KR20230164551A - Light emitting device, electronic device including the same and electronic apparatus including the same - Google Patents

Abstract

first electrode; a second electrode opposite the first electrode; and an intermediate layer disposed between the first electrode and the second electrode, wherein the intermediate layer includes a hole transport region and a light-emitting layer, and the hole transport region is disposed between the first electrode and the light-emitting layer, The hole transport region includes a first layer, the first layer directly contacts the light-emitting layer, the light-emitting layer includes a first host and a first emitter, and the first emitter has a first light emission spectrum. emitting first light having, the first layer includes a first material, and the absolute value of the difference between the HOMO energy level of the first material and the HOMO energy level of the first host is 0 eV to 0.2 eV, The absolute value of the HOMO energy level of the first emitter is greater than the absolute value of the HOMO energy level of the first host, and the HOMO energy levels of each of the first material, first host, and first emitter are determined by cyclic voltammetry (Cyclic voltammetry). A light emitting device, which is a negative value measured by voltammetry, an electronic device including the same, and an electronic device including the same are provided.

Description

Light emitting device, electronic device including the same, and electronic device including the same {Light emitting device, electronic device including the same and electronic apparatus including the same}

It relates to light-emitting devices, electronic devices including them, and electronic devices including them.

Among light-emitting devices, self-emissive devices (for example, organic light-emitting devices, etc.) not only have a wide viewing angle and excellent contrast, but also have a fast response time and excellent brightness, driving voltage, and response speed characteristics.

The light-emitting device has a first electrode disposed on an upper portion of a substrate, and a hole transport region, a light-emitting layer, an electron transport region, and a second electrode are sequentially disposed on the upper portion of the first electrode. It can have a structure. Holes injected from the first electrode move to the light-emitting layer via the hole transport region, and electrons injected from the second electrode move to the light-emitting layer via the electron transport region. Carriers such as holes and electrons recombine in the light emitting layer region to generate excitons. Light is generated as the exciton changes from the excited state to the ground state.

To provide a light emitting device with low driving voltage and high power efficiency, an electronic device including the same, and an electronic device including the same.

According to one aspect,

first electrode;

a second electrode opposite the first electrode; and

an intermediate layer disposed between the first electrode and the second electrode;

Including,

The intermediate layer includes a hole transport region and a light emitting layer,

The hole transport region is disposed between the first electrode and the light-emitting layer,

The hole transport region includes a first layer,

The first layer is in direct contact with the light emitting layer,

The light emitting layer includes a first host and a first emitter,

The first emitter emits first light having a first emission spectrum,

The first layer includes a first material,

The absolute value of the difference between the HOMO energy level of the first material and the HOMO energy level of the first host is 0 eV to 0.20 eV,

The absolute value of the HOMO energy level of the first emitter is greater than the absolute value of the HOMO energy level of the first host,

A light emitting device is provided in which the HOMO energy level of each of the first material, the first host, and the first emitter is a negative value measured by cyclic voltammetry.

According to another aspect, an electronic device including the light emitting device is provided.

According to another aspect, an electronic device including the light emitting device is provided.

Since the light-emitting device has a low driving voltage and high power efficiency, high-quality electronic devices and electronic devices can be manufactured using it.

Figure 1 is a diagram schematically showing the structure of a light-emitting device according to an embodiment.
2 and 3 are diagrams schematically showing the structure of a light-emitting device, which is one of the electronic devices according to an embodiment of the present invention.
Figures 4, 5, 6a, 6b, and 6c are diagrams schematically showing the structure of an electronic device according to an implementation example.

The light emitting device includes: a first electrode; a second electrode opposite the first electrode; and an intermediate layer disposed between the first electrode and the second electrode.

The intermediate layer includes a hole transport region and a light-emitting layer, and the hole transport region may be disposed between the first electrode and the light-emitting layer.

The hole transport region includes a first layer, and the first layer may directly contact the light emitting layer.

That is, among the light emitting devices, the first electrode, first layer, light emitting layer, and second electrode may be sequentially stacked.

The light-emitting layer includes a first host and a first emitter, and the first emitter may emit first light having a first emission spectrum.

The first layer may include a first material.

The absolute value of the difference between the HOMO energy level of the first material and the HOMO energy level of the first host is 0 eV to 0.20 eV, 0 eV to 0.15 eV, 0 eV to 0.10 eV, 0.01 eV to 0.20 eV, 0.01 eV to 0.15 eV, It may be 0.01 eV to 0.10 eV, 0.03 eV to 0.20 eV, 0.03 eV to 0.15 eV, or 0.03 eV to 0.10 eV.

According to one embodiment, the HOMO energy level of the first material may be -5.60 eV to -4.80 eV. For example, the HOMO energy level of the first material is -5.40eV to -4.80eV, -5.20eV to -4.80eV, -5.00eV to -4.80eV, -5.60eV to -4.90eV -5.40eV to -4.90 eV, -5.20eV to -4.90eV, or -5.00eV to -4.90eV.

According to another embodiment, the hole mobility of the first material is 6.80 x 10 ^-5 cm ² /Vs to 1.85 x 10 ^-3 cm ² /Vs, or 1.00 x 10 ^-4 cm ² /Vs to 1.70 x 10 ^- It may be ³ cm ² /Vs.

In this specification, the hole mobility and electron mobility of the third material, second material, first material, first host, buffer layer material, and electron transport layer material are respectively referred to as "Hole mobility of N,N'-bis (naphtanlen-1 -yl)-N,N'-bis(phenyl)benzidine investigated by using space-charge-limited currents, 'Appl. Phys. Lett. 90, 203512 (2007)" It was evaluated using the limited current (SCLC) method.

According to another embodiment, the HOMO energy level of the first host may be -5.10 eV to -4.50 eV. For example, the HOMO energy level of the first host is -5.10eV to -4.60eV, -5.10eV to -4.70eV, -5.10eV to -4.80eV, -5.00eV to -4.50eV -5.00eV to -4.60 eV, -5.00eV to -4.70eV, or -5.00eV to -4.80eV.

According to another embodiment, the hole mobility of the first host is 5.01 x 10 ^-5 cm ² /Vs to 5.60 x 10 ^-3 cm ² /Vs, or 2.00 x 10 ^-4 cm ² /Vs to 3.00 x 10 It may be ^-3 cm ² /Vs.

According to another embodiment, the LUMO energy level of the first host may be -2.20 eV to -2.00 eV, or -2.15 eV to -2.00 eV.

According to another embodiment, the electron mobility of the first host is 1.97 x 10 ^-7 cm ² /Vs to 2.30 x 10 ^-4 cm ² /Vs, or 3.00 x 10 ^-7 cm ² /Vs to 1.00 x 10 It may be ^-4 cm ² /Vs.

Meanwhile, the absolute value of the HOMO energy level of the first emitter may be greater than the absolute value of the HOMO energy level of the first host.

For example, the absolute value of the difference between the HOMO energy level of the first emitter and the HOMO energy level of the first host may be 0.01 eV to 1.00 eV, or 0.01 eV to 0.7 eV.

Among the light-emitting devices, 1) the absolute value of the difference between the HOMO energy level of the first material and the HOMO energy level of the first host is 0 eV to 0.20 eV, and 2) the absolute value of the HOMO energy level of the first emitter is It is greater than the absolute value of the HOMO energy level of the first host. As a result, hole injection from the first electrode to the light-emitting layer can be smoothly performed, excitons can be effectively formed in the light-emitting layer, and the driving voltage and power efficiency characteristics of the light-emitting device can be improved.

According to another embodiment, the hole transport region further includes a second layer and a third layer, the second layer is disposed between the first electrode and the first layer, and the third layer is disposed between the first electrode and the first layer. It is disposed between an electrode and the second layer, the second layer may include a second material, and the third layer may include a third material. That is, the light-emitting device further includes a second layer and a third layer, and may have a structure in which the first electrode, the third layer, the second layer, the first layer, the light-emitting layer, and the second electrode are sequentially stacked. Here, each of the first material, second material, and third material may be different from each other.

The light emitting device is,

HOMO energy level of the third substance > HOMO energy level of the second substance > HOMO energy level of the first substance, or

HOMO energy level of the third substance > HOMO energy level of the first substance > HOMO energy level of the second substance,

The conditions can be satisfied.

According to one embodiment, the HOMO energy level of the second material may be -5.40 eV to -4.70 eV. For example, the HOMO energy level of the second material is -5.30eV to -4.70eV, -5.20eV to -4.70eV, -5.10eV to -4.70eV, -5.40eV to -4.80eV, -5.30eV to - It may be 4.80eV, -5.20eV to -4.80eV, or -5.10eV to -4.80eV.

According to another embodiment, the hole mobility of the second material is 6.80 x 10 ^-5 cm ² /Vs to 1.85 x 10 ^-3 cm ² /Vs, or 1.00 x 10 ^-4 cm ² /Vs to 3.00 x 10 ^- It may be ³ cm ² /Vs.

According to another embodiment, the LUMO energy level of the second material may be -1.70 eV to -0.90 eV or -1.51 eV to -1.01 eV.

According to another embodiment, the HOMO energy level of the third material may be -5.25 eV to -4.50 eV. For example, the HOMO energy level of the third material is -5.15eV to -4.50eV, -5.05eV to -4.50eV, -4.95eV to -4.50eV, -4.85eV to -4.50eV, -4.75eV to - 4.50eV, -5.25eV to -4.60eV, -5.15eV to -4.60eV, -5.05eV to -4.60eV, -4.95eV to -4.60eV, -4.85eV to -4.60eV, or -4.75eV to -4.60 It can be eV.

According to another embodiment, the hole mobility of the third material is 6.20 x 10 ^-5 cm ² /Vs to 1.25 x 10 ^-3 cm ² /Vs, or 7.00 x 10 ^-4 cm ² /Vs to 8.00 x 10 It may be ^-4 cm ² /Vs.

According to another embodiment, the LUMO energy level of the third material may be -1.30 eV to -0.90 eV or -1.28 eV to -1.03 eV.

According to another embodiment, the absolute value of the difference between the HOMO energy level of the third material and the HOMO energy level of the second material may be 0.10 eV to 0.70 eV, or 0.137 eV to 0.686 eV.

According to another embodiment, the absolute value of the difference between the HOMO energy level of the second material and the HOMO energy level of the first material may be 0.40 eV to 0.70 eV, or 0.412 eV to 0.686 eV.

As used herein, the HOMO energy level may be a negative value measured by cyclic voltammetry. For example, for an example of the method for measuring the HOMO energy level, refer to Evaluation Example 1 below.

As described above, the hole transport region comprising the first layer and, optionally, the second and/or third layers may further include a p-dopant. For a description of the p-dopant, refer to what is described later.

The HOMO energy level of the first emitter of the light emitting layer may be -5.50 eV to -4.00 eV. For example, the HOMO energy level of the first emitter is -5.50eV to -4.80eV, -5.45eV to -4.80eV, -5.50eV to -4.85eV, -5.45eV to -4.85eV, -5.50eV It may be from -4.90 eV, or from -5.45 eV to -4.90 eV.

As another example, the LUMO energy level of the first emitter of the light emitting layer may be -2.40 eV to -2.00 eV, or -2.20 eV to -2.00 eV.

The triplet (T ₁ ) energy of the first emitter may be 2.10 eV to 2.60 eV or 2.20 eV to 2.50 eV.

For a method of evaluating the triplet energy of the first emitter, refer to Evaluation Example 1 of the present application, for example.

The peak emission wavelength (maximum emission wavelength, or maximum emission peak wavelength) of the first light may be 510 nm to 610 nm.

For example, the peak emission wavelength of the first light is 510 nm to 565 nm, 510 nm to 560 nm, 510 nm to 555 nm, 510 nm to 550 nm, 510 nm to 545 nm, 510 nm to 540 nm, 515 nm to 570 nm, 515 nm to 565 nm, 515 nm to 560 nm. , 515nm to 555nm, 515nm to 550nm, 515nm to 545nm, 515nm to 540nm, 520nm to 570nm, 520nm to 565nm, 520nm to 560nm, 520nm to 555nm, 520nm to 550nm, 520nm to 545nm, 520nm to 540nm, 525nm to 570nm, 525nm to 565nm , 525 nm to 560 nm, 525 nm to 555 nm, 525 nm to 550 nm, 525 nm to 545 nm, or 525 nm to 540 nm.

The full width at half maximum (FWHM) of the first light may be 15 nm to 85 nm.

For example, the half width of the first light is 20 nm to 85 nm, 25 nm to 85 nm, 30 nm to 85 nm, 35 nm to 85 nm, 40 nm to 85 nm, 45 nm to 85 nm, 50 nm to 85 nm, 15 nm to 80 nm, 20 nm to 80 nm, 25 nm to 80 nm. , 30nm to 80nm, 35nm to 80nm, 40nm to 80nm, 45nm to 80nm, 50nm to 80nm, 15nm to 75nm, 20nm to 75nm, 25nm to 75nm, 30nm to 75nm, 35nm to 75nm, 40nm to 75nm, 45nm to 75nm, 50nm to 75nm, 15nm to 70nm, 20nm to 70nm, 25nm to 70nm, 30nm to 70nm, 35nm to 70nm, 40nm to 70nm, 45nm to 70nm, 50nm to 70nm, 15nm to 65nm, 20nm to 65nm, 25nm to 65nm, 30nm to 30nm 65nm , 35nm to 65nm, 40nm to 65nm, 45nm to 65nm, 50nm to 65nm, 15nm to 60nm, 20nm to 60nm, 25nm to 60nm, 60nm to 60nm, 35nm to 60nm, 40nm to 60nm, 45nm to 60nm, or 50nm to 60nm work You can.

The emission peak wavelength (or maximum emission wavelength) and half width of the first light described in this specification may be evaluated from the emission spectrum of the film including the first emitter (for example, see Evaluation Example 2) . As used herein, the emission peak wavelength refers to the peak wavelength having the maximum emission intensity in the emission spectrum or electroluminescence spectrum.

The first light may be green light.

The first emitter may be a transition metal-containing organometallic compound.

The first emitter may be a platinum-containing organometallic compound. Here, the first emitter may be neutral, may contain one platinum, and may not contain any other transition metal other than platinum.

The triplet metal-to-ligand charge transfer state ( ³ MLCT) of the platinum-containing organometallic compound may be 7% or more.

For example, the triplet metal-ligand charge transfer state of the platinum-containing organometallic compound is 7% to 30%, 7% to 25%, 7% to 20%, 7% to 18%, 7% to 16%. , 8% to 30%, 8% to 25%, 8% to 20%, 8% to 18%, 8% to 16%, 9% to 30%, 9% to 25%, 9% to 20%, 9 % to 18%, or 9% to 16%.

According to another embodiment, the platinum-containing organometallic compound may further include, in addition to the platinum, a first ligand bound to the platinum.

According to another embodiment, the platinum-containing organometallic compound may satisfy at least one of the following <Condition A> to <Condition C>:

<Condition A>

The first ligand is a tetradentate ligand,

There are three cyclometallated rings formed by chemical bonds between the platinum and the first ligand.

<Condition B>

Each of the carbon, nitrogen, and oxygen of the first ligand is chemically bonded to the platinum.

<Condition C>

The first ligand comprises an imidazole group, a benzimidazole group, a naphthoimidazole group, or any combination thereof.

According to another embodiment, the platinum-containing organometallic compound may satisfy all of the above <Condition A> to <Condition C>.

For a more detailed description of the platinum-containing organometallic compound, please refer to what is described herein.

According to another embodiment, the first emitter may be an iridium-containing organometallic compound. Here, the first emitter may be neutral, may contain one iridium, and may not contain any other transition metal other than iridium.

For example, the iridium-containing organometallic compound may include a first ligand, a second ligand, and a third ligand bound to the iridium. Here, the first ligand is a bidentate ligand including Y ₁ -containing ring B ₁ and Y ₂ -containing ring B ₂ , and the second ligand is Y ₃ -containing ring B ₃ and Y ₄ - It is a bidentate ligand containing ring B ₄ , and the third ligand is a bidentate ligand containing Y ₅ -containing ring B ₅ and Y ₆ -containing ring B ₆ , wherein each of Y ₁ , Y ₃ and Y ₅ It is nitrogen (N), and each of Y ₂ , Y ₄ and Y ₆ may be carbon (C).

According to another embodiment, the Y ₂ -containing ring B ₂ and the Y ₄ -containing ring B ₄ may be different from each other.

According to another embodiment, the Y ₂ -containing ring B ₂ may be a polycyclic group. For example, the Y ₂ -containing ring B ₂ may be a polycyclic group in which three or more monocyclic groups (eg, 3 to 15 monocyclic groups) are condensed with each other. The monocyclic group is, for example, a furan group, a thiophene group, a selenophene group, a pyrrole group, a cyclopentadiene group, a silol group, a benzene group, a pyridine group, a pyrimidine group, a pyrazine group, or a pyridazine group. It can be. Alternatively, the Y ₂ -containing ring B ₂ may be a monocyclic group as described above.

According to another embodiment, the Y ₂ -containing ring B ₂ is one 5-membered monocyclic group (e.g., a furan group, a thiophene group, a selenophene group, a pyrrole group, Polycyclic, in which a cyclopentadiene group, silol group, etc.) and at least two 6-membered monocyclic groups (e.g., benzene group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, etc.) are condensed with each other. It can be a group.

According to another embodiment, the Y ₄ -containing ring B ₄ may be a monocyclic group. For example, the Y ₄ -containing ring B ₄ may be a 6-membered monocyclic group (eg, benzene group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, etc.).

According to another embodiment, the Y ₄ -containing ring B ₄ may be a naphthalene group, a phenanthrene group, or an anthracene group.

According to another embodiment, the iridium-containing organometallic compound may be a homoleptic complex. For example, each of the first, second, and third ligands may be identical to each other.

According to another embodiment, the iridium-containing organometallic compound may be a heteroleptic complex.

According to another embodiment, the third ligand may be the same as the second ligand.

According to another embodiment, the third ligand may be the same as the first ligand.

According to another embodiment, the third ligand may be different from each of the first and second ligands.

For a more detailed description of the iridium-containing organometallic compound, please refer to what is described herein.

According to another embodiment, the first emitter may include at least one deuterium.

According to another embodiment, the first host may include at least one deuterium.

According to another embodiment, the first host is a spiro[fluorene-9,9'-xanthene] group, spiro[fluorene-9, 9'-thioxanthene](spiro[fluorene-9,9'-thioxanthene]) group, phenoxazine group, phenothiazine group, indoline group, 1,2,3, 3a,4,8b-hexahydrocyclopenta[b]indole group, 2,3,4,4a,9,9a-hexahydro-1H-carbazole group, C ₁ -C ₃₀ alkoxy group, di[(C ₁ -C ₃₀ alkoxy) phenyl] amino group, or any combination thereof.

According to another embodiment, the first host may be an electron transporting compound, a hole transporting compound, a bipolar compound, or any combination thereof. The first host may not contain metal. Each of the electron-transporting compounds, hole-transporting compounds, and amphiphilic compounds is different from each other.

For example, the electron transporting compound may include at least one π electron-deficient nitrogen-containing C ₁ -C ₆₀ cyclic group. For example, the electron transporting compound may include a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, or any combination thereof.

As another example, the first host is the electron transport compound or includes the electron transport compound, and the electron transport compound is,

i) at least one π electron-deficient nitrogen-containing C ₁ -C ₆₀ cyclic group; and

ii) Spiro[fluorene-9,9'-xanthene] group, spiro[fluorene-9,9'-thioxanthene] (spiro[fluorene -9,9'-thioxanthene]) group, phenoxazine group, phenothiazine group, C ₁ -C ₃₀ alkoxy group, or any combination thereof;

may include.

For example, the first host (or the electron transport compound) is,

i) pyrimidine group, pyrazine group, pyrizadine group, triazine group, or any combination thereof; and

ii) Spiro[fluorene-9,9'-xanthene] group, Spiro[fluorene-9,9'-thioxanthene] group, phenoxazine group, phenothiazine group, indoline group, 1, 2,3,3a,4,8b-hexahydrocyclopenta[b]indole group, 2,3,4,4a,9,9a-hexahydro-1H-carbazole group, carbazole group, di[(C ₁ -C ₃₀ alkoxy) a carbazole group substituted with a phenyl]amino group, or any combination thereof;

may include.

As another example, the hole transporting compound includes at _least one π electron-rich C ₃ -C ₆₀ cyclic group, a pyridine group, or _a combination thereof, Electron transporting groups (e.g., π electron-deficient nitrogen-containing C ₁ -C ₆₀ cyclic groups excluding pyridine groups, cyano groups, sulfoxide groups, phosphine oxide groups, etc.) may not be included.

According to one embodiment, the following compounds may be excluded from the hole transport compounds.

For example, the first host is the hole transport compound or includes the hole transport compound, and the hole transport compound is,

i) at least one π electron-deficient nitrogen-containing C ₁ -C ₆₀ cyclic group (e.g., an anthracene group, a phenanthrene group, a pyrene group, a triphenylene group, or any combination thereof); and

ii) Phenoxazine group, phenothiazine group, indoline group, 1,2,3,3a,4,8b-hexahydrocyclopenta[b]indole group, 2,3,4,4a,9,9a-hexahydro-1H- carbazole group, carbazole group, di[(C ₁ -C ₃₀ alkoxy)phenyl]amino group, pyridine group, or any combination thereof;

may include.

According to one embodiment, the electron transporting compound may include a compound represented by the following formula 2-1:

<Formula 2-1>

In Formula 2-1,

L ₅₁ to L ₅₃ are each independently a single bond, a C ₃ -C ₆₀ carbocyclic group substituted or unsubstituted with at least one R _10a , or a C ₁ -C ₆₀ substituted or unsubstituted with at least one R _10a It is a heterocyclic group,

b51 to b53 are independently one of the integers from 1 to 5,

X ₅₄ is N or C(R ₅₄ ), X ₅₅ is N or C(R ₅₅ ), X ₅₆ is N or C(R ₅₆ ), at least two of X ₅₄ to X ₅₆ are N,

For descriptions of each of R ₅₁ to R ₅₆ and R _10a , refer to what is described herein.

For example, at least one of R ₅₁ to R ₅₃ is a spiro[fluorene-9,9'-xanthene] group; spiro[fluorene-9,9'-thioxanthene] group; phenoxazine group; phenothiazine group; or -N(Q ₁ )(Q ₂ ) (where Q ₁ and Q ₂ are independently of each other, a C ₆ -C ₂₀ aryl group substituted with at least one C ₁ -C ₃₀ alkoxy group (e.g., at least one It may be a phenyl group substituted with a C ₁ -C ₃₀ alkoxy group).

According to another embodiment, the hole transporting compound is a compound represented by the following formula 3-1, a compound represented by the following formula 3-2, a compound represented by the following formula 3-3, a compound represented by the following formula 3-4, and a compound represented by the following formula 3 It may include a compound represented by -5, a compound represented by the following formula 3-6, or any combination thereof:

<Formula 3-1>

<Formula 3-2>

<Formula 3-3>

<Formula 3-4>

<Formula 3-5>

<Formula 3-6>

In formulas 3-1 to 3-6,

Ring CY ₇₁ to ring CY ₇₄ are independently of each other, π electron-excessive C ₃ -C ₆₀ cyclic group (e.g., benzene group, naphthalene group, fluorene group, anthracene group, carbazole group, dibenzofuran group) , dibenzothiophene group, etc.) or pyridine group,

_{and _ _ _ _ _ _ _}

_{and _ _ _ _ _ _ _}

_{and _ _ _ _ _ _ _}

X ₈₅ is C or Si,

L ₈₁ to L ₈₅ are independently of each other, a single bond, *-C(Q ₄ )(Q ₅ )-*', *-Si(Q ₄ )(Q ₅ )-*', at least one R _10a substituted or an unsubstituted π electron-excessive C ₃ -C ₆₀ cyclic group (e.g., substituted or unsubstituted with at least one R _10a , benzene group, naphthalene group, fluorene group, anthracene group, carbazole group, dibenzofuran group, dibenzothiophene group, etc.) or a pyridine group substituted or unsubstituted with at least one R _10a , and the description of Q ₄ and Q ₅ refers to the description of Q ₁ in the present specification, respectively. ,

b81 to b85 are independently one of the integers from 1 to 5,

For a description of each of R ₇₁ to R ₇₆ , R ₈₁ to R ₈₅ , R _82a , R _82b , R _83a , R _83b , R _84a and R _84b , refer to what is described herein,

a71 to a74 are independently one of the integers from 0 to 20,

a75 and a76 are independently one of the integers from 0 to 4,

For a description of R _10a , refer to what is described herein.

According to one embodiment, the hole transporting compound may be a compound represented by Formula 3-1 or a compound represented by Formula 3-6. In Formulas 3-1 and 3-6, L ₈₁ is a π electron-excessive C ₃ -C ₆₀ cyclic group substituted or unsubstituted with at least one R _10a (for example, substituted or unsubstituted with at least one R _10a ring, benzene group, naphthalene group, fluorene group, anthracene group, carbazole group, dibenzofuran group, dibenzothiophene group, etc.), a81 is 1 or 2, and ring CY ₇₁ and ring CY ₇₃ are each other. Independently, it is a cyclopentane group or a cyclohexane group, and rings CY ₇₂ and CY ₇₄ can each be a benzene group.

In addition to the first emitter and first host as described above, the light emitting layer may further include an auxiliary dopant, a sensorizer, a delayed fluorescent material, or any combination thereof. Each of the auxiliary dopants, sensorizers, delayed fluorescent materials, or any combination thereof may include at least one deuterium.

In this specification, “intermediate layer” is a term referring to all single and/or multiple layers disposed between the first electrode and the second electrode of the light emitting device.

According to another aspect, an electronic device including a light emitting device as described above is provided. The electronic device may further include a thin film transistor. For example, the electronic device further includes a thin film transistor including a source electrode and a drain electrode, and the first electrode of the light emitting device may be electrically connected to the source electrode or the drain electrode. Meanwhile, the electronic device may further include a color filter, a color conversion layer, a touch screen layer, a polarizing layer, or any combination thereof. For a more detailed description of the electronic device, please refer to what is described herein.

According to another aspect, an electronic device including a light emitting element as described above is provided. By employing a light-emitting device having a light-emitting layer and a first layer as described in this specification, display quality, power consumption, durability, etc. of the electronic device can be improved.

For example, the electronic devices include flat panel displays, curved displays, computer monitors, medical monitors, televisions, billboards, indoor or outdoor lighting and/or signal lights, head-up displays, fully or partially transparent displays, flexible displays, and rollers. Rollable displays, foldable displays, stretchable displays, laser printers, phones, cell phones, tablets, phablets, personal digital assistants (PDAs), wearable devices, laptop computers, digital cameras, camcorders , a viewfinder, a micro display, a 3D display, a virtual reality or augmented reality display, a vehicle, a video wall containing multiple displays tiled together, a theater or stadium screen, a phototherapy device, and a sign.

Explanation of chemical formula

The platinum-containing organometallic compound may be, for example, an organometallic compound represented by the following formula (10):

<Formula 10>

In Formula 10,

M is platinum (Pt),

X ₁ to X ₄ are each independently N or C,

T ₁₁ to T ₁₄ are independently of each other, a chemical bond, O, S, B(R'), N(R'), P(R'), C(R')(R"), Si(R') (R"), Ge(R')(R"), C(=O), B(R')(R"), N(R')(R") or P(R')(R") ego,

When T ₁₁ is a chemical bond, X ₁ and M are directly bonded, when T _{12 is} a chemical bond, X ₂ and M are directly bonded, and when T ₁₃ is a chemical bond, Bonds directly, and when T ₁₄ is a chemical bond, X ₄ and M bond directly,

Two of the bonds between X ₁ or T ₁₁ and M, the bond between X ₂ or T ₁₂ and M, the bond between X ₃ or T ₁₃ and M, and the bond between X ₄ or T ₁₄ and M are coordinate bonds. , and the remaining two bonds are covalent bonds,

T ₁ is a single bond, double bond, *-N(R ₅ )-*', *-B(R ₅ )-*', *-P(R ₅ )-*', *-C(R _5a )( R _5b )-*', *-Si(R _5a )(R _5b )-*', *-Ge(R _5a )(R _5b )-*', *-S-*', *-Se-*' , *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O) ₂ -*', *-C(R ₅ )= *', *=C(R ₅ )-*', *-C(R _5a )=C(R _5b )-*', *-C(=S)-*' or *-C≡C-*' ego,

T ₂ is a single bond, double bond, *-N(R ₆ )-*', *-B(R ₆ )-*', *-P(R ₆ )-*', *-C(R _6a )( R _6b )-*', *-Si(R _6a )(R _6b )-*', *-Ge(R _6a )(R _6b )-*', *-S-*', *-Se-*' , *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O) ₂ -*', *-C(R ₆ )= *', *=C(R ₆ )-*', *-C(R _6a )=C(R _6b )-*', *-C(=S)-*' or *-C≡C-*' ego,

T ₃ is a single bond, double bond, *-N(R ₇ )-*’, *-B(R ₇ )-*’, *-P(R ₇ )-*’, *-C(R _7a )( R _7b )-*', *-Si(R _7a )(R _7b )-*', *-Ge(R _7a )(R _7b )-*', *-S-*', *-Se-*' , *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O) ₂ -*', *-C(R ₇ )= *', *=C(R ₇ )-*', *-C(R _7a )=C(R _7b )-*', *-C(=S)-*' or *-C≡C-*' ego,

Ring CY ₁ to ring CY ₄ are, independently of each other, a C ₃ -C ₆₀ carbocyclic group or a C ₁ -C ₆₀ heterocyclic group,

R ₁ to R ₇ , R _5a , R _5b , R _6a , R _6b , R _7a , R _7b , R', and R" are independently selected from each other, hydrogen, deuterium, -F, -Cl, -Br, -I , hydroxyl group, cyano group, nitro group, at least one C ₁ -C ₆₀ alkyl group substituted or unsubstituted with at least one R _10a , C ₂ -C ₆₀ alkenyl group substituted or unsubstituted with at least one R _10a , at least one C ₂ -C ₆₀ alkynyl group substituted or unsubstituted with R _10a , C ₁ -C ₆₀ alkoxy group substituted or unsubstituted with at least one R _10a , C ₃ - unsubstituted or substituted with at least one R _10a C ₆₀ carbocyclic group, at least one C ₁ -C ₆₀ heterocyclic group _{, substituted or unsubstituted with at least one R 10a ,} at least one C ₆ -C ₆₀ aryloxy group, unsubstituted or substituted with at least one R 10a C ₆ -C ₆₀ arylthio group substituted or unsubstituted with R _10a , C ₇ -C ₆₀ arylalkyl group substituted or unsubstituted with at least one R _10a , C ₂ unsubstituted or substituted with at least one R _10a -C ₆₀ heteroarylalkyl group, -C(Q ₁ )(Q ₂ )(Q ₃ ), -Si(Q ₁ )(Q ₂ )(Q ₃ ), -N(Q ₁ )(Q ₂ ), -B (Q ₁ )(Q ₂ ), -C(=O)(Q ₁ ), -S(=O) ₂ (Q ₁ ) or -P(=O)(Q ₁ )(Q ₂ ),

a1 to a4 are independently one of the integers from 0 to 20,

* and *' are bonding sites with neighboring atoms, respectively,

i) 2 groups of a1 R ₁ , ii) 2 groups of a2 R ₂ , iii) 2 groups of a3 R ₃ , iv) 2 groups of a4 R ₄ , v) R _5a and R _5b , vi) R _6a and R _6b , and vii) two groups of R _7a and R _7b are each optionally bonded to each other through a single bond, double bond or first linking group, forming at least one R _10a may form a C ₃ -C ₆₀ carbocyclic group substituted or unsubstituted or a C ₁ -C ₆₀ heterocyclic group substituted or unsubstituted with at least one R _10a ,

The R _10a is,

Deuterium (-D), -F, -Cl, -Br, -I, hydroxyl group, cyano group, or nitro group;

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C ₃ -C ₆₀ carbocyclic group, C ₁ -C ₆₀ heterocyclic group, C ₆ -C ₆₀ aryl Oxy group, C ₆ -C ₆₀ arylthio group, C ₇ -C ₆₀ arylalkyl group, C ₂ -C ₆₀ heteroarylalkyl group, -Si(Q ₁₁ )(Q ₁₂ )(Q ₁₃ ), -N(Q ₁₁ ) (Q ₁₂ ), -B(Q ₁₁ )(Q ₁₂ ), -C(=O)(Q ₁₁ ), -S(=O) ₂ (Q ₁₁ ), -P(=O)(Q ₁₁ )( Q ₁₂ ), or substituted or unsubstituted with any combination thereof, C ₁ -C ₆₀ alkyl group, C ₂ -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkynyl group, or C ₁ -C ₆₀ alkoxy group;

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C ₁ -C ₆₀ alkyl group, C ₂ -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkynyl group, C ₁ - C ₆₀ alkoxy group, C ₃ -C ₆₀ carbocyclic group, C ₁ -C ₆₀ heterocyclic group, C ₆ -C ₆₀ aryloxy group, C ₆ -C ₆₀ arylthio group, C ₇ -C ₆₀ arylalkyl group , C ₂ -C ₆₀ heteroarylalkyl group, -Si(Q ₂₁ )(Q ₂₂ )(Q ₂₃ ), -N(Q ₂₁ )(Q ₂₂ ), -B(Q ₂₁ )(Q ₂₂ ), -C( =O)(Q ₂₁ ), -S(=O) ₂ (Q ₂₁ ), -P(=O)(Q ₂₁ )(Q ₂₂ ), or any combination thereof, substituted or unsubstituted, C ₃ - C ₆₀ carbocyclic group, C ₁ -C ₆₀ heterocyclic group, C ₆ -C ₆₀ aryloxy group, C ₆ -C ₆₀ arylthio group, C ₇ -C ₆₀ arylalkyl group, or C ₂ -C ₆₀ hetero Arylalkyl group; or

-Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ), -N(Q ₃₁ )(Q ₃₂ ), -B(Q ₃₁ )(Q ₃₂ ), -C(=O)(Q ₃₁ ), -S (=O) ₂ (Q ₃₁ ), or -P(=O)(Q ₃₁ )(Q ₃₂ );

ego,

Q ₁ to Q ₃ , Q ₁₁ to Q ₁₃ , Q ₂₁ to Q ₂₃ and Q ₃₁ to Q ₃₃ are independently hydrogen; heavy hydrogen; -F; -Cl; -Br; -I; hydroxyl group; Cyano group; nitro group; or C ₁ -C 60 alkyl group, _{C 2} substituted or unsubstituted with deuterium, -F, cyano group, C ₁ -C ₆₀ alkyl group, C ₁ -C ₆₀ alkoxy group, phenyl group, biphenyl group, or any combination thereof. -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkynyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₆₀ carbocyclic group, or C ₁ -C ₆₀ heterocyclic group;

According to one embodiment, in Formula 10,

i) X ₁ and X ₃ are C and X ₂ and X ₄ are N, or

ii) X ₁ and X ₄ are C and X ₂ and X ₃ are N, or

iii) X ₁ , X ₂ and X ₃ may be C, and X ₄ may be N.

According to another embodiment, in Formula 10,

T ₁₁ is O or S,

Each of T ₁₂ to T ₁₄ may be a chemical bond.

According to another embodiment, in Formula 10,

T ₁₁ is O or S,

Each of T ₁₂ to T ₁₄ is a chemical bond,

i) each of the bonds between T ₁₁ and M and _the bond between X ₃ and M is a _covalent bond and each of the bonds between X ₂ and M and the bond between Each of the bonds between M and the bond between X ₄ and M may be a covalent bond, and each of the bonds between X ₂ and M and the bond between X ₃ and M may be a coordinate bond.

According to another embodiment, each of T ₁ to T ₃ in Formula 10 may be a single bond.

According to another embodiment, ring CY ₁ in Formula 10 may be a benzene group, a naphthalene group, a dibenzofuran group, a dibenzothiophene group, a carbazole group, a fluorene group, or a dibenzosilol group.

According to another embodiment, the ring CY ₂ of Formula 10 is an imidazole group, a benzimidazole group, a naphthoimidazole group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a quinoline group, an isoquinoline group. Or it may be a quinoxaline group.

According to another embodiment, ring CY ₃ of Formula 10 is a benzene group, a naphthalene group, a dibenzofuran group, a dibenzothiophene group, a carbazole group, a fluorene group, a dibenzosilol group, a pyridine group, and a pyrimidine group. group, pyrazine group, pyridazine group, quinoline group, isoquinoline group, quinoxaline group, azadibenzofuran group, azadibenzothiophene group, azacarbazole group, azafluorene group or azadibenzosilol group. there is.

According to another embodiment, ring CY ₄ of Formula 10 is a benzene group, a naphthalene group, a dibenzofuran group, a dibenzothiophene group, a carbazole group, a fluorene group, a dibenzosilol group, a pyridine group, and a pyrimidine group. group, pyrazine group, pyridazine group, quinoline group, isoquinoline group, quinoxaline group, azadibenzofuran group, azadibenzothiophene group, azacarbazole group, azafluorene group, azadibenzosilol group, imi It may be a dazole group, a benzimidazole group, or a naphthoimidazole group.

According to another embodiment, at least one of ring CY ₂ and ring CY ₄ of Formula 10 may be an imidazole group, a benzimidazole group, or a naphthoimidazole group.

According to another embodiment, in Formula 10, R ₁ to R ₇ , R _5a , R _5b , R _6a , R _6b , R _7a , R _7b , R', and R" are independently of each other,

Hydrogen, deuterium, -F or cyano group;

C ₁ -C ₂₀ alkyl group or C ₃ -C ₁₀ cycloalkyl group, substituted or unsubstituted with deuterium, -F, cyano group, or any combination thereof; or

Deuterium, -F, cyano group, C ₁ -C ₂₀ alkyl group, deuterated C ₁ -C ₂₀ alkyl group, fluorinated C ₁ -C ₂₀ alkyl group, phenyl group, deuterated phenyl group, fluorinated phenyl group, (C ₁ -C ₂₀ alkyl)phenyl group. , biphenyl group, deuterated biphenyl group, fluorinated biphenyl group, (C ₁ -C ₂₀ alkyl) biphenyl group, or any combination of substituted or unsubstituted phenyl group, biphenyl group, naphthyl group, dibenzofuranyl group, or di Benzothiophenyl group (or, thienyl group);

It can be.

In Formula 10, a1 to a4 each represent the number of R ₁ to R ₄ and, for example, may be independently 0, 1, 2, 3, 4, 5, or 6.

According to another embodiment, in Formula 10, The group represented by may be a group represented by one of the formulas CY1(1) to CY1(16):

Among the formulas CY1(1) to CY1(16),

For a description of X ₁ , refer to what is described herein,

The description of each of R ₁₁ to R ₁₄ is the same as the description of R ₁ in the present specification, except that each of R ₁₁ to R ₁₄ is not hydrogen,

* is the binding site with T ₁₁ in Formula 10,

*' is the binding site with T ₁ in Chemical Formula 10.

According to another embodiment, in Formula 10, The group represented by may be a group represented by one of the formulas CY2(1) to CY2(21):

Among the formulas CY2(1) to CY2(21),

For a description of X ₂ , refer to what is described herein,

X ₂₉ is O, S, N(R ₂₉ ), C(R _29a )(R _29b ) or Si(R _29a )(R _29b )

The description of each of R ₂₁ to R ₂₄ , R ₂₉ , R _29a and R _29b is the same as that for R ₂ in the specification, but each of R ₂₁ to R ₂₄ is not hydrogen,

* is the binding site with T ₁₂ in Formula 10,

*' is the binding site with T ₁ in Formula 10,

*" is the binding site with T ₂ in Chemical Formula 1.

In the above formulas CY2(1) to CY2(4), X ₂ is nitrogen. Belongs to the group represented by, and the formulas CY2 (5) to CY2 (13) are those in which X ₂ is a carbon (for example, the carbon of a carbene moiety) Belongs to the group marked with .

According to another embodiment, in Formula 10, The group represented by may be a group represented by one of the formulas CY3(1) to CY3(12):

Among the formulas CY3(1) to CY3(12),

For a description of X ₃ , refer to what is described herein,

X ₃₉ is O, S, N(R ₃₉ ), C(R _39a )(R _39b ) or Si(R _39a )(R _39b )

The description of each of R ₃₁ to R ₃₃ , R ₃₉ , R _39a and R _39b is the same as the description for R ₃ in the specification, but each of R ₃₁ to R ₃₃ is not hydrogen,

* is the binding site with T ₁₃ in Formula 10,

*' is the binding site with T ₃ in Formula 10,

*" is the binding site with T ₂ in Chemical Formula 10.

According to another embodiment, in Formula 10, The group represented by may be a group represented by one of the formulas CY4(1) to CY4(27):

Among the formulas CY4(1) to CY4(27),

For a description of X ₄ , refer to what is described herein,

X ₄₉ is O, S, N(R ₄₉ ), C(R _49a )(R _49b ) or Si(R _49a )(R _49b )

The description of each of R ₄₁ to R ₄₄ , R ₄₉ , R _49a and R _49b is the same as the description of R ₄ in the specification, but each of R ₄₁ to R ₄₄ is not hydrogen,

* is the binding site with T ₁₄ in Formula 10,

*' is the binding site with T ₃ in Chemical Formula 10.

Meanwhile, the iridium-containing organometallic compound may be an organometallic compound represented by the following formula (1):

<Formula 1>

Ir(L ₁ )(L ₂ )(L ₃ )

In Formula 1,

L ₁ is a first ligand that is bonded to Ir of Formula 1 and represented by Formula 1-1 below,

L ₂ is a second ligand bonded to Ir of Formula 1 and represented by Formula 1-2 below,

L ₃ is a third ligand bonded to Ir of Formula 1 above and represented by Formula 1-3 below:

<Formula 1-1> <Formula 1-2>

<Formula 1-3>

In formulas 1-1 to 1-3,

Y ₁ , Y ₃ and Y ₅ are each nitrogen (N),

Y ₂ , Y ₄ and Y ₆ are each carbon (C),

Ring B ₁ to Ring B ₆ are each independently a C ₃ -C ₆₀ carbocyclic group or a C ₁ -C ₆₀ heterocyclic group,

W ₁ to W ₆ are each independently C ₁ -substituted or unsubstituted with hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, at least one R _10a C ₆₀ alkyl group, C _{2 -C 60 alkenyl} group substituted or unsubstituted with at least one R 10a, C ₂ -C ₆₀ alkynyl group substituted or unsubstituted with at least one R _10a , substituted with at least one R _10a or Unsubstituted C ₁ -C ₆₀ alkoxy group, C ₃ -C ₆₀ carbocyclic group unsubstituted or substituted with at least one R _10a , C ₁ -C ₆₀ heterocyclic group unsubstituted or substituted with at least one R _10a Click group, C ₆ -C ₆₀ aryloxy group, unsubstituted or substituted with at least one R _10a , C ₆ -C ₆₀ arylthio group, unsubstituted or substituted with at least one R _10a , substituted with at least one R _10a or an unsubstituted C ₇ -C ₆₀ arylalkyl group, a C ₂ -C ₆₀ heteroarylalkyl group unsubstituted or substituted with at least one R _10a , -C(Q ₁ )(Q ₂ )(Q ₃ ), -Si( Q ₁ )(Q ₂ )(Q ₃ ), -N(Q ₁ )(Q ₂ ), -B(Q ₁ )(Q ₂ ), -C(=O)(Q ₁ ), -S(=O ) ₂ (Q ₁ ) or -P(=O)(Q ₁ )(Q ₂ ),

b1 to b6 are independently one of the integers from 0 to 20,

Each of * and *' in Formulas 1-1 to 1-3 is a binding site with Ir in Formula 1,

i) 2 groups of b1 W _1s , ii) 2 groups of b2 W _2s , iii) 2 groups of b3 W _3s , iv) 2 groups of b4 W _4s , v) b5 groups of W _5s two groups, and vi) two groups of b6 W ₆ are each optionally combined with each other to form at least one C ₃ -C ₆₀ carbocyclic group substituted or unsubstituted with at least one R _10a One R _10a may form a substituted or unsubstituted C ₁ -C ₆₀ heterocyclic group,

The description of R _10a is the same as described in the specification.

According to one embodiment, the organometallic compound represented by Formula 1 may be a heteroleptic complex.

According to another embodiment, in Formula 1,

i) L ₃ is equal to L ₂ , or

ii) L ₃ is equal to L ₁ , or

iii) L ₃ is different from each of L ₁ and L ₂ , or

iv) Each of L ₁ , L ₂ and L ₃ may be identical to each other.

According to another embodiment, ring B ₁ , ring B ₃ and ring B ₅ are independently of each other,

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

Cyclopentane group, cyclohexane group, norbornane group, benzene group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, furan group, thiophene group, selenophene group, pyrrole group. , a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, or a triazine group condensed with a cyclopentadiene group, a silol group, or any combination thereof;

It can be.

According to another embodiment, each of Ring B ₁ , Ring B ₃ and Ring B ₅ may be a pyridine group.

According to another embodiment, ring B ₂ , ring B ₄ and ring B ₆ are independently of each other,

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

Cyclopentane group, cyclohexane group, norbornane group, benzene group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, furan group, thiophene group, selenophene group, pyrrole group, cyclopentadiene a benzene group, a pyridine group, a pyrimidine group, a pyrazine group, or a pyridazine group, condensed with a group, silol group, or any combination thereof;

It can be.

According to another embodiment, the ring B ₂ is a cyclopentane group, a cyclohexane group, a norbornane group, a benzene group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a furan group, a T It may be a benzene group, a pyridine group, a pyrimidine group, a pyrazine group, or a pyridazine group, condensed with an ophene group, a selenophene group, a pyrrole group, a cyclopentadiene group, a silol group, or any combination thereof.

According to another embodiment, the ring B ₂ is one of a furan group, a thiophene group, a selenophene group, a pyrrole group, a cyclopentadiene group, and a silol group; and at least two of a benzene group, a pyridine group, a pyrimidine group, a pyrazine group, and a pyridazine group; may be a polycyclic group condensed with each other.

According to another embodiment, the ring B ₂ is a dibenzofuran group, dibenzothiophene group, dibenzoselenophene group, carbazole group, fluorene group, dibenzosilol group, naphthobenzofuran group, naph. Tobenzothiophene group, naphthobenzoselenophene group, benzocarbazole group, benzofluorene group, benzodibenzosilol group, dinaphthofuran group, dinaphthothiophene group, dinaphthoselenophene group, dibenzocarbazole group, dibenzofluorene group, dinaphthosilol group, phenanthrenobenzofuran group, phenanthrenobenzothiophene group, phenanthrenobenzoselenophene group, naphthocarbazole group, naphthofluorene group, phenanes Srenobenzosilol group, azadibenzofuran group, azadibenzothiophene group, azadibenzoselenophene group, azacarbazole group, azafluorene group, azadibenzosilol group, azanaphthobenzofuran group, aza Naphthobenzothiophene group, azanaphthobenzoselenophene group, azabenzocarbazole group, azabenzofluorene group, azabenzodibenzosilol group, azadinapthofuran group, azadinapthothiophene group, azadinaptho Selenophen group, azadibenzocarbazole group, azadibenzofluorene group, azadinapthosilol group, azaphenanthrenobenzofuran group, azaphenanthrenobenzothiophene group, azaphenanthrenobenzoselenophene group , it may be an azanaphthocarbazole group, an azanaphthofluorene group, or an azaphenanthrenobenzosilol group.

According to another embodiment, the ring B ₂ is a dibenzofuran group, a dibenzothiophene group, a dibenzoselenophene group, a naphthobenzofuran group, a naphthobenzothiophene group, a naphthobenzoselenophene group, Dinapthofuran group, dinaphthothiophene group, dinaphthoselenophene group, phenanthrenobenzofuran group, phenanthrenobenzothiophene group, phenanthrenobenzoselenophene group, azadibenzofuran group, azadibenzothi ophene group, azadibenzoselenophene group, azanaphthobenzofuran group, azanaphthobenzothiophene group, azanaphthobenzoselenophene group, azadinapthofuran group, azadinapthothiophene group, azadinapthosele It may be a nophen group, an azaphenanthrenobenzofuran group, an azaphenanthrenobenzothiophene group, or an azaphenanthrenobenzoselenophene group.

According to another embodiment, ring B ₄ may be a benzene group, a naphthalene group, a phenanthrene group, an anthracene group, a pyridine group, a pyrimidine group, a pyrazine group, or a pyridazine group.

According to another embodiment, the ring B ₆ is a benzene group, a naphthalene group, a phenanthrene group, an anthracene group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a dibenzofuran group, a dibenzothiophene group, Dibenzoselenophene group, carbazole group, fluorene group, dibenzosilol group, naphthobenzofuran group, naphthobenzothiophene group, naphthobenzoselenophene group, benzocarbazole group, benzofluorene group, benzo Dibenzosilol group, dinaphthofuran group, dinaphthothiophene group, dinaphthoselenophene group, dibenzocarbazole group, dibenzofluorene group, dinaphthosilol group, phenanthrenobenzofuran group, phenanthreno Benzothiophene group, phenanthrenobenzoselenophene group, naphthocarbazole group, naphthofluorene group, phenanthrenobenzosilol group, azadibenzofuran group, azadibenzothiophene group, azadibenzoselenophene Group, azacarbazole group, azafluorene group, azadibenzosilol group, azanaphthobenzofuran group, azanaphthobenzothiophene group, azanaphthobenzoselenophene group, azabenzocarbazole group, azabenzoflu Orene group, azabenzodibenzosilol group, azadinapthofuran group, azadinapthothiophene group, azadinapthoselenophene group, azadibenzocarbazole group, azadibenzofluorene group, azadinapthosilol group , an azaphenanthrenobenzofuran group, an azaphenanthrenobenzothiophene group, an azaphenanthrenobenzoselenophene group, an azanaphthocarbazole group, an azanaphthofluorene group, or an azaphenanthrenobenzosilol group. You can.

According to another embodiment, the Y ₂ -containing ring B ₂ of Formula 1-1 and the Y ₄ -containing ring B ₄ of Formula 1-2 may be different from each other.

According to another embodiment, in Formula 1, W ₁ to W ₆ are independently of each other,

Hydrogen, deuterium, -F or cyano group;

C ₁ -C ₂₀ alkyl group or C ₃ -C ₁₀ cycloalkyl group, substituted or unsubstituted with deuterium, -F, cyano group, or any combination thereof;

Deuterium, -F, cyano group, C ₁ -C ₂₀ alkyl group, deuterated C ₁ -C ₂₀ alkyl group, fluorinated C ₁ -C ₂₀ alkyl group, phenyl group, deuterated phenyl group, fluorinated phenyl group, (C ₁ -C ₂₀ alkyl)phenyl group. , biphenyl group, deuterated biphenyl group, fluorinated biphenyl group, (C ₁ -C ₂₀ alkyl) biphenyl group, or any combination of substituted or unsubstituted phenyl group, biphenyl group, naphthyl group, dibenzofuranyl group, or di Benzothiophenyl group (or, thienyl group); or

-Si(Q ₁ )(Q ₂ )(Q ₃ );

It can be. Here, the description of each of Q ₁ to Q ₃ refers to what is described herein.

According to another embodiment, at least one of W ₁ to W ₆ may include at least one deuterium.

According to another embodiment, at least one of W ₁ to W ₆ may be a deuterated C ₁ -C ₂₀ alkyl group or a deuterated C ₃ -C ₁₀ cycloalkyl group.

As used herein, “biphenyl group” refers to a monovalent substituent having a structure in which two benzene groups are linked to each other through a single bond.

In this specification, examples of C ₃ -C ₁₀ cycloalkyl groups may include cyclopentyl group, cyclohexyl group, cycloheptyl group, adamantanyl group, and norbornanyl group.

As used herein, “deuteration” includes both fully deuteration and partially deuteration.

As used herein, “fluorination” includes both completely fluoride and partially fluoride.

In Formula 1, b1 to b6 each represent the number of W ₁ to W ₆ and, for example, may be independently 0, 1, 2, 3, or 4. When b1 is 2 or more, 2 or more W ₁ are the same or different from each other, when b2 is 2 or more, 2 or more W ₂ are the same or different from each other, and when b3 is 2 or more, 2 or more W ₃ are the same or different from each other, and b4 When is 2 or more, 2 or more W ₄ 's may be the same or different from each other, if b5 is 2 or more, 2 or more W ₅ 's may be the same or different from each other, and if b6 is 2 or more, 2 or more W ₆ 's may be the same or different from each other.

According to another embodiment, the iridium-containing organometallic compound may be an organometallic compound represented by Formula 1A or an organometallic compound represented by Formula 1B:

<Formula 1A>

<Formula 1B>

According to another embodiment, the iridium-containing organometallic compound may be an organometallic compound represented by Formula 1A-1, an organometallic compound represented by Formula 1B-1, or an organometallic compound represented by Formula 1C-1. :

<Formula 1A-1>

<Formula 1B-1>

Among the formulas 1A, 1B, 1A-1 and 1B-1,

n is 1 or 2,

Ring B ₂₁ is a C ₃ -C ₆₀ carbocyclic group or a C ₁ -C ₆₀ heterocyclic group,

Y ₁₁ is C(W ₁₁ ) or N, Y ₁₂ is C(W ₁₂ ) or N, Y ₁₃ is C(W ₁₃ ) or N, Y ₁₄ is C(W ₁₄ ) or N, Y ₂₁ is C(W ₂₁ ) or N, Y ₂₂ is C(W ₂₂ ) or N, Y ₂₃ is C(W ₂₃ ) or N, Y ₂₄ is C(W ₂₄ ) or N, Y ₂₅ is C (W ₂₅ ) or N, Y ₂₆ is C(W ₂₆ ) or N, Y ₃₁ is C(W ₃₁ ) or N, Y ₃₂ is C(W ₃₂ ) or N, Y ₃₃ is C(W ₃₃ ) or N, Y ₃₄ is C(W ₃₄ ) or N, Y ₄₁ is C(W ₄₁ ) or N, Y ₄₂ is C(W ₄₂ ) or N, Y ₄₃ is C(W ₄₃ ) or N, Y ₄₄ is C(W ₄₄ ) or N, Y ₅₁ is C(W ₅₁ ) or N, Y ₅₂ is C(W ₅₂ ) or N, Y ₅₃ is C(W ₅₃ ) or N , Y ₅₄ is C(W ₅₄ ) or N, Y ₆₁ is C(W ₆₁ ) or N, Y ₆₂ is C(W ₆₂ ) or N, Y ₆₃ is C(W ₆₃ ) or N, Y ₆₄ is C(W ₆₄ ) or N,

Y ₂₇ is O, S, Se, N(W ₂₇ ), C(W _27a )(W _27b ) or C(W _27a )(W _27b ),

For a description of each of W ₁₁ to W ₁₄ , refer to the description of W ₁ in this specification,

For a description of each of W ₂₁ to W ₂₇ , W _27a and W _27b , refer to the description of W ₂ in the specification,

b23 is one of the integers from 0 to 20,

For a description of each of W ₃₁ to W ₃₄ , refer to the description of W ₃ in this specification,

For a description of each of W ₄₁ to W ₄₄ , refer to the description of W ₄ in this specification,

For a description of each of W ₅₁ to W ₅₄ , refer to the description of W ₅ in this specification,

For a description of each of W ₆₁ to W ₆₄ , refer to the description of W ₆ in this specification,

Two or more of W ₁₁ to W ₁₄ are optionally combined with each other to form a C ₃ -C ₆₀ carbocyclic group substituted or unsubstituted with at least one R _10a or substituted or unsubstituted with at least one R _10a can form a C ₁ -C ₆₀ heterocyclic group,

Two or more of W ₂₁ to W ₂₇ , W _27a and W _27b are optionally combined with each other to form a C ₃ -C ₆₀ carbocyclic group substituted or unsubstituted with at least one R _10a or at least one R _10a may form a substituted or unsubstituted C ₁ -C ₆₀ heterocyclic group,

Two or more of W ₃₁ to W ₃₄ are optionally combined with each other to form a C ₃ -C ₆₀ carbocyclic group substituted or unsubstituted with at least one R _10a or substituted or unsubstituted with at least one R _10a can form a C ₁ -C ₆₀ heterocyclic group,

Two or more of W ₄₁ to W ₄₄ are optionally combined with each other to form a C ₃ -C ₆₀ carbocyclic group substituted or unsubstituted with at least one R _10a or substituted or unsubstituted with at least one R _10a It can form a C ₁ -C ₆₀ heterocyclic group.

Two or more of W ₅₁ to W ₅₄ are optionally combined with each other to form a C ₃ -C ₆₀ carbocyclic group substituted or unsubstituted with at least one R _10a or substituted or unsubstituted with at least one R _10a can form a C ₁ -C ₆₀ heterocyclic group,

Two or more of W ₆₁ to W ₆₄ are optionally combined with each other to form a C ₃ -C ₆₀ carbocyclic group substituted or unsubstituted with at least one R _10a or substituted or unsubstituted with at least one R _10a It can form a C ₁ -C ₆₀ heterocyclic group.

Since n in Formulas 1A and 1A-1 is 1 or 2, Formulas 1A and 1A-1 may correspond to organometallic compounds in which the third ligand in Formula 1 is the same as the second or first ligand.

The organometallic compound represented by Formula 1B or 1B-1 is an organometallic compound having three different bidentate ligands, wherein the third ligand in Formula 1 corresponds to a compound different from each of the first and second ligands. You can.

According to one embodiment, ring B ₂₁ in Formulas 1A and 1B is a benzene group, a naphthalene group, a phenanthrene group, an anthracene group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a quinoline group, an isoquinoline group, It may be a quinoxaline group, a quinazoline group, a benzoquinoline group, a benzoisoquinoline group, a benzoquinoxaline group, or a benzoquinazoline group.

According to another embodiment, ring B ₂₁ in Formulas 1A and 1B is a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a quinoline group, an isoquinoline group, a quinoxaline group, a quinazoline group, a benzoquinoline group, or a benzoline group. It may be an isoquinoline group, a benzoquinoxaline group, or a benzoquinazoline group.

According to another embodiment, at least one of Y ₂₁ to Y ₂₆ in Formulas 1A-1 and 1B-1 may be N.

According to another embodiment, at least one of Y ₂₃ to Y ₂₆ in Formulas 1A-1 and 1B-1 may be N.

According to another embodiment, in Formulas 1A-1 and 1B-1, Y ₂₆ may be N.

According to another embodiment, in Formulas 1A-1 and 1B-1, Y ₂₁ to Y ₂₅ may not be N, and Y ₂₆ may be N.

According to another embodiment, in Formulas 1A, 1B, 1A-1 and 1B-1, each of Y ₁₁ to Y ₁₄ , Y ₂₁ , Y ₂₂ , Y ₃₁ to Y ₃₄ and Y ₄₁ to Y ₄₄ may not be N. there is.

According to another embodiment, in Formula 1-1 The group indicated by, of Formula 1-2 above A group indicated by, of formulas 1-3 above The group indicated by, of formulas 1A, 1B, 1A-1 and 1B-1 The group indicated by, of formulas 1A, 1B, 1A-1 and 1B-1 Among the groups indicated by and the formulas 1B and 1B-1 The group represented by may be independently one of the groups represented by the following formulas BN-1 to BN-16:

Among the formulas BN-1 to BN-16,

For a description of each of W ₇₁ to W ₇₄ , refer to the description of W ₁ , W ₃ or W ₅ in the specification, but each of W ₇₁ to W ₇₄ is not hydrogen,

* is the binding site with iridium in formulas 1, 1A, 1B, 1A-1 and 1B-1,

*" is a bonding site with neighboring atoms in formulas 1, 1A, 1B, 1A-1, and 1B-1.

According to another embodiment, in Formula 1-1 The group indicated by, of Formula 1-2 above A group indicated by , and in Formulas 1-3 above The group represented by may be independently one of the groups represented by the following formulas BC-1 to BC-47:

Among the formulas BC-1 to BC-47,

Y ₈₀ is O, S, Se, N(W ₈₀ ), C(W _80a )(W _80b ) or Si(W _80a )(W _80b ),

For a description of each of W ₈₀ , W _80a and W _80b , refer to the description of W ₂ , W ₄ or W ₆ in this specification,

*' is the binding site with iridium in Formula 1,

*" is a bonding site with a neighboring atom in Chemical Formula 1.

The formulas BC-1 to BC-47 may be substituted or unsubstituted with W ₂ , W ₄ or W ₆ as described herein, which can be easily obtained from the structures of formulas 1-1, 1-2 and 1-3. It can be easily understood.

According to another embodiment, in Formula 1-1 The group represented by may be one of the groups represented by formulas BC-6 to BC-47.

According to another embodiment, in Formula 1-2, The group represented by may be one of the groups represented by formulas BC-1 to BC-5.

In Formula 2-1, b51 to b53 represent the number of L ₅₁ to L ₅₃ , respectively, and may be one of the integers from 1 to 5. When b51 is 2 or more, two or more L ₅₁ 's are the same as or different from each other, when b52 is 2 or more, two or more L ₅₂ 's are the same as or different from each other, and when b53 is 2 or more, two or more L ₅₃ 's are the same as each other. Or it may be different. For example, b51 to b53 may be independently 1 or 2.

In Formula 2-1, L ₅₁ to L ₅₃ are independently of each other,

single bond; or

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, phenyl group, naphthyl group, pyridinyl group, pyrimidi Nyl group, triazinyl group, fluorenyl group, dimethylfluorenyl group, diphenylfluorenyl group, carbazolyl group, phenylcarbazolyl group, dibenzofuranyl group, dibenzothiophenyl group, dibenzosilolyl group, dimethyldibenzosilolyl group , diphenyldibenzosilolyl group, -O(Q ₃₁ ), -S(Q ₃₁ ), -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ), -N(Q ₃₁ )(Q ₃₂ ), -B (Q ₃₁ )(Q ₃₂ ), -P(Q ₃₁ )(Q ₃₂ ), -C(=O)(Q ₃₁ ), -S(=O) ₂ (Q ₃₁ ), -P(=O)( Q ₃₁ ) (Q ₃₂ ), or any combination thereof, substituted or unsubstituted, benzene group, naphthalene group, anthracene group, phenanthrene group, triphenylene group, pyrene group, chrysene group, cyclopentadiene group , furan group, thiophene group, silol group, indene group, fluorene group, indole group, carbazole group, benzofuran group, dibenzofuran group, benzothiophene group, dibenzothiophene group, benzosilol group, di Benzosilol group, azafluorene group, azacarbazole group, azadibenzofuran group, azadibenzothiophene group, azadibenzosilol group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group , quinoline group, isoquinoline group, quinoxaline group, quinazoline group, phenanthroline group, pyrrole group, pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, thiazole group, iso Thiazole group, oxadiazole group, thiadiazole group, benzopyrazole group, benzoimidazole group, benzoxazole group, benzothiazole group, benzoxadiazole group, benzothiadiazole group, dibenzoxacillin group, dibenzothiacillin group, dibenzodihydroazacillin group, dibenzodihydrodicilline group, dibenzodihydrociline group, dibenzodioxine group, dibenzooxathiin group, dibenzoxazine group, Dibenzopyran group, dibenzodithiine group, dibenzothiazine group, dibenzothiopyran group, dibenzocyclohexadiene group, dibenzodihydropyridine group, dibenzodihydropyrazine group, indolocarbazole group, indolodibenzofuran group, or indolodibenzothiophene group;

ego,

Q ₃₁ to Q ₃₃ are each independently selected from hydrogen, deuterium, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, phenyl group, biphenyl group, terphenyl group, pyridinyl group, pyrimidinyl group, pyridazinyl group, It may be a pyrazinyl group or a triazinyl group.

In Formula 2-1, X ₅₄ is N or C(R ₅₄ ), X _{55 is} N or C ₍ R ₅₅ ), X ₅₆ is N or C(R ₅₆ ), and at least 2 of A dog can be N. For a description of R ₅₄ to R ₅₆ , refer to what is described in the present specification. For example, two or three of X ₅₄ to X ₅₆ may be N.

In the present specification, R ₅₁ to R ₅₆ , R ₇₁ to R ₇₆ , R ₈₁ to R ₈₅ , R 82a, R _82b , _{R 83a ,} R _83b , R _84a and R _84b are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, substituted _or unsubstituted C ₁ -C ₆₀ alkyl group, substituted or unsubstituted with at least one R _10a , or Unsubstituted, substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, substituted or unsubstituted with at least one R _10a , substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, substituted or unsubstituted with at least one R _10a substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, C ₃ -C ₆₀ carbocyclic group substituted or unsubstituted with at least one R _10a , C ₁ -C substituted or unsubstituted with at least one R _{10a 60} heterocyclic group, C ₆ -C ₆₀ aryloxy group, unsubstituted or substituted with at least one R _10a , C ₆ -C ₆₀ arylthio group, unsubstituted or substituted with at least one R _10a , at least one R C ₇ -C ₆₀ arylalkyl group substituted or unsubstituted with _10a , C ₂ -C ₆₀ heteroarylalkyl group substituted or unsubstituted with at least one R _10a , -C(Q ₁ )(Q ₂ )(Q ₃ ), -Si(Q ₁ )(Q ₂ )(Q ₃ ), -N(Q ₁ )(Q ₂ ), -B(Q ₁ )(Q ₂ ), -C(=O)(Q ₁ ), -S It may be (=O) ₂ (Q ₁ ) or -P(=O)(Q ₁ )(Q ₂ ). For descriptions of Q ₁ to Q ₃ , refer to what is described in the present specification.

For example, i) R ₁ to R ₇ , R _5a , R _5b , R _6a , R _6b , R _7a , R _7b , R', and R" in Formula 10, ii) Formula 1, 1A, 1B , 1A-1, 1B-1, BN-1 to BN-16 and BC-1 to BC-47, W ₁ to W ₆ , W ₁₁ to W ₁₄ , W ₂₁ to W ₂₇ , W _27a , W _27b , W ₃₁ to W ₃₄ , W ₄₁ to W ₄₄ , W ₇₁ to W ₇₄ , W ₈₀ , W _80a and W _80b , and iii) R ₅₁ to R ₅₆ , R ₇₁ in Formulas 2-1 and 3-1 to 3-6 to R ₇₆ , R ₈₁ to R ₈₅ , R _82a , R _82b , R _83a , R _83b , R _84a and R _84b and iv) R _10a are independently of each other,

Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C ₁ -C ₂₀ alkyl group or C ₁ -C ₂₀ alkoxy group;

Deuterium, -F, -Cl, -Br, -I, -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , hydroxyl group, cyano group, nitro group, C ₁ -C ₁₀ Alkyl group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl, norbornanyl, norbornenyl, cyclopentenyl, cyclohexyl. C ₁ -C 20 alkyl group or C ₁ -C ₂₀ alkoxy group substituted with cenyl group, cycloheptenyl group, phenyl group, biphenyl group, naphthyl group, pyridinyl group, _pyrimidinyl group, or any combination thereof;

Deuterium, -F, -Cl, -Br, -I, -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , hydroxyl group, cyano group, nitro group, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornanyl group, norbornenyl group ), cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C ₁ -C ₁₀ alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenyl Renyl group, pyrenyl group, chrysenyl group, pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazolyl group Zinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indolyl group, indazolyl group, purinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinoli Nyl group, carbazolyl group, phenanthrolinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, benzothiazolyl group, benzoisoxazolyl group, benzoisoxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group , triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, imidazopyridinyl group, imidazopyrimidinyl group, -O (Q ₃₁ ), -S (Q ₃₁ ), -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ), -N(Q ₃₁ )(Q ₃₂ ), -B(Q ₃₁ )(Q ₃₂ ), -P(Q ₃₁ )(Q ₃₂ ), Substituted or unsubstituted with -C(=O)(Q ₃₁ ), -S(=O) ₂ (Q ₃₁ ), -P(=O)(Q ₃₁ )(Q ₃₂ ), or any combination thereof, Cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, Phenyl group, biphenyl group, C ₁ -C ₁₀ alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrrolyl group, thio Phenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group , indolyl group, indazolyl group, purinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazolyl group, phenanthrolinyl group, benzoimidazolyl group, Benzofuranyl group, benzothiophenyl group, benzoisothiazolyl group, benzooxazolyl group, benzoisoxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group , benzocarbazolyl group, dibenzocarbazolyl group, imidazopyridinyl group, imidazopyrimidinyl group, azacarbazolyl group, azadibenzofuranyl group, azadibenzothiophenyl group, azafluorenyl group, azadibenzosilol The group denoted by diary or formula 91; or

-C(Q ₁ )(Q ₂ )(Q ₃ ), -Si(Q ₁ )(Q ₂ )(Q ₃ ), -N(Q ₁ )(Q ₂ ), -B(Q ₁ )(Q ₂ ), -C(=O)(Q ₁ ), -S(=O) ₂ (Q ₁ ) or -P(=O)(Q ₁ )(Q ₂ );

ego,

Q ₁ to Q ₃ and Q ₃₁ to Q ₃₃ are independently of each other,

-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 ; or

n-propyl, substituted or unsubstituted with deuterium, C ₁ -C ₁₀ alkyl group, phenyl group, biphenyl group, pyridinyl group, pyrimidinyl group, pyridazinyl group, pyrazinyl group, triazinyl group, or any combination thereof group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group, naphthyl group, pyrite Dinyl group, pyrimidinyl group, pyridazinyl group, pyrazinyl group, or triazinyl group;

It can be:

<Formula 91>

In Formula 91 above,

Ring CY ₉₁ and ring CY ₉₂ are, independently of each other, a C ₅ -C ₃₀ carbocyclic group unsubstituted or substituted with at least one R _10a or a C ₁ -C ₃₀ heterocyclic group unsubstituted or substituted with at least one R _10a It is a cyclic group,

_{and _ _ _ _ _ _}

For descriptions of R ₉₁ , R _91a and R _91b , refer to the descriptions of R ₈₂ , R _82a and R _82b in this specification, respectively,

For a description of R _10a , refer to what is described herein,

* is a bonding site with a neighboring atom.

For example, in Formula 91 above,

Ring CY ₉₁ and ring CY ₉₂ are, independently of each other, a benzene group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, or a triazine group, substituted or unsubstituted with at least one R _10a ,

R ₉₁ , R _91a and R _91b are independently of each other,

hydrogen or C ₁ -C ₁₀ alkyl group; or

Substituted or unsubstituted with deuterium, C ₁ -C ₁₀ alkyl group, phenyl group, biphenyl group, pyridinyl group, pyrimidinyl group, pyridazinyl group, pyrazinyl group, triazinyl group, or any combination thereof, phenyl group, pyridine Dinyl group, pyrimidinyl group, pyridazinyl group, pyrazinyl group, or triazinyl group;

It can be.

According to another embodiment, i) R ₁ to R ₇ , R _5a , R _5b , R _6a , R _6b , R _7a , R _7b , R', and R" in Formula 10, ii) Formula 1, W 1 to W 6, W 11 to W 14, W ₂₁ to W 27, W _27a , W among 1A, 1B, 1A-1, 1B-1, BN- ₁ to BN- ₁₆ and _{BC-1 to} BC- _{47 27b} , W ₃₁ to W ₃₄ , W ₄₁ to W ₄₄ , W ₇₁ to W ₇₄ , W ₈₀ , W _80a and W _80b , and iii) R ₅₁ to R ₅₆ in Formulas 2-1 and 3-1 to 3-6 , R ₇₁ to R ₇₆ , R ₈₁ to R ₈₅ , R _82a , R _82b , R _83a , R _83b , R _84a and R _84b and iv) R _10a are each independently selected from hydrogen, deuterium, -F, cyano group, Nitro group, -CH ₃ , -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , a group represented by one of the following formulas 9-1 to 9-19, the following formula A group represented by one of 10-1 to 10-246, -C(Q ₁ )(Q ₂ )(Q ₃ ), -Si(Q ₁ )(Q ₂ )(Q ₃ ) or -P(=O)( Q ₁ )(Q ₂ ) (provided that the description of Q ₁ to Q ₃ refers to what is described herein) (provided that each of R _10a and W ₇₁ to W ₇₄ is not hydrogen):

In Formulas 9-1 to 9-19 and 10-1 to 10-246, * is a bonding site with an adjacent atom, Ph is a phenyl group, and TMS is a trimethylsilyl group.

In Formulas 3-1 to 3-5, a71 to a74 each represent the number of R ₇₁ to R ₇₄ and may independently be an integer of 0 to 20. When a71 is 2 or more, 2 or more R ₇₁ 's may be the same as or different from each other, and when a72 is 2 or more, 2 or more R ₇₂ 's may be the same or different from each other. When a73 is 2 or more, 2 or more R ₇₃ 's may be the same as or different from each other. It may be the same or different, and when a74 is 2 or more, 2 or more R ₇₄ may be the same or different from each other. The a71 to a74 may be independently integers from 0 to 8. In Formula 3-6, a75 and a76 represent the numbers of R ₇₅ and R ₇₆ , respectively, and are independently integers from 0 to 4.

In Formula 1, i) two or more of b1 W ₁ are optionally bonded to each other, forming a C ₃ -C ₆₀ carbocyclic group substituted or unsubstituted with at least one R _10a or at least one R _10a may form a substituted or unsubstituted C ₁ -C ₆₀ heterocyclic group, ii) two or more of the b2 W ₂ are optionally bonded to each other, and are substituted or unsubstituted with at least one R _10a may form a C ₃ -C ₆₀ carbocyclic group or a C ₁ -C ₆₀ heterocyclic group substituted or unsubstituted with at least one R _10a , iii) two or more of the b3 W ₃ are optionally ( optionally) combined with each other to form a C ₃ -C ₆₀ carbocyclic group substituted or unsubstituted with at least one R _10a or a C ₁ -C ₆₀ heterocyclic group substituted or unsubstituted with at least one R _10a may be, iv) two or more of the b4 W ₄ are optionally combined with each other, and are substituted with at least one R _10a substituted or unsubstituted C ₃ -C ₆₀ carbocyclic group or at least one R _10a Or, it may form an unsubstituted C ₁ -C ₆₀ heterocyclic group, and v) two or more of the b5 W ₅ are optionally combined with each other to form a C that is unsubstituted or substituted with at least one R _10a may form a ₃ -C ₆₀ carbocyclic group or a C ₁ -C ₆₀ heterocyclic group substituted or unsubstituted with at least one R _10a , and vi) two or more of b6 W ₆ are optionally By combining with each other, they can form a C ₃ -C ₆₀ carbocyclic _group substituted or unsubstituted with at least one R _10a or a C ₁ -C ₆₀ heterocyclic group substituted or unsubstituted with at least one R 10a .

Meanwhile, in Formulas 3-1 to 3-6, L ₈₁ to L ₈₅ are independently of each other,

single bond;

*-C(Q ₄ )(Q ₅ )-*' or *-Si(Q ₄ )(Q ₅ )-*'; or

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, phenyl group, naphthyl group, pyridinyl group, pyrimidi Nyl group, triazinyl group, fluorenyl group, dimethylfluorenyl group, diphenylfluorenyl group, carbazolyl group, phenylcarbazolyl group, dibenzofuranyl group, dibenzothiophenyl group, dibenzosilolyl group, dimethyldibenzosilolyl group , diphenyldibenzosilolyl group, -O(Q ₃₁ ), -S(Q ₃₁ ), -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ), -N(Q ₃₁ )(Q ₃₂ ), -B (Q ₃₁ )(Q ₃₂ ), -P(Q ₃₁ )(Q ₃₂ ), -C(=O)(Q ₃₁ ), -S(=O) ₂ (Q ₃₁ ), -P(=O)( Q ₃₁ ) (Q ₃₂ ), or any combination thereof, substituted or unsubstituted, benzene group, naphthalene group, anthracene group, phenanthrene group, triphenylene group, pyrene group, chrysene group, cyclopentadiene group , furan group, thiophene group, silol group, indene group, fluorene group, indole group, carbazole group, benzofuran group, dibenzofuran group, benzothiophene group, dibenzothiophene group, benzosilol group, di Benzosilol group, azafluorene group, azacarbazole group, azadibenzofuran group, azadibenzothiophene group, azadibenzosilol group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group , quinoline group, isoquinoline group, quinoxaline group, quinazoline group, phenanthroline group, pyrrole group, pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, thiazole group, iso thiazole group, oxadiazole group, thiadiazole group, benzopyrazole group, benzoimidazole group, benzooxazole group, benzothiazole group, benzoxadiazole group or benzothiadiazole group;

ego,

Q ₄ , Q ₅ , Q ₃₁ to Q ₃₃ are each independently selected from hydrogen, deuterium, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, phenyl group, biphenyl group, terphenyl group, pyridinyl group, pyrimidinyl group , it may be a pyridazinyl group, a pyrazinyl group, or a triazinyl group.

Compound Specific Examples

According to one embodiment, the first emitter may be one of the following compounds GD01 to GD25:

According to another implementation, the first host may be one of the following Host1 to Host4:

According to another embodiment, the first material may be one of the following compounds GI01 to GI09:

[Description of Figure 1]

Figure 1 schematically shows a cross-sectional view of a light-emitting device 10 according to an embodiment of the present invention. The light emitting device 10 includes a first electrode 110, an intermediate layer 130, and a second electrode 150.

Hereinafter, the structure and manufacturing method of the light emitting device 10 according to an embodiment of the present invention will be described with reference to FIG. 1.

[First electrode (110)]

A substrate may be additionally disposed below the first electrode 110 or above the second electrode 150 in FIG. 1 . As the substrate, a glass substrate or a plastic substrate can be used. Alternatively, the substrate may be a flexible substrate, for example, polyimide, polyethylene terephthalate (PET), polycarbonate, polyethylene naphthalate, polyarylate ( It may include a plastic with excellent heat resistance and durability, such as PAR (polyarylate), polyetherimide, or any combination thereof.

The first electrode 110 may be formed, for example, by providing a first electrode material on the upper part of the substrate using a deposition method or sputtering method. When the first electrode 110 is an anode, a high work function material that facilitates hole injection can be used as the first electrode material.

The first electrode 110 may be a reflective electrode, a transflective electrode, or a transmissive electrode. In order to form the first electrode 110, which is a transmissive electrode, indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO ₂ ), zinc oxide (ZnO), or a material for the first electrode is used. Any combination can be used. Alternatively, in order to form the first electrode 110, which is a transflective electrode or a reflective electrode, magnesium (Mg), silver (Ag), aluminum (Al), or aluminum-lithium (Al-Li) may be used as the first electrode material. ), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), or any combination thereof can be used.

The first electrode 110 may have a single-layer structure (consist of a single layer) or a multi-layer structure including a plurality of layers. For example, the first electrode 110 may have a three-layer structure of ITO/Ag/ITO.

[Middle layer (130)]

An intermediate layer 130 is disposed on the first electrode 110. The intermediate layer 130 includes a light emitting layer.

The intermediate layer 130 includes a hole transport region disposed between the first electrode 110 and the light-emitting layer and an electron transport region disposed between the light-emitting layer and the second electrode 150. region) may be further included.

In addition to various organic materials, the intermediate layer 130 may further include metal-containing compounds such as organometallic compounds and inorganic materials such as quantum dots.

Meanwhile, the intermediate layer 130 includes i) two or more emitting units sequentially stacked between the first electrode 110 and the second electrode 150, and ii) between two adjacent emitting units. It may include a charge generation layer disposed in. When the intermediate layer 130 includes the light emitting unit and the charge generation layer as described above, the light emitting device 10 may be a tandem light emitting device.

[Hole transport area in middle layer 130]

The hole transport region may have i) a single layer structure consisting of a single material, ii) a single layer structure consisting of a plurality of different materials, or iii) a single layer structure consisting of a plurality of different materials. It may have a multi-layer structure including a plurality of layers containing different materials.

The hole transport region may include a first layer as described herein. In addition to the first layer, the hole transport region may optionally further include at least one of a second layer and a third layer.

When the hole transport region includes a third layer, a second layer, and a first layer, the third layer, the second layer, and the first layer may have a structure in which they are sequentially stacked from the first electrode 110. there is. The first layer is in direct contact with the light emitting layer.

In addition to the first layer, the hole transport region may further include a hole injection layer, a hole transport layer, a light emission auxiliary layer, an electron blocking layer, or any combination thereof.

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

<Formula 201>

<Formula 202>

In formulas 201 and 202,

L ₂₀₁ to L ₂₀₄ are each independently a C ₃ -C ₆₀ carbocyclic group unsubstituted or substituted with at least one R _10a , or a C ₁ -C ₆₀ heterocyclic group unsubstituted or substituted with at least one R _10a Click group,

L ₂₀₅ is *-O-*', *-S-*', *-N(Q ₂₀₁ )-*', at least one C ₁ -C ₂₀ alkylene group substituted or unsubstituted with at least one R _10a C ₂ -C ₂₀ alkenylene group substituted or unsubstituted with R _10a , C ₃ -C ₆₀ carbocyclic group substituted or unsubstituted with at least one R _10a , or unsubstituted or substituted with at least one R _10a is a C ₁ -C ₆₀ heterocyclic group,

xa1 to xa4 are independently one of the integers from 0 to 5,

xa5 is one of the integers from 1 to 10,

R ₂₀₁ to R ₂₀₄ and Q ₂₀₁ are each independently a C ₃ -C ₆₀ carbocyclic group substituted or unsubstituted with at least one R _10a , or a C ₁ -C substituted or unsubstituted with at least one R _{10a 60} heterocyclic groups,

R ₂₀₁ and R ₂₀₂ are optionally a single bond, a C ₁ -C ₅ alkylene group substituted or unsubstituted with at least one R _10a , or a C ₂ -C substituted or unsubstituted with at least one R _{10a 5} may be linked to each other through an alkenylene group to form a C ₈ -C ₆₀ polycyclic group (e.g., carbazole group, etc.) substituted or unsubstituted with at least one R _10a (e.g., the following compounds HT16, etc.),

R ₂₀₃ and R ₂₀₄ are optionally a single bond, a C ₁ -C 5 alkylene group substituted or unsubstituted with at least one R _10a , or a C ₂ -C ₅ unsubstituted or substituted with at least _one R _10a may be linked to each other through an alkenylene group to form a C ₈ -C ₆₀ polycyclic group substituted or unsubstituted with at least one R _10a ,

na1 may be one of the integers from 1 to 4.

For example, each of the first, second, and third materials described herein is, among the compounds represented by Formula 201 and the compounds represented by Formula 202, under the conditions as described herein (e.g. , HOMO energy level conditions, etc.).

For example, each of Formulas 201 and 202 may include at least one of the groups represented by the following Formulas CY201 to CY217:

In the above formulas CY201 to CY217, the description of R _10b and R _10c each refers to the description of R _10a in the specification, and rings CY ₂₀₁ to CY ₂₀₄ are each independently a C ₃ -C ₂₀ carbocyclic group. or a C ₁ -C ₂₀ heterocyclic group, and at least one hydrogen in the formulas CY201 to CY217 may be substituted or unsubstituted with R _10a as described herein.

According to one embodiment, rings CY ₂₀₁ to CY ₂₀₄ in the formula CY201 to CY217 may independently be a benzene group, a naphthalene group, a phenanthrene group, or an anthracene group.

According to another embodiment, each of Formulas 201 and 202 may include at least one of the groups represented by Formulas CY201 to CY203.

According to yet another embodiment, Formula 201 may include at least one of the groups represented by Formulas CY201 to CY203 and at least one of the groups represented by Formulas CY204 to CY217, respectively.

According to another embodiment, in Formula 201, xa1 is 1, R ₂₀₁ is a group represented by one of the formulas CY201 to CY203, xa2 is 0, and R ₂₀₂ may be a group represented by one of the formulas CY204 to CY207. .

According to another embodiment, each of Formulas 201 and 202 may not include the group represented by Formulas CY201 to CY203.

According to yet another embodiment, each of the formulas 201 and 202 does not include the group represented by the formulas CY201 to CY203, and may include at least one of the groups represented by the formulas CY204 to CY217.

As another example, each of Formulas 201 and 202 may not include the group represented by Formulas CY201 to CY217.

The thickness of the hole transport region may be about 50Å to about 10000Å, for example, about 100Å to about 4000Å. Here, the thickness of the third layer may be from about 20 Å to about 7000 Å, the thickness of the second layer may be from about 20 Å to about 4000 Å, and the thickness of the first layer may be from about 10 Å to about 4000 Å. When the thickness of each of the hole transport region, third layer, second layer, and first layer satisfies the range described above, satisfactory hole transport characteristics can be obtained without a substantial increase in driving voltage.

Examples of compounds that can be included in the hole transport region, for example, compounds that can be included in the first layer, second layer, and third layer, respectively, include compounds HT01 to HT10, G'01 to G, described herein. '10, GI01 to GI09, etc. may be included.

[p-dopant]

In addition to the materials described above, the hole transport region may include a charge-generating material to improve conductivity. The charge-generating material may be uniformly or non-uniformly dispersed (eg, in the form of a single layer consisting of the charge-generating material) within the hole transport region.

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

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

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

Examples of the quinone derivative may include TCNQ, F4-TCNQ, etc.

Examples of the cyano group-containing compound may include HAT-CN (or HAT), a compound represented by the following formula 221, etc.

<Formula 221>

In Formula 221,

R ₂₂₁ to R ₂₂₃ are each independently a C ₃ -C ₆₀ carbocyclic group unsubstituted or substituted with at least one R _10a or a C ₁ -C ₆₀ heterocyclic group unsubstituted or substituted with at least one R _10a It's a group,

At least one of R ₂₂₁ to R ₂₂₃ is independently a cyano group; -F; -Cl; -Br; -I; a C ₁ -C ₂₀ alkyl group substituted with a cyano group, -F, -Cl, -Br, -I, or any combination thereof; It may be a C ₃ -C ₆₀ carbocyclic group or a C ₁ -C ₆₀ heterocyclic group substituted with or any combination thereof.

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

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

Examples of the metalloid may include silicon (Si), antimony (Sb), tellurium (Te), etc.

Examples of the non-metal may include oxygen (O), halogen (eg, F, Cl, Br, I, etc.).

For example, the element EL1 and element EL2-containing compounds include metal oxides, metal halides (e.g., metal fluorides, metal chlorides, metal bromides, metal iodides, etc.), metalloid halides (e.g. , metalloid fluoride, metalloid chloride, metalloid bromide, metalloid iodide, etc.), metal telluride, or any combination thereof.

Examples of the metal oxide include tungsten oxide (e.g., WO, W ₂ O ₃ , WO ₂ , WO ₃ , W ₂ O ₅ , etc.), vanadium oxide (e.g., VO, V ₂ O ₃ , VO ₂ , V ₂ O ₅ , etc.), molybdenum oxide (MoO, Mo ₂ O ₃ , MoO ₂ , MoO ₃ , Mo ₂ O ₅ , etc.), rhenium oxide (for example, ReO ₃ etc.), etc.

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

Examples of the alkali metal halides include LiF, NaF, KF, RbF, CsF, LiCl, NaCl, KCl, RbCl, CsCl, LiBr, NaBr, KBr, RbBr, CsBr, LiI, NaI, KI, RbI, CsI, etc. It can be included.

Examples of the alkaline earth metal halides include BeF ₂ , MgF ₂ , CaF ₂ , SrF ₂ , BaF ₂ , BeCl ₂ , MgCl ₂ , CaCl ₂ , SrCl ₂ , BaCl ₂ , BeBr ₂ , MgBr ₂ , CaBr ₂ , SrBr ₂ , BaBr ₂ , BeI ₂ , MgI ₂ , CaI ₂ , SrI ₂ , BaI _2, etc.

Examples of the transition metal halides include titanium halides (e.g., TiF ₄ , TiCl ₄ , TiBr ₄ , TiI _{4 ,} etc.), zirconium halides (e.g., ZrF ₄ , ZrCl ₄ , ZrBr ₄ , ZrI ₄ etc.), hafnium halides (e.g. HfF ₄ , HfCl ₄ , HfBr ₄ , HfI ₄ etc.), vanadium halides (e.g. VF ₃ , VCl ₃ , VBr ₃ , VI ₃ etc.), niobium halides (e.g., NbF ₃ , NbCl ₃ , NbBr ₃ , NbI _{3 ,} etc.), tantalum halides (e.g., TaF ₃ , TaCl ₃ , TaBr ₃ , TaI _{3 ,} etc.), chromium halides (e.g., CrF ₃ , CrCl ₃ , CrBr ₃ , CrI _3, etc.), molybdenum halides (e.g., MoF ₃ , MoCl ₃ , MoBr ₃ , MoI _3, etc.), tungsten halides (e.g., WF ₃ , WCl ₃ , WBr) ₃ , WI _3, etc.), manganese halides (e.g., MnF ₂ , MnCl ₂ , MnBr ₂ , MnI _2, etc.), technetium halides (e.g., TcF ₂ , TcCl ₂ , TcBr ₂ , TcI ₂ , etc.) , rhenium halides (e.g., ReF ₂ , ReCl ₂ , ReBr ₂ , ReI _{2 ,} etc.), iron halides (e.g., FeF ₂ , FeCl ₂ , FeBr ₂ , FeI _{2 ,} etc.), ruthenium halides (e.g. For example, RuF ₂ , RuCl ₂ , RuBr ₂ , RuI _2, etc.), osmium halides (for example, OsF ₂ , OsCl ₂ , OsBr ₂ , OsI _2, etc.), cobalt halides (for example, CoF ₂ , CoCl ₂ , CoBr ₂ , CoI _{2 ,} etc.), rhodium halides (e.g. RhF ₂ , RhCl ₂ , RhBr 2 , _{RhI 2} , etc.), iridium halides (e.g. IrF ₂ , IrCl ₂ , IrBr ₂ , IrI _2, etc.), nickel halides (e.g., NiF ₂ , NiCl ₂ , NiBr ₂ , NiI _2, etc.), palladium halides (e.g., PdF ₂ , PdCl ₂ , PdBr ₂ , PdI _2, etc.), platinum. Halides (e.g., PtF ₂ , PtCl ₂ , PtBr ₂ , PtI _{2 ,} etc.), copper halides (e.g., CuF, CuCl, CuBr, CuI, etc.), silver halides (e.g., AgF, AgCl , AgBr, AgI, etc.), gold halides (e.g., AuF, AuCl, AuBr, AuI, etc.).

Examples of metal halides after the transfer include zinc halides (e.g. ZnF ₂ , ZnCl ₂ , ZnBr ₂ , ZnI ₂ etc.), indium halides (e.g. InI ₃ etc.), tin halides (e.g. For example, SnI _2, etc.), etc. may be included.

Examples of the lanthanide metal halide include YbF, YbF ₂ , YbF ₃ , SmF ₃ , YbCl, YbCl ₂ , YbCl ₃ SmCl ₃ , YbBr, YbBr ₂ , YbBr ₃ , SmBr ₃ , YbI, YbI ₂ , YbI ₃ , It may include SmI ₃ , etc.

Examples of the metalloid halide may include antimony halide (eg, SbCl ₅ , etc.).

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

[Emitting layer in the middle layer (130)]

When the light-emitting device 10 is a full-color light-emitting device, the light-emitting layer may be patterned into a red light-emitting layer, a green light-emitting layer, and/or a blue light-emitting layer for each subpixel. Alternatively, the light-emitting layer may have a structure in which two or more layers of a red light-emitting layer, a green light-emitting layer, and a blue light-emitting layer are stacked in contact or spaced apart, or two or more materials of a red light-emitting material, a green light-emitting material, and a blue light-emitting material are mixed without layer distinction. It has a structured structure and can emit white light.

According to one embodiment, in addition to the first emitter and the first host as described herein, the light emitting layer may further include an auxiliary dopant, a sensorizer, a delayed fluorescent material, or any combination thereof.

The content of the first emitter in the light-emitting layer may be about 0.01 to about 15 parts by weight per 100 parts by weight of the light-emitting layer. When the content of the first emitter satisfies the range described above, excellent luminous efficiency can be achieved without a driving voltage.

The thickness of the light emitting layer may be about 100Å to about 1000Å, for example, about 200Å to about 600Å. When the thickness of the light-emitting layer satisfies the range described above, excellent light-emitting characteristics can be exhibited without a substantial increase in driving voltage.

For descriptions of each of the first emitter and first host of the light emitting layer, refer to what is described in this specification.

[Fluorescent dopant]

The light emitting layer may further include a fluorescent dopant in addition to the first emitter and first host as described herein.

The fluorescent dopant may include an arylamine compound, a styrylamine compound, a boron-containing compound, or any combination thereof.

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

<Formula 501>

In formula 501,

Ar ₅₀₁ , L ₅₀₁ to L ₅₀₃ , R ₅₀₁ and R ₅₀₂ are each independently a C ₃ -C ₆₀ carbocyclic group unsubstituted or substituted with at least one R _10a , or substituted or unsubstituted with at least one R _10a It is a circular C ₁ -C ₆₀ heterocyclic group,

xd1 to xd3 are independently 0, 1, 2, or 3,

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

For example, Ar ₅₀₁ in Formula 501 may include a condensed ring group in which three or more monocyclic groups are condensed with each other (eg, an anthracene group, chrysene group, pyrene group, etc.).

As another example, in Formula 501, xd4 may be 2.

For example, the fluorescent dopant may include one of the following compounds FD1 to FD36, DPVBi, DPAVBi, or any combination thereof:

[Delayed fluorescent material]

The light emitting layer may further include a delayed fluorescent material in addition to the first emitter and the first host.

The delayed fluorescent material herein may be selected from any compound capable of emitting delayed fluorescence by a delayed fluorescence emission mechanism.

The delayed fluorescent material included in the light-emitting layer may function as a host or dopant, depending on the type of other material included in the light-emitting layer.

According to one embodiment, the difference between the triplet energy level (eV) of the delayed fluorescent material and the singlet energy level (eV) of the delayed fluorescent material may be 0 eV or more and 0.5 eV or less. The difference between the triplet energy level (eV) of the delayed fluorescent material and the singlet energy level (eV) of the delayed fluorescent material satisfies the range described above, thereby changing the delayed fluorescent material from the triplet state to the singlet state. Reverse energy transfer (up-conversion) is effectively achieved, and the luminous efficiency of the light-emitting device 10 can be improved.

For example, the delayed fluorescent material may _include : i) at _least one electron donor (e.g., a π electron-rich C ₃ -C ₆₀ cyclic group such as a carbazole group) group), etc.) and at least one electron acceptor (e.g., sulfoxide group, cyano group, π electron-deficient nitrogen-containing C ₁ -C ₆₀ cyclic group (π electron-deficient nitrogen-containing C ₁ - ii) materials containing a C _{8 -C 60} polycyclic group containing two or more cyclic groups condensed while sharing boron (B); and ii) materials containing a C ₈ -C ₆₀ polycyclic group.

Examples of the delayed fluorescent material may include at least one of the following compounds DF1 to DF14:

[Electron transport area in middle layer 130]

The electron transport region is i) a single layer structure consisting of a single material, ii) a single layer structure consisting of a plurality of different materials, or iii) a plurality of structures. It may have a multi-layer structure including a plurality of layers containing different materials.

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

For example, the electron transport region may be an electron transport layer/electron injection layer, a hole blocking layer/electron transport layer/electron injection layer, an electron control layer/electron transport layer/electron injection layer, or a buffer layer/electron transport layer/ It may have a structure such as an electron injection layer.

According to one embodiment, the electron transport region includes a buffer layer and an electron transport layer, the buffer layer is disposed between the light-emitting layer and the second electrode 150, and the electron transport layer is disposed between the buffer layer and the second electrode 150. ) can be placed between. That is, the light-emitting device may have a structure in which the buffer layer and the electron transport layer are sequentially stacked from the light-emitting layer.

According to one embodiment, the LUMO energy level of the buffer layer material included in the buffer layer may be -2.50 eV to -2.10 eV, or -2.40 eV to -2.20 eV.

According to another embodiment, the electron mobility of the buffer layer material included in the buffer layer is 4.38 x 10 ^-5 cm ² /Vs to 7.00 x 10 ^-3 cm ² /Vs, or 5.00 x 10 ^-4 cm ² /Vs to It may be 4.58 x 10 ^-4 cm ² /Vs.

According to another embodiment, the LUMO energy level of the electron transport layer material included in the electron transport layer may be -2.50 eV to -2.10 eV, or -2.40 eV to -2.20 eV.

According to another embodiment, the electron mobility of the electron transport layer material included in the electron transport layer is 6.95 x 10 ^-5 cm ² /Vs to 1.39 x 10 ^-3 cm ² /Vs, or 9.00 x 10 ^-4 cm ² /Vs to 1.20 x 10 ^-3 cm ² /Vs.

According to another implementation, the absolute value of the LUMO energy level of the buffer layer material may be greater than the absolute value of the LUMO energy level of the first host.

According to another implementation, the absolute value of the difference between the LUMO energy level of the first host and the LUMO energy level of the buffer layer material may be 0 eV to 0.60 eV, or 0 eV to 0.54 eV.

According to another embodiment, the absolute value of the LUMO energy level of the electron transport layer material may be greater than the absolute value of the LUMO energy level of the buffer layer material.

According to another embodiment, the absolute value of the LUMO energy level of the electron transport layer material may be smaller than the absolute value of the LUMO energy level of the buffer layer material.

According to another embodiment, the absolute value of the difference between the LUMO energy level of the buffer layer material and the LUMO energy level of the electron transport layer material may be 0 eV to 0.30 eV.

The electron transport region (e.g., a buffer layer, a hole blocking layer, an electron control layer, or an electron transport layer among the electron transport regions) contains at least one π electron-deficient nitrogen-containing C ₁ -C ₆₀ cyclic group (π electron It may include metal-free compounds including -deficient nitrogen-containing C ₁ -C ₆₀ cyclic group).

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

<Formula 601>

[Ar ₆₀₁ ] _xe11 -[(L ₆₀₁ ) _xe1 -R ₆₀₁ ] _xe21

In the above formula 601,

Ar ₆₀₁ , and L ₆₀₁ are each independently a C ₃ -C ₆₀ carbocyclic group unsubstituted or substituted with at least one R _10a , or a C ₁ -C ₆₀ heterocyclic group unsubstituted or substituted with at least one R _10a It is a cyclic group,

xe11 is 1, 2, or 3,

xe1 is 0, 1, 2, 3, 4, or 5,

R ₆₀₁ is a C ₃ -C ₆₀ carbocyclic group unsubstituted or substituted with at least one R _10a , a C ₁ -C ₆₀ heterocyclic group unsubstituted or substituted with at least _one R 10a, -Si(Q ₆₀₁ )(Q ₆₀₂ )(Q ₆₀₃ ), -C(=O)(Q ₆₀₁ ), -S(=O) ₂ (Q ₆₀₁ ), or -P(=O)(Q ₆₀₁ )(Q ₆₀₂ ) ,

For the description of Q ₆₀₁ to Q ₆₀₃ , respectively, refer to the description of Q ₁ in this specification,

xe21 is 1, 2, 3, 4, or 5,

At least one of Ar ₆₀₁ , L ₆₀₁ and R ₆₀₁ is, independently of each other, a π electron-deficient nitrogen-containing C ₁ -C ₆₀ cyclic group (for example, at least one substituted or unsubstituted with at least one R _10a substituted or unsubstituted with R10a, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, oxadiazole group, thiadiazole group, imidazole group, benzimi Dazole group, quinoxaline group, quinazoline group, etc.).

For example, when xe11 in Formula 601 is 2 or more, 2 or more Ar ₆₀₁ may be connected to each other through a single bond.

As another example, Ar ₆₀₁ in Formula 601 may be a substituted or unsubstituted anthracene group.

According to one embodiment, the electron transport region includes a buffer layer and an electron transport layer sequentially stacked from the light emitting layer, and each of the buffer layer material and the electron transport layer material is selected from the compound represented by Formula 601 under the conditions as described herein. It may be a compound that satisfies (for example, LUMO energy level, etc.).

As another example, the electron transport region may include a compound represented by the following formula 601-1:

<Formula 601-1>

In the above formula 601-1,

X ₆₁₄ is N or C(R ₆₁₄ ), X ₆₁₅ is N _or C ₍ R ₆₁₅ ), X ₆₁₆ is N or C(R ₆₁₆ ), and at least one of

For descriptions of L ₆₁₁ to L ₆₁₃ , refer to the description of L ₆₀₁ above, respectively.

For descriptions of xe611 to xe613, refer to the description of xe1 above, respectively.

For descriptions of R ₆₁₁ to R ₆₁₃ , refer to the description of R ₆₀₁ above, respectively.

R ₆₁₄ to R ₆₁₆ are independently of each other hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group , a C _{3 -C 60 carbocyclic} group substituted or unsubstituted with at least one R _10a , or a C ₁ -C ₆₀ heterocyclic group substituted or unsubstituted with at least one R 10a.

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

According to one embodiment, the electron transport region includes a buffer layer, and the buffer layer material may be selected from BF01 to BF10:

According to another embodiment, the electron transport region includes an electron transport layer, and the electron transport layer material may be selected from ET01 to ET10:

The thickness of the electron transport region may be about 100Å to about 5000Å, for example, about 160Å to about 4000Å. When the electron transport region includes a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, or any combination thereof, the thickness of each of the buffer layer, hole blocking layer, or electron control layer is independently from about 20 Å to about 1000 Å. , for example, about 30Å to about 300Å, and the thickness of the electron transport layer may be about 100Å to about 1000Å, for example, about 150Å to about 500Å. When the thickness of the buffer layer, hole blocking layer, electron control layer, electron transport layer, and/or electron transport layer satisfies the range described above, satisfactory electron transport characteristics can be obtained without a substantial increase in driving voltage.

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

The metal-containing material may include an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The metal ion of the alkaline metal complex may be a Li ion, Na ion, K ion, Rb ion, or Cs ion, and the metal ion of the alkaline earth metal complex may be a Be ion, Mg ion, Ca ion, Sr ion, or Ba ion. You can. The ligands coordinated to the metal ions of the alkali metal complex and the alkaline earth metal complex are, independently of each other, hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, and hydroxyphenyl. Oxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzoimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclo Pentadiene, or any combination thereof.

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

The electron transport region may include an electron injection layer that facilitates electron injection from the second electrode 150. The electron injection layer may directly contact the second electrode 150.

The electron injection layer has i) a single layer structure consisting of a single material (consist of), ii) a single layer structure (consist of) a single layer containing a plurality of different materials, or iii) a plurality of layers. It may have a multilayer structure having a plurality of layers containing different materials.

The electron injection layer is an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound, an alkaline earth metal-containing compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof. It can be included.

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

The alkali metal-containing compound, the alkaline earth metal-containing compound, and the rare earth metal-containing compound are oxides, halides (e.g., fluoride, chloride, bromide, iodide, etc.), telluride, or any combination thereof.

The alkali metal-containing compound is an alkali metal oxide such as Li ₂ O, Cs ₂ O, K ₂ O, an alkali metal halide such as LiF, NaF, CsF, KF, LiI, NaI, CsI, KI, RbI, or the like. It may include any combination thereof. The alkaline earth metal-containing compounds include BaO, SrO, CaO, Ba _x Sr _1-x O (x is a real number satisfying 0<x<1), Ba _x Ca _1-x O (x is 0<x< It may include alkaline earth metal compounds such as (a real number that satisfies 1). The rare earth metal-containing compound is YbF ₃ , ScF ₃ , Sc ₂ O ₃ , Y ₂ O ₃ , Ce ₂ O ₃ , GdF ₃ , TbF ₃ , YbI ₃ , ScI ₃ , TbI ₃ , or any combination thereof. It can be included. Alternatively, the rare earth metal-containing compound may include the lanthanide metal telluride. Examples of the lanthanide metal telluride include LaTe, CeTe, PrTe, NdTe, PmTe, SmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, La ₂ Te ₃ , Ce ₂ Te ₃ , Pr ₂ Te ₃ , Nd ₂ Te ₃ , Pm ₂ Te ₃ , Sm ₂ Te ₃ , Eu ₂ Te ₃ , Gd ₂ Te ₃ , Tb ₂ Te 3 , Dy ₂ Te ₃ , Ho _{2 Te 3 ,} Er ₂ Te ₃ , It may include Tm ₂ Te ₃ , Yb ₂ Te ₃ , Lu ₂ Te ₃ , etc.

The alkali metal complex, alkaline earth metal complex and rare earth metal complex include i) one of the metal ions of the alkali metal, alkaline earth metal and rare earth metal as described above and ii) a ligand bound to the metal ion, for example, hydroxy Quinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, It may include hydroxyphenylpyridine, hydroxyphenylbenzoimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene, or any combination thereof.

The electron injection layer is an alkali metal, alkaline earth metal, rare earth metal, alkali metal-containing compound, alkaline earth metal-containing compound, rare earth metal-containing compound, alkali metal complex, alkaline earth metal complex, rare earth metal complex, or thereof as described above. It may consist of any combination, or may further include an organic substance (for example, a compound represented by Chemical Formula 601).

According to one embodiment, the electron injection layer i) consists of an alkali metal-containing compound (e.g. an alkali metal halide), or ii) a) an alkali metal-containing compound (e.g. an alkali metal halide). alkali metal halides); and b) alkali metal, alkaline earth metal, rare earth metal, or any combination thereof. For example, the electron injection layer may be a KI:Yb co-deposited layer, an RbI:Yb co-deposited layer, or a LiF:Yb co-deposited layer.

When the electron injection layer further includes an organic material, the alkali metal, alkaline earth metal, rare earth metal, alkali metal-containing compound, alkaline earth metal-containing compound, rare earth metal-containing compound, alkali metal complex, alkaline earth metal complex, rare earth metal The complex, or any combination thereof, may be uniformly or non-uniformly dispersed in the matrix containing the organic material.

The thickness of the electron injection layer may be about 1Å to about 100Å, or about 3Å to about 90Å. When the thickness of the electron injection layer satisfies the range described above, satisfactory electron injection characteristics can be obtained without a substantial increase in driving voltage.

[Second electrode (150)]

The second electrode 150 is disposed on the middle layer 130 as described above. The second electrode 150 may be a cathode, which is an electron injection electrode. In this case, the material for the second electrode 150 is a metal, alloy, electrically conductive compound, or any of the materials having a low work function. A combination of can be used.

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

The second electrode 150 may have a single-layer structure or a multi-layer structure having a plurality of layers.

[Capping layer]

A first capping layer may be disposed outside the first electrode 110, and/or a second capping layer may be disposed outside the second electrode 150. Specifically, the light emitting device 10 has a structure in which a first capping layer, a first electrode 110, an intermediate layer 130, and a second electrode 150 are sequentially stacked, the first electrode 110, the intermediate layer 130 , a structure in which the second electrode 150 and the second capping layer are sequentially stacked, or a structure in which the first capping layer, the first electrode 110, the middle layer 130, the second electrode 150, and the second capping layer are sequentially stacked. It can have a structure.

The light generated in the light-emitting layer of the intermediate layer 130 of the light-emitting device 10 may pass through the first electrode 110, which is a transflective electrode or a transmissive electrode, and the first capping layer, and be extracted to the outside of the light-emitting device 10. Light generated in the light-emitting layer of the middle layer 130 may pass through the second electrode 150 and the second capping layer, which are semi-transmissive or transmissive electrodes, and be taken out to the outside.

The first capping layer and the second capping layer may serve to improve external light emission efficiency based on the principle of constructive interference. As a result, the light extraction efficiency of the light-emitting device 10 can be increased, and the light-emitting efficiency of the light-emitting device 10 can be improved.

For example, at least one of the first capping layer and the second capping layer may include a material having a refractive index of 1.6 or more, 1.8 or more, or 2.0 or more at a wavelength of 589 nm.

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

At least one of the first capping layer and the second capping layer is, independently of each other, a carbocyclic compound, a heterocyclic compound, an amine group-containing compound, porphine derivatives, phthalocyanine derivatives, It may include naphthalocyanine derivatives, an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The carbocyclic compounds, heterocyclic compounds and amine group-containing compounds may optionally be substituted with substituents including O, N, S, Se, Si, F, Cl, Br, I, or any combination thereof. You can. According to one embodiment, at least one of the first capping layer and the second capping layer may independently include an amine group-containing compound.

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

According to another embodiment, at least one of the first capping layer and the second capping layer is, independently of each other, one of the compounds HT28 to HT33, one of the following compounds CP1 to CP8, β-NPB, or any compound thereof. May include:

[Electronic Device]

The light emitting device may be included in various electronic devices. For example, an electronic device including the light-emitting device may be a light-emitting device, an authentication device, or the like.

The electronic device (eg, light-emitting device) may further include, in addition to the light-emitting element, i) a color filter, ii) a color conversion layer, or iii) a color filter and a color conversion layer. The color filter and/or color conversion layer may be disposed in at least one direction of travel of light emitted from the light emitting device. For example, the light emitted from the light emitting device may be blue light, green light, or white light. For a description of the light emitting device, refer to the above description. According to one embodiment, the color conversion layer may include quantum dots.

The electronic device may include a first substrate. The first substrate includes a plurality of subpixel areas, the color filter includes a plurality of color filter areas corresponding to each of the plurality of subpixel areas, and the color conversion layer is located in each of the plurality of subpixel areas. It may include a plurality of corresponding color conversion areas.

A pixel defining layer is disposed between the plurality of subpixel areas to define each subpixel area.

The color filter may further include a plurality of color filter regions and a light-shielding pattern disposed between the plurality of color filter regions, and the color conversion layer may include a plurality of color conversion regions and a light-shielding pattern disposed between the plurality of color conversion regions. It may further include.

The plurality of color filter areas (or the plurality of color conversion areas) include: a first area emitting first color light; a second region emitting second color light; and/or a third region emitting third color light, wherein the first color light, the second color light, and/or the third color light may have different maximum emission wavelengths. For example, the first color light may be red light, the second color light may be green light, and the third color light may be blue light. For example, the plurality of color filter regions (or plurality of color conversion regions) may include quantum dots. Specifically, the first region may include red quantum dots, the second region may include green quantum dots, and the third region may not include quantum dots. For a description of quantum dots, refer to what is described herein. The first area, the second area, and/or the third area may each further include a scatterer.

For example, the light emitting device emits first light, the first region absorbs the first light and emits 1-1 color light, and the second region absorbs the first light, Light of the 2-1st color may be emitted, and the third region may absorb the first light to emit light of the 3-1st color. At this time, the 1-1 color light, the 2-1 color light, and the 3-1 color light may have different maximum emission wavelengths. Specifically, the first light may be blue light, the 1-1 color light may be red light, the 2-1 color light may be green light, and the 3-1 color light may be blue light.

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

The thin film transistor may further include a gate electrode, a gate insulating film, etc.

The active layer may include crystalline silicon, amorphous silicon, organic semiconductor, oxide semiconductor, etc.

The electronic device may further include a sealing portion that seals the light emitting device. The sealing part may be disposed between the color filter and/or color conversion layer and the light emitting device. The sealing part allows light from the light emitting device to be extracted to the outside, while simultaneously blocking external air and moisture from penetrating into the light emitting device. The sealing unit may be a sealing substrate including a transparent glass substrate or a plastic substrate. The sealing portion may be a thin film encapsulating layer including one or more organic layers and/or inorganic layers. When the sealing part is a thin film encapsulation layer, the electronic device can be flexible.

In addition to the color filter and/or color conversion layer, various functional layers may be additionally disposed on the sealing portion depending on the purpose of the electronic device. Examples of the functional layer may include a touch screen layer, a polarizing layer, and the like. The touch screen layer may be a resistive touch screen layer, a capacitive touch screen layer, or an infrared touch screen layer. The authentication device may be, for example, a biometric authentication device that authenticates an individual using biometric information (eg, fingertips, eyes, etc.).

The authentication device may further include a means for collecting biometric information in addition to the light emitting device described above.

The electronic devices include various displays, light sources, lighting, personal computers (e.g., mobile personal computers), mobile phones, digital cameras, electronic notebooks, electronic dictionaries, electronic game machines, and medical devices (e.g., electronic thermometers, blood pressure monitors). , blood sugar meters, pulse measuring devices, pulse wave measuring devices, electrocardiogram display devices, ultrasonic diagnostic devices, endoscope display devices), fish finders, various measuring devices, instruments (e.g., instruments for vehicles, aircraft, and ships), projectors, etc. It can be applied.

[Electronics]

The light emitting device may be included in various electronic devices.

For example, electronic devices including the above light-emitting elements include flat panel displays, curved displays, computer monitors, medical monitors, televisions, billboards, indoor or outdoor lighting and/or signal lights, head-up displays, fully or partially transparent displays, Flexible displays, rollable displays, foldable displays, stretchable displays, laser printers, phones, mobile phones, tablets, phablets, personal digital assistants (PDAs), wearable devices, laptop computers, One of a digital camera, camcorder, viewfinder, micro display, 3D display, virtual or augmented reality display, vehicle, video wall including multiple displays tiled together, theater or stadium screen, phototherapy device, and signage. It can be.

Since the light-emitting device has excellent luminous efficiency and long lifespan, the electronic device including the light-emitting device can have characteristics such as high brightness, high resolution, and low power consumption.

[Explanation of Figures 2 and 3]

Figure 2 is a cross-sectional view of a light emitting device, which is one of the electronic devices according to an embodiment of the present invention.

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

The substrate 100 may be a flexible substrate, a glass substrate, or a metal substrate. A buffer layer 210 may be disposed on the substrate 100. The buffer layer 210 prevents impurities from penetrating through the substrate 100 and may serve to provide a flat surface on the upper part of the substrate 100.

A thin film transistor (TFT) may be disposed on the buffer layer 210. The thin film transistor (TFT) may include an active layer 220, a gate electrode 240, a source electrode 260, and a drain electrode 270.

The active layer 220 may include an inorganic semiconductor such as silicon or polysilicon, an organic semiconductor, or an oxide semiconductor, and includes a source region, a drain region, and a channel region.

A gate insulating film 230 may be disposed on top of the active layer 220 to insulate the active layer 220 and the gate electrode 240, and a gate electrode 240 may be disposed on the gate insulating film 230. .

An interlayer insulating film 250 may be disposed on the gate electrode 240. The interlayer insulating film 250 is disposed between the gate electrode 240 and the source electrode 260 and between the gate electrode 240 and the drain electrode 270 to insulate them.

A source electrode 260 and a drain electrode 270 may be disposed on the interlayer insulating film 250. The interlayer insulating film 250 and the gate insulating film 230 may be formed to expose the source and drain regions of the active layer 220, and the source electrode 260 may be in contact with the exposed source and drain regions of the active layer 220. ) and a drain electrode 270 may be disposed.

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

The first electrode 110 may be disposed on the passivation layer 280. The passivation layer 280 may be disposed to expose a predetermined area without covering the entire drain electrode 270, and the first electrode 110 may be disposed to be connected to the exposed drain electrode 270.

A pixel defining layer 290 including an insulating material may be disposed on the first electrode 110. The pixel defining film 290 exposes a predetermined area of the first electrode 110, and an intermediate layer 130 may be formed in the exposed area. The pixel defining layer 290 may be a polyimide or polyacrylic organic layer. Although not shown in FIG. 2 , some or more of the middle layer 130 may extend to the upper part of the pixel defining layer 290 and be disposed in the form of a common layer.

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

An encapsulation portion 300 may be disposed on the second capping layer 170. The encapsulation portion 300 may be disposed on the light emitting device to protect the light emitting device from moisture or oxygen. The encapsulation portion 300 is an inorganic film including silicon nitride (SiNx), silicon oxide (SiOx), indium tin oxide, indium zinc oxide, or any combination thereof, polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, Polyethylene sulfonate, polyoxymethylene, polyarylate, hexamethyldisiloxane, acrylic resin (e.g., polymethyl methacrylate, polyacrylic acid, etc.), epoxy resin (e.g., AGE (aliphatic glycidyl ether), etc.) ) or an organic layer including any combination thereof, or a combination of an inorganic layer and an organic layer.

Figure 3 is a cross-sectional view of a light-emitting device, which is one of electronic devices according to another embodiment of the present invention.

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

[Description of Figure 4]

FIG. 4 is a perspective view schematically showing an electronic device 1 including a light-emitting device according to an embodiment of the present invention. The electronic device 1 is a device that displays moving images or still images, such as a mobile phone, a smart phone, a tablet personal computer, a mobile communication terminal, an electronic notebook, an e-book, or a PMP. It may be a variety of products or a part of them, such as a portable multimedia player (portable multimedia player) or a navigation device, a portable electronic device (Ultra Mobile PC (UMPC)), a television, a laptop, a monitor, a billboard, or the Internet of Things (IOT). Additionally, the electronic device 1 may be or be part of a wearable device such as a smart watch, a watch phone, a glasses-type display, or a head mounted display (HMD). Of course, the present invention is not limited to this. For example, the electronic device 1 includes a dashboard of a car, a center information display (CID) placed on the center fascia or dashboard of a car, and a room mirror display that replaces the side mirror of a car. display), entertainment for the rear seats of a car or a display placed on the back of the front seat, a head-up display (HUD) installed in the front of the car or projected on the front window glass, a holographic augmented reality head-up display (Computer Generated) It may be a Hologram Augmented Reality Head Up Display (CGH AR HUD). Figure 4 shows a case where the electronic device 1 is a smart phone for convenience of explanation.

The electronic device 1 may include a display area (DA) and a non-display area (NDA) outside the display area (DA). A display device can implement an image through an array of a plurality of pixels arranged two-dimensionally in the display area (DA).

The non-display area (NDA) is an area that does not display images and may entirely surround the display area (DA). Drivers for providing electrical signals or power to display elements arranged in the display area (DA) may be placed in the non-display area (NDA). A pad, which is an area where electronic devices or printed circuit boards can be electrically connected, may be placed in the non-display area (NDA).

The electronic device 1 may have different lengths in the x-axis direction and lengths in the y-axis direction. For example, as shown in FIG. 4, the length in the x-axis direction may be shorter than the length in the y-axis direction. For another example, the length in the x-axis direction and the length in the y-axis direction may be the same. For another example, the length in the x-axis direction may be longer than the length in the y-axis direction.

[Description of FIGS. 5 and 6A to 6C]

FIG. 5 is a diagram schematically showing the exterior of a vehicle 1000 as an electronic device including a light-emitting device according to an embodiment of the present invention. 6A to 6C are diagrams schematically showing the interior of a vehicle 1000 according to various implementation examples of the present invention.

Referring to FIGS. 5, 6A, 6B, and 6C, the vehicle 1000 may refer to various devices that move a vehicle such as a human, object, or animal from a source to a destination. The vehicle 1000 may include a vehicle traveling on a road or track, a ship moving on the sea or a river, and an airplane flying in the sky using the action of air.

The vehicle 1000 can travel on a road or track. The vehicle 1000 may move in a predetermined direction according to the rotation of at least one wheel. For example, the vehicle 1000 may include a three- or four-wheeled vehicle, construction equipment, a two-wheeled vehicle, a motor vehicle, a bicycle, and a train running on a track.

The vehicle 1000 may include a body having an interior and an exterior, and a chassis on which mechanical devices necessary for driving are installed in the remaining parts excluding the body. The exterior of the car body may include fillers provided at the boundaries between the front panel, bonnet, roof panel, rear panel, trunk, and doors. The chassis of the vehicle 1000 may include a power generation device, a power transmission device, a running device, a steering device, a braking device, a suspension device, a transmission device, a fuel device, front, rear, left and right wheels, etc.

The vehicle 1000 includes a side window glass 1100, a front window glass 1200, a side mirror 1300, a cluster 1400, a center fascia 1500, a passenger dashboard 1600, and a display device 2. It can be included.

The side window glass 1100 and the front window glass 1200 may be partitioned by a filler disposed between the side window glass 1100 and the front window glass 1200.

The side window glass 1100 may be installed on the side of the vehicle 1000. In one embodiment, the side window glass 1100 may be installed on the door of the vehicle 1000. There may be a plurality of side window glasses 1100 and they may face each other. In one embodiment, the side window glass 1100 may include a first side window glass 1110 and a second side window glass 1120. In one embodiment, the first side window glass 1110 may be disposed adjacent to the cluster 1400. The second side window glass 1120 may be placed adjacent to the passenger seat dashboard 1600.

In one embodiment, the side window glasses 1100 may be spaced apart from each other in the x-direction or -x-direction. For example, the first side window glass 1110 and the second side window glass 1120 may be spaced apart from each other in the x direction or -x direction. In other words, the virtual straight line L connecting the side window glasses 1100 may extend in the x direction or -x direction. For example, a virtual straight line L connecting the first side window glass 1110 and the second side window glass 1120 may extend in the x direction or -x direction.

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

The side mirror 1300 may provide a view of the rear of the vehicle 1000. The side mirror 1300 may be installed on the exterior of the vehicle body. In one implementation, a plurality of side mirrors 1300 may be provided. One of the plurality of side mirrors 1300 may be disposed outside the first side window glass 1110. Another one of the plurality of side mirrors 1300 may be disposed outside the second side window glass 1120.

Cluster 1400 may be located in front of the steering wheel. The cluster 1400 includes a tachometer, a speedometer, a coolant temperature gauge, a fuel gauge turn indicator light, a high beam indicator light, a warning light, a seat belt warning light, an odometer, an odometer, an automatic shift selection lever indicator light, a door open warning light, an engine oil warning light, and /Or a low fuel warning light may be placed.

The center fascia 1500 may include a control panel with a plurality of buttons for controlling an audio device, an air conditioning device, and a seat heater. The center fascia 1500 may be placed on one side of the cluster 1400.

The passenger seat dashboard 1600 may be spaced apart from the cluster 1400 with the center fascia 1500 interposed therebetween. In one embodiment, the cluster 1400 may be arranged to correspond to the driver's seat (not shown), and the passenger seat dashboard 1600 may be placed to correspond to the passenger seat (not shown). In one implementation, the cluster 1400 may be adjacent to the first side window glass 1110, and the passenger seat dashboard 1600 may be adjacent to the second side window glass 1120.

In one embodiment, the display device 2 may include a display panel 3, and the display panel 3 may display an image. The display device 2 may be placed inside the vehicle 1000. In one embodiment, the display device 2 may be disposed between side window glasses 1100 facing each other. The display device 2 may be disposed on at least one of the cluster 1400, the center fascia 1500, and the passenger seat dashboard 1600.

The display device 2 may include an organic light emitting display, an inorganic light emitting display, a quantum dot display, etc. Hereinafter, the present invention will be described. As the display device 2 according to one embodiment, an organic light emitting display device including a light emitting element according to the present invention will be described as an example. However, various types of display devices as described above may be used in embodiments of the present invention.

Referring to FIG. 6A , the display device 2 may be placed on the center fascia 1500. In one implementation, the display device 2 can display navigation information. In one implementation, the display device 2 can display audio, video, or information about vehicle settings.

Referring to FIG. 6B, the display device 2 may be disposed in a cluster 1400. In this case, the cluster 1400 can display driving information, etc. through the display device 2. That is, the cluster 1400 can be implemented digitally. The digital cluster 1400 can display vehicle information and driving information as images. For example, tachometer needles and gauges and various warning light icons can be displayed by digital signals.

Referring to FIG. 6C, the display device 2 may be placed on the passenger seat dashboard 1600. The display device 2 may be embedded in the passenger seat dashboard 1600 or may be located on the passenger seat dashboard 1600. In one implementation, the display device 2 disposed on the passenger seat dashboard 1600 may display an image related to the information displayed on the cluster 1400 and/or the information displayed on the center fascia 1500. In another implementation, the display device 2 disposed on the passenger dashboard 1600 may display information different from the information displayed on the cluster 1400 and/or the information displayed on the center fascia 1500.

[Manufacturing method]

Each layer included in the hole transport region, the light-emitting layer, and each layer included in the electron transport region are, respectively, vacuum deposition method, spin coating method, cast method, LB method (Langmuir-Blodgett), inkjet printing method, laser printing method, and laser method. It can be formed in a predetermined area using various methods such as thermal transfer (Laser Induced Thermal Imaging, LITI).

When forming each layer included in the hole transport region, the light emitting layer, and each layer included in the electron transport region by vacuum deposition, the deposition conditions are, for example, a deposition temperature of about 100 to about 500° C., about 10 A vacuum degree of ^-8 to about 10 ^-3 torr and a deposition rate of about 0.01 to about 100 Å/sec may be selected in consideration of the materials to be included in the layer to be formed and the structure of the layer to be formed.

[Definition of Terms]

As used herein, a C ₃ -C ₆₀ carbocyclic group refers to a cyclic group with 3 to 60 carbon atoms consisting only of carbon as a ring-forming atom, and a C ₁ -C ₆₀ heterocyclic group refers to a cyclic group containing, in addition to carbon, ring-forming atoms. It refers to a cyclic group with 1 to 60 carbon atoms that further contains a hetero atom as an atom. Each of the C ₃ -C ₆₀ carbocyclic group and C ₁ -C ₆₀ heterocyclic group may be a monocyclic group consisting of one ring or a polycyclic group in which two or more rings are condensed with each other. For example, the number of ring-forming atoms of the C ₁ -C ₆₀ heterocyclic group may be 3 to 61.

As used herein, cyclic groups include both the C ₃ -C ₆₀ carbocyclic group and the C ₁ -C ₆₀ heterocyclic group.

As used herein, _the π electron-rich C ₃ -C ₆₀ cyclic group is a ring-forming moiety and is a cyclic group having 3 to 60 _carbon atoms excluding *-N=*'. refers to a group, and the π electron-deficient nitrogen-containing C ₁ -C ₆₀ cyclic group is _a ring-forming _moiety containing *-N=*'. It refers to a heterocyclic group having 1 to 60 carbon atoms.

for example,

The C ₃ -C ₆₀ carbocyclic group is i) group T1 or ii) a condensed ring group in which two or more groups T1 are condensed with each other (e.g., cyclopentadiene group, adamantane group, norbornane group, Benzene group, pentalene group, naphthalene group, azulene group, indacene group, acenaphthylene group, phenalene group, phenanthrene group, anthracene group, fluoranthene group, triphenylene group, pyrene group, chrysene group, perylene group, pentaphene group, hepthalene group, naphthacene group, picene group, hexacene group, pentacene group, rubicene group, coronene group, ovalene group, indene group, fluorene group, spiro -bifluorene group, benzofluorene group, indenophenanthrene group, or indenoanthracene group),

The C ₁ -C ₆₀ heterocyclic group is i) a group T2, ii) a condensed ring group in which two or more groups T2 are condensed with each other, or iii) a condensed ring group in which one or more groups T2 and one or more groups T1 are condensed with each other (e.g. For example, pyrrole group, thiophene group, furan group, indole group, benzoindole group, naphthoindole group, isoindole group, benzoisoindole group, naphthoisoindole group, benzosilol group, benzothiophene group, benzoyl group. Furan group, carbazole group, dibenzosilol group, dibenzothiophene group, dibenzofuran group, indenocarbazole group, indolocarbazole group, benzofurocarbazole group, benzothienocarbazole group, benzo Silolocarbazole group, benzoindolocarbazole group, benzocarbazole group, benzonaphthofuran group, benzonaphthothiophene group, benzonaphthosilol group, benzofurodibenzofuran group, benzofurodibenzothiophene group , benzothienodibenzothiophene group, pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, oxadiazole group, thiazole group, isothiazole group, thiadiazole group, benzopyra Sol group, benzimidazole group, benzoxazole group, benzoisoxazole group, benzothiazole group, benzoisothiazole group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, Isoquinoline group, benzoquinoline group, benzoisoquinoline group, quinoxaline group, benzoquinoxaline group, quinazoline group, benzoquinazoline group, phenanthroline group, cinnoline group, phthalazine group, naphthyridine group, Dazopyridine group, imidazopyrimidine group, imidazotriazine group, imidazopyrazine group, imidazopyridazine group, azacarbazole group, azafluorene group, azadibenzosilol group, azadibenzothiophene group , azadibenzofuran group, etc.),

The π electron-excess C ₃ -C ₆₀ cyclic group is i) group T1, ii) a condensed ring group in which two or more groups T1 are condensed with each other, iii) group T3, iv) a condensed ring in which two or more groups T3 are condensed with each other. group or v) a condensed ring group in which one or more groups T3 and one or more groups T1 are condensed with each other (e.g., the C ₃ -C ₆₀ carbocyclic group, 1H-pyrrole group, silole group, borole group, 2H-pyrrole group, 3H-pyrrole group, thiophene group, furan group, indole group, benzoindole group, naphthoindole group, isoindole group, benzoisoindole group, naphthoisoindole group, benzosilol group, benzoti ophene group, benzofuran group, carbazole group, dibenzosilol group, dibenzothiophene group, dibenzofuran group, indenocarbazole group, indolocarbazole group, benzofurocarbazole group, benzothienocarba Sol group, benzosilolocarbazole group, benzoindolocarbazole group, benzocarbazole group, benzonaphthofuran group, benzonaphthothiophene group, benzonaphthosilol group, benzofurodibenzofuran group, benzofurodi benzothiophene group, benzothienodibenzothiophene group, etc.),

The π electron-deficient nitrogen-containing C ₁ -C ₆₀ cyclic group is i) group T4, ii) a condensed ring group in which two or more groups T4 are condensed with each other, iii) one or more groups T4 and one or more groups T1 are condensed with each other. a condensed ring group, iv) a condensed ring group in which one or more groups T4 and one or more groups T3 are condensed with each other, or v) a condensed ring group in which one or more groups T4, one or more groups T1 and one or more groups T3 are condensed with each other (e.g. For example, pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, oxadiazole group, thiazole group, isothiazole group, thiadiazole group, benzopyrazole group, benzimidazole group. , benzooxazole group, benzoisoxazole group, benzothiazole group, benzoisothiazole group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, benzoquinoline group. , benzoisoquinoline group, quinoxaline group, benzoquinoxaline group, quinazoline group, benzoquinazoline group, phenanthroline group, cinoline group, phthalazine group, naphthyridine group, imidazopyridine group, imidazopyridine group. Limidine group, imidazotriazine group, imidazopyrazine group, imidazopyridazine group, azacarbazole group, azafluorene group, azadibenzosilol group, azadibenzothiophene group, azadibenzofuran group, etc. ) can be,

The group T1 is a cyclopropane group, a cyclobutane group, a cyclopentane group, a cyclohexane group, a cycloheptane group, a cyclooctane group, a cyclobutene group, a cyclopentene group, a cyclopentadiene group, a cyclohexene group, and a cyclohexadiene group. , cycloheptene group, adamantane group, norbornane (or, bicyclo[2.2.1]heptane) group, norbornene group, bicyclo[1.1.1]pentane group, bicyclo[2.1.1]hexane group, bicyclo[2.2.2]octane group, or benzene It's a group,

The group T2 is a furan group, thiophene group, 1H-pyrrole group, silole group, borole group, 2H-pyrrole group, 3H-pyrrole group, imidazole group, pyrazole group, triazole group, tetrazole group, oxazole group, isoxazole group, oxadiazole group, thiazole group, isothiazole group, thiadiazole group, azacylol group, azabolol group, pyridine group, pyrimidine group, pyrazine group, Pyridazine group, triazine group, tetrazine group, pyrrolidine group, imidazolidine group, dihydropyrrole group, piperidine group, tetrahydropyridine group, dihydropyridine group, hexahydropyrimidine group, tetra A hydropyrimidine group, a dihydropyrimidine group, a piperazine group, a petrahydropyrazine group, a dihydropyrazine group, a tetrahydropyridazine group, or a dihydropyridazine group,

The group T3 is a furan group, a thiophene group, a 1H-pyrrole group, a silole group, or a borole group,

The group T4 is 2H-pyrrole group, 3H-pyrrole group, imidazole group, pyrazole group, triazole group, tetrazole group, oxazole group, isoxazole group, oxadiazole group, thiazole group. , isothiazole group, thiadiazole group, azacylol group, azaborole group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group or tetrazine group.

As used herein, a cyclic group, a C ₃ -C ₆₀ carbocyclic group, a C ₁ -C ₆₀ heterocyclic group, a π electron-excessive C ₃ -C ₆₀ cyclic group, or a π electron-deficient nitrogen-containing C ₁ - The term C ₆₀ cyclic group refers to a group condensed to any cyclic group, a monovalent group, or a multivalent group (e.g., a divalent group, a trivalent group, 4 group, etc.). For example, the “benzene group” may be a benzo group, a phenyl group, a phenylene group, etc., which can be easily understood by those skilled in the art, depending on the structure of the chemical formula containing the “benzene group”.

For example, examples of monovalent C ₃ -C ₆₀ carbocyclic groups and monovalent C ₁ -C ₆₀ heterocyclic groups include C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group, and monovalent non-aromatic hetero It may include a condensed polycyclic group, and examples of the divalent C ₃ -C ₆₀ carbocyclic group and monovalent C ₁ -C ₆₀ heterocyclic group include C ₃ -C ₁₀ cycloalkylene group, C ₁ -C ₁₀ Heterocycloalkylene group, C ₃ -C ₁₀ cycloalkenylene group, C ₁ -C ₁₀ heterocycloalkenylene group, C ₆ -C ₆₀ arylene group, C ₁ -C ₆₀ heteroarylene group, divalent non-aromatic condensed polycyclic groups, and substituted or unsubstituted divalent non-aromatic heterocondensed polycyclic groups.

As used herein, C ₁ -C ₆₀ alkyl group refers to a linear or branched aliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms, and specific examples thereof include methyl group, ethyl group, n -propyl group, isopropyl group, n -butyl group, sec -butyl group, isobutyl group, tert -butyl group, n -pentyl group, tert -pentyl group, neopentyl group, isopentyl group, sec -pentyl group, 3-pentyl group, sec -iso Pentyl group, n -hexyl group, isohexyl group, sec -hexyl group, tert -hexyl group, n -heptyl group, isoheptyl group, sec -heptyl group, tert -heptyl group, n -octyl group, isooctyl group, sec -octyl group, tert -octyl group, n -nonyl group, isononyl group, sec -nonyl group, tert -nonyl group, n -decyl group, isodecyl group, sec -decyl group, tert -decyl group, etc. . As used herein, the C ₁ -C ₆₀ alkylene group refers to a divalent group having the same structure as the C ₁ -C ₆₀ alkyl group.

As used herein, the C ₂ -C ₆₀ alkenyl group refers to a monovalent hydrocarbon group containing one or more carbon-carbon double bonds in the middle or end of the C ₂ -C ₆₀ alkyl group, and specific examples thereof include ethenyl group and propenyl group. , butenyl group, etc. As used herein, the C ₂ -C ₆₀ alkenylene group refers to a divalent group having the same structure as the C ₂ -C ₆₀ alkenyl group.

As used herein, the C ₂ -C ₆₀ alkynyl group refers to a monovalent hydrocarbon group containing one or more carbon-carbon triple bonds in the middle or end of the C ₂ -C ₆₀ alkyl group, and specific examples thereof include ethynyl group and propynyl group. etc. are included. As used herein, the C ₂ -C ₆₀ alkynylene group refers to a divalent group having the same structure as the C ₂ -C ₆₀ alkynyl group.

As used herein, C ₁ -C ₆₀ alkoxy group refers to a monovalent group having the formula -OA ₁₀₁ (where A ₁₀₁ is the C ₁ -C ₆₀ alkyl group), and specific examples thereof include methoxy group and ethoxy group. , isopropyloxy group, etc.

As used herein, C ₃ -C ₁₀ cycloalkyl group refers to a monovalent saturated hydrocarbon cyclic group having 3 to 10 carbon atoms, and specific examples thereof include cyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group, and cyclohepyl group. Tyl group, cyclooctyl group, adamantanyl, norbornanyl (or bicyclo[2.2.1]heptyl), bicyclo[1.1.1]phen These include bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, and bicyclo[2.2.2]octyl. As used herein, the C ₃ -C ₁₀ cycloalkylene group refers to a divalent group having the same structure as the C ₃ -C ₁₀ cycloalkyl group.

As used herein, a C ₁ -C ₁₀ heterocycloalkyl group refers to a monovalent cyclic group having 1 to 10 carbon atoms that further contains at least one hetero atom as a ring-forming atom in addition to a carbon atom, and specific examples thereof include 1, Includes 2,3,4-oxatriazolidinyl group (1,2,3,4-oxatriazolidinyl), tetrahydrofuranyl group, tetrahydrothiophenyl group, etc. As used herein, the C ₁ -C ₁₀ heterocycloalkylene group refers to a divalent group having the same structure as the C ₁ -C ₁₀ heterocycloalkyl group.

As used herein, C ₃ -C ₁₀ cycloalkenyl group refers to a monovalent cyclic group having 3 to 10 carbon atoms, which has at least one carbon-carbon double bond in the ring, but does not have aromaticity. Specific examples thereof include cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, etc. As used herein, the C ₃ -C ₁₀ cycloalkenylene group refers to a divalent group having the same structure as the C ₃ -C ₁₀ cycloalkenyl group.

As used herein, a C ₁ -C ₁₀ heterocycloalkenyl group is a monovalent cyclic group having 1 to 10 carbon atoms, which further contains at least one hetero atom as a ring-forming atom in addition to a carbon atom, and has at least one double bond in the ring. have Specific examples of the C ₁ -C ₁₀ heterocycloalkenyl group include 4,5-dihydro-1,2,3,4-oxatriazolyl group, 2,3-dihydrofuranyl group, 2,3-dihydro Thiophenyl group, etc. are included. As used herein, the C ₁ -C ₁₀ heterocycloalkenylene group refers to a divalent group having the same structure as the C ₁ -C ₁₀ heterocycloalkenyl group.

As used herein, the C ₆ -C ₆₀ aryl group refers to a monovalent group having a carbocyclic aromatic system having 6 to 60 carbon atoms, and the C ₆ -C ₆₀ arylene group refers to a carbocyclic aromatic system having 6 to 60 carbon atoms. It means a divalent group with . Specific examples of the C ₆ -C ₆₀ aryl group include phenyl group, pentalenyl group, naphthyl group, azulenyl group, indacenyl group, acenaphthyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, and fluoranthenyl group. , triphenylenyl group, pyrenyl group, chrysenyl group, perylenyl group, pentaphenyl group, Includes hepthalenyl group, naphthacenyl group, picenyl group, hexacenyl group, pentacenyl group, rubisenyl group, coronenyl group, ovalenyl group, etc. When the C ₆ -C ₆₀ aryl group and the C ₆ -C ₆₀ arylene group include two or more rings, the two or more rings may be condensed with each other.

As used herein, C ₁ -C ₆₀ heteroaryl group refers to a monovalent group that further contains at least one hetero atom as a ring-forming atom in addition to a carbon atom and has a heterocyclic aromatic system having 1 to 60 carbon atoms, and C ₁ -C ₆₀ heteroarylene group refers to a divalent group that, in addition to carbon atoms, further contains at least one hetero atom as a ring-forming atom and has a heterocyclic aromatic system of 1 to 60 carbon atoms. Specific examples of the C ₁ -C ₆₀ heteroaryl group include pyridinyl group, pyrimidinyl group, pyrazinyl group, pyridazinyl group, triazinyl group, quinolinyl group, benzoquinolinyl group, isoquinolinyl group, and benzoyl group. Includes isoquinolinyl group, quinoxalinyl group, benzoquinoxalinyl group, quinazolinyl group, benzoquinazolinyl group, cynolinyl group, phenanthrolinyl group, phthalazinyl group, naphthyridinyl group, etc. When the C ₁ -C ₆₀ heteroaryl group and the C ₁ -C ₆₀ heteroarylene group include two or more rings, the two or more rings may be condensed with each other.

As used herein, a monovalent non-aromatic condensed polycyclic group has two or more rings condensed with each other, contains only carbon as a ring forming atom, and the entire molecule is non-aromatic. It means a monovalent group having (for example, having 8 to 60 carbon atoms). Specific examples of the monovalent non-aromatic condensed polycyclic group include indenyl group, fluorenyl group, spiro-bifluorenyl group, benzofluorenyl group, indenophenanthrenyl group, indenoanthracenyl group, etc. As used herein, a divalent non-aromatic condensed polycyclic group refers to a divalent group having the same structure as the monovalent non-aromatic condensed polycyclic group.

As used herein, a monovalent non-aromatic condensed heteropolycyclic group has two or more rings condensed with each other, further contains at least one hetero atom in addition to a carbon atom as a ring-forming atom, and the entire molecule is It refers to a monovalent group having non-aromatic properties (e.g., having 1 to 60 carbon atoms). Specific examples of the monovalent non-aromatic condensed heteropolycyclic group include pyrrolyl group, thiophenyl group, furanyl group, indolyl group, benzoindolyl group, naphthoindolyl group, isoindoleyl group, benzoisoindolyl group, naphthoisoindolyl group. , benzosilolyl group, benzothiophenyl group, benzofuranyl group, carbazolyl group, dibenzosilolyl group, dibenzothiophenyl group, dibenzofuranyl group, azacarbazolyl group, azafluorenyl group, azadibenzosilolyl group, azadi Benzothiophenyl group, azadibenzofuranyl group, pyrazolyl group, imidazolyl group, triazolyl group, tetrazolyl group, oxazolyl group, isoxazolyl group, thiazolyl group, isothiazolyl group, oxadiazolyl group, thiazolyl group Diazolyl group, benzopyrazolyl group, benzoimidazolyl group, benzooxazolyl group, benzothiazolyl group, benzoxadiazolyl group, benzothiadiazolyl group, imidazopyridinyl group, imidazopyrimidinyl group, imidazo Triazinyl group, imidazopyrazinyl group, imidazopyridazinyl group, indenocarbazolyl group, indolocarbazolyl group, benzofurocarbazolyl group, benzothienocarbazolyl group, benzosilolocarbazolyl group, Benzoindolocarbazolyl group, benzocarbazolyl group, benzonaphthofuranyl group, benzonaphthothiophenyl group, benzonaphthosilolyl group, benzofurodibenzofuranyl group, benzofurodibenzothiophenyl group, benzothienodibenzothiophenyl group , etc. are included. As used herein, a divalent non-aromatic condensed heteropolycyclic group refers to a divalent group having the same structure as the monovalent non-aromatic condensed heteropolycyclic group.

As used herein, the C ₆ -C ₆₀ aryloxy group refers to -OA ₁₀₂ (where A ₁₀₂ is the C ₆ -C ₆₀ aryl group), and the C ₆ -C ₆₀ arylthio group refers to -SA ₁₀₃ (where A 102 is the C 6 -C 60 aryl group). , A ₁₀₃ refers to the C ₆ -C ₆₀ aryl group).

As used herein, C ₇ -C ₆₀ arylalkyl group refers to -A ₁₀₄ A ₁₀₅ (where A ₁₀₄ is a C ₁ -C ₅₄ alkylene group and A ₁₀₅ is a C ₆ -C ₅₉ aryl group), and as used herein, C ₂ -C ₆₀ heteroarylalkyl group refers to -A ₁₀₆ A ₁₀₇ (where A ₁₀₆ is a C ₁ -C ₅₉ alkylene group and A ₁₀₇ is a C ₁ -C ₅₉ heteroaryl group).

In this specification, “R _10a ” means,

Deuterium (-D), -F, -Cl, -Br, -I, hydroxyl group, cyano group, or nitro group;

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C ₃ -C ₆₀ carbocyclic group, C ₁ -C ₆₀ heterocyclic group, C ₆ -C ₆₀ aryl Oxy group, C ₆ -C ₆₀ arylthio group, C ₇ -C ₆₀ arylalkyl group, C ₂ -C ₆₀ heteroarylalkyl group, -Si(Q ₁₁ )(Q ₁₂ )(Q ₁₃ ), -N(Q ₁₁ ) (Q ₁₂ ), -B(Q ₁₁ )(Q ₁₂ ), -C(=O)(Q ₁₁ ), -S(=O) ₂ (Q ₁₁ ), -P(=O)(Q ₁₁ )( Q ₁₂ ), or substituted or unsubstituted with any combination thereof, C ₁ -C ₆₀ alkyl group, C ₂ -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkynyl group, or C ₁ -C ₆₀ alkoxy group;

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C ₁ -C ₆₀ alkyl group, C ₂ -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkynyl group, C ₁ - C ₆₀ alkoxy group, C ₃ -C ₆₀ carbocyclic group, C ₁ -C ₆₀ heterocyclic group, C ₆ -C ₆₀ aryloxy group, C ₆ -C ₆₀ arylthio group, C ₇ -C ₆₀ arylalkyl group , C ₂ -C ₆₀ heteroarylalkyl group, -Si(Q ₂₁ )(Q ₂₂ )(Q ₂₃ ), -N(Q ₂₁ )(Q ₂₂ ), -B(Q ₂₁ )(Q ₂₂ ), -C( =O)(Q ₂₁ ), -S(=O) ₂ (Q ₂₁ ), -P(=O)(Q ₂₁ )(Q ₂₂ ), or any combination thereof, substituted or unsubstituted, C ₃ - C ₆₀ carbocyclic group, C ₁ -C ₆₀ heterocyclic group, C ₆ -C ₆₀ aryloxy group, C ₆ -C ₆₀ arylthio group, C ₇ -C ₆₀ arylalkyl group, or C ₂ -C ₆₀ hetero Arylalkyl group; or

-Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ), -N(Q ₃₁ )(Q ₃₂ ), -B(Q ₃₁ )(Q ₃₂ ), -C(=O)(Q ₃₁ ), -S (=O) ₂ (Q ₃₁ ), or -P(=O)(Q ₃₁ )(Q ₃₂ );

It can be.

In this specification, Q ₁ to Q ₃ , Q ₁₁ to Q ₁₃ , Q ₂₁ to Q ₂₃ and Q ₃₁ to Q ₃₃ are each independently hydrogen; heavy hydrogen; -F; -Cl; -Br; -I; hydroxyl group; Cyano group; nitro group; or C ₁ -C 60 alkyl group, _{C 2} substituted or unsubstituted with deuterium, -F, cyano group, C ₁ -C ₆₀ alkyl group, C ₁ -C ₆₀ alkoxy group, phenyl group, biphenyl group, or any combination thereof. It may be a -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group, a C ₁ -C ₆₀ alkoxy group, a C ₃ -C ₆₀ carbocyclic group, or a C ₁ -C ₆₀ heterocyclic group.

In this specification, a hetero atom means any atom other than a carbon atom. Examples of such heteroatoms include O, S, N, P, Si, B, Ge, Se, or any combination thereof.

In this specification, third-row transition metals include hafnium (Hf), tantalum (Ta), tungsten (W), rhenium (Re), osmium (Os), iridium (Ir), and platinum (Pt). ) and gold (Au).

In this specification, “Ph” refers to a phenyl group, “Me” refers to a methyl group, “Et” refers to an ethyl group, “ter-Bu” or “Bu ^t ” refers to a tert-butyl group, and “OMe " means a methoxy group.

As used herein, “biphenyl group” means “a phenyl group substituted with a phenyl group.” The “biphenyl group” belongs to the “substituted phenyl group” in which the substituent is a “C ₆ -C ₆₀ aryl group”.

As used herein, “terphenyl group” means “a phenyl group substituted with a biphenyl group.” The “terphenyl group” belongs to the “substituted phenyl group” in which the substituent is a “C ₆ -C ₆₀ aryl group substituted with a C ₆ -C ₆₀ aryl group.”

In this specification, * and *', unless otherwise defined, mean a binding site with a neighboring atom in the corresponding chemical formula or moiety.

Below, a light-emitting device according to an embodiment of the present invention will be described in more detail through examples.

[Example]

Evaluation example 1

The HOMO energy level, LUMO energy level, hole mobility, electron mobility and/or triplet (T ₁ ) energy of each of the compounds listed in Tables 2 to 8 were evaluated according to the method in Table 1, and the results are shown in Tables 2 to 8. 8 are shown for each.

How to Evaluate HOMO Energy Levels Cyclic voltammetry (CV) (electrolyte: 0.1 M Bu ₄ NPF ₆ / solvent: DMF (dimethylforamide) / electrode: using a 3-electrode system (working electrode: GC, reference electrode: Ag/AgCl, auxiliary electrode: Pt)) After obtaining the potential (V)-current (A) graph of each compound, calculate the HOMO energy level of each compound from the oxidation onset of the graph. How to Evaluate LUMO Energy Levels Cyclic voltammetry (CV) (electrolyte: 0.1 M Bu ₄ NPF ₆ / solvent: DMF (dimethylforamide) / electrode: using a 3-electrode system (working electrode: GC, reference electrode: Ag/AgCl, auxiliary electrode: Pt)) After obtaining the potential (V)-current (A) graph of each compound, calculate the LUMO energy level of each compound from the reduction onset of the graph. Method for evaluating hole mobility and electron mobility "Hole mobility of N,N'-bis(naphtanlen-1-yl)-N,N'-bis(phenyl)benzidine investigated by using space-charge-limited currents, 'Appl. Phys. Lett. 90, 203512 (2007 )", evaluated using the space-charge-limited current (SCLC) method described in Triplet (T ₁ ) Energy A mixture of 2-methyl-THF (2-MeTHF) and each compound (dissolve each compound in 3 mL of 2-MeTHF to a concentration of 10 mM) was placed in a quartz cell and then placed in a cryostat containing liquid nitrogen (77 K). Oxford, DN) and measured the phosphorescence spectrum using a luminescence measurement instrument (PTI, Quanta Master 400), and then calculated the triplet energy level from the peak wavelength of the phosphorescence spectrum.

third substance HOMO
energy level
(eV) LUMO
energy level
(eV) hole mobility
( ^cm2 /Vs) electron mobility
( ^cm2 /Vs) HT01 -4.68 -1.20 7.64 x 10 ^-5 8.10 x 10 ^-7 HT02 -4.69 -1.22 2.40 x 10 ^-4 7.86 x 10 ^-6 HT03 -4.69 -1.21 4.24 x 10 ^-4 2.41 x 10 ^-5 HT04 -4.69 -1.10 1.14 x 10 ^-4 1.38 x 10 ^-6 HT05 -4.70 -1.15 6.79 x 10 ^-4 5.47 x 10 ^-5 HT06 -4.70 -1.03 2.14 x 10 ^-4 3.73 x 10 ^-6 HT07 -4.70 -1.13 1.61 x 10 ^-4 3.00 x 10 ^-6 HT08 -4.71 -1.19 8.27 x 10 ^-4 7.97 x 10 ^-5 HT09 -4.71 -1.28 2.47 x 10 ^-4 1.01 x 10 ^-5 HT10 -4.72 -1.11 4.74 x 10 ^-4 2.11 x 10 ^-5 R-HT1 -5.30 -1.36 2.22 x 10 ^-5 2.65 x 10 ^-8 HAT -9.05 -4.81 1.33 x 10 ^-3 7.02 x 10 ^-3 2-TNATA -4.65 -1.30 1.22 x 10 ^-4 2.23 x 10 ^-5 NPB -5.00 -1.42 5.32 x 10 ^-3 1.35 x 10 ^-3

secondary substance HOMO
energy level
(eV) LUMO
energy level
(eV) hole mobility
( ^cm2 /Vs) electron mobility
( ^cm2 /Vs) G'01 -4.81 -1.01 6.81 x 10 ^-4 2.93 x 10 ^-5 G'02 -4.81 -1.19 7.54 x 10 ^-4 4.77 x 10 ^-5 G'03 -4.81 -1.29 3.12 x 10 ^-4 1.16 x 10 ^-5 G'04 -4.81 -1.27 2.31 x 10 ^-4 6.94 x 10 ^-6 G'05 -5.08 -1.51 3.97 x 10 ^-4 2.29 x 10 ^-5 G'06 -5.08 -1.51 9.86 x 10 ^-4 1.43 x 10 ^-4 G'07 -5.08 -1.36 1.13 x 10 ^-3 9.51 x 10 ^-5 G'08 -5.08 -1.51 2.68 x 10 ^-4 1.00 x 10 ^-5 G'09 -5.08 -1.47 9.71 x 10 ^-4 9.58 x 10 ^-5 G'10 -5.08 -1.36 9.23 x 10 ^-4 5.59 x 10 ^-5 R-G'1 -5.30 -1.36 2.22 x 10 ^-5 2.65 x 10 ^-8 NPB -5.00 -1.42 5.32 x 10 ^-3 1.35 x 10 ^-3 R-G'2 -5.06 -1.20 3.44 x 10 ^-3 4.41 x 10 ^-3

first substance HOMO
energy level
(eV) LUMO
energy level
(eV) hole mobility
( ^cm2 /Vs) electron mobility
( ^cm2 /Vs) GI01 -4.94 -1.33 1.41 x 10 ^-4 2.45 x 10 ^-6 GI02 -4.94 -1.18 6.77 x 10 ^-4 3.18 x 10 ^-5 GI03 -4.94 -1.24 1.58 x 10 ^-4 2.36 x 10 ^-6 GI04 -4.94 -1.25 1.34 x 10 ^-4 1.45 x 10 ^-6 GI05 -4.94 -1.64 4.46 x 10 ^-4 5.87 x 10 ^-5 GI06 -4.94 -1.20 1.49 x 10 ^-3 1.64 x 10 ^-4 GI07 -4.94 -1.63 1.73 x 10 ^-4 8.20 x 10 ^-6 GI08 -4.94 -1.65 9.69 x 10 ^-4 2.24 x 10 ^-4 GI09 -4.94 -1.59 1.06 x 10 ^-3 2.36 x 10 ^-4 R-GI1 -5.52 -1.73 6.52 x 10 ^-3 4.79 x 10 ^-3 R-GI2 -4.98 -1.30 5.23 x 10 ^-3 2.17 x 10 ^-2 R-GI3 -5.14 -1.26 3.56 x 10 ^-3 5.15 x 10 ^-3

first host HOMO
energy level
(eV) LUMO
energy level
(eV) hole mobility
( ^cm2 /Vs) electron mobility
( ^cm2 /Vs) Host1 -4.97 -2.04 2.42 x 10 ^-3 4.37 x 10 ^-5 Host2 -4.84 -2.08 2.33 x 10 ^-3 5.24 x 10 ^-5 Host3 -4.88 -2.05 5.83 x 10 ^-4 2.95 x 10 ^-6 Host4 -4.89 -2.12 2.43 x 10 ^-3 5.47 x 10 ^-5 R-Host1 -5.14 -1.34 4.53 x 10 ^-5 2.50 x 10 ^-7 R-Host2 -5.36 -2.27 1.77 x 10 ^-4 5.53 x 10 ^-4 R-Host3 -5.23 -1.25 1.03 x 10 ^-3 7.01 x 10 ^-5 CBP -5.59 -1.53 1.03 x 10 ^-3 2.34 x 10 ^-5

1st emitter HOMO
energy level
(eV) LUMO
energy level
(eV) T ₁ energy
(eV) GD01 -4.98 -2.03 2.38 GD02 -5.20 -2.10 2.23 GD03 -5.45 -2.09 2.47 GD04 -5.36 -2.11 2.35 GD05 -5.35 -2.11 2.35 R-GD1
(Ir(ppy) ₃ ) -4.93 -1.52 2.34 GD24 -4.95 -1.60 2.33 GD25 -4.89 -1.59 2.30

buffer layer material HOMO
energy level
(eV) LUMO
energy level
(eV) hole mobility
( ^cm2 /Vs) electron mobility
( ^cm2 /Vs) BF01 -5.75 -2.38 3.46 x 10 ^-3 1.78 x 10 ^-3 BF02 -6.07 -2.36 6.11 x 10 ^-3 3.54 x 10 ^-3 BF03 -6.01 -2.24 3.06 x 10 ^-3 7.73 x 10 ^-4 BF04 -4.87 -2.24 1.43 x 10 ^-3 2.83 x 10 ^-3 BF05 -6.17 -2.24 3.22 x 10 ^-3 1.04 x 10 ^-3 BF06 -6.07 -2.24 2.91 x 10 ^-3 5.37 x 10 ^-4 BF07 -5.98 -2.24 7.11 x 10 ^-3 4.33 x 10 ^-3 BF08 -6.36 -2.24 3.96 x 10 ^-3 4.32 x 10 ^-4 BF09 -5.94 -2.24 1.91 x 10 ^-3 3.03 x 10 ^-4 BF10 -5.93 -2.24 1.97 x 10 ^-3 3.27 x 10 ^-4 R-BF1 -5.36 -1.93 3.61 x 10 ^-4 2.34 x 10 ^-5 R-BF2 -5.69 -2.02 1.35 x 10 ^-2 1.12 x 10 ^-2 BAlq -5.17 -2.25 4.42 x 10 ^-7 2.57 x 10 ^-5

electron transport layer material HOMO
energy level
(eV) LUMO
energy level
(eV) hole mobility
( ^cm2 /Vs) electron mobility
( ^cm2 /Vs) ET01 -6.14 -2.35 2.86 x 10 ^-3 7.58 x 10 ^-4 ET02 -5.72 -2.34 8.46 x 10 ^-4 1.16 x 10 ^-4 ET03 -5.92 -2.33 2.74 x 10 ^-3 7.98 x 10 ^-4 ET04 -5.85 -2.32 2.43 x 10 ^-3 1.17 x 10 ^-3 ET05 -5.90 -2.31 2.08 x 10 ^-3 7.05 x 10 ^-4 ET06 -5.95 -2.30 2.72 x 10 ^-3 1.02 x 10 ^-3 ET07 -5.87 -2.29 2.22 x 10 ^-3 1.12 x 10 ^-3 ET08 -5.75 -2.28 2.09 x 10 ^-3 9.94 x 10 ^-4 ET09 -5.95 -2.28 3.27 x 10 ^-3 1.35 x 10 ^-3 ET10 -5.86 -2.28 2.39 x 10 ^-3 8.64 x 10 ^-4 R-ET1 -6.18 -1.70 3.00 x 10 ^-3 6.68 x 10 ^-5 R-ET2 -6.62 -2.44 3.47 x 10 ^-4 6.83 x 10 ^-4 BeBq ₂ -5.28 -1.98 3.62 x 10 ^-3 1.77 x 10 ^-5

Evaluation example 2

After mixing PMMA and compound GD01 (4 wt% compared to PMMA) in CH ₂ Cl ₂ solution, the resulting product was coated on a quartz substrate using a spin coater, heat treated in an oven at 80°C, and then cooled at room temperature. By cooling, a 40 nm thick film GD01 was manufactured. Then, using the same method as the method for producing the film GD01, except that instead of compound GD01, each of compounds GD02 to GD05, R-GD1, GD24 and GD25 was used, films GD02 to GD05 and R-GD1 were produced. , GD24, and GD25 were prepared.

The emission spectra of each of the films PD01 to GD05, R-GD1, GD24, and GD25 were measured using Hamamatsu's Quantaurus-QY Absolute PL quantum yield spectrometer (xenon light source, monochromator, photonic multichannel). It was equipped with a photonic multichannel analyzer and an integrating sphere, and was measured using PLQY measurement software (Hamamatsu Photonics, Ltd., Shizuoka, Japan). During measurement, the excitation wavelength was measured by scanning at 10 nm intervals from 320 nm to 380 nm. Among these, the spectrum measured at an excitation wavelength of 340 nm was taken, and from this, the maximum emission wavelength (emission peak wavelength) of the compound contained in each film was obtained. It is summarized in Table 9 below.

Film No. Compounds contained in the film
(4 wt% in PMMA) Maximum emission wavelength (nm) GD01 GD01 526 GD02 GD02 543 GD03 GD03 502 GD04 GD04 528 GD05 GD05 527 R-GD1 R-GD1
(Ir(ppy) ₃ ) 530 GD24 GD24 532 GD25 GD25 539

Example 1

A glass substrate (made by Corning) with 15 Ω/cm ² (1200 Å) ITO as an anode was cut into 50 mm x 50 mm x 0.7 mm and ultrasonic cleaned for 5 minutes each using isopropyl alcohol and pure water. It was irradiated with ultraviolet rays for 30 minutes, cleaned by exposure to ozone, and installed in a vacuum evaporation device.

A third material (HT01) was vacuum deposited on the anode to form a third layer with a thickness of 1300 Å, and a second material (G'01) was vacuum deposited on the third layer to form a second layer with a thickness of 250 Å. Then, the first material (GI01) was vacuum deposited on the second layer to form a first layer with a thickness of 50 Å.

On the first layer, the first host (Host1) and the first emitter (GD01) were vacuum deposited at a weight ratio of 93:7 to form a light emitting layer with a thickness of 400 Å.

A buffer layer material (BF03) was vacuum deposited on the light emitting layer to form a buffer layer with a thickness of 50 Å, and an electron transport layer material (ET02) was vacuum deposited on the buffer layer to form an electron transport layer with a thickness of 310 Å. Next, Yb was vacuum deposited on the electron transport layer to form an electron injection layer with a thickness of 15 Å, then Ag and Mg were vacuum deposited to form a cathode with a thickness of 800 Å, and then the following compound CP7 was vacuum deposited on the cathode. A capping layer with a thickness of 600Å was formed.

Examples 2 to 10, Comparative Examples 1, 2 and 4

The same as Example 1, except that the compounds listed in Table 10 were used as the third material, second material, first material, first host, first emitter, buffer layer material, and electron transport layer material. An organic light emitting device was manufactured using the method.

Comparative Example 3

An organic light-emitting device was manufactured using the same method as Comparative Example 2, except that a mixture of the compounds shown in Table 10 (1:1 weight ratio) was used as the first host when forming the light-emitting layer.

Comparative Example 5

An organic light-emitting device was manufactured using the same method as Comparative Example 4, except that a mixture of the compounds shown in Table 10 (weight ratio of 1:1) was used as the first host when forming the light-emitting layer.

Comparative Example 6

As a third layer, a 650Å thick 2-TNATA layer and a 650Å thick NPB layer were sequentially formed using vacuum deposition, and the second material, first material, first host, first emitter, and buffer layer listed in Table 10 An organic light-emitting device was manufactured using the same method as Example 1, except that the material and electron transport layer material were used.

Evaluation example 3

The driving voltage, maximum power efficiency, and maximum emission wavelength of the EL spectrum of the organic light-emitting devices manufactured in Examples 1 to 10 and Comparative Examples 1 to 6 were evaluated using Keithley MU 236 and a luminance meter (Minolta Cs-1000A) The results are summarized in Table 11. Meanwhile, the numbers in parentheses in Table 10 summarize the HOMO energy level (eV) values of the corresponding compounds.

third substance secondary substance first substance first host 1st emitter buffer layer
ingredient electron transport layer
ingredient Example
One HT01 G'01 GI01
(-4.94) Host1
(-4.97) GD01
(-4.98) BF03 ET02 Example
2 HT01 G'02 GI02
(-4.94) Host1
(-4.97) GD02
(-5.20) BF04 ET03 Example
3 HT02 G'03 GI03
(-4.94) Host2
(-4.84) GD03
(-5.45) BF01 ET01 Example
4 HT02 G'04 GI04
(-4.94) Host2
(-4.84) GD04
(-5.36) BF02 ET01 Example
5 HT03 G'05 GI05
(-4.94) Host3
(-4.88) GD05
(-5.35) BF05 ET04 Example
6 HT04 G'06 GI06
(-4.94) Host3
(-4.88) GD01
(-4.98) BF06 ET05 Example
7 HT05 G'07 GI07
(-4.94) Host3
(-4.88) GD02
(-5.20) BF07 ET01 Example
8 HT05 G'01 GI08
(-4.94) Host4
(-4.89) GD03
(-5.45) BF08 ET01 Example
9 HT06 G'02 GI09
(-4.94) Host4
(-4.89) GD04
(-5.36) BF09 ET07 Example
10 HT07 G'09 GI10
(-4.94) Host4
(-4.89) GD05
(-5.35) BF10 ET01 Comparative example
One R-HT1 R-G'1 R-GI1
(-5.52) R-Host1
(-5.14) R-GD1
(-4.93) R-BF1 R-ET1 Comparative Example 2 HAT NPB R-GI2
(-4.98) R-Host2
(-5.36) R-GD2
(-4.95) R-BF2 R-ET2 Comparative Example 3 HAT NPB R-GI2
(-4.98) R-Host2
(-5.36) R-Host3
(-5.23) R-GD2
(-4.95) R-BF2 R-ET2 Comparative Example 4 HAT NPB R-GI2
(-4.98) R-Host2
(-5.36) R-GD3
(-4.89) R-BF2 R-ET2 Comparative Example 5 HAT NPB R-GI2
(-4.98) R-Host2
(-5.36) R-Host3
(-5.23) R-GD3
(-4.89) R-BF2 R-ET2 Comparative Example 6 2-
TNATA NPB R-G'2 R-GI3
(-5.14) CBP
(-5.59) Ir(ppy) ₃
(-4.93) BAlq BeBq ₂

Driving voltage (V) maximum power efficiency
(cd/W) maximum emission wavelength
(nm) Example 1 3.42 58.94 530 Example 2 3.49 58.93 546 Example 3 3.52 58.86 508 Example 4 3.60 58.20 530 Example 5 3.37 58.18 533 Example 6 3.31 58.00 529 Example 7 3.41 57.85 541 Example 8 3.53 57.59 508 Example 9 3.60 57.51 531 Example 10 3.48 57.39 535 Comparative Example 1 3.59 45.89 525 Comparative Example 2 3.6 50.48 537 Comparative Example 3 3.57 52.44 532 Comparative Example 4 3.62 48.40 542 Comparative Example 5 3.59 51.23 539 Comparative Example 6 3.57 48.18 530

From Table 11, it can be seen that the driving voltage and maximum power efficiency of Examples 1 to 10 are improved than the driving voltage and maximum power efficiency of Comparative Examples 1 to 6.

10: Organic light emitting device
110: first electrode
130: Organic layer
150: second electrode

Claims (20)

first electrode;
a second electrode opposite the first electrode; and
an intermediate layer disposed between the first electrode and the second electrode;
Including,
The intermediate layer includes a hole transport region and a light emitting layer,
The hole transport region is disposed between the first electrode and the light-emitting layer,
The hole transport region includes a first layer,
The first layer is in direct contact with the light emitting layer,
The light emitting layer includes a first host and a first emitter,
The first emitter emits first light having a first emission spectrum,
The first layer includes a first material,
The absolute value of the difference between the HOMO energy level of the first material and the HOMO energy level of the first host is 0 eV to 0.20 eV,
The absolute value of the HOMO energy level of the first emitter is greater than the absolute value of the HOMO energy level of the first host,
The HOMO energy level of each of the first material, the first host, and the first emitter is a negative value measured by cyclic voltammetry. According to paragraph 1,
A light emitting device wherein the HOMO energy level of the first material is -5.60eV to -4.80eV. According to paragraph 1,
A light emitting device wherein the HOMO energy level of the first host is -5.10eV to -4.50eV. According to paragraph 1,
The absolute value of the difference between the HOMO energy level of the first emitter and the HOMO energy level of the first host is 0.01 eV to 1.0 eV. According to paragraph 1,
The hole transport region further includes a second layer and a third layer,
The second layer is disposed between the first electrode and the first layer,
The third layer is disposed between the first electrode and the second layer,
The second layer includes a second material,
The third layer includes a third material,
A light emitting device wherein the first material, second material, and third material are each different from each other. According to clause 5,
HOMO energy level of the third substance > HOMO energy level of the second substance > HOMO energy level of the first substance, or
HOMO energy level of the third substance > HOMO energy level of the first substance > HOMO energy level of the second substance,
satisfies,
A light emitting device wherein the HOMO energy level of each of the second and third materials is a negative value measured by cyclic voltammetry. According to clause 5,
The HOMO energy level of the second material is -5.40eV to -4.70eV,
The HOMO energy level of the second material is a negative value measured by cyclic voltammetry. According to clause 5,
The HOMO energy level of the third material is -5.25eV to -4.50eV,
A light emitting device wherein the HOMO energy level of the third material is a negative value measured by cyclic voltammetry. According to paragraph 1,
A light emitting device, wherein the hole transport region further includes a p-dopant. According to paragraph 1,
A light emitting device wherein the HOMO energy level of the first emitter is -5.50eV to -4.00eV. According to paragraph 1,
A light emitting device wherein the peak emission wavelength of the first light is 510 nm to 610 nm. According to paragraph 1,
A light emitting device wherein the half width of the first light is 15 nm to 85 nm. According to paragraph 1,
It further includes at least one of a first capping layer disposed outside the first electrode and a second capping layer disposed outside the second electrode,
At least one of the first capping layer and the second capping layer includes a material having a refractive index of 1.6 or more at a wavelength of 589 nm. According to clause 13,
At least one of the first capping layer and the second capping layer includes a material having a refractive index of 1.8 or more at a wavelength of 589 nm. According to paragraph 1,
wherein the first emitter is a platinum-containing organometallic compound,
The first emitter further includes a first ligand bound to the platinum,
The first emitter is a light emitting device that satisfies at least one of the following <Condition A> to <Condition C>:
<Condition A>
The first ligand is a tetradentate ligand,
There are three cyclometallated rings formed by chemical bonds between the platinum and the first ligand.
<Condition B>
Each of the carbon, nitrogen, and oxygen of the first ligand is chemically bonded to the platinum.
<Condition C>
The first ligand comprises an imidazole group, a benzimidazole group, a naphthoimidazole group, or any combination thereof. According to paragraph 1,
The first emitter is an iridium-containing organometallic compound,
The first emitter includes a first ligand, a second ligand, and a third ligand bound to the iridium,
The first ligand is a bidentate ligand including Y ₁ -containing ring B ₁ and Y ₂ -containing ring B ₂ ,
The second ligand is a bidentate ligand comprising Y ₃ -containing ring B ₃ and Y ₄ -containing ring B ₄ ,
The third ligand is a bidentate ligand comprising Y ₅ -containing ring B ₅ and Y ₆ -containing ring B ₆ ,
Each of Y ₁ , Y ₃ and Y ₅ is nitrogen (N),
Each of Y ₂ , Y ₄ and Y ₆ is carbon (C),
A light emitting device wherein the Y ₂ -containing ring B ₂ and the Y ₄ -containing ring B ₄ are different from each other. An electronic device comprising the light emitting device of any one of claims 1 to 16. According to clause 17,
An electronic device further comprising a color filter, a color conversion layer, a touch screen layer, a polarizing layer, or any combination thereof. An electronic device comprising the light emitting device of any one of claims 1 to 16. According to clause 19,
Flat panel displays, curved displays, computer monitors, medical monitors, televisions, billboards, indoor or outdoor lighting and/or signal lights, head-up displays, fully or partially transparent displays, flexible displays, rollable displays, foldable ( foldable displays, stretchable displays, laser printers, phones, cell phones, tablets, phablets, personal digital assistants (PDAs), wearable devices, laptop computers, digital cameras, camcorders, viewfinders, micro displays, 3D displays. , an electronic device that is one of a virtual reality or augmented reality display, a vehicle, a video wall including multiple displays tiled together, a theater or stadium screen, a phototherapy device, and a sign.