QUANTUM DOT, METHOD OF PREPARING THE SAME, AND INK COMPOSITION, LIGHT-EMITTING DEVICE, OPTICAL MEMBER, AND APPARATUS INCLUDING THE QUANTUM DOT

Information

  • Patent Application
  • 20230345749
  • Publication Number
    20230345749
  • Date Filed
    March 07, 2023
    a year ago
  • Date Published
    October 26, 2023
    a year ago
Abstract
A method of preparing a quantum dot, the method being capable of controlling an energy level of a quantum dot is provided. A quantum dot having a controlled energy level, and a light-emitting device, an optical member, and an apparatus that include the quantum dot are also provided.
Description
CROSS REFERENCE TO RELATED APPLICATION

This application claims priority to and the benefit of Korean Patent Application No. 10-2022-0037405, filed on Mar. 25, 2022, in the Korean Intellectual Property Office, the entire content of which is hereby incorporated by reference.


BACKGROUND
1. Field

Aspects of one or more embodiments of the present disclosure relate to a quantum dot, a method of preparing the same, and an ink composition, a light-emitting device, an optical member, and an apparatus that include the quantum dot.


2. Description of the Related Art

Quantum dots are nanocrystals of semiconductor materials and exhibit a quantum confinement effect. When quantum dots reach an energy excited state by receiving light from an excitation source, they emit energy according to a corresponding energy band gap by themselves. In this regard, even in the same material, the wavelength varies depending on the particle size, and accordingly, by adjusting the size of quantum dots, light having the desired wavelength range may be obtained, and excellent color purity and high luminescence efficiency may be obtained. Thus, quantum dots are applicable to one or more suitable devices.


In addition, a quantum dot can be utilized as a material that performs one or more suitable optical functions (for example, a photo-conversion function) in optical members. Quantum dots, as nano-sized semiconductor nanocrystals, may have different energy band gaps by adjusting the size and composition of the nanocrystals, and thus may emit light of one or more suitable emission wavelengths.


An optical member including such quantum dots may have the form of a thin film, for example, a thin film patterned for each subpixel. Such an optical member may be utilized as a color conversion member of a device including one or more suitable light sources.


SUMMARY

An aspect of one or more embodiments of the present disclosure include a quantum dot having reduced surface defects, a method of preparing the quantum dot, and a light-emitting device, an optical member, and an apparatus that include the quantum dot.


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


According to one or more embodiments, a quantum dot includes

  • a nanoparticle, and
  • at least one ligand on a surface the nanoparticle,
  • wherein the quantum dot has a first emission spectrum,
  • the first emission spectrum does not include a photoluminescence peak (e.g., does not include any photoluminescence peak) in a range of about 400 nm to about 800 nm, and
  • the first emission spectrum is measured from a solution containing the quantum dot.


According to one or more embodiments, a method of preparing a quantum dot includes

  • forming a first mixture including a core precursor, a first ligand precursor, and a first solvent; and
  • forming, from the mixture, a first nano-intermediate including a core and a first ligand, followed by forming a second mixture including the first nano-intermediate, wherein
  • the method further includes step or act (1) or both steps or acts (1) and (2).


Regarding the method of preparing the quantum dot,


Step or act (1) includes forming a quantum dot by heating the second mixture at a temperature in a range of about 250° C. to about 350° C., and


Step or act (2) includes: forming a third mixture by adding a second ligand precursor to the quantum dot;

  • forming, from the third mixture, a second nano-intermediate including a second nano-intermediate, a core, and a second ligand, followed by forming a fourth mixture including the second nano-intermediate; and
  • forming a quantum dot by heating the fourth mixture at a temperature in a range of about 250° C. to about 350° C.


According to one or more embodiments, a light-emitting device includes a first electrode, a second electrode facing the first electrode, and an interlayer between the first electrode and the second electrode and including an emission layer, wherein the emission layer includes the quantum dot.


According to one or more embodiments, an optical member includes the quantum dot.


According to one or more embodiments, an apparatus includes the quantum dot.





BRIEF DESCRIPTION OF THE DRAWINGS

The above and other aspects and features 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 showing a photoluminescence spectrum of quantum dots according to an embodiment of the present disclosure;



FIG. 2 is a diagram showing a photoluminescence spectrum of quantum dots according to an embodiment of the present disclosure;



FIG. 3 is a schematic view of a structure of a light-emitting device according to an embodiment of the present disclosure;



FIG. 4 is a schematic cross-sectional view of a light-emitting apparatus according to an embodiment of the present disclosure;



FIG. 5 is a schematic cross-sectional view of a light-emitting apparatus according to an embodiment of the present disclosure; and



FIG. 6 shows a change in current density with respect to voltage of a light-emitting apparatus according to an embodiment of the present disclosure.





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, by referring to the drawings, to explain aspects of the present description. As utilized 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”, “at least one selected from among a, b, and c,” etc., indicates only a, only b, only c, both (e.g., simultaneously) a and b, both (e.g., simultaneously) a and c, both (e.g., simultaneously) b and c, all of a, b, and c, or variations thereof.


Because the disclosure may have diverse modified embodiments, embodiments are illustrated in the drawings and are described in the detailed description. An effect and a characteristic of the disclosure, and a method of accomplishing these will be apparent when referring to embodiments described with reference to the drawings. The disclosure may, however, be embodied in many different forms and should not be construed as limited to the embodiments set forth herein.


Hereinafter, embodiments of the present disclosure will be described in more detail with reference to the accompanying drawings. The same or corresponding components will be denoted by the same reference numerals, and thus redundant description thereof may be omitted.


It will be understood that although the terms “first,” “second,” etc. may be utilized herein to describe one or more suitable components, these components should not be limited by these terms. These components are only utilized to distinguish one component from another.


An expression utilized 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 “comprises” and/or “comprising” utilized 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.


In the following embodiments, when one or more suitable components such as layers, films, regions, plates, etc. are said to be “on” another component, this may include not only an embodiment in which other components are “immediately on” the layers, films, regions, or plates, but also an embodiment in which other components may be placed therebetween. Sizes of elements in the drawings may be exaggerated for convenience of explanation. For example, because sizes and thicknesses of components in the drawings are arbitrarily illustrated for convenience of explanation, the following embodiments are not limited thereto.


Quantum Dot

An aspect of one or more embodiments of the present disclosure is directed toward a quantum dot, the quantum dot including:

  • a nanoparticle; and at least one ligand on a surface of the nanoparticle, wherein
  • the quantum dot has a first emission spectrum, and the first emission spectrum does not include a (e.g., any) photoluminescence peak in a range of about 400 nm to about 800 nm and is measured with respect to a solution containing the quantum dot.


In the quantum dot according to an embodiment,


the nanoparticle may include one or more selected from among a metal oxide, a metalloid oxide, and a non-metal oxide.


In the quantum dot according to an embodiment,


the nanoparticle may include one or more selected from among a binary compound and a ternary compound.


In the quantum dot according to an embodiment,

  • the binary compound may include one or more selected from among SiO2, Al2O3, TiO2, ZnO, MnO, Mn2O3, Mn3O4, CuO, FeO, Fe2O3, Fe3O4, CoO, Co3O4, and NiO, and
  • the ternary compound may include one or more selected from among MgAl2O4, CoFe2O4, NiFe2O4, and CoMn2O4, or may be a compound in which one or more metal atoms are doped on the binary compound.


In the quantum dot according to an embodiment,


the at least one ligand may include a main chain and a functional group, wherein the main chain (longest chain) may be hydrophobic, and the functional group may include a site chemically bonded to the nanoparticle.


In the quantum dot according to an embodiment,


the main chain may include one or more selected from among a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C3-C60 cycloalkyl group, and a C6-C60 aryl group.


In the quantum dot according to an embodiment,


the functional group may include one or more unshared electron pairs, one or more multiple bonds between carbon atoms, or one or more multiple bonds between a carbon atom and a hetero atom.


In the quantum dot according to an embodiment,


the functional group may have non-aromatic properties or aromatic properties.


In the quantum dot according to an embodiment,


the functional group may include one or more residues selected from among residues of a hydroxyl group, an alkoxy group, an ether group, an aldehyde group, a ketone group, a carboxylic acid group, an ester group, a carbonate group, an amine group, an imine group, an amide group, a cyano group, a thiol group, and a sulfide group.


In the quantum dot according to an embodiment,


the nanoparticle may not have a defect site on a surface thereof, thereby having a smooth surface.


In the quantum dot according to an embodiment, a form of the quantum dot is not limited, and may be any form generally utilized/generally available in the art.


For example, the quantum dot may be a substantially spherical, pyramidal, multi-arm, or cubic nanoparticle, nanotube, nanowire, nanofiber, or nanoplate particle.


In the quantum dot according to an embodiment, the quantum dot may not have a trap level.


In the quantum dot according to an embodiment, an average diameter of the quantum dot may be, for example, in a range of about 1 nm to about 10 nm.


Preparation Method of Quantum Dot

Another aspect of one or more embodiments of the present disclosure is directed toward a method of preparing the quantum dot, the method including:

  • forming a first mixture including a core precursor, a first ligand precursor, and a first solvent, and
  • forming, from the first mixture, a first nano-intermediate including a core and a first ligand, followed by forming a second mixture including the first nano-intermediate, wherein
  • the method includes step or act (1) or both steps or acts (1) and (2).


Step or act (1) may include forming a quantum dot by heating the second mixture at a temperature in a range of 250° C. to 350° C., and


Step or act (2) may include: forming a third mixture by adding a second ligand precursor to the quantum dot formed in step (1);

  • forming, from the third mixture, a second nano-intermediate including a second nano-intermediate, a core, and a second ligand, followed by forming a fourth mixture including the second nano-intermediate; and
  • modifying the surface of the quantum dot by heating the fourth mixture at a temperature of about 20° C. to about 100° C.


In the method of preparing the quantum dot according to an embodiment,


regarding the forming of the quantum dot by heating the second mixture, the heating may be performed for at least 1 hour.


In the method of preparing the quantum dot according to an embodiment,


regarding the forming of the quantum dot by heating the fourth mixture, the heating may be performed for at least 1 hour.


In the method of preparing the quantum dot according to an embodiment, the first ligand may be hydrophobic.


In the method of preparing the quantum dot according to an embodiment, the second ligand may be hydrophilic.


In the method of preparing the quantum dot according to an embodiment,


formal charges of the first ligand and the second ligand may each independently be positive, negative, or neutral.


A quantum dot prepared by any one of the embodiments of the method of preparing the quantum dot may be additionally provided.


Based on total 100 parts by weight of the first mixture, an amount of the core precursor may be in a range of about 1 part by weight to about 10 parts by weight.


Based on total 100 parts by weight of the first mixture, an amount of the first ligand precursor may be in a range of about 0.5 part by weight to about 5 parts by weight.


Based on total 100 parts by weight of the first mixture, an amount of the solvent may be in a range of about 80 parts by weight to about 99 parts by weight.


Based on total 100 parts by weight of the third mixture, an amount of the second ligand precursor may be in a range of about 30 parts by weight to about 70 parts by weight.


Ink Composition

Another aspect of one or more embodiments of the present disclosure is directed toward


an ink composition including the quantum dot of any one of the embodiments and a solvent.


In the ink composition according to an embodiment,


based on total 100 parts by weight of the ink composition, an amount of the solvent may be in a range of about 80 parts by weight to about 99 parts by weight.


The ink composition according to an embodiment may satisfy all of Condition 1) to Condition 3):

  • Condition 1) viscosity of the ink composition is in a range of about 2 cP to about 10 cP;
  • Condition 2) surface tension of the ink composition is in a range of about 20 dyne/cm to about 40 dyne/cm; and
  • Condition 3) vapor pressure of the ink composition is less than or equal to 10-2 mm Hg.


In the ink composition according to an embodiment,

  • the quantum dot may include a first ligand, and
  • the solvent may be hydrophobic.


In the ink composition according to an embodiment,


the hydrophobic solvent may include one or more selected from among an aliphatic hydrocarbon-based material and an aromatic hydrocarbon-based material.


In the ink composition according to an embodiment,


the hydrophobic solvent may include one or more selected from among: an alkane-based material such as n-pentane, n-hexane, n-heptane, n-octane, n-nonane, n-decane, dodecane, hexadecane, oxadecane, and/or the like; a haloalkane-based material such as dichloromethane, 1,2-dichloroethane, 1,1,2-trichloroethane, and/or the like; a cycloalkane-based material such as cyclohexane, methylcyclohexane, and/or the like; an aryl-based material such as toluene, xylene, mesitylene, ethylbenzene, n-hexylbenzene, cyclohexylbenzene, trimethylbenzene, tetrahydronaphthalene, and/or the like; and a haloaryl-based material such as chlorobenzene, o-dichlorobenzene, cyclohexylbenzene, and/or the like.


In the ink composition according to an embodiment,

  • the quantum dot may include a second ligand, and
  • the solvent may be hydrophilic.


In the ink composition according to an embodiment,


the hydrophilic solvent may include one or more selected from among an alcohol group, an ether group, a ketone group, and an ester group.


In the ink composition according to an embodiment,


the hydrophilic solvent may include one or more selected from among: an alkyleneglycol alkylether-basedmaterial such as ethyleneglycol monomethylether, ethyleneglycol monoethylether, ethyleneglycol monopropylether, ethyleneglycol monobutylether, propyleneglycol monomethylether, propyleneglycol methylethylether, and/or the like; a diethyleneglycol dialkylether-based material such as diethyleneglycol dimethylether, diethyleneglycol diethylether, diethyleneglycol dipropylether, diethyleneglycol dibutylether, and/or the like; an alkyeneglycol alkyletheracetate-based material such as methyl cellosolve acetate, ethyl cellosolve acetate, propyleneglycol monomethyletheracetate, propyleneglycol monoethyletheracetate, propyleneglycol monopropyletheracetate, and/or the like; an alkoxyalkylacetate-based material such as methoxybutylacetate, methoxypentylacetate, and/or the like; an aromatic hydrocarbon-based material such as benzene, toluene, xylene, mesithylene, and/or the like; a ketone-based material such as methylethylketone, acetone, methylamyketone, methylisobutylketone, cyclohexanone, and/or the like; an alcohol-based material such as ethanol, propanol, butanol, hexanol, cyclohexanol, ethyleneglycol, glycerine, and/or the like; an ester-based material such as 3-ethoxypropionate ethyl ester, 3-methoxypropionate methyl ester, 3-phenyl-propionate ethyl ester, and/or the like; a cyclic ester-based material such as Y-butyrolactone and/or the like; and methoxybenzene (anisole).


Based on total 100 parts by weight of the ink composition, an amount of the quantum dot may be in a range of about 1.0 part by weight to about 10 parts by weight, for example, about 2 parts by weight to about 5 parts by weight.


Based on total 100 parts by weight of the ink composition, an amount of the solvent may be in a range of about 80 parts by weight to about 99.9 parts by weight, for example, about 90 parts by weight to about 99.8 parts by weight.


Optical Member and Apparatus

Another aspect of one or more embodiments of the present disclosure is directed toward an optical member including the quantum dot of any one of the embodiments.


Another aspect of one or more embodiments of the present disclosure is directed toward an apparatus including the optical member of any one of the embodiments.


The apparatus according to an embodiment may further include a light source, and


the quantum dot may be in a path of light emitted from the light source.


In the apparatus according to an embodiment, the light source may be an organic light-emitting device (OLED) or a light-emitting diode (LED).


In the apparatus according to an embodiment,

  • at least one region of the optical member may include the quantum dot, and
  • the at least one region may absorb light emitted from the light source.


In the apparatus according to an embodiment,


the at least one region may absorb light having an emission wavelength in a range of about 200 nm to about 400 nm.


The quantum dot according to an embodiment may have a first emission spectrum, and the first emission spectrum may not include a photoluminescence peak in a range of about 400 nm to about 800 nm. In addition, the quantum dot according to an embodiment may not have a trap level, and thus the quantum dot may not have a surface defect which causes the trap level.


As a result, the physical-chemical properties of the quantum dot may be substantially uniformly obtained, thereby improving the efficiency of delivering electrons and/or holes through the quantum dot. In addition, due to the absence of the surface defect, damage to the quantum dot by the delivery of electrons and/or holes may be delayed, thereby improving the lifespan of the quantum dot.


Furthermore, the method of preparing the quantum dot according to an embodiment may include heating at a temperature in a range of about 250° C. to about 350° C., so that the quantum dot having no surface defect may be easily obtained in a high yield. In addition, types (kinds) and amounts of the ligand bonded to the quantum dot by the method of preparing the quantum dot may be easily changed.


Accordingly, depending on one or more suitable purposes, a quantum dot having different physical-chemical properties may be easily prepared, and the physical-chemical properties of the quantum dot may be reproduced with high reproducibility by the method of preparing the quantum dot. Furthermore, the process cost consumed in the preparation of the quantum dot may be saved (i.e., process costs are lower).


Furthermore, a device, an optical member, and an apparatus that include the quantum dot may have improved efficiency and a long lifespan.


Light-Emitting Device

Another aspect of one or more embodiments of the present disclosure is directed toward a light-emitting device including:

  • a substrate;
  • a first electrode on the substrate;
  • a second electrode facing the first electrode; and
  • an interlayer between the first electrode and the second electrode and including an emission layer, wherein
  • the interlayer includes the quantum dot according to any one of the embodiments.


The light-emitting device according to an embodiment may satisfy one of Conditions i) to iv):

  • Condition i)
    • the first electrode is an anode, and the second electrode is a cathode,
    • the interlayer further includes a hole transport region between the first electrode and the emission layer and an electron transport region between the emission layer and the second electrode, and
    • the electron transport region includes the quantum dot according to an embodiment;
  • Condition ii)
    • the first electrode is an anode, and the second electrode is a cathode,
    • the interlayer further includes a hole transport region between the first electrode and the emission layer and an electron transport region between the emission layer and the second electrode, and
    • the hole transport region includes the quantum dot according to an embodiment;
  • Condition iii)
    • the first electrode is a cathode, and the second electrode is an anode,
    • the interlayer further includes an electron transport region between the first electrode and the emission layer and a hole transport region between the emission layer and the second electrode, and
    • the electron transport region includes the quantum dot according to an embodiment; and
  • Condition iv)
    • the first electrode is a cathode, and the second electrode is an anode,
    • the interlayer further includes an electron transport region between the first electrode and the emission layer and a hole transport region between the emission layer and the second electrode, and
    • the hole transport region includes the quantum dot according to an embodiment.



FIG. 3 is a schematic cross-sectional view of a light-emitting device 30 according to an embodiment. The light-emitting device 30 includes a first electrode 110, an interlayer 130, and a second electrode 150.


Hereinafter, a structure of the light-emitting device 30 according to an embodiment and a method of manufacturing the light-emitting device 30 will be described with reference to FIG. 3.


The interlayer or the emission layer may include the quantum dot.


First Electrode 110

In FIG. 3, a substrate may be additionally arranged under the first electrode 110 or above the second electrode 150. In an embodiment, as the substrate, a glass substrate or a plastic substrate may be utilized. In one or more embodiments, the substrate may be a flexible substrate, and for example, may include plastics with excellent heat resistance and durability, such as polyimide, polyethylene terephthalate (PET), polycarbonate, polyethylene napthalate, polyarylate (PAR), polyetherimide, or one or more combinations 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 material for forming the first electrode 110 may be a high-work function material that facilitates injection of holes.


The first electrode 110 may be a reflective electrode, a semi-transmissive electrode, or a transmissive electrode. In an embodiment, 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 one or more combinations thereof. In one or more embodiments, when the first electrode 110 is a semi-transmissive electrode or a reflective electrode, a material for forming the first electrode 110 may include magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al—Li), calcium (Ca), magnesium-indium (Mg—In), magnesium-silver (Mg—Ag), or one or more combinations thereof.


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


Interlayer 130

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


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


In an embodiment, the interlayer 130 may further include, in addition to one or more suitable organic materials, a metal-containing compound such as an organometallic compound, an inorganic material such as a quantum dot, and/or the like.


For example, the interlayer 130 may include a quantum dot. I, the quantum dot is the same as described above.


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 between the two or more emitting units. When the interlayer 130 includes the two or more emitting units and the charge generation layer, the light-emitting device 30 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 (e.g., consisting of) multiple materials that are different from each other, or iii) a multi-layered structure including multiple materials including multiple materials that are different from each other.


The hole transport region may include a hole injection layer, a hole transport layer, an emission auxiliary layer, an electron blocking layer, or one or more combinations thereof.


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


The hole transport region may include the quantum dot according to an embodiment, a compound represented by Formula 201, a compound represented by Formula 202, or one or more combinations thereof:




embedded image - Formula 201




embedded image - Formula 202


wherein, 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 bonded 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 (for example, a carbazole group, etc.) unsubstituted or substituted with at least one R10a (for example, Compound HT16, etc.),
  • R203 and R204 may optionally be bonded 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.


For example, each of Formulae 201 and 202 may include at least one selected from among groups represented by Formulae CY201 to CY217:




embedded image - CY201




embedded image - CY202




embedded image - CY203




embedded image - CY204 CY205




embedded image - CY206




embedded image - CY207




embedded image - CY208 CY209




embedded image - CY210




embedded image - CY211




embedded image - CY212




embedded image - CY213




embedded image - CY214




embedded image - CY215




embedded image - CY216




embedded image - CY217


wherein, in Formulae CY201 to CY217, R10b and R10C may each 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 R10a.


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


In one or more embodiments, each of Formulae 201 and 202 may include at least one selected from among the groups represented by Formulae CY201 to CY203.


In one or more embodiments, Formula 201 may include at least one selected from among the groups represented by Formulae CY201 to CY203 and at least one selected from among the groups represented by Formulae CY204 to CY217.


In one or more embodiments, in Formula 201, xa1 may be 1, R201 may be one of the groups represented by Formulae CY201 to CY203, xa2 may be 0, and R202 may be one of the groups represented by Formulae CY204 to CY207.


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


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


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


For example, the hole transport region may include one or more of Compounds HT1 to HT46, m-MTDATA, TDATA, 2-TNATA, NPB(NPD), β-NPB, TPD, Spiro-TPD, Spiro-NPB, methylated NPB, TAPC, HMTPD, 4,4’,4″-tris(N-carbazolyl)triphenylamine (TCTA), polyaniline/dodecylbenzenesulfonic acid (PANI/DBSA), poly(3,4-ethylenedioxythiophene)/poly(4-styrenesulfonate) (PEDOT/PSS), polyaniline/camphor sulfonic acid (PANI/CSA), polyaniline/poly(4-styrenesulfonate) (PANI/PSS), or one or more combinations thereof:




embedded image - HT1




embedded image - HT2




embedded image - HT3




embedded image - HT4




embedded image - HT5




embedded image - HT6




embedded image - HT7




embedded image - HT8




embedded image - HT9




embedded image - HT10




embedded image - HT11




embedded image - HT12




embedded image - HT13




embedded image - HT14




embedded image - HT15




embedded image - HT16




embedded image - HT17




embedded image - HT18




embedded image - HT19




embedded image - HT20




embedded image - HT21




embedded image - HT22




embedded image - HT23




embedded image - HT24




embedded image - HT25




embedded image - HT26




embedded image - HT27




embedded image - HT28




embedded image - HT29




embedded image - HT30




embedded image - HT31




embedded image - HT32




embedded image - HT33




embedded image - HT34




embedded image - HT35




embedded image - HT36




embedded image - HT37




embedded image - HT38




embedded image - HT39




embedded image - HT40




embedded image - HT41




embedded image - HT42




embedded image - HT43




embedded image - HT44




embedded image - HT45




embedded image - HT46




embedded image - m-MTDATA




embedded image - TDATA




embedded image - 2-TNATA




embedded image - NPB




embedded image




embedded image




embedded image - Spiro-TPD




embedded image - Spiro-NPB




embedded image - methylated-NPB




embedded image - TAPC




embedded image - HMTPD


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 a 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 x1,500 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 light-emission efficiency by compensating for an optical resonance distance according to the wavelength of light emitted by the emission layer, and the electron blocking layer may block the leakage of electrons from the emission layer to the hole transport region. Materials that may be included in the hole transport region may be included in the emission auxiliary layer and the electron blocking layer.


P-Dopant

The hole transport region may further include, in addition to these materials, a charge-generation material for the improvement of conductive properties. The charge-generation 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-generation material).


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


For example, the p-dopant may have a LUMO energy level of about -3.5 eV or less.


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


Examples of the quinone derivative may be TCNQ, F4-TCNQ, and/or the like.


Examples of the cyano group-containing compound may be HAT-CN, a compound represented by Formula 221, and/or the like:




embedded image - TCNQ




embedded image - F4-TCNQ




embedded image - HAT-CN




embedded image - Formula 221


wherein, 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, and
  • at least one selected from among 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 one or more combinations thereof; or one or more combinations thereof.


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


Examples of the metal may include an alkali metal (for example, lithium (Li), sodium (Na), potassium (K), rubidium (Rb), cesium (Cs), etc.); alkaline earth metal (for example, beryllium (Be), magnesium (Mg), calcium (Ca), strontium (Sr), barium (Ba), etc.); 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), etc.); post-transition metal (for example, zinc (Zn), indium (In), tin (Sn), etc.); 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), etc.); and/or the like.


Examples of the metalloid may include silicon (Si), antimony (Sb), tellurium (Te), and/or the like.


Examples of the non-metal may include oxygen (O), halogen (for example, F, CI, Br, I, etc.), and/or the like.


Examples of the compound including element EL1 and element EL2 may include metal oxide, metal halide (for example, metal fluoride, metal chloride, metal bromide, metal iodide, etc.), metalloid halide (for example, metalloid fluoride, metalloid chloride, metalloid bromide, metalloid iodide, etc.), metal telluride, or one or more combinations thereof.


Examples of the metal oxide may include tungsten oxide (for example, WO, W2O3, WO2, WO3, W2O5, etc.), vanadium oxide (for example, VO, V2O3, VO2, V2O5, etc.), molybdenum oxide (MoO, Mo2O3, MoO2, MoO3, Mo2O5, etc.), rhenium oxide (for example, ReO3, etc.), and/or the like.


Examples of the metal halide may include alkali metal halide, alkaline earth metal halide, transition metal halide, post-transition metal halide, lanthanide metal halide, and/or the like.


Examples of the alkali metal halide may include LiF, NaF, KF, RbF, CsF, LiCl, NaCl, KCl, RbCl, CsCl, LiBr, NaBr, KBr, RbBr, CsBr, Lil, Nal, Kl, Rbl, Csl, and/or the like.


Examples of the alkaline earth metal halide may include BeF2, MgF2, CaF2, SrF2, BaF2, BeCl2, MgCl2, CaCl2, SrCl2, BaCl2, BeBr2, MgBr2, CaBr2, SrBr2, BaBr2, Bel2, Mgl2, Cal2, Srl2, Bal2, and/or the like.


Examples of the transition metal halide may include titanium halide (for example, TiF4, TiCl4, TiBr4, Til4, etc.), zirconium halide (for example, ZrF4, ZrCl4, ZrBr4, Zrl4, etc.), hafnium halide (for example, HfF4, HfCl4, HfBr4, Hfl4, etc.), vanadium halide (for example, VF3, VCls, VBr3, Vl3, etc.), niobium halide (for example, NbF3, NbCl3, NbBr3, Nbl3, etc.), tantalum halide (for example, TaF3, TaCl3, TaBr3, Tals, etc.), chromium halide (for example, CrF3, CrCl3, CrBr3, Crl3, etc.), molybdenum halide (for example, MoF3, MoCl3, MoBr3, Mol3, etc.), tungsten halide (for example, WF3, WCl3, WBr3, Wl3, etc.), manganese halide (for example, MnF2, MnCl2, MnBr2, Mnl2, etc.), technetium halide (for example, TcF2, TcCl2, TcBr2, Tcl2, etc.), rhenium halide (for example, ReF2, ReCl2, ReBr2, Rel2, etc.), iron halide (for example, FeF2, FeCl2, FeBr2, Fel2, etc.), ruthenium halide (for example, RuF2, RuCl2, RuBr2, Rul2, etc.), osmium halide (for example, OsF2, OsCl2, OsBr2, Osl2, etc.), cobalt halide (for example, CoF2, CoCl2, CoBr2, Col2, etc.), rhodium halide (for example, RhF2, RhCl2, RhBr2, Rhl2, etc.), iridium halide (for example, IrF2, IrCl2, IrBr2, Irl2, etc.), nickel halide (for example, NiF2, NiCl2, NiBr2, Nil2, etc.), palladium halide (for example, PdF2, PdCl2, PdBr2, Pdl2, etc.), platinum halide (for example, PtF2, PtCl2, PtBr2, Ptl2, etc.), copper halide (for example, CuF, CuCl, CuBr, Cul, etc.), silver halide (for example, AgF, AgCl, AgBr, Agl, etc.), gold halide (for example, AuF, AuCl, AuBr, Aul, etc.), and/or the like.


Examples of the post-transition metal halide may include zinc halide (for example, ZnF2, ZnCl2, ZnBr2, Znl2, etc.), indium halide (for example, Inl3, etc.), tin halide (for example, Snl2, etc.), and/or the like.


Examples of the lanthanide metal halide may include YbF, YbF2, YbF3, SmF3, YbCl, YbCl2, YbCl3 SmCl3, YbBr, YbBr2, YbBr3 SmBr3, Ybl, Ybl2, Ybl3, Sml3, and/or the like.


Examples of the metalloid halide may include antimony halide (for example, SbCl5, etc.) and/or the like.


Examples of the metal telluride may include alkali metal telluride (for example, Li2Te, a na2Te, K2Te, Rb2Te, Cs2Te, etc.), alkaline earth metal telluride (for example, BeTe, MgTe, CaTe, SrTe, BaTe, etc.), transition metal telluride (for example, TiTe2, ZrTe2, HfTe2, V2Te3, Nb2Tes, Ta2Te3, Cr2Te3, Mo2Tes, W2Te3, MnTe, TcTe, ReTe, FeTe, RuTe, OsTe, CoTe, RhTe, IrTe, NiTe, PdTe, PtTe, Cu2Te, CuTe, Ag2Te, AgTe, Au2Te, etc.), post-transition metal telluride (for example, ZnTe, etc.), lanthanide metal telluride (for example, LaTe, CeTe, PrTe, NdTe, PmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, etc.), and/or the like.


Emission Layer In Interlayer 130

When the light-emitting device 30 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 an embodiment, the emission layer may have a stacked structure of two or more layers of a red emission layer, a green emission layer, and a blue emission layer, in which the two or more layers contact each other or are 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 are mixed with each other in a single layer to emit white light.


The emission layer may include a host and a dopant. The dopant may include a phosphorescent dopant, a fluorescent dopant, or a combination thereof.


In the emission layer, an amount of the dopant may be in a range of about 0.01 parts by weight to about 15 parts by weight based on 100 parts by weight of the host.


In an embodiment, the emission layer may include the quantum dot.


In one or more embodiments, the emission layer may include a delayed fluorescence material. The delayed fluorescence material may act as a host or a dopant in the emission layer.


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 these ranges, excellent (or suitable) luminescence characteristics may be obtained without a substantial increase in driving voltage.


Host

In an embodiment, the host may include a compound represented by Formula 301:




embedded image - Formula 301


wherein, 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 be the same as described in connection with Q1.


For example, when xb11 in Formula 301 is 2 or more, two or more of Ar301 may be bonded to each other via a single bond.


In one or more embodiments, the host may include a compound represented by Formula 301-1, a compound represented by Formula 301-2, or a combination thereof:




embedded image - Formula 301-1




embedded image - Formula 301-2


wherein, 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 be the same as described herein,
  • 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 be the same as described in connection with R301.


In one or more embodiments, the host may include an alkali earth metal complex, a post-transition metal complex, or a combination thereof. In an embodiment, the host may include a Be complex (for example, Compound H55), an Mg complex, a Zn complex, or one or more combinations thereof.


In one or more embodiments, the host may include: one or more of Compounds H1 to H124; 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); or one or more combinations thereof:




embedded image - H1




embedded image - H2




embedded image - H3




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embedded image - H5




embedded image - H6




embedded image - H7




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embedded image - H9




embedded image - H10




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embedded image - H22




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embedded image - H54




embedded image - H55




embedded image - H56




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embedded image - H60




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embedded image - H68




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embedded image - H121




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embedded image - H123




embedded image - H124.


Phosphorescent Dopant

The phosphorescent dopant may include at least one transition metal as a central metal.


The phosphorescent dopant may include a monodentate ligand, a bidentate ligand, a tridentate ligand, a tetradentate ligand, a pentadentate ligand, a hexadentate ligand, or one or more combinations thereof.


The phosphorescent dopant may be electrically neutral.


For example, the phosphorescent dopant may include an organometallic compound represented by Formula 401:




embedded image - Formula 401




embedded image - Formula 402


wherein, in Formulae 401 and 402,

  • M may be a transition metal (for example, iridium (Ir), platinum (Pt), palladium (Pd), osmium (Os), titanium (Ti), gold (Au), hafnium (Hf), europium (Eu), terbium (Tb), rhodium (Rh), rhenium (Re), or thulium (Tm)),
  • L401 may be a ligand represented by Formula 402, and xc1 may be 1, 2, or 3, wherein, when xc1 is 2 or more, two or more of L401 may be identical to or different from each other,
  • L402 may be an organic ligand, and xc2 may be 0, 1, 2, 3, or 4, wherein, when xc2 is 2 or more, two or more of L402 may be identical to or different from each other,
  • X401 and X402 may each independently be nitrogen or carbon,
  • ring A401 and ring A402 may each independently be a C3-C60 carbocyclic group or a C1-C60 heterocyclic group,
  • T401 may be a single bond, *—O—*’, *—S—*’, *—C(═O)—*’, *—N(Q411)—*’, *-C(Q411)(Q412)-*’, *—C(Q411)═C(Q412)—*’, *—C(Q411)═*’, or *═C(Q411)═*’,
  • X403 and X404 may each independently be a chemical bond (for example, a covalent bond or a coordination bond), O, S, N(Q413), B(Q413), P(Q413), C(Q413)(Q414), or Si(Q413)(Q414),
  • Q411 to Q414 may each be the same as described in connection with Q1,
  • R401 and R402 may each independently be hydrogen, deuterium, —F, —Cl, —Br, -l, a hydroxyl group, a cyano group, a nitro group, a C1-C20 alkyl group unsubstituted or substituted with at least one R10a, a C1-C20 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(Q401)(Q402)(Q403), -N(Q401)(Q402), -B(Q401)(Q402), —C(═O)(Q401), —S(═O)2(Q401), or —P(═O)(Q401)(Q402),
  • Q401 to Q403 may each be the same as described in connection with Q1,
  • xc11 and xc12 may each independently be an integer from 0 to 10, and
  • * and *’ in Formula 402 each indicate a binding site to M in Formula 401.


For example, in Formula 402, i) X401 may be nitrogen and X402 may be carbon, or ii) each of X401 and X402 may be nitrogen.


When xc1 in Formula 401 is 2 or more, in two or more of L401, two ring A401(S) may optionally be linked to each other via T402, which is a linking group, and two ring A402(S) may optionally be linked to each other via T403, which is a linking group. T402 and T403 may each be the same as described in connection with T401.


In Formula 401, L402 may be an organic ligand. For example, L402 may include a halogen group, a diketone group (for example, an acetylacetonate group), a carboxylic acid group (for example, a picolinate group), —C(═O), an isonitrile group, a —CN group, a phosphorus group (for example, a phosphine group, a phosphite group, etc.), or one or more combinations thereof.


The phosphorescent dopant may include, for example, one or more of Compounds PD1 to PD39, or one or more combinations thereof:




embedded image - PD1




embedded image - PD2




embedded image - PD3




embedded image - PD4




embedded image - PD5




embedded image - PD6




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embedded image - PD10




embedded image - PD11




embedded image - PD12




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embedded image - PD35




embedded image - PD36




embedded image - PD37




embedded image - PD38




embedded image - PD39


Fluorescent Dopant

The fluorescent dopant may include an amine group-containing compound, a styryl group-containing compound, or a combination thereof.


For example, the fluorescent dopant may include a compound represented by Formula 501:




embedded image - Formula 501


wherein, in Formula 501,

  • Ar501, L501 to L503, 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 (for example, an anthracene group, a chrysene group, a pyrene group, etc.) in which three or more monocyclic groups are condensed together.


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


For example, the fluorescent dopant may include: one or more of Compounds FD1 to FD36; DPVBi; DPAVBi; or one or more combinations thereof:




embedded image - FD1




embedded image - FD2




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embedded image - FD36




embedded image - DPVBi




embedded image - DPAVBi


Delayed Fluorescence Material

The emission layer may include a delayed fluorescence material.


In the present disclosure, the delayed fluorescence material may be selected from compounds capable of emitting delayed fluorescence based on a delayed fluorescence emission mechanism.


The delayed fluorescence material included in the emission layer may act as a host or a dopant depending on the type of other materials included in the emission layer.


In an embodiment, a difference between a triplet energy level (eV) of the delayed fluorescence material and the singlet energy level (eV) of the delayed fluorescence material may be 0 eV or more and 0.5 eV or less. When the difference between the triplet energy level (eV) of the delayed fluorescence material and the singlet energy level (eV) of the delayed fluorescence material is satisfied within the range above, up-conversion from the triplet state to the singlet state of the delayed fluorescence materials may effectively occur, and thus, the light-emitting device 30 may have improved luminescence efficiency.


For example, the delayed fluorescence material may include: i) a material including at least one electron donor (for example, a π electron-rich C3-C60 cyclic group and/or the like, such as a carbazole group) and at least one electron acceptor (for example, a sulfoxide group, a cyano group, a π electron-deficient nitrogen-containing C1-C60 cyclic group, and/or the like), ii) a material including a C8-C60 polycyclic group including at least two cyclic groups condensed to each other while sharing boron (B), and/or the like.


Examples of the delayed fluorescence material may include at least one selected from among Compounds DF1 to DF9:




embedded image - (DMAC-DPS)




embedded image - (ACRFLCN)




embedded image - (ACRSA)




embedded image - (CC2TA)




embedded image - (PIC-TRZ)




embedded image - (PIC-TRZ2)




embedded image - (PXZ-TRZ)




embedded image - (DABNA-1)




embedded image - (DABNA-2)


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) multiple materials that are different from each other, or iii) a multi-layered structure including multiple layers including multiple materials that are different from each other.


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 one or more combinations thereof.


For example, 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 constituent layers of each structure are sequentially stacked from the emission layer (in each stated order).


The electron transport region (for example, the buffer layer, the hole blocking layer, the electron control layer, or the electron transport layer in the electron transport region) may include the quantum dot according to an embodiment.


In an embodiment, the electron transport region may further include a metal-free compound including at least one π electron-deficient nitrogen-containing C1-C60 cyclic group.


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




embedded image - Formula 601


wherein, 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 be the same as described in connection with Q1,
  • xe21 may be 1, 2, 3, 4, or 5, and
  • at least one selected from among Ar601, L601, and R601 may each independently be a π electron-deficient nitrogen-containing C1-C60 cyclic group unsubstituted or substituted with at least one R10a.


For example, when xe11 in Formula 601 is 2 or more, two or more of Ar601 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 one or more embodiments, the electron transport region may further include a compound represented by Formula 601-1:




embedded image - Formula 601-1


wherein, 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 selected from among X614 to X616 may be N,
  • L611 to L613 may each be the same as described in connection with L601,
  • xe611 to xe613 may each be the same as described in connection with xe1,
  • R611 to R613 may each 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.


For example, xe1 and xe611 to xe613 in Formulae 601 and 601-1 may each independently be 0, 1, or 2.


In one or more embodiments, the electron transport region may further include: one or more of Compounds ET1 to ET45; 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP); 4,7-diphenyl-1,10-phenanthroline (Bphen); Alq3; BAlq; TAZ; NTAZ; or one or more combinations thereof:




embedded image - ET1




embedded image - ET2




embedded image - ET3




embedded image - ET4




embedded image - ET5




embedded image - ET6




embedded image - ET7




embedded image - ET8




embedded image - ET9




embedded image - ET10




embedded image - ET11




embedded image - ET12




embedded image - ET13




embedded image - ET14




embedded image - ET15




embedded image - ET16




embedded image - ET17




embedded image - ET18




embedded image - ET19




embedded image - ET20




embedded image - ET21




embedded image - ET22




embedded image - ET23




embedded image - ET24




embedded image - ET25




embedded image - ET26




embedded image - ET27




embedded image - ET28




embedded image - ET29




embedded image - ET30




embedded image - ET31




embedded image - ET32




embedded image - ET33




embedded image - ET34




embedded image - ET35




embedded image - ET36




embedded image - ET37




embedded image - ET38




embedded image - ET39




embedded image - ET40




embedded image - ET41




embedded image - ET42




embedded image - ET43




embedded image - ET44




embedded image - ET45




embedded image - Alq3




embedded image - BAlq




embedded image - TAZ




embedded image - NTAZ.


A thickness of the electron transport region may be in a range of 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 one or more combinations thereof, a thickness of the buffer layer, the hole blocking layer, or the electron control layer may be (e.g., may each be) in a range of about 20 Å to about 1,000 Å, for example, about 30 Å to about 300 Å, and a thickness of the electron transport layer may be in a range of about 100 Å to about 1,000 Å, for example, about 150 Å to about 500 Å. When the thickness of the buffer layer, the hole blocking layer, the electron control layer, the electron transport layer, and/or the electron transport layer are within these ranges, satisfactory electron 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 a combination thereof. The metal ion of an alkali metal complex may be a Li ion, a Na ion, a K ion, a Rb ion, or a Cs ion, and the metal ion of an 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 include 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 one or more combinations thereof.


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




embedded image - ET-D1




embedded image - ET-D2


The electron transport region may include an electron injection layer that facilitates the 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 (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 injection layer may include an alkali metal, alkaline earth metal, a rare earth metal, an alkali metal-containing compound, 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 one or more combinations thereof.


The alkali metal may include Li, Na, K, Rb, Cs, or one or more combinations thereof. The alkaline earth metal may include Mg, Ca, Sr, Ba, or one or more combinations thereof. The rare earth metal may include Sc, Y, Ce, Tb, Yb, Gd, or one or more combinations thereof.


The alkali metal-containing compound, the alkaline earth metal-containing compound, and the rare earth metal-containing compound may be oxides, halides (for example, fluorides, chlorides, bromides, iodides, etc.), or tellurides of the alkali metal, the alkaline earth metal, and the rare earth metal, or one or more combinations thereof.


The alkali metal-containing compound may include: an alkali metal oxide, such as Li2O, Cs2O, K2O, and/or the like; alkali metal halides, such as LiF, NaF, CsF, KF, Lil, Nal, Csl, Kl, and/or the like; or one or more combinations thereof. The alkaline earth metal-containing compound may include an alkaline earth metal compound, such as BaO, SrO, CaO, BaxSr1-xO (wherein x is a real number satisfying 0<x<1), BaxCa1-xO (wherein x is a real number satisfying 0<x<1), and/or the like. The rare earth metal-containing compound may include YbF3, ScF3, Sc2O3, Y2O3, Ce2O3, GdF3, TbF3, Ybl3, Scl3, Tbl3, or one or more combinations thereof. In an embodiment, the rare earth metal-containing compound may include lanthanide metal telluride. Examples of the lanthanide metal telluride are 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, Lu2Te3, and/or the like.


The alkali metal complex, the alkaline earth-metal complex, and the rare earth metal complex may include i) one or more of ions of the alkali metal, the alkaline earth metal, and the rare earth metal and ii), as a ligand bonded to the metal ion, for example, hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenyl benzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene, or one or more combinations thereof.


In an embodiment, the electron injection layer may 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 one or more combinations thereof, as described above. In one or more embodiments, the electron injection layer may further include an organic material (for example, a compound represented by Formula 601).


In an embodiment, the electron injection layer may consist of i) an alkali metal-containing compound (for example, alkali metal halide), ii) a) an alkali metal-containing compound (for example, alkali metal halide); and b) an alkali metal, an alkaline earth metal, a rare earth metal, or one or more combinations thereof. For example, the electron injection layer may be a Kl:Yb co-deposited layer, an Rbl:Yb co-deposited layer, and/or the like.


When the electron injection layer further includes an organic material, 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 one or more combinations thereof may be substantially uniformly or non-uniformly 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, and, for example, about 3 Å to about 90 Å. When the thickness of the electron injection layer is within the ranges above, satisfactory (suitable) electron injection characteristics may be obtained without a substantial increase in driving voltage.


Second Electrode 150

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


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 one or more combinations 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 a plurality of layers.


Capping Layer

A first capping layer may be arranged outside the first electrode 110, and/or a second capping layer may be arranged outside the second electrode 150. In particular, the light-emitting device 30 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 the 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 the 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 the stated order.


Light generated in the emission layer of the interlayer 130 of the light-emitting device 30 may be extracted toward the outside through the first electrode 110, which is a semi-transmissive electrode or a transmissive electrode, and the first capping layer. Light generated in the emission layer of the interlayer 130 of the light-emitting device 30 may be extracted 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 the second capping layer may increase external emission efficiency according to the principle of constructive interference. Accordingly, the light extraction efficiency of the light-emitting device 30 is increased, so that the luminescence efficiency of the light-emitting device 30 may be improved.


Each of the first capping layer and the second capping layer may include a material having a refractive index of greater than or equal to 1.6 (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 selected from among the first capping layer and the second capping layer may each independently include a carbocyclic compound, a heterocyclic compound, an amine group-containing compound, a porphine derivative, a phthalocyanine derivative, a naphthalocyanine derivative, an alkali metal complex, an alkaline earth metal complex, or one or more combinations thereof. The carbocyclic compound, the heterocyclic compound, and the amine group-containing compound may optionally be substituted with a substituent including O, N, S, Se, Si, F, Cl, Br, I, or one or more combinations thereof. In an embodiment, at least one selected from among the first capping layer and the second capping layer may each independently include an amine group-containing compound.


In one or more embodiments, at least one selected from among the first capping layer and the second capping layer may each independently include a compound represented by Formula 201, a compound represented by Formula 202, or a combination thereof.


In one or more embodiments, at least one selected from among the first capping layer and the second capping layer may each independently include: one or more of Compounds HT28 to HT33; one or more of Compounds CP1 to CP6; β-NPB; or one or more combinations thereof:




embedded image - CP1




embedded image - CP2




embedded image - CP3




embedded image - CP4




embedded image - CP5




embedded image - CP6




embedded image - β-NPB


Film

The quantum dot may be included in one or more suitable films. Accordingly, another aspect of one or more embodiments of the present disclosure is directed toward a film including the quantum dot. The film may be, for example, an optical member (or a light control) (for example, a color filter, a color conversion member, a capping layer, a light extraction efficiency enhancement layer, a selective light absorbing layer, a polarizing layer, a quantum dot-containing layer, and/or like), a light-blocking member (for example, a light reflective layer, a light absorbing layer, and/or the like), a protective member (for example, an insulating layer, a dielectric layer, and/or the like).


Electronic Apparatus

The light-emitting device may be included in one or more suitable electronic apparatuses. For example, the 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, a 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 arranged in at least one traveling direction of light emitted from the light-emitting device. For example, the light emitted from the light-emitting device may be blue light or white light. The light-emitting device may be the same as described herein. In an embodiment, the color conversion layer may include a quantum dot. The quantum dot may be, for example, the same as described herein.


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 subpixel areas, and the color conversion layer may include a plurality of color conversion areas respectively corresponding to the subpixel areas.


A pixel-defining film may be arranged among the subpixel areas to define each of the subpixel areas.


The color filter may further include a plurality of color filter areas and light-shielding patterns arranged among the color filter areas, and the color conversion layer may further include a plurality of color conversion areas and light-shielding patterns arranged among the color conversion areas.


The plurality of color filter areas (or the plurality of color conversion areas) may include a first area emitting first color light, a second area emitting second color light, and/or a third area emitting third color light, wherein the first color light, the second color light, and/or the third color light may have different maximum emission wavelengths from one another. For example, 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. The third color light may be blue light having a maximum emission wavelength in a range of about 400 nm to about 490 nm.


For example, the plurality of color filter areas (or the plurality of color conversion areas) may include quantum dots. For example, the first area may include a green quantum dot, the second area may include a green quantum dot, and the third area may include a quantum dot.


The quantum dot may be the same as described herein. The first area, the second area, and/or the third area may each further include a scatterer.


For example, the light-emitting device may emit first light, the first area may absorb the first light to emit first-first color light, the second area may absorb the first light to emit second-first color light, and the third area may absorb the first light to emit third-first color light. In this embodiment, the first-first color light, the second-first color light, and the third-first color light may have different maximum emission wavelengths. In particular, 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 one of the source electrode or the drain electrode may be electrically connected to the first electrode or the second electrode of the light-emitting device.


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


The activation layer may include crystalline silicon, amorphous silicon, an organic semiconductor, an 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 between the color filter and/or the color conversion layer and the light-emitting device. The sealing portion allows light from the light-emitting device to be extracted to the outside, and simultaneously (concurrently) prevents (reduces) ambient air and moisture from penetrating into the light-emitting device. The sealing portion may be a sealing substrate including a transparent glass substrate or a plastic substrate. The sealing portion may be a thin-film encapsulation layer including at least one layer of an organic layer and/or an inorganic layer. When the sealing portion is a thin film encapsulation layer, the electronic apparatus may be flexible.


One or more suitable functional layers may be additionally arranged on the sealing portion, in addition to the color filter and/or the color conversion layer, according to the use of the electronic apparatus. Examples of the functional layers may 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 that authenticates an individual by using biometric information of a living body (for example, fingertips, pupils, etc.).


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


The electronic apparatus may be applied to one or more 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, or endoscope displays), fish finders, one or more suitable measuring instruments, meters (for example, meters for a vehicle, an aircraft, and/or a vessel), projectors, and/or the like.


Optical Member and Apparatus

Another aspect of one or more embodiments of the present disclosure is directed toward an optical member including the quantum dot.


The optical member may be a color conversion member.


The color conversion member may include a substrate and a pattern layer formed on the substrate.


The substrate may be a substrate constituting the color conversion member, or may be a region of one or more suitable apparatuses (for example, a display apparatus) in which the color conversion member is arranged. The substrate may be glass, silicon (Si), silicon oxide (SiOx), or a polymer substrate, and the polymer substrate may be polyethersulfone (PES) or polycarbonate (PC).


The pattern layer may include a quantum dot in the form of a thin film. For example, the pattern layer may be a thin-film quantum dot.


The color conversion member including the substrate and the pattern layer may further include a partition wall or a black matrix formed between pattern layers. In some embodiments, the color conversion member may further include a color filter to further improve light conversion efficiency.


The color conversion member may include a red pattern layer capable of emitting red light, a green pattern layer capable of emitting green light, a blue pattern layer capable of emitting blue light, or one or more combinations thereof. The red pattern layer, the green pattern layer and/or the blue pattern layer may be implemented by controlling (selecting) the components, compositions, and/or structures of the quantum dots.


Another aspect of one or more embodiments of the present disclosure is directed toward an apparatus including the quantum dot (or the optical member including the quantum dot).


The apparatus may further include a light source, and the quantum dot (or the optical member including the quantum dot) may be in a path of light emitted from the light source.


The light source may emit blue light, red light, green light, or white light. For example, the light source may emit blue light.


The light source may be an organic light-emitting device (OLED) or a light-emitting diode (LED).


The light emitted from the light source as described above may be photoconverted by the quantum dots while passing through the quantum dots. Accordingly, due to the quantum dots, light having a wavelength that is different from that of the light emitted from the light source, may be emitted.


The apparatus may be a display apparatus, a lighting apparatus, and/or the like.


Description of FIGS. 4 and 5


FIG. 4 is a cross-sectional view showing a light-emitting apparatus according to an embodiment of the present disclosure.


The light-emitting apparatus of FIG. 4 includes a substrate 100, a thin-film transistor (TFT), a light-emitting device, and an encapsulation portion 300 that seals the light-emitting device.


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


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


An interlayer insulating film 250 may be on the gate electrode 240. The interlayer insulating film 250 may be between the gate electrode 240 and the source electrode 260 and between the gate electrode 240 and the drain electrode 270, to insulate from one another (to insulate the gate electrode from the source electrode and to insulate the gate electrode from the drain electrode).


The source electrode 260 and the drain electrode 270 may be 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 arranged 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 covered and protected 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 may be provided on the passivation layer 280. The light-emitting device may include a first electrode 110, an interlayer 130, and a second electrode 150.


The first electrode 110 may be on the passivation layer 280. The passivation layer 280 may be arranged to expose a portion of the drain electrode 270, not fully covering the drain electrode 270, and the first electrode 110 may be arranged to be connected to the exposed portion of the drain electrode 270.


A pixel defining layer 290 including an insulating material may be on the first electrode 110. The pixel defining layer 290 may expose a certain region of the first electrode 110, and an interlayer 130 may be formed in the exposed region of the first electrode 110. The pixel defining layer 290 may be a polyimide or polyacrylic organic film. At least some layers of the interlayer 130 may extend beyond the upper portion of the pixel defining layer 290 and may thus be arranged in the form of a common layer.


The second electrode 150 may be 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 on the capping layer 170. The encapsulation portion 300 may be on a light-emitting device to protect (reduce/minimize exposure to moisture/oxygen) 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 one or more combinations thereof; an organic film including polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyethylene sulfonate, polyoxymethylene, polyarylate, hexamethyldisiloxane, an acrylic resin (for example, polymethyl methacrylate, polyacrylic acid, and/or the like), an epoxy-based resin (for example, aliphatic glycidyl ether (AGE), and/or the like), or one or more combinations thereof; or one or more combinations of the inorganic films and the organic films.



FIG. 5 is a cross-sectional view of a light-emitting apparatus according to another embodiment.


The light-emitting apparatus of FIG. 5 is the same as the light-emitting apparatus of FIG. 4, except that a light-shielding pattern 500 and a functional region 400 are additionally arranged 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 one or more embodiments, the light-emitting device included in the light-emitting apparatus of FIG. 4 may be a tandem light-emitting device.


Manufacturing Method

Respective layers included in the hole transport region, the emission layer, and respective layers included in the electron transport region may be formed in a certain region by using one or more suitable methods selected from vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB) deposition, ink-jet printing, laser-printing, laser-induced thermal imaging, and/or the like.


When respective layers included in the hole transport region, the emission layer, and respective layers included in 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, depending on a material to be included in a layer to be formed and the structure of a layer to be formed.


Definition of Terms

The term “C3-C60 carbocyclic group” as utilized herein refers to a cyclic group consisting of carbon only as a ring-forming atom and having three to sixty carbon atoms, and the term “C1-C60 heterocyclic group” as utilized herein refers to a cyclic group that has one to sixty carbon atoms and further has, 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 consisting of one ring or a polycyclic group in which two or more rings are condensed with each other. For example, the number of ring-forming atoms of the C1-C60 heterocyclic group may be from 3 to 61.


The “cyclic group” as utilized herein may include both (e.g., simultaneously) the C3-C60 carbocyclic group and the C1-C60 heterocyclic group.


The term “π electron-rich C3-C60 cyclic group” as utilized 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 utilized herein refers to a heterocyclic group that has one to sixty carbon atoms and includes *—N═*’ as a ring-forming moiety.


For example,

  • the C3-C60 carbocyclic group may be i) a T1 group or ii) a condensed cyclic group in which two or more T1 groups 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, an 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 T2 group, ii) a condensed cyclic group in which at least two T2 groups are condensed with each other, or iii) a condensed cyclic group in which at least one T2 group and at least one T1 group 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 benzothienodibenzothiophene 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, an azadibenzofuran group, and/or the like.),
  • the π electron-rich C3-C60 cyclic group may be i) a T1 group, ii) a condensed cyclic group in which at least two T1 groups are condensed with each other, iii) a T3 group, iv) a condensed cyclic group in which at least two T3 groups are condensed with each other, or v) a condensed cyclic group in which at least one T3 group and at least one T1 group are condensed with each other (for example, the C3-C60 carbocyclic group, a 1 H-pyrrole group, a silole group, a borole group, a 2H-pyrrole group, a 3H-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 benzothienodibenzothiophene group, and/or the like.),
  • the π electron-deficient nitrogen-containing C1-C60 cyclic group may be i) a T4 group, ii) a condensed cyclic group in which at least two T4 groups are condensed with each other, iii) a condensed cyclic group in which at least one T4 group and at least one T1 group are condensed with each other, iv) a condensed cyclic group in which at least one T4 group and at least one T3 group are condensed with each other, or v) a condensed cyclic group in which at least one T4 group, at least one T1 group, and at least one T3 group are condensed with one another (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, an azadibenzofuran group, and/or the like),
  • the T1 group 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 (or 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 T2 group 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, a tetrazine group, a pyrrolidine group, an imidazolidine group, a dihydropyrrole group, a piperidine group, a tetrahydropyridine group, a dihydropyridine group, a hexahydropyrimidine group, a tetrahydropyrimidine group, a dihydropyrimidine group, a piperazine group, a tetrahydropyrazine group, a dihydropyrazine group, a tetrahydropyridazine group, or a dihydropyridazine group,
  • the T3 group may be a furan group, a thiophene group, a 1H-pyrrole group, a silole group, or a borole group, and
  • the T4 group 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 terms “the cyclic group, the C3-C60 carbocyclic group, the C1-C60 heterocyclic group, the π electron-rich C3-C60 cyclic group, or the π electron-deficient nitrogen-containing C1-C60 cyclic group” as utilized herein refer to a group condensed to any cyclic group, a monovalent group, or a polyvalent group (for example, a divalent group, a trivalent group, a tetravalent group, etc.) according to the structure of a formula for which the corresponding term is utilized. For example, the “benzene group” may be a benzo group, a phenyl group, a phenylene group, and/or the like, which may be understood by one of ordinary skill in the art according to the structure of a formula including the “benzene group.”


Examples of the monovalent C3-C60 carbocyclic group and the monovalent C1-C60 heterocyclic group may be 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. Examples of the divalent C3-C60 carbocyclic group and the monovalent C1-C60 heterocyclic group are 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/or a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group.


The term “C1-C60 alkyl group” as utilized herein refers to a linear or branched aliphatic hydrocarbon monovalent group that has one to sixty carbon atoms, and examples thereof may include 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/or a tert-decyl group. The term “C1-C60 alkylene group” as utilized herein refers to a divalent group having the same structure as the C1-C60 alkyl group.


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


The term “C2-C60 alkynyl group” as utilized herein refers to a monovalent hydrocarbon group having at least one carbon-carbon triple bond in the middle (i.e., not at the terminus) or at the terminus of the C2-C60 alkyl group, and examples thereof may include an ethynyl group, a propynyl group, and/or the like. The term “C2-C60 alkynylene group” as utilized herein refers to a divalent group having the same structure as the C2-C60 alkynyl group.


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


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


The term “C1-C10 heterocycloalkyl group” as utilized herein refers to a monovalent cyclic group of 1 to 10 carbon atoms, further including, in addition to carbon atoms, at least one heteroatom, as ring-forming atoms, and examples thereof may include a 1,2,3,4-oxatriazolidinyl group, a tetrahydrofuranyl group, a tetrahydrothiophenyl group, and/or the like. The term “C1-C10 heterocycloalkylene group” as utilized herein refers to a divalent group having the same structure as the C1-C10 heterocycloalkyl group.


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


The term “C1-C10 heterocycloalkenyl group” as utilized herein refers to a monovalent cyclic group of 1 to 10 carbon atoms, further including, in addition to carbon atoms, at least one heteroatom, as ring-forming atoms, and having at least one carbon-carbon double bond in the cyclic structure thereof. Examples of the C1-C10 heterocycloalkenyl group may include a 4,5-dihydro-1,2,3,4-oxatriazolyl group, a 2,3-dihydrofuranyl group, a 2,3-dihydrothiophenyl group, and/or the like. The term “C1-C10 heterocycloalkenylene group” as utilized herein refers to a divalent group having the same structure as the C1-C10 heterocycloalkenyl group.


The term “C6-C60 aryl group” as utilized herein refers to a monovalent group having a carbocyclic aromatic system of 6 to 60 carbon atoms, and the term “C6-C60 arylene group” as utilized herein refers to a divalent group having a carbocyclic aromatic system of 6 to 60 carbon atoms. Examples of the C6-C60 aryl group may 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, an ovalenyl group, and/or the like. When the C6-C60 aryl group and the C6-C60 arylene group each include two or more rings, the rings may be condensed with each other.


The term “C1-C60 heteroaryl group” as utilized herein refers to a monovalent group having a heterocyclic aromatic system of 1 to 60 carbon atoms, further including, in addition to carbon atoms, at least one heteroatom, as ring-forming atoms. The term “C1-C60 heteroarylene group” as utilized herein refers to a divalent group having a heterocyclic aromatic system of 1 to 60 carbon atoms, further including, in addition to carbon atoms, at least one heteroatom, as ring-forming atoms. Examples of the C1-C60 heteroaryl group may 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/or a naphthyridinyl group. When the C1-C60 heteroaryl group and the C1-C60 heteroarylene group each include two or more rings, the rings may be condensed with each other.


The term “monovalent non-aromatic condensed polycyclic group” as utilized herein refers to a monovalent group (for example, having 8 to 60 carbon atoms) having two or more rings condensed to each other, only carbon atoms as ring-forming atoms, and no aromaticity in its entire molecular structure. Examples of the monovalent non-aromatic condensed polycyclic group may include an indenyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, an indenophenanthrenyl group, an indeno anthracenyl group, and/or the like. The term “divalent non-aromatic condensed polycyclic group” as utilized herein refers to a divalent group having the same structure as the monovalent non-aromatic condensed polycyclic group described above.


The term “monovalent non-aromatic condensed heteropolycyclic group” as utilized herein refers to a monovalent group (for example, having 1 to 60 carbon atoms) having two or more rings condensed to each other, further including, in addition to carbon atoms, at least one heteroatom, as ring-forming atoms, and having non-aromaticity in its entire molecular structure. 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 indeno carbazolyl 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 utilized herein refers to a divalent group having the same structure as the monovalent non-aromatic condensed heteropolycyclic group described above.


The term “C6-C60 aryloxy group” as utilized herein indicates -OA102 (wherein A102 is the C6-C60 aryl group), and the term “C6-C60 arylthio group” as utilized herein indicates -SA103 (wherein A103 is the C6-C60 aryl group).


The term “C7-C60 aryl alkyl group” as utilized herein refers to -A104A105 (wherein A104 is a C1-C54 alkylene group, and A105 is a C6-C59 aryl group), and the term “C2-C60 heteroarylalkyl group” as utilized herein refers to -A106A107 (wherein A106 is a C1-C59 alkylene group, and A107 is a C1-C59 heteroaryl group).


The term “R10a” as utilized herein may be:

  • deuterium, —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, a C7-C60 aryl alkyl group, a C2-C60 heteroarylalkyl group, -Si(Q11)(Q12)(Q13), -N(Q11)(Q12), -B(Q11)(Q12), —C(═O)(Q11), —S(═O)2(Q11), —P(═O)(Q11)(Q12), or one or more combinations thereof;
  • a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C7-C60 aryl alkyl group, or a C2-C60 heteroaryl alkyl 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, a C7-C60 aryl alkyl group, a C2-C60 heteroaryl alkyl group, -Si(Q21)(Q22)(Q23), -N(Q21)(Q22), -B(Q21)(Q22), —C(═O)(Q21), —S(═O)2(Q21), —P(═O)(Q21)(Q22), or one or more combinations thereof; or
  • -Si(Q31)(Q32)(Q33), -N(Q31)(Q32), -B(Q31)(Q32), —C(═O)(Q31), —S(═O)2(Q31), or —P(═O)(Q31)(Q32).


In the present disclosure, Q1 to Q3, Q11 to Q13, Q21 to Q23, and Q31 to Q33 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 one or more combinations thereof; a C7-C60 aryl alkyl group; or a C2-C60 heteroaryl alkyl group.


The term “heteroatom” as utilized herein refers to any atom other than a carbon atom. Examples of the heteroatom are O, S, N, P, Si, B, Ge, Se, or one or more combinations thereof.


The term “third-row transition metal” as utilized herein includes Hf, Ta, W, Re, Os, Ir, Pt, Au, and/or the like.


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


The term “biphenyl group” as utilized herein refers to “a phenyl group substituted with a phenyl group.” For example, the “biphenyl group” is a substituted phenyl group having a C6-C60 aryl group as a substituent.


The term “terphenyl group” as utilized herein refers to “a phenyl group substituted with a biphenyl group.” For example, 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 utilized herein, unless defined otherwise, each refer to a binding site to a neighboring atom in a corresponding formula or moiety.


Hereinafter, compounds according to embodiments and light-emitting devices according to embodiments will be described in more detail with reference to the following synthesis examples and examples. The wording “B was utilized instead of A” utilized in describing Synthesis Examples indicates that an identical molar equivalent of B was utilized in place of A.


EXAMPLES
Synthesis Example 1

Zinc acetate (1 mmol), oleic acid (3 mmol), and 1-octadecene (20 ml) were mixed and heated up to 200° C. under a nitrogen stream. After standing at 200° C. for 1 hour, oleylamine (3 mmol) was added thereto and the reaction temperature was raised up to 300° C. After heating at 300° C. for about 30 minutes, the temperature was cooled to room temperature. The reactant was subjected to centrifugation to remove primary by-products therefrom. Ethanol was added to the supernatant, and centrifugation was performed thereon to precipitate the product which was then re-dispersed in octane.


Synthesis Example 2

A quantum dot was prepared in substantially the same manner as in Example 1, except that the reaction temperature was changed to 250° C. instead of 300° C.


Synthesis Example 3

A quantum dot was prepared in substantially the same manner as in Example 1, except that the reaction temperature was changed to 200° C. instead of 300° C.


Synthesis Example 4

Zinc acetate (10 mmol) was dissolved in dimethyl sulfoxide (DMSO, 40 ml). Tetramethylammonium hydroxide (TMAH, 10 mmol) was dissolved in ethanol (10 ml), and the mixed solution was added dropwise to the zinc acetate-DMSO solution for mixing. The reactant was allowed for a reaction at 4° C. for 1 hour. After completion of the reaction, an excess of acetone was added and centrifuged to precipitate a product. Then, the resulting product was dispersed again in ethanol.


Evaluation Example 1: Photoluminescence Spectrum

A photoluminescence spectrum was measured by adjusting a concentration of a solution containing the quantum dot to an absorbance of 0.4 and by excitation at 350 nm.



FIG. 1 shows photoluminescence spectra of quantum dots of Synthesis Examples 1 and 4. Referring to FIG. 1, it was confirmed that the photoluminescence spectrum of the quantum dot of Synthesis Example 1 did not have a photoluminescence peak in a wavelength region in a range of about 400 nm to about 800 nm. And it was confirmed that the photoluminescence spectrum of the quantum dot of Synthesis Example 4 had peak values in a wavelength region in a range of about 400 nm to about 800 nm.


Therefore, the quantum dot of Synthesis Example 1 did not have a trap level, and therefore, there was no surface defect causing the trap level in the quantum dot of Synthesis Example 1. However, it was derived (expected) that the quantum dot of Synthesis Example 4 had a trap level and a surface defect.



FIG. 2 shows photoluminescence spectra of quantum dots of Synthesis Examples 1 to 3. Referring to FIG. 2, it was confirmed that the quantum dot of Synthesis Example 1 or 2 did not have a photoluminescence peak in a wavelength region of greater than or equal to 400 nm. And it was confirmed that the quantum dot of Synthesis Example 3 had a photoluminescence peak in a wavelength region of greater than or equal to 400 nm.


Therefore, the quantum dots of Synthesis Examples 1 and 2 did not have a trap level, and therefore, there was no surface defect causing the trap level in the quantum dots of Synthesis Examples 1 and 2. However, it was derived (expected) that the quantum dot of Synthesis Example 3 had a trap level and a surface defect.


Composition Example 1

The quantum dot synthesized according to Synthesis Example 1 and a solvent (i.e., phenylcyclohexane) were mixed to prepare a first ink composition. Based on total 100 parts by weight of the first ink composition, an amount of the solvent was about 97 parts by weight, and an amount of the quantum dot was about 3 parts by weight.


Composition Example 2

The quantum dot synthesized according to Synthesis Example 4 and a solvent (i.e., tetraethylene glycol monoethyl ether) were mixed to prepare a second ink composition. Based on total 100 parts by weight of the second ink composition, an amount of the solvent was about 97 parts by weight, and an amount of the quantum dot was about 3 parts by weight.


Composition Example 3

The quantum dot synthesized according to Synthesis Example 1 and a solvent (i.e., octane) were mixed to prepare a third ink composition. Based on total 100 parts by weight of the third ink composition, an amount of the solvent was about 97 parts by weight, and an amount of the quantum dot was about 3 parts by weight.


Evaluation Example 2: Evaluation of Dispersion Stability

Dispersion stability of each of the ink compositions of Composition Examples 1 and 2 was evaluated through centrifugation at 4,000 rpm. Then, based on instability index, the dispersion stability was evaluated. For example, it was considered that the closer the instability index was to 0, the better stability the ink composition had, and that the closer the instability index was to 1, the poorer stability the ink composition had.


As a result of the evaluation results, the instability indices of the first ink composition and the second ink composition were 0.015 and 0.817, respectively.


Evaluation Example 3: Evaluation of Precipitation Velocity

Precipitation velocity of each of the ink compositions of Composition Examples 1 and 2 was evaluated. For example, agglomeration of quantum dots may occur more frequently as the precipitation velocity increases, and accordingly, it may be understood that the size of agglomerated particles is large. In contrast, agglomeration of quantum dots may rarely occur as the precipitation velocity decreases, and accordingly, it may be understood that the size of agglomerated particles is small.


As a result of the evaluation, it was confirmed that the precipitation velocities of the first ink composition and the second ink composition were 3.556 µm/min and 29.90 µm/min, respectively.


Based on the evaluation results obtained in Evaluation Examples 2 and 3, it was confirmed that the quantum dots included in the first ink composition were more uniformly dispersed than those included in the second ink composition. In addition, it was confirmed that the quantum dots included in the first ink composition agglomerated relatively little.


Example 1

As an anode, an ITO substrate was cut to a size of 50 mm × 50 mm × 0.5 mm, sonicated with acetone, isopropyl alcohol, and pure water each for 15 minutes, and then cleaned by exposure to ultraviolet rays and ozone for 30 minutes. Then, the ITO substrate was provided to a vacuum deposition apparatus.


Poly(3,4-ethylenedioxythiophene)/poly(4-styrenesulfonate) (PEDOT/PSS) was deposited on the ITO substrate to form a hole injection layer having a thickness of 600 Å, and poly[(9,9-dioctylfluorenyl-2,7-diyl)-co-(4,4′-(N-(4-sec-butylphenyl)diphenylamine)] (TFB) was vacuum-deposited on the hole injection layer to form a hole transport layer having a thickness of 400 Å.


Quantum dots (InP/ZnSe/ZnS) having a luminescence wavelength of 540 nm were spin-coated on the hole transport layer to form an emission layer having a thickness of 200 Å, and the third ink composition of Composition Example 3 was spin-coated thereon to form an electron transport layer having a thickness of 280 Å. Al was deposited on the electron transport layer to form a cathode having a thickness of a 1,000 Å, thereby completing the manufacture of a light-emitting device.


Comparative Example 1

A light-emitting device was manufactured in substantially the same manner as in Example 1, except that, in forming the electron transport layer, the second ink composition was utilized instead of the third ink composition.


Evaluation Example 4

To evaluate characteristics of the light-emitting devices of Example 1 and Comparative Example 1, the current density of each of the light-emitting devices was measured using a Keithley 2400 source/meter when operating the light-emitting devices by applying voltage in a range of about 0 V to about 5 V thereto. Results of the evaluation are shown in FIG. 6.


Results of the characteristics evaluation of the light-emitting devices are shown in Table 2. FIG. 6 shows the results of evaluating the current density of the light-emitting devices according to an embodiment with different voltages. Referring to FIG. 6, it was confirmed that the light-emitting device of Example 1 had higher current density than the light-emitting device of Comparative Example 1 under the low voltage condition.


Consequently, it was confirmed that the light-emitting devices of each Example had excellent (suitable) luminescence efficiency and a long lifespan compared to the light-emitting device of Comparative Example 1.


According to the one or more embodiments, a quantum dot may not have a trap level, and a device, an optical member, and an apparatus that include the quantum dot may have improved efficiency.


The use of “may” when describing embodiments of the present disclosure refers to “one or more embodiments of the present disclosure.”


As used herein, the singular forms “a”, “an” and “the” are intended to include the plural forms as well, unless the context clearly indicates otherwise.


In the present disclosure, when particles are spherical, “diameter” indicates an average particle diameter, and when the particles are non-spherical, the “diameter” indicates a major axis length. The diameter (or size) of the particles may be measured utilizing a scanning electron microscope or a particle size analyzer. As the particle size analyzer, for example, HORIBA, LA-950 laser particle size analyzer, may be utilized. When the size of the particles is measured utilizing a particle size analyzer, the average particle diameter (or size) is referred to as D50. D50 refers to the average diameter (or size) of particles whose cumulative volume corresponds to 50 vol% in the particle size distribution (e.g., cumulative distribution), and refers to the value of the particle size corresponding to 50% from the smallest particle when the total number of particles is 100% in the distribution curve accumulated in the order of the smallest particle size to the largest particle size.


As used herein, the term “substantially,” “about,” and similar terms are used as terms of approximation and not as terms of degree, and are intended to account for the inherent deviations in measured or calculated values that would be recognized by those of ordinary skill in the art. “About”, “substantially,” or “approximately,” as used herein, is inclusive of the stated value and means within an acceptable range of deviation for the particular value as determined by one of ordinary skill in the art, considering the measurement in question and the error associated with measurement of the particular quantity (i.e., the limitations of the measurement system). For example, “about” may mean within one or more standard deviations, or within ± 30%, 20%, 10%, 5% of the stated value.


Also, any numerical range recited herein is intended to include all subranges of the same numerical precision subsumed within the recited range. For example, a range of “1.0 to 10.0” is intended to include all subranges between (and including) the recited minimum value of 1.0 and the recited maximum value of 10.0, that is, having a minimum value equal to or greater than 1.0 and a maximum value equal to or less than 10.0, such as, for example, 2.4 to 7.6. Any maximum numerical limitation recited herein is intended to include all lower numerical limitations subsumed therein and any minimum numerical limitation recited in this disclosure is intended to include all higher numerical limitations subsumed therein. Accordingly, Applicant reserves the right to amend this disclosure, including the claims, to expressly recite any sub-range subsumed within the ranges expressly recited herein.


The light emitting device, electronic apparatus or any other relevant devices or components according to embodiments of the present disclosure described herein may be implemented utilizing any suitable hardware, firmware (e.g., an application-specific integrated circuit), software, or a combination of software, firmware, and hardware. For example, the various components of the device may be formed on one integrated circuit (IC) chip or on separate IC chips. Further, the various components of the device may be implemented on a flexible printed circuit film, a tape carrier package (TCP), a printed circuit board (PCB), or formed on one substrate. Further, the various components of the device may be a process or thread, running on one or more processors, in one or more computing devices, executing computer program instructions and interacting with other system components for performing the various functionalities described herein. The computer program instructions are stored in a memory which may be implemented in a computing device using a standard memory device, such as, for example, a random access memory (RAM). The computer program instructions may also be stored in other non-transitory computer readable media such as, for example, a CD-ROM, flash drive, or the like. Also, a person of skill in the art should recognize that the functionality of various computing devices may be combined or integrated into a single computing device, or the functionality of a particular computing device may be distributed across one or more other computing devices without departing from the scope of the embodiments of the present disclosure.


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

Claims
  • 1. A quantum dot comprising: a nanoparticle; andat least one ligand on a surface of the nanoparticle, wherein the quantum dot has a first emission spectrum,the first emission spectrum does not comprise any emission peak in a range of about 400 nm to about 800 nm, andthe first emission spectrum is from a measurement from a solution containing the quantum dot.
  • 2. The quantum dot of claim 1, wherein the nanoparticle comprises one or more selected from among a metal oxide, a metalloid oxide, and a non-metal oxide.
  • 3. The quantum dot of claim 1, wherein the at least one ligand comprises a main chain and a functional group,the main chain is hydrophobic, andthe functional group comprises a site chemically bonded to the nanoparticle.
  • 4. The quantum dot of claim 3, wherein the main chain comprises one or more selected from among a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C3-C60 cycloalkyl group, and a C6-C60 aryl group.
  • 5. The quantum dot of claim 4, wherein the functional group comprises one or more unshared electron pairs.
  • 6. The quantum dot of claim 4, wherein the functional group comprises one or more residues selected from among residues of a hydroxyl group, an alkoxy group, an ether group, an aldehyde group, a ketone group, a carboxylic acid group, an ester group, a carbonate group, an amine group, an imine group, an amide group, a cyano group, a thiol group, and a sulfide group.
  • 7. The quantum dot of claim 1, wherein the surface of the nanoparticle does not have any defect site.
  • 8. A method of preparing a quantum dot, the method comprising: forming a first mixture comprising a core precursor, a first ligand precursor, and a first solvent; andforming, from the first mixture, a first nano-intermediate comprising a core and a first ligand, followed by forming a second mixture comprising the first nano-intermediate,wherein the method further comprises Act (1), or both Acts (1) and (2),Act (1): forming a quantum dot by heating the second mixture at a temperature in a range of about 250° C. to about 350° C.,Act (2): forming a third mixture by adding a second ligand precursor to the quantum dot; forming, from the third mixture, a second nano-intermediate comprising a second nano-intermediate, a core, and a second ligand, followed by forming a fourth mixture comprising the second nano-intermediate; and modifying the surface of the quantum dot by heating the fourth mixture at a temperature of about 20° C. to about 100° C.
  • 9. The method of claim 8, wherein the first ligand is hydrophobic.
  • 10. The method of claim 8, wherein the second ligand is hydrophilic.
  • 11. A quantum dot prepared by the method of claim 8.
  • 12. An ink composition, comprising: the quantum dot of claim 1; and a solvent.
  • 13. The ink composition of claim 12, wherein Condition 1) to Condition 3) are all satisfied: Condition 1) viscosity of the ink composition is in a range of about 2 cP to about 10 cP;Condition 2) surface tension of the ink composition is in a range of about 20 dyne/cm to about 40 dyne/cm; andCondition 3) vapor pressure of the ink composition is less than or equal to 10-2 mmHg.
  • 14. A light-emitting device comprising: a substrate;a first electrode on the substrate;a second electrode facing the first electrode; andan interlayer between the first electrode and the second electrode and comprising an emission layer, wherein the interlayer comprises the quantum dot of claim 1.
  • 15. The light-emitting device of claim 14, wherein one or more of Conditions i) to iv) is satisfied: Condition i) the first electrode is an anode, and the second electrode is a cathode,the interlayer further comprises a hole transport region between the first electrode and the emission layer and an electron transport region between the emission layer and the second electrode, andthe electron transport region comprises the quantum dot;Condition ii) the first electrode is an anode, and the second electrode is a cathode,the interlayer further comprises a hole transport region between the first electrode and the emission layer and an electron transport region between the emission layer and the second electrode, andthe hole transport region comprises the quantum dot;Condition iii) the first electrode is a cathode, and the second electrode is an anode,the interlayer further comprises an electron transport region between the first electrode and the emission layer and a hole transport region between the emission layer and the second electrode, andthe electron transport region comprises the quantum dot; andCondition iv) the first electrode is a cathode, and the second electrode is an anode,the interlayer further comprises an electron transport region between the first electrode and the emission layer and a hole transport region between the emission layer and the second electrode, andthe hole transport region comprises the quantum dot.
  • 16. An optical member comprising the quantum dot of claim 1.
  • 17. An apparatus comprising the optical member of claim 16.
  • 18. The apparatus of claim 17, further comprising a light source, wherein the light source is configured to emit light, and wherein the quantum dot is arranged in a path of light from the light source.
  • 19. The apparatus of claim 18, wherein the optical member comprises plural regions, at least one region of the optical member comprises the quantum dot, and the at least one region is configured to absorb light from the light source.
  • 20. The apparatus of claim 19, wherein the at least one region is configured to absorb light having an emission wavelength in a range of about 200 nm to about 400 nm.
Priority Claims (1)
Number Date Country Kind
10-2022-0037405 Mar 2022 KR national