Light-emitting element, condensed polycyclic compound for light-emitting element, and electronic device including the light-emitting element.

Abstract

To provide a light-emitting element with improved luminous efficiency and element lifespan. [Solution] The light-emitting element of one embodiment includes a first electrode, a second electrode placed on the first electrode, and a light-emitting layer placed between the first electrode and the second electrode and containing a first compound represented by the following formula. JPEG2026090829000285.jpg112170

Description

[Technical Field]

[0001] The present invention relates to a light-emitting element, a condensed polycyclic compound used in a light-emitting element, and an electronic device including a light-emitting element. [Background technology]

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

[0003] When applying organic electroluminescent devices to display devices, there is a demand for lower driving voltage, higher luminous efficiency, and longer lifespan for these devices. Therefore, there is a continuous need for the development of organic electroluminescent device materials that can stably achieve these requirements.

[0004] In particular, in recent years, technologies have been developed for phosphorescence emission that utilizes the energy of the triplet state and fluorescence emission that utilizes the phenomenon of triplet exciton collisions generating singlet excitons (Triplet-triplet annihilation, TTA) in order to realize highly efficient organic electroluminescent devices. Development of thermally activated delayed fluorescence (TADF) materials that utilize delayed fluorescence phenomena is also progressing. [Overview of the Initiative] [Problems that the invention aims to solve]

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

[0006] Another object of the present invention is to provide a condensed polycyclic compound that can improve the luminescence efficiency and device lifetime of a light-emitting element.

[0007] Another object of the present invention is to provide an electronic device that includes a light-emitting element with improved luminous efficiency and lifespan, and has excellent display quality. [Means for solving the problem]

[0008] A light-emitting element according to one embodiment of the present invention includes 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, which contains a first compound represented by the following chemical formula 1.

[0009] [Chemical formula 1] JPEG2026090829000002.jpg111170

[0010] In the above chemical formula 1, X1 to X4 are each independently O, S, or NAr, and Ar is a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, and R1 to R 11 Each of Y1 to Y8 is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted amine group, a substituted or unsubstituted oxy group, a substituted or unsubstituted thio group, a substituted or unsubstituted boron group, a substituted or unsubstituted silyl group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, and D is a deuterium atom.

[0011] The first compound represented by chemical formula 1 may be represented by any one of the following chemical formulas 2-1 to 2-3.

[0012] [Chemical formula 2-1] JPEG2026090829000003.jpg107170

[0013] [Chemical formula 2-2] JPEG2026090829000004.jpg107170

[0014] [Chemical formula 2-3] JPEG2026090829000005.jpg107170

[0015] In the above Chemical formula 2-1 to Chemical formula 2-3, Ar a , Ar b1 , Ar b2 , and Ar c1 to Ar c3 are each independently a substituted or unsubstituted aryl group having 6 or more and 30 or less ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 or more and 30 or less ring-forming carbon atoms, and R1 to R 11 , Y1 to Y8, and D are as defined in the above Chemical formula 1, and the above Chemical formula 2-1 to Chemical formula 2-3 may include a structure in which any hydrogen atom is substituted with a deuterium atom. Ar a , Ar b1 , Ar b2 , and Ar c1 to Ar c3 may each independently be a substituted or unsubstituted phenyl group, a substituted or unsubstituted divalent biphenyl group, or a substituted or unsubstituted terphenyl group.

[0016] The first compound represented by the above Chemical formula 1 may be represented by any one of the following Chemical formula 2-4 to Chemical formula 2-10.

[0017] [Chemical formula 2-4] JPEG2026090829000006.jpg108170

[0018] [Chemical formula 2-5] JPEG2026090829000007.jpg107170

[0019] [Chemical formula 2-6] JPEG2026090829000008.jpg107170

[0020] [Chemical formula 2-7] JPEG2026090829000009.jpg107170

[0021] [Chemical formula 2-8] JPEG2026090829000010.jpg108170

[0022] [Chemical formula 2-9] JPEG2026090829000011.jpg107170

[0023] [Chemical formula 2-10] JPEG2026090829000012.jpg108170

[0024] In the aforementioned chemical formulas 2-4 to 2-10, R1 to R 11 Y1 to Y8 and D are as defined in Chemical Formula 1, and Chemical Formulas 2-4 to 2-10 may include structures in which any hydrogen atom is substituted with a deuterium atom.

[0025] The first compound represented by the aforementioned chemical formula 1 may also be represented by the following chemical formula 3-1 or chemical formula 3-2.

[0026] [Chemical formula 3-1] JPEG2026090829000013.jpg111170

[0027] [Chemical formula 3-2] JPEG2026090829000014.jpg110170

[0028] In the above chemical formulas 3-1 and 3-2, R1 to R4, R8 to R 11 , and Y1 to Y8 may be as defined in Chemical Formula 1.

[0029] The first compound represented by chemical formula 1 can be represented by any one of the following chemical formulas 4-1 to 4-8.

[0030] [Chemical formula 4-1] JPEG2026090829000015.jpg111170

[0031] [Chemical formula 4-2] JPEG2026090829000016.jpg117170

[0032] [Chemical formula 4-3] JPEG2026090829000017.jpg113170

[0033] [Chemical formula 4-4] JPEG2026090829000018.jpg129170

[0034] [Chemical formula 4-5] JPEG2026090829000019.jpg134170

[0035] [Chemical formula 4-6] JPEG2026090829000020.jpg141170

[0036] [Chemical formula 4-7] JPEG2026090829000021.jpg124170

[0037] [Chemical formula 4-8] JPEG2026090829000022.jpg134170

[0038] In the aforementioned chemical formulas 4-1 to 4-8, R1 to R 11 And X1 to X4 are as defined in Chemical Formula 1, and Chemical Formulas 4-1 to 4-8 may include structures in which any hydrogen atom is substituted with a deuterium atom.

[0039] The first compound represented by chemical formula 1 can be represented by any one of the following chemical formulas 5-1 to 5-12.

[0040] [Chemical formula 5-1] JPEG2026090829000023.jpg101170

[0041] [Chemical Formula 5-2] JPEG2026090829000024.jpg108170

[0042] [Chemical Formula 5-3] JPEG2026090829000025.jpg113170

[0043] [Chemical Formula 5-4] JPEG2026090829000026.jpg113170

[0044] [Chemical Formula 5-5] JPEG2026090829000027.jpg121170

[0045] [Chemical Formulas 5-6] JPEG2026090829000028.jpg112170

[0046] [Chemical Formulas 5-7] JPEG2026090829000029.jpg121170

[0047] [Chemical Formula 5-8] JPEG2026090829000030.jpg127170

[0048] [Chemical Formulas 5-9] JPEG2026090829000031.jpg132170

[0049] [Chemical Formula 5-10] JPEG2026090829000032.jpg126170

[0050] [Chemical Formula 5-11] JPEG2026090829000033.jpg122170

[0051] [Chemical Formula 5-12] JPEG2026090829000034.jpg119170

[0052] In the aforementioned chemical formulas 5-1 to 5-12, R4 to R 11 Y1 to Y8 and X1 to X4 are as defined in Chemical Formula 1, and Chemical Formulas 5-1 to 5-12 may include structures in which any hydrogen atom is substituted with a deuterium atom.

[0053] In the above chemical formula 1, R8 to R 11 Each of these can be independently represented by a hydrogen atom, a deuterium atom, or any one of the following chemical formulas S-1 to S-5. R9 to R 11 Each of these is independently a hydrogen atom or a deuterium atom, and R 10 It can be represented by any one of the chemical formulas S-1 to S-5 mentioned above.

[0054] [Chemical formula S-1] JPEG2026090829000035.jpg17170

[0055] [Chemical formula S-2] JPEG2026090829000036.jpg25170

[0056] [Chemical formula S-3] JPEG2026090829000037.jpg33170

[0057] [Chemical formula S-4] JPEG2026090829000038.jpg25170

[0058] [Chemical formula S-5] JPEG2026090829000039.jpg42170

[0059] In the aforementioned chemical formulas S-1 to S-5, A a is O, S, or NAr d A b , A c , and A d Each is independently N or CH, and Ar dR is a substituted or unsubstituted aryl group having 6 to 30 carbon atoms in a ring, a1 ~R a3 Each of these is independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, n1 is an integer between 0 and 5, and n2 and n3 are independently integers between 0 and 4.

[0060] JPEG2026090829000040.jpg5170 is a position linked to chemical formula 1, and chemical formulas S-1 to S-5 may include structures in which any hydrogen atom is substituted with a deuterium atom.

[0061] An electronic device according to one embodiment of the present invention includes a base layer, a circuit layer disposed on the base layer, and a display element layer disposed on the circuit layer and including a light-emitting element, wherein the light-emitting element includes 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 containing a first compound represented by chemical formula 1.

[0062] The light-emitting element further includes a capping layer disposed on the second electrode, the refractive index of the capping layer may be 1.6 or more for light in the wavelength range of 550 nm to 660 nm.

[0063] The electronic device further includes an optical control layer disposed on the display element layer and containing quantum dots, the light-emitting element emits first-color light, and the optical control layer may include a first-color control unit containing a first quantum dot that converts the first-color light into second-color light in a longer wavelength region than the first-color light, a second optical control unit containing a second quantum dot that converts the first-color light into third-color light in a longer wavelength region than the first-color light and the second-color light, and a third-color control unit that transmits the first-color light.

[0064] The aforementioned electronic device may be selected from among large display devices such as televisions, monitors, and external billboards, as well as medium- and small-sized display devices such as personal computers, laptop computers, personal digital assistants, vehicle display devices, game consoles, portable electronic devices, and cameras.

[0065] A condensed polycyclic compound according to one embodiment of the present invention is represented by the above chemical formula 1. [Effects of the Invention]

[0066] The light-emitting element of one embodiment may exhibit improved element characteristics, including high efficiency and long lifespan.

[0067] The condensed polycyclic compound of one embodiment can be included in the light-emitting layer of a light-emitting device and contribute to the high efficiency and long lifespan of the light-emitting device.

[0068] The electronic device of one embodiment may exhibit excellent display quality. [Brief explanation of the drawing]

[0069] [Figure 1] This is a plan view of a display device according to one embodiment of the present invention. [Figure 2] This is a cross-sectional view of a display device according to one embodiment of the present invention. [Figure 3] This is a schematic cross-sectional view showing a light-emitting element according to one embodiment of the present invention. [Figure 4] This is a schematic cross-sectional view showing a light-emitting element according to one embodiment of the present invention. [Figure 5] This is a schematic cross-sectional view showing a light-emitting element according to one embodiment of the present invention. [Figure 6] This is a schematic cross-sectional view showing a light-emitting element according to one embodiment of the present invention. [Figure 7] This is a cross-sectional view of a display device according to one embodiment of the present invention. [Figure 8] This is a cross-sectional view of a display device according to one embodiment of the present invention. [Figure 9] This is a cross-sectional view showing a display device according to one embodiment of the present invention. [Figure 10]This is a cross-sectional view showing a display device according to one embodiment of the present invention. [Figure 11] This figure shows a vehicle equipped with a display device according to one embodiment. [Modes for carrying out the invention]

[0070] Because the present invention can be modified in various ways and take on various forms, specific embodiments are illustrated in the drawings and described in detail in the text. However, this should be understood not as an attempt to limit the present invention to any particular disclosure, but rather as including all modifications, equivalents, or substitutes that fall within the spirit and technical scope of the present invention.

[0071] In describing each drawing, similar reference numerals are used for similar components. In the attached drawings, the dimensions of the structures are shown enlarged for clarity of the invention. Terms such as "first," "second," etc., are used to describe various components, but the components are not limited to those described by these terms. These terms are used solely for the purpose of distinguishing one component from another. For example, without departing from the scope of the invention, the first component may be named the second component, and similarly, the second component may also be named the first component. The singular term "surface" includes plural expressions unless the context clearly indicates otherwise.

[0072] In this application, terms such as “includes” or “having” should be understood to indicate the presence of features, figures, steps, actions, components, parts, or combinations thereof described in the specification, without prejudice to the presence or possibility of adding one or more other features, figures, steps, actions, components, parts, or combinations thereof.

[0073] In this application, when a part such as a layer, film, region, or plate is said to be "above" or "above" another part, this includes not only when it is "directly above" another part, but also when there is another part in between. Conversely, when a part such as a layer, film, region, or plate is said to be "below" or "below" another part, this includes not only when it is "directly below" another part, but also when there is another part in between. Furthermore, in this application, "positioned above" may include not only when it is above, but also when it is positioned below.

[0074] In this specification, "substituted or unsubstituted" may mean substituted or unsubstituted with one or more substituents selected from the group consisting of deuterium atoms, halogen atoms, cyano groups, nitro groups, amino groups, silyl groups, oxy groups, thio groups, sulfinyl groups, sulfonyl groups, carbonyl groups, boron groups, phosphine oxide groups, phosphine sulfide groups, alkyl groups, alkenyl groups, alkynyl groups, hydrocarbon ring groups, aryl groups, and heterocyclic groups. Furthermore, each of the substituents exemplified above may be substituted or unsubstituted. For example, a biphenyl group may be interpreted as an aryl group, or as a phenyl group substituted with a phenyl group.

[0075] In this specification, "bonding with adjacent groups to form a ring" may mean bonding with adjacent groups to form a substituted or unsubstituted hydrocarbon ring, or a substituted or unsubstituted heterocycle. Hydrocarbon rings include aliphatic hydrocarbon rings and aromatic hydrocarbon rings. Heterocycles include aliphatic heterocycles and aromatic heterocycles. Hydrocarbon rings and heterocycles may be monocyclic or polycyclic. Furthermore, rings formed by bonding with each other may be linked to other rings to form a spirostructure.

[0076] In this specification, "adjacent group" may mean a substituent substituted on an atom directly linked to the atom on which the substituent is substituted, another substituent substituted on the atom on which the substituent is substituted, or the substituent that is most stereostructically adjacent to the substituent in question. For example, the two methyl groups in 1,2-dimethylbenzene may be interpreted as "adjacent groups," and the two ethyl groups in 1,1-diethylcyclopentene may be interpreted as "adjacent groups." Similarly, the two methyl groups in 4,5-dimethylphenanthrene may be interpreted as "adjacent groups."

[0077] In this specification, examples of halogen atoms include fluorine, chlorine, Brom, or iodine atoms.

[0078] In this specification, alkyl groups may be linear or branched. The number of carbon atoms in an alkyl group may be 1 to 50, 1 to 30, 1 to 20, 1 to 10, or 1 to 6. Examples of alkyl groups include methyl, ethyl, n-propyl, isopropyl, n-butyl, s-butyl, t-butyl, i-butyl, 2-ethylbutyl, 3,3-dimethylbutyl, n-pentyl, i-pentyl, neopentyl, t-pentyl, 1-methylpentyl, 3-methylpentyl, 2-ethylpentyl, 4-methyl-2-pentyl, n-hexyl, and 1-methylhexyl groups. , 2-ethylhexyl group, 2-butylhexyl group, n-heptyl group, 1-methylpeptyl group, 2,2-dimethylheptyl group, 2-ethylheptyl group, 2-butylheptyl group, n-octyl group, t-octyl group, 2-ethyloctyl group, 2-butyloctyl group, 2-hexyloctyl group, 3,7-dimethyloctyl group, n-nonyl group, n-decyl group, adamantyl group, 2-ethyldecyl group, 2-butyldecyl group, 2- Xyldecyl group, 2-octyldecyl group, n-undecyl group, n-dodecyl group, 2-ethyldodecyl group, 2-butyldodecyl group, 2-hexyldodecyl group, 2-octyldecyl group, n-tridecyl group, n-tetradecyl group, n-pentadecyl group, n-hexadecyl group, 2-ethylhexadecyl group, 2-butylhexadecyl group, 2-hexylhexadecyl group, 2-octylhexadecyl group, n-heptadecyl group, n- Examples of such groups include, but are not limited to, octadecyl group, n-nonadecyl group, n-icosyl group, 2-ethylicosyl group, 2-butylicosyl group, 2-hexylicosyl group, 2-octylicosyl group, n-henicosyl group, n-docosyl group, n-tricosyl group, n-tetracosyl group, n-pentacosyl group, n-hexacosyl group, n-heptacosyl group, n-octacosyl group, n-nonacosyl group, and n-triacontyl group.

[0079] In this specification, cycloalkyl groups may mean cyclic alkyl groups. The number of carbon atoms in a cycloalkyl group is 3 to 50, 3 to 30, 3 to 20, or 3 to 10. Examples of cycloalkyl groups include, but are not limited to, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, 4-t-butylcyclohexyl, cycloheptyl, cyclooctyl, cyclononyl, cyclodecyl, norbornyl, 1-adantyl, 2-adamantyl, isonorbornyl, and bicycloheptyl groups.

[0080] In this specification, an alkenyl group means a hydrocarbon group containing one or more carbon double bonds in the middle or terminal of an alkyl group having two or more carbon atoms. An alkenyl group may be linear or branched. The number of carbon atoms is not particularly limited, but is 2 to 30, 2 to 20, or 2 to 10. Examples of alkenyl groups include, but are not limited to, vinyl groups, 1-butenyl groups, 1-pentenyl groups, 1,3-butadienylaryl groups, styrenyl groups, and styrylvinyl groups.

[0081] In this specification, an alkynyl group means a hydrocarbon group containing one or more carbon triple bonds in the middle or terminal of an alkyl group having two or more carbon atoms. An alkynyl group may be linear or branched. The number of carbon atoms is not particularly limited, but is typically 2 to 30, 2 to 20, or 2 to 10. Specific examples of alkynyl groups include, but are not limited to, ethynyl and propynyl groups.

[0082] In this specification, a hydrocarbon ring group means any active group or substituent derived from an aliphatic hydrocarbon ring. A hydrocarbon ring group may be a saturated hydrocarbon ring group having 5 to 20 carbon atoms.

[0083] In this specification, an aryl group means any active group or substituent derived from an aromatic hydrocarbon ring. An aryl group may be a monocyclic aryl group or a polycyclic aryl group. The number of ring-forming carbon atoms in an aryl group is 6 to 30, 6 to 20, or 6 to 15. Examples of aryl groups include, but are not limited to, phenyl, naphthyl, fluorenyl, anthracenyl, phenanthryl, biphenyl, terphenyl, quarterphenyl, quincphenyl, sexiphenyl, triphenylenyl, pyrenyl, benzofluorantenyl, and chrysenyl groups.

[0084] In this specification, the fluorenyl group may be substituted, and two substituents may be bonded to each other to form a spiro structure. Examples of substitutions of the fluorenyl group are as follows, but are not limited to these.

[0085] JPEG2026090829000041.jpg22170

[0086] In this specification, a heterocyclic group means any active group or substituent derived from a ring containing one or more heteroatoms from B, O, N, P, Si, and S. Heterocyclic groups include aliphatic heterocyclic groups and aromatic heterocyclic groups. Aromatic heterocyclic groups may be heteroaryl groups. Aliphatic heterocycles and aromatic heterocycles may be monocyclic and polycyclic.

[0087] In this specification, a heterocyclic group may contain one or more heteroatoms from B, O, N, P, Si, and S. If a heterocyclic group contains two or more heteroatoms, the two or more heteroatoms may be the same or different. A heterocyclic group may be a monocyclic heterocyclic group or a polycyclic heterocyclic group, and is a concept that includes a heteroaryl group. The number of ring-forming carbon atoms in a heterocyclic group may be 2 to 30, 2 to 20, or 2 to 10.

[0088] In this specification, an aliphatic heterocyclic group may contain one or more heteroatoms from B, O, N, P, Si, and S. The number of ring-forming carbon atoms in an aliphatic heterocyclic group may be 2 to 30, 2 to 20, or 2 to 10. Examples of aliphatic heterocyclic groups include, but are not limited to, oxirane groups, thiirane groups, pyrrolidine groups, piperidine groups, tetrahydrofuran groups, tetrahydrothiophene groups, thian groups, tetrahydropyran groups, and 1,4-dioxane groups.

[0089] In this specification, a heteroaryl group may contain one or more heteroatoms from B, O, N, P, Si, and S. If a heteroaryl group contains two or more heteroatoms, the two or more heteroatoms may be the same or different. A heteroaryl group may be a monocyclic heterocyclic group or a polycyclic heterocyclic group. The number of ring-forming carbon atoms in a heteroaryl group is 2 to 30, 2 to 20, or 2 to 10. Examples of heteroaryl groups include thiophene, furan, pyrrole, imidazole, pyridine, bipyridine, pyrimidine, triazine, triazole, acridyl, pyridazine, pyridinyl, quinoline, quinazoline, quinoxaline, phenoxazine, phthalazine, pyridopyrimidine, pyridopyrazine, pyrazinopyrazine, isoquinoline, indole, carbazole, N-arylcarbazole, and N-heteroaryl groups. Examples include, but are not limited to, N-alkylcarbazole groups, benzoxazole groups, benzimidazole groups, benzothiazole groups, benzocarbazole groups, benzothiophene groups, dibenzothiophene groups, thienothiophene groups, benzofuran groups, phenanthroline groups, thiazole groups, isoxazole groups, oxazole groups, oxadiazole groups, thiadiazole groups, phenothiazine groups, dibenzosilol groups, and dibenzofuran groups.

[0090] In this specification, the above description of aryl groups may apply, except that arylene groups are divalent. The above description of heteroaryl groups may apply, except that heteroarylene groups are divalent.

[0091] In this specification, the silyl group includes alkylsilyl groups and arylsilyl groups. Examples of silyl groups include, but are not limited to, trimethylsilyl, triethylsilyl, t-butyldimethylsilyl, vinyldimethylsilyl, propyldimethylsilyl, triphenylsilyl, diphenylsilyl, and phenylsilyl groups.

[0092] In this specification, the germanium group includes alkylgermanium groups and arylgermanium groups. Examples of silyl groups include, but are not limited to, trimethylgermanium, triethylgermanium, t-butyldimethylgermanium, vinyldimethylgermanium, propyldimethylgermanium, triphenylgermanium, tribiphenylgermanium, phenyldimethylgermanium, diphenylgermanium, and phenylgermanium groups.

[0093] In this specification, the number of carbon atoms in the carbonyl group is not particularly limited, but may be 1 to 40, 1 to 30, or 1 to 20. For example, it may have, but is not limited to, the following structure.

[0094] JPEG2026090829000042.jpg32170

[0095] In this specification, the number of carbon atoms in the sulfinyl group and the sulfonyl group is not particularly limited, but may be between 1 and 30. The sulfinyl group may include an alkyl sulfinyl group and an aryl sulfinyl group. The sulfonyl group may include an alkyl sulfonyl group and an aryl sulfonyl group.

[0096] In this specification, the thio group may include alkylthio groups and arylthio groups. The thio group may mean a group to which a sulfur atom is bonded to the alkyl or aryl group as defined above. Examples of thio groups include, but are not limited to, methylthio, ethylthio, propylthio, pentylthio, hexylthio, octylthio, dodecylthio, cyclopentylthio, cyclohexylthio, phenylthio, and naphthylthio groups.

[0097] In this specification, an oxy group may mean a group in which an oxygen atom is bonded to an alkyl group or aryl group as defined above. Oxy groups may include alkoxy groups and aryloxy groups. Alkoxy groups may be linear, branched, or cyclic. The number of carbon atoms in an alkoxy group is not particularly limited, but may be, for example, 1 to 20 or 1 to 10. Examples of oxy groups include, but are not limited to, methoxy, ethoxy, n-propoxy, isopropoxy, butoxy, pentyloxy, hexyloxy, octyloxy, nonyloxy, decyloxy, and benzyloxy.

[0098] In this specification, a boron group means a group in which a boron atom is bonded to an alkyl or aryl group as defined above. A boron group includes alkylboron groups and arylboron groups. Examples of boron groups include, but are not limited to, dimethylboron groups, diethylboron groups, t-butylmethylboron groups, diphenylboron groups, and phenylboron groups.

[0099] In this specification, the number of carbon atoms in the amine group is not particularly limited, but may be between 1 and 30. The amine group may include alkylamine groups and arylamine groups. Examples of amine groups include, but are not limited to, methylamine groups, dimethylamine groups, phenylamine groups, diphenylamine groups, naphthylamine groups, and 9-methyl-anthracenylamine groups.

[0100] In this specification, among alkylthio groups, alkylsulfoxy groups, alkylaryl groups, alkylamino groups, alkylboron groups, alkylsilyl groups, and alkylamine groups, alkyl groups are the same as the examples of alkyl groups described above.

[0101] In this specification, among the aryloxy group, arylthio group, arylsulfoxy group, arylamino group, arylboron group, arylsilyl group, and arylamine group, the aryl group is the same as the examples of aryl described above.

[0102] In this specification, direct linkage may mean a single linkage.

[0103] On the other hand, in this specification,

[0104] JPEG2026090829000043.jpg13170 indicates the position where the images are concatenated.

[0105] Hereinafter, an embodiment of the present invention will be described with reference to the drawings.

[0106] Figure 1 is a plan view showing one embodiment of the display device DD. Figure 2 is a cross-sectional view of the display device DD according to one embodiment. Figure 2 is a cross-sectional view showing the portion corresponding to the line I-I' in Figure 1.

[0107] The display device DD may include a display panel DP and an optical layer PP disposed on the display panel DP. The display panel PP includes light-emitting elements ED-1, ED-2, and ED-3. The display device DD may include multiple light-emitting elements ED-1, ED-2, and ED-3. The optical layer PP is disposed on the display panel DP and can control the reflected light on the display panel DP due to external light. The optical layer PP may include, for example, a polarizing layer or a color filter layer. On the other hand, contrary to the figures, the optical layer PP may be omitted from the display device DD of one embodiment.

[0108] A base substrate BL may be placed on top of the optical layer PP. The base substrate BL may be a component that provides a base surface on which the optical layer PP is placed. The base substrate BL may be a glass substrate, a metal substrate, a plastic substrate, etc. However, the embodiment is not limited to these, and the base substrate BL may be an inorganic layer, an organic layer, or a composite material layer. Also, contrary to the figures, the base substrate BL may be omitted in one embodiment.

[0109] The display device DD according to one embodiment may further include a charging layer (not shown). A packing layer (not shown) may be disposed between the display element layer DP-ED and the base substrate BL. The packing layer (not shown) may be an organic layer. The packing layer (not shown) may contain at least one of acrylic resin, silicone resin, and epoxy resin.

[0110] 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, and ED-3 positioned between the pixel definition film PDL, and a sealing layer TFE positioned on the light-emitting elements ED-1, ED-2, and ED-3.

[0111] The base layer BS may be a component that provides the base surface on which the display element layer EP-ED is arranged. The base layer BS may be a glass substrate, a metal substrate, a plastic substrate, etc. However, the examples are not limited to these, and the base layer BS may be an inorganic layer, an organic layer, or a composite material layer.

[0112] In one embodiment, the circuit layer DP-CL is placed on the base layer BS, but the circuit layer DP-CL may include a plurality of transistors (not shown). Each transistor (not shown) may include a control electrode, an input electrode, and an output electrode. For example, the circuit layer DP-ED may include a switching transistor and a drive transistor for driving the organic electroluminescent elements ED-1, ED-2, and ED-3.

[0113] Each of the light-emitting elements ED-1, ED-2, and ED-3 may have the structure of one embodiment of the light-emitting element ED shown in Figures 3 to 6, which will be described later. 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, EML-B, an electron transport region ETR, and a second electrode EL2.

[0114] Figure 2 shows an 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 within the opening OH defined in the pixel-defining film PDL, and the hole transport region HTR, electron transport region ETR, and second electrode EL2 are provided as a common layer for all light-emitting elements ED-1, ED-2, and ED-3. However, the embodiment is not limited to this, and in one embodiment, contrary to the illustration in Figure 2, the hole transport region HTR and electron transport region ETR may be patterned and provided inside the opening OH defined in the pixel-defining film PDL. For example, in one embodiment, the hole transport region HTR, light-emitting layers EML-R, EML-G, EML-B, and electron transport region ETR of the light-emitting elements ED-1, ED-2, and ED-3 may be patterned and provided by an inkjet printing method.

[0115] The sealing layer TFE may cover the organic electroluminescent elements ED-1, ED-2, and ED-3. The sealing layer TFE may seal the display element layer DP-ED. The sealing layer TFE may be a thin film sealing layer. The sealing layer TFE may consist of one or more layers stacked together. The sealing layer TFE includes at least one insulating layer. The sealing layer TFE according to one embodiment may include at least one inorganic film (hereinafter referred to as the sealing inorganic film). Furthermore, the sealing layer TFE according to one embodiment may include at least one organic film (hereinafter referred to as the sealing organic film) and at least one sealing inorganic film.

[0116] The encapsulating inorganic film protects the display element layer DP-ED from moisture / oxygen, and the encapsulating organic film protects the display element layer DP-ED from foreign matter such as dust particles. The encapsulating inorganic film may include, but is not limited to, silicon nitride, silicon oxynitride, silicon oxide, titanium oxide, or aluminum oxide. The encapsulating organic film may include acrylic compounds, epoxy compounds, etc. The encapsulating organic film may include, but is not limited to, photopolymerizable organic materials.

[0117] The sealing layer TFE may be placed on top of the second electrode EL2 and fill the opening OH.

[0118] Referring to Figures 1 and 2, the display device DD may include a non-emitting region NPXA and emitting regions PXA-R, PXA-G, and PXA-B. Each of the emitting regions PXA-R, PXA-G, and PXA-B may be a region from which light generated by the light-emitting elements ED-1, ED-2, and ED-3, respectively, is emitted. The emitting regions PXA-R, PXA-G, and PXA-B may be spaced apart from each other on a plane.

[0119] The light-emitting regions PXA-R, PXA-G, and PXA-B may each be regions separated by a pixel-defining film PPL. The non-light-emitting region NPXA is the region between adjacent light-emitting regions PXA-R, PXA-G, and PXA-B, and may correspond to a pixel-defining film PDL. On the other hand, in this specification, the light-emitting regions PXA-R, PXA-G, and PXA-B may each correspond to a pixel. The pixel-defining film PDL may separate 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 located in and separated by an aperture OH defined in the pixel-defining film PDL.

[0120] The light-emitting regions PXA-R, PXA-G, and PXA-B can be divided into multiple groups according to the color of the light generated from the light-emitting elements ED-1, ED-2, and ED-3. The display device DD of one embodiment shown in Figures 1 and 2 exemplifies three light-emitting regions PXA-R, PXA-G, and PXA-B that emit red, green, and blue light, respectively. For example, the display device DD of one embodiment may include a red light-emitting region PXA-R, a green light-emitting region PXA-G, and a blue light-emitting region PXA-B that are separated from each other.

[0121] In one embodiment of the display device DD, the multiple light-emitting elements ED-1, ED-2, and ED-3 may emit light of different wavelengths. For example, in one embodiment, the display device DD may include a light-emitting element ED-1 that emits red light, a second light-emitting element ED-3 that emits green light, and a third light-emitting element ED-3 that emits blue light. In other words, 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.

[0122] However, the examples are not limited to these, and the first to third light-emitting elements ED-1, ED-2, and ED-3 may emit light in the same wavelength range, or at least one of them may emit light in a different wavelength range. Furthermore, all of the first to third light-emitting elements ED-1, ED-2, and ED-3 may emit blue light.

[0123] In one embodiment of the display device DD, the light-emitting regions PXA-R, PXA-G, and PXA-B may be arranged in a striped pattern. Referring to Figure 1, multiple red light-emitting regions PXA-R, multiple green light-emitting regions PXA-G, and multiple blue light-emitting regions PXA-B may be aligned along the second directional axis DR2. Alternatively, the red light-emitting regions PXA-R, green light-emitting regions PXA-G, and blue light-emitting regions PXA-B may be arranged alternately along the first directional axis DR1.

[0124] Although Figures 1 and 2 show that the areas of the light-emitting regions PXA-R, PXA-G, and PXA-B are all similar, the examples are not limited to these, and the areas of the light-emitting regions PXA-R, PXA-G, and PXA-B may differ from each other depending on the wavelength range of the emitted light. On the other hand, the areas of the light-emitting regions PXA-R, PXA-G, and PXA-B may represent the area as viewed from the plane defined by the first directional axis DR1 and the second directional axis DR2.

[0125] On the other hand, the arrangement of the light-emitting regions PXA-R, PXA-G, and PXA-B is not limited to that shown in Figure 1, and the order in which the red light-emitting region PXA-R, green light-emitting region PXA-G, and blue light-emitting region PXA-B are arranged can be provided in various combinations depending on the display quality characteristics required by the display device DD. For example, the arrangement of the light-emitting regions PXA-R, PXA-G, and PXA-B can be Pentile. TM ) Arrangement form, or diamond (Diamond Pixel) TM ) It may have the form of an array.

[0126] Furthermore, the areas of the light-emitting regions PXA-R, PXA-G, and PXA-B may differ from each other. For example, in one embodiment, the area of ​​the green light-emitting region PXA-G may be smaller than the area of ​​the blue light-emitting region PXA-B, but the embodiment is not limited to this.

[0127] Figures 3 to 6 below are schematic cross-sectional views showing a light-emitting element according to one embodiment. The light-emitting element ED according to one embodiment may include a first electrode EL1, a second electrode EL2 facing the first electrode EL1, and at least one functional layer disposed between the first electrode EL1 and the second electrode EL2. The light-emitting element ED according to one embodiment may include a condensed polycyclic compound according to one embodiment, described later, in at least one functional layer.

[0128] The light-emitting element ED may include a hole transport region HTR, an emissive layer EML, and an electron transport region ETR, which are sequentially stacked as at least one functional layer. In other words, one embodiment of the light-emitting element ED may include a first electrode EL1, a hole transport region HTR, an emissive layer EML, an electron transport region ETR, and a second electrode EL2, which are sequentially stacked.

[0129] Figure 4 shows a cross-sectional view of an embodiment 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, compared to Figure 3. Figure 5 also shows a cross-sectional view of an embodiment of a light-emitting element ED, in which the hole transport region HTR includes a hole injection layer HIL, a hole transport layer HTL, and an electron blocking layer EBL, compared to Figure 3, and the electron transport region ETR includes an electron injection layer EIL, an electron transport layer ETL, and a hole blocking layer HBL. Figure 6 shows a cross-sectional view of an embodiment of a light-emitting element ED, in which a capping layer CPL is placed on the second electrode EL2, compared to Figure 4.

[0130] One embodiment of the light-emitting element ED may contain the condensed polycyclic compound of the embodiment described later in at least one functional layer included in the light-emitting element ED. In one embodiment of the light-emitting element ED, the condensed polycyclic compound of the embodiment may be included in at least one of the hole transport region HTR, the light-emitting layer EML, and the electron transport region ETR. For example, in one embodiment of the light-emitting element ED, the light-emitting layer EML may contain the condensed polycyclic compound of the embodiment.

[0131] The first electrode EL1 is conductive. The first electrode EL1 may consist of a metallic material, a metallic alloy, or a conductive compound. The first electrode EL1 may be an anode or a cathode, however, the examples are not limited to these. The first electrode EL1 may also be a pixel electrode. The first electrode EL1 may be a transmissive electrode, a semitransmissive electrode, or a reflective electrode. The first electrode EL1 may contain at least one selected from Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, LiF, Mo, Ti, W, In, Sn, and Zn, two or more compounds selected from these, a mixture of two or more selected from these, or oxides thereof.

[0132] If the first electrode EL1 is a transmissive electrode, it may contain transparent metal oxides such as ITO (indium tin oxide), IZO (indium zinc oxide), ZnO (zinc oxide), ITZO (indium tin zinc oxide), etc. If the first electrode EL1 is a semi-transmissive or reflective electrode, it may contain Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, LiF / Ca (a layered structure of LiF and Ca), LiF / Al (a layered structure of LiF and Al), Mo, Ti, W, or compounds or mixtures thereof (for example, a mixture of Ag and Mg). Alternatively, the first electrode EL1 may have a multi-layer structure including a reflective or semi-transmissive film made of the above-mentioned material, and a transparent conductive film made of ITO, IZO, ZnO, ITZO, etc. For example, the first electrode EL1 may have a three-layer structure of ITO / Ag / ITO, but is not limited to this. Furthermore, the examples are not limited to those described above, and the first electrode EL1 may include the metal material described above, a combination of two or more metal materials selected from the metal materials described above, or an oxide of the metal material described above. The thickness of the first electrode EL1 may be about 700 Å to about 10000 Å. For example, the thickness of the first electrode EL1 may be about 1000 Å to about 3000 Å.

[0133] A hole transport region (HTR) may be 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 hole buffer layer or luminescence auxiliary layer (not shown), and an electron blocking layer (EBL). The thickness of the hole transport region (HTR) may be, for example, about 50 Å to about 15,000 Å.

[0134] The hole transport region (HTR) may have a single layer made of a single material, a single layer made of multiple different materials, or a multilayer structure having multiple layers made of multiple different materials.

[0135] 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 it may have a single-layer structure consisting of a hole injection material and a hole transport material. Furthermore, the hole transport region HTR may have a single-layer structure consisting of multiple different materials, or it may have a structure of a hole injection layer HIL / hole transport layer HTL, a hole injection layer HIL / hole transport layer HTL / buffer layer (not shown), a hole injection layer HIL / buffer layer (not shown), a hole transport layer HTL / buffer layer (not shown), or a hole injection layer HIL / hole transport layer HTL / electron blocking layer EBL stacked sequentially from the first electrode EL1, but the examples are not limited to these.

[0136] Hole transport regions (HTRs) can be formed using a variety of methods, including vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB) method, inkjet printing, laser printing, and laser-induced thermal imaging (LITI).

[0137] The hole transport region (HTR) may contain a compound represented by the following chemical formula H-1.

[0138] [Chemical formula H-1] JPEG2026090829000044.jpg33170

[0139] In chemical formula H-1, L1 and L2 can each independently be directly bonded, substituted, or unsubstituted arylene groups with 6 to 30 ring-forming carbon atoms, or substituted or unsubstituted heteroarylene groups with 2 to 30 ring-forming carbon atoms. a and b can each independently be integers between 0 and 10. On the other hand, if a or b is an integer of 2 or more, then multiple L1 and L2 can each independently be substituted or unsubstituted arylene groups with 6 to 30 ring-forming carbon atoms, or substituted or unsubstituted heteroarylene groups with 2 to 30 ring-forming carbon atoms.

[0140] In chemical formula H-1, Ar1 to Ar2 can each independently be a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms. Furthermore, in chemical formula H-1, Ar3 can be a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms.

[0141] The compound represented by the chemical formula H-1 may be a monoamine compound. Alternatively, the compound represented by the chemical formula H-2 may be a diamine compound in which at least one of Ar1 to Ar3 contains an amine group as a substituent. Alternatively, the compound represented by the chemical formula H-1 may be a carbazole compound in which at least one of Ar1 to Ar2 contains a substituted or unsubstituted carbazole group, or a cafluorene compound in which at least one of Ar1 to Ar2 contains a substituted or unsubstituted fluorene group.

[0142] A compound represented by the chemical formula H-1 can be any one of the compounds in compound group H listed below. However, the compounds listed in compound group H are illustrative examples, and the compound represented by the chemical formula H-1 is not limited to those shown in compound group H.

[0143] [Compound group H] JPEG2026090829000045.jpg210170JPEG2026090829000046.jpg41170

[0144] The hole transport region (HTR) is used for phthalocyanine compounds such as copper phthalocyanine, and DNTPD(N 1 ,N 1’ -([1,1'-biphenyl]-4,4'-diyl)bis(N 1 -phenyl-N 4 ,N 4 -di-m-tolylbenzene-1,4-diamine), m-MTDATA(4,4',4”-[tris(3-methylphenyl)phenylamino]triphenylamino), TDATA(4,4',4”-tris(N,N-diphenylamino)triphenylamine), 2-TNATA(4,4',4”-tris[N(2-naphthyl)-N-phenylamino]-triphenylamine), PEDOT / PSS(poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate), PANI / DBSA(polyaniline / dodecylbenzenesulfonic acid), PANI / CSA(polyaniline / camphorsulfonic acid), PANI / PSS((polyaniline) / poly(4-styrenesulfonate)), NPB It may contain (N,N'-di(naphthalene-1-yl)-N,N'-diphenyl-benzidine), polyether ketone containing triphenylamine (TPAPEK), 4-isopropyl-4'-methyldiphenyliodonium tetrakis(pentafluorophenyl) borate, HATCN (dipyradino[2,3-f:2',3'-h]quinoxaline-2,3,6,7,10,11-hexacarbonnitrile), etc.

[0145] The hole transport region HTR may include, for example, carbazole derivatives such as N-phenylcarbazole and polyvinylcarbazole, fluorene derivatives, triphenylamine derivatives such as TPD (N,N'-bis(3-methylphenyl)-N,N'-diphenyl-[1,1-biphenyl]-4,4'-diamine) and TCTA (4,4',4"-tris(N-carbazolyl)triphenylamine), NPB (N,N'-di(naphthalene-1-yl)-N,N'-diphenyl-benzidine), TAPC (4,4'-cyclohexylidenebis[N,N-bis(4-methylphenyl)benzeneamine]), and HMTPD (4,4'-bis[N,N'-(3-tolyl)amino]-3,3'-dimethylbiphenyl).

[0146] Furthermore, the hole transport region HTR may include CzSi(9-(4-tert-butylphenyl)-3,6-bis(triphenylsilyl)-9H-(carbazole), CCP(9-phenyl-9H-3,9'-bicarbazole), or mDCP(1,3-bis(1,8-dimethyl-9H-carbazole-9-yl)benzene).

[0147] In one embodiment, the hole transport region (HTR) may include any one of the compounds from the second group of compounds.

[0148] The hole transport region (HTR) may include at least one of the hole injection layer (HIL), hole transport layer (HTL), and electron blocking layer (EBL) as the hole transport region compound described above.

[0149] The thickness of the hole transport region (HTR) can be approximately 100 Å to approximately 10,000 Å, for example, approximately 100 Å to approximately 5,000 Å. If the hole transport region (HTR) includes a hole injection layer (HIL), the thickness of the hole injection layer (HIL) can be, for example, approximately 30 Å to approximately 1,000 Å. If the hole transport region (HTR) includes a hole transport layer (HTL), the thickness of the hole transport layer (HTL) can be approximately 30 Å to approximately 1,000 Å. For example, if the hole transport region (HTR) includes a hole blocking layer (EBL), the thickness of the hole blocking layer (EBL) can be, for example, approximately 10 Å to approximately 1,000 Å. If the thicknesses of the hole transport region (HTR), hole injection layer (HIL), hole transport layer (HTL), and electron blocking layer (EBL) satisfy the above-described ranges, satisfactory hole transport characteristics can be obtained without a substantial increase in the driving voltage.

[0150] The hole transport region (HTR) may further contain charge-generating materials in addition to the materials described above to improve conductivity. The charge-generating materials may be uniformly or non-uniformly dispersed within the hole transport region (HTR). The charge-generating materials may be, for example, p-dopant. The p-dopant may contain, but is not limited to, at least one of metal halide compounds, quinone derivatives, metal oxides, and cyano group-containing compounds. For example, p-dopants include metal halide compounds such as CuI and RBI, quinone derivatives such as TCNQ (tetracyanoquinodimethane) and F4-TCNQ (2,3,5,6-tetrafluoro-7,7',8,8-tetracyanoquinodimethane), metal oxides such as tungsten oxide and molybdenum oxide, and cyano group-containing compounds such as HATCN (dipyradino[2,3-f:2',3'-h]quinoxaline-2,3,6,7,10,11-hexacarbonnitrile) and NDP9 (4-[[2,3-bis[cyano-(4-cyano-2,3,5,6-tetrafluorophenyl)methylidene]cyclopropylidene]-cyanomethyl]-2,3,5,6-tetrafluorobenzonitrile), but the examples are not limited to these.

[0151] As described above, the hole transport region (HTR) may further include at least one of a buffer layer (not shown) and an electron blocking layer (EBL) in addition to the hole injection layer (HIL) and the hole transport layer (HTL). The buffer layer (not shown) can increase the light emission efficiency by compensating for the resonance distance due to the wavelength of light emitted from the light emission layer (EML). The material included in the buffer layer (not shown) may be a material that can be included in the hole transport region (HTR). The electron blocking layer (EBL) may be a layer that prevents electron injection from the electron transport region (ETR) to the hole transport region (HTR).

[0152] The luminescent layer (EML) may be provided on top of the hole transport region (HTR). The luminescent layer (EML) may have a thickness of, for example, about 100 Å to about 1000 Å, or about 100 Å to about 300 Å. The luminescent layer (EML) may have a multilayer structure consisting of a single layer made of a single material, a single layer made of multiple different materials, or multiple layers made of multiple different materials.

[0153] In one embodiment, the light-emitting element ED may contain a condensed polycyclic compound represented by the following chemical formula 1 in at least one functional layer disposed between the first electrode EL1 and the second electrode EL2. In the light-emitting element ED of one embodiment, the light-emitting layer EML may contain the condensed polycyclic compound of one embodiment. In one embodiment, the light-emitting layer EML may contain the condensed polycyclic compound of one embodiment as a dopant. The condensed polycyclic compound of one embodiment may be a dopant material for the light-emitting layer EML. On the other hand, in this specification, the condensed polycyclic compound of one embodiment may be referred to as the first compound.

[0154] One embodiment of the condensed polycyclic compound may have a structure in which five rings are condensed, comprising a condensed polycyclic heterocycle containing a first boron atom and first and second heteroatoms, and two aromatic hydrocarbon rings linked to the condensed polycyclic heterocycle. A second boron atom, a third heteroatom, and a fourth heteroatom may be positioned between the condensed polycyclic heterocycle and the two aromatic hydrocarbon rings as linking groups. The two aromatic hydrocarbon rings may be linked to the condensed polycyclic heterocycle via the second boron atom, the third heteroatom, and the fourth heteroatom to form an additional condensed ring.

[0155] In one embodiment, the fused polycyclic heterocycle contained in the fused polycyclic compound may be one in which three substituted or unsubstituted benzene rings are linked via the first boron atom, the first heteroatom, and the second heteroatom to form five rings. More specifically, in the three benzene rings contained in the fused polycyclic heterocycle, the three benzene rings are linked around the first boron atom, the first and second benzene rings of the three benzene rings are linked via the first heteroatom, and the remaining third benzene ring is linked to the second benzene ring via the second heteroatom. The second benzene ring can be linked to the first boron atom and both the first and second heteroatoms.

[0156] The condensed polycyclic compound of one embodiment may contain four first substituents linked to the first benzene ring. The first substituents may be deuterium atoms. The first benzene ring may not have any substituents linked to it other than the first substituent, the deuterium atom. Of the carbon atoms constituting the first benzene ring, the first carbon atom may be linked to a first boron atom, the second carbon atom to a first heteroatom, and each of the third to sixth carbon atoms may be linked to a first substituent.

[0157] In one embodiment, two aromatic hydrocarbon rings in the condensed polycyclic compound can be linked to the condensed polycyclic heterocycle via a second boron atom, a third heteroatom, and a fourth heteroatom to form additional condensed rings. More specifically, the condensed polycyclic compound of one embodiment has a structure in which two aromatic hydrocarbon rings, a fourth benzene ring and a fifth benzene ring, are linked to the condensed polycyclic heterocycle, and a second boron atom, a third heteroatom, and a fourth heteroatom may be positioned between the condensed polycyclic heterocycle and the fourth and fifth benzene rings as linking groups. The fourth and fifth benzene rings can be linked to the condensed polycyclic heterocycle via a second boron atom, a third heteroatom, and a fourth heteroatom to form four additional condensed rings.

[0158] The fourth and fifth benzene rings can be linked to the third benzene ring, one of the three benzene rings contained in the fused polycyclic heterocycle. More specifically, the third benzene ring can be linked to the second boron atom, the third heteroatom, and the fourth heteroatom, the fourth benzene ring and the third benzene ring can be linked via the second boron atom and the third heteroatom, and the fifth benzene ring and the third benzene ring can be linked via the second boron atom and the fourth heteroatom. The second boron atom can be linked to the carbon atom in the third benzene ring that corresponds to the meta position relative to the first boron atom. The third heteroatom can be linked to the carbon atom in the third benzene ring that corresponds to the ortho position relative to the first boron atom. The fourth heteroatom can be linked to the carbon atom in the third benzene ring that corresponds to the para position relative to the first boron atom. In addition, the third and fourth heteroatoms can each be linked to the carbon atoms in the third benzene ring that correspond to the meta position relative to the second heteroatom.

[0159] The condensed polycyclic compound of one embodiment may include a second substituent linked to the fifth benzene ring. The second substituent may include a carbazole substructure containing a first nitrogen atom. The second substituent may be linked to the fifth benzene ring by linking the first nitrogen atom to one carbon atom constituting the fifth benzene ring. Specifically, the first nitrogen atom may be linked to a carbon atom constituting the fifth benzene ring that corresponds to the para position relative to the second boron atom and the meta position relative to the fourth heteroatom.

[0160] In one embodiment, the first to fourth heteroatoms may each be independently a nitrogen (N) atom, an oxygen (O) atom, or a sulfur (S) atom.

[0161] One example of a condensed polycyclic compound can be represented by the following chemical formula 1.

[0162] [Chemical formula 1] JPEG2026090829000047.jpg120170

[0163] The condensed polycyclic compound of one embodiment, represented by chemical formula 1, may have a structure in which five rings are condensed around a first boron atom and first and second heteroatoms, and two aromatic hydrocarbon rings are linked to the condensed polycyclic heterocyclic compound. A second boron atom and third and fourth heteroatoms may be arranged as linking groups between the condensed polycyclic heterocyclic compound and the two aromatic hydrocarbon rings. The two aromatic hydrocarbon rings may be linked to the condensed polycyclic heterocyclic compound via the second boron atom, the third heteroatom, and the fourth heteroatom to form an additional condensed ring.

[0164] In chemical formula 1, X1 to X4 are each independently O, S, or NAr. For example, X1 and X2 may each be independently O or NAr, and X3 and X4 may each be independently NAr. Alternatively, X1 and X4 may each be independently O or S.

[0165] In chemical formula 1, Ar may be a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms. For example, Ar may be a substituted or unsubstituted phenyl group, a substituted or unsubstituted divalent biphenyl group, or a substituted or unsubstituted terphenyl group.

[0166] In chemical formula 1, R1 to R 11 And Y1 to Y8 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a nitro group, a hydroxyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted thio group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms. For example, R1 to R 11Each of these can independently be a hydrogen atom, a deuterium atom, a substituted or unsubstituted methyl group, a substituted or unsubstituted ethyl group, a substituted or unsubstituted t-butyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted carbazole group, a substituted or unsubstituted dibenzofuran group, a substituted or unsubstituted dibenzothiophene group, a substituted or unsubstituted pyridine group, a substituted or unsubstituted pyrimidine group, or a substituted or unsubstituted triazine group, and each of Y1 to Y8 can independently be a hydrogen atom, a deuterium atom, a substituted or unsubstituted methyl group, a substituted or unsubstituted t-butyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted carbazole group, or a substituted or unsubstituted dibenzofuran group.

[0167] In chemical formula 1, D is a deuterium atom.

[0168] On the other hand, in this specification, a benzene ring substituted with a deuterium atom D in chemical formula 1 corresponds to the benzene ring described above, a benzene ring substituted with substituents represented by R1 to R3 corresponds to the second benzene ring described above, a benzene ring substituted with substituents represented by R4 corresponds to the third benzene ring described above, and R8 to R 11 A benzene ring substituted with the substituent represented by corresponds to the fourth benzene ring described above, and a benzene ring substituted with the substituents represented by R5 to R7 may correspond to the fifth benzene ring described above. X1 to X4 may each correspond to the first to fourth heteroatoms described above, and a nitrogen (N) atom linked to a benzene ring substituted with the substituents represented by R5 to R7 may correspond to the first nitrogen atom described above.

[0169] In chemical formula 1, R8 to R 11 Each of these can be independently represented by a hydrogen atom, a deuterium atom, or any one of the following chemical formulas S-1 to S-5. For example, R8, R9, and R 11 Each of these is independently a hydrogen atom or a deuterium atom, and R 10 It can be represented by any one of the chemical formulas S-1 to S-5 mentioned above.

[0170] [Chemical formula S-1] JPEG2026090829000048.jpg17170

[0171] [Chemical formula S-2] JPEG2026090829000049.jpg25170

[0172] [Chemical formula S-3] JPEG2026090829000050.jpg33170

[0173] [Chemical formula S-4] JPEG2026090829000051.jpg25170

[0174] [Chemical formula S-5] JPEG2026090829000052.jpg44170

[0175] In chemical formulas S-2, S-4, and S-5, R a1 ~R a3 Each of these can independently be a hydrogen atom, a deuterium atom, a substituted or unsubstituted C1 or C20 alkyl group, or a substituted or unsubstituted ring-forming aryl group with 6 to 30 carbon atoms. For example, R a1 ~R a3 Each of these can independently be a hydrogen atom, a deuterium atom, a substituted or unsubstituted t-butyl group, a substituted or unsubstituted phenyl group, or a substituted or unsubstituted biphenyl group.

[0176] In chemical formula S-4, A a is O, S, or NAr d Ar d A can be a substituted or unsubstituted aryl group with 6 to 30 ring-forming carbon atoms. For example, A a It can be O or S. Or, A a is NAr d So, Ar d This can be a substituted or unsubstituted phenyl group.

[0177] In chemical formula S-5, A b , Ac , and A d Each of these can independently be N or CH.

[0178] In chemical formula S-2, n1 can be an integer between 0 and 5. If n1 is 0, then the first compound of one example is R a1 It may not be substituted. If n1 is 5 in chemical formula S-2 and all n1s are hydrogen atoms, it may be the same as if n1 were 0 in chemical formula S-2. If n1 is an integer greater than or equal to 2, multiple Rs are provided. a1 Each of them is either the same or multiple Rs. a1 At least one of them may be different.

[0179] In chemical formula S-4, n2 can be an integer between 0 and 4. If n2 is 0, then the first compound of one example is R a2 It may not be substituted. If n2 is 4 in chemical formula S-4 and all n2s are hydrogen atoms, it may be the same as if n2 were 0 in chemical formula S-4. If n2 is an integer greater than or equal to 2, multiple Rs are provided. a2 Each of them is either the same or multiple Rs. a2 At least one of them may be different.

[0180] In chemical formula S-5, n3 can be an integer between 0 and 4. If n30, then the first compound of one example is R a3 It may not be substituted. If n3 is 4 in chemical formula S-5 and all n3s are hydrogen atoms, it may be the same as if n3 were 0 in chemical formula S-5. If n3 is an integer greater than or equal to 2, multiple Rs are provided. a3 Each of them is either the same or multiple Rs. a3 At least one of them may be different.

[0181] In chemical formulas S-1 to S-5,

[0182] JPEG2026090829000053.jpg6170 This can be a position where it is linked to chemical formula 1.

[0183] In chemical formulas S-1 to S-5, any hydrogen atom can be substituted with a deuterium atom. Chemical formulas S-1 to S-5 may include structures in which any hydrogen atom is substituted with a deuterium atom.

[0184] The first compound represented by chemical formula 1 may be represented by any one of the following chemical formulas 2-1 to 2-10.

[0185] [Chemical formula 2-1] JPEG2026090829000054.jpg107170

[0186] [Chemical formula 2-2] JPEG2026090829000055.jpg107170

[0187] [Chemical formula 2-3] JPEG2026090829000056.jpg107170

[0188] [Chemical formula 2-4] JPEG2026090829000057.jpg107170

[0189] [Chemical formula 2-5] JPEG2026090829000058.jpg107170

[0190] [Chemical formula 2-6] JPEG2026090829000059.jpg107170

[0191] [Chemical formula 2-7] JPEG2026090829000060.jpg107170

[0192] [Chemical formula 2-8] JPEG2026090829000061.jpg107170

[0193] [Chemical formula 2-9] JPEG2026090829000062.jpg107170

[0194] [Chemical formula 2-10] JPEG2026090829000063.jpg107170

[0195] Chemical formulas 2-1 to 2-10 show cases where the types of X1 to X4 are specified in chemical formula 1. Chemical formulas 2-1 to 2-3 show cases where X1 to X4 are each independently O or NAr in chemical formula 1, and chemical formulas 2-4 to 2-10 show cases where X1 to X4 are each independently O or S in chemical formula 1.

[0196] In chemical formulas 2-1 to 2-3, Ar a Ar b1 Ar b2 , and Ar c1 ~Ar c3 Each of these can independently be a substituted or unsubstituted aryl group with 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group with 2 to 30 ring-forming carbon atoms. For example, Ar a Ar b1 Ar b2 , and Ar c1 ~Ar c3 Each of these can independently be a substituted or unsubstituted phenyl group, a substituted or unsubstituted divalent biphenyl group, or a substituted or unsubstituted terphenyl group.

[0197] In chemical formulas 2-1 to 2-10, R1 to R 11 Y1 to Y8 and D can be described in the same way as defined in Chemical Formula 1.

[0198] In chemical formulas 2-1 to 2-10, any hydrogen atom can be substituted with a deuterium atom. Chemical formulas 2-1 to 2-10 may include structures in which any hydrogen atom is substituted with a deuterium atom.

[0199] The first compound represented by Chemical Formula 1 may be represented by the following Chemical Formula 3-1 or Chemical Formula 3-2.

[0200] [Chemical Formula 3-1] JPEG2026090829000064.jpg112170

[0201] [Chemical Formula 3-2] JPEG2026090829000065.jpg110170

[0202] Chemical Formula 3-1 and Chemical Formula 3-2 indicate the cases where the types of R5 to R7 are specified in Chemical Formula 1. Chemical Formula 3-1 indicates the case where R5 to R7 are hydrogen atoms in Chemical Formula 1, and Chemical Formula 3-2 indicates the case where R5 to R7 are deuterium atoms in Chemical Formula 1.

[0203] <tmp>0000887< / tmp>In Chemical Formula 3-1 and Chemical Formula 3-2, R1 to R4, R8 to R 11 , and Y1 to Y8 may be subject to the same description as defined in the above Chemical Formula 1.

[0204] The first compound represented by Chemical Formula 1 may be represented by any one of the following Chemical Formulas 4-1 to 4-8.

[0205] [Chemical Formula 4-1] JPEG2026090829000066.jpg111170

[0206] [Chemical Formula 4-2] JPEG2026090829000067.jpg117170 <tmp>0000900< / tmp><tmp>0000901< / tmp>[Chemical Formula 4-3]<tmp>0000902< / tmp>JPEG2026090829000068.jpg113170

[0208] [Chemical Formula 4-4] JPEG2026090829000069.jpg129170

[0209] [Chemical Formula 4-5] JPEG2026090829000070.jpg134170

[0210] [Chemical formula 4-6] JPEG2026090829000071.jpg140170

[0211] [Chemical formula 4-7] JPEG2026090829000072.jpg124170

[0212] [Chemical formula 4-8] JPEG2026090829000073.jpg135170

[0213] Chemical formulas 4-1 to 4-8 represent cases where the types of Y1 to Y8 are specified in chemical formula 1.

[0214] In chemical formulas 4-1 to 4-8, R1 to R 11 And X1 to X4 may be described in the same way as defined in Chemical Formula 1.

[0215] In chemical formulas 4-1 to 4-8, any hydrogen atom can be substituted with a deuterium atom. Chemical formulas 4-1 to 4-8 may include structures in which any hydrogen atom is substituted with a deuterium atom.

[0216] The first compound represented by chemical formula 1 may be represented by any one of the following chemical formulas 5-1 to 5-12.

[0217] [Chemical formula 5-1] JPEG2026090829000074.jpg102170

[0218] [Chemical formula 5-2] JPEG2026090829000075.jpg108170

[0219] [Chemical formula 5-3] JPEG2026090829000076.jpg113170

[0220] [Chemical Formula 5-4] JPEG2026090829000077.jpg113170

[0221] [Chemical Formula 5-5] JPEG2026090829000078.jpg120170

[0222] [Chemical Formula 5-6] JPEG2026090829000079.jpg111170

[0223] [Chemical Formula 5-7] JPEG2026090829000080.jpg121170

[0224] [Chemical Formula 5-8] JPEG2026090829000081.jpg127170

[0225] [Chemical Formula 5-9] JPEG2026090829000082.jpg132170

[0226] [Chemical Formula 5-10] JPEG2026090829000083.jpg126170

[0227] [Chemical Formula 5-11] JPEG2026090829000084.jpg122170

[0228] [Chemical Formula 5-12] JPEG2026090829000085.jpg119170

[0229] Chemical Formulas 5-1 to 5-12 show the cases where the types of R1 to R3 are specified in Chemical Formula 1.

[0230] In Chemical Formulas 5-1 to 5-12, R4 to R 11 , Y1 to Y8, and X1 to X4 may be subject to the same explanations as those defined in Chemical Formula 1.

[0231] In chemical formulas 5-1 to 5-12, any hydrogen atom can be substituted with a deuterium atom. Chemical formulas 5-1 to 5-12 may include structures in which any hydrogen atom is substituted with a deuterium atom.

[0232] The condensed polycyclic compound in one embodiment may be any one of the compounds shown in the first compound group below. At least one functional layer included in the light-emitting element ED of one embodiment may contain at least one condensed polycyclic compound from the compounds shown in the first compound group. The light-emitting element ED of one embodiment may contain at least one condensed polycyclic compound from the compounds shown in the first compound group in the light-emitting layer EML.

[0233] [First compound group] JPEG2026090829000086.jpg220170 JPEG2026090829000087.jpg230170 JPEG2026090829000088.jpg195170 JPEG2026090829000089.jpg240170 JPEG2026090829000090.jpg219170 JPEG2026090829000091.jpg233170 JPEG2026090829000092.jpg224170 JPEG2026090829000093.jpg222170 JPEG2026090829000094.jpg219170 JPEG2026090829000095.jpg233170 JPEG2026090829000096.jpg241170 JPEG2026090829000097.jpg208170 JPEG2026090829000098.jpg187170 JPEG2026090829000099.jpg233170 JPEG2026090829000100.jpg211170 JPEG2026090829000101.jpg201170 JPEG2026090829000102.jpg139170

[0234] In the specific compounds presented in the first group of compounds, "D" represents a deuterium atom, and "Ph" represents an unsubstituted phenyl group.

[0235] The condensed polycyclic compound of one embodiment, represented by chemical formula 1, has a structure in which two hydrocarbon rings are condensed at specific positions on a condensed polycyclic heterocycle via a boron atom and two heteroatoms. By including a first substituent linked to the first benzene ring and a second substituent linked to the fifth benzene ring, high efficiency and extended lifespan can be achieved.

[0236] One embodiment of the condensed polycyclic compound may include a condensed polycyclic heterocycle formed by the condensation of first to third benzene rings centered on a first boron atom, a first heteroatom, and a second heteroatom, with fourth and fifth benzene rings linked to the condensed polycyclic heterocycle via a second boron atom, a third heteroatom, and a fourth heteroatom. Another embodiment of the condensed polycyclic compound may include four first substituents linked to the first benzene ring and a second substituent linked to the fifth benzene ring. The first substituents are deuterium atoms, and the second substituents may include a carbazole substructure. In one embodiment of the polycyclic compound, the second boron atom, third heteroatom, and fourth heteroatom linking the two aromatic hydrocarbon rings and the condensed polycyclic heterocycle are linked to specific positions on the condensed polycyclic heterocycle, and the inclusion of first and second substituents can improve luminescence efficiency and lifetime characteristics.

[0237] The condensed polycyclic compound according to one embodiment has a structure in which two hydrocarbon rings are condensed at specific positions on a condensed polycyclic heterocycle via a boron atom and two heteroatoms, thereby achieving high efficiency and long lifespan. Furthermore, the condensed polycyclic compound according to one embodiment has a structure in which the conjugated structure is extended via an aromatic hydrocarbon ring, which can improve the multiple resonance effect and further enhance the luminous efficiency. As a result, the luminous efficiency and device lifespan of a light-emitting element containing the condensed polycyclic compound according to one embodiment as an emitter can be greatly improved.

[0238] In one embodiment, the condensed polycyclic compound may exhibit an effect of expanding and enhancing intramolecular multiple resonances by introducing a first substituent, in which a second boron atom, a third heteroatom, and a fourth heteroatom linking two aromatic hydrocarbon rings and a condensed polycyclic heterocycle are linked at specific positions on the condensed polycyclic heterocycle. This promotes the separation of the HOMO (highest occupied molecular orbital) and LUMO (lowest unoccupied molecular orbital) and ΔE ST This can be reduced, thereby accelerating reverse inter-system crossing (RISC) and increasing the thermally activated delayed fluorescence phenomenon.

[0239] The condensed polycyclic compound of one embodiment can be appropriately adjusted in terms of the singlet and triplet energy levels of the overall compound by adjusting the specific positions where the two aromatic hydrocarbon rings are linked, the first and second substituents, etc. As a result, the condensed polycyclic compound according to one embodiment of the present invention can exhibit improved thermally activated delayed fluorescence properties.

[0240] The condensed polycyclic compound in one example may exhibit improved structural stability by introducing a second substituent. Specifically, the second substituent of the condensed polycyclic compound in one example can achieve improved stability by becoming the origin of excitation energy or charge transfer from adjacent molecules.

[0241] The emission spectrum of the condensed polycyclic compound of one embodiment represented by chemical formula 1 has a full width at half maximum (FMAX) of 10 nm to 50 nm, preferably 20 nm to 40 nm. Having the emission spectrum of the first dopant of one embodiment represented by chemical formula 1 within this FMAX range can improve luminous efficiency when applied to a device. Furthermore, when used as a material for a blue light-emitting element, it can improve the device lifetime.

[0242] In one embodiment, the condensed polycyclic compound represented by chemical formula 1 can be a thermally activated delayed fluorescence material. Furthermore, the condensed polycyclic compound represented by chemical formula 1 in one embodiment has a difference (ΔE) between the lowest triplet excitation energy level (T1 level) and the lowest singlet excitation energy level (S1 level). ST ) may be a thermally activated delayed fluorescent dopant having a ΔE of 0.6 eV or less. The condensed polycyclic compound of one example represented by chemical formula 1 has a difference (ΔE) between the lowest triplet excitation energy level (T1 level) and the lowest singlet excitation energy level (S1 level). ST This may be a thermally activated delayed fluorescent dopant with a voltage of 0.4 eV or less. However, the examples are not limited to this.

[0243] The condensed polycyclic compound of one embodiment, represented by chemical formula 1, may be a light-emitting material having a emission center wavelength in the wavelength range of 430 nm to 490 nm. For example, the condensed polycyclic compound of one embodiment, represented by chemical formula 1, may be a blue thermally activated delayed fluorescence (TADF) dopant. However, the examples are not limited to this, and when the condensed polycyclic compound of one embodiment is used as a light-emitting material, the first dopant may be used as a dopant substance that emits light in various wavelength ranges, such as a red light-emitting dopant or a green light-emitting dopant.

[0244] In one embodiment of the light-emitting element ED, the light-emitting layer EML may emit delayed fluorescence. For example, the light-emitting layer EML may emit thermally activated delayed fluorescence (TADF).

[0245] Furthermore, the light-emitting layer (EML) of the light-emitting element (ED) may emit blue light. For example, the light-emitting layer (EML) of the organic electroluminescent element (ED) in one embodiment may emit blue light in the wavelength range of 490 nm or less. However, the embodiment is not limited to this, and the light-emitting layer (EML) may emit green light or red light.

[0246] On the other hand, the condensed polycyclic compound of one embodiment may be included in the light-emitting layer EML. The condensed polycyclic compound of one embodiment may be included in the light-emitting layer EML as a dopant material. The condensed polycyclic compound of one embodiment may be a thermally activated delayed fluorescence light-emitting material. The condensed polycyclic compound of one embodiment may be used as a thermally activated delayed fluorescence dopant. For example, in the light-emitting element ED of one embodiment, the light-emitting layer EML may contain at least one of the condensed polycyclic compounds shown in the first compound group described above as a thermally activated delayed fluorescence dopant. However, the uses of the condensed polycyclic compound of one embodiment are not limited to this.

[0247] In one embodiment, the light-emitting layer EML may contain multiple compounds. The light-emitting layer EML of one embodiment may contain a condensed polycyclic compound represented by chemical formula 1, i.e., a first compound, and in addition, may contain at least one of the following: a second compound represented by chemical formula HT-1, a third compound represented by chemical formula ET-1, and a fourth compound represented by chemical formula D-1.

[0248] In one embodiment, the light-emitting layer EML contains a first compound represented by chemical formula 1, and may also contain at least one of the following: a second compound represented by chemical formula HT-1, and a third compound represented by chemical formula ET-1.

[0249] In one embodiment, the light-emitting layer EML may contain a second compound represented by the following chemical formula HT-1. In one embodiment, the second compound may be used as a hole-transporting host material for the light-emitting layer EML.

[0250] [Chemical formula HT-1] JPEG2026090829000103.jpg44170

[0251] In Chemical Formula HT-1, M1 to M8 are each independently N or CR 51 and can be. For example, M1 to M8 can all be CR 51 . Or, any one of M1 to M8 can be N and the rest can be CR 51 .

[0252] L1 can be a direct bond, a substituted or unsubstituted arylene group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring-forming carbon atoms. For example, L a can 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 examples are not limited thereto.

[0253] In Chemical Formula HT-1, Y a can be a direct bond, 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,

[0254] and can be meant to be connected via JPEG2026090829000104.jpg19170. In Chemical Formula HT-1, if Y a is a direct bond, the substituent represented by Chemical Formula HT-1 can contain a carbazole partial structure.

[0255] In Chemical Formula HT-1, Ar a can be a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring-forming carbon atoms. For example, Ar a can be a substituted or unsubstituted carbazole group, a substituted or unsubstituted dibenzofuran group, a substituted or unsubstituted dibenzothiophene group, or a substituted or unsubstituted biphenyl group, etc., but the examples are not limited thereto.

[0256] In Chemical Formula HT-1, R 51 to R55 is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thio group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring-forming carbon atoms. Or, R 51 to R 55 each may combine with an adjacent group to form a ring. For example, R 51 to R 55 may each independently be a hydrogen atom or a deuterium atom. R 51 to R 55 may each independently be an unsubstituted methyl group or an unsubstituted phenyl group.

[0257] In one embodiment, the second compound represented by Chemical Formula HT-1 may be represented by any one of the compounds shown in the following second compound group. The light-emitting layer EML may contain at least one of the compounds shown in the following second compound group as a hole-transporting host material.

[0258] [Second Compound Group] JPEG2026090829000105.jpg198170JPEG2026090829000106.jpg213170JPEG2026090829000107.jpg147170

[0259] In the specific example compounds presented in the second compound group, "D" means a deuterium atom, and "Ph" may be an unsubstituted phenyl group.

[0260] In one embodiment, the light-emitting layer EML may contain a third compound represented by the following Chemical Formula ET-1. For example, the third compound may be used as an electron-transporting host material for the light-emitting layer EML.

[0261] [Chemical Formula ET-1] JPEG2026090829000108.jpg45170

[0262] In the chemical formula ET-1, Z a ~Z c At least one of them is N, and the rest are CR. 56 For example, Z a ~Z c One of them is N, and the remaining two are CR independently. 56 This is possible. In this case, the third compound represented by chemical formula ET-1 may include a pyridine substructure. Or, Z a ~Z c Two of them are N, and the remaining one is CR 56 This is possible. In this case, the third compound represented by the chemical formula ET-1 may include a pyrimidine substructure. For example, Z a ~Z c All of these can be N. In this case, the third compound represented by the chemical formula ET-1 may contain a triazine substructure.

[0263] In chemical formula ET-1, R 56 This can 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-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring-forming carbon atoms.

[0264] In chemical formula ET-1, b1 to b3 can each be an independent integer between 0 and 10.

[0265] In chemical formula ET-1, Ar b ~Ar d Each of these can 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-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms. For example, Ar b ~Ar d This can be a substituted or unsubstituted phenyl group, or a substituted or unsubstituted carbazole group.

[0266] In the chemical formula ET-1, L b ~L d Each of these can independently be a directly bonded, substituted, or unsubstituted arylene group with 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group with 2 to 30 ring-forming carbon atoms. On the other hand, if b1 to b3 are integers of 2 or more, L b ~L d Each of these can independently be a substituted or unsubstituted arylene group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring-forming carbon atoms.

[0267] In one embodiment, the third compound may be represented by any one of the compounds in the third compound group described below. The light-emitting element ED in one embodiment may contain any one of the compounds in the third compound group described below.

[0268] [Third compound group] JPEG2026090829000109.jpg130170 JPEG2026090829000110.jpg136170 JPEG2026090829000111.jpg134170 JPEG2026090829000112.jpg131170 JPEG2026090829000113.jpg152170 JPEG2026090829000114.jpg150170 JPEG2026090829000115.jpg166170 JPEG2026090829000116.jpg102170

[0269] In the specific compounds presented in the third group of compounds, "D" represents a deuterium atom, and "Ph" represents an unsubstituted phenyl group.

[0270] The emissive layer EML contains a second compound and a third compound, and the second and third compounds can form an exciplex. In the emissive layer EML, an exciplex can be formed by a hole-transporting host and an electron-transporting host. In this case, the triplet energy of the exciplex formed by the hole-transporting host and the electron-transporting host may correspond to the difference between the LUMO energy level of the electron-transporting host and the HOMO energy level of the hole-transporting host.

[0271] For example, the absolute value of the triplet energy (T1) of an exciplex formed by a hole-transporting host and an electron-transporting host may be between 2.4 eV and 3.0 eV. Furthermore, the triplet energy of the exciplex may be smaller than the energy gap of each host material. An exciplex may have a triplet energy of 3.0 eV or less, which is the energy gap between the hole-transporting host and the electron-transporting host.

[0272] In one embodiment, the light-emitting layer EML may contain a fourth compound in addition to the first to third compounds described above. The fourth compound can be used as a phosphorescent sensitizer for the light-emitting layer EML. Energy can be transferred from the fourth compound to the first compound, causing light emission.

[0273] For example, the light-emitting layer EML may contain Pt (platinum) as the central metal atom and an organometallic complex containing a ligand bound to the central metal atom as the fourth compound. In one embodiment of the light-emitting element ED, the light-emitting layer EML may contain a compound represented by the following chemical formula D-1 as the fourth compound.

[0274] [Chemical formula D-1] JPEG2026090829000117.jpg82170

[0275] In chemical formula D-1, Q1 to Q4 can each be independently either C or N.

[0276] In chemical formula D-1, Cy1 to Cy4 are each independently substituted or unsubstituted hydrocarbon rings with 5 to 30 ring-forming carbon atoms, or substituted or unsubstituted heterocycles with 2 to 30 ring-forming carbon atoms.

[0277] X 11 ~X 14 Each can be directly connected or

[0278] JPEG2026090829000118.jpg6170 It is possible. For example, X 11 ~X 14 One of the following is

[0279] JPEG2026090829000119.jpg6170 The remaining ones can be direct bonds.

[0280] In chemical formula D-1, L 11 ~L 13 Each is independently and directly connected.

[0281] JPEG2026090829000120.jpg20170 It may be a substituted or unsubstituted divalent alkyl group having 1 to 20 ring-forming carbon atoms, a substituted or unsubstituted arylene group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring-forming carbon atoms. 11 ~L 13 In,

[0282] JPEG2026090829000121.jpg8170 represents the region connected to Cy1 through Cy4.

[0283] In chemical formula D-1, b11 to b13 can each be independently 0 or 1. If b11 is 0, Cy1 and Cy2 may not be linked to each other. If b12 is 0, Cy2 and Cy3 may not be linked to each other. If b13 is 0, Cy3 and Cy4 may not be linked to each other.

[0284] In chemical formula D-1, R 61 ~R 66 Each of these can independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thio group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring-forming carbon atoms. 61 ~R 66 Each can bond with an adjacent group to form a ring. 61 ~R 66 Each of these can independently be a substituted or unsubstituted methyl group, or a substituted or unsubstituted t-butyl group.

[0285] In chemical formula D-1, d1 to d4 are each independent integers between 0 and 4. If d1 to d4 are all 0 in chemical formula D-1, then the fourth compound is R 61 ~R 66 It is possible that they are not substituted for each other. d1 through d4 are each 4, R 61 ~R 66 If each of them is a hydrogen atom, it can be the same as when d1 to d4 are all 0. If each of d1 to d4 is an integer of 2 or more, multiple R values ​​are provided. 61 ~R 66 Each of them is either the same or multiple Rs. 61 ~R 66 At least one of them may be different.

[0286] In chemical formula D-1, Cy1 to Cy4 can each independently be a substituted or unsubstituted hydrocarbon ring, or a substituted or unsubstituted heterocycle, represented by any one of the following C-1 to C-5.

[0287] JPEG2026090829000122.jpg101170

[0288] In C-1 to C-4, P1 is

[0289] JPEG2026090829000123.jpg6170 or CR 74 Therefore, P2 is

[0290] JPEG2026090829000124.jpg6170 or NR 81 Therefore, P3 is

[0291] JPEG2026090829000125.jpg6170 or NR 82 Therefore, P4 is

[0292] JPEG2026090829000126.jpg6170 or CR 88 Therefore, P6 is

[0293] JPEG2026090829000127.jpg6170 or CR 90 It is possible. R 71 ~R 90 Each of these groups may independently be a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms forming a ring, or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms forming a ring by bonding with adjacent groups.

[0294] Furthermore, in C-1 to C-4,

[0295] JPEG2026090829000128.jpg15170 is the part connected to the central metal atom, Pt.

[0296] JPEG2026090829000129.jpg7170 is a combination of adjacent ring groups (Cy1 to Cy4) or linkers (L 11 ~L 13 This could be the part that is connected to ).

[0297] In one embodiment, the luminescent layer EML comprises a first compound, which is a condensed polycyclic compound, and at least one of the second to fourth compounds. For example, the luminescent layer EML may contain the first compound, the second compound, and the third compound. In the luminescent layer EML, the second and third compounds form an exciplex, and energy can be transferred from the exciplex to the first compound, causing luminescence.

[0298] Furthermore, the light-emitting layer EML may contain a first compound, a second compound, a third compound, and a fourth compound. In the light-emitting layer EML, the second and third compounds form an exciplex, and energy can be transferred from the exciplex to the fourth and first compounds, causing light emission. In one embodiment, the fourth chemical formula may be a sensitizer. In the light-emitting element ED of one embodiment, the fourth compound contained in the light-emitting layer EML functions as a sensitizer and can play a role in transferring energy from the host to the first compound, which is a light-emitting dopant. In other words, the fourth compound, which acts as an auxiliary dopant, can accelerate the transfer of energy to the first compound, which is a light-emitting dopant, and increase the light emission ratio of the first compound. Therefore, the light-emitting layer EML of one embodiment may have improved luminescence efficiency. Also, if the transfer of energy to the first compound increases, the excitons formed in the light-emitting layer EML will not accumulate inside the light-emitting layer EML and will emit light quickly, thus reducing the degradation of the element. Therefore, the lifespan of the light-emitting element ED of one embodiment may be increased.

[0299] In one embodiment, the light-emitting element (ED) may contain all of the first, second, third, and fourth compounds, and the light-emitting layer (EML) may contain 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 exhibit excellent luminescence efficiency characteristics by simultaneously containing two different host compounds, the second and third compounds, the first compound which emits delayed fluorescence, and the fourth compound which contains an organometallic complex.

[0300] In one embodiment, the fourth compound represented by chemical formula D-1 may be represented by at least one of the compounds shown in the fourth compound group below. The luminescent layer EML may contain at least one of the compounds shown in the fourth compound group below as a sensitizer substance.

[0301] [Fourth compound group] JPEG2026090829000130.jpg177170 JPEG2026090829000131.jpg152170 JPEG2026090829000132.jpg163170 JPEG2026090829000133.jpg163170

[0302] In the specific compounds presented in the fourth group of compounds, "D" represents a deuterium atom.

[0303] On the other hand, the light-emitting element ED of one embodiment may include multiple light-emitting layers. The multiple light-emitting layers are provided by sequentially stacking them, and for example, a light-emitting element ED including multiple light-emitting layers may emit white light. A light-emitting element including multiple light-emitting layers may be a tandem structure light-emitting element. If the light-emitting element ED includes multiple light-emitting layers, at least one light-emitting layer EML may contain the first compound represented by chemical formula 1 of one embodiment. Furthermore, if the light-emitting element ED includes multiple light-emitting layers, at least one light-emitting layer EML may contain any of the first compound, second compound, third compound, and fourth compound as described above.

[0304] In one embodiment of the light-emitting element ED, if the light-emitting layer EML contains the first compound, the second compound, and the third compound as described above, the content of the first compound may be 0.1 wt% or more and 5 wt% or less based on the total weight of the first, second, and third compounds. However, it is not limited to this. If the content of the first compound satisfies the above-mentioned ratio, the energy transfer from the second and third compounds to the first compound will increase, thereby increasing the luminous efficiency and the device lifetime.

[0305] In the luminescent layer EML, the content of the second and third compounds may be the remainder after excluding the weight of the first compound as described above. For example, in the luminescent layer EML, the content of the second and third compounds may be 65 wt% to 95 wt% based on the total weight of the first, second, and third compounds.

[0306] In terms of the total weight of the second and third compounds, the weight ratio of the second and third compounds may be approximately 3:7 to 7:3.

[0307] If the content of the second and third compounds satisfies the above-mentioned ratio, the charge balance characteristics within the EML (Emitting Mass Layer) will improve, potentially increasing luminous efficiency and device lifetime. If the content of the second and third compounds deviates from the above-mentioned ratio range, the charge balance within the EML will be disrupted, reducing luminous efficiency and potentially degrading the device.

[0308] When the luminescent layer EML contains the fourth compound, the content of the fourth compound in the luminescent layer EML may be approximately 4 wt% to 30 wt%, based on the total weight of the first, second, third, and fourth compounds. However, it is not limited to this. If the content of the fourth compound satisfies the above-mentioned content, the energy transfer from the host to the first compound, which is a luminescent dopant, increases, improving the effective ratio, and thereby improving the luminescence efficiency of the luminescent layer EML. If the first, second, third, and fourth compounds contained in the luminescent layer EML satisfy the above-mentioned content ratio range, excellent luminescence efficiency and long lifetime can be achieved.

[0309] In one embodiment of the light-emitting element ED, the light-emitting layer EML may contain an anthracene derivative, a pyrene derivative, a fluorantene derivative, a chrysene derivative, a dihydrobenzanthracene derivative, or a triphenylene derivative. More specifically, the light-emitting layer EML may contain an anthracene derivative or a pyrene derivative.

[0310] In the light-emitting element ED of one embodiment shown in Figures 3 to 6, the light-emitting layer EML further includes known hosts and dopants in addition to the hosts and dopants described above. For example, 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 can be used as a fluorescent host material.

[0311] [Chemical formula E-1] JPEG2026090829000134.jpg51170

[0312] In chemical formula E-1, R 31 ~R 40 Each of these can independently be a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted silyl group, a substituted or unsubstituted thio group, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 10 carbon atoms, a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 30 carbon atoms, or a group that forms a ring by bonding with adjacent groups. On the other hand, R 31 ~R 40 These groups can bond with adjacent groups to form saturated hydrocarbon rings, unsaturated hydrocarbon rings, saturated heterocycles, or unsaturated heterocycles.

[0313] In chemical formula E-1, c and d can each be independent integers between 0 and 5, inclusive.

[0314] Chemical formula E-1 may be represented by any one of the following compounds E1 through E19.

[0315] JPEG2026090829000135.jpg218170JPEG2026090829000136.jpg120170

[0316] In one embodiment, the light-emitting layer EML may contain a compound represented by the following chemical formula E-2a or chemical formula E-2b. The compound represented by the following chemical formula E-2a or chemical formula E-2b may be used as a host material in the phosphorescent light-emitting layer.

[0317] [Chemical formula E-2a] JPEG2026090829000137.jpg46170

[0318] In chemical formula E-2a, a is an integer between 0 and 10, and L a arylene groups may be directly bonded, substituted, or unsubstituted ring-forming arylene groups with 6 to 30 carbon atoms, or substituted or unsubstituted heteroarylene groups with 2 to 30 carbon atoms. On the other hand, if a is an integer of 2 or more, L a Each of these can independently be a substituted or unsubstituted arylene group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring-forming carbon atoms.

[0319] In chemical formula E-2a, A1 to A5 are each independently N or CR. i It is possible. R a ~R i Each of these groups may independently be a hydrogen atom, a deuterium atom, a substituted or unsubstituted amine group, a substituted or unsubstituted thio group, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or may bond with adjacent groups to form a ring. Ra to Ri may bond with adjacent groups to form a hydrocarbon ring or a heterocycle containing N, O, S, etc. as ring-forming atoms.

[0320] On the other hand, in chemical formula E-2a, two or three selected from A1 to A5 are N and the rest are CR. i It is possible.

[0321] [Chemical formula E-2b] JPEG2026090829000138.jpg16170

[0322] In the chemical formula E-2b, Cbz1 and Cbz2 can each be independently a carbazole group or a carbazole group substituted with an aryl group having 6 to 30 ring-forming carbon atoms. b can be a directly bonded, substituted, or unsubstituted ring-forming arylene group with 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroarylene group with 2 to 30 carbon atoms. On the other hand, b is an integer between 0 and 10, and if b is an integer of 2 or more, multiple L b Each of these can independently be a substituted or unsubstituted arylene group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring-forming carbon atoms.

[0323] The compound represented by chemical formula E-2a and the compound represented by E-2b may be represented by any one of the compounds in compound group E-2 below. However, the compounds listed in compound group E-2 below are illustrative examples, and the compounds represented by chemical formula E-2a or chemical formula E-2b are not limited to those shown in compound group E-2 below.

[0324] [Compound group E-2] JPEG2026090829000139.jpg180170JPEG2026090829000140.jpg182170

[0325] The luminescent layer EML may further include common materials known in the art as host materials. For example, the luminescent layer EML uses BCPDS (bis(4-(9H-carbazole-9-yl)phenyl)diphenylsilane), POPCPA ((4-(1-(4-(diphenylamino)phenyl)cyclohexyl)phenyl)diphenylphosphine oxide), DPEPO (bis[2-(diphenylphosphino)phenyl]ether oxide), CBP (4,4'-bis(N-carbazolyl)-1,1'-biphenyl), mCP (1,3-bis(carbazole-9-yl)benzene), PPF (2,8-bis(diphenylphosphoryl)dibenzo[b,d]furan), TCTA (4,4',4”-tris(carbazole-9-yl)-triphenylamine), and TPBi (1,3,5-tris(1-phenyl-1H-benzo[d]imidazole-2-yl)benzene) as host materials. It may contain at least one of the following. However, it is not limited to these, and for example, Alq3 (tris(8-hydroxyquinolino)aluminum), ADN (9,10-di(naphthalene-2-yl)anthracene), TBADN (3-tert-butyl-9,10-di(naphtho-2-yl)anthracene), DSA (distylyl arylene), CDBP (4,4'-bis(9-carbazolyl)-2,2'-dimethyl-biphenyl), MADN (2-methyl-9,10-bis(naphthalene-2-yl)anthracene), CP1 (hexaphenylcyclotriphosphazene), UGH2 (1,4-bis(triphenylsilyl)benzene), DPSiO3 (hexaphenylcyclotrisiloxane), DPSiO4 (octaphenylcyclotetrasiloxane), etc. can be used as host materials.

[0326] The luminescent layer EML may contain a compound represented by the following chemical formula Ma. This compound represented by the following chemical formula Ma can be used as a phosphorescent dopant material.

[0327] [Chemical formula Ma] JPEG2026090829000141.jpg47170

[0328] In the chemical formula Ma, Y1 to Y4 and Z1 to Z4 are each independently CR1 or N, and R1 to R4 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted amine group, a substituted or unsubstituted thio group, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 30 carbon atoms, or a group that forms a ring by bonding with an adjacent group. In the chemical formula Ma, m is 0 or 1, and n is 2 or 3. In the chemical formula Ma, if m is 0, then n is 3, and if m is 1, then n is 2.

[0329] The compound represented by the chemical formula Ma can be used as a phosphorescent dopant.

[0330] A compound represented by the chemical formula Ma may be any one of the compounds in the following group of compounds M-a1 to M-a25. However, the following compounds M-a1 to M-a25 are illustrative examples, and the compound represented by the chemical formula Ma is not limited to those represented by the following compounds M-a1 to M-a25.

[0331] JPEG2026090829000142.jpg148170JPEG2026090829000143.jpg210170

[0332] The luminescent layer EML may contain a compound represented by any one of the following chemical formulas: Fa to Fc. These compounds can be used as fluorescent dopant materials.

[0333] [Chemical formula Fa] JPEG2026090829000144.jpg43170

[0334] In the aforementioned chemical formula Fa, R a ~R j The two selected from among them are independent of each other.

[0335] This may be replaced by JPEG2026090829000145.jpg7170. a ~R j among

[0336] The remaining unsubstituted elements in JPEG2026090829000146.jpg6170 can each independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms.

[0337] In JPEG2026090829000147.jpg6170, Ar1 and Ar2 can each be independently a substituted or unsubstituted aryl group with 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group with 2 to 30 ring-forming carbon atoms. For example, at least one of Ar1 and Ar2 may be a heteroaryl group containing O or S as a ring-forming atom.

[0338] [Chemical formula Fb] JPEG2026090829000148.jpg33170

[0339] In the chemical formula Fb, R a and R b Each of these groups 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 ring-forming alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 30 carbon atoms, or a group that forms a ring by bonding with an adjacent group. Ar1 and Ar4 may independently be a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted ring-forming heteroaryl group having 2 to 30 carbon atoms.

[0340] In chemical formula Fb, U and V can each be independently a substituted or unsubstituted hydrocarbon ring having 5 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heterocycle having 2 to 30 ring-forming carbon atoms. At least one of Ar1 to Ar4 may be a heteroaryl group containing O or S as a ring-forming atom.

[0341] In the chemical formula Fb, the number of rings represented by U and V can be 0 or 1 independently. For example, in the chemical formula Fb, if the number of U or V is 1, the part represented by U or V constitutes a single-ring condensed ring, and if the number of U or V is 0, it means that the ring represented by U or V does not exist. More specifically, if the number of U is 0 and the number of V is 1, or if the number of U is 1 and the number of V is 0, the condensed ring with a fluorene core in the chemical formula Fb can be a four-ring cyclic compound. Also, if the number of both U and V is 0, the condensed ring with a fluorene core in the chemical formula Fb can be a three-ring cyclic compound. Furthermore, if the number of U and V is 1, the condensed ring with a fluorene core in the chemical formula Fb can be a five-ring cyclic compound.

[0342] [Chemical formula Fc] JPEG2026090829000149.jpg50170

[0343] In the chemical formula Fc, A1 and A2 are independently O, S, Se, or NR, respectively. m And R m R1 to R 11Each of these groups is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted boryl group, a substituted or unsubstituted oxy group, a substituted or unsubstituted thio group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or is bonded to an adjacent group to form a ring.

[0344] In the chemical formula Fc, A1 and A2 can independently bond to substituents on adjacent rings to form fused rings. For example, A1 and A2 can independently form NR m Therefore, A1 may bond with R4 or R5 to form a ring. Also, A2 may bond with R7 or R8 to form a ring.

[0345] In one embodiment, the luminescent layer EML is a known dopant material, and is a styryl derivative (e.g., 1,4-bis[2-(3-N-ethylcarbazol)vinyl]benzene (BCzVB), 4-(di-p-tolylamino)-4'-[(di-p-tolylamino)styryl]stilbene (DPAVB), N-(4-((E)-2-(6-((E)-4-(diphenylamino)styryl)naphthalen-2-yl)vinyl)phenyl)- The following may further be included: N-phenylbenzeneamine (N-BDAVBi), 4,4'-bis[2-(4-(N,N-diphenylamino)phenyl)vinyl]biphenyl (DPAVBi), perylene and its derivatives (e.g., 2,5,8,11-tetra-t-butylperylene (TBP)), pyrene and its derivatives (e.g., 1,1-dipylene, 1,4-dipyrenylbenzene, 1,4-bis(N,N-diphenylamino)pyrene).

[0346] The luminescent layer EML may further contain known phosphorescent dopant materials. For example, metal complexes containing iridium (Ir), platinum (Pt), osmium (Os), gold (Au), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), or thulium (Tm) may be used as phosphorescent dopants. Specifically, Flrpic (iridium(III)bis(4,6-difluorophenylpyridinate-N,C2')picolinate), Fir6 (bis(2,4-difluorophenylpyridinate)-tetrakis(1-pyrazolyl)borate-iridium(III)) or PtOEP (platinum-octaethylporphyrin) can be used as phosphorescent dopants. However, the examples are not limited to these.

[0347] The light-emitting layer may include quantum dots.

[0348] In this specification, "quantum dot" refers to a crystal of a semiconductor compound. Quantum dots can emit light of various emission wavelengths depending on the size of the crystal. Quantum dots may also emit light of various emission wavelengths by adjusting the elemental ratio within the quantum dot compound.

[0349] The diameter of the quantum dot may be, for example, about 1 nm to 10 nm.

[0350] The quantum dots can be synthesized by wet chemical processes, organometallic chemical vapor deposition processes, molecular beam epitaxy processes, or similar processes.

[0351] The aforementioned wet chemical process involves mixing an organic solvent with a precursor material and then growing quantum dot particle crystals. During crystal growth, the organic solvent naturally acts as a dispersant coordinated to the surface of the quantum dot crystals, thereby regulating the crystal growth. Therefore, the wet chemical process is simpler than vapor deposition methods such as metal-organic chemical vapor deposition (MOCVD) or molecular beam epitaxy (MBE), and allows for control of quantum dot particle growth through a low-cost process.

[0352] The light-emitting layer of the present invention may include a quantum dot material. The core of the quantum dot can be selected from group II-VI compounds, group III-V compounds, group III-VI compounds, group I-III-V compounds, group IV-VI compounds, group IV elements, group IV compounds, and combinations thereof.

[0353] Group II-VI compounds are binary compounds selected from the group consisting of CdSe, CdTe, CdS, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, MgS, and mixtures thereof, including CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdZnSe, CdZnTe, CdHgS, CdHgSe, CdHgT The group may be selected from the group consisting of e, HgZnS, HeZnSe, HeZnTe, MgZnSe, MgZnS, and mixtures thereof, and from the group consisting of quaternary compounds selected from the group consisting of HgZnTeS, CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe, HgZnSTe, and mixtures thereof. On the other hand, the group II-VI semiconductor compounds may further contain group I metals and / or group IV elements. The group I-II-VI compounds may be selected from CuSnS or CuZnS, and the group II-IV-VI compounds may be selected from ZnSnS, etc. The group I-II-IV-VI compounds may be selected from the group consisting of Cu2ZnSnS2, Cu2ZnSnS4, Cu2ZnSnSe4, Ag2ZnSnS2, and mixtures thereof.

[0354] Group III-VI compounds may include dielemental compounds such as In2S3 and In2Se3, trielemental compounds such as InGaS3 and InGaSe3, or any combination thereof.

[0355] Group I-III-VI compounds may be selected from the group consisting of AgInS, AgInS2, CuInS, CuInS2, AgGaS2, CuGaS2, CuGaO2, AgGaO2, AgAlO2, and mixtures thereof, or from quaternary compounds such as AgInGaS2 and CuInGaS2.

[0356] Group III-V compounds can be selected from the group consisting of binary compounds selected from the group consisting of GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb, and mixtures thereof; ternary compounds selected from the group consisting of GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InAlP, InNP, InNAs, InNSb, InPAs, InPSb, and mixtures thereof; and quaternary compounds selected from the group consisting of GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, InAlPSb, and mixtures thereof. On the other hand, Group III-V compounds may further contain Group II metals. For example, InZnP could be selected as a III-II-V group compound.

[0357] Group IV-VI compounds may be selected from the group consisting of binary compounds selected from the group consisting of SnS, SnSe, SnTe, PbS, PbSe, PbTe, and mixtures thereof; ternary compounds selected from the group consisting of SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, SnPbTe, and mixtures thereof; and quaternary compounds selected from the group consisting of SnPbSSe, SnPbSeTe, SnPbSTe, and mixtures thereof.

[0358] Examples of the aforementioned II-IV-V semiconductor compounds may be ternary compounds selected from the group consisting of ZnSnP, ZnSnP2, ZnSnAs2, ZnGeP2, ZnGeAs2, CdSnP2, and CdGeP2, and mixtures thereof.

[0359] Group IV elements may be selected from the group consisting of Si, Ge, and mixtures thereof. Group IV compounds may be binary compounds selected from the group consisting of SiC, SiGe, and mixtures thereof.

[0360] Each element in a multi-element compound, such as the binary, ternary, and quaternary compounds, can exist within the particles at uniform or non-uniform concentrations. In other words, the chemical formula represents the types of elements contained in the compound, and the elemental ratios within the compound can vary. For example, AgInGaS2 is AgIn x Ga 1-x This could mean S² (where X is a real number between 0 and 1).

[0361] In this case, binary, ternary, or quaternary compounds may exist within the particle at a uniform concentration, or they may be separated into states with partially different concentration distributions and exist within the same particle. Furthermore, one quantum dot may have a core / shell structure surrounding other quantum dots. In a core / shell structure, there may be a concentration gradient where the concentration of elements present in the shell decreases as you move towards the core.

[0362] In some embodiments, the quantum dot may have a core-shell structure comprising a core containing the nanocrystals described above, and a shell surrounding the core. The shell of the quantum dot may act as a protective layer to prevent chemical degradation of the core and maintain its semiconductor properties, and / or as a charging layer to impart electrophoretic properties to the quantum dot. The shell may be a single layer or multiple layers. Examples of the shell of the quantum dot include metallic or nonmetallic oxides, semiconductor compounds, or combinations thereof.

[0363] For example, the metal or nonmetal oxides include binary compounds such as SiO2, Al2O3, TiO2, ZnO, MnO, Mn2O3, Mn3O4, CuO, FeO, Fe2O3, Fe3O4, CoO, Co3O4, and NiO, or ternary compounds such as MgAl2O4, CoFe2O4, NiFe2O4, and CoMn2O4, but the present invention is not limited to these.

[0364] Furthermore, examples of the semiconductor compound include CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnSeS, ZnTeS, GaAs, GaP, GaSb, HgS, HgSe, HgTe, InAs, InP, InGaP, InSb, AlAs, AlP, AlSb, and the like, but the present invention is not limited to these.

[0365] Quantum dots have an emission wavelength spectrum with a full width at half maximum (FWHM) of approximately 45 nm or less, preferably approximately 40 nm or less, and more preferably approximately 30 nm or less, and within this range, color purity and color reproducibility can be improved. Furthermore, since the light emitted through such quantum dots is emitted in all directions, the optical viewing angle can be improved.

[0366] Furthermore, the form of the quantum dots is not limited to those commonly used in this field, but more specifically, spherical, pyramidal, multi-arm, or cubic nanoparticles, nanotubes, nanowires, nanofibers, or nanoplate-like particles may be used.

[0367] The energy band gap can be adjusted by controlling the size of the quantum dots or the elemental ratio within the quantum dot compound, thereby enabling the emission of light across a wide range of wavelengths in the quantum dot light-emitting layer. Therefore, by using quantum dots of different sizes or with different elemental ratios within the quantum dot compound, it is possible to realize light-emitting devices that emit light at various wavelengths. Specifically, the size of the quantum dots and the elemental ratio within the quantum dot compound can be selected to emit red, green, and / or blue light. Furthermore, the quantum dots can be configured to emit white light by combining light of various colors.

[0368] In one embodiment of the light-emitting element ED shown in Figures 3 to 6, the electron transport region ETR is provided on the light-emitting layer EML. The electron transport region ETR includes, but is not limited to, at least one of the hole blocking layer HBL, electron transport layer ETL, and electron injection layer EIL.

[0369] The electron transport region (ETR) may have a single layer made of a single material, a single layer made of multiple different materials, or a multilayer structure having multiple layers made of multiple different materials.

[0370] For example, the electron transport region (ETR) may have a single-layer structure of an electron injection layer (EIL) or electron transport layer (ETL), or a single-layer structure consisting of an electron injection material and an electron transport material. Furthermore, the electron transport region (ETR) may have a single-layer structure consisting of multiple different materials, or it may have a structure of electron transport layer (ETL) / electron injection layer (EIL) or hole blocking layer (HBL) / electron transport layer (ETL) / electron injection layer (EIL) stacked sequentially from the light-emitting layer (EML), but is not limited to these. The thickness of the electron transport region (ETR) may be, for example, about 1000 Å to about 1500 Å.

[0371] Electron transport regions (ETRs) can be formed using a variety of methods, such as vacuum deposition, spin coating, casting, LB, inkjet printing, laser printing, and laser thermal transfer (LITI).

[0372] The electron transport region (ETR) may contain compounds represented by the following chemical formula ET-2.

[0373] [Chemical formula ET-2] JPEG2026090829000150.jpg47170

[0374] In the chemical formula ET-2, at least one of X1 to X3 is N and the rest are CR. a That is. R aAr1 to Ar3 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms.

[0375] In chemical formula ET-2, a to c can each be an integer between 0 and 10, independently of each other. In chemical formula ET-2, L1 and L3 can each be an arylene group with 6 to 30 directly bonded, substituted, or unsubstituted ring-forming carbon atoms, or a heteroarylene group with 2 to 30 substituted ring-forming carbon atoms, independently of each other. On the other hand, if a to c are integers of 2 or more, then multiple L1 and L3 can each be an arylene group with 6 to 30 substituted ring-forming carbon atoms, independently of each other, or a heteroarylene group with 2 to 30 substituted ring-forming carbon atoms, independently of each other.

[0376] The electron transport region (ETR) may include anthracene compounds. However, it is not limited to these; examples of electron transport region ETRs include Alq3(tris(8-hydroxyquinolinato)aluminum), 1,3,5-tri[(3-pyridyl)phen-3-yl]benzene, 2,4,6-tris(3'-pyridine-3-yl)biphenyl-3-yl)-1,3,5-triazine, and 2-(4-(N-phenylbenzimidazole-1-yl)phenyl)-9,10-dinaphthylant Spiral, TPBi (1,3,5-tri(1-phenyl-1H-benzo[d]imidazole-2-yl)benzene), BCP (2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline), Bphen (4,7-diphenyl-1,10-phenanthroline), TAZ (3-(4-biphenylyl)-4-phenyl-5-terto-butylphenyl-1,2,4-triazole), NTAZ (4 -(naphthalene-1-yl)-3,5-diphenyl-4H-1,2,4-triazole), tBu-PBD(2-(4-biphenylyl)-5-(4-tertobutylphenyl)-1,3,4-oxadiazole), BAlq(bis(2-methyl-8-quinolinolato-N1,O8)-(1,1'-biphenyl-4-olato)aluminum), Bebq2(beryllium bis(benzoquinoline-10-ol) It may contain, ADN (9,10-di(naphthalene-2-yl)anthracene), BmPyPhB (1,3-bis[3,5-di(pyridine-3-yl)phenyl]benzene), CNNPTRZ (4'-(4-(4-(4,6-diphenyl-1,3,5-triazine-2-yl)phenyl)naphthalene-1-yl)-[1,1'-biphenyl]-4-carbonitrile), and mixtures thereof.

[0377] In one embodiment, the electron transport region ETR may contain any one of the compounds from the third group of compounds listed below.

[0378] The electron transport region (ETR) may contain at least one of the following compounds ET1 to ET36.

[0379] JPEG2026090829000151.jpg152170JPEG2026090829000152.jpg108170JPEG2026090829000153.jpg213170JPEG2026090829000154.jpg151170

[0380] Furthermore, the electron transport region (ETR) may include metal halides such as LiF, NaCl, CsF, RbCl, RbI, CuI, and KI, lanthanum group metals such as Yb, or co-deposited materials of the aforementioned metal halides and lanthanum group metals. For example, the electron transport region (ETR) may include KI:Yb, RbI:Yb, LiF:Yb, etc., as co-deposited materials. On the other hand, the electron transport region (ETR) may also be a metal oxide such as Li2O, BaO, or Liq(8-hydroxylithium quinolate), but the examples are not limited to these. The electron transport region (ETR) may also consist of a mixture of an electron transport material and an insulating organometallic salt. The organometallic salt may be a material with an energy band gap of about 4 eV or more. For more details, organometallic salts may include metal acetate, metal benzoate, metal acetoacetate, metal acetylacetonate, or metal stearate.

[0381] The electron transport region (ETR) may, but is not limited to, further contain at least one of the following materials: BCP (2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline), TSPO1 (diphenyl(4-(triphenylsilyl)phenyl)phosphine oxide), and Bphen (4,7-diphenyl-1,10-phenanthroline).

[0382] The electron transport region ETR may contain the aforementioned electron transport region compound in at least one of the electron injection layer EIL, electron transport layer ETL, and hole blocking layer HBL.

[0383] If the electron transport region (ETR) includes an electron transport layer (ETL), the thickness of the electron transport layer (ETL) may be approximately 100 Å to approximately 1000 Å, for example, approximately 150 Å to approximately 500 Å. If the thickness of the electron transport layer (HTL) satisfies the above-mentioned range, satisfactory electron transport characteristics can be obtained without a substantial increase in the driving voltage. If the electron transport region (ETR) includes an electron injection layer (EIL), the thickness of the electron injection layer (EIL) may be approximately 1 Å to approximately 100 Å, or approximately 3 Å to approximately 90 Å. If the thickness of the electron injection layer (EIL) satisfies the above-mentioned range, satisfactory electron injection characteristics can be obtained without a substantial increase in the driving voltage.

[0384] 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 anor rond, but the examples are not limited to these. For example, if the first electrode EL1 is an anode, the second electrode may be a cathode, and if the first electrode EL1 is a cathode, the second electrode EL2 may be an anode.

[0385] The second electrode EL2 may be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode. If the second electrode EL2 is a transmissive electrode, it may be made of a transparent metal oxide, such as ITO, IZO, ZnO, ITZO, etc.

[0386] If the second electrode EL2 is a semi-transparent or reflective electrode, the second electrode EL2 may contain Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, LiF / Ca, LiF / Al, Mo, Ti, Yb, W, or compounds or mixtures containing these (e.g., AgMg, AgYb, or MgYb). Alternatively, the second electrode EL2 may have a multi-layer structure including a reflective or semi-transparent film made of the above-mentioned material, and a transparent conductive film made of ITO, IZO, ZnO, ITZO, etc. For example, the second electrode EL2 may contain the above-mentioned metallic material, a combination of two or more metallic materials selected from the above-mentioned metallic materials, or an oxide of the above-mentioned metallic material.

[0387] Although not shown in the diagram, the second electrode EL2 can be connected to an auxiliary electrode. Connecting the second electrode EL2 to an auxiliary electrode reduces the resistance of the second electrode EL2.

[0388] On the other hand, a capping layer CPL may be further disposed on the second electrode EL2 of the light-emitting element ED in one embodiment. The capping layer CPL may include a multilayer or monolayer.

[0389] In one embodiment, the capping layer CPL may be an organic or inorganic layer. For example, if the capping layer CPL contains inorganic material, the inorganic material may include alkali metal compounds such as LiF, alkaline earth compounds such as MgF2, SiON, SiNx, SiOy, etc.

[0390] For example, if the capping layer CPL contains organic matter, it may include α-NPD, NPB, TPD, m-MTDATA, Alq3, CuPc, TPD15 (N4,N4,N4',N4'-tetra(biphenyl-4-yl)biphenyl-4,4'-diamine), TCTA (4,4',4”-tris(carbazole-9-yl)triphenylamine), epoxy resin, or acrylates such as methacrylate. However, the examples are not limited to these, and the capping layer CPL may contain at least one of the compounds P1 to P5 listed below.

[0391] JPEG2026090829000155.jpg60170JPEG2026090829000156.jpg136170

[0392] On the other hand, the refractive index of the capping layer CPL may be 1.6 or higher. More specifically, for light in the wavelength range of 550 nm to 660 nm, the refractive index of the capping layer CPL may be 1.6 or higher.

[0393] Figures 7 and 10 are cross-sectional views of a display device according to one embodiment. In the following description of the display device according to one embodiment, with reference to Figures 7 and 10, we will not repeat the content described in Figures 1 to 6 above, but will focus on the differences.

[0394] Referring to Figure 7, one embodiment of the display device DD-a may include a display panel DP including a display element layer DP-ED, an optical control layer CCL disposed on the display panel DP, and a color filter layer CFL. In the embodiment shown in Figure 7, the display panel DP includes a base layer BS, a circuit layer DP-CL provided on the base layer BS, and a display element layer DP-ED, and the display element layer DP-ED may include a light-emitting element ED.

[0395] The light-emitting element ED may include a first electrode EL1, a hole transport region HTR placed on the first electrode EL1, an emissive layer EML placed on the hole transport region HTR, an electron transport region ETR placed on the emissive layer EML, and a second electrode EL2 placed on the electron transport region ETR. On the other hand, the structure of the light-emitting element ED shown in Figure 7 can also be to which the structures of the light-emitting elements shown in Figures 3 to 6 described above are applied.

[0396] In the display device DD-a according to one embodiment, the light-emitting layer EML of the light-emitting element ED contains the condensed polycyclic compound of the embodiment described above.

[0397] Referring to Figure 7, the light-emitting layer EML may be located within the aperture OH defined in the pixel definition film DPL. For example, the light-emitting layers EML provided corresponding to each light-emitting region PXA-R, PXA-G, and PXA-B, separated by the pixel definition film PDL, may emit light in the same wavelength range. In one embodiment of the display device DD-a, the light-emitting layer EML may emit blue light. On the other hand, contrary to the illustration, in one embodiment, the light-emitting layer EML may be provided as a common layer for the entire light-emitting regions PXA-R, PXA-G, and PXA-B.

[0398] The optical control layer (CCL) may be placed on top of the display panel (DP). The optical control layer (CCL) may contain photoconverters. These photoconverters may be quantum dots or phosphors, etc. The photoconverters may wavelength-convert the provided light and emit it. In other words, the optical control layer (CCL) may contain quantum dots or may be a layer containing phosphors.

[0399] The optical control layer (CCL) may include multiple optical control units (CCP1, CCP2, CCP3). The optical control units CCP1, CCP2, and CCP3 may be spaced apart from each other.

[0400] Referring to Figure 7, a segmentation pattern BMP is provided between the optical control units CCP1, CCP2, and CCP3, which are separated from each other, but the embodiment is not limited to this. In Figure 7, it is shown that the segmentation pattern BMP does not overlap with the optical control units CCP1, CCP2, and CCP3, but the edges of the optical control units CCP1, CCP2, and CCP3 may overlap with the segmentation pattern BMP in at least part.

[0401] The optical control layer CCL may include a first optical control unit CCP1 containing a first quantum dot QD1 that converts the first color light provided by the light-emitting element ED into second color light, a second optical control unit CCP2 containing a second quantum dot QD2 that converts the first color light into third color light, and a third optical control unit CCP3 that transmits the first color light. In one embodiment, the first optical control unit CCP1 may provide red light, which is the second color light, and the second optical control unit CCP2 may provide green light, which is the third color light. The third optical control unit CCP3 may transmit and provide blue light, which is the first color light provided by the light-emitting element ED. For example, the first quantum dot QD1 may be a red quantum dot, and the second quantum dot QD2 may be a green quantum dot. The same provisions as described above may apply to quantum dots QD1 and QD2.

[0402] Furthermore, the optical control layer CCL may further include a scatterer SP. The first optical control unit CCP1 includes a first quantum dot QD1 and a scatterer SP, the second optical control unit CCP2 includes a second quantum dot QD2 and a scatterer SP, and the third optical control unit CCP3 may include a scatterer SP without a quantum dot.

[0403] The scatterer SP may be inorganic particles. For example, the scatterer SP may contain at least one of TiO2, ZnO, Al2O3, SiO2, and hollow silica. The scatterer SP may contain at least one of TiO2, ZnO, Al2O3, SiO2, and hollow silica, or it may be a mixture of two or more substances selected from TiO2, ZnO, Al2O3, SiO2, and hollow silica.

[0404] The first optical control unit CCP1, the second optical control unit CCP2, and the third optical control unit CCP3 may each include base resins BR1, BR2, and BR3 for dispersing quantum dots QD1 and QD2 and scatterers SP. In one embodiment, the first optical control unit CCP1 may include first quantum dots QD1 and scatterers SP dispersed in the first base resin BR1, the second optical control unit CCP2 may include second quantum dots QD2 and scatterers SP dispersed in the second base resin BR2, and the third optical control unit CCP1 may include scatterers SP dispersed in the third base resin BR3.

[0405] The base resins BR1, BR2, and BR3 are the medium in which the quantum points QD1, QD2 and the scatterer SP are dispersed, and can consist of various resin compositions generally referred to as binders. For example, the base resins BR1, BR2, and BR3 may be acrylic resins, urethane resins, silicone resins, epoxy resins, etc. The base resins BR1, BR2, and BR3 may be transparent resins. In one embodiment, the first base resin BR1, the second base resin BR2, and the third base resin BR3 may be the same as or different from each other.

[0406] The light control layer CCL may include a barrier layer BFL1. The barrier layer BFL1 may serve to prevent the penetration of moisture and / or oxygen (hereinafter referred to as "moisture / oxygen"). The barrier layer BFL1 may block the light control units CCP1, CCP2, and CCP3 from being exposed to moisture / oxygen. On the other hand, the barrier layer BFL1 may cover the light control units CCP1, CCP2, and CCP3. Furthermore, a barrier layer BLF2 may be provided between the light control units CCP1, CCP2, and CCP3 and the color filter layer CFL.

[0407] The barrier layers BFL1 and BFL2 may contain at least one inorganic layer. In other words, the barrier layers BFL1 and BFL2 may be formed by including inorganic materials. For example, the barrier layers BFL1 and BFL2 may be formed by including silicon nitride, aluminum nitride, zirconium nitride, titanium nitride, hafnium nitride, tantalum nitride, silicon oxide, aluminum oxide, titanium oxide, tin oxide, cerium oxide, and silicon oxynitride, or a metal thin film with sufficient light transmittance. On the other hand, the barrier layers BFL1 and BFL2 may further include an organic film. The barrier layers BFL1 and BFL2 may consist of a single layer or multiple layers.

[0408] In one embodiment of the display device DD-a, the color filter layer CFL may be placed on top of the light control layer CCL. For example, the color filter layer CFL may be placed directly on top of the color control layer CCL. In this case, the barrier layer BFL2 may be omitted.

[0409] The color filter layer CFL may include filters CF1, CF2, and CF3. The first to third filters CF1, CF2, and CF3 may be arranged to correspond to the red emission region PXA-R, the green emission region PXA-G, and the blue emission region PXA-B, respectively.

[0410] A color filter CFL may include a first filter CF1 that transmits a second color of light, a second filter CF2 that transmits a third color of light, and a third filter CF3 that transmits a first color of light. For example, the first filter CF1 may be a red filter, the second filter CF2 a green filter, and the third filter CF3 a blue filter. Each of the filters CF1, CF2, and CF3 may contain a polymer photosensitive resin and a pigment or dye. The first filter CF1 may contain a red pigment or dye, the second filter CF2 may contain a green pigment or dye, and the third filter CF3 may contain a blue pigment or dye.

[0411] On the other hand, the examples are not limited to these, and the third filter CF3 may not contain pigments or dyes. The third filter CF3 may contain a polymer photosensitive resin and may not contain pigments or dyes. The third filter CF3 may be transparent. The third filter CF3 may be made of a transparent photosensitive resin.

[0412] In one embodiment, the first filter CF1 and the second filter CF2 may be yellow filters. The first filter CF1 and the second filter CF2 may be provided as a single unit without being separated from each other.

[0413] Although not shown, the color filter layer CFL may further include a light-shielding section (not shown). The light-shielding section may be a black matrix. The light-shielding section may be formed by comprising an organic or inorganic light-shielding material containing a black pigment or black dye. The light-shielding section may prevent light leakage and demarcate the boundaries between adjacent filters CF1, CF2, and CF3.

[0414] A base substrate BL may be placed on top of the color filter layer CFL. The base substrate BL may be a component that provides a base surface on which the color filter layer CFL and the light control layer CCL are placed. The base substrate BL may be a glass substrate, a metal substrate, a plastic substrate, etc. However, the embodiment is not limited to these, and the base substrate BL may be an inorganic layer, an organic layer, or a composite material layer. Also, contrary to the figures, the base substrate BL may be omitted in one embodiment.

[0415] Figure 8 is a cross-sectional view showing a part of a display device according to one embodiment. In the display device DD-TD of one embodiment, the light-emitting element ED-BT may include a plurality of light-emitting structures OL-B1, OL-B2, and OL-B3. The light-emitting element ED-BT may include a plurality of light-emitting structures OL-B1, OL-B2, and OL-B3 that are sequentially stacked in the thickness direction between a first electrode EL1 and a second electrode EL2 facing each other, and 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 (Figure 7) and a hole transport region HTR and an electron transport region ETR arranged with the light-emitting layer EML (Figure 7) in between.

[0416] In other words, the light-emitting element ED-BT included in the display device DD-TD of one embodiment may be a light-emitting element with a tandem structure including multiple light-emitting layers.

[0417] In one embodiment shown in Figure 8, the light emitted from each of the light-emitting structures OL-B1, OL-B2, and OL-B3 can be blue light. However, the embodiment is not limited to this, and the wavelength ranges of the light emitted from each of the light-emitting structures OL-B1, OL-B2, and OL-B3 can be different from each other. For example, a light-emitting element ED-BT containing multiple light-emitting structures OL-B1, OL-B2, and OL-B3 that emit light in different wavelength ranges from each other can emit white light.

[0418] Charge generation layers CGL1 and CGL2 may be arranged between adjacent light-emitting structures OL-B1, OL-B2, and OL-B3. Charge generation layers CGL1 and CGL2 include a p-type charge generation layer and / or an n-type charge generation layer.

[0419] In the display device DD-TD of one embodiment, at least one of the light-emitting structures OL-B1, OL-B2, and OL-B3 contains the condensed polycyclic compound of the embodiment described above. In other words, at least one of the multiple light-emitting layers contained in the light-emitting element ED-BT contains the condensed polycyclic compound of the embodiment.

[0420] Figure 9 is a cross-sectional view showing a display device according to one embodiment of the present invention. Figure 10 is a cross-sectional view showing a display device according to one embodiment of the present invention.

[0421] Referring to Figure 9, the display device DD-b according to one embodiment may include light-emitting elements ED-1, ED-2, and ED-3, each having two stacked light-emitting layers. Compared to the display device DD of one embodiment shown in Figure 2, the difference in the embodiment shown in Figure 9 is that the first to third light-emitting elements ED-1, ED-2, and ED-3 each include two light-emitting layers stacked in the thickness direction. In each of the first to third light-emitting elements ED-1, ED-2, and ED-3, the two light-emitting layers may emit light in the same wavelength range.

[0422] 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. The third light-emitting element ED-3 may include a first blue light-emitting layer EML-B1 and a second blue light-emitting layer EML-B2. Light-emitting auxiliary units 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.

[0423] The light-emitting auxiliary section OG may include a single layer or a multilayer. The light-emitting auxiliary section OG may include a charge generation layer. More specifically, the light-emitting auxiliary section OG may include sequentially stacked electron transport regions, a charge generation layer, and hole transport regions. The light-emitting auxiliary section OG may be provided in common across the first to third light-emitting elements ED-1, ED-2, and ED-3. However, the examples are not limited thereto, and the light-emitting auxiliary section OG may be provided patterned within an aperture OH defined in the pixel-defining film PDL.

[0424] 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 positioned between the light-emitting auxiliary region 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 positioned between the hole transport region HTR and the light-emitting auxiliary region OG.

[0425] In other words, the first light-emitting element ED-1 may include a first electrode EL1 stacked sequentially, a hole transport region HTR, a second red light-emitting layer EML-R2, a light-emitting auxiliary section OG, a first red light-emitting layer EML-R1, an electron transport region ETR, and a second electrode EL2. The second light-emitting element ED-2 may include a first electrode EL1 stacked sequentially, a hole transport region HTR, a second green light-emitting layer EML-G2, a light-emitting auxiliary section OG, a first green light-emitting layer EML-G1, an electron transport region ETR, and a second electrode EL2. The third light-emitting element ED-3 may include a first electrode EL1 stacked sequentially, a hole transport region HTR, a second blue light-emitting layer EML-B2, a light-emitting auxiliary section OG, a first blue light-emitting layer EML-B1, an electron transport region ETR, and a second electrode EL2.

[0426] On the other hand, an optical auxiliary layer PL may be placed on the display element layer DP-ED. The optical auxiliary layer PL may include a polarizing layer. The optical auxiliary layer PL is placed on the display panel DP and can control the reflected light on the display panel DP due to external light. In one embodiment of the display device, the optical auxiliary layer PL may be omitted, contrary to the illustration.

[0427] At least one light-emitting layer included in the display device DD-b of one embodiment shown in Figure 9 contains the condensed polycyclic compound of the embodiment described above. For example, in one embodiment, at least one of the first blue light-emitting layer EML-B1 and the second blue light-emitting layer EML-B2 may contain the condensed polycyclic compound of the embodiment.

[0428] Unlike Figures 8 and 9, the display device DD-c in Figure 10 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 first to fourth light-emitting structures OL-B1, OL-B2, OL-B3, and OL-C1 sequentially stacked in the thickness direction between the first electrode EL1 and the second electrode EL2. Charge generation layers CGL1, CGL2, and CGL3 may be arranged between the first to fourth light-emitting structures OL-B1, OL-B2, OL-B3, and OL-C1. Of the four light-emitting structures, the first to third light-emitting structures OL-B1, OL-B2, and OL-B3 may emit blue light, and the fourth light-emitting structure OL-C1 may emit green light. However, the examples are not limited to these, and the first to fourth light-emitting structures OL-B1, OL-B2, OL-B3, and OL-C1 can emit light in different wavelength regions.

[0429] The charge generation layers GCL1, CGL2, and CGL3, positioned between adjacent light-emitting structures OL-B1, OL-B2, OL-B3, and OL-C1, may include p-type charge generation layers and / or n-type charge generation layers.

[0430] In the first embodiment, at least one of the light-emitting structures OL-B1, OL-B2, OL-B3, and OL-C1 contained in the display device DD-c contains the condensed polycyclic compound of the first embodiment described above. For example, in the first embodiment, at least one of the first to third light-emitting structures OL-B1, OL-B2, and OL-B3 may contain the condensed polycyclic compound of the first embodiment described above.

[0431] A light-emitting element (ED) according to one embodiment of the present invention exhibits excellent luminous efficiency and improved lifetime characteristics by including the polycyclic compound of the embodiment represented by chemical formula 1 described above in at least one functional layer disposed between the first electrode EL1 and the second electrode EL2. For example, the polycyclic compound of the embodiment may be included in the light-emitting layer EML of the light-emitting element (ED) according to the embodiment, and the light-emitting element of the embodiment exhibits long lifetime characteristics.

[0432] In one embodiment, the electronic device may include a display device containing a plurality of light-emitting elements and a control unit that controls the display device. The electronic device in one embodiment may be a device that is activated by an electrical signal. The electronic device may include electronic devices of various embodiments. For example, the display device may include large electronic devices such as televisions, monitors, or external billboards, as well as small and medium-sized display devices such as personal computers, laptop computers, PDAs, vehicle display devices, game consoles, portable electronic devices, and cameras.

[0433] Figure 11 shows a vehicle AM ​​in which the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 are arranged. At least one of the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 may also include the same configuration as the display devices DD, DD-TD, DD-a, DD-b, and DD-c of one embodiment described with reference to Figures 1, 2, and 7 to 10.

[0434] Although Figure 11 shows an automobile as the vehicle AM, this is illustrative, and the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 may be placed in other means of transport such as bicycles, motorcycles, trains, ships, and airplanes. Furthermore, at least one of the first to fourth display devices DD-1, DD-2, DD-3, and DD-4, which also include the same configuration as the display devices DD, DD-TD, DD-a, DD-b, and DD-c of one embodiment, may be used in personal computers, laptop computers, PDAs, game consoles, portable electronic devices, televisions, monitors, external advertising boards, etc. Moreover, these are merely presented as embodiments, and they may be display devices used in other electronic devices as long as they do not deviate from the concept of the present invention.

[0435] At least one of the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 includes a light-emitting element ED of one embodiment described with reference to Figures 3 to 6. The light-emitting element ED of one embodiment includes a heterocyclic compound of one embodiment. The display life is improved by including a light-emitting element ED containing the heterocyclic compound of one embodiment in at least one of the first to fourth display devices DD-1, DD-2, DD-3, and DD-4.

[0436] Referring to Figure 11, the vehicle AM ​​includes a steering wheel HA and a gear GR for operating the vehicle AM. The vehicle AM ​​also includes a forward window GL positioned to face the driver.

[0437] The first display device DD-1 may be positioned in a first area that overlaps with the steering wheel HA. For example, the first display device DD-1 may be a digital cluster that displays first information of the vehicle AM. The first information may include a first scale representing the vehicle AM's speed, a second scale indicating the engine speed (i.e., RPM (revolutions per minute)), and an image indicating the fuel status. The first and second scales may be displayed as digital images.

[0438] The second display device DD-2 may be positioned in a second area facing the driver's seat and superimposed on the front window GL. The driver's seat may be the seat on which the steering wheel HA is located. For example, the second display device DD-2 may be a head-up display (HUD) that displays second information of the vehicle AM. The second display device DD-2 may be optically transparent. The second information may include digital figures indicating the vehicle AM's speed and may further include information such as the current time. Contrary to the illustration, the second information of the second display device DD-2 may be projected and displayed on the front window GL.

[0439] The third display device DD-3 may be located in a third area adjacent to the gear GR. For example, the third display device DD-3 may be located between the driver's seat and the passenger seat and may be a vehicle information guidance display (CID, Center Information Display) that displays third information. The passenger seat may be a seat separated from the driver's seat with the gear GR in between. The third information may include information about road conditions (e.g., navigation information), music or radio playback, dynamic video (or image) playback, and the temperature inside the vehicle AM.

[0440] The fourth display device DD-4 may be located in a fourth area adjacent to the side of the vehicle AM, separated from the steering wheel HA and gear GR. For example, the fourth display device DD-4 may be a digital side mirror that displays fourth information. The fourth display device DD-4 may display images of the area outside the vehicle AM ​​captured by a camera module CM located outside the vehicle AM. The fourth information may include images of the area outside the vehicle AM.

[0441] The first to fourth pieces of information described above are illustrative, and the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 may further display information relating to the interior and exterior of the vehicle AM. The first to fourth pieces of information may contain different information from each other. However, the embodiments are not limited to these, and some of the first to fourth pieces of information may contain the same information from each other.

[0442] The following describes in detail a condensed polycyclic compound and a light-emitting element according to one embodiment of the present invention, with reference to examples and comparative examples. Furthermore, the following examples are illustrative to aid in understanding the present invention, and the scope of the present invention is not limited thereto.

[0443] [Examples] 1. Synthesis of condensed polycyclic compounds First, the method for synthesizing condensed polycyclic compounds according to this embodiment will be specifically explained by illustrating the synthesis methods of compounds 113, 127, 134, 142, 173, 177, and 184. Furthermore, the synthesis method for condensed polycyclic compounds described below is just one example, and the synthesis method for condensed polycyclic compounds according to the embodiments of the present invention is not limited to the following examples.

[0444] (1) Synthesis of compound 113 The condensed polycyclic compound 113 according to one example can be synthesized, for example, by the following reaction.

[0445] (Synthesis of intermediate 113-A)

[0446] JPEG2026090829000157.jpg42170

[0447] 20 g of 1-bromo-3-fluoro-5-nitrobenzene, 17 g of phenol, 25 g of K2CO3, and 300 mL of NMP were added to three 1 L reaction vessels, and the mixture was heated and stirred at 180 °C for 6 hours. The resulting reaction mixture was filtered through Celite and concentrated, then purified by column chromatography (eluent: hexane) to obtain 23 g of a colorless liquid (yield: 87%). FAB-MS analysis of the obtained product confirmed that it was intermediate 113-A, as its m / z ratio was 294.

[0448] (Synthesis of intermediate 113-B)

[0449] JPEG2026090829000158.jpg54170

[0450] 23 g of 113-A, 23 g of 3-chlorophenol, 24 g of K2CO3, 1.7 g of CuI, 1.6 g of phenanthroline, and 300 mL of NMP were added to three 1 L reaction vessels and heated and stirred at 180 °C for 6 hours. The resulting reaction mixture was filtered through Celite and concentrated, then purified by column chromatography (eluent: hexane) to obtain 23 g of a colorless liquid (yield: 76%). FAB-MS analysis of the obtained product confirmed that it was intermediate 113-B, as its m / z ratio was 342.

[0451] (Synthesis of intermediate 113-C)

[0452] JPEG2026090829000159.jpg47170

[0453] 23 g of 113-B, 22 g of powdered Zn, and 60 mL of ethanol were added to three 500 mL reaction vessels. The mixture was stirred while cooling in an ice bath, and a mixture of 23 mL of acetic acid and 60 mL of ethanol was gradually added using a dropping funnel. After adding the mixture, the mixture was stirred overnight at room temperature. The resulting reaction solution was collected by filtration, and the organic layer was extracted three times with toluene. The collected organic layer was washed with saline solution and water. After drying the product over MgSO4, the liquid was collected by filtration, concentrated, and purified by column chromatography (eluent: siRNA / hexane = 1 / 8) to obtain 12 g of brown liquid (yield: 61%). FAB-MS analysis of the obtained product confirmed that it was the intermediate 113-C, as its m / z = 312.

[0454] (Synthesis of intermediate 113-C)

[0455] JPEG2026090829000160.jpg48170

[0456] 23 g of 113-B, 22 g of powdered Zn, and 60 mL of ethanol were added to three 500 mL reaction vessels. The mixture was stirred while cooling in an ice bath, and a mixture of 23 mL of acetic acid and 60 mL of ethanol was gradually added using a dropping funnel. After adding the mixture, the mixture was stirred overnight at room temperature. The resulting reaction solution was filtered and the organic layer was extracted three times with toluene. The collected organic layer was washed with saline solution and water. After drying the product over MgSO4, the liquid was filtered and concentrated, and then purified by column chromatography (eluent: siRNA / hexane = 1 / 8) to obtain 12 g of brown liquid (yield: 61%). FAB-MS analysis of the obtained product confirmed that it was the intermediate 113-C, as its m / z = 312.

[0457] (Synthesis of intermediate 113-D)

[0458] JPEG2026090829000161.jpg45170

[0459] 13 g of 113-C, 11 g of 4-bromo-1,1'-biphenyl, 1.8 g of Pd(dppf)Cl, 5.9 g of NaOtBu, and 200 mL of toluene were added to three 500 mL reaction vessels, and the mixture was heated and stirred at 120 °C for 3 hours. The resulting reaction mixture was filtered through Celite and concentrated, then purified by column chromatography (eluent: toluene / hexane = 1:3) to obtain 18 g of a white liquid (yield: 93%). FAB-MS analysis of the obtained product confirmed that it was intermediate 113-D, as its m / z ratio was 464.

[0460] (Synthesis of intermediate 113-E)

[0461] JPEG2026090829000162.jpg50170

[0462] 18 g of 113-D, 11 g of 1,3-dibromo-5-tert-butylbenzene, 1.4 g of Pd(dppf)Cl, 3.8 g of NaOtBu, and 200 mL of toluene were added to three 500 mL reaction vessels, and the mixture was heated and stirred at 120 °C for 5 hours. The resulting reaction mixture was filtered through Celite and concentrated, then purified by column chromatography (eluent: toluene / hexane = 1:2) to obtain 21 g of a white liquid (yield: 82%). FAB-MS analysis of the obtained product confirmed that it was intermediate 113-E, as the m / z value was 675.

[0463] (Synthesis of intermediate 113-F)

[0464] JPEG2026090829000163.jpg47170

[0465] 21 g of 113-E, 6.7 g of bis(phenyl-d5)amine, 21.7 g of Pd(dba), 1.7 g of HP(tBu)3BF4, 4.5 g of NaOtBu, and 150 mL of toluene were added to three 500 mL reaction vessels, and the mixture was heated and stirred at 120 °C for 5 hours. The resulting reaction mixture was filtered through Celite and concentrated, then purified by column chromatography (eluent: toluene / hexane = 1:1) to obtain 21 g of a white liquid (yield: 89%). FAB-MS analysis of the obtained product confirmed that it was the intermediate 113-F, as its m / z ratio was 773.

[0466] (Synthesis of intermediate 113-G)

[0467] JPEG2026090829000164.jpg45170

[0468] 21 g of 113-F and 180 mL of o-dichlorobenzene were added to three 1 L reaction vessels. 111 g of BBr was gradually added while stirring at room temperature, and the mixture was heated and stirred at 180°C for 24 hours. 310 mL of N,N-diisopropylethylamine was added to the resulting reaction mixture while cooling in an ice bath, and the mixture was stirred at room temperature for 1 hour. Water was then added to the reaction mixture, and the organic layer was extracted with toluene. The mixture was then washed with saline solution and water. Next, the organic layer was dried over MgSO4, the liquid was collected by filtration, and the mixture was concentrated. The purified mixture was then subjected to column chromatography (eluent: dichloromethane / hexane = 1 / 3), and its molecular weight was determined by FAB-MS. 3.0 g of yellow solid (yield: 14%) was obtained. The FAB-MS measurement showed m / z = 788, confirming the presence of the intermediate 113-G.

[0469] (Synthesis of compound 113)

[0470] JPEG2026090829000165.jpg54170

[0471] 3.0 g of 113-G, 1.0 g of carbazole-d8, 20.27 g of Pd(dba), 0.27 g of HP(tBu)3BF4, 0.56 g of NaOtBu, and 20 mL of toluene were added to three 100 mL reaction vessels, and the mixture was heated and stirred at 120 °C for 24 hours. The resulting reaction mixture was filtered through Celite and concentrated, then purified by column chromatography (eluent: dichloromethane / hexane = 1 / 3) to obtain 2.3 g of a yellow solid (yield: 64%). FAB-MS analysis of the obtained product confirmed that it was 113, with an m / z value of 927.

[0472] (2) Synthesis of compounds 127, 134, 142, 173, 177, and 184 The condensed polycyclic compounds 127, 134, 142, 173, 177, and 184 according to one example were synthesized in the same way as the condensed polycyclic compound 113 described above, except that some of the substances used in synthesizing intermediates nA to nG, and the structures of intermediates nA to nG, are different. Hereinafter, in intermediates nA to nG, n refers to the number of the condensed polycyclic compound according to one example.

[0473] Compounds 127, 134, 142, 173, 177, and 184 can be synthesized by the following reaction, and the substance used in the synthesis, or the substituent R in intermediates nA to nG, may be used. A , R B , R C , R D The types of intermediates , and Z are as shown in Table 1 below, and the quantities, yields, and FAB-MS m / z values ​​of intermediates nA to nG are as shown in Tables 2 and 3 below.

[0474] (Synthesis of intermediate nA)

[0475] JPEG2026090829000166.jpg35170

[0476] (Synthesis of intermediate nB)

[0477] JPEG2026090829000167.jpg33170

[0478] (Synthesis of intermediate nC)

[0479] JPEG2026090829000168.jpg36170

[0480] (Synthesis of intermediate nD)

[0481] JPEG2026090829000169.jpg35170

[0482] (Synthesis of intermediate nE)

[0483] JPEG2026090829000170.jpg39170

[0484] (Synthesis of intermediate nF)

[0485] JPEG2026090829000171.jpg41170

[0486] (Synthesis of intermediate nG)

[0487] JPEG2026090829000172.jpg40170

[0488] (Synthesis of compound n)

[0489] JPEG2026090829000173.jpg52170

[0490] [Table 1]

[0491] In Table 1 above, "H" represents a hydrogen atom, "Ph" represents an unsubstituted phenyl group, "Cbz-d8" represents a carbazole group substituted with eight deuterium atoms, "p-BiPh" represents an unsubstituted p-biphenyl group, "o-BiPh" represents an unsubstituted o-biphenyl group, "tBu" represents an unsubstituted t-butyl group, and "Ph-d5" represents a phenyl group substituted with five deuterium atoms.

[0492] [Table 2]

[0493] [Table 3]

[0494] 2. Fabrication and evaluation of light-emitting devices A light-emitting element of one embodiment, containing the condensed polycyclic compound of one embodiment in the light-emitting layer, was manufactured by the following method. The condensed polycyclic compounds of compounds 113, 127, 134, 142, 173, 177, and 184, which are the example compounds described above, were used as dopant materials for the light-emitting layer to manufacture the light-emitting elements of Examples 1 to 7. Comparative Examples 1 to 7 are light-emitting elements manufactured using comparative compound X1 to comparative compound X7 as dopant materials for the light-emitting layer.

[0495] [Example Compounds] JPEG2026090829000177.jpg148170

[0496] [Comparative Compounds] JPEG2026090829000178.jpg147170

[0497] (Fabrication of light-emitting elements) The light-emitting devices of the examples and comparative examples were prepared by ultrasonically cleaning a glass substrate patterned with ITO as the first electrode for 5 minutes using isopropyl alcohol and pure water, respectively. After ultrasonic cleaning, UV irradiation was performed for 30 minutes, followed by ozone treatment. Next, hole transport regions were formed by sequentially depositing HAT-CN to a thickness of 10 nm, TrisPCz to a thickness of 30 nm, and mCBP to a thickness of 5 nm.

[0498] Next, the example compound or comparative compound and mCBP were co-deposited to form a light-emitting layer with a thickness of 30 nm. The example compound or comparative compound and mCBP were co-deposited in a weight ratio of 2:98. In the fabrication of the light-emitting device, the example compound or comparative compound was used as the dopant material for the light-emitting layer.

[0499] Next, electron transport regions were formed by sequentially depositing SF3-TRZ at a thickness of 10 nm, SF3-TRZ:Liq at a weight ratio of 50:50 at a thickness of 20 nm, and Liq at a thickness of 2 nm.

[0500] Next, a second electrode was formed by depositing Al to a thickness of 100 nm.

[0501] The compounds used in the fabrication of the light-emitting devices of the examples and comparative examples are disclosed below.

[0502] JPEG2026090829000179.jpg102170

[0503] (Evaluation of light-emitting element characteristics) The maximum emission wavelength (λmax), external quantum yield (EQE), and relative device lifetime of light-emitting elements fabricated using the example compounds 113, 127, 134, 142, 173, 177, and 184, as well as comparative example compounds X1 to X7, were evaluated. Table 4 below shows the evaluation results for light-emitting elements for Examples 1 to 7 and Comparative Examples 1 to 7. The maximum emission wavelength (λmax) and external quantum yield (EQE) were 1000 cd / m². 2 The values ​​shown are measured at the specified brightness level. The relative element lifespan is the time it takes for the brightness to degrade from the initial brightness value to 50% when continuously driven at 0.75mA, with the value of Comparative Example 1 set to 100.

[0504] [Table 4]

[0505] Referring to the results in Table 4, it can be confirmed that the light-emitting element of the example emits blue light with a maximum emission wavelength of 470 nm or less. Furthermore, the example shows superior results compared to the comparative example in terms of external quantum yield (EQE) characteristics and relative device lifetime characteristics.

[0506] In other words, in the case of the polycyclic compound used in the light-emitting element of the embodiment of the present invention, compared to the comparative example, two aromatic hydrocarbon rings are linked to specific positions in the fused polycyclic heterocycle, and the inclusion of first and second substituents allows for the presence of features such as superior maximum quantum yield and material stability, and light-emitting elements containing such compounds also exhibit excellent efficiency and lifetime characteristics.

[0507] Comparative Compound X1 and Comparative Compound X3 used in Comparative Examples 1 and 3 have a structure in which two aromatic hydrocarbon rings are linked at specific positions in a fused polycyclic heterocycle. However, compared to the fused polycyclic compounds of the Examples of the Invention, they do not contain a deuterium atom, which is the first substituent linked to the first benzene ring, or a carbazole substructure, which is the second substituent linked to the fifth benzene ring. Consequently, Comparative Examples 1 and 3 are thought to have lower external quantum efficiency and shorter device lifetime characteristics compared to the Examples.

[0508] Comparative compound X2 used in Comparative Example 2 has a structure in which two aromatic hydrocarbon rings are linked at specific positions in a fused polycyclic heterocycle. However, compared to the fused polycyclic compound in the example of the present invention, it does not contain a deuterium atom, which is the first substituent linked to the first benzene ring, or a carbazole substructure, which is the second substituent linked to the fifth benzene ring. Comparative compound X2 has a relatively planar structure, which is judged to increase the frequency of energy or charge absorption between adjacent molecules in the light-emitting layer and the excited state. This induces degradation by generating high-energy hot excitons produced by triplet-triplet annihilation (TTA), exhausting the triplet excitons used for light emission. As a result, Comparative Example 2 is thought to have lower external quantum efficiency and shorter device lifetime characteristics compared to the example.

[0509] Comparative compound X4 used in Comparative Example 4 has a structure in which two aromatic hydrocarbon rings are linked at specific positions in a fused polycyclic heterocycle, and includes a carbazole substructure as a second substituent linked to the fifth benzene ring, but does not include a deuterium atom as a first substituent linked to the first benzene ring, unlike the fused polycyclic compound in the example of the present invention. It is judged that, compared to the fused polycyclic compound in one example of the present invention, comparative compound X4 does not suppress the loss of non-luminescent activity in the excited state because the first benzene ring is not deuterated by the first substituent. As a result, it is considered that Comparative Example 4 has a lower external quantum efficiency and a shorter device lifetime characteristic compared to the example.

[0510] Comparative compound X5 used in Comparative Example 5 has a structure in which two aromatic hydrocarbon rings are linked at specific positions in a fused polycyclic heterocycle. However, compared to the fused polycyclic compound of the present invention's examples, it does not contain a deuterium atom, which is the first substituent linked to the first benzene ring, or a carbazole substructure, which is the second substituent linked to the fifth benzene ring. It is believed that Comparative Example 5 has lower external quantum efficiency and shorter device lifetime characteristics compared to the examples because the carbazole substructure in Comparative Example X5 is linked to the fourth benzene ring instead of the fifth benzene ring.

[0511] Comparative compound X6 and comparative compound X7 used in Comparative Examples 6 and 7 have a structure in which two aromatic hydrocarbon rings are linked at specific positions in a fused polycyclic heterocycle, and include a carbazole substructure as a second substituent linked to the fifth benzene ring. However, unlike the fused polycyclic compounds of the present invention examples, they do not contain a deuterium atom as the first substituent linked to the first benzene ring. Comparative compound X6 has an unsubstituted phenyl group linked to the first benzene ring instead of a deuterium atom as the first substituent, and comparative compound X7 has an unsubstituted carbazole group linked to the first benzene ring instead of a deuterium atom as the first substituent. As a result, Comparative Examples 6 and 7 are thought to have lower external quantum efficiency and shorter device lifetime characteristics compared to the examples.

[0512] The condensed polycyclic compound of one embodiment can exhibit excellent luminescence efficiency and excellent material stability properties. Furthermore, the condensed polycyclic compound of one embodiment can be used as a thermally activated delayed fluorescence material. In addition, the light-emitting device of one embodiment, which includes the condensed polycyclic compound of one embodiment in the light-emitting layer, can exhibit excellent luminescence efficiency properties in the blue light emission region and long lifetime properties.

[0513] Although preferred embodiments of the present invention have been described so far with reference, a person skilled in the art or with ordinary knowledge in the art will understand that the present invention can be modified and altered in various ways without departing from the spirit and technical domain of the invention as described in the claims below.

[0514] Therefore, the technical scope of the present invention is not limited to what is described in the detailed description of the specification, but should be determined by the claims. [Explanation of Symbols]

[0515] DD, DD-TD: Display device; ED: Light-emitting element EL1: 1st electrode EL2: 2nd electrode HTR: Hole transport region EML: Emitting layer ETR: Electron transport region

Claims

1. First electrode and A second electrode is placed on the first electrode, A light-emitting element comprising a light-emitting layer disposed between the first electrode and the second electrode and containing a first compound represented by the following chemical formula 1: [Chemical formula 1] In the aforementioned chemical formula 1, X １ ~X ４ Each of these is independently O, S, or NAr. Ar is a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms. R １ ~R １１ and Y １ Y ８ Each of these is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted amine group, a substituted or unsubstituted oxy group, a substituted or unsubstituted thio group, a substituted or unsubstituted boron group, a substituted or unsubstituted silyl group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms. D is a deuterium atom.

2. The first compound represented by the chemical formula 1 is a light-emitting element according to claim 1, represented by any one of the following chemical formulas 2-1 to 2-3: [Chemical formula 2-1] [Chemical formula 2-2] [Chemical formula 2-3] In the aforementioned chemical formulas 2-1 to 2-3, Ar ａ 、Ar ｂ１ 、Ar ｂ２ 、and Ar ｃ１ to Ar ｃ３ is each independently a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, R １ ~R １１ , Y １ Y ８ , and D are as defined in the above chemical formula 1, Chemical formulas 2-1 to 2-3 include structures in which any hydrogen atom is substituted with a deuterium atom.

3. In the aforementioned chemical formulas 2-1 to 2-3, Ar ａ Ar ｂ１ Ar ｂ２ , and Ar ｃ１ ~Ar ｃ３ The light-emitting element according to claim 2, wherein each is independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted divalent biphenyl group, or a substituted or unsubstituted terphenyl group.

4. The first compound represented by chemical formula 1 is a light-emitting element according to claim 1, represented by any one of the following chemical formulas 2-4 to 2-10: [Chemical formula 2-4] [Chemical formula 2-5] [Chemical formula 2-6] [Chemical formula 2-7] [Chemical formula 2-8] [Chemical formula 2-9] [Chemical formula 2-10] In the aforementioned chemical formulas 2-4 to 2-10, R １ ~R １１ , Y １ Y ８ , and D are as defined in the above chemical formula 1, Chemical formulas 2-4 to 2-10 include structures in which any hydrogen atom is substituted with a deuterium atom.

5. The first compound represented by the chemical formula 1 is the light-emitting element according to claim 1, represented by the following chemical formula 3-1 or chemical formula 3-2: [Chemical formula 3-1] [Chemical formula 3-2] In the aforementioned chemical formulas 3-1 and 3-2, R １ ~R ４ , R ８ ~R １１ , and Y １ Y ８ This is as defined in Chemical Formula 1 above.

6. The first compound represented by the chemical formula 1 is a light-emitting element according to claim 1, represented by any one of the following chemical formulas 4-1 to 4-8: [Chemical formula 4-1] [Chemical formula 4-2] [Chemical formula 4-3] [Chemical formula 4-4] [Chemical formula 4-5] [Chemical formula 4-6] [Chemical formula 4-7] [Chemical formula 4-8] In the aforementioned chemical formulas 4-1 to 4-8, R １ ~R １１ and X １ ~X ４ This is defined as shown in chemical formula 1 above, Chemical formulas 4-1 to 4-8 include structures in which any hydrogen atom is substituted with a deuterium atom.

7. The first compound represented by the chemical formula 1 is a light-emitting element according to claim 1, represented by any one of the following chemical formulas 5-1 to 5-12: [Chemical formula 5-1] [Chemical formula 5-2] [Chemical formula 5-3] [Chemical formula 5-4] [Chemical formula 5-5] [Chemical formula 5-6] [Chemical formula 5-7] [Chemical formula 5-8] [Chemical formula 5-9] [Chemical formula 5-10] [Chemical formula 5-11] [Chemical formula 5-12] In the aforementioned chemical formulas 5-1 to 5-12, R ４ ~R １１ , Y １ Y ８ , and X １ ~X ４ This is defined as shown in chemical formula 1 above, Chemical formulas 5-1 to 5-12 include structures in which any hydrogen atom is substituted with a deuterium atom.

8. In the above chemical formula 1, R ８ ~R １１ Each of these is independently represented by a hydrogen atom, a deuterium atom, or any one of the following chemical formulas S-1 to S-5, according to claim 1: [Chemical formula S-1] [Chemical formula S-2] [Chemical formula S-3] [Chemical formula S-4] [Chemical formula S-5] In the aforementioned chemical formulas S-1 to S-5, A ａ is O, S, or NAr ｄ And, A ｂ A ｃ , and A ｄ Each is independently either N or CH, Ar ｄ is a substituted or unsubstituted aryl group having 6 to 30 carbon atoms in a ring, R ａ１ ~R ａ３ Each of these is independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms. n1 is an integer between 0 and 5, n2 and n3 are independent integers between 0 and 4, This is the position that is connected to the chemical formula 1, The aforementioned chemical formulas S-1 to S-5 include structures in which any hydrogen atom is replaced by a deuterium atom.

9. In the aforementioned chemical formula 1, R ８ , R ９ , and R １１ Each of these is independently a hydrogen atom or a deuterium atom, R １０ The light-emitting element according to claim 1, which is represented by any one of the chemical formulas S-1 to S-5.

10. The first compound represented by the chemical formula 1 comprises at least one compound from the following first group of compounds, according to claim 1: [First compound group] In the first group of compounds described above, "D" is a deuterium atom and "Ph" is an unsubstituted phenyl group.

11. Base layer and A circuit layer placed on the base layer, The circuit layer includes a display element layer which includes a light-emitting element, The light-emitting element is an electronic device comprising a first electrode, a second electrode placed on the first electrode, and a light-emitting layer placed between the first electrode and the second electrode and containing a first compound represented by the following chemical formula 1: [Chemical formula 1] In the aforementioned chemical formula 1, X １ ~X ４ Each of these is independently O, S, or NAr. Ar is a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms. R １ ~R １１ and Y １ Y ８ Each of these is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted amine group, a substituted or unsubstituted oxy group, a substituted or unsubstituted thio group, a substituted or unsubstituted boron group, a substituted or unsubstituted silyl group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms. D is a deuterium atom.

12. The light-emitting element further includes a capping layer disposed on the second electrode, The electronic device according to claim 11, wherein the refractive index of the capping layer is 1.6 or more for light in the wavelength range of 550 nm to 660 nm.

13. Displaced on the aforementioned display element layer, further comprising an optical control layer containing quantum dots, The light-emitting element emits a first color of light, The aforementioned optical control layer is A first color control unit including a first quantum dot that converts the first color light into a second color light in a longer wavelength region than the first color light, A second optical control unit including a second quantum dot that converts the first color light into a third color light in a longer wavelength region than the first color light and the second color light, The electronic device according to claim 11, further comprising a third color control unit that transmits the first color light.

14. The electronic device according to claim 11, wherein the electronic device is selected from among large display devices such as televisions, monitors, and external billboards, personal computers, laptop computers, personal information terminals, vehicle display devices, game consoles, portable electronic devices, and small to medium-sized display devices such as cameras.

15. The condensed polycyclic compound represented by the following chemical formula 1: [Chemical formula 1] In the aforementioned chemical formula 1, X １ ~X ４ Each of these is independently O, S, or NAr. Ar is a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms. R １ ~R １１ and Y １ Y ８ Each of these is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted amine group, a substituted or unsubstituted oxy group, a substituted or unsubstituted thio group, a substituted or unsubstituted boron group, a substituted or unsubstituted silyl group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms. D is a deuterium atom.

16. The condensed polycyclic compound represented by chemical formula 1 is the condensed polycyclic compound according to claim 15, which is represented by any one of the following chemical formulas 2-1 to 2-3; [Chemical formula 2-1] [Chemical formula 2-2] [Chemical formula 2-3] In the aforementioned chemical formulas 2-1 to 2-3, Ar ａ Ar ｂ１ Ar ｂ２ , and Ar ｃ１ ~Ar ｃ３ Each of these is independently a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms. R １ ~R １１ , Y １ Y ８ , and D are as defined in the above chemical formula 1, Chemical formulas 2-1 to 2-3 include structures in which any hydrogen atom is substituted with a deuterium atom.

17. The condensed polycyclic compound represented by chemical formula 1 is represented by any one of the following chemical formulas 4-1 to 4-8, as described in claim 1: [Chemical formula 4-1] [Chemical formula 4-2] [Chemical formula 4-3] [Chemical formula 4-4] [Chemical formula 4-5] [Chemical formula 4-6] [Chemical formula 4-7] [Chemical formula 4-8] In the aforementioned chemical formulas 4-1 to 4-8, R １ ~R １１ and X １ ~X ４ This is defined as shown in chemical formula 1 above, Chemical formulas 4-1 to 4-8 include structures in which any hydrogen atom is substituted with a deuterium atom.

18. The condensed polycyclic compound represented by chemical formula 1 is the condensed polycyclic compound according to claim 15, which is represented by any one of the following chemical formulas 5-1 to 5-12: [Chemical formula 5-1] [Chemical formula 5-2] [Chemical formula 5-3] [Chemical formula 5-4] [Chemical formula 5-5] [Chemical formula 5-6] [Chemical formula 5-7] [Chemical formula 5-8] [Chemical formula 5-9] [Chemical formula 5-10] [Chemical formula 5-11] [Chemical formula 5-12] In the aforementioned chemical formulas 5-1 to 5-12, R ４ ~R １１ , Y １ Y ８ , and X １ ~X ４ This is defined as shown in chemical formula 1 above, Chemical formulas 5-1 to 5-12 include structures in which any hydrogen atom is substituted with a deuterium atom.

19. In the above chemical formula 1, R ８ ~R １１ Each of these is independently represented by a hydrogen atom, a deuterium atom, or any one of the following chemical formulas S-1 to S-5, in the condensed polycyclic compound according to claim 15: [Chemical formula S-1] [Chemical formula S-2] [Chemical formula S-3] [Chemical formula S-4] [Chemical formula S-5] In the aforementioned chemical formulas S-1 to S-5, A ａ is O, S, or NAr ｄ And, A ｂ 、 A ｃ 、 and A ｄ are each independently N or CH, Ar ｄ is a substituted or unsubstituted aryl group having 6 to 30 carbon atoms in a ring, R ａ１ ~R ａ３ Each of these is independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted ring-forming aryl group having 6 to 30 carbon atoms. n1 is an integer between 0 and 5, n2 and n3 are independent integers between 0 and 4, This is the position that is connected to the chemical formula 1, The aforementioned chemical formulas S-1 to S-5 include structures in which any hydrogen atom is replaced by a deuterium atom.

20. The condensed polycyclic compound represented by chemical formula 1 comprises at least one compound from the following first group of compounds, according to claim 15: [First compound group] In the first group of compounds described above, "D" is a deuterium atom and "Ph" is an unsubstituted phenyl group.

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