CN117479565A

CN117479565A - Light emitting device and electronic apparatus including the same

Info

Publication number: CN117479565A
Application number: CN202310937852.2A
Authority: CN
Inventors: 郭丞燕; 金圣玟; 李锦喜; 李芳璘; 李晟熏; 石原慎吾; 崔炳基; 洪英基
Original assignee: Samsung Electronics Co Ltd
Current assignee: Samsung Electronics Co Ltd
Priority date: 2022-07-29
Filing date: 2023-07-28
Publication date: 2024-01-30

Abstract

Disclosed are a light emitting device and an electronic apparatus including the same. The light emitting device includes a first electrode, a second electrode opposite to the first electrode, and an intermediate layer between the first electrode and the second electrode, wherein the intermediate layer includes an emission layer, wherein the emission layer includes m1 kinds of dopants and m2 kinds of hosts, and m1 and m2 are each 1 or more, when m1 is 2 or more, two or more kinds of dopants are different from each other, when m2 is 2 or moreMore so, then two or more hosts are different from each other, and the light emitting device satisfies condition 1, wherein condition 1 may be understood by reference to the description provided herein. The condition is 10 Debye.V.ltoreq.DM _EML ×(V _op ‑V _inj ) Less than or equal to 3.41 Debye.V.

Description

Light emitting device and electronic apparatus including the same

Cross reference to related applications

The present application is based on and claims priority to korean patent application No.10-2022-0095045 filed at the korean intellectual property office at the date of 2022, 7 and 29 and korean patent application No.10-2023-0097228 filed at the date of 2023, 7 and 26, the contents of which are incorporated herein by reference in their entirety.

Technical Field

The present subject matter relates to a light emitting device and an electronic device including the same.

Background

Among light emitting devices (OLEDs), organic light emitting devices are self-emission devices having improved characteristics in terms of viewing angle, response time, brightness, driving voltage, and response speed. In addition, OLEDs can produce full color images.

In a typical example, an organic light emitting device includes an anode, a cathode, and an organic layer between the anode and the cathode, wherein the organic layer includes an emission layer. The hole transport region may be located between the anode and the emissive layer, and the electron transport region may be located between the emissive layer and the cathode. Holes provided from the anode may move toward the emission layer through the hole transport region, and electrons provided from the cathode may move toward the emission layer through the electron transport region. Holes and electrons may recombine in the emissive layer to generate excitons. The excitons may transition from an excited state to a ground state, thereby generating light.

Disclosure of Invention

A light emitting device with improved on (conduction) time is provided.

An electronic device including the light emitting device is provided.

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

According to one aspect, a light emitting device includes:

the first electrode is arranged to be electrically connected to the first electrode,

a second electrode opposite to the first electrode, and

an intermediate layer disposed between the first electrode and the second electrode, wherein the intermediate layer comprises an emissive layer,

wherein the emissive layer comprises m1 dopants and m2 hosts,

m1 and m2 are each an integer of 1 or more,

when m1 is 2 or more, then two or more dopants are different from each other,

when m2 is 2 or more, then two or more kinds of main bodies are different from each other, and

the light emitting device satisfies the condition 1:

condition 1

0 Debye V is less than or equal to DM _EML ×(V _op -V _inj ) Less than or equal to 3.41 Debye.V

Wherein, in the condition 1,

DM _EML is thatAnd->The sum of which is calculated as debye,

x is a variable from 1 to m1,

y is a variable from 1 to m2,

DM (Dx) is the dipole moment of the x-th dopant, and in debye,

DM (Hy) is the dipole moment of the y-th host, and is calculated as Debye,

DM (Dx) and DM (Hy) are each calculated based on Density Functional Theory (DFT),

w (Dx) is the weight fraction of the x-th dopant relative to the total weight of the m1 dopants and the m2 host,

w (Hy) is the weight fraction of the y-th host relative to the total weight of the m1 dopants and the m2 hosts,

V _op For a sample of 1 milliamp/square centimeter (mA/cm) ² ) And in volts (V), and

V _inj injecting a voltage for the charge of the light emitting device and having a minimum value among voltages of the following coordinates: a change in the rate of increase of current density in volts (V) is observed at the coordinates in a voltage-current density plot of the light emitting device.

For example, the intermediate layer of the light emitting device may include

M light emitting units each including at least one emission layer, and

m-1 charge generation layers disposed between two adjacent light emitting units of the m light emitting units,

wherein the method comprises the steps of

m may be an integer of 2 or more, and

the m1 kinds of dopants and the m2 kinds of hosts may be included in an emission layer included in at least one of the m light emitting units.

In one or more embodiments, the light emitting device may further include

A substrate including red, green, and blue sub-pixels,

wherein the first electrode may be patterned for each of the red sub-pixel, the green sub-pixel, and the blue sub-pixel,

the emission layers may include a red emission layer corresponding to the red sub-pixel, a green emission layer corresponding to the green sub-pixel, and a blue emission layer corresponding to the blue sub-pixel, and

The green emission layer may include the m1 dopants and the m2 hosts.

According to one or more embodiments, an electronic device includes the light emitting device.

Drawings

The above and other aspects, features and advantages of some exemplary embodiments will become more apparent from the following detailed description considered in conjunction with the accompanying drawings in which:

FIG. 1 is a schematic diagram of a light emitting device according to one or more embodiments; and

fig. 2 is a graph of electroluminescence intensity (arbitrary unit, a.u.) versus time (microsecond, μs) for each of OLEDs R1, B1, and 10 in the examples.

Detailed Description

Reference will now be made in further detail to exemplary embodiments, examples of which are illustrated in the accompanying drawings, wherein like reference numerals refer to the like elements throughout. In this regard, the present exemplary embodiment may have different forms and should not be construed as limited to the detailed description set forth herein. Accordingly, exemplary embodiments are described in further detail below only by referring to the drawings to illustrate some aspects. As used herein, the term "and/or" includes any and all combinations of one or more of the associated listed items. The expression "at least one of the elements" when preceding or following a list of elements, for example, modifies the entire list of elements without modifying individual elements of the list.

The terminology used herein is for the purpose of describing one or more exemplary embodiments only and is not intended to be limiting. As used herein, the singular forms "a," "an," and "the" are intended to include the plural forms as well, unless the context clearly indicates otherwise. The term "or" means "and/or". It will be further understood that the terms "comprises" and/or "comprising," when used in this specification, specify the presence of stated features, regions, integers, steps, operations, elements, and/or components, but do not preclude the presence or addition of one or more other features, regions, integers, steps, operations, elements, components, and/or groups thereof.

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

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

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

Unless otherwise defined, all terms (including technical and scientific terms) used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this general inventive concept belongs. It will be further understood that terms, such as those defined in commonly used dictionaries, should be interpreted as having a meaning that is consistent with their meaning in the context of the present disclosure and relevant art and will not be interpreted in an idealized or overly formal sense unless expressly so defined herein.

As used herein, "about" or "approximately" includes the stated values and is meant to be within an acceptable range of deviation from the particular values as determined by one of ordinary skill in the art in view of the measurements in question and the errors associated with the measurement of the particular quantities (i.e., limitations of the measurement system). For example, "about" may mean that the deviation from the stated value is within one or more standard deviations, or within + -10% or 5%.

A light emitting device according to one aspect includes: a first electrode; a second electrode opposite to the first electrode; and an intermediate layer between the first electrode and the second electrode, wherein the intermediate layer comprises an emissive layer, and wherein the emissive layer comprises m1 dopants and m2 hosts.

In the emission layer, a total weight of the m2 hosts may be greater than a total weight of the m1 dopants. In other words, the total amount of the m2 hosts in the emissive layer may be greater than the total amount of the m1 dopants in the emissive layer based on the total weight of the emissive layer.

For example, the total weight of the m2 hosts may be about 60wt% to about 99wt%, about 70wt% to about 97wt%, about 80wt% to about 96wt%, or about 85wt% to about 93wt% per 100 wt% (wt%) of the combined total weight of the m1 dopants and the m2 hosts.

m1 and m2 are each an integer of 1 or more. For example, m1 and m2 may each independently be an integer of 1 to 5.

When m1 is 2 or more, two or more dopants are different from each other. That is, the emission layer may include one type of dopant, or may include two or more types of dopants different from each other.

When m2 is 2 or more, two or more kinds of hosts may be different from each other. That is, the emission layer may include one type of body, or may include two or more types of bodies different from each other.

In one or more embodiments, m1 and m2 may each be independently 1 or 2. In one or more embodiments, m1 may be 1 or 2, and m2 may be 2.

The light emitting device satisfies the condition 1:

condition 1

In condition 1, DM _EML Is thatAnd->And is calculated as debye.

In condition 1, x is a variable of 1 to m1, and y is a variable of 1 to m 2.

In condition 1, DM (Dx) is the dipole moment of the x-th dopant and is in debye, and DM (Hy) is the dipole moment of the y-th host and is in debye. DM (Dx) and DM (Hy) are each calculated based on Density Functional Theory (DFT).

The density functional theory-based calculation may be performed using a variety of procedures (e.g., gaussian 16 procedures, etc.).

In one or more embodiments, when the dopant is an organometallic compound, the dopant molecular structure is optimized by using a B3LYP/LanL2DZ function for the metal in the dopant and a B3LYP/6-31G (D, P) function for the organic ligand in the dopant, and then Density Functional Theory (DFT) calculations are performed using a Gaussian 16 program to calculate the dipole moment of the dopant (see, e.g., table 2).

In one or more embodiments, each molecular structure is optimized for the host using a B3LYP/6-31G (D, P) function, and then a Density Functional Theory (DFT) calculation using a Gaussian 16 program is performed to calculate the dipole moment of the host (see, e.g., table 2).

In condition 1, W (Dx) is a weight fraction of the xth dopant relative to the total weight of the m1 dopant and the m2 host, and calculated by (weight of the xth dopant/total weight of the m1 dopant and the m2 host), and W (Hy) is a weight fraction of the yth host relative to the total weight of the m1 dopant and the m2 host, and calculated by (weight of the yth host/total weight of the m1 dopant and the m2 host).

In one or more embodiments, the sum of "W (D1) +W (D2) + … +W (Dx-1) +W (Dx)" and "W (H1) +W (H2) + … +W (Hy-1) +W (Hy)" in the emissive layer may be 1.

In one or more embodiments, the sum of "W (D1) +W (D2) + … +W (Dx-1) +W (Dx)" may be about 0.03 to about 0.20, about 0.05 to about 0.18, or about 0.07 to about 0.15.

In one or more embodiments, the sum of "W (H1) +W (H2) + … +W (Hy-1) +W (Hy)" may be from about 0.80 to about 0.97, from about 0.82 to about 0.95, or from about 0.85 to about 0.93.

For example, when m1 is 1 and m2 is 2 in the emission layer,

the dopant includes only the first dopant,

the body includes a first body and a second body different from each other,

is DM (D1). W (D1), i.e., "dipole moment of the first dopant x weight fraction of the first dopant", and

is DM (h1) +w (h1) +dm (h2) +w (H2), i.e., "(dipole moment of the first body×weight fraction of the first body) + (dipole moment of the second body×weight fraction of the second body). "

In one or more embodiments, when m1 and m2 in the emissive layer are each 2,

the dopants include a first dopant and a second dopant that are different from each other,

the body includes a first body and a second body different from each other,

Is DM (D1). W (D1) +DM (D2). W (D2), i.e., "(dipole moment of first dopant x weight fraction of first dopant) + (dipole moment of second dopant x weight fraction of second dopant)", and

The first host may be a hole transporting compound and the second host may be an electron transporting compound. Each of the hole transporting compound and the electron transporting compound may be understood by reference to the description provided herein.

In one or more embodiments, the first host may be a hole transporting compound, the second host may be an electron transporting compound, and the condition W (H1) > W (H2) may be satisfied.

In one or more embodiments, the first host may be a hole transporting compound, the second host may be an electron transporting compound, and W (H1) may be about 0.5 to about 0.7, for example about 0.503 to about 0.651.

In one or more embodiments, the first host may be a hole transporting compound, the second host may be an electron transporting compound, and W (H2) may be about 0.2 to about 0.45, such as about 0.225 to about 0.427.

When m1 is 2, i.e., the dopants include first and second dopants that are different from each other, W (D1) may be about 0.02 to about 0.09, e.g., about 0.02 to about 0.05, or about 0.03 to about 0.09, and W (D2) may be about 0.02 to about 0.05, e.g., about 0.02 to about 0.04.

In one or more embodiments, a DM _EML May be from about 1.11 debye to about 1.99 debye.

In condition 1, V _op For a sample of 1 milliamp/square centimeter (mA/cm) ² ) At a current density of the light emitting deviceDrive voltage, and is in V. V (V) _inj Injecting a voltage for the charge of the light emitting device and having a minimum value among voltages of the following coordinates: a change in the rate of increase of the current density is observed at the coordinates in the voltage-current density diagram of the light emitting device and is in V.

V _op And V _inj Can be each controlled by the voltage (V) -current density (mA/cm) of the light emitting device ² ) And (5) evaluating a graph. For example, V _op Can be a voltage (V) -current density (mA/cm) of the light emitting device ² ) In the figure, when the current density is 1mA/cm ² Voltage at time, and V _inj May be the minimum value among voltages corresponding to the following coordinates: the light-emitting device has a voltage (V) -current density (mA/cm) ² ) The change in the rate of increase of the current density is observed at the coordinates in the figure. For V _op And V _inj Reference is made to evaluation example 2 herein for specific examples of the evaluation method of (a).

In one or more embodiments, the method of condition 1 (V _op -V _inj ) May be from about 0.84 volts (V) to about 1.90V.

In one or more embodiments, [ DM ] in condition 1 _EML ×(V _op -V _inj )]May be about 1.29 debye V or greater. In one or more embodiments, [ DM ] in condition 1 _EML ×(V _op -V _inj )]May be about 3.40 debye V or less. In one or more embodiments, [ DM ] in condition 1 _EML ×(V _op -V _inj )]May be about 1.37 debye V or greater, or about 1.45 debye V or greater. In one or more embodiments, [ DM ] in condition 1 _EML ×(V _op -V _inj )]May be about 3.28 debye V or less, about 3.04 debye V or less, about 2.99 debye V or less, about 2.75 debye V or less, about 2.69 debye V or less, about 2.62 debye V or less, about 2.57 debye V or less, about 2.54 debye V or less, about 2.48 debye V or less, about 2.40 debye V or less, about 2.34 debye V or less, about 2.32 debye V or less, about 2.18 debye V or less, about 1.99 debye V or less, about 1.94 debye V or less, about 1.8 debye V or less0 debye V or less, about 1.68 debye V or less, or about 1.57 debye V or less. In one or more embodiments, [ DM ] in condition 1 _EML ×(V _op -V _inj )]May be in the range of about 1.29 debye V to about 3.40 debye V, for example in the range of about 1.37 debye V to about 1.57 debye V.

In one or more embodiments, at least one of the m1 dopants (e.g., each of the m1 dopants) in the emission layer may emit green light.

In one or more embodiments, the maximum emission wavelength in the emission spectrum of at least one of the m1 dopants (e.g., each of the m1 dopants) in the emission layer may be about 500nm to about 580nm, for example about 510nm to about 540nm.

When the emission layer satisfies condition 1 as described herein, the on-time of a light emitting device using the emission layer may be reduced. Accordingly, a color dragging (lag) phenomenon after applying a current to a light emitting device using the emission layer can be substantially prevented.

For example, when at least one of the m1 kinds of dopants (e.g., each of the m1 kinds of dopants) included in the emission layer emits green light, a light emitting device using the emission layer may emit green light while its on-time is reduced.

Accordingly, by using a light emitting device using the emission layer, a high-quality electronic device (e.g., a display device) can be manufactured.

At least one of the m1 dopants (e.g., each of the m1 dopants) may be an organometallic compound containing a transition metal, and each of the m2 hosts may be a compound that may not include a transition metal.

In one or more embodiments, at least one of the m1 dopants (e.g., each of the m1 dopants) may be an iridium-containing organometallic compound, and the iridium-containing organometallic compound may include a first ligand, a second ligand, and a third ligand each bonded to iridium, and the first ligand, the second ligand, and the third ligand may each be a bidentate ligand bonded to iridium via N and C. That is, the bidentate ligand is bonded to iridium via a nitrogen atom and a carbon atom.

For example, the number of the cells to be processed,

the first ligand, the second ligand, and the third ligand may be the same as each other, or

The first ligand and the second ligand may be the same as each other, and the second ligand and the third ligand may be different from each other, or

The first ligand and the second ligand may be different from each other, and the second ligand and the third ligand may be the same as each other, or

The first ligand, the second ligand, and the third ligand may be different from one another.

In one or more embodiments, the first ligand, the second ligand, and the third ligand may be identical to one another.

In one or more embodiments, at least one of the m1 dopants (e.g., each of the m1 dopants) may be an iridium-containing organometallic compound, and the iridium-containing organometallic compound may include deuterium, a fluorine group, si, ge, or a combination thereof. For example, the iridium-containing organometallic compound may include deuterium, fluoro groups, deuterated C ₁ -C ₂₀ Alkyl, fluoro C ₁ -C ₂₀ Alkyl, -Si (Q) ₃ )(Q ₄ )(Q ₅ )、-Ge(Q ₃ )(Q ₄ )(Q ₅ ) Or a combination thereof, wherein Q ₃ -Q ₅ Can each independently be C ₁ -C ₂₀ Alkyl or phenyl.

In one or more embodiments, at least one of the m1 dopants (e.g., each of the m1 dopants) may be an iridium-containing organometallic compound, and the iridium-containing organometallic compound may include a dibenzofuran group, a dibenzothiophene group, a dibenzoselenophene group, a dibenzothiazepine group, a dibenzogermanium heterocyclopenadiene group, a naphthobenzofuran group, a naphthobenzothiophene group, a naphthoselenophene group, a naphthobenzothiophene group, a naphthothiazole group, a naphthobenzoselenophene group, a phenanthrene benzothiophene group, a phenanthrobenzselenophene group, a phenanthrobenzopyrrole group, a phenanthrobenzothiene group, a benzothiophene group, a benzodibenzothiophene group, a benzoselenophene group, a benzothiazole group, a benzonaphthyridine group, a germanium benzothiophene group, a naphthyridine or a combination thereof.

For example, the iridium-containing organometallic compound may include dibenzofuran groups, dibenzothiophene groups, naphthobenzofuran groups, naphthobenzothiophene groups, phenanthrobenzfuran groups, phenanthrobenzothiene groups, azadibenzofuran groups, azadibenzothiophene groups, azanaphthobenzofuran groups, azanaphthobenzothiophene groups, azaphenanthrobenzofuran groups, azaphenanthrobenzothiene groups, or combinations thereof, each of which may be bonded to iridium via a C.

In one or more embodiments, at least one of the m1 dopants (e.g., each of the m1 dopants) may be an iridium-containing organometallic compound, and the iridium-containing organometallic compound may include benzimidazole groups, benzoates, each of which may be bonded to iridium via NAn azole group, a benzothiazole group naphthoimidazole group, naphtho->An azole group, a naphthothiazole group, a phenanthroimidazole group, a phenanthroi ∈ ->An azole group, a phenanthrothiazole group, a pyridoimidazole group, a pyrido +.>An azole group, a pyridothiazole group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a quinoline group, an isoquinoline group, or a combination thereof.

For example, the iridium-containing organometallic compound may include benzimidazole groups, naphthazidazolate groups, phenanthroimidazole groups, or combinations thereof, each of which may be bonded to iridium via N.

In one or more embodiments, at least one of the m1 dopants (e.g., each of the m1 dopants) may be an iridium-containing organometallic compound, and the iridium-containing organometallic compound includes a ring a that may be bonded to iridium via N ₃ And a ring A which can be bonded to iridium via C ₄ Ring A ₃ And ring A ₄ Can be connected to each other by a single bond, ring A ₃ Can be a benzimidazole group, a benzoAn azole group, a benzothiazole group naphthoimidazole group, naphtho->An azole group, a naphthothiazole group, a phenanthroimidazole group, a phenanthroi ∈ ->An azole group, a phenanthrothiazole group, a pyridoimidazole group, a pyrido +.>An azole group, a pyridothiazole group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a quinoline group, or an isoquinoline group, and ring A ₄ Can be dibenzofuran group, dibenzothiophene group, naphthobenzofuran group, naphthobenzothiophene group, phenanthrobenzofuran group, phenanthrobenzothiene group, azaDibenzofuran groups, azadibenzothiophene groups, azanaphthobenzofuran groups, azanaphthobenzothiophene groups, azaphenanthrobenzfuran groups, or azaphenanthrobenzothiene groups.

In one or more embodiments, the emissive layer may have a thickness of about-about->About->-aboutAbout->-about->About->-about->About->-about->About->-aboutAbout->-about->Or about->-about->Thus, up to V of the light emitting device _op The total amount of charge required may be relatively reduced so that the on-time of the light emitting device may be further reduced.

In one or more embodiments, the emission layer may emit green light.

For example, the maximum emission wavelength of the electroluminescent spectrum of light emitted from the emissive layer may be from about 500nm to about 580nm, such as from about 510nm to about 540nm.

In one or more embodiments, the delay time (which is the time that the current (e.g., 1mA/cm ² The time required for the luminance of the light emitting device to reach 10% of the maximum luminance) may be about 200 microseconds (μs) or less, about 192 μs or less, about 184 μs or less, about 180 μs or less, about 178 μs or less, about 176 μs or less, about 170 μs or less, about 168 μs or less, about 160 μs or less, about 152 μs or less, about 100 μs to about 192 μs, or about 140 μs to about 192 μs. While not intending to be limited by a specific theory, in general, since the delay time is a parameter that significantly affects the on-time of the light emitting device, the on-time of the light emitting device whose delay time is controlled may be effectively improved.

In one or more embodiments, the on-time (which is the time that the current (e.g., 1mA/cm ² The time required for the luminance of the light emitting device to reach 90% of the maximum luminance) after the current of the light emitting device may be about 260 μs or less, about 256 μs or less, about 252 μs or less, about 250 μs or less, about 248 μs or less, about 246 μs or less, about 242 μs or less, about240 μs or less, about 236 μs or less, about 234 μs or less, about 232 μs or less, about 224 μs or less, about 218 μs or less, about 208 μs or less, about 196 μs or less, about 186 μs or less, about 150 μs to about 260 μs, or about 182 μs to about 260 μs.

For the light emitting device having the delay time and the on time of these ranges, the occurrence of the color dragging phenomenon after the current is applied can be substantially prevented.

The term "delay time" as used herein refers to the time required for the luminance of a light emitting device to reach 10% of the maximum luminance after a current is applied to the light emitting device.

The term "on-time" as used herein refers to the time required for the luminance of a light emitting device to reach 90% of the maximum luminance after a current is applied to the light emitting device.

In one or more embodiments, the intermediate layer of the light emitting device may further include a hole transport region disposed between the first electrode and the emission layer, and an electron transport region disposed between the emission layer and the second electrode.

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

The term "intermediate layer" as used herein refers to a single layer or multiple layers arranged between a first electrode and a second electrode of a light emitting device. The "intermediate layer" may include not only organic compounds but also organometallic complexes comprising metals.

In one or more embodiments, the intermediate layer may include:

m light emitting units each including at least one emission layer; and

m may be an integer of 2 or more, and

the m1 kinds of dopants and m2 kinds of hosts as described above may be included in an emission layer included in at least one light emitting unit of the m light emitting units (e.g., one emission layer included in one light emitting unit of the m light emitting units). That is, the light emitting device may have a serial structure in which a plurality of light emitting cells are vertically stacked between a first electrode and a second electrode. The light emitting device having a tandem structure may satisfy condition 1 as described herein. For example, m may be 2, 3, 4, 5, 6, 7, 8, 9, or 10. In one or more embodiments, m can be 2, 3, 4, 5, or 6.

The light emitted from the m light emitting units may be the same or different from each other, respectively.

In one or more embodiments, the light emitted from each of the m light emitting units may be green light.

In one or more embodiments, the light emitted from at least one of the m light emitting units may be green light, and the light emitted from at least one of the remaining light emitting units may be blue light.

Meanwhile, the light emitting device may further include a substrate including a red sub-pixel, a green sub-pixel, and a blue sub-pixel, wherein the first electrode may be patterned for each of the red sub-pixel, the green sub-pixel, and the blue sub-pixel, and the emission layer may include a red emission layer corresponding to the red sub-pixel, a green emission layer corresponding to the green sub-pixel, and a blue emission layer corresponding to the blue sub-pixel, and the green emission layer may include m1 dopants and m2 hosts as described herein. That is, the light emitting device may be a full color light emitting device. The full-color light emitting device satisfies condition 1 as described herein.

In one or more embodiments, the region of the green sub-pixel of the intermediate layer of the light emitting device may include:

m light emitting units each including at least one emission layer; and

m may be an integer of 2 or more,

the emission layer included in at least one of the m light emitting cells may be a green emission layer, and the green emission layer may include m1 kinds of dopants and m2 kinds of hosts as described herein.

In one or more embodiments, the thickness of the emission layer included in the full-color light emitting device may be about-about->About->-about->About->-about->About->-about->About->-about->Or about->-about->Thus, V of the full color light emitting device is realized _op The total amount of charge required can be relatively reduced so that the on-time of green light in the full color light emitting device can be further reduced.

In one or more embodiments, the |R of the light emitting device _{Delay of} -G _{Delay of} I and B _{Delay of} -G _{Delay of} At least one of the (e.g., |r) _{Delay of} -G _{Delay of} I and B _{Delay of} -G _{Delay of} All of i) may be 100 mus or less. The term "R" as used herein _{Delay of} "means the time required for the luminance of red light emitted from the red emission layer to reach 10% of the maximum luminance of the red light after a current is applied to the light emitting device, G _{Delay of} For a time required for the luminance of green light emitted from the green emission layer to reach 10% of the maximum luminance of the green light after applying a current to the light emitting device, and B _{Delay of} A time required for the luminance of blue light emitted from the blue emission layer to reach 10% of the maximum luminance of the blue light after applying a current to the light emitting device. Accordingly, a difference between the delay time of red light and the delay time of green light and/or a difference between the delay time of blue light and the delay time of green light in the light emitting device is significantly reduced, so that a color dragging phenomenon after a current is applied to the light emitting device can be substantially prevented.

In one or more embodiments, the |R of the light emitting device _{Opening the valve} -G _{Opening the valve} I and B _{Opening the valve} -G _{Opening the valve} At least one of the (e.g., |r) _{Opening the valve} -G _{Opening the valve} I and B _{Opening the valve} -G _{Opening the valve} All of i) may be about 150 μs or less, for example about 100 μs or less. In this regard, R _{Opening the valve} G for a time required for the luminance of red light emitted from the red emission layer to reach 90% of the maximum luminance of the red light after applying a current to the light emitting device _{Opening the valve} For emission from the green emission layer after application of current to the light emitting deviceThe time required for the brightness of the green light to reach 90% of the maximum brightness of the green light, and B _{Opening the valve} A time required for the luminance of blue light emitted from the blue emission layer to reach 90% of the maximum luminance of the blue light after applying a current to the light emitting device. Accordingly, a difference between an on time of red light and an on time of green light and/or a difference between an on time of blue light and an on time of green light in the light emitting device may be significantly reduced, so that a color dragging phenomenon after a current is applied to the light emitting device may be substantially prevented.

While not intending to be limited by a particular theory, in general, the on-time of green light in a full-color light emitting device may be relatively large compared to the on-time of red and blue light. Accordingly, since the brightness of red light and blue light may be increased more rapidly than the brightness of green light after applying a current to the full-color light emitting device, instead of directly changing from a black screen to a white screen over time (e.g., within several seconds) after applying a current, a black screen, a purple screen, and a white screen may be sequentially visualized, that is, a purple dragging phenomenon may occur. In this regard, since green light has high visibility to the human eye, control of the on-time of the green light may have a direct effect on improving the overall image quality of the light emitting device.

These problems can be solved by using an emissive layer that satisfies condition 1 as described herein.

While not intending to be limited by a particular theory, it is generally at about 1mA/cm ² The on-time for the emission of red and blue light at a current density of about 140 mus to about 200 mus. Thus, in the case of a full-color light emitting device having a green emission layer including m1 kinds of dopants and m2 kinds of host and satisfying condition 1 described herein, the on-time of green light may be very close to the respective on-times of red light and blue light, so that a color dragging phenomenon, such as a violet dragging phenomenon, after a current is applied to the full-color light emitting device may be substantially prevented.

Accordingly, a full-color light emitting device using the emission layer described herein can provide a high quality image without a color dragging phenomenon even under various brightness and driving conditions (e.g., low brightness, and high scan rate driving conditions, for example, at 120 hertz (Hz)).

In one or more embodiments, the iridium-containing organometallic compound may be an organometallic compound represented by formula 2:

2, 2

M ₂ (L ₁₁ ) _n11 (L ₁₂ ) _n12 (L ₁₃ ) _n13 。

Wherein M in formula 2 ₂ Iridium (Ir) may be used.

In formula 2, L ₁₁ Can be a ligand represented by formula 2-1, L ₁₂ Can be a ligand represented by formula 2-2, and L ₁₃ May be a ligand represented by formula 2-1 or 2-2:

wherein formulae 2-1 and 2-2 are as described herein. Each of formulas 2-1 and 2-2 represents M in formula 2 ₂ Is a binding site for a polypeptide.

In formula 2, L ₁₁ And L ₁₂ May be different from each other.

In formula 2, n11 to n13 may each represent L ₁₁ Number of (3) to L ₁₃ And may each independently be 0, 1, 2, or 3, where n11+n12+n13 may be 3.

In one or more embodiments, in formula 2, n11 may be 1, 2, or 3, and n12 and n13 may each independently be 0, 1, or 2.

In one or more embodiments, in formula 2, n12 may be 1, 2, or 3, and n11 and n13 may each independently be 0, 1, or 2.

In one or more embodiments, n11 may be 1, n12 may be 2, and n13 may be 0.

In one or more embodiments, n11 may be 2, n12 may be 1, and n13 may be 0.

In one or more embodiments, n11 can be 3, and n12 and n13 can each be 0.

In one or more embodiments, n12 can be 3, and n11 and n13 can each be 0.

The organometallic compound represented by formula 2 may be a heteroleptic complex or a homoleptic complex.

In one or more embodiments, the organometallic compound represented by formula 2 may be a homoleptic complex. That is, each of the three ligands in the organometallic compound represented by formula 2 may be identical to each other.

Y in the formulae 2-1 and 2-2 ₁ -Y ₄ And each independently may be C or N.

In one or more embodiments, in formulas 2-1 and 2-2, Y ₁ And Y ₃ Each may be N, and Y ₂ And Y ₄ Each may be C.

Ring A in formulae 2-1 and 2-2 ₁ Ring A ₄ Can each independently be C ₅ -C ₃₀ Carbocyclic group or C ₁ -C ₃₀ A heterocyclic group.

For example, ring A in formulas 2-1 and 2-2 ₁ Ring A ₄ May each independently be i) a first ring, ii) a second ring, iii) a fused ring group in which two or more first rings are fused to each other, iv) a fused ring group in which two or more second rings are fused to each other, or v) a fused ring group in which at least one first ring is fused to at least one second ring,

wherein the first ring may be a cyclopentane group, a cyclopentene group, a furan group, a thiophene group, a pyrrole group silol groups, borole groups, phosphole groups, germanium heterocyclopentadiene groups, selenophene groups,An azole group,Diazole groups, (-)>Triazole, thiazole, thiadiazole, thiatriazole, pyrazole, imidazole, triazole, tetrazole, or azasilole groups, and

The second ring may be an adamantyl group, norbornane group, norbornene group, cyclohexane group, cyclohexene group, phenyl group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, or triazine group.

In one or more embodiments, ring A in formulas 2-1 and 2-2 ₁ Ring A ₄ Can be independently cyclopentane group, cyclohexane group, cyclohexene group, phenyl group, naphthalene group, anthracene group, phenanthrene group, benzo [9,10 ]]A phenanthrene group, a pyrene group,A group, a 1,2,3, 4-tetrahydronaphthalene group, a cyclopentadiene group, a pyrrole group, a furan group, a thiophene group, a silole group, a borolane group, a phospholane group, a germanium cyclopentalane group, a selenophene group, an indene group, an indole group, a benzofuran group, a benzothiophene group, a benzoborolane group, a benzophospholane group, a benzogermanium cyclopentadiene group, a benzoselenophene group, a fluorene group, a carbazole group, a dibenzofuran group, a dibenzothiophene group, a dibenzosilole group dibenzoboropenem group, dibenzogermanium heterocyclopentene group, dibenzoselenophene group, benzofluorene group, benzocarbazole group, naphthobenzofuran group, naphthobenzothiophene group, naphthoboropenem group, naphthobenzophospholane group, naphthogermanium heterocyclopentene group, naphthoselenophene group, dibenzofluorene group, dibenzocarbazole group, dinaphthofuran group, dinaphthothiophene group, dibenzothiophene group, and dibenzothiophene group A naphthaphthopentadiene group, a dinaphthophosepipentadiene group, a dinaphthophor-9-one group, a dinaphthophenone group, an indenophene group, an indolophene group, a phenanthrobenzofuran group, a phenanthrobenzothiene group, a phenanthrobenzothioyl group, a phenanthrobenzboropentadiene group, a phenanthrobenzopyrrodienyl group, a phenanthrobenzopyrrole group, a phenanthrobenzselenophene group, a dibenzothiophene 5-oxide group, a 9H-fluorene-9-one group, a dibenzothiophene 5, 5-dioxide group, an indene group, an azaindole group, an azabenzofuran group, an azabenzothiophene group, an azabenzoborole group, an azabenzogermylene group, an azabenzoselenophene group, an azabenzoseleno-e group, an azafluorene, azacarbazole, azadibenzofuran, azacarbazolyl, azadibenzothiophene, azabenzoxazolyl, azabenzopentadiene, azabenzoselenophene, azadibenzofluorene, azabenzofuranyl, azadinaphthylthiophene, azabenzothiophene, azabenzoxazole, azadinaphthopentadiene groups, azadinaphthophordiene groups, azadinaphthophor groups, azadinaphthophenanthrene groups, azadinaphthophenene groups, azaindenophene groups, azaindolophene groups, azaphenanthrobenzofuran groups, azaphenanthrobenzthiophene groups, azaphenanthrobenzsilole groups, azabenzophenanthrene groups, azaphenanthrobenzoxapentadiene groups, azabenzophenanthrene groups, azaphenanthrobenzselenophene groups, azadibenzothiophene 5-oxide groups, aza9H-fluorene-9-one groups A hetero-dibenzothiophene 5, 5-dioxide group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a quinoline group, an isoquinoline group, a quinoxaline group, a quinazoline group benzoquinoline groups, benzoisoquinoline groups, benzoquinazoline groups, phenanthroline groups, phenanthridine groups, pyrrole groups, pyrazole groups, imidazole groups, triazole groups, and the like>An azole group, iso->An azole group, a thiazole group, an isothiazole group,/-thiazole group>Diazole groups, thiadiazole groups, azasilole groups, azaborole groups, azaphosphole groups, azagermanium cyclopentadiene groups, azaselenophene groups, benzopyrrole groups, benzopyrazole groups, benzimidazole groups, benzo->Azole groups, benziso->An azole group, a benzothiazole group, a benzisothiazole group, and benzo +.>Diazole group, benzothiadiazole group, pyridopyrrole group, pyridopyrazole group, pyridoimidazole group, pyrido +.>Azole group, pyrido-iso->An azole group, a pyridothiazole group, and a pyridoisothiazolyl groupGroup, pyrido->Diazole group, pyridothiadiazole group, pyrimidopyrrole group, pyrimidopyrazole group, pyrimidoimidazole group, pyrimido +. >Azole group, pyrimidoiso->An azole group, a pyrimidothiazole group, a pyrimidoisothiazole group, a pyrimido +.>Diazole group, pyrimidothiadiazole group, naphtopyrrole group, naphtopyrazole group, naphtoimidazole group, naphto +.>Azole groups, naphtho-iso->An azole group, a naphthothiazole group, a naphthoisothiazole group, and naphtho +.>Diazole group, naphthacenediazole group, phenanthropyrrole group, phenanthropyrazole group, phenanthroimidazole +.>Azole group, phenanthroi->An azole group, a phenanthrothiazole group, a phenanthroisothiazole group, and a phenanthro +.>Diazole group, phenanthrothiadiazole group, 5,6,7, 8-tetrahydroisoquinoline groupA quinoline group, a 5,6,7, 8-tetrahydroquinoline group, an adamantane group, a norbornane group, a norbornene group, a phenyl group having a cyclohexane group fused thereto a phenyl group having a norbornane group fused thereto, a pyridine group having a cyclohexane group fused thereto, or a pyridine group having a norbornane group fused thereto.

In formulae 2-1 and 2-2, ring A ₁ And ring A ₃ May be the same or different from each other.

In one or more embodiments, ring a ₁ Contains Y ₁ Monocyclic group of (C), ring A ₂ Contains Y ₂ And ring A ₄ Contains Y ₄ The monocyclic groups of (2) may each be 6 membered rings.

In one or more embodiments, ring a ₃ Contains Y ₃ The monocyclic group of (2) may be a 6 membered ring.

In one or more embodiments, ring a ₃ Contains Y ₃ The monocyclic group of (2) may be a 5-membered ring.

In one or more embodiments, ring a ₁ Contains Y ₁ The monocyclic group of (2) may be a 6-membered ring, and ring A ₃ Contains Y ₃ The monocyclic group of (2) may be a 5-membered ring.

In one or more embodiments, in formulas 2-1 and 2-2, ring A ₁ And ring A ₃ May each independently be i) a group A, ii) a polycyclic group in which two or more groups A are fused to each other, or iii) a polycyclic group in which at least one group A and at least one group B are fused to each other,

wherein the group A may comprise a pyridine group, pyrimidine group, pyridazine group, pyrazine group, or triazine group, and

the group B may include a cyclohexane group, cyclohexene group, norbornane group, phenyl group, furan group, thiophene group, selenophene group, pyrrole group, cyclopentadiene group, or silole group.

In one or more embodiments, in formula 2-2, ring A ₃ Can be i) a group C, ii) a polycyclic ring in which two or more groups C are fused to one another A group, or iii) a polycyclic group in which at least one group C and at least one group D are fused to one another,

wherein the group C may comprise a pyrrole group, a pyrazole group, an imidazole group, a triazole group,An azole group, iso->An azole group, a thiazole group, or an isothiazole group, and

the group D may include a cyclohexane group, a cyclohexene group, a norbornane group, a phenyl group, a furan group, a thiophene group, a selenophene group, a cyclopentadiene group, a silole group, a pyridine group, a pyrimidine group, a pyridazine group, a pyrazine group, or a triazine group.

In one or more embodiments, ring A in formula 2-1 ₁ The method comprises the following steps:

a pyridine group, pyrimidine group, pyridazine group, or pyrazine group; or (b)

Pyridine groups, pyrimidine groups, pyridazine groups, or pyrazine groups each fused with cyclohexane groups, norbornane groups, phenyl groups, or combinations thereof.

In one or more embodiments, ring A in formula 2-2 ₃ The method comprises the following steps:

a pyridine group, pyrimidine group, pyridazine group, or pyrazine group;

a pyridine group, pyrimidine group, pyridazine group, or pyrazine group each fused to a cyclohexane group, norbornane group, phenyl group, or a combination thereof; or (b)

Imidazole groups, benzimidazole groups, naphthazole groups, phenanthroimidazole groups, pyridoimidazole groups,Azole groups, benzo->Azole group, naphtho->Azole group, phenanthro->Azole group, pyrido->An azole group, a thiazole group, a benzothiazole group, a naphthothiazole group, a phenanthrothiazole group, or a pyridothiazole group.

In one or more embodiments, ring A in formulas 2-1 and 2-2 ₂ And ring A ₄ May be different from each other.

In one or more embodiments, in formulas 2-1 and 2-2, ring A ₂ And ring A ₄ May each independently be i) a group E, ii) a polycyclic group in which two or more groups E are fused to each other, or iii) a polycyclic group in which at least one group E and at least one group F are fused to each other,

wherein the group E may comprise a phenyl group, a pyridine group, a pyrimidine group, a pyridazine group, a pyrazine group, or a triazine group, and

the group F may include furan groups, thiophene groups, selenophene groups, pyrrole groups, cyclopentadiene groups, silole groups, pyrazole groups, imidazole groups,An azole group, a thiazole group, and i->An azole group, or an isothiazole group.

In one or more embodiments, in formula 2-1, ring A ₂ May be a polycyclic group in which two or more groups E and at least one group F are fused to each other.

In one or more embodiments, in formula 2-2, ring A ₄ May be a polycyclic group in which two or more groups E and at least one group F are fused to each other.

In one or more embodiments, ring A in formula 2-1 ₂ The method comprises the following steps:

a phenyl group, a naphthalene group, a phenanthrene group, a dibenzofuran group, a dibenzothiophene group, a dibenzoselenophene group, a carbazole group, a fluorene group, or a dibenzosilole group; or (b)

A phenyl group, a naphthalene group, a phenanthrene group, a dibenzofuran group, a dibenzothiophene group, a dibenzoselenophene group, a carbazole group, a fluorene group, or a dibenzosilole group, each fused with a cyclohexane group, a norbornane group, a phenyl group, or a combination thereof.

In one or more embodiments, ring A in formula 2-2 ₄ The method comprises the following steps:

a phenyl group, a naphthalene group, a phenanthrene group, a dibenzofuran group, a dibenzothiophene group, a dibenzoselenophene group, a carbazole group, a fluorene group, a dibenzosilole group, an azadibenzofuran group, an azadibenzothiophene group, an azadibenzoselenophene group, an azacarbazole group, an azafluorene group, or an azadibenzosilole group; or (b)

Each fused to a phenyl group, a naphthalene group, a phenanthrene group, a dibenzofuran group, a dibenzothiophene group, a dibenzoselenophene group, a carbazole group, a fluorene group, a dibenzosilole group, an azadibenzofuran group, an azadibenzothiophene group, an azadibenzoselenophene group, an azacarbazole group, an azafluorene group, or an azadibenzosilole group: phenyl group, pyridyl group, pyrimidine group, pyridazine group, pyrazine group, cyclohexane group, norbornane group, furan group thiophene group, selenophene group, pyrrole group, cyclopentadiene group, silole group, pyrazole group, imidazole group, An azole group, a thiazole group, and i->An azole group, an isothiazole group, or a combination thereof.

In one or more embodiments, ring A in formula 2-2 ₄ Can be dibenzofuran group, dibenzothiophene group, dibenzoselenophene group, dibenzothiophene group, dibenzogermanium heterocyclopenadiene group, naphthobenzofuran group, naphthobenzothiophene group, naphthoselenophene group, naphthobenzophenone group, naphthogermanium heterocyclopenadiene group, phenanthrobenzfuran group, phenanthrobenzthiophene group, phenanthrobenzselenophene group, phenanthrobenzsilole group, phenanthrobenzene group, azadibenzofuran group, azadibenzothiophene group, phthalene group, and phthalene group an azadibenzoselenophene group, an azadibenzosilole group, an azadibenzogermanium heterocyclopenem group, an azanaphthacene benzofurangroup, an azanaphthacene benzothiophene group, an azanaphthaceneselenophene group, an azanaphthacene benzothiophene group, an azanaphthacene heterocyclopenem group, an azaphenanthrobenzfurangroup, an azaphenanthrobenzbenzothiophene group, an azaphenanthrobenzselenophene group, an azaphenanthrobenzsilole group, or an azaphenanthrobenzgermanium heterocyclopenem group.

W in formulas 2-1 and 2-2 ₁ -W ₄ Can each independently be a single bond, unsubstituted or substituted with at least one R _10a Substituted C ₁ -C ₂₀ Alkylene, unsubstituted or substituted by at least one R _10a Substituted C ₅ -C ₃₀ Carbocyclic groups, either unsubstituted or substituted with at least one R _10a Substituted C ₁ -C ₃₀ A heterocyclic group.

For example, W in formulas 2-1 and 2-2 ₁ -W ₄ Each independently can be:

a single bond; or (b)

Each unsubstituted or substituted by at least one R _10a Substituted cyclopentenyl groups, cyclohexane groups, cyclohexene groups, phenyl groups, naphthalene groups, anthracene groups, phenanthrene groups, benzo [9,10 ]]A phenanthrene group, a pyrene group,A group, a cyclopentadienyl group, a 1,2,3, 4-tetrahydronaphthalene group, a thiophene group, a furan group, an indole group,Benzoborole, benzophosphole, indene, benzosilole, benzogermanium heterocyclopenem, benzothiophene, benzoselenophene, benzofurane, carbazole, dibenzoborole, dibenzophosphole, fluorene, dibenzothiazyl, dibenzogermanium heterocyclopenem, dibenzoselenophene, dibenzofuran, dibenzothiophene 5-oxide, 9H-fluorene-9-one, dibenzothiophene 5, 5-dioxide, azaindole, azabenzoborole, azabenzoguanpine, azabenzogermanium heterocyclopenem, and benzoselenophene an azabenzothiophene group, an azabenzoselenophene group, an azabenzofuran group, an azacarbazole group, an azadibenzoborole group, an azadibenzophosphole group, an azafluorene group, an azadibenzosilole group, an azadibenzogermanium heterocyclopentadiene group, an azadibenzoselenophene group, an azadibenzofuran group, an azadibenzothiophene 5-oxide group, an aza-9H-fluorene-9-one group, an azadibenzothiophene 5, 5-dioxide group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a quinoline group, an isoquinoline group, a quinoxaline group, a quinazoline group, a phenanthroline group, a pyrrole group, a pyrazole group, an imidazole group, a triazole group, a poly (phenylene) and a poly (phenylene sulfide) group >An azole group, iso->An azole group, a thiazole group, an isothiazole group,/-thiazole group>Diazole group, thiadiazole group, benzopyrazole group, benzimidazole group, benzo +.>An azole group, a benzothiazole group, a benzo +.>An diazole group, a benzothiadiazole group, a 5,6,7, 8-tetrahydroisoquinoline group, a 5,6,7, 8-tetrahydroquinoline group, an adamantane group, a norbornane group, or a norbornene group.

In one or more embodiments, W in formulas 2-1 and 2-2 ₁ -W ₄ Each independently can be:

a single bond; or (b)

Each unsubstituted or substituted by at least one R _10a A substituted phenyl group, a naphthalene group, a pyridine group, a fluorene group, a carbazole group, a dibenzofuran group, or a dibenzothiophene group.

a single bond; or (b)

C each unsubstituted or substituted by at least one of ₁ -C ₂₀ An alkylene group, a phenyl group, a naphthalene group, a dibenzofuran group, or a dibenzothiophene group: deuterium, -F, cyano, C ₁ -C ₂₀ Alkyl, deuterated C ₁ -C ₂₀ Alkyl, fluoro C ₁ -C ₂₀ Alkyl, C ₃ -C ₁₀ Cycloalkyl, deuterated C ₃ -C ₁₀ Cycloalkyl, fluoro C ₃ -C ₁₀ Cycloalkyl, (C) ₁ -C ₂₀ Alkyl) C ₃ -C ₁₀ Cycloalkyl, phenyl, deuterated phenyl, fluorophenyl, (C) ₁ -C ₂₀ Alkyl) phenyl, naphthyl, pyridinyl, furanyl, thienyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, or a combination thereof.

Z in the formulae 2-1 and 2-2 ₁ -Z ₄ Can be hydrogen, deuterium, -F, -Cl, -Br, -I, -SF, each independently ₅ Hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid or salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereofSubstituted or unsubstituted C ₁ -C ₆₀ Alkyl, substituted or unsubstituted C ₂ -C ₆₀ Alkenyl, substituted or unsubstituted C ₂ -C ₆₀ Alkynyl, substituted or unsubstituted C ₁ -C ₆₀ Alkoxy, substituted or unsubstituted C ₁ -C ₆₀ Alkylthio, substituted or unsubstituted C ₃ -C ₁₀ Cycloalkyl, substituted or unsubstituted C ₁ -C ₁₀ Heterocycloalkyl, substituted or unsubstituted C ₃ -C ₁₀ Cycloalkenyl, substituted or unsubstituted C ₁ -C ₁₀ Heterocycloalkenyl, substituted or unsubstituted C ₆ -C ₆₀ Aryl, substituted or unsubstituted C ₇ -C ₆₀ Alkylaryl, substituted or unsubstituted C ₇ -C ₆₀ Arylalkyl, substituted or unsubstituted C ₆ -C ₆₀ Aryloxy, substituted or unsubstituted C ₆ -C ₆₀ Arylthio, substituted or unsubstituted C ₁ -C ₆₀ Heteroaryl, substituted or unsubstituted C ₂ -C ₆₀ Alkyl heteroaryl, substituted or unsubstituted C ₂ -C ₆₀ Heteroarylalkyl, substituted or unsubstituted C ₁ -C ₆₀ Heteroaryloxy, substituted or unsubstituted C ₁ -C ₆₀ Heteroarylthio, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -N (Q) ₁ )(Q ₂ )、-Si(Q ₃ )(Q ₄ )(Q ₅ )、-Ge(Q ₃ )(Q ₄ )(Q ₅ )、-B(Q ₆ )(Q ₇ )、-P(＝O)(Q ₈ )(Q ₉ ) or-P (Q) ₈ )(Q ₉ )。Q ₁ -Q ₉ Each as described herein.

For example, Z in formulas 2-1 and 2-2 ₁ -Z ₄ Each independently can be:

hydrogen, deuterium, -F, -Cl, -Br, -I, -SF ₅ Hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid or salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C ₁ -C ₂₀ Alkyl, C ₂ -C ₂₀ Alkenyl, C ₁ -C ₂₀ Alkoxy, or C ₁ -C ₂₀ Alkylthio;

c each substituted by at least one of ₁ -C ₂₀ Alkyl, C ₂ -C ₂₀ Alkenyl, C ₁ -C ₂₀ Alkoxy, or C ₁ -C ₂₀ Alkylthio: deuterium, -F, -Cl, -Br, -I, -SF ₅ 、-CD ₃ 、-CD ₂ H、-CDH ₂ 、-CF ₃ 、-CF ₂ H、-CFH ₂ Hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid or salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C ₁ -C ₁₀ Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl (bicyclo [ 2.2.1)]Heptyl), norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, bicyclo [1.1.1]Amyl, bicyclo [2.1.1]Hexyl, bicyclo [2.2.2]Octyl group, (C) ₁ -C ₂₀ Alkyl) cyclopentyl, (C ₁ -C ₂₀ Alkyl) cyclohexyl, (C ₁ -C ₂₀ Alkyl) cycloheptyl, (C) ₁ -C ₂₀ Alkyl) cyclooctyl, (C ₁ -C ₂₀ Alkyl) adamantyl, (C ₁ -C ₂₀ Alkyl) norbornyl, (C ₁ -C ₂₀ Alkyl) norbornenyl, (C) ₁ -C ₂₀ Alkyl) cyclopentenyl, (C ₁ -C ₂₀ Alkyl) cyclohexenyl, (C ₁ -C ₂₀ Alkyl) cycloheptenyl, (C ₁ -C ₂₀ Alkyl) bicyclo [1.1.1]Amyl, (C) ₁ -C ₂₀ Alkyl) bicyclo [2.1.1]Hexyl, (C) ₁ -C ₂₀ Alkyl) bicyclo [2.2.2]Octyl, phenyl, (C) ₁ -C ₂₀ Alkyl) phenyl, biphenyl, terphenyl, naphthyl, pyridyl, pyrimidinyl, or combinations thereof;

cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, bicyclo [ 1.1.1.1, each unsubstituted or substituted with at least one of]Amyl, bicyclo [2.1.1]Hexyl, bicyclo [2.2.2]Octyl, phenyl, (C) ₁ -C ₂₀ Alkyl) phenyl, biphenyl, terphenyl, naphthyl,Fluorenyl, phenanthryl, anthracyl, fluoranthenyl, benzo [9,10 ]]Phenanthryl, pyrenyl, and,A group, a pyrrolyl group, a thienyl group, a furyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, and a +.>Azolyl, iso->Oxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzo- >Azolyl, benziso->Oxazolyl, triazolyl, tetrazolyl, < >>Diazolyl, triazinyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, imidazopyrimidinyl, azacarbazolyl, azadibenzofuranyl, or azadibenzothienyl: deuterium, -F, -Cl, -Br, -I, -SF ₅ 、-CD ₃ 、-CD ₂ H、-CDH ₂ 、-CF ₃ 、-CF ₂ H、-CFH ₂ Hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid or salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C ₁ -C ₂₀ Alkyl, deuterated C ₁ -C ₂₀ Alkyl, fluoro C ₁ -C ₂₀ Alkyl, C ₁ -C ₂₀ Alkoxy, C ₁ -C ₂₀ Alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, bicyclo [1.1.1 ]]Amyl, bicyclo [2.1.1]Hexyl, bicyclo [2.2.2]Octyl group, (C) ₁ -C ₂₀ Alkyl) cyclopentyl, (C ₁ -C ₂₀ Alkyl) cyclohexyl, (C ₁ -C ₂₀ Alkyl) cycloheptyl, (C) ₁ -C ₂₀ Alkyl) cyclooctyl, (C ₁ -C ₂₀ Alkyl) adamantyl, (C ₁ -C ₂₀ Alkyl) norbornyl, (C ₁ -C ₂₀ Alkyl) norbornenyl, (C) ₁ -C ₂₀ Alkyl) cyclopentenyl, (C ₁ -C ₂₀ Alkyl) cyclohexenyl, (C ₁ -C ₂₀ Alkyl) cycloheptenyl, (C ₁ -C ₂₀ Alkyl) bicyclo [1.1.1]Amyl, (C) ₁ -C ₂₀ Alkyl) bicyclo [2.1.1 ]Hexyl, (C) ₁ -C ₂₀ Alkyl) bicyclo [2.2.2]Octyl, phenyl, (C) ₁ -C ₂₀ Alkyl) phenyl, deuterated phenyl, fluorinated phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, phenanthryl, anthracyl, fluoranthenyl, benzo [9,10 ]]Phenanthryl, pyrenyl,>a group, a pyrrolyl group, a thienyl group, a furyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, and a +.>Azolyl, iso->Oxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzo->An azolyl group,Benzohetero->Oxazolyl, triazolyl, tetrazolyl, < >>Diazolyl, triazinyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, imidazopyrimidinyl, azacarbazolyl, azadibenzofuranyl, azadibenzothienyl, or a combination thereof; or (b)

-N(Q ₁ )(Q ₂ )、-Si(Q ₃ )(Q ₄ )(Q ₅ )、-Ge(Q ₃ )(Q ₄ )(Q ₅ )、-B(Q ₆ )(Q ₇ )、-P(＝O)(Q ₈ )(Q ₉ ) or-P (Q) ₈ )(Q ₉ )，

Wherein Q is ₁ -Q ₉ Each independently can be:

deuterium, -F, -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、-CD ₂ CDH ₂ 、-CF ₃ 、-CF ₂ H、-CFH ₂ 、-CH ₂ CF ₃ 、-CH ₂ CF ₂ H、-CH ₂ CFH ₂ 、-CHFCH ₃ 、-CHFCF ₂ H、-CHFCFH ₂ 、-CHFCF ₃ 、-CF ₂ CF ₃ 、-CF ₂ CF ₂ H. or-CF ₂ CFH ₂ The method comprises the steps of carrying out a first treatment on the surface of the Or (b)

N-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-butyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, phenyl, biphenyl, or naphthyl each of which is unsubstituted or substituted with at least one of: deuterium, -F, C ₁ -C ₁₀ Alkyl, phenyl,Or a combination thereof.

In one or more embodiments, Z in formulas 2-1 and 2-2 ₁ -Z ₄ Each independently can be:

hydrogen, deuterium, -F, or cyano;

c which is unsubstituted or substituted by at least one of ₁ -C ₂₀ Alkyl: deuterium, -F, cyano, C ₃ -C ₁₀ Cycloalkyl, deuterated C ₃ -C ₁₀ Cycloalkyl, fluoro C ₃ -C ₁₀ Cycloalkyl, (C) ₁ -C ₂₀ Alkyl) C ₃ -C ₁₀ Cycloalkyl, C ₁ -C ₁₀ Heterocycloalkyl, deuterated C ₁ -C ₁₀ Heterocycloalkyl, fluoro C ₁ -C ₁₀ Heterocycloalkyl, (C) ₁ -C ₂₀ Alkyl) C ₁ -C ₁₀ Heterocycloalkyl, phenyl, deuterated phenyl, fluorophenyl, (C) ₁ -C ₂₀ Alkyl) phenyl, biphenyl, deuterated biphenyl, fluorinated biphenyl, (C) ₁ -C ₂₀ Alkyl) biphenyl, dibenzofuranyl, deuterated dibenzofuranyl, fluorodibenzofuranyl, (C) ₁ -C ₂₀ Alkyl) dibenzofuranyl, dibenzothienyl, deuterated dibenzothienyl, fluorodibenzothienyl, (C) ₁ -C ₂₀ Alkyl) dibenzothienyl, or a combination thereof;

c each unsubstituted or substituted by at least one of ₃ -C ₁₀ Cycloalkyl, C ₁ -C ₁₀ Heterocycloalkyl, phenyl, biphenyl, naphthyl, pyridyl, fluorenyl, carbazolyl, dibenzofuranyl, or dibenzothienyl: deuterium, -F, cyano, C ₁ -C ₂₀ Alkyl, deuterated C ₁ -C ₂₀ Alkyl, fluoro C ₁ -C ₂₀ Alkyl, C ₁ -C ₂₀ Alkoxy, C ₁ -C ₂₀ Alkylthio, deuterated C ₁ -C ₂₀ Alkoxy, fluoro C ₁ -C ₂₀ Alkoxy, C ₃ -C ₁₀ Cycloalkyl, deuterated C ₃ -C ₁₀ Cycloalkyl, fluoro C ₃ -C ₁₀ Cycloalkyl, (C) ₁ -C ₂₀ Alkyl) C ₃ -C ₁₀ Cycloalkyl radicals、C ₁ -C ₁₀ Heterocycloalkyl, deuterated C ₁ -C ₁₀ Heterocycloalkyl, fluoro C ₁ -C ₁₀ Heterocycloalkyl, (C) ₁ -C ₂₀ Alkyl) C ₁ -C ₁₀ Heterocycloalkyl, phenyl, deuterated phenyl, fluorophenyl, (C) ₁ -C ₂₀ Alkyl) phenyl, biphenyl, deuterated biphenyl, fluorinated biphenyl, (C) ₁ -C ₂₀ Alkyl) biphenyl, dibenzofuranyl, deuterated dibenzofuranyl, fluorodibenzofuranyl, (C) ₁ -C ₂₀ Alkyl) dibenzofuranyl, dibenzothienyl, deuterated dibenzothienyl, fluorodibenzothienyl, (C) ₁ -C ₂₀ Alkyl) dibenzothienyl, or a combination thereof; or (b)

-Si(Q ₃ )(Q ₄ )(Q ₅ ) or-Ge (Q) ₃ )(Q ₄ )(Q ₅ )。

In one or more embodiments, in formula 2-1, e1 and d1 may each be other than 0, and a plurality of Z ₁ At least one of (2) may be deuterated C ₁ -C ₂₀ Alkyl, -Si (Q) ₃ )(Q ₄ )(Q ₅ ) or-Ge (Q) ₃ )(Q ₄ )(Q ₅ )。Q ₃ -Q ₅ As described herein.

For example, Q ₃ -Q ₅ Each independently can be:

c which is unsubstituted or substituted by at least one of ₁ -C ₆₀ Alkyl: deuterium, C ₁ -C ₆₀ Alkyl, C ₆ -C ₆₀ Aryl, or a combination thereof; or (b)

C which is unsubstituted or substituted by at least one of ₆ -C ₆₀ Aryl: deuterium, C ₁ -C ₆₀ Alkyl, C ₆ -C ₆₀ Aryl, or a combination thereof.

In one or more embodiments, Q ₃ -Q ₅ Each independently can be:

-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 CDH ₂ The method comprises the steps of carrying out a first treatment on the surface of the Or (b)

N-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-butyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, phenyl, biphenyl, or naphthyl each of which is unsubstituted or substituted with at least one of: deuterium, C ₁ -C ₁₀ Alkyl, phenyl, or a combination thereof.

In one or more embodiments, Q ₃ -Q ₅ May be identical to each other.

In one or more embodiments, Q ₃ -Q ₅ May be different from each other.

In one or more embodiments, the organometallic compound represented by formula 2 may satisfy at least one of the conditions (1) to (9):

condition (1)

E1 and d1 in formula 2-1 are each other than 0, and

at least one Z ₁ Including deuterium;

condition (2)

E2 and d2 in formula 2-1 are each other than 0, and

at least one Z ₂ Including deuterium;

condition (3)

E3 and d3 in formula 2-2 are each other than 0, and

at least one Z ₃ Including deuterium;

condition (4)

E4 and d4 in formula 2-2 are each other than 0, and

at least one Z ₄ Including deuterium;

condition (5)

E1 and d1 in formula 2-1 are each other than 0, and

at least one Z ₁ Comprising a fluorine group;

condition (6)

E2 and d2 in formula 2-1 are each other than 0, and

at least one Z ₂ Comprising a fluorine group;

Condition (7)

E3 and d3 in formula 2-2 are each other than 0, and

at least one Z ₃ Comprising a fluorine group;

condition (8)

E4 and d4 in formula 2-2 are each other than 0, and

at least one Z ₄ Comprising a fluorine group;

condition (9)

N11 and n13 in formula 2 are each 0,

n12 in the formula 2 is 3,

three L in formula 2 ₁₂ Are identical to each other in that,

y in formula 2-2 ₃ Is the nitrogen, and is the nitrogen content of the alloy,

y in formula 2-2 ₄ Is a carbon source, which is a carbon source,

ring A in formula 2-2 ₃ Is a benzimidazole group, benzoAn azole group, a benzothiazole group naphthoimidazole group, naphtho->An azole group, a naphthothiazole group, a phenanthroimidazole group, a phenanthroi ∈ ->An azole group, a phenanthrothiazole group, a pyridoimidazole group, a pyrido +.>An azole group, or a pyridothiazole group, and

ring A in formula 2-2 ₄ Is dibenzofuran group, dibenzothiophene group, dibenzoselenophene group, dibenzosilol group, dibenzogermanium heterocyclopentadiene group a naphthobenzofuran group, a naphthobenzothiophene group, a naphthoselenophene group, a naphthobenzoxazole group,A naphthyridine benzofuranyl group, a phenanthrobenzothienyl group, a phenanthrobenzselenophene group, a phenanthrobenzothioyl group, a phenanthrobenzothienyl group, an azadibenzofuranyl group, an azadibenzoselenophene group, an azadibenzothiazyl group, an azanaphthacene benzofuranyl group, an azanaphthacenebenzothiophene group, an azanaphthacene benzoselenophene group, an azanaphthacene benzosilole group, an azanaphthacene benzoselenophene group, an azaphenanthrobenzselenophene group, an azanaphthacene benzoselenophene group, or an azabenzogermane cyclopentadiene group.

In one or more embodiments, Z in formulas 2-1 and 2-2 ₁ -Z ₄ Can be hydrogen, deuterium, -F, -CH ₃ 、-CD ₃ 、-CD ₂ H、-CDH ₂ 、-CF ₃ 、-CF ₂ H、-CFH ₂ 、C ₂ -C ₁₀ Alkenyl, C ₁ -C ₁₀ Alkoxy, C ₁ -C ₁₀ Alkylthio, a group represented by one of formulas 9-1 to 9-39 in which at least one hydrogen is replaced by deuterium, a group represented by one of formulas 9-1 to 9-39 in which at least one hydrogen is replaced by-F, a group represented by one of formulas 9-201 to 9-227 in which at least one hydrogen is replaced by deuterium, a group represented by one of formulas 9-201 to 9-227 in which at least one hydrogen is replaced by-F, a group represented by one of formulas 10-1 to 10-129 in which at least one hydrogen is replaced by deuterium, a group represented by one of formulas 10-1 to 10-129 in which at least one hydrogen is replaced by-F, a group represented by one of formulas 10-201 to 10-350 in which at least one hydrogen is replaced by deuterium, a group represented by one of formulas 10-201 to 10-350 in which at least one hydrogen is replaced by-F, a group represented by one of formulas 10-10 to 10-350 in which at least one of hydrogen is replaced by-F is represented by-Q (Si, a group represented by one of formulas-10 to-10-350) ₃ )(Q ₄ )(Q ₅ ) or-Ge (Q) ₃ )(Q ₄ )(Q ₅ ) (wherein Q ₃ -Q ₅ Each freely is provided withDescribed herein):

/>

in formulas 9-1 to 9-39, 9-201 to 9-227, 10-1 to 10-129, and 10-201 to 10-350, the expression "Ph" represents a binding site to an adjacent atom, the expression "TMS" represents a trimethylsilyl group, and the expression "TMG" represents a trimethylgermyl group.

The "group represented by one of the formulae 9-1 to 9-39 in which at least one hydrogen is replaced with deuterium" and the "group represented by one of the formulae 9-201 to 9-227 in which at least one hydrogen is replaced with deuterium" may each be, for example, a group represented by one of the formulae 9-501 to 9-514 or 9-601 to 9-636:

"the group represented by one of the formulae 9-1 to 9-39 in which at least one hydrogen is replaced with-F" and "the group represented by one of the formulae 9-201 to 9-227 in which at least one hydrogen is replaced with-F" may each be, for example, a group represented by one of the formulae 9-701 to 9-710:

"the group represented by one of the formulae 10-1 to 10-129 in which at least one hydrogen is replaced with deuterium" and "the group represented by one of the formulae 10-201 to 10-350 in which at least one hydrogen is replaced with deuterium" may be, for example, a group represented by one of the formulae 10-501 to 10-553:

/>

"the group represented by one of the formulae 10-1 to 10-129 in which at least one hydrogen is replaced by-F" and "the group represented by one of the formulae 10-201 to 10-350 in which at least one hydrogen is replaced by-F" may be, for example, a group represented by one of the formulae 10-601 to 10-617:

e1-e4 and d1-d4 in the formulae 2-1 and 2-2 respectively represent Z ₁ -Z ₄ By- [ W ] ₁ -(Z ₁ ) _e1 ]A group represented by: - [ W ] ₂ -(Z ₂ ) _e2 ]A group represented by: - [ W ] ₃ -(Z ₃ ) _e3 ]A group represented by, and represented by: - [ W ] ₄ -(Z ₄ ) _e4 ]The number of groups represented, and may each independently be an integer from 0 to 20. When e1 is 2 or more, two or more Z ₁ May be the same as or different from each other, when e2 is 2 or more, two or more Z ₂ May be the same as or different from each other, when e3 is 2 or more, two or more Z ₃ May be the same as or different from each other, when e4 is 2 or more, two or more Z ₄ May be the same or different from each other, and when d1 is 2 or more, two or more are represented by the formula- [ W ₁ -(Z ₁ ) _e1 ]The radicals represented may be identical or different from one another, two or more radicals represented by the formula- [ W when d2 is 2 or more ₂ -(Z ₂ ) _e2 ]The radicals represented may be identical or different from one another, two or more are represented by the formula- [ W when d3 is 2 or more ₃ -(Z ₃ ) _e3 ]The radicals represented may be identical or different from one another, and when d4 is 2 or more, two or more are represented by the formula- [ W ₄ -(Z ₄ ) _e4 ]The radicals represented may be identical or different from one another. For example, e1-e4 and d1-d4 in formulas 2-1 and 2-2 may each independently be 0, 1, 2, or 3.

Meanwhile, in one or more embodiments, the iridium-containing organometallic compound may not be tris [ 2-phenylpyridine ] iridium.

In one or more embodiments, in formula 2-1, the following may be excluded: wherein Y is ₁ Is N, ring A ₁ Is a pyridine group, Y ₂ C, ring A ₂ Is a phenyl group, and d1 and d2 are each 0.

In formulas 2-1 and 2-2, at least one of the following groups may optionally be bonded to each other to form a group that is unsubstituted or substituted with at least one R _10a Substituted C ₅ -C ₃₀ Carbocyclic groups, either unsubstituted or substituted with at least one R _10a Substituted C ₁ -C ₃₀ Heterocyclic group: i) Multiple Z ₁ Ii) a plurality of Z ₂ Iii) a plurality of Z ₃ Iv) a plurality of Z ₄ And v) Z ₁ -Z ₄ Two or more of (2)More.

R _10a As herein for Z ₁ Described.

The symbols x and x' as used herein each represent a binding site to an adjacent atom unless otherwise stated.

In one or more embodiments of the present invention,

y in formula 2-1 ₁ Can be N, and

in formula 2-1The group represented may be a group represented by one of formulas A1-1 to A1-3:

wherein, in the formulae A1-1 to A1-3,

Z ₁₁ -Z ₁₄ can each be as for Z ₁ As described in the description of the present invention,

R _10a can be obtained by reference to R provided herein _10a Is understood by the description of (1), and

a14 may be an integer from 0 to 4,

a18 may be an integer from 0 to 8,

* ' represents M in formula 2 ₂ Binding sites of (C), and

* "means and ring A ₂ Is a binding site for a polypeptide.

For example, Z in formulae A1-1 to A1-3 ₁₁ 、Z ₁₂ And Z ₁₄ At least one of (e.g., Z ₁₄ ) The method comprises the following steps:

c which is unsubstituted or substituted by at least one of ₁ -C ₂₀ Alkyl: deuterium, -F, phenyl, or a combination thereof;

-Si(Q ₃ )(Q ₄ )(Q ₅ ) The method comprises the steps of carrying out a first treatment on the surface of the Or (b)

-Ge(Q ₃ )(Q ₄ )(Q ₅ )。

In one or more embodiments of the present invention,

y in formula 2-2 ₃ Can be N, and

formula 2-2 is represented byThe group represented may be a group represented by one of the formulae NR1 to NR 48:

/>

wherein, in the formulae NR1 to NR48,

Y ₃₉ can be O, S, se, N- [ W ₃ -(Z ₃ ) _e3 ]、C(Z _39a )(Z _39b ) Or Si (Z) _39a )(Z _39b )，

W ₃ 、Z ₃ And e3 may each be as described herein, and Z _39a And Z _39b Can each be as for Z ₃ As described in the description of the present invention,

* ' represents M in formula 2 ₂ Binding sites of (C), and

* "means and ring A ₄ Is a binding site for a polypeptide.

In one or more embodiments of the present invention,

in the formulae 2-1 and 2-2, Y ₂ And Y ₄ Each may be C, and

in formula 2-1The radicals represented and the radicals represented by +.2-2>The groups represented may each independently be a group represented by one of formulas CR1 to CR 29:

/>

wherein, in the formulas CR1 to CR29,

Y ₄₉ can be O, S, se, N- [ W ₂ -(Z ₂ ) _e2 ]、N-[W ₄ -(Z ₄ ) _e4 ]、C(Z _29a )(Z _29b )、C(Z _49a )(Z _49b )、Si(Z _29a )(Z _29b ) Or Si (Z) _49a )(Z _49b )，

W ₂ 、W ₄ 、Z ₂ 、Z ₄ Each of e2, and e4 may be as described herein, Z _29a And Z _29b Can each be as for Z ₂ Described, and Z _49a And Z _49b Can each be as for Z ₄ As described in the description of the present invention,

Y ₂₁ -Y ₂₄ each of which may independently be N or C,

ring A ₄₀ Can be C ₅ -C ₃₀ Carbocyclic group or C ₁ -C ₃₀ Heterocyclic groups (e.g., phenyl group, naphthyl group, phenanthrene group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, quinoline group, isoquinoline group, benzoquinoline group, benzoisoquinoline group, quinoxaline group, benzoquinoxaline group, quinazoline group, benzoquinazoline group, etc.),

* M in the expression and formula 2 ₂ Binding sites of (C), and

* "means and ring A ₁ Or ring A ₃ Is a binding site for a polypeptide.

In one or more embodiments of the present invention,

from among formulae CR24 to CR29The group represented may be a group represented by one of formulas CR (1) to CR (13): />

Wherein, in the formulas CR (1) to CR (13),

Y ₄₉ as may be described herein, and

Y ₃₁ -Y ₃₄ and Y ₄₁ -Y ₄₈ And each independently may be C or N.

In one or more embodiments, the iridium-containing organometallic compound may include at least one deuterium.

In one or more embodiments, the iridium-containing organometallic compound may be an organometallic compound represented by formula 2 satisfying all of the following i) to v):

i) n11 and n13 are each 0,

ii) n12 is 3, and three L ₁₂ Are identical to each other in that,

iii) In formula 2-2, Y ₃ Is N, and Y ₄ In the form of C, the catalyst is a catalyst,

iv) the formula 2-2The group represented may be a group represented by one of the formulae NR29 to NR48, and +.>

v) the formula 2-2The group represented is a group represented by one of the formulae CR24 to CR29, and Y in the formulae CR24 to CR29 ₄₉ Can be O, S, se, or Si (Z) _49a )(Z _49b )。

For example, the iridium-containing organometallic compound may be selected from the compounds of [ group 1-1] to [ group 1-7 ]:

group 1-1

/>

Group 1-2

/>

Groups 1-3

/>

Groups 1-4

/>

Groups 1-5

/>

Groups 1-6

/>

Groups 1-7

As used herein, "Ome" is methoxy, "TMS" is trimethylsilyl, and "TMG" is trimethylgermyl.

Meanwhile, m2 hosts in the emission layer may include a hole transport compound, an electron transport compound, a bipolar compound, or a combination thereof. Each of the m2 hosts may not include a transition metal.

For example, m2 may be 2, and the host may include a hole transport compound and an electron transport compound, and the hole transport compound and the electron transport compound may be different from each other.

In one or more embodiments, the hole transport compound may include at least one pi-electron rich C ₃ -C ₆₀ Cyclic groups, and may not include electron transport groups. Examples of the electron transporting group include a cyano group, a fluorine group, a cyclic group containing nitrogen deficient in pi electrons, a phosphine oxide group, a sulfoxide group, and the like.

The term "cyclic group containing pi electron deficient nitrogen" as used herein refers to C having at least one x-n= x' moiety as the cyclic moiety ₁ -C ₆₀ A heterocyclic group. Non-limiting examples of the pi electron deficient nitrogen containing cyclic group may include triazine groups, imidazole groups, and the like.

The term "pi-electron rich C" as used herein ₃ -C ₆₀ The cyclic group "may be C excluding the x-n= moiety as the cyclic moiety ₃ -C ₆₀ A cyclic group. Said pi-electron rich C ₃ -C ₆₀ Non-limiting examples of cyclic groups may include phenyl groups, naphthyl groups, benzo [9,10]Phenanthrene groups, dibenzofuran groups, dibenzothiophene groups, carbazole groups, indolodibenzofuran groups, indolodibenzothiophene groups, indolocarbazole groups, naphthobenzofuran groups, naphthobenzothiophene groups, benzocarbazole groups, phenanthrobenzofuran groups, phenanthrobenzothiene groups, naphthocarbazole groups, dinaphthofuran groups, dinaphthothiophene groups, dibenzocarbazole groups, and the like.

For example, the hole transport compound may include two or more carbazole groups.

In one or more embodiments, the electron transport compound may be a polymer comprising at least one ofAn electron transporting group. The electron transport group may be cyano, fluoro, C containing pi electron deficient nitrogen ₁ -C ₆₀ Cyclic groups, phosphine oxide groups, sulfoxide groups, and the like, or combinations thereof. In one or more embodiments, the electron transport compound may include a triazine group.

For example, the electron transporting compound may include at least one electron transporting group (e.g., a triazine group) and at least one pi-electron rich C ₃ -C ₆₀ Cyclic groups (e.g. phenyl groups, naphthyl groups, benzo [9, 10)]Phenanthrene groups, dibenzofuran groups, dibenzothiophene groups, carbazole groups, indolobidibenzofuran groups, indolobibenzothiophene groups, indolocarbazole groups, naphthobenzofuran groups, naphthobenzothiophene groups, benzocarbazole groups, phenanthrobenzofuran groups, phenanthrobenzothiene groups, naphthocarbazole groups, dinaphthofuran groups, dinaphthothiophene groups, dibenzocarbazole groups, and the like, or combinations thereof).

In one or more embodiments, the hole transport compound may be a compound represented by formula 6:

6. The method is to

Wherein, in the formula 6,

L ₆₁ and L ₆₂ Can each independently be pi-electron rich C unsubstituted or substituted by at least one of ₃ -C ₆₀ Cyclic group (e.g., phenyl group): deuterium, C ₁ -C ₂₀ Alkyl, deuterated C ₁ -C ₂₀ Alkyl, phenyl, deuterated phenyl, (C) ₁ -C ₂₀ Alkyl) phenyl, biphenyl, deuterated biphenyl, (C) ₁ -C ₂₀ Alkyl) biphenyl, -Si (Q) ₃₃ )(Q ₃₄ )(Q ₃₅ ) Or a combination thereof.

e61 and e62 may each independently be integers from 1 to 6,

R ₆₁ -R ₆₄ Can be each independentlyThe method comprises the following steps:

hydrogen, deuterium, C ₁ -C ₂₀ Alkyl, or deuterated C ₁ -C ₂₀ An alkyl group;

pi-electron rich C unsubstituted or substituted by at least one of ₃ -C ₆₀ Cyclic group (e.g., phenyl group): deuterium, C ₁ -C ₂₀ Alkyl, deuterated C ₁ -C ₂₀ Alkyl, phenyl, deuterated phenyl, (C) ₁ -C ₂₀ Alkyl) phenyl, biphenyl, deuterated biphenyl, (C) ₁ -C ₂₀ Alkyl) biphenyl, -Si (Q) ₃₃ )(Q ₃₄ )(Q ₃₅ ) Or a combination thereof; or (b)

-Si(Q ₃ )(Q ₄ )(Q ₅ )，

a63 and a64 may each independently be an integer of 0 to 7.

Q ₃ -Q ₅ And Q ₃₃ -Q ₃₅ Each as described herein.

In one or more embodiments, the hole transport compound may be a compound represented by at least one of formulas 6-1, 6-2, or 6-3, but the embodiment is not limited thereto:

6-1

6-2

6-3

Wherein, in the formulae 6-1 to 6-3, L ₆₁ 、L ₆₂ 、R ₆₁ -R ₆₄ E61, e62, a63, and a64, respectively, are as described herein.

In one or more embodiments, the hole transport compound may be at least one of the compounds H-HT1 to H-HT4, but the embodiment is not limited thereto:

in one or more embodiments, the electron transport compound may be a compound represented by formula 7:

7. The method of the invention

Wherein, in the formula 7,

X ₇₄ can be C (R) ₇₄ ) Or N, X ₇₅ Can be C (R) ₇₅ ) Or N, X ₇₆ Can be C (R) ₇₆ ) Or N, and X ₇₄ -X ₇₆ Can be N, at least one of which is,

L ₇₁ -L ₇₃ can each independently be C which is unsubstituted or substituted by at least one of ₅ -C ₃₀ Carbocyclic group or C ₁ -C ₃₀ Heterocyclic group: deuterium, -F, cyano, C ₁ -C ₂₀ Alkyl, deuterated C ₁ -C ₂₀ Alkyl, fluoro C ₁ -C ₂₀ Alkyl, phenyl, deuterated phenyl, fluorophenyl, (C) ₁ -C ₂₀ Alkyl) phenyl, biphenyl, deuterated biphenyl, fluorinated biphenyl, (C) ₁ -C ₂₀ Alkyl) biphenyl, -Si (Q) ₃₃ )(Q ₃₄ )(Q ₃₅ ) Or a combination thereof,

e71-e73 may each independently be an integer from 1 to 10,

R ₇₁ -R ₇₆ each independently can be:

hydrogen, deuterium, -F, or cyano;

c which is unsubstituted or substituted by at least one of ₁ -C ₂₀ Alkyl: deuterium, -F, cyano, or a combination thereof;

each unsubstituted or substituted with at least one ofC substituted by ₅ -C ₃₀ Carbocyclic group or C ₁ -C ₃₀ Heterocyclic group: deuterium, F, cyano, C ₁ -C ₂₀ Alkyl, deuterated C ₁ -C ₂₀ Alkyl, fluoro C ₁ -C ₂₀ Alkyl, phenyl, deuterated phenyl, fluorophenyl, (C) ₁ -C ₂₀ Alkyl) phenyl, biphenyl, deuterated biphenyl, fluorinated biphenyl, (C) ₁ -C ₂₀ Alkyl) biphenyl, -Si (Q) ₃₃ )(Q ₃₄ )(Q ₃₅ ) Or a combination thereof; or (b)

-Si(Q ₃ )(Q ₄ )(Q ₅ )。

Q ₃ -Q ₅ And Q ₃₃ -Q ₃₅ Each as described herein.

In one or more embodiments, X in formula 7 ₇₄ -X ₇₆ Each may be N.

In one or more embodiments, L in formula 7 ₇₁ -L ₇₃ Can each independently be a phenyl group, a naphthyl group, a benzo [9,10 ] each unsubstituted or substituted with at least one of ]Phenanthrene groups, dibenzofuran groups, dibenzothiophene groups, carbazole groups, indolodibenzofuran groups, indolodibenzothiophene groups, indolocarbazole groups, naphthobenzofuran groups, naphthobenzothiophene groups, benzocarbazole groups, phenanthrobenzofuran groups, phenanthrobenzothiene groups, naphthocarbazole groups, dinaphthofuran groups, dinaphthothiophene groups, or dibenzocarbazole groups: deuterium, -F, cyano, C ₁ -C ₂₀ Alkyl, deuterated C ₁ -C ₂₀ Alkyl, fluoro C ₁ -C ₂₀ Alkyl, phenyl, deuterated phenyl, fluorophenyl, (C) ₁ -C ₂₀ Alkyl) phenyl, biphenyl, deuterated biphenyl, fluorinated biphenyl, (C) ₁ -C ₂₀ Alkyl) biphenyl, -Si (Q) ₃₃ )(Q ₃₄ )(Q ₃₅ ) Or a combination thereof.

In one or more embodiments, in formula 7, e 71L ₇₁ E 72L ₇₂ E 73L ₇₃ At least one of (2), or a combination thereofEach independently may be a dibenzofuran group, a dibenzothiophene group, a carbazole group, an indolobibenzofuran group, an indolodibenzothiophene group, an indolocarbazole group, a naphthobenzofuran group, a naphthobenzothiophene group, a benzocarbazole group, a phenanthrobenzofuran group, a phenanthrobenzothiene group, a naphthocarbazole group, a dinaphthofuran group, a dinaphthothiophene group, or a dibenzocarbazole group, each of which is unsubstituted or substituted with at least one of: deuterium, -F, cyano, C ₁ -C ₂₀ Alkyl, deuterated C ₁ -C ₂₀ Alkyl, fluoro C ₁ -C ₂₀ Alkyl, phenyl, deuterated phenyl, fluorophenyl, (C) ₁ -C ₂₀ Alkyl) phenyl, biphenyl, deuterated biphenyl, fluorinated biphenyl, (C) ₁ -C ₂₀ Alkyl) biphenyl, -Si (Q) ₃₃ )(Q ₃₄ )(Q ₃₅ ) Or a combination thereof.

In one or more embodiments, in formula 7, L ₇₁ At least one of L ₇₂ At least one of L ₇₃ May include a carbazole group, an indolocarbazole group, a benzocarbazole group, a naphtocarbazole group, or a dibenzocarbazole group, wherein the nitrogen atom of the pyrrole group in the carbazole group, indolocarbazole group, benzocarbazole group, naphtocarbazole group, or dibenzocarbazole group may be bonded to a nitrogen atom of the pyrrole group in formula 7, including X ₇₄ -X ₇₆ Is a 6-membered ring having a single bond or adjacent L therebetween ₇₁ 、L ₇₂ And/or L ₇₃ 。

In one or more embodiments, e71-e73 in formula 7 each independently represent L ₇₁ -L ₇₃ And may each independently be, for example, 1, 2, 3, 4, or 5.

In one or more embodiments, R in formula 7 ₇₁ -R ₇₆ Each independently can be:

hydrogen, deuterium, -F, or cyano;

phenyl, naphthyl, benzo [9,10, each unsubstituted or substituted with at least one of ]Phenanthrene groups, dibenzofuran groups, dibenzothiophene groups, carbazole groups, indolodibenzofuran groups, indolodibenzothiophene groups, indolocarbazole groups, naphthobenzofuran groups, naphthobenzothiophene groups, benzocarbazole groups, phenanthrobenzofuran groups, phenanthrobenzothiene groups, naphthocarbazole groups, dinaphthofuran groups, dinaphthothiophene groups, or dibenzocarbazole groups: deuterium, -F, cyano, C ₁ -C ₂₀ Alkyl, deuterated C ₁ -C ₂₀ Alkyl, fluoro C ₁ -C ₂₀ Alkyl, phenyl, deuterated phenyl, fluorophenyl, (C) ₁ -C ₂₀ Alkyl) phenyl, biphenyl, deuterated biphenyl, fluorinated biphenyl, (C) ₁ -C ₂₀ Alkyl) biphenyl, -Si (Q) ₃₃ )(Q ₃₄ )(Q ₃₅ ) Or a combination thereof; or (b)

-Si(Q ₃ )(Q ₄ )(Q ₅ )。

In one or more embodiments, the electron transport compound may be at least one of the compounds H-ET1 to H-ET5, but the embodiment is not limited thereto:

according to another aspect, the light emitting device may be included in an electronic apparatus. Accordingly, an electronic apparatus including the light emitting device is provided. The electronic device may include, for example, a display, a lighting device, a sensor, etc., but embodiments are not limited thereto.

Description of FIG. 1

Fig. 1 schematically illustrates a cross-sectional view of an organic light-emitting device 10, the organic light-emitting device 10 being a light-emitting device according to one or more embodiments. Hereinafter, the structure and manufacturing method of the organic light emitting device 10 according to one or more embodiments will be described in further detail with respect to fig. 1.

The organic light emitting device 10 of fig. 1 may include a first electrode 11, a second electrode 19, and an intermediate layer 15 between the first electrode 11 and the second electrode 19. The intermediate layer 15 may include a hole transport region, an emissive layer, an electron transport region, or a combination thereof.

A substrate may be additionally provided under the first electrode 11 or on the second electrode 19. The substrate may be a conventional substrate used in an organic light emitting device, such as a glass substrate or a transparent plastic substrate each having excellent mechanical strength, thermal stability, transparency, surface smoothness, ease of handling, and/or water resistance.

The first electrode 11 may be manufactured by depositing or sputtering a material for forming the first electrode 11 onto the substrate. The first electrode 11 may be an anode. The material for forming the first electrode 11 may include a material having a high work function to promote hole injection. The first electrode 11 may be a reflective electrode. The material used to form the first electrode 11 may be Indium Tin Oxide (ITO), indium Zinc Oxide (IZO), tin oxide (SnO) ₂ ) Or zinc oxide (ZnO). In one or more embodiments, the material used to form the first electrode 11 may be a metal, such as magnesium (Mg), aluminum (Al), silver (Ag), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), or magnesium-silver (Mg-Ag).

The first electrode 11 may have a single-layer structure or a multi-layer structure including a plurality of layers. For example, the first electrode 11 may have a three-layer structure of ITO/Ag/ITO.

The hole transport region may be located between the first electrode 11 and the emission layer.

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

The hole transport region may include only a hole injection layer or a hole transport layer. In one or more embodiments, the hole transport region may have a hole injection layer/hole transport layer structure, or a hole injection layer/hole transport layer/electron blocking layer structure, wherein for each structure, the respective layers are sequentially stacked in the stated order from the first electrode 11.

When the hole transport region includes a hole injection layer, the hole injection layer may be formed on the first electrode 11 by using various methods such as a vacuum deposition method, spin coating, casting, langmuir-blodgett (LB) method, inkjet printing, or the like.

When the hole injection layer is formed by vacuum deposition, deposition conditions may vary depending on the material used to form the hole injection layer, and the structure and thermal characteristics of the hole injection layer. For example, the deposition conditions may include a deposition temperature of about 100 ℃ to about 500 ℃, about 10 ° ^-8 Tray to about 10 ^-3 Vacuum pressure of about 0.01 angstrom/secondPer second) about->Deposition rate per second.

When the hole injection layer is formed by spin coating, coating conditions may vary depending on the material used to form the hole injection layer, as well as the structure and thermal properties of the hole injection layer. For example, the coating conditions may include a coating speed in the range of about 2,000 revolutions per minute (rpm) to about 5,000rpm and a heat treatment temperature of about 80 ℃ to about 200 ℃ for removing the solvent after coating.

The conditions for forming the hole transport layer and the electron blocking layer may be similar to or the same as those for forming the hole injection layer.

The hole transport region may include at least one of: 4,4',4 "-tris (3-methylphenylphenylamino) triphenylamine (m-MTDATA), 4',4" -tris (N, N-diphenylamino) triphenylamine (TDATA), 4',4 "-tris { N- (2-naphthyl) -N-phenylamino } -triphenylamine (2-TNATA), N, N' -bis (1-naphthyl) -N, N '-diphenyl benzidine (NPB), beta-NPB, TPD, spiro-NPB, methylated NPB, 4' -cyclohexylidenebis [ N, N-bis (4-methylphenyl) aniline ] (TAPC), 4 '-bis [ N, N' - (3-tolyl) amino ] -3,3 '-dimethylbiphenyl (HMTPD), 4',4" -tris (N-carbazolyl) triphenylamine (TCTA), polyaniline/dodecylbenzenesulfonic acid (PANI/DBSA), poly (3, 4-ethylenedioxythiophene)/poly (4-sulfostyrene) (PEDOT/PSS), polyaniline/camphorsulfonic acid (PANI/CSA), polyaniline/poly (4-sulfostyrene) (PANI/PSS), a compound represented by formula 201, a compound represented by formula 202, or a combination thereof, but the embodiments are not limited thereto:

201, a method for manufacturing a semiconductor device

202, respectively

In formula 201, ar ₁₀₁ And Ar is a group ₁₀₂ Can each independently be phenylene, pentalene, indenylene, naphthylene, azulenylene, heptylene, acenaphthylene, fluorenylene, phenalenylene, phenanthrylene, anthrylene, fluoranthenylene, benzo [9,10 ] ene, each unsubstituted or substituted with at least one of]Phenanthryl, pyrenyl, and pyrenylA group, a tetracene group, a picene group, a perylene group, or a pentacene group: deuterium, -F, -Cl, -Br, -I, -SF ₅ Hydroxy, cyano, nitro, amino, C ₁ -C ₆₀ Alkyl, C ₂ -C ₆₀ Alkenyl, C ₂ -C ₆₀ Alkynyl, C ₁ -C ₆₀ Alkoxy, C ₁ -C ₆₀ Alkylthio, C ₃ -C ₁₀ Cycloalkyl, C ₃ -C ₁₀ Cycloalkenyl, C ₁ -C ₁₀ Heterocycloalkyl, C ₁ -C ₁₀ Heterocycloalkenyl, C ₆ -C ₆₀ Aryl, C ₇ -C ₆₀ Alkylaryl, C ₇ -C ₆₀ Arylalkyl, C ₆ -C ₆₀ Aryloxy, C ₆ -C ₆₀ Arylthio, C ₁ -C ₆₀ Heteroaryl, C ₂ -C ₆₀ Alkyl heteroaryl, C ₂ -C ₆₀ Heteroarylalkyl, C ₁ -C ₆₀ Heteroaryloxy, C ₁ -C ₆₀ Heteroarylthio, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heteropolycyclic groups, or combinations thereof.

Xa and xb in formula 201 may each independently be an integer of 0 to 5, or xa and xb may each independently be 0, 1, or 2. For example, xa may be 1 and xb may be 0.

R in formulas 201 and 202 ₁₀₁ -R ₁₀₈ 、R ₁₁₁ -R ₁₁₉ And R is ₁₂₁ -R ₁₂₄ Each independently selected from:

Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF ₅ Hydroxy, cyano, nitro, amino, C ₁ -C ₁₀ Alkyl (e.g., methyl, ethyl, propyl, butyl, pentyl, hexyl, etc.), C ₁ -C ₁₀ Alkoxy (e.g., methoxy, ethoxy, propoxy, butoxy, pentoxy, etc.), or C ₁ -C ₁₀ Alkylthio;

c each unsubstituted or substituted by at least one of ₁ -C ₁₀ Alkyl, C ₁ -C ₁₀ Alkoxy, or C ₁ -C ₁₀ Alkylthio: deuterium, -F, -Cl, -Br, -I, -SF ₅ Hydroxyl, cyano, nitro, amino, or a combination thereof; or (b)

Phenyl, naphthyl, anthracenyl, fluorenyl, or pyrenyl, each unsubstituted or substituted with at least one of: deuterium, -F, -Cl, -Br, -I, -SF ₅ Hydroxy, cyano, nitro, amino, C ₁ -C ₁₀ Alkyl, C ₁ -C ₁₀ Alkoxy, C ₁ -C ₁₀ Alkylthio, or a combination thereof.

In formula 201, R ₁₀₉ May be phenyl, naphthyl, anthracenyl, or pyridinyl, each of which is unsubstituted or substituted with at least one of: deuterium, -F, -Cl, -Br, -I, -SF ₅ Hydroxy, cyano, nitro, amino, C ₁ -C ₂₀ Alkyl, C ₁ -C ₂₀ Alkoxy, C ₁ -C ₂₀ Alkylthio, phenyl, naphthyl, anthracenyl, pyridinyl, or a combination thereof.

In one embodiment, the compound represented by formula 201 may be represented by formula 201A:

201A

R in formula 201A ₁₀₁ 、R ₁₁₁ 、R ₁₁₂ And R ₁₀₉ Each as described herein.

For example, the hole transport region may include at least one of the compounds HT1 to HT20, or a combination thereof, but the embodiment is not limited thereto:

/>

the hole transport region may have a thickness of about-about->For example about->-aboutWhen the hole transport region comprises a hole injection layer, a hole transport layer, an electron blocking layer, or a combination thereof, the hole injection layer may have a thickness of about +.>-about->For example about->-about->And the thickness of the hole transport layer may be about +.>-about->For example about->-about->When the thicknesses of the hole injection layer and the hole transport layer of the hole transport region satisfy these ranges, satisfactory hole transport characteristics can be obtained without a significant increase in driving voltage.

In addition to these materials, the hole transport region may further include a charge generating material to improve conductive properties. The charge generating material may be uniformly or non-uniformly dispersed in the hole transport region.

The charge generating material may be, for example, a p-dopant. The p-dopant may be a quinone derivative, a metal oxide, a cyano group containing compound, or a combination thereof. For example, the p-dopant may be a quinone derivative such as Tetracyanoquinodimethane (TCNQ), 2,3,5, 6-tetrafluoro-tetracyano-1, 4-benzoquinone dimethane (F4-TCNQ), 1,3,4,5,7, 8-hexafluorotetracyanonaphthaquinone dimethane (F6-TCNNQ), or the like; metal oxides such as tungsten oxide, molybdenum oxide, and the like; cyano-containing compounds such as compound HT-D1; or a combination thereof, but the embodiments are not limited thereto:

The hole transport region may include a buffer layer.

Further, the buffer layer may compensate for an optical resonance distance according to a wavelength of light emitted from the emission layer, and thus, efficiency of the formed organic light emitting device may be improved.

Meanwhile, when the hole transport region includes an electron blocking layer, the material for the electron blocking layer may include a material, a host material, or a combination thereof, which may be used in the hole transport region as described above. For example, when the hole transport region includes an electron blocking layer, H-HT2 or the like may be used as a material for the electron blocking layer.

The emission layer may be formed on the hole transport region by using, for example, a vacuum deposition method, a spin coating method, a casting method, an LB method, and/or an inkjet printing method. When the emission layer is formed by vacuum deposition or spin coating, deposition or coating conditions may be similar to those applied when forming the hole injection layer, although deposition or coating conditions may vary depending on materials used to form the emission layer.

The emissive layer includes m1 dopants and m2 hosts as described herein, and can meet the detailed thickness ranges.

An electron transport region may be located on the emissive layer.

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

For example, the electron transport region may have a hole blocking layer/electron transport layer/electron injection layer structure or an electron transport layer/electron injection layer structure. The electron transport layer may have a multi-layer structure or a single-layer structure including two or more different materials.

The conditions for forming the hole blocking layer, the electron transporting layer, and the electron injecting layer constituting the electron transporting region can be understood by referring to the conditions for forming the hole injecting layer.

When the electron transport region includes a hole blocking layer, the hole blocking layer may include, for example, at least one of: 2, 9-dimethyl-4, 7-diphenyl-1, 10-phenanthroline (BCP), 4, 7-diphenyl-1, 10-phenanthroline (Bphen), bis (2-methyl-8-hydroxyquinoline-N1, O8) - (1, 1' -biphenyl-4-hydroxy) aluminum (BAlq), or a combination thereof, but the embodiments are not limited thereto:

in one or more embodiments, the hole blocking layer may include any suitable host material, material for an electron transport layer, material for an electron injection layer, or combination thereof, which will be described later.

The hole blocking layer may have a thickness of about-about->For example about->-about->When the thickness of the hole blocking layer is within these ranges, excellent hole blocking characteristics can be obtained without a significant increase in driving voltage.

The electron transport layer may include at least one of: 2, 9-dimethyl-4, 7-diphenyl-1, 10-phenanthroline (BCP), 4, 7-diphenyl-1, 10-phenanthroline (Bphen), 1,3, 5-tris (1-phenyl-1H-benzo [ d ]]2-imidazolyl) benzene (TPBi), tris (8-hydroxy-quinoline) aluminum (Alq) ₃ ) Bis (2-methyl-8-hydroxyquinoline-N1, O8) - (1, 1' -biphenyl-4-hydroxy) aluminum (BAlq), 3- (4-biphenyl) -4-phenyl-5-tert-butylphenyl-1, 2, 4-Triazole (TAZ), 4- (naphthalen-1-yl) -3, 5-diphenyl-4H-1, 2, 4-triazole (NTAZ), or combinations thereof, although embodiments are not limited thereto:

in one or more embodiments, the electron transport layer may include at least one of the compounds ET1 to ET25, or a combination thereof, but the embodiment is not limited thereto:

/>

the electron transport layer may have a thickness of about-about->For example about->-about->Within a range of (2). When the thickness of the electron transport layer is within the above range, the electron transport layer may have satisfactory electron transport characteristics without a significant increase in driving voltage.

The electron transport layer may include a metal-containing material in addition to the materials as described herein.

The metal-containing material may include a Li complex. The Li complex may include, for example, a compound ET-D1 or ET-D2, but the embodiment is not limited thereto:

the electron transport region may include an electron injection layer that facilitates the flow of electrons from the second electrode 19 into it.

The electron injection layer may include at least one of: liF, naCl, csF, li ₂ O, baO, yb, compound ET-D1, compound ET-D2, or combinations thereof.

The electron injection layer may have a thickness of about-about->And e.g. about->-about->Within a range of (2). When the thickness of the electron injection layer is within the above range, satisfactory electron injection characteristics can be obtained without a significant increase in driving voltage.

The second electrode 19 may be located above the electron transport region. The second electrode 19 may be a cathode. The material used to form the second electrode 19 may be a metal, an alloy, a conductive compound, or a combination thereof having a relatively low work function. For example, the material used to form the second electrode 19 may be Li, mg, al, ag, al-Li, ca, mg-In, mg-Ag, or the like. In one or more embodiments, in order to manufacture a top emission type light emitting device, a transparent or semitransparent electrode formed using ITO or IZO may be used as the second electrode 19.

Description of the terms

The term "C" as used herein ₁ -C ₆₀ Alkyl "refers to a straight or branched saturated aliphatic hydrocarbon monovalent radical having 1 to 60 carbon atoms and as used hereinThe word "C ₁ -C ₆₀ Alkylene "means having a radical corresponding to C ₁ -C ₆₀ Divalent groups of the same structure as the alkyl group.

C ₁ -C ₆₀ Alkyl, C ₁ -C ₂₀ Alkyl, and/or C ₁ -C ₁₀ Non-limiting examples of alkyl groups can include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-butyl, 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, zhong Guiji, tert-decyl, and the like, each of which is unsubstituted or substituted with at least one of: methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-butyl, 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, zhong Guiji, tert-decyl, and the like, or a combination thereof. For example, formulas 9-33 are branched C ₆ Alkyl groups, for example, tert-butyl groups substituted with two methyl groups.

The term "C" as used herein ₁ -C ₆₀ Alkoxy "means a radical derived from-OA ₁₀₁ (wherein A ₁₀₁ Is C ₁ -C ₆₀ Alkyl), and non-limiting examples thereof may include methoxy, ethoxy, propoxy, butoxy, pentoxy, and the like.

The term "C" as used herein ₂ -C ₆₀ Alkenyl "means by at C ₂ -C ₆₀ The alkyl group is substituted with at least one carbon-carbon double bond at the middle or end thereof, and non-limiting examples thereof may include ethenyl, propenyl, butenyl, and the like. The term "C" as used herein ₂ -C ₆₀ Alkenylene "means having a radical corresponding to C ₂ -C ₆₀ Alkenyl groups are divalent radicals of the same structure.

The term "C" as used herein ₂ -C ₆₀ Alkynyl "means by at C ₂ -C ₆₀ The alkyl group is substituted with at least one carbon-carbon triple bond at the middle or end thereof, and non-limiting examples thereof may include ethynyl, propynyl, and the like. The term "C" as used herein ₂ -C ₆₀ Alkynylene "means having a radical different from C ₂ -C ₆₀ Alkynyl groups are divalent radicals of the same structure.

The term "C" as used herein ₃ -C ₁₀ Cycloalkyl "refers to a monovalent saturated hydrocarbon cyclic group having 3 to 10 carbon atoms, and C ₃ -C ₁₀ Cycloalkylene radicals having the meaning as defined in claim C ₃ -C ₁₀ Cycloalkyl groups are divalent radicals of the same structure.

C ₃ -C ₁₀ Non-limiting examples of cycloalkyl groups may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl (or bicyclo [ 2.2.1)]Heptyl), bicyclo [1.1.1]Amyl, bicyclo [2.1.1]Hexyl, bicyclo [2.2.2]Octyl, and the like.

The term "C" as used herein ₁ -C ₁₀ Heterocyclyl "refers to a monovalent saturated cyclic group comprising at least one heteroatom selected from N, O, P, si, S, se, ge, and B as a ring-forming atom and comprising 1-10 carbon atoms as ring-forming atoms, and the term" C "as used herein ₁ -C ₁₀ Heterocyclylene "means having a radical corresponding to C ₁ -C ₁₀ Divalent groups of the same structure as the heterocycloalkyl group.

C ₁ -C ₁₀ Non-limiting examples of heterocycloalkyl groups can include silacyclopentyl, silahexyl, tetrahydrofuranyl, tetrahydro-2H-pyranyl, tetrahydrothienyl, and the like.

The term "C" as used herein ₃ -C ₁₀ Cycloalkenyl "refers to a monovalent cyclic group having 3-10 carbon atoms and at least one carbon-carbon double bond in its ring and having no aromaticity, and non-limiting examples thereof may include cyclopentenyl, cyclohexenyl, cyclohepteneA base, etc. The term "C" as used herein ₃ -C ₁₀ Cycloalkenylene "means having a radical corresponding to C ₃ -C ₁₀ Divalent groups of the same structure as cycloalkenyl groups.

The term "C" as used herein ₁ -C ₁₀ Heterocycloalkenyl "refers to a monovalent cyclic group having in its ring at least one heteroatom selected from N, O, P, si, S, se, ge, and B as a ring-forming atom, 1-10 carbon atoms as ring-forming atoms, and at least one double bond. C (C) ₁ -C ₁₀ Non-limiting examples of heterocycloalkenyl groups can include 2, 3-dihydrofuryl, 2, 3-dihydrothienyl, and the like. The term "C" as used herein ₁ -C ₁₀ Heterocycloalkenylene "means having a structural formula corresponding to C ₁ -C ₁₀ Divalent groups of the same structure as the heterocycloalkenyl group.

The term "C" as used herein ₆ -C ₆₀ Aryl "refers to a monovalent group having a carbocyclic aromatic system of 6 to 60 carbon atoms, and the term" C "as used herein ₆ -C ₆₀ Arylene "refers to a divalent group having a carbocyclic aromatic system of 6 to 60 carbon atoms. C (C) ₆ -C ₆₀ Non-limiting examples of aryl groups may include phenyl, naphthyl, anthracyl, phenanthryl, pyrenyl,A base, etc. When C ₆ -C ₆₀ Aryl and C ₆ -C ₆₀ Where arylene groups each include two or more rings, the rings may be fused to each other.

The term "C" as used herein ₇ -C ₆₀ Alkylaryl "means an alkylaryl group interrupted by at least one C ₁ -C ₅₄ Alkyl substituted C ₆ -C ₅₉ Aryl groups.

The term "C" as used herein ₇ -C ₆₀ Arylalkyl "means substituted with at least one C ₆ -C ₅₉ Aryl substituted C ₁ -C ₅₄ An alkyl group.

The term "C" as used herein ₁ -C ₆₀ Heteroaryl "refers to a cyclic aromatic comprisingMonovalent groups of the system: the cyclic aromatic system has at least one heteroatom selected from N, O, P, si, S, se, ge, and B as a ring forming atom and from 1 to 60 carbon atoms as ring forming atoms, and the term "C" as used herein ₁ -C ₆₀ Heteroarylene "refers to a divalent group comprising a cyclic aromatic system as follows: the cyclic aromatic system has at least one heteroatom selected from N, O, P, si, S, se, ge, and B as a ring forming atom and has 1 to 60 carbon atoms as ring forming atoms. C (C) ₁ -C ₆₀ Non-limiting examples of heteroaryl groups can include pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, and the like. When C ₁ -C ₆₀ Heteroaryl and C ₁ -C ₆₀ When each heteroarylene includes two or more rings, the rings may be fused to each other.

The term "C" as used herein ₂ -C ₆₀ Alkyl heteroaryl "means substituted with at least one C ₁ -C ₅₉ Alkyl substituted C ₁ -C ₅₉ Heteroaryl groups.

The term "C" as used herein ₂ -C ₆₀ Heteroarylalkyl "means a radical containing at least one C ₁ -C ₅₉ Heteroaryl substituted C ₁ -C ₅₉ An alkyl group.

The term "C" as used herein ₆ -C ₆₀ Aryloxy "represents-OA ₁₀₂ (wherein A ₁₀₂ Represent C ₆ -C ₆₀ Aryl), as the term is used herein, "C ₆ -C ₆₀ Arylthio "means-SA ₁₀₃ (wherein A ₁₀₃ Represent C ₆ -C ₆₀ Aryl), and the term "C" as used herein ₁ -C ₆₀ Alkylthio "represents-SA ₁₀₄ (wherein A ₁₀₄ Represent C ₁ -C ₆₀ Alkyl).

The term "C" as used herein ₁ -C ₆₀ Heteroaryloxy "means-OA ₁₀₅ (wherein A ₁₀₅ Represent C ₁ -C ₆₀ Heteroaryl), and the term "C" as used herein ₁ -C ₆₀ Heteroarylthio "represents-SA ₁₀₆ (wherein A ₁₀₆ Represent C ₁ -C ₆₀ Heteroaryl).

The term "monovalent non-aromatic fused polycyclic group" as used herein refers to a monovalent group (e.g., having from about 8 to about 60 carbon atoms) as follows: it has two or more rings condensed with each other, has only carbon atoms as ring-forming atoms, and has no aromaticity in terms of its entire molecular structure. Non-limiting examples of monovalent non-aromatic fused polycyclic groups can include fluorenyl and the like. The term "divalent non-aromatic fused polycyclic group" as used herein refers to a divalent group having the same structure as the monovalent non-aromatic fused polycyclic groups described above.

The term "monovalent non-aromatic fused heteropolycyclic group" as used herein refers to a monovalent group (e.g., having from about 1 to about 60 carbon atoms) as follows: it has two or more rings condensed with each other, has at least one hetero atom selected from N, O, P, si, S, se, ge, and B as a ring-forming atom in addition to a carbon atom, and has no aromaticity in terms of its entire molecular structure. Non-limiting examples of monovalent non-aromatic fused heteropolycyclic groups can include carbazolyl groups and the like. The term "divalent non-aromatic fused heteropolycyclic group" as used herein refers to a divalent group having the same structure as the monovalent non-aromatic fused heteropolycyclic group as described herein.

The term "C" as used herein ₅ -C ₃₀ A carbocyclic group "refers to a saturated or unsaturated cyclic group having only 5 to 30 carbon atoms as ring-forming atoms. C (C) ₅ -C ₃₀ The carbocyclic group may be a monocyclic group or a polycyclic group. As used herein "(unsubstituted or substituted with at least one R) _10a Substituted) C ₅ -C ₃₀ Non-limiting examples of carbocyclic groups "are groups each of which may be unsubstituted or substituted with at least one R _10a Substituted adamantyl groups, norbornene groups, bicyclo [1.1.1]Pentanyl groups, bicyclo [2.1.1]Hexane radical, bicyclo [2.2.1]Heptane (norbornane) groups, bicyclo [2.2.2]Octyl groups, cyclopentane groups, cyclohexane groups, cyclohexene groups, phenyl groups, naphthalene groups, anthracene groups, phenanthrene groups, benzo [9,10 ]]A phenanthrene group, a pyrene group,A group, a 1,2,3, 4-tetrahydronaphthalene group, a cyclopentadiene group, a fluorene group, and the like.

The term "C" as used herein ₁ -C ₃₀ A heterocyclic group "refers to a saturated or unsaturated cyclic group having at least one heteroatom selected from N, O, P, si, S, se, ge, and B as a ring-forming atom in addition to 1 to 30 carbon atoms as a ring-forming atom. C (C) ₁ -C ₃₀ The heterocyclic group may be a monocyclic group or a polycyclic group. C (C) ₁ -C ₃₀ Non-limiting examples of heterocyclic groups may include groups each of which may be unsubstituted or substituted with at least one R _10a Substituted thiophene groups, furan groups, pyrrole groups, silole groups, borole groups, phosphole groups, selenophene groups, germanium phosphole groups, benzothiophene groups, benzofuran groups, indole groups, benzothiophene groups, benzoborole groups, benzophosphole groups, benzoselenophene groups, benzogermanium phosphole groups, dibenzothiophene groups, dibenzofuran groups, carbazole groups, dibenzothiazole groups, dibenzoborole groups, dibenzophosphole groups, dibenzoselenophene groups, dibenzogermanium cyclopentadiene groups, dibenzothiophene 5-oxide groups, 9H-fluorene-9-ketone groups, dibenzothiophene 5, 5-dioxide groups azabenzothiophene groups, azabenzofuran groups, azaindole groups, azaindene groups, azabenzothiophene groups, azabenzoselenophene groups, azabenzoborole groups, azadibenzophosphole 5-oxide groups, azabenzo selenophene groups, azabenzoselenophene groups, azabenzogermanium heterocyclopentadiene groups, azadibenzothiophene groups, azadibenzofuran groups, azacarbazole groups, azafluorene groups, azadibenzothiazole groups, azadibenzoborole groups, azadibenzophosphole groups, azadibenzoselenophene groups, azadibenzogermene groups, azadibenzobenzothienyl 5-oxide groups, aza-9H-fluorene-9-one groups, azadibenzothiophene 5, 5-dioxide groups, pyridine A group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a quinoline group, an isoquinoline group, a quinoxaline group, a quinazoline group, a phenanthroline group, a pyrazole group, an imidazole group, a triazole group,An azole group, iso->An azole group, a thiazole group, an isothiazole group,/-thiazole group>Diazole group, thiadiazole group, benzopyrazole group, benzimidazole group, benzo +.>An azole group, a benzothiazole group, a benzo +.>Diazole groups, benzothiadiazole groups, 5,6,7, 8-tetrahydroisoquinoline groups, 5,6,7, 8-tetrahydroquinoline groups, and the like.

"C" as used herein ₅ -C ₃₀ Carbocycle groups "and" C ₁ -C ₃₀ Non-limiting examples of heterocyclic groups "are i) first rings, ii) second rings, iii) fused ring groups in which two or more first rings are fused to each other, iv) fused ring groups in which two or more second rings are fused to each other, or v) fused ring groups in which at least one first ring is fused to at least one second ring,

wherein the first ring may be a cyclopentane group, a cyclopentene group, a furan group, a thiophene group, a pyrrole group silol groups, borole groups, phosphole groups, germanium heterocyclopentadiene groups, selenophene groups, An azole group,Diazole groups, (-)>Triazole, thiazole, thiadiazole, thiatriazole, pyrazole, imidazole, triazole, tetrazole, or azasilole groups, and

The term "fluoro C ₁ -C ₆₀ Alkyl (or fluoro C) ₁ -C ₂₀ Alkyl, etc) "," fluoro C ₃ -C ₁₀ Cycloalkyl "," fluoro C ₁ -C ₁₀ Heterocyclyl ", and" fluorophenyl "each represent C, each substituted with at least one fluoro group (-F) ₁ -C ₆₀ Alkyl (or C) ₁ -C ₂₀ Alkyl, etc.), C ₃ -C ₁₀ Cycloalkyl, C ₁ -C ₁₀ Heterocycloalkyl, and phenyl. For example, the term "fluoro C ₁ Alkyl (i.e., fluoromethyl) "includes-CF ₃ 、-CF ₂ H. and-CFH ₂ . "fluoro C ₁ -C ₆₀ Alkyl (or fluoro C) ₁ -C ₂₀ Alkyl, etc) "," fluoro C ₃ -C ₁₀ Cycloalkyl "," fluoro C ₁ -C ₁₀ Heterocycloalkyl ", or" fluorophenyl "may be i) fully fluorinated C ₁ -C ₆₀ Alkyl (or fully fluorinated C) ₁ -C ₂₀ Alkyl, etc.), fully fluorinated C ₃ -C ₁₀ Cycloalkyl, fully fluorinated C ₁ -C ₁₀ Heterocycloalkyl, or fully fluorinated phenyl, wherein, in each group, all of the hydrogens included therein are replaced with fluorine groups, or ii) partially fluorinated C ₁ -C ₆₀ Alkyl (or partially fluorinated C) ₁ -C ₂₀ Alkyl, etc.), partially fluorinated C ₃ -C ₁₀ Cycloalkyl, partially fluorinated C ₁ -C ₁₀ Heterocycloalkyl, or partially fluorinated phenyl, wherein, inIn each group, hydrogen included therein is not entirely replaced by a fluorine group.

The term "deuterated C ₁ -C ₆₀ Alkyl (or deuterated C ₁ -C ₂₀ Alkyl, etc) "," deuterated C ₃ -C ₁₀ Cycloalkyl "," deuterated C ₁ -C ₁₀ Heterocycloalkyl ", and" deuterated phenyl "each represent C, each substituted with at least one deuterium ₁ -C ₆₀ Alkyl (or C) ₁ -C ₂₀ Alkyl, etc.), C ₃ -C ₁₀ Cycloalkyl, C ₁ -C ₁₀ Heterocycloalkyl, and phenyl. For example, "deuterated C ₁ Alkyl (i.e., deuterated methyl) "may include-CD ₃ 、-CD ₂ H. and-CDH ₂ And "deuterated C ₃ -C ₁₀ Examples of cycloalkyl "are, for example, formulas 10-501, etc. "deuterated C ₁ -C ₆₀ Alkyl (or deuterated C ₁ -C ₂₀ Alkyl, etc) "," deuterated C ₃ -C ₁₀ Cycloalkyl "," deuterated C ₁ -C ₁₀ Heterocycloalkyl ", or" deuterated phenyl "may be i) fully deuterated C ₁ -C ₆₀ Alkyl (or fully deuterated C ₁ -C ₂₀ Alkyl, etc.), fully deuterated C ₃ -C ₁₀ Cycloalkyl, fully deuterated C ₁ -C ₁₀ Heterocycloalkyl, or fully deuterated phenyl, wherein, in each group, all of the hydrogens included therein are replaced with deuterium, or ii) partially deuterated C ₁ -C ₆₀ Alkyl (or partially deuterated C ₁ -C ₂₀ Alkyl, etc.), partially deuterated C ₃ -C ₁₀ Cycloalkyl, partially deuterated C ₁ -C ₁₀ Heterocycloalkyl, or partially deuterated phenyl, wherein, in each group, the hydrogen included therein is not entirely replaced by deuterium.

The term "(C) as used herein ₁ -C ₂₀ Alkyl) 'X' group "means a group containing at least one C ₁ -C ₂₀ An alkyl substituted 'X' group. For example, the term "(C) as used herein ₁ -C ₂₀ Alkyl) C ₃ -C ₁₀ Cycloalkyl "means substituted with at least one C ₁ -C ₂₀ Alkyl substituted C ₃ -C ₁₀ Cycloalkyl radicalsAnd the term "(C) as used herein ₁ -C ₂₀ Alkyl) phenyl "means substituted with at least one C ₁ -C ₂₀ An alkyl-substituted phenyl group. (C) ₁ An example of an alkyl) phenyl group is tolyl.

As used herein, the terms azabenzboryl group, azabenzophosphole group, azaindene group, azabenzosilole group, azabenzogermanium heterocyclopenyl group, azabenzothiophene group, azabenzoselenophene group, azabenzofuran group, azacarbazole group, azadibenzoborole group, azadibenzophosphole group, azafluorene group, azadibenzothiophene group, azadibenzogermanium heterocyclopentadiene group, azadibenzothiophene 5-oxide group, aza-9H-fluorene-9-one group and azadibenzothiophene 5, 5-dioxide groups "refer to heterocyclic groups having the same backbone as" indole groups, benzoborole groups, benzophospholane groups, indene groups, benzothiophene groups, benzosilole groups, benzogermanopyranene groups, benzothiophene groups, benzoselenophene groups, benzofuran groups, carbazole groups, dibenzoborole groups, dibenzophospholane groups, fluorene groups, dibenzosilole groups, dibenzogermanopyranene groups, dibenzothiophene groups, dibenzoselenophene groups, dibenzofuran groups, dibenzothiophene 5-oxide groups, 9H-fluoren-9-one groups, and dibenzothiophene 5, 5-dioxide groups, "respectively, wherein at least one carbon selected from the ring-forming carbons is replaced by nitrogen in each group.

Substituted C ₅ -C ₃₀ Carbocycle group, substituted C ₁ -C ₃₀ Heterocyclic groups, substituted C ₁ -C ₆₀ Alkyl, substituted C ₂ -C ₆₀ Alkenyl, substituted C ₂ -C ₆₀ Alkynyl, substituted C ₁ -C ₆₀ Alkoxy, substituted C ₁ -C ₆₀ Alkylthio, substituted C ₃ -C ₁₀ Cycloalkyl, substitutedC of (2) ₁ -C ₁₀ Heterocycloalkyl, substituted C ₃ -C ₁₀ Cycloalkenyl, substituted C ₁ -C ₁₀ Heterocycloalkenyl, substituted C ₆ -C ₆₀ Aryl, substituted C ₇ -C ₆₀ Alkylaryl, substituted C ₇ -C ₆₀ Arylalkyl, substituted C ₆ -C ₆₀ Aryloxy, substituted C ₆ -C ₆₀ Arylthio, substituted C ₁ -C ₆₀ Heteroaryl, substituted C ₂ -C ₆₀ Alkyl heteroaryl, substituted C ₂ -C ₆₀ Heteroarylalkyl, substituted C ₁ -C ₆₀ Heteroaryloxy, substituted C ₁ -C ₆₀ The at least one substituent of the heteroarylthio group, the substituted monovalent non-aromatic fused polycyclic group, and the substituted monovalent non-aromatic fused heteropolycyclic group may be:

deuterium, -F, -Cl, -Br, -I, -SF ₅ 、-CD ₃ 、-CD ₂ H、-CDH ₂ 、-CF ₃ 、-CF ₂ H、-CFH ₂ Hydroxyl, cyano, nitro, C ₁ -C ₆₀ Alkyl, C ₂ -C ₆₀ Alkenyl, C ₂ -C ₆₀ Alkynyl, C ₁ -C ₆₀ Alkoxy, or C ₁ -C ₆₀ Alkylthio;

c each substituted by at least one of ₁ -C ₆₀ Alkyl, C ₂ -C ₆₀ Alkenyl, C ₂ -C ₆₀ Alkynyl, C ₁ -C ₆₀ Alkoxy, or C ₁ -C ₆₀ Alkylthio: deuterium, -F, -Cl, -Br, -I, -SF ₅ 、-CD ₃ 、-CD ₂ H、-CDH ₂ 、-CF ₃ 、-CF ₂ H、-CFH ₂ Hydroxyl, cyano, nitro, 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 ₇ -C ₆₀ Alkylaryl, C ₆ -C ₆₀ Aryloxy, C ₆ -C ₆₀ Arylthio, C ₁ -C ₆₀ Heteroaryl, C ₂ -C ₆₀ Alkyl heteroaryl, C ₁ -C ₆₀ Heteroaryloxy, C ₁ -C ₆₀ Heteroarylthio, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -N (Q) ₁₁ )(Q ₁₂ )、-Si(Q ₁₃ )(Q ₁₄ )(Q ₁₅ )、-Ge(Q ₁₃ )(Q ₁₄ )(Q ₁₅ )、-B(Q ₁₆ )(Q ₁₇ )、-P(＝O)(Q ₁₈ )(Q ₁₉ )、-P(Q ₁₈ )(Q ₁₉ ) Or a combination thereof;

c each unsubstituted or substituted by at least one of 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 ₇ -C ₆₀ Alkylaryl, C ₆ -C ₆₀ Aryloxy, C ₆ -C ₆₀ Arylthio, C ₁ -C ₆₀ Heteroaryl, C ₂ -C ₆₀ Alkyl heteroaryl, C ₁ -C ₆₀ Heteroaryloxy, C ₁ -C ₆₀ Heteroarylthio, monovalent non-aromatic fused polycyclic group, or monovalent non-aromatic fused heteropolycyclic group: deuterium, -F, -Cl, -Br, -I, -SF ₅ 、-CD ₃ 、-CD ₂ H、-CDH ₂ 、-CF ₃ 、-CF ₂ H、-CFH ₂ Hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid or salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C ₁ -C ₆₀ Alkyl, C ₂ -C ₆₀ Alkenyl, C ₂ -C ₆₀ Alkynyl, C ₁ -C ₆₀ Alkoxy, C ₁ -C ₆₀ Alkylthio, 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 ₇ -C ₆₀ Alkylaryl, C ₇ -C ₆₀ Arylalkyl, C ₆ -C ₆₀ Aryloxy, C ₆ -C ₆₀ Arylthio, C ₁ -C ₆₀ Heteroaryl, C ₂ -C ₆₀ Alkyl heteroaryl, C ₂ -C ₆₀ Heteroarylalkyl, C ₂ -C ₆₀ Heteroaryloxy, C ₁ -C ₆₀ Heteroarylthio, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -N (Q) ₂₁ )(Q ₂₂ )、-Si(Q ₂₃ )(Q ₂₄ )(Q ₂₅ )、-Ge(Q ₂₃ )(Q ₂₄ )(Q ₂₅ )、-B(Q ₂₆ )(Q ₂₇ )、-P(＝O)(Q ₂₈ )(Q ₂₉ )、-P(Q ₂₈ )(Q ₂₉ ) Or a combination thereof;

-N(Q ₃₁ )(Q ₃₂ )、-Si(Q ₃₃ )(Q ₃₄ )(Q ₃₅ )、-Ge(Q ₃₃ )(Q ₃₄ )(Q ₃₅ )、-B(Q ₃₆ )(Q ₃₇ )、-P(＝O)(Q ₃₈ )(Q ₃₉ ) or-P (Q) ₃₈ )(Q ₃₉ ) The method comprises the steps of carrying out a first treatment on the surface of the Or (b)

A combination thereof.

In the present specification, Q ₁ -Q ₉ 、Q ₁₁ -Q ₁₉ 、Q ₂₁ -Q ₂₉ And Q ₃₁ -Q ₃₉ Can be hydrogen, deuterium, -F, -Cl, -Br, -I, -SF, each independently ₅ Hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid or salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, substituted or unsubstituted C ₁ -C ₆₀ Alkyl, substituted or unsubstituted C ₂ -C ₆₀ Alkenyl, substituted or unsubstituted C ₂ -C ₆₀ Alkynyl, substituted or unsubstituted C ₃ -C ₁₀ Cycloalkyl, substituted or unsubstituted C ₁ -C ₁₀ Heterocycloalkyl, substituted or unsubstituted C ₃ -C ₁₀ Cycloalkenyl, substituted or unsubstituted C ₁ -C ₁₀ Heterocycloalkenyl, substituted or unsubstituted C ₆ -C ₆₀ Aryl, substituted or unsubstituted C ₇ -C ₆₀ Alkylaryl, substituted or unsubstituted C ₇ -C ₆₀ Arylalkyl, substituted or unsubstituted C ₆ -C ₆₀ Aryloxy, substituted or unsubstituted C ₆ -C ₆₀ Arylthio, substituted or unsubstituted C ₁ -C ₆₀ Heteroaryl, substitutedOr unsubstituted C ₂ -C ₆₀ Alkyl heteroaryl, substituted or unsubstituted C ₂ -C ₆₀ Heteroarylalkyl, substituted or unsubstituted C ₁ -C ₆₀ Heteroaryloxy, substituted or unsubstituted C ₁ -C ₆₀ Heteroarylthio, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, or substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group.

For example, Q as described herein ₁ -Q ₉ 、Q ₁₁ -Q ₁₉ 、Q ₂₁ -Q ₂₉ And Q ₃₁ -Q ₃₉ Each independently can be:

Hereinafter, a light emitting device according to an embodiment is described in detail with reference to examples. However, the embodiment is not limited thereto.

Examples

Synthesis example 1 (Compound D6)

Synthesis of Compound 6-1

50 milliliters (mL) of Tetrahydrofuran (THF) and 20mL of Deionized (DI) water were combined with compound 6-1 (1) (5.00 grams (g), 14.00 millimoles (mmol)), compound 6-1 (2) (3.56 g, 16).80 mmol), tetrakis (triphenylphosphine) palladium (0) (Pd (PPh) ₃ ) ₄ (0.81 g,0.70 mmol), and K ₂ CO ₃ (5.80 g,42.0 mmol) and then stirred and heated at reflux for 18 hours. After the allowed temperature was reduced to room temperature, the organic layer was extracted with dichloromethane, separated and washed with anhydrous magnesium sulfate (MgSO ₄ ) Drying and filtering the product. The solvent was removed under reduced pressure and the obtained residue was purified by column chromatography (column chromatography) (ethyl acetate (EA): hexane, 1:6 w/w) to obtain compound 6-1 (4.3 g,68% yield). The synthesis process was repeated to obtain a sufficient amount of compound 6-1 for use in the next reaction.

Synthesis of Compound 6-2

Compound 6-1 (7.0 g,15.81 mmol) and iridium chloride trihydrate (2.68 g,7.60 mmol) were mixed with 50mL of 2-ethoxyethanol and 20mL of DI water, and the resulting mixture was then heated under reflux for 24 hours while stirring. Then, the temperature was allowed to drop to room temperature. The resulting solid was isolated by filtration, thoroughly washed in the stated order using DI water, methanol, and hexane, and the obtained solid was dried in a vacuum oven to obtain compound 6-2 (6.35 g,75% yield).

Synthesis of Compound 6-3

Compound 6-2 (5.8 g,2.60 mmol) was mixed with 90mL of Methylene Chloride (MC), and silver triflate (AgOTf) (1.4 g,5.46 mmol) dissolved in 30mL of methanol was added thereto. After that, the reaction mixture was stirred at room temperature for 18 hours in a state where light was blocked with aluminum foil. The resulting solid was then removed by filtration through celite, and the solvent was removed from its filtrate under reduced pressure to obtain a solid (compound 6-3). The solid obtained was used in the next reaction without additional purification.

Synthesis of Compound D6

Compound 6-3 (6.45 g,5.0 mmol) and compound 6-1 (2.22 g,5.0 mmol) were mixed with 80mL of 2-ethoxyethanol and 80mL of N, N-dimethylformamide, and the reaction mixture was then heated at 120℃under reflux for 24 hours while stirring. Then, the temperature was allowed to drop to room temperature. The solvent was removed under reduced pressure, and the product was then purified by column chromatography using EA and hexane (1:8, weight/weight) to obtain compound D6 (5.3 g,70% yield). Compound D6 was characterized by high resolution mass spectrometry (HRMS (MALDI)) using matrix-assisted laser desorption ionization.

HRMS (MALDI): for C ₉₃ H ₈₁ IrN ₆ O ₃ Is calculated by the following steps: m/z:1523.6033, found: 1523.4889.

synthesis example 2 (Compound D7)

Synthesis of Compound 7-1

Compound 7-1 (4.05 g,62.5% yield) was obtained in a similar manner to that used for synthesizing compound 6-1 of synthesis example 1, except that: compound 7-1 (2) (5.24 g,16.80 mmol) was used instead of compound 6-1 (2).

Synthesis of Compound D7

Compound 7-1 (1.96 g,4.24 mmol) and bis (1, 5-cyclooctadiene) iridium tetrafluoroborate (I) (Ir (COD) ₂ BF ₄ ) (0.6 g,1.21 mmol) was dissolved in 20mL of 2-ethoxyethanol and heated at 160℃with stirring4 hours. Then, the temperature was allowed to drop to room temperature. The solid obtained by filtration was dried, and then the product was purified by column chromatography using EA: hexane (1:7, weight/weight) to obtain compound D7 (0.85 g,45% yield).

HRMS (MALDI): for C ₉₃ H ₇₈ F ₃ IrN ₆ O ₃ Is calculated by the following steps: m/z:1576.5717, found: 1576.9442.

fabrication of OLED 1

Depositing ITO/Ag/ITO thereon (as anode)Is cut into a size of 50 millimeters (mm) ×50mm×0.5mm, sonicated with isopropyl alcohol and DI water for 5 minutes each, and then cleaned by exposure to ultraviolet rays and ozone for 30 minutes each. The resulting glass substrate is then loaded onto a vacuum deposition apparatus.

The compounds HT3 and F6-TCNNQ were co-deposited on the anode by vacuum in a weight ratio of 98:2 to form a polymer having a molecular weight of 98:2And vacuum depositing a compound HT3 on the hole injection layer to form a layer having +.>A hole transport layer of a thickness of (a). Then, a compound H-HT2 is deposited on the hole transport layer to form a film having +.>Electron blocking layer of a thickness of (a).

Then, on the electron blocking layer, a host (first host and second host) and a dopant (first dopant or first dopant and second dopant) as described in table 1 were co-deposited to form an emission layer having such a thickness as shown in table 1. The weight ratios between the first host, the second host, the first dopant, and the second dopant in the emission layer were adjusted to satisfy W (H1), W (H2), W (D1), and W (D2) listed in table 1 as weight fractions of the first host, the second host, the first dopant, and the second dopant. In table 1, "-" for the second dopant indicates that the emission layer does not include the second dopant, and "-" for W (D2) indicates that the weight fraction W (D2) of the second dopant is 0.

Then, the compounds ET3 and ET-D1 were co-deposited on the emissive layer in a 50:50 volume ratio to form a polymer having And vacuum depositing LiF on the electron transport layer to form an electron injection layer having a thickness of 1 nm. Co-depositing Mg and Ag on the electron injection layer in a weight ratio of 90:10 to form a thin film havingAnd thus completing the fabrication of the organic light emitting device.

Fabrication of OLED 2 through 38

OLED 2 to OLED 38 were manufactured in a similar manner as for OLED 1, except for the following: in forming the emissive layer, the first host, second host, first dopant, and second dopant, weight fraction, and thickness of the emissive layers of OLED 2 through OLED 38 listed in table 1 are used.

TABLE 1

¹ : w (H1) =weight fraction of the first body relative to the total weight of the first body, the second body, the first dopant, and the second dopant, calculated by "(weight of the first body/total weight of the first body, the second body, the first dopant, and the second dopant)". When the emission layer does not include the second dopant, the weight of the second dopant is 0.

² : w (H2) =weight fraction of the second body relative to the total weight of the first body, second body, first dopant, and second dopant, which passes "(weight of the second body/total weight of the first body, second body, first dopant, and second dopant)". When the emission layer does not include the second dopant, the weight of the second dopant is 0.

³ : w (D1) =weight fraction of the first dopant relative to the total weight of the first body, the second body, the first dopant, and the second dopant, calculated by "(weight of the first dopant/total weight of the first body, the second body, the first dopant, and the second dopant)". When the emission layer does not include the second dopant, the weight of the second dopant is 0.

⁴ : w (D2) =weight fraction of the second dopant relative to the total weight of the first body, the second body, the first dopant, and the second dopant, calculated by "(weight of the second dopant/total weight of the first body, the second body, the first dopant, and the second dopant)".

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Evaluation example 1

According to the method described in table 2, for each of the host and dopant included in the emission layer of the OLED 1 to 38, the Dipole Moment (DM) was evaluated, and based thereon, the respective OLED 1 to 38 was calculatedDM _EML Values, and the results are summarized in table 3.

TABLE 2

TABLE 3 Table 3

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⁵ : DM (H1) =dipole moment of first body

⁶ : DM (H2) =dipole moment of the second body

⁷ : DM (D1) =dipole moment of first dopant

⁸ : DM (D2) =dipole moment of second dopant

⁹ : dopant DM average: calculated by "DM (D1) ·w (D1)" (in the case where the emission layer includes only the first dopant as a dopant) or "DM (D1) ·w (D1) +dm (D2) ·w (D2)" (in the case where the emission layer includes both the first dopant and the second dopant as a dopant)

¹⁰ ：DM _EML : calculated as "DM (h1) +w (h1) +dm (h2) +w (h2) +dm (D1) +w (D1)" (in the case where the emission layer includes only the first dopant as a dopant) or "DM (H1) +w (H1) +dm (H2) +dm (D1) +w (D1) +dm (D2)" (in the case where the emission layer includes both the first dopant and the second dopant as a dopant)

Evaluation example 2

After applying a voltage of-3V to OLED 1 using a Keithley 2635B apparatus and holding it for 10 seconds, the current density was measured at intervals of 0.01V from-3V to 5V using the apparatus, and the voltage (V) -current density (mA/cm) of OLED 1 was obtained ² ) A drawing.

From the voltage (V) -current density (mA/cm) of the OLED 1 ² ) The graph evaluates i) the drive voltage (V _op ) It is when the current density is 1mA/cm ² Voltage at time, and ii) charge injection voltage (V _inj ) Which is the minimum value among voltages corresponding to the following coordinates: a change in the rate of increase of the current density was observed at the coordinates, and the results thereof are shown in table 4.

Then, the Keithley 6221 device mentioned herein was used at 1mA/cm ² The OLED 1 was driven while applying a pulse current under conditions of 50Hz, and 5% duty cycle (i.e., one pulse is 1,000 μs) to evaluate the luminance of the OLED 1 over time. As a result, a plot of time (μs) versus relative brightness (arbitrary units) of OLED 1 was obtained.

From the time (μs) -relative luminance (arbitrary unit) graph of the OLED 1 after this current was applied, i) a delay time, which is a time required for the luminance to reach 10% of the maximum luminance, and ii) an on time, which is a time required for the luminance to reach 90% of the maximum luminance, were each evaluated, and the results thereof are shown in table 4.

In a similar manner as described above, each of the V of OLED 2 to OLED 38 was evaluated _inj (V)、V _op (V), delay time (μs), and on time (μs), and the evaluation results are summarized in Table 4.

From this, V of OLEDs 1 to 38 is calculated _op -V _inj And DM _EML ×(V _op -V _inj ) And the results thereof are shown in table 4. From the electroluminescence spectra of the OLEDs 1 to 38, the respective maximum emission wavelengths (emission peak wavelengths) (λ) of the OLEDs 1 to 38 were evaluated _max ,nm)。

TABLE 4 Table 4

From Table 4, it can be seen that the DM has a value of 3.41 Debye V or less _EML ×(V _op -V _inj ) The delay time and the on time of the OLEDs 10 to 15, 17 to 21, 23 to 29, and 32 to 38 of the values are smaller than those of the remaining organic light emitting devices, respectively. In particular, it can be seen that the OLEDs 10 to 15, 17 to 21, 23 to 29, and 32 to 38 have a delay time of 192 μs or less and an on time of 260 μs or less.

Although not intending to be limited by a particular theory, it is generally at 1mA/cm ² The on-time for the emission of red and blue light is approximately from about 140 mus to about 200 mus at the current density of (c). Accordingly, in the case of a full-color light emitting device having a green emission layer as described herein, the on-time of green light may be quite close to the on-time of each of red and blue light. Accordingly, a color dragging phenomenon, such as a purple dragging phenomenon, after a current is applied to the full-color light emitting device can be substantially prevented.

Evaluation example 3

Manufacturing: an OLED R1, which is a red light emitting (red light emitting) device including compound RD1 as a red phosphorescent dopant; and an OLED B1, which is a blue light emitting (blue light emitting) device including NUBD-370 available from SFC (korea) as a blue fluorescent dopant. Then, in a similar manner to the method described in evaluation example 2, the delay time and the on time of each of the OLED R1 and the OLED B1 were evaluated. The results are shown in Table 5. For comparison, the delay times and the on-times of the OLEDs 1 and 10, respectively, are also shown in table 5. FIG. 2 shows a plot of time (. Mu.s) versus electroluminescent intensity (in arbitrary units) for each of the OLEDs R1, B1, 1 and 10.

TABLE 5

Watch with a watch5 and FIG. 2, it can be seen that in DM having 3.41 Debye V or less _EML ×(V _op -V _inj ) In the case of an OLED 10 having a value exceeding 3.41 Debye V _EML ×(V _op -V _inj ) The delay time and the on time of OLED 1 are closer to the delay time and the on time of OLED R1 and OLED B1, respectively, than the value of OLED 1. Accordingly, in the case of a full-color light emitting device having a green emission layer as described herein, the on-time of green light may be quite close to the on-time of each of red and blue light. Accordingly, a color dragging phenomenon, such as a purple dragging phenomenon, after a current is applied to the full-color light emitting device can be substantially prevented.

Since the light emitting device has improved delay time and on time, high quality electronic equipment can be manufactured using the light emitting device and also has improved delay time and on time.

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

Claims

1. A light emitting device, comprising:

a first electrode;

a second electrode opposite to the first electrode; and

wherein the emissive layer comprises m1 dopants and m2 hosts,

m1 and m2 are each an integer of 1 or more,

when m1 is 2 or more, then two or more dopants are different from each other,

the light emitting device satisfies the condition 1:

condition 1

Wherein, in the condition 1,

DM _EML is thatAnd->The sum of which is calculated as debye,

x is a variable from 1 to m1,

y is a variable from 1 to m2,

DM (Dx) is the dipole moment of the x-th dopant,

DM (Hy) is the dipole moment of the y-th host,

DM (Dx) and DM (Hy) are each calculated based on density functional theory,

w (Dx) is the weight fraction of the x-th dopant relative to the total weight of the m1 dopants and the m2 host, and

V _op for the driving voltage of the light emitting device at a current density of 1 milliamp/square centimeter and in volts (V), and

2. The light emitting device of claim 1, wherein

m1 and m2 are each independently 1 or 2.

3. The light emitting device of claim 1, wherein

DM _EML 1.11 debye to 1.99 debye.

4. The light emitting device of claim 1, wherein

(V _op -V _inj ) From 0.84 volts to 1.90 volts.

5. The light emitting device of claim 1, wherein

DM _EML ×(V _op -V _inj ) Is 1.29 debye V or more.

6. The light emitting device of claim 1, wherein

Each of the m1 dopants emits green light.

7. The light emitting device of claim 1, wherein

The maximum emission wavelength of the emission spectrum of each of the m1 dopants is 500 nm to 580 nm.

8. The light emitting device of claim 1, wherein

At least one of the m1 dopants comprises an iridium-containing organometallic compound,

the iridium-containing organometallic compound includes a first ligand, a second ligand, and a third ligand, wherein each ligand is bonded to iridium, and

The first ligand, the second ligand, and the third ligand are each bidentate ligands bonded to iridium via N and C.

9. The light emitting device of claim 8, wherein

The first ligand, the second ligand, and the third ligand are the same as each other, or

The first ligand and the second ligand are the same as each other, and the second ligand and the third ligand are different from each other, or

The first ligand and the second ligand are different from each other, and the second ligand and the third ligand are the same as each other, or

The first ligand, the second ligand, and the third ligand are different from each other.

10. The light emitting device of claim 1, wherein

At least one of the m1 dopants includes an iridium-containing organometallic compound, and

the iridium-containing organometallic compound includes dibenzofuran groups, dibenzothiophene groups, dibenzoselenophene groups, dibenzosilole groups, dibenzogermanium heterocyclopenadiene groups, naphthobenzofuran groups, naphthobenzothiophene groups, naphthoselenophene groups, naphthobenzophenosilole groups, naphthogermacrene heterocyclopenadiene groups, phenanthrobenzbenzofuran groups, phenanthrobenzbenzothiophene groups, phenanthrobenzselenophene groups, phenanthrobenzsilole groups, phenanthrobenzgermene groups, azadiphenylene groups, and iridium-containing organometallic compounds an azadibenzoselenophene group, an azadibenzosilole group, an azadibenzogermacrene group, an azanaphthacene benzofurane group, an azanaphthacene phenoselenophene group, an azanaphthacenesilole group, an azanaphthacene germacrene group, an azaphenanthrobenzbenzofurane group, an azaphenanthrobenzselenophene group, an azaphenanthrobenzsilole group, an azaphenanthrobenzgermeneamine group, or a combination thereof.

11. The light emitting device of claim 1, wherein

the iridium-containing organometallic compound includes benzimidazole groups, benzoates each bonded to iridium via NAn azole group, a benzothiazole group naphthoimidazole group, naphtho->An azole group, a naphthothiazole group, a phenanthroimidazole group, a phenanthroi ∈ ->An azole group, a phenanthrothiazole group, a pyridoimidazole group, a pyrido +.>An azole group, a pyridothiazole group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a quinoline group, an isoquinoline group, or a combination thereof.

12. The light emitting device of claim 1, wherein

The emission layer emits green light.

13. The light emitting device of claim 1, wherein

The delay time is 192 mus or less, wherein the delay time is a time required for the luminance of the light emitting device to reach 10% of the maximum luminance after the current is applied.

14. The light emitting device of claim 1, wherein

The on-time is 260 mus or less, wherein the on-time is the time required for the luminance of the light emitting device to reach 90% of the maximum luminance after the current is applied.

15. The light emitting device of claim 1, wherein

The intermediate layer includes:

m light emitting units each including at least one emission layer; and

wherein m is an integer of 2 or more, and

an emission layer included in at least one light emitting cell of the m light emitting cells includes the m1 dopants and the m2 hosts.

16. The light emitting device of claim 1, wherein

The light emitting device further includes a substrate including red, green, and blue sub-pixels,

the first electrode is patterned for each of the red sub-pixel, the green sub-pixel, and the blue sub-pixel,

the emission layer includes a red emission layer corresponding to the red sub-pixel, a green emission layer corresponding to the green sub-pixel, and a blue emission layer corresponding to the blue sub-pixel, and

the green emission layer includes the m1 dopants and the m2 hosts.

17. The light emitting device of claim 16, wherein

The maximum emission wavelength of the emission spectrum of the light emitted from the green emission layer is 500 nm to 580 nm.

18. The light emitting device of claim 16, wherein

|R _{Delay of} -G _{Delay of} I and B _{Delay of} -G _{Delay of} At least one of 100 mus or less,

R _{delay of} In order to be a time required for the luminance of the red light emitted from the red emission layer to reach 10% of the maximum luminance of the red light after applying a current to the light emitting device,

G _{delay of} For a time required for the luminance of green light emitted from the green emission layer to reach 10% of the maximum luminance of the green light after applying a current to the light emitting device, and

B _{delay of} A time required for the luminance of blue light emitted from the blue emission layer to reach 10% of the maximum luminance of the blue light after applying a current to the light emitting device.

19. The light emitting device of claim 16, wherein

|R _{Opening the valve} -G _{Opening the valve} I and B _{Opening the valve} -G _{Opening the valve} At least one of the is 150 mus or less,

R _{opening the valve} In order to be a time required for the luminance of the red light emitted from the red emission layer to reach 90% of the maximum luminance of the red light after applying a current to the light emitting device,

G _{opening the valve} For a time required for the luminance of green light emitted from the green emission layer to reach 90% of the maximum luminance of the green light after applying a current to the light emitting device, and

B _{Opening the valve} A time required for the luminance of blue light emitted from the blue emission layer to reach 90% of the maximum luminance of the blue light after applying a current to the light emitting device.

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