KR20230033693A - Organic light emitting device - Google Patents

Abstract

Disclosed is an organic light emitting element equipped with a first layer comprising a first compound and a second compound, and a second layer comprising a third compound and a fourth compound. A description for the first compound, the second compound, the third compound, and the fourth compound refer to the present specification. Therefore, the organic light emitting element has low driving voltage, high efficiency, and long lifespan.

Description

Organic light emitting device {Organic light emitting device}

It relates to an organic light emitting device.

An organic light emitting device is a self-luminous device and has advantages such as a wide viewing angle and excellent contrast, fast response time, excellent luminance, driving voltage and response speed characteristics, and multi-colorization.

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

It is to provide an organic light emitting device having a low driving voltage, high efficiency and long lifespan.

According to one aspect,

a first electrode;

a second electrode facing the first electrode; and

an organic layer interposed between the first electrode and the second electrode;

including,

the organic layer includes at least one first layer and at least one second layer;

The first layer includes a first compound and a second compound,

The second layer includes a third compound and a fourth compound,

The first compound and the third compound each independently include a compound represented by one of Formulas 1-1 to 1-4,

The second compound and the fourth compound are each independently an organic light emitting device including a compound represented by one of Formulas 2-1 to 2-11:

<Formula 1-1>

<Formula 1-2>

<Formula 1-3>

<Formula 1-4>

<Formula 2-1>

<Formula 2-2>

<Formula 2-3>

<Formula 2-4>

<Formula 2-5>

<Formula 2-6>

<Formula 2-7>

<Formula 2-8>

<Formula 2-9>

<Formula 2-10>

*

<Formula 2-11>

<Formula 2-20>

Among Formulas 1-1 to 1-4, 2-1 to 2-11 and 2-20

Ring _A1 to _A4 and ring _A11 to _A14 are each independently selected from benzene, naphthalene, pyridine, pyrimidine, quinoline, isoquinoline, quinoxaline and quinazoline;

The C ₁ ring is a group represented by Chemical Formula 2-20,

X ₁ is selected from O, S, N-(L ₁ ) _a1 -(HT ₁ ) _t1 , C(R ₁ )(R ₂ ) and Si(R ₁ )(R ₂ );

X ₂ is selected from O, S, N-(L ₂ ) _a2 -(HT ₂ ) _t2 , C(R ₃ )(R ₄ ) and Si(R ₃ )(R ₄ );

X ₁₁ is O, S, N-(L ₂₁ ) _a21 -(ET ₂₁ ) _t21 , N-(L ₂₁ ) _a21 -(R ₂₁ ) _b21 , C(R ₂₄ )(R ₂₅ ) and Si(R ₂₄ ) (R ₂₅ ) selected from;

X ₁₂ is O, S, N-(L ₂₂ ) _a22 -(ET ₂₂ ) _t22 , N-(L ₂₂ ) _a22 -(R ₂₂ ) _b22 , C(R ₂₆ )(R ₂₇ ) and Si(R ₂₆ ) (R ₂₇ ) selected from;

X ₁₃ is selected from N and C-(L ₂₃ ) _a23 -(R ₂₃ ) _b23 ;

X ₁₄ is selected from N and C-(L ₃₄ ) _a34 -(R ₃₄ ) _b34 ;

X ₁₅ is selected from N and C-(L ₃₅ ) _a35 -(R ₃₅ ) _b35 ;

X ₁₆ is selected from N and C-(L ₃₆ ) _a36 -(R ₃₆ ) _b36 ;

L ₁ , L ₂ , L ₁₁ to L ₁₄ and B ₁ are independently of each other,

Phenylene group, pentalenylene group, indenylene group, naphthylene group, azulenylene group, heptalenylene group, indacenylene group, acenaphthylene group, fluorenylene group, spiro-fluorenylene group, benzofluorenyl Ren group, dibenzofluorenylene group, phenalenylene group, phenanthrenylene group, anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group, chrysenylene group, naphthacenylene group, picenylene group, peryle Nylene group, pentaphenylene group, hexacenylene group, pentacenylene group, rubycenylene group, coronenylene group, ovalenylene group, thiophenylene group, furanylene group, carbazolylene group, indolylene group, isoindolylene group, a benzofuranylene group, a benzothiophenylene group, a dibenzofuranylene group, a dibenzothiophenylene group, a benzocarbazolylene group, and a dibenzocarbazolylene group; and

Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or A salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, a pentalenyl group, an indenyl group, a naphthyl group , azulenyl group, heptalenyl group, indacenyl group, acenaphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group , Fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, picenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubycenyl group, coronenyl group, Ovalenyl group, thiophenyl group, furanyl group, carbazolyl group, indolyl group, isoindoleyl group, benzofuranyl group, benzothiogyphenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group , A dibenzosilolyl group, a biphenyl group, a terphenyl group, and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ) substituted with at least one of a phenylene group, a pentalenylene group, an indenylene group, a naphthylene group, and an azulenyl group. A rene group, a heptalenylene group, an indacenylene group, an acenaphthylene group, a fluorenylene group, a spiro-fluorenylene group, a benzofluorenylene group, a dibenzofluorenylene group, a phenalenylene group, a phenanthrenylene group, Anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group, chrysenylene group, naphthacenylene group, picenylene group, perylene group, pentaphenylene group, hexacenylene group, pentacenylene group, rubycenylene group , coronenylene group, ovalenylene group, thiophenylene group, furanylene group, carbazolylene group, indolylene group, isoindolylene group, benzofuranylene group, benzothiophenylene group, dibenzofuranylene group, dibenzo a thiophenylene group, a benzocarbazolylene group, and a dibenzocarbazolylene group; is selected from

L ₂₁ to L ₂₃ , L ₃₁ to L ₃₆ and B ₁₁ are each independently a substituted or unsubstituted C ₃ -C ₁₀ cycloalkylene group, a substituted or unsubstituted C ₁ -C _{10 heterocycloalkylene group, a substituted or unsubstituted C 3 -C 10} cycloalkylene group, Unsubstituted C ₃ -C ₁₀ cycloalkenylene group, substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenylene group, substituted or unsubstituted C ₆ -C ₆₀ arylene group, substituted or unsubstituted C ₁ - C ₆₀ heteroarylene group, substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and substituted or unsubstituted divalent non-aromatic condensed polycyclic group divalent non-aromatic condensed heteropolycyclic group),

a1, a2, a11 to a14, n1, a21 to a23, a31 to a36, and n11 are each independently an integer selected from 0 to 3;

m1 is an integer selected from 1 to 3;

R ₁ to R ₄ and R ₁₁ to R ₁₄ are each independently selected from hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, and a hydrazine group. , hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or its salt thereof, substituted or unsubstituted C ₁ -C ₆₀ alkyl group, substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, phenyl group, naphthyl group, biphenyl group, terphenyl group, -Si(Q ₁ )(Q ₂ )(Q ₃ ), -N (Q ₄ ) (Q ₅ ) and -B (Q ₆ ) (Q ₇ ) selected from;

b11 to b14 are integers independently selected from 0 to 4;

HT ₁ , HT ₂ and HT ₁₁ to HT ₁₄ are each independently a hole transporting group;

t1, t2 and t11 to t14 are each independently an integer selected from 1 to 4,

c11 to c14 are each independently an integer selected from 0 to 4;

Formulas 1-1 and 1-2 include at least one of HT ₁ , HT ₁₁ and HT ₁₂ , Formula 1-3 includes at least one of HT ₁ , HT ₂ , HT ₁₁ and HT ₁₂ , and 1-4 includes at least one of HT ₁ , HT ₂ and HT ₁₁ to HT ₁₄ ;

The hole transporting group is

Phenyl group, pentalenyl group, indenyl group, naphthyl group, azulenyl group, heptalenyl group, indacenyl group, acenaphthyl group ), fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoran fluoranthenyl, triphenylenyl, pyrenyl, chrysenyl, naphthacenyl, picenyl, perylenyl, penta Phenyl group, hexacenyl group, pentacenyl group, rubicenyl group, coronenyl group, ovalenyl group, thiophenyl group, furanyl group ), carbazolyl group, indolyl group, isoindolyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group , A dibenzocarbazolyl group and a dibenzosilolyl group; and

Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or A salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, a pentalenyl group, an indenyl group, a naphthyl group , azulenyl group, heptalenyl group, indacenyl group, acenaphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group , Fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, picenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubycenyl group, coronenyl group, Ovalenyl group, thiophenyl group, furanyl group, carbazolyl group, indolyl group, isoindoleyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, A phenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptalenyl group, an indacenyl group, an acetone group, substituted with at least one of a dibenzosilolyl group and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ) Naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group , Chrysenyl group, naphthacenyl group, picenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubicenyl group, coronenyl group, ovalenyl group, thiophenyl group, furanyl group, carbazolyl group, an indolyl group, an isoindoleyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, and a dibenzosilolyl group; is selected from

R ₂₁ to R ₂₇ , R ₃₁ to R ₃₆ are each independently selected from hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, and a hydrazine group. , hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or its salt thereof, substituted or unsubstituted C ₁ -C ₆₀ alkyl group, substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, substituted Or an unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, substituted or unsubstituted C ₆ -C ₆₀ arylthio group, substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted Selected from cyclic monovalent non-aromatic heterocondensed polycyclic groups, -Si(Q ₁ )(Q ₂ )(Q ₃ ), -N(Q ₄ )(Q ₅ ) and -B(Q ₆ )(Q ₇ ) become,

b21 to b23 and b31 to b36 are integers independently selected from 0 to 4;

ET ₂₁ , ET ₂₂ and ET ₃₁ to ET ₃₄ are, independently of each other, an electron transporting group;

t21, t22, t31 to t34 are integers independently selected from 1 to 4;

c31 to c34 are each independently an integer selected from 0 to 4;

Formula 2-1 includes at least one of ET ₃₁ to ET ₃₃ , Formula 2-2 includes at least one of ET ₂₁ , ET ₂₂ and ET ₃₁ to ET ₃₄ , and Formula 2-3 to 2-8 includes ET ₂₁ , ET ₂₂ , ET ₃₁ and ET ₃₂ , Formula 2-9 includes at least one of ET ₂₁ and ET ₃₁ , Formula 2-10 is ET ₂₁ , ET ₃₁ and ET ₃₂ At least one of Including, at least one of X ₁₄ to X ₁₆ of Formula 2-11 is N,

The electron transporting group is selected from cyclic groups including *=N-*' as a ring-forming moiety,

The above substituted C ₃ -C ₁₀ cycloalkylene group, substituted C ₁ -C ₁₀ heterocycloalkylene group, substituted C ₃ -C ₁₀ cycloalkenylene group, substituted C ₁ -C ₁₀ heterocycloalkenylene group, substituted substituted C ₆ -C ₆₀ arylene group, substituted C ₁ -C ₆₀ heteroarylene group, substituted divalent non-aromatic condensed polycyclic group, substituted divalent non-aromatic heterocondensed polycyclic group, substituted C ₁ -C ₆₀ Alkyl group, substituted C ₂ -C ₆₀ alkenyl group, substituted C ₂ -C ₆₀ alkynyl group, substituted C ₁ -C ₆₀ alkoxy group, substituted C ₃ -C ₁₀ cycloalkyl group, substituted C ₁ -C ₁₀ hetero Cycloalkyl group, substituted C ₃ -C ₁₀ cycloalkenyl group, substituted C ₁ -C ₁₀ heterocycloalkenyl group, substituted C ₆ -C ₆₀ aryl group, substituted C ₆ -C ₆₀ aryloxy group, substituted C At least one of the substituents of _{the 6} -C ₆₀ arylthio group, the substituted C ₁ -C ₆₀ heteroaryl group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic heteropolycyclic group,

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

Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or A salt thereof, a C ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkenyl group, a C ₁ -C ₁₀ heterocycloalkenyl group, a C ₆ -C ₆₀ aryl group, a C ₆ - C ₆₀ aryloxy group (aryloxy), C ₆ -C ₆₀ arylthio group (arylthio), C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic heterocondensed polycyclic group, - A C 1 -C ₆₀ alkyl group, C ₂ substituted with at least one of Si(Q ₁₁ )(Q ₁₂ )(Q ₁₃ ), _-N (Q ₁₄ )(Q ₁₅ ) and -B(Q ₁₆ )(Q ₁₇ ) -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkynyl group and C ₁ -C ₆₀ alkoxy group;

C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryl an oxy group, a C ₆ -C ₆₀ arylthio group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a biphenyl group, and a terphenyl group;

Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid 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, a C ₁ -C ₆₀ alkoxy group, a C ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocycloalkyl group , C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy group, C ₆ -C ₆₀ arylthio group, C ₁ -C ₆₀ Heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic heterocondensed polycyclic group, -Si(Q ₂₁ )(Q ₂₂ )(Q ₂₃ ), -N(Q ₂₄ )(Q ₂₅ ), and -B(Q ₂₆ )(Q ₂₇ ) Substituted with at least one of C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heterocycloalke Nyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy group, C ₆ -C ₆₀ arylthio group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non- aromatic heterocondensed polycyclic groups, biphenyl groups and terphenyl groups; and

-Si(Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ), -N(Q ₃₄ ) (Q ₃₅ ) and -B(Q ₃₆ ) (Q ₃₇ ); is selected from

Wherein Q ₁ to Q ₇ , Q ₁₁ to Q ₁₇ , Q ₂₁ to Q ₂₇ and Q ₃₁ to Q ₃₇ are independently of each other hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano No group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or its salt thereof, C ₁ -C ₆₀ Alkyl group, C ₂ -C ₆₀ Alkenyl group, C ₂ -C ₆₀ alkynyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heterocycloalkenyl group , C ₆ -C ₆₀ aryl group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic hetero condensed polycyclic group, biphenyl group and terphenyl group.

The organic light emitting device has a low driving voltage, high efficiency and long lifespan.

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

The organic light emitting device includes a first electrode, a second electrode opposite the first electrode, and an organic layer interposed between the first electrode and the second electrode, wherein the organic layer includes at least one first layer and at least one organic layer. including the second layer of

For example, the organic layer may include one first layer and one second layer.

Alternatively, the organic layer may include two first layers and one second layer, or may include one first layer and two second layers, but is not limited thereto.

For a description of the first electrode and the second electrode, refer to the description below.

The first layer includes a first compound and a second compound, and the second layer includes a third compound and a fourth compound.

The first compound and the third compound each independently include a compound represented by one of Formulas 1-1 to 1-4, and the second compound and the fourth compound are independently of each other, Formulas 2-1 to 1-4 below. It includes the compound represented by any one of 2-11.

<Formula 1-1>

<Formula 1-2>

<Formula 1-3>

<Formula 1-4>

<Formula 2-1>

<Formula 2-2>

<Formula 2-3>

<Formula 2-4>

<Formula 2-5>

<Formula 2-6>

<Formula 2-7>

<Formula 2-8>

<Formula 2-9>

<Formula 2-10>

<Formula 2-11>

<Formula 2-20>

In Formulas 1-1 to 1-4, ring _A1 to ring _A4 and ring _A11 to ring _A14 are each independently selected from benzene, naphthalene, pyridine, pyrimidine, quinoline, isoquinoline, quinoxaline, and quinazoline It can be.

For example, rings A ₁ to A ₄ and rings A ₁₁ to A ₁₄ in Formulas 1-1 to 1-4 may be independently selected from benzene and naphthalene, but are not limited thereto.

The C1 ring in Formulas 2-3 to 2-8 may be represented by Formula 2-20. The C ₁ ring is condensed with two adjacent 5-membered rings while sharing carbon.

In Formulas 1-1 to 1-4 and 2-1 to 2-11,

X ₁ is selected from O, S, N-(L ₁ ) _a1 -(HT ₁ ) _t1 , C(R ₁ )(R ₂ ) and Si(R ₁ )(R ₂ );

X ₂ is selected from O, S, N-(L ₂ ) _a2 -(HT ₂ ) _t2 , C(R ₃ )(R ₄ ) and Si(R ₃ )(R ₄ );

X ₁₁ is O, S, N-(L ₂₁ ) _a21 -(ET ₂₁ ) _t21 , N-(L ₂₁ ) _a21 -(R ₂₁ ) _b21 , C(R ₂₄ )(R ₂₅ ) and Si(R ₂₄ ) (R ₂₅ ) selected from;

X ₁₂ is O, S, N-(L ₂₂ ) _a22 -(ET ₂₂ ) _t22 , N-(L ₂₂ ) _a22 -(R ₂₂ ) _b22 , C(R ₂₆ )(R ₂₇ ) and Si(R ₂₆ ) (R ₂₇ ) selected from;

X ₁₃ is selected from N and C-(L ₂₃ ) _a23 -(R ₂₃ ) _b23 ;

X ₁₄ is selected from N and C-(L ₃₄ ) _a34 -(R ₃₄ ) _b34 ;

X ₁₅ is selected from N and C-(L ₃₅ ) _a35 -(R ₃₅ ) _b35 ;

X ₁₆ may be selected from N and C-(L ₃₆ ) _a36 -(R ₃₆ ) _b36 .

For example, in Chemical Formulas 1-1 to 1-4 and 2-1 to 2-11,

X ₁ is selected from O, S, and N-(L ₁ ) _a1 -(HT ₁ ) _t1 ;

X ₂ is selected from O, S, and N-(L ₂ ) _a2 -(HT ₂ ) _t2 ;

X ₁₁ is selected from O, S, N-(L ₂₁ ) _a21 -(ET ₂₁ ) _t21 and N-(L ₂₁ ) _a21 -(R ₂₁ ) _b21 ;

X ₁₂ may be selected from O, S, N-(L ₂₂ ) _a22 -(ET ₂₂ ) _t22 and N-(L ₂₂ ) _a22 -(R ₂₂ ) _b22 .

L ₁ , L ₂ , L ₁₁ to L ₁₄ and B ₁ in Formulas 1-1 to 1-4 are independently of each other,

Phenylene group, pentalenylene group, indenylene group, naphthylene group, azulenylene group, heptalenylene group, indacenylene group, acenaphthylene group, fluorenylene group, spiro-fluorenylene group, benzofluorenyl Ren group, dibenzofluorenylene group, phenalenylene group, phenanthrenylene group, anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group, chrysenylene group, naphthacenylene group, picenylene group, peryle Nylene group, pentaphenylene group, hexacenylene group, pentacenylene group, rubycenylene group, coronenylene group, ovalenylene group, thiophenylene group, furanylene group, carbazolylene group, indolylene group, isoindolylene group, a benzofuranylene group, a benzothiophenylene group, a dibenzofuranylene group, a dibenzothiophenylene group, a benzocarbazolylene group, and a dibenzocarbazolylene group; and

Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or A salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, a pentalenyl group, an indenyl group, a naphthyl group , azulenyl group, heptalenyl group, indacenyl group, acenaphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group , Fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, picenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubycenyl group, coronenyl group, Ovalenyl group, thiophenyl group, furanyl group, carbazolyl group, indolyl group, isoindoleyl group, benzofuranyl group, benzothiogyphenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group , A dibenzosilolyl group, a biphenyl group, a terphenyl group, and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ) substituted with at least one of a phenylene group, a pentalenylene group, an indenylene group, a naphthylene group, and an azulenyl group. A rene group, a heptalenylene group, an indacenylene group, an acenaphthylene group, a fluorenylene group, a spiro-fluorenylene group, a benzofluorenylene group, a dibenzofluorenylene group, a phenalenylene group, a phenanthrenylene group, Anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group, chrysenylene group, naphthacenylene group, picenylene group, perylene group, pentaphenylene group, hexacenylene group, pentacenylene group, rubycenylene group , coronenylene group, ovalenylene group, thiophenylene group, furanylene group, carbazolylene group, indolylene group, isoindolylene group, benzofuranylene group, benzothiophenylene group, dibenzofuranylene group, dibenzo a thiophenylene group, a benzocarbazolylene group, and a dibenzocarbazolylene group; can be selected from.

L ₂₁ to L ₂₃ , L ₃₁ to L _{36 ,} and B ₁₁ in Formulas 2-1 to 2-11 are each independently a substituted or unsubstituted C ₃ -C ₁₀ cycloalkylene group, or a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkylene group, substituted or unsubstituted C ₃ -C ₁₀ cycloalkenylene group, substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenylene group, substituted or unsubstituted C ₆ -C ₆₀ aryl A rene group, a substituted or unsubstituted C ₁ -C ₆₀ heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed polycyclic group -Aromatic heterocondensed polycyclic group (substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group).

For example, in Formulas 1-1 to 1-4 and 2-1 to 2-11, L ₁ , L ₂ , L ₁₁ to L ₁₄ , B ₁ , L ₂₁ to L ₂₃ , L ₃₁ to L ₃₆ and B ₁₁ are independent of each other,

Phenylene group, naphthylene group, fluorenylene group, spiro-fluorenylene group, phenalenylene group, phenanthrenylene group, anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group and chrysenylene group ; and

Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or A salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a phenalenyl group, a phenanthrenyl group, anthracenyl group, a fluoranthenyl group , A triphenylenyl group, a pyrenyl group, a chrysenyl group, a biphenyl group, a terphenyl group, and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ) substituted with at least one of a phenylene group, a naphthylene group, and a fluorenyl group. a rene group, a spiro-fluorenylene group, a phenalenylene group, a phenanthrenylene group, anthracenylene group, a fluoranthenylene group, a triphenylenylene group, a pyrenylene group, and a chrysenylene group; is selected from

Wherein Q ₃₁ to Q ₃₃ are each independently selected from a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, and a dibenzoflu It may be selected from an orenyl group, a phenanthrenyl group, anthracenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, biphenyl group and terphenyl group, but is not limited thereto.

As another example, L ₁ , L _{2 , L 11} to L 14 and B ₁ in Formulas _1-1 to 1-4 and _2-1 to 2-11 may be represented by Formulas 3-1 to 3-9, 3- 25 and 3-33 to selected from the group represented by 3-35, L ₂₁ to L ₂₃ , L ₃₁ to L ₃₆ and B ₁₁ may be selected from the group represented by the following formula 3-1 to formula 3-35 but is not limited to:

In Formulas 3-1 to 3-35,

Y ₁ is O, S, C(Z ₃ )(Z ₄ ), N(Z ₅ ) or Si(Z ₆ )(Z ₇ );

Z ₁ to Z ₇ are each independently selected from hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, and a carboxyl group. acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or its salt thereof, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group , dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, pyrenyl group, chrysenyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquin It is selected from a nolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a triazinyl group, a biphenyl group, a terphenyl group, and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ );

Wherein Q ₃₁ to Q ₃₃ are each independently selected from a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, and a dibenzoflu Orenyl group, phenanthrenyl group, anthracenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrroyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, Oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, carbazolyl group , phenanthrolinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzooxazolyl group, isobenzooxazolyl group, triazolyl group, oxadiazolyl group, triazinyl group, dibenzo It is selected from a furanyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a thiadiazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, a biphenyl group and a terphenyl group,

d1 is selected from an integer of 1 to 4;

d2 is selected from an integer of 1 to 3;

d3 is selected from an integer of 1 to 6;

d4 is selected from an integer of 1 to 8;

d5 is 1 or 2;

d6 is selected from an integer of 1 to 5;

* and *' are binding sites with neighboring atoms.

In Chemical Formulas 1-1 to 1-4 and 2-1 to 2-11, a1, a2, a11 to a14, n1, a21 to a23, a31 to a36, and n11 may each independently be an integer selected from 0 to 3. . a1 indicates the number of L ₁ s, and when a1 is 0, *-(L ₁ ) _a1 -*′ is a single bond. When a1 is 2 or more, two or more L ₁ 's are the same as or different from each other. Descriptions of a2, a11 to a14, n1, a21 to a23, a31 to a36, and n11 will be understood with reference to the description of a1 and the structures of Chemical Formulas 1-1 to 1-4 and 2-1 to 2-11. can

For example, a1, a2, a11 to a14, n1, a21 to a23, a31 to a36, and n11 may be each independently 0 or 1.

In Formula 1-3, m1 may be an integer selected from 1 to 3. For example, m1 in Formula 1-3 may be 1, but is not limited thereto.

In Formulas 1-1 to 1-4, R ₁ to R ₄ and R ₁₁ to R ₁₄ are each independently selected from hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, and a nitro group. group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or its salt thereof, substituted or unsubstituted C ₁ -C ₆₀ alkyl group, substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, phenyl group, naphthyl group, biphenyl group, terphenyl group, -Si(Q ₁ )( It may be selected from Q ₂ )(Q ₃ ), -N(Q ₄ )(Q ₅ ), and -B(Q ₆ )(Q ₇ ).

For example, in Formulas 1-1 to 1-4, R ₁ to R ₄ and R ₁₁ to R ₁₄ may each independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, Cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or its salt thereof, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, It is selected from a phenyl group, a naphthyl group, a biphenyl group, a terphenyl group, and -Si(Q ₁ )(Q ₂ )(Q ₃ );

Wherein Q ₁ to Q ₃ are each independently selected from a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, and a dibenzoflu. It may be selected from an orenyl group, a phenanthrenyl group, anthracenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, biphenyl group and terphenyl group, but is not limited thereto.

In Chemical Formulas 1-1 to 1-4, b11 to b14 are each independently an integer selected from 0 to 4. b11 indicates the number of R ₁₁ s, and when b11 is 2 or more, 2 or more R _11s are the same as or different from each other. The description of b12 to b14 can be understood with reference to the description of b11 and the structures of Chemical Formulas 1-1 to 1-4.

For example, b11 to b14 in Chemical Formulas 1-1 to 1-4 may be 0 or 1 independently of each other.

HT ₁ , HT ₂ , and HT ₁₁ to HT ₁₄ in Formulas 1-1 to 1-4 are each independently a hole transporting group. For a description of the hole transporting group, refer to the description below.

In Formulas 1-1 to 1-4, t1, t2, and t11 to t14 are integers independently selected from 1 to 4. t1 indicates the number of HT ₁ s, and when t1 is 2 or more, 2 or more HT _1s are the same as or different from each other. Descriptions of t2 and t11 to t14 may be understood with reference to the description of t1 and structures of Chemical Formulas 1-1 to 1-4.

For example, t1, t2, and t11 to t14 may be each independently 1, 2, or 1, but are not limited thereto.

In Formulas 1-1 to 1-4, c11 to c14 are each independently an integer selected from 0 to 4. For example, c11 to c14 may be 0 or 1 independently of each other.

Formulas 1-1 and 1-2 include at least one of HT ₁ , HT ₁₁ and HT ₁₂ , Formula 1-3 includes at least one of HT ₁ , HT ₂ , HT ₁₁ and HT ₁₂ , and 1-4 includes at least one of HT ₁ , HT ₂ , and HT ₁₁ to HT ₁₄ .

The hole transporting groups that may be HT ₁ , HT ₂ , and HT ₁₁ to HT ₁₄ in Formulas 1-1 to 1-4,

Phenyl group, pentalenyl group, indenyl group, naphthyl group, azulenyl group, heptalenyl group, indacenyl group, acenaphthyl group ), fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoran fluoranthenyl, triphenylenyl, pyrenyl, chrysenyl, naphthacenyl, picenyl, perylenyl, penta Phenyl group, hexacenyl group, pentacenyl group, rubicenyl group, coronenyl group, ovalenyl group, thiophenyl group, furanyl group ), carbazolyl group, indolyl group, isoindolyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group , A dibenzocarbazolyl group and a dibenzosilolyl group; and

Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or A salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, a pentalenyl group, an indenyl group, a naphthyl group , azulenyl group, heptalenyl group, indacenyl group, acenaphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group , Fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, picenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubycenyl group, coronenyl group, Ovalenyl group, thiophenyl group, furanyl group, carbazolyl group, indolyl group, isoindoleyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, A phenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptalenyl group, an indacenyl group, an acetone group, substituted with at least one of a dibenzosilolyl group and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ) Naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group , Chrysenyl group, naphthacenyl group, picenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubicenyl group, coronenyl group, ovalenyl group, thiophenyl group, furanyl group, carbazolyl group, an indolyl group, an isoindoleyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, and a dibenzosilolyl group; can be selected from.

For example, the hole transporting group,

Phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pi a renyl group, a chrysenyl group, a carbazolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, and a dibenzosilolyl group; and

Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or A salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenan Trenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, carbazolyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazole Dibenzoyl group, dibenzocarbazolyl group, dibenzosilolyl group, biphenyl group, terphenyl group and -Si (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ) Substituted with at least one of a phenyl group, a naphthyl group, a fluorenyl group, spiro - Fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, carbazolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, and a dibenzosilolyl group; is selected from

Wherein Q ₃₁ to Q ₃₃ are each independently selected from a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, and a dibenzoflu Orenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, carbazolyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, It may be selected from a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a biphenyl group, and a terphenyl group, but is not limited thereto.

In Formulas 2-1 to 2-11, R ₂₁ to R ₂₇ , R ₃₁ to R ₃₆ are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, or a nitro group. group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or its salt thereof, substituted or unsubstituted C ₁ -C ₆₀ alkyl group, substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenyl group, substituted or unsubstituted C ₆ -C ₆₀ aryl group , a substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₆₀ arylthio group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, a substituted or unsubstituted monovalent group, Non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q ₁ )(Q ₂ )(Q ₃ ), -N(Q ₄ )(Q ₅ ) and -B (Q ₆ ) (Q ₇ ).

For example, in Formulas 2-1 to 2-11, R ₂₁ to R ₂₇ and R ₃₁ to R ₃₆ may be independently of each other;

Hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, phosphoric acid or a salt thereof, a C ₁ -C ₂₀ alkyl group and a C ₁ -C ₂₀ alkoxy group;

heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, and a phosphoric acid or a C ₁ -C ₂₀ alkyl group and a C ₁ -C ₂₀ alkoxy group, substituted with at least one of their salts;

Phenyl group, pentalenyl group, indenyl group, naphthyl group, azulenyl group, heptalenyl group, indacenyl group, acenaphthyl group ), fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoran fluoranthenyl, triphenylenyl, pyrenyl, chrysenyl, naphthacenyl, picenyl, perylenyl, penta Phenyl group, hexacenyl group, pentacenyl group, rubicenyl group, coronenyl group, ovalenyl group, pyrrolyl group, thiophenyl group ), furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl , Pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindolyl group, indolyl group, indazolyl group, Purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl , Quinazolinyl group (quinazolinyl), cinolinyl group (cinnolinyl), carbazolyl group ( carbazolyl), phenanthridinyl group, acridinyl group, phenanthrolinyl group, phenazinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group (benzothiophenyl), isobenzothiazolyl, benzooxazolyl, isobenzooxazolyl, triazolyl, tetrazolyl, oxadiazolyl ), triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, dibenzosilolyl group, thiadiazolyl group, imidazopyridinyl group and an imidazopyrimidinyl group;

Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or A salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, a pentalenyl group, an indenyl group, a naphthyl group , azulenyl group, heptalenyl group, indacenyl group, acenaphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group , Fluoranthenyl group, triphenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, picenyl group, peryl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubycenyl group, coronenyl group, Ovalenyl group, pyrrole group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, Pyridazinyl group, isoindoleyl group, indolyl group, indazolyl group, purinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, naphthyridinyl group, quinoxalinyl group, quinazolinyl group, Cinolinyl group, carbazolyl group, phenanthridinyl group, acridinyl group, phenanthrolinyl group, phenazinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, iso Benzoxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, thiadiazolyl group, imida A phenyl group, a pentalenyl group, an indenyl group, a naphthyl group, and an azule group substituted with at least one of a crude pyridinyl group, an imidazopyrimidinyl group, a biphenyl group, a terphenyl group, and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ) Nyl group, heptalenyl group, indacenyl group, acenaphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoran Tenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, pise Nyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubycenyl group, coronenyl group, ovalenyl group, pyrroyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, Isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indolyl group, indazolyl group, purinyl group, quinolinyl group, isoqui Nolinyl group), benzoquinolinyl group, phthalazinyl group, naphthyridinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazolyl group, phenanthridinyl group, acridinyl group, phenanthrolinyl group, phenazinyl group , benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzooxazolyl group, isobenzooxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzo a furanyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a thiadiazolyl group, an imidazopyridinyl group, and an imidazopyrimidinyl group; and

-Si(Q ₁ )(Q ₂ )(Q ₃ ); is selected from

Wherein Q ₁ to Q ₃ and Q ₃₁ to Q ₃₃ are each independently selected from a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzoflu Orenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group , Isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quina A zolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, an oxadiazolyl group, A triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a thiadiazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, a biphenyl group, and It may be selected from terphenyl groups.

For example, R ₂₁ to R ₂₇ in Formulas 2-1 to 2-11 may be hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, or an amidino group. group, a hydrazine group, a hydrazone group, a carboxylic acid or its salt thereof, a sulfonic acid or its salt thereof, a phosphoric acid or its salt thereof, a substituted or unsubstituted C ₁ -C ₆₀ alkyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, A substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, a substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, a phenyl group, a naphthyl group, a biphenyl group, a terphenyl group, and -Si(Q ₁ )(Q ₂ )(Q ₃ ), but is not limited thereto.

In Chemical Formulas 2-1 to 2-11, b21 to b23 and b31 to b36 are integers independently selected from 0 to 4. b21 represents the number of R ₂₁ , and when b21 is 2 or more, 2 or more R ₂₁ are the same as or different from each other. Descriptions of b22 to b23 and b31 to b36 may be understood with reference to the description of b21 and the structures of Chemical Formulas 2-1 to 2-11.

For example, in Chemical Formulas 2-1 to 2-11, b21 to b23 and b31 to b36 may each independently be 0 or 1.

ET ₂₁ , ET ₂₂ , and ET ₃₁ to ET ₃₄ in Formulas 2-1 to 2-11 are each independently an electron transporting group. For a description of the electron transporting group, refer to the description below.

In Formulas 2-1 to 2-11, t21, t22, and t31 to t34 are each independently an integer selected from 1 to 4. t21 represents the number of ET ₂₁ , and when t21 is 2 or more, two or more ET ₂₁ are the same or different. Descriptions of t22 and t31 to t34 may be understood with reference to the description of t21 and structures of Chemical Formulas 2-1 to 2-11.

For example, t21, t22, and t31 to t34 may be each independently 1, 2, or 1, but are not limited thereto.

In Formulas 2-1 to 2-1, c31 to c34 are each independently an integer selected from 0 to 4. For example, c31 to c34 may be each independently 0 or 1.

Formula 2-1 includes at least one of ET ₃₁ to ET ₃₃ , Formula 2-2 includes at least one of ET ₂₁ , ET ₂₂ and ET ₃₁ to ET ₃₄ , and Formula 2-3 to 2-8 includes ET ₂₁ , ET ₂₂ , ET ₃₁ and ET ₃₂ , Formula 2-9 includes at least one of ET ₂₁ and ET ₃₁ , Formula 2-10 is ET ₂₁ , ET ₃₁ and ET ₃₂ At least one of And, at least one of X ₁₄ to X ₁₆ in Formula 2-11 is N.

The electron transporting group, which may be ET ₂₁ , ET ₂₂ and ET ₃₁ to ET ₃₄ in Formulas 2-1 to 2-11, may be selected from cyclic groups including *=N-*' as a ring-forming moiety. .

For example, the electron transporting group,

imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, Pyrazinyl, pyrimidinyl, pyridazinyl, indazolyl, quinolinyl, isoquinolinyl, benzoquinolinyl ), phthalazinyl group, naphthyridinyl group, quinoxalinyl group, quinazolinyl group, cinnolinyl group, phenanthridinyl group, acridinyl group ( acridinyl), phenanthrolinyl, phenazinyl, benzoimidazolyl, isobenzothiazolyl, benzooxazolyl, isobenzooxazolyl , Triazolyl, tetrazolyl, oxadiazolyl, triazinyl, imidazopyridinyl and imidazopyrimidinyl groups; and

Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or A salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, a pentalenyl group, an indenyl group, a naphthyl group , azulenyl group, heptalenyl group, indacenyl group, acenaphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group , Fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, picenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubycenyl group, coronenyl group, Ovalenyl group, pyrrole group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, Pyridazinyl group, isoindoleyl group, indolyl group, indazolyl group, purinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, naphthyridinyl group, quinoxalinyl group, quinazolinyl group, Cinolinyl group, carbazolyl group, phenanthridinyl group, acridinyl group, phenanthrolinyl group, phenazinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, iso Benzoxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, thiadiazolyl group, imida A crude pyridinyl group, an imidazopyrimidinyl group, a biphenyl group, a terphenyl group, and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ) substituted with at least one of an imidazolyl group, a pyrazolyl group, a thiazolyl group, and an isothia Zolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, indazolyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group , naphthyridinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, phenanthridinyl group, acridinyl group , Phenanthrolinyl group, phenazinyl group, benzoimidazolyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzooxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, imida a crude pyridinyl group and an imidazo pyrimidinyl group; is selected from

Wherein Q ₃₁ to Q ₃₃ are each independently selected from a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, and a dibenzoflu Orenyl group, phenanthrenyl group, anthracenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrroyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, Oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, carbazolyl group , phenanthrolinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzooxazolyl group, isobenzooxazolyl group, triazolyl group, oxadiazolyl group, triazinyl group, dibenzo It may be selected from a furanyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a thiadiazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, a biphenyl group, and a terphenyl group. However, it is not limited thereto.

HT ₁ , HT ₂ , HT 11 to HT ₁₄ in Formulas 1-1 to 1-4 and _2-1 to 2-11 are each independently selected from the group represented by Formulas 5-1 to 5-20, , ET ₂₁ , ET ₂₂ and ET ₃₁ to ET ₃₄ may be each independently selected from groups represented by Formulas 5-21 to 5-75:

In Formulas 5-1 to 5-75

Y ₃₁ is O, S, C(Z ₃₃ )(Z ₃₄ ), N(Z ₃₅ ) or Si(Z ₃₆ )(Z ₃₇ );

Z ₃₁ to Z ₃₇ are each independently selected from hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, and a carboxyl group. acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or its salt thereof, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group , dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, pyrenyl group, chrysenyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquin It is selected from a nolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a triazinyl group, a biphenyl group, a terphenyl group, and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ );

Wherein Q ₃₁ to Q ₃₃ are each independently selected from a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, and a dibenzoflu Orenyl group, phenanthrenyl group, anthracenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrroyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, Oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, carbazolyl group , phenanthrolinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzooxazolyl group, isobenzooxazolyl group, triazolyl group, oxadiazolyl group, triazinyl group, dibenzo It is selected from a furanyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a thiadiazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, a biphenyl group and a terphenyl group,

e3 is selected from integers from 1 to 3;

e4 is selected from an integer of 1 to 4;

e5 is an integer selected from 1 to 5;

e6 is selected from an integer of 1 to 6;

e7 is selected from integers from 1 to 7;

e8 is an integer selected from 1 to 8;

e9 is selected from integers from 1 to 9;

* is a binding site with a neighboring atom.

As another example, ET ₂₁ , ET ₂₂ and ET ₃₁ to ET ₃₄ in Formulas 2-1 to 2-11 may be each independently selected from Formulas 10-1 to 10-117, but are not limited thereto no:

In Formulas 10-1 to 10-117, * is a binding site with a neighboring atom.

The second compound and the fourth compound independently include a compound represented by Formula 2-11,

L ₃₁ to L ₃₆ are each independently selected from the groups represented by Formulas 3-1 to 3-35;

a31 to a33 are 0, 1 or 2, a31 + a32 + a33 are 1 or more,

R ₃₁ to R ₃₆ are each independently selected from hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, and a carboxyl group. It may be selected from acids or salts thereof, sulfonic acids or salts thereof, phosphoric acid or salts thereof, C ₁ -C ₂₀ alkyl groups, C ₁ -C ₂₀ alkoxy groups, and groups represented by Formulas 5-1 to 5-75. It is not limited.

According to one embodiment, the first compound and the third compound are independently selected from one of Formulas 1-2(1) to 1-2(6) and 1-4(1) to 1-4(4). Can be indicated, but is not limited to:

In Chemical Formulas 1-2(1) to 1-2(6) and 1-4(1) to 1-4(4), X ₁ , X ₂ , L ₁ , L ₂ , L ₁₁ , a1, a2, a11 , R ₁₁ to R ₁₄ , b11 to b14, HT ₁ , HT ₂ and HT ₁₁ are the same as those described herein.

According to another embodiment, the second compound and the fourth compound are independently selected from the formulas 2-1(1), 2-2(1) to 2-2(3), 2-7(1) to It may be indicated as one of 2-7(3) and 2-8(1) to 2-8(3), but is not limited thereto.

Formulas 2-1(1), 2-2(1) to 2-2(3), 2-7(1) to 2-7(3) and 2-8(1) to 2-8(3) Among X ₁₁ , X ₁₂ , L ₂₁ , L ₂₂ , L ₃₁ , a21, a22, a31, R ₂₂ , R ₃₁ to R ₃₄ , b31 to b34, descriptions of ET ₂₁ and ET ₃₁ are the same as those described herein do.

According to another embodiment, the first compound and the third compound may be independently selected from the following compounds HT(1) to HT(4).

According to another embodiment, the second compound and the fourth compound may be independently selected from the following compounds ET(1) to ET(4), but are not limited thereto.

Since the organic light emitting device includes at least one first layer including the first compound and the second compound and at least one second layer including the third compound and the fourth compound, the organic light emitting device has thermal stability as well as efficiency and lifespan. can be improved at the same time.

According to another embodiment,

i) the first compound and the third compound are identical to each other, and the second compound and the fourth compound are identical to each other;

ii) the first compound and the third compound are identical to each other, and the second compound and the fourth compound are different from each other;

iii) the first compound and the third compound are different from each other, and the second compound and the fourth compound are the same; or

iv) The first compound and the third compound may be different from each other, and the second compound and the fourth compound may be different from each other.

Positions of the first layer and the second layer may be disposed between the first electrode and the second electrode without limitation.

For example, the first electrode of the organic light emitting element is an anode, the second electrode is a cathode,

i) the organic light emitting device includes a hole transport region interposed between a first electrode and a first layer (serving as a light emitting layer), and the second layer is disposed between the first layer and the second electrode;

ii) the organic light emitting element includes a light emitting layer, the first layer is disposed between the first electrode and the light emitting layer, and the second layer is disposed between the light emitting layer and the second electrode;

iii) The organic light emitting device may include an electron transport region interposed between a second layer (serving as an emission layer) and a second electrode, and the first layer may be disposed between the first electrode and the second layer. there is.

According to one embodiment,

The first electrode of the organic light emitting element is an anode, the second electrode is a cathode,

The organic light emitting device includes a hole transport region interposed between the first electrode and the first layer,

The second layer is disposed between the first layer and the second electrode,

The first layer may serve as a light emitting layer.

Here, the first layer may further include a dopant, and the second layer may serve as an electronic control layer. The first layer and the second layer may be in direct contact with each other.

1 is a diagram schematically showing the structure of an embodiment of the organic light emitting device.

The organic light emitting device 10 of FIG. 1 includes a first electrode 110, a hole transport region 130, a first layer 150, a second layer 171, an electron transport layer 172, and an electron injection layer 173. and the second electrode 190 are sequentially stacked. The first layer 150 serves as a light emitting layer, and the second layer 171 , the electron transport layer 172 , and the electron injection layer 173 constitute the electron transport region 170 .

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

A substrate may be additionally disposed below the first electrode 110 or above the second electrode 190 in FIG. 1 . 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 water resistance.

The first electrode 110 may be formed, for example, by providing a material for the first electrode on a substrate using a deposition method or a sputtering method. When the first electrode 110 is an anode, a material for the first electrode may be selected from materials having a high work function so as 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), etc., which are transparent and have excellent conductivity, may be used. Alternatively, in order to form the first electrode 110, which is a transflective electrode or a reflective electrode, magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca) are used as materials for the first electrode. ), magnesium-indium (Mg-In), and magnesium-silver (Mg-Ag).

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

The hole transport region 130 includes a hole injection layer/hole transport layer, a hole injection layer/hole transport layer/hole auxiliary layer, a hole injection layer/hole transport layer/buffer layer/ It may have a structure of a hole auxiliary layer, a hole injection layer/hole auxiliary layer, a hole injection layer/buffer layer/hole auxiliary layer, a hole transport layer/hole auxiliary layer, and a hole transport layer/buffer layer/hole auxiliary layer, but is not limited thereto.

When the hole transport region includes a hole injection layer, vacuum deposition method, spin coating method, cast method, LB method (Langmuir-Blodgett), inkjet printing method, laser printing method, laser induced thermal imaging (LITI) The hole injection layer may be formed on the first electrode 110 using various methods such as the like. For the method of forming the hole transport layer, the hole auxiliary layer and the buffer layer, refer to the method of forming the hole injection layer.

When forming the hole injection layer by the vacuum deposition method, the deposition conditions are, for example, a deposition temperature of about 100 to about 500 ° C, a vacuum of about 10 ^-8 to about 10 ^-3 torr, and about 0.01 to about 100 Å / sec. Within the deposition rate range of , it may be selected in consideration of the compound for the hole injection layer to be deposited and the structure 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 the hole injection layer to be deposited and holes to be formed within a coating speed of about 2000 rpm to about 5000 rpm and a heat treatment temperature range of about 80 ° C to 200 ° C. It may be selected in consideration of the structure of the injection layer.

For the method of forming the hole transport layer, the hole auxiliary layer and the buffer layer, refer to the method of forming the hole injection layer.

The hole transport region is, for example, m-MTDATA, TDATA, 2-TNATA, NPB, β-NPB, TPD, Spiro-TPD, Spiro-NPB, methylated NPB, TAPC, HMTPD, TCTA (4,4 ', 4"-tris(N-carbazolyl)triphenylamine (4,4',4"-tris(N-carbazolyl)triphenylamine), Pani/DBSA (Polyaniline/Dodecylbenzenesulfonic acid: polyaniline/dodecylbenzenesulfonic acid), PEDOT /PSS (Poly(3,4-ethylenedioxythiophene)/Poly(4-styrenesulfonate): Poly(3,4-ethylenedioxythiophene)/Poly(4-styrenesulfonate)), Pani/CSA (Polyaniline/Camphor sulfonicacid: Polyaniline/camphorsulfonic acid), PANI/PSS (Polyaniline)/Poly(4-styrenesulfonate): polyaniline)/poly(4-styrenesulfonate)), at least one of the compounds represented by Formula 201 and the compound represented by Formula 202 below may contain one:

<Formula 201>

<Formula 202>

In Chemical Formulas 201 and 202,

For descriptions of L ₂₀₁ to L ₂₀₅ , independently of each other, refer to the description of L ₁ in this specification;

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

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

R ₂₀₁ to R ₂₀₄ are each independently a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, or a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group. , A substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₆₀ arylthio group, substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and substituted or unsubstituted monovalent non-aromatic heteropolycyclic group can be chosen

For example, in Chemical Formulas 201 and 202,

L ₂₀₁ to L ₂₀₅ are independently of each other;

Phenylene group, naphthylene group, fluorenylene group, spiro-fluorenylene group, benzofluorene group, dibenzofluorene group, phenanthrenylene group, anthracenylene group, pyrenylene group, chrysenylene group, pyridinyl a rene group, a pyrazinylene group, a pyrimidinylene group, a pyridazinylene group, a quinolinylene group, an isoquinolinylene group, a quinoxalinylene group, a quinazolinylene group, a carbazolylene group, and a triazinylene group; and

Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or A salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, anthra Cenyl group, pyrenyl group, chrysenyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, quinolinyl group, isoquinolinyl group, quinoxalinyl group, quinazolinyl group, carba A phenylene group, a naphthylene group, a fluorenylene group, a spiro-fluorenylene group, a benzofluorenylene group, a dibenzofluorenylene group, a phenanthrenylene group, substituted with at least one of a zolyl group and a triazinyl group, Anthracenylene group, pyrenylene group, chrysenylene group, pyridinylene group, pyrazinylene group, pyrimidinylene group, pyridazinylene group, quinolinylene group, isoquinolinylene group, quinoxalinylene group, quinazolinylene group , a carbazolylene group and a triazinylene group; is selected from;

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

xa5 is 1, 2 or 3;

R ₂₀₁ to R ₂₀₄ are independently of each other;

Phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, pyrenyl group, chrysenyl group, pyridinyl group, pyrazinyl group , a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, and a triazinyl group; and

Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or A salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, an azulenyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenan Trenyl group, anthracenyl group, pyrenyl group, chrysenyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, quinoxalinyl group, quinazolinyl group, carba A phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, substituted with at least one of a zolyl group and a triazinyl group. , Chrysenyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, quinoxalinyl group, quinazolinyl group, carbazolyl group and triazinyl group; It may be selected from, but is not limited thereto.

The compound represented by Chemical Formula 201 may be represented by Chemical Formula 201A:

<Formula 201A>

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

<Formula 201A-1>

The compound represented by Formula 202 may be represented by Formula 202A below, but is not limited thereto:

<Formula 202A>

For descriptions of L ₂₀₁ to L ₂₀₃ , xa1 to xa3, xa5 and R ₂₀₂ to R ₂₀₄ in Formulas 201A, 201A-1 and 202A, refer to what has been described herein, and R ₂₁₁ and R ₁₂₁ are each independently R ₂₀₃ Refer to the description of, R ₂₁₃ to R ₂₁₆ are independently of each other, hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or its salt thereof, C ₁ -C ₆₀ alkyl group, C ₂ -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkynyl group, C ₁ -C ₆₀ Alkoxy group, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ - It may be selected from a C ₆₀ aryl group oxy group, a C ₆ -C ₆₀ aryl group thio group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, and a monovalent non-aromatic hetero condensed polycyclic group.

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

The hole transport region 130 may have a thickness of about 100 Å to about 10000 Å, for example, about 100 Å to about 1000 Å. If the hole transport region 130 includes both a hole injection layer and a hole transport layer, the thickness of the hole injection layer is about 100 Å to about 10000 Å, for example, about 100 Å to about 1000 Å, and the thickness of the hole transport layer is about 50 Å to about 2000 Å, such as about 100 Å to about 1500 Å. When the thicknesses of the hole transport region 130, the hole injection layer, and the hole transport layer satisfy the aforementioned range, satisfactory hole transport characteristics may be obtained without a substantial increase in driving voltage.

In addition to the materials described above, the hole transport region 130 may further include a charge-generating material to improve conductivity. The charge-generating material may be uniformly or non-uniformly dispersed in the hole transport region.

The charge-generating material may be, for example, a p-dopant. The p-dopant may be one of a quinone derivative, a metal oxide, and a cyano group-containing compound, but is not limited thereto. For example, non-limiting examples of the p-dopant include tetracyanoquinondimethane (TCNQ) and 2,3,5,6-tetrafluoro-tetracyano-1,4-benzoquinondimethane. quinone derivatives such as phosphorus (F4-TCNQ); metal oxides such as tungsten oxide and molybdenum oxide; and the following compound HT-D1, etc., but are not limited thereto.

<Compound HT-D1> <F4-TCNQ>

The hole transport region 130 may further include at least one of a buffer layer and an electron blocking layer in addition to the hole injection layer and the hole transport layer as described above. The buffer layer may serve to increase light emission efficiency by compensating for an optical resonance distance according to a wavelength of light emitted from the light emitting layer. A material that can be included in the hole transport region may be used as a material included in the buffer layer. The electron blocking layer is a layer that serves to prevent injection of electrons from the electron transport region.

Various methods such as vacuum deposition method, spin coating method, cast method, LB method (Langmuir-Blodgett), inkjet printing method, laser printing method, laser induced thermal imaging (LITI), etc. on the hole transport region 130 The first layer 150 is formed by using. When the first layer 150 is formed by vacuum deposition or spin coating, the deposition and coating conditions of the first layer 150 refer to the deposition and coating conditions of the hole injection layer.

In FIG. 1 , the first layer 150 serves as a light emitting layer. The first layer 150 may further include a dopant, and the first compound and the second compound included in the first layer 150 may serve as a host. Descriptions of the first compound and the second compound included in the first layer 150 of FIG. 1 refer to the descriptions herein.

When the organic light emitting device 10 is a full-color organic light emitting device, the first layer 150 may be patterned into a red light emitting layer, a green light emitting layer, and a blue light emitting layer for each subpixel. Alternatively, the first layer 150 has a structure in which a red light emitting layer, a green light emitting layer, and a blue light emitting layer are stacked, or has a structure in which a red light emitting material, a green light emitting material, and a blue light emitting material are mixed without classifying layers to emit white light. can emit

The first layer 150 may further include a phosphorescent dopant or a fluorescent dopant in addition to the first compound and the second compound serving as a host.

The phosphorescent dopant may include an organometallic complex represented by Chemical Formula 401:

<Formula 401>

In Formula 401,

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

X ₄₀₁ to X ₄₀₄ are each independently nitrogen or carbon;

A ₄₀₁ and A ₄₀₂ rings are each independently selected from substituted or unsubstituted benzene, substituted or unsubstituted naphthalene, substituted or unsubstituted fluorene, substituted or unsubstituted spiro-fluorene, or substituted or unsubstituted indene. , substituted or unsubstituted pyrrole, substituted or unsubstituted thiophene, substituted or unsubstituted furan, substituted or unsubstituted imidazole, substituted or unsubstituted pyrazole, substituted or unsubstituted thiazole, Substituted or unsubstituted isothiazole, substituted or unsubstituted oxazole, substituted or unsubstituted isoxazole, substituted or unsubstituted pyridine, substituted or unsubstituted pyrazine, substituted or unsubstituted pyrimidine, Substituted or unsubstituted pyridazine, substituted or unsubstituted quinoline, substituted or unsubstituted isoquinoline, substituted or unsubstituted benzoquinoline, substituted or unsubstituted quinoxaline, substituted or unsubstituted quinazoline, substituted or unsubstituted substituted or unsubstituted benzoimidazole, substituted or unsubstituted benzofuran, substituted or unsubstituted benzothiophene, substituted or unsubstituted isobenzothiophene, substituted or unsubstituted benzo oxazoles, substituted or unsubstituted isobenzoxazoles, substituted or unsubstituted triazoles, substituted or unsubstituted oxadiazoles, substituted or unsubstituted triazines, substituted or unsubstituted dibenzofurans, and It is selected from substituted or unsubstituted dibenzothiophene;

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

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

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

C ₃ -C ₁₀ cycloalkyl group, C ₂ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₂ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryl an oxy group, 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 condensed polycyclic group;

Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid 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, a C ₁ -C ₆₀ alkoxy group, a C ₃ -C ₁₀ cycloalkyl group, a C ₂ -C ₁₀ heterocycloalkyl group , C ₃ -C ₁₀ Cycloalkenyl group, C ₂ -C ₁₀ Heterocycloalkenyl group, C ₆ -C ₆₀ Aryl group, C ₆ -C ₆₀ Aryloxy group, C ₆ -C ₆₀ Arylthio group, C ₂ -C ₆₀ Heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic heterocondensed polycyclic group, -N(Q ₄₁₁ )(Q ₄₁₂ ), -Si(Q ₄₁₃ )(Q ₄₁₄ )(Q ₄₁₅ ), and -B(Q ₄₁₆ )(Q ₄₁₇ ) substituted with at least one of C ₃ -C ₁₀ cycloalkyl group, C ₂ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₂ -C ₁₀ heterocycloalke Nyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy group, C ₆ -C ₆₀ arylthio group, C ₂ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group and monovalent non- Aromatic heterocondensed polycyclic group; and

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

L ₄₀₁ is an organic ligand;

xc1 is 1, 2 or 3;

xc2 is 0, 1, 2 or 3.

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

Wherein Q ₄₀₁ to Q ₄₀₇ , Q ₄₁₁ to Q ₄₁₇ and Q ₄₂₁ to Q ₄₂₇ are independently selected from hydrogen, C ₁ -C ₆₀ alkyl group, C ₂ -C ₆₀ alkenyl group, C ₆ -C ₆₀ aryl group and C ₂ - It is selected from C ₆₀ heteroaryl groups.

In Formula 401, when A ₄₀₁ has two or more substituents, two or more substituents of A ₄₀₁ may be bonded to each other to form a saturated or unsaturated ring.

In Formula 401, when A ₄₀₂ has two or more substituents, two or more substituents of A ₄₀₂ may be bonded to each other to 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-C₅알킬렌기, -N(R')-(여기서, R'은 C₁-C₁₀알킬기 또는 C₆-C₂₀아릴기임) 또는 -C(=O)-)를 사이에 두고 연결될 수 있다.When xc1 in Formula 401 is 2 or more, a plurality of ligands in Formula 401

may be the same as or different from each other. In Formula 401, when xc1 is 2 or more, A ₄₀₁ and A ₄₀₂ are directly or a linking group (eg, C ₁ -C ₅ alkylene group, -N with A ₄₀₁ and A ₄₀₂ of another neighboring ligand, respectively). (R')- (wherein R' is a C ₁ -C ₁₀ alkyl group or C ₆ -C ₂₀ aryl group) or -C(=O)-) may be connected therebetween.

The phosphorescent dopant may be selected from, for example, the following compounds PD1 to PD76, but is not limited thereto:

The fluorescent dopant may include a compound represented by Chemical Formula 501:

<Formula 501>

In Formula 501,

Ar ₅₀₁ Silver

Naphthalene, heptalene, fluorenene, spiro-fluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene, fluoro fluoranthene, triphenylene, pyrene, chrysene, naphthacene, picene, perylene, pentaphene and indenone anthracene (indenoanthracene); and

Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid 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, a C ₁ -C ₆₀ alkoxy group, a C ₃ -C ₁₀ cycloalkyl group, a C ₂ -C ₁₀ heterocycloalkyl group , C ₃ -C ₁₀ cycloalkenyl group, C ₂ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy group, C ₆ -C ₆₀ arylthio group, C ₂ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, and -Si(Q ₅₀₁ )(Q ₅₀₂ )(Q ₅₀₃ ) (the Q ₅₀₁ to Q ₅₀₃ are each independently of each other, hydrogen, C ₁ -C ₆₀ alkyl group, C ₂ -C ₆₀ alkenyl group, C ₆ -C ₆₀ aryl group and C ₂ -C ₆₀ heteroaryl group) substituted with at least one selected from among), naphthalene, heptalene, fluorene , spiro-fluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene, fluoranthene, triphenylene, pyrene, chrysene, naphthacene, picene, perylene, pentapene and noanthracene; can be selected from;

The description of L ₅₀₁ to L ₅₀₃ refers to the description of L ₁ in this specification, respectively;

R ₅₀₁ and R ₅₀₂ are independently of each other;

Phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, pyrenyl group, chrysenyl group, pyridinyl group, pyrazinyl group , a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazole group, a triazinyl group, a dibenzofuranyl group, and a dibenzothiophenyl group; and

Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or A salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, anthra Cenyl group, pyrenyl group, chrysenyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, quinoxalinyl group, quinazolinyl group, carbazolyl group, tria A phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, substituted with at least one selected from a jinyl group, a dibenzofuranyl group and a dibenzothiophenyl group, Anthracenyl group, pyrenyl group, chrysenyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, quinoxalinyl group, quinazolinyl group, carbazolyl group, a triazinyl group, a dibenzofuranyl group and a dibenzothiophenyl group; is selected from;

xd1 to xd3 are each independently selected from 0, 1, 2 and 3;

xd4 is selected from 1, 2, 3 and 4.

The fluorescent host may include at least one of the following compounds FD1 to FD9:

The content of the dopant in the first layer 150 may be typically selected in the range of about 0.01 to about 15 parts by weight based on about 100 parts by weight of the host (first compound and second compound), but is not limited thereto. .

The first layer 150 may have a thickness of about 100 Å to about 1000 Å, for example, about 200 Å to about 600 Å. When the thickness of the first layer 150 satisfies the aforementioned range, excellent light emitting characteristics may be exhibited without a substantial increase in driving voltage.

Next, an electron transport region 170 is disposed on the first layer 150 . The electron transport region 170 has a structure in which a second layer 171, an electron transport layer 172, and an electron injection layer 173 are sequentially stacked.

In the organic light emitting device 10 of FIG. 1 , the first layer 150 serving as a light emitting layer and the second layer 171 serving as an electronic control layer are in direct contact with each other.

For a method of forming the second layer 171, the electron transport layer 172, and the electron injection layer 173, refer to the method of forming the hole injection layer.

Descriptions of the third compound and the fourth compound included in the second layer 171 refer to what has been described herein.

The electron transport layer 172 may include at least one of a compound represented by Chemical Formula 601 and a compound represented by Chemical Formula 602 below.

<Formula 601>

Ar ₆₀₁ -[(L ₆₀₁ ) _xe1 -E ₆₀₁ ] _xe2

In Formula 601,

Ar ₆₀₁ is naphthalene, heptalene, fluorenene, spiro-fluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene ), fluoranthene, triphenylene, pyrene, chrysene, naphthacene, picene, perylene, pentaphene and indenoanthracene; and

Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid 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, a C ₁ -C ₆₀ alkoxy group, a C ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocycloalkyl group , C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy group, C ₆ -C ₆₀ arylthio group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic heterocondensed polycyclic group, and -Si(Q ₃₀₁ )(Q ₃₀₂ )(Q ₃₀₃ ) (Q ₃₀₁ to Q ₃₀₃ are each independently of each other, hydrogen, C ₁ -C ₆₀ alkyl group, C ₂ -C ₆₀ alkenyl group, C ₆ -C ₆₀ aryl group or C ₁ -C ₆₀ heteroaryl group) substituted with at least one selected from, naphthalene, heptalene, fluorene, spy Rho-fluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene, fluoranthene, triphenylene, pyrene, chrysene, naphthacene, picene, perylene, pentapene and indenoanthracene ; is selected from;

The description of L ₆₀₁ refers to the description of L ₂₀₁ in this specification;

E ₆₀₁ silver,

Pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group (oxazolyl), isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl ( indolyl), indazolyl group, purinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, naphthyridinyl group (naphthyridinyl), quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthridinyl, acridinyl, phenanthrolinyl (phenanthrolinyl), phenazinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzooxazolyl group, Isobenzooxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group (dibenzothiophenyl), a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group and an imidazopyrimidinyl group; and

Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or A salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenyl group, Spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, picenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubycenyl group, coronenyl group, ovalenyl group, pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, Thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indoleyl group, indazolyl group, purinyl group, quinoyl group Nyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, naphthyridinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazolyl group, phenanthridinyl group, acridinyl group, phenanthrolinyl group, Phenazinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzooxazolyl group, isobenzooxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group , A dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, and an imidazopyrimidinyl group, substituted with at least one of a pyrrole group, a thiophenyl group, a furanyl group, and an imidazole diary, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indolyl group, indazolyl group , purinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, naphthyridinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazolyl group, phenanthridinyl group, acridi Nyl group, phenanthrolinyl group, phenazinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group , Isobenzothiazolyl group, benzooxazolyl group, isobenzooxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group and an imidazopyrimidinyl group; is selected from;

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

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

<Formula 602>

In Formula 602,

X ₆₁₁ is N or C-(L ₆₁₁ ) _xe611 -R ₆₁₁ , X ₆₁₂ is N or C-(L ₆₁₂ ) _xe612 -R ₆₁₂ , X ₆₁₃ is N or C-(L ₆₁₃ ) _xe613 -R ₆₁₃ , at least one of X ₆₁₁ to X ₆₁₃ is N;

For a description of each of L ₆₁₁ to L ₆₁₆ , refer to the description of L ₁ in this specification;

R ₆₁₁ to R ₆₁₆ are independently of each other;

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

Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or A salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, an azulenyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenan Trenyl group, anthracenyl group, pyrenyl group, chrysenyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, quinoxalinyl group, quinazolinyl group, carba A phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, substituted with at least one of a zolyl group and a triazinyl group. , Chrysenyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, quinoxalinyl group, quinazolinyl group, carbazolyl and triazinyl groups; is selected from;

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

The compound represented by Formula 601 and the compound represented by Formula 602 may be independently selected from the following compounds ET1 to ET15:

Alternatively, the electron transport layer 172 may include at least one of BCP, Bphen, and Alq ₃ , Balq, TAZ, and NTAZ.

The electron transport layer 172 may have a thickness of about 100 Å to about 1000 Å, for example, about 150 Å to about 500 Å. When the thickness of the electron transport layer 172 satisfies the aforementioned range, satisfactory electron transport characteristics may be obtained without a substantial increase in driving voltage.

The electron transport layer 172 may further include a metal-containing material in addition to the materials described above.

The metal-containing material may include 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 170 may include an electron injection layer 173 that facilitates electron injection from the second electrode 190 .

The electron injection layer 173 may be formed by various methods such as a vacuum deposition method, a spin coating method, a cast method, a Langmuir-Blodgett (LB) method, an inkjet printing method, a laser printing method, or a laser induced thermal imaging (LITI) method. It can be formed on the electron transport layer 172 by using. When the electron injection layer is formed by vacuum deposition or spin coating, the deposition and coating conditions of the electron injection layer 172 refer to the deposition and coating conditions of the hole injection layer.

The electron injection layer 172 may include at least one selected from LiF, NaCl, CsF, Li ₂ O, BaO, and LiQ.

The electron injection layer 172 may have a thickness of about 1 Å to about 100 Å or about 3 Å to about 90 Å. When the thickness of the electron injection layer satisfies the aforementioned range, satisfactory electron injection characteristics may be obtained without a substantial increase in driving voltage.

The second electrode 190 is disposed above the electron transport region 170 as described above. The second electrode 190 may be a cathode, which is an electron injection electrode. In this case, the material for the second electrode 190 is a metal having a low work function, an alloy, an electrically conductive compound, or a mixture thereof. can be used. Specific examples of the material for the second electrode 190 include lithium (Li), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In) , magnesium-silver (Mg-Ag), and the like may be included. Alternatively, ITO or IZO may be used as a material for the second electrode 190 . The second electrode 190 may be a transflective electrode or a transmissive electrode.

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

In the present specification, the C ₁ -C ₆₀ alkoxy group refers to a monovalent group having a chemical formula of -OA ₁₀₁ (where A ₁₀₁ is the C ₁ -C ₆₀ alkyl group), and specific examples thereof include a methoxy group and an ethoxy group. , isopropyloxy groups, and the like.

In the present specification, the C ₂ -C ₆₀ alkenyl group refers to a hydrocarbon group including one or more carbon double bonds in the middle or at the end of the C ₂ -C ₆₀ alkyl group, and specific examples thereof include an ethenyl group, a propenyl group, and a butenyl group. etc. are included. In the present specification, a C ₂ -C ₆₀ alkenylene group means a divalent group having the same structure as the C ₂ -C ₆₀ alkenyl group.

In the present specification, the C ₂ -C ₆₀ alkynyl group refers to a hydrocarbon group including one or more carbon triple bonds in the middle or at the end of the C ₂ -C ₆₀ alkyl group, and specific examples thereof include an ethynyl group and a propynyl group. (propynyl), etc. are included. In the present specification, a C ₂ -C ₆₀ alkynylene group means a divalent group having the same structure as the C ₂ -C ₆₀ alkynyl group.

In the present specification, the C ₃ -C ₁₀ cycloalkyl group refers to a monovalent saturated hydrocarbon monocyclic group having 3 to 10 carbon atoms, and specific examples thereof include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, and a cycloalkyl group. Heptyl group etc. are included. In the present specification, a C ₃ -C ₁₀ cycloalkylene group refers to a divalent group having the same structure as the C ₃ -C ₁₀ cycloalkyl group.

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

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

In the present specification, the C ₁ -C ₁₀ heterocycloalkenyl group is a monovalent monocyclic group having 1 to 10 carbon atoms including at least one hetero atom selected from N, O, Si, P and S as a ring-forming atom, and has at least one double bond in it. Specific examples of the C ₁ -C ₁₀ heterocycloalkenyl group include a 2,3-hydrofuranyl group, a 2,3-hydrothiophenyl group, and the like. In the present specification, the C ₁ -C ₁₀ heterocycloalkenylene group refers to a divalent group having the same structure as the C ₁ -C ₁₀ heterocycloalkenyl group.

In the present specification, a C ₆ -C ₆₀ aryl group refers to a monovalent group having a carbocyclic aromatic system having 6 to 60 carbon atoms, and a C ₆ -C ₆₀ arylene group refers to a carbocyclic aromatic group having 6 to 60 carbon atoms. Means a divalent group having a cyclic aromatic system. Specific examples of the C ₆ -C ₆₀ aryl group include a phenyl group, a naphthyl group, an anthracenyl group, a phenanthrenyl group, a pyrenyl group, a chrysenyl group, and the like. When the C ₆ -C ₆₀ aryl group and the C ₆ -C ₆₀ arylene group include two or more rings, the two or more rings may be fused to each other.

In the present specification, the C ₁ -C ₆₀ heteroaryl group includes at least one hetero atom selected from N, O, Si, P and S as a ring-forming atom and has a carbocyclic aromatic system having 1 to 60 carbon atoms. Means, C ₁ -C ₆₀ heteroarylene group is a divalent group containing at least one heteroatom selected from N, O, P and S as a ring-forming atom and having a carbocyclic aromatic system having 1 to 60 carbon atoms. means Specific examples of the C ₁ -C ₆₀ heteroaryl group include a pyridinyl group, a pyrimidinyl group, a pyrazinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, and the like. When the C ₁ -C ₆₀ heteroaryl group and the C ₁ -C ₆₀ heteroarylene group include two or more rings, the two or more rings may be fused to each other.

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

In the present specification, a monovalent non-aromatic condensed polycyclic group includes two or more rings condensed with each other, contains only carbon as a ring-forming atom, and the entire molecule is non-aromatic. It means a monovalent group having (for example, having 8 to 60 carbon atoms). Specific examples of the monovalent non-aromatic condensed polycyclic group include a fluorenyl group and the like. A divalent non-aromatic condensed polycyclic group in the present specification 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 includes two or more rings condensed with each other, and a heteroatom selected from N, O, Si, P, and S in addition to carbon as a ring-forming atom. It includes, and the entire molecule means a monovalent group (eg, having 1 to 60 carbon atoms) having non-aromaticity. The monovalent non-aromatic heterocondensed polycyclic group includes a carbazolyl group and the like. A divalent non-aromatic condensed heteropolycyclic group in the present specification means a divalent group having the same structure as the monovalent non-aromatic condensed heteropolycyclic group.

In the present specification, the substituted C ₃ -C ₁₀ cycloalkylene group, substituted C ₁ -C ₁₀ heterocycloalkylene group, substituted C ₃ -C ₁₀ cycloalkenylene group, substituted C ₁ -C ₁₀ heterocycloalkenyl A rene group, a substituted C ₆ -C ₆₀ arylene group, a substituted C ₁ -C ₆₀ heteroarylene group, a substituted divalent non-aromatic condensed polycyclic group, a substituted divalent non-aromatic heterocondensed polycyclic group, a substituted C ₁ -C ₆₀ alkyl group, substituted C ₂ -C ₆₀ alkenyl group, substituted C ₂ -C ₆₀ alkynyl group, substituted C ₁ -C ₆₀ alkoxy group, substituted C ₃ -C ₁₀ cycloalkyl group, substituted C ₁ - C ₁₀ heterocycloalkyl group, substituted C ₃ -C ₁₀ cycloalkenyl group, substituted C ₁ -C ₁₀ heterocycloalkenyl group, substituted C ₆ -C ₆₀ aryl group, substituted C ₆ -C ₆₀ aryloxy group, At least one of the substituents of the substituted C ₆ -C ₆₀ arylthio group, the substituted C ₁ -C ₆₀ heteroaryl group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic heteropolycyclic group is ,

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

Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or A salt thereof, a C ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkenyl group, a C ₁ -C ₁₀ heterocycloalkenyl group, a C ₆ -C ₆₀ aryl group, a C ₆ - C ₆₀ aryloxy group (aryloxy), C ₆ -C ₆₀ arylthio group (arylthio), C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic heterocondensed polycyclic group, - A C 1 -C ₆₀ alkyl group, C ₂ substituted with at least one of Si(Q ₁₁ )(Q ₁₂ )(Q ₁₃ ), _-N (Q ₁₄ )(Q ₁₅ ) and -B(Q ₁₆ )(Q ₁₇ ) -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkynyl group and C ₁ -C ₆₀ alkoxy group;

C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryl an oxy group, a C ₆ -C ₆₀ arylthio group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a biphenyl group, and a terphenyl group;

Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid 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, a C ₁ -C ₆₀ alkoxy group, a C ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocycloalkyl group , C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy group, C ₆ -C ₆₀ arylthio group, C ₁ -C ₆₀ Heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic heterocondensed polycyclic group, -Si(Q ₂₁ )(Q ₂₂ )(Q ₂₃ ), -N(Q ₂₄ )(Q ₂₅ ), and -B(Q ₂₆ )(Q ₂₇ ) Substituted with at least one of C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heterocycloalke Nyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy group, C ₆ -C ₆₀ arylthio group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non- aromatic heterocondensed polycyclic groups, biphenyl groups and terphenyl groups; and

-Si(Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ), -N(Q ₃₄ ) (Q ₃₅ ) and -B(Q ₃₆ ) (Q ₃₇ ); is selected from

Wherein Q ₁ to Q ₇ , Q ₁₁ to Q ₁₇ , Q ₂₁ to Q ₂₇ and Q ₃₁ to Q ₃₇ are independently of each other hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano No group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or its salt thereof, C ₁ -C ₆₀ Alkyl group, C ₂ -C ₆₀ Alkenyl group, C ₂ -C ₆₀ alkynyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heterocycloalkenyl group , C ₆ -C ₆₀ aryl group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic hetero condensed polycyclic group, biphenyl group and terphenyl group.

In the present specification, “Ph” refers to a phenyl group, “Me” refers to a methyl group, “Et” refers to an ethyl group, and “ter-Bu” or “Bu ^t ” refers to a tert-butyl group.

In the present specification, "biphenyl group" refers to a monovalent group in which two benzenes are linked to each other through a single bond, and "terphenyl group" refers to a monovalent group in which three benzenes are linked to each other through a single bond.

[Example]

Example 1

As a substrate and an anode, a glass substrate on which Corning 15Ω/cm ² (1200Å) ITO is formed is cut into a size of 50mm x 50mm x 0.7mm, ultrasonically cleaned using isopropyl alcohol and pure water for 5 minutes each, and then washed for 30 minutes. After irradiation of ultraviolet rays and exposure to ozone for cleaning, the glass substrate was installed in a vacuum deposition apparatus.

On the ITO anode, m-MTDATA was vacuum deposited to form a 250 Å thick hole injection layer, and NPB was vacuum deposited on the hole injection layer to form a 700 Å thick hole transport layer.

On the hole transport layer, compound HT (4) and compound ET (1) as a host (the weight ratio of compound HT (4) and compound ET (1) is 1: 1) and compound PD76 as a dopant (dopant content is 5 wt%) ) was co-evaporated to form a first layer (light emitting layer) having a thickness of 300 Å.

A second layer having a thickness of 100 Å by co-depositing compound HT (4) and compound ET (1) (the weight ratio of compound HT (4) and compound ET (1) is 1: 1) on the first layer (light emitting layer) (electronic control layer) was formed.

Compound ET1 was vacuum deposited on top of the second layer (electron control layer) to form an electron transport layer with a thickness of 300 Å, LiF was deposited on top of the electron transport layer to form an electron injection layer with a thickness of 10 Å, and Al was vacuum deposited Then, a second electrode (cathode) having a thickness of 1000 Å was formed to manufacture an organic light emitting device.

Example 2

When forming the first layer (emission layer), the compound HT (3) and the compound ET (4) are used instead of the compound HT (4) and the compound ET (1) as a host, respectively, and the compound HT when forming the second layer (electron control layer) An organic light emitting diode was manufactured in the same manner as in Example 1, except that the compounds HT(3) and the compound ET(4) were used instead of (4) and the compound ET(1), respectively.

Comparative Example 1

An organic light emitting device was prepared in the same manner as in Example 2, except that only compound ET(4) was used instead of compound HT(4) and compound ET(1) when forming the second layer (electron control layer). was produced.

Evaluation Example 1

The driving voltage, efficiency, and lifetime (T ₉₅ ) of the organic light emitting device manufactured in Examples 1 and 2 and Comparative Example 1 were measured using a Kethley MU 236 and a luminance meter PR650, and the results are shown in Table 1. The lifetime (T ₉₅ ) is a measure of the time taken for the luminance to reach 95% of the initial luminance after driving the organic light emitting device. Efficiency and lifespan of Examples 1 and 2 show relative ratios for efficiency and lifespan of Comparative Example 1, respectively.

1st floor
(light emitting layer)
2nd floor
(electronic control layer) drive voltage
(V) efficiency life span
(T ₉₅ )
(350nit) host dopant Example 1 compound HT(4)
Compound ET (1) Compound PD76 compound HT(4)
Compound ET (1) 4.1 1.5 1.1 Example 2 Compound HT(3)
Compound ET (4) Compound PD76 Compound HT(3)
Compound ET (4) 4.2 1.2 1.2 Comparative Example 1 Compound HT(3)
Compound ET (4) Compound PD76 Compound ET (4) 3.9 One One

From Table 1, it can be seen that the organic light emitting devices of Examples 1 and 2 have lower driving voltage, higher efficiency, and longer lifespan than the organic light emitting device of Comparative Example 1.

10: organic light emitting element
110: first electrode
130: hole transport region
150: first layer
171: second layer
172: electron transport layer
173: electron injection layer
170: electron transport area
190: second electrode

Claims (19)

a first electrode;
a second electrode facing the first electrode; And an organic layer interposed between the first electrode and the second electrode;
the organic layer includes at least one first layer and at least one second layer;
The first layer serves as a light emitting layer,
The second layer is disposed between the first layer and the second electrode,
The first layer includes a first compound and a second compound,
The second layer includes a third compound and a fourth compound,
The first compound and the third compound each independently include a compound represented by one of Formulas 1-2 and 1-4,
The second compound and the fourth compound each independently include a compound represented by one of Formulas 2-1, 2-2, 2-7, 2-8, and 2-11 below, an organic light-emitting device:
<Formula 1-2>

<Formula 1-4>

<Formula 2-1>

<Formula 2-2>

<Formula 2-7>

<Formula 2-8>

<Formula 2-11>

<Formula 2-20>

Formula 1-2, Formula 1-4, Formula 2-1, Formula 2-2, Formula 2-7, Formula 2-8, Formula 2-11 and Formula 2-20
Ring _A1 to _A4 and ring _A11 to _A14 are each independently selected from benzene, naphthalene, pyridine, pyrimidine, quinoline, isoquinoline, quinoxaline and quinazoline;
The C ₁ ring is a group represented by Chemical Formula 2-20,
X ₁ is selected from O, S, N-(L ₁ ) _a1 -(HT ₁ ) _t1 , C(R ₁ )(R ₂ ) and Si(R ₁ )(R ₂ );
X ₂ is selected from O, S, N-(L ₂ ) _a2 -(HT ₂ ) _t2 , C(R ₃ )(R ₄ ) and Si(R ₃ )(R ₄ );
X ₁₁ is O, S, N-(L ₂₁ ) _a21 -(ET ₂₁ ) _t21 , N-(L ₂₁ ) _a21 -(R ₂₁ ) _b21 , C(R ₂₄ )(R ₂₅ ) and Si(R ₂₄ ) (R ₂₅ ) selected from;
X ₁₂ is O, S, N-(L ₂₂ ) _a22 -(ET ₂₂ ) _t22 , N-(L ₂₂ ) _a22 -(R ₂₂ ) _b22 , C(R ₂₆ )(R ₂₇ ) and Si(R ₂₆ ) (R ₂₇ ) selected from;
X ₁₄ is selected from N and C-(L ₃₄ ) _a34 -(R ₃₄ ) _b34 ;
X ₁₅ is selected from N and C-(L ₃₅ ) _a35 -(R ₃₅ ) _b35 ;
X ₁₆ is selected from N and C-(L ₃₆ ) _a36 -(R ₃₆ ) _b36 ;
L ₁ , L ₂ , L ₁₁ to L ₁₄ and B ₁ are independently of each other,
Phenylene group, pentalenylene group, indenylene group, naphthylene group, azulenylene group, heptalenylene group, indacenylene group, acenaphthylene group, fluorenylene group, spiro-fluorenylene group, benzofluorenyl Ren group, dibenzofluorenylene group, phenalenylene group, phenanthrenylene group, anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group, chrysenylene group, naphthacenylene group, picenylene group, peryle Nylene group, pentaphenylene group, hexacenylene group, pentacenylene group, rubycenylene group, coronenylene group, ovalenylene group, thiophenylene group, furanylene group, carbazolylene group, indolylene group, isoindolylene group, a benzofuranylene group, a benzothiophenylene group, a dibenzofuranylene group, a dibenzothiophenylene group, a benzocarbazolylene group, and a dibenzocarbazolylene group; and
Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or A salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, a pentalenyl group, an indenyl group, a naphthyl group , azulenyl group, heptalenyl group, indacenyl group, acenaphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group , Fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, picenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubycenyl group, coronenyl group, Ovalenyl group, thiophenyl group, furanyl group, carbazolyl group, indolyl group, isoindoleyl group, benzofuranyl group, benzothiogyphenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group , A dibenzosilolyl group, a biphenyl group, a terphenyl group, and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ) substituted with at least one of a phenylene group, a pentalenylene group, an indenylene group, a naphthylene group, and an azulenyl group. A rene group, a heptalenylene group, an indacenylene group, an acenaphthylene group, a fluorenylene group, a spiro-fluorenylene group, a benzofluorenylene group, a dibenzofluorenylene group, a phenalenylene group, a phenanthrenylene group, Anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group, chrysenylene group, naphthacenylene group, picenylene group, perylene group, pentaphenylene group, hexacenylene group, pentacenylene group, rubycenylene group , coronenylene group, ovalenylene group, thiophenylene group, furanylene group, carbazolylene group, indolylene group, isoindolylene group, benzofuranylene group, benzothiophenylene group, dibenzofuranylene group, dibenzo a thiophenylene group, a benzocarbazolylene group, and a dibenzocarbazolylene group; is selected from
L ₂₁ , L ₂₂ , L ₃₁ to L ₃₆ and B ₁₁ are each independently a substituted or unsubstituted C ₃ -C ₁₀ cycloalkylene group, a substituted or unsubstituted C ₁ -C 10 heterocycloalkylene group, a substituted or unsubstituted C 3 -C ₁₀ cycloalkylene group, Unsubstituted C ₃ -C ₁₀ cycloalkenylene group, substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenylene group, substituted or unsubstituted C ₆ -C ₆₀ arylene group, substituted or unsubstituted C ₁ - C ₆₀ heteroarylene group, substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and substituted or unsubstituted divalent non-aromatic condensed polycyclic group divalent non-aromatic condensed heteropolycyclic group),
a1, a2, a11 to a14, n1, a21, a22, a31 to a36, and n11 are each independently an integer selected from 0 to 3;
R ₁ to R ₄ and R ₁₁ to R ₁₄ are each independently selected from hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, and a hydrazine group. , hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or its salt thereof, substituted or unsubstituted C ₁ -C ₆₀ alkyl group, substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, phenyl group, naphthyl group, biphenyl group, terphenyl group, -Si(Q ₁ )(Q ₂ )(Q ₃ ), -N (Q ₄ ) (Q ₅ ) and -B (Q ₆ ) (Q ₇ ) selected from;
b11 to b14 are integers independently selected from 0 to 4;
HT ₁ , HT ₂ and HT ₁₁ to HT ₁₄ are each independently a hole transporting group;
t1, t2 and t11 to t14 are each independently an integer selected from 1 to 4,
c11 to c14 are each independently an integer selected from 0 to 4;
Formula 1-2 includes at least one of HT ₁ , HT ₁₁ and HT ₁₂ , Formula 1-4 includes at least one of HT ₁ , HT ₂ and HT ₁₁ to HT ₁₄ ,
The hole transporting group is
Phenyl group, pentalenyl group, indenyl group, naphthyl group, azulenyl group, heptalenyl group, indacenyl group, acenaphthyl group ), fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoran fluoranthenyl, triphenylenyl, pyrenyl, chrysenyl, naphthacenyl, picenyl, perylenyl, penta Phenyl group, hexacenyl group, pentacenyl group, rubicenyl group, coronenyl group, ovalenyl group, thiophenyl group, furanyl group ), carbazolyl group, indolyl group, isoindolyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group , A dibenzocarbazolyl group and a dibenzosilolyl group; and
Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or A salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, a pentalenyl group, an indenyl group, a naphthyl group , azulenyl group, heptalenyl group, indacenyl group, acenaphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group , Fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, picenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubycenyl group, coronenyl group, Ovalenyl group, thiophenyl group, furanyl group, carbazolyl group, indolyl group, isoindoleyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, A phenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptalenyl group, an indacenyl group, an acetone group, substituted with at least one of a dibenzosilolyl group and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ) Naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group , Chrysenyl group, naphthacenyl group, picenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubicenyl group, coronenyl group, ovalenyl group, thiophenyl group, furanyl group, carbazolyl group, an indolyl group, an isoindoleyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, and a dibenzosilolyl group; is selected from
R ₂₁ , R ₂₂ , R ₂₄ to R ₂₇ and R ₃₁ to R ₃₆ are each independently selected from hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, and a hydrazine group. , hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or its salt thereof, substituted or unsubstituted C ₁ -C ₆₀ alkyl group, substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, substituted Or an unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, substituted or unsubstituted C ₆ -C ₆₀ arylthio group, substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted Selected from cyclic monovalent non-aromatic heterocondensed polycyclic groups, -Si(Q ₁ )(Q ₂ )(Q ₃ ), -N(Q ₄ )(Q ₅ ) and -B(Q ₆ )(Q ₇ ) become,
b21, b22 and b31 to b36 are integers independently selected from 0 to 4;
ET ₂₁ , ET ₂₂ and ET ₃₁ to ET ₃₄ are, independently of each other, an electron transporting group;
t21, t22, t31 to t34 are integers independently selected from 1 to 4;
c31 to c34 are each independently an integer selected from 0 to 4;
Formula 2-1 includes at least one of ET ₃₁ to ET ₃₃ , Formula 2-2 includes at least one of ET ₂₁ , ET ₂₂ and ET ₃₁ to ET ₃₄ , Formula 2-7 and Formula 2-8 At least one of ET ₂₁ , ET ₂₂ , ET ₃₁ and ET ₃₂ is included, and at least one of X ₁₄ to X ₁₆ in Formula 2-11 is N,
The electron transporting group is selected from cyclic groups including *=N-*' as a ring-forming moiety,
The above substituted C ₃ -C ₁₀ cycloalkylene group, substituted C ₁ -C ₁₀ heterocycloalkylene group, substituted C ₃ -C ₁₀ cycloalkenylene group, substituted C ₁ -C ₁₀ heterocycloalkenylene group, substituted substituted C ₆ -C ₆₀ arylene group, substituted C ₁ -C ₆₀ heteroarylene group, substituted divalent non-aromatic condensed polycyclic group, substituted divalent non-aromatic heterocondensed polycyclic group, substituted C ₁ -C ₆₀ Alkyl group, substituted C ₂ -C ₆₀ alkenyl group, substituted C ₂ -C ₆₀ alkynyl group, substituted C ₁ -C ₆₀ alkoxy group, substituted C ₃ -C ₁₀ cycloalkyl group, substituted C ₁ -C ₁₀ hetero Cycloalkyl group, substituted C ₃ -C ₁₀ cycloalkenyl group, substituted C ₁ -C ₁₀ heterocycloalkenyl group, substituted C ₆ -C ₆₀ aryl group, substituted C ₆ -C ₆₀ aryloxy group, substituted C At least one of the substituents of _{the 6} -C ₆₀ arylthio group, the substituted C ₁ -C ₆₀ heteroaryl group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic heteropolycyclic group,
Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or salts thereof, C ₁ -C ₆₀ alkyl groups, C ₂ -C ₆₀ alkenyl groups, C ₂ -C ₆₀ alkynyl groups and C ₁ -C ₆₀ alkoxy groups;
Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or A salt thereof, a C ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkenyl group, a C ₁ -C ₁₀ heterocycloalkenyl group, a C ₆ -C ₆₀ aryl group, a C ₆ - C ₆₀ aryloxy group (aryloxy), C ₆ -C ₆₀ arylthio group (arylthio), C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic heterocondensed polycyclic group, - A C 1 -C ₆₀ alkyl group, C ₂ substituted with at least one of Si(Q ₁₁ )(Q ₁₂ )(Q ₁₃ ), _-N (Q ₁₄ )(Q ₁₅ ) and -B(Q ₁₆ )(Q ₁₇ ) -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkynyl group and C ₁ -C ₆₀ alkoxy group;
C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryl an oxy group, a C ₆ -C ₆₀ arylthio group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a biphenyl group, and a terphenyl group;
Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid 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, a C ₁ -C ₆₀ alkoxy group, a C ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocycloalkyl group , C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy group, C ₆ -C ₆₀ arylthio group, C ₁ -C ₆₀ Heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic heterocondensed polycyclic group, -Si(Q ₂₁ )(Q ₂₂ )(Q ₂₃ ), -N(Q ₂₄ )(Q ₂₅ ), and -B(Q ₂₆ )(Q ₂₇ ) Substituted with at least one of C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heterocycloalke Nyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy group, C ₆ -C ₆₀ arylthio group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non- aromatic heterocondensed polycyclic groups, biphenyl groups and terphenyl groups; and
-Si(Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ), -N(Q ₃₄ ) (Q ₃₅ ) and -B(Q ₃₆ ) (Q ₃₇ ); is selected from
Wherein Q ₁ to Q ₇ , Q ₁₁ to Q ₁₇ , Q ₂₁ to Q ₂₇ and Q ₃₁ to Q ₃₇ are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, and cyanide. No group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or its salt thereof, C ₁ -C ₆₀ Alkyl group, C ₂ -C ₆₀ Alkenyl group, C ₂ -C ₆₀ alkynyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heterocycloalkenyl group , C ₆ -C ₆₀ aryl group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic hetero condensed polycyclic group, biphenyl group and terphenyl group. According to claim 1,
The A ₁ to A ₄ rings and the A ₁₁ to A ₁₄ rings are each independently selected from benzene and naphthalene. According to claim 1,
Wherein L ₁ , L ₂ , L ₁₁ to L ₁₄ , B ₁ , L ₂₁ , L ₂₂ , L ₃₁ to L ₃₆ and B ₁₁ are independently from each other,
Phenylene group, naphthylene group, fluorenylene group, spiro-fluorenylene group, phenalenylene group, phenanthrenylene group, anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group and chrysenylene group ; and
Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or A salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a phenalenyl group, a phenanthrenyl group, anthracenyl group, a fluoranthenyl group , A triphenylenyl group, a pyrenyl group, a chrysenyl group, a biphenyl group, a terphenyl group, and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ) substituted with at least one of a phenylene group, a naphthylene group, and a fluorenyl group. a rene group, a spiro-fluorenylene group, a phenalenylene group, a phenanthrenylene group, anthracenylene group, a fluoranthenylene group, a triphenylenylene group, a pyrenylene group, and a chrysenylene group; is selected from
Wherein Q ₃₁ to Q ₃₃ are each independently selected from a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, and a dibenzoflu An organic light-emitting device selected from an orenyl group, a phenanthrenyl group, anthracenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, biphenyl group, and terphenyl group. According to claim 1,
The L ₁ , L ₂ , L ₁₁ to L ₁₄ and B ₁ are selected from the group represented by Formulas 3-1 to 3-9, 3-25 and 3-33 to 3-35, and L ₂₁ to L ₂₂ , L ₃₁ to L ₃₆ and B ₁₁ are selected from the group represented by Formula 3-1 to Formula 3-35, an organic light emitting device:

In Formulas 3-1 to 3-35,
Y ₁ is O, S, C(Z ₃ )(Z ₄ ), N(Z ₅ ) or Si(Z ₆ )(Z ₇ );
Z ₁ to Z ₇ are each independently selected from hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, and a carboxyl group. acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or its salt thereof, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group , dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, pyrenyl group, chrysenyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquin It is selected from a nolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a triazinyl group, a biphenyl group, a terphenyl group, and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ );
Wherein Q ₃₁ to Q ₃₃ are each independently selected from a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, and a dibenzoflu Orenyl group, phenanthrenyl group, anthracenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrroyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, Oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, carbazolyl group , phenanthrolinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzooxazolyl group, isobenzooxazolyl group, triazolyl group, oxadiazolyl group, triazinyl group, dibenzo It is selected from a furanyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a thiadiazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, a biphenyl group and a terphenyl group,
d1 is selected from an integer of 1 to 4;
d2 is selected from an integer of 1 to 3;
d3 is selected from an integer of 1 to 6;
d4 is selected from an integer of 1 to 8;
d5 is 1 or 2;
d6 is selected from an integer of 1 to 5;
* and *' are binding sites with neighboring atoms. According to claim 1,
wherein a1, a2, a11 to a14, n1, a21, a22, a31 to a36, and n11 are each independently 0 or 1. According to claim 1,
Wherein R ₁ to R ₄ and R ₁₁ to R ₁₄ are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, and a hydrazine group. group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or its salt thereof, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, phenyl group, naphthyl group, biphenyl group, terphenyl group and -Si (Q ₁ ) (Q ₂ ) (Q ₃ ) selected from;
Wherein Q ₁ to Q ₃ are each independently selected from a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, and a dibenzoflu. An organic light-emitting device selected from an orenyl group, a phenanthrenyl group, anthracenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, biphenyl group, and terphenyl group. According to claim 1,
The hole transporting group,
Phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pi a renyl group, a chrysenyl group, a carbazolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, and a dibenzosilolyl group; and
Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or A salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenan Trenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, carbazolyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazole Dibenzoyl group, dibenzocarbazolyl group, dibenzosilolyl group, biphenyl group, terphenyl group and -Si (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ) Substituted with at least one of a phenyl group, a naphthyl group, a fluorenyl group, spiro - Fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, carbazolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, and a dibenzosilolyl group; is selected from
Wherein Q ₃₁ to Q ₃₃ are each independently selected from a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, and a dibenzoflu Orenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, carbazolyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, An organic light emitting device selected from a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a biphenyl group, and a terphenyl group. According to claim 1,
R _{21 ,} R ₂₂ , R ₂₄ to R ₂₇ and R ₃₁ to R ₃₆ are independently of each other,
Hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, phosphoric acid or a salt thereof, a C ₁ -C ₂₀ alkyl group and a C ₁ -C ₂₀ alkoxy group;
heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, and a phosphoric acid or a C ₁ -C ₂₀ alkyl group and a C ₁ -C ₂₀ alkoxy group, substituted with at least one of their salts;
Phenyl group, pentalenyl group, indenyl group, naphthyl group, azulenyl group, heptalenyl group, indacenyl group, acenaphthyl group ), fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoran fluoranthenyl, triphenylenyl, pyrenyl, chrysenyl, naphthacenyl, picenyl, perylenyl, penta Phenyl group, hexacenyl group, pentacenyl group, rubicenyl group, coronenyl group, ovalenyl group, pyrrolyl group, thiophenyl group ), furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl , Pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindolyl group, indolyl group, indazolyl group, Purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl , Quinazolinyl group (quinazolinyl), cinolinyl group (cinnolinyl), carbazolyl group ( carbazolyl), phenanthridinyl group, acridinyl group, phenanthrolinyl group, phenazinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group (benzothiophenyl), isobenzothiazolyl, benzooxazolyl, isobenzooxazolyl, triazolyl, tetrazolyl, oxadiazolyl ), triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, dibenzosilolyl group, thiadiazolyl group, imidazopyridinyl group and an imidazopyrimidinyl group;
Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or A salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, a pentalenyl group, an indenyl group, a naphthyl group , azulenyl group, heptalenyl group, indacenyl group, acenaphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group , Fluoranthenyl group, triphenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, picenyl group, peryl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubycenyl group, coronenyl group, Ovalenyl group, pyrrole group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, Pyridazinyl group, isoindoleyl group, indolyl group, indazolyl group, purinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, naphthyridinyl group, quinoxalinyl group, quinazolinyl group, Cinolinyl group, carbazolyl group, phenanthridinyl group, acridinyl group, phenanthrolinyl group, phenazinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, iso Benzoxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, thiadiazolyl group, imida A phenyl group, a pentalenyl group, an indenyl group, a naphthyl group, and an azule group substituted with at least one of a crude pyridinyl group, an imidazopyrimidinyl group, a biphenyl group, a terphenyl group, and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ) Nyl group, heptalenyl group, indacenyl group, acenaphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoran Tenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, pise Nyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubycenyl group, coronenyl group, ovalenyl group, pyrroyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, Isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indolyl group, indazolyl group, purinyl group, quinolinyl group, isoqui Nolinyl group), benzoquinolinyl group, phthalazinyl group, naphthyridinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazolyl group, phenanthridinyl group, acridinyl group, phenanthrolinyl group, phenazinyl group , benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzooxazolyl group, isobenzooxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzo a furanyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a thiadiazolyl group, an imidazopyridinyl group, and an imidazopyrimidinyl group; and
-Si(Q ₁ )(Q ₂ )(Q ₃ ); is selected from
Wherein Q ₁ to Q ₃ and Q ₃₁ to Q ₃₃ are each independently selected from a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzoflu Orenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group , Isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quina A zolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, an oxadiazolyl group, A triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a thiadiazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, a biphenyl group, and An organic light emitting device selected from a terphenyl group. According to claim 1,
The electron transporting group,
imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, Pyrazinyl, pyrimidinyl, pyridazinyl, indazolyl, quinolinyl, isoquinolinyl, benzoquinolinyl ), phthalazinyl group, naphthyridinyl group, quinoxalinyl group, quinazolinyl group, cinnolinyl group, phenanthridinyl group, acridinyl group ( acridinyl), phenanthrolinyl, phenazinyl, benzoimidazolyl, isobenzothiazolyl, benzooxazolyl, isobenzooxazolyl , Triazolyl, tetrazolyl, oxadiazolyl, triazinyl, imidazopyridinyl and imidazopyrimidinyl groups; and
Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or A salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, a pentalenyl group, an indenyl group, a naphthyl group , azulenyl group, heptalenyl group, indacenyl group, acenaphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group , Fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, picenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubycenyl group, coronenyl group, Ovalenyl group, pyrrole group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, Pyridazinyl group, isoindoleyl group, indolyl group, indazolyl group, purinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, naphthyridinyl group, quinoxalinyl group, quinazolinyl group, Cinolinyl group, carbazolyl group, phenanthridinyl group, acridinyl group, phenanthrolinyl group, phenazinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, iso Benzoxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, thiadiazolyl group, imida A crude pyridinyl group, an imidazopyrimidinyl group, a biphenyl group, a terphenyl group, and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ) substituted with at least one of an imidazolyl group, a pyrazolyl group, a thiazolyl group, and an isothia Zolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, indazolyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group , naphthyridinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, phenanthridinyl group, acridinyl group , Phenanthrolinyl group, phenazinyl group, benzoimidazolyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzooxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, imida a crude pyridinyl group and an imidazo pyrimidinyl group; is selected from
Wherein Q ₃₁ to Q ₃₃ are each independently selected from a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, and a dibenzoflu Orenyl group, phenanthrenyl group, anthracenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrroyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, Oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, carbazolyl group , phenanthrolinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzooxazolyl group, isobenzooxazolyl group, triazolyl group, oxadiazolyl group, triazinyl group, dibenzo An organic selected from a furanyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a thiadiazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, a biphenyl group and a terphenyl group light emitting element. According to claim 1,
HT ₁ , HT ₂ , HT ₁₁ to HT ₁₄ are each independently selected from the group represented by Formulas 5-1 to 5-20, and ET ₂₁ , ET ₂₂ and ET ₃₁ to ET ₃₄ are each independently An organic light emitting device selected from the group represented by Chemical Formulas 5-21 to 5-75:

In Formulas 5-1 to 5-75
Y ₃₁ is O, S, C(Z ₃₃ )(Z ₃₄ ), N(Z ₃₅ ) or Si(Z ₃₆ )(Z ₃₇ );
Z ₃₁ to Z ₃₇ are each independently selected from hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, and a carboxyl group. acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or its salt thereof, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group , dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, pyrenyl group, chrysenyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquin It is selected from a nolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a triazinyl group, a biphenyl group, a terphenyl group, and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ );
Wherein Q ₃₁ to Q ₃₃ are each independently selected from a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, and a dibenzoflu Orenyl group, phenanthrenyl group, anthracenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrroyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, Oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, carbazolyl group , phenanthrolinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzooxazolyl group, isobenzooxazolyl group, triazolyl group, oxadiazolyl group, triazinyl group, dibenzo It is selected from a furanyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a thiadiazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, a biphenyl group and a terphenyl group,
e3 is selected from integers from 1 to 3;
e4 is selected from an integer of 1 to 4;
e5 is an integer selected from 1 to 5;
e6 is selected from an integer of 1 to 6;
e7 is selected from integers from 1 to 7;
e8 is an integer selected from 1 to 8;
e9 is selected from integers from 1 to 9;
* is a binding site with a neighboring atom. According to claim 1,
ET ₂₁ , ET ₂₂ and ET ₃₁ to ET ₃₄ are each independently selected from Formulas 10-1 to 10-117, an organic light emitting device:

In Formulas 10-1 to 10-117, * is a binding site with a neighboring atom. According to claim 1,
In Chemical Formulas 2-11
L ₃₁ to L ₃₆ are each independently selected from the groups represented by Formulas 3-1 to 3-35;
a31 to a33 are 0, 1 or 2, a31 + a32 + a33 are 1 or more,
R ₃₁ to R ₃₆ are each independently selected from hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, and a carboxyl group. An organic light emitting device selected from the group represented by an acid or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, and Formulas 5-1 to 5-75:

In Formulas 3-1 to 3-35,
Y ₁ is O, S, C(Z ₃ )(Z ₄ ), N(Z ₅ ) or Si(Z ₆ )(Z ₇ );
Z ₁ to Z ₇ are each independently selected from hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, and a carboxyl group. acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or its salt thereof, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group , dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, pyrenyl group, chrysenyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquin It is selected from a nolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a triazinyl group, a biphenyl group, a terphenyl group, and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ );
Wherein Q ₃₁ to Q ₃₃ are each independently selected from a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, and a dibenzoflu Orenyl group, phenanthrenyl group, anthracenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrroyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, Oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, carbazolyl group , phenanthrolinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzooxazolyl group, isobenzooxazolyl group, triazolyl group, oxadiazolyl group, triazinyl group, dibenzo It is selected from a furanyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a thiadiazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, a biphenyl group and a terphenyl group,
d1 is selected from an integer of 1 to 4;
d2 is selected from an integer of 1 to 3;
d3 is selected from an integer of 1 to 6;
d4 is selected from an integer of 1 to 8;
d5 is 1 or 2;
d6 is selected from an integer of 1 to 5;
* and *' are binding sites with neighboring atoms.

In Formulas 5-1 to 5-75
Y ₃₁ is O, S, C(Z ₃₃ )(Z ₃₄ ), N(Z ₃₅ ) or Si(Z ₃₆ )(Z ₃₇ );
Z ₃₁ to Z ₃₇ are each independently selected from hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, and a carboxyl group. acid or its salt thereof, sulfonic acid or its salt thereof, phosphoric acid or its salt thereof, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group , dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, pyrenyl group, chrysenyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquin It is selected from a nolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a triazinyl group, a biphenyl group, a terphenyl group, and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ );
Wherein Q ₃₁ to Q ₃₃ are each independently selected from a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, and a dibenzoflu Orenyl group, phenanthrenyl group, anthracenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrroyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, Oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, carbazolyl group , phenanthrolinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzooxazolyl group, isobenzooxazolyl group, triazolyl group, oxadiazolyl group, triazinyl group, dibenzo It is selected from a furanyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a thiadiazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, a biphenyl group and a terphenyl group,
e3 is selected from integers from 1 to 3;
e4 is selected from an integer of 1 to 4;
e5 is an integer selected from 1 to 5;
e6 is selected from an integer of 1 to 6;
e7 is selected from integers from 1 to 7;
e8 is an integer selected from 1 to 8;
e9 is selected from integers from 1 to 9;
* is a binding site with a neighboring atom. According to claim 1,
The first compound and the third compound are each independently represented by one of Formulas 1-2(1) to 1-2(6) and 1-4(1) to 1-4(4), an organic light emitting device. .

In Chemical Formulas 1-2(1) to 1-2(6) and 1-4(1) to 1-4(4), X ₁ , X ₂ , L ₁ , L ₂ , L ₁₁ , a1, a2, a11 , R ₁₁ to R ₁₄ , b11 to b14, HT ₁ , HT ₂ and HT ₁₁ are the same as those described in claim 1. According to claim 1,
The second compound and the fourth compound are independently selected from the formulas 2-1(1), 2-2(1) to 2-2(3), 2-7(1) to 2-7(3) and An organic light emitting device represented by any one of 2-8(1) to 2-8(3):

Formulas 2-1(1), 2-2(1) to 2-2(3), 2-7(1) to 2-7(3) and 2-8(1) to 2-8(3) X ₁₂ , L ₂₁ , L ₂₂ , L ₃₁ , a21, a22, a31, R ₂₂ , R ₃₁ to R ₃₄ , b31 to b34, ET ₂₁ and ET ₃₁ are the same as those described in claim 1. According to claim 1,
An organic light emitting device wherein the first compound and the third compound are independently selected from the following compounds HT(1) to HT(4):

According to claim 1,
An organic light emitting device wherein the second compound and the fourth compound are independently selected from the following compounds ET(1) to ET(4):

According to claim 1,
i) the first compound and the third compound are identical to each other, and the second compound and the fourth compound are identical to each other;
ii) the first compound and the third compound are identical to each other, and the second compound and the fourth compound are different from each other;
iii) the first compound and the third compound are different from each other, and the second compound and the fourth compound are the same; or
iv) the first compound and the third compound are different from each other, and the second compound and the fourth compound are different from each other; organic light emitting device. According to claim 1,
The first electrode is an anode and the second electrode is a cathode,
An organic light emitting device comprising a hole transport region interposed between the first electrode and the first layer. According to claim 18,
The first layer further includes a dopant,
The organic light emitting device, wherein the second layer serves as an electron control layer.

Images