KR20180128369A - Organic light-emitting devices - Google Patents

Abstract

The present invention relates to an organic light emitting device, which can have high brightness, high efficiency, and a long lifespan, comprising: a first electrode; a second electrode facing the first electrode; and an organic layer including a light emitting layer interposed between the first and second electrodes.

Description

Organic light-emitting devices

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

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

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

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

A first electrode; A second electrode facing the first electrode; And an organic layer including a light emitting layer interposed between the first electrode and the second electrode,

Wherein the light emitting layer comprises at least one selected from carbazole-based compounds represented by the following formula (1): And heterocyclic compounds represented by the following general formulas (10A), (10B), (10C), (10D) and (10E):

≪ Formula 1 >

&Lt; Formula 10A > < EMI ID =

&Lt; Formula 10C > < EMI ID =

&Lt; Formula 10E >

Among the above-mentioned Formulas 1 and 10A, 10B, 10C, 10D and 10E,

A ₁₁ to A ₁₄ , A ₂₁ and A ₂₂ are each independently selected from the group consisting of benzene, naphthalene, pyridine, pyrimidine, pyrazine, quinoline, isoquinoline, naphthyridine, 1,8-naphthyridine, , 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 &lt; ₁₆ &gt;);

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 (= O) (R ₂₅ );

L ₁₁ represents 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 heterocyclic polycyclic group; And

Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl, C ₆ -C ₆₀ aryl group, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least one substituted, C ₃ -C ₁₀ cycloalkylene group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkyl alkenylene, C ₆ -C ₆₀ aryl A C ₂ -C ₆₀ heteroarylene group, a divalent non-aromatic condensed polycyclic group and a divalent non-aromatic heterocyclic polycyclic group; A C ₁ -C ₆₀ heteroarylene group containing N and a substituent selected from the group consisting of deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, A C ₁ -C ₆₀ heteroarylene group containing N, which is substituted with at least one selected from an aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group, is excluded;

a11 is selected from integers from 0 to 5;

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

Hydrogen, C ₁ -C ₆₀ alkyl, C ₃ -C ₁₀ cycloalkyl, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ hetero cycloalkenyl group, C ₆ -C ₆₀ An aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic polycyclic 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, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least one substituted, C ₁ -C ₆₀ alkyl, C ₃ -C ₁₀ cycloalkyl, 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, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group; A C ₁ -C ₆₀ heteroaryl group containing N and a group selected from the group consisting of deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl, C ₆ -C ₆₀ aryl, A C ₁ -C ₆₀ heteroaryl group containing N, which is substituted with at least one selected from an aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group, is excluded;

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

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

a21 is selected from integers from 0 to 5;

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

Hydrogen, C ₁ -C ₆₀ alkyl, C ₃ -C ₁₀ cycloalkyl, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ hetero cycloalkenyl group, C ₆ -C ₆₀ An aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic polycyclic 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, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least one substituted, C ₁ -C ₆₀ alkyl, C ₃ -C ₁₀ cycloalkyl, 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, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group; ;

R ₁₂ to R ₁₅ and R ₂₂ to R ₂₄ independently of one another,

Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine, a hydrazone, a carboxyl group or a salt thereof, A C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group and a C ₁ -C ₆₀ alkoxy group;

Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl group or salt thereof, 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 heterocycloalkenyl group, a C ₆ -C ₆₀ aryl group, a C ₆ -C ₆₀ aryl A C ₁ -C ₆₀ alkyl group substituted by at least one of a C ₆ -C ₆₀ arylthio group, a C ₂ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group, C _A C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group, and a C ₁ -C ₆₀ alkoxy 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 heterocycloalkenyl group, a C ₆ -C ₆₀ aryl group, a C ₂ -C ₆₀ hetero Aryl groups, monovalent non-aromatic condensed polycyclic and monovalent non-aromatic heterocyclic polycyclic;

Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl group or salt thereof, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl, 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, group, a monovalent non-aromatic condensed polycyclic one and is a non-at least one substitution selected from the group consisting of condensed polycyclic aromatic heterocyclic C ₃ -C ₁₀ cycloalkyl, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, A C ₃ -C ₁₀ heterocycloalkenyl group, a C ₆ -C ₆₀ aryl group, a C ₂ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic and a monovalent non-aromatic heterocyclic polycyclic; And

Selected from _{-N (Q 21) (Q 22} ) and;

b12 to b15 and b22 to b24 are each independently selected from integers from 1 to 5;

Q ₁₁ , Q ₁₂ , Q ₂₁ and Q ₂₂ are each independently 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 .

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

Wherein the light emitting layer comprises at least one selected from carbazole-based compounds represented by the following formula (1): And heterocyclic compounds represented by the following general formulas (10A), (10B), (10C), (10D) and (10E):

&Lt; Formula 1 >

&Lt; Formula 10A > < EMI ID =

&Lt; Formula 10C > < EMI ID =

&Lt; Formula 10E >

Among the above-mentioned Formulas 1 and 10A, 10B, 10C, 10D and 10E,

A ₁₁ to A ₁₄ , A ₂₁ and A ₂₂ are each independently selected from the group consisting of benzene, naphthalene, pyridine, pyrimidine, pyrazine, quinoline, isoquinoline, naphthyridine, 1,8-naphthyridine, , 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 &lt; ₁₆ &gt;);

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 (= O) (R ₂₅ );

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

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

a11 is selected from integers from 0 to 5;

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

Hydrogen, C ₁ -C ₆₀ alkyl, C ₃ -C ₁₀ cycloalkyl, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ hetero cycloalkenyl group, C ₆ -C ₆₀ An aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic polycyclic 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, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least one substituted, C ₁ -C ₆₀ alkyl, C ₃ -C ₁₀ cycloalkyl, 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, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group; ;

L ₂₁ represents 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 heterocyclic polycyclic group; And

Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl, C ₆ -C ₆₀ aryl group, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least one substituted, C ₃ -C ₁₀ cycloalkylene group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkyl alkenylene, C ₆ -C ₆₀ aryl A C ₂ -C ₆₀ heteroarylene group, a divalent non-aromatic condensed polycyclic group and a divalent non-aromatic heterocyclic polycyclic group; A C ₁ -C ₆₀ heteroarylene group containing N and a substituent selected from the group consisting of deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, A C ₁ -C ₆₀ heteroarylene group containing N, which is substituted with at least one selected from an aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group, is excluded;

a21 is selected from integers from 0 to 5;

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

Hydrogen, C ₁ -C ₆₀ alkyl, C ₃ -C ₁₀ cycloalkyl, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ hetero cycloalkenyl group, C ₆ -C ₆₀ An aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic polycyclic 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, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least one substituted, C ₁ -C ₆₀ alkyl, C ₃ -C ₁₀ cycloalkyl, 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, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group; A C ₁ -C ₆₀ heteroaryl group containing N and a group selected from the group consisting of deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl, C ₆ -C ₆₀ aryl, A C ₁ -C ₆₀ heteroaryl group containing N, which is substituted with at least one selected from an aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group, is excluded;

R ₁₂ to R ₁₅ and R ₂₂ to R ₂₄ independently of one another,

Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine, a hydrazone, a carboxyl group or a salt thereof, A C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group and a C ₁ -C ₆₀ alkoxy group;

Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl group or salt thereof, 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 heterocycloalkenyl group, a C ₆ -C ₆₀ aryl group, a C ₆ -C ₆₀ aryl A C ₁ -C ₆₀ alkyl group substituted by at least one of a C ₆ -C ₆₀ arylthio group, a C ₂ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group, C _A C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group, and a C ₁ -C ₆₀ alkoxy 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 heterocycloalkenyl group, a C ₆ -C ₆₀ aryl group, a C ₂ -C ₆₀ hetero Aryl groups, monovalent non-aromatic condensed polycyclic and monovalent non-aromatic heterocyclic polycyclic;

Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl group or salt thereof, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl, 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, group, a monovalent non-aromatic condensed polycyclic one and is a non-at least one substitution selected from the group consisting of condensed polycyclic aromatic heterocyclic C ₃ -C ₁₀ cycloalkyl, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, A C ₃ -C ₁₀ heterocycloalkenyl group, a C ₆ -C ₆₀ aryl group, a C ₂ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic and a monovalent non-aromatic heterocyclic polycyclic; And

Selected from _{-N (Q 21) (Q 22} ) and;

b12 to b15 and b22 to b24 are each independently selected from integers from 1 to 5;

Q ₁₁ , Q ₁₂ , Q ₂₁ and Q ₂₂ are each independently 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 .

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

1 is a schematic view showing the structure of an organic light emitting device according to an embodiment.

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

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

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

In the present specification, the term " organic layer " refers to all single layers and / or plural layers interposed between the first electrode and the second electrode of the organic light emitting device. The material contained in the layer of the " organic layer " is not limited to an organic material.

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

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

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

The first electrode 110 may be formed, for example, by providing a first electrode material on the substrate using a deposition method, a sputtering method, or the like. When the first electrode 110 is an anode, the first electrode material may be selected from materials having a high work function to facilitate hole injection. The first electrode 110 may be a reflective electrode, a transflective electrode, or a transmissive electrode. As the material for the first electrode, indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO ₂ ), zinc oxide (ZnO) and the like which are transparent and excellent in conductivity can be used. (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), or the like is used as the first electrode material for forming the first electrode 110 which is a translucent electrode or a reflective electrode. ), Magnesium-indium (Mg-In), and magnesium-silver (Mg-Ag).

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

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

The organic layer 150 may 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 light emitting layer and the second electrode.

The hole transporting region may include at least one of a hole injecting layer (HIL), a hole transporting layer (HTL), a buffer layer and an electron blocking layer (EBL), and the electron transporting region may include at least one of a hole blocking layer (HBL) (ETL), and an electron injection layer (EIL).

The hole transporting region may have a single layer made of a single material, a single layer made of a plurality of different materials, or a multi-layered structure having a plurality of layers made of a plurality of different materials.

For example, the hole transporting region may have a single layer structure composed of a plurality of different materials, or may have a structure in which a hole injection layer / hole transport layer, a hole injection layer / a hole transport layer / a buffer layer , A hole injection layer / a buffer layer, a hole transporting layer / a buffer layer, a hole injecting layer / a hole transporting layer / an electron blocking layer, but the present invention is not limited thereto.

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

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

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

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

The hole-transporting region may be at least one selected from the group consisting of m-MTDATA, TDATA, 2-TNATA, NPB, beta-NPB, TPD, Spiro- TPD, Spiro- NPB, alpha -NPB, TAPC, HMTPD, TCTA (N-carbazolyl) triphenylamine), Pani / DBSA (polyaniline / dodecylbenzenesulfonic acid), PEDOT / PSS Poly (3,4-ethylenedioxythiophene) / poly (4-styrenesulfonate) / poly (4-styrenesulfonate) / Pani / CSA (polyaniline / camphor sulfonicacid) Styrene sulfonate), PANI / PSS (polyaniline) / poly (4-styrenesulfonate) / poly (4-styrenesulfonate)), a compound represented by the following formula 201 and a compound represented by the following formula can do:

&Lt; Formula 201 >

&Lt; EMI ID =

Of the above formulas (201) and (202)

L ₂₀₁ to L ₂₀₅ independently represent a substituted or unsubstituted C ₃ -C ₁₀ cycloalkylene, a substituted or unsubstituted C ₃ -C ₁₀ heterocycloalkylene, a substituted or unsubstituted C ₃ -C ₁₀ cyclo 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 2 is selected from non-aromatic condensed polycyclic groups,

The substituted C ₃ -C ₁₀ cycloalkylene, substituted C ₃ -C ₁₀ hetero cycloalkylene, substituted C ₃ -C ₁₀ cycloalkyl alkenylene, substituted C ₃ -C ₁₀ heterocycloalkyl alkenylene, substituted C ₆ -C ₆₀ arylene, substituted C ₂ -C ₆₀ hetero arylene and substituted divalent non-aromatic condensed at least one substituent of the polycyclic group,

Deuterium, hydrazone, carboxyl and salts thereof, sulfonic acids and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₆ -alkyl, -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl and C ₁ -C ₆₀ alkoxy;

Deuterium, hydrazone, carboxyl and salts thereof, sulfonic acid and its salts, phosphoric acid and salts thereof, C ₃ -C ₆ alkyl, C ₃ -C ₆ alkoxy, 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 group, a non-condensed polycyclic aromatic _{group, -N (Q 201) (Q} 202), -Si (Q 203) (Q 204) (Q 205) and -B (Q ₂₀₆₎ (Q ₂₀₇₎ of the at least one substituted, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl 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, hydrazone, carboxyl and salts thereof, sulfonic acids and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₆ -alkyl, -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 _{groups, -N (Q 211) (Q} 212), -Si (Q 213) (Q 214) (Q 215) and _{-B (Q 216) (Q 217} ) of the at least one substituted, C ₃ -C ₁₀ cycloalkyl 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

Q ₂₂₁ ( _Q222 ), -Si ( _Q223 ) ( _Q224 ) ( _Q225 ), and -B ( _Q226 ) ( _Q227 ); ;

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

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

R ₂₀₁ to R ₂₀₅ , independently of each other,

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

Deuterium, hydrazone, carboxyl and salts thereof, sulfonic acid and its salts, phosphoric acid and salts thereof, C ₃ -C ₆ alkyl, C ₃ -C ₆ alkoxy, 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 group, a non-condensed polycyclic aromatic _{group, -N (Q 231) (Q} 232), -Si (Q 233) (Q 234) (Q 235) and -B (Q ₂₃₆₎ (Q ₂₃₇₎ of the at least one substituted, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl 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; And

Deuterium, hydrazone, carboxyl and salts thereof, sulfonic acids and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₆ -alkyl, -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 _{groups, -N (Q 241) (Q} 242), -Si (Q 243) (Q 244) (Q 245) and _{-B (Q 246) (Q 247} ) of the at least one substituted, C ₃ -C ₁₀ cycloalkyl 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; ;

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

Deuterium, hydrazone, carboxyl and salts thereof, sulfonic acid and its salts, phosphoric acid and salts thereof, C ₃ -C ₆ alkyl, C ₃ -C ₆ alkoxy, 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 and C ₂ -C ₆₀ alkynyl, substituted with at least one of C ₆ -C ₆₀ arylthio, C ₂ -C ₆₀ heteroaryl and non-aromatic condensed polycyclic groups, 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, hydrazone, carboxyl and salts thereof, sulfonic acids and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₆ -alkyl, -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 nonaromatic condensed polycyclic 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; .

For each of L ₂₀₁ to L ₂₀₅ in the above formulas (201) and (202), refer to the description of L ₁ in the present specification, and for the description of each of R ₂₀₁ to R ₂₀₅ , refer to the description of R ₁₁ in the present specification.

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

L ₂₀₁ to L ₂₀₅ independently from each other,

And examples thereof include phenylene, naphthylene, fluorenylene, spiro-fluorenylene, benzofluorene, dibenzofluorene, phenanthrenylene, anthracenylene, pyrenylene, chrysinylene, pyridinylene, pyrazinylene, Pyrimidinylene, pyridazinylene, quinolinylene, isoquinolinylene, quinoxalinylene, quinazolinylene, carbazolylene and triazienylene; And

Deuterium, hydrazone, carboxyl and salts thereof, sulfonic acids and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₆ -alkyl, -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy, phenyl, naphthyl, fluorenyl, a spy-fluorenyl, benzo fluorenyl, dibenzo fluorenyl, phenanthrenyl, anthracenyl, pie alkylenyl, Cry Which is substituted with at least one of hydrogen, cyano, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, , Naphthylene, fluorenylene, spiro-fluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, pyrenylene, klychenylene, pyridinylene, pyrazinylene, Pyrimidinylene, pyridazinylene, quinolinylene, isoquinolinylene, quinoxalinylene, quinazolinylene, Zolylene and triazinylene; ;

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

xa &lt; 5 &gt; is 1, 2 or 3;

R ₂₀₁ to R ₂₀₅ , independently of each other,

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

Deuterium, hydrazone, carboxyl and salts thereof, sulfonic acids and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₆ -alkyl, -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy, phenyl, naphthyl, azulenyl, fluorenyl, a spy-fluorenyl, benzo fluorenyl, dibenzo fluorenyl, phenanthrenyl, anthracenyl, Substituted phenyl substituted with at least one of pyrrolyl, pyrenyl, klycenyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, Naphthyl, fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, klycenyl, pyridinyl, pyrazinyl, pyrimidinyl, Quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, and triazinyl; , But is not limited thereto.

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

&Lt; Formula 201A >

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

<Formula 201A-1>

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

&Lt; Formula 202A >

The description of L ₂₀₁ to L ₂₀₃ , xa 1 to xa 3, xa 5 and R ₂₀₂ to R ₂₀₄ in the above formulas 201A, 201A-1 and 202A is the same as that described in this specification, and R ₂₁₁ and R ₂₁₂ are the same as R ₂₀₃ , R ₂₁₃ to R ₂₁₆ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, And salts thereof, sulfonic acids 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, of the above formulas 201A, 201A-1 and 202A,

L ₂₀₁ to L ₂₀₃ independently from each other,

A substituted or unsubstituted heteroarylene group such as phenylen, naphthylene, fluorenylene, spiro-fluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, pyrenylene, Pyrimidinylene, pyridazinylene, quinolinylene, isoquinolinylene, quinoxalinylene, quinazolinylene, carbazolylene, and triazienylene; And

Deuterium, hydrazone, carboxyl and salts thereof, sulfonic acids and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₆ -alkyl, -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy, phenyl, naphthyl, fluorenyl, a spy-fluorenyl, benzo fluorenyl, dibenzo fluorenyl, phenanthrenyl, anthracenyl, pie alkylenyl, Cry Naphthylene substituted with at least one member selected from the group consisting of halogen, cyano, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, , Fluorenylene, spiro-fluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, pyrenylene, chryshenylene, pyridinylene, pyrazinylene, pyrimidinylene , Pyridazinylene, quinolinylene, isoquinolinylene, quinoxalinylene, quinazolinylene, Ylene and triazinyl alkylene; ;

xa1 to xa3 are, independently of each other, 0 or 1;

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

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

Deuterium, hydrazone, carboxyl and salts thereof, sulfonic acids and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₆ -alkyl, -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy, phenyl, naphthyl, fluorenyl, a spy-fluorenyl, benzo fluorenyl, dibenzo fluorenyl, phenanthrenyl, anthracenyl, pie alkylenyl, Cry Naphthyl, naphthyl, pyridyl, pyridyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl and triazinyl, Fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, klycenyl, phenanthrenyl, anthracenyl, pyrenyl, , Pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl , Carbazolyl, and triazinyl; ;

R &lt; ₂₁₃ &gt; and R &lt; ₂₁₄ &

C ₁ -C ₂₀ alkyl and C ₁ -C ₂₀ alkoxy;

Wherein R is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl and salts thereof, sulfonic acid and its salts, Naphthyl, fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, klycenyl, pyridinyl, pyrazinyl, pyrimidinyl, C ₁ -C ₂₀ alkyl and C ₁ -C ₂₀ alkoxy, substituted with at least one selected from nitrogen, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl and triazinyl;

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

Deuterium, hydrazone, carboxyl and salts thereof, sulfonic acids and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₆ -alkyl, -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy, phenyl, naphthyl, fluorenyl, a spy-fluorenyl, benzo fluorenyl, dibenzo fluorenyl, phenanthrenyl, anthracenyl, pie alkylenyl, Cry Naphthyl, naphthyl, pyridyl, pyridyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl and triazinyl, Pyridinyl, pyridazinyl, pyridazinyl, pyridazinyl, pyridazinyl, pyridazinyl, pyridazinyl, pyridazinyl, pyridazinyl, pyridazinyl, pyrimidinyl, pyridazinyl, quinoxalinyl, Quinolinyl, quinazolinyl, carbazolyl, and triazinyl; ;

R ₂₁₅ and R ₂₁₆ , independently of each other,

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

C ₁ -C ₂₀ alkyl and C ₁ -C ₂₀ alkoxy;

Wherein R is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl and salts thereof, sulfonic acid and its salts, Naphthyl, fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, klycenyl, pyridinyl, pyrazinyl, pyrimidinyl, C ₁ -C ₂₀ alkyl and C ₁ -C ₂₀ alkoxy, substituted with at least one selected from nitrogen, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl and triazinyl;

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

Deuterium, hydrazone, carboxyl and salts thereof, sulfonic acids and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₆ -alkyl, -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy, phenyl, naphthyl, fluorenyl, a spy-fluorenyl, benzo fluorenyl, dibenzo fluorenyl, phenanthrenyl, anthracenyl, pie alkylenyl, Cry Naphthyl, naphthyl, pyridyl, pyridyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl and triazinyl, Pyridinyl, pyridazinyl, pyridazinyl, pyridazinyl, pyridazinyl, pyridazinyl, pyridazinyl, pyridazinyl, pyridazinyl, pyridazinyl, pyrimidinyl, pyridazinyl, quinoxalinyl, Quinolinyl, quinazolinyl, carbazolyl, and triazinyl; ;

xa5 is 1 or 2;

In the above formulas 201A and 201A-1, R ₂₁₃ and R ₂₁₄ 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 thickness of the hole transporting region may be from about 100 A to about 10,000 A, for example, from about 100 A to about 1000 A. When the hole transporting region includes both the hole injecting layer and the hole transporting layer, the thickness of the hole injecting layer is about 100 Å to about 10,000 Å, for example, about 100 Å to about 1000 Å, and the thickness of the hole transporting layer is about 50 Å For example, from about 100 A to about 1500 A, for example. When the thicknesses of the hole transporting region, the hole injecting layer, and the hole transporting layer satisfy the above-described ranges, satisfactory hole transporting characteristics can be obtained without substantially increasing the driving voltage.

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

The charge-producing material may be, for example, a p-dopant. 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 tetracyanoquinodimethane (TCNQ) and 2,3,5,6-tetrafluoro-tetracyano-1,4-benzoquinone di Quinone derivatives such as phosphorus (F4-TCNQ); Metal oxides such as tungsten oxide and molybdenum oxide; And the following compound HT-D1, but the present invention is not limited thereto.

<Compound HT-D1> <F4-TCNQ>

The hole transporting region may further include at least one of a buffer layer and an electron blocking layer in addition to the hole injecting layer and the hole transporting layer as described above. The buffer layer may compensate the optical resonance distance according to the wavelength of the light emitted from the light emitting layer to increase the light emission efficiency. As the material contained in the buffer layer, a material that can be included in the hole transporting region may be used. The electron blocking layer is a layer that prevents the injection of electrons from the electron transporting region.

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

When the organic light emitting device 10 is a full color organic light emitting device, it 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 sub-pixels. 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 laminated or a structure in which a red light emitting material, a green light emitting material and a blue light emitting material are mixed without layering, and emits white light. Alternatively, the light emitting layer may be a white light emitting layer, and may further include a color converting layer or a color filter that converts the white light into light of a desired color.

The light emitting layer may include a host.

In one embodiment, the light emitting layer comprises at least one selected from carbazole-based compounds represented by the following formula (1): And heterocyclic compounds represented by the following formulas (10A), (10B), (10C), (10D) and (10E).

&Lt; Formula 1 >

&Lt; Formula 10A > < EMI ID =

&Lt; Formula 10C > < EMI ID =

&Lt; Formula 10E >

Among the above-mentioned Formulas 1 and 10A, 10B, 10C, 10D and 10E,

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

For example, of the above formulas 1 and 10A, 10B, 10C, 10D and 10E, A ₁₁ to A ₁₄ , A ₂₁ and A ₂₂ independently of one another are selected from the group consisting of benzene, naphthalene, pyridine, pyrimidine, pyrazine, quinoline and isoquinoline , But is not limited thereto.

As another example, in the above formula (1), A ₁₁ to A ₁₄ , independently of each other, may be selected from among benzene and naphthalene, but are not limited thereto.

As another example, in the above formula (1), A ₁₁ and A ₁₄ are naphthalene or benzene, and A ₁₂ and A ₁₃ may be benzene, but are not limited thereto.

As another example, in the above formula (1), A ₁₁ to A ₁₄ may be benzene, but are not limited thereto.

As another example, of the above formulas 10A, 10B, 10C, 10D and 10E, A ₂₁ and A ₂₂ may be independently selected from benzene, naphthalene and pyridine, but are not limited thereto.

Formula 1 of, 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₎ a;

R ₁₆ and R ₁₇ are independently of each other, hydrogen, C ₁ -C ₆₀ alkyl, C ₃ -C ₁₀ cycloalkyl, 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, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent condensed polycyclic non-aromatic heterocyclic 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, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least one substituted, C ₁ -C ₆₀ alkyl, C ₃ -C ₁₀ cycloalkyl, 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, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group; A C ₁ -C ₆₀ heteroaryl group containing N and a group selected from the group consisting of deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl, C ₆ -C ₆₀ aryl, A C ₁ -C ₆₀ heteroaryl group containing N, which is substituted with at least one selected from an aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group, may be excluded.

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

R ₁₆ and R ₁₇ are optionally linked together to form a saturated or unsaturated ring;

R ₁₆ and R ₁₇ are, independently of 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 independently of each other may be selected from among hydrogen, a C ₁ -C ₆₀ alkyl group and a C ₆ -C ₆₀ aryl group, but are not limited thereto.

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

R ₁₆ and R ₁₇ independently represent hydrogen, a methyl group, an ethyl group, a phenyl group and a naphthyl group; And

But are not limited to, a phenyl group and a naphthyl group substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, an alkyl group, a methyl group, a phenyl group and a naphthyl group.

Wherein 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 ₁₀ heterocycloalkylene group, -C ₆₀ aryl group, a C ₁ -C ₆₀ heteroaryl group, a divalent non-aromatic condensed polycyclic groups, and bivalent non-condensed polycyclic aromatic heterocyclic group; And

Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl, C ₆ -C ₆₀ aryl group, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least one substituted, C ₃ -C ₁₀ cycloalkylene group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkyl alkenylene, C ₆ -C ₆₀ aryl A C ₂ -C ₆₀ heteroarylene group, a divalent non-aromatic condensed polycyclic group and a divalent non-aromatic heterocyclic polycyclic group; A C ₁ -C ₆₀ heteroarylene group containing N and a substituent selected from the group consisting of deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, A C ₁ -C ₆₀ heteroarylene group containing N, which is substituted with at least one selected from an aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group, may be excluded.

For example, in the above formula (1), L ₁₁ may be a phenylene, a pentalenylene, an indenylene, a naphthylene, an azulenylene, a heptalenylene, , Indacenylene, acenaphthylene, fluorenylene, spiro-fluorenylene, benzofluorenylene, dibenzofluorenylene, and the like. Phenanthrenylene, phenanthrenylene, anthracenylene, fluoranthenylene, triphenylenylene, pyrenylene, chrysenylene, and the like), phenanthrenes, phenanthrenes, phenanthrenes, phenanthrenes, ), Naphthacenylene, picenylene, perylenylene, pentaphenylene, hexacenylene, pentacenylene, rubicenylene, and the like. , Coronenylene and ovalenylene, ; And

Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl, C ₆ -C ₆₀ aryl group, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least Or a substituted or unsubstituted monovalent group selected from the group consisting of phenylene, pentalenylene, indenylene, naphthylene, azulenylene, heptalenylene, indacenylene, acenaphthylene, fluorenylene, spioro-fluorenylene, benzofluorenylene, di And examples thereof include benzofluorenylene, phenanthrenylene, phenanthrenylene, anthracenylene, fluoranthenylene, triphenylenylene, pyrenylene, klychenylene, naphthacenylene, pichenylene, perylenylene, pentaphenylene , Hexacenylene, pentacenylene, rubisenylene, coronenylene and ovalenylene; , But is not limited thereto.

As another example, in the above formula (1), L ₁₁ is preferably selected from the group consisting of phenylene, naphthylene, fluorenylene, spiro-fluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, Rhenylene, pyrenylene and chrysinylene; And

Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 20 alkyl group, a phenyl group and at least one substitution selected from the group consisting of naphthyl, phenylene, naphthylene, fluorenyl alkenylene, a spy-fluorenyl alkenylene, benzo Fluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, triphenylrenylene, pyrenylene and chrysinylene; , But is not limited thereto.

As another example, in the above formula (1), L ₁₁ may be a group selected from among the following formulas (3-1) to (3-8), but is not limited thereto:

Among the above-mentioned formulas (3-1) to (3-8)

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

d1 is selected from integers from 1 to 4;

d2 is selected from integers from 1 to 3;

d3 is selected from integers from 1 to 6;

d4 is selected from integers from 1 to 8;

d6 is selected from integers from 1 to 5;

* And * are binding sites with neighboring atoms.

As another example, in the above formula (1), L ₁₁ may be a group selected from the following formulas (4-1) to (4-8), but is not limited thereto:

In the above formulas 4-1 to 4-8

* And * are binding sites with neighboring atoms.

In the above 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.

Wherein R ₁₁ is selected from the group consisting of 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 C ₆ -C ₆₀ aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic polycyclic 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, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least one substituted, C ₁ -C ₆₀ alkyl, C ₃ -C ₁₀ cycloalkyl, 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, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group; A C ₁ -C ₆₀ heteroaryl group containing N and a group selected from the group consisting of deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl, C ₆ -C ₆₀ aryl, A C ₁ -C ₆₀ heteroaryl group containing N, which is substituted with at least one selected from an aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group, is excluded;

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 the above formula (1), R ₁₁ represents a C ₆ -C ₆₀ aryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic 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 a monovalent non-aromatic heterocyclic 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 the general formula (1), R ₁₁ represents a phenyl group, a naphthyl group, an anthracenyl group, a triphenylenyl group, a phenanthrenyl group, a pyrenyl group, a klycenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group and dibenzo-thienyl group, and, and _{-N (Q 11) (Q 12} ); And

Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl and C ₆ -C ₆₀ aryl group, at least one substituted phenyl group, a naphthyl group, an anthracenyl group, a triphenylmethyl group LES, selected from phenanthryl A threonyl group, a pyrenyl group, a klychenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group and a dibenzothienyl group; ;

Q ₁₁ and Q ₁₂ are each independently selected from the group consisting of a phenyl group, a naphthyl group, an anthracenyl group, a triphenylenyl group, a phenanthrenyl group, a pyrenyl group and a klycenyl group; And

A phenyl group substituted with at least one selected from the group consisting of a phenyl group, a naphthyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group and a klycenyl group, a naphthyl group, an anthracenyl group, a triphenylenyl group, a phenanthrenyl group, A decenyl group; , But is not limited thereto.

As another example, in the above formula (1), R ₁₁ may be a group selected from the following formulas (5-1) to (5-31), but is not limited thereto:

Of the above formulas (5-1) to (5-31)

* Is the binding site with neighboring atoms.

Formula 10A, 10B, 10C, 10D and 10E of, 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 (= O) (R ₂₅ );

R ₂₅ and R ₂₆ are independently of each other, hydrogen, C ₁ -C ₆₀ alkyl, C ₃ -C ₁₀ cycloalkyl, 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, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent condensed polycyclic non-aromatic heterocyclic 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, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least one substituted, C ₁ -C ₆₀ alkyl, C ₃ -C ₁₀ cycloalkyl, 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, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group; &Lt; / RTI &gt;

For example, the formula 10A, 10B, 10C, 10D and 10E of, X ₂₁ and X ₂₂ are _{independently, N- (L 21) a21 -R} 21, O, S or C (R ₂₅₎ (R ₂₆ each )ego;

R ₂₅ and R ₂₆ are optionally linked together to form a saturated or unsaturated ring;

R ₂₅ and R ₂₆ are, independently of 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 independently of each other may be selected from among hydrogen, a C ₁ -C ₆₀ alkyl group and a C ₆ -C ₆₀ aryl group, but are not limited thereto.

As another example, In the formula, 10A, 10B, 10C, 10D and 10E, X ₂₁ and X ₂₂ are _{independently, N- (L 21) a21 -R} 21, O, S or C (R ₂₅₎ (R ₂₆ each )ego;

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

But are not limited to, a phenyl group and a naphthyl group substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, an alkyl group, a methyl group, a phenyl group and a naphthyl group.

In Formula 10A, 10B, 10C, 10D and 10E, L ₂₁ is C ₁ -C ₆₀ heteroaryl group containing N; And

Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl, C ₆ -C ₆₀ aryl group, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least A C ₁ -C ₆₀ heteroarylene group substituted with one; &Lt; / RTI &gt;

For example, the formula 10A, 10B, 10C, 10D and of 10E, L ₂₁ is pyrrole ylene (pyrrolylene), imidazol-ylene (imidazolylene), pyrazol-ylene (pyrazolylene), pyridinium alkenylene (pyridinylene), pyrazinyl alkylene and examples thereof include pyrazinylene, pyrimidinylene, indolylene, quinolinylene, isoquinolinylene, benzoquinolinylene, phenanthridinylene, Acridinylene, phenanthrolinylene, triazolylene, and tetrazolylene; And

Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl, C ₆ -C ₆₀ aryl group, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least A pyrrolylene, a pyrazolylene, a pyridinylene, a pyrazinylene, a pyrimidinylene, an indoleylene, a quinolinylene, an isoquinolinylene, a benzoquinolinylene, a phenanthridinylene, an arylene Thienyl, thienyl, thienyl, thienyl, thienyl, thienyl, thienyl, thienyl, , But is not limited thereto.

As another example, In the formula, 10A, 10B, 10C, 10D and 10E, L ₂₁ is a pyridinyl alkenylene (pyridinylene), pyrazinyl alkylene (pyrazinylene), pyrimidinyl alkenylene (pyrimidinylene), indole-ylene (indolylene), quinolinyl alkenylene quinolinylene, isoquinolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, triazolylene, and tetrazolylene; and the like. And

Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 20 alkyl group, at least one selected from a phenyl group and a naphthyl group substituted, alkenylene pyridinyl, pyrazinyl alkylene, alkenylene pyrimidinyl, indole-ylene, quinolinyl alkenylene , Isoquinolinylene, phenanthridinedylene, acridinylene, phenanthrolinylene, triazolylene and tetrazolylene; , But is not limited thereto.

As another example, of the above formulas 10A, 10B, 10C, 10D and 10E, L ₂₁ may be selected from among the following formulas (3-1) to (3-32), but is not limited thereto:

Of the above-mentioned formulas (3-1) to (3-26)

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

d1 is selected from integers from 1 to 4;

d2 is selected from integers from 1 to 3;

d3 is selected from integers from 1 to 6;

d4 is selected from integers from 1 to 8;

d5 is 1 or 2;

d6 is selected from integers from 1 to 5;

* And * are binding sites with neighboring atoms.

As another example, among the above-mentioned formulas 10A, 10B, 10C, 10D and 10E, L ₂₁ can be selected from among the following formulas 4-1 to 4-14, but is not limited thereto:

Of the above formulas (4-1) to (4-14)

* And * are binding sites with neighboring atoms.

Of the above formulas 10A, 10B, 10C, 10D and 10E, a21 may be selected from the integers of 0 to 5.

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

Of the above 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 , A C ₃ -C ₁₀ heterocycloalkenyl group, 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 heterocyclic polycyclic 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, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least one substituted, C ₁ -C ₆₀ alkyl, C ₃ -C ₁₀ cycloalkyl, 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, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group; &Lt; / RTI &gt;

For example, In the formula, 10A, 10B, 10C, 10D and 10E, R ₂₁ is hydrogen, C ₆ -C ₆₀ aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, 1 condensed polycyclic non-aromatic heterocyclic 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, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least 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 heterocyclic 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 the formula, 10A, 10B, 10C, 10D and 10E, R ₂₁ is may be a group which is hydrogen, and selecting from among the formula H1 to H28, H37 to H41, H68 to H76 and H80, but not limited to :

In the above formulas H1 to H81, * denotes a bonding site with neighboring atoms.

Of the above-mentioned formulas 1 and 10A, 10B, 10C, 10D and 10E, R ₁₂ to R ₁₅ and R ₂₂ to R ₂₄ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, , a cyano group, a nitro group, an amino group, an amidino group, hydrazine, hydrazone, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, phosphoric acid or a salt thereof, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ A C ₆₀ alkynyl group and a C ₁ -C ₆₀ alkoxy group;

Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl group or salt thereof, 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 heterocycloalkenyl group, a C ₆ -C ₆₀ aryl group, a C ₆ -C ₆₀ aryl A C ₁ -C ₆₀ alkyl group substituted by at least one of a C ₆ -C ₆₀ arylthio group, a C ₂ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group, C _A C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group, and a C ₁ -C ₆₀ alkoxy 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 heterocycloalkenyl group, a C ₆ -C ₆₀ aryl group, a C ₂ -C ₆₀ hetero Aryl groups, monovalent non-aromatic condensed polycyclic and monovalent non-aromatic heterocyclic polycyclic;

Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl group or salt thereof, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl, 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, group, a monovalent non-aromatic condensed polycyclic one and is a non-at least one substitution selected from the group consisting of condensed polycyclic aromatic heterocyclic C ₃ -C ₁₀ cycloalkyl, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, A C ₃ -C ₁₀ heterocycloalkenyl group, a C ₆ -C ₆₀ aryl group, a C ₂ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic and a monovalent non-aromatic heterocyclic polycyclic; And

Selected from _{-N (Q 21) (Q 22} ) and;

Q ₂₁ and Q ₂₂ are independently of each other, 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, of the above formulas 1 and 10A, 10B, 10C, 10D and 10E, R ₁₂ to R ₁₅ and R ₂₂ to R ₂₄ independently of each other,

(Q ₂₁ ) (Q ₂₂ ), or a group selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a C ₁ -C ₆₀ alkyl group, a C ₆ -C ₆₀ aryl group, a C ₂ -C ₆₀ heteroaryl group, ;

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, among the above-mentioned Chemical Formulas 1 and 10A, 10B, 10C, 10D and 10E, R ₁₂ to R ₁₅ and R ₂₂ to R ₂₄ independently of each other,

(Q ₂₁ ) (Q ₂₂ ), wherein R 1 is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl groups, phenyl groups, naphthyl groups, pyridinyl groups, quinolinyl groups and -N

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.

Among the above-mentioned formulas 1 and 10A, 10B, 10C, 10D and 10E, b12 to b15 and b22 to b24 may be selected independently from each other and may be selected from integers of 1 to 5.

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

In another embodiment, the light emitting layer comprises at least one selected from carbazole-based compounds represented by the following formula (1): And heterocyclic compounds represented by the following formulas (10A), (10B), (10C), (10D) and (10E)

&Lt; Formula 1 >

&Lt; Formula 10A > < EMI ID =

&Lt; Formula 10C > < EMI ID =

&Lt; Formula 10E >

Of the above-mentioned formulas 1 and 10A, 10B, 10C, 10D and 10E, A ₁₁ to A ₁₄ , A ₂₁ and A ₂₂ are independently of each other benzene, naphthalene, pyridine, pyrimidine, pyrazine, quinoline, isoquinoline, Naphthyridine, 1,8-naphthyridine, 1,5-naphthyridine, 1,6-naphthyridine, 1,7-naphthyridine, 2,7-naphthyridine, quinoxaline, phthalazine, It can be selected from sleepiness.

For example, of the above formulas 1 and 10A, 10B, 10C, 10D and 10E, A ₁₁ to A ₁₄ , A ₂₁ and A ₂₂ independently of one another are selected from the group consisting of benzene, naphthalene, pyridine, pyrimidine, pyrazine, quinoline and isoquinoline , But is not limited thereto.

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

As another example, in the above formula (1), A ₁₁ and A ₁₄ are naphthalene or benzene, and A ₁₂ and A ₁₃ may be benzene, but are not limited thereto.

As another example, in the above formula (1), A ₁₁ to A ₁₄ may be benzene, but are not limited thereto.

As another example, of the above formulas 10A, 10B, 10C, 10D and 10E, A ₂₁ and A ₂₂ may be independently selected from benzene, naphthalene and pyridine, but are not limited thereto.

Formula 1 of, 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₎ a;

R ₁₆ and R ₁₇ are independently of each other, hydrogen, C ₁ -C ₆₀ alkyl, C ₃ -C ₁₀ cycloalkyl, 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, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent condensed polycyclic non-aromatic heterocyclic 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, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least one substituted, C ₁ -C ₆₀ alkyl, C ₃ -C ₁₀ cycloalkyl, 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, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group; ;

Q ₁₁ And Q ₁₂ are, each independently, hydrogen, C ₁ -C ₆₀ alkyl, 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, whereby only each other It is not.

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

R ₁₆ and R ₁₇ are optionally linked together to form a saturated or unsaturated ring;

R ₁₆ and R ₁₇ are, independently of 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 independently of each other may be selected from among hydrogen, a C ₁ -C ₆₀ alkyl group and a C ₆ -C ₆₀ aryl group, but are not limited thereto.

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

R ₁₆ and R ₁₇ independently represent hydrogen, a methyl group, an ethyl group, a phenyl group and a naphthyl group; And

But are not limited to, a phenyl group and a naphthyl group substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, an alkyl group, a methyl group, a phenyl group and a naphthyl group.

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

Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl, C ₆ -C ₆₀ aryl group, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least A C ₁ -C ₆₀ heteroarylene group substituted with one; &Lt; / RTI &gt;

For example, in the above formula (1), L ₁₁ is preferably selected from the group consisting of pyrrolylene, imidazolylene, pyrazolylene, pyridinylene, pyrazinylene, pyrimidinylene pyrimidinylene, indolylene, quinolinylene, isoquinolinylene, benzoquinolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, phenanthridinylene, phenanthrolinylene, triazolylene and tetrazolylene; And

Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl, C ₆ -C ₆₀ aryl group, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least A pyrrolylene, a pyrazolylene, a pyridinylene, a pyrazinylene, a pyrimidinylene, an indoleylene, a quinolinylene, an isoquinolinylene, a benzoquinolinylene, a phenanthridinylene, an arylene Thienyl, thienyl, thienyl, thienyl, thienyl, thienyl, thienyl, thienyl, , But is not limited thereto.

As another example, in the above formula (1), L ₁₁ is preferably selected from the group consisting of pyridinylene, pyrazinylene, pyrimidinylene, indolylene, quinolinylene, isoquinolinylene but are not limited to, isoquinolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, triazolylene and tetrazolylene; And

Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 20 alkyl group, at least one selected from a phenyl group and a naphthyl group substituted, alkenylene pyridinyl, pyrazinyl alkylene, alkenylene pyrimidinyl, indole-ylene, quinolinyl alkenylene , Isoquinolinylene, phenanthridinedylene, acridinylene, phenanthrolinylene, triazolylene and tetrazolylene; , But is not limited thereto.

As another example, in the above formula (1), L ₁₁ may be selected from the following formulas (3-1) to (3-32), but is not limited thereto:

Of the above-mentioned formulas (3-1) to (3-26)

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

d1 is selected from integers from 1 to 4;

d2 is selected from integers from 1 to 3;

d3 is selected from integers from 1 to 6;

d4 is selected from integers from 1 to 8;

d5 is 1 or 2;

d6 is selected from integers from 1 to 5;

* And * are binding sites with neighboring atoms.

As another example, in the above formula (1), L ₁₁ may be selected from the following formulas (4-1) to (4-14), but is not limited thereto:

Of the above formulas (4-1) to (4-14)

* And * are binding sites with neighboring atoms.

In the above formula (1), a11 may be selected from an integer of 0 to 5.

For example, in the above formula (1), a11 may be an integer of 1.

Wherein R ₁₁ is selected from the group consisting of 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 C ₆ -C ₆₀ aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic polycyclic 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, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least one substituted, C ₁ -C ₆₀ alkyl, C ₃ -C ₁₀ cycloalkyl, 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, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic 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 the above formula (1), R ₁₁ 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 non-aromatic heterocyclic polycyclic group, _{N (Q 11) (Q 12} ); And

Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl, C ₆ -C ₆₀ aryl group, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least 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 heterocyclic 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 the above formula (1), R ₁₁ may be a group selected from the group consisting of hydrogen and the following formulas H1 to H28, H37 to H41, H68 to H76 and H80, but is not limited thereto:

In the above formulas H1 to H81, * denotes a bonding site with neighboring atoms.

Formula 10A, 10B, 10C, 10D and 10E of, 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 (= O) (R ₂₅ );

R ₂₅ and R ₂₆ are independently of each other, hydrogen, C ₁ -C ₆₀ alkyl, C ₃ -C ₁₀ cycloalkyl, 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, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent condensed polycyclic non-aromatic heterocyclic 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, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least one substituted, C ₁ -C ₆₀ alkyl, C ₃ -C ₁₀ cycloalkyl, 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, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group; A C ₁ -C ₆₀ heteroaryl group containing N and a group selected from the group consisting of deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl, C ₆ -C ₆₀ aryl, A C ₁ -C ₆₀ heteroaryl group containing N, which is substituted with at least one selected from an aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group, is excluded;

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, the formula 10A, 10B, 10C, 10D and 10E of, X ₂₁ and X ₂₂ are _{independently, N- (L 21) a21 -R} 21, O, S or C (R ₂₅₎ (R ₂₆ each )ego;

R ₂₅ and R ₂₆ are optionally linked together to form a saturated or unsaturated ring;

R ₂₅ and R ₂₆ are, independently of 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 independently of each other may be selected from among hydrogen, a C ₁ -C ₆₀ alkyl group and a C ₆ -C ₆₀ aryl group, but are not limited thereto.

As another example, In the formula, 10A, 10B, 10C, 10D and 10E, X ₂₁ and X ₂₂ are _{independently, N- (L 21) a21 -R} 21, O, S or C (R ₂₅₎ (R ₂₆ each )ego;

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

But are not limited to, a phenyl group and a naphthyl group substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, an alkyl group, a methyl group, a phenyl group and a naphthyl group.

In Formula 10A, 10B, 10C, 10D and 10E, L ₂₁ is C ₃ -C ₁₀ cycloalkylene group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ 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 heterocyclic polycyclic group; And

Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl, C ₆ -C ₆₀ aryl group, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least one substituted, C ₃ -C ₁₀ cycloalkylene group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkyl alkenylene, C ₆ -C ₆₀ aryl A C ₂ -C ₆₀ heteroarylene group, a divalent non-aromatic condensed polycyclic group and a divalent non-aromatic heterocyclic polycyclic group; A C ₁ -C ₆₀ heteroarylene group containing N and a substituent selected from the group consisting of deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, A C ₁ -C ₆₀ heteroarylene group containing N, which is substituted with at least one selected from an aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group, may be excluded.

For example, among the above-mentioned formulas 10A, 10B, 10C, 10D and 10E, L ₂₁ is preferably selected from the group consisting of phenylene, pentalenylene, indenylene, naphthylene, azulenylene Heptenenylene, indacenylene, acenaphthylene, fluorenylene, spiro-fluorenylene, benzofluorenylene, benzofluorenylene, and the like. Examples thereof include dibenzofluorenylene, phenalenylene, phenanthrenylene, anthracenylene, fluoranthenylene, triphenylenylene, pyrenylene (hereinafter referred to as &quot; but are not limited to, pyrenylene, chrysenylene, naphthacenylene, picenylene, perylenylene, pentaphenylene, hexacenylene, pentacenylene, ), Rubicenylene, coronenylene, and o Ovalenylene; And

Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl, C ₆ -C ₆₀ aryl group, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least Or a substituted or unsubstituted monovalent group selected from the group consisting of phenylene, pentalenylene, indenylene, naphthylene, azulenylene, heptalenylene, indacenylene, acenaphthylene, fluorenylene, spioro-fluorenylene, benzofluorenylene, di And examples thereof include benzofluorenylene, phenanthrenylene, phenanthrenylene, anthracenylene, fluoranthenylene, triphenylenylene, pyrenylene, klychenylene, naphthacenylene, pichenylene, perylenylene, pentaphenylene , Hexacenylene, pentacenylene, rubisenylene, coronenylene and ovalenylene; , But is not limited thereto.

As another example, In the formula, 10A, 10B, 10C, 10D and 10E, L ₂₁ is phenylene, naphthylene, fluorenyl alkenylene, a spy-fluorenyl alkenylene, benzo fluorescein alkenylene, dibenzo fluorenyl alkenylene, phenanthrenyl Nylene, anthracenylene, triphenylrenylene, pyrenylene and chrysinylene; And

Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 20 alkyl group, a phenyl group and at least one substitution selected from the group consisting of naphthyl, phenylene, naphthylene, fluorenyl alkenylene, a spy-fluorenyl alkenylene, benzo Fluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, triphenylrenylene, pyrenylene and chrysinylene; , But is not limited thereto.

As yet another example, In the formula, 10A, 10B, 10C, 10D and 10E, L ₂₁ may be an group (group) of the formula 3-1 to 3-8 is selected to, but not limited to:

Among the above-mentioned formulas (3-1) to (3-8)

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

d1 is selected from integers from 1 to 4;

d2 is selected from integers from 1 to 3;

d3 is selected from integers from 1 to 6;

d4 is selected from integers from 1 to 8;

d6 is selected from integers from 1 to 5;

* And * are binding sites with neighboring atoms.

As yet another example, In the formula, 10A, 10B, 10C, 10D and 10E, L ₂₁ may be an group selected of formulas 4-1 to 4-8 below, but not limited to:

In the above formulas 4-1 to 4-8

* And * are binding sites with neighboring atoms.

Of the above formulas 10A, 10B, 10C, 10D and 10E, a21 may be selected from the integers of 0 to 5.

For example, of the above formulas 10A, 10B, 10C, 10D and 10E, a21 may be 0 or 1, but is not limited thereto.

Of the above 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 , A C ₃ -C ₁₀ heterocycloalkenyl group, 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 heterocyclic polycyclic 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, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least one substituted, C ₁ -C ₆₀ alkyl, C ₃ -C ₁₀ cycloalkyl, 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, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group; A C ₁ -C ₆₀ heteroaryl group containing N and a group selected from the group consisting of deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl, C ₆ -C ₆₀ aryl, A C ₁ -C ₆₀ heteroaryl group containing N, which is substituted with at least one selected from an aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group, is excluded;

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, of the above 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 nonaromatic heterocyclic 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 a monovalent non-aromatic heterocyclic 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, the formula 10A, 10B, 10C, 10D and of 10E, R ₂₁ is a phenyl group, a naphthyl group, an anthracenyl group, triphenylmethyl LES group, a phenanthrenyl group, a pie LES group, Cry hexenyl group, a fluorenyl group, carbazole group, a dibenzo furanoid group and a benzothienyl group and a di and _{-N (Q 11) (Q 12} ); And

Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl and C ₆ -C ₆₀ aryl group, at least one substituted phenyl group, a naphthyl group, an anthracenyl group, a triphenylmethyl group LES, selected from phenanthryl A threonyl group, a pyrenyl group, a klychenyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group and a dibenzothienyl group; ;

Q ₁₁ and Q ₁₂ are each independently selected from the group consisting of a phenyl group, a naphthyl group, an anthracenyl group, a triphenylenyl group, a phenanthrenyl group, a pyrenyl group and a klycenyl group; And

A phenyl group substituted with at least one selected from the group consisting of a phenyl group, a naphthyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group and a klycenyl group, a naphthyl group, an anthracenyl group, a triphenylenyl group, a phenanthrenyl group, A decenyl group; , But is not limited thereto.

As another example, R ₂₁ may be a group selected from the following formulas (5-1) to (5-31), but is not limited thereto:

Of the above formulas (5-1) to (5-31)

* Is the binding site with neighboring atoms.

Of the above-mentioned formulas 1 and 10A, 10B, 10C, 10D and 10E, R ₁₂ to R ₁₅ and R ₂₂ to R ₂₄ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, , a cyano group, a nitro group, an amino group, an amidino group, hydrazine, hydrazone, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, phosphoric acid or a salt thereof, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ A C ₆₀ alkynyl group and a C ₁ -C ₆₀ alkoxy group;

Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl group or salt thereof, 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 heterocycloalkenyl group, a C ₆ -C ₆₀ aryl group, a C ₆ -C ₆₀ aryl A C ₁ -C ₆₀ alkyl group substituted by at least one of a C ₆ -C ₆₀ arylthio group, a C ₂ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group, C _A C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group, and a C ₁ -C ₆₀ alkoxy 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 heterocycloalkenyl group, a C ₆ -C ₆₀ aryl group, a C ₂ -C ₆₀ hetero Aryl groups, monovalent non-aromatic condensed polycyclic and monovalent non-aromatic heterocyclic polycyclic;

Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl group or salt thereof, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl, 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, group, a monovalent non-aromatic condensed polycyclic one and is a non-at least one substitution selected from the group consisting of condensed polycyclic aromatic heterocyclic C ₃ -C ₁₀ cycloalkyl, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, A C ₃ -C ₁₀ heterocycloalkenyl group, a C ₆ -C ₆₀ aryl group, a C ₂ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic and a monovalent non-aromatic heterocyclic polycyclic; And

Selected from _{-N (Q 21) (Q 22} ) and;

Q ₂₁ and Q ₂₂ are independently of each other, 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 the above formulas 10A, 10B, 10C, 10D and 10E, R ₁₂ to R ₁₅ and R ₂₂ to R ₂₄ independently of each other,

(Q ₂₁ ) (Q ₂₂ ), or a group selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a C ₁ -C ₆₀ alkyl group, a C ₆ -C ₆₀ aryl group, a C ₂ -C ₆₀ heteroaryl group, ;

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, among the above-mentioned formulas 10A, 10B, 10C, 10D and 10E, R ₁₂ to R ₁₅ and R ₂₂ to R ₂₄ independently of each other,

(Q ₂₁ ) (Q ₂₂ ), wherein R 1 is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl groups, phenyl groups, naphthyl groups, pyridinyl groups, quinolinyl groups and -N

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.

Among the above-mentioned formulas 10A, 10B, 10C, 10D and 10E, b12 to b15 and b22 to b24 may be selected independently from each other and from an integer of 1 to 5.

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

The content of the at least one selected from the heterocyclic compounds represented by the general formulas (10A), (10B), (10C), (10D) and (10E) is selected in the range of 0.01: 0.99 to 0.99: 0.01 But is not limited thereto.

For example, the content of at least one member selected from the heterocyclic compounds represented by the general formulas (10A), (10B), (10C), (10D) and (10E) is 0.20: 0.80 to 0.80: 0.20 , But is not limited thereto.

As another example, the content of the at least one selected from the heterocyclic compounds represented by the general formulas 10A, 10B, 10C, 10D and 10E may be 0.50: 0.50, But is not limited thereto.

One of the factors affecting the efficiency and lifetime of the organic light emitting device is the balance of electrons and holes in the light emitting layer. In addition, it is important that the luminescent region in the luminescent layer is widely distributed without shifting toward the hole transporting layer or the electron transporting layer. However, it is difficult to satisfy them with only one material. This results in good results when the substituent properties of the two materials are different. Therefore, when the carbazole-based compound represented by the formula (1) contains an electron transporting cyclic group, the compounds of the formulas (10A) to (10E) Conversely, when the carbazole-based compound represented by the formula (1) does not contain an electron transporting cyclic group, the compounds of the formulas (10A) to (10E)

For example, when the carbazole-based compound represented by the formula (1) contains triazine, which is a strong electron-transporting cyclic group, when the compounds of the formulas (10A to 10E) which do not contain an electron transporting cyclic group are used together, And can exhibit optimal efficiency and lifetime when compounds of formulas 10A to 10E are included in large amounts.

As another example, the carbazole-based compound represented by the formula (1), including only the relatively weak electron-transporting cyclic group pyridine or pyrimidine, has an improved efficiency when the compounds of the formulas 10A to 10E, which do not contain an electron- Good lifespan characteristics can be obtained, and when the compounds of the above formulas 10A to 10E are contained in a small amount, optimum efficiency and lifetime can be exhibited.

The proper ratio between the two hosts may vary depending on the electrical characteristics of each host.

For example, the compounds represented by formulas 10A to 10E without an electron transporting cyclic group have a wide energy gap. The compounds represented by the general formulas 10A to 10E can effectively control electron transport properties of the carbazole-based compounds represented by the general formula (1) including an electron transporting cyclic group having a relatively narrow energy gap. This prevents the luminescent region from concentrating at the interface between the hole transporting layer and the luminescent layer, which is very helpful for improving the efficiency and lifetime. Conversely, the compounds represented by formulas (10A) to (10E) containing an electron transporting cyclic group can effectively control electron transport characteristics of the carbazole-based compound represented by formula (1) containing an electron transporting cyclic group. This prevents the luminescent region from concentrating at the interface between the hole transporting layer and the luminescent layer, which is very helpful for improving the efficiency and lifetime.

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 among organometallic complexes represented by the following formula (401), but is not limited thereto:

&Lt; Formula 401 >

In the above formula (401)

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

X ₄₀₁ to X ₄₀₄ independently represent a nitrogen atom or a carbon atom;

The A ₄₀₁ and A ₄₀₂ rings may be, independently of one another, substituted or unsubstituted benzene, substituted or unsubstituted naphthalene, substituted or unsubstituted fluorene, substituted or unsubstituted spirofluorene, substituted or unsubstituted indene Substituted or unsubstituted thiophenes, substituted or unsubstituted thiophenes, substituted or unsubstituted furan, substituted or unsubstituted imidazoles, substituted or unsubstituted pyrazoles, substituted or unsubstituted thiols, substituted or unsubstituted thiophenes, Substituted or unsubstituted thiazoles, substituted or unsubstituted isothiazoles, substituted or unsubstituted oxazoles, substituted or unsubstituted isoxazoles, substituted or unsubstituted pyridines, substituted or unsubstituted pyrazines, substituted or unsubstituted pyrimidines, Substituted or unsubstituted quinoxaline, substituted or unsubstituted quinazoline, substituted or unsubstituted quinazoline, substituted or unsubstituted quinazoline, substituted or unsubstituted quinazoline, substituted or unsubstituted quinazoline, substituted or unsubstituted quinazoline, Substituted or unsubstituted benzoimidazoles, substituted or unsubstituted benzofuran, substituted or unsubstituted benzothiophenes, substituted or unsubstituted isobenzothiophenes, substituted or unsubstituted benzothiophenes, substituted or unsubstituted benzothiophenes, Substituted or unsubstituted benzoxazole, substituted or unsubstituted benzoxazole, substituted or unsubstituted isobenzoxazole, substituted or unsubstituted triazole, substituted or unsubstituted oxadiazole, substituted or unsubstituted triazine, substituted or unsubstituted dibenzofuran, And substituted or unsubstituted dibenzothiophene;

The substituted benzene, substituted naphthalene, substituted fluorene, substituted spiro-fluorene, substituted indene, substituted pyrrole, substituted thiophene, substituted furan, substituted imidazole, substituted pyrazole, Substituted thiazoles, substituted thiazoles, substituted isothiazoles, substituted oxazoles, substituted isoxazoles, substituted pyridines, substituted pyrazines, substituted pyrimidines, substituted pyridazines, substituted quinolines, substituted isoquinolines, Substituted quinoxaline, substituted quinazoline, substituted carbazole, substituted benzoimidazole, substituted benzofuran, substituted benzothiophene, substituted isobenzothiophene, substituted benzoxazole, substituted iso At least one substituent of the benzooxazole, the substituted triazole, the substituted oxadiazole, the substituted triazine, the substituted dibenzofuran and the substituted dibenzothiophene,

Deuterium, hydrazone, carboxyl and salts thereof, sulfonic acids and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₆ -alkyl, -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl and C ₁ -C ₆₀ alkoxy;

Deuterium, hydrazone, carboxyl and salts thereof, sulfonic acid and its salts, phosphoric acid and salts thereof, C ₃ -C ₆ alkyl, C ₃ -C ₆ alkoxy, 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 _{Q 403) (Q 404) (} Q 405) and _{-B (Q 406) (Q 407} ) of the at least one substituted, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl, 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, hydrazone, carboxyl and salts thereof, sulfonic acids and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₆ -alkyl, -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 _{groups, -N (Q 411) (Q} 412), -Si (Q 413) (Q 414) (Q 415) and _{-B (Q 416) (Q 417} ) of the at least one substituted, C ₃ -C ₁₀ cycloalkyl 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

Q ₄₂₁ , Q ₄₂₂ , Q ₄₂₃ , Q ₄₂₄ , Q ₄₂₅ , and -B Q ₄₂₆ , Q ₄₂₇ ; ;

L ₄₀₁ is an organic ligand;

xc1 is 1, 2 or 3;

xc2 is 0, 1, 2 or 3;

The L ₄₀₁ may be any monovalent, divalent or trivalent organic ligand. For example, L ₄₀₁ may be a halogen ligand (e.g. Cl, F), a diketone ligand (e.g., acetylacetonate, 1,3-diphenyl-l, 3- propanedionate, 6,6-tetramethyl-3,5-heptanedionate, hexafluoroacetonate), carboxylic acid ligands (e.g., picolinate, dimethyl-3-pyrazolecarboxylate, benzoate), carbon But are not limited to, monooxide ligands, isonitrile ligands, cyano ligands, and phosphorus ligands (e.g., phosphine, phosphaite).

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 of Formula 401

May be the same or different from each other. If the formula xc1 401 is 2 or more of, A ₄₀₁ and A ₄₀₂ are each of the other ligands neighboring A and ₄₀₁ respectively direct and A ₄₀₂ (directly) or linking group (e.g., C ₁ -C ₅ alkylene, -N (R ') - (wherein, R' - may be connected across a) is C ₁ -C ₁₀ alkyl or C ₆ -C ₂₀ aryl group), or -C (= O).

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 but not limited to the following compounds PD1 to PD82:

In another embodiment, the phosphorescent dopant can be selected from, but not limited to, the following compounds PD1 and PD76 to PD82:

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

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

Next, an electron transporting region may be disposed above the light emitting 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 transporting region may have a structure of an electron transporting layer / electron injecting layer or a hole blocking layer / electron transporting layer / electron injecting layer stacked sequentially from the light emitting layer, but the present invention is not limited thereto.

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

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

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

The thickness of the hole blocking layer may be about 20 Å to about 1000 Å, for example, about 30 Å to about 300 Å. When the thickness of the hole blocking layer satisfies the above-described range, excellent hole blocking characteristics can be obtained without increasing the driving voltage substantially.

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

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

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

<Formula 601>

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

In the above formula (601)

Ar ₆₀₁

And examples thereof include naphthalene, heptalene, fluorenene, spiro-fluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene, But are not limited to, fluoranthene, triphenylene, pyrene, chrysene, naphthacene, picene, perylene, pentaphene, Indenoanthracene;

Deuterium, hydrazone, carboxyl and salts thereof, sulfonic acids and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₆ -alkyl, -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 groups and _{-Si (Q 301) (Q 302} ) (Q 303) ( Q ₃₀₁ to Q ₃₀₃ are the independently from each other, hydrogen, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₆ -C ₆₀ Aryl, and C ₂ -C ₆₀ heteroaryl), naphthalene, heptalene, fluorene, spiro-fluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene, Fluoranthene, triphenylene, pyrene, klysene, Na Tasen, pisen, perylene, penta pen and indeno anthracene; ;

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

E ₆₀₁ ,

Pyrrolyl, thiophenyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, thiazolyl, Isooxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, indolyl, ), Purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, ), Quinazolinyl, cinnolinyl, carbazolyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzoyl, phenanthrolinyl, For example, benzoimidazolyl, benzofuranyl, benzothiophenyl, isobenzothiazolyl, But are not limited to, benzooxazolyl, isobenzooxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzo Dibenzothiophenyl, benzocarbazolyl and dibenzocarbazolyl; And

Deuterium, hydrazone, carboxyl and salts thereof, sulfonic acids and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₆ -alkyl, -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy, phenyl, pental alkylenyl, indenyl, naphthyl, azulenyl, heptal alkylenyl, indazol hexenyl, acetoxy-naphthyl, fluorenyl, a spy-fluorenyl, benzo fluorene And examples thereof include phenyl, naphthyl, naphthyl, naphthyl, naphthyl, naphthyl, naphthyl, dithienyl, dithienyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylenyl, pyrenyl, Wherein R is selected from the group consisting of hydrogen, alkyl, alkenyl, cycloalkyl, cycloalkyl, cycloalkyl, cycloalkyl, cycloalkenyl, Pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, Benzothiophenyl, isobenzothiazole, benzothiophenyl, benzothiophene, benzothiophene, benzothiophene, benzothiophene, benzothiophene, benzothiophene, benzothiophene, Substituted or unsubstituted pyrrolyl, which is substituted with at least one of benzoyl, benzoyl, benzoyl, benzoyl, benzoyl, benzoyl, benzoyl, benzoyl, benzoyl, benzoyl, benzoyl, benzooxazolyl, benzooxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, , Thiophenyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, Wherein the aryl group is selected from the group consisting of pyridyl, quinolyl, quinolinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, Phenanthrolinyl, phenazinyl, benzimidazolyl, 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; ;

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 compound represented by the following formula (602) in addition to the amine compound represented by the formula (1)

<Formula 602>

In the above formula (602)

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

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

R ₆₁₁ to R ₆₁₆ , independently of each other,

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

Deuterium, hydrazone, carboxyl and salts thereof, sulfonic acids and salts thereof, phosphoric acid and salts thereof, C ₁ -C ₆ -alkyl, -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy, phenyl, naphthyl, azulenyl, fluorenyl, a spy-fluorenyl, benzo fluorenyl, dibenzo fluorenyl, phenanthrenyl, anthracenyl, Substituted phenyl substituted with at least one of pyrrolyl, pyrenyl, klycenyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, Naphthyl, fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, klycenyl, pyridinyl, pyrazinyl, pyrimidinyl, Quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, and triazinyl; ;

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

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

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

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

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

The electron transport region may include an electron injection layer that facilitates electron injection from the second electrode 190.

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

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

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

The second electrode 190 is disposed on the organic layer 150 as described above. The second electrode 190 may be a cathode, which is an electron injection electrode. At this time, the material for the second electrode 190 may be a metal, an alloy, an electrically conductive compound having a low work function, Can be used. Specific examples of the material for the second electrode 190 include Li, Mg, Al, Al-Li, Ca, 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 the present invention 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. Specific examples thereof include methyl, ethyl, propyl, isobutyl, sec-butyl, 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 above C ₁ -C ₆₀ alkyl.

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

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

In the present specification, C ₂ -C ₆₀ alkynyl means a hydrocarbon group containing at least one carbon-carbon triple bond at the middle or end of the C ₂ -C ₆₀ alkyl group. Specific examples thereof include ethynyl, propynyl propynyl, and the like. In the present specification, C ₂ -C ₆₀ alkynylene means a divalent group having the same structure as the above 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, examples of which include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, and the like do. In the present specification, C ₃ -C ₁₀ cycloalkylene means a divalent group having the same structure as the C ₃ -C ₁₀ cycloalkyl.

In the present specification, C ₃ -C ₁₀ heterocycloalkyl means a monovalent monocyclic group having 3 to 10 carbon atoms including at least one heteroatom selected from N, O, P and S as a ring-forming atom, 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 above-mentioned C ₃ -C ₁₀ heterocycloalkyl.

In the present specification, C ₃ -C ₁₀ cycloalkenyl is a monovalent monocyclic group having 3 to 10 carbon atoms, which has at least one double bond in the ring, but does not have aromatics, 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 above-mentioned C ₃ -C ₁₀ cycloalkenyl.

In the present specification, C ₃ -C ₁₀ heterocycloalkenyl is 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, It has one double bond. The C ₃ -C ₁₀ Specific examples of the heterocycloalkyl alkenyl, and the like 2,3-dihydro-furanyl, 2,3-dihydro-thiophenyl. In the present specification, C ₃ -C ₁₀ heterocycloalkenylene means a divalent group having the same structure as the above-mentioned C ₃ -C ₁₀ heterocycloalkenyl.

In the present specification, C ₆ -C ₆₀ aryl means a monovalent group having 6 to 60 carbon atoms in the carbocyclic aromatic system, and C ₆ -C ₆₀ arylene has 6 to 60 carbon atoms, Quot; means a divalent group having a cyclic aromatic system. Specific examples of the C ₆ -C ₆₀ aryl include phenyl, naphthyl, anthracenyl, phenanthrenyl, pyrenyl, crycenyl, and the like. The C ₆ -C ₆₀ aryl and C ₆ -C ₆₀ aryl If the alkylene contains 2 or more rings, the 2 or more rings may be fused to each other.

As used herein, C ₂ -C ₆₀ heteroaryl means a monovalent group comprising at least one heteroatom selected from N, O, P and S as ring-forming atoms and having a carbocyclic aromatic system having from 2 to 60 carbon atoms And C ₂ -C ₆₀ heteroarylene means a divalent group having at least one heteroatom selected from N, O, P and S as a ring-forming atom and having a carbocyclic aromatic system having from 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 said C ₂ -C ₆₀ heteroaryl and C ₂ -C ₆₀ heteroarylene comprise two or more rings, two or more rings may be fused together.

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

In the present specification, a monovalent non-aromatic condensed polycyclic group is a monovalent aromatic condensed polycyclic group in which two or more rings are condensed with each other and contain only carbon as a ring-forming atom and the whole molecule is non-aromatic. &Lt; / RTI &gt; Examples of the monovalent non-aromatic condensed polycyclic group include fluorenyl and the like. In the present specification, the divalent non-aromatic condensed polycyclic group means a divalent group having the same structure as the monovalent non-aromatic condensed polycyclic group.

In the present specification, a monovalent non-aromatic condensed heteropolycyclic group is a monovalent aromatic condensed heteropolycyclic group in which two or more rings are condensed with each other and contain heteroatoms selected from N, O, P and S in addition to carbon as a ring- , And mono-valent groups in which the whole molecule has non-aromacity. The monovalent non-aromatic heterocyclic polycyclic group includes carbazolyl and the like. In the present specification, the divalent non-aromatic heterocyclic polycyclic group means a divalent group having the same structure as the monovalent non-aromatic heterocyclic polycyclic group.

In the present specification, "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 one embodiment of the present invention will be described in more detail with reference to synthesis examples and examples. In the following Synthesis Examples, the molar equivalent of A and the molar equivalent of B in the expression &quot; B was used instead of A &quot;

[ Example ]

Example  One

A glass substrate having ITO / Ag / ITO deposited at a thickness of 70 Å / 1000 Å / 70 Å as an anode was cut into a size of 50 mm × 50 mm × 0.4 mm, ultrasonically washed with isopropyl alcohol and pure water for 10 minutes, UV light was irradiated, exposed to ozone, cleaned, and installed in a vacuum deposition apparatus.

HT13 is deposited on the anode to form a hole injection layer having a thickness of 700 A, HT3 is deposited to form a hole transport layer having a thickness of 800 ANGSTROM, and a compound 112A (host), 226 (host) and 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 Å. Then, an electron transport layer having a thickness of 360 Å was formed by vacuum deposition of ET1 and LiQ at a weight ratio of 100: 100 on the light emitting layer, LiQ was deposited on the electron transport layer to form an electron injection layer having a thickness of 10 Å, Ag: Mg: Ag was deposited on the electron injection layer at a weight ratio of 90:10 to form a cathode having a thickness of 120 Å. Thus, an organic light emitting device was fabricated.

Example  2

An organic light emitting device was fabricated in the same manner as in Example 1 except that Compound 108A was used in place of Compound 112A and Compound 119 was used in place of Compound 226 in forming the light emitting layer.

Example  3

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

Example  4

The organic luminescent device was fabricated in the same manner as in Example 1, except that the compound 112A and the compound 226 were co-deposited at a weight ratio of 70:30 at the time of forming the light emitting layer.

Example  5

Except that Compound 108A was used instead of Compound 112A in the formation of the light emitting layer, Compound 119 was used in place of Compound 226, and Compound 127A and Compound 104 were coprecipitated at a weight ratio of 70:30. An organic light emitting device was fabricated using the same method.

Example  6

Except that the compound 127A was used in place of the compound 112A in the formation of the light emitting layer, the compound 104 was used in place of the compound 226, and the compound 127A and the compound 104 were co-deposited at a weight ratio of 70:30. An organic light emitting device was fabricated using the same method.

Example  7

An organic light emitting device was fabricated in the same manner as in Example 1 except that the compound 161B was used instead of the compound 112A and the compound 306 was used in the light emitting layer formation instead of the compound 226.

Example  8

An organic light emitting device was fabricated in the same manner as in Example 1 except that Compound 149B was used in place of Compound 112A and Compound 370 was used in place of Compound 226 in forming the light emitting layer.

Example  9

The procedure of Example 1 was repeated except that Compound 161B was used instead of Compound 112A in the formation of the light emitting layer, Compound 306 was used in place of Compound 226, and Compound 161B and Compound 306 were coprecipitated in a weight ratio of 70:30 To prepare an organic light emitting device.

Example  10

Except that the compound 149B was used instead of the compound 112A in the formation of the light emitting layer, the compound 370 was used in place of the compound 226, and the compound 149B and the compound 370 were co-deposited at a weight ratio of 70:30, To prepare an organic light emitting device.

Comparative Example  One

An organic light emitting device was fabricated in the same manner as in Example 1 except that the compound 226 was not used in forming the light emitting layer and the compounds 112A and PD82 were co-deposited at a weight ratio of 100:15.

Comparative Example  2

An organic light emitting device was fabricated 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 in forming the light emitting layer.

Comparative Example  3

An organic light emitting device was fabricated using the same method as in Example 1 except that the following compounds 312 and PD82 were co-deposited at a weight ratio of 100: 15 at the time of forming the light emitting layer.

Comparative Example  4

An organic light emitting device was fabricated using the same method as in Example 1 except that the following compounds 161B and PD82 were co-deposited at a weight ratio of 100: 15 at the time of forming the light emitting layer.

Comparative Example  5

An organic light emitting device was fabricated in the same manner as in Example 1 except that the host A was used in place of the compound 112A in the formation of the light emitting layer and the following host B was used in place of the compound 226.

<Host A>

<Host B>

Evaluation example  One

Current density, luminance, luminescent color, efficiency, and lifetime (@ 10 mA / cm 2) of the organic luminescent devices of Examples 1 to 5 and Comparative Examples 1 to 3 were measured using a PR650 Spectroscan Source Measurement Unit Respectively. 97% of the lifetime means the time 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 Life 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, luminance, efficiency, color purity and lifetime characteristics as compared with 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 facing the first electrode; And an organic layer including a light emitting layer interposed between the first electrode and the second electrode,
Wherein the light emitting layer comprises at least one selected from carbazole-based compounds represented by the following formula (1): And heterocyclic compounds represented by the following general formulas 10A, 10B, 10C, 10D and 10E:
&Lt; Formula 1 >

&Lt; Formula 10A >< EMI ID =

&Lt; Formula 10C &gt;&lt; EMI ID =

&Lt; Formula 10E >

Among the above-mentioned Formulas 1 and 10A, 10B, 10C, 10D and 10E,
A ₁₁ to A ₁₄ , A ₂₁ and A ₂₂ are each independently selected from the group consisting of benzene, naphthalene, pyridine, pyrimidine, pyrazine, quinoline, isoquinoline, naphthyridine, 1,8-naphthyridine, , 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 &gt;);
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 (= O) (R ₂₅ );
L ₁₁ represents 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 heterocyclic polycyclic group; And
Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl, C ₆ -C ₆₀ aryl group, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least one substituted, C ₃ -C ₁₀ cycloalkylene group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkyl alkenylene, C ₆ -C ₆₀ aryl A C ₂ -C ₆₀ heteroarylene group, a divalent non-aromatic condensed polycyclic group and a divalent non-aromatic heterocyclic polycyclic group; A C ₁ -C ₆₀ heteroarylene group containing N and a substituent selected from the group consisting of deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, A C ₁ -C ₆₀ heteroarylene group containing N, which is substituted with at least one selected from an aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group, is excluded;
a11 is selected from integers from 0 to 5;
R ₁₁ , R ₁₆ and R ₁₇ are, independently of each other,
Hydrogen, C ₁ -C ₆₀ alkyl, C ₃ -C ₁₀ cycloalkyl, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ hetero cycloalkenyl group, C ₆ -C ₆₀ An aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic polycyclic 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, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least one substituted, C ₁ -C ₆₀ alkyl, C ₃ -C ₁₀ cycloalkyl, 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, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group; A C ₁ -C ₆₀ heteroaryl group containing N and a group selected from the group consisting of deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl, C ₆ -C ₆₀ aryl, A C ₁ -C ₆₀ heteroaryl group containing N, which is substituted with at least one selected from an aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group, is excluded;
L ₂₁ is a C ₁ -C ₆₀ heteroarylene group containing N; And
Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl, C ₆ -C ₆₀ aryl group, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least A C ₁ -C ₆₀ heteroarylene group substituted with one; ;
a21 is selected from integers from 0 to 5;
R ₂₁ , R ₂₅ and R ₂₆ are, independently of each other,
Hydrogen, C ₁ -C ₆₀ alkyl, C ₃ -C ₁₀ cycloalkyl, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ hetero cycloalkenyl group, C ₆ -C ₆₀ An aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic polycyclic 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, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least one substituted, C ₁ -C ₆₀ alkyl, C ₃ -C ₁₀ cycloalkyl, 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, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group; ;
R ₁₂ to R ₁₅ and R ₂₂ to R ₂₄ independently of one another,
Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine, a hydrazone, a carboxyl group or a salt thereof, A C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group and a C ₁ -C ₆₀ alkoxy group;
Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl group or salt thereof, 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 heterocycloalkenyl group, a C ₆ -C ₆₀ aryl group, a C ₆ -C ₆₀ aryl A C ₁ -C ₆₀ alkyl group substituted by at least one of a C ₆ -C ₆₀ arylthio group, a C ₂ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group, C _A C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group, and a C ₁ -C ₆₀ alkoxy 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 heterocycloalkenyl group, a C ₆ -C ₆₀ aryl group, a C ₂ -C ₆₀ hetero Aryl groups, monovalent non-aromatic condensed polycyclic and monovalent non-aromatic heterocyclic polycyclic;
Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl group or salt thereof, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl, 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, group, a monovalent non-aromatic condensed polycyclic one and is a non-at least one substitution selected from the group consisting of condensed polycyclic aromatic heterocyclic C ₃ -C ₁₀ cycloalkyl, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, A C ₃ -C ₁₀ heterocycloalkenyl group, a C ₆ -C ₆₀ aryl group, a C ₂ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic and a monovalent non-aromatic heterocyclic polycyclic; And
Selected from _{-N (Q 21) (Q 22} ) and;
b12 to b15 and b22 to b24 are each independently selected from integers from 1 to 5;
Q ₁₁ , Q ₁₂ , Q ₂₁ and Q ₂₂ are each independently 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 . The method according to claim 1,
X ₁₁ is O, S, C (R ₁₆ ) (R ₁₇ ) or N (R ₁₆ );
R ₁₆ and R ₁₇ are optionally linked together to form a saturated or unsaturated ring;
R ₁₆ and R ₁₇ are, independently of 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 the group consisting of hydrogen, C ₁ -C ₆₀ alkyl groups and C ₆ -C ₆₀ aryl groups. The method according to claim 1,
L ₁₁ is preferably selected from the group consisting of phenylene, pentalenylene, indenylene, naphthylene, azulenylene, heptalenylene, indacenylene, But are not limited to, naphthylene, acenaphthylene, fluorenylene, spiro-fluorenylene, benzofluorenylene, dibenzofluorenylene, phenalenylene, phenanthrene, But are not limited to, phenanthrenylene, anthracenylene, fluoranthenylene, triphenylenylene, pyrenylene, chrysenylene, naphthacenylene, But are not limited to, picenylene, perylenylene, pentaphenylene, hexacenylene, pentacenylene, rubicenylene, coronenylene, Ovalenylene; And
Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl, C ₆ -C ₆₀ aryl group, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least Or a substituted or unsubstituted monovalent group selected from the group consisting of phenylene, pentalenylene, indenylene, naphthylene, azulenylene, heptalenylene, indacenylene, acenaphthylene, fluorenylene, spioro-fluorenylene, benzofluorenylene, di And examples thereof include benzofluorenylene, phenanthrenylene, phenanthrenylene, anthracenylene, fluoranthenylene, triphenylenylene, pyrenylene, klychenylene, naphthacenylene, pichenylene, perylenylene, pentaphenylene , Hexacenylene, pentacenylene, rubisenylene, coronenylene and ovalenylene; &Lt; / RTI &gt; The method according to claim 1,
R ₁₁ is a C ₆ -C ₆₀ aryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic 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 a monovalent non-aromatic heterocyclic 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 according to claim 1,
X ₂₁ and X ₂₂ are independently of each _{other, N- (L 21) a21 -R} 21, O, S or _{C (R 25) (R 26} ) a;
R ₂₅ and R ₂₆ are optionally linked together to form a saturated or unsaturated ring;
R ₂₅ and R ₂₆ are, independently of 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 the group consisting of hydrogen, C ₁ -C ₆₀ alkyl groups and C ₆ -C ₆₀ aryl groups. The method according to claim 1,
L ₂₁ represents a group selected from the group consisting of pyrrolylene, imidazolylene, pyrazolylene, pyridinylene, pyrazinylene, pyrimidinylene, indolylene, And examples thereof include quinolinylene, isoquinolinylene, benzoquinolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, triazolylene, ) And tetrazolylene; And
Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl, C ₆ -C ₆₀ aryl group, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least A pyrrolylene, a pyrazolylene, a pyridinylene, a pyrazinylene, a pyrimidinylene, an indoleylene, a quinolinylene, an isoquinolinylene, a benzoquinolinylene, a phenanthridinylene, an arylene Thienyl, thienyl, thienyl, thienyl, thienyl, thienyl, thienyl, thienyl, &Lt; / RTI &gt; The method according to claim 1,
R ₂₁ represents a hydrogen atom, 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 heterocyclic polycyclic 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, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least 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 heterocyclic 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 according to claim 1,
R ₁₂ to R ₁₅ and R ₂₂ to R ₂₄ independently of one another,
(Q ₂₁ ) (Q ₂₂ ), or a group selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a C ₁ -C ₆₀ alkyl group, a C ₆ -C ₆₀ aryl group, a C ₂ -C ₆₀ heteroaryl group, ;
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 according to claim 1,
The carbazole-based compound represented by Formula 1 is selected from the following Compounds 101A to 163A, and the at least one heterocyclic compound selected from the compounds represented by 10A, 10B, 10C, 10D, and 10E is represented by the following Compounds 101 to 236 Organic electroluminescent device selected from the group consisting of:

The method according to claim 1,
Wherein the light emitting layer further comprises a phosphorescent dopant. The method according to claim 1,
A first electrode; A second electrode facing the first electrode; And an organic layer including a light emitting layer interposed between the first electrode and the second electrode,
Wherein the light emitting layer comprises at least one selected from carbazole-based compounds represented by the following formula (1): And heterocyclic compounds represented by the following general formulas 10A, 10B, 10C, 10D and 10E:
&Lt; Formula 1 >

&Lt; Formula 10A >< EMI ID =

&Lt; Formula 10C &gt;&lt; EMI ID =

&Lt; Formula 10E >

Among the above-mentioned Formulas 1 and 10A, 10B, 10C, 10D and 10E,
A ₁₁ to A ₁₄ , A ₂₁ and A ₂₂ are each independently selected from the group consisting of benzene, naphthalene, pyridine, pyrimidine, pyrazine, quinoline, isoquinoline, naphthyridine, 1,8-naphthyridine, , 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 &gt;);
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 (= O) (R ₂₅ );
L ₁₁ is a C ₁ -C ₆₀ heteroarylene group containing N; And
Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl, C ₆ -C ₆₀ aryl group, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least A C ₁ -C ₆₀ heteroarylene group substituted with one; ;
a11 is selected from integers from 0 to 5;
R ₁₁ , R ₁₆ and R ₁₇ are, independently of each other,
Hydrogen, C ₁ -C ₆₀ alkyl, C ₃ -C ₁₀ cycloalkyl, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ hetero cycloalkenyl group, C ₆ -C ₆₀ An aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic polycyclic 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, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least one substituted, C ₁ -C ₆₀ alkyl, C ₃ -C ₁₀ cycloalkyl, 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, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group; ;
L ₂₁ represents 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 heterocyclic polycyclic group; And
Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl, C ₆ -C ₆₀ aryl group, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least one substituted, C ₃ -C ₁₀ cycloalkylene group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ heterocycloalkyl alkenylene, C ₆ -C ₆₀ aryl A C ₂ -C ₆₀ heteroarylene group, a divalent non-aromatic condensed polycyclic group and a divalent non-aromatic heterocyclic polycyclic group; A C ₁ -C ₆₀ heteroarylene group containing N and a substituent selected from the group consisting of deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₆ -C ₆₀ aryl group, A C ₁ -C ₆₀ heteroarylene group containing N, which is substituted with at least one selected from an aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group, is excluded;
a21 is selected from integers from 0 to 5;
R ₂₁ , R ₂₅ and R ₂₆ are, independently of each other,
Hydrogen, C ₁ -C ₆₀ alkyl, C ₃ -C ₁₀ cycloalkyl, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₃ -C ₁₀ hetero cycloalkenyl group, C ₆ -C ₆₀ An aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic polycyclic 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, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least one substituted, C ₁ -C ₆₀ alkyl, C ₃ -C ₁₀ cycloalkyl, 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, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group; A C ₁ -C ₆₀ heteroaryl group containing N and a group selected from the group consisting of deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl, C ₆ -C ₆₀ aryl, A C ₁ -C ₆₀ heteroaryl group containing N, which is substituted with at least one selected from an aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group, is excluded;
R ₁₂ to R ₁₅ and R ₂₂ to R ₂₄ independently of one another,
Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine, a hydrazone, a carboxyl group or a salt thereof, A C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group and a C ₁ -C ₆₀ alkoxy group;
Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl group or salt thereof, 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 heterocycloalkenyl group, a C ₆ -C ₆₀ aryl group, a C ₆ -C ₆₀ aryl A C ₁ -C ₆₀ alkyl group substituted by at least one of a C ₆ -C ₆₀ arylthio group, a C ₂ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group, C _A C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group, and a C ₁ -C ₆₀ alkoxy 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 heterocycloalkenyl group, a C ₆ -C ₆₀ aryl group, a C ₂ -C ₆₀ hetero Aryl groups, monovalent non-aromatic condensed polycyclic and monovalent non-aromatic heterocyclic polycyclic;
Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxyl group or salt thereof, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl, 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, group, a monovalent non-aromatic condensed polycyclic one and is a non-at least one substitution selected from the group consisting of condensed polycyclic aromatic heterocyclic C ₃ -C ₁₀ cycloalkyl, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, A C ₃ -C ₁₀ heterocycloalkenyl group, a C ₆ -C ₆₀ aryl group, a C ₂ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic and a monovalent non-aromatic heterocyclic polycyclic; And
Selected from _{-N (Q 21) (Q 22} ) and;
b12 to b15 and b22 to b24 are each independently selected from integers from 1 to 5;
Q ₁₁ , Q ₁₂ , Q ₂₁ and Q ₂₂ are each independently 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 . 12. 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 together to form a saturated or unsaturated ring;
R ₁₆ and R ₁₇ are, independently of 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 the group consisting of hydrogen, C ₁ -C ₆₀ alkyl groups and C ₆ -C ₆₀ aryl groups. 12. The method of claim 11,
L ₁₁ is preferably selected from the group consisting of pyrrolylene, imidazolylene, pyrazolylene, pyridinylene, pyrazinylene, pyrimidinylene, indolylene, And examples thereof include quinolinylene, isoquinolinylene, benzoquinolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, triazolylene, ) And tetrazolylene; And
Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl, C ₆ -C ₆₀ aryl group, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least A pyrrolylene, a pyrazolylene, a pyridinylene, a pyrazinylene, a pyrimidinylene, an indoleylene, a quinolinylene, an isoquinolinylene, a benzoquinolinylene, a phenanthridinylene, an arylene Thienyl, thienyl, thienyl, thienyl, thienyl, thienyl, thienyl, thienyl, &Lt; / RTI &gt; 12. The method of claim 11,
R ₁₁ is selected from the group consisting of 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 heterocyclic polycyclic 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, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least 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 heterocyclic 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. 12. The method of claim 11,
X ₂₁ and X ₂₂ are independently of each _{other, N- (L 21) a21 -R} 21, O, S or _{C (R 25) (R 26} ) a;
R ₂₅ and R ₂₆ are optionally linked together to form a saturated or unsaturated ring;
R ₂₅ and R ₂₆ are, independently of 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 the group consisting of hydrogen, C ₁ -C ₆₀ alkyl groups and C ₆ -C ₆₀ aryl groups. 12. The method of claim 11,
L ₂₁ is preferably selected from the group consisting of phenylene, pentalenylene, indenylene, naphthylene, azulenylene, heptalenylene, indacenylene, But are not limited to, naphthylene, acenaphthylene, fluorenylene, spiro-fluorenylene, benzofluorenylene, dibenzofluorenylene, phenalenylene, phenanthrene, But are not limited to, phenanthrenylene, anthracenylene, fluoranthenylene, triphenylenylene, pyrenylene, chrysenylene, naphthacenylene, But are not limited to, picenylene, perylenylene, pentaphenylene, hexacenylene, pentacenylene, rubicenylene, coronenylene, Ovalenylene; And
Heavy hydrogen, -F, -Cl, -Br, -I , C 1 -C 60 alkyl, C ₆ -C ₆₀ aryl group, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic group selected from the group consisting of at least Or a substituted or unsubstituted monovalent group selected from the group consisting of phenylene, pentalenylene, indenylene, naphthylene, azulenylene, heptalenylene, indacenylene, acenaphthylene, fluorenylene, spioro-fluorenylene, benzofluorenylene, di And examples thereof include benzofluorenylene, phenanthrenylene, phenanthrenylene, anthracenylene, fluoranthenylene, triphenylenylene, pyrenylene, klychenylene, naphthacenylene, pichenylene, perylenylene, pentaphenylene , Hexacenylene, pentacenylene, rubisenylene, coronenylene and ovalenylene; &Lt; / RTI &gt; 12. 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 heterocyclic 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 a monovalent non-aromatic heterocyclic 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. 12. The method of claim 11,
R ₁₂ to R ₁₅ and R ₂₂ to R ₂₄ independently of one another,
(Q ₂₁ ) (Q ₂₂ ), or a group selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a C ₁ -C ₆₀ alkyl group, a C ₆ -C ₆₀ aryl group, a C ₂ -C ₆₀ heteroaryl group, ;
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. 12. The method of claim 11,
The carbazole-based compound represented by Formula 1 is selected from the following Compounds 101B to 160B, and the at least one heterocyclic compound selected from the compounds represented by 10A, 10B, 10C, 10D, and 10E is represented by the following Compounds 301 to 369 Organic electroluminescent device selected from the group consisting of:

12. The method of claim 11,
Wherein the light emitting layer further comprises a phosphorescent dopant.

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