KR20160132319A - Organic light-emitting device - Google Patents

Abstract

Disclosed is an organic light-emitting device including: a first electrode; a second electrode; and an organic layer including a light-emitting layer interposed between the first electrode and the second electrode. According to the present invention, the organic light-emitting device has low driving voltage, high brightness, high efficiency, high color purity, and long lifespan.

Description

Organic light-emitting device

Embodiments of the present invention relate to an organic light emitting device.

An organic light-emitting device is a self-light-emitting device having a wide viewing angle, excellent contrast, fast response time, excellent luminance, driving voltage and response speed characteristics, and being able to have multiple colors .

A hole transport region, an emission layer, an electron transport region, and a second electrode are sequentially formed on the first electrode in the organic light emitting device. Lt; / RTI > structure. The holes injected from the first electrode migrate to the light emitting layer via the hole transporting region and electrons injected from the second electrode migrate to the light emitting layer via the electron transporting region. The carriers such as holes and electrons recombine in the light emitting layer region to generate an exiton. This exciton changes from the excited state to the ground state and light is generated.

Embodiments of the present invention provide an organic light emitting device.

One embodiment of the present invention is a liquid crystal display comprising: a first electrode; A second electrode, and an organic layer including a light emitting layer interposed between the first electrode and the second electrode;

Wherein the organic layer comprises a first compound represented by the following Formula 1 and a second compound represented by any one of the following Formulas 2-1 to 2-4:

≪ Formula 1 >

≪ Formula (A)

≪ Formula (2-1)

≪ Formula (2-2)

<Formula 2-3>

<Formula 2-4>

Among the above-mentioned formulas (1), (A) and (2-1) to (2-4)

R ₁ to R ₁₂ independently represent a group represented by the above formula (A), hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, , A substituted or unsubstituted C ₁ -C ₆₀ alkyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, a substituted or unsubstituted C ₁ -C ₆₀ alkenyl group, A substituted or unsubstituted C ₁ -C ₆ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group , substituted or unsubstituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, a substituted or unsubstituted C ₆ unsubstituted -C ₆₀ arylthio group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, a substituted or unsubstituted 1, a non-condensed polycyclic aromatic group, a substituted or unsubstituted ring is a first non- Hyangjok condensed polycyclic heterocyclic _{group, -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 ) and -P (= O) (Q ₁ ) (Q ₂ );

At least one of R ₁ to R ₁₂ is a group represented by the above formula (A);

Ar ₂₁₁ and Ar ₂₁₂ are each independently selected from naphthalene, anthracene, triphenylene, pyrene, klysene, and perylene;

Ar ₂₄₁ is selected from benzene, biphenyl and triphenylene;

L ₁₀₁ , L ₂₁₁ to L ₂₁₃ , L ₂₂₁ , L ₂₃₁ to L ₂₃₄ and L ₂₄₁ each independently represent a substituted or unsubstituted C ₃ -C ₁₀ cycloalkylene group, a substituted or unsubstituted C ₁ -C ₁₀ hetero Substituted or unsubstituted C ₃ -C ₁₀ cycloalkenylene groups, substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenylene groups, substituted or unsubstituted C ₆ -C ₆₀ arylene groups, substituted or unsubstituted C ₃ -C ₁₀ cycloalkenylene groups, An unsubstituted C ₁ -C ₆₀ heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic heterocyclic polycyclic group;

a101 is selected from 0, 1, 2 and 3;

a211 to a213, a221, a231 to a234 and a241 are each independently selected from 0, 1 and 2;

R ₁₀₁ , R ₁₀₂ , R ₂₃₁ to R ₂₃₄ and R ₂₄₁ are, independently of each other, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl, A substituted or unsubstituted monovalent non-aromatic condensed polycyclic group and a substituted or unsubstituted monovalent non-aromatic heterocyclic polycyclic group;

b231 to b234 and b241 are, independently of each other, selected from 1, 2 and 3;

R ₂₁₁ , R ₂₁₂ , R ₂₂₁ , R ₂₂₂ , R ₂₃₅ to R ₂₃₈ and R ₂₄₂ are independently selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, , A substituted or unsubstituted C ₁ -C ₆₀ alkyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkynyl group , substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, a substituted or unsubstituted hwandoen C ₆ -C ₆₀ arylthio group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or non-substituted 1-room Hyangjok condensed polycyclic heterocyclic _{group, -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 ) and -P (= O) (Q ₁ ) (Q ₂ );

b211, b212, b221, b222, b235 to b238, and b242 are independently selected from 1, 2, and 3;

n211, n212 and n221 are independently of each other selected from 1, 2 and 3;

n231 to n234 independently of one another are selected from 0, 1 and 2; the sum of n231 to n234 is selected from 1, 2, 3, 4, 5 and 6;

n241 is selected from 3, 4, 5, 6, 7 and 8;

Q ₁ to Q ₃ are, each independently, hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazine tank group, a C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₆₀ aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic group condensed polycyclic , Biphenyl group and terphenyl group.

The organic light emitting device can exhibit low driving voltage, high luminance, high efficiency, high color purity and long life characteristics.

1 is a cross-sectional view schematically showing a structure of an organic light emitting diode according to an embodiment.
2 is a schematic view illustrating a structure of an organic light emitting diode according to another embodiment of the present invention.
3 is a schematic view illustrating a structure of an organic light emitting diode according to another embodiment of the present invention.
4 is a schematic view illustrating a structure of an organic light emitting diode according to another embodiment of the present invention.

BRIEF DESCRIPTION OF THE DRAWINGS The present invention is capable of various modifications and various embodiments, and specific embodiments are illustrated in the drawings and described in detail in the detailed description. The effects and features of the present invention and methods of achieving them will be apparent with reference to the embodiments described in detail below with reference to the drawings. However, the present invention is not limited to the embodiments described below, but may be implemented in various forms.

Hereinafter, exemplary embodiments of the present invention will be described in detail with reference to the accompanying drawings, wherein like reference numerals refer to like or corresponding components throughout the drawings, and a duplicate description thereof will be omitted .

In the following examples, the singular forms "a", "an" and "the" include plural referents unless the context clearly dictates otherwise.

In the following embodiments, terms such as inclusive or possessive are intended to mean that a feature, or element, described in the specification is present, and does not preclude the possibility that one or more other features or elements may be added.

In the following embodiments, when a part of a film, an area, a component or the like is on or on another part, not only the case where the part is directly on the other part but also another film, area, And the like.

In the drawings, components may be exaggerated or reduced in size for convenience of explanation. For example, the size and thickness of each component shown in the drawings are arbitrarily shown for convenience of explanation, and thus the present invention is not necessarily limited to those shown in the drawings.

The term "(organic layer) includes a first compound" in the present specification means that "(the organic layer) contains one kind of first compound belonging to the category of the above-mentioned formula 1 or two or more different kinds of the first Compound "as used herein.

The first electrode is an anode which is a hole injection electrode and the second electrode is a cathode which is an electron injection electrode. The first electrode is a cathode which is an electron injection electrode and the second electrode is an anode which is a hole injection electrode.

For example, the first electrode may be an anode, the second electrode may be a cathode, and the organic layer may include i) at least one of a hole injecting layer, a hole transporting layer, and an electron blocking layer interposed between the first electrode and the light emitting layer A hole transport region including one; And ii) an electron transporting region interposed between the light emitting layer and the second electrode, the electron transporting region including at least one of a hole blocking layer, an electron transporting layer, and an electron injecting layer; . &Lt; / RTI &gt;

In the present specification, the term "organic layer" refers to a single layer and / or a plurality of layers interposed between the first and second electrodes of the organic light emitting device. The "organic layer" may include not only an organic compound but also an organic metal complex including a metal.

[Description of FIG. 1]

1 schematically shows a cross-sectional view of an organic light emitting device 10 according to an embodiment of the present invention. The organic light emitting device 10 includes a first electrode 110, an organic layer 150, and a second electrode 190.

Hereinafter, a structure and a manufacturing method of an organic light emitting diode according to an embodiment of the present invention will be described with reference to FIG.

[First electrode 110]

A substrate may be further disposed below the first electrode 110 or over the second electrode 190 of FIG. The substrate may be a glass substrate or a transparent plastic substrate having excellent mechanical strength, thermal stability, transparency, surface smoothness, ease of handling, and waterproofness.

The first electrode 110 may be formed, for example, by providing a first electrode material on the substrate using a deposition method, a sputtering method, or the like. When the first electrode 110 is an anode, the first electrode material may be selected from materials having a high work function to facilitate hole injection.

The first electrode 110 may be a reflective electrode, a transflective electrode, or a transmissive electrode. (ITO), indium zinc oxide (IZO), tin oxide (SnO ₂ ), zinc oxide (ZnO), and the like are formed on the first electrode 110 to form the first electrode 110 which is a transmissive electrode. May be selected from any combination, but the present invention is not limited thereto. Alternatively, the first electrode material may be at least one selected from the group consisting of magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium ), Magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), and any combination thereof.

The first electrode 110 may have a single layer or a multilayer structure having a plurality of layers. For example, the first electrode 110 may have a three-layer structure of ITO / Ag / ITO, but the present invention is not limited thereto.

[Organic layer (150)]

An organic layer 150 is disposed on the first electrode 110. The organic layer 150 includes a light emitting layer.

The organic layer 150 may include a first compound represented by the following general formula (1) and a second compound represented by any one of the following general formulas (2-1) to (2-4). The first compound may comprise at least one group represented by the formula (A)

&Lt; Formula 1 >

&Lt; Formula (A)

&Lt; Formula (2-1)

&Lt; Formula (2-2)

<Formula 2-3>

<Formula 2-4>

Wherein R ₁ to R ₁₂ independently represent a group represented by the formula A, hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, A substituted or unsubstituted C ₁ -C ₆₀ alkyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, group, a substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ - A substituted or unsubstituted C ₁ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, A substituted or unsubstituted C ₆ -C ₆₀ arylthio group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, (Q ₁ ) (Q ₂ ) (Q ₃ ), -N (Q ₁ ) (Q ₂ ), -B (Q ₁ ) (Q ₂ ), and the like are examples of the unsubstituted monovalent non-aromatic heterocyclic polycyclic group, -Si Q is selected from -C (= O) (Q ₁ ), -S (= O) ₂ (Q ₁ ) and -P (= O) (Q ₁ ) (Q ₂ );

At least one of R ₁ to R ₁₂ may be a group represented by the above formula (A);

Q ₁ to Q ₃ are, each independently, hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazine tank group, a C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₆₀ aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic group condensed polycyclic , Biphenyl group and terphenyl group.

For example, in Formula 1, R ₁ to R ₁₂ independently represent a group represented by Formula A, hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, A cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazino group, a carboxylic acid group C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a cyclopentyl group and a cyclohexyl group;

A phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, A pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, and a triazinyl group;

C ₁ -C ₂₀ substituted by at least one selected from an alkyl group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spy-fluorenyl group, a fluorenyl group benzo, dibenzo-fluorenyl group, a phenanthrenyl group, A pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a pyrazinyl group, a pyrazinyl group, Triazinyl groups; And

_{-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 ) and -P (= O) (Q ₁ ) (Q ₂ );

Q ₁ to Q ₃ independently of each other may be selected from a C ₁ -C ₂₀ alkyl group, a phenyl group, a biphenyl group, a terphenyl group and a naphthyl group, but are not limited thereto.

As another example, R ₁ to R ₁₂ in the general formula (1) are, independently of each other, a group represented by the formula (A), hydrogen, deuterium, -F, -Cl, -Br, -I, A cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazano group, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a cyclopentyl group, and a cyclohexyl group;

A phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, A pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group and a triazinyl group;

A phenyl group, a biphenyl group, a terphenyl group, a naphthyl group substituted with at least one member selected from the group consisting of a methyl group, an ethyl group, an n-propyl group, an isopropyl group, a n-butyl group, A phenanthrenyl group, an anthracenyl group, a pyrenyl group, a klychenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidyl group, a pyrazinyl group, a pyrazinyl group, a pyrrolyl group, A pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group and a triazinyl group; And

_{-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 ) and -P (= O) (Q ₁ ) (Q ₂ );

Q ₁ to Q ₃ independently of each other may be selected from a C ₁ -C ₂₀ alkyl group, a phenyl group, a biphenyl group, a terphenyl group and a naphthyl group, but are not limited thereto.

As another example, in the above formula (1), R ₁ to R ₁₂ independently represent a group represented by the above formula (A), hydrogen, deuterium, -F, a hydroxyl group, a cyano group, A cyclopentyl group, a cyclohexyl group, a phenyl group, a biphenyl group, a terphenyl group, a fluorenyl group, a methyl group, an isopropyl group, an isopropyl group, an n-butyl group, a sec- a phenyl group, a fluorenyl group substituted with a methyl group and the -Si (CH _{3) 3} may be selected from, but not limited to, substituted with.

As another example, at least one of R ₁ , R ₃ , R ₈ and R ₁₀ in Formula 1 may be a group represented by Formula A, but is not limited thereto.

As another example, R ₁ , R ₃ , R ₈ or R ₁₀ in the above formula (1) may be a group represented by the above formula (A), but is not limited thereto.

As another example, in the above formula (1), R ₁ and R ₃ are independently of each other a group represented by the above formula (A);

R ₁ and R ₈ are, independently of each other, a group represented by the above formula (A);

R ₁ and R ₁₀ are, independently of each other, a group represented by the above formula (A);

R ₃ and R ₈ independently of one another are a group represented by the above formula (A);

R ₃ and R ₁₀ are, independently of each other, a group represented by the above formula (A);

R ₈ and R ₁₀ may be, independently of each other, a group represented by the above formula (A), but are not limited thereto.

As another example, in the above formula (1), R ₃ and R ₁₀ are, independently of each other, a group represented by the above formula (A);

R ₃ and R ₈ independently of one another are a group represented by the above formula (A);

R ₁ and R ₁₀ are, independently of each other, a group represented by the above formula (A);

R ₁ and R ₈ independently of each other may be a group represented by the above formula (A), but are not limited thereto.

In the formula (A), L ₁₀₁ represents a substituted or unsubstituted C ₃ -C ₁₀ cycloalkylene group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkylene group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl alkenylene group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, a substituted or unsubstituted ring unsubstituted 2 may be selected from non-aromatic condensed polycyclic groups and substituted or unsubstituted divalent non-aromatic heterocyclic polycyclic groups.

For example, in the above formula (A), L ₁₀₁ may be a phenylene group, a pentalenylene group, an indenylene group, a naphthylene group, an azulenylene group, A heptalenylene group, an indacenylene group, an acenaphthylene group, a fluorenylene group, a spiro-fluorenylene group, a benzofluorenylene group, a dibenzofluorenyl group Phenanthrenylene group, phenanthrenylene group, anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group, phenanthrene group, phenanthrene group, phenanthrenylene group, phenanthrenylene group, anthracenylene group, fluoranthenylene group, A naphthacenylene group, a picenylene group, a perylenylene group, a pentaphenylene group, a hexacenylene group, a naphthacenylene group, a naphthacenylene group, A pentacenylene group, a rubicenylene group, a coronenylene group, A pyrrolylene group, a thiophenylene group, a furanylene group, an imidazolylene group, a pyrazolylene group, a thiazolylene group, an imidazolylene group, an imidazolylene group, An isocyanate group, an isothiazolylene group, an oxazolylene group, an isooxazolylene group, a pyridinylene group, a pyrazinylene group, a pyrimidinylene group, A pyridazinylene group, an isoindolylene group, an indolylene group, an indazolylene group, a purinylene group, a quinolinylene group, an isoquinolylene group, An isoquinolinylene group, a benzoquinolinylene group, a phthalazinylene group, a naphthyridinylene group, a quinoxalinylene group, a quinazolinylene group, a cyano group, A cinnolinylene group, a carbazolylene group, a phenanthridinediylene group (phe an acridinylene group, a phenanthrolinylene group, a phenazinylene group, a benzoimidazolylene group, a benzofuranylene group, a benzothiophenylene group, benzothiophenylene group, an isobenzothiazolylene group, a benzooxazolylene group, an isobenzooxazolylene group, a triazolylene group, a tetrazolylene group, an oxazole group, An oxadiazolylene group, a triazinylene group, a dibenzofuranylene group, a dibenzothiophenylene group, a benzocarbazolylene group and a dibenzocarbazolylene group; And

C ₁ -C ₂₀ alkyl groups, C ₁ -C ₂₀ alkoxy groups such as methyl, ethyl, n-propyl, isopropyl, butyl, isobutyl, Cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, an anthracenyl group, a fluorenyl group, A perylene group, a perylene group, a perylene group, a perylene group, a perylene group, a perylene group, a perylene group, a perylene group, a perylene group, a perylene group, An imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, A pyridinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyl group, A phenanthrolinyl group, a phenanthrolinyl group, a benzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isothiophenyl group, a benzothiophenyl group, a benzothiophenyl group, a benzothiophenyl group, an isothiazolyl group, Benzothiazolyl group, benzoxazolyl group, isobenzoxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranoyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzoyl group A phenanthrene group, a pentalenylene group, an indenylene group, a naphthylene group, an azulenylene group, a heptarenylene group, an indacenylene group, an acenaphthylene group, an acenaphthylene group, an acenaphthylene group, Naphthylene group, fluorore A phenanthrenylene group, a phenanthrenylene group, an anthracenylene group, a fluoranthenylene group, a triphenylenylene group, a pyrenylene group, a phenanthrenylene group, a phenanthrene group, A thiophenylene group, a thienylene group, a thienylene group, a thienylene group, a thienylene group, a thienylene group, a thienylene group, a thienylene group, a thienylene group, a thienylene group, An isothiazolyl group, an isoxazolyl group, an isoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a pyrimidinyl group, an imidazolyl group, An isoindolylene group, an indolylene group, an indolylene group, an indolylene group, an indolizylene group, an indolizylene group, an indolizylene group, an indolizylene group, an indolizylene group, Zolinylene group, cyinolinylene group, carbazolylene group , A phenanthridinylene group, an acridinylene group, a phenanthrolinylene group, a phenanylene group, a benzoimidazolylene group, a benzopyranylene group, a benzothiophenylene group, an isobenzothiazolylene group, a benzoxazolylene group, A thiazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenylene group, a benzocarbazolyl group and a dibenzocarbazolyl group; , But is not limited thereto.

As another example, in the general formula (1), L ₁₀₁ represents a group selected from the group consisting of a phenylene group, a naphthylene group, a fluorenylene group, a phenanthrenylene group, an anthracenylene group, a triphenylenylene group, a pyrrolylene group, a thiophenylene group, A thiophenylene group, a thienylthienylene group, a thienylthio group, a thienylthio group, a thienylthio group, a thienylthio group, a thienylthio group, a thienylthio group, A thiophenylene group, a norbornylene group, a carbazolylene group, a phenanthridinylene group, a benzoimidazolylene group, a benzopyranylene group, a benzothiophenylene group, a triazolylene group, a dibenzofuranylene group and a dibenzothiophenylene group; And

Hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazine tank group, a C ₁ -C ₂₀ alkyl, C ₁ -C ₂₀ A phenanthrenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, a klycenyl group, a phenanthryl group, a phenanthryl group, an anthracenyl group, a pyrenyl group, a pyrenyl group, Substituted with at least one member selected from the group consisting of a pyridinyl group, a pyridinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group and a triazinyl group, A phenylene group, a phenylene group, a phenylene group, a naphthylene group, a fluorenylene group, a phenanthrenylene group, an anthracenylene group, a triphenylenylene group, a pyrrolylene group, a thiophenylene group, a furanylene group, a pyridinylene group, , Indolylene group, quinolinylene group, isoquinolinylene group, benzoquinolinylene group, A benzothiophenylene group, a triazoylene group, a diazoalkylene group, a thiophenylene group, a thiophenylene group, a thiophenylene group, a thienylthienylene group, a thienylthienylene group, Benzopyranylene group and dibenzothiophenylene group; , But is not limited thereto.

As another example, in the above formula (A), L ₁₀₁ may be represented by any one of the following formulas (3-1) to (3-31), but is not limited thereto:

Among the above-mentioned formulas (3-1) to (3-31)

Y ₃₁ is selected from C (R ₃₃ ) (R ₃₄ ), N (R ₃₃ ), O and S;

R ₃₁ to R ₃₄ are independently, hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazine tank group, a C ₁ to each other -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spy-fluorenyl group, a fluorenyl group benzo, dibenzo-fluorenyl group, a phenanthrenyl group, A pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group and a carbazolyl group, and an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinyl group, A triazinyl group;

a31 is selected from 1, 2, 3 and 4;

a32 is selected from 1, 2, 3, 4, 5 and 6;

a33 is selected from 1, 2, 3, 4, 5, 6, 7 and 8;

a34 is selected from 1, 2, 3, 4 and 5;

a35 is selected from 1, 2 and 3;

* And * are independent sites of bonding to neighboring atoms.

For example, in the general formulas (3-1) to (3-31), Y ₃₁ may be selected from C (R ₃₃ ) (R ₃₄ ), N (R ₃₃ ), O and S;

R ₃₁ to R ₃₄ each independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a methyl group, an ethyl group, a tert-butyl group, a methoxy group, an ethoxy group, , A fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, a klychenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group , A pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group and a triazinyl group, but is not limited thereto.

As another example, in formula (A), L ₁₀₁ may be represented by any one of the following formulas (4-1) to (4-56), but is not limited thereto:

Of the above-mentioned formulas (4-1) to (4-56)

* And * are independent sites of bonding to neighboring atoms.

As another example, in the above formula (A), L ₁₀₁ may be selected from 4-1 to 4-12 and 4-39 to 4-56, but is not limited thereto.

In formula (A), a101 means the number of L ₁₀₁ , and may be selected from 0, 1, 2, and 3. When a101 is 0 (L ₁₀₁ ), _a101 means a single bond. When a101 is 2 or more, a plurality of L &lt; ₁₀₁ &gt; s may be the same as or different from each other. For example, in formula (A), a101 may be selected from 0 and 1, but is not limited thereto.

In formula (A), R ₁₀₁ and R ₁₀₂ independently represent a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl groups, substituted or An unsubstituted monovalent non-aromatic condensed polycyclic group and a substituted or unsubstituted monovalent non-aromatic heterocyclic polycyclic group.

For example, in formula (A), R ₁₀₁ and R ₁₀₂ independently represent a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an hendalenyl group, A naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, A naphthacenyl group, a phenanthryl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a coronenyl group, an ovalenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, A thiazolyl group, an isothiazolyl group, an indolyl group, an indazolyl group, an isoxazolyl group, an isoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, A pyrrolyl group, a quinolinyl group, an isoquinolinyl group, a carbazolyl group, a benzo A phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, A benzimidazolyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, A benzofuranyl group, a dibenzothiophenyl group, a dibenzoylsilyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group, an imidazopyridinyl group, and an imidazopyrimidinyl group;

C ₁ -C ₂₀ alkyl groups, C ₁ -C ₂₀ alkoxy groups such as methyl, ethyl, n-propyl, isopropyl, butyl, isobutyl, , A phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an heptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenyl group, a spioro-fluorenyl group , A dibenzofluorenyl group, a phenanthryl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a klychenyl group, a naphthacenyl group, a phenenyl group, a perylenyl group, A thiazolyl group, a thiazolyl group, an isothiazolyl group, an isoxazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, an isothiazolyl group, a thiazolyl group, a thiazolyl group, An isoindolyl group, an indolyl group, an isoxazolyl group, an isoxazolyl group, an isoxazolyl group, an isoxazolyl group, an isoxazolyl group, A benzoquinolinyl group, a benzoquinazolinyl group, a benzoquinazolinyl group, a benzoquinazolinyl group, a benzoquinazolinyl group, a benzoquinazolinyl group, a benzoquinazolinyl group, a benzoquinazolinyl group, a benzoquinazolinyl group, , A phenanthridinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, A thiazolyl group, a thiazolyl group, a thiazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzothiazolyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, imidazolidin jopi piperidinyl group, imidazo pyrimidinyl _{group, -Si (Q 31) (Q} 32) (Q 33), -N (Q 31) (Q 32) and selected from the group consisting of _{-B (Q 31) (Q 32} ) A phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, an anthracenyl group, a fluorenyl group, a thienyl group, a thienyl group, a thienyl group, A phenylene group, a pentacenyl group, a pentacenyl group, a rubicenyl group, a coronenyl group, an ovalenyl group, a pyrrolyl group, a pyrenyl group, a pyrenyl group, a pyrenyl group, a pyrenyl group, a chrysenyl group, a naphthacenyl group, , A thiophenyl 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 carbamoyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a benzoquinoxalinyl group, a quinoxalinyl group, a quinolyl group, a quinolyl group, an imidazolyl group, A benzoquinazolinyl group, a cyano group, a phenanthridine group, A thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, An oxadiazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzoylsilyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group, an imidazopyridinyl group, A pyrimidinyl group; And

A phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group, an indenyl group substituted with a C ₁ -C ₂₀ alkyl group, substituted with at least one member selected from -F, -Cl, -Br, -I, a cyano group and a nitro group An acenaphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, a phenanthryl group, Anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, phenenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubicenyl group, An isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyrazinyl group, a pyrazinyl group, a pyrazinyl group, a pyrazinyl group, A pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, A benzoquinazolinyl group, a phenanthrolinyl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, A benzothiazolyl group, an isobenzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, a tetrazolyl group, a tetrazolyl group, a tetrazolyl group, a tetrazolyl group, an imidazolyl group, An oxadiazolyl group, a thiadiazolyl group, an imidazopyridinyl group, an imidazopyridinyl group, an imidazopyridinyl group, a thiadiazolyl group, a thiadiazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzothiazolyl group, A diazopyrimidinyl group; &Lt; / RTI &gt;

Q ₃₁ to Q ₃₃ may be independently selected from a C ₁ -C ₂₀ alkyl group, a C ₆ -C ₆₀ aryl group, a biphenyl group, and a terphenyl group, but are not limited thereto.

As another example, in the above formula (A), R ₁₀₁ and R ₁₀₂ independently represent a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, A thiophenyl group, a furanyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a quinolinyl group, an isoquinolinyl group, a carbazolyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, An acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzofuranyl group, a benzothiophenyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group and a dibenzoylsilyl group;

C ₁ -C ₂₀ alkyl groups, C ₁ -C ₂₀ alkoxy groups such as methyl, ethyl, n-propyl, isopropyl, butyl, isobutyl, , A phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, a pyridinyl group, A phenanthrylinyl group, a phenanthryl group, a benzofuranyl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, A biphenyl group substituted with at least one member selected from a benzothiophenyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzoylsilyl group and -Si (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ) A phenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrrole di A phenyl group, a furanyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a quinolinyl group, an isoquinolinyl group, a carbazolyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, , An acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzofuranyl group, a benzothiophenyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group and a dibenzoylsilyl group; And

Heavy hydrogen, -F, -Cl, -Br, -I, a cyano group and a nitro group into at least one substitution selected from the group consisting of, C ₁ -C ₂₀ substituted by at least one selected from an alkyl group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, A thiophenyl group, a furanyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a quinolinyl group, an isoquinolinyl group, a carbazolyl group, a pyrazolyl group, a pyrazolyl group, , A naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzofuranyl group, a benzothiophenyl group, a triazinyl group, a dibenzofuranyl group , A dibenzothiophenyl group and a dibenzoylsilyl group; &Lt; / RTI &gt;

Q ₃₁ to Q ₃₃ may be independently selected from a C ₁ -C ₂₀ alkyl group, a C ₆ -C ₆₀ aryl group, a biphenyl group, and a terphenyl group, but are not limited thereto.

As another example, in the above formula (A), R ₁₀₁ and R ₁₀₂ independently represent a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group , Quinolinyl group, isoquinolinyl group, naphthyridinyl group, quinoxalinyl group, quinazolinyl group, cyano group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group and dibenzoylsilyl group; And

-Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazino group, a C ₁ -C ₂₀ alkyl group, -CD ₃ , -CF ₃ A C ₁ -C ₂₀ alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a quinolinyl group, an isoquinolinyl group, (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ), or a group selected from the group consisting of a halogen atom, a cyano group, a thienyl group, a thienyl group, a thienyl group, a thienyl group, a thienyl group, A phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a quinolinyl group, an isoquinolinyl group, a naphthyridinyl group, A salinyl group, a quinazolinyl group, a cinolinyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group and a dibenzosilyl group; &Lt; / RTI &gt;

Q ₃₁ to Q ₃₃ independently represent a methyl group, an ethyl group, a tert-butyl group, a phenyl group, a biphenyl group, a terphenyl group and a naphthyl group; , But is not limited thereto.

As another example, in the above formula (A), R ₁₀₁ and R ₁₀₂ may be independently selected from the following formulas (5-1) to (5-32), but are not limited thereto:

Among the formulas (5-1) to (5-32)

Y ₅₁ is selected from C (R ₅₃ ) (R ₅₄ ), Si (R ₅₃ ) (R ₅₄ ), N (R ₅₃ ), O and S;

R ₅₁ to R ₅₄ are independently, hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazine tank group, a C ₁ to each other -C ₂₀ alkyl _{group, -CD 3, -CF 3, C} 1 -C 20 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, a pyridinyl group, pyrazinyl group, pyrimidinyl A dibenzothiophenyl group, a dibenzothiophenyl group, a dibenzoylsilyl group, and a -Si (Q (O) -Si) group such as a benzyl group, an isoquinolyl group, an isoquinolinyl group, an isoquinolinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, ₃₁ ) (Q ₃₂ ) (Q ₃₃ ); ;

Q ₃₁ to Q ₃₃ independently represent a methyl group, an ethyl group, a tert-butyl group, a phenyl group, a biphenyl group, a terphenyl group and a naphthyl group; ;

a51 is selected from 1, 2, 3, 4 and 5;

a52 is selected from 1, 2, 3, 4, 5, 6 and 7;

a53 is selected from 1, 2, 3, 4, 5 and 6;

a54 is selected from 1, 2 and 3;

a55 is selected from 1, 2, 3 and 4;

* Is the binding site with neighboring atoms.

As another example, in the above formula (A), R ₁₀₁ and R ₁₀₂ may be independently selected from the following formulas (6-1) to (6-195), but are not limited thereto:

Among the formulas (6-1) to (6-195)

t-Bu is a tert-butyl group;

Ph is a phenyl group;

* Is the binding site with neighboring atoms.

For example, the first compound represented by Formula 1 may be represented by the following Formula 1-1, but is not limited thereto:

&Lt; Formula 1-1 >

In Formula 1-1,

R ₁ , R ₃ , R ₈ and R ₁₀ independently of one another are a group represented by the above-mentioned formula (A), hydrogen hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, , A substituted or unsubstituted C ₁ -C ₆₀ alkyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkynyl group , substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, a substituted or unsubstituted hwandoen C ₆ -C ₆₀ arylthio group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, a substituted or unsubstituted 1, a non-condensed polycyclic aromatic group, a substituted or unsubstituted 1 A non-aromatic heterocyclic condensed polycyclic _{group, -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 ) and -P (= O) (Q ₁ ) (Q ₂ );

At least one of R ₁ , R ₃ , R ₈ and R ₁₀ is a group represented by the above formula (A);

Q ₁ to Q ₃ are, each independently, hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazine tank group, a C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₆₀ aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic group condensed polycyclic , Biphenyl group and terphenyl group.

For example, in Formula 1-1, R ₃ and R ₁₀ are independently of each other a group represented by Formula A;

R ₃ and R ₈ independently of one another are a group represented by the above formula (A);

R ₁ and R ₁₀ are, independently of each other, a group represented by the above formula (A);

R ₁ and R ₈ independently of each other may be a group represented by the above formula (A), but are not limited thereto.

As another example, the first compound represented by Formula 1 may be selected from the following compounds 1 to 153, but is not limited thereto:

In Formula 2-1, Ar ₂₁₁ and Ar ₂₁₂ may be independently selected from naphthalene, anthracene, triphenylene, pyrene, klycene, and perylene.

For example, in Formula 2-1, Ar ₂₁₁ is selected from anthracene, triphenylene, pyrene, klysene, and perylene;

Ar ₂₁₂ may be selected from, but not limited to, naphthalene, anthracene, triphenylene, pyrene, klycene, and perylene.

As another example, in the above formula (2-1), Ar ₂₁₁ and Ar ₂₁₂ may be independently selected from anthracene, triphenylene, pyrene, klycene and perylene, but are not limited thereto.

As another example, in the general formula (2-1), Ar ₂₁₁ and Ar ₂₁₂ may be the same, but are not limited thereto.

As another example, in the general formula (2-1), Ar ₂₁₁ and Ar ₂₁₂ may be anthracene, but are not limited thereto.

In Formula 2-4, Ar ₂₄₁ may be selected from benzene, biphenyl, and triphenylene.

In the general formulas (2-1) to (2-4), L ₂₁₁ to L ₂₁₃ , L ₂₂₁ , L ₂₃₁ to L _234, and L ₂₄₁ independently of each other refer to the description of L ₁₀₁ .

Of the above-mentioned formulas (2-1) to (2-4), a211 to a213, a221, a231 to a234 and a241 may be independently selected from 0, 1 and 2. For example, in the above formulas (2-1) to (2-4), a211 to a213, a221, a231 to a234 and a241 may be independently selected from 0 and 1, but are not limited thereto.

In the above formulas 2-3 and 2-4, R ₂₃₁ to R ₂₃₄ and R ₂₄₁ independently of each other refer to the description of R ₁₀₁ .

For example, in formulas 2-3 and 2-4, R ₂₃₁ to R ₂₃₄ and R ₂₄₁ independently represent a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, an acenaphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, , A triphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a coronenyl group, An isothiazolyl group, an isoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an imidazolyl group, An isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolinyl group, an isoquinolinyl group, A carbazolyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a benzoquinoxalinyl group, a quinazolinyl group, a benzoquinazolinyl group, a cinolinyl group, a phenanthridinyl group, A thiazolyl group, a tetrazolyl group, an oxadiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thienyl group, a thienyl group, a thienyl group, A thiazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group, an imidazopyridinyl group and an imidazopyrimidinyl group;

C ₁ -C ₂₀ alkyl groups, C ₁ -C ₂₀ alkoxy groups such as methyl, ethyl, n-propyl, isopropyl, butyl, isobutyl, , A phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an heptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenyl group, a spioro-fluorenyl group , A dibenzofluorenyl group, a phenanthryl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a klychenyl group, a naphthacenyl group, a phenenyl group, a perylenyl group, A thiazolyl group, a thiazolyl group, an isothiazolyl group, an isoxazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, an isothiazolyl group, a thiazolyl group, a thiazolyl group, An isoindolyl group, an indolyl group, an isoxazolyl group, an isoxazolyl group, an isoxazolyl group, an isoxazolyl group, an isoxazolyl group, A benzoquinolinyl group, a benzoquinazolinyl group, a benzoquinazolinyl group, a benzoquinazolinyl group, a benzoquinazolinyl group, a benzoquinazolinyl group, a benzoquinazolinyl group, a benzoquinazolinyl group, a benzoquinazolinyl group, , A phenanthridinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, A thiazolyl group, a thiazolyl group, a thiazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzothiazolyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, imidazolidin jopi piperidinyl group, imidazo pyrimidinyl _{group, -Si (Q 31) (Q} 32) (Q 33), -N (Q 31) (Q 32) and selected from the group consisting of _{-B (Q 31) (Q 32} ) A phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, an anthracenyl group, a fluorenyl group, a thienyl group, a thienyl group, a thienyl group, A phenylene group, a pentacenyl group, a pentacenyl group, a rubicenyl group, a coronenyl group, an ovalenyl group, a pyrrolyl group, a pyrenyl group, a pyrenyl group, a pyrenyl group, a pyrenyl group, a chrysenyl group, a naphthacenyl group, , A thiophenyl 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 carbamoyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a benzoquinoxalinyl group, a quinoxalinyl group, a quinolyl group, a quinolyl group, an imidazolyl group, A benzoquinazolinyl group, a cyano group, a phenanthridine group, A thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, An oxadiazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzoylsilyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group, an imidazopyridinyl group, A pyrimidinyl group; And

A phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group, an indenyl group substituted with a C ₁ -C ₂₀ alkyl group, substituted with at least one member selected from -F, -Cl, -Br, -I, a cyano group and a nitro group An acenaphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, a phenanthryl group, Anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, phenenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubicenyl group, An isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyrazinyl group, a pyrazinyl group, a pyrazinyl group, a pyrazinyl group, A pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, A benzoquinazolinyl group, a phenanthrolinyl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, A benzothiazolyl group, an isobenzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, a tetrazolyl group, a tetrazolyl group, a tetrazolyl group, a tetrazolyl group, an imidazolyl group, An oxadiazolyl group, a thiadiazolyl group, an imidazopyridinyl group, an imidazopyridinyl group, an imidazopyridinyl group, a thiadiazolyl group, a thiadiazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzothiazolyl group, A diazopyrimidinyl group; &Lt; / RTI &gt;

Q ₃₁ to Q ₃₃ may be independently selected from a C ₁ -C ₂₀ alkyl group, a C ₆ -C ₆₀ aryl group, a biphenyl group, and a terphenyl group, but are not limited thereto.

As another example, in the general formulas 2-3 and 2-4, R ₂₃₁ to R ₂₃₄ and R ₂₄₁ independently represent a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a benzofluorenyl group, A fluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group, a klycenyl group, a carbazolyl group, a dibenzofuranyl group and a dibenzothiophenyl group; And

C ₁ -C ₂₀ alkyl groups, C ₁ -C ₂₀ alkoxy groups such as methyl, ethyl, n-propyl, isopropyl, butyl, isobutyl, , A phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, A triphenylenyl group, a pyrenyl group, a crycenyl group, a carbazolyl group, a dibenzofuranyl group and a dibenzothiophenyl group; , But is not limited thereto.

As another example, in the above formulas 2-3 and 2-4, R ₂₃₁ to R ₂₃₄ and R ₂₄₁ may be independently selected from the following formulas (7-1) to (7-16), but are not limited thereto:

Of the above-mentioned formulas (7-1) to (7-6)

Y ₇₁ is selected from C (R ₇₃ ) (R ₇₄ ), N (R ₇₃ ), O and S;

R ₇₁ to R ₇₄ are independently, hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazine tank group, a C ₁ to each other A C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group and a naphthyl group;

a71 is selected from 1, 2, 3, 4 and 5;

a72 is selected from 1, 2, 3, 4, 5, 6 and 7;

a73 is selected from 1, 2, 3, 4, 5 and 6;

a74 is selected from 1, 2 and 3;

a75 is selected from 1, 2, 3 and 4;

* Is the binding site with neighboring atoms.

As another example, in the above formulas 2-3 and 2-4, R ₂₃₁ to R ₂₃₄ and R ₂₄₁ may be independently selected from the following formulas (8-1) to (8-29), but are not limited thereto:

Of the above-mentioned formulas (8-1) to (8-29)

t-Bu is a tert-butyl group;

Ph is a phenyl group;

* Is the binding site with neighboring atoms.

In formulas 2-3 and 2-4, b231 to b234 and b241 may be independently selected from 1, 2 and 3. For example, in formulas 2-3 and 2-4, b231 to b234 and b241 may be independently selected from 1 and 2, but are not limited thereto.

Wherein R ₂₁₁ , R ₂₁₂ , R ₂₂₁ , R ₂₂₂ , R ₂₃₅ to R ₂₃₈ and R ₂₄₂ are independently selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazino group, a substituted or unsubstituted C ₁ -C ₆₀ alkyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, Or a substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, a substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocyclo A substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₆₀ arylthio group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, a substituted or unsubstituted monovalent non-ring aromatic condensed polycyclic group, The ring or an unsubstituted one non-aromatic hydrocarbon ring condensed polycyclic _{group, -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 ) and -P (= O) (Q ₁ ) (Q ₂ );

Q ₁ to Q ₃ are, each independently, hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazine tank group, a C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₆₀ aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic group condensed polycyclic , Biphenyl group and terphenyl group.

For example, in the general formulas (2-1) to (2-4), R ₂₁₁ , R ₂₁₂ , R ₂₂₁ , R ₂₂₂ , R ₂₃₅ to R ₂₃₈ and R ₂₄₂ independently represent hydrogen, deuterium, -Br, -I, a C ₁ -C ₂₀ alkyl group, a C ₂ -C ₂₀ alkenyl group, a C ₂ -C ₂₀ alkynyl group and a C ₁ -C ₂₀ alkoxy group;

Heavy hydrogen, -F, -Cl, -Br, -I , C 6 -C 60 aryl group, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ aryl come T, C ₁ -C ₆₀ heteroaryl group, 1 (Q ₃₁ ) (Q ₃₂ ), -Si (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ), and -B (Q ₃₁ ) are each independently selected from the group consisting of a monovalent non-aromatic heterocyclic polycyclic group, (Q ₃₂₎ from the at least one selected substituted, C ₁ -C ₂₀ alkyl, C ₂ -C ₂₀ alkenyl, C ₂ -C ₂₀ alkynyl groups and C ₁ -C ₂₀ alkoxy group;

C ₃ -C ₁₀ cycloalkyl, C ₁ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ cycloalkenyl, C ₁ -C ₁₀ heterocycloalkenyl, C ₆ -C ₆₀ aryl, C ₆ -C ₆₀ aryl A C ₆ -C ₆₀ arylthio group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group;

C ₁ -C ₂₀ alkyl group, C ₂ -C ₂₀ alkenyl group, C ₂ -C ₂₀ alkynyl group, C ₁ -C ₂₀ alkoxy group, C ₆ -C ₂₀ aryl group, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ arylthio, C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic condensed polycyclic group, - _{N (Q 31) (Q 32} ), -Si (Q 31) (Q 32) (Q 33) and -B (Q ₃₁₎ the, C ₃ -C ₁₀ cycloalkyl substituted by at least one selected from the group consisting of (Q _32), A C ₁ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkenyl group, a C ₁ -C ₁₀ heterocycloalkenyl group, a C ₆ -C ₆₀ aryl group, a C ₆ -C ₆₀ aryloxy group, a C ₆ -C ₆₀ An arylthio group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group; And

-Si (Q ₁ ) (Q ₂ ) (Q ₃ ), -N (Q ₁ ) (Q ₂ ) and -B (Q ₁ ) (Q ₂ );

Q ₁ to Q ₃ and Q ₃₁ to Q ₃₃ may be independently selected from a C ₁ -C ₂₀ alkyl group, a C ₆ -C ₆₀ aryl group, a biphenyl group and a terphenyl group, but are not limited thereto.

In another embodiment, R ₂₁₁ , R ₂₁₂ , R ₂₂₁ , R ₂₂₂ , R ₂₃₅ to R ₂₃₈ and R ₂₄₂ in the general formulas (2-1) to (2-4) independently of one another are hydrogen, deuterium, -Br, -I, a C ₁ -C ₂₀ alkyl group, a C ₂ -C ₂₀ alkenyl group, a C ₂ -C ₂₀ alkynyl group and a C ₁ -C ₂₀ alkoxy group;

(Q ₃₁ ) (Q ₃₂ ), -Si (Q ₃₁ ) (wherein R ₃₁ and R _{31 are the same as or different from each other} ) Q ₃₂₎ (Q ₃₃₎ and _{-B (Q 31) (Q 32} ) from the at least one selected substituted, C ₁ -C ₂₀ alkyl, C ₂ -C ₂₀ alkenyl, C ₂ -C ₂₀ alkynyl groups and C ₁ -C ₂₀ alkoxy group;

An acenaphthyl group, a phenanthryl group, an acenaphthyl group, a fluorenyl group, a spiro-fluoro group, a phenyl group, a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, A phenanthrenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a crycenyl group, a naphthacenyl group, a phenenyl group, a phenanthryl group, A thiophene group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, A thiazolyl 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 pyridyl group, a quinolinyl group, Naphthyl group, naphthyl group, naphthyl group, naphthyl group, A phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, A thiazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzothiophenyl group, a dibenzothiophenyl group, a dibenzothiophenyl group, a dibenzothiophenyl group, a dibenzothiophenyl group, a dibenzothiophenyl group, a dibenzothiophenyl group, A silanol group, a silolyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group, an imidazopyridinyl group, and an imidazopyrimidinyl group;

Wherein R _{1 is} selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, phenoxy group, phenylthio group, phenyl group, biphenyl group, An acenaphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, a phenanthryl group, Anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, phenenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubicenyl group, An isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyridyl group, a pyrimidinyl group, a pyrimidinyl group, an imidazolyl group, an imidazolyl group, A pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an isoquinolinyl group, A benzoquinazolinyl group, a cyano group, a phenanthridinyl group, an acridinyl group, a phenanthroline group, a benzoquinolinyl group, a benzoquinolyl group, a phenanthridinyl group, an acridinyl group, a phenanthroline group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, A benzothiazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, an oxadiazolyl group, an oxadiazolyl group, an oxadiazolyl group, an oxadiazolyl group, An imidazopyrimidinyl group, an -N (Q) -alkyl group, an imidazopyrimidinyl group, an imidazopyrimidinyl group, a benzothiophenyl group, a dibenzothiophenyl group, a dibenzosilyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, _{31) (Q 32), -Si} (Q 31) (Q 32) (Q 33) and -B (Q ₃₁₎ (at least one substituted, a phenoxy group of Q _32), phenylthio, phenyl group, a biphenyl group, An acenaphthyl group, an acenaphthyl group, an acenaphthyl group, an acenaphthyl group, an acenaphthyl group, an acenaphthyl group, an acenaphthyl group, an acenaphthyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a thienyl group, a thienyl group, a thienyl group, A thiophene group, a furanyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, a naphthacenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a coronenyl group, A thiazolyl group, an isothiazolyl 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, A quinolinyl group, a quinolinyl group, an isoquinolinyl group, an isoquinolinyl group, a carbazolyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a benzoquinoxalinyl group, a quinazolinyl group, , A phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenanthrene group A thiazolyl group, an oxadiazolyl group, a triazinyl group, an oxadiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, A dibenzothiophenyl group, a dibenzosilyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group, an imidazopyridinyl group and an imidazopyrimidinyl group; And

-Si (Q ₁ ) (Q ₂ ) (Q ₃ ), -N (Q ₁ ) (Q ₂ ) and -B (Q ₁ ) (Q ₂ );

Q ₁ to Q ₃ and Q ₃₁ to Q ₃₃ may be independently selected from a C ₁ -C ₂₀ alkyl group, a phenyl group, a biphenyl group, a terphenyl group and a naphthyl group, but are not limited thereto.

In another embodiment, R ₂₁₁ , R ₂₁₂ , R ₂₂₁ , R ₂₂₂ , R ₂₃₅ to R ₂₃₈ and R ₂₄₂ in the general formulas 2-1 to 2-4 are independently selected from the group consisting of hydrogen, deuterium, -F, -Cl , -Br, -I, a C ₁ -C ₂₀ alkyl group, a C ₂ -C ₂₀ alkenyl group, a C ₂ -C ₂₀ alkynyl group and a C ₁ -C ₂₀ alkoxy group;

(Q ₃₁ ) (Q ₃₂ ), -Si (Q ₃₁ ) (wherein R ₃₁ and R _{31 are the same as or different from each other} ) Q ₃₂₎ (Q ₃₃₎ and -B (Q ₃₁₎ (at least one is substituted, C ₁ -C ₂₀ alkyl group of the Q _32), C ₂ -C ₂₀ alkenyl, C ₂ -C ₂₀ alkynyl groups and C ₁ - A C ₂₀ alkoxy group;

A phenanthryl group, a phenanthrenyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, A pyrenyl group, a crycenyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group;

Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, phenoxy group, phenylthio group, phenyl group, biphenyl group, , A benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group, a klycenyl group, a carbazolyl group, a dibenzothiophenyl group _{, -N (Q 31) (Q} 32), -Si (Q 31) (Q 32) (Q 33) and -B (Q ₃₁₎ at least one substituted, the phenoxy group of the (Q _32), coming phenylthio, A phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group, , A carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group; And

-Si (Q ₁ ) (Q ₂ ) (Q ₃ ), -N (Q ₁ ) (Q ₂ ) and -B (Q ₁ ) (Q ₂ );

Q ₁ to Q ₃ and Q ₃₁ to Q ₃₃ may be independently selected from a C ₁ -C ₂₀ alkyl group, a phenyl group, a biphenyl group, a terphenyl group and a naphthyl group, but are not limited thereto.

In another embodiment, R ₂₁₁ , R ₂₁₂ , R ₂₂₁ , R ₂₂₂ , R ₂₃₅ to R ₂₃₈ and R ₂₄₂ in the general formulas 2-1 to 2-4 are independently selected from the group consisting of hydrogen, deuterium, -F, -Cl , -Br, -I, a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec- width in time, n- butoxy, iso- butoxy group, sec- butoxy group, tert- butoxy _{group, -Si (CH 3) 3,} -Si (Ph) 3, -N (Ph 2) 2, -B (Ph ) ₂ and the following formulas (9-1) to (9-15), but are not limited thereto:

Among the above-mentioned formulas (9-1) to (9-15)

Y ₉₁ is selected from C (R ₉₆ ) (R ₉₇ ), N (R ₉₆ ), O and S;

R ₉₁ to R ₉₃ are independently selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, phenoxy, phenylthio, phenyl, biphenyl, terphenyl and naphthyl;

R ₉₄ to R ₉₇ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, phenoxy group, A phenanthrenyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group, a klycenyl group, a carbenyl group, a phenanthryl group, a phenanthryl group, A divalent group, a divalent group, a dibenzofuranyl group, and a dibenzothiophenyl group;

a91 is selected from 1, 2, 3, 4 and 5;

a92 is selected from 1, 2, 3, 4, 5, 6 and 7;

a93 is selected from 1, 2, 3, 4, 5 and 6;

a94 is selected from 1, 2 and 3;

a95 is selected from 1, 2, 3 and 4;

* Is the binding site with neighboring atoms.

In another embodiment, R ₂₁₁ , R ₂₁₂ , R ₂₂₁ , R ₂₂₂ , R ₂₃₅ to R ₂₃₈ and R ₂₄₂ in the general formulas 2-1 to 2-4 are independently selected from the group consisting of hydrogen, deuterium, -F, -Cl , -Br, -I, a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec- width in time, n- butoxy, iso- butoxy group, sec- butoxy group, tert- butoxy _{group, -Si (CH 3) 3,} -Si (Ph) 3, -N (Ph 2) 2, -B (Ph ) ₂ and the following formulas (10-1) to (10-26), but are not limited thereto:

Of the above general formulas (10-1) to (10-26)

* Is the binding site with neighboring atoms.

In the general formulas (2-1) to (2-4), b211, b212, b221, b222, b235 to b238 and b242 may be independently selected from 1, 2 and 3. For example, in the above formulas (2-1) to (2-4), b211, b212, b221, b222, b235 to b238 and b242 may be independently selected from 1 and 2, but are not limited thereto.

In the general formulas (2-1) and (2-2), n211, n212 and n221 may be independently selected from 1, 2 and 3.

In Formula 2-3, n231 to n234 are independently selected from 0, 1, and 2; The sum of n231 to n234 may be selected from 1, 2, 3, 4, 5 and 6.

In Formula 2-4, n241 may be selected from 3, 4, 5, 6, 7 and 8.

For example, the second compound represented by any one of formulas (2-1) to (2-4) may be represented by any one of the following formulas (2-11) to (2-16), but is not limited thereto:

&Lt; Formula (2-11)

<Formula 2-12>

&Lt; Formula (2-13)

<Formula 2-14>

&Lt; Formula (2-15)

<Formula 2-16>

Of the above formulas 2-11 to 2-16,

Ar _241, L ₂₁₁ to L _213, L _221, L ₂₃₁ to L _234, L _241, a211 to a213, a221, a231 to a234, a241, R ₂₃₁ to R _234, R _241, b231 to b234, b241, R ₂₁₁ , R ₂₁₂ , R ₂₂₁ , R ₂₂₂ , R ₂₃₅ to R ₂₃₈ , R ₂₄₂ , b211, b212, b221, b222, b235 to b238, b242, n211 and n212 are as defined in formulas 2-1 to 2-4;

R ₂₄₃ to R ₂₄₇ are, independently of each other, the same as defined for R _{241 in} the above formula (2-3);

b243 to b247 are, independently of each other, the same as defined for b241 in the above formulas 2-4;

L ₂₂₂ is defined the same as L ₂₂₁ in formula (2-2); a222 is defined the same as a221 in formula (2-2); R ₂₂₃ is defined the same as R ₂₂₁ in formula (2-2); b223 is defined the same as b221 in the formula (2-2);

L ₂₄₂ to L ₂₄₆ independently of each other are defined the same as L _{241 in the} formula 2-4; a242 to a246 independently of each other are defined the same as a241 in the formula 2-4.

As another example, the second compound represented by any one of formulas (2-1) to (2-4) may be represented by any one of the following formulas (2-21) to (2-29), but is not limited thereto:

&Lt; Formula 2-21 &

<Formula 2-22>

&Lt; Formula 2-23 &

&Lt; Formula 2-24 &

<Formula 2-25>

&Lt; Formula 2-26 &

&Lt; Formula 2-27 &

<Formula 2-28>

&Lt; Formula 2-29 &

Of the above formulas (2-21) to (2-29)

Ar _241, L ₂₁₁ to L _213, L _221, L ₂₃₁ to L _234, L _241, a211 to a213, a221, a231 to a234, a241, R ₂₃₁ to R _234, R _241, b231 to b234, b241, R ₂₁₁ , R ₂₁₂ , R ₂₂₁ , R ₂₂₂ , R ₂₃₅ to R ₂₃₈ , R ₂₄₂ , b211, b212, b221, b222, b235 to b238, b242, n211 and n212 are as defined in the above formulas 2-1 to 2-4 ;

R ₂₂₄ is defined the same as R ₂₂₂ in the above formula (2-2);

L ₂₂₂ is defined the same as L ₂₂₁ in the above formula (2-2); a222 is defined the same as a221 of the above formula (2-2); R ₂₂₃ is defined the same as R ₂₂₁ in the above formula (2-2); b223 is defined the same as b221 of the above formula (2-2);

L ₂₄₂ to L ₂₄₆ are independently of each other defined as in L _{241 in the} above formula 2-4; a242 to a246 independently of each other are defined the same as a241 in the above formula 2-4; R ₂₄₃ to R ₂₄₇ are independently of each other defined as R _{241 in the} above formula 2-4; R ₂₄₈ and R ₂₄₉ are, independently of each other, defined the same as R _{242 in the} above formula 2-4; b243 to b247 are, independently of each other, defined the same as b241 in the above formula 2-4; b248 and b249 are defined independently of each other, the same as b242 in the above Chemical Formula 2-4.

As another example, the second compound represented by any one of the above formulas (2-1) to (2-4) may be selected from the following compounds H-1 to H-68, but is not limited thereto:

The first compound represented by Formula 1 includes benzopyrene core. The first compound represented by the general formula (1) can exhibit very strong blue fluorescence by including benzopyrene core.

It is generally known that an amine compound having a pyrene core can synthesize only an amine derivative having a symmetric structure. However, the first compound represented by Formula 1 includes an benzopyrene core, so that an amine derivative having an asymmetric structure can be synthesized.

Since the first compound represented by Formula 1 may have various substituents, it may have various electrical and optical properties.

Therefore, the organic light emitting device employing the first compound represented by Formula 1 can have low driving voltage, high efficiency, high brightness, long life and high color purity.

Since the energy transfer from the second compound represented by any one of Chemical Formulas (2-1) to (2-4) can be smoothly performed, the organic light emitting device comprising the first compound and the second compound can be efficiently Can be improved.

The first compound represented by Formula 1 and the second compound represented by Formula 2-1 to 2-4 may be synthesized using a known organic synthesis method.

For example, the first compound and the second compound may be included in the light emitting layer, but the present invention is not limited thereto.

When the first compound and the second compound are included in the light emitting layer, the first compound may be a dopant and the second compound may be a host, but is not limited thereto. That is, light may be emitted from the first compound, but the present invention is not limited thereto.

The organic layer 150 includes a hole transport region interposed between the first electrode 110 and the light emitting layer and an electron transport region between the light emitting layer and the second electrode 190. [ ). &Lt; / RTI &gt;

[Hole transporting region in the organic layer 150]

The hole transporting region may be a single layer structure consisting of i) a single layer of a single material, ii) a single layer of a single layer of a plurality of different materials, or iii) a multi-layer Structure.

The hole transporting region may include at least one layer selected from a hole injecting layer (HIL), a hole transporting layer (HTL), a light emitting auxiliary layer, and an electron blocking layer (EBL).

For example, the hole transporting region may have a single layer structure of a single layer made of a plurality of different materials, or may have a hole injection layer / hole transporting layer, a hole injecting layer / A multilayer structure of a light emitting auxiliary layer, a hole injecting layer, a light emitting auxiliary layer, a hole transporting layer, a light emitting auxiliary layer, a hole injecting layer, a hole transporting layer and an electron blocking layer may be used.

When the hole transporting region includes a hole injection layer, a vacuum evaporation method, a spin coating method, a casting method, an LB method (Langmuir-Blodgett), an inkjet printing method, a laser printing method, a laser induced thermal imaging (LITI) The hole injection layer may be formed on the first electrode 110 by using various methods.

When the hole injection layer is formed by vacuum deposition, the deposition conditions may include, for example, a deposition temperature of about 100 to about 500 DEG C, a vacuum degree of about 10 ^-8 to about ^10-3 torr, and a deposition rate of about 0.01 to about 100 A / sec The hole injection layer structure to be formed and the hole injection layer structure to be formed within the deposition rate range of the hole injection layer to be formed.

When the hole injection layer is formed by the spin coating method, the coating conditions include a compound for a hole injection layer to be deposited and a hole for formation to be formed within a range of a coating speed of about 2000 rpm to about 5000 rpm and a heat treatment temperature range of about 80 [ Can be selected in consideration of the injection layer structure.

When the hole transporting region includes a hole transporting layer, the hole transporting layer may be formed by a vacuum evaporation method, a spin coating method, a casting method, an LB method (Langmuir-Blodgett), an inkjet printing method, a laser printing method, a laser induced thermal imaging The hole transport layer may be formed on the first electrode 110 or on the hole injection layer using various methods. When the hole transport layer is formed by the vacuum deposition method and the spin coating method, the deposition conditions and the coating conditions of the hole transport layer refer to the deposition conditions and the coating conditions of the hole injection layer.

The hole-transporting region may include at least one of m-MTDATA, TDATA, 2-TNATA, NPB, beta-NPB, TPD, Spiro-TPD, Spiro- NPB, methylated -NPB, TAPC, HMTPD, TCTA (N-carbazolyl) triphenylamine), Pani / DBSA (polyaniline / dodecylbenzenesulfonic acid), PEDOT / PSS (3,4-ethylenedioxythiophene) / poly (4-styrenesulfonate) / poly (4-styrenesulfonate), Pani / CSA (polyaniline / camphor sulfonicacid) Poly (4-styrenesulfonate) / poly (4-styrenesulfonate), PANI / PSS (polyaniline) You can include:

&Lt; Formula 201 >

&Lt; EMI ID =

Of the above formulas (201) and (202)

L ₂₀₁ to L ₂₀₅ independently represent a substituted or unsubstituted C ₃ -C ₁₀ cycloalkylene group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkylene group, a substituted or unsubstituted C ₃ -C ₁₀ cyclo Substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkylene groups, substituted or unsubstituted C ₆ -C ₆₀ arylene groups, substituted or unsubstituted C ₁ -C ₆₀ heteroarylene groups, substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkylene groups, Aromatic dicarboxylic polycyclic group and substituted or unsubstituted divalent non-aromatic heterocyclic polycyclic group,

xa1 to xa4 are independently selected from 0, 1, 2 and 3;

xa5 is selected from 1, 2, 3, 4 and 5; R ₂₀₁ to R ₂₀₄ independently represent a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group , substituted or unsubstituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, a substituted or unsubstituted C ₆ unsubstituted from an aromatic heterocyclic fused polycyclic group--C ₆₀ arylthio group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non- Can be selected.

For example, of the above formulas (201) and (202)

L ₂₀₁ to L ₂₀₅ independently represent a group selected from the group consisting of a phenylene group, a pentalenylene group, an indenylene group, a naphthylene group, an azulenylene group, a heptarenylene group, an indacenylene group, an acenaphthylene group, a fluorenylene group, A perylene group, a perylene group, a perylene group, a perylene group, a perfluoroethylene group, a perfluoroethylene group, a perfluoroethylene group, a perfluoroethylene group, a perfluoroethylene group, , A naphthacenylene group, a picenylene group, a perylenylene group, a pentaphenylene group, a hexacenylene group, a pentachenylene group, a rubicecylene group, a coronenylene group, an ovalenylene group, a thiophenylene group, A dibenzothiophenylene group, a dibenzothiophenylene group, a benzocarbazolylene group, a dibenzocarbazolylene group, a dibenzothiophenylene group, a dibenzothiophenylene group, a dibenzothiophenylene group, a dibenzothiophenylene group, a dibenzothiophenylene group, A pyridinylene group; And

C ₁ -C ₂₀ alkyl groups, C ₁ -C ₂₀ alkoxy groups such as methyl, ethyl, n-propyl, isopropyl, butyl, isobutyl, A cyclopentenyl group, a cyclohexenyl group, a phenyl group, a biphenyl group, a terphenyl group, a phenyl group substituted with a C ₁ -C ₁₀ alkyl group, a phenyl group substituted with -F, a pentyl An acenaphthyl group, an acenaphthyl group, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group , A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, Rubicenyl group, coronenyl group, ovalenyl group, thiophenyl group, furanyl group, carbazolyl group, indolyl group, isoindolyl group, benzo (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ) (Q ₃₃ ) (Q ₃₃ ) (Q ₃₃ ) (wherein Q represents a hydrogen atom or a methyl group), a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, ), and _{-N (Q 31) (Q 32} ) inde at least one substituted phenyl group, pental alkylenyl group, selected from a carbonyl group, a naphthyl group, an azulenyl group, a heptal alkylenyl group, indazol hexenyl group, a naphthyl acetate A phenylene group, a phenanthrenylene group, an anthracenylene group, a fluoranthenylene group, a triphenylenylene group, a phenanthrene group, a phenanthrene group, a phenanthrene group, a phenanthrene group, A perylene group, a perylene group, a perylene group, a perylene group, a perylene group, a perylene group, a thienylene group, a thienylene group, a thienylene group, A phenylene group, a furanylene group, a carbazolylene group, an indolylene group, an isoindolylene group, a benzofuranyl Group, benzo thiophenyl group, a dibenzo-furanyl group, a dibenzo thiophenyl group, a benzo carbazolyl group, a dibenzo-carbazolyl group, a dibenzo room rolil group and a pyridinyl group; &Lt; / RTI &gt;

Q ₃₁ to Q ₃₃ may be independently selected from a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a biphenyl group, a terphenyl group and a naphthyl group.

According to another embodiment, xa1 to xa4 independently of one another are 0, 1 or 2;

According to another embodiment, xa5 is 1, 2 or 3;

According to another embodiment, R ₂₀₁ to R ₂₀₄ independently represent a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an heptalenyl group, an indacenyl group, , A fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, A thiophenyl group, a furanyl group, a carbazolyl group, an indole group, a carbazolyl group, a carbazolyl group, a carbazolyl group, a carbazolyl group, a thiophenol group, An isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilyl group, and a pyridinyl group; And

C ₁ -C ₂₀ alkyl groups, C ₁ -C ₂₀ alkoxy groups such as methyl, ethyl, n-propyl, isopropyl, butyl, isobutyl, A cyclopentenyl group, a cyclohexenyl group, a phenyl group, a biphenyl group, a terphenyl group, a phenyl group substituted with a C ₁ -C ₁₀ alkyl group, a phenyl group substituted with -F, a pentyl An acenaphthyl group, an acenaphthyl group, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group , A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, Rubicenyl group, coronenyl group, ovalenyl group, thiophenyl group, furanyl group, carbazolyl group, indolyl group, isoindolyl group, benzo (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ) (Q ₃₃ ) (Q ₃₃ ) (Q ₃₃ ) (wherein Q represents a hydrogen atom or a methyl group), a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, ), and _{-N (Q 31) (Q 32} ) from the at least one selected substituted, a phenyl group, a biphenyl group, a terphenyl group, a pen Frontale group, an indenyl group, a naphthyl group, an azulenyl group, a heptyl group Frontale, indazol hexenyl group, an acetoxy A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a pyrenyl group, a pyrenyl group, a thienyl group, A naphthacenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a coronenyl group, an ovalenyl group, a thiophenyl group, a furanyl group, , Indolyl group, isoindolyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group A benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilylyl group, and a pyridinyl group; , &Lt; / RTI &gt;

The descriptions of Q ₃₁ to Q ₃₃ refer to those described in this specification.

The compound represented by Formula 201 may be represented by the following Formula 201A:

&Lt; Formula 201A >

For example, the compound represented by Formula 201 may be represented by the following Formula 201A-1, but is not limited thereto:

<Formula 201A-1>

The compound represented by the formula (202) may be represented by the following formula (202A), but is not limited thereto:

&Lt; Formula 202A >

Of the above formulas 201A, 201A-1 and 202A,

The descriptions of L ₂₀₁ to L ₂₀₃ , xa 1 to xa 3, xa 5, and R ₂₀₂ to R ₂₀₄ are given in this specification,

For a description of R ₂₁₁ and R ₂₁₂ , reference is made to the description of R ₂₀₃ in this specification,

R ₂₁₃ to R ₂₁₆ are independently of each other, hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazine tank group, a C ₁ substituted with -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, a cyclohexenyl group, a phenyl group, a biphenyl group, a terphenyl group, C ₁ -C ₁₀ alkyl group An acenaphthyl group, an acenaphthyl group, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzyl group, a benzyl group, A phenanthrenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenyl group, a phenenyl group, a perylenyl group , Pentaphenyl group, hexacenyl group, pentacenyl group, rubicenyl group, coronenyl group, ovalenyl group, thiophenyl group, furanyl group, A dibenzothiophenyl group, a dibenzothiophenyl group, a dibenzothiophenyl group, a dibenzocarbazolyl group, a dibenzosilyl group, and a pyridinyl group may be selected from the group consisting of a benzoyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzothiophenyl group, .

In formulas 201A and 201A-1, R ₂₁₃ and R ₂₁₄ may optionally be bonded to each other to form a saturated or unsaturated ring.

The compound represented by Formula 201 and the compound represented by Formula 202 may include, but are not limited to, the following compounds HT1 to HT20:

The thickness of the hole transporting region may be from about 100 A to about 10,000 A, for example, from about 100 A to about 1000 A. When the hole transporting region includes at least one of a hole injection layer and a hole transporting layer, the thickness of the hole injection layer is about 100 Å to about 10,000 Å, for example, about 100 Å to about 1000 Å, and the thickness of the hole transporting layer is about 50 Å To about 2000 Angstroms, for example from about 100 Angstroms to about 1500 Angstroms. When the thicknesses of the hole transporting region, the hole injecting layer, and the hole transporting layer satisfy the above-described ranges, satisfactory hole transporting characteristics can be obtained without substantially increasing the driving voltage.

The light-emitting layer is a layer that functions to increase the light emission efficiency by compensating an optical resonance distance according to the wavelength of light emitted from the light emitting layer. The electron blocking layer is a layer that prevents the injection of electrons from the electron transport region to be. The light-emitting auxiliary layer and the electron blocking layer may include the above-mentioned materials.

[p-dopant]

In addition to the materials described above, the hole transporting region may further include a charge-generating material for improving conductivity. The charge-generating material may be uniformly or non-uniformly dispersed within the hole transport region.

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

According to one embodiment, the LUMO of the p-dopant may be -3.5 eV or less.

The p-dopant may be one of a quinone derivative, a metal oxide, and a cyano group-containing compound, but is not limited thereto.

For example, the p-

Quinone derivatives such as TCNQ (tetracyanoquinodimethane) and F4-TCNQ (2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane);

Metal oxides such as tungsten oxide and molybdenum oxide;

HAT-CN (1,4,5,8,9,11-hexaazatriphenylene-hexacarbonitrile); And

A compound represented by the formula (221);

, But is not limited to:

<HAT-CN> <F4-TCNQ>

<Formula 221>

Of the above formula (221)

R ₂₂₁ to R ₂₂₃ independently represent a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group , A substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, a substituted or unsubstituted monovalent Aromatic condensed polycyclic group and substituted or unsubstituted monovalent non-aromatic heterocyclic polycyclic group, at least one of R ₂₂₁ to R ₂₂₃ is selected from the group consisting of a cyano group, -F, -Cl, -Br, -I, At least one selected from the group consisting of a C ₁ -C ₂₀ alkyl group substituted with -F, a C ₁ -C ₂₀ alkyl group substituted with -Cl, a C ₁ -C ₂₀ alkyl group substituted with -Br, and a C ₁ -C ₂₀ alkyl group substituted with -I And has one substituent.

[Light emitting layer in organic layer 150]

A vacuum deposition method, a spin coating method, a casting method, an LB method (Langmuir-Blodgett), an inkjet printing method, a laser printing method, a laser induced thermal imaging (LITI) method, or the like is performed on the first electrode 110 or the hole transporting region. ) And the like are used to form a light emitting layer. When the light emitting layer is formed by the vacuum deposition method and the spin coating method, the deposition condition and the coating condition of the light emitting layer refer to the deposition condition and the coating condition of the hole injection layer.

When the organic light emitting device 10 is a full color organic light emitting device, the light emitting layer may be patterned as a red light emitting layer, a green light emitting layer, and a blue light emitting layer for each sub-pixel. Alternatively, the light-emitting layer may have a structure in which two or more layers selected from a red light-emitting layer, a green light-emitting layer, and a blue light-emitting layer are in contact with or spaced from each other or a layered structure in which two or more materials selected from a red light emitting material, a green light emitting material, It is possible to emit white light. Alternatively, the light emitting layer may be a white light emitting layer, and may further include a color converting layer or a color filter that converts the white light into light of a desired color.

The light emitting layer may include a host and a dopant.

The host may include a second compound represented by any one of the following formulas (2-1) to (2-4).

The dopant may include the first compound represented by Formula 1.

The weight ratio of the first compound to the second compound in the light emitting layer may be 1:99 to 20:80, but is not limited thereto. For example, the weight ratio of the first compound to the second compound may be 1:99 to 10:90, but is not limited thereto. As another example, the weight ratio of the first compound to the second compound may be 3:97 to 5:95, but is not limited thereto.

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

[Electron transporting region of the organic layer 150]

The electron transporting region may be a single-layer structure consisting of i) a single layer of a single material, ii) a single layer of a single layer of a plurality of different materials, or iii) a multi-layer structure having a plurality of layers of a plurality of different materials Lt; / RTI &gt;

The electron transport region may include at least one of a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer (ETL), and an electron injection layer, but is not limited thereto.

For example, the electron transport region may include an electron transport layer / electron injection layer, a hole blocking layer / electron transport layer / electron injection layer, an electron control layer / electron transport layer / electron injection layer, or a buffer layer / electron transport layer / An electron injection layer, and the like, but the present invention is not limited thereto.

When the electron transporting region includes a hole blocking layer, a vacuum evaporation method, a spin coating method, a casting method, an LB method (Langmuir-Blodgett), an inkjet printing method, a laser printing method, a laser induced thermal imaging (LITI) The hole blocking layer may be formed on the light emitting layer. When the hole blocking layer is formed by the vacuum deposition method and the spin coating method, the deposition conditions and the coating conditions of the hole blocking layer refer to the deposition conditions and the coating conditions of the hole injection layer.

The hole blocking layer may include, for example, at least one of the following BCP and Bphen, but is not limited thereto.

The thickness of the buffer layer, the hole blocking layer or the electron control layer may be independently from about 20 Å to about 1000 Å, for example, from about 30 Å to about 300 Å. When the thickness of the buffer layer, the hole blocking layer or the electron controlling layer is in the range described above, excellent hole blocking characteristics can be obtained without increasing the driving voltage substantially.

The electron transporting region may include an electron transporting layer. The electron transport layer may be formed using various methods such as vacuum deposition, spin coating, casting, LB method, inkjet printing, laser printing, and laser induced thermal imaging (LITI) And may be formed on the light emitting layer or on the hole blocking layer. When the electron transport layer is formed by the vacuum deposition method and the spin coating method, the deposition conditions and the coating conditions of the electron transport layer refer to the deposition conditions and coating conditions of the hole injection layer.

The electron transport layer may further include at least one of the BCP, Bphen and to Alq _3, Balq, TAZ and NTAZ.

Alternatively, the electron transporting layer may include at least one of the compounds represented by the following formula (601):

<Formula 601>

Ar ₆₀₁ - [(L ₆₀₁ ) _{xe 1} -E ₆₀₁ ] _{xe 2}

In the general formula (601), Ar ₆₀₁ represents a group selected from the group consisting of a naphthalene group, a heptalene group, a fluorenene group, a spiro-fluorene group, a benzofluorene group, a dibenzofluorene group, phenalene ) Group, a phenanthrene group, an anthracene group, a fluoranthene group, a triphenylene group, a pyrene group, a chrysene group, a naphthacene group, ) Group, a picene group, a perylene group, a pentaphene group, and an indenoanthracene group;

A halogen atom, a hydroxyl group, a nitro group, an amidino group, a hydrazino group, a hydrazino group, a C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group , A C ₂ -C ₆₀ alkynyl group, a C ₁ -C ₆₀ alkoxy group, a C ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkenyl group, a C ₁ -C ₁₀ heterocyclo alkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ arylthio, C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non- aromatic condensed polycyclic heterocyclic _{group, -Si (Q 31) (Q} 32) (Q 33), -N (Q 31) (Q 32), -B (Q 31) (Q 32), -C (= O) (X ₃₁ ), -S (═O) ₂ (Q ₃₁ ) and -P (═O) (Q ₃₁ ) (Q ₃₂ ), a naphthalene group, a hepthalene group, Fluorene group, benzene fluorene group, dibenzofluorene group, phenalene group, phenanthrene group, anthracene group, fluoranthene group, triphenylene group, pyrene Group, a chrysene group, a naphthacene group, a picene group, a perylene group, a pentaphen group, and an indeno anthracene group; ;

For a description of L ₆₀₁ , see the description of L ₂₀₁ herein;

E ₆₀₁ is a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an isothiazolyl group, an oxazolyl group, an isooxazolyl 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 benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, an imidazolinyl group, A phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzoimidazolyl group, a benzopyranyl group, A benzofuranyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzooxazolyl group, an isobenzooxazolyl group, a triazolyl group, a tetrazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group and dibenzocarbazolyl group; And

C ₁ -C ₂₀ alkyl groups, C ₁ -C ₂₀ alkoxy groups such as methyl, ethyl, n-propyl, isopropyl, butyl, isobutyl, , A phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an heptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenyl group, a spioro-fluorenyl group , A dibenzofluorenyl group, a phenanthryl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a klychenyl group, a naphthacenyl group, a phenenyl group, a perylenyl group, A thiazolyl group, a thiazolyl group, an isothiazolyl group, an isoxazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, an isothiazolyl group, a thiazolyl group, a thiazolyl group, An isoindolyl group, an indolyl group, an isoxazolyl group, an isoxazolyl group, an isoxazolyl group, an isoxazolyl group, an isoxazolyl group, A quinolinyl group, a quinolizinyl group, a carbazolyl group, a phenanthridinyl group, a phenanthridinyl group, a phenanthridinyl group, a benzothiazolyl group, A benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, a tetrazolyl group, a tetrahydrothiazolyl group, an imidazolyl group, (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ), -N (Q ₃₁ ), or a group of the formula: ???????? _{) (Q 32), -B (} Q 31) (Q 32), -C (= O) (Q 31), -S (= O) 2 (Q 31) and _{-P (= O) (Q 31} ) substituted by at least one selected from the group consisting of (Q _32), pyrrolyl group, a thiophenyl group, furanoid group, an imidazole group, a pyrazole group, a thiazole group, isothiazole group, oxazole group, isoxazole group, a pyridinyl group, pyrazolyl Jinil, Piramide A pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, A phenanthrolinyl group, a phenanthryl group, a benzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, a benzothiazolyl group, , An isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group and a dibenzocarbazolyl group; ;

xe1 is selected from 0, 1, 2 and 3;

xe2 is selected from 1, 2, 3 and 4;

Q ₃₁ to Q ₃₃ are each independently selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, group, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₁ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic A heterocyclic polycyclic group, a biphenyl group, and a terphenyl group.

Alternatively, the electron transporting layer may include at least one of the compounds represented by the following formula (602)

<Formula 602>

In the above formula (602)

₆₁₁ X is N or _{C- (L 611) xe611 -R 611} , X 612 is N or _{C- (L 612) xe612 -R 612} , X 613 is N or C- (L _{613) xe613} -R _613, and , At least one of X ₆₁₁ to X ₆₁₃ is N;

For a description of each of L ₆₁₁ to L ₆₁₆ , refer to the description of L ₂₀₁ in this specification;

R ₆₁₁ to R ₆₁₆ independently represent a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, , A pyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group and a triazinyl group ; And

C ₁ -C ₂₀ alkyl groups, C ₁ -C ₂₀ alkoxy groups such as methyl, ethyl, n-propyl, isopropyl, butyl, isobutyl, A thienyl group, a thienyl group, a thienyl group, a thienyl group, a thienyl group, a thienyl group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, an azulenyl group, a fluorenyl group, a spioro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, A quinazolinyl group, a quinazolinyl group, a carbazolyl group, a triazinyl group, a -Si (Q (Q) -Si) group, a quinolinyl group, a quinazolinyl group, _{31) (Q 32) (Q} 33), -N (Q 31) (Q 32), -B (Q 31) (Q 32), -C (= O) (Q 31), -S (= O) ₂ (Q ₃₁₎ and _{-P (= O) (Q 31} ) (Q 32) from the at least one selected substituted, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spy-fluorenyl group, benzo A fluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pie Group, Cry hexenyl group, a pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, an isoquinolinium group, a quinoxalinyl group, a quinazolinyl group, a carbazole group and a triazole group possess; ;

xe611 to xe616 are independently selected from 0, 1, 2 and 3;

Q ₃₁ to Q ₃₃ are each independently selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, group, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₁ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic A heterocyclic polycyclic group, a biphenyl group, and a terphenyl group.

The compound represented by Formula 601 and the compound represented by Formula 602 may include at least one of the following compounds ET1 to ET15.

The thickness of the electron transporting layer may be about 100 Å to about 1000 Å, for example, about 150 Å to about 500 Å. When the thickness of the electron transporting layer satisfies the above-described range, satisfactory electron transporting characteristics can be obtained without substantially increasing the driving voltage.

The electron transporting layer may further include a metal-containing material in addition to the above-described materials.

The metal-containing material may comprise a Li complex. The Li complex may include, for example, the following compound ET-D1 (lithium quinolate, LiQ) or ET-D2.

The electron transport region may include an electron injection layer that facilitates electron injection from the second electrode 190. The electron injection layer may be in direct contact with the second electrode 190.

The electron injection layer may be a single layer structure consisting of i) a single layer made of a single material, ii) a single layer made of a plurality of different materials, or iii) a multi-layered structure having a plurality of layers made of a plurality of different materials Lt; / RTI &gt;

The electron injecting layer may be formed using various methods such as vacuum deposition, spin coating, casting, LB method, inkjet printing, laser printing, and laser induced thermal imaging (LITI) , And on the electron transport layer. When the electron injection layer is formed by the vacuum deposition method and the spin coating method, the deposition conditions and the coating conditions of the electron injection layer refer to the deposition conditions and the coating conditions of the hole injection layer.

The electron injection layer may include at least one selected from LiF, NaCl, CsF, Li ₂ O, BaO and LiQ.

The thickness of the electron injection layer may be from about 1 A to about 100 A, and from about 3 A to about 90 A. When the thickness of the electron injection layer satisfies the above-described range, satisfactory electron injection characteristics can be obtained without substantially increasing the driving voltage.

[Second electrode 190]

The second electrode 190 is disposed on the organic layer 150 as described above. The second electrode 190 may be a cathode, which is an electron injection electrode. At this time, the material for the second electrode 190 may be a metal, an alloy, an electrically conductive compound having a low work function, combinations can be used.

The second electrode 190 may be formed of a material selected from the group consisting of Li, Ag, Mg, Al, Al-Li, Ca, Mg- , Magnesium-silver (Mg-Ag) ITO, and IZO. The second electrode 190 may be a reflective electrode, a transflective electrode, or a transmissive electrode.

The second electrode 190 may have a single-layer structure or a multi-layer structure having a plurality of layers.

The organic light emitting device has been described above with reference to FIG. 1, but the present invention is not limited thereto.

[Description of Figs. 2 to 4]

2 has a structure in which a first capping layer 210, a first electrode 110, an organic layer 150, and a second electrode 190 are sequentially stacked. In the organic light emitting device 20 of FIG. 3, The light emitting device 30 has a structure in which the first electrode 110, the organic layer 150, the second electrode 190, and the second capping layer 220 are sequentially stacked, and the organic light emitting device 40 of FIG. The first capping layer 210, the first electrode 110, the organic layer 150, the second electrode 190, and the second capping layer 220 are sequentially stacked.

The description of the first electrode 110, the organic layer 150, and the second electrode 190 in FIGS. 2 to 4 will be described with reference to FIG.

Light generated in the light emitting layer of the organic layer 150 of the organic light emitting devices 20 and 40 can be extracted to the outside through the first electrode 110 and the first capping layer 210 which are transflective electrodes or transmission type electrodes, Light generated in the light emitting layer of the organic layer 150 of the organic light emitting devices 30 and 40 may be extracted to the outside through the second electrode 190 and the second capping layer 220 which are transflective electrodes or transmissive electrodes.

The first capping layer 210 and the second capping layer 220 may improve external light emission efficiency by the principle of constructive interference.

The first capping layer 210 and the second capping layer 220 may be an organic capping layer made of an organic material, an inorganic capping layer made of an inorganic material, or a composite capping layer containing an organic material and an inorganic material.

At least one of the first capping layer 210 and the second capping layer 220 may include at least one of a carbocyclic compound, a heterocyclic compound, an amine compound, a porphine derivative, a phthalocyanine derivative phthalocyanine derivatives, naphthalocyanine derivatives, alkali metal complexes and alkaline earth metal complexes. The carbocyclic compound, the heterocyclic compound and the amine compound may be optionally substituted with a substituent containing at least one element selected from O, N, S, Se, Si, F, Cl, . According to one embodiment, at least one of the first capping layer 210 and the second capping layer 220 may include an amine compound independently of each other.

According to another embodiment, at least one of the first capping layer 210 and the second capping layer 220 may include, independently of each other, a compound represented by Formula 201 or a compound represented by Formula 202 have.

According to another embodiment, at least one of the first capping layer 210 and the second capping layer 220 may comprise, independently from each other, a compound selected from the compounds HT13 to HT20 and the following compounds CP1 to CP5 However, the present invention is not limited thereto.

The organic light emitting device has been described with reference to FIGS. 1 to 4, but the present invention is not limited thereto.

Each of the layers included in the hole transporting region, the light emitting layer, and the electron transporting region may be formed by vacuum deposition, spin coating, casting, LB (Langmuir-Blodgett), inkjet printing, A laser induced thermal imaging (LITI) method, or the like.

When each layer included in each hole transporting region, the light emitting layer, and the electron transporting region is formed by a vacuum deposition method, the deposition conditions are, for example, a deposition temperature of about 100 to about 500 DEG C, a deposition temperature of about 10 A vacuum of ^-8 to about 10 ^-3 torr, and a deposition rate of about 0.01 to about 100 A / sec, taking into account the material to be included in the layer to be formed and the structure of the layer to be formed.

When each layer included in the hole transporting region, the light emitting layer and the electron transporting region are formed by spin coating, the coating conditions are, for example, a coating speed of about 2000 rpm to about 5000 rpm and a coating speed of about 80 Can be selected in consideration of the material to be included in the layer to be formed and the structure of the layer to be formed within the heat treatment temperature range of 占 폚 to 200 占 폚.

 [General definition of substituent]

In the present specification, the C ₁ -C ₆₀ alkyl group means a linear or branched aliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms. Specific examples thereof include methyl, ethyl, propyl, isobutyl, sec-butyl A tert-butyl group, a pentyl group, an iso-amyl group, a hexyl group, and the like. In the present specification, a C ₁ -C ₆₀ alkylene group means a divalent group having the same structure as the above C ₁ -C ₆₀ alkyl group.

In the present specification, the C ₂ -C ₆₀ alkenyl group means a hydrocarbon group having at least one carbon double bond at the middle or end of the C ₂ -C ₆₀ alkyl group, and specific examples thereof include an ethenyl group, a propenyl group, a butenyl group And the like. In the present specification, the C ₂ -C ₆₀ alkenylene group means a divalent group having the same structure as the C ₂ -C ₆₀ alkenyl group.

In the present specification, a C ₂ -C ₆₀ alkynyl group means a hydrocarbon group containing at least one carbon-carbon triple bond at the middle or end of the C ₂ -C ₆₀ alkyl group, and specific examples thereof include an ethynyl group, a propynyl group, . In the present specification, the C ₂ -C ₆₀ alkynylene group means a divalent group having the same structure as the C ₂ -C ₆₀ alkynyl group.

The C ₁ -C ₆₀ alkoxy group in the present specification means a monovalent group having the formula: -OA ₁₀₁ (wherein A ₁₀₁ is the above C ₁ -C ₆₀ alkyl group), and specific examples thereof include methoxy group, ethoxy group , Isopropyloxy group, and the like.

In the present specification, the C ₃ -C ₁₀ cycloalkyl group means a monovalent saturated hydrocarbon monocyclic group having 3 to 10 carbon atoms, and specific examples thereof include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cyclo Heptyl group and the like. The C ₃ -C ₁₀ cycloalkylene group of the specification and the second having the same structure as the above C ₃ -C ₁₀ cycloalkyl group means a group.

In the present specification, the C ₁ -C ₁₀ heterocycloalkyl group means a monovalent monocyclic group having 1 to 10 carbon atoms including at least one heteroatom selected from N, O, Si, P and S as a ring-forming atom Specific examples thereof include 1,2,3,4-oxatriazolidinyl, tetrahydrofuranyl, tetrahydrothiophenyl, and the like. In the present specification, a C ₁ -C ₁₀ heterocycloalkylene group means a divalent group having the same structure as the above-mentioned C ₁ -C ₁₀ heterocycloalkyl group.

In the present specification, the C ₃ -C ₁₀ cycloalkenyl group is a monovalent monocyclic group having 3 to 10 carbon atoms, which has at least one double bond in the ring, but does not have an aromaticity, Examples include a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group and the like. In the present specification, the C ₃ -C ₁₀ cycloalkenylene group means a divalent group having the same structure as the C ₃ -C ₁₀ cycloalkenyl group.

In the present specification, the C ₁ -C ₁₀ heterocycloalkenyl group is a monovalent monocyclic group having 1 to 10 carbon atoms including at least one hetero atom selected from N, O, Si, P and S as a ring-forming atom, Lt; RTI ID = 0.0 &gt; a &lt; / RTI &gt; Specific examples of the C ₁ -C ₁₀ heterocycloalkenyl group include 4,5-dihydro-1,2,3,4-oxatriazolyl, 2,3-dihydrofuranyl, 2,3-dihydro A thiophenyl group and the like. In the present specification, the C ₁ -C ₁₀ heterocycloalkenylene group means a divalent group having the same structure as the C ₁ -C ₁₀ heterocycloalkenyl group.

In the present specification, the C ₆ -C ₆₀ aryl group means a monovalent group having a carbocyclic aromatic system having 6 to 60 carbon atoms, and the C ₆ -C ₆₀ arylene group means a carbocyclic aromatic system having 6 to 60 carbon atoms Quot; refers to a divalent group having &lt; RTI ID = 0.0 &gt; Specific examples of the C ₆ -C ₆₀ aryl group include a phenyl group, a naphthyl group, an anthracenyl group, a phenanthrenyl group, a pyrenyl group, a cryanecyl group and the like. The C ₆ -C ₆₀ aryl groups and C ₆ -C ₆₀ arylene If the group contains two or more rings, the 2 or more rings may be fused to each other.

As used herein, a C ₁ -C ₆₀ heteroaryl group is a monovalent group having at least one heteroatom selected from N, O, Si, P and S as a ring-forming atom and having a heterocyclic aromatic system having 1 to 60 carbon atoms , Wherein the C ₁ -C ₆₀ heteroarylene group is optionally substituted with one or more substituents selected from the group consisting of 2 having a heterocyclic aromatic system containing from 1 to 60 carbon atoms and at least one heteroatom selected from N, O, Si, P and S as ring- Means a group. Specific examples of the C ₁ -C ₆₀ heteroaryl group include a pyridinyl group, a pyrimidinyl group, a pyrazinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group and the like. When the C ₁ -C ₆₀ heteroaryl group and the C ₁ -C ₆₀ heteroarylene group include two or more rings, two or more rings may be condensed with each other.

In the present specification, the C ₆ -C ₆₀ aryloxy group indicates -OA ₁₀₂ (wherein A ₁₀₂ is the C ₆ -C ₆₀ aryl group), the C ₆ -C ₆₀ arylthio is -SA ₁₀₃ , And A ₁₀₃ is the above C ₆ -C ₆₀ aryl group.

In the present specification, a monovalent non-aromatic condensed polycyclic group is a condensed polycyclic group in which two or more rings are condensed with each other and contain only carbon as a ring-forming atom, and the whole molecule is a non-aromaticity. (E. G., Having from 8 to 60 carbon atoms). Examples of the monovalent non-aromatic condensed polycyclic group include a fluorenyl group and the like. In the present specification, the divalent non-aromatic condensed polycyclic group means a divalent group having the same structure as the monovalent non-aromatic condensed polycyclic group.

In the present specification, a monovalent non-aromatic condensed heteropolycyclic group is a monovalent aromatic condensed heteropolycyclic group in which two or more rings are condensed with each other and at least one of N, O, Si, P and S Means a monovalent group (for example, having from 1 to 60 carbon atoms) having a hetero atom and having a non-aromatic group as a whole molecule. Specific examples of the monovalent non-aromatic heterocyclic polycyclic group include a carbazolyl group and the like. In the present specification, the divalent non-aromatic heterocyclic polycyclic group means a divalent group having the same structure as the monovalent non-aromatic heterocyclic polycyclic group.

In the present specification, a C ₅ -C ₆₀ carbocyclic group means a monocyclic or polycyclic group having 5 to 60 carbon atoms including only carbon as a ring-forming atom. The C ₅ -C ₆₀ carbocyclic group may be an aromatic carbocyclic group or a non-aromatic carbocyclic group. The C ₅ -C ₆₀ carbocyclic group may be a ring such as benzene, a monovalent group such as a phenyl group, or a divalent group such as a phenylene group. Alternatively, it is the C ₅ -C according to the number attached to the substituent at the ₆₀ carbocyclic group, a C ₅ -C ₆₀ carbocyclic group during the various modifications can be made, such as in 3 or 4 is the group number of a group.

As used herein, the term "C ₁ -C ₆₀ heterocyclic group" means a group having the same structure as the C ₅ -C ₆₀ carbocyclic group, and as a ring-forming atom, carbon (having 1 to 60 carbon atoms) , And at least one heteroatom selected from O, Si, P, and S.

In the present specification, the substituted C ₅ -C ₆₀ carbocyclic group, the substituted C ₁ -C ₆₀ heterocyclic group, the substituted C ₃ -C ₁₀ cycloalkylene group, the substituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted C ₃ -C ₁₀ cycloalkenyl group, a substituted C ₁ -C ₁₀ heterocycloalkyl alkenylene group, substituted C ₆ -C ₆₀ aryl group, a substituted C ₁ -C ₆₀ heteroaryl group, a substituted Aromatic dicarboxylic group, a substituted dicarboxylic hetero-condensed polycyclic group, a substituted C ₁ -C ₆₀ alkyl group, a substituted C ₂ -C ₆₀ alkenyl group, a substituted C ₂ -C ₆₀ alkynyl group, A substituted C ₁ -C ₁₀ alkoxy group, a substituted C ₃ -C ₁₀ cycloalkyl group, a substituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted C ₃ -C ₁₀ cycloalkenyl group, a substituted C ₁ -C ₁₀ hetero cycloalkenyl group, a substituted C ₆ -C ₆₀ aryl, substituted C ₆ -C ₆₀ aryloxy group, a substituted C ₆ -C ₆₀ arylthio group, a substituted C ₁ -C ₆₀ heteroaryl group, a substituted 1 Is non-aromatic condensation Group and substituted monovalent non-aromatic hydrocarbon ring, at least one of the substituents of the fused polycyclic group,

Deuterium (-D), -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazine tank group, a C ₁ -C ₆₀ alkyl, C ₂ - A C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group, and a C ₁ -C ₆₀ alkoxy group;

Heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazine tank group, a C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heteroaryl cycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ aryl come T, C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic condensed polycyclic _{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) and _{-P (= O) (Q 11} ) (Q 12) A C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group and a C ₁ -C ₆₀ alkoxy group;

C ₃ -C ₁₀ cycloalkyl, C ₁ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ cycloalkenyl, C ₁ -C ₁₀ heterocycloalkenyl, C ₆ -C ₆₀ aryl, C ₆ -C ₆₀ aryl A C ₆ -C ₆₀ arylthio group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group;

A halogen atom, a hydroxyl group, a nitro group, an amidino group, a hydrazino group, a hydrazino group, a C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group , A C ₂ -C ₆₀ alkynyl group, a C ₁ -C ₆₀ alkoxy group, a C ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkenyl group, a C ₁ -C ₁₀ heterocyclo alkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ arylthio, C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non- aromatic condensed polycyclic heterocyclic _{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) and _{-P (= O) (Q 21} ) (Q 22) from the at least one selected substituted, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ come heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ aryl tea, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic Condensed polycyclic groups and monovalent non-aromatic heterocyclic polycyclic groups; And

_{-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 ) and -P (= O) (Q ₃₁ ) (Q ₃₂ ); &Lt; / RTI &gt;

Wherein Q ₁₁ to Q ₁₃ , Q ₂₁ to Q ₂₃ and Q ₃₁ to Q ₃₃ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, A C ₁ -C ₆ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group, a C ₁ -C ₆₀ alkoxy group, a C ₃ -C ₁₀ cycloalkyl group, a cyano group, a cyano group, A C ₁ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkenyl group, a C ₁ -C ₁₀ heterocycloalkenyl group, a C ₆ -C ₆₀ aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic A condensed polycyclic group, a monovalent non-aromatic heterocyclic polycyclic group, a biphenyl group, and a terphenyl group.

In the present specification, "Ph" means a phenyl group, "Me" means a methyl group, "Et" means an ethyl group, "ter-Bu" or "Bu ^t " means a tert- "Means methoxy group.

In the present specification, "biphenyl group" means "phenyl group substituted with phenyl group &quot;. The "biphenyl group" belongs to a "substituted phenyl group" in which the substituent is a "C ₆ -C ₆₀ aryl group".

In the present specification, "terphenyl group" means "phenyl group substituted with biphenyl group". The "terphenyl group" belongs to a "substituted phenyl group" in which the substituent is a "C ₆ -C ₆₀ aryl group substituted with a C ₆ -C ₆₀ aryl group".

In the present specification, * and * denote, unless otherwise defined, a bonding site with neighboring atoms in the formula.

Hereinafter, the compound and organic light emitting device according to one embodiment of the present invention will be described in more detail with reference to Synthesis Examples and Examples. In the following Synthesis Examples, the molar equivalent of A and the molar equivalent of B in the expression "B was used instead of A"

[Example]

Representative synthetic example  One

The amine compound represented by Formula 1 may be synthesized from 1,6-dibromopyrene in the same manner as in Synthesis Example 1. When 1,6-dibromophenylene is oxidized by using a ruthenium catalyst and sodium periodate, a diketone-type compound I-1 can be synthesized, and then a Grignard reaction is performed using vinyl magnesium bromide Compound I-2 in the form of a divinyldiol can be obtained by proceeding. Subsequently, a compound I-3 is synthesized by a dehydration reaction using phosphoryl chloride, and then the compound is substituted with Br ^- of the compound I-3 with various secondary amines to obtain an amine compound represented by the above formula (1).

When the compound I-3 is methyl iodide, diisopropyl iodide, or tetramethylsilyl chloride, the corresponding substituted aromatic condensed polycyclic derivative I-4 can be obtained. Compound I-4 is again dibrominated to synthesize Compound 1-5, and then -Br of Compound 1-5 is substituted with various secondary amines to obtain an amine compound represented by Formula 1 above. The resulting compounds 1-5-1, 1-5-2 and 1-5-3 were confirmed by LC-MS.

I-5-1 , C22H14Br2: M + 1 437.0,

I-5-2 , C26H22Br2: M + 1 493.0,

I-5-3 , C26H26Br2Si2: M + 1 553.0.

Representative Synthesis Example 2

The amine compound represented by Formula 1 may be synthesized from 1-dibromoprene as Representative Synthesis Example 2. 1-Bromophene can be oxidized using a ruthenium catalyst and sodium periodate to synthesize a diketone-type compound I-6, followed by Grignard reaction using vinyl magnesium bromide, To give compound I-7. Compound I-9 can be obtained by using methyl iodide after synthesizing an aromatic condensed polycyclic compound such as compound I-8 by dehydration reaction using phosphorophosphorus chloride. Compound I-9 is brominated again to synthesize Compound 1-10, and then -Br of Compound 1-10 is substituted with various secondary amines to obtain an amine compound represented by Formula 1 above. The resulting compound I-10 was confirmed by LC-MS.

C21H13Br: M + 1 345.0.

Hereinafter, synthesis examples of some of the compounds of the present invention will be described, and compounds of the formula (1) of the present invention can be synthesized using them.

Synthesis Example 1: Synthesis of Compound 6

1,6-dibromo-benzopyrene (4.10 g, 10.0 mmol), N - phenyl-dibenzofuran-4-amine (5.45 g, 21.0 mmol), Pd 2 (dba) 3 (0.15 g, 0.17 mmol), P t Bu ₃ 0.03 g (0.17 mmol) and NaO t Bu 1.2 g (12.5 mmol) were dissolved in 70 mL of toluene, and the mixture was stirred at 120 ° C for 5 hours. The reaction solution was cooled to room temperature, and extracted three times with brine, water and diethyl ether. The separated organic layer was dried over magnesium sulfate, and the solvent was evaporated. The resulting residue was separated and purified by silica gel column chromatography to obtain 6.67 g (yield: 87.0%) of Compound 6 . The resulting compound was confirmed by LC-MS and ¹ H NMR.

C56H34N2O2: M + 1 767.3,

^{1 H NMR (500 MHz, CDCl} 3) δ = 8.66 (d, 1H), 8.42 (d, 1H), 8.96 - 8.94 (m, 2H), 7.83 - 7.81 (m, 2H), 7.70 - 7.54 (m, 6H), 6.64-6.60 (m, 2H), 6.29-7.30 (m, 2H), 7.09-7.30 (m, 6.22 (m, 4H)

Synthesis Example 2: Synthesis of Compound 12

1,6-dibromo-benzopyrene instead of 3-bromo use all benzopyrene (Compound I-8, 6.62 g, 20.0 mmol) , and, N - phenyl-dibenzofuran-4-amine instead of 5'-flow oro - N - phenyl Compound I-11 (10.8 g, yield 91.3%) was obtained by using the same method as in Synthesis Example 1, except that [1, 1 ': 3', 1 "-terphenyl] -4'- %) Were synthesized. Compound I-12 was then synthesized (7.42 g, yield 60.8%) by reacting bromine with compound I-11 . Subsequently, instead of 1,6-dibromobenzopyrene Use of the compound I-12 and, N - phenyl-dibenzofuran-4-amine instead of N, N - diphenyl, except that amine, using the same method as in Example 1, compound 12 (6.51 g, Yield: 77.5%). The resulting compound 12 was identified by LC-MS and &lt; ^{1 &gt;} H NMR.

C56H37FN2: M + 1 757.3,

^{1 H NMR (500 MHz, CDCl} 3) δ = 8.66 (d, 1H), 8.36 (d, 1H), 8.28 (d, 1H), 7.74 - 7.49 (m, 14H), 7.40 - 7.34 (m, 4H) , 7.70-7.01 (m, 7H), 6.64-6.58 (m, 3H), 6.18-6.08 (m, 6H)

Synthesis Example 3: Synthesis of Compound 24

Except that 1,6-dibromo-3,8-dimethylbenzopyrene (Compound I-5-1 ) was used in place of 1,6-dibromobenzopyrrene, the same procedure as in Synthesis Example 1 was used Compound 24 was synthesized. The resulting compound 24 was identified by LC-MS and ¹ H NMR.

C58H38N2O2: M + 1 795.3,

^{1 H NMR (500 MHz, CDCl} 3) δ = 8.72 (d, 1H), 8.22 (d, 1H), 8.04 (d, 1H), 7.97 - 7.80 (m, 3H), 7.67 - 7.63 (m, 4H) , 7.56 (d, 1H), 7.49-7.46 (m, 3H), 7.39-7.41 (m, 2H), 7.32-7.30 m, 2H), 2.77 (s, 3H), 2.56 (s, 3H)

Synthesis Example 4: Synthesis of Compound 25

Dibromo-3,8-dimethylbenzopyrene was used instead of 1,6-dibromobenzopyrene, N -phenyl or isobutylene-1-amine was used instead of N -phenyldibenzofuran-4-amine Compound 25 was synthesized in the same manner as Synthesis Example 1, The resulting compound 25 was identified by LC-MS and ¹ H NMR.

C54 H38 N2: M + 1 715.3,

^{1 H NMR (500 MHz, CDCl} 3) δ = 8.72 (d, 1H), 8.22 (d, 1H), 8.04 - 8.05 (m, 2H), 7.98 (d, 1H), 7.88 - 7.86 (m, 2H) , 7.76 (d, 1H), 7.56-7.54 (m, 3H), 7.48-7.22 (m, 5H), 7.23-7.17 (m, 4H), 7.04-7.02 4H), 6.07 - 6.02 (m, 4H), 2.77 (s, 3H), 2.56

Synthesis Example 5: Synthesis of Compound 33

Except that 1,6-dibromo-3,8-dimethylbenzopyrene (Compound I-5-1 , 8.76 g, 20.0 mmol) was used in place of 1,6-dibromobenzopyran. Compound 33-1 (5.88 g, yield 47.7%) was synthesized using the same method. Subsequently, except that Compound 33-1 was used in place of 1,6-dibromobenzopyrrene and N -phenylnaphthalen-1-amine was used instead of N -phenyldibenzofuran-4-amine, Synthesis Example 1 Compound 33 (5.94 g, yield 82.5%) was synthesized in the same manner as in Synthesis Example 1. The resulting compound 33 was identified by LC-MS and ¹ H NMR.

C56H38N2O: M + 1 755.3,

^{1 H NMR (500 MHz, CDCl} 3) δ = 8.72 (d, 1H), 8.22 (d, 1H), 8.06 - 8.03 (m, 2H), 7.98 (d, 1H), 7.88 - 7.82 (m, 2H) , 7.70-7.54 (m, 4H), 7.48-7.40 (m, 4H), 7.32-7.19 (m, 4H), 7.05-6.94 m, 2H), 6.06-6.04 (m, 2H), 2.77 (s, 3H), 2.56

Synthesis Example 6: Synthesis of Compound 111

Except that 1-bromo-6-methylbenzopyrene was used instead of 1,6-dibromobenzopyran and N -phenyldibenzofuran-4-amine Compound 111 was synthesized in the same manner as in Synthesis Example 1 except that N, N -diphenylamine was used instead of N, N -diphenylamine. The resulting compound 111 was identified by LC-MS and ¹ H NMR.

C33 H23 N: M + 1 434.2,

¹ H NMR (500 MHz, CDCl ₃ )? = 8.66 (d, IH), 8.48 (d, IH), 8.36 (t, (m, 2H), 7.56-7.54 (m, 2H), 7.33 (t, 1H), 7.07-7.03 (m, 4H), 6.64-6.62 (s, 3 H)

Synthesis Example 7: Synthesis of Compound 127

Except that 1.6-dibromo-3,8-diisopropylbenzo [rho] ylene was used in place of 1,6-dibromobenzopyrene and N -phenyldibenzofuran- Instead of 5,5-dimethyl - N - phenyl -5 H - dibenzo the silole-4 was used as the amine and that the compound 127 using the same method as in example 1, except that was synthesized. The resulting compound 127 was identified by LC-MS and &lt; ^{1 &gt;} H NMR.

C66H58N2Si2: M + 1 935.4,

^{1 H NMR (500 MHz, CDCl} 3) δ = 8.56 (d, 1H), 8.36 (d, 1H), 8.08 - 8.01 (m, 3H), 7.96 (t, 1H), 7.59 - 7.49 (m, 6H) (M, 4H), 7.33-7.22 (m, 2H), 7.26-7.21 (m, 6H), 7.03-7.00 (D, 6H), 1.37 (d, 6H), 0.36-0.30 (m, 12H)

Synthesis Example 8: Synthesis of Compound 129

1,6-dibromo-benzopyrene instead of using the 1,6-bromo-3,8-benzopyrene trimethylsilyl (compound I-5-3, 18.0 g, 32.5 mmol), and N - phenyl dibenzofuran -4 -Fluoro- N -phenyl- [l, l ': 3', 1 "-terphenyl] -4'-amine was used instead of 5- To obtain Compound 129-1 (8.43 g, yield 31.9%). Subsequently, instead of 1,6-dibromobenzopyrene Use of a compound and 129-1, N - phenyl-dibenzofuran-4-amine instead of N, N - di using the same procedure as Synthesis Example 1 except for the point phenylamine was used as compound 129 (7.42 g, Yield: 79.4%). The resulting compound 129 was identified by LC-MS and ¹ H NMR.

C62H53FN2Si2: M + 1 901.4,

^{1 H NMR (500 MHz, CDCl} 3) δ = 8.57 (d, 1H), 8.37 (d, 1H), 8.19 (d, 1H), 7.99 (t, 1H), 7.68 - 7.50 (m, 11H), 7.41 (M, 4H), 7.36 (d, IH), 7.39 (m, IH) 2H), 0.47 (s, 9H), 0.41 (s, 9H)

Representative synthetic example  3

9,9'-bianthryl (3.0 g, 8.5 mmol) was added to carbon tetrachloride (150 mL) and stirred at 0 ° C. To the solution was added dropwise bromine (0.900 mL, 0.017 mmol) in 60 mL of carbon tetrachloride over 2 hours. Then, the reaction solution was stirred at room temperature for 2 hours. After completion of the reaction, the reaction solution was diluted with dichloromethane (100 mL) and washed with 2 N NaOH aqueous solution, and dried over Na ₂ SO _4. The residue obtained by evaporating the solvent was separated and purified by silica gel column chromatography to obtain 3.7 g (yield: 86%) of light yellow 10,10'-dibromo-9,9'-bianthryl (I- 5-4) &Lt; / RTI &gt; The resulting intermediate I-5-4 was confirmed by LC-MS and ¹ H NMR.

C56H34N2O2: M + 1 767.3,

^{1 H NMR (500 MHz, CDCl} 3) δ 7.05 (ddd, J = 8.8, 0.8, 0.4 Hz, 4H), 7.18 (ddd, J = 8.8, 6.4, 1.2 Hz, 4H), 7.58 (ddd, J = 9.2 , 6.8, 1.2 Hz, 4H), 8.69 (ddd, J = 9.2, 0.8, 0.4 Hz, 4H)

Synthesis Example 9: Synthesis of Compound H-4

It was added to Intermediate I-5-4, 4- biphenyl boronic acid, Pd (PPh _{3) 4} and K ₂ CO ₃ in tetrahydrofuran and water mixture, which was then stirred at 100 ℃ for 4 hours. The reaction solution was cooled to room temperature, washed with brine, and extracted three times with diethyl ether. The obtained organic layer was dried over magnesium sulfate, and the solvent was evaporated. The obtained residue was separated and purified by silica gel column chromatography to obtain the compound H-4. The resulting compound H-4 was identified by LC-MS and ¹ H NMR.

C56H34N2O2: M + 1 658.3,

^{1 H NMR (500 MHz, CDCl} 3) δ = 8.21 (dd, 8H), 7.75 (dd, 4H), 7.49 (t, 4H), 7.41 (t, 2H), 7.37 (dt, 8H), 7.25 (s , 8H)

Synthesis Example 10: Synthesis of Compound H-11

Compound H-11 was synthesized in the same manner as in Synthesis Example 9 except that 2-naphthylboronic acid was used instead of 4-biphenylboronic acid. The resulting compound H-11 was identified by LC-MS and ¹ H NMR.

C66H58N2Si2: M + 1 606.2,

^{1 H NMR (500 MHz, CDCl} 3) δ = 8.21 (dd, 8H), 8.09 (d, 2H), 8.06 (d, 2H), 7.99 (d, 2H), 7.63 (d, 2H), 7.60 (d , 2H), 7.55 (s, 2H), 7.37 (d, 8H)

Example 1

The anode was prepared by cutting a corning 15 Ω / cm ² (1200 Å) ITO glass substrate to a size of 50 mm × 50 mm × 0.7 mm, ultrasonically cleaning the substrate with isopropyl alcohol and pure water for 5 minutes each, The glass substrate was irradiated with ultraviolet rays, exposed to ozone to be cleaned, and installed in a vacuum deposition apparatus.

2-TNATA was deposited on the anode to form a hole injection layer having a thickness of 600 A, NPB was deposited on the hole injection layer to form a hole transport layer having a thickness of 300 A, and H- Compound 6 was co-deposited at a weight ratio of 98: 2 to form a 300 Å thick light emitting layer.

Alq ₃ was deposited on the light emitting layer to form an electron transporting layer of 300 ANGSTROM. LiF was deposited on the electron transport layer to form an electron injection layer having a thickness of 10 A, and Al was vacuum deposited on the electron injection layer to form a cathode having a thickness of 3000 A to form an organic light emitting device.

Example 2

An organic light emitting device was fabricated in the same manner as in Example 1 except that Compound 12 was used instead of Compound 6 in forming the light emitting layer.

Example 3

An organic light emitting device was fabricated in the same manner as in Example 1, except that Compound 24 was used instead of Compound 6 in forming the light emitting layer.

Example 4

An organic light emitting device was fabricated in the same manner as in Example 1 except that H-11 was used instead of Compound H-4 in the formation of the light emitting layer, and Compound 25 was used in place of Compound 6.

Example 5

An organic light emitting device was fabricated in the same manner as in Example 1 except that H-11 was used instead of Compound H-4 in the formation of the light emitting layer, and Compound 33 was used in place of Compound 6. [

Example 6

An organic light emitting device was fabricated in the same manner as in Example 1 except that H-11 was used instead of Compound H-4 in the formation of the light emitting layer, and Compound 111 was used in place of Compound 6. [

Example 7

An organic light emitting device was fabricated in the same manner as in Example 1 except that H-17 was used instead of Compound H-4 in the formation of the light emitting layer, and Compound 127 was used in place of Compound 6. [

Example 8

An organic light emitting device was fabricated in the same manner as in Example 1 except that H-17 was used instead of Compound H-4 in the formation of the light emitting layer, and Compound 129 was used in place of Compound 6.

Example 9

An organic light emitting device was fabricated in the same manner as in Example 1 except that H-36 was used instead of Compound H-4 in the formation of the light emitting layer, and Compound 42 was used in place of Compound 6.

Example 10

An organic light emitting device was fabricated in the same manner as in Example 1 except that H-52 was used instead of Compound H-4 and Compound 96 was used instead of Compound 6 in forming the light emitting layer.

Example 11

An organic light emitting device was fabricated in the same manner as in Example 1, except that H-57 was used instead of Compound H-4 in the formation of the light emitting layer, and Compound 122 was used in place of Compound 6. [

Comparative Example 1

An organic light emitting device was fabricated in the same manner as in Example 1 except that ADN was used in place of Compound H-4 in the light emitting layer formation and TPD was used in place of Compound 11.

Comparative Example 2

An organic light emitting device was fabricated in the same manner as in Example 1 except that Compound A-1 was used instead of Compound H-4 and Compound B-1 was used instead of Compound 6 in forming the light emitting layer.

<Compound A-1>

<Compound B-1>

Comparative Example 3

An organic light emitting device was fabricated in the same manner as in Example 1 except that Compound A-2 was used instead of Compound H-4 and Compound B-1 was used instead of Compound 6 in forming the light emitting layer.

<Compound A-2>

<Compound B-1>

Comparative Example 4

An organic light emitting device was fabricated in the same manner as in Example 1 except that Compound A-3 was used instead of Compound H-4 and Compound B-1 was used instead of Compound 6 in forming the light emitting layer.

<Compound A-3>

<Compound B-1>

Comparative Example 5

An organic light emitting device was fabricated in the same manner as in Example 1 except that the compound A-4 was used instead of the compound H-4 and the compound B-1 was used instead of the compound 11 in forming the light emitting layer.

<Compound A-4>

<Compound B-1>

Comparative Example 6

An organic light emitting device was fabricated in the same manner as in Example 1 except that Compound A-5 was used in place of Compound H-4 and Compound B-2 was used in place of Compound 6 in forming the light emitting layer.

<Compound A-5>

<Compound B-2>

Evaluation example 1

The driving voltage, current density, luminance, efficiency, and half-life of the organic light-emitting devices fabricated in Examples 1 to 11 and Comparative Examples 1 and 6 were measured using a Kethlee SMU 236 and a luminance meter PR650. The half life time is the time taken for the luminance to become 50% of the initial luminance after driving the organic light emitting element.

The second compound The first compound Driving voltage
(V) Current density
(MA / cm2) Luminance
(cd / m 2) efficiency
(cd / A) Luminous color Half life (hr @ 100 mA / cm 2) Example 1 Compound H-4 Compound 6 5.69 50 3,750 7.99 blue 377 Example 2 Compound H-4 Compound 12 5.73 50 3,420 6.84 blue 359 Example 3 Compound H-4 Compound 24 5.80 50 3,620 7.61 blue 376 Example 4 Compound H-11 Compound 25 5.84 50 3,557 7.11 blue 395 Example 5 Compound H-11 Compound 33 5.75 50 3,643 7.50 blue 346 Example 6 Compound H-11 Compound 111 5.80 50 3,660 7.43 blue 322 Example 7 Compound H-17 Compound 127 5.77 50 3,970 7.48 blue 390 Example 8 Compound H-17 Compound 129 5.90 50 3,730 7.61 blue 379 Example 9 Compound H-36 Compound 42 5.99 50 3,810 7.44 blue 360 Example 10 Compound H-52 Compound 96 5.86 50 3,660 7.50 blue 343 Example 11 Compound H-57 Compound 122 5.73 50 3,870 7.56 blue 370 Comparative Example 1 Compound ADN Compound TPD 6.85 50 2,730 5.46 blue 248 Comparative Example 2 Compound A-1 Compound B-1 6.01 50 2.960 5.66 blue 305 Comparative Example 3 Compound A-2 Compound B-1 5.99 50 3.054 5.49 blue 311 Comparative Example 4 Compound A-3 Compound B-1 6.21 50 2.667 5.10 blue 299 Comparative Example 5 Compound A-4 Compound B-1 5.85 50 2.947 5.98 blue 276 Comparative Example 6 Compound A-5 Compound B-2 6.69 50 2.547 5.47 blue 254

It can be seen from Table 1 that the characteristics of the organic luminescence devices of Examples 1 to 11 are superior to those of the organic luminescence devices of Comparative Examples 1 to 6.

10, 20, 30, 40: Organic light emitting device
110: first electrode
150: organic layer
190: second electrode
210: first capping layer
220: second capping layer

Claims (20)

A first electrode; A second electrode, and an organic layer including a light emitting layer interposed between the first electrode and the second electrode;
Wherein the organic layer comprises a first compound represented by the following Formula 1 and a second compound represented by any one of the following Formulas 2-1 to 2-4:
&Lt; Formula 1 >

&Lt; Formula (A)

&Lt; Formula (2-1)

&Lt; Formula (2-2)

<Formula 2-3>

<Formula 2-4>

Among the above-mentioned formulas (1), (A) and (2-1) to (2-4)
R ₁ to R ₁₂ independently represent a group represented by the above formula (A), hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, , A substituted or unsubstituted C ₁ -C ₆₀ alkyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, a substituted or unsubstituted C ₁ -C ₆₀ alkenyl group, A substituted or unsubstituted C ₁ -C ₆ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group , substituted or unsubstituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, a substituted or unsubstituted C ₆ unsubstituted -C ₆₀ arylthio group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, a substituted or unsubstituted 1, a non-condensed polycyclic aromatic group, a substituted or unsubstituted ring is a first non- Hyangjok condensed polycyclic heterocyclic _{group, -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 ) and -P (= O) (Q ₁ ) (Q ₂ );
At least one of R ₁ to R ₁₂ is a group represented by the above formula (A);
Ar ₂₁₁ and Ar ₂₁₂ are each independently selected from naphthalene, anthracene, triphenylene, pyrene, klysene, and perylene;
Ar ₂₄₁ is selected from benzene, biphenyl and triphenylene;
L ₁₀₁ , L ₂₁₁ to L ₂₁₃ , L ₂₂₁ , L ₂₃₁ to L ₂₃₄ and L ₂₄₁ each independently represent a substituted or unsubstituted C ₃ -C ₁₀ cycloalkylene group, a substituted or unsubstituted C ₁ -C ₁₀ hetero Substituted or unsubstituted C ₃ -C ₁₀ cycloalkenylene groups, substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenylene groups, substituted or unsubstituted C ₆ -C ₆₀ arylene groups, substituted or unsubstituted C ₃ -C ₁₀ cycloalkenylene groups, An unsubstituted C ₁ -C ₆₀ heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic heterocyclic polycyclic group;
a101 is selected from 0, 1, 2 and 3;
a211 to a213, a221, a231 to a234 and a241 are each independently selected from 0, 1 and 2;
R ₁₀₁ , R ₁₀₂ , R ₂₃₁ to R ₂₃₄ and R ₂₄₁ are, independently of each other, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl, A substituted or unsubstituted monovalent non-aromatic condensed polycyclic group and a substituted or unsubstituted monovalent non-aromatic heterocyclic polycyclic group;
b231 to b234 and b241 are, independently of each other, selected from 1, 2 and 3;
R ₂₁₁ , R ₂₁₂ , R ₂₂₁ , R ₂₂₂ , R ₂₃₅ to R ₂₃₈ and R ₂₄₂ are independently selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, , A substituted or unsubstituted C ₁ -C ₆₀ alkyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkynyl group , substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, a substituted or unsubstituted hwandoen C ₆ -C ₆₀ arylthio group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or non-substituted 1-room Hyangjok condensed polycyclic heterocyclic _{group, -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 ) and -P (= O) (Q ₁ ) (Q ₂ );
b211, b212, b221, b222, b235 to b238, and b242 are independently selected from 1, 2, and 3;
n211, n212 and n221 are independently of each other selected from 1, 2 and 3;
n231 to n234 independently of one another are selected from 0, 1 and 2; the sum of n231 to n234 is selected from 1, 2, 3, 4, 5 and 6;
n241 is selected from 3, 4, 5, 6, 7 and 8;
Q ₁ to Q ₃ are, each independently, hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazine tank group, a C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₆₀ aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic group condensed polycyclic , Biphenyl group and terphenyl group. The method according to claim 1,
Wherein the first compound and the second compound are contained in the light emitting layer. The method according to claim 1,
R ₁ to R ₁₂ independently represent a group represented by the above formula (A), hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, , hydrazino group, a hydrazine tank group, a carboxylic acid group, C ₁ -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy group, a cyclopentyl group and a cyclohexyl group;
A phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, A pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, and a triazinyl group;
C ₁ -C ₂₀ substituted by at least one selected from an alkyl group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spy-fluorenyl group, a fluorenyl group benzo, dibenzo-fluorenyl group, a phenanthrenyl group, A pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a pyrazinyl group, a pyrazinyl group, Triazinyl groups; And
_{-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 ) and -P (= O) (Q ₁ ) (Q ₂ );
Q ₁ to Q ₃ are each independently selected from a C ₁ -C ₂₀ alkyl group, a phenyl group, a biphenyl group, a terphenyl group and a naphthyl group. The method according to claim 1,
R ₃ and R ₁₀ are, independently of each other, a group represented by the above formula (A);
R ₃ and R ₈ independently of one another are a group represented by the above formula (A);
R ₁ and R ₁₀ are, independently of each other, a group represented by the above formula (A);
R ₁ and R ₈ are independently of each other a group represented by the above formula (A). The method according to claim 1,
Ar ₂₁₁ and Ar ₂₁₂ are anthracene. The method according to claim 1,
L ₁₀₁ , L ₂₁₁ to L ₂₁₃ , L ₂₂₁ , L ₂₃₁ to L ₂₃₄ and L ₂₄₁ each independently represent a phenyl group, a naphthylene group, a fluorenylene group, a phenanthrenylene group, an anthracenylene group, , A pyrrolylene group, a thiophenylene group, a furanylene group, a pyridinylene group, a pyrazinylene group, a pyrimidinylene group, an indolylene group, a quinolinylene group, an isoquinolinylene group, a benzoquinolinylene group, a naphthyridinyl A thiophenylene group, a thiophenylene group, a thiophenylene group, a thiophenylene group, a thiophenylene group, a thiophenylene group, a thienylthio group, a thienylthio group, a thienylthio group, A thiophenylene group; And
Hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazine tank group, a C ₁ -C ₂₀ alkyl, C ₁ -C ₂₀ A phenanthrenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, a klycenyl group, a phenanthryl group, a phenanthryl group, an anthracenyl group, a pyrenyl group, a pyrenyl group, Substituted with at least one member selected from the group consisting of a pyridinyl group, a pyridinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group and a triazinyl group, A phenylene group, a phenylene group, a phenylene group, a naphthylene group, a fluorenylene group, a phenanthrenylene group, an anthracenylene group, a triphenylenylene group, a pyrrolylene group, a thiophenylene group, a furanylene group, a pyridinylene group, , Indolylene group, quinolinylene group, isoquinolinylene group, benzoquinolinylene group, A benzothiophenylene group, a triazoylene group, a diazoalkylene group, a thiophenylene group, a thiophenylene group, a thiophenylene group, a thienylthienylene group, a thienylthienylene group, Benzopyranylene group and dibenzothiophenylene group; &Lt; / RTI &gt; The method according to claim 1,
L ₁₀₁ , L ₂₁₁ to L ₂₁₃ , L ₂₂₁ , L ₂₃₁ to L _234, and L ₂₄₁ each independently represent any one of the following formulas (3-1) to (3-31)

Among the above-mentioned formulas (3-1) to (3-31)
Y ₃₁ is selected from C (R ₃₃ ) (R ₃₄ ), N (R ₃₃ ), O and S;
R ₃₁ to R ₃₄ are independently, hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazine tank group, a C ₁ to each other -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spy-fluorenyl group, a fluorenyl group benzo, dibenzo-fluorenyl group, a phenanthrenyl group, A pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group and a carbazolyl group, and an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinyl group, A triazinyl group;
a31 is selected from 1, 2, 3 and 4;
a32 is selected from 1, 2, 3, 4, 5 and 6;
a33 is selected from 1, 2, 3, 4, 5, 6, 7 and 8;
a34 is selected from 1, 2, 3, 4 and 5;
a35 is selected from 1, 2 and 3;
* And * are independent sites of bonding to neighboring atoms. The method according to claim 1,
a101, a211 to a213, a221, a231 to a234 and a241 are independently selected from 0 and 1, respectively. The method according to claim 1,
R ₁₀₁ and R ₁₀₂ independently represent a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, , A pyrazinyl group, a pyrimidinyl group, a quinolinyl group, an isoquinolinyl group, a carbazolyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinolinyl group, a phenanthridinyl group, an acridinyl group, , A phenazinyl group, a benzofuranyl group, a benzothiophenyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group and a dibenzoylsilyl group;
C ₁ -C ₂₀ alkyl groups, C ₁ -C ₂₀ alkoxy groups such as methyl, ethyl, n-propyl, isopropyl, butyl, isobutyl, , A phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, a pyridinyl group, A phenanthrylinyl group, a phenanthryl group, a benzofuranyl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, A biphenyl group substituted with at least one member selected from a benzothiophenyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzoylsilyl group and -Si (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ) A phenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrrole di A phenyl group, a furanyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a quinolinyl group, an isoquinolinyl group, a carbazolyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, , An acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzofuranyl group, a benzothiophenyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group and a dibenzoylsilyl group; And
Heavy hydrogen, -F, -Cl, -Br, -I, a cyano group and a nitro group into at least one substitution selected from the group consisting of, C ₁ -C ₂₀ substituted by at least one selected from an alkyl group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, A thiophenyl group, a furanyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a quinolinyl group, an isoquinolinyl group, a carbazolyl group, a pyrazolyl group, a pyrazolyl group, , A naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzofuranyl group, a benzothiophenyl group, a triazinyl group, a dibenzofuranyl group , A dibenzothiophenyl group and a dibenzoylsilyl group; ;
Q ₃₁ to Q ₃₃ are each independently selected from a C ₁ -C ₂₀ alkyl group, a C ₆ -C ₆₀ aryl group, a biphenyl group, and a terphenyl group. The method according to claim 1,
R ₁₀₁ and R ₁₀₂ are independently selected from the following formulas (5-1) to (5-32):

Among the formulas (5-1) to (5-32)
Y ₅₁ is selected from C (R ₅₃ ) (R ₅₄ ), Si (R ₅₃ ) (R ₅₄ ), N (R ₅₃ ), O and S;
R ₅₁ to R ₅₄ are independently, hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazine tank group, a C ₁ to each other -C ₂₀ alkyl _{group, -CD 3, -CF 3, C} 1 -C 20 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, a pyridinyl group, pyrazinyl group, pyrimidinyl A dibenzothiophenyl group, a dibenzothiophenyl group, a dibenzoylsilyl group, and a -Si (Q (O) -Si) group such as a benzyl group, an isoquinolyl group, an isoquinolinyl group, an isoquinolinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, ₃₁ ) (Q ₃₂ ) (Q ₃₃ ); ;
Q ₃₁ to Q ₃₃ independently represent a methyl group, an ethyl group, a tert-butyl group, a phenyl group, a biphenyl group, a terphenyl group and a naphthyl group; ;
a51 is selected from 1, 2, 3, 4 and 5;
a52 is selected from 1, 2, 3, 4, 5, 6 and 7;
a53 is selected from 1, 2, 3, 4, 5 and 6;
a54 is selected from 1, 2 and 3;
a55 is selected from 1, 2, 3 and 4;
* Is the binding site with neighboring atoms. The method according to claim 1,
R ₂₃₁ to R ₂₃₄ and R ₂₄₁ independently represent a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, , A triphenylenyl group, a pyrenyl group, a crycenyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group; And
C ₁ -C ₂₀ alkyl groups, C ₁ -C ₂₀ alkoxy groups such as methyl, ethyl, n-propyl, isopropyl, butyl, isobutyl, , A phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, A triphenylenyl group, a pyrenyl group, a crycenyl group, a carbazolyl group, a dibenzofuranyl group and a dibenzothiophenyl group; &Lt; / RTI &gt; The method according to claim 1,
R ₂₃₁ to R ₂₃₄ and R ₂₄₁ are independently selected from the following formulas (7-1) to (7-16).

Of the above-mentioned formulas (7-1) to (7-6)
Y ₇₁ is selected from C (R ₇₃ ) (R ₇₄ ), N (R ₇₃ ), O and S;
R ₇₁ to R ₇₄ are independently, hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazine tank group, a C ₁ to each other A C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group and a naphthyl group;
a71 is selected from 1, 2, 3, 4 and 5;
a72 is selected from 1, 2, 3, 4, 5, 6 and 7;
a73 is selected from 1, 2, 3, 4, 5 and 6;
a74 is selected from 1, 2 and 3;
a75 is selected from 1, 2, 3 and 4;
* Is the binding site with neighboring atoms. The method according to claim 1,
_{R 211, R 212, R 221} , R 222, R 235 to R ₂₃₈ and R ₂₄₂ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I , C 1 -C 20 alkyl groups to each other, C ₂ A C ₂ -C ₂₀ alkenyl group, a C ₂ -C ₂₀ alkynyl group and a C ₁ -C ₂₀ alkoxy group;
(Q ₃₁ ) (Q ₃₂ ), -Si (Q ₃₁ ) (wherein R ₃₁ and R _{31 are the same as or different from each other} ) Q ₃₂₎ (Q ₃₃₎ and _{-B (Q 31) (Q 32} ) from the at least one selected substituted, C ₁ -C ₂₀ alkyl, C ₂ -C ₂₀ alkenyl, C ₂ -C ₂₀ alkynyl groups and C ₁ -C ₂₀ alkoxy group;
An acenaphthyl group, a phenanthryl group, an acenaphthyl group, a fluorenyl group, a spiro-fluoro group, a phenyl group, a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, A phenanthrenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a crycenyl group, a naphthacenyl group, a phenenyl group, a phenanthryl group, A thiophene group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, A thiazolyl 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 pyridyl group, a quinolinyl group, Naphthyl group, naphthyl group, naphthyl group, naphthyl group, A phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, A thiazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzothiophenyl group, a dibenzothiophenyl group, a dibenzothiophenyl group, a dibenzothiophenyl group, a dibenzothiophenyl group, a dibenzothiophenyl group, a dibenzothiophenyl group, A silanol group, a silolyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group, an imidazopyridinyl group, and an imidazopyrimidinyl group;
Wherein R _{1 is} selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, phenoxy group, phenylthio group, phenyl group, biphenyl group, An acenaphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, a phenanthryl group, Anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, phenenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubicenyl group, An isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyridyl group, a pyrimidinyl group, a pyrimidinyl group, an imidazolyl group, an imidazolyl group, A pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an isoquinolinyl group, A benzoquinazolinyl group, a cyano group, a phenanthridinyl group, an acridinyl group, a phenanthroline group, a benzoquinolinyl group, a benzoquinolyl group, a phenanthridinyl group, an acridinyl group, a phenanthroline group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, A benzothiazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, an oxadiazolyl group, an oxadiazolyl group, an oxadiazolyl group, an oxadiazolyl group, An imidazopyrimidinyl group, an -N (Q) -alkyl group, an imidazopyrimidinyl group, an imidazopyrimidinyl group, a benzothiophenyl group, a dibenzothiophenyl group, a dibenzosilyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, _{31) (Q 32), -Si} (Q 31) (Q 32) (Q 33) and -B (Q ₃₁₎ (at least one substituted, a phenoxy group of Q _32), phenylthio, phenyl group, a biphenyl group, An acenaphthyl group, an acenaphthyl group, an acenaphthyl group, an acenaphthyl group, an acenaphthyl group, an acenaphthyl group, an acenaphthyl group, an acenaphthyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a thienyl group, a thienyl group, a thienyl group, A thiophene group, a furanyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, a naphthacenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a coronenyl group, A thiazolyl group, an isothiazolyl 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, A quinolinyl group, a quinolinyl group, an isoquinolinyl group, an isoquinolinyl group, a carbazolyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a benzoquinoxalinyl group, a quinazolinyl group, , A phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenanthrene group A thiazolyl group, an oxadiazolyl group, a triazinyl group, an oxadiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, A dibenzothiophenyl group, a dibenzosilyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group, an imidazopyridinyl group and an imidazopyrimidinyl group; And
-Si (Q ₁ ) (Q ₂ ) (Q ₃ ), -N (Q ₁ ) (Q ₂ ) and -B (Q ₁ ) (Q ₂ );
Q ₁ to Q ₃ and Q ₃₁ to Q ₃₃ are each independently selected from a C ₁ -C ₂₀ alkyl group, a phenyl group, a biphenyl group, a terphenyl group and a naphthyl group. The method according to claim 1,
_{R 211, R 212, R 221} , R 222, R 235 to R ₂₃₈ and R ₂₄₂ are independently of each other, hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, methyl, ethyl, n- propyl, propyl group, n-butyl group, iso-butyl group, sec-butyl group, tert-butyl group, group, tert- butoxy _{group, -Si (CH 3) 3,} -Si (Ph) 3, -N (Ph 2) 2, -B (Ph) 2 , and to is selected from the formulas 9-1 to 9-15, Organic Light Emitting Device:

Among the above-mentioned formulas (9-1) to (9-15)
Y ₉₁ is selected from C (R ₉₆ ) (R ₉₇ ), N (R ₉₆ ), O and S;
R ₉₁ to R ₉₃ are independently selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, phenoxy, phenylthio, phenyl, biphenyl, terphenyl and naphthyl;
R ₉₄ to R ₉₇ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, phenoxy group, A phenanthrenyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group, a klycenyl group, a carbenyl group, a phenanthryl group, a phenanthryl group, A divalent group, a divalent group, a dibenzofuranyl group, and a dibenzothiophenyl group;
a91 is selected from 1, 2, 3, 4 and 5;
a92 is selected from 1, 2, 3, 4, 5, 6 and 7;
a93 is selected from 1, 2, 3, 4, 5 and 6;
a94 is selected from 1, 2 and 3;
a95 is selected from 1, 2, 3 and 4;
* Is the binding site with neighboring atoms. The method according to claim 1,
The first compound is an amine compound represented by the following formula (1-1): < EMI ID =
&Lt; Formula 1-1 &gt;

In Formula 1-1,
R ₁ , R ₃ , R ₈ and R ₁₀ independently of one another are a group represented by the above-mentioned formula (A), hydrogen hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, , A substituted or unsubstituted C ₁ -C ₆₀ alkyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkynyl group , substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, a substituted or unsubstituted hwandoen C ₆ -C ₆₀ arylthio group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, a substituted or unsubstituted 1, a non-condensed polycyclic aromatic group, a substituted or unsubstituted 1 A non-aromatic heterocyclic condensed polycyclic _{group, -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 ) and -P (= O) (Q ₁ ) (Q ₂ );
At least one of R ₁ , R ₃ , R ₈ and R ₁₀ is a group represented by the above formula (A);
Q ₁ to Q ₃ are, each independently, hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazine tank group, a C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₆₀ aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic group condensed polycyclic , Biphenyl group and terphenyl group. The method according to claim 1,
Wherein the first compound represented by Formula 1 is selected from the following Compounds 1 to 153:

The method according to claim 1,
Wherein the second compound is represented by any one of the following Chemical Formulas 2-11 to 2-16:
&Lt; Formula (2-11)

<Formula 2-12>

&Lt; Formula (2-13)

<Formula 2-14>

&Lt; Formula (2-15)

<Formula 2-16>

Of the above formulas 2-11 to 2-16,
Ar _241, L ₂₁₁ to L _213, L _221, L ₂₃₁ to L _234, L _241, a211 to a213, a221, a231 to a234, a241, R ₂₃₁ to R _234, R _241, b231 to b234, b241, R ₂₁₁ , R ₂₁₂ , R ₂₂₁ , R ₂₂₂ , R ₂₃₅ to R ₂₃₈ , R ₂₄₂ , b211, b212, b221, b222, b235 to b238, b242, n211 and n212 are as defined in formulas 2-1 to 2-4;
R ₂₄₃ to R ₂₄₇ are, independently of each other, the same as defined for R _{241 in} the above formula (2-3);
b243 to b247 are, independently of each other, the same as defined for b241 in the above formulas 2-4;
L ₂₂₂ is defined the same as L ₂₂₁ in formula (2-2); a222 is defined the same as a221 in formula (2-2); R ₂₂₃ is defined the same as R ₂₂₁ in formula (2-2); b223 is defined the same as b221 in the formula (2-2);
L ₂₄₂ to L ₂₄₆ independently of each other are defined the same as L _{241 in the} formula 2-4; a242 to a246 independently of each other are defined the same as a241 in the formula 2-4. The method according to claim 1,
Wherein the second compound is represented by any one of the following Chemical Formulas 2-21 to 2-29:
&Lt; Formula 2-21 &

<Formula 2-22>

&Lt; Formula 2-23 &

&Lt; Formula 2-24 &

<Formula 2-25>

&Lt; Formula 2-26 &

&Lt; Formula 2-27 &

<Formula 2-28>

&Lt; Formula 2-29 &

Of the above formulas (2-21) to (2-29)
Ar _241, L ₂₁₁ to L _213, L _221, L ₂₃₁ to L _234, L _241, a211 to a213, a221, a231 to a234, a241, R ₂₃₁ to R _234, R _241, b231 to b234, b241, R ₂₁₁ , R ₂₁₂ , R ₂₂₁ , R ₂₂₂ , R ₂₃₅ to R ₂₃₈ , R ₂₄₂ , b211, b212, b221, b222, b235 to b238, b242, n211 and n212 are as defined in the above formulas 2-1 to 2-4 ;
R ₂₂₄ is defined the same as R ₂₂₂ in the above formula (2-2);
L ₂₂₂ is defined the same as L ₂₂₁ in the above formula (2-2); a222 is defined the same as a221 of the above formula (2-2); R ₂₂₃ is defined the same as R ₂₂₁ in the above formula (2-2); b223 is defined the same as b221 of the above formula (2-2);
L ₂₄₂ to L ₂₄₆ are independently of each other defined as in L _{241 in the} above formula 2-4; a242 to a246 independently of each other are defined the same as a241 in the above formula 2-4; R ₂₄₃ to R ₂₄₇ are independently of each other defined as R _{241 in the} above formula 2-4; R ₂₄₈ and R ₂₄₉ are, independently of each other, defined the same as R _{242 in the} above formula 2-4; b243 to b247 are, independently of each other, defined the same as b241 in the above formula 2-4; b248 and b249 are defined independently of each other, the same as b242 in the above Chemical Formula 2-4. The method according to claim 1,
Wherein the second compound is selected from the following compounds H-1 to H-68:

3. The method of claim 2,
Wherein the first compound is a dopant and the second compound is a host.

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