-butylicosyl group, a 2-hexylicosyl group, a 2-octylicosyl group, a n-heneicosyl group, a n-docosyl group, a n-tricosyl group, a n-tetracosyl group, a n-pentacosyl group, a n-hexacosyl group, a n-heptacosyl group, a n-octacosyl group, a n-nonacosyl group, a n-triacontyl group, etc., but the embodiments of the present disclosure are not limited thereto.

[0067] In the description, the methyl group may be represented by Me. In the description, MeO may represent, for example, a methoxy group.

[0068] In the description, the hydrocarbon ring group refers to a functional group or substituent derived from an aliphatic hydrocarbon ring. The hydrocarbon ring group may be a saturated hydrocarbon ring group having 5 to 20 ring carbon atoms.

[0069] In the description, an aryl group refers to a functional group or substituent derived from an aromatic hydrocarbon ring. The aryl group can be a monocyclic aryl group or a polycyclic aryl group. The number of ring carbon atoms in the aryl group can be 6 to 30, 6 to 20, or 6 to 15. Examples of the aryl group can include a phenyl group, a naphthyl group, a fluorenyl group, an anthracenyl group, a phenanthryl group, a biphenyl group, a terphenyl group, a quaterphenyl group, a quinquephenyl group, a sexiphenyl group, a benzo[ghi]perylenyl group, a pyrenyl group, a benzo[a]pyrenyl group, a benzofluoranthenyl group, etc., but the embodiments of the present disclosure are not limited thereto.

[0070] In the description, the fluorenyl group can be substituted, and two substituents can be combined with each other to form a spiro structure. Examples of the substituted fluorenyl group are as follows. However, the embodiments of the present disclosure are not limited thereto.

[0071]

[0072] In the description, a heteroaryl group can be a heteroaryl group containing O, N, P, Si, and / or S as heteroatoms. When the heteroaryl group includes at least two heteroatoms, the at least two heteroatoms can be the same or different from each other. The heteroaryl group can be a monocyclic heteroaryl group or a polycyclic heteroaryl group. The number of ring carbon atoms in the heteroaryl group can be 2 to 30, 2 to 20, or 2 to 10, and the number of ring heteroatoms in the heteroaryl group can be 1 to 10, 1 to 5, or 1 to 3, such as 1, 2, 3, 4, or 5. Examples of the heteroaryl group can include a thienyl group, a furyl group, a pyrrolyl group, an imidazolyl group, a thiazolyl group, an oxazolyl group, an oxadiazolyl group, a triazolyl group, a pyridyl group, a bipyridyl group, a pyrimidinyl group, a triazinyl group, an acridinyl group, a pyridazinyl group, a pyrazinyl group, a quinolinyl group, a quinazolinyl group, a quinoxalinyl group, a phenoxazinyl group, a phthalazinyl group, a pyridopyrimidinyl group, a pyridopyrazinyl group, a pyrazinopyrazinyl group, an isoquinolinyl group, an indolyl group, a carbazolyl group, an N-arylcarbazolyl group, an N-heteroarylcarbazolyl group, an N-alkylcarbazolyl group, a benzoxazolyl group, a benzimidazolyl group, a benzothiazolyl group, a benzocarbazolyl group, a benzothienyl group, a dibenzothienyl group, a thienothiophenyl group, a benzofuryl group, a phenanthrolinyl group, an isoxazolyl group, a thiadiazolyl group, a phenothiazinyl group, a dibenzosilolyl group, a dibenzofuryl group, etc., but the embodiments of the present disclosure are not limited thereto.

[0073] In the description, silyl groups can include alkylsilyl groups and arylsilyl groups. Examples of silyl groups can include trimethylsilyl group, triethylsilyl group, tert-butyldimethylsilyl group, propyldimethylsilyl group, triphenylsilyl group, diphenylsilyl group, phenylsilyl group, etc., but the embodiments of the present disclosure are not limited thereto.

[0074] In the description, mercapto groups can include alkylmercapto groups and arylmercapto groups.

[0075] In the description, oxy groups can include alkoxy groups and aryloxy groups. The alkoxy group can be a straight-chain, branched-chain or cyclic chain. The number of carbon atoms of the alkoxy group is not particularly limited, but can be, for example, 1 to 20 or 1 to 10. Examples of oxy groups can include methoxy, ethoxy, n-propoxy, isopropoxy, butoxy, pentyloxy, hexyloxy, octyloxy, nonyloxy, decyloxy, benzyloxy, etc., but the embodiments of the present disclosure are not limited thereto.

[0076] In the description, the number of carbon atoms of amine groups is not particularly limited, but can be 1 to 30. Amine groups can include alkylamine groups and arylamine groups. Examples of amine groups can include methylamine group, dimethylamine group, phenylamine group, diphenylamine group, naphthylamine group, 9-methyl-anthrylamine group, triphenylamine group, etc., but the embodiments of the present disclosure are not limited thereto.

[0077] In the description, the alkyl groups in alkylaryl groups, alkylheteroaryl groups, silyl groups and alkylamine groups are the same as the alkyl groups described above.

[0078] In the description, the aryl groups in aryloxy groups, arylsilyl groups and arylamine groups are the same as the aryl groups described above.

[0079] In the description, the term "direct bond" can refer to a single bond.

[0080] Meanwhile, in the description, represents the connection position.

[0081] The polycyclic compound of the embodiment can be represented by Formula A:

[0082] Formula A

[0083] DU - AU

[0084] In Formula A, DU can be an electron donor represented by Formula 1, and AU can be an electron acceptor represented by Formula 2-1 or Formula 2-2.

[0085] Formula 1

[0086]

[0087]

[0088] In Formula 1, R1 can be a hydrogen atom, a deuterium atom, a halogen atom, a silyl group, an amine group, an alkoxy group, an alkyl group, an aryl group, or a heteroaryl group. The silyl group can be a substituted or unsubstituted silyl group, the amine group can be a substituted or unsubstituted amine group, the alkoxy group can be a substituted or unsubstituted alkoxy group having 1 to 10 carbon atoms, and the alkyl group can be a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms. The aryl group can be a substituted or unsubstituted aryl group having 6 to 20 ring carbon atoms, and the heteroaryl group can be a substituted or unsubstituted heteroaryl group having 3 to 20 ring carbon atoms.

[0089] For example, R1 can be a hydrogen atom, a fluorine atom, a methyl group, a tert-butyl group, a substituted or unsubstituted arylamine group having 6 to 20 ring carbon atoms, a substituted or unsubstituted phenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted thiophenyl group, a substituted or unsubstituted carbazolyl group, or a substituted or unsubstituted acridinyl group.

[0090] a can be an integer from 0 to 8. a can be, for example, 1 or 2. When a is 1, R1 can not be a hydrogen atom. For example, when a is 1, R1 can be a heteroaryl group. When a is 2 or greater than 2, multiple R1s can be the same as or different from each other.

[0091] X can be CR2R3 or SiR4R5.

[0092] R2 to R5 can each independently be a hydrogen atom, a deuterium atom, a halogen atom, an alkyl group, an aryl group, or a heteroaryl group, or can combine with an adjacent group to form a ring. The alkyl group is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, the aryl group is a substituted or unsubstituted aryl group having 6 to 20 ring carbon atoms, and the heteroaryl group is a substituted or unsubstituted heteroaryl group having 3 to 20 ring carbon atoms. For example, R2 to R5 can each independently be a methyl group, or a substituted or unsubstituted phenyl group, or can be connected to each other to form a dibenzospiro ring. When R2 to R5 combine with one or more adjacent groups to form a ring, a dibenzospiro ring can be formed. The dibenzospiro ring can be a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group.

[0093] R2 to R5 can be the same as or different from each other. For example, R2 to R5 can be the same as each other. In some embodiments, R2 to R5 can combine with adjacent groups to form a spiro ring having a symmetric structure.

[0094] In Formulas 2-1 and 2-2, Y1 to Y3 can each independently be O or S. Y2 and Y3 can be the same as or different from each other. For example, Y2 and Y3 can be the same atom.

[0095] R6 to R9 can each independently be a hydrogen atom, a deuterium atom, a halogen atom, an alkoxy group, a sulfide group, an amine group, a silyl group, an alkyl group, an aryl group, or a heteroaryl group. The alkoxy group can be a substituted or unsubstituted alkoxy group having 1 to 10 carbon atoms, the sulfide group can be a substituted or unsubstituted sulfide group having 1 to 10 carbon atoms, the amine group can be a substituted or unsubstituted amine group, and the silyl group can be a substituted or unsubstituted silyl group. The alkyl group can be a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, the aryl group can be a substituted or unsubstituted aryl group having 6 to 20 ring carbon atoms, and the heteroaryl group can be a substituted or unsubstituted heteroaryl group having 3 to 20 ring carbon atoms. The substituted aryl group can be an aryl group substituted with an aryloxy group having 6 to 20 carbon atoms or an aryl sulfide group having 6 to 20 carbon atoms.

[0096] For example, R6 to R9 can each independently be a methyl group, an isopropyl group, a n-hexyl group, a fluorine atom, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 10 carbon atoms, a substituted or unsubstituted phenyl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted pyrimidinyl group, or a substituted or unsubstituted acridinyl group.

[0097] b can be an integer from 0 to 7, c can be an integer from 0 to 5, d can be an integer from 0 to 8, and e can be an integer from 0 to 2. For example, b can be 0 or 1, and d can be 0, 1, or 2. When each of b to e is 1, each of R6 to R9 can not be a hydrogen atom.

[0098] The polycyclic compound of the embodiment can be represented by Formula 3-1 or Formula 3-2:

[0099]

[0100] Formulas 3-1 and 3-2 are exemplary (e.g., specified) formulas showing the substitution positions of the electron donor and the electron acceptor in the polycyclic compound of the embodiment. In Formulas 3-1 and 3-2, R1, X, Y1 to Y3, R6 to R9, and a to e can be the same as those defined for Formula 1, Formula 2-1, and Formula 2-2, respectively.

[0101] The electron donor represented by Formula 1 can be represented by Formula 4:

[0102] Formula 4

[0103]

[0104] Formula 4 is an exemplary (e.g., specified) formula that embodies the structure in which R2 to R5 in Formula 1 adjacent to each other (e.g., R2 and R3, or R4 and R5) combine to form a spiro ring.

[0105] In Formula 4, X1 can be C or Si, and Z can be a direct bond, O, or S. R1 and a can be the same as defined for Formula 1, respectively.

[0106] The electron donor represented by Formula 1 can be represented by Formula 5:

[0107] Formula 5

[0108]

[0109] Formula 5 is an exemplary (e.g., specified) formula that embodies the substitution position of R1 in Formula 1. For example, R1 can be substituted at least at one of the ortho and para positions relative to N.

[0110] R 11 to R 14 can be a hydrogen atom, a deuterium atom, a halogen atom, a silyl group, an amine group, an alkoxy group, an alkyl group, an aryl group, or a heteroaryl group. The silyl group can be a substituted or unsubstituted silyl group, the amine group can be a substituted or unsubstituted amine group, the alkoxy group can be a substituted or unsubstituted alkoxy group having 1 to 10 carbon atoms, and the alkyl group can be a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms. The aryl group can be a substituted or unsubstituted aryl group having 6 to 20 ring carbon atoms, and the heteroaryl group can be a substituted or unsubstituted heteroaryl group having 3 to 20 ring carbon atoms.

[0111] For example, R 11 to R 14 can each independently be a hydrogen atom, a fluorine atom, a methyl group, a tert-butyl group, a substituted or unsubstituted arylamine group having 6 to 20 ring carbon atoms, a substituted or unsubstituted phenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted thiophenyl group, a substituted or unsubstituted carbazolyl group, or a substituted or unsubstituted acridinyl group. At least one of R 11 to R 14 is not hydrogen. X can be the same as defined for Formula 1.

[0112] The electron acceptor represented by Formula 2-2 can be represented by the following Formula 5-1 or Formula 5-2.

[0113]

[0114] In Formulas 5-1 and 5-2, R9, R8, d, and e may be the same as defined with respect to Formula 2-2, respectively.

[0115] The electron acceptor represented by Formula 2-1 may be represented by Formula 6-1, and the electron acceptor represented by Formula 2-2 may be represented by Formula 6-2:

[0116]

[0117] Formula 6-1 is an exemplary (e.g., specified) formula showing the number and substitution positions of R6 in Formula 2-1, and Formula 6-2 is an exemplary (e.g., specified) formula showing the number and substitution positions of R8 in Formula 2-2.

[0118] For example, Formula 6-1 is an exemplary (e.g., specified) formula showing that R6 in Formula 2-1 is substituted at the para-position relative to Y1, and Formula 6-2 is an exemplary (e.g., specified) formula showing that all R9 in Formula 2-2 are hydrogen atoms and R8 is substituted at the para-position relative to Y2 or Y3.

[0119] R 61 、R 81 and R 82 may each independently be a hydrogen atom, a deuterium atom, a halogen atom, an alkoxy group, a sulfide group, an amine group, a silyl group, an alkyl group, an aryl group, or a heteroaryl group. The alkoxy group may be a substituted or unsubstituted alkoxy group having 1 to 10 carbon atoms, the sulfide group may be a substituted or unsubstituted sulfide group having 1 to 10 carbon atoms, the amine group may be a substituted or unsubstituted amine group, and the silyl group may be a substituted or unsubstituted silyl group. The alkyl group may be a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, the aryl group may be a substituted or unsubstituted aryl group having 6 to 20 ring carbon atoms, and the heteroaryl group may be a substituted or unsubstituted heteroaryl group having 3 to 20 ring carbon atoms. The substituted aryl group may be an aryl group substituted with an aryloxy group having 6 to 20 carbon atoms or an aryl sulfide group having 6 to 20 carbon atoms.

[0120] For example, R 61 、R 81 and R 82Each may independently be a methyl group, an isopropyl group, a n-hexyl group, a fluorine atom, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 10 carbon atoms, a substituted or unsubstituted phenyl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted pyrimidinyl group, or a substituted or unsubstituted acridinyl group.

[0121] Y1 to Y3, R7, and c may be the same as defined for Formula 2-1 and Formula 2-2, respectively.

[0122] The polycyclic compound of the embodiment may be any one of the compounds shown in Compound Group 1:

[0123] Compound Group 1

[0124]

[0125]

[0126]

[0127]

[0128]

[0129]

[0130]

[0131]

[0132] The emission layer EML may contain one, two, or more than two polycyclic compounds of the embodiment.

[0133] In addition to the polycyclic compound of the embodiment, the emission layer EML may further contain suitable (e.g., known) materials. In the organic electroluminescent device 10 of the embodiment, the emission layer EML may contain, for example, anthracene derivatives, pyrene derivatives, fluoranthene derivatives, derivatives, dihydrobenzanthracene derivatives, or benzophenanthrene derivatives. For example, the emission layer EML may contain anthracene derivatives or pyrene derivatives.

[0134] In Figures 1 to 3 the organic electroluminescent device 10 of the embodiment illustrated, the emission layer EML may contain a host and a dopant, and the emission layer EML may contain the polycyclic compound described above as a dopant material. However, the embodiments of the present disclosure are not limited thereto, and the polycyclic compound of the embodiment (e.g., containing) may be used as the host material in the emission layer EML.

[0135] The polycyclic compounds of the embodiments can be included in the emission layer EML as dopants for thermally activated delayed fluorescence.

[0136] The emission layer EML can emit light in the visible range by including the polycyclic compounds of the embodiments. For example, the emission layer EML can emit green light or blue light. For example, the emission layer EML can emit visible light having a wavelength range of about 440 nm to 540 nm or about 440 nm to 500 nm.

[0137] The emission layer EML can include suitable materials (e.g., typical materials known in the art) as host materials. The emission layer EML can include host materials such as bis[2-(diphenylphosphino)phenyl]ether oxide (DPEPO), 4,4'-bis(carbazol-9-yl)biphenyl (CBP), 1,3-bis(carbazol-9-yl)benzene (mCP), 2,8-bis(diphenylphosphoryl)dibenzofuran (PPF), 4,4',4''-tris(carbazol-9-yl)-triphenylamine (TCTA), and / or 1,3,5-tris(N-phenylbenzimidazol-2-yl)benzene (TPBi). However, the embodiments of the present disclosure are not limited thereto, and for example, tris(8-hydroxyquinolinato)aluminum (Alq3), 4,4'-bis(N-carbazolyl)-1,1'-biphenyl (CBP), poly(N-vinylcarbazole) (PVK), 9,10-bis(naphthalen-2-yl)anthracene (ADN), 4,4',4''-tris(carbazol-9-yl)-triphenylamine (TCTA), 1,3,5-tris(N-phenylbenzimidazol-2-yl)benzene (TPBi), 3-tert-butyl-9,10-bis(naphthalen-2-yl)anthracene (TBADN), stilbene-substituted arylide (DSA), 4,4'-bis(9-carbazolyl)-2,2'-dimethyl-biphenyl (CDBP), 2-methyl-9,10-bis(naphthalen-2-yl)anthracene (MADN), bis[2-(diphenylphosphino)phenyl]ether oxide (DPEPO), hexaphenylcyclotriphosphazene (CP1), 1,4-bis(triphenylsilyl)benzene (UGH2), hexaphenylcyclotrisiloxane (DPSiO3), octaphenylcyclotetrasiloxane (DPSiO4), 2,8-bis(diphenylphosphoryl)dibenzofuran (PPF), etc. can be used as host materials.

[0138] In an embodiment, the emission layer EML may include a suitable (e.g., known) dopant material, such as styryl derivatives (e.g., 1,4-bis[2-(3-N-ethylcarbazolyl)vinyl]benzene (BCzVB), 4-(di-p-tolylamino)-4'-[(di-p-tolylamino)styryl]stilbene (DPAVB), and / or N-(4-((E)-2-(6-((E)-4-(diphenylamino)styryl)naphthalen-2-yl)vinyl)phenyl)-N-phenylaniline (N-BDAVBi)), perylene and its derivatives (e.g., 2,5,8,11-tetra-tert-butylperylene (TBP)), pyrene and its derivatives (e.g., 1,1-dipyrene, 1,4-dipyrenylbenzene, and / or 1,4-bis(N,N-diphenylamino)pyrene), etc.

[0139] In Figures 1 to 3 the organic electroluminescent device 10 of the embodiment illustrated in, the electron transport region ETR may be disposed on the emission layer EML. The electron transport region ETR may include a hole blocking layer HBL, an electron transport layer ETL, and / or an electron injection layer EIL, but the embodiments of the present disclosure are not limited thereto.

[0140] The electron transport region ETR may have the following structure: a single layer formed of a single material; a single layer formed of a plurality of different materials; or a multilayer having a plurality of layers formed of a plurality of different materials.

[0141] For example, the electron transport region ETR may have a structure of a single layer (which is an electron injection layer EIL or an electron transport layer ETL), or may have a structure of a single layer formed of an electron injection material and an electron transport material. In some embodiments, the electron transport region ETR may have a structure of a single layer formed of a plurality of different materials, or may have a structure of an electron transport layer ETL / electron injection layer EIL, or a hole blocking layer HBL / electron transport layer ETL / electron injection layer EIL sequentially laminated from the emission layer EML, but the embodiments of the present disclosure are not limited thereto. The thickness of the electron transport region ETR may be, for example, about to

[0142] The electron transport region ETR may be formed using various suitable methods (e.g., vacuum deposition method, spin coating method, casting method, Langmuir-Blodgett (LB) method, inkjet printing method, laser printing method, and / or laser-induced thermal imaging (LITI) method).

[0143] When the electron transport region ETR includes an electron transport layer ETL, the electron transport region ETR may include anthracene-based compounds. However, embodiments of the present disclosure are not limited thereto, and the electron transport region ETR may include, for example, tris(8-hydroxyquinolinato)aluminum (Alq3), 1,3,5-tris[(3-pyridyl)-phenyl-3-yl]benzene, 2,4,6-tris(3'-(pyridin-3-yl)biphenyl-3-yl)-1,3,5-triazine, 2-(4-(N-phenylbenzimidazol-1-yl)phenyl)-9,10-dinaphthylanthracene, 1,3,5-tris(1-phenyl-1H-benzo[d]imidazol-2-yl)benzene (TPBi), 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), 3-(4-biphenyl)-4-phenyl-5-tert-butylphenyl-1,2,4-triazole (TAZ), 4-(naphthalen-1-yl)-3,5-diphenyl-4H-1,2,4-triazole (NTAZ), 2-(4-biphenyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (tBu-PBD), bis(2-methyl-8-quinolinato-N1,O8)-(1,1'-biphenyl-4-yl)aluminum (BAlq), bis(benzoquinolinato-10)beryllium (Bebq2), 9,10-di(naphthalen-2-yl)anthracene (ADN), or mixtures thereof. The thickness of the electron transport layer ETL may be about to For example, about to When the thickness of the electron transport layer ETL satisfies the above range, suitable or satisfactory electron transport performance can be achieved without a significant increase in the driving voltage.

[0144] When the electron transport region ETR includes an electron injection layer EIL, the electron transport region ETR may include (for example, employ): compounds containing alkali metals or alkaline earth metals (such as LiF, lithium quinolate (LiQ), Li2O, BaO, NaCl, CsF), lanthanide metals (such as Yb), or metal halides (such as RbCl and / or RbI), but embodiments of the present disclosure are not limited thereto. The electron injection layer EIL may also be formed from a mixture of an electron injection material and an insulating organic metal salt. The organic metal salt may be a material having a band gap of about 4 eV or greater than 4 eV. For example, the organic metal salt may contain, for example, metal acetates, metal benzoates, metal acetoacetates, metal acetylacetonates, and / or metal stearates. The thickness of the electron injection layer EIL may be about to For example, about to When the thickness of the electron injection layer EIL satisfies the above range, suitable or satisfactory electron injection performance can be achieved without a significant increase in the driving voltage.

[0145] The electron transport region ETR may include the hole blocking layer HBL as described above. The hole blocking layer HBL may contain, for example, 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP) and / or 4,7-diphenyl-1,10-phenanthroline (Bphen), but the embodiments of the present disclosure are not limited thereto. The thickness of the hole blocking layer HBL may be about to For example, about to When the thickness of the hole blocking layer HBL satisfies the above range, suitable or satisfactory hole blocking performance can be achieved without a significant increase in the driving voltage.

[0146] The second electrode EL2 may be disposed on the electron transport region ETR. The second electrode EL2 may be a common electrode or a negative electrode. The second electrode EL2 may be a transmissive electrode, a semi-transmissive reflective electrode, or a reflective electrode. When the second electrode EL2 is a transmissive electrode, the second electrode EL2 may be formed of a transparent metal oxide, such as indium tin oxide (ITO), indium zinc oxide (IZO), zinc oxide (ZnO), indium tin zinc oxide (ITZO), etc.

[0147] When the second electrode EL2 is a semi-transmissive reflective electrode or a reflective electrode, the second electrode EL2 may contain Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, LiF / Ca, LiF / Al, Mo, Ti, or a compound or mixture thereof (for example, a mixture of Ag and Mg). In some embodiments, the second electrode EL2 may have a structure including a plurality of layers, the plurality of layers including: a reflective layer or a semi-transmissive reflective layer formed of the materials described above; and a transparent conductive layer formed of ITO, IZO, ZnO, ITZO, etc.

[0148] In one embodiment, the second electrode EL2 may be connected to an auxiliary electrode. When the second electrode EL2 is connected to the auxiliary electrode, the resistance of the second electrode EL2 may be reduced.

[0149] In one embodiment, a cover layer may be further disposed on the second electrode EL2 of the organic electroluminescent device 10 of the embodiment. The cover layer may contain, for example, α-NPD, NPB, TPD, m-MTDATA, Alq3, CuPc, N4,N4,N4’,N4’-tetrakis(biphenyl-4-yl)biphenyl-4,4’-diamine (TPD15), 4,4’,4”-tris(carbazol-9-yl)triphenylamine (TCTA), N,N’-bis(naphthalen-1-yl), etc.

[0150] In addition to the emission layer EML, the polycyclic compound of the above embodiments may be included in the organic layer as a material for the organic electroluminescent device 10. The organic electroluminescent device 10 according to an embodiment of the present disclosure may include the polycyclic compound in at least one organic layer disposed between the first electrode EL1 and the second electrode EL2 or in a cover layer disposed on the second electrode EL2.

[0151] In the organic electroluminescent device 10, as voltages are respectively applied to the first electrode EL1 and the second electrode EL2, holes injected from the first electrode EL1 may move to the emission layer EML through the hole transport region HTR, and electrons injected from the second electrode EL2 may move to the emission layer EML through the electron transport region ETR. Electrons and holes may recombine in the emission layer EML to generate excitons, and when the excitons fall back from the excited state to the ground state, the excitons may emit light.

[0152] According to an embodiment of the present disclosure, an organic electroluminescent device 10 having high efficiency can be realized.

[0153] According to an embodiment of the present disclosure, the polycyclic compound may be applied to the organic electroluminescent device 10 (for example, included in the organic electroluminescent device 10) to improve efficiency.

[0154] According to an embodiment of the present disclosure, the polycyclic compound may have a difference between the lowest singlet energy level and the lowest triplet energy level of 0.2 eV or less than 0.2 eV, 0.15 eV or less than 0.15 eV, or 0.1 eV or less than 0.1 eV, and thus the polycyclic compound may be used as a thermally activated delayed fluorescence material. Therefore, according to an embodiment of the present disclosure, the polycyclic compound may be used as a material for an organic electroluminescent device, thereby contributing to improved efficiency.

[0155] Hereinafter, the polycyclic compound according to an embodiment of the present disclosure and the organic electroluminescent device 10 of an embodiment including the polycyclic compound of the embodiment will be explained in more detail with reference to Examples and Comparative Examples. In addition, the following embodiments are merely examples to help understand the subject matter of the present disclosure, and the scope of the present disclosure is not limited thereto.

[0156] (Synthesis Example)

[0157] The polycyclic compound according to an embodiment of the present disclosure may be synthesized, for example, as in the following Examples. However, the synthesis method of the polycyclic compound according to an embodiment of the present disclosure is not limited thereto.

[0158] 1-1. Synthesis of Compound 43 and Compound 61

[0159] Reaction

[0160]

[0161] Synthesis of Intermediate A-1

[0162] A mixture of 2-methoxyphenylboronic acid (1.83 g, 12.0 mmol), 1,3,5-tribromobenzene (1.89 g, 6.00 mmol), Pd(PPh3)4 (136 mg, 0.118 mmol) and K2CO3 (3.32 g, 24.0 mmol) was added to a mixed solvent of toluene (60 ml) and water (20 ml) under a nitrogen atmosphere, and the mixture was stirred at 80 °C for 24 hours. Then, water was added thereto, and the product was extracted with toluene. The extracted organic layer was washed with brine, dried over anhydrous Na2SO4, and concentrated under reduced pressure. The resulting crude product was purified by silica gel column chromatography (using hexane and toluene in a volume ratio of 5:1 as the eluent) to obtain Intermediate A-1 (54% yield: 1.19 g, 3.22 mmol) as a colorless viscous oil. The results of Intermediate A-1 measured by 1 1H NMR (400 MHz, CDCl3) are as follows:

[0163] δ 7.64 (d, J = 1.6 Hz, 2H), δ 7.60 (t, J = 1.6 Hz, 1H), δ 7.36 - 7.31 (m, 4H), δ 7.03 (ddd, J = 7.2, 7.2, 1.2 Hz, 2H), δ 6.90 (dd, J = 8.0, 1.2 Hz, 2H), and δ 3.83 (s, 6H).

[0164] Synthesis of Intermediate A-2

[0165] A mixture of Intermediate A-1 (554 mg, 1.50 mmol), D (542 mg, 1.50 mmol), Pd2(dba)3 (29 mg, 0.032 mmol), P(t-Bu)3H·BF4 (36 mg, 0.12 mmol) and sodium tert-butoxide (289 mg, 3.01 mmol) was added to toluene (7.5 ml) under a nitrogen atmosphere, and the mixture was stirred at 100 °C for 20 hours. Then, an aqueous NH4Cl solution was added thereto, and the product was extracted with toluene. The extracted organic layer was washed with brine, dried over anhydrous Na2SO4, and concentrated under reduced pressure. The resulting crude product was purified by silica gel column chromatography (using hexane and toluene in a volume ratio of 1:1 as the eluent) to obtain Intermediate A-2 (83% yield: 809 mg, 1.25 mmol) as a white solid. The results of Intermediate A-2 measured by 1 1H NMR (400 MHz, CDCl3) are as follows:

[0166] δ 7.87 (t, J = 1.6 Hz, 1H), δ 7.80 (d, J = 7.6 Hz, 2H), δ 7.64 (d, J = 1.6 Hz, 2H), δ 7.49 (dd, J = 7.6, 1.6 Hz, 2H), δ 7.46 (d, J = 7.6 Hz, 2H), δ 7.39 - 7.33 (m, 4H), δ 7.24 (ddd, J = 7.6, 7.6, 1.6 Hz, 2H), δ 7.07 (ddd, J = 7.6, 7.6, 1.2 Hz, 2H), δ 7.02 (d, J = 8.0 Hz, 2H), δ 6.77 (ddd, J = 8.0, 1.6 Hz, 2H), δ 6.60 (d, J = 8.0 Hz, 2H), δ 6.18 (d, J = 2.0 Hz, 2H), δ 3.86 (s, 6H), and δ 1.96 (s, 6H).

[0167] Synthesis of Compound 43

[0168] Intermediate A-2 (648 mg, 1.00 mmol) was added to o-dichlorobenzene (o-DCB; 5 mL), and the mixture was stirred. Then, BBr3 (1.0 M, 1.0 mL, 1.0 mmol, in heptane) was added thereto at 0 °C under a nitrogen atmosphere. The reaction solution was stirred at room temperature for 15 h, and N,N-diisopropylethylamine (i-Pr2EtN; 0.34 mL, 2.0 mmol) was added thereto. After removing the solvent in vacuo, the resulting crude product was washed with hexane and acetonitrile to afford Compound 43 as a white solid (57% yield: 360 mg, 0.574 mmol). The results of Compound 43 measured by 1 1H NMR (400 MHz, CDCl3) were as follows:

[0169] δ 8.19 (s, 2H), δ 8.16 (d, J = 7.6 Hz, 2H), δ 7.85 (d, J = 7.2 Hz, 2H), δ 7.54 - 7.49 (m, 6H), δ 7.43 (ddd, J = 7.6, 7.6, 1.2 Hz, 2H), δ 7.35 - 7.29 (m, 4H), δ 6.70 (dd, J = 8.0, 2.0 Hz, 2H), δ 6.31 (d, J = 8.8 Hz, 2H), δ 6.23 (d, J = 2.4 Hz, 2H), and δ 1.96 (s, 6H).

[0170] The [M]+ value of Compound 43 measured by matrix-assisted laser desorption / ionization time-of-flight mass spectrometry (MALDI-TOFMS) was 627.45 (m / z).

[0171] Synthesis of Intermediate B-1

[0172] A mixture of (2-(tert-butylthio)phenyl)boronic acid (2.56 g, 12.2 mmol), 1,3,5-tribromobenzene (1.91 g, 6.07 mmol), Pd(PPh3)4 (209 mg, 0.181 mmol) and K2CO3 (3.36 g, 24.3 mmol) was added to a mixed solvent of toluene (45 ml) and water (15 ml) under a nitrogen atmosphere, and the mixture was stirred at 80 °C for 24 hours. Then, water was added thereto, and the product was extracted with ethyl acetate. The extracted organic layer was washed with brine, dried over anhydrous Na2SO4, and concentrated under reduced pressure. The resulting crude product was purified by silica gel column chromatography (using hexane and toluene in a volume ratio of 10:1 as the eluent) to obtain Intermediate B-1 in the form of a colorless viscous oil (yield: 77%: 2.26 g, 4.65 mmol). The results of Intermediate B-1 measured by 1 1H NMR (400 MHz, CDCl3) were as follows:

[0173] δ 7.70 (d, J = 8.0 Hz, 2H), δ 7.55 (d, J = 1.6 Hz, 2H), δ 7.41 - 7.38 (m, 5H), δ 7.35 - 7.30 (m, 2H), δ 6.90 (dd, J = 8.0, 1.2 Hz, 2H), and δ 1.10 (s, 18H).

[0174] Synthesis of Intermediate B-2

[0175] A mixture of Intermediate B-1 (1.43 mg, 2.95 mmol), D (1.12 mg, 3.10 mmol), Pd2(dba)3 (55 mg, 0.060 mmol), P(t-Bu)3H·BF4 (69 mg, 0.24 mmol) and sodium tert-butoxide (575 mg, 5.98 mmol) was added to toluene (15 ml) under a nitrogen atmosphere, and the mixture was stirred at 100 °C for 20 hours. Then, an aqueous NH4Cl solution was added thereto, and the product was extracted with toluene. The extracted organic layer was washed with brine, dried over anhydrous Na2SO4, and concentrated under reduced pressure. The resulting crude product was purified by silica gel column chromatography (using hexane and toluene in a volume ratio of 2:1 as the eluent) to obtain Intermediate B-2 in the form of a white solid (yield: 87%: 1960 mg, 2.57 mmol). The results of Intermediate B-2 measured by 1 1H NMR (400 MHz, CDCl3) were as follows:

[0176] δ 7.80 (d, J = 7.6 Hz, 2H), δ 7.74 (dd, J = 7.6, 1.2 Hz, 2H), δ 7.65 (t, J = 1.6 Hz, 1H), δ 7.57 (dd, J = 7.6, 1.6 Hz, 2H), δ 7.54 (d, J = 1.6 Hz, 2H), δ 7.48 - 7.43 (m, 4H), δ 7.38 (dd, J = 7.6, 1.2 Hz, 2H), δ 7.34 (dd, J = 7.6, 1.2 Hz, 2H), δ 7.25 (ddd, J = 7.6, 7.6, 1.2 Hz, 2H), δ 6.73 (dd, J = 8.4, 1.6 Hz, 2H), δ 6.60 (d, J = 8.4 Hz, 2H), δ 6.16 (d, J = 2.0 Hz, 2H), δ 1.95 (s, 6H), and δ 1.17 (s, 18H).

[0177] Synthesis of Compound 61

[0178] Intermediate B-2 (1.15 mg, 1.50 mmol) was added to o-dichlorobenzene (9 mL), and the mixture was stirred. Then, BBr3 (1.0 M, 1.5 mL, 1.5 mmol, in heptane) was added thereto at 0 °C under a nitrogen atmosphere. The reaction mixture was stirred at 40 °C for 15 h, and N,N-diisopropylethylamine (0.50 ml, 2.9 mmol) was added thereto. After removing the solvent in vacuo, the resulting crude product was washed with hexane and acetonitrile to afford Compound 61 as a yellow solid (96% yield: 948 mg, 1.44 mmol). By 1 The results of Compound 61 measured by 1H NMR (400 MHz, CDCl3) are as follows:

[0179] δ 8.54 (s, 2H), δ 8.35 - 7.32 (m, 2H), δ 7.85 (d, J = 7.2 Hz, 2H), δ 7.73 - 7.70 (m, 2H), δ 7.52 (d, J = 7.6 Hz, 2H), δ 7.45 - 7.40 (m, 6H), δ 7.33 (ddd, J = 7.6, 7.6, 1.2 Hz, 2H), δ 6.71 (dd, J = 8.4, 1.6 Hz, 2H), δ 6.34 (d, J = 8.4 Hz, 2H), δ 6.23 (d, J = 2.0 Hz, 2H), and δ 1.96 (s, 6H).

[0180] The [M]+ value of Compound 61 measured by matrix-assisted laser desorption / ionization time-of-flight mass spectrometry (MALDI-TOF MS) was 659.13 (m / z).

[0181] 1 - 2. Synthesis of Compound 81

[0182] Reaction

[0183]

[0184]

[0185] Synthesis of Intermediate C-1

[0186] BCl3 (1.0 M, 6.0 ml, 6.0 mmol, in heptane) was added to anhydrous toluene (30 ml) under a nitrogen atmosphere, and 3'-bromo-biphenyl-2-ol (996 mg, 4.00 mmol) mixed with anhydrous toluene (8 ml) was added dropwise thereto. The reaction mixture was heated to room temperature, and thereafter, AlCl3 (60 mg, 0.45 mmol) was added. Then, the reaction mixture was stirred at 120 °C for 15 hours, and methanol (4 ml) was added thereto at 0 °C. After removing the solvent in vacuo, the resulting crude product was filtered in anhydrous CH2Cl2. The filtrate was concentrated under reduced pressure, and then the resulting crude product was washed with methanol to obtain Intermediate C-1 in the form of a brown solid (yield: 81%: 934 mg, 3.23 mmol). The resulting crude product was used in the subsequent (e.g., next) reaction without further purification.

[0187] Synthesis of Intermediate C-2

[0188] 1-Bromo-2,4,6-triisopropylbenzene was added to anhydrous tetrahydrofuran (20 ml), and n-BuLi (1.57 M, 2.57 ml, 4.03 mmol, in hexane) was added thereto at -78 °C. The reaction mixture was stirred at the same temperature for 1 hour, and Intermediate C-1 (934 mg, 3.23 mmol, in anhydrous THF) was added thereto. The reaction mixture was heated to 0 °C and then slowly heated to room temperature. After adding water, the product was extracted with ethyl acetate. The extracted organic layer was washed with brine, dried over anhydrous Na2SO4, and concentrated under reduced pressure. Then, the resulting crude product was purified by silica gel column chromatography (using hexane and toluene in a volume ratio of 4:1 as the eluent) and reprecipitated from hexane and ethanol to obtain Intermediate C-2 in the form of a white solid (yield: 29%: 528 mg, 1.14 mmol). The results of Intermediate C-2 measured by 1 1H NMR (400 MHz, CDCl3) are as follows:

[0189] δ 8.46 (s, 1H), δ 8.24 (d, J = 7.6 Hz, 1H), δ 7.69 (d, J = 8.4 Hz, 1H), δ 7.56 - 7.51 (m, 3H), δ 7.07 (s, 2H), δ 2.96 (septet, J = 6.4 Hz, 1H), δ 2.54 (septet, J = 6.4 Hz, 2H), δ 1.32 (d, J = 7.2 Hz, 6H), δ 1.19 (d, J = 6.8 Hz, 6H), and δ 1.08 (d, J = 6.8 Hz, 6H).

[0190] Synthesis of Compound 81

[0191] A mixture of intermediate C-2 (162 mg, 0.351 mmol), D (127 mg, 0.351 mmol), Pd2(dba)3 (6.8 mg, 0.0076 mmol), P(t-Bu)3H·BF4 (8.9 mg, 0.031 mmol), and sodium tert-butoxide (NaOt-Bu; 51 mg, 0.531 mmol) was added to toluene (3.5 ml) under a nitrogen atmosphere, and the mixture was stirred at 90 °C for 16 h. Then, water was added thereto, and the product was extracted with toluene. The extracted organic layer was washed with brine, dried over anhydrous Na2SO4, and concentrated under reduced pressure. The resulting crude product was purified by silica gel column chromatography (using hexane and toluene in a volume ratio of 3:1 as the eluent) and reprecipitated from CH2Cl2 and methanol to obtain Compound 81 (65% yield: 169 mg, 0.228 mmol) as a white solid. The results of Compound 81 measured by 1 1H NMR (400 MHz, CDCl3) are as follows:

[0192] δ 8.43 (s, 1H), δ 8.29 (d, J = 8.0 Hz, 1H), δ 8.15 (d, J = 8.4 Hz, 1H), δ 7.83 (d, J = 7.6 Hz, 2H), δ 7.60 - 7.36 (m, 8H), δ 7.29 (d, J = 7.6 Hz, 2H), δ 7.13 (s, 2H), δ 6.72 (d, J = 8.4 Hz, 2H), δ 6.30 (d, J = 8.4 Hz, 2H), δ 6.21 (s, 2H), δ 2.99 (septet, J = 6.4 Hz, 1H), δ 2.71 (septet, J = 6.4 Hz, 2H), δ 1.95 (s, 6H), δ 1.35 (d, J = 6.8 Hz, 6H), δ 1.28 (d, J = 6.4 Hz, 6H), and δ 1.19 (d, J = 6.4 Hz, 6H).

[0193] The [M]+ value of Compound 81 measured by matrix-assisted laser desorption / ionization time-of-flight mass spectrometry (MALDI-TOF MS) was 739.45 (m / z).

[0194] 2. Fabrication and Evaluation of Polycyclic Compounds and Organic Electroluminescent Devices Containing the Polycyclic Compounds

[0195] 2-1. Energy Levels of Polycyclic Compounds

[0196] The lowest singlet (S1) energy levels and lowest triplet (T1) energy levels of Compound 43, Compound 61, and Compound 81 in the examples and Compound X-1, Compound X-2, and Compound X-3 in the comparative examples were measured (e.g., calculated) by non-empirical molecular orbital methods. For example, calculations were performed by using the Gaussian 09 software package from Gaussian, Inc. and applying density functional theory (DFT) (using the B3LYP hybrid functional for the general function and the 6-31G(d) basis set for the basis function).

[0197] Compounds in the examples

[0198]

[0199] Compounds in the comparative examples

[0200]

[0201] Table 1

[0202] Compound S1 energy level T1 energy level <![CDATA[ΔE ST > Compound 43 in the examples 2.79 2.75 0.04 Compound 61 in the examples 2.55 2.55 0.00 Compound 81 in the examples 2.77 2.76 0.01 Compound X-1 in the comparative examples 3.78 2.83 0.95 Compound X-2 in the comparative examples 3.53 2.82 0.71 Compound X-3 in the comparative examples 3.84 3.10 0.74

[0203] In Table 1, ΔE ST represents the difference between the lowest singlet energy level and the lowest triplet energy level. The units of the S1 energy level and the T1 energy level are eV. The ΔE ST values of the compounds in the examples were from about 0.00 eV to 0.04 eV, and the ΔE ST values of the compounds in the comparative examples were from about 0.71 eV to 0.95 eV. Therefore, it was found that the compounds in the examples had lower ΔE ST values compared to the compounds in the comparative examples. Therefore, all the compounds in the examples could be more suitable as thermally activated delayed fluorescence materials compared to the compounds in the comparative examples, and all the compounds in the examples could emit thermally activated delayed fluorescence with high efficiency (e.g., emit very efficiently).

[0204] Evaluation of Fluorescence Emission Characteristics

[0205] The JASCO V-670 spectrometer was used to evaluate the fluorescence emission characteristics. To measure the compounds in the examples, a film was formed on quartz glass by doping PPF with 20 wt% of the compound of the example or comparative example, and its fluorescence emission spectrum was measured. For the fluorescence emission spectra of the compounds of the comparative examples, known data were described. The fluorescence quantum yields of the examples and comparative examples were measured using the JASCO ILF-835 integrating sphere system. The value based on the CIE 1931 color space was used as the Z-stimulus value in the CIE tristimulus values of the CIE color matching function at each maximum emission wavelength, and when the wavelength was 360 nm or less than 360 nm, the value at the 360 nm wavelength was used as the Z-stimulus value. The blue fluorescence efficiency index was defined as the multiplication of the fluorescence quantum yield and the Z-stimulus value at each maximum emission wavelength, and the relative luminous efficiency of each material was compared.

[0206]

[0207] Table 2

[0208]

[0209]

[0210] In Table 2, the blue fluorescence efficiency index of the compounds in the examples was from about 3.56×10 to 9.04×10, and the blue fluorescence efficiency indices of the compounds X-1 and X-3 in the comparative examples were 3.64×10 -2 and 2.12×10 -2 . Therefore, the compounds in the examples had a higher blue relative luminous efficiency compared to the compounds in the comparative examples, and thus, when the compounds in the examples were used as blue light emitting materials in applications such as display devices, high efficiency could be achieved.

[0211] Manufacture of organic electroluminescent devices

[0212] The organic electroluminescent devices in Examples 1 to 3 were manufactured by using the compounds 43, 61, and 81 in the examples as dopant materials in the emission layer.

[0213] In the organic electroluminescent devices in Examples 1 to 3, a first electrode EL1 with a thickness of about was formed of ITO, cleaned with ultrapure water, and subjected to UV ozone treatment for 10 minutes. A hole injection layer HIL with a thickness of about was formed of NPB, and an emission layer EML with a thickness of was formed of PPF doped with the compound in the example at a ratio of 20%. An EML with a thickness of was formed of PPF A hole blocking layer HBL with a thickness of, formed of TPBi having an electron transport layer ETL with a thickness of, and formed of LiQ having an electron injection layer EIL with a thickness of. An Al is used to form a second electrode EL2 with a thickness of. Each layer is formed by a vacuum deposition method using a vacuum deposition device.

[0214] Evaluation of the characteristics of the organic electroluminescent device

[0215] To evaluate the characteristics of the organic electroluminescent devices according to the examples and comparative examples, the maximum value of the external quantum efficiency is evaluated. The voltage and current density of the organic electroluminescent device are measured using a source meter (2400 series manufactured by Keithley Instruments), and the luminance and external quantum efficiency are measured using an external quantum efficiency measurement device C9920 - 12 manufactured by Hamamatsu Photonics.

[0216] Table 3

[0217]

[0218] Referring to the results in Table 3, each of the devices in Examples 1 to 3 emits deep blue light or blue - green light in a wavelength range of about 459 nm to 489 nm. Therefore, when compared with the devices in the comparative examples that emit light in the ultraviolet or violet wavelength range (Table 2), the devices in the examples are more suitable as blue - light emitting materials. In addition, the devices in Examples 1 to 3 have an external quantum efficiency of about 5.2% to 20.9% and a maximum current efficiency of about 9.1 cd / A to 46.7 cd / A. Therefore, it is found that when compared with other fluorescent emitting materials that usually have an external quantum efficiency of about 5% or less, the devices in the examples have high efficiency characteristics. For example, the devices in Examples 2 and 3 have external quantum efficiencies of 13.3% and 20.9% respectively, and therefore, these devices have excellent luminous efficiencies.

[0219] The polycyclic compound according to an embodiment of the present disclosure includes an electron donor represented by Formula 1 and an electron acceptor represented by Formula 2 - 1 or Formula 2 - 2. Due to the spatial characteristics of the electron donor represented by Formula 1 and the electron acceptor represented by Formula 2 - 1 or Formula 2 - 2, a deformation of the molecular structure occurs, and the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) are separated. The separation of the HOMO and LUMO results in a reduced ΔE ST , and therefore, reverse intersystem crossing may occur, such that the polycyclic compound of the embodiment can be used as a thermally activated delayed fluorescence material.

[0220] In addition, each of Formula 2-1 and Formula 2-2 includes a structure in which B as an electron-accepting atom is directly bonded to O or S as an electron-supplying atom, and thus, the electron deficiency of B is alleviated (e.g., compensated) by O or S, such that the polycyclic compound can be used as a thermally activated delayed fluorescence material that emits light in the blue wavelength range.

[0221] The polycyclic compounds of the embodiments include an electron donor and an electron acceptor bonded to the electron donor. The electron donor may include an acridine derivative or a dibenzo-azasilahexacyclo derivative. The electron acceptor may include B as a ring-forming atom, O or S directly bonded to B, and may further contain a heterocyclic group in which three or five hexagonal rings are fused.

[0222] An organic electroluminescent device including the polycyclic compound according to the embodiments of the present disclosure can achieve high efficiency.

[0223] The polycyclic compound according to the embodiments of the present disclosure can be applied to an organic electroluminescent device to contribute to high efficiency.

[0224] Expressions such as “at least one / at least a kind of... ” or “at least one / at least a kind of selected from... ” when preceding a list of elements modify the entire list of elements and do not modify a single element in the list. In addition, when describing the embodiments of the present disclosure, the use of “may” means “one or more than one embodiment of the present disclosure”. In addition, the term “exemplary” is intended to mean an example or illustration.

[0225] As used herein, the terms “substantially”, “about” and similar terms are used as approximate terms and not as terms of degree, and are intended to account for the inherent deviations in measured or calculated values that would be recognized by a person of ordinary skill in the art. In addition, any numerical range recited herein is intended to include all sub-ranges of the same numerical precision subsumed within the recited range. For example, the range of “1.0 to 10.0” is intended to include all sub-ranges (and including the minimum and maximum values) between the recited minimum value of 1.0 and the recited maximum value of 10.0, that is, having a minimum value equal to or greater than 1.0 and a maximum value equal to or less than 10.0, for example, 2.4 to 7.6. Any maximum numerical limit recited herein is intended to include all lower numerical limits subsumed therein, and any minimum numerical limit recited in this specification is intended to include all higher numerical limits subsumed therein. Accordingly, the applicant reserves the right to modify this specification (including the claims) to expressly recite any sub-ranges subsumed within the ranges expressly recited herein. All such ranges are intended to be inherently described in this specification to clearly recite any such sub-ranges.

[0226] Although exemplary embodiments of the present disclosure have been described, it should be understood that the present disclosure should not be limited to these exemplary embodiments. However, various changes and modifications can be made by those of ordinary skill in the art within the spirit and scope of the claimed present disclosure and its equivalents.

Claims

1. A polycyclic compound represented by Formula 3-1 or Formula 3-2: Wherein in Formula 3-1 and Formula 3-2, R1 is a hydrogen atom, a deuterium atom, a substituted or unsubstituted amine group, a substituted or unsubstituted alkoxy group having 1 to 10 carbon atoms, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 20 ring carbon atoms, a is an integer from 0 to 8, X is CR2R3, R2 and R3 combine to form a dibenzo spiro ring, Y1 to Y3 are each independently O or S, R6 to R9 are each independently a hydrogen atom, a deuterium atom, a halogen atom, or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, b is an integer from 0 to 7, c is an integer from 0 to 5, d is an integer from 0 to 8, and e is an integer from 0 to 2.

2. The polycyclic compound according to claim 1, wherein Y2 and Y3 are both O, or Y2 and Y3 are both S.

3. The polycyclic compound according to claim 1, wherein R1 is a hydrogen atom, a methyl group, a tert-butyl group, a substituted or unsubstituted arylamine group having 6 to 20 ring carbon atoms, a substituted or unsubstituted phenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted thiophenyl group, a substituted or unsubstituted carbazolyl group, or a substituted or unsubstituted acridinyl group.

4. The polycyclic compound according to claim 1, wherein the polycyclic compound is any one of the compounds represented in Compound Group 1: Compound Group 1 5. An organic electroluminescent device, comprising: A first electrode; A second electrode on the first electrode; And A plurality of organic layers between the first electrode and the second electrode and including an emission layer, Wherein at least one of the plurality of organic layers contains the polycyclic compound according to any one of claims 1 to 4.

6. The organic electroluminescent device according to claim 5, Wherein the emission layer contains a host and a dopant, and The dopant includes the polycyclic compound.

7. The organic electroluminescent device according to claim 5, wherein the emission layer is intended to emit light in a wavelength range of 440 nm to 500 nm.

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