KR102603866B1 - 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, long lifespan, and improved low-voltage efficiency.

According to one aspect,

first electrode;

second electrode;

a light emitting layer between the first electrode and the second electrode; and

It includes a hole transport region between the first electrode and the light emitting layer,

An organic light emitting device is provided in which the hole transport region includes a first compound represented by the following formula (1) and a second compound represented by the following formula (2):

<Formula 1>

<Formula 2>

Of formulas 1 and 2,

X ₁ and X ₂ are independently selected from N, B and P;

Y ₁ is selected from O, S and N[(L ₁₁ ) _a11 -R ₁₄ ], Y ₂ is selected from O, S and N[(L ₁₂ ) _a12 -R ₁₅ ];

L ₁ to L ₄ , L ₁₁ and L ₁₂ 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 ₁ -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), wherein L ₄ in Formula 2 is not a substituted or unsubstituted carbazyolylene group;

a1 to a4, a11 and a12 are independently selected from integers of 0 to 3;

Ar ₁ and Ar ₂ are independently of each other, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, 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 ₁ -C ₆₀ heteroaryl group, substituted or unsubstituted monovalent Selected from a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group and a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, In Formula 2, Ar ₂ is not a substituted or unsubstituted carbazolyl group;

R ₁ to R ₈ 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, 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- selected from aromatic heterocondensed polycyclic groups and -Si(Q ₁ )(Q ₂ )(Q ₃ );

R ₁₁ to R ₁₅ are each independently selected from a substituted or unsubstituted C ₁ -C ₆₀ alkyl group, 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 ₁ -C ₁₀ heterocycloalkyl group. 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 ₁ -C ₆₀ selected from heteroaryl group, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group and substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group;

b1, b4, b5 and b7 are independently selected from integers of 1 to 4;

b2, b3, b6 and b8 are independently selected from integers of 1 to 3;

The 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 ₁ -C ₆₀ heteroaryl group, substituted monovalent non-aromatic condensed polycyclic group, substituted monovalent 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, substituted C ₆ -C ₆₀ At least one of the substituents of an arylthio group, a substituted C ₁ -C ₆₀ heteroaryl group, a substituted monovalent non-aromatic condensed polycyclic group, and a 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 and - Si(Q ₁₁ )(Q ₁₂ )(Q ₁₃ ) substituted with at least one of a C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group, and a C ₁ -C ₆₀ alkoxy group;

C ₃ -C ₁₀ cycloalkyl 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 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 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 C 3 -C 10 cyclo substituted with at _least one of a heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed polycyclic group and -Si(Q ₂₁ ) ₍ Q ₂₂ )(Q ₂₃ ) Alkyl 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 and monovalent non-aromatic condensed heteropolycyclic group; and

-Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ); is selected from;

Q ₁ to Q ₃ , Q ₁₁ to Q ₁₃ , Q ₂₁ to Q ₂₃ and Q ₃₁ to Q ₃₃ 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 and monovalent non-aromatic condensed heteropolycyclic group.

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

Figure 1 schematically shows a cross-sectional view of an organic light-emitting device 10 according to an embodiment of the present invention.

Figure 1 schematically shows a cross-sectional view of an organic light-emitting device 10 according to an embodiment of the present invention. The organic light emitting device 10 includes a first electrode 110, a hole transport region 130, a light emitting layer 150, an electron transport region 170, and a second electrode 190. Here, the first electrode 110 may be an anode, and the second electrode 190 may be a cathode.

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.

A hole transport region 130, a light emitting layer 150, and an electron transport region 170 are sequentially stacked on the first electrode 110.

The hole transport region 130 includes a first compound represented by Formula 1 below and a second compound represented by Formula 2 below:

<Formula 1>

<Formula 2>

In Formulas 1 and 2, X ₁ and X ₂ may be independently selected from N, B, and P.

For example, in Formulas 1 and 2, X ₁ and X ₂ may be N.

In Formula 1, Y ₁ may be selected from O, S and N [(L ₁₁ ) _a11 -R ₁₄ ], and Y ₂ may be selected from O, S and N [(L ₁₂ ) _a12 -R ₁₅ ]. .

For example, Y ₁ and Y ₂ may be the same or different from each other.

According to another embodiment, Y ₁ and Y ₂ may be the same as each other.

According to another embodiment, Y ₁ = Y ₂ = O, or Y ₁ = Y ₂ = S.

For L ₁₁ , L ₁₂ , a11, a12, R ₁₄ and R ₁₅ , refer to what will be described later.

In Formulas 1 and 2, L ₁ to L ₄ , L ₁₁ and L ₁₂ are substituted or unsubstituted C ₃ -C ₁₀ cycloalkylene group, 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), but L ₄ in Formula 2 may not be a substituted or unsubstituted carbazonylene group.

For example, in Formula 2, L ₁ to L ₄ may independently be substituted or unsubstituted carbazonylene groups.

For example, in Formulas 1 and 2, L ₁ to L ₄ , L ₁₁ and L ₁₂ are independently of each other,

Phenylene, pentalenylene, indenylene, naphthylene, azulenylene, heptalenylene, indacenylene, acetate Acenaphthylene, fluorenylene, spiro-fluorenylene, benzofluorenylene, dibenzofluorenylene, phenalenylene, phenanthrenylene , anthracenylene, fluoranthenylene, triphenylenylene, pyrenylene, chrysenylene, naphthacenylene, picenylene. ), perylenylene, pentaphenylene, hexacenylene, pentacenylene, rubicenylene, coronenylene, ovalenyl ovalenylene, thiophenylene, furanylene, carbazolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene ), 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, triphenyl gyrenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, picenyl group, peryl gyrenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubisenyl group, coronenyl group, A phenylene group substituted with at least one of ovalenyl group, thiophenyl group, furanyl group, carbazolyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group and dibenzocarbazolyl group, Pentalenylene group, indenylene group, naphthylene group, azulenylene group, hepthalenylene group, indacenylene group, acenaphthylene group, fluorenylene group, spiro-fluorenylene group, benzofluorenylene group, di Benzofluorenylene 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, rubisenylene group, coronenylene group, ovalenylene group, thiophenylene group, furanylene group, carbazonylene group, benzofuranylene group, benzothiophenylene group, dibenzo furanylene group, dibenzothiophenylene group, benzocarbazolylene group and dibenzocarbazolylene group; can be selected from among.

According to another embodiment, in Formulas 1 and 2, L ₁ to L ₄ , L ₁₁ and L ₁₂ are independently of each other,

Phenylene group, naphthylene group, fluorenylene group, spiro-fluorenylene group, phenanthrenylene group, anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group, chrysenylene group, dibenzofu ranylene group and dibenzothiophenylene 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, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenyl group Phenylene group, naphthylene group, fluorenyl substituted with at least one of nyl group, pyrenyl group, chrysenyl group, dibenzofuranyl group, dibenzothiophenyl group and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ) lene group, spiro-fluorenylene group, phenanthrenylene group, anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group, chrysenylene group, dibenzofuranylene group and dibenzothiophenylene group; is selected from,

Q ₃₁ to Q ₃₃ may be independently selected from a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, and a naphthyl group.

According to another embodiment, in Formulas 1 and 2, L ₁ to L ₄ , L ₁₁ and L ₁₂ are independently of each other,

It may be selected from the group represented by the following formulas 3-1 to 3-11, but is not limited thereto:

In Formulas 3-1 to 3-11,

Y ₁ is selected from O, S, C(Z ₃ )(Z ₄ ) and N(Z ₅ );

Z ₁ to Z ₅ 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, phenanthrenyl group, anthracenyl group, pyrenyl group and chrysenyl group,

d1 is selected from an integer of 1 to 4, d2 is selected from an integer of 1 to 3, d3 is selected from an integer of 1 to 6, d4 is selected from an integer of 1 to 8, and d5 is selected from an integer of 1 to 5. is selected from among integers, and * and *' are bonding sites with neighboring atoms.

For example, in Formulas 3-4 and 3-5, Y ₁ may be selected from O, S, C(Z ₃ )(Z ₄ ). The above Z ₃ and Z ₄ refer to what is described herein.

According to another embodiment, in Formulas 1 and 2, *-(L ₁ ) _a1 -*' to *-(L ₄ ) _a4 -*', *-(L ₁₁ ) _a11 -*' and *-( L ₁₂ ) _a12 -*' may be independently selected from a single bond, a group represented by the following formulas 3-1 and 3-12:

In Formulas 3-1 and 3-12, Z ₁ , Z ₂ , d1 and d2 refer to what is described herein, and * and *' are bonding sites with neighboring atoms.

For example, in Formulas 3-1 and 3-12, Z ₁ and Z ₂ 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 ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, phenyl group, naphthyl group, selected from a fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, pyrenyl group and chrysenyl group, and d1 is selected from an integer of 1 to 4. It can be.

According to another embodiment, in Formulas 1 and 2, L ₁ to L _{4 ,} L ₁₁ and L ₁₂ may be independently selected from the group represented by the following Formulas 4-1 to 4-17:

In Formulas 4-1 to 4-17, * and *' are bonding sites with neighboring atoms.

According to another embodiment, in Formulas 1 and 2, *-(L ₁ ) _a1 -*' to *-(L ₄ ) _a4 -*', *-(L ₁₁ ) _a11 -*', and *- (L ₁₂ ) _a12 -*' may be independently selected from the group consisting of a single bond and the following formulas 4-1 and 4-18:

In Formulas 4-1 and 4-18, * and *' are bonding sites with neighboring atoms.

In Formulas 1 and 2, a1 to a4, a11, and a12 may be independently selected from integers of 0 to 3.

a1 represents the number of L ₁ and may be an integer selected from 0 to 3. For example, in Formula 1, when a1 is 0, *-(L ₁ ) _a1 -*' becomes a single bond, and when a1 is 2 or more, the 2 or more L ₁ 's may be the same or different from each other.

The description of a2 to a4, a11, and a12 can be understood by referring to the description of a1 and the structures of Formulas 1 and 2.

For example, the sum of a1, a2, and a3 in Formula 1 may be 1 or more.

According to another embodiment, the sum of a1, a2, and a3 in Formula 1 may be 1.

According to another embodiment, in Formula 1,

a1=1, a2=0, a3=0, or

a1=0, a2=1, a3=0, or

a1=0, a2=0, a3=1.

For example, in Formula 2 above,

a4 is selected from an integer of 0 to 2, and a11 and a12 may be independently selected from 0 and 1.

According to another embodiment, a4, a11, and a12 may be independently selected from 0 and 1.

In Formulas 1 and 2, Ar ₁ and Ar ₂ are each independently selected from 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 ₁ -C ₆₀ heteroaryl group, Substituted or unsubstituted monovalent non-aromatic condensed polycyclic group and substituted or unsubstituted monovalent non-aromatic condensed polycyclic group group), but Ar ₂ in Formula 2 may not be a substituted or unsubstituted carbazolyl group.

For example, in Formula 2, Ar ₁ and Ar ₂ may independently be substituted or unsubstituted carbazolyl groups.

For example, in Formulas 1 and 2, Ar ₁ and Ar ₂ are independently of each other,

Phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl 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, quinazolinyl group, carbazolyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzooxazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl 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 ₁₀ alkyl group, C ₁ -C ₁₀ alkoxy group, phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthra Cenyl 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, benzoimidazolyl group, benzofura Nyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzooxazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, imidazopyridinyl group, imidazo Phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, substituted with at least one of pyrimidinyl group and -Si (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ). , dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, iso Thiazolyl 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, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzooxazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, di benzothiophenyl group, imidazopyridinyl group and imidazopyrimidinyl group; is selected from;

Q ₃₁ to Q ₃₃ may be independently selected from a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, and a naphthyl group. At this time, Ar ₂ in Formula 2 may not be a carbazolyl group or a substituted carbazolyl group.

According to another embodiment, in Formulas 1 and 2, Ar ₁ and Ar ₂ are independently of each other,

Phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, anthracenyl group, phenanthrenyl group, pyridinyl group, pyrimidinyl group, triazinyl group, dibenzofura Nyl 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 ₁₀ alkyl group, C ₁ -C ₁₀ alkoxy group, phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, anthracenyl group, phenane. A phenyl group, a naphthyl group, substituted with at least one of a trenyl group, a pyridinyl group, a pyrimidinyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ); fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, anthracenyl group, phenanthrenyl group, pyridinyl group, pyrimidinyl group, triazinyl group, dibenzofuranyl group and dibenzothiophenyl group; is selected from,

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

In Formulas 1 and 2, R ₁ to R ₈ 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, 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 Substituted 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 aryl Thio 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 heteropolycyclic group, and -Si(Q ₁ )(Q ₂ )(Q ₃ ) can be selected. For descriptions of Q ₁ to Q ₃ , refer to what is described herein.

In Formulas 1 and 2, R ₁₁ to R ₁₅ are each independently selected from a substituted or unsubstituted C ₁ -C ₆₀ alkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, or a 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 It may be selected from an unsubstituted C ₁ -C ₆₀ heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group.

For example, among Formulas 1 and 2,

R ₁ to R ₈ 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;

Phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl 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, quinium Nolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, carbazolyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, iso benzoxazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl 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 ₁₀ alkyl group, C ₁ -C ₁₀ alkoxy group, phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthra Cenyl 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, benzoimidazolyl group, benzofura Nyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzooxazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, imidazopyridinyl group, imidazo Phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group substituted with at least one of pyrimidinyl group and -Si (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ) , phenanthrenyl group, anthracenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazole Diary group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, carbazolyl group, benzoyl group Imidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzooxazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, imida Zopyridinyl group and imidazopyrimidinyl group; and

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

R ₁₁ to R ₁₅ are independently of each other,

C ₁ -C ₂₀ alkyl group and C ₁ -C ₂₀ alkoxy group;

Phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl 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, quinium Nolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, carbazolyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, iso benzoxazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl 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 ₁₀ alkyl group, C ₁ -C ₁₀ alkoxy group, phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthra Cenyl 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, benzoimidazolyl group, benzofura Nyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzooxazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, imidazopyridinyl group, imidazo Phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group substituted with at least one of pyrimidinyl group and -Si (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ) , phenanthrenyl group, anthracenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazole Diary group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, carbazolyl group, benzoyl group Imidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzooxazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, imida Zopyridinyl 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 may be independently selected from a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, and a naphthyl group.

According to another embodiment, in Formulas 1 and 2, R ₁ to R ₈ 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 its salt, C ₁ -C ₁₀ alkyl group and C ₁ -C ₁₀ alkoxy group;

Phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, carbazole diyl group, dibenzofuranyl group and dibenzothiophenyl 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, phenyl group, naphthyl group, fluorescein substituted with at least one of C ₁ -C ₁₀ alkyl group, C ₁ -C ₁₀ alkoxy group, phenyl group, naphthyl group and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ) Nyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, carbazolyl group, dibenzofuranyl group, and Dibenzothiophenyl group; and

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

R ₁₁ to R ₁₅ are independently of each other,

C ₁ -C ₁₀ alkyl group and C ₁ -C ₁₀ alkoxy group;

Phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, carbazole diyl group, dibenzofuranyl group and dibenzothiophenyl 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, phenyl group, naphthyl group, fluorescein substituted with at least one of C ₁ -C ₁₀ alkyl group, C ₁ -C ₁₀ alkoxy group, phenyl group, naphthyl group and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ) Nyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, carbazolyl group, dibenzofuranyl group, and Dibenzothiophenyl group; and

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

Q ₁ to Q ₃ and Q ₃₁ to Q ₃₃ may be independently selected from a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, and a naphthyl group.

According to another embodiment, among Formulas 1 and 2,

Ar ₁ and Ar ₂ are independently selected from the group represented by the following formulas 5-1 to 5-20,

R ₁ to R ₈ 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 the group consisting of acids or salts thereof, sulfonic acid or salts thereof, phosphoric acid or salts thereof, C ₁ -C ₁₀ alkyl groups, C ₁ -C ₁₀ alkoxy groups and the following formulas 5-1 to 5-12,

R ₁₁ to R ₁₅ may be independently selected from a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, and groups represented by the following formulas 5-1 to 5-12:

In formulas 5-1 to 5-20,

Y ₃₁ is selected from O, S, C(Z ₃₅ )(Z ₃₆ ), N(Z ₃₇ ) and Si(Z ₃₈ )(Z ₃₉ );

Z ₃₁ to Z ₃₉ 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, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro-fluore Nyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, pyrenyl group, chrysenyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, selected from isoquinolinyl group, quinoxalinyl group, quinazolinyl group, carbazolyl group and triazinyl group;

e1 is an integer from 1 to 5, e2 is an integer from 1 to 7, e3 is an integer from 1 to 3, e4 is an integer from 1 to 4, e5 is an integer of 1 or 2, and e6 is an integer from 1 to 6 , e7 is an integer from 1 to 9, and * is a bonding site with a neighboring atom.

For example, in Formulas 5-4 and 5-5, Y ₃₁ may be selected from O, S, C(Z ₃₅ )(Z ₃₆ ), and Si(Z ₃₈ )(Z ₃₉ ).

According to another embodiment, in Formulas 1 and 2, Ar ₁ and Ar ₂ are selected from the groups represented by the following Formulas 6-1 to 6-33,

R ₁ to R ₈ 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 the group consisting of acids or salts thereof, sulfonic acid or salts thereof, phosphoric acid or salts thereof, C ₁ -C ₁₀ alkyl groups, C ₁ -C ₁₀ alkoxy groups and the following formulas 6-1 to 6-29,

R ₁₁ to R ₁₅ may be independently selected from a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, and groups represented by the following formulas 6-1 to 6-29:

In Formulas 6-1 to 6-33, * is a bonding site with a neighboring atom.

According to another embodiment, in Formulas 1 and 2, Ar ₁ and Ar ₂ are represented by Formulas 6-1 to 6-14, Formulas 6-16 to 6-18, and Formulas 6-20 to 6-33. selected from the group,

R ₁ to R ₈ 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 ₁₀ alkyl group, C ₁ -C ₁₀ alkoxy group, Formulas 6-1 to 6-14, Formulas 6-16 to 6-18 and Formulas selected from the group represented by 6-20 to 6-29,

R ₁₁ to R ₁₅ are independently of each other, C ₁ -C ₁₀ alkyl group, C ₁ -C ₁₀ alkoxy group, Formulas 6-1 to 6-14, Formulas 6-16 to 6-18, and Formulas 6-20 to 6. It can be selected from the group indicated by -29.

In Formulas 1 and 2, b1, b4, b5, and b7 are independently selected from integers of 1 to 4;

b2, b3, b6 and b8 may be independently selected from integers of 1 to 3.

In Formulas 1 and 2, b1 represents the number of R ₁ , and when b1 is 2 or more, 2 or more b1 may be the same or different from each other. The description of b2 to b8 can be understood by referring to the description of b1 and the structures of Formulas 1 and 2, respectively.

According to one embodiment, the first compound may be represented by one of the following formulas 1-1 to 1-4:

<Formula 1-1>

<Formula 1-2>

<Formula 1-3>

<Formula 1-4>

_{In Formulas 1-1 to 1-4 , _ _} .

For example, in Formulas 1-1 to 1-4, a1 to a3 may be independently 0 or 1.

According to another embodiment, in Formulas 1-1 to 1-4, a1 and a3 may be 0, and a2 may be 1.

According to another embodiment, the first compound may be represented by one of the following formulas 1-1(1) and 1-1(2):

<Formula 1-1(1)>

<Formula 1-1(2)>

In the formulas _{1-1 ( 1} ) _{and 1-1} (2 _{) ,} Referring to the bar, R ₃₁ to R ₃₃ refer to the description of R ₁ described herein, b31 is selected from an integer of 1 to 4, and b32 and b33 may be independently selected from an integer of 1 to 5. there is.

According to one embodiment, the second compound may be represented by one of the following formulas 2-1 to 2-3:

<Formula 2-1>

<Formula 2-2>

<Formula 2-3>

In _the above formulas _2-1 to 2-3 _{, in} the above formulas _2-1 to _{2-3 , 5} to R ₈ , R ₁₄ , R ₁₅ and b5 to b8 refer to those described herein.

For example, Ar ₂ in Formulas 2-1 to 2-3 is selected from the group represented by Formulas 6-1 to 6-14, Formulas 6-16 to 6-18, and Formulas 6-20 to 6-33. Can be:

According to one embodiment, the first compound represented by Formula 1 may be one of the following compounds 101 to 109, and the second compound represented by the formula 2 may be one of the following compounds 1 to 36, but is not limited thereto. no:

The hole transport region includes a hole transport layer and a hole auxiliary layer, the hole transport layer includes the first compound represented by Formula 1, and the hole auxiliary layer includes the second compound represented by Formula 2. In this case, an optimal recombination balance of holes and electrons can be achieved, thereby contributing to improving the efficiency and lifespan of the organic light-emitting device.

In another embodiment, the hole transport layer includes a first compound represented by one of Formulas 1-1 and 1-4, and the hole auxiliary layer includes a second compound represented by one of Formulas 2-1 to 2-3. It can be included.

In another embodiment, the hole transport layer includes a first compound represented by one of the formulas 1-1(1) and 1-1(2), and the hole auxiliary layer has the formulas 2-1 to 2-3. It may include a second compound indicated as one of the compounds.

In another embodiment, the hole transport layer may include one of the compounds 101 to 109, and the hole auxiliary layer may include one of the compounds 1 to 27.

In one embodiment, the hole auxiliary layer is disposed between the light emitting layer 150 and the first electrode 110, the hole transport layer is disposed between the hole auxiliary layer and the first electrode, and the hole transport layer may include a first compound represented by Formula 1, and the hole auxiliary layer may include a second compound represented by Formula 2.

The hole auxiliary layer may directly contact the light emitting layer.

The hole transport region 130 may include at least one of a hole injection layer (HIL), a buffer layer, and an electron blocking layer (EBL) in addition to the hole transport layer and the hole auxiliary layer.

For example, the hole transport region 130 is a hole injection layer/hole transport layer/hole auxiliary layer, a hole injection layer/hole transport layer/buffer layer/hole auxiliary layer, and a hole transport layer/hole auxiliary layer, which are sequentially stacked from the first electrode 110. It may have a structure of an auxiliary layer and a hole transport layer/buffer layer/hole auxiliary layer, but is not limited thereto.

When the hole transport region includes a hole injection layer, vacuum deposition, 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.

When forming a hole injection layer by vacuum deposition, the 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 100ㅕ/ Within the deposition rate range of sec, 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, the hole auxiliary layer, the buffer layer, and the electron blocking layer, refer to the method of forming the hole injection layer.

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 transport layer and a hole auxiliary layer, the thickness of the hole transport layer is about 50 Å to about 2000 Å, for example, about 100 Å to about 1500 Å, and the thickness of the hole auxiliary layer is about 20 Å. to about 2000 Å, for example, from about 20 Å to about 2000 Å. When the thicknesses of the hole transport region 130, the hole transport layer, and the hole auxiliary layer satisfy the ranges described above, satisfactory hole transport characteristics can be obtained without a substantial increase in driving voltage.

In addition to the first compound and the second compound, the hole transport region includes m-MTDATA, TDATA, 2-TNATA, NPB, β-NPB, TPD, Spiro-TPD, Spiro-NPB, α-NPB, TAPC, and HMTPD. , TCTA (4,4',4"-tris(N-carbazolyl)triphenylamine), Pani/DBSA (Polyaniline/Dodecylbenzenesulfonic acid: polyaniline) /dodecylbenzenesulfonic acid), PEDOT/PSS (Poly(3,4-ethylenedioxythiophene)/Poly(4-styrenesulfonate):poly(3,4-ethylenedioxythiophene)/poly(4-styrenesulfonate)), Pani /CSA (Polyaniline/Camphor sulfonicacid: polyaniline/camphor sulfonic acid) and PANI/PSS (Polyaniline)/Poly(4-styrenesulfonate):polyaniline)/poly(4-styrenesulfonate)) may further include at least one of:

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 may further include at least one of a buffer layer and an electron blocking layer in addition to the hole transport layer and the hole auxiliary 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 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 first layer 150 refer to the deposition and coating conditions of the hole injection layer.

The light emitting layer 150 may include a host and a dopant.

The host may include at least one of the following: TPBi, TBADN, ADN (also referred to as “DNA”), CBP, CDBP, and TCP:

Alternatively, the host may include a compound represented by Chemical Formula 301 below.

<Formula 301>

Ar ₃₀₁ -[(L ₃₀₁ ) _xb1 -R ₃₀₁ ] _xb2

In the above formula 301,

Ar ₃₀₁ is

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

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 aryl group oxy group, C ₆ -C ₆₀ aryl group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed polycyclic group, and -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 and C ₁ -C ₆₀ heteroaryl group), naphthalene, hepthalene, fluorene , spiro-fluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene, fluoranthene, triphenylene, pyrene, chrysene, naphthacene, picene, perylene, pentaphene and inde. noanthracene; is selected from;

For a description of L ₃₀₁ , refer to the description of L ₁ in this specification;

R ₃₀₁ is

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 group or salt thereof, sulfonic acid group or salt thereof, phosphoric acid group or salts thereof, phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, pyrenyl group, chrysenyl group, pyridinyl group. , C ₁ -C ₂₀ substituted with at least one selected from pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, quinoxalinyl group, quinazolinyl group, carbazolyl group and triazinyl group. Alkyl group and C ₁ -C ₂₀ alkoxy 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, carbazole 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 group or salt thereof, sulfonic acid group or salt thereof, phosphoric acid group or a salt thereof, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, 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 Substituted with at least one selected from triazinyl groups, phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, pyrenyl group, cry cenyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, quinoxalinyl group, quinazolinyl group, carbazole group and triazinyl group; is selected from;

xb1 is selected from 0, 1, 2 and 3;

xb2 is selected from 1, 2, 3 and 4.

For example, in Formula 301,

L ₃₀₁ is

Phenylene group, naphthylene group, fluorenylene group, spiro-fluorenylene group, benzofluorenylene group, dibenzofluorenylene group, phenanthrenylene group, anthracenylene 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 group or salt thereof, sulfonic acid group or salt thereof, phosphoric acid group or a salt thereof, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, A phenylene group, a naphthylene group, a fluorenylene group, a spiro-fluorenylene group, a benzofluorenylene group, and a dibenzofluorenylene group substituted with at least one selected from an anthracenyl group, a pyrenyl group, and a chrysenyl group. , phenanthrenylene group, anthracenylene group, pyrenylene group and chrysenylene group; is selected from;

R ₃₀₁ is

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 group or salt thereof, sulfonic acid group or salt thereof, phosphoric acid group or at least one selected from salts thereof, phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, pyrenyl group, and chrysenyl group. substituted, C ₁ -C ₂₀ alkyl group and C ₁ -C ₂₀ alkoxy group;

phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, pyrenyl group and chrysenyl group; and

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or salt thereof, sulfonic acid group or salt thereof, phosphoric acid group or a salt thereof, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, Substituted with at least one selected from anthracenyl group, pyrenyl group and chrysenyl group, phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthra cenyl group, pyrenyl group and chrysenyl group; It may be selected from among, but is not limited to.

For example, the host may include a compound represented by the following formula 301A:

<Formula 301A>

For descriptions of substituents in Formula 301A, refer to what is described herein.

The compound represented by Formula 301 may include at least one of the following compounds H1 to H42, but is not limited thereto:

Alternatively, the host may include at least one of the following compounds H43 to H49, but is not limited thereto:

The dopant in the light-emitting layer may include at least one of a fluorescent dopant and a phosphorescent dopant.

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 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, C ₆ -C ₆₀ arylthio, C ₁ -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 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 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 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, oxygen 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, -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 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 and monovalent non- aromatic heterocondensed polycyclic group; and

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

L ₄₀₁ is an organic ligand;

xc1 is 1, 2 or 3;

xc2 is 0, 1, 2 or 3.

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 ₁ - 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 include at least one of the following compounds PD1 to PD74, but is not limited thereto:

Alternatively, the phosphorescent dopant may include PtOEP:

The fluorescent dopant may include at least one of the following DPAVBi, BDAVBi, TBPe, DCM, DCJTB, Coumarin 6, and C545T.

Alternatively, 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 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 ₅₀₁ )(Q ₅₀₂ )(Q ₅₀₃ ) (Q ₅₀₁ to Q ₅₀₃ 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 and C ₁ -C ₆₀ heteroaryl group), 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, respectively, refer to the description of L ₃₀₁ in this specification;

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 dopant may include at least one of the following compounds FD1 to FD9:

<Compound FD9>

The content of the dopant in the light-emitting layer can typically 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, but is not limited thereto.

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

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.

Next, an electron transport region 170 may be disposed on the light emitting layer 150.

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.

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

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

<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 ₃₀₁ 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 ₃₀₁ 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 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.

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 heterocycloal Kenylene 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 , a substituted C ₆ -C ₆₀ arylthio group, a substituted C ₁ -C ₆₀ heteroaryl group, a substituted monovalent non-aromatic condensed polycyclic group, and at least one substituent of a 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 and - Si(Q ₁₁ )(Q ₁₂ )(Q ₁₃ ) substituted with at least one of a C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group, and a C ₁ -C ₆₀ alkoxy group;

C ₃ -C ₁₀ cycloalkyl 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 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 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 C 3 -C 10 cyclo substituted with at _least one of a heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed polycyclic group and -Si(Q ₂₁ ) ₍ Q ₂₂ )(Q ₂₃ ) Alkyl 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 and monovalent non-aromatic condensed heteropolycyclic group; and

-Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ); is selected from,

Q ₁ to Q ₃ , Q ₁₁ to Q ₁₃ , Q ₂₁ to Q ₂₃ and Q ₃₁ to Q ₃₃ 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, and monovalent non-aromatic condensed polycyclic 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” means “a phenyl group substituted with a phenyl group.” The “biphenyl group” belongs to the “substituted phenyl group” in which the substituent is a “C ₆ -C ₆₀ aryl group”.

As used herein, “terphenyl group” means “a phenyl group substituted with a biphenyl group.” The “terphenyl group” belongs to the “substituted phenyl group” in which the substituent is a “C ₆ -C ₆₀ aryl group substituted with a C ₆ -C ₆₀ aryl group.”

Below, an organic light emitting device according to an embodiment of the present invention will be described in more detail through examples, but the present invention is not limited to the following examples.

[ Example ]

Example One

An ITO glass substrate (made by Corning) with a 15Ω/cm ² (1,200Å) thick ITO layer was cut into 50mm Afterwards, it was cleaned by irradiating ultraviolet rays for 30 minutes and exposing it to ozone, and the ITO glass substrate (anode) was installed in a vacuum deposition device.

2-TNATA was vacuum deposited on top of the ITO anode substrate to form a hole injection layer with a thickness of 600 Å, and then Compound 105 was vacuum deposited on top of the hole injection layer with a thickness of 300 Å to form a hole transport layer.

Compound 1 was vacuum deposited to a thickness of 60 Å on top of the hole transport layer to form a hole auxiliary layer to form a hole transport region.

CBP (host) and PD2 (dopant) were co-deposited on the top of the hole auxiliary layer at a weight ratio of 95:5 to form a light emitting layer with a thickness of 20 nm.

Next, ET1 was deposited on top of the light emitting layer to form an electron transport layer with a thickness of 300 Å, and then LiF was deposited on top of the electron transport layer to form an electron injection layer with a thickness of 10 Å to form a hole transport region.

Afterwards, Al was deposited on top of the electron injection layer to form a cathode of 3,000 Å, thereby manufacturing an organic light emitting device.

Example 2 and 3

An organic light-emitting device was manufactured using the same method as Example 1, except that the materials shown in Table 1 below were used when forming the hole transport layer and the hole auxiliary layer.

Comparative example One

An organic light-emitting device was manufactured using the same method as Example 1, except that TPD was used instead of Compound 105 when forming the hole transport layer.

Comparative example 2

An organic light emitting device was manufactured using the same method as Example 1, except that NPB was used instead of Compound 1 when forming the hole auxiliary layer.

Comparative example 3

An organic light emitting device was manufactured using the same method as Example 1, except that TPD was used instead of Compound 105 when forming the hole transport layer, and Compound 8 was used instead of Compound 1 when forming the hole auxiliary layer.

Comparative example 4

An organic light emitting device was manufactured using the same method as Example 1, except that TPD was used instead of Compound 105 when forming the hole transport layer, and NPB was used instead of Compound 1 when forming the hole auxiliary layer.

Comparative example 5

An organic light-emitting device was manufactured using the same method as Example 1, except that Compound A was used instead of Compound 105 when forming the hole transport layer, and Compound B was used instead of Compound 1 when forming the hole auxiliary layer.

<Compound A>

<Compound B>

Comparative example 6

An organic light-emitting device was manufactured using the same method as Example 1, except that the hole auxiliary layer was not formed, and the following Compound C was used instead of Compound 105 when forming the hole transport layer.

<Compound C>

Comparative example 7

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

Evaluation example One

The driving voltage, current density, efficiency, luminance, emission color, and half-life at 1000 nit of the organic light-emitting devices manufactured in Examples 1 to 3 and Comparative Examples 1 to 7 were measured using Kethley SMU 236 and luminance meter PR650. , the results are shown in Table 1. The half life is a measure of the time it takes for the luminance to become 50% of the initial luminance after driving the organic light emitting device.

hole transport layer material Hole auxiliary layer material driving voltage
(V) electric current
density
(mA/ ^cm2 ) efficiency
(cd/A) Luminance
(cd/ ^m2 ) Luminous color half life
(hr) Example 1 Compound 105 Compound 1 4.1 10.5 6.5 545 blue 200 Example 2 Compound 105 Compound 4 4.0 9.9 5.5 550 blue 160 Example 3 Compound 105 Compound 7 4.1 10.3 5.4 560 blue 190 Comparative Example 1 TPD Compound 1 4.9 12.4 4.3 450 blue 45 Comparative Example 2 Compound 105 NPB 4.6 11.0 3.7 393 blue 79 Comparative example 3 TPD Compound 8 5.9 10.9 2.9 299 blue 92 Comparative Example 4 TPD NPB 6.5 9.8 3.4 345 blue 74 Comparative Example 5 Compound A Compound B 4.3 10.2 5.1 565 blue 140 Comparative Example 6 Compound C - 5.0 14.0 2.4 254 blue 135 Comparative Example 7 Compound 105 - 3.8 14.0 3.2 324 blue 140

From Table 1, it can be seen that the driving voltage, efficiency, brightness, and half-life of the organic light-emitting devices of Examples 1 to 3 are superior to the driving voltage, efficiency, brightness, and half-life of the organic light-emitting devices of Comparative Examples 1 to 7. .

10: Organic light emitting device
110: first electrode
130: hole transport area
150: light emitting layer
170: electron transport region
190: second electrode

Claims (20)

first electrode;
second electrode;
a light emitting layer between the first electrode and the second electrode; and
It includes a hole transport region between the first electrode and the light emitting layer,
The hole transport region is an organic light emitting device comprising a first compound represented by the following formula (1) and a second compound represented by the following formula (2):
<Formula 1>

<Formula 2>

Of formulas 1 and 2,
X ₁ and X ₂ are independently selected from N, B and P;
Y ₁ is selected from O and S, Y ₂ is selected from O and S, and at least one of Y ₁ and Y ₂ is O;
L ₁ to L ₄ are each independently selected from 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 cyclo Alkenylene 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 Among the substituted or unsubstituted divalent non-aromatic condensed polycyclic group and the substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group Optionally, L ₄ in Formula 2 is not a substituted or unsubstituted carbazonylene group;
a1 to a4 are independently selected from integers of 0 to 3;
Ar ₁ and Ar ₂ are independently of each other, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, 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 ₁ -C ₆₀ heteroaryl group, substituted or unsubstituted monovalent Selected from a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group and a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, In Formula 2, Ar ₂ is not a substituted or unsubstituted carbazolyl group;
R ₁ to R ₈ 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, 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- selected from aromatic heterocondensed polycyclic groups and -Si(Q ₁ )(Q ₂ )(Q ₃ );
R ₁₁ to R ₁₃ are each independently selected from a substituted or unsubstituted C ₁ -C ₆₀ alkyl group, 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 ₁ -C ₁₀ heterocycloalkyl group. 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 ₁ -C ₆₀ selected from heteroaryl group, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group and substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group;
b1, b4, b5 and b7 are independently selected from integers of 1 to 4;
b2, b3, b6 and b8 are independently selected from integers of 1 to 3;
The 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 ₁ -C ₆₀ heteroaryl group, substituted monovalent non-aromatic condensed polycyclic group, substituted monovalent 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, substituted C ₆ -C ₆₀ At least one of the substituents of an arylthio group, a substituted C ₁ -C ₆₀ heteroaryl group, a substituted monovalent non-aromatic condensed polycyclic group, and a 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 and - Si(Q ₁₁ )(Q ₁₂ )(Q ₁₃ ) substituted with at least one of a C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group, and a C ₁ -C ₆₀ alkoxy group;
C ₃ -C ₁₀ cycloalkyl 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 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 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 C 3 -C 10 cyclo substituted with at _least one of a heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed polycyclic group and -Si(Q ₂₁ ) ₍ Q ₂₂ )(Q ₂₃ ) Alkyl 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 and monovalent non-aromatic condensed heteropolycyclic group; and
-Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ); is selected from;
Q ₁ to Q ₃ , Q ₁₁ to Q ₁₃ , Q ₂₁ to Q ₂₃ and Q ₃₁ to Q ₃₃ 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 and monovalent non-aromatic condensed heteropolycyclic group. According to paragraph 1,
In Formulas 1 and 2, L ₁ to L ₄ are independently of each other,
Phenylene, pentalenylene, indenylene, naphthylene, azulenylene, heptalenylene, indacenylene, acetate Acenaphthylene, fluorenylene, spiro-fluorenylene, benzofluorenylene, dibenzofluorenylene, phenalenylene, phenanthrenylene , anthracenylene, fluoranthenylene, triphenylenylene, pyrenylene, chrysenylene, naphthacenylene, picenylene. ), perylenylene, pentaphenylene, hexacenylene, pentacenylene, rubicenylene, coronenylene, ovalenyl ovalenylene, thiophenylene, furanylene, carbazolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene ), 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, triphenyl gyrenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, picenyl group, peryl gyrenyl group, pentaphenyl group, hexacenyl group, pentacenyl group, rubisenyl group, coronenyl group, A phenylene group substituted with at least one of ovalenyl group, thiophenyl group, furanyl group, carbazolyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group and dibenzocarbazolyl group, Pentalenylene group, indenylene group, naphthylene group, azulenylene group, hepthalenylene group, indacenylene group, acenaphthylene group, fluorenylene group, spiro-fluorenylene group, benzofluorenylene group, di Benzofluorenylene 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, rubisenylene group, coronenylene group, ovalenylene group, thiophenylene group, furanylene group, carbazonylene group, benzofuranylene group, benzothiophenylene group, dibenzo furanylene group, dibenzothiophenylene group, benzocarbazolylene group and dibenzocarbazolylene group; An organic light emitting device selected from among. According to paragraph 1,
In Formulas 1 and 2, L ₁ to L ₄ are independently of each other,
Organic light-emitting device selected from the group represented by the following formulas 3-1 to 3-11:

In Formulas 3-1 to 3-11,
Y ₁ is selected from O, S, C(Z ₃ )(Z ₄ ) and N(Z ₅ );
Z ₁ to Z ₅ 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, phenanthrenyl group, anthracenyl group, pyrenyl group and chrysenyl group,
d1 is selected from an integer of 1 to 4, d2 is selected from an integer of 1 to 3, d3 is selected from an integer of 1 to 6, d4 is selected from an integer of 1 to 8, and d5 is selected from an integer of 1 to 5. is selected from among integers, and * and *' are bonding sites with neighboring atoms. According to paragraph 1,
In Formulas 1 and 2, *-(L ₁ ) _a1 -*' to *-(L ₄ ) _a4 -*' are each independently a single bond, a group represented by the following Formulas 3-1 and 3-12. Organic light-emitting device selected from:

In Formulas 3-1 and 3-12, Z ₁ and Z ₂ are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amine group. Dino 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, phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, pyrenyl group and chrysenyl group, d1 is selected from an integer of 1 to 4, * and *' is a binding site with a neighboring atom. According to paragraph 1,
An organic light-emitting device in which the sum of a1, a2, and a3 in Formula 1 is 1 or more. According to paragraph 1,
In Formula 2 above,
a4 is an organic light emitting device selected from an integer of 0 to 2. According to paragraph 1,
In Formulas 1 and 2, Ar ₁ and Ar ₂ are independently of each other,
Phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl 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, quinazolinyl group, carbazolyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzooxazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl 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 ₁₀ alkyl group, C ₁ -C ₁₀ alkoxy group, phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthra Cenyl 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, benzoimidazolyl group, benzofura Nyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzooxazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, imidazopyridinyl group, imidazo Phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, substituted with at least one of pyrimidinyl group and -Si (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ). , dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, iso Thiazolyl 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, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzooxazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, di benzothiophenyl 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, and a naphthyl group. According to paragraph 1,
In Formulas 1 and 2, Ar ₁ and Ar ₂ are independently of each other,
Phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, anthracenyl group, phenanthrenyl group, pyridinyl group, pyrimidinyl group, triazinyl group, dibenzofura Nyl 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 ₁₀ alkyl group, C ₁ -C ₁₀ alkoxy group, phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, anthracenyl group, phenane. A phenyl group, a naphthyl group, substituted with at least one of a trenyl group, a pyridinyl group, a pyrimidinyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ); fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, anthracenyl group, phenanthrenyl group, pyridinyl group, pyrimidinyl group, triazinyl group, dibenzofuranyl group and dibenzothiophenyl 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, and a naphthyl group. According to paragraph 1,
In Formulas 1 and 2, R ₁ to R ₈ 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;
Phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl 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, quinium Nolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, carbazolyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, iso benzoxazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl 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 ₁₀ alkyl group, C ₁ -C ₁₀ alkoxy group, phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthra Cenyl 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, benzoimidazolyl group, benzofura Nyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzooxazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, imidazopyridinyl group, imidazo Phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group substituted with at least one of pyrimidinyl group and -Si (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ) , phenanthrenyl group, anthracenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazole Diary group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, carbazolyl group, benzoyl group Imidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzooxazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, imida Zopyridinyl group and imidazopyrimidinyl group; and
-Si(Q ₁ )(Q ₂ )(Q ₃ ); is selected from;
R ₁₁ to R ₁₃ are independently of each other,
C ₁ -C ₂₀ alkyl group and C ₁ -C ₂₀ alkoxy group;
Phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl 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, quinium Nolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, carbazolyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, iso benzoxazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl 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 ₁₀ alkyl group, C ₁ -C ₁₀ alkoxy group, phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthra Cenyl 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, benzoimidazolyl group, benzofura Nyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzooxazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, imidazopyridinyl group, imidazo Phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group substituted with at least one of pyrimidinyl group and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ) , phenanthrenyl group, anthracenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazole Diary group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, carbazolyl group, benzoyl group Imidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzooxazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, imida Zopyridinyl group and imidazopyrimidinyl group; and
-Si(Q ₁ )(Q ₂ )(Q ₃ ); is selected from,
The organic light emitting device wherein Q ₁ to Q ₃ and Q ₃₁ to Q ₃₃ are independently selected from a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, and a naphthyl group. According to paragraph 1,
In Formulas 1 and 2, R ₁ to R ₈ 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 its salt, C ₁ -C ₁₀ alkyl group and C ₁ -C ₁₀ alkoxy group;
Phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, carbazole diyl group, dibenzofuranyl group and dibenzothiophenyl 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, phenyl group, naphthyl group, fluorescein substituted with at least one of C ₁ -C ₁₀ alkyl group, C ₁ -C ₁₀ alkoxy group, phenyl group, naphthyl group and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ) Nyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, carbazolyl group, dibenzofuranyl group, and Dibenzothiophenyl group; and
-Si(Q ₁ )(Q ₂ )(Q ₃ ); is selected from;
R ₁₁ to R ₁₃ are independently of each other,
C ₁ -C ₁₀ alkyl group and C ₁ -C ₁₀ alkoxy group;
Phenyl group, naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, carbazole diyl group, dibenzofuranyl group and dibenzothiophenyl 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, phenyl group, naphthyl group, fluorescein substituted with at least one of C ₁ -C ₁₀ alkyl group, C ₁ -C ₁₀ alkoxy group, phenyl group, naphthyl group and -Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ) Nyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, carbazolyl group, dibenzofuranyl group, and Dibenzothiophenyl group; and
-Si(Q ₁ )(Q ₂ )(Q ₃ ); is selected from;
wherein Q ₁ to Q ₃ and Q ₃₁ to Q ₃₃ are independently selected from a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, and a naphthyl group. According to paragraph 1,
Ar ₁ and Ar ₂ are independently selected from the group represented by the following formulas 5-1 to 5-20,
R ₁ to R ₈ 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 the group consisting of acids or salts thereof, sulfonic acid or salts thereof, phosphoric acid or salts thereof, C ₁ -C ₁₀ alkyl groups, C ₁ -C ₁₀ alkoxy groups and the following formulas 5-1 to 5-12,
R ₁₁ to R ₁₃ are each independently selected from the group consisting of a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, and the following formulas 5-1 to 5-12:

In formulas 5-1 to 5-20,
Y ₃₁ is selected from O, S, C(Z ₃₅ )(Z ₃₆ ), N(Z ₃₇ ) and Si(Z ₃₈ )(Z ₃₉ );
Z ₃₁ to Z ₃₉ 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, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, spiro-fluore Nyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, pyrenyl group, chrysenyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, selected from isoquinolinyl group, quinoxalinyl group, quinazolinyl group, carbazolyl group and triazinyl group;
e1 is an integer from 1 to 5, e2 is an integer from 1 to 7, e3 is an integer from 1 to 3, e4 is an integer from 1 to 4, e5 is an integer of 1 or 2, and e6 is an integer from 1 to 6 , e7 is an integer from 1 to 9, and * is a bonding site with a neighboring atom. According to paragraph 1,
In Formulas 1 and 2, Ar ₁ and Ar ₂ are selected from the groups represented by the following Formulas 6-1 to 6-33,
R ₁ to R ₈ 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 the group consisting of acids or salts thereof, sulfonic acid or salts thereof, phosphoric acid or salts thereof, C ₁ -C ₁₀ alkyl groups, C ₁ -C ₁₀ alkoxy groups and the following formulas 6-1 to 6-29,
R ₁₁ to R ₁₃ are each independently selected from the group consisting of a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, and the following formulas 6-1 to 6-29:

In Formulas 6-1 to 6-33, * 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 1-1 to 1-4:
<Formula 1-1>

<Formula 1-2>

<Formula 1-3>

<Formula 1-4>

In the above formulas 1-1 to 1-4, X1, L1 to L3, a1 to a3, Ar1, R1 to R4, R11 to R13, and b1 to b4 are the same as defined in claim 1. According to paragraph 1,
The first compound is an organic light-emitting device represented by one of the following formulas 1-1(1) and 1-1(2):
<Formula 1-1(1)>

<Formula 1-1(2)>

In the formulas _{1-1 ( 1 ) and 1-1} (2 ₎ , The same as defined, R ₃₁ to R ₃₃ are the same as the definition for R ₁ in clause 1, b31 is selected from integers of 1 to 4, and b32 and b33 are independently selected from integers of 1 to 5. . According to paragraph 1,
The second compound is an organic light-emitting device represented by one of the following formulas 2-1 to 2-3:
<Formula 2-1>

<Formula 2-2>

<Formula 2-3>

In Formulas 2-1 to 2-3, X ₂ , Y ₁ , Y ₂ , L ₄ , a4, Ar ₂ , R ₅ to R ₈ and b5 to b8 are the same as defined in claim 1. According to clause 15,
Ar ₂ in Formulas 2-1 to 2-3 is an organic light-emitting device selected from the group represented by Formulas 6-1 to 6-14, Formulas 6-16 to 6-18, and Formulas 6-20 to 6-33. :

In Formulas 6-1 to 6-14, Formulas 6-16 to 6-18, and Formulas 6-20 to 6-33, * is a bonding site with a neighboring atom. According to paragraph 1,
The first compound is one of the following compounds 101 to 109, and the second compound is one of the following compounds 1 to 11, 19, 20, 28 to 36:

According to paragraph 1,
The hole transport region includes a hole transport layer and a hole auxiliary layer, the hole transport layer includes the first compound represented by Formula 1, and the hole auxiliary layer includes the second compound represented by Formula 2. , organic light emitting device. According to clause 18,
The hole auxiliary layer is disposed between the light emitting layer and the first electrode, and the hole transport layer is disposed between the hole auxiliary layer and the first electrode. According to clause 18,
The hole auxiliary layer is in direct contact with the light emitting layer.