ORGANIC LIGHT-EMITTING DEVICE

Abstract
Provided is an organic light-emitting device including an emission layer which includes a host, a fluorescent emitter, and a sensitizer, wherein the host, the fluorescent emitter, and the sensitizer are different from each other, a ratio of a fluorescence component emitted from the fluorescent emitter with respect to total emission components emitted from the emission layer is about 70% or more, and the absolute value of the difference between the highest occupied molecular orbital (HOMO) energy level of the fluorescent emitter and the HOMO energy level of the sensitizer is 0.5 eV or less.
Description
CROSS-REFERENCE TO RELATED APPLICATION

This application claims priority to and the benefit of Korean Patent Application No. 10-2020-0015200, filed on Feb. 7, 2020, in the Korean Intellectual Property Office, and all the benefits accruing under 35 U.S.C. § 119, the content of which is incorporated herein in its entirety by reference.


BACKGROUND
1. Field

Embodiments of the present disclosure provide an organic light-emitting device using an emission layer including a host, a fluorescent emitter, and a sensitizer.


2. Description of Related Art

Organic light-emitting devices are self-emission devices, which have improved characteristics in terms of viewing angles, response times, brightness, driving voltage, and response speed, and produce full-color images.


In an example, an organic light-emitting device includes an anode, a cathode, and an organic layer between the anode and the cathode, wherein the organic layer includes an emission layer. A hole transport region may be between the anode and the emission layer, and an electron transport region may be between the emission layer and the cathode. Holes provided from the anode may move toward the emission layer through the hole transport region, and electrons provided from the cathode may move toward the emission layer through the electron transport region. The holes and the electrons recombine in the emission layer to produce excitons. These excitons transit from an excited state to a ground state, thereby generating light.


SUMMARY

Embodiments of the present disclosure provide an organic light-emitting device using an emission layer including a host, a fluorescent emitter, and a sensitizer.


Additional aspects will be set forth in part in the description which follows and, in part, will be apparent from the description, or may be learned by practice of the presented embodiments of the disclosure.


An aspect of the present disclosure provides an organic light-emitting device including


a first electrode, a second electrode, and an organic layer located between the first electrode and the second electrode,


wherein the organic layer includes an emission layer,


wherein the emission layer includes a host, a fluorescent emitter, and a sensitizer,


the host, the fluorescent emitter, and the sensitizer are different from each other,


a ratio of a fluorescence component emitted from the fluorescent emitter with respect to the total emission components emitted from the emission layer is about 70% or more,


an absolute value of the difference between a highest occupied molecular orbital (HOMO) energy level of the fluorescent emitter and a HOMO energy level of the sensitizer is 0.5 eV or less,


the HOMO energy level of the fluorescent emitter and the HOMO energy level of the sensitizer are each evaluated by using a density functional theory (DFT) method, and


the sensitizer includes an organometallic compound including a transition metal, a delayed fluorescence compound that does not include a transition metal, or any combination thereof.





BRIEF DESCRIPTION OF THE DRAWINGS

The above and other aspects, features, and advantages of certain embodiments of the disclosure will be more apparent from the following description taken in conjunction with the accompanying drawings, in which:



FIG. 1 shows a schematic cross-sectional view of an organic light-emitting device according to an exemplary embodiment;



FIG. 2 shows the time-resolved electroluminescence (TREL) spectra of device 1 and device A, respectively;



FIG. 3 shows the TREL spectra of device 2 and device B, respectively;



FIG. 4 shows the TREL spectra of device 3 and device C, respectively; and



FIG. 5 shows the TREL spectra of device 3 and device D, respectively.





DETAILED DESCRIPTION

Reference will now be made in detail to embodiments, examples of which are illustrated in the accompanying drawings, wherein like reference numerals refer to like elements throughout. In this regard, the present embodiments may have different forms and should not be construed as being limited to the descriptions set forth herein. Accordingly, the embodiments are merely described below, by referring to the figures, to explain aspects. As used herein, the term “and/or” includes any and all combinations of one or more of the associated listed items. Expressions such as “at least one of,” when preceding a list of elements, modify the entire list of elements and do not modify the individual elements of the list.


It will be understood that when an element is referred to as being “on” another element, it can be directly on the other element or intervening elements may be present therebetween In contrast, when an element is referred to as being “directly on” another element, there are no intervening elements present


It will be understood that, although the terms “first,” “second,” “third” etc. may be used herein to describe various elements, components, regions, layers and/or sections, these elements, components, regions, layers and/or sections should not be limited by these terms These terms are only used to distinguish one element, component, region, layer or section from another element, component, region, layer or section Thus, “a first element,” “component,” “region,” “layer” or “section” discussed below could be termed a second element, component, region, layer or section without departing from the teachings herein.


The terminology used herein is for the purpose of describing particular embodiments only and is not intended to be limiting. As used herein, “a,” “an,” “the,” and “at least one” do not denote a limitation of quantity, and are intended to cover both the singular and plural, unless the context clearly indicates otherwise. For example, “an element” has the same meaning as “at least one element,” unless the context clearly indicates otherwise.


“Or” means “and/or.” As used herein, the term “and/or” includes any and all combinations of one or more of the associated listed items It will be further understood that the terms “comprises” and/or “comprising,” or “includes” and/or “including” when used in this specification, specify the presence of stated features, regions, integers, steps, operations, elements, and/or components, but do not preclude the presence or addition of one or more other features, regions, integers, steps, operations, elements, components, and/or groups thereof.


Furthermore, relative terms, such as “lower” or “bottom” and “upper” or “top,” may be used herein to describe one element's relationship to another element as illustrated in the Figures It will be understood that relative terms are intended to encompass different orientations of the device in addition to the orientation depicted in the Figures For example, if the device in one of the figures is turned over, elements described as being on the “lower” side of other elements would then be oriented on “upper” sides of the other elements The exemplary term “lower,” can therefore, encompasses both an orientation of “lower” and “upper,” depending on the particular orientation of the figure Similarly, if the device in one of the figures is turned over, elements described as “below” or “beneath” other elements would then be oriented “above” the other elements The exemplary terms “below” or “beneath” can, therefore, encompass both an orientation of above and below.


“About” or “approximately” as used herein is inclusive of the stated value and means within an acceptable range of deviation for the particular value as determined by one of ordinary skill in the art, considering the measurement in question and the error associated with measurement of the particular quantity (i.e., the limitations of the measurement system). For example, “about” can mean within one or more standard deviations, or within ±30%, 20%, 10% or 5% of the stated value.


Unless otherwise defined, all terms (including technical and scientific terms) used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this disclosure belongs It will be further understood that 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 the present disclosure, and will not be interpreted in an idealized or overly formal sense unless expressly so defined herein.


Exemplary embodiments are described herein with reference to cross section illustrations that are schematic illustrations of idealized embodiments As such, variations from the shapes of the illustrations as a result, for example, of manufacturing techniques and/or tolerances, are to be expected Thus, embodiments described herein should not be construed as limited to the particular shapes of regions as illustrated herein but are to include deviations in shapes that result, for example, from manufacturing. For example, a region illustrated or described as flat may, typically, have rough and/or nonlinear features Moreover, sharp angles that are illustrated may be rounded Thus, the regions illustrated in the figures are schematic in nature and their shapes are not intended to illustrate the precise shape of a region and are not intended to limit the scope of the present claims.


[Description of FIG. 1]


FIG. 1 shows a schematic cross-sectional view of an organic light-emitting device 10 according to an exemplary embodiment. Hereinafter, the structure of an organic light-emitting device according to an embodiment and a method of manufacturing an organic light-emitting device according to an embodiment will be described in connection with FIG. 1.


The organic light-emitting device 10 of FIG. 1 includes a first electrode 11, a second electrode 19 facing the first electrode 11, and an organic layer 10A located between the first electrode 11 and the second electrode 19.


The organic layer 10A includes an emission layer 15, a hole transport region 12 may be located between the first electrode 11 and the emission layer 15, and an electron transport region 17 may be located between the emission layer 15 and the second electrodes 19.


A substrate may be additionally located under the first electrode 11 or above the second electrode 19. For use as the substrate, any substrate that is used in organic light-emitting devices available in the art may be used, and the substrate may be a glass substrate or a transparent plastic substrate, each having excellent mechanical strength, thermal stability, transparency, surface smoothness, ease of handling, and water resistance.


[First Electrode 11]

In one or more embodiments, the first electrode 11 may be formed by depositing or sputtering a material for forming the first electrode 11 on the substrate. The first electrode 11 may be an anode. The material for forming the first electrode 11 may include a material with a high work function to facilitate hole injection.


The first electrode 11 may be a reflective electrode, a semi-transmissive electrode, or a transmissive electrode. When the first electrode 11 is a transmissive electrode, a material for forming a first electrode may include indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO2), zinc oxide (ZnO), or any combinations thereof. In one or more embodiments, when the first electrode 11 is a semi-transmissive electrode or a reflectable electrode, a material for forming a first electrode may include magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al—Li), calcium (Ca), magnesium-indium (Mg—In), magnesium-silver (Mg—Ag), or any combinations thereof.


The first electrode 11 may have a single-layered structure or a multi-layered structure including two or more layers.


[Emission Layer 15]

The emission layer 15 may include a host, a fluorescent emitter, and a sensitizer.


The host, the fluorescent emitter, and the sensitizer may be different from each other. That is, the emission layer 15 may include three or more compounds different from each other.


The ratio of a fluorescence component emitted from the fluorescent emitter with respect to the total emission components emitted from the emission layer 15 may be about 70% or more, for example, about 70% to about 100%, about 70% to about 95%, about 70% to about 90%, about 70% to about 85%, or about 70% to about 80%.


The fluorescence component emitted from the fluorescent emitter may be an emission component emitted while the excitons of the fluorescent emitter transit from a singlet excited state to a ground state. Therefore, the emission layer 15 may be a fluorescent emission layer. The fluorescent emission layer is distinguishable from a phosphorescent emission layer which includes a phosphorescent emitter (for example, an organometallic compound including a transition metal) and of which the ratio of a phosphorescence component emitted from the phosphorescent emitter with respect to the total emission components is about 70% or more.


In one or more embodiments, the fluorescent emitter may be a prompt fluorescent emitter, and not a delayed fluorescence emitter. Therefore, the emission layer 15 may be a prompt fluorescent emission layer. The prompt fluorescent emission layer is distinguishable from a delayed fluorescence emission layer which includes a delayed fluorescent emitter wherein the ratio of a delayed fluorescence component emitted from the delayed fluorescent emitter with respect to the total emission components is about 70% or more.


The absolute value of the difference between the highest occupied molecular orbital (HOMO) energy level of the fluorescent emitter and the HOMO energy level of the sensitizer may be 0.5 eV or less, 0.45 eV or less, 0.4 eV or less, 0.35 eV or less, 0.3 eV or less, 0.25 eV or less, 0.2 eV or less, or 0.15 eV or less. For example, the absolute value of the difference between the HOMO energy level of the fluorescent emitter and the HOMO energy level of the sensitizer may be from about 0 eV to about 0.5 eV, from about 0 eV to about 0.45 eV, from about 0 eV to about 0.4 eV, from about 0 eV to about 0.35 eV, from about 0 eV to about 0.3 eV, from about 0 eV to about 0.25 eV, from about 0 eV to about 0.2 eV, or from about 0 eV to about 0.15 eV. In this regard, the HOMO energy level of the fluorescent emitter and the HOMO energy level of the sensitizer may each be evaluated by, for example, a density functional theory (DFT) method using a Gaussian 09 program. In one or more embodiments, the DFT method may use a 6-31G (d, p) basis set.


On the other hand, a turn-on time at which the electroluminescent (EL) intensity of a time-resolved electroluminescence (TREL) spectrum of the organic light-emitting device 10 is about 70% of the maximum EL intensity of the TREL spectrum of the organic light-emitting device 10 may be from about 1 μs to about 50 μs, from about 10 μs to about 50 μs, from about 10 μs to about 30 μs, or from about 10 μs to about 20 μs.


In one or more embodiments, the turn-on time change (ΔT) of the TREL spectrum of the organic light-emitting device 10 may be from about −30% to about 0%, about −30% to about −1%, about −30% to about −5%, about −30% to about −10%, or about −30% to about −15%. The turn-on time change (ΔT) of the electroluminescent spectrum may be represented by <Equation 1>:





ΔT=[T1(70%)−T2(70%)]/T2(70%)×100.   <Equation 1>


In Equation 1,


T1 (70%) is the time when the electroluminescence (EL) intensity of the TREL spectrum of an organic light-emitting device X1 described in this disclosure reaches 70% of the maximum EL intensity thereof,


T2 (70%) is the time when the EL intensity of the TREL spectrum of an organic light-emitting device X2 reaches 70% of the maximum EL intensity thereof, wherein the organic light-emitting device X2 is identical to the organic light-emitting device X1 described in this disclosure, except that a fluorescent emitter is not included therein, and the ratio of an emission component emitted from the sensitizer with respect to the total emission components emitted from the emission layer of the organic light-emitting device X2 may be 70% or more.


For example, the set of the organic light-emitting device X1 and the organic light-emitting device X2 may be the set of device 1 and device A described in examples described herein.


When the HOMO energy level relationship between the fluorescent emitter and the sensitizer, the turn-on time of the TREL spectrum of the organic light-emitting device 10, and/or the turn-on time change (ΔT) of the TREL of the organic light-emitting device 10 (see <Equation 1>) satisfy the relations described above, the dexter energy transfer from the sensitizer to the fluorescent emitter, and the direct exciton recombination in the fluorescent emitter can be minimized. Accordingly, the organic light-emitting device 10 may have high emission efficiency and a long lifespan.


Not wishing to be bound by theory, 25% singlet excitons formed in the host in the emission layer 15 are transferred to the sensitizer via Förster energy transfer, and the energy of 75% triplet excitons formed in the host may be transited into the singlet excited state and triplet excited state of the sensitizer. Triplet excitons transferred to the triplet exciton state are subjected to reverse inter-system crossing into a singlet exciton state, and then, singlet excitons of the sensitizer can be transitioned into the singlet excited state of the fluorescent emitter via Förster energy transfer. Thus, the singlet excitons and triplet excitons generated in the emission layer 15 are all transferred to the singlet excited state of the fluorescent emitter, so that the organic light-emitting device 10 can have excellent emission efficiency and lifespan characteristics.


For example, the emission layer 15 may consist of the host, the fluorescent emitter, and the sensitizer.


A thickness of the emission layer may be in a range of about 100 Å to about 1,000 Å, for example, about 200 Å to about 600 Å. When the thickness of the emission layer is within this range, excellent light-emission characteristics may be obtained without a substantial increase in driving voltage.


The total amount of the fluorescent emitter and the sensitizer in the emission layer 15 may be, based on 100 parts by weight of the emission layer 15, from about 0.5 parts by weight to about 50 parts by weight, from about 1 part by weight to about 30 parts by weight, or from about 5 parts by weight to about 20 parts by weight. On the other hand, the weight ratio of the fluorescent emitter to the sensitizer may be in the range of 10:90 to 90:10, for example, 30:70 to 70:30. When the total amount range of the fluorescent emitter and sensitizer and/or the weight ratio of the fluorescent emitter to the sensitizer are satisfied, the emission layer 15 may contribute to securing the high emission efficiency and long lifespan of the organic light-emitting device 10 without quenching of concentration.


[Host in Emission Layer 15]

The host may include no metal.


The host may be one kind of compound, or a mixture of two or more different kinds of compounds. The fluorescent emitter may be one kind of compound, or a mixture of two or more different kinds of compounds. The sensitizer may be one kind of compound, or a mixture of two or more different kinds of compounds.


The host may be any host.


In one or more embodiments, the host may include at least one of an amphiprotic host, an electron transport host, a hole transport host, or any combination thereof. The amphiprotic host, the electron transport host, and the hole transport host may be different from one another.


The electron transport host may include at least one electron transport group.


The hole transport host may not include an electron transport group.


The “electron transport group” used herein may include a cyano group, a π electron deficient nitrogen-containing C1-C60 cyclic group, a group represented by one of the following formulae, or any combination thereof:




embedded image


wherein *, *′, and *″ in the formulae above are each a binding site to a neighboring atom.


In one or more embodiments, the electron transport host of the emission layer 15 may include a cyano group, a π electron-deficient nitrogen-containing C1-C60 cyclic group, or any combination thereof.


In one or more embodiments, the electron transport host in the emission layer 15 may include at least one cyano group.


In one or more embodiments, the electron transport host in the emission layer 15 may include at least one cyano group, a π electron deficient nitrogen-containing C1-C60 cyclic group, or any combination thereof.


In one or more embodiments, the host includes an electron transport host and a hole transport host, the electron transport host may include at least one π electron-rich C3-C60 cyclic group, at least one electron transport group, or any combination thereof, the hole transport host may include at least one π electron-rich C3-C60 cyclic group, and may not include an electron transport group, and the electron transport group may include a cyano group, a π electron deficient nitrogen-containing C1-C60 cyclic group, or any combination thereof.


In one or more embodiments, the electron transport host may include i) a cyano group, a pyrimidine group, a pyrazine group, a triazine group, or any combination thereof and ii) a triphenylene group, a carbazole group, or any combination thereof.


In one or more embodiments, the hole transport host may include at least one carbazole group.


In one or more embodiments, the electron transport host may include a compound represented by Formula E-1, and the hole transport host may include a compound represented by Formula H-1:





[Ar301]xb11-[(L301)xb1-R301]xb21   <Formula E-1>


In Formula E-1,


Ar301 may be a C5-C60 carbocyclic group unsubstituted or substituted with at least one R301a or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R301a,


xb11 may be 1, 2, or 3,


L301 may each independently be a single bond, a group represented by one of the following formulae, a C5-C60 carbocyclic group unsubstituted or substituted with at least one R301a, or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R301a, wherein *, *′ and *″ in the following formulae may each be a binding site to a neighboring atom,




embedded image


xb1 may be an integer from 1 to 5,


R301a and R301 may each independently be hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a substituted or unsubstituted C1-C60 alkyl group, a substituted or unsubstituted C2-C60 alkenyl group, a substituted or unsubstituted C2-C60 alkynyl group, a substituted or unsubstituted C1-C60 alkoxy group, a substituted or unsubstituted C1-C60 alkylthio group, a substituted or unsubstituted C3-C10 cycloalkyl group, a substituted or unsubstituted C1-C10 heterocycloalkyl group, a substituted or unsubstituted C3-C10 cycloalkenyl group, a substituted or unsubstituted C2-C10 heterocycloalkenyl group, a substituted or unsubstituted unsaturated C1-C10 heterocyclic group, a substituted or unsubstituted C6-C60 aryl group, a substituted or unsubstituted C6-C60 aryloxy group, a substituted or unsubstituted C6-C60 arylthio group, a substituted or unsubstituted C1-C60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —Si(Q301)(Q302)(Q303), —N(Q301)(Q302), —B(Q301)(Q302), —C(═O)(Q301), —S(═O)2(Q301), —S(═O)(Q301), —P(═O)(Q301)(Q302), or —P(═S)(Q301)(Q302),


xb21 may be an integer from 1 to 5,


Q301 to Q303 may each independently be a C1-C10 alkyl group, a C1-C10 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, or a naphthyl group, and at least one of <Condition 1> to <Condition 3> is satisfied:


<Condition 1>


Ar301, L301, R301, or any combination thereof in Formula E-1 may each independently include a π electron-deficient nitrogen-containing C1-C60 cyclic group.


<Condition 2>


L301 in Formula E-1 is a group represented by the following groups:




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<Condition 3>


R301 in Formula E-1 may be a cyano group, —S(═O)2(Q301), —S(═O)(Q301), —P(═O)(Q301)(Q302), or —P(═S)(Q301)(Q302).





Ar401-(L401)xd1-(Ar402)xd11   <Formula H-1>




embedded image


In Formulae H-1, 11, and 12,


L401 may be:


a single bond; or


an π electron-rich C3-C60 cyclic group, unsubstituted or substituted with deuterium, a C1-C10 alkyl group, a C1-C10 alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a triphenylenyl group, a biphenyl group, a terphenyl group, a tetraphenyl group, —Si(Q401)(Q402)(Q403), or any combination thereof;


xd1 may be an integer from 1 to 10, wherein when xd1 is 2 or more, two or more of L401(s) may be identical to or different from each other,


Ar401 may be a group represented by Formulae 11 or 12,


Ar402 may be:


a group represented by Formula 11 or 12; or


a π electron-rich C3-C60 cyclic group (for example, a phenyl group, a naphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a biphenyl group, a terphenyl group, or a triphenylenyl group), unsubstituted or substituted deuterium, a C1-C10 alkyl group, a C1-C10 alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a triphenylenyl group, a biphenyl group, a terphenyl group, tetraphenyl group, or any combination thereof;


CY401 and CY402 may each independently be a π electron-rich C3-C60 cyclic group (a benzene group, a naphthalene group, a fluorene group, a carbazole group, a benzocarbazole group, an indolocarbazole group, a dibenzothiophene group, a dibenzothiophene group, a dibenzosilole group, a benzonaphthofuran group, a benzonaphthothiophene group, or a benzonaphthosilole group),


A21 may be a single bond, O, S, N(R51), C(R51)(R52), or Si(R51)(R52),


A22 may be a single bond, O, S, N(R53), C(R53)(R54), or Si(R53)(R54),


at least one of A21, A22, or a combination thereof in Formula 12 is not a single bond,


R51 to R54, R60, and R70 may each independently be:


hydrogen, deuterium, a C1-C20 alkyl group, or a C1-C20 alkoxy group;

    • a C1-C20 alkyl group or a C1-C20 alkoxy group, each substituted with deuterium, a phenyl group, a naphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, or any combination thereof;


a π electron-rich C3-C60 cyclic group, unsubstituted or substituted with deuterium, a C1-C20 alkyl group, a C1-C20 alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a biphenyl group, or any combination thereof; or


—Si(Q404)(Q405)(Q406),


e1 and e2 may each independently be an integer from 0 to 10,


Q401 to Q406 may each independently be hydrogen, deuterium, a C1-C20 alkyl group, a phenyl group, a naphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a biphenyl group, a terphenyl group, or a triphenylenyl group, and


* indicates a binding site to a neighboring atom.


In one or more embodiments, Ar301 and L301 in Formula E-1 may each independently be a benzene group, a naphthalene 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 triphenylene group, a pyrene group, a chrysene group, a naphthacene group, a picene group, a perylene group, a pentaphene group, an indenoanthracene group, a dibenzofuran group, a dibenzothiophene 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 pyridazine group, a pyrimidine 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, or an azacarbazole group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C1-C20 alkyl group, a C1-C20 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a cyano-containing phenyl group, a cyano-containing biphenyl group, a cyano-containing terphenyl group, a cyano-containing naphthyl group, a pyridinyl group, a phenylpyridinyl group, a diphenylpyridinyl group, a biphenylpyridinyl group, a di(bipheny)pyridinyl group, a pyrazinyl group, a phenylpyrazinyl group, a diphenylpyrazinyl group, a biphenylpyrazinyl group, a di(biphenyl)pyrazinyl group, a pyridazinyl group, a phenylpyridazinyl group, a diphenylpyridazinyl group, a biphenylpyridazinyl group, a di(biphenyl)pyridazinyl group, a pyrimidinyl group, a phenylpyrimidinyl group, a diphenylpyrimidinyl group, a biphenylpyrimidinyl group, a di(biphenyl)pyrimidinyl group, a triazinyl group, a phenyltriazinyl group, a diphenyltriazinyl group, a biphenyltriazinyl group, a di(biphenyl)triazinyl group, —S(Q1)(Q32)(Qa3), —N(Q1)(Qa2), —B(Q1)(Q32), —C(—O)(Q31), —S(—O)2(Q31), —P(═O)(Q31)(Q32), or any combination thereof,


at least one of Lao(s) in the number of xb1 may each independently be 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 pyridazine group, a pyrimidine 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, or an azacarbazole group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C1-C20 alkyl group, a C1-C20 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a cyano-containing phenyl group, a cyano-containing biphenyl group, a cyano-containing terphenyl group, a cyano-containing naphthyl group, a pyridinyl group, a phenylpyridinyl group, a diphenylpyridinyl group, a biphenylpyridinyl group, a di(biphenyl)pyridinyl group, a pyrazinyl group, a phenylpyrazinyl group, a diphenylpyrazinyl group, a biphenylpyrazinyl group, a di(biphenyl)pyrazinyl group, a pyridazinyl group, a phenylpyridazinyl group, a diphenylpyridazinyl group, a biphenylpyridazinyl group, a di(biphenyl)pyridazinyl group, a pyrimidinyl group, a phenylpyrimidinyl group, a diphenylpyrimidinyl group, a biphenylpyrimidinyl group, a di(biphenyl)pyrimidinyl group, a triazinyl group, a phenyltriazinyl group, a diphenyltriazinyl group, a biphenyltriazinyl group, a di(biphenyl)triazinyl group, —Si(Q31)(Q32)(Q33), —N(Q31)(Q32), —B(Q31)(Q32), —C(═O)(Q31), —S(═O)2(Q31), —P(═O)(Q31)(Q32), or any combination thereof,


R301 may be hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C1-C20 alkyl group, a C1-C20 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a tetraphenyl group, a naphthyl group, a cyano-containing phenyl group, a cyano-containing biphenyl group, a cyano-containing terphenyl group, a cyano-containing tetraphenyl group, a cyano-containing naphthyl group, a pyridinyl group, a phenylpyridinyl group, a diphenylpyridinyl group, a biphenylpyridinyl group, a di(biphenyl)pyridinyl group, a pyrazinyl group, a phenylpyrazinyl group, a diphenylpyrazinyl group, a biphenylpyrazinyl group, a di(biphenyl)pyrazinyl group, a pyridazinyl group, a phenylpyridazinyl group, a diphenylpyridazinyl group, a biphenylpyridazinyl group, a di(biphenyl)pyridazinyl group, a pyrimidinyl group, a phenylpyrimidinyl group, a diphenylpyrimidinyl group, a biphenylpyrimidinyl group, a di(biphenyl)pyrimidinyl group, a triazinyl group, a phenyltriazinyl group, a diphenyltriazinyl group, a biphenyltriazinyl group, a di(biphenyl)triazinyl group, —S(Q31)(Q32)(Q33), —N(Q31)(Q32), —B(Q31)(Q32), —C(—O)(Q31), —S(—O)2(Q31), or —P(—O)(Q31)(Q32), and Q31 to Q33 may each independently be a C1-C10 alkyl group, a C1-C10 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, or a naphthyl group.


In one or more embodiments,


Ar301 may be: a benzene group, a naphthalene 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 triphenylene group, a pyrene group, a chrysene group, a naphthacene group, a picene group, a perylene group, a pentaphene group, an indenoanthracene group, a dibenzofuran group, or a dibenzothiophene group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C1-C20 alkyl group, a C1-C20 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a cyano-containing phenyl group, a cyano-containing biphenyl group, a cyano-containing terphenyl group, a cyano-containing naphthyl group, a pyridinyl group, a phenylpyridinyl group, a diphenylpyridinyl group, a biphenylpyridinyl group, a di(biphenyl)pyridinyl group, a pyrazinyl group, a phenylpyrazinyl group, a diphenylpyrazinyl group, a biphenylpyrazinyl group, a di(biphenyl)pyrazinyl group, a pyridazinyl group, a phenylpyridazinyl group, a diphenylpyridazinyl group, a biphenylpyridazinyl group, a di(biphenyl)pyridazinyl group, a pyrimidinyl group, a phenylpyrimidinyl group, a diphenylpyrimidinyl group, a biphenylpyrimidinyl group, a di(biphenyl)pyrimidinyl group, a triazinyl group, a phenyltriazinyl group, a diphenyltriazinyl group, a biphenyltriazinyl group, a di(biphenyl)triazinyl group, —Si(Q31)(Q32)(Q33), —N(Q31)(Q32), —B(Q31)(Q32), —C(═O)(Q31), —S(═O)2(Q31), —P(═O)(Q31)(Q32), or any combination thereof; or


a group represented by one of Formulae 5-1 to 5-3 and Formulae 6-1 to 6-33, and


L301 may be a group represented by one of Formulae 5-1 to 5-3 and Formulae 6-1 to 6-33:




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In Formulae 5-1 to 5-3 and 6-1 to 6-33,


Z1 may be hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C1-C20 alkyl group, a C1-C20 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a cyano-containing phenyl group, a cyano-containing biphenyl group, a cyano-containing terphenyl group, a cyano-containing naphthyl group, a pyridinyl group, a phenylpyridinyl group, a diphenylpyridinyl group, a biphenylpyridinyl group, a di(biphenyl)pyridinyl group, a pyrazinyl group, a phenylpyrazinyl group, a diphenylpyrazinyl group, a biphenylpyrazinyl group, a di(biphenyl)pyrazinyl group, a pyridazinyl group, a phenylpyridazinyl group, a diphenylpyridazinyl group, a biphenylpyridazinyl group, a di(biphenyl)pyridazinyl group, a pyrimidinyl group, a phenylpyrimidinyl group, a diphenylpyrimidinyl group, a biphenylpyrimidinyl group, a di(biphenyl)pyrimidinyl group, a triazinyl group, a phenyltriazinyl group, a diphenyltriazinyl group, a biphenyltriazinyl group, a di(biphenyl)triazinyl group, —Si(Q31)(Q32)(Q33), —N(Q31)(Q32), —B(Q31)(Q32), —C(═O)(Q31), —S(═O)2(Q31), or —P(═O)(Q31)(Q32),


d4 may be 0, 1, 2, 3, or 4,


d3 may be 0, 1, 2, or 3,


d2 may be 0, 1, or 2, and


* and *′ each indicate a binding site to a neighboring atom.


wherein Q31 to Q33 are the same as described above.


In one or more embodiments, L301 may be a group represented by one of Formulae 5-2, 5-3 and 6-8 to 6-33.


In one or more embodiments, R301 may be a cyano group or a group represented by one of Formulae 7-1 to 7-18, and at least one of Ar402(s) in the number of xd11 may be a group represented by one of Formulae 7-1 to 7-18:




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In Formulae 7-1 to 7-18,


xb41 to xb44 may each be 0, 1, or 2, wherein xb41 in Formula 7-10 is not 0, the sum of xb41 and xb42 in Formulae 7-11 to 7-13 is not 0, the sum of xb41, xb42, and xb43 in Formulae 7-14 to 7-16 is not 0, the sum of xb41, xb42, xb43, and xb44 in Formulae 7-17 and 7-18 is not 0, and * indicates a binding site to a neighboring atom.


Two or more Ar301(s) in Formula E-1 may be identical to or different from each other, two or more L301(s) may be identical to or different from each other, two or more L401(s) in Formula H-1 may be identical to or different from each other, and two or more Ar402(s) in Formula H-1 may be identical to or different from each other.


An example of the electron transport host may be a compound of groups HE1 to HE7:


<Group He1>



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In one or more embodiments, the hole transport host may include at least one of compounds H—H1 to H—H103:




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In one or more embodiments, the amphiprotic host may be a compound of group HEH1:




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Ph used herein refers to a phenyl group.


In one or more embodiments, compound H1 may be used as the hole transport host. In one or more embodiments, compound H2 may be used as the electron transport host:




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When the host is a mixture of an electron transport host and a hole transport host, the weight ratio of the electron transport host and hole transport host may be 1:9 to 9:1, for example, 2:8 to 8:2, for example, 4:6 to 6:4, for example, 5:5. When the weight ratio of the electron transport host and the hole transport host satisfies the above-described ranges, the hole-and-electron transport balance in the emission layer 15 may be made. [Fluorescent emitter in emission layer 15]


The fluorescent emitter may be any compound that can emit fluorescent light.


For example, the fluorescent emitter may be a prompt fluorescent emitter.


The maximum emission wavelength of the emission spectrum of the fluorescent emitter may be 400 nm or more and 550 nm or less. For example, the maximum emission wavelength of the emission spectrum of the fluorescent emitter may be 400 nm or more and 495 nm or less, or 450 nm or more and 495 nm or less. In other words, the fluorescent emitter may emit blue light. The “maximum emission wavelength” refers to a wavelength at which the emission intensity is the greatest, and may also be referred to as “a peak emission wavelength”.


In one or more embodiments, the fluorescent emitter may not include metal atoms.


In one or more embodiments, the fluorescent emitter may not include a transition metal.


In one or more embodiments, the fluorescent emitter may include a condensed polycyclic compound, a styryl compound, or any combination thereof.


In one or more embodiments, the fluorescent emitter may include a naphthalene group, a fluorene group, a spiro-bifluorene group, a benzofluorene group, a dibenzofluorene group, a phenanthrene group, an anthracene group, a fluoranthene group, a triphenylene group, a pyrene group, a chrysene group, a naphthacene group (or, a tetracene group), a picene group, a perylene group, a pentaphene group, an indenoanthracene group, a group represented by one of Formulae 501-1 to 501-18, or any combination thereof:




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In one or more embodiments, the fluorescent emitter may include an amine-containing compound, a carbazole-containing compound, or any combination thereof.


In one or more embodiments, the fluorescent emitter may include a styryl-amine-based compound, a styryl-carbazole-based compound, or any combination thereof.


For example, the fluorescent emitter may include a compound represented by Formula 501, a compound represented by Formula 502, or any combination thereof:




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In Formulae 501 and 502,


Ar501 may be a naphthalene group, a fluorene group, a spiro-bifluorene group, a benzofluorene group, a dibenzofluorene group, a phenanthrene group, an anthracene group, a fluoranthene group, a triphenylene group, a pyrene group, a chrysene group, a naphthacene group, a picene group, a perylene group, a pentaphene group, an indenoanthracene group, or a group represented by one of Formula 501-1 to 501-18, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C1-C60 alkoxy group, a C1-C60 alkylthio group, a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C2-C10 heterocycloalkenyl group, an unsaturated C1-C10 heterocyclic group, a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C1-C60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, —Si(Q501)(Q502)(Q503), or any combination thereof,


L501 to L503 may each independently be:


a single bond; or


a substituted or unsubstituted, a C5-C60 carbocyclic group or a C1-C60 heterocyclic group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C1-C60 alkoxy group, a C1-C60 alkylthio group, a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C2-C10 heterocycloalkenyl group, an unsaturated C1-C10 heterocyclic group, a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C1-C60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, —Si(Q501)(Q502)(Q503), or any combination thereof, xd1 to xd3 may each independently be an integer from 1 to 10,


R501 and R502 may each independently a C5-C60 carbocyclic group or a C1-C60 heterocyclic group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C1-C60 alkoxy group, a C1-C60 alkylthio group, a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C2-C10 heterocycloalkenyl group, an unsaturated C1-C10 heterocyclic group, a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C1-C60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, —Si(Q501)(Q502)(Q503), or any combination thereof,


R505 and 8506 may be hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C1-C60 alkoxy group, a C1-C60 alkylthio group, a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C2-C10 heterocycloalkenyl group, an unsaturated C1-C10 heterocyclic group, a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C1-C60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, or —Si(Q501)(Q502)(Q503),


xd5 and xd6 may each independently be an integer from 1 to 4, and


xd4 may be an integer from 1 to 6,


wherein 0501 to Q503 may each independently be hydrogen, a C1-C60 alkyl group, a C1-C60 alkoxy group, a C6-C60 aryl group, a C1-C60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, or a monovalent non-aromatic condensed heteropolycyclic group.


For example, R501 and R502 may each independently be 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 phenanthrenyl group, an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a triazinyl group, a dibenzofuranyl group, or a dibenzothiophenyl group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C1-C20 alkyl group, a C1-C20 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 phenanthrenyl group, an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, or any combination thereof.


In one or more embodiments, xd4 may be an integer from 2 to 6 (or, 2, 3, or 4).


In one or more embodiments, the fluorescent emitter may include a compound represented by one of Formulae 502-1 to 502-5:




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In Formulae 502-1 to 502-5,


X51 may be N or C-[(L501)xd1-R501], X52 may be N or C-[(L502)xd2-R502], X53 may be N or C-[(L503)xd3-R503], X54 may be N or C-[(L504)xd4-R504], X55 may be N or C-[(L505)xd5-R505], X56 may be N or C-[(L506)xd6-R506], X57 may be N or C-[(L507)xd7-R507], and X58 may be N or C-[(L508)xd8-R508],


L501 to L508 are each the same as described in connection with L501 in Formula 501, xd1 to xd8 are each the same as described in connection with xd1 in Formula 501, R501 to R508 may each independently be:


hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C1-C20 alkyl group, or a C1-C20 alkoxy group; or


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 phenanthrenyl group, an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a triazinyl group, a dibenzofuranyl group, or a dibenzothiophenyl group, each substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C1-C20 alkyl group, a C1-C20 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 phenanthrenyl group, an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, or any combination thereof,


xd11 and xd12 may each independently be an integer from 0 to 5,


two of R501 to R504 may optionally be linked together to form a saturated or unsaturated ring, and


two of R505 to R508 may optionally be linked together to form a saturated or unsaturated ring.


The fluorescent emitter may include at least one compound, for example, of the following compounds FD(1) to FD(16) and FD1 to FD24:




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The amount of the fluorescent emitter in the emission layer may be, based on 100 parts by weight of the emission layer, from about 0.01 parts by weight to about 15 parts by weight, about 0.5 parts by weight to about 10 parts by weight, or about 1 part by weight to about 10 parts by weight.


[Sensitizer in Emission Layer 15]

The sensitizer may include an organometallic compound including a transition metal, a delayed fluorescence emission compound that does not include a transition metal, or any combination thereof.


In one or more embodiments, the sensitizer may include an organometallic compound including platinum (Pt).


In one or more embodiments, the sensitizer may include Pt and an organic ligand (L11), and L11 and Pt may form 1, 2, 3, or 4 cyclometallated rings.


In some embodiments, the sensitizer may include an organometallic compound represented by Formula 101:





Pt(L11)n11(L12)n12   <Formula 101>


In Formula 101,


L11 is a ligand represented by one of Formulae 1-1 to 1-4;


L12 may be a monodentate ligand or a bidentate ligand,


n11 may be 1, and


n12 may be 0, 1, or 2.




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In Formulae 1-1 to 1-4,


A1 to A4 may each independently be a C5-C60 carbocyclic group unsubstituted or substituted with at least one R10aa C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a, or a non-cyclic group,


Y11 to Y14 may each independently be a chemical bond, O, S, N(R91), B(R91), P(R91), or C(R91)(R92),


T1 to T4 may each independently be a single bond, a double bond, *—N(R93)—*′, *—B(R93)—*′, *—P(R93)—*′, *—C(R93)(R94)—*′, *—Si(R93)(R94)—*′, *—Ge(R93)(R94)—*′, *—S—*′, *—Se—*′, *—O—*′, *—C(═O)—*′, *—S(═O)—*′, *—S(═O)2-*′, *—C(R93)=*′, *=C(R93)—*′, *—C(R93)═C(R94)—*′, *—C(═S)—*′, or *—C≡C—*′,


R10a and R91 to R94 may each independently be hydrogen, deuterium, —F, —Cl, —Br, —I, —SF5, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a substituted or unsubstituted C1-C60 alkyl group, a substituted or unsubstituted C2-C60 alkenyl group, a substituted or unsubstituted C2-C60 alkynyl group, a substituted or unsubstituted C1-C60 alkoxy group, a substituted or unsubstituted C1-C60 alkylthio group, a substituted or unsubstituted C3-C10 cycloalkyl group, a substituted or unsubstituted C1-C10 heterocycloalkyl group, a substituted or unsubstituted C3-C10 cycloalkenyl group, a substituted or unsubstituted C2-C10 heterocycloalkenyl group, a substituted or unsubstituted unsaturated C1-C10 heterocyclic group, a substituted or unsubstituted C6-C60 aryl group, a substituted or unsubstituted C6-C60 aryloxy group, a substituted or unsubstituted C6-C60 arylthio group, a substituted or unsubstituted C1-C60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —Si(Q1)(Q2)(Q3), —B(Q1)(Q2), —N(Q1)(Q2), —P(Q1)(Q2), —C(═O)(Q1), —S(═O)(Q1), —S(═O)2(Q1), —P(═O)(Q1)(Q2), or —P(═S)(Q1)(Q2),


*1, *2, *3, and *4 each indicate a binding site to M11, and


a substituent of the substituted C1-C60 alkyl group, the substituted C2-C60 alkenyl group, the substituted C2-C60 alkynyl group, the substituted C1-C60 alkoxy group, the substituted C1-C60 alkylthio group, the substituted C3-C10 cycloalkyl group, the substituted C1-C10 heterocycloalkyl group, the substituted C3-C10 cycloalkenyl group, the substituted C2-C10 heterocycloalkenyl group, the unsaturated C1-C10 heterocyclic group, the substituted C6-C60 aryl group, the substituted C6-C60 aryloxy group, the substituted C6-C60 arylthio group, the substituted C1-C60 heteroaryl group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heteropolycyclic group may be:


deuterium, —F, —Cl, —Br, —I, —CD3, —CD2H, —CDH2, —CF3, —CF2H, —CFH2, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazino group, a hydrazono group, a carboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, or a C1-C60 alkoxy group;


a C1-C60 alkyl group, a C2-C60 alkenyl group, or a C2-C60 alkynyl group, each substituted with deuterium, —F, —Cl, —Br, —I, —CD3, —CD2H, —CDH2, —CF3, —CF2H, —CFH2, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C2-C10 heterocycloalkenyl group, an unsaturated C1-C10 heterocyclic group, a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C1-C60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, —N(Q11)(Q12), —Si(Q13)(Q14)(Q15), —Ge(Q13)(Q14)(Q15), —B(Q16)(Q17), —P(═O)(Q18)(Q19), —P(Q18)(Q19), or any combination thereof;


a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C2-C10 heterocycloalkenyl group, an unsaturated C1-C10 heterocyclic group, a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C1-C60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, or a monovalent non-aromatic condensed heteropolycyclic group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, —CD3, —CD2H, —CDH2, —CF3, —CF2H, —CFH2, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C1-C60 alkoxy group, a C1-C60 alkylthio group, a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C2-C10 heterocycloalkenyl group, an unsaturated C1-C10 heterocyclic group, a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C1-C60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, —N(Q21)(Q22), —Si(Q23)(Q24)(Q25), —Ge(Q23)(Q24)(Q25), —B(Q26)(Q27), —P(═O)(Q28)(Q29), —P(Q28)(Q29), or any combination thereof;


—N(Q31)(Q32), —Si(Q33)(Q34)(Q35), —Ge(Q33)(Q34)(Q35), —B(Q36)(Q37), —P(═O)(Q38)(Q39) or —P(Q38)(Q39); or


any combination thereof.


Q1 to Q9, Q11 to Q19, Q21 to Q29, and Q31 to Q39 are each independently: hydrogen; deuterium; —F; —Cl; —Br; —I; a hydroxyl group; a cyano group; a nitro group; an amidino group; a hydrazine group; a hydrazone group; a carboxylic acid or a salt thereof; a sulfonic acid or a salt thereof; a phosphoric acid or a salt thereof; a C1-C60 alkyl group which is unsubstituted or substituted with deuterium, a C1-C60 alkyl group, a C6-C60 aryl group, or any combination thereof; a C2-C60 alkenyl group; a C2-C60 alkynyl group; a C1-C60 alkoxy group; a C1-C60 alkylthio group, a C3-C10 cycloalkyl group; a C1-C10 heterocycloalkyl group; a C3-C10 cycloalkenyl group; a C2-C10 heterocycloalkenyl group; an unsaturated C1-C10 heterocyclic group; a C6-C60 aryl group which is unsubstituted or substituted with deuterium, a C1-C60 alkyl group, a C6-C60 aryl group, or any combination thereof; a C6-C60 aryloxy group; a C6-C60 arylthio group; a C1-C60 heteroaryl group; a monovalent non-aromatic condensed polycyclic group; or a monovalent non-aromatic condensed heteropolycyclic group.


For example, at least one of a bond between Pt and L11 in Formula 101 may be a Pt-carbene bond.


In one or more embodiments, in Formula 101,


L11 is a ligand represented by Formula 1-3,


Y11 in Formula 1-3 may be a chemical bond,


A1 in Formula 1-3 may be a benzimidazole group or an imidazole group, each unsubstituted or substituted with at least one R10a, and


a bond between Pt in Formula 101 and Ai in Formula 1-3 may be a Pt-carbene bond.


For example, an example of the sensitizer may be a compound of Groups I to V:




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In one or more embodiments, the sensitizer may include a delayed fluorescence compound that does not include transition metal.


For example, the sensitizer may include a delayed fluorescence compound represented by Formula 201 or 202:




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In Formulae 201 and 202,


A21 is an acceptor group,


D21 is a donor group,


m21 may be 1, 2, or 3, and n21 may be 1, 2, or 3,


the sum of n21 and m21 in Formula 201 may be 6 or less, and the sum of n21 and m21 in Formula 202 may be 5 or less,


R21 may be hydrogen, deuterium, —F, —Cl, —Br, —I, SF5, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a substituted or unsubstituted C1-C60 alkyl group, a substituted or unsubstituted C2-C60 alkenyl group, a substituted or unsubstituted C2-C60 alkynyl group, a substituted or unsubstituted C1-C60 alkoxy group, a substituted or unsubstituted C1-C60 alkylthio group, a substituted or unsubstituted C3-C10 cycloalkyl group, a substituted or unsubstituted C1-C10 heterocycloalkyl group, a substituted or unsubstituted C3-C10 cycloalkenyl group, a substituted or unsubstituted C2-C10 heterocycloalkenyl group, an unsaturated C1-C10 heterocyclic group, a substituted or unsubstituted C6-C60 aryl group, a substituted or unsubstituted C7-C60 alkylaryl group, a substituted or unsubstituted C6-C60 aryloxy group, a substituted or unsubstituted C6-C60 arylthio group, a substituted or unsubstituted C1-C60 alkylheteroaryl group, a substituted or unsubstituted C2-C60 heteroaryl alkyl group, a substituted or unsubstituted C1-C60 heteroaryloxy group, a substituted or unsubstituted C1-C60 heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —Si(Q1)(Q2)(Q3), —B(Q1)(Q2), —N(Q1)(Q2), —P(Q1)(Q2), —C(═O)(Q1), —S(═O)(Q1), —S(═O)2(Q1), —P(═O)(Q1)(Q2), or —P(═S)(Q1)(Q2), and a plurality of R21 (s) may optionally be linked together to form a substituted or unsubstituted C5-C60 carbocyclic group or a substituted or unsubstituted C2-C60 heterocyclic group, and


Q1 to Q3 may each independently be: hydrogen; deuterium; —F; —Cl; —Br; —I; a hydroxyl group; a cyano group; a nitro group; an amidino group; a hydrazine group; a hydrazone group; a carboxylic acid or a salt thereof; a sulfonic acid or a salt thereof; a phosphoric acid or a salt thereof; a C1-C60 alkyl group which is unsubstituted or substituted with deuterium, a C1-C60 alkyl group, a C6-C60 aryl group, or any combination thereof; a C2-C60 alkenyl group; a C2-C60 alkynyl group; a C1-C60 alkoxy group; a C1-C60 alkylthio group; a C3-C10 cycloalkyl group; a C1-C10 heterocycloalkyl group; a C3-C10 cycloalkenyl group; a C2-C10 heterocycloalkenyl group; an unsaturated C1-C10 heterocyclic group; a C6—C60 aryl group which is unsubstituted or substituted with deuterium, a C1-C60 alkyl group, a C6-C60 aryl group, or any combination thereof; a C6-C60 aryloxy group; a C6-C60 arylthio group; a C1-C60 heteroaryl group; a monovalent non-aromatic condensed polycyclic group; or a monovalent non-aromatic condensed heteropolycyclic group.


In one or more embodiments, in Formulae 201 and 202,


D21 may be a π electron-rich C3-C60 cyclic group, unsubstituted or substituted with deuterium, a C1-C60 alkyl group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a di(C1-C60 alkyl)fluorenyl group, a di(C6-C60 aryl)fluorenyl group, a (C1-C60 alkyl)carbazolyl group, a (C6-C60 aryl)carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, or any combination thereof,


A21 may be:


—F or a cyano group;

    • a π electron deficient nitrogen-containing C1-C60 cyclic group, unsubstituted or substituted with at least one R21a; or


a C1-C60 alkyl group or a π electron-rich C1-C60 cyclic group, unsubstituted or substituted with —F, a cyano group, a π electron deficient nitrogen-containing C1-C60 cyclic group, or any combination thereof, and


R21a is the same as described in connection with R21 in the present specification.


For example, an example of the sensitizer may be a compound of Groups VII to XI:




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In one or more embodiments, the sensitizer may be compound S-1, S-2, or S-3:




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The amount of the sensitizer may be, based on 100 parts by weight of the host in the emission layer, from about 1 part by weight to about 30 parts by weight, or from about 1 part by weight to about 20 parts by weight.


[Hole Transport Region 12]

The hole transport region 12 may be located between the first electrode 11 and the emission layer 15 of the organic light-emitting device 10.


The hole transport region 12 may have a single-layered structure or a multi-layered structure.


For example, the hole transport region 12 may have a hole injection layer, a hole transport layer, a hole injection layer/hole transport layer structure, a hole injection layer/first hole transport layer/second hole transport layer structure, a hole transport layer/middle layer structure, a hole injection layer/hole transport layer/middle layer structure, a hole transport layer/electron blocking layer or hole injection layer/hole transport layer/electron blocking layer structure.


The hole transport region 12 may include any compound having hole transport properties.


For example, the hole transport region 12 may include an amine-based compound.


In one or more embodiments, the hole transport region 1 may include a compound represented by one of Formulae 201 to 205, or any combination thereof:




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In Formulae 201 to 205,


L201 to L209 may each independently *-be O—*′, *—S—*′, a substituted or unsubstituted C5-C60 carbocyclic group, or a substituted or unsubstituted C1-C60 heterocyclic group,


xa1 to xa may each independently be an integer from 0 to 5, and


R201 to R206 may each independently be a substituted or unsubstituted C3-C10 cycloalkyl group, a substituted or unsubstituted C1-C10 heterocycloalkyl group, a substituted or unsubstituted C3-C10 cycloalkenyl group, a substituted or unsubstituted C2-C10 heterocycloalkenyl group, a substituted or unsubstituted unsaturated C1-C10 heterocyclic group, a substituted or unsubstituted C6-C60 aryl group, a substituted or unsubstituted C6-C60 aryloxy group, a substituted or unsubstituted C6-C60 arylthio group, a substituted or unsubstituted C1-C60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, or a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, wherein neighboring two groups of R201 to R206 may optionally be linked to each other via a single bond, a dimethyl-methylene group, or a diphenyl-methylene group.


For example,


L201 to L209 may be a benzene group, a heptalene group, an indene group, a naphthalene group, an azulene group, a heptalene group, an indacene group, an acenaphthylene 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 triphenylene group, a pyrene group, a chrysene group, a naphthacene group, a picene group, a perylene group, a pentacene group, a hexacene group, a pentacene group, a rubicene group, a corogen group, an ovalene group, a pyrrole group, an isoindole group, an indole group, a furan group, a thiophene group, a benzofuran group, a benzothiophene group, a benzocarbazole group, a dibenzocarbazole group, a dibenzofuran group, a dibenzothiophene group, a dibenzothiophene sulfone group, a carbazole group, a dibenzosilole group, an indenocarbazole group, an indolocarbazole group, a benzofurocarbazole group, a benzothienocarbazole group, or a triindolobenzene group, each unsubstituted or substituted with deuterium, a C1-C10 alkyl group, a C1-C10 alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a triphenylenyl group, a biphenyl group, a terphenyl group, a tetraphenyl group, —Si(Q11)(Q12)(Q13), or any combination thereof,


xa1 to xa9 may each independently be 0, 1, or 2, and


R201 to R206 may each independently be 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 acenaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a coronenyl group, an ovalenyl group, a thiophenyl 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 dibenzosilolyl group, a pyridinyl group, an indeno carbazolyl group, an indolocarbazolyl group, a benzofurocarbazolyl group, or a benzothienocarbazolyl group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C1-C20 alkyl group, a C1-C20 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 C1-C10 alkyl group, a phenyl group substituted with —F, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a coronenyl group, an ovalenyl group, a thiophenyl 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 dibenzosilolyl group, a pyridinyl group, —Si(Q31)(Q32)(Q33), —N(Q31)(Q32), or any combination thereof, wherein Q11 to Q13 and Q31 to Q33 may each independently be a C1-C10 alkyl group, a C1-C10 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, or a naphthyl group.


In one or more embodiments, the hole transport region 12 may include a carbazole-containing amine-based compound.


In one or more embodiments, the hole transport region 12 may include a carbazole-containing amine-based compound and a carbazole-free amine-based compound.


The carbazole-containing amine-based compound may be, for example, a compound represented by Formula 201 i) including a carbazole group and ii) further including a dibenzofuran group, a dibenzothiophene group, a fluorene group, a spiro-bifluorene group, an indenocarbazole group, an indolocarbazole group, a benzofurocarbazole group, a benzothienocarbazole group, or any combination thereof.


The carbazole-free amine-based compound may be, for example, a compound represented by Formula 201 i) which do not include a carbazole group and ii) which include a dibenzofuran group, a dibenzothiophene group, a fluorene group, a spiro-bifluorene group, an indenocarbazole group, an indolocarbazole group, a benzofurocarbazole group, a benzothienocarbazole group, or any combination thereof.


In one or more embodiments, the hole transport region 12 may include at least one compound represented by Formulae 201 or 202.


In one or more embodiments, the hole transport region 12 may include at least one compound represented by Formulae 201-1, 202-1 and 201-2, but embodiments of the present disclosure are not limited thereto:




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In Formulae 201-1, 202-1, and 201-2, L201 to L203, L205, xa1 to xa3, xa5, R201 and R202 are the same as described herein, and R211 to R213 may each independently be hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C1-C20 alkyl group, a C1-C20 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a phenyl group substituted with a C1-C10 alkyl group, a phenyl group substituted with —F, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a dimethylfluorenyl group, a diphenylfluorenyl group, a triphenylenyl group, a thiophenyl 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 dibenzosilolyl group, or a pyridinyl group.


For example, the hole transport region 12 may include at least one of Compounds HT1 to HT39.




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In one or more embodiments, the hole transport region 12 of the organic light-emitting device 10 may further include a p-dopant. When the hole transport region 12 further includes a p-dopant, the hole transport region 12 may have a matrix (for example, at least one compound represented by Formulae 201 to 205) and a p-dopant included in the matrix. The p-dopant may be uniformly or non-uniformly doped in the hole transport region 12.


In one or more embodiments, the LUMO energy level of the p-dopant may be −3.5 eV or less.


The p-dopant may include a quinone derivative, a metal oxide, a cyano group-containing compound, or any combination thereof.


In one or more embodiments, the p-dopant may include:


a quinone derivative, such as tetracyanoquinodimethane (TCNQ),2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ), and F6-TCNNQ;


a metal oxide, such as tungsten oxide or molybdenum oxide;


1,4,5,8,9,12-hexaazatriphenylene-hexacarbonitrile (HAT-CN);


a compound represented by Formula 221 below; or


any combination thereof.




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In Formula 221,


R221 to R223 may each independently be a substituted or unsubstituted C3-C10 cycloalkyl group, a substituted or unsubstituted C1-C10 heterocycloalkyl group, a substituted or unsubstituted C3-C10 cycloalkenyl group, a substituted or unsubstituted C2-C10 heterocycloalkenyl group, a substituted or unsubstituted unsaturated C1-C10 heterocyclic group, a substituted or unsubstituted C6-C60 aryl group, a substituted or unsubstituted C1-C60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, or a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, and at least one R221 to R223 may have at least one of a cyano group, —F, —Cl, —Br, —I, a C1-C20 alkyl group substituted with —F, a C1-C20 alkyl group substituted with —Cl, a C1-C20 alkyl group substituted with —Br, a C1-C20 alkyl group substituted with —I, or any combination thereof.


The hole transport region 12 may have a thickness of about 100 Å to about 10000 Å, for example, about 400 Å to about 2000 Å, and the emission layer 15 may have a thickness of about 100 Å to about 3000 Å, for example, about 300 Å to about 1000 Å. When the thickness of each of the hole transport region 12 and the emission layer 15 is within these ranges described above, satisfactory hole transportation characteristics and/or luminescent characteristics may be obtained without a substantial increase in driving voltage.


[Electron Transport Region 17]

The electron transport region 17 is placed between the emission layer 15 and the second electrode 19 of the organic light-emitting device 10.


The electron transport region 17 may have a single-layered structure or a multi-layered structure.


For example, the electron transport region 17 may have an electron transport layer, an electron transport layer/electron injection layer structure, a buffer layer/electron transport layer structure, hole blocking layer/electron transport layer structure, a buffer layer/electron transport layer/electron injection layer structure, or a hole blocking layer/electron transport layer/electron injection layer structure. The electron transport region 17 may further include an electron control layer.


The electron transport region 17 may include known electron transport materials.


The electron transport region (for example, 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 π electron-deficient nitrogen-containing C1-C60 cyclic group. The π electron-deficient nitrogen-containing C1-C60 cyclic group is the same as described above.


For example, the electron transport region may include a compound represented by Formula 601 below:





[Ar601]xe11-[(L601)xe1-R601]xe21   <Formula 601>


In Formula 601,


Ar601 and L601 may each independently be a C5-C60 carbocyclic group unsubstituted or substituted with at least one R601a or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R601a,


xe11 may be 1, 2, or 3,


xe1 may be an integer from 0 to 5,


R601a and R601 may each independently be a substituted or unsubstituted C3-C10 cycloalkyl group, a substituted or unsubstituted heterocycloalkyl group, a substituted or unsubstituted C3-C10 cycloalkenyl group, a substituted or unsubstituted C2-C10 heterocycloalkenyl group, a substituted or unsubstituted unsaturated C1-C10 heterocyclic group, a substituted or unsubstituted C6-C60 aryl group, a substituted or unsubstituted C6-C60 aryloxy group, a substituted or unsubstituted C6-C60 arylthio group, a substituted or unsubstituted C1-C60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —Si(Q601)(Q602)(Q603), —C(═O)(Q601), —S(═O)2(Q601), or —P(═O)(Q601)(Q602),


Q601 to Q603 may each independently be a C1-C10 alkyl group, a C1-C10 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, or a naphthyl group, and


xe21 may be an integer from 1 to 5.


In one or more embodiments, at least one of Ar601(s) in the number of xe11 and R601 (s) in the number of xe21 may include the π electron-deficient nitrogen-containing C1-C60 cyclic group.


In one or more embodiments, ring Ar601 and L601 in Formula 601 may each independently be a benzene group, a naphthalene 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 triphenylene group, a pyrene group, a chrysene group, a naphthacene group, a picene group, a perylene group, a pentaphene 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, or an azacarbazole group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C1-C20 alkyl group, a C1-C20 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, —Si(Q31)(Q32)(Q33), —S(═O)2(Q31), —P(═O)(Q31)(Q32), or any combination thereof, and


Q31 to Q33 may each independently be a C1-C10 alkyl group, a C1-C10 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, or a naphthyl group.


When xe11 in Formula 601 is 2 or more, two or more Ar601(s) may be linked to each other via a single bond.


In one or more embodiments, Ar601 in Formula 601 may be an anthracene group.


In one or more embodiments, the compound represented by Formula 601 may be represented by Formula 601-1:




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In Formula 601-1,


X614 may be N or C(R614), X615 may be N or C(R615), X616 may be N or C(R616), and at least one of X614 to X616 may be N,


L611 to L613 may each independently be the same as described in connection with L601,


xe611 to xe613 may each independently be the same as described in connection with xe1,


R611 to R613 may each independently be the same as described in connection with


R601, and


R614 to R616 may each independently be 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 C1-C20 alkyl group, a C1-C20 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, or a naphthyl group.


In one or more embodiments, xe1 and xe611 to xe613 in Formulae 601 and 601-1 may each independently be 0, 1, or 2.


In one or more embodiments, R601 and R611 to R613 in Formulae 601 and 601-1 may each independently be 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 phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a thiophenyl 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 dibenzosilolyl group, a pyridinyl 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, or an azacarbazolyl group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C1-C20 alkyl group, a C1-C20 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 phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a thiophenyl 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 dibenzosilolyl group, a pyridinyl 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, or any combination thereof; or


—S(═O)2(Q601), or —P(═O)(Q601)(Q602), wherein Q601 and Q602 are the same as described above.


The electron transport region may include at least one of Compounds ET1 to ET36:




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In one or more embodiments, the electron transport region may include at least one 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), Alq3, BAlq, 3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole (TAZ), NTAZ, or any combination thereof:




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Thicknesses of the buffer layer, the hole blocking layer, and the electron control layer may each independently be in a range of about 20 Å to about 1,000 Å, for example, about 30 Å to about 300 Å. When the thicknesses of the buffer layer, the hole blocking layer, and the electron control layer are within these ranges, excellent hole blocking characteristics or excellent electron control characteristics may be obtained without a substantial increase in driving voltage.


A thickness of the electron transport layer may be in a range of about 100 Å to about 1,000 Å, for example, about 150 Å to about 500 Å. When the thickness of the electron transport layer is within the range described above, the electron transport layer may have satisfactory electron transport characteristics without a substantial increase in driving voltage.


The electron transport region 17 (for example, the electron transport layer in the electron transport region) may further include, in addition to the materials described above, a metal-containing material.


The metal-containing material may include alkali metal complex, alkaline earth-metal complex, or any combination thereof. A metal ion of the alkali metal complex may include a Li ion, a Na ion, a K ion, a Rb ion, a Cs ion, or any combination thereof and a m etal ion of the alkaline earth-metal complex may include a Be ion, a Mg ion, a Ca ion, a Sr ion, a Ba ion, or any combination thereof. A ligand coordinated with the metal ion of the alkali metal complex or the alkaline earth-metal complex may include a hydroxy quinoline, a hydroxy isoquinoline, a hydroxy benzoquinoline, a hydroxy acridine, a hydroxy phenanthridine, a hydroxy phenyloxazole, a hydroxy phenylthiazole, a hydroxy diphenyloxadiazole, a hydroxy diphenylthiadiazole, a hydroxy phenylpyridine, a hydroxy phenylbenzimidazole, a hydroxy phenylbenzothiazole, a bipyridine, a phenanthroline, a cyclopentadiene, or any combination thereof.


For example, the metal-containing material may include a Li complex. The Li complex may include, for example, Compound ET-D1 (LiQ) or ET-D2:




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The electron transport region 17 may include an electron injection layer that facilitates injection of electrons from the second electrode 19. The electron injection layer may directly contact the second electrode 19.


The electron injection layer may have i) a single-layered structure including a single layer including a single material, ii) a single-layered structure including a single layer including a plurality of different materials, or iii) a multi-layered structure having a plurality of layers including a plurality of different materials.


The electron injection layer may include 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 combinations thereof.


The alkali metal may include Li, Na, K, Rb, Cs, or any combination thereof. In one or more embodiments, the alkali metal may be Li, Na, or Cs. In one or more embodiments, the alkali metal may be Li or Cs.


The alkaline earth metal may include Mg, Ca, Sr, Ba, or any combination thereof.


The rare earth metal may include Sc, Y, Ce, Tb, Yb, Gd, or any combination thereof.


The alkali metal compound, the alkaline earth-metal compound, and the rare earth metal compound may include oxides, halides (for example, fluorides, chlorides, bromides, or iodides), or any combination thereof, of the alkali metal, the alkaline earth-metal, and the rare earth metal.


The alkali metal compound may include alkali metal oxides, such as Li2O, Cs2O, or K2O, alkali metal halides, such as LiF, NaF, CsF, KF, LiI, NaI, CsI, or KI, or any combination thereof. In one or more embodiments, the alkali metal compound may include LiF, Li2O, NaF, LiI, NaI, CsI, Kl, or any combination thereof.


The alkaline earth-metal compound may include alkaline earth-metal oxides, such as BaO, SrO, CaO, BaxSr1-xO (0<x<1), or BaxCa1-xO (0<x<1). In one or more embodiments, the alkaline earth-metal compound may include BaO, SrO, CaO, or any combination thereof.


The rare earth metal compound may include YbF3, ScF3, scO3, Sc2O3, Y2O3, Ce2O3, GdF3, TbF3, or any combination thereof. In one or more embodiments, the rare earth metal compound may include YbF3, ScF3, TbF3, Ybl3, Scl3, Tbl3, or any combination thereof.


The alkali metal complex, the alkaline earth-metal complex, or the rare earth metal complex may include an ion of alkali metal, alkaline earth-metal, or rare earth metal as described above, and a ligand coordinated with a metal ion of the alkali metal complex, the alkaline earth-metal complex, or the rare earth metal complex may include hydroxy quinoline, hydroxy isoquinoline, hydroxy benzoquinoline, hydroxy acridine, hydroxy phenanthridine, hydroxy phenyloxazole, hydroxy phenylthiazole, hydroxy diphenyloxadiazole, hydroxy diphenylthiadiazole, hydroxy phenylpyridine, hydroxy phenylbenzimidazole, hydroxy phenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene, or any combination thereof.


The electron injection layer may consist 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 combinations thereof, as described above. In one or more embodiments, the electron injection layer may further include an organic material. When the electron injection layer further includes an organic material, 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 may be homogeneously or non-homogeneously dispersed in a matrix including the organic material.


A thickness of the electron injection layer may be in a range of about 1 Å to about 100 Å, for example, about 3 Å to about 90 Å. 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 substantial increase in driving voltage.


[Second Electrode 19]

The second electrode 19 is located on the organic layer 10A having such a structure. The second electrode 19 may be a cathode which is an electron injection electrode, and in this regard, a material for forming the second electrode 19 may be a metal, an alloy, an electrically conductive compound, and a combination thereof, which have a relatively low work function.


The second electrode 19 may include lithium (Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium (Al—Li), calcium (Ca), magnesium-indium (Mg—In), magnesium-silver (Mg—Ag), ITO, IZO, or any combination thereof. The second electrode 19 may be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode.


The second electrode 19 may have a single-layered structure having a single layer or a multi-layered structure including two or more layers.


Hereinbefore, the organic light-emitting device has been described with reference to FIGURE, but embodiments of the present disclosure are not limited thereto.


Explanation of Terms

All groups and compounds are understood to include all possible isomers, including structural isomers, occurring in the groups or compounds. Structural isomers differ from each other in the connectivity of the constituent atoms. By way of general example, and without limitation, the structural isomers of oxadiazole include 1,2,3-oxadiazole, 1,2,4-oxadiazole, 1,2,5-oxadiazole, and 1,3,4-oxadiaozole.


The term “C1-C60 alkyl group” as used herein refers to a linear or branched saturated aliphatic 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 isoamyl group, and a hexyl group. The term “C1-C60 alkylene group” as used herein refers to a divalent group having the same structure as the C1-C60 alkyl group.


The term “C1-C60 alkoxy group” used herein refers to a monovalent group represented by —OA101 (wherein A101 is the C1-C60 alkyl group), and examples thereof include a methoxy group, an ethoxy group, and an isopropyloxy group.


The term “C1-C60 alkoxy group” used herein refers to a monovalent group represented by —SA104 (wherein A104 is the C1-C60 alkyl group), and examples thereof include a methylthio group, an ethylthio group, and an isopropylthio group.


The term “C2-C60 alkenyl group” as used herein refers to a hydrocarbon group formed by substituting at least one carbon-carbon double bond in the middle or at the terminus of the C2-C60 alkyl group, and examples thereof include an ethenyl group, a propenyl group, and a butenyl group. The term “C2-C60 alkenylene group” as used herein refers to a divalent group having the same structure as the C2-C60 alkenyl group.


The term “C2-C60 alkynyl group” as used herein refers to a hydrocarbon group formed by substituting at least one carbon-carbon triple bond in the middle or at the terminus of the C2-C60 alkyl group, and examples thereof include an ethynyl group, and a propynyl group. The term “C2-C60 alkynylene group” as used herein refers to a divalent group having the same structure as the C2-C60 alkynyl group.


The term “C3-C10 cycloalkyl group” as used herein refers to a monovalent saturated hydrocarbon monocyclic group having 3 to 10 carbon atoms, and examples thereof include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, and a cycloheptyl group. The term “C3-C10 cycloalkylene group” as used herein refers to a divalent group having the same structure as the C3-C10 cycloalkyl group.


The term “C1-C10 heterocycloalkyl group” as used herein refers to a monovalent saturated monocyclic group having at least one N, O, P, Si, S, Se, Ge, B, or any combination thereof as a ring-forming atom and 1 to 10 carbon atoms, and non-limiting examples thereof include a tetrahydrofuranyl group, and a tetrahydrothiophenyl group.


The term “C1-C10 Cheterocycloalkylene group” as used herein refers to a divalent group having the same structure as the C1-C10 Cheterocycloalkyl group.


The term “C3-C10 cycloalkenyl group” as used herein refers to a monovalent monocyclic group that has 3 to 10 carbon atoms and at least one carbon-carbon double bond in the ring thereof and no aromaticity, and non-limiting examples thereof include a cyclopentenyl group, a cyclohexenyl group, and a cycloheptenyl group. The term “C3-C10 cycloalkenylene group” as used herein refers to a divalent group having the same structure as the C3-C10 cycloalkenyl group.


The term “C2-C10 heterocycloalkenyl group” as used herein refers to a monovalent monocyclic group that has at least one N, O, P, Si, S, Se, Ge, B, or any combination thereof as a ring-forming atom, 2 to 10 carbon atoms, and at least one carbon-carbon double bond in its ring. Examples of the C2-C10 heterocycloalkenyl group are a 2,3-dihydrofuranyl group, and a 2,3-dihydrothiophenyl group. The term “C2-C10 heterocycloalkenylene group” as used herein refers to a divalent group having the same structure as the C2-C10 heterocycloalkenyl group.


The term “unsaturated C1-C10 Cheterocyclic group” as used herein refers to a monovalent monocyclic group including at least one N, O, P, Si, B, Se, Ge, S, or any combination thereof as a ring-forming atom, 1 to 10 carbon atoms, and at least one heteroatom-carbon double bond, heteroatom-heteroatom double bond, or a combination thereof in its ring. Examples of the unsaturated C1-C10 Cheterocyclic group include an oxazine group and an imidazoline group.


The term “C6-C60 aryl group” as used herein refers to a monovalent group having a carbocyclic aromatic system having 6 to 60 carbon atoms, and the term “C6-C60 arylene group” as used herein refers to a divalent group having a carbocyclic aromatic system having 6 to 60 carbon atoms. Examples of the C6-C60 aryl group include a phenyl group, a naphthyl group, an anthracenyl group, a phenanthrenyl group, a pyrenyl group, and a chrysenyl group. When the C6-C60 aryl group and the C6-C60 arylene group each include two or more rings, the rings may be fused to each other.


The term “C1-C60 heteroaryl group” as used herein refers to a monovalent group having a heterocarbocyclic aromatic system that has at least one N, O, P, Si, S, Se, Ge, B, or any combination thereof as a ring-forming atom, and 1 to 60 carbon atoms. The term “C1-C60 heteroarylene group” as used herein refers to a divalent group having a heterocyclic aromatic system that has at least one N, O, P, Si, S, Se, Ge, B, or any combination thereof as a ring-forming atom, and 1 to 60 carbon atoms. Examples of the C1-C60 heteroaryl group include a pyridinyl group, a pyrimidinyl group, a pyrazinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, and an isoquinolinyl group. When the C6-C60 heteroaryl group and the C6-C60 heteroarylene group each include two or more rings, the rings may be fused to each other.


The term “C6-C60 aryloxy group” as used herein refers to —OA102 (wherein A102 is the C6-C60 aryl group), and a C6-C60 arylthio group used herein refers to —SA103 (wherein A103 is the C6-C60 aryl group).


The term “monovalent non-aromatic condensed polycyclic group” used herein refers to a monovalent group in which two or more rings are condensed with each other, only carbon is used as a ring-forming atom (for example, the number of carbon atoms may be 8 to 60) and the whole molecule is a non-aromaticity group. Examples of the monovalent non-aromatic condensed polycyclic group include a fluorenyl group. The term “divalent non-aromatic condensed polycyclic group” as used herein refers to a divalent group having the same structure as the monovalent non-aromatic condensed polycyclic group.


The term “monovalent non-aromatic condensed heteropolycyclic group” as used herein refers to a monovalent group having two or more rings condensed to each other, a heteroatom N, O, P, Si, S, Se, Ge and B, other than carbon atoms (for example, having 1 to 60 carbon atoms), as a ring-forming atom, and no aromaticity in its entire molecular structure. Examples of the monovalent non-aromatic condensed heteropolycyclic group include a carbazolyl group. The term “divalent non-aromatic condensed heteropolycyclic group” as used herein refers to a divalent group having the same structure as the monovalent non-aromatic condensed heteropolycyclic group.


The term “π electron-deficient nitrogen-containing C1-C60 cyclic group” used herein refers to a cyclic group that includes at least one *—N=*′(* and *′ each indicate a binding site to a neighboring atom) as a ring-forming moiety and has 1 to 60 carbon atoms, and may be, for example, a) a first ring, b) a condensed cyclic group in which two or more first rings are condensed with each other, or c) a condensed cyclic group in which at least one first ring is condensed with at least one second ring.


The term “π electron-rich C3-C60 cyclic group” used herein refers to a cyclic group which has 3 to 60 carbon atoms and does not include *—N=*′(* and *′ each indicate a binding site to a neighboring atom) as a ring forming moiety, and may be, for example, a) second ring or b) a cyclic group in which two or more second rings are fused each other.


The term “C5-C60 cyclic group” used herein refers to a monocyclic or polycyclic group that has 5 to 60 carbon atoms, and may be, for example, a) a third ring or b) a cyclic group in which two or more third rings are condensed each other.


The term “C1-C60 heterocyclic group” used herein refers to a monocyclic or polycyclic group which includes at least one heteroatom and 1 to 60 carbon atoms, and may be, for example, a) a fourth ring, b) a cyclic group in which two or more fourth rings are condensed with each other, or c) a cyclic group in which at least one third ring is condensed with at least one fourth ring.


The term “first ring” used herein refers to 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 pyridazine group, a pyrimidine group, a triazole group, a tetrazole group, an oxadiazole group, a triazine group, or a thiadiazole group.


The term “second ring” used herein refers to a benzene group, a cyclopentadiene group, a pyrrole group, a furan group, a thiophene group, or a silole group.


The term “third ring” used herein refers to a cyclopentane group, a cyclopentadiene group, an indene group, an adamantane group, a norbornene group, a bicyclo[1.1.1]pentane group, a bicyclo[2.1.1]hexane group, a bicyclo[2.2.1]heptane(norbornane) group, a bicyclo[2.2.2]octane group, a cyclohexane group, a cyclohexene group, or a benzene group.


The “fourth ring” used herein refers to afuran group, a thiophene group, a pyrrole group, a silole group, an oxazole group, an isoxazole group, an oxadiazole group, a 1,2,3-oxadiazole group, a 1,2,4-oxadiazole group, a 1,2,5-oxadiazole group, a 1,3,4-oxadiazole group, an oxatriazole group, an isoxatriazole group, a thiazole group, a isothiazole group, a 1,2,3-thiadiazole group, a 1,2,4-thiadiazole group, a 1,2,5-thiadiazole group, a 1,3,4-thiadiazole group, a thiatriazole group, an isothiatriazole group, a pyrazole group, a imidazole group, a triazole group, a tetrazole group, a azasilole group, a diazasilole group, a triazasilole group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, or a triazine group.


For example, the π electron deficient nitrogen-containing C1-C60 cyclic group may be 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 pyridazine group, a pyrimidine group, an indazole group, a purine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a benzoisoquinoline group, a phthalazine group, a naphthyridine group, a quinoxaline group, a benzoquinoxaline 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, an azacarbazole group, an azadibenzofuran group, an azadibenzothiophene group, an azadibenzosilole group, an acridine group, or a pyridopyrazine group.


For example, the π electron-rich C3-C60 cyclic group may be a benzene group, a heptalene group, an indene group, a naphthalene group, an azulene group, an indacene group, an acenaphthylene 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 triphenylene group, a pyrene group, a chrysene group, a naphthacene group, a picene group, a perylene group, a pentacene group, a hexacene group, a pentaphene group, a rubicene group, a coronene group, an ovalene group, a pyrrole group, a furan group, a thiophene group, an isoindole group, an indole group, an indene group, a benzofuran group, a benzothiophene group, a benzosilole group, a naphthopyrrole group, a naphthofuran group, a naphthothiophene group, a naphthosilole group, a benzocarbazole group, a dibenzocarbazole group, a dibenzofuran group, a dibenzothiophene group, a carbazole group, a dibenzosilole group, an indenocarbazole group, an indolocarbazole group, a benzofurocarbazole group, a benzothienocarbazole group, a benzosilolocarbazole group, a triindolobenzene group, a pyrrolophenanthrene group, a furanophenanthrene group, a thienophenanthrene group, a benzonaphthofuran group, a benzonaphthothiophene group, an (indolo)phenanthrene group, a (benzofurano)phenanthrene group, or a (benzothieno)phenanthrene group.


For example, the C5-C60 cyclic group may be a cyclopentane group, a cyclohexane group, a cyclohexene group, a benzene group, a naphthalene group, an anthracene group, a phenanthrene group, a triphenylene group, a pyrene group, a chrysene group, a 1,2,3,4-tetrahydronaphthalene group, cyclopentadiene group, an indene group, a fluorene group, a 5,6,7,8-tetrahydroisoquinoline group, a 5,6,7,8-tetrahydroquinoline group, an adamantane group, a norbornane group, or a norbornene group.


For example, the C1-C60 heterocyclic group may be a thiophene group, a furan group, a pyrrole group, cyclopentadiene group, a silole group, a borole group, a phosphole group, a selenophene group, germole group, a benzothiophene group, a benzofuran group, an indole group, an indene group, a benzosilole group, a benzoborole group, a benzophosphole group, a benzoselenophene group, a benzogermole group, a dibenzothiophene group, a dibenzofuran group, a carbazole group, a dibenzosilole group, a dibenzoborole group, a dibenzophosphole group, a dibenzoselenophene group, a dibenzogermole group, a dibenzothiophene 5-oxide group, 9H-fluorene-9-one group, a dibenzothiophene 5,5-dioxide group, an azabenzothiophene group, an azabenzofuran group, an azaindole group, an azaindene group, an azabenzosilole group, an azabenzoborole group, an azabenzophosphole group, an azabenzoselenophene group, an azabenzogermole group, an azadibenzothiophene group, an azadibenzofuran group, an azacarbazole group, an azafluorene group, an azadibenzosilole group, an azadibenzoborole group, an azadibenzophosphole group, an azadibenzoselenophene group, an azadibenzogermole group, an azadibenzothiophene 5-oxide group, an aza-9H-fluorene-9-one group, an azadibenzothiophene 5,5-dioxide group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a quinoline group, an isoquinoline group, a quinoxaline group, a quinazoline group, a phenanthroline group, a pyrazole group, an imidazole group, a triazole group, an oxazole group, an isooxazole group, a thiazole group, an isothiazole group, an oxadiazole group, a thiadiazole group, a benzopyrazole group, a benzimidazole group, a benzoxazole group, a benzothiazole group, a benzoxadiazole group, or a benzothiadiazole group.


The π electron-deficient nitrogen-containing C1-C60 cyclic group, the π electron-rich C3-C60 cyclic group, the C5-C60 cyclic group, and the C1-C60 heterocyclic group may each be a part of a condensed cycle, or a monovalent, divalent, trivalent, tetravalent, pentavalent, or hexavalent group, depending on the formula structure.


A substituent of the substituted π electron-deficient nitrogen-containing C1-C60 cyclic group, the substituted π electron-rich C3-C60 cyclic group, the substituted C5-C60 cyclic group, the substituted C1-C60 heterocyclic group, the substituted C1-C60 alkylene group, the substituted C2-C60 alkenylene group, the substituted C2-C60 alkynylene group, the substituted C3-C10 cycloalkylene group, the substituted C1-C10 heterocycloalkylene group, the substituted C3-C10 cycloalkenylene group, the substituted C2-C10 heterocycloalkenylene group, the substituted unsaturated C1-C10 heterocyclic group, the substituted C6-C60 arylene group, the substituted C1-C60 heteroarylene group, the substituted divalent non-aromatic condensed polycyclic group, the substituted divalent non-aromatic condensed heteropolycyclic group, the substituted C1-C60 alkyl group, the substituted C2-C60 alkenyl group, the substituted C2-C60 alkynyl group, the substituted C1-C60 alkoxy group, the substituted C—C60 alkylthio group, the substituted C3-C10 cycloalkyl group, the substituted C1-C10 heterocycloalkyl group, the substituted C3-C10 cycloalkenyl group, the substituted C2-C10 heterocycloalkenyl group, the substituted unsaturated C1-C10 heterocyclic group, the substituted C6-C60 aryl group, the substituted C6-C60 aryloxy group, the substituted C6-C60 arylthio group, the substituted C1-C60 heteroaryl group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heteropolycyclic group may each independently be:


deuterium, —F, —Cl, —Br, —I, —CD3, —CD2H, —CDH2, —CF3, —CF2H, —CFH2, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, or a C1-C60 alkoxy group;


a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, or a C1-C60 alkoxy group, substituted with deuterium, —F, —Cl, —Br, —I, —CD3, —CD2H, —CDH2, —CF3, —CF2H, —CFH2, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C2-C10 heterocycloalkenyl group, an unsaturated C1-C10 heterocyclic group, a C6-C60 aryl group, a C7-C60 alkyl aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C1-C60 heteroaryl group, a C2-C60 alkyl heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, —N(Q11)(Q12), —Si(Q13)(Q14)(Q15), —Ge(Q13)(Q14)(Q15), —B(Q16)(Q17), —P(═O)(Q18)(Q19), —P(Q18)(Q19), or any combination thereof;


a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C2-C10 heterocycloalkenyl group, an unsaturated C1-C10 heterocyclic group, a C6-C60 aryl group, a C7-C60 alkyl aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C1-C60 heteroaryl group, a C2-C60 alkyl heteroaryl group, a monovalent non-aromatic condensed polycyclic group, or a monovalent non-aromatic condensed heteropolycyclic group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, —CD3, —CD2H, —CDH2, —CF3, —CF2H, —CFH2, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C1-C60 alkoxy group, a C1-C60 alkylthio group, a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C2-C10 heterocycloalkenyl group, an unsaturated C1-C10 heterocyclic group, a C6-C60 aryl group, a C7-C60 alkyl aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C1-C60 heteroaryl group, a C2-C60 alkyl heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, —N(Q21)(Q22), —Si(Q23)(Q24)(Q25), —Ge(Q23)(Q24)(Q25), —B(Q26)(Q27), —P(═O)(Q28)(Q29), —P(Q28)(Q29), or any combination thereof;


—N(Q31)(Q32), —Si(Q33)(Q34)(Q35), —Ge(Q33)(Q34)(Q35), —B(Q36)(Q37), —P(═O)(Q38)(Q39), or —P(Q38)(Q39); or any combination thereof.


Q1 to Q9, Q11 to Q19, Q21 to Q29, and Q31 to Q39 used herein may each independently be: hydrogen; deuterium; —F; —Cl; —Br; —I; a hydroxyl group; a cyano group; a nitro group; an amidino group; a hydrazine group; a hydrazone group; a carboxylic acid or a salt thereof; a sulfonic acid or a salt thereof; a phosphoric acid or a salt thereof; a C1-C60 alkyl group which is unsubstituted or substituted with deuterium, a C1-C60 alkyl group, a C6-C60 aryl group, or any combination thereof; a C2-C60 alkenyl group; a C2-C60 alkynyl group; a C1-C60 alkoxy group; a C1-C60 alkylthio group, a C3-C10 cycloalkyl group; a C1-C10 heterocycloalkyl group; a C3-C10 cycloalkenyl group; a C2-C10 heterocycloalkenyl group; an unsaturated C1-C10 heterocyclic group, a C6-C60 aryl group which is unsubstituted or substituted with deuterium, a C1-C60 alkyl group, a C6-C60 aryl group, or any combination thereof; a C6-C60 aryloxy group; a C6-C60 arylthio group; a C1-C60 heteroaryl group; a monovalent non-aromatic condensed polycyclic group; or a monovalent non-aromatic condensed heteropolycyclic group.


For example, Q1 to Q9, Q11 to Q19, Q21 to Q29 and 031 to Q39 described herein may each independently be: —CH3, —CD3, —CD2H, —CDH2, —CH2CH3, —CH2CD3, —CH2CD2H, —CH2CDH2, —CHDCH3, —CHDCD2H, —CHDCDH2, —CHDCD3, —CD2CD3, —CD2CD2H, or —CD2CDH2; or an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, an n-pentyl group, a tert-pentyl group, a neopentyl group, an isopentyl group, a sec-pentyl group, a 3-pentyl group, a sec-isopentyl group, a phenyl group, a biphenyl group, or a naphthyl group, each unsubstituted or substituted with deuterium, a C1-C10 alkyl group, a phenyl group, or any combination thereof.


The term “room temperature” used herein refers to a temperature of about 25° C.


The terms “a biphenyl group, a terphenyl group, and a tetraphenyl group” used herein respectively refer to monovalent groups in which two, three, or four phenyl groups which are linked together via a single bond.


The terms “a cyano-containing phenyl group, a cyano-containing biphenyl group, a cyano-containing terphenyl group, and a cyano-containing tetraphenyl group” used herein respectively refer to a phenyl group, a biphenyl group, a terphenyl group, and a tetraphenyl group, each of which is substituted with at least one cyano group. In “a cyano-containing phenyl group, a cyano-containing biphenyl group, a cyano-containing terphenyl group, and a cyano-containing tetraphenyl group”, a cyano group may be substituted to any position of the corresponding group, and the “cyano-containing phenyl group, the cyano-containing biphenyl group, the cyano-containing terphenyl group, and the cyano-containing tetraphenyl group” may further include substituents other than a cyano group. For example, a phenyl group substituted with a cyano group, and a phenyl group substituted with a cyano group, and a methyl group may all belong to “a cyano-containing phenyl group.”


Hereinafter, a compound and an organic light-emitting device according to embodiments are described in detail with reference to Synthesis Examples and Examples. However, the organic light-emitting device is not limited thereto. The wording ‘″B’ was used instead of ‘A’″ used in describing Synthesis Examples means that an amount of ‘A’ used was identical to an amount of ‘B’ used, in terms of a molar equivalent.


EXAMPLES
Preparation of Device 1

A glass substrate with an ITO electrode provided thereon was cut to a size of 50 mm×50 mm×0.5 mm and then, sonicated in acetone isopropyl alcohol and pure water, each for 15 minutes, and then, washed by exposure to UV ozone for 30 minutes.


Then, HAT-CN was deposited on the ITO electrode (anode) on the glass substrate to form a hole injection layer having a thickness of 100 Å, NPB was deposited on the hole injection layer to form a first hole transport layer having a thickness of 500 Å, TCTA was deposited on the first hole transport layer to form a second hole transport layer having a thickness of 50 Å, and mCP was deposited on the second hole transport layer to form an electron blocking layer having a thickness of 50 Å thickness.


A first host (H1), a second host (H2), a sensitizer (S-1), and a fluorescent emitter (FD11) were co-deposited on the electron blocking layer to form an emission layer having a thickness of 400 Å. In this regard, the weight ratio of the first host, the second host, and the sensitizer was 60:40:10, and the amount of the fluorescent emitter was controlled to be 1.5 wt % based on the total weight of the first host, the second host, the sensitizer and the fluorescent emitter.


DBFPO was deposited on the emission layer to form a hole blocking layer having a thickness of 100 Å, and then, DBFPO and Liq were co-deposited thereon at the weight ratio of 5:5 to form an electron transport layer having a thickness of 300 Å, and then, Liq was deposited on the electron transport layer to form an electron injection layer having a thickness of 10 Å, and Al was deposited on the electron injection layer to form a cathode having a thickness 1000 Å, thereby completing the manufacture of an organic light-emitting device.




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Preparation of Devices 2 to 4 and Devices A to D

Devices 2 to 4 and devices A to D were manufactured in the same method as used to manufacture the device 1, except that the compounds shown in Table 1 were used to form the emission layer. Devices A to D did not include the fluorescent emitters used in devices 1 to 4, respectively, and among devices A to D, the sensitizer acted as an emitter.












TABLE 1








Host

Fluorescent











Device No.
First host
Second host
Sensitizer
emitter





1 (Example)
H1
H2
S-1
FD11


A
H1
H2
S-1



2 (Example)
H1
H2
S-2
FD11


B
H1
H2
S-2



3 (Example)
H1
H2
S-3
FD19


C
H1
H2
S-3



4 (Comparative
H1
H2
S-A
FD11


Example)






D
H1
H2
S-A








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Evaluation Example 1

The HOMO energy level of each of the following compounds was evaluated using a Gaussian 09 program, based on a quantum chemical calculation method on the basis of density functional theory (DFT) using a 6-31G (d, p) basis set. Results are summarized in Table 2.














TABLE 2












Absolute







value (eV)







of the







difference







between the







HOMO







energy level







of the







fluorescent













emitter





and the





HOMO



Sensitizer
Fluorescent emitter
energy level













Compound
HOMO
Compound
HOMO
of the


Device No.
No.
(eV)
No.
(eV)
sensitizer















1 (Example)
S-1
−4.61
FD11
−4.638
0.028


2 (Example)
S-2
−4.65
FD11
−4.638
0.012


3 (Example)
S-3
−5.362
FD19
−5.236
0.126


4 (Comparative
S-A
−5.25
FD11
−4.638
0.612


Example)














From Table 2, it can be seen that the absolute value of the difference between the HOMO energy level of the fluorescent emitter and the HOMO energy level of the sensitizer in each of device 1 to device 3 was 0.5 eV or less, but the difference between the HOMO energy level of the fluorescent emitter and the HOMO energy level of the sensitizer in device 4 exceeded 0.5 eV.


Evaluation Example 2

The TREL spectrum of each of device 1 and device A was measured by using a photomultiplier tube (PMT, Hamamatsu, H10721) and a digital storage oscilloscope (Agilent Technologies, DS09104A) device after a square-wave electric field was applied using a pulse function arbitrary noise generator (Agilent Technologies, 81150A). Then, with respect to each of device 1 and device A, the time when the EL intensity of the TREL spectrum reached 70% of the maximum EL intensity was measured, and then, the turn-on time change (ΔT) of TREL spectrum of device 1 was evaluated therefrom. The turn-on time change (ΔT) of TREL spectrum of device 1 was evaluated by calculating “(10.31 μs-12.48 μs)/12.48 μs×100(%)” based on <Equation 1> described herein. Then, the external quantum efficiency (EQE (%) at 1000 cd/m2) and lifespan (T95(hr) at 1000 cd/m2) of each of device 1 and device A were evaluated using a luminance meter (Minolta Cs-1000A). Results thereof are summarized in Tables 3 and 4. This experiment was repeatedly performed on devices 2, B, 3, C, 4, and D, and results thereof were summarized in Tables 3 and 4. Lifespan (T95) was measured by evaluating the time to achieve 95% luminance with respect to 100% of initial luminance. In Table 4, 1) the EQE and lifespan (T95) of device 1 were represented as relative values (%) with respect to the EQE and lifespan (T95) of device A, respectively, 2) the EQE and lifespan (T95) of device 2 were represented as relative values (%) with respect to the EQE and lifespan (T95) of the device B, respectively, 3) the EQE and lifespan (T95) of device 3 were represented as relative values (%) with respect to the EQE and lifespan (T95) of device C, respectively, and 4) the EQE and lifespan (T95) of device 4 were represented as relative values (%) with respect to the EQE and lifespan (T95) of device D, respectively. Meanwhile, the TREL spectra of device 1 and device A, the TREL spectra of device 2 and device B, the TREL spectra device 3 and device C, and the TREL spectra of device 4 and device D are shown in FIGS. 2 to 5, respectively.













TABLE 3








Time (μs)






taken when






the EL






intensity






of the TREL






spectrum






reaches 70%
Turn-on





of the
time





maximum
change





EL intensity
of TREL




Fluorescent
of the TREL
spectrum


Device No.
Sensitizer
emitter
spectrum
(ΔT, %)



















1 (Example)
S-1
FD11
10.31
−17%


A
S-1

12.48



2 (Example)
S-2
FD11
14.34
−22%


B
S-2

18.50



3 (Example)
S-3
FD19
18.75
−28%


C
S-3

25.99



4 (Comparative
S-A
FD11
8.33
−68%


Example)






D
S-A

25.90





















TABLE 4








EQE (%) at
Lifespan (T95)





1000 cd/m2
at 1000 cd/m2




Fluorescent
(relative
(Relative


Device No.
Sensitizer
emitter
value, %)
value, %)







1 (Example)
S-1
FD11
 76%
200%


A
S-1

100%
100%


2 (Example)
S-2
FD11
 71%
469%


B
S-2

100%
100%


3 (Example)
S-3
FD19
 72%
140%


C
S-3

100%
100%


4 (Comparative
S-A
FD11
 33%
 38%


Example)






D
S-A

100%
100%







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From Tables 3 and 4 and FIGS. 2 to 5, it can be seen that the turn-on time change (ΔT,%) of the TREL spectrum of device 1 to device 3 is greater than the turn-on time change (ΔT,%) of the TREL spectrum of device 4. In one or more embodiments, it can be seen that device 1 to device 3 show excellent external quantum efficiency and lifespan characteristics compared to each of device A to device C which do not include a fluorescent emitter.


According to Table 4, each of devices 1, 2 and 3 (Examples) in which the fluorescent emitter acts as an emitter, compared to the corresponding device of the devices A, B and C in which the sensitizer acts as an emitter, has a slightly reduced EQE but has improved lifespan characteristics. Accordingly, it can be seen that devices 1, 2 and 3 (Examples) have improved lifespan characteristics while minimizing the decrease in EQE.


However, device 4 (Comparative Example), in which the fluorescent emitter acts as an emitter, has a significantly reduced EQE and, at the same time, significantly reduced lifespan characteristics, compared to device D in which the sensitizer acts as an emitter. Accordingly, it can be seen that the lifespan of device 4 (Comparative Example) was not improved.


The organic light-emitting device according to the present disclosure can have high efficiency and a long lifespan.


It should be understood that embodiments described herein should be considered in a descriptive sense only and not for purposes of limitation. Descriptions of features or aspects within each embodiment should typically be considered as available for other similar features or aspects in other embodiments. While one or more embodiments have been described with reference to the figures, it will be understood by those of ordinary skill in the art that various changes in form and details may be made therein without departing from the spirit and scope as defined by the following claims.

Claims
  • 1. An organic light-emitting device comprising: a first electrode; a second electrode; and an organic layer located between the first electrode and the second electrode,wherein the organic layer comprises an emission layer,wherein the emission layer comprises a host, a fluorescent emitter, and a sensitizer,the host, the fluorescent emitter, and the sensitizer are different from each other,a ratio of a fluorescence component emitted from the fluorescent emitter with respect to the total emission components emitted from the emission layer is about 70% or more,an absolute value of a difference between a highest occupied molecular orbital (HOMO) energy level of the fluorescent emitter and a HOMO energy level of the sensitizer is 0.5 eV or less,the HOMO energy level of the fluorescent emitter and the HOMO energy level of the sensitizer are each evaluated by using a density functional theory (DFT) method, andthe sensitizer comprises an organometallic compound comprising a transition metal, a delayed fluorescence compound that does not include a transition metal, or any combination thereof.
  • 2. The organic light-emitting device of claim 1, wherein the absolute value of the difference between the HOMO energy level of the fluorescent emitter and the HOMO energy level of the sensitizer is 0.15 eV or less.
  • 3. The organic light-emitting device of claim 1, wherein a turn-on time at which an electroluminescent (EL) intensity of a time-resolved electroluminescence (TREL) spectrum is about 70% of a maximum EL intensity of the TREL spectrum is from about 1 μs to about 50 μs.
  • 4. The organic light-emitting device of claim 1, wherein a turn-on time change (ΔT) of a time-resolved electroluminescence (TREL) spectrum represented by <Equation 1> is from about −30% to about 0%: ΔT=[T1(70%)−T2(70%)]/T2(70%)×100   <Equation 1>wherein, in Equation 1,T1 (70%) is the time when an electroluminescence (EL) intensity of a TREL spectrum of the organic light-emitting device X1 of claim 1 reaches about 70% of a maximum EL intensity thereof, andT2 (70%) is a time when the EL intensity of a TREL spectrum of an organic light-emitting device X2 reaches about 70% of a maximum EL intensity thereof, wherein the organic light-emitting device X2 is identical to the organic light-emitting device X1 of claim 1, except that a fluorescent emitter is not included, anda ratio of an emission component emitted from the sensitizer with respect to the total emission components emitted from the emission layer of the organic light-emitting device X2 is about 70% or more.
  • 5. The light-emitting device of claim 4, wherein the turn-on time change (ΔT) of the TREL spectrum represented by <Equation 1> is from about −30% to about −15%.
  • 6. The organic light-emitting device of claim 1, wherein the host comprises an amphiprotic host, an electron transport host, a hole transport host, or any combination thereof, the amphiprotic host, the electron transport host, and the hole transport host are different from one another,the electron transport host comprises at least one electron transport group,the hole transport host does not comprise an electron transport group, andthe electron transport group comprises a cyano group, a π electron-deficient nitrogen-containing C1-C60 cyclic group, a group represented by one of the following formulae, or any combination thereof:
  • 7. The organic light-emitting device of claim 6, wherein the host comprises an electron transport host and a hole transport host, the electron transport host comprises at least one π electron-rich C3-C60 cyclic group and at least one electron transport group,the hole transport host comprises at least one π electron-rich C3-C60 cyclic group, and does not comprise an electron transport group, andthe electron transport group comprises a cyano group, a π electron-deficient nitrogen-containing C1-C60 cyclic group, or any combination thereof.
  • 8. The organic light-emitting device of claim 6, wherein the electron transport host comprises i) a cyano group, a pyrimidine group, a pyrazine group, a triazine group, or any combination thereof and ii) a triphenylene group, a carbazole group, or any combination thereof, and the hole transport host comprises at least one carbazole group.
  • 9. The organic light-emitting device of claim 1, wherein the maximum emission wavelength of the photoluminescent spectrum of the fluorescent emitter is about 400 nm or more and about 550 nm or less.
  • 10. The organic light-emitting device of claim 1, wherein the fluorescent emitter does not comprise a transition metal.
  • 11. The organic light-emitting device of claim 1, wherein the fluorescent emitter comprises an amine-containing compound, a carbazole-containing compound, or any combination thereof.
  • 12. The organic light-emitting device of claim 1, wherein the fluorescent emitter comprises a compound represented by Formula 501, a compound represented by Formula 502, or any combination thereof:
  • 13. The organic light-emitting device of claim 1, wherein the sensitizer comprises an organometallic compound comprising platinum (Pt).
  • 14. The organic light-emitting device of claim 1, wherein the sensitizer comprises an organometallic compound represented by Formula 101: Pt(L11)n11(L12)n12   <Formula 101>wherein, in Formula 101,L11 is a ligand represented by one of Formulae 1-1 to 1-4;L12 is a monodentate ligand or a bidentate ligand,n11 is 1, andn12 is 0, 1, or 2,
  • 15. The light-emitting device of claim 14, wherein at least one bond between Pt and L11 in Formula 101 is a Pt-carbene bond.
  • 16. The light-emitting device of claim 14, wherein Li is a ligand represented by Formula 1-3, Y11 in Formula 1-3 is a chemical bond,A1 in Formula 1-3 is a benzimidazole group or an imidazole group, each unsubstituted or substituted with at least one R10a, anda bond between Pt in Formula 101 and A1 in Formula 1-3 is a Pt-carbene bond.
  • 17. The organic light-emitting device of claim 1, wherein the sensitizer comprises a delayed fluorescence compound represented by Formula 201 or 202:
  • 18. The organic light-emitting device of claim 17, wherein D21 is a π electron-rich C3-C60 cyclic group, unsubstituted or substituted with deuterium, a C1-C60 alkyl group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a di(C1-C60 alkyl)fluorenyl group, a di(C6-060 aryl)fluorenyl group, a (C1-C60 alkyl)carbazolyl group, a (C6-C60 aryl)carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, or any combination thereof, A21 is:—F or a cyano group;a π electron-deficient nitrogen-containing C1-C60 cyclic group, unsubstituted or substituted with at least one R21a; ora C1-C60 alkyl group or a π electron-rich C1-C60 cyclic group, unsubstituted or substituted with —F, a cyano group, a π electron deficient nitrogen-containing C1-C60 cyclic group, or any combination thereof, andR21a is the same as described in connection with R21 in claim 16.
  • 19. The organic light-emitting device of claim 1, wherein the amount of the sensitizer is, based on 100 parts by weight of the host in the emission layer, from about 1 part by weight to about 30 parts by weight.
  • 20. The organic light-emitting device of claim 1, wherein the amount of the fluorescent emitter is, based on 100 parts by weight of the emission layer, from about 0.01 parts by weight to about 15 parts by weight.
Priority Claims (1)
Number Date Country Kind
10-2020-0015200 Feb 2020 KR national