CN116997196A

CN116997196A - Light emitting device and electronic apparatus including the same

Info

Publication number: CN116997196A
Application number: CN202310491897.1A
Authority: CN
Inventors: 金憓临; 金美更; 徐智贤; 申铉秀; 张韩星
Original assignee: Samsung Display Co Ltd
Current assignee: Samsung Display Co Ltd
Priority date: 2022-05-02
Filing date: 2023-05-04
Publication date: 2023-11-03

Abstract

The present application provides a light emitting device and an electronic apparatus including the same, wherein the light emitting device includes: a first electrode; a second electrode facing the first electrode; and an intermediate layer between the first electrode and the second electrode and including an emission layer, wherein the emission layer includes a first compound, a second compound, a third compound, a first organometallic compound, and a second organometallic compound. The first to third compounds, the first organometallic compound, and the second organometallic compound are each as described in the specification.

Description

Light emitting device and electronic apparatus including the same

Cross Reference to Related Applications

The present application claims priority and rights of korean patent application No. 10-2022-0054438 filed on 5 months 2 of 2022 to the korean intellectual property office, the entire contents of which are hereby incorporated by reference.

Technical Field

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

Background

Among the light emitting devices, the organic light emitting device is a self-emission device having a wide viewing angle, high contrast, short response time, and excellent characteristics in terms of brightness, driving voltage, and response speed.

In an example, the organic light emitting device may have a structure in which a first electrode is on a substrate and a hole transport region, an emission layer, an electron transport region, and a second electrode are sequentially formed on the first electrode. Holes provided by the first electrode move through the hole transport region to the emissive layer, and electrons provided by the second electrode move through the electron transport region to the emissive layer. Carriers (e.g., holes and electrons) recombine in the emissive layer to generate excitons. These excitons transition from an excited state to a ground state, thereby generating light.

Disclosure of Invention

One or more embodiments include a light emitting device having improved light emitting efficiency and lifetime and an electronic apparatus including the light emitting device.

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

According to one or more embodiments, a light emitting device may include:

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

a second electrode facing the first electrode, and

an intermediate layer between the first electrode and the second electrode and comprising an emissive layer,

Wherein the emissive layer may comprise i) a first compound, a second compound, and a third compound, and

ii) a first organometallic compound and a second organometallic compound,

the first to third compounds may be different from each other,

the first organometallic compound and the second organometallic compound may each independently comprise at least one transition metal,

the first organometallic compound and the second organometallic compound may be different from each other,

the difference between the absolute value of the Highest Occupied Molecular Orbital (HOMO) level (eV) of the second compound and the absolute value of the HOMO level (eV) of the third compound may be 0.1eV or more than 0.1eV, and

the HOMO levels (eV) of the second compound and the third compound may be values assessed by the Density Functional Theory (DFT) method of a Gaussian program that is structurally optimized at the level of B3LYP,6-31G (d, p).

According to one or more embodiments, an electronic device may comprise the light emitting arrangement.

Drawings

The above and other aspects and features of certain embodiments of the present disclosure will become more apparent from the following description taken in conjunction with the accompanying drawings in which:

Fig. 1 is a schematic view of a light emitting device according to an embodiment;

FIG. 2 is a schematic diagram of an electronic device according to an embodiment;

FIG. 3 is a schematic diagram of an electronic device according to another embodiment;

fig. 4 is a schematic perspective view of an electronic device including a light emitting device according to an embodiment;

fig. 5 is a schematic view of the outside of a vehicle as an electronic apparatus including a light emitting device according to an embodiment; and

fig. 6A to 6C are each a schematic diagram showing an interior of a vehicle according to various embodiments.

Detailed Description

Reference will now be made in greater detail to embodiments, examples of which are illustrated in the accompanying drawings, wherein like reference numerals refer to the like elements throughout. In this regard, the present embodiments may take various forms and should not be construed as limited to the descriptions set forth herein. Accordingly, only the embodiments are described below to explain aspects of the described embodiments by referring to the figures. As used herein, the term "and/or" includes any and all combinations of one or more of the associated listed items. Throughout this disclosure, the expression "at least one of a, b and c" means a only, b only, c only, both a and b, both a and c, both b and c, all a, b and c, or variants thereof.

It will be understood that, although the terms "first," "second," etc. may be used herein to describe various components, these components should not be limited by these terms. These terms are only used to distinguish one element from another element.

As used herein, a statement that is used in the singular encompasses the plural unless the context clearly dictates otherwise.

It will be further understood that terms such as "comprises," "comprising," "includes" and "including" as used herein specify the presence of stated features or components, but do not preclude the presence or addition of one or more other features or components. For example, unless otherwise defined, terms such as "comprising" or "having" may mean consisting of only features or components described in the specification or further including other components.

As described herein, the Highest Occupied Molecular Orbital (HOMO) energy level (eV) and the Lowest Unoccupied Molecular Orbital (LUMO) energy level (eV) of the first to third compounds, the first and second organometallic compounds, and the T1 energy level (eV) of the first and second organometallic compounds may refer to values assessed by (e.g., calculated using) a Density Functional Theory (DFT) method using a gaussian program structurally optimized with the levels of B3LYP,6-31G (d, p). For example, the energy levels described herein may be obtained by structural optimization of the corresponding compounds using the DFT method, wherein mixed functional B3LYP and 6-31G (d, p) groups are used. The correlation calculation for the structural optimization may be performed using any suitable software (e.g., any suitable computational chemistry software package), such as gaussian software (e.g., gaussian 03, gaussian 09, or gaussian 16). Gaussian software is available from Gaussian company of Wo Lingfu German CT.

A light emitting device according to an embodiment of the present disclosure may include: a first electrode; a second electrode facing the first electrode; and an intermediate layer between the first electrode and the second electrode and comprising an emissive layer,

wherein the emissive layer may comprise: i) A first compound, a second compound, and a third compound; and ii) a first organometallic compound and a second organometallic compound.

First to third compounds

The first to third compounds may be different from each other.

In embodiments, the difference between the absolute value of the HOMO level (eV) of the second compound and the absolute value of the HOMO level (eV) of the third compound may be 0.1eV or greater than 0.1eV, 0.15eV or greater than 0.15eV, 0.2eV or greater than 0.2eV, 0.25eV or greater than 0.25eV, or 0.3eV or greater than 0.3eV (e.g., 0.1eV to 1.0eV, 0.15eV to 1.0eV, 0.2eV to 1.0eV, 0.25eV to 1.0eV, or 0.3eV to 1.0 eV).

In embodiments, the band gap energy of the third compound may be greater than the band gap energy of the first compound and the second compound. In this regard, the term "band gap energy" refers to the difference between the HOMO and LUMO energy levels of a compound. For example, the bandgap energy of the first compound may refer to an energy difference between the HOMO level of the first compound and the LUMO level of the first compound.

In embodiments, the band gap energy of the third compound may be 4.3eV or greater than 4.3eV (e.g., 4.3eV to 5.0 eV).

In embodiments, the HOMO level (eV) of the first compound may be greater than the HOMO level (eV) of the second compound.

In embodiments, the HOMO level (eV) of the third compound may be i) less than the HOMO level (eV) of the first compound and ii) greater than the HOMO level (eV) of the second compound.

In embodiments, the HOMO level (eV) of the third compound may be less than the HOMO level (eV) of each of the first compound and the second compound.

In embodiments, the amount of the first compound may be greater than the amount of the second compound, and the amount of the second compound may be greater than the amount of the third compound, on a weight basis.

In embodiments, the amount of the first compound may be greater than each of the amounts of the second compound and the third compound on a weight basis. In some embodiments, the amount of the first compound may be greater than the sum of the amounts of the second compound and the third compound on a weight basis.

First compound

In embodiments, the first compound may include a group represented by formula 3:

3

Wherein, in formula 3, the ring CY ₇₁ And a ring CY ₇₂ Can each independently be pi-electron rich C ₃ -C ₆₀ A cyclic group or a pyridine group,

x in formula 3 ₇₁ May be a single bond or contain a O, S, N, B, C, si or any combination thereof, and

formula 3 represents a binding site to an adjacent atom in the first compound (e.g., an adjacent atom of the remainder of the first compound).

In embodiments, the following compounds may be excluded from the first compounds:

in an embodiment, the first compound may include a compound represented by formula 3-1, a compound represented by formula 3-2, a compound represented by formula 3-3, a compound represented by formula 3-4, a compound represented by formula 3-5, or any combination thereof:

3-1

3-2

3-3

3-4

3-5

Wherein, in the formulas 3-1 to 3-5,

ring CY ₇₁ And a ring CY ₇₄ Can each independently be pi-electron rich C ₃ -C ₆₀ A cyclic group or a pyridine group,

X ₈₂ may beSingle bond, O, S, N [ (L) ₈₂ ) _b82 -R ₈₂ ]、C(R _82a )(R _82b ) Or Si (R) _82a )(R _82b )，

X ₈₃ Can be a single bond or O, S, N [ (L) ₈₃ ) _b83 -R ₈₃ ]、C(R _83a )(R _83b ) Or Si (R) _83a )(R _83b )，

X ₈₄ Can be O, S, N [ (L) ₈₄ ) _b84 -R ₈₄ ]、C(R _84a )(R _84b ) Or Si (R) _84a )(R _84b )，

X ₈₅ It may be either C or Si and,

L ₈₁ to L ₈₅ Can each independently be a single bond, -C (Q) ₄ )(Q ₅ )-*'、*-Si(Q ₄ )(Q ₅ ) Unsubstituted or substituted by at least one R _10a Substituted pi-electron rich divalent C ₃ -C ₆₀ A cyclic group, either unsubstituted or substituted by at least one R _10a Substituted pyridine groups, wherein Q ₄ And Q ₅ May each independently be hydrogen; deuterium; -F; -Cl; -Br; -I; a hydroxyl group; a cyano group; a nitro group; c each unsubstituted or substituted with deuterium, -F, cyano groups, or any combination thereof ₁ -C ₆₀ Alkyl group, C ₂ -C ₆₀ Alkenyl group, C ₂ -C ₆₀ Alkynyl groups or C ₁ -C ₆₀ An alkoxy group; or each unsubstituted or deuterium, -F, cyano, C ₁ -C ₆₀ Alkyl group, C ₁ -C ₆₀ C substituted with an alkoxy group, a phenyl group, a biphenyl group, or any combination thereof ₃ -C ₆₀ Carbocyclic group or C ₁ -C ₆₀ A heterocyclic group which is a heterocyclic group,

b81 to b85 may each independently be an integer of 1 to 5,

R ₇₁ to R ₇₄ 、R ₈₁ To R ₈₅ 、R _82a 、R _82b 、R _83a 、R _83b 、R _84a And R is _84b Can be each independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxy group, cyano group, nitro groupGroups, unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₆₀ Alkyl radicals, unsubstituted or substituted by at least one R _10a Substituted C ₂ -C ₆₀ Alkenyl radicals, unsubstituted or substituted by at least one R _10a Substituted C ₂ -C ₆₀ Alkynyl radicals, unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₆₀ Alkoxy radicals, unsubstituted or substituted by at least one R _10a Substituted C ₃ -C ₆₀ Carbocyclic groups, unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₆₀ Heterocyclic groups, unsubstituted or substituted by at least one R _10a Substituted C ₆ -C ₆₀ Aryloxy radicals, unsubstituted or substituted by at least one R _10a Substituted C ₆ -C ₆₀ Arylthio 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 )，

a71 to a74 may each independently be an integer of 0 to 20, and

R _10a may be the same as described herein.

In embodiments, L in formulas 3-1 through 3-5 ₈₁ To L ₈₅ Each may independently be:

a single bond; or alternatively

*-C(Q ₄ )(Q ₅ ) -' or-Si (Q) ₄ )(Q ₅ ) A method for producing a composite material x-ray', wherein each of the terms "and" refer to a binding site to an adjacent atom; or alternatively

Each unsubstituted or substituted by deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, C ₁ -C ₂₀ Alkyl group, C ₁ -C ₂₀ Alkoxy groups, phenyl groups, naphthyl groups, pyridinyl groups, pyrimidinyl groups, triazinyl groups, fluorenyl groups, dimethylfluorenyl groups, diphenylfluorenyl groups, carbazolyl groups, phenylcarbazolyl groups, dibenzofuranyl groupsDibenzothienyl group, dibenzosilol group, dimethyldibenzosilol group, diphenyldibenzosilol 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, a phenyl group, a naphthalene group, an anthracene group, a phenanthrene group, a benzophenanthrene group, a pyrene group,A group, a cyclopentadiene group, a furan group, a thiophene group, a silole group, an indene group, a fluorene group, an indole group, a carbazole group, a benzofuran group, a dibenzofuran group, a benzothiophene group, a dibenzothiophene group, an azafluorene group, an azacarbazole group, an azadibenzofuran group, an azadibenzothiophene group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a quinoline group, an isoquinoline group, a quinoxaline group, a quinazoline group, a phenanthroline group, a pyrrole group, a pyrazole group, an imidazole group, a triazole group, an oxazole group, an isoxazole group, a thiazole group, an isothiazole group, an oxadiazole group, a thiadiazole group, a benzopyrazole group, a benzoxazole group, a benzothiazole group, a benzoxadiazole group, or a benzimidazole group, and a benzimidazole group

Q ₄ 、Q ₅ And Q ₃₁ To Q ₃₃ Can be hydrogen, deuterium, C ₁ -C ₂₀ Alkyl group, C ₁ -C ₂₀ An alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a pyridyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group, or a triazinyl group.

In embodiments, R ₇₁ To R ₇₄ 、R ₈₁ To R ₈₅ 、R _82a 、R _82b 、R _83a 、R _83b 、R _84a And R is _84b Each may independently be: hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C ₁ -C ₂₀ Alkyl groups or C ₁ -C ₂₀ An alkoxy group;

each of which is 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 An alkyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantyl group, a norbornyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group, a naphthyl group, a pyridinyl group, a pyrimidinyl group, or any combination thereof ₁ -C ₂₀ Alkyl groups or C ₁ -C ₂₀ An alkoxy group;

each unsubstituted or 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 groups, cyclopentyl groups, cyclohexyl groups, cycloheptyl groups, cyclooctyl groups, adamantyl groups, norbornyl groups, norbornenyl groups, cyclopentenyl groups, cyclohexenyl groups, cycloheptenyl groups, phenyl groups, biphenyl groups, C ₁ -C ₁₀ An alkylphenyl group, a naphthyl group, a fluorenyl group, a phenanthryl group, an anthracyl group, a fluoranthenyl group, a benzophenanthryl group, a pyrenyl group,A group selected from the group consisting of a alkenyl group, a pyridinyl group, a thienyl group, a furyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, and a pyrimidinyl groupGroups, pyridazinyl groups, isoindolyl groups, indolyl groups, indazolyl groups, purinyl groups, quinolinyl groups, isoquinolinyl groups, benzoquinolinyl groups, quinoxalinyl groups, quinazolinyl groups, cinnolinyl groups, carbazolyl groups, phenanthrolinyl groups, benzimidazolyl groups, benzofuranyl groups, benzothienyl groups, benzisothiazolyl groups, benzoxazolyl groups, benzisoxazolyl groups, triazolyl groups, tetrazolyl groups, oxadiazolyl groups, triazinyl groups, dibenzofuranyl groups, dibenzothienyl groups, benzocarbazolyl groups, dibenzocarbazolyl groups, imidazopyridinyl groups, imidazopyrimidinyl groups, -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, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantyl group, a norbornyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group, a C ₁ -C ₁₀ Alkylphenyl groups, naphthyl groups, fluorenyl groups, phenanthryl groups, anthracyl groups, fluoranthenyl groups, benzophenanthryl groups, pyrenyl groups,>a phenyl group, a pyridinyl group, a thienyl group, a furyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzimidazolyl group, a benzofuranyl groupA group, a benzothienyl group, a benzisothiazolyl group, a benzoxazolyl group, a benzisoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, an azafluorenyl group, an azadibenzosilol group, or a group represented by formula 91; or alternatively

-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 )，

Q ₁ To Q ₃ And Q ₃₁ To Q ₃₃ Each may independently be:

-CH ₃ 、-CD ₃ 、-CD ₂ H、-CDH ₂ 、-CH ₂ CH ₃ 、-CH ₂ CD ₃ 、-CH ₂ CD ₂ H、-CH ₂ CDH ₂ 、-CHDCH ₃ 、-CHDCD ₂ H、-CHDCDH ₂ 、-CHDCD ₃ 、-CD ₂ CD ₃ 、-CD ₂ CD ₂ h or-CD ₂ CDH ₂ The method comprises the steps of carrying out a first treatment on the surface of the Or alternatively

Each unsubstituted or deuterium-substituted, C ₁ -C ₁₀ An alkyl group, a phenyl group, a biphenyl group, a pyridinyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group, a triazinyl group, or any combination thereof:

91, of a pair of rollers

Wherein, in the formula 91,

ring CY ₉₁ And a ring CY ₉₂ Can each independently be unsubstituted or substituted with at least one R _10a Substituted C ₅ -C ₃₀ Carbocyclic groups, either unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₃₀ A heterocyclic group which is a heterocyclic group,

X ₉₁ can be a single bond, O, S, N (R) ₉₁ )、B(R ₉₁ )、C(R _91a )(R _91b ) Or Si (R) _91a )(R _91b )，R ₉₁ 、R _91a And R is _91b Can be respectively related to R ₈₂ 、R _82a And R is _82b The same is described with respect to the case,

R _10a may be the same as described herein, and

* Representing the site of attachment to an adjacent atom.

For example, in the formula 91,

ring CY ₉₁ And a ring CY ₉₂ Can each independently be unsubstituted or substituted with at least one R _10a A substituted phenyl group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group or a triazine group, and

R ₉₁ 、R _91a and R is _91b Each may independently be: hydrogen or C ₁ -C ₁₀ An alkyl group; or alternatively

Each unsubstituted or deuterium-substituted, C ₁ -C ₁₀ An alkyl group, a phenyl group, a biphenyl group, a pyridinyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group, a triazinyl group, or any combination thereof.

In one or more embodiments, R ₇₁ To R ₇₄ 、R ₈₁ To R ₈₅ 、R _82a 、R _82b 、R _83a 、R _83b 、R _84a And R is _84b Can each independently be hydrogen, deuterium, -F, cyano groups, nitro groups, -CH ₃ 、-CD ₃ 、-CD ₂ H、-CDH ₂ 、-CF ₃ 、-CF ₂ H、-CFH ₂ A group represented by one selected from the group consisting of formula 9-1 to formula 9-19, a group represented by one selected from the group consisting of formula 10-1 to formula 10-249, -C (Q) ₁ )(Q ₂ )(Q ₃ )、-Si(Q ₁ )(Q ₂ )(Q ₃ )、-N(Q ₁ )(Q ₂ ) or-P (=O) (Q ₁ )(Q ₂ )。Q ₁ To Q ₃ May each be the same as described herein.

/>

In formulas 9-1 to 9-19 and formulas 10-1 to 10-249, the binding site to the adjacent atom is represented by, "Ph" represents a phenyl group, and "TMS" represents a trimethylsilyl group.

In the formulae 3-1 to 3-5, a71 to a74 may each represent R ₇₁ Number of (3)To R ₇₄ Wherein when a71 is 2 or greater than 2, two or more R ₇₁ May be the same or different from each other, when a72 is 2 or greater than 2, two or more R ₇₂ May be the same or different from each other, when a73 is 2 or greater than 2, two or more R ₇₃ May be the same or different from each other, and when a74 is 2 or greater than 2, two or more R' s ₇₄ May be the same or different from each other.

In embodiments, a71 to a74 may each independently be an integer from 0 to 8.

In embodiments, the radicals in formulae 3-1 and 3-2The group represented may be a group represented by one selected from the formulas CY71-1 (1) to CY71-1 (8),

in embodiments, the compounds of formulas 3-1 and 3-3 are represented byThe group represented may be a group represented by one selected from the formula CY71-2 (1) to CY71-2 (8), and ∈>

In embodiments, the compounds of formulas 3-2 and 3-4 are represented byThe group represented may be a group represented by one selected from the formulas CY71-3 (1) to CY71-3 (32),

in embodiments, the members of formulas 3-3 and 3-5The group represented may be a group represented by one selected from the formulas CY71-4 (1) to CY71-4 (32), and/or

Of formulae 3 to 5The represented group may be represented by one selected from the group consisting of the formulas CY71-5 (1) to CY71-5 (8): />

/>

Wherein in the formulae CY71-1 (1) to CY71-1 (8), CY71-2 (1) to CY71-2 (8), CY71-3 (1) to CY71-3 (32), CY71-4 (1) to CY71-4 (32) and CY71-5 (1) to CY71-5 (8),

X ₈₂ To X ₈₅ 、L ₈₁ 、b81、R ₈₁ And R is ₈₅ May each be the same as described herein, and

X ₈₆ can be a single bond, O, S, N (R) ₈₆ )、B(R ₈₆ )、C(R _86a )(R _86b ) Or Si (R) _86a )(R _86b )，

X ₈₇ Can be a single bond, O, S, N (R) ₈₇ )、B(R ₈₇ )、C(R _87a )(R _87b ) Or Si (R) _87a )(R _87b )，

In the formulae CY71-1 (1) to CY71-1 (8) and CY71-4 (1) to CY71-4 (32), X ₈₆ And X ₈₇ May not be single bonds at the same time,

X ₈₈ can be a single bond, O, S, N (R) ₈₈ )、B(R ₈₈ )、C(R _88a )(R _88b ) Or Si (R) _88a )(R _88b )，

X ₈₉ Can be a single bond, O, S, N (R) ₈₉ )、B(R ₈₉ )、C(R _89a )(R _89b ) Or Si (R) _89a )(R _89b )，

In the formulae CY71-2 (1) to CY71-2 (8), CY71-3 (1) to CY71-3 (32) and CY71-5 (1) to CY71-5 (8), X ₈₈ And X ₈₉ Each of which may not be a single bond at the same time, and

R ₈₆ to R ₈₉ 、R _86a 、R _86b 、R _87a 、R _87b 、R _88a 、R _88b 、R _89a And R is _89b Can be respectively associated with R ₈₁ The same is described with respect to the case,

in an embodiment, the first compound may include at least one selected from the group consisting of compound HTH1 to compound HTH 53:

/>

among them, in the compounds HTH1 to HTH53, "Ph" represents a phenyl group, "D5" represents a substitution with five deuterium atoms, and "D4" represents a substitution with four deuterium atoms. For example, byThe radicals represented may be selected from +.>The radicals indicated are identical.

Second compound

In embodiments, the second compound may include a pi electron deficient nitrogen-containing C ₁ -C ₆₀ A cyclic group.

In embodiments, the second compound may include a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, or any combination thereof.

In embodiments, the second compound may include a compound represented by formula 2:

2, 2

Wherein, in the formula 2,

L ₆₁ to L ₆₃ Can each independently be a single bond, unsubstituted or substituted with at least one R _10a Substituted divalent C ₃ -C ₆₀ Carbocyclic groups, either unsubstituted or substituted by at least one R _10a Substituted divalent C ₁ -C ₆₀ A heterocyclic group which is a heterocyclic group,

b61 to b63 may each independently be an integer of 1 to 5,

X ₆₄ can be N or C (R ₆₄ )，X ₆₅ Can be N or C (R ₆₅ )，X ₆₆ Can be N or C (R ₆₆ ) And is selected from X ₆₄ To X ₆₆ At least one of which may be N,

R ₆₁ to R ₆₆ Can each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, unsubstituted or substituted with at least one R _10a Substituted C ₁ -C ₆₀ Alkyl radicals, unsubstituted or substituted by at least one R _10a Substituted C ₂ -C ₆₀ Alkenyl radicals, unsubstituted or substituted by at least one R _10a Substituted C ₂ -C ₆₀ Alkynyl radicals, unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₆₀ Alkoxy radicals, unsubstituted or substituted by at least one R _10a Substituted C ₃ -C ₆₀ Carbocyclic groups, unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₆₀ Heterocyclic groups, unsubstituted or substituted by at least one R _10a Substituted C ₆ -C ₆₀ Aryloxy radicals, unsubstituted or substituted by at least one R _10a Substituted C ₆ -C ₆₀ Arylthio 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 ) A kind of electronic device

R _10a And Q ₁ To Q ₃ May each be the same as described herein.

In embodiments, L ₆₁ To L ₆₃ Each may independently be:

a single bond; or alternatively

Each unsubstituted or substituted by deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, C ₁ -C ₂₀ Alkyl group, C ₁ -C ₂₀ Alkoxy groups, phenyl groups, naphthyl groups, pyridyl groups, pyrimidinyl groups, triazinyl groups, fluorenyl groups, dimethylfluorenyl groups, diphenylfluorenyl groups, carbazolyl groups, phenylcarbazolyl groups, dibenzofuranyl groups, dibenzothienyl groups, dibenzosilol groups, dimethyldibenzosilol groups, diphenyldibenzosilol groups, -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, a phenyl group, a naphthalene group, an anthracene group, a phenanthrene group, a benzophenanthrene group, a pyrene group,A group, a cyclopentadienyl group, a furan group, a thiophene group, a silole group, an indenyl group, a fluorene group, an indole group, a carbazole group, a benzofuran group, a dibenzofuran group, a benzothiophene group, a dibenzothiophene group, an azafluorene group, an azacarbazole group, an azadibenzofuran group, an azadibenzothiophene group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a quinoline group, an isoquinoline group, a quinoxaline group, a quinazoline group, a phenanthroline group A group, a pyrrole group, a pyrazole group, an imidazole group, a triazole group, an oxazole group, an isoxazole group, a thiazole group, an isothiazole group, an oxadiazole group, a thiadiazole group, a benzopyrazole group, a benzimidazole group, a benzoxazole group, a benzothiazole group, a benzoxadiazole group, a benzothiadiazole group, a dibenzooxasiladiene group, a dibenzothiasiladiene group, a dibenzodihydrodiazasiladiene group, a dibenzodihydrodisilazadiene group, a dibenzodioxadiene group, a dibenzooxathiadiene group, a dibenzothiazediene group, a dibenzooxazine group, a dibenzopyran group, a dibenzodithiodiene group, a dibenzothiazide group, a dibenzothiazepine group, a dibenzocyclohexadiene group, a dibenzodihydropyridine group, or a dihydropyridinyl group, and

Q ₃₁ to Q ₃₃ Can be hydrogen, deuterium, C ₁ -C ₂₀ Alkyl group, C ₁ -C ₂₀ An alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a pyridyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group, or a triazinyl group.

In an embodiment, in formula 2, L ₆₁ And R is R ₆₁ Bonds between L ₆₂ And R is R ₆₂ Bonds between L ₆₃ And R is R ₆₃ A bond between at least two L ₆₁ A bond between at least two L ₆₂ A bond between at least two L ₆₃ Bonds between L ₆₁ And X in formula 2 ₆₄ And X is ₆₅ Bonds between carbon atoms, L ₆₂ And X in formula 2 ₆₄ And X is ₆₆ Bonds between carbon atoms, and L ₆₃ And X in formula 2 ₆₅ And X is ₆₆ The bonds between carbon atoms in between may each be a "carbon-carbon single bond".

In an embodiment, in formula 2, X ₆₄ Can be N or C (R ₆₄ )，X ₆₅ Can be N or C (R ₆₅ )，X ₆₆ Can be N or C (R ₆₆ ) And X is ₆₄ To X ₆₆ May be N. R is R ₆₄ To R ₆₆ May each be the same as described herein. For example, X ₆₄ To X ₆₆ May each be N.

In embodiments, R ₆₁ To R ₆₆ Each may independently be:

hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C ₁ -C ₂₀ Alkyl groups or C ₁ -C ₂₀ An alkoxy group;

each unsubstituted or 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 groups, cyclopentyl groups, cyclohexyl groups, cycloheptyl groups, cyclooctyl groups, adamantyl groups, norbornyl groups, norbornenyl groups, cyclopentenyl groups, cyclohexenyl groups, cycloheptenyl groups, phenyl groups, biphenyl groups, C ₁ -C ₁₀ An alkylphenyl group, a naphthyl group, a fluorenyl group, a phenanthryl group, an anthracyl group, a fluoranthenyl group, a benzophenanthryl group, a pyrenyl group,Radical of a radical, pyrroleA thienyl group, a furyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzimidazolyl group, a benzofuryl group, a benzothienyl group, a benzisothiazolyl group, a benzoxazolyl group, a benzisoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzozolyl group, an imidazopyridyl group, an imidazopyrimidinyl group, an 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, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantyl group, a norbornyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group, a C ₁ -C ₁₀ Alkylphenyl groups, naphthyl groups, fluorenyl groups, phenanthryl groups, anthracyl groups, fluoranthenyl groups, benzophenanthryl groups, pyrenyl groups,>a group selected from the group consisting of a alkenyl group, a thienyl group, a furyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl groupA group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothienyl group, a benzisothiazolyl group, a benzoxazolyl group, a benzisoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothienyl group, an azafluorenyl group, an azadibenzosilol group, or a group represented by formula 91; or alternatively

Q ₁ To Q ₃ And Q ₃₁ To Q ₃₃ Can each independently be

Each unsubstituted or deuterium-substituted, C ₁ -C ₁₀ An alkyl group, a phenyl group, a biphenyl group, a pyridinyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group, a triazinyl group, or any combination thereof, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, an n-pentyl group, an isopentyl group, a sec-pentyl group, a tert-pentyl group, a phenyl group, a naphthalene groupA phenyl group, a pyridinyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group or a triazinyl group:

91, of a pair of rollers

Wherein, in the formula 91,

R _10a may be the same as described herein, and

* Representing the site of attachment to an adjacent atom.

For example, in the formula 91,

R ₉₁ 、R _91a and R is _91b Each may independently be:

hydrogen or C ₁ -C ₁₀ An alkyl group; or alternatively

Each unsubstituted or deuterium-substituted, C ₁ -C ₁₀ Phenyl groups, pyridyl groups, pyrimidinyl groups, pyridazinyl groups, pyrazinyl groups, triazinyl groups or any combination thereofTriazinyl groups.

In one or more embodiments, R ₆₁ To R ₆₆ Can each independently be hydrogen, deuterium, -F, cyano groups, nitro groups, -CH ₃ 、-CD ₃ 、-CD ₂ H、-CDH ₂ 、-CF ₃ 、-CF ₂ H、-CFH ₂ A group represented by one selected from the group consisting of formula 9-1 to formula 9-19, a group represented by one selected from the group consisting of formula 10-1 to formula 10-249, -C (Q) ₁ )(Q ₂ )(Q ₃ )、-Si(Q ₁ )(Q ₂ )(Q ₃ )、-N(Q ₁ )(Q ₂ ) or-P (=O) (Q ₁ )(Q ₂ ) (wherein Q ₁ To Q ₃ Each identical to that described herein):

/>

wherein, in formulas 9-1 to 9-19 and formulas 10-1 to 10-249, the binding site to the adjacent atom, the "Ph" represents a phenyl group, and the "TMS" represents a trimethylsilyl group.

In formula 2, b61 to b63 may each represent L ₆₁ Number of (3) to L ₆₃ And b61 to b63 may each independently be an integer of 1 to 5. When b61 is 2 or more than 2, two or more than two L ₆₁ May be the same or different from each other, when b62 is 2 or more than 2, two or more than two L' s ₆₂ May be the same or different from each other, and when b63 is 2 or more than 2, two or more than two L' s ₆₃ May be the same or different from each other. For example, b61 to b63 may each be independently 1 or 2.

In an embodiment, in formula 2, the compound represented by the formula (i) is ₆₁ ) _b61 -R ₆₁ The radicals represented and are represented by: - (L) ₆₂ ) _b62 -R ₆₂ The groups represented may each not be a phenyl group.

In an embodiment, in formula 2, the compound represented by the formula (i) is ₆₁ ) _b61 -R ₆₁ The radicals represented and are represented by: - (L) ₆₂ ) _b62 -R ₆₂ The groups represented may be identical to each other.

In one or more embodiments, in formula 2, the compound represented by the formula (i) is represented by the formula (i) ₆₁ ) _b61 -R ₆₁ The radicals represented and are represented by: - (L) ₆₂ ) _b62 -R ₆₂ The groups represented may be different from each other.

In one or more embodiments, in formula 2, b61 and b62 may each independently be 1, 2 or 3, L ₆₁ And L ₆₂ Can each independently be unsubstituted or substituted with at least one R _10a A substituted phenyl group, a pyridine group, a pyrimidine group, a pyridazine group, a pyrazine group, or a triazine group.

For example, in formula 2, R ₆₁ And R is ₆₂ Can each independently be unsubstituted or substituted with at least one R _10a Substituted C ₃ -C ₆₀ Carbocyclic groups, unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₆₀ Heterocyclic groups, unsubstituted or substituted by at least one R _10a Substituted C ₆ -C ₆₀ Aryloxy radicals, unsubstituted or substituted by at least one R _10a Substituted C ₆ -C ₆₀ Arylthio group, -C (Q) ₁ )(Q ₂ )(Q ₃ ) or-Si (Q) ₁ )(Q ₂ )(Q ₃ ) A kind of electronic device

Q ₁ To Q ₃ Can each independently be unsubstituted or substituted with deuterium, -F, cyano groups, C ₁ -C ₆₀ Alkyl group, C ₁ -C ₆₀ C substituted with an alkoxy group, a phenyl group, a biphenyl group, or any combination thereof ₃ -C ₆₀ Carbocyclic group or C ₁ -C ₆₀ A heterocyclic group.

In the context of an embodiment of the present invention,

from the formula 2 ₆₁ ) _b61 -R ₆₁ The group represented may be a group represented by one selected from the group consisting of the formulas CY51-1 to CY51-26,

from the formula 2 ₆₂ ) _b62 -R ₆₂ The group represented may be a group represented by one selected from the formula CY52-1 to CY52-26, and/or

From the formula 2 ₆₃ ) _b63 -R ₆₃ The group represented may be a group represented by one selected from the group consisting of the formula CY53-1 to the formula CY53-27, -C (Q) ₁ )(Q ₂ )(Q ₃ ) or-Si (Q) ₁ )(Q ₂ )(Q ₃ )：

/>

Wherein in the formulae CY51-1 to CY51-26, CY52-1 to CY52-26 and CY53-1 to CY53-27,

Y ₆₃ can be a single bond, O, S, N (R) ₆₃ )、B(R ₆₃ )、C(R _63a )(R _63b ) Or Si (R) _63a )(R _63b )，

Y ₆₄ Can be a single bond, O, S, N (R) ₆₄ )、B(R ₆₄ )、C(R _64a )(R _64b ) Or Si (R) _64a )(R _64b )，

Y ₆₇ Can be a single bond, O, S, N (R) ₆₇ )、B(R ₆₇ )、C(R _67a )(R _67b ) Or Si (R) _67a )(R _67b )，Y ₆₈ Can be a single bond, O, S, N (R) ₆₈ )、B(R ₆₈ )、C(R _68a )(R _68b ) Or Si (R) _68a )(R _68b )，

Y in the formulae CY51-16 and CY51-17 ₆₃ And Y ₆₄ May not be single bonds at the same time,

Y in the formulae CY52-16 and CY52-17 ₆₇ And Y ₆₈ May not be single bonds at the same time,

R _51a to R _51e 、R ₆₁ To R ₆₄ 、R _63a 、R _63b 、R _64a And R is _64b Can be respectively associated with R ₆₁ The same is described, wherein R _51a To R _51e It may each be other than hydrogen,

R _52a to R _52e 、R ₆₅ To R ₆₈ 、R _67a 、R _67b 、R _68a And R is _68b Can be respectively associated with R ₆₂ The same is described, wherein R _52a To R _52e It may each be other than hydrogen,

R _53a to R _53e 、R _69a And R is _69b Can be respectively associated with R ₆₃ The same is described, wherein R _53a To R _53e It may each be other than hydrogen,

* Representing the binding site to an adjacent atom.

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

of the formulae CY51-1 to CY51-26R _51a To R _51e And R in the formulae CY52-1 to 52-26 _52a To R _52e Each may independently be:

each unsubstituted or 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 groups, cyclopentyl groups, cyclohexyl groups, cycloheptyl groups, cyclooctyl groups, adamantyl groups, norbornyl groups, norbornenyl groups, cyclopentenyl groups, cyclohexenyl groups, cycloheptenyl groups, phenyl groups, biphenyl groups, C ₁ -C ₁₀ An alkylphenyl group, a naphthyl group, a fluorenyl group, a phenanthryl group, an anthracyl group, a fluoranthenyl group, a benzophenanthryl group, a pyrenyl group,A phenyl group, a pyridinyl group, a thienyl group, a furyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzimidazolyl group, a benzofuranyl group a benzothienyl group, a benzisothiazolyl group, a benzoxazolyl group, a benzisoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, or any combination thereof, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantyl group, a norbornyl group, a norbornenyl group, a cyclopentenyl group, a, Cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C ₁ -C ₁₀ Alkylphenyl groups, naphthyl groups, fluorenyl groups, phenanthryl groups, anthracyl groups, fluoranthenyl groups, benzophenanthryl groups, pyrenyl groups,>a pyrrolyl group, thienyl group, furyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindolyl group, indolyl group, indazolyl group, purinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinnolinyl group, carbazolyl group, phenanthrolinyl group, benzimidazolyl group, benzofuranyl group, benzothienyl group, benzisothiazolyl group, benzoxazolyl group, benzisoxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothienyl group, benzocarbazolyl group, dibenzocarbazolyl group, imidazopyridinyl group, imidazopyrimidinyl group, azacarbazolyl group, azadibenzofuranyl group, azafluorenyl group, or a benzothienyl group represented by 91; or alternatively

-C(Q ₁ )(Q ₂ )(Q ₃ ) or-Si (Q) ₁ )(Q ₂ )(Q ₃ ) A kind of electronic device

Q ₁ To Q ₃ Can each independently be unsubstituted or deuterium, C ₁ -C ₁₀ An alkyl group, a phenyl group, a biphenyl group, a pyridinyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group, a triazinyl group, or any combination thereof.

In CY51-16 andin the formula CY51-17, i) Y ₆₃ May be O or S, and Y ₆₄ Can be Si (R) _64a )(R _64b ) Or ii) Y ₆₃ Can be Si (R) _63a )(R _63b ) And Y is ₆₄ May be O or S, and

in the formulae CY52-16 and CY52-17, i) Y ₆₇ May be O or S, and Y ₆₈ Can be Si (R) _68a )(R _68b ) Or ii) Y ₆₇ Can be Si (R) _67a )(R _67b ) And Y is ₆₈ May be O or S.

In an embodiment, the second compound may include at least one selected from the group consisting of compounds ETH1 to ETH 85:

/>

third compound

In embodiments, the third compound may include a benzophenanthrene group.

In an embodiment, the third compound may include a compound represented by formula 4:

4. The method is to

Wherein, in formula 4, R ₁ To R ₃ Can each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, unsubstituted or substituted with at least one R _10a Substituted C ₁ -C ₆₀ Alkyl radicals, unsubstituted or substituted by at least one R _10a Substituted C ₂ -C ₆₀ Alkenyl radicals, unsubstituted or substituted by at least one R _10a Substituted C ₂ -C ₆₀ Alkynyl radicals, unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₆₀ Alkoxy radicals, unsubstituted or substituted by at least one R _10a Substituted C ₃ -C ₆₀ Carbocyclic groups, unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₆₀ Heterocyclic groups, unsubstituted or substituted by at least one R _10a Substituted C ₆ -C ₆₀ Aryloxy radicals, unsubstituted or substituted by at least one R _10a Substituted C ₆ -C ₆₀ Arylthio 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 )。R _10a And Q ₁ To Q ₃ May each be the same as described herein.

For example, R ₁ To R ₃ Each may independently be: hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C ₁ -C ₂₀ Alkyl group, C ₁ -C ₂₀ Alkoxy groups or C ₁ -C ₂₀ Alkylthio groups;

each of which is 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 An alkyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantyl group, a norbornyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group, a naphthyl group, a pyridinyl group, a pyrimidinyl group, or any combination thereof ₁ -C ₂₀ Alkyl group, C ₁ -C ₂₀ Alkoxy groups or C ₁ -C ₂₀ Alkylthio groups;

each unsubstituted or 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 groups, C ₁ -C ₂₀ Alkylthio, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C ₁ -C ₁₀ An alkylphenyl group, a naphthyl group, a fluorenyl group, a phenanthryl group, an anthracyl group, a fluoranthenyl group, a benzophenanthryl group, a pyrenyl group,A group selected from the group consisting of a thienyl group, a furyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothienyl group, a benzisothiazolyl group, a benzoxazolyl group, a benzisoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazoyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an azacarbazolyl group, an azadibenzofuranyl group, a azafluorenyl group, a benzoxazolyl group, and a 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, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantyl group, a norbornyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group, a C ₁ -C ₁₀ Alkylphenyl groups, naphthyl groups, fluorenyl groups, phenanthryl groups, anthracyl groups, fluoranthenyl groups, benzophenanthryl groups, pyrenyl groups,>a phenyl group, a pyridinyl group, a thienyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothienyl group, a benzisothiazolyl group, a benzoxazolyl group, a benzoisoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an azacarbazolyl group, an azadibenzofuranyl group, a azafluorenyl group, a azabenzothienyl group, or a benzothienyl group; or alternatively

-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 ) A kind of electronic device

Q ₁ To Q ₃ And Q ₃₁ To Q ₃₃ Each may independently be: -CH ₃ 、-CD ₃ 、-CD ₂ H、-CDH ₂ 、-CH ₂ CH ₃ 、-CH ₂ CD ₃ 、-CH ₂ CD ₂ H、-CH ₂ CDH ₂ 、-CHDCH ₃ 、-CHDCD ₂ H、-CHDCDH ₂ 、-CHDCD ₃ 、-CD ₂ CD ₃ 、-CD ₂ CD ₂ H or-CD ₂ CDH ₂ The method comprises the steps of carrying out a first treatment on the surface of the Or alternatively

Each unsubstituted or selected from deuterium, C ₁ -C ₁₀ An alkyl group, a phenyl group, a biphenyl group, a pyridinyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group, and a triazinyl group, at least one of which is substituted with a n-propyl group, an isopropyl group, a n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a n-pentyl group, an isopentyl group, a sec-pentyl group, a tert-pentyl group, a phenyl group, a naphthyl group, a pyridinyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group, or a triazinyl group.

In one or more embodiments, R ₁ To R ₃ Can each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, cyano group, unsubstituted or substituted with at least one R _10a Substituted C ₆ -C ₆₀ Aryl radicals, unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₆₀ Heteroaryl groups, unsubstituted or substituted by at least one R _10a Substituted monovalent non-aromatic fused polycyclic groups, or unsubstituted or substituted with at least one R _10a Substituted monovalent non-aromatic fused heteropolycyclic groups.

In one or more embodiments, selected from R ₁ To R ₃ At least one of which may be unsubstituted or substituted by at least one R _10a Substituted C ₆ -C ₆₀ Aryl radicals, unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₆₀ Heteroaryl groups, unsubstituted or substituted by at least one R _10a Substituted monovalent non-aromatic fused polycyclic groups, or notSubstituted or by at least one R _10a Substituted monovalent non-aromatic fused heteropolycyclic groups.

In embodiments, the third compound may include compound WBG1:

first organometallic compound and second organometallic compound

The first organometallic compound and the second organometallic compound may be different from each other.

The first organometallic compound and the second organometallic compound may each independently comprise at least one transition metal.

In embodiments, the transition metal may be iridium (Ir), platinum (Pt), palladium (Pd), copper (Cu), silver (Ag), gold (Au), rhodium (Rh), ruthenium (Ru), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), or thulium (Tm).

In embodiments, the first organometallic compound and the second organometallic compound may include the same transition metal.

For example, the first organometallic compound and the second organometallic compound may each comprise Ir or Pt.

In one or more embodiments, the first organometallic compound and the second organometallic compound may include transition metals that are different from each other.

For example, one selected from the first organometallic compound and the second organometallic compound may contain Ir, and the other may contain Pt. In some embodiments, the first organometallic compound may comprise Ir and the second organometallic compound may comprise Pt; or the first organometallic compound may comprise Pt and the second organometallic compound may comprise Ir.

In embodiments, the maximum emission wavelength of the first organometallic compound may be greater than the maximum emission wavelength of the second organometallic compound.

In embodiments, the HOMO level (eV) of the first organometallic compound may be greater than the HOMO level (eV) of the second organometallic compound.

In embodiments, the T1 level (eV) of the first organometallic compound may be greater than the T1 level (eV) of the second organometallic compound.

In embodiments, the difference between the absolute value of the HOMO level (eV) of the first organometallic compound and the absolute value of the HOMO level (eV) of the second organometallic compound may be 0.05eV or greater than 0.05eV (e.g., 0.05eV to 1.0 eV), 0.075eV or greater than 0.075eV (e.g., 0.075eV to 1.0 eV), or 0.1eV or greater than 0.1eV (e.g., 0.1eV to 1.0 eV).

In embodiments, the amount of the first organometallic compound may be greater than the amount of the second organometallic compound on a weight basis.

In embodiments, the amount of the first organometallic compound may be 7wt% or greater than 7wt%, 8wt% or greater than 8wt%, 9wt% or greater than 9wt%, or 10wt% or greater than 10wt% based on the total weight of the 100wt% emissive layer.

In embodiments, the amount of the second organometallic compound may be 5wt% or less than 5wt%, 4wt% or less than 4wt%, or 3wt% or less than 3wt% based on the total weight of the 100wt% of the emissive layer.

In an embodiment, the first organometallic compound and the second organometallic compound may each emit phosphorescence.

In embodiments, the first organometallic compound and the second organometallic compound may each independently include a monodentate ligand, a bidentate ligand, a tridentate ligand, a tetradentate ligand, a pentadentate ligand, a hexadentate ligand, or any combination thereof.

In embodiments, the first organometallic compound and the second organometallic compound may each be electrically neutral.

In an embodiment, the first organometallic compound and the second organometallic compound may each independently include a compound represented by formula 401:

401

M(L ₄₀₁ ) _xc1 (L ₄₀₂ ) _xc2

402 of the following kind

Wherein, in the formulas 401 and 402,

m may be a transition metal (e.g., iridium (Ir), platinum (Pt), palladium (Pd), osmium (Os), titanium (Ti), gold (Au), hafnium (Hf), europium (Eu), terbium (Tb), rhodium (Rh), rhenium (Re), or thulium (Tm)),

L ₄₀₁ may be a ligand represented by formula 402, and xc1 may be 1, 2, or 3, wherein when xc1 is 2 or greater than 2, two or more L ₄₀₁ May be the same as or different from each other,

L ₄₀₂ may be an organic ligand, and xc2 may be 0, 1, 2, 3 or 4, wherein when xc2 is 2 or greater than 2, two or more L' s ₄₀₂ May be the same as or different from each other,

X ₄₀₁ and X ₄₀₂ May each independently be nitrogen or carbon,

ring A ₄₀₁ And ring A ₄₀₂ Can each independently be C ₃ -C ₆₀ Carbocycle group or C ₁ -C ₆₀ A heterocyclic group which is a heterocyclic group,

T ₄₀₁ can be a single bond, —o ', -S', -C (=o) -, -N (Q) ₄₁₁ )-*'、*-C(Q ₄₁₁ )(Q ₄₁₂ )-*'、*-C(Q ₄₁₁ )＝C(Q ₄₁₂ )-*'、*-C(Q ₄₁₁ ) Either =' or = C =, where at T ₄₀₁ Each of which refers to a binding site to an adjacent atom,

X ₄₀₃ and X ₄₀₄ May each independently be a chemical bond (e.g., a covalent bond or a coordinate bond (which may also be referred to as a coordinate covalent bond or a dative bond)), O, S, N (Q ₄₁₃ )、B(Q ₄₁₃ )、P(Q ₄₁₃ )、C(Q ₄₁₃ )(Q ₄₁₄ ) Or Si (Q) ₄₁₃ )(Q ₄₁₄ )，

R ₄₀₁ And R is ₄₀₂ Can be each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano groupGroups, nitro groups, unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₂₀ Alkyl radicals, unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₂₀ Alkoxy radicals, unsubstituted or substituted by at least one R _10a Substituted C ₃ -C ₆₀ Carbocyclic groups, unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₆₀ Heterocyclic group, -Si (Q) ₄₀₁ )(Q ₄₀₂ )(Q ₄₀₃ )、-N(Q ₄₀₁ )(Q ₄₀₂ )、-B(Q ₄₀₁ )(Q ₄₀₂ )、-C(＝O)(Q ₄₀₁ )、-S(＝O) ₂ (Q ₄₀₁ ) or-P (=O) (Q ₄₀₁ )(Q ₄₀₂ )，

Q ₄₁₁ To Q ₄₁₄ And Q ₄₀₁ To Q ₄₀₃ Each may independently be: hydrogen; deuterium; -F; -Cl; -Br; -I; a hydroxyl group; a cyano group; a nitro group; c each unsubstituted or substituted with deuterium, -F, cyano groups, or any combination thereof ₁ -C ₆₀ Alkyl group, C ₂ -C ₆₀ Alkenyl group, C ₂ -C ₆₀ Alkynyl groups or C ₁ -C ₆₀ An alkoxy group; or each unsubstituted or deuterium, -F, cyano, C ₁ -C ₆₀ Alkyl group, C ₁ -C ₆₀ C substituted with an alkoxy group, a phenyl group, a biphenyl group, or any combination thereof ₃ -C ₆₀ Carbocyclic group or C ₁ -C ₆₀ A heterocyclic group.

xc11 and xc12 may each independently be an integer of 0 to 10, R _10a May be the same as described herein, and

each of the formulae 402 and 401 represents a binding site to M in formula 401.

For example, in formula 402, i) X ₄₀₁ May be nitrogen, and X ₄₀₂ May be carbon, or ii) X ₄₀₁ And X ₄₀₂ Each may be nitrogen.

In one or more embodiments, when xc1 in formula 401 is 2 or greater than 2, two or more L ₄₀₁ Two A of (2) ₄₀₁ Can optionally be subjected toFrom T as linking group ₄₀₂ Are connected to each other and two A ₄₀₂ Optionally via T as a linking group ₄₀₃ Are linked to each other (see compound PD1 to compound PD4 and compound PD 7). T (T) ₄₀₂ And T ₄₀₃ Can be respectively related to T ₄₀₁ The description is the same.

L in formula 401 ₄₀₂ May be an organic ligand. For example, L ₄₀₂ May include halogen groups, diketone groups (e.g., acetylacetonate groups), carboxylic acid groups (e.g., picolinate groups), -C (=o), isonitrile groups, -CN, phosphorus-containing groups (e.g., phosphine groups, phosphite groups, etc.), or any group thereof

In an embodiment, the first organometallic compound and the second organometallic compound may each independently include one selected from the group consisting of compound PD1 to compound PD42, or any combination thereof:

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the emission layer of the light emitting device according to the embodiment of the present disclosure includes first to third compounds, a first organometallic compound, and a second organometallic compound.

One selected from the first compound to the third compound (for example, the first compound) is a hole transporting host, the other selected from the first compound to the third compound (for example, the second compound) is an electron transporting host, and the remaining one selected from the first compound to the third compound (for example, the third compound) is a host having a wide band gap. Accordingly, in a light emitting device, by applying a host having a wide band gap to an emission layer, excess carriers in the emission layer can be adjusted (e.g., reduced), and a triplet-polaron quenching phenomenon can be reduced.

Further, in the light emitting device, by applying the first organometallic compound and the second organometallic compound to the emission layer at the same time, carriers in the emission layer can be finely adjusted (e.g., balanced), and thus, energy can be efficiently transferred, and a triplet-polaron quenching phenomenon can be reduced.

Accordingly, by including the first to third compounds, the first organometallic compound, and the second organometallic compound in the emission layer, the light-emitting device according to the embodiments of the present disclosure can have excellent light-emitting efficiency and lifetime characteristics.

In the context of an embodiment of the present invention,

the first electrode of the light emitting device may be an anode,

the second electrode of the light emitting device may be a cathode,

the intermediate layer may further include a hole transport region between the first electrode and the emissive layer and an electron transport region between the emissive layer and the second electrode,

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

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

In one or more embodiments, the emission layer in the intermediate layer of the light emitting device may include a host and a dopant, the host may include first to third compounds, and the dopant may include first and second organometallic compounds. That is, the first to third compounds may each serve as a host, and the first and second organometallic compounds may each serve as a dopant. The emission layer may emit red light, green light, blue light, and/or white light. For example, the emission layer may emit blue light. The blue light may have a maximum emission wavelength of, for example, about 400nm to about 490 nm.

In one or more embodiments, the light emitting device may include a cover layer outside the first electrode and/or outside the second electrode.

The term "intermediate layer" as used herein refers to a single layer and/or multiple layers between a first electrode and a second electrode in a light emitting device.

Another aspect of embodiments of the present disclosure provides an electronic apparatus including a light emitting device as described above. The electronic device may further include a thin film transistor. For example, the electronic device may further include a thin film transistor including a source electrode and a drain electrode, and the first electrode of the light emitting device may be electrically connected to the source electrode or the drain electrode. The electronic device may further include a color filter, a color conversion layer, a touch screen layer, a polarizing layer, or any combination thereof. Further details of the electronic device are the same as described herein.

Description of FIG. 1

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

Hereinafter, a structure of the light emitting device 10 and a method of manufacturing the light emitting device 10 according to the embodiment will be described with reference to fig. 1.

First electrode 110

In fig. 1, the substrate may additionally be under the first electrode 110 or on the second electrode 150. As the substrate, a glass substrate and/or a plastic substrate can be used. In one or more embodiments, the substrate may be a flexible substrate, and may comprise a plastic having excellent heat resistance and durability, such as polyimide, polyethylene terephthalate (PET), polycarbonate, polyethylene naphthalate, polyarylate (PAR), polyetherimide, or any combination thereof.

The first electrode 110 may be formed by, for example, depositing and/or sputtering a material for forming the first electrode 110 on a substrate. When the first electrode 110 is an anode, a material used to form the first electrode 110 may be a high work function material that facilitates hole injection.

The first electrode 110 may be a reflective electrode, a transflective electrode, or a transmissive electrode. When the first electrode 110 is a transmissive electrode, the material used to form the first electrode 110 may be Indium Tin Oxide (ITO), indium Zinc Oxide (IZO), tin oxide (SnO) ₂ ) Zinc oxide (ZnO) or any combination thereof. In one or more embodiments, when the first electrode 110 is a transflective electrode or a reflective electrode, the material used to form the first electrode 110 may be magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), or any combination thereof.

The first electrode 110 may have a single layer structure composed 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.

Intermediate layer 130

An intermediate layer 130 is on the first electrode 110. The intermediate layer 130 includes an emission layer.

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

The intermediate layer 130 may further include a metal-containing compound (e.g., an organometallic compound), an inorganic material (e.g., quantum dots), etc., in addition to various suitable organic materials.

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

Hole transport region in intermediate layer 130

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

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

For example, the hole transport region may have a multi-layer structure including a hole injection layer/hole transport layer structure, a hole injection layer/hole transport layer/emission auxiliary layer structure, a hole injection layer/emission auxiliary layer structure, a hole transport layer/emission auxiliary layer structure, or a hole injection layer/hole transport layer/electron blocking layer structure, the layers of each structure being stacked in order from the first electrode 110.

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

201, a method for manufacturing a semiconductor device

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202, respectively

Wherein, in the formulas 201 and 202,

L ₂₀₁ to L ₂₀₄ Can each independently be unsubstituted or substituted with at least one R _10a Substituted divalent C ₃ -C ₆₀ Carbocyclic groups being either unsubstituted or substituted by at least one R _10a Substituted divalent C ₁ -C ₆₀ A heterocyclic group which is a heterocyclic group,

L ₂₀₅ Can be-O ', -S', -N (Q ₂₀₁ ) Unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₂₀ Alkylene groups, unsubstituted or substituted by at least one R _10a Substituted C ₂ -C ₂₀ An alkenylene group, unsubstituted or substituted by at least one R _10a Substituted divalent C ₃ -C ₆₀ Carbocyclic groups, either unsubstituted or substituted by at least one R _10a Substituted divalent C ₁ -C ₆₀ Heterocyclic groups, wherein each ofThe binding sites of the adjacent atoms are such that,

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

xa5 may be an integer from 1 to 10,

R ₂₀₁ to R ₂₀₄ And Q ₂₀₁ Can each independently be unsubstituted or substituted with at least one R _10a Substituted C ₃ -C ₆₀ Carbocyclic groups being either unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₆₀ A heterocyclic group which is a heterocyclic group,

R ₂₀₁ and R is ₂₀₂ Can optionally be via a single bond, unsubstituted or substituted with at least one R _10a Substituted C ₁ -C ₅ An alkylene group, either unsubstituted or substituted by at least one R _10a Substituted C ₂ -C ₅ The alkenylene groups are linked to each other to form an unsubstituted or substituted with at least one R _10a Substituted C ₈ -C ₆₀ Polycyclic groups (e.g., carbazole groups, etc.) (e.g., compound HT 16),

R ₂₀₃ and R is ₂₀₄ Can optionally be via a single bond, unsubstituted or substituted with at least one R _10a Substituted C ₁ -C ₅ An alkylene group, either unsubstituted or substituted by at least one R _10a Substituted C ₂ -C ₅ The alkenylene groups are linked to each other to form an unsubstituted or substituted with at least one R _10a Substituted C ₈ -C ₆₀ A polycyclic group, and

na1 may be an integer of 1 to 4, and R _10a May be the same as described herein.

For example, each of formulas 201 and 202 may contain at least one selected from the group represented by formulas CY201 to CY 217:

wherein, in the formulas CY201 to CY217, R _10b And R is _10c Can be respectively associated with R _10a The same is described for ring CY ₂₀₁ To ring CY ₂₀₄ Can each independently be C ₃ -C ₂₀ Carbocyclic group or C ₁ -C ₂₀ A heterocyclic group, and at least one hydrogen in formulas CY201 to CY217 may be unsubstituted or R as described herein _10a And (3) substitution.

In embodiments, a cyclic CY in formulas CY201 through CY217 ₂₀₁ To ring CY ₂₀₄ May each independently be a phenyl group, a naphthalene group, a phenanthrene group, or an anthracene group.

In one or more embodiments, each of formulas 201 and 202 may comprise at least one selected from the group represented by formulas CY201 to CY 203.

In one or more embodiments, formula 201 may comprise at least one selected from the group represented by formulas CY201 to CY203 and at least one selected from the group represented by formulas CY204 to CY 217.

In one or more embodiments, xa1 in formula 201 may be 1, r ₂₀₁ May be a group represented by one selected from the group consisting of formula CY201 to formula CY203, xa2 may be 0, and R ₂₀₂ May be a group represented by one selected from the group consisting of formula CY204 to formula CY 207.

In one or more embodiments, each of formulas 201 and 202 may not include a group represented by one selected from formulas CY201 to CY 203.

In one or more embodiments, each of formulas 201 and 202 may not include a group represented by one selected from formulas CY201 to CY203, and may include at least one selected from groups represented by formulas CY204 to CY 217.

In one or more embodiments, each of formulas 201 and 202 may not include a group represented by one selected from formulas CY201 to CY 217.

For example, the hole transport region may comprise one selected from the group consisting of compounds HT1 through HT46, m-MTDATA, TDATA, 2-TNATA, NPB (NPD), beta-NPB, TPD, spiro-NPB, methylated-NPB, TAPC, HMTPD, 4' -tris (N-carbazolyl) triphenylamine (TCTA), polyaniline/dodecylbenzenesulfonic acid (PANI/DBSA), poly (3, 4-ethylenedioxythiophene)/poly (4-styrenesulfonate) (PEDOT/PSS), polyaniline/camphorsulfonic acid (PANI/CSA), polyaniline/poly (4-styrenesulfonate) (PANI/PSS), or any combination thereof:

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In an embodiment, the hole injection layer and the electron blocking layer may include a compound represented by formula 203.

203, of the type

Wherein, in the formula 203,

R ₂₁₁ to R ₃₁₂ Can each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, cyano group, unsubstituted or substituted with at least one R _10a Substituted C ₁ -C ₆₀ Alkyl radicals, unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₆₀ Alkoxy radicals, unsubstituted or substituted by at least one R _10a Substituted C ₃ -C ₆₀ Carbocyclic groups, unsubstituted or substituted by at least oneR _10a Substituted C ₁ -C ₆₀ Heterocyclic group, R _10a Can be referred to as R provided herein _10a To understand, and

b211 to b213 may each independently be an integer of 0 to 5.

In an embodiment, when the hole injection layer and the electron blocking layer each contain a compound represented by formula 203, the compound represented by formula 203 contained in the hole injection layer and the compound represented by formula 203 contained in the electron blocking layer may be identical to each other.

In one or more embodiments, when the hole injection layer and the electron blocking layer each include a compound represented by formula 203, the compound represented by formula 203 included in the hole injection layer and the compound represented by formula 203 included in the electron blocking layer may be different from each other.

The thickness of the hole transport region may be aboutTo about->For example, about->To about->When the hole transport region comprises a hole injection layer, a hole transport layer, or any combination thereof, the hole injection layer may be about the thickness ofTo about->For example, about-> To about->And the thickness of the hole transport layer may be about +.>To about->For example about->To about->When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer are within the above-described ranges, suitable or satisfactory hole transport characteristics can be obtained without a significant increase in driving voltage.

The emission auxiliary layer may increase light emission efficiency by compensating an optical resonance distance according to a wavelength of light emitted by the emission layer, and the electron blocking layer may block or reduce leakage of electrons from the emission layer to the hole transport region. The material that may be contained in the hole transport region may be contained in the emission assistance layer and the electron blocking layer.

P-dopant

In addition to the materials described above, the hole transport region may further include a charge generating material for improving conductive properties (e.g., conductive properties). The charge generating material may be uniformly or non-uniformly dispersed in the hole transport region (e.g., in the form of a single layer composed of the charge generating material).

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

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

In embodiments, the p-dopant may include quinone derivatives, cyano group-containing compounds, compounds containing element EL1 and element EL2, or any combination thereof.

Examples of the quinone derivative may include TCNQ and F4-TCNQ.

Examples of the cyano group-containing compound may include HAT-CN and a compound represented by the following formula 221:

221 of a pair of rollers

Wherein, in the formula 221,

R ₂₂₁ to R ₂₂₃ Can each independently be unsubstituted or substituted with at least one R _10a Substituted C ₃ -C ₆₀ Carbocyclic groups being either unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₆₀ A heterocyclic group, and

selected from R ₂₂₁ To R ₂₂₃ May each be independently of the other, each of which is: a cyano group; -F; -Cl; -Br; -I; c substituted with cyano groups, -F, -Cl, -Br, -I or any combination thereof ₁ -C ₂₀ An alkyl group; or any combination thereof ₃ -C ₆₀ Carbocyclic group or C ₁ -C ₆₀ A heterocyclic group.

In the compound containing the element EL1 and the element EL2, the element EL1 may be a metal, a metalloid, or any combination thereof, and the element EL2 may be a nonmetal, a metalloid, or any combination thereof.

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

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

Examples of nonmetallic materials may include oxygen (O) and halogen (e.g., F, cl, br, I, etc.).

For example, the compound containing the elements EL1 and EL2 may include a metal oxide, a metal halide (e.g., metal fluoride, metal chloride, metal bromide, metal iodide, etc.), a metalloid halide (e.g., metalloid fluoride, metalloid chloride, metalloid bromide, metalloid iodide, etc.), a metal telluride, or any combination thereof.

Examples of the metal oxide may include tungsten oxide (e.g., WO, W ₂ O ₃ 、WO ₂ 、WO ₃ 、W ₂ O ₅ Etc.), vanadium oxides (e.g., VO, V ₂ O ₃ 、VO ₂ 、V ₂ O ₅ Etc.), molybdenum oxides (e.g., moO, mo ₂ O ₃ 、MoO ₂ 、MoO ₃ 、Mo ₂ O ₅ Etc.) and rhenium oxide (e.g., reO ₃ 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 halide may include LiF, naF, KF, rbF, csF, liCl, naCl, KCl, rbCl, csCl, liBr, naBr, KBr, rbBr, csBr, liI, naI, KI, rbI and CsI.

Examples of alkaline earth metal halides may include BeF ₂ 、MgF ₂ 、CaF ₂ 、SrF ₂ 、BaF ₂ 、BeCl ₂ 、MgCl ₂ 、CaCl ₂ 、SrCl ₂ 、BaCl ₂ 、BeBr ₂ 、MgBr ₂ 、CaBr ₂ 、SrBr ₂ 、BaBr ₂ 、BeI ₂ 、MgI ₂ 、CaI ₂ 、SrI ₂ And BaI ₂ 。

Examples of transition metal halides may 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., ruF ₂ 、RuCl ₂ 、RuBr ₂ 、RuI ₂ Etc.), osmium halides (e.g., osF ₂ 、OsCl ₂ 、OsBr ₂ 、OsI ₂ Etc.), cobalt halides (e.g., coF ₂ 、CoCl ₂ 、CoBr ₂ 、CoI ₂ Etc.), rhodium halides (e.g., rhF ₂ 、RhCl ₂ 、RhBr ₂ 、RhI ₂ Etc.), iridium halides (e.g., irF ₂ 、IrCl ₂ 、IrBr ₂ 、IrI ₂ Etc.), nickel halides(e.g., niF) ₂ 、NiCl ₂ 、NiBr ₂ 、NiI ₂ Etc.), palladium halides (e.g., pdF ₂ 、PdCl ₂ 、PdBr ₂ 、PdI ₂ Etc.), platinum halides (e.g., ptF ₂ 、PtCl ₂ 、PtBr ₂ 、PtI ₂ Etc.), copper halides (e.g., cuF, cuCl, cuBr, cuI, etc.), silver halides (e.g., agF, agCl, agBr, agI, etc.), and gold halides (e.g., auF, auCl, auBr, auI, etc.).

Examples of late transition metal halides may include zinc halides (e.g., znF ₂ 、ZnCl ₂ 、ZnBr ₂ 、ZnI ₂ Etc.), indium halides (e.g., inI ₃ Etc.) and tin halides (e.g., snI ₂ Etc.).

Examples of lanthanide metal halides may 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 And SmI ₃ 。

Examples of metalloid halides may include antimony halides (e.g., sbCl ₅ Etc.).

Examples of the metal telluride may 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 telluride (e.g., tiTe ₂ 、ZrTe ₂ 、ReTe、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、FeTe、RuTe、OsTe、CoTe、RhTe、IrTe、NiTe、PdTe、PtTe、Cu ₂ Te、CuTe、Ag ₂ Te、AgTe、Au ₂ Te, etc.), late transition metal telluride (e.g., znTe, etc.), and lanthanide metal telluride (e.g., laTe, ceTe, prTe, ndTe, pmTe, euTe, gdTe, tbTe, dyTe, hoTe, erTe, tmTe, ybTe, luTe, etc.).

Emissive layer in intermediate layer 130

When the light emitting device 10 is a full color light emitting device, the emission layer may be patterned into a red emission layer, a green emission layer, and/or a blue emission layer according to the sub-pixels. In one or more embodiments, the emission layer may have a stacked structure of two or more layers of a red emission layer, a green emission layer, and a blue emission layer, wherein the two or more layers are in contact with each other (e.g., in physical contact) or spaced apart (e.g., spaced apart) from each other to emit white light. In one or more embodiments, the emissive layer may comprise two or more materials selected from the group consisting of red light-emitting materials, green light-emitting materials, and blue light-emitting materials, wherein the two or more materials are mixed with each other in a single layer to emit white light.

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

The amount of dopant in the emissive layer may be about 0.01 parts by weight to about 15 parts by weight based on 100 parts by weight of the host.

In one or more embodiments, the emissive layer may comprise quantum dots.

The emissive layer may comprise a delayed fluorescent material. The delayed fluorescent material may act as a host or dopant in the emissive layer.

The thickness of the emissive layer may be aboutTo about->For example, about->To about->When the thickness of the emission layer is within the above-described rangeExcellent light emission characteristics can be obtained without a significant increase in driving voltage.

Main body

The host may include a compound represented by formula 301:

301

[Ar ₃₀₁ ] _xb11 -[(L ₃₀₁ ) _xb1 -R ₃₀₁ ] _xb21

Wherein, in the formula 301,

Ar ₃₀₁ may be unsubstituted or substituted by at least one R _10a Substituted C ₃ -C ₆₀ Carbocyclic groups being either unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₆₀ A heterocyclic group, and L ₃₀₁ May be unsubstituted or substituted by at least one R _10a Substituted divalent C ₃ -C ₆₀ Carbocyclic groups being either unsubstituted or substituted by at least one _10a RSubstituted divalent C ₁ -C ₆₀ A heterocyclic group which is a heterocyclic group,

xb11 may be 1, 2 or 3,

xb1 may be an integer from 0 to 5,

R ₃₀₁ can be hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, unsubstituted or substituted with at least one R _10a Substituted C ₁ -C ₆₀ Alkyl radicals, unsubstituted or substituted by at least one R _10a Substituted C ₂ -C ₆₀ Alkenyl radicals, unsubstituted or substituted by at least one R _10a Substituted C ₂ -C ₆₀ Alkynyl radicals, unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₆₀ Alkoxy radicals, unsubstituted or substituted by at least one R _10a Substituted C ₃ -C ₆₀ Carbocyclic groups, unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₆₀ Heterocyclic group, -Si (Q) ₃₀₁ )(Q ₃₀₂ )(Q ₃₀₃ )、-N(Q ₃₀₁ )(Q ₃₀₂ )、-B(Q ₃₀₁ )(Q ₃₀₂ )、-C(＝O)(Q ₃₀₁ )、-S(＝O) ₂ (Q ₃₀₁ ) or-P (=O) (Q ₃₀₁ )(Q ₃₀₂ )，

xb21 may be an integer of 1 to 5, and

Q ₃₀₁ to Q ₃₀₃ Can be respectively related to Q ₁ The same as described, and R _10a May be the same as described herein.

For example, when xb11 in formula 301 is 2 or greater than 2, two or more Ar' s ₃₀₁ Can be connected to each other via a single bond.

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

301-1

301-2

Wherein, in the formulas 301-1 and 301-2,

ring A ₃₀₁ To ring A ₃₀₄ Can each independently be unsubstituted or substituted with at least one R _10a Substituted C ₃ -C ₆₀ Carbocyclic groups being either unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₆₀ A heterocyclic group which is a heterocyclic group,

X ₃₀₁ can be O, S, N [ (L) ₃₀₄ ) _xb4 -R ₃₀₄ ]、C(R ₃₀₄ )(R ₃₀₅ ) Or Si (R) ₃₀₄ )(R ₃₀₅ )，

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

L ₃₀₁ xb1 and R ₃₀₁ May each be the same as described herein,

L ₃₀₂ to L ₃₀₄ Can be each independently related to L ₃₀₁ The same is described with respect to the case,

xb2 to xb4 may each independently be the same as described for xb1, and

R ₃₀₂ to R ₃₀₅ And R is ₃₁₁ To R ₃₁₄ Can be respectively associated with R ₃₀₁ The description is the same.

In one or more embodiments, the host may include an alkaline earth metal complex, a late transition metal complex, or any combination thereof. For example, the host may include Be complex (e.g., compound H55), mg complex, zn complex, or any combination thereof.

In one or more embodiments, the host may include one selected from compound H1 to compound H124, 9, 10-bis (2-naphthyl) Anthracene (ADN), 2-methyl-9, 10-bis (naphthalen-2-yl) anthracene (MADN), 9, 10-bis (2-naphthyl) -2-tert-butyl-anthracene (TBADN), 4 '-bis (N-carbazolyl) -1,1' -biphenyl (CBP), 1, 3-bis (9-carbazolyl) benzene (mCP), 1,3, 5-tris (carbazol-9-yl) benzene (TCP), or any combination thereof:

/>

phosphorescent dopants

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

The phosphorescent dopant may comprise a monodentate ligand, a bidentate ligand, a tridentate ligand, a tetradentate ligand, a pentadentate ligand, a hexadentate ligand, or any combination thereof.

Phosphorescent dopants may be electrically neutral.

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

401

M(L ₄₀₁ ) _xc1 (L ₄₀₂ ) _xc2

402 of the following kind

Wherein, in the formulas 401 and 402,

X ₄₀₁ and X ₄₀₂ Each of which may independently be nitrogen or carbon,

ring A ₄₀₁ And ring A ₄₀₂ Can each independently be C ₃ -C ₆₀ Carbocyclic group or C ₁ -C ₆₀ A heterocyclic group which is a heterocyclic group,

T ₄₀₁ can be a single bond,*-O-*'、*-S-*'、*-C(＝O)-*'、*-N(Q ₄₁₁ )-*'、*-C(Q ₄₁₁ )(Q ₄₁₂ )-*'、*-C(Q ₄₁₁ )＝C(Q ₄₁₂ )-*'、*-C(Q ₄₁₁ ) Either =' or = C =, where at T ₄₀₁ Each of which refers to a binding site to an adjacent atom,

Q ₄₁₁ To Q ₄₁₄ Can be respectively related to Q ₁ The same is described with respect to the case,

R ₄₀₁ and R is ₄₀₂ Can each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, unsubstituted or substituted with at least one R _10a Substituted C ₁ -C ₂₀ Alkyl radicals, unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₂₀ Alkoxy radicals, unsubstituted or substituted by at least one R _10a Substituted C ₃ -C ₆₀ Carbocyclic groups, unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₆₀ Heterocyclic group, -Si (Q) ₄₀₁ )(Q ₄₀₂ )(Q ₄₀₃ )、-N(Q ₄₀₁ )(Q ₄₀₂ )、-B(Q ₄₀₁ )(Q ₄₀₂ )、-C(＝O)(Q ₄₀₁ )、-S(＝O) ₂ (Q ₄₀₁ ) or-P (=O) (Q ₄₀₁ )(Q ₄₀₂ )，

Q ₄₀₁ To Q ₄₀₃ Can be respectively related to Q ₁ The same as described, and R _10a May be the same as described herein,

xc11 and Xc12 may each independently be an integer of 0 to 10, and each of x and x' in formula 402 represents a binding site to M in formula 401.

For example, in formula 402, i) X ₄₀₁ May be nitrogen, and X ₄₀₂ May be carbon, or ii) X ₄₀₁ And X ₄₀₂ May be nitrogen.

In one or more embodiments, when xc1 in formula 401 is 2 or greater than 2, two or more L ₄₀₁ Two rings A in (a) ₄₀₁ Optionally via T as a linking group ₄₀₂ Are connected to each other and two rings A ₄₀₂ Optionally via T as a linking group ₄₀₃ Are linked to each other (see compound PD1 to compound PD4 and compound PD 7). T (T) ₄₀₂ And T ₄₀₃ Can each be as described herein for T ₄₀₁ The description is the same.

L in formula 401 ₄₀₂ May be an organic ligand. For example, L ₄₀₂ May include halogen groups, diketone groups (e.g., acetylacetonate groups), carboxylic acid groups (e.g., picolinate groups), -C (=o), isonitrile groups, -CN, phosphorus-containing groups (e.g., phosphine groups, phosphite groups, etc.), or any combination thereof.

The phosphorescent dopant may include, for example, one selected from the group consisting of the compounds PD1 to PD42, or any combination thereof:

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Fluorescent dopants

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

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

501, a method of manufacturing a semiconductor device

Wherein, in the formula 501,

Ar ₅₀₁ 、R ₅₀₁ and R is ₅₀₂ Can each independently be unsubstituted or substituted with at least one R _10a Substituted C ₃ -C ₆₀ Carbocyclic groups being either unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₆₀ A heterocyclic group, and L ₅₀₁ To L ₅₀₃ Can each independently be unsubstituted or substituted with at least one R _10a Substituted divalent C ₃ -C ₆₀ Carbocyclic groups being either unsubstituted or substituted by at least one R _10a Substituted divalent C ₁ -C ₆₀ Heterocyclic groups and R _10a May be the same as described herein,

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

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

For example, ar in formula 501 ₅₀₁ May be a condensed cyclic group in which three or more monocyclic groups are condensed together (e.g., an anthracene group,A group, a pyrene group, etc.).

In one or more embodiments, xd4 in formula 501 may be 2.

For example, the fluorescent dopant may include one selected from the group consisting of compound FD1 to compound FD36, DPVBi, DPAVBi, or any combination thereof:

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Delayed fluorescent material

The emissive layer may comprise a delayed fluorescent material.

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

Depending on the type (or kind) of other materials contained in the emissive layer, the delayed fluorescent material contained in the emissive layer may act as a host or dopant.

In an embodiment, the difference between the triplet energy level (eV) of the delayed fluorescent material and the singlet energy level (eV) of the delayed fluorescent material may be equal to or greater than 0eV and equal to or less than 0.5eV. When the difference between the triplet energy level (eV) of the delayed fluorescent material and the singlet energy level (eV) of the delayed fluorescent material satisfies the above-described range, up-conversion of the delayed fluorescent material from the triplet state to the singlet state may effectively occur, and thus the light emitting efficiency of the light emitting device 10 may be improved.

For example, the delayed fluorescent material may include i) a fluorescent material containing at least one electron donor (e.g., pi-electron rich C ₃ -C ₆₀ Cyclic groups, e.g. carbazole groups) and at least one electron acceptor (e.g. sulfoxide groups, cyano groups, pi-electron deficient nitrogen-containing C ₁ -C ₆₀ Cyclic groups, etc.), and ii) a material comprising a group C in which two or more cyclic groups are fused together while sharing boron (B) ₈ -C ₆₀ Materials with polycyclic groups.

Examples of the delayed fluorescent material may include at least one selected from the group consisting of the compounds DF1 to DF 9:

quantum dot

The emissive layer may comprise quantum dots.

The term "quantum dot" as used herein refers to a crystal of a semiconductor compound, and may include any suitable material capable of emitting light of various suitable emission wavelengths depending on the size of the crystal.

The diameter of the quantum dots may be, for example, from about 1nm to about 10nm.

The quantum dots may be synthesized by wet chemical processes, metal organic chemical vapor deposition processes, molecular beam epitaxy processes, and/or any suitable process similar thereto.

Wet chemical processes are methods that include mixing precursor materials with an organic solvent and then growing crystals of quantum dot particles. When crystals grow, the organic solvent naturally acts as a dispersant coordinated on the surface of the quantum dot crystals and controls the growth of the crystals so that the growth of quantum dot particles can be controlled by a process that is easier to perform and has low cost than vapor deposition methods such as Metal Organic Chemical Vapor Deposition (MOCVD) or Molecular Beam Epitaxy (MBE).

The quantum dots may include: a group II-VI semiconductor compound; a group III-V semiconductor compound; a group III-VI semiconductor compound; a group I-III-VI semiconductor compound; group IV-VI semiconductor compounds; group IV elements or compounds; or any combination thereof.

Examples of the group II-VI semiconductor compound may include: binary compounds such as CdS, cdSe, cdTe, znS, znSe, znTe, znO, hgS, hgSe, hgTe, mgSe and/or MgS; ternary compounds such as CdSeS, cdSeTe, cdSTe, znSeS, znSeTe, znSTe, hgSeS, hgSeTe, hgSTe, cdZnS, cdZnSe, cdZnTe, cdHgS, cdHgSe, cdHgTe, hgZnS, hgZnSe, hgZnTe, mgZnSe and/or MgZnS; quaternary compounds, such as CdZnSeS, cdZnSeTe, cdZnSTe, cdHgSeS, cdHgSeTe, cdHgSTe, hgZnSeS, hgZnSeTe and/or HgZnSTe; or any combination thereof.

Examples of the group III-V semiconductor compound may include: binary compounds such as GaN, gaP, gaAs, gaSb, alN, alP, alAs, alSb, inN, inP, inAs and/or InSb; ternary compounds, such as GaNP, gaNAs, gaNSb, gaPAs, gaPSb, alNP, alNAs, alNSb, alPAs, alPSb, inGaP, inNP, inAlP, inNAs, inNSb, inPAs and/or InPSb; quaternary compounds, such as GaAlNP, gaAlNAs, gaAlNSb, gaAlPAs, gaAlPSb, gaInNP, gaInNAs, gaInNSb, gaInPAs, gaInPSb, inAlNP, inAlNAs, inAlNSb, inAlPAs and/or InAlPSb; or any combination thereof. In embodiments, the group III-V semiconductor compound may further include a group II element. Examples of the group III-V semiconductor compound further including the group II element may include InZnP, inGaZnP and InAlZnP.

Examples of the group III-VI semiconductor compound may include: binary compounds, e.g. GaS, gaSe, ga ₂ Se ₃ 、GaTe、InS、InSe、In ₂ S ₃ 、In ₂ Se ₃ And/or inet; ternary compounds, e.g. InGaS ₃ And/or InGaSe ₃ The method comprises the steps of carrying out a first treatment on the surface of the Or any combination thereof.

Examples of the group I-III-VI semiconductor compound may include: ternary compounds, e.g. AgInS, agInS ₂ 、CuInS、CuInS ₂ 、CuGaO ₂ 、AgGaO ₂ And/or AgAlO ₂ The method comprises the steps of carrying out a first treatment on the surface of the Or any combination thereof.

Examples of the IV-VI semiconductor compound may include: binary compounds such as SnS, snSe, snTe, pbS, pbSe and/or PbTe; ternary compounds such as SnSeS, snSeTe, snSTe, pbSeS, pbSeTe, pbSTe, snPbS, snPbSe and/or SnPbTe; quaternary compounds, such as SnPbSSe, snPbSeTe and/or SnPbSTe; or any combination thereof.

The group IV element or compound may include: a single element, such as Si or Ge; binary compounds such as SiC and/or SiGe; or any combination thereof.

Each element contained in the multi-component compound (e.g., binary compound, ternary compound, and quaternary compound) may be present in the particles in a uniform concentration or in a non-uniform concentration.

The quantum dots may have a single structure in which the concentration of each element in the quantum dots is uniform (e.g., substantially uniform), or a core-shell double structure. For example, the material contained in the core and the material contained in the shell may be different from each other.

The shell of the quantum dot may serve as a protective layer to prevent or reduce chemical denaturation of the core to maintain semiconductor properties and/or as a charge layer to impart electrophoretic properties to the quantum dot. The shell may be a single layer or multiple layers. The interface between the core and the shell may have a concentration gradient in which the concentration of the element present in the shell decreases in a direction toward the center of the core.

Examples of shells of quantum dots may include oxides of metals, metalloids, and/or non-metals, semiconductor compounds, or any combination thereof. Examples of metal, metalloid and/or non-metal oxides may include binary compounds, such as SiO ₂ 、Al ₂ O ₃ 、TiO ₂ 、ZnO、MnO、Mn ₂ O ₃ 、Mn ₃ O ₄ 、CuO、FeO、Fe ₂ O ₃ 、Fe ₃ O ₄ 、CoO、Co ₃ O ₄ And/or NiO; ternary compounds, e.g. MgAl ₂ O ₄ 、CoFe ₂ O ₄ 、NiFe ₂ O ₄ And/or CoMn ₂ O ₄ The method comprises the steps of carrying out a first treatment on the surface of the Or any combination thereof. Examples of the semiconductor compound may include group II-VI semiconductor compounds as described herein; a group III-V semiconductor compound; a group III-VI semiconductor compound; a group I-III-VI semiconductor compound; group IV-VI semiconductor compounds; or any combination thereof. For example, the semiconductor compound may include CdS, cdSe, cdTe, znS, znSe, znTe, znSeS, znTeS, gaAs, gaP, gaSb, hgS, hgSe, hgTe, inAs, inP, inGaP, inSb, alAs, alP, alSb or any combination thereof.

The full width at half maximum (FWHM) of the emission wavelength spectrum of the quantum dot may be about 45nm or less, for example about 40nm or less than 40nm, for example about 30nm or less than 30nm, and within these ranges, color purity and/or color reproducibility may be improved. Furthermore, since light emitted by the quantum dots is emitted in all directions (e.g., substantially all directions), the viewing angle of the light can be improved.

Furthermore, the quantum dots may be in the form of spherical nanoparticles, pyramidal nanoparticles, multi-arm nanoparticles, or cubic nanoparticles; nanotubes, nanowires, nanofibers, and/or nanoplates.

Since the band gap can be adjusted by controlling the size of the quantum dot, light having various suitable wavelength bands can be obtained from the emission layer including the quantum dot. Thus, by using quantum dots of different sizes, a light emitting device that emits light of various suitable wavelengths can be realized. In more detail, the size of the quantum dots may be selected to emit red, green, and/or blue light. Further, the size of the quantum dots may be configured to emit white light by combining light of various suitable colors.

Electron transport regions in intermediate layer 130

The electron transport region may have: i) A single layer structure composed of a single layer composed of a single material, ii) a single layer composed of a plurality of different materials, or iii) a multi-layer structure including a plurality of layers including different materials.

For example, the electron transport region may have an electron transport layer/electron injection layer structure, a hole blocking layer/electron transport layer/electron injection layer structure, an electron control layer/electron transport layer/electron injection layer structure, or a buffer layer/electron transport layer/electron injection layer structure, the constituent layers of each of which are stacked in order from the emission layer.

The electron transport region (e.g., buffer layer, hole blocking layer, electron control layer, or electron transport layer in the electron transport region) may comprise a nitrogen-containing C containing at least one pi-deficient electron ₁ -C ₆₀ Metal-free compounds of cyclic groups.

In an embodiment, the electron transport region may comprise a compound represented by formula 601:

601 and method for manufacturing the same

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

Wherein, in the formula 601,

Ar ₆₀₁ may be unsubstituted or substituted by at least one R _10a Substituted C ₃ -C ₆₀ Carbocyclic groups being either unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₆₀ A heterocyclic group, andL ₆₀₁ may be unsubstituted or substituted by at least one R _10a Substituted divalent C ₃ -C ₆₀ Carbocyclic groups being either unsubstituted or substituted by at least one R _10a Substituted divalent C ₁ -C ₆₀ A heterocyclic group which is a heterocyclic group,

xe11 may be 1, 2 or 3,

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

R ₆₀₁ may be unsubstituted or substituted by at least one R _10a Substituted C ₃ -C ₆₀ Carbocyclic groups, unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₆₀ Heterocyclic group, -Si (Q) ₆₀₁ )(Q ₆₀₂ )(Q ₆₀₃ )、-C(＝O)(Q ₆₀₁ )、-S(＝O) ₂ (Q ₆₀₁ ) or-P (=O) (Q ₆₀₁ )(Q ₆₀₂ )，

Q ₆₀₁ To Q ₆₀₃ Can be respectively related to Q ₁ The descriptions are the same, and R _10a May be the same as described herein

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

selected from Ar ₆₀₁ 、L ₆₀₁ And R is ₆₀₁ At least one of which may each independently be unsubstituted or substituted with at least one R _10a Substituted pi electron deficient nitrogen (divalent) C ₁ -C ₆₀ A cyclic group.

For example, when xe11 in formula 601 is 2 or greater than 2, two or more Ar' s ₆₀₁ Can be connected to each other via a single bond.

In one or more embodiments, ar in formula 601 ₆₀₁ May be a substituted or unsubstituted anthracene group.

In one or more embodiments, the electron transport region may comprise a compound represented by formula 601-1:

601-1

Wherein, in the formula 601-1,

X ₆₁₄ can be N or C (R ₆₁₄ )，X ₆₁₅ Can be N or C (R ₆₁₅ )，X ₆₁₆ Can be N or C (R ₆₁₆ ) And is selected from X ₆₁₄ To X ₆₁₆ At least one of which may be N,

L ₆₁₁ to L ₆₁₃ Can be respectively associated with L ₆₀₁ The same is described with respect to the case,

xe611 to xe613 may each be the same as described with respect to xe1,

R ₆₁₁ to R ₆₁₃ Can be respectively associated with R ₆₀₁ The same as described, and

R ₆₁₄ to R ₆₁₆ Can each independently be hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, C ₁ -C ₂₀ Alkyl group, C ₁ -C ₂₀ Alkoxy radicals, unsubstituted or substituted by at least one R _10a Substituted C ₃ -C ₆₀ Carbocyclic groups, either unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₆₀ Heterocyclic groups and R _10a May be the same as described herein.

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

The electron transport region may comprise a compound selected from the group consisting of compound ET1 to compound ET45, 2, 9-dimethyl-4, 7-diphenyl-1, 10-phenanthroline (BCP), 4, 7-diphenyl-1, 10-phenanthroline (Bphen), alq ₃ One of, BAlq, TAZ, NTAZ, or any combination thereof:

/>

in an embodiment, the hole blocking layer may include a compound represented by formula 602.

602

Wherein, in the formula 602,

R ₆₂₁ to R ₆₂₃ Can each independently be unsubstituted or substituted with at least one R _10a Substituted C ₃ -C ₆₀ Carbocyclic groups, unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₆₀ Heterocyclic group, -Si (Q) ₆₂₁ )(Q ₆₂₂ )(Q ₆₂₃ )、-C(＝O)(Q ₆₂₁ )、-S(＝O) ₂ (Q ₆₂₁ ) or-P (=O) (Q ₆₂₁ )(Q ₆₂₂ )，R _10a Can be referred to as R provided herein _10a Is to be understood as meaning,

Q ₆₂₁ to Q ₆₂₃ Can be each independently related to Q ₁ The description of (2) is the same.

For example, is selected from R ₆₂₁ To R ₆₂₃ At least one of which may each independently be unsubstituted or substituted with at least one R _10a Substituted pi electron deficient nitrogen containing C ₁ -C ₆₀ A cyclic group.

In an embodiment, the hole blocking layer may include a compound represented by formula 603.

603, respectively

Wherein, in the formula 603,

R ₆₃₁ to R ₆₃₃ Can each independently be unsubstituted or at least oneR is a number of _10a Substituted C ₃ -C ₆₀ Carbocyclic groups, unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₆₀ Heterocyclic group, -Si (Q) ₆₃₁ )(Q ₆₃₂ )(Q ₆₃₃ )、-C(＝O)(Q ₆₃₁ )、-S(＝O) ₂ (Q ₆₃₁ ) or-P (=O) (Q ₆₃₁ )(Q ₆₃₂ )，R _10a Can be referred to as R provided herein _10a Is to be understood as meaning,

Q ₆₃₁ to Q ₆₃₃ Can be each independently related to Q ₁ The description of (2) is the same. _.

For example, is selected from R ₆₃₁ To R ₆₃₃ At least one of which may each independently be unsubstituted or substituted with at least one R _10a Substituted pi electron deficient nitrogen containing C ₁ -C ₆₀ A cyclic group.

The thickness of the electron transport region may be aboutTo about->For example, about->To about->When the electron transport region comprises a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, or any combination thereof, the thickness of the buffer layer, the hole blocking layer, or the electron control layer may each independently be about >To about->For example about->To about->And the thickness of the electron transport layer may be about +.>To about->For example about->To aboutWhen the thicknesses of the buffer layer, the hole blocking layer, the electron control layer, the electron transport layer, and/or the electron transport region are within the ranges described above, suitable or satisfactory electron transport characteristics can be obtained without a significant increase in driving voltage.

In addition to the materials described above, the electron transport region (e.g., the electron transport layer in the electron transport region) may further comprise a metal-containing material.

The metal-containing material may include an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The metal ion of the alkali metal complex may Be Li ion, na ion, K ion, rb ion or Cs ion, and the metal ion of the alkaline earth metal complex may Be ion, mg ion, ca ion, sr ion or Ba ion. The ligand that coordinates to the metal ion of the alkali metal complex or alkaline earth metal complex may include hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene, or any combination thereof.

For example, the metal-containing material may include a Li complex. Li complexes may include, for example, the compounds ET-D1 (Liq) or ET-D2.

The electron transport region may include an electron injection layer to facilitate injection of electrons from the second electrode 150. The electron injection layer may be in direct contact (e.g., physical contact) with the second electrode 150.

The electron injection layer may have: i) A single layer structure composed of a single layer composed of a single material, ii) a single layer composed of a plurality of different materials, or iii) a multi-layer structure including a plurality of layers including different materials.

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

The alkali metal may include Li, na, K, rb, cs or any combination thereof. The alkaline earth metal may include Mg, ca, sr, ba or any combination thereof. The rare earth metal may include Sc, Y, ce, tb, yb, gd or any combination thereof.

The alkali metal-containing compound, alkaline earth metal-containing compound, and rare earth metal-containing compound may be an oxide, halide (e.g., fluoride, chloride, bromide, iodide, etc.), and/or telluride of an alkali metal, alkaline earth metal, and/or rare earth metal, or any combination thereof.

The alkali metal-containing compound may include: alkali metal oxides, e.g. Li ₂ O、Cs ₂ O and/or K ₂ O; alkali metal halides, such as LiF, naF, csF, KF, liI, naI, csI and/or KI; or any combination thereof. The alkaline earth metal-containing compound may include an alkaline earth metal oxide, e.g. BaO, srO, caO, ba _x Sr _1-x O (wherein x is 0<x<A real number of the condition of 1) and/or Ba _x Ca _1-x O (wherein x is 0<x<A real number of the condition of 1), and the like. The rare earth metal-containing compound may include YbF ₃ 、ScF ₃ 、Sc ₂ O ₃ 、Y ₂ O ₃ 、Ce ₂ O ₃ 、GdF ₃ 、TbF ₃ 、YbI ₃ 、ScI ₃ 、TbI ₃ Or any combination thereof. In one or more embodiments, the rare earth metal-containing compound may include a lanthanide metal telluride. Examples of lanthanide metal telluride may include LaTe, ceTe, prTe, ndTe, pmTe, smTe, euTe, gdTe, tbTe, dyTe, hoTe, erTe, tmTe, ybTe, luTe, la ₂ Te ₃ 、Ce ₂ Te ₃ 、Pr ₂ 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 、Tm ₂ Te ₃ 、Yb ₂ Te ₃ And Lu ₂ Te ₃ 。

The alkali metal complex, alkaline earth metal complex, and rare earth metal complex may comprise i) one of the metal ions selected from the group consisting of alkali metals, alkaline earth metals, and rare earth metals, and ii) a ligand attached to the metal ion, such as hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene, or any combination thereof.

The electron injection layer may comprise (e.g., consist of) the following: 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 complex, or any combination thereof as described above. In one or more embodiments, the electron injection layer may further include an organic material (e.g., a compound represented by formula 601).

In embodiments, the electron injection layer may include (e.g., consist of) the following: i) Alkali metal-containing compounds (e.g., alkali metal halides); or ii) a) an alkali metal-containing compound (e.g., an alkali metal halide), and b) an 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, a RbI: yb co-deposited layer, a LiF: yb co-deposited layer, or the like.

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

The thickness of the electron injection layer may be aboutTo about->For example, about->To about->When the thickness of the electron injection layer is within the above-described range, suitable or satisfactory electron injection characteristics can be obtained without a significant increase in the driving voltage.

Second electrode 150

The second electrode 150 is on the intermediate layer 130 as described above. The second electrode 150 may be a cathode as an electron injection electrode, and the material for the second electrode 150 may include metals, alloys, conductive compounds, or any combination thereof each having a low work function.

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

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

Cover layer

The first cover layer may be external to the first electrode 110 and/or the second cover layer may be external to the second electrode 150. In more detail, the light emitting device 10 may have a structure in which the first cover layer, the first electrode 110, the intermediate layer 130, and the second electrode 150 are sequentially stacked in a prescribed order, a structure in which the first electrode 110, the intermediate layer 130, the second electrode 150, and the second cover layer are sequentially stacked in a prescribed order, or a structure in which the first cover layer, the first electrode 110, the intermediate layer 130, the second electrode 150, and the second cover layer are sequentially stacked in a prescribed order.

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

The first cover layer and the second cover layer may increase external light emitting efficiency according to principles of constructive interference. Accordingly, the light emitting efficiency of the light emitting device 10 may be increased, so that the light emitting efficiency of the light emitting device 10 may be improved.

Each of the first and second cover layers may comprise a material having a refractive index (at a wavelength of 589 nm) of 1.6 or greater than 1.6.

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

At least one selected from the first cover layer and the second cover layer may each independently comprise a carbocyclic compound, a heterocyclic compound, an amine group-containing compound, a porphine derivative, a phthalocyanine derivative, a naphthalocyanine derivative, an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The carbocyclic compound, heterocyclic compound, and amine group-containing compound may be optionally substituted with substituents comprising O, N, S, se, si, F, cl, br, I or any combination thereof. In an embodiment, at least one selected from the first cover layer and the second cover layer may each independently comprise an amine group-containing compound.

For example, at least one selected from the first cover layer and the second cover layer may each independently comprise a compound represented by formula 201, a compound represented by formula 202, or any combination thereof.

In one or more embodiments, at least one selected from the first cover layer and the second cover layer may each independently comprise one selected from the group consisting of compounds HT28 to HT33, one selected from the group consisting of compounds CP1 to CP6, β -NPB, or any combination thereof:

/>

film and method for producing the same

The first compound, the second compound, the third compound, the first organometallic compound, and the second organometallic compound may be included in a variety of suitable films. Thus, another aspect of embodiments of the present disclosure provides a film comprising a first compound, a second compound, a third compound, a first organometallic compound, a second organometallic compound, or any combination thereof. The film may be, for example, an optical member (or a light control member) (e.g., a color filter, a color conversion member, a cover layer, a light extraction efficiency improvement layer, a selective light absorption layer, a polarizing layer, a layer containing quantum dots, etc.), a light blocking member (e.g., a light reflection layer, a light absorption layer, etc.), and/or a protective member (e.g., an insulating layer, a dielectric material layer, etc.).

Electronic equipment

The light emitting device may be included in a variety of suitable electronic devices. For example, the electronic device including the light emitting apparatus may be a light emitting device, an authentication device, or the like.

In addition to the light emitting apparatus, the electronic device (e.g., light emitting device) may further include: i) A color filter, ii) a color conversion layer, or iii) a color filter and a color conversion layer. The color filter and/or the color conversion layer may be in at least one traveling direction of light emitted from the light emitting device. For example, the light emitted from the light emitting device may be blue light or white light. Other details of the light emitting device are the same as described herein. In embodiments, the color conversion layer may comprise quantum dots. The quantum dots may be, for example, quantum dots as described herein.

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

A pixel defining layer may be between the sub-pixel regions to define each of the sub-pixel regions.

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

The color filter region (or color conversion region) may include a first region that emits first color light, a second region that emits second color light, and/or a third region that emits third color light, and the first, second, and/or 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 color filter region (or color conversion region) may contain quantum dots. In more detail, the first region may include red quantum dots, the second region may include green quantum dots, and the third region may include no quantum dots. Other details of the quantum dots may be the same as described herein. The first region, the second region, and/or the third region may each further comprise a diffuser (e.g., a light diffuser).

For example, the light emitting device may emit first light, the first region may absorb the first light to emit first color light, the second region may absorb the first light to emit second first color light, and the third region may absorb the first light to emit third first color light. In this regard, the first, second, and third first color lights may have different maximum emission wavelengths. In more detail, the first light may be blue light, the first color light may be red light, the second first color light may be green light, and the third first color light may be blue light.

The electronic device may further include a thin film transistor in addition to the light emitting device as described above. The thin film transistor may include a source electrode, a drain electrode, and an active layer, and one selected from the source electrode and the drain electrode may be electrically connected to any one selected from 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, and the like.

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

The electronic apparatus may further include a sealing part for sealing the light emitting device. The sealing part may be between the color filter and/or the color conversion layer and the light emitting device. The sealing portion allows light from the light emitting device to be extracted to the outside, and prevents or reduces infiltration of ambient air and/or moisture into the light emitting device in parallel (e.g., simultaneously). The sealing part may be a sealing substrate including a transparent glass substrate and/or a plastic substrate. The sealing part may be a thin film encapsulation layer including at least one of an organic layer and an inorganic layer. When the seal is a thin film encapsulation layer, the electronic device may be flexible.

Depending on the use of the electronic device, various suitable functional layers may be additionally located on the sealing part in addition to the color filter and/or the color conversion layer. The functional layer may include a touch screen layer, a polarizing layer, and the like. The touch screen layer may be a pressure sensitive touch screen layer, a capacitive touch screen layer, and/or an infrared touch screen layer.

The authentication apparatus may further include a biometric information collector in addition to the light emitting device as described above. The verification device may be a biometric verification device that verifies an individual, for example, by using biometric information (e.g., a fingertip, a pupil, etc.) of a living being.

The electronic device may be applied to various suitable displays, light sources, lighting, personal computers (e.g., mobile personal computers), mobile phones, digital cameras, electronic notepads, electronic dictionaries, electronic game machines, medical instruments (e.g., electronic thermometers, blood pressure meters, blood glucose meters, pulse measuring devices, pulse wave measuring devices, electrocardiogram displays, ultrasonic diagnostic devices, and/or endoscope displays), fish probes, various suitable measuring instruments, meters (e.g., meters for vehicles, aircraft, and/or watercraft), projectors, and the like.

Description of fig. 2 and 3

Fig. 2 is a cross-sectional view of a light emitting device according to an embodiment.

The light emitting apparatus of fig. 2 includes a substrate 100, a Thin Film Transistor (TFT), a light emitting device, and a package part 300 sealing the light emitting device.

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

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

The active layer 220 may include an inorganic semiconductor (e.g., silicon or polysilicon), an organic semiconductor, or an oxide semiconductor, and may include a source region, a drain region, and a channel region.

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

An interlayer insulating film 250 may be on the gate electrode 240. The interlayer insulating film 250 may be between the gate electrode 240 and the source electrode 260 and between the gate electrode 240 and the drain electrode 270 to provide insulation therebetween.

The source electrode 260 and the drain electrode 270 may be on the interlayer insulating film 250. The interlayer insulating film 250 and the gate insulating film 230 may expose the source and drain regions of the active layer 220, and the source and drain electrodes 260 and 270 may contact (e.g., physically contact) exposed portions of the source and drain regions of the active layer 220.

The TFT is electrically connected to the light emitting device to drive the light emitting device, and may be 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 on the passivation layer 280. The passivation layer 280 may expose a portion of the drain electrode 270 without entirely covering the drain electrode 270, and the first electrode 110 may be connected to the exposed portion of the drain electrode 270.

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

The second electrode 150 may be on the intermediate layer 130, and the capping layer 170 may be additionally on the second electrode 150. The cover layer 170 may cover the second electrode 150.

The encapsulation 300 may be on the cover layer 170. The encapsulation 300 may be on the light emitting device to protect the light emitting device from moisture and/or oxygen. The encapsulation part 300 may include: an inorganic film comprising silicon nitride (SiN _x ) Silicon oxide (SiO) _x ) Indium tin oxide, indium zinc oxide, or any combination thereof; an organic film comprising polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyethylene sulfonate, polyoxymethylene, polyarylate, hexamethyldisiloxane, acrylic-based resins (e.g., polymethyl methacrylate, polyacrylic acid, etc.), epoxy-based resins (e.g., aliphatic Glycidyl Ethers (AGEs), etc.), or any combination thereof; or an inorganic film and And a combination of organic films.

Fig. 3 is a schematic cross-sectional view of a light emitting device according to another embodiment.

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

Description of FIG. 4

Fig. 4 is a schematic perspective view of an electronic apparatus 1 including a light emitting device according to an embodiment. The electronic device 1 may be an apparatus for displaying moving and/or still images, and may be any suitable product, such as a television, a laptop computer, a monitor, a billboard, and/or an internet of things (IOT) apparatus, as well as portable electronic devices, such as a mobile phone, a smart phone, a tablet Personal Computer (PC), a mobile communication terminal, an electronic notebook, an electronic book, a Portable Multimedia Player (PMP), a navigation apparatus, and/or an Ultra Mobile PC (UMPC), and/or a portion thereof. Furthermore, the electronic device 1 may be a wearable apparatus, such as a smart watch, a watch phone, a glasses-type display and/or a head-mounted display (HMD), and/or portions thereof. However, embodiments of the present disclosure are not limited thereto. For example, the electronic device 1 may be an instrument panel of a vehicle, a Central Information Display (CID) on a central panel and/or an instrument panel of a vehicle, a room mirror display replacing side view mirrors of a vehicle, an entertainment display for a rear seat of a vehicle and/or a display on a rear surface of a front seat, a head-up display (HUD) mounted in front of a vehicle and/or projected on a front window glass, and/or a computer generated holographic augmented reality head-up display (CGH AR HUD). For ease of explanation, fig. 4 shows a case in which the electronic device 1 is a smart phone.

The electronic device 1 may include a display area DA and a non-display area NDA outside the display area DA. The electronic device 1 may realize an image by an array of a plurality of pixels in two dimensions in the display area DA.

The non-display area NDA may be an area in which no image is displayed, and may completely surround the display area DA. A driver for supplying an electric signal or power into the display area DA of the display device may be in the non-display area NDA. Pads, which are areas where electronic devices and/or printed circuit boards may be electrically connected, may be in the non-display area NDA.

The electronic device 1 may have different lengths in the x-axis direction and 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. As another example, the length in the x-axis direction may be the same as the length in the y-axis direction. As 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-6C

Fig. 5 is a schematic diagram showing the outside of a vehicle 1000 as an electronic apparatus including a light emitting device according to an embodiment. Fig. 6A-6C are each a schematic diagram showing an interior of a vehicle 1000 according to various embodiments.

Referring to fig. 5 and 6A-6C, a vehicle 1000 may refer to various suitable devices for moving an object to be transported, such as a person, an object, and/or an animal, from a departure point to a destination. Thus, the present disclosure is applicable not only to vehicles traveling on roads or rails, but also to ships moving on the sea or river, and to aircraft flying in the air using the action of air.

The vehicle 1000 may travel on a roadway and/or track. The vehicle 1000 may move in a certain direction according to the rotation of at least one wheel. For example, the vehicle 1000 may include a three-or four-wheeled vehicle, a construction machine, a two-wheeled vehicle, a motorcycle, a bicycle, and a train running on a track.

The vehicle 1000 may include a main body having an interior and an exterior, and a chassis in which mechanical equipment necessary for driving is mounted as the remaining parts other than the main body. The exterior of the main body may include a front panel, a valve cover, a top panel, a rear panel, a trunk, and a pillar provided at a boundary between the doors. The chassis of the vehicle 1000 may include power generation devices, power transmission devices, drive devices, steering devices, braking devices, suspension devices, speed change devices, fuel devices, front and rear left and right wheels.

The vehicle 1000 may include side window glass 1100, front window glass 1200, side mirror 1300, cluster 1400, center panel 1500, passenger seat dashboard 1600, and display device 2.

Side window pane 1100 and front window pane 1200 may be separated by a pillar between side window pane 1100 and front window pane 1200.

Side window glass 1100 may be mounted on a side surface of vehicle 1000. In an embodiment, side window glass 1100 may be mounted on a door of vehicle 1000. A plurality of side panes 1100 may be provided and the plurality of side panes 1100 may face each other. In embodiments, side window glass 1100 may include a first side window glass 1110 and a second side window glass 1120. In an embodiment, the first side glazing 1110 may be adjacent to the cluster member 1400. In an embodiment, the second side glass 1120 may be adjacent to the passenger seat dashboard 1600.

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

The front glass 1200 may be mounted in front of the vehicle 1000. Front pane 1200 may be between side panes 1100 facing each other.

The side view mirror 1300 may provide a rear view of the vehicle 1000. The side view mirror 1300 may be mounted outside the main body. In an embodiment, a plurality of side mirrors 1300 may be provided. One of the plurality of side view mirrors 1300 may be external to the first side window pane 1110. Another of the plurality of side view mirrors 1300 may be external to the second side window pane 1120.

The cluster 1400 may be in front of the steering wheel. Cluster member 1400 may include a tachometer, speedometer, coolant thermometer, fuel gauge, turn signal light, high beam signal light, warning light, seat belt warning light, odometer, trip gauge, automatic shift select lever signal light, door opening warning light, engine oil warning light, and/or low fuel warning light thereon.

The center panel 1500 may include a control panel on which buttons for adjusting audio devices, air conditioning devices, and/or seat heaters are located. The center panel 1500 may be on one side of the cluster 1400.

The passenger seat dashboard 1600 may be spaced apart from the cluster 1400 with the center panel 1500 therebetween. In an embodiment, the cluster 1400 may correspond to a driver seat and the passenger seat dashboard 1600 may correspond to a passenger seat. In an embodiment, the cluster 1400 may be adjacent to a first side window glass 1110 and the passenger seat dashboard 1600 may be adjacent to a second side window glass 1120.

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

The display device 2 may include an organic light emitting display device, an inorganic Electroluminescence (EL) display device (and/or an inorganic light emitting display device), a quantum dot display device, and the like. Hereinafter, an organic light emitting display apparatus including the light emitting device according to the embodiment will be described as an example of the display apparatus 2 according to the embodiment. However, various suitable types (or kinds) of display devices as described above may be used in embodiments of the present disclosure.

Referring to fig. 6A, the display device 2 may be on a center panel 1500. In an embodiment, the display device 2 may display navigation information. In an embodiment, the display device 2 may display information about audio, video and/or vehicle settings.

Referring to fig. 6B, the display device 2 may be on a cluster 1400. In this case, the cluster 1400 may display driving information or the like through the display device 2. For example, cluster 1400 may be implemented digitally. The digital cluster 1400 may display the vehicle information and the driving information as images. For example, the pins and gauges of the tachometer and various suitable warning light icons may be displayed by digital signals.

Referring to fig. 6C, the display device 2 may be at a passenger seat dashboard 1600. The display device 2 may be embedded in the passenger seat dashboard 1600 or on the passenger seat dashboard 1600. In an embodiment, the display device 2 on the passenger seat dashboard 1600 may display images related to information displayed on the cluster 1400 and/or related to information displayed on the center panel 1500. In one or more embodiments, the display device 2 on the passenger seat dashboard 1600 may display different information than the information displayed on the cluster 1400 and/or the information displayed on the center panel 1500.

Method of manufacture

The respective layers included in the hole transport region, the emission layer, and the respective layers included in the electron transport region may be formed in the specific region by using various suitable methods such as vacuum deposition, spin coating, casting, langmuir-Blodgett (LB) deposition, inkjet printing, laser induced thermal imaging, and the like.

When the respective layers included in the hole transport region, the emission layer, and the respective layers included in the electron transport region are formed by vacuum deposition, a deposition temperature of about 100 to about 500 ℃ may be about 10 depending on the material to be included in the layer to be formed and the structure of the layer to be formed ^-8 To about 10 ^-3 Vacuum level of the tray and the likePer second to about->Deposition was performed at a deposition rate of/sec.

Definition of terms

The term "C" as used herein ₃ -C ₆₀ A carbocyclic group "refers to a cyclic group consisting of only carbon as the ring forming atom and having 3 to 60 carbon atoms (e.g., 3 to 30, 3 to 20, 3 to 15, or 3 to 10 carbon atoms), and the term" C "as used herein ₁ -C ₆₀ A heterocyclic group "means a cyclic group having 1 to 60 carbon atoms (for example, 1 to 30, 1 to 20, 1 to 15, or 1 to 10 carbon atoms) and further having heteroatoms other than carbon (for example, 1 to 5 or 1 to 3, such as 1, 2, 3, 4, or 5 heteroatoms) as ring-forming atoms. C (C) ₃ -C ₆₀ Carbocycle group and C ₁ -C ₆₀ Each of the heterocyclic groups may be a monocyclic group consisting of one ring or a polycyclic group consisting of two or more rings fused together. For example, C ₁ -C ₆₀ The heterocyclic group may have 3 to 61 ring atoms (e.g., 3 to 30, 3 to 20, 3 to 15, or 3 to 10 ring atoms).

The term "cyclic group" as used herein may include C ₃ -C ₆₀ Carbocycle group and C ₁ -C ₆₀ Both heterocyclic groups.

The term "pi-electron rich C" as used herein ₃ -C ₆₀ A cyclic group "refers to a cyclic group having 3 to 60 carbon atoms (e.g., 3 to 30, 3 to 20, 3 to 15, or 3 to 10 carbon atoms) and not including-n=' as a ring forming moiety. The term "pi electron deficient nitrogen containing C" as used herein ₁ -C ₆₀ A cyclic group "refers to a heterocyclic group having 1 to 60 carbon atoms (e.g., 1 to 30, 1 to 20, 1 to 15, or 1 to 10 carbon atoms) and containing = -N' as a ring forming moiety.

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

C ₃ -C ₆₀ the carbocyclic group may be i) a T1 group, or ii) a condensed cyclic group in which at least two T1 groups are condensed with each other (e.g., a cyclopentadienyl group, an adamantyl group, a norbornyl group, a phenyl group, a pentylene group, a naphthalene group, a azulene group, an indacene group, an acenaphthylene group, a phenalene group, a phenanthrene group, an anthracene group, a fluoranthene group, a benzophenanthrene group, a pyrene group, a,A group, a perylene group, a pentacene group, a heptylene group, a tetracene group, a picene group, a hexa-phenyl group, a pentacene group, a yu red province group, a coronene group, an egg-phenyl group, an indene group, a fluorene group, a spiro-bifluorene group, a benzofluorene group, an indeno phenanthrene group, or an indeno anthracene group),

C ₁ -C ₆₀ the heterocyclic group may be i) a T2 group, ii) a fused cyclic group in which at least two T2 groups are fused to each other, or iii) a fused cyclic group in which at least one T2 group and at least one T1 group are fused to each other (e.g., pyrrole groups, thiophene groups, furan groups, indole groups, benzindole groups, naphtalindole groups, isoindole groups, benzisoindole groups, naphtalindole groups, benzoxazole groups, benzothiophene groups, benzofuran groups, carbazole groups, dibenzosilole groups, dibenzothiophene groups, dibenzofuran groups, indenocarbazole groups, indolocarbazole groups, benzocarbazole groups, benzothiocarbazole groups, benzopyrrolocarbazole groups, benzoindolocarbazole groups, benzocarbazole groups, benzonaphtalenofuran groups, benzonaphtalenothiofuran groups, benzonaphtalenothiozole groups, benzonaphtaleno silole groups, benzodibenzofuran groups, benzodibenzodibenzothiophene groups, and benzothiophene dibenzothiophene group, pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, oxadiazole group, thiazole group, isothiazole group, thiadiazole group, benzopyrazole group, benzimidazole group, benzoxazole group, benzisoxazole group, benzothiazole group, benzisothiazole group, benzothiazole group, thiazole group pyridine groups, pyrimidine groups, pyrazine groups, pyridazine groups, triazine groups, quinoline groups, isoquinoline groups, benzoquinoline groups, benzoisoquinoline groups, quinoxaline groups, benzoquinoxaline groups, quinazoline groups, benzoquinazoline groups, phenanthroline groups, cinnoline groups, phthalazine groups, naphthyridine groups, an imidazopyridine group, an imidazopyrimidine group, an imidazotriazine group, an imidazopyrazine group, Imidazopyridazine groups, azacarbazole groups, azafluorene groups, azadibenzosilol groups, azadibenzothiophene groups, azadibenzofuran groups, and the like),

pi electron rich C ₃ -C ₆₀ The cyclic group may be i) a T1 group, ii) a fused cyclic group in which at least two T1 groups are fused to each other, iii) a T3 group, iv) a fused cyclic group in which at least two T3 groups are fused to each other, or v) a fused cyclic group in which at least one T3 group and at least one T1 group are fused to each other (e.g., C) ₃ -C ₆₀ Carbocycle groups, 1H-pyrrole groups, silole groups, borole-dienyl groups, 2H-pyrrole groups, 3H-pyrrole groups, thiophene groups, furan groups, indole groups, benzindole groups, naphtalindole groups, isoindole groups, benzisoindole groups, naphtalisoindole groups, benzothiophene groups, benzofuran groups, carbazole groups, dibenzosilole groups, dibenzothiophene groups, dibenzofuran groups, indenocarbazole groups, indolocarbazole groups, benzocarbazole groups, benzothiophene carbazole groups, benzoindole carbazole groups, benzocarbazole groups, benzonaphtalene furan groups, benzonaphtalene thiophene groups, benzonaphtalene thiophene groups, benzodibenzothiophene groups, benzodibenzodibenzofuran groups, benzodibenzothiophene groups, benzothiophene groups, etc.),

Pi electron deficient nitrogen containing C ₁ -C ₆₀ The cyclic groups may be i) T4 groups, ii) fused cyclic groups in which at least two T4 groups are fused to each other, iii) fused cyclic groups in which at least one T4 group and at least one T1 group are fused to each other, iv) fused cyclic groups in which at least one T4 group and at least one T3 group are fused to each other, or v) fused cyclic groups in which at least one T4 group, at least one T1 group and at least one T3 group are fused to each other (e.g., pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, oxadiazole group, thiazole group, isothiazole group, thiadiazole group, benzopyrazole group)A group, a benzimidazole group, a benzoxazole group, a benzisoxazole group, a benzothiazole group, a benzisothiazole group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a benzoisoquinoline group, a quinoxaline group, a benzoquinoxaline group, a quinazoline group, a benzoquinazoline group, a phenanthroline group, a cinnoline group, a phthalazine group, a naphthyridine group, an imidazopyridine group, an imidazopyrimidine group, an imidazotriazine group, an imidazopyrazine group, an imidazopyridazine group, an azacarbazole group, an azafluorene group, an azadibenzothiophene group, an azadibenzofuran group, and the like,

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

t2 groups may be furan groups, thiophene groups, 1H-pyrrole groups, silole groups, borole groups, 2H-pyrrole groups, 3H-pyrrole groups, imidazole groups, pyrazole groups, triazole groups, tetrazole groups, oxazole groups, isoxazole groups, oxadiazole groups, thiazole groups, isothiazole groups, thiadiazole groups, azasilole groups, azaborole groups, pyridine groups, pyrimidine groups, pyrazine groups, pyridazine groups, triazine groups, tetrazine groups, pyrrolidines, imidazolidine groups, dihydropyrrole groups, piperidine groups, tetrahydropyridine groups, dihydropyridine groups, tetrahydropyrimidine groups, dihydropyrimidine groups, piperazine groups, tetrahydropyrimidine groups, dihydropyrimidine groups, tetrahydropyrimidine groups or dihydropyrimidine groups,

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

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

The terms "cyclic group", "C", as used herein ₃ -C ₆₀ Carbocycle group "," C ₁ -C ₆₀ Heterocyclic group "," pi-electron rich C ₃ -C ₆₀ The cyclic group "or" pi electron deficient nitrogen-containing C ₁ -C ₆₀ A cyclic group "refers to a structure of formula (la) as used according to the corresponding term, a group fused to any cyclic group, a monovalent group, or a multivalent group (e.g., a divalent group, a trivalent group, a tetravalent group, etc.). For example, the "phenyl group" may be a benzo group, a phenyl group, a phenylene group, etc., which may be easily understood by one of ordinary skill in the art according to the structure of the formula including the "phenyl group".

Monovalent C ₃ -C ₆₀ Carbocyclic group and monovalent C ₁ -C ₆₀ Examples of heterocyclic groups are C ₃ -C ₁₀ Cycloalkyl radicals, C ₁ -C ₁₀ A heterocycloalkyl group, C ₃ -C ₁₀ Cycloalkenyl group, C ₁ -C ₁₀ Heterocycloalkenyl radical, C ₆ -C ₆₀ Aryl group, C ₁ -C ₆₀ Heteroaryl groups, monovalent non-aromatic fused polycyclic groups and monovalent non-aromatic fused heteropolycyclic groups, and divalent C ₃ -C ₆₀ Carbocycle group and divalent C ₁ -C ₆₀ Examples of heterocyclic groups may include C ₃ -C ₁₀ Cycloalkylene group, C ₁ -C ₁₀ A heterocycloalkylene group, C ₃ -C ₁₀ Cycloalkenyl radical, C ₁ -C ₁₀ Heterocyclylene radicals, C ₆ -C ₆₀ Arylene group, C ₁ -C ₆₀ Heteroarylene groups, divalent non-aromatic fused polycyclic groups, and divalent non-aromatic fused heteropolycyclic groups.

The term "C" as used herein ₁ -C ₆₀ Alkyl group "means a straight or branched aliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms (e.g., 1 to 30, 1 to 20, 1 to 15, or 1 to 10 carbon atoms), and examples thereof include a methyl group, an ethyl group, a n-propyl group, an isopropyl group, a n-butyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, a n-pentyl group, a tert-pentyl group, a neopentyl group, an isopentyl group, a sec-pentyl group, a 3-pentyl group, a sec-isopentyl group, a n-hexyl group, an isohexyl group, a sec-hexyl group, a tert-hexyl group, a n-heptyl group, an isoheptyl group, a Zhong Geng-yl group, a tert-heptyl group, a n-octyl group, an isooctyl group, a sec-octyl group, a tert-octyl group, a n-nonyl group, an isononyl group, a Zhong Ren-nonyl group, a n-decyl group, an isodecyl group, a Zhong Guiji group, and a tert-decyl group. The term "C" as used herein ₁ -C ₆₀ An alkylene group "means having a group corresponding to C ₁ -C ₆₀ Divalent groups of substantially identical structure for the alkyl groups.

The term "C" as used herein ₂ -C ₆₀ Alkenyl group "means at C ₂ -C ₆₀ A monovalent hydrocarbon group having at least one carbon-carbon double bond at the main chain (e.g., in the middle) or at the terminal (e.g., at the end) of an alkyl group, and examples thereof may include vinyl groups, acryl groups, and butenyl groups. The term "C" as used herein ₂ -C ₆₀ Alkenylene group "means having a meaning with C ₂ -C ₆₀ Divalent groups of substantially identical structure to the alkenyl groups.

The term "C" as used herein ₂ -C ₆₀ Alkynyl group "means at C ₂ -C ₆₀ A monovalent hydrocarbon group having at least one carbon-carbon triple bond at the main chain (e.g., in the middle) or at the terminal (e.g., at the end) of the alkyl group, and examples thereof include an ethynyl group and a propynyl group. The term "C" as used herein ₂ -C ₆₀ Alkynyl group "means having a meaning with C ₂ -C ₆₀ Of substantially identical structure to alkynyl groupsDivalent groups.

The term "C" as used herein ₁ -C ₆₀ Alkoxy group "means a group consisting of-OA ₁₀₁ (wherein A ₁₀₁ Is C ₁ -C ₆₀ Alkyl group), and examples thereof include methoxy group, ethoxy group, and isopropoxy group.

The term "C" as used herein ₃ -C ₁₀ Cycloalkyl group "means a monovalent saturated hydrocarbon cyclic group having 3 to 10 carbon atoms, and examples thereof include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantyl group, a norbornyl group (or bicyclo [2.2.1]Heptyl group), bicyclo [1.1.1]Pentyl group, bicyclo [2.1.1]Hexyl radical and bicyclo [2.2.2]Octyl groups. The term "C" as used herein ₃ -C ₁₀ The term "cycloalkylene group" means having a group attached to C ₃ -C ₁₀ Cycloalkyl groups are essentially identical in structure.

The term "C" as used herein ₁ -C ₁₀ By a heteroaryl group "is meant a monovalent cyclic group having 1 to 10 carbon atoms further comprising at least one heteroatom (e.g., 1 to 5 or 1 to 3, such as 1,2,3,4, or 5 heteroatoms) as a ring-forming atom, and examples include a 1,2,3, 4-oxatriazolyl group, a tetrahydrofuranyl group, and a tetrahydrothienyl group. The term "C" as used herein ₁ -C ₁₀ Heterocyclylene group "means having a radical corresponding to C ₁ -C ₁₀ Divalent groups of substantially identical structure for the heterocycloalkyl group.

The term "C" as used herein ₃ -C ₁₀ Cycloalkenyl group "refers to a monovalent cyclic group having 3 to 10 carbon atoms and at least one carbon-carbon double bond in its ring and no aromaticity (e.g., not aromatic), and examples include cyclopentenyl group, cyclohexenyl group, and cycloheptenyl group. The term "C" as used herein ₃ -C ₁₀ The cycloalkenylene group "means having a ring structure with C ₃ -C ₁₀ Knots with cycloalkenyl groups substantially identicalA divalent group of the structure.

The term "C" as used herein ₁ -C ₁₀ By a heterocycloalkenyl group "is meant a monovalent cyclic group having 1 to 10 carbon atoms that further contains at least one heteroatom (e.g., 1 to 5 or 1 to 3, such as 1,2,3,4, or 5 heteroatoms) other than carbon atoms as a ring-forming atom and having at least one double bond in its cyclic structure. C (C) ₁ -C ₁₀ Examples of heterocycloalkenyl groups include 4, 5-dihydro-1, 2,3, 4-oxazolyl groups, 2, 3-dihydrofuranyl groups, and 2, 3-dihydrothienyl groups. The term "C" as used herein ₁ -C ₁₀ Heterocyclylene group "means having a group corresponding to C ₁ -C ₁₀ Divalent radicals of substantially identical structure to the cycloalkenyl radicals.

The term "C" as used herein ₆ -C ₆₀ Aryl group "refers to a monovalent group having a carbocyclic aromatic system of 6 to 60 carbon atoms (e.g., 6 to 30, 6 to 20, 6 to 15, or 6 to 10 carbon atoms), and the term" C "as used herein ₆ -C ₆₀ Arylene group "refers to a divalent group having a carbocyclic aromatic system of 6 to 60 carbon atoms (e.g., 6 to 30, 6 to 20, 6 to 15, or 6 to 10 carbon atoms). C (C) ₆ -C ₆₀ Examples of aryl groups include phenyl groups, pentylene groups, naphthyl groups, azulenyl groups, indacenyl groups, acenaphthenyl groups, phenalkenyl groups, phenanthryl groups, anthryl groups, fluoranthenyl groups, benzophenanthryl groups, pyrenyl groups,a phenyl group, a perylene group, a pentacenyl group, a heptenyl group, a tetracenyl group, a picenyl group, a hexaphenyl group, a pentacenyl group, a yuzuo group, a coroneyl group, and an egg phenyl group. When C ₆ -C ₆₀ Aryl group and C ₆ -C ₆₀ When the arylene groups each comprise two or more rings, the rings may be fused to each other. />

The term "C" as used herein ₁ -C ₆₀ Heteroaryl groupBy "a radical" is meant a monovalent radical of a heteroaromatic system having from 1 to 60 carbon atoms (e.g., from 1 to 30, from 1 to 20, from 1 to 15, or from 1 to 10 carbon atoms) further comprising at least one heteroatom other than carbon atoms (e.g., from 1 to 5 or from 1 to 3, such as 1, 2, 3, 4, or 5 heteroatoms) as a ring-forming atom. The term "C" as used herein ₁ -C ₆₀ The heteroarylene group "may be a divalent group of a heterocyclic aromatic system having 1 to 60 carbon atoms (e.g., 1 to 30, 1 to 20, 1 to 15, or 1 to 10 carbon atoms) further comprising at least one heteroatom other than carbon atoms (e.g., 1 to 5 or 1 to 3, such as 1, 2, 3, 4, or 5 heteroatoms) as a ring-forming atom. C (C) ₁ -C ₆₀ Examples of heteroaryl groups include pyridinyl groups, pyrimidinyl groups, pyrazinyl groups, pyridazinyl groups, triazinyl groups, quinolinyl groups, benzoquinolinyl groups, isoquinolinyl groups, benzoisoquinolinyl groups, quinoxalinyl groups, benzoquinoxalinyl groups, quinazolinyl groups, benzoquinazolinyl groups, cinnolinyl groups, phenanthrolinyl groups, phthalazinyl groups, and naphthyridinyl groups. When C ₁ -C ₆₀ Heteroaryl groups and C ₁ -C ₆₀ When the heteroarylene groups each contain two or more rings, the rings may be fused to each other.

The term "monovalent non-aromatic fused polycyclic group" as used herein refers to a monovalent group (e.g., having 8 to 60 carbon atoms, such as 8 to 30, 8 to 20, 8 to 15, or 8 to 10 carbon atoms) having two or more rings fused to each other, only carbon atoms as ring-forming atoms, and no aromaticity (e.g., not aromatic when considered as a whole) in its entire molecular structure. Examples of monovalent non-aromatic fused polycyclic groups include indenyl groups, fluorenyl groups, spiro-bifluorenyl groups, benzofluorenyl groups, indenofenyl groups, and indenoanthrenyl groups. The term "divalent non-aromatic fused polycyclic group" as used herein refers to a divalent group having substantially the same structure as a monovalent non-aromatic fused polycyclic group.

The term "monovalent non-aromatic fused heteropolycyclic group" as used herein refers to a monovalent group (e.g., having 1 to 60 carbon atoms, e.g., 1 to 30, 1 to 20, 1 to 15, or 1 to 10 carbon atoms) having two or more rings fused to each other, further comprising at least one heteroatom (e.g., 1 to 5 or 1 to 3, such as 1, 2, 3, 4, or 5 heteroatoms) other than carbon atoms as a ring-forming atom, and being non-aromatic (e.g., not aromatic when considered as a whole) in its entire molecular structure. Examples of monovalent non-aromatic fused heteropolycyclic groups include pyrrolyl groups, thienyl groups, furanyl groups, indolyl groups, benzindolyl groups, naphthyridinyl groups, isoindolyl groups, benzisoindolyl groups, naphthyridinyl groups, benzothienyl groups, benzofuranyl groups, carbazolyl groups, dibenzosilol groups, dibenzothienyl groups, dibenzofuranyl groups, azacarbazolyl groups, azafluorenyl groups, azadibenzosilol groups, azadibenzothienyl groups, azadibenzofuranyl groups, pyrazolyl groups, imidazolyl groups, triazolyl groups, tetrazolyl groups, oxazolyl groups, isoxazolyl groups, thiazolyl groups, isothiazolyl groups, oxadiazolyl groups, and combinations thereof thiadiazolyl group, benzopyrazolyl group, benzimidazolyl group, benzoxazolyl group, benzothiazolyl group, benzoxadiazolyl group, benzothiadiazolyl group, imidazopyridinyl group, imidazopyrimidinyl group, imidazotriazinyl group, imidazopyrazinyl group, imidazopyridazinyl group, indenocarbazolyl group, indolocarbazolyl group, benzofuranocarbazolyl group, benzothiocarbazolyl group, benzoindolocarbazolyl group, benzocarbazolyl group, benzonaphtofuranyl group, benzonaphtaphthenyl group, benzonaphtaphthoyl group, benzodibenzofuranyl group, benzodibenzothiophenyl group, and benzothiaphthoyl group. The term "divalent non-aromatic fused heteropolycyclic group" as used herein refers to a divalent group having substantially the same structure as a monovalent non-aromatic fused heteropolycyclic group.

The term "C" as used herein ₆ -C ₆₀ Aryloxy group "means-OA ₁₀₂ (wherein A ₁₀₂ Is C ₆ -C ₆₀ Aryl group), and the term "C" as used herein ₆ -C ₆₀ Arylthio group "means-SA ₁₀₃ (wherein A ₁₀₃ Is C ₆ -C ₆₀ Aryl groups).

The term "C" as used herein ₇ -C ₆₀ Arylalkyl group "means-A ₁₀₄ A ₁₀₅ (wherein A ₁₀₄ Is C ₁ -C ₅₄ An alkylene group, and A ₁₀₅ Is C ₆ -C ₅₉ Aryl group), and the term C as used herein ₂ -C ₆₀ Heteroarylalkyl group "means-A ₁₀₆ A ₁₀₇ (wherein A ₁₀₆ Is C ₁ -C ₅₉ An alkylene group, and A ₁₀₇ Is C ₁ -C ₅₉ Heteroaryl groups).

The term "R" as used herein _10a "means:

deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group or a nitro group;

each unsubstituted or substituted by deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, C ₃ -C ₆₀ Carbocycle group, C ₁ -C ₆₀ Heterocyclic groups, C ₆ -C ₆₀ Aryloxy group, C ₆ -C ₆₀ Arylthio groups, C ₇ -C ₆₀ Arylalkyl radicals, 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 any combination thereof ₁ -C ₆₀ Alkyl group, C ₂ -C ₆₀ Alkenyl group, C ₂ -C ₆₀ Alkynyl groups or C ₁ -C ₆₀ An alkoxy group;

each unsubstituted or deuterium, -F, -Cl-Br, -I, hydroxy group, cyano group, nitro group, C ₁ -C ₆₀ Alkyl group, C ₂ -C ₆₀ Alkenyl group, C ₂ -C ₆₀ Alkynyl radicals, C ₁ -C ₆₀ Alkoxy groups, C ₃ -C ₆₀ Carbocycle group, C ₁ -C ₆₀ Heterocyclic groups, C ₆ -C ₆₀ Aryloxy group, C ₆ -C ₆₀ Arylthio groups, C ₇ -C ₆₀ Arylalkyl radicals, 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 ₃ -C ₆₀ Carbocycle group, C ₁ -C ₆₀ Heterocyclic groups, C ₆ -C ₆₀ Aryloxy group, C ₆ -C ₆₀ Arylthio groups, C ₇ -C ₆₀ Arylalkyl radicals or C ₂ -C ₆₀ A heteroarylalkyl group; or alternatively

-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 ) A kind of electronic device

Q ₁₁ To Q ₁₃ 、Q ₂₁ To Q ₂₃ And Q ₃₁ To Q ₃₃ Each may independently be: hydrogen; deuterium; -F; -Cl; -Br; -I; a hydroxyl group; a cyano group; a nitro group; c each unsubstituted or substituted with deuterium, -F, cyano groups, or any combination thereof ₁ -C ₆₀ Alkyl group, C ₂ -C ₆₀ Alkenyl group, C ₂ -C ₆₀ Alkynyl groups or C ₁ -C ₆₀ An alkoxy group; or each unsubstituted or deuterium, -F, cyano, C ₁ -C ₆₀ Alkyl group, C ₁ -C ₆₀ C substituted with an alkoxy group, a phenyl group, a biphenyl group, or any combination thereof ₃ -C ₆₀ Carbocycle group, C ₁ -C ₆₀ Heterocyclic groups, C ₇ -C ₆₀ Arylalkyl radicals or C ₂ -C ₆₀ A heteroarylalkyl group.

The term "Q" as used herein, unless otherwise indicated ₁ To Q ₃ "or Q ₁ Each may independently be: hydrogen; deuterium; -F; -Cl; -Br; -I; a hydroxyl group; a cyano group; a nitro group; c each unsubstituted or substituted with deuterium, -F, cyano groups, or any combination thereof ₁ -C ₆₀ Alkyl group, C ₂ -C ₆₀ Alkenyl group, C ₂ -C ₆₀ Alkynyl groups or C ₁ -C ₆₀ An alkoxy group; or each unsubstituted or deuterium, -F, cyano, C ₁ -C ₆₀ Alkyl group, C ₁ -C ₆₀ C substituted with an alkoxy group, a phenyl group, a biphenyl group, or any combination thereof ₃ -C ₆₀ Carbocycle group, C ₁ -C ₆₀ Heterocyclic groups, C ₇ -C ₆₀ Arylalkyl radicals or C ₂ -C ₆₀ A heteroarylalkyl group.

The term "heteroatom" as used herein refers to any atom other than a carbon atom. Examples of heteroatoms include O, S, N, P, si, B, ge, se or any combination thereof.

The term "Ph" as used herein refers to a phenyl group, the term "Me" as used herein refers to a methyl group, the term "Et" as used herein refers to an ethyl group, the term "tert-Bu" or "Bu" as used herein ^t "refers to a tertiary butyl group, and the term" OMe "as used herein refers to an oxy group.

The term "biphenyl group" as used herein refers to a "phenyl group substituted with a phenyl group". In other words, a "biphenyl group" is a group having C ₆ -C ₆₀ A substituted phenyl group having an aryl group (e.g., phenyl group) as a substituent.

The term "terphenyl group" as used herein refers to a "phenyl group substituted with a biphenyl group". In other words, a "terphenyl group" is a group having Quilt C ₆ -C ₆₀ Aryl group substituted C ₆ -C ₆₀ A substituted phenyl group in which an aryl group (e.g., biphenyl group) is used as a substituent.

As used herein, unless otherwise defined, each refers to a binding site to an adjacent atom in the corresponding formula or moiety.

Hereinafter, the compound according to the embodiment and the light emitting device according to the embodiment will be described in more detail with reference to synthesis examples and examples. The expression "using B instead of a" used in describing the synthesis examples means using equimolar equivalents of B instead of a.

Examples

Evaluation example 1

The HOMO level and T1 level of each host compound, and the maximum emission wavelength (λmax) and HOMO level and T1 level of each dopant compound were evaluated, and the results thereof are shown in tables 1 and 2, respectively. HOMO levels and T1 levels, as well as maximum emission wavelengths, were evaluated by DFT methods of a gaussian program that is structurally optimized at the level of B3LYP,6-31G (d, p).

TABLE 1

	HOMO(eV)	T ₁ (eV)
			HTH53	-4.96	3.01
ETH85	-5.24	2.70
			WBG1	-5.65	2.76

TABLE 2

	λmax(nm)	HOMO(eV)	T1(eV)
				PD40	531	-4.46	2.20
PD41	526	-4.40	2.22
				PD42	521	-4.60	2.31

Example 1

As an anode, 15. Omega/cm was formed thereon ² The glass substrate of the ITO electrode (product of Corning inc.) was cut into dimensions of 50mm×50mm×0.7mm, each of isopropanol and pure water was sonicated for 5 minutes, and then cleaned by irradiation of ultraviolet rays and exposure to ozone for 30 minutes. Then, the resulting glass substrate was mounted on a vacuum deposition apparatus.

Deposition of NPD on anode to form anode withA hole injection layer of a thickness of (a) and depositing an HTL on the hole injection layer to form a layer having +.>Is deposited on the hole transport layer to form a hole transport layer having a thickness of +.>Is formed on the substrate, and then, a host A and a dopant A are co-deposited thereon to form a first electron blocking layer having +.>Is a layer of a thickness of the emissive layer. In this regard, host a and dopant a are as described in table 3.

Subsequently, HBL is deposited on the emissive layer to form a thin film havingIs deposited on the hole blocking layer to form a hole blocking layer having +.>Is deposited on the electron transport layer to form a layer having a thickness of YbAnd depositing Ag: mg (9:1 by weight) on the electron injection layer to form a thin film havingTo complete a cathode with a thickness of ITO +.>/NPD/>/HTL/>/EBL/>Main body A+ dopant A->/HBL/>/ETL/>/Yb/>/Ag:Mg/>The fabrication of the organic light emitting device of the structure of (a). />

Examples 2 and 3 and comparative examples 1 to 8

An organic light-emitting device was manufactured in substantially the same manner as in example 1, but combinations of compounds as described in table 4 were each used to form an emission layer.

Evaluation example 2

Measurement of each of the organic light emitting devices according to examples 1 to 3 and comparative examples 1 to 8 at 10mA/cm using a Gerline (Kethley) MU 236 and a luminance meter PR650 ² Driving voltage, luminous efficiency and service life at current density of (c), and the results thereof are shown in table 4. The luminous efficiency and the service life are expressed as relative values (%) based on comparative example 3, and the service life is a measure of the time taken when the luminance reaches 97% of the initial luminance.

TABLE 3 Table 3

	Configuration of
		Body 1	HTH53+ETH85
Main body A	HTH53+ETH85+WBG1
		Dopant A	PD40+PD41
Dopant B	PD40+PD42
		Dopant C	PD41+PD42
CE1	CH1+CH2+CH3+CPD1

(in table 3, the content ratio of each compound in the main body a is HTH 53:eth 85:wbg1=55:35:10 on a weight basis.)

TABLE 4 Table 4

( In example 1, the light-emitting layer compound content ratio was based on weight as host a: PD40: pd41=90:5:5. In example 2, the light-emitting layer compound content ratio was based on weight as host a: PD40: pd42=85:5:10. In example 3, the light-emitting layer compound content ratio was based on weight as host a: PD41: pd42=85:5:10. )

As can be seen from table 4, the organic light emitting devices according to examples 1 to 3 have excellent light emitting efficiency and service life characteristics as compared with the organic light emitting devices according to comparative examples 1 to 8.

The light emitting device according to the embodiment can have excellent light emitting efficiency and service life characteristics, and can manufacture high-quality electronic equipment by using the light emitting device.

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

Claims

1. A light emitting device comprising:

a first electrode;

a second electrode facing the first electrode; and

wherein the emissive layer comprises i) a first compound, a second compound, and a third compound, and

ii) a first organometallic compound and a second organometallic compound,

the first compound to the third compound are different from each other,

the first organometallic compound and the second organometallic compound each independently comprise at least one transition metal,

The first organometallic compound and the second organometallic compound are different from each other, and

the difference between the absolute value of the highest occupied molecular orbital level of the second compound and the absolute value of the highest occupied molecular orbital level of the third compound is 0.1eV or more.

2. The light-emitting device of claim 1, wherein the band gap energy of the third compound is 4.3eV or greater than 4.3eV.

3. The light-emitting device of claim 1, wherein a highest occupied molecular orbital energy level of the first compound is greater than a highest occupied molecular orbital energy level of the third compound.

4. The light-emitting device of claim 1, wherein the amount of the first compound is greater than the amount of the second compound on a weight basis, and

the amount of the second compound is greater than the amount of the third compound.

5. The light emitting device of claim 1, wherein the at least one transition metal is iridium, platinum, palladium, copper, silver, gold, rhodium, ruthenium, osmium, titanium, zirconium, hafnium, europium, terbium, or thulium.

6. The light-emitting device according to claim 1, wherein the first organometallic compound and the second organometallic compound contain the same transition metal.

7. The light-emitting device according to claim 1, wherein the first organometallic compound and the second organometallic compound contain transition metals different from each other.

8. The light-emitting device of claim 1, wherein a maximum emission wavelength of the first organometallic compound is greater than a maximum emission wavelength of the second organometallic compound.

9. The light-emitting device of claim 1, wherein a highest occupied molecular orbital energy level of the first organometallic compound is greater than a highest occupied molecular orbital energy level of the second organometallic compound.

10. The light-emitting device of claim 1, wherein the T1 energy level of the first organometallic compound is less than the T1 energy level of the second organometallic compound.

11. The light-emitting device according to claim 1, wherein a difference between an absolute value of a highest occupied molecular orbital level of the first organometallic compound and an absolute value of a highest occupied molecular orbital level of the second organometallic compound is 0.05eV or more.

12. The light-emitting device of claim 1, wherein the amount of the first organometallic compound is greater than the amount of the second organometallic compound on a weight basis.

13. The light-emitting device according to claim 1, wherein the first compound comprises a group represented by formula 3:

3

Wherein, in formula 3, the ring CY ₇₁ And a ring CY ₇₂ Each independently is pi-electron rich C ₃ -C ₆₀ A cyclic group or a pyridine group,

x in formula 3 ₇₁ Is a single bond or comprises a O, S, N, B, C, si or any combination thereof, and

the binding site to an adjacent atom in the first compound is represented by formula 3.

14. The light-emitting device according to claim 1, wherein the second compound contains pi-electron deficient nitrogen-containing C ₁ -C ₆₀ A cyclic group.

15. The light-emitting device of claim 1, wherein the second compound comprises a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, or any combination thereof.

16. The light-emitting device of claim 1, wherein the third compound comprises a benzophenanthrene group.

17. The light-emitting device according to claim 1, wherein the first organometallic compound and the second organometallic compound each independently comprise a compound represented by formula 401:

401

M(L ₄₀₁ ) _xc1 (L ₄₀₂ ) _xc2

402 of the following kind

Wherein, in the formulas 401 and 402,

m is a transition metal, and is a transition metal,

L ₄₀₁ is a ligand represented by formula 402, and xc1 is 1, 2, or 3, wherein when xc1 is 2 or greater than 2, two or more L ₄₀₁ The same as or different from each other,

L ₄₀₂ is an organic ligand, and xc2 is 0, 1, 2, 3 or 4, wherein when xc2 is 2 or greater than 2, two or more L ₄₀₂ The same as or different from each other,

X ₄₀₁ and X ₄₀₂ Each independently of the other is nitrogen or carbon,

ring A ₄₀₁ And ring A ₄₀₂ Each independently is C ₃ -C ₆₀ Carbocyclic group or C ₁ -C ₆₀ A heterocyclic group which is a heterocyclic group,

T ₄₀₁ is a single bond, —o ', -S', -C (=o) -, -N (Q) ₄₁₁ )-*’、*-C(Q ₄₁₁ )(Q ₄₁₂ )-

*’、*-C(Q ₄₁₁ )＝C(Q ₄₁₂ )-*’、*-C(Q ₄₁₁ ) Either =' or = C =, where at T ₄₀₁ Each of which refers to a binding site to an adjacent atom,

X ₄₀₃ and X ₄₀₄ Each independently is a chemical bond, O, S, N (Q ₄₁₃ )、B(Q ₄₁₃ )、P(Q ₄₁₃ )、C(Q ₄₁₃ )(Q ₄₁₄ ) Or Si (Q) ₄₁₃ )(Q ₄₁₄ )，

R ₄₀₁ And R is ₄₀₂ Each independently is hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, unsubstituted or substituted with at least one R _10a Substituted C ₁ -C ₂₀ Alkyl radicals, unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₂₀ Alkoxy radicals, unsubstituted or substituted by at least one R _10a Substituted C ₃ -C ₆₀ Carbocyclic groups, unsubstituted or substituted by at least one R _10a Substituted C ₁ -C ₆₀ Heterocyclic group, -Si (Q) ₄₀₁ )(Q ₄₀₂ )(Q ₄₀₃ )、-N(Q ₄₀₁ )(Q ₄₀₂ )、-B(Q ₄₀₁ )(Q ₄₀₂ )、-C(＝O)(Q ₄₀₁ )、-S(＝O) ₂ (Q ₄₀₁ ) or-P (=O) (Q ₄₀₁ )(Q ₄₀₂ )，

Q ₄₁₁ To Q ₄₁₄ And Q ₄₀₁ To Q ₄₀₃ Each independently is: hydrogen; deuterium; -F; -Cl; -Br; -I; a hydroxyl group; a cyano group; a nitro group; c each unsubstituted or substituted with deuterium, -F, cyano groups, or any combination thereof ₁ -C ₆₀ Alkyl group, C ₂ -C ₆₀ Alkenyl group, C ₂ -C ₆₀ Alkynyl groups or C ₁ -C ₆₀ An alkoxy group; or each unsubstituted or deuterium, -F, cyano, C ₁ -C ₆₀ Alkyl group, C ₁ -C ₆₀ C substituted with an alkoxy group, a phenyl group, a biphenyl group, or any combination thereof ₃ -C ₆₀ Carbocyclic group or C ₁ -C ₆₀ A heterocyclic group which is a heterocyclic group,

xc11 and xc12 are each independently integers of 0 to 10,

each of the formulae 402 and' represents a binding site to M in formula 401, and

R _10a the method comprises the following steps:

deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group or a nitro group;

each unsubstituted or substituted by deuterium, -F, -Cl, -Br, -I, hydroxy, cyano, nitro, C ₁ -C ₆₀ Alkyl group, C ₂ -C ₆₀ Alkenyl group, C ₂ -C ₆₀ Alkynyl radicals, C ₁ -C ₆₀ Alkoxy groups, C ₃ -C ₆₀ Carbocycle group, C ₁ -C ₆₀ Heterocyclic groups, C ₆ -C ₆₀ Aryloxy group, C ₆ -C ₆₀ Arylthio groups, C ₇ -C ₆₀ Arylalkyl radicals, 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 ₃ -C ₆₀ Carbocycle group, C ₁ -C ₆₀ Heterocyclic groups, C ₆ -C ₆₀ Aryloxy group, C ₆ -C ₆₀ Arylthio groups, C ₇ -C ₆₀ Arylalkyl radicals or C ₂ -C ₆₀ A heteroarylalkyl group; or alternatively

Q ₁₁ To Q ₁₃ 、Q ₂₁ To Q ₂₃ And Q ₃₁ To Q ₃₃ Each independently is: hydrogen; deuterium; -F; -Cl; -Br; -I; a hydroxyl group; a cyano group; a nitro group; c each unsubstituted or substituted with deuterium, -F, cyano groups, or any combination thereof ₁ -C ₆₀ Alkyl group, C ₂ -C ₆₀ Alkenyl group, C ₂ -C ₆₀ Alkynyl groups or C ₁ -C ₆₀ An alkoxy group; or each unsubstituted or deuterium, -F, cyano, C ₁ -C ₆₀ Alkyl group, C ₁ -C ₆₀ C substituted with an alkoxy group, a phenyl group, a biphenyl group, or any combination thereof ₃ -C ₆₀ Carbocycle group, C ₁ -C ₆₀ Heterocyclic groups, C ₇ -C ₆₀ Arylalkyl radicals or C ₂ -C ₆₀ A heteroarylalkyl group.

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

19. The electronic device of claim 18, further comprising a thin film transistor,

wherein the thin film transistor includes a source electrode and a drain electrode, and

the first electrode of the light emitting device is electrically connected to any one of the source electrode and the drain electrode of the thin film transistor.

20. The electronic device of claim 19, further comprising a color filter, a color conversion layer, a touch screen layer, a polarizing layer, or any combination thereof.