KR20160097134A - Organometallic compound, composition containing organometallic compound and organic light-emitting device including the same - Google Patents

Abstract

Provided are an organometallic compound represented by chemical formula 1, an organometallic compound-containing composition, and an organic light-emitting device including the same. According to the present invention, the organometallic compound exhibits excellent optical properties, electrical properties, and thermal stability.

Description

[0001] The present invention relates to an organic metal compound, an organic metal compound-containing composition, and an organic light emitting device including the organic metal compound, a composition containing an organometallic compound and an organic light-

Organometallic compounds, organometallic compound-containing compositions and organic light emitting devices containing the same are presented.

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

According to an example, the organic light emitting element may include an anode, a cathode, and an organic layer interposed between the anode and the cathode and including a light emitting layer. A hole transporting region may be provided between the anode and the light emitting layer, and an electron transporting region may be provided between the light emitting layer and the cathode. The holes injected from the anode move to the light emitting layer via the hole transporting region, and electrons injected from the cathode move to the light emitting layer via the electron transporting region. The carriers such as holes and electrons recombine in the light emitting layer region to generate excitons. This exciton changes from the excited state to the ground state and light is generated.

A novel organometallic compound, a novel organometallic compound-containing composition, and an organic light emitting device employing the same.

According to one aspect, there is provided an organometallic compound represented by the following formula:

≪ Formula 1 >

In Formula 1,

M ₁₁ is selected from a one-period transition metal, a two-period transition metal and a three-period transition metal;

R ₁₁ to R ₁₈ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, a carbonyl group, an amino group, an amidino group, a hydrazine group, A substituted or unsubstituted C ₁ -C ₃₀ alkyl group, a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₁ -C ₃₀ alkyl group, a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C _A substituted or unsubstituted C ₂ -C ₃₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₃₀ alkynyl group, a substituted or unsubstituted C ₁ -C ₃₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, A substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group, a substituted or unsubstituted C ₆ -C ₃₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₃₀ arylthio group, a substituted or unsubstituted C ₇ -C ₃₀ arylalkyl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryloxy group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl T Substituted or unsubstituted C ₂ -C ₃₀ heteroarylalkyl groups, substituted or unsubstituted monovalent non-aromatic condensed polycyclic groups, substituted or unsubstituted monovalent non-aromatic heterocyclic polycyclic groups, and substituted or unsubstituted A C ₁ -C ₃₀ alkylsilyl group; ;

Two adjacent groups of R ₁₁ to R ₁₅ may optionally be bonded to each other to form a substituted or unsubstituted saturated ring or a substituted or unsubstituted unsaturated ring;

At least one of R ₁₁ to R ₁₅ is a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group, a substituted or unsubstituted C ₆ ring - C ₃₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₃₀ arylthio group, a substituted or unsubstituted C ₇ -C ₃₀ aryl-substituted alkyl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, a substituted or unsubstituted hwandoen C ₁ -C ₃₀ heteroaryloxy group, a substituted or unsubstituted C ₁ -C ₃₀ hetero arylthio group, a substituted or unsubstituted C ₂ -C ₃₀ heteroarylalkyl group, a substituted or unsubstituted monovalent non- condensed polycyclic aromatic group, a substituted or unsubstituted monovalent non-aromatic heterocyclic group and the condensed polycyclic substituted or unsubstituted C ₁ -C ₃₀ alkyl chamber Group; ;

R ₁₉ and R ₂₀ are, independently of each other, hydrogen, deuterium, a C ₁ -C ₃₀ alkyl group and a deutero substituted C ₁ -C ₃₀ alkyl group; ;

At least one of R ₁₁ to R ₂₀ is a deuterium-containing substituent;

n11 is selected from 1, 2, and 3;

L ₁₁ is selected from a monodentate ligand and a bidentate ligand;

m11 is selected from 0, 1, 2, 3 and 4.

According to another aspect, there is provided an organometallic compound-containing composition comprising a first organometallic compound represented by the following formula 1 and a second organometallic compound represented by the following formula 2:

≪ Formula 1 >

(2)

Wherein R ₁₁ to R ₁₈ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, a carbonyl 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 substituted or unsubstituted C ₁ -C ₃₀ alkyl group, a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group , A substituted or unsubstituted C ₂ -C ₃₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₃₀ alkynyl group, a substituted or unsubstituted C ₁ -C ₃₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted or unsubstituted A substituted or unsubstituted C ₆ -C ₃₀ aryl group, a substituted or unsubstituted C ₆ -C ₃₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₃₀ arylthio Groups, substituted or unsubstituted C ₇ -C ₃₀ arylalkyl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryloxy group, a substituted or unsubstituted C ₁ -C ₃₀ hetero arylthio group, a substituted or unsubstituted C ₂ -C ₃₀ heteroarylalkyl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic heterocyclic fused polycyclic Group and a substituted or unsubstituted C ₁ -C ₃₀ alkylsilyl group; ;

Two adjacent groups of R ₁₁ to R ₁₅ may optionally be bonded to each other to form a substituted or unsubstituted saturated ring or a substituted or unsubstituted unsaturated ring;

At least one of R ₁₁ to R ₁₅ is a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group, a substituted or unsubstituted C ₆ ring - C ₃₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₃₀ arylthio group, a substituted or unsubstituted C ₇ -C ₃₀ aryl-substituted alkyl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, a substituted or unsubstituted hwandoen C ₁ -C ₃₀ heteroaryloxy group, a substituted or unsubstituted C ₁ -C ₃₀ hetero arylthio group, a substituted or unsubstituted C ₂ -C ₃₀ heteroarylalkyl group, a substituted or unsubstituted monovalent non- condensed polycyclic aromatic group, a substituted or unsubstituted monovalent non-aromatic heterocyclic group and the condensed polycyclic substituted or unsubstituted C ₁ -C ₃₀ alkyl chamber Group; ;

R ₁₉ and R ₂₀ are, independently of each other, hydrogen, deuterium, a C ₁ -C ₃₀ alkyl group and a deutero substituted C ₁ -C ₃₀ alkyl group; ;

At least one of R ₁₁ to R ₂₀ is a deuterium-containing substituent;

R ₂₁ to R ₂₈ independently represent hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, a carbonyl group, an amino group, an amidino group, a hydrazine group, A substituted or unsubstituted C ₁ -C ₃₀ alkyl group, a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₂ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₂ -C ₃₀ branched alkyl group, C ₃₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₃₀ alkynyl group, a substituted or unsubstituted C ₁ -C ₃₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C _A substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group, A substituted or unsubstituted C ₆ -C ₃₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₃₀ arylthio group, a substituted or unsubstituted C ₇ -C ₃₀ A substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryloxy group, a substituted or unsubstituted C ₁ -C ₃₀ heteroarylthio group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, hwandoen C ₂ -C ₃₀ heteroarylalkyl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic heterocyclic group and the condensed polycyclic substituted or unsubstituted C ₁ -C ₃₀ Alkylsilyl groups; ;

Two adjacent groups of R ₂₁ to R ₂₅ may optionally be bonded to each other to form a substituted or unsubstituted saturated ring or a substituted or unsubstituted unsaturated ring;

At least one of R ₂₁ to R ₂₅ is a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group, a substituted or unsubstituted C ₆ ring - C ₃₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₃₀ arylthio group, a substituted or unsubstituted C ₇ -C ₃₀ aryl-substituted alkyl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, a substituted or unsubstituted hwandoen C ₁ -C ₃₀ heteroaryloxy group, a substituted or unsubstituted C ₁ -C ₃₀ hetero arylthio group, a substituted or unsubstituted C ₂ -C ₃₀ heteroarylalkyl group, a substituted or unsubstituted monovalent non- condensed polycyclic aromatic group, a substituted or unsubstituted monovalent non-aromatic heterocyclic group and the condensed polycyclic substituted or unsubstituted C ₁ -C ₃₀ alkyl chamber Group; ;

R ₂₉ and R ₃₀ are, independently of each other, hydrogen, and a C ₁ -C ₃₀ alkyl group; ;

R ₂₁ to R ₃₀ are deuterium-free substituents;

M ₁₁ and M ₂₁ are independently selected from one cycle transition metal, two cycle transition metal and three cycle transition metal;

n11 and n21 are independently of each other selected from 1, 2 and 3;

L ₁₁ and L ₂₁ are each independently selected from monodentate ligands and bidentate ligands;

m11 and m21 are independently selected from 0, 1, 2, 3 and 4;

According to another aspect, there is provided a liquid crystal display comprising: a first electrode; A second electrode; And an organic layer interposed between the first electrode and the second electrode, wherein the organic layer includes a light emitting layer, the organic layer includes at least one or more organic metal compounds represented by Formula 1, , And a second organometallic compound represented by the general formula (2). The organic electroluminescent device according to the present invention includes the organic metal compound-containing composition.

The organic metal compound or the organic metal compound-containing composition may be contained in the light emitting layer, and the light emitting layer may further include a host, and the organic metal compound included in the light emitting layer may serve as a dopant .

Since the organic metal compound has excellent optical characteristics, electrical characteristics and thermal stability, the organic light emitting device employing the organic metal compound or the organic metal compound-containing composition has low driving voltage, high efficiency, long life and high color purity .

1 is a schematic cross-sectional view of an organic light emitting device according to an embodiment.
2 shows photoluminescence (PL) spectra and ultraviolet (UV) absorption spectra according to the intensity (au: arbitrary unit) versus wavelength (nm: nanometer) of compound BD040 according to an embodiment of the present invention FIG.

The organometallic compound is represented by the following Formula 1:

≪ Formula 1 >

In the above formula (1), M ₁₁ may be selected from a one-cycle transition metal, a two-cycle transition metal and a three-cycle transition metal.

For example, in Formula 1, M ₁₁ is at least one selected from the group consisting of iridium (Ir), platinum (Pt), osmium (Os), ruthenium (Ru), rhodium (Rh), palladium (Pd), copper ), Gold (Au), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb) and thulium (Tm).

As another example, in Formula 1, M ₁₁ may be selected from Ir, Pt, and Os, but is not limited thereto.

As another example, in Formula 1, M ₁₁ may be selected from Ir and Pt, but is not limited thereto.

Wherein R ₁₁ to R ₁₈ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, a carbonyl group, an amino group, an amidino group, a hydrazine A substituted or unsubstituted C ₁ -C ₃₀ alkyl group, a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, Or a substituted or unsubstituted C ₂ -C ₃₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₃₀ alkynyl group, a substituted or unsubstituted C ₁ -C ₃₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group , A substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group, a substituted or unsubstituted C ₆ -C ₃₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₃₀ aryl tea, Unsubstituted or unsubstituted C ₇ -C ₃₀ arylalkyl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryloxy group, a substituted or unsubstituted C ₁ - C ₃₀ hetero arylthio group, a substituted or unsubstituted C ₂ -C ₃₀ heteroarylalkyl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic heterocyclic group and the condensed polycyclic A substituted or unsubstituted C ₁ -C ₃₀ alkylsilyl group; And two adjacent groups of R ₁₁ to R ₁₅ may optionally be bonded to each other to form a substituted or unsubstituted saturated ring or a substituted or unsubstituted unsaturated ring.

For example, in the above formula (1), R ₁₁ to R ₁₈ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, a carbonyl group, A substituted or unsubstituted C ₁ -C ₁₀ alkyl group, a substituted or unsubstituted C ₃ -C ₃₀ alkyl group, a substituted or unsubstituted C ₃ -C ₃₀ alkyl group, a substituted or unsubstituted C ₃ -C ₃₀ alkyl group, a branched alkyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group, a substituted or unsubstituted C ₆ -C ₃₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₃₀ arylthio group, a substituted or unsubstituted C ₇ -C ₃₀ arylalkyl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryloxy group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl T , A substituted or unsubstituted C ₂ -C ₃₀ heteroarylalkyl group and a substituted or unsubstituted C ₁ -C ₃₀ alkylsilyl group; ;

Two adjacent groups of R ₁₁ to R ₁₅ may optionally be bonded to each other to form a group represented by the following formula (10), but are not limited thereto:

≪ Formula 10 >

In the formula (10)

X ₁₁ is selected from O, S and N (R ₁₀₅ );

R ₁₀₁ to R ₁₀₅ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, a carbonyl group, an amino group, an amidino group, a hydrazine group, A substituted or unsubstituted C ₁ -C ₁₀ alkyl group, a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₁ -C ₁₀ alkyl group, a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group, a substituted or unsubstituted C ₆ -C ₃₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₃₀ arylthio group, a substituted or unsubstituted C ₇ -C ₃₀ arylalkyl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryloxy group, a substituted or an unsubstituted C ₁ -C ₃₀ heteroaryl tea, substituted or unsubstituted C ₂ - A C ₃₀ heteroarylalkyl group and a substituted or unsubstituted C ₁ -C ₃₀ alkylsilyl group; ;

* And * are independently of each other a carbon atom to which two adjacent groups of R ₁₁ to R ₁₅ are bonded.

As another example, in the above formula (1), R ₁₁ to R ₁₈ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, cyano group, substituted or unsubstituted C ₁ -C ₁₀ alkyl group, A substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group, and a substituted or unsubstituted C ₁ -C ₃₀ alkylsilyl group; ;

Two adjacent groups of R ₁₁ to R ₁₅ may optionally be bonded to each other to form a group represented by the following formula (10), but are not limited thereto:

≪ Formula 10 >

In the formula (10)

X ₁₁ is selected from O, S and N (R ₁₀₅ );

R ₁₀₁ to R ₁₀₅ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, substituted or unsubstituted C ₁ -C ₁₀ alkyl group, substituted or unsubstituted C ₃ -C _{A 30} -branched alkyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group, and a substituted or unsubstituted C ₁ -C ₃₀ alkylsilyl group; ;

* And * are independently of each other a carbon atom to which two adjacent groups of R ₁₁ to R ₁₅ are bonded.

As another example, in the above formula (1), R ₁₁ to R ₁₈ independently represent,

Is hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec- Examples of the alkyl group include a methyl group, an ethyl group, a n-propyl group, an isopropyl group, an n-butyl group, an n-pentyl group, , A naphthyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group, a klycenyl group and -Si (Q ₁ ) (Q ₂ ) (Q ₃ );

Propyl, isopropyl, n-butyl, sec-butyl and isobutyl groups substituted with at least one of hydrogen, , a tert-butyl group, an n-pentyl group, an isopentyl group, a 1-methylbutyl group, a 2-methylbutyl group, a neopentyl group, a 1,2-dimethylpropyl group and a tert-

An aryl group, an aryl group, a heterocyclic group, a heteroaryl group, a heteroaryl group, a heteroaryl group, a heterocyclic group, -F, -Cl, -Br, -I, a cyano group, , a phenyl group substituted with at least one of an n-pentyl group, an iso-pentyl group, a 1-methylbutyl group, a 2-methylbutyl group, a neopentyl group, a 1,2- , A terphenyl group, a naphthyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group, and a klycenyl group; And

_{-Si (Q 4) (Q 5} ) (Q 6); ;

Q ₁ to Q ₃ are each independently selected from the group consisting of a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, an isobutyl group, - pentyl group, 1-methylbutyl group, 2-methylbutyl group, neo-pentyl group, 1,2-dimethylpropyl group and tert- ;

Q ₄ to Q ₆ are each independently selected from the group consisting of a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, an isobutyl group, - pentyl group, 1-methylbutyl group, 2-methylbutyl group, neo-pentyl group, 1,2-dimethylpropyl group and tert- And

Propyl, isopropyl, n-butyl, sec-butyl and isobutyl groups substituted with at least one of hydrogen, , a tert-butyl group, an n-pentyl group, an isopentyl group, a 1-methylbutyl group, a 2-methylbutyl group, a neopentyl group, a 1,2-dimethylpropyl group and a tert- ≪ / RTI >

At least one of Q ₄ to Q ₆ is a group selected from the group consisting of a methyl group, an ethyl group, a n-propyl group, an isopropyl group, an n-butyl group butyl group, n-pentyl group, iso-pentyl group, 1-methylbutyl group, 2-methylbutyl group, neo-pentyl group, And a tert-pentyl group; ;

Two adjacent groups of R ₁₁ to R ₁₅ may optionally be bonded to each other to form a group represented by the following formula (10), but are not limited thereto:

≪ Formula 10 >

In the formula (10)

X ₁₁ is selected from O, S and N (R ₁₀₅ );

R ₁₀₁ to R ₁₀₅ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, cyano group, methyl group, ethyl group, n-propyl group, isopropyl group, n- Butyl group, n-pentyl group, isopentyl group, 1-methylbutyl group, 2-methylbutyl group, neo-pentyl group, A phenylene group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group and a klycenyl group;

* And * are independently of each other a carbon atom to which two adjacent groups of R ₁₁ to R ₁₅ are bonded.

As another example, in the general formula (1), R ₁₁ to R ₁₈ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, methyl, isopropyl, isobutyl , a tert-butyl group, a neopentyl group, a phenyl group, a biphenyl group and -Si (Q ₁ ) (Q ₂ ) (Q ₃ );

A methyl group, an isopropyl group, an isobutyl group, a tert-butyl group and a neopentyl group which are substituted with at least one of deuterium, -F, -Cl, -Br, -I and cyano group;

A phenyl group and a biphenyl group substituted with at least one of deuterium, -F, -Cl, -Br, -I, cyano group, methyl group, isopropyl group, isobutyl group, tert-butyl group and neopentyl group; And

_{-Si (Q 4) (Q 5} ) (Q 6); ;

Q ₁ to Q ₃ independently represent a methyl group, an isopropyl group, an iso-butyl group, a tert-butyl group and a neopentyl group; ;

Q ₄ to Q ₆ independently represent a methyl group, an isopropyl group, an iso-butyl group, a tert-butyl group and a neopentyl group; And

A methyl group, an isopropyl group, an isobutyl group, a tert-butyl group and a neopentyl group which are substituted with at least one of deuterium, -F, -Cl, -Br, -I and cyano group; ≪ / RTI >

At least one of Q ₄ to Q ₆ is a methyl group, an isopropyl group, an isobutyl group, a tert-butyl group and a neo group substituted with at least one of deuterium, -F, -Cl, -Br, - pentyl group; ;

R ₁₂ and R ₁₃ may optionally be bonded to each other to form, but not limited to,

≪ Formula 10 >

In the formula (10)

X ₁₁ is selected from O, S and N (R ₁₀₅ );

R ₁₀₁ to R ₁₀₅ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, cyano group, methyl group, ethyl group, n-propyl group, isopropyl group, n- Butyl group, n-pentyl group, isopentyl group, 1-methylbutyl group, 2-methylbutyl group, neo-pentyl group, A phenylene group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group and a klycenyl group;

And * are each independently a carbon atom to which R ₁₂ and R ₁₃ are bonded. In another embodiment, R ₁₁ to R ₁₈ in the general formula (1) are, independently from each other, hydrogen, deuterium, group, iso- butyl group, tert- butyl group, neo- pentyl group, a phenyl group, a biphenyl group and a -Si (CH _{3) 3;}

A methyl group, an iso-propyl group, an iso-butyl group, a tert-butyl group and a neopentyl group substituted with deuterium;

Phenyl and biphenyl substituted with deuterium; And

-Si (CD _{3) 3;} ;

R ₁₂ and R ₁₃ may optionally be bonded to each other to form, but not limited to,

≪ Formula 10 >

In the formula (10)

X ₁₁ is selected from O, S and N (R ₁₀₅ );

R ₁₀₁ to R ₁₀₅ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, cyano group, methyl group, ethyl group, n-propyl group, isopropyl group, n- Butyl group, n-pentyl group, isopentyl group, 1-methylbutyl group, 2-methylbutyl group, neo-pentyl group, A phenylene group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group and a klycenyl group;

* And * are independently of each other a carbon atom to which R ₁₂ and R ₁₃ are bonded.

Wherein at least one of R ₁₁ to R ₁₅ is a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl alkenyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group, a substituted or unsubstituted hwandoen C ₆ -C ₃₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₃₀ arylthio group, a substituted or unsubstituted C ₇ -C ₃₀ arylalkyl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl, A substituted or unsubstituted C ₁ -C ₃₀ heteroaryloxy group, a substituted or unsubstituted C ₁ -C ₃₀ heteroarylthio group, a substituted or unsubstituted C ₂ -C ₃₀ heteroarylalkyl group, Substituted monovalent non-aromatic condensed polycyclic groups, substituted or unsubstituted monovalent non-aromatic heterocyclic polycyclic groups and substituted or unsubstituted monovalent heterocyclic polycyclic groups, C ₁ -C ₃₀ alkylsilyl groups; ≪ / RTI >

For example, at least one of R ₁₁ to R ₁₅ is a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group, a substituted or unsubstituted C ₆ -C ₃₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₃₀ arylthio group, a substituted or unsubstituted C ₇ -C ₃₀ arylalkyl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, A substituted or unsubstituted C ₁ -C ₃₀ heteroaryloxy group, a substituted or unsubstituted C ₁ -C ₃₀ heteroarylthio group, a substituted or unsubstituted C ₂ -C ₃₀ heteroarylalkyl group and a substituted or unsubstituted C It may be selected from ₁ -C ₃₀ alkylsilyl group, and the like.

As another example, at least one of R ₁₁ to R ₁₅ is a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group, and a substituted or unsubstituted aryl group, C ₁ -C ₃₀ alkylsilyl groups; , But is not limited thereto.

As another example, at least one of R ₁₁ to R ₁₅ in the general formula (1) is an isopropyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, an isopentyl group, A naphthyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group, a pyrenyl group, a pyrenyl group, a pyrenyl group, group, a hexenyl group and the Cry _{-Si (Q 1) (Q 2} ) (Q 3);

An iso-propyl group, a sec-butyl group, an iso-butyl group, a tert-butyl group, an isopentyl group, a 1-methyl Butyl group, 2-methylbutyl group, neo-pentyl group, 1,2-dimethylpropyl group and tert-pentyl group;

An aryl group, an aryl group, a heterocyclic group, a heteroaryl group, a heteroaryl group, a heteroaryl group, a heterocyclic group, -F, -Cl, -Br, -I, a cyano group, , a phenyl group substituted with at least one of an n-pentyl group, an iso-pentyl group, a 1-methylbutyl group, a 2-methylbutyl group, a neopentyl group, a 1,2- , A terphenyl group, a naphthyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group, and a klycenyl group; And

_{-Si (Q 4) (Q 5} ) (Q 6); ;

Q ₁ to Q ₃ are each independently selected from the group consisting of a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, an isobutyl group, - pentyl group, 1-methylbutyl group, 2-methylbutyl group, neo-pentyl group, 1,2-dimethylpropyl group and tert- ;

Q ₄ to Q ₆ are each independently selected from the group consisting of a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, an isobutyl group, - pentyl group, 1-methylbutyl group, 2-methylbutyl group, neo-pentyl group, 1,2-dimethylpropyl group and tert- And

Propyl, isopropyl, n-butyl, sec-butyl and isobutyl groups substituted with at least one of hydrogen, , a tert-butyl group, an n-pentyl group, an isopentyl group, a 1-methylbutyl group, a 2-methylbutyl group, a neopentyl group, a 1,2-dimethylpropyl group and a tert- ≪ / RTI >

At least one of Q ₄ to Q ₆ is a group selected from the group consisting of a methyl group, an ethyl group, a n-propyl group, an isopropyl group, an n-butyl group butyl group, n-pentyl group, iso-pentyl group, 1-methylbutyl group, 2-methylbutyl group, neo-pentyl group, And a tert-pentyl group; , But is not limited thereto.

In yet another example, the Formula 1, R ₁₁ to R _15, at least one of which is iso- propyl, iso- butyl group, tert- butyl group, neo- pentyl group, a phenyl group, a biphenyl group, and -Si (Q _{1 ) (Q 2) (Q 3} );

An iso-propyl group, an iso-butyl group, a tert-butyl group and a neopentyl group substituted with at least one of deuterium, -F, -Cl, -Br, -I and cyano group;

A phenyl group and a biphenyl group substituted with at least one of deuterium, -F, -Cl, -Br, -I, cyano group, methyl group, isopropyl group, isobutyl group, tert-butyl group and neopentyl group; And

_{-Si (Q 4) (Q 5} ) (Q 6); ;

Q ₁ to Q ₃ independently represent a methyl group, an isopropyl group, an iso-butyl group, a tert-butyl group and a neopentyl group; ;

Q ₄ to Q ₆ independently represent a methyl group, an isopropyl group, an iso-butyl group, a tert-butyl group and a neopentyl group; And

A methyl group, an isopropyl group, an isobutyl group, a tert-butyl group and a neopentyl group which are substituted with at least one of deuterium, -F, -Cl, -Br, -I and cyano group; ≪ / RTI >

At least one of Q ₄ to Q ₆ is a methyl group, an isopropyl group, an isobutyl group, a tert-butyl group and a neo group substituted with at least one of deuterium, -F, -Cl, -Br, - pentyl group; , But is not limited thereto.

As yet another example, In the formula 1, R ₁₁ to R _15, at least one of which is iso- propyl, iso- butyl group, tert- butyl group, neo- pentyl group, a phenyl group, a biphenyl group and a -Si (Q _{1) (Q 2) (Q 3)} ;

An iso-propyl group, an iso-butyl group, a tert-butyl group and a neopentyl group substituted with at least one of deuterium, -F, -Cl, -Br, -I and cyano group;

A phenyl group and a biphenyl group substituted with at least one of deuterium, -F, -Cl, -Br, -I, cyano group, methyl group, isopropyl group, isobutyl group, tert-butyl group and neopentyl group; And

_{-Si (Q 4) (Q 5} ) (Q 6); ;

Q ₁ to Q ₃ independently represent a methyl group, an isopropyl group, an iso-butyl group, a tert-butyl group and a neopentyl group; ;

Q ₄ to Q ₆ independently represent a methyl group, an isopropyl group, an iso-butyl group, a tert-butyl group and a neopentyl group; And

A methyl group, an isopropyl group, an isobutyl group, a tert-butyl group and a neopentyl group which are substituted with at least one of deuterium, -F, -Cl, -Br, -I and cyano group; ≪ / RTI >

At least one of Q ₄ to Q ₆ is a methyl group, an isopropyl group, an isobutyl group, a tert-butyl group and a neo group substituted with at least one of deuterium, -F, -Cl, -Br, - pentyl group; , But is not limited thereto.

In yet another example, the Formula 1, R ₁₁ to R _15, at least one of which is, iso- propyl, iso- butyl group, tert- butyl group, neo- pentyl group, a phenyl group, a biphenyl group and a -Si (CH ₃ ) ₃ ;

An iso-propyl group, an iso-butyl group, a tert-butyl group and a neopentyl group substituted with deuterium;

Phenyl and biphenyl substituted with deuterium; And

-Si (CD _{3) 3;} , But is not limited thereto.

As another example, R ₁₁ and R ₁₂ , R ₁₂ and R ₁₃ , R ₁₃ and R ₁₄ or R ₁₄ and R ₁₅ in Formula 1 may optionally be bonded to each other to form a substituted or unsubstituted saturated ring , Or a substituted or unsubstituted unsaturated ring, but is not limited thereto.

As another example, in the above formula (1), R ₁₅ and R ₁₆ may optionally be bonded to each other through a single bond, but are not limited thereto.

Wherein R ₁₉ and R ₂₀ independently represent hydrogen, deuterium, a C ₁ -C ₃₀ alkyl group and a deuterium-substituted C ₁ -C ₃₀ alkyl group; ≪ / RTI >

For example, R < ₁₉ > and R < _{20 &}

Hydrogen;

heavy hydrogen;

An ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, an isobutyl group and a tert-butyl group; And

Propyl, iso-propyl, n-butyl, sec-butyl, isobutyl and tert-butyl groups substituted with deuterium; , But is not limited thereto.

As another example, in the above formula (1), R ₁₉ and R ₂₀ may be selected from hydrogen and deuterium, but are not limited thereto.

As another example, in the above formula (1), R ₁₉ may be deuterium and R ₂₀ may be hydrogen, but is not limited thereto.

As another example, in the above formula (1), R ₁₉ may be hydrogen and R ₂₀ may be deuterium, but is not limited thereto.

As another example, in the above formula (1), R ₁₉ and R ₂₀ may be deuterium, but are not limited thereto.

In Formula 1, at least one of R ₁₁ to R ₂₀ may be a deuterium-containing substituent.

In the present specification, the deuterium-containing substituent means a substituent comprising deuterium or at least one deuterium. Means a substituent formed by substituting at least one hydrogen atom with a deuterium atom in substituents such as the above-mentioned substituents, for example, a C ₁ -C ₃₀ alkyl group or a C ₆ -C ₃₀ aryl group.

For example, in the above formula (1), the deuterium-containing substituent

heavy hydrogen; And

The heavy hydrogen, C ₁ -C ₃₀ alkyl, C ₃ -C ₃₀ branched alkyl, C ₂ -C ₃₀ alkenyl, C ₂ -C ₃₀ alkynyl group, C ₁ -C ₃₀ alkoxy group, C ₃ -C ₁₀ substituted with cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₃₀ aryl group, C ₆ -C ₃₀ aryloxy, C ₆ Import -C ₃₀ aryl T, C ₇ -C ₃₀ arylalkyl group, C ₁ -C ₃₀ heteroaryl groups, C ₁ -C ₃₀ heteroaryloxy group, C ₁ -C ₃₀ heteroaryl come tea, C ₂ -C ₃₀ hetero An arylalkyl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic polycyclic group and a C ₁ -C ₃₀ alkylsilyl group; , But is not limited thereto.

As another example, in the above formula (1), the deuterium-

heavy hydrogen;

Propyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, iso-pentyl or 1-pentyl substituted with deuterium Examples of the aryl group include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-propyl group, an isopropyl group, an isobutyl group, A rhenyl group, a pyrenyl group and a klycenyl group; And

_{-Si (Q 4) (Q 5} ) (Q 6); ;

Q ₄ to Q ₆ are each independently selected from the group consisting of a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, an isobutyl group, - pentyl group, 1-methylbutyl group, 2-methylbutyl group, neo-pentyl group, 1,2-dimethylpropyl group and tert- And

Propyl, isopropyl, n-butyl, sec-butyl and isobutyl groups substituted with at least one of hydrogen, , a tert-butyl group, an n-pentyl group, an isopentyl group, a 1-methylbutyl group, a 2-methylbutyl group, a neopentyl group, a 1,2-dimethylpropyl group and a tert- ≪ / RTI >

At least one of Q ₄ to Q ₆ is a group selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, Pentyl group, iso-pentyl group, 1-methylbutyl group, 2-methylbutyl group, neo-pentyl group, 1,2-dimethylpropyl group and tert- , But is not limited thereto.

As another example, in the above formula (1), the deuterium-

heavy hydrogen; And

Propyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, iso-pentyl or 1-pentyl substituted with deuterium Examples of the aryl group include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-propyl group, an isopropyl group, an isobutyl group, A rhenyl group, a pyrenyl group and a klycenyl group; , But is not limited thereto.

As yet another example, of the general formula (1) above, wherein the heavy hydrogen-containing substituent is -D, -CH ₂ D, -CHD _2, -CD _3, -CH ₂ CH ₂ D, CHD ₂ -CH _2, -CH ₂ CD _{3 , -CHDCH 3, -CHDCH 2 D,} -CHDCHD 2, -CHDCD 3, -CD 2 CH 3, -CD 2 CH 2 D, -CD 2 CHD 2, -CD 2 CD 3, -CH 2 CH 2 CH 2 D, -CH ₂ CH ₂ CHD ₂ , -CH ₂ CH ₂ CD ₃ , -CH ₂ CHDCH ₃ , -CH ₂ CHDCH ₂ D, -CH ₂ CHDCHD ₂ , -CH ₂ CHDCD ₃ , -CH ₂ CD ₂ CH ₃ , -CH ₂ CD ₂ CH ₂ D, -CH ₂ CD ₂ CHD ₂ , -CH ₂ CD ₂ CD ₃ , -CHDCH ₂ CH ₂ D, -CHDCH ₂ CHD ₂ , -CHDCH ₂ CD ₃ , -CHDCHDCH ₃ , _{CHDCHDCH 2 D, -CHDCHDCHD 2, -CHDCHDCD} 3, -CHDCD 2 CH 3, -CHDCD 2 CH 2 D, -CHDCD 2 CHD 2, -CHDCD 2 CD 3, -CD 2 CH 2 CH 2 D, -CD 2 CH ₂ CHD ₂ , -CD ₂ CH ₂ CD ₃ , -CD ₂ CHDCH ₃ , -CD ₂ CHDCH ₂ D, -CD ₂ CHDCHD ₂ , -CD ₂ CHDCD ₃ , -CD ₂ CD ₂ CH ₃ , -CD ₂ CD _{2 CH 2 D, -CD 2 CD 2} CHD 2, -CD 2 CD 2 CD 3, -CH (CH 3) (CH 2 D), -CH (CH 3) (CHD 2), -CH (CH 2 D) _{2, -CH (CH 3) (} CD 3), -CH (CHD) (CHD 2), -CH (CH 2 D) (CD 3), -CH (CHD 2) 2, -CH (CHD 2) ( CD ₃ ), -CH (CD ₃ ) ₂ , -CD (CH ₃ ) ₂ , - _{CD (CH 3) (CH 2} D), -CD (CH 3) (CHD 2), -CD (CH 2 D) (CH 2 D), -CD (CH 3) (CD 3), -CD (CH _{2 D) (CHD 2),} -CD (CH 2 D) (CD 3), -CD (CHD 2) 2, -CD (CHD 2) (CD 3), -CD (CD 3) 2, -CD 2 _{CD (CD 3) 2, -C} (CD 3) 3, -CD ₂ C (CD ₃ ) ₃ ; And groups represented by any one of the following formulas (3-1) to (3-5), but are not limited thereto:

Among the above-mentioned formulas (3-1) to (3-5)

* Is the binding site with neighboring atoms.

As yet another example, of the general formula (1) above, wherein the heavy hydrogen-containing substituent is _{-D, -CH 2 D, -CHD 2} , -CD 3, -CH (CH 3) (CH 2 D), -CH (CH 3) _{(CHD 2), -CH (CH} 2 D) 2, -CH (CH 3) (CD 3), -CH (CHD) (CHD 2), -CH (CH 2 D) (CD 3), -CH ( _{CHD 2) 2, -CH (CHD} 2) (CD 3), -CH (CD 3) 2, -CD (CH 3) 2, -CD (CH 3) (CH 2 D), -CD (CH 3) _{(CHD 2), -CD (CH} 2 D) (CH 2 D), -CD (CH 3) (CD 3), -CD (CHD) (CHD 2), -CD (CH 2 D) (CD 3) _{, -CD (CHD 2) 2,} -CD (CHD 2) (CD 3), -CD (CD 3) 2, -CD 2 CD (CD 3) 2, -C (CD _{3) 3,} -CD ₂ C (CD ₃ ) ₃ ; And groups represented by any one of the following formulas (3-1) to (3-5), but are not limited thereto:

Among the above-mentioned formulas (3-1) to (3-5)

* Is the binding site with neighboring atoms.

As yet another example, of the general formula (1) above, wherein the heavy hydrogen-containing substituent is _{-D, -CH 2 D, -CHD 2} , -CD 3, -CD (CH 3) 2, -CD (CH 3) (CH 2 D _{), -CD (CH 3) (} CHD 2), -CD (CH 3) (CD 3), -CD (CH 2 D) (CD 3), -CD (CHD 2) (CD 3), -CD ( CD ₃ ) ₂ , -CD ₂ CD (CD ₃ ) ₂ , -C (CD _{3) 3,} -CD ₂ C (CD ₃ ) ₃ ; And groups represented by any one of the following formulas (3-1) to (3-5), but are not limited thereto:

Among the above-mentioned formulas (3-1) to (3-5)

* Is the binding site with neighboring atoms.

로 표시되는 모이어티(여기서, * 및 *'은 상기 화학식 1 중 M₁₁과의 결합 사이트임)는 1개 이상의 중수소를 포함할 수 있다.In Formula 1,

(Wherein * and * 'are the binding site with M < ₁₁ > in Formula 1) may include one or more deuterium.

로 표시되는 모이어티가 중수소를 포함하였는지 여부는 1H NMR 스펙트럼을 분석하거나, MALDI와 같은 분자량 측정 기기로 측정된 분자량을 분석하여 확인할 수 있다.

Can be confirmed by analyzing the < 1 > H NMR spectrum or by analyzing the molecular weight measured by a molecular weight measuring instrument such as MALDI.

(Hereinafter referred to as "first standard compound") which is the same as that of the organometallic compound represented by Formula 1 and does not contain deuterium at all. To obtain the ¹ H NMR spectrum of an organometallic compound represented by the ¹ H NMR spectrum in the general formula (1) of the first standard compound. Then, by comparing the integrated values of the signals of the specific ppm selected in the measured spectrum, it is possible to calculate how many of the hydrogen (bonded to the specific carbon) of the organometallic compound represented by the formula 1 is substituted with deuterium have.

Alternatively, a compound in which all the hydrogen atoms of the organometallic compound represented by Formula 1 are substituted with deuterium (hereinafter referred to as a "second standard compound") is assumed to be the same as the organometallic compound represented by Formula 1 and the backbone . By comparing the calculated molecular weight of the second standard compound with the molecular weight of the organometallic compound represented by Formula 1, it is possible to calculate how much hydrogen of the organometallic compound represented by Formula 1 is substituted with deuterium.

For example, the organometallic compound represented by Formula 1 may have a degree of deuteration of 50% or more as represented by Formula 1, but is not limited thereto:

<Formula 1>

Dehydration rate (%) = n _D1 / (n _H1 + n _D1 ) X 100

In formula 1,

n _H1 is the total number of hydrogens included in the deuterium-containing substituents;

and n _D1 represents the total number of deuterium included in the deuterium-containing substituents.

As another example, the deuteration ratio represented by the formula 1 may be 70% or more, but is not limited thereto.

As another example, the dihydrogenation rate represented by the formula 1 may be 90% or more, but is not limited thereto.

로 표시되는 리간드의 개수를 의미하며, n11은 1, 2 및 3 중에서 선택될 수 있다. n11이 2 이상인 경우, 복수개의

로 표시되는 리간드는 서로 동일하거나, 상이할 수 있다.In the above formula (1), n11 is

And n11 can be selected from 1, 2, and 3, respectively. When n11 is 2 or more, a plurality of

May be the same as or different from each other.

For example, in Formula 1, M ₁₁ is Ir;

n11 may be selected from 2 and 3, but is not limited thereto.

As another example, in Formula 1, M ₁₁ is Pt;

n11 may be selected from 1 and 2, but is not limited thereto.

In the above formula (1), L ₁₁ may be selected from a monodentate ligand and a bidentate ligand.

For example, In the formula 1, L ₁₁ may be selected from a ligand, L ₁₁ is I ^-, Br ^-, Cl ^-, sulfide (sulfide), azide nitrate (nitrate), (azide), Hydrogen, cyanate, isocyanate, thiocyanate, water, acetonitrile, pyridine, ammonia, carbon monoxide, P (Ph) _{3 , P (Ph) 2 CH 3} , PPh (CH 3) 2 and P (CH _{3) 3;} , But is not limited thereto.

As another example, in the above formula (1), L ₁₁ may be selected from a bidentate ligand, and L ₁₁ may be selected from the group consisting of oxalate, acetylacetonate, picolinic acid, Bis (diphenylphosphino) methane, 1,1-bis (diphenylphosphino) methane, glycinate, Ethylenediamine and any one of the following formulas (4-1) to (4-4), but is not limited thereto:

Among the general formulas (4-1) to (4-4)

X ₄₁ is CR ₄₁ or a nitrogen atom (N); X ₄₂ is CR ₄₂ or N; X ₄₅ is O, S or N (R ₄₅ ); Y ₄₁ and Y ₄₂ independently of one another are a carbon atom (C) or N;

Z ₂₁ and Z ₂₂ are independently from each other selected from N, O, N (R ₄₈ ), P (R ₄₈ ) (R ₄₉ ) and As (R ₄₈ ) (R ₄₉ );

Z ₂₃ is selected from CO and CH ₂ ; A ₄₁ to A ₄₃ independently of one another are C ₃ -C ₁₀ cycloalkane, C ₁ -C ₁₀ heterocycloalkane, C ₃ -C ₁₀ cycloalkene, C ₁ -C ₁₀ alkenyl heterocycloalkyl, C ₆ -C ₁₀ arene, C ₁ -C ₁₀ hetero arene, a non-condensed polycyclic aromatic and non-aromatic heterocyclic is selected from the fused polycyclic;

R ₄₁ to R ₄₉ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, the acid or its salt, a sulfonic acid or a salt thereof, phosphoric acid or a salt thereof, a substituted or unsubstituted C ₁ -C ₆₀ alkyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₆₀ A substituted or unsubstituted C ₁ -C ₁₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, a substituted Or an unsubstituted C ₆ -C ₆₀ arylthio group, a substituted or unsubstituted C ₇ -C ₃₀ arylalkyl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group , A substituted or unsubstituted C ₁ -C ₃₀ heteroaryloxy group, a substituted or unsubstituted C ₁ -C ₃₀ heteroarylthio group, a substituted or unsubstituted C ₂ -C ₃₀ heteroarylalkyl group, a substituted or unsubstituted 1 is selected from a non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic heterocyclic polycyclic group and -Si (Q ₄₁ ) (Q ₄₂ ) (Q ₄₃ ); Two adjacent groups of R ₄₁ to R ₄₄ may be optionally bonded to each other to form a substituted or unsubstituted saturated ring or a substituted or unsubstituted unsaturated ring; R ₄₆ and R ₄₇ may optionally be bonded to each other to form a substituted or unsubstituted saturated ring or a substituted or unsubstituted unsaturated ring;

b43 and b44 are each independently selected from integers from 1 to 5;

Q ₄₁ to Q ₄₃ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, acid or its salt, a sulfonic acid or a salt thereof, phosphoric acid or a salt thereof, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C C ₁₀ cycloalkyl, C ₁ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ cycloalkenyl, C ₁ -C ₁₀ heterocycloalkenyl, C ₆ -C ₆₀ aryl, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ arylthio, C ₇ -C ₆₀ arylalkyl group, C ₁ -C ₆₀ heteroaryl groups, C ₁ -C ₆₀ heteroaryloxy group, C ₁ -C ₆₀ hetero arylthio group, C ₂ -C ₆₀ A heteroarylalkyl group, a monovalent non-aromatic condensed polycyclic group or a monovalent non-aromatic heterocyclic polycyclic group;

* And * are, independently of each other, a bonding site with M &lt; ₁₁ &gt;

As another example, in Formula 1, L ₁₁ is represented by any one of Formulas 4-1 to 4-4;

A ₄₁ to A ₄₃ are each independently selected from the group consisting of benzene, naphthalene, fluorene, spiro-fluorene, indene, furan, thiophene, carbazole, benzofuran, benzothiophene, dibenzofuran, dibenzothiophene, , Imidazole, pyrazole, thiazole, isothiazole, oxazole, isoxazole, triazole, pyridine, pyrazine, pyrimidine, quinoline, isoquinoline, benzoquinoline, quinoxaline, quinazoline, naphthyridine, , Benzoxazole, isobenzoxazole, oxadiazole or triazine;

R ₄₁ to R ₄₇ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, An acid or a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, a C ₁ -C ₂₀ alkyl group and a C ₁ -C ₂₀ alkoxy group;

Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, A C ₁ -C ₂₀ alkyl group and a C ₁ -C ₆₀ alkoxy group substituted with at least one of a salt thereof, a phenyl group, a naphthyl group, a pyridinyl group and a pyrimidinyl group;

A phenyl group, a pyranyl group, a thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, an imidazolyl group, an imidazolyl group, a pyrazolyl group, A pyridinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, an isothiazolyl group, an isothiazolyl group, an isothiazolyl group, an isoxazolyl group, A quinolinyl group, a quinolizinyl group, a quinazolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazole group, a benzoquinolyl group, a benzoquinolinyl group, A thiazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranoyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazole group, a benzoxazolyl group, Diazo, imidazopyridinyl, and imida Pyrimidinyl group;

Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, a salt thereof, C ₁ -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an anthracenyl group, a fluoran te group, a triphenylmethyl group les, pie LES group, Cry An isothiazolyl group, an isoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyrimidinyl group, a pyrimidinyl group, a pyrimidinyl group, a pyrimidinyl group, A heterocyclic group, a phenanthroline group, a phenanthroline group, an imidazolyl group, an indolyl group, an indolyl group, an indazolyl group, a fluorenyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, A benzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, A thiazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzothiazolyl group, an imidazolyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a crylan group, an imidazopyrimidinyl group substituted with at least one of a pyridyl group, , Pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl A quinolinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl group, a phenanthrolinyl group, an isoindolyl group, an indolyl group, an indolyl group, a pyrrolyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, A benzimidazolyl group, a benzofuranyl group, Benzothiophenyl group, dibenzothiophenyl group, dibenzothiophenyl group, dibenzothiophenyl group, dibenzothiophenyl group, dibenzothiophenyl group, dibenzothiophenyl group, dibenzothiophenyl group, dibenzothiophenyl group, dibenzothiophenyl group, A divalent group, a dibenzocarbazolyl group, an imidazopyridinyl group, or an imidazopyrimidinyl group; And

_{-Si (Q 41) (Q 42} ) (Q 43); ;

b43 and b44 are each independently selected from integers from 1 to 3;

Q ₄₁ to Q ₄₃ are independently selected from a C ₁ -C ₁₀ alkyl group, a phenyl group, a naphthyl group, a pyridinyl group, a pyrimidinyl group and a triazinyl group;

Two adjacent groups of R ₄₁ to R ₄₄ may be optionally bonded to each other to form a substituted or unsubstituted saturated ring or a substituted or unsubstituted unsaturated ring; R ₄₆ and R ₄₇ may optionally be bonded to each other to form a substituted or unsubstituted saturated ring or a substituted or unsubstituted unsaturated ring, but is not limited thereto.

As another example, in Formula 1, L ₁₁ is represented by any one of Formulas 4-1 to 4-4;

A ₄₁ is pyridine, imidazole, pyrazole, triazole or tetrazole,

A ₄₂ is benzene, pyridine, pyrazine, pyrimidine, triazine,

A ₄₃ is benzene or pyridine;

R ₄₁ to R ₄₄ independently represent hydrogen, -F, cyano, nitro, methyl, ethyl, propyl, n-butyl, isobutyl, sec- Heptyl group, iso-pentyl group, sec-pentyl group, tert-pentyl group, n-hexyl group, iso-hexyl group, sec- , a tert-heptyl group, an n-octyl group, an iso-octyl group, a sec-octyl group, a tert-octyl group, a n-nonyl group, an isononyl group, a secononyl group, an alkoxy group, an alkoxy group, an alkoxy group, an alkoxy group, an alkoxy group, an alkoxy group, an iso-decanyl group, a sec-decanyl group, A benzofuranyl group and a dibenzothiophenyl group; And

An iso-propyl group, an iso-butyl group, a sec-butyl group, a tert-butyl group, an n-pentyl group, an iso- Heptyl group, iso-heptyl group, sec-heptyl group, tert-pentyl group, iso-hexyl group, An iso-octyl group, an iso-octyl group, an iso-octyl group, an iso-nonyl group, an isononyl group, a sec- A decyl group, a thienyl group, a dodecyl group, a decanyl group, a sec-decanyl group, a tert-decanyl group, a methoxy group, an ethoxy group, a propoxy group, And dibenzothiophenyl groups; ;

b43 and b44 may independently be an integer of 1 to 3, but are not limited thereto.

As another example, in formula (1), L ₁₁ may be represented by any one of the following formulas (5-1) to (5-122), but is not limited thereto:

Of the above formulas (5-1) to (5-122)

R ₅₁ to R ₅₇ independently represent hydrogen, -F, cyano, nitro, methyl, ethyl, propyl, n-butyl, isobutyl, sec-butyl, Heptyl group, iso-pentyl group, sec-pentyl group, tert-pentyl group, n-hexyl group, iso-hexyl group, sec- , a tert-heptyl group, an n-octyl group, an iso-octyl group, a sec-octyl group, a tert-octyl group, a n-nonyl group, an isononyl group, a secononyl group, an alkoxy group, an alkoxy group, an alkoxy group, an alkoxy group, an alkoxy group, an alkoxy group, an iso-decanyl group, a sec-decanyl group, A benzofuranyl group and a dibenzothiophenyl group; And

An iso-propyl group, an iso-butyl group, a sec-butyl group, a tert-butyl group, an n-pentyl group, an iso- Heptyl group, iso-heptyl group, sec-heptyl group, tert-pentyl group, iso-hexyl group, An iso-octyl group, an iso-octyl group, an iso-octyl group, an iso-nonyl group, an isononyl group, a sec- A decyl group, a thienyl group, a dodecyl group, a decanyl group, a sec-decanyl group, a tert-decanyl group, a methoxy group, an ethoxy group, a propoxy group, And dibenzothiophenyl groups; ;

b51 and b54 are, independently of each other, 1 or 2;

b53 and b55 are, independently of each other, an integer of 1 to 3;

b52 is an integer of 1 to 4;

* And * are, independently of each other, a bonding site with M &lt; ₁₁ &gt;

As another example, in the above formula (1), L ₁₁ may be selected from among the following formulas (AN1 to AN5), but is not limited thereto:

Among the above-mentioned formulas AN1 to AN5,

* And * are, independently of each other, a bonding site with M &lt; ₁₁ &gt;

In the above formula (1), m11 represents the number of L ₁₁ , and m11 represents 0, 1, 2, 3 and 4. When m11 is 2 or more, a plurality of L &lt; ₁₁ &gt; may be the same or different from each other. For example, in Formula 1, m11 may be selected from 0 and 1, but is not limited thereto.

In the above formula (1), n11 and m11 may be suitably adjusted in accordance with the coordination number of Ir. For example, in the case where n11 is 3, m11 may be 0. As another example, when L ₁₁ is a bidentate ligand, m 11 may be 1 if n 11 is 2. As another example, when L ₁₁ is a bidentate ligand, m 11 may be 2 if n 11 is 1.

로 표시되는 모이어티는 하기 화학식 1-1 내지 1-3 중 어느 하나로 표시될 수 있으나, 이에 한정되는 것은 아니다:In one embodiment,

May be represented by any one of the following formulas (1-1) to (1-3), but is not limited thereto:

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

X ₁₁ is selected from O, S and N (R ₁₀₅ );

R ₁₁ to R ₁₈ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, a carbonyl group, an amino group, an amidino group, a hydrazine group, A substituted or unsubstituted C ₁ -C ₃₀ alkyl group, a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₁ -C ₃₀ alkyl group, a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C _A substituted or unsubstituted C ₂ -C ₃₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₃₀ alkynyl group, a substituted or unsubstituted C ₁ -C ₃₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, A substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group, a substituted or unsubstituted C ₆ -C ₃₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₃₀ arylthio group, a substituted or unsubstituted C ₇ -C ₃₀ arylalkyl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryloxy group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl T Substituted or unsubstituted C ₂ -C ₃₀ heteroarylalkyl groups, substituted or unsubstituted monovalent non-aromatic condensed polycyclic groups, substituted or unsubstituted monovalent non-aromatic heterocyclic polycyclic groups, and substituted or unsubstituted A C ₁ -C ₃₀ alkylsilyl group; ;

R ₁₀₁ to R ₁₀₅ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, a carbonyl group, an amino group, an amidino group, a hydrazine group, A substituted or unsubstituted C ₁ -C ₁₀ alkyl group, a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₁ -C ₁₀ alkyl group, a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group, a substituted or unsubstituted C ₆ -C ₃₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₃₀ arylthio group, a substituted or unsubstituted C ₇ -C ₃₀ arylalkyl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryloxy group, a substituted or an unsubstituted C ₁ -C ₃₀ heteroaryl tea, substituted or unsubstituted C ₂ - A C ₃₀ heteroarylalkyl group and a substituted or unsubstituted C ₁ -C ₃₀ alkylsilyl group; ;

At least one of R ₁₁ to R ₁₅ is a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group, a substituted or unsubstituted C ₆ ring - C ₃₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₃₀ arylthio group, a substituted or unsubstituted C ₇ -C ₃₀ aryl-substituted alkyl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, a substituted or unsubstituted hwandoen C ₁ -C ₃₀ heteroaryloxy group, a substituted or unsubstituted C ₁ -C ₃₀ hetero arylthio group, a substituted or unsubstituted C ₂ -C ₃₀ heteroarylalkyl group, a substituted or unsubstituted monovalent non- condensed polycyclic aromatic group, a substituted or unsubstituted monovalent non-aromatic heterocyclic group and the condensed polycyclic substituted or unsubstituted C ₁ -C ₃₀ alkyl chamber Group; ;

R ₁₉ and R ₂₀ are, independently of each other, hydrogen, deuterium, a C ₁ -C ₃₀ alkyl group and a deutero substituted C ₁ -C ₃₀ alkyl group; ;

At least one of R ₁₁ to R ₂₀ is a deuterium-containing substituent.

For example, the substituent in the formula (1-1) may be as shown in Table 1 below, but is not limited thereto.

(1-1)  Ligand name R ₁₁ R ₁₂ R ₁₃ R ₁₄ R ₁₅ R ₁₆ R ₁₇ R ₁₈ R ₁₉ R ₂₀ LM1 X1 H X3 H X1 H H H H D LM2 X1 H X3 H X1 H H H D H LM3 X1 H X3 H X1 H H H D D LM4 Y1 H X3 H Y1 H H H D D LM5 Y2 H X3 H Y2 H H H D D LM6 Y3 H X3 H Y3 H H H D D LM7 Y3 D X3 D Y3 H H H D D LM8 Y3 D X3 D Y3 D H H D D LM9 Y3 D X3 D Y3 D D H D D LM10 Y3 D X3 D Y3 D D D D D LM11 Y3 D Y11 D Y3 D D D D D LM12 Y3 D Y11 D Y3 H X1 H D D LM13 Y3 D Y11 D Y3 D Y3 D D D LM14 Y3 D Y11 D Y3 H X4 H D D LM15 Y3 D Y11 D Y3 D Y12 D D D LM16 X2 H X3 H X2 H H H H D LM17 X2 H X3 H X2 H H H D H LM18 X2 H X3 H X2 H H H D D LM19 Y4 H X3 H Y4 H H H D D LM20 Y5 H X3 H Y5 H H H D D LM21 Y6 H X3 H Y6 H H H D D LM22 Y7 H X3 H Y7 H H H D D LM23 Y8 H X3 H Y8 H H H D D LM24 Y9 H X3 H Y9 H H H D D LM25 Y10 H X3 H Y10 H H H D D LM26 Y10 D X3 D Y10 H H H D D LM27 Y10 D X3 D Y10 D H H D D LM28 Y10 D X3 D Y10 D D H D D LM29 Y10 D X3 D Y10 D D D D D LM30 Y10 D Y11 D Y10 D D D D D LM31 Y10 D Y11 D Y10 H X1 H D D LM32 Y10 D Y11 D Y10 D Y3 D D D LM33 Y10 D Y11 D Y10 H X4 H D D LM34 Y10 D Y11 D Y10 D Y12 D D D LM35 X1 H X4 H X1 H H H H D LM36 X1 H X4 H X1 H H H D H LM37 X1 H X4 H X1 H H H D D LM38 Y1 H X4 H Y1 H H H D D LM39 Y2 H X4 H Y2 H H H D D LM40 Y3 H X4 H Y3 H H H D D LM41 Y3 D X4 D Y3 H H H D D LM42 Y3 D X4 D Y3 D H H D D LM43 Y3 D X4 D Y3 D D H D D LM44 Y3 D X4 D Y3 D D D D D LM45 Y3 D Y12 D Y3 D D D D D LM46 Y3 D Y12 D Y3 H X1 H D D LM47 Y3 D Y12 D Y3 D Y3 D D D LM48 Y3 D Y12 D Y3 H X4 H D D LM49 Y3 D Y12 D Y3 D Y12 D D D LM50 X2 H X4 H X2 H H H H D LM51 X2 H X4 H X2 H H H D H LM52 X2 H X4 H X2 H H H D D LM53 Y4 H X4 H Y4 H H H D D LM54 Y5 H X4 H Y5 H H H D D LM55 Y6 H X4 H Y6 H H H D D LM56 Y7 H X4 H Y7 H H H D D LM57 Y8 H X4 H Y8 H H H D D LM58 Y9 H X4 H Y9 H H H D D LM59 Y10 H X4 H Y10 H H H D D LM60 Y10 D X4 D Y10 H H H D D LM61 Y10 D X4 D Y10 D H H D D LM62 Y10 D X4 D Y10 D D H D D LM63 Y10 D X4 D Y10 D D D D D LM64 Y10 D Y12 D Y10 D D D D D LM65 Y10 D Y12 D Y10 H X1 H D D LM66 Y10 D Y12 D Y10 D Y3 D D D LM67 Y10 D Y12 D Y10 H X4 H D D LM68 Y10 D Y12 D Y10 D Y12 D D D LM69 X1 H X5 H X1 H H H H D LM70 X1 H X5 H X1 H H H D H LM71 X1 H X5 H X1 H H H D D LM72 Y1 H X5 H Y1 H H H D D LM73 Y2 H X5 H Y2 H H H D D LM74 Y3 H X5 H Y3 H H H D D LM75 Y3 D X5 D Y3 H H H D D LM76 Y3 D X5 D Y3 D H H D D LM77 Y3 D X5 D Y3 D D H D D LM78 Y3 D X5 D Y3 D D D D D LM79 Y3 D Y13 D Y3 D D D D D LM80 Y3 D Y13 D Y3 H X1 H D D LM81 Y3 D Y13 D Y3 D Y3 D D D LM82 Y3 D Y13 D Y3 H X4 H D D LM83 Y3 D Y13 D Y3 D Y12 D D D LM84 X2 H X5 H X2 H H H H D LM85 X2 H X5 H X2 H H H D H LM86 X2 H X5 H X2 H H H D D LM87 Y4 H X5 H Y4 H H H D D LM88 Y5 H X5 H Y5 H H H D D LM89 Y6 H X5 H Y6 H H H D D LM90 Y7 H X5 H Y7 H H H D D LM91 Y8 H X5 H Y8 H H H D D LM92 Y9 H X5 H Y9 H H H D D LM93 Y10 H X5 H Y10 H H H D D LM94 Y10 D X5 D Y10 H H H D D LM95 Y10 D X5 D Y10 D H H D D LM96 Y10 D X5 D Y10 D D H D D LM97 Y10 D X5 D Y10 D D D D D LM98 Y10 D Y13 D Y10 D D D D D LM99 Y10 D Y13 D Y10 H X1 H D D LM100 Y10 D Y13 D Y10 D Y3 D D D LM101 Y10 D Y13 D Y10 H X4 H D D LM102 Y10 D Y13 D Y10 D Y12 D D D LM103 X1 H X6 H X1 H H H H D LM104 X1 H X6 H X1 H H H D H LM105 X1 H X6 H X1 H H H D D LM106 Y1 H X6 H Y1 H H H D D LM107 Y2 H X6 H Y2 H H H D D LM108 Y3 H X6 H Y3 H H H D D LM109 Y3 D X6 D Y3 H H H D D LM110 Y3 D X6 D Y3 D H H D D LM111 Y3 D X6 D Y3 D D H D D LM112 Y3 D X6 D Y3 D D D D D LM113 Y3 D Y14 D Y3 D D D D D LM114 Y3 D Y14 D Y3 H X1 H D D LM115 Y3 D Y14 D Y3 D Y3 D D D LM116 Y3 D Y14 D Y3 H X4 H D D LM117 Y3 D Y14 D Y3 D Y12 D D D LM118 X2 H X6 H X2 H H H H D LM119 X2 H X6 H X2 H H H D H LM120 X2 H X6 H X2 H H H D D LM121 Y4 H X6 H Y4 H H H D D LM122 Y5 H X6 H Y5 H H H D D LM123 Y6 H X6 H Y6 H H H D D LM124 Y7 H X6 H Y7 H H H D D LM125 Y8 H X6 H Y8 H H H D D LM126 Y9 H X6 H Y9 H H H D D LM127 Y10 H X6 H Y10 H H H D D LM128 Y10 D X6 D Y10 H H H D D LM129 Y10 D X6 D Y10 D H H D D LM130 Y10 D X6 D Y10 D D H D D LM131 Y10 D X6 D Y10 D D D D D LM132 Y10 D Y14 D Y10 D D D D D LM133 Y10 D Y14 D Y10 H X1 H D D LM134 Y10 D Y14 D Y10 D Y3 D D D LM135 Y10 D Y14 D Y10 H X4 H D D LM136 Y10 D Y14 D Y10 D Y12 D D D LM137 X1 H X7 H X1 H H H H D LM138 X1 H X7 H X1 H H H D H LM139 X1 H X7 H X1 H H H D D LM140 Y1 H X7 H Y1 H H H D D LM141 Y2 H X7 H Y2 H H H D D LM142 Y3 H X7 H Y3 H H H D D LM143 Y3 D X7 D Y3 H H H D D LM144 Y3 D X7 D Y3 D H H D D LM145 Y3 D X7 D Y3 D D H D D LM146 Y3 D X7 D Y3 D D D D D LM147 Y3 D X8 D Y3 D D D D D LM148 Y3 D Y16 D Y3 D D D D D LM149 Y3 D Y17 D Y3 D D D D D LM150 Y3 D Y18 D Y3 D D D D D LM151 Y3 D Y15 D Y3 D D D D D LM152 Y3 D Y15 D Y3 H X1 H D D LM153 Y3 D Y15 D Y3 D Y3 D D D LM154 Y3 D Y16 D Y3 D Y3 D D D LM155 Y3 D Y17 D Y3 D Y3 D D D LM156 Y3 D Y18 D Y3 D Y3 D D D LM157 Y3 D Y15 D Y3 H X4 H D D LM158 Y3 D Y15 D Y3 D Y12 D D D LM159 Y3 D Y16 D Y3 D Y12 D D D LM160 Y3 D Y17 D Y3 D Y12 D D D LM161 Y3 D Y18 D Y3 D Y12 D D D LM162 X2 H X7 H X2 H H H H D LM163 X2 H X7 H X2 H H H D H LM164 X2 H X7 H X2 H H H D D LM165 Y4 H X7 H Y4 H H H D D LM166 Y5 H X7 H Y5 H H H D D LM167 Y6 H X7 H Y6 H H H D D LM168 Y7 H X7 H Y7 H H H D D LM169 Y8 H X7 H Y8 H H H D D LM170 Y9 H X7 H Y9 H H H D D LM171 Y10 H X7 H Y10 H H H D D LM172 Y10 D X7 D Y10 H H H D D LM173 Y10 D X7 D Y10 D H H D D LM174 Y10 D X7 D Y10 D D H D D LM175 Y10 D X7 D Y10 D D D D D LM176 Y10 D X8 D Y10 D D D D D LM177 Y10 D Y16 D Y10 D D D D D LM178 Y10 D Y17 D Y10 D D D D D LM179 Y10 D Y18 D Y10 D D D D D LM180 Y10 D Y15 D Y10 D D D D D LM181 Y10 D Y15 D Y10 H X1 H D D LM182 Y10 D Y15 D Y10 D Y3 D D D LM183 Y10 D Y16 D Y10 D Y3 D D D LM184 Y10 D Y17 D Y10 D Y3 D D D LM185 Y10 D Y18 D Y10 D Y3 D D D LM186 Y10 D Y15 D Y10 H X4 H D D LM187 Y10 D Y15 D Y10 D Y12 D D D LM188 Y10 D Y16 D Y10 D Y12 D D D LM189 Y10 D Y17 D Y10 D Y12 D D D LM190 Y10 D Y18 D Y10 D Y12 D D D LM191 X1 X7 H H X1 H H H H D LM192 X1 X7 H H X1 H H H D H LM193 X1 X7 H H X1 H H H D D LM194 Y1 X7 H H Y1 H H H D D LM195 Y2 X7 H H Y2 H H H D D LM196 Y3 X7 H H Y3 H H H D D LM197 Y3 X7 D D Y3 H H H D D LM198 Y3 X7 D D Y3 D H H D D LM199 Y3 X7 D D Y3 D D H D D LM200 Y3 X7 D D Y3 D D D D D LM201 Y3 Y15 D D Y3 D D D D D LM202 Y3 Y16 D D Y3 D D D D D LM203 Y3 Y17 D D Y3 D D D D D LM204 Y3 Y18 D D Y3 D D D D D LM205 Y3 Y15 D D Y3 H X1 H D D LM206 Y3 Y15 D D Y3 D Y3 D D D LM207 Y3 Y16 D D Y3 D Y3 D D D LM208 Y3 Y17 D D Y3 D Y3 D D D LM209 Y3 Y18 D D Y3 D Y3 D D D LM210 Y3 Y15 D D Y3 H X4 H D D LM211 Y3 Y15 D D Y3 D Y12 D D D LM212 Y3 Y16 D D Y3 D Y12 D D D LM213 Y3 Y17 D D Y3 D Y12 D D D LM214 Y3 Y18 D D Y3 D Y12 D D D LM215 X2 X7 H H X2 H H H H D LM216 X2 X7 H H X2 H H H D H LM217 X2 X7 H H X2 H H H D D LM218 Y4 X7 H H Y4 H H H D D LM219 Y5 X7 H H Y5 H H H D D LM220 Y6 X7 H H Y6 H H H D D LM221 Y7 X7 H H Y7 H H H D D LM222 Y8 X7 H H Y8 H H H D D LM223 Y9 X7 H H Y9 H H H D D LM224 Y10 X7 H H Y10 H H H D D LM225 Y10 X7 D D Y10 H H H D D LM226 Y10 X7 D D Y10 D H H D D LM227 Y10 X7 D D Y10 D D H D D LM228 Y10 X7 D D Y10 D D D D D LM229 Y10 X8 D D Y10 D D D D D LM230 Y10 Y16 D D Y10 D D D D D LM231 Y10 Y17 D D Y10 D D D D D LM232 Y10 Y18 D D Y10 D D D D D LM233 Y10 Y15 D D Y10 D D D D D LM234 Y10 Y15 D D Y10 H X1 H D D LM235 Y10 Y15 D D Y10 D Y3 D D D LM236 Y10 Y16 D D Y10 D Y3 D D D LM237 Y10 Y17 D D Y10 D Y3 D D D LM238 Y10 Y18 D D Y10 D Y3 D D D LM239 Y10 Y15 D D Y10 H X4 H D D LM240 Y10 Y15 D D Y10 D Y12 D D D LM241 Y10 Y16 D D Y10 D Y12 D D D LM242 Y10 Y17 D D Y10 D Y12 D D D LM243 Y10 Y18 D D Y10 D Y12 D D D

X1 to 10 and Y1 to Y18 in Table 1 are as follows:

For example, the substituent in the formula 1-2 may be as shown in Table 2 below, but is not limited thereto.

1-2 Ligand name R ₁₁ X ₁₁ R ₁₀₁ R ₁₀₂ R ₁₀₃ R ₁₀₄ R ₁₄ R ₁₅ R ₁₆ R ₁₇ R ₁₈ R ₁₉ R ₂₀ LFM1 Y10 N-Ph D D D D D Y10 D D D D D LFM2 Y10 S D D D D D Y10 D D D D D LFM3 Y10 O D D D D D Y10 D D D D D LFM4 Y3 O D D D D D Y3 D D D D D LFM5 Y10 O D D D D D Y10 D D D D D LFM6 Y10 O D D D D D Y10 D Y3 D D D LFM7 Y10 O D D D D D Y10 D Y12 D D D

In Table 2, Ph means a phenyl group, and X1 to X10 and Y1 to Y18 in Table 2 are as described in Table 1 above.

For example, the substituent in the formula 1-3 may be as shown in Table 3 below, but is not limited thereto.

1-3 Ligand name R ₁₁ X ₁₁ R ₁₀₁ R ₁₀₂ R ₁₀₃ R ₁₀₄ R ₁₄ R ₁₅ R ₁₆ R ₁₇ R ₁₈ R ₁₉ R ₂₀ LFP1 Y10 N-Ph D D D D D Y10 D D D D D LFP2 Y10 S D D D D D Y10 D D D D D LFP3 Y10 O D D D D D Y10 D D D D D LFP4 Y3 O D D D D D Y3 D D D D D LFP5 Y10 O D D D D D Y10 D D D D D LFP6 Y10 O D D D D D Y10 D Y3 D D D LFP7 Y10 O D D D D D Y10 D Y12 D D D

In Table 3, Ph means a phenyl group, and X1 to X10 and Y1 to Y18 in Table 3 are as described in Table 1 above.

In still another embodiment, the organometallic compound represented by Formula 1 may be represented by any one of the following Formulas 1-11 to 1-22, but is not limited thereto:

Among the above formulas 1-11 to 1-22,

M ₁₁ , R ₁₁ to R _{20, n} 11, L ₁₁ and m ₁₁ are the same as defined in the above formula (1)

X ₁₁ is selected from O, S and N (R ₁₀₅ );

R ₁₀₁ to R ₁₀₅ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, a carbonyl group, an amino group, an amidino group, a hydrazine group, A substituted or unsubstituted C ₁ -C ₁₀ alkyl group, a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₁ -C ₁₀ alkyl group, a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group, a substituted or unsubstituted C ₆ -C ₃₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₃₀ arylthio group, a substituted or unsubstituted C ₇ -C ₃₀ arylalkyl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryloxy group, a substituted or an unsubstituted C ₁ -C ₃₀ heteroaryl tea, substituted or unsubstituted C ₂ - A C ₃₀ heteroarylalkyl group and a substituted or unsubstituted C ₁ -C ₃₀ alkylsilyl group; ;

_{R 11x, R 12x, R 13x} , R 14x, R 15x, R 16x, R 17x, R 18x, R 19x, R 20x, R 101x, R 102x, R 103x and R _104x are each independently, a deuterium each other-containing substituents to be.

In another embodiment, the organometallic compound represented by Formula 1 may be represented by the following Formula 101, but is not limited thereto:

&Lt; EMI ID =

_{(L 101) n101 -M 101 -} (L 102) m101

In the above formula (101), L ₁₀₁ , n ₁₀₁ , M ₁₀₁ , L ₁₀₂ and m ₁₀₁ are described in Tables 4 to 6 below.

compound
designation L ₁₀₁ n101 M ₁₀₁ L ₁₀₂ m101 compound
designation L ₁₀₁ n101 M ₁₀₁ L ₁₀₂ m101 BD001 LM1 3 Ir - 0 BD051 LM51 3 Ir - 0 BD002 LM2 3 Ir - 0 BD052 LM52 3 Ir - 0 BD003 LM3 3 Ir - 0 BD053 LM53 3 Ir - 0 BD004 LM4 3 Ir - 0 BD054 LM54 3 Ir - 0 BD005 LM5 3 Ir - 0 BD055 LM55 3 Ir - 0 BD006 LM6 3 Ir - 0 BD056 LM56 3 Ir - 0 BD007 LM7 3 Ir - 0 BD057 LM57 3 Ir - 0 BD008 LM8 3 Ir - 0 BD058 LM58 3 Ir - 0 BD009 LM9 3 Ir - 0 BD059 LM59 3 Ir - 0 BD010 LM10 3 Ir - 0 BD060 LM60 3 Ir - 0 BD011 LM11 3 Ir - 0 BD061 LM61 3 Ir - 0 BD012 LM12 3 Ir - 0 BD062 LM62 3 Ir - 0 BD013 LM13 3 Ir - 0 BD063 LM63 3 Ir - 0 BD014 LM14 3 Ir - 0 BD064 LM64 3 Ir - 0 BD015 LM15 3 Ir - 0 BD065 LM65 3 Ir - 0 BD016 LM16 3 Ir - 0 BD066 LM66 3 Ir - 0 BD017 LM17 3 Ir - 0 BD067 LM67 3 Ir - 0 BD018 LM18 3 Ir - 0 BD068 LM68 3 Ir - 0 BD019 LM19 3 Ir - 0 BD069 LM69 3 Ir - 0 BD020 LM20 3 Ir - 0 BD070 LM70 3 Ir - 0 BD021 LM21 3 Ir - 0 BD071 LM71 3 Ir - 0 BD022 LM22 3 Ir - 0 BD072 LM72 3 Ir - 0 BD023 LM23 3 Ir - 0 BD073 LM73 3 Ir - 0 BD024 LM24 3 Ir - 0 BD074 LM74 3 Ir - 0 BD025 LM25 3 Ir - 0 BD075 LM75 3 Ir - 0 BD026 LM26 3 Ir - 0 BD076 LM76 3 Ir - 0 BD027 LM27 3 Ir - 0 BD077 LM77 3 Ir - 0 BD028 LM28 3 Ir - 0 BD078 LM78 3 Ir - 0 BD029 LM29 3 Ir - 0 BD079 LM79 3 Ir - 0 BD030 LM30 3 Ir - 0 BD080 LM80 3 Ir - 0 BD031 LM31 3 Ir - 0 BD081 LM81 3 Ir - 0 BD032 LM32 3 Ir - 0 BD082 LM82 3 Ir - 0 BD033 LM33 3 Ir - 0 BD083 LM83 3 Ir - 0 BD034 LM34 3 Ir - 0 BD084 LM84 3 Ir - 0 BD035 LM35 3 Ir - 0 BD085 LM85 3 Ir - 0 BD036 LM36 3 Ir - 0 BD086 LM86 3 Ir - 0 BD037 LM37 3 Ir - 0 BD087 LM87 3 Ir - 0 BD038 LM38 3 Ir - 0 BD088 LM88 3 Ir - 0 BD039 LM39 3 Ir - 0 BD089 LM89 3 Ir - 0 BD040 LM40 3 Ir - 0 BD090 LM90 3 Ir - 0 BD041 LM41 3 Ir - 0 BD091 LM91 3 Ir - 0 BD042 LM42 3 Ir - 0 BD092 LM92 3 Ir - 0 BD043 LM43 3 Ir - 0 BD093 LM93 3 Ir - 0 BD044 LM44 3 Ir - 0 BD094 LM94 3 Ir - 0 BD045 LM45 3 Ir - 0 BD095 LM95 3 Ir - 0 BD046 LM46 3 Ir - 0 BD096 LM96 3 Ir - 0 BD047 LM47 3 Ir - 0 BD097 LM97 3 Ir - 0 BD048 LM48 3 Ir - 0 BD098 LM98 3 Ir - 0 BD049 LM49 3 Ir - 0 BD099 LM99 3 Ir - 0 BD050 LM50 3 Ir - 0 BD100 LM100 3 Ir - 0

compound
designation L ₁₀₁ n101 M ₁₀₁ L ₁₀₂ m101 compound
designation L ₁₀₁ n101 M ₁₀₁ L ₁₀₂ m101 BD101 LM101 3 Ir - 0 BD151 LM151 3 Ir - 0 BD102 LM102 3 Ir - 0 BD152 LM152 3 Ir - 0 BD103 LM103 3 Ir - 0 BD153 LM153 3 Ir - 0 BD104 LM104 3 Ir - 0 BD154 LM154 3 Ir - 0 BD105 LM105 3 Ir - 0 BD155 LM155 3 Ir - 0 BD106 LM106 3 Ir - 0 BD156 LM156 3 Ir - 0 BD107 LM107 3 Ir - 0 BD157 LM157 3 Ir - 0 BD108 LM108 3 Ir - 0 BD158 LM158 3 Ir - 0 BD109 LM109 3 Ir - 0 BD159 LM159 3 Ir - 0 BD110 LM110 3 Ir - 0 BD160 LM160 3 Ir - 0 BD111 LM111 3 Ir - 0 BD161 LM161 3 Ir - 0 BD112 LM112 3 Ir - 0 BD162 LM162 3 Ir - 0 BD113 LM113 3 Ir - 0 BD163 LM163 3 Ir - 0 BD114 LM114 3 Ir - 0 BD164 LM164 3 Ir - 0 BD115 LM115 3 Ir - 0 BD165 LM165 3 Ir - 0 BD116 LM116 3 Ir - 0 BD166 LM166 3 Ir - 0 BD117 LM117 3 Ir - 0 BD167 LM167 3 Ir - 0 BD118 LM118 3 Ir - 0 BD168 LM168 3 Ir - 0 BD119 LM119 3 Ir - 0 BD169 LM169 3 Ir - 0 BD120 LM120 3 Ir - 0 BD170 LM170 3 Ir - 0 BD121 LM121 3 Ir - 0 BD171 LM171 3 Ir - 0 BD122 LM122 3 Ir - 0 BD172 LM172 3 Ir - 0 BD123 LM123 3 Ir - 0 BD173 LM173 3 Ir - 0 BD124 LM124 3 Ir - 0 BD174 LM174 3 Ir - 0 BD125 LM125 3 Ir - 0 BD175 LM175 3 Ir - 0 BD126 LM126 3 Ir - 0 BD176 LM176 3 Ir - 0 BD127 LM127 3 Ir - 0 BD177 LM177 3 Ir - 0 BD128 LM128 3 Ir - 0 BD178 LM178 3 Ir - 0 BD129 LM129 3 Ir - 0 BD179 LM179 3 Ir - 0 BD130 LM130 3 Ir - 0 BD180 LM180 3 Ir - 0 BD131 LM131 3 Ir - 0 BD181 LM181 3 Ir - 0 BD132 LM132 3 Ir - 0 BD182 LM182 3 Ir - 0 BD133 LM133 3 Ir - 0 BD183 LM183 3 Ir - 0 BD134 LM134 3 Ir - 0 BD184 LM184 3 Ir - 0 BD135 LM135 3 Ir - 0 BD185 LM185 3 Ir - 0 BD136 LM136 3 Ir - 0 BD186 LM186 3 Ir - 0 BD137 LM137 3 Ir - 0 BD187 LM187 3 Ir - 0 BD138 LM138 3 Ir - 0 BD188 LM188 3 Ir - 0 BD139 LM139 3 Ir - 0 BD189 LM189 3 Ir - 0 BD140 LM140 3 Ir - 0 BD190 LM190 3 Ir - 0 BD141 LM141 3 Ir - 0 BD191 LM191 3 Ir - 0 BD142 LM142 3 Ir - 0 BD192 LM192 3 Ir - 0 BD143 LM143 3 Ir - 0 BD193 LM193 3 Ir - 0 BD144 LM144 3 Ir - 0 BD194 LM194 3 Ir - 0 BD145 LM145 3 Ir - 0 BD195 LM195 3 Ir - 0 BD146 LM146 3 Ir - 0 BD196 LM196 3 Ir - 0 BD147 LM147 3 Ir - 0 BD197 LM197 3 Ir - 0 BD148 LM148 3 Ir - 0 BD198 LM198 3 Ir - 0 BD149 LM149 3 Ir - 0 BD199 LM199 3 Ir - 0 BD150 LM150 3 Ir - 0 BD200 LM200 3 Ir - 0

compound
designation L ₁₀₁ n101 M ₁₀₁ L ₁₀₂ m101 compound
designation L ₁₀₁ n101 M ₁₀₁ L ₁₀₂ m101 BD201 LM201 3 Ir - 0 BD251 LFP1 3 Ir - 0 BD202 LM202 3 Ir - 0 BD252 LFP2 3 Ir - 0 BD203 LM203 3 Ir - 0 BD253 LFP3 3 Ir - 0 BD204 LM204 3 Ir - 0 BD254 LFP4 3 Ir - 0 BD205 LM205 3 Ir - 0 BD255 LFP5 3 Ir - 0 BD206 LM206 3 Ir - 0 BD256 LFP6 3 Ir - 0 BD207 LM207 3 Ir - 0 BD257 LFP7 3 Ir - 0 BD208 LM208 3 Ir - 0 BD258 LM47 2 Ir AN1 One BD209 LM209 3 Ir - 0 BD259 LM47 2 Ir AN2 One BD210 LM210 3 Ir - 0 BD260 LM47 2 Ir AN3 One BD211 LM211 3 Ir - 0 BD261 LM47 2 Ir AN4 One BD212 LM212 3 Ir - 0 BD262 LM47 2 Ir AN5 One BD213 LM213 3 Ir - 0 BD263 LM11 2 Pt - 0 BD214 LM214 3 Ir - 0 BD264 LM13 2 Pt - 0 BD215 LM215 3 Ir - 0 BD265 LM15 2 Pt - 0 BD216 LM216 3 Ir - 0 BD266 LM45 2 Pt - 0 BD217 LM217 3 Ir - 0 BD267 LM47 2 Pt - 0 BD218 LM218 3 Ir - 0 BD268 LM49 2 Pt - 0 BD219 LM219 3 Ir - 0 BD269 LM98 2 Pt - 0 BD220 LM220 3 Ir - 0 BD270 LM100 2 Pt - 0 BD221 LM221 3 Ir - 0 BD271 LM102 2 Pt - 0 BD222 LM222 3 Ir - 0 BD272 LM132 2 Pt - 0 BD223 LM223 3 Ir - 0 BD273 LM134 2 Pt - 0 BD224 LM224 3 Ir - 0 BD274 LM136 2 Pt - 0 BD225 LM225 3 Ir - 0 BD275 LM151 2 Pt - 0 BD226 LM226 3 Ir - 0 BD276 LM153 2 Pt - 0 BD227 LM227 3 Ir - 0 BD277 LM158 2 Pt - 0 BD228 LM228 3 Ir - 0 BD278 LM180 2 Pt - 0 BD229 LM229 3 Ir - 0 BD279 LM182 2 Pt - 0 BD230 LM230 3 Ir - 0 BD280 LM187 2 Pt - 0 BD231 LM231 3 Ir - 0 BD281 LM201 2 Pt - 0 BD232 LM232 3 Ir - 0 BD282 LM206 2 Pt - 0 BD233 LM233 3 Ir - 0 BD283 LM211 2 Pt - 0 BD234 LM234 3 Ir - 0 BD284 LM233 2 Pt - 0 BD235 LM235 3 Ir - 0 BD285 LM235 2 Pt - 0 BD236 LM236 3 Ir - 0 BD286 LM240 2 Pt - 0 BD237 LM237 3 Ir - 0 BD287 LFM5 2 Pt - 0 BD238 LM238 3 Ir - 0 BD288 LFM6 2 Pt - 0 BD239 LM239 3 Ir - 0 BD289 LFM7 2 Pt - 0 BD240 LM240 3 Ir - 0 BD290 LFP5 2 Pt - 0 BD241 LM241 3 Ir - 0 BD291 LFP6 2 Pt - 0 BD242 LM242 3 Ir - 0 BD292 LFP7 2 Pt - 0 BD243 LM243 3 Ir - 0 BD293 LM47 One Pt AN1 One BD244 LFM1 3 Ir - 0 BD294 LM47 One Pt AN2 One BD245 LFM2 3 Ir - 0 BD295 LM47 One Pt AN3 One BD246 LFM3 3 Ir - 0 BD296 LM47 One Pt AN4 One BD247 LFM4 3 Ir - 0 BD297 LM47 One Pt AN5 One BD248 LFM5 3 Ir - 0 BD249 LFM6 3 Ir - 0 BD250 LFM7 3 Ir - 0

Of the Tables 4 to 6, LM1 to LM243, LFM1 to LFM7, LFP1 to LFP7, and AN1 to AN5 can be understood with reference to the above description.

Specific examples of the compounds BD001 to BD297 are as follows:

The maximum emission wavelength of the organometallic compound may be 420 to 480 nm, specifically 440 to 465 nm. When the maximum emission wavelength is 480 nm or less, it is possible to provide an organic light emitting element having a blue emission color. Specifically, when the maximum emission wavelength is 465 nm Or less, it is possible to provide an organic light emitting element having a luminescent color of deep blue.

The organometallic compound represented by the general formula (1) can provide a deep blue luminescent color by incorporating a "cyano group" into a "specific position".

&Lt; Formula (1) &gt;

As shown in Formula 1, the cyano group is located at the para position relative to the Ir-carbon bond position, so that the organometallic compound represented by Formula 1 can have a deep HOMO energy level. Therefore, the organometallic compound represented by Formula 1 can have a high triplet energy level due to its wide band gap, and thus can provide a deep blue luminescent color.

Since the organometallic compound represented by Formula 1 necessarily includes "deuterium ", the organometallic compound may have improved thermal stability. Specifically, since a single bond between carbon and deuterium has a strong bonding strength compared to a single bond between carbon and hydrogen, the bonding strength of the organic light emitting device during synthesis and / or sublimation purification and / or deposition and / By-products resulting from radicalization and / or oxidation-reduction and the like are significantly reduced by the heat and / or the electric field involved in the time and / or driving. Accordingly, the organometallic compound represented by Formula 1 suppresses by-products that are lethal to the lifetime of the organic light emitting device, and thus the organic light emitting device including the organic metal compound can provide an improved lifetime.

Since the organometallic compound represented by the general formula (1) necessarily includes a "bulky unit" such as a branched alkyl group or an aryl group, aggregation of the organometallic compound is suppressed, , Specifically at a uniform rate relative to the host. Accordingly, the organic light emitting device including the organometallic compound represented by Formula 1 can prevent exciton quenching due to agglomeration, thereby providing improved efficiency and lifetime.

When the deuteration of the organometallic compound is not 100% in the synthesis of the organometallic compound represented by Formula 1, an organometallic compound in which hydrogen is not substituted with deuterium may be synthesized. Therefore, an organometallic compound (hereinafter referred to as a "second organometallic compound") including an organometallic compound represented by Formula 1 (hereinafter referred to as "first organometallic compound" The organic metal compound-containing composition may further comprise:

(2)

In Formula 2, M ₂₁ may be selected from a one-cycle transition metal, a two-cycle transition metal, and a three-cycle transition metal.

For example, in Formula 2, M ₂₁ is at least one selected from the group consisting of Ir, Pt, Os, Ru, Rh, Pd, Cu, ), Gold (Au), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb) and thulium (Tm).

As another example, in Formula 2, M ₂₁ may be selected from Ir, Pt, and Os, but is not limited thereto.

As another example, in Formula 2, M ₂₁ may be selected from Ir and Pt, but is not limited thereto.

In Formula 2, R ₂₁ to R ₂₈ independently represent hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, a carbonyl group, an amino group, an amidino group, Hydra jongi, 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 substituted or unsubstituted C ₁ -C ₃₀ alkyl group, a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl, substituted or unsubstituted A substituted or unsubstituted C ₂ -C ₃₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₃₀ alkynyl group, a substituted or unsubstituted C ₁ -C ₃₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted Or a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenyl group, a substituted or unsubstituted C ₆ -C ₁₀ heterocycloalkyl group, C ₃₀ aryl group, a substituted or unsubstituted C ₆ -C ₃₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₃₀ arylthio group, a substituted addition Unsubstituted C ₇ -C ₃₀ arylalkyl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryloxy group, a substituted or unsubstituted C ₁ -C ₃₀ Substituted or unsubstituted C ₂ -C ₃₀ heteroarylalkyl groups, substituted or unsubstituted monovalent non-aromatic condensed polycyclic groups, substituted or unsubstituted monovalent non-aromatic heterocyclic polycyclic groups and substituted or unsubstituted monovalent heterocyclic polycyclic groups, An unsubstituted C ₁ -C ₃₀ alkylsilyl group; ;

Two adjacent groups of R ₂₁ to R ₂₅ may optionally be bonded to each other to form a substituted or unsubstituted saturated ring or a substituted or unsubstituted unsaturated ring.

For example, in Formula 2, R ₂₁ to R ₂₈ independently represent hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, a carbonyl 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 substituted or unsubstituted C ₁ -C ₁₀ alkyl group, a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group , substituted or unsubstituted C ₆ -C ₃₀ aryl group, a substituted or unsubstituted C ₆ -C ₃₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₃₀ unsubstituted arylthio, substituted or unsubstituted C ₇ - C ₃₀ arylalkyl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryloxy group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl tea, substituted Or an unsubstituted C ₁ -C ₃₀ heteroarylalkyl group and a substituted or unsubstituted C ₁ -C ₃₀ alkylsilyl group; ;

Two adjacent groups of R ₂₁ to R ₂₅ may optionally be bonded to each other to form, but not limited to,

(20)

In the above formula (20)

X ₂₁ is selected from O, S and N (R ₂₀₅ );

R ₂₀₁ to R ₂₀₅ independently represent hydrogen, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, carbonyl, amino, amidino, hydrazine, hydrazone, A substituted or unsubstituted C ₁ -C ₁₀ alkyl group, a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₆ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₆ -C ₃₀ branched alkyl group, C ₃₀ aryl group, a substituted or unsubstituted C ₆ -C ₃₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₃₀ arylthio group, a substituted or unsubstituted C ₇ -C ₃₀ arylalkyl group, a substituted or unsubstituted Substituted or unsubstituted C ₁ -C ₃₀ heteroaryl groups, substituted or unsubstituted C ₁ -C ₃₀ heteroaryloxy groups, substituted or unsubstituted C ₁ -C ₃₀ heteroarylthio groups, substituted or unsubstituted C ₂ -C ₃₀ A heteroarylalkyl group and a substituted or unsubstituted C ₁ -C ₃₀ alkylsilyl group; ;

* And * are independently of each other a carbon atom to which two adjacent groups of R ₂₁ to R ₂₅ are bonded.

As another example, in the general formula (2), R ₂₁ to R ₂₈ independently represent hydrogen, -F, -Cl, -Br, -I, cyano group, substituted or unsubstituted C ₁ -C ₁₀ alkyl group, An unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group and a substituted or unsubstituted C ₁ -C ₃₀ alkylsilyl group; ;

Two adjacent groups of R ₂₁ to R ₂₅ may optionally be bonded to each other to form, but not limited to,

(20)

In the above formula (20)

X ₂₁ is selected from O, S and N (R ₂₀₅ );

R ₂₀₁ to R ₂₀₅ independently represent hydrogen, -F, -Cl, -Br, -I, cyano group, substituted or unsubstituted C ₁ -C ₁₀ alkyl group, substituted or unsubstituted C ₃ -C ₃₀ -m A substituted or unsubstituted C ₆ -C ₃₀ aryl group and a substituted or unsubstituted C ₁ -C ₃₀ alkylsilyl group; ;

* And * are independently of each other a carbon atom to which two adjacent groups of R ₂₁ to R ₂₅ are bonded.

As another example, in Formula 2, R ₂₁ to R ₂₈ independently represent hydrogen, -F, -Cl, -Br, -I, cyano, methyl, ethyl, butyl group, isobutyl group, n-pentyl group, isopentyl group, 1-methylbutyl group, 2-methylbutyl group, neopentyl group, A pyrenyl group, a klycenyl group, and a -Si (Q ₁ ) (Q ₁ ) group (which may be the same or different) selected from the group consisting of a methyl group, an ethyl group, a n-propyl group, Q ₂ ) (Q ₃ );

Propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, Butyl group, n-pentyl group, iso-pentyl group, 1-methylbutyl group, 2-methylbutyl group, neopentyl group, 1,2-dimethylpropyl group and tert- And

N-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-butyl, A phenyl group, a biphenyl group, a naphthyl group, a naphthyl group, a naphthyl group, a naphthyl group, a naphthyl group, a naphthyl group, a naphthyl group, a naphthyl group, A phenyl group, a naphthyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group and a chrysenyl group; ;

Q ₁ to Q ₃ are each independently selected from the group consisting of a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, an isobutyl group, - pentyl group, 1-methylbutyl group, 2-methylbutyl group, neo-pentyl group, 1,2-dimethylpropyl group and tert- ;

Two adjacent groups of R ₂₁ to R ₂₅ may optionally be bonded to each other to form, but not limited to,

(20)

In the above formula (20)

X ₂₁ is selected from O, S and N (R ₂₀₅ );

R ₂₀₁ to R ₂₀₅ independently represent hydrogen, -F, -Cl, -Br, -I, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl butyl group, n-pentyl group, isopentyl group, 1-methylbutyl group, 2-methylbutyl group, neo-pentyl group, , A phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group and a klycenyl group;

* And * are independently of each other a carbon atom to which two adjacent groups of R ₂₁ to R ₂₅ are bonded.

As another example, in the general formula (2), R ₂₁ to R ₂₈ independently represent hydrogen, -F, -Cl, -Br, -I, cyano, methyl, isopropyl, isobutyl, tert -butyl, neo- pentyl group, a phenyl group, a biphenyl group and a _{-Si (Q 1) (Q 2} ) (Q 3);

A methyl group, an isopropyl group, an iso-butyl group, a tert-butyl group and a neopentyl group which are substituted with at least one of -F, -Cl, -Br, -I and a cyano group; And

A phenyl group and a biphenyl group substituted with at least one of -F, -Cl, -Br, -I, a cyano group, a methyl group, an isopropyl group, an isobutyl group, a tert-butyl group and a neopentyl group; ;

Q ₁ to Q ₃ independently represent a methyl group, an isopropyl group, an iso-butyl group, a tert-butyl group and a neopentyl group; ;

R ₂₂ and R ₂₃ may optionally be bonded to each other to represent, but not limited to,

(20)

In the above formula (20)

X ₂₁ is selected from O, S and N (R ₂₀₅ );

R ₂₀₁ to R ₂₀₅ independently represent hydrogen, -F, -Cl, -Br, -I, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl butyl group, n-pentyl group, isopentyl group, 1-methylbutyl group, 2-methylbutyl group, neo-pentyl group, , A phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group and a klycenyl group;

* And * are each independently a carbon atom to which R ₂₂ and R ₂₃ are bonded. As another example, R ₂₁ to R ₂₈ in the general formula (2) independently represent hydrogen, a methyl group, an iso- iso- butyl group, tert- butyl group, neo- pentyl group, a phenyl group, a biphenyl group and a -Si (CH _{3) 3;} ;

R ₂₂ and R ₂₃ may optionally be bonded to each other to represent, but not limited to,

(20)

In the above formula (20)

X ₂₁ is selected from O, S and N (R ₂₀₅ );

R ₂₀₁ to R ₂₀₅ independently represent hydrogen, -F, -Cl, -Br, -I, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl butyl group, n-pentyl group, isopentyl group, 1-methylbutyl group, 2-methylbutyl group, neo-pentyl group, , A phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group and a klycenyl group;

* And * are independently of each other a carbon atom to which R ₂₂ and R ₂₃ are bonded.

In Formula 2, at least one of R ₂₁ to R ₂₅ is a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl alkenyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group, a substituted or unsubstituted hwandoen C ₆ -C ₃₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₃₀ arylthio group, a substituted or unsubstituted C ₇ -C ₃₀ arylalkyl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl, A substituted or unsubstituted C ₁ -C ₃₀ heteroaryloxy group, a substituted or unsubstituted C ₁ -C ₃₀ heteroarylthio group, a substituted or unsubstituted C ₁ -C ₃₀ heteroarylalkyl group, Substituted monovalent non-aromatic condensed polycyclic groups, substituted or unsubstituted monovalent non-aromatic heterocyclic polycyclic groups and substituted or unsubstituted monovalent heterocyclic polycyclic groups, C ₁ -C ₃₀ alkylsilyl groups; &Lt; / RTI &gt;

For example, in Formula 2, at least one of R ₂₁ to R ₂₅ is a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group, a substituted or unsubstituted A C ₁ -C ₃₀ heteroaryl group, and a substituted or unsubstituted C ₁ -C ₃₀ alkylsilyl group, but is not limited thereto.

As another example, at least one of R ₂₁ to R ₂₅ in Formula 2 is a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group, and a substituted or unsubstituted aryl group, C ₁ -C ₃₀ alkylsilyl groups; , But is not limited thereto.

As another example, at least one of R ₂₁ to R ₂₅ in Formula 2 is an isopropyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, an isopentyl group, A naphthyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group, a pyrenyl group, a pyrenyl group, a pyrenyl group, group, a hexenyl group and the Cry _{-Si (Q 1) (Q 2} ) (Q 3);

An iso-propyl group, a sec-butyl group, an iso-butyl group, a tert-butyl group, an isopentyl group, a 1-methylbutyl group , 2-methylbutyl group, neo-pentyl group, 1,2-dimethylpropyl group and tert-pentyl group;

N-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-butyl, A phenyl group, a biphenyl group, a naphthyl group, a naphthyl group, a naphthyl group, a naphthyl group, a naphthyl group, a naphthyl group, a naphthyl group, a naphthyl group, A phenyl group, a naphthyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group and a chrysenyl group; ;

Q ₁ to Q ₃ are each independently selected from the group consisting of a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, an isobutyl group, - pentyl group, 1-methylbutyl group, 2-methylbutyl group, neo-pentyl group, 1,2-dimethylpropyl group and tert- , But is not limited thereto.

In yet another example, the general formula 2, R ₂₁ to R ₂₅ is at least one iso- propyl, iso- butyl group, tert- butyl group, neo- pentyl group, a phenyl group, a biphenyl group, and -Si (Q _{1 ) (Q 2) (Q 3} );

An iso-propyl group, an iso-butyl group, a tert-butyl group and a neopentyl group substituted with at least one of -F, -Cl, -Br, -I and a cyano group; And

A phenyl group and a biphenyl group substituted with at least one of -F, -Cl, -Br, -I, a cyano group, a methyl group, an isopropyl group, an isobutyl group, a tert-butyl group and a neopentyl group; ;

Q ₁ to Q ₃ independently represent a methyl group, an isopropyl group, an iso-butyl group, a tert-butyl group and a neopentyl group; , But is not limited thereto.

As another example, at least one of R ₂₁ to R ₂₅ in Formula 2 is an isopropyl group, an isobutyl group, a tert-butyl group, a neopentyl group, a phenyl group, a biphenyl group, and -Si (Q ₁ ) _{(Q 2) (Q 3)} ;

An iso-propyl group, an iso-butyl group, a tert-butyl group and a neopentyl group substituted with at least one of -F, -Cl, -Br, -I and a cyano group; And

A phenyl group and a biphenyl group substituted with at least one of -F, -Cl, -Br, -I, a cyano group, a methyl group, an isopropyl group, an isobutyl group, a tert-butyl group and a neopentyl group; ;

Q ₁ to Q ₃ independently represent a methyl group, an isopropyl group, an iso-butyl group, a tert-butyl group and a neopentyl group; , But is not limited thereto.

In yet another example, the general formula 2, R ₂₁ to R ₂₅ is at least one, iso- propyl, iso- butyl group, tert- butyl group, neo- pentyl group, a phenyl group, a biphenyl group and a -Si (CH ₃ ) ₃ ; , But is not limited thereto.

As another example, R ₂₁ and R ₂₂ , R ₂₂ and R ₂₃ , R ₂₃ and R ₂₄ or R ₂₄ and R ₂₅ in Formula 2 may optionally be connected to each other to form a condensed ring , But is not limited thereto.

As another example, in the above formula (2), R ₂₅ and R ₂₆ may optionally be bonded to each other through a single bond, but are not limited thereto.

In Formula 2, R ₂₉ and R ₃₀ are, independently of each other, hydrogen and a C ₁ -C ₃₀ alkyl group; &Lt; / RTI &gt;

For example, in Formula 2, R ₂₉ and R ₃₀ are each independently selected from the group consisting of hydrogen, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec- ; , But is not limited thereto.

As another example, in the above formula (2), R ₂₉ and R ₃₀ may be hydrogen, but are not limited thereto.

In the above formula (2), R ₂₁ to R ₃₀ may be a deuterium-free substituent.

In the present specification, the deuterium-free substituent means that no hydrogen in the substituent is substituted with deuterium.

로 표시되는 모이어티(여기서, * 및 *'은 상기 화학식 2 중 M₂₁과의 결합 사이트임)는 중수소를 포함하지 않을 수 있다.In Formula 2,

(Where * and * are the binding site with M ₂₁ in the above formula (2)) may not contain deuterium.

For example, the organometallic compound-containing composition comprising the first organometallic compound and the second organometallic compound may have a degree of deuteration of 50% or more as represented by the following formula 2, but is not limited thereto:

<Formula 2>

Dehydration rate (%) = n _D2 / (n _H2 + n _D2 ) X 100

In formula 2,

n _H2 represents the sum of the total number of hydrogen atoms contained in the deuterium-containing substituents and the total number of hydrogen atoms contained in the substituents corresponding to the deuterium-containing substituents;

n _D2 represents the total number of deuterium included in the deuterium-containing substituents.

The substituent corresponding to the deuterium-containing substituent group in the following compound 1 'may be a substituent corresponding to the box formed by the dashed line in the following compound 1 " In other words, in the present specification, substituents bonded to carbon at the same position in two compounds differing only by having isotopes are defined as "corresponding" substituents.

For example, if the first organometallic compound comprises two deuterium-containing substituents, n _D2 means the number of all deuterium included in the two deuterium-containing substituents. Also, n _H2 means the number of hydrogen atoms contained in the two deuterium-containing substituents and the sum of the number of hydrogen atoms contained in the substituent corresponding to the two deuterium-containing substituents.

As another example, the deuteration degree may be 70% or more, 90% or more, 95% or more, 96% or more, 97% or more, 98% or more, or 99% or more.

The method for synthesizing the organometallic compound represented by the above formula (1) can be easily recognized by those skilled in the art with reference to the following synthesis examples. The organometallic compound-containing composition may not be obtained by adding at least one of the second organometallic compounds, but may be a result of incomplete deuteration during the synthesis of the organometallic compound represented by the general formula (1).

Accordingly, the organic metal compound represented by Formula 1 or the organic metal compound-containing composition may be suitable for use as an organic layer of an organic light emitting device, for example, as a dopant of a light emitting layer in the organic layer. According to another aspect, A first electrode; A second electrode; And an organic layer interposed between the first electrode and the second electrode, wherein the organic layer includes a light emitting layer, and the organic layer includes the organometallic compound represented by Formula 1, or the organometallic compound-containing composition An organic layer; An organic light-emitting device is provided.

The organic light emitting device may have a high efficiency, a long life and a high color purity by including an organic layer containing the organometallic compound represented by the general formula (1) or the organic metal compound-containing composition as described above.

The organometal compound represented by Formula 1 or the organometal compound-containing composition may be used between a pair of electrodes of an organic light emitting device. For example, the organic metal compound represented by Formula 1 or the organic metal compound-containing predetermined substance may be contained in the light emitting layer. At this time, the organic metal compound serves as a dopant, and the light emitting layer may further include a host. The light emitting layer may emit red light, green light or blue light.

In the present specification, "(organic layer) includes an organometallic compound" means that "(organic layer) contains one kind of organometallic compound belonging to the category of the above formula (1) or two or more different kinds of organic metals Compound "as used herein.

For example, the organic layer may contain only the compound 1 as the organometallic compound. At this time, the compound 1 may exist in the light emitting layer of the organic light emitting device. Alternatively, the organic layer may include the compound 1 and the compound 2 as the organometallic compound. At this time, the compound 1 and the compound 2 are present in the same layer (for example, both the compound 1 and the compound 2 may exist in the light emitting layer).

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

For example, the first electrode may be an anode, the second electrode may be a cathode, and the organic layer may include i) at least one of a hole injecting layer, a hole transporting layer, and an electron blocking layer interposed between the first electrode and the light emitting layer A hole transport region including one; And ii) an electron transporting region interposed between the light emitting layer and the second electrode, the electron transporting region including at least one of a hole blocking layer, an electron transporting layer, and an electron injection layer.

In the present specification, the term "organic layer" refers to a single layer and / or a plurality of layers interposed between the first and second electrodes of the organic light emitting device. The "organic layer" may include not only an organic compound but also an organic metal complex including a metal.

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

A substrate may further be 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 can be used. A glass substrate or a transparent plastic substrate having excellent mechanical strength, thermal stability, transparency, surface smoothness, ease of handling, and waterproofness can be used.

The first electrode 11 can be formed, for example, by providing a first electrode material on the substrate using a deposition method, a sputtering method, or the like. The first electrode 11 may be an anode. The first electrode material 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) and the like can be used. Alternatively, a metal such as magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium- .

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 the present invention is not limited thereto.

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

The organic layer 15 may include a hole transport region; An emission layer; And an electron transport region.

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

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

The hole transporting region may include only a hole injecting layer, or may include only a hole transporting layer. Alternatively, the hole transporting region may have a structure of a hole injecting layer / a hole transporting layer or a hole injecting layer / a hole transporting layer / an electron blocking layer which are sequentially stacked from the first electrode 11.

When the hole transporting region includes a hole injecting layer, the hole injecting layer (HIL) may be formed on the first electrode 11 by various methods such as a vacuum deposition method, a spin coating method, a casting method, an LB method, have.

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 properties of the desired hole injection layer, and the like. For example, 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.

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

The conditions for forming the hole transporting layer and the electron blocking layer refer to conditions for forming the hole injection layer.

TPO, Spiro-NPB, methylated NPB, TAPC, HMTPD, TCTA (4,4 ', 3'- 4,4 ', 4 "-tris (N-carbazolyl) triphenylamine), Pani / DBSA (Polyaniline / Dodecylbenzenesulfonic acid), PEDOT / PSS (Poly (3,4-ethylenedioxythiophene) / Poly (4-styrenesulfonate) / poly (4-styrene sulfonate)), Pani / CSA (Polyaniline / Camphor sulfonicacid: Polyaniline / camphorsulfonic acid), PANI / PSS (polyaniline) / poly (4-styrenesulfonate): polyaniline) / poly (4-styrenesulfonate)), a compound represented by Chemical Formula 201 and a compound represented by Chemical Formula One can include:

&Lt; Formula 201 >

&Lt; EMI ID =

In the above formula (201), Ar ₁₀₁ and Ar ₁₀₂ , independently of each other,

A phenanthrenyl group, a phenanthrenylene group, an anthracenylene group, a fluoranthenylene group, a phenanthrenylene group, a phenanthrenylene group, a phenanthrenylene group, an anthracenylene group, a fluoranthenylene group, an acenaphthylene group, A phenylene group, a phenylene group, a phenanthrene group, a phenanthrene group, a phenanthrene group, a phenanthrene group, a phenanthrene group, a phenanthrene group, And

A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, Or a salt thereof, 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 cycloalkene group, C ₂ -C ₁₀ heterocycloalkyl group, C ₂ -C ₁₀ hetero cycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ aryl come T, C ₇ - C ₆₀ arylalkyl group, C ₁ -C ₆₀ heteroaryl groups, C ₁ -C ₆₀ heteroaryloxy group, C ₁ -C ₆₀ hetero arylthio group, C ₂ -C ₆₀ heteroarylalkyl group, a monovalent non-aromatic condensed polycyclic Group, and a monovalent non-aromatic heterocyclic polycyclic group, each of which is substituted with at least one group selected from the group consisting of a phenylene group, a pentalenylene group, an indenylene group, a naphthylene group, an azulenylene group, a heptarenylene group, an acenaphthylene group, , Alkylenyl group, a phenanthrenyl group, an anthracenyl group, a fluoran-butenyl group, a triphenylmethyl alkylenyl group, a pie alkylenyl group, a hexenyl Cry alkylenyl group, a hexenyl group naphtha, blood hexenyl group, a perylenyl group and a carbonyl penta hexenyl groups; &Lt; / RTI &gt;

In Formula 201, xa and xb may be 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, independently of each other,

A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof , phosphoric acid group or a salt thereof, C ₁ -C ₁₀ alkyl group (e.g., methyl group, ethyl group, propyl group, butyl group, pentyl group, hexyl group, etc.) and C ₁ -C ₁₀ alkoxy group (e.g., methoxy group, Ethoxy group, propoxy group, butoxy group, pentoxy group, etc.);

Wherein the substituent is selected from the group consisting of 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, Or a salt thereof, a C ₁ -C ₁₀ alkyl group and a C ₁ -C ₁₀ alkoxy group;

A phenyl group, a naphthyl group, an anthracenyl group, a fluorenyl group, and a pyrenyl group; And

A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, A phenyl group, a naphthyl group, an anthracenyl group, a fluorenyl group and a pyrenyl group which are substituted with at least one of a C ₁ -C ₁₀ alkyl group and a C ₁ -C ₁₀ alkoxy group; , But is not limited thereto.

In the above formula (201), R &lt; ₁₀₉ &

A phenyl group, a naphthyl group, an anthracenyl group, and a pyridinyl group; And

A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, A naphthyl group, an anthracenyl group and a pyridinyl group substituted with at least one of 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; &Lt; / RTI &gt;

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

&Lt; Formula 201A >

In the above formula (201A), R ₁₀₁ , R ₁₁₁ , R ₁₁₂ and R ₁₀₉ are described in detail above.

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

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

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

The charge-producing material may be, for example, a p-dopant. The p-dopant may be one of a quinone derivative, a metal oxide, and a cyano group-containing compound, but is not limited thereto. For example, non-limiting examples of the p-dopant include tetracyanoquinodimethane (TCNQ) and 2,3,5,6-tetrafluoro-tetracano-1,4-benzoquinone di 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 compounds HT-D1 and HT-D2, but are not limited thereto.

<Compound HT-D1> <F4-TCNQ> <Compound HT-D2>

The hole transporting region may further include a buffer layer.

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

A light emitting layer (EML) may be formed on the hole transporting region by a method such as a vacuum evaporation method, a spin coating method, a casting method, or an LB method. In the case of forming the light emitting layer by the vacuum deposition method and the spin coating method, the deposition conditions and the coating conditions vary depending on the compound used, but generally, the conditions can be selected from substantially the same range as the formation of the hole injection layer.

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

The host may comprise at least one of the following CBP, CDBP, TCP and mCP:

When the organic light emitting device is a full color organic light emitting device, the light emitting layer may be patterned as 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 to emit white light.

The light emitting layer may include an organometallic compound represented by Formula 1 as a dopant.

When the light emitting layer includes a host and a dopant, the dopant may be selected from the range of about 0.01 to about 20 parts by weight based on 100 parts by weight of the host, but is not limited thereto.

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

Next, an electron transporting region is disposed above the light emitting layer.

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

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

The forming conditions of the hole blocking layer, the electron transporting layer and the electron injecting layer in the electron transporting region refer to the forming conditions of the hole injecting layer.

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

The thickness of the hole blocking layer may be 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 above-described range, excellent hole blocking characteristics can be obtained without increasing the driving voltage substantially.

The electron transport layer may further include at least one of the BCP, Bphen and to Alq _3, Balq, TAZ and NTAZ.

Alternatively, the electron transporting layer may include at least one of the following compounds ET1 to ET19, but is not limited thereto.

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

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

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

The electron transport region may also include an electron injection layer (EIL) that facilitates the 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 thickness of the electron injection layer may be from about 1 A to about 100 A, and from about 3 A to about 90 A. When the thickness of the electron injection layer satisfies the above-described range, satisfactory electron injection characteristics can be obtained without substantially increasing the driving voltage.

A second electrode 19 is formed on 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 having a relatively low work function, or a combination thereof may be used. Specific examples thereof include lithium (Li), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium- And may be used as a material for forming the second electrode 19. Alternatively, the transmissive second electrode 19 can be formed using ITO or IZO to obtain a front light emitting element.

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

In the present specification, the C ₁ -C ₃₀ alkyl group means a linear or branched aliphatic hydrocarbon monovalent group having 1 to 30 carbon atoms. Specific examples thereof include methyl, ethyl, propyl, isobutyl, sec-butyl , a tert-butyl group, a pentyl group, an iso-amyl group, a hexyl group and the like.

In the present specification, the C ₃ -C ₃₀ branched alkyl group means a branched aliphatic hydrocarbon monovalent group having 3 to 30 carbon atoms, and is a remaining C ₃ -C ₃₀ alkyl group excluding linear alkyl groups such as n-propyl group and the like. Examples of C ₃ -C ₃₀ branched alkyl groups include iso-propyl, tert-butyl and the like.

In the present specification, the C ₁ -C ₃₀ alkoxy group means a monovalent group having the formula: -OA ₁₀₁ (wherein A ₁₀₁ is the above C ₁ -C ₃₀ alkyl group), and specific examples thereof include a methoxy group, Isopropyloxy group and the like.

In the present specification, the C ₂ -C ₃₀ alkenyl group has a structure containing at least one carbon double bond at the middle or end of the C ₂ -C ₃₀ alkyl group, and specific examples thereof include an ethenyl group, a propenyl group, and a butenyl group do.

In the present specification, the C ₂ -C ₃₀ alkynyl group has a structure containing at least one carbon triple bond at the middle or end of the C ₂ -C ₃₀ alkyl group, and specific examples thereof include ethynyl, propynyl, , And the like.

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

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

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

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

The C ₆ -C ₃₀ aryl group in the present specification means a monovalent group having a carbocyclic aromatic system having 6 to 30 carbon atoms. Specific examples of the C ₆ -C ₃₀ aryl group include a phenyl group, a naphthyl group, an anthracenyl group, a phenanthrenyl group, a pyrenyl group, a klycenyl group and the like. When the C ₆ -C ₆₀ aryl group contains two or more rings, the 2 or more rings may be fused to each other.

As used herein, a C ₁ -C ₃₀ heteroaryl group means a monovalent group containing at least one heteroatom selected from N, O, P and S as a ring-forming atom and having a carbocyclic aromatic system having from 1 to 30 carbon atoms do. Specific examples of the C ₁ -C ₃₀ 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 contains two or more rings, two or more rings may be fused together.

In the present specification, the C ₆ -C ₃₀ aryloxy group means a monovalent group having the formula of -OA ₁₀₂ (wherein A ₁₀₂ is the above C ₆ -C ₃₀ aryl group), and specific examples thereof include phenoxy group and the like do. The C ₆ -C ₃₀ arylthio group in the present specification means a monovalent group having the formula of -SA ₁₀₃ (wherein A ₁₀₃ is the above C ₆ -C ₃₀ aryl group), and specific examples thereof include phenylthio group and the like . In the present specification, the C ₇ -C ₃₀ arylalkyl group is a monovalent group having the formula: -A ₁₀₄ A ₁₀₅ (wherein A ₁₀₄ is a C ₆ -C ₃₀ aryl group and A ₁₀₅ is a C ₁ -C ₃₀ alkyl group) it means.

The C ₁ -C ₃₀ heteroaryloxy group in this specification means a monovalent group having the formula -OA ₁₀₆ , wherein A ₁₀₆ is a C ₁ -C ₃₀ heteroaryl group. In this specification, the C ₁ -C ₃₀ heteroarylthio group means a monovalent group having the formula -SA ₁₀₇ wherein A ₁₀₇ is a C ₁ -C ₃₀ heteroaryl group. In the present specification, the C ₂ -C ₃₀ heteroarylalkyl group is a monovalent group having the formula: -A ₁₀₈ A ₁₀₉ (wherein A ₁₀₈ is a C ₁ -C ₃₀ heteroaryl group and A ₁₀₉ is a C ₁ -C ₃₀ alkyl group) Group.

In the present specification, a monovalent non-aromatic condensed polycyclic group is a monovalent aromatic condensed polycyclic group in which two or more rings are condensed with each other and contain only carbon as a ring-forming atom and the whole molecule is non-aromatic. &Lt; / RTI &gt; Examples of the monovalent non-aromatic condensed polycyclic group include fluorenyl and the like.

In the present specification, a monovalent non-aromatic condensed heteropolycyclic group is a monovalent aromatic condensed heteropolycyclic group in which two or more rings are condensed with each other and contain heteroatoms selected from N, O, P and S in addition to carbon as a ring- , And mono-valent groups in which the whole molecule has non-aromacity. The monovalent non-aromatic heterocyclic polycyclic group includes carbazolyl and the like.

In the present specification, a C ₁ -C ₃₀ alkylsilyl group refers to -Si (A ₁₀₂ ) (A ₁₀₃ ) (A ₁₀₄ ) (wherein A ₁₀₂ to A ₁₀₄ are independently of each other C ₁ -C ₃₀ alkyl).

In the present specification, the substituted C ₁ -C ₃₀ alkyl group, the substituted C ₃ -C ₃₀ branched alkyl group, the substituted C ₂ -C ₃₀ alkenyl group, the substituted C ₂ -C ₃₀ alkynyl group, the substituted C ₁ -C ₃₀ alkoxy group, a substituted C ₃ -C ₁₀ cycloalkyl, substituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted C ₃ -C ₁₀ cycloalkenyl group, a substituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted C ₆ -C ₃₀ aryl, substituted C ₆ -C ₃₀ aryloxy group, a substituted C ₆ -C ₃₀ arylthio group, a substituted C ₇ -C ₃₀ arylalkyl group, a substituted C ₁ -C ₃₀ heteroaryl group, , A substituted C ₁ -C ₃₀ heteroaryloxy group, a substituted C ₁ -C ₃₀ heteroarylthio group, a substituted C ₁ -C ₃₀ heteroarylalkyl group, a substituted monovalent non-aromatic condensed polycyclic group, a substituted 1 At least one substituent of the non-aromatic heterocyclic polycyclic group and the substituted C ₁ -C ₃₀ alkylsilyl group,

A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, Or a salt thereof, a C ₁ -C ₃₀ alkyl group, a C ₂ -C ₃₀ alkenyl group, a C ₂ -C ₃₀ alkynyl group and a C ₁ -C ₃₀ alkoxy group;

A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, or a salt thereof, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₃₀ aryl group, C ₆ -C ₃₀ aryloxy, C ₆ -C ₃₀ arylthio, C ₇ -C ₃₀ arylalkyl group, C ₁ -C ₃₀ heteroaryl groups, C ₁ -C ₃₀ heteroaryloxy group, C ₁ -C ₃₀ heteroaryl, thio, C ₂ -C ₃₀ heteroarylalkyl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic condensed polycyclic _{group, -N (Q 11) (Q} 12), -Si (Q 13) (Q ₁₄₎ (Q ₁₅₎ and _{-B (Q 16) (Q 17} ) of the at least one substituted, C ₁ -C ₆₀ alkyl, C ₂ -C ₃₀ alkenyl, C ₂ -C ₃₀ alkynyl groups and C ₁ -C ₃₀ alkoxy group;

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 ₃₀ aryl group, a C ₆ -C ₃₀ aryl aryloxy, C ₆ -C ₃₀ arylthio, C ₇ -C ₃₀ arylalkyl group, C ₁ -C ₃₀ heteroaryl groups, C ₁ -C ₃₀ heteroaryloxy group, C ₁ -C ₃₀ heteroaryl come T, C ₂ -C ₃₀ heteroarylalkyl group, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic group, fused polycyclic;

A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, Or a salt thereof, a C ₁ -C ₃₀ alkyl group, a C ₂ -C ₃₀ alkenyl group, a C ₂ -C ₃₀ alkynyl group and a C ₁ -C ₃₀ alkoxy group, a C ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocyclo alkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₃₀ aryl group, C ₆ -C ₃₀ aryloxy, C ₆ -C ₃₀ arylthio, C ₇ - C ₃₀ arylalkyl group, C ₁ -C ₃₀ heteroaryl groups, C ₁ -C ₃₀ heteroaryloxy group, C ₁ -C ₃₀ hetero arylthio group, C ₂ -C ₃₀ heteroarylalkyl group, a monovalent non-aromatic condensed polycyclic at least one aromatic fused polycyclic heterocyclic _{group, -N (Q 21) (Q} 22), -Si (Q 23) (Q 24) (Q 25) and _{-B (Q 26) (Q 27} ) - group, a monovalent non- A C ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkane Group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₃₀ aryl group, C ₆ -C ₃₀ aryloxy, C ₆ -C ₃₀ aryl come T, C ₁ -C ₃₀ heteroaryl group, a monovalent non- Aromatic condensed polycyclic groups and monovalent non-aromatic heterocyclic polycyclic groups; And

_{-N (Q 31) (Q 32} ), -Si (Q 33) (Q 34) (Q 35) and _{-B (Q 36) (Q 37} ); &Lt; / RTI &gt;

In the present specification, Q ₁₁ to Q ₁₇ and Q ₃₁ to Q ₃₇ independently represent hydrogen, a C ₁ -C ₃₀ alkyl group, a C ₂ -C ₃₀ alkenyl group, a C ₂ -C ₃₀ alkynyl group, a C ₁ -C ₃₀ alkoxy 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 ₃₀ aryl group, a C ₆ -C ₁₀ cycloalkyl group, Import ₃₀ aryloxy, C ₆ -C ₃₀ arylthio, C ₇ -C ₃₀ arylalkyl group, C ₁ -C ₃₀ heteroaryl groups, C ₁ -C ₃₀ heteroaryloxy group, C ₁ -C ₃₀ heteroaryl T , A C ₂ -C ₃₀ heteroarylalkyl group, a monovalent non-aromatic condensed polycyclic group, and a monovalent non-aromatic heterocyclic polycyclic group.

For example, the substituted C ₁ -C ₆₀ alkylene group, the substituted C ₂ -C ₃₀ alkenylene group, the substituted C ₂ -C ₃₀ alkynylene group, the substituted C ₃ -C ₁₀ cycloalkylene group, the substituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted C ₃ -C ₁₀ cycloalkenyl group, a substituted C ₁ -C ₁₀ heterocycloalkyl alkenylene group, substituted C ₆ -C ₃₀ aryl group, a substituted C ₁ - C ₃₀ heteroaryl group, a substituted divalent non-aromatic condensed polycyclic group, a substituted bivalent non-condensed polycyclic aromatic heterocyclic group, a substituted C ₁ -C ₃₀ alkyl group, a substituted C ₂ -C ₃₀ alkenyl group, a substituted A C ₂ -C ₃₀ alkynyl group, a 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 heterocycloalkene group, a substituted C ₆ -C ₃₀ aryl, substituted C ₆ -C ₃₀ aryloxy group, a substituted C ₆ -C ₃₀ arylthio group, a substituted C ₆ -C ₃₀ aryloxy group, a substituted C ₆ - C ₃₀ arylthio group, a substituted C ₇ -C ₃₀ aryl A substituted C ₁ -C ₃₀ heteroaryl group, a substituted C ₁ -C ₃₀ heteroaryloxy group, a substituted C ₁ -C ₃₀ heteroarylthio group, a substituted C ₂ -C ₃₀ heteroarylalkyl group, a substituted C ₁ -C ₃₀ heteroaryloxy group, The at least one substituent of the monovalent non-aromatic condensed polycyclic group and the substituted monovalent non-aromatic heterocyclic polycyclic group is,

A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, Or a salt thereof, a C ₁ -C ₃₀ alkyl group, a C ₂ -C ₃₀ alkenyl group, a C ₂ -C ₃₀ alkynyl group and a C ₁ -C ₃₀ alkoxy group;

A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, or a salt thereof, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₃₀ aryl group, C ₆ -C ₃₀ aryloxy, C ₆ -C ₃₀ arylthio, C ₇ -C ₃₀ arylalkyl group, C ₁ -C ₃₀ heteroaryl groups, C ₁ -C ₃₀ heteroaryloxy group, C ₁ -C ₃₀ heteroaryl, thio, C ₂ -C ₃₀ heteroarylalkyl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic condensed polycyclic _{group, -N (Q 11) (Q} 12), -Si (Q 13) (Q ₁₄ ) a C ₁ -C ₃₀ alkyl group, a C ₂ -C ₃₀ alkenyl group, a C ₂ -C ₃₀ alkynyl group and a C ₁ -C ₃ alkenyl group substituted with at least one of (Q ₁₅ ) and -B (Q ₁₆ ) (Q ₁₇ ) ₃₀ alkoxy group;

A cyclopentenyl group, a cycloheptenyl group, a cycloheptenyl group, a phenyl group, a naphthyl group, an anthracenyl group, a pyrenyl group, a phenanthrenyl group, a fluorenyl group, a cyclopentenyl group, a cycloheptenyl group, A carbamoyl group, a carbazolyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a pyridinyl group, a pyrimidinyl group, a pyrazinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, Phenanthrenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthyl, fluorenyl, and spearyl groups substituted with at least one of a quinolinyl group, a quinoxalinyl group, A phenanthrenyl group, a phenanthrenyl group, an anthracenyl group, a fluorantrenyl group, a triphenylenyl group, a pyrenyl group, a klychenyl group, a naphthacenyl group, a picenyl group, a perylenyl group, , Hexacenyl group, pyrrolyl group, imidazole A pyridazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group A phenanthridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzoxazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, A thiazolyl group, a tetrazolyl group, an oxadiazole group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, A thiazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyrimidinyl group and an imidazopyridinyl group;

A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, Or a salt thereof, a C ₁ -C ₃₀ alkyl group, a C ₂ -C ₃₀ alkenyl group, a C ₂ -C ₃₀ alkynyl group and a C ₁ -C ₃₀ alkoxy group, a C ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocyclo alkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₃₀ aryl group, C ₆ -C ₃₀ aryloxy, C ₆ -C ₃₀ arylthio, C ₇ - C ₃₀ arylalkyl group, C ₁ -C ₃₀ heteroaryl groups, C ₁ -C ₃₀ heteroaryloxy group, C ₁ -C ₃₀ hetero arylthio group, C ₂ -C ₃₀ heteroarylalkyl group, a monovalent non-aromatic condensed polycyclic at least one aromatic fused polycyclic heterocyclic _{group, -N (Q 21) (Q} 22), -Si (Q 23) (Q 24) (Q 25) and _{-B (Q 26) (Q 27} ) - group, a monovalent non- A cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, a cyclopentyl group, a cyclopentyl group, Anthracenyl group, pyrenyl group, phenanthrenyl group, fluorenyl group, carbazolyl group, benzocarbazolyl group, dibenzocarbazolyl group, pyridinyl group, benzylphenyl group, A phenyl group substituted with at least one of a pyrimidinyl group, a pyrazinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a phthalazinyl group, a quinoxalinyl group, a cinolinyl group and a quinazolinyl group , A phenanthrenyl group, an indenyl group, a naphthyl group, an azulenyl group, an heptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenyl group, a spioro-fluorenyl group, a phenalenyl group, a phenanthrenyl group, A thiophene group, a pyranyl group, a pyranyl group, a pyrazolyl group, a pyridyl group, a pyranyl group, a pyranyl group, a pyranyl group, a pyranyl group, A pyrrolyl group, a pyrimidinyl group, a pyridazinyl group, An isoindolyl group, an indolyl group, an indazolyl group, a fluorenyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, A carbamoyl group, a carbazolyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzoxazolyl group, a benzoimidazolyl group, a furanyl group, a benzofuranyl group, a thiophenyl group, a benzothiophenyl group, An oxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a benzothiazolyl group, A dibenzocarbazolyl group, an imidazopyrimidinyl group, and an imidazopyridinyl group; And

_{-N (Q 31) (Q 32} ), -Si (Q 33) (Q 34) (Q 35) and _{-B (Q 36) (Q 37} ); ;

Q ₁₁ to Q ₁₇ and Q ₃₁ to Q ₃₇ independently represent hydrogen, a C ₁ -C ₃₀ alkyl group, a C ₂ -C ₃₀ alkenyl group, a C ₂ -C ₃₀ alkynyl group, a C ₁ -C ₃₀ alkoxy group, a cyclo Cycloheptenyl group, cycloheptenyl group, phenyl group, naphthyl group, anthracenyl group, pyrenyl group, phenanthrenyl group, fluorenyl group, cycloheptenyl group, A thiazolyl group, a quinolinyl group, an isoquinolinyl group, a phthalazinyl group, a quinolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, A phenanthrenyl group, an indenyl group, a naphthyl group, an azulenyl group, an heptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenyl group, a spirocyl group which is substituted with at least one of a pyridyl group, a pyrimidinyl group, A fluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluorantrenyl group, A pyridyl group, a pyridinyl group, a pyridinyl group, a pyridazinyl group, a pyridazinyl group, a pyranyl group, a pyranyl group, a pyranyl group, A pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, A phenanthrolinyl group, a phenanthrolinyl group, a benzoxazolyl group, a benzoimidazolyl group, a furanyl group, a benzofuranyl group, a thiophenyl group, a benzoyl group, a benzothiophenyl group, Thiazolyl, thiazolyl, isothiazolyl, benzothiazolyl, isoxazolyl, oxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzofuranyl, A thiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, An imidazopyrimidinyl group, and an imidazopyridinyl group, but the present invention is not limited thereto.

Hereinafter, compounds and organic light emitting devices according to one embodiment of the present invention will be described in more detail with reference to Synthesis Examples and Examples, but the present invention is not limited to the following Synthesis Examples and Examples. In the following Synthesis Examples, the amounts of 'B' and 'A' used in the expression "B" was used in place of "A" were the same on the molar equivalent basis.

[Example] Synthesis Example 1: Synthesis of compound BD037

[Reaction Scheme 1]

(1) Synthesis of intermediate 37C

To the 1 L reaction vessel was added 37A (34.70 mmol), B (41.64 mmol), K ₂ CO ₃ (173.51 mmol), CuI (1.74 mmol), 1,10- phenanthroline (3.47 mmol) and DMF And refluxed under a nitrogen atmosphere for 12 hours. After completion of the reaction, the reaction mixture was cooled to room temperature, and dichloromethane and distilled water were added thereto to separate an organic layer. The separated organic layer was washed twice with distilled water, dried over MgSO _4, and then the solvent was removed. The crude product was purified by silica gel column chromatography (eluent: ethyl acetate and n-hexane) to give intermediate 37C (26.37 mmol). The obtained intermediate 37C was confirmed by LC-MS.

LC-MS (m / z): 232.47 [M + 1] &lt;

(2) Synthesis of intermediate 37D

The reaction vessel was charged with 37C (26.37 mmol) and tetrahydrofuran and then cooled to -78 DEG C under a nitrogen atmosphere. At this temperature, n-BuLi (2.5 M in n-hexane, 27.69 mmo) was slowly added and stirred. After stirring for 1 hour, Br ₂ (52.74 mmol) was slowly added at this temperature. After 30 minutes, the cooler was removed, the temperature was raised, and the mixture was stirred at room temperature for 6 hours. After completion of the reaction, dichloromethane and distilled water were injected to separate the organic layer. The separated organic layer was washed twice with distilled water and dried with MgSO ₄ and the solvent removed. The crude product was purified by silica gel column chromatography (eluent: ethyl acetate and n-hexane) to give intermediate 37D (18.72 mmol). The obtained intermediate 37D was confirmed by LC-MS.

LC-MS (m / z): 310.18 [M + 1] &lt;

(3) Synthesis of intermediate LM037

A reaction vessel 37D (18.72 mmol), 1E ( 28.08 mmol), Pd (PPh 3) 4 (1.87 mmol), K 2 CO 3 (210.63 mmol) and THF: deionized water (= 2: 1) was added, and then nitrogen Under reflux for 12 hours. After completion of the reaction, the reaction mixture was cooled to room temperature, and dichloromethane and distilled water were added thereto to separate an organic layer. The separated organic layer was washed twice with distilled water and dried with MgSO ₄ and the solvent removed. The crude product was purified by silica gel column chromatography (eluent: ethyl acetate and n-hexane) to give intermediate LM037 (16.47 mmol). The obtained intermediate LM037 was confirmed by LC-MS.

LC-MS (m / z): 332.58 [M + 1] &lt;

(4) Synthesis of compound BD037

Ir (acac) ₃ (3.29 mmol), LM037 (16.47 mmol) and glycerol were added to the reaction vessel and refluxed under a nitrogen atmosphere for 12 hours. After completion of the reaction, the reaction mixture was cooled to room temperature, and dichloromethane and distilled water were added thereto to separate an organic layer. The separated organic layer was washed twice with distilled water, dried over MgSO ₄ , and the solvent was removed. The crude product was purified by silica gel column chromatography (eluent: dichloromethane and n-hexane) to give compound BD037 (0.49 mmol). The obtained compound BD037 was identified by MALDI-TOF.

MALDI-TOF (m / z): 1183.57 [M] &lt; + &

Synthesis Example 2: Synthesis of compound BD040

Compound BD040 was synthesized in the same manner as in [Reaction Scheme 1], except that 40A of the following intermediate structure was used instead of 37A in the synthesis of BD037 of the above Reaction Scheme 1. The resulting compound BD040 was identified by MALDI-TOF.

MALDI-TOF (m / z): 1207.66 [M] &lt; + &gt;

Synthesis Example 3: Synthesis of compound BD044

The [Reaction 1], except that the compound BD037 the synthesis, 37A and 1E instead of 44A and 2E of the intermediate structural formulas were used each, in using the same procedure as described in the [Reaction 1] was synthesized compound BD044 . The obtained compound BD044 was identified by MALDI-TOF.

MALDI-TOF (m / z): 1216.71 [M] &lt; + &gt;

Synthesis Example 4: Synthesis of compound BD045

Compound BD045 was synthesized in the same manner as in [Reaction Scheme 1], except that 45A and 2E of the following intermediate structures were used instead of 37A and 1E in the synthesis of compound BD037 of the above Reaction Scheme 1 . The obtained compound BD045 was confirmed by MALDI-TOF.

MALDI-TOF (m / z): 1243.88 [M] &lt; + &gt;

Synthesis Example 5: Synthesis of compound BD047

The [Reaction 1], except that the compound BD037 45A, and 3E below intermediate structural formula instead, 37A and 1E in the synthesis were used each, in using the same procedure as described in the [Reaction 1] was synthesized from compound BD047 . The obtained compound BD047 was confirmed by MALDI-TOF.

MALDI-TOF (m / z): 1292.05 [M] &lt; + &gt;

Synthesis Example 6: Synthesis of compound BD049

Compound BD049 was synthesized by using the same method as in Reaction Scheme 1, except that 45A and 4E of the following intermediate structures were used instead of 37A and 1E in the synthesis of compound BD037 of the above Reaction Scheme 1 . The obtained compound BD049 was confirmed by MALDI-TOF.

MALDI-TOF (m / z): 1436.22 [M] &lt; + &

Synthesis Example 7: Synthesis of compound BD064

Compound BD064 was synthesized in the same manner as in [Reaction Scheme 1], except that 64A and 2E of the following intermediate structures were used instead of 37A and 1E in the synthesis of compound BD037 of the above-mentioned Reaction Scheme 1 . The obtained compound BD064 was confirmed by MALDI-TOF.

MALDI-TOF (m / z): 1446.28 [M] &lt; + &

Synthesis Example 8: Synthesis of compound BD079

Compound BD079 was synthesized by using the same method as in Reaction Scheme 1, except that 79A and 2E of the following intermediate structures were used instead of 37A and 1E in the synthesis of compound BD037 of the above Reaction Scheme 1 . The obtained compound BD079 was confirmed by MALDI-TOF.

MALDI-TOF (m / z): 1292.01 [M] &lt; + &

Synthesis Example 9: Synthesis of compound BD079

Compound BD098 was synthesized in the same manner as in [Reaction Scheme 1], except that 98A and 2E of the following intermediate structures were used instead of 37A and 1E in the synthesis of compound BD037 of the above Reaction Scheme 1 . The obtained compound BD098 was confirmed by MALDI-TOF.

MALDI-TOF (m / z): 1484.26 [M] &lt; + &

Synthesis Example 10: Synthesis of compound BD113

Compound BD113 was synthesized in the same manner as in [Reaction Scheme 1], except that 113A and 2E of the following intermediate structures were used instead of 37A and 1E in the synthesis of compound BD037 of the above Reaction Scheme 1 . The obtained compound BD113 was confirmed by MALDI-TOF.

MALDI-TOF (m / z): 1291.82 [M] &lt; + &

Synthesis Example 11: Synthesis of compound BD132

Compound BD132 was synthesized in the same manner as in [Reaction Scheme 1], except that 132A and 2E of the following intermediate structures were used instead of 37A and 1E in the synthesis of compound BD037 of the above-mentioned Reaction Scheme 1 . The obtained compound BD132 was confirmed by MALDI-TOF.

MALDI-TOF (m / z): 1484.11 [M] &lt; + &

Synthesis Example 12: Synthesis of compound BD151

Compound BD151 was synthesized in the same manner as in [Reaction Scheme 1] except that 151A and 2E of the following intermediate structures were used instead of 37A and 1E in the synthesis of compound BD037 of the above Reaction Scheme 1 . The obtained compound BD151 was confirmed by MALDI-TOF.

MALDI-TOF (m / z): 1291.61 [M] &lt; + &

Synthesis Example 13: Synthesis of compound BD180

Compound BD180 was synthesized in the same manner as in Reaction Scheme 1, except that 180A and 2E of the following intermediate structures were used instead of 37A and 1E in the synthesis of compound BD037 of the above Reaction Scheme 1 . The obtained compound BD180 was confirmed by MALDI-TOF.

MALDI-TOF (m / z): 1484.05 [M] &lt; + &gt;

Synthesis Example 14: Synthesis of compound BD201

Compound BD201 was synthesized in the same manner as in [Reaction Scheme 1] except that 201A and 2E of the following intermediate structures were used instead of 37A and 1E in the synthesis of compound BD037 of the above Reaction Scheme 1 . The obtained compound BD201 was confirmed by MALDI-TOF.

MALDI-TOF (m / z): 1291.65 [M] &lt; + &gt;

Synthesis Example 15: Synthesis of compound BD233

Compound BD233 was synthesized in the same manner as in [Reaction Scheme 1], except that 233A and 2E of the following intermediate structures were used instead of 37A and 1E in the synthesis of compound BD037 of the above-mentioned Reaction Scheme 1 . The obtained compound BD233 was confirmed by MALDI-TOF.

MALDI-TOF (m / z): 1484.05 [M] &lt; + &gt;

Synthesis Example 16: Synthesis of compound BD248

Compound BD248 was synthesized using the same method as in Reaction Scheme 1, except that 248A and 2E of the following intermediate structures were used instead of 37A and 1E in the synthesis of compound BD037 of the above Reaction Scheme 1 . The compound BD248 thus obtained was confirmed by MALDI-TOF.

MALDI-TOF (m / z): 1519.95 [M] &lt; + &

Synthesis Example 17: Synthesis of compound BD255

Compound BD255 was synthesized in the same manner as in [Reaction Scheme 1], except that 255A and 2E of the following intermediate structures were used instead of 37A and 1E in the synthesis of compound BD037 of the above Reaction Scheme 1 . The obtained compound BD255 was confirmed by MALDI-TOF.

MALDI-TOF (m / z): 1519.93 [M] &lt; + &gt;

[Intermediate structure]

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

HOMO, LUMO, T1 energy levels of compounds BD037, BD040, BD044, BD045, BD047, BD049, BD064, BD079, BD098, BD113, BD132, BD151, BD180, BD201, BD233, BD248, BD255 and A according to the method of Table 7 And? _Max were evaluated, and the results are shown in Table 8.

HOMO energy level evaluation method Cyclic voltammetry (CV) (electrolyte: 0.1 M Bu ₄ NClO ₄ / solvent: CH ₂ Cl ₂ / electrode: three electrode system (working electrode: GC, reference electrode: Ag / AgCl, After obtaining a graph of the potential (V) -current (A) of each compound, the HOMO energy level of each compound was calculated from the reduction onset of the graph LUMO energy level evaluation method Each compound was diluted with CHCl ₃ to a concentration of 1 x 10 ^-5 M and the UV absorption spectrum was measured at room temperature using a Shimadzu UV-350 Spectrometer. The edge of the absorption spectrum LUMO energy level is calculated using the optical band gap (Eg) T1 energy level and λ _max evaluation method CH ₂ Cl ₂ at a concentration of 10 mM and PL (Photoluminecscence) spectra were measured at room temperature using an ISC PC1 Spectrofluorometer equipped with a Xenon lamp. Measured? _max was converted to eV.

compound HOMO (eV) LUMO (eV) T1 (eV) ? _max (nm) A -5.35 -2.43 2.68 461 BD037 -5.32 -2.41 2.68 461 BD040 -5.32 -2.41 2.68 461 BD044 -5.32 -2.41 2.68 461 BD045 -5.32 -2.41 2.68 461 BD047 -5.21 -2.24 2.72 456 BD049 -5.23 -2.25 2.72 456 BD064 -5.31 -2.41 2.68 461 BD079 -5.32 -2.40 2.68 461 BD098 -5.32 -2.40 2.68 461 BD113 -5.29 -2.38 2.68 461 BD132 -5.29 -2.38 2.68 461 BD151 -5.29 -2.44 2.67 463 BD180 -5.29 -2.43 2.68 462 BD201 -5.30 -2.36 2.67 463 BD233 -5.31 -2.37 2.68 462 BD248 -5.26 -2.18 2.68 461 BD255 -5.28 -2.22 2.68 461

The compounds BD037, BD040, BD044, BD045, BD047, BD049, BD064, BD079, BD098, BD113, BD132, BD151, BD180, BD201, BD233, BD248 and BD255 are suitable for use as materials for organic light emitting devices It can be confirmed that it has electrical characteristics.

Evaluation Example 2: Thin film purity analysis

The thin films were prepared by subjecting the compounds BD037, BD040, BD044, BD045, BD047, BD049, BD064, BD079, BD098, BD113, BD132, BD151, BD180, BD201, BD233, BD248, The purity of the compounds before vacuum deposition and after vacuum deposition were analyzed by HPLC (High Pressure Liguid Chromatography), respectively, and the results are shown in Table 9 below.

compound Before vacuum deposition (%) After vacuum deposition (%) Purity change before and after (%) BD037 98.57 97.70 -0.87 BD040 98.45 97.65 -0.80 BD044 99.05 98.36 -0.69 BD045 99.53 98.91 -0.62 BD047 99.28 98.06 -1.22 BD049 99.51 98.53 -0.98 BD064 99.68 99.50 -0.18 BD079 99.42 98.71 -0.71 BD098 99.35 99.01 -0.34 BD113 99.23 98.64 -0.59 BD132 99.42 99.06 -0.36 BD151 99.75 99.04 -0.71 BD180 99.88 99.47 -0.41 BD201 99.70 99.05 -0.65 BD233 99.73 99.35 -0.38 BD248 99.35 98.66 -0.69 BD255 99.43 98.87 -0.56 A 99.57 95.75 - 3.82

The purity before and after the vacuum evaporation was higher than that of the compound A, and the purity of the compound A was higher than that of the compound A. The purity of the compounds A and B was higher than that of the compound A, And the decrease was low. From the above Table 9, it can be confirmed that the organometallic compound represented by Formula 1 has excellent thermal stability by being substituted with deuterium.

Example 1

A glass substrate on which an ITO (Indium Tin Oxide) electrode (first electrode, anode) having a thickness of 1500 Å was formed was placed in distilled water and washed with ultrasonic waves. Subsequently, the substrate was washed with isopropyl alcohol, acetone, and methanol while ultrasonic waves were applied. The substrate was dried and transferred to a plasma cleaner. Then, the substrate was cleaned using oxygen plasma for 5 minutes, and the substrate was transferred to a vacuum deposition machine .

Compound HT3 was vacuum deposited on the ITO electrode of the glass substrate to form a first hole injection layer having a thickness of 3500 Å and a compound HT-D1 was vacuum deposited on the first hole injection layer to form a 300 Å thick second hole injection layer And TAPC was vacuum deposited on the second hole injection layer to form a 100 Å thick electron blocking layer to form a hole transporting region.

MCP (host) and compound BD037 (dopant, 7 wt%) were co-deposited on the hole transporting region to form a 300 Å thick light emitting layer.

The compound ET3 was vacuum deposited on the light emitting layer to form an electron transporting layer having a thickness of 250 A, and then an electron transporting layer was formed by depositing ET-D1 on the electron transporting layer to form an electron injecting layer having a thickness of 5 ANGSTROM.

And an Al second electrode (cathode) having a thickness of 1000 Å was formed on the electron transporting region to manufacture an organic light emitting device.

Example 2

An organic light emitting device was fabricated in the same manner as in Example 1 except that compound BD040 was used instead of compound BD037 as a dopant in forming the light emitting layer.

Example 3

An organic light emitting device was fabricated in the same manner as in Example 1, except that Compound BD044 was used instead of Compound BD037 as a dopant in the formation of the light emitting layer.

Example 4

An organic light emitting device was fabricated in the same manner as in Example 1, except that Compound BD045 was used instead of Compound BD037 as a dopant in the formation of the light emitting layer.

Example 5

An organic light emitting device was fabricated in the same manner as in Example 1 except that compound BD047 was used instead of compound BD037 as a dopant in forming the light emitting layer.

Example 6

An organic light emitting device was fabricated in the same manner as in Example 1 except that compound BD049 was used instead of compound BD037 as a dopant in the formation of the light emitting layer.

Example 7

An organic light emitting device was fabricated in the same manner as in Example 1 except that the compound BD064 was used instead of the compound BD037 as a dopant in the formation of the light emitting layer.

Example 8

An organic luminescent device was fabricated using the same method as in Example 1 except that compound BD079 was used instead of compound BD037 as a dopant in forming the light emitting layer.

Example 9

An organic light emitting device was fabricated in the same manner as in Example 1 except that compound BD098 was used instead of compound BD037 as a dopant in forming the light emitting layer.

Example 10

An organic light emitting device was fabricated in the same manner as in Example 1 except that a compound BD113 was used instead of the compound BD037 as a dopant in forming the light emitting layer.

Example 11

An organic light emitting device was fabricated in the same manner as in Example 1 except that a compound BD132 was used instead of the compound BD037 as a dopant in the formation of the light emitting layer.

Example 12

An organic light emitting device was fabricated using the same method as in Example 1 except that compound BD151 was used instead of compound BD037 as a dopant in forming the light emitting layer.

Example 13

An organic light emitting device was fabricated using the same method as in Example 1, except that compound BD180 was used instead of compound BD037 as a dopant in forming the light emitting layer.

Example 14

An organic light emitting device was fabricated in the same manner as in Example 1, except that Compound BD201 was used instead of Compound BD037 as a dopant in forming the light emitting layer.

Example 15

An organic light emitting device was fabricated in the same manner as in Example 1 except that a compound BD233 was used instead of the compound BD037 as a dopant in forming the light emitting layer.

Example 16

An organic light emitting device was fabricated in the same manner as in Example 1, except that a compound BD248 was used instead of the compound BD037 as a dopant in forming the light emitting layer.

Example 17

An organic light emitting device was fabricated using the same method as in Example 1 except that compound BD255 was used instead of compound BD037 as a dopant in forming the light emitting layer.

Comparative Example 1

An organic light emitting device was fabricated in the same manner as in Example 1 except that Compound A was used instead of Compound BD037 as a dopant in the formation of the light emitting layer.

Evaluation Example 3: Evaluation of characteristics of organic light emitting device

The current density change, the luminance change, the luminous efficiency, the lifetime and the CIE color coordinates of each of the organic light emitting devices manufactured in Examples 1 to 17 and Comparative Example 1 were measured. Specific measurement methods are as follows, and the results are shown in Table 10 below.

(1) Measurement of change in current density with voltage change

For the organic light emitting device manufactured, the current value flowing through the unit device was measured using a current-voltage meter (Keithley 2400) while raising the voltage from 0 V to 10 V, and the measured current value was divided by the area to obtain the result.

(2) Measurement of luminance change according to voltage change

For the organic light emitting device manufactured, the luminance was measured using a luminance meter (Minolta Cs-1000A) while increasing the voltage from 0 V to 10 V, and the result was obtained.

(3) Measurement of luminous efficiency

The current efficiency (cd / A) at the same current density (10 mA / cm ² ) was calculated using the luminance, current density and voltage measured from the above (1) and (2).

(4) Life measurement

The time taken for the luminance measured from (2) to decrease to 50% (T ₅₀ ) was measured. At this time, the relative T ₅₀ of Examples 1 to 17 in which the T ₅₀ of Comparative Example 1 is the standard (100) is shown in Table 3 below.

(5) CIE color coordinate measurement

The EL spectrum of the prepared organic light emitting device was measured at a brightness of 500 cd / m &lt; ² &gt; using a luminance meter (Minolta Cs-1000A) to obtain CIE color coordinates.

Host Dopant Driving voltage
(V) Current efficiency
(cd / A) Luminance
(cd / m ² ) T ₅₀
Comparison Life (%) Color coordinates CIE x CIE y Example 1 mCP BD037 5.1 33.4 500 312 0.17 0.26 Example 2 mCP BD040 5.1 33.7 500 326 0.17 0.26 Example 3 mCP BD044 5.1 33.5 500 334 0.17 0.26 Example 4 mCP BD045 5.1 34.8 500 350 0.17 0.26 Example 5 mCP BD047 5.0 32.0 500 182 0.15 0.21 Example 6 mCP BD049 5.1 32.4 500 220 0.15 0.21 Example 7 mCP BD064 5.1 34.3 500 341 0.17 0.26 Example 8 mCP BD079 5.1 34.1 500 325 0.17 0.26 Example 9 mCP BD098 5.1 34.0 500 323 0.17 0.26 Example 10 mCP BD113 5.2 34.6 500 339 0.17 0.26 Example 11 mCP BD132 5.1 33.9 500 334 0.17 0.26 Example 12 mCP BD151 5.1 36.5 500 440 0.17 0.28 Example 13 mCP BD180 5.1 36.9 500 455 0.17 0.27 Example 14 mCP BD201 5.1 36.7 500 445 0.17 0.27 Example 15 mCP BD233 5.0 36.9 500 453 0.17 0.27 Example 16 mCP BD248 5.2 35.2 500 378 0.17 0.27 Example 17 mCP BD255 5.2 35.7 500 385 0.17 0.26 Comparative Example 1 mCP A 5.2 31.1 500 100 0.17 0.26

From Table 10, it can be confirmed that the organic luminescent devices of Examples 1 to 17 have color purity similar to that of the organic luminescent device of Comparative Example 1, but have low driving voltage, high current efficiency and long life.

10: Organic light emitting device
11: first electrode
15: Organic layer
19: Second electrode

Claims (20)

An organometallic compound represented by the following formula (1):
&Lt; Formula 1 >

In Formula 1,
M ₁₁ is selected from a one-period transition metal, a two-period transition metal and a three-period transition metal;
R ₁₁ to R ₁₈ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, a carbonyl group, an amino group, an amidino group, a hydrazine group, A substituted or unsubstituted C ₁ -C ₃₀ alkyl group, a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₁ -C ₃₀ alkyl group, a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C _A substituted or unsubstituted C ₂ -C ₃₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₃₀ alkynyl group, a substituted or unsubstituted C ₁ -C ₃₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, A substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group, a substituted or unsubstituted C ₆ -C ₃₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₃₀ arylthio group, a substituted or unsubstituted C ₇ -C ₃₀ arylalkyl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryloxy group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl T Substituted or unsubstituted C ₂ -C ₃₀ heteroarylalkyl groups, substituted or unsubstituted monovalent non-aromatic condensed polycyclic groups, substituted or unsubstituted monovalent non-aromatic heterocyclic polycyclic groups, and substituted or unsubstituted A C ₁ -C ₃₀ alkylsilyl group; ;
Two adjacent groups of R ₁₁ to R ₁₅ may optionally be bonded to each other to form a substituted or unsubstituted saturated ring or a substituted or unsubstituted unsaturated ring;
At least one of R ₁₁ to R ₁₅ is a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group, a substituted or unsubstituted C ₆ ring - C ₃₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₃₀ arylthio group, a substituted or unsubstituted C ₇ -C ₃₀ aryl-substituted alkyl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, a substituted or unsubstituted hwandoen C ₁ -C ₃₀ heteroaryloxy group, a substituted or unsubstituted C ₁ -C ₃₀ hetero arylthio group, a substituted or unsubstituted C ₂ -C ₃₀ heteroarylalkyl group, a substituted or unsubstituted monovalent non- condensed polycyclic aromatic group, a substituted or unsubstituted monovalent non-aromatic heterocyclic group and the condensed polycyclic substituted or unsubstituted C ₁ -C ₃₀ alkyl chamber Group; ;
R ₁₉ and R ₂₀ are, independently of each other, hydrogen, deuterium, a C ₁ -C ₃₀ alkyl group and a deutero substituted C ₁ -C ₃₀ alkyl group; ;
At least one of R ₁₁ to R ₂₀ is a deuterium-containing substituent;
n11 is selected from 1, 2, and 3;
L ₁₁ is selected from a monodentate ligand and a bidentate ligand;
m11 is selected from 0, 1, 2, 3 and 4. The method according to claim 1,
And M &lt; ₁₁ &gt; is selected from Ir and Pt. The method according to claim 1,
R ₁₁ to R ₁₈ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, substituted or unsubstituted C ₁ -C ₁₀ alkyl group, substituted or unsubstituted C ₃ -C _{A 30} -branched alkyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group, and a substituted or unsubstituted C ₁ -C ₃₀ alkylsilyl group; ;
Two adjacent groups of R ₁₁ to R ₁₅ are optionally bonded to each other to form an organometallic compound represented by the following formula
&Lt; Formula 10 >

In the formula (10)
X ₁₁ is selected from O, S and N (R ₁₀₅ );
R ₁₀₁ to R ₁₀₅ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, substituted or unsubstituted C ₁ -C ₁₀ alkyl group, substituted or unsubstituted C ₃ -C _{A 30} -branched alkyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group, and a substituted or unsubstituted C ₁ -C ₃₀ alkylsilyl group; ;
* And * are independently of each other a carbon atom to which two adjacent groups of R ₁₁ to R ₁₅ are bonded. The method according to claim 1,
R < ₁₁ > to R &lt; ₁₈ &gt;
Is hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec- Examples of the alkyl group include a methyl group, an ethyl group, a n-propyl group, an isopropyl group, an n-butyl group, an n-pentyl group, , A naphthyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group, a klycenyl group and -Si (Q ₁ ) (Q ₂ ) (Q ₃ );
Propyl, isopropyl, n-butyl, sec-butyl and isobutyl groups substituted with at least one of hydrogen, , a tert-butyl group, an n-pentyl group, an isopentyl group, a 1-methylbutyl group, a 2-methylbutyl group, a neopentyl group, a 1,2-dimethylpropyl group and a tert-
An aryl group, an aryl group, a heterocyclic group, a heteroaryl group, a heteroaryl group, a heteroaryl group, a heterocyclic group, -F, -Cl, -Br, -I, a cyano group, , a phenyl group substituted with at least one of an n-pentyl group, an iso-pentyl group, a 1-methylbutyl group, a 2-methylbutyl group, a neopentyl group, a 1,2- , A terphenyl group, a naphthyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group, and a klycenyl group; And
_{-Si (Q 4) (Q 5} ) (Q 6); ;
Q ₁ to Q ₃ are each independently selected from the group consisting of a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, an isobutyl group, - pentyl group, 1-methylbutyl group, 2-methylbutyl group, neo-pentyl group, 1,2-dimethylpropyl group and tert- ;
Q ₄ to Q ₆ are each independently selected from the group consisting of a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, an isobutyl group, - pentyl group, 1-methylbutyl group, 2-methylbutyl group, neo-pentyl group, 1,2-dimethylpropyl group and tert- And
Propyl, isopropyl, n-butyl, sec-butyl and isobutyl groups substituted with at least one of hydrogen, , a tert-butyl group, an n-pentyl group, an isopentyl group, a 1-methylbutyl group, a 2-methylbutyl group, a neopentyl group, a 1,2-dimethylpropyl group and a tert- &Lt; / RTI &gt;
At least one of Q ₄ to Q ₆ is a group selected from the group consisting of a methyl group, an ethyl group, a n-propyl group, an isopropyl group, an n-butyl group butyl group, n-pentyl group, iso-pentyl group, 1-methylbutyl group, 2-methylbutyl group, neo-pentyl group, And a tert-pentyl group; ;
Two adjacent groups of R ₁₁ to R ₁₅ are optionally bonded to each other to form an organometallic compound represented by the following formula
&Lt; Formula 10 &gt;

In the formula (10)
X ₁₁ is selected from O, S and N (R ₁₀₅ );
R ₁₀₁ to R ₁₀₅ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, cyano group, methyl group, ethyl group, n-propyl group, isopropyl group, n- Butyl group, n-pentyl group, isopentyl group, 1-methylbutyl group, 2-methylbutyl group, neo-pentyl group, A phenylene group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group and a klycenyl group;
* And * are independently of each other a carbon atom to which two adjacent groups of R ₁₁ to R ₁₅ are bonded. The method according to claim 1,
At least one of R ₁₁ to R ₁₅ is a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, A substituted or unsubstituted C ₁ -C ₃₀ alkylsilyl group;
Two adjacent groups of R ₁₁ to R ₁₅ are optionally bonded to each other to form an organometallic compound represented by the following formula
&Lt; Formula 10 >

In the formula (10)
X ₁₁ is selected from O, S and N (R ₁₀₅ );
R ₁₀₁ to R ₁₀₅ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, a carbonyl group, an amino group, an amidino group, a hydrazine group, A substituted or unsubstituted C ₁ -C ₁₀ alkyl group, a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₁ -C ₁₀ alkyl group, a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, and a substituted or unsubstituted C ₁ -C ₃₀ alkylsilyl group; ;
* And * are independently of each other a carbon atom to which two adjacent groups of R ₁₁ to R ₁₅ are bonded. The method according to claim 1,
At least one of R ₁₁ to R ₁₅ is a group selected from the group consisting of an isopropyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, an isopentyl group, a 1-methylbutyl group, , A 1,2-dimethylpropyl group, a tert-pentyl group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group, ₁ ) (Q ₂ ) (Q ₃ );
An iso-propyl group, a sec-butyl group, an iso-butyl group, a tert-butyl group, an isopentyl group, a 1-methyl Butyl group, 2-methylbutyl group, neo-pentyl group, 1,2-dimethylpropyl group and tert-pentyl group;
An aryl group, an aryl group, a heterocyclic group, a heteroaryl group, a heteroaryl group, a heteroaryl group, a heterocyclic group, -F, -Cl, -Br, -I, a cyano group, , a phenyl group substituted with at least one of an n-pentyl group, an iso-pentyl group, a 1-methylbutyl group, a 2-methylbutyl group, a neopentyl group, a 1,2- , A terphenyl group, a naphthyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group, and a klycenyl group; And
_{-Si (Q 4) (Q 5} ) (Q 6); ;
Q ₁ to Q ₃ are each independently selected from the group consisting of a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, an isobutyl group, - pentyl group, 1-methylbutyl group, 2-methylbutyl group, neo-pentyl group, 1,2-dimethylpropyl group and tert- ;
Q ₄ to Q ₆ are each independently selected from the group consisting of a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, an isobutyl group, - pentyl group, 1-methylbutyl group, 2-methylbutyl group, neo-pentyl group, 1,2-dimethylpropyl group and tert- And
Propyl, isopropyl, n-butyl, sec-butyl and isobutyl groups substituted with at least one of hydrogen, , a tert-butyl group, an n-pentyl group, an isopentyl group, a 1-methylbutyl group, a 2-methylbutyl group, a neopentyl group, a 1,2-dimethylpropyl group and a tert- &Lt; / RTI >
At least one of Q ₄ to Q ₆ is a group selected from the group consisting of a methyl group, an ethyl group, a n-propyl group, an isopropyl group, an n-butyl group butyl group, n-pentyl group, iso-pentyl group, 1-methylbutyl group, 2-methylbutyl group, neo-pentyl group, And a tert-pentyl group; ;
Two adjacent groups of R ₁₁ to R ₁₅ are optionally bonded to each other to form an organometallic compound represented by the following formula
&Lt; Formula 10 &gt;

In the formula (10)
X ₁₁ is selected from O, S and N (R ₁₀₅ );
R ₁₀₁ to R ₁₀₅ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, cyano group, methyl group, ethyl group, n-propyl group, isopropyl group, n- Butyl group, n-pentyl group, isopentyl group, 1-methylbutyl group, 2-methylbutyl group, neo-pentyl group, A phenylene group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group and a klycenyl group;
* And * are independently of each other a carbon atom to which two adjacent groups of R ₁₁ to R ₁₅ are bonded. The method according to claim 1,
At least one of R ₁₁ to R ₁₅ represents an isopropyl group, an isobutyl group, a tert-butyl group, a neopentyl group, a phenyl group, a biphenyl group and -Si (CH ₃ ) ₃ ;
An iso-propyl group, an iso-butyl group, a tert-butyl group and a neopentyl group substituted with deuterium;
Phenyl and biphenyl substituted with deuterium; And
-Si (CD _{3) 3;} ;
R ₁₂ and R ₁₃ are optionally bonded to each other to form an organometallic compound represented by the following general formula
&Lt; Formula 10 >

In the formula (10)
X ₁₁ is selected from O, S and N (R ₁₀₅ );
R ₁₀₁ to R ₁₀₅ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, cyano group, methyl group, ethyl group, n-propyl group, isopropyl group, n- Butyl group, n-pentyl group, isopentyl group, 1-methylbutyl group, 2-methylbutyl group, neo-pentyl group, A phenylene group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, a pyrenyl group and a klycenyl group;
* And * are independently of each other a carbon atom to which R ₁₂ and R ₁₃ are bonded. The method according to claim 1,
R &lt; ₁₉ &gt; is deuterium and R &lt; ₂₀ &gt; is hydrogen;
R &lt; ₁₉ &gt; is hydrogen and R &lt; ₂₀ &gt; is deuterium;
R &lt; ₁₉ &gt; and R &lt; ₂₀ &gt; are deuterium. The method according to claim 1,
The deuterium-containing substituent
heavy hydrogen; And
The heavy hydrogen, C ₁ -C ₃₀ alkyl, C ₃ -C ₃₀ branched alkyl, C ₂ -C ₃₀ alkenyl, C ₂ -C ₃₀ alkynyl group, C ₁ -C ₃₀ alkoxy group, C ₃ -C ₁₀ substituted with cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₃₀ aryl group, C ₆ -C ₃₀ aryloxy, C ₆ Import -C ₃₀ aryl T, C ₇ -C ₃₀ arylalkyl group, C ₁ -C ₃₀ heteroaryl groups, C ₁ -C ₃₀ heteroaryloxy group, C ₁ -C ₃₀ heteroaryl come tea, C ₂ -C ₃₀ hetero An arylalkyl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic polycyclic group and a C ₁ -C ₃₀ alkylsilyl group; &Lt; / RTI &gt; The method according to claim 1,
The deuterium-containing substituent
heavy hydrogen;
Propyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, iso-pentyl or 1-pentyl substituted with deuterium Examples of the aryl group include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-propyl group, an isopropyl group, an isobutyl group, A rhenyl group, a pyrenyl group and a klycenyl group; And
_{-Si (Q 4) (Q 5} ) (Q 6); ;
Q ₄ to Q ₆ are each independently selected from the group consisting of a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, an isobutyl group, - pentyl group, 1-methylbutyl group, 2-methylbutyl group, neo-pentyl group, 1,2-dimethylpropyl group and tert- And
Propyl, isopropyl, n-butyl, sec-butyl and isobutyl groups substituted with at least one of hydrogen, , a tert-butyl group, an n-pentyl group, an isopentyl group, a 1-methylbutyl group, a 2-methylbutyl group, a neopentyl group, a 1,2-dimethylpropyl group and a tert- &Lt; / RTI &gt;
At least one of Q ₄ to Q ₆ is a group selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, Pentyl group, iso-pentyl group, 1-methylbutyl group, 2-methylbutyl group, neo-pentyl group, 1,2-dimethylpropyl group and tert- &Lt; / RTI &gt; The method according to claim 1,
The deuterium-containing substituent
_{-D, -CH 2 D, -CHD 2} , -CD 3, -CH 2 CH 2 D, -CH 2 CHD 2, -CH 2 CD 3, -CHDCH 3, -CHDCH 2 D, -CHDCHD 2, -CHDCD ₃ , -CD ₂ CH ₃ , -CD ₂ CH ₂ D, -CD ₂ CHD ₂ , -CD ₂ CD ₃ , -CH ₂ CH ₂ CH ₂ D, -CH ₂ CH ₂ CHD ₂ , -CH ₂ CH ₂ CD ₃ , -CH ₂ CHDCH ₃ , -CH ₂ CHDCH ₂ D, -CH ₂ CHDCHD ₂ , -CH ₂ CHDCD ₃ , -CH ₂ CD ₂ CH ₃ , -CH ₂ CD ₂ CH ₂ D, -CH ₂ CD ₂ CHD ₂ , -CH ₂ CD ₂ CD ₃ , -CHDCH ₂ CH ₂ D, -CHDCH ₂ CHD ₂ , -CHDCH ₂ CD ₃ , -CHDCHDCH ₃ , -CHDCHDCH ₂ D, -CHDCHDCHD ₂ , -CHDCHDCD ₃ , -CHDCD ₂ CH ₃ , -CHDCD ₂ CH ₂ D, -CHDCD ₂ CHD ₂ , -CHDCD ₂ CD ₃ , -CD ₂ CH ₂ CH ₂ D, -CD ₂ CH ₂ CHD ₂ , -CD ₂ CH ₂ CD ₃ , -CD ₂ CHDCH _{3, -CD 2 CHDCH 2 D,} -CD 2 CHDCHD 2, -CD 2 CHDCD 3, -CD 2 CD 2 CH 3, -CD 2 CD 2 CH 2 D, -CD 2 CD 2 CHD 2, -CD 2 CD _{2 CD 3, -CH (CH 3} ) (CH 2 D), -CH (CH 3) (CHD 2), -CH (CH 2 D) 2, -CH (CH 3) (CD 3), -CH ( _{CHD) (CHD 2), -CH} (CH 2 D) (CD 3), -CH (CHD 2) 2, -CH (CHD 2) (CD 3), -CH (CD 3) 2, -CD (CH _{3) 2, -CD (CH 3} ) (CH 2 D), -CD (CH 3) (CHD 2), -CD (CH 2 D) (CH 2 D), -CD (CH 3) (CD 3) , -CD ( _{CH 2 D) (CHD 2)} , -CD (CH 2 D) (CD 3), -CD (CHD 2) 2, -CD (CHD 2) (CD 3), -CD (CD 3) 2, -CD _{2 CD (CD 3) 2,} -C (CD 3) 3, -CD ₂ C (CD ₃ ) ₃ ; And an organometallic compound selected from the group consisting of the following formulas (3-1) to (3-5):

Among the above-mentioned formulas (3-1) to (3-5)
* Is the binding site with neighboring atoms. The method according to claim 1,
And L &lt; ₁₁ &gt; is selected from divalent organic ligands. The method according to claim 1,
L ₁₁ is an organometallic compound represented by any one of the following formulas (4-1) to (4-4)

Among the general formulas (4-1) to (4-4)
X ₄₁ is CR ₄₁ or a nitrogen atom (N); X ₄₂ is CR ₄₂ or N; X ₄₅ is O, S or N (R ₄₅ ); Y ₄₁ and Y ₄₂ independently of one another are a carbon atom (C) or N;
Z ₂₁ and Z ₂₂ are independently from each other selected from N, O, N (R ₄₈ ), P (R ₄₈ ) (R ₄₉ ) and As (R ₄₈ ) (R ₄₉ );
Z ₂₃ is selected from CO and CH ₂ ; A ₄₁ to A ₄₃ independently of one another are C ₃ -C ₁₀ cycloalkane, C ₁ -C ₁₀ heterocycloalkane, C ₃ -C ₁₀ cycloalkene, C ₁ -C ₁₀ alkenyl heterocycloalkyl, C ₆ -C ₁₀ arene, C ₁ -C ₁₀ hetero arene, a non-condensed polycyclic aromatic and non-aromatic heterocyclic is selected from the fused polycyclic;
R ₄₁ to R ₄₉ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, the acid or its salt, a sulfonic acid or a salt thereof, phosphoric acid or a salt thereof, a substituted or unsubstituted C ₁ -C ₆₀ alkyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₆₀ A substituted or unsubstituted C ₁ -C ₁₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, a substituted Or an unsubstituted C ₆ -C ₆₀ arylthio group, a substituted or unsubstituted C ₇ -C ₃₀ arylalkyl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group , A substituted or unsubstituted C ₁ -C ₃₀ heteroaryloxy group, a substituted or unsubstituted C ₁ -C ₃₀ heteroarylthio group, a substituted or unsubstituted C ₂ -C ₃₀ heteroarylalkyl group, a substituted or unsubstituted 1 is selected from a non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic heterocyclic polycyclic group and -Si (Q ₄₁ ) (Q ₄₂ ) (Q ₄₃ ); Two adjacent groups of R ₄₁ to R ₄₄ may be optionally bonded to each other to form a substituted or unsubstituted saturated ring or a substituted or unsubstituted unsaturated ring; R ₄₆ and R ₄₇ may optionally be bonded to each other to form a substituted or unsubstituted saturated ring or a substituted or unsubstituted unsaturated ring;
b43 and b44 are each independently selected from integers from 1 to 5;
Q ₄₁ to Q ₄₃ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, acid or its salt, a sulfonic acid or a salt thereof, phosphoric acid or a salt thereof, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C C ₁₀ cycloalkyl, C ₁ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ cycloalkenyl, C ₁ -C ₁₀ heterocycloalkenyl, C ₆ -C ₆₀ aryl, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ arylthio, C ₇ -C ₃₀ arylalkyl group, C ₁ -C ₃₀ heteroaryl groups, C ₁ -C ₃₀ heteroaryloxy group, C ₁ -C ₃₀ heteroaryl come tea, C ₂ -C ₃₀ A heteroarylalkyl group, a monovalent non-aromatic condensed polycyclic group or a monovalent non-aromatic heterocyclic polycyclic group;
* And * are, independently of each other, a bonding site with M &lt; ₁₁ &gt; The method according to claim 1,
M ₁₁ is Ir;
and n11 is selected from 2 and 3. The method according to claim 1,
M ₁₁ is Pt;
and n11 is selected from 1 and 2. The method according to claim 1,
Wherein the organometallic compound represented by Formula 1 is represented by any one of the following Formulas 1-11 to 1-22:

Among the above formulas 1-11 to 1-22,
M ₁₁ , R ₁₁ to R _{20, n} 11, L ₁₁ and m ₁₁ are the same as defined in the above formula (1)
X ₁₁ is selected from O, S and N (R ₁₀₅ );
R ₁₀₁ to R ₁₀₅ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, a carbonyl group, an amino group, an amidino group, a hydrazine group, A substituted or unsubstituted C ₁ -C ₁₀ alkyl group, a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₁ -C ₁₀ alkyl group, a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, and a substituted or unsubstituted C ₁ -C ₃₀ alkylsilyl group; ;
R _11x , R _12x , R _13x , R _14x , R _15x , R _16x , R _17x , R _18x , R _19x , R _20x , R _101x , R _102x , R _103x and R _104x are each independently a deuterium- . An organometallic compound-containing composition comprising a first organometallic compound represented by the following formula (1) and a second organometallic compound represented by the following formula (2)
&Lt; Formula 1 >

(2)

Wherein R ₁₁ to R ₁₈ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, a carbonyl 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 substituted or unsubstituted C ₁ -C ₃₀ alkyl group, a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group , A substituted or unsubstituted C ₂ -C ₃₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₃₀ alkynyl group, a substituted or unsubstituted C ₁ -C ₃₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted or unsubstituted A substituted or unsubstituted C ₆ -C ₃₀ aryl group, a substituted or unsubstituted C ₆ -C ₃₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₃₀ arylthio Groups, substituted or unsubstituted C ₇ -C ₃₀ arylalkyl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryloxy group, a substituted or unsubstituted C ₁ -C ₃₀ hetero arylthio group, a substituted or unsubstituted C ₂ -C ₃₀ heteroarylalkyl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic heterocyclic fused polycyclic Group and a substituted or unsubstituted C ₁ -C ₃₀ alkylsilyl group; ;
Two adjacent groups of R ₁₁ to R ₁₅ may optionally be bonded to each other to form a substituted or unsubstituted saturated ring or a substituted or unsubstituted unsaturated ring;
At least one of R ₁₁ to R ₁₅ is a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group, a substituted or unsubstituted C ₆ ring - C ₃₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₃₀ arylthio group, a substituted or unsubstituted C ₇ -C ₃₀ aryl-substituted alkyl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, a substituted or unsubstituted hwandoen C ₁ -C ₃₀ heteroaryloxy group, a substituted or unsubstituted C ₁ -C ₃₀ hetero arylthio group, a substituted or unsubstituted C ₂ -C ₃₀ heteroarylalkyl group, a substituted or unsubstituted monovalent non- condensed polycyclic aromatic group, a substituted or unsubstituted monovalent non-aromatic heterocyclic group and the condensed polycyclic substituted or unsubstituted C ₁ -C ₃₀ alkyl chamber Group; ;
R ₁₉ and R ₂₀ are, independently of each other, hydrogen, deuterium, a C ₁ -C ₃₀ alkyl group and a deutero substituted C ₁ -C ₃₀ alkyl group; ;
At least one of R ₁₁ to R ₂₀ is a deuterium-containing substituent;
R ₂₁ to R ₂₈ independently represent hydrogen, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, a carbonyl group, an amino group, an amidino group, a hydrazine group, A substituted or unsubstituted C ₁ -C ₃₀ alkyl group, a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₂ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₂ -C ₃₀ branched alkyl group, C ₃₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₃₀ alkynyl group, a substituted or unsubstituted C ₁ -C ₃₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C _A substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group, A substituted or unsubstituted C ₆ -C ₃₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₃₀ arylthio group, a substituted or unsubstituted C ₇ -C ₃₀ A substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryloxy group, a substituted or unsubstituted C ₁ -C ₃₀ heteroarylthio group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, hwandoen C ₂ -C ₃₀ heteroarylalkyl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic heterocyclic group and the condensed polycyclic substituted or unsubstituted C ₁ -C ₃₀ Alkylsilyl groups; ;
Two adjacent groups of R ₂₁ to R ₂₅ may optionally be bonded to each other to form a substituted or unsubstituted saturated ring or a substituted or unsubstituted unsaturated ring;
At least one of R ₂₁ to R ₂₅ is a substituted or unsubstituted C ₃ -C ₃₀ branched alkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted or unsubstituted C ₆ -C ₃₀ aryl group, a substituted or unsubstituted C ₆ ring - C ₃₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₃₀ arylthio group, a substituted or unsubstituted C ₇ -C ₃₀ aryl-substituted alkyl group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, a substituted or unsubstituted hwandoen C ₁ -C ₃₀ heteroaryloxy group, a substituted or unsubstituted C ₁ -C ₃₀ hetero arylthio group, a substituted or unsubstituted C ₂ -C ₃₀ heteroarylalkyl group, a substituted or unsubstituted monovalent non- condensed polycyclic aromatic group, a substituted or unsubstituted monovalent non-aromatic heterocyclic group and the condensed polycyclic substituted or unsubstituted C ₁ -C ₃₀ alkyl chamber Group; ;
R ₂₉ and R ₃₀ are, independently of each other, hydrogen, and a C ₁ -C ₃₀ alkyl group; ;
R ₂₁ to R ₃₀ are deuterium-free substituents;
M ₁₁ and M ₂₁ are independently selected from one cycle transition metal, two cycle transition metal and three cycle transition metal;
n11 and n21 are independently of each other selected from 1, 2 and 3;
L ₁₁ and L ₂₁ are each independently selected from monodentate ligands and bidentate ligands;
m11 and m21 are independently selected from 0, 1, 2, 3 and 4; 18. The method of claim 17,
An organometallic compound-containing composition having a degree of deuteration of 50% or more represented by the following formula 2:
<Formula 2>
Dehydration rate (%) = n _D2 / (n _H2 + n _D2 ) X 100
In formula 2,
n _H2 represents the sum of the total number of hydrogen atoms contained in the deuterium-containing substituents and the total number of hydrogen atoms contained in the substituents corresponding to the deuterium-containing substituents;
n _D2 represents the total number of deuterium included in the deuterium-containing substituents. A first electrode; A second electrode; And an organic layer interposed between the first electrode and the second electrode,
Wherein the organic layer comprises a light emitting layer and the organic layer comprises at least one of the organometallic compounds of any one of claims 1 to 16, or the organometallic compound-containing composition of any one of claims 17 or 18 And an organic light emitting layer. 20. The method of claim 19,
Wherein the light emitting layer comprises the organometallic compound or the organometallic compound-containing composition;
Wherein the light emitting layer further comprises a host, and the organic metal compound contained in the light emitting layer is a dopant.

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