Light-emitting element, condensed polycyclic compound for light-emitting element, and display device

Abstract

The invention relates to a light-emitting element, a condensed polycyclic compound for a light-emitting element, and a display device. A light-emitting element according to an embodiment of the present invention may comprise: 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, and including a first compound represented by the following [Chemical Formula 1]. Accordingly, the light-emitting element according to one embodiment can exhibit characteristics of high luminous efficiency and long lifetime. [Chemical Formula 1] # imgabs0 #

Description

Technical Field

[0001] The present invention relates to a light-emitting element, a condensed polycyclic compound used for the light-emitting element, and a display device. Background Art

[0002] Recently, organic electroluminescence display devices (Organic Electroluminescence Display Apparatus) and the like have been actively developed as image display devices. Organic electroluminescence display devices and the like are display devices including so-called self-luminous light-emitting elements that make holes and electrons injected from a first electrode and a second electrode recombine in a light-emitting layer to make the light-emitting material of the light-emitting layer emit light to realize display.

[0003] As light-emitting elements are applied to display devices, there is a need to improve light-emitting efficiency and life, and there is a continuous need to develop materials for light-emitting elements that can stably achieve the above requirements. Summary of the invention

[0004] An object of the present invention is to provide a light-emitting element having improved luminous efficiency and lifetime, and a display device including the light-emitting element.

[0005] Another object of the present invention is to provide a condensed polycyclic compound as a material for a light-emitting element with improved luminous efficiency and lifetime.

[0006] An embodiment provides a light-emitting element including: 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 and including a first compound represented by the following [Chemical Formula 1].

[0007] [Chemical formula 1]

[0008]

[0009] In the above [Chemical Formula 1], m1 may be an integer of 0 to 3, m2 and m3 may be integers of 0 to 4, respectively, independently, m4 and m5 may be integers of 0 to 5, respectively, independently, and R a1 To R a5 At least one of the following may include a substituted or unsubstituted first carbazole, R a1 To R a5 At least one of them can be represented by the following [Chemical Formula 2], and the others can be independently a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms.

[0010] [Chemical formula 2]

[0011]

[0012] In the above [Chemical Formula 2], L d is a direct linkage, a substituted or unsubstituted alkylene group having 1 to 30 carbon atoms, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms, in which L d In the case where the first carbazole is not included, R not represented by the [Chemical Formula 2] a1 To R a5 At least one of the above comprises the first carbazole substituted with a substituent other than a phenanthryl group, or R a2 and R a3 Each independently includes the first carbazole which is unsubstituted or the first carbazole which is substituted with a substituent other than a phenanthryl group.

[0013] The light emitting layer may further include at least one of 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].

[0014] [Chemical formula HT-1]

[0015]

[0016] In the [Chemical Formula HT-1], A 1 To A 8 Can be N or CR independently 51 , L 1 It may be a direct linkage, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms, Y a Can be direct binding, CR 52 R 53 or SiR 54 R 55 ,Ar 1 It may be a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, R 51 To R 55They may each independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thiol 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 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring carbon atoms, and may selectively combine with adjacent groups to form a ring.

[0017] [Chemical formula ET-1]

[0018]

[0019] In the [Chemical Formula ET-1], X 1 To X 3 At least one of them can be N, and the rest can be CR 56 , R 56 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 aryl group having 6 to 60 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring carbon atoms, b1 to b3 may each independently be an integer of 0 to 10, Ar 2 To Ar 4 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 aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, L 2 To L 4 Each of them may independently be a directly bonded, substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms.

[0020] [Chemical formula D-1]

[0021]

[0022] In the above [Chemical Formula D-1], Q 1 To Q 4may be C or N, C1 to C4 may be substituted or unsubstituted hydrocarbon rings having 5 to 30 ring carbon atoms, substituted or unsubstituted aryl rings having 6 to 30 ring carbon atoms, or substituted or unsubstituted heterocyclic rings having 2 to 30 ring carbon atoms, L 11 To L 13 Can be directly bonded, *-O-*, *-S-*, a substituted or unsubstituted divalent alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms, b11 to b13 may each independently be 0 or 1, R 61 To R 66 It may be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thiol 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 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring carbon atoms, and d1 to d4 may be an integer of 0 to 4.

[0023] The [Chemical Formula 1] may be represented by any one of the following [Chemical Formula 1-1] to the following [Chemical Formula 1-3].

[0024] [Chemical formula 1-1]

[0025]

[0026] [Chemical formula 1-2]

[0027]

[0028] [Chemical formula 1-3]

[0029]

[0030] In the above [Chemical Formula 1-2], m44 is an integer of 0 to 4, R a44is a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. In the above [Chemical Formula 1-1] to the above [Chemical Formula 1-3], m1 to m5, R a1 To R a5 and L d The same as those defined in the above-mentioned [Chemical Formula 1] and [Chemical Formula 2].

[0031] The [Chemical Formula 1-1] can be represented by the following [Chemical Formula 1-1A].

[0032] [Chemical Formula 1-1A]

[0033]

[0034] In the above [Chemical Formula 1-1A], n1 is an integer of 0 to 7, R 1 and R a12 To R a15 Each of them is independently a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, and m2 to m5 are the same as those defined in [Chemical Formula 1-1].

[0035] The [Chemical Formula 1-2] can be represented by the following [Chemical Formula 1-2A].

[0036] [Chemical Formula 1-2A]

[0037]

[0038] In the [Chemical Formula 1-2A], L d1 is a directly bonded or substituted or unsubstituted arylene group having 6 or more and 30 or less ring carbon atoms, R a21 To R a24 At least one of the carbazole is substituted by a substituent other than a phenanthryl group, and the others are independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, or R a22 and R a23 are independently the first carbazole which is unsubstituted or the first carbazole which is substituted with a substituent other than a phenanthryl group, and Ra21 and R a24 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, m1 to m3, m5, m44 and R a44 The same as defined in the above-mentioned [Chemical Formula 1-2].

[0039] The [Chemical Formula 1-3] can be represented by the following [Chemical Formula 1-3A].

[0040] [Chemical Formula 1-3A]

[0041]

[0042] In the above [Chemical Formula 1-3A], n2 is an integer of 0 to 7, R 2 and R a31 To R a34 Each of them is independently a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, and m1 and m3 to m5 are the same as those defined in the above [Chemical Formula 1-3].

[0043] The [Chemical Formula 1-3A] can be represented by the following [Chemical Formula 1-3AA].

[0044] [Chemical formula 1-3AA]

[0045]

[0046] In the above [Chemical Formula 1-3AA], m11 and m12 are each independently an integer of 0 to 3, m13 to m16 are each independently an integer of 0 to 5, and R a35 To R a38 are each independently a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, m1, m3, n2, R 2 and R a31 To R a34 The same as defined in the above-mentioned [Chemical Formula 1-3A].

[0047] The [Chemical Formula 2] may be represented by any one of the following [Chemical Formula 2-1] to the following [Chemical Formula 2-31].

[0048]

[0049]

[0050]

[0051]

[0052] In the above [Chemical Formula 2-11] to the above [Chemical Formula 2-17] and the above [Chemical Formula 2-26] to the above [Chemical Formula 2-31], D is a deuterium atom.

[0053] One embodiment provides a condensed polycyclic compound represented by the above [Chemical Formula 1].

[0054] One embodiment provides a display device, comprising: a base layer; a circuit layer arranged on the base layer; and a display element layer arranged on the circuit layer and comprising a light-emitting element, wherein the light-emitting element comprises: a first electrode; a second electrode arranged on the first electrode; and a light-emitting layer arranged between the first electrode and the second electrode and comprising a condensed polycyclic compound represented by [Chemical Formula 1].

[0055] The light-emitting elements may include a first light-emitting element emitting red light, a second light-emitting element emitting green light, and a third light-emitting element emitting blue light, and the condensed polycyclic compound may be included in the third light-emitting element.

[0056] The display device may further include: a light control layer disposed on the display element layer and including quantum dots.

[0057] A light-emitting element of an embodiment and a display device including the light-emitting element may include the condensed polycyclic compound of an embodiment, thereby exhibiting characteristics of high light-emitting efficiency and long life.

[0058] The condensed polycyclic compound of one embodiment can contribute to improving the light emission efficiency and extending the life of a light emitting element. BRIEF DESCRIPTION OF THE DRAWINGS

[0059] Figure 1 is a plan view showing a display device according to an embodiment.

[0060] Figure 2 is shown corresponding to Figure 1 A cross-sectional view of a portion taken along line I-I'.

[0061] Figure 3FIG. 1 is a cross-sectional view schematically showing a light emitting element according to an embodiment.

[0062] Figure 4 FIG. 1 is a cross-sectional view schematically showing a light emitting element according to an embodiment.

[0063] Figure 5 FIG. 1 is a cross-sectional view schematically showing a light emitting element according to an embodiment.

[0064] Figure 6 FIG. 1 is a cross-sectional view schematically showing a light emitting element according to an embodiment.

[0065] Figure 7 FIG. 1 is a cross-sectional view schematically showing a light emitting element according to an embodiment.

[0066] Figure 8 It is a diagram showing the energy levels of compounds of Comparative Examples and Examples.

[0067] Fig. 9 is a cross-sectional view showing a display device according to an embodiment.

[0068] Fig.10 is a cross-sectional view showing a display device according to an embodiment.

[0069] Fig.11 is a cross-sectional view showing a display device according to an embodiment.

[0070] Fig.12 is a cross-sectional view showing a display device according to an embodiment.

[0071] Fig.13 It is a diagram showing the interior of a vehicle in which a display device of an embodiment is arranged.

[0072] Description of Reference Numerals

[0073] DD, DD-TD, DD-a, DD-b, DD-c: Display device

[0074] BS: Base layer DP-CL: Circuit layer

[0075] DP-ED: Display element layer ED: Light emitting element

[0076] EL1: first electrode EL2: second electrode

[0077] EML: Emissive Layer DETAILED DESCRIPTION

[0078] The present invention can be subjected to various changes and can have multiple forms, and specific embodiments are illustrated in the drawings and described in detail in the text. However, this does not limit the present invention to a specific disclosed form, and it should be understood that it includes all changes, equivalents and substitutes included in the concept and technical scope of the present invention.

[0079] In this specification, when a certain component (or region, layer, part, etc.) is mentioned as being "on" another component, "connected to" another component, or "combined with" another component, it means that it can be directly arranged on the other component or directly connected / combined with the other component, or a third component may be arranged between them.

[0080] The same reference numerals refer to the same components. In addition, in the drawings, the thickness, ratio and size of the components are exaggerated in order to effectively illustrate the technical content. "And / or" includes all combinations of more than one that can be defined for the relevant components.

[0081] The terms "first", "second" and the like may be used to describe various constituent elements, but the constituent elements shall not be limited by the terms. The terms are used only for the purpose of distinguishing one constituent element from other constituent elements. For example, without departing from the scope of the present invention, the first constituent element may be named as the second constituent element, and similarly, the second constituent element may be named as the first constituent element. The expression "singular" includes the expression "plural" if it does not clearly indicate a different meaning in the context.

[0082] Furthermore, terms such as “below”, “lower side”, “above”, and “upper side” are used to describe the relationship between components shown in the drawings. These terms are relative concepts and are described based on the directions shown in the drawings.

[0083] The terms "including" or "having" should be understood to indicate the existence of the features, numbers, steps, operations, constituent elements, parts or their combinations recorded in the specification, rather than excluding the existence or additional possibility of one or more other features, numbers, steps, operations, constituent elements, parts or their combinations in advance.

[0084] Unless otherwise defined, all terms (including technical terms and scientific terms) used in this specification have the same meanings as those generally understood by those skilled in the art to which the present invention belongs. Furthermore, terms that are the same as those defined in commonly used dictionaries should be interpreted as having the same meanings as those in the context of the relevant technology, and herein, unless explicitly defined, should not be interpreted as having overly ideal or overly formal meanings.

[0085] In this specification, "substituted or unsubstituted" may mean substituted or unsubstituted by one or more substituents selected from the group consisting of: deuterium atoms, halogen atoms, cyano groups, nitro groups, amine groups, silyl groups, oxy groups, sulfenyl 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. In addition, each of the substituents shown may be a substituted or unsubstituted substituent. For example, biphenyl groups may also be interpreted as aryl groups, and may also be interpreted as phenyl groups substituted by phenyl groups.

[0086] In the present specification, "combining with adjacent groups to form a ring" may mean combining with adjacent groups to form a substituted or unsubstituted hydrocarbon ring or a substituted or unsubstituted heterocyclic ring. The hydrocarbon ring includes an aliphatic hydrocarbon ring and an aromatic hydrocarbon ring. The heterocyclic ring includes an aliphatic heterocyclic ring and an aromatic heterocyclic ring. The hydrocarbon ring and the heterocyclic ring may be monocyclic or polycyclic. Furthermore, the ring formed by combining with each other may be connected to another ring to form a spiro structure.

[0087] In the present specification, "adjacent groups" may mean a substituent substituted on an atom directly connected to an atom substituted with a corresponding substituent, another substituent substituted on an atom substituted with a corresponding substituent, or a substituent that is most adjacent to a corresponding substituent in terms of stereostructure. For example, in 1,2-dimethylbenzene, two methyl groups may be interpreted as "adjacent groups" to each other, and in 1,1-diethylcyclopentane, two ethyl groups may be interpreted as "adjacent groups" to each other. Also, in 4,5-dimethylphenanthrene, two methyl groups may be interpreted as "adjacent groups" to each other.

[0088] In this specification, as the halogen atom, there is exemplified a fluorine atom, a chlorine atom, a bromine atom or an iodine atom.

[0089] In the present specification, the alkyl group may be a straight chain or a branched chain. The number of carbon atoms in the alkyl group is 1 to 60, 1 to 50, 1 to 30, 1 to 20, 1 to 10, or 1 to 6. Examples of the alkyl group include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, tert-butyl, isobutyl, 2-ethylbutyl, 3,3-dimethylbutyl, n-pentyl, isopentyl, neopentyl, tert-pentyl, 1-methylpentyl, 3-methylpentyl, 2-ethylpentyl, 4-methyl-2-pentyl, n-hexyl, 1-methylhexyl, 2-ethylhexyl, 2-butylhexyl, n-heptyl, 1-methylheptyl, 2,2-dimethylheptyl, 2-ethylheptyl, 2-butylheptyl, n-octyl, tert-octyl, 2-ethyloctyl, 2-butyloctyl, 2-hexyloctyl, 3,7-dimethyloctyl, n-nonyl, n-decyl, adamantyl, 2-ethyldecyl, 2-butyldecyl, 2-hexyldecyl, 2-octyldecyl , n-undecyl, n-dodecyl, 2-ethyldodecyl, 2-butyldodecyl, 2-hexyldodecyl, 2-octyldodecyl, n-tridecyl, n-tetradecyl, n-pentadecyl, n-hexadecyl, 2-ethylhexadecyl, 2-butylhexadecyl, 2-hexylhexadecyl, 2-octylhexadecyl, n-heptadecyl, n-octadecyl, n-nonadecyl, n-eicosyl, 2-ethyleicosyl, 2-butyleicosyl, 2-hexyleicosyl, 2-octyleicosyl, n-heneicosyl, n-docosyl, n-tricosyl, n-tetracosyl, n-pentacosyl, n-hexacosyl, n-heptacosyl, n-octacosyl, n-nonacosyl and n-triacontyl, etc., but are not limited thereto.

[0090] In the present specification, cycloalkyl may mean a cyclic alkyl. The number of carbon atoms of the cycloalkyl is 3 or more and 50 or less, 3 or more and 30 or less, 3 or more and 20 or less, or 3 or more and 10 or less. Examples of cycloalkyl include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, 4-tert-butylcyclohexyl, cycloheptyl, cyclooctyl, cyclononyl, cyclodecyl, norbornyl, 1-adamantyl, 2-adamantyl, isobornyl, bicycloheptyl, etc., but are not limited thereto.

[0091] In this specification, alkenyl means a hydrocarbon group including one or more carbon double bonds in the middle or at the end of an alkyl group having two or more carbon atoms. The alkenyl group may be a straight chain or a branched chain. Although the number of carbon atoms is not particularly limited, it is 2 or more and 30 or less, 2 or more and 20 or less, or 2 or more and 10 or less. Examples of alkenyl groups include vinyl, 1-butenyl, 1-pentenyl, 1,3-butadienyl, styryl, styrylvinyl, etc., but are not limited thereto.

[0092] In this specification, alkynyl means a hydrocarbon group including a carbon triple bond in the middle or at the end of an alkyl group having two or more carbon atoms. The alkynyl group may be a straight chain or a branched chain. Although the number of carbon atoms is not particularly limited, it is 2 or more and 30 or less, 2 or more and 20 or less, or 2 or more and 10 or less. Specific examples of alkynyl groups may include ethynyl, propynyl, etc., but are not limited thereto.

[0093] In the present specification, the hydrocarbon ring group means any functional group or substituent derived from an aliphatic hydrocarbon ring. The hydrocarbon ring group may be a saturated hydrocarbon ring group having 5 or more and 20 or less ring carbon atoms.

[0094] In this specification, an aryl group means 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 carbon atoms in the ring of the aryl group may be 6 or more and 60 or less, 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 include phenyl, naphthyl, fluorenyl, anthracenyl, phenanthrenyl, biphenyl, terphenyl, quaterphenyl, quinquephenyl, p-hexenyl, benzo[9,10]phenanthrenyl, pyrenyl, benzofluoranthenyl, etc., but not limited thereto.

[0095] In the present specification, the fluorenyl group may be substituted, or two substituents may be combined to form a spiro structure. Examples of fluorenyl groups being substituted are as follows. However, the present invention is not limited thereto.

[0096]

[0097] In this specification, a heterocyclic group means any functional group or substituent derived from a ring including one or more of B, O, N, P, Si and S as a heteroatom. The heterocyclic group includes an aliphatic heterocyclic group and an aromatic heterocyclic group. The aromatic heterocyclic group may be a heteroaryl group. The aliphatic heterocyclic ring and the aromatic heterocyclic ring may be monocyclic or polycyclic.

[0098] In the present specification, the heterocyclic group may include one or more of B, O, N, P, Si and S as heteroatoms. In the case where the heterocyclic group includes two or more heteroatoms, the two or more heteroatoms may be the same as or different from each other. The heterocyclic group may be a monocyclic heterocyclic group or a polycyclic heterocyclic group, and is a concept including a heteroaryl group. The number of carbon atoms in the ring of the heterocyclic group may be 2 or more and 60 or less, 2 or more and 30 or less, 2 or more and 20 or less, or 2 or more and 10 or less.

[0099] In the present specification, the aliphatic heterocyclic group may include one or more of B, O, N, P, Si and S as heteroatoms. The number of ring carbon atoms of the aliphatic heterocyclic group may be 2 to 60, 2 to 30, 2 to 20 or 2 to 10. Examples of the aliphatic heterocyclic group include oxirane, thioethane, pyrrolidinyl, piperidinyl, tetrahydrofuranyl, tetrahydrothiophenyl, thiocyclopentane, tetrahydropyranyl, 1,4-dioxanyl and the like, but are not limited thereto.

[0100] In the present specification, the heteroaryl group may include one or more of B, O, N, P, Si and S as heteroatoms. In the case where the heteroaryl group includes two or more heteroatoms, the two or more heteroatoms may be the same as or different from each other. The heteroaryl group may be a monocyclic heterocyclic group or a polycyclic heterocyclic group. The number of carbon atoms in the ring of the heteroaryl group may be 2 or more and 60 or less, 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, but are not limited to, thienyl, furyl, pyrrolyl, imidazolyl, pyridyl, bipyridyl, pyrimidyl, triazine, triazolyl, acridinyl, pyridazinyl, pyrazinyl, quinolyl, quinazolinyl, quinoxalinyl, phenoxazinyl, phthalazinyl, pyridopyrimidinyl, pyridopyrazinyl, pyrazinopyrazinyl, isoquinolyl, indolyl, carbazolyl, N-arylcarbazolyl, N-heteroarylcarbazolyl, N-alkylcarbazolyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, benzocarbazolyl, benzothienyl, dibenzothienyl, thienothiphenyl, benzofuranyl, phenanthrolinyl, thiazolyl, isoxazolyl, oxazolyl, oxadiazolyl, thiadiazolyl, phenothiazinyl, dibenzothirolyl, and dibenzofuranyl.

[0101] In this specification, for alkylene, except that it is divalent, the above description about alkyl can be applied. For arylene, except that it is divalent, the above description about aryl can be applied. For heteroarylene, except that it is divalent, the above description about heteroaryl can be applied.

[0102] In this specification, silyl groups include alkylsilyl groups and arylsilyl groups. Examples of silyl groups include trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, vinyldimethylsilyl, propyldimethylsilyl, triphenylsilyl, diphenylsilyl, phenylsilyl, etc., but are not limited thereto.

[0103] In the present specification, the number of carbon atoms of the carbonyl group is not particularly limited, and the number of carbon atoms may be 1 to 40, 1 to 30, or 1 to 20. For example, the carbonyl group may have the following structure, but is not limited thereto.

[0104]

[0105] In the present specification, the carbon number of 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 alkylsulfinyl group and an arylsulfinyl group. The sulfonyl group may include an alkylsulfonyl group and an arylsulfonyl group.

[0106] In this specification, thio groups may include alkylthio groups and arylthio groups. A thio group may mean that a sulfur atom is bonded to an alkyl group or an aryl group as defined above. Examples of thio groups include methylthio, ethylthio, propylthio, pentylthio, hexylthio, octylthio, dodecylthio, cyclopentylthio, cyclohexylthio, phenylthio, naphthylthio, etc., but are not limited thereto.

[0107] In this specification, oxy group may mean that an oxygen atom is bonded to an alkyl group or an aryl group defined above. Oxy groups may include alkoxy groups and aryloxy groups. Alkoxy groups may be straight chain, branched chain or cyclic chain. Although the number of carbon atoms in the alkoxy group is not particularly limited, it may be, for example, 1 to 30, 1 to 20 or 1 to 10. Examples of oxy groups include methoxy, ethoxy, n-propoxy, isopropoxy, butoxy, pentyloxy, hexyloxy, octyloxy, nonyloxy, decyloxy, benzyloxy, etc., but are not limited thereto.

[0108] In this specification, a boryl group may mean a boron atom bonded to an alkyl group or an aryl group as defined above. Boryl groups include alkyl boryl groups and aryl boryl groups. Examples of boryl groups include dimethyl boryl, diethyl boryl, tert-butyl methyl boryl, diphenyl boryl, phenyl boryl, etc., but are not limited thereto.

[0109] In the present specification, although the number of carbon atoms of the amine group is not particularly limited, it can be 1 or more and 30 or less. The amine group can include an alkylamine group and an arylamine group. Examples of the amine group include a methylamine group, a dimethylamine group, a phenylamine group, a diphenylamine group, a naphthylamine group, a 9-methyl-anthrylamine group, etc., but are not limited thereto.

[0110] In the present specification, the alkyl group in the alkylthio group, the alkylsulfinyl group, the alkylsulfonyl group, the alkoxy group, the alkylboryl group, the alkylsilyl group, and the alkylamino group is the same as the above-mentioned examples of the alkyl group.

[0111] In the present specification, the aryl group in the aryloxy group, the arylthio group, the arylsulfinyl group, the arylsulfonyl group, the arylboryl group, the arylsilyl group, and the arylamine group is the same as exemplified above.

[0112] In this specification, direct linkage may mean a single bond. In this specification, and "-*" refers to the location of the connection.

[0113] Hereinafter, an embodiment of the present invention will be described with reference to the accompanying drawings.

[0114] Figure 1 1 is a plan view showing an embodiment of a display device DD. Figure 2 FIG. 4 is a cross-sectional view of a display device DD according to an embodiment. Figure 2 is shown corresponding to Figure 1 A cross-sectional view of a portion taken along line I-I'.

[0115] The display device DD may include a display panel DP and an optical layer PP arranged on the display panel DP. The display panel DP includes light emitting elements ED-1, ED-2, and ED-3. The display device DD may include a plurality of light emitting elements ED-1, ED-2, and ED-3. The optical layer PP may be arranged on the display panel DP to control reflected light from the display panel DP caused by external light. For example, the optical layer PP may include a polarizing layer or a color filter layer. In addition, unlike what is shown in the drawings, the optical layer PP may be omitted in the display device DD of one embodiment.

[0116] The base substrate BL may be disposed on the optical layer PP. The base substrate BL may be a component 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 embodiment is not limited thereto, and the base substrate BL may be an inorganic layer, an organic layer, or a composite material layer. In addition, unlike the illustration, in one embodiment, the base substrate BL may be omitted.

[0117] The display device DD according to an embodiment may further include a filling layer (not shown). The filling layer (not shown) may be arranged between the display element layer DP-ED and the 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.

[0118] 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 definition film PDL, light emitting elements ED-1, ED-2, ED-3 arranged between the pixel definition films PDL, and an encapsulation layer TFE arranged on the light emitting elements ED-1, ED-2, ED-3.

[0119] The base layer BS may be a component providing a base surface on which the display element layer DP-ED is arranged. The base layer BS may be a glass substrate, a metal substrate, a plastic substrate, etc. However, the embodiment is not limited thereto, and the base layer BS may be an inorganic layer, an organic layer, or a composite material layer.

[0120] In one embodiment, the circuit layer DP-CL may be arranged on the base layer BS, and the circuit layer DP-CL may include a plurality of transistors (not shown). The transistors (not shown) may include a control electrode, an input electrode, and an output electrode, respectively. For example, the circuit layer DP-CL may include a switching transistor and a driving transistor for driving the light-emitting elements ED-1, ED-2, and ED-3 of the display element layer DP-ED.

[0121] Each of the light emitting elements ED-1, ED-2, and ED-3 may have a Figures 3 to 7 Each of the light emitting elements ED-1, ED-2, and ED-3 may include a first electrode EL1, a hole transport region HTR, light emitting layers EML-R, EML-G, and EML-B, an electron transport region ETR, and a second electrode EL2.

[0122] Figure 2 The embodiment in which the light-emitting layers EML-R, EML-G, and EML-B of the light-emitting elements ED-1, ED-2, and ED-3 are arranged in the opening OH defined by the pixel definition film PDL and the hole transport region HTR, the electron transport region ETR, and the second electrode EL2 are provided as a common layer in the entire light-emitting elements ED-1, ED-2, and ED-3 is shown. However, the embodiment is not limited thereto, and Figure 2 Different from the situation shown in the figure, in one embodiment, the hole transport region HTR and the electron transport region ETR can be provided by patterning inside the opening OH defined by the pixel definition film PDL. For example, in one embodiment, the hole transport region HTR, the light-emitting layers EML-R, EML-G, EML-B and the electron transport region ETR of the light-emitting elements ED-1, ED-2, and ED-3 can be provided by patterning by inkjet printing.

[0123] The encapsulation layer TFE may cover the light emitting elements ED-1, ED-2, and ED-3. The encapsulation layer TFE may seal the display element layer DP-ED. The encapsulation layer TFE may be a thin film encapsulation layer. The encapsulation layer TFE may be a layer of one layer or a plurality of layers stacked. The encapsulation layer TFE includes at least one insulating layer. The encapsulation layer TFE according to an embodiment may include at least one inorganic film (hereinafter referred to as an encapsulation inorganic film). Furthermore, the encapsulation layer TFE according to an embodiment may include at least one organic film (hereinafter referred to as an encapsulation organic film) and at least one encapsulation inorganic film.

[0124] The encapsulated inorganic film protects the display element layer DP-ED from moisture / oxygen, and the encapsulated organic film protects the display element layer DP-ED from foreign matter such as dust particles. The encapsulated inorganic film may include silicon nitride, silicon oxynitride, silicon oxide, titanium oxide or aluminum oxide, etc., but is not particularly limited. The encapsulated organic film may include acrylic compounds, epoxy compounds, etc. The encapsulated organic film may include an organic substance capable of photopolymerization, and is not particularly limited.

[0125] The encapsulation layer TFE may be disposed on the second electrode EL2 , and may be disposed to fill the opening portion OH.

[0126] Reference Figure 1 and Figure 2 , the display device DD may include a non-light emitting area NPXA and light emitting areas PXA-R, PXA-G, PXA-B. Each of the light emitting areas PXA-R, PXA-G, PXA-B may be an area that emits light generated from each of the light emitting elements ED-1, ED-2, ED-3. The light emitting areas PXA-R, PXA-G, PXA-B may be spaced apart from each other on a plane.

[0127] Each of the light-emitting regions PXA-R, PXA-G, and PXA-B may be a region divided by a pixel definition film PDL. The non-light-emitting region NPXA may be a region between adjacent light-emitting regions PXA-R, PXA-G, and PXA-B, and may be a region corresponding to the pixel definition film PDL. In addition, in the present specification, each of the light-emitting regions PXA-R, PXA-G, and PXA-B may correspond to a pixel. The pixel definition film PDL may divide the light-emitting elements ED-1, ED-2, and ED-3. The light-emitting layers EML-R, EML-G, and EML-B of the light-emitting elements ED-1, ED-2, and ED-3 may be arranged in the opening OH defined by the pixel definition film PDL and divided.

[0128] The light emitting regions PXA-R, PXA-G, and PXA-B may be divided into a plurality of groups according to the colors of the lights generated from the light emitting elements ED-1, ED-2, and ED-3. Figure 1 and Figure 2 In the display device DD of an embodiment shown, three light-emitting regions PXA-R, PXA-G, and PXA-B emitting red light, green light, and blue light are exemplarily shown. For example, the display device DD of an 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 divided from each other.

[0129] In a display device DD according to an embodiment, a plurality of light emitting elements ED-1, ED-2, and ED-3 may emit light of different wavelength regions from each other. For example, in an 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.

[0130] However, the embodiment is not limited thereto, and the first light emitting element ED-1, the second light emitting element ED-2, and the third light emitting element ED-3 may emit light in the same wavelength region, or at least one may emit light in a different wavelength region. For example, the first light emitting element ED-1, the second light emitting element ED-2, and the third light emitting element ED-3 may all emit blue light.

[0131] According to an embodiment, the light emitting regions PXA-R, PXA-G, and PXA-B in the display device DD may be arranged in a stripe form. Figure 1 The plurality of red light emitting regions PXA-R, the plurality of green light emitting regions PXA-G, and the plurality of blue light emitting regions PXA-B may be aligned along the second direction axis DR2, respectively. Also, the red light emitting regions PXA-R, the green light emitting regions PXA-G, and the blue light emitting regions PXA-B may be alternately arranged in the order of the red light emitting regions PXA-R, the green light emitting regions PXA-G, and the blue light emitting regions PXA-B along the first direction axis DR1.

[0132] exist Figure 1 and Figure 2 , the areas of the light emitting regions PXA-R, PXA-G, and PXA-B are shown to be all similar, but the embodiment is not limited thereto, and the areas of the light emitting regions PXA-R, PXA-G, and PXA-B may be different from each other according to the wavelength region of the emitted light. In addition, the areas of the light emitting regions PXA-R, PXA-G, and PXA-B may refer to the areas when observed on a plane defined by the first direction axis DR1 and the second direction axis DR2.

[0133] In addition, the arrangement of the light-emitting regions PXA-R, PXA-G, and PXA-B is not limited to Figure 1 In the form shown, the arrangement order of the red light emitting area PXA-R, the green light emitting area PXA-G and the blue light emitting area PXA-B can be provided in various combinations according to the characteristics of the display quality required by the display device DD. For example, the arrangement form of the light emitting areas PXA-R, PXA-G, and PXA-B can be five tiles. Arrangement or diamond shape TM ) arrangement form.

[0134] Furthermore, the areas of the light emitting regions PXA-R, PXA-G, and PXA-B may be different 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.

[0135] the following, Figures 3 to 7 2 is a cross-sectional view schematically showing a light emitting element according to an embodiment. The light emitting element ED according to an 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 stacked in sequence.

[0136] and Figure 3 compared to, Figure 4 FIG. 4 is a cross-sectional view of a light emitting element ED in which the hole transport region HTR includes a hole injection layer HIL and a hole transport layer HTL and the electron transport region ETR includes an electron injection layer EIL and an electron transport layer ETL. Figure 3 compared to, Figure 5 A cross-sectional view of a light emitting element ED is shown in which a hole transport region HTR includes a hole injection layer HIL, a hole transport layer HTL and an electron blocking layer EBL, and an electron transport region ETR includes an electron injection layer EIL, an electron transport layer ETL and a hole blocking layer HBL. Figure 3 compared to, Figure 6 A cross-sectional view of a light emitting element ED is shown in which the hole transport region HTR includes a hole injection layer HIL, a hole transport layer HTL and a light emitting auxiliary layer EAL, and the electron transport region ETR includes an electron injection layer EIL, an electron transport layer ETL and a hole blocking layer HBL. Figure 4 compared to, Figure 7 : is a cross-sectional view showing a light emitting element ED including an example of a cover layer CPL arranged on the second electrode EL2.

[0137] The first electrode EL1 has conductivity. The first electrode EL1 can be formed using a metal material, a metal alloy or a conductive compound. The first electrode EL1 can be an anode or a cathode. However, the embodiment is not limited thereto. In addition, the first electrode EL1 can be a pixel electrode. The first electrode EL1 can be a transmissive electrode, a semi-transmissive electrode or a reflective electrode. The first electrode EL1 may include 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, a compound selected from two or more thereof, a mixture selected from two or more thereof or an oxide thereof.

[0138] When the first electrode EL1 is a transmissive electrode, the first electrode EL1 may include a transparent metal oxide (e.g., indium tin oxide (ITO), indium zinc oxide (IZO), zinc oxide (ZnO), indium tin zinc oxide (ITZO)). When the first electrode EL1 is a semi-transmissive 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, Mo, Ti, W, or a compound or mixture thereof (e.g., a mixture of Ag and Mg) or a material having a multilayer structure including two or more selected therefrom (e.g., LiF / Ca (a stacked structure of LiF and Ca) or LiF / Al (a stacked structure of LiF and Al)). Alternatively, the first electrode EL1 may be a multilayer structure including a reflective film or a semi-transmissive film formed using the above-mentioned substances and a transparent conductive film formed using indium tin oxide (ITO), indium zinc oxide (IZO), zinc oxide (ZnO), indium tin zinc oxide (ITZO), etc. For example, the first electrode EL1 may have a three-layer structure of ITO / Ag / ITO, but is not limited thereto. Alternatively, the embodiment is not limited thereto, and the first electrode EL1 may include the above-mentioned metal material, a combination of two or more metal materials selected from the above-mentioned metal materials, or an oxide of the above-mentioned metal material, etc. The thickness of the first electrode EL1 may be about 1000 Å. to about

[0139] For example, the thickness of the first electrode EL1 may be about to about

[0140] The 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 light emitting auxiliary layer EAL, and an electron blocking layer EBL. The light emitting auxiliary layer EAL may also be referred to as a buffer layer. For example, the thickness of the hole transport region HTR may be about 1000 Å. to

[0141] The hole transport region HTR may have a single layer structure composed of a single substance, a single layer structure composed of a plurality of substances different from each other, or a multilayer structure having a plurality of layers composed of a plurality of substances different from each other.

[0142] 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 may have a single-layer structure composed of, for example, a hole injection substance and a hole transport substance. Furthermore, the hole transport region HTR may have a single-layer structure composed of a plurality of substances different from each other, or may have a structure of a hole injection layer HIL / hole transport layer HTL, a hole injection layer HIL / hole transport layer HTL / luminescence auxiliary layer EAL, a hole injection layer HIL / luminescence auxiliary layer EAL, a hole transport layer HTL / luminescence auxiliary layer EAL, or a hole injection layer HIL / hole transport layer HTL / electron blocking layer EBL stacked in sequence from the first electrode EL1, but the embodiment is not limited thereto.

[0143] The hole transport region HTR can be formed by various methods such as vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB), inkjet printing, laser printing, and laser induced thermal imaging (LITI).

[0144] The hole transport region HTR may include a compound represented by the following [Chemical Formula H-1].

[0145] [Chemical formula H-1]

[0146]

[0147] In the above [Chemical Formula H-1], L 1 and L 2 Each of a and b may be independently an integer of 0 to 10. In addition, when a or b is an integer of 2 or more, a plurality of L may be independently an arylene group having 6 or more and 30 or less ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 or more and 30 or less ring carbon atoms. 1 and multiple L 2 Each of them independently may be a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms.

[0148] In the above [Chemical Formula H-1], Ar 1 and Ar 2 and may each independently be a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms.3 It may be a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms.

[0149] The compound represented by the chemical formula H-1 may be a monoamine compound. Alternatively, the compound represented by the chemical formula H-1 may be Ar 1 To Ar 3 At least one of the diamine compounds contains an amine group as a substituent. Also, the compound represented by the [chemical formula H-1] may be 1 and Ar 2 A carbazole compound containing a substituted or unsubstituted carbazole group in at least one of the following: 1 and Ar 2 A fluorene compound in which at least one of the compounds contains a substituted or unsubstituted fluorenyl group.

[0150] The compound represented by the [Chemical Formula H-1] may be represented by any one of the compounds of 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 the compounds represented in the following [Compound Group H].

[0151] [Compound Group H]

[0152]

[0153]

[0154] The hole transport region HTR may include a phthalocyanine compound such as copper phthalocyanine, N 1 ,N 1 '-([1,1'-biphenyl]-4,4'-diyl)bis(N 1 -phenyl-N 4 ,N 4 -Di-m-tolylbenzene-1,4-diamine) (DNTPD:

[0155] N 1 ,N 1 '-([1,1'-biphenyl]-4,4'-diyl)bis(N 1 -phenyl-N 4 ,N 4-di-m-tolylbenzene-1,4-diamine), 4,4',4"-[tris(3-methylphenyl)phenylamino]triphenylamine (m-MTDATA: 4,4',4"-[tris(3-methylphenyl)phenylamino]triphenylamine), 4,4',4"-tris(N,N-diphenylamino)triphenylamine (TDATA: 4,4',4"-Tris(N,N-diphenylamino)triphenylamine), 4,4',4"-tris[N-(2-naphthyl)-N-phenylamino]-triphenylamine (2-TNATA: 4,4',4"-tris[N-(2-naphthyl)-N-phenylamino]-triphenylamine), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS:

[0156] Poly(3,4-ethylenedioxythiophene) / Poly(4-styrenesulfonate)), Polyaniline / dodecylbenzenesulfonic acid (PANI / DBSA: Polyaniline / Dodecylbenzenesulfonic acid), Polyaniline / camphorsulfonic acid (PANI / CSA: Polyaniline / Camphor sulfonicacid), Polyaniline / poly(4-styrenesulfonate) (PANI / PSS: Polyaniline / Poly(4-styrenesulfonate)), N,N'-di(naphthalene-1-yl)-N,N'-diphenyl-benzidine (NPB: N,N'-di(naphthalene-1-yl)-N,N'-diphenyl-benzidine), Triphenylamine-containing polyether ketone (TPAPEK), 4-isopropyl-4'-methyldiphenyliodonium [tetrakis(pentafluoro [phenyl) borate] (4-Isopropyl-4'-methyldiphenyliodonium[Tetrakis(pentafluorophenyl)borate]), dipyrazino[2,3-f:2',3'-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile (HATCN:dipyrazino[2,3-f:2',3'-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile), etc.

[0157] The hole transport region HTR may also include carbazole derivatives such as N-phenylcarbazole and polyvinylcarbazole, fluorene derivatives, such as N,N'-bis(3-methylphenyl)-N,N'-diphenyl-[1,1'-biphenyl]-4,4'-diamine (TPD:

[0158] Triphenylamine derivatives such as N,N'-bis(3-methylphenyl)-N,N'-diphenyl-[1,1'-biphenyl]-4,4'-diamine, 4,4',4"-tris(N-carbazolyl)triphenylamine (TCTA: 4,4',4"-tris(N-carbazolyl)triphenylamine), N,N'-di(naphthalene-1-yl)-N,N'-diphenyl-benzidine (NPB:

[0159] N,N'-di(naphthalene-1-yl)-N,N'-diphenyl-benzidine), 4,4'-cyclohexylidenebis[N,N-bis(4-methylphenyl)benzenamine] (TAPC: 4,4′-Cyclohexylidenebis[N,N-bis(4-methylphenyl)benzenamine]), 4,4'-bis[N,N'-(3-tolyl)amino]-3,3'-dimethylbiphenyl (HMTPD: 4,4'-Bis[N,N'-(3-tolyl)amino]-3,3'-dimethylbiphenyl), 1,3-bis(N-carbazolyl)benzene (mCP: 1,3-Bis(N-carbazolyl)benzene), etc.

[0160] Also, the hole transport region HTR may include 9-(4-tert-butylphenyl)-3,6-bis(triphenylsilyl)-9H-carbazole (CzSi:

[0161] 9-(4-tert-Butylphenyl)-3,6-bis(triphenylsilyl)-9H-carbazole), 9-phenyl-9H-3,9'-bicarbazole (CCP: 9-phenyl-9H-3,9'-bicarbazole) or 1,3-bis(1,8-dimethyl-9H-carbazol-9-yl)benzene (mDCP: 1,3-bis(1,8-dimethyl-9H-carbazol-9-yl)benzene), etc.

[0162] The hole transport region HTR may include the compound of the hole transport region HTR described above in at least one of the hole injection layer HIL, the hole transport layer HTL, the emission auxiliary layer EAL, and the electron blocking layer EBL.

[0163] The thickness of the hole transport region HTR may be about to about For example, about to about In the case where the hole transport region HTR includes the hole injection layer HIL, the thickness of the hole injection layer HIL may be, for example, about 100 Å. to about In the case where the hole transport region HTR includes the hole transport layer HTL, the thickness of the hole transport layer HTL may be about 100 Å. to about For example, in the case where the hole transport region HTR includes the electron blocking layer EBL, the thickness of the electron blocking layer EBL may be about 1000 Å. to about When the thicknesses of the hole transport region HTR, the hole injection layer HIL, the hole transport layer HTL, and the electron blocking layer EBL satisfy the ranges described above, hole transport characteristics of a satisfactory degree may be obtained without substantially increasing the driving voltage.

[0164] In addition to the aforementioned substances, the hole transport region HTR may further include a charge generating substance to improve conductivity. The charge generating substance may be uniformly or non-uniformly dispersed in the hole transport region HTR. The charge generating substance may be, for example, a p-dopant. The p-dopant may include at least one of a halogenated metal compound, a quinone derivative, a metal oxide, and a cyano compound, but is not limited thereto. For example, the p-dopant may include halogenated metal compounds such as CuI and RbI, quinone derivatives such as tetracyanoquinodimethane (TCNQ: Tetracyanoquinodimethane) and 2,3,5,6-tetrafluoro-7,7',8,8'-tetracyanoquinodimethane (F4-TCNQ: 2,3,5,6-tetrafluoro-7,7',8,8'-tetracyanoquinodimethane), metal oxides such as tungsten oxide and molybdenum oxide, dipyrazino[2,3-f:2',3'-h]quinoxaline-2,3,6,7,10,11-hexanitrile (HATCN:

[0165] dipyrazino[2,3-f:2',3'-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile) and 4-[[2,3-bis[cyano-(4-cyano-2,3,5,6-tetrafluorophenyl)methylene]cyclopropylidene]-cyanomethyl]-2,3,5,6-tetrafluorobenzonitrile (NDP9:

[0166] 4-[[2,3-bis[cyano-(4-cyano-2,3,5,6-tetrafluorophenyl)methylidene]cyclopropylidene]-cyanomethyl]-2,3,5,6-tetrafluorobenzonitrile) and the like, but the embodiment is not limited thereto.

[0167] As described above, the hole transport region HTR may include at least one of a light-emitting auxiliary layer EAL and an electron blocking layer EBL in addition to the hole injection layer HIL and the hole transport layer HTL. The light-emitting auxiliary layer EAL may compensate for the wavelength resonance distance of the light emitted from the light-emitting layer EML, and improve the light-emitting efficiency by adjusting the hole charge balance. In addition, the light-emitting auxiliary layer EAL may also prevent electrons from being injected into the hole transport region HTR. As a substance included in the light-emitting auxiliary layer EAL, a substance that can be contained in the hole transport region HTR may be used. The electron blocking layer EBL is a layer that prevents electrons from being injected from the electron transport region ETR into the hole transport region HTR.

[0168] In one embodiment, the light-emitting auxiliary layer EAL may include the first compound of one embodiment. In addition, the light-emitting auxiliary layer EAL according to one embodiment may also include at least one of a second compound, a third compound, and a fourth compound. The second compound may include a tricyclic condensed ring including a nitrogen atom as a ring-forming atom. The third compound includes a six-membered ring group including at least one nitrogen atom as a ring-forming atom. The fourth compound may include an organic metal complex. The second compound, the third compound, and the fourth compound are described in more detail below.

[0169] In this specification, the first compound may be referred to as a condensed polycyclic compound of an embodiment. A condensed polycyclic compound of an embodiment may include a five-ring condensed ring as a central structure, and the five-ring condensed ring includes two nitrogen atoms and one boron atom as ring atoms. Furthermore, a condensed polycyclic compound of an embodiment may include a phenanthrene portion and a carbazole portion directly or indirectly bound to the central structure. A condensed polycyclic compound of an embodiment including a phenanthrene portion may accelerate reverse intersystem crossing (RISC: Reverse Inter System Crossing) by making the energy level of a high-valent triplet state (Tn state) close. Furthermore, a condensed polycyclic compound of an embodiment including a carbazole portion is easier to match with the energy level of the highest occupied molecular orbital (HOMO: Highest Occupied Molecular Orbital) of a host material, thereby helping to improve the luminous efficiency and life of a light-emitting element ED. In one embodiment, a light-emitting element ED including a condensed polycyclic compound may exhibit characteristics of low driving voltage, high luminous efficiency, and long life.

[0170] The light emitting element ED of one embodiment may include the condensed polycyclic compound of one embodiment. The condensed polycyclic compound of one embodiment may be represented by the following [Chemical Formula 1].

[0171] [Chemical formula 1]

[0172]

[0173] In [Chemical Formula 1], m1 may be an integer of 0 to 3, m2 and m3 may each independently be an integer of 0 to 4, and m4 and m5 may each independently be an integer of 0 to 5.

[0174] When m1 is an integer greater than 2, a plurality of R a1 Can be the same, or at least one R a1 Can be combined with the rest of R a1 When m1 is 0, it can be different from m1 being 3 and three R a1 The same is true for hydrogen atoms. When m2 is an integer greater than 2, multiple R a2 Can be the same, or at least one R a2 Can be combined with the rest of R a2 Different. In the case where m2 is 0, it can be different from m2 being 4 and four R a2 The same is true for hydrogen atoms. When m3 is an integer greater than 2, multiple R a3 Can be the same, or at least one R a3 Can be combined with the rest of R a3Different. When m3 is 0, it can be compared with m3 being 4 and four R a3 The same is true for hydrogen atoms.

[0175] When m4 is an integer greater than 2, a plurality of R a4 Can be the same, or at least one R a4 Can be combined with the rest of R a4 Different. When m4 is 0, it can be different from m4 being 5 and five R a4 The same is true for hydrogen atoms. When m5 is an integer greater than 2, a plurality of R a5 Can be the same, or at least one R a5 Can be combined with the rest of R a5 Different. When m5 is 0, it can be different from m5 being 5 and five R a5 The same is true for hydrogen atoms.

[0176] In [Chemical Formula 1], R a1 To R a5 At least one of can be represented by the following [Chemical Formula 2]. In [Chemical Formula 1], R a1 To R a5 At least one of the following may include a substituted or unsubstituted first carbazole. a1 To R a5 At least one of may be represented by the following [Chemical Formula 2], and may include a substituted or unsubstituted first carbazole. a1 To R a5 The group represented by [Chemical Formula 2] in may be the same as the group containing the substituted or unsubstituted first carbazole. a1 To R a5 At least one of can be represented by [Chemical Formula 2], and in R a1 To R a5 At least one of the remaining ones not represented by [Chemical Formula 2] may include a substituted or unsubstituted first carbazole. a1 To R a5 The group represented by [Chemical Formula 2] in may be different from the group including the substituted or unsubstituted first carbazole.

[0177] R a1 To R a5The rest of the group not represented by [Chemical Formula 2] may be independently a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. For example, when m5 is an integer greater than 2, a plurality of R a5 Two or more R a5 can be represented by [Chemical Formula 2] independently. For m1 to m4 and R a1 To R a4 For example, it can be applied to m5 and R a5 Same instructions.

[0178] [Chemical formula 2]

[0179]

[0180] In [Chemical Formula 2], L d It may be a direct linkage, a substituted or unsubstituted alkylene group having 1 to 30 carbon atoms, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms. For example, L d It may be a directly bonded, substituted or unsubstituted phenylene group or a substituted or unsubstituted divalent carbazole group.

[0181] In L d In the case where the first carbazole is not included, R not represented by the [Chemical Formula 2] a1 To R a5 At least one of the above may include the first carbazole substituted with a substituent other than a phenanthryl group, or R a2 and R a3 The first carbazole may be independently unsubstituted or substituted with a substituent other than the phenanthryl group.

[0182] The condensed polycyclic compound of one embodiment represented by [Chemical Formula 1] may satisfy any one of Cases A1 to A3. Case A1 is defined as follows: In [Chemical Formula 2], L d The first carbazole may be substituted or unsubstituted. Case A2 is defined as follows: In [Chemical Formula 2], L d Excluding the case of the first carbazole which is substituted or unsubstituted, in R a1 To R a5At least one of the rest of the formula not represented by [Chemical Formula 2] includes a first carbazole substituted with a substituent other than a phenanthryl group. Case A3 is defined as follows: In [Chemical Formula 2], d Excluding the case of the first carbazole which is substituted or unsubstituted, R a2 and R a3 Each independently includes a substituted first carbazole, or includes a first carbazole substituted with a substituent other than a phenanthryl group. That is, in [Chemical Formula 1] and [Chemical Formula 2], L d and R a1 To R a5 At least one of may include a carbazole group (or a divalent carbazole group).

[0183] In [Chemical Formula 1] and [Chemical Formula 2], L d and R a1 To R a5 At least one of may include a substituted or unsubstituted carbazole group (or a divalent carbazole group), or may include a carbazole group as a substituent. In [Chemical Formula 1], R a1 To R a5 At least one of the L in [Chemical Formula 2] may be a substituted phenanthryl group, or may be a group including a phenanthryl group as a substituent. d In the case of a divalent carbazole group, the condensed polycyclic compound of one embodiment may include a carbazole group substituted with a phenanthryl group. d In the case of a non-divalent carbazolyl group, the condensed polycyclic compound of one embodiment may include a carbazolyl group substituted with a substituent other than a phenanthryl group and an unsubstituted phenanthryl group. d In the case of not being a divalent carbazolyl group, the condensed polycyclic compound of one embodiment may include an unsubstituted carbazolyl group and an unsubstituted phenanthrenyl group.

[0184] The condensed polycyclic compound of one embodiment may include a five-ring condensed ring as a central structure, wherein the five-ring condensed ring includes two nitrogen atoms and one boron atom as ring-forming atoms, and a phenanthrene moiety and a carbazole moiety may be directly or indirectly combined in the central structure. The condensed polycyclic compound of one embodiment may include at least one carbazole moiety and at least one phenanthrene moiety. For example, the condensed polycyclic compound of one embodiment may include a carbazole group substituted by a phenanthrene group, and the carbazole group substituted by a phenanthrene group may be directly combined with the central structure. Alternatively, the condensed polycyclic compound of one embodiment may include a phenanthrene group and a carbazole group not substituted by a phenanthrene group. The carbazole group not substituted by a phenanthrene group may be substituted or unsubstituted by a substituent other than a phenanthrene group. Each of the phenanthrene group and the carbazole group not substituted by a phenanthrene group may be directly or indirectly combined with the central structure.

[0185] [Chemical Formula 2] can be represented by any one of the following [Chemical Formula 2-1] to the following [Chemical Formula 2-31]. In the following [Chemical Formula 2-11] to the following [Chemical Formula 2-17] and [Chemical Formula 2-26] to [Chemical Formula 2-31], D is a deuterium atom.

[0186]

[0187]

[0188]

[0189]

[0190]

[0191] [Chemical Formula 1] can be represented by any one of the following [Chemical Formula 1-1] to the following [Chemical Formula 1-3]. [Chemical Formula 1-1] can be represented by [Chemical Formula 1] wherein m1 is 1 and R a1 The case represented by [Chemical Formula 2]. [Chemical Formula 1-2] can be represented by [Chemical Formula 1] wherein m4 is an integer greater than 1 and R a4 The case represented by [Chemical Formula 2]. [Chemical Formula 1-3] can be represented by [Chemical Formula 1] where m2 is 1 and R a2 The case represented by [Chemical Formula 2].

[0192] [Chemical formula 1-1]

[0193]

[0194] [Chemical formula 1-2]

[0195]

[0196] [Chemical formula 1-3]

[0197]

[0198] In [Chemical Formula 1-1] to [Chemical Formula 1-3], m1 to m5, R a1 To R a5 and L d The same applies to the contents described for [Chemical Formula 1] and [Chemical Formula 2].

[0199] In [Chemical Formula 1-2], m44 may be an integer greater than or equal to 0 and less than or equal to 4. When m44 is an integer greater than or equal to 2, a plurality of R a44 Can be the same, or at least one R a44 Can be combined with the rest of R a44Different. When m44 is 0, it can be different from m44 being 4 and four R a44 The same is true for hydrogen atoms. a44 It may be a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. For example, R a44 It may be a hydrogen atom, a substituted or unsubstituted phenyl group, or a substituted or unsubstituted phenanthryl group.

[0200] [Chemical Formula 1-1] can be represented by the following [Chemical Formula 1-1A]. [Chemical Formula 1-1A] can be represented by L in [Chemical Formula 1-1] d This is a substituted or unsubstituted divalent carbazole group.

[0201] [Chemical Formula 1-1A]

[0202]

[0203] In [Chemical Formula 1-1A], m2 to m5 can be similarly applied to the contents described in [Chemical Formula 1-1]. n1 can be an integer greater than or equal to 0 and less than or equal to 7. When n1 is an integer greater than or equal to 2, a plurality of R 1 Can be the same, or at least one R 1 Can be combined with the rest of R 1 Different. When n1 is 0, it can be compared with n1 being 7 and seven R 1 The same is true for hydrogen atoms. 1 and R a12 To R a15 They may each independently be a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms.

[0204] For example, [Chemical Formula 1-1A] can be represented by the following [Chemical Formula 1-1AA]. [Chemical Formula 1-1AA] can specifically show the bonding position of the divalent carbazole group in [Chemical Formula 1-1A].

[0205] [Chemical formula 1-1AA]

[0206]

[0207] In [Chemical Formula 1-1AA], m2 to m5, n1, R 1 and R a12 To Ra15 The same applies to the contents described for [Chemical Formula 1-1A].

[0208] [Chemical Formula 1-2] can be represented by [Chemical Formula 1-2A]. [Chemical Formula 1-2A] can be represented by L in [Chemical Formula 1-2] d Alternatively, [Chemical Formula 1-2A] may represent the following: In [Chemical Formula 1-2], L d is not a substituted or unsubstituted divalent carbazole group, and R in [Chemical Formula 1] a1 To R a5 In the formula (2), at least one of the remaining groups not represented by the formula (2) is a substituted carbazolyl group, or R a2 and R a3 Each independently represents a substituted or unsubstituted carbazolyl group.

[0209] [Chemical Formula 1-2A]

[0210]

[0211] In [Chemical Formula 1-2A], m1 to m3, m5, m44, and R a44 The contents described for [Chemical Formula 1-2] can be applied in the same manner.

[0212] In [Chemical Formula 1-2A], L d1 It may be a directly bonded or substituted or unsubstituted arylene group having 6 or more and 30 or less ring carbon atoms. a21 To R a24 It can be defined as case B1 and case B2. a21 To R a24 Case B1 or Case B2 may be satisfied. Case B1 may correspond to Case A2 described with reference to [Chemical Formula 1]. Case B2 may correspond to Case A3 described with reference to [Chemical Formula 1].

[0213] Case B1 can be defined as follows: R a21 To R a24 At least one of them is a first carbazole substituted with a substituent other than a phenanthryl group, and the others are independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. For example, in case B1, R a22 and R a23 may be each independently a first carbazole substituted with a substituent other than a phenanthryl group, R a21may be a substituted or unsubstituted tert-butyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group or a substituted or unsubstituted dibenzothiophenyl group, R a24 It may be a hydrogen atom, a substituted or unsubstituted tert-butyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, or a substituted or unsubstituted phenanthryl group.

[0214] Case B2 can be defined as follows: R a22 and R a23 are each independently an unsubstituted first carbazole or a first carbazole substituted with a substituent other than a phenanthryl group, R a21 and R a24 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. For example, in case B2, R a22 and R a23 The first carbazole may be unsubstituted, R a21 and R a24 They may each independently be a substituted or unsubstituted tert-butyl group or a substituted or unsubstituted phenyl group.

[0215] For example, [Chemical Formula 1-2A] can be represented by any one of the following [Chemical Formula 1-2AA] to the following [Chemical Formula 1-2AD]. [Chemical Formula 1-2AA] and [Chemical Formula 1-2AB] can be represented by L in [Chemical Formula 1-2A]. d1 In the case of direct bonding, [Chemical Formula 1-2AC] and [Chemical Formula 1-2AD] can be represented by L in [Chemical Formula 1-2A] d1 The present invention is a case of substituted or unsubstituted phenylene.

[0216] [Chemical formula 1-2AA]

[0217]

[0218] [Chemical formula 1-2AB]

[0219]

[0220] [Chemical formula 1-2AC]

[0221]

[0222] [Chemical formula 1-2AD]

[0223]

[0224] In [Chemical Formula 1-2AA] to [Chemical Formula 1-2AD], m1 to m3, m5, m44, R a21 To R a24 and R a44 The same applies to the contents described for [Chemical Formula 1-2A].

[0225] [Chemical Formula 1-3] can be represented by the following [Chemical Formula 1-3A]. [Chemical Formula 1-3A] can be represented by L in [Chemical Formula 1-3] d This is a substituted or unsubstituted divalent carbazole group.

[0226] [Chemical Formula 1-3A]

[0227]

[0228] In [Chemical Formula 1-3A], m1 and m3 to m5 can be similarly applied to the contents described in [Chemical Formula 1-3].

[0229] In [Chemical Formula 1-3A], n2 may be an integer of 0 or more and 7 or less. When n2 is an integer of 2 or more, a plurality of R 2 Can be the same, or at least one R 2 Can be combined with the rest of R 2 Different. When n2 is 0, it can be compared with n2 being 7 and seven R 2 The same is true for hydrogen atoms. 2 and R a31 To R a34 They may each independently be a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms.

[0230] [Chemical Formula 1-3A] can be represented by the following [Chemical Formula 1-3AA]. [Chemical Formula 1-3AA] can represent the following case: In [Chemical Formula 1-3A], m4 and m5 are integers greater than 2, and two R a33 and two R a34 It is phenyl.

[0231] [Chemical formula 1-3AA]

[0232]

[0233] In [Chemical Formula 1-3AA], m1, m3, n2, R 2 and R a31 To Ra34 The same applies to the contents described for [Chemical Formula 1-3A].

[0234] m11 and m12 may each independently be an integer of 0 or more and 3 or less. When m11 is an integer of 2 or more, a plurality of R a33 Can be the same, or at least one R a33 Can be combined with the rest of R a33 When m11 is 0, it can be different from m11 being 3 and three R a33 The same is true for hydrogen atoms. When m12 is an integer greater than 2, multiple R a34 Can be the same, or at least one R a34 Can be combined with the rest of R a34 When m12 is 0, it can be different from m12 being 3 and three R a34 The same is true for hydrogen atoms.

[0235] m13 to m16 may each independently be an integer of 0 to 5. When m13 is an integer of 2 or more, a plurality of R a35 Can be the same, or at least one R a35 Can be combined with the rest of R a35 When m13 is 0, it can be different from m13 being 5 and five R a35 The same is true for hydrogen atoms. When m14 is an integer greater than 2, multiple R a36 Can be the same, or at least one R a36 Can be combined with the rest of R a36 Different. When m14 is 0, it can be compared with m14 being 5 and five R a36 The same is true for hydrogen atoms. When m15 is an integer greater than 2, multiple R a37 Can be the same, or at least one R a37 Can be combined with the rest of R a37 When m15 is 0, it can be different from m15 being 5 and five R a37 The same is true for hydrogen atoms. When m16 is an integer greater than 2, multiple R a38 Can be the same, or at least one R a38 Can be combined with the rest of R a38 When m16 is 0, it can be different from m16 being 5 and five R a38 The same is true for hydrogen atoms.

[0236] R a35 To R a38Each of them may independently be a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. For example, R a35 To R a38 They may each independently be a hydrogen atom, a substituted or unsubstituted tert-butyl group, or a substituted or unsubstituted phenyl group.

[0237] [Chemical Formula 1] can be represented by any one of the compounds of the following [Compound Group 1]. The condensed polycyclic compound of one embodiment can be represented by any one of the compounds of the following [Compound Group 1]. The light-emitting element ED of one embodiment can be represented by any one of the compounds of the following [Compound Group 1]. In the following [Compound Group 1], D is a deuterium atom.

[0238] [Compound Group 1]

[0239]

[0240]

[0241]

[0242]

[0243]

[0244]

[0245]

[0246]

[0247]

[0248]

[0249]

[0250]

[0251]

[0252]

[0253]

[0254] The condensed polycyclic compound of one embodiment can emit blue light. For example, the condensed polycyclic compound of one embodiment can be a luminescent material having a central wavelength of light emission in a wavelength region of 430 nm to 490 nm. Specifically, the condensed polycyclic compound of one embodiment can be a luminescent material having a central wavelength of light emission in a wavelength region of 450 nm to 470 nm. The light-emitting element ED including the condensed polycyclic compound of one embodiment can emit blue light. For example, the third light-emitting element ED-3 (refer to Figure 2 ) may include a condensed polycyclic compound of one embodiment.

[0255] The light-emitting layer EML may include a condensed polycyclic compound of an embodiment as a dopant. The condensed polycyclic compound of an embodiment may be a thermally activated delayed fluorescence (TADF: Thermally Activated Delayed Fluorescence) material. The condensed polycyclic compound of an embodiment may be a multiple resonance (MR: multiple resonance) type thermally activated delayed fluorescence material. The condensed polycyclic compound of an embodiment may emit light by converting triplet excitons into singlet excitons through a reverse intersystem crossing (RISC: Reverse InterSystem Crossing) mechanism.

[0256] The condensed polycyclic compound of one embodiment includes a five-ring condensed ring as a central structure, the five-ring condensed ring includes two nitrogen atoms and one boron atom as ring atoms, and may include a phenanthrene portion and a carbazole portion bound to the central structure. The light-emitting element ED including the condensed polycyclic compound of one embodiment including the phenanthrene portion and the carbazole portion may exhibit characteristics of low driving voltage, high luminous efficiency, and long life.

[0257] The energy level of the T1 state of the phenanthrene part and the energy level of the S1 state of the condensed polycyclic compound are quasi-degeneracy states, and the condensed polycyclic compound of one embodiment can show the characteristic of easy RISC. In addition, the condensed polycyclic compound of one embodiment including the phenanthrene part can accelerate RISC by making the energy level of the high-valent triplet state (Tn state) close. The energy level of the high-valent triplet state (Tn state) can move to the S1 state or the energy level lower than the S1 state, so that it can be close to each other. In the case where the energy level of the triplet state is close, the triplet exciton lifetime (Tau: triplet exciton lifetime) can be reduced by promoting spin-vibronic coupling (SVC: spin-vibronic coupling) during the RISC process. In addition, in the case where the energy level of the triplet state is close, the movement between triplets becomes easy, and the RISC of the exciton (exciton) in the T1 state converted to the S1 state via the T2 state or the T3 state can be accelerated.

[0258] Condensed polycyclic compounds including carbazole moieties can exhibit the property of easier matching with the highest occupied molecular orbital (HOMO) energy level of the host material. In a light-emitting element that simultaneously emits thermally active delayed fluorescence and blue light using a triplet state, a host material having a wide bandgap and a high T1 energy level is essential, and such a host material includes a large portion of carbazole groups. In the case where the host material including the carbazole group has a relatively deeper HOMO energy level and the dopant material has a shallower HOMO energy level than the host material, the emitter captures holes for direct charge recombination, thereby promoting the trap-assisted recombination (TAR: Trap assistant recombination) phenomenon of generating excitons. This results in an increase in the triplet exciton concentration and a reduction in the luminous efficiency and lifetime of the light-emitting element ED. Since high-concentration triplet excitons are in an excited state for a long time, they trigger the decomposition of the compound and generate hot excitons through triplet-triplet annihilation (TTA), thereby destroying the surrounding compounds and reducing the life of the light-emitting element ED. In contrast, the condensed polycyclic compound including the carbazole part is easier to match the HOMO energy level of the host material, which can help improve the luminous efficiency and life of the light-emitting element ED.

[0259] Figure 8 The energy levels of S1 and T1 to T4 states in the comparative example compound and the condensed polycyclic compound of one embodiment are shown. R 、T1 R 、T2 R 、T3 R and T4 R The energy level of the comparative compound CX1 is shown. R The S1 state energy level of the comparative example compound CX1 is shown. R 、T2 R 、T3 R and T4 R The energy levels of the T1, T2, T3, and T4 states of the comparative example compound CX1 are shown respectively.

[0260] S1 EA 、T1 EA 、T2 EA 、T3 EA and T4 EA The energy levels of compound 88 are shown. S1 EA The S1 state energy level of compound 88 is shown. EA 、T2 EA 、T3 EA and T4 EA The energy levels of the T1, T2, T3 and T4 states of compound 88 are shown respectively.

[0261] S1 EB 、T1 EB 、T2 EB 、T3 EB and T4 EB The energy levels of compound 89 are shown. S1 EB The S1 state energy level of compound 89 is shown. EB 、T2 EB 、T3 EB and T4 EB The energy levels of the T1, T2, T3 and T4 states of compound 89 are shown respectively. Compound 88 and compound 89 are condensed polycyclic compounds of one embodiment shown in the above-mentioned [Compound Group 1].

[0262] <Comparative Example Compound CX1, Compound 88 and Compound 89>

[0263]

[0264] Reference Figure 8 It can be seen that in compound 88, the energy levels T2 and T3 states EA 、T3 EA The energy level T1 of the T1 state EAIn compound 89, it can be seen that the energy levels of T2 and T3 states are EB 、T3 EB The energy level T1 of the T1 state EB In addition, the energy level T4 of the T4 state of the comparative example compound CX1 is R By comparison, it can be seen that the energy level T4 of the T4 state of compound 88 and compound 89 is EA 、T4 EB The energy level S1 of the S1 state EA 、S1 EB Compound 88 and Compound 89 include a phenanthrene moiety as a condensed polycyclic compound of one embodiment. Unlike Compound 88 and Compound 89, Comparative Example Compound CX1 does not include a phenanthrene moiety. Therefore, it can be confirmed that the condensed polycyclic compound of one embodiment including a phenanthrene moiety makes the energy level of the high-valent triplet state close and accelerates RISC.

[0265] Table 1 below is a table showing the characteristics of comparative compound CX1, compound 88 and compound 89, and is a simulation result. In Table 1, HOMO represents the HOMO energy level, and LUMO represents the lowest unoccupied molecular orbital (LUMO: Lowest Unoccupied Molecular Orbital) energy level. S1 (nm) represents the emission wavelength in the lowest singlet state, and T1 (nm) represents the emission wavelength in the lowest triplet state. F1 represents the oscillator strength (Oscillator strength) (f), and T2-T1 represents the absolute value of the difference in energy levels between the T2 state and the T1 state. ΔE ST Represents the absolute value of the difference in energy levels between the S1 state and the T1 state.

[0266] [Table 1]

[0267]

[0268] As shown in Table 1, the comparative compounds CX1, 88 and 89 showed similar levels of S1 (nm), T1 (nm) and ΔE ST As described above, the comparative compound CX1 does not include a phenanthrene moiety, unlike compound 88 and compound 89. This indicates that the phenanthrene moiety does not affect S1 and T1.

[0269] Compared with the comparative example compound CX1, compound 88 and compound 89 exhibit a deeper HOMO energy level, thereby preventing the increase in the T1 exciton concentration generated by the TAR phenomenon. Compound 88 and compound 89 include a phenanthrene portion as a condensed polycyclic compound of one embodiment. Therefore, it can be seen that the condensed polycyclic compound of one embodiment including the phenanthrene portion helps to improve the life of the light-emitting element ED.

[0270] In one embodiment, the light-emitting layer EML may include the condensed polycyclic compound of one embodiment, and may further include at least one of the second compound, the third compound, and the fourth compound. In one embodiment, the light-emitting layer EML may include the second compound represented by the following [Chemical Formula HT-1]. For example, the second compound may be used as a hole transporting host material of the light-emitting layer EML.

[0271] [Chemical formula HT-1]

[0272]

[0273] In [Chemical Formula HT-1], A 1 To A 8 Can be N or CR independently 51 For example, A 1 To A 8 All can be CR 51 Or, A 1 To A 8 Any one of them can be N, and the rest can be CR 51 .

[0274] In [Chemical Formula HT-1], L 1 It may be a direct linkage, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms. 1 It may be a direct bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted divalent biphenyl group, a substituted or unsubstituted divalent carbazole group, etc., but the embodiment is not limited thereto.

[0275] In [Chemical Formula HT-1], Y a Can be direct linkage, CR 52 R 53 or SiR 54 R 55 That is, the two benzene rings connected to the nitrogen atom of [Chemical Formula HT-1] can be directly bonded, or In [chemical formula HT-1], Y a In the case of direct bonding, the second compound represented by [Chemical Formula HT-1] may include a carbazole moiety.

[0276] In [chemical formula HT-1], Ar 1It may be a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. 1 It may be a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, or a substituted or unsubstituted biphenyl group, but the embodiment is not limited thereto.

[0277] In [Chemical Formula HT-1], R 51 To R 55 and R may each independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thiol 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 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring carbon atoms. Alternatively, R 51 To R 55 Each of the groups in the formula (R) is combined with the adjacent groups to form a ring. 51 To R 55 R and R can each independently be a hydrogen atom or a deuterium atom. 51 To R 55 They may each independently be an unsubstituted methyl group or an unsubstituted phenyl group.

[0278] In one embodiment, the second compound represented by [Chemical Formula HT-1] may be represented by any one of the compounds represented by the following [Compound Group 2]. The light-emitting layer EML may include at least one of the compounds represented by the following [Compound Group 2] as a hole-transporting host substance.

[0279] [Compound Group 2]

[0280]

[0281]

[0282]

[0283]

[0284]

[0285]

[0286] In the specific example compounds shown in [Compound Group 2], D may represent a deuterium atom, and Ph may represent a substituted or unsubstituted phenyl group. For example, in the specific example compounds shown in [Compound Group 2], Ph may be an unsubstituted phenyl group.

[0287] In one embodiment, the light emitting layer EML may include a third compound represented by the following [Chemical Formula ET-1]. For example, the third compound may be used as an electron transport host material of the light emitting layer EML.

[0288] [Chemical formula ET-1]

[0289]

[0290] In [chemical formula ET-1], X 1 To X 3 At least one of them can be N, and the rest can be CR 56 For example, X 1 To X 3 Any one of them can be N, and the other two can be CR independently. 56 In this case, the third compound represented by [Chemical Formula ET-1] may include a pyridine moiety. Alternatively, X 1 To X 3 Two of them can be N, and the remaining one can be CR 56 In this case, the third compound represented by [Chemical Formula ET-1] may include a pyrimidine moiety. Alternatively, X 1 To X 3 All may be N. In this case, the third compound represented by [Chemical Formula ET-1] may include a triazine moiety.

[0291] In [Chemical Formula ET-1], R 56 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 aryl group having 6 to 60 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring carbon atoms.

[0292] In [Chemical Formula ET-1], b1 to b3 may each independently be an integer of 0 or more and 10 or less.

[0293] In [Chemical Formula ET-1], Ar 2 To Ar 4and 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 aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. 2 To Ar 4 It may be a substituted or unsubstituted phenyl group or a substituted or unsubstituted carbazolyl group.

[0294] In [Chemical Formula ET-1], L 2 To L 4 Each of them may be independently directly bonded, substituted or unsubstituted arylene group having 6 or more and 30 or less ring carbon atoms, or substituted or unsubstituted heteroarylene group having 2 or more and 30 or less ring carbon atoms. In addition, when b1 to b3 are integers of 2 or more, L 2 To L 4 Each of them independently may be a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms.

[0295] In one embodiment, the third compound may be represented by any one of the compounds of the following [Compound Group 3]. The light emitting element ED of one embodiment may include any one of the compounds of the following [Compound Group 3].

[0296] [Compound Group 3]

[0297]

[0298]

[0299]

[0300]

[0301]

[0302]

[0303]

[0304]

[0305]

[0306]

[0307]

[0308] In the specific example compounds shown in [Compound Group 3], D represents a deuterium atom, and Ph represents an unsubstituted phenyl group.

[0309] The light-emitting layer EML includes a second compound and a third compound, and the second compound and the third compound can form an exciplex. In the light-emitting layer EML, the 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 can be equivalent to the difference between the lowest unoccupied molecular orbital (LUMO: Lowest Unoccupied Molecular Orbital) energy level of the electron transporting host and the highest occupied molecular orbital (HOMO: Highest Occupied Molecular Orbital) energy level of the hole transporting host.

[0310] 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 can be greater than 2.4 eV and less than 3.0 eV. In addition, the triplet energy of the exciplex can be a value less than the energy band gap of each host substance. The exciplex can have a triplet energy of less than 3.0 eV, which is the energy band gap of the hole transporting host and the electron transporting host.

[0311] In one embodiment, the light emitting layer EML may include a fourth compound in addition to the first compound, the second compound, and the third compound. The fourth compound may be used as a phosphorescent sensitizer of the light emitting layer EML. Energy may be transferred from the fourth compound to the first compound to cause light emission.

[0312] For example, the light emitting layer EML may include Pt (platinum) as a central metal atom and include an organic metal complex including a ligand bonded to the central metal atom as a fourth compound. In the light emitting element 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.

[0313] [Chemical formula D-1]

[0314]

[0315] In [Chemical Formula D-1], Q 1 To Q 4 They may be C or N, respectively and independently.

[0316] In [Chemical Formula D-1], C1 to C4 may each independently be a substituted or unsubstituted hydrocarbon ring having 5 to 30 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heterocycle having 2 to 30 ring carbon atoms.

[0317] In [Chemical Formula D-1], L 11 To L 13 Can be respectively and independently direct linkage,

[0318] *-O-*, *-S-*, a substituted or unsubstituted divalent alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms. 11 To L 13 In the above, “-*” indicates the site connecting to C1 to C4.

[0319] In [Chemical Formula D-1], b11 to b13 may be independently 0 or 1. When b11 is 0, C1 and C2 may not be connected to each other. When b12 is 0, C2 and C3 may not be connected to each other. When b13 is 0, C3 and C4 may not be connected to each other.

[0320] In [Chemical Formula D-1], R 61 To R 66 may each independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thiol 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 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring carbon atoms. or R 61 To R 66 Each of the groups in the formula (R) is combined with the adjacent groups to form a ring. 61 To R 66 They may each independently be a substituted or unsubstituted methyl group or a substituted or unsubstituted tert-butyl group.

[0321] In [Chemical Formula D-1], d1 to d4 are each independently an integer of 0 to 4. In [Chemical Formula D-1], when d1 to d4 are each 0, the fourth compound may not be R61 To R 64 d1 to d4 are 4 and R 61 To R 64 When d1 to d4 are each a hydrogen atom, the same as when d1 to d4 are each 0. When d1 to d4 are each 2 or more, a plurality of R 61 To R 64 Each of the R 61 To R 64 At least one of may be different.

[0322] In [Chemical Formula D-1], C1 to C4 may each independently be a substituted or unsubstituted hydrocarbon ring or a substituted or unsubstituted heterocyclic ring represented by any one of the following [Chemical Formula C-1] to the following [Chemical Formula C-4].

[0323]

[0324] In [Chemical Formula C-1] to [Chemical Formula C-4], P 1 Can be C-* or CR 74 , P 2 Can be N-* or NR 81 , P 3 Can be N-* or NR 82 , P 4 Can be c——* or CR 88 . R 71 To R 88 They may each independently be a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, and may selectively combine with adjacent groups to form a ring.

[0325] Furthermore, in [Chemical Formula C-1] to [Chemical Formula C-4], It corresponds to the portion connected to Pt as the central metal atom, and "-*" corresponds to the portion connected to the adjacent ring group (C1 to C4) or the linking group (L11 to L13).

[0326] The light-emitting layer EML of an embodiment may include a first compound that is a condensed polycyclic compound and at least one of the second compound to the fourth compound. For example, the light-emitting layer EML may include a first compound, a second compound, and a third compound. In the light-emitting layer EML, the second compound and the third compound may form an exciplex, and energy is transferred from the exciplex to the first compound to cause light emission.

[0327] Furthermore, the light-emitting layer EML may include a first compound, a second compound, a third compound, and a fourth compound. In the light-emitting layer EML, the second compound and the third compound may form an exciplex, and energy is transferred from the exciplex to the fourth compound and the first compound to cause light emission. In one embodiment, the fourth compound may be a sensitizer. In the light-emitting element ED of one embodiment, the fourth compound included in the light-emitting layer EML may play the role of a sensitizer, thereby playing the role of transferring energy from the host to the first compound as a light-emitting dopant. That is, the fourth compound that plays the role of an auxiliary dopant can increase the luminescence ratio of the first compound by accelerating the energy transfer to the first compound as a light-emitting dopant. Therefore, the luminous efficiency of the light-emitting layer EML of one embodiment can be improved. Moreover, in the case where the energy transfer to the first compound is increased, since the excitons formed in the light-emitting layer EML emit light quickly and do not accumulate inside the light-emitting layer EML, the degradation of the element can be reduced. Therefore, the life of the light-emitting element ED of one embodiment can be improved.

[0328] The light emitting element ED of one embodiment may include the first compound, the second compound, the third compound and the fourth compound, and the light emitting layer EML may include a combination of two host materials and two dopant materials. In the light emitting element ED of one embodiment, the light emitting layer EML may include the second compound and the third compound as two different hosts, the first compound emitting delayed fluorescence, and the fourth compound including an organic metal complex, thereby exhibiting excellent luminous efficiency characteristics.

[0329] In one embodiment, the fourth compound represented by [Chemical Formula D-1] may be represented by at least one of the compounds represented by the following [Compound Group 4]. The light emitting layer EML may include at least one of the compounds represented by the following [Compound Group 4] as a sensitizer substance.

[0330] [Compound Group 4]

[0331]

[0332]

[0333]

[0334] In the specific example compounds shown in [Compound Group 4], D may represent a deuterium atom.

[0335] In the light-emitting element ED of one embodiment, when the light-emitting layer EML includes the first compound, the second compound and the third compound, the content of the first compound can be greater than 0.1wt% and less than 5wt% based on the total weight of the first compound, the second compound and the third compound. However, it is not limited to this. When the content of the first compound satisfies the above ratio, the energy transfer from the second compound and the third compound to the first compound can be increased, thereby improving the luminous efficiency and the element life.

[0336] In the light-emitting layer EML, the content of the second compound and the third compound may be the remaining amount except the weight of the first compound. For example, based on the total weight of the first compound, the second compound and the third compound, 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.

[0337] A weight ratio of the second compound to the third compound may be about 3:7 to 7:3 relative to the total weight of the second compound and the third compound.

[0338] When the contents of the second compound and the third compound satisfy the above ratio, the charge balance characteristics in the light-emitting layer EML are improved, thereby improving the luminous efficiency and the life of the element. When the contents of the second compound and the third compound deviate from the above ratio range, the charge balance in the light-emitting layer EML may be destroyed, thereby reducing the luminous efficiency and the element may be easily degraded.

[0339] In the case where the light-emitting layer EML includes the fourth compound, the content of the fourth compound in the light-emitting layer EML based on the total weight of the first compound, the second compound, the third compound and the fourth compound may be 10 wt% or more and 30 wt% or less. However, it is not limited thereto. When the content of the fourth compound satisfies the above content, the energy transfer from the host to the first compound as a light-emitting dopant can be increased, so that the luminescence ratio can be increased, and the luminous efficiency of the light-emitting layer EML can be improved. When the first compound, the second compound, the third compound and the fourth compound included in the light-emitting layer EML meet the above content ratio range, excellent luminous efficiency and long life can be achieved.

[0340] The light emitting layer EML is disposed on the hole transport region HTR. The light emitting layer EML may have, for example, about to about or about to about The light emitting layer EML may have a single layer structure composed of a single substance, a single layer structure composed of a plurality of substances different from each other, or a multilayer structure having a plurality of layers composed of a plurality of substances different from each other.

[0341] In the light emitting element ED of an embodiment, the light emitting layer EML may include an anthracene derivative, a pyrene derivative, a fluoranthene derivative, Derivatives, dihydrobenzanthracene derivatives, benzo[9,10]phenanthrene derivatives, etc. Specifically, the light emitting layer EML may include anthracene derivatives or pyrene derivatives, etc.

[0342] exist Figures 3 to 7 In the light emitting element ED of the embodiment shown, 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.

[0343] [Chemical formula E-1]

[0344]

[0345] In [Chemical Formula E-1], R 31 To R 40 Each of them may be independently a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted silyl group, a substituted or unsubstituted thiol 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 aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, and may be selectively combined with an adjacent group to form a ring. In addition, R 31 To R 40 They may combine with adjacent groups to form a saturated hydrocarbon ring, an unsaturated hydrocarbon ring, a saturated heterocyclic ring, or an unsaturated heterocyclic ring.

[0346] In [Chemical Formula E-1], c and d may each independently be an integer of 0 to 5.

[0347] [Chemical Formula E-1] can be represented by any one of the following [Compound E1] to the following [Compound E19].

[0348]

[0349]

[0350] In one embodiment, the light emitting layer EML may include a compound represented by the following [Chemical Formula E-2a] or the following [Chemical Formula E-2b]. The compound represented by the following [Chemical Formula E-2a] or the following [Chemical Formula E-2b] may be used as a phosphorescent host material.

[0351] [Chemical formula E-2a]

[0352]

[0353] In [Chemical Formula E-2a], a may be an integer of 0 to 10, and L a It may be a directly bonded, substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms. In addition, when a is an integer of 2 or more, a plurality of L a Each of them independently may be a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms.

[0354] Furthermore, in [Chemical Formula E-2a], A 1 To A 5 Can be N or CR independently i . R a To R i Each of them may be independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted amino group, a substituted or unsubstituted thiol 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 aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, and may be optionally combined with adjacent groups to form a ring. a To R i The adjacent groups may be combined with each other to form a hydrocarbon ring or a heterocyclic ring including N, O, S, etc. as ring atoms.

[0355] In addition, in [Chemical Formula E-2a], A 1 To A 5 Two or three of them can be N, and the rest can be CR i .

[0356] [Chemical formula E-2b]

[0357]

[0358] In [Chemical Formula E-2b], Cbz1 and Cbz2 may each independently be an unsubstituted carbazolyl group or a carbazolyl group substituted with an aryl group having 6 to 30 ring carbon atoms. bIt may be a directly bonded, substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms. b may be an integer of 0 to 10. When b is an integer of 2 or more, a plurality of L b Each of them independently may be a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms.

[0359] The compound represented by [Chemical Formula E-2a] or [Chemical Formula E-2b] may be represented by any one of the compounds of the following [Compound Group E-2]. However, the compounds listed in the following [Compound Group E-2] are exemplary, and the compound represented by [Chemical Formula E-2a] or [Chemical Formula E-2b] is not limited to the compounds shown in the following [Compound Group E-2].

[0360] [Compound Group E-2]

[0361]

[0362]

[0363]

[0364] The light-emitting layer EML may also include common materials known in the art as a host material. For example, the light-emitting layer EML may include bis[4-(9H-carbazol-9-yl)phenyl]diphenylsilane (BCPDS: bis(4-(9H-carbazol-9-yl)phenyl)diphenylsilane), (4-(1-(4-(diphenylamino)phenyl)cyclohexyl)phenyl)diphenyl-phosphine oxide (POPCPA: (4-(1-(4-(diphenylamino)phenyl)cyclohexyl)phenyl)diphenyl-phosphine oxide), bis[2-(diphenylphosphino)phenyl]ether oxide (DPEPO: Bis[2-(diphenylphosphino)phenyl]ether oxide), 4,4'-bis(N-carbazolyl)-1,1'-biphenyl (CBP: 4,4'-bis(N-carbazolyl)-1,1'-biphenyl), 1,3-bis(carbazol-9-yl)benzene (mCP: 1,3-Bis(carbazol-9-yl)benzene), 2,8-bis(diphenylphosphoryl)dibenzo[b,d]furan (PPF: 2,8-Bis(diphenylphosphoryl)dibenzo[ b,d]furan), 4,4',4"-tris(carbazol-9-yl)-triphenylamine (TCTA: 4,4',4"-Tris(carbazol-9-yl)-triphenylamine) and 1,3,5-tris(1-phenyl-1H-benzo[d]imidazole-2-yl)benzene (TPBi: 1,3,5-tris(1-phenyl-1H-benzo[d]imidazole-2-yl)benzene) as the host substance. However, it is not limited thereto, for example, tris(8-hydroxyquinoline)aluminum (Alq 3:Tris(8-hydroxyquinolinato)aluminum、9,10-di(naphthalene-2-yl)anthracene(ADN:9,10-di(naphthalene-2-yl)anthracene、2-tert-butyl-9,10-di(naphth-2-yl)anthracene(TBADN:2-tert-butyl-9,10-di(naphth-2-yl)anthracene、distyrylarylene(DSA:distyrylarylene)、4,4'-bis(9-carbazolyl)-2,2'-dimethyl-biphenyl(CDBP: 4,4'-bis(9-carbazolyl)-2,2'-dimethyl-biphenyl), 2-methyl-9,10-bis(naphthalen-2-yl)anthracene (MADN: 2-Methyl-9,10-bis(naphthalen-2-yl)anthracene), hexaphenylcyclotriphosphazene (CP1: Hexaphenylcyclotriphosphazene), 1,4-bis(triphenylsilyl)benzene (UGH2: 1,4-Bis(triphenylsilyl)benzene), hexaphenylcyclotrisiloxane (DPSiO 3 :Hexaphenylcyclotrisiloxane、Octylphenylcyclotetrasiloxane(DPSiO 4 : Octaphenylcyclotetra siloxane) etc. can be used as the host material.

[0365] The light emitting 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.

[0366] [Chemical formula Ma]

[0367]

[0368] In the [chemical formula Ma], Y 1 To Y 4 and Z 1 To Z 4 Can be independently CR 1 or N, R 1 To R 4Each of them may be independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted amine group, a substituted or unsubstituted thiol 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 aryl group having 6 to 30 carbon atoms in a ring, or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms in a ring, and may be selectively combined with adjacent groups to form a ring. In [Chemical Formula Ma], m is 0 or 1, and n is 2 or 3. In [Chemical Formula Ma], when m is 0, n is 3, and when m is 1, n is 2.

[0369] The compound represented by [Chemical Formula Ma] may be used as a phosphorescent dopant.

[0370] The compound represented by [Chemical Formula Ma] may be represented by any one of the following compounds M-a1 to M-a25. However, the following compounds M-a1 to M-a25 are exemplary, and the compound represented by [Chemical Formula Ma] is not limited to the compounds represented by the following compounds M-a1 to M-a25.

[0371]

[0372]

[0373] The light emitting layer EML may include a compound represented by any one of the following [Chemical Formula Fa] to the following [Chemical Formula Fc]. The compounds represented by the following [Chemical Formula Fa] to the following [Chemical Formula Fc] may be used as a fluorescent dopant material.

[0374] [Chemical formula Fa]

[0375]

[0376] In the [chemical formula Fa], R a To R j The two of them can be independently *—-NAr 1 Ar 2 Replace. a To R j Unreacted*-NAr 1 Ar 2The rest of the substitutions may be 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 aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms.

[0377] In *-NAr 1 Ar 2 in Ar 1 and Ar 2 and Ar may each independently be a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. 1 and Ar 2 At least one of may be a heteroaryl group containing O or S as a ring-forming atom.

[0378] [Chemical formula Fb]

[0379]

[0380] In the [chemical formula Fb], R a and R b They may be independently hydrogen atoms, deuterium atoms, substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted alkenyl groups having 2 to 20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl groups having 2 to 30 ring carbon atoms, and may be selectively combined with adjacent groups to form a ring. Ar 1 To Ar 4 Each of them may independently be a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms.

[0381] In [Chemical Formula Fb], U and V may each independently be a substituted or unsubstituted hydrocarbon ring having 5 to 30 ring carbon atoms or a substituted or unsubstituted heterocyclic ring having 2 to 30 ring carbon atoms. 1 To Ar 4 At least one of may be a heteroaryl group containing O or S as a ring-forming atom.

[0382] In [Chemical Formula Fb], the number of rings represented by U and V may be 0 or 1, respectively and independently. For example, when the number of U or V in [Chemical Formula Fb] is 1, the part recorded as U or V constitutes a condensed ring by one ring, and when the number of U or V is 0, it means that there is no ring recorded with U or V. Specifically, when the number of U is 0 and the number of V is 1, or when the number of U is 1 and the number of V is 0, the condensed ring having a fluorene core of [Chemical Formula Fb] may be a four-membered ring compound. And, when the numbers of U and V are both 0, the condensed ring having a fluorene core of [Chemical Formula Fb] may be a three-membered ring compound. And, when the numbers of U and V are both 1, the condensed ring having a fluorene core of [Chemical Formula Fb] may be a five-membered ring compound.

[0383] [Chemical formula Fc]

[0384]

[0385] In [Chemical Formula Fc], A 1 and A 2 can be 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 aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. 1 To R 11 Each of the above is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron group, a substituted or unsubstituted oxy group, a substituted or unsubstituted thiol group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, and may be selectively combined with adjacent groups to form a ring.

[0386] In [Chemical Formula Fc], A 1 and A 2 can be independently combined with the substituents of the adjacent rings to form a condensed ring. 1 and A 2 NR m When A 1 Can be used with R 4 or R 5 Combine to form a ring. And, A 2 Can be used with R 7 or R8 Combine to form a ring.

[0387] In one embodiment, the light emitting layer EML may include a styryl derivative (e.g., 1,4-bis[2-(3-N-ethylcarbazolyl)vinyl]benzene (BCzVB: 1,4-bis[2-(3-N-ethylcarbazoryl)vinyl]benzene), 4-(di-p-tolylamino)-4'-[(di-p-tolylamino)styryl]stilbene (DPAVB: 4-(di-p-tolylamino)-4'-[(di-p-tolylamino)styryl]stilbene), N-(4-((E)-2-(6-((E)-4-(diphenylamino)styryl)naphthalen-2-yl)vinyl)phenyl)-N-phenylaniline (N-BDAVBi: N-(4-((E)-2-(6-((E)-4-(diphenylamino)styryl)naphthalen-2-yl)vinyl)phenyl)-N-phenylaniline Well-known dopant materials include 4,4'-bis[2-(4-(N,N-diphenylamino)phenyl)vinyl]biphenyl (DPAVBi: 4,4'-bis[2-(4-(N,N-diphenylamino)phenyl)vinyl]biphenyl)), perylene and its derivatives (e.g., 2,5,8,11-tetra-t-butylperylene (TBP: 2,5,8,11-Tetra-t-butylperylene)), pyrene and its derivatives (e.g., 1,1'-dipyrene, 1,4-dipyrenylbenzene, 1,4-bis(N,N-diphenylamino)pyrene)), etc.

[0388] The light-emitting layer EML may include a known phosphorescent dopant substance. For example, the phosphorescent dopant may use a metal complex containing iridium (Ir), platinum (Pt), osmium (Os), gold (Au), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb) or thulium (Tm). Specifically, iridium (III) bis (4,6-difluorophenylpyridinium-N, C2') picolinate, iridium (III) bis (4,6-difluorophenylpyridinium-N, C2') picolinate, iridium (III) bis (2,4-difluorophenylpyridinium)-tetrakis (1-pyrazolyl) borate (Firpic: ...Firpic: iridium (III) bis (4,6-difluorophenylpyridinium-N, C2') picolinate, iridium (III) bis (Firpic: iridium (III) bis (4,6-difluorophenylpyridinium-N, C2') picolinate, iridium (III) bis (Firpic: iridium (III) bis (4,6-difluorophenylpyridin 6Bis(2,4-difluorophenylpyridinato)-tetrakis(1-pyrazolyl)borate iridium(III)) or platinum octaethylporphyrin (PtOEP: platinum octaethylporphyrin) may be used as a phosphorescent dopant. However, the embodiment is not limited thereto.

[0389] The light emitting layer EML may include a quantum dot material. The core of the quantum dot may be selected from II-VI group compounds, I-II-VI group compounds, II-IV-VI group compounds, I-II-IV-VI group compounds, II-IV-V group compounds, III-VI group compounds, I-III-VI group compounds, III-V group compounds, III-II-V group compounds, IV-VI group compounds, IV group elements, IV group compounds, and combinations thereof.

[0390] The II-VI compound may be selected from the group consisting of binary compounds, ternary compounds and quaternary compounds, wherein the binary compound is selected from the group consisting of CdSe, CdTe, CdS, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, MgS and mixtures thereof, and the ternary compound is selected from the group consisting of CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, The quaternary compound is selected from the group consisting of CdZnS, CdZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe, MgZnS and a mixture thereof, and the quaternary compound is selected from the group consisting of HgZnTeS, CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe and a mixture thereof.

[0391] In addition, the II-VI group compound may also include a group I metal and / or a group IV element. The I-II-VI group compound may be selected from CuSnS or CuZnS, and the II-IV-VI group compound may be selected from ZnSnS, etc. The I-II-IV-VI group compound may be selected from a quaternary compound, wherein the quaternary compound is selected from Cu 2 ZnSnS 2 , Cu 2 ZnSnS 4 , Cu 2 ZnSnSe 4 、Ag 2 ZnSnS2 and groups formed by mixtures thereof.

[0392] The II-IV-V group compound may be selected from a ternary compound selected from ZnSnP, ZnSnP 2 、ZnSnAs 2 、ZnGeP 2 、ZnGeAs 2 、CdSnP 2 、CdGeP 2 and mixtures thereof.

[0393] The III-VI compounds can include GaS, Ga 2 S 3 ,GaSe,Ga 2 Se 3 , GaTe, InTe, InS, InSe, In 2 S 3 、In 2 Se 3 Binary compounds such as InGaS 3 、InGaSe 3 or any combination thereof.

[0394] The I-III-VI group compound may be selected from AgInS, AgInS 2 、CuInS、CuInS 2 、AgGaS 2 、CuGaS 2 、CuGaO 2 、AgGaO 2 、AgAlO 2 and mixtures thereof, or ternary compounds composed of AgInGaS 2 、CuInGaS 2 Select from the quaternary compounds such as .

[0395] The III-V compound may be selected from the group consisting of binary compounds, ternary compounds and quaternary compounds, the binary compound being selected from the group consisting of GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb and mixtures thereof, the ternary compound being 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, the quaternary compound being selected from the group consisting of GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, InAlPSb and mixtures thereof. In addition, the III-V compound may also include a Group II metal. For example, the III-II-V group compound may be selected from InZnP and the like.

[0396] The IV-VI compound may be selected from the group consisting of binary compounds, ternary compounds and quaternary compounds, the binary compound being selected from the group consisting of SnS, SnSe, SnTe, PbS, PbSe, PbTe and mixtures thereof, the ternary compound being selected from the group consisting of SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, SnPbTe and mixtures thereof, the quaternary compound being selected from the group consisting of SnPbSSe, SnPbSeTe, SnPbSTe and mixtures thereof. The IV group element may be selected from the group consisting of Si, Ge and mixtures thereof. The IV group compound may be a binary compound selected from the group consisting of SiC, SiGe and mixtures thereof.

[0397] Each element included in the multi-component compound such as the binary compound, the ternary compound, and the quaternary compound may exist in the particle at a uniform concentration or a non-uniform concentration. That is, the above chemical formula may represent the types of elements included in the compound, and the element ratios in the compound may be different. For example, AgInGaS 2 Can represent AgIn x Ga 1-x S 2 (x is a real number between 0 and 1).

[0398] In addition, the quantum dot may have a single structure in which the concentration of each element included in the corresponding quantum dot is uniform or a core-shell dual structure. For example, a substance included in the core and a substance included in the shell may be different.

[0399] The shell of the quantum dot may function as a protective layer for maintaining semiconductor properties by preventing chemical modification of the core and / or as a charging layer for imparting electrophoretic properties to the quantum dot. The shell may be a single layer or multiple layers. The interface between the core and the shell may have a concentration gradient in which the concentration of the element present in the shell decreases as it approaches the center.

[0400] In some embodiments, the quantum dot may have a core-shell structure including a core of the nanocrystal and a shell surrounding the core. The shell of the quantum dot may be exemplified by metal or non-metal oxides, semiconductor compounds, or combinations thereof.

[0401] For example, the metal or non-metal compound can be exemplified by SiO 2 、Al 2 O 3 、TiO 2 、ZnO、MnO、Mn 2 O 3 , Mn 3 O 4 , CuO, FeO, Fe 2 O 3 , Fe 3 O 4 , CoO, Co 3 O 4 , NiO and other binary compounds or MgAl 2 O 4 、CoFe 2 O 4 、NiFe 2 O 4 、CoMn 2 O 4 The present invention may include ternary compounds such as , but the present invention is not limited thereto.

[0402] Furthermore, the semiconductor compound may include 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.

[0403] Each element included in the multi-component compound such as the binary compound, the ternary compound, etc. may exist in the particle at a uniform concentration or a non-uniform concentration. That is, the chemical formula may represent the types of elements included in the compound, and the element ratio in the compound may be different.

[0404] The quantum dots may have a full width at 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, in which range the color purity or color reproducibility may be improved. Furthermore, since the light emitted by these quantum dots may be emitted in all directions, the wide viewing angle may be improved.

[0405] Furthermore, the quantum dots may be in the form of commonly used forms in the art, and more specifically may be in the form of spherical, pyramidal, multi-arm or cubic nanoparticles, nanotubes, nanowires, nanofibers, nanoplates, etc., although there is no particular limitation.

[0406] By adjusting the size of the quantum dots or adjusting the element ratio in the quantum dot compound, the energy band gap can be adjusted, so that light of multiple wavelength bands can be obtained in the quantum dot light-emitting layer. Therefore, a light-emitting element that emits light of multiple wavelengths can be realized by using quantum dots as described above (using quantum dots of different sizes from each other or making the element ratios in the quantum dot compound different). Specifically, the size of the quantum dots or the adjustment of the element ratio in the quantum dot compound can be selected in a manner to emit red light, green light and / or blue light. In addition, the quantum dots can be configured to combine multiple colors of light to emit white light.

[0407] exist Figures 3 to 7 In the light emitting element ED of the illustrated embodiment, 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.

[0408] The electron transport region ETR may have a single layer structure composed of a single substance, a single layer structure composed of a plurality of substances different from each other, or a multilayer structure having a plurality of layers composed of a plurality of substances different from each other.

[0409] 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 may have a single layer structure composed of an electron injection material and an electron transport material. Furthermore, the electron transport region ETR may have a single layer structure composed of a plurality of different materials, or may have a structure of an electron transport layer ETL / electron injection layer EIL, a hole blocking layer HBL / electron transport layer ETL / electron injection layer EIL stacked in sequence from the light emitting layer EML, but is not limited thereto. The thickness of the electron transport region ETR may be, for example, about to about

[0410] The electron transport region ETR can be formed by various methods such as vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB), inkjet printing, laser printing, and laser induced thermal imaging (LITI).

[0411] The electron transport region ETR may include a compound represented by the following [Chemical Formula ET-2].

[0412] [Chemical formula ET-2]

[0413]

[0414] In [chemical formula ET-2], X 1 To X 3 At least one of them is N, and the rest are CR a . 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 aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. 1 To Ar 3 Each of them 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 aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms.

[0415] In [Chemical Formula ET-2], a to c may each independently be an integer of 0 to 10 or less. In [Chemical Formula ET-2], L 1 To L 3Each of them may be independently a direct linkage, a substituted or unsubstituted arylene group having 6 or more and 30 or less ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 or more and 30 or less ring carbon atoms. In addition, when a to c are integers of 2 or more, L 1 To L 3 Each of them independently may be a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms.

[0416] The electron transport region ETR may include an anthracene compound. However, it is not limited thereto, and the electron transport region ETR may include, for example, tris(8-hydroxyquinoline)aluminum (Alq 3: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-phenylbenzimidazol-1-yl)phenyl)-9,10-dinaphthylanthracene(2- (4-(N-phenylbenzoimidazol-1-yl)phenyl)-9,10-dinaphthylanthracene), 1,3,5-tri(1-phenyl-1H-benzo[d]imidazol-2-yl)benzene (TPBi: 1,3,5-Tri(1-phenyl-1H-benzo[d]imidazol-2-yl)benzene), 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP: 2,9-Dimethyl-4,7-diphenyl-1,10-phenanthroline), 4,7 -Diphenyl-1,10-phenanthroline (Bphen: 4,7-Diphenyl-1,10-phenanthroline), 3-(4-biphenylyl)-4-phenyl-5-tert-butylphenyl-1,2,4-triazole (TAZ: 3-(4-Biphenylyl)-4-phenyl-5-tert-butylphenyl-1,2,4-triazole), 4-(naphthalen-1-yl)-3,5-diphenyl-4H-1,2,4-triaz ole), 2-(4-biphenylyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (tBu-PBD: 2-(4-Biphenylyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole), bis(2-methyl-8-hydroxyquinolinolato-N1,O8)-(1,1'-biphenyl-4-olato)aluminum (BAlq: Bis(2-methyl-8-quinolinolato-N1,O8)-(1,1'-Biphenyl-4-olato)aluminum), bis(benzoquinolinolato-10-hydroxy)beryllium (Bebq 2:berylliumbis(benzoquinolin-10-olate))、9,10-di(naphthalene-2-yl)anthracene(AND:9,10-di(naphthalene-2-yl)anthracene)、1,3-bis[3,5-di(pyridin-3-yl)phenyl]benzene(BmPyPhB:1,3-Bis[3,5-di(pyridin-3-yl)phenyl]benzene)and mixtures thereof.

[0417] The electron transport region ETR may include at least one of the following [Compound ET1] to the following [Compound ET36].

[0418]

[0419]

[0420]

[0421] Furthermore, the electron transport region ETR may include a metal halide such as LiF, NaCl, CsF, RbCl, RbI, CuI, KI, a lanthanide metal such as Yb, and / or a co-deposited material of the above metal halide and lanthanide metal. For example, the electron transport region ETR may include KI:Yb, RbI:Yb, LiF:Yb, etc. as a co-deposited material. In addition, the electron transport region ETR may use Li 2 O, metal oxides such as BaO or 8-hydroxyl-lithium quinolate (Liq: 8-hydroxyl-Lithiumquinolate), but the embodiment is not limited thereto. The electron transport region ETR can also be formed by a mixture of an electron transport material and an insulating organic metal salt. The organic metal salt can be a material with an energy band gap of approximately 4 eV or more. Specifically, for example, the organic metal salt can include metal acetate, metal benzoate, metal acetoacetate, metal acetylacetonate or metal stearate.

[0422] In addition to the above-mentioned materials, the electron transport region ETR may also include at least one of 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP: 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline), diphenyl (4-(triphenylsilyl)phenyl)phosphine oxide (TSPO1: diphenyl (4-(triphenylsilyl)phenyl)phosphine oxide) and 4,7-diphenyl-1,10-phenanthroline (Bphen: 4,7-diphenyl-1,10-phenanthroline), but the embodiment is not limited thereto.

[0423] For the electron transport region ETR, the compound of the electron transport region described above may be included in at least one of the electron injection layer EIL, the electron transport layer ETL, and the hole blocking layer HBL.

[0424] In the case where 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 (For example, about to about ). When the thickness of the electron transport layer ETL satisfies the above range, a satisfactory degree of electron transport characteristics can be obtained without substantially increasing the driving voltage. In the case where the electron transport region ETR includes the electron injection layer EIL, the thickness of the electron injection layer EIL can be about to about about to about In the case where the thickness of the electron injection layer EIL satisfies the range as described above, electron injection characteristics can be obtained to a satisfactory degree without substantially increasing the driving voltage.

[0425] 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 embodiment is not limited thereto. For example, when the first electrode EL1 is an anode, the second electrode EL2 may be a cathode, and when the first electrode EL1 is a cathode, the second electrode EL2 may be an anode.

[0426] The second electrode EL2 may be a transmissive electrode, a semi-transmissive electrode or a reflective electrode. When the second electrode EL2 is a transmissive electrode, the second electrode EL2 may be formed using a transparent metal oxide (e.g., indium tin oxide (ITO), indium zinc oxide (IZO), zinc oxide (ZnO), indium tin zinc oxide (ITZO)) or the like.

[0427] In the case where the second electrode EL2 is a semi-transmissive 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, Mo, Ti, Yb, W or a compound or mixture thereof (e.g., AgMg, AgYb or MgYb) or a material having a multilayer structure including two or more selected from them (e.g., LiF / Ca (a stacked structure of LiF and Ca) or LiF / Al (a stacked structure of LiF and Al)). Alternatively, the second electrode EL2 may be a multilayer structure including a reflective film or a semi-transmissive film formed using the above-mentioned substances and a transparent conductive film formed using indium tin oxide (ITO: indium tin oxide), indium zinc oxide (IZO: indium zinc oxide), zinc oxide (ZnO: zinc oxide), indium tin zinc oxide (ITZO: indium tin zinc oxide), etc. For example, the second electrode EL2 may include the above-mentioned metal material, a combination of two or more metal materials selected from the above-mentioned metal materials, or an oxide of the above-mentioned metal material, etc.

[0428] Although not shown, the second electrode EL2 may be connected to the auxiliary electrode. If the second electrode EL2 is connected to the auxiliary electrode, the resistance of the second electrode EL2 may be reduced.

[0429] In addition, a cover layer CPL may be disposed on the second electrode EL2 of the light emitting element ED in an embodiment of the present invention. The cover layer CPL may include multiple layers or a single layer.

[0430] In one embodiment, the cover layer CPL may be an organic layer or an inorganic layer. For example, in the case where the cover layer CPL includes an inorganic substance, the inorganic substance may include an alkali metal compound such as LiF, MgF 2 Alkaline earth metal compounds, SiON, SiN X 、SiO y wait.

[0431] For example, in the case where the capping layer CPL includes an organic substance, the organic substance may include α-NPD, NPB, TPD, m-MTDATA, Alq 3 , CuPc, N4,N4,N4',N4'-tetra(biphenyl-4-yl)biphenyl-4,4'-diamine (TPD15: N4,N4,N4',N4'-tetra(biphenyl-4-yl)biphenyl-4,4'-diamine), 4,4',4"-tris(carbazol-9-yl)triphenylamine (TCTA: 4,4',4"-Tris(carbazol-9-yl)triphenylamine), etc., or may include epoxy resin or acrylate such as methacrylate. However, the embodiment is not limited thereto, and the cover layer CPL may include at least one of the compounds P1 to P5 described below.

[0432]

[0433] In addition, the refractive index of the cover layer CPL may be greater than or equal to 1.6. Specifically, for light in a wavelength range of greater than or equal to 550 nm and less than or equal to 660 nm, the refractive index of the cover layer CPL may be greater than or equal to 1.6.

[0434] Figures 9 to 12 are cross-sectional views of a display device according to an embodiment. Figures 9 to 12 In the description of the display device of the embodiment described in the present invention, the above-mentioned Figures 1 to 8 The contents described in the article are not repeated, but mainly explained with the differences.

[0435] Reference Fig. 9 According to an embodiment, a display device DD-a may include a display panel DP including a display element layer DP-ED, a light control layer CCL and a color filter layer CFL arranged on the display panel DP. Fig. 9 In the illustrated embodiment, 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, and the display element layer DP-ED may include a light emitting element ED.

[0436] 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. Fig. 9The light emitting element ED shown may include the condensed polycyclic compound of an embodiment. The light emitting element ED including the condensed polycyclic compound of an embodiment may exhibit the characteristics of low driving voltage, high luminous efficiency and long life. Figures 3 to 7 The structure of the light emitting element can be similarly applied to Fig. 9 The structure of the light-emitting element ED shown.

[0437] Reference Fig. 9 , the light-emitting layer EML can be arranged in the opening portion OH defined in the pixel definition film PDL. For example, the light-emitting layer EML provided in a manner corresponding to each light-emitting area PXA-R, PXA-G, and PXA-B divided by the pixel definition film PDL can emit light of the same wavelength band. In the display device DD-a of one embodiment, the light-emitting layer EML can emit blue light. In addition, unlike the figure, in one embodiment, the light-emitting layer EML can be provided as a common layer in the entire light-emitting area PXA-R, PXA-G, and PXA-B.

[0438] The light control layer CCL may be arranged on the display panel DP. The light control layer CCL may include a light converter. The light converter may be a quantum dot or a phosphor, etc. The light converter may convert the wavelength of the received light and emit it. That is, the light control layer CCL may be a layer including quantum dots or a layer including a phosphor.

[0439] The light-control layer CCL may include a plurality of light-control parts CCP1, CCP2, CCP3. The light-control parts CCP1, CCP2, CCP3 may be spaced apart from each other.

[0440] Reference Fig. 9 , a partition pattern BMP may be arranged between the light control parts CCP1, CCP2, and CCP3 that are separated from each other, but the embodiment is not limited thereto. Fig. 9 2 shows a case where the division pattern BMP does not overlap with the light control parts CCP1 , CCP2 , and CCP3 , but at least a portion of the edges of the light control parts CCP1 , CCP2 , and CCP3 may overlap with the division pattern BMP.

[0441] The light control layer CCL may include: a first light control part CCP1, including a first quantum dot QD1 that converts the first color light provided from the light emitting element ED into a second color light; a second light control part CCP2, including a second quantum dot QD2 that converts the first color light into a third color light; and a third light control part CCP3 that transmits the first color light.

[0442] In one embodiment, the first light control unit CCP1 may provide red light as the second color light, and the second light control unit CCP2 may provide green light as the third color light. The third light control unit CCP3 may transmit the blue light provided from the light emitting element ED as the first color light. 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 contents as above may apply to the quantum dots QD1 and QD2.

[0443] Furthermore, the light control layer CCL may further include a scatterer SP. The first light control part CCP1 may include first quantum dots QD1 and scatterers SP, the second light control part CCP2 may include second quantum dots QD2 and scatterers SP, and the third light control part CCP3 may include no quantum dots but include scatterers SP.

[0444] The scatterer SP may be inorganic particles. For example, the scatterer SP may include TiO 2 、ZnO、Al 2 O 3 、SiO 2 and hollow silica. The scatterer SP may include TiO 2 、ZnO、Al 2 O 3 、SiO 2 and hollow silica, or a mixture selected from TiO 2 、ZnO、Al 2 O 3 、SiO 2 And two or more substances in hollow silica.

[0445] Each of the first light control part CCP1, the second light control part CCP2, and the third light control part CCP3 may include base resins BR1, BR2, BR3 in which quantum dots QD1, QD2 and scatterers SP are dispersed. In one embodiment, the first light control part CCP1 may include first quantum dots QD1 and scatterers SP dispersed in the first base resin BR1, the second light control part CCP2 may include second quantum dots QD2 and scatterers SP dispersed in the second base resin BR2, and the third light control part CCP3 may include scatterers SP dispersed in the third base resin BR3.

[0446] The base resins BR1, BR2, and BR3 are used as the medium for dispersing quantum dots QD1, QD2 and scatterers SP, and can generally be formed using various resin compositions that can be called adhesives. For example, the base resins BR1, BR2, and BR3 can be acrylic resins, urethane resins, silicone resins, epoxy resins, etc. The base resins BR1, BR2, and BR3 can be transparent resins. In one embodiment, each of the first base resin BR1, the second base resin BR2, and the third base resin BR3 can be the same or different from each other.

[0447] The light control layer CCL may include a first barrier layer BFL1. The first barrier layer BFL1 may prevent the penetration of moisture and / or oxygen (hereinafter, referred to as "moisture / oxygen"). The first barrier layer BFL1 may be arranged below the light control parts CCP1, CCP2, and CCP3 to block the light control parts CCP1, CCP2, and CCP3 from being exposed to moisture / oxygen. In addition, the first barrier layer BFL1 may cover the light control parts CCP1, CCP2, and CCP3. In addition, a second barrier layer BFL2 may also be provided between the light control parts CCP1, CCP2, and CCP3 and the color filters CF1, CF2, and CF3.

[0448] The barrier layers BFL1 and BFL2 may include at least one inorganic layer. That is, the barrier layers BFL1 and BFL2 may be configured to include inorganic substances. For example, the barrier layers BFL1 and BFL2 may include 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 film that ensures transmittance. In addition, the barrier layers BFL1 and BFL2 may also include an organic film. The barrier layers BFL1 and BFL2 may be configured as a single layer or multiple layers.

[0449] In the display device DD-a of an embodiment, the color filter layer CFL may be disposed on the light control layer CCL. For example, the color filter layer CFL may be directly disposed on the light control layer CCL. In this case, the second barrier layer BFL2 may be omitted.

[0450] The color filter layer CFL may include color filters CF1, CF2, and CF3. The color filter layer CFL may include a first color filter CF1 that transmits the second color light, a second color filter CF2 that transmits the third color light, and a third color filter CF3 that transmits the first color light. For example, the first color filter CF1 may be a red color filter, the second color filter CF2 may be a green color filter, and the third color filter CF3 may be a blue color filter. Each of the color filters CF1, CF2, and CF3 may include a polymer photosensitive resin and a pigment or dye. The first color filter CF1 may include a red pigment or dye, the second color filter CF2 may include a green pigment or dye, and the third color filter CF3 may include a blue pigment or dye.

[0451] In addition, the embodiment is not limited thereto, and the third color filter CF3 may not include a pigment or a dye. The third color filter CF3 may include a polymer photosensitive resin without including a pigment or a dye. The third color filter CF3 may be transparent. The third color filter CF3 may be formed using a transparent photosensitive resin.

[0452] Also, in one embodiment, the first color filter CF1 and the second color filter CF2 may be yellow color filters. The first color filter CF1 and the second color filter CF2 may also be provided integrally without being distinguished from each other.

[0453] Although not shown, the color filter layer CFL may further include a light shielding portion (not shown). The light shielding portion may be a black matrix. The light shielding portion may be formed by an organic light shielding material or an inorganic light shielding material including a black pigment or a black dye. The light shielding portion may prevent light leakage and may distinguish the boundaries between adjacent color filters CF1, CF2, and CF3. Furthermore, in one embodiment, the light shielding portion may be formed by a blue color filter.

[0454] Each of the first, second, and third color filters CF1, CF2, and CF3 may correspond to the red, green, and blue light emitting regions PXA-R, PXA-G, and PXA-B, respectively.

[0455] A base substrate BL may be arranged on the color filter layer CFL. The base substrate BL may be a component that provides a base surface for arranging the color filter layer CFL and the light control layer CCL, etc. The base substrate BL may be a glass substrate, a metal substrate, a plastic substrate, etc. However, the embodiment is not limited thereto, and the base substrate BL may be an inorganic layer, an organic layer, or a composite material layer. In addition, unlike the illustration, in one embodiment, the base substrate BL may be omitted.

[0456] Fig.10is a cross-sectional view showing a portion of a display device according to an embodiment. In a display device DD-TD of an embodiment, a light-emitting element ED-BT may include a plurality of light-emitting structures OL-B1, OL-B2, and OL-B3. The light-emitting element ED-BT may include a condensed polycyclic compound of an embodiment. The light-emitting element ED-BT including the condensed polycyclic compound of an embodiment may exhibit characteristics of low driving voltage, high luminous efficiency, and long life.

[0457] 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, and OL-B3 provided in sequence stacked along a thickness direction between the first electrode EL1 and the second electrode EL2. Each of the light emitting structures OL-B1, OL-B2, and OL-B3 may include a light emitting layer EML ( Fig. 9 ), the hole transport region HTR ( Fig. 9 ) and the electron transport region ETR( Fig. 9 ).

[0458] That is, the light emitting elements ED-BT included in the display devices DD-TD according to one embodiment may be light emitting elements of a tandem structure including a plurality of light emitting layers.

[0459] exist Fig.10 In the illustrated embodiment, the light emitted from each of the light emitting structures OL-B1, OL-B2, and OL-B3 may all be blue light. However, the embodiment is not limited thereto, and the wavelength band of the light emitted from each of the light emitting structures OL-B1, OL-B2, and OL-B3 may be different from each other. For example, the light emitting element ED-BT including a plurality of light emitting structures OL-B1, OL-B2, and OL-B3 emitting light of different wavelength bands may emit white light.

[0460] Charge generation layers CGL1 and CGL2 may be disposed between adjacent light emitting structures OL-B1, OL-B2 and OL-B3. The charge generation layers CGL1 and CGL2 may include a p-type charge generation layer and / or an n-type charge generation layer.

[0461] Reference Fig.11 According to an embodiment, the display device DD-b may include light emitting elements ED-1, ED-2, and ED-3 stacked with two light emitting layers. Figure 2 Compared with the display device DD of the embodiment shown in FIG. Fig.11The difference of the embodiment shown is that each of the first light-emitting element ED-1, the second light-emitting element ED-2 and the third light-emitting element ED-3 includes two light-emitting layers stacked in the thickness direction. In each of the first light-emitting element ED-1, the second light-emitting element ED-2 and the third light-emitting element ED-3, the two light-emitting layers can emit light in the same wavelength region. At least one of the first light-emitting element ED-1, the second light-emitting element ED-2 and the third light-emitting element ED-3 can include the condensed polycyclic compound of an embodiment. At least one of the first light-emitting element ED-1, the second light-emitting element ED-2 and the third light-emitting element ED-3 including the condensed polycyclic compound of an embodiment can exhibit the characteristics of low driving voltage, high luminous efficiency and long life.

[0462] 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. And, 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. The light-emitting auxiliary part OG may be arranged 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.

[0463] The light-emitting auxiliary part OG may include a single layer or a plurality of layers. The light-emitting auxiliary part OG may include a charge generation layer. More specifically, the light-emitting auxiliary part OG may include an electron transport region, a charge generation layer, and a hole transport region stacked in sequence. The light-emitting auxiliary part OG may be provided as a common layer throughout the first light-emitting element ED-1, the second light-emitting element ED-2, and the third light-emitting element ED-3. However, the embodiment is not limited thereto, and the light-emitting auxiliary part OG may be provided by patterning within the opening part OH defined by the pixel definition film PDL.

[0464] The first red light emitting layer EML-R1, the first green light emitting layer EML-G1 and the first blue light emitting layer EML-B1 may be arranged between the light emitting auxiliary part OG and the electron transport region ETR. The second red light emitting layer EML-R2, the second green light emitting layer EML-G2 and the second blue light emitting layer EML-B2 may be arranged between the hole transport region HTR and the light emitting auxiliary part OG.

[0465] 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 stacked in sequence. 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 stacked in sequence. 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 stacked in sequence.

[0466] In addition, an optical auxiliary layer PL may be arranged on the display element layer DP-ED. The optical auxiliary layer PL may include a polarizing layer. The optical auxiliary layer PL may be arranged on the display panel DP to control reflected light from the display panel DP due to external light. Unlike shown, in a display device according to an embodiment, the optical auxiliary layer PL may be omitted.

[0467] and Fig.10 and Fig.11 different, Fig.12 The display device DD-c is shown to include four light emitting structures OL-B1, OL-B2, OL-B3, and OL-C1. The light emitting element ED-CT may include a first electrode EL1 and a second electrode EL2 facing each other, and a fourth light emitting structure OL-C1 and a first light emitting structure OL-B1, a second light emitting structure OL-B2, and a third light emitting structure OL-B3 sequentially stacked in the thickness direction between the first electrode EL1 and the second electrode EL2. The light emitting element ED-CT may include a condensed polycyclic compound of an embodiment. The light emitting element ED-CT including the condensed polycyclic compound of an embodiment may exhibit characteristics of low driving voltage, high luminous efficiency, and long life.

[0468] The charge generation layers CGL1, CGL2, and CGL3 may be disposed between the first light emitting structure OL-B1, the second light emitting structure OL-B2, the third light emitting structure OL-B3, and the fourth light emitting structure OL-C1. The charge generation layers CGL1, CGL2, and CGL3 disposed between adjacent light emitting structures OL-B1, OL-B2, OL-B3, and OL-C1 may include a p-type charge generation layer and / or an n-type charge generation layer.

[0469] Among the four light emitting structures, the first light emitting structure OL-B1, the second light emitting structure OL-B2, and the third light emitting structure OL-B3 may emit blue light, and the fourth light emitting structure OL-C1 may emit green light. However, the embodiment is not limited thereto, and the first light emitting structure OL-B1, the second light emitting structure OL-B2, the third light emitting structure OL-B3, and the fourth light emitting structure OL-C1 may emit light of different wavelength regions from each other.

[0470] In one embodiment, the electronic device may include a display device including a plurality of light emitting elements and a control unit for controlling the display device. The electronic device according to one embodiment may be a device activated according to an electrical signal. The electronic device may include display devices of various embodiments. For example, the electronic device may include a large display device such as a television, a monitor, or an external billboard, and may also include a small or medium-sized display device such as a personal computer, a notebook computer, a personal digital terminal, a vehicle display device, a game console, a portable electronic device, or a camera.

[0471] Fig.13 is a diagram showing a vehicle AM ​​in which a first display device DD-1, a second display device DD-2, a third display device DD-3, and a fourth display device DD-4 are arranged. At least one of the first display device DD-1, the second display device DD-2, the third display device DD-3, and the fourth display device DD-4 may also include a reference Figure 1 , Figure 2 as well as Figures 9 to 11 The structures of the display devices DD, DD-TD, DD-a, DD-b, and DD-c of one embodiment are described.

[0472] exist Fig.13 In the figure, a car is shown as a vehicle AM, but this is only exemplary, and the first display device DD-1, the second display device DD-2, the third display device DD-3 and the fourth display device DD-4 can also be arranged on other transportation tools such as bicycles, motorcycles, trains, ships, airplanes, etc. Moreover, at least one of the first display device DD-1, the second display device DD-2, the third display device DD-3 and the fourth display device DD-4, which also include the display devices DD, DD-TD, DD-a, DD-b, DD-c of an embodiment, can also be applied to personal computers, notebook computers, personal digital terminals, game consoles, portable electronic devices, televisions, monitors, external billboards, etc. Moreover, these are only proposed as embodiments, and as long as they do not deviate from the concept of the present invention, they can be display devices applied to other electronic devices.

[0473] At least one of the first display device DD-1, the second display device DD-2, the third display device DD-3, and the fourth display device DD-4 may include a reference Figures 3 to 7 At least one of the first display device DD-1, the second display device DD-2, the third display device DD-3, and the fourth display device DD-4 may include the condensed polycyclic compound of an embodiment. At least one of the first display device DD-1, the second display device DD-2, the third display device DD-3, and the fourth display device DD-4 including the condensed polycyclic compound of an embodiment may exhibit excellent display efficiency and display life.

[0474] Reference Fig.13 The vehicle AM ​​may include a steering wheel HA and a gearshift GR for operation of the vehicle AM, and may be arranged with a front window GL in a manner facing the driver.

[0475] The first display device DD-1 may be arranged in a first area overlapping the steering wheel HA. For example, the first display device DD-1 may be a digital cluster displaying first information of the vehicle AM. The first information may include a first scale indicating the driving speed of the vehicle AM, a second scale indicating the number of revolutions of the engine (i.e., revolutions per minute (RPM)), and an image indicating the fuel status, etc. The first scale and the second scale may be displayed as digital images.

[0476] The second display device DD-2 can be arranged in a second area facing the driver's seat and overlapping the front window GL. The driver's seat can be a seat arranged with a steering wheel HA. For example, the second display device DD-2 can be a head-up display (HUD: Head Up Display) that displays the second information of the vehicle AM. The second display device DD-2 can be optically transparent. The second information includes a digitized number indicating the driving speed of the vehicle AM, and can also include information such as the current time. Different from the content shown in the figure, the second information of the second display device DD-2 can also be projected on the front window GL and displayed.

[0477] The third display device DD-3 may be arranged in a third area adjacent to the gear GR. For example, the third display device DD-3 may be a vehicle information display (CID: Center Information Display) arranged between the driver's seat and the front passenger seat and displaying the third information. The front passenger seat may be a seat separated from the driver's seat by the gear GR. The third information may include information about the condition of the road (e.g., navigation information), the playing of music or radio, the playing of dynamic images, the temperature inside the vehicle AM, and the like.

[0478] The fourth display device DD-4 may be separated from the steering wheel HA and the gearshift GR, and may be arranged 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 arranged on the outside of the vehicle AM. The fourth information may include an image of the outside of the vehicle AM.

[0479] The first information, the second information, the third information, and the fourth information described above are exemplary, and the first display device DD-1, the second display device DD-2, the third display device DD-3, and the fourth display device DD-4 may also display information about the interior and exterior of the vehicle AM. The first information, the second information, the third information, and the fourth information may include information that is different from each other. However, the embodiment is not limited thereto, and a portion of the first information, the second information, the third information, and the fourth information may also include information that is the same as each other.

[0480] Hereinafter, the condensed polycyclic compound of one embodiment of the present invention and the light-emitting element of one embodiment are specifically described with reference to Examples and Comparative Examples. In addition, the following Examples are an example to help understand the present invention, and the scope of the present invention is not limited thereto.

[0481] [Example]

[0482] 1. Synthesis of Condensed Polycyclic Compounds of One Example

[0483] In the synthesis method of the condensed polycyclic compound according to this embodiment, the synthesis method of the condensed polycyclic compound 11, compound 22, compound 39, compound 52 and compound 85 are specifically described. In addition, the synthesis method of the condensed polycyclic compound described below is used as an embodiment, and the synthesis method of the compound according to the embodiment of the present invention is not limited to the following embodiment.

[0484] (1) Synthesis of condensed polycyclic compound 11

[0485] For example, the condensed polycyclic compound 11 according to one embodiment can be synthesized through the steps of the following [Reaction Scheme 1].

[0486] [Reaction 1]

[0487]

[0488] <Synthesis of Intermediate 11-1>

[0489] 9-(3,5-dibromo-4-chlorophenyl)-3-(phenanthren-2-yl)-6-phenyl-9H-carbazole (1 equivalent), 3',5'-di-tert-butyl-N-(3',5'-di-tert-butyl-[1,1'-biphenyl]-4-yl)-[1,1'-biphenyl]-3-amine l-N-(3',5'-di-tert-butyl-[1,1'-biphenyl]-4-yl)-[1,1'-biphenyl]-3-amine) (2 equivalents), Tris(dibenzylideneacetone)dipalladium(0) (0.05 equivalents), Tri-tert-butylphosphine (0.1 equivalents) and Sodium tert-butoxide (3 equivalents) were dissolved in toluene and stirred at 100°C for 8 hours. After cooling, the reactant was washed three times with ethyl acetate and water, and the organic layer was obtained by separation. Magnesium sulfate (MgSO 4 ) The obtained organic layer was dried and then dried under reduced pressure. The intermediate 11-1 was obtained by purification using dichloromethane (MC: Methylene chloride) and n-hexane (n-Hexane) by column chromatography (column chromatography) (yield: 54%).

[0490] <Synthesis of Compound 11>

[0491] The intermediate 11-1 (1 equivalent) was dissolved in t-butylbenzene and then cooled to -78°C under nitrogen atmosphere. Tert-butyl lithium (t-BuLi) (2 equivalents) was slowly injected into the reactants, and the temperature was raised to room temperature and stirred for 30 minutes, then raised to 90°C and stirred for 2 hours. After the temperature of the reactor was cooled to -78°C, boron tribromide (BBr) was slowly injected. 3)(2 equivalents). After the addition was completed, the mixture was stirred at room temperature for 1 hour. After cooling to 0°C and injecting triethylamine (6 equivalents), the temperature was raised to 120°C and stirred for 12 hours. After cooling, triethylamine was slowly dripped into the flask containing the reactants to complete the reaction, and ethanol was added to the reactants to precipitate them, and a solid was obtained by filtration. The obtained solid was purified by column chromatography to obtain compound 11 (yield: 23%).

[0492] (2) Synthesis of condensed polycyclic compound 22

[0493] For example, the condensed polycyclic compound 22 according to one embodiment can be synthesized through the steps of the following [Reaction Formula 2].

[0494] [Reaction 2]

[0495]

[0496] <Synthesis of Intermediate 22-1>

[0497] N-(3-bromo-5-(tert-butyl)phenyl)-5'-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-amine (1 equivalent), 5'-(phenanthren-9-yl)-[1,1':3',1"-terphenyl]-2'-amine (5'- (phenanthren-9-yl)-[1,1':3',1"-terphenyl]-2'-amine) (1.2 equivalents), Tris(dibenzylideneacetone)dipalladium(0) (0.15 equivalents), Tri-tert-butylphosphine (0.3 equivalents) and Sodium tert-butoxide (3 equivalents) were dissolved in toluene and stirred at 110°C for 24 hours. The reactant was cooled, washed three times with ethyl acetate and water, and then the organic layer was obtained by separation. Magnesium sulfate (MgSO 4) The obtained organic layer was dried and then dried under reduced pressure. The intermediate 22-1 was obtained by column chromatography using dichloromethane (MC) and n-hexane (n-Hexane) (yield: 73%).

[0498] <Synthesis of Intermediate 22-2>

[0499] Intermediate 22-1 (1 equivalent), 9-(3-bromophenyl)-9H-carbazole-1,2,3,4,5,6,7,8-d8 (4 ​​equivalents), Tris(dibenzylideneacetone)dipalladium(0) (0.2 equivalents), Tri-tert-butylphosphine (0.4 equivalents) and Sodium tert-butoxide (5 equivalents) were dissolved in o-xylene and stirred at 150°C for 60 hours. After cooling, the reactant was washed three times with ethyl acetate and water, and the organic layer was obtained by separation. Magnesium sulfate (MgSO 4 ) The obtained organic layer was dried and then dried under reduced pressure. The intermediate 22-2 was obtained by column chromatography using dichloromethane (MC) and n-hexane (n-Hexane) (yield: 32%).

[0500] <Synthesis of Compound 22>

[0501] Intermediate 22-2 (1 equivalent) was dissolved in ortho dichlorobenzene and cooled to 0°C. Then, boron tribromide (BBr) was slowly injected into the mixture under a nitrogen atmosphere. 3 )(4 equivalents). After the addition was completed, the temperature was raised to 180°C and stirred for 24 hours. After cooling, triethylamine was slowly dripped into the flask containing the reactants to complete the reaction, and ethanol was added to the reactants to precipitate them, and a solid was obtained by filtration. The obtained solid was purified by column chromatography using dichloromethane (MC) and n-hexane, and then recrystallized using toluene and acetone to obtain compound 22 (yield: 5%).

[0502] (3) Synthesis of condensed polycyclic compound 39

[0503] For example, the condensed polycyclic compound 39 according to one embodiment can be synthesized through the steps of the following [Reaction Formula 3].

[0504] [Reaction 3]

[0505]

[0506] <Synthesis of Intermediate 39-1>

[0507] N-(3-bromo-5-(tert-butyl)phenyl)-[1,1':3',1"-terphenyl]-2'-amine (1 equivalent), 4,4"-di(phenanthren-9-yl)-[1,1':3',1"-terphenyl]-2'-amine (1 equivalent), Tris(dibenzylideneacetone)dipalladium(0) (0.05 equivalent), Tri-tert-butylphosphine (0.1 equivalent) and Sodium tert-butoxide were added. tert-butoxide) (3 equivalents) was dissolved in toluene and stirred at 110°C for 12 hours. The reaction mixture was cooled, washed three times with ethyl acetate and water, and then the organic layer was obtained by separation. Magnesium sulfate (MgSO 4 ) The obtained organic layer was dried and then dried under reduced pressure. The intermediate 39-1 was obtained by column chromatography using dichloromethane (MC) and n-hexane (n-Hexane) (yield: 75%).

[0508] <Synthesis of Intermediate 39-2>

[0509] Intermediate 39-1 (1 equivalent), 9-(3-bromophenyl)-9H-carbazole-1,2,3,4,5,6,7,8-d8 (4 ​​equivalents), Tris(dibenzylideneacetone)dipalladium(0) (0.25 equivalents), Tri-tert-butylphosphine (0.5 equivalents) and Sodium tert-butoxide (5 equivalents) were dissolved in o-xylene and stirred at 150°C for 48 hours. The reaction mixture was cooled, washed three times with ethyl acetate and water, and then the organic layer was obtained by separation. Magnesium sulfate (MgSO 4 ) The obtained organic layer was dried and then dried under reduced pressure. The intermediate 39-2 was obtained by column chromatography using dichloromethane (MC) and n-hexane (n-Hexane) (yield: 34%).

[0510] <Synthesis of Compound 39>

[0511] Intermediate 39-2 (1 equivalent) was dissolved in ortho dichlorobenzene, cooled to 0°C, and then slowly injected with boron tribromide (BBr) under a nitrogen atmosphere. 3 )(4 equivalents). After the addition was completed, the temperature was raised to 180°C and stirred for 24 hours. After the reactants were cooled, triethylamine was slowly dripped into the flask containing the reactants to terminate the reaction. Ethanol was then added to the reactants to precipitate them, and a solid was obtained by filtration. The obtained solid was purified by column chromatography using dichloromethane (MC) and n-hexane, and then recrystallized using toluene and acetone to obtain compound 39 (yield: 7%).

[0512] (4) Synthesis of condensed polycyclic compound 52

[0513] For example, the condensed polycyclic compound 52 according to one embodiment can be synthesized through the steps of the following [Reaction Formula 4].

[0514] [Reaction 4]

[0515]

[0516] <Synthesis of Intermediate 52-1>

[0517] N-(3-bromo-5-(tert-butyl)phenyl)-[1,1':3',1"-terphenyl]-2'-amine (1 equivalent), 5"-(tert-butyl)-[1,1':3',1":3",1"':3"',1""-pentaphenyl]-2"-amine (5"-(tert-butyl)phenyl)-[1,1':3',1"-terphenyl]-2"-amine (1 equivalent), -[1,1':3',1":3",1"':3"',1""-quinquephenyl]-2"-amine)(1 equivalent), Tris(dibenzylideneacetone)dipalladium(0))(0.05 equivalent), Tri-tert-butylphosphine(0.1 equivalent) and Sodium tert-butoxide(3 equivalent) were dissolved in toluene and stirred at 110°C for 12 hours. The reactant was cooled, washed three times with ethyl acetate and water, and the organic layer was obtained by separation. The reaction mixture was washed with magnesium sulfate (MgSO 4 ) The obtained organic layer was dried and then dried under reduced pressure. The intermediate 52-1 was obtained by column chromatography using dichloromethane (MC) and n-hexane (n-Hexane) (yield: 69%).

[0518] <Synthesis of Intermediate 52-2>

[0519] Intermediate 52-1 (1 equivalent), 9-(3-bromophenyl)-2-(phenanthren-9-yl)-9H-carbazole-1,3,4,5,6,7,8-d7 (4 equivalents), Tris(dibenzylideneacetone)dipalladium(0) (0.25 equivalents), Tri-tert-butylphosphine (0.5 equivalents) and Sodium tert-butoxide (5 equivalents) were dissolved in o-xylene and stirred at 150°C for 48 hours. The reactant was cooled, washed three times with ethyl acetate and water, and then the organic layer was obtained by separation. Magnesium sulfate (MgSO 4 ) The obtained organic layer was dried and then dried under reduced pressure. The intermediate 52-2 was obtained by column chromatography using dichloromethane (MC) and n-hexane (n-Hexane) (yield: 29%).

[0520] <Synthesis of Compound 52>

[0521] Intermediate 52-2 (1 equivalent) was dissolved in ortho dichlorobenzene, cooled to 0°C, and then slowly injected with boron tribromide (BBr) under a nitrogen atmosphere. 3 )(4 equivalents). After the addition was completed, the temperature was raised to 180°C and stirred for 24 hours. After the reactants were cooled, triethylamine was slowly dripped into the flask containing the reactants to terminate the reaction. Ethanol was then added to the reactants to precipitate them, and a solid was obtained by filtration. The obtained solid was purified by column chromatography using dichloromethane (MC) and n-hexane, and then recrystallized using toluene and acetone to obtain compound 52 (yield: 6%).

[0522] (5) Synthesis of condensed polycyclic compound 85

[0523] For example, the condensed polycyclic compound 85 according to one embodiment can be synthesized through the steps of the following [Reaction Formula 5].

[0524] [Reaction 5]

[0525]

[0526] <Synthesis of Intermediate 85-1>

[0527] 1,3-dibromo-5-(tert-butyl)benzene (1 equivalent), N-([1,1'-biphenyl]-4-yl)-[1,1':3',1"-terphenyl]-2'-amine (0.8 equivalent), Tris(dibenzylideneacetone)dipalladium(0) (0.05 equivalent), ([1,1'-binaphthyl]-2,2'-diyl)bis(diphenylphosphine) (BINAP:

[0528] ([1,1′-Binaphthalene]-2,2′-diyl)bis(diphenylphosphane) (0.1 equivalent) and sodium tert-butoxide (3 equivalents) were dissolved in toluene and stirred at 80°C for 12 hours. The reactant was cooled, washed three times with ethyl acetate and water, and then the organic layer was obtained by separation. Magnesium sulfate (MgSO 4 ) The obtained organic layer was dried and then dried under reduced pressure. The intermediate 85-1 was obtained by purification using dichloromethane (MC: Methylene chloride) and n-hexane (n-Hexane) by column chromatography (column chromatography) (yield: 71%).

[0529] <Synthesis of Intermediate 85-2>

[0530] Intermediate 85-1 (1 equivalent), [1,1':3',1"-terphenyl]-2'-amine (1 equivalent), Tris(dibenzylideneacetone)dipalladium(0) (0.05 equivalent), Tri-tert-butylphosphine (1 equivalent) and Sodium tert-butoxide (3 equivalents) were dissolved in toluene and stirred at 110°C for 12 hours. The reactant was cooled, washed three times with ethyl acetate and water, and then the organic layer was obtained by separation. Magnesium sulfate (MgSO 4 ) The obtained organic layer was dried and then dried under reduced pressure. The intermediate 85-2 was obtained by purification using dichloromethane (MC: Methylene chloride) and n-hexane (n-Hexane) by column chromatography (column chromatography) (yield: 87%).

[0531] <Synthesis of Intermediate 85-3>

[0532] Intermediate 85-2 (1 equivalent), 9-(3-bromophenyl)-4-(phenanthren-1-yl)-9H-carbazole-1,2,3,5,6,7,8-d7 (3 equivalents), Tris(dibenzylideneacetone)dipalladium(0) (0.25 equivalents), Tri-tert-butylphosphine (0.5 equivalents) and Sodium tert-butoxide (5 equivalents) were dissolved in o-xylene and stirred at 150°C for 48 hours. After cooling, the reactant was washed three times with ethyl acetate and water, and the organic layer was obtained by separation. Magnesium sulfate (MgSO 4 ) The obtained organic layer was dried and then dried under reduced pressure. The intermediate 85-3 was obtained by column chromatography using dichloromethane (MC) and n-hexane (n-Hexane) (yield: 31%).

[0533] <Synthesis of Compound 85>

[0534] Intermediate 85-3 (1 equivalent) was dissolved in ortho dichlorobenzene and cooled to 0°C. Then, boron tribromide (BBr) was slowly injected into the mixture under nitrogen atmosphere. 3 )(4 equivalents). After the addition was completed, the temperature was raised to 180°C and stirred for 24 hours. After the reactants were cooled, triethylamine was slowly dripped into the flask containing the reactants to terminate the reaction. Ethanol was then added to the reactants to precipitate them, and a solid was obtained by filtration. The obtained solid was purified by column chromatography using dichloromethane (MC) and n-hexane, and then recrystallized using toluene and acetone to obtain compound 85 (yield: 8%).

[0535] 2. Manufacturing and evaluation of light-emitting elements

[0536] (1) Manufacturing of light-emitting elements

[0537] A light-emitting element including a condensed polycyclic compound of an embodiment or a comparative example compound in a light-emitting layer was manufactured by the following method. Compound 11, Compound 22, Compound 39, Compound 52, and Compound 85, which are condensed polycyclic compounds of an embodiment, were used as dopant materials for the light-emitting layer, respectively, to manufacture the light-emitting elements of Examples 1 to 5. The light-emitting elements of Comparative Examples 1 to 8 were manufactured by using Comparative Example Compounds CX2 to CX9 as dopant materials for the light-emitting layer, respectively.

[0538] Will form a 15Ω / cm 2 ( ) as the first electrode of the glass substrate (Corning (Corning) was cut into a size of 50mm × 50mm × 0.7mm, and was ultrasonically cleaned with isopropyl alcohol and pure water for 5 minutes respectively, and then irradiated with ultraviolet light for 30 minutes and exposed to ozone for cleaning, and then installed in a vacuum deposition device.

[0539] The NPD is deposited on the first electrode. HT-1-1 was deposited on the hole injection layer to form a hole injection layer of After the hole transport layer of thickness, CzSi is deposited on the hole transport layer to form Thickness of the light-emitting auxiliary layer.

[0540] The host mixture, the sensitizer and the dopant are co-deposited on the light-emitting auxiliary layer in a weight ratio of 85:14:1 to form a The thickness of the luminescent layer is then ETH2 is co-deposited with a thickness of 1000 nm to form a hole blocking layer. A mixed layer of CNNPTRZ:LiQ (weight ratio of 4.0:6.0) with a thickness of 1.5 wt% was used as an electron transport layer. Yb with a thickness of 1000 nm was used as an electron injection layer and vacuum deposited A second electrode was formed by depositing Mg with a thickness of 100 Å, thereby manufacturing a light-emitting element.

[0541] <Substances used in manufacturing light-emitting devices>

[0542]

[0543] <Example Compounds>

[0544]

[0545] <Comparative Example Compounds>

[0546]

[0547] (2) Evaluation of light-emitting elements

[0548] The evaluation results of the light-emitting elements of the comparative example and the example are shown in Table 2 below. The brightness of the light-emitting elements at 10 mA / cm 2 The driving voltage, luminous efficiency, luminous wavelength and lifespan at the current density of 100 % were measured. The relative lifespan was calculated based on Comparative Example 1 by measuring the time required for the initial luminance to decrease to 95 %. The result is shown as lifespan (T95).

[0549] [Table 2]

[0550]

[0551]

[0552] Referring to Table 2, it can be seen that compared with the light-emitting elements of Comparative Examples 1 to 8, the light-emitting elements of Examples 1 to 5 have low driving voltage, high luminous efficiency and long life. The light-emitting elements of Examples 1 to 5 respectively include Compound 11, Compound 22, Compound 39, Compound 52 and Compound 85, and Compound 11, Compound 22, Compound 39, Compound 52 and Compound 85 are condensed polycyclic compounds of one embodiment. Each of Compound 11, Compound 22, Compound 39, Compound 52 and Compound 85 includes a phenanthrene portion and a carbazole portion directly or indirectly bound to a condensed ring. Accordingly, it can be seen that the light-emitting element including the condensed polycyclic compound of one embodiment exhibits the characteristics of low driving voltage, high luminous efficiency and long life.

[0553] The light-emitting element of Comparative Example 1 includes the comparative compound CX2, which does not include a phenanthrene part and a carbazole part. Accordingly, the light-emitting element of Comparative Example 1 exhibits a relatively high driving voltage, a relatively low luminous efficiency, and a relatively short lifespan.

[0554] The light-emitting element of Comparative Example 2 includes Comparative Example Compound CX3, which does not include a phenanthrene portion but includes an anthracene portion. Due to the low T1 energy level of the anthracene portion, the Comparative Example Compound CX3 has a low T1 energy level. ST Close to about 1eV, it is not suitable as a TADF material. In addition, the comparative example compound CX3 operates as a quencher of the T1 exciton, resulting in a decrease in the luminous efficiency of the light-emitting element. Accordingly, the light-emitting element of Comparative Example 2 exhibits a relatively high driving voltage, a relatively low luminous efficiency, and a relatively short lifespan.

[0555] The light-emitting element of comparative example 3 includes comparative example compound CX4, which does not include a carbazole portion and includes an oxygen atom rather than a nitrogen atom as a ring-forming atom of the central structure. Compared with nitrogen atoms, the donor properties of oxygen atoms are weak, and the multiple resonance of comparative example compound CX4 is weak and RISC is reduced. In addition, comparative example compound CX4 is not conducive to fluorescence resonance energy transfer (FRET: Fluorescence Resonance Energy Transfer) from a sensitizer due to reasons such as weak multiple resonance and large Stokes shift. Accordingly, the light-emitting element of comparative example 3 exhibits a relatively high driving voltage, a relatively low luminous efficiency, and a relatively short lifespan.

[0556] Furthermore, the light emitting element of Comparative Example 2 has a relatively long emission wavelength. The light emitting element of Comparative Example 3 has a relatively short emission wavelength, and the comparative example compound CX4 has a structure incapable of energy transfer.

[0557] The light-emitting element of Comparative Example 4 includes the comparative compound CX5, which does not include a phenanthrene portion. Accordingly, the light-emitting element of Comparative Example 4 exhibits a relatively high driving voltage, a relatively low luminous efficiency, and a relatively short lifespan.

[0558] The light-emitting element of Comparative Example 5 includes Comparative Example Compound CX6, which does not include a phenanthrene moiety. Comparative Example Compound CX6 corresponds to L in the above-mentioned [Chemical Formula 2] d The comparative compound CX6 does not include R in the above-mentioned [Chemical Formula 1]. a1 To R a5 In the embodiment, at least one of the remaining parts not represented by [Chemical Formula 2] is substituted with a substituent other than a phenanthryl group, which is different from the condensed polycyclic compound of one embodiment. a2 and R a3 There is only one unsubstituted carbazole in the condensed polycyclic compound of Example 1, which is different from the condensed polycyclic compound of Example 1. Since the comparative example compound CX6 has no substituent protecting the five-membered ring as the central structure, the inhibition of dexter energy transfer is minimal. Accordingly, the light-emitting element of Comparative Example 5 exhibits a relatively high driving voltage, a relatively low luminous efficiency and a relatively short lifespan.

[0559] The light-emitting element of Comparative Example 6 includes Comparative Example Compound CX7, which corresponds to L of the above-mentioned [Chemical Formula 2]. d The comparative compound CX7 does not include R in the above-mentioned [Chemical Formula 1]. a1 To R a5 In the case of carbazole, at least one of the remaining parts not represented by [Chemical Formula 2] is substituted by a substituent other than a phenanthryl group, which is different from the condensed polycyclic compound of one embodiment. a4 or R a5 Unsubstituted carbazolyl. Comparative Example Compound CX7 does not include R a2 and R a3 The substituted or unsubstituted carbazole group is different from the condensed polycyclic compound of one embodiment. Since the comparative example compound CX7 does not protect the substituent of the five-membered ring as the central structure, the inhibition of dexter energy transfer is minimal. Accordingly, the light-emitting element of comparative example 6 exhibits a relatively high driving voltage, a relatively low luminous efficiency and a relatively short lifespan.

[0560] The light-emitting element of comparative example 7 includes comparative example compound CX8, and comparative example compound CX8 does not include a carbazole portion. In comparative example compound CX8, due to the insufficient bulkiness and the fragility of the cyclohexyl group, the life of the light-emitting element is reduced. In addition, in comparative example compound CX8, a shallow hole trap is generated due to the high HOMO energy level, thereby increasing the driving voltage. Since the comparative example compound CX8 as a dopant participates in the generation of excitons, the luminous efficiency and life of the light-emitting element are reduced due to the increased concentration of triplet excitons. Accordingly, the light-emitting element of comparative example 7 exhibits a relatively high driving voltage, a relatively low luminous efficiency, and a relatively short life.

[0561] The light-emitting element of comparative example 8 includes comparative example compound CX9, and comparative example compound CX9 does not include a carbazole portion. In comparative example compound CX9, the volume of the substituents protecting the central structure is not large enough (bulkiness). In addition, in comparative example compound CX9, a shallow hole trap is generated due to the high HOMO energy level, thereby increasing the driving voltage. Since comparative example compound CX9 as a dopant participates in the generation of excitons, the luminous efficiency and life of the light-emitting element are reduced due to the increased concentration of triplet excitons. Accordingly, the light-emitting element of comparative example 8 exhibits a relatively high driving voltage, a relatively low luminous efficiency, and a relatively short life.

[0562] The display device of one embodiment may include the light-emitting element of one embodiment. The light-emitting element of one embodiment may include the condensed polycyclic compound of one embodiment. The condensed polycyclic compound of one embodiment includes a five-membered condensed ring as a central structure, and the five-membered condensed ring includes two nitrogen atoms and one boron atom as ring atoms, and a phenanthryl group and a carbazole group are combined in the central structure. The condensed polycyclic compound of one embodiment including the phenanthryl group can accelerate RISC. The condensed polycyclic compound of one embodiment including the carbazole group can show the characteristic of easier matching with the HOMO energy level of the host material. Accordingly, the condensed polycyclic compound of one embodiment helps to improve the luminous efficiency and life of the light-emitting element. The light-emitting element including the condensed polycyclic compound of one embodiment shows the characteristics of high luminous efficiency and long life. The display device including the condensed polycyclic compound of one embodiment shows excellent display efficiency and display life.

[0563] Although the above description is made with reference to the preferred embodiments of the present invention, any skilled technician in the technical field or a person with ordinary knowledge in the technical field will understand that various modifications and changes can be made to the present invention without departing from the scope of the concept and technical field of the present invention recorded in the claims.

[0564] 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.

Claims

1. A condensed polycyclic compound represented by the following [Chemical Formula 1]: [Chemical formula 1] In the [Chemical Formula 1], m1 is an integer greater than or equal to 0 and less than or equal to 3, m2 and m3 are each independently an integer of 0 to 4, m4 and m5 are each independently an integer of 0 to 5, R a1 To R a5 at least one of which comprises a substituted or unsubstituted first carbazole, R a1 To R a5 At least one of them is represented by the following [Chemical Formula 2], and the others are independently a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms: [Chemical formula 2] In the [Chemical Formula 2], L d is a directly bonded, substituted or unsubstituted alkylene group having 1 to 30 carbon atoms, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms, In L d Excluding the first carbazole case, R not represented by the above [Chemical Formula 2] a1 To R a5 At least one of includes the first carbazole substituted with a substituent other than a phenanthryl group, or R a2 and R a3 Each independently includes the first carbazole which is unsubstituted or the first carbazole which is substituted with a substituent other than a phenanthryl group.

2. The condensed polycyclic compound according to claim 1, wherein The [Chemical Formula 1] is represented by any one of the following [Chemical Formula 1-1] to the following [Chemical Formula 1-3]: [Chemical formula 1-1] [Chemical formula 1-2] [Chemical formula 1-3] In the [Chemical Formula 1-2], m44 is an integer greater than or equal to 0 and less than or equal to 4, R a44 is a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, In the [Chemical Formula 1-1] to the [Chemical Formula 1-3], m1 to m5, R a1 To R a5 and L d The same as those defined in the above-mentioned [Chemical Formula 1] and [Chemical Formula 2].

3. The condensed polycyclic compound according to claim 2, wherein The [Chemical Formula 1-1] is represented by the following [Chemical Formula 1-1A]: [Chemical Formula 1-1A] In the [Chemical Formula 1-1A], n1 is an integer greater than or equal to 0 and less than or equal to 7, R1 and R a12 To R a15 are each independently a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, m2 to m5 are the same as those defined in the above-mentioned [Chemical Formula 1-1].

4. The condensed polycyclic compound according to claim 2, wherein The [Chemical Formula 1-2] is represented by the following [Chemical Formula 1-2A]: [Chemical Formula 1-2A] In the [Chemical Formula 1-2A], L d1 is a directly bonded or substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, R a21 To R a24 At least one of the carbazoles is substituted by a substituent other than a phenanthryl group, and the others are independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, or R a22 and R a23 are independently the first carbazole which is unsubstituted or the first carbazole which is substituted with a substituent other than a phenanthryl group, and R a21 and R a24 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, m1 to m3, m5, m44 and R a44 The same as defined in the above-mentioned [Chemical Formula 1-2].

5. The condensed polycyclic compound according to claim 2, wherein The [Chemical Formula 1-3] is represented by the following [Chemical Formula 1-3A]: [Chemical Formula 1-3A] In the [Chemical Formula 1-3A], n2 is an integer greater than or equal to 0 and less than or equal to 7, R2 and R a31 To R a34 are each independently a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, m1 and m3 to m5 are the same as those defined in the above-mentioned [Chemical Formula 1-3].

6. The condensed polycyclic compound according to claim 5, wherein The [Chemical Formula 1-3A] is represented by the following [Chemical Formula 1-3AA]: [Chemical formula 1-3AA] In the [Chemical Formula 1-3AA], m11 and m12 are each independently an integer of 0 to 3, m13 to m16 are each independently an integer of 0 to 5, R a35 To R a38 are each independently a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, m1, m3, n2, R2 and R a31 To R a34 The same as defined in the above-mentioned [Chemical Formula 1-3A].

7. The condensed polycyclic compound according to claim 1, wherein The [Chemical Formula 2] is represented by any one of the following [Chemical Formula 2-1] to the following [Chemical Formula 2-31]: In the above [Chemical Formula 2-11] to the above [Chemical Formula 2-17] and the above [Chemical Formula 2-26] to the above [Chemical Formula 2-31], D is a deuterium atom.

8. The condensed polycyclic compound according to claim 1, wherein The first compound is represented by any one of the following compounds of [Compound Group 1]: [Compound Group 1] In the above-mentioned [Compound Group 1], D is a deuterium atom.

9. A light emitting element, comprising: a first electrode; a second electrode, arranged on the first electrode; as well as A light emitting layer is disposed between the first electrode and the second electrode and includes the condensed polycyclic compound according to any one of claims 1 to 8.

10. The light emitting element according to claim 9, wherein The light-emitting layer further includes at least one of 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 HT-1] In the [Chemical Formula HT-1], A1 to A8 are each independently N or CR 51 , L1 is a directly bonded, substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms, Y a For direct binding, CR 52 R 53 or SiR 54 R 55 , Ar1 is a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, R 51 To R 55 Each of the following is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thiol 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 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring carbon atoms, or combines with adjacent groups to form a ring: [Chemical formula ET-1] In the [Chemical Formula ET-1], At least one of X1 to X3 is N, and the rest are CR 56 , R 56 is a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring carbon atoms, b1 to b3 are each independently an integer of 0 to 10, Ar2 to Ar4 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 aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, L2 to L4 are each independently a directly bonded, substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms: [Chemical formula D-1] In the [Chemical Formula D-1], Q1 to Q4 are independently C or N, C1 to C4 are each independently a substituted or unsubstituted hydrocarbon ring having 5 to 30 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 2 to 30 ring carbon atoms, L 11 To L 13 are independently direct binding, *—O—*, *—s—*, a substituted or unsubstituted divalent alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms, b11 to b13 are each independently 0 or 1, R 61 To R 66 each independently represents a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thiol 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 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring carbon atoms, d1 to d4 are each independently an integer of 0 or more and 4 or less.

11. A display device, comprising: Base layer; A circuit layer, arranged on the base layer; as well as A display element layer is arranged on the circuit layer and includes a light emitting element, The light-emitting element comprises: a first electrode; a second electrode arranged on the first electrode; and a light-emitting layer arranged between the first electrode and the second electrode and comprising the condensed polycyclic compound according to any one of claims 1 to 8.

12. The display device according to claim 11, wherein: The light emitting elements include a first light emitting element emitting red light, a second light emitting element emitting green light, and a third light emitting element emitting blue light. The condensed polycyclic compound is included in the third light-emitting element.

13. The display device according to claim 11, further comprising: The light control layer is arranged on the display element layer and includes quantum dots.

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