Organic compound and organic light emitting element comprising the same
By using an organic compound represented by chemical formula 1 as the main material of the light-emitting layer and a multilayer organic material structure, the problems of insufficient efficiency and lifespan of organic light-emitting elements are solved, and a high-efficiency and long-life organic light-emitting element is realized.
Patent Information
- Application Number
- CN202211380532.3
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- Priority Date
- 2021-12-06
- Filing Date
- 2022-11-04
- Publication Date
- 2025-12-12
- Estimated Expiration
- 2042-11-04
AI Technical Summary
Existing organic light-emitting elements have shortcomings in terms of efficiency and lifespan, especially in portable display devices where better luminous efficiency and longer lifespan are required.
An organic compound represented by chemical formula 1 is used as the main material of the light-emitting layer, combined with a multilayer organic material layer structure, including a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, and an electron injection layer, to optimize charge mobility and triplet lifetime.
It improves the efficiency and lifespan of organic light-emitting elements, reduces the driving voltage, reduces the crystallization of organic materials, and extends the lifespan of the elements.
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Figure CN116284041B_ABST
Abstract
Description
[0001] Cross-references to related applications
[0002] This application claims the benefit and priority of Korean Patent Application No. 10-2021-0173254, filed on December 6, 2021, which is incorporated herein by reference for all purposes, as if fully set forth herein. Technical Field
[0003] This disclosure relates to organic compounds and organic light-emitting elements comprising said organic compounds. Background Technology
[0004] Generally, organic light emission refers to the phenomenon of converting electrical energy into light energy through organic materials. Organic light emission elements are electrical components that utilize organic light emission.
[0005] Organic light-emitting elements (OLEDs) that utilize the organic light-emitting phenomenon can be applied to display devices. Since portable display devices are powered by batteries with limited power sources, OLEDs used in portable displays require excellent luminous efficiency. Furthermore, a long lifespan for the OLEDs may also be necessary because they must display images correctly during electronic device use.
[0006] To improve the efficiency, lifetime, and driving voltage of organic light-emitting elements (OLEDs), organic materials contained in OLEDs have been studied. Summary of the Invention
[0007] To ensure that organic light-emitting elements (OLEDs) fully exhibit their superior properties, the materials constituting the organic material layer should be stable and possess excellent efficiency. Because phosphorescent OLEDs have a higher hole mobility and a longer triplet lifetime in the emitting layer than electron mobility, the excitons formed in the emitting layer are distributed over a wide area, potentially reducing luminescence. Therefore, the inventors of this disclosure have invented organic compounds and OLEDs comprising the same that can possess excellent efficiency or long lifetime.
[0008] Therefore, one or more embodiments of this disclosure relate to organic compounds that can have high efficiency or long lifespan and organic light-emitting elements including the same.
[0009] Further features and aspects will be set forth in the following description and will be apparent in part from the description, or may be learned by practice of the present disclosure as provided herein. Other features and aspects of the present disclosure may be realized and obtained by means of structures particularly pointed out in the draft specification, or as may be derived therefrom, in the claims, and in the accompanying drawings.
[0010] To achieve these advantages and other advantages and in accordance with the purpose of the present disclosure, as described herein, one aspect of the present disclosure is an organic compound represented by the following Chemical Formula 1.
[0011] [Chemical Formula 1]
[0012]
[0013] wherein in Chemical Formula 1,
[0014] X is O or S,
[0015] R1 to R6 are each independently selected from the group consisting of hydrogen; halogen; cyano; nitro; C6 to C 60 aryl; fluorenyl; C2 to C 60 heterocyclyl; C3 to C 60 aliphatic ring, and a condensed ring group of C6 to C 60 aromatic ring; C1 to C 50 alkyl; C2 to C 20 alkenyl; C2 to C 20 alkynyl; C1 to C 30 alkoxy; and C6 to C 30 aryloxy,
[0016] L is selected from the group consisting of a single bond; C6 to C 60 arylene; fluorenylene; C2 to C 60 heterocyclyl; and C3 to C 60 aliphatic ring, and a condensed ring group of C6 to C 60 aromatic ring, and
[0017] the aryl, fluorenyl, heterocyclyl, condensed ring group, alkyl, alkenyl, alkynyl, alkoxy, aryloxy, arylene, and fluorenylene can each be further substituted with one or more substituents selected from the group consisting of nitro; cyano; halogen; amino; C1 to C 20 alkoxy; C1 to C 20 alkylthio; C1 to C 20 alkyl; C2 to C 20 alkenyl; C2 to C 20 alkynyl; C6 to C 20 aryl; fluorenyl; C2 to C 20 heterocyclyl; C3 to C 20 cycloalkyl; C7 to C 20 arylalkyl; and C8 to C 20 arylenyl.
[0018] In another aspect of the present disclosure, an organic light emitting element includes a first electrode, a second electrode, and an organic material layer positioned between the first electrode and the second electrode.
[0019] The organic material layer includes an organic compound represented by Chemical Formula 1.
[0020] According to embodiments of the present disclosure, an organic light emitting element having high efficiency or long lifespan can be provided.
[0021] It is to be understood that both the foregoing general description and the following detailed description of the present disclosure are merely exemplary and intended to provide further explanation of the inventive concept as claimed. BRIEF DESCRIPTION OF DRAWINGS
[0022] The accompanying drawings, which are included to provide a further understanding of the present disclosure and are incorporated in and constitute a part of this application, illustrate embodiments of the present disclosure and together with the description serve to explain the principles of the present disclosure.
[0023] Figures 1 to 4 A view of an organic light emitting element according to an embodiment of the present disclosure is schematically shown. DETAILED DESCRIPTION
[0024] Reference will now be made in detail to some embodiments and implementations of the present disclosure shown in the accompanying drawings. Whenever possible, the same reference numerals will be used throughout the drawings to refer to the same or like parts. Also, in the following description of embodiments or implementations of the present disclosure, detailed descriptions of well-known functions and components incorporated herein are omitted when it is determined that such detailed description can make the subject matter of some implementations of the present disclosure unclear. The terms used herein, such as “include,” “have,” “comprise,” “consist,” “consist of,” and “formed of,” are generally intended to allow the addition of other components, unless the term “only” is used therewith. As used herein, the singular form is intended to include the plural form unless the context clearly indicates otherwise.
[0025] The terms such as “first,” “second,” “A,” “B,” “(A)” or “(B)” can be used herein to describe elements of the present disclosure. Each of these terms is not used to limit the nature, order, sequence, or number of the elements, but is only used to distinguish the corresponding element from other elements.
[0026] When it is mentioned that a first element is "connected or coupled to", "contacts or covers" a second element, etc., it should be interpreted that not only the first element can be "directly connected or coupled to" or "directly contact or cover" the second element, but also a third element can be "interposed" between the first element and the second element, or the first element and the second element can be "connected or coupled" or "contact or cover" each other via a fourth element. Here, the second element can be included in at least one of two or more elements that are "connected or coupled" or "contact or cover" each other.
[0027] Unless the term "directly" or "immediately" is used together, when time-related terms such as "after", "subsequently", "next", "before", etc. are used to describe the process or operation of an element or configuration, or the flow or step in the operation method, the processing method, the manufacturing method, these terms can be used to describe a non-continuous or non-sequential process or operation.
[0028] In addition, when any dimension, relative size, etc. is mentioned, it should be considered that the numerical value of the element or feature, or the corresponding information (e.g., level, range, etc.) includes a tolerance or error range that can be caused by various factors (e.g., process parameters, internal or external influences, noise, etc.), even if the related description is not described. In addition, the term "may" completely covers all meanings of the term "can".
[0029] Hereinafter, various embodiments of the present disclosure will be described in detail with reference to the accompanying drawings.
[0030] As used herein, unless otherwise specified, the term "halogen" or "halo" includes fluorine (F), chlorine (Cl), bromine (Br), and iodine (I), etc.
[0031] As used herein, unless otherwise specified, the term "alkyl" or "alkyl group" can mean a group having a saturated aliphatic functional group of 1 to 60, 1 to 20, or 1 to 6 carbon atoms connected by a single bond and including straight chain alkyl, branched alkyl, cycloalkyl (alicyclic group), alkyl-substituted cycloalkyl, or cycloalkyl-substituted alkyl.
[0032] As used herein, unless otherwise specified, the term "haloalkyl" or "halogen alkyl" can mean an alkyl group substituted with halogen.
[0033] As used herein, unless otherwise specified, the term "alkenyl" or "alkynyl" can have a double bond or a triple bond, respectively, and can include straight chain groups or branched chain groups as well as having 2 to 60, 2 to 20, or 2 to 6 carbon atoms.
[0034] As used herein, unless otherwise indicated, the term "cycloalkyl" can mean an alkyl group forming a ring having 3 to 60, 3 to 20, or 3 to 8 carbon atoms.
[0035] As used herein, unless otherwise indicated, the term "alkoxy" or "alkyloxy" means an alkyl group to which an oxo group is bonded, and can have 1 to 60, 1 to 20, or 1 to 6 carbon atoms.
[0036] As used herein, unless otherwise indicated, the term "alkoxy" or "alkyloxy" means an alkyl group to which an oxo group is bonded, and can have 1 to 60, 1 to 20, or 1 to 6 carbon atoms.
[0037] As used herein, unless otherwise indicated, the term "aryl" or "arylene" can each have 6 to 60, 6 to 20, or 6 to 12 carbon atoms, but is not limited thereto. In the present disclosure, aryl or arylene can include monocyclic, ring assemblies, fused polycyclic systems, spiro compounds, and the like. For example, aryl includes, but is not limited to, phenyl, biphenyl, naphthyl, anthryl, indenyl, phenanthryl, triphenylenyl, pyrenyl, , , naphthyl can include 1-naphthyl and 2-naphthyl, and anthryl can include 1-anthryl, 2-anthryl, and 9-anthryl.
[0038] In the present disclosure, unless otherwise indicated, the term "fluorenyl" or "fluorenylene" can mean a monovalent or divalent functional group of fluorene, respectively. "Fluorenyl" or "fluorenylene" can mean a substituted fluorenyl group or a substituted fluorenylene group. "Substituted fluorenyl" or "substituted fluorenylene" can mean a monovalent or divalent functional group of a substituted fluorene. "Substituted fluorene" can mean that at least one of substituents R, R', R'', and R''' is a functional group other than hydrogen, for example, R and R' are each methyl or phenyl. It can include a case in which R and R' are bonded to each other to form a spiro compound together with the carbon to which they are bonded.
[0039]
[0040] As used herein, the term "spiro compound" has a spiro union, and the spiro union means a union of two rings formed to share only one atom. In this case, the atom shared by the two rings can be referred to as a "spiro atom". The compound is defined as "monospiro", "dispiro", or "trispiro" according to the number of spiro atoms in one compound.
[0041] As used herein, the term "heterocyclic group" can include not only aromatic rings such as "heteroaryl group" or "heteroarylene group", but also non-aromatic rings, and unless otherwise specified, means a ring having 2 to 60, 2 to 30, 2 to 20, or 2 to 12 carbon atoms and one or more heteroatoms, but is not limited thereto.
[0042] As used herein, unless otherwise specified, the term "heteroatom" means N, O, S, P, or Si.
[0043] "Heterocyclic group" can mean a monocyclic group, a ring assembly, a fused polycyclic system, or a spiro compound including a heteroatom, for example, dibenzofuranyl, dibenzothiophenyl, or carbazolyl.
[0044] "Heterocyclic group" can include a ring including SO2 instead of carbon forming the ring. For example, "heterocyclic group" can include the following compounds.
[0045]
[0046] As used herein, the term "ring" can include monocyclic and polycyclic rings, can include hydrocarbon rings as well as heterocyclic rings including at least one heteroatom, or can include aromatic rings and non-aromatic rings.
[0047] As used herein, the term "polycyclic ring" can include a ring assembly, a fused polycyclic system, and a spiro compound, can include aromatic compounds as well as non-aromatic compounds, or can include heterocyclic rings including at least one heteroatom as well as hydrocarbon rings.
[0048] As used herein, the term "aliphatic cyclic group" means a cyclic hydrocarbon other than aromatic hydrocarbon, can include monocyclic, ring assembly, fused polycyclic system, and spiro compound, and unless otherwise specified, can mean a ring having 3 to 60 carbon atoms. For example, the fusion of benzene which is an aromatic ring and cyclohexane which is a non-aromatic ring also corresponds to an aliphatic ring.
[0049] As used herein, the term "alkylsilyl group" can mean a monovalent substituent in which three alkyl groups are bonded to a Si atom.
[0050] As used herein, the term "arylsilyl group" can mean a monovalent substituent in which three aryl groups are bonded to a Si atom.
[0051] As used herein, the term "alkylarylsilyl group" can mean a monovalent substituent in which one alkyl group and two aryl groups are bonded to a Si atom or two alkyl groups and one aryl group are bonded to a Si atom.
[0052] As used herein, the term "ring assembly" means two or more ring systems (single ring systems or fused ring systems) are directly connected to each other by a single bond or a double bond. For example, in the case of aryl, biphenyl or terphenyl can be a ring assembly, but is not limited thereto.
[0053] As used herein, the term "fused polycyclic ring system" refers to a fused ring type sharing at least two atoms. For example, in the case of aryl, naphthyl, phenanthryl, or fluorenyl can be a fused polycyclic ring system, but is not limited thereto.
[0054] When a prefix is sequentially named, it can mean that the substituent is listed in the order designated first. For example, arylalkyloxy can mean an alkyloxy group substituted with aryl, alkyloxycarbonyl can mean a carbonyl group substituted with alkyloxy, and arylcarbonylalkenyl can mean an alkenyl group substituted with arylcarbonyl. Arylcarbonyl can be a carbonyl group substituted with aryl.
[0055] Unless explicitly stated otherwise, in the term "substituted" or "unsubstituted" as used herein, "substituted" can mean substituted with one or more substituents selected from the group consisting of halogen; amino; nitrile; nitro; C1 to C 20 alkyl; C1 to C 20 alkoxy; C1 to C 20 alkylamino; C1 to C 20 alkylthiophenyl; C6 to C 20 arylthiophenyl; C2 to C 20 alkenyl; C2 to C 20 alkynyl; C3 to C 20 cycloalkyl; C6 to C 20 aryl; C8 to C 20 arylalkenyl; silyl; boryl; germanyl; and C2 to C 20 heterocyclyl including at least one heteroatom selected from O, N, S, Si, and P, but is not limited to the substituents.
[0056] In the present disclosure, "functional group names" corresponding to aryl, arylene, and heterocyclic groups provided as examples of symbols and substituents thereof can be described with "names of functional groups reflecting valence states", but can also be described with "names of parent compounds". For example, in the case of "phenanthrene" being one type of aryl group, its name can be designated with "phenanthryl (group)" specifying its group such as a monovalent group and "phenanthrylene (group)" being a divalent group, but can also be designated as "phenanthrene" being the name of the parent compound regardless of the valence state. Similarly, pyrimidine can be designated as "pyrimidine" regardless of the valence state or can also be designated as monovalent pyrimidinyl (group) and as divalent pyrimidinylene (group). Thus, in the present disclosure, when the type of a substituent is designated with the name of a parent compound, it can mean an "n-valent group" formed by the separation of a hydrogen atom bonded to a carbon atom and / or a heteroatom of the parent compound.
[0057] Further, unless explicitly stated, the formulae used in the present disclosure can be applied in the same manner as the limitation of substituents by the following formulae.
[0058]
[0059] When a is 0, it means that the substituent R 1 is not present, meaning that a hydrogen is bonded to each of the carbon atoms forming the benzene ring. In this case, the chemical formula or chemical compound can be designated without indicating the hydrogen bonded to the carbon. Further, when a is 1, one substituent R 1 is bonded to any one of the carbon atoms forming the benzene ring, and when a is 2 or 3, it can be bonded as follows. When a is an integer of 4 to 6, it is bonded to the carbons of the benzene ring in a similar manner, and when a is an integer of 2 or more, R 1 may be the same or different.
[0060]
[0061] In the present disclosure, when substituents are bonded to each other to form a ring, it can mean that adjacent groups are bonded to each other to form a monocyclic ring or a fused polycyclic ring, and the monocyclic ring or the fused polycyclic ring can include a heterocyclic ring including at least one heteroatom and a hydrocarbon ring, and can include an aromatic ring and a non-aromatic ring.
[0062] In the present disclosure, an organic light emitting element can mean an assembly between an anode and a cathode or an organic light emitting diode including an anode, a cathode, and an assembly positioned therebetween.
[0063] In some cases, in the present disclosure, an organic light emitting element can mean an organic light emitting diode and a panel including the same, or an electronic device including the panel and a circuit. The electronic device can include, for example, a display device, a light emitting device, a solar cell, a portable or mobile terminal (e.g., a smart phone, a tablet, a PDA, an electronic dictionary, or a PMP), a navigation terminal, a game device, various TVs, and various computer monitors, but is not limited thereto, and can include any type of device including the components.
[0064] Figure 1 A view of an organic light emitting element according to an embodiment of the present disclosure is schematically shown.
[0065] An organic light emitting element 100 according to an embodiment of the present disclosure includes a first electrode 110, a second electrode 120, and an organic material layer 130 positioned between the first electrode 110 and the second electrode 120.
[0066] For example, the first electrode 110 can be an anode electrode, and the second electrode 120 can be a cathode electrode. In another example, the first electrode 110 can be a cathode electrode, and the second electrode 120 can be an anode electrode.
[0067] For example, the first electrode 110 can be a transparent electrode, and the second electrode 120 can be a reflective electrode. In another example, the first electrode 110 can be a reflective electrode, and the second electrode 120 can be a transparent electrode.
[0068] The organic material layer 130 is a layer positioned between the first electrode 110 and the second electrode 120 and containing an organic material and can be composed of a plurality of layers.
[0069] The organic material layer 130 contains an organic compound represented by Chemical Formula 1. The organic compound represented by Chemical Formula 1 is described in detail below.
[0070] The organic material layer 130 can have a multi-layer structure composed of different materials to improve the efficiency and stability of the organic light emitting element 100 and can include a light emitting layer. The organic material layer 130 can further include at least one of a hole injection layer, a hole transport layer, an electron transport layer, and an electron injection layer.
[0071] For example, the organic material layer 130 can include a hole injection layer positioned on the first electrode 110, a hole transport layer positioned on the hole injection layer, a light emitting layer positioned on the hole transport layer, an electron transport layer positioned on the light emitting layer, and an electron injection layer positioned on the electron transport layer. In such an example, the first electrode 110 can be an anode electrode, and the second electrode 120 can be a cathode electrode.
[0072] The light-emitting layer is a layer in which light is emitted when holes and electrons transferred from the first electrode 110 and the second electrode 120 meet, and can include, for example, a host material and a dopant.
[0073] For an organic light-emitting element, lifetime and efficiency can be the most important issues. Efficiency, lifetime, and driving voltage are related to each other. If efficiency is improved, the driving voltage is relatively lowered, so that crystallization of an organic material by Joule heating during driving is reduced, thereby leading to an increase in lifetime.
[0074] The role of the light-emitting layer can be important for enhancing the light-emitting properties of an organic light-emitting element and increasing lifetime. In particular, in order to have high efficiency properties, it is required that a host material of the light-emitting layer has a high triplet energy level, and stability of the material is needed.
[0075] The light-emitting layer can include the organic compound represented by Chemical Formula 1 described above. The organic compound represented by Chemical Formula 1 can be a host compound of the light-emitting layer. For example, the organic compound represented by Chemical Formula 1 can be a phosphorescent host compound of the light-emitting layer.
[0076] The light-emitting layer can further include a host compound different from the organic compound represented by Chemical Formula 1 described above. The type of the host compound that can be additionally included is not particularly limited, and a known host compound can be used.
[0077] Figure 2 A view of an organic light-emitting element according to an embodiment of the disclosure is schematically shown.
[0078] The organic light-emitting element 200 according to an embodiment of the disclosure includes a first electrode 110, a second electrode 120, and an organic material layer 130 positioned between the first electrode 110 and the second electrode 120.
[0079] For example, the first electrode 110 can be an anode electrode, and the second electrode 120 can be a cathode electrode. In another example, the first electrode 110 can be a cathode electrode, and the second electrode 120 can be an anode electrode.
[0080] For example, the first electrode 110 can be a transparent electrode, and the second electrode 120 can be a reflective electrode. In another example, the first electrode 110 can be a reflective electrode, and the second electrode 120 can be a transparent electrode.
[0081] The organic material layer 130 is a layer positioned between the first electrode 110 and the second electrode 120 and including an organic material and can be composed of a plurality of layers.
[0082] The organic material layer 130 includes the organic compound represented by Chemical Formula 1. The organic compound represented by Chemical Formula 1 is described in detail below.
[0083] The organic material layer 130 can include a hole injection layer 231 positioned on the first electrode 110, a hole transport layer 232 positioned on the hole injection layer 231, a light-emitting layer 233 positioned on the hole transport layer 232, an electron transport layer 234 positioned on the light-emitting layer 233, and an electron injection layer 235 positioned on the electron transport layer 234. In such an example, the first electrode 110 can be an anode electrode, and the second electrode 120 can be a cathode electrode. The organic material layer 130 can not include some of the layers shown in FIG. 1 or can include additional functional layers such as a light-emitting auxiliary layer. Figure 2
[0084] The light-emitting layer 233 can include the organic compound represented by Chemical Formula 1 described above.
[0085] The light-emitting layer 233 can include a host compound 2331 and a dopant 2332. The host compound 2331 can be the organic compound represented by Chemical Formula 1 described above. The host compound 2331 can also include another compound different from the organic compound represented by Chemical Formula 1 described above. For example, the host compound 2331 can include the organic compound represented by Chemical Formula 1 and an amine-based compound.
[0086] The type of the dopant 2332 is not particularly limited. For example, the dopant 2332 can be a red phosphorescent dopant. For example, the dopant 2332 can be a metal complex, such as a metal complex of iridium.
[0087] Figure 3 A view of an organic light-emitting element according to an embodiment of the disclosure is schematically shown.
[0088] The organic light-emitting element 300 according to an embodiment of the disclosure includes a first electrode 110, a second electrode 120, and an organic material layer 130 positioned between the first electrode 110 and the second electrode 120.
[0089] For example, the first electrode 110 can be an anode electrode, and the second electrode 120 can be a cathode electrode. In another example, the first electrode 110 can be a cathode electrode, and the second electrode 120 can be an anode electrode.
[0090] For example, the first electrode 110 can be a transparent electrode, and the second electrode 120 can be a reflective electrode. In another example, the first electrode 110 can be a reflective electrode, and the second electrode 120 can be a transparent electrode.
[0091] Referring to FIG. 1, Figure 3 The organic material layer 130 includes a first stack 331, a second stack 332, and a charge generation layer 333 positioned between the first stack 331 and the second stack 332.
[0092] The organic light emitting element 300 can be a series type organic light emitting element including a plurality of stacks each including a light emitting layer. The plurality of light emitting layers can be formed of the same material or different materials. The first stack 331 can include a first light emitting layer 3313. The second stack 332 can include a second light emitting layer 3323. The first light emitting layer 3313 and the second light emitting layer 3323 can be formed of the same material or different materials.
[0093] The first stack 331 can include the first light emitting layer 3313. The first light emitting layer 3313 can include, for example, a first host compound 33131 and a first dopant 33132.
[0094] The first stack 331 can further include at least one of a hole injection layer, a hole transport layer, an electron transport layer, and an electron injection layer.
[0095] For example, the first stack 331 can include a first hole injection layer 3311 positioned on the first electrode 110, a first hole transport layer 3312 positioned on the first hole injection layer 3311, a first light emitting layer 3313 positioned on the first hole transport layer 3312, a first electron transport layer 3314 positioned on the first light emitting layer 3313, and a first electron injection layer 3315 positioned on the first electron transport layer 3314. In such an example, the first electrode 110 can be an anode electrode, and the second electrode 120 can be a cathode electrode. The first stack 331 can not include Figure 3 Some of the layers shown in FIG. 1A or FIG. 1B can be omitted or additional functional layers such as a light emitting auxiliary layer can be included.
[0096] The first light emitting layer 3313 can include the organic compound represented by Chemical Formula 1 described above.
[0097] The first light emitting layer 3313 can include the first host compound 33131 and the first dopant 33132. The first host compound 33131 can be the organic compound represented by Chemical Formula 1 described above. The first host compound 33131 can further include another compound different from the organic compound represented by Chemical Formula 1 described above. For example, the first host compound 33131 can include the organic compound represented by Chemical Formula 1 and an amine-based compound.
[0098] The type of the first dopant 33132 is not particularly limited. For example, the first dopant 33132 can be a red phosphorescent dopant. For example, the first dopant 33132 can be a metal complex, for example, a metal complex of iridium.
[0099] The second stack 332 can include a second light-emitting layer 3323. The second light-emitting layer 3323 can include, for example, a second host compound and a second dopant.
[0100] The second stack 332 can further include at least one of a hole injection layer, a hole transport layer, an electron transport layer, and an electron injection layer.
[0101] For example, the second stack 332 can include a second hole injection layer 3321 positioned on the first electrode 110, a second hole transport layer 3322 positioned on the second hole injection layer 3321, a second light-emitting layer 3323 positioned on the second hole transport layer 3322, a second electron transport layer 3324 positioned on the second light-emitting layer 3323, and a second electron injection layer 3325 positioned on the second electron transport layer 3324. In such an example, the first electrode 110 can be an anode electrode, and the second electrode 120 can be a cathode electrode. The second stack 332 can not include Figure 3 Some of the layers illustrated in FIG. 2 can be included or additional functional layers such as a light-emitting auxiliary layer can be included.
[0102] The second light-emitting layer 3323 can emit light of the same color or a different color from light emitted by the first light-emitting layer 3313. In the present disclosure, it is meant that light-emitting layers emit light of the same color not only light of a color having the same color coordinates, but also light of colors similar to each other that are classified as pixels representing the same color in the technical field of the present disclosure.
[0103] The second light-emitting layer 3323 can include a second host compound and a second dopant.
[0104] The type of the second host compound is not particularly limited. The second host compound can be the same as or different from the first host compound 33131.
[0105] The type of the second dopant is not particularly limited. The second dopant can be the same as or different from the first dopant 33132.
[0106] In an embodiment of the present disclosure, the second light-emitting layer 3323 can emit light of the same color as light emitted by the first light-emitting layer 3313. In the above-described embodiment, the second light-emitting layer 3323 can include the organic compound represented by Chemical Formula 1 described above.
[0107] In an embodiment in which the first light-emitting layer 3313 and the second light-emitting layer 3323 emit light of the same color, the second host compound can be the organic compound represented by Chemical Formula 1 described above. The second host compound can further include another compound different from the organic compound represented by Chemical Formula 1 described above. For example, the second host compound can include the organic compound represented by Chemical Formula 1 and an amine-based compound.
[0108] In an embodiment in which the first light-emitting layer 3313 and the second light-emitting layer 3323 emit light of the same color, the type of the second dopant is not particularly limited and can be the same as the first dopant 33132. For example, the second dopant can be a red phosphorescent dopant. For example, the second dopant can be a metal complex, such as a metal complex of iridium.
[0109] The charge generation layer 333 can be formed between the plurality of light-emitting layers to smoothly distribute charges, thereby improving current efficiency of the light-emitting layers. Accordingly, the charge generation layer 333 is positioned between the first stack 331 including the first light-emitting layer 3313 and the second stack 332 including the second light-emitting layer 3323.
[0110] The charge generation layer 333 can include a p-type charge generation layer and an n-type charge generation layer to smoothly distribute charges. When the first electrode 110 is an anode electrode, and the second electrode 120 is a cathode electrode, the p-type charge generation layer can be positioned on one side of the cathode electrode, and the n-type charge generation layer can be positioned on one side of the anode electrode.
[0111] Although Figure 3 A series-type organic light-emitting element including two stacks is illustrated, but embodiments of the present disclosure are not limited thereto, but can include a series-type organic light-emitting element including two or more stacks. When the organic light-emitting element 300 includes an additional stack, an additional charge generation layer can be positioned between the additional stack and the first stack 331 or the second stack 332 adjacent thereto.
[0112] Figure 4 A view of an organic light-emitting element according to an embodiment of the present disclosure is schematically illustrated.
[0113] The organic light-emitting element 400 according to an embodiment of the present disclosure includes a first electrode 110, a second electrode 120, and an organic material layer 130 positioned between the first electrode 110 and the second electrode 120.
[0114] For example, the first electrode 110 can be an anode electrode, and the second electrode 120 can be a cathode electrode. In another example, the first electrode 110 can be a cathode electrode, and the second electrode 120 can be an anode electrode.
[0115] For example, the first electrode 110 can be a transparent electrode, and the second electrode 120 can be a reflective electrode. In another example, the first electrode 110 can be a reflective electrode, and the second electrode 120 can be a transparent electrode.
[0116] Referring to Figure 4 The organic material layer 130 includes a first stack 431, a second stack 432, a third stack 433, a first charge generation layer 434 positioned between the first stack 431 and the second stack 432, and a second charge generation layer 435 positioned between the second stack 432 and the third stack 433. In Figure 4 In the embodiment shown in FIG. 1, the second stack 432 is positioned between the first stack 431 and the third stack 433, but embodiments of the present disclosure including three stacks are not limited to this structure, and the positions of the first stack 431, the second stack 432, and the third stack 433 can be exchanged with each other.
[0117] The organic light emitting element 400 can be a series type organic light emitting element including a plurality of stacks each including a light emitting layer. The plurality of light emitting layers can be formed of the same material or different materials.
[0118] The first stack 431 can include a first light emitting layer 4313. The first light emitting layer 4313 can include, for example, a first host compound 43131 and a first dopant 43132.
[0119] The first stack 431 can further include at least one of a hole injection layer, a hole transport layer, an electron transport layer, and an electron injection layer.
[0120] For example, the first stack 431 can include a first hole injection layer 4311 positioned on the first electrode 110, a first hole transport layer 4312 positioned on the first hole injection layer 4311, a first light emitting layer 4313 positioned on the first hole transport layer 4312, a first electron transport layer 4314 positioned on the first light emitting layer 4313, and a first electron injection layer 4315 positioned on the first electron transport layer 4314. In such an example, the first electrode 110 can be an anode electrode, and the second electrode 120 can be a cathode electrode. The first stack 431 can not include Figure 4 Some of the layers shown in FIG. 1 can not be included or can include additional functional layers such as a light emitting auxiliary layer.
[0121] The first light emitting layer 4313 can include the organic compound represented by Chemical Formula 1 described above.
[0122] The first light-emitting layer 4313 can include a first host compound 43131 and a first dopant 43132. The first host compound 43131 can be the organic compound represented by Chemical Formula 1 described above. The first host compound 43131 can also include another compound different from the organic compound represented by Chemical Formula 1 described above. For example, the first host compound 43131 can include the organic compound represented by Chemical Formula 1 and an amine-based compound.
[0123] The type of the first dopant 43132 is not particularly limited. For example, the first dopant 43132 can be a red phosphorescent dopant. For example, the first dopant 43132 can be a metal complex, such as an iridium metal complex.
[0124] The second stack 432 can include a second light-emitting layer 4323. The second light-emitting layer 4323 can include, for example, a second host compound and a second dopant.
[0125] The second stack 432 can further include at least one of a hole injection layer, a hole transport layer, an electron transport layer, and an electron injection layer.
[0126] For example, the second stack 432 can include a second hole injection layer 4321 positioned on the first electrode 110, a second hole transport layer 4322 positioned on the second hole injection layer 4321, a second light-emitting layer 4323 positioned on the second hole transport layer 4322, a second electron transport layer 4324 positioned on the second light-emitting layer 4323, and a second electron injection layer 4325 positioned on the second electron transport layer 4324. In such an example, the first electrode 110 can be an anode electrode, and the second electrode 120 can be a cathode electrode. The second stack 432 can not include Figure 4 Some of the layers shown in FIG. 12 can not be included, or additional functional layers such as a light-emitting auxiliary layer can be included.
[0127] The second light-emitting layer 4323 can emit light of the same color or a different color from the light emitted by the first light-emitting layer 4313.
[0128] The second light-emitting layer 4323 can include a second host compound and a second dopant.
[0129] The type of the second host compound is not particularly limited. The second host compound can be the same as or different from the first host compound 43131.
[0130] The type of the second dopant is not particularly limited. The second dopant can be the same as or different from the first dopant 43132.
[0131] In an embodiment of the disclosure, the second light-emitting layer 4323 can emit light of the same color as light emitted by the first light-emitting layer 4313. In the above-described embodiment, the second light-emitting layer 4323 can include the organic compound represented by Chemical Formula 1 described above.
[0132] In an embodiment in which the first light-emitting layer 4313 and the second light-emitting layer 4323 emit light of the same color, the second host compound can be the organic compound represented by Chemical Formula 1 described above. The second host compound can also include another compound different from the organic compound represented by Chemical Formula 1 described above. For example, the second host compound can include the organic compound represented by Chemical Formula 1 and an amine-based compound.
[0133] In an embodiment in which the first light-emitting layer 4313 and the second light-emitting layer 4323 emit light of the same color, the type of the second dopant is not particularly limited and can be the same as the first dopant 43132. For example, the second dopant can be a red phosphorescent dopant. For example, the second dopant can be a metal complex, such as a metal complex of iridium.
[0134] The third stack 433 can include a third light-emitting layer 4333. The third light-emitting layer 4333 can include, for example, a third host compound and a third dopant.
[0135] The third stack 433 can further include at least one of a hole injection layer, a hole transport layer, an electron transport layer, and an electron injection layer.
[0136] For example, the third stack 433 can include a third hole injection layer 4331 positioned on the first electrode 110, a third hole transport layer 4332 positioned on the third hole injection layer 4331, a third light-emitting layer 4333 positioned on the third hole transport layer 4332, a third electron transport layer 4334 positioned on the third light-emitting layer 4333, and a third electron injection layer 4335 positioned on the third electron transport layer 4334. In such an example, the first electrode 110 can be an anode electrode, and the second electrode 120 can be a cathode electrode. The third stack 433 can not include Figure 4 Some of the layers shown in FIG. 13A or FIG. 13B can be omitted or additional functional layers such as a light-emitting auxiliary layer can be included.
[0137] The third light-emitting layer 4333 can emit light of the same color or a different color from light emitted by the first light-emitting layer 4313.
[0138] The third light-emitting layer 4333 can include a third host compound and a third dopant.
[0139] The type of the third host compound is not particularly limited. The third host compound can be the same as or different from the first host compound 43131.
[0140] The type of the third dopant is not particularly limited. The third dopant can be the same as or different from the first dopant 43132.
[0141] In an embodiment of the disclosure, the third light-emitting layer 4333 can emit light of the same color as light emitted by the first light-emitting layer 4313. In the above-described embodiment, the third light-emitting layer 4333 can include the above-described organic compound represented by Chemical Formula 1.
[0142] In an embodiment in which the first light-emitting layer 4313 and the third light-emitting layer 4333 emit light of the same color, the third host compound can be the above-described organic compound represented by Chemical Formula 1. The third host compound can further include another compound different from the above-described organic compound represented by Chemical Formula 1. For example, the third host compound can include the organic compound represented by Chemical Formula 1 and an amine-based compound.
[0143] In an embodiment in which the first light-emitting layer 4313 and the third light-emitting layer 4333 emit light of the same color, the type of the third dopant is not particularly limited and can be the same as the first dopant 43132. For example, the third dopant can be a red phosphorescent dopant. For example, the third dopant can be a metal complex, such as a metal complex of iridium.
[0144] Accordingly, one of the first host compound 43131, the second host compound, and the third host compound can include the above-described organic compound represented by Chemical Formula 1. Two of the first host compound 43131, the second host compound, and the third host compound can include the above-described organic compound represented by Chemical Formula 1. All of the first host compound 43131, the second host compound, and the third host compound can include the above-described organic compound represented by Chemical Formula 1. When two or more light-emitting layers including a host compound including the organic compound represented by Chemical Formula 1 are present, the two or more light-emitting layers can emit light of the same color.
[0145] The first dopant 33132, the second dopant, and the third dopant can be the same as or different from each other.
[0146] Since the first stack 431, the second stack 432, and the third stack 433 are configured as described above, holes and electrons transferred from the first electrode 110 and the second electrode 120 meet at the first light-emitting layer 4313, the second light-emitting layer 4323, and the third light-emitting layer 4333, thereby emitting light.
[0147] The first charge generation layer 434 and the second charge generation layer 435 can be formed between the plurality of light emitting layers to smoothly distribute charges, thereby improving current efficiency of the light emitting layers. Accordingly, the first charge generation layer 434 can be positioned between the first stack 431 including the first light emitting layer 4313 and the second stack 432 including the second light emitting layer 4323, and the second charge generation layer 435 can be positioned between the second stack 432 including the second light emitting layer 4323 and the third stack 433 including the third light emitting layer 4333.
[0148] The first charge generation layer 434 and the second charge generation layer 435 can include a p-type charge generation layer and an n-type charge generation layer to smoothly distribute charges. When the first electrode 110 is an anode electrode and the second electrode 120 is a cathode electrode, the p-type charge generation layer can be positioned on one side of the cathode electrode, and the n-type charge generation layer can be positioned on one side of the anode electrode.
[0149] The first charge generation layer 434 and the second charge generation layer 435 can be the same as or different from each other. The first charge generation layer 434 and the second charge generation layer 435 can be formed of the same material or different materials.
[0150] The above-described organic compound represented by Chemical Formula 1 is described below.
[0151] The above-described organic compound represented by Chemical Formula 1 can be represented by Chemical Formula 1 as follows.
[0152] [Chemical Formula 1]
[0153]
[0154] In Chemical Formula 1, X can be O or S.
[0155] R1 to R6 can each independently be selected from hydrogen; halogen; cyano; nitro; C6 to C 60 aryl; fluorenyl; a fused ring group including at least one heteroatom selected from O, N, S, Si, and P; C2 to C 60 heterocyclyl; C3 to C 60 aliphatic ring; and C6 to C 60 aromatic ring; C1 to C 50 alkyl; C2 to C 20 alkenyl; C2 to C 20 alkynyl; C1 to C 30 alkoxy; and C6 to C 30 aryloxy.
[0156] When one or more of R1 to R6 is aryl, the aryl can be C6 to C 30 aryl, C6 to C 20aryl, or C6 to C 12 aryl.
[0157] When one or more of R1to R6is a heterocyclic group, the heterocyclic group can be a C2 to C 30 heterocyclic group, C2 to C 20 heterocyclic group, or C2 to C 12 heterocyclic group.
[0158] L can be selected from a single bond; C6 to C 60 arylene; fluorenylene; C2 to C 60 heterocyclic group; and C3 to C 60 aliphatic ring and C6 to C 60 aromatic ring.
[0159] When L is arylene, the arylene can be C6 to C 30 arylene, C6 to C 20 arylene, or C6 to C 12 arylene.
[0160] When L is a heterocyclic group, the heterocyclic group can be C2 to C 30 heterocyclic group, C2 to C 20 heterocyclic group, or C2 to C 12 heterocyclic group.
[0161] The aryl group, fluorenyl group, heterocyclic group, fused ring group, alkyl group, alkenyl group, alkynyl group, alkoxy group, aryloxy group, arylene group, and fluorenylene group can each be further substituted with one or more substituents selected from the group consisting of a nitro group; a cyano group; a halogen; an amino group; a C1 to C 20 alkoxy group; C1 to C 20 alkylthio group; C1 to C 20 alkyl group; C2 to C 20 alkenyl group; C2 to C 20 alkynyl group; C6 to C 20 aryl group; fluorenyl group; C2 to C 20 heterocyclic group; C3 to C 20 cycloalkyl group; C7 to C 20 arylalkyl group; and C8 to C 20 arylalkenyl group.
[0162] One or more of the hydrogen atoms included in the organic compound represented by Chemical Formula 1 can be substituted with deuterium or tritium.
[0163] By including the above-described organic compound represented by Chemical Formula 1, the organic light emitting element can have high efficiency or long lifespan.
[0164] The organic compound represented by Chemical Formula 1 can be represented by any one of the following Chemical Formulas 2-1 to 2-4.
[0165] [Chemical Formula 2-1]
[0166]
[0167] [Chemical Formula 2-2]
[0168]
[0169] [Chemical Formula 2-3]
[0170]
[0171] [Chemical Formula 2-4]
[0172]
[0173] In Chemical Formulas 2-1 to 2-4, X, R1 to R6, and L can be the same as defined in Chemical Formula 1.
[0174] One or more of the hydrogen atoms included in the organic compounds represented by Chemical Formulas 2-1 to 2-4 can be substituted with deuterium or tritium.
[0175] The organic compound represented by Chemical Formula 1 can be represented by any one of the following Chemical Formulas 3-1 to 3-8.
[0176] [Chemical Formula 3-1]
[0177]
[0178] [Chemical Formula 3-2]
[0179]
[0180] [Chemical Formula 3-3]
[0181]
[0182] [Chemical Formula 3-4]
[0183]
[0184] [Chemical Formula 3-5]
[0185]
[0186] [Chemical Formula 3-6]
[0187]
[0188] [Chemical Formula 3-7]
[0189]
[0190] [Chemical Formula 3-8]
[0191]
[0192] In Chemical Formulas 3-1 to 3-8, X, R1 to R6, and L can be the same as defined in Chemical Formula 1.
[0193] One or more of hydrogen atoms included in the organic compounds represented by Chemical Formulas 3-1 to 3-8 can be replaced with deuterium or tritium.
[0194] The organic compound represented by Chemical Formula 1 is one or more of the following organic compounds.
[0195]
[0196]
[0197]
[0198]
[0199]
[0200]
[0201]
[0202]
[0203]
[0204]
[0205] One or more of hydrogen atoms included in HAC1 to HAC200 can be replaced with deuterium or tritium.
[0206] Examples of manufacturing the organic light emitting element according to the embodiments of the present disclosure are described in detail below with reference to the embodiments of the present disclosure, but the embodiments of the present disclosure are not limited to the following embodiments.
[0207] Examples of preparing compounds
[0208] The organic compound represented by Chemical Formula 1 can be prepared by preparing a final compound according to the following synthesis method.
[0209] 1. Synthesis of intermediates
[0210] Reaction Scheme 1
[0211]
[0212] Synthesis of Intermediate B
[0213] Compound A (1.0 eq), compound B (1.2 eq), tetrakis(triphenylphosphine)palladium(0) (0.02 eq), toluene, ethanol and 4M K2CO3 (2 eq) were put into a round bottom flask and stirred under reflux for 12 hours. After completion of the reaction, the reaction solution was separated into layers to recover the organic layer, which was then filtered through silica gel to remove impurities. The filtered reaction solution was concentrated under reduced pressure to obtain a crude product. The obtained crude material was subjected to column separation, thereby obtaining intermediate B in a yield of 72%.
[0214] Synthesis of Intermediate C
[0215] Intermediate B (1 eq), triphenylphosphine (2.5 eq) and dichlorobenzene were put into a round bottom flask and stirred under reflux for 8 hours. After completion of the reaction, the reaction solution was concentrated under reduced pressure and washed with methanol, thereby obtaining intermediate C in a yield of 61%.
[0216] Synthesis of Intermediate D
[0217] Compound C (1 eq), intermediate C (1.1 eq), copper (0.2 eq), K2CO3 (1.5 eq) and nitrobenzene were put into a round bottom flask and stirred under reflux for 24 hours. After completion of the reaction, the reaction solution was cooled, washed with EA (ethyl acetate) / H2O, and the organic layer was recovered by layer separation, which was then concentrated under reduced pressure, thereby obtaining a crude material. The obtained crude material was subjected to column separation, thereby obtaining intermediate D in a yield of 63%.
[0218] Synthesis of Intermediate E
[0219] Intermediate D (1 eq) and anhydrous THF were put into a round bottom flask and stirred under a nitrogen atmosphere. Methylmagnesium bromide (2.4 eq) was diluted in 100 ml of anhydrous THF into the reaction solution, slowly added dropwise and stirred for 6 hours. After completion of the reaction, 10% aqueous NH4Cl solution was added to the reaction solution, stirred for 1 hour, then separated by EA to recover the organic layer and distilled under reduced pressure, thereby obtaining intermediate E in a yield of 70%.
[0220] Synthesis of Intermediate F
[0221] Intermediate E (1 eq), hydrochloric acid (1.5 eq), and acetic acid were put into a round bottom flask and stirred, heated under reflux for 2 hours. After the completion of the reaction, the reaction solution was poured into distilled water, and then the precipitated crystals were filtered. The precipitated crystals were dissolved in MC (dichloromethane), dried with MgSO4, and reprecipitated using MC and ethanol, to obtain Intermediate F in a yield of 85%.
[0222] (6) Synthesis of Intermediate G
[0223] Intermediate F (1 eq), bis(pinacolato)diboron (1.5 eq), [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (0.02 eq), KOAc (potassium acetate) (2 eq), and 1,4-dioxane were put into a round bottom flask. The reaction solution was raised in temperature and stirred under reflux for 12 hours. After the completion of the reaction, the reaction solution was cooled to room temperature and filtered with a celite filter, and then the celite filter was washed with CHCl3(chloroform). The filtrate was distilled under reduced pressure and recrystallized with EA, to obtain Intermediate G in a yield of 72%.
[0224] 2. Synthesis of Product
[0225] Reaction Scheme 2
[0226]
[0227] Compound H (halogenated compound, 1.0 eq), Intermediate G (1.2 eq), tetrakis(triphenylphosphine)palladium(0) (0.02 eq), and 4M K2CO3(potassium carbonate) (2 eq) were put into a round bottom flask, and toluene and ethanol were added as solvents, and then stirred under reflux for 12 hours. After the completion of the reaction, the reaction solution was filtered to obtain a crude material. The obtained crude material was subjected to column separation, to obtain the product in a yield of 70%.
[0228] Manufacturing Evaluation of Organic Light Emitting Element
[0229] 1. Comparative Example 1
[0230] An anode, a 50 nm hole injection layer, a 1000 nm hole transport layer, a 250 nm light emitting layer, a 300 nm electron transport layer, a 20 nm electron injection layer, and a 1000 nm cathode were formed on a substrate to manufacture an organic light emitting element having a single structure as shown in Table 1 below. All characteristics of the organic light emitting element manufactured in the present disclosure were evaluated at room temperature using a constant current source and a luminometer.
[0231] [Table 1]
[0232]
[0233] The compound used in Comparative Example 1 is as follows.
[0234]
[0235]
[0236] 2. Embodiments 1 to 29
[0237] An organic light emitting element was manufactured in the same manner as in Comparative Example 1, except that the material shown in Table 2 below was used instead of EM2 of the light emitting layer.
[0238] [Table 2]
[0239]
[0240]
[0241] Referring to Table 2, it can be seen that the organic light emitting element including the light emitting layer including the organic compound according to the embodiments of the present disclosure has better efficiency or lifespan and lower driving voltage than the organic light emitting element of Comparative Example 1.
[0242] In Comparative Example 1, a double-carbazole-based compound having quinazoline as a substituent was used as the host compound of the light emitting layer. On the other hand, the organic compound used in the embodiments of the present disclosure contains quinazoline as a substituent as applied to the compound of Comparative Example 1, but the organic compound according to the embodiments of the present disclosure contains a core having a completely different structure from the double-carbazole-based core of Comparative Example 1.
[0243] The organic compound according to the embodiments of the present disclosure uses quinazoline as a substituent as applied in Comparative Example 1, but contains a core having a completely different structure from the double-carbazole-based core. Therefore, in the embodiments of the present disclosure, the driving voltage is reduced by up to 0.17 V, the efficiency is increased by up to 128%, and the lifespan is increased by up to 135% as compared with Comparative Example 1.
[0244] When the organic compound represented by Chemical Formula 1 of the present disclosure is applied to the light emitting layer of an organic light emitting device, an organic light emitting device having low driving voltage and high efficiency and long lifespan without affecting the light emitting characteristics of the device can be provided.
[0245] The above description has been presented to enable any person skilled in the art to make and use the disclosed concepts, and the above description has been provided in the context of particular applications and their requirements. Various modifications, additions and substitutions to the described embodiments can occur to those skilled in the art without departing from the spirit and scope of the disclosed concepts, and the general principles defined herein can be applied to other embodiments and applications without departing from the spirit and scope of the disclosed concepts. The above description and drawings are illustrative of the disclosed concepts and are not to be construed as limiting thereof. That is, the disclosed embodiments are intended to illustrate the scope of the disclosed concepts. Therefore, the scope of the disclosed concepts is not limited to the embodiments shown but is intended to cover all modifications that are within the scope of the claims. The scope of the disclosed concepts should be interpreted based on the appended claims, and all technical ideas within the scope of equivalents thereof should be construed as included in the scope of the disclosed concepts.
Claims
1. An organic compound represented by the following Chemical Formula 1: [Chemical Formula 1] wherein in Chemical Formula 1, X is O or S, R1is selected from hydrogen; halo; cyano; C6to C10aryl; heterocyclyl selected from dibenzofuranyl, dibenzothiophenyl or carbazolyl; and C1to C6alkyl, 20 R1is selected from hydrogen; halo; cyano; C6to C10aryl; heterocyclyl selected from dibenzofuranyl, dibenzothiophenyl or carbazolyl; and C1to C6alkyl, 20 R1is selected from hydrogen; halo; cyano; C6to C10aryl; heterocyclyl selected from dibenzofuranyl, R2to R4are each independently selected from hydrogen; halogen; cyano; and Ci to C4alkyl, 20 alkyl, R5to R6are each independently selected from the group consisting of C1to C4alkyl, 20 alkyl, L is selected from the group consisting of a single bond; and C6to C10aryl, optionally substituted with one or more R1groups; 20 heteroaryl, and each of said aryl and said heterocyclyl is optionally further substituted by one or more substituents selected from cyano; halo; amino; Ci to C4alkyl; C1to C4alkoxy; and C1to C4haloalkyl; and 20 alkyl and C6to C 20 aryl. 2.The organic compound according to claim 1, wherein the organic compound represented by the Chemical Formula 1 is represented by any one of the following Chemical Formulas 2-1 to 2-4: [Chemical Formula 2-1] [Chemical Formula 2-2] [Chemical Formula 2-3] [Chemical Formula 2-4] wherein in Chemical Formulas 2-1 to 2-4, X, R1 to R6, and L are the same as defined in Chemical Formula 1. 3.The organic compound according to claim 1, wherein the organic compound represented by the Chemical Formula 1 is represented by any one of the following Chemical Formulas 3-1 to 3-8: [Chemical Formula 3-1] [Chemical Formula 3-2] [Chemical Formula 3-3] [Chemical Formula 3-4] [Chemical Formula 3-5] [Chemical Formula 3-6] [Chemical Formula 3-7] [Chemical Formula 3-8] wherein in Chemical Formulas 3-1 to 3-8, X, R1 to R6, and L are the same as defined in Chemical Formula 1. 4.The organic compound according to claim 1, wherein the organic compound represented by the Chemical Formula 1 is one or more of the following organic compounds: 5.An organic light emitting element comprising: a first electrode; a second electrode; and an organic material layer positioned between the first electrode and the second electrode, and wherein the organic material layer comprises an organic compound represented by the following Chemical Formula 1: [Chemical Formula 1] wherein in Chemical Formula 1, X is O or S, R1is selected from hydrogen; halo; cyano; C6to C10aryl; heterocyclyl selected from dibenzofuranyl, dibenzothiophenyl or carbazolyl; and C1to C6alkyl, 20 R1is selected from hydrogen; halo; cyano; C6to C10aryl; heterocyclyl selected from dibenzofuranyl, dibenzothiophenyl or carbazolyl; and C1to C6alkyl, 20 R1is selected from hydrogen; halo; cyano; C6to C10aryl; heterocyclyl selected from dibenzofuranyl, R2to R4are each independently selected from hydrogen; halogen; cyano; and Ci to C4alkyl, 20 alkyl, R5 to R6 are each independently selected from C1 to C6. 20 alkyl, L is selected from the group consisting of a single bond; and C6to C10aryl, optionally substituted with one or more R1groups; 20 heteroaryl, and each of said aryl and said heterocyclyl is optionally further substituted by one or more substituents selected from cyano; halo; amino; Ci to C4alkyl; C1to C4alkoxy; and C1to C4haloalkyl; and 20 alkyl and C6to C 20 aryl. 6.The organic light emitting element according to claim 5, wherein the organic compound represented by the Chemical Formula 1 is represented by any one of the following Chemical Formulas 2-1 to 2-4: [Chemical Formula 2-1] [Chemical Formula 2-2] [Chemical Formula 2-3] [Chemical Formula 2-4] wherein in Chemical Formulas 2-1 to 2-4, X, R1 to R6, and L are the same as defined in Chemical Formula 1. 7.The organic light emitting element according to claim 5, wherein the organic compound represented by the Chemical Formula 1 is represented by any one of the following Chemical Formulas 3-1 to 3-8: [Chemical Formula 3-1] [Chemical Formula 3-2] [Chemical Formula 3-3] [Chemical Formula 3-4] [Chemical Formula 3-5] [Chemical Formula 3-6] [Chemical Formula 3-7] [Chemical Formula 3-8] wherein in Chemical Formulas 3-1 to 3-8, X, R1 to R6, and L are the same as defined in Chemical Formula 1. 8.The organic light emitting element according to claim 5, wherein the organic compound represented by the Chemical Formula 1 is one or more of the following organic compounds: 9.The organic light emitting element according to claim 5, wherein the organic material layer comprises a light emitting layer, and wherein the light emitting layer comprises the organic compound. 10.The organic light emitting element according to claim 9, wherein the organic material layer comprises at least one layer of a hole injection layer, a hole transport layer, an electron transport layer, and an electron injection layer. 11.The organic light emitting element according to claim 9, wherein the organic compound is a host compound of the light emitting layer.
12. The organic light-emitting element according to claim 11, wherein the light-emitting layer further comprises a host compound different from the organic compound.
13. The organic light-emitting element according to claim 5, wherein the organic material layer comprises a first stack and a second stack, the first stack comprising a first light-emitting layer, the second stack comprising a second light-emitting layer.
14. The organic light-emitting element according to claim 13, wherein the first light-emitting layer comprises the organic compound.
15. The organic light-emitting element according to claim 14, wherein the organic compound is a host compound of the first light-emitting layer.
16. The organic light-emitting element according to claim 15, wherein the first light-emitting layer further comprises a host compound different from the organic compound.
Citation Information
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