Light-emitting device, amine-containing compound, electronic apparatus, and electronic equipment

Abstract

Embodiments provide a light-emitting device, an amine-containing compound, an electronic apparatus, and an electronic device. The light emitting device includes a first electrode, a second electrode facing the first electrode, an interlayer between the first electrode and the second electrode and including an emission layer, and an amine-containing compound. A gradient of a giant surface potential of the amine-containing compound is equal to or less than about-10 mV / nm, and the giant surface potential is evaluated from a surface potential measured for an organic film formed by deposition of the amine-containing compound.

Description

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS

[0002] This application claims priority to and the benefit of Korean Patent Application No. 10-2023-0117428 filed in the Korean Intellectual Property Office on September 5, 2023, the entire contents of which are incorporated herein by reference. Technical Field

[0003] Embodiments relate to a light-emitting device, an amine-containing compound, and electronic equipment and electronic devices including the light-emitting device. Background Art

[0004] Among self-emissive devices, light-emitting devices have wide viewing angles, high contrast, short response times, and excellent characteristics in terms of brightness, driving voltage, and response speed.

[0005] In the light-emitting device, the first electrode may be located on the substrate, and the hole transport region, the emission layer, the electron transport region, and the second electrode may be arranged on the first electrode in sequence. The holes provided from the first electrode move toward the emission layer through the hole transport region, and the electrons provided from the second electrode move toward the emission layer through the electron transport region. Carriers (such as holes and electrons) recombine in the emission layer to generate excitons. These excitons transition from an excited state to a ground state to generate light.

[0006] It is to be understood that this background technology section is intended, in part, to provide a useful background for understanding the technology. However, this background technology section may also include ideas, concepts, or cognitions that were not part of the known or understood by a person skilled in the relevant art before the corresponding effective filing date of the subject matter disclosed herein. Summary of the invention

[0007] Embodiments provide a light emitting device, an amine-containing compound, and electronic equipment and electronic devices including the light emitting device.

[0008] Additional aspects will be set forth in part in the description which follows and, in part, will be obvious from the description, or may be learned by practice of the presented embodiments of the disclosure.

[0009] According to an embodiment, the light emitting device may include a first electrode, a second electrode facing the first electrode, an interlayer between the first electrode and the second electrode and including an emission layer, and an amine-containing compound, wherein

[0010] The gradient of the giant surface potential (GSP gradient) of the amine-containing compound may be equal to or less than about -10 mV / nm, and

[0011] The giant surface potential can be estimated from the surface potential measured for an organic film formed by depositing an amine-containing compound.

[0012] In an embodiment, the first electrode may be an anode; the second electrode may be a cathode; the interlayer may further include 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; the hole transport region may include a hole injection layer, a hole transport layer, an emission auxiliary layer, an electron blocking layer or any combination thereof; and the electron transport region includes a hole blocking layer, an electron transport layer, an electron injection layer, an electron control layer or any combination thereof.

[0013] In an embodiment, the hole transport region may include an amine-containing compound.

[0014] In an embodiment, the giant surface potential (V s ) can be calculated by Equation 1 and Equation 2, and the gradient of the giant surface potential can be a value obtained by dividing the giant surface potential by the thickness (d) of the organic film formed by depositing the amine-containing compound, where Equation 1 is explained below.

[0015] According to an embodiment, the amine-containing compound may have a gradient of a macro surface potential equal to or less than about -10 mV / nm, wherein the macro surface potential may be estimated from a surface potential measured for an organic film formed by depositing the amine-containing compound.

[0016] In an embodiment, in an amine-containing compound, the giant surface potential (V s ) can be calculated by Equation 1 and Equation 2, and the gradient of the giant surface potential can be a value obtained by dividing the giant surface potential by the thickness (d) of the organic film formed by depositing the amine-containing compound, where Equation 1 is explained below.

[0017] In an embodiment, the amine-containing compound may be represented by Formula 1, which is explained below.

[0018] In an embodiment, in Formula 1, unsubstituted or replaced by at least one R 10a Substituted C 2 -C 6 The monocyclic groups may be unsubstituted or substituted by at least one R 10a Substituted furanyl, thienyl, pyrrolyl, cyclopentadienyl, thirolyl, phenyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl or triazinyl.

[0019] In an embodiment, in Formula 1, unsubstituted or replaced by at least one R 10a Substituted C 4 -C 60 The polycyclic groups may be each unsubstituted or substituted by at least one R 10aSubstituted naphthyl, azulenyl, indacenyl, acenaphthenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylene, pyrenyl, 1,2-triphenylenyl, perylenyl, pentaphenanthrenyl, heptalenyl, tetracenyl, phenanthrenyl, hexenyl, pentacenyl, rubenyl, coronenyl or ovalenyl.

[0020] In an embodiment, in Formula 1, C 4 -C 60 The polycyclic group may be a condensed ring in which two or more phenyl groups, pyridyl groups, pyrimidyl groups, pyrazinyl groups, pyridazinyl groups and triazinyl groups are condensed to each other.

[0021] In an embodiment, in Formula 1, Ar 1 and Ar 2 Can be the same as each other.

[0022] In an embodiment, in Formula 1, Ar 1 and Ar 2 Can be different from each other.

[0023] In an embodiment, in Formula 1, Ar 3 may be each unsubstituted or substituted with at least one R 10a Substituted furanyl, thienyl, pyrrolyl, cyclopentadienyl, thirolyl, phenyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, naphthyl, quinolyl, isoquinolyl, quinoxalinyl, benzofuranyl, benzothiophenyl, indolyl, indenyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, carbazolyl, fluorenyl, dibenzothiophenyl, azabenzofuranyl, azabenzothiophenyl, azaindolyl, azaindenyl, azabenzothiophenyl, azadibenzofuranyl, azadibenzothiophenyl, azacarbazolyl, azafluorenyl or azadibenzothiophenyl.

[0024] In an embodiment, in Formula 1, R 1 and R 2 Can be independently:

[0025] methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, 2-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl or 1,2-dimethylpropyl, each unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro; or

[0026] Phenyl, pyridyl, dibenzofuranyl, dibenzothienyl, carbazolyl, azadibenzofuranyl, azadibenzothienyl or azacarbazolyl, each unsubstituted or substituted by: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, 2-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, 1,2-dimethylpropyl or phenyl, each unsubstituted or substituted by deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano or nitro.

[0027] In an embodiment, the amine-containing compound may include at least one deuterium atom.

[0028] In an embodiment, the amine-containing compound may be represented by one of Formula 1-1 to Formula 1-4, which are explained below.

[0029] According to an embodiment, an electronic device may include a light emitting device.

[0030] In an embodiment, the electronic device may further include a color filter, a color conversion layer, a touch screen layer, a polarization layer, or any combination thereof.

[0031] According to an embodiment, the electronic equipment may include a light emitting device.

[0032] In an embodiment, the electronic device may be a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor light, an outdoor light, a signal light, a head-up display, a fully transparent display, a partially transparent display, a flexible display, a rollable display, a foldable display, a retractable display, a laser printer, a telephone, a mobile phone, a tablet personal computer, a tablet mobile computer, a personal digital assistant (PDA), a wearable device, a laptop computer, a digital camera, a video camera, a viewfinder, a microdisplay, a three-dimensional (3D) display, a virtual reality display, an augmented reality display, a vehicle, a video wall with multiple displays stitched together, a theater screen, a stadium screen, a light therapy device, or a sign.

[0033] It is to be understood that the above embodiments have been described in a generic and illustrative sense only and not for purposes of limitation, and that the present disclosure is not limited to the above embodiments. BRIEF DESCRIPTION OF THE DRAWINGS

[0034] The above and other aspects and features of the present disclosure will become more apparent by describing in detail embodiments thereof with reference to the accompanying drawings, in which:

[0035] Figure 1 is a schematic cross-sectional view of a light emitting device according to an embodiment;

[0036] Figure 2is a schematic cross-sectional view of an electronic device according to an embodiment;

[0037] Figure 3 is a schematic cross-sectional view of an electronic device according to another embodiment;

[0038] Figure 4 is a schematic cross-sectional view of an electronic device according to an embodiment;

[0039] Figure 5 is a schematic perspective view of the exterior of a vehicle as an electronic device including a light emitting device according to an embodiment; and

[0040] FIG. 6A to FIG. 6C Each is a schematic diagram of the interior of a vehicle according to an embodiment. DETAILED DESCRIPTION

[0041] The present disclosure will now be described more fully below with reference to the attached drawings in which embodiments are shown. However, the present disclosure may be implemented in different forms and should not be construed as being limited to the embodiments set forth herein. Instead, these embodiments are provided so that the present disclosure will be thorough and complete and will fully convey the scope of the present disclosure to those skilled in the art.

[0042] In the drawings, the size, ratio, and dimensions (eg, thickness) of elements may be exaggerated for ease of description and for clarity. Like reference numerals refer to like elements throughout.

[0043] In the specification, it will be understood that when an element (or region, layer, portion, etc.) is referred to as being "on", "connected to" or "coupled to" another element (or region, layer, portion, etc.), it may be directly on, directly connected to or directly coupled to the other element (or region, layer, portion, etc.), or one or more intervening elements may be present between them. In a similar sense, when an element (or region, layer, portion, etc.) is described as "covering" another element (or region, layer, portion, etc.), it may directly cover the other element (or region, layer, portion, etc.), or one or more intervening elements may be present between them.

[0044] In the specification, when an element is "directly on," "directly connected to," or "directly coupled to" another element, there are no intervening elements. For example, "directly on" may mean that two layers or two elements are disposed without another element (such as an adhesive element) between them.

[0045] In the specification, expressions used in the singular such as “a”, “an” and “the” are intended to include the plural forms as well, unless the context clearly indicates otherwise.

[0046] In the specification, the term "and / or" includes any and all combinations of one or more related listed items. For example, "A and / or B" can be understood to mean "A, B, or A and B". The terms "and" and "or" can be used in a connecting sense or a separating sense and can be understood to be equivalent to "and / or".

[0047] In the specification and claims, the term "at least one of" is intended to include the meaning of "at least one selected from the group consisting of" for the purposes of its meaning and interpretation. For example, "at least one of A, B, and C" may be understood to mean only A, only B, only C, or any combination of two or more of A, B, and C, such as ABC, ACC, BC, or CC. When following a list of elements, the term "at least one of" modifies the entire list of elements and does not modify the individual elements of the list.

[0048] It will be understood that although the terms first, second, etc. may be used to describe various elements in this article, these elements should not be limited by these terms. These terms are only used to distinguish one element from another element. Therefore, without departing from the teachings of the present disclosure, the first element may be referred to as the second element. Similarly, without departing from the scope of the present disclosure, the second element may be referred to as the first element.

[0049] For ease of description, spatially relative terms such as "below," "under," "down," "above," or "on" may be used herein to describe the relationship between one element or component and another element or component as illustrated in the accompanying drawings. It will be understood that the spatially relative terms are intended to encompass different orientations of the device in use or operation in addition to the orientation depicted in the accompanying drawings. For example, in the case where the device illustrated in the accompanying drawings is turned over, a device that is "below" or "below" another device may be placed "above" the other device. Accordingly, the illustrative term "below" may include both a lower position and an upper position. The device may also be oriented in other directions, and therefore the spatially relative terms may be interpreted differently depending on the orientation.

[0050] As used herein, the term "about" or "approximately" includes the stated value and means within an acceptable range of deviation of the stated value determined by one of ordinary skill in the art taking into account the measurement in question and the errors associated with the measurement of the stated quantity (i.e., the limitations of the measurement system). For example, "about" can mean within one or more standard deviations of the stated value, or within ±20%, ±10%, or ±5% of the stated value.

[0051] It should be understood that the terms “comprises,” “comprising,” “include,” “including,” “have,” “having,” “contains,” and “containing” and the like are intended to indicate the presence of the recited features, integers, steps, operations, elements, components, or any combination thereof in the present disclosure, but do not preclude the presence or addition of one or more other features, integers, steps, operations, elements, components, or any combination thereof.

[0052] Unless otherwise defined or implied herein, all terms (including technical terms and scientific terms) used have the same meaning as those commonly understood by those skilled in the art to which the present disclosure belongs. It will be further understood that terms, such as those defined in commonly used dictionaries, should be interpreted as having a meaning consistent with their meaning in the context of the relevant art, and should not be interpreted in an ideal or overly formal sense unless clearly defined in the specification.

[0053] According to an embodiment, the light emitting device may include: a first electrode; a second electrode facing the first electrode; an interlayer between the first electrode and the second electrode and including an emission layer; and an amine-containing compound, wherein

[0054] The gradient of the macro surface potential of the amine-containing compound may be equal to or less than about -10 mV / nm, and the macro surface potential may be estimated from a surface potential measured for an organic film formed by depositing the amine-containing compound.

[0055] In the specification, giant surface potential refers to the surface potential of the organic film, and can increase in proportion to the thickness of the organic film. It is known in the related art that the organic film has an amorphous structure. However, when there is a deviation in molecular orientation, the permanent dipole moment of the molecule cannot be completely offset, which leads to a surface potential proportional to the thickness of the organic film.

[0056] The giant surface potential can be obtained by depositing an organic film on a substrate under vacuum conditions and measuring the surface potential according to the thickness of the organic film by using a Kelvin probe method.

[0057] Giant surface potential (V s ) can be calculated by Equation 1 and Equation 2:

[0058] [Equation 1]

[0059]

[0060] [Equation 2]

[0061]

[0062] In Equation 1 and Equation 2, p i represents the permanent dipole moment vector of molecule i (i.e., the i-th molecule), P 0 represents the sum of the permanent dipole moments per unit volume, ε represents the dielectric constant of the organic film, p represents the size of the permanent dipole moment of the molecule, and when θ represents the angle between the permanent dipole moment of the molecule and the direction of the second electrode,<cosθ> represents the average value of cosθ, d represents the thickness of the organic film, n represents the number density of molecules, and L 3 Represents the volume of the organic film.

[0063] The gradient of the giant surface potential can be obtained by dividing the giant surface potential (V s ) divided by the thickness (d) of the organic film. The gradient of the giant surface potential may be negative when inducing negative charges in the direction of the second electrode, and may be positive when inducing positive charges in the direction of the second electrode.

[0064] In an embodiment, the amine-containing compound may have a gradient of macro-surface potential, wherein positive charge is induced in the direction of the first electrode and negative charge is induced in the direction of the second electrode.

[0065] In an embodiment, the gradient of the macro-surface potential of the amine-containing compound may be equal to or less than about -15 mV / nm.

[0066] In an embodiment, the first electrode may be an anode; the second electrode may be a cathode; the interlayer may further include 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; the hole transport region may include a hole injection layer, a hole transport layer, an emission auxiliary layer, an electron blocking layer or any combination thereof; and the electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, an electron control layer or any combination thereof.

[0067] In an embodiment, the hole transport region may include an amine-containing compound.

[0068] In an embodiment, the emission assisting layer may include an amine-containing compound.

[0069] In an embodiment, the emission assisting layer and the emission layer may directly contact each other.

[0070] In an embodiment, the amine-containing compound may be an amine-containing compound including at least one carbazole group, and the carbazole group may be unsubstituted or substituted with at least one R 1 Substitution, which will be described herein.

[0071] In an embodiment, the amine-containing compound may be an amine-containing compound including a phenyl group bonded to an N-carbazolyl group.

[0072] In an embodiment, in the phenyl group, the amine group may be bonded to a carbon at an ortho position relative to the carbon bonded to the nitrogen atom of the N-carbazolyl group. 1 and Ar 2 Each may be bonded to an amine group.

[0073] In an embodiment, the amine-containing compound may be represented by Formula 1:

[0074] [Formula 1]

[0075]

[0076] In formula 1, Ar 1 and Ar 2 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 2 -C 6 The monocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 4 -C 60 Polycyclic groups.

[0077] In formula 1, C 4 -C 60 The polycyclic group may not include a 5-membered ring; and Ar 3 may be unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group.

[0078] In Formula 1, a1 may be an integer selected from 0 to 8.

[0079] In Formula 1, a2 may be an integer selected from 0 to 3.

[0080] In formula 1, R 1 and R 2 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted by at least one R 10a Substituted C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10aSubstituted C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, -C(Q 1 )(Q 2 )(Q 3 )、-Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ).

[0081] In formula 1, R 10a Can be:

[0082] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazine or hydrazone;

[0083] Each unsubstituted or substituted C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroaralkyl, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof;

[0084] Each unsubstituted or substituted C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Arylalkyl or C 2 -C 60 Heteroaralkyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroaralkyl, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof; or

[0085] -Si(Q31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-P(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) or -P(=O)(Q 31 )(Q 32 ),and

[0086] Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; or each is unsubstituted or substituted with deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 C substituted with alkoxy, phenyl, biphenyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl, triazinyl or any combination thereof 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 7 -C 60 Arylalkyl or C 2 -C 60 Heteroaralkyl.

[0087] In an embodiment, unsubstituted or replaced by at least one R 10a Substituted C 2 -C 6 The monocyclic groups may be unsubstituted or substituted by at least one R 10a Substituted furanyl, thienyl, pyrrolyl, cyclopentadienyl, thirolyl, phenyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl or triazinyl.

[0088] In an embodiment, unsubstituted or replaced by at least one R 10a Substituted C 4 -C 60 The polycyclic groups may be each unsubstituted or substituted by at least one R 10a Substituted naphthyl, azulenyl, indacenyl, acenaphthenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylene, pyrenyl, 1,2-triphenylenyl, perylenyl, pentaphenanthrenyl, heptalenyl, tetracenyl, phenanthrenyl, hexenyl, pentacenyl, rubenyl, coronenyl or ovalenyl.

[0089] In an embodiment, C 4 -C 60 The polycyclic group may be a condensed ring in which two or more phenyl groups, pyridyl groups, pyrimidyl groups, pyrazinyl groups, pyridazinyl groups and triazinyl groups are condensed to each other.

[0090] In an embodiment, Ar 1 and Ar 2 Can be the same as each other.

[0091] In an embodiment, Ar 1 and Ar 2 Can be different from each other.

[0092] In an embodiment, Ar 1 and Ar 2 may be each independently phenyl or naphthyl, each unsubstituted or substituted by: deuterium, -F, cyano, C 1 -C 20 Alkyl, deuterated C 1 -C 20 Alkyl, fluorinated C 1 -C 20 Alkyl, phenyl, deuterated phenyl, fluorinated phenyl, (C 1 -C 20 alkyl)phenyl, biphenyl or any combination thereof.

[0093] In an embodiment, Ar 3 may be each unsubstituted or substituted with at least one R 10a Substituted furanyl, thienyl, pyrrolyl, cyclopentadienyl, thirolyl, phenyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, naphthyl, quinolyl, isoquinolyl, quinoxalinyl, benzofuranyl, benzothiophenyl, indolyl, indenyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, carbazolyl, fluorenyl, dibenzothiophenyl, azabenzofuranyl, azabenzothiophenyl, azaindolyl, azaindenyl, azabenzothiophenyl, azadibenzofuranyl, azadibenzothiophenyl, azacarbazolyl, azafluorenyl or azadibenzothiophenyl.

[0094] In an embodiment, Ar 3 may be unsubstituted or substituted with at least one R 10a Substituted phenyl.

[0095] In an embodiment, R 1 and R 2 Can be independently:

[0096] Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C 1 -C 20 alkyl;

[0097] C substituted with at least one of the following 1 -C 20 Alkyl: deuterium, -F, -Cl, -Br, -I, -CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , cyano, nitro, C 1 -C 10 alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, pyridinyl, and pyrimidinyl;

[0098] phenyl, pyridyl, dibenzofuranyl, dibenzothienyl, carbazolyl, azadibenzofuranyl, azadibenzothienyl or azacarbazolyl, each unsubstituted or substituted with at least one of the following: deuterium, -F, -Cl, -Br, -I, -CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , cyano, C 1 -C 20 Alkyl, phenyl, biphenyl, C 1 -C 10Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylene, pyrenyl, 1,2-benzophenanthryl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, Quinoxalyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothiophenyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazine, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, imidazopyrimidyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 ) and -B(Q 31 )(Q 32 );or

[0099] -Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 ) or -B(Q 1 )(Q 2 ),and

[0100] Q 1 To Q 3 and Q 31 To Q 33 Can be independently:

[0101] -CH 3 、-CD 3 、-CD 2 H.-CDH 2 、-CH 2 CH 3 、-CH 2 CD 3 、-CH 2 CD 2 H, -CH 2 CDH 2 、-CHDCH 3 、-CHDCD 2 H, -CHDCDH 2 、-CHDCD 3 、-CD 2 CD 3 、-CD 2 CD 2 H or -CD 2 CDH2 ;or

[0102] n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, naphthyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl or triazinyl, each unsubstituted or substituted with at least one of the following: deuterium, C 1 -C 10 Alkyl, phenyl, biphenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl and triazinyl.

[0103] In an embodiment, R 1 and R 2 Can be independently:

[0104] methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, 2-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl or 1,2-dimethylpropyl, each unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro; or

[0105] Phenyl, pyridyl, dibenzofuranyl, dibenzothienyl, carbazolyl, azadibenzofuranyl, azadibenzothienyl or azacarbazolyl, each unsubstituted or substituted by: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, 2-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, 1,2-dimethylpropyl or phenyl, each unsubstituted or substituted by deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano or nitro.

[0106] In an embodiment, the amine-containing compound may include at least one deuterium atom.

[0107] In an embodiment, the amine-containing compound may be represented by any one of Formula 1-1 to Formula 1-4:

[0108]

[0109] In Formula 1-1 to Formula 1-4, Ar 1 To Ar 3 、a1、a2、R 1 and R 2 Same as defined in Formula 1. In an embodiment, the amine-containing compound may be any one of Compound 1 to Compound 16:

[0110]

[0111]

[0112] The gradient of the giant surface potential of the amine-containing compound can be equal to or less than about -10 mV / nm, and the light-emitting device including the amine-containing compound can offset the giant surface potential formed at the emission layer in the positive direction (i.e., the direction of positive charges toward the second electrode), which is beneficial to controlling the charge injection voltage and capacitance of the light-emitting device.

[0113] Accordingly, the light emitting device may have improved device characteristics including excellent resolution.

[0114] The synthesis method of the amine-containing compound can be recognized by those skilled in the art by referring to the synthesis examples and / or embodiments provided below.

[0115] At least one amine-containing compound can be used in a light-emitting device (e.g., an organic light-emitting device). Accordingly, an embodiment provides a light-emitting device, which may include: a first electrode; a second electrode facing the first electrode; an interlayer between the first electrode and the second electrode and including an emission layer; and an amine-containing compound as described in the specification.

[0116] In an embodiment, the first electrode of the light emitting device may be an anode,

[0117] The second electrode of the light emitting device may be a cathode,

[0118] The interlayer may further include a hole transport region between the first electrode and the emissive layer and an electron transport region between the emissive layer and the second electrode,

[0119] The hole transport region may include a hole injection layer, a hole transport layer, an emission assisting layer, an electron blocking layer, or any combination thereof, and

[0120] The electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, an electron control layer, or any combination thereof.

[0121] In an embodiment, the hole transport region may include an amine-containing compound.

[0122] In an embodiment, the emission assisting layer may include an amine-containing compound.

[0123] In an embodiment, the emission layer may include a host and a dopant.

[0124] In an implementation, the dopant may be a phosphorescent dopant or a delayed fluorescent dopant.

[0125] In an embodiment, the host may include a first host including at least one electron donating group and a second host including at least one electron withdrawing group.

[0126] In an embodiment, the emission layer may further include a sensitizer.

[0127] In an embodiment, the emission layer may include a delayed fluorescent material.

[0128] In an embodiment, the emissive layer may emit blue light.

[0129] In an embodiment, the emission layer may further include a first host and a second host, wherein the first host may be a hole transport compound including at least one electron donating group, and the second host may be an electron transport host including at least one electron withdrawing group.

[0130] In an embodiment, the emission layer may further include a third compound, and the third compound may be a metal-containing compound.

[0131] In an embodiment, the third compound may function as a sensitizer (such as a phosphorescence sensitizer).

[0132] In embodiments, the third compound may not emit light.

[0133] In an embodiment, the emission layer may further include at least one of an auxiliary dopant and a sensitizer.

[0134] In an embodiment, the auxiliary dopant and the sensitizer may each independently be an organic metal compound including Pt and a tetradentate ligand bonded to Pt, wherein the tetradentate ligand may include a carbene portion chemically bonded to Pt. For example, the auxiliary dopant and / or the sensitizer may include a third compound.

[0135] In embodiments, the first host and the second host may function as exciplex hosts.

[0136] In the specification, the term "electron donating group" refers to any part having the ability to donate electrons. For example, the electron donating group may be a π-electron-rich C 3 -C 60 Cyclic groups or amine groups, but not limited thereto. Electron-donating groups may refer to nitrogen-containing C 1 -C 60 Cyclic groups other than cyclic groups.

[0137] In the specification, the term "electron withdrawing group" refers to any part that has the ability to withdraw electrons. For example, the electron withdrawing group can be -F, -CFH 2 , -CF 2 H, -CF 3 、-CN、-NO 2 、π-electron-deficient nitrogen-containing C 1 -C 60 A cyclic group or any combination thereof. However, the embodiment is not limited thereto.

[0138] Regarding the light emission path in the light emitting device according to the embodiment, the first host and the second host may form an exciton (first step), the energy of the exciton may be transferred to the third compound (second step), and the energy may be transferred from the third compound to the organic metal compound (third step).

[0139] In an embodiment, an amount of the third compound may be in a range of 0 parts by weight to about 50 parts by weight based on 100 parts by weight of the total weight of the emission layer.

[0140] In an embodiment, the first host may include at least one carbazole moiety, and the second host may include at least one azine moiety.

[0141] In an embodiment, the first body may be represented by Formula 301-1A or Formula 301-2A:

[0142] [Formula 301-1A]

[0143]

[0144] [Formula 301-2A]

[0145]

[0146] In Formula 301-1A and Formula 301-2A,

[0147] Ring A 301 To Ring A 304 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0148] X 301 Can be O, S, N[(L 304 ) xb4 -R 304a ]、C(R 304a )(R 304b ) or Si(R 304a )(R 304b ),

[0149] X 302 Can be single bond, O, S, N[(L 305 ) xb5 -R 305a ]、C(R 305a )(R 305b ) or Si(R 305a )(R 305b ),

[0150] X 303 Can be single bond, O, S, N[(L 306 ) xb6 -R 306a ]、C(R 306a )(R 306b ) or Si(R 306a )(R 306b ),

[0151] xb22 and xb23 may each independently be an integer selected from 0 to 10,

[0152] L 301 To L 307 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0153] xb1 to xb7 may each independently be an integer selected from 0 to 5,

[0154] R 301 To R 303 , R 304a To R 306a , R 304b To R 306b and R 311 To R 314 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, unsubstituted or substituted by at least one R 10a Substituted C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, -C(Q1 )(Q 2 )(Q 3 )、-Si(Q 301 )(Q 302 )(Q 303 )、-N(Q 301 )(Q 302 )、-B(Q 301 )(Q 302 )、-C(=O)(Q 301 )、-S(=O) 2 (Q 301 ) or -P(=O)(Q 301 )(Q 302 ),and

[0155] Q 301 To Q 303 Each independently and with reference Q 1 Same as described, and R 10a Same as described in this article.

[0156] In an embodiment, the first host may be one of compounds HTH1 to HTH56, but the embodiment is not limited thereto:

[0157]

[0158]

[0159] In an embodiment, the second body can be represented by equation 302: [Equation 302]

[0160]

[0161] In formula 302,

[0162] X 321 Can be C(R 321 ) or N,

[0163] X 322 Can be C(R 322 ) or N,

[0164] X 323 Can be C(R 323 ) or N,

[0165] X 321 To X 323 At least one of them may each be N,

[0166] L 324 To L 326 may be independently a single bond, unsubstituted or substituted by at least one R 10a Substituted C3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, *-C(Q 321 )(Q 322 )-*'、*-Si(Q 321 )(Q 322 )-*'、*-B(Q 321 )-*' or *-N(Q 321 )-*',

[0167] n324 to n326 may each independently be an integer selected from 1 to 5,

[0168] R 321 To R 326 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, unsubstituted or substituted by at least one R 10a Substituted C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, -C(Q 1 )(Q 2 )(Q 3 )、-Si(Q 323 )(Q 324 )(Q 325 )、-N(Q 323 )(Q 324 )、-B(Q 323 )(Q 324 )、-C(=O)(Q 323 )、-S(=O) 2 (Q 323 ) or -P(=O)(Q 323 )(Q 324 ),

[0169] Q 321 To Q 325 and R 321 To R 326 Two or more adjacent groups in the formula (R) may be optionally bonded to each other to form an unsubstituted or substituted group. 10a Substituted C 5 -C 30 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 2 -C 30 Heterocyclic group,

[0170] * and *' each indicate a bonding site to an adjacent atom,

[0171] R 10a Same as described in this article, and

[0172] Q 321 To Q 325 Can be independently compared with reference Q 1 Same as described.

[0173] In an embodiment, the second host may be one of compounds ETH1 to ETH87, but the embodiment is not limited thereto:

[0174]

[0175]

[0176]

[0177] In an embodiment, the third compound may be represented by Formula 401A:

[0178] [Formula 401A]

[0179] M 401 (L 401 ) xc1 (L 402 ) xc2

[0180]

[0181] In Formula 401A and Formulas 402A to 402D,

[0182] M 401 It may be a first-row transition metal of the periodic table, a second-row transition metal of the periodic table, or a third-row transition metal of the periodic table,

[0183] L 401may be a ligand represented by one of Formulae 402A to 402D,

[0184] L 402 It can be a monodentate ligand, a bidentate ligand or a tridentate ligand,

[0185] xc1 can be 1 or 2,

[0186] xc2 may be an integer selected from 0 to 4,

[0187] A 401 To A 404 Can be independently C 5 -C 30 Carbocyclic or C 1 -C 30 Heterocyclic group,

[0188] T 401 To T 404 can each independently be a single bond, a double bond, *-O-*', *-S-*', *-C(=O)-*', *-S(=O)-*', *-C(R 405 )(R 406 )-*'、*-C(R 405 )=C(R 406 )-*'、*-C(R 405 )=*'、*-Si(R 405 )(R 406 )-*'、*-B(R 405 )-*'、*-N(R 405 )-*' or *-P(R 405 )-*',

[0189] k401 to k404 can each independently be 1, 2 or 3,

[0190] Y 401 To Y 404 can each independently be a single bond (eg, a covalent bond or a coordination bond), *-O-*', *-S-*', *-C(R 407 )(R 408 )-*'、*-Si(R 407 )(R 408 )-*'、*-B(R 407 )-*'、*-N(R 407 )-*' or *-P(R 407 )-*',

[0191] * 1 ,* 2 ,* 3 and* 4 Respective instructions and M 401 The bonding site of

[0192] R 401 To R 408 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, unsubstituted or substituted by at least one R 10a Substituted C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Arylthio, -C(Q 1 )(Q 2 )(Q 3 )、-Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ),

[0193] R 401 To R 408 may be optionally bonded to each other to form an unsubstituted or substituted R 10a Substituted C 5 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C1 -C 60 Heterocyclic group,

[0194] b401 to b404 may each independently be an integer selected from 0 to 10,

[0195] * and *' each indicate a bonding site to an adjacent atom, and

[0196] Q 1 To Q 3 and R 10a Each is the same as described herein.

[0197] In an embodiment, the compound represented by Formula 401A may be a carbene complex.

[0198] As used herein, the term "carbene complex" refers to a complex including a metal and a ligand bonded to the metal, wherein at least one bond between the metal and the ligand is a bond between the metal and a carbon of the carbene moiety.

[0199] In an embodiment, the sensitizer may include a compound represented by Formula 401A.

[0200] In an embodiment, the third compound may include one of Compound PD1 to Compound PD42, but the embodiment is not limited thereto:

[0201]

[0202]

[0203]

[0204] In an embodiment, R in Formula 301-1A and Formula 301-2A 301 To R 303 , R 304a To R 306a , R 304b To R 306b and R 311 To R 314 , R in Formula 302 321 To R 326 , and R in Equation 401A and Equation 402A to Equation 402D 401 To R 408 Can be independently:

[0205] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl or C 1 -C 20 Alkoxy;

[0206] Each of the following C 1 -C 20 Alkyl or C 1 -C 20 Alkoxy: deuterium, -F, -Cl, -Br, -I, -CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 10 alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, pyridinyl, pyrimidinyl, or any combination thereof;

[0207] each unsubstituted or substituted by cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C 1 -C 10 Alkylphenyl, naphthyl, tetrahydronaphthyl, fluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylene, pyrenyl, 1,2-benzophenanthryl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, benzoisoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthridinyl , acridinyl, phenanthroline, phenazinyl, benzimidazolyl, benzofuranyl, benzothiophenyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, thiadiazolyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, imidazopyrimidyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azafluorenyl or azadibenzothiophenyl: deuterium, -F, -Cl, -Br, -I, -CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C 1 -C 10 Alkylphenyl, naphthyl, tetrahydronaphthyl, fluorenyl, phenanthryl, anthracenyl, fluoranthenyl, triphenylene, pyrenyl, 1,2-benzophenanthryl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, benzoisoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthridinyl, acridinyl, phenanthroline, phenazinyl, benzimidazolyl, benzofuranyl, benzothiophenyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazine, thiadiazolyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, imidazopyrimidinyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azafluorenyl, azadibenzothiophenyl, -Si(Q) 31 )(Q 32 )(Q 33 )、-B(Q 31 )(Q 32 )、-P(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 )、-P(=O)(Q 31 )(Q 32 ) or any combination thereof; or

[0208] -C(Q 1 )(Q 2 )(Q 3 )、-Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ),and

[0209] Q 1 To Q 3 and Q31 To Q 33 Each is the same as described herein.

[0210] In an embodiment, R in Formula 301-1A and Formula 301-2A 301 To R 303 , R 304a To R 306a , R 304b To R 306b and R 311 To R 314 , R in Formula 302 321 To R 326 , and R in Equation 401A and Equation 402A to Equation 402D 401 To R 408 Can be independently:

[0211] Hydrogen, deuterium, -F, -Cl, -Br, -I, -CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy;

[0212] A group represented by one of Formula 9-1 to Formula 9-61 or a group represented by one of Formula 10-1 to Formula 10-348; or

[0213] -C(Q 1 )(Q 2 )(Q 3 )、-Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ), where Q 1 To Q 3 Each is the same as described in this article:

[0214]

[0215]

[0216]

[0217]

[0218]

[0219]

[0220]

[0221]

[0222]

[0223] In Formulae 9-1 to 9-61 and 10-1 to 10-348, * indicates a bonding site to an adjacent atom, Ph represents a phenyl group, TMS represents a trimethylsilyl group, and D represents a deuterium atom.

[0224] In an embodiment, the electron transport region of the light emitting device may include a hole blocking layer, and the hole blocking layer may include a phosphine oxide-containing compound, a silicon-containing compound, or any combination thereof. In an embodiment, the hole blocking layer may directly contact the emission layer. In an embodiment, the light emitting device may include a capping layer outside the first electrode or outside the second electrode.

[0225] In an embodiment, the light emitting device may further include at least one of a first capping layer outside the first electrode and a second capping layer outside the second electrode, and at least one of the first capping layer and the second capping layer may include an amine-containing compound. Further details about the first capping layer and the second capping layer are the same as described in the specification.

[0226] In an embodiment, the light emitting device may further include:

[0227] a first capping layer outside the first electrode and including an amine compound;

[0228] A second capping layer outside the second electrode and including an amine-containing compound; or

[0229] A first capping layer and a second capping layer.

[0230] As used herein, the expression “(the interlayer and / or the capping layer) includes an amine-containing compound” may be understood as “(the interlayer and / or the capping layer) may include one kind of amine-containing compound or at least two different kinds of amine-containing compounds”.

[0231] For example, the interlayer and / or the capping layer may include only compound 1 as the amine-containing compound. In this regard, compound 1 may be present in the emission layer of the light-emitting device. As another example, the interlayer may include compound 1 and compound 2 as amine-containing compounds. In this regard, compound 1 and compound 2 may be present in the same layer (for example, compound 1 and compound 2 may both be present in the emission layer), or may be present in different layers (for example, compound 1 may be present in the emission layer, and compound 2 may be present in the electron transport region).

[0232] The term "interlayer" as used herein may refer to a single layer and / or a plurality of layers between a first electrode and a second electrode of a light emitting device.

[0233] According to an embodiment, the electronic device may include a light emitting device. The electronic device may further include a thin film transistor. For example, the electronic device may further include: a thin film transistor including a source electrode and a drain electrode, wherein the first electrode of the light emitting device may be electrically connected to the source electrode or the drain electrode. In an embodiment, the electronic device may further include a color filter, a color conversion layer, a touch screen layer, a polarization layer, or any combination thereof. Further details about the electronic device may be the same as provided herein.

[0234] According to an embodiment, the electronic equipment may include a light emitting device. For example, the electronic equipment may include a light emitting device as described herein.

[0235] In an embodiment, the electronic device may be a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor light, an outdoor light, a signal light, a head-up display, a fully transparent display, a partially transparent display, a flexible display, a rollable display, a foldable display, a retractable display, a laser printer, a telephone, a mobile phone, a tablet personal computer, a tablet mobile computer, a personal digital assistant (PDA), a wearable device, a laptop computer, a digital camera, a video camera, a viewfinder, a microdisplay, a three-dimensional (3D) display, a virtual reality display, an augmented reality display, a vehicle, a video wall with multiple displays stitched together, a theater screen, a stadium screen, a light therapy device, or a sign.

[0236] [ Figure 1 Description]

[0237] Figure 1 1 is a schematic cross-sectional view of a light emitting device 10 according to an embodiment. The light emitting device 10 includes a first electrode 110 , an interlayer 130 , and a second electrode 150 .

[0238] Below, we will refer to Figure 1 A structure of a light emitting device 10 and a method of manufacturing the light emitting device 10 according to an embodiment are described.

[0239] [First electrode 110]

[0240] exist Figure 1 In the embodiment, a substrate may be further included under the first electrode 110 or on the second electrode 150. The substrate may be a glass substrate or a plastic substrate. In an embodiment, the substrate may be a flexible substrate and may include plastic having excellent heat resistance and durability, such as polyimide, polyethylene terephthalate (PET), polycarbonate, polyethylene naphthalate, polyarylate (PAR), polyetherimide, or any combination thereof.

[0241] The first electrode 110 may be formed, for example, by depositing or sputtering a material for forming the first electrode 110 on a substrate. When the first electrode 110 is an anode, the material for forming the first electrode 110 may be a high work function material that facilitates injection of holes.

[0242] The first electrode 110 may be a reflective electrode, a semi-transmissive electrode, or a transmissive electrode. When the first electrode 110 is a transmissive electrode, a material for forming the first electrode 110 may include indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO 2 ), zinc oxide (ZnO), or any combination thereof. In an embodiment, when the first electrode 110 is a semi-transmissive electrode or a reflective electrode, the material used to form 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 any combination thereof.

[0243] The first electrode 110 may have a single-layer structure consisting of a single layer or a multi-layer structure including a plurality of layers. For example, the first electrode 110 may have a triple-layer structure of ITO / Ag / ITO.

[0244] [Interlayer 130]

[0245] The interlayer 130 may be located on the first electrode 110. The interlayer 130 may include an emission layer.

[0246] 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 .

[0247] In addition to various organic materials, the interlayer 130 may further include metal-containing compounds (such as organic metal compounds) or inorganic materials (such as quantum dots), etc.

[0248] In an embodiment, the interlayer 130 may include two or more emission units stacked between the first electrode 110 and the second electrode 150, and at least one charge generation layer located between adjacent emission units of the two or more emission units. When the interlayer 130 includes two or more emission units and at least one charge generation layer as described above, the light-emitting device 10 may be a tandem light-emitting device.

[0249] [Hole Transport Region in Interlayer 130]

[0250] The hole transport region may have a single-layer structure composed of a single layer (composed of a single material), a single-layer structure composed of a single layer containing different materials, or a multilayer structure including a plurality of layers containing different materials.

[0251] The hole transport region may include a hole injection layer, a hole transport layer, an emission assisting layer, an electron blocking layer, or any combination thereof.

[0252] In an embodiment, the hole transport region may have a multi-layer structure, which includes 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 / emission auxiliary layer structure, wherein the layers of each structure may be stacked from the first electrode 110 in the order of their respective descriptions, but the structure of the hole transport region is not limited thereto.

[0253] In an embodiment, the hole transport region may include a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof:

[0254] [Formula 201]

[0255]

[0256] Formula 202

[0257]

[0258] In equation 201 and equation 202,

[0259] L 201 To L 204 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0260] L 205Can be *-O-*', *-S-*', *-N(Q 201 )-*', unsubstituted or replaced by at least one R 10a Substituted C 1 -C 20 Alkylene, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 20 Alkenylene, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0261] xa1 to xa4 may each independently be an integer selected from 0 to 5,

[0262] xa5 may be an integer selected from 1 to 10,

[0263] R 201 To R 204 and Q 201 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0264] R 201 and R 202 may be optionally substituted by a single bond, unsubstituted or by at least one R 10a Substituted C 1 -C 5 Alkylene is either unsubstituted or substituted with at least one R 10a Substituted C 2 -C 5 The alkenylene groups are connected to each other to form an unsubstituted or substituted R 10a Substituted C 8 -C 60 Polycyclic groups (e.g., carbazole groups, etc.) (e.g., compound HT16),

[0265] R 203 and R 204 may be optionally substituted by a single bond, unsubstituted or by at least one R 10a Substituted C 1 -C 5 Alkylene is either unsubstituted or substituted with at least one R 10a Substituted C2 -C 5 The alkenylene groups are connected to each other to form an unsubstituted or substituted R 10a Substituted C 8 -C 60 polycyclic groups, and

[0266] na1 may be an integer selected from 1 to 4.

[0267] In an embodiment, the compound represented by Formula 201 and the compound represented by Formula 202 may each independently include at least one of the groups represented by Formulas CY201 to CY217:

[0268]

[0269] In formula CY201 to formula CY217, R 10b and R 10c Can be independently compared with reference R 10a Same as described, CY 201 To Ring CY 204 Can be independently C 3 -C 20 Carbocyclic or C 1 -C 20 heterocyclic group, and at least one hydrogen in Formula CY201 to Formula CY217 may be unsubstituted or replaced by R as described above 10a replace.

[0270] In an embodiment, in Formula CY201 to Formula CY217, ring CY201 to ring CY204 may each independently be a phenyl group, a naphthyl group, a phenanthryl group, or an anthracenyl group.

[0271] In an embodiment, the compound represented by Formula 201 and the compound represented by Formula 202 may each independently include at least one of the groups represented by Formulas CY201 to CY203.

[0272] In an embodiment, the compound represented by Formula 201 may include at least one of the groups represented by Formulas CY201 to CY203 and at least one of the groups represented by Formulas CY204 to CY217.

[0273] In an embodiment, in Formula 201, xa1 may be 1, R 201 may be a group represented by one of the formulas CY201 to CY203, xa2 may be 0, and R 202 It may be a group represented by one of Formula CY204 to Formula CY207.

[0274] In an embodiment, the compound represented by Formula 201 and the compound represented by Formula 202 may each not include a group represented by one of Formulas CY201 to CY203.

[0275] In an embodiment, the compound represented by Formula 201 and the compound represented by Formula 202 may each not include a group represented by one of Formulas CY201 to CY203, and may each independently include at least one of groups represented by Formulas CY204 to CY217.

[0276] In an embodiment, the compound represented by Formula 201 and the compound represented by Formula 202 may each not include a group represented by one of Formulas CY201 to CY217.

[0277] In an embodiment, the hole transport region may include one 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 / camphorsulfonic acid (PANI / CSA), polyaniline / poly(4-styrenesulfonate) (PANI / PSS), or any combination thereof:

[0278]

[0279]

[0280]

[0281]

[0282]

[0283] The thickness of the hole transport region may be about to about For example, the thickness of the hole transport region may be in the range of about to about When the hole transport region includes a hole injection layer, a hole transport layer, or any combination thereof, the thickness of the hole injection layer may be about to about and the thickness of the hole transport layer may be in the range of about to about For example, the thickness of the hole injection layer may be in the range of about to about For example, the thickness of the hole transport layer may be in the range of about to about When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer are within these ranges, satisfactory hole transport characteristics can be obtained without significantly increasing the driving voltage.

[0284] The emission auxiliary layer can increase the luminous efficiency by compensating the optical resonance distance according to the wavelength of light emitted by the emission layer, and the electron blocking layer can block the leakage of electrons from the emission layer to the hole transport region. The material that can be included in the hole transport region can be included in the emission auxiliary layer and the electron blocking layer.

[0285] [p-dopant]

[0286] In addition to these materials, the hole transport region may further include a charge generation material for improving conductive properties. The charge generation material may be uniformly or non-uniformly dispersed in the hole transport region (eg, in the form of a single layer composed of the charge generation material).

[0287] The charge generating material may be, for example, a p-dopant.

[0288] In an embodiment, the lowest unoccupied molecular orbital (LUMO) energy level of the p-dopant may be equal to or less than about −3.5 eV.

[0289] In an embodiment, the p-dopant may include a quinone derivative, a cyano group-containing compound, a compound including the element EL1 and the element EL2, or any combination thereof.

[0290] Examples of the quinone derivative may include TCNQ, F4-TCNQ, and the like.

[0291] Examples of cyano-containing compounds may include HAT-CN and a compound represented by Formula 221:

[0292]

[0293] [Formula 221]

[0294]

[0295] In formula 221,

[0296] R 221 To R 223 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1-C 60 a heterocyclic group, and

[0297] R 221 To R 223 At least one of them may be independently C each substituted by 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group: cyano; -F; -Cl; -Br; -I; C substituted by cyano, -F, -Cl, -Br, -I or any combination thereof 1 -C 20 or any combination thereof.

[0298] In a compound including an element EL1 and an element EL2, the element EL1 may be a metal, a metalloid, or any combination thereof, and the element EL2 may be a nonmetal, a metalloid, or any combination thereof.

[0299] Examples of metals may include alkali metals (e.g., lithium (Li), sodium (Na), potassium (K), rubidium (Rb), cesium (Cs), etc.); alkaline earth metals (e.g., beryllium (Be), magnesium (Mg), calcium (Ca), strontium (Sr), barium (Ba), etc.); transition metals (e.g., 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), etc.). (e.g., tantalum (Tb), 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.).

[0300] Examples of metalloids may include silicon (Si), antimony (Sb), and tellurium (Te).

[0301] Examples of non-metals may include oxygen (O) and halogens (eg, F, Cl, Br, I, etc.).

[0302] Examples of compounds including element EL1 and element EL2 may include metal oxides, metal halides (e.g., metal fluorides, metal chlorides, metal bromides, or metal iodides), metalloid halides (e.g., metalloid fluorides, metalloid chlorides, metalloid bromides, or metalloid iodides), metal tellurides, or any combination thereof.

[0303] Examples of metal oxides may include tungsten oxides (eg, WO, W 2 O 3 , WO 2 , WO 3 , W 2 O 5 etc.), vanadium oxides (e.g., VO, V 2 O 3 , VO 2 、V 2 O 5 etc.), molybdenum oxides (e.g., MoO, Mo 2 O 3 、MoO 2 、MoO 3 、Mo 2 O 5 etc.) and rhenium oxides (e.g., ReO 3 wait).

[0304] Examples of the metal halide may include alkali metal halides, alkaline earth metal halides, transition metal halides, post-transition metal halides, and lanthanide metal halides.

[0305] Examples of alkali metal halides may include LiF, NaF, KF, RbF, CsF, LiCl, NaCl, KCl, RbCl, CsCl, LiBr, NaBr, KBr, RbBr, CsBr, LiI, NaI, KI, RbI, CsI, and the like.

[0306] Examples of alkaline earth metal halides may include BeF 2 MgF 2 , CaF 2 , SrF 2 , BaF 2 、BeCl 2 MgCl 2 , CaCl 2 、SrCl 2 、BaCl 2 ,BeBr 2 MgBr 2 , CaBr 2 , SrBr 2 ,BaBr 2 ,BeI 2 MgI 2 ,CaI 2 , SrI 2 and BaI 2 .

[0307] Examples of transition metal halides may include titanium halides (eg, TiF 4、TiCl 4 、TiBr 4 、TiI 4 etc.), zirconium halides (e.g., ZrF 4 、ZrCl 4 , ZrBr 4 , ZrI 4 etc.), hafnium halides (e.g., HfF 4 , HfCl 4 , HfBr 4 , HfI 4 etc.), vanadium halides (e.g., VF 3 、VCl 3 , VBr 3 VI 3 etc.), niobium halides (e.g., NbF 3 、NbCl 3 , NbBr 3 , NbI 3 etc.), tantalum halides (e.g., TaF 3 、TaCl 3 、TaBr 3 、TaI 3 etc.), chromium halides (e.g., CrF 3 CrCl 3 CrBr 3 CrI 3 etc.), molybdenum halides (e.g., MoF 3 、MoCl 3 、MoBr 3 、MoI 3 etc.), tungsten halides (e.g., WF 3 、WCl 3 , WBr 3 , WI 3 etc.), manganese halides (e.g., MnF 2 、MnCl 2 、MnBr 2 、MnI 2 etc.), technetium halides (e.g., TcF 2 , TcCl 2 , TcBr 2 , TcI 2 etc.), rhenium halides (e.g., ReF 2 、ReCl 2 、ReBr 2 、ReI 2 etc.), ferrous halides (e.g., FeF 2 、FeCl 2 , FeBr 2 ,FeI2 etc.), ruthenium halides (e.g., RuF 2 、RuCl 2 ,RuBr 2 , RuI 2 etc.), osmium halides (e.g., OsF 2 , OsCl 2 、OsBr 2 , OsI 2 etc.), cobalt halides (e.g., CoF 2 、CoCl 2 ,CoBr 2 、CoI 2 etc.), rhodium halides (e.g., RhF 2 , RhCl 2 , RhBr 2 , RhI 2 etc.), iridium halides (e.g., IrF 2 、IrCl 2 ,IrBr 2 ,IrI 2 etc.), nickel halides (e.g., NiF 2 、NiCl 2 、NiBr 2 , NiI 2 etc.), palladium halides (e.g., PdF 2 , PdCl 2 , PdBr 2 , PdI 2 etc.), platinum halides (e.g., PtF 2 , PtCl 2 , PtBr 2 , PtI 2 etc.), cuprous halides (e.g., CuF, CuCl, CuBr, CuI, etc.), silver halides (e.g., AgF, AgCl, AgBr, AgI, etc.), and gold halides (e.g., AuF, AuCl, AuBr, AuI, etc.).

[0308] Examples of late transition metal halides may include zinc halides (eg, ZnF 2 、ZnCl 2 、ZnBr 2 、ZnI 2 etc.), indium halides (e.g., InI 3 etc.) and tin halides (e.g., SnI 2 wait).

[0309] Examples of lanthanide metal halides may include YbF, YbF 2 , YbF 3 、SmF3 , YbCl, YbCl 2 YbCl 3 、SmCl 3 , YbBr, YbBr 2 , YbBr 3 、SmBr 3 、YbI、YbI 2 ,YbI 3 and SmI 3 wait.

[0310] Examples of metalloid halides may include antimony halides (eg, SbCl 5 etc.

[0311] Examples of metal tellurides may include alkali metal tellurides (eg, Li 2 Te、Na 2 Te, K 2 Te、Rb 2 Te and Cs 2 Te, etc.), alkaline earth metal tellurides (e.g., BeTe, MgTe, CaTe, SrTe, and BaTe, etc.), transition metal tellurides (e.g., TiTe 2 、ZrTe 2 、HfTe 2 、V 2 Te 3 , Nb 2 Te 3 、 2 Te 3 Cr 2 Te 3 、Mo 2 Te 3 , W 2 Te 3 , MnTe, TcTe, ReTe, FeTe, RuTe, OsTe, CoTe, RhTe, IrTe, NiTe, PdTe, PtTe, Cu 2 Te, CuTe, Ag 2 Te, AgTe and Au 2 Te, etc.), late transition metal tellurides (e.g., ZnTe, etc.), and lanthanide metal tellurides (e.g., LaTe, CeTe, PrTe, NdTe, PmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, and LuTe, etc.), etc.

[0312] [Emitting layer in interlayer 130]

[0313] When the light-emitting device 10 is a full-color light-emitting device, the emission layer may be patterned into a red emission layer, a green emission layer, and / or a blue emission layer according to the 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, wherein the two or more layers may contact each other or may be separated from each other to emit white light. In an embodiment, 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, wherein the two or more materials may be mixed with each other in a single layer to emit white light.

[0314] The emissive layer may include a host and a dopant. The dopant may include a phosphorescent dopant, a fluorescent dopant, or any combination thereof.

[0315] The amount of the dopant in the emission layer may be in the range of about 0.01 parts by weight to about 15 parts by weight based on 100 parts by weight of the host.

[0316] In an embodiment, the emissive layer may include quantum dots.

[0317] In an embodiment, the emission layer may include a delayed fluorescent material. The delayed fluorescent material may be used as a host or as a dopant in the emission layer.

[0318] The thickness of the emission layer can be about to about For example, the thickness of the emission layer may be in the range of about to about When the thickness of the emission layer is within any of these ranges, excellent light emitting characteristics can be obtained without significantly increasing the driving voltage.

[0319] [main body]

[0320] In an embodiment, the host may further include a compound represented by Formula 301:

[0321] [Formula 301]

[0322] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 .

[0323] In formula 301,

[0324] Ar 301 and L 301 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R10a Substituted C 1 -C 60 Heterocyclic group,

[0325] xb11 can be 1, 2 or 3,

[0326] xb1 may be an integer selected from 0 to 5,

[0327] R 301 It may be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, -Si(Q 301 )(Q 302 )(Q 303 )、-N(Q 301 )(Q 302 )、-B(Q 301 )(Q 302 )、-C(=O)(Q 301 )、-S(=O) 2 (Q 301 ) or -P(=O)(Q 301 )(Q 302 ),

[0328] xb21 may be an integer selected from 1 to 5, and

[0329] Q 301 To Q 303 Each independently of the reference Q 1 Same as described.

[0330] In an embodiment, in Formula 301, when xb11 is 2 or greater, two or more Ar 301 Can be connected to each other via a single bond.

[0331] In an embodiment, the host may include a compound represented by Formula 301-1, a compound represented by Formula 301-2, or any combination thereof:

[0332] [Formula 301-1]

[0333]

[0334] [Formula 301-2]

[0335]

[0336] In Formula 301-1 and Formula 301-2,

[0337] Ring A 301 To Ring A 304 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0338] X 301 Can be O, S, N[(L 304 ) xb4 -R 304 ]、C(R 304 )(R 305 ) or Si(R 304 )(R 305 ),

[0339] xb22 and xb23 can each independently be 0, 1 or 2,

[0340] L 301 , xb1 and R 301 may each be the same as described herein,

[0341] L 302 To L 304 can be independently identified with reference to L in this article 301 Same as described,

[0342] xb2 to xb4 may each independently be the same as described herein with reference to xb1, and

[0343] R 302 To R 305 and R 311 To R 314 can be independently identified with reference to R in this article 301 Same as described.

[0344] In an embodiment, the host may include an alkaline earth metal complex, a late transition metal complex, or any combination thereof. For example, the host may include a Be complex (eg, compound H55), a Mg complex, a Zn complex, or any combination thereof.

[0345] In an embodiment, the host may include one of Compound H1 to Compound H128, 9,10-di(2-naphthyl)anthracene (ADN), 2-methyl-9,10-bis(naphthalene-2-yl)anthracene (MADN), 9,10-di(2-naphthyl)-2-tert-butyl-anthracene (TBADN), 4,4′-bis(N-carbazolyl)-1,1′-biphenyl (CBP), 1,3-di-9(carbazolyl)benzene (mCP), 1,3,5-tri(carbazolyl-9-yl)benzene (TCP), or any combination thereof:

[0346]

[0347]

[0348]

[0349]

[0350]

[0351]

[0352]

[0353] [Phosphorescent dopant]

[0354] In an embodiment, the phosphorescent dopant may include at least one transition metal as a central metal.

[0355] The phosphorescent dopant may include a monodentate ligand, a bidentate ligand, a tridentate ligand, a tetradentate ligand, a pentadentate ligand, a hexadentate ligand, or any combination thereof.

[0356] The phosphorescent dopant may be electrically neutral.

[0357] In an embodiment, the phosphorescent dopant may include an organometallic compound represented by Formula 401:

[0358] [Formula 401]

[0359] M(L 401 ) xc1 (L 402 ) xc2 .

[0360] In formula 401,

[0361] M may be a transition metal (e.g., 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)),

[0362] L 401 may be a ligand represented by Formula 402, and xc1 may be 1, 2 or 3, wherein when xc1 is 2 or greater, two or more L 401 may be the same or different from each other,

[0363] [Formula 402]

[0364]

[0365] L 402 may be an organic ligand, and xc2 may be 0, 1, 2, 3 or 4, wherein when xc2 is 2 or greater, two or more L 402 may be the same or different from each other,

[0366] In formula 402,

[0367] X 401 and X 402 may each independently be nitrogen or carbon,

[0368] Ring A 401 and Ring A 402 Can be independently C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group,

[0369] T 401 It can be a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 411 )-*'、*-C(Q 411 )(Q 412 )-*',

[0370] *-C(Q 411 )=C(Q 412 )-*'、*-C(Q 411 )=*'or*=C=*',

[0371] X 403 and X 404 can be independently a chemical bond (e.g., a covalent bond or a coordination bond), O, S, N (Q 413 )、B(Q 413 )、P(Q 413 )、C(Q 413 )(Q 414 ) or Si(Q413 )(Q 414 ),

[0372] Q 411 To Q 414 can be independently referred to in this article as Q 1 Same as described,

[0373] R 401 and R 402 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted by at least one R 10a Substituted C 1 -C 20 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 20 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, -Si(Q 401 )(Q 402 )(Q 403 )、-N(Q 401 )(Q 402 )、-B(Q 401 )(Q 402 )、-C(=O)(Q 401 )、-S(=O) 2 (Q 401 ) or -P(=O)(Q 401 )(Q 402 ),

[0374] Q 401 To Q 403 can be independently referred to in this article as Q 1 Same as described,

[0375] xc11 and xc12 may each independently be an integer selected from 0 to 10, and

[0376] * and *' in Formula 402 each indicate a bonding site to M in Formula 401.

[0377] In an embodiment, in formula 402, X 401 may be nitrogen, and X 402 Can be carbon, or X 401 and X 402 Each may be nitrogen.

[0378] In an embodiment, in Formula 401, when xc1 is 2 or greater, two or more L 401 The two rings A 401 Optionally, T as a linking group 402 Connected to each other, or two rings A 402 Optionally, T as a linking group 403 Connected to each other (see Compound PD1 to Compound PD4 and Compound PD7). 402 and T 403 can be independently referred to in this article as T 401 Same as described.

[0379] In formula 401, L 402 It can be an organic ligand. For example, L 402 It may include a halogen group, a diketone group (e.g., an acetylacetonate group), a carboxylic acid group (e.g., a picolinate group), -C(=O), an isonitrile group, a -CN group, a phosphorus-containing group (e.g., a phosphine group, a phosphite group, etc.), or any combination thereof.

[0380] In an embodiment, the phosphorescent dopant may include, for example, one of Compound PD1 to Compound PD39 and Compound PD42 or any combination thereof:

[0381]

[0382]

[0383]

[0384] [Fluorescent dopant]

[0385] The fluorescent dopant may include an amine-containing compound, a styrene-containing compound, or any combination thereof. In an embodiment, the fluorescent dopant may include a compound represented by Formula 501:

[0386] [Formula 501]

[0387]

[0388] In formula 501,

[0389] Ar 501 , L 501 To L 503 , R 501 and R 502 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C60 Heterocyclic group,

[0390] xd1 to xd3 may each independently be 0, 1, 2 or 3, and

[0391] xd4 can be 1, 2, 3, 4, 5 or 6.

[0392] In an embodiment, in Formula 501, Ar 501 It may be a condensed ring group in which three or more monocyclic groups are condensed together (for example, anthracenyl, 1,2-triphenylenyl, or pyrene).

[0393] In an embodiment, in formula 501, xd4 may be 2.

[0394] In an embodiment, the fluorescent dopant may include one of Compound FD1 to Compound FD37, DPVBi, DPAVBi, or any combination thereof:

[0395]

[0396]

[0397]

[0398]

[0399] [Delayed fluorescence material]

[0400] The emitting layer may include a delayed fluorescent material.

[0401] In the specification, the delayed fluorescent material may be selected from compounds capable of emitting delayed fluorescence based on a delayed fluorescence emission mechanism.

[0402] The delayed fluorescent material included in the emission layer may serve as a host or as a dopant depending on the types of other materials included in the emission layer.

[0403] In an embodiment, the difference between the triplet energy level (eV) of the delayed fluorescent material and the singlet energy level (eV) of the delayed fluorescent material may be in the range of about 0 eV to about 0.5 eV. When the difference between the triplet energy level (eV) of the delayed fluorescent material and the singlet energy level (eV) of the delayed fluorescent material satisfies the above range, up-conversion of the delayed fluorescent material from the triplet state to the singlet state may effectively occur, and therefore, the luminous efficiency of the light-emitting device 10 may be improved.

[0404] In an embodiment, the delayed fluorescent material may include: at least one electron donating group (eg, a π-electron-rich C 3 -C 60a cyclic group, such as a carbazolyl group) and at least one electron-withdrawing group (e.g., a sulfoxide group, a cyano group, or a π-electron-deficient nitrogen-containing C 1 -C 60 or a material including C wherein two or more cyclic groups are fused while sharing boron (B) 8 -C 60 Polycyclic materials.

[0405] Examples of the delayed fluorescent material may include at least one of Compound DF1 to Compound DF14:

[0406]

[0407]

[0408] [Quantum dot]

[0409] The emissive layer may include quantum dots.

[0410] In the specification, the quantum dot may be a crystal of a semiconductor compound, and may include any material capable of emitting light of various emission wavelengths according to the size of the crystal.

[0411] The diameter of the quantum dots may, for example, be in the range of about 1 nm to about 10 nm.

[0412] The quantum dots may be synthesized by a wet chemical process, a metal organic chemical vapor deposition (MOCVD) process, a molecular beam epitaxy (MBE) process, or any process similar thereto.

[0413] The wet chemical process is a method that includes mixing a precursor material with an organic solvent and growing a quantum dot particle crystal. When the quantum dot particle crystal grows, the organic solvent naturally acts as a dispersant coordinated on the surface of the quantum dot particle crystal and controls the growth of the quantum dot particle crystal, so that the growth of the quantum dot particle crystal can be controlled by a process that is lower in cost and easier to perform than a vapor deposition method (such as metal organic chemical vapor deposition (MOCVD) or molecular beam epitaxy (MBE)).

[0414] The quantum dots may include Group II-VI semiconductor compounds, Group III-V semiconductor compounds, Group III-VI semiconductor compounds, Group I-III-VI semiconductor compounds, Group IV-VI semiconductor compounds, Group IV elements or compounds, or any combination thereof.

[0415] Examples of II-VI semiconductor compounds may include binary compounds such as CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, or MgS; ternary compounds such as CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, Cd ... dZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe or MgZnS; a quaternary compound, such as CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe or HgZnSTe; or any combination thereof.

[0416] Examples of III-V semiconductor compounds may include binary compounds such as GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, or InSb; ternary compounds such as GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InNP, InAlP, InNAs, InNSb, InPAs, or InPSb; quaternary compounds such as GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, or InAlPSb; or any combination thereof. In an embodiment, the III-V semiconductor compound may further include a Group II element. Examples of the Group III-V semiconductor compound further including the Group II element may include InZnP, InGaZnP, InAlZnP, and the like.

[0417] Examples of III-VI semiconductor compounds may include binary compounds such as GaS, GaSe, Ga 2 Se 3 、GaTe、InS、InSe、In 2 S 3 、In 2 Se 3 or InTe; ternary compounds, such as InGaS 3 or InGaSe 3 ; and any combination thereof.

[0418] Examples of Group I-III-VI semiconductor compounds may include: ternary compounds such as AgInS, AgInS 2 、CuInS、CuInS 2 、CuGaO 2 、AgGaO 2 or AgAlO 2 ; or any combination thereof.

[0419] Examples of Group IV-VI semiconductor compounds may include: binary compounds such as SnS, SnSe, SnTe, PbS, PbSe or PbTe; ternary compounds such as SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe or SnPbTe; quaternary compounds such as SnPbSSe, SnPbSeTe or SnPbSTe; or any combination thereof.

[0420] Examples of Group IV elements or compounds may include: single element materials, such as Si or Ge; binary compounds, such as SiC or SiGe; or any combination thereof.

[0421] Each element included in the multi-element compound such as a binary compound, a ternary compound, or a quaternary compound may be present in the particle at a uniform concentration or at a non-uniform concentration.

[0422] In an embodiment, the quantum dot may have a single structure in which the concentration of each element in the quantum dot is uniform, or the quantum dot may have a core-shell dual structure. For example, the material included in the core and the material included in the shell may be different from each other.

[0423] The shell of the quantum dot can be used as a protective layer to prevent chemical denaturation of the core to maintain semiconductor properties and / or can be used as a charging layer to impart electrophoretic properties to the quantum dot. The shell can be a single layer or multiple layers. The interface between the core and the shell can have a concentration gradient, wherein the concentration of the element present in the shell decreases toward the center of the core.

[0424] Examples of the shell of the quantum dot may include metal oxides, metalloid oxides, non-metal oxides, semiconductor compounds, and any combination thereof. Examples of metal oxides, metalloid oxides, or non-metal oxides may include: binary compounds, such as SiO 2 、Al 2 O 3 、TiO 2 、ZnO、MnO、Mn 2 O 3 , Mn 3 O 4 , CuO, FeO, Fe 2 O 3 , Fe3 O 4 , CoO, Co 3 O 4 or NiO; ternary compounds, such as MgAl 2 O 4 、CoFe 2 O 4 、NiFe 2 O 4 or CoMn 2 O 4 ; and any combination thereof.

[0425] Examples of semiconductor compounds may include: Group II-VI semiconductor compounds; Group III-V semiconductor compounds; Group III-VI semiconductor compounds; Group I-III-VI semiconductor compounds; Group IV-VI semiconductor compounds; and any combination thereof. For example, the semiconductor compound may include CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnSeS, ZnTeS, GaAs, GaP, GaSb, HgS, HgSe, HgTe, InAs, InP, InGaP, InSb, AlAs, AlP, AlSb, or any combination thereof.

[0426] The full width at half maximum (FWHM) of the emission wavelength spectrum of the quantum dot may be equal to or less than about 45 nm. For example, the FWHM of the emission wavelength spectrum of the quantum dot may be equal to or less than about 40 nm. For example, the FWHM of the emission wavelength spectrum of the quantum dot may be equal to or less than about 30 nm. Within any of these ranges, color purity or color reproducibility may be increased. Light emitted by the quantum dot may be emitted in all directions, so that the wide viewing angle may be improved.

[0427] In embodiments, the quantum dots may be in the form of spherical nanoparticles, pyramidal nanoparticles, multi-armed nanoparticles, cubic nanoparticles, nanotubes, nanowires, nanofibers, or nanoplates.

[0428] Because the energy band gap can be adjusted by controlling the size of the quantum dots, light with various wavelength bands can be obtained from the quantum dot emission layer. Accordingly, by using quantum dots of different sizes, a light emitting device that emits light of various wavelength bands can be implemented. In an embodiment, the size of the quantum dots can be adjusted so that the quantum dots emit red light, green light, and / or blue light. In an embodiment, the size of the quantum dots can be configured to emit white light through a combination of various colors of light.

[0429] [Electron Transport Region in Interlayer 130]

[0430] The electron transport region may have a single-layer structure composed of a single layer (composed of a single material), a single-layer structure composed of a single layer including different materials, or a multilayer structure including a plurality of layers including different materials.

[0431] The electron transport region may include a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0432] In an embodiment, the electron transport region may have an electron transport layer / electron injection layer structure, a hole blocking layer / electron transport layer / electron injection layer structure, an electron control layer / electron transport layer / electron injection layer structure, or a buffer layer / electron transport layer / electron injection layer structure, wherein the layers of each structure may be stacked from the emission layer in the order of their respective descriptions, but the structure of the electron transport region is not limited thereto.

[0433] In an embodiment, the electron transport region (eg, a buffer layer, a hole blocking layer, an electron control layer, or an electron transport layer in the electron transport region) may include a nitrogen-containing C 1 -C 60 Metal-free compounds of cyclic groups.

[0434] In an embodiment, the electron transport region may include a compound represented by Formula 601:

[0435] [Formula 601]

[0436] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21 .

[0437] In formula 601,

[0438] Ar 601 and L 601 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0439] xe11 can be 1, 2 or 3,

[0440] xe1 can be 0, 1, 2, 3, 4 or 5,

[0441] R 601 may be unsubstituted or substituted with at least one R 10a Substituted C 3-C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, -Si(Q 601 )(Q 602 )(Q 603 )、-C(=O)(Q 601 )、-S(=O) 2 (Q 601 ) or -P(=O)(Q 601 )(Q 602 ),

[0442] Q 601 To Q 603 can be independently referred to in this article as Q 1 Same as described,

[0443] xe21 can be 1, 2, 3, 4, or 5, and

[0444] Ar 601 , L 601 and R 601 At least one of them may be independently unsubstituted or substituted by at least one R 10a Substituted π-electron-deficient nitrogen-containing C 1 -C 60 Cyclic group.

[0445] In an embodiment, in Formula 601, when xe11 is 2 or greater, two or more Ar 601 Can be connected to each other via a single bond.

[0446] In an embodiment, in Formula 601, Ar 601 may be unsubstituted or substituted with at least one R 10a Substituted anthracenyl.

[0447] In an embodiment, the electron transport region may include a compound represented by Formula 601-1:

[0448] [Formula 601-1]

[0449]

[0450] In formula 601-1,

[0451] X 614 Can be N or C(R 614 ), X 615 Can be N or C(R 615 ), X 616 Can be N or C(R 616 ), and X 614 To X616 At least one of them may each be N,

[0452] L 611 To L 613 can be independently identified with reference to L in this article 601 Same as described,

[0453] xe611 to xe613 may each independently be the same as described herein with reference to xe1,

[0454] R 611 To R 613 can be independently identified with reference to R in this article 601 Same as described, and

[0455] R 614 To R 616 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group.

[0456] In an embodiment, in Formula 601 and Formula 601-1, xe1 and xe611 to xe613 may each independently be 0, 1, or 2.

[0457] In an embodiment, the electron transport region may include one of Compound ET1 to Compound ET45, 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), Alq 3 , BAlq, TAZ, NTAZ or any combination thereof:

[0458]

[0459]

[0460]

[0461] The thickness of the electron transport region can be about to about For example, the thickness of the electron transport region may be in the range of about to about When the electron transport region includes a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, or any combination thereof, the thickness of the buffer layer, the hole blocking layer, or the electron control layer may be independently about to about And the thickness of the electron transport layer can be about to about For example, the thickness of the buffer layer, the hole blocking layer, or the electron control layer can each independently be about to about For example, the thickness of the electron transport layer may be in the range of about to about When the thickness of the buffer layer, the hole blocking layer, the electron control layer, the electron transport layer and / or the electron transport region is within these ranges, satisfactory electron transport characteristics can be obtained without significantly increasing the driving voltage.

[0462] In addition to the above-mentioned materials, the electron transport region (eg, an electron transport layer in the electron transport region) may further include a metal-containing material.

[0463] The metal-containing material may include an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The metal ions of the alkali metal complex may be Li ions, Na ions, K ions, Rb ions, or Cs ions; and the metal ions of the alkaline earth metal complex may be Be ions, Mg ions, Ca ions, Sr ions, or Ba ions.

[0464] The ligands coordinated to the metal ion of the alkali metal complex or the alkaline earth metal complex may each independently include hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene, or any combination thereof.

[0465] For example, the metal-containing material may include a Li complex. The Li complex may include, for example, compound ET-D1 (Liq) or compound ET-D2:

[0466]

[0467] The electron transport region may include an electron injection layer that facilitates injection of electrons from the second electrode 150. The electron injection layer may directly contact the second electrode 150.

[0468] The electron injection layer may have a single-layer structure composed of a single layer (composed of a single material), a single-layer structure composed of a single layer containing different materials, or a multilayer structure including a plurality of layers containing different materials.

[0469] The electron injection layer may include an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal compound, an alkaline earth metal compound, a rare earth metal compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof.

[0470] The alkali metal may include Li, Na, K, Rb, Cs, or any combination thereof. The alkaline earth metal may include Mg, Ca, Sr, Ba, or any combination thereof. The rare earth metal may include Sc, Y, Ce, Tb, Yb, Gd, or any combination thereof.

[0471] The alkali metal compound, the alkaline earth metal compound, and the rare earth metal compound may be oxides, halides (e.g., fluorides, chlorides, bromides, or iodides), or tellurides of the alkali metal, the alkaline earth metal, and the rare earth metal, or any combination thereof.

[0472] Examples of the alkali metal compound may include: alkali metal oxides, such as Li 2 O, Cs 2 O, or K 2 O; alkali metal halides, such as LiF, NaF, CsF, KF, LiI, NaI, CsI, or KI; or any combination thereof. Examples of the alkaline earth metal compound may include alkaline earth metal oxides, such as BaO, SrO, CaO, Ba x Sr 1-x O (where x is a real number satisfying the condition 0 < x < 1), or Ba x Ca 1-x O (where x is a real number satisfying the condition 0 < x < 1), etc. Examples of the rare earth metal compound may include YbF 3 、ScF 3 、Sc 2 O 3 、Y 2 O 3 、Ce 2 O 3 、GdF 3 、TbF 3 、YbI 3 、ScI 3 、TbI 3 、 or any combination thereof. In an embodiment, the rare earth metal compound may include lanthanide metal tellurides. Examples of the lanthanide metal tellurides may include LaTe, CeTe, PrTe, NdTe, PmTe, SmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, La 2 Te 3 、Ce 2 Te 3 、Pr 2 Te3 、Nd 2 Te 3 、Pm 2 Te 3 、Sm 2 Te 3 、Eu 2 Te 3 , Gd 2 Te 3 , Tb 2 Te 3 、Dy 2 Te 3 、Ho 2 Te 3 , Er 2 Te 3 、Tm 2 Te 3 , Yb 2 Te 3 He Lu 2 Te 3 .

[0473] The alkali metal complex, alkaline earth metal complex and rare earth metal complex may include: an alkali metal ion, an alkaline earth metal ion or a rare earth metal ion; and a ligand bonded to the metal ion (e.g., hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene or any combination thereof).

[0474] The electron injection layer may be composed of an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound, an alkaline earth metal-containing compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof as described above. In an embodiment, the electron injection layer may further include an organic material (e.g., a compound represented by Formula 601).

[0475] In an embodiment, the electron injection layer may be composed of an alkali metal compound (e.g., an alkali metal halide); or the electron injection layer may be composed of an alkali metal compound (e.g., an alkali metal halide) and an alkali metal, an alkaline earth metal, a rare earth metal, or any combination thereof. For example, the electron injection layer may be a KI:Yb co-deposition layer, a RbI:Yb co-deposition layer, or a LiF:Yb co-deposition layer, etc.

[0476] 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 any combination thereof may be uniformly or non-uniformly dispersed in a matrix including the organic material.

[0477] The thickness of the electron injection layer can be about to about For example, the thickness of the electron injection layer may be about to about When the thickness of the electron injection layer is within any one of the above ranges, satisfactory electron injection characteristics can be obtained without significantly increasing the driving voltage.

[0478] [Second electrode 150]

[0479] The second electrode 150 may be located on the interlayer 130 having the structure as described above. The second electrode 150 may be a cathode as an electron injection electrode. When the second electrode 150 is a cathode, the material used for the second electrode 150 may include a material having a low work function, such as a metal, an alloy, an electrically conductive compound, or any combination thereof.

[0480] The second electrode 150 may include lithium (Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), ytterbium (Yb), silver-ytterbium (Ag-Yb), ITO, IZO or any combination thereof. The second electrode 150 may be a transmissive electrode, a semi-transmissive electrode or a reflective electrode.

[0481] The second electrode 150 may have a single-layer structure or a multi-layer structure.

[0482] [Capping layer]

[0483] The light emitting device 10 may include a first capping layer located outside the first electrode 110 and / or a second capping layer located outside the second electrode 150. In an embodiment, the light emitting device 10 may have a structure in which the first capping layer, the first electrode 110, the interlayer 130, and the second electrode 150 are stacked in the order described, a structure in which the first electrode 110, the interlayer 130, the second electrode 150 and the second capping layer are stacked in the order described, 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 stacked in the order described.

[0484] The light generated in the emission layer of the interlayer 130 of the light emitting device 10 can be extracted toward the outside through the first electrode 110 which can be a semi-transmissive electrode or a transmissive electrode and through the first capping layer. The light generated in the emission layer of the interlayer 130 of the light emitting device 10 can be extracted toward the outside through the second electrode 150 which can be a semi-transmissive electrode or a transmissive electrode and through the second capping layer.

[0485] The first capping layer and the second capping layer can each increase the external emission efficiency according to the principle of constructive interference. Accordingly, the light extraction efficiency of the light emitting device 10 is increased, so that the light emitting efficiency of the light emitting device 10 can be improved.

[0486] The first capping layer and the second capping layer may each include a material having a refractive index equal to or greater than about 1.6 (with respect to a wavelength of about 589 nm).

[0487] 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.

[0488] At least one of the first capping layer and the second capping layer may each independently include a carbocyclic compound, a heterocyclic compound, an amine-containing compound, a porphyrin derivative, a phthalocyanine derivative, a naphthalocyanine derivative, an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The carbocyclic compound, the heterocyclic compound, and the amine-containing compound may be optionally substituted with a substituent including O, N, S, Se, Si, F, Cl, Br, I, or any combination thereof.

[0489] In an embodiment, at least one of the first capping layer and the second capping layer may each independently include an amine-containing compound.

[0490] For example, at least one of the first capping layer and the second capping layer may each independently include the compound represented by Formula 201, the compound represented by Formula 202, or any combination thereof.

[0491] In an embodiment, at least one of the first capping layer and the second capping layer may each independently include one of compounds HT28 to HT33, one of compounds CP1 to CP6, β-NPB, or any combination thereof:

[0492]

[0493] [membrane]

[0494] The amine-containing compound represented by Formula 1 may be included in various films. Accordingly, another embodiment provides a film including the amine-containing compound represented by Formula 1. The film may be, for example, an optical member (or light control device) (e.g., a color filter, a color conversion member, a capping layer, a light extraction efficiency enhancement layer, a selective light absorption layer, a polarization layer, or a quantum dot layer, etc.), a light blocking member (e.g., a light reflecting layer or a light absorbing layer, etc.), or a protective member (e.g., an insulating layer or a dielectric layer, etc.).

[0495] [Electronic equipment]

[0496] The light emitting device may be included in various electronic devices. For example, the electronic device including the light emitting device may be a light emitting device or an authentication device, etc.

[0497] In addition to the light emitting device, the electronic device (e.g., the light emitting device) may further include: a color filter, a color conversion layer, or a color filter and a color conversion layer. The color filter and / or the color conversion layer may be located in at least one direction in which the light emitted from the light emitting device travels. For example, the light emitted from the light emitting device may be blue light or white light. Further details about the light emitting device may be the same as the relevant description provided above. In an embodiment, the color conversion layer may include quantum dots. The quantum dots may be, for example, quantum dots as described herein.

[0498] The electronic device may include a first substrate. The first substrate may include a plurality of sub-pixels, the color filter may include a plurality of color filter regions respectively corresponding to the plurality of sub-pixels, and the color conversion layer may include a plurality of color conversion regions respectively corresponding to the plurality of sub-pixels.

[0499] A pixel defining layer may be located between the plurality of sub-pixels to define each sub-pixel.

[0500] The color filter may further include a plurality of color filter regions and a plurality of light shielding patterns between the plurality of color filter regions, and the color conversion layer may further include a plurality of color conversion regions and a plurality of light shielding patterns between the plurality of color conversion regions.

[0501] The color filter region (or color conversion region) may include a first region emitting a first color light, a second region emitting a second color light, and / or a third region emitting a 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 each other. 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. In an embodiment, the color filter region (or color conversion region) may include quantum dots. For example, the first region may include red quantum dots, the second region may include green quantum dots, and the third region may not include quantum dots. The quantum dots may be the quantum dots described herein. The first region, the second region, and / or the third region may each further include a scatterer.

[0502] In an embodiment, the light emitting device may emit a first light, the first region may absorb the first light to emit a first first color light, the second region may absorb the first light to emit a second first color light, and the third region may absorb the first light to emit a third first color light. The first first color light, the second first color light, and the third first color light may have different maximum emission wavelengths from each other. In an embodiment, 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.

[0503] In addition to the light emitting device described above, the electronic device may further include a thin film transistor. The thin film transistor may include a source electrode, a drain electrode and an active layer, wherein any one of the source electrode and the drain electrode may be electrically connected to any one of the first electrode and the second electrode of the light emitting device.

[0504] The thin film transistor may further include a gate electrode or a gate insulating film, etc.

[0505] The active layer may include crystalline silicon, amorphous silicon, an organic semiconductor, an oxide semiconductor, or the like.

[0506] The electronic device may further include a sealing portion for sealing the light emitting device. The sealing portion may be located 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 at the same time prevents 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 of an organic layer and an inorganic layer. When the sealing portion is a thin film encapsulation layer, the electronic device may be flexible.

[0507] Depending on the purpose of the electronic device, in addition to the color filter and / or the color conversion layer, various functional layers may be further included on the sealing portion. Examples of the functional layer may include a touch screen layer and a polarization layer, etc. 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 device may be, for example, a biometric authentication device that authenticates an individual by using biometric information of a living body (e.g., a fingertip, a pupil, etc.).

[0508] In addition to the light emitting device as described above, the authentication device may further include a biometric information collector.

[0509] The electronic device can be applied to various displays, light sources, lighting equipment, personal computers (e.g., mobile personal computers), mobile phones, digital cameras, electronic notebooks, electronic dictionaries, electronic game consoles, medical tools (e.g., electronic thermometers, blood pressure monitors, blood glucose meters, pulse measuring devices, pulse wave measuring devices, electrocardiogram displays, ultrasonic diagnostic devices or endoscope displays), fish finders, various measuring tools, instruments (e.g., instruments for vehicles, aircraft and ships) and projectors, etc.

[0510] [Electronic equipment]

[0511] Light emitting devices may be included in various electronic devices.

[0512] In an embodiment, the electronic equipment including the light emitting device may be a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor light, an outdoor light, a signal light, a head-up display, a fully transparent display, a partially transparent display, a flexible display, a rollable display, a foldable display, a retractable display, a laser printer, a telephone, a mobile phone, a tablet personal computer, a tablet mobile computer, a personal digital assistant (PDA), a wearable device, a laptop computer, a digital camera, a video camera, a viewfinder, a microdisplay, a three-dimensional (3D) display, a virtual reality display, an augmented reality display, a vehicle, a video wall with multiple displays spliced ​​together, a theater screen, a stadium screen, a light therapy device, or a sign.

[0513] The light emitting device may have excellent effects in terms of light emitting efficiency and long life, and thus electronic equipment including the light emitting device may have characteristics such as high brightness, high resolution, and low power consumption.

[0514] [ Figure 2 and Figure 3 Description]

[0515] Figure 2 is a schematic cross-sectional view of an electronic device according to an embodiment.

[0516] Figure 2 The electronic device (eg, a light emitting device) includes a substrate 100, a thin film transistor (TFT), a light emitting device, and a packaging portion 300 that seals the light emitting device.

[0517] The substrate 100 may be a flexible substrate, a glass substrate, or a metal substrate. The buffer layer 210 may be located on the substrate 100. The buffer layer 210 may prevent penetration of impurities through the substrate 100 and may provide a flat surface on the substrate 100.

[0518] The TFT may be located on the buffer layer 210. The TFT may include an active layer 220, a gate electrode 240, a source electrode 260, and a drain electrode 270.

[0519] The active 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.

[0520] A gate insulating film 230 for insulating the active layer 220 from the gate electrode 240 may be located on the active layer 220 , and the gate electrode 240 may be located on the gate insulating film 230 .

[0521] The interlayer insulating film 250 may be located on the gate electrode 240. The interlayer insulating film 250 may be located between the gate electrode 240 and the source electrode 260 to insulate the gate electrode 240 from the source electrode 260 and between the gate electrode 240 and the drain electrode 270 to insulate the gate electrode 240 from the drain electrode 270.

[0522] Source electrode 260 and drain electrode 270 may be located on interlayer insulating film 250. Interlayer insulating film 250 and gate insulating film 230 may be formed to expose source and drain regions of active layer 220, and source electrode 260 and drain electrode 270 may contact exposed portions of the source and drain regions of active layer 220, respectively.

[0523] The TFT is electrically connected to the light emitting device to drive the light emitting device, and is covered and protected by the passivation layer 280. The passivation layer 280 may include an inorganic insulating film, an organic insulating film, or any combination thereof. The light emitting device is provided on the passivation layer 280. The light emitting device may include a first electrode 110, an interlayer 130, and a second electrode 150.

[0524] The first electrode 110 may be located on the passivation layer 280. The passivation layer 280 may not completely cover the drain electrode 270 and may expose a portion of the drain electrode 270. The first electrode 110 may be connected (eg, electrically connected) to the exposed portion of the drain electrode 270.

[0525] A pixel defining layer 290 including an insulating material may be located on the first electrode 110. The pixel defining layer 290 may expose a region of the first electrode 110, and the interlayer 130 may be formed in the exposed region of the first electrode 110. The pixel defining layer 290 may be a polyimide organic film or a polyacrylic organic film. Figure 2 Although not shown in the figure, at least some layers of the interlayer 130 may extend beyond the upper portion of the pixel defining layer 290 to be provided in the form of a common layer.

[0526] The second electrode 150 may be located on the interlayer 130, and may further include a capping layer 170 on the second electrode 150. The capping layer 170 may be formed to cover the second electrode 150.

[0527] The encapsulation part 300 may be located on the capping layer 170. The encapsulation part 300 may be located on the light emitting device to protect the light emitting device from moisture and / or oxygen. The encapsulation part 300 may include an inorganic film including silicon nitride (SiN x ), silicon oxide (SiO x ), indium tin oxide, indium zinc oxide or any combination thereof; an organic film comprising polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyvinyl sulfonate, polyoxymethylene, polyarylate, hexamethyldisiloxane, an acrylic resin (e.g., polymethyl methacrylate or polyacrylic acid, etc.), an epoxy resin (e.g., aliphatic glycidyl ether (AGE), etc.) or any combination thereof; or any combination of an inorganic film and an organic film.

[0528] Figure 3 Schematic cross-sectional view showing an electronic device according to an embodiment.

[0529] Figure 3 An electronic device (eg, a light emitting device) and Figure 2 The electronic device of the present invention may be different in that the encapsulation portion 300 further includes a light shielding pattern 500 and a functional area 400. The functional area 400 may be a color filter area, a color conversion area, or a combination of a color filter area and a color conversion area. In an embodiment, Figure 3 The light-emitting device included in the electronic device may be a series light-emitting device.

[0530] [ Figure 4 Description]

[0531] Figure 4 is a schematic perspective view of an electronic device 1 including a light emitting device according to an embodiment.

[0532] The electronic device 1, which can be a device for displaying moving images or still images, can be not only a portable electronic device (such as a mobile phone, a smart phone, a tablet personal computer (PC), a mobile communication terminal, an electronic notebook, an electronic book, a portable multimedia player (PMP), a navigation device or an ultra mobile PC (UMPC)), but also various products (such as a TV, a laptop computer, a monitor, a billboard or an Internet of Things (IOT) device). The electronic device 1 can be any product or a part thereof as described above.

[0533] In an embodiment, the electronic device 1 may be a wearable device such as a smart watch, a watch phone, a glasses-type display, or a head-mounted display (HMD) or a part of a wearable device. However, the embodiment is not limited thereto.

[0534] Examples of the electronic device 1 may include a center information display (CID) on the center console or dashboard of the vehicle, an interior rearview mirror display that can replace the side mirrors of the vehicle, an entertainment display for the rear seats of the car or a display placed on the backrest of the front seat, a head-up display (HUD) mounted on the front of the vehicle or projected on the front windshield, or a computer-generated holographic augmented reality head-up display (CGH AR HUD). For convenience of explanation, Figure 4 An embodiment is explained in which the electronic device 1 is a smart phone.

[0535] The electronic device 1 may include a display area DA and a non-display area NDA outside the display area DA. The display device may implement an image through a two-dimensional pixel array arranged in the display area DA.

[0536] The non-display area NDA is an area where no image is displayed, and may surround (e.g., completely surround) the display area DA. A driver for providing an electrical signal or power to a display element arranged in the display area DA may be arranged in the non-display area NDA. A pad to which an electronic element or a printed circuit substrate may be electrically connected may be arranged in the non-display area NDA.

[0537] In the electronic device 1, the length in the x-axis direction and the length in the y-axis direction may be different from each other. Figure 4 As shown in FIG. 1 , the length in the x-axis direction may be shorter than the length in the y-axis direction. In an embodiment, the length in the x-axis direction may be the same as the length in the y-axis direction. In an embodiment, the length in the x-axis direction may be longer than the length in the y-axis direction.

[0538] [ Figure 5 and FIG. 6A to FIG. 6C Description]

[0539] Figure 5 is a schematic perspective view of the exterior of a vehicle 1000 as an electronic device including a light emitting device according to an embodiment. Figures 6A to 6C Each is a schematic diagram of the interior of vehicle 1000 according to an embodiment.

[0540] refer to Figure 5 , Fig. 6A , Figure 6B and Figure 6C , embodiments of the vehicle 1000 may include various devices for moving an object to be transported (such as a person, object, or animal) from a starting point to a destination. Examples of the vehicle 1000 may include a vehicle traveling on roads or tracks, a ship moving on the ocean or river, an airplane flying in the air using air action, and the like.

[0541] The vehicle 1000 may travel on a road or a track. The vehicle 1000 may move in a selected direction according to the rotation of at least one wheel. Examples of the vehicle 1000 may include a three-wheeled or four-wheeled vehicle, an engineering machine, a two-wheeled vehicle, a prime mover, a bicycle, and a train traveling on a track.

[0542] The vehicle 1000 may include a body having an interior and an exterior, and a chassis as a part other than the body in which mechanical equipment required for driving is installed. The exterior of the body of the vehicle may include a front panel, a hood, a roof panel, a rear panel, a trunk, and pillars provided at the boundaries between doors, etc. The chassis of the vehicle 1000 may include a power generation device, a power transmission device, a drive device, a steering device, a brake device, a suspension device, a transmission device, a fuel device, front and rear wheels, and left and right wheels, etc.

[0543] The vehicle 1000 may include side window glasses 1100 , a front window glass 1200 , side rearview mirrors 1300 , an instrument panel 1400 , a center console 1500 , a passenger seat instrument panel 1600 , and a display device 2 .

[0544] The side window glass 1100 and the front window glass 1200 may be divided by pillars disposed between the side window glass 1100 and the front window glass 1200 .

[0545] The side window glass 1100 may be mounted on the side of the vehicle 1000. In an embodiment, the side window glass 1100 may be mounted on a door of the vehicle 1000. A plurality of side window glasses 1100 may be provided and may face each other. In an embodiment, the side window glass 1100 may include a first side window glass 1110 and a second side window glass 1120. In an embodiment, the first side window glass 1110 may be arranged adjacent to the instrument panel 1400, and the second side window glass 1120 may be arranged adjacent to the passenger seat instrument panel 1600.

[0546] In an embodiment, the side window glasses 1100 may be spaced apart from each other in the x-axis direction or in a direction opposite to the x-axis direction. For example, the first side window glass 1110 and the second side window glass 1120 may be spaced apart from each other in the x-axis direction or in a direction opposite to the x-axis direction. For example, the imaginary straight line L connecting the side window glasses 1100 may extend in the x-axis direction or in a direction opposite to the x-axis direction. For example, the imaginary straight line L connecting the first side window glass 1110 and the second side window glass 1120 may extend in the x-axis direction or in a direction opposite to the x-axis direction.

[0547] The front window glass 1200 may be installed at the front of the vehicle 1000. The front window glass 1200 may be disposed between the side window glasses 1100 facing each other.

[0548] The side rearview mirror 1300 may provide a rear view of the vehicle 1000. The side rearview mirror 1300 may be mounted on the exterior of the vehicle body. In an embodiment, a plurality of side rearview mirrors 1300 may be provided. One of the plurality of side rearview mirrors 1300 may be arranged on the outer side of the first side window glass 1110, and another of the plurality of side rearview mirrors 1300 may be arranged on the outer side of the second side window glass 1120.

[0549] Instrument panel 1400 may be arranged in front of the steering wheel. Instrument panel 1400 may include a tachometer, a speedometer, a coolant temperature gauge, a fuel gauge, a turn signal indicator, a high beam indicator, a warning light, a seat belt warning light, an odometer, a trip meter, an automatic shift selector indicator light, a door open warning light, an engine oil warning light, and / or a low fuel warning light.

[0550] The center console 1500 may include a control panel on which buttons for adjusting an audio device, an air conditioning device, and a seat heater are provided. The center console 1500 may be disposed at one side of the instrument panel 1400 .

[0551] The passenger seat instrument panel 1600 may be spaced apart from the instrument panel 1400, with the center console 1500 disposed therebetween. In an embodiment, the instrument panel 1400 may be disposed to correspond to a driver's seat (not shown), and the passenger seat instrument panel 1600 may be disposed to correspond to a passenger seat (not shown). In an embodiment, the instrument panel 1400 may be adjacent to the first side window glass 1110, and the passenger seat instrument panel 1600 may be adjacent to the second side window glass 1120.

[0552] In an embodiment, the display device 2 may include a display panel 3, and the display panel 3 may display an image. The display device 2 may be arranged inside the vehicle 1000. In an embodiment, the display device 2 may be arranged between side window glasses 1100 facing each other. The display device 2 may be arranged on at least one of the instrument panel 1400, the center console 1500, and the passenger seat instrument panel 1600.

[0553] The display device 2 may include an organic light emitting display device, an inorganic electroluminescent (EL) display device, or a quantum dot display device, etc. Hereinafter, an organic light emitting display device including a light emitting device according to an embodiment will be described as an example of the display device 2. However, various types of display devices as described above may be used in the embodiments.

[0554] refer to Fig. 6A , the display device 2 may be arranged on the center console 1500. In an embodiment, the display device 2 may display navigation information. In an embodiment, the display device 2 may display information about audio settings, video settings, or vehicle settings.

[0555] refer to Figure 6B, the display device 2 may be arranged on the instrument panel 1400. When the display device 2 is arranged on the instrument panel 1400, the instrument panel 1400 may display driving information and the like through the display device 2. For example, the instrument panel 1400 may implement driving information digitally. The instrument panel 1400 may display vehicle information and driving information as images. For example, the pointer and instrument of the tachometer and various warning lights or icons may be displayed through digital signals.

[0556] refer to Figure 6C , the display device 2 may be arranged on the passenger seat instrument panel 1600. The display device 2 may be embedded in the passenger seat instrument panel 1600 or may be arranged on the passenger seat instrument panel 1600. In an embodiment, the display device 2 arranged on the passenger seat instrument panel 1600 may display an image related to the information displayed on the instrument panel 1400 and / or the information displayed on the center console 1500. In an embodiment, the display device 2 arranged on the passenger seat instrument panel 1600 may display information different from the information displayed on the instrument panel 1400 and / or the information displayed on the center console 1500.

[0557] [Manufacturing method]

[0558] The various layers included in the hole transport region, the emission layer, and the various layers included in the electron transport region can be formed in a selected region by using one or more suitable methods selected from vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB) deposition, inkjet printing, laser printing, and laser induced thermal imaging.

[0559] When the various layers included in the hole transport region, the emission layer, and the various 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., at a temperature of about 10 -8 To about 10 -3 Torr vacuum and approx. / second to about The deposition is carried out at a deposition rate of 1000 Å / sec, depending on the material to be included in the layer to be formed and the structure of the layer to be formed.

[0560] [Definition of terms]

[0561] As used herein, the term "C 3 -C 60 A "carbocyclic group" may be a cyclic group consisting of carbon atoms as the only ring-forming atoms and having 3 to 60 carbon atoms. As used herein, the term "C 1 -C 60 The "heterocyclic group" may be a cyclic group having 1 to 60 carbon atoms and further having at least one hetero atom as a ring-constituting atom in addition to the carbon atoms.

[0562] C 3 -C60 Carbocyclic and C 1 -C 60 The heterocyclic groups may each be a monocyclic group consisting of one ring or a polycyclic group in which two or more rings are fused to each other. 1 -C 60 The heterocyclic group can have 3 to 61 ring-forming atoms.

[0563] As used herein, the term "cyclic group" may be C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group.

[0564] As used herein, the term "π-electron-rich C 3 -C 60 The "cyclic group" may be a cyclic group having 3 to 60 carbon atoms and may not include *-N=*' as a ring-forming part. As used herein, the term "π-electron-deficient nitrogen-containing C 1 -C 60 The "cyclic group" may be a heterocyclic group having 1 to 60 carbon atoms and may include *-N=*' as a ring-forming portion.

[0565] In an embodiment,

[0566] C 3 -C 60 The carbocyclic group may be a T1 group, or a group in which two or more T1 groups are fused to each other (e.g., a cyclopentadienyl group, an adamantyl group, a norbornyl group, a phenyl group, a pentalenyl group, a naphthyl group, an azulenyl group, an indacenyl group, an acenaphthenyl group, a phenaltenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylene group, a pyrenyl group, a 1,2-triphenylene group, a peryl group, a pentaphenanthrenyl group, a heptalenyl group, a tetracenyl group, a phenanthrenyl group, a hexacenyl group, a pentacene group, a rubinyl group, a coronet group, an ovalenyl group, an indenyl group, a fluorenyl group, a spirobifluorenyl group, a benzofluorenyl group, an indenophenanthrenyl group, or an indenoanthryl group),

[0567] C 1 -C 60The heterocyclic group may be a T2 group, a group in which two or more T2 groups are fused to each other, or a group in which at least one T2 group and at least one T1 group are fused to each other (e.g., a pyrrolyl group, a thienyl group, a furyl group, an indolyl group, a benzindolyl group, a naphthoindolyl group, an isoindolyl group, a benzisoindolyl group, a naphthoisoindolyl group, a benzothioyl group, a benzothiophenyl group, a benzofuranyl group, a carbazolyl group, a dibenzothioyl group, a dibenzothiophenyl group, a dibenzofuranyl group, an indenocarbazolyl group, an indolcarbazolyl group, a benzofuranocarbazolyl group, a benzothiophenylcarbazolyl group, a benzothiophenylcarbazolyl group, a benzothiophenylcarbazolyl group, a benzothiophenylcarbazolyl group, a benzothiophenylcarbazolyl group, a benzoindolcarbazolyl group, a benzocarbazolyl group, a benzonaphthofuranoyl group, a benzonaphthothiophenyl group, a benzonaphthothioyl group, a benzofuranodibenzofuranodibenzothiophenyl group, a ... phenyl, benzothiophene and dibenzothiophene, pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, benzopyrazolyl, benzimidazolyl, benzoxazolyl, benzisoxazolyl, benzothiazolyl, benzisothiazolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl quinolinyl, benzoisoquinolinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, phenanthrolinyl, cinnolinyl, phthalazinyl, naphthyridinyl, imidazopyridinyl, imidazopyrimidinyl, imidazotriazine, imidazopyrazinyl, imidazopyridazinyl, azacarbazolyl, azafluorenyl, azadibenzothiazolyl, azadibenzothiopheneyl, azadibenzofuranyl, etc.),

[0568] Pi-electron-rich C 3 -C 60 The cyclic group may be a T1 group, a group in which two or more T1 groups are fused to each other, a T3 group, a group in which two or more T3 groups are fused to each other, or a group in which at least one T3 group and at least one T1 group are fused to each other (e.g., C 3 -C 60 carbocyclyl, 1H-pyrrolyl, thiolyl, borocyclopentyl, 2H-pyrrolyl, 3H-pyrrolyl, thienyl, furyl, indolyl, benzindolyl, naphthoindolyl, isoindolyl, benzisoindolyl, naphthoisoindolyl, benzothiolyl, benzothiophenyl, benzofuranyl, carbazolyl, dibenzothiolyl, dibenzothiophenyl, dibenzofuranyl, indenocarbazolyl, indolecarbazolyl, benzofuranocarbazolyl, benzothiophenylcarbazolyl, benzothiophenylcarbazolyl, benzothiophenylcarbazolyl, benzothiophenylcarbazolyl, benzoindolcarbazolyl, benzocarbazolyl, benzonaphthofuranyl, benzonaphthothienyl, benzonaphthothiolyl, benzofuranodibenzofuranyl, benzofuranodibenzothiophenyl, benzothiophenylodibenzothiophenyl, and the like), and

[0569] π-electron-deficient nitrogen-containing C 1 -C 60The cyclic group may be a T4 group, a group in which two or more T4 groups are fused to each other, a group in which at least one T4 group and at least one T1 group are fused to each other, a group in which at least one T4 group and at least one T3 group are fused to each other, or a group in which at least one T4 group, at least one T1 group and at least one T3 group are fused to each other (e.g., pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, benzopyrazolyl, benzimidazolyl, benzooxazolyl, oxazolyl, benzisoxazolyl, benzothiazolyl, benzisothiazolyl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, benzisoquinolyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, phenanthrolinyl, cinnolinyl, phthalazinyl, naphthyridinyl, imidazopyridinyl, imidazopyrimidinyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, azacarbazolyl, azafluorenyl, azadibenzothiazolyl, azadibenzothiopheneyl, azadibenzofuranyl, etc.).

[0570] The T1 group can be cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclooctane, cyclobutenyl, cyclopentenyl, cyclopentadienyl, cyclohexenyl, cyclohexadienyl, cycloheptenyl, adamantyl, norbornane (or bicyclo[2.2.1]heptane) group, norbornyl, bicyclo[1.1.1]pentane, bicyclo[2.1.1]hexane, bicyclo[2.2.2]octane or phenyl,

[0571] The T2 group can be furanyl, thienyl, 1H-pyrrolyl, thiolyl, borocyclopentyl, 2H-pyrrolyl, 3H-pyrrolyl, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, azathiarolyl, azaborolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, tetraazinyl, pyrrolidinyl, imidazolidinyl, dihydropyrrolyl, piperidinyl, tetrahydropyridinyl, dihydropyridinyl, hexahydropyrimidinyl, tetrahydropyrimidinyl, dihydropyrimidinyl, piperazinyl, tetrahydropyrazinyl, dihydropyrazinyl, tetrahydropyridazinyl or dihydropyridazinyl,

[0572] The T3 group may be a furyl group, a thienyl group, a 1H-pyrrolyl group, a thiole group or a borocyclopentadienyl group, and

[0573] The T4 group can be 2H-pyrrolyl, 3H-pyrrolyl, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, azathioyl, azaborolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl or tetrazinyl.

[0574] As used herein, the terms "cyclic group", "C3 -C 60 Carbocyclic group, "C 1 -C 60 Heterocyclic group", "π-electron-rich C 3 -C 60 Cyclic groups" and "π-electron-deficient nitrogen-containing C 1 -C 60 The "cyclic group" may each be a group condensed with any cyclic group, a monovalent group or a polyvalent group (e.g., a divalent group, a trivalent group, a tetravalent group, etc.) according to the structure of the formula using the corresponding term. For example, "phenyl" may be benzo, phenyl or phenylene, etc., which can be easily understood by ordinary technicians in the art based on the structure of the formula including "phenyl".

[0575] Unit Price C 3 -C 60 Carbocyclic groups and monovalent C 1 -C 60 Examples of the heterocyclic group may include C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 1 -C 60 heteroaryl, monovalent non-aromatic fused polycyclic group and monovalent non-aromatic fused heteropolycyclic group. 3 -C 60 Carbocyclic groups and divalent C 1 -C 60 Examples of the heterocyclic group may include C 3 -C 10 Cycloalkylene, C 1 -C 10 Heterocycloalkylene, C 3 -C 10 Cycloalkenylene, C 1 -C 10 Heterocycloalkenylene, C 6 -C 60 Arylene, C 1 -C 60 a heteroarylene group, a divalent non-aromatic fused polycyclic group, and a divalent non-aromatic fused heteropolycyclic group.

[0576] As used herein, the term "C 1 -C 60The term “alkyl” may be a linear or branched monovalent aliphatic hydrocarbon group having 1 to 60 carbon atoms, and examples thereof may include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isoheptyl, sec-heptyl, tert-heptyl, n-octyl, isooctyl, sec-octyl, tert-octyl, n-nonyl, isononyl, sec-nonyl, tert-nonyl, n-decyl, isodecyl, sec-decyl, and tert-decyl. As used herein, the term “C 1 -C 60 The "alkylene" may be 1 -C 60 An alkyl group is a divalent group having the same structure.

[0577] As used herein, the term "C 2 -C 60 The "alkenyl" may be 2 -C 60 The alkyl group is a monovalent hydrocarbon group having at least one carbon-carbon double bond in the middle or at the end thereof, and examples thereof may include ethenyl, propenyl, and butenyl. As used herein, the term “C 2 -C 60 "Alkenylene" can be 2 -C 60 Alkenyl groups have divalent groups of the same structure.

[0578] As used herein, the term "C 2 -C 60 "Alkynyl" may be 2 -C 60 The alkyl group is a monovalent hydrocarbon group having at least one carbon-carbon triple bond in the middle or at the end thereof, and examples thereof may include ethynyl and propynyl, etc. As used herein, the term “C 2 -C 60 "Alkyne" can be 2 -C 60 Alkynyl groups are divalent groups with the same structure.

[0579] As used herein, the term "C 1 -C 60 "Alkoxy" may be -O(A 101 )(where A 101 Can be C 1 -C 60 An alkyl group is a monovalent group represented by an alkyl group, and examples thereof may include a methoxy group, an ethoxy group, and an isopropoxy group.

[0580] As used herein, the term "C 3 -C 10The term "cycloalkyl" as used herein may be a monovalent saturated hydrocarbon ring group having 3 to 10 carbon atoms, and examples thereof may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl (or bicyclo[2.2.1]heptyl), bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, and bicyclo[2.2.2]octyl. As used herein, the term "Cycloalkyl" may be a monovalent saturated hydrocarbon ring group having 3 to 10 carbon atoms, and examples thereof may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl (or bicyclo[2.2.1]heptyl), bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, and bicyclo[2.2. 3 -C 10 The cycloalkylene group may be 3 -C 10 The cycloalkyl group has a divalent group of the same structure.

[0581] As used herein, the term "C 1 -C 10 The term "heterocycloalkyl" as used herein may be a monovalent cyclic group having 1 to 10 carbon atoms further including at least one hetero atom as a ring-forming atom in addition to carbon atoms, and examples thereof may include 1,2,3,4-oxatriazolidinyl, tetrahydrofuranyl, and tetrahydrothienyl. 1 -C 10 The heterocycloalkylene group may be 1 -C 10 The heterocycloalkyl group has a divalent group of the same structure.

[0582] As used herein, the term "C 3 -C 10 The term "cycloalkenyl" as used herein may be a monovalent cyclic group having 3 to 10 carbon atoms and at least one carbon-carbon double bond in its cyclic structure and having no aromaticity, and examples thereof may include cyclopentenyl, cyclohexenyl, and cycloheptenyl. 3 -C 10 The cycloalkenylene group may be 3 -C 10 The cycloalkenyl group has a divalent group of the same structure.

[0583] As used herein, the term "C 1 -C 10 The "heterocycloalkenyl group" may be a monovalent cyclic group having 1 to 10 carbon atoms, further including at least one heteroatom as a ring-constituting atom in addition to carbon atoms, and having at least one double bond in its ring structure. 1 -C 10 Examples of heterocycloalkenyl groups may include 4,5-dihydro-1,2,3,4-oxatriazolyl, 2,3-dihydrofuranyl, and 2,3-dihydrothienyl. As used herein, the term “C 1 -C 10 The "heterocycloalkenylene" may be 1 -C 10 The heterocycloalkenyl group has a divalent group of the same structure.

[0584] As used herein, the term "C 6 -C 60 The term "aryl" may be a monovalent group of a carbocyclic aromatic system having 6 to 60 carbon atoms, and as used herein, the term "C 6 -C 60 The "arylene group" may be a divalent group of a carbocyclic aromatic system having 6 to 60 carbon atoms. 6 -C 60 Examples of aryl groups may include phenyl, pentalenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylene, pyrenyl, 1,2-triphenylenyl, peryl, pentaphenanthrenyl, heptalenyl, tetracenyl, pyrenyl, hexenyl, pentacene, rubenyl, coronenyl, and ovalenyl. 6 -C 60 Aryl and C 6 -C 60 When the arylene groups each include two or more rings, the respective two or more rings may be fused to each other.

[0585] As used herein, the term "C 1 -C 60 The term "heteroaryl" as used herein may be a monovalent group of a heterocyclic aromatic system having 1 to 60 carbon atoms, further including at least one heteroatom as a ring-forming atom in addition to carbon atoms. 1 -C 60 The "heteroarylene group" may be a divalent group of a heterocyclic aromatic system having 1 to 60 carbon atoms, further including at least one heteroatom as a ring-forming atom in addition to carbon atoms. 1 -C 60 Examples of heteroaryl groups may include pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, benzoquinolyl, isoquinolyl, benzoisoquinolyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthrolinyl, phthalazinyl, and naphthyridinyl. 1 -C 60 Heteroaryl and C 1 -C 60 When the heteroarylene groups each include two or more rings, the respective two or more rings may be fused to each other.

[0586] The term "monovalent non-aromatic fused polycyclic group" as used herein may be a monovalent group (e.g., having 8 to 60 carbon atoms) having two or more rings fused to each other, only carbon atoms as ring-forming atoms, and generally, having no aromaticity in its molecular structure. Examples of monovalent non-aromatic fused polycyclic groups may include indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, indenophenanthryl, and indenoanthryl. The term "divalent non-aromatic fused polycyclic group" as used herein may be a divalent group having the same structure as the above-mentioned monovalent non-aromatic fused polycyclic group.

[0587] The term “monovalent non-aromatic fused heteropolycyclic group” as used herein may be a monovalent group (for example, having 1 to 60 carbon atoms) having two or more rings fused to each other, further including at least one heteroatom as a ring-constituting atom in addition to carbon atoms, and, as a whole, having no aromaticity in its molecular structure. Examples of the monovalent non-aromatic condensed heteropolycyclic group may include pyrrolyl, thienyl, furanyl, indolyl, benzindolyl, naphthoindolyl, isoindolyl, benzisoindolyl, naphthoisoindolyl, benzothioyl, benzothiophenyl, benzofuranyl, carbazolyl, dibenzothioyl, dibenzothiophenyl, dibenzofuranyl, azacarbazolyl, azafluorenyl, azadibenzothioyl, azadibenzothiophenyl, azadibenzofuranyl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiadiazolyl The term "divalent non-aromatic condensed heteropolycyclic group" as used herein may be a divalent group having the same structure as the monovalent non-aromatic condensed heteropolycyclic group.

[0588] As used herein, the term "C 6 -C 60 "Aryloxy" may be -O(A 102 )(where A 102 Can be C 6 -C 60 The term "C 6 -C 60 The "arylthio" group may be -S(A 103 )(where A 103 Can be C 6 -C60 A group represented by an aryl group.

[0589] As used herein, the term "C 7 -C 60 The "aralkyl" may be -(A 104 )(A 105 )(where A 104 Can be C 1 -C 54 Alkylene, and A 105 Can be C 6 -C 59 The term "C 2 -C 60 The heteroarylalkyl group may be -(A 106 )(A 107 )(where A 106 Can be C 1 -C 59 Alkylene, and A 107 Can be C 1 -C 59 A group represented by a heteroaryl group.

[0590] In the specification, the group "R 10a " can be:

[0591] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazine or hydrazone;

[0592] Each unsubstituted or substituted C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroaralkyl, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof;

[0593] Each unsubstituted or substituted C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Arylalkyl or C 2 -C 60 Heteroaralkyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroaralkyl, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof; or

[0594] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-P(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) or -P(=O)(Q 31 )(Q 32 ).

[0595] In the manual, Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 Can be independently:

[0596] hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; or each of which is unsubstituted or substituted with deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 C substituted with alkoxy, phenyl, biphenyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl, triazinyl or any combination thereof 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 7 -C 60 Arylalkyl or C 2 -C 60 Heteroaralkyl.

[0597] The term "heteroatom" as used herein may be any atom other than a carbon atom and a hydrogen atom. Examples of heteroatoms may include O, S, N, P, Si, B, Ge, Se, and any combination thereof.

[0598] The term "first row transition metal" used herein may be scandium (Sc), titanium (Ti), vanadium (V), chromium (Cr), manganese (Mn), iron (Fe), cobalt (Co), nickel (Ni), copper (Cu), or zinc (Zn), etc. The term "second row transition metal" used herein may be yttrium (Y), zirconium (Zr), niobium (Nb), molybdenum (Mo), technetium (Tc), ruthenium (Ru), rhodium (Rh), palladium (Pd), silver (Ag), or cadmium (Cd), etc. The term "third row transition metal" used herein may be hafnium (Hf), tantalum (Ta), tungsten (W), rhenium (Re), osmium (Os), iridium (Ir), platinum (Pt), or gold (Au), etc.

[0599] The term "Ph" as used herein refers to phenyl, the term "Me" as used herein refers to methyl, the term "Et" as used herein refers to ethyl, the term "tert-Bu" or "But" as used herein each refers to tert-butyl, and the term "OMe" as used herein refers to methoxy.

[0600] As used herein, the term "biphenyl" may be a "phenyl group substituted with a phenyl group". For example, a "biphenyl group" may be a group having C 6 -C 60 A phenyl group substituted with an aryl group as a substituent.

[0601] The term "terphenyl" as used herein may be a "phenyl group substituted with a biphenyl group". For example, a "terphenyl group" may be a phenyl group substituted with a C 6 -C 60 Aryl substituted C 6 -C 60 A phenyl group substituted with an aryl group as a substituent.

[0602] Unless otherwise defined, the symbols * and *' as used herein each refer to a bonding site to the adjacent atom in the corresponding formula or moiety.

[0603] In the specification, the terms "x-axis", "y-axis", and "z-axis" are not limited to the three axes in an orthogonal coordinate system (e.g., a Cartesian coordinate system), and may be interpreted in a broader sense than the three axes in the aforementioned orthogonal coordinate system. For example, the x-axis, y-axis, and z-axis may describe axes that are orthogonal to each other, or may describe axes in different directions that are not orthogonal to each other.

[0604] Hereinafter, the compound according to the embodiment and the light-emitting device according to the embodiment will be described in detail with reference to the following synthesis examples and examples. The expression "using B instead of A" used in describing the synthesis examples means replacing A with B of the same molar equivalent.

[0605] [Example]

[0606] Synthesis Example 1 (Compound 1)

[0607] Synthesis of intermediate 1-1

[0608]

[0609] 6.5g of 1-bromo-2-fluoro-4-iodobenzene (18mmol), 2.2g of phenylboric acid (18mmol), 1.5g of tetrakis (triphenylphosphine) palladium (0), 4.6g of potassium carbonate, 60ml of toluene and 20ml of methanol were added to a 250ml three-necked flask in a nitrogen atmosphere and stirred at 65°C for 4 hours. The reaction solution was cooled and an organic layer was extracted therefrom by using dichloromethane and water. The mixture was purified by column chromatography using a mixed solvent of dichloromethane and n-hexane to obtain 3.21g of intermediate 1-1 (yield: 71%).

[0610] Synthesis of intermediate 1-2

[0611]

[0612] 3.2 g of intermediate 1-1 (12.7 mmol), 2.5 g of carbazole (15 mmol), 6.2 g of cesium carbonate and 30 ml of dimethyl sulfoxide (DMSO) were added to a flask in a nitrogen atmosphere and heated to 150 ° C, followed by stirring for 10 hours. The reaction solution was cooled to room temperature, and an organic layer was extracted therefrom by using water. The extracted organic layer was purified by silica gel column chromatography to obtain 3.1 g of intermediate 1-2 (yield: 62%).

[0613] Synthesis of compound 1

[0614]

[0615] 3.1 g of intermediate 1-2 (7.8 mmol), 2.5 g of bis(4-biphenylyl)amine (7.8 mmol), 1.5 g of sodium tert-butoxide, 0.02 g of Pd(OAc) 2 The mixture of 50ml of o-xylene was heated to 100°C and stirred for 12 hours. After the reaction solution was cooled, 200ml of water was added thereto, followed by stirring for 30 minutes. After the reaction solution was cooled to room temperature, an organic layer was extracted therefrom using ethyl acetate and water, and dried using magnesium sulfate. The extracted organic layer was purified by silica gel column chromatography to obtain 1.94g of compound 1 (yield: 39%).

[0616] Synthesis Example 2 (Compound 5)

[0617] Synthesis of intermediate 2-1

[0618]

[0619] Intermediate 2-1 was synthesized in substantially the same manner as in the synthesis of Intermediate 1-2, except that 2,7-di-tert-butyl-9H-carbazole was used instead of carbazole in the synthesis of Intermediate 1-2 of Synthesis Example 1.

[0620] Synthesis of compound 5

[0621]

[0622] Compound 5 was synthesized in substantially the same manner as in the synthesis of Compound 1, except that Intermediate 2-1 was used instead of Intermediate 1-2 in the synthesis of Compound 1 in Synthesis Example 1.

[0623] Synthesis Example 3 (Compound 6)

[0624] Synthesis of intermediate 3-1

[0625]

[0626] Intermediate 3-1 was synthesized in substantially the same manner as in the synthesis of Intermediate 1-2, except that 3,6-diphenyl-9H-carbazole was used instead of carbazole in the synthesis of Intermediate 1-2 of Synthesis Example 1.

[0627] Synthesis of compound 6

[0628]

[0629] Compound 6 was synthesized in substantially the same manner as in the synthesis of Compound 1, except that Intermediate 3-1 was used instead of Intermediate 1-2 in the synthesis of Compound 1 in Synthesis Example 1.

[0630] The compounds synthesized according to Synthesis Examples 1 to 3 1 H NMR and HR-MS are shown in Table 1:

[0631] [Table 1]

[0632]

[0633] Evaluation Example 1

[0634] The HOMO level, LUMO level, GSP gradient and hole mobility of the compounds of the synthesis examples and comparative examples were calculated, and the results are shown in Table 2 below. The molecular structure was optimized based on density functional theory (DFT) using Gaussian 09 program, and the HOMO level and LUMO level were calculated under B3LYP / 6-311G (d, p) conditions. For the GSP gradient, the surface potential and GSP gradient according to the thickness of the organic film were calculated by depositing an organic film of each compound on an ITO substrate under vacuum conditions, according to the Kelvin probe method. The hole mobility was measured according to the space charge limited current (SCLC) method by making a single hole device (HOD) of each compound.

[0635] [Comparative Example Compound 1]

[0636]

[0637] [Comparative Example Compound 2]

[0638]

[0639] [Comparative Example Compound 3]

[0640]

[0641] [Table 2]

[0642]

[0643] Example 1

[0644] As the anode, Corning's 15Ω / cm 2 The ITO glass substrate was cut into a size of 50 mm×50 mm×0.7 mm, ultrasonicated with isopropyl alcohol and pure water for 5 minutes each, and cleaned by exposure to ultraviolet rays and ozone for 30 minutes. The ITO glass substrate was provided to a vacuum deposition apparatus.

[0645] HAT-CN is deposited on the substrate to form a A hole injection layer having a thickness of , NPB is deposited on the hole injection layer to form a A hole transport layer having a thickness of , and compound 1 is vacuum deposited on the hole transport layer to form a The thickness of the emission auxiliary layer is .

[0646] Compound HTH2 and compound ETH87 as host materials and compound PD42 as a dopant are co-deposited on the emission auxiliary layer at a weight ratio of 45:45:10 to form a The thickness of the emission layer.

[0647] TPM-TAZ and Liq were co-deposited on the emissive layer at a weight ratio of 50:50 to form a An electron transport layer with a thickness of , Yb is deposited on the electron transport layer to form a The electron injection layer is formed by vacuum depositing Ag / Mg on the electron injection layer to form a The electrode (cathode) is formed with a thickness of , and compound CP1 is deposited on the electrode (cathode) to form a A capping layer with a thickness of is formed, thereby completing the manufacture of the organic light-emitting device.

[0648]

[0649]

[0650] Example 2 and Example 3 and Comparative Examples 1 to 3

[0651] The organic light-emitting devices of Examples 2 and 3 and Comparative Examples 1 to 3 were each manufactured in substantially the same manner as Example 1, except that when forming the emission auxiliary layer in Example 1, Compound 5 and Compound 6 and Comparative Example Compounds 1 to 3 were each used instead of Compound 1.

[0652]

[0653] Evaluation Example 2

[0654] In order to evaluate the characteristics of the organic light-emitting devices manufactured in Examples 1 to 3 and Comparative Examples 1 to 3, the charge injection voltage (V cap-on ) and the maximum capacitance (C max ), and the results are shown in Table 3 below.

[0655] Table 3

[0656]

[0657]

[0658] It is confirmed from Tables 2 and 3 that the organic light-emitting devices of Examples 1 to 3 have better device characteristics than those of Comparative Examples 1 to 3 by including the amine-containing compound having a GSP gradient according to the embodiment in the emission auxiliary layer.

[0659] By including the amine-containing compound, a light-emitting device having excellent characteristics and high-quality electronic devices including the same can be manufactured.

[0660] Embodiments have been disclosed herein, and although terms are employed, they are used and interpreted in a general and descriptive sense only and not for purposes of limitation. In some cases, as will be apparent to one of ordinary skill in the art, features, characteristics, and / or elements described in conjunction with embodiments may be used alone or in combination with features, characteristics, and / or elements described in conjunction with other embodiments, unless specifically indicated otherwise. Accordingly, one of ordinary skill in the art will understand that various changes in form and detail may be made without departing from the spirit and scope of the present disclosure as set forth in the claims.

Claims

1. A light emitting device, comprising: a first electrode; a second electrode facing the first electrode; an interlayer between the first electrode and the second electrode and including an emitting layer; as well as Amine-containing compounds, wherein The gradient of the giant surface potential of the amine-containing compound is equal to or less than -10 mV / nm, and The macro surface potential is evaluated based on the surface potential measured for an organic film formed by depositing the amine-containing compound.

2. The light emitting device according to claim 1, wherein The first electrode is an anode, The second electrode is a cathode, The interlayer further comprises: a hole transport region between the first electrode and the emissive layer; as well as an electron transport region between the emission layer and the second electrode, The hole transport region includes a hole injection layer, a hole transport layer, an emission auxiliary layer, an electron blocking layer or any combination thereof, and The electron transport region includes a hole blocking layer, an electron transport layer, an electron injection layer, an electron control layer or any combination thereof. The light-emitting device according to claim 2 , wherein the hole transport region comprises the amine-containing compound.

4. The light emitting device according to claim 1, wherein The giant surface potential is calculated by Equation 1 and Equation 2, and The gradient of the giant surface potential is a value obtained by dividing the giant surface potential by the thickness of the organic film formed by depositing the amine-containing compound: Equation 1 Equation 2 In equation 1 and equation 2, V s represents the giant surface potential of the organic film, p i represents the permanent dipole moment vector of molecule i, P0 represents the sum of the permanent dipole moments per unit volume, ε represents the dielectric constant of the organic film, p represents the size of the permanent dipole moment of the molecule, When θ represents the angle between the permanent dipole moment of the molecule and the direction of the second electrode,<cosθ> represents the average value of cosθ, d represents the thickness of the organic film, n represents the number density of the molecules, and L 3 represents the volume of the organic film.

5. An amine-containing compound having a gradient of a giant surface potential equal to or less than -10 mV / nm, wherein The macro surface potential is evaluated based on the surface potential measured for an organic film formed by depositing the amine-containing compound.

6. The amine-containing compound according to claim 5, wherein The giant surface potential is calculated by Equation 1 and Equation 2, and The gradient of the giant surface potential is a value obtained by dividing the giant surface potential by the thickness of the organic film formed by depositing the amine-containing compound: Equation 1 Equation 2 In equation 1 and equation 2, V s represents the giant surface potential of the organic film, p i represents the permanent dipole moment vector of molecule i, P0 represents the sum of permanent dipole moments per unit volume, ε represents the dielectric constant of the organic film, p represents the size of the permanent dipole moment of the molecule, When θ represents the angle between the permanent dipole moment of the molecule and the direction of the second electrode,<cosθ> represents the average value of cosθ, d represents the thickness of the organic film, n represents the number density of the molecules, and L 3 represents the volume of the organic film.

7. The amine-containing compound according to claim 5, wherein the amine-containing compound is represented by Formula 1: Formula 1 In formula 1, Ar1 and Ar2 are each independently unsubstituted or substituted with at least one R 10a A substituted C2-C6 monocyclic group or an unsubstituted or at least one R 10a Substituted C4-C 60 Polycyclic groups, The C4-C 60 The polycyclic group does not include a 5-membered ring, Ar3 is unsubstituted or substituted with at least one R 10a Substituted C3-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, a1 is an integer selected from 0 to 8, a2 is an integer selected from 0 to 3, R1 and R2 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, unsubstituted or replaced by at least one R 10a Substituted C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 heterocyclic group, -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(═O)(Q1), -S(═O)2(Q1) or -P(═O)(Q1)(Q2), R 10a for: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, amidino, hydrazine or hydrazone; Each unsubstituted or substituted C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl or C1-C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Aralkyl, C2-C 60 Heteroaralkyl, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O)2(Q 11 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof; Each unsubstituted or substituted C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Arylalkyl or C2-C 60 Heteroaralkyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Aralkyl, C2-C 60 Heteroaralkyl, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O)2(Q 21 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof; or -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-P(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) or -P(=O)(Q 31 )(Q 32 ), and Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 are independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; or each is unsubstituted or substituted with deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 C1-C12 substituted by alkoxy, phenyl, biphenyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl, triazinyl or any combination thereof 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C7-C 60 Arylalkyl or C2-C 60 Heteroaralkyl.

8. The amine-containing compound according to claim 7, wherein the unsubstituted or substituted with at least one R 10a The substituted C2-C6 monocyclic groups are each unsubstituted or substituted with at least one R 10a Substituted furanyl, thienyl, pyrrolyl, cyclopentadienyl, thirolyl, phenyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl or triazinyl.

9. The amine-containing compound according to claim 7, wherein the unsubstituted or substituted with at least one R 10a Substituted C4-C 60 The polycyclic groups are each unsubstituted or substituted with at least one R 10a Substituted naphthyl, azulenyl, indacenyl, acenaphthenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylene, pyrenyl, 1,2-triphenylenyl, perylenyl, pentaphenanthrenyl, heptalenyl, tetracenyl, phenanthrenyl, hexenyl, pentacenyl, rubenyl, coronenyl or ovalenyl.

10. The amine-containing compound according to claim 7, wherein the C4-C 60 The polycyclic group is a condensed ring in which two or more phenyl groups, pyridyl groups, pyrimidyl groups, pyrazinyl groups, pyridazinyl groups and triazinyl groups are condensed to each other.

11. The amine-containing compound according to claim 7, wherein Ar1 and Ar2 are the same as each other.

12. The amine-containing compound according to claim 7, wherein Ar1 and Ar2 are different from each other.

13. The amine-containing compound according to claim 7, wherein Ar3 is each unsubstituted or substituted by at least one R 10a Substituted furanyl, thienyl, pyrrolyl, cyclopentadienyl, thirolyl, phenyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, naphthyl, quinolyl, isoquinolyl, quinoxalinyl, benzofuranyl, benzothiophenyl, indolyl, indenyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, carbazolyl, fluorenyl, dibenzothiophenyl, azabenzofuranyl, azabenzothiophenyl, azaindolyl, azaindenyl, azabenzothiophenyl, azadibenzofuranyl, azadibenzothiophenyl, azacarbazolyl, azafluorenyl or azadibenzothiophenyl.

14. The amine-containing compound according to claim 7, wherein R1 and R2 are each independently: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, 2-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl or 1,2-dimethylpropyl, each unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro; or Phenyl, pyridyl, dibenzofuranyl, dibenzothienyl, carbazolyl, azadibenzofuranyl, azadibenzothienyl or azacarbazolyl, each unsubstituted or substituted by: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, 2-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, 1,2-dimethylpropyl or phenyl, each unsubstituted or substituted by deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano or nitro.

15. The amine-containing compound of claim 7, wherein the amine-containing compound comprises at least one deuterium atom.

16. The amine-containing compound according to claim 7, wherein the amine-containing compound is represented by one of Formula 1-1 to Formula 1-4: In Formula 1-1 to Formula 1-4, Ar1 to Ar3, a1, a2, R1 and R2 are the same as defined in Formula 1.

17. An electronic device comprising the light emitting device according to any one of claims 1 to 4.

18. The electronic device according to claim 17, further comprising: Color filters, color conversion layers, touch screen layers, polarizing layers, or any combination thereof.

19. An electronic device comprising the light emitting device according to any one of claims 1 to 4.

20. The electronic device of claim 19, wherein the electronic device is a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor light, an outdoor light, a signal light, a head-up display, a fully transparent display, a partially transparent display, a flexible display, a rollable display, a foldable display, a retractable display, a laser printer, a telephone, a mobile phone, a tablet personal computer, a tablet mobile computer, a personal digital assistant, a wearable device, a laptop computer, a digital camera, a camcorder, a viewfinder, a microdisplay, a three-dimensional display, a virtual reality display, an augmented reality display, a vehicle, a video wall with multiple displays stitched together, a theater screen, a stadium screen, a light therapy device, or a sign.

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