KR20200013256A - Organic light-emitting devices - Google Patents

Abstract

The present invention relates to an organic light emitting device comprising: a first electrode; a second electrode opposed to the first electrode; an organic layer including a light emitting layer interposed between the first electrode and the second electrode, wherein the organic light emitting device has low driving voltage, high brightness, high efficiency and long service life properties.

Description

Organic light-emitting devices

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

The organic light-emitting device is a self-luminous device, which has a wide viewing angle, excellent contrast, fast response time, excellent luminance, driving voltage and response speed, and multicoloring. .

In the organic light emitting diode, a first electrode is disposed on a substrate, and a hole transport region, an emission layer, an electron transport region, and a second electrode are sequentially formed on the first electrode. It can have a structure. Holes injected from the first electrode move to the light emitting layer via the hole transport region, and electrons injected from the second electrode move to the light emitting layer via the electron transport region. Carriers such as holes and electrons recombine in the emission layer to generate excitons. The excitons change from excited state to ground state, producing light.

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

A first electrode; A second electrode opposed to the first electrode; An organic layer including an emission layer interposed between the first electrode and the second electrode,

The light emitting layer is at least one selected from carbazole compounds represented by Formula 1; And an organic light emitting device comprising at least one member selected from heterocyclic compounds represented by Formulas 10A, 10B, 10C, 10D, and 10E:

<Formula 1>

<Formula 10A> <Formula 10B>

<Formula 10C> <Formula 10D>

<Formula 10E>

In Formulas 1 and 10A, 10B, 10C, 10D, and 10E,

A ₁₁ to A ₁₄ , A ₂₁ and A ₂₂ are each independently of each other benzene, naphthalene, pyridine, pyrimidine, pyrazine, quinoline, isoquinoline, 2,6-naphthyridine, 1,8-naphthyridine, 1 , 5-naphthyridine, 1,6-naphthyridine, 1,7-naphthyridine, 2,7-naphthyridine, quinoxaline, phthalazine and quinazoline;

X ₁₁ is O, S, C (R ₁₆ ) (R ₁₇ ), Si (R ₁₆ ) (R ₁₇ ), P (R ₁₆ ), B (R ₁₆ ), P (= O) (R ₁₆ ) or N (R ₁₆ );

* X ₂₁ and X ₂₂ are independently of each other, N- (L ₂₁ ) _a21 -R ₂₁ , O, S, C (R ₂₅ ) (R ₂₆ ), Si (R ₂₅ ) (R ₂₆ ), P (R ₂₅ ), B (R ₂₅ ) or P (= 0) (R ₂₅ );

L ₁₁ is a C ₃ -C ₁₀ cycloalkylene group, a C ₃ -C ₁₀ heterocycloalkylene group, a C ₃ -C ₁₀ cycloalkenylene group, a C ₃ -C ₁₀ heterocycloalkenylene group, a C ₆ -C ₆₀ arylene group , A C ₁ -C ₆₀ heteroarylene group, a divalent non-aromatic condensed polycyclic group and a divalent non-aromatic condensed polycyclic group; And

At least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group One substituted C ₃ -C ₁₀ cycloalkylene group, C ₃ -C ₁₀ heterocycloalkylene group, C ₃ -C ₁₀ cycloalkenylene group, C ₃ -C ₁₀ heterocycloalkenylene group, C ₆ -C ₆₀ aryl Ethylene groups, C ₂ -C ₆₀ heteroarylene groups, divalent non-aromatic condensed polycyclic groups, and divalent non-aromatic condensed polycyclic groups; C ₁ -C ₆₀ heteroarylene group containing N and deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non- A C ₁ -C ₆₀ heteroarylene group comprising N substituted with at least one selected from an aromatic condensed polycyclic group and a monovalent non-aromatic heterocondensed polycyclic group;

a11 is selected from an integer of 0 to 5;

R ₁₁ , R ₁₆ and R ₁₇ are independently of each other,

Hydrogen, C ₁ -C ₆₀ alkyl group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -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 condensed polycyclic group, and —N (Q ₁₁ ) (Q ₁₂ ); And

At least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group C ₁ -C ₆₀ alkyl group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -substituted with one. C ₆₀ aryl group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group; C ₁ -C ₆₀ heteroaryl group containing N and deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non- A C ₁ -C ₆₀ heteroaryl group comprising N substituted with at least one selected from an aromatic condensed polycyclic group and a monovalent non-aromatic heterocondensed polycyclic group;

L ₂₁ is a C ₁ -C ₆₀ heteroarylene group containing N; And

At least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group C ₁ -C ₆₀ heteroarylene group substituted with one; Is selected from;

a21 is selected from an integer of 0 to 5;

R ₂₁ , R ₂₅ and R ₂₆ are independently of each other,

Hydrogen, C ₁ -C ₆₀ alkyl group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -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 condensed polycyclic group, and —N (Q ₁₁ ) (Q ₁₂ ); And

At least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group C ₁ -C ₆₀ alkyl group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -substituted with one. C ₆₀ aryl group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group; Is selected from;

R ₁₂ to R ₁₅ and R ₂₂ to R ₂₄ are each independently,

Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine, hydrazone, carboxyl group or salt thereof, sulfonic acid group or salt thereof, phosphoric acid or its salt Salts, C ₁ -C ₆₀ alkyl groups, C ₂ -C ₆₀ alkenyl groups, C ₂ -C ₆₀ alkynyl groups and C ₁ -C ₆₀ alkoxy groups;

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine, hydrazone, carboxyl group or salt thereof, sulfonic acid group or salt thereof and phosphoric acid or salt thereof, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryl C ₁ -C ₆₀ alkyl group substituted with at least one of oxy, C ₆ -C ₆₀ arylthio group, C ₂ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic ring and monovalent non-aromatic condensed polycyclic ring, C ₂ -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkynyl group and C ₁ -C ₆₀ alkoxy group;

C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₂ -C ₆₀ hetero Aryl groups, monovalent non-aromatic condensed polycyclic and monovalent non-aromatic condensed polycyclic;

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine, hydrazone, carboxyl group or salt thereof, sulfonic acid group or salt thereof, phosphoric acid or salt thereof, C ₁ -C ₆₀ alkyl group, C ₂ -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkynyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ hetero cycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ aryl come Im, C ₂ -C ₆₀ heteroaryl, A C ₃ -C ₁₀ cycloalkyl group, a C ₃ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₂ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic and monovalent non-aromatic condensed polycyclic; And

-N (Q ₂₁ ) (Q ₂₂ );

b12 to b15 and b22 to b24 are each independently selected from an integer of 1 to 5;

Q ₁₁ , Q ₁₂ , Q ₂₁ and Q ₂₂ independently of one another are a C ₆ -C ₆₀ aryl group substituted with hydrogen, a C ₁ -C ₆₀ alkyl group, a C ₆ -C ₆₀ aryl group and a C ₆ -C ₆₀ aryl group Is selected from.

Another embodiment of the present invention, the first electrode; A second electrode opposed to the first electrode; An organic layer including an emission layer interposed between the first electrode and the second electrode,

The light emitting layer is at least one selected from carbazole compounds represented by Formula 1; And an organic light emitting device comprising at least one member selected from heterocyclic compounds represented by Formulas 10A, 10B, 10C, 10D, and 10E.

<Formula 1>

<Formula 10A> <Formula 10B>

<Formula 10C> <Formula 10D>

<Formula 10E>

In Formulas 1 and 10A, 10B, 10C, 10D, and 10E,

A ₁₁ to A ₁₄ , A ₂₁ and A ₂₂ are each independently of each other benzene, naphthalene, pyridine, pyrimidine, pyrazine, quinoline, isoquinoline, 2,6-naphthyridine, 1,8-naphthyridine, 1 , 5-naphthyridine, 1,6-naphthyridine, 1,7-naphthyridine, 2,7-naphthyridine, quinoxaline, phthalazine and quinazoline;

X ₁₁ is O, S, C (R ₁₆ ) (R ₁₇ ), Si (R ₁₆ ) (R ₁₇ ), P (R ₁₆ ), B (R ₁₆ ), P (= O) (R ₁₆ ) or N (R ₁₆ );

* X ₂₁ and X ₂₂ are independently of each other, N- (L ₂₁ ) _a21 -R ₂₁ , O, S, C (R ₂₅ ) (R ₂₆ ), Si (R ₂₅ ) (R ₂₆ ), P (R ₂₅ ), B (R ₂₅ ) or P (= 0) (R ₂₅ );

L ₁₁ is a C ₁ -C ₆₀ heteroarylene group containing N; And

At least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group C ₁ -C ₆₀ heteroarylene group substituted with one; Is selected from;

a11 is selected from an integer of 0 to 5;

R ₁₁ , R ₁₆ and R ₁₇ are independently of each other,

Hydrogen, C ₁ -C ₆₀ alkyl group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -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 condensed polycyclic group, and —N (Q ₁₁ ) (Q ₁₂ ); And

At least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group C ₁ -C ₆₀ alkyl group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -substituted with one. C ₆₀ aryl group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group; Is selected from;

L ₂₁ is a C ₃ -C ₁₀ cycloalkylene group, a C ₃ -C ₁₀ heterocycloalkylene group, a C ₃ -C ₁₀ cycloalkenylene group, a C ₃ -C ₁₀ heterocycloalkenylene group, a C ₆ -C ₆₀ arylene group , A C ₁ -C ₆₀ heteroarylene group, a divalent non-aromatic condensed polycyclic group and a divalent non-aromatic condensed polycyclic group; And

At least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group One substituted C ₃ -C ₁₀ cycloalkylene group, C ₃ -C ₁₀ heterocycloalkylene group, C ₃ -C ₁₀ cycloalkenylene group, C ₃ -C ₁₀ heterocycloalkenylene group, C ₆ -C ₆₀ aryl Ethylene groups, C ₂ -C ₆₀ heteroarylene groups, divalent non-aromatic condensed polycyclic groups, and divalent non-aromatic condensed polycyclic groups; C ₁ -C ₆₀ heteroarylene group containing N and deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non- A C ₁ -C ₆₀ heteroarylene group comprising N substituted with at least one selected from an aromatic condensed polycyclic group and a monovalent non-aromatic heterocondensed polycyclic group;

a21 is selected from an integer of 0 to 5;

R ₂₁ , R ₂₅ and R ₂₆ are independently of each other,

Hydrogen, C ₁ -C ₆₀ alkyl group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -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 condensed polycyclic group, and —N (Q ₁₁ ) (Q ₁₂ ); And

At least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group C ₁ -C ₆₀ alkyl group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -substituted with one. C ₆₀ aryl group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group; C ₁ -C ₆₀ heteroaryl group containing N and deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non- A C ₁ -C ₆₀ heteroaryl group comprising N substituted with at least one selected from an aromatic condensed polycyclic group and a monovalent non-aromatic heterocondensed polycyclic group;

R ₁₂ to R ₁₅ and R ₂₂ to R ₂₄ are each independently,

Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine, hydrazone, carboxyl group or salt thereof, sulfonic acid group or salt thereof, phosphoric acid or its salt Salts, C ₁ -C ₆₀ alkyl groups, C ₂ -C ₆₀ alkenyl groups, C ₂ -C ₆₀ alkynyl groups and C ₁ -C ₆₀ alkoxy groups;

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine, hydrazone, carboxyl group or salt thereof, sulfonic acid group or salt thereof and phosphoric acid or salt thereof, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryl C ₁ -C ₆₀ alkyl group substituted with at least one of oxy, C ₆ -C ₆₀ arylthio group, C ₂ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic ring and monovalent non-aromatic condensed polycyclic ring, C ₂ -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkynyl group and C ₁ -C ₆₀ alkoxy group;

C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₂ -C ₆₀ hetero Aryl groups, monovalent non-aromatic condensed polycyclic and monovalent non-aromatic condensed polycyclic;

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine, hydrazone, carboxyl group or salt thereof, sulfonic acid group or salt thereof, phosphoric acid or salt thereof, C ₁ -C ₆₀ alkyl group, C ₂ -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkynyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ hetero cycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ aryl come Im, C ₂ -C ₆₀ heteroaryl, A C ₃ -C ₁₀ cycloalkyl group, a C ₃ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₂ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic and monovalent non-aromatic condensed polycyclic; And

-N (Q ₂₁ ) (Q ₂₂ );

b12 to b15 and b22 to b24 are each independently selected from an integer of 1 to 5;

Q ₁₁ , Q ₁₂ , Q ₂₁ and Q ₂₂ independently of one another are a C ₆ -C ₆₀ aryl group substituted with hydrogen, a C ₁ -C ₆₀ alkyl group, a C ₆ -C ₆₀ aryl group and a C ₆ -C ₆₀ aryl group Is selected from.

The organic light emitting diode may have a low driving voltage, high brightness, high efficiency, and long life.

1 is a view schematically illustrating a structure of an organic light emitting diode according to an embodiment.

As the invention allows for various changes and numerous embodiments, particular embodiments will be illustrated in the drawings and described in detail in the written description. Effects and features of the present invention, and methods for achieving them will be apparent with reference to the embodiments described below in detail in conjunction with the drawings. However, the present invention is not limited to the embodiments disclosed 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, and the same or corresponding components will be denoted by the same reference numerals, and redundant description thereof will be omitted. .

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

As used herein, the term "organic layer" refers to all layers of a single and / or a plurality of organic light emitting elements interposed between the first electrode and the second electrode. The material included in the layer of the "organic layer" is not limited to the organic material.

1 is a schematic cross-sectional view of an organic light emitting device 10 according to an embodiment of the present invention. The organic light emitting diode 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 exemplary embodiment of the present invention will be described with reference to FIG. 1.

The substrate may be additionally disposed below the first electrode 110 of FIG. 1 or above the second electrode 190. 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 by, for example, providing a first electrode material on the substrate by using a deposition method or a sputtering method. When the first electrode 110 is an anode, the material for the first electrode 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. Indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO ₂ ), zinc oxide (ZnO), and the like, which are transparent and have excellent conductivity, may be used as the first electrode material. Alternatively, in order to form the first electrode 110, which is a semi-transmissive electrode or a reflective electrode, as the first electrode material, magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca) ), Magnesium-indium (Mg-In), magnesium-silver (Mg-Ag) may be selected.

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

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

The organic layer 150 may further include a hole transport region interposed between the first electrode and the light emitting layer. The organic layer 150 may further include an electron transport region interposed between the emission layer and the second electrode.

The hole transport region may include at least one of a hole injection layer (HIL), a hole transport layer (HTL), a buffer layer and an electron blocking layer (EBL), and the electron transport region may be a hole blocking layer (HBL) or an electron transport layer. At least one of an ETL and an electron injection layer EIL may be included, but is not limited thereto.

The hole transport region may have a multilayer structure having a single layer made of a single material, a single layer made of a plurality of different materials, or a plurality of layers made of a plurality of different materials.

For example, the hole transport region may have a single layer structure composed of a plurality of different materials, or may be a hole injection layer / hole transport layer, a hole injection layer / hole transport layer / buffer layer sequentially stacked from the first electrode 110. It may have a structure of a hole injection layer / buffer layer, a hole transport layer / buffer layer or a hole injection layer / hole transport layer / electron blocking layer, but is not limited thereto.

When the hole transport region includes a hole injection layer, vacuum deposition, spin coating, casting, LB (Langmuir-Blodgett), inkjet printing, laser printing, and laser induced thermal imaging (LITI) The hole injection layer may be formed on the first electrode 110 using various methods such as the above.

When the hole injection layer is formed by vacuum deposition, the deposition conditions are, for example, a deposition temperature of about 100 to about 500 ° C., a vacuum degree of about 10 ⁻⁸ to about 10 ⁻³ torr, and about 0.01 to about 100 Pa / sec. In the deposition rate range of, the compound for the hole injection layer to be deposited and the hole injection layer structure to be formed may be selected in consideration of.

When the hole injection layer is formed by spin coating, the coating conditions are within the coating rate of about 2000 rpm to about 5000 rpm and the heat treatment temperature range of about 80 ° C. to 200 ° C., the compound for the hole injection layer to be deposited and the hole to be formed. It may be selected in consideration of the injection layer structure.

When the hole transport region includes a hole transport layer, vacuum deposition, spin coating, casting, LB (Langmuir-Blodgett), inkjet printing, laser printing, laser induced thermal imaging (LITI), etc. Using the same various methods, the hole transport layer may be formed on the first electrode 110 or on the hole injection layer. When the hole transport layer is formed by vacuum deposition or spin coating, deposition and coating conditions for the hole transport layer may be similar to the deposition and coating conditions for the hole injection layer.

The hole transport region is m-MTDATA, TDATA, 2-TNATA, NPB, β-NPB, TPD, Spiro-TPD, Spiro-NPB, α-NPB, TAPC, HMTPD, TCTA (4,4 ', 4 "- Tris (N-carbazolyl) triphenylamine (4,4 ', 4 "-tris (N-carbazolyl) triphenylamine)), Pani / DBSA (Polyaniline / Dodecylbenzenesulfonic acid: polyaniline / dodecylbenzenesulfonic acid), PEDOT / PSS ( Poly (3,4-ethylenedioxythiophene) / Poly (4-styrenesulfonate): Poly (3,4-ethylenedioxythiophene) / poly (4-styrenesulfonate)), Pani / CSA (Polyaniline / Camphor sulfonicacid: polyaniline / camphor Sulfonic acid), PANI / PSS (Polyaniline) / Poly (4-styrenesulfonate): polyaniline) / poly (4-styrenesulfonate)), a compound represented by the following Formula 201, and a compound represented by the following Formula 202 can do:

<Formula 201>

<Formula 202>

In Formulas 201 and 202,

L ₂₀₁ to L ₂₀₅ are each independently, substituted or unsubstituted C ₃ -C ₁₀ cycloalkylene, substituted or unsubstituted C ₃ -C ₁₀ heterocycloalkylene, substituted or unsubstituted C ₃ -C ₁₀ cyclo Alkenylene, substituted or unsubstituted C ₃ -C ₁₀ heterocycloalkenylene, substituted or unsubstituted C ₆ -C ₆₀ arylene, substituted or unsubstituted C ₂ -C ₆₀ heteroarylene and substituted or unsubstituted Divalent non-aromatic condensed polycyclic group,

Substituted C ₃ -C ₁₀ cycloalkylene, substituted C ₃ -C ₁₀ heterocycloalkylene, substituted C ₃ -C ₁₀ cycloalkenylene, substituted C ₃ -C ₁₀ heterocycloalkenylene, substituted C Substituents of at least one of _6- C ₆₀ arylene, substituted C ₂ -C ₆₀ heteroarylene, and substituted divalent non-aromatic condensed polycyclic groups,

Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl and salts thereof, sulfonic acid and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl and C ₁ -C ₆₀ alkoxy;

Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl and salts thereof, sulfonic acid and salts thereof, phosphoric acid and salts thereof, C ₃ -C ₁₀ cycloalkyl, C ₃ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ cycloalkenyl, C ₃ -C ₁₀ heterocycloalkenyl, C ₆ -C ₆₀ aryl, C ₆ -C ₆₀ aryloxy, C _6- C ₆₀ arylthio, C ₂ -C ₆₀ heteroaryl, non-aromatic condensed polycyclic group, -N (Q ₂₀₁ ) (Q ₂₀₂ ), -Si (Q ₂₀₃ ) (Q ₂₀₄ ) (Q ₂₀₅ ) and -B C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl and C ₁ -C ₆₀ alkoxy, substituted with at least one of (Q ₂₀₆ ) (Q ₂₀₇ );

C ₃ -C ₁₀ cycloalkyl, C ₃ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ cycloalkenyl, C ₃ -C ₁₀ heterocycloalkenyl, C ₆ -C ₆₀ aryl, C ₆ -C ₆₀ aryloxy , C ₆ -C ₆₀ arylthio, C ₂ -C ₆₀ heteroaryl and non-aromatic condensed polycyclic groups;

Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl and salts thereof, sulfonic acid and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl, C ₁ -C ₆₀ alkoxy, C ₃ -C ₁₀ cycloalkyl, C ₃ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ Cycloalkenyl, C ₃ -C ₁₀ heterocycloalkenyl, C ₆ -C ₆₀ aryl, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ arylthio, C ₂ -C ₆₀ heteroaryl, non-aromatic condensed polycyclic rings C ₃ -C ₁₀ cyclo substituted with at least one of the group, -N (Q ₂₁₁ ) (Q ₂₁₂ ), -Si (Q ₂₁₃ ) (Q ₂₁₄ ) (Q ₂₁₅ ) and -B (Q ₂₁₆ ) (Q ₂₁₇ ) Alkyl, C ₃ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ cycloalkenyl, C ₃ -C ₁₀ heterocycloalkenyl, C ₆ -C ₆₀ aryl, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ Arylthio, C ₂ -C ₆₀ heteroaryl and non-aromatic condensed polycyclic groups; And

-N (Q ₂₂₁ ) (Q ₂₂₂ ), -Si (Q ₂₂₃ ) (Q ₂₂₄ ) (Q ₂₂₅ ) and -B (Q ₂₂₆ ) (Q ₂₂₇ ); Is selected from;

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

xa5 is selected from 1, 2, 3, 4 and 5;

R ₂₀₁ to R ₂₀₅ are each independently of the other

C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl and C ₁ -C ₆₀ alkoxy;

Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl and salts thereof, sulfonic acid and salts thereof, phosphoric acid and salts thereof, C ₃ -C ₁₀ cycloalkyl, C ₃ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ cycloalkenyl, C ₃ -C ₁₀ heterocycloalkenyl, C ₆ -C ₆₀ aryl, C ₆ -C ₆₀ aryloxy, C _6- C ₆₀ arylthio, C ₂ -C ₆₀ heteroaryl, non-aromatic condensed polycyclic group, -N (Q ₂₃₁ ) (Q ₂₃₂ ), -Si (Q ₂₃₃ ) (Q ₂₃₄ ) (Q ₂₃₅ ) and -B (Q ₂₃₆ ) C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl and C ₁ -C ₆₀ alkoxy, substituted with at least one of (Q ₂₃₇ );

C ₃ -C ₁₀ cycloalkyl, C ₃ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ cycloalkenyl, C ₃ -C ₁₀ heterocycloalkenyl, C ₆ -C ₆₀ aryl, C ₆ -C ₆₀ aryloxy , C ₆ -C ₆₀ arylthio, C ₂ -C ₆₀ heteroaryl and non-aromatic condensed polycyclic groups; And

Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl and salts thereof, sulfonic acid and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl, C ₁ -C ₆₀ alkoxy, C ₃ -C ₁₀ cycloalkyl, C ₃ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ Cycloalkenyl, C ₃ -C ₁₀ heterocycloalkenyl, C ₆ -C ₆₀ aryl, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ arylthio, C ₂ -C ₆₀ heteroaryl, non-aromatic condensed polycyclic rings C ₃ -C ₁₀ cyclo substituted with at least one of the group, -N (Q ₂₄₁ ) (Q ₂₄₂ ), -Si (Q ₂₄₃ ) (Q ₂₄₄ ) (Q ₂₄₅ ) and -B (Q ₂₄₆ ) (Q ₂₄₇ ) Alkyl, C ₃ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ cycloalkenyl, C ₃ -C ₁₀ heterocycloalkenyl, C ₆ -C ₆₀ aryl, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ Arylthio, C ₂ -C ₆₀ heteroaryl and non-aromatic condensed polycyclic groups; Is selected from;

Q ₂₀₁ to Q ₂₀₇ , Q ₂₁₁ to Q ₂₁₇ , Q ₂₂₁ to Q ₂₂₇ , Q ₂₃₁ to Q ₂₃₇ and Q ₂₄₁ to Q ₂₄₇ are independently of each other,

Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl and salts thereof, sulfonic acid and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl and C ₁ -C ₆₀ alkoxy;

Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl and salts thereof, sulfonic acid and salts thereof, phosphoric acid and salts thereof, C ₃ -C ₁₀ cycloalkyl, C ₃ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ cycloalkenyl, C ₃ -C ₁₀ heterocycloalkenyl, C ₆ -C ₆₀ aryl, C ₆ -C ₆₀ aryloxy, C C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl, substituted with at least one of _6- C ₆₀ arylthio, C ₂ -C ₆₀ heteroaryl, and non-aromatic condensed polycyclic group; C ₁ -C ₆₀ alkoxy;

C ₃ -C ₁₀ cycloalkyl, C ₃ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ cycloalkenyl, C ₃ -C ₁₀ heterocycloalkenyl, C ₆ -C ₆₀ aryl, C ₆ -C ₆₀ aryloxy , C ₆ -C ₆₀ arylthio, C ₂ -C ₆₀ heteroaryl and non-aromatic condensed polycyclic groups; And

Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl and salts thereof, sulfonic acid and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl, C ₁ -C ₆₀ alkoxy, C ₃ -C ₁₀ cycloalkyl, C ₃ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ Cycloalkenyl, C ₃ -C ₁₀ heterocycloalkenyl, C ₆ -C ₆₀ aryl, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ arylthio, C ₂ -C ₆₀ heteroaryl and non-aromatic condensed polycyclic rings C ₃ -C ₁₀ cycloalkyl, C ₃ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ cycloalkenyl, C ₃ -C ₁₀ heterocycloalkenyl, C ₆ -C ₆₀ aryl, substituted with at least one of the groups, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ arylthio, C ₂ -C ₆₀ heteroaryl and non-aromatic condensed polycyclic groups; Is selected from.

Description of each of L ₂₀₁ to L ₂₀₅ in Formulas 201 and 202 refers to the description of L ₁ in the present specification, and description of each of R ₂₀₁ to R ₂₀₅ refers to the description of R ₁₁ in the present specification.

For example, in Formulas 201 and 202,

L ₂₀₁ to L ₂₀₅ are each independently of the other,

Phenylene, naphthylene, fluorenylene, spiro-fluorenylene, benzofluorene, dibenzofluorene, phenanthrenylene, anthracenylene, pyrenylene, chrysenylene, pyridinylene, pyrazinylene, Pyrimidinylene, pyridazinylene, quinolinylene, isoquinolinylene, quinoxalinylene, quinazolinylene, carbazolylene and triazinylene; And

Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl and salts thereof, sulfonic acid and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy, phenyl, naphthyl, fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, cry Phenylene substituted with at least one of senyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl and triazinyl , Naphthylene, fluorenylene, spiro-fluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, pyrenylene, chrysenylene, pyridinylene, pyrazinylene, Pyrimidinylene, pyridazinylene, quinolinilene, isoquinolinylene, quinoxalinylene, quinazolinylene, carba Zoleylene and triazinylene; Is selected from;

xa1 to xa4 are each independently 0, 1 or 2;

xa5 is 1, 2 or 3;

R ₂₀₁ to R ₂₀₅ are each independently of the other

Phenyl, naphthyl, fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, chrysenyl, pyridinyl, pyrazinyl, pyrimidinyl, Pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl and triazinyl; And

Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl and salts thereof, sulfonic acid and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy, phenyl, naphthyl, azulenyl, fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, Phenyl, substituted with at least one of pyrenyl, chrysenyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl and triazinyl Naphthyl, fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, chrysenyl, pyridinyl, pyrazinyl, pyrimidinyl, pyrida Genyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl and triazinyl; It may be selected from, but is not limited thereto.

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

<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 Chemical Formula 202 may be represented by Chemical Formula 202A, but is not limited thereto.

<Formula 202A>

L ₂₀₁ to L ₂₀₃ , xa1 to xa3, xa5 and R ₂₀₂ to R ₂₀₄ in Formulas 201A, 201A-1, and 202A may be described herein, and R ₂₁₁ and R ₂₁₂ may be described for R ₂₀₃ . And R ₂₁₃ to R ₂₁₆ are each independently of the other hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl And salts thereof, sulfonic acid and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl, C ₁ -C ₆₀ alkoxy, C ₃ -C ₁₀ cyclo Alkyl, C ₃ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ cycloalkenyl, C ₃ -C ₁₀ heterocycloalkenyl, C ₆ -C ₆₀ aryl, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ Arylthio, C ₂ -C ₆₀ heteroaryl, and non-aromatic condensed polycyclic groups.

For example, in Formulas 201A, 201A-1, and 202A,

L ₂₀₁ to L ₂₀₃ are each independently of the other,

Phenylene, naphthylene, fluorenylene, spiro-fluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, pyrenylene, chrysenylene, pyridinylene, pyrazinyl Lene, pyrimidinylene, pyridazinylene, quinolinylene, isoquinolinylene, quinoxalinylene, quinazolinylene, carbazolylene and triazinylene; And

Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl and salts thereof, sulfonic acid and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy, phenyl, naphthyl, fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, cry Phenylene, naphthylene, substituted with at least one selected from cenyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl and triazinyl , Fluorenylene, spiro-fluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, pyrenylene, chrysenylene, pyridinylene, pyrazinylene, pyrimidinylene , Pyridazinylene, quinolinylene, isoquinolinylene, quinoxalinylene, quinazolinylene, carba Ylene and triazinyl alkylene; Is selected from;

xa1 to xa3 are each independently 0 or 1;

R ₂₀₃ , R ₂₁₁ and R ₂₁₂ are independently of each other,

Phenyl, naphthyl, fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, chrysenyl, pyridinyl, pyrazinyl, pyrimidinyl, Pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl and triazinyl; And

Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl and salts thereof, sulfonic acid and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy, phenyl, naphthyl, fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, cry Phenyl, naphthyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl and triazinyl substituted with at least one selected from Fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, chrysenyl, phenanthrenyl, anthracenyl, pyrenyl, chrysenyl, pyridinyl , Pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazoli , Carbazolyl, and triazinyl; Is selected from;

R ₂₁₃ and R ₂₁₄ are independently of each other,

C ₁ -C ₂₀ alkyl and C ₁ -C ₂₀ alkoxy;

Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl and salts thereof, sulfonic acid and salts thereof, phosphoric acid and salts thereof, phenyl, Naphthyl, fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, chrysenyl, pyridinyl, pyrazinyl, pyrimidinyl, pyrida C ₁ -C ₂₀ alkyl and C ₁ -C ₂₀ alkoxy substituted with at least one selected from genyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl and triazinyl;

Phenyl, naphthyl, fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, chrysenyl, pyridinyl, pyrazinyl, pyrimidinyl, Pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl and triazinyl; And

Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl and salts thereof, sulfonic acid and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy, phenyl, naphthyl, fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, cry Phenyl, naphthyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl and triazinyl substituted with at least one selected from Fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, chrysenyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinone Nolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl and triazinyl; Is selected from;

R ₂₁₅ and R ₂₁₆ are independent of each other,

Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl and salts thereof, sulfonic acid and salts thereof, phosphoric acid and salts thereof,

C ₁ -C ₂₀ alkyl and C ₁ -C ₂₀ alkoxy;

Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl and salts thereof, sulfonic acid and salts thereof, phosphoric acid and salts thereof, phenyl, Naphthyl, fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, chrysenyl, pyridinyl, pyrazinyl, pyrimidinyl, pyrida C ₁ -C ₂₀ alkyl and C ₁ -C ₂₀ alkoxy substituted with at least one selected from genyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl and triazinyl;

Phenyl, naphthyl, fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, chrysenyl, pyridinyl, pyrazinyl, pyrimidinyl, Pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl and triazinyl; And

Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl and salts thereof, sulfonic acid and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy, phenyl, naphthyl, fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, cry Phenyl, naphthyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl and triazinyl substituted with at least one selected from Fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, chrysenyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinone Nolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl and triazinyl; Is selected from;

xa5 is 1 or 2.

R ₂₁₃ and R ₂₁₄ in Formulas 201A and 201A-1 may combine with each other to form a saturated or unsaturated ring.

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

The hole transport region may have a thickness of about 100 kPa to about 10000 kPa, for example, about 100 kPa to about 1000 kPa. If the hole transport region includes both the hole injection layer and the hole transport layer, the hole injection layer has a thickness of about 100 kPa to about 10000 kPa, for example, about 100 kPa to about 1000 kPa, and the thickness of the hole transport layer is about 50 kPa to about 1000 kPa. 2000 kV, for example from about 100 kV to about 1500 kV. When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer satisfy the above ranges, satisfactory hole transport characteristics can be obtained without a substantial increase in driving voltage.

In addition to the materials described above, the hole transport region may further include a charge-generating material to improve conductivity. The charge-generating material may be uniformly or heterogeneously dispersed in the hole transport region.

The charge-generating material may be, for example, a p-dopant. 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, non-limiting examples of the p-dopant include tetracyanoquinonedimethane (TCNQ) and 2,3,5,6-tetrafluoro-tetracyano-1,4-benzoquinonedimethe. Quinone derivatives such as phosphorus (F4-TCNQ) and the like; Metal oxides such as tungsten oxide and molybdenum oxide; And the following compound HT-D1, but are not limited thereto.

<Compound HT-D1> <F4-TCNQ>

The hole transport region may further include at least one of a buffer layer and an electron blocking layer in addition to the hole injection layer and the hole transport layer as described above. The buffer layer may serve to increase light emission efficiency by compensating an optical resonance distance according to a wavelength of light emitted from the light emitting layer. As the material included in the buffer layer, a material that may be included in the hole transport region may be used. The electron blocking layer is a layer that serves to prevent electron injection from the electron transport region.

Vacuum deposition, spin coating, casting, LB (Langmuir-Blodgett), inkjet printing, laser printing, laser induced thermal imaging (LITI) on the first electrode 110 or the hole transport region The light emitting layer is formed using various methods such as). When the light emitting layer is formed by a vacuum deposition method and a spin coating method, the deposition conditions and coating conditions of the light emitting layer refer to the deposition conditions and the coating conditions of the hole injection layer.

When the organic light emitting device 10 is a full color organic light emitting device, the organic light emitting device 10 may be patterned into a red light emitting layer, a green light emitting layer, and a blue light emitting layer for each light emitting layer and individual subpixels. Alternatively, the light emitting layer may have a structure in which a red light emitting layer, a green light emitting layer, and a blue light emitting layer are stacked, or a red light emitting material, a green light emitting material, and a blue light emitting material are mixed without layer division to emit white light. Alternatively, the light emitting layer may be a white light emitting layer, and may further include a color converting layer for converting the white light into light of a desired color, or a color filter.

The light emitting layer may include a host.

In one embodiment, the light emitting layer is one or more selected from carbazole compounds represented by the following formula (1); And one or more selected from heterocyclic compounds represented by the following Chemical Formulas 10A, 10B, 10C, 10D, and 10E.

<Formula 1>

<Formula 10A> <Formula 10B>

<Formula 10C> <Formula 10D>

<Formula 10E>

In Formulas 1 and 10A, 10B, 10C, 10D, and 10E,

A ₁₁ to A ₁₄ , A ₂₁ and A ₂₂ are each independently of each other benzene, naphthalene, pyridine, pyrimidine, pyrazine, quinoline, isoquinoline, 2,6-naphthyridine, 1,8-naphthyridine, 1 , 5-naphthyridine, 1,6-naphthyridine, 1,7-naphthyridine, 2,7-naphthyridine, quinoxaline, phthalazine and quinazoline.

For example, in Formulas 1 and 10A, 10B, 10C, 10D, and 10E, A ₁₁ to A ₁₄ , A _21, and A ₂₂ may be each independently of each other, benzene, naphthalene, pyridine, pyrimidine, pyrazine, quinoline, and isoquinoline. It may be selected from, but is not limited thereto.

As another example, in Formula 1, A ₁₁ to A ₁₄ may be independently selected from benzene and naphthalene, but are not limited thereto.

As another example, in Formula 1, A ₁₁ and A ₁₄ may be naphthalene or benzene, and A ₁₂ and A ₁₃ may be benzene, but are not limited thereto.

As another example, in Formula 1, A ₁₁ to A ₁₄ may be benzene, but are not limited thereto.

As another example, in Formulas 10A, 10B, 10C, 10D, and 10E, A ₂₁ and A ₂₂ may be each independently selected from benzene, naphthalene, and pyridine, but are not limited thereto.

In Formula 1, X ₁₁ is O, S, C (R ₁₆ ) (R ₁₇ ), Si (R ₁₆ ) (R ₁₇ ), P (R ₁₆ ), B (R ₁₆ ), P (= O) ( R ₁₆ ) or N (R ₁₆ );

R ₁₆ and R ₁₇ are each independently of the other hydrogen, C ₁ -C ₆₀ alkyl group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ Heterocycloalkenyl groups, C ₆ -C ₆₀ aryl groups, C ₁ -C ₆₀ heteroaryl groups, monovalent non-aromatic condensed polycyclic groups, monovalent non-aromatic condensed polycyclic groups, and -N (Q ₁₁ ) (Q ₁₂ ) ; And

At least one selected from deuterium, —F, —Cl, —Br, —I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group C ₁ -C ₆₀ alkyl group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -substituted with one. C ₆₀ aryl group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group; C ₁ -C ₆₀ heteroaryl group containing N and deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non- C ₁ -C ₆₀ heteroaryl groups comprising N, which are substituted with at least one selected from an aromatic condensed polycyclic group and a monovalent non-aromatic heterocondensed polycyclic group, can be excluded.

For example, in Formula 1, X ₁₁ may be O, S, C (R ₁₆ ) (R ₁₇ ) or N (R ₁₆ );

R ₁₆ and R ₁₇ are optionally linked to each other to form a saturated ring or an unsaturated ring;

R ₁₆ and R ₁₇ are, independently from each other, hydrogen, a C ₁ -C ₆₀ alkyl group, a C ₆ -C ₆₀ aryl group and —N (Q ₁₁ ) (Q ₁₂ ); And

Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl, C ₆ -C ₆₀ aryl group and a monovalent non-aromatic condensed polycyclic group substituted by at least one selected from, C ₁ -C ₆₀ alkyl group And a C ₆ -C ₆₀ aryl group;

Q ₁₁ and Q ₁₂ may be independently selected from hydrogen, C ₁ -C ₆₀ alkyl group, and C ₆ -C ₆₀ aryl group, but are not limited thereto.

As another example, in Formula 1, X ₁₁ may be O, S, C (R ₁₆ ) (R ₁₇ ) or N (R ₁₆ );

R ₁₆ and R ₁₇ are each independently of the other hydrogen, methyl, ethyl, phenyl and naphthyl; And

It may be selected from deuterium, —F, —Cl, —Br, —I, an alkyl group, a methyl group, a phenyl group and a naphthyl group, and a phenyl group and a naphthyl group substituted with at least one selected from, but are not limited thereto.

In Formula 1, L ₁₁ is a C ₃ -C ₁₀ cycloalkylene group, a C ₃ -C ₁₀ heterocycloalkylene group, a C ₃ -C ₁₀ cycloalkenylene group, a C ₃ -C ₁₀ heterocycloalkenylene group, C ₆ -C ₆₀ arylene group, C ₁ -C ₆₀ heteroarylene group, divalent non-aromatic condensed polycyclic group and divalent non-aromatic condensed polycyclic group; And

At least one selected from deuterium, —F, —Cl, —Br, —I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group One substituted C ₃ -C ₁₀ cycloalkylene group, C ₃ -C ₁₀ heterocycloalkylene group, C ₃ -C ₁₀ cycloalkenylene group, C ₃ -C ₁₀ heterocycloalkenylene group, C ₆ -C ₆₀ aryl Ethylene groups, C ₂ -C ₆₀ heteroarylene groups, divalent non-aromatic condensed polycyclic groups, and divalent non-aromatic condensed polycyclic groups; C ₁ -C ₆₀ heteroarylene group containing N and deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non- C ₁ -C ₆₀ heteroarylene groups comprising N, which are substituted with at least one selected from an aromatic condensed polycyclic group and a monovalent non-aromatic heterocondensed polycyclic group, can be excluded.

For example, in Formula 1, L ₁₁ is phenylene, pentalenylene, indenylene, naphthylene, azulenylene, heptalenylene , Indacelene, innacethylene, acenaphthylene, fluorenylene, spiro-fluorenylene, benzofluorenylene, dibenzofluorenylene , Phenalenylene, phenanthrenylene, phenanthrenylene, anthracenylene, fluoranthenylene, triphenylenylene, pyrenylene, chrysenylene ), Naphthacenylene, picenylene, perylenylene, pentaphenylene, hexacenylene, pentacenylene, rubicenylene , Coronenylene and ovalenylene ; And

At least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group Phenylene, pentalenylene, indenylene, naphthylene, azulenylene, heptalylene, indasenylene, acenaphthylene, fluorenylene, spiro-fluorenylene, benzofluorenylene, disubstituted with one Benzofluorenylene, penalenylene, phenanthrenylene, anthracenylene, fluoranthhenylene, triphenylenylene, pyrenylene, chrysenylene, naphthacelene, pisenylene, peryleneylene, pentaphenylene , Hexasenylene, pentacenylene, rubizenylene, coronylene and ovalenylene; It may be selected from, but is not limited thereto.

As another example, in Formula 1, L ₁₁ may be phenylene, naphthylene, fluorenylene, spiro-fluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, triphenyl Lenylene, pyrenylene and chrysenylene; And

Phenylene, naphthylene, fluorenylene, spiro-fluorenylene, benzo substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₂₀ alkyl group, phenyl group and naphthyl group Fluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, triphenylenylene, pyrenylene and chrysenylene; It may be selected from, but is not limited thereto.

As another example, in Formula 1, L ₁₁ may be a group selected from Formulas 3-1 to 3-8, but is not limited thereto.

In Formulas 3-1 to 3-8,

Z ₁ and Z ₂ are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, C ₁ -C ₂₀ alkyl group, phenyl group and naphthyl group,

d1 is selected from an integer of 1 to 4;

d2 is selected from an integer of 1 to 3;

d3 is selected from an integer of 1 to 6;

d4 is selected from an integer of 1 to 8;

d6 is selected from an integer of 1 to 5;

* And * 'are binding sites with neighboring atoms.

As another example, in Formula 1, L ₁₁ may be a group selected from Formulas 4-1 to 4-8, but is not limited thereto.

In Formulas 4-1 to 4-8

* And * 'are binding sites with neighboring atoms.

In Formula 1, a11 may be selected from an integer of 0 to 5.

For example, in Formula 1, a11 may be 0 or 1, but is not limited thereto.

In Formula 1, R ₁₁ is hydrogen, a C ₁ -C ₆₀ alkyl group, a C ₃ -C ₁₀ cycloalkyl group, a C ₃ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkenyl group, a C ₃ -C ₁₀ heterocyclo Alkenyl groups, C ₆ -C ₆₀ aryl groups, C ₁ -C ₆₀ heteroaryl groups, monovalent non-aromatic condensed polycyclic groups, monovalent non-aromatic condensed polycyclic groups, and —N (Q ₁₁ ) (Q ₁₂ ); And

At least one selected from deuterium, —F, —Cl, —Br, —I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group C ₁ -C ₆₀ alkyl group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -substituted with one. C ₆₀ aryl group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group; C ₁ -C ₆₀ heteroaryl group containing N and deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non- A C ₁ -C ₆₀ heteroaryl group comprising N substituted with at least one selected from an aromatic condensed polycyclic group and a monovalent non-aromatic heterocondensed polycyclic group;

With each other is Q ₁₁ and Q ₁₂ independently, may be selected from hydrogen, C ₁ -C ₆₀ alkyl, C ₆ -C ₆₀ aryl group and a C _6, C ₆ -C ₆₀ aryl substituted with -C ₆₀ aryl group.

For example, in Formula 1, R ₁₁ may be a C ₆ -C ₆₀ aryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed polycyclic group, and —N (Q ₁₁ ) (Q ₁₂ ); And

Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl and C ₆ -C ₆₀ with at least one substituted selected from the group consisting of aryl groups, C ₆ -C ₆₀ aryl group, a monovalent non-aromatic condensed polycyclic Group and monovalent non-aromatic heterocondensed polycyclic group;

Q ₁₁ and Q ₁₂ may be independently selected from a C ₆ -C ₆₀ aryl group and a C ₆ -C ₆₀ aryl group substituted with a C ₆ -C ₆₀ aryl group, but are not limited thereto.

As another example, in Formula 1, R ₁₁ is a phenyl group, a naphthyl group, anthracenyl group, triphenylenyl group, phenanthrenyl group, pyrenyl group, chrysenyl group, fluorenyl group, carbazolyl group, dibenzofuranyl group And dibenzothienyl group and -N (Q ₁₁ ) (Q ₁₂ ); And

Phenyl group, naphthyl group, anthracenyl group, triphenylenyl group, phenane substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group and C ₆ -C ₆₀ aryl group A threnyl group, pyrenyl group, chrysenyl group, fluorenyl group, carbazolyl group, dibenzofuranyl group and dibenzothienyl group; Is selected from;

Q ₁₁ and Q ₁₂ are each independently a phenyl group, a naphthyl group, anthracenyl group, triphenylenyl group, phenanthrenyl group, pyrenyl group and chrysenyl group; And

Phenyl group, naphthyl group, anthracenyl group, triphenylenyl group, phenanthrenyl group, pyrenyl group, and cryane substituted with at least one selected from phenyl group, naphthyl group, anthracenyl group, triphenylenyl group, pyrenyl group and chrysenyl group Senyl group; It may be selected from, but is not limited thereto.

As another example, in Formula 1, R ₁₁ may be a group selected from Formulas 5-1 to 5-31, but is not limited thereto.

In Formulas 5-1 to 5-31,

* Is a bonding site with a neighboring atom.

In Formulas 10A, 10B, 10C, 10D, and 10E, X ₂₁ and X ₂₂ independently of each other, N- (L ₂₁ ) _a21 -R ₂₁ , O, S, C (R ₂₅ ) (R ₂₆ ), Si ( R ₂₅ ) (R ₂₆ ), P (R ₂₅ ), B (R ₂₅ ) or P (= 0) (R ₂₅ );

R ₂₅ and R ₂₆ are each independently of the other hydrogen, C ₁ -C ₆₀ alkyl group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ Heterocycloalkenyl groups, C ₆ -C ₆₀ aryl groups, C ₁ -C ₆₀ heteroaryl groups, monovalent non-aromatic condensed polycyclic groups, monovalent non-aromatic condensed polycyclic groups, and -N (Q ₁₁ ) (Q ₁₂ ) ; And

At least one selected from deuterium, —F, —Cl, —Br, —I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group C ₁ -C ₆₀ alkyl group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -substituted with one. C ₆₀ aryl group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group; It can be selected from.

For example, in Formulas 10A, 10B, 10C, 10D, and 10E, X ₂₁ and X ₂₂ may be independently of each other, N- (L ₂₁ ) _a21 -R ₂₁ , O, S, or C (R ₂₅ ) (R ₂₆ ). )ego;

R ₂₅ and R ₂₆ are optionally linked to each other to form a saturated ring or an unsaturated ring;

R ₂₅ and R ₂₆ are, independently from each other, hydrogen, a C ₁ -C ₆₀ alkyl group, a C ₆ -C ₆₀ aryl group and —N (Q ₁₁ ) (Q ₁₂ ); And

Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl, C ₆ -C ₆₀ aryl group and a monovalent non-aromatic condensed polycyclic group substituted by at least one selected from, C ₁ -C ₆₀ alkyl group And a C ₆ -C ₆₀ aryl group;

Q ₁₁ and Q ₁₂ may be independently selected from hydrogen, C ₁ -C ₆₀ alkyl group, and C ₆ -C ₆₀ aryl group, but are not limited thereto.

As another example, in Formulas 10A, 10B, 10C, 10D, and 10E, X ₂₁ and X ₂₂ may be independently of each other, N- (L ₂₁ ) _a21 -R ₂₁ , O, S or C (R ₂₅ ) (R ₂₆ ). )ego;

R ₂₅ and R ₂₆ are each independently hydrogen, a methyl group, an ethyl group, a phenyl group and a naphthyl group; And

It may be selected from deuterium, —F, —Cl, —Br, —I, an alkyl group, a methyl group, a phenyl group and a naphthyl group, and a phenyl group and a naphthyl group substituted with at least one selected from, but are not limited thereto.

In Formulas 10A, 10B, 10C, 10D, and 10E, L ₂₁ may be a C ₁ -C ₆₀ heteroarylene group including N; And

At least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group C ₁ -C ₆₀ heteroarylene group substituted with one; It can be selected from.

For example, in Formulas 10A, 10B, 10C, 10D, and 10E, L ₂₁ is pyrrolylene, imidazolylene, pyrazolylene, pyridinylene, pyridinylene, pyrazinylene (pyrazinylene), pyrimidinylene, indolylene, quinolinylene, quinolinylene, isoquinolinylene, benzoquinolinylene, phenanthridinylene, acriridinylene Acylene (acridinylene), phenanthrolinylene (triazolylene) and tetrazolene (tetrazolylene); And

At least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group Pyrroleylene, imidazole ylene, pyrazolylene, pyridinylene, pyrazinylene, pyrimidinylene, indolylene, quinolinilylene, isoquinolinyl, benzoquinolinylene, phenantridinylene, arc substituted with one Ridinylene, phenanthrolinylene, triazolylene and tetrazolylene; It may be selected from, but is not limited thereto.

As another example, in Formulas 10A, 10B, 10C, 10D, and 10E, L ₂₁ may be pyridinylene, pyrazinylene, pyrimidinylene, indolylene, and quinolinylene. (quinolinylene), isoquinolinylene, isoquinolinylene, phenanthridinylene, phenanthridinylene, acridinylene, phenanthrolinylene, triazolylene, and tetrazolylene; And

Pyridinylene, pyrazinylene, pyrimidinylene, indolylene, quinolinylene, substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₂₀ alkyl group, phenyl group and naphthyl group Isoquinolinylene, phenantridinylene, acridinylene, phenanthrolinylene, triazolylene and tetrazolylene; It may be selected from, but is not limited thereto.

As another example, in Formulas 10A, 10B, 10C, 10D, and 10E, L ₂₁ may be selected from Formulas 3-1 to 3-32, but is not limited thereto.

In Formulas 3-1 to 3-26,

Z ₁ and Z ₂ are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, C ₁ -C ₂₀ alkyl group, phenyl group and naphthyl group,

d1 is selected from an integer of 1 to 4;

d2 is selected from an integer of 1 to 3;

d3 is selected from an integer of 1 to 6;

d4 is selected from an integer of 1 to 8;

d5 is 1 or 2;

d6 is selected from an integer of 1 to 5;

* And * 'are binding sites with neighboring atoms.

As another example, in Formulas 10A, 10B, 10C, 10D, and 10E, L ₂₁ may be selected from Formulas 4-1 to 4-14, but is not limited thereto:

In Formulas 4-1 to 4-14,

* And * 'are binding sites with neighboring atoms.

In Formulas 10A, 10B, 10C, 10D, and 10E, a21 may be selected from an integer of 0 to 5.

For example, in Formulas 10A, 10B, 10C, 10D, and 10E, a21 may be an integer of 1, but is not limited thereto.

In Formulas 10A, 10B, 10C, 10D, and 10E, R ₂₁ represents hydrogen, a C ₁ -C ₆₀ alkyl group, a C ₃ -C ₁₀ cycloalkyl group, a C ₃ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkenyl group , C ₃ -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 condensed polycyclic group, and -N (Q ₁₁ ) (Q ₁₂ ); And

At least one selected from deuterium, —F, —Cl, —Br, —I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group C ₁ -C ₆₀ alkyl group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -substituted with one. C ₆₀ aryl group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group; It can be selected from.

For example, in Formulas 10A, 10B, 10C, 10D, and 10E, R ₂₁ represents hydrogen, a C ₆ -C ₆₀ aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent group. Non-aromatic heterocondensed polycyclic groups and -N (Q ₁₁ ) (Q ₁₂ ); And

At least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group Hydrogen, a C ₆ -C ₆₀ aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic condensed polycyclic group substituted with one; Is selected from;

Q ₁₁ and Q ₁₂ may be independently selected from a C ₆ -C ₆₀ aryl group and a C ₆ -C ₆₀ aryl group substituted with a C ₆ -C ₆₀ aryl group, but are not limited thereto.

As another example, in Formulas 10A, 10B, 10C, 10D, and 10E, R ₂₁ may be a group selected from hydrogen and the following Formulas H1 to H28, H37 to H41, H68 to H76, and H80, but is not limited thereto. :

In Formulas H1 to H81, * is a binding site with a neighboring atom.

In Formulas 1 and 10A, 10B, 10C, 10D, and 10E, R ₁₂ to R ₁₅ and R ₂₂ to R ₂₄ independently of each other, hydrogen, deuterium, -F, -Cl, -Br, -I, and a hydroxyl group , Cyano group, nitro group, amino group, amidino group, hydrazine, hydrazone, carboxyl group or salt thereof, sulfonic acid group or salt thereof, phosphoric acid or salt thereof, C ₁ -C ₆₀ alkyl group, C ₂ -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkynyl group and C ₁ -C ₆₀ alkoxy group;

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine, hydrazone, carboxyl group or salt thereof, sulfonic acid group or salt thereof and phosphoric acid or salt thereof, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryl C ₁ -C ₆₀ alkyl group substituted with at least one of oxy, C ₆ -C ₆₀ arylthio group, C ₂ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic ring and monovalent non-aromatic condensed polycyclic ring, C ₂ -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkynyl group and C ₁ -C ₆₀ alkoxy group;

C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₂ -C ₆₀ hetero Aryl groups, monovalent non-aromatic condensed polycyclic and monovalent non-aromatic condensed polycyclic;

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine, hydrazone, carboxyl group or salt thereof, sulfonic acid group or salt thereof, phosphoric acid or salt thereof, C ₁ -C ₆₀ alkyl group, C ₂ -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkynyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ hetero cycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ aryl come Im, C ₂ -C ₆₀ heteroaryl, A C ₃ -C ₁₀ cycloalkyl group, a C ₃ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₂ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic and monovalent non-aromatic condensed polycyclic; And

-N (Q ₂₁ ) (Q ₂₂ );

Q ₂₁ and Q ₂₂ are independently of each other, it may be selected from hydrogen, C ₁ -C ₆₀ alkyl, C ₆ -C ₆₀ aryl group and a C _6, C ₆ -C ₆₀ aryl substituted with -C ₆₀ aryl group.

For example, in Formulas 1 and 10A, 10B, 10C, 10D, and 10E, R ₁₂ to R ₁₅ and R ₂₂ to R ₂₄ may be each independently,

Hydrogen, deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, C ₂ -C ₆₀ heteroaryl group and -N (Q ₂₁ ) (Q ₂₂ ) Is selected from;

Q ₂₁ and Q ₂₂ are independently of one another, C ₆ -C ₆₀ aryl groups and C ₆ may be selected from a, C ₆ -C ₆₀ aryl group substituted with -C ₆₀ aryl, and the like.

As another example, in Formulas 1 and 10A, 10B, 10C, 10D, and 10E, R ₁₂ to R ₁₅ and R ₂₂ to R ₂₄ may be each independently,

Hydrogen, deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, phenyl group, naphthyl group, pyridinyl group, quinolinyl group and -N (Q ₂₁ ) (Q ₂₂ );

Q ₂₁ and Q ₂₂ may be independently selected from a phenyl group, a naphthyl group, and a biphenyl group, but are not limited thereto.

In Formulas 1 and 10A, 10B, 10C, 10D, and 10E, b12 to b15 and b22 to b24 may be independently selected from integers of 1 to 5, respectively.

For example, the carbazole compound represented by Formula 1 may be selected from the following compounds 101A to 163A, and at least one heterocyclic compound selected from compounds represented by 10A, 10B, 10C, 10D, and 10E may be Compounds 101 to 236 may be selected from, but are not limited to:

In another embodiment, the light emitting layer is one or more selected from carbazole compounds represented by the following formula (1); And at least one member selected from heterocyclic compounds represented by Formulas 10A, 10B, 10C, 10D, and 10E:

<Formula 1>

<Formula 10A> <Formula 10B>

<Formula 10C> <Formula 10D>

<Formula 10E>

In Formulas 1 and 10A, 10B, 10C, 10D, and 10E, A ₁₁ to A ₁₄ , A _21, and A ₂₂ are each independently of each other, benzene, naphthalene, pyridine, pyrimidine, pyrazine, quinoline, isoquinoline, 2,6 Naphthyridine, 1,8-naphthyridine, 1,5-naphthyridine, 1,6-naphthyridine, 1,7-naphtharidine, 2,7-naphthyridine, quinoxaline, phthalazine and quina It can be selected from sleepy.

For example, in Formulas 1 and 10A, 10B, 10C, 10D, and 10E, A ₁₁ to A ₁₄ , A _21, and A ₂₂ may be each independently of each other, benzene, naphthalene, pyridine, pyrimidine, pyrazine, quinoline, and isoquinoline. It may be selected from, but is not limited thereto.

As another example, in Formula 1, A ₁₁ to A ₁₄ may be independently selected from benzene and naphthalene, but are not limited thereto.

As another example, in Formula 1, A ₁₁ and A ₁₄ may be naphthalene or benzene, and A ₁₂ and A ₁₃ may be benzene, but are not limited thereto.

As another example, in Formula 1, A ₁₁ to A ₁₄ may be benzene, but are not limited thereto.

As another example, in Formulas 10A, 10B, 10C, 10D, and 10E, A ₂₁ and A ₂₂ may be each independently selected from benzene, naphthalene, and pyridine, but are not limited thereto.

In Formula 1, X ₁₁ is O, S, C (R ₁₆ ) (R ₁₇ ), Si (R ₁₆ ) (R ₁₇ ), P (R ₁₆ ), B (R ₁₆ ), P (= O) ( R ₁₆ ) or N (R ₁₆ );

R ₁₆ and R ₁₇ are each independently of the other hydrogen, C ₁ -C ₆₀ alkyl group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ Heterocycloalkenyl groups, C ₆ -C ₆₀ aryl groups, C ₁ -C ₆₀ heteroaryl groups, monovalent non-aromatic condensed polycyclic groups, monovalent non-aromatic condensed polycyclic groups, and -N (Q ₁₁ ) (Q ₁₂ ) ; And

At least one selected from deuterium, —F, —Cl, —Br, —I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group C ₁ -C ₆₀ alkyl group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -substituted with one. C ₆₀ aryl group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group; Is selected from;

Q ₁₁ and Q ₁₂ may be independently selected from hydrogen, a C ₁ -C ₆₀ alkyl group, a C ₆ -C ₆₀ aryl group, and a C ₆ -C ₆₀ aryl group substituted with a C ₆ -C ₆₀ aryl group, It is not limited to this.

For example, in Formula 1, X ₁₁ may be O, S, C (R ₁₆ ) (R ₁₇ ) or N (R ₁₆ );

R ₁₆ and R ₁₇ are optionally linked to each other to form a saturated ring or an unsaturated ring;

R ₁₆ and R ₁₇ are, independently from each other, hydrogen, a C ₁ -C ₆₀ alkyl group, a C ₆ -C ₆₀ aryl group and —N (Q ₁₁ ) (Q ₁₂ ); And

Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl, C ₆ -C ₆₀ aryl group and a monovalent non-aromatic condensed polycyclic group substituted by at least one selected from, C ₁ -C ₆₀ alkyl group And a C ₆ -C ₆₀ aryl group;

Q ₁₁ and Q ₁₂ may be independently selected from hydrogen, C ₁ -C ₆₀ alkyl group, and C ₆ -C ₆₀ aryl group, but are not limited thereto.

As another example, in Formula 1, X ₁₁ may be O, S, C (R ₁₆ ) (R ₁₇ ) or N (R ₁₆ );

R ₁₆ and R ₁₇ are each independently of the other hydrogen, methyl, ethyl, phenyl and naphthyl; And

It may be selected from deuterium, —F, —Cl, —Br, —I, an alkyl group, a methyl group, a phenyl group and a naphthyl group, and a phenyl group and a naphthyl group substituted with at least one selected from, but are not limited thereto.

In Formula 1, L ₁₁ is a C ₁ -C ₆₀ heteroarylene group containing N; And

At least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group C ₁ -C ₆₀ heteroarylene group substituted with one; It can be selected from.

For example, in Formula 1, L ₁₁ is pyrrolylene, imidazolylene, pyrazolylene, pyridinylene, pyrazinylene, pyrazinylene, pyrimidinylene ( pyrimidinylene, indolylene, quinolinylene, isoquinolinylene, benzoquinolinylene, benzoquinolinylene, phenanthridinylene, acridinylene, phenanthrolinylene (phenanthrolinylene), triazolylene and tetrazolyylene; And

At least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group Pyrroleylene, imidazole ylene, pyrazolylene, pyridinylene, pyrazinylene, pyrimidinylene, indolylene, quinolinilylene, isoquinolinyl, benzoquinolinylene, phenantridinylene, arc substituted with one Ridinylene, phenanthrolinylene, triazolylene and tetrazolylene; It may be selected from, but is not limited thereto.

As another example, in Formula 1, L ₁₁ may be pyridinylene, pyrazinylene, pyrimidinylene, pyrimidinylene, indolylene, quinolinylene, isoquinolinylene (isoquinolinylene), phenanthridinylene, phenanthridinylene, acridinylene, phenanthrolinylene, triazolylene, and tetrazolylene; And

Pyridinylene, pyrazinylene, pyrimidinylene, indolylene, quinolinylene, substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₂₀ alkyl group, phenyl group and naphthyl group Isoquinolinylene, phenantridinylene, acridinylene, phenanthrolinylene, triazolylene and tetrazolylene; It may be selected from, but is not limited thereto.

As another example, in Formula 1, L ₁₁ may be selected from Formulas 3-1 to 3-32, but is not limited thereto.

In Formulas 3-1 to 3-26,

Z ₁ and Z ₂ are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, C ₁ -C ₂₀ alkyl group, phenyl group and naphthyl group,

d1 is selected from an integer of 1 to 4;

d2 is selected from an integer of 1 to 3;

d3 is selected from an integer of 1 to 6;

d4 is selected from an integer of 1 to 8;

d5 is 1 or 2;

d6 is selected from an integer of 1 to 5;

* And * 'are binding sites with neighboring atoms.

* As another example, in Formula 1, L ₁₁ may be selected from Formulas 4-1 to 4-14, but is not limited thereto.

In Formulas 4-1 to 4-14,

* And * 'are binding sites with neighboring atoms.

In Formula 1, a11 may be selected from an integer of 0 to 5.

For example, in Formula 1, a11 may be an integer of 1.

In Formula 1, R ₁₁ is hydrogen, a C ₁ -C ₆₀ alkyl group, a C ₃ -C ₁₀ cycloalkyl group, a C ₃ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkenyl group, a C ₃ -C ₁₀ heterocyclo Alkenyl groups, C ₆ -C ₆₀ aryl groups, C ₁ -C ₆₀ heteroaryl groups, monovalent non-aromatic condensed polycyclic groups, monovalent non-aromatic condensed polycyclic groups, and —N (Q ₁₁ ) (Q ₁₂ ); And

At least one selected from deuterium, —F, —Cl, —Br, —I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group C ₁ -C ₆₀ alkyl group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -substituted with one. C ₆₀ aryl group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group; Is selected from;

With each other is Q ₁₁ and Q ₁₂ independently, may be selected from hydrogen, C ₁ -C ₆₀ alkyl, C ₆ -C ₆₀ aryl group and a C _6, C ₆ -C ₆₀ aryl substituted with -C ₆₀ aryl group.

For example, in Formula 1, R ₁₁ is hydrogen, a C ₆ -C ₆₀ aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed polycyclic group, and- N (Q ₁₁ ) (Q ₁₂ ); And

At least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group Hydrogen, a C ₆ -C ₆₀ aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic condensed polycyclic group substituted with one; Is selected from;

Q ₁₁ and Q ₁₂ may be independently selected from a C ₆ -C ₆₀ aryl group and a C ₆ -C ₆₀ aryl group substituted with a C ₆ -C ₆₀ aryl group, but are not limited thereto.

As another example, in Formula 1, R ₁₁ may be a group selected from hydrogen and the following Formulas H1 to H28, H37 to H41, H68 to H76, and H80, but is not limited thereto:

In Formulas H1 to H81, * is a binding site with a neighboring atom.

In Formulas 10A, 10B, 10C, 10D, and 10E, X ₂₁ and X ₂₂ independently of each other, N- (L ₂₁ ) _a21 -R ₂₁ , O, S, C (R ₂₅ ) (R ₂₆ ), Si ( R ₂₅ ) (R ₂₆ ), P (R ₂₅ ), B (R ₂₅ ) or P (= 0) (R ₂₅ );

R ₂₅ and R ₂₆ are each independently of the other hydrogen, C ₁ -C ₆₀ alkyl group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ Heterocycloalkenyl groups, C ₆ -C ₆₀ aryl groups, C ₁ -C ₆₀ heteroaryl groups, monovalent non-aromatic condensed polycyclic groups, monovalent non-aromatic condensed polycyclic groups, and -N (Q ₁₁ ) (Q ₁₂ ) ; And

At least one selected from deuterium, —F, —Cl, —Br, —I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group C ₁ -C ₆₀ alkyl group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -substituted with one. C ₆₀ aryl group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group; C ₁ -C ₆₀ heteroaryl group containing N and deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non- A C ₁ -C ₆₀ heteroaryl group comprising N substituted with at least one selected from an aromatic condensed polycyclic group and a monovalent non-aromatic heterocondensed polycyclic group;

With each other is Q ₁₁ and Q ₁₂ independently, may be selected from hydrogen, C ₁ -C ₆₀ alkyl, C ₆ -C ₆₀ aryl group and a C _6, C ₆ -C ₆₀ aryl substituted with -C ₆₀ aryl group.

For example, in Formulas 10A, 10B, 10C, 10D, and 10E, X ₂₁ and X ₂₂ may be independently of each other, N- (L ₂₁ ) _a21 -R ₂₁ , O, S, or C (R ₂₅ ) (R ₂₆ ). )ego;

R ₂₅ and R ₂₆ are optionally linked to each other to form a saturated ring or an unsaturated ring;

R ₂₅ and R ₂₆ are, independently from each other, hydrogen, a C ₁ -C ₆₀ alkyl group, a C ₆ -C ₆₀ aryl group and —N (Q ₁₁ ) (Q ₁₂ ); And

Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl, C ₆ -C ₆₀ aryl group and a monovalent non-aromatic condensed polycyclic group substituted by at least one selected from, C ₁ -C ₆₀ alkyl group And a C ₆ -C ₆₀ aryl group;

Q ₁₁ and Q ₁₂ may be independently selected from hydrogen, C ₁ -C ₆₀ alkyl group, and C ₆ -C ₆₀ aryl group, but are not limited thereto.

As another example, in Formulas 10A, 10B, 10C, 10D, and 10E, X ₂₁ and X ₂₂ may be independently of each other, N- (L ₂₁ ) _a21 -R ₂₁ , O, S or C (R ₂₅ ) (R ₂₆ ). )ego;

R ₂₅ and R ₂₆ are each independently hydrogen, a methyl group, an ethyl group, a phenyl group and a naphthyl group; And

It may be selected from deuterium, —F, —Cl, —Br, —I, an alkyl group, a methyl group, a phenyl group and a naphthyl group, and a phenyl group and a naphthyl group substituted with at least one selected from, but are not limited thereto.

In Formulas 10A, 10B, 10C, 10D, and 10E, L ₂₁ represents a C ₃ -C ₁₀ cycloalkylene group, a C ₃ -C ₁₀ heterocycloalkylene group, a C ₃ -C ₁₀ cycloalkenylene group, C ₃ -C ₁₀ Heterocycloalkenylene groups, C ₆ -C ₆₀ arylene groups, C ₁ -C ₆₀ heteroarylene groups, divalent non-aromatic condensed polycyclic groups and divalent non-aromatic condensed polycyclic groups; And

At least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group One substituted C ₃ -C ₁₀ cycloalkylene group, C ₃ -C ₁₀ heterocycloalkylene group, C ₃ -C ₁₀ cycloalkenylene group, C ₃ -C ₁₀ heterocycloalkenylene group, C ₆ -C ₆₀ aryl Ethylene groups, C ₂ -C ₆₀ heteroarylene groups, divalent non-aromatic condensed polycyclic groups, and divalent non-aromatic condensed polycyclic groups; C ₁ -C ₆₀ heteroarylene group containing N and deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non- C ₁ -C ₆₀ heteroarylene groups comprising N, which are substituted with at least one selected from an aromatic condensed polycyclic group and a monovalent non-aromatic heterocondensed polycyclic group, can be excluded.

For example, in Formulas 10A, 10B, 10C, 10D, and 10E, L ₂₁ may be phenylene, pentalylene, pentalenylene, indenylene, naphthylene, or azulenylene. ), Heptalenylene, indacenylene, acenaphthylene, fluorenylene, spiro-fluorenylene, benzofluorenylene, Dibenzofluorenylene, phenalenylene, phenanthrenylene, anthracenylene, fluoranthenylene, triphenylenylene, pyrenylene pyrenylene, chrysenylene, naphthacenylene, naphthacenylene, picenylene, perylenylene, pentaphenylene, hexacenylene, pentacenylene ), Rubicenylene, coronenylene and o Valenylene; And

At least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group Phenylene, pentalenylene, indenylene, naphthylene, azulenylene, heptalylene, indasenylene, acenaphthylene, fluorenylene, spiro-fluorenylene, benzofluorenylene, disubstituted with one Benzofluorenylene, penalenylene, phenanthrenylene, anthracenylene, fluoranthhenylene, triphenylenylene, pyrenylene, chrysenylene, naphthacelene, pisenylene, peryleneylene, pentaphenylene , Hexasenylene, pentacenylene, rubizenylene, coronylene and ovalenylene; It may be selected from, but is not limited thereto.

As another example, in Formulas 10A, 10B, 10C, 10D, and 10E, L ₂₁ may be phenylene, naphthylene, fluorenylene, spiro-fluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthre Nylene, anthracenylene, triphenylenylene, pyrenylene and chrysenylene; And

Phenylene, naphthylene, fluorenylene, spiro-fluorenylene, benzo substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₂₀ alkyl group, phenyl group and naphthyl group Fluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, triphenylenylene, pyrenylene and chrysenylene; It may be selected from, but is not limited thereto.

As another example, in Formulas 10A, 10B, 10C, 10D, and 10E, L ₂₁ may be a group selected from Formulas 3-1 to 3-8, but is not limited thereto.

In Formulas 3-1 to 3-8,

Z ₁ and Z ₂ are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, C ₁ -C ₂₀ alkyl group, phenyl group and naphthyl group,

d1 is selected from an integer of 1 to 4;

d2 is selected from an integer of 1 to 3;

d3 is selected from an integer of 1 to 6;

* d4 is selected from an integer of 1 to 8;

d6 is selected from an integer of 1 to 5;

* And * 'are binding sites with neighboring atoms.

As another example, in Formulas 10A, 10B, 10C, 10D, and 10E, L ₂₁ may be a group selected from Formulas 4-1 to 4-8, but is not limited thereto.

In Formulas 4-1 to 4-8

* And * 'are binding sites with neighboring atoms.

In Formulas 10A, 10B, 10C, 10D, and 10E, a21 may be selected from an integer of 0 to 5.

For example, in Formulas 10A, 10B, 10C, 10D, and 10E, a21 may be 0 or 1, but is not limited thereto.

In Formulas 10A, 10B, 10C, 10D, and 10E, R ₂₁ represents hydrogen, a C ₁ -C ₆₀ alkyl group, a C ₃ -C ₁₀ cycloalkyl group, a C ₃ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkenyl group , C ₃ -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 condensed polycyclic group, and -N (Q ₁₁ ) (Q ₁₂ ); And

At least one selected from deuterium, —F, —Cl, —Br, —I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group C ₁ -C ₆₀ alkyl group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -substituted with one. C ₆₀ aryl group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group; C ₁ -C ₆₀ heteroaryl group containing N and deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non- A C ₁ -C ₆₀ heteroaryl group comprising N substituted with at least one selected from an aromatic condensed polycyclic group and a monovalent non-aromatic heterocondensed polycyclic group;

With each other is Q ₁₁ and Q ₁₂ independently, may be selected from hydrogen, C ₁ -C ₆₀ alkyl, C ₆ -C ₆₀ aryl group and a C _6, C ₆ -C ₆₀ aryl substituted with -C ₆₀ aryl group.

For example, in Formulas 10A, 10B, 10C, 10D, and 10E, R ₂₁ represents a C ₆ -C ₆₀ aryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed polycyclic group, and -N (Q) ₁₁ ) (Q ₁₂ ); And

Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl and C ₆ -C ₆₀ with at least one substituted selected from the group consisting of aryl groups, C ₆ -C ₆₀ aryl group, a monovalent non-aromatic condensed polycyclic Group and monovalent non-aromatic heterocondensed polycyclic group;

Q ₁₁ and Q ₁₂ may be independently selected from a C ₆ -C ₆₀ aryl group and a C ₆ -C ₆₀ aryl group substituted with a C ₆ -C ₆₀ aryl group, but are not limited thereto.

As another example, in Formulas 10A, 10B, 10C, 10D, and 10E, R ₂₁ may be a phenyl group, naphthyl group, anthracenyl group, triphenylenyl group, phenanthrenyl group, pyrenyl group, chrysenyl group, fluorenyl group, Carbazolyl, dibenzofuranyl and dibenzothienyl groups and -N (Q ₁₁ ) (Q ₁₂ ); And

Phenyl group, naphthyl group, anthracenyl group, triphenylenyl group, phenane substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group and C ₆ -C ₆₀ aryl group A threnyl group, pyrenyl group, chrysenyl group, fluorenyl group, carbazolyl group, dibenzofuranyl group and dibenzothienyl group; Is selected from;

Q ₁₁ and Q ₁₂ are each independently a phenyl group, a naphthyl group, anthracenyl group, triphenylenyl group, phenanthrenyl group, pyrenyl group and chrysenyl group; And

Phenyl group, naphthyl group, anthracenyl group, triphenylenyl group, phenanthrenyl group, pyrenyl group, and cryane substituted with at least one selected from phenyl group, naphthyl group, anthracenyl group, triphenylenyl group, pyrenyl group and chrysenyl group Senyl group; It may be selected from, but is not limited thereto.

As another example, R ₂₁ may be a group selected from Chemical Formulas 5-1 to 5-31, but is not limited thereto.

In Formulas 5-1 to 5-31,

* Is a bonding site with a neighboring atom.

In Formulas 1 and 10A, 10B, 10C, 10D, and 10E, R ₁₂ to R ₁₅ and R ₂₂ to R ₂₄ independently of each other, hydrogen, deuterium, -F, -Cl, -Br, -I, and a hydroxyl group , Cyano group, nitro group, amino group, amidino group, hydrazine, hydrazone, carboxyl group or salt thereof, sulfonic acid group or salt thereof, phosphoric acid or salt thereof, C ₁ -C ₆₀ alkyl group, C ₂ -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkynyl group and C ₁ -C ₆₀ alkoxy group;

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine, hydrazone, carboxyl group or salt thereof, sulfonic acid group or salt thereof and phosphoric acid or salt thereof, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryl C ₁ -C ₆₀ alkyl group substituted with at least one of oxy, C ₆ -C ₆₀ arylthio group, C ₂ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic ring and monovalent non-aromatic condensed polycyclic ring, C ₂ -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkynyl group and C ₁ -C ₆₀ alkoxy group;

C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₂ -C ₆₀ hetero Aryl groups, monovalent non-aromatic condensed polycyclic and monovalent non-aromatic condensed polycyclic;

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine, hydrazone, carboxyl group or salt thereof, sulfonic acid group or salt thereof, phosphoric acid or salt thereof, C ₁ -C ₆₀ alkyl group, C ₂ -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkynyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ hetero cycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ aryl come Im, C ₂ -C ₆₀ heteroaryl, A C ₃ -C ₁₀ cycloalkyl group, a C ₃ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₂ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic and monovalent non-aromatic condensed polycyclic; And

-N (Q ₂₁ ) (Q ₂₂ );

Q ₂₁ and Q ₂₂ are independently of each other, it may be selected from hydrogen, C ₁ -C ₆₀ alkyl, C ₆ -C ₆₀ aryl group and a C _6, C ₆ -C ₆₀ aryl substituted with -C ₆₀ aryl group.

For example, in Formulas 10A, 10B, 10C, 10D, and 10E, R ₁₂ to R ₁₅ and R ₂₂ to R ₂₄ may be each independently,

Hydrogen, deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, C ₂ -C ₆₀ heteroaryl group and -N (Q ₂₁ ) (Q ₂₂ ) Is selected from;

Q ₂₁ and Q ₂₂ are independently of one another, C ₆ -C ₆₀ aryl groups and C ₆ may be selected from a, C ₆ -C ₆₀ aryl group substituted with -C ₆₀ aryl, and the like.

As another example, in Formulas 10A, 10B, 10C, 10D, and 10E, R ₁₂ to R ₁₅ and R ₂₂ to R ₂₄ may be each independently,

Hydrogen, deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, phenyl group, naphthyl group, pyridinyl group, quinolinyl group and -N (Q ₂₁ ) (Q ₂₂ );

Q ₂₁ and Q ₂₂ may be independently selected from a phenyl group, a naphthyl group, and a biphenyl group, but are not limited thereto.

In Formulas 10A, 10B, 10C, 10D, and 10E, b12 to b15 and b22 to b24 may be each independently selected from integers of 1 to 5.

For example, the carbazole compound represented by Chemical Formula 1 may be selected from the following compounds 101B to 190B, and at least one heterocyclic compound selected from compounds represented by 10A, 10B, 10C, 10D, and 10E may be Compounds 301 to 369 may be selected from, but are not limited to:

The content of the carbazole compound represented by Formula 1 vs. one or more selected from the heterocyclic compound represented by Formulas 10A, 10B, 10C, 10D and 10E is selected from the range of 0.01: 0.99 to 0.99: 0.01. It may be, but is not limited to such.

For example, the content of the carbazole compound represented by Formula 1 vs. one or more selected from the heterocyclic compound represented by Formulas 10A, 10B, 10C, 10D, and 10E may be 0.20: 0.80 to 0.80: 0.20 It may be selected from the range, but is not limited thereto.

As another example, the content of the carbazole compound represented by Formula 1 vs. one or more selected from the heterocyclic compounds represented by Formulas 10A, 10B, 10C, 10D, and 10E may be 0.50: 0.50. It is not limited to this.

One of the most influential factors for the efficiency and lifetime of the organic light emitting diode is the balance of electrons and holes in the light emitting layer. In addition, it is important that the light emitting area in the light emitting layer is widely distributed without being biased toward the hole transport layer or the electron transport layer. But one material alone is hard to satisfy. To achieve this, good results can be obtained by varying the substituent properties of the two materials. Therefore, when the carbazole compound represented by Formula 1 includes an electron transporting cyclic group, the compounds of Formulas 10A to 10E may not be included. On the contrary, if the carbazole compound represented by Formula 1 does not include an electron transporting cyclic group, the compounds of Formulas 10A to 10E may include the same.

For example, if the carbazole compound represented by Formula 1 includes triazine, which is a strong electron transporting cyclic group, when the compounds of Formulas 10A to 10E that do not contain an electron transporting cyclic group are used together, an improved efficiency may be obtained. When the compound of Formula 10A to 10E is included in a large amount, it may exhibit optimal efficiency and lifespan.

As another example, if only the carbazole compound represented by Formula 1 includes pyridine or pyrimidine, which are relatively weak electron-transporting cyclic groups, improved efficiency may be obtained when compounds 10A to 10E containing no electron-transporting cyclic group are used together. Good lifespan characteristics can be obtained and optimal efficiency and longevity can be achieved when the compounds of Formulas 10A to 10E are included in small amounts.

As such, the proper ratio between two hosts can vary depending on the electrical characteristics of each host.

For example, the compounds represented by Formulas 10A to 10E that do not contain an electron transporting cyclic group have a wide energy gap. The compounds represented by Formulas 10A to 10E can effectively control the electron transport characteristics of the carbazole compound represented by Formula 1 including an electron transportable cyclic group having a relatively narrow energy gap. This prevents the light emitting region from concentrating on the hole transport layer and the light emitting layer interface, which greatly improves efficiency and lifespan. On the contrary, the compounds represented by the formulas (10A to 10E) containing the electron transporting cyclic group can effectively control the electron transporting properties of the carbazole compound represented by the formula (1) including the electron transporting cyclic group. This prevents the light emitting region from concentrating on the hole transport layer and the light emitting layer interface, which greatly improves efficiency and lifespan.

The light emitting layer may further include a dopant. The dopant may be a phosphorescent dopant.

For example, the phosphorescent dopant may be selected from organometallic complexes represented by Formula 401, but is not limited thereto.

<Formula 401>

In Formula 401,

M is selected from iridium (Ir), platinum (Pt), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb) and tolium (TM);

X ₄₀₁ to X ₄₀₄ are, independently from each other, a nitrogen atom or a carbon atom;

A ₄₀₁ and A ₄₀₂ ring are independently of each other, substituted or unsubstituted benzene, substituted or unsubstituted naphthalene, substituted or unsubstituted fluorene, substituted or unsubstituted spiro-fluorene, substituted or unsubstituted indene Substituted or unsubstituted pyrrole, substituted or unsubstituted thiophene, substituted or unsubstituted furan, substituted or unsubstituted imidazole, substituted or unsubstituted pyrazole, substituted or unsubstituted thiazole, Substituted or unsubstituted isothiazole, substituted or unsubstituted oxazole, substituted or unsubstituted isoxazole, substituted or unsubstituted pyridine, substituted or unsubstituted pyrazine, substituted or unsubstituted pyrimidine, Substituted or unsubstituted pyridazine, substituted or unsubstituted quinoline, substituted or unsubstituted isoquinoline, substituted or unsubstituted benzoquinoline, substituted or unsubstituted quinoxaline, substituted or unsubstituted quinazoline, substituted or Unsubstituted carbazole, substituted or unsubstituted benzoimidazole, substituted or unsubstituted benzofuran, substituted or unsubstituted benzothiophene, substituted or unsubstituted isobenzothiophene, substituted or unsubstituted Benzoxazole, substituted or unsubstituted isobenzooxazole, substituted or unsubstituted triazole, substituted or unsubstituted oxadiazole, substituted or unsubstituted triazine, substituted or unsubstituted dibenzofuran And substituted or unsubstituted dibenzothiophene;

Substituted benzene, substituted naphthalene, substituted fluorene, substituted spiro-fluorene, substituted indene, substituted pyrrole, substituted thiophene, substituted furan, substituted imidazole, substituted pyrazole, substituted Substituted thiazole, substituted isothiazole, substituted oxazole, substituted isoxazole, substituted pyridine, substituted pyrazine, substituted pyrimidine, substituted pyridazine, substituted quinoline, substituted isoquinoline, substituted benzo Quinoline, substituted quinoxaline, substituted quinazolin, substituted carbazole, substituted benzoimidazole, substituted benzofuran, substituted benzothiophene, substituted isobenzothiophene, substituted benzooxazole, substituted iso At least one substituent of benzoxazole, substituted triazole, substituted oxadiazole, substituted triazine, substituted dibenzofuran and substituted dibenzothiophene,

Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl and salts thereof, sulfonic acid and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl and C ₁ -C ₆₀ alkoxy;

Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl and salts thereof, sulfonic acid and salts thereof, phosphoric acid and salts thereof, C ₃ -C ₁₀ cycloalkyl, C ₃ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ cycloalkenyl, C ₃ -C ₁₀ heterocycloalkenyl, C ₆ -C ₆₀ aryl, C ₆ -C ₆₀ aryloxy ), C ₆ -C ₆₀ arylthio, C ₂ -C ₆₀ heteroaryl, non-aromatic condensed polycyclic group, -N (Q ₄₀₁ ) (Q ₄₀₂ ), -Si ( C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl, substituted with at least one of Q ₄₀₃ ) (Q ₄₀₄ ) (Q ₄₀₅ ) and -B (Q ₄₀₆ ) (Q ₄₀₇ ) And C ₁ -C ₆₀ alkoxy;

C ₃ -C ₁₀ cycloalkyl, C ₃ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ cycloalkenyl, C ₃ -C ₁₀ heterocycloalkenyl, C ₆ -C ₆₀ aryl, C ₆ -C ₆₀ aryloxy , C ₆ -C ₆₀ arylthio, C ₂ -C ₆₀ heteroaryl and non-aromatic condensed polycyclic groups;

Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl and salts thereof, sulfonic acid and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl, C ₁ -C ₆₀ alkoxy, C ₃ -C ₁₀ cycloalkyl, C ₃ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ Cycloalkenyl, C ₃ -C ₁₀ heterocycloalkenyl, C ₆ -C ₆₀ aryl, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ arylthio, C ₂ -C ₆₀ heteroaryl, non-aromatic condensed polycyclic rings C ₃ -C ₁₀ cyclo substituted with at least one of the group, -N (Q ₄₁₁ ) (Q ₄₁₂ ), -Si (Q ₄₁₃ ) (Q ₄₁₄ ) (Q ₄₁₅ ) and -B (Q ₄₁₆ ) (Q ₄₁₇ ) Alkyl, C ₃ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ cycloalkenyl, C ₃ -C ₁₀ heterocycloalkenyl, C ₆ -C ₆₀ aryl, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ Arylthio, C ₂ -C ₆₀ heteroaryl and non-aromatic condensed polycyclic groups; And

-N (Q ₄₂₁ ) (Q ₄₂₂ ), -Si (Q ₄₂₃ ) (Q ₄₂₄ ) (Q ₄₂₅ ) and -B (Q ₄₂₆ ) (Q ₄₂₇ ); Is selected from;

* L ₄₀₁ is an organic ligand;

xc1 is 1, 2 or 3;

* xc2 is 0, 1, 2 or 3.

L ₄₀₁ may be any monovalent, divalent or trivalent organic ligand. For example, L ₄₀₁ is a halogen ligand (e.g. Cl, F), a diketone ligand (e.g. acetylacetonate, 1,3-diphenyl-1,3-propanedionate, 2,2, 6,6-tetramethyl-3,5-heptanedionate, hexafluoroacetonate), carboxylic acid ligands (e.g. picolinate, dimethyl-3-pyrazolecarboxylate, benzoate), carbon Monooxide ligands, isonitrile ligands, cyano ligands and phosphorus ligands (eg, phosphine, phosphite) may be selected from, but are not limited thereto.

If the formula of A 401 ₄₀₁ is to have two or more substituents, bonded to each other at least two substituents of A ₄₀₁ can form a saturated or unsaturated ring.

If the formula of A 401 ₄₀₂ is to have two or more substituents, bonded to each other at least two substituents of A ₄₀₂ can form a saturated or unsaturated ring.

는 서로 동일하거나 상이할 수 있다. 상기 화학식 401 중 xc1이 2 이상일 경우, A₄₀₁ 및 A₄₀₂는 각각 이웃하는 다른 리간드의 A₄₀₁ 및 A₄₀₂와 각각 직접(directly) 또는 연결기(예를 들면, C₁-C₅알킬렌, -N(R')-(여기서, R'은 C₁-C₁₀알킬기 또는 C₆-C₂₀아릴기임) 또는 -C(=O)-)를 사이에 두고 연결될 수 있다.When xc1 in Formula 401 is 2 or more, a plurality of ligands in Formula 401

May be the same or different from each other. When xc1 in Formula 401 is 2 or more, A ₄₀₁ and A ₄₀₂ may be directly or a linking group (for example, C ₁ -C ₅ alkylene, -N) with A ₄₀₁ and A ₄₀₂ of another neighboring ligand, respectively. And (R ')-, wherein R' is a C ₁ -C ₁₀ alkyl group or a C ₆ -C ₂₀ aryl group or -C (= 0)-).

As another example, M in Formula 401 may be selected from iridium (Ir), platinum (Pt), and osmium (Os), but is not limited thereto.

In one embodiment, the phosphorescent dopant may be selected from the following compounds PD1 to PD82, but is not limited thereto:

In another embodiment, the phosphorescent dopant may be selected from the following compounds PD1 and PD76 to PD82, but is not limited thereto.

The content of the dopant in the light emitting layer may be generally selected from about 0.01 to about 15 parts by weight based on about 100 parts by weight of the host, but is not limited thereto.

The light emitting layer may have a thickness of about 100 kPa to about 1000 kPa, for example, about 200 kPa to about 600 kPa. When the thickness of the light emitting layer satisfies the aforementioned range, the light emitting layer may exhibit excellent light emission characteristics without substantially increasing the driving voltage.

Next, an electron transport region may be disposed on the emission layer.

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

For example, the electron transport region may have a structure of an electron transport layer / electron injection layer or a hole blocking layer / electron transport layer / electron injection layer sequentially stacked from the light emitting layer, but is not limited thereto.

The electron transport region may include a hole blocking layer. The hole blocking layer may be formed in order to prevent the triplet excitons or holes from diffusing into the electron transport layer when the light emitting layer uses a phosphorescent dopant.

When the electron transport region includes a hole blocking layer, vacuum deposition, spin coating, casting, LB (Langmuir-Blodgett), inkjet printing, laser printing, and laser induced thermal imaging (LITI) The hole blocking layer may be formed on the emission layer by using various methods such as the above. When the hole blocking layer is formed by vacuum deposition or spin coating, deposition and coating conditions for the hole blocking layer may be similar to the deposition and coating conditions for the hole injection layer.

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

The hole blocking layer may have a thickness of about 20 kPa to about 1000 kPa, for example, about 30 kPa to about 300 kPa. When the thickness of the hole blocking layer satisfies the aforementioned range, excellent hole blocking characteristics may be obtained without a substantial increase in driving voltage.

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

The electron transport layer may further include at least one of BCP, Bphen and Alq ₃ , Balq, TAZ, and NTAZ.

Alternatively, the electron transport layer may include at least one of compounds represented by the following Chemical Formula 601:

<Formula 601>

Ar ₆₀₁ -[(L ₆₀₁ ) _xe1 -E ₆₀₁ ] _xe2

In Formula 601,

Ar ₆₀₁ silver

Naphthalene, heptalene, fluorenene, spiro-fluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene, fluorine Lananthene, triphenylene, pyrene, chrysene, naphthacene, picene, perylene, pentaphene and indeno Anthracene (indenoanthracene);

Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl and salts thereof, sulfonic acid and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl, C ₁ -C ₆₀ alkoxy, C ₃ -C ₁₀ cycloalkyl, C ₃ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ Cycloalkenyl, C ₃ -C ₁₀ heterocycloalkenyl, C ₆ -C ₆₀ aryl, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ arylthio, C ₂ -C ₆₀ heteroaryl, non-aromatic condensed polycyclic Group and —Si (Q ₃₀₁ ) (Q ₃₀₂ ) (Q ₃₀₃ ) (wherein Q ₃₀₁ to Q ₃₀₃ are independently of each other hydrogen, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₆ -C ₆₀ Naphthalene, heptylene, fluorene, spiro-fluorene, benzofluorene, dibenzofluorene, penalene, phenanthrene, anthracene, substituted with at least one selected from aryl and C ₂ -C ₆₀ heteroaryl Fluoranthene, Triphenylene, Pyrene, Chrysene, Na Tasen, pisen, perylene, penta pen and indeno anthracene; Is selected from;

For a description of L ₆₀₁ , refer to the description for L ₂₀₁ herein;

E ₆₀₁ is,

Pyrrolyl, thiophenyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, Isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indolyl, indazolyl ), Purinyl, quinolinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl ), Quinazolinyl, cinnolinyl, carbazolyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, phenazinyl, benzo Imidazolyl (benzoimidazolyl), benzofuranyl, benzothiophenyl, isobenzothiazolyl, Benzooxazolyl, isobenzooxazolyl, triazolyl, tetrazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzofuranyl, dibenzo Dibenzothiophenyl, benzocarbazolyl and dibenzocarbazolyl; And

Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl and salts thereof, sulfonic acid and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy, phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indasenyl, acenaphthyl, fluorenyl, spiro-fluorenyl, benzoflu Orenyl, dibenzofluorenyl, penalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, chrysenyl, naphthacenyl, pisenyl, peryllenyl, pentaphenyl, hexasenyl, penta Cenyl, rubisenyl, coronyl, ovalenyl, pyrroyl, thiophenyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyri Midinyl, pyridazinyl, isoindoleyl, indolyl, indazolyl, furinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, na Pthyridinyl, quinoxalinyl, quinazolinyl, cynolinyl, carbazolyl, phenantridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzoimidazolyl, benzofuranyl, benzothiophenyl, isobenzothia Pyrroyl, substituted with at least one of zolyl, benzoxazolyl, isobenzooxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl and dibenzocarbazolyl , Thiophenyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindoleyl, indolyl, inda Zolyl, furinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cynolinyl, carbazolyl, phenantridinyl, acridinyl, Phenanthrolinyl, phenazinyl, benzoimidazolyl, benzofuranyl, benzothio Carbonyl, iso jolil benzothiazole, benzoxazole jolil, iso jolil benzoxazole, triazole jolil, tetra jolil, oxadiazolyl jolil, triazinyl, dibenzo-furanyl, dibenzo-thiophenyl, benzo and dibenzo-carbazole carbazole jolil jolil; Is selected from;

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

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

Alternatively, the electron transport layer may include at least one of compounds represented by the following Chemical Formula 602 in addition to the amine compound represented by Chemical Formula 1.

<Formula 602>

In Formula 602,

X ₆₁₁ 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 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 herein;

R ₆₁₁ to R ₆₁₆ are each independently of the other,

Phenyl, naphthyl, fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, chrysenyl, pyridinyl, pyrazinyl, pyrimidinyl, Pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl and triazinyl; And

Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl and salts thereof, sulfonic acid and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy, phenyl, naphthyl, azulenyl, fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, Phenyl, substituted with at least one of pyrenyl, chrysenyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl and triazinyl Naphthyl, fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, chrysenyl, pyridinyl, pyrazinyl, pyrimidinyl, pyrida Genyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl and triazinyl; Is selected from;

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

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

The electron transport layer may have a thickness of about 100 kPa to about 1000 kPa, for example, about 150 kPa to about 500 kPa. When the thickness of the electron transport layer satisfies the aforementioned range, a satisfactory electron transport characteristic may be obtained without a substantial increase in driving voltage.

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

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 formed using various methods such as vacuum deposition, spin coating, casting, Langmuir-Blodgett, inkjet printing, laser printing, laser thermal transfer (LITI), and the like. It may be formed 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 electron injection layer may have a thickness of about 1 kPa to about 100 kPa and about 3 kPa to about 90 kPa. When the thickness of the electron injection layer satisfies the aforementioned range, a satisfactory electron injection characteristic may be obtained without a substantial increase in driving voltage.

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, wherein the material for the second electrode 190 is a metal, an alloy, an electrically conductive compound having a low work function, and a mixture thereof. Can be used. Specific examples of the material for the second electrode 190 include lithium (Li), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In). , Magnesium-silver (Mg-Ag) and the like. Alternatively, ITO or IZO may be used as the material for the second electrode 190. The second electrode 190 may be a reflective electrode, a transflective electrode, or a transmissive electrode.

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

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

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

As used herein, C ₂ -C ₆₀ alkenyl refers to a hydrocarbon group including at least one carbon double bond in the middle or terminal of the C ₂ -C ₆₀ alkyl, and specific examples thereof include ethenyl, propenyl, butenyl, and the like. This includes. In the present specification, C ₂ -C ₆₀ alkenylene means a divalent group having the same structure as the C ₂ -C ₆₀ alkenyl.

As used herein, C ₂ -C ₆₀ alkynyl refers to a hydrocarbon group including at least one carbon triple bond in the middle or terminal of the C ₂ -C ₆₀ alkyl, and specific examples thereof include ethynyl and propynyl. (propynyl), and the like. In the present specification, C ₂ -C ₆₀ alkynylene means a divalent group having the same structure as the C ₂ -C ₆₀ alkynyl.

In the present specification, C ₃ -C ₁₀ cycloalkyl means a monovalent saturated hydrocarbon monocyclic group having 3 to 10 carbon atoms, and specific examples thereof include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, and the like. do. As used herein, C ₃ -C ₁₀ cycloalkylene means a divalent group having the same structure as the C ₃ -C ₁₀ cycloalkyl.

As used herein, C ₃ -C ₁₀ heterocycloalkyl means a monovalent monocyclic group having 3 to 10 carbon atoms including at least one hetero atom selected from N, O, P, and S as a ring-forming atom, and a Specific examples include tetrahydrofuranyl, tetrahydrothiophenyl and the like. In the present specification, C ₃ -C ₁₀ heterocycloalkylene means a divalent group having the same structure as the C ₃ -C ₁₀ heterocycloalkyl.

As used herein, C ₃ -C ₁₀ cycloalkenyl is a monovalent monocyclic group having 3 to 10 carbon atoms, and refers to a group having at least one double bond in a ring, but having no aromacity, and specific examples thereof Examples include cyclopentenyl, cyclohexenyl, cycloheptenyl, and the like. In the present specification, C ₃ -C ₁₀ cycloalkenylene means a divalent group having the same structure as the C ₃ -C ₁₀ cycloalkenyl.

As used herein, C ₃ -C ₁₀ heterocycloalkenyl is a monovalent monocyclic group having 3 to 10 carbon atoms that includes at least one hetero atom selected from N, O, P, and S as a ring-forming atom, It has one double bond. Specific examples of the C ₃ -C ₁₀ heterocycloalkenyl include 2,3-hydrofuranyl, 2,3-hydrothiophenyl, and the like. In the present specification, C ₃ -C ₁₀ heterocycloalkenylene means a divalent group having the same structure as the C ₃ -C ₁₀ heterocycloalkenyl.

In the specification C ₆ -C ₆₀ aryl group refers to a monovalent (monovalent) group with the aromatic system, between 6 to 60 carbon atoms and carbonyl, C ₆ -C ₆₀ arylene group is of 6 to 60 carbon atoms, carbonyl Divalent groups having a cyclic aromatic system. Specific examples of the C ₆ -C ₆₀ aryl include phenyl, naphthyl, anthracenyl, phenanthrenyl, pyrenyl, chrysenyl and the like. When the C ₆ -C ₆₀ aryl and C ₆ -C ₆₀ arylene include two or more rings, the two or more rings may be fused to each other.

C ₂ -C ₆₀ heteroaryl as used herein means a monovalent group containing at least one hetero atom selected from N, O, P, and S as a ring-forming atom and having a carbocyclic aromatic system having 2 to 60 carbon atoms. And C ₂ -C ₆₀ heteroarylene means a divalent group comprising at least one hetero atom selected from N, O, P and S as a ring-forming atom and having a carbocyclic aromatic system having 2 to 60 carbon atoms do. Specific examples of the C ₂ -C ₆₀ heteroaryl include pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl and the like. When the C ₂ -C ₆₀ heteroaryl and C ₂ -C ₆₀ heteroarylene include two or more rings, the two or more rings may be fused to each other.

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

As used herein, a monovalent non-aromatic condensed polycyclic group includes two or more rings condensed with each other, includes only carbon as a ring-forming atom, and the entire molecule is non-aromacity. It means a monovalent group having a. Specific examples of the monovalent non-aromatic condensed polycyclic group include fluorenyl and the like. As used herein, the divalent non-aromatic condensed polycyclic group refers to a divalent group having the same structure as the monovalent non-aromatic condensed polycyclic group.

The monovalent non-aromatic condensed heteropolycyclic group herein includes two or more rings condensed with each other and includes a hetero atom selected from N, O, P, and S as well as carbon as a ring forming atom. , Monovalent group in which the whole molecule has non-aromacity. The monovalent non-aromatic heterocondensed polycyclic group includes carbazolyl and the like. As used herein, the divalent non-aromatic heterocondensed polycyclic group refers to a divalent group having the same structure as the monovalent non-aromatic heterocondensed polycyclic group.

In the present specification, "Ph" means phenyl, "Me" means methyl, "Et" means ethyl, and "ter-Bu" or "But" means tert-butyl.

Hereinafter, the organic light emitting device according to an 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" are the same.

EXAMPLE

Example 1

Glass substrates with ITO / Ag / ITO deposited as 70Å / 1000Å / 70Å were cut into 50mm x 50mm x 0.4mm size and ultrasonically cleaned for 10 minutes with isopropyl alcohol and pure water for 10 minutes. Ultraviolet rays were irradiated, exposed to ozone, washed and installed in a vacuum deposition apparatus.

After depositing HT13 on the anode to form a hole injection layer having a thickness of 700 Å, and depositing HT3 to form a hole transport layer having a thickness of 800 화합물, Compound 112A (host), 226 (host) and the following on the hole transport layer: Compound PD82 (dopant) was co-deposited at a weight ratio of 100: 100: 15 to form a light emitting layer having a thickness of 400 kHz. Thereafter, ET1 and LiQ are vacuum deposited on the light emitting layer at a weight ratio of 100: 100 to form an electron transport layer having a thickness of 360 kHz, and then LiQ is deposited on the electron transport layer to form an electron injection layer having a thickness of 10 Å. An organic light emitting device was manufactured by depositing Mg: Ag on a electron injection layer in a weight ratio of 90:10 to form a cathode having a thickness of 120 kHz.

Example 2

An organic light-emitting device was manufactured in the same manner as in Example 1, except that Compound 108A was used instead of Compound 112A and Compound 119 was used instead of Compound 226 when forming the emission layer.

Example 3

An organic light-emitting device was manufactured in the same manner as in Example 1, except that Compound 127A was used instead of Compound 112A and Compound 104 was used instead of Compound 226 when forming the emission layer.

Example 4

An organic light-emitting device was manufactured in the same manner as in Example 1, except that Compound 112A and Compound 226 were co-deposited at a weight ratio of 70:30 when forming the emission layer.

Example 5

Example 1 except that Compound 108A was used instead of Compound 112A, Compound 119 was used instead of Compound 226, and Compound 127A and Compound 104 were co-deposited at a weight ratio of 70:30. An organic light emitting device was manufactured using the same method.

Example 6

Example 1 except that Compound 127A was used instead of Compound 112A, Compound 104 was used instead of Compound 226, and Compound 127A and Compound 104 were co-deposited at a weight ratio of 70:30. An organic light emitting device was manufactured using the same method.

Example 7

An organic light-emitting device was manufactured in the same manner as in Example 1, except that Compound 161B was used instead of Compound 112A and Compound 306 was used instead of Compound 226 when forming the emission layer.

Example 8

An organic light-emitting device was manufactured in the same manner as in Example 1, except that Compound 149B, instead of Compound 112A, and Compound 370 were used instead of Compound 226 when forming the emission layer.

Example 9

The same method as in Example 1, except that Compound 161B was used instead of Compound 112A, Compound 306 was used instead of Compound 226, and Compound 161B and Compound 306 were co-deposited at a weight ratio of 70:30 when forming the emission layer. An organic light emitting device was manufactured using the same.

Example 10

The same method as in Example 1, except that Compound 149B was used instead of Compound 112A, Compound 370 was used instead of Compound 226, and Compound 149B and Compound 370 were co-deposited at a weight ratio of 70:30. An organic light emitting device was manufactured using the same.

Comparative Example 1

An organic light-emitting device was manufactured in the same manner as in Example 1, except that Compound 112A and PD82 were co-deposited at a weight ratio of 100: 15 without using Compound 226 when forming the emission layer.

Comparative Example 2

An organic light-emitting device was manufactured in the same manner as in Example 1, except that Compound 226 and PD82 were co-deposited at a weight ratio of 100: 15 without using Compound 112A when forming the emission layer.

Comparative Example 3

An organic light-emitting device was manufactured in the same manner as in Example 1, except that the following Compounds 312 and PD82 were co-deposited at a weight ratio of 100: 15 when forming the emission layer.

Comparative Example 4

An organic light-emitting device was manufactured in the same manner as in Example 1, except that the following Compounds 161B and PD82 were co-deposited at a weight ratio of 100: 15 when forming the emission layer.

Comparative Example 5

An organic light-emitting device was manufactured in the same manner as in Example 1, except that the following host A was used instead of the compound 112A, and the following host B was used instead of the compound 226 when forming the emission layer.

Host A

<Host B>

Evaluation example 1

The driving voltage, current density, luminance, emission color, efficiency, and lifetime (@ 10 mA / cm 2) of the organic light emitting diodes of Examples 1 to 5 and Comparative Examples 1 to 3 were measured using a PR650 Spectroscan Source Measurement Unit. It evaluated using. The 97% lifetime means the time it takes to reach 97% of the initial luminance. The results are shown in Table 1 below:

Host Driving
Voltage
(V) electric current
density
(mA / cm ² ) Luminance
(cd / A) power
(Im / W) CIE_x CIE_y Lifespan 97%
(hr) Example 1 Compound 112A 4.0 10.7 84.5 65.8 0.207 0.740 132 Compound 226 Example 2 Compound 108A 4.1 10.4 86.4 66.1 0.268 0.695 158 Compound 119 Example 3 Compound 127A 4.1 10.0 90.5 69.0 0.305 0.671 143 Compound 104 Example 4 Compound 112A 4.5 9.7 92.9 65.6 0.213 0.737 148 Compound 226 Example 5 Compound 108A 4.5 10.1 89.0 61.5 0.280 0.686 175 Compound 119 Example 6 Compound 127A 4.6 9.8 92.3 62.8 0.305 0.671 186 Compound 104 Example 7 Compound 161B 4.0 10.3 87.4 69.1 0.240 0.715 130 Compound 306 Example 8 Compound 149B 4.2 10.5 85.7 64.8 0.234 0.719 136 Compound 312 Example 9 Compound 161B 4.6 10.8 83.4 57.0 0.248 0.711 151
Compound 306 Example 10 Compound 149B 4.8 10.5 85.6 55.6 0.237 0.717 128 Compound 312 Comparative Example 1 Compound 112A 9.6 131.7 6.8 2.2 0.332 0.648 One Comparative Example 2 Compound 226 3.7 17.0 52.9 44.8 0.226 0.724 42 Comparative Example 3 Compound 306 9.0 166.3 5.4 1.9 0.216 0.724 One Comparative Example 4 Compound 161B 4.0 12.8 70.4 54.8 0.242 0.720 52 Comparative Example 5 Host A 4.1 12.8 70.3 53.4 0.277 0.697 64

From Table 1, it can be seen that the organic light emitting devices of Examples 1 to 10 have excellent driving voltage, brightness, efficiency, color purity, and lifespan characteristics as compared to the organic light emitting devices of Comparative Examples 1 to 5.

10: organic light emitting device
110: first electrode
150: organic layer
190: second electrode

Claims (20)

A first electrode; A second electrode opposed to the first electrode; An organic layer including an emission layer interposed between the first electrode and the second electrode,
The light emitting layer is at least one selected from carbazole compounds represented by Formula 1; And at least one selected from heterocyclic compounds represented by Formulas 10C and 10E:
<Formula 1>

<Formula 10C>

<Formula 10E>

In Formulas 1 and 10C and 10E,
A ₁₁ to A ₁₄ , A ₂₁ and A ₂₂ are each independently of each other benzene, naphthalene, pyridine, pyrimidine, pyrazine, quinoline, isoquinoline, 2,6-naphthyridine, 1,8-naphthyridine, 1 , 5-naphthyridine, 1,6-naphthyridine, 1,7-naphthyridine, 2,7-naphthyridine, quinoxaline, phthalazine and quinazoline;
X ₁₁ is O, S, C (R ₁₆ ) (R ₁₇ ), Si (R ₁₆ ) (R ₁₇ ), P (R ₁₆ ), B (R ₁₆ ), P (= O) (R ₁₆ ) or N (R ₁₆ );
X ₂₁ and X ₂₂ are independently of each other, N- (L ₂₁ ) _a21 -R ₂₁ , O, S, C (R ₂₅ ) (R ₂₆ ), Si (R ₂₅ ) (R ₂₆ ), P (R ₂₅ ) , B (R ₂₅ ) or P (= 0) (R ₂₅ );
L ₁₁ is a C ₃ -C ₁₀ cycloalkylene group, a C ₃ -C ₁₀ heterocycloalkylene group, a C ₃ -C ₁₀ cycloalkenylene group, a C ₃ -C ₁₀ heterocycloalkenylene group, a C ₆ -C ₆₀ arylene group , A C ₁ -C ₆₀ heteroarylene group, a divalent non-aromatic condensed polycyclic group and a divalent non-aromatic condensed polycyclic group; And
At least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group One substituted C ₃ -C ₁₀ cycloalkylene group, C ₃ -C ₁₀ heterocycloalkylene group, C ₃ -C ₁₀ cycloalkenylene group, C ₃ -C ₁₀ heterocycloalkenylene group, C ₆ -C ₆₀ aryl Ethylene groups, C ₂ -C ₆₀ heteroarylene groups, divalent non-aromatic condensed polycyclic groups, and divalent non-aromatic condensed polycyclic groups; C ₁ -C ₆₀ heteroarylene group containing N and deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non- A C ₁ -C ₆₀ heteroarylene group comprising N substituted with at least one selected from an aromatic condensed polycyclic group and a monovalent non-aromatic heterocondensed polycyclic group;
a11 is selected from an integer of 0 to 5;
R ₁₁ , R ₁₆ and R ₁₇ are independently of each other,
Hydrogen, C ₁ -C ₆₀ alkyl group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -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 condensed polycyclic group, and —N (Q ₁₁ ) (Q ₁₂ ); And
At least one selected from deuterium, —F, —Cl, —Br, —I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group C ₁ -C ₆₀ alkyl group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -substituted with one. C ₆₀ aryl group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group; C ₁ -C ₆₀ heteroaryl group containing N and deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non- A C ₁ -C ₆₀ heteroaryl group comprising N substituted with at least one selected from an aromatic condensed polycyclic group and a monovalent non-aromatic heterocondensed polycyclic group;
L ₂₁ is a C ₁ -C ₆₀ heteroarylene group containing N; And
At least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group C ₁ -C ₆₀ heteroarylene group substituted with one; Is selected from;
a21 is selected from an integer of 0 to 5;
R ₂₁ , R ₂₅ and R ₂₆ are independently of each other,
Hydrogen, C ₁ -C ₆₀ alkyl group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -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 condensed polycyclic group, and —N (Q ₁₁ ) (Q ₁₂ ); And
At least one selected from deuterium, —F, —Cl, —Br, —I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group C ₁ -C ₆₀ alkyl group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -substituted with one. C ₆₀ aryl group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group; Is selected from;
R ₁₂ to R ₁₅ and R ₂₂ to R ₂₄ are each independently,
Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine, hydrazone, carboxyl group or salt thereof, sulfonic acid group or salt thereof, phosphoric acid or its salt Salts, C ₁ -C ₆₀ alkyl groups, C ₂ -C ₆₀ alkenyl groups, C ₂ -C ₆₀ alkynyl groups and C ₁ -C ₆₀ alkoxy groups;
Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine, hydrazone, carboxyl group or salt thereof, sulfonic acid group or salt thereof and phosphoric acid or salt thereof, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryl C ₁ -C ₆₀ alkyl group substituted with at least one of oxy, C ₆ -C ₆₀ arylthio group, C ₂ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic ring and monovalent non-aromatic condensed polycyclic ring, C ₂ -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkynyl group and C ₁ -C ₆₀ alkoxy group;
C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₂ -C ₆₀ hetero Aryl groups, monovalent non-aromatic condensed polycyclic and monovalent non-aromatic condensed polycyclic;
Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine, hydrazone, carboxyl group or salt thereof, sulfonic acid group or salt thereof, phosphoric acid or salt thereof, C ₁ -C ₆₀ alkyl group, C ₂ -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkynyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ hetero cycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ aryl come Im, C ₂ -C ₆₀ heteroaryl, A C ₃ -C ₁₀ cycloalkyl group, a C ₃ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₂ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic and monovalent non-aromatic condensed polycyclic; And
-N (Q ₂₁ ) (Q ₂₂ );
b12 to b15 and b22 to b24 are each independently selected from an integer of 1 to 5;
Q ₁₁ , Q ₁₂ , Q ₂₁ and Q ₂₂ independently of one another are a C ₆ -C ₆₀ aryl group substituted with hydrogen, a C ₁ -C ₆₀ alkyl group, a C ₆ -C ₆₀ aryl group and a C ₆ -C ₆₀ aryl group Is selected from. The method of claim 1,
X ₁₁ is O, S, C (R ₁₆ ) (R ₁₇ ) or N (R ₁₆ );
R ₁₆ and R ₁₇ are optionally linked to each other to form a saturated ring or an unsaturated ring;
R ₁₆ and R ₁₇ are, independently from each other, hydrogen, a C ₁ -C ₆₀ alkyl group, a C ₆ -C ₆₀ aryl group and —N (Q ₁₁ ) (Q ₁₂ ); And
Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl, C ₆ -C ₆₀ aryl group and a monovalent non-aromatic condensed polycyclic group substituted by at least one selected from, C ₁ -C ₆₀ alkyl group And a C ₆ -C ₆₀ aryl group;
Q ₁₁ and Q ₁₂ are each independently selected from hydrogen, a C ₁ -C ₆₀ alkyl group and a C ₆ -C ₆₀ aryl group. The method of claim 1,
L ₁₁ is phenylene, pentalenylene, indenylene, naphthylene, azulenylene, heptalylene, heptenylene, indaneylene, acene Naphthylene, fluorenylene, spiro-fluorenylene, benzofluorenylene, dibenzofluorenylene, phenalenylene, phenane Phenanthrenylene, anthracenylene, fluoranthenylene, triphenylenylene, pyrenylene, chrysenylene, naphthacenylene, Picenylene, perylenylene, pentaphenylene, hexacenylene, pentacenylene, rubicenylene, rubicenylene, coronenylene and o Valenylene; And
At least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group Phenylene, pentalenylene, indenylene, naphthylene, azulenylene, heptalylene, indasenylene, acenaphthylene, fluorenylene, spiro-fluorenylene, benzofluorenylene, disubstituted with one Benzofluorenylene, penalenylene, phenanthrenylene, anthracenylene, fluoranthhenylene, triphenylenylene, pyrenylene, chrysenylene, naphthacelene, pisenylene, peryleneylene, pentaphenylene , Hexasenylene, pentacenylene, rubizenylene, coronylene and ovalenylene; Organic light-emitting device is selected from. The method of claim 1,
R ₁₁ is a C ₆ -C ₆₀ aryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed polycyclic group, and —N (Q ₁₁ ) (Q ₁₂ ); And
Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl and C ₆ -C ₆₀ with at least one substituted selected from the group consisting of aryl groups, C ₆ -C ₆₀ aryl group, a monovalent non-aromatic condensed polycyclic Group and monovalent non-aromatic heterocondensed polycyclic group;
Q ₁₁ and Q ₁₂ are each independently selected from a C ₆ -C ₆₀ aryl group and a C ₆ -C ₆₀ aryl group substituted with a C ₆ -C ₆₀ aryl group. The method of claim 1,
X ₂₁ and X ₂₂ are, independently from each other, N- (L ₂₁ ) _a21 -R ₂₁ , O, S or C (R ₂₅ ) (R ₂₆ );
R ₂₅ and R ₂₆ are optionally linked to each other to form a saturated ring or an unsaturated ring;
R ₂₅ and R ₂₆ are, independently from each other, hydrogen, a C ₁ -C ₆₀ alkyl group, a C ₆ -C ₆₀ aryl group and —N (Q ₁₁ ) (Q ₁₂ ); And
Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl, C ₆ -C ₆₀ aryl group and a monovalent non-aromatic condensed polycyclic group substituted by at least one selected from, C ₁ -C ₆₀ alkyl group And a C ₆ -C ₆₀ aryl group;
Q ₁₁ and Q ₁₂ are each independently selected from hydrogen, a C ₁ -C ₆₀ alkyl group and a C ₆ -C ₆₀ aryl group. The method of claim 1,
L ₂₁ is pyrrolylene, imidazolylene, pyrazolylene, pyridinylene, pyrazinylene, pyrimidinylene, pyrimidinylene, indolylene, Quinolinylene, isoquinolinylene, benzoquinolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, triazolylene ) And tetrazolylene; And
At least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group Pyrroleylene, imidazole ylene, pyrazolylene, pyridinylene, pyrazinylene, pyrimidinylene, indolylene, quinolinilylene, isoquinolinyl, benzoquinolinylene, phenantridinylene, arc substituted with one Ridinylene, phenanthrolinylene, triazolylene and tetrazolylene; Organic light emitting device selected from among. The method of claim 1,
R ₂₁ is hydrogen, a C ₆ -C ₆₀ aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed polycyclic group, and —N (Q ₁₁ ) (Q ₁₂ ) ; And
At least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group Hydrogen, a C ₆ -C ₆₀ aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic condensed polycyclic group substituted with one; Is selected from;
Q ₁₁ and Q ₁₂ are each independently selected from a C ₆ -C ₆₀ aryl group and a C ₆ -C ₆₀ aryl group substituted with a C ₆ -C ₆₀ aryl group. The method of claim 1,
R ₁₂ to R ₁₅ and R ₂₂ to R ₂₄ are each independently,
Hydrogen, deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, C ₂ -C ₆₀ heteroaryl group and -N (Q ₂₁ ) (Q ₂₂ ) Is selected from;
Q ₂₁ and Q ₂₂ are independently of one another, C ₆ -C ₆₀ aryl group and a C _6, C ₆ -C ₆₀ aryl organic light emitting device, is selected from the group substituted with -C ₆₀ aryl. The method of claim 1,
The carbazole compound represented by Formula 1 may be selected from the following Compounds 101A to 163A, and the at least one heterocyclic compound selected from the compounds represented by 10C and 10E may be selected from Group I below:

<Group I>

The method of claim 1,
The organic light emitting layer further comprises a phosphorescent dopant. The method of claim 1,
A first electrode; A second electrode opposed to the first electrode; An organic layer including an emission layer interposed between the first electrode and the second electrode,
The light emitting layer is at least one selected from carbazole compounds represented by Formula 1; And at least one selected from heterocyclic compounds represented by Formulas 10C and 10E:
<Formula 1>

<Formula 10C>

<Formula 10E>

In Formulas 1 and 10C and 10E,
A ₁₁ to A ₁₄ , A ₂₁ and A ₂₂ are each independently of each other benzene, naphthalene, pyridine, pyrimidine, pyrazine, quinoline, isoquinoline, 2,6-naphthyridine, 1,8-naphthyridine, 1 , 5-naphthyridine, 1,6-naphthyridine, 1,7-naphthyridine, 2,7-naphthyridine, quinoxaline, phthalazine and quinazoline;
X ₁₁ is O, S, C (R ₁₆ ) (R ₁₇ ), Si (R ₁₆ ) (R ₁₇ ), P (R ₁₆ ), B (R ₁₆ ), P (= O) (R ₁₆ ) or N (R ₁₆ );
X ₂₁ and X ₂₂ are independently of each other, N- (L ₂₁ ) _a21 -R ₂₁ , O, S, C (R ₂₅ ) (R ₂₆ ), Si (R ₂₅ ) (R ₂₆ ), P (R ₂₅ ) , B (R ₂₅ ) or P (= 0) (R ₂₅ );
L ₁₁ is a C ₁ -C ₆₀ heteroarylene group containing N; And
At least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group C ₁ -C ₆₀ heteroarylene group substituted with one; Is selected from;
a11 is selected from an integer of 0 to 5;
R ₁₁ , R ₁₆ and R ₁₇ are independently of each other,
Hydrogen, C ₁ -C ₆₀ alkyl group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -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 condensed polycyclic group, and —N (Q ₁₁ ) (Q ₁₂ ); And
At least one selected from deuterium, —F, —Cl, —Br, —I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group C ₁ -C ₆₀ alkyl group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -substituted with one. C ₆₀ aryl group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group; Is selected from;
L ₂₁ is a C ₃ -C ₁₀ cycloalkylene group, a C ₃ -C ₁₀ heterocycloalkylene group, a C ₃ -C ₁₀ cycloalkenylene group, a C ₃ -C ₁₀ heterocycloalkenylene group, a C ₆ -C ₆₀ arylene group , A C ₁ -C ₆₀ heteroarylene group, a divalent non-aromatic condensed polycyclic group and a divalent non-aromatic condensed polycyclic group; And
At least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group One substituted C ₃ -C ₁₀ cycloalkylene group, C ₃ -C ₁₀ heterocycloalkylene group, C ₃ -C ₁₀ cycloalkenylene group, C ₃ -C ₁₀ heterocycloalkenylene group, C ₆ -C ₆₀ aryl Ethylene groups, C ₂ -C ₆₀ heteroarylene groups, divalent non-aromatic condensed polycyclic groups, and divalent non-aromatic condensed polycyclic groups; C ₁ -C ₆₀ heteroarylene group containing N and deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non- A C ₁ -C ₆₀ heteroarylene group comprising N substituted with at least one selected from an aromatic condensed polycyclic group and a monovalent non-aromatic heterocondensed polycyclic group;
a21 is selected from an integer of 0 to 5;
R ₂₁ , R ₂₅ and R ₂₆ are independently of each other,
Hydrogen, C ₁ -C ₆₀ alkyl group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -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 condensed polycyclic group, and —N (Q ₁₁ ) (Q ₁₂ ); And
At least one selected from deuterium, —F, —Cl, —Br, —I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group C ₁ -C ₆₀ alkyl group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -substituted with one. C ₆₀ aryl group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group; C ₁ -C ₆₀ heteroaryl group containing N and deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non- A C ₁ -C ₆₀ heteroaryl group comprising N substituted with at least one selected from an aromatic condensed polycyclic group and a monovalent non-aromatic heterocondensed polycyclic group;
R ₁₂ to R ₁₅ and R ₂₂ to R ₂₄ are each independently,
Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine, hydrazone, carboxyl group or salt thereof, sulfonic acid group or salt thereof, phosphoric acid or its salt Salts, C ₁ -C ₆₀ alkyl groups, C ₂ -C ₆₀ alkenyl groups, C ₂ -C ₆₀ alkynyl groups and C ₁ -C ₆₀ alkoxy groups;
Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine, hydrazone, carboxyl group or salt thereof, sulfonic acid group or salt thereof and phosphoric acid or salt thereof, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryl C ₁ -C ₆₀ alkyl group substituted with at least one of oxy, C ₆ -C ₆₀ arylthio group, C ₂ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic ring and monovalent non-aromatic condensed polycyclic ring, C ₂ -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkynyl group and C ₁ -C ₆₀ alkoxy group;
C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₂ -C ₆₀ hetero Aryl groups, monovalent non-aromatic condensed polycyclic and monovalent non-aromatic condensed polycyclic;
Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine, hydrazone, carboxyl group or salt thereof, sulfonic acid group or salt thereof, phosphoric acid or salt thereof, C ₁ -C ₆₀ alkyl group, C ₂ -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkynyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ hetero cycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ aryl come Im, C ₂ -C ₆₀ heteroaryl, A C ₃ -C ₁₀ cycloalkyl group, a C ₃ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₂ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic and monovalent non-aromatic condensed polycyclic; And
-N (Q ₂₁ ) (Q ₂₂ );
b12 to b15 and b22 to b24 are each independently selected from an integer of 1 to 5;
Q ₁₁ , Q ₁₂ , Q ₂₁ and Q ₂₂ independently of one another are a C ₆ -C ₆₀ aryl group substituted with hydrogen, a C ₁ -C ₆₀ alkyl group, a C ₆ -C ₆₀ aryl group and a C ₆ -C ₆₀ aryl group Is selected from. The method of claim 11,
X ₁₁ is O, S, C (R ₁₆ ) (R ₁₇ ) or N (R ₁₆ );
R ₁₆ and R ₁₇ are optionally linked to each other to form a saturated ring or an unsaturated ring;
R ₁₆ and R ₁₇ are, independently from each other, hydrogen, a C ₁ -C ₆₀ alkyl group, a C ₆ -C ₆₀ aryl group and —N (Q ₁₁ ) (Q ₁₂ ); And
Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl, C ₆ -C ₆₀ aryl group and a monovalent non-aromatic condensed polycyclic group substituted by at least one selected from, C ₁ -C ₆₀ alkyl group And a C ₆ -C ₆₀ aryl group;
Q ₁₁ and Q ₁₂ are each independently selected from hydrogen, a C ₁ -C ₆₀ alkyl group and a C ₆ -C ₆₀ aryl group. The method of claim 11,
L ₁₁ is pyrrolylene, imidazolylene, pyrazolylene, pyridinylene, pyrazinylene, pyrimidinylene, pyrimidinylene, indolylene, Quinolinylene, isoquinolinylene, benzoquinolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, triazolylene ) And tetrazolylene; And
At least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group Pyrroleylene, imidazole ylene, pyrazolylene, pyridinylene, pyrazinylene, pyrimidinylene, indolylene, quinolinilylene, isoquinolinyl, benzoquinolinylene, phenantridinylene, arc substituted with one Ridinylene, phenanthrolinylene, triazolylene and tetrazolylene; Organic light emitting device selected from among. The method of claim 11,
R ₁₁ is hydrogen, a C ₆ -C ₆₀ aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed polycyclic group and —N (Q ₁₁ ) (Q ₁₂ ) ; And
At least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group Hydrogen, a C ₆ -C ₆₀ aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic condensed polycyclic group substituted with one; Is selected from;
Q ₁₁ and Q ₁₂ are each independently selected from a C ₆ -C ₆₀ aryl group and a C ₆ -C ₆₀ aryl group substituted with a C ₆ -C ₆₀ aryl group. The method of claim 11,
X ₂₁ and X ₂₂ are, independently from each other, N- (L ₂₁ ) _a21 -R ₂₁ , O, S or C (R ₂₅ ) (R ₂₆ );
R ₂₅ and R ₂₆ are optionally linked to each other to form a saturated ring or an unsaturated ring;
R ₂₅ and R ₂₆ are, independently from each other, hydrogen, a C ₁ -C ₆₀ alkyl group, a C ₆ -C ₆₀ aryl group and —N (Q ₁₁ ) (Q ₁₂ ); And
Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl, C ₆ -C ₆₀ aryl group and a monovalent non-aromatic condensed polycyclic group substituted by at least one selected from, C ₁ -C ₆₀ alkyl group And a C ₆ -C ₆₀ aryl group;
Q ₁₁ and Q ₁₂ are each independently selected from hydrogen, a C ₁ -C ₆₀ alkyl group and a C ₆ -C ₆₀ aryl group. The method of claim 11,
L ₂₁ is phenylene, pentalenylene, indenylene, naphthylene, nazuthylene, azulenylene, heptalenylene, indaneylene, acecenylene Naphthylene, fluorenylene, spiro-fluorenylene, benzofluorenylene, dibenzofluorenylene, phenalenylene, phenane Phenanthrenylene, anthracenylene, fluoranthenylene, triphenylenylene, pyrenylene, chrysenylene, naphthacenylene, Picenylene, perylenylene, pentaphenylene, hexacenylene, pentacenylene, rubicenylene, rubicenylene, coronenylene and o Valenylene; And
At least one selected from deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed polycyclic group Phenylene, pentalenylene, indenylene, naphthylene, azulenylene, heptalylene, indasenylene, acenaphthylene, fluorenylene, spiro-fluorenylene, benzofluorenylene, disubstituted with one Benzofluorenylene, penalenylene, phenanthrenylene, anthracenylene, fluoranthhenylene, triphenylenylene, pyrenylene, chrysenylene, naphthacelene, pisenylene, peryleneylene, pentaphenylene , Hexasenylene, pentacenylene, rubizenylene, coronylene and ovalenylene; Organic light-emitting device is selected from. The method of claim 11,
R ₂₁ is a C ₆ -C ₆₀ aryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed polycyclic group, and —N (Q ₁₁ ) (Q ₁₂ ); And
Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl and C ₆ -C ₆₀ with at least one substituted selected from the group consisting of aryl groups, C ₆ -C ₆₀ aryl group, a monovalent non-aromatic condensed polycyclic Group and monovalent non-aromatic heterocondensed polycyclic group;
Q ₁₁ and Q ₁₂ are each independently selected from a C ₆ -C ₆₀ aryl group and a C ₆ -C ₆₀ aryl group substituted with a C ₆ -C ₆₀ aryl group. The method of claim 11,
R ₁₂ to R ₁₅ and R ₂₂ to R ₂₄ are each independently,
Hydrogen, deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, C ₂ -C ₆₀ heteroaryl group and -N (Q ₂₁ ) (Q ₂₂ ) Is selected from;
Q ₂₁ and Q ₂₂ are independently of one another, C ₆ -C ₆₀ aryl group and a C _6, C ₆ -C ₆₀ aryl organic light emitting device, is selected from the group substituted with -C ₆₀ aryl. The method of claim 11,
The carbazole compound represented by Formula 1 may be selected from the following compounds 101B to 160B, and at least one heterocyclic compound selected from compounds represented by 10C and 10E may be selected from the following Group II:

<Group II>

The method of claim 11,
The organic light emitting layer further comprises a phosphorescent dopant.

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