Organometallic compound, organic light-emitting device including the same, and electronic apparatus including organic light-emitting device

Abstract

To provide an organometallic compound, an organic light-emitting device including the same, and an electronic apparatus including the organic light-emitting device.SOLUTION: The organometallic compound has a charge capture ability (CCA) of about 4.0 to about 10.5, and includes a transition metal and n ligands linked to the transition metal, where n is an integer from 1 to 6, and where the n ligands include at least one ligand linked to the transition metal through carbon, nitrogen or a combination thereof and do not include any ligand linked to the transition metal through two oxygen atoms.SELECTED DRAWING: Figure 1

Description

[Technical Field]

[0001] The present invention relates to an organometallic compound, an organic light-emitting device containing the same, and an electronic device containing the organic light-emitting device. [Background technology]

[0002] An organic light emitting device is a self-luminous device that has excellent characteristics in terms of viewing angle, response time, brightness, driving voltage, and response speed, and is capable of being made multicolor.

[0003] According to one example, an organic light-emitting device includes an anode, a cathode, and an organic layer including an emitting layer disposed between the anode and the cathode. A hole transport region is provided between the anode and the emitting layer, and an electron transport region is provided between the emitting layer and the cathode. Holes injected from the anode travel to the emitting layer via the hole transport region, and electrons injected from the cathode travel to the emitting layer via the electron transport region. The holes and electrons recombine in the emitting layer region to generate excitons. Light is generated as the excitons change from their excited state to their ground state. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] Japanese Patent Application Laid-Open No. 2017-39713 Summary of the Invention [Problem to be solved by the invention]

[0005] The present invention has been made in view of the above-mentioned conventional techniques, and an object of the present invention is to provide a novel organometallic compound, an organic light-emitting element employing the same, and an electronic device including the organic light-emitting element. [Means for solving the problem]

[0006] An organometallic compound according to one aspect of the present invention, which has been made to achieve the above object, comprises: It has a charge capture ability (CCA) of 4.0 to 10.5, The charge capture ability (CCA) is expressed by the following Equation 1: a transition metal and n ligands bound to the transition metal; The n is an integer of 1 to 6, the n ligands include at least one ligand bonded to the transition metal via carbon, nitrogen, or a combination thereof; The n ligands do not include a ligand bonded to the transition metal via two oxygen atoms. [Number 1] Charge capture ability (CCA)=5×10 -9 ×DM×PD In the above <Formula 1>, DM is the dipole moment of the organometallic compound evaluated by density functional theory (DFT) calculations based on Hartree atomic units; PD is the polarizability determinant of the organometallic compound, evaluated by density functional theory (DFT) calculations based on Hartree atomic units.

[0007] According to another aspect, there is provided an organic light-emitting device comprising a first electrode, a second electrode facing the first electrode, and an organic layer disposed between the first electrode and the second electrode and including a light-emitting layer, wherein the organic layer includes one or more of the organometallic compounds.

[0008] The organometallic compound is contained in the light-emitting layer, and the organometallic compound contained in the light-emitting layer serves as a dopant.

[0009] In yet another aspect, an electronic device is provided that includes the organic light emitting device. [Effects of the Invention]

[0010] According to the present invention, by using an organometallic compound as a dopant in the light-emitting layer of an organic light-emitting device, an organic light-emitting device having a long life can be realized even when doped at a relatively low concentration. Therefore, by using an organometallic compound, organic light-emitting devices having a long life can be mass-produced at low cost. [Brief explanation of the drawings]

[0011] [Figure 1] 1 is a cross-sectional view schematically illustrating an organic light emitting device according to an embodiment; [Figure 2] 1 is a contour plot of the data in Tables 2 and 3, in which the x-axis indicates charge capture ability (CCA), the y-axis indicates the dopant content (mol%) per 100 mol% of the emitting layer, and the z-axis indicates, by shading, the relative lifetime (%) of an organic light-emitting device having an emitting layer containing a dopant having the charge capture ability (CCA) on the x-axis at the content (mol%) on the y-axis. DETAILED DESCRIPTION OF THE INVENTION

[0012] The organometallic compound has a charge capture ability (CCA) of 4.0 to 10.5.

[0013] For example, the organometallic compound has a charge capture ability (CCA) of 4.30 to 10.25.

[0014] The charge trapping ability (CCA) indicates the charge trapping properties of an organometallic compound and is expressed by the following Equation 1.

[0015] [Number 1] Charge capture ability (CCA)=5×10 -9 ×DM×PD

[0016] In the above <Formula 1>, DM is the dipole moment of the organometallic compound evaluated by density functional theory (DFT) calculations based on Hartree atomic units, PD is the polarizability determinant of organometallic compounds, based on the Hartree atomic unit and evaluated by density functional theory (DFT) calculations.

[0017] On the other hand, the constant "5 x 10 -9 " is a constant arbitrarily introduced to adjust the order of magnitude of the charge trapping ability (CCA).

[0018] The Hartree atomic unit, also known as the atomic unit system (au or au), is a system of natural units of measurement widely known in the fields of atomic physics and computational chemistry calculations. The Hartree atomic unit is clearly distinct from the Rydberg atomic unit and atomic mass unit, and is a unit system for concentrating according to electronic properties. Therefore, in the Hartree atomic unit, four fundamental physical constants, namely, 1) electron mass, 2) elementary charge, 3) reduced Planck constant, and 4) inverse Coulomb constant, are all defined as "1." The DM and PM in Equation 1 above, calculated based on the Hartree atomic unit, do not have units of measurement such as Debye, which will be readily recognized by those skilled in the art.

[0019] Density functional calculations are performed using a variety of quantum mechanical calculation programs, including, for example, Gaussian, Games, and Psi4.

[0020] According to one embodiment, density functional calculations are performed using a Gaussian program, for example, the Gaussian09 program.

[0021] In another embodiment, when using the Gaussian program, the molecular structures of the DM and PM target compounds can be optimized using the B3LYP / LanL2DZ function for metals contained in the DM and PM target compounds, and the B3LYP / 6-31G(D,P) function for organic ligands contained in the DM and PM target compounds.

[0022] According to yet another embodiment, the process of calculating the DM of the above <Equation 1> using a Gaussian program includes: 1) calculating the dipole moment of the Debye unit represented by "Dipole moment (field-independent basis, Debye): X, Y, Z, Tot"; and 2) applying the equation "1 Debye = 0.3934 au" to the dipole moment value of the Debye unit to convert it into the DM of the above <Equation 1> based on the Hartree atomic unit.

[0023] In another embodiment, the PM calculation process of the above <Equation 1> using the Gaussian program is as follows: 1) "Exact polarizability: α xx , α xy , α yy , α xz , α yz , α zz and 2) calculating the polarization determinant (PD) for the polarization using the following Equation 1A and converting it into PM of the above Equation 1 based on the Hartree atomic unit.

[0024]

number

[0025] Without being limited by any particular theory, the organometallic compound contained in the emission layer of the organic light-emitting device has the property of capturing charges (holes and / or electrons) injected from a pair of electrodes.

[0026] If the amount of trapped charge in the organometallic compound in the emissive layer is too large, charge transfer within the emissive layer becomes unstable, resulting in excessively localized formation of the recombination zone of holes and electrons, which in turn leads to an excessively high concentration of excitons within the recombination zone, resulting in increased triplet-triplet annihilation and / or triplet-polaron quenching, and thus shortening the lifetime of the organic light-emitting device.

[0027] On the other hand, if the amount of trapped charge in the organometallic compound contained in the light-emitting layer is too small, the recombination region will be formed too wide due to the active movement of charges in the light-emitting layer, and unrecombined charges will accumulate at the interfaces on both sides of the light-emitting layer, resulting in a shortened lifespan of the organic light-emitting device.

[0028] As a result, the inventors have clarified that the lifetime of an organic light-emitting device employing an organometallic compound can be dramatically improved by controlling the charge trapping amount of the organometallic compound, and that control of the charge trapping amount of the organometallic compound in relation to the lifetime of the organic light-emitting device can be achieved by controlling the dipole moment (i.e., DM in the above <Formula 1>) and polarization determinant (i.e., PM in the above <Formula 1>) of the organometallic compound.

[0029] Specifically, the dipole moment of an organometallic compound is a parameter related to the charge capture radius of the organometallic compound, and the polarization determinant of the organometallic compound is a parameter related to the induced dipole moment generated by an electric field when the organic light-emitting device is driven. By taking both the dipole moment and the polarization determinant into consideration, the charge capture characteristics of the organometallic compound can be effectively controlled.

[0030] The organometallic compound emits green light.

[0031] According to one embodiment, the organometallic compound emits light having a maximum emission wavelength of 490 nm to 550 nm.

[0032] For example, the maximum emission wavelength of the PL spectrum and / or EL spectrum of the organometallic compound is 490 nm to 550 nm.

[0033] On the other hand, organometallic compounds contain a transition metal and n ligands bonded to the transition metal.

[0034] For example, the transition metal is a first-period transition metal, a second-period transition metal, or a third-period transition metal.

[0035] In other examples, the transition metal is iridium (Ir), platinum (Pt), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), thulium (Tm), rhodium (Rh), or rhenium (Re).

[0036] According to one embodiment, the organometallic compound includes one transition metal.

[0037] n is an integer of 1 to 6. For example, n is 2 or 3.

[0038] The n ligands include at least one ligand bonded to the transition metal through carbon, nitrogen, or a combination thereof, but do not include a ligand bonded to the transition metal through two oxygens (e.g., a bidentate ligand bonded to the transition metal through two oxygens).

[0039] According to one embodiment, the organometallic compound includes: the transition metal is iridium, osmium, rhodium, or rhenium; n is 3, Each of the n ligands is a bidentate ligand bonded to the transition metal through carbon, nitrogen, or a combination thereof.

[0040] According to another embodiment, the organometallic compound is represented by Formula 1 or 2: [Cation 1] M1(L1) n1 (L2) n2 [Cation 2] M2(L1)(L 11 )

[0041] In the above formula 1, M1 is iridium, osmium, rhodium, or rhenium.

[0042] In the above formula 1, n1 and n2 are each independently 1 or 2, but n1+n2 is 3.

[0043] In the above formula 2, M2 is platinum, palladium, or gold.

[0044] In the above formulas 1 and 2, L1 and L2 are each independently a bidentate ligand bonded to the transition metal via carbon, nitrogen, or a combination thereof; in the above formula 2, L 11 is any bidentate ligand.

[0045] In the above formula 1, i) L1 and L2 are the same as each other, or ii) L1 and L2 are different from each other.

[0046] In the above chemical formula 1, i) when n1 is 2, the two L1s are the same as each other, ii) when n1 is 2, the two L1s are different from each other, iii) when n2 is 2, the two L2s are the same as each other, or iv) when n2 is 2, the two L2s are different from each other.

[0047] In the above chemical formula 2, i) L1 and L 11 are identical to each other, or ii) L1 and L 11 are different from each other.

[0048] Two or more of n1 L1 and n2 L2 in the above Chemical Formula 1 are optionally linked to each other via a first linking group to form a tetradentate ligand or a hexadentate ligand; and L1 and L2 in the above Chemical Formula 2 are optionally linked to each other via a first linking group to form a tetradentate ligand or a hexadentate ligand. 11 are optionally linked to each other via a first linking group to form a tetradentate ligand. For an explanation of the first linking group, see the explanation of T1 in Chemical Formula 3-1 below.

[0049] According to one embodiment, the organometallic compound is represented by Formula 1, wherein L1 and L2 are different from each other.

[0050] According to another embodiment, in Formulas 1 and 2, L1 is a ligand represented by the following Formula 3-1, and in Formula 1, L2 is a ligand represented by the following Formula 3-2.

[0051] [ka] [ka]

[0052] In the above chemical formulas 3-1 and 3-2, * and *' are binding sites with M1 in the above chemical formula 1 or binding sites with M2 in the above chemical formula 2, respectively.

[0053] In the above chemical formulas 3-1 and 3-2, Y1 to Y4 are each independently N or C.

[0054] For example, in the above chemical formulas 3-1 and 3-2, Y1 and Y3 are N, and Y2 and Y4 are C.

[0055] The bond between each of M1 in the above chemical formula 1 and M2 in the above chemical formula 2 and Y1 in the above chemical formula 3-1 is a coordinate bond, the bond between each of M1 in the above chemical formula 1 and M2 in the above chemical formula 2 and Y2 in the above chemical formula 3-1 is a covalent bond, the bond between M1 in the above chemical formula 1 and Y3 in the above chemical formula 3-2 is a coordinate bond, and the bond between M1 in the above chemical formula 1 and Y4 in the above chemical formula 3-2 is a covalent bond. Therefore, the organometallic compound represented by the above chemical formula 1 is electrically neutral.

[0056] In the above chemical formulas 3-1 and 3-2, rings CY1 to CY4 each independently represent a C5-C 30 Carbocyclic group or C2-C 30 It is a heterocyclic group.

[0057] For example, in the above chemical formulas 3-1 and 3-2, rings CY1 to CY4 are each independently i) a first ring, ii) a second ring, iii) a fused ring in which two or more first rings are fused to each other, iv) a fused ring in which two or more second rings are fused to each other, or v) a fused ring in which one or more first rings and one or more second rings are fused to each other, the first ring is a cyclopentane group, a cyclopentadiene group, a furan group, a thiophene group, a pyrrole group, a silole group, a germole group, a borole group, a phosphole group, an oxazole group, an oxadiazole group, an oxatriazole group, a thiazole group, a thiadiazole group, a thiatriazole group, a pyrazole group, an imidazole group, a triazole group, a tetrazole group, an azasilole group, an azagermole group, an azaborole group, or an azaphosphole group; The second ring is an adamantane group, a norbornane group (bicyclo[2.2.1]heptane group), a norbornene group, a bicyclo[1.1.1]pentane group, a bicyclo[2.1.1]hexane group, a bicyclo[2.2.2]octane group, a cyclohexane group, a cyclohexene group, a benzene group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, or a triazine group.

[0058] According to an embodiment, in Formulas 3-1 and 3-2, rings CY1 to CY4 are each independently a cyclopentene group, a cyclohexane group, a cyclohexene group, a benzene group, a naphthalene group, an anthracene group, a phenanthrene group, a triphenylene group, a pyrene group, a chrysene group, a cyclopentadiene group, a 1,2,3,4-tetrahydronaphthalene group, a thiophene group, a furan group, an indole group, a benzoborole group, a benzophosphole group, an indene group, a benzosilole group, a benzogermole group, a benzothiophene group, a benzoseleno ... azabenzoborole group, azabenzophosphole group, azaindole group, azabenzoborole group, azabenzophosphole group, azaindene group, azabenzosilole group, azabenzogermole group, azabenzothiophene group, azabenzoselenophene group, dibenzofuran group, dibenzothiophene 5-oxide group, 9H-fluoren-9-one group, dibenzothiophene 5,5-dioxide group, azaindole group, azabenzoborole group, azabenzophosphole group, azaindene group, azabenzosilole group, azabenzogermole group, azabenzothiophene group, azabenzoselenophene group azabenzofuran group, azacarbazole group, azadibenzoborole group, azadibenzophosphole group, azafluorene group, azadibenzosilole group, azadibenzogermole group, azadibenzothiophene group, azadibenzoselenophene group, azadibenzofuran group, azadibenzothiophene 5-oxide group, aza-9H-fluoren-9-one group, azadibenzothiophene 5,5-dioxide group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, quinoxaline group, quinoline group, azoline group, phenanthroline group, pyrrole group, pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, thiazole group, isothiazole group, oxadiazole group, thiadiazole group, benzopyrazole group, benzimidazole group, benzoxazole group, benzothiazole group, benzoxadiazole group, benzothiadiazole group, 5,6,7,8-tetrahydroisoquinoline group, 5,6,7,8-tetrahydroquinoline group, adamantane group, norbornane group, or norbornene group.

[0059] According to another embodiment, in the above formulas 3-1 and 3-2, Y1 and Y3 are N, and ring CY1 and ring CY3 are each independently a group represented by one of the following formulas CYN-1 to CYN-52; and in the above formulas 3-1 and 3-2, Y2 and Y4 are C, and ring CY2 and ring CY4 are each independently a group represented by one of the following formulas CYC-1 to CYC-65.

[0060] [ka]

[0061] [ka] [ka]

[0062] In the above chemical formulas CYN-1 to CYN-52, X1 is O, S, N, C, or Si, *' is a bonding site with M1 in the above chemical formula 1 or M2 in the above chemical formula 2, *" is a bonding site with T1 or T3 in the above chemical formulas 3-1 and 3-2, In the above chemical formulas CYC-1 to CYC-65, X2 is O, S, N, C, or Si, * is a bonding site with M1 in the above chemical formula 1 or M2 in the above chemical formula 2, and *" is a bonding site with T1 or T3 in the above chemical formulas 3-1 and 3-2. At least one of the ring-forming atoms N, C, and Si in the above chemical formulae CYN-1 to CYN-52 and CYC-1 to CYC-65 is -(A1) b1 -R1, -(A2) b2 a group represented by —R2, —(A3) b3 A group represented by -R3, and / or -(A4) b4 Those skilled in the art will recognize that the group represented by -R4 can be selectively bonded by referring to the above chemical formulas 3-1 and 3-2.

[0063] According to yet another embodiment, In the above formula 3-1, ring CY1 is a pyridine group or a pyrimidine group, and / or In the above formula 3-1, the ring CY2 is a benzene group, a dibenzofuran group, a dibenzothiophene group, a carbazole group, a fluorene group, or a dibenzosilole group, and / or In the above formula 3-2, ring CY3 is a benzimidazole group, a pyridoimidazole group, a pyridine group, or a pyrimidine group, and / or In the above chemical formula 3-2, ring CY4 is a dibenzofuran group, a dibenzothiophene group, a carbazole group, a fluorene group, a dibenzosilole group, an azadibenzofuran group, an azadibenzothiophene group, an azacarbazole group, an azafluorene group, or an azadibenzosilole group.

[0064] In the above chemical formulas 3-1 and 3-2, T1 and T3 are, independently of one another, a single bond, a double bond, *-N(R7)-*', *-B(R7)-*', *-P(R7)-*', *-C(R7)(R8)-*', *-Si(R7)(R8)-*', *-Ge(R7)(R8)-*', *-S-*', *-Se-*', *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O)2-*', *-C(R7)=*', *=C(R7)-*', *-C(R7)=C(R8)-*', *-C(=S)-*', or *-C≡C-*', where * and *' are bonding sites with adjacent atoms, respectively.

[0065] For example, in the above chemical formulas 3-1 and 3-2, T1 and T3 are each a single bond.

[0066] In Chemical Formulae 3-1 and 3-2, A1 to A4 each independently represent a single bond, at least one R 10a Substituted or unsubstituted C5-C 30 a carbocyclic group, or at least one R 10a Substituted or unsubstituted C2-C 30 It is a heterocyclic group.

[0067] For example, in the above chemical formulas 3-1 and 3-2, A1 to A4 are each independently: a single bond; or At least one R 10a substituted or unsubstituted cyclopentene group, cyclohexane group, cyclohexene group, benzene group, naphthalene group, anthracene group, phenanthrene group, triphenylene group, pyrene group, chrysene group, cyclopentadiene group, 1,2,3,4-tetrahydronaphthalene group, thiophene group, furan group, indole group, benzoborole group, benzophosphole group, indene group, benzosilole group, benzogermole group, benzothiophene group, benzoselenophene group, benzofuran group, carbazole group, dibenzoborane group, dibenzothiophene, dibenzoselenophene, dibenzofuran, dibenzothiophene 5-oxide, 9H-fluoren-9-one, dibenzothiophene 5,5-dioxide, azaindole, azabenzoborole, azabenzophosphole, azaindene, azabenzosilole, azabenzogermole, azabenzothiophene, azabenzoselenophene, azabenzofuran, azabenzo ... azadibenzothiophene group, azadibenzoselenophene group, azadibenzofuran group, azadibenzothiophene 5-oxide group, aza-9H-fluoren-9-one group, azadibenzothiophene 5,5-dioxide group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, quinoxaline group, quinazoline group, phenazine a benzothiazole group, a benzoquinone group, a benzoquinone group, a benzothiazole group, a benzoxadiazole group, a benzothiadiazole group, a benzothiadiazole group, a benzothiadiazole group, a benzothiadiazole group, a benzothiadiazole group, a benzothiadiazole group, a benzothiadiazole group, a 5,6,7,8-tetrahydroisoquinoline group, a 5,6,7,8-tetrahydroquinoline group, an adamantane group, a norbornane group, or a norbornene group;

[0068] In the above chemical formulas 3-1 and 3-2, b1 to b4 respectively represent the number of A1 to A4, and are each independently an integer of 1 to 10 (for example, 1, 2, or 3). When b1 is 2 or more, two or more A1s are the same or different from each other; when b2 is 2 or more, two or more A2s are the same or different from each other; when b3 is 2 or more, two or more A3s are the same or different from each other; and when b4 is 2 or more, two or more A4s are the same or different from each other.

[0069] In the above chemical formulas 3-1 and 3-2, R1 to R4, R7 and R8 each independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, 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 phosphate group or a salt thereof, a substituted or unsubstituted C1-C 60 Alkyl groups, substituted or unsubstituted C2-C 60 Alkenyl groups, substituted or unsubstituted C2-C 60 Alkynyl groups, substituted or unsubstituted C1-C 60 Alkoxy groups, substituted or unsubstituted C3-C 10 Cycloalkyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkyl groups, substituted or unsubstituted C3-C 10 Cycloalkenyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkenyl groups, substituted or unsubstituted C6-C 60 Aryl groups, substituted or unsubstituted C6-C 60 Aryloxy groups, substituted or unsubstituted C6-C 60 Arylthio groups, substituted or unsubstituted C1-C 60A heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -N(Q1)(Q2), -Si(Q3)(Q4)(Q5), -Ge(Q3)(Q4)(Q5), -B(Q6)(Q7), -P(=O)(Q8)(Q9), or -P(Q8)(Q9). For descriptions of Q1 to Q9, please refer to the respective sections described in this specification.

[0070] For example, R1 to R4, R7 and R8 are each independently Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, -SF5, C1-C 20 Alkyl group or C1-C 20 alkoxy groups; Deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 10 Alkyl groups, cyclopentyl groups, cyclohexyl groups, cycloheptyl groups, cyclooctyl groups, adamantanyl groups, norbornanyl groups, norbornenyl groups, cyclopentenyl groups, cyclohexenyl groups, cycloheptenyl groups, bicyclo[1.1.1]pentyl groups, bicyclo[2.1.1]hexyl groups, bicyclo[2.2.2]octyl groups, (C1-C 20 alkyl)cyclopentyl group, (C1-C 20 alkyl)cyclohexyl group, (C1-C 20 alkyl)cycloheptyl group, (C1-C 20 alkyl)cyclooctyl group, (C1-C 20 alkyl)adamantanyl group, (C1-C 20alkyl)norbornanyl group, (C1-C 20 alkyl)norbornenyl group, (C1-C 20 alkyl)cyclopentenyl group, (C1-C 20 alkyl)cyclohexenyl group, (C1-C 20 alkyl)cycloheptenyl group, (C1-C 20 alkyl)bicyclo[1.1.1]pentyl group, (C1-C 20 alkyl)bicyclo[2.1.1]hexyl group, (C1-C 20 alkyl)bicyclo[2.2.2]octyl group, phenyl group, (C1-C 20 C1-C substituted with alkyl)phenyl, biphenyl, terphenyl, naphthyl, pyridinyl, pyrimidinyl, or any combination thereof 20 Alkyl group or C1-C 20 alkoxy groups; Deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, bicyclo[1.1.1]pentyl group, bicyclo[2.1.1]hexyl group, bicyclo[2.2.2]octyl group, (C1-C 20 alkyl)cyclopentyl group, (C1-C 20 alkyl)cyclohexyl group, (C1-C 20 alkyl)cycloheptyl group, (C1-C 20 alkyl)cyclooctyl group, (C1-C 20 alkyl)adamantanyl group, (C1-C 20 alkyl)norbornanyl group, (C1-C 20 alkyl)norbornenyl group, (C1-C 20 alkyl)cyclopentenyl group, (C1-C20 alkyl)cyclohexenyl group, (C1-C 20 alkyl)cycloheptenyl group, (C1-C 20 alkyl)bicyclo[1.1.1]pentyl group, (C1-C 20 alkyl)bicyclo[2.1.1]hexyl group, (C1-C 20 alkyl)bicyclo[2.2.2]octyl group, phenyl group, (C1-C 20 alkyl)phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindolyl group, indolyl group, indazolyl group, purinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinnolinyl group, carbazolyl group, phenanthrolinyl group, benzimidazolyl group, benzofuranyl group, benzothiophenyl group, isobenzothiazolyl group, benzo cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantanyl, norbornanyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, bicyclo[2.2.2]octyl, phenyl, (C1-C 20alkyl)phenyl group, biphenyl group, terphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindolyl group, indolyl group, indazolyl group, purinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinox a salinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an azacarbazolyl group, an azadibenzofuranyl group, or an azadibenzothiophenyl group; or -N(Q1)(Q2), -Si(Q3)(Q4)(Q5), -Ge(Q3)(Q4)(Q5), -B(Q6)(Q7), -P(=O)(Q8)(Q9), or -P(Q8)(Q9); Q1 to Q9 are each independently -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H, or -CD2CDH2; or Deuterium, C1-C 10 an alkyl group, a phenyl group, or an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, an n-pentyl group, a tert-pentyl group, a neopentyl group, an isopentyl group, a sec-pentyl group, a 3-pentyl group, a sec-isopentyl group, a phenyl group, a biphenyl group, or a naphthyl group, substituted or unsubstituted with any combination thereof;

[0071] As yet another example, in the above chemical formulas 3-1 and 3-2, R1 to R4, R7, and R8 each independently represent hydrogen, deuterium, -F, a cyano group, a nitro group, -SF5, -CH3, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, a group represented by one of the following chemical formulas 9-1 to 9-39, a group in which at least one hydrogen in one of the following chemical formulas 9-1 to 9-39 is substituted with deuterium, a group represented by one of the following chemical formulas 9-201 to 9-237, or at least one hydrogen in one of the following chemical formulas 9-201 to 9-237. a group in which at least one hydrogen atom in one of the following chemical formulae 10-1 to 10-129 is substituted with deuterium, a group represented by one of the following chemical formulae 10-1 to 10-129, a group in which at least one hydrogen atom in one of the following chemical formulae 10-1 to 10-129 is substituted with deuterium, a group represented by one of the following chemical formulae 10-201 to 10-350, a group in which at least one hydrogen atom in one of the following chemical formulae 10-201 to 10-350 is substituted with deuterium, -Si(Q3)(Q4)(Q5), or -Ge(Q3)(Q4)(Q5) (for explanations of Q3 to Q5, see the respective sections described in this specification).

[0072] [ka]

[0073] [ka]

[0074] [ka] [ka] [ka]

[0075] [ka] [ka] [ka] [ka]

[0076] In the above chemical formulas 9-1 to 9-39, 9-201 to 9-237, 10-1 to 10-129, and 10-201 to 10-350, * represents a bonding site with an adjacent atom, Ph represents a phenyl group, TMS represents a trimethylsilyl group, and TMG represents a trimethylgermyl group.

[0077] The above "group in which at least one hydrogen atom in one of chemical formulas 9-1 to 9-39 has been substituted with deuterium" and "group in which at least one hydrogen atom in one of chemical formulas 9-201 to 9-237 has been substituted with deuterium" are, for example, groups represented by the following chemical formulas 9-501 to 9-514 and 9-601 to 9-636.

[0078] [ka]

[0079] [ka]

[0080] The above "groups in which at least one hydrogen atom in one of the chemical formulae 10-1 to 10-129 has been substituted with deuterium" and "groups in which at least one hydrogen atom in one of the chemical formulae 10-201 to 10-350 has been substituted with deuterium" are, for example, groups represented by the following chemical formulae 10-501 to 10-553.

[0081] [ka] [ka]

[0082] In the above chemical formulas 3-1 and 3-2, a1 to a4 are each *-(A1) b1 a group represented by —R1, *-(A2) b2 a group represented by -R2, *-(A3) b3 A group represented by -R3, and *-(A4) b4 -R4 represents the number of groups represented by -R4, and each independently represents an integer of 0 to 20 (for example, an integer of 0 to 8). When a1 is 2 or more, 2 or more *-(A1) b1 The groups represented by -R1 may be the same or different, and when a2 is 2 or more, two or more *-(A2) b2 The groups represented by —R2 may be the same or different, and when a3 is 2 or more, two or more *-(A3) b3 The groups represented by —R3 may be the same or different, and when a4 is 2 or more, two or more *-(A4) b4 The groups represented by -R4 may be the same or different.

[0083] For example, in the above chemical formula 3-2, R4 is not hydrogen and a4 is an integer of 1-6.

[0084] According to one embodiment, the organometallic compound is represented by Formula 1, wherein Formula 1 includes a group represented by -Si(Q3)(Q4)(Q5), a group represented by -Ge(Q3)(Q4)(Q5), or any combination thereof.

[0085] According to another embodiment, at least one of the a1 R1s in Formula 3-1 above is a group represented by -Si(Q3)(Q4)(Q5) or a group represented by -Ge(Q3)(Q4)(Q5).

[0086] According to yet another embodiment, in Formula 3-1, [ka] is a group represented by one of the following chemical formulas CY1(1) to CY1(25).

[0087] [ka]

[0088] In the above chemical formulas CY1(1) to CY1(25), Y1 is N, R 11 ~R 18 For the explanation of each of these, please refer to the explanation of R1 in this specification, but in the above chemical formulas CY1(2) to CY1(16), R 11 ~R 14 are not hydrogen, respectively, *' is a binding site with M1 in the above chemical formula 1 or M2 in the above chemical formula 2, *" is the binding site with T1 in the above chemical formula 3-1.

[0089] According to yet another embodiment, in Formula 3-1, [ka] The group represented by the formula: is a group represented by one of the following chemical formulas CY1-1 to CY1-4.

[0090] [ka]

[0091] In the above chemical formulas CY1-1 to CY1-4, Y1 is N, X 12 is Si or Ge, R 11 ~R 18 For the explanation of each of these, refer to the explanation of R1 in this specification. For explanations regarding Q3 to Q5, please refer to the respective sections described in this specification. *' is a binding site with M1 in the above chemical formula 1 or M2 in the above chemical formula 2, *" is the binding site with T1 in the above chemical formula 3-1.

[0092] According to still another embodiment, a1 R1 in Formula 3-1 (e.g., R 11 ~R 18 ) are each independently hydrogen, deuterium, C1-C 20 Alkyl groups, deuterated C1-C 20 Alkyl groups, C3-C 10 Cycloalkyl groups or deuterated C3-C 10 It is a cycloalkyl group.

[0093] According to still another embodiment, a1 R1 in Formula 3-1 (e.g., R 11 ~R 18 each independently represents hydrogen, deuterium, -F, -Cl, -Br, -I, a cyano group, a substituted or unsubstituted C-C 60 Alkyl group or substituted or unsubstituted C3-C 10 It is a cycloalkyl group.

[0094] According to still another embodiment, a1 R1 in Formula 3-1 (e.g., R 11 ~R 18 ) are each independently Hydrogen, deuterium, -F, or a cyano group; Deuterium, -F, cyano group, C3-C 10 Cycloalkyl groups, (C1-C 20 Alkyl)C3-C 10 C1-C substituted or unsubstituted with cycloalkyl groups or any combination thereof 20 an alkyl group; or Deuterium, -F, cyano group, C1-C 20 C3-C substituted or unsubstituted alkyl groups or any combination thereof 10 a cycloalkyl group;

[0095] According to still another embodiment, a1 R1 in Formula 3-1 (e.g., R 11 ~R 18 ) are each independently Hydrogen, deuterium, -F, or a cyano group; Deuterium, -F, cyano, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantanyl, norbornanyl (bicyclo[2.2.1]heptyl), norbornenyl, bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, bicyclo[2.2.2]octyl, (C1-C 20 alkyl)cyclopentyl group, (C1-C 20 alkyl)cyclohexyl group, (C1-C 20 alkyl)cycloheptyl group, (C1-C 20 alkyl)cyclooctyl group, (C1-C 20 alkyl)adamantanyl group, (C1-C 20 alkyl)norbornanyl group, (C1-C 20 alkyl)norbornenyl group, (C1-C 20 alkyl)bicyclo[1.1.1]pentyl group, (C1-C 20 alkyl)bicyclo[2.1.1]hexyl group, (C1-C 20 C1-C substituted or unsubstituted alkyl)bicyclo[2.2.2]octyl groups, or any combination thereof 20 an alkyl group; or Deuterium, -F, cyano group, C1-C 20 a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a bicyclo[1.1.1]pentyl group, a bicyclo[2.1.1]hexyl group, or a bicyclo[2.2.2]octyl group, substituted or unsubstituted with an alkyl group, or any combination thereof.

[0096] According to yet another embodiment, in the above formula CY1-1, R 11 is not hydrogen.

[0097] According to yet another embodiment, in the above formula CY1-1, R 11 is not a hydrogen or a methyl group.

[0098] According to yet another embodiment, in the above formula CY1-1, R 11 is not a hydrogen atom, a methyl group, or a cyano group.

[0099] According to yet another embodiment, in the above formula CY1-1, R 11 is not hydrogen, but R 12 and R 13 is hydrogen.

[0100] According to yet another embodiment, in the above formula CY1-1, R 11 is a group containing four or more carbons.

[0101] According to yet another embodiment, in the above formula CY1-1, R 11 teeth, Deuterium, -F, cyano group, C1-C 20 Alkyl groups, deuterated C1-C 20 Alkyl groups, C3-C 10 Cycloalkyl groups, (C1-C 20 Alkyl)C3-C 10 Cycloalkyl groups, phenyl groups, (C1-C 20 a methyl group substituted with an alkyl)phenyl group, a naphthyl group, a pyridinyl group, a furanyl group, a thiophenyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, or any combination thereof; or Deuterium, -F, cyano group, C1-C 20 Alkyl groups, deuterated C1-C 20 Alkyl groups, C3-C 10 Cycloalkyl groups, (C1-C 20 Alkyl)C3-C 10 Cycloalkyl groups, phenyl groups, (C1-C 20C2-C substituted or unsubstituted alkyl)phenyl, naphthyl, pyridinyl, furanyl, thiophenyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, or any combination thereof 20 Alkyl groups, C3-C 10 a cycloalkyl group, a phenyl group, a naphthyl group, a pyridinyl group, a furanyl group, a thiophenyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, or a dibenzothiophenyl group;

[0102] According to still another embodiment, Q1 to Q9 (e.g., Q3 to Q5 in the above formula CY1-1) herein each independently represent deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, 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 phosphate group or a salt thereof, a C1-C 10 C1-C alkyl groups, substituted or unsubstituted with any combination thereof 60 Alkyl group or C6-C 60 It is an aryl group.

[0103] According to still another embodiment, Q1 to Q9 (e.g., Q3 to Q5 in the above formula CY1-1) herein each independently represent deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, 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 phosphate group or a salt thereof, a C1-C 10and alkyl groups, or any combination thereof, substituted or unsubstituted with methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isoheptyl, sec-heptyl, tert-heptyl, n-octyl, isooctyl, sec-octyl, tert-octyl, n-nonyl, isononyl, sec-nonyl, tert-nonyl, n-decyl, isodecyl, sec-decyl, tert-decyl, phenyl, biphenyl, or naphthyl.

[0104] According to yet another embodiment, Q1 to Q9 (e.g., Q3 to Q5 in the above formula CY1-1) herein are each independently -CH3, -CH2CH3, -CD3, -CD2H, -CDH2, -CH2CD3, or -CD2CH3.

[0105] According to yet another embodiment, in the formula CY1-1, Q3 to Q5 may be the same or different from each other.

[0106] According to yet another embodiment, in Formula 3-1, [ka] is a group represented by one of the following chemical formulas CY2(1) to CY2(67).

[0107] [ka] [ka] [ka]

[0108] In the above chemical formulas CY2(1) to CY2(67), Y2 is C, X 21 is O, S, N(R 27 ), C(R 27 )(R 28 ), or Si(R 27 )(R 28 ) and R 21 ~R 28 For the explanation of R2 in this specification, please refer to the explanation of R2, but in the above chemical formulas CY2(2) to CY2(16), the above chemical formulas CY2(27) to CY2(32), the above chemical formulas CY2(34) to CY2(39), the above chemical formulas CY2(41) to CY2(46), the above chemical formulas CY2(48) to CY2(53), the above chemical formulas CY2(55) to CY2(60), and the above chemical formulas CY2(62) to CY2(67), R 21 ~R 26 are not hydrogen, respectively, * is a binding site with M1 in the above chemical formula 1 or M2 in the above chemical formula 2, *" is the binding site with T1 in the above chemical formula 3-1.

[0109] According to yet another embodiment, in Formula 3-2, [ka] is a group represented by one of the following chemical formulas CY3(1) to CY3(37).

[0110] [ka] [ka]

[0111] In the above chemical formulas CY3(1) to CY3(37), Y3 is N, A 35 For the explanation of A3, see the explanation of A3 in this specification. R 31 ~R 35 The description of each of these groups refers to the description of R3 in this specification, but R 31 ~R 35 are not hydrogen, respectively, *' is a binding site with M1 in Chemical Formula 1 above, *" is the binding site with T3 in the above chemical formula 3-2.

[0112] For example, in the above chemical formulas CY3(17) to CY3(37), A 35 teeth, a single bond; or Deuterium, C1-C 20 Alkyl groups, deuterated C1-C 20 Alkyl groups, phenyl groups, (C1-C 20 alkyl), phenyl, naphthyl, (C1-C 20 alkyl)naphthyl group, phenanthrenyl group, (C1-C 20 a benzene, naphthalene, phenanthrene, dibenzofuran, or dibenzothiophene group, substituted or unsubstituted with alkyl)phenanthrenyl, dibenzofuranyl, dibenzothiophenyl, or any combination thereof; R 35 teeth, Hydrogen, deuterium, or C1-C 20 an alkyl group; or Deuterium, C1-C 20 Alkyl groups, deuterated C1-C 20 Alkyl groups, phenyl groups, (C1-C 20 alkyl), phenyl, naphthyl, (C1-C 20 alkyl)naphthyl group, phenanthrenyl group, (C1-C 20 a phenyl, naphthyl, phenanthrenyl, dibenzofuranyl, or dibenzothiophenyl group, substituted or unsubstituted with alkyl), phenanthrenyl, dibenzofuranyl, or dibenzothiophenyl, or any combination thereof;

[0113] Further, as another example, in the above chemical formulas CY3(17) to CY3(37), R 35 At least one C1-C 20 alkyl group and at least one C6-C 20 C6-C simultaneously substituted with aryl groups 20 It is an aryl group.

[0114] According to yet another embodiment, in Formula 3-2,

[0115] [ka] is a group represented by one of the following chemical formulas CY4(1) to CY4(38).

[0116] [ka] [ka]

[0117] In the above chemical formulas CY4(1) to CY4(38), Y4 is C, X 41 is O, S, N(R 47 ), C(R 47 )(R 48 ), or Si(R 47 )(R 48 ) and R 41 ~R 48 For the explanation of R, refer to the explanation of R in this specification. 41 ~R 46 are not hydrogen, respectively, * is a binding site with M1 in Chemical Formula 1 above, *" is the binding site with T3 in the above chemical formula 3-2.

[0118] According to still another embodiment, a1 R1 in Formula 3-1 (e.g., R 11~R 18 a4 R4 in the above chemical formula 3-2 (for example, R 41 ~R 46 ) are each independently hydrogen, deuterium, -F, or a cyano group; or Deuterium, -F, cyano group, C1-C 20 Alkyl groups, deuterated C1-C 20 Alkyl groups, C3-C 10 Cycloalkyl groups, (C1-C 20 Alkyl)C3-C 10 Cycloalkyl groups, phenyl groups, (C1-C 20 C1-C alkyl)phenyl, naphthyl, pyridinyl, furanyl, thiophenyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, or any combination thereof, substituted or unsubstituted. 20 Alkyl groups, C3-C 10 a cycloalkyl group, a phenyl group, a naphthyl group, a pyridinyl group, a furanyl group, a thiophenyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, or a dibenzothiophenyl group; provided that R in the above chemical formulas CY4(1) to CY4(38) is 41 ~R 46 are not hydrogen.

[0119] According to yet another embodiment, the organometallic compound includes at least one deuterium atom.

[0120] In the above formulas 3-1 and 3-2, 1) two or more of the plurality of R1 are optionally linked to each other, and at least one R 10a Substituted or unsubstituted C5-C 30 a carbocyclic group, or at least one R 10a Substituted or unsubstituted C2-C 30 2) two or more of the plurality of R2 are optionally linked to each other, and at least one R 10a Substituted or unsubstituted C5-C 30 a carbocyclic group, or at least one R 10aSubstituted or unsubstituted C2-C 30 3) two or more of the plurality of R3 are optionally linked to each other, and at least one R 10a Substituted or unsubstituted C5-C 30 a carbocyclic group, or at least one R 10a Substituted or unsubstituted C2-C 30 4) two or more of the plurality of R4 are optionally linked to each other, and at least one R 10a Substituted or unsubstituted C5-C 30 a carbocyclic group, or at least one R 10a Substituted or unsubstituted C2-C 30 5) two or more of R1 to R4, R7, and R8 are optionally linked to each other, and at least one R 10a Substituted or unsubstituted C5-C 30 a carbocyclic group, or at least one R 10a Substituted or unsubstituted C2-C 30 Forms a heterocyclic group. 10a For the explanation of , refer to the explanation of R1.

[0121] In this specification, * and *' respectively indicate bonding sites with adjacent atoms unless otherwise specified.

[0122] Those skilled in the art will be able to recognize how to synthesize the organometallic compound represented by Chemical Formula 1 above by referring to the synthesis examples described below.

[0123] Examples of the organometallic compound include one of the compounds in [Group 1] below, one of the compounds in [Group 2] below, and one of the compounds in [Group 3] below.

[0124] [Group 1]

[0125] [ka] [ka]

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[0126] [グループ2]

[0127]

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[0128] [グループ3]

[0129]

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[0130] The above-mentioned organometallic compounds have a charge capture ability (CCA) of 4.0 to 10.5. Even if the doping concentration of the organometallic compound is low, charge flow in layers (e.g., the light-emitting layer) of the organic light-emitting device using the organometallic compounds is effectively controlled, and phenomena such as triplet-triplet annihilation, triplet-polaton quenching, or charge accumulation at the interface of the light-emitting layer are substantially prevented, thereby significantly improving the lifetime of the organic light-emitting device. Considering the high cost of transition metals contained in organometallic compounds, the use of organometallic compounds with a charge capture ability (CCA) of 4.0 to 10.5 enables the mass production of organic light-emitting devices with long lifetimes at low cost. On the other hand, organic light-emitting devices using organometallic compounds with a CCA of less than 4.0 require a higher doping concentration of the organometallic compound to achieve sufficient CCA, resulting in high costs for the production of organic light-emitting devices with equivalent performance. Therefore, the use of organometallic compounds with a CCA of less than 4.0 reduces the productivity of organic light-emitting devices.

[0131] Thus, the organometallic compound represented by Chemical Formula 1 above is suitable for use as a dopant in an organic layer of an organic light-emitting device, for example, in an emissive layer in the organic layer. According to another aspect, there is provided an organic light-emitting device having a first electrode, a second electrode, and an organic layer disposed between the first electrode and the second electrode and including an emissive layer, wherein the organic layer comprises one or more organometallic compounds as described herein.

[0132] According to one embodiment, the light-emitting layer includes an organometallic compound.

[0133] According to another embodiment, the light-emitting layer includes an organometallic compound and emits green light, for example, having a maximum emission wavelength of 490 nm to 550 nm.

[0134] According to still another embodiment, the light-emitting layer further includes a host, and the content of the host is greater than the content of the organometallic compound. For example, the content of the organometallic compound is 4.60 mol% or less, 1.00 mol% to 4.60 mol%, 1.00 mol% to 4.25 mol%, 1.44 mol% to 4.60 mol%, or 1.44 mol% to 4.25 mol% per 100 mol% of the light-emitting layer. Even when the content of the organometallic compound is selected to be a low concentration of 4.6 mol% or less per 100 mol% of the light-emitting layer, the organic light-emitting device can still have a long lifetime. The use of the organometallic compound allows for mass production of long-life organic light-emitting devices at low cost.

[0135] In this specification, the phrase "(the organic layer) contains one or more organometallic compounds" is interpreted as "(the organic layer) contains one organometallic compound that belongs to the category of organometallic compounds described in this specification, or two or more different organometallic compounds that belong to the category of organometallic compounds described in this specification."

[0136] For example, the organic layer contains only Compound 1 as the organometallic compound. In this case, Compound 1 is present in the light-emitting layer of the organic light-emitting device. Alternatively, the organic layer contains Compound 1 and Compound 2 as organometallic compounds. In this case, Compound 1 and Compound 2 are present in the same layer (for example, Compound 1 and Compound 2 are both present in the light-emitting layer).

[0137] The first electrode is an anode that is a hole-injecting electrode and the second electrode is a cathode that is an electron-injecting electrode, or the first electrode is a cathode that is an electron-injecting electrode and the second electrode is an anode that is a hole-injecting electrode.

[0138] For example, in an organic light-emitting device, the first electrode is an anode, the second electrode is a cathode, and the organic layer further includes a hole transport region disposed between the first electrode and the light-emitting layer and an electron transport region disposed between the light-emitting layer and the second electrode, where the hole transport region includes a hole injection layer, a hole transport layer, an electron blocking layer, a buffer layer, or any combination thereof, and the electron transport region includes a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0139] In this specification, the term "organic layer" refers to a single and / or multiple layers disposed between a first electrode and a second electrode in an organic light-emitting device. The term "organic layer" includes not only organic compounds but also organometallic complexes containing metals.

[0140] Figure 1 is a schematic cross-sectional view of an organic light emitting device 10 according to an embodiment of the present invention. The structure and manufacturing method of the organic light emitting device according to an embodiment of the present invention will now be described with reference to Figure 1. The organic light emitting device 10 has a structure in which a first electrode 11, an organic layer 15, and a second electrode 19 are stacked in this order.

[0141] A substrate is additionally disposed below the first electrode 11 or above the second electrode 19. As the substrate, a substrate used in a general organic light-emitting device can be used, but a glass substrate or a transparent plastic substrate is used, which has excellent mechanical strength, thermal stability, transparency, surface smoothness, ease of handling, and waterproofness.

[0142] [First electrode 11 in organic light-emitting element 10]

[0143] The first electrode 11 is formed by depositing a first electrode material on the substrate using, for example, a deposition method or a sputtering method. The first electrode 11 is an anode. The first electrode material includes a material with a high work function to facilitate hole injection. The first electrode 11 may be a reflective electrode, a semi-transparent electrode, or a transparent electrode. Examples of the first electrode material include indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO2), and zinc oxide (ZnO). Alternatively, metals such as magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), and magnesium-silver (Mg-Ag) may be used.

[0144] The first electrode 11 has a single layer or a multi-layer structure including two or more layers, for example, a three-layer structure of ITO / Ag / ITO.

[0145] An organic layer 15 is disposed on top of the first electrode 11.

[0146] [Organic layer 15 in organic light-emitting element 10]

[0147] Organic layers 15 include a hole transport region, an emissive layer, and an electron transport region.

[0148] [Hole transport region in organic layer 15]

[0149] The hole transport region is disposed between the first electrode 11 and the light emitting layer.

[0150] The hole transport region includes a hole injection layer, a hole transport layer, an electron blocking layer, a buffer layer, or any combination thereof.

[0151] The hole transport region may include only a hole injection layer or only a hole transport layer, or may have a structure of a hole injection layer / hole transport layer or a hole injection layer / hole transport layer / electron blocking layer stacked in this order from the first electrode 11.

[0152] When the hole transport region includes a hole injection layer, the hole injection layer is formed on the first electrode 11 using various methods such as vacuum deposition, spin coating, casting, and Langmuir-Blodgett (LB) method.

[0153] When forming a hole injection layer by vacuum deposition, the deposition conditions vary depending on the compound used as the hole injection layer material, the structure of the hole injection layer, and the thermal properties of the layer. For example, the deposition temperature is about 100 to about 500°C, the vacuum degree is about 10 -8 ~about 10 -3 The pressure is selected from the range of about 0.01 to about 100 Å / sec, but is not limited thereto.

[0154] When forming a hole injection layer by spin coating, the coating conditions vary depending on the compound used as the hole injection layer material, the structure of the intended hole injection layer, and the thermal properties. The coating is performed at a coating speed of about 2,000 rpm to about 5,000 rpm, and the heat treatment temperature for removing the solvent after coating is selected from the temperature range of about 80°C to 200°C, but is not limited thereto.

[0155] The conditions for forming the hole transport layer and the electron blocking layer refer to the conditions for forming the hole injection layer.

[0156] The hole transport region includes, for example, m-MTDATA, TDATA, 2-TNATA, NPB, β-NPB, TPD, spiro-TPD, spiro-NPB, methylated-NPB, TAPC, HMTPD, 4,4′,4″-tris(N-carbazolyl)triphenylamine) (TCTA), polyaniline / dodecylbenzenesulfonic acid) (PANI / DBSA), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS), polyaniline / camphorsulfonic acid (PANI / CSA), polyaniline / poly(4-styrenesulfonate) (PANI / PSS), a compound represented by the following chemical formula 201, a compound represented by the following chemical formula 202, or any combination thereof.

[0157] [ka]

[0158] [ka]

[0159] [ka]

[0160] In the above formula 201, Ar 101 and Ar 102 are each independently deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphate group or a salt thereof, a C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl groups, C1-C 60 Alkoxy groups, C3-C 10 Cycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkyl groups, C1-C 10 Heterocycloalkenyl groups, C6-C 60 Aryl groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio groups, C1-C 60 A phenylene group, a pentalenylene group, an indenylene group, a naphthylene group, an azulenylene group, a heptalenylene group, an acenaphthylene group, a fluorenylene group, a phenalenylene group, a phenanthrenylene group, an anthracenylene group, a fluoranthenylene group, a triphenylenylene group, a pyrenylene group, a chrysenylenylene group, a naphthacenylene group, a picenylene group, a perylenylene group, or a pentacenylene group, which are substituted or unsubstituted with a heteroaryl group, a monovalent non-aromatic fused polycyclic group, a monovalent non-aromatic hetero-fused polycyclic group, or any combination thereof.

[0161] In the above chemical formula 201, xa and xb are each independently an integer of 0 to 5, or 0, 1, or 2. For example, xa is 1 and xb is 0, but is not limited thereto.

[0162] In the above chemical formulas 201 and 202, R 101 ~R 108 , R 111 ~R 119 , and R 121 ~R 124 are each independently Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 10 alkyl groups (e.g., methyl, ethyl, propyl, butyl, pentyl, hexyl, etc.), or C1-C 10 Alkoxy groups (e.g., methoxy, ethoxy, propoxy, butoxy, pentoxy, etc.); C1-C substituted or unsubstituted with deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphate group or a salt thereof, or any combination thereof 10 Alkyl group or C1-C 10 an alkoxy group; or Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 10 Alkyl groups, C1-C 10 phenyl, naphthyl, anthracenyl, fluorenyl, or pyrenyl groups, substituted or unsubstituted with alkoxy groups, or any combination thereof;

[0163] In the above chemical formula 201, R 109represents deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 20 Alkyl groups, C1-C 20 The alkyl group may be a phenyl, naphthyl, anthracenyl, or pyridinyl group, substituted or unsubstituted with an alkoxy group, a phenyl group, a naphthyl group, an anthracenyl group, or a pyridinyl group, or any combination thereof.

[0164] According to one embodiment, the compound represented by Formula 201 is represented by Formula 201A below.

[0165] [ka]

[0166] In the above formula 201A, R 101 , R 111 , R 112 , and R 109 For a detailed explanation, please refer to the above section.

[0167] For example, the hole transport region includes one of the following compounds HT1 to HT21, or any combination thereof.

[0168] [ka] [ka]

[0169] The thickness of the hole transport region is about 100 Å to about 10,000 Å, for example, about 100 Å to about 3,000 Å. When the hole transport region includes a hole injection layer, a hole transport layer, an electron blocking layer, or any combination thereof, the thickness of the hole injection layer is about 50 Å to about 10,000 Å, for example, about 100 Å to about 1,000 Å, and the thickness of the hole transport layer is about 50 Å to about 2,000 Å, for example, about 100 Å to about 1,500 Å. When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer satisfy the above-mentioned ranges, satisfactory hole transport properties can be obtained without a substantial increase in driving voltage.

[0170] In addition to the materials described above, the hole transport region may further comprise a charge generating material to enhance conductivity. The charge generating material may be dispersed uniformly or non-uniformly within the hole transport region.

[0171] The charge-generating material may be, for example, a p-dopant. The p-dopant may be a quinone derivative, a metal oxide, a cyano group-containing compound, or any combination thereof. For example, the p-dopant may be a quinone derivative such as tetracyanoquinone dimethane (TCNQ), 2,3,5,6-tetrafluorotetracyano-1,4-benzoquinone dimethane (F4-TCNQ), or F6-TCNNQ; a metal oxide such as tungsten oxide or molybdenum oxide; a cyano group-containing compound such as the following compound HT-D1; or any combination thereof.

[0172] [ka]

[0173] The hole transport region further includes a buffer layer.

[0174] The buffer layer compensates for the optical resonance distance depending on the wavelength of light emitted from the light emitting layer, thereby increasing efficiency.

[0175] On the other hand, when the hole-transporting region includes an electron-blocking layer, the material for the electron-blocking layer can be a material used in the hole-transporting region as described above, a host material described below, or any combination thereof. For example, when the hole-transporting region includes an electron-blocking layer, the material can be mCP, compound H21, or any combination thereof.

[0176] [Light-emitting layer in organic layer 15]

[0177] The light-emitting layer can be formed on the hole transport region using methods such as vacuum deposition, spin coating, casting, and the LB method. When forming the light-emitting layer by vacuum deposition or spin coating, the deposition and coating conditions vary depending on the compound used, and are generally selected from approximately the same range of conditions as those for forming the hole injection layer.

[0178] The light-emitting layer comprises a host and a dopant, and the dopant comprises the organometallic compound represented by Chemical Formula 1 above as described herein.

[0179] [Host in the light-emitting layer]

[0180] The host includes TPBi, TBADN, ADN (also referred to as "DNA"), CBP, CDBP, TCP, mCP, Compound H50, Compound H51, Compound H52, or any combination thereof.

[0181] [ka]

[0182] On the other hand, the host is composed of one compound and is a mixture of two or more different compounds.

[0183] According to one embodiment, the host includes an electron-transporting host including at least one electron-transporting moiety, a hole-transporting host without an electron-transporting moiety, or any combination thereof.

[0184] As used herein, the electron transporting moiety includes a cyano group, a π-electron deficient nitrogen-containing ring group, a group represented by one of the following chemical formulas, or any combination thereof.

[0185] [ka]

[0186] In the above chemical formula, *, *', and *" are each bonding sites with any adjacent atom.

[0187] For example, the electron transporting host comprises at least one π-electron rich ring group and at least one electron transporting moiety.

[0188] In another example, the hole-transporting host comprises at least one π-electron-rich ring group and does not comprise an electron-transporting moiety.

[0189] According to another embodiment, the host includes an electron transporting host and a hole transporting host, and the electron transporting host and the hole transporting host are different from each other.

[0190] In this specification, the term "π-electron-deficient nitrogen-containing cyclic group" refers to a cyclic group having at least one *-N=*' moiety, and examples thereof include an imidazole group, a pyrazole group, a thiazole group, an isothiazole group, an oxazole group, an isoxazole group, a pyridine group, a pyrazine group, a pyridazine group, a pyrimidine group, an indazole group, a purine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a phthalazine group, a naphthyridine group, a quinoxaline group, a quinazoline group, a cinnoline group, a phenanthridine group, an acridine group, a phenanthroline group, a phenazine group, a benzimidazole group, an isobenzothiazole group, a benzoxazole group, an isobenzoxazole group, a triazole group, a tetrazole group, an oxadiazole group, a triazine group, a thiadiazole group, an imidazopyridine group, an imidazopyrimidine group, and an azacarbazole group.

[0191] On the other hand, a π-electron-rich ring group is a ring group that does not contain a *-N=*' moiety, and examples thereof include a benzene group, a heptalene group, an indene group, a naphthalene group, an azulene group, an indacene group, an acenaphthylene group, a fluorene group, a spiro-bifluorene group, a benzofluorene group, a dibenzofluorene group, a phenalene group, a phenanthrene group, an anthracene group, a fluoranthene group, a triphenylene group, a pyrene group, a chrysene group, a naphthacene group, a picene group, a perylene group, a pentacene group, a hexacene group, and a pentacene group. , rubicene group, corozene group, ovalene group, pyrrole group, isoindole group, indole group, furan group, thiophene group, benzofuran group, benzothiophene group, benzocarbazole group, dibenzocarbazole group, dibenzofuran group, dibenzothiophene group, dibenzothiophenesulfone group, carbazole group, dibenzosilole group, indenocarbazole group, indolocarbazole group, benzofurocarbazole group, benzothienocarbazole group, triindolobenzene group, and the like.

[0192] According to yet another embodiment, the electron transporting host includes a compound represented by the following formula E-1:

[0193] According to yet another embodiment, the hole-transporting host includes a compound represented by the following formula H-1:

[0194] [Cade E-1] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21

[0195] In the above chemical formula E-1, Ar 301 is at least one R 10a Substituted or unsubstituted C5-C 60 a carbocyclic group, or at least one R 10a Substituted or unsubstituted C1-C 60 is a heterocyclic group, xb11 is 1, 2, or 3; L 301 are independently a single bond, a group represented by one of the following chemical formulas, at least one R 10a Substituted or unsubstituted C5-C 60 a carbocyclic group or a C1-C ... 60 It is a heterocyclic group, and in the following chemical formula, *, *', and *" each represent a bonding site with any adjacent atom, [ka] xb1 is an integer from 1 to 5, R 301 represents hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, a hydroxyl group, a cyano group, a nitro 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 phosphate group or a salt thereof, a substituted or unsubstituted C1-C 60 Alkyl groups, substituted or unsubstituted C2-C 60 Alkenyl groups, substituted or unsubstituted C2-C 60 Alkynyl groups, substituted or unsubstituted C1-C 60 Alkoxy groups, substituted or unsubstituted C3-C 10 Cycloalkyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkyl groups, substituted or unsubstituted C3-C 10 Cycloalkenyl groups, substituted or unsubstituted C1-C 10 Heterocycloalkenyl groups, substituted or unsubstituted C6-C 60 Aryl groups, substituted or unsubstituted C6-C 60 Aryloxy groups, substituted or unsubstituted C6-C 60 Arylthio groups, substituted or unsubstituted C1-C 60 Heteroaryl groups, substituted or unsubstituted monovalent non-aromatic condensed polycyclic groups, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic groups, -Si(Q 301 )(Q 302 )(Q 303 ), -N(Q 301 )(Q 302 ), -B(Q301 )(Q 302 ), -C(=O)(Q 301 ), -S(=O)2(Q 301 ), -S(=O)(Q 301 ), -P(=O)(Q 301 )(Q 302 ), or -P(=S)(Q 301 )(Q 302 ) and xb21 is selected from integers from 1 to 5; Q 301 ~Q 303 are independently C1-C 10 Alkyl groups, C1-C 10 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, or a naphthyl group; R 10a For the explanation of R1, refer to the explanation of R1 in this specification. At least one of the following conditions 1 to 3 must be satisfied.

[0196] <Condition 1>

[0197] Ar in the above chemical formula E-1 301 , L 301 , and R 301 At least one of the groups independently contains a π-electron deficient nitrogen-containing ring group.

[0198] <Condition 2>

[0199] L in the above chemical formula E-1 301 is a group represented by one of the following chemical formulas:

[0200] [ka]

[0201] <Condition 3>

[0202] R in the above chemical formula E-1 301 is a cyano group, -S(=O)2(Q 301 ), -S(=O)(Q 301), -P(=O)(Q 301 )(Q 302 ), or -P(=S)(Q 301 )(Q 302 )

[0203] [Chemical H-1] Ar 401 -(L 401 ) xd1 -(Ar 402 ) xd11

[0204] [ka]

[0205] [ka]

[0206] In the above chemical formulas H-1, 11, and 12, L 401 teeth, a single bond; or Deuterium, C1-C 10 Alkyl groups, C1-C 10 Alkoxy groups, π-electron-rich cyclic groups (such as phenyl groups, naphthyl groups, fluorenyl groups, carbazolyl groups, dibenzofuranyl groups, dibenzothiophenyl groups, triphenylenyl groups, biphenyl groups, terphenyl groups, and tetraphenyl groups), -Si(Q 401 )(Q 402 )(Q 403), or any combination thereof, substituted or unsubstituted π-electron rich ring groups (e.g., benzene group, heptalene group, indene group, naphthalene group, azulene group, indacene group, acenaphthylene group, fluorene group, spiro-bifluorene group, benzofluorene group, dibenzofluorene group, phenalene group, phenanthrene group, anthracene group, fluoranthene group, triphenylene group, pyrene group, chrysene group, naphthacene group, picene group, perylene group, pentacene group, hexacene group, rubycene group, a benzothienocarbazole group, a colozene group, an ovalene group, a pyrrole group, an isoindole group, an indole group, a furan group, a thiophene group, a benzofuran group, a benzothiophene group, a benzocarbazole group, a dibenzocarbazole group, a dibenzofuran group, a dibenzothiophene group, a dibenzothiophenesulfone group, a carbazole group, a dibenzosilole group, an indenocarbazole group, an indolocarbazole group, a benzofurocarbazole group, a benzothienocarbazole group, a triindolobenzene group, and the like; xd1 is an integer from 1 to 10, and when xd1 is 2 or more, L 401 are the same as or different from each other, Ar 401 is a group represented by the above chemical formula 11 or a group represented by the above chemical formula 12, Ar 402 teeth, A group represented by the above chemical formula 11 or a group represented by the above chemical formula 12; or Deuterium, C1-C 20 Alkyl groups, C1-C 20 an alkoxy group, a π-electron-rich cyclic group (e.g., a phenyl group, a naphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a biphenyl group, a terphenyl group, a triphenylenyl group, etc.), or a π-electron-rich cyclic group (e.g., a phenyl group, a naphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a biphenyl group, a terphenyl group, a triphenylenyl group, etc.) substituted or unsubstituted with any combination thereof; CY 401 and C.Y. 402are each independently a π-electron-rich ring group (e.g., a benzene group, a naphthalene group, a fluorene group, a carbazole group, a benzocarbazole group, an indolocarbazole group, a dibenzofuran group, a dibenzothiophene group, a dibenzosilole group, a benzonaphthofuran group, a benzonaphthothiophene group, a benzonaphthosilole group, etc.), A 21 is a single bond, O, S, N(R 51 ), C(R 51 )(R 52 ), or Si(R 51 )(R 52 ) and A 22 is a single bond, O, S, N(R 53 ), C(R 53 )(R 54 ), or Si(R 53 )(R 54 ) and A in the above chemical formula 12 21 and A 22 In the above, at least one is not a single bond, R 51 ~R 54 , R 60 and R 70 are each independently hydrogen or deuterium; C-C substituted or unsubstituted with deuterium, a π-electron rich ring group (e.g., a phenyl group, a naphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, etc.), or any combination thereof; 20 Alkyl groups and C1-C 20 alkoxy groups; Deuterium, C1-C 20 Alkyl groups, C1-C 20an alkoxy group, a π-electron-rich cyclic group (e.g., a phenyl group, a naphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a biphenyl group, etc.), or a π-electron-rich cyclic group (e.g., a phenyl group, a naphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a biphenyl group, a terphenyl group, a triphenylenyl group, etc.) substituted or unsubstituted with any combination thereof; or -Si(Q 404 )(Q 405 )(Q 406 ); and e1 and e2 are each independently an integer of 0 to 10, Q 401 ~Q 406 are independently hydrogen, deuterium, C1-C 20 Alkyl groups, C1-C 20 an alkoxy group or a π-electron-rich cyclic group (for example, a phenyl group, a naphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a biphenyl group, etc.); * indicates a bonding site with an adjacent atom.

[0207] According to one embodiment, in the above formula E-1, Ar 301 represents deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, phenyl group, biphenyl group, terphenyl group, naphthyl group, -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ), -P(=O)(Q 31 )(Q 32), or any combination thereof, substituted or unsubstituted with naphthalene, fluorene, spiro-bifluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene, fluoranthene, triphenylene, pyrene, chrysene, naphthacene, picene, perylene, pentaphene, indenoanthracene, dibenzofuran, or dibenzothiophene; xb1 L 301 At least one of the groups is independently selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, phenyl group, biphenyl group, terphenyl group, naphthyl group, -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ), -P(=O)(Q 31 )(Q 32 ), or any combination thereof, substituted or unsubstituted imidazole group, pyrazole group, thiazole group, isothiazole group, oxazole group, isoxazole group, pyridine group, pyrazine group, pyridazine group, pyrimidine group, indazole group, purine group, quinoline group, isoquinoline group, benzoquinoline group, phthalazine group, naphthyridine group, quinoxaline group, quinazoline group, cinnoline group, phenanthridine group, acridine group, phenanthroline group, phenazine group, benzimidazole group, isobenzothiazole group, benzoxazole group, isobenzoxazole group, triazole group, tetrazole group, oxadiazole group, triazine group, thiadiazole group, imidazopyridine group, imidazopyrimidine group, or azacarbazole group; R 301represents hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, C1-C 20 Alkyl groups, C1-C 20 Alkoxy group, phenyl group, biphenyl group, terphenyl group, tetraphenyl group, naphthyl group, -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ), or -P(=O)(Q 31 )(Q 32 ) and Q 31 ~Q 33 are independently C1-C 10 Alkyl groups, C1-C 10 It is an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, or a naphthyl group.

[0208] In another embodiment, R 301 is a chemical formula represented by one of the following chemical formulas 7-1 to 7-9.

[0209] [ka]

[0210] The electron transporting host is selected from, for example, the following compounds H-E1 to H-E84.

[0211] [ka] [ka] [ka] [ka] [ka] [ka]

[0212] As yet another example, the hole-transporting host is selected from the following compounds H-H1 to H-H103.

[0213] [ka] [ka] [ka] [ka] [ka] [ka] [ka]

[0214] According to yet another embodiment, the host includes an electron-transporting host and a hole-transporting host, the electron-transporting host includes a triphenylene group and a triazine group, and the hole-transporting host includes a carbazole group.

[0215] The weight ratio of the electron-transporting host to the hole-transporting host is 1:9 to 9:1, for example, 2:8 to 8:2, and another example is 4:6 to 6:4. When the weight ratio of the electron-transporting host to the hole-transporting host satisfies the above range, a balance of hole transport and electron transport into the light-emitting layer can be achieved.

[0216] When the organic light emitting device is a full-color organic light emitting device, the light emitting layer may be patterned into a red light emitting layer, a green light emitting layer, and / or a blue light emitting layer, or may have a structure in which red light emitting layer, green light emitting layer, and / or blue light emitting layer are stacked to emit white light.

[0217] The thickness of the light-emitting layer is about 100 Å to about 1,000 Å, for example, about 200 Å to about 600 Å. When the thickness of the light-emitting layer satisfies the above range, excellent light-emitting characteristics can be exhibited without a substantial increase in driving voltage.

[0218] [Electron transport region in the light-emitting layer]

[0219] An electron transport region is then deposited on top of the light-emitting layer.

[0220] The electron transport region includes a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0221] For example, the electron transport region may have a structure of hole blocking layer / electron transport layer / electron injection layer, or electron transport layer / electron injection layer. The electron transport layer may have a single layer structure or a multilayer structure containing two or more different materials.

[0222] The conditions for forming the hole blocking layer, electron transport layer, and electron injection layer in the electron transport region refer to the conditions for forming the hole injection layer.

[0223] When the electron transport region includes a hole-blocking layer, the hole-blocking layer includes, for example, at least one of BCP, Bphen, and BAlq.

[0224] [ka]

[0225] Alternatively, the hole-blocking layer may comprise a host, an electron-transporting layer material, an electron-injecting layer material, or any combination thereof, as described below.

[0226] The thickness of the hole-blocking layer is about 20 Å to about 1,000 Å, for example, about 30 Å to about 600 Å. When the thickness of the hole-blocking layer satisfies the above range, excellent hole-blocking properties can be obtained without a substantial increase in driving voltage.

[0227] The electron transport layer contains the above-mentioned BCP, Bphen, TPBi, the below-mentioned Alq3, BAlq, TAZ, NTAZ, or any combination thereof.

[0228] [ka]

[0229] Alternatively, the electron transport layer includes one of the following compounds ET1 to ET25, or any combination thereof.

[0230] [ka] [ka]

[0231] The thickness of the electron transport layer is about 100 Å to about 1,000 Å, for example, about 150 Å to about 500 Å. When the thickness of the electron transport layer satisfies the above range, satisfactory electron transport properties can be obtained without a substantial increase in driving voltage.

[0232] The electron transport layer further contains a metal-containing material in addition to the materials described above. The metal-containing material includes a Li complex, such as the following compound ET-D1 or ET-D2.

[0233] [ka]

[0234] The electron transport region also includes an electron injection layer that facilitates the injection of electrons from the second electrode 19 .

[0235] The electron injection layer comprises LiF, NaCl, CsF, Li2O, BaO, or any combination thereof.

[0236] The thickness of the electron injection layer is about 1 Å to about 100 Å, for example, about 3 Å to about 90 Å. When the thickness of the electron injection layer satisfies the above range, satisfactory electron injection characteristics can be obtained without a substantial increase in driving voltage.

[0237] A second electrode 19 is disposed on the organic layer 15. The second electrode 19 is a cathode. The second electrode 19 may be formed of a metal, alloy, or electrically conductive compound having a relatively low work function, or any combination thereof. Specific examples of the second electrode 19 include lithium (Li), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), and magnesium-silver (Mg-Ag). Alternatively, various modifications are possible, such as forming a transmissive second electrode 19 using ITO or IZO to obtain a top-emitting device.

[0238] Although the organic light-emitting device has been described above with reference to FIG. 1, it is not limited thereto.

[0239] According to yet another aspect, the organic light emitting device is included in an electronic device. Thus, an electronic device including the organic light emitting device is provided. The electronic device includes, for example, a display, a lighting device, a sensor, and the like.

[0240] In yet another aspect, there is provided a diagnostic composition comprising one or more organometallic compounds represented by Formula 1 above.

[0241] The organometallic compound represented by Chemical Formula 1 provides high luminescence efficiency, and therefore a diagnostic composition containing the organometallic compound has high diagnostic efficiency.

[0242] Diagnostic compositions are widely used in various diagnostic kits, diagnostic reagents, biosensors, biomarkers, and the like.

[0243] As used herein, C1-C 60 The alkyl group means a linear or branched saturated aliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms, C1-C 60 The alkylene group is C1-C 60 It means a divalent group having the same structure as an alkyl group.

[0244] As used herein, C1-C 60 Alkyl groups, C1-C 20 Alkyl groups and / or C1-C 10Examples of the alkyl group include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, an n-pentyl group, a tert-pentyl group, a neopentyl group, an isopentyl group, a sec-pentyl group, a 3-pentyl group, a sec-isopentyl group, an n-hexyl group, an isohexyl group, a sec-hexyl group, a tert-hexyl group, an n-heptyl group, an isoheptyl group, a sec-heptyl group, a tert-heptyl group, an n-octyl group, an isooctyl group, a sec-octyl group, a tert-octyl group, an n-nonyl group, an isononyl group, a sec-nonyl group, a tert-nonyl group, an n-decyl group, an isodecyl group, a sec-decyl group, a tert-decyl group, or any combination thereof. and the like, which may be substituted or unsubstituted, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isoheptyl, sec-heptyl, tert-heptyl, n-octyl, isooctyl, sec-octyl, tert-octyl, n-nonyl, isononyl, sec-nonyl, tert-nonyl, n-decyl, isodecyl, sec-decyl, or tert-decyl. For example, the above formula 9-33 is a branched C6 alkyl group, which can be seen as a tert-butyl group substituted with two methyl groups.

[0245] As used herein, C1-C 60 The alkoxy group is -OA. 101 (where A 101 is C1-C 60 means a monovalent group having the formula:

[0246] As used herein, C1-C 60 Alkoxy groups, C1-C 20 Alkoxy group or C1-C 10Examples of the alkoxy group include a methoxy group, an ethoxy group, a propoxy group, a butoxy group, or a pentoxy group.

[0247] As used herein, C2-C 60 Alkenyl groups are C2-C 60 The alkyl group has a structure containing one or more carbon-carbon double bonds at the middle or end thereof, and specific examples thereof include ethenyl, propenyl, and butenyl groups. 60 The alkenylene group is C2-C 60 It means a divalent group having the same structure as an alkenyl group.

[0248] As used herein, C2-C 60 Alkynyl groups are C2-C 60 It has a structure containing one or more carbon-carbon triple bonds in the middle or at the end of the alkyl group, and specific examples thereof include an ethynyl group and a propynyl group. 60 The alkynylene group is C2-C 60 It means a divalent group having the same structure as an alkynyl group.

[0249] As used herein, C3-C 10 Cycloalkyl groups are C3-C 10 means a monovalent saturated hydrocarbon monocyclic group, C3-C 10 The cycloalkylene group is the C3-C 10 It means a divalent group having the same structure as a cycloalkyl group.

[0250] As used herein, C3-C 10 Examples of cycloalkyl groups include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantanyl, norbornanyl (bicyclo[2.2.1]heptyl), bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, bicyclo[2.2.2]octyl, and the like.

[0251] As used herein, C1-C 10The heterocycloalkyl group is a C1-C10 alkyl group containing at least one heteroatom selected from N, O, P, Si, S, Ge, Se, and B as a ring-forming atom. 10 means a monovalent monocyclic group, C1-C 10 The heterocycloalkylene group is C1-C 10 It means a divalent group having the same structure as a heterocycloalkyl group.

[0252] As used herein, C1-C 10 Examples of heterocycloalkyl groups include silolanyl, silnanyl, tetrahydrofuranyl, tetrahydro-2H-pyranyl, and tetrahydrothiophenyl groups.

[0253] As used herein, C3-C 10 The cycloalkenyl group is C3-C 10 It means a monovalent monocyclic group that has at least one carbon-carbon double bond in the ring but does not have aromaticity, and specific examples thereof include a cyclopentenyl group, a cyclohexenyl group, and a cycloheptenyl group. 10 The cycloalkenylene group is C3-C 10 It means a divalent group having the same structure as a cycloalkenyl group.

[0254] As used herein, C1-C 10 The heterocycloalkenyl group is a C1-C6 heterocyclic group containing at least one heteroatom selected from N, O, P, Si, S, Ge, Se, and B as a ring-forming atom. 10 It is a monovalent monocyclic group having at least one double bond in the ring. 10 Specific examples of heterocycloalkenyl groups include a 2,3-dihydrofuranyl group, a 2,3-dihydrothiophenyl group, and the like. 10 The heterocycloalkenylene group is a C1-C 10 It means a divalent group having the same structure as a heterocycloalkenyl group.

[0255] As used herein, C6-C 60The aryl group is C6-C 60 means a monovalent group having a carbocyclic aromatic system, C6-C 60 The arylene group is C6-C 60 means a divalent group having a carbocyclic aromatic system. C6-C 60 Specific examples of the aryl group include a phenyl group, a naphthyl group, an anthracenyl group, a phenanthrenyl group, a pyrenyl group, and a chrysenyl group. 60 Aryl groups and C6-C 60 When the arylene group contains more than one ring, the two or more rings are fused together.

[0256] As used herein, C7-C 60 The alkylaryl group has at least one C1-C 60 C6-C substituted with alkyl groups 60 It means an aryl group.

[0257] As used herein, C1-C 60 The heteroaryl group contains at least one heteroatom selected from N, O, P, Si, S, Ge, Se, and B as a ring-forming atom, and is C-C 60 means a monovalent group having a cyclic aromatic system, C1-C 60 The heteroarylene group contains at least one heteroatom selected from N, O, P, Si, S, Ge, Se, and B as a ring-forming atom, and is C-C 60 means a divalent group having a carbocyclic aromatic system. C1-C 60 Specific examples of heteroaryl groups include pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, and isoquinolinyl groups. 60 Heteroaryl groups and C1-C 60 When the heteroarylene group contains more than one ring, the two or more rings are fused together.

[0258] As used herein, C2-C 60 The alkylheteroaryl group has at least one C-C 60 C1-C substituted with alkyl groups 60 It means a heteroaryl group.

[0259] As used herein, C6-C 60 The aryloxy group is -OA. 102 (where A 102 is C6-C 60 aryl group), and C6-C 60 The arylthio group is -SA 103 (where A 103 is C6-C 60 aryl group), and C1-C 60 The alkylthio group is -SA 104 (where A 104 is C1-C 60 (an alkyl group).

[0260] As used herein, a monovalent non-aromatic fused polycyclic group refers to a monovalent group (e.g., having 8 to 60 carbon atoms) in which two or more rings are fused together, the ring atoms are carbon, and the entire molecule is non-aromatic. Specific examples of monovalent non-aromatic fused polycyclic groups include a fluorenyl group. As used herein, a divalent non-aromatic fused polycyclic group refers to a divalent group having the same structure as a monovalent non-aromatic fused polycyclic group.

[0261] As used herein, a monovalent non-aromatic fused heteropolycyclic group refers to a monovalent group (e.g., having 1 to 60 carbon atoms) in which two or more rings are fused together and which contains, in addition to carbon, a heteroatom selected from N, O, P, Si, S, Ge, Se, and B as ring-forming atoms, and the entire molecule is non-aromatic. Examples of monovalent non-aromatic fused heteropolycyclic groups include a carbazolyl group. As used herein, a divalent non-aromatic fused heteropolycyclic group refers to a divalent group having the same structure as a monovalent non-aromatic fused heteropolycyclic group.

[0262] As used herein, C5-C 30 A carbocyclic group refers to a saturated or unsaturated ring group having only 5 to 30 carbon atoms as ring atoms. 30 The carbocyclic group may be a monocyclic group or a polycyclic group. 10a (substituted or unsubstituted) C5-C30 A "carbocyclic group" is, for example, (at least one R 10a and the like, each of which is substituted or unsubstituted with adamantane, norbornene, norbornane (bicyclo[2.2.1]heptane), bicyclo[1.1.1]pentane, bicyclo[2.1.1]hexane, bicyclo[2.2.2]octane, cyclopentane, cyclohexane, cyclohexene, benzene, naphthalene, anthracene, phenanthrene, triphenylene, pyrene, chrysene, 1,2,3,4-tetrahydronaphthalene, cyclopentadiene, silole, fluorene, and the like.

[0263] As used herein, C1-C 30 The heterocyclic group refers to a saturated or unsaturated ring group having, as ring-forming atoms, 1 to 30 carbon atoms and at least one heteroatom selected from N, O, P, Si, Se, Ge, B, and S. 30 The heterocyclic group is a monocyclic group or a polycyclic group. 10a (substituted or unsubstituted) C1-C 30 The "heterocyclic group" is, for example, (at least one R 10athiophene group, furan group, pyrrole group, silole group, borole group, phosphole group, selenophene group, germole group, benzothiophene group, benzofuran group, indole group, indene group, benzosilole group, benzoborole group, benzophosphole group, benzoselenophene group, benzogermole group, dibenzothiophene group, dibenzofuran group, carbazole group, dibenzosilole group, dibenzoborole group, dibenzophosphole group, dibenzothiophene group, dibenzoselenophene group, dibenzogermole group, dibenzothiophene 5-oxide group, 9H-fluoren-9-one group, dibenzothiophene 5,5-dioxide group, azabenzothiophene group, azabenzofuran group, azaindole group, azaindene group, azabenzosilole group, azabenzoborole group, azabenzophosphole group, azabenzoselenophene group, azabenzogermole group, azadibenzothiophene group, azadibenzofuran group, Azacarbazole group, azafluorene group, azadibenzosilole group, azadibenzoborole group, azadibenzophosphole group, azadibenzoselenophene group, azadibenzogermole group, azadibenzothiophene 5-oxide group, aza-9H-fluoren-9-one group, azadibenzothiophene 5,5-dioxide group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, quinoxaline group, quinazoline group, phenanthroline group, pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, thiazole group, isothiazole group, oxadiazole group, thiadiazole group, benzopyrazole group, benzimidazole group, benzoxazole group, benzothiazole group, benzoxadiazole group, benzothiadiazole group, 5,6,7,8-tetrahydroisoquinoline group, 5,6,7,8-tetrahydroquinoline group, and the like.

[0264] As used herein, "deuterated C1-C 60 Alkyl groups (or deuterated C1-C 20 alkyl groups), deuterated C3-C 10 Cycloalkyl groups, deuterated C1-C 10"Heterocycloalkyl group" and "deuterated phenyl group" refer to C1-C10 substituted with at least one deuterium. 60 Alkyl group (or C1-C 20 alkyl groups, etc.), C3-C 10 Cycloalkyl groups, C1-C 10 For example, a "deuterated C alkyl group (i.e., a deuterated methyl group)" includes -CD, -CDH, and -CDH, and a "deuterated C-C 10 For examples of "cycloalkyl groups," see, for example, Chemical Formula 10-501 above. 60 Alkyl groups (or deuterated C1-C20 alkyl groups, etc.) and deuterated C3-C 10 Cycloalkyl groups, deuterated C1-C 10 A "heterocycloalkyl group" or a "deuterated phenyl group" refers to a fully deuterated C-C group in which all hydrogen atoms in the group have been replaced with deuterium atoms. 60 Alkyl group (or fully deuterated C1-C 20 alkyl groups, etc.), fully deuterated C3-C 10 Cycloalkyl groups, fully deuterated C1-C 10 a heterocycloalkyl group or a fully deuterated phenyl group, or ii) a partially deuterated C-C group in which not all hydrogen atoms in the group are replaced with deuterium atoms. 60 Alkyl group (or partially deuterated C1-C 20 alkyl groups, etc.), partially deuterated C3-C 10 Cycloalkyl groups, partially deuterated C1-C 10 It is a heterocycloalkyl group or a partially deuterated phenyl group.

[0265] As used herein, "(C1-C 20 (Alkyl) "X" group means at least one C-C 20 It refers to an "X" group substituted with an alkyl group. For example, as used herein, "(C1-C 20 Alkyl)C3-C 10 "Cycloalkyl group" means a group having at least one C1-C20 C3-C substituted with alkyl groups 10 It represents a cycloalkyl group, and "(C1-C 20 "(alkyl)phenyl group" means a group having at least one C1-C 20 This refers to a phenyl group substituted with an alkyl group. An example of a (C1 alkyl)phenyl group is a toluyl group.

[0266] In this specification, "azaindole group, azabenzoborole group, azabenzophosphole group, azaindene group, azabenzosilole group, azabenzogermole group, azabenzothiophene group, azabenzoselenophene group, azabenzofuran group, azacarbazole group, azadibenzoborole group, azadibenzophosphole group, azafluorene group, azadibenzosilole group, azadibenzogermole group, azadibenzothiophene group, azadibenzoselenophene group, azadibenzofuran group, azadibenzothiophene 5-oxide group, aza-9H-fluoren-9-one group, azadibenzothiophene 5,5-dioxide group" respectively mean or "indole group, benzoborole group, benzophosphole group, indene group, benzosilole group, benzogermole group, benzothiophene group, benzoselenophene group, benzofuran group, carbazole group, dibenzoborole group, dibenzophosphole group, fluorene group, dibenzosilole group, dibenzogermole group, dibenzothiophene group, dibenzoselenophene group, dibenzofuran group, dibenzothiophene-5-oxide group, 9H-fluoren-9-one group, dibenzothiophene-5,5-dioxide group," but at least one of the carbon atoms forming the ring is replaced with nitrogen.

[0267] The above-mentioned substituted C5-C 30 Carbocyclic groups, substituted C2-C 30 Heterocyclic groups, substituted C1-C 60 Alkyl groups, substituted C2-C 60 Alkenyl groups, substituted C2-C 60 Alkynyl groups, substituted C1-C 60 Alkoxy groups, substituted C1-C 60Alkylthio groups, substituted C3-C 10 Cycloalkyl groups, substituted C1-C 10 Heterocycloalkyl groups, substituted C3-C 10 Cycloalkenyl groups, substituted C1-C 10 Heterocycloalkenyl groups, substituted C6-C 60 Aryl groups, substituted C7-C 60 Alkylaryl groups, substituted C6-C 60 Aryloxy groups, substituted C6-C 60 Arylthio groups, substituted C1-C 60 Heteroaryl groups, substituted C2-C 60 The substituents of the alkylheteroaryl group, the substituted monovalent non-aromatic fused polycyclic group, and the substituted monovalent non-aromatic fused polycyclic group are each independently: Deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl group, cyano group, nitro group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl group, or C1-C 60 alkoxy groups; Deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl group, cyano group, nitro group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl groups, C6-C 60 Aryl groups, C7-C 60 Alkylaryl groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio groups, C1-C 60 Heteroaryl groups, C2-C60 Alkylheteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -N(Q 11 )(Q 12 ), -Si(Q 13 )(Q 14 )(Q 15 ), -B(Q 16 )(Q 17 ), -P(=O)(Q 18 )(Q 19 ), -P(Q 18 )(Q 19 ), or any combination thereof, C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl group, or C1-C 60 alkoxy groups; Deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl group, cyano group, nitro group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphate group or its salt, C1-C 60 Alkyl groups, C2-C 60 Alkenyl groups, C2-C 60 Alkynyl groups, C1-C 60 Alkoxy groups, C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl groups, C6-C 60 Aryl groups, C7-C 60 Alkylaryl groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio groups, C1-C 60 Heteroaryl groups, C2-C 60 Alkylheteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -N(Q 21 )(Q 22 ), -Si(Q 23 )(Q 24 )(Q 25 ), -B(Q 26 )(Q27 ), -P(=O)(Q 28 )(Q 29 ), -P(Q 28 )(Q 29 ), or any combination thereof, substituted or unsubstituted, C3-C 10 Cycloalkyl groups, C1-C 10 Heterocycloalkyl groups, C3-C 10 Cycloalkenyl groups, C1-C 10 Heterocycloalkenyl groups, C6-C 60 Aryl groups, C7-C 60 Alkylaryl groups, C6-C 60 Aryloxy group, C6-C 60 Arylthio groups, C1-C 60 Heteroaryl groups, C2-C 60 an alkylheteroaryl group, a monovalent non-aromatic fused polycyclic group, or a monovalent non-aromatic fused heteropolycyclic group; -N(Q 31 )(Q 32 ), -Si(Q 33 )(Q 34 )(Q 35 ), -B(Q 36 )(Q 37 ), -P(=O)(Q 38 )(Q 39 ), or -P(Q 38 )(Q 39 ); or Any combination thereof;

[0268] In this specification, Q1 to Q9, Q 11 ~Q 19 , Q 21 ~Q 29 , and Q 31 ~Q 39 are each independently hydrogen; deuterium; -F; -Cl; -Br; -I; a hydroxyl group; a cyano group; a nitro 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 phosphate group or a salt thereof; deuterium, C1-C 60 Alkyl groups, C6-C 60 aryl groups, or any combination thereof, substituted or unsubstituted C1-C 60Alkyl group; C2-C 60 Alkenyl group; C2-C 60 Alkynyl group; C1-C 60 Alkoxy group; C3-C 10 Cycloalkyl groups; C1-C 10 Heterocycloalkyl group; C3-C 10 Cycloalkenyl group; C1-C 10 Heterocycloalkenyl group; deuterium, C1-C 60 Alkyl groups, C6-C 60 C6-C substituted or unsubstituted aryl groups or any combination thereof 60 Aryl group; C6-C 60 Aryloxy group; C6-C 60 Arylthio group; C1-C 60 a heteroaryl group; a monovalent non-aromatic fused polycyclic group; or a monovalent non-aromatic fused polycyclic heterocyclic group.

[0269] Hereinafter, the compound and organic light-emitting device according to an 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 synthesis examples below, when it is stated that "'B' was used instead of 'A'," the amount of "B" used and the amount of "A" used are the same on a molar equivalent basis.

[0270] [Example]

[0271] ≪Synthesis example 1 (compound D10)≫

[0272] [ka]

[0273] <Synthesis of Compound D10(1)>

[0274] 4-isobutyl-2-phenyl-5-(trimethylsilyl)pyridine (7.5 g, 26.7 mmol) and iridium chloride (4.1 g, 11.9 mmol) were mixed with 120 mL of ethoxyethanol and 40 mL of distilled water, and the mixture was refluxed and stirred for 24 hours, after which the temperature was lowered to room temperature. The resulting solid was separated by filtration and thoroughly washed with water, methanol, and hexane in that order. The resulting solid was dried in a vacuum oven to obtain 7.43 g of compound D10(1) (79% yield).

[0275] <Synthesis of Compound D10(2)>

[0276] Compound D10(1) (3.0 g, 1.91 mmol) was mixed with 60 mL of methylene chloride, and then AgOTf (0.98 g, 3.81 mmol) was mixed with 20 mL of methanol and added. The mixture was then shielded from light with aluminum foil and stirred at room temperature for 18 hours. The resulting solid was removed by filtration through Celite, and the filtrate was reduced in pressure to obtain a solid (compound D10(2)). This solid was used in the next reaction without further purification.

[0277] <Synthesis of Compound D10>

[0278] Compound D10(2) (3.68 g, 3.79 mmol) and 2-methyl-8-(1-methyl-1H-benzo[d]imidazol-2-yl)benzofuro[2,3-b]pyridine (4.17 mmol) were mixed with 50 mL of 2-ethoxyethanol and 50 mL of dimethylformamide and refluxed at 130 °C for 48 hours, after which the temperature was reduced. The resulting mixture was decompressed to obtain a solid, which was then subjected to column chromatography under methylene chloride (MC):hexane conditions to obtain 1.8 g of compound D10 (44% yield). The substance was identified through mass spectrometry and high performance liquid chromatography (HPLC) analysis. HRMS(MALDI) calculation for C 56 H 62 IrN5OSi2:m / z 1069.4122 found:1069.4128

[0279] ≪Synthesis Example 2 (Compound D11)≫

[0280] [ka]

[0281] <Synthesis of Compound D11(1)>

[0282] Compound D11(1) was synthesized using the same method as that for compound D10(1) in Synthesis Example 1 above, except that 8-(4-isopropylpyridin-2-yl)-2-methylbenzofuro[2,3-b]pyridine was used instead of 4-isobutyl-2-phenyl-5-(trimethylsilyl)pyridine.

[0283] <Synthesis of Compound D11(2)>

[0284] Compound D11(2) was synthesized using the same method as that for compound D10(2) in Synthesis Example 1 above, except that compound D11(1) was used instead of compound D10(1).

[0285] <Synthesis of Compound D11>

[0286] Compound D11 (2) and 4-isobutyl-2-phenyl-5-(trimethylsilyl)pyridine were used instead of compound D10 (2) and 2-methyl-8-(1-methyl-1H-benzo[d]imidazol-2-yl)benzofuro[2,3-b]pyridine, respectively. Compound D11 (0.7 g, 32% yield) was obtained using the same method as for compound D10 in Synthesis Example 1. The substance was identified through mass spectrometry and HPLC analysis. HRMS(MALDI) calculation for C 58 H 58 IrN5O2Si:m / z 1077.3989 found:1077.3995

[0287] Synthesis Example 3 (Compound D12)

[0288] [ka]

[0289] Compound D12 (0.8) g (36% yield) was obtained using the same method as for compound D10 in Synthesis Example 1, except that 8-(4-isobutylpyridin-2-yl)-2-methylbenzofuro[2,3-b]pyridine was used instead of 2-methyl-8-(1-methyl-1H-benzo[d]imidazol-2-yl)benzofuro[2,3-b]pyridine. The material was identified through mass spectrometry and HPLC analysis. HRMS(MALDI) calculation for C 57 H67 IrN4OSi2:m / z 1072.4483 found:1072.4476

[0290] Synthesis Example 4 (Compound D13)

[0291] [ka]

[0292] Compound D13 (0.7 g, 41% yield) was obtained using the same method as for compound D10 in Synthesis Example 1, except that 8-(4-isopropylpyridin-2-yl)-2-methylbenzofuro[2,3-b]pyridine was used instead of 2-methyl-8-(1-methyl-1H-benzo[d]imidazol-2-yl)benzofuro[2,3-b]pyridine. The material was identified through mass spectrometry and HPLC analysis. HRMS(MALDI) calculation for C 56 H 65 IrN4OSi2:m / z 1058.4326 found:1058.4321

[0293] ≪Synthesis Example 5 (Compound D14)≫

[0294] [ka]

[0295] <Synthesis of Compound D14(1)>

[0296] Compound D14(1) was synthesized using the same method as that for compound D10(1) in Synthesis Example 1 above, except that 5-(trimethylsilyl)-2-phenylpyridine was used instead of 4-isobutyl-2-phenyl-5-(trimethylsilyl)pyridine.

[0297] <Synthesis of Compound D14(2)>

[0298] Compound D14(2) was synthesized using the same method as that for synthesizing compound D10(2) in Synthesis Example 1 above, except that compound D14(1) was used instead of compound D10(1).

[0299] <Synthesis of Compound D14>

[0300] Compound D14 (1.2 g, 30% yield) was obtained using the same method as for compound D10 in Synthesis Example 1, except that compound D14 (2) and 8-(1-(3,5-isobutyl-[1,1'-biphenyl]-4-yl)-1H-benzo[d]imidazol-2-yl)-4-dibenzofuran were used instead of compound D10 (2) and 2-methyl-8-(1-methyl-1H-benzo[d]imidazol-2-yl)benzofuro[2,3-b]pyridine. The substance was identified through mass spectrometry and HPLC analysis. HRMS(MALDI) calculation for C 64 H 61 IrN4OSi2:m / z 1150.4013 found:1150.4019

[0301] Synthesis Example 6 (Compound D15)

[0302] [ka]

[0303] Compound D15 (1.8 g, 47% yield) was obtained using the same method as for compound D10 in Synthesis Example 1, except that 2-methyl-8-(1-biphenyl-1H-benzo[d]imidazol-2-yl)benzofuro[2,3-b]pyridine was used instead of 2-methyl-8-(1-methyl-1H-benzo[d]imidazol-2-yl)benzofuro[2,3-b]pyridine. The material was identified through mass spectrometry and HPLC analysis. HRMS(MALDI) calculation for C 67 H 68 IrN5OSi2:m / z 1207.4592 found:1207.4585

[0304] ≪Synthesis Example 7 (Compound D16)≫

[0305] [ka]

[0306] Compound D16 (1.8 g, 47% yield) was obtained using the same method as for compound D10 in Synthesis Example 1, except that 8-(1-(3,5-diisopropyl-[1,1'-biphenyl]-4-yl)-1H-benzo[d]imidazol-2-yl)-2-(methyl-d3)benzofuro[2,3-b]pyridine was used instead of 2-methyl-8-(1-methyl-1H-benzo[d]imidazol-2-yl)benzofuro[2,3-b]pyridine. The material was identified through mass spectrometry and HPLC analysis. HRMS(MALDI) calculation for C 67 H 68IrN5OSi2:m / z 1207.4592 found:1207.4585

[0307] ≪Synthesis Example 8 (Compound D17)≫

[0308] [ka]

[0309] <Synthesis of Compound D17(1)>

[0310] Compound D17(1) was synthesized using the same method as that for compound D10(1) in Synthesis Example 1 above, except that 4-(2-methylpropyl-1,1-d2)-2-phenyl-5-(trimethylsilyl)pyridine was used instead of 4-isobutyl-2-phenyl-5-(trimethylsilyl)pyridine.

[0311] <Synthesis of Compound D17(2)>

[0312] Compound D17(2) was synthesized using the same method as that for compound D10(2) in Synthesis Example 1 above, except that compound D17(1) was used instead of compound D10(1).

[0313] <Synthesis of Compound D17>

[0314] Compound D17(2) and 2-(dibenzo[b,d]furan-4-yl)-1-(3,5-diisopropyl-[1,1'-biphenyl]-4-yl)-1H-benzo[d]imidazole were used instead of compound D10(2) and 2-methyl-8-(1-methyl-1H-benzo[d]imidazol-2-yl)benzofuro[2,3-b]pyridine, respectively. Compound D17 (1.9 g, 43% yield) was obtained using the same method as for compound D10 in Synthesis Example 1 above. The substance was identified through mass spectrometry and HPLC analysis. HRMS(MALDI) calculation for C 73 H 75 IrN4OSi2:m / z 1280.5673 found:1280.5671

[0315] ≪Synthesis Example 9 (Compound D18)≫

[0316] [ka]

[0317] 2.5 g (32% yield) of compound D18 was obtained using the same method as for compound D10 in Synthesis Example 1 above, except that 8-(1-(5'-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-yl)-1H-benzo[d]imidazol-2-yl)-4-dibenzofuran was used instead of 2-methyl-8-(1-methyl-1H-benzo[d]imidazol-2-yl)benzofuro[2,3-b]pyridine. The compound was identified through mass spectrometry and HPLC analysis. HRMS(MALDI) calculation for C 77 H79 IrN4OSi2: m / z 1324.5422 found: 1324.5416

[0318] <<Evaluation Example 1>>

[0319] The dipole moments (DM) and polarization determinants (PD) of each of Compounds D1 - D8 and Compounds D10 - D18 were evaluated by density functional theory (DFT) calculations based on Hartree atomic units, and from these, the charge capture ability (CCA) of each compound was calculated by <Equation 1> (i.e., 5×10 -9 ×DM×PD) described herein and shown in Table 1 below. Specifically, when evaluating DM and PD, the Gaussian09 program was used. When using the Gaussian09 program, for the metals contained in Compounds D1 - D8 and Compounds D1o - D18, the B3LYP / LanL2DZ function was used, and for the organic ligands contained in Compounds D1 - D8 and Compounds D10 - D18, the B3LYP / 6 - 31G(d,p) function was used to optimize the molecular structure of each compound.

[0320] [Table 1] <|

[0321] [Chemical Structure]

[0322] From Table 1 above, it can be confirmed that the charge capture ability (CCA) of Compounds D1 - D8 is less than 4.0, while the charge capture ability (CCA) of Compounds D10 - D18 belongs to the range of 4.0 - 10.5.

[0323] [Fabrication of OLED D1 - 1]

[0324] As an anode, a glass substrate with ITO patterned was cut into a size of 50 mm × 50 mm × 0.5 mm, ultrasonically cleaned with isopropyl alcohol and pure water for more than 5 minutes respectively, then irradiated with ultraviolet light for 30 minutes to be exposed to ozone for cleaning, and installed in a vacuum evaporation apparatus.

[0325] On the top of the anode, compound HT3 and compound F6-TCNNQ were co-evaporated in vacuum at a weight ratio of 98:2 to form a 100 Å thick hole injection layer. After compound HT3 was vacuum-evaporated on the top of the hole injection layer to form a 1,350 Å thick hole transport layer, a 300 Å thick electron blocking layer was formed with compound H-H1 on the top of the hole transport layer.

[0326] Next, compound H-H1, compound H-E43, and compound D1 (dopant) were co-evaporated on the electron blocking layer to form a 400 Å thick light-emitting layer. Here, the weight ratio of compound H-H1 to compound H-E43 was 1:1, and the content of compound D1 was adjusted to 2.86 mol% per 100 mol% of the light-emitting layer as described in Table 2 below.

[0327] Thereafter, compound ET3 and compound ET-D1 were co-evaporated in a volume ratio of 50:50 on the top of the light-emitting layer to form a 350 Å thick electron transport layer. Compound ET-D1 was vacuum-evaporated on the top of the electron transport layer to form a 10 Å thick electron injection layer. By vacuum-evaporating Al on the top of the electron injection layer to form a 1,000 Å thick cathode, an organic light-emitting device was fabricated.

[0328]

Chemical formula

[0329] <Fabrication of OLED D1-2 to OLED D8-5 and OLED D10-1 to OLED D18-5>

[0330] OLEDs D1-2 to D8-5 and OLEDs D10-1 to D18-5 were fabricated using the same method as for OLED D1-1, except that the compounds used as dopants and / or the amounts of the dopants were changed as shown in Tables 2 and 3 below.

[0331] <Evaluation Example 2>

[0332] The lifespan (LT) of each of OLED D1-1 to OLED D8-5 and OLED D10-1 to OLED D18-5 (total of 85 OLEDs) 97 The results are shown in Tables 2 and 3 below. A current-voltage meter (Keithley 2400) and a luminance meter (Minolta Cs-1000A) were used as evaluation equipment, and the lifespan (LT 97 ) (at 16,000 nits) was evaluated based on the time (hr) it took for the brightness to drop to 97% of the initial brightness of 100%. 97 ) is shown as a relative value (%), but the lifespan (LT 97 ) the longest life (LT97) is listed as 100%, and the life of the remaining four elements (LT 97 ) are listed as relative values. Therefore, the lifetime (LT 97 Even if the relative value (%) of the elements is listed as 100%, the lifespan (LT 97 The absolute values ​​(hr) of the lifetime (LT) of OLED D1-5 and OLED D2-5 are not necessarily the same. 97 The relative values ​​(%) of the lifetime (LT) of OLED D1-5 and OLED D2-5 are all listed as 100%. 972 is a contour plot of the data in Tables 2 and 3 below, where the x-axis indicates the charge capture ability (CCA), the y-axis indicates the dopant content (mol%) per 100 mol% of the emitting layer, and the z-axis indicates, by shading, the relative lifetime (%) of an organic light-emitting device having an emitting layer containing a dopant having the charge capture ability (CCA) on the x-axis at the content (mol%) on the y-axis.

[0333] [Table 2]

[0334] [Table 3]

[0335] From Table 2 and FIG. 2, it can be seen that in the devices employing each of the compounds D1 to D8 having a charge trapping ability (CCA) of less than 4.0, 100% of the lifetime (LT 97 It can be seen that the devices having a relative value (%) of 100% of the dopant content (LT) are devices in which the dopant content exceeds 4.6 mol% per 100 mol% of the light-emitting layer. Notably, in the devices employing each of the compounds D1 to D4, the lifetime (LT) of 100% was 97 It can be seen that the devices having a relative value (%) of the charge trapping ability (CCA) of 4.0 or more are devices in which the dopant content is 10 mol % or more per 100 mol % of the light-emitting layer. However, from Table 3 and Figure 2 above, it can be seen that the devices using each of the compounds D10 to D18 having a charge trapping ability (CCA) of 4.0 or more did not achieve 100% lifetime (LT 97 It can be confirmed that the devices having a relative value (%) of 4.6 mol % or less of the dopant content are devices having a dopant content of 4.6 mol % or less.

[0336] From the above, it can be seen that when a dopant having a CCA of less than 4.0 is used, a relatively high dopant concentration must be adopted to realize an organic light-emitting device with a long lifetime, but when a dopant having a CCA of 4.0 or more is used, a relatively low dopant concentration can be adopted to realize an organic light-emitting device with a long lifetime. Therefore, by using a dopant having a CCA of 4.0 or more, it is possible to mass-produce organic light-emitting devices with a long lifetime at low cost.

[0337] Although the embodiments of the present invention have been described in detail above, the present invention is not limited to the above-described embodiments and can be modified in various ways without departing from the technical concept of the present invention. [Explanation of symbols]

[0338] 10 Organic light-emitting device 11 1st electrode 15 Organic layer 19 2nd electrode

Claims

1. an organometallic compound having a charge capture ability (CCA) of 4.0 to 10.5, The charge capture ability (CCA) is expressed by the following Equation 1: a transition metal and n ligands bound to the transition metal; wherein n is an integer of 1 to 6; the n ligands include at least one ligand bonded to the transition metal via carbon, nitrogen, or a combination thereof; An organometallic compound, wherein the n ligands do not include a ligand bonded to the transition metal via two oxygen atoms. [Equation 1] Charge trapping energy (CCA) = 5 × 10 －９ ×DM×PD In the above <Formula 1>, D is the dipole moment of the organometallic compound evaluated by density functional theory (DFT) calculations based on Hartree atomic units; PD is the polarization determinant of the organometallic compound evaluated by density functional theory (DFT) calculations based on Hartree atomic units.

2. 2. The organometallic compound of claim 1, having a charge capture ability (CCA) of 4.30 to 10.

25.

3. 2. The organometallic compound of claim 1, which emits green light.

4. 2. The organometallic compound according to claim 1, which emits light having a maximum emission wavelength of 490 nm to 550 nm.

5. the transition metal is iridium, osmium, rhodium, or rhenium; wherein n is 3; 2. The organometallic compound of claim 1, wherein each of the n ligands is a bidentate ligand bonded to the transition metal via carbon, nitrogen, or a combination thereof.

6. 2. The organometallic compound according to claim 1, represented by the following chemical formula 1 or 2: [Chemical 1] M １ (L １ ) ｎ１ (L ２ ) ｎ２ [Case 2] M ２ (L １ )(L １１ ) In Formula 1, M １ is iridium, osmium, rhodium, or rhenium, In the formula 1, n1 and n2 are each independently 1 or 2, and n1 + n2 is 3; In the above formula 2, M ２ is platinum, palladium, or gold; In Formulas 1 and 2, L １ and L ２ are, independently of each other, bidentate ligands bonded to the transition metal through carbon, nitrogen, or a combination thereof; In the above formula 2, L １１ is a bidentate ligand, In the chemical formula 1, i) the L １ and the above L ２ are identical to each other, or ii) said L １ and the above L ２ are different from each other, In Formula 1, i) when n1 is 2, two L １ are identical to each other, or ii) when n1 is 2, two L １ are different from each other, or iii) when n2 is 2, two L ２ are identical to each other, or iv) when n2 is 2, two L ２ are different from each other, In the chemical formula 2, i) the L １ and the above L １１ are identical to each other, or ii) said L １ and the above L １１ are different from each other, n1 L of Formula 1 １ , and n2 L ２ two or more of are optionally linked to each other via a first linking group to form a tetradentate or hexadentate ligand; L of Formula 2 １ and L １１ are optionally linked to each other via a first linking group to form a tetradentate ligand.

7. In Formulas 1 and 2, L １ is a ligand represented by the following chemical formula 3-1, In Formula 1, L ２ is a ligand represented by the following chemical formula 3-2. 【Chemistry 3-1】 【Chemistry 3-2】 In the chemical formulas 3-1 and 3-2, Each of * and *' represents M in the formula 1. １ or the bonding site with M in the formula 2 ２ is the binding site for Y １ or Y ４ are each independently N or C; M of Formula 1 １ and M of the above formula 2 ２ and Y of the above Chemical Formula 3-1. １ The bond with M in Formula 1 is a coordinate bond. １ and M of the above formula 2 ２ and Y of the above Chemical Formula 3-1. ２ The bond with M in Formula 1 is a covalent bond. １ and Y in the above chemical formula 3-2. ３ The bond with M in Formula 1 is a coordinate bond. １ and Y in the above chemical formula 3-2. ４ The bond with is a covalent bond, Ring CY １ ~ring CY ４ are each independently C ５ -C ３０ Carbocyclic group or C ２ -C ３０ is a heterocyclic group, T １ and T ３ are each independently a single bond, a double bond, *-N(R ７ )-*', *-B(R ７ )-*', *-P(R ７ )-*', *-C(R ７ ) (R ８ )-*', *-Si(R ７ ) (R ８ )-*', *-Ge(R ７ ) (R ８ )-*', *-S-*', *-Se-*', *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O) ２ -*', *-C(R ７ ) = *', * = C(R ７ )-*', *-C(R ７ ) = C(R ８ )-*', *-C(=S)-*', or *-C≡C-*', wherein the * and the *' are each a bonding site to an adjacent atom, A １ or A ４ are each independently a single bond, at least one R １０ａ substituted or unsubstituted C ５ -C ３０ a carbocyclic group, or at least one R １０ａ substituted or unsubstituted C ２ -C ３０ is a heterocyclic group, b1 to b4 each independently represent an integer of 1 to 10, and when b1 is 2 or more, 2 or more A １ are the same or different from each other, and when b2 is 2 or more, two or more A ２ are the same or different from each other, and when b3 is 2 or more, ３ are the same or different from each other, and when b4 is 2 or more, ４ are the same as or different from each other, R １ ~R ４ , R ７ and R ８ are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, or —SF ５ , a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a substituted or unsubstituted C １ -C ６０ alkyl group, substituted or unsubstituted C ２ -C ６０ Alkenyl group, substituted or unsubstituted C ２ -C ６０ Alkynyl group, substituted or unsubstituted C １ -C ６０ Alkoxy group, substituted or unsubstituted C ３ -C １０ Cycloalkyl groups, substituted or unsubstituted C １ -C １０ Heterocycloalkyl groups, substituted or unsubstituted C ３ -C １０ Cycloalkenyl group, substituted or unsubstituted C １ -C １０ heterocycloalkenyl group, substituted or unsubstituted C ６ -C ６０ aryl group, substituted or unsubstituted C ６ -C ６０ aryloxy group, substituted or unsubstituted C ６ -C ６０ arylthio group, substituted or unsubstituted C １ -C ６０ a heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -N(Q １ ) (Q ２ ), -Si(Q ３ ) (Q ４ ) (Q ５ ), -Ge(Q ３ ) (Q ４ ) (Q ５ ), -B(Q ６ ) (Q ７ ), -P(=O)(Q ８ ) (Q ９ ), or -P(Q ８ ) (Q ９ ) and a1 to a4 are each independently an integer of 0 to 20, and when a1 is 2 or more, *-(A １ ) ｂ１ -R １ are the same or different, and when a2 is 2 or more, two or more *-(A ２ ) ｂ２ -R ２ are the same or different, and when a3 is 2 or more, two or more *-(A ３ ) ｂ３ -R ３ are the same or different, and when a4 is 2 or more, two or more *-(A ４ ) ｂ４ -R ４ are the same or different, Multiple R １ two or more of which may optionally be linked together, and at least one R １０ａ substituted or unsubstituted C ５ -C ３０ a carbocyclic group, or at least one R １０ａ substituted or unsubstituted C ２ -C ３０ forming a heterocyclic group, Multiple R ２ two or more of which may optionally be linked together, and at least one R １０ａ substituted or unsubstituted C ５ -C ３０ a carbocyclic group, or at least one R １０ａ substituted or unsubstituted C ２ -C ３０ forming a heterocyclic group, Multiple R ３ two or more of which may optionally be linked together, and at least one R １０ａ substituted or unsubstituted C ５ -C ３０ a carbocyclic group, or at least one R １０ａ substituted or unsubstituted C ２ -C ３０ forming a heterocyclic group, Multiple R ４ two or more of which may optionally be linked together, and at least one R １０ａ substituted or unsubstituted C ５ -C ３０ a carbocyclic group, or at least one R １０ａ substituted or unsubstituted C ２ -C ３０ forming a heterocyclic group, R １ ~R ４ , R ７ and R ８ two or more of which may optionally be linked together, and at least one R １０ａ substituted or unsubstituted C ５ -C ３０ a carbocyclic group, or at least one R １０ａ substituted or unsubstituted C ２ -C ３０ forming a heterocyclic group, R １０ａ The explanation regarding R １ See the explanation for The substituted C １ -C ６０ Alkyl groups, substituted C ２ -C ６０ Alkenyl groups, substituted C ２ -C ６０ Alkynyl group, substituted C １ -C ６０ Alkoxy groups, substituted C ３ -C １０ Cycloalkyl groups, substituted C １ -C １０ Heterocycloalkyl groups, substituted C ３ -C １０ Cycloalkenyl group, substituted C １ -C １０ Heterocycloalkenyl groups, substituted C ６ -C ６０ Aryl groups, substituted C ６ -C ６０ Aryloxy groups, substituted C ６ -C ６０ Arylthio groups, substituted C １ -C ６０ The substituents of the heteroaryl group, the substituted monovalent non-aromatic fused polycyclic group, and the substituted monovalent non-aromatic fused polycyclic heterocyclic group are: Deuterium, -F, -Cl, -Br, -I, -CD ３ , -CD ２ H, -CDH ２ , -CF ３ , -CF ２ H, -CFH ２ , a hydroxyl group, a cyano group, a nitro group, 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 phosphate group or a salt thereof, C １ -C ６０ Alkyl group, C ２ -C ６０ Alkenyl group, C ２ -C ６０ Alkynyl group, or C １ -C ６０ an alkoxy group; Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid group or a salt thereof, sulfonic acid group or a salt thereof, phosphate group 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 Heterocycloalkenyl group, C ６ -C ６０ Aryl group, C ６ -C ６０ Aryloxy group, C ６ -C ６０ Arylthio group, C １ -C ６０ Heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -N(Q １１ ) (Q １２ ), -Si(Q １３ ) (Q １４ ) (Q １５ ), -Ge(Q １３ ) (Q １４ ) (Q １５ ), -B(Q １６ ) (Q １７ ), -P(=O)(Q １８ ) (Q １９ ), -P(Q １８ ) (Q １９ ), or any combination thereof, １ -C ６０ Alkyl group, C ２ -C ６０ Alkenyl group, C ２ -C ６０ Alkynyl group, or C １ -C ６０ an alkoxy group; Deuterium, -F, -Cl, -Br, -I, -CD ３ , -CD ２ H, -CDH ２ , -CF ３ , -CF ２ H, -CFH ２ , a hydroxyl group, a cyano group, a nitro group, 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 phosphate group or a salt thereof, C １ -C ６０ Alkyl group, C ２ -C ６０ Alkenyl group, C ２ -C ６０ Alkynyl group, C １ -C ６０ Alkoxy group, C ３ -C １０ Cycloalkyl group, C １ -C １０ Heterocycloalkyl group, C ３ -C １０ Cycloalkenyl group, C １ -C １０ Heterocycloalkenyl group, C ６ -C ６０ Aryl group, C ６ -C ６０ Aryloxy group, C ６ -C ６０ Arylthio group, C １ -C ６０ Heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -N(Q ２１ ) (Q ２２ ), -Si(Q ２３ ) (Q ２４ ) (Q ２５ ), -Ge(Q ２３ ) (Q ２４ ) (Q ２５ ), -B(Q ２６ ) (Q ２７ ), -P(=O)(Q ２８ ) (Q ２９ ), -P(Q ２８ ) (Q ２９ ), or any combination thereof, substituted or unsubstituted, C ３ -C １０ Cycloalkyl group, C １ -C １０ Heterocycloalkyl group, C ３ -C １０ Cycloalkenyl group, C １ -C １０ Heterocycloalkenyl group, C ６ -C ６０ Aryl group, C ６ -C ６０ Aryloxy group, C ６ -C ６０ Arylthio group, C １ -C ６０ a heteroaryl group, a monovalent non-aromatic fused polycyclic group, or a monovalent non-aromatic fused heteropolycyclic group; -N(Q ３１ ) (Q ３２ ), -Ge(Q ３３ ) (Q ３４ ) (Q ３５ ), -B(Q ３６ ) (Q ３７ ), -P(=O)(Q ３８ ) (Q ３９ ), or -P(Q ３８ ) (Q ３９ ); or any combination thereof; Q １ ~Q ９ , the Q １１ ~Q １９ , the Q ２１ ~Q ２９ , and the Q ３１ ~Q ３９ are each independently hydrogen; deuterium; —F; —Cl; —Br; —I; a hydroxyl group; a cyano group; a nitro 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 phosphate group or a salt thereof; deuterium, C １ -C ６０ Alkyl group, C ６ -C ６０ aryl groups, or any combination thereof, substituted or unsubstituted C １ -C ６０ Alkyl group; C ２ -C ６０ Alkenyl group; C ２ -C ６０ Alkynyl group; C １ -C ６０ Alkoxy group; C ３ -C １０ Cycloalkyl group; C １ -C １０ Heterocycloalkyl group; C ３ -C １０ Cycloalkenyl group; C １ -C １０ Heterocycloalkenyl group; deuterium, C １ -C ６０ Alkyl group, C ６ -C ６０ aryl groups, or any combination thereof, substituted or unsubstituted C ６ -C ６０ Aryl group; C ６ -C ６０ Aryloxy group; C ６ -C ６０ Arylthio group; C １ -C ６０ a heteroaryl group; a monovalent non-aromatic fused polycyclic group; or a monovalent non-aromatic fused polycyclic heterocyclic group.

8. In the above chemical formulas 3-1 and 3-2, Y １ and Y ３ is N and Y ２ and Y ４ The organometallic compound according to claim 7, characterized in that:

9. In the above chemical formulas 3-1 and 3-2, the ring CY １ ~ring CY ４ are each independently i) a first ring, ii) a second ring, iii) a fused ring in which two or more first rings are fused to each other, iv) a fused ring in which two or more second rings are fused to each other, or v) a fused ring in which one or more first rings and one or more second rings are fused to each other, the first ring is a cyclopentane group, a cyclopentadiene group, a furan group, a thiophene group, a pyrrole group, a silole group, a germole group, a borole group, a phosphole group, an oxazole group, an oxadiazole group, an oxatriazole group, a thiazole group, a thiadiazole group, a thiatriazole group, a pyrazole group, an imidazole group, a triazole group, a tetrazole group, an azasilole group, an azagermole group, an azaborole group, or an azaphosphole group; 8. The organometallic compound according to claim 7, wherein the second ring is an adamantane group, a norbornane group, a norbornene group, a bicyclo[1.1.1]pentane group, a bicyclo[2.1.1]hexane group, a bicyclo[2.2.2]octane group, a cyclohexane group, a cyclohexene group, a benzene group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, or a triazine group.

10. In the above chemical formulas 3-1 and 3-2, Y １ and Y ３ is N, and the ring CY １ and ring CY ３ are each independently a group represented by one of the following chemical formulas CYN-1 to CYN-52, In the above chemical formulas 3-1 and 3-2, Y ２ and Y ４ is C and the ring CY ２ and ring CY ４ are each independently a group represented by one of the following chemical formulas CYC-1 to CYC-65: 【Chemical (CYN-1)-(CYN-52)】 【Chemical (CYC-1)-(CYC-33)】 【Chemical (CYC-34)-(CYC-65)】 In the chemical formulas CYN-1 to CYN-52, X １ is O, S, N, C, or Si, and *' is M in the formula 1. １ or a binding site with M2 in the chemical formula 2, and *" is T in the chemical formulas 3-1 and 3-2. １ or T ３ is the binding site for In the chemical formulas CYC-1 to CYC-65, X ２ is O, S, N, C, or Si, and * is M in the above formula 1. １ or M of the above chemical formula 2 ２ *" is the binding site of T in the above chemical formulas 3-1 and 3-2. １ or T ３ It is the binding site for

11. Ring CY １ is a pyridine or pyrimidine group, Ring CY ２ is a benzene group, a dibenzofuran group, a dibenzothiophene group, a carbazole group, a fluorene group, or a dibenzosilole group, Ring CY ３ is a benzimidazole group, a pyridoimidazole group, a pyridine group, or a pyrimidine group, Ring CY ４ is a dibenzofuran group, a dibenzothiophene group, a carbazole group, a fluorene group, a dibenzosilole group, an azadibenzofuran group, an azadibenzothiophene group, an azacarbazole group, an azafluorene group, or an azadibenzosilole group.

12. Represented by the above chemical formula 1, Formula 1 is —Si(Q ３ ) (Q ４ ) (Q ５ a group represented by -Ge(Q ３ ) (Q ４ ) (Q ５ 8. The organometallic compound of claim 7, comprising a group represented by the formula:

13. In the above Chemical Formula 3-1, 【Chemical 3-1-CY1】 The organometallic compound according to claim 7, wherein the group represented by the formula: is a group represented by one of the following chemical formulas CY1-1 to CY1-4. 【Chemistry (CY1-1)-(CY1-4)】 In the chemical formulae CY1-1 to CY1-4, Y １ is N, X １２ is Si or Ge, R １１ ~R １８ The explanation regarding each of the above is given in claim 7, １ See the explanation for Q ３ ~Q ５ For the explanation of the above, please refer to the respective claims 7. *' represents M in the above formula 1 １ or M of the above chemical formula 2 ２ is the binding site for *" represents T in the above chemical formula 3-1 １ It is the binding site for

14. A first electrode; a second electrode facing the first electrode; an organic layer disposed between the first electrode and the second electrode and including a light-emitting layer; 14. An organic light-emitting device, wherein the organic layer contains one or more organometallic compounds according to claim 1.

15. the light-emitting layer contains the organometallic compound, 15. The organometallic compound of claim 14, wherein the light-emitting layer emits green light.

16. the light-emitting layer further comprises a host; The organic light emitting device of claim 15, wherein the content of the host is greater than the content of the organometallic compound.

17. The organic light emitting device of claim 16, wherein the content of the organometallic compound is 4.60 mol % or less per 100 mol % of the light emitting layer.

18. The organic light emitting device of claim 16, wherein the content of the organometallic compound is 1.00 mol % to 4.25 mol % per 100 mol % of the light emitting layer.

19. The organic light emitting device of claim 16, wherein the content of the organometallic compound is 1.44 mol % to 4.25 mol % per 100 mol % of the light emitting layer.

20. An electronic device comprising the organic light-emitting device according to claim 16.

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