KR20230164625A - Organic light emitting device - Google Patents

Abstract

An organic light emitting device is disclosed.

Description

Organic light emitting device

It relates to organic light emitting devices.

Organic light emitting devices (organic light emitting devices) are self-emitting devices that not only have a wide viewing angle and excellent contrast, but also have the advantages of fast response time, excellent brightness, driving voltage, and response speed characteristics, and the ability to be multicolored.

The organic light-emitting device has a first electrode disposed on an upper part of 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. It can have a structure. Holes injected from the first electrode move to the light-emitting layer via the hole transport region, and electrons injected from the second electrode move to the light-emitting layer via the electron transport region. Carriers such as holes and electrons recombine in the light emitting layer region to generate excitons. Light is generated as this exciton changes from the excited state to the ground state.

The aim is to provide an organic light emitting device with low driving voltage, high efficiency, and long lifespan.

According to one aspect,

first electrode;

a second electrode opposite the first electrode; and

an organic layer interposed between the first electrode and the second electrode and including a light-emitting layer;

Including,

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

The organic layer is,

i) a light-emitting auxiliary layer interposed between the first electrode and the light-emitting layer and containing a third compound; and

ii) an electronic control layer interposed between the light emitting layer and the second electrode and containing a fourth compound;

Contains at least one of

The first compound and the third compound independently include a compound represented by one of the following formulas 1-1 to 1-5,

An organic light-emitting device is provided, wherein the second compound and the fourth compound independently include a compound represented by one of the following formulas 2-1 to 2-11:

<Formula 1-1>

<Formula 1-2>

<Formula 1-3>

<Formula 1-4>

<Formula 1-5>

<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>

Of formulas 1-1 to 1-5, 2-1 to 2-11 and 2-20

A ₁ to A ₄ rings and A ₁₁ to A ₁₄ rings are independently selected from benzene, naphthalene, pyridine, pyrimidine, quinoline, isoquinoline, quinoxaline and quinazoline,

C ₁ ring is a group represented by the above formula 2-20,

X ₁ is selected from O, S, N- (L _{1 ) A1} -(ht ₁ ) _T1 , C (R ₁ ) and Si (R ₁ ) (R ₂ )

_{and _ _ _ _ _ _ _ _}

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 ) is selected from,

_{and _ _ _ _ _ _ _ _ _ _ _} (R ₂₇ ) is 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, hepthalenylene group, indacenylene group, acenaphthylene group, fluorenylene group, spiro-fluorenylene group, benzofluorenyl Len group, dibenzofluorenylene group, phenalenylene group, phenanthrenylene group, anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group, chrysenylene group, naphthacenylene group, picenylene group, perile Nylene group, pentaphenylene group, hexacenylene group, pentacenylene group, rubisenylene group, coronenylene group, ovalenylene group, thiophenylene group, furanylene group, carbazonylene group, indolelylene group, isoindolylene group, Benzofuranylene group, benzothiophenylene group, dibenzofuranylene group, dibenzothiophenylene group, benzocarbazolylene group and dibenzocarbazolylene group; and

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or Salts thereof, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, pentalenyl group, indenyl group, naphthyl group. , azulenyl group, hepthalenyl 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, rubisenyl group, coronenyl group, Ovalenyl group, thiophenyl group, furanyl group, carbazolyl group, indolyl group, isoindolyl group, benzofuranyl group, benzothiogophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group , dibenzosilolyl group, biphenyl group, terphenyl group and -Si (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ), substituted with at least one of phenylene group, pentalenylene group, indenylene group, naphthylene group, azulenyl Len group, hepthalenylene group, indacenylene group, acenaphthylene group, fluorenylene group, spiro-fluorenylene group, benzofluorenylene group, dibenzofluorenylene group, phenalenylene group, phenanthrenylene group, Anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group, chrysenylene group, naphthacenylene group, picenylene group, perylenylene group, pentaphenylene group, hexacenylene group, pentacenylene group, rubycenylene group , coronenylene group, ovalenylene group, thiophenylene group, furanylene group, carbazoylene group, indolylene group, isoindolylene group, benzofuranylene group, benzothiophenylene group, dibenzofuranylene group, dibenzo thiophenylene group, benzocarbazolylene group and 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, 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 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 independently integers 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 independently of each other hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group. , hydrazone group, carboxylic acid or a salt thereof, sulfonic acid or a salt thereof, phosphoric acid or a 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 ),

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

HT ₁ , HT ₂ and HT ₁₁ to HT ₁₄ are independently hole transporting groups,

t1, t2 and t11 to t14 are integers independently selected from 1 to 4,

c11 to c14 are independently integers selected from 0 to 4,

Formulas 1-1 and 1-2 include at least one of HT ₁ , HT ₁₁ , and HT ₁₂ , and Formula 1-3 includes at least one of HT ₁ , HT ₂ , HT ₁₁ , and HT ₁₂ , and the formula 1-4 includes at least one of HT ₁ , HT ₂ , and HT ₁₁ to HT ₁₄ , and Formula 1-5 includes at least one of HT ₁₁ to HT ₁₃ ,

The hole transport group is,

Phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthyl ), fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, 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, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl. , dibenzocarbazolyl group and dibenzosilolyl group; and

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or Salts thereof, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, pentalenyl group, indenyl group, naphthyl group. , azulenyl group, hepthalenyl 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, rubisenyl 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, dibenzocarbazolyl group, Substituted with at least one of dibenzosilolyl group and -Si (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ), phenyl group, pentalenyl group, indenyl group, naphthyl group, azulenyl group, hepthalenyl group, indacenyl group, acetate 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, rubisenyl 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, dibenzocarbazolyl group and dibenzosilolyl group; is selected from,

R ₂₁ to R ₂₇ and R ₃₁ to R ₃₆ are independently of each other hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group , hydrazone group, carboxylic acid or a salt thereof, sulfonic acid or a salt thereof, phosphoric acid or a 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, 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 a ringed monovalent non-aromatic heterocondensed polycyclic group, selected from -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 transport group,

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

c31 to c34 are integers independently 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 , and formula 2-10 includes at least one of ET ₂₁ , ET ₃₁ and ET ₃₂ Includes, 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 containing *=N-*' as a ring-forming moiety,

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 heterocycloalkenylene group, 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 condensed heteropolycyclic 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 condensed heteropolycyclic group,

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

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or Salts thereof, 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 aryloxy group, C ₆ -C ₆₀ arylthio group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, - 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 Oxy group, C ₆ -C ₆₀ arylthio group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, biphenyl group and terphenyl group;

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or Salts 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 -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 condensed 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,

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, hydroxyl group, cyano group, No group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, 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 condensed polycyclic group, biphenyl group, and terphenyl group.

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

1 to 3 are diagrams 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 and including a light-emitting layer. The light emitting layer includes a first compound and a second compound. The organic layer includes i) a light-emitting auxiliary layer interposed between the first electrode and the light-emitting layer and including a third compound; and ii) an electronic control layer interposed between the light emitting layer and the second electrode and including a fourth compound; Contains at least one of

For descriptions of the first electrode and the second electrode, refer to what will be described later.

The first compound and the third compound independently include a compound represented by one of the following formulas 1-1 to 1-5, and the second compound and the fourth compound independently have the following formulas 2-1 to 1-5: Includes compounds represented by any of 2-11.

<Formula 1-1>

<Formula 1-2>

<Formula 1-3>

<Formula 1-4>

<Formula 1-5>

<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 1-5, the A ₁ to A ₄ rings and the A ₁₁ to A ₁₄ rings are independently selected from benzene, naphthalene, pyridine, pyrimidine, quinoline, isoquinoline, quinoxaline, and quinazoline. It can be.

For example, the A ₁ to A ₄ rings are independently selected from benzene and naphthalene, and the A ₁₁ to A ₁₄ rings are independently selected from benzene, naphthalene, pyridine, pyrimidine, quinoline, and isoquinoline. It may be selected, but is not limited to this.

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 neighboring 5-membered rings while sharing carbon.

In formulas 1-1 to 1-5 and 2-1 to 2-11,

X ₁ is selected from O, S, N- (L _{1 ) A1} -(ht ₁ ) _T1 , C (R ₁ ) and Si (R ₁ ) (R ₂ )

_{and _ _ _ _ _ _ _ _}

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 ) is selected from,

_{and _ _ _ _ _ _ _ _ _ _ _} (R ₂₇ ) is 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 Formulas 1-1 to 1-5 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 ,

_{and _ _ _ _ _ _ _ _}

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

According to one embodiment, in Formulas 1-1 to 1-5 and 2-1 to 2-11, X ₁ is N-(L ₁ ) _a1 -(HT ₁ ) _t1 , and X ₂ is O, S and N -(L ₂ ) _a2 -(HT ₂ ) _t2 , X ₁₁ is selected from O, S and N-(L ₂₁ ) _a21 -(ET ₂₁ ) _t21 , and X ₁₂ is O, S, N-( L ₂₂ ) _a22 -(ET ₂₂ ) _t22 and N-(L ₂₂ ) _a22 -(R ₂₂ ) _b22 , and X ₁₃ may be C-(L ₂₃ ) _a23 -(R ₂₃ ) _b23 , but is limited thereto. It doesn't work.

In Formulas 1-1 to 1-5, 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, hepthalenylene group, indacenylene group, acenaphthylene group, fluorenylene group, spiro-fluorenylene group, benzofluorenyl Len group, dibenzofluorenylene group, phenalenylene group, phenanthrenylene group, anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group, chrysenylene group, naphthacenylene group, picenylene group, perile Nylene group, pentaphenylene group, hexacenylene group, pentacenylene group, rubisenylene group, coronenylene group, ovalenylene group, thiophenylene group, furanylene group, carbazonylene group, indolelylene group, isoindolylene group, Benzofuranylene group, benzothiophenylene group, dibenzofuranylene group, dibenzothiophenylene group, benzocarbazolylene group and dibenzocarbazolylene group; and

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or Salts thereof, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, pentalenyl group, indenyl group, naphthyl group. , azulenyl group, hepthalenyl 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, rubisenyl group, coronenyl group, Ovalenyl group, thiophenyl group, furanyl group, carbazolyl group, indolyl group, isoindolyl group, benzofuranyl group, benzothiogophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group , dibenzosilolyl group, biphenyl group, terphenyl group and -Si (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ), substituted with at least one of phenylene group, pentalenylene group, indenylene group, naphthylene group, azulenyl Len group, hepthalenylene group, indacenylene group, acenaphthylene group, fluorenylene group, spiro-fluorenylene group, benzofluorenylene group, dibenzofluorenylene group, phenalenylene group, phenanthrenylene group, Anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group, chrysenylene group, naphthacenylene group, picenylene group, perylenylene group, pentaphenylene group, hexacenylene group, pentacenylene group, rubycenylene group , coronenylene group, ovalenylene group, thiophenylene group, furanylene group, carbazoylene group, indolylene group, isoindolylene group, benzofuranylene group, benzothiophenylene group, dibenzofuranylene group, dibenzo thiophenylene group, benzocarbazolylene group and dibenzocarbazolylene group; can be selected from among.

In Formulas 2-1 to 2-11, 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, 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 Len 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. -Can be selected from substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group.

For example, in Formulas 1-1 to 1-5 and 2-1 to 2-11,

L ₁ , L ₂ , L ₁₁ to L ₁₄ and B ₁ are independently 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

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

L ₂₁ to L ₂₃ , L ₃₁ to L ₃₆ and B ₁₁ are independently of each other,

Phenylene group, naphthylene group, fluorenylene group, spiro-fluorenylene group, phenalenylene group, phenanthrenylene group, anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group, chrysenylene group , pyridinyl group, pyrimidinyl group, triazinyl group, quinolinyl group, isoquinolinyl group, quinazolinyl group and quinoxalinyl group; and

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

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 dibenzofluorine group. It may be selected from orenyl group, 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 1-5 and _2-1 to 2-11 are represented by Formulas _3-1 to 3-9, 3- 25 and 3-33 to 3-35, and L ₂₁ to L ₂₃ , L ₃₁ to L ₃₆ and B ₁₁ may be selected from groups represented by the following formulas 3-1 to 3-35: However, it 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 independently of each other hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxyl Acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, 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, isoquinol. selected from nolinyl group, quinoxalinyl group, quinazolinyl group, carbazolyl group, triazinyl group, biphenyl group, terphenyl group and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ),

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 dibenzofluorine group. orenyl 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, quinazolinyl group, carbazolyl group , phenanthrolinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzooxazolyl group, triazolyl group, oxadiazolyl group, triazinyl group, dibenzo selected from furanyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, dibenzosilolyl group, thiadiazolyl group, imidazopyridinyl group, imidazopyrimidinyl group, biphenyl group and 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 integers from 1 to 6,

d4 is selected from integers from 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 1-1 to 1-5 and 2-1 to 2-11, a1, a2, a11 to a14, n1, a21 to a23, a31 to a36, and n11 may be independently integers selected from 0 to 3. . a1 represents the number of L ₁ , and when a1 is 0, *-(L ₁ ) _a1 -*' becomes a single bond. When a1 is 2 or more, 2 or more L _1s are the same or different from each other. The description 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 Formulas 1-1 to 1-5 and 2-1 to 2-11. You can.

For example, a1, a2, a11 to a14, n1, a21 to a23, a31 to a36, and n11 may be independently 0, 1, or 2.

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 1-5, R ₁ to R ₄ and R ₁₁ to R ₁₄ are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, 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 can 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 1-5, R ₁ to R ₄ and R ₁₁ to R ₁₄ are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, Cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, selected from phenyl group, naphthyl group, biphenyl group, terphenyl group and -Si(Q ₁ )(Q ₂ )(Q ₃ ),

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 dibenzofluorine group. It may be selected from orenyl group, phenanthrenyl group, anthracenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, biphenyl group, and terphenyl group, but is not limited thereto.

In Formulas 1-1 to 1-5, b11 to b14 are independently integers selected from 0 to 4. b11 represents the number of R ₁₁ , and when b11 is 2 or more, 2 or more R ₁₁ are the same or different from each other. The description of b12 to b14 can be understood by referring to the description of b11 and the structures of Formulas 1-1 to 1-5.

For example, in Formulas 1-1 to 1-5, b11 to b14 may be independently 0 or 1.

In Formulas 1-1 to 1-5, HT ₁ , HT ₂ and HT ₁₁ to HT ₁₄ are independently hole transport groups. For a description of the hole-transporting group, refer to what is described later.

In Formulas 1-1 to 1-5, t1, t2, and t11 to t14 are independently integers selected from 1 to 4. t1 represents the number of HT _1s , and when t1 is 2 or more, 2 or more HT _1s are the same or different from each other. The description of t2 and t11 to t14 can be understood by referring to the description of t1 and the structures of Formulas 1-1 to 1-5.

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

In Formulas 1-1 to 1-5, c11 to c14 are independently integers selected from 0 to 4. For example, c11 to c14 may be independently 0 or 1.

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

In Formulas 1-1 to 1-5, the hole transport group, which may be HT ₁ , HT ₂ , and HT ₁₁ to HT ₁₄ ,

Phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthyl ), fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, 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, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl. , dibenzocarbazolyl group and dibenzosilolyl group; and

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or Salts thereof, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, pentalenyl group, indenyl group, naphthyl group. , azulenyl group, hepthalenyl 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, rubisenyl 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, dibenzocarbazolyl group, Substituted with at least one of dibenzosilolyl group and -Si (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ), phenyl group, pentalenyl group, indenyl group, naphthyl group, azulenyl group, hepthalenyl group, indacenyl group, acetate 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, rubisenyl 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, dibenzocarbazolyl group and dibenzosilolyl group; can be selected from among.

For example, the hole transport group is,

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

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or Salts 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, phenane Trenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, carbazolyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazole Substituted with at least one of diary group, dibenzocarbazolyl group, dibenzosilolyl group, biphenyl group, terphenyl group and -Si (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ), phenyl group, 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, carbazolyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group and dibenzosilolyl group; is selected from,

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 dibenzofluorine group. 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, benzocarbazolyl group, dibenzocarbazolyl group, dibenzosilolyl group, biphenyl group, and terphenyl group, but is not limited thereto.

In Formulas 2-1 to 2-11, R ₂₁ to R ₂₇ and R ₃₁ to R ₃₆ are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, 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 , 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 monovalent non-aromatic condensed polycyclic group, -Si(Q ₁ )(Q ₂ )(Q ₃ ), -N(Q ₄ )(Q ₅ ) and -B It can be selected from (Q ₆ )(Q ₇ ).

For example, in Formulas 2-1 to 2-11,

R ₂₁ to R ₂₇ are independently of each other hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxyl selected from acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, phenyl group, naphthyl group, biphenyl group and terphenyl group,

R ₃₁ to R ₃₆ are independently of each other,

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

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

Phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthyl ), fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, 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, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, Purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl , quinazolinyl, cinnolinyl, carbazolyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl. , benzoimidazolyl, benzofuranyl, benzothiophenyl, isobenzothiazolyl, benzoxazolyl, isobenzooxazolyl, tria triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, di Benzocarbazolyl group, dibenzosilolyl group, thiadiazolyl group, imidazopyridinyl group and imidazopyrimidinyl group;

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or Salts thereof, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, pentalenyl group, indenyl group, naphthyl group. , azulenyl group, hepthalenyl group, indacenyl group, acenaphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group. , fluoranthenyl group, triphenyl gyrenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, picenyl group, peryl gyrenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubisenyl 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, 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 Benzooxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, thiadiazolyl group, imida Substituted with at least one of zopyridinyl group, imidazopyrimidinyl group, biphenyl group, terphenyl group and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ), phenyl group, pentalenyl group, indenyl group, naphthyl group, azure Nyl group, hepthalenyl group, indacenyl group, acenaphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluorane tenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, picenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubisenyl 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, quinolinyl group, isoquinolinyl group), benzoquinolinyl group, phthalazinyl group, naphthyridinyl group, quinoxalinyl group, quinazolinyl group, cinoli Nyl group, carbazolyl group, phenanthridinyl group, acridinyl group, phenanthrolinyl group, phenazinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzooxa Zolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, dibenzosilolyl group, thiadiazolyl group, imidazopyridinyl group and imidazopyrimidinyl group; and

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

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, and a benzofluorine group. 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 Zolinyl group, carbazolyl group, phenanthrolinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzooxazolyl group, triazolyl group, oxadiazolyl group, Triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, dibenzosilolyl group, thiadiazolyl group, imidazopyridinyl group, imidazopyrimidinyl group, biphenyl group, and It may be selected from terphenyl groups.

In Formulas 2-1 to 2-11, b21 to b23 and b31 to b36 are independently integers 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 or different from each other. The description of b22 to b23 and b31 to b36 can be understood by referring to the description of b21 and the structures of Formulas 2-1 to 2-11.

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

In Formulas 2-1 to 2-11, ET ₂₁ , ET ₂₂ and ET ₃₁ to ET ₃₄ are independently electron-transporting groups. 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 independently integers selected from 1 to 4. t21 represents the number of ET ₂₁ , and when t21 is 2 or more, 2 or more ET ₂₁ are the same or different from each other. The description of t22 and t31 to t34 can be understood by referring to the description of t21 and the structures of Formulas 2-1 to 2-11.

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

In Formulas 2-1 to 2-1, c31 to c34 are independently integers selected from 0 to 4. For example, c31 to c34 may be 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 , and formula 2-10 includes at least one of ET ₂₁ , ET ₃₁ and ET ₃₂ It includes, 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 containing *=N-*' as a ring moiety. .

For example, the electron transport group is,

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

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or Salts thereof, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, pentalenyl group, indenyl group, naphthyl group. , azulenyl group, hepthalenyl 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, rubisenyl 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, 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 Benzooxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, thiadiazolyl group, imida Substituted with at least one of zopyridinyl group, imidazopyrimidinyl group, biphenyl group, terphenyl group and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ), imidazolyl group, pyrazolyl group, thiazolyl group, 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, cynolinyl 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, imidazopyridinyl group and imidazopyrimidinyl group; is selected from,

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 dibenzofluorine group. orenyl 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, quinazolinyl group, carbazolyl group , phenanthrolinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzooxazolyl group, triazolyl group, oxadiazolyl group, triazinyl group, dibenzo It can be selected from furanyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, dibenzosilolyl group, thiadiazolyl group, imidazopyridinyl group, imidazopyrimidinyl group, biphenyl group and terphenyl group. However, it is not limited to this.

In Formulas 1-1 to 1-5 and 2-1 to 2-11, HT ₁ , HT ₂ , and HT ₁₁ to HT ₁₄ are independently selected from the group represented by Formulas 5-1 to 5-20 below, , ET ₂₁ , ET ₂₂ and ET ₃₁ to ET ₃₄ may be independently selected from the group represented by the following 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 hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxyl Acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, 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, isoquinol. selected from nolinyl group, quinoxalinyl group, quinazolinyl group, carbazolyl group, triazinyl group, biphenyl group, terphenyl group and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ),

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 dibenzofluorine group. orenyl 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, quinazolinyl group, carbazolyl group , phenanthrolinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzooxazolyl group, triazolyl group, oxadiazolyl group, triazinyl group, dibenzo selected from furanyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, dibenzosilolyl group, thiadiazolyl group, imidazopyridinyl group, imidazopyrimidinyl group, biphenyl group and terphenyl group,

e3 is selected from an integer of 1 to 3,

e4 is selected from integers 1 to 4,

e5 is selected from integers 1 to 5,

e6 is selected from integers from 1 to 6,

e7 is selected from integers from 1 to 7,

e8 is selected from integers from 1 to 8,

e9 is selected from integers from 1 to 9,

* is a bonding 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 independently selected from Formulas 10-1 to 10-117 below, but are not limited thereto. no:

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

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

L ₃₁ to L ₃₆ are independently selected from the group 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 independently of each other hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxyl It may be selected from the group consisting of acids or salts thereof, sulfonic acid or salts thereof, phosphoric acid or salts thereof, C ₁ -C ₂₀ alkyl groups, C ₁ -C ₂₀ alkoxy groups, and the 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 of each other, having the following formulas 1-2(1) to 1-2(6), 1-4(1) to 1-4(8), and 1 It may be displayed as one of -5(1) to 1-5(2), but is not limited to this:

In formulas 1-2(1) to 1-2(6), 1-4(1) to 1-4(8), and 1-5(1) to _1-5 ( ₂ ), The descriptions of 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 described in the specification, and the description of R ₁₅ is the same as the description for R ₁₄ , and b15 is selected from an integer of 0 to 4.

According to another embodiment, the second compound and the fourth compound are independently of the following formulas 2-1(1) to 2-1(2), 2-2(1) to 2-2(16), Can be indicated as either 2-7(1) to 2-7(3) and 2-8(1) to 2-8(3):

The formulas 2-1(1) to 2-1(2), 2-2(1) to 2-2(16), 2-7(1) to 2-7(3), and 2-8(1) _{To 2-8 ( 3 ) , the description of} It is the same as described in

According to another embodiment, the first compound and the third compound may be independently selected from the following compounds HT(1) to HT(12).

Another implementation?? Accordingly, the second compound and the fourth compound may be independently selected from the following compounds ET(1) to ET(14), but are not limited thereto.

According to one embodiment, among the organic light emitting devices,

i) the organic layer includes the light-emitting auxiliary layer, and the first compound in the light-emitting layer and the third compound in the light-emitting auxiliary layer are the same;

ii) the organic layer includes the electronic control layer, and the second compound in the light-emitting layer and the fourth compound in the electronic control layer are the same; or

iii) the organic layer includes the light-emitting auxiliary layer and the electronic control layer, the first compound in the light-emitting layer and the third compound in the light-emitting auxiliary layer are the same, and the second compound in the light-emitting layer and the first compound in the electronic control layer 4 The compounds may be identical to each other, but are not limited thereto.

Or, among the organic light emitting devices,

i) the organic layer includes the light-emitting auxiliary layer, and the first compound in the light-emitting layer and the third compound in the light-emitting auxiliary layer are different from each other;

ii) the organic layer includes the electronic control layer, and the second compound in the light-emitting layer and the fourth compound in the electronic control layer are different from each other; or

iii) the organic layer includes the light-emitting auxiliary layer and the electronic control layer, the first compound in the light-emitting layer and the third compound in the light-emitting auxiliary layer are different from each other, and the second compound in the light-emitting layer and the first compound in the electronic control layer 4 The compounds may be different from each other, but are not limited to this.

According to another embodiment, among the organic light emitting devices,

i) The first compound is one of the formulas 1-1 to 1-4 (e.g., the formulas 1-2(1) to 1-2(6) and 1-4(1) to 1-4(8) ), and the second compound is represented by the formula 2-1 (e.g., the formula 2-1(1) and 2-1(2)),

i) The first compound is represented by the formula 1-5 (e.g., the formula 1-5(1) and 1-5(2)), and the second compound is represented by the formula 2-2 to 2- 11 (e.g., formulas 2-2(1) to 2-2(16), 2-7(1) to 2-7(3), and 2-8(1) to 2-8(3)) It may be displayed as one of the following, but is not limited thereto.

For example, the first electrode of the organic light emitting device is an anode, the second electrode is a cathode, and among the organic light emitting devices,

i) the organic layer includes the light-emitting auxiliary layer, and the organic layer further includes a hole transport region between the first electrode and the light-emitting auxiliary layer;

ii) the organic layer includes the electronic control layer, and the organic layer further includes an electron transport region between the electronic control layer and the second electrode; or

iii) the organic layer includes the light emission auxiliary layer and the electronic control layer, and the organic layer further includes a hole transport region between the first electrode and the light emission auxiliary layer and an electron transport region between the electron control layer and the second electrode. It can be included.

According to another embodiment, in the organic light emitting device, the light emitting auxiliary layer and the electronic control layer may each be in direct contact with the light emitting layer.

The organic light emitting device,

i) a light-emitting layer containing the first compound and the second compound; and

ii) at least one of a light-emitting auxiliary layer interposed between the first electrode and the light-emitting layer and containing the third compound, and an electronic control layer interposed between the light-emitting layer and the second electrode and containing the fourth compound;

Since it includes, energy transfer from the host to the dopant in the light emitting layer can be effectively achieved, and the balance of hole and charge transfer to the light emitting layer can be effectively achieved, making it possible to implement a low driving voltage, high efficiency, and long life organic light emitting device.

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 light-emitting auxiliary layer 140, a light-emitting layer 150, an electronic control layer 160, an electron transport region 170, and The second electrode 190 has a sequentially stacked structure.

Hereinafter, the 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 waterproofness.

The first electrode 110 may be formed, for example, by providing a first electrode material on the upper part of the substrate using a deposition method or sputtering method. When the first electrode 110 is an anode, the material for the first electrode may be selected from materials with a high work function to facilitate hole injection. The first electrode 110 may be a reflective electrode, a transflective electrode, or a transmissive electrode. Materials for the first electrode include transparent and highly conductive materials such as indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO ₂ ), and zinc oxide (ZnO). Alternatively, to form the first electrode 110, which is a transflective electrode or a reflective electrode, materials for the first electrode include magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), and calcium (Ca). ), magnesium-indium (Mg-In), or magnesium-silver (Mg-Ag).

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

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

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

When forming a hole injection layer by vacuum deposition, deposition conditions include, for example, a deposition temperature of about 100 to about 500°C, a vacuum degree of about 10 ^-8 to about 10 ^-3 torr, and about 0.01 to about 100 Å/sec. Within the deposition rate range, it can be selected in consideration of the hole injection layer compound to be deposited and the hole injection layer structure to be formed.

When forming a hole injection layer by spin coating, the coating conditions are a coating speed of about 2000 rpm to about 5000 rpm and a heat treatment temperature of about 80 ℃ to 200 ℃, the compound for the hole injection layer to be deposited and the hole to be formed It may be selected considering the injection layer structure.

For the method of forming the hole transport 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), 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 the formula 201 below and the compound represented by the formula 202 below May contain one:

<Formula 201>

<Formula 202>

In formulas 201 and 202,

For the description of L ₂₀₁ to L ₂₀₅ , independently of each other, refer to the description of L ₂₁ in this specification;

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

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

R ₂₀₁ to R ₂₀₄ 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. , substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenyl group, substituted or unsubstituted C ₆ -C ₆₀ aryl group, 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, and substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group. can be selected

For example, in 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 lene group, pyrazinylene group, pyrimidinylene group, pyridazinylene group, quinolinylene group, isoquinolinenylene group, quinoxalinylene group, quinazolinylene group, carbazonylene group and triazinylene group; and

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or Salts 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, phenanthrenyl group, anthra Cenyl group, pyrenyl group, chrysenyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindolyl group, quinolinyl group, isoquinolinyl group, quinoxalinyl group, quinazolinyl group, carboxylinyl group Substituted with at least one of a zolyl group and a triazinyl group, phenylene group, naphthylene group, fluorenylene group, spiro-fluorenylene group, benzofluorenylene group, dibenzofluorenylene group, phenanthrenylene group, Anthracenylene group, pyrenylene group, chrysenylene group, pyridinylene group, pyrazinylene group, pyrimidinylene group, pyridazinylene group, quinolinylene group, isoquinolinylene group, quinoxalinylene group, quinazolinylene group , carbazoylene group and triazinylene group; is selected from;

xa1 to xa4 are 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 , pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, quinoxalinyl group, quinazolinyl group, carbazolyl group and triazinyl group; and

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or Salts thereof, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, phenyl group, naphthyl group, azulenyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenane Trenyl group, anthracenyl group, pyrenyl group, chrysenyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, quinoxalinyl group, quinazolinyl group, carboxylinyl group Substituted with at least one of azolyl group and triazinyl group, 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; It may be selected from among, but is not limited to.

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

<Formula 201A>

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

<Formula 201A-1>

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

<Formula 202A>

In the above formulas 201A, 201A-1 and 202A, the description of L ₂₀₁ to L ₂₀₃ , xa1 to xa3, xa5 and R ₂₀₂ to R ₂₀₄ refers to the description in the present specification, R ₂₁₁ and R ₂₁₂ are independently of each other, R Refer to the description of ₂₀₃ , and R ₂₁₃ to R ₂₁₆ are independently of each other hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, Hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, 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 -C ₆₀ aryl group oxy group, C ₆ -C ₆₀ aryl group thio group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed heteropolycyclic group.

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

The thickness of the hole transport region 130 may be about 100Å to about 10000Å, for example, about 100Å to about 1000Å. 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. It may be from 50 Å to about 2000 Å, for example from 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 ranges described above, satisfactory hole transport characteristics can be obtained without a substantial increase in driving voltage.

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

The charge-generating material may be, for example, a p-dopant. The p-dopant may be one of a quinone derivative, a metal oxide, and a cyano group-containing compound, but is not limited thereto. For example, non-limiting examples of the p-dopant include tetracyanoquinonedimethane (TCNQ) and 2,3,5,6-tetrafluoro-tetracyano-1,4-benzoquinonedimethane. 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 depending on the wavelength of light emitted from the light emitting layer. The material included in the buffer layer may be a material that can be included in the hole transport region. The electron blocking layer is a layer that serves to prevent electron injection from the electron transport region.

Various methods such as vacuum deposition, spin coating, casting, LB (Langmuir-Blodgett), inkjet printing, laser printing, and laser thermal imaging (LITI) are applied to the upper part of the hole transport region 130. The emission control layer 140 is formed using . When forming the emission control layer 140 by vacuum deposition and spin coating, the deposition and coating conditions of the emission control layer 140 refer to the deposition and coating conditions of the hole injection layer.

The light emitting auxiliary layer 140 may include the third compound described in this specification. Alternatively, when the electronic control layer 160 includes the fourth compound, the light emission auxiliary layer 140 may include the material used in the hole transport region 130.

The thickness of the light emitting auxiliary layer 140 may be about 10Å to about 1000Å, for example, about 50Å to about 700Å. When the thickness of the light emitting auxiliary layer 140 satisfies the above range, the efficiency and lifespan of the organic light emitting device 10 can be improved without a substantial increase in driving voltage.

Various methods such as vacuum deposition, spin coating, casting, LB (Langmuir-Blodgett), inkjet printing, laser printing, and laser thermal imaging (LITI) methods are applied to the upper part of the light emitting auxiliary layer 140. The light emitting layer 150 is formed using . When forming the light-emitting layer 150 by vacuum deposition and spin coating, the deposition and coating conditions of the light-emitting layer 150 refer to the deposition and coating conditions of the hole injection layer.

In FIG. 1, the light-emitting layer 150 further includes a dopant, and the first and second compounds included in the light-emitting layer 150 may serve as a host. For a description of the first compound and the second compound included in the light emitting layer 150 of FIG. 1, refer to what is described herein.

When the organic light emitting device 10 is a full color organic light emitting device, the light emitting 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 light-emitting 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 layer distinction, and emits white light. You can.

According to one embodiment, the light-emitting layer 150 of the organic light-emitting device 10 may be a blue light-emitting layer.

The light-emitting layer 150 may further include a phosphorescent dopant or a fluorescent dopant in addition to the first and second compounds that serve as hosts.

The phosphorescent dopant may include an organometallic complex represented by the following chemical formula 401:

<Formula 401>

In the above formula 401,

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

X ₄₀₁ to X ₄₀₄ are 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 carbazole, substituted or unsubstituted benzoimidazole, substituted or unsubstituted benzofuran, substituted or unsubstituted benzothiophene, substituted or unsubstituted isobenzothiophene, substituted or unsubstituted benzo Oxazole, substituted or unsubstituted isobenzooxazole, substituted or unsubstituted triazole, substituted or unsubstituted oxadiazole, substituted or unsubstituted triazine, substituted or unsubstituted dibenzofuran, and selected from substituted or unsubstituted dibenzothiophene;

The substituted benzene, substituted naphthalene, substituted fluorene, substituted spiro-fluorene, substituted indene, substituted pyrrole, substituted thiophene, substituted furan, substituted imidazole, substituted pyrazole, substituted 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 is:

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

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or Salts thereof, 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 aryloxy, C ₆ -C ₆₀ arylthio, C ₂ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group, non-monovalent -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 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 Oxy group, C ₆ -C ₆₀ arylthio group, C ₂ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed heteropolycyclic group;

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or Salts 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 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 group, oxygen group, C _{6 -C 60} arylthio group, C ₂ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed 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 )(Q422), -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.

The L ₄₀₁ may be any monovalent, divalent or trivalent organic ligand. For example, L ₄₀₁ is a halogen ligand (e.g. Cl, F), a diketone ligand (e.g. acetylacetonate, 1,3-diphenyl-1,3-propanedioate, 2,2, 6,6-Tetramethyl-3,5-heptandionate, 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 (e.g., phosphine, phosphite), but is not limited thereto.

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

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

In Formula 401, when A ₄₀₂ has two or more substituents, the two or more substituents of A ₄₀₂ may be combined 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 or different from each other. In Formula 401, when xc1 is 2 or more, A ₄₀₁ and A ₄₀₂ are directly connected to A ₄₀₁ and A ₄₀₂ of other neighboring ligands, respectively, or are connected to a linking group (for example, C ₁ -C ₅ alkylene group, -N (R')-(where R' is a C ₁ -C ₁₀ alkyl group or a C ₆ -C ₂₀ aryl group) or -C(=O)-).

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 the following formula 501:

<Formula 501>

In formula 501,

Ar ₅₀₁ silver

Naphthalene, hepthalene, fluorene, spiro-fluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene, fluorine fluoranthene, triphenylene, pyrene, chrysene, naphthacene, picene, perylene, pentaphene and indeno. anthracene (indenoanthracene); and

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or Salts 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 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 condensed polycyclic group, and -Si(Q ₅₀₁ )(Q ₅₀₂ )(Q ₅₀₃ ) (Q ₅₀₁ to Q ₅₀₃ are 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 naphthalene, hepthalene, fluorene , spiro-fluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene, fluoranthene, triphenylene, pyrene, chrysene, naphthacene, picene, perylene, pentaphene and inde. noanthracene; may be selected from;

For descriptions of L ₅₀₁ to L ₅₀₃ , refer to the description of L ₃₁ in the 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 , pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, quinoxalinyl group, quinazolinyl group, carbazole group, triazinyl group, dibenzofuranyl group and dibenzothiophenyl group; and

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or Salts 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, 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 Phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, substituted with at least one selected from zinyl group, dibenzofuranyl group and 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, triazinyl group, dibenzofuranyl group and dibenzothiophenyl group; is selected from;

xd1 to xd3 are 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 light-emitting layer 150 may generally be 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 thickness of the light emitting layer 150 may be about 100Å to about 1000Å, for example, about 200Å to about 600Å. When the thickness of the light-emitting layer 150 satisfies the range described above, excellent light-emitting characteristics can be exhibited without a substantial increase in driving voltage.

Various methods such as vacuum deposition, spin coating, casting, LB (Langmuir-Blodgett), inkjet printing, laser printing, and laser thermal imaging (LITI) are used on the light emitting layer 150. Thus, the electronic control layer 160 is formed. When forming the emission control layer 140 by vacuum deposition and spin coating, the deposition and coating conditions of the emission control layer 140 refer to the deposition and coating conditions of the hole injection layer.

The electronic control layer 160 may include the fourth compound described in this specification. Alternatively, when the light emitting auxiliary layer 140 includes the third compound, the electronic control layer 160 may include a material included in the electron transport region 170, which will be described later.

The thickness of the electronic control layer 160 may be about 10Å to about 1000Å, for example, about 50Å to about 700Å. When the thickness of the electronic control layer 160 satisfies the above range, the efficiency and lifespan of the organic light emitting device 10 can be improved without a substantial increase in driving voltage.

Next, an electron transport region 170 is disposed on the electronic control layer 160. The electron transport region 170 may include at least one of a hole blocking layer, an electron transport layer, and an electron injection layer.

For the method of forming the hole blocking layer, the electron transport layer, and the electron injection layer, refer to the method of forming the hole injection layer.

When the low transport region 170 includes an electron transport layer, the electron transport layer may include at least one of a compound represented by Formula 601 below and a compound represented by Formula 602 below.

<Formula 601>

Ar ₆₀₁ -[(L ₆₀₁ ) _xe1 -E ₆₀₁ ] _xe2

In the above formula 601,

Ar ₆₀₁ is

Naphthalene, hepthalene, fluorene, spiro-fluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene, fluorine fluoranthene, triphenylene, pyrene, chrysene, naphthacene, picene, perylene, pentaphene and indeno. anthracene (indenoanthracene); and

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or Salts 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 -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 condensed polycyclic group, and -Si(Q ₃₀₁ )(Q ₃₀₂ )(Q ₃₀₃ ) (Q ₃₀₁ to Q ₃₀₃ are independently of each other, substituted with at least one selected from 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), naphthalene, hepthalene, fluorene, spy Rh-fluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene, fluoranthene, triphenylene, pyrene, chrysene, naphthacene, picene, perylene, pentaphene and indenoanthracene. ; is selected from;

For a description of L ₆₀₁ , refer to the description of L ₂₀₁ in this specification;

E ₆₀₁ is

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

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or Salts thereof, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, 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, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, picenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubisenyl 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, indolyl group, indazolyl group, purinyl group, quinoli 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 , Dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, imidazopyridinyl group and imidazopyrimidinyl group, substituted with at least one of, pyrrolyl group, thiophenyl group, furanyl group, imidazole Diary 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, acridi Nyl group, phenanthrolinyl group, phenazinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzooxazolyl group, triazolyl group, tetrazolyl group, oxadia Zolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, imidazopyridinyl group and 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 the above formula 602,

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

For a description of each of L ₆₁₁ to L ₆₁₆ , refer to the description of L ₃₁ 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; and

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or Salts thereof, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, phenyl group, naphthyl group, azulenyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenane Trenyl group, anthracenyl group, pyrenyl group, chrysenyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, quinoxalinyl group, quinazolinyl group, carboxylinyl group Substituted with at least one of azolyl group and triazinyl group, 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 and triazinyl group; is selected from;

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

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

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

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

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

The metal-containing material may 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 that facilitates electron injection from the second electrode 190.

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

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

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

The second electrode 190 is disposed on 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, materials for the second electrode 190 include metals, alloys, electrically conductive compounds, and mixtures thereof having a low work function. can be used. Specific examples of materials for the second electrode 190 include lithium (Li), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), and magnesium-indium (Mg-In). , magnesium-silver (Mg-Ag), etc. 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 semi-transmissive electrode or a transmissive electrode.

Among the organic light emitting devices 10 in FIG. 1,

i) the light emitting auxiliary layer 140 includes the third compound, and the electronic control layer 160 includes the fourth compound, or

ii) the light emitting auxiliary layer 140 includes the material used in the hole transport region 130, and the electronic control layer 160 includes the fourth compound, or

iii) The light emitting auxiliary layer 140 may include the third compound, and the electronic control layer 160 may include the material used in the electron transport region 170.

The organic light emitting device 20 of FIG. 2 includes a first electrode 110, a hole transport region 130, an auxiliary light emitting layer 140, a light emitting layer 150, an electron transport region 170, and a second electrode 190. It has a sequentially layered structure. The description of the first electrode 110, the hole transport region 130, the light emitting layer 150, the electron transport region 170, and the second electrode 190 of the organic light emitting device 20 of FIG. 2 is given with reference to FIG. 1. Referring to the description, the light-emitting auxiliary layer 140 of the organic light-emitting device 20 of FIG. 2 includes the third compound.

The organic light emitting device 30 of FIG. 3 includes a first electrode 110, a hole transport region 130, a light emitting layer 150, an electronic control layer 160, an electron transport region 170, and a second electrode 190. It has a sequentially layered structure. The description of the first electrode 110, the hole transport region 130, the light emitting layer 150, the electron transport region 170, and the second electrode 190 of the organic light emitting device 20 of FIG. 3 is given with reference to FIG. 1. Referring to the description, the electronic control layer 160 of the organic light emitting device 30 of FIG. 3 includes the fourth compound.

As used herein, 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 group, ethyl group, propyl group, isobutyl group, and sec-butyl group. group, ter-butyl group, pentyl group, iso-amyl group, hexyl group, etc. As used herein, the C ₁ -C ₆₀ alkylene group refers to a divalent group having the same structure as the C ₁ -C ₆₀ alkyl group.

As used herein, C ₁ -C ₆₀ alkoxy group refers to a monovalent group having the formula -OA ₁₀₁ (where A ₁₀₁ is the C ₁ -C ₆₀ alkyl group), and specific examples thereof include methoxy group and ethoxy group. , isopropyloxy group, etc.

As used herein, the C ₂ -C ₆₀ alkenyl group refers to a hydrocarbon group containing at least one carbon double bond at the middle or end of the C ₂ -C ₆₀ alkyl group, and specific examples thereof include ethenyl group, propenyl group, and butenyl group. etc. are included. As used herein, the C ₂ -C ₆₀ alkenylene group refers to a divalent group having the same structure as the C ₂ -C ₆₀ alkenyl group.

As used herein, the C ₂ -C ₆₀ alkynyl group refers to a hydrocarbon group containing at least one carbon triple bond at the middle or end of the C ₂ -C ₆₀ alkyl group, and specific examples thereof include ethynyl group and propynyl group. (propynyl), etc. are included. As used herein, the C ₂ -C ₆₀ alkynylene group refers to a divalent group having the same structure as the C ₂ -C ₆₀ alkynyl group.

As used herein, 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 cyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group, and cyclo Includes heptyl group, etc. As used herein, the C ₃ -C ₁₀ cycloalkylene group refers to a divalent group having the same structure as the C ₃ -C ₁₀ cycloalkyl group.

As used herein, C ₁ -C ₁₀ heterocycloalkyl group refers to a monovalent monocyclic group having 1 to 10 carbon atoms containing at least one hetero atom selected from N, O, Si, P and S as a ring-forming atom. , specific examples thereof include tetrahydrofuranyl, tetrahydrothiophenyl, etc. As used herein, the C ₁ -C ₁₀ heterocycloalkylene group refers to a divalent group having the same structure as the C ₁ -C ₁₀ heterocycloalkyl group.

As used herein, C ₃ -C ₁₀ cycloalkenyl group refers to a monovalent monocyclic group having 3 to 10 carbon atoms, which has at least one double bond in the ring but does not have aromaticity, and its specific details Examples include cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, etc. As used herein, the C ₃ -C ₁₀ cycloalkenylene group refers to a divalent group having the same structure as the C ₃ -C ₁₀ cycloalkenyl group.

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

As used herein, the C ₆ -C ₆₀ aryl group refers to a monovalent group having a carbocyclic aromatic system having 6 to 60 carbon atoms, and the C ₆ -C ₆₀ arylene group refers to a carbocyclic aromatic system having 6 to 60 carbon atoms. It refers to a divalent group with a cyclic aromatic system. Specific examples of the C ₆ -C ₆₀ aryl group include phenyl group, naphthyl group, anthracenyl group, phenanthrenyl group, pyrenyl group, chrysenyl group, etc. 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.

As used herein, the C ₁ -C ₆₀ heteroaryl group is a monovalent group containing at least one hetero atom selected from N, O, Si, P and S as a ring-forming atom and having a carbocyclic aromatic system having 1 to 60 carbon atoms. means, and the C ₁ -C ₆₀ heteroarylene group is a divalent group containing at least one hetero atom selected from N, O, P and S as a ring-forming atom and having a carbocyclic aromatic system having 1 to 60 carbon atoms. means. Specific examples of the C ₁ -C ₆₀ heteroaryl group include pyridinyl group, pyrimidinyl group, pyrazinyl group, pyridazinyl group, triazinyl group, quinolinyl group, isoquinolinyl group, etc. 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.

As used herein, 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 (where A 102 is the C 6 -C 60 aryl group). , A ₁₀₃ refers to the C ₆ -C ₆₀ aryl group).

As used herein, a monovalent non-aromatic condensed polycyclic group has 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. As used herein, a divalent non-aromatic condensed polycyclic group refers to a divalent group having the same structure as the monovalent non-aromatic condensed polycyclic group.

As used herein, a monovalent non-aromatic condensed heteropolycyclic group has two or more rings condensed with each other, and contains a hetero atom selected from N, O, Si, P and S in addition to carbon as a ring-forming atom. It refers to a monovalent group (for example, having 1 to 60 carbon atoms) in which the entire molecule has non-aromaticity. The monovalent non-aromatic condensed heteropolycyclic group includes a carbazolyl group and the like. As used herein, a divalent non-aromatic condensed heteropolycyclic group refers to 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 lene group, 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 condensed heteropolycyclic 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 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 condensed heteropolycyclic group is ,

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

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or Salts thereof, 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 aryloxy group, C ₆ -C ₆₀ arylthio group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, - 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 Oxy group, C ₆ -C ₆₀ arylthio group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, biphenyl group and terphenyl group;

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or Salts 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 -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 condensed 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,

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, hydroxyl group, cyano group, No group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, 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 condensed polycyclic group, biphenyl group, and terphenyl group.

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

As used herein, “biphenyl group” refers to a monovalent group in which two benzenes are linked to each other by a single bond, and “terphenyl group” refers to a monovalent group in which three benzenes are linked to each other by a single bond.

[ Example ]

Example One

The glass substrate with corning 15Ω/cm ² (1200Å) ITO as the substrate and anode was cut into 50mm After cleaning by irradiating ultraviolet rays and exposing to ozone, the glass substrate was installed in a vacuum deposition apparatus.

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

Compound HT(8) was vacuum deposited on the hole transport layer to form a light emitting auxiliary layer with a thickness of 100 Å.

Subsequently, compound HT(8) and compound ET(4) as hosts (the weight ratio of compound HT(8) and compound ET(4) is 1:1) and compound PD76 as a dopant (the dopant content is 5 wt%) was co-deposited to form a 300 Å thick light emitting layer.

Compound ET(4) was co-deposited on top of the light emitting layer to form an electronic control layer with a thickness of 100 Å.

Compound ET1 was vacuum deposited on top of the 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 a 10 Å thick electron injection layer, and then Al was vacuum deposited to form a 1000 Å thick layer. An organic light-emitting device was manufactured by forming two electrodes (cathode).

Example 2

An organic light-emitting device was manufactured using the same method as Example 1, except that NPB was used instead of compound HT(8) when forming the light-emitting auxiliary layer.

Example 3

An organic light emitting device was manufactured using the same method as Example 1, except that the electronic control layer was not formed.

Example 4

When forming the light-emitting auxiliary layer, compound HT(5) is used instead of compound HT(8), and when forming the light-emitting layer, compound HT(5) and compound ET(1) are used instead of compound HT(8) and compound ET(4) as a host. An organic light-emitting device was manufactured using the same method as Example 1, except that compound ET (1) was used instead of compound ET (4) when forming the electronic control layer.

Example 5

An organic light-emitting device was manufactured using the same method as Example 4, except that NPB was used instead of compound HT(8) when forming the light-emitting auxiliary layer.

Example 6

An organic light emitting device was manufactured using the same method as Example 4, except that the electronic control layer was not formed.

Comparative example One

An organic light-emitting device was manufactured using the same method as Example 1, except that NPB was used instead of compound HT(8) when forming the light-emitting auxiliary layer and the electronic control layer was not formed.

Evaluation example One

The driving voltage, efficiency, and lifespan (T ₉₅ ) of the organic light emitting devices manufactured in Examples 1 to 6 and Comparative Example 1 were measured using Keithley MU 236 and a luminance meter PR650, and the results are shown in Table 1. . Lifespan (T ₉₅ ) is a measure of the time it takes for the luminance to reach 95% of the initial luminance after driving the organic light emitting device. The efficiency and lifespan of Examples 1 to 6 represent the relative ratios to the efficiency and lifespan of Comparative Example 1, respectively.

Light-emitting auxiliary layer host electronic control layer driving voltage
(V) efficiency
(cd/A) life span
(T ₉₅ )
(350nit) Example 1 Compound HT(8) Compound HT(8)
Compound ET(4) Compound ET(4) 4.0 1.5 1.3 Example 2 NPB Compound HT(8)
Compound ET(4) Compound ET(4) 4.1 1.3 1.2 Example 3 Compound HT(8) Compound HT(8)
Compound ET(4) not forming 4.1 1.1 1.1 Example 4 Compound HT(5) Compound HT(5)
Compound ET(1) Compound ET(1) 4.2 1.6 1.7 Example 5 NPB Compound HT(5)
Compound ET(1) Compound ET(1) 4.0 1.4 1.3 Example 6 Compound HT(5) Compound HT(5)
Compound ET(1) not forming 4.1 1.2 1.2 Comparative Example 1 NPB Compound HT(8)
Compound ET(4) not forming 4.1 One One

From Table 1, it can be seen that the organic light emitting devices of Examples 1 to 6 have lower driving voltage, higher efficiency, and longer lifespan than the organic light emitting devices of Comparative Example 1.

10: Organic light emitting device
110: first electrode
140: Light-emitting auxiliary layer
150: light emitting layer
160: Electronic control layer
190: second electrode

Claims (20)

first electrode;
a second electrode opposite the first electrode; and
an organic layer interposed between the first electrode and the second electrode and including a light-emitting layer;
Including,
The light emitting layer includes a first compound and a second compound,
The organic layer is interposed between the light emitting layer and the second electrode and includes an electronic control layer containing a fourth compound,
The first compound includes a compound represented by the following formula 1-5,
The second compound and the fourth compound independently include a compound represented by one of the following formulas 2-3 to 2-10:
<Formula 1-5>

<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 2-20>

Of formulas 1-5, 2-3 to 2-10 and 2-20
C ₁ ring is a group represented by the above formula 2-20,
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 ) is selected from,
_{and _ _ _ _ _ _ _ _ _ _ _} (R ₂₇ ) is selected from,
X ₁₃ is selected from N and C-(L ₂₃ ) _a23 -(R ₂₃ ) _b23 ,
L ₁₁ to L ₁₃ are independently of each other,
Phenylene group, pentalenylene group, indenylene group, naphthylene group, azulenylene group, hepthalenylene group, indacenylene group, acenaphthylene group, fluorenylene group, spiro-fluorenylene group, benzofluorenyl Len group, dibenzofluorenylene group, phenalenylene group, phenanthrenylene group, anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group, chrysenylene group, naphthacenylene group, picenylene group, perile Nylene group, pentaphenylene group, hexacenylene group, pentacenylene group, rubisenylene group, coronenylene group, ovalenylene group, thiophenylene group, furanylene group, carbazonylene group, indolelylene group, isoindolylene group, Benzofuranylene group, benzothiophenylene group, dibenzofuranylene group, dibenzothiophenylene group, benzocarbazolylene group and dibenzocarbazolylene group; and
Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or Salts thereof, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, pentalenyl group, indenyl group, naphthyl group. , azulenyl group, hepthalenyl 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, rubisenyl group, coronenyl group, Ovalenyl group, thiophenyl group, furanyl group, carbazolyl group, indolyl group, isoindolyl group, benzofuranyl group, benzothiogophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group , dibenzosilolyl group, biphenyl group, terphenyl group and -Si (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ), substituted with at least one of phenylene group, pentalenylene group, indenylene group, naphthylene group, azulenyl Len group, hepthalenylene group, indacenylene group, acenaphthylene group, fluorenylene group, spiro-fluorenylene group, benzofluorenylene group, dibenzofluorenylene group, phenalenylene group, phenanthrenylene group, Anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group, chrysenylene group, naphthacenylene group, picenylene group, perylenylene group, pentaphenylene group, hexacenylene group, pentacenylene group, rubycenylene group , coronenylene group, ovalenylene group, thiophenylene group, furanylene group, carbazoylene group, indolylene group, isoindolylene group, benzofuranylene group, benzothiophenylene group, dibenzofuranylene group, dibenzo thiophenylene group, benzocarbazolylene group and dibenzocarbazolylene group; is selected from,
L ₂₁ to L ₂₃ , L ₃₁ and L ₃₂ are each independently a substituted or unsubstituted C ₃ -C ₁₀ cycloalkylene group, a substituted or unsubstituted C ₁ -C 10 heterocycloalkylene group, or a substituted or unsubstituted C 3 -C ₁₀ heterocycloalkylene group. 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 hetero Arylene group, substituted or unsubstituted divalent non-aromatic condensed polycyclic group and substituted or unsubstituted divalent non-aromatic heterocondensed polycyclic group (substituted or unsubstituted divalent non-aromatic condensed polycyclic group) aromatic condensed heteropolycyclic group),
a11 to a13, a21 to a23, a31 and a32 are independently integers selected from 0 to 3,
R ₁₁ to R ₁₃ are independently of each other hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxyl Acid or a salt thereof, sulfonic acid or a salt thereof, phosphoric acid or a 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 ),
b11 to b13 are integers independently selected from 0 to 4,
HT ₁₁ to HT ₁₃ are independently of each other a hole transporting group,
t11 to t13 are integers independently selected from 1 to 4,
c11 to c13 are independently integers selected from 0 to 4,
Formula 1-5 includes at least one of HT ₁₁ to HT ₁₃ ,
The hole transport group is,
Phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthyl ), fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, 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, indolyl, isoindolyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl. , dibenzocarbazolyl group and dibenzosilolyl group; and
Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or Salts thereof, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, pentalenyl group, indenyl group, naphthyl group. , azulenyl group, hepthalenyl 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, rubisenyl 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, dibenzocarbazolyl group, Substituted with at least one of dibenzosilolyl group and -Si (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ), phenyl group, pentalenyl group, indenyl group, naphthyl group, azulenyl group, hepthalenyl group, indacenyl group, acetate 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, rubisenyl 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, dibenzocarbazolyl group and dibenzosilolyl group; is selected from,
R ₂₁ to R ₂₇ , R ₃₁ and R ₃₂ are independently of each other hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group , hydrazone group, carboxylic acid or a salt thereof, sulfonic acid or a salt thereof, phosphoric acid or a 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, 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 a ringed monovalent non-aromatic heterocondensed polycyclic group, selected from -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 , ET ₃₁ and ET ₃₂ are, independently of each other, an electron transport group,
t21, t22, t31 and t32 are integers independently selected from 1 to 4,
c31 and c32 are integers independently selected from 0 to 4,
Formulas 2-3 to 2-8 include at least one of ET ₂₁ , ET ₂₂ , ET ₃₁ and ET ₃₂ , Formula 2-9 includes at least one of ET ₂₁ and ET ₃₁ , and Formula 2-10 includes ET Contains at least one of ₂₁ , ET ₃₁ and ET ₃₂ ,
The electron-transporting group is selected from cyclic groups containing *=N-*' as a ring-forming moiety,
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 heterocycloalkenylene group, 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 condensed heteropolycyclic 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 condensed heteropolycyclic group,
Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or salts thereof, C ₁ -C ₆₀ alkyl group, C ₂ -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkynyl group and C ₁ -C ₆₀ alkoxy group;
Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or Salts thereof, 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 aryloxy group, C ₆ -C ₆₀ arylthio group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, - 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 Oxy group, C ₆ -C ₆₀ arylthio group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, biphenyl group and terphenyl group;
Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or Salts 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 -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 condensed 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,
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, hydroxyl group, cyano group, No group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, 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 condensed polycyclic group, biphenyl group, and terphenyl group. According to paragraph 1,
L ₁₁ to L ₁₃ are independently 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
Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or Salts thereof, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group , triphenylenyl group, pyrenyl group, chrysenyl group, biphenyl group, terphenyl group and -Si (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ) substituted with at least one of, phenylene group, naphthylene group, fluorenyl Len group, spiro-fluorenylene group, phenalenylene group, phenanthrenylene group, anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group and chrysenylene group; is selected from,
L ₂₁ to L ₂₃ , L ₃₁ and L ₃₂ are independently of each other,
Phenylene group, naphthylene group, fluorenylene group, spiro-fluorenylene group, phenalenylene group, phenanthrenylene group, anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group, chrysenylene group , pyridinyl group, pyrimidinyl group, triazinyl group, quinolinyl group, isoquinolinyl group, quinazolinyl group and quinoxalinyl group; and
Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or Salts thereof, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group , triphenylenyl group, pyrenyl group, chrysenyl group, biphenyl group, terphenyl group and -Si (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ) substituted with at least one of, phenylene group, naphthylene group, fluorenyl Len group, spiro-fluorenylene group, phenalenylene group, phenanthrenylene group, anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group, chrysenylene group, pyridinyl group, pyrimidinyl group, tria Zinyl group, quinolinyl group, isoquinolinyl group, quinazolinyl group and quinoxalinyl group; is selected from,
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 dibenzofluorine group. An organic light-emitting device selected from orenyl group, phenanthrenyl group, anthracenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, biphenyl group, and terphenyl group. According to paragraph 1,
L ₁₁ to L ₁₃ are selected from groups represented by the following formulas 3-1 to 3-9, 3-25 and 3-33 to 3-35, and L ₂₁ to L ₂₃ , L ₃₁ and L ₃₂ are represented by the following formulas Organic light-emitting device selected from the group represented by formulas 3-1 to 3-35:



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 independently of each other hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxyl Acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, 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, isoquinol. selected from nolinyl group, quinoxalinyl group, quinazolinyl group, carbazolyl group, triazinyl group, biphenyl group, terphenyl group and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ),
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 dibenzofluorine group. orenyl 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, quinazolinyl group, carbazolyl group , phenanthrolinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzooxazolyl group, triazolyl group, oxadiazolyl group, triazinyl group, dibenzo selected from furanyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, dibenzosilolyl group, thiadiazolyl group, imidazopyridinyl group, imidazopyrimidinyl group, biphenyl group and 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 integers from 1 to 6,
d4 is selected from integers from 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 paragraph 1,
wherein a11 to a13, a21 to a23, a31, and a32 are each independently 0, 1, or 2. According to paragraph 1,
R ₁₁ to R ₁₃ are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, car Boxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, 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 ) is selected,
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 dibenzofluorine group. An organic light-emitting device selected from orenyl group, phenanthrenyl group, anthracenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, biphenyl group, and terphenyl group. According to paragraph 1,
The hole transport group is,
Phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pi Renyl group, chrysenyl group, carbazolyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group and dibenzosilolyl group; and
Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or Salts 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, phenane Trenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, carbazolyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazole Substituted with at least one of diary group, dibenzocarbazolyl group, dibenzosilolyl group, biphenyl group, terphenyl group and -Si (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ), phenyl group, 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, carbazolyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group and dibenzosilolyl group; is selected from,
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 dibenzofluorine group. 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 paragraph 1,
R ₂₁ to R ₂₇ are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, car selected from a boxylic 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, a phenyl group, a naphthyl group, a biphenyl group, and a terphenyl group;
R ₃₁ and R ₃₂ are independently of each other,
Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or salt thereof, sulfonic acid or salt thereof, Phosphoric acid or a salt thereof, C ₁ -C ₂₀ alkyl group and C ₁ -C ₂₀ alkoxy group;
Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt and phosphoric acid or a C ₁ -C ₂₀ alkyl group and a C ₁ -C ₂₀ alkoxy group substituted with at least one of its salts;
Phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthyl ), fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, 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, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, Purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl , quinazolinyl, cinnolinyl, carbazolyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl. , benzoimidazolyl, benzofuranyl, benzothiophenyl, isobenzothiazolyl, benzoxazolyl, isobenzooxazolyl, tria triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, di Benzocarbazolyl group, dibenzosilolyl group, thiadiazolyl group, imidazopyridinyl group and imidazopyrimidinyl group;
Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or Salts thereof, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, pentalenyl group, indenyl group, naphthyl group. , azulenyl group, hepthalenyl group, indacenyl group, acenaphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group. , fluoranthenyl group, triphenyl gyrenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, picenyl group, peryl gyrenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubisenyl 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, 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 Benzooxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, thiadiazolyl group, imida Substituted with at least one of zopyridinyl group, imidazopyrimidinyl group, biphenyl group, terphenyl group and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ), phenyl group, pentalenyl group, indenyl group, naphthyl group, azure Nyl group, hepthalenyl group, indacenyl group, acenaphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluorane tenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, picenyl group, perylenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubisenyl 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, quinolinyl group, isoquinolinyl group), benzoquinolinyl group, phthalazinyl group, naphthyridinyl group, quinoxalinyl group, quinazolinyl group, cinoli Nyl group, carbazolyl group, phenanthridinyl group, acridinyl group, phenanthrolinyl group, phenazinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzooxa Zolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, dibenzosilolyl group, thiadiazolyl group, imidazopyridinyl group and imidazopyrimidinyl group; and
-Si(Q ₁ )(Q ₂ )(Q ₃ ); is selected from,
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, and a benzofluorine group. 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 Zolinyl group, carbazolyl group, phenanthrolinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzooxazolyl group, triazolyl group, oxadiazolyl group, Triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, dibenzosilolyl group, thiadiazolyl group, imidazopyridinyl group, imidazopyrimidinyl group, biphenyl group, and An organic light-emitting device selected from terphenyl groups. According to paragraph 1,
The electron transport group is,
imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, Pyrazinyl, pyrimidinyl, pyridazinyl, indazolyl, quinolinyl, isoquinolinyl, benzoquinolinyl ), phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl ( acridinyl, phenanthrolinyl, phenazinyl, benzoimidazolyl, isobenzothiazolyl, benzooxazolyl, isobenzooxazolyl , triazolyl, tetrazolyl, oxadiazolyl, triazinyl, imidazopyridinyl and imidazopyrimidinyl; and
Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, sulfonic acid or its salt, phosphoric acid or Salts thereof, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, cyclohexenyl group, phenyl group, pentalenyl group, indenyl group, naphthyl group. , azulenyl group, hepthalenyl 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, rubisenyl 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, 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 Benzooxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, thiadiazolyl group, imida Substituted with at least one of zopyridinyl group, imidazopyrimidinyl group, biphenyl group, terphenyl group and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ), imidazolyl group, pyrazolyl group, thiazolyl group, 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, cynolinyl 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, imidazopyridinyl group and imidazopyrimidinyl group; is selected from,
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 dibenzofluorine group. orenyl 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, quinazolinyl group, carbazolyl group , phenanthrolinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzooxazolyl group, triazolyl group, oxadiazolyl group, triazinyl group, dibenzo Organic selected from furanyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, dibenzosilolyl group, thiadiazolyl group, imidazopyridinyl group, imidazopyrimidinyl group, biphenyl group and terphenyl group Light-emitting device. According to paragraph 1,
The HT ₁₁ to HT ₁₃ are independently selected from the group represented by the following formulas 5-1 to 5-20, and ET ₂₁ , ET ₂₂ , ET ₃₁ and ET ₃₂ are independently selected from the group represented by the following formulas 5-21 to 5 Organic light-emitting devices selected from the group indicated by -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 hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxyl Acid or its salt, sulfonic acid or its salt, phosphoric acid or its salt, 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, isoquinol. selected from nolinyl group, quinoxalinyl group, quinazolinyl group, carbazolyl group, triazinyl group, biphenyl group, terphenyl group and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ),
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 dibenzofluorine group. orenyl 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, quinazolinyl group, carbazolyl group , phenanthrolinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzooxazolyl group, triazolyl group, oxadiazolyl group, triazinyl group, dibenzo selected from furanyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, dibenzosilolyl group, thiadiazolyl group, imidazopyridinyl group, imidazopyrimidinyl group, biphenyl group and terphenyl group,
e3 is selected from an integer of 1 to 3,
e4 is selected from integers 1 to 4,
e5 is selected from integers 1 to 5,
e6 is selected from integers from 1 to 6,
e7 is selected from integers from 1 to 7,
e8 is selected from integers from 1 to 8,
e9 is selected from integers from 1 to 9,
* is a bonding site with a neighboring atom. According to paragraph 1,
ET ₂₁ , ET ₂₂ , ET ₃₁ and ET ₃₂ are independently selected from the following formulas 10-1 to 10-117:












In Formulas 10-1 to 10-117, * is a bonding site with a neighboring atom. According to paragraph 1,
The first compound is an organic light-emitting device represented by one of the following formulas 1-5(1) to 1-5(2).

The description of L ₁₁ , L ₁₂ , a11, a12, R ₁₁ to R ₁₃ , b11 to b13, HT ₁₁ and HT ₁₂ in the above formulas 1-5(1) to 1-5(2) is described in paragraph 1. Same as bar. According to paragraph 1,
An organic light emitting device wherein the second compound and the fourth compound are independently represented by one of the following formulas 2-7(1) to 2-7(3) and 2-8(1) to 2-8(3): :

_In the formulas 2-7(1) to 2-7(3) _and 2-8(1) to 2-8( _{3 )} , The description of ₂₁ is the same as described in paragraph 1. According to paragraph 1,
The first compound is selected from the following compounds HT (1), HT (8), HT (10), HT (11) and HT (12), an organic light emitting device:

According to paragraph 1,
An organic light-emitting device wherein the second compound and the fourth compound are independently selected from the following compounds ET (3) and ET (4):
According to paragraph 1,
An organic light emitting device wherein the second compound in the light emitting layer and the fourth compound in the electronic control layer are the same. According to paragraph 1,
An organic light-emitting device, wherein the electronic control layer is in direct contact with the light-emitting layer. According to paragraph 1,
According to paragraph 1,
The organic layer is interposed between the first electrode and the light-emitting layer and includes a light-emitting auxiliary layer containing a third compound,
The third compound is a light emitting device comprising the compound represented by Formula 1-5 or the following compound NPB.
According to paragraph 1,
The third compound is an organic light-emitting device represented by one of the following formulas 1-5(1) to 1-5(2).

The description of L ₁₁ , L ₁₂ , a11, a12, R ₁₁ to R ₁₃ , b11 to b13, HT ₁₁ and HT ₁₂ in the above formulas 1-5(1) to 1-5(2) is described in paragraph 1. Same as bar. According to clause 17,
i) the first compound in the light-emitting layer and the third compound in the light-emitting auxiliary layer are the same;
ii) An organic light-emitting device in which the first compound in the light-emitting layer and the third compound in the light-emitting auxiliary layer are the same, and the second compound in the light-emitting layer and the fourth compound in the electronic control layer are the same. According to clause 17,
The organic light-emitting device wherein the light-emitting auxiliary layer and the electronic control layer are each in direct contact with the light-emitting layer.