Light emitting device and polycyclic compound for the light emitting device

Abstract

A light-emitting element of one embodiment may include a first electrode, a second electrode, and a light-emitting layer disposed between the first electrode and the second electrode and comprising a compound represented by the following chemical formula 1, and may exhibit long lifespan and high efficiency characteristics. [Chemical Formula 1]

Description

Technology Field

[0001] The present invention relates to a light-emitting element and a polycyclic compound used in the light-emitting element. Background Technology

[0002] Recently, there has been active development of organic electroluminescence displays as image display devices. Unlike liquid crystal displays, organic electroluminescence displays are so-called self-emissive display devices that realize a display by causing a light-emitting material containing an organic compound in the light-emitting layer to emit light by recombining holes and electrons injected from a first electrode and a second electrode in the light-emitting layer.

[0003] In applying organic light-emitting diodes to display devices, there is a demand for lower driving voltage, higher luminous efficiency, and longer lifespan of the devices, and there is a continuous demand for the development of materials for organic light-emitting diodes that can stably realize these requirements.

[0004] In particular, recently, to realize high-efficiency organic electroluminescent devices, technologies for phosphorescent emission using triplet energy or delayed fluorescence emission using the phenomenon of triplet-triplet annihilation (TTA), in which a singlet exciton is generated by the collision of a triplet exciton, are being developed, and the development of thermally activated delayed fluorescence (TADF) materials using the delayed fluorescence phenomenon is underway. The problem to be solved

[0005] The objective of the present invention is to provide a light-emitting device with improved lifespan and efficiency.

[0006] Another objective of the present invention is to provide a polycyclic compound that is a material for light-emitting devices that improves lifespan and efficiency. means of solving the problem

[0007] One embodiment provides a light-emitting element comprising a first electrode, a second electrode disposed on the first electrode, and a light-emitting layer disposed between the first electrode and the second electrode, wherein the light-emitting layer comprises a first compound represented by the following chemical formula 1.

[0008] [Chemical Formula 1]

[0009]

[0010] In the above Chemical Formula 1, a, b, d, e, and f are each independently integers from 0 to 4, c is an integer from 0 to 3, and R 11 and R 12 Each is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 30 carbon atoms, or forms a ring by bonding to an adjacent group, and R 31, R 32, R 33, and R 34 Each is independently a hydrogen atom, a deuterium atom, and a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, and R 21 and R 22 Each is independently substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or forms a ring by combining with an adjacent group, and the above chemical formula 1 may include a structure in which any hydrogen atom in the molecule is substituted with a deuterium atom.

[0011] The above chemical formula 1 may be represented by any one of the following chemical formulas 2-1 to 2-4.

[0012] [Chemical Formula 2-1]

[0013]

[0014] [Chemical Formula 2-2]

[0015]

[0016] [Chemical Formula 2-3]

[0017]

[0018] [Chemical Formula 2-4]

[0019]

[0020] c to f, R in Chemical Formulas 2-1 to 2-4 above. 11 , R 12 , R 21 , R 22 , R 31 to R 34 It is identical to that defined in Chemical Formula 1 above, and may include a structure in which any hydrogen atom in the molecule is substituted with a deuterium atom.

[0021] R in Chemical Formula 1 above 11 may be a substituted or unsubstituted phenyl group, a substituted or unsubstituted carbazole group, an unsubstituted diphenylamine group, or an unsubstituted t-butyl group, and R 12 may be a substituted or unsubstituted phenyl group, a substituted or unsubstituted carbazole group, a cyano group, an unsubstituted diphenylamine group, or an unsubstituted t-butyl group.

[0022] The above chemical formula 1 may be represented by any one of the following chemical formulas 3-1 to 3-3.

[0023] [Chemical Formula 3-1]

[0024]

[0025] [Chemical Formula 3-2]

[0026]

[0027] [Chemical Formula 3-3]

[0028]

[0029] In the above chemical formulas 3-1 to 3-3, R 41 and R 42 are each independently 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 30 carbon atoms, or a substituted or unsubstituted heteroaryl group, g1 and h1 are each independently integers from 0 to 5, g2 and h2 are each independently integers from 0 to 4, and a to f, R 11 , R 12 , R 31 to R 34 The formula is identical to that defined in the above formula 1, and formulas 3-1 to 3-3 may include a structure in which any hydrogen atom in the molecule is substituted with a deuterium atom.

[0030] R in the above chemical formulas 3-1 to 3-3 41 and R 42 Each may independently be a substituted or unsubstituted phenyl group, a substituted or unsubstituted carbazole group, or an unsubstituted t-butyl group.

[0031] R in Chemical Formula 1 above 31 , R 32 , R 33 , and R 34 Each can independently be a hydrogen atom, a deuterium atom, or an unsubstituted t-butyl group.

[0032] One embodiment provides a light-emitting element comprising a first electrode, a second electrode disposed on the first electrode, and a light-emitting layer disposed between the first electrode and the second electrode, wherein the light-emitting layer further comprises at least one of a second compound and a third compound.

[0033] The above second compound may be represented by the following HT-1.

[0034] [Chemical Formula HT-1]

[0035]

[0036] In the above chemical formula HT-1, A1 to A9 are each independently N or CR 41 And, L1 is a direct linkage, substituted or unsubstituted cyclic arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted cyclic arylene group having 2 to 30 carbon atoms, and Y a is direct linkage, CR 42 R 43 , or SiR 44 R 45 And, Ar1 is a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 30 carbon atoms, and R 41 to R 45 Each is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thio group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms, or forms a ring by bonding with an adjacent group.

[0037] The above third compound may be represented by the following ET-1.

[0038] [Chemical Formula ET-1]

[0039]

[0040] In the above chemical formula ET-1, at least one of Y1 to Y3 is N and the remainder is CR a and R ais a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted ring-forming aryl group having 6 to 60 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 60 carbon atoms, b1 to b3 are each independently integers from 0 to 10, L1 to L3 are each independently direct linkage, a substituted or unsubstituted ring-forming arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroarylene group having 2 to 30 carbon atoms, and Ar1 to Ar3 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 30 carbon atoms.

[0041] Another embodiment provides a light-emitting element comprising a first electrode, a second electrode disposed on the first electrode, and a light-emitting layer disposed between the first electrode and the second electrode, wherein the light-emitting layer comprises a first compound represented by the following chemical formula A, a second compound represented by the following chemical formula HT-1, a third compound represented by the following chemical formula ET-1, and a fourth compound represented by the following chemical formula D-1.

[0042] [Chemical Formula A]

[0043]

[0044] In the above chemical formula A, L1 and L2 are direct bonds, x and y are each independently 0 or 1, c is an integer between 0 and 3 inclusive, d to f are each independently integers between 0 and 4 inclusive, g is an integer between 0 and 5 inclusive when x is 0, h is an integer between 0 and 5 inclusive when y is 0, g is an integer between 0 and 4 inclusive when x is 1, h is an integer between 0 and 4 inclusive when y is 1, and R 11 and R 12 Each is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 30 carbon atoms, or forms a ring by bonding to an adjacent group, and R 31, R 32, R 33, and R 34 Each is independently a hydrogen atom, a deuterium atom, and a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, and R 41 and R 42 Each is independently 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 ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group.

[0045] The above second compound may be represented by the following HT-1.

[0046] [Chemical Formula HT-1]

[0047]

[0048] In the above chemical formula HT-1, A1 to A9 are each independently N or CR 41And, L1 is a direct linkage, substituted or unsubstituted cyclic arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted cyclic arylene group having 2 to 30 carbon atoms, and Y a is direct linkage, CR 42 R 43 , or SiR 44 R 45 And, Ar1 is a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 30 carbon atoms, and R 41 to R 45 Each is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thio group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms, or forms a ring by bonding with an adjacent group.

[0049] The above third compound may be represented by the following ET-1.

[0050] [Chemical Formula ET-1]

[0051]

[0052] In the above chemical formula ET-1, at least one of Y1 to Y3 is N and the remainder is CR a and R ais a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted ring-forming aryl group having 6 to 60 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 60 carbon atoms, b1 to b3 are each independently integers from 0 to 10, L1 to L3 are each independently direct linkage, a substituted or unsubstituted ring-forming arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroarylene group having 2 to 30 carbon atoms, and Ar1 to Ar3 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 30 carbon atoms.

[0053] The above-mentioned fourth compound may be represented by D-1 below.

[0054] [Chemical Formula D-1]

[0055]

[0056] In chemical formula D-1, Q1 to Q4 are each independently C or N, C1 to C4 are each independently a substituted or unsubstituted ring-forming hydrocarbon ring having 5 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heterocyclic ring having 2 to 30 carbon atoms, and L 11 to L 13 Each is independently directly linked (direct linkage), , , , , a substituted or unsubstituted divalent alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cyclic arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted cyclic arylene group having 2 to 30 carbon atoms, wherein b1 to b3 are each independently 0 or 1, and R 61 to R 66 Each is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thio group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 carbon atoms, and R 61 to R 66 Each can combine with adjacent groups to form a ring, and d1 to d4 are each independently integers from 0 to 4, and the above formulas A, HT-1, ET-1 and D-1 may include a structure in which any hydrogen atom in the molecule is substituted with a deuterium atom.

[0057] R in the above chemical formula A 11 and R 12 Each may be independently represented as any one of the following moiety A-1 to A-10.

[0058]

[0059] In the above moiety A-1 to A-10, "D" is a deuterium atom.

[0060] A hole transport region is disposed between the first electrode and the light-emitting layer, and may further include an electron transport region disposed between the light-emitting layer and the second electrode.

[0061] The above-mentioned light-emitting layer may be a thermally active delayed fluorescent light-emitting layer.

[0062] The above-mentioned light-emitting layer may emit blue light.

[0063] Another embodiment provides a polycyclic compound represented by the following chemical formula 1.

[0064] [Chemical Formula 1]

[0065]

[0066] In the above Chemical Formula 1, a, b, d, e, and f are each independently integers from 0 to 4, c is an integer from 0 to 3, and R 11 and R 12 Each is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 30 carbon atoms, or forms a ring by bonding to an adjacent group, and R 31, R 32, R 33, and R 34 Each is independently a hydrogen atom, a deuterium atom, and a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, and R 21 and R 22 Each is independently substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or forms a ring by combining with an adjacent group, and the above chemical formula 1 may include a structure in which any hydrogen atom in the molecule is substituted with a deuterium atom.

[0067] The above chemical formula 1 may be represented by the following chemical formulas 2-1 to 2-4.

[0068] [Chemical Formula 2-1]

[0069]

[0070] [Chemical Formula 2-2]

[0071]

[0072] [Chemical Formula 2-3]

[0073]

[0074] [Chemical Formula 2-4]

[0075]

[0076] c to f, R in Chemical Formulas 2-1 to 2-4 above. 11 , R 12 , R 21 , R 22 , R 31 to R 34 It is identical to that defined in Chemical Formula 1 above, and may include a structure in which any hydrogen atom in the molecule is substituted with a deuterium atom.

[0077] R in Chemical Formula 1 above 11 is a substituted or unsubstituted phenyl group, a substituted or unsubstituted carbazole group, an unsubstituted diphenylamine group, or an unsubstituted t-butyl group, and R 12 may be a substituted or unsubstituted phenyl group, a substituted or unsubstituted carbazole group, a cyano group, an unsubstituted diphenylamine group, or an unsubstituted t-butyl group.

[0078] The above chemical formula 1 may be represented by the following chemical formula 3-1, chemical formula 3-2, or chemical formula 3-3.

[0079] [Chemical Formula 3-1]

[0080]

[0081] [Chemical Formula 3-2]

[0082]

[0083] [Chemical Formula 3-3]

[0084]

[0085] In the above chemical formulas 3-1 to 3-3, R 41 and R 42 are each independently 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 30 carbon atoms, or a substituted or unsubstituted heteroaryl group, g1 and h1 are each independently integers from 0 to 5, g2 and h2 are each independently integers from 0 to 4, and a to f, R 11 , R 12 , R 31 to R 34 The formula is identical to that defined in the above formula 1, and formulas 3-1 to 3-3 may include a structure in which any hydrogen atom in the molecule is substituted with a deuterium atom.

[0086] R in the above chemical formulas 3-1 to 3-3 41 and R 42 Each may independently be a substituted or unsubstituted phenyl group, a substituted or unsubstituted carbazole group, or an unsubstituted t-butyl group. Effects of the invention

[0087] A light-emitting device of one embodiment may include a polycyclic compound of one embodiment to exhibit improved light efficiency and long lifespan characteristics.

[0088] The polycyclic compound of one embodiment can contribute to improving the light efficiency and extending the lifespan of a light-emitting device. Brief explanation of the drawing

[0090] FIG. 1 is a plan view of a display device according to one embodiment of the present invention. FIG. 2 is a cross-sectional view of a display device according to one embodiment of the present invention. FIG. 3 is a cross-sectional view schematically showing a light-emitting element according to one embodiment of the present invention. FIG. 4 is a cross-sectional view schematically showing a light-emitting element according to one embodiment of the present invention. FIG. 5 is a cross-sectional view schematically showing a light-emitting element according to one embodiment of the present invention. FIG. 6 is a cross-sectional view schematically showing a light-emitting element according to one embodiment of the present invention. FIGS. 7 and FIGS. 8 are cross-sectional views of a display device according to one embodiment of the present invention. FIG. 9 is a cross-sectional view showing a display device according to one embodiment of the present invention. FIG. 10 is a cross-sectional view showing a display device according to one embodiment of the present invention. FIG. 11 is a schematic perspective view of an electronic device including a display device according to one embodiment of the present invention. Specific details for implementing the invention

[0091] The present invention is capable of various modifications and may take various forms, and specific embodiments are illustrated in the drawings and described in detail in the text. However, this is not intended to limit the invention to the specific disclosed forms, and it should be understood that the invention includes all modifications, equivalents, and substitutions that fall within the spirit and scope of the invention.

[0092] In describing each drawing, similar reference numerals have been used for similar components. In the attached drawings, the dimensions of the structures are depicted enlarged from their actual size for clarity of the invention. Terms such as "first," "second," etc., may be used to describe various components, but said components should not be limited by said terms. These terms are used solely for the purpose of distinguishing one component from another. For example, without departing from the scope of the invention, the first component may be named the second component, and similarly, the second component may be named the first component. A singular expression includes a plural expression unless the context clearly indicates otherwise.

[0093] In this application, terms such as "comprising" or "having" are intended to specify the existence of the features, numbers, steps, actions, components, parts, or combinations thereof described in the specification, and should be understood as not precluding the existence or addition of one or more other features, numbers, steps, actions, components, parts, or combinations thereof.

[0094] In this application, when a part such as a layer, film, region, or plate is described as being "on" or "upper" to another part, this includes not only cases where it is "immediately above" the other part, but also cases where there is another part in between. Conversely, when a part such as a layer, film, region, or plate is described as being "under" or "lower" to another part, this includes not only cases where it is "immediately below" the other part, but also cases where there is another part in between. Furthermore, in this application, being "placed on" may include cases where it is placed not only on the upper part but also on the lower part.

[0095] In this specification, "substituted or unsubstituted" may mean substituted or unsubstituted with one or more substituents selected from the group consisting of deuterium atoms, halogen atoms, cyano groups, nitro groups, amino groups, silyl groups, oxy groups, thio groups, sulfinyl groups, sulfonyl groups, carbonyl groups, boron groups, phosphine oxide groups, phosphine sulfide groups, alkyl groups, alkenyl groups, alkynyl groups, hydrocarbon ring groups, aryl groups, and heterocyclic groups. Additionally, each of the substituents exemplified above may be substituted or unsubstituted. For example, a biphenyl group may be interpreted as an aryl group or as a phenyl group substituted with a phenyl group.

[0096] In this specification, "forming a ring by combining with adjacent groups" may mean forming a substituted or unsubstituted hydrocarbon ring or a substituted or unsubstituted hetero ring by combining with adjacent groups. The hydrocarbon ring includes an aliphatic hydrocarbon ring and an aromatic hydrocarbon ring. The hetero ring includes an aliphatic hetero ring and an aromatic hetero ring. The hydrocarbon ring and the hetero ring may be monocyclic or polycyclic. Additionally, the ring formed by combining with each other may be connected to another ring to form a spiro structure.

[0097] In this specification, "adjacent group" may mean a substituent substituted on an atom directly connected to the atom on which the substituent is substituted, another substituent substituted on the atom on which the substituent is substituted, or a substituent that is stereostructively closest to the substituent. For example, in 1,2-dimethylbenzene, two methyl groups may be interpreted as "adjacent groups," and in 1,1-diethylcyclopentane, two ethyl groups may be interpreted as "adjacent groups." Additionally, in 4,5-dimethylphenanthrene, two methyl groups may be interpreted as "adjacent groups."

[0098] In this specification, examples of halogen atoms include fluorine atoms, chlorine atoms, bromine atoms, or iodine atoms.

[0099] In this specification, the alkyl group may be straight-chain, branched-chain, or cyclic. The number of carbon atoms in the alkyl group is 1 or more and 50 or less, 1 or more and 30 or less, 1 or more and 20 or less, 1 or more and 10 or less, or 1 or more and 6 or less. Examples of alkyl groups include methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, s-butyl group, t-butyl group, i-butyl group, 2-ethylbutyl group, 3,3-dimethylbutyl group, n-pentyl group, i-pentyl group, neopentyl group, t-pentyl group, cyclopentyl group, 1-methylpentyl group, 3-methylpentyl group, 2-ethylpentyl group, 4-methyl-2-pentyl group, n-hexyl group, 1-methylhexyl group, 2-ethylhexyl group, 2-butylhexyl group, cyclohexyl group, 4-methylcyclohexyl group, 4-t-butylcyclohexyl group, n-heptyl group, 1-methylheptyl group, 2,2-dimethylheptyl group, 2-ethylheptyl group, 2-butylheptyl group, n-octyl group, t-octyl group, 2-ethyloctyl group, 2-butyloctyl group, 2-hexyloctyl group, 3,7-dimethyloctyl group, cyclooctyl group, n-nonyl group, n-decyl group, adamantyl group, 2-ethyldecyl group, 2-butyldecyl group, 2-hexyldecyl group, 2-octyldecyl group, n-undecyl group, n-dodecyl group, 2-ethyldodecyl group, 2-butyldodecyl group, 2-hexyldodecyl group, 2-octyldodecyl group, n-tridecyl group, n-tetradecyl group, n-pentadecyl group, n-hexadecyl group, 2-ethylhexadecyl group, 2-butylhexadecyl group, 2-hexylhexadecyl group, 2-octylhexadecyl group, n-heptadecyl group, n-octadecyl group, Examples include, but are not limited to, n-nonadecyl groups, n-icosyl groups, 2-ethylicosyl groups, 2-butylicosyl groups, 2-hexylicosyl groups, 2-octylicosyl groups, n-henicosyl groups, n-docosyl groups, n-tricosyl groups, n-tetracosyl groups, n-pentacosyl groups, n-hexacosyl groups, n-heptacosyl groups, n-octacosyl groups, n-nonacosyl groups, and n-triacontyl groups.

[0100] In this specification, the alkyl group may be of the straight chain or branched chain type. The number of carbon atoms in the alkyl group is 1 or more and 50 or less, 1 or more and 30 or less, 1 or more and 20 or less, 1 or more and 10 or less, or 1 or more and 6 or less. Examples of alkyl groups include methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, s-butyl group, t-butyl group, i-butyl group, 2-ethylbutyl group, 3,3-dimethylbutyl group, n-pentyl group, i-pentyl group, neopentyl group, t-pentyl group, 1-methylpentyl group, 3-methylpentyl group, 2-ethylpentyl group, 4-methyl-2-pentyl group, n-hexyl group, 1-methylhexyl group, 2-ethylhexyl group, 2-butylhexyl group, n-heptyl group, 1-methylheptyl group, 2,2-dimethylheptyl group, 2-ethylheptyl group, 2-butylheptyl group, n-octyl group, t-octyl group, 2-ethyloctyl group, 2-butyloctyl group, 2-hexyloctyl group. 3,7-dimethyloctyl group, n-nonyl group, n-decyl group, adamantyl group, 2-ethyldecyl group, 2-butyldecyl group, 2-hexyldecyl group, 2-octyldecyl group, n-undecyl group, n-dodecyl group, 2-ethyldodecyl group, 2-butyldodecyl group, 2-hexyldodecyl group, 2-octyldodecyl group, n-tridecyl group, n-tetradecyl group, n-pentadecyl group, n-hexadecyl group, 2-ethylhexadecyl group, 2-butylhexadecyl group, 2-hexylhexadecyl group, 2-octylhexadecyl group, n-heptadecyl group, n-octadecyl group, n-nonadecyl group, n-icosyl group, 2-ethylicosyl group, 2-butylicosyl group, Examples include, but are not limited to, 2-hexylicosyl groups, 2-octylicosyl groups, n-henicosyl groups, n-docosyl groups, n-tricosyl groups, n-tetracosyl groups, n-pentacosyl groups, n-hexacosyl groups, n-heptacosyl groups, n-octacosyl groups, n-nonacosyl groups, and n-triacontyl groups.

[0101] In this specification, an alkenyl group refers to a hydrocarbon group comprising one or more carbon double bonds at the middle or terminal of an alkyl group having two or more carbon atoms. The alkenyl group may be straight or branched. The number of carbon atoms is not particularly limited, but is 2 to 30, 2 to 20, or 2 to 10. Examples of alkenyl groups include, but are not limited to, vinyl groups, 1-butenyl groups, 1-pentenyl groups, 1,3-butadienyl aryl groups, styrenyl groups, styrylvinyl groups, etc.

[0102] In this specification, an alkynyl group refers to a hydrocarbon group comprising one or more carbon triple bonds at the middle or terminal of an alkyl group having two or more carbon atoms. The alkynyl group may be straight or branched. The number of carbon atoms is not particularly limited, but is 2 to 30, 2 to 20, or 2 to 10. Specific examples of alkynyl groups may include, but are not limited to, ethinyl groups, propynyl groups, etc.

[0103] In this specification, a hydrocarbon ring group refers to any 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 carbon atoms forming the ring.

[0104] In this specification, an aryl group refers to any functional group or substituent derived from an aromatic hydrocarbon ring. The aryl group may be a monocyclic aryl group or a polycyclic aryl group. The number of ring-forming carbon atoms in the aryl group may be 6 or more and 30 or less, 6 or more and 20 or less, or 6 or more and 15 or less. Examples of aryl groups may include, but are not limited to, phenyl groups, naphthyl groups, fluorenyl groups, anthracenyl groups, phenanthryl groups, biphenyl groups, terphenyl groups, quarterphenyl groups, quinquephenyl groups, sexphenyl groups, triphenylenyl groups, pyrenyl groups, benzofluranthenyl groups, crisenyl groups, etc.

[0105] In this specification, the fluorenyl group may be substituted, and two substituents may be combined to form a spiro structure. Examples of cases where the fluorenyl group is substituted are as follows. However, it is not limited thereto.

[0106]

[0107] In this specification, a heterocyclic group may include one or more of B, O, N, P, Si, and S as heteroatoms. If the heterocyclic group includes two or more heteroatoms, the two or more heteroatoms may be identical or different from each other. The heterocyclic group may be a monocyclic heterocyclic group or a polycyclic heterocyclic group, and is a concept that includes a heteroaryl group. The number of ring-forming carbons of the heterocyclic group may be 2 or more and 30 or less, 2 or more and 20 or less, or 2 or more and 10 or less.

[0108] In this specification, the aliphatic heterocyclic group may include one or more of B, O, N, P, Si, and S as heteroatoms. The number of ring-forming carbon atoms in the aliphatic heterocyclic group may be 2 or more and 30 or less, 2 or more and 20 or less, or 2 or more and 10 or less. Examples of the aliphatic heterocyclic group include, but are not limited to, oxirane groups, thiran groups, pyrrolidine groups, piperidine groups, tetrahydrofuran groups, tetrahydrothiophene groups, thian groups, tetrahydropyran groups, 1,4-dioxane groups, etc.

[0109] In this specification, the heteroaryl group may include one or more of B, O, N, P, Si, and S as heteroatoms. If the heteroaryl group includes two or more heteroatoms, the two or more heteroatoms may be identical or different from each other. The heteroaryl group may be a monocyclic heterocyclic group or a polycyclic heterocyclic group. The number of ring-forming carbons in the heteroaryl group may be 2 or more and 30 or less, 2 or more and 20 or less, or 2 or more and 10 or less. Examples of heteroaryl groups include thiophene group, furan group, pyrrole group, imidazole group, pyridine group, bipyridine group, pyrimidine group, triazine group, triazole group, acryl group, pyridazine group, pyrazinyl group, quinoline group, quinazolin group, quinoxaline group, phenoxazine group, phthalazine group, pyridopyrimidine group, pyridopyrazine group, pyrazinopyrazine group, isoquinoline group, indole group, carbazole group, N-arylcarbazole group, N-heteroarylcarbazole group, N-alkylcarbazole group, benzoxazole group, benzimidazole group, benzothiazole group, benzocarbazole group, benzothiophen group, dibenzothiophen group, thienothiophene group, benzofuran group, phenanthroline group, thiazole group, There are isooxazole groups, oxazole groups, oxadiazole groups, thiadiaazole groups, phenothiazine groups, dibenzosilol groups and dibenzofuran groups, but are not limited to these.

[0110] In this specification, the description of the aryl group described above may apply except that the arylene group is a divalent group. The description of the heteroaryl group described above may apply except that the heteroarylene group is a divalent group.

[0111] In this specification, silyl groups include alkyl silyl groups and aryl silyl groups. Examples of silyl groups include, but are not limited to, trimethylsilyl groups, triethylsilyl groups, t-butyldimethylsilyl groups, vinyldimethylsilyl groups, propyldimethylsilyl groups, triphenylsilyl groups, diphenylsilyl groups, phenylsilyl groups, etc.

[0112] In this specification, the number of carbon atoms in the amino group is not particularly limited, but may be 1 or more and 30 or less. The amino group may include an alkyl amino group, an aryl amino group, or a heteroaryl amino group. Examples of amino groups include, but are not limited to, methylamino groups, dimethylamino groups, phenylamino groups, diphenylamino groups, naphthylamino groups, 9-methyl-anthracenylamino groups, triphenylamino groups, etc.

[0113] In this specification, the number of carbon atoms in the carbonyl group is not particularly limited, but may be 1 to 40 or fewer, 1 to 30 or fewer, or 1 to 20 or fewer. For example, it may have the following structure, but is not limited thereto.

[0114]

[0115] In this specification, the number of carbon atoms in the sulfinyl group and the sulfonyl group is not particularly limited, but may be 1 or more and 30 or less. The sulfinyl group may include an alkyl sulfinyl group and an aryl sulfinyl group. The sulfonyl group may include an alkyl sulfonyl group and an aryl sulfonyl group.

[0116] In this specification, the thio group may include alkyl thio groups and aryl thio groups. The thio group may mean that a sulfur atom is bonded to the alkyl or aryl group defined above. Examples of thio groups include, but are not limited to, methyl thio group, ethyl thio group, propyl thio group, pentyl thio group, hexyl thio group, octyl thio group, dodecyl thio group, cyclopentyl thio group, cyclohexyl thio group, phenyl thio group, naphthyl thio group, etc.

[0117] In this specification, an oxy group may refer to an alkyl group or aryl group defined above in which an oxygen atom is bonded. An oxy group may include an alkoxy group and an aryl oxy group. An alkoxy group may be a straight chain, a branched chain, or a cyclic chain. The number of carbon atoms in an alkoxy group is not particularly limited, but may be, for example, 1 or more and 20 or less, or 1 or more and 10 or less. Examples of oxy groups include, but are not limited to, methoxy, ethoxy, n-propoxy, isopropoxy, butoxy, pentyloxy, hexyloxy, octyloxy, nonyloxy, decyloxy, benzyloxy, etc.

[0118] In this specification, a boron group may mean that a boron atom is bonded to the alkyl group or aryl group defined above. Boron groups include alkyl boron groups and aryl boron groups. Examples of boron groups include, but are not limited to, dimethyl boron groups, diethyl boron groups, t-butylmethyl boron groups, diphenyl boron groups, phenyl boron groups, etc.

[0119] In this specification, the number of carbon atoms in the amine group is not particularly limited, but may be 1 or more and 30 or less. The amine group may include alkyl amine groups and aryl amine groups. Examples of amine groups include, but are not limited to, methylamine groups, dimethylamine groups, phenylamine groups, diphenylamine groups, naphthylamine groups, 9-methyl-anthracenylamine groups, triphenylamine groups, etc.

[0120] In this specification, among alkyl thio groups, alkyl sulfoxy groups, alkyl aryl groups, alkyl amino groups, alkyl boron groups, alkyl silyl groups, and alkyl amine groups, the alkyl groups are the same as the examples of alkyl groups described above.

[0121] In this specification, the aryl group among the aryloxy group, arylthio group, arylsulfoxy group, arylamino group, arylboron group, arylsilyl group, and arylamine group is the same as the examples of aryl groups described above.

[0122] In this specification, direct linkage may mean a single linkage.

[0123] Meanwhile, in this specification " " and " " means the location where it is connected.

[0124] Hereinafter, an embodiment of the present invention will be described with reference to the drawings.

[0125] FIG. 1 is a plan view showing one embodiment of a display device (DD). FIG. 2 is a cross-sectional view of the display device (DD) of one embodiment. FIG. 2 is a cross-sectional view showing the portion corresponding to line I-I' of FIG. 1.

[0126] A display device (DD) may include a display panel (DP) and an optical layer (PP) disposed on the display panel (DP). The display panel (DP) includes light-emitting elements (ED-1, ED-2, ED-3). The display device (DD) may include a plurality of light-emitting elements (ED-1, ED-2, ED-3). The optical layer (PP) is disposed on the display panel (DP) to control reflected light from the display panel (DP) caused by external light. The optical layer (PP) may include, for example, a polarizing layer or a color filter layer. Meanwhile, unlike what is shown in the drawings, the optical layer (PP) may be omitted in the display device (DD) of one embodiment.

[0127] A base substrate (BL) may be disposed on the optical layer (PP). The base substrate (BL) may be a member that provides a base surface on which the optical layer (PP) is disposed. The base substrate (BL) may be a glass substrate, a metal substrate, a plastic substrate, etc. However, the embodiments are not limited thereto, and the base substrate (BL) may be an inorganic layer, an organic layer, or a composite material layer. In addition, unlike what is illustrated, the base substrate (BL) may be omitted in one embodiment.

[0128] A display device (DD) according to one embodiment may further include a filling layer (not shown). The filling layer (not shown) may be disposed between a display element layer (DP-ED) and a base substrate (BL). The filling layer (not shown) may be an organic layer. The filling layer (not shown) may include at least one of an acrylic resin, a silicone resin, and an epoxy resin.

[0129] The display panel (DP) may include a base layer (BS), a circuit layer (DP-CL) provided on the base layer (BS), and a display element layer (DP-ED). The display element layer (DP-ED) may include a pixel defining layer (PDL), light-emitting elements (ED-1, ED-2, ED-3) disposed between the pixel defining layers (PDL), and an encapsulation layer (TFE) disposed on the light-emitting elements (ED-1, ED-2, ED-3).

[0130] The base layer (BS) may be a member that provides a base surface on which the display element layer (DP-ED) is placed. The base layer (BS) may be a glass substrate, a metal substrate, a plastic substrate, etc. However, the embodiments are not limited thereto, and the base layer (BS) may be an inorganic layer, an organic layer, or a composite material layer.

[0131] In one embodiment, the circuit layer (DP-CL) is disposed on the base layer (BS), and the circuit layer (DP-CL) may include a plurality of transistors (not shown). Each of the transistors (not shown) may include a control electrode, an input electrode, and an output electrode. For example, the circuit layer (DP-CL) may include a switching transistor and a driving transistor for driving light-emitting elements (ED-1, ED-2, ED-3) of the display element layer (DP-ED).

[0132] Each of the light-emitting elements (ED-1, ED-2, ED-3) may have the structure of a light-emitting element (ED) according to one embodiment of FIGS. 3 to 6 described below. Each of the light-emitting elements (ED-1, ED-2, ED-3) may include a first electrode (EL1), a hole transport region (HTR), a light-emitting layer (EML-R, EML-G, EML-B), an electron transport region (ETR), and a second electrode (EL2).

[0133] FIG. 2 illustrates an embodiment in which the light-emitting layers (EML-R, EML-G, EML-B) of light-emitting elements (ED-1, ED-2, ED-3) are disposed within an opening (OH) defined in a pixel defining film (PDL), and the hole transport region (HTR), electron transport region (ETR), and second electrode (EL2) are provided as a common layer throughout the light-emitting elements (ED-1, ED-2, ED-3). However, the embodiment is not limited thereto, and unlike FIG. 2, in one embodiment, the hole transport region (HTR) and electron transport region (ETR) may be patterned and provided within the opening (OH) defined in the pixel defining film (PDL). For example, in one embodiment, the hole transport region (HTR), light-emitting layer (EML-R, EML-G, EML-B), and electron transport region (ETR) of the light-emitting element (ED-1, ED-2, ED-3) may be provided by patterning using an inkjet printing method.

[0134] The encapsulation layer (TFE) may cover light-emitting elements (ED-1, ED-2, ED-3). The encapsulation layer (TFE) may seal a display element layer (DP-ED). The encapsulation layer (TFE) may be a thin film encapsulation layer. The encapsulation layer (TFE) may be a single layer or a plurality of layers stacked. The encapsulation layer (TFE) includes at least one insulating layer. The encapsulation layer (TFE) according to one embodiment may include at least one inorganic film (hereinafter, encapsulation inorganic film). Additionally, the encapsulation layer (TFE) according to one embodiment may include at least one organic film (hereinafter, encapsulation organic film) and at least one encapsulation inorganic film.

[0135] The encapsulation inorganic film protects the display device layer (DP-ED) from moisture / oxygen, and the encapsulation organic film protects the display device layer (DP-ED) from foreign substances such as dust particles. The encapsulation inorganic film may include silicon nitride, silicon oxynitride, silicon oxide, titanium oxide, or aluminum oxide, but is not particularly limited thereto. The encapsulation organic film may include acrylic compounds, epoxy compounds, etc. The encapsulation organic film may include photopolymerizable organic materials and is not particularly limited thereto.

[0136] The encapsulation layer (TFE) can be placed on the second electrode (EL2) and can fill the opening (OH).

[0137] Referring to FIGS. 1 and 2, the display device (DD) may include a non-emissive region (NPXA) and emissive regions (PXA-R, PXA-G, PXA-B). Each of the emissive regions (PXA-R, PXA-G, PXA-B) may be a region where light generated from each of the emissive elements (ED-1, ED-2, ED-3) is emitted. The emissive regions (PXA-R, PXA-G, PXA-B) may be spaced apart from each other in a plane.

[0138] Each of the light-emitting regions (PXA-R, PXA-G, PXA-B) may be a region separated by a pixel defining film (PDL). Non-light-emitting regions (NPXA) may be regions between adjacent light-emitting regions (PXA-R, PXA-G, PXA-B) and may be regions corresponding to the pixel defining film (PDL). Meanwhile, in this specification, each of the light-emitting regions (PXA-R, PXA-G, PXA-B) may correspond to a pixel. The pixel defining film (PDL) may separate light-emitting elements (ED-1, ED-2, ED-3). The light-emitting layers (EML-R, EML-G, EML-B) of the light-emitting elements (ED-1, ED-2, ED-3) may be separated by being placed in an opening (OH) defined in the pixel defining film (PDL).

[0139] The light-emitting regions (PXA-R, PXA-G, PXA-B) can be divided into multiple groups according to the color of light generated from the light-emitting elements (ED-1, ED-2, ED-3). In the display device (DD) of one embodiment illustrated in FIGS. 1 and 2, three light-emitting regions (PXA-R, PXA-G, PXA-B) emitting red light, green light, and blue light are illustrated as examples. For example, the display device (DD) of one embodiment may include a red light-emitting region (PXA-R), a green light-emitting region (PXA-G), and a blue light-emitting region (PXA-B) that are distinct from each other.

[0140] In a display device (DD) according to one embodiment, a plurality of light-emitting elements (ED-1, ED-2, ED-3) may emit light in different wavelength regions. For example, in one embodiment, the display device (DD) may include a first light-emitting element (ED-1) that emits red light, a second light-emitting element (ED-2) that emits green light, and a third light-emitting element (ED-3) that emits blue light. That is, the red light-emitting region (PXA-R), the green light-emitting region (PXA-G), and the blue light-emitting region (PXA-B) of the display device (DD) may correspond to the first light-emitting element (ED-1), the second light-emitting element (ED-2), and the third light-emitting element (ED-3), respectively.

[0141] However, the embodiments are not limited thereto, and the first to third light-emitting elements (ED-1, ED-2, ED-3) may emit light in the same wavelength range, or at least one may emit light in a different wavelength range. For example, the first to third light-emitting elements (ED-1, ED-2, ED-3) may all emit blue light.

[0142] In a display device (DD) according to one embodiment, the light-emitting regions (PXA-R, PXA-G, PXA-B) may be arranged in a stripe shape. Referring to FIG. 1, a plurality of red light-emitting regions (PXA-R), a plurality of green light-emitting regions (PXA-G), and a plurality of blue light-emitting regions (PXA-B) may each be aligned along a second directional axis (DR2). Additionally, they may be arranged alternately along a first directional axis (DR1) in the order of red light-emitting regions (PXA-R), green light-emitting regions (PXA-G), and blue light-emitting regions (PXA-B).

[0143] In FIGS. 1 and 2, the areas of the light-emitting regions (PXA-R, PXA-G, PXA-B) are all depicted as similar, but the embodiment is not limited thereto, and the areas of the light-emitting regions (PXA-R, PXA-G, PXA-B) may differ from one another depending on the wavelength range of the emitted light. Meanwhile, the areas of the light-emitting regions (PXA-R, PXA-G, PXA-B) may refer to the area when viewed on a plane defined by the first directional axis (DR1) and the second directional axis (DR2).

[0144] Meanwhile, the arrangement of the light-emitting regions (PXA-R, PXA-G, PXA-B) is not limited to that shown in FIG. 1, and the order in which the red light-emitting region (PXA-R), the green light-emitting region (PXA-G), and the blue light-emitting region (PXA-B) are arranged can be provided in various combinations according to the characteristics of the display quality required by the display device (DD). For example, the arrangement of the light-emitting regions (PXA-R, PXA-G, PXA-B) may be a Pentile arrangement or a Diamond Pixel arrangement.

[0145] Additionally, the areas of the light-emitting regions (PXA-R, PXA-G, PXA-B) may differ from each other. For example, in one embodiment, the area of ​​the green light-emitting region (PXA-G) may be smaller than the area of ​​the blue light-emitting region (PXA-B), but the embodiment is not limited thereto.

[0146] Hereinafter, FIGS. 3 to 6 are cross-sectional views schematically illustrating a light-emitting element according to one embodiment. A light-emitting element (ED) according to one embodiment may include a first electrode (EL1), a hole transport region (HTR), a light-emitting layer (EML), an electron transport region (ETR), and a second electrode (EL2) that are sequentially stacked.

[0147] FIG. 4 shows a cross-sectional view of a light-emitting device (ED) of an embodiment in which, compared with FIG. 3, 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). FIG. 5 also shows a cross-sectional view of a light-emitting device (ED) of an embodiment in which, compared with FIG. 3, 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). FIG. 6 shows a cross-sectional view of a light-emitting device (ED) of an embodiment in which, compared with FIG. 4, a capping layer (CPL) disposed on a second electrode (EL2).

[0148] The first electrode (EL1) has conductivity. The first electrode (EL1) may be formed of a metal material, a metal alloy, or a conductive compound. The first electrode (EL1) may be an anode or a cathode. However, the embodiments are not limited thereto. Additionally, the first electrode (EL1) may be a pixel electrode. The first electrode (EL1) may be a transmissive electrode, a transmissive electrode, or a reflective electrode. The first electrode (EL1) may be a transmissive electrode, a transmissive electrode, or a reflective electrode. The first electrode (EL1) may comprise at least one selected from Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, LiF, Mo, Ti, W, In, Sn, and Zn, at least two compounds selected from these, at least two mixtures selected from these, or oxides thereof.

[0149] If the first electrode (EL1) is a transparent electrode, the first electrode (EL1) may include a transparent metal oxide, for example, ITO (indium tin oxide), IZO (indium zinc oxide), ZnO (zinc oxide), ITZO (indium tin zinc oxide), etc. If the first electrode (EL1) is a semitransparent 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 (layered structure of LiF and Ca), LiF / Al (layered structure of LiF and Al), Mo, Ti, W, or a compound or mixture thereof (for example, a mixture of Ag and Mg). Alternatively, the first electrode (EL1) may have a plurality of layer structures including a reflective film or a semi-transparent film formed of the above material and a transparent conductive film formed of ITO (indium tin oxide), IZO (indium zinc oxide), ZnO (zinc oxide), ITZO (indium tin zinc oxide), etc. For example, the first electrode (EL1) may have a three-layer structure of ITO / Ag / ITO, but is not limited thereto. Furthermore, the embodiments are not limited thereto, and the first electrode (EL1) may include the metal material described above, a combination of two or more metal materials selected from the metal materials described above, or oxides of the metal materials described above. The thickness of the first electrode (EL1) may be about 700 Å to about 10000 Å. For example, the thickness of the first electrode (EL1) may be about 1000 Å to about 3000 Å.

[0150] A hole transport region (HTR) is provided on the first electrode (EL1). The hole transport region (HTR) may include at least one of a hole injection layer (HIL), a hole transport layer (HTL), a buffer layer or a light-emitting auxiliary layer (not shown), and an electron blocking layer (EBL). The thickness of the hole transport region (HTR) may be, for example, about 50 Å to about 15,000 Å.

[0151] The hole transport region (HTR) may have a multilayer structure consisting of a single layer made of a single material, a single layer made of multiple different materials, or multiple layers made of multiple different materials.

[0152] For example, the hole transport region (HTR) may have a single-layer structure of a hole injection layer (HIL) or a hole transport layer (HTL), or a single-layer structure composed of a hole injection material and a hole transport material. Additionally, the hole transport region (HTR) may have a single-layer structure composed of multiple 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) / buffer layer (not shown), a hole injection layer (HIL) / buffer layer (not shown), a hole transport layer (HTL) / buffer layer (not shown), or a hole injection layer (HIL) / hole transport layer (HTL) / electron blocking layer (EBL) stacked sequentially from the first electrode (EL1), but the embodiments are not limited thereto.

[0153] Hole transport regions (HTRs) can be formed using various methods such as vacuum deposition, spin coating, casting, LB method (Langmuir-Blodgett), inkjet printing, laser printing, and laser induced thermal imaging (LITI).

[0154] The hole transport region (HTR) may include a compound represented by the following chemical formula H-1.

[0155] [Chemical Formula H-1]

[0156]

[0157] In the above chemical formula H-1, L1 and L2 may each independently be a direct linkage, substituted or unsubstituted ring-forming arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroarylene group having 2 to 30 carbon atoms. a and b may each independently be integers from 0 to 10. Meanwhile, if a or b is an integer of 2 or more, a plurality of L1 and L2 may each independently be a substituted or unsubstituted ring-forming arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroarylene group having 2 to 30 carbon atoms.

[0158] In chemical formula H-1, Ar1 and Ar2 may each independently be a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 30 carbon atoms. Additionally, in chemical formula H-1, Ar3 may be a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms.

[0159] The compound represented by the above formula H-1 may be a monoamine compound. Alternatively, the compound represented by the above formula H-1 may be a diamine compound in which at least one of Ar-1 to Ar3 comprises an amine group as a substituent. Additionally, the compound represented by the above formula H-1 may be a carbazole compound comprising a carbazole group substituted or unsubstituted on at least one of Ar1 and Ar2, or a fluorene compound comprising a fluorene group substituted or unsubstituted on at least one of Ar1 and Ar2.

[0160] The compound represented by the chemical formula H-1 may be represented as any one of the compounds in the following compound group H. However, the compounds listed in the following compound group H are exemplary, and the compound represented by the chemical formula H-1 is not limited to those listed in the following compound group H.

[0161] [Compound Group H]

[0162]

[0163]

[0164]

[0165]

[0166]

[0167] The hole transport region (HTR) is phthalocyanine compounds such as copper phthalocyanine, DNTPD(N 1 ,N 1' -([1,1'-biphenyl]-4,4'-diyl)bis(N 1 -phenyl-N 4 ,N 4-di-m-tolylbenzene-1,4-diamine)), m-MTDATA(4,4',4"-[tris(3-methylphenyl)phenylamino] triphenylamine), TDATA(4,4'4"-Tris(N,N-diphenylamino)triphenylamine), 2-TNATA(4,4',4"-tris[N(2-naphthyl)-N-phenylamino]-triphenylamine), PEDOT / PSS(Poly(3,4-ethylenedioxythiophene) / Poly(4-styrenesulfonate)), PANI / DBSA(Polyaniline / Dodecylbenzenesulfonic acid), PANI / CSA(Polyaniline / Camphor sulfonicacid), PANI / PSS(Polyaniline / Poly(4-styrenesulfonate)), NPB(N,N'-di(naphthalene-l-yl)-N,N'-diphenyl-benzidine), 트리페닐아민을 포함하는 폴리에테르케톤(TPAPEK), 4-Isopropyl-4'-methyldiphenyliodonium [Tetrakis(pentafluorophenyl)borate], HATCN(dipyrazino[2,3-f: 2',3'-h] quinoxaline-2,3,6,7,10,11-hexacarbonitrile) 등을 포함할 수 있다.

[0168] The hole transport region (HTR) may include carbazole derivatives such as N-phenylcarbazole and polyvinylcarbazole, fluorene derivatives, triphenylamine derivatives such as TPD (N,N'-bis(3-methylphenyl)-N,N'-diphenyl-[1,1'-biphenyl]-4,4'-diamine) and TCTA (4,4',4"-tris(N-carbazolyl)triphenylamine), NPB (N,N'-di(naphthalene-l-yl)-N,N'-diphenyl-benzidine), TAPC (4,4'-Cyclohexylidene bis[N,N-bis(4-methylphenyl)benzenamine]), HMTPD (4,4'-Bis[N,N'-(3-tolyl)amino]-3,3'-dimethylbiphenyl), mCP (1,3-Bis(N-carbazolyl)benzene), etc. there is.

[0169] Additionally, the hole transport region (HTR) may include CzSi (9-(4-tert-Butylphenyl)-3,6-bis(triphenylsilyl)-9H-carbazole), CCP (9-phenyl-9H-3,9'-bicarbazole), or mDCP (1,3-bis(1,8-dimethyl-9H-carbazol-9-yl)benzene), etc.

[0170] The hole transport region (HTR) may include compounds of the hole transport region described above in at least one of the hole injection layer (HIL), hole transport layer (HTL), and electron blocking layer (EBL).

[0171] The thickness of the hole transport region (HTR) may be about 100 Å to about 10000 Å, for example, about 100 Å to about 5000 Å. If the hole transport region (HTR) includes a hole injection layer (HIL), the thickness of the hole injection layer (HIL) may be, for example, about 30 Å to about 1000 Å. If the hole transport region (HTR) includes a hole transport layer (HTL), the thickness of the hole transport layer (HTL) may be about 30 Å to about 1000 Å. For example, if the hole transport region (HTR) includes an electron blocking layer (EBL), the thickness of the electron blocking layer (EBL) may be about 10 Å to about 1000 Å. When the thicknesses of the hole transport region (HTR), hole injection layer (HIL), hole transport layer (HTL), and electron blocking layer (EBL) satisfy the ranges described above, satisfactory hole transport characteristics can be obtained without a substantial increase in driving voltage.

[0172] In addition to the aforementioned materials, the hole transport region (HTR) may further include a charge-generating material to enhance conductivity. The charge-generating material may be uniformly or non-uniformly dispersed within the hole transport region (HTR). The charge-generating material may be, for example, a p-dopant. The p-dopant may include at least one of a metal halide compound, a quinone derivative, a metal oxide, and a cyano group-containing compound, but is not limited thereto. For example, p-dopants may include metal halide compounds such as CuI and RbI, quinone derivatives such as TCNQ (Tetracyanoquinodimethane) and F4-TCNQ (2,3,5,6-tetrafluoro-7,7'8,8-tetracyanoquinodimethane), metal oxides such as tungsten oxide and molybdenum oxide, and cyano group-containing compounds such as HATCN (dipyrazino[2,3-f: 2',3'-h] quinoxaline-2,3,6,7,10,11-hexacarbonitrile) and NDP9 (4-[[2,3-bis[cyano-(4-cyano-2,3,5,6-tetrafluorophenyl)methylidene]cyclopropylidene]-cyanomethyl]-2,3,5,6-tetrafluorobenzonitrile), but the examples are not limited thereto.

[0173] As described above, the hole transport region (HTR) may further include at least one of a buffer layer (not shown) and an electron blocking layer (EBL) in addition to the hole injection layer (HIL) and the hole transport layer (HTL). The buffer layer (not shown) can increase light emission efficiency by compensating for the resonance distance according to the wavelength of light emitted from the light-emitting layer (EML). The material included in the buffer layer (not shown) may be a material that can be included in the hole transport region (HTR). The electron blocking layer (EBL) is a layer that serves to prevent electron injection from the electron transport region (ETR) into the hole transport region (HTR).

[0174] An emissive layer (EML) is provided on a hole transport region (HTR). The emissive layer (EML) may have a thickness of, for example, about 100 Å to about 1000 Å or about 100 Å to about 300 Å. The emissive layer (EML) may have a multilayer structure consisting of a single layer made of a single material, a single layer made of multiple different materials, or multiple layers made of multiple different materials.

[0175] In one embodiment, the light-emitting layer (EML) may include a polycyclic compound of one embodiment. The polycyclic compound of one embodiment may be a dopant material. Meanwhile, in this specification, the polycyclic compound of one embodiment may be referred to as the first compound.

[0176] A polycyclic compound of one embodiment may include a structure in which a plurality of aromatic rings are condensed through one boron atom and two nitrogen atoms. For example, a polycyclic compound of one embodiment may include three aromatic rings bonded through one boron atom and two nitrogen atoms. In this specification, a structure in which three aromatic rings are bonded through one boron atom and two nitrogen atoms may be referred to as a "core." The "core" of a structure in which three aromatic rings are bonded through one boron atom and two nitrogen atoms may have the following structure.

[0177]

[0178] Additionally, the polycyclic compound may have a structure in which five aromatic rings are condensed through one boron atom and two nitrogen atoms. In this specification, the structure in which five aromatic rings are bonded through a boron atom and two nitrogen atoms may be referred to as the "core." The "core" of the structure in which five aromatic rings are bonded through one boron atom and two nitrogen atoms may have the following structure, and the benzene directly bonded to both the boron atom and the two nitrogen atoms in the core is defined as the A' ring.

[0179]

[0180] The polycyclic compound of one embodiment may be substituted with tetrabenzoazonine, which is a nine-membered ring. For example, the polycyclic compound of one embodiment may be substituted with tetrabenzoazonine on the A' ring of the core. The benzoazonine substituted on the A' of the core is a bulky substituent and can induce a twist between the core and the benzoazonine. In the twisted molecular structure, the benzoazonine can shield the outer shell of the core. Accordingly, the polycyclic compound of one embodiment may exhibit structural stability.

[0181] In addition, the polycyclic compound of one embodiment has a twisted structure, which can limit intermolecular π-π stacking. Accordingly, the polycyclic compound of one embodiment has reduced dexter energy transitions and can exhibit excellent luminescence efficiency.

[0182] Meanwhile, the polycyclic compound of one embodiment can be energetically stabilized by the bonding of tetrabenzoazonine. Specifically, the polycyclic compound of one embodiment has a triplet state energy 0.03 to 0.14 eV lower than a compound in which tetrabenzoazonine is not bonded to the core structure, and as a result, the dexter energy transition is reduced, thereby exhibiting excellent luminescence efficiency.

[0183]

[0184] The polycyclic compound of one embodiment has a structure with improved stability, which can contribute to improving the lifespan and efficiency of the light-emitting device (ED). In addition, the light-emitting device (ED) of one embodiment can exhibit improved light efficiency and long lifespan characteristics by including the polycyclic compound of one embodiment with improved stability in the light-emitting layer (EML).

[0185] A polycyclic compound of one embodiment can be represented by Chemical Formula 1. Chemical Formula 1 includes a core in which three benzene rings are condensed by one boron atom and two nitrogen atoms.

[0186] [Chemical Formula 1]

[0187]

[0188] a, b, d, e, and f can each independently be integers from 0 to 4, and c can be an integer from 0 to 3. a is R substituted into the core. 11 It can mean the number of. For example, if a is 0, R 11 It means that is not substituted, and if a is 1, R 11 It can mean that one is substituted. The case where a is 0 is that a is 4 and there are 4 Rs 11 It may be the same as the case where they are all hydrogen atoms. Meanwhile, if a is an integer greater than or equal to 2, multiple R 11 All of them may be the same, or at least one may be different from the rest.

[0189] b is R substituted into the core 12 It can mean the number of. For example, if b is 0, R 12 It means that is not substituted, and if b is 1, R 12 It can mean that one is substituted. The case where b is 0 is b is 4 and 4 R's 12It may be the same as the case where all are hydrogen atoms. Meanwhile, if b is an integer greater than or equal to 2, multiple R 12 All of them may be the same, or at least one may be different from the rest.

[0190] c, d, e, and f are R substituted in the benzoazonine condensed boron compound, respectively. 31 , R 32 , R 33 and R 34 It can mean the number of. For example, if c is 0, R 31 It means that it is not substituted, and if c is 1, R 31 It can mean that one is substituted. The case where c is 0 is c is 3 and there are 3 Rs 31 It may be the same as the case where they are all hydrogen atoms. Meanwhile, if c is an integer greater than or equal to 2, multiple R 31 All of them may be identical, or at least one may be different from the rest. Meanwhile, d through f and R 32 to R 34 The relationship between c and R 31 The same content as the explanation of the relationship regarding can be applied.

[0191] R 11 and R 12 Each of the following may independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 30 carbon atoms, or may form a ring by combining with an adjacent group. For example, R 11 is a substituted or unsubstituted phenyl group, a substituted or unsubstituted carbazole group, an unsubstituted diphenylamine group, or an unsubstituted t-butyl group, and R 12may be a substituted or unsubstituted phenyl group, a substituted or unsubstituted carbazole group, a cyano group, an unsubstituted diphenylamine group, or an unsubstituted t-butyl group.

[0192] R 31, R 32, R 33, and R 34 Each may independently be a hydrogen atom, a deuterium atom, and a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms. For example, R 31 , R 32 , R 33 , and R 34 Each can independently be a hydrogen atom, a deuterium atom, or an unsubstituted t-butyl group. Meanwhile, R 31, R 32, R 33, and R 34 All of them may be the same, or at least one may be different from the rest.

[0193] R 21 and R 22 Each is independently a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or can form a ring by combining with an adjacent group. 21 and R 22 They may be identical or different from each other.

[0194] Meanwhile, the above chemical formula 1 may include a structure in which any hydrogen atom in the molecule is substituted with a deuterium atom.

[0195] The polycyclic compound of one embodiment can be represented by Chemical Formula 2-1 to Chemical Formula 2-4.

[0196] [Chemical Formula 2-1]

[0197]

[0198] [Chemical Formula 2-2]

[0199]

[0200] [Chemical Formula 2-3]

[0201]

[0202] [Chemical Formula 2-4]

[0203]

[0204] Chemical formulas 2-1 to 2-4 are R 11 , R 12 This indicates the positions where substitution can occur. Chemical formula 2-1 is R 11 and R 12 This is the case where each is at the boron atom and the para position. Chemical formula 2-2 is R 11 This boron atom is in the para position and R 12 This is the case where it is in a meta position with the boron atom. Chemical formula 2-3 is R 11 and R 12 This is the case where each is in a meta position with the boron atom. Chemical formula 2-4 is R 11 This boron atom is in a meta position and R 12 This is the case where the boron atom is in the para position.

[0205] In the above chemical formulas 2-1 to 2-4, c to f, R 11 , R 12 , R 21 , R 22 , R 31 to R 34 The same content as defined in Chemical Formula 1 above may be applied. Meanwhile, Chemical Formulas 2-1 to 2-4 may include a structure in which any hydrogen atom in the molecule is substituted with a deuterium atom.

[0206] The polycyclic compound of one embodiment can be represented by Chemical Formula 3-1 to Chemical Formula 3-3.

[0207] [Chemical Formula 3-1]

[0208]

[0209] [Chemical Formula 3-2]

[0210]

[0211] [Chemical Formula 3-3]

[0212]

[0213] Chemical formulas 3-1 to 3-3 are R in chemical formula 1 21 and R 22 This is the case where is a phenyl group. Chemical formula 3-1 is R 41 The phenyl group bonded to R 11 Without forming a ring with the phenyl group combined with, R 42 The phenyl group attached to R 12 This is the case where it does not form a ring with the bonded phenyl group. Chemical formula 3-2 is R 41 The phenyl group bonded to R 11 Without forming a ring with the phenyl group combined with, R 42 The phenyl group attached to R 12 This is the case where a ring is formed with the bonded phenyl group. Chemical formula 3-3 is R 41 Each of these bonded phenyl groups is R 11 It directly bonds to this combined phenyl group, and R 42 The phenyl group attached to R 12 This is a case where it directly bonds to the bonded phenyl group.

[0214] R in Chemical Formulas 3-1 to 3-3 41 and R 42 Each may 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 30 carbon atoms, or a substituted or unsubstituted heteroaryl group. For example, R 41 and R 42 Each may independently be a substituted or unsubstituted phenyl group, a substituted or unsubstituted carbazole group, or an unsubstituted t-butyl group.

[0215] g1 and h1 can each independently be integers from 0 to 5, and g2 and h2 can each independently be integers from 0 to 4.

[0216] In chemical formulas 3-1 and 3-2, g1 is R 11 In the case where this is a phenyl group, R substituted on that phenyl group 41 It can mean the number of. For example, if g1 is 0, R 41 It means that is not substituted, and if g1 is 1, R 41 It can mean that one is substituted. The case where g1 is 0 is g1 is 5 and 5 R's 41 It may be the same as the case where all are hydrogen atoms. Meanwhile, if g1 is an integer greater than or equal to 2, multiple R 41 All of them may be the same, or at least one may be different from the rest.

[0217] In chemical formula 3-1, h1 is R 12 In the case where this is a phenyl group, R substituted on that phenyl group 42 It can mean the number of. For example, if h1 is 0, R 42 It means that is not substituted, and if h1 is 1, R 42 It can mean that one is substituted. The case where h1 is 0 is h1 is 5 and 5 R 42 It may be the same as the case where all are hydrogen atoms. Meanwhile, if h1 is an integer greater than or equal to 2, multiple R 42 All of them may be the same, or at least one may be different from the rest.

[0218] In chemical formula 3-3, g2 is R 11 In the case where this is a phenyl group, R substituted on that phenyl group 41 It can mean the number of. For example, in Chemical Formula 3-3, if g2 is 0, R 41 It means that is not substituted, and if g2 is 1, R 41 It can mean that one is substituted. The case where g2 is 0 is g2 is 4 and 4 Rs 41 It may be the same as the case where all are hydrogen atoms. Meanwhile, if g2 is an integer greater than or equal to 2, multiple R 41All of them may be the same, or at least one may be different from the rest.

[0219] In chemical formulas 3-2 and 3-3, h2 is R 12 In the case where this is a phenyl group, R substituted on that phenyl group 42 It can mean the number of. For example, if h2 is 0, R 42 It means that is not substituted, and if h2 is 1, R 42 It can mean that one is substituted. The case where h2 is 0 is h2 is 4 and there are 4 Rs 42 It may be the same as the case where all are hydrogen atoms. Meanwhile, if h2 is an integer greater than or equal to 2, multiple R 42 All of them may be the same, or at least one may be different from the rest.

[0220] In Chemical Formulas 3-1 to 3-3, a to f, R 11 , R 12 , R 31 to R 34 The same content as defined in Chemical Formula 1 above may be applied. Meanwhile, Chemical Formulas 3-1 to 3-3 may include a structure in which any hydrogen atom in the molecule is substituted with a deuterium atom.

[0221] A first compound according to one embodiment may be represented by the following chemical formula A.

[0222] [Chemical Formula A]

[0223]

[0224] In the above formula A, L1 and L2 may be direct bonds. x and y may each be independently 0 or 1. For example, in the above formula A, x may be 0 or 1, and y may be 0 or 1 when x is 0, and y may be 0 or 1 when x is 1.

[0225] If x is 0, R 11 ga substituted phenyl group and R41 This substituted phenyl group may be unbonded. In the case where x is 1 and L1 is a direct bond, R 11 ga substituted phenyl group and R 41 This substituted phenyl group may bond to form a ring. When y is 0, R 12 ga substituted phenyl group and R 42 This substituted phenyl group may be unbonded. In the case where y is 1 and L2 is a direct bond, R 12 ga substituted phenyl group and R 42 This substituted phenyl group may bond to form a ring.

[0226] d to f may each independently be an integer from 0 to 4, and c may be an integer from 0 to 3. c, d, e, and f are each R substituted in a benzoazonine condensed boron compound. 31 , R 32 , R 33 and R 34 It can mean the number of. For example, if c is 0, R 31 It means that it is not substituted, and if c is 1, R 31 It can mean that one is substituted. The case where c is 0 is c is 3 and there are 3 Rs 31 It may be the same as the case where they are all hydrogen atoms. Meanwhile, if c is an integer greater than or equal to 2, multiple R 31 All of them may be identical, or at least one may be different from the rest. Meanwhile, d through f and R 32 to R 34 The relationship between c and R 31 The same content as the explanation of the relationship regarding can be applied.

[0227] g and h can each independently be integers from 0 to 5. For example, g can be an integer from 0 to 5 when x is 0, and h can be an integer from 0 to 5 when y is 0. g can be an integer from 0 to 4 when x is 1, and h can be an integer from 0 to 4 when y is 1.

[0228] R 11 and R 12 Each of the following may independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 30 carbon atoms, or may form a ring by combining with an adjacent group. For example, R 11 is a substituted or unsubstituted phenyl group, a substituted or unsubstituted carbazole group, an unsubstituted diphenylamine group, or an unsubstituted t-butyl group, and R 12 may be a substituted or unsubstituted phenyl group, a substituted or unsubstituted carbazole group, a cyano group, an unsubstituted diphenylamine group, or an unsubstituted t-butyl group.

[0229] R 31, R 32, R 33, and R 34 Each may independently be a hydrogen atom, a deuterium atom, and a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms. For example, R 31 , R 32 , R 33 , and R 34 Each can independently be a hydrogen atom, a deuterium atom, or an unsubstituted t-butyl group. Meanwhile, R 31, R 32, R 33, and R 34 All of them may be the same, or at least one may be different from the rest.

[0230] R41 and R 42 Each may 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 30 carbon atoms, or a substituted or unsubstituted heteroaryl group. For example, R 41 and R 42 Each may independently be a substituted or unsubstituted phenyl group, a substituted or unsubstituted carbazole group, or an unsubstituted t-butyl group.

[0231] R of one embodiment 11 and R 12 Each can be independently represented as any one of the following moiety A-1 to A-10.

[0232] [Moiety A-1 to A-10]

[0233]

[0234] In the above moiety A-1 to A-10, "D" is a deuterium atom.

[0235] In one embodiment, the light-emitting layer (EML) may comprise at least one of the compounds of compound group 1. The polycyclic compound of one embodiment may be represented by any one of the compounds of compound group 1.

[0236] [Compound Group 1]

[0237]

[0238]

[0239]

[0240]

[0241]

[0242]

[0243]

[0244]

[0245]

[0246]

[0247]

[0248]

[0249]

[0250]

[0251]

[0252] In the above compound group 1, "D" is a deuterium atom.

[0253] The compounds of one embodiment have a common structure in which a 9-membered benzoazonine condensation compound is substituted on an A' benzene contained in a core structure in which three aromatic rings are bonded through one boron atom and two nitrogen atoms, as shown in the following chemical formula X.

[0254] [Chemical Formula X]

[0255]

[0256] The compound according to the above chemical formula X has a three-dimensionally twisted structure. The magnetic field emanating from the benzene ring of benzoazone shields the core of the compound according to the above chemical formula X, thereby increasing the stability of the compound according to the above chemical formula X.

[0257] Compounds according to chemical formula X exhibit less π-π stacking between heterogeneous molecules compared to molecules without twist, and have a triplet state energy level approximately 0.03–0.14 eV lower. Consequently, dexter energy transfer occurs less, which can improve the luminous efficiency and lifespan of light-emitting devices.

[0258] That is, the compound of one embodiment includes benzoazonine, thereby shielding the core and limiting interactions between heterogeneous molecules. Accordingly, the polycyclic compound of one embodiment has structural stability, and dexter energy transfer between heterogeneous molecules can be limited. As a result, the polycyclic compound of one embodiment can contribute to improving the device lifespan and luminous efficiency of a light-emitting device.

[0259] The light-emitting layer (EML) of one embodiment may further include at least one of the second compound and the third compound, the second compound may be represented by the formula [HT-1], and the third compound may be represented by [ET-1].

[0260] [Chemical Formula HT-1]

[0261]

[0262] In the chemical formula HT-1, A1 to A9 are each independently N or CR 41 It is possible. For example, A1 through A9 are all CR 51 It could be. Or, any one of A1 to A9 is N, and the rest are CR 51 It could be.

[0263] In the chemical formula HT-1, L1 may be a direct linkage, substituted or unsubstituted cyclic arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted cyclic heteroarylene group having 2 to 30 carbon atoms. For example, L1 may be a direct linkage, substituted or unsubstituted phenylene group, a substituted or unsubstituted divalent biphenyl group, a substituted or unsubstituted divalent carbazole group, etc., but the examples are not limited thereto.

[0264] In the chemical formula HT-1, Y a is direct linkage, CR 52 R 53 , or SiR 54 R 55It can be. That is, the two benzene rings connected to the nitrogen atom of the chemical formula HT-1 are directly bonded, , or It can mean that it is connected through. In the chemical formula HT-1, Y a In the case of direct bonding, the substituent represented by the chemical formula HT-1 may include a carbazole moiety.

[0265] In the chemical formula HT-1, Ar1 may be a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms. For example, Ar1 may be a substituted or unsubstituted carbazole group, a substituted or unsubstituted dibenzofuran group, a substituted or unsubstituted dibenzothiophen group, or a substituted or unsubstituted biphenyl group, but the examples are not limited thereto.

[0266] In the chemical formula HT-1, R 51 to R 55 Each may independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thio group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 carbon atoms. Or, R 51 to R 55 Each can combine with adjacent tiles to form a ring. For example, R 51 to R 55 Each can independently be a hydrogen atom or a deuterium atom. R 51 to R 55 Each can be an independently unsubstituted methyl group or an unsubstituted phenyl group.

[0267] In one embodiment, the second compound represented by the formula HT-1 may be represented by any one of the compounds listed in the following compound group 2. The emitting layer (EML) may include at least one of the compounds listed in the following compound group 2 as a hole-transporting host material.

[0268] In compound group 2 below, "D" is a deuterium atom.

[0269] [Compound Group 2]

[0270]

[0271]

[0272]

[0273]

[0274]

[0275]

[0276]

[0277]

[0278]

[0279]

[0280]

[0281]

[0282] In the specific compounds presented in Compound Group 2, "D" may mean a deuterium atom and "Ph" may mean an unsubstituted phenyl group. For example, in the specific compounds presented in Compound Group 2, "Ph" may be an unsubstituted phenyl group.

[0283] [Chemical Formula ET-1]

[0284]

[0285] In chemical formula ET-1, at least one of Y1 to Y3 is N and the rest are CR a and R a It may be a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted ring-forming aryl group having 6 to 60 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 60 carbon atoms.

[0286] b1 to b3 may each independently be an integer from 0 to 10. L1 to L3 may each independently be a direct linkage, a substituted or unsubstituted ring-forming arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroarylene group having 2 to 30 carbon atoms.

[0287] Ar1 to Ar3 may each independently be a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cyclic aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted cyclic heteroaryl group having 2 to 30 carbon atoms. For example, Ar1 to Ar3 may be a substituted or unsubstituted phenyl group or a substituted or unsubstituted carbazole group.

[0288] The third compound may be represented as any one of the compounds in the following compound group 3. The light-emitting element (ED) of one embodiment may include any one of the compounds in the following compound group 3. In the following compound group 3, "D" is a deuterium atom.

[0289] [Compound Group 3]

[0290]

[0291]

[0292]

[0293]

[0294]

[0295]

[0296]

[0297]

[0298] The emitting layer (EML) comprises a second compound and a third compound, and the second compound and the third compound can form an exciplex. In the emitting layer (EML), an exciplex can be formed by a hole-transporting host and an electron-transporting host. At this time, the triplet energy of the exciplex formed by the hole-transporting host and the electron-transporting host may correspond to the difference between the LUMO (Lowest Unoccupied Molecular Orbital) energy level of the electron-transporting host and the HOMO (Highest Occupied Molecular Orbital) energy level of the hole-transporting host.

[0299] For example, the absolute value of the triplet energy level (T1) of the exciplex formed by the hole-transporting host and the electron-transporting host may be 2.4 eV or more and 3.0 eV or less. Additionally, the triplet energy of the exciplex may be a value smaller than the energy gap of each host material. The exciplex may have a triplet energy of 3.0 eV or less, which is the energy gap between the hole-transporting host and the electron-transporting host.

[0300] The above chemical formulas HT-1 and ET-1 may include a structure in which any hydrogen atom within the molecule is substituted with a deuterium atom.

[0301] In one embodiment, the light-emitting layer (EML) may include a fourth compound in addition to the first to third compounds described above. The fourth compound may be used as a phosphorescent sensitizer for the light-emitting layer (EML). Energy may be transferred from the fourth compound to the first compound to cause light emission.

[0302] For example, the light-emitting layer (EML) may include an organometallic complex comprising Pt (platinum) as a central metal atom and ligands bonded to the central metal atom as a fourth compound. In a light-emitting device (ED) of one embodiment, the light-emitting layer (EML) may include a compound represented by the following chemical formula D-1 as a fourth compound.

[0303] [Chemical Formula D-1]

[0304]

[0305] In chemical formula D-1, Q1 to Q4 can each independently be C or N.

[0306] In chemical formula D-1, C1 to C4 may each be an independently substituted or unsubstituted ring-forming hydrocarbon ring with 5 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heterocyclic ring with 2 to 30 carbon atoms.

[0307] In chemical formula D-1, L 11 to L 13 Each is independently directly linked (direct linkage), , , , , may be a substituted or unsubstituted divalent alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted ring-forming arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroarylene group having 2 to 30 carbon atoms. 11 to L 13 at, " " refers to the region connected to C1 to C4.

[0308] In chemical formula D-1, b1 to b3 may each be independently 0 or 1. If b1 is 0, C1 and C2 may not be connected to each other. If b2 is 0, C2 and C3 may not be connected to each other. If b3 is 0, C3 and C4 may not be connected to each other.

[0309] In chemical formula D-1, R 61 to R 66 Each may independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thio group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 carbon atoms. Or, R 61 to R 66 Each can combine with adjacent tiles to form a ring. R 61 to R 66 Each can be independently a substituted or unsubstituted methyl group, or a substituted or unsubstituted t-butyl group.

[0310] In Chemical Formula D-1, d1 to d4 are each independently integers from 0 to 4. In Chemical Formula D-1, when each of d1 to d4 is 0, the fourth compound is R 61 to R 64 It may not be substituted with. Each of d1 to d4 is 4, and R 61 to R 64 If each is a hydrogen atom, it may be the same as the case where each of d1 to d4 is 0. If each of d1 to d4 is an integer of 2 or more, R provided in the plural61 to R 64 Each one is either identical or a plurality of R 61 to R 64 At least one of them may be different.

[0311] In chemical formula D-1, C1 to C4 may each independently be a substituted or unsubstituted hydrocarbon ring or a substituted or unsubstituted heterocycle represented by any one of the following C-1 to C-4.

[0312]

[0313]

[0314] In C-1 to C-4, P1- is or CR 74 and P2 is or NR 81 and P3 is or NR 82 and P4 is or CR 88 It could be. R 71 to R 88 Each may be an independently substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cyclic aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted cyclic heteroaryl group having 2 to 30 carbon atoms, or may be formed by bonding with adjacent groups to form a ring.

[0315] Also, in C-1 to C-4, " " is the part connected to the central metal atom Pt, and " " is adjacent rings (C1 to C4) or linkers (L 11 to L 13 It corresponds to the part connected to ).

[0316] In one embodiment, the light-emitting layer (EML) may include a first compound, which is a condensed polycyclic compound, and at least one of the second to fourth compounds. For example, the light-emitting layer (EML) may include the first compound, the second compound, and the third compound. In the light-emitting layer (EML), the second compound and the third compound form an exciplex, and energy is transferred from the exciplex to the first compound to cause light emission.

[0317] Additionally, the emitting layer (EML) may include a first compound, a second compound, a third compound, and a fourth compound. In the emitting layer (EML), the second compound and the third compound form an exciplex, and energy is transferred from the exciplex to the fourth compound and the first compound, thereby causing light emission. In one embodiment, the fourth compound may be a sensitizer. In the light-emitting device (ED) of one embodiment, the fourth compound included in the emitting layer (EML) can function as a sensitizer to transfer energy from the host to the first compound, which is a light-emitting dopant. That is, the fourth compound, acting as an auxiliary dopant, can accelerate the energy transfer to the first compound, which is a light-emitting dopant, thereby increasing the light emission rate of the first compound. Therefore, the emitting layer (EML) of one embodiment may have improved light emission efficiency. Furthermore, when energy transfer to the first compound is increased, excitons formed in the emitting layer (EML) do not accumulate within the emitting layer (EML) but emit light rapidly, so the degradation of the device may be reduced. Therefore, the lifespan of the light-emitting element (ED) of one embodiment can be increased.

[0318] A light-emitting device (ED) of one embodiment may include a first compound, a second compound, a third compound, and a fourth compound, so that the light-emitting layer (EML) may include a combination of two host materials and two dopant materials. In a light-emitting device (ED) of one embodiment, the light-emitting layer (EML) may simultaneously include two different hosts, a second compound and a third compound, a first compound that emits delayed fluorescence, and a fourth compound including an organometallic complex, thereby exhibiting excellent light-emitting efficiency characteristics.

[0319] In one embodiment, the fourth compound represented by chemical formula D-1 may be represented by at least one of the compounds listed in compound group 4 below. The emitting layer (EML) may include at least one of the compounds listed in compound group 4 below as a sensitizer material.

[0320] [Compound Group 4]

[0321]

[0322]

[0323]

[0324]

[0325]

[0326] In the specific compounds presented in compound group 4, "D" means a deuterium atom.

[0327] In the case where the light-emitting layer (EML) of the light-emitting device (ED) of one embodiment comprises all of the first compound, the second compound, and the third compound described above, the content of the first compound may be 0.1 wt% or more and 5 wt% or less based on the total weight of the first compound, the second compound, and the third compound. However, it is not limited thereto. When the content of the first compound satisfies the aforementioned ratio, energy transfer from the second compound and the third compound to the first compound may be increased, and accordingly, the light-emitting efficiency and device lifespan may be increased.

[0328] The content of the second compound and the third compound in the light-emitting layer (EML) may be the remainder excluding the weight of the first compound mentioned above. For example, the content of the second compound and the third compound in the light-emitting layer (EML) may be 65 wt% or more and 95 wt% or less based on the total weight of the first compound, the second compound, and the third compound.

[0329] The weight ratio of the second compound and the third compound in the total weight of the second compound and the third compound may be about 3:7 to 7:3.

[0330] When the content of the second compound and the third compound satisfies the ratio described above, the charge balance characteristics within the emissive layer (EML) are improved, thereby increasing the luminous efficiency and device lifespan. When the content of the second compound and the third compound deviates from the ratio range described above, the charge balance within the emissive layer (EML) is disrupted, the luminous efficiency decreases, and the device may degrade easily.

[0331] When the emitting layer (EML) includes a fourth compound, the content of the fourth compound may be 10 wt% or more and 30 wt% or less based on the total weight of the first compound, the second compound, the third compound, and the fourth compound in the emitting layer (EML). However, it is not limited thereto. When the content of the fourth compound satisfies the aforementioned content, energy transfer from the host to the first compound, which is the emitting dopant, is increased, thereby improving the luminescence ratio, and accordingly, the luminescence efficiency of the emitting layer (EML) may be improved. When the first compound, the second compound, the third compound, and the fourth compound included in the emitting layer (EML) satisfy the range of the content ratios described above, excellent luminescence efficiency and long lifespan can be achieved.

[0332] Meanwhile, the polycyclic compound of one embodiment may be included in the emitting layer (EML). The polycyclic compound of one embodiment may be included in the emitting layer (EML) as a dopant material. The polycyclic compound of one embodiment may be a thermally activated delayed fluorescent emitting material. The polycyclic compound of one embodiment may be used as a thermally activated delayed fluorescent dopant. For example, in the emitting device (ED) of one embodiment, the emitting layer (EML) may include at least one of the polycyclic compounds listed in the compound group 1 described above as a thermally activated delayed fluorescent dopant. Accordingly, the emitting layer (EML) of one embodiment may emit thermally activated delayed fluorescent light. However, the use of the polycyclic compound of one embodiment is not limited thereto.

[0333] The light-emitting layer (EML) of one embodiment may emit blue light. For example, the light-emitting layer (EML) of one embodiment may emit light with a central wavelength of 430 nm or more and 490 nm or less.

[0334] Meanwhile, the light-emitting element (ED) of one embodiment may include a plurality of light-emitting layers. The plurality of light-emitting layers may be provided by stacking them sequentially, and for example, the light-emitting element (ED) including the plurality of light-emitting layers may emit white light. The light-emitting element including the plurality of light-emitting layers may be a light-emitting element with a tandem structure. When the light-emitting element (ED) includes a plurality of light-emitting layers, at least one light-emitting layer (EML) may include a first compound represented by Chemical Formula 1 of one embodiment. Additionally, when the light-emitting element (ED) includes a plurality of light-emitting layers, at least one light-emitting layer (EML) may include all of the first compound, the second compound, the third compound, and the fourth compound as described above.

[0335] The light-emitting layer (EML) may further include known hosts and dopants in addition to the aforementioned polycyclic compounds and the second to fourth compounds. For example, the light-emitting layer (EML) may further include compounds described below.

[0336] In a light-emitting device (ED) of one embodiment, the light-emitting layer (EML) may comprise an anthracene derivative, a pyrene derivative, a fluoranthene derivative, a chrysene derivative, a dihydrobenzanthracene derivative, or a triphenylene derivative. Specifically, the light-emitting layer (EML) may comprise an anthracene derivative or a pyrene derivative.

[0337] In the light-emitting device (ED) of one embodiment illustrated in FIGS. 3 to 6, the light-emitting layer (EML) may include a host and a dopant, and the light-emitting layer (EML) may include a compound represented by the following chemical formula E-1. The compound represented by the following chemical formula E-1 may be used as a fluorescent host material.

[0338] [Chemical Formula E-1]

[0339]

[0340] In chemical formula E-1, R 31to R 40 Each may independently be a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted silyl group, a substituted or unsubstituted thio group, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 10 carbon atoms, a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 30 carbon atoms, or may form a ring by bonding to an adjacent group. Meanwhile, R 31 to R 40 It can combine with adjacent groups to form a saturated hydrocarbon ring, an unsaturated hydrocarbon ring, a saturated heterocyclic ring, or an unsaturated heterocyclic ring.

[0341] In chemical formula E-1, c and d can each independently be integers from 0 to 5.

[0342] Chemical formula E-1 may be represented by any one of the following compounds E1 to E19.

[0343]

[0344]

[0345]

[0346]

[0348]

[0349]

[0350] In one embodiment, the light-emitting layer (EML) may comprise at least one of a first compound represented by Formula 1, a second compound represented by Formula HT-1, a third compound represented by Formula ET-1, and a fourth compound represented by Formula Mb.

[0351] In one embodiment, the light-emitting layer (EML) may include a compound represented by the following formula E-2a or formula E-2b. The compound represented by the following formula E-2a or formula E-2b may be used as a phosphorescent host material.

[0352] [Chemical Formula E-2a]

[0353]

[0354] In chemical formula E-2a, a is an integer between 0 and 10 inclusive, and L a may be a directly bonded, substituted, or unsubstituted arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 carbon atoms. Meanwhile, if a is an integer of 2 or more, multiple L a Each may be an independently substituted or unsubstituted ring-forming arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroarylene group having 2 to 30 carbon atoms.

[0355] In addition, in chemical formula E-2a, A1 to A5 are each independently N or CR i It could be. R a to R i Each may independently be a hydrogen atom, a deuterium atom, a substituted or unsubstituted amine group, a substituted or unsubstituted thio group, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 30 carbon atoms, or may form a ring by bonding with an adjacent group. a to R i It can combine with adjacent groups to form a hydrocarbon ring or a heteroring containing N, O, S, etc. as ring-forming atoms.

[0356] Meanwhile, in chemical formula E-2a, two or three selected from A1 to A5 are N and the remainder are CR i It could be.

[0357] [Chemical Formula E-2b]

[0358]

[0359] In chemical formula E-2b, Cbz1 and Cbz2 may each independently be an unsubstituted carbazole group, or a carbazole group substituted with a ring-forming aryl group having 6 to 30 carbon atoms. b may be a directly bonded, substituted, or unsubstituted cyclic arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted cyclic arylene group having 2 to 30 carbon atoms. b is an integer from 0 to 10, and if b is an integer of 2 or more, multiple L b Each may be an independently substituted or unsubstituted ring-forming arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroarylene group having 2 to 30 carbon atoms.

[0360] A compound represented by chemical formula E-2a or chemical formula E-2b may be represented as any one of the compounds in compound group E-2 below. However, the compounds listed in compound group E-2 below are exemplary, and a compound represented by chemical formula E-2a or chemical formula E-2b is not limited to those listed in compound group E-2 below.

[0361] [Compound Group E-2]

[0362]

[0363]

[0364]

[0365]

[0366] The light-emitting layer (EML) Host materialIt may also include common materials known in the field of technology. For example, the emissive layer (EML) comprises at least one of BCPDS (bis(4-(9H-carbazol-9-yl)phenyl)diphenylsilane), POPCPA ((4-(1-(4-(diphenylamino)phenyl)cyclohexyl)phenyl)diphenyl-phosphine oxide), DPEPO (Bis[2-(diphenylphosphino)phenyl]ether oxide), CBP (4,4'-bis(N-carbazolyl)-1,1'-biphenyl), mCP (1,3-Bis(carbazol-9-yl)benzene), PPF (2,8-Bis(diphenylphosphoryl)dibenzo[b,d]furan), TCTA (4,4',4''-Tris(carbazol-9-yl)-triphenylamine), and TPBi (1,3,5-tris(1-phenyl-1H-benzo[d]imidazole-2-yl)benzene) as a host material. It may be. However, it is not limited thereto, and for example, Alq3 (tris(8-hydroxyquinolino)aluminum), ADN (9,10-di(naphthalene-2-yl)anthracene), TBADN (2-tert-butyl-9,10-di(naphth-2-yl)anthracene), DSA (distyrylarylene), CDBP (4,4′-bis(9-carbazolyl)-2,2′-dimethyl-biphenyl), MADN (2-Methyl-9,10-bis(naphthalen-2-yl)anthracene), CP1 (Hexaphenyl cyclotriphosphazene), UGH2 (1,4-Bis(triphenylsilyl)benzene), DPSiO3 (Hexaphenylcyclotrisiloxane), DPSiO4 (Octaphenylcyclotetrasiloxane), etc. can be used as host materials.

[0367] The emissive layer (EML) may include a compound represented by the following chemical formula Ma. The compound represented by the following chemical formula Ma may be used as a phosphorescent dopant material.

[0368] [Chemical Formula Ma]

[0369]

[0370] In the above formula Ma, Y1 to Y4 and Z1 to Z4 are each independently CR1 or N, and R1 to R4 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted amine group, a substituted or unsubstituted thio group, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 30 carbon atoms, or may form a ring by bonding with an adjacent group. In the formula Ma, m is 0 or 1, and n is 2 or 3. In the formula Ma, when m is 0, n is 3, and when m is 1, n is 2.

[0371] Compounds represented by the chemical formula Ma can be used as phosphorescent dopants.

[0372] The compound represented by the chemical formula Ma may be represented by any one of the following compounds M-a1 to M-a21. However, the following compounds M-a1 to M-a21 are exemplary, and the compound represented by the chemical formula Ma is not limited to those represented by the following compounds M-a1 to M-a21.

[0373]

[0374]

[0375]

[0376]

[0377]

[0378]

[0379] Compounds M-a1 and M-a2 can be used as red dopant materials, and compounds M-a3 to M-a7 can be used as green dopant materials.

[0380] The emissive layer (EML) may include a compound represented by any one of the following chemical formulas Fa to Fc. Compounds represented by the following chemical formulas Fa to Fc may be used as fluorescent dopant materials.

[0381] [Chemical Formula Fa]

[0382]

[0383] In the above chemical formula Fa, R a to R j The two selected from among them are each independently It could be replaced by R a to R j middle The remaining elements not substituted may each independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 30 carbon atoms. In this, Ar1 and Ar2 may each independently be a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 30 carbon atoms. For example, at least one of Ar1 and Ar2 may be a heteroaryl group containing O or S as a ring-forming atom.

[0384] [Chemical Formula Fb]

[0385]

[0386] In the above chemical formula Fb, R a and R b Each may independently be a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 30 carbon atoms, or may form a ring by bonding to an adjacent group. Ar1 to Ar4 may each independently be a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 30 carbon atoms.

[0387] In the chemical formula Fb, U and V may each be independently a substituted or unsubstituted ring-forming hydrocarbon ring with 5 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heterocyclic ring with 2 to 30 carbon atoms.

[0388] In the chemical formula Fb, the number of rings represented by U and V can each be independently 0 or 1. For example, if the number of U or V in the chemical formula Fb is 1, it means that one ring constitutes a condensed ring in the part labeled U or V, and if the number of U or V is 0, it means that there is no ring labeled U or V. Specifically, if the number of U is 0 and the number of V is 1, or if the number of U is 1 and the number of V is 0, the condensed ring having a fluorene core of the chemical formula Fb may be a tetracyclic compound. Additionally, if the number of both U and V is 0, the condensed ring of the chemical formula Fb may be a tricyclic compound. Additionally, if the number of both U and V is 1, the condensed ring having a fluorene core of the chemical formula Fb may be a pentacyclic compound.

[0389] [Chemical Formula Fc]

[0390]

[0391] In the chemical formula Fc, A1 and A2 are each independently O, S, Se, or NR m and R m It may be a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cyclic aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted cyclic heteroaryl group having 2 to 30 carbon atoms. R1 to R 11 Each is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted boryl group, a substituted or unsubstituted oxy group, a substituted or unsubstituted thio group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 30 carbon atoms, or forms a ring by bonding with an adjacent group.

[0392] In the chemical formula Fc, A1 and A2 can each independently bond with substituents of adjacent rings to form condensation rings. For example, A1 and A2 each independently NR m In this case, A1 may combine with R4 or R5 to form a ring. Additionally, A2 may combine with R7 or R8 to form a ring.

[0393] In one embodiment, the light-emitting layer (EML) is a known dopant material, styryl derivative (e.g., 1,4-bis[2-(3-N-ethylcarbazoryl)vinyl]benzene (BCzVB), 4-(di-p-tolylamino)-4'-[(di-p-tolylamino)styryl]stilbene (DPAVB), N-(4-((E)-2-(6-((E)-4-(diphenylamino)styryl)naphthalen-2-yl)vinyl)phenyl)-N-phenylbenzenamine (N-BDAVBi)), 4,4'-bis[2-(4-(N,N-diphenylamino)phenyl)vinyl]biphenyl (DPAVBi), perylene and its derivatives (e.g., 2,5,8,11-Tetra-t-butylperylene (TBP)), pyrene and its derivatives (e.g., It may include 1,1-dipyrene, 1,4-dipyrenylbenzene, 1,4-Bis(N,N-Diphenylamino)pyrene, etc.

[0394] The emissive layer (EML) may comprise a known phosphorescent dopant material. For example, the phosphorescent dopant may be a metal complex comprising iridium (Ir), platinum (Pt), osmium (Os), gold (Au), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), or thulium (Tm). Specifically, FIrpic(iridium(III) bis(4,6-difluorophenylpyridinato-N,C2 ), Fir6 (Bis(2,4-difluorophenylpyridinato)-tetrakis(1-pyrazolyl)borate iridium(III)), or PtOEP (platinum octaethyl porphyrin) can be used as phosphorescent dopants. However, the examples are not limited thereto.

[0395] The emissive layer (EML) may contain a quantum dot material. The core of the quantum dot may be selected from group II-VI compounds, group III-VI compounds, group I-III-VI compounds, group III-V compounds, group III-II-V compounds, group I-IV-VI compounds, group IV elements, group IV compounds, and combinations thereof.

[0396] Group II-VI compounds are diatomic compounds selected from the group consisting of CdSe, CdTe, CdS, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, MgS, and mixtures thereof; ternary compounds selected from the group consisting of CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe, MgZnS, and mixtures thereof; and may be selected from the group consisting of four element compounds selected from the group consisting of HgZnTeS, CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe, and mixtures thereof.

[0397] Group III-VI compounds include binary compounds such as In2S3 and In2Se3, and InGaS 3 It may include ternary compounds such as InGaSe3, or any combination thereof.

[0398] Group I-III-VI compounds are ternary compounds selected from the group consisting of AgInS, AgInS2, CuInS, CuInS2, AgGaS2, CuGaS2CuGaO2, AgGaO2, AgAlO2, and mixtures thereof, or AgInGaS2, It can be selected from four-element compounds such as CuInGaS2.

[0399] III-V group compounds may be selected from the group consisting of diatomic compounds selected from the group consisting of GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb, and mixtures thereof; ternary compounds selected from the group consisting of GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InAlP, InNP, InNAs, InNSb, InPAs, InPSb, and mixtures thereof; and quaternary compounds selected from the group consisting of GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, InAlPSb, and mixtures thereof. Meanwhile, III-V group compounds may further include a group II metal. For example, InZnP, etc., can be selected as a Group III-II-V compound.

[0400] Group IV-VI compounds may be selected from the group consisting of SnS, SnSe, SnTe, PbS, PbSe, PbTe, and mixtures thereof; ternary compounds selected from the group consisting of SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, SnPbTe, and mixtures thereof; and quaternary compounds selected from the group consisting of SnPbSSe, SnPbSeTe, SnPbSTe, and mixtures thereof. Group IV elements may be selected from the group consisting of Si, Ge, and mixtures thereof. Group IV compounds may be ternary compounds selected from the group consisting of SiC, SiGe, and mixtures thereof.

[0401] In this case, the binary, ternary, or quaternary compounds may exist within the particle at a uniform concentration, or they may exist within the same particle with their concentration distributions partially divided into different states. Additionally, they may have a core / shell structure in which one quantum dot surrounds another. In a core / shell structure, there may be a concentration gradient in which the concentration of the element in the shell decreases as it moves toward the core.

[0402] In some embodiments, the quantum dot may have a core-shell structure comprising a core containing the aforementioned nanocrystal and a shell surrounding the core. The shell of the quantum dot may serve as a protective layer to maintain semiconductor properties by preventing chemical degradation of the core and / or as a charging layer to impart electrophoretic properties to the quantum dot. The shell may be a single layer or a multilayer. Examples of the shell of the quantum dot include oxides of metals or non-metals, semiconductor compounds, or combinations thereof.

[0403] For example, the oxide of the metal or nonmetal mentioned above may be exemplified as a binary compound such as SiO2, Al2O3, TiO2, ZnO, MnO, Mn2O3, Mn3O4, CuO, FeO, Fe2O3, Fe3O4, CoO, Co3O4, NiO, or a ternary compound such as MgAl2O4, CoFe2O4, NiFe2O4, CoMn2O4, but the present invention is not limited thereto.

[0404] In addition, the above semiconductor compounds may be examples of CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnSeS, ZnTeS, GaAs, GaP, GaSb, HgS, HgSe, HgTe, InAs, InP, InGaP, InSb, AlAs, AlP, AlSb, etc., but the present invention is not limited thereto.

[0405] Quantum dots can have a full width of half maximum (FWHM) of the emission wavelength spectrum of about 45 nm or less, preferably about 40 nm or less, and more preferably about 30 nm or less, and color purity or color reproducibility can be improved in this range. In addition, since the light emitted through these quantum dots is emitted in all directions, the viewing angle can be improved.

[0406] In addition, the shape of the quantum dots is not specifically limited to shapes commonly used in the field, but more specifically, shapes such as spherical, pyramidal, multi-arm, or cubic nanoparticles, nanotubes, nanowires, nanofibers, and nanoplate particles may be used.

[0407] Quantum dots can control the color of the light they emit depending on their particle size, and accordingly, they can have various emission colors such as blue, red, and green.

[0408] In the light-emitting device (ED) of one embodiment illustrated in FIGS. 3 to 6, an electron transport region (ETR) is provided on the light-emitting layer (EML). The electron transport region (ETR) may include at least one of a hole blocking layer (HBL), an electron transport layer (ETL), and an electron injection layer (EIL), but the embodiment is not limited thereto.

[0409] The electron transport region (ETR) may have a multilayer structure consisting of a single layer made of a single material, a single layer made of multiple different materials, or multiple layers made of multiple different materials.

[0410] For example, the electron transport region (ETR) may have a single-layer structure of an electron injection layer (EIL) or an electron transport layer (ETL), or it may have a single-layer structure composed of an electron injection material and an electron transport material. Additionally, the electron transport region (ETR) may have a single-layer structure composed of multiple different materials, or it may have an electron transport layer (ETL) / electron injection layer (EIL) or hole blocking layer (HBL) / electron transport layer (ETL) / electron injection layer (EIL) structure stacked sequentially from the emitting layer (EML), but is not limited thereto. The thickness of the electron transport region (ETR) may be, for example, about 1000 Å to about 1500 Å.

[0411] The electron transport region (ETR) can be formed using various methods such as vacuum deposition, spin coating, casting, the Langmuir-Blodgett (LB) method, inkjet printing, laser printing, and laser induced thermal imaging (LITI).

[0412] The electron transport domain (ETR) may include a compound represented by the following chemical formula ET-1.

[0413] [Chemical Formula ET-1]

[0414]

[0415] In the chemical formula ET-1, at least one of X1 to X3 is N and the rest are CR a is. R amay be a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 30 carbon atoms. Ar1 to Ar3 may each independently be a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 30 carbon atoms.

[0416] In the formula ET-1, a to c may each be an integer from 0 to 10 or less, independently. In the formula ET-1, L1 to L3 may each be a direct linkage, a substituted or unsubstituted ring-forming arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroarylene group having 2 to 30 carbon atoms. Meanwhile, when a to c is an integer of 2 or more, L1 to L3 may each be a substituted or unsubstituted ring-forming arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroarylene group having 2 to 30 carbon atoms.

[0417] The electron transport domain (ETR) may include anthracene compounds. However, it is not limited thereto, and the electron transport domain (ETR) may include, for example, Alq3(Tris(8-hydroxyquinolinato)aluminum), 1,3,5-tri[(3-pyridyl)-phen-3-yl]benzene, 2,4,6-tris(3'-(pyridin-3-yl)biphenyl-3-yl)-1,3,5-triazine, 2-(4-(N-phenylbenzoimidazol-1-yl)phenyl)-9,10-dinaphthylanthracene, TPBi(1,3,5-Tri(1-phenyl-1H-benzo[d]imidazol-2-yl)benzene), BCP(2,9-Dimethyl-4,7-diphenyl-1,10-phenanthroline), Bphen(4,7-Diphenyl-1,10-phenanthroline), It may include TAZ(3-(4-Biphenylyl)-4-phenyl-5-tert-butylphenyl-1,2,4-triazole), NTAZ(4-(Naphthalen-1-yl)-3,5-diphenyl-4H-1,2,4-triazole), tBu-PBD(2-(4-Biphenylyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole), BAlq(Bis(2-methyl-8-quinolinolato-N1,O8)-(1,1'-Biphenyl-4-olato)aluminum), Bebq2(berylliumbis(benzoquinolin-10-olate)), ADN(9,10-di(naphthalene-2-yl)anthracene), BmPyPhB(1,3-Bis[3,5-di(pyridin-3-yl)phenyl]benzene) and mixtures thereof.

[0418] The electron transport region (ETR) may include at least one of the following compounds ET1 to ET36.

[0419]

[0420]

[0421]

[0422]

[0423]

[0424]

[0425]

[0426] Additionally, the electron transport region (ETR) may include metal halides such as LiF, NaCl, CsF, RbCl, RbI, CuI, and KI, lanthanide metals such as Yb, and co-deposited materials of the above metal halides and lanthanide metals. For example, the electron transport region (ETR) may include KI:Yb, RbI:Yb, LiF:Yb, etc. as co-deposited materials. Meanwhile, metal oxides such as Li2O and BaO, or Liq(8-hydroxyl-Lithium quinolate), etc., may be used for the electron transport region (ETR), but the examples are not limited thereto. The electron transport region (ETR) may also be composed of a material in which an electron transport material and an insulating organometal salt are mixed. The organometal salt may be a material having an energy band gap of approximately 4 eV or more. Specifically, for example, organometallic salts may include metal acetate, metal benzoate, metal acetoacetate, metal acetylacetonate, or metal stearate.

[0427] The electron transport region (ETR) may further include at least one of BCP (2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline), TSPO1 (diphenyl(4-(triphenylsilyl)phenyl)phosphine oxide) and Bphen (4,7-diphenyl-1,10-phenanthroline) in addition to the aforementioned materials, but the examples are not limited thereto.

[0428] The electron transport region (ETR) may include compounds of the electron transport region described above in at least one of the electron injection layer (EIL), electron transport layer (ETL), and hole blocking layer (HBL).

[0429] If the electron transport region (ETR) includes an electron transport layer (ETL), the thickness of the electron transport layer (ETL) may be about 100 Å to about 1000 Å, for example, about 150 Å to about 500 Å. If the thickness of the electron transport layer (ETL) satisfies the range described above, satisfactory electron transport characteristics can be obtained without a substantial increase in driving voltage. If the electron transport region (ETR) includes an electron injection layer (EIL), the thickness of the electron injection layer (EIL) may be about 1 Å to about 100 Å, or about 3 Å to about 90 Å. If the thickness of the electron injection layer (EIL) satisfies the range described above, satisfactory electron injection characteristics can be obtained without a substantial increase in driving voltage.

[0430] The second electrode (EL2) is provided on the electron transport region (ETR). The second electrode (EL2) may be a common electrode. The second electrode (EL2) may be a cathode or an anode, but the embodiments are not limited thereto. For example, if the first electrode (EL1) is an anode, the second electrode (EL2) may be a cathode, and if the first electrode (EL1) is a cathode, the second electrode (EL2) may be an anode. The second electrode may comprise at least one selected from Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, LiF, Mo, Ti, W, In, Sn, and Zn, two or more compounds selected from these, two or more mixtures selected from these, or oxides thereof.

[0431] The second electrode (EL2) may be a transmissive electrode, a semitransmissive electrode, or a reflective electrode. If the second electrode (EL2) is a transmissive electrode, the second electrode (EL2) may be made of a transparent metal oxide, for example, ITO (indium tin oxide), IZO (indium zinc oxide), ZnO (zinc oxide), ITZO (indium tin zinc oxide), etc.

[0432] When the second electrode (EL2) is a semi-transparent electrode or a reflective electrode, the second electrode (EL2) may include Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, LiF / Ca, LiF / Al, Mo, Ti, Yb, W, or a compound or mixture containing these (e.g., AgMg, AgYb, or MgAg). Alternatively, the second electrode (EL2) may have a plurality of layer structures including a reflective film or semi-transparent film formed of the above material and a transparent conductive film formed of ITO (indium tin oxide), IZO (indium zinc oxide), ZnO (zinc oxide), ITZO (indium tin zinc oxide), etc. For example, the second electrode (EL2) may include the metal material described above, a combination of two or more metal materials selected from the metal materials described above, or oxides of the metal materials described above.

[0433] Although not illustrated, the second electrode (EL2) can be connected to an auxiliary electrode. When the second electrode (EL2) is connected to an auxiliary electrode, the resistance of the second electrode (EL2) can be reduced.

[0434] Meanwhile, a capping layer (CPL) may be further disposed on the second electrode (EL2) of the light-emitting element (ED) of one embodiment. The capping layer (CPL) may include a multilayer or a single layer.

[0435] In one embodiment, the capping layer (CPL) may be an organic layer or an inorganic layer. For example, if the capping layer (CPL) includes an inorganic material, the inorganic material may be an alkali metal compound such as LiF, an alkaline earth metal compound such as MgF2, SiON, or SiN X It may include SiOy, etc.

[0436] For example, when the capping layer (CPL) contains an organic material, the organic material may include α-NPD, NPB, TPD, m-MTDATA, Alq3, CuPc, TPD15 (N4,N4,N4',N4'-tetra (biphenyl-4-yl) biphenyl-4,4'-diamine), TCTA (4,4',4"- Tris (carbazol sol-9-yl) triphenylamine), etc., or may include an epoxy resin or an acrylate such as methacrylate. However, the examples are not limited thereto, and the capping layer (CPL) may include at least one of the following compounds P1 to P5.

[0437]

[0438]

[0439]

[0440] Meanwhile, the refractive index of the capping layer (CPL) may be 1.6 or higher. Specifically, for light in a wavelength range of 550 nm or more and 660 nm or less, the refractive index of the capping layer (CPL) may be 1.6 or higher.

[0441] FIGS. 7 and FIGS. 8 are cross-sectional views of a display device according to one embodiment. In the following description of the display device according to one embodiment with reference to FIGS. 7 and FIGS. 8, details that overlap with those described in FIGS. 1 to 6 above will not be explained again, and the differences will be explained primarily.

[0442] Referring to FIG. 7, a display device (DD) according to one embodiment may include a display panel (DP) including a display element layer (DP-ED), a light control layer (CCL) and a color filter layer (CFL) disposed on the display panel (DP).

[0443] In one embodiment illustrated in FIG. 7, the display panel (DP) includes a base layer (BS), a circuit layer (DP-CL) provided on the base layer (BS), and a display element layer (DP-ED), and the display element layer (DP-ED) may include a light-emitting element (ED).

[0444] The light-emitting element (ED) may include a first electrode (EL1), a hole transport region (HTR) disposed on the first electrode (EL1), a light-emitting layer (EML) disposed on the hole transport region (HTR), an electron transport region (ETR) disposed on the light-emitting layer (EML), and a second electrode (EL2) disposed on the electron transport region (ETR). Meanwhile, the structure of the light-emitting element (ED) shown in FIG. 7 may be identical to the structure of the light-emitting element of FIG. 3 to FIG. 6 described above.

[0445] Referring to FIG. 7, the light-emitting layer (EML) may be disposed within an opening (OH) defined in the pixel defining film (PDL). For example, the light-emitting layer (EML) provided corresponding to each light-emitting region (PXA-R, PXA-G, PXA-B) separated by the pixel defining film (PDL) may emit light of the same wavelength range. In a display device (DD) of one embodiment, the light-emitting layer (EML) may emit blue light. Meanwhile, unlike illustrated, in one embodiment, the light-emitting layer (EML) may be provided as a common layer over the entire light-emitting regions (PXA-R, PXA-G, PXA-B).

[0446] A light control layer (CCL) may be placed on a display panel (DP). The light control layer (CCL) may include a light converter. The light converter may be a quantum dot or a phosphor. The light converter may emit light by converting the wavelength of the provided light. That is, the light control layer (CCL) may be a layer containing quantum dots or a layer containing a phosphor.

[0447] The optical control layer (CCL) may include a plurality of optical control units (CCP1, CCP2, CCP3). The optical control units (CCP1, CCP2, CCP3) may be spaced apart from each other.

[0448] Referring to FIG. 7, a split pattern (BMP) may be placed between spaced-apart light control units (CCP1, CCP2, CCP3), but the embodiment is not limited thereto. In FIG. 7, the split pattern (BMP) is shown as not overlapping with the light control units (CCP1, CCP2, CCP3), but the edges of the light control units (CCP1, CCP2, CCP3) may overlap with the split pattern (BMP) at least partially.

[0449] The light control layer (CCL) may include a first light control unit (CCP1) comprising a first quantum dot (QD1) that converts a first color light provided by a light-emitting element (ED) into a second color light, a second light control unit (CCP2) comprising a second quantum dot (QD2) that converts the first color light into a third color light, and a third light control unit (CCP3) that transmits the first color light.

[0450] In one embodiment, the first light control unit (CCP1) may provide red light, which is the second color light, and the second light control unit (CCP2) may provide green light, which is the third color light. The third light control unit (CCP3) may transmit and provide blue light, which is the first color light provided by the light-emitting element (ED). For example, the first quantum dot (QD1) may be a red quantum dot and the second quantum dot (QD2) may be a green quantum dot. The same as described above may apply to the quantum dots (QD1, QD2).

[0451] Additionally, the light control layer (CCL) may further include a scatterer (SP). The first light control unit (CCP1) may include a first quantum dot (QD1) and a scatterer (SP), the second light control unit (CCP2) may include a second quantum dot (QD2) and a scatterer (SP), and the third light control unit (CCP3) may not include a quantum dot and may include a scatterer (SP).

[0452] The scatterer (SP) may be an inorganic particle. For example, the scatterer (SP) may comprise at least one of TiO2, ZnO, Al2O3, SiO2, and hollow silica. The scatterer (SP) may comprise any one of TiO2, ZnO, Al2O3, SiO2, and hollow silica, or may be a mixture of two or more materials selected from TiO2, ZnO, Al2O3, SiO2, and hollow silica.

[0453] Each of the first light control unit (CCP1), the second light control unit (CCP2), and the third light control unit (CCP3) may include a base resin (BR1, BR2, BR3) that disperses quantum dots (QD1, QD2) and scatterers (SP). In one embodiment, the first light control unit (CCP1) may include a first quantum dot (QD1) and a scatterer (SP) dispersed within the first base resin (BR1), the second light control unit (CCP2) may include a second quantum dot (QD2) and a scatterer (SP) dispersed within the second base resin (BR2), and the third light control unit (CCP3) may include a scatterer (SP) dispersed within the third base resin (BR3). The base resin (BR1, BR2, BR3) is a medium in which quantum dots (QD1, QD2) and scatterers (SP) are dispersed, and can be composed of various resin compositions that can generally be referred to as binders. For example, the base resin (BR1, BR2, BR3) may be an acrylic resin, a urethane resin, a silicone resin, an epoxy resin, etc. The base resin (BR1, BR2, BR3) may be a transparent resin. In one embodiment, the first base resin (BR1), the second base resin (BR2), and the third base resin (BR3) may each be the same or different from one another.

[0454] The light control layer (CCL) may include a barrier layer (BFL1). The barrier layer (BFL1) may serve to prevent the penetration of moisture and / or oxygen (hereinafter referred to as 'moisture / oxygen'). The barrier layer (BFL1) may be placed on the light control units (CCP1, CCP2, CCP3) to block the light control units (CCP1, CCP2, CCP3) from being exposed to moisture / oxygen. Meanwhile, the barrier layer (BFL1) may cover the light control units (CCP1, CCP2, CCP3). Additionally, a barrier layer (BFL2) may be provided between the light control units (CCP1, CCP2, CCP3) and the color filter layer (CFL).

[0455] The barrier layer (BFL1, BFL2) may include at least one inorganic layer. That is, the barrier layer (BFL1, BFL2) may be formed by including an inorganic material. For example, the barrier layer (BFL1, BFL2) may be formed by including silicon nitride, aluminum nitride, zirconium nitride, titanium nitride, hafnium nitride, tantalum nitride, silicon oxide, aluminum oxide, titanium oxide, tin oxide, cerium oxide, silicon oxynitride, or a metal thin film with secured light transmittance. Meanwhile, the barrier layer (BFL1, BFL2) may further include an organic film. The barrier layer (BFL1, BFL2) may be composed of a single layer or multiple layers.

[0456] In a display device (DD) of one embodiment, a color filter layer (CFL) may be placed on a light control layer (CCL). For example, the color filter layer (CFL) may be placed directly on the light control layer (CCL). In this case, the barrier layer (BFL2) may be omitted.

[0457] The color filter layer (CFL) may include filters (CF1, CF2, CF3). The color filter layer (CFL) may include a first filter (CF1) that transmits second color light, a second filter (CF2) that transmits third color light, and a third filter (CF3) that transmits first color light. For example, the first filter (CF1) may be a red filter, the second filter (CF2) may be a green filter, and the third filter (CF3) may be a blue filter. Each of the filters (CF1, CF2, CF3) may include a polymer photosensitive resin and a pigment or dye. The first filter (CF1) may include a red pigment or dye, the second filter (CF2) may include a green pigment or dye, and the third filter (CF3) may include a blue pigment or dye. Meanwhile, the embodiments are not limited thereto, and the third filter (CF3) may not include a pigment or dye. The third filter (CF3) may contain a polymer photosensitive resin and may not contain pigments or dyes. The third filter (CF3) may be transparent. The third filter (CF3) may be formed of a transparent photosensitive resin.

[0458] Additionally, in one embodiment, the first filter (CF1) and the second filter (CF2) may be yellow filters. The first filter (CF1) and the second filter (CF2) may also be provided as a single unit without being distinguished from each other.

[0459] Although not illustrated, the color filter layer (CFL) may further include a light-blocking portion (not illustrated). The light-blocking portion may be a black matrix. The light-blocking portion may be formed by including an organic light-blocking material or an inorganic light-blocking material containing a black pigment or a black dye. The light-blocking portion may prevent light leakage and distinguish the boundaries between adjacent filters (CF1, CF2, CF3). Additionally, in one embodiment, the light-blocking portion may be formed as a blue filter.

[0460] Each of the first to third filters (CF1, CF2, CF3) can be positioned corresponding to the red light emission region (PXA-R), the green light emission region (PXA-G), and the blue light emission region (PXA-B), respectively.

[0461] A base substrate (BL) may be disposed on the color filter layer (CFL). The base substrate (BL) may be a component that provides a base surface on which the color filter layer (CFL) and the light control layer (CCL) are disposed. The base substrate (BL) may be a glass substrate, a metal substrate, a plastic substrate, etc. However, the embodiments are not limited thereto, and the base substrate (BL) may be an inorganic layer, an organic layer, or a composite material layer. In addition, unlike what is illustrated, the base substrate (BL) may be omitted in one embodiment.

[0462] FIG. 8 is a cross-sectional view showing a part of a display device according to one embodiment. FIG. 8 shows a cross-sectional view of a part corresponding to the display panel (DP) of FIG. 7. In the display device (DD-TD) of one embodiment, the light-emitting element (ED-BT) may include a plurality of light-emitting structures (OL-B1, OL-B2, OL-B3). The light-emitting element (ED-BT) may include a first electrode (EL1) and a second electrode (EL2) facing each other, and a plurality of light-emitting structures (OL-B1, OL-B2, OL-B3) provided by being sequentially stacked in the thickness direction between the first electrode (EL1) and the second electrode (EL2). Each of the light-emitting structures (OL-B1, OL-B2, OL-B3) may include a light-emitting layer (EML, FIG. 7), a hole transport region (HTR), and an electron transport region (ETR) arranged between the light-emitting layer (EML, FIG. 7).

[0463] That is, the light-emitting element (ED-BT) included in the display device (DD-TD) of one embodiment may be a light-emitting element with a tandem structure including a plurality of light-emitting layers.

[0464] In one embodiment illustrated in FIG. 8, the light emitted from each of the light-emitting structures (OL-B1, OL-B2, OL-B3) may all be blue light. However, the embodiment is not limited thereto, and the wavelength range of the light emitted from each of the light-emitting structures (OL-B1, OL-B2, OL-B3) may differ from one another. For example, a light-emitting device (ED-BT) comprising a plurality of light-emitting structures (OL-B1, OL-B2, OL-B3) that emit light in different wavelength ranges may emit white light.

[0465] A charge generation layer (CGL) may be disposed between adjacent light-emitting structures (OL-B1, OL-B2, OL-B3). The charge generation layer (CGL) may include a p-type charge generation layer and / or an n-type charge generation layer.

[0466] Referring to FIG. 9, a display device (DD-b) according to one embodiment may include light-emitting elements (ED-1, ED-2, ED-3) in which two light-emitting layers are stacked. Compared to the display device (DD) of one embodiment shown in FIG. 2, the first to third light-emitting elements (ED-1, ED-2, ED-3) in the embodiment shown in FIG. 9 differ in that they each include two light-emitting layers stacked in the thickness direction. In each of the first to third light-emitting elements (ED-1, ED-2, ED-3), the two light-emitting layers may emit light in the same wavelength range.

[0467] The first light-emitting element (ED-1) may include a first red light-emitting layer (EML-R1) and a second red light-emitting layer (EML-R2). The second light-emitting element (ED-2) may include a first green light-emitting layer (EML-G1) and a second green light-emitting layer (EML-G2). Additionally, the third light-emitting element (ED-3) may include a first blue light-emitting layer (EML-B1) and a second blue light-emitting layer (EML-B2). Light-emitting auxiliary members (OG) may be disposed between the first red light-emitting layer (EML-R1) and the second red light-emitting layer (EML-R2), between the first green light-emitting layer (EML-G1) and the second green light-emitting layer (EML-G2), and between the first blue light-emitting layer (EML-B1) and the second blue light-emitting layer (EML-B2).

[0468] The light-emitting auxiliary part (OG) may include a single layer or multiple layers. The light-emitting auxiliary part (OG) may include a charge generation layer. More specifically, the light-emitting auxiliary part (OG) may include sequentially stacked electron transport regions, charge generation layers, and hole transport regions. The light-emitting auxiliary part (OG) may be provided as a common layer across the entire first to third light-emitting elements (ED-1, ED-2, ED-3). However, the embodiments are not limited thereto, and the light-emitting auxiliary part (OG) may be provided by being patterned within an opening (OH) defined in a pixel defining film (PDL).

[0469] The first red emitting layer (EML-R1), the first green emitting layer (EML-G1), and the first blue emitting layer (EML-B1) may be disposed between the hole transport region (HTR) and the light-emitting auxiliary region (OG). The second red emitting layer (EML-R2), the second green emitting layer (EML-G2), and the second blue emitting layer (EML-B2) may be disposed between the light-emitting auxiliary region (OG) and the electron transport region (ETR).

[0470] That is, the first light-emitting element (ED-1) may include a first electrode (EL1), a hole transport region (HTR), a second red light-emitting layer (EML-R2), a light-emitting auxiliary part (OG), a first red light-emitting layer (EML-R1), an electron transport region (ETR), and a second electrode (EL2) that are sequentially stacked. The second light-emitting element (ED-2) may include a first electrode (EL1), a hole transport region (HTR), a second green light-emitting layer (EML-G2), a light-emitting auxiliary part (OG), a first green light-emitting layer (EML-G1), an electron transport region (ETR), and a second electrode (EL2) that are sequentially stacked. The third light-emitting element (ED-3) may include a first electrode (EL1), a hole transport region (HTR), a second blue light-emitting layer (EML-B2), a light-emitting auxiliary part (OG), a first blue light-emitting layer (EML-B1), an electron transport region (ETR), and a second electrode (EL2) that are sequentially stacked.

[0471] Meanwhile, an optical auxiliary layer (PL) may be disposed on the display element layer (DP-ED). The optical auxiliary layer (PL) may include a polarizing layer. The optical auxiliary layer (PL) is disposed on the display panel (DP) to control reflected light from the display panel (DP) caused by external light. Unlike what is illustrated, the optical auxiliary layer (PL) may be omitted in a display device according to one embodiment.

[0472] Unlike FIGS. 8 and 9, the display device (DD-c) of FIG. 10 is illustrated as including four light-emitting structures (OL-B1, OL-B2, OL-B3, OL-C1). The light-emitting element (ED-CT) may include a first electrode (EL1) and a second electrode (EL2) facing each other, and first to fourth light-emitting structures (OL-B1, OL-B2, OL-B3, OL-C1) sequentially stacked in the thickness direction between the first electrode (EL1) and the second electrode (EL2). Charge generating layers (CGL1, CGL2, CGL3) may be disposed between the first to fourth light-emitting structures (OL-B1, OL-B2, OL-B3, OL-C1). Among the four light-emitting structures, the first to third light-emitting structures (OL-B1, OL-B2, OL-B3) may emit blue light, and the fourth light-emitting structure (OL-C1) may emit green light. However, the embodiments are not limited thereto, and the first to fourth light-emitting structures (OL-B1, OL-B2, OL-B3, OL-C1) may emit light in different wavelength regions.

[0473] The charge generation layer (CGL1, CGL2, CGL3) disposed between adjacent light-emitting structures (OL-B1, OL-B2, OL-B3, OL-C1) may include a p-type charge generation layer and / or an n-type charge generation layer.

[0474] FIG. 11 is a schematic perspective view of an electronic device including a display device according to one embodiment. FIG. 11 illustrates an electronic device including a display device for a vehicle as an example.

[0475] Referring to FIG. 11, an electronic device (EA) of one embodiment may include display devices (DD-1, DD-2, DD-3, DD-4) for a vehicle (AM). FIG. 11 illustrates first to fourth display devices (DD-1, DD-2, DD-3, DD-4) as display devices for a vehicle (AM) placed inside the vehicle (AM). FIG. 11 illustrates an automobile, but this is exemplary, and the first to fourth display devices (DD-1, DD-2, DD-3, DD-4) may be placed in various means of transportation such as bicycles, motorcycles, trains, ships, and airplanes. At least one of the first to fourth display devices (DD-1, DD-2, DD-3, DD-4) may include the same configuration as the display devices (DD, DD-a, DD-b, DD-c) described above with reference to FIG. 1, FIG. 2, FIG. 7 to FIG. 10.

[0476] In one embodiment, at least one of the first to fourth display devices (DD-1, DD-2, DD-3, DD-4) may include a light-emitting element (ED) described with reference to FIGS. 3 to 6. The first to fourth display devices (DD-1, DD-2, DD-3, DD-4) may each independently include a plurality of light-emitting elements (ED), and each of the light-emitting elements (ED) may include a first electrode (EL1), a hole transport region (HTL) disposed above the first electrode (EL1), a light-emitting layer (EML) disposed above the hole transport region (HTL), an electron transport region (ETL) disposed above the light-emitting layer (EML), and a second electrode (EL2) disposed above the electron transport region (ETL). Additionally, the light-emitting layer (EML) may include a polycyclic compound of one embodiment represented by the aforementioned Chemical Formula 1. Accordingly, the electronic device (EA) of one embodiment may exhibit improved image quality.

[0477] Referring to FIG. 11, the vehicle (AM) may include a handle (HA) and a gear (GR) for operating the vehicle (AM), and a front window (GL) may be positioned to face the driver.

[0478] The first display device (DD-1) may be positioned in a first area that overlaps with the handle (HA). For example, the first display device (DD-1) may be a digital cluster that displays first information of the vehicle (AM). The first information may include a scale indicating the driving speed of the vehicle (AM), a scale indicating the engine rotational speed (i.e., RPM (revolutions per minute)), and an image indicating the fuel status. The first scale and the second scale may be displayed as digital images.

[0479] The second display device (DD-2) may be positioned in a second area facing the driver's seat and overlapping with the front window (WD). The driver's seat may be a seat with a steering wheel (HA). For example, the second display device (DD-2) may be a head-up display (HUD) that displays second information of the vehicle (AM). The second display device (DD-2) may be optically transparent. The second information includes a digital number (DN) representing the driving speed of the vehicle (AM) and may further include information such as the current time.

[0480] The third display device (DD-3) may be positioned in a third area adjacent to the gear (GR). For example, the third display device (DD-3) may be a Center Information Display (CID) for vehicles positioned between the driver's seat and the passenger seat and displaying third information. The passenger seat may be a seat spaced apart from the driver's seat with the gear (GR) in between. The third information may include information regarding road conditions (e.g., navigation information), playback of music or radio, playback of dynamic video, temperature inside the vehicle (AM), etc.

[0481] The fourth display device (DD-4) may be spaced apart from the steering wheel (HA) and gear (GR) and positioned in a fourth area adjacent to the side of the vehicle (AM). For example, the fourth display device (DD-4) may be a digital side mirror that displays the fourth information. The fourth display device (DD-4) may display an image of the outside of the vehicle (AM) captured by a camera module (CM) positioned on the outside of the vehicle (AM). The fourth information may include an image of the outside of the vehicle (AM).

[0482] The first to fourth information described above is exemplary, and the first to fourth display devices (DD-1, DD-2, DD-3, DD-4) may further display information regarding the interior and exterior of the vehicle. The first to fourth information may include different information. However, the embodiments are not limited thereto, and some of the first to fourth information may include the same information.

[0483] Hereinafter, a condensed polycyclic compound according to one embodiment of the present invention and a light-emitting element of one embodiment will be described in detail with reference to examples and comparative examples. Furthermore, the examples described below are illustrative examples to aid in understanding the present invention, and the scope of the present invention is not limited thereto.

[0484] [Example]

[0485] 1. Synthesis of the polycyclic compound of one example

[0486] Regarding the synthesis method of polycyclic compounds, the synthesis method of compounds 26, 131, 150, 158, 181, and 182 is specifically described by way of example. Furthermore, the synthesis method of polycyclic compounds described below is an example, and the synthesis method of compounds according to the embodiments of the present invention is not limited to the following examples.

[0488] (1) Synthesis of Compound 26

[0489] Compound 26 according to one embodiment can be synthesized, for example, by the step of Reaction Scheme 1 below.

[0490] [Reaction Equation 1]

[0491]

[0492]

[0493] 1) Synthesis of intermediate 26-1

[0494] Intermediate 1-1 (1 equivalent), N-([1,1'-biphenyl]-4-yl)-4-chloro-N-(3-fluorophenyl)tribenzo[4,5:6,7:8,9]azonino[3,2,1-jk]carbazol-6-amine (1 equivalent), Tris(dibenzylideneacetone)dipalladium(0) (0.1 equivalent), Tri-tert-butylphosphine (0.2 equivalents), and Sodium tert-butoxide (4 equivalents) were dissolved in o-xylene and stirred at 130°C for 20 hours under a nitrogen atmosphere. After cooling the mixture, o-xylene was removed by vacuum drying. Subsequently, the organic layer obtained after washing three times with ethyl acetate and water was dried with MgSO4 and then vacuum dried. Intermediate 26-1 was obtained by purification and recrystallization (dichloromethane:n-hexane) using column chromatography. (Yield: 59%)

[0496] 2) Synthesis of Intermediate 26-2

[0497] Intermediate 1-1 (1 equivalent), N-([1,1'-biphenyl]-4-yl)-3',5'-di-tert-butyl-[1,1'-biphenyl]-3-amine-methane (1 / 1) (1 equivalent), Tris(dibenzylideneacetone)dipalladium (0) (0.1 equivalent), Tri-tert-butylphosphine (0.2 equivalents), and Sodium tert-butoxide (4 equivalents) were dissolved in o-xylene and stirred at 140°C for 20 hours under a nitrogen atmosphere. After cooling the mixture, o-xylene was removed by vacuum drying. Subsequently, the organic layer obtained after washing three times with ethyl acetate and water was dried with MgSO4 and then vacuum dried. Intermediate 26-2 was obtained by purification and recrystallization (dichloromethane: n-hexane) using column chromatography. (Yield: 65%)

[0499] 3) Synthesis of intermediate 26-3

[0500] Intermediate 26-2 (1 equivalent) was dissolved in ortho-dichlorobenzene. After cooling the flask to 0°C under a nitrogen atmosphere, BBr3 (2.5 equivalents) dissolved in ortho-dichlorobenzene was slowly added. After the dropwise addition was complete, the temperature was raised to 190°C and stirred for 24 hours. After cooling the mixture to 0°C, triethylamine was slowly added dropwise to the flask until the exothermic reaction ceased to terminate the reaction. Subsequently, n-hexane and methanol were added to precipitate the mixture, and the solid was obtained by filtration. The obtained solid was purified by silica filtration and then further purified by dichloromethane:n-hexane recrystallization to obtain intermediate 26-3. Finally, column purification (dichloromethane:n-hexane) was performed. (Yield: 8%)

[0502] 4) Synthesis of Compound 26

[0503] Intermediate 26-3 (1 equivalent), 3,6-di-tert-butyl-9H-carbazole (1.5 equivalents), Tris(dibenzylideneacetone)dipalladium (0) (0.1 equivalents), Tri-tert-butylphosphine (0.2 equivalents), and Sodium tert-butoxide (4 equivalents) were dissolved in o-xylene and stirred at 150°C for 20 hours under a nitrogen atmosphere. After cooling the mixture, o-xylene was removed by vacuum drying. Subsequently, the organic layer obtained after washing three times with ethyl acetate and water was dried with MgSO4 and then vacuum dried. Compound 26 was obtained by purification and recrystallization (dichloromethane: n-hexane) using column chromatography. (Yield: 71%)

[0504] Finally, the final purity was further purified by sublimation purification, and the compound obtained through ESI-LCMS was confirmed to be compound 26.

[0505] ESI-LCMS: [M]+: C 100 H 85 N4, 1354.0

[0507] (2) Synthesis of Compound 131

[0508] Compound 131 according to one embodiment can be synthesized, for example, by the step of Reaction Scheme 2 below.

[0509] [Reaction Equation 2]

[0510]

[0511]

[0512] 1) Synthesis of intermediate 131-1

[0513] Intermediate 1-1 (1 equivalent), 3,6-di-tert-butyl-9H-carbazole (1 equivalent), Tris(dibenzylideneacetone)dipalladium (0) (0.1 equivalent), Tri-tert-butylphosphine (0.2 equivalents), and Sodium tert-butoxide (4 equivalents) were dissolved in o-xylene and stirred at 130°C for 24 hours under a nitrogen atmosphere. After cooling the mixture, o-xylene was removed by vacuum drying. Subsequently, the organic layer obtained after washing three times with ethyl acetate and water was dried with MgSO4 and then vacuum dried. Intermediate 131-1 was obtained by purification and recrystallization (dichloromethane: n-hexane) using column chromatography. (Yield: 58%)

[0514] 2) Synthesis of intermediate 131-2

[0515] Intermediate 131-1 (1 equivalent), N-(5'-(tert-butyl)-[1,1':3',1''-terphenyl]-2'-yl)-6-(3,6-di-tert-butyl-9H-carbazol-9-yl)-N-(3-fluorophenyl)tribenzo[4,5:6,7:8,9]azonino[3,2,1-jk]carbazol-4-amine (1 equivalent), Tris(dibenzylideneacetone)dipalladium(0) (0.1 equivalent), SPhos (2-Dicyclohexylphosphino-2′,6′-dimethoxybiphenyl) (0.2 equivalents), and Sodium tert-butoxide (4 equivalents) were dissolved in o-xylene and stirred at 140°C for 24 hours under a nitrogen atmosphere. After cooling the mixture, o-xylene was removed by vacuum drying. Subsequently, the organic layer obtained after washing three times with ethyl acetate and water was dried with MgSO4 and then dried under reduced pressure. Intermediate 131-2 was obtained by purification and recrystallization (dichloromethane: n-hexane) via column chromatography. (Yield: 62%)

[0516] 3) Synthesis of intermediate 131-3

[0517] Intermediate 131-2 (1 equivalent) was dissolved in ortho-dichlorobenzene. After cooling the flask to 0°C under a nitrogen atmosphere, BBr3 (2.5 equivalents) dissolved in ortho-dichlorobenzene was slowly added. After the dropwise addition was finished, the temperature was raised to 190°C and stirred for 24 hours. After cooling the mixture to 0°C, triethylamine was slowly added dropwise to the flask until the exothermic reaction ceased to terminate the reaction. Subsequently, n-hexane and methanol were added to precipitate the mixture, and the solid was obtained by filtration. The obtained solid was purified by silica filtration and then further purified by dichloromethane:n-hexane recrystallization to obtain intermediate 131-3. Finally, column purification (dichloromethane:n-hexane) was performed. (Yield: 10%)

[0518] 4) Synthesis of Compound 131

[0519] Intermediate 131-3 (1 equivalent), 9H-carbazole-1,2,3,4,5,6,7,8-d8 (1.5 equivalents), Tris(dibenzylideneacetone)dipalladium (0) (0.1 equivalents), Tri-tert-butylphosphine, and Sodium tert-butoxide (4 equivalents) were dissolved in o-xylene and stirred at 140°C under a nitrogen atmosphere for 24 hours. After cooling the mixture, o-xylene was removed by vacuum drying. Subsequently, the organic layer obtained after washing three times with ethyl acetate and water was dried with MgSO4 and then vacuum dried. Compound 131 was obtained by purification and recrystallization (dichloromethane: n-hexane) via column chromatography. (Yield: 69%)

[0520] Finally, the final purity was further purified by sublimation purification, and the compound obtained through ESI-LCMS was confirmed to be compound 131.

[0521] ESI-LCMS: [M]+: C 90 H 63 N4, 1227.9

[0523] (3) Synthesis of Compound 150

[0524] Compound 150 according to one embodiment can be synthesized, for example, by the step of Reaction Scheme 3 below.

[0525] [Reaction Equation 3]

[0526]

[0527]

[0528] 1) Synthesis of intermediate 150-2

[0529] Intermediate 150-1 (1 equivalent), 3,6-dichloro-9H-carbazole (2.5 equivalents), Tris(dibenzylideneacetone)dipalladium (0) (0.1 equivalents), Tri-tert-butylphosphine (0.2 equivalents), and Sodium tert-butoxide (4 equivalents) were dissolved in o-xylene and stirred at 140°C for 20 hours under a nitrogen atmosphere. After cooling the mixture, o-xylene was removed by vacuum drying. Subsequently, the organic layer obtained after washing three times with ethyl acetate and water was dried with MgSO4 and then vacuum dried. Intermediate 150-2 was obtained by purification and recrystallization (dichloromethane: n-hexane) via column chromatography. (Yield: 59%)

[0530] 2) Synthesis of intermediate 150-3

[0531] Intermediate 150-2 (1 equivalent) was dissolved in ortho-dichlorobenzene. After cooling the flask to 0°C under a nitrogen atmosphere, BBr3 (2.5 equivalents) dissolved in ortho-dichlorobenzene was slowly added. After the dropwise addition was finished, the temperature was raised to 190°C and stirred for 24 hours. After cooling the mixture to 0°C, triethylamine was slowly added dropwise to the flask until the exothermic reaction ceased to terminate the reaction. Subsequently, n-hexane and methanol were added to precipitate the mixture, and the solid was obtained by filtration. The obtained solid was purified by silica filtration and then further purified by dichloromethane:n-hexane recrystallization to obtain intermediate 150-3. Finally, the mixture was purified using a column (dichloromethane:n-hexane). (Yield: 12%)

[0532] 3) Synthesis of Compound 150

[0533] Intermediate 150-3 (1 equivalent), 3,6-di-tert-butyl-9H-carbazole (3.5 equivalents), Tris(dibenzylideneacetone)dipalladium (0) (0.1 equivalents), Tri-tert-butylphosphine (0.2 equivalents), and Sodium tert-butoxide (4 equivalents) were dissolved in o-xylene and stirred at 140°C for 20 hours under a nitrogen atmosphere. After cooling the mixture, o-xylene was removed by vacuum drying. Subsequently, the organic layer obtained after washing three times with ethyl acetate and water was dried with MgSO4 and then vacuum dried. Compound 150 was obtained by purification and recrystallization (dichloromethane: n-hexane) using column chromatography. (Yield: 60%)

[0534] Finally, the final purity was further purified by sublimation purification, and the compound obtained through ESI-LCMS was confirmed to be compound 150.

[0535] ESI-LCMS: [M]+: C102 H 92 N5, 1399.2

[0536] (4) Synthesis of Compound 158

[0537] Compound 158 according to one embodiment can be synthesized, for example, by the step of Reaction Scheme 4 below.

[0538] [Reaction Equation 4]

[0539]

[0540] 1) Synthesis of Intermediate 1-1

[0541] 5,7-dichloro-1-(2''-fluoro-[1,1':2',1''-terphenyl]-2-yl)-9H-carbazole (1 eq) and potassium carbonate (3 eq) were dissolved in dimethyl sulfoxide and stirred at 160°C under a nitrogen atmosphere for 24 hours. After cooling, the dimethyl sulfoxide was removed by vacuum drying. Subsequently, the organic layer obtained after washing three times with ethyl acetate and water was dried with MgSO4 and then vacuum dried. Intermediate 1-1 was obtained by purification and recrystallization (dichloromethane: n-hexane) via column chromatography. (Yield: 53%)

[0543] 2) Synthesis of Intermediate 1-2

[0544] Intermediate 1-1 (1 eq), 3,6-di-tert-butyl-9H-carbazole (2.5 eq), Tris(dibenzylideneacetone)dipalladium (0) (0.1 eq), Tri-tert-butylphosphine (0.2 eq), and Sodium tert-butoxide (4 eq) were dissolved in o-xylene and stirred at 150°C for 20 hours under a nitrogen atmosphere. After cooling, o-xylene was removed by vacuum drying. Subsequently, the organic layer obtained after washing three times with ethyl acetate and water was dried with MgSO4 and then vacuum dried. Intermediate 1-2 was obtained by purification and recrystallization (dichloromethane: n-hexane) via column chromatography. (Yield: 62%)

[0546] 3) Synthesis of Compound 158

[0547] Intermediate 1-2 (1 eq) was dissolved in ortho-dichlorobenzene. After cooling the flask to 0°C under a nitrogen atmosphere, BBr3 (2.5 eq) dissolved in ortho-dichlorobenzene was slowly added. After the dropwise addition was finished, the temperature was raised to 190°C and stirred for 24 hours. After cooling to 0°C, triethylamine was slowly added dropwise to the flask until the exothermic reaction ceased to terminate the reaction. Then, n-hexane and methanol were added to precipitate the compound, and the solid was obtained by filtration. The obtained solid was purified by silica filtration and further purified by MC / Hex recrystallization to obtain Compound 1. Subsequently, final purification was performed using a column (dichloromethane:n-hexane). (Yield: 7%)

[0548] Finally, the final purity was further purified by sublimation purification, and the compound obtained through ESI-LCMS was confirmed to be Compound 1.

[0549] ESI-LCMS: [M]+: C70H62N3, 956.5

[0551] (5) Synthesis of Compound 181

[0552] Compound 181 according to one embodiment can be synthesized, for example, by the step of Reaction Scheme 5 below.

[0553] [Reaction Equation 5]

[0554]

[0555] 1) Synthesis of Intermediate 2-1

[0556] Intermediate 1-1 (1 equivalent), di([1,1'-biphenyl]-4-yl)amine (2.5 equivalents), Tris(dibenzylideneacetone)dipalladium(0) (0.1 equivalents), Tri-tert-butylphosphine (0.2 equivalents), and Sodium tert-butoxide (4 equivalents) were dissolved in o-xylene and stirred at 150°C for 20 hours under a nitrogen atmosphere. After cooling the mixture, o-xylene was removed by vacuum drying. Subsequently, the organic layer obtained after washing three times with ethyl acetate and water was dried with MgSO4 and then vacuum dried. Intermediate 2-1 was obtained by purification and recrystallization (dichloromethane: n-hexane) using column chromatography. (Yield: 68%)

[0557] 2) Synthesis of Compound 181

[0558] Intermediate 2-1 (1 equivalent) was dissolved in ortho-dichlorobenzene. After cooling the flask to 0°C under a nitrogen atmosphere, BBr3 (2.5 equivalents) dissolved in ortho-dichlorobenzene was slowly added. After the dropwise addition was finished, the temperature was raised to 190°C and stirred for 24 hours. After cooling the mixture to 0°C, triethylamine was slowly added dropwise to the flask until the exothermic reaction ceased to terminate the reaction. Subsequently, n-hexane and methanol were added to precipitate the compound, and the solid was obtained by filtration. The obtained solid was purified by silica filtration and then further purified by dichloromethane:n-hexane recrystallization to obtain Compound 181. Finally, column purification (dichloromethane:n-hexane) was performed. (Yield: 14%)

[0559] Finally, the final purity was further purified by sublimation purification, and the compound obtained through ESI-LCMS was confirmed to be compound 181.

[0560] ESI-LCMS: [M]+: C 78 H 50 N3, 1040.5

[0561] (6) Synthesis of Compound 182

[0562] Compound 182 according to one embodiment can be synthesized, for example, by the step of Reaction Scheme 6 below.

[0563] [Reaction Equation 6]

[0564]

[0565]

[0566] 1) Synthesis of Intermediate 3-1

[0567] Intermediate 1-1 (1 equivalent), di([1,1'-biphenyl]-4-yl)amine (2.5 equivalents), Tris(dibenzylideneacetone)dipalladium(0) (0.2 equivalents), SPhos (2-Dicyclohexylphosphino-2′,6′-dimethoxybiphenyl) (0.5 equivalents), and Sodium tert-butoxide (5 equivalents) were dissolved in o-xylene and stirred under high pressure at 150°C for 20 hours. After cooling the mixture, o-xylene was removed by vacuum drying. Subsequently, the organic layer obtained after washing three times with ethyl acetate and water was dried with MgSO4 and then vacuum dried. Intermediate 3-1 was obtained by purification and recrystallization (dichloromethane: n-hexane) via column chromatography. (Yield: 56%)

[0568] 2) Synthesis of Intermediate 3-2

[0569] Intermediate 3-1 (1 equivalent) was dissolved in ortho-dichlorobenzene. After cooling the flask to 0°C under a nitrogen atmosphere, BBr3 (2.5 equivalents) dissolved in ortho-dichlorobenzene was slowly added. After the dropwise addition was complete, the temperature was raised to 190°C and stirred for 24 hours. After cooling the mixture to 0°C, triethylamine was slowly added dropwise to the flask until the exothermic reaction ceased to terminate the reaction. Subsequently, n-hexane and methanol were added to precipitate the mixture, and the solid was obtained by filtration. The obtained solid was purified by silica filtration and then further purified by dichloromethane:n-hexane recrystallization to obtain intermediate 3-2. Finally, column purification (dichloromethane:n-hexane) was performed. (Yield: 7%)

[0570] 3) Synthesis of Compound 182

[0571] Intermediate 3-2 (1 equivalent), Diphenylamine (3.5 equivalents), Tris(dibenzylideneacetone)dipalladium(0) (0.2 equivalents), Tri-tert-butylphosphine (0.4 equivalents), and Sodium tert-butoxide (4 equivalents) were dissolved in o-xylene and stirred at 140°C for 20 hours under a nitrogen atmosphere. After cooling the mixture, o-xylene was removed by vacuum drying. Subsequently, the organic layer obtained after washing three times with ethyl acetate and water was dried with MgSO4 and then vacuum dried. Compound 182 was obtained by purification and recrystallization (dichloromethane:n-hexane) using column chromatography. (Yield: 69%)

[0572] Finally, the final purity was further purified by sublimation purification, and the compound obtained through ESI-LCMS was confirmed to be compound 182.

[0573] ESI-LCMS: [M]+: C 102 H 68 N5, 1374.9

[0574] 2. Fabrication and Evaluation of Light-Emitting Devices

[0575] (1) Fabrication of light-emitting devices

[0576] A light-emitting device comprising a polycyclic compound of one embodiment or a compound of a comparative example in the light-emitting layer was manufactured by the following method. Light-emitting devices of Examples 1 to 5 were fabricated using compounds 26, 131, 150, 181, and 182, which are polycyclic compounds of one embodiment, as dopant materials for the light-emitting layer. Light-emitting devices of Comparative Examples 1 and 2 were fabricated using comparative example compounds FD-1 and FD-2 as dopant materials for the light-emitting layer.

[0577] A glass substrate patterned with ITO with a thickness of 150 nm was ultrasonically cleaned using isopropyl alcohol and pure water for 5 minutes each. After ultrasonically cleaning, UV irradiation was performed for 30 minutes, and ozone treatment was performed to form the first electrode.

[0578] Subsequently, HAT-CN was sequentially deposited on the first electrode with a thickness of 10 nm, α-NPD with a thickness of 80 nm, and mCP with a thickness of 5 nm to form a hole transport region.

[0579] Next, a light-emitting layer with a thickness of 20 nm was formed by co-depositing 2 wt% of the dopant compound of the example or comparative example, 52 wt% of the hole-transporting host HT-68, 35 wt% of the electron-transporting host ETH92, and 11 wt% of the phosphorescent sensitizer AD-05 on the hole transport region.

[0580] TBPi was deposited to a thickness of 30 nm on the emissive layer, and LiF was deposited to a thickness of 0.5 nm to form an electron transport region.

[0581] A light-emitting device was fabricated by depositing Al on the electron transport region to form a second electrode with a thickness of 100 nm.

[0582] In the example, the hole transport region, the light-emitting layer, the electron transport region, and the second electrode were formed using a vacuum deposition apparatus.

[0583] The example compounds and comparative example compounds used in the fabrication of the light-emitting device are as follows.

[0584] (Example Compound)

[0585]

[0586]

[0587] (Comparative example compound)

[0588]

[0589] FD-1 FD-2

[0590] (Materials used in the fabrication of other light-emitting devices)

[0591]

[0592]

[0593] (2) Evaluation of light-emitting devices

[0594] Table 1 shows the evaluation results of the light-emitting devices for Examples 1 to 5 and Comparative Examples 1 and 2. Table 1 compares the driving voltage, color coordinates (CIE_y), luminous efficiency (cd / A / y), maximum emission wavelength, and device lifetime (T95(h) 1000 nits) of the fabricated light-emitting devices. For the device evaluation, the second compound was HT-68, the third compound was ETH-92, and the fourth compound was AD-05 to fabricate the devices. The maximum emission wavelength represents the maximum emission wavelength value in the emission spectrum of the light-emitting device, and the device lifetime is expressed as the absolute time required for the brightness efficiency to drop to 95% at a brightness of 1000 nits.

[0595] 1st compound Driving voltage (V) Color coordinates CIE_y Luminous efficiency cd / A / y Maximum emission wavelength (nm) Device lifespan Half width (nm) triplet energy (eV) Comparative Example 1 FD-1 5.3 0.161 85.2 461 53.4 38 2.59 Comparative Example 2 FD-2 5.4 0.159 89.1 461 58.4 39 2.62 Example 1 Compound 181 5.2 0.168 147.1 462 111.3 38 2.48 Example 2 Compound 182 5.4 0.162 97.7 462 88.6 36 2.56 Example 3 Compound 26 5.2 0.161 100.2 461 84.1 36 2.47 Example 4 Compound 131 4.9 0.158 137.1 461 104.2 35 2.52 Example 5 Compound 150 5.5 0.168 128.4 461 97.5 35 2.51

[0596] Referring to Table 1, the light-emitting devices of Examples 1 to 5 exhibited long lifespan characteristics compared to the light-emitting devices of Comparative Example 1 and Comparative Example 2. The compounds of the examples commonly have a structure in which benzoazonine is substituted on A' benzene contained in a core structure in which three aromatic rings are bonded through one boron atom and two nitrogen atoms, as in Chemical Formula X. It can be confirmed that the light-emitting devices of the examples containing such polycyclic compounds as light-emitting layer materials exhibit long lifespan characteristics compared to the light-emitting devices of the comparative examples, which have a structure in which benzoazonine is not substituted on the core.

[0597] Referring to Table 1, the maximum emission wavelengths of Examples 1 to 5 were around 460 nm, exhibiting color purity close to pure blue. In addition, the luminescence efficiencies of Examples 1 to 5 all showed improved characteristics compared to Comparative Example 1 and Comparative Example 2.

[0598] Comparative example compounds FD-1 and FD-2 differ from the example compounds in that they do not contain benzoazonine.

[0599] That is, the compounds of the examples have a stereotactically twisted structure in which benzoazonine is substituted for the A' benzene ring bonded to a boron atom in the core structure as shown below. Benzoazonine forms a magnetic field and can shield the core structure, and accordingly, the polycyclic compounds of the examples are thought to have a stable molecular structure. Furthermore, it is thought that the light-emitting devices of the examples exhibit long lifespan characteristics by including the compounds of the examples, which have a stable molecular structure, as the material for the light-emitting layer.

[0600] In addition, the compounds in the examples have a twisted structure, so π-π stacking between heteromolecules occurs less, and the triplet state energy is about 0.03 to 0.14 eV lower than that of the compounds in the comparative examples, so the dexter energy transfer from heteromolecules is suppressed, and it is thought that the luminescence efficiency is increased.

[0601] [Core Structure]

[0602]

[0603] Although the present invention has been described above with reference to preferred embodiments, those skilled in the art or those with ordinary knowledge in the art will understand that various modifications and changes can be made to the invention without departing from the spirit and technical scope of the invention as described in the claims set forth below.

[0604] Therefore, the technical scope of the present invention should not be limited to the contents described in the detailed description of the specification, but should be determined by the claims. Explanation of the symbols

[0606] DD, DD-TD: Display device ED: Light-emitting element EL1: First electrode EL2: Second electrode HTR: Hole transport region EML: Emissive layer ETR: Electron transport region

Claims

Claim 1 A light-emitting device comprising: a first electrode; a second electrode disposed on the first electrode; and a light-emitting layer disposed between the first electrode and the second electrode, wherein the light-emitting layer comprises a first compound represented by the following chemical formula 1: [Chemical Formula 1] In the above Chemical Formula 1, a, b, d, e, and f are each independently integers from 0 to 4, c is an integer from 0 to 3, and R 11 and R 12 Each is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 30 carbon atoms, or forms a ring by combining with an adjacent group, and R 31, R 32, R 33, and R 34 Each is independently a hydrogen atom, a deuterium atom, and a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, and R 21 and R 22 Each is independently a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or forms a ring by combining with an adjacent group, and the above chemical formula 1 includes a structure in which any hydrogen atom in the molecule is substituted with a deuterium atom. Claim 2 In claim 1, the light-emitting element represented by Chemical Formula 1 is any one of the following Chemical Formulas 2-1 to 2-4: [Chemical Formula 2-1] [Chemical Formula 2-2] [Chemical Formula 2-3] [Chemical Formula 2-4] In the above chemical formulas 2-1 to 2-4, c to f, R 11 , R 12 , R 21 , R 22 , R 31 to R 34 It is identical to that defined in Chemical Formula 1 above, and includes a structure in which any hydrogen atom in the molecule is substituted with a deuterium atom. Claim 3 In claim 1, R in the above chemical formula 1 11 is a substituted or unsubstituted phenyl group, a substituted or unsubstituted carbazole group, an unsubstituted diphenylamine group, or an unsubstituted t-butyl group, and R 12 A light-emitting element that is a substituted or unsubstituted phenyl group, a substituted or unsubstituted carbazole group, a cyano group, an unsubstituted diphenylamine group, or an unsubstituted t-butyl group. Claim 4 In claim 1, the light-emitting element represented by Chemical Formula 1 is any one of the following Chemical Formulas 3-1 to 3-3: [Chemical Formula 3-1] [Chemical Formula 3-2] [Chemical Formula 3-3] In the above chemical formulas 3-1 to 3-3, R 41 and R 42 are each independently 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 30 carbon atoms, or a substituted or unsubstituted heteroaryl group, g1 and h1 are each independently integers from 0 to 5, g2 and h2 are each independently integers from 0 to 4, and a to f, R 11 , R 12 , R 31 to R 34 The formula is identical to that defined in the above formula 1, and formulas 3-1 to 3-3 include a structure in which any hydrogen atom in the molecule is substituted with a deuterium atom. Claim 5 In claim 4, R in the above chemical formulas 3-1 to 3-3 41 and R 42 A light-emitting device in which each is independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted carbazole group, or an unsubstituted t-butyl group. Claim 6 In claim 1, R in the above chemical formula 1 31 , R 32 , R 33 , and R 34 A light-emitting element in which each is independently a hydrogen atom, a deuterium atom, or an unsubstituted t-butyl group. Claim 7 In claim 1, the light-emitting element further comprises at least one of a second compound represented by the following chemical formula HT-1 and a third compound represented by the following chemical formula ET-1: [Chemical formula HT-1] In the above chemical formula HT-1, A1 to A9 are each independently N or CR 41 And, L1 is a direct linkage, substituted or unsubstituted cyclic arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted cyclic arylene group having 2 to 30 carbon atoms, and Y a is direct linkage, CR 42 R 43 , or SiR 44 R 45 And, Ar1 is a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 30 carbon atoms, and R 41 to R 45 Each is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thio group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cyclic alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted cyclic aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted cyclic heteroaryl group having 2 to 30 carbon atoms, or forms a ring by bonding to an adjacent group, [Chemical Formula ET-1] In the above chemical formula ET-1, at least one of Y1 to Y3 is N and the remainder is CR a and R a is a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted ring-forming aryl group having 6 to 60 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 60 carbon atoms; b1 to b3 are each independently an integer from 0 to 10; L1 to L3 are each independently a direct linkage, a substituted or unsubstituted ring-forming arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroarylene group having 2 to 30 carbon atoms; Ar1 ​​to Ar3 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 30 carbon atoms; and the above formula HT-1 and formula ET-1 includes a structure in which any hydrogen atom in the molecule is substituted with a deuterium atom. Claim 8 In claim 1, the light-emitting element further comprises a fourth compound represented by the following chemical formula D-1: [Chemical formula D-1] In chemical formula D-1, Q1 to Q4 are each independently C or N, C1 to C4 are each independently a substituted or unsubstituted ring-forming hydrocarbon ring having 5 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heterocyclic ring having 2 to 30 carbon atoms, and L 11 to L 13 Each is independently directly linked (direct linkage), , , , , a substituted or unsubstituted divalent alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cyclic arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted cyclic arylene group having 2 to 30 carbon atoms, and b1 to b3 are each independently 0 or 1, and R 61 to R 66 Each is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thio group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 carbon atoms, and R 61 to R 66 Each can combine with adjacent groups to form a ring, and d1 to d4 are each independently integers from 0 to 4, and the above chemical formula D-1 includes a structure in which any hydrogen atom in the molecule is substituted with a deuterium atom. Claim 9 A light-emitting device comprising: a first electrode; a second electrode disposed on the first electrode; and a light-emitting layer disposed between the first electrode and the second electrode, wherein the light-emitting layer comprises a first compound represented by the following chemical formula A, a second compound represented by the following chemical formula HT-1, a third compound represented by the following chemical formula ET-1, and a fourth compound represented by the following chemical formula D-1: [Chemical Formula A] In the above chemical formula A, L1 and L2 are direct bonds, x and y are each independently 0 or 1, c is an integer between 0 and 3 inclusive, d to f are each independently integers between 0 and 4 inclusive, g is an integer between 0 and 5 inclusive when x is 0, h is an integer between 0 and 5 inclusive when y is 0, g is an integer between 0 and 4 inclusive when x is 1, h is an integer between 0 and 4 inclusive when y is 1, and R 11 and R 12 Each is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 30 carbon atoms, or forms a ring by combining with an adjacent group, and R 31, R 32, R 33, and R 34 Each is independently a hydrogen atom, a deuterium atom, and a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, and R 41 and R 42 Each is independently 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 cyclic aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group, and [Chemical Formula HT-1] In the above chemical formula HT-1, A1 to A9 are each independently N or CR 41 And, L1 is a direct linkage, substituted or unsubstituted cyclic arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted cyclic arylene group having 2 to 30 carbon atoms, and Y a is direct linkage, CR 42 R 43 , or SiR 44 R 45 And, Ar1 is a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 30 carbon atoms, and R 41 to R 45 Each is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thio group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cyclic alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted cyclic aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted cyclic heteroaryl group having 2 to 30 carbon atoms, or forms a ring by bonding to an adjacent group, [Chemical Formula ET-1] In the above chemical formula ET-1, at least one of Y1 to Y3 is N and the remainder is CR a and R a is a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted ring-forming aryl group having 6 to 60 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 60 carbon atoms; b1 to b3 are each independently an integer from 0 to 10; L1 to L3 are each independently a direct linkage, a substituted or unsubstituted ring-forming arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroarylene group having 2 to 30 carbon atoms; Ar1 ​​to Ar3 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 30 carbon atoms; [Chemical Formula D-1] In chemical formula D-1, Q1 to Q4 are each independently C or N, C1 to C4 are each independently a substituted or unsubstituted ring-forming hydrocarbon ring having 5 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heterocyclic ring having 2 to 30 carbon atoms, and L 11 to L 13 Each is independently directly linked (direct linkage), , , , , a substituted or unsubstituted divalent alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cyclic arylene group having 6 to 30 carbon atoms, or a substituted or unsubstituted cyclic arylene group having 2 to 30 carbon atoms, and b1 to b3 are each independently 0 or 1, and R 61 to R 66 Each is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thio group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 carbon atoms, and R 61 to R 66 Each can combine with adjacent groups to form a ring, and d1 to d4 are each independently integers from 0 to 4, and the above formulas A, HT-1, ET-1 and D-1 include a structure in which any hydrogen atom in the molecule is substituted with a deuterium atom. Claim 10 In Clause 9, the above R 11 and the above R 12 A light-emitting element, each independently represented by any one of the following moiety A-1 to A-10: In the above moiety A-1 to A-10, "D" is a deuterium atom. Claim 11 In claim 9, the light-emitting layer is a light-emitting element comprising at least one of the compounds of the following compound group 1: [Compound group 1] In the above compound group 1, "D" is a deuterium atom. Claim 12 A light-emitting device according to claim 1, further comprising: a hole transport region disposed between the first electrode and the light-emitting layer; and an electron transport region disposed between the light-emitting layer and the second electrode. Claim 13 In claim 1, the light-emitting layer is a light-emitting element that emits thermally active delayed fluorescence. Claim 14 In claim 1 or 9, the light-emitting layer is a light-emitting element that emits light having a center wavelength of light of 430 nm or more and 490 nm or less. Claim 15 Polycyclic compounds represented by the following chemical formula 1: [Chemical Formula 1] In the above Chemical Formula 1, a, b, d, e, and f are each independently integers from 0 to 4, c is an integer from 0 to 3, and R 11 and R 12 Each is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 30 carbon atoms, or forms a ring by bonding to an adjacent group, and R 31, R 32, R 33, and R 34 Each is independently a hydrogen atom, a deuterium atom, and a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, and R 21 and R 22 Each is independently a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or forms a ring by combining with an adjacent group, and the above chemical formula 1 includes a structure in which any hydrogen atom in the molecule is substituted with a deuterium atom. Claim 16 In claim 15, the above Chemical Formula 1 is a polycyclic compound represented by any one of the following Chemical Formulas 2-1 to 2-4: [Chemical Formula 2-1] [Chemical Formula 2-2] [Chemical Formula 2-3] [Chemical Formula 2-4] In the above chemical formulas 2-1 to 2-4, c to f, R 11 , R 12 , R 21 , R 22 , R 31 to R 34 It is identical to that defined in Chemical Formula 1 above, and includes a structure in which any hydrogen atom in the molecule is substituted with a deuterium atom. Claim 17 In claim 15, R in the above chemical formula 1 11 is a substituted or unsubstituted phenyl group, a substituted or unsubstituted carbazole group, an unsubstituted diphenylamine group, or an unsubstituted t-butyl group, and R 12 A polycyclic compound that is a substituted or unsubstituted phenyl group, a substituted or unsubstituted carbazole group, a cyano group, an unsubstituted diphenylamine group, or an unsubstituted t-butyl group. Claim 18 In claim 15, the above Chemical Formula 1 is a polycyclic compound represented by any one of the following Chemical Formulas 3-1 to 3-3: [Chemical Formula 3-1] [Chemical Formula 3-2] [Chemical Formula 3-3] In the above chemical formulas 3-1 to 3-3, R 41 and R 42 are each independently 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 30 carbon atoms, or a substituted or unsubstituted heteroaryl group, g1 and h1 are each independently integers from 0 to 5, g2 and h2 are each independently integers from 0 to 4, and a to f, R 11 , R 12 , R 31 to R 34 The formula is identical to that defined in the above formula 1, and formulas 3-1 to 3-3 include a structure in which any hydrogen atom in the molecule is substituted with a deuterium atom. Claim 19 In claim 18, R in the above chemical formulas 3-1 to 3-3 41 and R 42 Polycyclic compounds, each independently comprising a substituted or unsubstituted phenyl group, a substituted or unsubstituted carbazole group, or an unsubstituted t-butyl group. Claim 20 In claim 15, the above chemical formula 1 is a polycyclic compound represented by any one of the compounds of compound group 1 below: [Compound group 1] In the above compound group 1, "D" is a deuterium atom.

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