KR102566404B1 - Organometallic compound and organic light emitting device including the same - Google Patents

Abstract

Disclosed are an organometallic compound and an organic light emitting device including the organometallic compound.

Description

Organometallic compound and organic light emitting device including the same

An organometallic compound and an organic light emitting device including the same are presented.

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

According to one example, the organic light emitting device may include an anode, a cathode, and an organic layer interposed between the anode and the cathode and including an emission layer. A hole transport region may be provided between the anode and the light emitting layer, and an electron transport region may be provided between the light emitting layer and the cathode. Holes injected from the anode move to the light emitting layer via the hole transport region, and electrons injected from the cathode move to the light emitting layer via the electron transport region. The holes and electrons recombine in the light emitting layer region to generate excitons. As these excitons change from the excited state to the ground state, light is generated.

US Patent Publication US 2009-0123720 A1 (2009.05.14)

It is to provide a novel organometallic compound and an organic light emitting device employing the same.

According to one aspect, an organometallic compound represented by Formula 1 is provided:

<Formula 1>

M(L ₁ ) _n1 (L ₂ ) _n2

<Formula 2>

M in Formula 1 is iridium (Ir), platinum (Pt), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), tholium (Tm) And selected from rhodium (Rh),

In Formula 1, L ₁ is selected from ligands represented by Formula 2, n1 is 1, 2, or 3, and when n1 is 2 or more, two or more L _1s are the same as or different from each other;

In Formula 1, L ₂ is selected from monovalent organic ligands, divalent organic ligands, trivalent organic ligands, and tetravalent organic ligands, n2 is 0, 1, 2, 3, or 4, and when n2 is 2 or more, 2 or more L ₂ are the same as or different from each other;

In Formula 1, L ₁ and L ₂ are different from each other,

In Formula 2, CY ₁ is selected from i) 2 to 4 unsaturated 6-membered rings condensed with each other, ii) optionally, a condensed cyclic ring having 1 to 18 carbon atoms and having N as a ring-forming atom; ,

In Formula 2, R ₁ to R ₆ , R ₁₁ and R ₁₂ are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF ₅ , a hydroxyl group, a cyano group, a nitro group, Amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt thereof, sulfonic acid group or its salt thereof, phosphoric acid group or its salt thereof, substituted or unsubstituted C ₁ -C ₆₀ alkyl group, substituted or unsubstituted C ₂ - C ₆₀ alkenyl group, substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, A substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₆₀ arylthio group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, a substituted or unsubstituted monovalent group -Aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q ₁ )(Q ₂ )(Q ₃ ), -N(Q ₄ )(Q ₅ ), -B( Q ₆ ) (Q ₇ ) and -P (= O) (Q ₈ ) (Q ₉ ) selected from;

In Formula 2, b1, b2, b5, and b6 are each independently selected from integers of 0 to 4, and b5 + b6 is 1 or more;

In Formula 2, * and *' are binding sites with M in Formula 1,

The substituted C ₁ -C ₆₀ alkyl group, the substituted C ₂ -C ₆₀ alkenyl group, the substituted C ₂ -C ₆₀ alkynyl group, the substituted C ₁ -C ₆₀ alkoxy group, the substituted C ₃ -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 heterocycloalkenyl group, a substituted C ₆ -C ₆₀ aryl group, a substituted C ₆ -C ₆₀ aryloxy group, substituted C ₆ -C ₆₀ arylthio group, substituted C ₁ -C ₆₀ heteroaryl group, substituted monovalent non-aromatic condensed polycyclic group, and substituted monovalent non-aromatic hetero condensed polycyclic group At least one of the substituents,

Deuterium, -F, -Cl, -Br, -I, -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , a hydroxyl group, a cyano group, a nitro group, Amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt thereof, sulfonic acid group or its salt thereof, phosphoric acid group or its salt thereof, C ₁ -C ₆₀ Alkyl group, C ₂ -C ₆₀ Alkenyl group, C ₂ -C ₆₀ an alkynyl group and a C ₁ -C ₆₀ alkoxy group;

Deuterium, -F, -Cl, -Br, -I, -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , a hydroxyl group, a cyano group, a nitro group, Amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt thereof, sulfonic acid group or its salt thereof, phosphoric acid group or its salt thereof, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ - C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy group, C ₆ -C ₆₀ arylthio group, C ₁ -C ₆₀ heteroaryl group , monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic heterocondensed polycyclic group, -Si(Q ₁₁ )(Q ₁₂ )(Q ₁₃ ), -N(Q ₁₄ )(Q ₁₅ ), -B(Q ₁₆ )(Q ₁₇ ) and -P(=O)(Q ₁₈ )(Q ₁₉ ) Substituted with at least one selected from a C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group and a C ₁ -C ₆₀ alkoxy group;

C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryl an oxy group, 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 hetero condensed polycyclic group;

Deuterium, -F, -Cl, -Br, -I, -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , a hydroxyl group, a cyano group, a nitro group, Amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt thereof, sulfonic acid group or its salt thereof, phosphoric acid group or its salt thereof, C ₁ -C ₆₀ Alkyl group, C ₂ -C ₆₀ Alkenyl group, C ₂ -C ₆₀ Alkynyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heterocycloalkenyl group, C ₆ - C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy group, C ₆ -C ₆₀ arylthio group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic hetero condensed polycyclic group , -Si(Q ₂₁ )(Q ₂₂ )(Q ₂₃ ), -N(Q ₂₄ )(Q ₂₅ ), -B(Q ₂₆ )(Q ₂₇ ) and -P(=0)(Q ₂₈ )(Q ₂₉ ) substituted with at least one selected from, a C ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkenyl group, a C ₁ -C ₁₀ heterocycloalkenyl group, a C ₆ -C ₆₀ an aryl group, 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 group, and a monovalent non-aromatic hetero condensed polycyclic group; and

-Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ), -N(Q ₃₄ )(Q ₃₅ ), -B(Q ₃₆ )(Q ₃₇ ) and -P(=0)(Q ₃₈ )(Q ₃₉ );

is selected from;

Wherein Q ₁ to Q ₉ , Q ₁₁ to Q ₁₉ , Q ₂₁ to Q ₂₉ and Q ₃₁ to Q ₃₉ are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano No group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt thereof, sulfonic acid group or its salt thereof, phosphoric acid group or its salt thereof, substituted or unsubstituted C ₁ -C ₆₀ alkyl group, substituted or unsubstituted substituted C ₂ -C ₆₀ alkenyl group, substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, substituted Or an 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 heterocycloalkenyl group, a substituted or unsubstituted C ₆ - C ₆₀ aryl group, substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, substituted or unsubstituted C ₆ -C ₆₀ arylthio group, substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, substituted or unsubstituted It is selected from a cyclic monovalent non-aromatic condensed polycyclic group and a substituted or unsubstituted monovalent non-aromatic hetero condensed polycyclic group.

According to another aspect, the first electrode; a second electrode; and an organic layer interposed between the first electrode and the second electrode and including an emission layer, wherein the organic layer includes at least one organometallic compound represented by Chemical Formula 1.

The organometallic compound may be included in the light emitting layer.

The organometallic compound included in the emission layer serves as a dopant, and the emission layer may further include a host.

Since the organometallic compound has excellent electrical properties and thermal stability, an organic light emitting device employing the organometallic compound has excellent driving voltage, current efficiency, power and lifetime characteristics.

1 is a schematic cross-sectional view of an organic light emitting device according to an embodiment.

The organometallic compound is represented by Formula 1 below:

<Formula 1>

M(L ₁ ) _n1 (L ₂ ) _n2

M in Formula 1 is iridium (Ir), platinum (Pt), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), tholium (Tm) and rhodium (Rh).

For example, M in Formula 1 may be selected from iridium, platinum, osmium, and rhodium.

According to one embodiment, M in Formula 1 may be selected from iridium and platinum, but is not limited thereto.

In Formula 1, L ₁ is selected from ligands represented by Formula 2, n1 is 1, 2, or 3, and when n1 is 2 or more, two or more L ₁ may be the same as or different from each other.

<Formula 2>

In Formula 1, L ₂ is selected from monovalent organic ligands, divalent organic ligands, trivalent organic ligands, and tetravalent organic ligands, n2 is 0, 1, 2, 3, or 4, and when n2 is 2 or more, 2 or more L ₂ may be the same as or different from each other.

In Formula 1, L ₁ and L ₂ are different from each other.

For example, n1 in Formula 1 may be 1 or 2, but is not limited thereto.

As another example, the organometallic compound represented by Chemical Formula 1 may not have the form of a salt consisting of ion pairs and may be neutral.

According to one embodiment, M in Formula 1 is Ir, and n1 + n2 is 3; Alternatively, M is Pt, n1 + n2 is 2, and the organometallic compound represented by Chemical Formula 1 may be neutral.

In Formula 2, CY ₁ is selected from i) 2 to 4 unsaturated 6-membered rings condensed with each other, ii) optionally, a condensed cyclic ring having 1 to 18 carbon atoms and having N as a ring-forming atom. can

For example, CY ₁ in Formula 2 is naphthalene, phenanthrene, anthracene, triphenylene, pyrene, chrysene, naphthacene, tetraphene, tetracene, quinoline, isoquinoline, benzoquinoline, phthalazine, or naphthyl. It may be selected from ridine, quinoxaline, quinazoline, cinoline, phenanthridine, acridine, phenanthroline and phenazine.

According to an embodiment, CY ₁ in Formula 2 may be selected from naphthalene, phenanthrene, anthracene, triphenylene, pyrene, chrysene, naphthacene, tetraphene, and tetracene.

According to another embodiment, CY ₁ in Formula 2 may be triphenylene, but is not limited thereto.

In Formula 2, R ₁ to R ₆ , R ₁₁ and R ₁₂ are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF ₅ , a hydroxyl group, a cyano group, a nitro group, Amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt thereof, sulfonic acid group or its salt thereof, phosphoric acid group or its salt thereof, substituted or unsubstituted C ₁ -C ₆₀ alkyl group, substituted or unsubstituted C ₂ - C ₆₀ alkenyl group, substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, A substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₆₀ arylthio group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, a substituted or unsubstituted monovalent group -Aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q ₁ )(Q ₂ )(Q ₃ ), -N(Q ₄ )(Q ₅ ), -B( Q ₆ ) (Q ₇ ) and -P(=0) (Q ₈ ) (Q ₉ ).

For example, R ₁₁ and R ₁₂ in Formula 2 are independently of each other,

Hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof , a phosphoric acid group or a salt thereof, -SF ₅ , a C ₁ -C ₂₀ alkyl group and a C ₁ -C ₂₀ alkoxy group;

Deuterium, -F, -Cl, -Br, -I, -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , a hydroxyl group, a cyano group, a nitro group, Amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt thereof, sulfonic acid group or its salt thereof, phosphoric acid group or its salt thereof, C ₁ -C ₁₀ Alkyl group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclo Among the octyl group, adamantanyl group, norbornanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, pyridinyl group and pyrimidinyl group a C ₁ -C ₂₀ alkyl group and a C ₁ -C ₂₀ alkoxy group, substituted with at least one selected;

Cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, fluorenyl group, Phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazole Diyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indolyl group, indazolyl group, purinyl group, quinolinyl group, isoquinolinyl group, Benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazolyl group, phenanthrolinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzooxazolyl group, iso Benzoxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, imidazopyridinyl group and a polyzopyrimidinyl group;

Deuterium, -F, -Cl, -Br, -I, -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , a hydroxyl group, a cyano group, a nitro group, Amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt thereof, sulfonic acid group or its salt thereof, phosphoric acid group or its salt thereof, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, cyclopentyl group, cyclo Hexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthra Cenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrroyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group , Isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indolyl group, indazolyl group, purinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, Quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazolyl group, phenanthrolinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzooxazolyl group, isobenzooxazolyl group, Triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, imidazopyridinyl group and imidazopyrimidinyl group A cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantanyl group, a norbonanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, naph, substituted with at least one selected from ethyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thia Zolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indolyl group, indazolyl group, purinyl group, quinolinyl group , Isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazolyl group, phenanthrolinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, Benzooxazolyl group, isobenzooxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, imi a multizopyridinyl group and an imidazopyrimidinyl group; and

-B(Q ₆ )(Q ₇ ) and -P(=0)(Q ₈ )(Q ₉ );

is selected from

Q ₆ to Q ₉ are independently of each other,

-CH ₃ , -CD ₃ , -CD ₂ H, -CDH ₂ , -CH 2 CH ₃ , -CH ₂ CD ₃ , -CH ₂ CD ₂ H, -CH _{2 CDH 2} , -CHDCH ₃ , -CHDCD ₂ H , -CHDCDH ₂ , -CHDCD ₃ , -CD ₂ CD ₃ , -CD ₂ CD ₂ H and -CD ₂ CDH ₂ ;

n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naph til group; and

Substituted with at least one selected from heavy hydrogen, a C ₁ -C ₁₀ alkyl group and a phenyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naphthyl group;

can be selected from.

As another example, R ₁₁ and R ₁₂ in Formula 2 are independently of each other,

Hydrogen, heavy hydrogen, -F, cyano group, nitro group, -SF ₅ , methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n -Pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, n-hexyl group, isohexyl group, sec-hexyl group, tert-hexyl group, n-heptyl group, isoheptyl group, sec-heptyl group , tert-heptyl group, n-octyl group, isooctyl group, sec-octyl group, tert-octyl group, n-nonyl group, isononyl group, sec-nonyl group, tert-nonyl group, n-decyl group, isode Sil group, sec-decyl group, tert-decyl group, methoxy group, ethoxy group, propoxy group, butoxy group, pentoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norborna a yl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a naphthyl group, a pyridinyl group and a pyrimidinyl group;

Heavy hydrogen, -F, -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , cyano group, nitro group, C ₁ -C ₁₀ alkyl group, C ₁ -C ₁₀ alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, pyridi A methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, an n-pentyl group, iso, substituted with at least one selected from a yl group and a pyrimidinyl group. Pentyl group, sec-pentyl group, tert-pentyl group, n-hexyl group, isohexyl group, sec-hexyl group, tert-hexyl group, n-heptyl group, isoheptyl group, sec-heptyl group, tert-heptyl group , n-octyl group, isooctyl group, sec-octyl group, tert-octyl group, n-nonyl group, isononyl group, sec-nonyl group, tert-nonyl group, n-decyl group, isodecyl group, sec-decyl group Sil group, tert-decyl group, methoxy group, ethoxy group, propoxy group, butoxy group, pentoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbonanyl group, norbornenyl group , a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a naphthyl group, a pyridinyl group and a pyrimidinyl group; and

-B(Q ₆ )(Q ₇ ) and -P(=0)(Q ₈ )(Q ₉ );

is selected from

Q ₆ to Q ₉ are independently of each other;

-CH ₃ , -CD ₃ , -CD ₂ H, -CDH ₂ , -CH 2 CH ₃ , -CH ₂ CD ₃ , -CH ₂ CD ₂ H, -CH _{2 CDH 2} , -CHDCH ₃ , -CHDCD ₂ H , -CHDCDH ₂ , -CHDCD ₃ , -CD ₂ CD ₃ , -CD ₂ CD ₂ H and -CD ₂ CDH ₂ ;

n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naph til group; and

Substituted with at least one selected from heavy hydrogen, a C ₁ -C ₁₀ alkyl group and a phenyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naphthyl group;

can be selected from.

As another example, in Formula 2, R ₁ to R ₆ are independently of each other,

a C ₁ -C ₁₀ alkyl group, a phenyl group, and -Si(Q ₁ )(Q ₂ )(Q ₃ ); and

a C ₁ -C ₁₀ alkyl group and a phenyl group substituted with at least one selected from heavy hydrogen and a C ₁ -C ₁₀ alkyl group;

is selected from

The Q ₁ to Q ₃ are independently from each other,

-CH ₃ , -CD ₃ , -CD ₂ H, -CDH ₂ , -CH 2 CH ₃ , -CH ₂ CD ₃ , -CH ₂ CD ₂ H, -CH _{2 CDH 2} , -CHDCH ₃ , -CHDCD ₂ H , -CHDCDH ₂ , -CHDCD ₃ , -CD ₂ CD ₃ , -CD ₂ CD ₂ H and -CD ₂ CDH ₂ ;

n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naph til group; and

Substituted with at least one selected from heavy hydrogen, a C ₁ -C ₁₀ alkyl group and a phenyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naphthyl group;

can be selected from.

In Formula 2,

R ₁ to R ₃ are all the same;

R ₁ and R ₃ are identical to each other, and R ₂ is different from R ₁ ; or

R ₁ to R ₃ are all different from each other,

R ₄ to R ₆ are all the same;

R ₄ and R ₆ are identical to each other, and R ₅ is different from R ₄ ; or

Each of R ₄ to R ₆ may be different from each other.

According to one embodiment, R ₁₁ and R ₁₂ in Formula 2 are each independently selected from hydrogen, deuterium, -F, cyano group, nitro group, -SF ₅ , -CH ₃ , -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , selected from groups represented by the following formulas 9-1 to 9-19 and groups represented by the following formulas 10-1 to 10-38,

In Formula 2, R ₁ to R ₆ are independently of each other,

-CH ₃ , -CD ₃ , -CD ₂ H, -CDH ₂ , -CH 2 CH ₃ , -CH ₂ CD ₃ , -CH ₂ CD ₂ H, -CH _{2 CDH 2} , -CHDCH ₃ , -CHDCD ₂ H , -CHDCDH ₂ , -CHDCD ₃ , -CD ₂ CD ₃ , -CD ₂ CD ₂ H and -CD ₂ CDH ₂ ;

n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and -Si (Q ₁ )(Q ₂ )(Q ₃ ); and

Substituted with at least one selected from deuterium and C ₁ -C ₁₀ alkyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopen ethyl group, sec-pentyl group, tert-pentyl group and phenyl group;

is selected from

The Q ₁ to Q ₃ are independently from each other,

-CH ₃ , -CD ₃ , -CD ₂ H, -CDH ₂ , -CH 2 CH ₃ , -CH ₂ CD ₃ , -CH ₂ CD ₂ H, -CH _{2 CDH 2} , -CHDCH ₃ , -CHDCD ₂ H , -CHDCDH ₂ , -CHDCD ₃ , -CD ₂ CD ₃ , -CD ₂ CD ₂ H and -CD ₂ CDH ₂ ;

n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naph til group; and

Substituted with at least one selected from heavy hydrogen, a C ₁ -C ₁₀ alkyl group and a phenyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naphthyl group;

can be selected from:

In Formulas 9-1 to 9-17 and 10-1 to 10-38, * is a binding site with a neighboring atom.

In Formula 2, b1 represents the number of R ₁₁ , and is an integer selected from 0 to 4. When b1 is 2 or more, 2 or more R ₁₁ 's are the same as or different from each other.

In Formula 2, b2 represents the number of R ₁₂ , and is an integer selected from 0 to 4. When b2 is 2 or more, 2 or more R ₁₂ 's are the same as or different from each other.

In Formula 2, b5 represents the number of *-[Si(R ₁ )(R ₂ )(R ₃ )], and is an integer selected from 0 to 4. When b5 is 2 or more, two or more *-[Si(R ₁ )(R ₂ )(R ₃ )] are the same as or different from each other. For example, b5 may be 1, 2, 3, or 1.

In Formula 2, b6 represents the number of *-[Si(R ₄ )(R ₅ )(R ₆ )], and is an integer selected from 0 to 4. When b6 is 2 or more, two or more *-[Si(R ₄ )(R ₅ )(R ₆ )] are the same as or different from each other. For example, b6 may be 0, 1, 2, or 0.

In Formula 2, b5 + b6 is 1 or more.

According to one embodiment, b5 in Formula 2 may be 1 or 2, and b6 may be 0 or 1, but is not limited thereto.

In Formula 2, * and *' are binding sites with M in Formula 1.

According to an embodiment, L ₁ in Formula 1 may be selected from ligands represented by Formula 2(1) below:

<Formula 2 (1)>

Descriptions of CY ₁ , R ₁ to R ₃ , R ₁₁ , R ₁₂ , b1 and b2 in Formula 2(1) refer to those described herein, and * and *' are binding sites with M in Formula 1 am.

According to another embodiment, L ₁ in Formula 1 may be selected from ligands represented by Formulas 2-1 to 2-47:

In Chemical Formulas 2-1 to 2-47,

Descriptions of R ₁ to R ₃ , R ₁₁ and b1 are the same as those described herein,

b5 is 1, 2 or 3;

X ₁ is N or C(R ₂₁ ), X ₂ is N or C(R ₂₂ ), X ₃ is N or C(R ₂₃ ), X ₄ is N or C(R ₂₄ ), and X ₅ is N or C(R ₂₅ ), X ₆ is N or C(R ₂₆ ), X ₇ is N or C(R ₂₇ ), X ₈ is N or C(R ₂₈ ), and X ₉ is N or C(R ₂₉ ), X ₁₀ is N or C(R ₃₀ ),

For the description of R ₂₁ to R ₃₀ , refer to the description of R ₁₂ in this specification,

* and *' are binding sites with M in Formula 1.

According to one embodiment, in Formulas 2-1 to 2-47, X ₁ is C(R ₂₁ ), X ₂ is C(R ₂₂ ), X ₃ is C(R ₂₃ ), and X ₄ is C(R ₂₄ ), X ₅ is C(R ₂₅ ), X ₆ is C(R ₂₆ ), X ₇ is C(R ₂₇ ), X ₈ is C(R ₂₈ ), X ₉ is C(R ₂₉ ), and X ₁₀ may be C(R ₃₀ ).

For example, in Chemical Formulas 2-1 to 2-47,

R ₂₁ to R ₃₀ are independently of each other;

Hydrogen, heavy hydrogen, -F, cyano group, nitro group, -SF ₅ , methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n -Pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, n-hexyl group, isohexyl group, sec-hexyl group, tert-hexyl group, n-heptyl group, isoheptyl group, sec-heptyl group , tert-heptyl group, n-octyl group, isooctyl group, sec-octyl group, tert-octyl group, n-nonyl group, isononyl group, sec-nonyl group, tert-nonyl group, n-decyl group, isode Sil group, sec-decyl group, tert-decyl group, methoxy group, ethoxy group, propoxy group, butoxy group, pentoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norborna a yl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a naphthyl group, a pyridinyl group and a pyrimidinyl group;

Heavy hydrogen, -F, -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , cyano group, nitro group, C ₁ -C ₁₀ alkyl group, C ₁ -C ₁₀ alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, pyridi A methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, an n-pentyl group, iso, substituted with at least one selected from a yl group and a pyrimidinyl group. Pentyl group, sec-pentyl group, tert-pentyl group, n-hexyl group, isohexyl group, sec-hexyl group, tert-hexyl group, n-heptyl group, isoheptyl group, sec-heptyl group, tert-heptyl group , n-octyl group, isooctyl group, sec-octyl group, tert-octyl group, n-nonyl group, isononyl group, sec-nonyl group, tert-nonyl group, n-decyl group, isodecyl group, sec-decyl group Sil group, tert-decyl group, methoxy group, ethoxy group, propoxy group, butoxy group, pentoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbonanyl group, norbornenyl group , a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a naphthyl group, a pyridinyl group and a pyrimidinyl group; and

-B(Q ₆ )(Q ₇ ) and -P(=0)(Q ₈ )(Q ₉ );

is selected from

Q ₆ to Q ₉ are independently of each other,

-CH ₃ , -CD ₃ , -CD ₂ H, -CDH ₂ , -CH 2 CH ₃ , -CH ₂ CD ₃ , -CH ₂ CD ₂ H, -CH _{2 CDH 2} , -CHDCH ₃ , -CHDCD ₂ H , -CHDCDH ₂ , -CHDCD ₃ , -CD ₂ CD ₃ , -CD ₂ CD ₂ H and -CD ₂ CDH ₂ ;

n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naph til group; and

Substituted with at least one selected from heavy hydrogen, a C ₁ -C ₁₀ alkyl group and a phenyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naphthyl group;

can be selected from.

As another example, in Chemical Formulas 2-1 to 2-47,

R ₂₁ to R ₃₀ are each independently hydrogen, heavy hydrogen, -F, cyano group, nitro group, -SF ₅ , -CH ₃ , -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , selected from the groups represented by Formulas 9-1 to 9-19 and the groups represented by Formulas 10-1 to 10-38;

R ₁ to R ₃ are independently of each other,

-CH ₃ , -CD ₃ , -CD ₂ H, -CDH ₂ , -CH 2 CH ₃ , -CH ₂ CD ₃ , -CH ₂ CD ₂ H, -CH _{2 CDH 2} , -CHDCH ₃ , -CHDCD ₂ H , -CHDCDH ₂ , -CHDCD ₃ , -CD ₂ CD ₃ , -CD ₂ CD ₂ H and -CD ₂ CDH ₂ ;

n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and -Si (Q ₁ )(Q ₂ )(Q ₃ ); and

Substituted with at least one selected from deuterium and C ₁ -C ₁₀ alkyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopen ethyl group, sec-pentyl group, tert-pentyl group and phenyl group;

is selected from

The Q ₁ to Q ₃ are independently from each other,

-CH ₃ , -CD ₃ , -CD ₂ H, -CDH ₂ , -CH 2 CH ₃ , -CH ₂ CD ₃ , -CH ₂ CD ₂ H, -CH _{2 CDH 2} , -CHDCH ₃ , -CHDCD ₂ H , -CHDCDH ₂ , -CHDCD ₃ , -CD ₂ CD ₃ , -CD ₂ CD ₂ H and -CD ₂ CDH ₂ ;

n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naph til group; and

Substituted with at least one selected from heavy hydrogen, a C ₁ -C ₁₀ alkyl group and a phenyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naphthyl group;

It may be selected from, but is not limited thereto.

According to another embodiment, L ₁ in Formula 1 may be selected from ligands represented by Formula 2BA below:

<Formula 2BA>

In Formula 2BA,

Descriptions of R ₁ to R ₃ , R ₁₁ and b1 are the same as those described herein,

b5 is selected from an integer from 1 to 4 (eg b5 is 1 or 2);

Descriptions of R _12a to R _12j are independently the same as those of R ₁₂ in the present specification,

* and *' are binding sites with M in Formula 1.

According to another embodiment, L ₁ in Formula 1 may be selected from ligands represented by Formula 2BA(1) below:

<Formula 2BA (1)>

In Formula 2BA (1)

Descriptions of R ₁ to R ₃ , R ₁₁ and b1 are the same as those described herein,

Descriptions of R _12a to R _12j are independently the same as those of R ₁₂ in the present specification,

* and *' are binding sites with M in Formula 1.

According to another embodiment, L ₁ in Formula 1 may be selected from ligands represented by Formulas 2BA-1 to 2BA-5, but is not limited thereto:

Descriptions of R ₁ to R ₃ , R ₁₁ and R ₁₂ in Formulas 2BA-1 to 2BA-5 refer to those described herein, but R ₁₁ and R ₁₂ are not hydrogen, and * and *′ are represented by Formula 1 is the binding site for M.

For example, in Formulas 2BA-1 to 2BA-5,

R ₁₁ and R ₁₂ are independently of each other;

Heavy hydrogen, -F, cyano group, nitro group, -SF ₅ , methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pen ethyl group, isopentyl group, sec-pentyl group, tert-pentyl group, n-hexyl group, isohexyl group, sec-hexyl group, tert-hexyl group, n-heptyl group, isoheptyl group, sec-heptyl group, tert -Heptyl group, n-octyl group, isooctyl group, sec-octyl group, tert-octyl group, n-nonyl group, isononyl group, sec-nonyl group, tert-nonyl group, n-decyl group, isodecyl group, sec-decyl group, tert-decyl group, methoxy group, ethoxy group, propoxy group, butoxy group, pentoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbonanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a naphthyl group, a pyridinyl group and a pyrimidinyl group;

Heavy hydrogen, -F, -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , cyano group, nitro group, C ₁ -C ₁₀ alkyl group, C ₁ -C ₁₀ alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, pyridi A methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, an n-pentyl group, iso, substituted with at least one selected from a yl group and a pyrimidinyl group. Pentyl group, sec-pentyl group, tert-pentyl group, n-hexyl group, isohexyl group, sec-hexyl group, tert-hexyl group, n-heptyl group, isoheptyl group, sec-heptyl group, tert-heptyl group , n-octyl group, isooctyl group, sec-octyl group, tert-octyl group, n-nonyl group, isononyl group, sec-nonyl group, tert-nonyl group, n-decyl group, isodecyl group, sec-decyl group Sil group, tert-decyl group, methoxy group, ethoxy group, propoxy group, butoxy group, pentoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbonanyl group, norbornenyl group , a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a naphthyl group, a pyridinyl group and a pyrimidinyl group; and

-B(Q ₆ )(Q ₇ ) and -P(=0)(Q ₈ )(Q ₉ );

is selected from

Q ₆ to Q ₉ are independently of each other,

-CH ₃ , -CD ₃ , -CD ₂ H, -CDH ₂ , -CH 2 CH ₃ , -CH ₂ CD ₃ , -CH ₂ CD ₂ H, -CH _{2 CDH 2} , -CHDCH ₃ , -CHDCD ₂ H , -CHDCDH ₂ , -CHDCD ₃ , -CD ₂ CD ₃ , -CD ₂ CD ₂ H and -CD ₂ CDH ₂ ;

n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naph til group; and

Substituted with at least one selected from heavy hydrogen, a C ₁ -C ₁₀ alkyl group and a phenyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naphthyl group;

is selected from

R ₁ to R ₃ are independently of each other,

-CH ₃ , -CD ₃ , -CD ₂ H, -CDH ₂ , -CH 2 CH ₃ , -CH ₂ CD ₃ , -CH ₂ CD ₂ H, -CH _{2 CDH 2} , -CHDCH ₃ , -CHDCD ₂ H , -CHDCDH ₂ , -CHDCD ₃ , -CD ₂ CD ₃ , -CD ₂ CD ₂ H and -CD ₂ CDH ₂ ;

n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naph til group; and

Substituted with at least one selected from heavy hydrogen, a C ₁ -C ₁₀ alkyl group and a phenyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naphthyl group;

is selected from

* and *' are binding sites with M in Formula 1.

Meanwhile, L ₂ in Formula 1 may be selected from ligands represented by Formulas 3A to 3G:

Among Formulas 3A to 3G

Y ₁₁ to Y ₁₆ are each independently carbon (C) or nitrogen (N), Y ₁₁ and Y ₁₂ are connected to each other by a single bond or a double bond, Y ₁₃ and Y ₁₄ are a single bond or a double bond are connected to each other, Y ₁₅ and Y ₁₆ are connected to each other by a single bond or a double bond;

CY ₃ to CY ₅ are each independently selected from a C ₅ -C ₆₀ carbocyclic group and a C ₂ -C ₆₀ heterocyclic group;

a1 to a3 are each independently selected from integers of 1 to 5;

A ₁ is P or As;

X _11a , X _11b , X _12a , X _12b , X _13a and X _13b are, independently of each other, N, O, N(R ₃₄ ), P(R ₃₅ )(R ₃₆ ) and As(R ₃₇ )(R ₃₈ ) (provided that X _12a , X _12b , X _13a and X _13b are not N and O),

R _33" and R _34" are each independently a single bond, a double bond, a substituted or unsubstituted C ₁ -C ₅ alkylene group, a substituted or unsubstituted C 2 -C 5 alkenylene group, and a substituted or unsubstituted C ₁ -C ₅ alkylene group. selected from C ₆ -C ₁₀ arylene groups;

Z ₁ to Z ₃ , R ₃₁ , R _32a , R _32b , R _32c , R _33a , R _33b , R ₃₄ to R ₃₈ and R _35a , R _35b , R _35c and R _35d are each independently 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 group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof Salt, substituted or unsubstituted C ₁ -C ₆₀ alkyl group, substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, substituted or unsubstituted C ₁ -C ₆₀ Alkoxy group, substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenyl group, 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 substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, -Si(Q ₁ ) ( Q ₂ ) (Q ₃ ), -N (Q ₄ ) (Q ₅ ), -B (Q ₆ ) (Q ₇ ) and -P (=0) (Q ₈ ) (Q ₉ ) selected from;

* and *' are binding sites with M in Formula 1,

The above substituted C ₁ -C ₅ alkylene group, substituted C ₂ -C ₅ alkenylene group, substituted C ₆ -C ₁₀ arylene group, substituted C ₁ -C ₆₀ alkyl group, substituted C ₂ -C ₆₀ alkenyl group , substituted C ₂ -C ₆₀ alkynyl group, substituted C ₁ -C ₆₀ alkoxy group, substituted C ₃ -C ₁₀ cycloalkyl group, substituted C ₁ -C ₁₀ heterocycloalkyl group, substituted C ₃ -C ₁₀ cycloalkyl group Alkenyl group, substituted C ₁ -C ₁₀ heterocycloalkenyl group, substituted C ₆ -C ₆₀ aryl group, substituted C ₆ -C ₆₀ aryloxy group, substituted C ₆ -C ₆₀ arylthio group, substituted C At least one of the substituents of _{the 1} -C ₆₀ heteroaryl group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed polycyclic group,

Deuterium, -F, -Cl, -Br, -I, -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , a hydroxyl group, a cyano group, a nitro group, Amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt thereof, sulfonic acid group or its salt thereof, phosphoric acid group or its salt thereof, C ₁ -C ₆₀ Alkyl group, C ₂ -C ₆₀ Alkenyl group, C ₂ -C ₆₀ an alkynyl group and a C ₁ -C ₆₀ alkoxy group;

Deuterium, -F, -Cl, -Br, -I, -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , a hydroxyl group, a cyano group, a nitro group, Amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt thereof, sulfonic acid group or its salt thereof, phosphoric acid group or its salt thereof, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ - C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy group, C ₆ -C ₆₀ arylthio group, C ₁ -C ₆₀ heteroaryl group , monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic heterocondensed polycyclic group, -Si(Q ₁₁ )(Q ₁₂ )(Q ₁₃ ), -N(Q ₁₄ )(Q ₁₅ ), -B(Q ₁₆ )(Q ₁₇ ) and -P(=O)(Q ₁₈ )(Q ₁₉ ) Substituted with at least one selected from a C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group and a C ₁ -C ₆₀ alkoxy group;

C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryl an oxy group, 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 hetero condensed polycyclic group;

Deuterium, -F, -Cl, -Br, -I, -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , a hydroxyl group, a cyano group, a nitro group, Amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt thereof, sulfonic acid group or its salt thereof, phosphoric acid group or its salt thereof, C ₁ -C ₆₀ Alkyl group, C ₂ -C ₆₀ Alkenyl group, C ₂ -C ₆₀ Alkynyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heterocycloalkenyl group, C ₆ - C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy group, C ₆ -C ₆₀ arylthio group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic hetero condensed polycyclic group , -Si(Q ₂₁ )(Q ₂₂ )(Q ₂₃ ), -N(Q ₂₄ )(Q ₂₅ ), -B(Q ₂₆ )(Q ₂₇ ) and -P(=0)(Q ₂₈ )(Q ₂₉ ) substituted with at least one selected from, a C ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkenyl group, a C ₁ -C ₁₀ heterocycloalkenyl group, a C ₆ -C ₆₀ an aryl group, 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 group, and a monovalent non-aromatic hetero condensed polycyclic group; and

-Si(Q ₃₁ )(Q ₃₂ )(Q ₃₃ ), -N(Q ₃₄ )(Q ₃₅ ), -B(Q ₃₆ )(Q ₃₇ ) and -P(=0)(Q ₃₈ )(Q ₃₉ );

is selected from

Wherein Q ₁ to Q ₉ , Q ₁₁ to Q ₁₉ , Q ₂₁ to Q ₂₉ and Q ₃₁ to Q ₃₉ are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano No group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt thereof, sulfonic acid group or its salt thereof, phosphoric acid group or its salt thereof, substituted or unsubstituted C ₁ -C ₆₀ alkyl group, substituted or unsubstituted substituted C ₂ -C ₆₀ alkenyl group, substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, substituted Or an 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 heterocycloalkenyl group, a substituted or unsubstituted C ₆ - C ₆₀ aryl group, substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, substituted or unsubstituted C ₆ -C ₆₀ arylthio group, substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, substituted or unsubstituted It is selected from a cyclic monovalent non-aromatic condensed polycyclic group and a substituted or unsubstituted monovalent non-aromatic hetero condensed polycyclic group.

In Formulas 3A and 3B, CY ₃ to CY ₅ are each independently selected from cyclopentadiene, benzene, indene, 1,2,3,4-tetrahydronaphthalene, naphthalene, Azulene, heptalene, indacene, acenaphthylene, fluorene, spiro-bifluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene, fluoranthene, triphenylene, pyrene , chrysene, naphthacene, picene, perylene, pentacene, hexacene, pentacene, rubicene, corogen, ovalene, pyrrole, isoindole, indole, indazole, pyrazole, imidazole, triazole, oxa sol, isoxazole, oxadiazole, thiazole, isothiazole, thiadiazole, purine, pyridine, pyrimidine, pyrazine, pyridazine, triazine, 5,6,7,8-tetrahydroquinoline (5,6 ,7,8-tetrahydroquinoline), 5,6,7,8-tetrahydroisoquinoline (5,6,7,8-tetrahydroisoquinoline), quinoline, isoquinoline, benzoquinoline, phthalazine, naphthyridine, quinoxaline, quinazoline, cinoline, phenanthridine, acridine, phenanthroline, phenazine, benzoimidazole, benzofuran, benzothiophene, isobenzothiazole, benzoxazole, isobenzoxazole, benzocarbazole, Dibenzocarbazole, imidazopyridine, imidazopyrimidine, dibenzofuran, dibenzothiophene, dibenzothiophene sulfone, carbazole, dibenzosilol, benzofuropyridine and benzo It may be selected from benzothienopyridine.

According to one embodiment, L ₂ in Formula 1 is selected from ligands represented by Formulas 3A, 3B, and 3F;

In Formula 3A, Y ₁₁ is nitrogen;

In Formula 3A, Y ₁₂ to Y ₁₄ are carbon;

CY ₃ in Formula 3A is pyridine, 5,6,7,8-tetrahydroquinoline (5,6,7,8-tetrahydroquinoline), 5,6,7,8-tetrahydroisoquinoline (5,6,7 ,8-tetrahydroisoquinoline), selected from quinoline and isoquinoline;

CY ₄ in Formula 3A is benzene, 1,2,3,4-tetrahydronaphthalene (1,2,3,4-tetrahydronaphthalene), naphthalene, fluorene, dibenzofuran, dibenzothiophene, benzofuropyridine (benzofuropyridine) and benzothienopyridine (benzothienopyridine),

In Formula 3B, Y ₁₅ is carbon;

In Formula 3B, Y ₁₆ is nitrogen;

CY ₅ in Formula 3B is pyridine or pyrimidine;

Z ₁ to Z ₃ in Formulas 3A and 3B are independently of each other,

Hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof , a phosphoric acid group or a salt thereof, -SF ₅ , a C _1- C ₂₀ alkyl group and a C ₁ -C ₂₀ alkoxy group;

Deuterium, -F, -Cl, -Br, -I, -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , a hydroxyl group, a cyano group, a nitro group, Amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt thereof, sulfonic acid group or its salt thereof, phosphoric acid group or its salt thereof, C ₁ -C ₁₀ Alkyl group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclo substituted with at least one selected from an octyl group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a naphthyl group, a pyridinyl group, and a pyrimidinyl group, C ₁ - C ₂₀ alkyl group and C ₁ -C ₂₀ alkoxy group;

Cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, fluorenyl group, Phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazole Diyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indolyl group, indazolyl group, purinyl group, quinolinyl group, isoquinolinyl group, Benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazolyl group, phenanthrolinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzooxazolyl group, iso Benzoxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, imidazopyridinyl group and a polyzopyrimidinyl group;

Deuterium, -F, -Cl, -Br, -I, -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , a hydroxyl group, a cyano group, a nitro group, Amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt thereof, sulfonic acid group or its salt thereof, phosphoric acid group or its salt thereof, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, cyclopentyl group, cyclo Hexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, Anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrrole group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazole diyl, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indolyl group, indazolyl group, purinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group , Quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazolyl group, phenanthrolinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzooxazolyl group, isobenzooxazolyl group , Triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, imidazopyridinyl group and imidazopyrimidinyl group substituted with at least one selected from the group consisting of a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantanyl group, a norbonanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, Naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, Thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indoleyl group, indazolyl group, purinyl group, quinoyl group Nyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazolyl group, phenanthrolinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group , Benzooxazolyl group, isobenzooxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, an imidazopyridinyl group and an imidazopyrimidinyl group; and

-Si(Q ₁ )(Q ₂ )(Q ₃ ), -N(Q ₄ )(Q ₅ ), -B(Q ₆ )(Q ₇ ) and -P(=0)(Q ₈ )(Q ₉ );

is selected from

a1 to a3 are integers independently selected from 0 to 4;

Among the a1 Z ₁ , a2 Z ₂ and a2 Z ₃ , two or more adjacent substituents are optionally bonded to each other to form a C ₅ -C ₃₀ carbocyclic group or a C ₂ -C ₃₀ heterocyclic group. can form,

The Q ₁ to Q ₉ are independently from each other,

-CH ₃ , -CD ₃ , -CD ₂ H, -CDH ₂ , -CH 2 CH ₃ , -CH ₂ CD ₃ , -CH ₂ CD ₂ H, -CH _{2 CDH 2} , -CHDCH ₃ , -CHDCD ₂ H , -CHDCDH ₂ , -CHDCD ₃ , -CD ₂ CD ₃ , -CD ₂ CD ₂ H and -CD ₂ CDH ₂ ;

n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naph til group; and

Substituted with at least one selected from deuterium and C ₁ -C ₁₀ alkyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopen ethyl groups, sec-pentyl groups, tert-pentyl groups, phenyl groups and naphthyl groups;

is selected from

X _12a and X _12b in Formula 3F are O;

In Formula 3F, R _34″ is

C ₂ -C ₅ alkenylene group; and

a C ₂ -C 5 alkenylene _group substituted with at least one selected from heavy hydrogen, a C 1 -C ₁₀ alkyl group, _{a C 1 -C 10} alkoxy group, and a phenyl group;

It may be selected from, but is not limited thereto.

In another embodiment, L ₂ in Formula 1 may be selected from ligands represented by Formulas 3-1 to 3-111:

In Chemical Formulas 3-1 to 3-111,

Z ₁ , Z ₂ , Z _1a , Z _1b , Z _{2a , Z 2b ,} Z _2c , R _34a , R _34b and R _34c are independently of each other,

Hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof , a phosphoric acid group or a salt thereof, -SF ₅ , a C ₁ -C ₂₀ alkyl group and a C ₁ -C ₂₀ alkoxy group;

Deuterium, -F, -Cl, -Br, -I, -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , a hydroxyl group, a cyano group, a nitro group, Amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt thereof, sulfonic acid group or its salt thereof, phosphoric acid group or its salt thereof, C ₁ -C ₁₀ Alkyl group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclo substituted with at least one selected from an octyl group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a naphthyl group, a pyridinyl group, and a pyrimidinyl group, C ₁ - C ₂₀ alkyl group and C ₁ -C ₂₀ alkoxy group;

Cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, fluorenyl group, Phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazole Diyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indolyl group, indazolyl group, purinyl group, quinolinyl group, isoquinolinyl group, Benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazolyl group, phenanthrolinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzooxazolyl group, iso Benzoxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, imidazopyridinyl group and a polyzopyrimidinyl group;

Deuterium, -F, -Cl, -Br, -I, -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , a hydroxyl group, a cyano group, a nitro group, Amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt thereof, sulfonic acid group or its salt thereof, phosphoric acid group or its salt thereof, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, cyclopentyl group, cyclo Hexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthra Cenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrroyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group , Isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indolyl group, indazolyl group, purinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, Quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazolyl group, phenanthrolinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzooxazolyl group, isobenzooxazolyl group, Triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, imidazopyridinyl group and imidazopyrimidinyl group A cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantanyl group, a norbonanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, naph, substituted with at least one selected from ethyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thia Zolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indolyl group, indazolyl group, purinyl group, quinolinyl group , Isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazolyl group, phenanthrolinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, Benzooxazolyl group, isobenzooxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, imi a multizopyridinyl group and an imidazopyrimidinyl group; and

-Si(Q ₁ )(Q ₂ )(Q ₃ ), -N(Q ₄ )(Q ₅ ), -B(Q ₆ )(Q ₇ ) and -P(=0)(Q ₈ )(Q ₉ );

is selected from

Among Z ₁ , Z ₂ , Z _1a , Z _1b , Z _2a , Z _2b , Z _2c , R _34a , R _34b and R _34c , two or more adjacent substituents are optionally bonded to each other to form C ₅ -C ₃₀ carbocyclic groups or C ₂ -C ₃₀ heterocyclic groups;

The Q ₁ to Q ₉ are independently from each other,

-CH ₃ , -CD ₃ , -CD ₂ H, -CDH ₂ , -CH 2 CH ₃ , -CH ₂ CD ₃ , -CH ₂ CD ₂ H, -CH _{2 CDH 2} , -CHDCH ₃ , -CHDCD ₂ H , -CHDCDH ₂ , -CHDCD ₃ , -CD ₂ CD ₃ , -CD ₂ CD ₂ H and -CD ₂ CDH ₂ ;

n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naph til group; and

Substituted with at least one selected from deuterium and C ₁ -C ₁₀ alkyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopen ethyl groups, sec-pentyl groups, tert-pentyl groups, phenyl groups and naphthyl groups;

is selected from

aa2 and ab2 are each independently 1 or 2;

aa3 and ab3 are each independently selected from integers from 1 to 3;

aa4 and ab4 are each independently selected from integers from 1 to 4;

* and *' are binding sites with M in Formula 1.

According to another embodiment, the following formulas 3-1(1) to 3-1(60), 3-1(61) to 3-1(69), 3-1(71) to 3-1 in Formula 1 1(79), 3-1(81) to 3-1(88), 3-1(91) to 3-1(98), 3-111 and 3-112.

Formulas 3-1(1) to 3-1(60), 3-1(61) to 3-1(69), 3-1(71) to 3-1(79), 3-1(81) to 3-1(88), 3-1(91) to 3-1(98), 3-111 and 3-112,

Z ₁ , Z ₂ , Z _1a , Z _1b , Z _1c , Z _1d , Z _2a , Z _2b , Z _2c , Z _2d , R _34a , R _34b and R _34c are, independently of each other, deuterium, -F, cyano group , nitro group, -SF ₅ , -CH ₃ , -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , -Si(Q ₁ )(Q ₂ )(Q ₃ ), -N(Q ₄ )(Q ₅ ), -B(Q ₆ )(Q ₇ ), -P(=0)(Q ₈ )(Q ₉ ), Formulas 9-1 to 9-19 selected from the group represented by the above formulas 10-1 to 10-38;

X ₁ is O, S, C(Z ₂₁ )(Z ₂₂ ) or N(Z ₂₃ );

Z ₃ , Z ₁₁ to Z ₁₃ and Z ₂₁ to Z ₂₃ are each independently selected from hydrogen, heavy hydrogen, -F, cyano group, nitro group, -SF ₅ , -CH ₃ , -CD ₃ , -CD ₂ H, - CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , -Si(Q ₁ )(Q ₂ )(Q ₃ ), -N(Q ₄ )(Q ₅ ), -B(Q ₆ )(Q ₇ ), -P(=O)(Q ₈ )(Q ₉ ), selected from the groups represented by Formulas 9-1 to 9-19 and the groups represented by Formulas 10-1 to 10-38,

The Q ₁ to Q ₉ are independently from each other,

-CH ₃ , -CD ₃ , -CD ₂ H, -CDH ₂ , -CH 2 CH ₃ , -CH ₂ CD ₃ , -CH ₂ CD ₂ H, -CH _{2 CDH 2} , -CHDCH ₃ , -CHDCD ₂ H , -CHDCDH ₂ , -CHDCD ₃ , -CD ₂ CD ₃ , -CD ₂ CD ₂ H and -CD ₂ CDH ₂ ;

n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naph til group; and

Substituted with at least one selected from deuterium and C ₁ -C ₁₀ alkyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopen ethyl groups, sec-pentyl groups, tert-pentyl groups, phenyl groups and naphthyl groups;

is selected from

d2 and e2 are each independently 0 or 2;

e3 is an integer selected from 0 to 3;

d4 and e4 are independently of each other an integer selected from 0 to 4;

d6 and e6 are independently of each other an integer selected from 0 to 6;

d8 and e8 are independently of each other an integer selected from 0 to 8;

* and *' are binding sites with M in Formula 1 above.

According to an embodiment, L ₁ in Formula 1 is selected from a ligand represented by Formula 2(1) (eg, a ligand represented by Formula 2BA), and L ₂ is represented by Formula 3-1(1) ) to 3-1 (60), 3-1 (61) to 3-1 (69), 3-1 (71) to 3-1 (79), 3-1 (81) to 3-1 (88) , 3-1(91) to 3-1(98), 3-111 and 3-112.

According to another embodiment, in Formula 1, L ₁ is selected from ligands represented by Formulas 2-1 to 2-47, and L ₂ is selected from those of Formulas 3-1(1) to 3-1(60), 3 -1 (61) to 3-1 (69), 3-1 (71) to 3-1 (79), 3-1 (81) to 3-1 (88), 3-1 (91) to 3- It may be selected from ligands represented by 1(98), 3-111 and 3-112, but is not limited thereto.

According to another embodiment, in Formula 1, L ₁ is selected from ligands represented by Formulas 2BA-1 to 2BA-5, and L ₂ is selected from those of Formulas 3-1(1) to 3-1(60); 3-1(61) to 3-1(69), 3-1(71) to 3-1(79), 3-1(81) to 3-1(88), 3-1(91) to 3 It may be selected from ligands represented by -1(98), 3-111 and 3-112, but is not limited thereto.

The organometallic compound represented by Formula 1 may be selected from the following compounds 1 to 288, but is not limited thereto:

Among the organometallic compounds represented by Formula 1, L ₁ is represented by Formula 2, wherein CY ₁ in Formula 2 is i) 2 to 4 unsaturated 6-membered rings condensed with each other, ii) optionally, a ring It is selected from condensed cyclic rings having 1 to 18 carbon atoms and having N as a forming atom. As a result, the charge mobility of the organometallic compound represented by Chemical Formula 1 is improved, so that an electric device employing the organometallic compound, for example, an organic light emitting device, may have a long lifespan.

Also, since b5 + b6 in Formula 2 is 1 or more, the ligand represented by Formula 2 has at least one silyl group. According to one embodiment, since b5 may be 1, 2, or 3, the pyridine ring of the ligand represented by Chemical Formula 2 may have at least one silyl group. Accordingly, a device employing the organometallic compound, for example, an organic light emitting device, can have high efficiency and long lifespan.

For example, HOMO, LUMO, and triplet (T ₁ ) energy levels for some of the organometallic compounds are optimized using the DFT method of the Gaussian program (B3LYP, structure optimization at the 6-31G(d,p) level ) The evaluation results are shown in Table 1 below.

Compound No. HOMO (eV) LUMO (eV) T ₁ energy level (eV) One -4.834 -1.438 2.450 2 -4.809 -1.431 2.446 3 -4.805 -1.391 2.475 4 -4.818 -1.490 2.421 28 -4.827 -1.494 2.437 52 -4.764 -1.459 2.407 76 -4.747 -1.442 2.406 97 -4.782 -1.398 2.445 124 -4.777 -1.473 2.410 145 -4.792 -1.413 2.445 147 -4.766 -1.373 2.467 149 -4.791 -1.432 2.439 150 -4.762 -1.434 2.422 151 -4.789 -1.426 2.441 152 -4.771 -1.429 2.429 153 -4.794 -1.432 2.445 154 -4.771 -1.438 2.428 155 -4.800 -1.445 2.438 160 -4.764 -1.435 2.423 163 -4.786 -1.462 2.402 164 -4.787 -1.444 2.420 165 -4.796 -1.468 2.409 166 -4.792 -1.490 2.381

As can be seen from Table 1, the organometallic compound represented by Formula 1 has electrical properties suitable for use as a material for an electric device, for example, a material for an organic light emitting device (eg, a dopant). there is.

A method for synthesizing the organometallic compound represented by Chemical Formula 1 can be recognized by those skilled in the art by referring to Synthesis Examples to be described later.

Accordingly, the organometallic compound represented by Chemical Formula 1 may be suitable for use as a dopant for an organic layer of an organic light emitting device, for example, a light emitting layer among the organic layers. According to another aspect, the first electrode; a second electrode; and an organic layer interposed between the first electrode and the second electrode, including a light emitting layer, and including at least one organometallic compound represented by Chemical Formula 1.

The organic light-emitting device may have a low driving voltage, high efficiency, and long lifespan by including the organic layer including the organometallic compound represented by Chemical Formula 1 as described above.

The organometallic compound represented by Chemical Formula 1 may be used between a pair of electrodes of an organic light emitting device. For example, the organometallic compound represented by Chemical Formula 1 may be included in the light emitting layer. In this case, the organometallic compound serves as a dopant, and the light emitting layer may further include a host (ie, the amount of the organometallic compound represented by Chemical Formula 1 is smaller than that of the host).

In the present specification, “(the organic layer) contains one or more kinds of organometallic compounds” means “(the organic layer) includes one kind of organometallic compound belonging to the category of Chemical Formula 1 or two different kinds belonging to the category of Chemical Formula 1 above.” It may contain more than one organometallic compound".

For example, the organic layer may include only Compound 1 as the organometallic compound. In this case, the compound 1 may be present in the light emitting layer of the organic light emitting device. Alternatively, the organic layer may include Compound 1 and Compound 2 as the organometallic compounds. In this case, Compound 1 and Compound 2 may exist in the same layer (eg, both Compound 1 and Compound 2 may exist in the light emitting layer).

The first electrode is an anode that is a hole injection electrode and the second electrode is a cathode that is an electron injection electrode, or the first electrode is a cathode that is an electron injection electrode and the second electrode is an anode that is a hole injection electrode.

For example, the first electrode is an anode, the second electrode is a cathode, and the organic layer includes a hole transport region interposed between the first electrode and the light emitting layer and electrons interposed between the light emitting layer and the second electrode. A transport region, wherein the hole transport region includes at least one selected from a hole injection layer, a hole transport layer, and an electron blocking layer, and the electron transport region includes at least one selected from a hole blocking layer, an electron transport layer, and an electron injection layer. can do.

In this specification, "organic layer" is a term indicating a single layer and/or a plurality of layers interposed between the first electrode and the second electrode in an organic light emitting device. The “organic layer” may include not only organic compounds, but also organic metal complexes including metals.

1 is a schematic cross-sectional view of an organic light emitting diode 10 according to an embodiment of the present invention. Hereinafter, a structure and manufacturing method of an organic light emitting device according to an embodiment of the present invention will be described with reference to FIG. 1 . The organic light emitting device 10 has a structure in which a first electrode 11, an organic layer 15, and a second electrode 19 are sequentially stacked.

A substrate may be additionally disposed below the first electrode 11 or above the second electrode 19 . As the substrate, a substrate used in a conventional organic light emitting device may be used, and a glass substrate or a transparent plastic substrate having excellent mechanical strength, thermal stability, transparency, surface smoothness, ease of handling, and water resistance may be used.

The first electrode 11 may be formed, for example, by providing a material for the first electrode on a substrate using a deposition method or a sputtering method. The first electrode 11 may be an anode. The material for the first electrode may be selected from materials having a high work function to facilitate hole injection. The first electrode 11 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), or the like may be used. Alternatively, metals such as magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), etc. may be used. .

The first electrode 11 may have a single layer or a multilayer structure including two or more layers. For example, the first electrode 11 may have a three-layer structure of ITO/Ag/ITO, but is not limited thereto.

An organic layer 15 is disposed above the first electrode 11 .

The organic layer 15 includes a hole transport region; an emission layer; and an electron transport region.

The hole transport region may be disposed between the first electrode 11 and the light emitting layer.

The hole transport region may include at least one of a hole injection layer, a hole transport layer, an electron blocking layer, and a buffer layer.

The hole transport region may include only the hole injection layer or only the hole transport layer. Alternatively, the hole transport region may have a structure of a hole injection layer/hole transport layer or a hole injection layer/hole transport layer/electron blocking layer sequentially stacked from the first electrode 11 .

When the hole transport region includes a hole injection layer, the hole injection layer (HIL) may be formed on the first electrode 11 using various methods such as a vacuum deposition method, a spin coating method, a cast method, or an LB method. there is.

When the hole injection layer is formed by the vacuum deposition method, the deposition conditions vary depending on the compound used as the hole injection layer material, the structure and thermal characteristics of the hole injection layer, and the like, but, for example, the deposition temperature is from about 100 to about 100 500°C, a degree of vacuum of about 10 ^-8 to about 10 ^-3 torr, and a deposition rate of about 0.01 to about 100 Å/sec, but are not limited thereto.

In the case of forming the hole injection layer by the spin coating method, the coating conditions vary depending on the compound used as the hole injection layer material, the desired structure and thermal properties of the hole injection layer, but a coating speed of about 2000 rpm to about 5000 rpm, The heat treatment temperature for solvent removal after coating may be selected from a temperature range of about 80° C. to 200° C., but is not limited thereto.

For conditions for forming the hole transport layer and the electron blocking layer, refer to conditions for forming the hole injection layer.

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

<Formula 201>

<Formula 202>

In Formula 201, Ar ₁₀₁ and Ar ₁₀₂ are each independently

Phenylene group, pentalenylene group, indenylene group, naphthylene group, azulenylene group, heptalenylene group, acenaphthylene group, fluorenylene group, phenarenylene group, phenanthrenylene group, anthracenylene group, fluoranthenyl a rene group, a triphenylenylene group, a pyrenylene group, a chrysenylene group, a naphthacenylene group, a picenylene group, a perylene group and a pentacenylene group; and

Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt thereof, sulfonic acid group or its salt thereof, phosphoric acid group or a salt thereof, a C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group, a C ₁ -C ₆₀ alkoxy group, a C ₃ -C ₁₀ cycloalkyl group, a C ₃ -C ₁₀ cycloalke Nyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₁ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy group, C ₆ -C ₆₀ arylthio group, C ₁ - C ₆₀ A phenylene group, a pentalenylene group, an indenylene group, a naphthylene group, and an azulenylene group, substituted with at least one selected from a heteroaryl group, a monovalent non-aromatic condensed polycyclic group, and a monovalent non-aromatic heterocondensed polycyclic group , Heptalenylene group, acenaphthylene group, fluorenylene group, phenarenylene group, phenanthrenylene group, anthracenylene group, fluoranthenylene group, triphenylenylene group, pyrenylene group, chrysenylene group, naphthacenylene group , a picenylene group, a perylene group and a pentacenylene group;

can be selected from.

In Formula 201, xa and xb may be each independently an integer of 0 to 5, or 0, 1, or 2. For example, xa may be 1 and xb may be 0, but is not limited thereto.

In Formulas 201 and 202, R ₁₀₁ to R ₁₀₈ , R ₁₁₁ to R ₁₁₉ and R ₁₂₁ to R ₁₂₄ are each independently

Hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof , a phosphoric acid group or a salt thereof, a C ₁ -C ₁₀ alkyl group (for example, a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, etc.) and a C ₁ -C ₁₀ alkoxy group (for example, a methoxy group, ethoxy group, propoxy group, butoxy group, pentoxy group, etc.);

Heavy hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, and a phosphoric acid group or a C ₁ -C ₁₀ alkyl group and a C ₁ -C ₁₀ alkoxy group substituted with one or more of their salts;

a phenyl group, a naphthyl group, anthracenyl group, a fluorenyl group and a pyrenyl group; and

Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt thereof, sulfonic acid group or its salt thereof, phosphoric acid group or a salt thereof, a phenyl group, a naphthyl group, an anthracenyl group, a fluorenyl group, and a pyrenyl group, substituted with at least one of a C ₁ -C ₁₀ alkyl group and a C ₁ -C ₁₀ alkoxy group;

It may be selected from, but is not limited thereto.

In Formula 201, R ₁₀₉ is

phenyl group, naphthyl group, anthracenyl group and pyridinyl group; and

Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt thereof, sulfonic acid group or its salt thereof, phosphoric acid group or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, an anthracenyl group, and a pyridinyl group substituted with at least one of a phenyl group, a naphthyl group, an anthracenyl group, and a pyridinyl group. ;

can be selected from.

According to one embodiment, the compound represented by Formula 201 may be represented by Formula 201A below, but is not limited thereto:

<Formula 201A>

For details on R ₁₀₁ , R ₁₁₁ , R ₁₁₂ and R ₁₀₉ in Formula 201A, refer to the above.

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

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

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

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

<Compound HT-D1> <F4-TCNQ>

The hole transport region may further include a buffer layer.

The buffer layer may serve to increase efficiency by compensating for an optical resonance distance according to a wavelength of light emitted from the light emitting layer.

The light emitting layer EML may be formed on the hole transport region using a method such as a vacuum deposition method, a spin coating method, a cast method, or an LB method. In the case of forming the light emitting layer by vacuum deposition or spin coating, the deposition conditions and coating conditions vary depending on the compound used, but generally can be selected from substantially the same range of conditions as those for forming the hole injection layer.

Meanwhile, when the hole transport region includes an electron blocking layer, the electron blocking layer material may be selected from materials usable in the hole transport region as described above and a host material described later, but is not limited thereto. . For example, when the hole transport region includes an electron blocking layer, mCP described later can be used as the electron blocking layer material.

The emission layer may include a host and a dopant, and the dopant includes an organometallic compound represented by Chemical Formula 1.

The host may include at least one of the following TPBi, TBADN, ADN (also referred to as “DNA”), CBP, CDBP, TCP, Mcp, Compound H50 and Compound H51:

<mCP> <Compound H50> <Compound H51>

Alternatively, the host may further include a compound represented by Chemical Formula 301:

<Formula 301>

In Formula 301, Ar ₁₁₁ and Ar ₁₁₂ are each independently

a phenylene group, a naphthylene group, a phenanthrenylene group and a pyrenylene group; and

a phenylene group, a naphthylene group, a phenanthrenylene group, and a pyrenylene group substituted with at least one of a phenyl group, a naphthyl group, and anthracenyl group;

can be selected from.

In Formula 301, Ar ₁₁₃ to Ar ₁₁₆ are independently from each other,

a C ₁ -C ₁₀ alkyl group, a phenyl group, a naphthyl group, a phenanthrenyl group, and a pyrenyl group; and

a phenyl group, a naphthyl group, a phenanthrenyl group, and a pyrenyl group substituted with at least one of a phenyl group, a naphthyl group, and anthracenyl group;

can be selected from.

In Formula 301, g, h, i, and j may be each independently an integer of 0 to 4, for example, 0, 1 or 2.

In Formula 301, Ar ₁₁₃ to Ar ₁₁₆ are each independently

a C ₁ -C ₁₀ alkyl group substituted with at least one of a phenyl group, a naphthyl group, and an anthracenyl group;

a phenyl group, a naphthyl group, anthracenyl group, a pyrenyl group, a phenanthrenyl group and a fluorenyl group;

Heavy hydrogen, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt thereof, sulfonic acid group or its salt thereof, phosphoric acid group or a salt thereof, C ₁ -C ₆₀ alkyl group, C ₂ -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkynyl group, C ₁ -C ₆₀ alkoxy group, phenyl group, naphthyl group, anthracenyl group, pyrenyl group, phenanthreate a phenyl group, a naphthyl group, anthracenyl group, a pyrenyl group, a phenanthrenyl group, and a fluorenyl group, substituted with one or more of a yl group and a fluorenyl group; and

;

;

It may be selected from, but is not limited thereto.

Alternatively, the host may include a compound represented by Chemical Formula 302:

<Formula 302>

For a detailed description of Ar ₁₂₂ to Ar ₁₂₅ in Formula 302, refer to the description of Ar ₁₁₃ in Formula 301.

In Formula 302, Ar ₁₂₆ and Ar ₁₂₇ may be each independently a C ₁ -C ₁₀ alkyl group (eg, a methyl group, an ethyl group, or a propyl group).

In Chemical Formula 302, k and l may be independently integers from 0 to 4. For example, k and l may be 0, 1 or 2.

The compound represented by Chemical Formula 301 and the compound represented by Chemical Formula 302 may include the following compounds H1 to H42, but are not limited thereto.

When the organic light emitting device is a full-color organic light emitting device, the light emitting layer may be patterned into a red light emitting layer, a green light emitting layer, and a blue light emitting layer. Alternatively, the light emitting layer may have a structure in which a red light emitting layer, a green light emitting layer, and/or a blue light emitting layer are stacked so as to emit white light.

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

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

Next, an electron transport region is disposed on the light emitting layer.

The electron transport region may include at least one of a hole blocking layer, an electron transport layer, and an electron injection layer.

For example, the electron transport region may have a structure of a hole blocking layer/electron transport layer/electron injection layer or an electron transport layer/electron injection layer, but is not limited thereto. The electron transport layer may have a single-layer structure or a multi-layer structure including two or more different materials.

For conditions for forming the hole blocking layer, the electron transporting layer, and the electron injection layer of the electron transport region, refer to conditions for forming the hole injection layer.

When the electron transport region includes a hole blocking layer, the hole blocking layer may include, for example, at least one of BCP, Bphen, and Balq, but is not limited thereto.

The hole blocking layer may have a thickness of about 20 Å to about 1000 Å, for example, about 30 Å to about 300 Å. When the thickness of the hole blocking layer satisfies the aforementioned range, excellent hole blocking characteristics may be obtained without a substantial increase in driving voltage.

The electron transport layer may further include at least one of BCP, Bphen, and Alq ₃ , Balq, TAZ, and NTAZ.

Alternatively, the electron transport layer may include at least one of the following compounds ET1 and ET2, but is not limited thereto.

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

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

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

Also, the electron transport region may include an electron injection layer (EIL) that facilitates injection of electrons from the second electrode 19 .

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

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

A second electrode 19 is provided above the organic layer 15 . The second electrode 19 may be a cathode. As the material for the second electrode 19, a metal, an alloy, an electrically conductive compound, or a combination thereof having a relatively low work function may be used. Specific examples include lithium (Li), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), and the like. It can be used as a material for forming the second electrode 19. Alternatively, various modifications are possible, such as forming the transmissive second electrode 19 using ITO or IZO to obtain a top light emitting device.

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

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

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

In the present specification, the C ₂ -C ₆₀ alkenyl group has a structure including one or more carbon double bonds 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 do. In the present specification, a C ₂ -C ₆₀ alkenylene group means a divalent group having the same structure as the C ₂ -C ₆₀ alkenyl group.

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

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

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

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

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

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

In the present specification, the C ₁ -C ₆₀ heteroaryl group refers to a monovalent group including at least one hetero atom selected from N, O, P, and S as a ring-forming atom and having a carbocyclic aromatic system having 1 to 60 carbon atoms. And, the C ₁ -C ₆₀ heteroarylene group includes at least one heteroatom selected from N, O, P and S as a ring-forming atom and refers to a divalent group 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, the two or more rings may be fused to each other.

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

In the present specification, a monovalent non-aromatic condensed polycyclic group includes two or more rings condensed with each other, contains only carbon as a ring-forming atom, and the entire molecule is non-aromatic. It means a monovalent group having (for example, having 8 to 60 carbon atoms). Specific examples of the monovalent non-aromatic condensed polycyclic group include a fluorenyl group and the like. A divalent non-aromatic condensed polycyclic group in the present specification means a divalent group having the same structure as the monovalent non-aromatic condensed polycyclic group.

In the present specification, a monovalent non-aromatic condensed heteropolycyclic group includes two or more rings condensed with each other, and includes a hetero atom selected from N, O, P, and S in addition to carbon as a ring-forming atom, , The whole molecule means a monovalent group having non-aromaticity (for example, having 1 to 60 carbon atoms). The monovalent non-aromatic heterocondensed polycyclic group includes a carbazolyl group and the like. A divalent non-aromatic condensed heteropolycyclic group in the present specification means a divalent group having the same structure as the monovalent non-aromatic condensed heteropolycyclic group.

In the present specification, 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 group, substituted C ₁ -C ₁₀ heterocycloalkyl group, substituted C ₃ -C ₁₀ cycloalkenyl group, substituted C ₁ -C ₁₀ heterocycloalkenyl group, substituted C ₆ -C ₆₀ aryl group, substituted C ₆ -C ₆₀ aryloxy group, substituted C ₆ -C ₆₀ arylthio group, substituted C ₁ -C ₆₀ heteroaryl group, substituted monovalent non-aromatic condensed polycyclic group, and substituted monovalent non-aromatic heterocondensed polycyclic group; At least one of the substituents of the group,

Deuterium, -F, -Cl, -Br, -I, -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , a hydroxyl group, a cyano group, a nitro group, Amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt thereof, sulfonic acid group or its salt thereof, phosphoric acid group or its salt thereof, C ₁ -C ₆₀ Alkyl group, C ₂ -C ₆₀ Alkenyl group, C ₂ -C ₆₀ an alkynyl group and a C ₁ -C ₆₀ alkoxy group;

Deuterium, -F, -Cl, -Br, -I, -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , a hydroxyl group, a cyano group, a nitro group, Amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt thereof, sulfonic acid group or its salt thereof, phosphoric acid group or its salt thereof, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ - C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy group, C ₆ -C ₆₀ arylthio group, C ₁ -C ₆₀ heteroaryl group , monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic heterocondensed polycyclic group, -N(Q ₁₁ )(Q ₁₂ ), -Si(Q ₁₃ )(Q ₁₄ )(Q ₁₅ ), -B(Q ₁₆ )(Q ₁₇ ) and -P(=O)(Q ₁₈ )(Q ₁₉ ) Substituted with at least one selected from a C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group and a C ₁ -C ₆₀ alkoxy group;

C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heterocycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryl an oxy group, 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 hetero condensed polycyclic group;

Deuterium, -F, -Cl, -Br, -I, -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , a hydroxyl group, a cyano group, a nitro group, Amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt thereof, sulfonic acid group or its salt thereof, phosphoric acid group or its salt thereof, C ₁ -C ₆₀ Alkyl group, C ₂ -C ₆₀ Alkenyl group, C ₂ -C ₆₀ Alkynyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heterocycloalkenyl group, C ₆ - C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy group, C ₆ -C ₆₀ arylthio group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic hetero condensed polycyclic group , -N(Q ₂₁ )(Q ₂₂ ), -Si(Q ₂₃ )(Q ₂₄ )(Q ₂₅ ), -B(Q ₂₆ )(Q ₂₇ ) and -P(=0)(Q ₂₈ )(Q ₂₉ ) substituted with at least one selected from, a C ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkenyl group, a C ₁ -C ₁₀ heterocycloalkenyl group, a C ₆ -C ₆₀ an aryl group, 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 group, and a monovalent non-aromatic hetero condensed polycyclic group; and

-N(Q ₃₁ )(Q ₃₂ ), -Si(Q ₃₃ )(Q ₃₄ )(Q ₃₅ ), -B(Q ₃₆ )(Q ₃₇ ) and -P(=0)(Q ₃₈ )(Q ₃₉ ); is selected from;

Wherein Q ₁ to Q ₉ , Q ₁₁ to Q ₁₉ , Q ₂₁ to Q ₂₉ and Q ₃₁ to Q ₃₉ are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano No group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt thereof, sulfonic acid group or its salt thereof, phosphoric acid group or its salt thereof, substituted or unsubstituted C ₁ -C ₆₀ alkyl group, substituted or unsubstituted substituted C ₂ -C ₆₀ alkenyl group, substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, substituted Or an 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 heterocycloalkenyl group, a substituted or unsubstituted C ₆ - C ₆₀ aryl group, substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, substituted or unsubstituted C ₆ -C ₆₀ arylthio group, substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, substituted or unsubstituted It is selected from a cyclic monovalent non-aromatic condensed polycyclic group and a substituted or unsubstituted monovalent non-aromatic hetero condensed polycyclic group.

Hereinafter, for synthesis examples and examples, a compound and an organic light emitting device according to one embodiment of the present invention will be described in more detail, but the present invention is not limited to the following synthesis examples and examples. In the following synthesis example, in the expression "'B' was used instead of 'A'", the amount of 'B' used and the amount of 'A' used were the same based on molar equivalents.

[Example]

Synthesis Example 1: Synthesis of Compound 1

compound Synthesis of L1

2-bromo-5-(trimethylsilyl)pyridine (9.15 g, 39.73 mmol), triphenylen-2-ylboronic acid (12.43 g, 45.69 mmol), Pd(PPh ₃ ) ₄ (3.06 g, 2.65 mmol) and K ₂ CO ₃ (21.94 g, 158.74 mmol) were mixed with 210 mL of tetrahydrofuran (THF) and 70 mL of distilled water. Next, the mixture was stirred under reflux for 18 hours.After lowering the temperature to room temperature, the organic layer was extracted using methylenechloride (MC), and anhydrous magnesium sulfate (MgSO ₄ ) was added to remove moisture, followed by filtration to obtain a filtrate. The residue obtained under reduced pressure was purified by column chromatography under MC:Hexane = 1:1 condition to obtain 10.40 g (69%) of compound L1.

MALDI-TOFMS (m/z): C ₂₆ H ₂₃ NSi (M ⁺ ) 378.

Synthesis of Compound A

2-phenylpyridine (14.66 g, 94.44 mmol) and iridium chloride (14.80 g, 41.97 mmol) were mixed with 210 mL of ethoxyethanol and 70 mL of distilled water, After the reaction proceeded by stirring under reflux for 24 hours, the temperature was lowered to room temperature. The solid produced therefrom was separated by filtration, thoroughly washed in the order of water/methanol/hexane, and the obtained solid was dried in a vacuum oven to obtain 19.5 g (87%) of Compound A.

Synthesis of Compound B

Compound A (4.51 g, 4.20 mmol) was mixed with 45 mL of MC, and then AgOTf (2.16 g, 8.41 mmol) dissolved in 15 mL of methanol was added. Thereafter, the reaction was carried out by stirring at room temperature for 18 hours while blocking light with aluminum foil, followed by celite filtration to remove the generated solid, and further purification of the solid (Compound B) obtained by depressurizing the filtrate. was used for the next reaction without

Synthesis of Compound 1

Compound B (6.0 g, 8.41 mmol) and compound L1 (3.81 g, 10.10 mmol) were mixed with 100 mL of ethanol, stirred under reflux for 18 hours to proceed with the reaction, and then the temperature was lowered. The mixture obtained therefrom was filtered, and the obtained solid was thoroughly washed with ethanol and hexane, and column chromatography was performed under MC: hexane = 40:60 to obtain 1.4 g (19%) of Compound 1. The material was confirmed through mass and HPLC analysis.

HRMS (MALDI-TOF) calcd for C ₄₈ H ₃₈ IrN ₃ Si: m/z 877.2464, Found: 877.2461

Synthesis Example 2: Synthesis of Compound 2

Synthesis of Compound C

2,5-dibromo-4-methylpyridine instead of 2-bromo-5-(trimethylsilyl)pyridine (2,5-dibromo-4-methylpyridine) (10 g, 39.86 mmol) was used, and 9.5 g (60%) of Compound C was obtained using the same method as in Synthesis Example 1 for synthesizing Compound L1.

MALDI-TOFMS (m/z): C ₂₇ H ₂₅ NSi (M ⁺ ) 397.

Synthesis of compound L2

Add 100 mL of tetrahydrofuran (THF) to compound C (6.09 g, 15.31 mmol), cool to -78 ° C, slowly add n-BuLi (14.4 mL, 22.96 mmol), and then at -78 ° C. Stir for 1 hour. Thereafter, TMSCl (2.91 mL, 22.96 mmol) was added, and the reaction was conducted at -78 ° C for 1 hour, followed by heating to room temperature for 12 hours. The organic layer obtained therefrom was extracted using MC, anhydrous magnesium sulfate was added to remove water, and the filtrate obtained by filtration was subjected to reduced pressure. Column chromatography was performed on the residue obtained under the conditions of EA: Hexane = 5:95. was performed to give 4.8 g (80%) of compound L2.

MALDI-TOFMS (m/z): C ₂₇ H ₂₅ NSi (M ⁺ ) 391.

Synthesis of compound 2

1.9 g (32%) of compound 2 was obtained using the same method as in the synthesis of compound 1 in Synthesis Example 1, except that compound L2 (3.17 g, 8.08 mmol) was used instead of compound L1. . The material was confirmed through mass and HPLC analysis.

HRMS (MALDI-TOF) calcd for C ₄₉ H ₄₀ IrN ₃ Si: m/z 891.2621, Found: 891.2621.

Synthesis Example 3: Synthesis of Compound 3

Synthesis of compound L3

Compound L2 (4.52 g, 11.52 mmol) was mixed with 70 mL of THF, cooled to -78 ° C, and then lithium diisopropylamide (LDA, 14.4 mL, 28.8 mmol) was slowly added. Thereafter, the reaction was carried out by stirring at -78 ° C. for 1 hour, and then warmed to room temperature, followed by further reaction for 1.5 hours. Subsequently, the temperature was lowered to -78 ° C, 2-bromopropane (2.70 mL, 28.8 mmol) was slowly added, and then the temperature was raised to room temperature, followed by reaction for 12 hours. The organic layer obtained therefrom was extracted using MC, anhydrous magnesium sulfate was added to remove moisture, and the obtained filtrate was filtered under reduced pressure. Column chromatography was performed on the residue obtained under the conditions of EA: Hexane = 10:90 This gave 4.3 g (86%) of compound L3.

MALDI-TOFMS (m/z): C ₃₀ H ₃₁ NSi (M ⁺ ) 434.

Synthesis of compound 3

1.8 g (32%) of compound 3 was obtained using the same method as in the synthesis of compound 1 in Synthesis Example 1, except that compound L3 (3.35 g, 7.71 mmol) was used instead of compound L1. . The material was confirmed through mass and HPLC analysis.

HRMS (MALDI-TOF) calcd for C ₅₂ H ₄₆ IrN ₃ Si: m/z 933.3090, Found: 933.3092.

Synthesis Example 4: Synthesis of Compound 4

Synthesis of Compound D

2,5-dibromo-4-phenylpyridine instead of 2-bromo-5-(trimethylsilyl)pyridine (9.518 g, 30.41 mmol), 10.4 g (74%) of compound D was obtained using the same method as in the synthesis of compound L1 in Synthesis Example 1, except that .

MALDI-TOFMS (m/z): C ₂₉ H ₁₈ BrN (M ⁺ ) 459.

Synthesis of compound L4

6.7 g (84%) of compound L4 was obtained using the same method as in the synthesis of compound L2 in Synthesis Example 2, except that compound D (8.106 g, 17.66 mmol) was used instead of compound C. did

MALDI-TOFMS (m/z): C ₃₂ H ₂₇ NSi (M ⁺ ) 453.

Synthesis of compound 4

1.1 g (22%) of compound 4 was obtained using the same method as in the synthesis of compound 1 in Synthesis Example 1, except that compound L4 (2.912 g, 6.43 mmol) was used instead of compound L1. . The material was confirmed through mass and HPLC analysis.

HRMS (MALDI-TOF) calcd for C ₅₄ H ₄₂ IrN ₃ Si: m/z 953.2777, Found: 953.2775.

Synthesis Example 5: Synthesis of Compound 97

Synthesis of Compound E

2-(5-(methylD ₃ ))phenylpyridine (8.74 g, 33.07 mmol) and iridium chloride (7.95 g, 22.5 mmol) were mixed with 120 mL of ethoxyethanol and 40 mL of distilled water, followed by mixing for 24 hours. After the reaction proceeded with stirring under reflux, the temperature was lowered to room temperature. The solid produced therefrom was separated by filtration, washed sufficiently in the order of water/methanol/hexane, and the obtained solid was dried in a vacuum oven to obtain compound E (11 g, 86%).

Synthesis of Compound F

Compound E (4.59 g, 4.02 mmol) was mixed with 210 mL of MC, and then AgOTf (2.07 g, 8.04 mmol) dissolved in 70 mL of methanol was added. Thereafter, the reaction was carried out by stirring at room temperature for 18 hours in a state where light was blocked with aluminum foil, and then the solid produced by celite filtration was removed, and the filtrate was reduced under reduced pressure to obtain a solid (Compound F), which was further purified. was used for the next reaction without

Synthesis of Compound 97

Compound L1 (2.555 g, 6.80 mmol) was synthesized in the same manner as in Synthesis Example 1, except that Compound F was used instead of Compound B, and 1.7 g (34%) of Compound 97 was prepared. was obtained. The material was confirmed through mass and HPLC analysis.

HRMS (MALDI-TOF) calcd for C ₅₀ H ₃₆ D ₆ IrN ₃ Si: m/z 911.3154, Found: 911.3154.

Synthesis Example 6: Synthesis of Compound 99

Compound 99 1.4 was synthesized in the same manner as in Synthesis Example 1, except that Compound F was used instead of Compound B and Compound L3 (2.767 g, 6.39 mmol) was used instead of Compound L1. g (28%) was obtained. The material was confirmed through mass and HPLC analysis.

HRMS (MALDI-TOF) calcd for C ₅₄ H ₄₄ D ₆ IrN ₃ Si: m/z 967.3780, Found: 967.3781.

Synthesis Example 7: Synthesis of Compound 100

Compound 100 1.07 was synthesized in the same manner as in Synthesis Example 1, except that Compound F was used instead of Compound B and Compound L4 (2.755 g, 6.08 mmol) was used instead of Compound L1. g (21%) was obtained. The material was confirmed through mass and HPLC analysis.

HRMS (MALDI-TOF) calcd for C ₅₆ H ₄₀ D ₆ IrN ₃ Si: m/z 987.3467, Found: 987.3469.

Synthesis Example 8: Synthesis of Compound 145

Synthesis of Compound G

2-(4-(trimethylsilyl))phenylpyridine (7.05 g, 33.07 mmol) and iridium chloride (5.18 g, 14.7 mmol) were mixed with 75 mL of ethoxyethanol and 25 mL of distilled water for 24 hours. After the reaction proceeded with stirring under reflux, the temperature was lowered to room temperature. The solid produced therefrom was isolated by filtration, thoroughly washed in the order of water/methanol/hexane, and the obtained solid was dried in a vacuum oven to obtain compound G (9.01 g, 90%).

Synthesis of Compound H

Compound D (2.78 g, 2.04 mmol) was mixed with 60 mL of MC, and then AgOTf (1.05 g, 4.08 mmol) dissolved in 20 mL of methanol was added. Thereafter, the reaction was carried out by stirring at room temperature for 18 hours in a state where light was blocked with aluminum foil, and then the solid produced by celite filtration was removed, and the filtrate was subjected to further purification for the obtained solid (Compound H) under reduced pressure. was used for the next reaction without

Synthesis of Compound 145

1.4 g (27%) of Compound 145 was obtained using the same method as in Synthesis Example 1 for synthesizing Compound 1, except that Compound H was used instead of Compound B. The material was confirmed through mass and HPLC analysis.

HRMS (MALDI-TOF) calcd for C ₅₄ H ₄₄ D ₆ IrN ₃ Si: m/z 1021.3255, Found: 1021.3253.

Synthesis Example 9: Synthesis of Compound 146

Compound 146 1.9 was synthesized in the same manner as in Synthesis Example 1, except that Compound H was used instead of Compound B and Compound L2 (2.727 g, 6.96 mmol) was used instead of Compound L1. g (32%) was obtained. The material was confirmed through mass and HPLC analysis.

HRMS (MALDI-TOF) calcd for C ₅₅ H ₅₆ D ₆ IrN ₃ Si: m/z 1035.3411, Found: 1035.3410.

Synthesis Example 10: Synthesis of Compound 147

Compound 147 1.8 was synthesized in the same manner as in Synthesis Example 1, except that Compound H was used instead of Compound B and Compound L3 (2.901 g, 6.69 mmol) was used instead of Compound L1. g (30%) was obtained. The material was confirmed through mass and HPLC analysis.

HRMS (MALDI-TOF) calcd for C ₅₈ H ₆₂ D ₆ IrN ₃ Si: m/z 1077.3881, Found: 1077.3881.

Synthesis Example 11: Synthesis of Compound 148

Compound 148 1.7 was synthesized in the same manner as in Synthesis Example 1, except that Compound H was used instead of Compound B and Compound L4 (2.973 g, 6.56 mmol) was used instead of Compound L1. g (28%) was obtained. The material was confirmed through mass and HPLC analysis.

HRMS (MALDI-TOF) calcd for C ₆₀ H ₅₈ D ₆ IrN ₃ Si: m/z 1097.3568, Found: 1097.3569.

Synthesis Example 12: Synthesis of Compound 217

Synthesis of Compound I

The compound of Synthesis Example 5, except that 2-(4-(methylD ₃ ))phenylpyridine (8.74 g, 33.07 mmol) was used instead of 2-(5-(methylD ₃ ))phenylpyridine. Compound I (10.6 g, 83%) was obtained using the same method as the synthesis method of E.

Synthesis of Compound J

Compound J was obtained in the same manner as in the synthesis method of Compound F of Synthesis Example 5, except that Compound I (8.74 g, 33.07 mmol) was used instead of Compound E.

Synthesis of Compound 217

1.3 g (22%) of compound 217 was obtained using the same method as the synthesis method of compound 97 in Synthesis Example 5, except that compound J was used instead of compound F. The material was confirmed through mass and HPLC analysis.

HRMS (MALDI-TOF) calcd for C ₅₀ H ₃₆ D ₆ IrN ₃ Si: m/z 911.3154, Found: 911.3152.

Evaluation Example 1: Evaluation of HOMO, LUMO and triplet (T1) energy levels

HOMO, LUMO and T ₁ energy levels of compounds 1, 2, 3, 4, 97, 99, 100, 145, 146, 147, 148 and 217 were evaluated according to the method of Table 2, and the results are shown in Table 3. .

How HOMO energy levels are assessed Cyclic voltammetry (CV) (electrolyte: 0.1 M Bu ₄ NPF ₆ / solvent: CH ₂ Cl ₂ / electrode: 3-electrode system (working electrode: Pt disk (1 mm diameter), reference electrode: Pt wire, auxiliary electrode: Pt wire) )) to obtain a potential (V)-current (A) graph of each compound, and then calculate the HOMO energy level of each compound from the oxidation onset of the graph LUMO energy level evaluation method Each compound was diluted to a concentration of 1x10 ^-5 M in CHCl ₃ , and the UV absorption spectrum was measured at room temperature using a Shimadzu UV-350 Spectrometer, and then the edge of the absorption spectrum Calculate the LUMO energy level using the optical band gap (Eg) from ) and the HOMO energy level T1 Energy Level Assessment Method A mixture of toluene and each compound (dissolving 1 mg of each compound in 3 cc of toluene) was put into a quartz cell, put into liquid nitrogen (77K), and the photoluminescence spectrum was measured using a photoluminescence measuring device, and the photoluminescence spectrum was measured at room temperature. Calculate the T1 energy level by analyzing only the peaks observed only at low temperatures compared to the luminescence spectrum

Compound No. HOMO (eV)
(measured value) LUMO (eV)
(measured value) T ₁ energy level (eV) One -5.054 -2.594 2.358 2 -5.029 -2.573 2.354 3 -5.025 -2.540 2.383 4 -5.038 -2.607 2.329 97 -5.002 -2.547 2.353 99 -4.975 -2.500 2.373 100 -4.984 -2.553 2.329 145 -5.012 -2.557 2.353 146 -4.992 -2.541 2.349 147 -4.986 -2.509 2.375 148 -5.003 -2.581 2.320 217 -4.984 -2.547 2.335

According to Table 3, it can be seen that compounds 1, 2, 3, 4, 97, 99, 100, 145, 146, 147, 148 and 217 have electrical properties suitable for use as materials for organic light emitting devices. there is.

Example 1

An ITO glass substrate was cut into a size of 50 mm x 50 mm x 0.5 mm, ultrasonically cleaned in acetone, isopropyl alcohol and pure water for 15 minutes each, followed by UV ozone cleaning for 30 minutes.

Subsequently, m-MTDATA was deposited on the ITO electrode (anode) on the glass substrate at a deposition rate of 1 Å/sec to form a 600 Å-thick hole injection layer, and α-NPD was deposited on the hole injection layer at a deposition rate of 1 Å/sec. to form a hole transport layer with a thickness of 250 Å.

Compound 1 (dopant) and CBP (host) were co-deposited on the hole transport layer at a deposition rate of 0.1 Å/sec and 1 Å/sec, respectively, to form a light emitting layer having a thickness of 400 Å.

BAlq was deposited on the light emitting layer at a deposition rate of 1 Å/sec to form a hole blocking layer having a thickness of 50 Å, Alq ₃ was deposited on the hole blocking layer to form an electron transport layer having a thickness of 300 Å, and LiF was formed on the electron transport layer. After depositing a 10 Å thick electron injection layer, vacuum depositing Al on the electron injection layer to form a 1200 Å thick second electrode (cathode), ITO / m-MTDATA (600 Å) / α-NPD (250Å) / CBP + 10% (Compound 1) (400Å) / Balq (50Å) / Alq ₃ (300Å) / LiF (10Å) / Al (1200Å) An organic light emitting device having a structure was manufactured.

Examples 2 to 4 and Comparative Examples 1 and 2

An organic light emitting device was manufactured in the same manner as in Example 1, except that the compound shown in Table 4 was used instead of Compound 1 as a dopant in the light emitting layer.

Evaluation Example 2: Characteristic evaluation of organic light emitting device

Driving voltage, current efficiency, and lifespan of each of the organic light emitting diodes prepared in Examples 2 to 4 and Comparative Examples 1 and 2 were evaluated using a Keithley 2400 and a luminance meter (Minolta Cs-1000A). Thus, the driving voltage and current efficiency of Examples 2 to 4 and Comparative Examples 1 and 2 are relative values when the driving voltage and current efficiency of the organic light emitting device of Example 1 are expressed as “100” respectively. and shown in Table 4. Meanwhile, the lifetime (T ₉₅ ) in Table 4 is a measurement of the time (hr) required for the luminance to reach 95% after driving, when the initial luminance under 6000 nits is 100%. In Table 4, the lifespans (T ₉₅ ) of Examples 2 to 4 and Comparative Examples 1 and 2 are converted into relative values when the lifespan (T ₉₅ ) of the organic light emitting device of Example 1 is expressed as “100”. and showed.

dopant driving voltage
(V)
(relative value) efficiency
(cd/A)
(relative value) Life (hr)
(T95, at 6000nit)
(relative value) Example 1 One 100 100 100 Example 2 145 88 121 114 Example 3 147 87 129 113 Example 4 217 92 109 105 Comparative Example 1 Ir(ppy) ₃ 121 86 36 Comparative Example 2 compound X 108 91 43

<화합물 X>

<Compound X>

From Table 4, it can be seen that the organic light emitting diodes of Examples 1 to 4 have lower driving voltage, higher efficiency, and longer lifespan than the organic light emitting diodes of Comparative Examples 1 and 2.

10: organic light emitting element
11: first electrode
15: organic layer
19: second electrode

Claims (20)

An organometallic compound represented by Formula 1 below:
<Formula 1>
M(L ₁ ) _n1 (L ₂ ) _n2
<Formula 2 (1)>


In Formula 1, M is iridium (Ir),
In Formula 1, L ₁ is selected from ligands represented by Formula 2(1), n1 is 1 or 2, and when n1 is 2 or more, two or more L _1s are the same as or different from each other;
In Formula 1, L ₂ is a ligand represented by Formula 3A, n2 is 1 or 2, and when n2 is 2 or more, two or more L ₂ are the same as or different from each other;
n1+n2 is 3,
In Formula 1, L ₁ and L ₂ are different from each other,
In Formula 2(1), CY ₁ is triphenylene;
In Formula 3A, Y ₁₁ to Y ₁₄ are each independently carbon (C) or nitrogen (N), Y ₁₁ and Y ₁₂ are connected to each other through a single bond or a double bond, and Y ₁₃ and Y ₁₄ are single bonds or linked to each other by double bonds;
CY ₃ in Formula 3A is pyridine, 5,6,7,8-tetrahydroquinoline (5,6,7,8-tetrahydroquinoline), 5,6,7,8-tetrahydroisoquinoline (5,6,7 ,8-tetrahydroisoquinoline), selected from quinoline and isoquinoline;
CY ₄ in Formula 3A is benzene, 1,2,3,4-tetrahydronaphthalene (1,2,3,4-tetrahydronaphthalene), naphthalene, fluorene, dibenzofuran, dibenzothiophene, benzofuropyridine (benzofuropyridine) and benzothienopyridine (benzothienopyridine),
In Formula 3A, a1 and a2 are each independently selected from integers of 0 to 4;
In Formula 2(1) and Formula 3A, R ₁ to R ₃ , R ₁₁ , R ₁₂ , Z ₁ and Z ₂ are each independently hydrogen, heavy hydrogen, -F, a cyano group, a substituted or unsubstituted C ₁ -C ₆₀ alkyl group, a substituted or unsubstituted C 2 -C 60 alkenyl group, a substituted or unsubstituted C ₁ -C ₆₀ alkenyl group, C ₁ -C ₆₀ alkoxy group, substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, substituted or unsubstituted C ₆ -C ₆₀ aryl group, substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, substituted or An unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic heterocondensed polycyclic group, -Si(Q ₁ )(Q ₂ )(Q ₃ ), -N(Q ₄ )(Q ₅ ), -B(Q ₆ ) (Q ₇ ) and -P(=0) (Q ₈ ) (Q ₉ ),
In Formula 2(1), b1 and b2 are each independently selected from integers of 0 to 4,
Among the a1 Z ₁ and a2 Z ₂ , two or more adjacent substituents may optionally combine with each other to form a C ₅ -C ₃₀ carbocyclic group or a C ₂ -C ₃₀ heterocyclic group; ,
* and *' in Formula 2(1) and Formula 3A are binding sites to M in Formula 1,
The substituted C ₁ -C ₆₀ alkyl group, the substituted C ₂ -C ₆₀ alkenyl group, the substituted C ₁ -C ₆₀ alkoxy group, the substituted C ₃ -C ₁₀ cycloalkyl group, the substituted C ₆ -C ₆₀ aryl group, The substituents of the substituted C ₁ -C ₆₀ heteroaryl group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed polycyclic group,
heavy hydrogen, -F, -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , cyano group, C ₁ -C ₆₀ alkyl group and C ₁ -C ₆₀ alkoxy group;
Heavy hydrogen, -F, -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , cyano group, C ₃ -C ₁₀ cycloalkyl group, C ₆ -C ₆₀ aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, and a monovalent non-aromatic heterocondensed polycyclic group, a C ₁ -C ₆₀ alkyl group and a C ₁ -C ₆₀ alkoxy group substituted with at least one selected from the group consisting of;
C ₃ -C ₁₀ cycloalkyl group, C ₆ -C ₆₀ aryl group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic hetero condensed polycyclic group; and
Heavy hydrogen, -F, -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , cyano group, C ₁ -C ₆₀ alkyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ A cycloalkyl 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 heteropolycyclic group substituted with at least one selected from, C ₃ -C ₁₀ cycloalkyl group, C ₆ -C ₆₀ aryl group, C ₁ -C ₆₀ heteroaryl group, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic hetero condensed polycyclic group;
is selected from;
Q ₁ to Q ₉ are independently of each other, -CH ₃ , -CD ₃ , -CD _{2 H} , -CDH ₂ , -CH 2 CH 3 , -CH ₂ CD ₃ , -CH _{2 CD 2 H} , -CH ₂ CDH ₂ , -CHDCH ₃ , -CHDCD ₂ H, -CHDCDH ₂ , -CHDCD ₃ , -CD ₂ CD ₃ , -CD ₂ CD ₂ H and -CD ₂ CDH ₂ ;
n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naph til group; and
Deuterium, C ₁ -C ₁₀ Substituted with at least one selected from an alkyl group and a phenyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naphthyl group; are selected from delete delete According to claim 1,
In Formula 2 (1), R ₁₁ and R ₁₂ are independently of each other,
hydrogen, heavy hydrogen, -F, a cyano group, a C ₁ -C ₂₀ alkyl group, and a C ₁ -C ₂₀ alkoxy group;
Heavy hydrogen, -F, -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , cyano group, C ₁ -C ₁₀ alkyl group, cyclopentyl group, cyclohexyl group, cyclo A heptyl group, a cyclooctyl group, an adamantanyl group, a norbornanyl group, a phenyl group, a naphthyl group, a pyridinyl group, and a pyrimidinyl group, substituted with at least one selected from a C ₁ -C ₂₀ alkyl group and C ₁ - C ₂₀ alkoxy group;
Cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbonanyl group, phenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group , pyrenyl group, chrysenyl group, pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group , Pyrimidinyl group, pyridazinyl group, isoindoleyl group, indoleyl group, indazolyl group, purinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, Carbazolyl group, phenanthrolinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzooxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group , triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, imidazopyridinyl group and imidazopyrimidinyl group;
Heavy hydrogen, -F, -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , cyano group, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, cyclo Pentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbonanyl group, phenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, Pyrenyl group, chrysenyl group, pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, Pyrimidinyl group, pyridazinyl group, isoindoleyl group, indoleyl group, indazolyl group, purinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carba Zolyl group, phenanthrolinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzooxazolyl group, isobenzooxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, A cyclopentyl group, a cyclohexyl group, substituted with at least one selected from a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, and an imidazopyrimidinyl group , Cycloheptyl group, cyclooctyl group, adamantanyl group, norbonanyl group, phenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyrida Zinyl group, isoindoleyl group, indolyl group, indazolyl group, purinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazolyl group, phenanthrolinyl group , benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzooxazolyl group, isobenzooxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzo a furanyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group and an imidazopyrimidinyl group; and
-B(Q ₆ )(Q ₇ ) and -P(=0)(Q ₈ )(Q ₉ );
is selected from
Q ₆ to Q ₉ are independently of each other,
-CH ₃ , -CD ₃ , -CD ₂ H, -CDH ₂ , -CH 2 CH ₃ , -CH ₂ CD ₃ , -CH ₂ CD ₂ H, -CH _{2 CDH 2} , -CHDCH ₃ , -CHDCD ₂ H , -CHDCDH ₂ , -CHDCD ₃ , -CD ₂ CD ₃ , -CD ₂ CD ₂ H and -CD ₂ CDH ₂ ;
n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naph til group; and
Substituted with at least one selected from heavy hydrogen, a C ₁ -C ₁₀ alkyl group and a phenyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naphthyl group;
An organometallic compound selected from among. According to claim 1,
In Formula 2 (1), R ₁₁ and R ₁₂ are independently of each other,
Hydrogen, heavy hydrogen, -F, cyano group, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group , sec-pentyl group, tert-pentyl group, n-hexyl group, isohexyl group, sec-hexyl group, tert-hexyl group, n-heptyl group, isoheptyl group, sec-heptyl group, tert-heptyl group, n -octyl group, isooctyl group, sec-octyl group, tert-octyl group, n-nonyl group, isononyl group, sec-nonyl group, tert-nonyl group, n-decyl group, isodecyl group, sec-decyl group, tert-decyl group, methoxy group, ethoxy group, propoxy group, butoxy group, pentoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbonanyl group, phenyl group, naphthyl group, A pyridinyl group and a pyrimidinyl group;
Heavy hydrogen, -F, -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , cyano group, C ₁ -C ₁₀ alkyl group, C ₁ -C ₁₀ alkoxy group, cyclo A methyl group, an ethyl group, and an n-propyl group substituted with at least one selected from a pentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantanyl group, a norbonanyl group, a phenyl group, a naphthyl group, a pyridinyl group, and a pyrimidinyl group , isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, n-hexyl group, isohex Actual group, sec-hexyl group, tert-hexyl group, n-heptyl group, isoheptyl group, sec-heptyl group, tert-heptyl group, n-octyl group, isooctyl group, sec-octyl group, tert-octyl group, n -nonyl group, isononyl group, sec-nonyl group, tert-nonyl group, n-decyl group, isodecyl group, sec-decyl group, tert-decyl group, methoxy group, ethoxy group, propoxy group, butoxy group, a pentoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantanyl group, a norbonanyl group, a phenyl group, a naphthyl group, a pyridinyl group, and a pyrimidinyl group; and
-B(Q ₆ )(Q ₇ ) and -P(=0)(Q ₈ )(Q ₉ );
is selected from
Q ₆ to Q ₉ are independently of each other,
-CH ₃ , -CD ₃ , -CD ₂ H, -CDH ₂ , -CH 2 CH ₃ , -CH ₂ CD ₃ , -CH ₂ CD ₂ H, -CH _{2 CDH 2} , -CHDCH ₃ , -CHDCD ₂ H , -CHDCDH ₂ , -CHDCD ₃ , -CD ₂ CD ₃ , -CD ₂ CD ₂ H and -CD ₂ CDH ₂ ;
n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naph til group; and
Substituted with at least one selected from heavy hydrogen, a C ₁ -C ₁₀ alkyl group and a phenyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naphthyl group;
An organometallic compound selected from among. According to claim 1,
In Formula 2 (1), R ₁ to R ₃ are independently of each other,
a C ₁ -C ₁₀ alkyl group, a phenyl group, and -Si(Q ₁ )(Q ₂ )(Q ₃ ); and
a C ₁ -C ₁₀ alkyl group and a phenyl group substituted with at least one selected from heavy hydrogen and a C ₁ -C ₁₀ alkyl group;
is selected from
The Q ₁ to Q ₃ are independently from each other,
-CH ₃ , -CD ₃ , -CD ₂ H, -CDH ₂ , -CH 2 CH ₃ , -CH ₂ CD ₃ , -CH ₂ CD ₂ H, -CH _{2 CDH 2} , -CHDCH ₃ , -CHDCD ₂ H , -CHDCDH ₂ , -CHDCD ₃ , -CD ₂ CD ₃ , -CD ₂ CD ₂ H and -CD ₂ CDH ₂ ;
n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naph til group; and
Substituted with at least one selected from heavy hydrogen, a C ₁ -C ₁₀ alkyl group and a phenyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naphthyl group;
An organometallic compound selected from among. According to claim 1,
In Formula 2(1), R ₁₁ and R ₁₂ are each independently hydrogen, heavy hydrogen, -F, a cyano group, -CH ₃ , -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , selected from groups represented by Formulas 9-1 to 9-19 and groups represented by Formulas 10-1 to 10-38 below;
In Formula 2 (1), R ₁ to R ₃ are independently of each other,
-CH ₃ , -CD ₃ , -CD ₂ H, -CDH ₂ , -CH 2 CH ₃ , -CH ₂ CD ₃ , -CH ₂ CD ₂ H, -CH _{2 CDH 2} , -CHDCH ₃ , -CHDCD ₂ H , -CHDCDH ₂ , -CHDCD ₃ , -CD ₂ CD ₃ , -CD ₂ CD ₂ H and -CD ₂ CDH ₂ ;
n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and -Si (Q ₁ )(Q ₂ )(Q ₃ ); and
Substituted with at least one selected from deuterium and C ₁ -C ₁₀ alkyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopen ethyl group, sec-pentyl group, tert-pentyl group and phenyl group;
is selected from
The Q ₁ to Q ₃ are independently from each other,
-CH ₃ , -CD ₃ , -CD ₂ H, -CDH ₂ , -CH 2 CH ₃ , -CH ₂ CD ₃ , -CH ₂ CD ₂ H, -CH _{2 CDH 2} , -CHDCH ₃ , -CHDCD ₂ H , -CHDCDH ₂ , -CHDCD ₃ , -CD ₂ CD ₃ , -CD ₂ CD ₂ H and -CD ₂ CDH ₂ ;
n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naph til group; and
Substituted with at least one selected from heavy hydrogen, a C ₁ -C ₁₀ alkyl group and a phenyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naphthyl group;
An organometallic compound selected from among.

In Formulas 9-1 to 9-19 and 10-1 to 10-38, * is a binding site with a neighboring atom. delete delete According to claim 1,
An organometallic compound wherein L ₁ in Formula 1 is selected from ligands represented by Formulas 2-42(1), 2-45(1), and 2-46(1):

Among Formulas 2-42(1), 2-45(1) and 2-46(1)
Descriptions of R ₁ to R ₃ , R ₁₁ and b1 are the same as those described in claim 1,
b5 is 1,
X ₁ is C(R ₂₁ ), X ₂ is C(R ₂₂ ), X ₃ is C(R ₂₃ ), X ₄ is C(R ₂₄ ), X ₅ is C(R ₂₅ ), X ₆ is C(R ₂₆ ), X ₇ is C(R ₂₇ ), X ₈ is C(R ₂₈ ), X ₉ is C(R ₂₉ ), X ₁₀ is C(R ₃₀ ),
Description of R ₂₁ to R ₃₀ is the same as that of R ₁₂ in claim 1,
* and *' are binding sites with M in Formula 1. According to claim 1,
In Formula 1, L ₁ is an organometallic compound selected from ligands represented by the following Formula 2BA (1):
<Formula 2BA (1)>

In Formula 2BA (1),
Descriptions of R ₁ to R ₃ , R ₁₁ and b1 are the same as those described in claim 1,
b5 is 1,
Descriptions of R _12a to R _12j are independently the same as those of R ₁₂ in claim 1,
* and *' are binding sites with M in Formula 1. According to claim 1,
An organometallic compound wherein L ₁ in Formula 1 is selected from ligands represented by Formulas 2BA-1 to 2BA-5:

In Formulas 2BA-1 to 2BA-5
R ₁₁ and R ₁₂ are independently of each other;
Heavy hydrogen, -F, cyano group, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec -Pentyl group, tert-pentyl group, n-hexyl group, isohexyl group, sec-hexyl group, tert-hexyl group, n-heptyl group, isoheptyl group, sec-heptyl group, tert-heptyl group, n-ok ethyl group, isooctyl group, sec-octyl group, tert-octyl group, n-nonyl group, isononyl group, sec-nonyl group, tert-nonyl group, n-decyl group, isodecyl group, sec-decyl group, tert- Decyl group, methoxy group, ethoxy group, propoxy group, butoxy group, pentoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbonanyl group, phenyl group, naphthyl group, pyridi a yl group and a pyrimidinyl group;
Heavy hydrogen, -F, -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , cyano group, C ₁ -C ₁₀ alkyl group, C ₁ -C ₁₀ alkoxy group, cyclo A methyl group, an ethyl group, and an n-propyl group substituted with at least one selected from a pentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantanyl group, a norbonanyl group, a phenyl group, a naphthyl group, a pyridinyl group, and a pyrimidinyl group , isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, n-hexyl group, isohex Actual group, sec-hexyl group, tert-hexyl group, n-heptyl group, isoheptyl group, sec-heptyl group, tert-heptyl group, n-octyl group, isooctyl group, sec-octyl group, tert-octyl group, n -nonyl group, isononyl group, sec-nonyl group, tert-nonyl group, n-decyl group, isodecyl group, sec-decyl group, tert-decyl group, methoxy group, ethoxy group, propoxy group, butoxy group, a pentoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantanyl group, a norbonanyl group, a phenyl group, a naphthyl group, a pyridinyl group, and a pyrimidinyl group; and
-B(Q ₆ )(Q ₇ ) and -P(=0)(Q ₈ )(Q ₉ );
is selected from
Q ₆ to Q ₉ are independently of each other,
-CH ₃ , -CD ₃ , -CD ₂ H, -CDH ₂ , -CH 2 CH ₃ , -CH ₂ CD ₃ , -CH ₂ CD ₂ H, -CH _{2 CDH 2} , -CHDCH ₃ , -CHDCD ₂ H , -CHDCDH ₂ , -CHDCD ₃ , -CD ₂ CD ₃ , -CD ₂ CD ₂ H and -CD ₂ CDH ₂ ;
n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naph til group; and
Substituted with at least one selected from heavy hydrogen, a C ₁ -C ₁₀ alkyl group and a phenyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naphthyl group;
is selected from
R ₁ to R ₃ are independently of each other,
-CH ₃ , -CD ₃ , -CD ₂ H, -CDH ₂ , -CH 2 CH ₃ , -CH ₂ CD ₃ , -CH ₂ CD ₂ H, -CH _{2 CDH 2} , -CHDCH ₃ , -CHDCD ₂ H , -CHDCDH ₂ , -CHDCD ₃ , -CD ₂ CD ₃ , -CD ₂ CD ₂ H and -CD ₂ CDH ₂ ;
n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naph til group; and
Substituted with at least one selected from heavy hydrogen, a C ₁ -C ₁₀ alkyl group and a phenyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naphthyl group;
is selected from
* and *' are binding sites with M in Formula 1. delete According to claim 1,
In Formula 3A, Y ₁₁ is nitrogen;
In Formula 3A, Y ₁₂ to Y ₁₄ are carbon;
In Formula 3A, Z ₁ and Z ₂ are independently of each other,
hydrogen, heavy hydrogen, -F, a cyano group, a C ₁ -C ₂₀ alkyl group, and a C ₁ -C ₂₀ alkoxy group;
Heavy hydrogen, -F, -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , cyano group, C ₁ -C ₁₀ alkyl group, cyclopentyl group, cyclohexyl group, cyclo a C ₁ -C 20 alkyl group and a C _{1 -C 20} alkoxy group substituted with at least one selected from a heptyl group, a cyclooctyl group, an adamantanyl group, a norbonanyl group, a phenyl group, a naphthyl group, a pyridinyl group, and a pyrimidinyl group;
Cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbonanyl group, phenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group , pyrenyl group, chrysenyl group, pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group , Pyrimidinyl group, pyridazinyl group, isoindoleyl group, indoleyl group, indazolyl group, purinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, Carbazolyl group, phenanthrolinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzoxazolyl group, isobenzooxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group , triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, imidazopyridinyl group and imidazopyrimidinyl group;
Heavy hydrogen, -F, -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , cyano group, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, cyclo Pentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbonanyl group, phenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, Pyrenyl group, chrysenyl group, pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, Pyrimidinyl group, pyridazinyl group, isoindoleyl group, indoleyl group, indazolyl group, purinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carba Zolyl group, phenanthrolinyl group, benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzooxazolyl group, isobenzooxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, A cyclopentyl group, a cyclohexyl group, substituted with at least one selected from a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, and an imidazopyrimidinyl group , Cycloheptyl group, cyclooctyl group, adamantanyl group, norbonanyl group, phenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyrida Zinyl group, isoindoleyl group, indolyl group, indazolyl group, purinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazolyl group, phenanthrolinyl group , benzoimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzooxazolyl group, isobenzooxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzo a furanyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group and an imidazopyrimidinyl group; and
-Si(Q ₁ )(Q ₂ )(Q ₃ ), -N(Q ₄ )(Q ₅ ), -B(Q ₆ )(Q ₇ ) and -P(=0)(Q ₈ )(Q ₉ );
is selected from
The Q ₁ to Q ₉ are independently from each other,
-CH ₃ , -CD ₃ , -CD ₂ H, -CDH ₂ , -CH 2 CH ₃ , -CH ₂ CD ₃ , -CH ₂ CD ₂ H, -CH _{2 CDH 2} , -CHDCH ₃ , -CHDCD ₂ H , -CHDCDH ₂ , -CHDCD ₃ , -CD ₂ CD ₃ , -CD ₂ CD ₂ H and -CD ₂ CDH ₂ ;
n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naph til group; and
Substituted with at least one selected from deuterium and C ₁ -C ₁₀ alkyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopen ethyl groups, sec-pentyl groups, tert-pentyl groups, phenyl groups and naphthyl groups;
An organometallic compound selected from among. According to claim 1,
In Formula 1, L ₂ is selected from the following Formulas 3-1(1) to 3-1(60), 3-1(61) to 3-1(69), 3-1(71) to 3-1(79) , 3-1 (81) to 3-1 (88), and 3-1 (91) to organometallic compounds selected from ligands represented by 3-1 (98):

Formulas 3-1(1) to 3-1(60), 3-1(61) to 3-1(69), 3-1(71) to 3-1(79), 3-1(81) to 3-1 (88), and 3-1 (91) to 3-1 (98),
Z ₁ , Z ₂ , Z _1a , Z _1b , Z _1c , Z _1d , Z _2a , Z _2b , Z _2c and Z _2d are each independently deuterium, -F, cyano group, -CH ₃ , -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , -Si(Q ₁ )(Q ₂ )(Q ₃ ), -N(Q ₄ )(Q ₅ ), -B (Q ₆ )(Q ₇ ), -P(=O)(Q ₈ )(Q ₉ ), groups represented by the following formulas 9-1 to 9-19 and formulas 10-1 to 10-38 selected from a group,
X ₁ is O, S or C(Z ₂₁ )(Z ₂₂ ), provided that X ₁ is O or S in Formulas 3-1(91) to 3-1(98);
Z ₁₁ to Z ₁₃ and Z ₂₁ to Z ₂₃ are each independently hydrogen, heavy hydrogen, -F, a cyano group, -CH ₃ , -CD ₃ , -CD ₂ H, -CDH ₂ , -CF ₃ , -CF ₂ H, -CFH ₂ , -Si(Q ₁ )(Q ₂ )(Q ₃ ), -N(Q ₄ )(Q ₅ ), -B(Q ₆ )(Q ₇ ), -P(=O)( Q ₈ )(Q ₉ ), selected from groups represented by Formulas 9-1 to 9-19 and groups represented by Formulas 10-1 to 10-38 below;
The Q ₁ to Q ₉ are independently from each other,
-CH ₃ , -CD ₃ , -CD ₂ H, -CDH ₂ , -CH 2 CH ₃ , -CH ₂ CD ₃ , -CH ₂ CD ₂ H, -CH _{2 CDH 2} , -CHDCH ₃ , -CHDCD ₂ H , -CHDCDH ₂ , -CHDCD ₃ , -CD ₂ CD ₃ , -CD ₂ CD ₂ H and -CD ₂ CDH ₂ ;
n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group and naph til group; and
Substituted with at least one selected from deuterium and C ₁ -C ₁₀ alkyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopen ethyl groups, sec-pentyl groups, tert-pentyl groups, phenyl groups and naphthyl groups;
is selected from
d2 and e2 are each independently 0 or 2;
e3 is an integer selected from 0 to 3;
d4 and e4 are independently of each other an integer selected from 0 to 4;
d6 and e6 are independently of each other an integer selected from 0 to 6;
d8 and e8 are independently of each other an integer selected from 0 to 8;
* and *' are binding sites to M in Formula 1:

In Formulas 9-1 to 9-19 and 10-1 to 10-38, * is a binding site with a neighboring atom. According to claim 1,
An organometallic compound, one of compounds 1 to 288:

a first electrode; a second electrode; And an organic layer interposed between the first electrode and the second electrode and including a light emitting layer;
The organic layer includes at least one organometallic compound according to any one of claims 1, 4 to 7, 10 to 12, and 14 to 16, an organic light emitting device. According to claim 17,
The first electrode is an anode,
The second electrode is a cathode,
The organic layer includes a hole transport region interposed between the first electrode and the light emitting layer and an electron transport region interposed between the light emitting layer and the second electrode,
The hole transport region includes at least one selected from a hole injection layer, a hole transport layer, and an electron blocking layer;
Wherein the electron transport region includes at least one selected from a hole blocking layer, an electron transport layer, and an electron injection layer. According to claim 17,
The organometallic compound is included in the light emitting layer, the organic light emitting device. According to claim 19,
The light emitting layer further comprises a host, wherein the weight of the host is greater than the weight of the organometallic compound, the organic light emitting device.

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