KR20160130147A - Organic light emitting device - Google Patents

Abstract

Disclosed is an organic light-emitting device including: a first electrode; a second electrode facing the first electrode; a light-emitting layer interposed between the first electrode and the second electrode; and a hole transfer region interposed between the first electrode and the light-emitting layer. According to the present invention, the organic light-emitting device has low driving voltage, high brightness, and high efficiency.

Description

[0001] The present invention relates to an organic light emitting device,

And an organic light emitting device.

The organic light emitting device is a self light emitting type device having a wide viewing angle, excellent contrast, fast response time, excellent luminance, driving voltage and response speed characteristics, and multi-coloring.

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

And to provide an organic light emitting device having a low driving voltage and a high efficiency.

According to an aspect, there is provided a plasma display panel comprising: a first electrode;

A second electrode facing the first electrode;

A light emitting layer interposed between the first electrode and the second electrode; And

And a hole transporting region interposed between the first electrode and the light emitting layer,

Wherein the hole transporting region comprises a first compound represented by the following Formula 1A and a second compound represented by the following Formula 1B:

≪

≪ Formula 1B >

≪ Formula 10 >

Of the above formulas (1A), (1B) and (10)

X ₁ is _{N- (L 4) a4 - (} Ar 1) is selected from _b1, O and S; X ₁₁ is selected from N, B and P;

A is a substituted or unsubstituted C ₆ -C ₂₀ aromatic ring;

L ₁ to L ₄ , L ₁₁ to L ₁₃ , L ₂₁ , L ₃₁ and L ₃₂ independently represent a substituted or unsubstituted C ₃ -C ₁₀ cycloalkylene group, a substituted or unsubstituted C ₁ -C ₁₀ hetero Substituted or unsubstituted C ₃ -C ₁₀ cycloalkenylene groups, substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenylene groups, substituted or unsubstituted C ₆ -C ₆₀ arylene groups, substituted or unsubstituted C ₃ -C ₁₀ cycloalkenylene groups, unsubstituted C ₁ -C ₆₀ heteroaryl group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group (substituted or unsubstituted divalent non-aromatic condensed polycyclic group) and a substituted or unsubstituted divalent non-aromatic hydrocarbon ring condensed A substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group;

a1 to a4, a11 to a13, a21, a31 and a32 are each independently selected from the integers of 0 to 3,

Ar ₁ , Ar ₁₁ , Ar ₂₁ , Ar ₃₁ and Ar ₃₂ independently represent a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl, A substituted or unsubstituted monovalent non-aromatic condensed polycyclic group and a substituted or unsubstituted monovalent non-aromatic heterocyclic polycyclic group;

b1, b11, b21, b31 and b32 are independently selected from integers of 1 to 5,

Ar ₃₁ and Ar ₃₂ may optionally be connected to each other to form a saturated or unsaturated ring,

R ₁ to R ₄ and R ₁₁ to R ₁₆ independently represent a group represented by the formula 10, hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, A substituted or unsubstituted C ₁ -C ₆₀ alkyl group, a substituted or unsubstituted C ₂ -C 8 alkoxy group, a substituted or unsubstituted C ₁ -C ₆ alkoxy group, a substituted or unsubstituted C ₁ -C ₆ alkoxy group, ₆₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, a substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₂ A substituted or unsubstituted C ₃ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₂ -C ₁₀ heterocycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted Or an unsubstituted C ₆ -C ₆₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₆₀ arylthio group, a substituted or unsubstituted C ₁ -C ₆₀ hetero (Q ₁ ) (Q ₂ ) (Q ₃ ) and -B (Q ₂ ) (Q ₂ ), wherein R 1 is a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent heterocyclic polycyclic group, Q ₄ ) (Q ₅ );

c1, c11 and c13 are independently selected from the integers from 1 to 4, c2, c12 and c14 are independently selected from integers from 1 to 3, c3 and c4 are independently of each other 1 to 5 Selected from integers;

When c1 is 2 or more, two of R ₁ may be optionally connected to each other to form a saturated or unsaturated ring, and when c2 is 2 or more, _two of R ₂ are optionally connected to each other Two of R < ₃ > may optionally be connected to each other to form a saturated or unsaturated ring when c3 is 2 or more, and two of R < ₄ > To form a saturated or unsaturated ring;

The substituted C ₆ -C ₂₀ aromatic ring, the substituted C ₃ -C ₁₀ cycloalkylene group, the substituted C ₁ -C ₁₀ heterocycloalkylene group, the substituted C ₃ -C ₁₀ cycloalkenylene group, the substituted C ₁ -C ₁₀ cycloalkylene group, -C ₁₀ heterocycloalkyl alkenylene group, substituted C ₆ -C ₆₀ aryl group, a substituted C ₁ -C ₆₀ heteroaryl group, a substituted divalent non-aromatic condensed polycyclic group, a substituted divalent non-aromatic hydrocarbon ring condensed A substituted C ₁ -C ₆₀ alkyl group, a substituted C ₂ -C ₆₀ alkenyl group, a substituted C ₂ -C ₆₀ alkynyl group, a substituted C ₁ -C ₆₀ alkoxy group, a substituted C ₃ -C ₁₀ cyclo alkyl, substituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted C ₃ -C ₁₀ cycloalkenyl group, a substituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted C ₆ -C ₆₀ aryl, 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 a non-aromatic condensed polycyclic groups, and substituted monovalent non-aromatic heterocyclic fused polycyclic group Lt; RTI ID = 0.0 >

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

Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, A C ₃ -C ₁₀ cycloalkyl group, a C ₂ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkenyl group, a C ₂ -C ₁₀ heterocycloalkenyl group, a C ₆ -C ₆₀ aryl group, a C ₆ -C ₁₀ heterocycloalkyl group, C ₆₀ aryloxy group (aryloxy), C ₆ -C ₆₀ arylthio group (arylthio), C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic condensed polycyclic group, - _{Si (Q 11) (Q 12} ) (Q 13) and _{-B (Q 14) (Q 15} ) of the at least one substituted, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ An alkynyl group and a C ₁ -C ₆₀ alkoxy group;

C ₃ -C ₁₀ cycloalkyl, C ₁ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ cycloalkenyl, C ₁ -C ₁₀ heterocycloalkenyl, C ₆ -C ₆₀ aryl, C ₆ -C ₆₀ aryl A C ₆ -C ₆₀ arylthio group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group;

Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, A salt thereof, a C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group, a C ₁ -C ₆₀ alkoxy group, a C ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocycloalkyl group , C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ aryl come T, C ₁ -C of aromatic heterocyclic condensed polycyclic _{group, -Si (Q 21) (Q} 22) (Q 23) and _{-B (Q 24) (Q 25} ) - 60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non- the at least one substituted, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ aryl come T, C ₁ -C ₆₀ heteroaryl group, a monovalent non- Hyangjok condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic _{group, -Si (Q 31) (Q} 32) (Q 33) and _{-B (Q 34) (Q 35} ); ;

Wherein Q ₁ to Q ₅ , Q ₁₁ to Q ₁₅ , Q ₂₁ to Q ₂₅ and Q ₃₁ to Q ₃₅ are each independently selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₂ -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkenyl group, C ₁ -C ₆ alkenyl group, C ₁ -C ₆ alkenyl group, C ₁ -C ₆ alkenyl group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, C ₂ -C ₁₀ 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 , A C ₆ -C ₆₀ aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, and a monovalent non-aromatic heterocyclic polycyclic group.

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

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

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 transporting region 130, a light emitting layer 150, an electron transporting region 170, and a second electrode 190.

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

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

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

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

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

Wherein the hole transporting region comprises a first compound represented by the following Formula 1A and a second compound represented by the following Formula 1B:

≪

≪ Formula 1B >

≪ Formula 10 >

In the formula 1A and 1B, X ₁ is _{N- (L 4) a4 - (} Ar 1) is selected from _b1, O and S; X ₁₁ can be selected from N, B and P. For example, in the above formulas (1A) and (1B), X ₁ may be selected from O and S.

In the above formula (1), A may be a substituted or unsubstituted C ₆ -C ₂₀ aromatic ring.

For example, in Formula 1, A represents a substituted or unsubstituted benzene, a substituted or unsubstituted naphthalene, a substituted or unsubstituted anthracene, a substituted or unsubstituted pyrene, a substituted or unsubstituted phenanthrene, a substituted or unsubstituted benzene, Lt; / RTI > can be selected from unsubstituted or substituted unsubstituted or substituted unsubstituted or substituted unsubstituted or substituted unsubstituted or substituted unsubstituted or substituted unsubstituted or substituted unsubstituted or unsubstituted.

According to one embodiment, in Formula 1, A may be selected from the group represented by one of the following Formulas 2-1 to 2-19:

Among the above-mentioned formulas (2-1) to (2-19)

Z ₂₁ and Z ₂₂ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl, a cyano, a nitro, an amino, an amidino, a hydrazine, a hydrazone, A sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group , A dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, A carbazolyl group, a quinazolinyl group, a carbazolyl group and a triazinyl group,

f1 is 1 or 2, f2 is selected from integers from 1 to 3, f3 is selected from integers from 1 to 4, f4 is selected from integers from 1 to 5, f5 is selected from integers from 1 to 7 ,

* And * are bonding sites with adjacent atoms, and * is a bonding site with L ₃ or X ₃ .

According to another embodiment, A in the general formula (1) is a substituted or unsubstituted benzenesulfide group. For example, A in Formula 1 may be a group represented by Formula 2-1.

L ₁ to L ₄ , L ₁₁ to L ₁₃ , L ₂₁ , L ₃₁ and L ₃₂ in the general formulas (1), (1B) and (10) are independently a substituted or unsubstituted C ₃ -C ₁₀ cycloalkylene group, A substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkylene group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenylene group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenylene group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group (substituted or unsubstituted divalent non-aromatic condensed polycyclic group) and a substituted or unsubstituted A substituted divalent non-aromatic condensed heteropolycyclic group may be selected from substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic groups.

For example, L ₁ to L ₄ , L ₁₁ to L ₁₃ , L ₂₁ , L ₃₁ and L ₃₂ in the general formulas (1A), (1B) and (10) are independently selected from the group consisting of phenylene, pentalenylene, Indenylene, naphthylene, azulenylene, heptalenylene, indacenylene, acenaphthylene, and fluorenylene group (for example, methylene group, naphthylene group, naphthylene group, fluorenylene group, anthracenylene group, fluorenylene group, phenanthrenylene group, phenanthrenylene group, phenanthrenylene group, anthracenylene group, fluoranthenylene group, and examples thereof include fluoranthenylene, triphenylenylene, pyrenylene, chrysenylene, naphthacenylene, picenylene, perylenylene, pentaphenyl, Pentaphenylene, hexacenylene, pentacene, pentacene, enylene, rubicenylene, coronenylene, ovalenylene, pyrrolylene, thiophenylene, furanylene, imidazolyl, imidazolyl, imidazolyl, And examples thereof include imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene, isooxazolylene, pyridinylene, , Pyrazinylene, pyrimidinylene, pyridazinylene, isoindolylene, indolylene, indazolylene, and furylene groups (including, but not limited to, but are not limited to, quinolinylene, quinolinylene, isoquinolinylene, benzoquinolinylene, phthalazinylene, naphthyridinylene, quinoxalinylene, quinoxalinylene, quinazolinylene, And examples thereof include cinnolinylene, carbazolylene, phenanthridinylene, acridinylene, phenanthrolinylene, phenazinylene, benzoimidazolylene, a benzoimidazolylene group, a benzofuranylene group, a benzothiophenylene group, an isobenzothiazolylene group, a benzooxazolylene group, an isobenzooxazolylene group, a triazolylene group, triazolylene group, tetrazolylene group, oxadiazolylene group, triazinylene group, dibenzofuranylene group, dibenzothiophenylene group, benzocarbazolyl group, dibenzothiophenylene group, A carbazolylene group, a thiadiazolene group, an imidazopyridinylene group and an imidazopyrimidinylene group; And

Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, a salt thereof, C ₁ -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, a cyclohexenyl group, a phenyl group, a pen Frontale group, an indenyl group, a naphthyl group , An azulenyl group, an heptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, A perylene group, a perylene group, a perylene group, a perylene group, a perylene group, a perylene group, a perylene group, a perylene group, An ovalenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, A pyridinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an isothiazolyl group, an isothiazolyl group, an isoxazolyl group, an isoxazolyl group, A phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, A benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, A phenylene group, a pentalenylene group, a dicyclopentadienyl group, an imidazopyridinyl group and an imidazopyrimidinyl group substituted with at least one of dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, thiadiazolyl, imidazopyridinyl, An indenylene group, a naphthylene group, A phenylene group, a phenanthrene group, a phenanthrene group, a phenanthrene group, a phenanthrene group, a phenanthrene group, a phenanthrene group, a phenanthrene group, a phenanthrene group, , Anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group, chrysenylene group, naphthacenylene group, picenylene group, perilrenylene group, pentaphenylene group, hexacenylene group, A thiophenylene group, an imidazolyl group, a pyrazolylene group, a thiazolylene group, an isothiazolylene group, an oxazolylene group, an isoxazolyl group, an isoxazolyl group, , A pyridinyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolylene group, an indolylene group, an indazololylene group, a pyrinylene group, a quinolinylene group, an isoquinolinylene group, Naphthylene group, naphthylene group, naphthylene group, A phenanthrenyl group, a phenanthryl group, a benzoimidazolyl group, a benzoimidazolyl group, a benzoimidazolyl group, a benzoimidazolyl group, a benzoimidazolyl group, a benzoimidazolyl group, , A benzothiophenylene group, an isobenzothiazolylene group, a benzooxazolylene group, an isobenzoxazoloylene group, a triazolylene group, a tetrazolylene group, an oxadiazoloylene group, a triazienylene group, a dibenzofuranylene group, a dibenzothiophenyl A thiadiazolylene group, an imidazopyridinylene group, and an imidazopyrimidinylene group; and a heterocyclic group such as a carbamoyl group, ≪ / RTI >

According to one embodiment, L ₁ to L ₄ , L ₁₁ to L ₁₃ , L ₂₁ , L ₃₁ and L ₃₂ in the above formulas (1A), (1B) and (10) May be selected from the group represented by:

Of the above-mentioned formulas (3-1) to (3-42)

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

Z ₁ to Z ₇ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, A sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group , A dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, A carbazolyl group, a quinazolinyl group, a carbazolyl group and a triazinyl group,

d2 is 1 or 2,

d3 is selected from integers from 1 to 3,

d4 is selected from integers from 1 to 4,

d5 is selected from an integer of 1 to 5,

d6 is selected from integers from 1 to 6,

d8 is selected from integers from 1 to 8,

* And * are binding sites with neighboring atoms.

According to another embodiment, L ₁ to L ₄ , L ₁₁ to L ₁₃ , L ₂₁ , L ₃₁ and L ₃₂ in the above formulas (1A), (1B) and (10) May be selected from the group represented by:

In the above formulas (4-1) to (4-36), * and * are binding sites with neighboring atoms.

A1 to a4, a11 to a13, a21, a31 and a32 in the above formulas (1A), (1B) and (10) can be independently selected from the integers of 0 to 3. a1 is shown as the number of L _1, a1 is 0,, - may be a single bond is, when a1 is 2 or more, two or more L ₁ are the same or different - (L _{1) a1.} a2 to a4, a11 to a13, a21, a31 and a32 can be understood with reference to the above description of a1 and the structures of the above formulas 1A, 1B and 10.

For example, a1 to a4, a12, a13, a21, a31 and a32 may independently be 0 or 1, and a11 may be 1 or 2.

Ar ₁ , Ar ₁₁ , Ar ₂₁ , Ar ₃₁ and Ar ₃₂ in the above formulas (1A), (1B) and (10) are independently a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl alkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted A substituted or unsubstituted C ₁ -C ₆ heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic heterocyclic polycyclic group.

For example, Ar ₁ , Ar ₁₁ , Ar ₂₁ , Ar ₃₁ and Ar ₃₂ in the above formulas (1A), (1B) and (10)

A phenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptenyl group, an indacenyl group, an acenaphthyl group, ), A fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, Examples of the substituent include fluoranthenyl, triphenylenyl, pyrenyl, chrysenyl, naphthacenyl, picenyl, perylenyl, pentaerythritol, A substituted or unsubstituted heteroaromatic group such as pentaphenyl, hexacenyl, pentacenyl, rubicenyl, coronenyl, ovalenyl, pyrrolyl, thiophenyl, ), Furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, thiazolyl, isoxazolyl, isoxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, isoxazolyl, isoxazolyl, isoxazolyl, isoxazolyl, isoindolyl group, indolyl group, indazolyl group, purinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, a phthalazinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthridinyl group, an acridinyl group a benzoimidazolyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoimidazolyl group, Benzooxazolyl, isobenzooxazolyl, isobenzoxazolyl, Triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, benzocarbazolyl group, dibenzocarbazolyl group, thiadiazolyl group, imidazopyridinyl group And an imidazopyrimidinyl group; And

Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, a salt thereof, C ₁ -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, a cyclohexenyl group, a phenyl group, a pen Frontale group, an indenyl group, a naphthyl group , An azulenyl group, an heptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, , A fluorenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, An ovalenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, a thiazole A pyridinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an isothiazolyl group, an isoxazolyl group, an isoxazolyl group, an isoxazolyl group, A phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, A benzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, A phenyl group substituted with at least one of -Si (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ), imidazopyridinyl group, imidazopyrimidinyl group, imidazopyrimidinyl group, carbazolyl group, dibenzocarbazolyl group, A thienyl group, an indenyl group, a naphthyl group, an azulenyl group, an heptalenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, an anthracenyl group, a fluorenyl group, A perylene group, a perylene group, a perylene group, a perylene group, a perylene group, a perylene group, a perylene group, a perylene group, a perylene group, a perylene group, A thiazolyl group, an isothiazolyl group, an isoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyridinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an imidazolyl group, , An indazolyl group, a pyridyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, An acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzoimide group, A benzofuranyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, A dibenzocarbazolyl group, a thiadiazolyl group, an imidazopyridinyl group and an imidazopyrimidinyl group; ≪ / RTI >

Q ₃₁ to Q ₃₃ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, Or a salt thereof, a carboxylic acid or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, Anthracenyl group, pyrenyl group, chrysenyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, isoquinolinyl group, Quinazolinyl group, quinazolinyl group, carbazolyl group and triazinyl group.

According to one embodiment, Ar ₁ , Ar ₁₁ , Ar ₂₁ , Ar ₃₁ and Ar ₃₂ in the above formulas (1A), (1B) and (10) are independently selected from the group consisting of phenyl, naphthyl, fluorenyl, spiro- A pyridinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolyl group, a quinolinyl group, a quinolinyl group, a quinolinyl group, a quinolinyl group, A thiazolyl group, a norbornyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a triazinyl group, a benzocarbazolyl group and a dibenzocarbazolyl group; And

Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, a salt thereof, C ₁ -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spy-fluorenyl group, a fluorenyl group benzo, dibenzo-fluorenyl group, a phenanthrenyl group, anthracenyl A quinolinyl group, a quinazolinyl group, a carbazolyl group, a triazinyl group, a pyrazinyl group, a pyridazinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, possess group, benzo carbazole group, a dibenzo carbazole group and a _{-Si (Q 31) (Q 32} ) (Q 33) from the at least one selected substituted phenyl group, a naphthyl group, a fluorenyl group, a spy-fluorenyl group , A benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, A carbazolyl group, a triazinyl group, a benzocarbazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, A dibenzocarbazolyl group; ≪ / RTI >

Q ₃₁ to Q ₃₃ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, Or a salt thereof, a carboxylic acid or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, Anthracenyl group, pyrenyl group, chrysenyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, isoquinolinyl group, Quinazolinyl group, quinazolinyl group, carbazolyl group and triazinyl group.

According to another embodiment, Ar ₁ , Ar ₁₁ , Ar ₂₁ , Ar ₃₁ and Ar ₃₂ in the above formulas (1A), (1B) and (10) are independently selected from the groups represented by the following formulas Can:

Among the above-mentioned formulas (5-1) to (5-81)

Y ₁₁ is O, S, C (Z ₁₃ ) (Z ₁₄ ), N (Z ₁₅ ) or Si (Z ₁₆ ) (Z ₁₇ );

Z ₁₁ to Z ₁₇ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl, a cyano, a nitro, an amino, an amidino, a hydrazine, a hydrazone, A sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group , A dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, salicylate group, selected from quinazolinyl group, a carbazole group, a triazinyl group, a biphenyl group, a terphenyl group and a _{-Si (Q 13) (Q 14} ) (Q 15),

Q ₁₃ to Q ₁₅ are independently selected from a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a biphenyl group, a terphenyl group and a naphthyl group,

e2 is 1 or 2,

e3 is selected from integers from 1 to 3,

e4 is selected from integers from 1 to 4,

e5 is selected from integers from 1 to 5,

e6 is selected from integers from 1 to 6,

e7 is selected from integers from 1 to 7,

e9 is selected from integers from 1 to 9,

* Is the binding site with neighboring atoms.

According to another embodiment, Ar ₁ , Ar ₁₁ , Ar ₂₁ , Ar ₃₁ and Ar ₃₂ in the above formulas (1A), (1B) and (10) are independently selected from the group represented by the following formulas Can:

In the above formulas (6-1) to (6-158), * denotes a bonding site with neighboring atoms.

In the above formula (10), Ar ₃₁ and Ar ₃₂ may be optionally connected to each other to form a saturated or unsaturated ring.

According to one embodiment, the group represented by Formula 10 may be selected from the group consisting of the following Formulas 10-1 and 10-2:

In Formula 10A and 10B, a description of Ar ₃₁ and A _r32 see what described in the specification, and

Z ₄₁ and Z ₄₂ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, A sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group , A dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, salicylate group, selected from quinazolinyl group, a carbazole group, a triazinyl group and a _{-Si (Q 31) (Q 32} ) (Q 33),

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,

h1 is selected from integers from 0 to 4;

* Is the binding site with adjacent atoms.

B1, b11, b21, b31 and b32 in the above formulas (1A), (1B) and (10) may be independently selected from integers of 1 to 5. b1 is represented as the number of Ar _1, if b1 is 2 or more, two or more Ar ₁ s may be the same or different from each other. The description of b11, b21, b31 and b32 can be understood with reference to the description of b1 and the structures of the above formulas 1A, 1B and 10.

For example, b1, b11, b21, b31 and b32 may be 1 or 2 independently of each other. According to one embodiment, b1, b11, b21, b31 and b32 may be 1, but are not limited thereto.

R ₁ to R ₄ and R ₁₁ to R ₁₆ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group , A substituted or unsubstituted C ₁ -C ₆₀ alkyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, alkenyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, a substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₂ - C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₂ -C ₁₀ hetero cycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₆₀ arylthio group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, A condensed polycyclic aromatic group, a substituted or unsubstituted non-1-ring or unsubstituted monovalent condensed polycyclic non-aromatic heterocyclic _{group, -Si (Q 1) (Q} 2) (Q 3) and -B (Q ₄₎ (Q ₅ ).

R ₁ to R ₄ and R ₁₁ to R ₁₆ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, A nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid or its salt, a sulfonic acid or its salt, a phosphoric acid or its salt, a substituted or unsubstituted C ₁ -C ₂₀ alkyl group, Substituted or unsubstituted C ₁ -C ₂₀ alkoxy group, a substituted or unsubstituted C ₆ -C ₂₀ aryl group, a substituted or unsubstituted C ₂ -C ₂₀ heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, An unsubstituted monovalent non-aromatic heterocyclic polycyclic group and -Si (Q ₁ ) (Q ₂ ) (Q ₃ ).

According to one embodiment, R ₁ to R ₄ and R ₁₁ to R ₁₆ in the above general formulas (1A) and (1B) independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, A nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C ₁ -C ₂₀ alkyl group and a C ₁ -C ₂₀ alkoxy group;

A phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a triphenylrenyl group, a pyrenyl group, , A thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, An isoquinolyl group, an isoquinolyl group, an isoquinolyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a benzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, A benzoxazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, an imidazopyridinyl group, and an imidazopyrimidinyl group;

Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, A salt thereof, a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, A thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, an isoxazolyl group, an isoxazolyl group, A pyridinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a benzoimidazolyl group, A benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, isobenzoxazole Group, an oxadiazole group, a triazinyl group, a dibenzo furanoid group, a dibenzo thiophenyl group, imidazole jopi piperidinyl group, imidazo pyrimidinyl group, a biphenyl group, a terphenyl group and a _{-Si (Q 31) (Q 32} ) ( Q ₃₃ ), a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, An isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyridyl group, a pyridyl group, a pyridyl group, a pyridyl group, a pyridyl group, A thiophene group, a thienylthio group, a thienylthio group, a thienylthio group, a thienylthio group, a thienylthio group, a thienylthio group, a thienylthio group, a thienylthio group, a thienylthio group, A benzooxazolyl group, an isobenzoxazolyl group, an oxadi Sol group, triazinyl group, a dibenzo furanoid group, a dibenzo thiophenyl group, imidazole group and a piperidinyl jopi imidazo pyrimidinyl group; And

_{-Si (Q 1) (Q 2} ) (Q 3); ≪ / RTI >

The 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, R ₁ to R ₄ and R ₁₁ to R ₁₆ in the above general formulas (1A) and (1B) independently represent a group represented by the general formula (10), hydrogen, deuterium, -F, -Cl, -Br, A C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkenyl group, a C ₁ -C ₂₀ alkenyl group, a C ₁ -C ₂₀ alkenyl group, a C ₁ -C ₂₀ alkynyl group, _{1 to 20} alkoxy groups, -Si (Q ₁ ) (Q ₂ ) (Q ₃ ), and groups represented by the following formulas (7-1) to (7-16)

Q ₁ to Q ₃ may be independently selected from the group consisting of C ₁ -C ₁₀ alkyl group, C ₁ -C ₁₀ alkoxy group, phenyl group and naphthyl group, independently of each other:

Among the formulas (7-1) to (7-16)

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

Z ₃₁ to Z ₃₇ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl, a cyano, a nitro, an amino, an amidino, a hydrazine, A sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group , A dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, A carbazolyl group, a quinazolinyl group, a carbazolyl group and a triazinyl group,

g3 is selected from integers from 1 to 3, g4 is selected from integers from 1 to 4, g5 is selected from integers from 1 to 5, g6 is selected from integers from 1 to 6, g7 is from 1 to 7 Is selected from integers, and * is a binding site with neighboring atoms.

As another example, R ₁ to R ₄ and R ₁₁ to R ₁₆ in the general formulas (IA) and (IB) above may be independently selected from the group consisting of the group represented by the formula (10), hydrogen, deuterium, -F, -Cl, -Br, I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone jongi, carboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, phosphoric acid or a salt thereof, C ₁ -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy _{group, -Si (Q 1) (Q} 2) (Q 3) , and to be selected from the group represented by the formula 8-1 to 8-24, wherein Q ₁ to Q ₃ are, each independently, C _A C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group and a naphthyl group:

In the general formulas (8-1) to (8-24), * denotes a bonding site with neighboring atoms.

C1, c11 and c13 are independently selected from integers from 1 to 4, c2, c12 and c14 are independently selected from integers from 1 to 3, c3 and c4 are each independently selected from Independently, may be selected from integers from 1 to 5. c1 represents the number of R < _{1 &} gt ;, and when c1 is 2 or more, two or more R < ₁ > may be the same or different from each other. c2 to c4 and c11 to c16 can be understood with reference to the description of c1 and the structures of the above formulas 1A and 1B.

When In the formula 1A and 1B, c1 is 2 or greater, two of R ₁ may optionally be (optionally) to which they are attached may form a saturated or unsaturated ring are connected to each other, if c2 is 2 or greater, two of R ₂ are optionally Two of R < ₃ > may be optionally linked to each other to form a saturated or unsaturated ring, and when c < 4 > is 2 or more, Two of R < ₄ > may be optionally linked together to form a saturated or unsaturated ring.

According to one embodiment, the first compound is represented by one of the following formulas (1A-1) to (1A-4), and the second compound may be represented by the following formula (1B-1)

≪ Formula 1A-1 &

≪ Formula 1A-2 >

≪ Formula 1A-3 >

≪ Formula 1A-4 >

≪ Formula 1B-1 &

In Formula 1A-1 to 1A-4 and _{1B-1, X 1, X} 11, A, L 1 to L _3, L ₁₁ to L _13, L _21, a1 to a3, a11 to a13, a21, Ar ₁₁ , Ar ₂₁ , b11, b21, R ₁ to R ₄ , R ₁₁ to R ₁₆ , c1 to c4 and c11 to c14 are described in this specification.

According to another embodiment, the first compound may be represented by one of the following formulas (1A-1) to (1A-4), and the second compound may be represented by the following formula (1B-1)

<Formula (1A-1)>

&Lt; General Formula (1A-2) >

&Lt; General Formula (1A-3) >

&Lt; General Formula (1A-4) >

&Lt; Formula 1B-1 (1) >

In the above formulas, X ₁ , X ₁₁ , L ₁₃ , L ₂₁ , a13, a21, Ar ₁₁ , Ar ₂₁ , b ₁₁ , b ₂₁ , R ₁ to R ₄ , R ₁₁ to R ₁₆ , c 1 to c ₄ , &Lt; / RTI &gt; reference is made to the disclosure herein,

Z ₁ and Z ₂₁ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, A sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group , A dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, A thiazolyl group, a salinyl group, a quinazolinyl group, a carbazolyl group and a triazinyl group;

d4 is selected from an integer of 1 to 4, and f2 is selected from an integer of 1 to 3.

According to another embodiment, the first compound is a compound of formula IA-1 (1a), 1A-1 (1b), 1A-1 (1c), 1A- 2 (1c), 1A-2 (1d) and 1A-2 (1e), and the second compound may be represented by the following formula (1B-1)

&Lt; Formula 1A-1 (1a) >

<1A-1 (1b)>

<1A-1 (1c)>

&Lt; Formula 1A-2 (1a) >

<Formula (1A-2) (1b)>

&Lt; General Formula (1A-2) >

&Lt; General Formula 1A-2 (1d) >

<1A-2 (1e)>

&Lt; Formula 1B-1 (1a) >

The descriptions of X ₁ , X ₁₁ , Ar ₁₁ , Ar ₂₁ , R _15, and R ₁₆ in the above formulas are as described in the present specification,

The description of R _3a and R _3b is the same as the description of R ₃ in the present specification.

For example, among the above formulas,

X ₁ is selected from O and S,

R ₃ , R _3a , R _3b and R ₄ are each independently selected from the groups represented by the above formulas (8-1) to (8-24)

X ₁₁ is selected from N, B and P,

Ar &lt; ₁₁ &gt; and Ar &lt; ₂₁ &gt; are independently selected from the group consisting of the above formulas (6-1) to

R ₁₅ and R ₁₆ , independently of each other, may be selected from a methyl group and a phenyl group.

The first compound is one of the following compounds 1 to 36, and the second compound may be one of the following compounds 101 to 109, but is not limited thereto:

The organic light emitting device including the first compound and the second compound may have a low driving voltage and a high efficiency.

According to one embodiment, the hole transporting region comprises a hole transporting layer; And a hole-assist layer interposed between the hole-transport layer and the light-emitting layer, wherein the first compound is contained in the hole-assist layer and the second compound is contained in the hole-transport layer. The hole-assist layer and the light-emitting layer may be in direct contact with each other.

The thickness of the hole-assist layer may be from about 200 A to about 1000 A, for example, from about 250 A to about 450 A. When the thickness of the hole-assist layer satisfies the above-described range, satisfactory hole transporting characteristics can be obtained without substantial increase in driving voltage.

According to another embodiment, the hole transport region 130 further includes at least one of a hole injection layer, a hole transport layer and a buffer layer interposed between the anode and the hole assisting layer, The electron transport region 170 may further include at least one of an electron transport layer and an electron injection layer interposed between the electron assist layer and the cathode.

For example, the hole transporting region 130 may include a hole injection layer / a hole transporting layer / a hole transporting layer, a hole transporting layer / a hole transporting layer / a buffer layer / a hole transporting layer, But are not limited to, a hole-assist layer, a hole injection layer / a buffer layer / a hole-assist layer, a hole-transport layer / a hole-assist layer, and a hole-transport layer / a buffer layer /

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

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

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

Next, a vacuum deposition method, a spin coating method, a casting method, an LB method (Langmuir-Blodgett), an inkjet printing method, a laser printing method, a laser induced Thermal Imaging, LITI) can be used to form a hole transport layer. When the hole transport layer is formed by the vacuum deposition method and the spin coating method, the deposition conditions and the coating conditions of the hole transport layer refer to the deposition conditions and the coating conditions of the hole injection layer.

The hole transporting region 130 includes at least one of the first compound represented by Formula 1 and the second compound represented by Formula 2. A detailed description of the first and second compounds is provided herein

The hole transporting region may contain at least one of m-MTDATA, TDATA, 2-TNATA, NPB, beta-NPB, TPD, Spiro-TPD, Spiro- NPB, alpha-NPB, TAPC, HMTPD , TCTA (4,4 ', 4 "-tris (N-carbazolyl) triphenylamine), Pani / DBSA (Polyaniline / Dodecylbenzenesulfonic acid: / Dodecylbenzenesulfonic acid), PEDOT / PSS (poly (3,4-ethylenedioxythiophene) / poly (4-styrenesulfonate) (Polyaniline / camphor sulfonic acid) and PANI / PSS (polyaniline) / poly (4-styrenesulfonate): polyaniline) / poly (4-styrenesulfonate)

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

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

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

<Compound HT-D1> <F4-TCNQ>

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

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

When the organic light emitting device 10 is a full color organic light emitting device, it may be patterned into a red light emitting layer, a green light emitting layer, and a blue light emitting layer for each light emitting layer and individual sub-pixels. Alternatively, the light emitting layer may have a structure in which a red light emitting layer, a green light emitting layer, and a blue light emitting layer are laminated or a structure in which a red light emitting material, a green light emitting material and a blue light emitting material are mixed without layering, and emits white light.

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

The host may include a compound represented by Formula 301 below.

&Lt; Formula 301 >

Ar ₃₀₁ - [(L ₃₀₁ ) _{xb 1} -R ₃₀₁ ] _{xb 2}

In Formula 301,

Ar _&lt;

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

A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, Or a salt thereof, a C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group, a C ₁ -C ₆₀ alkoxy group, a C ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocyclo alkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ aryl come T, C ₁ - C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic group and the condensed polycyclic _{-Si (Q 301) (Q 302} ) (Q 303) ( Q ₃₀₁ to Q ₃₀₃ are the independently from each other , Naphthalene, heptarene, flu, substituted with at least one selected from hydrogen, a C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₆ -C ₆₀ aryl group and a C ₁ -C ₆₀ heteroaryl group. Ore, spiro-fluorene, Division fluorene, dibenzo fluorene, page nalren, phenanthrene, anthracene, fluoranthene, triphenylene, pyrene, Cry Sen, naphthacene, pisen, perylene, penta pen and indeno anthracene; ;

For a description of L ₃₀₁ refer to the description of L ₁ herein;

R ₃₀₁ is

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

A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, Or a salt thereof, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, , group possess is, pyrimidinyl group, pyridyl group pyrazinyl, quinolinyl group, an isoquinolinium group, a quinoxalinyl group, a quinazolinyl group, a carbazole group and a triazinyl group optionally substituted with at least one selected from, C ₁ -C ₂₀ An alkyl group and a C ₁ -C ₂₀ alkoxy group;

A phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, a klychenyl group, a pyridinyl group, , A pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazole group and a triazinyl group; And

A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, or a salt thereof, C ₁ -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spy-fluorenyl group, a fluorenyl group benzo, dibenzo-fluorenyl group, a phenanthrenyl group, A pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group and a carbazolyl group; A phenanthrenyl group, an anthracenyl group, a pyrenyl group, a pyrenyl group, a thienyl group, a thienyl group, a thienyl group, a thienyl group, a thienyl group, a thienyl group, A benzyl group, a benzyl group, a benzyl group, a benzyl group, A pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazole group and a triazinyl group; ;

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 ,

A phenylene group, a phenanthrene group, an anthracenylene group, a pyrenylene group and a chrysene ring group; a phenylene group, a naphthylene group, a fluorenylene group, a spiro-fluorenylene group, a benzofluorenylene group, a dibenzofluorenylene group, a phenanthrenylene group, And

A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, or a salt thereof, C ₁ -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spy-fluorenyl group, a fluorenyl group benzo, dibenzo-fluorenyl group, a phenanthrenyl group, Naphthylene group, fluorenylene group, spiro-fluorenrenylene group, benzofluorenylene group, dibenzofluorenylenylene group, dibenzofluorenylene group, and dibenzofluorenylene group which are substituted with at least one selected from anthracenyl, pyrenyl and klycenyl, , Phenanthrenylene group, anthracenylene group, pyrenylene group and chrysenylene group; ;

R ₃₀₁ is

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

A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, At least one selected from the group consisting of a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, and a klycenyl group A substituted C ₁ -C ₂₀ alkyl group and a C ₁ -C ₂₀ alkoxy group;

A phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group and a klycenyl group; And

A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, or a salt thereof, C ₁ -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spy-fluorenyl group, a fluorenyl group benzo, dibenzo-fluorenyl group, a phenanthrenyl group, A phenanthryl group, a phenanthrenyl group, a phenanthrenyl group, a phenanthrenyl group, a phenanthrenyl group, a phenanthrenyl group, a phenanthrenyl group, a phenanthrenyl group, a phenanthrenyl group, a phenanthrenyl group, A cenyl group, a pyrenyl group and a crycenyl group; , But is not limited thereto.

For example, the host may comprise a compound represented by the formula &lt; RTI ID = 0.0 &gt; 301A &

&Lt; Formula 301A >

For a description of the substituents in the above formula (301A), reference is made to what is described herein.

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

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

Or the host may include, but is not limited to, one of the following compounds:

The dopant 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 formula (401): &lt; EMI ID =

&Lt; Formula 401 >

In the above formula (401)

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

X ₄₀₁ to X ₄₀₄ independently of one another are nitrogen or carbon;

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

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

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

Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, a salt thereof, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ - C ₆₀ aryloxy, C ₆ -C ₆₀ arylthio, C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non- - a fused polycyclic aromatic heterocyclic _{group, -N (Q 401) (Q} 402), -Si (Q 403) (Q 404) (Q 405) and _{-B (Q 406) (Q 407} ) of the at least one substituted, C _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, C ₁ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ cycloalkenyl, C ₁ -C ₁₀ heterocycloalkenyl, C ₆ -C ₆₀ aryl, C ₆ -C ₆₀ aryl A C ₆ -C ₆₀ arylthio group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group;

Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, A salt thereof, a C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group, a C ₁ -C ₆₀ alkoxy group, a C ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocycloalkyl group , C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryl giok group, C ₆ -C ₆₀ aryl giti import, C ₁ -C ₆₀ hetero aryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic condensed polycyclic _{group, -N (Q 411) (Q} 412), -Si (Q 413) (Q 414) (Q 415) and (Q ₄₁₆ ) (Q ₄₁₇ ), a C ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkenyl group, a C ₁ -C ₁₀ heterocycloalkene group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ aryl come T, C ₁ -C ₆₀ A heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group; And

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

L ₄₀₁ is an organic ligand;

xc1 is 1, 2 or 3;

xc2 is 0, 1, 2 or 3;

The descriptions of Q ₄₀₁ to Q ₄₀₇ , Q ₄₁₁ to Q _417, and Q ₄₂₁ to Q ₄₂₇ refer to the description of Q ₁ , respectively.

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

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

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

는 서로 동일하거나 상이할 수 있다. 상기 화학식 401 중 xc1이 2 이상일 경우, A₄₀₁ 및 A₄₀₂는 각각 이웃하는 다른 리간드의 A₄₀₁ 및 A₄₀₂와 각각 직접(directly) 또는 연결기(예를 들면, C₁-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 of Formula 401

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

The phosphorescent dopant may include, but is not limited to, at least one of the following compounds PD1 to PD74:

Alternatively, the phosphorescent dopant may comprise the following PtOEP:

The fluorescent dopant may comprise at least one of the following DPVBi, DPAVBi, TBPe, DCM, DCJTB, Coumarin 6 and C545T:

Alternatively, the fluorescent dopant may include a compound represented by the following formula (501):

<Formula 501>

In the above formula (501)

Ar ₅₀₁ is a naphthalene, heptalene, fluorenene, spiro-fluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene ), Fluoranthene, triphenylene, pyrene, chrysene, naphthacene, picene, perylene, pentaphene, Or indenoanthracene; or

Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, A salt thereof, a C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group, a C ₁ -C ₆₀ alkoxy group, a C ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocycloalkyl group , C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ aryl come T, C ₁ -C ₆₀ hetero aryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic group and the condensed polycyclic _{-Si (Q 501) (Q 502} ) (Q 503) ( Q ₅₀₁ to Q ₅₀₃ are the independently from each other, Heptalene, fluorene substituted with at least one selected from hydrogen, a C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₆ -C ₆₀ aryl group and a C ₁ -C ₆₀ heteroaryl group, , Spiro-fluorene, benzofuran Oren, dibenzo fluorene, page nalren, phenanthrene, anthracene, fluoranthene, triphenylene, pyrene, Cry Sen, naphthacene, pisen, perylene, penta pen or indeno anthracene; Lt; / RTI &gt;

The descriptions of L ₅₀₁ to L ₅₀₃ refer to the description of L ₂₀₁ in the present specification, respectively;

R ₅₀₁ and R ₅₀₂ , independently of each other,

A phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, a klychenyl group, a pyridinyl group, , A pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazole group, a triazinyl group, a dibenzofuranyl group or a dibenzothiophenyl group; or

Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, a salt thereof, C ₁ -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spy-fluorenyl group, a fluorenyl group benzo, dibenzo-fluorenyl group, a phenanthrenyl group, anthracenyl A quinolinyl group, a quinazolinyl group, a carbazolyl group, a triazinyl group, a pyrazinyl group, a pyridazinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, A phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group which is substituted with at least one member selected from a phenyl group, , Anthracenyl group, pyrenyl group, chrysenyl group, pyridyl group A pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a triazinyl group or a dibenzofuryl group or a dibenzothiophenyl group ; ego;

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 be represented by at least one of the following compounds FD1 to FD9:

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

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

Next, an electron transporting region 170 may be disposed above the light emitting layer 150.

The electron transport region 170 may include at least one of a charge control layer, an electron transport layer (ETL), and an electron injection layer, but is not limited thereto.

For example, the electron transporting region may have a structure of an electron transporting layer / electron injecting layer or a charge control layer / electron transporting layer / electron injecting layer sequentially stacked from the light emitting layer, but the present invention is not limited thereto.

The charge control layer, the electron transport layer, and the electron injection layer formation method refer to the hole injection layer formation method.

The electron transporting layer may include at least one of a compound represented by the following formula (601) and a compound represented by the following formula (602).

<Formula 601>

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

In the above formula (601)

Ar ₆₀₁

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

Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, A salt thereof, a C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group, a C ₁ -C ₆₀ alkoxy group, a C ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocycloalkyl group , C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ aryl come T, C ₁ -C ₆₀ hetero aryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic group and the condensed polycyclic _{-Si (Q 301) (Q 302} ) (Q 303) ( Q ₃₀₁ to Q ₃₀₃ are the independently from each other, Heptalene, fluorene, spiro, 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) Fluoro, benzofluorene, di Division fluorene, page nalren, phenanthrene, anthracene, fluoranthene, triphenylene, pyrene, Cry Sen, naphthacene, pisen, perylene, penta pen and indeno anthracene; ;

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

E ₆₀₁ ,

A pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, isoxazolyl, isoxazolyl, pyridinyl, pyrimidinyl, pyridazinyl, indolyl, indazolyl, purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenazinyl group, a benzoimidazolyl group, a benzofuranyl group (ben and examples thereof include benzofuranyl, benzofuranyl, benzofuranyl, benzofuranyl, zofuranyl, benzothiophenyl, isobenzothiazolyl, benzooxazolyl, isobenzooxazolyl, triazolyl, tetrazolyl, An oxadiazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, A pyrimidinyl group; And

Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, a salt thereof, C ₁ -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy group, a phenyl group, a pen Frontale group, an indenyl group, a naphthyl group, an azulenyl group, a heptyl group Frontale, indazol hexenyl group, an acetoxy-naphthyl group, a fluorenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenyl group, a thienyl group, A thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, a pyrazolyl group, a pyrazolyl group, a pyrazolyl group, a pyrazolyl group, a pyrazolyl group, a pyrazolyl group, A thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, A pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, A phenanthrolinyl group, a phenanthryl group, a benzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazole group, a benzofuranyl group, A thiazolyl group, a thiazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridyl group, A thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group substituted with at least one of an imidazopyrimidinyl group, , A pyrazinyl group, a pyrimidinyl group A pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, A phenanthrolinyl group, a phenanthryl group, a benzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, a benzothiazolyl group, , Isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl And an imidazopyrimidinyl group; ;

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)

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

The descriptions of L ₆₁₁ to L ₆₁₆ each refer to the description of L ₁ in this specification;

R ₆₁₁ to R ₆₁₆ , independently of each other,

A phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, a klychenyl group, a pyridinyl group, , A pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group and a triazinyl group; And

Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, A C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, an azulenyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, A pyridinyl group, a pyridinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, A phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, and a pyrenyl group which are substituted with at least one of , A krycenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, Group possess group, a quinolinyl group, an isoquinolinium group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl and possess triazole; ;

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 at least one of the BCP, Bphen and to Alq _3, Balq, TAZ and NTAZ.

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

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

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

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

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

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

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

The second electrode 190 is disposed above the electron transporting region 170 as described above. The second electrode 190 may be a cathode, which is an electron injection electrode. At this time, the material for the second electrode 190 may be a metal, an alloy, an electrically conductive compound having a low work function, Can be used. Specific examples of the material for the second electrode 190 include Li, Mg, Al, Al-Li, Ca, Mg-In, , Magnesium-silver (Mg-Ag), and the like. Alternatively, ITO or IZO may be used as the material for the second electrode 190. The second electrode 190 may be a transflective electrode or a transmissive electrode.

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

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

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

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

In the present specification, a C ₂ -C ₆₀ alkynyl group means a hydrocarbon group containing at least one carbon-carbon triple bond at the middle or end of the C ₂ -C ₆₀ alkyl group, and specific examples thereof include ethynyl, propynyl, and the like. In the present specification, the C ₂ -C ₆₀ alkynylene group means a divalent group having the same structure as the C ₂ -C ₆₀ alkynyl group.

In the present specification, the C ₃ -C ₁₀ cycloalkyl group means a monovalent saturated hydrocarbon monocyclic group having 3 to 10 carbon atoms, and specific examples thereof include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cyclo Heptyl group and the like. The C ₃ -C ₁₀ cycloalkylene group of the specification and the second having the same structure as the above C ₃ -C ₁₀ cycloalkyl group means a group.

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

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

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

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

As used herein, a C ₁ -C ₆₀ heteroaryl group means a monovalent group having at least one heteroatom selected from N, O, P and S as a ring-forming atom and having a carbocyclic aromatic system having from 1 to 60 carbon atoms And a C ₁ -C ₆₀ heteroarylene group means a divalent group having at least one heteroatom selected from N, O, P and S as a ring-forming atom and having a carbocyclic aromatic system having 1 to 60 carbon atoms do. Specific examples of the C ₁ -C ₆₀ heteroaryl group include a pyridinyl group, a pyrimidinyl group, a pyrazinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group and the like. When the C ₁ -C ₆₀ heteroaryl group and the C ₁ -C ₆₀ heteroarylene group include two or more rings, two or more rings may be fused together.

In the present specification, the C ₆ -C ₆₀ aryloxy group indicates -OA ₁₀₂ (wherein A ₁₀₂ is the C ₆ -C ₆₀ aryl group), the C ₆ -C ₆₀ arylthio is -SA ₁₀₃ , And A ₁₀₃ is the above-mentioned C ₆ -C ₆₀ aryl device).

In the present specification, a monovalent non-aromatic condensed polycyclic group is a monovalent aromatic condensed polycyclic group in which two or more rings are condensed with each other and contain only carbon as a ring-forming atom and the whole molecule is non-aromatic. (E. G., Having from 8 to 60 carbon atoms). Examples of the monovalent non-aromatic condensed polycyclic group include a fluorenyl group and the like. In the present specification, the divalent non-aromatic condensed polycyclic group means a divalent group having the same structure as the monovalent non-aromatic condensed polycyclic group.

In the present specification, a monovalent non-aromatic condensed heteropolycyclic group is a monovalent aromatic condensed heteropolycyclic group in which two or more rings are condensed with each other and contain heteroatoms selected from N, O, P and S in addition to carbon as a ring- , And the whole molecule is a monovalent group (for example, having 2 to 60 carbon atoms) having non-aromacity. The monovalent non-aromatic heterocyclic polycyclic group includes a carbazolyl group and the like. In the present specification, the divalent non-aromatic heterocyclic polycyclic group means a divalent group having the same structure as the monovalent non-aromatic heterocyclic polycyclic group.

In the present specification, a substituted C ₆ -C ₂₀ aromatic ring, a substituted C ₃ -C ₁₀ cycloalkylene group, a substituted C ₁ -C ₁₀ heterocycloalkylene group, a substituted C ₃ -C ₁₀ cycloalkenylene group, a substituted Substituted C ₁ -C ₁₀ heterocycloalkylene groups, substituted C ₆ -C ₆₀ arylene groups, substituted C ₁ -C ₆₀ heteroarylene groups, substituted divalent non-aromatic condensed polycyclic groups, substituted divalent non- An aromatic heterocyclic polycyclic group, a substituted C ₁ -C ₆₀ alkyl group, a substituted C ₂ -C ₆₀ alkenyl group, a substituted C ₂ -C ₆₀ alkynyl group, a substituted C ₁ -C ₆₀ alkoxy group, a substituted C ₃ -C ₆₀ alkoxy group, C ₁₀ cycloalkyl group, a substituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted C ₃ -C ₁₀ cycloalkenyl group, a substituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted C ₆ -C ₆₀ aryl group, a substituted a C ₆ -C ₆₀ aryloxy group, a substituted C ₆ -C ₆₀ arylthio group, a substituted C ₁ -C ₆₀ heteroaryl group, a substituted a non-aromatic condensed polycyclic groups, and substituted monovalent non-aromatic Heterocondensation At least one of substituents of ring group,

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

Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, a salt thereof, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ - C ₆₀ aryloxy group (aryloxy), C ₆ -C ₆₀ arylthio group (arylthio), C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic condensed polycyclic group, - _{Si (Q 11) (Q 12} ) (Q 13), -B (Q 14) (Q 15) and of at least one substituted, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl group and a C ₁ -C ₆₀ alkoxy group;

C ₃ -C ₁₀ cycloalkyl, C ₁ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ cycloalkenyl, C ₁ -C ₁₀ heterocycloalkenyl, C ₆ -C ₆₀ aryl, C ₆ -C ₆₀ aryl A C ₆ -C ₆₀ arylthio group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group;

Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, A salt thereof, a C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group, a C ₁ -C ₆₀ alkoxy group, a C ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocycloalkyl group , C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ aryl come T, C ₁ -C ₆₀ hetero aryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic condensed polycyclic _{group, -Si (Q 21) (Q} 22) (Q 23), -B (Q 24) (Q 25) and C ₁ -C ₁₀ cycloalkyl, C ₁ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ cycloalkenyl, C ₁ -C ₁₀ heterocycloalkenyl, C ₆ -C ₆₀ aryl, A C ₆ -C ₆₀ aryloxy group, a C ₆ -C ₆₀ arylthio group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non- Aromatic condensed polycyclic groups and monovalent non-aromatic heterocyclic polycyclic groups; And

_{-Si (Q 31) (Q 32} ) (Q 33) and _{-B (Q 34) (Q 35} ); ;

Each of Q ₁ to Q ₅ , Q ₁₁ to Q ₁₅ , Q ₂₁ to Q ₂₅ and Q ₃₁ to Q ₃₅ independently of one another is hydrogen, deuterium, -F, -Cl, -Br, -I, A sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone 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 heteroaryl cycloalkenyl A C ₆ -C ₆₀ aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, and a monovalent non-aromatic heterocyclic polycyclic group.

In the present 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.

Hereinafter, an organic light emitting device according to an embodiment of the present invention will be described in more detail by way of example.

[Example]

Example 1

An ITO glass substrate (manufactured by Corning) on which an ITO layer having a thickness of 15 Ω / cm ² (1200 Å) was formed as an anode was cut into a size of 50 mm × 50 mm × 0.7 mm and ultrasonically cleaned with isopropyl alcohol and pure water for 5 minutes After cleaning, the substrate was irradiated with ultraviolet rays for 30 minutes, exposed to ozone to be cleaned, and the ITO glass substrate was placed in a vacuum deposition apparatus.

2-TNATA (4,4 ', 4 "-tris (N- (2-naphthyl) -N-phenylamino) -triphenylamine was deposited on the ITO to form a hole injection layer having a thickness of 600 Å. Compound 105 was deposited on the hole injection layer to form a hole transport layer having a thickness of 300 Å. Then, Compound 1 was deposited on the hole transport layer to form a hole transport layer having a thickness of 50 Å to form a hole transport region.

The hole PD2 (F ₂ Irpic) of the conveying region and the dopant the host CBP to 95: 5, a light emitting layer of 20nm thickness was formed by co-deposited at a weight ratio of.

Compound ET1 was vacuum deposited on the light emitting layer to form an electron transporting layer having a thickness of 300 A and LiF was deposited on the electron transporting layer to form an electron transporting region having a thickness of 10 A to form an electron transporting region.

Al was vacuum-deposited on the electron transport region to form a cathode having a thickness of 3000 Å, thereby manufacturing an organic light emitting device.

Examples 2 to 4 and Comparative Examples 1 to 4

An organic light emitting device was fabricated in the same manner as in Example 1 except that the materials described in Table 1 were used instead of the compound 105 and the compound 1 as the hole transporting layer material and the hole transporting layer material, respectively.

Evaluation example 1

The driving voltage, luminance and efficiency of the organic light emitting devices fabricated in Examples 1 to 4 and Comparative Examples 1 to 4 were measured using a Keithley SMU 236 and a luminance meter PR650, and the results are shown in Table 1.

Hole transport region Driving voltage
(V) Luminance
(cd / m ² ) efficiency
(cd / A) Hole transport layer Hole assist layer Example 1 Compound 105 Compound 1 3.5 787 7.2 Example 2 Compound 105 Compound 3 3.8 828 8.1 Example 3 Compound 105 Compound 7 3.6 929 9.1 Example 4 Compound 105 Compound 9 3.7 786 7.7 Comparative Example 1 TPD Compound 1 6.2 669 6.7 Comparative Example 2 Compound 105 NPB 5.3 549 5.4 Comparative Example 3 TPD Compound 3 4.8 523 5.1 Comparative Example 4 TPD NPB 4.7 457 4.8

<Compound 105> <TPD>

&Lt; Compound 1 > < Compound 3 >

&Lt; Compound 7 > < Compound 9 >

<NPB>

From Table 1, it can be seen that the organic light emitting devices of Examples 1 to 4 have lower driving voltage, higher brightness and higher efficiency than the organic light emitting devices of Comparative Examples 1 to 4.

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

Claims (20)

A first electrode;
A second electrode facing the first electrode;
A light emitting layer interposed between the first electrode and the second electrode; And
And a hole transporting region interposed between the first electrode and the light emitting layer,
Wherein the hole transporting region comprises a first compound represented by the following Formula 1A and a second compound represented by the following Formula 1B:
&Lt;

&Lt; Formula 1B &gt;

&Lt; Formula 10 &gt;

Of the above formulas (1A), (1B) and (10)
X ₁ is _{N- (L 4) a4 - (} Ar 1) is selected from _b1, O and S;
X ₁₁ is selected from N, B and P;
A is a substituted or unsubstituted C ₆ -C ₂₀ aromatic ring;
L ₁ to L ₄ , L ₁₁ to L ₁₃ , L ₂₁ , L ₃₁ and L ₃₂ independently represent a substituted or unsubstituted C ₃ -C ₁₀ cycloalkylene group, a substituted or unsubstituted C ₁ -C ₁₀ hetero Substituted or unsubstituted C ₃ -C ₁₀ cycloalkenylene groups, substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenylene groups, substituted or unsubstituted C ₆ -C ₆₀ arylene groups, substituted or unsubstituted C ₃ -C ₁₀ cycloalkenylene groups, unsubstituted C ₁ -C ₆₀ heteroaryl group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group (substituted or unsubstituted divalent non-aromatic condensed polycyclic group) and a substituted or unsubstituted divalent non-aromatic hydrocarbon ring condensed A substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group;
a1 to a4, a11 to a13, a21, a31 and a32 are each independently selected from the integers of 0 to 3,
Ar ₁ , Ar ₁₁ , Ar ₂₁ , Ar ₃₁ and Ar ₃₂ independently represent a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl, A substituted or unsubstituted monovalent non-aromatic condensed polycyclic group and a substituted or unsubstituted monovalent non-aromatic heterocyclic polycyclic group;
b1, b11, b21, b31 and b32 are independently selected from integers of 1 to 5,
Ar ₃₁ and Ar ₃₂ may optionally be connected to each other to form a saturated or unsaturated ring,
R ₁ to R ₄ and R ₁₁ to R ₁₆ independently represent a group represented by the formula 10, hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, A substituted or unsubstituted C ₁ -C ₆₀ alkyl group, a substituted or unsubstituted C ₂ -C 8 alkoxy group, a substituted or unsubstituted C ₁ -C ₆ alkoxy group, a substituted or unsubstituted C ₁ -C ₆ alkoxy group, ₆₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, a substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₂ A substituted or unsubstituted C ₃ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₂ -C ₁₀ heterocycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted Or an unsubstituted C ₆ -C ₆₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₆₀ arylthio group, a substituted or unsubstituted C ₁ -C ₆₀ hetero (Q ₁ ) (Q ₂ ) (Q ₃ ) and -B (Q ₂ ) (Q ₂ ), wherein R 1 is a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent heterocyclic polycyclic group, Q ₄ ) (Q ₅ );
c1, c11 and c13 are independently selected from the integers from 1 to 4, c2, c12 and c14 are independently selected from integers from 1 to 3, c3 and c4 are independently of each other 1 to 5 Selected from integers;
When c1 is 2 or more, two of R ₁ may be optionally connected to each other to form a saturated or unsaturated ring, and when c2 is 2 or more, _two of R ₂ are optionally connected to each other Two of R &lt; ₃ &gt; may optionally be connected to each other to form a saturated or unsaturated ring when c3 is 2 or more, and two of R &lt; ₄ &gt; To form a saturated or unsaturated ring;
The substituted C ₆ -C ₂₀ aromatic ring, the substituted C ₃ -C ₁₀ cycloalkylene group, the substituted C ₁ -C ₁₀ heterocycloalkylene group, the substituted C ₃ -C ₁₀ cycloalkenylene group, the substituted C ₁ -C ₁₀ cycloalkylene group, -C ₁₀ heterocycloalkyl alkenylene group, substituted C ₆ -C ₆₀ aryl group, a substituted C ₁ -C ₆₀ heteroaryl group, a substituted divalent non-aromatic condensed polycyclic group, a substituted divalent non-aromatic hydrocarbon ring condensed A substituted C ₁ -C ₆₀ alkyl group, a substituted C ₂ -C ₆₀ alkenyl group, a substituted C ₂ -C ₆₀ alkynyl group, a substituted C ₁ -C ₆₀ alkoxy group, a substituted C ₃ -C ₁₀ cyclo alkyl, substituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted C ₃ -C ₁₀ cycloalkenyl group, a substituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted C ₆ -C ₆₀ aryl, 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 a non-aromatic condensed polycyclic groups, and substituted monovalent non-aromatic heterocyclic fused polycyclic group Lt; RTI ID = 0.0 &gt;
Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, A salt thereof, a C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group and a C ₁ -C ₆₀ alkoxy group;
Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, A C ₃ -C ₁₀ cycloalkyl group, a C ₂ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkenyl group, a C ₂ -C ₁₀ heterocycloalkenyl group, a C ₆ -C ₆₀ aryl group, a C ₆ -C ₁₀ heterocycloalkyl group, C ₆₀ aryloxy group (aryloxy), C ₆ -C ₆₀ arylthio group (arylthio), C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic condensed polycyclic group, - _{Si (Q 11) (Q 12} ) (Q 13) and _{-B (Q 14) (Q 15} ) of the at least one substituted, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ An alkynyl group and a C ₁ -C ₆₀ alkoxy group;
C ₃ -C ₁₀ cycloalkyl, C ₁ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ cycloalkenyl, C ₁ -C ₁₀ heterocycloalkenyl, C ₆ -C ₆₀ aryl, C ₆ -C ₆₀ aryl A C ₆ -C ₆₀ arylthio group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group;
Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, A salt thereof, a C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group, a C ₁ -C ₆₀ alkoxy group, a C ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocycloalkyl group , C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ aryl come T, C ₁ -C of aromatic heterocyclic condensed polycyclic _{group, -Si (Q 21) (Q} 22) (Q 23) and _{-B (Q 24) (Q 25} ) - 60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non- the at least one substituted, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ aryl come T, C ₁ -C ₆₀ heteroaryl group, a monovalent non- Hyangjok condensed polycyclic group, and 1 is a non-aromatic heterocyclic condensed polycyclic _{group, -Si (Q 31) (Q} 32) (Q 33) and _{-B (Q 34) (Q 35} ); ;
Wherein Q ₁ to Q ₅ , Q ₁₁ to Q ₁₅ , Q ₂₁ to Q ₂₅ and Q ₃₁ to Q ₃₅ are each independently selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, C ₁ -C ₆₀ alkyl group, C ₂ -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkenyl group, C ₁ -C ₆ alkenyl group, C ₁ -C ₆ alkenyl group, C ₁ -C ₆ alkenyl group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, C ₂ -C ₁₀ 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 , A C ₆ -C ₆₀ aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, and a monovalent non-aromatic heterocyclic polycyclic group. The method according to claim 1,
In Formula 1A, A represents a substituted or unsubstituted benzene, a substituted or unsubstituted naphthalene, a substituted or unsubstituted anthracene, a substituted or unsubstituted pyrene, a substituted or unsubstituted phenanthrene, And substituted or unsubstituted triphenylene. The method according to claim 1,
In Formula 1A, A is selected from the group consisting of the following formulas (2-1) to (2-19).

Among the above-mentioned formulas (2-1) to (2-19)
Z ₂₁ and Z ₂₂ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl, a cyano, a nitro, an amino, an amidino, a hydrazine, a hydrazone, A sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group , A dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, A thiazolyl group, a salinyl group, a quinazolinyl group, a carbazolyl group and a triazinyl group;
f1 is 1 or 2, f2 is selected from integers from 1 to 3, f3 is selected from integers from 1 to 4, f4 is selected from integers from 1 to 5, f5 is selected from integers from 1 to 7 ;
* And * are bonding sites with adjacent atoms, and * is a bonding site with L ₃ or X ₃ . The method according to claim 1,
L ₁ to L ₄ , L ₁₁ to L ₁₃ , L ₂₁ , L ₃₁ and L ₃₂ in the general formulas (IA), (1B) and (10) are independently selected from the group consisting of phenylene, pentalenylene, indenylene, naphthylene, azulenylene, heptalenylene, indacenylene, acenaphthylene, fluorenylene, spy, and the like. A phenanthrenylene group, a phenanthrenylene group, an anthracenylene group, a fluoranthenylene group, a phenanthrenylene group, a phenanthrene group, a phenanthrenylene group, an anthracenylene group, And examples thereof include triphenylenylene, pyrenylene, chrysenylene, naphthacenylene, picenylene, perylenylene, pentaphenylene, , Hexacenylene, pentacenylene, lu, And examples thereof include rubicenylene, coronenylene, ovalenyl, ovalenylene, pyrrolylene, thiophenylene, furanylene, imidazolylene, imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene, isooxazolylene, pyridinylene, pyrazinylene, and the like. and examples thereof include pyrazinylene, pyrimidinylene, pyridazinylene, isoindolylene, indolylene, indazolylene, purinylene, quinoline, A quinolinylene group, an isoquinolinylene group, a benzoquinolinylene group, a phthalazinylene group, a naphthyridinylene group, a quinoxalinylene group, a quinolinene group, Quinazolinylene, &lt; RTI ID = 0.0 &gt; a carbodiimide compound such as cinnolinylene, carbazolylene, phenanthridinylene, acridinylene, phenanthrolinylene, phenazinylene, benzoimidazolylene, , Benzofuranylene, benzothiophenylene, isobenzothiazolylene, benzooxazolylene, isobenzooxazolylene, triazolylene, triazolylene, and the like. Examples of the dibenzothiophenylene group include tetrazolylene group, oxadiazolylene group, triazinylene group, dibenzofuranylene group, dibenzothiophenylene group, benzocarbazolylene group, dibenzocarbazolylene group , Thiadiazolylene group, imidazopyridinylene group and imidazopyrimidinylene group; And
Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, a salt thereof, C ₁ -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, a cyclohexenyl group, a phenyl group, a pen Frontale group, an indenyl group, a naphthyl group , An azulenyl group, an heptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, A perylene group, a perylene group, a perylene group, a perylene group, a perylene group, a perylene group, a perylene group, a perylene group, An ovalenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, A pyridinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an isothiazolyl group, an isothiazolyl group, an isoxazolyl group, an isoxazolyl group, A phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, A benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, A phenylene group, a pentalenylene group, a dicyclopentadienyl group, an imidazopyridinyl group and an imidazopyrimidinyl group substituted with at least one of dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, thiadiazolyl, imidazopyridinyl, An indenylene group, a naphthylene group, A phenylene group, a phenanthrene group, a phenanthrene group, a phenanthrene group, a phenanthrene group, a phenanthrene group, a phenanthrene group, a phenanthrene group, a phenanthrene group, , Anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group, chrysenylene group, naphthacenylene group, picenylene group, perilrenylene group, pentaphenylene group, hexacenylene group, A thiophenylene group, an imidazolyl group, a pyrazolylene group, a thiazolylene group, an isothiazolylene group, an oxazolylene group, an isoxazolyl group, an isoxazolyl group, , A pyridinyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolylene group, an indolylene group, an indazololylene group, a pyrinylene group, a quinolinylene group, an isoquinolinylene group, Naphthylene group, naphthylene group, naphthylene group, A phenanthrenyl group, a phenanthryl group, a benzoimidazolyl group, a benzoimidazolyl group, a benzoimidazolyl group, a benzoimidazolyl group, a benzoimidazolyl group, a benzoimidazolyl group, , A benzothiophenylene group, an isobenzothiazolylene group, a benzooxazolylene group, an isobenzoxazoloylene group, a triazolylene group, a tetrazolylene group, an oxadiazoloylene group, a triazienylene group, a dibenzofuranylene group, a dibenzothiophenyl A thiadiazolylene group, an imidazopyridinylene group, and an imidazopyrimidinylene group; and a heterocyclic group such as a carbamoyl group, &Lt; / RTI &gt; The method according to claim 1,
L ₁ to L ₄ , L ₁₁ to L ₁₃ , L ₂₁ , L ₃₁ and L ₃₂ in the above formulas (IA), (1B) and (10) are independently selected from the group represented by the following formulas Organic light emitting element:

Of the above-mentioned formulas (3-1) to (3-42)
Y ₁ is O, S, C (Z ₃ ) (Z ₄ ), N (Z ₅ ) or Si (Z ₆ ) (Z ₇ );
Z ₁ to Z ₇ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, A sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group , A dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, A carbazolyl group, a quinazolinyl group, a carbazolyl group and a triazinyl group,
d2 is 1 or 2,
d3 is selected from integers from 1 to 3,
d4 is selected from integers from 1 to 4,
d5 is selected from an integer of 1 to 5,
d6 is selected from integers from 1 to 6,
d8 is selected from integers from 1 to 8,
* And * are binding sites with neighboring atoms. The method according to claim 1,
L ₁ to L ₄ , L ₁₁ to L ₁₃ , L ₂₁ , L ₃₁ and L ₃₂ in the above formulas (IA), (1B) and (10) are independently selected from the group represented by the following formulas Organic light emitting element:

In the above formulas (4-1) to (4-36), * and * are binding sites with neighboring atoms. The method according to claim 1,
A1 to a4, a12, a13, a21, a31 and a32 are independently 0 or 1,
and a11 is 1 or 2. The method according to claim 1,
Ar ₁ , Ar ₁₁ , Ar ₂₁ , Ar ₃₁ and Ar ₃₂ in the above formulas (IA), (IB) and (10)
A phenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptenyl group, an indacenyl group, an acenaphthyl group, ), A fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, Examples of the substituent include fluoranthenyl, triphenylenyl, pyrenyl, chrysenyl, naphthacenyl, picenyl, perylenyl, pentaerythritol, A substituted or unsubstituted heteroaromatic group such as pentaphenyl, hexacenyl, pentacenyl, rubicenyl, coronenyl, ovalenyl, pyrrolyl, thiophenyl, ), Furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, thiazolyl, isoxazolyl, isoxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, isoxazolyl, isoxazolyl, isoxazolyl, isoxazolyl, isoindolyl group, indolyl group, indazolyl group, purinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, a phthalazinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthridinyl group, an acridinyl group a benzoimidazolyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoimidazolyl group, Benzooxazolyl, isobenzooxazolyl, isobenzoxazolyl, Triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, benzocarbazolyl group, dibenzocarbazolyl group, thiadiazolyl group, imidazopyridinyl group And an imidazopyrimidinyl group; And
Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, a salt thereof, C ₁ -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclopentenyl group, a cyclohexenyl group, a phenyl group, a pen Frontale group, an indenyl group, a naphthyl group , An azulenyl group, an heptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, , A fluorenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, An ovalenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, a thiazole A pyridinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an isothiazolyl group, an isoxazolyl group, an isoxazolyl group, an isoxazolyl group, A phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, A benzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ) and -B (Q ₃₄ ) (Q (Q ₃₁ )) are more preferable because they have a higher affinity to the above- ₃₅₎ of at least one substituted phenyl group, a pen Frontale group, an indenyl group, a naphthyl group, an azulenyl group, a heptyl Frontale A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a trianthracenyl group, a phenanthryl group, a phenanthryl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, A perylene group, a pentenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a coronenyl group, an ovalenyl group, a pyrrolyl group, a pyrrolyl group, a pyrrolyl group, a pyrenyl group, a chrysenyl group, a naphthacenyl group, A thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, A heterocyclic group, a quinazolinyl group, a quinazolinyl group, a carbazolyl group, an imidazolyl group, an imidazolyl group, an indolyl group, a pyridyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, , A phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl A benzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, A carbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group, an imidazopyridinyl group and an imidazopyrimidinyl group; &Lt; / RTI &gt;
Q ₃₁ to Q ₃₅ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, Or a salt thereof, a carboxylic acid or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, Anthracenyl group, pyrenyl group, chrysenyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, isoquinolinyl group, A quinazolinyl group, a quinazolinyl group, a carbazolyl group and a triazinyl group; &Lt; / RTI &gt; The method according to claim 1,
Wherein Ar ₁ , Ar ₁₁ , Ar ₂₁ , Ar ₃₁ and Ar ₃₂ are independently selected from the group consisting of the following formulas (5-1) to (5-81).

Among the above-mentioned formulas (5-1) to (5-81)
Y ₁₁ is O, S, C (Z ₁₃ ) (Z ₁₄ ), N (Z ₁₅ ) or Si (Z ₁₆ ) (Z ₁₇ );
Z ₁₁ to Z ₁₇ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl, a cyano, a nitro, an amino, an amidino, a hydrazine, a hydrazone, A sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group , A dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, salicylate group, selected from quinazolinyl group, a carbazole group, a triazinyl group, a biphenyl group, a terphenyl _{group, -Si (Q 31) (Q} 32) (Q 33) and _{-N (Q 34) (Q 35} ),
Q ₃₁ to Q ₃₅ independently represent a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, and a naphthyl group; &Lt; / RTI &gt;
e2 is 1 or 2,
e3 is selected from integers from 1 to 3,
e4 is selected from integers from 1 to 4,
e5 is selected from integers from 1 to 5,
e6 is selected from integers from 1 to 6,
e7 is selected from integers from 1 to 7,
e9 is selected from integers from 1 to 9,
* Is the binding site with neighboring atoms. The method according to claim 1,
Wherein Ar ₁ , Ar ₁₁ , Ar ₂₁ , Ar ₃₁ and Ar ₃₂ are independently selected from the group consisting of the following formulas (6-1) to (6-158):

In the above formulas (6-1) to (6-158), * denotes a bonding site with neighboring atoms. The method according to claim 1,
R ₁ to R ₄ and R ₁₁ to R ₁₆ in the above general formulas (IA) and (IB) independently represent a group represented by the general formula (10), hydrogen, deuterium, -F, -Cl, -Br, -I, , A cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C ₁ -C ₂₀ alkyl group and a C ₁ -C ₂₀ alkoxy group ;
A phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a triphenylrenyl group, a pyrenyl group, , A thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, An isoquinolyl group, an isoquinolyl group, an isoquinolyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a benzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, A benzoxazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, an imidazopyridinyl group, and an imidazopyrimidinyl group;
Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, A salt thereof, a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, A thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, an isoxazolyl group, an isoxazolyl group, A pyridinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a benzoimidazolyl group, A benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, isobenzoxazole Group, an oxadiazole group, a triazinyl group, a dibenzo furanoid group, a dibenzo thiophenyl group, imidazole jopi piperidinyl group, at least one of the imidazo pyrimidinyl group and a _{-Si (Q 31) (Q 32} ) (Q 33) A substituted or unsubstituted phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl 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 A quinolinyl group, a quinolyl group, a quinolinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a benzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, Diazo, isobenzoxazolyl, oxadiazolyl, triazinyl A dibenzofuranyl group, a dibenzothiophenyl group, an imidazopyridinyl group, and an imidazopyrimidinyl group; And
_{-Si (Q 1) (Q 2} ) (Q 3); &Lt; / RTI &gt;
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. The method according to claim 1,
R ₁ to R ₄ and R ₁₁ to R ₁₆ in the above general formulas (IA) and (IB) independently represent a group represented by the general formula (10), hydrogen, deuterium, -F, -Cl, -Br, -I, , A cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C ₁ -C ₁₀ alkyl group and a C ₁ -C ₁₀ alkoxy group ;
A phenyl group, a naphthyl group, a pyridinyl group, a pyrimidinyl group and a triazinyl group;
Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ) (wherein Q ₁ is a group selected from the group consisting of a halogen atom, a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a pyridinyl group, a pyrimidinyl group, A phenyl group, a naphthyl group, a pyridinyl group, a pyrimidinyl group and a triazinyl group substituted with at least one group; And
_{-Si (Q 1) (Q 2} ) (Q 3); &Lt; / RTI &gt;
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. The method according to claim 1,
R ₁ to R ₄ and R ₁₁ to R ₁₆ in the above general formulas (IA) and (IB) independently represent a group represented by the general formula (10), hydrogen, deuterium, -F, -Cl, -Br, -I, , A C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, , -Si (Q ₁ ) (Q ₂ ) (Q ₃ ), and a group represented by the following formula (7-1) to a formula (7-16)
Wherein Q ₁ to Q ₃ are independently selected from the group consisting of a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group and a naphthyl group;

Among the formulas (7-1) to (7-16)
Y ₃₁ is O, S, C (Z ₃₃ ) (Z ₃₄ ), N (Z ₃₅ ) or Si (Z ₃₆ ) (Z ₃₇ );
Z ₃₁ to Z ₃₇ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl, a cyano, a nitro, an amino, an amidino, a hydrazine, A sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group , A dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, A carbazolyl group, a quinazolinyl group, a carbazolyl group and a triazinyl group,
g3 is selected from integers from 1 to 3, g4 is selected from integers from 1 to 4, g5 is selected from integers from 1 to 5, g6 is selected from integers from 1 to 6, g7 is from 1 to 7 Is selected from integers, and * is a binding site with neighboring atoms. The method according to claim 1,
R ₁ to R ₄ and R ₁₁ to R ₁₆ in the above general formulas (IA) and (IB) independently represent a group represented by the general formula (10), hydrogen, deuterium, -F, -Cl, -Br, -I, , A C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, (Q ₁ ) (Q ₂ ) (Q ₃ ) and Q ₁ to Q ₃ are independently selected from the group consisting of C ₁ -C ₁₀ alkyl , A C ₁ -C ₁₀ alkoxy group, a phenyl group, and a naphthyl group.

In the general formulas (8-1) to (8-24), * denotes a bonding site with neighboring atoms. The method according to claim 1,
Wherein the group represented by the formula (10) is selected from the group consisting of the following formulas (10-1) and (10-2).

In the above formulas (10A) and (10B), Ar ₃₁ and Ar ₃₂ have the same _meanings as defined in claim 1,
Z ₄₁ and Z ₄₂ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, A sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group , A dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, salicylate group, selected from quinazolinyl group, a carbazole group, a triazinyl group and a _{-Si (Q 31) (Q 32} ) (Q 33),
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,
h1 is selected from integers from 0 to 4;
* Is the binding site with adjacent atoms. The method according to claim 1,
Wherein the first compound is represented by one of the following Chemical Formulas 1A-1 to 1A-4, and the second compound is represented by Chemical Formula 1B-1:
&Lt; Formula 1A-1 &

&Lt; Formula 1A-2 >

&Lt; Formula 1A-3 >

&Lt; Formula 1A-4 >

&Lt; Formula 1B-1 &

In Formula 1A-1 to 1A-4 and _{1B-1, X 1, X} 11, A, L 1 to L _3, L ₁₁ to L _13, L _21, a1 to a3, a11 to a13, a21, Ar ₁₁ , Ar _21, a description of b11, b21, R ₁ to R _4, R ₁₁ to R _16, c1 to c4, and c11 to c14 are the same as set forth in claim 5. The method according to claim 1,
Wherein the first compound is represented by one of the following Chemical Formulas 1A-1 (1) to 1A-4 (1), and the second compound is represented by Chemical Formula 1B-1 (1)
<Formula (1A-1)>

&Lt; General Formula (1A-2) >

&Lt; General Formula (1A-3) >

&Lt; General Formula (1A-4) >

&Lt; Formula 1B-1 (1) >

In the above formulas, X ₁ , X ₁₁ , L ₁₃ , L ₂₁ , a13, a21, Ar ₁₁ , Ar ₂₁ , b ₁₁ , b ₂₁ , R ₁ to R ₄ , R ₁₁ to R ₁₆ , c 1 to c ₄ , Is the same as that described in claim 1,
Z ₁ and Z ₂₁ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, A sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group , A dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, A thiazolyl group, a salinyl group, a quinazolinyl group, a carbazolyl group and a triazinyl group;
d4 is selected from an integer of 1 to 4, and f2 is selected from an integer of 1 to 3. The method according to claim 1,
Wherein the first compound is one of the following compounds 1 to 36 and the second compound is one of the following compounds 101 to 109:

The method according to claim 1,
Wherein the hole transporting region includes a hole transporting layer, and a hole assisting layer interposed between the hole transporting layer and the light emitting layer,
Wherein the first compound is contained in the hole-assist layer, and the second compound is contained in the hole-transporting layer. 20. The method of claim 19,
Wherein the hole-assist layer and the light-emitting layer are in direct contact with each other.

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