LIGHT-EMITTING DEVICE AND ELECTRONIC APPARATUS

Information

  • Patent Application
  • 20210257575
  • Publication Number
    20210257575
  • Date Filed
    January 29, 2021
    3 years ago
  • Date Published
    August 19, 2021
    2 years ago
Abstract
A light-emitting device includes an emission layer that includes a host, a first dopant, and a second dopant, and an electronic apparatus includes the same. In the emission layer, a) the first dopant is a phosphorescent dopant, b) a Stokes shift of the second dopant is less than or equal to 15 nm, and c) a spectral overlap integral of an emission spectrum of the first dopant and an absorption spectrum of the second dopant may be greater than or equal to 1.5×1015 M−1 cm−1 nm4, and accordingly, the emission efficiency (for example, external quantum efficiency) and lifespan of the light-emitting device may be improved.
Description
CROSS-REFERENCE TO RELATED APPLICATION

This application claims priority to and the benefit of Korean Patent Applications No. 10-2020-0011347, filed on Jan. 30, 2020, and 10-2021-0011975, filed on Jan. 28, 2021 in the Korean Intellectual Property Office, the entire content of each of which is hereby incorporated by reference.


BACKGROUND
1. Field

One or more aspects of embodiments of the present disclosure relate to a light-emitting device and an electronic apparatus including the same.


2. Description of Related Art

Light-emitting devices (for example, organic light-emitting devices) may include a first electrode located on a substrate, and a hole transport region, an emission layer, an electron transport region, and a second electrode sequentially stacked on the first electrode. Holes provided from the first electrode may move toward the emission layer through the hole transport region, and electrons provided from the second electrode may move toward the emission layer through the electron transport region. Carriers (such as the holes and the electrons), may recombine in the emission layer to produce excitons. These excitons may transition from an excited state to the ground state to thereby generate light.


SUMMARY

One or more aspects of embodiments of the present disclosure are directed toward a light-emitting device with low driving voltage, excellent external quantum efficiency, and/or improved lifespan characteristics; and an electronic apparatus including the same.


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


One or more embodiments of the present disclosure provide a light-emitting device including:


a first electrode,


a second electrode facing the first electrode, and


an interlayer arranged between the first electrode and the second electrode and including an emission layer,


wherein the emission layer includes a host, a first dopant, and a second dopant,


the host, the first dopant, and the second dopant are different from one another,


the first dopant is a phosphorescent dopant,


a Stokes shift (e.g., Stoke's shift) of the second dopant is less than or equal to 15 nm,


a spectral overlap integral of an emission spectrum of the first dopant and an absorption spectrum of the second dopant is greater than or equal to 1.5×1015 M−1 cm−1 nm4, and


the spectral overlap integral is evaluated by Equation 1:





J(λ)=∫0ε(λ)λ4FD(λ)dλ.  Equation 1


In Equation 1,


J(λ) is the spectral overlap integral of the emission spectrum of the first dopant and the absorption spectrum of the second dopant in units of M−1 cm−1 nm4.


ε(λ) is a molar extinction coefficient of the second dopant calculated from the absorption spectrum of the second dopant in units of M−1 cm−1,


λ is the wavelength of the emission spectrum and the absorption spectrum in units of nm,


FD(λ) is the normalized emission spectrum of the first dopant,


wherein the emission spectrum of the first dopant is an emission spectrum evaluated at room temperature in a 5 μM (5 μmol/L) toluene solution of the first dopant, and


the absorption spectrum of the second dopant is an absorption spectrum evaluated at room temperature in a 5 μM (5 μmol/L) toluene solution of the second dopant.


One or more embodiments of the present disclosure provide an electronic apparatus including the light-emitting device.





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 is a diagram schematically illustrating a structure of a light-emitting device according to an embodiment;



FIG. 2 is a diagram schematically illustrating a structure of an electronic apparatus according to an embodiment; and



FIG. 3 is a diagram schematically illustrating a structure of an electronic apparatus according to another embodiment.



FIG. 4 is combined plot of the emission spectra of Example Compounds D1-1, D1-2 and D1-3 (“D1-1”, “D1-2” and “D1-3”) and an absorption spectrum of Example Compound D2-1 (“D2-1(Abs)”).





DETAILED DESCRIPTION

Reference will now be made in more detail to embodiments, examples of which are illustrated in the accompanying drawings, wherein like reference numerals refer to like elements throughout, and duplicative descriptions thereof may not be provided. 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 drawings, to explain aspects of the present description. As used herein, the term “and/or” includes any and all combinations of one or more of the associated listed items. Throughout the disclosure, the expression “at least one of a, b or c” may indicate only a, only b, only c, both a and b, both a and c, both b and c, all of a, b, and c, or variations thereof.


As used herein, expressions such as “at least one of,” “one of,” and “selected from,” when preceding a list of elements, modify the entire list of elements and do not modify the individual elements of the list. Further, the use of “may” when describing embodiments of the present disclosure refers to “one or more embodiments of the present disclosure”.


The disclosure may take the form of diverse and/or modified embodiments, and selected embodiments are illustrated in the drawings and described in the detailed description. Various effects and characteristics of the disclosure, and a method of accomplishing the same will be apparent when referring to the embodiments as described with reference to the drawings. However, the disclosure may be embodied in many different forms and should not be construed as being limited to the embodiments set forth herein.


One or more embodiments of the disclosure will be described below in more detail with reference to the accompanying drawings. Components that are substantially the same or are in correspondence with each other may have the same reference numeral regardless of the drawing number, and redundant explanations may be omitted.


An expression used in the singular encompasses the expression of the plural, unless it has a clearly different meaning in the context.


It will be further understood that the terms “includes,” “including,” “comprises,” and/or “comprising,” as used herein specify the presence of stated features or elements, but do not preclude the presence or addition of one or more other features or elements.


It will be understood that when a layer, region, or component is referred to as being “on” or “onto” another layer, region, or component, it may be directly or indirectly formed on the other layer, region, or component. For example, intervening layers, regions, or components may be present. When an element is referred to as being “directly on,” “directly connected to,” or “directly coupled to” another element, there are no intervening elements present.


The sizes of elements in the drawings may be exaggerated or reduced for convenience of explanation, and the disclosure is not limited thereto.


The expression “(an interlayer) includes a compound represented by Formula 1” as used herein may include a case in which “(an interlayer) includes identical compounds (e.g., a single compound) represented by Formula 1” and a case in which “(an interlayer) includes two or more different compounds represented by Formula 1.”


A light-emitting device may include: a first electrode; a second electrode facing the first electrode; and an interlayer arranged between the first electrode and the second electrode and including an emission layer, wherein the emission layer may include a host, a first dopant, and a second dopant.


The host, the first dopant, and the second dopant, which are included in the emission layer, may be different from each other.


The host may include a compound different from the first dopant and the second dopant. The host and examples thereof may be the same as described below.


The first dopant may be a phosphorescent dopant. For example, the first dopant may be to emit phosphorescence according to a phosphorescence emission mechanism.


In an embodiment, the first dopant may be a transition metal-containing organometallic compound. For example, the transition metal may be a first-row transition metal of the Periodic Table of Elements, a second-row transition metal of the Periodic Table of Elements, or a third-row transition metal of the Periodic Table of Elements. In an embodiment, the transition metal may be a metal having an atomic weight of 40 or more. In an embodiment, the transition metal may be iridium (Ir), platinum (Pt), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), thulium (Tm), or rhodium (Rh).


A Stokes shift of the second dopant may be less than or equal to 15 nm.


In an embodiment, the Stokes shift of the second dopant may be greater than or equal to 5 nm and less than or equal to 15 nm.


In some embodiments, a spectral overlap integral of an emission spectrum of the first dopant and an absorption spectrum of the second dopant may be greater than or equal to 1.5×1015 M−1 cm−1 nm4. The spectral overlap integral may be evaluated by Equation 1:





J(λ)=∫0ε(λ)λ4FD(λ)dλ.  Equation 1


In Equation 1,


J(λ) is the spectral overlap integral of the emission spectrum of the first dopant and the absorption spectrum of the second dopant in units of M−1 cm−1 nm4


ε(λ) is a molar extinction coefficient of the second dopant calculated from the absorption spectrum of the second dopant in units of M−1 cm−1,


A is the wavelength of the emission spectrum and the absorption spectrum in units of nm, and


FD(λ) is the normalized emission spectrum of the first dopant,


wherein the emission spectrum of the first dopant is an emission spectrum evaluated at room temperature in a 5 μM (5 μmol/L) toluene solution of the first dopant, and


the absorption spectrum of the second dopant is an absorption spectrum evaluated at room temperature in a 5 μM (5 μmol/L) toluene solution of the second dopant.


In an embodiment, the spectral overlap integral may be greater than or equal to 1.5×1015 M−1 cm−1 nm4 and less than or equal to 2.0×1015 M−1 cm−1 nm4.


A Förster radius of the second dopant with respect to the first dopant may be greater than or equal to 4.5 nm, for example, greater than or equal to 5 nm and less than or equal to 10 nm. When the Förster radius of the second dopant with respect to the first dopant satisfies the above-described range, exciton transfer efficiency from the first dopant to the second dopant may be improved, and thus emission efficiency and/or lifespan of the light-emitting device may be improved.


An emission peak wavelength in the emission spectrum of the first dopant may be greater than or equal to 430 nm and less than or equal to 470 nm. The emission peak wavelength in the emission spectrum of the first dopant may be observed from the emission spectrum of the first dopant as evaluated in the same manner described above.


The emission peak wavelength in the emission spectrum of the first dopant may be greater than an absorption peak wavelength in the absorption spectrum of the second dopant. The emission peak wavelength in the emission spectrum of the first dopant and the absorption peak wavelength in the absorption spectrum of the second dopant may be respectively observed from the emission spectrum of the first dopant and the absorption spectrum of the second dopant, which are evaluated in the same manner described above. In an embodiment, an absolute value of a difference between the emission peak wavelength in the emission spectrum of the first dopant and the absorption peak wavelength in the absorption spectrum of the second dopant may be greater than or equal to 5 nm and less than or equal to 50 nm.


A lowest excitation triplet energy level (T1) of the first dopant may be greater than or equal to a lowest excitation singlet energy level (S1) of the second dopant. The lowest excitation triplet energy level of the first dopant may be calculated by comparing a room-temperature emission spectrum with a low-temperature emission spectrum of the first dopant in a solution (for example, in a toluene solution), and the lowest excitation singlet energy level of the second dopant may be calculated from a room-temperature emission spectrum of the second dopant. In an embodiment, an absolute value of a difference between the lowest excitation triplet energy level of the first dopant and the lowest excitation singlet energy level of the second dopant may be greater than or equal to 0.0 eV and less than or equal to 1.0 eV, for example, greater than or equal to 0.0 eV and less than or equal to 0.3 eV. When the lowest excitation triplet energy level of the first dopant and the lowest excitation singlet energy level of the second dopant satisfy the above-described relationship, excitons may be easily transferred from the first dopant to the second dopant, and thus emission efficiency and/or lifespan of the light-emitting device may be improved.


In an embodiment, excitons may transition from a lowest excitation triplet energy level (T1) of the first dopant to a lowest excitation singlet energy level (S1) of the second dopant, and excitons at the lowest excitation singlet energy level (S1) of the second dopant may transition to the ground state, and light may be thus emitted from the emission layer. In this case, among the total emission components emitted from the emission layer, the proportion of emission components emitted from the second dopant may be greater than or equal to 80%, for example, greater than or equal to 90% and less than or equal to 100% (e.g., the second dopant may be to emit greater than or equal to 80%, for example, greater than or equal to 90% and less than or equal to 100%, of the total emission components to be emitted from the emission layer). In some embodiments, among the total emission components emitted from the emission layer, the proportion of emission components emitted from the first dopant may be less than 20%, for example, greater than or equal to 0% and less than 20% (e.g., the first dopant may be to emit less than 20%, for example, greater than or equal to 0% and less than 20%, of the total emission components to be emitted from the emission layer).


An emission peak wavelength in an emission spectrum of the second dopant may be greater than or equal to 420 nm and less than or equal to 470 nm. The emission peak wavelength in the emission spectrum of the second dopant may be observed using the same method used to observe the emission peak wavelength in the emission spectrum of the first dopant.


In an embodiment, the emission layer may be to emit blue light having an emission peak wavelength of greater than or equal to 420 nm and less than or equal to 470 nm. In an embodiment, the emission layer may be to emit blue light having a CIEx color coordinate of greater than or equal to 0.115 and less than or equal to 0.135 (for example, greater than or equal to 0.120 and less than or equal to 0.130) and a CIEy color coordinate of greater than or equal to 0.120 and less than or equal to 0.140 (for example, greater than or equal to 0.125 and less than or equal to 0.135). 80% or more, for example, 90% or more and 100% or less, of the total emission components of the blue light may be light emitted from the second dopant.


A sum of an amount of the first dopant and an amount of the second dopant may be less than an amount of the host. The amount may be expressed as a weight or percent (proportional) weight. In an embodiment, the sum of an amount of the first dopant and an amount of the second dopant may be 0.1 parts by weight to 30 parts by weight, 1 parts by weight to 20 parts by weight, or 5 parts by weight to 15 parts by weight, based on 100 parts by weight of the emission layer.


A weight ratio of the first dopant to the second dopant in the emission layer may be in a range of 1:9 to 9:1, 2:8 to 8:2, 3:7 to 7:3, or 4:6 to 6:4.


When the amounts of the first dopant and the second dopant and the weight ratio of the first dopant to the second dopant in the emission layer each satisfy the above-described ranges, quenching may be substantially prevented or reduced, and thus a light-emitting device having excellent emission efficiency and/or excellent lifespan may be provided.


In an embodiment, the emission layer may include (e.g., consist of) the host, the first dopant, and the second dopant, as described above.


As described above, because the emission layer of the light-emitting device includes the host, the first dopant, and the second dopant and satisfies the following conditions below, e.g.:


a) the first dopant is a phosphorescent dopant,


b) the Stokes shift of the second dopant is less than or equal to 15 nm, and


c) the spectral overlap integral of the emission spectrum of the first dopant and the absorption spectrum of the second dopant is greater than or equal to 1.5×1015 M−1 cm−1 nm4,


the Förster resonance energy transfer (FRET) efficiency from the first dopant to the second dopant may be improved, a Förster radius of the second dopant with respect to the first dopant may increase, and thus the emission efficiency (for example, external quantum efficiency) and/or lifespan of the light-emitting device may be improved.


In the light-emitting device,


the first electrode may be an anode,


the second electrode may be a cathode,


the interlayer may further include a hole transport region located between the first electrode and the emission layer, and an electron transport region located between the emission layer and the second electrode,


the hole transport region may include a hole injection layer, a hole transport layer, an emission auxiliary layer, an electron blocking layer, or any combination thereof, and


the electron transport region may include a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, an electron injection layer, or any combination thereof.


In an embodiment, the light-emitting device may further include a capping layer located outside the first electrode and/or outside the second electrode.


In an embodiment, the light-emitting device may further include at least one of a first capping layer located outside the first electrode or a second capping layer located outside the second electrode. The first capping layer and/or the second capping layer may be the same as described in the present specification.


According to another aspect, an electronic apparatus including the light-emitting device is provided. The electronic apparatus may further include a thin-film transistor. In one or more embodiments, the electronic apparatus may further include a thin-film transistor including a source electrode and a drain electrode, and the first electrode of the light-emitting device may be electrically connected to the source electrode or the drain electrode. In an embodiment, the electronic apparatus may further include a color filter, a color conversion layer, a touch screen layer, a polarizing layer, or any combination thereof. The electronic apparatus may be the same as described in the present specification.


Description of FIG. 1


FIG. 1 is a schematic cross-sectional view of a light-emitting device 10 according to an embodiment. The light-emitting device 10 includes a first electrode 110, an interlayer 130, and a second electrode 150.


Hereinafter, a structure of the light-emitting device 10 according to an embodiment and a method of manufacturing the light-emitting device 10 will be described in connection with FIG. 1.


First Electrode 110

In FIG. 1, a substrate may be additionally located under the first electrode 110 and/or above the second electrode 150. The substrate may be a glass substrate and/or a plastic substrate. The substrate may be a flexible substrate. In one or more embodiments, the substrate may include a plastic with excellent heat resistance and/or durability (such as polyimide, polyethylene terephthalate (PET), polycarbonate, polyethylene naphthalate, polyarylate (PAR), polyetherimide, or any combination thereof).


The first electrode 110 may be formed by, for example, depositing or sputtering a material for forming the first electrode 110 on the substrate. When the first electrode 110 is an anode, a high work function material that can easily inject holes may be used as a material for forming the first electrode 110.


The first electrode 110 may be a reflective electrode, a semi-transmissive electrode, or a transmissive electrode. When the first electrode 110 is a transmissive electrode, a material for forming the first electrode 110 may include indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO2), zinc oxide (ZnO), or any combination thereof. In one or more embodiments, when the first electrode 110 is a semi-transmissive electrode or a reflective electrode, magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al—Li), calcium (Ca), magnesium-indium (Mg—In), magnesium-silver (Mg—Ag), or any combination thereof may be used as a material for forming the first electrode 110.


The first electrode 110 may have a single-layered structure including (e.g., consisting of) a single layer, or a multi-layered structure including a plurality of layers. In an embodiment, the first electrode 110 may have a three-layered structure of ITO/Ag/ITO.


Interlayer 130

The interlayer 130 is located on the first electrode 110. The interlayer 130 may include an emission layer.


The interlayer 130 may further include a hole transport region located between the first electrode 110 and the emission layer, and/or an electron transport region located between the emission layer and the second electrode 150.


The interlayer 130 may further include, in addition to one or more suitable organic materials, inorganic materials (such as quantum dots).


In one or more embodiments, the interlayer 130 may include: i) two or more emitting units sequentially stacked between the first electrode 110 and the second electrode 150, and ii) a charge generation layer located between the two emitting units. When the interlayer 130 includes the emitting unit and the charge generation layer as described above, the light-emitting device 10 may be a tandem light-emitting device.


Hole Transport Region in Interlayer 130

The hole transport region may have: i) a single-layered structure including (e.g., consisting of) a single layer including (e.g., consisting of) a single material, ii) a single-layered structure including (e.g., consisting of) a single layer including a plurality of different materials, or iii) a multi-layered structure including a plurality of layers including different materials.


The hole transport region may include a hole injection layer, a hole transport layer, an emission auxiliary layer, an electron blocking layer, or any combination thereof.


For example, the hole transport region may have a multi-layered structure including a hole injection layer/hole transport layer, a hole injection layer/hole transport layer/emission auxiliary layer, a hole injection layer/emission auxiliary layer, a hole transport layer/emission auxiliary layer, or a hole injection layer/hole transport layer/electron blocking layer, wherein the constituting layers of each structure are stacked sequentially from the first electrode 110.


The hole transport region may include a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof:




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In Formulae 201 and 202,


L201 to L204 may each independently be a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,


L205 may be *—O—*′, *—S—*′, *—N(Q201)-*′, a C1-C20 alkylene group unsubstituted or substituted with at least one R10a, a C2-C20 alkenylene group unsubstituted or substituted with at least one R10a, a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,


xa1 to xa4 may each independently be an integer from 0 to 5,


xa5 may be an integer from 1 to 10,


R201 to R204 and Q201 may each independently be a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,


R201 and R202 may optionally be linked to each other via a single bond, a C1-C5 alkylene group unsubstituted or substituted with at least one R10a, or a C2-C5 alkenylene group unsubstituted or substituted with at least one R10a, for example to form a C8-C60 polycyclic group unsubstituted or substituted with at least one R10a (for example, a carbazole group) (for example, see Compound HT16 and/or the like),


R203 and R204 may optionally be linked to each other via a single bond, a C1-C5 alkylene group unsubstituted or substituted with at least one R10a, or a C2-C5 alkenylene group unsubstituted or substituted with at least one R10a, to form a C8-C60 polycyclic group unsubstituted or substituted with at least one R10a, and


na1 may be an integer from 1 to 4.


In an embodiment, Formulae 201 and 202 may each include at least one of the groups represented by Formulae CY201 to CY217:




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Regarding Formulae CY201 to CY217, R10b and R10c may each independently be the same as described in connection with R10a, ring CY201 to ring CY204 may each independently be a C3-C20 carbocyclic group or a C1-C20 heterocyclic group, and at least one hydrogen in Formulae CY201 to CY217 may be unsubstituted or substituted with at least one R10a described herein.


In an embodiment, ring CY201 to ring CY204 in Formulae CY201 to CY217 may each independently be a benzene group, a naphthalene group, a phenanthrene group, or an anthracene group.


In an embodiment, Formulae 201 and 202 may each include at least one of the groups represented by Formulae CY201 to CY203.


In an embodiment, Formula 201 may include at least one of the groups represented by Formulae CY201 to CY203 or at least one of the groups represented by Formulae CY204 to CY217.


In one or more embodiments, in Formula 201, xa1 is 1, R201 is a group represented by one of Formulae CY201 to CY203, xa2 is 0, and R202 is a group represented by one of Formulae CY204 to CY207.


In one or more embodiments, each of Formulae 201 and 202 may not include (e.g., may not be) the groups represented by Formulae CY201 to CY203.


In one or more embodiments, each of Formulae 201 and 202 may not include groups represented by Formulae CY201 to CY203 and may include at least one of the groups represented by Formulae CY204 to CY217.


In an embodiment, each of Formulae 201 and 202 may not include groups represented by Formulae CY201 to CY217.


In an embodiment, the hole transport region may include one of Compounds HT1 to HT46, m-MTDATA, TDATA, 2-TNATA, NPB(NPD), p-NPB, TPD, spiro-TPD, spiro-NPB, methylated-NPB, TAPC, HMTPD, 4,4′,4″-tris(N-carbazolyl)triphenylamine (TCTA), polyaniline/dodecylbenzene sulfonic acid (PANI/DBSA), poly(3,4-ethylene dioxythiophene)/poly(4-styrene sulfonate) (PEDOT/PSS), polyaniline/camphor sulfonic acid (PANI/CSA), polyaniline/poly(4-styrene sulfonate) (PANI/PSS), or any combination thereof:




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A thickness of the hole transport region may be in a range of about 50 Å to about 10,000 Å, for example, about 100 Å to about 4,000 Å. When the hole transport region includes a hole injection layer, a hole transport layer, or any combination thereof, a thickness of the hole injection layer may be in a range of about 100 Å to about 9,000 Å, for example, about 100 Å to about 1,000 Å, and a thickness of the hole transport layer may be in a range of about 50 Å to about 2,000 Å, for example, about 100 Å to about 1,500 Å. When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer are within these ranges, satisfactory hole transporting characteristics may be obtained without a substantial increase in driving voltage.


The emission auxiliary layer may increase the light-emission efficiency of a device by compensating for an optical resonance distance of the wavelength of light emitted by an emission layer, and the electron blocking layer may prevent or reduce leakage of electrons from an emission layer to a hole transport region. The emission auxiliary layer and the electron blocking layer may each independently include the same materials described above.


p-Dopant


The hole transport region may further include, in addition to these materials, a charge-generating material for the improvement of conductive properties. The charge-generating material may be substantially uniformly or non-uniformly dispersed in the hole transport region (for example, in the form of a single layer including (e.g., consisting of) a charge-generating material).


The charge-generating material may be, for example, a p-dopant.


In an embodiment, a lowest unoccupied molecular orbital (LUMO) energy level of the p-dopant may be −3.5 eV or less.


In an embodiment, the p-dopant may include a quinone derivative, a cyano group-containing compound, a compound containing an element EL1 and an element EL2, or any combination thereof.


Non-limiting examples of the quinone derivative include TCNQ and/or F4-TCNQ.


Non-limiting examples of the cyano group-containing compound include HAT-CN and/or a compound represented by Formula 221:




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In Formula 221,


R221 to R223 may each independently be a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,


at least one of R221 to R223 may each independently be a C3-C60 carbocyclic group or a C1-C60 heterocyclic group, each substituted with: a cyano group; —F; —Cl; —Br; —I; a C1-C20 alkyl group substituted with a cyano group, —F, —Cl, —Br, —I, or any combination thereof; or any combination thereof.


Regarding the compound containing the element EL1 and the element EL2, the element EL1 may be a metal, a metalloid, or a combination thereof, and the element EL2 may be a non-metal, a metalloid, or a combination thereof.


Non-limiting examples of the metal include: an alkali metal (for example, lithium (Li), sodium (Na), potassium (K), rubidium (Rb), cesium (Cs), and/or the like); an alkaline earth metal (for example, beryllium (Be), magnesium (Mg), calcium (Ca), strontium (Sr), barium (Ba), and/or the like); a transition metal (for example, titanium (Ti), zirconium (Zr), hafnium (Hf), vanadium (V), niobium (Nb), tantalum (Ta), chromium (Cr), molybdenum (Mo), tungsten (W), manganese (Mn), technetium (Tc), rhenium (Re), iron (Fe), ruthenium (Ru), osmium (Os), cobalt (Co), rhodium (Rh), iridium (Ir), nickel (Ni), palladium (Pd), platinum (Pt), copper(Cu), silver (Ag), gold (Au), and/or the like); a post-transition metal (for example, zinc (Zn), indium (In), tin (Sn), and/or the like); and/or a lanthanide metal (for example, lanthanum (La), cerium (Ce), praseodymium (Pr), neodymium (Nd), promethium (Pm), samarium (Sm), europium (Eu), gadolinium (Gd), terbium (Tb), dysprosium (Dy), holmium (Ho), erbium (Er), thulium (Tm), ytterbium (Yb), lutetium (Lu), and/or the like).


Non-limiting examples of the metalloid include silicon (Si), antimony (Sb), and/or tellurium (Te).


Non-limiting examples of the non-metal include oxygen (O) and/or a halogen (for example, F, Cl, Br, I, etc.).


In an embodiment, non-limiting examples of the compound containing the element EL1 and the element EL2 include a metal oxide, a metal halide (for example, a metal fluoride, a metal chloride, a metal bromide, or a metal iodide), a metalloid halide (for example, a metalloid fluoride, a metalloid chloride, a metalloid bromide, or a metalloid iodide), and/or a metal telluride.


Non-limiting examples of the metal oxide include a tungsten oxide (for example, WO, W2O3, WO2, WO3, and/or W2O5), a vanadium oxide (for example, VO, V2O3, VO2, and/or V2O5), a molybdenum oxide (MoO, Mo2O3, MoO2, MoO3, and/or Mo2O5), and/or a rhenium oxide (for example, ReO3).


Non-limiting examples of the metal halide include an alkali metal halide, an alkaline earth metal halide, a transition metal halide, a post-transition metal halide, and/or a lanthanide metal halide.


Non-limiting examples of the alkali metal halide include LiF, NaF, KF, RbF, CsF, LiCI, NaCl, KCl, RbCI, CsCl, LiBr, NaBr, KBr, RbBr, CsBr, LiI, NaI, KI, RbI, and/or CsI.


Non-limiting examples of the alkaline earth metal halide include BeF2, MgF2, CaF2, SrF2, BaF2, BeCl2, MgCl2, CaCl2, SrC2, BaC2, BeBr2, MgBr2, CaBr2, SrBr2, BaBr2, BeI2, Mg12, CaI2, SrI2, and/or BaI2.


Non-limiting examples of the transition metal halide include a titanium halide (for example, TiF4, TiCl4, TiBr4, and/or TiI4), a zirconium halide (for example, ZrF4, ZrCl4, ZrBr4, and/or ZrI4), a hafnium halide (for example, HfF4, HfCl4, HfBr4, and/or HfI4), a vanadium halide (for example, VF3, VC3, VBr3, and/or VI3), a niobium halide (for example, NbF3, NbCl3, NbBr3, and/or NbI3), a tantalum halide (for example, TaF3, TaCl3, TaBr3, and/or TaI3), a chromium halide (for example, CrF3, CrCl3, CrBr3, and/or CrI3), a molybdenum halide (for example, MoF3, MoCl3, MoBr3, and/or MoI3), a tungsten halide (for example, WF3, WCl3, WBr3, and/or WI3), a manganese halide (for example, MnF2, MnCl2, MnBr2, and/or Mnl2), a technetium halide (for example, TcF2, TcCl2, TcBr2, and/or Tcl2), a rhenium halide (for example, ReF2, ReCl2, ReBr2, and/or ReI2), an iron halide (for example, FeF2, FeCl2, FeBr2, and/or FeI2), a ruthenium halide (for example, RuF2, RuCl2, RuBr2, and/or RuI2), an osmium halide (for example, OsF2, OsCl2, OsBr2, and/or Osl2), a cobalt halide (for example, CoF2, CoCl2, CoBr2, and/or CoI2), a rhodium halide (for example, RhF2, RhCl2, RhBr2, and/or RhI2), an iridium halide (for example, IrF2, IrCl2, IrBr2, and/or IrI2), a nickel halide (for example, NiF2, NiCl2, NiBr2, and/or NiI2), a palladium halide (for example, PdF2, PdCl2, PdBr2, and/or PdI2), a platinum halide (for example, PtF2, PtCl2, PtBr2, and/or PtI2), a copper halide (for example, CuF, CuCl, CuBr, and/or CuI), a silver halide (for example, AgF, AgCl, AgBr, and/or AgI), and/or a gold halide (for example, AuF, AuCl, AuBr, and/or AuI).


Non-limiting examples of the post-transition metal halide include a zinc halide (for example, ZnF2, ZnCl2, ZnBr2, and/or ZnI2), an indium halide (for example, InI3), and/or a tin halide (for example, SnI2).


Non-limiting examples of the lanthanide metal halide include YbF, YbF2, YbF3, SmF3, YbCl, YbCl2, YbCl3, SmCl3, YbBr, YbBr2, YbBr3, SmBr3, YbI, YbI2, YbI3, and/or SmI3.


Non-limiting examples of the metalloid halide may include an antimony halide (for example, SbCl5).


Non-limiting examples of the metal telluride include an alkali metal telluride (for example, Li2Te, Na2Te, K2Te, Rb2Te, and/or Cs2Te), an alkaline earth metal telluride (for example, BeTe, MgTe, CaTe, SrTe, and/or BaTe), a transition metal telluride (for example, TiTe2, ZrTe2, HfTe2, V2Te3, Nb2Te3, Ta2Te3, Cr2Te3, Mo2Te3, W2Te3, MnTe, TcTe, ReTe, FeTe, RuTe, OsTe, CoTe, RhTe, IrTe, NiTe, PdTe, PtTe, Cu2Te, CuTe, Ag2Te, AgTe, and/or Au2Te), a post-transition metal telluride (for example, ZnTe), and/or a lanthanide metal telluride (for example, LaTe, CeTe, PrTe, NdTe, PmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, and/or LuTe).


Emission Layer in Interlayer 130

When the light-emitting device 10 is a full-color light-emitting device, the emission layer may be patterned into a red emission layer, a green emission layer, and/or a blue emission layer, according to a sub-pixel. In one or more embodiments, the emission layer may have a stacked structure of two or more layers selected from a red emission layer, a green emission layer, and a blue emission layer, in which the two or more layers may contact each other or may be separated from each other to emit white light. In one or more embodiments, the emission layer may include two or more materials of a red light-emitting material, a green light-emitting material, and a blue light-emitting material, in which the two or more materials may be mixed with each other in a single (e.g., the same) layer to emit white light.


The emission layer may include a host, a first dopant, and a second dopant. The emission layer, the host, the first dopant, and the second dopant may each independently be the same as described above.


Examples of the host, the first dopant, and the second dopant, which may be included in the emission layer, may each independently be the same as described below.


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 luminescence characteristics may be obtained without a substantial increase in driving voltage.


Host

In an embodiment, the host may be a hole transport compound.


In an embodiment, the host may be an electron transport compound.


In an embodiment, the host may include a first host and a second host, the first host and the second host may be different from each other, and i) the first host may be a hole transport compound, and the second host may be an electron transport compound, ii) both the first host and the second host may be (e.g., simultaneously) hole transport compounds, or iii) both the first host and the second host may be (e.g., simultaneously) electron transport compounds. The first host and the second host may form an exciplex.


In an embodiment, the host may form an exciplex with the first dopant.


The hole transport compound in the present specification may be a compound that does not include an electron transport moiety.


The electron transport compound in the present specification may be a compound that includes at least one electron transport moiety.


The term “electron transport moiety” used herein may include a cyano group, a phosphine oxide group, a sulfoxide group, a sulfonate group, a π electron-deficient nitrogen-containing C1-C60 cyclic group, or any combination thereof.


In an embodiment, the host, the first host, and the second host may each independently include a compound represented by Formula 1 or a compound represented by Formula 2:




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In Formulae 1 and 2,


X1 may be O, S, N(R3), or C(R3)(R4),


X2 may be a single bond, O, S, N(R5), or C(R5)(R6),


ring A1 and ring A2 may each independently be a C3-C60 carbocyclic group or a C1-C60 heterocyclic group,


R1 to R6 may each independently be hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C1-C60 alkyl group unsubstituted or substituted with at least one R10a, a C2-C60 alkenyl group unsubstituted or substituted with at least one R10a, a C2-C60 alkynyl group unsubstituted or substituted with at least one R10a, a C1-C60 alkoxy group unsubstituted or substituted with at least one R10a, a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a, a C6-C60 aryloxy group unsubstituted or substituted with at least one R10a, a C6-C60 arylthio group unsubstituted or substituted with at least one R10a, —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),


a1 and a2 may each independently be 1, 2, 3, 4, 5, or 6,


X31 may be N or C(R31); X32 may be N or C(R32); X33 may be N or C(R33); X34 may be N or C(R34); X35 may be N or C(R35); X36 may be N or C(R3), and at least one of X31 to X36 may be N;


R31 to R36 may each independently be hydrogen, deuterium, a C1-C60 alkyl group unsubstituted or substituted with at least one R10a, a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a, and


R10a and Q1 to Q3 may each independently be the same as described in the present specification.


In an embodiment, the first host may include a compound represented by Formula 1, and the second host may include a compound represented by Formula 2.


In one or more embodiments, the host, the first host, and the second host may each independently include a compound represented by Formula 301:





[Ar301]xb11-[(L301)xb1-R301]xb21.  Formula 301


In Formula 301,


Ar301 and L301 may each independently be a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,


xb11 may be 1, 2, or 3,


xb1 may be an integer from 0 to 5,


R301 may be hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C1-C60 alkyl group unsubstituted or substituted with at least one R10a, a C2-C60 alkenyl group unsubstituted or substituted with at least one R10a, a C2-C60 alkynyl group unsubstituted or substituted with at least one R10a, a C1-C60 alkoxy group unsubstituted or substituted with at least one R10a, a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a, —Si(Q301)(Q302)(Q303), —N(Q301)(Q302), —B(Q301)(Q302), —C(═O)(Q301), —S(═O)2(Q301), or —P(═O)(Q301)(Q302),


xb21 may be an integer from 1 to 5, and


Q301 to Q303 may each independently be the same as described in connection with Q1.


In an embodiment, when xb11 in Formula 301 is 2 or more, the two or more of Ar301(s) may be linked to each other via a single bond.


In an embodiment, in Formula 301, Ar301 and L301 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 pyridine group, a pyrimidine group, a triazine group, a phenanthroline group, a diazole group, or a triazole group.


In an embodiment, at least one of the R301(s) in Formula 301 may be —N(Q301)(Q302).


In an embodiment, the host, the first host, and the second host may each independently include a compound represented by Formula 301-1, a compound represented by Formula 301-2, or any combination thereof.




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In Formulae 301-1 and 301-2,


ring A301 to ring A304 may each independently be a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,


X301 may be O, S, N-[(L304)xb4-R304, C(R304)(R305), or Si(R304)(R305),


xb22 and xb23 may each independently be 0, 1, or 2,


L301, xb1, and R301 may each independently be the same as described in the present specification,


L302 to L304 may each independently be the same as described in connection with L301,


xb2 to xb4 may each independently be the same as described in connection with xb1, and


R302 to R305 and R311 to R314 may each independently be the same as described in connection with R301.


In an embodiment, ring A301 to ring A304 may each independently be a benzene group, a naphthalene group, a phenanthrene group, a fluoranthene group, a triphenylene group, a pyrene group, a chrysene group, a pyridine group, a pyrimidine group, an indene group, a fluorene group, a spiro-bifluorene group, a benzofluorene group, a dibenzofluorene group, an indole group, a carbazole group, a benzocarbazole group, a dibenzocarbazole group, a furan group, a benzofuran group, a dibenzofuran group, a naphthofuran group, a benzonaphthofuran group, a dinaphthofuran group, a thiophene group, a benzothiophene group, a dibenzothiophene group, a naphthothiophene group, a benzonaphthothiophene group, or dinaphthothiophene group, each unsubstituted or substituted with at least one R10a.


In an embodiment, the host may include an alkaline earth metal complex, a post-transition metal complex, or any combination thereof. In an embodiment, the host may include a Be complex (for example, Compound H55) or a Mg complex. In some embodiments, the host may include a Zn complex, or any combination of the above.


In an embodiment, the host may include one of Compounds H1 to H130, 9,10-di(2-naphthyl)anthracene (ADN), 2-methyl-9,10-bis(naphthalen-2-yl)anthracene (MADN), 9,10-di-(2-naphthyl)-2-t-butyl-anthracene (TBADN), 4,4′-bis(N-carbazolyl)-1,1′-biphenyl (CBP), 1,3-di-9-carbazolylbenzene (mCP), 1,3,5-tri(carbazol-9-yl)benzene (TCP), 3,3′-di(9H-carbazol-9-yl)-1,1′-biphenyl (mCBP), or any combination thereof:




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Dopant in Emission Layer

The first dopant may be an organometallic compound including: iridium or platinum; and at least one organic ligand, and the organic ligand may be a bidentate organic ligand, a tridentate organic ligand, or a tetradentate organic ligand.


In an embodiment, the first dopant may be an organometallic compound including platinum and a tetradentate ligand.


In one or more embodiments, the first dopant may include an organometallic compound represented by Formula 40, an organometallic compound represented by Formula 50, or any combination thereof:




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In Formulae 40 and 50,


M4 and M5 may each independently be platinum (Pt), palladium (Pd), copper(Cu), silver (Ag), gold (Au), rhodium (Rh), iridium (Ir), ruthenium (Ru), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb) or thulium (Tm),


n51 may be 1, 2, or 3,


Ln52 may be an organic ligand,


n52 may be 0, 1, or 2,


Y41 to Y44 and Y51 and Y52 may each independently be N or C,


ring A41 to ring A44, ring A51, and ring A52 may each independently be a C3-C60 carbocyclic group or a C1-C60 heterocyclic group,


T41 to T44, T51, and T52 may each independently be a chemical bond (for example, a covalent bond or a coordination bond), *—O—*′, or *—S—*′,


L41 to L44 and L51 may each independently be a single bond, *—O—*′, *—S—*′, *—C(R45)(R46)—*′, *—C(R45)=*′, *═C(R45)—*′, *—C(R45)═C(R45)—*′, *—C(═O)—*′, *—C(═S)—*′, *—C≡C—*—B(R45)—*′, *—N(R45)—*′, *—P(R45)—*′, *—Si(R45)(R46)—*′, *—P(R45)(R46)*′, or *—Ge(R45)(R46)—*′,


m41 to m44 may each independently be 0, 1, or 2, wherein, when m41 is 0, L41 does not exist (e.g., is omitted or not included), when m42 is 0, L42 does not exist, when m43 is 0, L43 does not exist, when m44 is 0, L44 does not exist, and two or more of m41 to m44 are not 0,


m51 may be 1 or 2,


R41 to R46, R51, and R52 may each independently be hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C1-C60 alkyl group unsubstituted or substituted with at least one R10a, a C1-C60 alkenyl group unsubstituted or substituted with at least one R10a, a C1-C60 alkynyl group unsubstituted or substituted with at least one R10a, a C1-C60 alkoxy group unsubstituted or substituted with at least one R10a, a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a, a C6-C60 aryloxy group unsubstituted or substituted with at least one R10a, a C6-C60 arylthio group unsubstituted or substituted with at least one R10a, —Si(Q41)(042)(043), —N(Q41)(Q42), —B(Q41)(Q42), —C(═O)(Q41), —S(═O)2(Q41), or —P(═O)(Q41)(Q42),


R45 and R41; R45 and R42; R45 and R43; or R45 and R44 may optionally be linked to each other to form a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,


b41 to b44, b51, and b52 may each independently be an integer from 1 to 8,


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


R10a may be the same as described in the present specification, and


Q41 to Q43 may each independently be the same as described in connection with Q11.


In Formulae 40 and 50, M4 and M5 may each independently be Pt, Pd, Cu, Ag, Au, Ir, or Os.


For example, in Formulae 40 and 50, M4 and M5 may each independently be Pt or Ir.


In an embodiment, M4 may be Pt, and M5 may be Ir.


In an embodiment, in Formula 40,


Y41, Y42, and Y43 may each be C, and Y44 may be N;


Y41, Y42, and Y44 may each be C, and Y43 may be N;


Y41, Y43, and Y44 may each be C, and Y42 may be N;


Y42, Y43, and Y44 may each be C, and Y41 may be N;


Y41 and Y44 may each be C, and Y42 and Y43 may each be N;


Y41 and Y44 may each be N, and Y42 and Y43 may each be C;


Y41 and Y42 may each be C, and Y43 and Y44 may each be N;


Y41 and Y42 may each be N, and Y43 and Y44 may each be C;


Y41 and Y43 may each be C, and Y42 and Y44 may each be N; or


Y41 and Y43 may each be N, and Y42 and Y44 may each be C.


In one or more embodiments, in Formula 50,


Y51 and Y52 may each be C,


Y51 may be N, and Y52 may be C,


Y51 may be C, and Y52 may be N, or


Y51 and Y52 may each be N.


In Formulae 40 and 50, ring A41 to ring A44, ring A51, and ring A52 may each independently be a benzene group, a naphthalene group, an anthracene group, a phenanthrene group, a triphenylene group, a pyrene group, a chrysene group, a cyclopentadiene group, a 1,2,3,4-tetrahydronaphthalene group, a furan group, a thiophene group, a silole group, an indene group, a fluorene group, an indole group, a carbazole group, a benzofuran group, a dibenzofuran group, a benzothiophene group, a dibenzothiophene group, a benzosilole group, a dibenzosilole group, an indenopyridine group, an indolopyridine group, a benzofuropyridine group, a benzothienopyridine group, a benzosilolopyridine group, an indenopyrimidine group, an indolopyrimidine group, a benzofuropyrimidine group, a benzothienopyrimidine group, a benzosilolopyrimidine group, a dihydropyridine 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 pyrrole group, a pyrazole group, an imidazole group, a 2,3-dihydroimidazole group, a triazole group, a 2,3-dihydrotriazole group, an oxazole group, an isoxazole group, a thiazole group, an isothiazole group, an oxadiazole group, a thiadiazole group, a benzopyrazole group, a benzimidazole group, a 2,3-dihydrobenzimidazole group, an imidazopyridine group, a 2,3-dihydroimidazopyridine group, an imidazopyrimidine group, a 2,3-dihydroimidazopyrimidine group, an imidazopyrazine group, a 2,3-dihydroimidazopyrazine group, a benzoxazole group, a benzothiazole group, a benzoxadiazole group, a benzothiadiazole group, a 5,6,7,8-tetrahydroisoquinoline group, or a 5,6,7,8-tetrahydroquinoline group.


In an embodiment, in Formula 40,


each of T41 to T44 may be a chemical bond;


T41 may be *—O—*′ or *—S—*′, and T42 to T44 may be chemical bonds;


T42 may be *—O—*′ or *—S—*′, and T41, T43, and T44 may be chemical bonds;


T43 may be *—O—*′ or *—S—*′, and T41, T42, and T44 may be chemical bonds; or


T44 may be *—O—*′ or *—S—*′, and T41, T42, and T43 may be chemical bonds.


In one or more embodiments, in Formula 40, each of T41 to T44 may be a chemical bond.


In one or more embodiments, in Formula 50, each of T51 and T52 may be a chemical bond.


In one or more embodiments, a bond between Y41 and T41 or a bond between Y41 and M4 may be a covalent bond or a coordinate bond.


In one or more embodiments, a bond between Y42 and T42 or a bond between Y42 and M4 may be a covalent bond or a coordinate bond.


In one or more embodiments, a bond between Y43 and T43 or a bond between Y43 and M4 may be a covalent bond or a coordinate bond.


In one or more embodiments, a bond between Y44 and T44 or a bond between Y44 and M4 may be a covalent bond or a coordinate bond.


In one or more embodiments, a bond between Y51 and T51 or a bond between Y51 and M5 may be a covalent bond or a coordinate bond.


In one or more embodiments, a bond between Y52 and T52 or a bond between Y52 and M5 may be a covalent bond or a coordinate bond.


In one or more embodiments, L41 to L44 and L51 may each independently be a single bond, *—O—*′, *—S—*′, *—C(R45)(R46)—*′, *—C(R45)=*′, *═C(R45)—*′, *—C(R45)═C(R45)—*′, *—C(═)—*′, or *—N(R45)—*′.


In one or more embodiments, m41 may be 0, m42 to m44 may be 1, and m51 may be 1.


In one or more embodiments, in Formulae 40 and 50, R41 to R46, R51, and R52 may each independently be:


hydrogen, deuterium, —F, —Cl, —Br, —I, a cyano group, 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, —F, —Cl, —Br, —I, a cyano group, a phenyl group, a biphenyl group, or any combination thereof;


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 pentalenyl group, an indenyl group, a naphthyl group, an azulenyl 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 perylenyl group, a pentacenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, a silolyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an indolyl group, an isoindolyl group, an indazolyl group, a purinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a benzoisoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a benzoquinoxalinyl group, a quinazolinyl group, a benzoquinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, a benzosilolyl group, a benzothiazolyl group, a benzoisothiazolyl group, a benzoxazolyl group, a benzoisoxazolyl group, a triazolyl group, a tetrazolyl group, a thiadiazolyl group, an oxadiazolyl group, a triazinyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilolyl group, a benzocarbazolyl group, a naphthobenzofuranyl group, a naphthobenzothiophenyl group, a naphthobenzosilolyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, a dinaphtho silolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an oxazolopyridinyl group, a thiazolopyridinyl group, a benzonaphthyridinyl group, an azafluorenyl group, an azaspiro-bifluorenyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, an azadibenzosilolyl group, an indenopyrrolyl group, an indolopyrrolyl group, an indeno carbazolyl group, or an indolocarbazolyl group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a cyano 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 pentalenyl group, an indenyl group, a naphthyl group, an azulenyl 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 perylenyl group, a pentacenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, a silolyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an indolyl group, an isoindolyl group, an indazolyl group, a purinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a benzoisoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a benzoquinoxalinyl group, a quinazolinyl group, a benzoquinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, a benzosilolyl group, a benzothiazolyl group, a benzoisothiazolyl group, a benzoxazolyl group, a benzoisoxazolyl group, a triazolyl group, a tetrazolyl group, a thiadiazolyl group, an oxadiazolyl group, a triazinyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilolyl group, a benzocarbazolyl group, a naphthobenzofuranyl group, a naphthobenzothiophenyl group, a naphthobenzosilolyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, a dinaphtho silolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an oxazolopyridinyl group, a thiazolopyridinyl group, a benzonaphthyridinyl group, an azafluorenyl group, an azaspiro-bifluorenyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, an azadibenzosilolyl group, an indenopyrrolyl group, an indolopyrrolyl group, an indeno carbazolyl group, an indolocarbazolyl 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


—Si(Q41)(Q42)(Q43), —N(Q41)(Q42), —B(Q41)(Q42), —C(═O)(Q41), —S(═O)2(Q41), or —P(═O)(Q41)(Q42).


In one or more embodiments, in Formulae 40 and 50, R41 to R46, R51, and R52 may each independently be:


hydrogen, deuterium, —F, —Cl, —Br, —I, a cyano group, 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, —F, —Cl, —Br, —I, a cyano group, a phenyl group, a biphenyl group, or any combination thereof; or


a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, or a dibenzosilole group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a cyano group, a C1-C20 alkyl group, a C1-C20 alkoxy group, a phenyl group, a biphenyl group, or any combination thereof.


In an embodiment, the first dopant may be an organometallic compound represented by Formula 40, wherein in Formula 40, Y41 may be C, T41 may be a coordinate bond, m41 may be 0, and m42 to m44 may each be 1.


In an embodiment, the first dopant may be an organometallic compound represented by Formula 40, wherein, in Formula 40, Y41 may be C, T41 may be a coordinate bond, m41 may be 0, m42 to m44 may each be 1, L42 and L44 may each be a single bond, and L43 may be *—O—*′, *—S—*′, *—C(R45)(R46)—*′, or *—N(R45)—*′.


In an embodiment, the first dopant may be an organometallic compound represented by Formula 50, wherein in Formula 50, Y51 may be C, and T51 may be a coordinate bond.


In an embodiment, the first dopant may be an organometallic compound represented by Formula 41:




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In Formula 41, M4, Y41 to Y44, ring A41 to ring A44, L42 to L44, R41 to R44, and b41 to b44 may each independently be the same as described in the present specification.


In an embodiment, in Formula 41, a group represented by




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may be a group represented by one of Formulae A41-1 to A41-6:




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In Formulae A41-1 to A41-6,


* is a binding site to M4 in Formula 41, and


*′ is a binding site to L44 in Formula 41.


In an embodiment, in Formula 41, a group represented by




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may be a group represented by Formula A41-2.


In one or more embodiments, in Formula 41, a group represented by




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may be a group represented by one of Formulae A42-1 to A42-11:




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In Formulae A42-1 to A42-11,


Y42 may be the same as described in the present specification,


* is a binding site to M4 in Formula 41, and


*′ is a binding site to L42 in Formula 41.


In one or more embodiments, in Formula 41, a group represented by




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may be a group represented by one of Formulae A43-1 to A43-5:




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In Formulae A43-1 to A43-5,


Y43 may be the same as described in the present specification,


* is a binding site to M4 in Formula 41,


*′ is a binding site to L42 in Formula 41, and


*″ is a binding site to L43 in Formula 41.


In one or more embodiments, in Formula 41, a group represented by




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may be a group represented by Formula A43-5.


In one or more embodiments, in Formula 41, a group represented by




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may be a group represented by one of Formulae A44-1 to A44-4:




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In Formulae A44-1 to A44-4,


Y44 may be the same as described in the present specification,


* is a binding site to M4 in Formula 41,


*′ is a binding site to L4 in Formula 41, and


*″ is a binding site to L43 in Formula 41.


The first dopant may include, for example, one of Compounds PD1 to PD25, one of Compounds 40-1 to 40-14, one of Compounds 50-1 to 50-84, one of Compounds D1-1 to D1-3, or any combination thereof:




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In Compounds PD1 to PD25, Compounds 40-1 to 40-14, Compounds 50-1 to 50-84, and Compounds D1-1 to D1-3, Me represents a methyl group, iso-Pr represents an isopropyl group, and tert-Bu represents a t-butyl group.


In an embodiment, the second dopant may not include a transition metal (e.g., may not be a transition metal complex).


In an embodiment, the second dopant may be a fluorescent dopant that may be to emit fluorescence. The fluorescence may be prompt fluorescence or delayed fluorescence. Therefore, the second dopant may include a prompt fluorescence dopant, a delayed fluorescence dopant, or any combination thereof.


In one or more embodiments, the second dopant may be a delayed fluorescence dopant satisfying Equation 3-2:





ΔEST=S1(D2)−T1(D2)≤0.3 eV.  Equation 3-2


In Equation 3-2,


S1(D2) is a lowest excitation singlet energy level of the second dopant, and


T1(D2) is a lowest excitation triplet energy level of the second dopant.


When the second dopant satisfies Equation 3-2, ΔEST (which is the difference between the lowest excitation triplet energy and the lowest excitation singlet energy) is significantly or suitably low, and thus, even at room temperature, thermally activated reverse intersystem crossing (RISC) from a triplet excited state to a singlet excited state may occur.


Accordingly, excitons in a triplet state of the second dopant may transition to a singlet excited state and may be used for fluorescence emission, and the fluorescence emission efficiency and/or the lifespan of the light-emitting device may be improved.


In an embodiment, the second dopant may include: i) a material that includes at least one electron donor (for example, a π electron-rich C3-C60 cyclic group, such as a carbazole group) and at least one electron acceptor (for example, a sulfoxide group, a cyano group, and/or a π electron-deficient nitrogen-containing C1-C60 cyclic group), ii) a material including a C8-C60 polycyclic group in which two or more cyclic groups share a boron (B) atom and are condensed with each other.


In an embodiment, the second dopant may include a heterocyclic compound represented by Formula 11:





(Ar1)n1-(L1)m1-(Ar2)n2.  Formula 11


In Formula 11,


L1 may be a C3-C60 carbocyclic group or a C1-C60 heterocyclic group, each unsubstituted or substituted with at least one R10a,


n1 and n2 may each independently be 0, 1, 2, or 3,


the sum of n1 and n2 may be greater than or equal to 1,


m1 may be an integer from 0 to 5, and


Ar1 and Ar2 may each independently be a group represented by Formula 11 Å-1, a group represented by Formula 11 Å-2, or a group represented by Formula 11B,




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In Formulae 11A-1, 11A-2, and 11B,


Y1 and Y2 may each independently be a single bond, *—O—*′, *—S—*′, *—C(Z1)(Z2)—*′, *—N(Z1)—*′, *—Si(Z1)(Z2)—*′, *—C(═O)—*′, *—S(═O)2—*′, *—B(Z1)—*′, *—P(Z1)—*′, or —P(═O)(Z1)(Z2)—*′, where (e.g., provided) at least one of Y1 and Y2 in Formula 11 Å-1 may not be a single bond,


ring CY1 and ring CY2 may each independently be a C3-C60 carbocyclic group or a C1-C60 heterocyclic group,


X1 to X3 may each independently be C or N, wherein when each of X1 to X3 is C, at least one of R30(s) may be a cyano group,


Z1, Z2, R10, R20, and R30 may each independently be hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C1-C60 alkyl group unsubstituted or substituted with at least one R10a, a C1-C60 alkenyl group unsubstituted or substituted with at least one R10a, a C1-C60 alkynyl group unsubstituted or substituted with at least one R10a, a C1-C60 alkoxy group unsubstituted or substituted with at least one R10a, a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a, a C6-C60 aryloxy group unsubstituted or substituted with at least one R10a, a C6-C60 arylthio group unsubstituted or substituted with at least one R10a, —Si(Q1)(Q2)(Q3), —N(Q1)(Q2), —B(Q1)(Q2), —C(═O)(Q1), —S(═O)2(Q1), or —P(═O)(Q1)(Q2),


a10 and a20 may each independently be an integer from 1 to 10,


a30 may be an integer from 1 to 6,


two or more of Z1, Z2, R10, R20, and R30 may optionally be linked to each other to form a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,


two or more R30 may optionally be linked to each other to form a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,


at least one of R10 or R20 in Formula 11 Å-1 may be a binding site to L1 or Ar1 in Formula 11,


* in Formula 11 Å-2 may be a binding site to L1 or Ar1 in Formula 11,


at least one of the R30(s) in Formula 11B may be a binding site to L1 or Ar1, and


R10a and Q1 to Q3 may each independently be the same as described in the present specification.


The heterocyclic compound may efficiently block or reduce intermolecular orbital overlap by separating an electron donor moiety and an electron acceptor moiety, such that the singlet and triplet states of a molecule do not substantially overlap, and thus the heterocyclic compound may have a significantly low ΔEST. Accordingly, even at room temperature, reverse intersystem crossing from a triplet excited state to a singlet excited state through thermal activity is possible, such that the heterocyclic compound may exhibit thermally activated delayed fluorescence emitter (TADF), and thus triplet state excitons may be used for light emission, resulting in improved emission efficiency of the light-emitting device.


In one or more embodiments, the second dopant may include a condensed cyclic ring in which at least one first ring and at least one second ring are condensed with each other, wherein the at least one first ring may be a 6-membered ring including boron (B) as a ring-forming atom (for example, a 6-membered ring including boron (B) and nitrogen (N) as ring-forming atoms) and the second ring may be a pyrrole group, a furan group, a thiophene group, a benzene group, a pyridine group, or a pyrimidine group.


In one or more embodiments, the second dopant may include a heterocyclic compound represented by one of Formulae 11(4) to 11(7):




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In Formulae 11(4) to 11(7),


ring CY11 to ring CY15 may each independently be a C3-C60 carbocyclic group or a C1-C60 heterocyclic group,


Y11 to Y1 may each independently be a single bond, *—O—*′, *—S—*′, *—C(R16)(R17)—*′, *—N(R16)—*′, *—Si(R16)(R17)—*′, *—C(═O)—*′, *—S(═O)2—*′, *—B(R16)—*′, *—P(R17)—*′, or *—P(═O)(R16)*′, and * and *′ may each indicate a binding site to a neighboring atom,


Y11a, Y12a, and Y13a may each independently be N, B, or P,


R11 to R17 may each independently be hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C1-C60 alkyl group unsubstituted or substituted with at least one R10a, a C1-C60 alkenyl group unsubstituted or substituted with at least one R10a, a C1-C60 alkynyl group unsubstituted or substituted with at least one R10a, a C1-C60 alkoxy group unsubstituted or substituted with at least one R10a, a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a, a C6-C60 aryloxy group unsubstituted or substituted with at least one R10a, a C6-C60 arylthio group unsubstituted or substituted with at least one R10a, —Si(Q1)(Q2)(Q3), —N(Q1)(Q2), —B(Q1)(Q2), —C(═O)(Q1), —S(═O)2(Q1), or —P(═O)(Q1)(Q2),


two or more of R11 to R17 may optionally be linked to each other to form a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,


a11 to a15 may each independently be an integer from 1 to 6, and


R10a and Q1 to Q3 may each independently be the same as described in the present specification.


In one or more embodiments, in Formulae 11(4) to 11(7), CY11 to CY15 may each independently be a benzene group, a naphthalene group, a carbazole group, a dibenzofuran group, a dibenzothiophene group, or a dibenzosilole group.


In one or more embodiments, in Formulae 11(4) to 11(7), R11 to R17 may each independently be:


hydrogen, deuterium, —F, —Cl, —Br, —I, a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, an ethenyl group, a propenyl group, a butenyl group, a methoxy group, an ethoxy group, an n-propoxy group, an isopropoxy group, an n-butoxy group, a sec-butoxy group, an isobutoxy group, or a tert-butoxy group;


a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, a methoxy group, an ethoxy group, an n-propoxy group, an isopropoxy group, an n-butoxy group, a sec-butoxy group, an isobutoxy group, or a tert-butoxy group, each substituted with deuterium, —F, —Cl, —Br, —I, a cyano group, a phenyl group, a biphenyl group, or any combination thereof,


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 pentalenyl group, an indenyl group, a naphthyl group, an azulenyl 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 perylenyl group, a pentacenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, a silolyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an indolyl group, an isoindolyl group, an indazolyl group, a purinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a benzoisoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a benzoquinoxalinyl group, a quinazolinyl group, a benzoquinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, a benzosilolyl group, a benzothiazolyl group, a benzoisothiazolyl group, a benzoxazolyl group, a benzoisoxazolyl group, a triazolyl group, a tetrazolyl group, a thiadiazolyl group, an oxadiazolyl group, a triazinyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilolyl group, a benzocarbazolyl group, a naphthobenzofuranyl group, a naphthobenzothiophenyl group, a naphthobenzosilolyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, a dinaphtho silolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an oxazolopyridinyl group, a thiazolopyridinyl group, a benzonaphthyridinyl group, an azafluorenyl group, an azaspiro-bifluorenyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, an azadibenzosilolyl group, an indenopyrrolyl group, an indolopyrrolyl group, an indeno carbazolyl group, and an indolocarbazolyl group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a cyano group, a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, a methoxy group, an ethoxy group, an n-propoxy group, an isopropoxy group, an n-butoxy group, a sec-butoxy group, an isobutoxy group, a tert-butoxy 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 pentalenyl group, an indenyl group, a naphthyl group, an azulenyl 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 perylenyl group, a pentacenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, a silolyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an indolyl group, an isoindolyl group, an indazolyl group, a purinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a benzoisoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a benzoquinoxalinyl group, a quinazolinyl group, a benzoquinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, a benzosilolyl group, a benzothiazolyl group, a benzoisothiazolyl group, a benzoxazolyl group, a benzoisoxazolyl group, a triazolyl group, a tetrazolyl group, a thiadiazolyl group, an oxadiazolyl group, a triazinyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilolyl group, a benzocarbazolyl group, a naphthobenzofuranyl group, a naphthobenzothiophenyl group, a naphthobenzosilolyl group, a dibenzocarbazolyl group, a dinaphthofuranyl group, a dinaphthothiophenyl group, a dinaphtho silolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an oxazolopyridinyl group, a thiazolopyridinyl group, a benzonaphthyridinyl group, an azafluorenyl group, an azaspiro-bifluorenyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, an azadibenzosilolyl group, an indenopyrrolyl group, an indolopyrrolyl group, an indeno carbazolyl group, an indolocarbazolyl group, —Si(Q31)(Q32)(Q33), —N(Q31)(Q32), —B(Q31)(Q32), —C(═O)(Q31), —S(═O)(Q31), —S(═O)2(Q31), —P(═O)(Q31)(Q32), —P(═S)(Q31)(Q32), or any combination thereof; or


—N(Q11)(Q12).


In one or more embodiments, the second dopant may include one of Compounds 12-1 to 12-10, Compound D2-1, or any combination thereof:




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In one or more embodiments, the second dopant may be a prompt fluorescence dopant.


In an embodiment, the fluorescent dopant may include an amine group-containing compound, a styryl group-containing compound, or any combination thereof.


In an embodiment, the fluorescent dopant may include a compound represented by Formula 501:




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In Formula 501,


Ar501, L501 to L53, R501, and R502 may each independently be a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,


xd1 to xd3 may each independently be 0, 1, 2, or 3, and


xd4 may be 1, 2, 3, 4, 5, or 6.


In an embodiment, Ar501 in Formula 501 may be a condensed cyclic group in which three or more monocyclic groups are condensed (for example, an anthracene group, a chrysene group, or a pyrene group).


In an embodiment, xd4 in Formula 501 may be 2.


In an embodiment, Ar501 in Formula 501 may be a naphthalene group, a heptalene 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, an indeno phenanthrene group, or a group represented by




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each unsubstituted or substituted with at least one R10a.


In one or more embodiments, in Formula 501, L501 to L503, R501, and R502 may each independently be a benzene group, 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 perylene group, a pentaphene group, a hexacene group, a pentacene group, a thiophene group, a furan group, a carbazole group, an indole group, an isoindole group, a benzofuran group, a benzothiophene group, a dibenzofuran group, a dibenzothiophene group, a benzocarbazole group, a dibenzocarbazole group, a dibenzosilole group, or a pyridine group, each unsubstituted or substituted with at least one R10a.


In an embodiment, the fluorescent dopant may include one of Compounds FD1 to FD37, DPVBi, DPAVBi, or any combination thereof:




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Electron Transport Region in Interlayer 130

The electron transport region may have: i) a single-layered structure including (e.g., consisting of) a single layer including (e.g., consisting of) a single material, ii) a single-layered structure including (e.g., consisting of) a single layer including (e.g., consisting of) a plurality of different materials, or iii) a multi-layered structure including a plurality of layers including different materials.


The electron transport region may include a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, an electron injection layer, or any combination thereof.


In an embodiment, the electron transport region may have an electron transport layer/electron injection layer structure, a hole blocking layer/electron transport layer/electron injection layer structure, an electron control layer/electron transport layer/electron injection layer structure, or a buffer layer/electron transport layer/electron injection layer structure, wherein the constituting layers of each structure are sequentially stacked from an emission layer.


The electron transport region (for example, the buffer layer, the hole blocking layer, the electron control layer, and/or the electron transport layer in the electron transport region) may include a metal-free compound including at least one π-electron-deficient nitrogen-containing C1-C60 cyclic group.


In an embodiment, the electron transport region may include a compound represented by Formula 601:





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


In Formula 601,


Ar601 and L601 may each independently be a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,


xe11 may be 1, 2, or 3,


xe1 may be 0, 1, 2, 3, 4, or 5,


R601 may be a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a, —Si(Q601)(Q602)(Q603), —C(═O)(Q601), —S(═O)2(Q601), or —P(═O)(Q601)(Q602),


Q601 to Q603 may each independently be the same as described in connection with Q1,


xe21 may be 1, 2, 3, 4, or 5, and


at least one of Ar601, L601, or R601 may each independently be a π electron-deficient nitrogen-containing C1-C60 cyclic group unsubstituted or substituted with at least one R10a.


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


In an embodiment, Ar601 in Formula 601 may be a substituted or unsubstituted anthracene group.


In an embodiment, the electron transport region may include a compound 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, a C1-C20 alkyl group, a C1-C20 alkoxy group, a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a.


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


The electron transport region may include one of Compounds ET1 to ET45, 2,9-dimethyl-4,7-diphenyl-1, 10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), Alq3, BAIq, TAZ, NTAZ, or any combination thereof:




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A thickness of the electron transport region may be about 100 Å to about 5,000 Å, for example, about 160 Å to about 4,000 Å. When the electron transport region includes a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, or any combination thereof, the thicknesses of the buffer layer, the hole blocking layer, and/or the electron control layer may each independently be about 20 Å to about 1,000 Å, for example, about 30 Å to about 300 Å, and the thickness of the electron transport layer may be about 100 Å to about 1,000 Å, for example, about 150 Å to about 500 Å. When the thicknesses of the buffer layer, the hole blocking layer, the electron control layer, and/or the electron transport layer are within these ranges, satisfactory hole transporting characteristics may be obtained without a substantial increase in driving voltage.


The electron transport region (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 an alkali metal complex, an alkaline earth-metal complex, or any combination thereof. A metal ion of the alkali metal complex may be a Li ion, a Na ion, a K ion, a Rb ion, or a Cs ion, and a metal ion of the alkaline earth-metal complex may be a Be ion, a Mg ion, a Ca ion, a Sr ion, or a Ba ion. A ligand coordinated with the metal ion of the alkali metal complex or the alkaline earth-metal complex may be a hydroxyquinoline, a hydroxyisoquinoline, a hydroxybenzoquinoline, a hydroxyacridine, a hydroxyphenanthridine, a hydroxyphenyloxazole, a hydroxyphenylthiazole, a hydroxyphenyloxadiazole, a hydroxyphenylthiadiazole, a hydroxyphenylpyridine, a hydroxyphenylbenzimidazole, a hydroxyphenylbenzothiazole, a bipyridine, a phenanthroline, a cyclopentadiene, or any combination thereof.


In an embodiment, 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 may include an electron injection layer to facilitate injection of electrons from the second electrode 150. The electron injection layer may directly contact the second electrode 150.


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


The electron injection layer may include an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound, an alkaline earth metal-containing compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline earth-metal complex, a rare earth metal complex, or any combination thereof.


The alkali metal may include Li, Na, K, Rb, Cs, or any combination thereof. 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-containing compound, the alkaline earth metal-containing compound, and the rare earth metal-containing compound may be or include oxides, tellurides, and/or halides (for example, fluorides, chlorides, bromides, and/or iodides) of the alkali metal, the alkaline earth metal, and the rare earth metal, respectively.


The alkali metal-containing compound may be an alkali metal oxide (such as Li2O, Cs2O, or K2O), and/or an alkali metal halide (such as LiF, NaF, CsF, KF, LiI, NaI, CsI, or KI). The alkaline earth metal-containing compound may include an alkaline earth metal oxide (such as BaO, SrO, CaO, BaxSr1-xO (x is a real number that satisfies the condition of 0<x<1), and/or BaxCa1-xO (x is a real number that satisfies the condition of 0<x<1)). The rare earth metal-containing compound may include YbF3, ScF3, Sc2O3, Y2O3, Ce2O3, GdF3, TbF3, YbI3, ScI3, TbI3, or any combination thereof. In an embodiment, the rare earth metal-containing compound may be or include a lanthanide metal telluride. Non-limiting examples of the lanthanide metal telluride include LaTe, CeTe, PrTe, NdTe, PmTe, SmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, La2Te3, Ce2Te3, Pr2Te3, Nd2Te3, Pm2Te3, Sm2Te3, Eu2Te3, Gd2Te3, Tb2Te3, Dy2Te3, Ho2Te3, Er2Te3, Tm2Te3, Yb2Te3, and/or Lu2Te3.


The alkali metal complex, the alkaline earth-metal complex, and the rare earth metal complex may each include i) an ion of the alkali metal, the alkaline earth metal, and the rare earth metal, respectively, and ii) a ligand linked to the metal ion, for example, hydroxyquinoline, hydroxy isoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenyl benzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene, or any combination thereof.


The electron injection layer may include (e.g., consist of) an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound, an alkaline earth metal-containing compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline earth-metal complex, a rare earth metal complex, or any combination thereof, or may further include an organic material (for example, a compound represented by Formula 601).


In an embodiment, the electron injection layer may include (e.g., consist of): i) an alkali metal-containing compound (for example, an alkali metal halide), or ii) a) an alkali metal-containing compound (for example, an alkali metal halide); and b) an alkali metal, an alkaline earth metal, a rare earth metal, or any combination thereof. In an embodiment, the electron injection layer may be a Kl:Yb co-deposited layer or a RbI:Yb co-deposited layer.


When the electron injection layer further includes an organic material, the alkali metal, the alkaline earth metal, the rare earth metal, the alkali metal-containing compound, the alkaline earth metal-containing compound, the rare earth metal-containing compound, the alkali metal complex, the alkaline earth-metal complex, the rare earth metal complex, or combination thereof may be substantially 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 150

The second electrode 150 may be located on the interlayer 130 having the above-described structure. The second electrode 150 may be a cathode (which is an electron injection electrode), and a metal, an alloy, an electrically conductive compound, or any combination thereof, each having a low work function, may be used as the material for forming the second electrode 150.


The second electrode 150 may include lithium (Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium (Al—Li), calcium (Ca), magnesium-indium (Mg—In), magnesium-silver (Mg—Ag), ytterbium (Yb), silver-ytterbium (Ag—Yb), ITO, IZO, or any combination thereof. The second electrode 150 may be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode.


The second electrode 150 may have a single-layered structure or a multi-layered structure including two or more layers.


Capping Layer

A first capping layer may be located outside the first electrode 110, and/or a second capping layer may be located outside the second electrode 150. In detail, the light-emitting device 10 may have a structure in which the first capping layer, the first electrode 110, the interlayer 130, and the second electrode 150 are sequentially stacked in this stated order, a structure in which the first electrode 110, the interlayer 130, the second electrode 150, and the second capping layer are sequentially stacked in this stated order, or a structure in which the first capping layer, the first electrode 110, the interlayer 130, the second electrode 150, and the second capping layer are sequentially stacked in this stated order.


Light generated in an emission layer of the interlayer 130 of the light-emitting device 10 may be extracted or transmitted toward the outside through the first electrode 110 (which is a semi-transmissive electrode or a transmissive electrode) and the first capping layer, and light generated in an emission layer of the interlayer 130 of the light-emitting device 10 may be extracted or transmitted toward the outside through the second electrode 150 (which is a semi-transmissive electrode or a transmissive electrode) and the second capping layer.


The first capping layer and/or the second capping layer may increase the external luminescence efficiency of the device according to the principle of constructive interference. Accordingly, the light extraction efficiency of the light-emitting device 10 may be increased, and the luminescence efficiency of the light-emitting device 10 may be improved.


Each of the first capping layer and the second capping layer may include a material having a refractive index of 1.6 or more (at 589 nm).


The first capping layer and the second capping layer may each independently be an organic capping layer including an organic material, an inorganic capping layer including an inorganic material, or an organic-inorganic composite capping layer including an organic material and an inorganic material.


At least one of the first capping layer or the second capping layer may each independently include a carbocyclic compound, a heterocyclic compound, an amine group-containing compound, a porphyrin derivative, a phthalocyanine derivative, a naphthalocyanine derivative, an alkali metal complex, an alkaline earth-metal complex, or any combination thereof. The carbocyclic compound, the heterocyclic compound, and the amine group-containing compound may each be optionally substituted with a substituent containing O, N, S, Se, Si, F, Cl, Br, I, or any combination thereof.


In an embodiment, at least one of the first capping layer or the second capping layer may each independently include an amine group-containing compound.


In an embodiment, at least one of the first capping layer or second capping layer may each independently include a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof.


In an embodiment, at least one of the first capping layer or the second capping layer may each independently include one of Compounds HT28 to HT33, one of Compounds CP1 to CP6, p-NPB, or any combination thereof:




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Electronic Apparatus

The light-emitting device may be included in one or more suitable electronic apparatuses. In an embodiment, an electronic apparatus including the light-emitting device may be a light-emitting apparatus, an authentication apparatus, and/or the like.


The electronic apparatus (for example, light-emitting apparatus) may further include, in addition to the light-emitting device, i) a color filter, ii) a color conversion layer, or iii) a color filter and a color conversion layer. The color filter and/or the color conversion layer may be located in at least one traveling direction of light to be emitted from the light-emitting device. In an embodiment, light to be emitted from the light-emitting device may be blue light or white light. The light-emitting device may be the same as described above. In an embodiment, the color conversion layer may include a quantum dot.


The electronic apparatus may include a first substrate. The first substrate may include a plurality of subpixel areas, the color filter may include a plurality of color filter areas respectively corresponding to the plurality of subpixel areas, and the color conversion layer may include a plurality of color conversion areas respectively corresponding to the plurality of subpixel areas.


A pixel-defining film may be located between the plurality of subpixel areas to define each of the subpixel areas.


The color filter may further include a plurality of color filter areas and light-blocking patterns located between the plurality of color filter areas, and the color conversion layer may further include a plurality of color conversion areas and light-blocking patterns located between the plurality of color conversion areas.


The plurality of color filter areas (and/or the plurality of color conversion areas) may each independently include a first area to emit first-color light, a second area to emit second-color light, and/or a third area to emit third-color light, and the first-color light, the second-color light, and/or the third-color light may have different maximum emission wavelengths from one another. In an embodiment, the first-color light may be red light, the second-color light may be green light, and the third-color light may be blue light. In an embodiment, the plurality of color filter areas (and/or the plurality of color conversion areas) may include quantum dots. For example, the first area may include a red quantum dot, the second area may include a green quantum dot, and the third area may not include a quantum dot. Each of the first area, the second area, and/or the third area may further include a scattering body.


In an embodiment, the light-emitting device may be to emit first light, the first area may be to absorb the first light to emit first first-color light, the second area may be to absorb the first light to emit second first-color light, and the third area may be to absorb the first light to emit third first-color light. In this regard, the first first-color light, the second first-color light, and the third first-color light may have different maximum emission wavelengths from one another. For example, the first light may be blue light, the first first-color light may be red light, the second first-color light may be green light, and the third first-color light may be blue light.


The electronic apparatus may further include a thin-film transistor in addition to the light-emitting device as described above. The thin-film transistor may include a source electrode, a drain electrode, and an activation layer, wherein any one of the source electrode or the drain electrode may be electrically connected to any one of the first electrode or the second electrode of the light-emitting device.


The thin-film transistor may further include a gate electrode, a gate insulation layer, and/or the like.


The activation layer may include crystalline silicon, amorphous silicon, organic semiconductor, oxide semiconductor, and/or the like.


The electronic apparatus may further include a sealing portion for sealing the light-emitting device. The sealing portion may be located between the color filter and the light-emitting device, or between the color conversion layer and the light-emitting device. The sealing portion may allow light from the light-emitting device to be extracted or transmitted to the outside, while concurrently (e.g., simultaneously) preventing or reducing ambient air and/or moisture from penetrating into the light-emitting device. The sealing portion may be a sealing substrate including a transparent glass substrate and/or a plastic substrate. The sealing portion may be a thin film encapsulation layer including one or more organic layers and/or one or more inorganic layers. When the sealing portion is a thin film encapsulation layer, the electronic apparatus may be flexible.


On the sealing portion, in addition to the color filter and/or color conversion layer, one or more suitable functional layers may be further located according to the use of the electronic apparatus. Non-limiting examples of the functional layers include a touch screen layer, a polarizing layer, and/or the like. The touch screen layer may be a pressure-sensitive touch screen layer, a capacitive touch screen layer, or an infrared touch screen layer. The authentication apparatus may be, for example, a biometric authentication apparatus for authenticating an individual by using biometric information of a biometric body (for example, a fingertip, a pupil, or the like).


The authentication apparatus may further include, in addition to the light-emitting device, a biometric information collector.


The electronic apparatus may be applied to various suitable displays, light sources, lighting, personal computers (for example, a mobile personal computer), mobile phones, digital cameras, electronic organizers, electronic dictionaries, electronic game machines, medical instruments (for example, electronic thermometers, sphygmomanometers, blood glucose meters, pulse measurement devices, pulse wave measurement devices, electrocardiogram displays, ultrasonic diagnostic devices, and/or endoscope displays), fish finders, various suitable measuring instruments, meters (for example, meters for a vehicle, an aircraft, and a vessel), projectors, and/or the like.


Description of FIGS. 2 and 3


FIG. 2 is a cross-sectional view showing a light-emitting apparatus according to an embodiment of the present disclosure.


The light-emitting apparatus of FIG. 2 includes a substrate 100, a thin-film transistor (TFT), a light-emitting device, and an encapsulation portion 300 that seals light-emitting device.


The substrate 100 may be a flexible substrate, a glass substrate, or a metal substrate. A buffer layer 210 may be located on the substrate 100. The buffer layer 210 may prevent or reduce penetration of impurities through the substrate 100, and may provide a flat surface on (e.g., may planarize) the substrate 100.


The TFT may be located on the buffer layer 210. The TFT may include an activation layer 220, a gate electrode 240, a source electrode 260, and a drain electrode 270.


The activation layer 220 may include an inorganic semiconductor (such as silicon and/or polysilicon), an organic semiconductor, or an oxide semiconductor, and may include a source region, a drain region, and a channel region.


A gate insulating film 230 for insulating the activation layer 220 from the gate electrode 240 may be located on the activation layer 220, and the gate electrode 240 may be located on the gate insulating film 230.


An interlayer insulating film 250 may be located on the gate electrode 240.


The interlayer insulating film 250 is located between the gate electrode 240 and the source electrode 260 to insulate the gate electrode 240 from the source electrode 260 and between the gate electrode 240 and the drain electrode 270 to insulate the gate electrode 240 from the drain electrode 270.


The source electrode 260 and the drain electrode 270 may be located on the interlayer insulating film 250. The interlayer insulating film 250 and the gate insulating film 230 may be formed to expose the source region and the drain region of the activation layer 220, and the source electrode 260 and the drain electrode 270 may be located to be in contact with the exposed portions of the source region and the drain region of the activation layer 220.


The TFT may be electrically connected to a light-emitting device to drive the light-emitting device, and may be protectively covered by a passivation layer 280. The passivation layer 280 may include an inorganic insulating film, an organic insulating film, or a combination thereof. A light-emitting device is provided on the passivation layer 280. The light-emitting device includes the first electrode 110, the interlayer 130, and the second electrode 150.


The first electrode 110 may be located on the passivation layer 280. The passivation layer 280 does not completely cover the drain electrode 270 and may exposes a portion of the drain electrode 270, and the first electrode 110 may be connected to the exposed portion of the drain electrode 270.


A pixel defining layer 290 including an insulating material may be located on the first electrode 110. The pixel defining layer 290 may expose a set or predetermined region of the first electrode 110, and the interlayer 130 may be formed in the exposed region of the first electrode 110. The pixel defining layer 290 may be a polyimide or polyacryl-based organic film. In some embodiments, at least some layers of the interlayer 130 may extend beyond the upper portion of the pixel defining layer 290 and may thus be located in the form of a common layer.


The second electrode 150 may be located on the interlayer 130, and a capping layer 170 may be additionally formed on the second electrode 150. The capping layer 170 may be formed to cover the second electrode 150.


The encapsulation portion 300 may be located on the capping layer 170. The encapsulation portion 300 may be located on a light-emitting device and protects the light-emitting device from moisture or oxygen. The encapsulation portion 300 may include: an inorganic film including silicon nitride (SiNx), silicon oxide (SiOx), indium tin oxide, indium zinc oxide, or a combination thereof; an organic film including polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyethylene sulfonate, polyoxymethylene, polyarylate, hexamethyldisiloxane, an acrylic resin (for example, polymethyl methacrylate or polyacrylic acid), an epoxy-based resin (for example, aliphatic glycidyl ether (AGE)), or any combination thereof; or a combination of an inorganic film and an organic film.



FIG. 3 is a cross-sectional view of a light-emitting apparatus according to another embodiment.


The light-emitting apparatus of FIG. 3 is the same as the light-emitting apparatus of FIG. 2, except that a light-blocking pattern 500 and a functional region 400 are additionally located on the encapsulation portion 300. The functional region 400 may be i) a color filter area, ii) a color conversion area, or iii) a combination of the color filter area and the color conversion area. In an embodiment, the light-emitting device included in the light-emitting apparatus of FIG. 3 may be a tandem light-emitting device.


Preparation Method

The layers constituting the hole transport region, the emission layer, and the layers constituting the electron transport region may be formed in a set or predetermined region using one or more suitable methods selected from vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB) deposition, ink-jet printing, laser-printing, and laser-induced thermal imaging.


When the layers constituting the hole transport region, the emission layer, and the layers constituting the electron transport region are formed by vacuum deposition, the deposition may be performed at a deposition temperature of about 100° C. to about 500° C., a vacuum degree of about 10-8 torr to about 10-3 torr, and a deposition speed of about 0.01 Å/sec to about 100 Å/sec by taking into account a material to be included and the structure of a layer to be formed.


Definition of Terms

The term “C3-C60 carbocyclic group” as used herein refers to a cyclic group that includes (e.g., consists of) carbon only as a ring-forming atom and has three to sixty carbon atoms, and the term “C1-C60 heterocyclic group” as used herein refers to a cyclic group that has one to sixty carbon atoms and further includes, in addition to carbon, a heteroatom as a ring-forming atom. The C3-C60 carbocyclic group and the C1-C60 heterocyclic group may each be a monocyclic group that includes (e.g., consists of) one ring, or a polycyclic group in which two or more rings are condensed with each other. In an embodiment, the number of ring-forming atoms of the C1-C60 heterocyclic group may be from 3 to 61.


The term “cyclic group” as used herein includes the C3-C60 carbocyclic group and the C1-C60 heterocyclic group.


The term “π electron-rich C3-C60 cyclic group” as used herein refers to a cyclic group that has three to sixty carbon atoms and does not include *—N=*′ as a ring-forming moiety, and the term “π electron-deficient nitrogen-containing C1-C60 cyclic group” as used herein refers to a heterocyclic group that has one to sixty carbon atoms and includes *—N=*′ as a ring-forming moiety.


In an embodiment,


the C3-C60 carbocyclic group may be i) a group T1 (described below) or ii) a condensed cyclic group in which two or more groups T1 are condensed with each other (for example, a cyclopentadiene group, an adamantane group, a norbornane group, a benzene group, a pentalene group, a naphthalene group, an azulene group, an indacene group, acenaphthylene group, a phenalene group, a phenanthrene group, an anthracene group, a fluoranthene group, a triphenylene group, a pyrene group, a chrysene group, a perylene group, a pentaphene group, a heptalene group, a naphthacene group, a picene group, a hexacene group, a pentacene group, a rubicene group, a coronene group, an ovalene group, an indene group, a fluorene group, a spiro-bifluorene group, a benzofluorene group, an indenophenanthrene group, or an indenoanthracene group),


the C1-C60 heterocyclic group may be i) a group T2 (described below), ii) a condensed cyclic group in which two or more groups T2 are condensed with each other, or iii) a condensed cyclic group in which at least one group T2 and at least one group T1 are condensed with each other (for example, a pyrrole group, a thiophene group, a furan group, an indole group, a benzoindole group, a naphthoindole group, an isoindole group, a benzoisoindole group, a naphthoisoindole group, a benzosilole group, a benzothiophene group, a benzofuran group, a carbazole group, a dibenzosilole group, a dibenzothiophene group, a dibenzofuran group, an indenocarbazole group, an indolocarbazole group, a benzofurocarbazole group, a benzothienocarbazole group, a benzosilolocarbazole group, a benzoindolocarbazole group, a benzocarbazole group, a benzonaphthofuran group, a benzonaphthothiophene group, a benzonaphthosilole group, a benzofurodibenzofuran group, a benzofurodibenzothiophene group, a benzothieno dibenzothiophene group, a pyrazole group, an imidazole group, a triazole group, an oxazole group, an isoxazole group, an oxadiazole group, a thiazole group, an isothiazole group, a thiadiazole group, a benzopyrazole group, a benzimidazole group, a benzoxazole group, a benzoisoxazole group, a benzothiazole group, a benzoisothiazole group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a benzoisoquinoline group, a quinoxaline group, a benzoquinoxaline group, a quinazoline group, a benzoquinazoline group, a phenanthroline group, a cinnoline group, a phthalazine group, a naphthyridine group, an imidazopyridine group, an imidazopyrimidine group, an imidazotriazine group, an imidazopyrazine group, an imidazopyridazine group, an azacarbazole group, an azafluorene group, an azadibenzosilole group, an azadibenzothiophene group, or an azadibenzofuran group),


the π electron-rich C3-C60 cyclic group may be i) a group T1, ii) a condensed cyclic group in which two or more groups T1 are condensed with each other, iii) a group T3 (described below), iv) a condensed cyclic group in which two or more groups T3 are condensed with each other, or v) a condensed cyclic group in which at least one group T3 and at least one group T1 are condensed with each other (for example, a C3-C60 carbocyclic group, a pyrrole group, a thiophene group, a furan group, an indole group, a benzoindole group, a naphthoindole group, an isoindole group, a benzoisoindole group, a naphthoisoindole group, a benzosilole group, a benzothiophene group, a benzofuran group, a carbazole group, a dibenzosilole group, a dibenzothiophene group, a dibenzofuran group, an indenocarbazole group, an indolocarbazole group, a benzofurocarbazole group, a benzothienocarbazole group, a benzosilolocarbazole group, a benzoindolocarbazole group, a benzocarbazole group, a benzonaphthofuran group, a benzonaphthothiophene group, a benzonaphthosilole group, a benzofurodibenzofuran group, a benzofurodibenzothiophene group, or a benzothienodibenzothiophene group),


the π-electron-deficient nitrogen-containing C1-C60 cyclic group may be i) a group T4 (described below), ii) a condensed cyclic group in which two or more groups T4 are condensed with each other, iii) a condensed cyclic group in which at least one group T4 and at least one group T1 are condensed with each other, iv) a condensed cyclic group in which at least one group T4 and at least one group T3 are condensed with each other, or v) a condensed cyclic group in which at least one group T4, at least one group T1, and at least one group T3 are condensed with each other (for example, a pyrazole group, an imidazole group, a triazole group, an oxazole group, an isoxazole group, an oxadiazole group, a thiazole group, an isothiazole group, a thiadiazole group, a benzopyrazole group, a benzimidazole group, a benzoxazole group, a benzoisoxazole group, a benzothiazole group, a benzoisothiazole group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a benzoisoquinoline group, a quinoxaline group, a benzoquinoxaline group, a quinazoline group, a benzoquinazoline group, a phenanthroline group, a cinnoline group, a phthalazine group, a naphthyridine group, an imidazopyridine group, an imidazopyrimidine group, an imidazotriazine group, an imidazopyrazine group, an imidazopyridazine group, an azacarbazole group, an azafluorene group, an azadibenzosilole group, an azadibenzothiophene group, or an azadibenzofuran group),


where the group T1 may be a cyclopropane group, a cyclobutane group, a cyclopentane group, a cyclohexane group, a cycloheptane group, a cyclooctane group, a cyclobutene group, a cyclopentene group, a cyclopentadiene group, a cyclohexene group, a cyclohexadiene group, a cycloheptene group, an adamantane group, a norbornane group (or, a bicyclo[2.2.1]heptane group), a norbornene group, a bicyclo[1.1.1]pentane group, a bicyclo[2.1.1]hexane group, a bicyclo[2.2.2]octane group, or a benzene group,


the group T2 may be a furan group, a thiophene group, a 1H-pyrrole group, a silole group, a borole group, a 2H-pyrrole group, a 3H-pyrrole group, an imidazole group, a pyrazole group, a triazole group, a tetrazole group, an oxazole group, an isoxazole group, an oxadiazole group, a thiazole group, an isothiazole group, a thiadiazole group, an azasilole group, an azaborole group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, or a tetrazine group,


the group T3 may be a furan group, a thiophene group, a 1H-pyrrole group, a silole group, or a borole group, and


the group T4 may be a 2H-pyrrole group, a 3H-pyrrole group, an imidazole group, a pyrazole group, a triazole group, a tetrazole group, an oxazole group, an isoxazole group, an oxadiazole group, a thiazole group, an isothiazole group, a thiadiazole group, an azasilole group, an azaborole group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, or a tetrazine group.


The cyclic group, the C3-C60 carbocyclic group, the C1-C60 heterocyclic group, the π electron-rich C3-C60 cyclic group, and the π-electron-deficient nitrogen-containing C1-C60 cyclic group may each independently be a group that is condensed with a cyclic group, a monovalent group, and/or a polyvalent group (for example, a divalent group, a trivalent group, a tetravalent group, (and/or the like), according to the structure of the formula described with the corresponding terms. In an embodiment, the term “benzene group” may be a benzo group, a phenyl group, a phenylene group, and/or the like, which may be easily understand by one of ordinary skill in the art according to the structure of a formula including the “benzene group.”


In an embodiment, examples of the monovalent C3-C60 carbocyclic group and examples of the monovalent C1-C60 heterocyclic group are (e.g., may be or include) a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C1-C10 heterocycloalkenyl group, a C6-C60 aryl group, a C1-C60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, and/or a monovalent non-aromatic condensed heteropolycyclic group, and examples of the divalent C3-C60 carbocyclic group and examples of the divalent C1-C60 heterocyclic group are (e.g., may be or include) a C3-C10 cycloalkylene group, a C1-C10 heterocycloalkylene group, a C3-C10 cycloalkenylene group, a C1-C10 heterocycloalkenylene group, a C6-C60 arylene group, a C1-C60 heteroarylene group, a divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group.


The term “C1-C60 alkyl group” as used herein refers to a linear or branched aliphatic hydrocarbon saturated monovalent group having 1 to 60 carbon atoms, and examples thereof are a methyl group, an ethyl group, 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, an n-hexyl group, an isohexyl group, a sec-hexyl group, a tert-hexyl group, an n-heptyl group, an isoheptyl group, a sec-heptyl group, a tert-heptyl group, an n-octyl group, an isooctyl group, a sec-octyl group, a tert-octyl group, an n-nonyl group, an isononyl group, a sec-nonyl group, a tert-nonyl group, an n-decyl group, an isodecyl group, a sec-decyl group, and a tert-decyl group. The term “C1-C60 alkylene group” as used herein refers to a divalent group having substantially the same structure as the C1-C60 alkyl group.


The term “C2-C60 alkenyl group” as used herein refers to a monovalent hydrocarbon group having at least one carbon-carbon double bond in the middle or at the terminus of a 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 substantially the same structure as the C2-C60 alkenyl group.


The term “C2-C60 alkynyl group” as used herein refers to a monovalent hydrocarbon group having at least one carbon-carbon triple bond in the middle or at the terminus of a 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 substantially the same structure as the C2-C60 alkynyl group.


The term “C1-C60 alkoxy group” as 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 “C3-C10 cycloalkyl group” as used herein refers to a monovalent saturated hydrocarbon cyclic group having 3 to 10 carbon atoms, and examples thereof are a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cycloctyl group, an adamantanyl group, a norbornanyl group (or a bicyclo[2.2.1]heptyl group), a bicyclo[1.1.1]pentyl group, a bicyclo[2.1.1]hexyl group, and a bicyclo[2.2.2]octyl group. The term “C3-C10 cycloalkylene group” as used herein refers to a divalent group having substantially the same structure as the C3-C10 cycloalkyl group.


The term “C1-C10 heterocycloalkyl group” as used herein refers to a monovalent cyclic group that further includes, in addition to a carbon atom, at least one heteroatom as a ring-forming atom and has 1 to 10 carbon atoms, and examples thereof are a 1,2,3,4-oxatriazolidinyl group, a tetrahydrofuranyl group, and a tetrahydrothiophenyl group. The term “C1-C10 heterocycloalkylene group” as used herein refers to a divalent group having substantially the same structure as the C1-C10 heterocycloalkyl group.


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


The term “C1-C10 heterocycloalkenyl group” as used herein refers to a monovalent cyclic group that has, in addition to a carbon atom, at least one heteroatom as a ring-forming atom, 1 to 10 carbon atoms, and at least one carbon-carbon double bond in the cyclic structure thereof. Non-limiting examples of the C1-C10 heterocycloalkenyl group include a 4,5-dihydro-1,2,3,4-oxatriazolyl group, a 2,3-dihydrofuranyl group, and/or a 2,3-dihydrothiophenyl group. The term “C1-C10 heterocycloalkenylene group” as used herein refers to a divalent group having substantially the same structure as the C1-C10 heterocycloalkenyl 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. Non-limiting examples of the C6-C60 aryl group include a phenyl group, a pentalenyl group, a naphthyl group, an azulenyl group, an indacenyl group, an acenaphthyl group, a phenalenyl 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 heptalenyl group, a naphthacenyl group, a picenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a coronenyl group, and/or an ovalenyl group. When the C6-C60 aryl group and the C6-C60 arylene group each include two or more rings, the two or more rings may be condensed to each other.


The term “C1-C60 heteroaryl group” as used herein refers to a monovalent group having a heterocyclic aromatic system that has, in addition to 1 to 60 carbon atoms, at least one heteroatom as a ring-forming atom. The term “C1-C60 heteroarylene group” as used herein refers to a divalent group having a heterocyclic aromatic system that has, in addition to 1 to 60 carbon atoms, at least one heteroatom as a ring-forming atom. Non-limiting 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, a benzoquinolinyl group, an isoquinolinyl group, a benzoisoquinolinyl group, a quinoxalinyl group, a benzoquinoxalinyl group, a quinazolinyl group, a benzoquinazolinyl group, a cinnolinyl group, a phenanthrolinyl group, a phthalazinyl group, and a naphthyridinyl group. When the C1-C60 heteroaryl group and the C1-C60 heteroarylene group each include two or more rings, the two or more rings may be condensed with each other.


The term “monovalent non-aromatic condensed polycyclic group” as used herein refers to a monovalent group (for example, 8 to 60 carbon atoms) having two or more rings condensed with each other, only carbon atoms as ring-forming atoms, and non-aromaticity in its entire molecular structure (e.g., when the molecular structure of the group is considered as a whole). Non-limiting examples of the monovalent non-aromatic condensed polycyclic group include an indenyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, an indenophenanthrenyl group, and an indenoanthracenyl group. The term “divalent non-aromatic condensed polycyclic group” as used herein refers to a divalent group having substantially 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 (for example, 1 to 60 carbon atoms) having two or more rings condensed to each other, at least one heteroatom other than carbon atoms, as a ring-forming atom, and non-aromaticity in its entire molecular structure (e.g., when the molecular structure of the group is considered as a whole). Non-limiting examples of the monovalent non-aromatic condensed heteropolycyclic group may include a pyrrolyl group, a thiophenyl group, a furanyl group, an indolyl group, a benzoindolyl group, a naphthoindolyl group, an isoindolyl group, a benzoisoindolyl group, a naphthoisoindolyl group, a benzosilolyl group, a benzothiophenyl group, a benzofuranyl group, a carbazolyl group, a dibenzosilolyl group, a dibenzothiophenyl group, a dibenzofuranyl group, an azacarbazolyl group, an azafluorenyl group, an azadibenzosilolyl group, an azadibenzothiophenyl group, an azadibenzofuranyl group, a pyrazolyl group, an imidazolyl group, a triazolyl group, a tetrazolyl group, an oxazolyl group, an isoxazolyl group, a thiazolyl group, an isothiazolyl group, an oxadiazolyl group, a thiadiazolyl group, a benzopyrazolyl group, a benzimidazolyl group, a benzoxazolyl group, a benzothiazolyl group, a benzoxadiazolyl group, a benzothiadiazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an imidazotriazinyl group, an imidazopyrazinyl group, an imidazopyridazinyl group, an indenocarbazolyl group, an indolocarbazolyl group, a benzofurocarbazolyl group, a benzothienocarbazolyl group, a benzosilolocarbazolyl group, a benzoindolocarbazolyl group, a benzocarbazolyl group, a benzonaphthofuranyl group, a benzonaphthothiophenyl group, a benzonaphthosilolyl group, a benzofurodibenzofuranyl group, a benzofurodibenzothiophenyl group, and/or a benzothienodibenzothiophenyl group. The term “divalent non-aromatic condensed heteropolycyclic group” as used herein refers to a divalent group having substantially the same structure as the monovalent non-aromatic condensed heteropolycyclic group.


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


The term “R10a” as used herein refers to:


deuterium (—D), —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, or a nitro group;


a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, or a C1-C60 alkoxy group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C6-C60 aryloxy group, a C6-C60 arylthio group, —Si(Q11)(Q12)(Q13), —N(Q11)(Q12), —B(Q11)(Q12), —C(═O)(Q11), —S(═O)2(Q11), —P(═O)(Q11)(Q12), or any combination thereof;


a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C6-C60 aryloxy group, or a C6-C60 arylthio group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C1-C60 alkoxy group, a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C6-C60 aryloxy group, a C6-C60 arylthio group, —Si(Q21)(Q22)(Q23), —N(Q21)(Q22), —B(Q21)(Q22), —C(═O)(Q21), —S(═O)2(Q21), —P(═O)(Q21)(Q22), or any combination thereof; or


—Si(Q31)(Q32)(Q33), —N(Q31)(Q32), —B(Q31)(Q32), —C(═O)(Q31), —S(═O)2(Q31), or —P(═O)(Q31)(Q32).


Q1 to Q3, Q11 to Q13, Q21 to Q23, and Q31 to Q33 used herein may each independently be: hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C1-C60 alkoxy group, a C3-C60 carbocyclic group, or a C1-C60 heterocyclic group, each unsubstituted or substituted with deuterium, —F, a cyano group, a C1-C60 alkyl group, a C1-C60 alkoxy group, a phenyl group, a biphenyl group, or any combination thereof.


The term “heteroatom” as used herein refers to any atom other than a carbon atom and a hydrogen atom. Non-limiting examples of the heteroatom include O, S, N, P, Si, B, Ge, and/or Se.


The term “Ph” as used herein refers to a phenyl group, the term “Me” as used herein refers to a methyl group, the term “Et” as used herein refers to an ethyl group, the term “ter-Bu” or “But” as used herein refers to a tert-butyl group, and the term “OMe” as used herein refers to a methoxy group.


The term “biphenyl group” as used herein refers to “a phenyl group substituted with a phenyl group.” In other words, the “biphenyl group” is a substituted phenyl group having a C6-C60 aryl group as a substituent.


The term “terphenyl group” as used herein refers to “a phenyl group substituted with a biphenyl group”. In other words, the “terphenyl group” is a substituted phenyl group having, as a substituent, a C6-C60 aryl group substituted with a C6-C60 aryl group.


* and *′ as used herein, unless defined otherwise, each refer to a binding site to a neighboring atom in a corresponding formula.


EXAMPLES
Evaluation Example 1

According to the method(s) described in Table 1, an emission spectrum, an emission peak wavelength, an absorption spectrum, an absorption peak wavelength, a molar extinction coefficient, and a Stokes shift were evaluated for each of the compounds described in Table 2, and the results are described in Table 2. The emission spectra of Compounds D1-1, D1-2 and D1-3 (“D1-1”, “D1-2” and “D1-3”) and the absorption spectra of Compound D2-1 (“D2-1(Abs)”) are shown in FIG. 4.










TABLE 1







Emission
A 5 μmol/L toluene solution of the compound


spectrum
to be measured was prepared and then placed in



a quartz cell, and an emission spectrum



(vertical axis: emission intensity; horizontal axis:



wavelength (nm)) was measured at room



temperature (300 K) using a streak camera



(manufactured by Hamamatsu) and a ps



LASER (EKSPLA).


Emission peak
The emission wavelength of the peak having the


wavelength
highest (maximum) emission intensity in the


(nm)
emission spectrum was evaluated as the emission



peak wavelength.


Absorption
A 5 μmol/L toluene solution of the compound to


spectrum
be measured was prepared and then placed in a



quartz cell, and an absorption spectrum (vertical



axis: absorption intensity; horizontal axis:



wavelength (nm)) was measured at room



temperature (300 K) using a streak camera



(manufactured by Hamamatsu) and a ps



LASER (EKSPLA).


Absorption peak
The absorption wavelength of the peak having


wavelength
the highest (maximum) absorption intensity


(nm)
in the absorption spectrum was evaluated as



the absorption peak wavelength.


Molar extinction
The intensity of the absorption peak having the


coefficient
longest wavelength in the absorption spectrum


(extinction
(among peaks having an absorption intensity


coefficient (ϵ),
of 1/10 or more of the absorption peak


L/(mol · cm),
wavelength) was divided by the concentration


or M−1 cm−1)
of the solution.


Stokes shift
The Stokes shift was calculated by subtracting


(nm)
the absorption peak wavelength of the absorption



spectrum from the emission peak wavelength



of the emission spectrum.




















TABLE 2







Absorption
Molar




Emission peak
peak
extinction
Stokes



wavelength
wavelength
coefficient
shift


Compound
(nm)
(nm)
(M−1 cm−1)
(nm)




















First
D1-1
458
410




dopant
D1-2
460
415





D1-3
462
417





D1-A
475





Second
D2-1
462
448
9.786
14


dopant
D2-A
461
442
8.456
19







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Evaluation Example 2

The spectral overlap integrals with respect to each of the emission spectra and the absorption spectra of the compounds described in Table 3 were calculated according to Equation 1 (e.g., using an Excel program), and are shown in Table 3.












TABLE 3








Spectral overlap




Compound used
integral of emission



Compound used for
for measuring
spectrum and



measuring emission
absorption
absorption spectrum



spectrum
spectrum
(M−1 cm−1 nm4)








D1-1
D2-1
1.62 × 1015



D1-2
D2-1
1.76 × 1015



D1-3
D2-1
1.60 × 1015



D1-A
D2-A
1.32 × 1015









Evaluation Example 3

A low temperature (4 K) emission spectrum and a room temperature (300 K) emission spectrum of thin films formed by depositing each compound described in Table 4 to a thickness of 300 Å were each measured using a spectrophotometer using the method(s) in Table 1, and then 1) a lowest excited triplet (T1) energy level was evaluated by comparing the room and low temperature emission spectra and analyzing a peak observed only in the low temperature emission spectrum, and 2) a lowest excited singlet (S1) energy level was evaluated by converting the emission peak wavelength in the room temperature emission spectrum from nm into eV, and the results are shown in Table 4:












TABLE 4






Compound
T1 (eV)
S1 (eV)




















First dopant
D1-1
2.82





D1-2
2.72





D1-3
2.67





D1-A
2.60




Second dopant
D2-1

2.67




D2-A

2.51









Example 1

A 15 Ωcm2 (1,200 Å) ITO glass substrate (anode) available from Corning Inc. was cut to a size of 50 mm×50 mm×0.7 mm, sonicated using isopropyl alcohol and pure water for 5 minutes each, and then cleaned by ultraviolet irradiation and ozone exposure for 30 minutes. Then, the resultant glass substrate was loaded onto a vacuum deposition apparatus.


2-TNATA was vacuum-deposited on the glass substrate to form a hole injection layer having a thickness of 600 Å, and then HAT-CN was vacuum-deposited thereon to form a hole transport layer having a thickness of 300 Å.


A host (mCBP), a first dopant, and a second dopant were co-deposited on the hole transport layer at a weight ratio of 90:5:5 to form an emission layer having a thickness of 300 Å. The first dopant and the second dopant are the same as described in Table 5.


Subsequently, ET1 was vacuum-deposited on the emission layer to form an electron transport layer having a thickness of 300 Å. Yb was vacuum-deposited on the electron transport layer to form an electron injection layer having a thickness of 10 Å, and Al was vacuum-deposited thereon to form a cathode having a thickness of 3,000 Å, thereby completing manufacture of an organic light-emitting device.




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Examples 2 and 3 and Comparative Example A

Organic light-emitting devices were manufactured in substantially the same manner as in Example 1, except that the compounds described in Table 5 were respectively used in forming the emission layer.


Evaluation Example 4

The driving voltage at a current density of 10 mA/cm2, external quantum efficiency (EQE), lifespan (LT50), and color coordinates of the organic light-emitting devices manufactured in Examples 1 to 3 and Comparative Example A were measured using the following methods, and the results thereof are shown in Table 5:

    • Color coordinates: Power was supplied from a current-voltmeter (Keithley SMU 236), and the color coordinates were measured using a luminance meter PR650.
    • Luminance: Power was supplied from a current-voltmeter (Keithley SMU 236), and luminance was measured using a luminance meter PR650.
    • Efficiency: Power was supplied from a current-voltmeter (Keithley SMU 236), and efficiency was measured using a luminance meter PR650.


Lifespan (LT50) indicates an amount of time that was taken until the luminance was reduced to 50% of initial luminance of 100%.














TABLE 5








Composition
Driv-






of
ing
External





emission layer
volt-
quantum

Color














First
Second
age
efficiency
LT50
coordinates















dopant
dopant
(V)
(%)
(hours)
CIEx
CIEy

















Example 1
D1-1
D2-1
4.4
19.8
460
0.128
0.130


Example 2
D1-2
D2-1
4.5
18.2
440
0.122
0.129


Example 3
D1-3
D2-1
4.5
16.3
350
0.127
0.132


Compara-
D1-A
D2-A
4.5
7.3
70
0.127
0.157


tive









Example A









From Table 5, it is confirmed that the light-emitting devices of Examples 1 to 3 emit blue light and have improved driving voltage, improved external quantum efficiency, and improved lifespan characteristics, compared to the light-emitting device of Comparative Example A.


The light-emitting devices according to embodiments of the present disclosure may have low driving voltage, high external quantum efficiency, and/or long lifespan. Also, an electronic apparatus may be manufactured using the light-emitting devices.


It should be understood that the 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 being available for other similar features or aspects in other embodiments. While one or more embodiments have been described with reference to the drawings, it will be understood by those of ordinary skill in the art that various suitable changes in form and details may be made therein without departing from the spirit and scope of the present disclosure, as defined by the following claims and equivalents thereof.

Claims
  • 1. A light-emitting device comprising: a first electrode;a second electrode facing the first electrode; andan interlayer between the first electrode and the second electrode and comprising an emission layer,wherein the emission layer comprises a host, a first dopant, and a second dopant,the host, the first dopant, and the second dopant are different from each other, the first dopant is a phosphorescent dopant,a Stokes shift of the second dopant is less than or equal to 15 nm,a spectral overlap integral of an emission spectrum of the first dopant and an absorption spectrum of the second dopant is greater than or equal to 1.5×1015 M−1 cm−1 nm4, andthe spectral overlap integral is evaluated by Equation 1: J(λ)=∫0∞ε(λ)λ4FD(λ)dλ,  Equation 1wherein, in Equation 1,J(λ) is the spectral overlap integral of the emission spectrum of the first dopant and the absorption spectrum of the second dopant in units of M−1 cm−1 nm4,ε(λ) is a molar extinction coefficient of the second dopant calculated from the absorption spectrum of the second dopant in units of M−1 cm−1,λ is the wavelength of the emission spectrum and the absorption spectrum in units of nm, andFD(λ) is the normalized emission spectrum of the first dopant, andwherein the emission spectrum of the first dopant is an emission spectrum evaluated at room temperature in a 5 μM toluene solution of the first dopant, andthe absorption spectrum of the second dopant is an absorption spectrum evaluated at room temperature in a 5 μM toluene solution of the second dopant.
  • 2. The light-emitting device of claim 1, wherein the first dopant is a transition metal-containing organometallic compound.
  • 3. The light-emitting device of claim 1, wherein the Stokes shift of the second dopant is greater than or equal to 5 nm and less than or equal to 15 nm.
  • 4. The light-emitting device of claim 1, wherein the spectral overlap integral is greater than or equal to 1.5×1015 M−1 cm−1 nm4 and less than or equal to 2.0×1015 M−1 cm−1 nm4.
  • 5. The light-emitting device of claim 1, wherein an emission peak wavelength in the emission spectrum of the first dopant is greater than or equal to 430 nm and less than or equal to 470 nm.
  • 6. The light-emitting device of claim 1, wherein an emission peak wavelength in the emission spectrum of the first dopant is greater than an absorption peak wavelength in the absorption spectrum of the second dopant.
  • 7. The light-emitting device of claim 1, wherein excitons are to transition from a lowest excitation triplet energy level (T1) of the first dopant to a lowest excitation singlet energy level (S1) of the second dopant, and excitons at the lowest excitation singlet energy level (S1) of the second dopant are to transition to a ground state to thereby emit light.
  • 8. The light-emitting device of claim 1, wherein, the second dopant is to emit greater than or equal to 80% of the total emission components to be emitted from the emission layer.
  • 9. The light-emitting device of claim 1, wherein the emission layer is to emit blue light having an emission peak wavelength of greater than or equal to 420 nm and less than or equal to 470 nm.
  • 10. The light-emitting device of claim 1, wherein the emission layer is to emit blue light having a CIEx color coordinate of greater than or equal to 0.115 and less than or equal to 0.135, and a CIEy color coordinate of greater than or equal to 0.120 and less than or equal to 0.140.
  • 11. The light-emitting device of claim 1, wherein a sum of an amount of the first dopant and an amount of the second dopant is less than an amount of the host.
  • 12. The light-emitting device of claim 1, wherein a sum of an amount of the first dopant and an amount of the second dopant is greater than or equal to 0.1 parts by weight and less than or equal to 30 parts by weight, based on a total of 100 parts by weight of the emission layer.
  • 13. The light-emitting device of claim 1, wherein the first dopant is an organometallic compound comprising platinum and a tetradentate ligand.
  • 14. The light-emitting device of claim 1, wherein the second dopant does not include a transition metal.
  • 15. The light-emitting device of claim 1, wherein the second dopant is a delayed fluorescence dopant satisfying Equation 3-2: ΔEST=S1(D2)−T1(D2)≤0.3 eV, and  Equation 3-2wherein, in Equation 3-2,S1(D2) is a lowest excitation singlet energy level of the second dopant, andT1(D2) is a lowest excitation triplet energy level of the second dopant.
  • 16. The light-emitting device of claim 1, wherein the second dopant comprises a condensed cyclic ring in which at least one first ring and at least one second ring are condensed with each other, the at least one first ring is a 6-membered ring comprising boron (B) as a ring-forming atom, andthe at least one second ring is a pyrrole group, a furan group, a thiophene group, a benzene group, a pyridine group, or a pyrimidine group.
  • 17. The light-emitting device of claim 1, wherein the second dopant is a prompt fluorescence dopant.
  • 18. An electronic apparatus comprising the light-emitting device of claim 1.
  • 19. The electronic apparatus of claim 18, further comprising a thin-film transistor, wherein the thin-film transistor comprises a source electrode and a drain electrode, andthe first electrode of the light-emitting device is electrically connected to at least one of the source electrode or the drain electrode of the thin-film transistor.
  • 20. The electronic apparatus of claim 18, further comprising a color filter, a color conversion layer, a touch screen layer, a polarizing layer, or any combination thereof.
Priority Claims (2)
Number Date Country Kind
10-2020-0011347 Jan 2020 KR national
10-2021-0011975 Jan 2021 KR national