Organic light emitting device and electronic device including the same
By introducing a first exciton quenching layer into the organic light emitting device and adjusting the triplet state concentration using the first quenching material, the problem of insufficient luminescence efficiency and service life caused by triplet state excitons in the prior art is solved, and more efficient light emission and longer service life are achieved.
Patent Information
- Application Number
- CN202010083881.3
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- Priority Date
- 2019-02-15
- Filing Date
- 2020-02-10
- Publication Date
- 2025-06-10
- Estimated Expiration
- 2040-02-10
AI Technical Summary
The existing organic light emitting devices have shortcomings in terms of luminous efficiency and service life, especially due to the reduction in efficiency and shortening of life due to the presence of triplet excitons.
An organic light emitting device structure is adopted including a first emission layer, a second emission layer and a first exciton quenching layer, wherein the first exciton quenching layer comprises a first quenching material for adjusting the triplet state concentration and preventing it from participating in light emission.
By introducing the first exciton quenching layer, the triplet state concentration in the emitting layer can be appropriately adjusted, unnecessary consumption of the triplet state can be prevented, and thus the luminous efficiency and service life of the organic light emitting device can be improved.
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Figure CN111584720B_ABST
Abstract
Description
[0001] Cross - reference to related applications
[0002] This application claims the priority and benefit of Korean Patent Application No. 10 - 2019 - 0017966, filed on February 15, 2019, which is incorporated herein by reference in its entirety for all purposes as if fully set forth herein. Technical field
[0003] One or more exemplary embodiments relate to an organic light - emitting device and an electronic device including the organic light - emitting device. Background art
[0004] An organic light - emitting device is a self - emissive device that generates full - color images. Compared with devices in the art, they have a wide viewing angle, high contrast, short response time, and excellent characteristics in terms of brightness, driving voltage, and response speed.
[0005] An organic light - emitting device may include a first electrode disposed on a substrate, and a hole - transport region, an emission layer, an electron - transport region, and a second electrode sequentially disposed on the first electrode. Holes provided by the first electrode may move to the emission layer through the hole - transport region, and electrons provided by the second electrode may move to the emission layer through the electron - transport region. Carriers (e.g., holes and electrons) recombine in the emission layer to generate excitons.
[0006] According to electron spin statistics, singlet excitons and triplet excitons are formed in a ratio of 1:3. Among these excitons, transitions occur between singlet excitons and triplet excitons due to intersystem crossing (ISC) or triplet - triplet fusion (TTF). In the case of a device using a fluorescent emitter, light is formed when singlet excitons transition from an excited state to a ground state, and in the case of a device using a phosphorescent emitter, light is formed when triplet excitons transition from an excited state to a ground state.
[0007] The above information disclosed in this background art section is only for understanding the background of the inventive concept, and thus, it may contain information that does not constitute prior art. Summary of the invention
[0008] A device constructed according to an exemplary embodiment of the present invention includes an organic light - emitting device and an electronic device including the organic light - emitting device.
[0009] Additional features of the inventive concept will be set forth in the following description, and in part will be apparent from the description, or may be learned by practice of the inventive concept.
[0010] Exemplary embodiments of the inventive concept include an organic light emitting device having: an anode; a cathode; and an organic layer between the anode and the cathode and including an emission region. The emission region includes a first emission layer, a second emission layer, and a first exciton quenching layer. The first emission layer includes a first host and a first dopant, the second emission layer includes a second host and a second dopant, and the first exciton quenching layer is provided between the first emission layer and the second emission layer and includes a first quenching material.
[0011] Another exemplary embodiment of the inventive concept includes an electronic device having: a thin film transistor including a source electrode, a drain electrode, and an active layer; and the organic light emitting device. The anode or the cathode of the organic light emitting device is electrically connected to one of the source electrode and the drain electrode of the thin film transistor.
[0012] It should be understood that both the foregoing general description and the following detailed description are exemplary and explanatory and are intended to provide further explanation of the claimed invention. BRIEF DESCRIPTION OF THE DRAWINGS
[0013] The drawings are included to provide a further understanding of the present invention, and are incorporated in and constitute a part of this specification. The drawings illustrate exemplary embodiments of the present invention and, together with the description, serve to explain the inventive concept.
[0014] Figure 1 is a schematic view of an organic light emitting device according to an exemplary embodiment. DETAILED DESCRIPTION
[0015] In the following description, for purposes of explanation, numerous specific details are set forth in order to provide a thorough understanding of various exemplary embodiments or implementations of the present invention. As used herein, "embodiment" and "implementation" are interchangeable words that are non-limiting examples of a device or method that employs one or more of the inventive concepts disclosed herein. However, it will be apparent that the various exemplary embodiments may be practiced without these specific details or with one or more equivalent arrangements. In other instances, well-known structures and devices are shown in block diagram form to avoid unnecessarily obscuring the various exemplary embodiments. Further, the various exemplary embodiments may be different, but not necessarily exclusive. For example, the specific shape, configuration, and characteristics of an exemplary embodiment may be used or implemented in another exemplary embodiment without departing from the inventive concept.
[0016] Unless otherwise stated, the illustrated exemplary embodiments are understood to provide exemplary features of various details of some ways in which the inventive concept may be practiced in practice. Thus, unless otherwise stated, features, components, modules, layers, films, panels, regions, and / or aspects, etc. (hereinafter, individually or collectively referred to as "elements") of the various embodiments may be combined, separated, interchanged, and / or rearranged in other ways without departing from the inventive concept.
[0017] In the drawings, for clarity and / or descriptive purposes, the sizes and relative sizes of elements may be exaggerated. When the exemplary embodiments may be implemented differently, the specific process order may be performed differently from the order described. For example, two consecutively described processes may be performed substantially simultaneously or in an order opposite to the described order. In addition, the same reference numerals denote the same elements.
[0018] When an element such as a layer is referred to as being "on," "connected to," or "coupled to" another element or layer, it may be directly on, directly connected to, or directly coupled to the other element or layer, or there may be intervening elements or layers. However, when an element or layer is referred to as being "directly on," "directly connected to," or "directly coupled to" another element or layer, there are no intervening elements or layers. For this reason, the term "connected" may refer to physical connection, electrical connection, and / or fluid connection, with or without intervening elements. For the purposes of the present disclosure, "at least one of X, Y, and Z" and "at least one selected from the group consisting of X, Y, and Z" may be construed to mean only X, only Y, only Z, or any combination of two or more of X, Y, and Z, e.g., XYZ, XYY, YZ, and ZZ. As used herein, the term "and / or" includes any and all combinations of one or more of the associated listed items.
[0019] Although terms such as "first," "second," etc. may be used herein to describe various types of elements, these elements should not be limited by these terms. These terms are used to distinguish one element from another. Thus, without departing from the teachings of the present disclosure, the first element discussed below may be referred to as the second element.
[0020] Spatial relative terms such as "below", "beneath", "under", "lower", "above", "over", "upper", "higher", "side" (e.g., as in "side wall") may be used herein for descriptive purposes and, thus, to describe the relationship of one element to another element, as illustrated in the figures. In addition to the directions described in the figures, spatial relative terms are intended to include different directions of the device in use, operation, and / or manufacture. For example, if the device in the figures is turned over, an element described as "beneath" or "below" another element or feature would then be positioned "above" the other element or feature. Thus, the exemplary term "beneath" can include both the upper and lower directions. In addition, the device may be oriented in other ways (e.g., rotated 90 degrees or in other directions), and, as such, the spatial relative descriptors used herein are to be interpreted accordingly.
[0021] The terms used herein are for the purpose of describing particular embodiments and are not intended to be limiting. As used herein, the singular forms "a", "an", and "the" are intended to include the plural forms as well, unless the context clearly indicates otherwise. In addition, the terms "comprise", "comprising", "include", and / or "including", when used in this specification, specify the presence of the stated features, integers, steps, operations, elements, components, and / or groups thereof, but do not preclude the presence or addition of one or more other features, integers, steps, operations, elements, components, and / or groups thereof. It is also noted that, as used herein, the terms "substantially", "about", and other similar terms are used as approximate terms and not as terms of degree, and, as such, are used to interpret the inherent deviations in the measurements, calculations, and / or provided values that would be recognized by one of ordinary skill in the art.
[0022] Unless otherwise defined, all terms used herein (including technical and scientific terms) have the same meaning as commonly understood by one of ordinary skill in the art to which this disclosure pertains. Terms, such as those defined in commonly used dictionaries, should be interpreted as having a meaning that is consistent with their meaning in the context of the relevant art and should not be interpreted in an idealized or overly formal sense unless expressly so defined herein.
[0023] The present disclosure will now be described more fully with reference to exemplary embodiments. However, the present disclosure may be embodied in many different forms and should not be construed as limited to the embodiments set forth herein; rather, these embodiments are provided so that this disclosure will be thorough and complete, and will fully convey the concept of the present disclosure to those skilled in the art. The advantages, features, and how to implement them of the present invention will become apparent by referring to the embodiments described in detail below together with the accompanying drawings. However, the present invention may be implemented in many different forms and should not be limited to the exemplary embodiments.
[0024] As used herein, the term "organic layer" refers to a single layer and / or multiple layers disposed between the anode and the cathode of an organic light-emitting device. The materials included in the "organic layer" are not limited to organic materials.
[0025] The expression "(the organic layer) includes a compound represented by Formula N" (wherein N represents a random integer) as used herein may include the case where "(the organic layer) includes the same compound represented by Formula N" and the case where "(the organic layer) includes two or more different compounds represented by Formula N".
[0026] As used herein, the term "lowest excited triplet energy level" means the T1 level measured when a mixture of toluene and each compound (1 mg of each compound dissolved in 3 mL of toluene) is added to a quartz cell, liquid nitrogen (77 K) is added thereto, the photoluminescence spectrum is measured by using a photoluminescence measuring instrument, and the peak observed only at low temperature is analyzed by comparing the photoluminescence spectrum with a general room-temperature photoluminescence spectrum.
[0027] Hereinafter, reference will be made to Figure 1 Exemplary embodiments of the inventive concept will be described in detail.
[0028] Figure 1 is a schematic view of an organic light-emitting device 10 according to an exemplary embodiment.
[0029] Reference Figure 1 , the organic light-emitting device 10 includes: an anode 110; a cathode 190; an organic layer 150 disposed between the anode 110 and the cathode 190 and including an emission region, wherein the emission region includes a first emission layer 131, a second emission layer 132, and a first exciton quenching layer 133, the first emission layer 131 includes a first host and a first dopant, the second emission layer 132 includes a second host and a second dopant, and the first exciton quenching layer 133 is disposed between the first emission layer 131 and the second emission layer 132 and includes a first quenching material.
[0030] Since the organic light-emitting device 10 includes a first exciton quenching layer containing a first quenching material in the emission region, the triplet concentrations in the first emission layer and the second emission layer can be appropriately adjusted. The triplets present in the first emission layer and the second emission layer do not participate in light emission, and the triplets can react with each other and disappear or can degrade the host and dopant through various mechanisms (such as reactions with charges or charged organic molecules). Therefore, since the organic light-emitting device includes the first exciton quenching layer, some of the triplets present in the first emission layer and the second emission layer can be quenched and maintained at an appropriate concentration, thereby improving the light-emitting efficiency and service life of the organic light-emitting device.
[0031] In addition, since the first exciton quenching layer exists as a layer separate from the first emission layer and the second emission layer in the emission region, the region where exciton recombination occurs ("exciton recombination region") can be separated from the region where excitons are quenched. Therefore, by including the first exciton quenching layer, a decrease in the light-emitting efficiency of the organic light-emitting device can be prevented, and the service life of the organic light-emitting device can be improved.
[0032] The anode 110 can be formed by depositing or sputtering a material for forming the anode 110 on a substrate (not shown). The material for forming the anode 110 can be selected from materials having a high work function to facilitate hole injection.
[0033] The anode 110 can be a reflective electrode, a semi-transmissive electrode, or a transmissive electrode. When the anode 110 is a transmissive electrode, the material for forming the anode 110 can be selected from indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO 2 )), zinc oxide (ZnO), and any combination thereof, but the exemplary embodiments of the inventive concept are not limited thereto. In one or more exemplary embodiments, when the anode 110 is a semi-transmissive electrode or a reflective electrode, the material for forming the anode 110 can be selected from magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), and any combination thereof, but the exemplary embodiments of the inventive concept are not limited thereto.
[0034] The anode 110 can have a single-layer structure or a multi-layer structure including two or more layers. For example, the anode 110 can have a three-layer structure of ITO / Ag / ITO, but the structure of the anode 110 is not limited thereto.
[0035] The organic layer 150 may be disposed on the anode 110. As described above, the organic layer 150 may include an emission region, and the emission region may include a first emission layer 131, a second emission layer 132, and a first exciton quenching layer 133. The organic layer 150 may further include a hole transport region between the anode 110 and the first emission layer 131, and an electron transport region between the second emission layer 132 and the cathode 190.
[0036] The hole transport region may have i) a single-layer structure including a single layer containing a single material, ii) a single-layer structure including a single layer containing a plurality of different materials, or iii) a multi-layer structure having a plurality of layers containing a plurality of different materials.
[0037] The hole transport region may include at least one layer selected from a hole injection layer, a hole transport layer, an emission assist layer, and an electron blocking layer.
[0038] For example, the hole transport region may have a single-layer structure including a single layer containing a plurality of different materials, or a multi-layer structure having a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / emission assist layer structure, a hole injection layer / emission assist layer structure, a hole transport layer / emission assist layer structure, or a hole injection layer / hole transport layer / electron blocking layer structure, where for each structure, the constituent layers are stacked in this specified order sequentially from the anode 110, but the structure of the hole transport region is not limited thereto.
[0039] The hole transport region may contain at least one selected from m-MTDATA, TDATA, 2-TNATA, NPB (NPD), β-NPB, TPD, spiro-TPD, spiro-NPB, methylated NPB, TAPC, HMTPD, 4,4',4"-tris(N-carbazolyl)triphenylamine (TCTA), CzSi, polyaniline / dodecylbenzenesulfonic acid (PANI / DBSA), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS), polyaniline / camphorsulfonic acid (PANI / CSA), polyaniline / poly(4-styrenesulfonate) (PANI / PSS), the compound represented by Formula 201, and the compound represented by Formula 202:
[0040]
[0041]
[0042] <Formula 201>
[0043]
[0044] <Formula 202>
[0045]
[0046] In Formulas 201 and 202,
[0047] L 201 to L 204 may each independently be selected from substituted or unsubstituted C 3 -C 10 subcycloalkyl groups, substituted or unsubstituted C 1 -C 10 subheterocycloalkyl groups, substituted or unsubstituted C 3 -C 10 subcycloalkenyl groups, substituted or unsubstituted C 1 -C 10 subheterocycloalkenyl groups, substituted or unsubstituted C 6 -C 60 subaryl groups, substituted or unsubstituted C 1 -C 60 subheteroaryl groups, substituted or unsubstituted divalent non-aromatic fused polycyclic groups, and substituted or unsubstituted divalent non-aromatic fused heteropolycyclic groups,
[0048] L 205 may be selected from *-O-*', *-S-*', *-N(Q 201 )-*', substituted or unsubstituted C 1 -C 20 subalkyl groups, substituted or unsubstituted C 2 -C 20 subalkenyl groups, substituted or unsubstituted C 3 -C 10 subcycloalkyl groups, substituted or unsubstituted C 1 -C 10 subheterocycloalkyl groups, substituted or unsubstituted C 3 -C 10 subcycloalkenyl groups, substituted or unsubstituted C 1 -C 10 subheterocycloalkenyl groups, substituted or unsubstituted C 6 -C 60 subaryl groups, substituted or unsubstituted C 1 -C 60 subheteroaryl groups, substituted or unsubstituted divalent non-aromatic fused polycyclic groups, and substituted or unsubstituted divalent non-aromatic fused heteropolycyclic groups,
[0049] xa1 to xa4 may each independently be an integer from 0 to 3,
[0050] xa5 may be an integer from 1 to 10, and
[0051] R 201 to R204 and Q 201 may each independently be selected from substituted or unsubstituted C 3 -C 10 cycloalkyl group, substituted or unsubstituted C 1 -C 10 heterocycloalkyl group, substituted or unsubstituted C 3 -C 10 cycloalkenyl group, substituted or unsubstituted C 1 -C 10 heterocycloalkenyl group, substituted or unsubstituted C 6 -C 60 aryl group, substituted or unsubstituted C 6 -C 60 aryloxy group, substituted or unsubstituted C 6 -C 60 arylthio group, substituted or unsubstituted C 1 -C 60 heteroaryl group, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, and substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group.
[0052] For example, in Formula 202, R 201 and R 202 may optionally be connected via a single bond, a dimethyl-methylene group, or a diphenyl-methylene group, and R 203 and R 204 may optionally be connected via a single bond, a dimethyl-methylene group, or a diphenyl-methylene group.
[0053] In one exemplary embodiment, in Formulas 201 and 202,
[0054] L 201 to L 205 may each independently be selected from:
[0055] phenylene group, pentaphenylene group, indenylene group, naphthylene group, azulylene group, heptaphenylene group, indacenylene group, acenaphthylene group, fluorene group, spiro-bifluorene group, benzofluorene group, dibenzofluorene group, phenalenylene group, phenanthrylene group, anthrylene group, fluoranthenylene group, benzo[a]phenanthrylene group, pyrenylene group, a a base group, a sub-tetracenyl group, a sub-picene group, a sub-perylenyl group, a sub-pentaphenyl group, a sub-hexabenzotriphenyl group, a sub-pentacenequinone group, a sub-coronene group, a sub-ovalene group, a sub-thienyl group, a sub-furyl group, a sub-carbazolyl group, a sub-indolyl group, a sub-isoindolyl group, a sub-benzofuranyl group, a sub-benzothienyl group, a sub-dibenzofuranyl group, a sub-dibenzothienyl group, a sub-benzocarbazolyl group, a sub-dibenzocarbazolyl group, a sub-dibenzosilolyl group, and a sub-pyridyl group; and
[0056] each independently selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazone group, C 1 -C 20 an alkyl group, C 1 -C 20 an alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, a biphenyl group, a terphenyl group, a phenyl group substituted with a C 1 -C 10 alkyl group, a phenyl group substituted with -F, a pentacenyl group, an indenyl group, a naphthyl group, an azulene group, a heptacenyl group, an indacenyl group, an acenaphthyl group, a fluorene group, a spiro-bifluorene group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthryl group, an anthryl group, a fluoranthenyl group, a benzo[a]pyrenyl group, a pyrenyl group, a base group, a tetracenyl group, a picene group, a perylenyl group, a pentaphenyl group, a hexabenzotriphenyl group, a pentacenequinone group, a coronene group, a ovalene group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridyl group, -Si(Q 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q 32 ) and at least one substituted phenylene group, a sub-pentacenyl group, a sub-indenyl group, a sub-naphthyl group, a sub-azulene group, a sub-heptacenyl group, a sub-indacenyl group, a sub-acenaphthyl group, a sub-fluorene group, a spiro-sub-bifluorene group, a sub-benzofluorenyl group, a sub-dibenzofluorenyl group, a sub-phenalenyl group, a sub-phenanthryl group, a sub-anthryl group, a sub-fluoranthenyl group, a sub-benzo[a]pyrenyl group, a sub-pyrenyl group, a sub A base group, a sub - tetracenyl group, a sub - picene group, a sub - perylene group, a sub - pentaphenyl group, a sub - hexacenyl group, a sub - pentacenyl group, a sub - rubicene group, a sub - coronene group, a sub - ovalene group, a sub - thienyl group, a sub - furyl group, a sub - carbazolyl group, a sub - indolyl group, a sub - isoindolyl group, a sub - benzofuranyl group, a sub - benzothienyl group, a sub - dibenzofuranyl group, a sub - dibenzothienyl group, a sub - benzocarbazolyl group, a sub - dibenzocarbazolyl group, a sub - dibenzosilolyl group, and a sub - pyridyl group, and
[0057] Q 31 to Q 33 may each independently be selected from C 1 -C 10 alkyl groups, C 1 -C 10 alkoxy groups, phenyl groups, biphenyl groups, terphenyl groups, and naphthyl groups.
[0058] In one or more exemplary embodiments, xa1 to xa4 may each independently be 0, 1, or 2.
[0059] In one or more exemplary embodiments, xa5 may be 1, 2, 3, or 4.
[0060] In one or more exemplary embodiments, R 201 to R 204 and Q 201 may each independently be selected from:
[0061] phenyl groups, biphenyl groups, terphenyl groups, pentacenyl groups, indenyl groups, naphthyl groups, azulene groups, heptacenyl groups, indacenyl groups, acenaphthyl groups, fluorenyl groups, spiro - bifluorenyl groups, benzofluorenyl groups, dibenzofluorenyl groups, phenalenyl groups, phenanthrenyl groups, anthracenyl groups, fluoranthenyl groups, benzo[a]phenanthrenyl groups, pyrenyl groups, a base group, a tetracenyl group, a picene group, a perylene group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicene group, a coronene group, an ovalene group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, and a pyridyl group; and
[0062] each independently substituted with deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazone group, C 1 -C 20 alkyl groups, C 1-C 20 an alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, a biphenyl group, a terphenyl group, a phenyl group substituted with C 1 -C 10 an alkyl group, a phenyl group substituted with -F, a pentacenyl group, an indenyl group, a naphthyl group, an azulene group, a heptacenyl group, an indacenyl group, an acenaphthyl group, a fluorene group, a spiro-bifluorene group, a benzofluorene group, a dibenzofluorene group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a benzo[a]phenanthrenyl group, a pyrenyl group, a group, a tetraphenyl group, a picene group, a perylene group, a pentaphenyl group, a hexaphenyl group, a pentacenequinone group, a corannulenyl group, an ovalene group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridyl group, -Si(Q 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q 32 ), and at least one of a substituted phenyl group, a biphenyl group, a terphenyl group, a pentacenyl group, an indenyl group, a naphthyl group, an azulene group, a heptacenyl group, an indacenyl group, an acenaphthyl group, a fluorene group, a spiro-bifluorene group, a benzofluorene group, a dibenzofluorene group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a benzo[a]phenanthrenyl group, a pyrenyl group, a group, a tetraphenyl group, a picene group, a perylene group, a pentaphenyl group, a hexaphenyl group, a pentacenequinone group, a corannulenyl group, an ovalene group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group and a pyridyl group, and
[0063] Q 31 to Q 33 is the same as described above.
[0064] In one or more exemplary embodiments, at least one of R 201 to R 203 selected from Formula 201 may each independently be selected from:
[0065] Fluorenyl group, spiro - difluorenyl group, carbazolyl group, dibenzofuranyl group and dibenzothiophenyl group; and
[0066] each independently selected from deuterium, -F, -Cl, -Br, -I, hydroxy group, cyano group, nitro group, amidino group, hydrazino group, hydrazone group, C 1 -C 20 alkyl group, C 1 -C 20 alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, terphenyl group, phenyl group substituted with C 1 -C 10 alkyl group, phenyl group substituted with -F, naphthyl group, fluorenyl group, spiro - difluorenyl group, carbazolyl group, dibenzofuranyl group and dibenzothiophenyl group, a fluorenyl group, spiro - difluorenyl group, carbazolyl group, dibenzofuranyl group and dibenzothiophenyl group substituted with at least one of them,
[0067] However, the exemplary embodiments of the inventive concept are not limited thereto.
[0068] In one or more exemplary embodiments, in Formula 202, i) R 201 and R 202 may be connected via a single bond, and / or ii) R 203 and R 204 may be connected via a single bond.
[0069] In one or more exemplary embodiments, in Formula 202, at least one selected from R 201 to R 204 may be selected from:
[0070] carbazolyl group; and
[0071] each independently selected from deuterium, -F, -Cl, -Br, -I, hydroxy group, cyano group, nitro group, amidino group, hydrazino group, hydrazone group, C 1 -C 20 alkyl group, C 1 -C 20 alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, biphenyl group, terphenyl group, phenyl group substituted with C 1 -C 10 alkyl group, phenyl group substituted with -F, naphthyl group, fluorenyl group, spiro - difluorenyl group, carbazolyl group, dibenzofuranyl group and dibenzothiophenyl group, a carbazolyl group substituted with at least one of them,
[0072] However, the exemplary embodiments of the inventive concept are not limited thereto.
[0073] The compound represented by Formula 201 may be represented by Formula 201A:
[0074] <Formula 201A>
[0075]
[0076] For example, the compound represented by Formula 201 may be represented by Formula 201A(1), but the exemplary embodiments of the inventive concept are not limited thereto:
[0077] <Formula 201A(1)>
[0078]
[0079] In one exemplary embodiment, the compound represented by Formula 201 may be represented by Formula 201A-1, but the exemplary embodiments of the inventive concept are not limited thereto:
[0080] <Formula 201A-1>
[0081]
[0082] In one exemplary embodiment, the compound represented by Formula 202 may be represented by Formula 202A:
[0083] <Formula 202A>
[0084]
[0085] In one exemplary embodiment, the compound represented by Formula 202 may be represented by Formula 202A-1:
[0086] <Formula 202A-1>
[0087]
[0088] In Formulas 201A, 201A(1), 201A-1, 202A, and 202A-1,
[0089] L 201 to L 203 , xa1 to xa3, xa5, and R 202 to R 204 are the same as those described above,
[0090] R 211 and R 212 may each independently be the same as those defined with respect to R 203 and
[0091] R 213 to R 217 may each independently be selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, C 1 -C 20 alkyl group, C 1 -C 20 alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, a biphenyl group, a terphenyl group, a phenyl group substituted with a C 1 -C 10 alkyl group, a phenyl group substituted with -F, a pentacenyl group, an indenyl group, a naphthyl group, a azulene group, a heptacenyl group, an indacenyl group, an acenaphthyl group, a fluorene group, a spiro - bifluorene group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a benzo[a]phenanthrenyl group, a pyrenyl group, yl group, a tetraphenyl group, a picene group, a perylene group, a pentaphenyl group, a hexaphenyl group, a pentacenequinone group, a coronene group, an ovalene group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, and a pyridyl group.
[0092] The hole - transport region may include at least one compound selected from Compound HT1 to Compound HT39, but the exemplary embodiments of the inventive concept are not limited thereto:
[0093]
[0094]
[0095]
[0096] The thickness of the hole - transport region may be about to about For example, about to about When the hole - transport region includes at least one selected from a hole - injection layer and a hole - transport layer, the thickness of the hole - injection layer may be about to about For example, about to about and the thickness of the hole - transport layer may be about to about For example, about to about When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer are within these ranges, satisfactory hole transport characteristics can be obtained without a significant increase in the driving voltage.
[0097] In addition to these materials, the hole transport region may further include a charge generation material for improving the conductive properties. The charge generation material may be uniformly or non-uniformly dispersed in the hole transport region.
[0098] The charge generation material may be, for example, a p-dopant.
[0099] In one exemplary embodiment, the p-dopant may have a lowest unoccupied molecular orbital (LUMO) energy level of -3.5 eV or less than -3.5 eV.
[0100] The p-dopant may include at least one selected from the group consisting of quinone derivatives, metal oxides, and compounds containing a cyano group, but the exemplary embodiments of the inventive concept are not limited thereto.
[0101] For example, the p-dopant may include at least one selected from the following:
[0102] Quinone derivatives such as tetracyanoquinodimethane (TCNQ) or 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ);
[0103] Metal oxides such as tungsten oxide or molybdenum oxide;
[0104] 1,4,5,8,9,12-hexaazatriphenylene-hexacarbonitrile (HAT-CN); and
[0105] The compound represented by Formula 221,
[0106] but the exemplary embodiments of the inventive concept are not limited thereto:
[0107]
[0108]
[0109] In Formula 221,
[0110] R 221 to R 223 may each independently be selected from substituted or unsubstituted C 3 -C 10 cycloalkyl groups, substituted or unsubstituted C 1 -C 10 heterocycloalkyl groups, substituted or unsubstituted C 3 -C 10A cycloalkenyl group, a substituted or unsubstituted C 1 -C 10 A heteroalkenyl group, a substituted or unsubstituted C 6 -C 60 An aryl group, a substituted or unsubstituted C 1 -C 60 A heteroaryl group, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, and a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, wherein at least one selected from R 221 to R 223 may have at least one substituent selected from a cyano group, -F, -Cl, -Br, -I, a C 1 -C 20 alkyl group substituted with -F, a C 1 -C 20 alkyl group substituted with -Cl, a C 1 -C 20 alkyl group substituted with -Br, and a C 1 -C 20 alkyl group substituted with -I.
[0111] [The first emission layer 131, the second emission layer 132, and the first exciton quenching layer 133 in the organic layer 150]
[0112] When the organic light-emitting device 10 is a full-color organic light-emitting device, according to the sub-pixels, the first emission layer 131 and the second emission layer 132 can each be patterned into a red emission layer, a green emission layer, or a blue emission layer. In one or more exemplary embodiments, the first emission layer 131 and the second emission layer 132 can each have a stacked structure of two or more layers selected from a red emission layer, a green emission layer, and a blue emission layer, wherein the two or more layers are in contact with each other or spaced apart from each other. In one or more exemplary embodiments, the emission layer can comprise two or more materials selected from a material that emits red light, a material that emits green light, and a material that emits blue light, wherein the two or more materials are mixed with each other in a single layer to emit white light.
[0113] The first emission layer 131 can comprise a first host and a first dopant, and the second emission layer 132 can comprise a second host and a second dopant.
[0114] Based on 100 parts by weight of the first host, the amount of the first dopant in the first emission layer may be from about 0.01 part by weight to about 50 parts by weight, for example, from about 0.1 part by weight to about 30 parts by weight, but the exemplary embodiments of the inventive concept are not limited thereto. In addition, based on 100 parts by weight of the second host, the amount of the second dopant in the second emission layer may be from about 0.01 part by weight to about 50 parts by weight, for example, from about 0.1 part by weight to about 30 parts by weight, but the exemplary embodiments of the inventive concept are not limited thereto.
[0115] The thicknesses of the first emission layer 131 and the second emission layer 132 may each be from about 5 nm to about 100 nm, for example, from about 10 nm to about 60 nm. When the thicknesses of the first emission layer 131 and the second emission layer 132 are within this range, excellent light emission characteristics can be obtained without a significant increase in the driving voltage.
[0116] The first host and the second host may each independently include a compound represented by Formula 301.
[0117] <Formula 301>
[0118] [Ar 301 xb11 -[(L 301 ) xb1 -R 301 xb21
[0119] In Formula 301,
[0120] Ar 301 may be a substituted or unsubstituted C 5 -C 60 carbocyclic group or a substituted or unsubstituted C 1 -C 60 heterocyclic group,
[0121] xb11 may be 1, 2, or 3,
[0122] L 301 may be selected from a substituted or unsubstituted C 3 -C 10 subcycloalkyl group, a substituted or unsubstituted C 1 -C 10 subheterocycloalkyl group, a substituted or unsubstituted C 3 -C 10 subcycloalkenyl group, a substituted or unsubstituted C 1 -C 10 subheterocycloalkenyl group, a substituted or unsubstituted C 6 -C 60 subaryl group, a substituted or unsubstituted C 1 -C 60 A heteroarylene group, a substituted or unsubstituted divalent non-aromatic fused polycyclic group, and a substituted or unsubstituted divalent non-aromatic fused heteropolycyclic group,
[0123] xb1 can be an integer from 0 to 5,
[0124] R 301 may be selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a substituted or unsubstituted C 1 -C 60 alkyl group, a substituted or unsubstituted C 2 -C 60 alkenyl group, a substituted or unsubstituted C 2 -C 60 alkynyl group, a substituted or unsubstituted C 1 -C 60 alkoxy group, a substituted or unsubstituted C 3 -C 10 cycloalkyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkyl group, a substituted or unsubstituted C 3 -C 10 cycloalkenyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenyl group, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 6 -C 60 aryloxy group, a substituted or unsubstituted C 6 -C 60 arylthio group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 301 )(Q 302 )(Q 303 )、-N(Q 301 )(Q 302 )、-B(Q 301 )(Q 302 )、-C(=O)(Q 301 )、-S(=O) 2 (Q 301 ) and -P(=O)(Q 301 )(Q 302 ),
[0125] xb21 can be an integer from 1 to 5, and
[0126] Q 301 to Q 303 may each independently be selected from C 1 -C 10 alkyl groups, C 1 -C 10 alkoxy groups, phenyl groups, biphenyl groups, terphenyl groups, pentaphenylenyl groups, indenyl groups, naphthyl groups, azulene groups, heptaphenylenyl groups, indacenyl groups, acenaphthylenyl groups, fluorenyl groups, spiro - bifluorenyl groups, benzofluorenyl groups, dibenzofluorenyl groups, phenalenyl groups, phenanthrenyl groups, anthracenyl groups, fluoranthenyl groups, benzo[a]phenanthrenyl groups, pyrenyl groups, yl groups, tetraphenyl groups, picenyl groups, perylenyl groups, pentaphenyl groups, hexaphenyl groups, pentacenyl groups, rubicenyl groups, coronenyl groups, ovalenyl groups, thienyl groups, furyl groups, carbazolyl groups, indolyl groups, isoindolyl groups, benzofuranyl groups, benzothienyl groups, dibenzofuranyl groups, dibenzothienyl groups, benzocarbazolyl groups, dibenzocarbazolyl groups, dibenzosilolyl groups and pyridyl groups.
[0127] In one exemplary embodiment, Ar in Formula 301 301 may be selected from:
[0128] naphthyl groups, fluorenyl groups, spiro - bifluorenyl groups, benzofluorenyl groups, dibenzofluorenyl groups, phenalenyl groups, phenanthrenyl groups, anthracenyl groups, fluoranthenyl groups, benzo[a]phenanthrenyl groups, pyrenyl groups, yl groups, tetracene groups, picene groups, perylene groups, pentaphene groups, indeno[1,2,3 - cd]anthracene groups, dibenzofuranyl groups and dibenzothienyl groups; and
[0129] each independently being selected from deuterium, -F, -Cl, -Br, -I, hydroxyl groups, cyano groups, nitro groups, amidino groups, hydrazino groups, hydrazono groups, C 1 -C 20 alkyl groups, C 1 -C 20 alkoxy groups, phenyl groups, biphenyl groups, terphenyl groups, naphthyl groups, -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O) 2 (Q 31 ), and -P(=O)(Q 31 )(Q32 ) at least one substituted naphthalene group, fluorene group, spiro-difluorene group, benzo[fluorene group, dibenzo[fluorene group, phenalene group, phenanthrene group, anthracene group, fluoranthene group, benzo[phenanthrene group, pyrene group, group, tetracene group, picene group, perylene group, pentacene group, indeno[anthracene group, dibenzofuran group and dibenzothiophene group, and
[0130] Q 31 to Q 33 may each independently be selected from C 1 -C 10 alkyl group, C 1 -C 10 alkoxy group, phenyl group, biphenyl group, terphenyl group and naphthyl group, but the exemplary embodiments of the inventive concept are not limited thereto.
[0131] In Formula 301, when xb11 is two or greater than two, two or more than two Ar 301 may be connected via a single bond.
[0132] In one exemplary embodiment, Ar in Formula 301 301 may be a carbazolyl group. For example, the compound represented by Formula 301 may be represented by one of Formula 301-1 to Formula 301-3:
[0133] <Formula 301-1>
[0134]
[0135] <Formula 301-2>
[0136]
[0137] <Formula 301-3>
[0138]
[0139] In Formula 301-1 to Formula 301-3,
[0140] A 301 to A 304 may each independently be selected from benzene group, naphthalene group, phenanthrene group, fluoranthene group, benzo[phenanthrene group, pyrene group, groups, pyridyl groups, pyrimidinyl groups, indanyl groups, fluorenyl groups, spiro - bifluorenyl groups, benzofluorenyl groups, dibenzofluorenyl groups, indolyl groups, carbazolyl groups, benzocarbazolyl groups, dibenzocarbazolyl groups, furyl groups, benzofuryl groups, dibenzofuryl groups, naphthofuryl groups, benzonaphthofuryl groups, dinaphthofuryl groups, thienyl groups, benzothienyl groups, dibenzothienyl groups, naphthothienyl groups, benzonaphthothienyl groups and dinaphthothienyl groups,
[0141] X 301 can be O, S or N - [(L 304 ) xb4 -R 304 ,
[0142] R 311 to R 314 can each independently be selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy groups, cyano groups, nitro groups, amidino groups, hydrazino groups, hydrazono groups, C 1 -C 20 alkyl groups, C 1 -C 20 alkoxy groups, phenyl groups, biphenyl groups, terphenyl groups, naphthyl groups, dibenzofuryl groups, dibenzothienyl groups, -SH, -S(Q 301 )、-Si(Q 301 )(Q 302 )(Q 303 )、-N(Q 301 )(Q 302 )、-B(Q 301 )(Q 302 )、-C(=O)(Q 301 )、-S(=O) 2 (Q 301 ) and -P(=O)(Q 301 )(Q 302 ),
[0143] xb22 and xb23 can each independently be 0, 1 or 2,
[0144] L 301 to L 305 can each independently be selected from substituted or unsubstituted C 3 -C 10 subcycloalkyl groups, substituted or unsubstituted C 1 -C 10 subheterocycloalkyl groups, substituted or unsubstituted C 3 -C 10 subcycloalkenyl groups, substituted or unsubstituted C 1 -C 10Hetrocyclenyl group, substituted or unsubstituted C 6 -C 60 Arylene group, substituted or unsubstituted C 1 -C 60 Hetroaryl group, substituted or unsubstituted divalent non-aromatic fused polycyclic group, and substituted or unsubstituted divalent non-aromatic fused heteropolycyclic group,
[0145] xb1 to xb4 can each independently be an integer from 0 to 5,
[0146] xb5 can be an integer from 1 to 5,
[0147] R 301 to R 304 can each independently be selected from deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazone group, substituted or unsubstituted C 1 -C 60 alkyl group, substituted or unsubstituted C 2 -C 60 alkenyl group, substituted or unsubstituted C 2 -C 60 alkynyl group, substituted or unsubstituted C 1 -C 60 alkoxy group, substituted or unsubstituted C 3 -C 10 cycloalkyl group, substituted or unsubstituted C 1 -C 10 heterocycloalkyl group, substituted or unsubstituted C 3 -C 10 cycloalkenyl group, substituted or unsubstituted C 1 -C 10 heterocycloalkenyl group, substituted or unsubstituted C 6 -C 60 aryl group, substituted or unsubstituted C 6 -C 60 aryloxy group, substituted or unsubstituted C 6 -C 60 arylthio group, substituted or unsubstituted C 1 -C 60 heteroaryl group, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 301 )(Q 302 )(Q 303 )、-N(Q 301 )(Q 302 )、-B(Q 301 )(Q 302)、-C(=O)(Q 301 )、-S(=O) 2 (Q 301 ) and -P(=O)(Q 301 )(Q 302 ),as well as
[0148] Q 301 To Q 303 Can be independently selected from C 1 -C 10 Alkyl group, C 1 -C 10 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptalenyl group, an indacenyl group, an acenaphthenyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenaltenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, The invention also includes but is not limited to: a benzothiophenyl group, a tetraphenyl group, a peryl group, a peryl group, a pentaphenyl group, a hexaphenyl group, a pentacene group, a rubinyl group, a coronet group, an ovaphenyl group, a thienyl group, a furanyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilyl group, and a pyridyl group.
[0149] In an exemplary embodiment, Ar in Formula 301 301 It can be fluorene or spiro-bifluorene. For example, the compound represented by Formula 301 can be represented by Formula 301-4 or Formula 301-5:
[0150] <Formula 301-4>
[0151]
[0152] <Formula 301-5>
[0153]
[0154] In Formula 301-4 and Formula 301-5,
[0155] Y 301 and Y 302 can be independently selected from a single bond, O, S, N-[(L 305 ) xb5 -R 305 ] or S(=O) 2 , and xb5 can be an integer from 1 to 5,
[0156] A301 to A 304 、R 311 to R 314 、xb21 to xb24、L 301 to L 304 、xb1 to xb4 and R 301 to R 304 may each independently be the same as described herein,
[0157] L 305 may be the same as that defined with respect to L 301 to L 304 and,
[0158] R 305 may be the same as that defined with respect to R 301 to R 304 defined.
[0159] In one exemplary embodiment, R in Formula 301 301 may be an amine, for example, -N(Q 301 )(Q 302 ). For example, the compound represented by Formula 301 may be represented by Formula 301-6:
[0160] <Formula 301-6>
[0161]
[0162] In Formula 301-6,
[0163] Ar 301 、xb11、L 302 、xb2、R 302 、xb22、Q 301 and Q 302 may each independently be the same as described herein.
[0164] In one exemplary embodiment, Ar in Formula 301 301 may be pyridine, pyrimidine or triazine. For example, the compound represented by Formula 301 may be represented by Formula 301-7:
[0165] <Formula 301-7>
[0166]
[0167] In Formula 301-7,
[0168] X 302 may be N or C(R 311 ), X 303 may be N or C(R 312 ), X 304can be N or C(R 313 ), and at least one selected from X 302 to X 304 can be N,
[0169] R 311 to R 313 can each independently be selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxy group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, C 1 -C 20 alkyl group, C 1 -C 20 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a dibenzofuranyl group, a dibenzothiophenyl group, -SH, -S(Q 301 ), -Si(Q 301 )(Q 302 )(Q 303 ), -N(Q 301 )(Q 302 ), -B(Q 301 )(Q 302 ), -C(=O)(Q 301 ), -S(=O) 2 (Q 301 ), and -P(=O)(Q 301 )(Q 302 ),
[0170] selected from R 301 to R 303 and R 311 to R 313 two or more adjacent substituents can optionally be joined to form a substituted or unsubstituted C 5 -C 60 carbocyclic group or a substituted or unsubstituted C 1 -C 60 heterocyclic group, and
[0171] L 301 to L 303 , xb1 to xb3 and R 301 to R 303 can each independently be the same as described herein.
[0172] In one exemplary embodiment, Ar 301 in Formula 301 can be phenanthroline. For example, the compound represented by Formula 301 can be represented by Formula 301-8:
[0173] <Formula 301-8>
[0174]
[0175] In Formula 301-8,
[0176] R 311 to R 313 , xb21 to xb23, L 301 to L 303 , xb1 to xb3 and R 301 to R 303 can each independently be the same as those described herein.
[0177] In one exemplary embodiment, Ar in Formula 301 301 can be a diazole or a triazole. For example, the compound represented by Formula 301 can be represented by Formula 301-9:
[0178] <Formula 301-9>
[0179]
[0180] In Formula 301-9,
[0181] X 305 can be N or C(R 311 ), X 306 can be N or C(R 312 ), X 307 can be N or C(R 313 ), and X 308 can be N or C(R 314 ), where at least one selected from X 305 to X 308 can be N,
[0182] R 311 to R 314 can each independently be selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, C 1 -C 20 alkyl group, C 1 -C 20 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a dibenzofuranyl group, a dibenzothiophenyl group, -SH, -S(Q 301 ), -Si(Q 301 )(Q 302 )(Q 303 ), -N(Q 301 )(Q 302 ), -B(Q 301 )(Q 302 ), -C(=O)(Q 301)、-S(=O) 2 (Q 301 ) and -P(=O)(Q 301 )(Q 302 ); or
[0183] Two or more adjacent substituents selected from R 311 to R 314 may optionally be joined to form a substituted or unsubstituted C 5 -C 60 carbocyclic group or a substituted or unsubstituted C 1 -C 60 heterocyclic group, and
[0184] L 301 , xb1 and R 301 are the same as described above.
[0185] For example, L 301 to L 305 may each independently be selected from:
[0186] Phenylene group, naphthylene group, fluorenylene group, spiro-bifluorenylene group, benzo[1,2-b:4,5-b']difluorenylene group, dibenzo[1,2-b:4,5-b']difluorenylene group, phenanthrylene group, anthrylene group, fluoranthenylene group, benzophenanthrylene group, pyrenylene group, ylene group, perylenylene group, pentaphenylene group, hexacenylene group, quaterrylene group, thienylene group, furanylene group, carbazolylene group, indolylene group, isoindolylene group, benzofuranylene group, benzothienylene group, dibenzofuranylene group, dibenzothienylene group, benzocarbazolylene group, dibenzocarbazolylene group, dibenzosilolylene group, pyridinylene group, imidazolylene group, pyrazolylene group, thiazolylene group, isothiazolylene group, oxazolylene group, isoxazolylene group, thiadiazolylene group, oxadiazolylene group, pyrazinylene group, pyrimidinylene group, pyridazinylene group, triazinylene group, quinolinylene group, isoquinolinylene group, benzoquinolinylene group, phthalazinylene group, naphthyridinylene group, quinoxalinylene group, quinazolinylene group, cinnolinylene group, phenanthridinylene group, acridinylene group, phenanthrolinylene group, phenazinylene group, benzimidazolylene group, isobenzothiazolylene group, benzoxazolylene group, isobenzoxazolylene group, triazolylene group, tetrazolylene group, imidazopyridinylene group, imidazopyrimidinylene group and azacarbazolylene group; and
[0187] each independently substituted with deuterium, -F, -Cl, -Br, -I, hydroxy group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 1 -C20 alkyl group, C 1 -C 20 alkoxy group, phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro - bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthryl group, anthryl group, fluoranthenyl group, benzophenanthryl group, pyrenyl group, yl group, perylenyl group, pentaphenyl group, hexaphenyl group, quinquephenyl group, thienyl group, furyl group, carbazolyl group, indolyl group, isoindolyl group, benzofuryl group, benzothienyl group, dibenzofuryl group, dibenzothienyl group, benzocarbazolyl group, dibenzocarbazolyl group, dibenzosilolyl group, pyridyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, thiadiazolyl group, oxadiazolyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, naphthyridinyl group, quinoxalinyl group, quinazolinyl group, cinnolinyl group, phenanthridinyl group, acridinyl group, phenanthrolinyl group, phenazinyl group, benzimidazolyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzoxazolyl group, triazolyl group, tetrazolyl group, imidazopyridinyl group, imidazopyrimidinyl group, azacarbazolyl group, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ) and at least one of the substituted phenylene group, naphthylene group, fluorenylene group, spiro - difluorenylene group, benzofluorenylene group, dibenzofluorenylene group, phenanthrylene group, anthrylene group, fluoranthenylene group, benzophenanthrylene group, pyrenylene group, sub - Group, perylene diimide group, pentacene diimide group, hexacene diimide group, pentacenequinone diimide group, thiophene diimide group, furan diimide group, carbazole diimide group, indole diimide group, isoindole diimide group, benzofuran diimide group, benzothiophene diimide group, dibenzofuran diimide group, dibenzothiophene diimide group, benzocarbazole diimide group, dibenzocarbazole diimide group, dibenzosilole diimide group, pyridine diimide group, imidazole diimide group, pyrazole diimide group, thiazole diimide group, isothiazole diimide group, oxazole diimide group, isoxazole diimide group, thiadiazole diimide group, oxadiazole diimide group, pyrazine diimide group, pyrimidine diimide group, pyridazine diimide group, triazine diimide group, quinoline diimide group, isoquinoline diimide group, benzoquinoline diimide group, phthalazine diimide group, naphthyridine diimide group, quinoxaline diimide group, quinazoline diimide group, cinnoline diimide group, phenanthridine diimide group, acridine diimide group, phenanthroline diimide group, phenazine diimide group, benzimidazole diimide group, isobenzothiazole diimide group, benzoxazole diimide group, isobenzoxazole diimide group, triazole diimide group, tetrazole diimide group, imidazopyridine diimide group, imidazopyrimidine diimide group, and azacarbazole diimide group, and
[0188] Q 31 to Q 33 Same as described above.
[0189] In one exemplary embodiment, R 301 to R 304 may each independently be selected from:
[0190] phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorene group, spiro-bifluorene group, benzofluorenyl group, dibenzofluorenyl group, phenanthryl group, anthryl group, fluoranthenyl group, benzophenanthryl group, pyrenyl group, a radical group, a perylene radical group, a pentaphenyl group, a hexaphenyl group, a quinquephenyl group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuryl group, a benzothienyl group, a dibenzofuryl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, and an azacarbazolyl group; and
[0191] each independently selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, C 1 -C 20 an alkyl group, C 1 -C 20 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorene group, a spiro-bifluorene group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthryl group, an anthryl group, a fluoranthenyl group, a benzoanthryl group, a pyrenyl group, a radical group, a perylene radical group, a pentaphenyl group, a hexaphenyl group, a quinquephenyl group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuryl group, a benzothienyl group, a dibenzofuryl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an azacarbazolyl group, -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q31 )(Q 32 )、 -B(Q 31 )(Q 32 )、 -C(=O)(Q 31 )、 -S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ) and at least one substituted phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro - bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthryl group, anthryl group, fluoranthenyl group, benzophenanthryl group, pyrenyl group, -yl group, perylenyl group, pentaphenyl group, hexaphenyl group, quinquephenyl group, thienyl group, furyl group, carbazolyl group, indolyl group, isoindolyl group, benzofuryl group, benzothienyl group, dibenzofuryl group, dibenzothienyl group, benzocarbazolyl group, dibenzocarbazolyl group, dibenzosilolyl group, pyridyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, thiadiazolyl group, oxadiazolyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, naphthyridinyl group, quinoxalinyl group, quinazolinyl group, cinnolinyl group, phenanthridinyl group, acridinyl group, phenanthrolinyl group, phenazinyl group, benzimidazolyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzoxazolyl group, triazolyl group, tetrazolyl group, imidazopyridyl group, imidazopyrimidinyl group and azacarbazolyl group, and
[0192] Q 31 to Q 33 is the same as described above.
[0193] For example, the first host and the second host may each independently comprise at least one selected from Compounds H101 to Compound H119:
[0194]
[0195]
[0196]
[0197] In one exemplary embodiment, the first host and the second host may each independently include at least one selected from a hole - transporting host that does not contain an electron - transporting moiety and an electron - transporting host that contains at least one electron - transporting moiety.
[0198] For example, the first host may include at least one selected from a first hole transport host that does not include an electron transport moiety and a first electron transport host that includes at least one electron transport moiety, and the second host may include at least one selected from a second hole transport host that does not include an electron transport moiety and a second electron transport host that includes at least one electron transport moiety.
[0199] In one exemplary embodiment, the first host may include a first hole transport host that does not include an electron transport moiety and a first electron transport host that includes at least one electron transport moiety, and the second host may include a second hole transport host that does not include an electron transport moiety and a second electron transport host that includes at least one electron transport moiety.
[0200] As used herein, the term "electron transport moiety" may include a cyano group, a phosphine oxide group, a sulfoxide group, a sulfonate group, and / or a π-electron depleted nitrogen-containing cyclic group.
[0201] As used herein, the term "π-electron depleted nitrogen-containing cyclic group" refers to a cyclic group having at least one *-N=*' moiety, and examples thereof include a pyridine group, a pyrimidine group, a triazine group, and the like.
[0202] For example, the first hole transport host and the second hole transport host may each independently be a compound represented by one selected from Formulas 301-1 to 301-6.
[0203] In one or more exemplary embodiments, the first electron transport host and the second electron transport host may each independently be a compound represented by one selected from Formulas 301-7 to 301-9.
[0204] In one or more exemplary embodiments, the first host and the second host may each independently include an alkaline earth metal complex. For example, the first host and the second host may each independently be selected from Be complexes (e.g., Compound H55), Mg complexes, and Zn complexes.
[0205] In one or more exemplary embodiments, the first electron transport host and the second electron transport host may each independently include at least one selected from 9,10-bis(2-naphthyl)anthracene (ADN), 2-methyl-9,10-bis(naphthalen-2-yl)anthracene (MADN), 9,10-di-(2-naphthyl)-2-tert-butyl-anthracene (TBADN), 4,4'-bis(N-carbazolyl)-1,1'-biphenyl (CBP), 1,3-di-9-carbazolylbenzene (mCP), 1,3,5-tris(carbazol-9-yl)benzene (TCP), and Compounds H1 to H55, but the exemplary embodiments of the inventive concept are not limited thereto:
[0206]
[0207]
[0208]
[0209] In an exemplary embodiment, the first body and the second body may be of the same material.
[0210] [First dopant and second dopant]
[0211] In an exemplary embodiment, the first dopant and the second dopant may each independently include a phosphorescent dopant or a delayed fluorescence dopant.
[0212] The phosphorescent dopant may include an organometallic complex represented by Formula 401:
[0213] <Formula 401>
[0214] M(L 401 ) xc1 (L 402 ) xc2
[0215] <Formula 402>
[0216]
[0217] In Formulas 401 and 402,
[0218] M may be selected from iridium (Ir), platinum (Pt), palladium (Pd), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), rhodium (Rh), and thulium (Tm),
[0219] L 401 may be selected from the ligands represented by Formula 402, and xc1 may be 1, 2, or 3, where when xc1 is two or greater than two, two or more L 401 may be the same as or different from each other,
[0220] L 402 may be an organic ligand, and xc2 may be an integer from 0 to 4, where when xc2 is two or greater than two, two or more L 402 may be the same as or different from each other,
[0221] X 401 to X 404 may each independently be nitrogen or carbon,
[0222] X 401 and X 403can be connected via a single bond or a double bond, and X 402 and X 404 can be connected via a single bond or a double bond,
[0223] A 401 and A 402 can each independently be selected from C 5 -C 60 carbocyclic groups and C 1 -C 60 heterocyclic groups,
[0224] X 405 can be a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 411 )(-*', *-C(Q 411 )(Q 412 )-*', *-C(Q 411 )=C(Q 412 )-*', *-C(Q 411 )=*' or *=C(Q 411 )=*', where Q 411 and Q 412 can be hydrogen, deuterium, C 1 -C 20 alkyl groups, C 1 -C 20 alkoxy groups, phenyl groups, biphenyl groups, terphenyl groups or naphthyl groups,
[0225] X 406 can be a single bond, O or S,
[0226] R 401 and R 402 can each independently be selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl groups, cyano groups, nitro groups, amidino groups, hydrazino groups, hydrazone groups, substituted or unsubstituted C 1 -C 20 alkyl groups, substituted or unsubstituted C 1 -C 20 alkoxy groups, substituted or unsubstituted C 3 -C 10 cycloalkyl groups, substituted or unsubstituted C 1 -C 10 heterocycloalkyl groups, substituted or unsubstituted C 3 -C 10 cycloalkenyl groups, substituted or unsubstituted C 1 -C 10 heterocycloalkenyl groups, substituted or unsubstituted C 6 -C 60 aryl groups, substituted or unsubstituted C6 -C 60 Aryloxy group, substituted or unsubstituted C 6 -C 60 Arylthio group, substituted or unsubstituted C 1 -C 60 Heteroaryl group, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 401 )(Q 402 )(Q 403 ), -N(Q 401 )(Q 402 ), -B(Q 401 )(Q 402 ), -C(=O)(Q 401 ), -S(=O) 2 (Q 401 ), and -P(=O)(Q 401 )(Q 402 ), where Q 401 to Q 403 can each independently be selected from C 1 -C 10 Alkyl group, C 1 -C 10 Alkoxy group, C 6 -C 20 Aryl group, and C 1 -C 20 Heteroaryl group,
[0227] xc11 and xc12 can each independently be an integer from 0 to 10, and
[0228] * and *' in Formula 402 each represent the attachment site to M in Formula 401.
[0229] In one exemplary embodiment, A 401 and A 402 in Formula 402 can each independently be selected from benzene group, naphthalene group, fluorene group, spiro-bifluorene group, indene group, pyrrole group, thiophene group, furan group, imidazole group, pyrazole group, thiazole group, isothiazole group, oxazole group, isoxazole group, pyridine group, pyrazine group, pyrimidine group, pyridazine group, quinoline group, isoquinoline group, benzoquinoline group, quinoxaline group, quinazoline group, carbazole group, benzimidazole group, benzofuran group, benzothiophene group, isobenzothiophene group, benzoxazole group, isobenzoxazole group, triazole group, tetrazole group, oxadiazole group, triazine group, dibenzofuran group, and dibenzothiophene group.
[0230] In one or more exemplary embodiments, in Formula 402, i) X 401 can be nitrogen, and X 402 can be carbon, or ii) X 401 and X 402 can each simultaneously be nitrogen.
[0231] In one or more exemplary embodiments, R 401 and R 402 in Formula 402 can each independently be selected from:
[0232] hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxy group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, C 1 -C 20 an alkyl group and C 1 -C 20 an alkoxy group;
[0233] each C 1 -C 20 alkyl group and C 1 -C 20 alkoxy group, each substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, a hydroxy group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a phenyl group, a naphthyl group, a cyclopentyl group, a cyclohexyl group, an adamantyl group, a norbornyl group, and a norbornenyl group;
[0234] a cyclopentyl group, a cyclohexyl group, an adamantyl group, a norbornyl group, a norbornenyl group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group;
[0235] each C 1 -C 20 alkyl group, C 1 -C 20a cyclopentyl group, a cyclohexyl group, an adamantyl group, a norbornyl group, a norbornenyl group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolyl group, an isoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group substituted with at least one of an alkoxy group, a cyclopentyl group, a cyclohexyl group, an adamantyl group, a norbornyl group, a norbornenyl group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolyl group, an isoquinolyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group; and
[0236] -Si(Q 401 )(Q 402 )(Q 403 )、-N(Q 401 )(Q 402 )、-B(Q 401 )(Q 402 )、-C(=O)(Q 401 )、-S(=O) 2 (Q 401 ) and -P(=O)(Q 401 )(Q 402 ),as well as
[0237] Q 401 To Q 403 Can be independently selected from C 1 -C 10 Alkyl group, C 1 -C 10 An alkoxy group, a phenyl group, a biphenyl group, and a naphthyl group, but exemplary embodiments of the present inventive concept are not limited thereto.
[0238] In one or more exemplary embodiments, when xc1 in Formula 401 is two or greater than two, two or more L 401 Two A's 401 Optionally, X may be linked to 407 Connect, or two or more L 401 Two A's 402 Optionally, X may be linked to 408 Connection (see Compound PD1 to Compound PD4 and Compound PD7). 407 and X 408may each independently be a single bond, *-O-*, *-S-*, *-C(=O)-*, *-N(Q 413 )-*, *-C(Q 413 )(Q 414 )-* or *-C(Q 413 )=C(Q 414 )-*(wherein Q 413 and Q 414 may each independently be hydrogen, deuterium, C 1 -C 20 alkyl group, C 1 -C 20 alkoxy group, phenyl group, biphenyl group, terphenyl group or naphthyl group), but the exemplary embodiments of the inventive concept are not limited thereto.
[0239] L in Formula 401 402 may be a monovalent organic ligand, a divalent organic ligand or a trivalent organic ligand. For example, L 402 may be selected from halogens, diketones (e.g., acetylacetonates), carboxylic acids (e.g., picolinates), -C(=O), isonitriles, -CN and phosphorus (e.g., phosphines or phosphites), but the exemplary embodiments of the inventive concept are not limited thereto.
[0240] In one or more exemplary embodiments, the phosphorescent dopant may be selected from, for example, Compound PD1 to Compound PD25, but the exemplary embodiments of the inventive concept are not limited thereto:
[0241]
[0242]
[0243] In one exemplary embodiment, the phosphorescent dopant may be used for blue light emission.
[0244] For example, the phosphorescent dopant may be selected from Compound PD101 to Compound PD126:
[0245]
[0246]
[0247]
[0248] Among Compound PD101 to Compound PD126,
[0249] Me represents a methyl group, Pr i represents an isopropyl group, and Bu t represents a tert-butyl group.
[0250] The delayed fluorescence dopant can satisfy Equation 3:
[0251] │S1(D)–T1(D)│≤0.5eV <Equation 3>
[0252] In Equation 3,
[0253] T1(D) is the lowest excited triplet energy level of the dopant, and
[0254] S1(D) is the lowest excited singlet energy level of the dopant.
[0255] The delayed fluorescence dopant that satisfies Equation 3 can emit thermally activated delayed fluorescence even at room temperature. For example, the delayed fluorescence dopant can satisfy │S1(D)–T1(D)│≤0.3eV, or │S1(D)–T1(D)│≤0.2eV, but the exemplary embodiments of the inventive concept are not limited thereto.
[0256] In addition, the delayed fluorescence dopant may not contain metal atoms. That is, the delayed fluorescence dopant is significantly different from the phosphorescent dopant containing metal atoms. In one or more exemplary embodiments, the delayed fluorescence dopant may not contain iridium (Ir), platinum (Pt), palladium (Pd), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), rhodium (Rh), and thulium (Tm), and can be distinguished from the phosphorescent dopant.
[0257] In one exemplary embodiment, the first host and the first dopant can satisfy T1(H1)≥T1(D1), and the second host and the second dopant can satisfy T1(H2)≥T1(D2), but the exemplary embodiments of the inventive concept are not limited thereto. When the first host, the first dopant, the second host, and the second dopant are within these ranges, the exciton can be smoothly transferred from the first host to the first dopant, and the exciton can be smoothly transferred from the second host to the second dopant.
[0258] For example, the delayed fluorescence dopant may have a D-type structure including an electron-donating group (D) and an electron-accepting group (A). Specifically, the delayed fluorescence dopant may be a compound disclosed in Japanese Patent Application Laid-Open Nos. 2011-140046, 2013-034967, 2015-530745, 2013-034967, 2014-512416, 2015-525248, 2013-524707, 2013-547225, 2012-274324, and 2015-504322, U.S. Patent Application Publication No. 2012-0217869, International Publication Nos. 2015-118035, 2016-091887, and 2016-096851, Korean Patent Application Publication No. 2017-7005332, Japanese Patent Application Laid-Open No. 2014-518737, U.S. Patent Application Publication Nos. 2016-0197286, 2014-0138627, 2014-0145149, 014-0158992, 2014-0145151, 2015-0021555, and 2014-0332758, Korean Patent Application Publication No. 2014-0154391, and Japanese Patent Application Laid-Open Nos. 2015-148588, 2016-506442, 2015-531748, 2016-538300, 2016-538393, 2015-095814, 2012-538639, 2014-525803, 2012-546858, 2016-538300, and 2014-538540, but the exemplary embodiments of the inventive concept are not limited thereto.
[0259] In one exemplary embodiment, the delayed fluorescence dopant may have a D-A-D type or A-D-A type structure. Specifically, the delayed fluorescence dopant may be a compound disclosed in International Publication No. 2015-158692 and Japanese Patent Application Laid-Open Nos. 2016-538435, 2016-538426, 2015-500308, and 2015-527231, but the exemplary embodiments of the inventive concept are not limited thereto.
[0260] In an exemplary embodiment, the delayed fluorescence dopant may be a transition metal complex. Specifically, the delayed fluorescence dopant may be a Cu complex or a Pt complex, and may be a compound disclosed in Korean Patent Application Publication Nos. 2012-7017497, 2013-7001396, 2014-0068027, and 2014-7003327, and U.S. Patent Application Publication No. 2011-0304262, but the exemplary embodiments of the inventive concept are not limited thereto.
[0261] In an exemplary embodiment, the delayed fluorescence dopant may be a compound having a B-N structure, and may be a compound disclosed in U.S. Patent Application Publication No. 2014-0027734, but the exemplary embodiments of the inventive concept are not limited thereto.
[0262] In an exemplary embodiment, the delayed fluorescence dopant may be a compound disclosed in Japanese Unexamined Patent Application Publication Nos. 2015-508569 and 2014-554306, but the exemplary embodiments of the inventive concept are not limited thereto.
[0263] The electron-donating group (D) may be, for example, a carbazole group, a dibenzothiophene group, a dibenzofuran group, an indolocarbazole group, or a biscarbazole group, but the exemplary embodiments of the inventive concept are not limited thereto.
[0264] The electron-accepting group (A) may be CN, F, an aryl group substituted with CN and / or F, or a nitrogen-containing cyclic group having π-electron depletion, but the exemplary embodiments of the inventive concept are not limited thereto.
[0265] In an exemplary embodiment, the first host, the first dopant, the second host, the second dopant, and the first quenching material may satisfy Equations 1-1 to 1-4:
[0266] T1(Q1) ≤ T1(H1) <Equation 1-1>
[0267] T1(Q1) ≤ T1(D1) <Equation 1-2>
[0268] T1(Q1) ≤ T1(H2) <Equation 1-3>
[0269] T1(Q1) ≤ T1(D2) <Equation 1-4>
[0270] In Equations 1-1 to 1-4,
[0271] T1(Q1) is the lowest excited triplet energy level of the first quenching material,
[0272] T1(H1) is the lowest excited triplet energy level of the first host,
[0273] T1(D1) is the lowest excited triplet energy level of the first dopant,
[0274] T1(H2) is the lowest excited triplet energy level of the second host, and
[0275] T1(D2) is the lowest excited triplet energy level of the second dopant.
[0276] In the organic light-emitting device satisfying Equation 1-1 and Equation 1-3, some triplets generated in the first host of the first emission layer and the second host of the second emission layer can be transferred to the first exciton quenching layer. Therefore, the triplet concentrations in the first emission layer and the second emission layer can be appropriately adjusted. The triplets in the first emission layer and the second emission layer do not participate in light emission, and the triplets can react with each other until they disappear or the host and dopant can be degraded through various mechanisms (such as reactions with charges or charged organic molecules). Therefore, since the organic light-emitting device includes the first exciton quenching layer, some triplets present in the first emission layer and the second emission layer can be quenched and maintained at an appropriate concentration, thereby improving the service life of the organic light-emitting device.
[0277] In the organic light-emitting device satisfying Equation 1-2 and Equation 1-4, all triplets generated in the first host of the first emission layer and the second host of the second emission layer do not transfer to the first exciton quenching layer and can also be transferred to the first dopant of the first emission layer and the second dopant of the second emission layer. Therefore, the triplet concentrations in the first emission layer and the second emission layer can be maintained at a level to obtain the desired luminous efficiency.
[0278] The first exciton quenching layer 133 including the first quenching material can be disposed between the first emission layer 131 and the second emission layer 132.
[0279] In one exemplary embodiment, the first quenching material may have a lowest excited triplet energy level T1(Q1) of about 1 eV to about 3.5 eV. For example, T1(Q1) may be about 1.7 eV to about 3.3 eV. When T1(Q1) of the first quenching material is within these ranges, compared with the phosphorescent dopants commonly used in the emission layers of organic light-emitting devices, the first quenching material may have a low lowest excited triplet energy level and can reduce the concentration of triplets in the emission layer that do not participate in light emission.
[0280] In one exemplary embodiment, the first quenching material may include at least one selected from fluorescent emission materials and phosphorescent emission materials.
[0281] In one exemplary embodiment, the fluorescent emission material may be an organometallic low molecular weight host or an organic low molecular weight host for light emission.
[0282] The organometallic low molecular weight host may be, for example, an alkaline earth metal complex, such as a Be complex, a Mg complex, and a Zn complex.
[0283] The organic low molecular weight host may be, for example, a styryl-based compound, an oxadiazole-based compound, and a spiro-difluorene-based compound.
[0284] In an exemplary embodiment, the fluorescent emission material may be selected from Compound MH1 to Compound MH13 and Compound LH1 to Compound LH11:
[0285]
[0286]
[0287]
[0288] In an exemplary embodiment, the fluorescent emission material may be a fluorescent dopant.
[0289] The fluorescent emission material may include at least one selected from, for example, diamine-based compounds, styryl-based compounds, perylene-based compounds, and coumarin-based compounds.
[0290] In an exemplary embodiment, the fluorescent emission material may contain a compound represented by Formula 501:
[0291] <Formula 501>
[0292]
[0293] In Formula 501,
[0294] Ar 501 may be a substituted or unsubstituted C 5 -C 60 carbocyclic group or a substituted or unsubstituted C 1 -C 60 heterocyclic group,
[0295] L 501 to L 503 may each independently be selected from a substituted or unsubstituted C 3 -C 10 subcycloalkyl group, a substituted or unsubstituted C 1 -C 10 subheterocycloalkyl group, a substituted or unsubstituted C 3 -C 10 subcycloalkenyl group, a substituted or unsubstituted C 1 -C 10 subheterocycloalkenyl group, a substituted or unsubstituted C6 -C 60 Arylene group, substituted or unsubstituted C 1 -C 60 Heteroarylene group, substituted or unsubstituted divalent non-aromatic fused polycyclic group, and substituted or unsubstituted divalent non-aromatic fused heteropolycyclic group,
[0296] xd1 to xd3 can each independently be an integer from 0 to 3,
[0297] R 501 and R 502 can each independently be selected from substituted or unsubstituted C 3 -C 10 Cycloalkyl group, substituted or unsubstituted C 1 -C 10 Heterocycloalkyl group, substituted or unsubstituted C 3 -C 10 Cycloalkenyl group, substituted or unsubstituted C 1 -C 10 Heterocycloalkenyl group, substituted or unsubstituted C 6 -C 60 Aryl group, substituted or unsubstituted C 6 -C 60 Aryloxy group, substituted or unsubstituted C 6 -C 60 Arylthio group, substituted or unsubstituted C 1 -C 60 Heteroaryl group, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, and substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, and
[0298] xd4 can be an integer from 1 to 6.
[0299] In one exemplary embodiment, Ar in formula 501 501 can be selected from:
[0300] Naphthalene group, heptalene group, fluorene group, spiro-bifluorene group, benzofluorene group, dibenzofluorene group, phenalene group, phenanthrene group, anthracene group, fluoranthene group, benzo[a]phenanthrene group, pyrene group, group, tetracene group, picene group, perylene group, pentacene group, indeno[1,2,3-cd]anthracene group, and indeno[1,2,3-def]phenanthrene group; and
[0301] each independently selected from deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazone group, C 1 -C 20 alkyl group, C 1 -C 20A naphthyl group substituted with at least one of an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group and a naphthyl group, a heptacene group, a fluorene group, a spiro-bifluorene group, a benzofluorene group, a dibenzofluorene group, a phenalene group, a phenanthrene group, an anthracene group, a fluoranthene group, a benzo[a]phenanthrene group, a pyrene group, a perylene group, a picene group, a pentacene group, an inden[1,2,3-cd]anthracene group and an inden[1,2,3-cd]phenanthrene group.
[0302] In one or more exemplary embodiments, L in Formula 501 501 to L 503 may each independently be selected from:
[0303] a phenylene group, a naphthylene group, a fluorenylene group, a spiro-bifluorenylene group, a benzofluorenylene group, a dibenzofluorenylene group, a phenanthrylene group, an anthrylene group, a fluoranthenylene group, a benzo[a]phenanthrylene group, a pyrenylene group, a perylenylene group, a pentaphenylene group, a hexacenylene group, a pentacenylene group, a thiophene group, a furan group, a carbazole group, an indole group, an isoindole group, a benzofuran group, a benzothiophene group, a dibenzofuran group, a dibenzothiophene group, a benzocarbazole group, a dibenzocarbazole group, a dibenzosilole group and a pyridine group; and
[0304] each independently substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthryl group, an anthryl group, a fluoranthenyl group, a benzo[a]phenanthryl group, a pyrenyl group, a perylenyl group, a pentaphenyl group, a hexacene group, a pentacene group, a thiophenyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuryl group, a benzothiophenyl group, a dibenzofuryl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group and a pyridyl group, a phenylene group, a naphthylene group, a fluorenylene group, a spiro-bifluorenylene group, a benzofluorenylene group, a dibenzofluorenylene group, a phenanthrylene group, an anthrylene group, a fluoranthenylene group, a benzo[a]phenanthrylene group, a pyrenylene group, a A base group, a perylene diimide group, a pentacene diimide group, a hexacene diimide group, a pentacene diimide group, a thiophene diimide group, a furan diimide group, a carbazole diimide group, an indole diimide group, an isoindole diimide group, a benzofuran diimide group, a benzothiophene diimide group, a dibenzofuran diimide group, a dibenzothiophene diimide group, a benzocarbazole diimide group, a dibenzocarbazole diimide group, a dibenzosilole diimide group, and a pyridine diimide group.
[0305] In one or more exemplary embodiments, R in Formula 501 501 and R 502 can each independently be selected from:
[0306] A phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorene group, a spiro-bifluorene group, a benzo[b]fluorene group, a dibenzo[b,d]fluorene group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a benzo[a]phenanthrenyl group, a pyrenyl group, A base group, a perylene group, a pentaphenyl group, a hexaphenyl group, a pentacene group, a thiophenyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, and a pyridyl group; and
[0307] Each independently selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorene group, a spiro-bifluorene group, a benzo[b]fluorene group, a dibenzo[b,d]fluorene group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a benzo[a]phenanthrenyl group, a pyrenyl group, A base group, a perylene group, a pentaphenyl group, a hexaphenyl group, a pentacene group, a thiophenyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridyl group, and a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorene group, a spiro-bifluorene group, a benzo[b]fluorene group, a dibenzo[b,d]fluorene group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a benzo[a]phenanthrenyl group, a pyrenyl group, 31 )(Q 32 )(Q 33 ) substituted by at least one of a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorene group, a spiro-bifluorene group, a benzo[b]fluorene group, a dibenzo[b,d]fluorene group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a benzo[a]phenanthrenyl group, a pyrenyl group, The base group, perylene group, pentaphenyl group, hexaphenyl group, pentacene group, thiophene group, furan group, carbazole group, indole group, isoindole group, benzofuran group, benzothiophene group, dibenzofuran group, dibenzothiophene group, benzocarbazole group, dibenzocarbazole group, dibenzosilole group and pyridyl group, and
[0308] Q 31 to Q 33 can each independently be selected from C 1 -C 10 alkyl group, C 1 -C 10 alkoxy group, phenyl group, biphenyl group, terphenyl group and naphthyl group.
[0309] In one or more embodiments, xd4 in Formula 501 may be 2, but the exemplary embodiments of the inventive concept are not limited thereto.
[0310] For example, the fluorescent emission material may be selected from Compound FD1 to Compound FD22:
[0311]
[0312]
[0313]
[0314] In one exemplary embodiment, the fluorescent emission material may be selected from the following compounds, but the exemplary embodiments of the inventive concept are not limited thereto:
[0315]
[0316] In one exemplary embodiment, the first quenching material may include a phosphorescent emission material. In one exemplary embodiment, the phosphorescent emission material may be used for red emission or green emission.
[0317] In one exemplary embodiment, the phosphorescent emission material may be a compound represented by Formula 301.
[0318] For example, the phosphorescent emission material may be selected from Compound H101 to Compound H119. In one exemplary embodiment, the phosphorescent emission material may be an organometallic complex represented by Formula 401.
[0319] In one exemplary embodiment, the phosphorescent emission material may be used for red emission or green emission. For example, the phosphorescent emission material may be tris(2-phenylpyridine)iridium(III) (Ir(ppy) 3) Tris(1-phenylisoquinoline)iridium(III) (Ir(piq) 3 ) Bis(2-benzo[b]thiophen-2-yl-pyridine)(acetylacetonate)iridium(III) (Ir(btp) 2 (acac)), Tris(dibenzoylmethane)phenanthroline europium(III) (Eu(dbm) 3 (phen)) or Tris[4,4'-di-tert-butyl-(2,2')-bipyridine]ruthenium(III) (Ru(dtb-bpy) 3 ·2(PF 6 ))。
[0320] In one exemplary embodiment, based on 100 parts by weight of the first exciton quenching layer, the amount of the first quenching material can be from about 0.05 parts by weight to about 20 parts by weight. For example, based on 100 parts by weight of the first exciton quenching layer, the amount of the first quenching material can be from about 0.1 parts by weight to about 10 parts by weight, for example, from about 0.5 parts by weight to about 5 parts by weight.
[0321] In one exemplary embodiment, the first quenching material can be a fluorescent emission material, and based on 100 parts by weight of the first exciton quenching layer, the amount of the first quenching material can be from about 0.1 parts by weight to about 20 parts by weight, for example, from about 0.5 parts by weight to about 5 parts by weight.
[0322] In one exemplary embodiment, the first quenching material can be a phosphorescent emission material, and based on 100 parts by weight of the first exciton quenching layer, the amount of the first quenching material can be from about 0.1 parts by weight to about 20 parts by weight, for example, from about 0.5 parts by weight to about 2 parts by weight.
[0323] In one exemplary embodiment, the thickness of the first exciton quenching layer can be from about 0.5 nm to about 50 nm. For example, the thickness of the first exciton quenching layer can be from about 1 nm to about 20 nm.
[0324] In one exemplary embodiment, the thickness (D Q1 ) of the first exciton quenching layer and the thickness (D E1 ) of the first emission layer can satisfy D E1 ≥D Q1 , and
[0325] the thickness (D Q1 ) of the first exciton quenching layer and the thickness (D E2 ) of the second emission layer can satisfy D E2 ≥D Q1 .
[0326] In an exemplary embodiment, relative to a length of 100 length % from the interface between the first exciton quenching layer and the first emission layer to the interface between the first exciton quenching layer and the second emission layer,
[0327] about 50 parts by weight or more than 50 parts by weight of 100 parts by weight of the first quenching material may be included in (i) region (M 0,20 ) and (ii) region (M 80,100 ), in the region (M 0,20 ), the length from the interface between the first exciton quenching layer and the first emission layer is from about 0 length % to about 20 length %, in the region (M 80,100 ), the length from the interface between the first exciton quenching layer and the first emission layer is from about 80 length % to about 100 length %. For example, about 70 parts by weight or more than 70 parts by weight, about 85 parts by weight or more than 85 parts by weight, or about 90 parts by weight or more than 90 parts by weight of 100 parts by weight of the first quenching material may be included in region M 0,20 and region M 80,100 .
[0328] That is, a concentration gradient can be formed such that the concentration of the first quenching material in the first exciton quenching layer becomes higher as it gets closer to the interface between the first exciton quenching layer and the first emission layer and the interface between the first exciton quenching layer and the second emission layer.
[0329] In one or more exemplary embodiments, relative to a length of 100 length % from the interface between the first exciton quenching layer and the first emission layer to the interface between the first exciton quenching layer and the second emission layer,
[0330] about 70 parts by weight or more than 70 parts by weight of 100 parts by weight of the first quenching material may be included in (i) region (M 0,50 ) or (ii) region (M 50,100 ), in the region (M 0,50 ), the length from the interface between the first exciton quenching layer and the first emission layer is from about 0 length % to about 50 length %, in the region (M 50,100 ), the length from the interface between the first exciton quenching layer and the first emission layer is from about 50 length % to about 100 length %. For example, about 70 parts by weight or more than 70 parts by weight, about 85 parts by weight or more than 85 parts by weight, or about 90 parts by weight or more than 90 parts by weight of 100 parts by weight of the first quenching material may be included in one of region M 0,50 and region M 50,100 .
[0331] That is, a concentration gradient can be formed such that the concentration of the first quenching material in the first exciton quenching layer becomes higher as it approaches one of the interfaces between the first exciton quenching layer and the first emission layer and between the first exciton quenching layer and the second emission layer, and the concentration of the first quenching material in the first exciton quenching layer becomes lower as it approaches the other of them.
[0332] The organic light-emitting device according to an embodiment may include a first exciton quenching layer between the first emission layer and the second emission layer. In an exemplary embodiment, the first exciton quenching layer may be in direct contact with the first emission layer and the second emission layer.
[0333] In an exemplary embodiment, the first exciton quenching layer may further include a third host. In one or more exemplary embodiments, the first exciton quenching layer may further include a third host and a third dopant.
[0334] The third host and the third dopant may be materials different from the first quenching material.
[0335] The third host can be understood by referring to the description provided for the first host and the second host. In addition, the third dopant can be understood by referring to the description provided for the first dopant and the second dopant.
[0336] In an exemplary embodiment, at least one of the first host and the second host may be the same as the third host.
[0337] The organic light-emitting device according to an embodiment may include an organic layer including an emission region, and the emission region may include a first emission layer, a second emission layer, and a first exciton quenching layer. The first emission layer may include a first host and a first dopant, and the second emission layer may include a second host and a second dopant.
[0338] [Electron transport region in the organic layer]
[0339] The electron transport region may have i) a single-layer structure including a single layer containing a single material, ii) a single-layer structure including a single layer containing a plurality of different materials, or iii) a multi-layer structure having a plurality of layers containing a plurality of different materials.
[0340] The electron transport region may include at least one layer selected from a buffer layer, an electron control layer, an electron transport layer, and an electron injection layer, but the exemplary embodiments of the inventive concept are not limited thereto.
[0341] For example, the electron transport region may have an electron transport layer / electron injection layer structure, an electron control layer / electron transport layer / electron injection layer structure, a buffer layer / electron transport layer / electron injection layer structure, a hole blocking layer / electron transport layer / electron injection layer structure, a hole blocking layer / electron control layer / electron transport layer / electron injection layer structure, or a hole blocking layer / buffer layer / electron transport layer / electron injection layer structure, where for each structure, the constituent layers are sequentially stacked from the emission layer. However, the exemplary embodiments of the inventive concept are not limited thereto.
[0342] The electron transport region (e.g., a buffer layer, a hole blocking layer, an electron control layer, or an electron transport layer in the electron transport region) may include a metal-free compound containing at least one nitrogen-containing ring depleted of π electrons.
[0343] The term "nitrogen-containing ring depleted of π electrons" refers to a C 1 -C 60 heterocyclic group having at least one *-N=*' moiety as a ring-forming moiety.
[0344] For example, the "nitrogen-containing ring depleted of π electrons" may be i) a 5- to 7-membered hetero-monocyclic group having at least one *-N=*' moiety, ii) a hetero-polycyclic group in which two or more 5- to 7-membered hetero-monocyclic groups each having at least one *-N=*' moiety are fused to each other, or iii) a hetero-polycyclic group in which at least one of the 5- to 7-membered hetero-monocyclic groups each having at least one *-N=*' moiety is fused to at least one C 5 -C 60 carbocyclic group.
[0345] Examples of the nitrogen-containing ring depleted of π electrons include imidazole, pyrazole, thiazole, isothiazole, oxazole, isoxazole, pyridine, pyrazine, pyrimidine, pyridazine, indazole, purine, quinoline, isoquinoline, benzoquinoline, phthalazine, naphthyridine, quinoxaline, quinazoline, cinnoline, phenanthridine, acridine, phenanthroline, phenazine, benzimidazole, isobenzothiazole, benzoxazole, isobenzoxazole, triazole, tetrazole, oxadiazole, triazine, thiadiazole, imidazopyridine, imidazopyrimidine, and azacarbazole, but are not limited thereto.
[0346] For example, the electron transport region may include a compound represented by Formula 601:
[0347] <Formula 601>
[0348] [Ar 601 xe11 -[(L 601 ) xe1 -R 601 xe21
[0349] In Formula 601,
[0350] Ar 601 may be a substituted or unsubstituted C 5 -C 60 carbocyclic group or a substituted or unsubstituted C 1 -C 60 heterocyclic group,
[0351] xe11 may be 1, 2 or 3,
[0352] L 601 may be selected from a substituted or unsubstituted C 3 -C 10 subcycloalkyl group, a substituted or unsubstituted C 1 -C 10 subheterocycloalkyl group, a substituted or unsubstituted C 3 -C 10 subcycloalkenyl group, a substituted or unsubstituted C 1 -C 10 subheterocycloalkenyl group, a substituted or unsubstituted C 6 -C 60 subaryl group, a substituted or unsubstituted C 1 -C 60 subheteroaryl group, a substituted or unsubstituted divalent non-aromatic fused polycyclic group and a substituted or unsubstituted divalent non-aromatic fused heteropolycyclic group,
[0353] xe1 may be an integer from 0 to 5,
[0354] R 601 may be selected from a substituted or unsubstituted C 3 -C 10 cycloalkyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkyl group, a substituted or unsubstituted C 3 -C 10 cycloalkenyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenyl group, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 6 -C 60 aryloxy group, a substituted or unsubstituted C 6 -C 60 arylthio group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 601 )(Q602 )(Q 603 )、-C(=O)(Q 601 )、-S(=O) 2 (Q 601 ) and -P(=O)(Q 601 )(Q 602 ),
[0355] Q 601 To Q 603 Can be independently C 1 -C 10 Alkyl group, C 1 -C 10 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group or a naphthyl group, and
[0356] xe21 can be an integer from 1 to 5.
[0357] In an exemplary embodiment, the amount of Ar 601 and xe21 number of R 601 At least one of the may comprise a π-electron-depleted nitrogen-containing ring.
[0358] In an exemplary embodiment, Ar in Formula 601 601 Can be selected from:
[0359] phenyl group, naphthalene group, fluorene group, spiro-bifluorene group, benzofluorene group, dibenzofluorene group, phenanthene group, phenanthrenes group, anthracene group, fluoranthene group, triphenylene group, pyrene group, a tetraphenyl group, a phenanthracene group, a perylene group, a pentaphenyl group, an indenoanthracene group, a dibenzofuran group, a dibenzothiophene group, a carbazole group, an imidazole group, a pyrazole group, a thiazole group, an isothiazole group, an oxazole group, an isoxazole group, a pyridine group, a pyrazine group, a pyrimidine group, a pyridazine group, an indazole group, a purine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a phthalazine group, a naphthyridine group, a quinoxaline group, a quinazoline group, a cinnoline group, a phenanthridine group, an acridine group, a phenanthroline group, a phenazine group, a benzimidazole group, an isobenzothiazole group, a benzoxazole group, an isobenzoxazole group, a triazole group, a tetrazole group, an oxadiazole group, a triazine group, a thiadiazole group, an imidazopyridine group, an imidazopyrimidine group, and an azacarbazole group; and
[0360] Each is selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 20 Alkyl group, C 1 -C 20An alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, -Si(Q 31 )(Q 32 )(Q 33 ), -S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ), at least one substituted benzene group, naphthalene group, fluorene group, spiro-difluorene group, benzo[b]fluorene group, dibenzo[b,d]fluorene group, phenalene group, phenanthrene group, anthracene group, fluoranthene group, benzo[a]phenanthrene group, pyrene group, group, tetracene group, picene group, perylene group, pentacene group, indeno[1,2,3-cd]anthracene group, dibenzofuran group, dibenzothiophene group, carbazole group, imidazole group, pyrazole group, thiazole group, isothiazole group, oxazole group, isoxazole group, pyridine group, pyrazine group, pyrimidine group, pyridazine group, indazole group, purine group, quinoline group, isoquinoline group, benzoquinoline group, phthalazine group, naphthyridine group, quinoxaline group, quinazoline group, cinnoline group, phenanthridine group, acridine group, phenanthroline group, phenazine group, benzimidazole group, isobenzothiazole group, benzoxazole group, isobenzoxazole group, triazole group, tetrazole group, oxadiazole group, triazine group, thiadiazole group, imidazopyridine group, imidazopyrimidine group and azacarbazole group, and
[0361] Q 31 to Q 33 can each independently be selected from C 1 -C 10 alkyl group, C 1 -C 10 alkoxy group, phenyl group, biphenyl group, terphenyl group and naphthyl group.
[0362] When xe11 in Formula 601 is two or greater than two, two or more than two Ar 601 can be connected via a single bond.
[0363] In one or more exemplary embodiments, Ar 601 in Formula 601 can be an anthracene group.
[0364] In one or more exemplary embodiments, the compound represented by Formula 601 can be represented by Formula 601-1:
[0365] <Formula 601-1>
[0366]
[0367] In Formula 601-1,
[0368] X 614 may be N or C(R 614 ), X 615 may be N or C(R 615 ), and X 616 may be N or C(R 616 ), where at least one selected from X 614 to X 616 may be N,
[0369] L 611 to L 613 may each independently be the same as defined with respect to L 601 .
[0370] xe611 to xe613 may each independently be the same as defined with respect to xe1,
[0371] R 611 to R 613 may each independently be the same as defined with respect to R 601 , and
[0372] R 614 to R 616 may each independently be selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, C 1 -C 20 alkyl group, C 1 -C 20 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, and a naphthyl group.
[0373] In one exemplary embodiment, L 601 and L 611 to L 613 in Formula 601 and Formula 601-1 may each independently be selected from:
[0374] a phenylene group, a naphthylene group, a fluorene group, a spiro-bifluorene group, a benzofluorene group, a dibenzofluorene group, a phenanthrene group, an anthracene group, a fluoranthene group, a benzo[a]phenanthrene group, a pyrene group, a Group, perylene diimide group, pentacene diimide group, hexacene diimide group, pentaphene diimide group, thiophene diimide group, furan diimide group, carbazole diimide group, indole diimide group, isoindole diimide group, benzofuran diimide group, benzothiophene diimide group, dibenzofuran diimide group, dibenzothiophene diimide group, benzocarbazole diimide group, dibenzocarbazole diimide group, dibenzosilole diimide group, pyridine diimide group, imidazole diimide group, pyrazole diimide group, thiazole diimide group, isothiazole diimide group, oxazole diimide group, isoxazole diimide group, thiadiazole diimide group, oxadiazole diimide group, pyrazine diimide group, pyrimidine diimide group, pyridazine diimide group, s-triazine diimide group, quinoline diimide group, isoquinoline diimide group, benzoquinoline diimide group, phthalazine diimide group, naphthyridine diimide group, quinoxaline diimide group, quinazoline diimide group, cinnoline diimide group, phenanthridine diimide group, acridine diimide group, phenanthroline diimide group, phenazine diimide group, benzimidazole diimide group, isobenzothiazole diimide group, benzoxazole diimide group, isobenzoxazole diimide group, triazole diimide group, tetrazole diimide group, imidazopyridine diimide group, imidazopyrimidine diimide group, and azacarbazole diimide group; and
[0375] each independently selected from deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 1 -C 20 alkyl group, C 1 -C 20 alkoxy group, phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorene group, spiro-bifluorene group, benzofluorenyl group, dibenzofluorenyl group, phenanthryl group, anthryl group, fluoranthenyl group, benzoanthracenyl group, pyrenyl group, At least one of a phenyl group, a perylene group, a pentaphenyl group, a hexaphenyl group, a quinquephenyl group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuryl group, a benzothienyl group, a dibenzofuryl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, and an azacarbazolyl group substituted phenyl group, naphthylene group, fluorene group, spiro-bifluorene group, benzo[9,10]fluorene group, dibenzo[9,10]fluorene group, phenanthrene group, anthracene group, fluoranthene group, benzo[a]phenanthrene group, pyrene group, A phenyl group, a perylene group, a pentaphenyl group, a hexaphenyl group, a quinquephenyl group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuryl group, a benzothienyl group, a dibenzofuryl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, and an azacarbazolyl group,
[0376] However, the exemplary embodiments of the inventive concept are not limited thereto.
[0377] In one or more exemplary embodiments, xe1 and xe611 to xe613 in Formula 601 and Formula 601-1 may each independently be 0, 1, or 2.
[0378] In one or more exemplary embodiments, R in Formula 601 and Formula 601-1 601 and R 611 to R 613 may each independently be selected from:
[0379] phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthryl group, anthracenyl group, fluoranthenyl group, benzophenanthryl group, pyrenyl group, group, perylenyl group, pentaphenyl group, hexaphenyl group, quaterphenyl group, thienyl group, furyl group, carbazolyl group, indolyl group, isoindolyl group, benzofuryl group, benzothienyl group, dibenzofuryl group, dibenzothienyl group, benzocarbazolyl group, dibenzocarbazolyl group, dibenzosilolyl group, pyridyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, thiadiazolyl group, oxadiazolyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, triazinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, naphthyridinyl group, quinoxalinyl group, quinazolinyl group, cinnolinyl group, phenanthridinyl group, acridinyl group, phenanthrolinyl group, phenazinyl group, benzimidazolyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzoxazolyl group, triazolyl group, tetrazolyl group, imidazopyridyl group, imidazopyrimidinyl group and azacarbazolyl group;
[0380] each independently being selected from deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C 1 -C 20 alkyl group, C 1 -C 20 alkoxy group, phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthryl group, anthracenyl group, fluoranthenyl group, benzophenanthryl group, pyrenyl group, A phenyl group, a perylene group, a pentaphenyl group, a sexiphenyl group, a quaterphenyl group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuryl group, a benzothienyl group, a dibenzofuryl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an imidazopyridyl group, an imidazopyrimidinyl group, and an azacarbazolyl group, wherein the phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthryl group, anthryl group, fluoranthenyl group, benzoanthryl group, pyrenyl group, is substituted by at least one of the above groups A group, a perylene group, a pentaphenyl group, a sexiphenyl group, a quaterphenyl group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuryl group, a benzothienyl group, a dibenzofuryl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an imidazopyridyl group, an imidazopyrimidinyl group, and an azacarbazolyl group; and
[0381] -Si(Q 601 )(Q 602 )(Q 603 ), -S(=O) 2 (Q 601 ), and -P(=O)(Q 601 )(Q 602 ), and
[0382] Q 601To Q 603 Same as described above.
[0383] The electron transport region may include at least one compound selected from Compound ET1 to Compound ET36, but the exemplary embodiments of the inventive concept are not limited thereto:
[0384]
[0385]
[0386]
[0387]
[0388] In one or more exemplary embodiments, the electron transport region may include at least one compound selected from 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), Alq 3 , BAlq, 3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole (TAZ), and NTAZ:
[0389]
[0390] The thicknesses of the buffer layer, the hole blocking layer, and the electron control layer may each be about to about For example, about to about When the thicknesses of the buffer layer, the hole blocking layer, and the electron control layer are within these ranges, the hole blocking layer or the electron control layer may have excellent hole blocking characteristics or electron control characteristics without a significant increase in the driving voltage.
[0391] The thickness of the electron transport layer may be about to about For example, about to about When the thickness of the electron transport layer is within the above range, the electron transport layer may have satisfactory electron transport characteristics without a significant increase in the driving voltage.
[0392] In addition to the materials described above, the electron transport region (e.g., the electron transport layer in the electron transport region) may further include a metal-containing material.
[0393] The metal-containing material may include at least one selected from alkali metal complexes and alkaline earth metal complexes. The alkali metal complex may contain metal ions selected from Li ions, Na ions, K ions, Rb ions, and Cs ions, and the alkaline earth metal complex may contain metal ions selected from Be ions, Mg ions, Ca ions, Sr ions, and Ba ions. Ligands coordinated to the metal ions of the alkali metal complex or alkaline earth metal complex may be selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyl oxazole, hydroxyphenyl thiazole, hydroxyphenyl oxadiazole, hydroxyphenyl thiadiazole, hydroxyphenyl pyridine, hydroxyphenyl benzimidazole, hydroxyphenyl benzothiazole, bipyridine, phenanthroline, and cyclopentadiene, but the exemplary embodiments of the inventive concept are not limited thereto.
[0394] For example, the metal-containing material may include a Li complex. The Li complex may include, for example, the compound ET-D1 (lithium hydroxyquinoline, LiQ) or ET-D2:
[0395]
[0396] The electron transport region may include an electron injection layer that facilitates the injection of electrons from the cathode 190. The electron injection layer may be in direct contact with the cathode 190.
[0397] The electron injection layer may have i) a single-layer structure including a single layer containing a single material, ii) a single-layer structure including a single layer containing a plurality of different materials, or iii) a multi-layer structure having a plurality of layers containing a plurality of different materials.
[0398] The electron injection layer may contain an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal compound, an alkaline earth metal compound, a rare earth metal compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof.
[0399] The alkali metal may be selected from Li, Na, K, Rb, and Cs. In one exemplary embodiment, the alkali metal may be Li, Na, or Cs. In one or more exemplary embodiments, the alkali metal may be Li or Cs, but the exemplary embodiments of the inventive concept are not limited thereto.
[0400] The alkaline earth metal may be selected from Mg, Ca, Sr, and Ba.
[0401] The rare earth metal may be selected from Sc, Y, Ce, Tb, Yb, and Gd.
[0402] The alkali metal compounds, alkaline earth metal compounds, and rare earth metal compounds may be selected from oxides and halides (e.g., fluorides, chlorides, bromides, or iodides) of alkali metals, alkaline earth metals, and rare earth metals.
[0403] The alkali metal compound may be selected from alkali metal oxides, such as Li 2 O、Cs 2 O or K 2 O, and alkali metal halides such as LiF, NaF, CsF, KF, LiI, NaI, CsI, KI or RbI. In an exemplary embodiment, the alkali metal compound may be selected from LiF, Li 2 O, NaF, LiI, NaI, CsI, and KI, but exemplary embodiments of the present inventive concept are not limited thereto.
[0404] The alkaline earth metal compound can be selected from alkaline earth metal oxides, such as BaO, SrO, CaO, Ba x Sr 1-x O(0 <x<1)或Ba x Ca 1-x O(0 <x<1)。在一个示例性实施方案中,碱土金属化合物可以选自BaO、SrO和CaO,但本发明构思的示例性实施方案不限于此。
[0405] The rare earth metal compound may be selected from YbF 3 ScF 3 Sc 2 O 3 , Y 2 O 3 、Ce 2 O 3 , GdF 3 and TbF 3 In an exemplary embodiment, the rare earth metal compound may be selected from YbF 3 ScF 3 , TbF 3 ,YbI 3 ScI 3 and TbI 3 , but exemplary embodiments of the present inventive concept are not limited thereto.
[0406] The alkali metal complex, the alkaline earth metal complex, and the rare earth metal complex may contain ions of the alkali metal, alkaline earth metal, and rare earth metal as described above, and the ligand coordinated to the metal ions of the alkali metal complex, the alkaline earth metal complex, or the rare earth metal complex may be selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, and cyclopentadiene, but exemplary embodiments of the inventive concept are not limited thereto.
[0407] The electron injection layer may be composed of an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal compound, an alkaline earth metal compound, a rare earth metal compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof as described above. In one or more exemplary embodiments, the electron injection layer may further comprise an organic material. When the electron injection layer further comprises an organic material, the alkali metal, alkaline earth metal, rare earth metal, alkali metal compound, alkaline earth metal compound, rare earth metal compound, alkali metal complex, alkaline earth metal complex, rare earth metal complex, or any combination thereof may be uniformly or non-uniformly dispersed in a matrix comprising the organic material.
[0408] The thickness of the electron injection layer may be about to about For example, about to about When the thickness of the electron injection layer is within the range described above, the electron injection layer may have satisfactory electron injection characteristics without a significant increase in the driving voltage.
[0409] In one exemplary embodiment, the hole transport region may comprise a hole transport material, the first host may include a hole transport host that does not include an electron transport portion, and the hole transport material may be the same as the first host.
[0410] In one or more exemplary embodiments, the hole transport region may include a hole transport layer comprising a hole transport material and an electron blocking layer comprising an electron blocking material, the first emission layer and the electron blocking layer may be in direct contact with each other, and the first host may include a hole transport host that does not include an electron transport portion and may be the same as the hole transport material and / or the electron blocking material.
[0411] Furthermore, in one exemplary embodiment, the electron transport region may include an electron transport material, the second host may include an electron transport host comprising at least one electron transport portion, and the electron transport material may be the same as the second host.
[0412] In one or more exemplary embodiments, the electron transport region may include an electron transport layer comprising an electron transport material and a hole blocking layer comprising a hole blocking material, the first emission layer and the electron blocking layer may be in direct contact with each other, and the first host may include an electron transport host comprising at least one electron transport portion and may be the same as the electron transport material and / or the hole blocking material.
[0413] The organic light-emitting device according to another embodiment may further include a second exciton quenching layer between the anode and the first emission layer and in direct contact with the first emission layer,
[0414] The second exciton quenching layer may include a second quenching material, and
[0415] The host, dopant, and second quenching material may satisfy Equation 2-1 and Equation 2-2:
[0416] T1(Q2) ≤ T1(H1) <Equation 2-1>
[0417] T1(Q2) ≤ T1(D1) <Equation 2-2>.
[0418] In Equation 2-1 and Equation 2-2,
[0419] T1(Q2) is the lowest excited triplet energy level of the second quenching material,
[0420] T1(H1) is the lowest excited triplet energy level of the first host, and
[0421] T1(D1) is the lowest excited triplet energy level of the first dopant.
[0422] An organic light-emitting device according to another embodiment may further include a third exciton quenching layer between the anode and the second emission layer and in direct contact with the second emission layer,
[0423] The third exciton quenching layer may include a third quenching material, and
[0424] The host, dopant, and third quenching material may satisfy Equation 3-1 and Equation 3-2:
[0425] T1(Q3) ≤ T1(H2) <Equation 3-1>
[0426] T1(Q3) ≤ T1(D2) <Equation 3-2>.
[0427] In Equation 3-1 and Equation 3-2,
[0428] T1(Q3) is the lowest excited triplet energy level of the third quenching material,
[0429] T1(H2) is the lowest excited triplet energy level of the second host, and
[0430] T1(D2) is the lowest excited triplet energy level of the second dopant.
[0431] The second exciton quenching layer may further include a fourth host, or may further include a fourth host and a fourth dopant.
[0432] The third exciton quenching layer may further include a fifth host, or may further include a fifth host and a fifth dopant.
[0433] The fourth body and the fifth body can be understood by referring to the description provided for the third body.
[0434] The fourth dopant and the fifth dopant can be understood by referring to the description provided for the third dopant.
[0435] In addition, in an exemplary embodiment, the thickness (D Q3 ) of the third exciton quenching layer and the thickness (D E ) of the second emission layer may satisfy D E ≥D Q3 .
[0436] In an exemplary embodiment, the organic layer may include a hole transport layer or an electron blocking layer between the anode and the second exciton quenching layer, and
[0437] the second exciton quenching layer and the hole transport layer or the electron blocking layer may be in direct contact with each other.
[0438] In one or more exemplary embodiments, the organic layer may include an electron transport layer or a hole blocking layer between the cathode and the third exciton quenching layer, and
[0439] the third exciton quenching layer and the electron transport layer or the hole blocking layer may be in direct contact with each other.
[0440] The cathode 190 may be disposed on the organic layer 150 having such a structure. The material for forming the cathode 190 may be a metal, an alloy, a conductive compound, and combinations thereof having a relatively low work function.
[0441] The cathode 190 may include at least one selected from lithium (Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), ITO, and IZO, but the exemplary embodiments of the inventive concept are not limited thereto. The cathode 190 may be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode.
[0442] The cathode 190 may have a single-layer structure, or a multi-layer structure including two or more layers.
[0443] In Figure 1 , a substrate may be additionally disposed under the anode 110 (i.e., the surface is not in contact with the organic layer) or above the cathode 120 (i.e., the surface is not in contact with the organic layer), as understood by those of ordinary skill in the art. The substrate may be a glass substrate or a plastic substrate, each having excellent mechanical strength, thermal stability, transparency, surface smoothness, ease of operation, and water resistance.
[0444] In an exemplary embodiment, the organic light-emitting device 10 may further include a cover layer in a direction in which light is extracted. The cover layer may increase the external light-emitting efficiency according to the principle of constructive interference.
[0445] The cover layers may each independently be an organic cover layer containing an organic material, an inorganic cover layer containing an inorganic material, or a composite cover layer containing an organic material and an inorganic material.
[0446] The cover layers may each independently contain at least one material selected from carbocyclic compounds, heterocyclic compounds, amine-based compounds, porphyrin derivatives, phthalocyanine derivatives, naphthalocyanine derivatives, alkali metal complexes, and alkaline earth metal complexes. The carbocyclic compounds, heterocyclic compounds, and amine-based compounds may optionally be substituted with substituents containing at least one element selected from O, N, S, Se, Si, F, Cl, Br, and I.
[0447] In an exemplary embodiment, the cover layer may contain an amine-based compound.
[0448] In one or more exemplary embodiments, the cover layer may contain a compound represented by Formula 201 or Formula 202.
[0449] In one or more exemplary embodiments, the cover layer may be selected from Compound HT28 to Compound HT33 and Compound CP1 to Compound CP5, but the exemplary embodiments of the inventive concept are not limited thereto:
[0450]
[0451] Above, the organic light-emitting device according to the embodiment has been described in conjunction with Figure 1 The layers constituting the hole transport region, the emission layer, and the layers constituting the electron transport region may be formed in a certain region by using one or more suitable methods selected from vacuum deposition, spin coating, casting, Langmuir–Blodgett (LB) deposition, inkjet printing, laser printing, and laser-induced thermal imaging.
[0452] When the layers constituting the hole transport region, the emission layer, and the layers constituting the electron transport region are formed by vacuum deposition, considering the materials to be included in the layer to be formed and the structure of the layer to be formed, the deposition may be performed at a deposition temperature of about 100 °C to about 500 °C, a vacuum degree of about 10
[0453] Torr to about 10 -8 Torr and a deposition rate of about -3 Torr to about to about of deposition.
[0454] When the layer constituting the hole transport region, the emission layer, and the layer constituting the electron transport region are formed by spin coating, spin coating can be performed at a coating speed of about 2,000 rpm to about 5,000 rpm and at a heat treatment temperature of about 80°C to about 200°C by considering the material to be included in the layer to be formed and the structure of the layer to be formed.
[0455] In one or more embodiments, there is provided an electronic device having: a thin film transistor including a source electrode, a drain electrode, and an active layer; and the organic light emitting device. An anode or a cathode of the organic light emitting device is electrically connected to one of the source electrode and the drain electrode of the thin film transistor.
[0456] As used herein, the term "C 1 -C 60 alkyl group" refers to a straight-chain or branched-chain aliphatic saturated hydrocarbon monovalent group having 1 to 60 carbon atoms, and examples thereof include a methyl group, an ethyl group, a propyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a pentyl group, an isopentyl group, and a hexyl group. As used herein, the term "C 1 -C 60 alkylene group" refers to a divalent group having the same structure as the C 1 -C 60 alkyl group.
[0457] As used herein, the term "C 2 -C 60 alkenyl group" refers to a hydrocarbon group having at least one carbon-carbon double bond in the middle or at the end of the C 2 -C 60 alkyl group, and examples thereof include a vinyl group, an allyl group, and a butenyl group. As used herein, the term "C 2 -C 60 alkenylene group" refers to a divalent group having the same structure as the C 2 -C 60 alkenyl group.
[0458] As used herein, the term "C 2 -C 60 alkynyl group" refers to a hydrocarbon group having at least one carbon-carbon triple bond in the middle or at the end of the C 2 -C 60 alkyl group, and examples thereof include an ethynyl group and a propargyl group. As used herein, the term "C 2 -C 60 alkynylene group" refers to a divalent group having the same structure as the C 2 -C 60 alkynyl group.
[0459] As used herein, the term "C1 -C 60 The term "alkoxy group" means a monovalent group represented by -OA 101 (where A 101 is C 1 -C 60 alkyl group), and examples thereof include methoxy group, ethoxy group, and isopropoxy group.
[0460] As used herein, the term "C 3 -C 10 cycloalkyl group" means a monovalent saturated hydrocarbon monocyclic group having 3 to 10 carbon atoms, and examples thereof include cyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group, and cycloheptyl group. As used herein, the term "C 3 -C 10 subcycloalkyl group" means a divalent group having the same structure as the C 3 -C 10 cycloalkyl group.
[0461] As used herein, the term "C 1 -C 10 heterocycloalkyl group" means a monovalent monocyclic group having at least one heteroatom selected from N, O, Si, P, and S (e.g., 1, 2, 3, 4, or 5 heteroatoms) as ring-forming atoms and 1 to 10 carbon atoms, and examples thereof include 1,2,3,4-oxatriazolidinyl group, tetrahydrofuranyl group, and tetrahydrothienyl group. As used herein, the term "C 1 -C 10 subheterocycloalkyl group" means a divalent group having the same structure as the C 1 -C 10 heterocycloalkyl group.
[0462] As used herein, the term C 3 -C 10 cycloalkenyl group means a monovalent monocyclic group having 3 to 10 carbon atoms and at least one carbon-carbon double bond and no aromaticity in its ring, and examples thereof include cyclopentenyl group, cyclohexenyl group, and cycloheptenyl group. As used herein, the term "C 3 -C 10 subcycloalkenyl group" means a divalent group having the same structure as the C 3 -C 10 cycloalkenyl group.
[0463] As used herein, the term "C 1 -C 10"Heterocyclic alkenyl group" means a monovalent monocyclic group having in its ring at least one heteroatom selected from N, O, Si, P, and S as ring-forming atoms (e.g., 1, 2, 3, 4, or 5 heteroatoms), 1 to 10 carbon atoms, and at least one carbon double bond. C 1 -C 10 Non-limiting examples of heterocyclic alkenyl groups include 4,5-dihydro-1,2,3,4-oxatriazolyl groups, 2,3-dihydrofuranyl groups, and 2,3-dihydrothienyl groups. As used herein, the term "C 1 -C 10 "Heterocyclic alkenylene group" means a divalent group having the same structure as the C 1 -C 10 heterocyclic alkenyl group.
[0464] As used herein, the term "C 6 -C 60 "Aryl group" means a monovalent group having a carbocyclic aromatic system containing 6 to 60 carbon atoms, and C as used herein 6 -C 60 "Arylene group" means a divalent group having a carbocyclic aromatic system containing 6 to 60 carbon atoms. C 6 -C 60 Non-limiting examples of aryl groups include phenyl groups, naphthyl groups, anthracenyl groups, phenanthryl groups, pyrenyl groups, and yl groups. When the C 6 -C 60 aryl group and the C 6 -C 60 arylene group each contain two or more rings, the rings may be fused to each other.
[0465] As used herein, the term "C 1 -C 60 "Heteroaryl group" means a monovalent group having a carbocyclic aromatic system containing at least one heteroatom selected from N, O, Si, P, and S as ring-forming atoms in addition to 1 to 60 carbon atoms (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10 heteroatoms). As used herein, the term "C 1 -C 60 "Heteroarylene group" means a divalent group having a carbocyclic aromatic system containing at least one heteroatom selected from N, O, Si, P, and S as ring-forming atoms in addition to 1 to 60 carbon atoms (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10 heteroatoms). C 1 -C 60 Non-limiting examples of heteroaryl groups include pyridyl groups, pyrimidinyl groups, pyrazinyl groups, pyridazinyl groups, triazinyl groups, quinolinyl groups, and isoquinolinyl groups. When C1 -C 60 Heteroaryl group and C 1 -C 60 When each of the heteroarylene group and the heteroaryl group contains two or more rings, the rings may be fused to each other.
[0466] As used herein, the term "C 6 -C 60 aryloxy group" means -OA 102 (wherein A 102 is a C 6 -C 60 aryl group), and the C 6 -C 60 arylthio group as used herein means -SA 103 (wherein A 103 is a C 6 -C 60 aryl group).
[0467] As used herein, the term "C 1 -C 60 heteroaryloxy group" means -OA 104 (wherein A 104 is a C 1 -C 60 heteroaryl group), and the term "C 1 -C 60 heteroarylthio group" as used herein means -SA 105 (wherein A 105 is a C 1 -C 60 heteroaryl group).
[0468] As used herein, the term "monovalent non-aromatic fused polycyclic group" means a monovalent group (e.g., having 8 to 60 carbon atoms) having two or more rings fused to each other, having only carbon atoms as ring-forming atoms, and not having aromaticity in its entire molecular structure. Specific examples of the monovalent non-aromatic fused polycyclic group are fluorenyl groups. As used herein, the term "divalent non-aromatic fused polycyclic group" means a divalent group having the same structure as the monovalent non-aromatic fused polycyclic group.
[0469] As used herein, the term "monovalent non-aromatic fused heteropolycyclic group" refers to a monovalent group (e.g., having from 1 to 60 carbon atoms) having two or more rings fused to each other, having at least one heteroatom selected from N, O, Si, P, and S other than carbon atoms as ring-forming atoms (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10 heteroatoms), and not having aromaticity in its entire molecular structure. An example of a monovalent non-aromatic fused heteropolycyclic group is a carbazolyl group. As used herein, the term "divalent non-aromatic fused heteropolycyclic group" refers to a divalent group having the same structure as the monovalent non-aromatic fused heteropolycyclic group.
[0470] As used herein, the term "C 5 -C 60 carbocyclic group" refers to a monocyclic or polycyclic group having from 5 to 60 carbon atoms, wherein the ring-forming atoms are only carbon atoms. As used herein, the term "C 5 -C 60 carbocyclic group" refers to an aromatic carbocyclic group or a non-aromatic carbocyclic group. A C 5 -C 60 carbocyclic group can be a ring, such as benzene; a monovalent group, such as a phenyl group; or a divalent group, such as a phenylene group. In one or more exemplary embodiments, depending on the number of substituents attached to the C 5 -C 60 carbocyclic group, the C 5 -C 60 carbocyclic group can be a trivalent group or a tetravalent group.
[0471] As used herein, the term "C 1 -C 60 heterocyclic group" refers to a group having the same structure as the C 5 -C 60 carbocyclic group, but in addition to carbon (the number of carbon atoms can be from 1 to 60), at least one heteroatom selected from N, O, Si, P, and S is used as a ring-forming atom (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10 heteroatoms).
[0472] In this specification, C 5 -C 60 carbocyclic groups, substituted C 1 -C 60 heterocyclic groups, substituted C 3 -C 10 subcycloalkyl groups, substituted C 1 -C 10 subheterocycloalkyl groups, substituted C 3 -C 10 subcycloalkenyl groups, substituted C 1-C 10 Hetrocyclenyl group, substituted C 6 -C 60 Arylene group, substituted C 1 -C 60 Heteroarylene group, substituted divalent non-aromatic fused polycyclic group, substituted divalent non-aromatic fused heteropolycyclic group, substituted C 1 -C 60 Alkyl group, substituted C 2 -C 60 Alkenyl group, substituted C 2 -C 60 Alkynyl group, substituted C 1 -C 60 Alkoxy group, substituted C 3 -C 10 Cycloalkyl group, substituted C 1 -C 10 Heterocycloalkyl group, substituted C 3 -C 10 Cycloalkenyl group, substituted C 1 -C 10 Heterocycloalkenyl group, substituted C 6 -C 60 Aryl group, substituted C 6 -C 60 Aryloxy group, substituted C 6 -C 60 Arylthio group, substituted C 1 -C 60 Heteroaryl group, substituted C 1 -C 60 Heteroaryloxy group, substituted C 1 -C 60 At least one substituent in the heteroarylthio group, substituted monovalent non-aromatic fused polycyclic group, and substituted monovalent non-aromatic fused heteropolycyclic group may be selected from:
[0473] Deuterium, -F, -Cl, -Br, -I, hydroxy group, cyano group, nitro group, amidino group, hydrazino group, hydrazone group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group and C 1 -C 60 Alkoxy group;
[0474] Each independently selected from deuterium, -F, -Cl, -Br, -I, hydroxy group, cyano group, nitro group, amidino group, hydrazino group, hydrazone group, C3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl groups, C 1 -C 60 Heteroaryloxy groups, C 1 -C 60 heteroarylthio group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 ) and -P(=O)(Q 11 )(Q 12 ) at least one substituted C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl groups and C 1 -C 60 Alkoxy groups;
[0475] C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C60 Arylthio group, C 1 -C 60 Heteroaryl group, C 1 -C 60 Heteroaryloxy group, C 1 -C 60 Heteroarylthio group, monovalent non-aromatic fused polycyclic group, and monovalent non-aromatic fused heteropolycyclic group;
[0476] Each independently selected from deuterium, -F, -Cl, -Br, -I, hydroxy group, cyano group, nitro group, amidino group, hydrazino group, hydrazone group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy group, C 3 -C 10 Cycloalkyl group, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl group, C 1 -C 60 Heteroaryloxy group, C 1 -C 60 Heteroarylthio group, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 ) and -P(=O)(Q 21 )(Q 22 ) and substituted with at least one of C 3 -C 10Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl group, C 3 -C 10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 6 -C 60 Aryloxy group, C 6 -C 60 Arylthio group, C 1 -C 60 Heteroaryl groups, C 1 -C 60 Heteroaryloxy groups, C 1 -C 60 a heteroarylthio group, a monovalent non-aromatic condensed polycyclic group, and a monovalent non-aromatic condensed heteropolycyclic group; and
[0477] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) and -P(=O)(Q 31 )(Q 32 ),as well as
[0478] Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, C 1 -C 60 Alkyl group, C 2 -C 60 Alkenyl group, C 2 -C 60 Alkynyl group, C 1 -C 60 Alkoxy group, C 3 -C 10 Cycloalkyl groups, C 1 -C 10 Heterocycloalkyl group, C 3 -C10 Cycloalkenyl group, C 1 -C 10 Heterocycloalkenyl group, C 6 -C 60 Aryl group, C 1 -C 60 Heteroaryl group, C 1 -C 60 Heteroaryloxy group, C 1 -C 60 Heteroarylthio group, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, C substituted with at least one selected from deuterium, -F and cyano group 1 -C 60 Alkyl group, C substituted with at least one selected from deuterium, -F and cyano group 6 -C 60 Aryl group, biphenyl group and terphenyl group.
[0479] As used herein, the term "Ph" represents a phenyl group, the term "Me" represents a methyl group, the term "Et" represents an ethyl group, the term "ter-Bu" or "Bu t " represents a tert-butyl group, and the term "OMe" represents a methoxy group as used herein.
[0480] As used herein, the term "biphenyl group" refers to "a phenyl group substituted with a phenyl group". A "biphenyl group" is a "substituted phenyl group" having a "C 6 -C 60 aryl group" as a substituent.
[0481] As used herein, the term "terphenyl group" refers to "a phenyl group substituted with a biphenyl group". A "terphenyl group" is a "phenyl group" having a "C 6 -C 60 aryl group substituted C 6 -C 60 aryl group" as a substituent.
[0482] Unless otherwise defined, * and *' as used herein each refer to the connection site to adjacent atoms in the corresponding formula.
[0483] Hereinafter, the organic light-emitting device according to the embodiment will be described in detail with reference to examples. The expression "using B in place of A" used in the description of the examples means using the same number of molar equivalents of B to replace the molar equivalent of A.
[0484] [Examples]
[0485] Evaluation Example 1: Evaluation of T1 energy level
[0486] A mixture of toluene and each of compound QD-1 and compound PD-1 (1 mg of each of compound QD-1 and compound PD-1 dissolved in 3 mL of toluene) was added to a quartz cell, liquid nitrogen (77 K) was added thereto, and the photoluminescence spectrum was measured by using a photoluminescence measuring instrument. The peaks observed only at low temperature were analyzed by comparing the photoluminescence spectrum with the normal room-temperature photoluminescence spectrum. Then, the results of its T1 energy level are shown in Table 1.
[0487] [Table 1]
[0488] Compound T1 Energy Level (eV) QD-1 1.55 PD-1 3.05
[0489]
[0490] Referring to Table 1, it was confirmed that compound QD-1 has a low T1 energy level.
[0491] Example 1
[0492] A Corning 15 Ω / cm 2 ITO glass substrate (anode) was cut into a size of 50 mm × 50 mm × 0.7 mm, ultrasonically treated with isopropyl alcohol and pure water for 5 minutes each, and then cleaned by exposure to ultraviolet rays and ozone for 30 minutes. Then, the ITO glass substrate was provided to a vacuum deposition apparatus.
[0493] HT18 + MoO x (x = 2 to 4, 10% doped) and compound 221-1 were vacuum deposited on the ITO glass substrate to form a hole injection layer having a thickness of, and HT18 was vacuum deposited on the hole injection layer to form a hole transport layer having a thickness of.
[0494] TCTA was vacuum deposited on the hole transport layer to form an electron blocking layer having a thickness of.
[0495] Compound HT-1 and compound ET-3 (weight ratio of 1:1) as co-hosts and compound PD-1 (10 wt%) as a dopant were co-deposited to form a first emission layer having a thickness of.
[0496] Compound HT-1 and compound ET-3 (weight ratio of 1:1) as co-hosts and compound QD-1 as a first quenching material were co-deposited on the first emission layer to form a first exciton quenching layer having a thickness of.
[0497] Co-deposit compound HT-1 and compound ET-3 (weight ratio of 1:1) as co-hosts and compound PD-1 (10 wt%) as a dopant on the first exciton quenching layer to form a second emission layer having a thickness of
[0498] Vacuum deposit compound 221-1 on the second emission layer to form a hole blocking layer having a thickness of
[0499] Vacuum deposit compound ET-3 on the hole blocking layer to form an electron transport layer having a thickness of. Vacuum deposit LiF on the electron transport layer to form an electron injection layer having a thickness of, and vacuum deposit Al on the electron injection layer to form a cathode having a thickness of, thereby completing the fabrication of the organic light-emitting device.
[0500] <ht18>
[0501]
[0502] <Compound 221-1>
[0503]
[0504] <tcta>
[0505]
[0506] <ht-1>
[0507]
[0508] <et-3>
[0509]
[0510] <qd-1>
[0511]
[0512] <pd-1>
[0513]
[0514] Example 2
[0515] An organic light-emitting device was fabricated in the same manner as in Example 1, except that a first exciton quenching layer was formed to have a concentration gradient in which the concentration of compound QD-1 at the interface between the first exciton quenching layer and the first emission layer was 5 wt%, and the concentration of compound QD-1 at the interface between the first exciton quenching layer and the second emission layer was 0.5 wt%.
[0516] Comparative Example 1
[0517] An organic light-emitting device was fabricated in the same manner as in Example 1, except that the first exciton quenching layer and the second emission layer were not formed and a hole blocking layer was formed on the first emission layer.
[0518] Evaluation of Example 2: Evaluation of the organic light-emitting device
[0519] The driving voltage, current efficiency, and lifetime (LT 50 ) of the organic light-emitting devices fabricated according to Example 1, Example 2, and Comparative Example 1 were measured using a Keithley SMU 236 and a luminance meter PR650, and the results are shown in Table 2. The lifetime represents the time consumed when the luminance is 50% of the initial luminance (100%).
[0520] [Table 2]
[0521] Driving Voltage (V) Current Efficiency (Cd / A) <![CDATA[LT 50 (hours)]]> Example 1 4.5 15.6 116 Example 2 4.5 18.6 150 Comparative Example 1 4.5 16 102
[0522] According to Table 2, it was confirmed that the organic light-emitting devices of Example 1 and Example 2 had high efficiency and long lifetime compared to those of Comparative Example 1.
[0523] Some of the advantages that can be achieved by the exemplary embodiments of the present invention include an organic light-emitting device that can have a long lifetime.
[0524] Although certain exemplary embodiments and implementations have been described herein, other embodiments and modifications will be apparent from this description. Accordingly, the inventive concept is not limited to such embodiments, but rather to the claims and the broader scope of various obvious modifications and equivalent arrangements that will be apparent to those of ordinary skill in the art. < / qd-1> < / et-3> < / ht-1> < / tcta>
Claims
1. An organic light-emitting device, comprising: an anode; a cathode; and an organic layer between the anode and the cathode and including an emission region, wherein the emission region includes a first emission layer, a second emission layer, and a first exciton quenching layer, the first emission layer contains a first host and a first dopant, the second emission layer contains a second host and a second dopant, and the first exciton quenching layer is disposed between the first emission layer and the second emission layer and contains a first quenching material, wherein the first exciton quenching layer is in direct contact with the first emission layer and the second emission layer, and based on 100 parts by weight of the first exciton quenching layer, the amount of the first quenching material is 0.05 parts by weight to 20 parts by weight, wherein, with respect to 100% by length of the length from the interface between the first exciton quenching layer and the first emission layer to the interface between the first exciton quenching layer and the second emission layer, 70 parts by weight or more than 70 parts by weight of the 100 parts by weight of the first quenching material are included in (i) region M 0,20 and (ii) region M 80,100 In the region M 0,20 The length from the interface between the first exciton quenching layer and the first emission layer is 0 length % to 20 length %, and in the region M 80,100 The length from the interface between the first exciton quenching layer and the first emission layer is 80 length % to 100 length %, or With respect to the length of 100 length % from the interface between the first exciton quenching layer and the first emission layer to the interface between the first exciton quenching layer and the second emission layer, 70 parts by weight or more than 70 parts by weight of the 100 parts by weight of the first quenching material is contained in (i) region M 0,50 or (ii) region M 50,100 In the region M 0,50 In the region M, the length from the interface between the first exciton quenching layer and the first emission layer is 0 length % to 50 length %, and in the region M 50,100 In the region M, the length from the interface between the first exciton quenching layer and the first emission layer is 50 length % to 100 length %.
2. The organic light-emitting device according to claim 1, wherein the first host, the first dopant, the second host, the second dopant, and the first quenching material satisfy Equations 1-1 to 1-4: T1(Q1) ≤ T1(H1) <Equation 1-1> T1(Q1) ≤ T1(D1) <Equation 1-2> T1(Q1) ≤ T1(H2) <Equation 1-3> T1(Q1) ≤ T1(D2) <Equation 1-4>, wherein, in Equations 1-1 to 1-4, T1(Q1) is the lowest excited triplet state energy level of the first quenching material, T1(H1) is the lowest excited triplet state energy level of the first host, T1(D1) is the lowest excited triplet state energy level of the first dopant, T1(H2) is the lowest excited triplet state energy level of the second host, and T1(D2) is the lowest excited triplet state energy level of the second dopant.
3. The organic light-emitting device according to claim 1, wherein the lowest excited triplet state energy level T1(Q1) of the first quenching material is 1 eV to 3.5 eV.
4. The organic light-emitting device according to claim 1, wherein the first quenching material includes at least one selected from a fluorescent emission material and a phosphorescent emission material.
5. The organic light-emitting device according to claim 4, wherein the first quenching material includes the fluorescent emission material, and the fluorescent emission material is selected from Compound MH1 to Compound MH13 and Compound LH1 to Compound LH11:
6. The organic light-emitting device according to claim 4, wherein the first quenching material includes a fluorescent emission material, and the fluorescent emission material includes at least one selected from a diamine-based compound, a styryl-based compound, a perylene-based compound, and a coumarin-based compound.
7. The organic light-emitting device according to claim 4, wherein the first quenching material includes a phosphorescent emission material, and the phosphorescent emission material is selected from Compound H101 to Compound H119:
8. The organic light-emitting device according to claim 4, wherein the first quenching material includes a phosphorescent emission material, and the phosphorescent emission material is for red light emission or green light emission.
9. The organic light-emitting device according to claim 1, wherein the first exciton quenching layer further comprises a third host, or the first exciton quenching layer further comprises a third host and a third dopant.
10. The organic light-emitting device according to claim 9, wherein at least one of the first host and the second host is the same as the third host.
11. The organic light-emitting device according to claim 1, wherein the first host includes a first hole-transporting host that does not include an electron-transporting portion and a first electron-transporting host that includes at least one electron-transporting portion, and the second host includes a second hole-transporting host that does not include an electron-transporting portion and a second electron-transporting host that includes at least one electron-transporting portion.
12. The organic light-emitting device according to claim 11, wherein the first hole-transporting host and the second hole-transporting host are each independently a compound represented by one selected from Formulas 301-1 to 301-6, and the first electron-transporting host and the second electron-transporting host are each independently a compound represented by one selected from Formulas 301-7 to 301-9: <Formula 301-1> <Formula 301-2> <Formula 301-3> <Formula 301-4> <Formula 301-5> <Formula 301-6> <Formula 301-7> <Formula 301-8> <Formula 301-9> Wherein, in Formulas 301-1 to 301-9, A 301 to A 304 each independently selected from a benzene group, a naphthalene group, a phenanthrene group, a fluoranthene group, a benzo[a]phenanthrene group, a pyrene group, a group, a pyridine group, a pyrimidine group, an indene group, a fluorene group, a spiro-bifluorene group, a benzofluorene group, a dibenzofluorene group, an indole group, a carbazole group, a benzocarbazole group, a dibenzocarbazole group, a furan group, a benzofuran group, a dibenzofuran group, a naphthofuran group, a benzonaphthofuran group, a dinaphthofuran group, a thiophene group, a benzothiophene group, a dibenzothiophene group, a naphthothiophene group, a benzonaphthothiophene group, and a dinaphthothiophene group, X 301 is O, S or N-[(L 304 ) xb4 -R 304 , X 302 is N or C(R 311 ), X 303 is N or C(R 312 ), X 304 is N or C(R 313 ), and at least one selected from X 302 to X 304 is N, X 305 is N or C(R 311 ), X 306 is N or C(R 312 ), X 307 is N or C(R 313 ), X 308 is N or C(R 314 ), and at least one selected from X 305 to X 308 is N, Y 301 and Y 302 each independently represents a single bond, O, S, N-[(L 305 ) xb5 -R 305 , or S(=O) 2 , xb21 to xb24 are each independently 0, 1, or 2, Ar 301 is a substituted or unsubstituted C 5 -C 60 carbocyclic group or a substituted or unsubstituted C 1 -C 60 heterocyclic group, L 301 to L 305 each independently selected from substituted or unsubstituted C 3 -C 10 subcycloalkyl groups, substituted or unsubstituted C 1 -C 10 subheterocycloalkyl groups, substituted or unsubstituted C 3 -C 10 subcycloalkenyl groups, substituted or unsubstituted C 1 -C 10 subheterocycloalkenyl groups, substituted or unsubstituted C 6 -C 60 subarylene groups, substituted or unsubstituted C 1 -C 60 subheteroarylene groups, substituted or unsubstituted divalent non-aromatic fused polycyclic groups, and substituted or unsubstituted divalent non-aromatic fused heteropolycyclic groups, xb1 to xb4 are each independently an integer from 0 to 5, xb5 is an integer from 1 to 5, R 301 to R 305 each independently selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a substituted or unsubstituted C 1 -C 60 alkyl group, a substituted or unsubstituted C 2 -C 60 alkenyl group, a substituted or unsubstituted C 2 -C 60 alkynyl group, a substituted or unsubstituted C 1 -C 60 alkoxy group, a substituted or unsubstituted C 3 -C 10 cycloalkyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkyl group, a substituted or unsubstituted C 3 -C 10 cycloalkenyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenyl group, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 6 -C 60 aryloxy group, a substituted or unsubstituted C 6 -C 60 arylthio group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 301 )(Q 302 )(Q 303 ), -N(Q 301 )(Q 302 ), -B(Q 301 )(Q 302 ), -C(=O)(Q 301 ), -S(=O) 2 (Q 301 ), and -P(=O)(Q 301 )(Q 302 ), R 311 to R 314 each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, C 1 -C 20 alkyl group, C 1 -C 20 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a dibenzofuranyl group, a dibenzothiophenyl group, -SH, -S(Q 301 ), -Si(Q 301 )(Q 302 )(Q 303 ), -N(Q 301 )(Q 302 ), -B(Q 301 )(Q 302 ), -C(=O)(Q 301 ), -S(=O) 2 (Q 301 ), and -P(=O)(Q 301 )(Q 302 ), Q 301 to Q 303 each independently selected from C 1 -C 10 alkyl groups, C 1 -C 10 alkoxy groups, phenyl groups, biphenyl groups, terphenyl groups, pentacenyl groups, indenyl groups, naphthyl groups, azulene groups, heptacenyl groups, indacenyl groups, acenaphthyl groups, fluorenyl groups, spiro-bifluorenyl groups, benzofluorenyl groups, dibenzofluorenyl groups, phenalenyl groups, phenanthrenyl groups, anthracenyl groups, fluoranthenyl groups, benzo[a]phenanthrenyl groups, pyrenyl groups, anthryl groups, tetracenyl groups, picenyl groups, perylenyl groups, pentaphenyl groups, hexacenyl groups, pentaphenylene groups, rubicenyl groups, coronenyl groups, ovalene groups, thienyl groups, furyl groups, carbazolyl groups, indolyl groups, isoindolyl groups, benzofuranyl groups, benzothienyl groups, dibenzofuranyl groups, dibenzothienyl groups, benzocarbazolyl groups, dibenzocarbazolyl groups, dibenzosilolyl groups and pyridyl groups, R selected from those of Formula 301-7 301 to R 303 and R 311 to R 313 two or more adjacent substituents among them are optionally joined to form a substituted or unsubstituted C 5 -C 60 carbocyclic group or a substituted or unsubstituted C 1 -C 60 heterocyclic group, and R selected from those in Formula 301-9 311 to R 314 Two or more than two substituents among them are optionally connected to form a substituted or unsubstituted C 5 -C 60 carbocyclic group or a substituted or unsubstituted C 1 -C 60 heterocyclic group.
13. The organic light-emitting device according to claim 1, wherein the first dopant and the second dopant are each independently a phosphorescent dopant or a delayed fluorescence dopant.
14. The organic light-emitting device according to claim 13, wherein the phosphorescent dopant includes an organometallic complex represented by Formula 401: <Formula 401> M(L 401 ) xc1 (L 402 ) xc2 <Formula 402> Wherein, in Formulas 401 and 402, M is selected from iridium, platinum, palladium, osmium, titanium, zirconium, hafnium, europium, terbium, rhodium, and thulium, L 401 select a ligand represented by formula 402, and xc1 is 1, 2 or 3, where when xc1 is two or greater than two, two or more Ls 401 are the same as or different from each other L 402 is an organic ligand, and xc2 is an integer from 0 to 4, where when xc2 is two or greater than two, two or more L 402 are the same as or different from each other, X 401 to X 404 each independently is nitrogen or carbon, X 401 and X 403 are connected by a single bond or a double bond, and X 402 and X 404 are connected by a single bond or a double bond, A 401 and A 402 each independently is C 5 -C 60 a carbocyclic group or C 1 -C 60 a heterocyclic group, X 405 is a single bond, *-O-*, *-S-*, *-C(=O)-*, *-N(Q 411 )-*, *-C(Q 411 )(Q 412 )-*', *-C(Q 411 )=C(Q 412 )-*', *-C(Q 411 )=*' or *=C(Q 411 )=*', where Q 411 and Q 412 are each independently hydrogen, deuterium, C 1 -C 20 alkyl group, C 1 -C 20 alkoxy group, phenyl group, biphenyl group, terphenyl group or naphthyl group, X 406 is a single bond, O or S, R 401 and R 402 are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a substituted or unsubstituted C 1 -C 20 alkyl group, a substituted or unsubstituted C 1 -C 20 alkoxy group, a substituted or unsubstituted C 3 -C 10 cycloalkyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkyl group, a substituted or unsubstituted C 3 -C 10 cycloalkenyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenyl group, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 6 -C 60 aryloxy group, a substituted or unsubstituted C 6 -C 60 arylthio group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 401 )(Q 402 )(Q 403 ), -N(Q 401 )(Q 402 ), -B(Q 401 )(Q 402 ), -C(=O)(Q 401 ), -S(=O) 2 (Q 401 ), and -P(=O)(Q 401 )(Q 402 ), where Q 401 to Q 403 are each independently selected from C 1 -C 10 alkyl group, C 1 -C 10 alkoxy group, C 6 -C 20 aryl group, and C 1 -C 20 heteroaryl group, xc11 and xc12 are each independently an integer from 0 to 10, and * and *' in Formula 402 each represent a bonding site to M in Formula 401.
15. The organic light-emitting device according to claim 13, wherein the delayed fluorescence dopant satisfies Equation 3 and does not contain a metal atom: │S1(DF)-T1(DF)│≤0.5eV <Equation 3>, Wherein, in Equation 3, T1(DF) is the lowest excited triplet energy level of the delayed fluorescence dopant, and S1(DF) is the lowest excited singlet energy level of the delayed fluorescence dopant.
16. The organic light-emitting device according to claim 1, wherein The thickness D of the first exciton quenching layer Q1 and the thickness D of the first emission layer E1 satisfy D E1 ≥D Q1 and The thickness D of the first exciton quenching layer Q1 and the thickness D of the second emission layer E2 satisfy D E2 ≥D Q1 .
17. The organic light-emitting device according to claim 1, wherein the second emission layer is disposed between the first emission layer and the cathode, the organic layer comprises: a hole-transporting region between the anode and the first emission layer and including an electron-blocking layer; and an electron-transporting region between the second emission layer and the cathode and including a hole-blocking layer, The electron blocking layer is in direct contact with the first emission layer, and the hole blocking layer is in direct contact with the second emission layer.
18. An electronic device, comprising: a thin film transistor including a source electrode, a drain electrode, and an active layer; and the organic light emitting device according to any one of claims 1 to 17, wherein the anode or the cathode of the organic light emitting device is electrically connected to one of the source electrode and the drain electrode of the thin film transistor.
19. An organic light emitting device, comprising: an anode; a cathode; and an organic layer between the anode and the cathode and including an emission region, wherein the emission region includes a first emission layer, a second emission layer, and a first exciton quenching layer, the first emission layer contains a first host and a first dopant, the second emission layer contains a second host and a second dopant, and the first exciton quenching layer is disposed between the first emission layer and the second emission layer and contains a first quenching material, wherein the first exciton quenching layer is in direct contact with the first emission layer and the second emission layer, and based on 100 parts by weight of the first exciton quenching layer, the amount of the first quenching material is from 0.05 parts by weight to 20 parts by weight, wherein a concentration gradient is formed such that the concentration of the first quenching material in the first exciton quenching layer becomes higher as it gets closer to the interface between the first exciton quenching layer and the first emission layer and the interface between the first exciton quenching layer and the second emission layer, or a concentration gradient is formed such that the concentration of the first quenching material in the first exciton quenching layer becomes higher as it gets closer to one of the interface between the first exciton quenching layer and the first emission layer and the interface between the first exciton quenching layer and the second emission layer, and the concentration of the first quenching material in the first exciton quenching layer becomes lower as it gets closer to the other of them.
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