Organic light-emitting devices

Abstract

The present specification provides an organic light-emitting device including a first organic material layer and a second organic material layer.

Description

Technical Field

[0001] This specification relates to organic light emitting devices.

[0002] This application claims priority to and the benefit of Korean Patent Application No. 10-2018-0148350 filed in the Korean Intellectual Property Office on November 27, 2018, the entire contents of which are incorporated herein by reference. Background Art

[0003] Generally, the organic light-emitting phenomenon refers to a phenomenon in which electrical energy is converted into light energy by using organic materials. An organic light-emitting device utilizing the organic light-emitting phenomenon generally has a structure including a positive electrode, a negative electrode, and an organic material layer interposed therebetween. Here, in many cases the organic material layer may have a multilayer structure composed of different materials to improve the efficiency and stability of the organic light-emitting device, and for example, the organic material layer may be composed of a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, an electron injection layer, and the like. In the structure of such an organic light-emitting device, if a voltage is applied between the two electrodes, holes are injected into the organic material layer from the positive electrode and electrons are injected into the organic material layer from the negative electrode, and when the injected holes and electrons meet each other, excitons are formed, and light is emitted when the excitons fall back to the ground state again.

[0004] There is a continuing need to develop new materials for the aforementioned organic light-emitting devices.

[0005] Prior art

[0006] (Patent Document 1) International Patent Application Publication No. 2003 / 012890

[0007] (Non-patent document 1) Kei Sakanoue, J. Phys. Chem. A 1999, 103, 5551-5556, Summary of the invention

[0008] Technical issues

[0009] The present specification is directed to providing an organic light emitting device having low driving voltage or high efficiency or excellent lifespan characteristics or high color purity by including a compound represented by Formula 1 in a first organic material layer and including a compound represented by Formula 2 in a second organic material layer.

[0010] Technical Solution

[0011] The present specification provides an organic light-emitting device, which includes: a positive electrode; a negative electrode; and a first organic material layer and a second organic material layer disposed between the positive electrode and the negative electrode.

[0012] The first organic material layer comprises a compound represented by the following formula 1:

[0013] And the second organic material layer includes a compound represented by Formula 2 below.

[0014] [Formula 1]

[0015]

[0016] In formula 1,

[0017] L101 and L102 are the same as or different from each other and are each independently a direct bond; a substituted or unsubstituted arylene group; or a substituted or unsubstituted heteroarylene group,

[0018] R11 to R18 are the same as or different from each other and are each independently hydrogen; deuterium; substituted or unsubstituted alkyl; substituted or unsubstituted cycloalkyl; substituted or unsubstituted silyl; substituted or unsubstituted aryl; or substituted or unsubstituted heteroaryl, or adjacent substituents are bonded to each other to form a substituted or unsubstituted ring,

[0019] Ar101 and Ar102 are the same as or different from each other, and are each independently a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group, or are connected with adjacent substituents to form a substituted or unsubstituted ring,

[0020] m1 and m2 are each an integer from 0 to 5,

[0021] When m1 is 2 or more, L101 are the same as or different from each other,

[0022] When m2 is 2 or more, L102 are the same as or different from each other,

[0023] The compound represented by Formula 1 is at least 40% or more deuterated,

[0024] [Formula 2]

[0025]

[0026] In formula 2,

[0027] Y is O or S,

[0028] R21 to R24 are the same as or different from each other, and are each independently hydrogen; deuterium; a nitrile group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group, or are represented by the following formula 3, or adjacent substituents are bonded to each other to form a substituted or unsubstituted ring,

[0029] The prerequisite is that at least one of R21 and R22 is represented by the following formula 3,

[0030] r21 to r24 are the same as or different from each other and are each independently an integer of 0 to 4, and when r21 is 2 or more, R21 is the same as or different from each other, and when r22 is 2 or more, R22 is the same as or different from each other, and when r23 is 2 or more, R23 is the same as or different from each other, and when r24 is 2 or more, R24 is the same as or different from each other,

[0031] [Formula 3]

[0032]

[0033] In formula 3,

[0034] X1 is N or CR31, X2 is N or CR32, X3 is N or CR33, and one or more of X1 to X3 is N,

[0035] R31, R32 and R33 are the same as or different from each other and are each independently hydrogen; deuterium; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group, or bonded to Ar1 or Ar2 to form a substituted or unsubstituted aromatic hydrocarbon ring; or a substituted or unsubstituted heterocyclic ring,

[0036] Ar1 and Ar2 are the same as or different from each other, and are each independently an aryl group which is unsubstituted or substituted by R41; or a heterocyclic group which is unsubstituted or substituted by R42, or is bonded with R31, R32 or R33 to form a substituted or unsubstituted aromatic hydrocarbon ring; or a substituted or unsubstituted heterocyclic ring,

[0037] R41 and R42 are the same as or different from each other and are each independently selected from the group consisting of deuterium; a halogen group; a nitrile group; an alkyl group; a halogenated alkyl group; an alkoxy group; a silyl group; an aryl group; and a heterocyclic group, or a group in which two or more substituents selected from the group are linked,

[0038] L is a direct bond; a substituted or unsubstituted arylene group; or a substituted or unsubstituted divalent heterocyclic group,

[0039] m is an integer from 0 to 4, and when m is 2 or more, L are the same as or different from each other, and

[0040] * is a portion bonded to Formula 2.

[0041] Beneficial Effects

[0042] An organic light emitting device according to an exemplary embodiment of the present specification includes the compound of Formula 1 and the compound of Formula 2, and thus is excellent in long lifespan characteristics, and has high efficiency characteristics and low driving voltage. BRIEF DESCRIPTION OF THE DRAWINGS

[0043] Figures 1 to 4 Examples of the organic light-emitting device of the present invention are shown.

[0044] [Explanation of Reference Numerals]

[0045] 0: Base

[0046] 1: Negative electrode

[0047] 2: Electron transport layer

[0048] 3: Hole transport layer

[0049] 4: Positive electrode

[0050] 5: Organic material layer

[0051] 6: Organic material layer

[0052] 7: Hole blocking layer or electron regulation layer

[0053] 11: The first luminous layer

[0054] 12: Second luminous layer

[0055] 13: The third luminous layer

[0056] 101: Luminous Layer

[0057] 201: First organic material layer

[0058] 202: Second organic material layer DETAILED DESCRIPTION

[0059] Hereinafter, the present specification will be described in more detail. However, the following description relates to exemplary embodiments of the present invention and includes all alternative ranges within the scope of equivalents.

[0060] First, some terms of this specification will be clarified.

[0061] In the present specification, when a part “includes” a constituent element, unless otherwise specifically described, this does not mean that other constituent elements are excluded but means that other constituent elements may further be included.

[0062] In this specification, Cn means n carbon atoms.

[0063] In the present specification, Cn1-Cn2 refers to n1 to n2 carbon atoms.

[0064] In this specification, Dn means n deuterium.

[0065] Examples of the substituent in the present specification will be described below, but are not limited thereto.

[0066] The term "substituted" means that a hydrogen atom bonded to a carbon atom of a compound is changed to another substituent, and the position of substitution is not limited as long as the position is a position where a hydrogen atom is substituted (i.e., a position where a substituent can be substituted), and when two or more are substituted, the two or more substituents may be the same or different from each other.

[0067] In this specification, the term "substituted or unsubstituted" means substituted with one or two or more substituents selected from the following: deuterium; halogen group; nitrile group; alkyl group; haloalkyl group; alkoxy group; haloalkoxy group; cycloalkyl group; silyl group; alkenyl group; amine group; arylamine group; aryl group; and heterocyclic group containing one or more of N, O, S, Se and Si atoms, substituted with substituents connected by two or more substituents among the substituents exemplified above, or without substituents. For example, "substituents connected by two or more substituents" can be biphenyl. That is, biphenyl can also be aryl, and can be interpreted as substituents connected by two phenyl groups.

[0068] In this specification, the fact that two or more substituents are linked means that the hydrogen of any substituent is replaced by another substituent. For example, isopropyl and phenyl can be linked to each other to form substituent.

[0069] In the present specification, the case where three substituents are connected to each other includes not only the case where (substituent 1)-(substituent 2)-(substituent 3) are connected to each other in sequence, but also the case where (substituent 2) and (substituent 3) are connected to (substituent 1). For example, two phenyl groups and one isopropyl group may be connected to each other to form The above also applies to the case where four or more substituents are linked to each other.

[0070] In this manual, * or It means a moiety bonded to another substituent or bonding moiety.

[0071] In an exemplary embodiment of the present specification, "substituted or unsubstituted" refers to substitution with one or two or more substituents selected from the following: deuterium; a halogen group; a nitrile group; a C1-C20 alkyl group; a C1-C20 haloalkyl group; a C1-C20 alkoxy group; a C1-C20 haloalkoxy group; a C3-C20 cycloalkyl group; a C1-C50 silyl group; a C2-C20 alkenyl group; an amine group; a C6-C50 arylamine group; a C6-C30 aryl group; and a C2-C30 heterocyclic group comprising one or more of N, O, S, Se and Si atoms, substituted with substituents to which two or more substituents are connected, or without a substituent.

[0072] In an exemplary embodiment of the present specification, "substituted or unsubstituted" means substituted with a substituent selected from the group consisting of deuterium, C1-C10 alkyl, C6-C30 aryl, and C2-C30 heterocyclyl, or a substituent in which two or more substituents selected from the group are connected, or there is no substituent.

[0073] In the present specification, examples of the halogen group include fluorine, chlorine, bromine or iodine.

[0074] In the present specification, the alkyl group may be linear or branched, and the number of carbon atoms thereof is not particularly limited, but is preferably 1 to 30; 1 to 20; 1 to 10; or 1 to 5. Specific examples thereof include methyl, ethyl, propyl, n-propyl, isopropyl, butyl, n-butyl, isobutyl, tert-butyl, sec-butyl, 1-methylbutyl, 1-ethylbutyl, pentyl, n-pentyl, isopentyl, neopentyl, tert-pentyl, hexyl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 3,3-dimethylbutyl, 2-ethylbutyl, heptyl, n-heptyl, 1-methylhexyl, cyclopentylmethyl, cyclohexylmethyl, octyl, n-octyl, tert-octyl, 1-methylheptyl, 2-ethylhexyl, 2-propylpentyl, n-nonyl, 2,2-dimethylheptyl, 1-ethylpropyl, 1,1-dimethylpropyl, isohexyl, 4-methylhexyl, 5-methylhexyl and the like, but are not limited thereto.

[0075] In the present specification, the haloalkyl group may be linear or branched, and refers to a group in which the hydrogen of the above-mentioned alkyl group is replaced by one or two or more halogen groups. The number of carbon atoms thereof is not particularly limited, but is preferably 1 to 30; 1 to 20; 1 to 10; or 1 to 5. The description about the above-mentioned alkyl group may be applied to the haloalkyl group. Specific examples of the haloalkyl group include fluoromethyl, difluoromethyl, trifluoromethyl, chloromethyl, dichloromethyl, trichloromethyl, bromomethyl, dibromomethyl, tribromomethyl, etc., but are not limited thereto.

[0076] In the present specification, the cycloalkyl group is not particularly limited, but the number of carbon atoms thereof is preferably 3 to 60, and more preferably 3 to 30; 3 to 15; or 3 to 6. Specific examples thereof include cyclopropyl, cyclobutyl, cyclopentyl, 3-methylcyclopentyl, 2,3-dimethylcyclopentyl, cyclohexyl, 3-methylcyclohexyl, 4-methylcyclohexyl, 2,3-dimethylcyclohexyl, 3,4,5-trimethylcyclohexyl, 4-tert-butylcyclohexyl, cycloheptyl, cyclooctyl and the like, but are not limited thereto.

[0077] In the present specification, the alkoxy group as a group in which an alkyl group is connected to an oxygen atom may be linear, branched or cyclic. The number of carbon atoms of the alkoxy group is not particularly limited, but is preferably 1 to 30; 1 to 20; 1 to 10; or 1 to 5. Specific examples thereof include methoxy, ethoxy, n-propoxy, isopropoxy, isopropyloxy, n-butoxy, isobutoxy, tert-butoxy, sec-butoxy, n-pentoxy, neopentoxy, isopentyloxy, n-hexyloxy, 3,3-dimethylbutoxy, 2-ethylbutoxy, n-octyloxy, n-nonyloxy, n-decyloxy, benzyloxy, p-methylbenzyloxy, etc., but are not limited thereto.

[0078] In the present specification, the alkenyl group may be linear or branched, and the number of carbon atoms thereof is not particularly limited, but is preferably 2 to 30; 2 to 20; 2 to 10; or 2 to 5. Specific examples thereof include vinyl, 1-propenyl, isopropenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 3-methyl-1-butenyl, 1,3-butadienyl, allyl, 1-phenylvinyl-1-yl, 2-phenylvinyl-1-yl, 2,2-diphenylvinyl-1-yl, 2-phenyl-2-(naphthyl-1-yl)vinyl-1-yl, 2,2-bis(diphenyl-1-yl)vinyl-1-yl, stilbene, styryl and the like, but are not limited thereto.

[0079] In the present specification, the silyl group may be represented by the formula -SiRaRbRc, and Ra, Rb, and Rc may each be hydrogen; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group. Specific examples of the silyl group include trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, vinyldimethylsilyl, propyldimethylsilyl, triphenylsilyl, diphenylsilyl, phenylsilyl, and the like, but are not limited thereto.

[0080] In the present specification, the amine group may be represented by the formula -NRfRg, and Rf and Rg may each be hydrogen; deuterium; substituted or unsubstituted alkyl; substituted or unsubstituted cycloalkyl; substituted or unsubstituted aryl; or substituted or unsubstituted heterocyclic group. The amine group may be selected from alkylamine; arylalkylamine; arylamine; arylheteroarylamine; alkylheteroarylamine and heteroarylamine, and more specifically may be dimethylamine; diphenylamine, etc., but is not limited thereto.

[0081] In the present specification, an aryl group means a monovalent aromatic hydrocarbon or a monovalent group of an aromatic hydrocarbon derivative. In the present specification, an aromatic hydrocarbon means a compound in which the π electrons are completely conjugated and contain a planar ring, and a group derived from an aromatic hydrocarbon means a structure in which an aromatic hydrocarbon or a cyclic aliphatic hydrocarbon is condensed with an aromatic hydrocarbon. In addition, in the present specification, an aryl group is intended to include a monovalent group in which two or more aromatic hydrocarbons or derivatives of aromatic hydrocarbons are connected to each other. The aryl group is not particularly limited, but preferably has 6 to 50 carbon atoms; 6 to 30 carbon atoms; 6 to 25 carbon atoms; 6 to 20 carbon atoms; 6 to 18 carbon atoms; or 6 to 13 carbon atoms, and the aryl group may be monocyclic or polycyclic. Specific examples of monocyclic aryl groups include phenyl, biphenyl, terphenyl, etc., but are not limited thereto. Specific examples of polycyclic aryl groups include naphthyl, anthracenyl, phenanthrenyl, triphenylene, pyrenyl, perylene, fluorenyl, etc., but are not limited thereto.

[0082] In the present specification, the fluorenyl group may be substituted, and adjacent substituents may be bonded to each other to form a ring.

[0083] In this specification, when it is said that the fluorenyl group may be substituted, the substituted fluorenyl group includes all compounds in which the substituents of the pentagonal ring of fluorene are spiro-bonded to each other to form an aromatic hydrocarbon ring. Examples of the substituted fluorenyl group include 9,9'-spirobifluorene, spiro[cyclopentane-1,9'-fluorene], spiro[benzo[c]fluorene-7,9-fluorene], etc., but are not limited thereto.

[0084] In this specification, heteroaryl means a monovalent aromatic heterocycle. Here, heteroaryl is a monovalent group of an aromatic ring or a derivative of an aromatic ring, and means a group containing one or more of N, O, S and Si as a heteroatom in the ring. Derivatives of aromatic rings include structures in which aromatic rings or aliphatic rings are fused with aromatic rings. In addition, in this specification, heteroaryl is intended to include a monovalent group in which an aromatic ring containing two or more heteroatoms or a derivative of an aromatic ring containing heteroatoms is connected to each other. The number of carbon atoms of the heteroaryl is preferably 2 to 50; 2 to 30; 2 to 20; 2 to 18; or 2 to 13.

[0085] Examples of heteroaryl groups include thienyl, furanyl, pyrrolyl, imidazolyl, thiazolyl, Azolyl, oxadiazolyl, triazolyl, pyridinyl, bipyridinyl, pyrimidinyl, triazinyl, acridinyl, pyridazinyl, pyrazinyl, quinolyl, quinazolinyl, quinoxalinyl, phthalazinyl, pteridinyl, pyridopyrimidinyl, pyridopyrazinyl, pyrazinopyrazinyl, isoquinolyl, indolyl, pyridoindolyl, indenopyrimidine (5H-indenopyrimidine), carbazolyl, benzo[1-(4-nitro-2-yl)pyrimidine, 1-nitro-1-nitro-1-carbazolyl ... oxazolyl, benzimidazolyl, benzothiazolyl, benzocarbazolyl, benzothiophenyl, dibenzothiophenyl, benzofuranyl, dibenzofuranyl, dibenzothiophenyl, phenanthroline, isothiophene oxazolyl, thiadiazolyl, etc., but not limited thereto.

[0086] In the present specification, an arylene group means a group having two bonding positions in an aryl group, that is, a divalent group. The above description of the aryl group can be applied to the arylene group, except that the arylene group is divalent.

[0087] In the present specification, the heteroarylene group means a group having two bonding positions in the heteroaryl group, that is, a divalent group. The above description of the heteroaryl group can be applied to the heteroarylene group, except that the heteroarylene group is divalent.

[0088] In this specification, an "adjacent" group may mean a substituent that replaces an atom directly connected to the atom replaced by the corresponding substituent, a substituent that is placed closest to the corresponding substituent in space, or another substituent that replaces the atom replaced by the corresponding substituent. For example, two substituents substituted at the ortho position of a benzene ring and two substituents that replace the same carbon in an aliphatic ring can be interpreted as groups that are "adjacent" to each other.

[0089] In the present specification, in a substituted or unsubstituted ring formed by bonding adjacent groups, "ring" means a substituted or unsubstituted hydrocarbon ring; or a substituted or unsubstituted heterocyclic ring.

[0090] In the present specification, the hydrocarbon ring may be an aromatic ring, an aliphatic ring, or a condensed ring of an aromatic ring and an aliphatic ring, and may be selected from examples of cycloalkyl or aryl groups, except that the hydrocarbon ring is not monovalent. Examples of condensed rings of aromatic rings and aliphatic rings include 1,2,3,4-tetrahydronaphthalene, 2,3-dihydro-1H-indene, etc., but are not limited thereto.

[0091] In the present specification, the aromatic ring may be monocyclic or polycyclic, and may be selected from examples of the aryl group, except that the aromatic ring is not monovalent.

[0092] In the present specification, the heterocycle contains one or more atoms other than carbon, i.e., one or more heteroatoms, and specifically, the heteroatoms may include one or more atoms selected from O, N, S, Si, etc. The heterocycle may be monocyclic or polycyclic, may be an aromatic ring, an aliphatic ring, or a condensed ring of an aromatic ring and an aliphatic ring, and may be selected from the examples of the heteroaryl group, except that the heterocycle is not monovalent.

[0093] In Formula 1 and Formula 2 of the present specification, even when the substituent to be substituted is not specified, the heterocyclic ring includes those substituted with deuterium.

[0094] Hereinafter, an organic light emitting device according to an exemplary embodiment of the present specification and a compound included therein will be described.

[0095] The present specification provides an organic light-emitting device, which includes: a positive electrode; a negative electrode; and a first organic material layer and a second organic material layer arranged between the positive electrode and the negative electrode, wherein the first organic material layer contains a compound represented by Formula 1, and the second organic material layer contains a compound represented by Formula 2.

[0096] The compound represented by Formula 1 contains deuterium. When hydrogen is replaced by deuterium, the chemical properties of the compound rarely change. However, since the atomic weight of deuterium is twice that of hydrogen, the physical properties of the deuterated compound may change. As an example, the deuterium-substituted compound has a lower level of vibration energy. The deuterium-substituted compound can prevent the reduction of quantum efficiency caused by the reduction of intermolecular van der Waals forces or collisions caused by intermolecular vibrations. In addition, the CD bond can improve the stability of the compound. Therefore, the compound represented by Formula 1 can contain deuterium to improve the efficiency and service life of the device.

[0097] In this specification, "deuterated" means that hydrogen is replaced by deuterium. An N% deuterated compound or group means that N% of the available hydrogens are replaced by deuterium. The fact that N% of the hydrogens of any group are replaced by deuterium means that N% of the total number of replaceable hydrogens, except for the position where the substituent is attached to the core structure, is replaced by deuterium (D). For example, the fact that 20% of the hydrogens of a phenyl group are replaced by deuterium means that one hydrogen (which is 20% of the 5 replaceable hydrogens of the phenyl group) is replaced by deuterium (D). The fact that 33% of the hydrogens of a biphenyl group are replaced by deuterium means that 33% of the hydrogens of the biphenyl group are replaced by 3 deuteriums.

[0098] In an exemplary embodiment of the present specification, the deuterated compound can be prepared by a known deuterated reaction. According to an exemplary embodiment of the present specification, the compound represented by Formula 1 can be formed using a deuterated compound as a precursor, or deuterium can also be introduced into the compound via a hydrogen-deuterium exchange reaction using a deuterated solvent in the presence of an acid catalyst.

[0099] In this specification, the degree of deuteration can be determined by known methods such as nuclear magnetic resonance spectroscopy ( 1 H NMR) or GC / MS.

[0100] The compound represented by Formula 2 has a structure in which a heterocycle containing one or more N is connected to a spirocyclic ring containing O or S. Due to the spirocyclic ring containing O or S, the compound is sterically hindered. Steric hindrance can stably form the layer by preventing crystallization during the formation of the film and improving thermal stability, even at a high deposition temperature. In an exemplary embodiment, when the compound represented by Formula 2 is used in the organic material layer, due to high thermal stability and processability, the effect of improving the service life of the device can be expected. In addition, since the compound has a heterocycle containing one or more N as a substituent, high efficiency of the device can be expected.

[0101] In the compound represented by Formula 2, the structure is not a symmetrical structure (i.e., a structure in which R21 and R22; or R23 and R24 simultaneously have the structure of Formula 3). That is, the compound asymmetrically has the structure of Formula 3. In this case, due to the asymmetric structure of Formula 2, the dipole moment of the molecule is improved. Therefore, when the compound included as Formula 2 is included in an organic material layer (e.g., an electron transport layer) between the negative electrode and the light-emitting layer, the injection rate of electrons into the light-emitting layer increases, so that the driving voltage of the organic light-emitting device can be reduced. In addition, due to the asymmetric structure, the crystallinity in the solution state is reduced, so that when the organic material layer is formed, an economic effect can be expected in terms of time and / or cost.

[0102] The compound represented by Formula 2 according to an exemplary embodiment of the present specification has a dipole moment value of 0.6 Debye or more. The aforementioned dipole moment value may be derived from structural characteristics.

[0103] The dipole moment in this specification is a physical quantity indicating the degree of polarity and can be calculated by the following Equation 1.

[0104] [Equation 1]

[0105]

[0106] ρ(r0): molecular density

[0107] V: Volume

[0108] ■r: Observation point

[0109] ■d 3 r0: volume element

[0110] The dipole moment value can be obtained by calculating the molecular density in equation 1. For example, the molecular density can be obtained by obtaining the charge and dipole of each atom using a method called Hirshfeld charge analysis and then calculating the value according to the following equation.

[0111] Weight function

[0112]

[0113] ■ α (rR α ): spherical average ground state atomic density

[0114] ■∑ β ρ β (rR β ): Excimer density

[0115] Deformation density

[0116]

[0117] ρ(r): molecular density

[0118] ■ α (r α ): located at coordinate R α The density of free atoms α at

[0119] Atomic charge

[0120] q(α)=-∫ρ d (r)W α (r)d 3 r

[0121] ■W α (r): weight function

[0122] As described above, the compound of Formula 2 is a substance having an excellent electron injection effect due to an asymmetric structure. When the compound of Formula 1 is used as the host of the light-emitting layer, the ability to receive electrons is excellent, so that the stability is improved. Therefore, the organic light-emitting device including the compound of Formula 1 and the compound of Formula 2 has excellent efficiency and service life.

[0123] In an exemplary embodiment of the present specification, the compound represented by Formula 1 is at least 40% deuterated. In an exemplary embodiment, the compound represented by Formula 1 is at least 50% deuterated. In an exemplary embodiment, the compound represented by Formula 1 is at least 60% deuterated. In an exemplary embodiment, the compound represented by Formula 1 is at least 70% deuterated. In an exemplary embodiment, the compound represented by Formula 1 is at least 80% deuterated. In an exemplary embodiment, the compound represented by Formula 1 is at least 90% deuterated. In an exemplary embodiment, the compound represented by Formula 1 is 100% deuterated.

[0124] In an exemplary embodiment of the present specification, Formula 1 includes at least one hydrogen.

[0125] In an exemplary embodiment of the present specification, L101 and L102 are the same as or different from each other, and are each independently a direct bond; a substituted or unsubstituted arylene group; or a substituted or unsubstituted heteroarylene group.

[0126] In an exemplary embodiment of the present specification, L101 and L102 are the same as or different from each other, and are each independently a direct bond; a substituted or unsubstituted C6-C30 arylene group; or a C2-C30 heteroarylene group.

[0127] In an exemplary embodiment of the present specification, L101 and L102 are the same as or different from each other, and are each independently a direct bond; a C6-C20 arylene group; or a C2-C20 heteroarylene group containing N, O, or S. The arylene group or the heteroarylene group is unsubstituted or substituted with a C1-C10 alkyl group, a C6-C20 aryl group, or a C2-C20 heteroaryl group.

[0128] In an exemplary embodiment of the present specification, L101 and L102 are the same as or different from each other, and are each independently a direct bond; a C6-C20 arylene group which is unsubstituted or substituted with a C1-C10 alkyl group; or a C2-C20 heteroarylene group containing N, O or S.

[0129] In an exemplary embodiment of the present specification, L101 and L102 are the same as or different from each other, and are each independently a direct bond; a substituted or unsubstituted phenylene; a substituted or unsubstituted biphenylene; a substituted or unsubstituted terphenylene; a substituted or unsubstituted naphthylene; a substituted or unsubstituted fluorenylene; a substituted or unsubstituted anthrylene; a substituted or unsubstituted phenanthrenylene; a substituted or unsubstituted spirobifluorenylene; a substituted or unsubstituted divalent carbazolyl group; a substituted or unsubstituted divalent dibenzofuranyl group; a substituted or unsubstituted divalent dibenzothienyl group; a substituted or unsubstituted divalent quinolyl group; a substituted or unsubstituted divalent pyridyl group; a substituted or unsubstituted divalent pyrimidyl group; or a substituted or unsubstituted divalent triazine group. In another exemplary embodiment, "substituted or unsubstituted" means substituted with an alkyl group having 1 to 5 carbon atoms; an aryl group having 6 to 20 carbon atoms; or a heterocyclic group having 2 to 20 carbon atoms, or has no substituent.

[0130] In an exemplary embodiment of the present specification, L101 and L102 are the same as or different from each other, and are each independently a direct bond; a substituted or unsubstituted phenylene group; a substituted or unsubstituted biphenylene group; a substituted or unsubstituted naphthylene group; a substituted or unsubstituted divalent dibenzofuranyl group; a substituted or unsubstituted divalent dibenzothienyl group; a substituted or unsubstituted divalent pyridyl group; a substituted or unsubstituted divalent quinolyl group; or a substituted or unsubstituted divalent isoquinolyl group.

[0131] In an exemplary embodiment of the present specification, L101 and L102 are the same as or different from each other, and are each independently a direct bond; or a C6-C20 arylene group which is unsubstituted or substituted with a C1-C10 alkyl group.

[0132] In an exemplary embodiment of the present specification, L101 and L102 are the same as or different from each other, and are each independently a direct bond; or a C6-C20 arylene group.

[0133] In an exemplary embodiment of the present specification, L101 and L102 are the same as or different from each other, and are each independently a direct bond; an unsubstituted or propyl-substituted phenylene group; a biphenylene group; a naphthylene group; a divalent dibenzofuranyl group; a divalent pyridyl group; or a divalent quinolyl group.

[0134] In an exemplary embodiment of the present specification, L101 and L102 are different from each other.

[0135] In an exemplary embodiment of the present specification, L101 is 40% or more; 50% or more; 60% or more; 70% or more; 80% or more; 90% or more; or 100% deuterated.

[0136] In an exemplary embodiment of the present specification, L102 is 40% or more; 50% or more; 60% or more; 70% or more; 80% or more; 90% or more; or 100% deuterated.

[0137] In an exemplary embodiment of the present specification, one of L101 and L102 is a direct bond, and the other is a substituted or unsubstituted C6-C20 arylene group.

[0138] In an exemplary embodiment of the present specification, L101 and L102 are each a direct bond.

[0139] In an exemplary embodiment of the present specification, R11 to R18 are the same as or different from each other, and are each independently hydrogen; deuterium; substituted or unsubstituted alkyl; substituted or unsubstituted cycloalkyl; substituted or unsubstituted silyl; substituted or unsubstituted aryl; or substituted or unsubstituted heteroaryl.

[0140] In an exemplary embodiment of the present specification, R11 to R18 are the same as or different from each other, and are each independently hydrogen; deuterium; a substituted or unsubstituted C1-C10 alkyl group; a substituted or unsubstituted C3-C10 cycloalkyl group; a substituted or unsubstituted C1-C60 silyl group; a substituted or unsubstituted C6-C30 aryl group; or a substituted or unsubstituted C2-C30 heteroaryl group.

[0141] In an exemplary embodiment of the present specification, R11 to R18 are the same as or different from each other, and are each independently hydrogen; deuterium; a substituted or unsubstituted C1-C8 alkyl group; a substituted or unsubstituted C3-C6 cycloalkyl group; a substituted or unsubstituted C1-C40 silyl group; a substituted or unsubstituted C6-C20 aryl group; or a substituted or unsubstituted C2-C20 heteroaryl group.

[0142] In an exemplary embodiment of the present specification, R11 to R18 are the same as or different from each other, and are each independently hydrogen; deuterium; methyl; ethyl; propyl; isopropyl; butyl; tert-butyl; octyl; phenyl; biphenyl; terphenyl; naphthyl; fluorenyl; anthracenyl; phenanthrenyl; carbazolyl; dibenzofuranyl; dibenzothienyl; quinolyl; pyridyl; pyrimidinyl or triazinyl. In another exemplary embodiment, the substituent is unsubstituted or substituted with a C1-C6 alkyl; a substituted or unsubstituted C6-C20 aryl; or a substituted or unsubstituted C2-C20 heteroaryl.

[0143] In an exemplary embodiment of the present specification, R11 to R18 are the same as or different from each other, and are each independently hydrogen; deuterium; octyl or phenyl.

[0144] In an exemplary embodiment of the present specification, R11, R14, R15, and R18 are the same as or different from each other, and each independently bonds to an adjacent Ar101 or Ar102 to form a substituted or unsubstituted ring.

[0145] In an exemplary embodiment of the present specification, R11 is bonded to Ar101 to form a substituted or unsubstituted ring.

[0146] In an exemplary embodiment of the present specification, R14 is bonded to Ar102 to form a substituted or unsubstituted ring.

[0147] In an exemplary embodiment of the present specification, R15 is bonded to Ar102 to form a substituted or unsubstituted ring.

[0148] In an exemplary embodiment of the present specification, R18 is bonded to Ar101 to form a substituted or unsubstituted ring.

[0149] In an exemplary embodiment of the present specification, R11 and Ar101 are bonded to form a pentagonal ring.

[0150] In an exemplary embodiment of the present specification, R14 is bonded to Ar102 to form a pentagonal ring.

[0151] In an exemplary embodiment of the present specification, R15 and Ar102 are bonded to form a pentagonal ring.

[0152] In an exemplary embodiment of the present specification, R18 is bonded to Ar101 to form a pentagonal ring.

[0153] In an exemplary embodiment of the present specification, at least one of R12, R13, R16, and R17 is a C1-C10 alkyl group or a C6-C20 aryl group, and the rest are hydrogen or deuterium.

[0154] In an exemplary embodiment of the present specification, at least one of R12, R13, R16, and R17 is an octyl group or a phenyl group, and the rest are hydrogen or deuterium.

[0155] In an exemplary embodiment of the present specification, four or more of R11 to R18 are deuterium.

[0156] In an exemplary embodiment of the present specification, R11 to R18 are each deuterium.

[0157] In an exemplary embodiment of the present specification, one or more of R11 to R18 are deuterium, and the rest are hydrogen.

[0158] In an exemplary embodiment of the present specification, four or more of R11 to R18 are deuterium, and the rest are hydrogen.

[0159] In an exemplary embodiment of the present specification, R12 is an octyl group or a phenyl group.

[0160] In an exemplary embodiment of the present specification, R13 is an octyl group or a phenyl group.

[0161] In an exemplary embodiment of the present specification, R16 is an octyl group or a phenyl group.

[0162] In an exemplary embodiment of the present specification, R17 is an octyl group or a phenyl group.

[0163] In an exemplary embodiment of the present specification, R11 is 40% or more; 50% or more; 60% or more; 70% or more; 80% or more; 90% or more; or 100% deuterated.

[0164] In an exemplary embodiment of the present specification, R12 is 40% or more; 50% or more; 60% or more; 70% or more; 80% or more; 90% or more; or 100% deuterated.

[0165] In an exemplary embodiment of the present specification, R13 is 40% or more; 50% or more; 60% or more; 70% or more; 80% or more; 90% or more; or 100% deuterated.

[0166] In an exemplary embodiment of the present specification, R14 is 40% or more; 50% or more; 60% or more; 70% or more; 80% or more; 90% or more; or 100% deuterated.

[0167] In an exemplary embodiment of the present specification, R15 is 40% or more; 50% or more; 60% or more; 70% or more; 80% or more; 90% or more; or 100% deuterated.

[0168] In an exemplary embodiment of the present specification, R16 is 40% or more; 50% or more; 60% or more; 70% or more; 80% or more; 90% or more; or 100% deuterated.

[0169] In an exemplary embodiment of the present specification, R17 is 40% or more; 50% or more; 60% or more; 70% or more; 80% or more; 90% or more; or 100% deuterated.

[0170] In an exemplary embodiment of the present specification, R18 is 40% or more; 50% or more; 60% or more; 70% or more; 80% or more; 90% or more; or 100% deuterated.

[0171] In an exemplary embodiment of the present specification, Ar101 and Ar102 are the same as or different from each other, and are each independently a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group, or adjacent substituents are bonded to each other to form a substituted or unsubstituted ring.

[0172] In an exemplary embodiment of the present specification, Ar101 and Ar102 are the same as or different from each other, and are each independently a substituted or unsubstituted C6-C50 aryl group; or a substituted or unsubstituted C2-C50 heteroaryl group, or adjacent substituents are bonded to each other to form a substituted or unsubstituted C2-C50 ring.

[0173] In an exemplary embodiment of the present specification, Ar101 and Ar102 are the same as or different from each other, and are each independently a substituted or unsubstituted C6-C30 aryl group; or a substituted or unsubstituted C2-C30 heteroaryl group, or adjacent substituents are bonded to each other to form a substituted or unsubstituted C2-C30 ring.

[0174] In an exemplary embodiment of the present specification, Ar101 and Ar102 are the same or different from each other, and are each independently a substituted or unsubstituted C6-C20 aryl group; or a substituted or unsubstituted C2-C20 heteroaryl group, or adjacent substituents are bonded to each other to form a substituted or unsubstituted C2-C20 ring. The aryl group, heteroaryl group or ring is unsubstituted or substituted by a C1-C10 alkyl group or a C6-C20 aryl group.

[0175] In an exemplary embodiment of the present specification, Ar101 and Ar102 are the same as or different from each other, and are each independently a C6-C30 aryl group which is unsubstituted or substituted with a C1-C10 alkyl group; or a C2-C30 heteroaryl group which is unsubstituted or substituted with a C6-C20 aryl group, or form a C2-C30 ring with adjacent R11, R14, R15 or R18.

[0176] In an exemplary embodiment of the present specification, Ar101 and Ar102 are the same as or different from each other, and are each independently a substituted or unsubstituted C6-C20 aryl group; or a substituted or unsubstituted C2-C20 heteroaryl group.

[0177] In an exemplary embodiment of the present specification, Ar101 and Ar102 are the same as or different from each other, and are each independently a C6-C30 aryl group which is unsubstituted or substituted with a C1-C10 alkyl group; or a C2-C30 heteroaryl group which is unsubstituted or substituted with a C6-C20 aryl group.

[0178] In an exemplary embodiment of the present specification, at least one or more of Ar101 and Ar102 is a substituted or unsubstituted heteroaryl group.

[0179] In an exemplary embodiment of the present specification, one of Ar101 and Ar102 is a substituted or unsubstituted heteroaryl group, and the other is a substituted or unsubstituted aryl group.

[0180] In an exemplary embodiment of the present specification, at least one or more of Ar101 and Ar102 is a substituted or unsubstituted O-containing heteroaryl group; or a substituted or unsubstituted S-containing heteroaryl group.

[0181] In an exemplary embodiment of the present specification, one of Ar101 and Ar102 is a substituted or unsubstituted O-containing heteroaryl group; or a substituted or unsubstituted S-containing heteroaryl group, and the other is a substituted or unsubstituted aryl group.

[0182] In an exemplary embodiment of the present specification, one of Ar101 and Ar102 is an unsubstituted or aryl-substituted O-containing heteroaryl group; or an unsubstituted or aryl-substituted S-containing heteroaryl group, and the other is a substituted or unsubstituted aryl group.

[0183] In an exemplary embodiment of the present specification, one of Ar101 and Ar102 is a substituted or unsubstituted C2-C20 heteroaryl group, and the other is a substituted or unsubstituted C6-C20 aryl group.

[0184] In an exemplary embodiment of the present specification, one of Ar101 and Ar102 is an O-containing C2-C20 heteroaryl group which is unsubstituted or substituted with a C6-C30 aryl group; or an S-containing C2-C20 heteroaryl group which is unsubstituted or substituted with a C6-C30 aryl group, and the other is a C6-C20 aryl group.

[0185] When Formula 1 includes a heteroaryl group as Ar1 or Ar2, the long lifespan characteristics of the device are improved compared to the case where both Ar1 and Ar2 are aryl groups.

[0186] In an exemplary embodiment of the present specification, Ar101 and Ar102 are the same as or different from each other, and are each independently a substituted or unsubstituted phenyl group; a substituted or unsubstituted biphenyl group; a substituted or unsubstituted terphenyl group; a substituted or unsubstituted naphthyl group; a substituted or unsubstituted fluorenyl group; a substituted or unsubstituted anthracenyl group; a substituted or unsubstituted phenanthrenyl group; a substituted or unsubstituted fluoranthenyl group; a substituted or unsubstituted carbazolyl group; a substituted or unsubstituted substituted or unsubstituted dibenzofuranyl; substituted or unsubstituted dibenzothienyl; substituted or unsubstituted naphthobenzofuranyl; substituted or unsubstituted naphthobenzothienyl; substituted or unsubstituted benzocarbazolyl; substituted or unsubstituted indolyl; substituted or unsubstituted furanyl; substituted or unsubstituted thienyl; substituted or unsubstituted quinolyl; substituted or unsubstituted pyridinyl; substituted or unsubstituted pyrimidinyl; or substituted or unsubstituted triazinyl.

[0187] In an exemplary embodiment of the present specification, Ar101 and Ar102 are the same as or different from each other, and are each independently a substituted or unsubstituted phenyl; a substituted or unsubstituted biphenyl; a substituted or unsubstituted naphthyl; a substituted or unsubstituted phenanthryl; a substituted or unsubstituted fluoranthenyl; a substituted or unsubstituted dibenzofuranyl; a substituted or unsubstituted dibenzothienyl; a substituted or unsubstituted naphthobenzofuranyl; a substituted or unsubstituted quinolyl; or a substituted or unsubstituted pyridyl.

[0188] In an exemplary embodiment of the present specification, Ar101 and Ar102 are the same as or different from each other, and are each independently phenyl; biphenyl; naphthyl; phenanthryl; fluoranthenyl; dibenzofuranyl; dibenzothienyl; naphthobenzofuranyl; quinolyl or pyridyl.

[0189] In an exemplary embodiment of the present specification, at least one or more of Ar101 and Ar102 is a substituted or unsubstituted dibenzofuranyl group; a substituted or unsubstituted dibenzothienyl group; a substituted or unsubstituted naphthobenzofuranyl group; a substituted or unsubstituted quinolyl group; or a substituted or unsubstituted pyridyl group.

[0190] In an exemplary embodiment of the present specification, at least one or more of Ar101 and Ar102 is a substituted or unsubstituted dibenzofuranyl group; a substituted or unsubstituted dibenzothienyl group; or a substituted or unsubstituted naphthobenzofuranyl group.

[0191] In an exemplary embodiment of the present specification, one of Ar101 and Ar102 is dibenzofuranyl, dibenzothienyl, naphthobenzofuranyl, quinolyl or pyridyl, and the other is phenyl, biphenyl, naphthyl, phenanthryl or fluoranthenyl.

[0192] In an exemplary embodiment of the present specification, Ar101 and R11 are bonded to form a substituted or unsubstituted ring.

[0193] In an exemplary embodiment of the present specification, Ar101 and R18 are bonded to form a substituted or unsubstituted ring.

[0194] In an exemplary embodiment of the present specification, Ar102 and R14 are bonded to form a substituted or unsubstituted ring.

[0195] In an exemplary embodiment of the present specification, Ar102 and R15 are bonded to form a substituted or unsubstituted ring.

[0196] In an exemplary embodiment of the present specification, Ar101 and R11 are bonded to form a pentagonal ring.

[0197] In an exemplary embodiment of the present specification, Ar101 and R18 are bonded to form a pentagonal ring.

[0198] In an exemplary embodiment of the present specification, Ar102 and R14 are bonded to form a pentagonal ring.

[0199] In an exemplary embodiment of the present specification, Ar102 and R15 are bonded to form a pentagonal ring.

[0200] In an exemplary embodiment of the present specification, Ar101 is 40% or more; 50% or more; 60% or more; 70% or more; 80% or more; 90% or more; or 100% deuterated.

[0201] In an exemplary embodiment of the present specification, Ar102 is 40% or more; 50% or more; 60% or more; 70% or more; 80% or more; 90% or more; or 100% deuterated.

[0202] In an exemplary embodiment of the present specification, m1 and m2 are integers of 0 to 5, and when m1 is 2 or more, L101 are the same as or different from each other, and when m2 is 2 or more, L102 are the same as or different from each other.

[0203] In an exemplary embodiment of the present specification, m1 is 0, 1 or 2.

[0204] In an exemplary embodiment of the present specification, m2 is 0, 1 or 2.

[0205] In an exemplary embodiment of the present specification, m1 is 0 or 1.

[0206] In an exemplary embodiment of the present specification, m2 is 0 or 1.

[0207] In an exemplary embodiment of the present specification, -(L101) of Formula 1 m1 -Ar101 and -(L102) m2 -Ar102 are different from each other.

[0208] In an exemplary embodiment of the present specification, the compound represented by Formula 1 is any one selected from the following compounds M1 to M34.

[0209] [Compound M1]

[0210]

[0211] (In compound M1, the value of x+y+z+n is 20 to 26.)

[0212] [Compound M2]

[0213]

[0214] (In compound M2, the value of x+y+z+p+n is 24 to 30.)

[0215] [Compound M3]

[0216]

[0217] (In compound M3, the value of x+y+z+p+n+r is 26 to 32.)

[0218] [Compound M4]

[0219]

[0220] (In compound M4, the value of x+y+z+q+n is 22 to 30.)

[0221] [Compound M5]

[0222]

[0223] (In compound M5, the value of x+y+z+p+n+q is 28 to 34.)

[0224] [Compound M6]

[0225]

[0226] (In compound M6, the value of x+y+z+n is 14 to 18.)

[0227] [Compound M7]

[0228]

[0229] (In compound M7, the value of x+y+z+p+n is 22 to 28.)

[0230] [Compound M8]

[0231]

[0232] (In compound M8, the value of x+y+z is 16 to 22.)

[0233] [Compound M9]

[0234]

[0235] (In compound M9, the value of x+y+z+n is 20 to 26.)

[0236] [Compound M10]

[0237]

[0238] (In compound M10, the value of x+y+z+p+n is 22 to 28.)

[0239] [Compound M11]

[0240]

[0241] (In compound M11, the value of x+y+z+n is 20 to 26.)

[0242] [Compound M12]

[0243]

[0244] (In compound M12, the value of x+y+z is 18 to 24.)

[0245] [Compound M13]

[0246]

[0247] (In compound M13, the value of x+y+z+p+n is 21 to 27.)

[0248] [Compound M14]

[0249]

[0250] (In compound M14, the value of x+y+z+n is 16 to 22.)

[0251] [Compound M15]

[0252]

[0253] (In compound M15, the value of x+y+z+n is 20 to 26.)

[0254] [Compound M16]

[0255]

[0256] (In compound M16, the value of x+y+z+p is 14 to 20.)

[0257] [Compound M17]

[0258]

[0259] (In compound M17, the value of x+y+z+p is 19 to 25.)

[0260] [Compound M18]

[0261]

[0262] (In compound M18, the value of x+y+z+n is 19 to 25.)

[0263] [Compound M19]

[0264]

[0265] (In compound M19, the value of x+y+z+p+n is 20 to 26.)

[0266] [Compound M20]

[0267]

[0268] (In compound M20, the value of x+y+z is 14 to 20.)

[0269] [Compound M21]

[0270]

[0271] (In compound M21, the value of x+y+z is 14 to 20.)

[0272] [Compound M22]

[0273]

[0274] (In compound M22, the value of x+y+z is 14 to 20.)

[0275] [Compound M23]

[0276]

[0277] (In compound M23, the value of x+y+z is 14 to 20.)

[0278] [Compound M24]

[0279]

[0280] (In compound M24, the value of x+y+z+n is 18 to 24.)

[0281] [Compound M25]

[0282]

[0283] (In compound M25, the value of x+y+z+p is 16 to 22.)

[0284] [Compound M26]

[0285]

[0286] (In compound M26, the value of x+y+z+n is 12 to 24.)

[0287] [Compound M27]

[0288]

[0289] (In compound M27, the value of x+y+z+n is 13 to 26.)

[0290] [Compound M28]

[0291]

[0292] (In compound M28, the value of x+y+z+n is 16 to 22.)

[0293] [Compound M29]

[0294]

[0295] (In compound M29, the value of x+y+z+n is 12 to 24.)

[0296] [Compound M30]

[0297]

[0298] (In compound M30, the value of x+y+z is 12 to 24.)

[0299] [Compound M31]

[0300]

[0301] (In compound M31, the value of x+y+z is 11 to 22.)

[0302] [Compound M32]

[0303]

[0304] (In compound M32, the value of x+y+z is 11 to 22.)

[0305] [Compound M33]

[0306]

[0307] (In compound M33, the value of x+y+z+p+n is 15 to 30.)

[0308] [Compound M34]

[0309]

[0310] (In compound M34, the value of x+y+z is from 11 to 22).

[0311] In compounds M1 to M34, x to z, n and p mean the number of substituted deuterium. In an exemplary embodiment, compounds M1 to M34 are each at least 40% or more deuterated. In an exemplary embodiment, compounds M1 to M34 are each at least 50% or more deuterated. In an exemplary embodiment, compounds M1 to M34 are each at least 60% or more deuterated. In an exemplary embodiment, compounds M1 to M34 are each at least 70% or more deuterated. In an exemplary embodiment, compounds M1 to M34 are each at least 80% or more deuterated. In an exemplary embodiment, compounds M1 to M34 are each at least 90% or more deuterated. In an exemplary embodiment, compounds M1 to M34 are each 100% or more deuterated.

[0312] In an exemplary embodiment of the present specification, the compound represented by Formula 1 is any one selected from the following compounds.

[0313]

[0314]

[0315]

[0316]

[0317]

[0318]

[0319]

[0320]

[0321]

[0322]

[0323]

[0324]

[0325]

[0326]

[0327]

[0328]

[0329]

[0330]

[0331]

[0332]

[0333]

[0334]

[0335]

[0336]

[0337]

[0338]

[0339]

[0340]

[0341]

[0342]

[0343]

[0344]

[0345]

[0346]

[0347]

[0348]

[0349]

[0350]

[0351]

[0352]

[0353]

[0354]

[0355]

[0356]

[0357]

[0358]

[0359]

[0360]

[0361]

[0362] In an exemplary embodiment of the present specification, Y is O or S.

[0363] In an exemplary embodiment of the present specification, Y is O.

[0364] In an exemplary embodiment of the present specification, Y is S.

[0365] In an exemplary embodiment of the present specification, R21 to R24 are the same as or different from each other, and are each independently hydrogen; deuterium; a nitrile group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group, or are represented by Formula 3, or adjacent substituents are bonded to each other to form a substituted or unsubstituted ring, provided that at least one of R21 to R24 is represented by Formula 3.

[0366] In an exemplary embodiment of the present specification, R21 is represented by Formula 3.

[0367] In an exemplary embodiment of the present specification, R22 is represented by Formula 3.

[0368] In an exemplary embodiment of the present specification, R23 is represented by Formula 3.

[0369] In an exemplary embodiment of the present specification, R24 is represented by Formula 3.

[0370] In an exemplary embodiment of the present specification, R21 to R24 are the same as or different from each other, and are each independently hydrogen; deuterium; a nitrile group; a substituted or unsubstituted C1-C10 alkyl group; a substituted or unsubstituted C6-C30 aryl group; or a substituted or unsubstituted C6-C30 heterocyclic group, or are represented by Formula 3, or adjacent substituents are bonded to each other to form a substituted or unsubstituted C3-C30 ring.

[0371] In an exemplary embodiment of the present specification, R21 to R24 are the same as or different from each other and are each independently hydrogen; deuterium; a nitrile group; a C1-C10 alkyl group; or a C6-C30 aryl group which is unsubstituted or substituted with a nitrile group or a C1-C10 alkyl group, or is represented by Formula 3, or adjacent substituents are bonded to each other to form a benzene ring.

[0372] In an exemplary embodiment of the present specification, R21 to R24 are the same as or different from each other and are each independently hydrogen; deuterium; nitrile; methyl; ethyl; propyl; isopropyl; n-butyl; sec-butyl; tert-butyl; phenyl which is unsubstituted or substituted with nitrile, methyl or tert-butyl; biphenyl or naphthyl, or represented by Formula 3, or adjacent substituents are bonded to each other to form a benzene ring.

[0373] In an exemplary embodiment of the present specification, one or more of R21 to R24 are represented by Formula 3, and the rest are the same as or different from each other and are each independently hydrogen; deuterium; a nitrile group; a substituted or unsubstituted C1-C10 alkyl group; or a substituted or unsubstituted C6-C30 aryl group, or two of adjacent R21, two of adjacent R22, two of adjacent R23, or two of adjacent R24 are bonded to each other to form a substituted or unsubstituted C3-C30 ring.

[0374] In an exemplary embodiment of the present specification, one or two of R21 to R24 are represented by Formula 3, and the rest are the same as or different from each other and are each independently hydrogen; deuterium; a nitrile group; a C1-C10 alkyl group; or a C6-C30 aryl group which is unsubstituted or substituted with a nitrile group, or two of adjacent R21 or two of adjacent R22 are bonded to each other to form a benzene ring.

[0375] In an exemplary embodiment of the present specification, one or two of R21 to R24 are represented by Formula 3, and the rest are the same as or different from each other and are each independently hydrogen; deuterium; nitrile; methyl; ethyl; propyl; isopropyl; n-butyl; sec-butyl; tert-butyl; phenyl which is unsubstituted or substituted with a nitrile, methyl or tert-butyl group; biphenyl; or naphthyl, or adjacent substituents are bonded to each other to form a benzene ring.

[0376] In an exemplary embodiment of the present specification, one or two of R21 to R24 are represented by Formula 3, and the rest are the same as or different from each other and are each independently hydrogen; deuterium; nitrile; methyl; butyl; unsubstituted or nitrile-substituted phenyl; unsubstituted or nitrile-substituted biphenyl; or naphthyl, or two adjacent R21 or two adjacent R22 are bonded to each other to form a benzene ring.

[0377] In an exemplary embodiment of the present specification, R21s are bonded to each other to form a substituted or unsubstituted benzene ring.

[0378] In an exemplary embodiment of the present specification, R22 are bonded to each other to form a substituted or unsubstituted benzene ring.

[0379] In an exemplary embodiment of the present specification, R21s are bonded to each other to form a benzene ring.

[0380] In an exemplary embodiment of the present specification, R22 are bonded to each other to form a benzene ring.

[0381] In an exemplary embodiment of the present specification, r21 to r24 are the same as or different from each other and are each independently an integer of 0 to 4, and when r21 is 2 or more, R21 is the same as or different from each other, and when r22 is 2 or more, R22 is the same as or different from each other, and when r23 is 2 or more, R23 is the same as or different from each other, and when r24 is 2 or more, R24 is the same as or different from each other.

[0382] In an exemplary embodiment of the present specification, r21 to r24 are the same as or different from each other, and are each independently 0 to 2.

[0383] In an exemplary embodiment of the present specification, X1 is N or CR31.

[0384] In an exemplary embodiment of the present specification, X2 is N or CR32.

[0385] In an exemplary embodiment of the present specification, X3 is N or CR33.

[0386] In an exemplary embodiment of the present specification, one or more of X1 to X3 is N.

[0387] In an exemplary embodiment of the present specification, two or more of X1 to X3 are N.

[0388] In an exemplary embodiment of the present specification, all of X1 to X3 are N.

[0389] In an exemplary embodiment of the present specification, X1 is N, X2 is N, and X3 is CR33. In another exemplary embodiment, R33 is bonded to Ar2 to form a benzene ring.

[0390] In an exemplary embodiment of the present specification, X1 is N, X2 is CR32, and X3 is N. In another exemplary embodiment, R33 is bonded to Ar2 to form a benzene ring.

[0391] In an exemplary embodiment of the present specification, R31, R32 and R33 are the same as or different from each other, and are each independently hydrogen; deuterium; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group, or bonded to Ar1 or Ar2 to form a substituted or unsubstituted aromatic hydrocarbon ring; or a substituted or unsubstituted heterocyclic ring.

[0392] In an exemplary embodiment of the present specification, R31, R32 and R33 are the same as or different from each other, and are each independently hydrogen; deuterium; substituted or unsubstituted C6-C30 aryl; or substituted or unsubstituted C2-C30 heterocyclic group, or bonded to Ar1 or Ar2 to form a substituted or unsubstituted C6-C30 aromatic hydrocarbon ring; or substituted or unsubstituted C2-C30 heterocyclic ring. In another exemplary embodiment, "substituted or unsubstituted" means substituted with a substituent selected from the group consisting of deuterium, C1-C10 alkyl, C6-C30 aryl and C2-C30 heteroaryl, or a substituent selected from the group consisting of two or more substituents connected, or no substituent.

[0393] In an exemplary embodiment of the present specification, R31, R32 and R33 are the same as or different from each other, and are each independently hydrogen; deuterium; a substituted or unsubstituted monocyclic to tetracyclic aromatic group; or a substituted or unsubstituted monocyclic to tetracyclic heterocyclic group, or bonded to Ar1 or Ar2 to form a substituted or unsubstituted monocyclic to tetracyclic aromatic hydrocarbon ring; or a substituted or unsubstituted monocyclic to tetracyclic heterocyclic ring. In another exemplary embodiment, "substituted or unsubstituted" means substituted with a substituent selected from the group consisting of deuterium, C1-C10 alkyl, C6-C30 aryl and C2-C30 heteroaryl, or a substituent selected from the group consisting of two or more substituents connected, or no substituent.

[0394] In an exemplary embodiment of the present specification, R31, R32 and R33 are the same as or different from each other, and are each independently hydrogen; deuterium; phenyl; biphenyl; naphthyl; carbazolyl; phenylcarbazolyl; or benzocarbazolyl, or bonded to Ar1 to Ar2 to form a benzene ring that is unsubstituted or substituted with a C6-C30 aryl group or a C2-C30 heterocyclic group.

[0395] In an exemplary embodiment of the present specification, R31, R32, and R33 are each hydrogen or deuterium.

[0396] In an exemplary embodiment of the present specification, R31, R32, and R33 are hydrogen.

[0397] In an exemplary embodiment of the present specification, R31 is bonded to Ar1 to form a substituted or unsubstituted ring; a substituted or unsubstituted hydrocarbon ring; or a substituted or unsubstituted heterocyclic ring.

[0398] In an exemplary embodiment of the present specification, R32 is bonded to Ar1 to form a substituted or unsubstituted ring; a substituted or unsubstituted hydrocarbon ring; or a substituted or unsubstituted heterocyclic ring.

[0399] In an exemplary embodiment of the present specification, R32 and Ar2 are bonded to form a substituted or unsubstituted ring; a substituted or unsubstituted hydrocarbon ring; or a substituted or unsubstituted heterocyclic ring.

[0400] In an exemplary embodiment of the present specification, R33 is bonded to Ar2 to form a substituted or unsubstituted ring; a substituted or unsubstituted hydrocarbon ring; or a substituted or unsubstituted heterocyclic ring.

[0401] In an exemplary embodiment of the present specification, R31 is bonded to Ar1 to form a benzene ring which is unsubstituted or substituted with R41.

[0402] In an exemplary embodiment of the present specification, R32 is bonded to Ar1 to form a benzene ring which is unsubstituted or substituted with R41.

[0403] In an exemplary embodiment of the present specification, R32 is bonded to Ar2 to form a benzene ring which is unsubstituted or substituted with R41.

[0404] In an exemplary embodiment of the present specification, R33 is bonded to Ar2 to form a benzene ring which is unsubstituted or substituted with R41.

[0405] In an exemplary embodiment of the present specification, Ar1 and Ar2 are the same as or different from each other, and are each independently a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group, or bonded to R31, R32 or R33 to form a substituted or unsubstituted aromatic hydrocarbon ring; or a substituted or unsubstituted heterocyclic ring.

[0406] In an exemplary embodiment of the present specification, Ar1 and Ar2 are the same as or different from each other, and are each independently unsubstituted or substituted with a substituent selected from the group consisting of deuterium, a nitrile group, a C1-C10 alkyl group, a C1-C10 alkoxy group which is unsubstituted or substituted with a halogen group, a C6-C30 aryl group, and a C2-C20 heterocyclic group, or two or more substituents selected from the group are connected to a C6-C30 aryl group; or a C6-C30 heterocyclic group which is unsubstituted or substituted with a substituent selected from the group consisting of deuterium, a nitrile group, a C1-C10 alkyl group, a C1-C10 alkoxy group which is unsubstituted or substituted with a halogen group, a C6-C30 aryl group, and a C2-C20 heterocyclic group, or two or more substituents selected from the group are connected to a C6-C30 heterocyclic group.

[0407] In an exemplary embodiment of the present specification, Ar1 and Ar2 are the same as or different from each other, and are each independently unsubstituted or substituted with one selected from the group consisting of deuterium, a nitrile group, a C1-C10 alkyl group, a C1-C10 alkoxy group which is unsubstituted or substituted with a halogen group, a C6-C30 aryl group, and a C2-C20 heterocyclic group, or a substituent in which two or more substituents selected from the group are connected; or a C6-C30 heterocyclic group.

[0408] In an exemplary embodiment of the present specification, Ar1 and Ar2 are the same as or different from each other, and are each independently unsubstituted or substituted with a substituent selected from the group consisting of deuterium, a nitrile group, a C1-C10 alkyl group, a C1-C10 alkoxy group which is unsubstituted or substituted with a halogen group, a C6-C30 aryl group, and a C2-C20 heterocyclic group, or a C6-C30 aryl group in which two or more substituents selected from the group are connected.

[0409] In an exemplary embodiment of the present specification, Ar1 and Ar2 are the same as or different from each other and are each independently a C6-C20 aryl group which is unsubstituted or substituted with a substituent selected from the group consisting of deuterium, a nitrile group, a methyl group, a trifluoromethoxy group, a phenyl group, a naphthyl group, a dimethylfluorenyl group, a phenanthryl group, a phenanthrenyl group, a fluoranthenyl group, a pyridyl group, a quinolyl group, a carbazolyl group, a benzocarbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group, or a substituent selected from the group consisting of deuterium, a nitrile group, a methyl group, a trifluoromethoxy group, a phenyl group, a naphthyl group, a dimethylfluorenyl group, a phenanthryl group, a phenanthrenyl group, a fluoranthenyl group, a pyridyl group, a quinolyl group, a carbazolyl group, a benzocarbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group, or a substituent selected from the group consisting of deuterium, a nitrile group, a methyl group, a trifluoromethoxy group, a phenyl group, a naphthyl group, a dimethylfluorenyl group, a phenanthryl group, a phenanthrenyl group, a fluoranthenyl group, a pyridyl group, a quinolyl group, a carbazolyl group, a benzocarbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group, or a substituent selected from the group consisting of a C2-C20 heterocyclic group.

[0410] In an exemplary embodiment of the present specification, Ar1 and Ar2 are the same as or different from each other and are each independently unsubstituted or substituted with a substituent selected from the group consisting of deuterium, nitrile, methyl, trifluoromethoxy, phenyl, naphthyl, dimethylfluorenyl, phenanthrenyl, phenanthrenyl, fluoranthenyl, pyridyl, quinolyl, carbazolyl, benzocarbazolyl, dibenzofuranyl and dibenzothiophenyl, or a C6-C20 aryl group connected to two or more groups selected from the group.

[0411] In an exemplary embodiment of the present specification, Ar1 and Ar2 are the same as or different from each other, and are each independently an aryl group which is unsubstituted or substituted by R41; or a heterocyclic group which is unsubstituted or substituted by R42, or is bonded to R31, R32 or R33 to form an aromatic hydrocarbon ring which is unsubstituted or substituted by R41; or a heterocyclic ring which is unsubstituted or substituted by R42.

[0412] In an exemplary embodiment of the present specification, Ar1 and Ar2 are the same as or different from each other, and are each independently a C6-C30 aryl group which is unsubstituted or substituted with R41; or a C2-C30 heterocyclic group which is unsubstituted or substituted with R42, or is bonded to R31, R32 or R33 to form a C6-C30 aromatic hydrocarbon ring which is unsubstituted or substituted with R41; or a C2-C30 heterocyclic ring which is unsubstituted or substituted with R42.

[0413] In an exemplary embodiment of the present specification, Ar1 and Ar2 are the same as or different from each other, and are each independently a C6-C20 aryl group which is unsubstituted or substituted with R41; or a C2-C20 heterocyclic group which is unsubstituted or substituted with R42, or is bonded with R31, R32 or R33 to form a C6-C20 aromatic hydrocarbon ring which is unsubstituted or substituted with R41; or a C2-C20 heterocyclic ring which is unsubstituted or substituted with R42.

[0414] In an exemplary embodiment of the present specification, Ar1 and Ar2 are the same as or different from each other, and are each independently a monocyclic to pentacyclic aromatic group which is unsubstituted or substituted with R41; or a monocyclic to pentacyclic heterocyclic group which is unsubstituted or substituted with R42, or is bonded with R31, R32 or R33 to form a monocyclic to pentacyclic aromatic hydrocarbon ring which is unsubstituted or substituted with R41; or a monocyclic to pentacyclic heterocyclic ring which is unsubstituted or substituted with R42.

[0415] In an exemplary embodiment of the present specification, Ar1 and Ar2 are the same as or different from each other, and are each independently a monocyclic to tetracyclic aromatic group which is unsubstituted or substituted with R41; or a monocyclic to tetracyclic heterocyclic group which is unsubstituted or substituted with R42, or is bonded to R31, R32 or R33 to form a monocyclic to tetracyclic aromatic hydrocarbon ring which is unsubstituted or substituted with R41; or a monocyclic to tetracyclic heterocyclic ring which is unsubstituted or substituted with R42.

[0416] In an exemplary embodiment of the present specification, Ar1 and Ar2 are the same as or different from each other, and are each independently a monocyclic to tricyclic aromatic group which is unsubstituted or substituted with R41; or a monocyclic to tricyclic heterocyclic group which is unsubstituted or substituted with R42, or is bonded with R31, R32 or R33 to form a monocyclic to tricyclic aromatic hydrocarbon ring which is unsubstituted or substituted with R41; or a monocyclic to tricyclic heterocyclic ring which is unsubstituted or substituted with R42.

[0417] In an exemplary embodiment of the present specification, Ar1 and Ar2 are the same as or different from each other and are each independently phenyl; biphenyl; terphenyl; naphthyl; phenanthryl; triphenylene; fluoranthenyl; phenanthrenyl; anthracenyl; fluorenyl; or dimethylfluorenyl, and the substituent is unsubstituted or substituted with R41.

[0418] In an exemplary embodiment of the present specification, Ar1 and Ar2 are the same as or different from each other, and are each independently a monocyclic to pentacyclic heterocyclic group which is unsubstituted or substituted with R42 and contains N, O, S or Si.

[0419] In an exemplary embodiment of the present specification, Ar1 and Ar2 are the same as or different from each other and are each independently a carbazolyl group; a phenylcarbazolyl group; a benzocarbazolyl group; an indenocarbazolyl group; a dibenzothienyl group; a dibenzofuranyl group; a dibenzothioyl group; a phenanthroyl group; oxazinyl; phenothiazinyl; phenazinyl; acridinyl; dihydrophenazinyl; dihydroacridinyl; pyridinyl; pyrimidinyl; quinolinyl; isoquinolinyl; quinazolinyl; pyridopyrimidinyl; pyridopyrazinyl; pyrimidoindolyl; or pyridoindolyl, and the substituent is unsubstituted or substituted with R42.

[0420] In an exemplary embodiment of the present specification, Ar1 and R31 are bonded to form a substituted or unsubstituted ring; a substituted or unsubstituted hydrocarbon ring; or a substituted or unsubstituted heterocyclic ring.

[0421] In an exemplary embodiment of the present specification, Ar1 and R32 are bonded to form a substituted or unsubstituted ring; a substituted or unsubstituted hydrocarbon ring; or a substituted or unsubstituted heterocyclic ring.

[0422] In an exemplary embodiment of the present specification, Ar2 and R32 are bonded to form a substituted or unsubstituted ring; a substituted or unsubstituted hydrocarbon ring; or a substituted or unsubstituted heterocyclic ring.

[0423] In an exemplary embodiment of the present specification, Ar2 and R33 are bonded to form a substituted or unsubstituted ring; a substituted or unsubstituted hydrocarbon ring; or a substituted or unsubstituted heterocyclic ring.

[0424] In an exemplary embodiment of the present specification, Ar1 and R31 are bonded to form a benzene ring which is unsubstituted or substituted with R41.

[0425] In an exemplary embodiment of the present specification, Ar1 and R32 are bonded to form a benzene ring which is unsubstituted or substituted with R41.

[0426] In an exemplary embodiment of the present specification, Ar2 and R32 are bonded to form a benzene ring which is unsubstituted or substituted with R41.

[0427] In an exemplary embodiment of the present specification, Ar2 and R33 are bonded to form a benzene ring which is unsubstituted or substituted with R41.

[0428] In an exemplary embodiment of the present specification, R41 and R42 are the same as or different from each other, and are each independently selected from the group consisting of deuterium; a halogen group; a nitrile group; an alkyl group; a halogenated alkyl group; an alkoxy group; a silyl group; an aryl group; and a heterocyclic group, or a group in which two or more substituents selected from the group are connected.

[0429] In an exemplary embodiment of the present specification, R41 and R42 are the same as or different from each other, and are each independently selected from the group consisting of deuterium; a halogen group; a nitrile group; a C1-C20 alkyl group; a C1-C20 haloalkyl group; a C1-C20 alkoxy group; a C1-C50 silyl group; a C6-C50 aryl group; and a C2-C50 heterocyclic group, or a group in which two or more substituents selected from the group are connected.

[0430] In an exemplary embodiment of the present specification, R41 and R42 are the same as or different from each other, and are each independently selected from the group consisting of deuterium; a halogen group; a nitrile group; a C1-C10 alkyl group; a C1-C10 haloalkyl group; a C1-C10 alkoxy group; a C1-C30 silyl group; a C6-C30 aryl group; and a C2-C30 heterocyclic group, or a group in which two or more substituents selected from the group are connected.

[0431] In an exemplary embodiment of the present specification, R41 and R42 are the same as or different from each other, and are each independently selected from the group consisting of deuterium; a halogen group; a nitrile group; a C1-C5 alkyl group; a C1-C5 haloalkyl group; a C1-C5 alkoxy group; a C1-C20 silyl group; a C6-C20 aryl group; and a C2-C20 heterocyclic group, or a group in which two or more substituents selected from the group are connected.

[0432] In an exemplary embodiment of the present specification, R41 and R42 are the same as or different from each other, and are each independently selected from the group consisting of deuterium; a halogen group; a nitrile group; a C1-C20 alkyl group; a C1-C20 haloalkyl group; a C1-C20 alkoxy group; a C1-C50 silyl group; a monocyclic to pentacyclic aromatic group; and a monocyclic to pentacyclic heterocyclic group, or a group in which two or more substituents selected from the group are connected.

[0433] In an exemplary embodiment of the present specification, R41 and R42 are the same as or different from each other, and are each independently selected from the group consisting of deuterium; a halogen group; a nitrile group; a C1-C10 alkyl group; a C1-C10 haloalkyl group; a C1-C10 alkoxy group; a C1-C30 silyl group; a monocyclic to tetracyclic aromatic group; and a monocyclic to tetracyclic heterocyclic group, or a group in which two or more substituents selected from the group are connected.

[0434] In an exemplary embodiment of the present specification, R41 and R42 are the same as or different from each other, and are each independently selected from the group consisting of deuterium; a halogen group; a nitrile group; a C1-C5 alkyl group; a C1-C5 haloalkyl group; a C1-C5 alkoxy group; a C1-C20 silyl group; a monocyclic to tricyclic aromatic group; and a monocyclic to tricyclic heterocyclic group, or a group in which two or more substituents selected from the group are connected.

[0435] In an exemplary embodiment of the present specification, R41 and R42 are the same as or different from each other, and are each independently selected from deuterium; nitrile; methyl; ethyl; propyl; isopropyl; n-butyl; tert-butyl; trifluoromethyl; methoxy; ethoxy; trimethylsilyl; triphenylsilyl; phenyl; biphenyl; terphenyl; naphthyl; phenanthrenyl; triphenylene; fluoranthenyl; phenanthrenyl; anthracenyl; fluorenyl; dimethylfluorenyl; carbazolyl; phenylcarbazolyl; benzocarbazolyl; indenocarbazolyl; dibenzothiophenyl; dibenzofuranyl; dibenzothioyl; phenanthroline; The invention also comprises one of the following substituents: oxazinyl; phenothiazinyl; phenazinyl; acridinyl; dihydrophenazinyl; dihydroacridinyl; pyridinyl; pyrimidinyl; quinolyl; isoquinolyl; quinazolinyl; pyridopyrimidinyl; pyridopyrazinyl; pyrimidoindolyl; and pyridoindolyl, or a group in which two or more substituents selected from the group are linked.

[0436] In an exemplary embodiment of the present specification, L is a direct bond; a substituted or unsubstituted arylene group; or a substituted or unsubstituted divalent heterocyclic group.

[0437] In an exemplary embodiment of the present specification, L is a direct bond; a substituted or unsubstituted C6-C30 arylene group; or a substituted or unsubstituted C2-C30 divalent heterocyclic group.

[0438] In an exemplary embodiment of the present specification, L is a direct bond; a C6-C30 arylene group; or a C2-C30 divalent heterocyclic group. The arylene group or the divalent heterocyclic group is unsubstituted or substituted with a substituent selected from the group consisting of a nitrile group; a C1-C10 alkyl group; a C6-C30 aryl group; and a C2-C30 heterocyclic group, or two or more substituents selected from the group are connected.

[0439] In an exemplary embodiment of the present specification, L is a direct bond; a monocyclic to pentacyclic arylene group; or a monocyclic to pentacyclic divalent heterocyclic group. The arylene group or the divalent heterocyclic group is unsubstituted or substituted with a substituent selected from the group consisting of a nitrile group; a C1-C10 alkyl group; a C6-C30 aryl group; and a C2-C30 heterocyclic group, or two or more substituents selected from the group are connected.

[0440] In an exemplary embodiment of the present specification, L is a direct bond; a monocyclic to tetracyclic arylene group; or a monocyclic to tetracyclic divalent heterocyclic group. The arylene group or the divalent heterocyclic group is unsubstituted or substituted with a substituent selected from the group consisting of a nitrile group; a C1-C10 alkyl group; a C6-C30 aryl group; and a C2-C30 heterocyclic group, or two or more substituents selected from the group are connected.

[0441] In an exemplary embodiment of the present specification, L is a direct bond; a phenylene group; a biphenylene group; a terphenylene group; a naphthylene group; an anthrylene group; a divalent phenanthryl group; a divalent triphenylene group; a divalent fluoranthenyl group; a divalent phenalenyl group; a divalent fluorenyl group; a divalent dimethylfluorenyl group; a divalent carbazolyl group; a divalent phenylcarbazolyl group; a divalent benzocarbazolyl group; a divalent indenylcarbazolyl group; a divalent dibenzothiophenyl group; a divalent dibenzofuranyl group; a divalent dibenzosilyl group; a divalent phenanthrenyl group; a divalent Azine group; a divalent phenothiazine group; a divalent phenazine group; a divalent acridinyl group; a divalent dihydrophenazinyl group; a divalent dihydroacridinyl group; a divalent pyridinyl group; a divalent pyrimidinyl group; a divalent quinolyl group; a divalent isoquinolyl group; a divalent quinazolinyl group; a divalent pyridopyrimidinyl group; a divalent pyridopyrazinyl group; a divalent pyrimidoindolyl group; or a divalent pyridoindolyl group. The aforementioned linking group (L) is unsubstituted or substituted with a substituent selected from the group consisting of a nitrile group; a C1-C10 alkyl group; a C6-C30 aryl group; and a C2-C30 heterocyclic group, or two or more substituents selected from the group are connected.

[0442] In an exemplary embodiment of the present specification, L is a direct bond; a C6-C30 arylene group; or a C2-C30 divalent heterocyclic group which is unsubstituted or substituted with a C1-C6 alkyl group.

[0443] In an exemplary embodiment of the present specification, L is a direct bond; a phenylene group; a biphenylene group; a terphenylene group; a naphthylene group; a divalent dibenzothienyl group; a divalent dibenzofuranyl group; or a divalent dimethylbenzosilyl group.

[0444] In an exemplary embodiment of the present specification, L is a direct bond; a phenylene group; a biphenylene group; or a naphthylene group.

[0445] In an exemplary embodiment of the present specification, L is a direct bond.

[0446] In an exemplary embodiment of the present specification, m is an integer of 0 to 2.

[0447] In an exemplary embodiment of the present specification, m is 0 or 1.

[0448] In an exemplary embodiment of the present specification, m is 0.

[0449] In an exemplary embodiment of the present specification, r21 is an integer of 0 to 3.

[0450] In an exemplary embodiment of the present specification, r22 is an integer of 0 to 3.

[0451] In an exemplary embodiment of the present specification, r23 is an integer of 0 to 3.

[0452] In an exemplary embodiment of the present specification, r24 is an integer of 0 to 3.

[0453] In an exemplary embodiment of the present specification, r21 is an integer of 0 to 2.

[0454] In an exemplary embodiment of the present specification, r22 is an integer of 0 to 2.

[0455] In an exemplary embodiment of the present specification, r23 is an integer of 0 to 2.

[0456] In an exemplary embodiment of the present specification, r24 is an integer of 0 to 2.

[0457] In an exemplary embodiment of the present specification, r21 is 1.

[0458] In an exemplary embodiment of the present specification, r22 is 1.

[0459] In an exemplary embodiment of the present specification, r23 is 1.

[0460] In an exemplary embodiment of the present specification, r24 is 1.

[0461] In an exemplary embodiment of the present specification, r21 is 0.

[0462] In an exemplary embodiment of the present specification, r22 is 0.

[0463] In an exemplary embodiment of the present specification, r23 is 0.

[0464] In an exemplary embodiment of the present specification, r24 is 0.

[0465] In an exemplary embodiment of the present specification, Formula 3 is represented by any one of the following Formulae 301 to 303.

[0466] [Formula 301]

[0467]

[0468] [Formula 302]

[0469]

[0470] [Formula 303]

[0471]

[0472] In equations 301 to 303,

[0473] The definitions of L, m, Ar1 and Ar2 are the same as those defined in Formula 3,

[0474] One or more of X1 to X3 is N, and the rest are CH or CD,

[0475] R30 is hydrogen; deuterium; substituted or unsubstituted alkyl; substituted or unsubstituted aryl; or substituted or unsubstituted heteroaryl, and

[0476] r30 is an integer of 0 to 4, and when r30 is 2 or more, R30 are the same as or different from each other.

[0477] In an exemplary embodiment of the present specification, in Formula 301, X1 is N or CR31, X2 is N or CR32, X3 is N or CR33, one or more of X1 to X3 is N, and R31, R32 and R33 are the same as or different from each other and are each independently hydrogen; deuterium; substituted or unsubstituted aryl; or substituted or unsubstituted heterocyclic group.

[0478] In an exemplary embodiment of the present specification, in Formula 301, R31, R32, and R33 are each hydrogen; or deuterium.

[0479] In an exemplary embodiment of the present specification, in Formula 301, R31, R32, and R33 are hydrogen.

[0480] In an exemplary embodiment of the present specification, R30 is hydrogen; deuterium; a substituted or unsubstituted C1-10 alkyl group; or a substituted or unsubstituted C6-C30 aryl group; or a substituted or unsubstituted C2-C30 heterocyclyl group.

[0481] In an exemplary embodiment of the present specification, R30 is hydrogen; a methyl group; a phenyl group; or a benzocarbazolyl group.

[0482] In an exemplary embodiment of the present specification, R30 is hydrogen; or deuterium.

[0483] In an exemplary embodiment of the present specification, R30 is hydrogen.

[0484] In an exemplary embodiment of the present specification, Formula 2 is represented by any one of the following Formulae 201, 203, and 204.

[0485] [Formula 201]

[0486]

[0487] [Formula 203]

[0488]

[0489] [Formula 204]

[0490]

[0491] In equations 201, 203 and 204,

[0492] Definitions of X1 to X3, L, m, Ar1, Ar2, R21, R23 to R24, r21, r23 to r24, and Y are the same as those defined in Formula 2.

[0493] X4 is N or CR34, X5 is N or CR35, X6 is N or CR36, and one or more of X4 to X6 are N,

[0494] R34, R35 and R36 are the same as or different from each other and are each independently hydrogen or deuterium, or bonded to Ar3 or Ar4 to form a substituted or unsubstituted aromatic hydrocarbon ring; or a substituted or unsubstituted heterocyclic ring,

[0495] Ar3 and Ar4 are the same as or different from each other, and are each independently an aryl group which is unsubstituted or substituted by R43; or a heterocyclic group which is unsubstituted or substituted by R44, or is bonded with R34, R35 or R36 to form a substituted or unsubstituted aromatic hydrocarbon ring; or a substituted or unsubstituted heterocyclic ring,

[0496] R43 and R44 are the same as or different from each other and are each independently selected from the group consisting of deuterium; a halogen group; a nitrile group; an alkyl group; a halogenated alkyl group; an alkoxy group; a silyl group; an aryl group; and a heterocyclic group, or a group in which two or more substituents selected from the group are linked,

[0497] L11 is a direct bond; a substituted or unsubstituted arylene group; or a substituted or unsubstituted divalent heterocyclic group,

[0498] m11 is an integer of 0 to 4, and when m11 is 2 or more, L11 are the same as or different from each other.

[0499] In an exemplary embodiment of the present specification, Formulas 201, 203 and 204 It can be expressed by any one of equations 301 to 303.

[0500] In an exemplary embodiment of the present specification, the above description of L may be applied to L11.

[0501] In an exemplary embodiment of the present specification, the above description of m may be applied to m11.

[0502] In an exemplary embodiment of the present specification, the above description of X1 to X3 may be applied to X4 to X6.

[0503] In an exemplary embodiment of the present specification, the above description of Ar1 and Ar2 may be applied to Ar3 and Ar4.

[0504] According to an exemplary embodiment of the present specification, Formula 2 is represented by any one of the following Formulae 211 to 214.

[0505] [Formula 211]

[0506]

[0507] [Formula 212]

[0508]

[0509] [Formula 213]

[0510]

[0511] [Formula 214]

[0512]

[0513] In equations 211 to 214,

[0514] Definitions of X1 to X3, L, m, Ar1, Ar2, R21, R23 to R24, r21, r23 to r24, and Y are the same as those defined in Formula 2.

[0515] In an exemplary embodiment of the present specification, Formula 2 is represented by any one of the following Formulae 401 to 403.

[0516] [Formula 401]

[0517]

[0518] [Formula 402]

[0519]

[0520] [Formula 403]

[0521]

[0522] In equations 401 to 403,

[0523] Definitions of X1 to X3, L, m, Ar1, Ar2, R21, R23, R24, r21, r23, r24 and Y are the same as those defined in Formula 2,

[0524] R25 to R28 are the same as or different from each other and are each independently hydrogen; deuterium; nitrile; substituted or unsubstituted alkyl; substituted or unsubstituted aryl; or substituted or unsubstituted heterocyclic group, and

[0525] R25 and R28 are each an integer from 0 to 6, R26 is an integer from 0 to 5, R27 is an integer from 0 to 3, R28 and R26 are the same as or different from each other and are each independently an integer from 0 to 6, and when R25 is 2 or more, R25 are the same as or different from each other, and when R26 is 2 or more, R26 are the same as or different from each other, and when R27 is 2 or more, R27 are the same as or different from each other, and when R28 is 2 or more, R28 are the same as or different from each other.

[0526] In an exemplary embodiment of the present specification, the above description of R21 to R24 may be applied to R25 to R28.

[0527] According to an exemplary embodiment of the present specification, the compound represented by Formula 2 is any one selected from the following compounds.

[0528]

[0529]

[0530]

[0531]

[0532]

[0533]

[0534]

[0535]

[0536]

[0537]

[0538]

[0539]

[0540]

[0541]

[0542]

[0543]

[0544]

[0545]

[0546]

[0547]

[0548]

[0549]

[0550]

[0551]

[0552]

[0553]

[0554]

[0555]

[0556]

[0557]

[0558]

[0559]

[0560]

[0561]

[0562]

[0563] The present specification provides an organic light-emitting device, which includes: a positive electrode; a negative electrode; and a first organic material layer and a second organic material layer arranged between the positive electrode and the negative electrode, wherein the first organic material layer contains a compound represented by Formula 1 and the second organic material layer contains a compound represented by Formula 2.

[0564] The organic light emitting device according to the present specification may include an additional organic material layer in addition to the first organic material layer and the second organic material layer.

[0565] In this specification, when one member is disposed “on” another member, this includes not only a case where one member is in contact with another member but also a case where another member exists between the two members.

[0566] In this specification, "layer" has a meaning similar to "film" commonly used in the art, and means a coating covering a target area. The size of the "layer" is not limited, and the sizes of the various "layers" may be the same as or different from each other. In an exemplary embodiment, the size of the "layer" may be the same as the size of the entire device, may correspond to the size of a specific functional area, and may also be as small as a single sub-pixel.

[0567] In this specification, the meaning of containing a specific A material in the B layer includes both: i) the fact that one or more A materials are contained in one B layer and ii) the fact that the B layer is composed of one or more layers and contains the A material in one or more layers among the multiple B layers.

[0568] In the present specification, the meaning of containing a specific A material in the C layer or the D layer includes all of the following: i) the fact that the A material is contained in one or more layers of the C layer having one or more layers, ii) the fact that the A material is contained in one or more layers of the D layer having one or more layers, and iii) the fact that the A material is contained in each of the C layer having one or more layers and the D layer having one or more layers.

[0569] The organic material layer of the organic light-emitting device of the present specification may also be composed of a single-layer structure, but may also be composed of a multilayer structure in which an organic material layer having two or more layers is stacked. For example, the organic light-emitting device may have a structure including a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, an electron injection layer, an electron blocking layer, a hole blocking layer, etc. However, the structure of the organic light-emitting device is not limited thereto, and may include a greater or lesser number of organic material layers.

[0570] In an exemplary embodiment of the present specification, the compound represented by Formula 1 is included in the first organic material layer.

[0571] In an exemplary embodiment of the present specification, the first organic material layer includes a hole injection layer, a hole transport layer, a hole regulating layer, an electron blocking layer, a layer that simultaneously transports and injects holes, or a light emitting layer.

[0572] In an exemplary embodiment of the present specification, the first organic material layer is a light-emitting layer.

[0573] In an exemplary embodiment of the present specification, the compound represented by Formula 1 is contained in an amount of 50 parts by weight or more and less than 100 parts by weight, based on 100 parts by weight of the total weight of the first organic material layer. More preferably, the compound represented by Formula 1 is contained in an amount of 70 parts by weight or more and 99 parts by weight or less, based on 100 parts by weight of the total weight of the first organic material layer.

[0574] In an exemplary embodiment of the present specification, the first organic material layer is a light-emitting layer, the light-emitting layer includes a host material, and the host material includes the compound represented by Formula 1.

[0575] In an exemplary embodiment of the present specification, the light-emitting layer includes the compound represented by Formula 1 as a host of the light-emitting layer.

[0576] In an exemplary embodiment of the present specification, the light-emitting layer includes the compound represented by Formula 1, and the light-emitting layer including the compound represented by Formula 1 exhibits blue color.

[0577] In an exemplary embodiment of the present specification, the light-emitting layer including the compound represented by Formula 1 may include a dopant. The dopant may be a fluorescent dopant or a phosphorescent dopant, and preferably a fluorescent dopant. In this case, based on 100 parts by weight of the host, the dopant in the light-emitting layer may be included in an amount of 0.1 parts by weight to 50 parts by weight, and preferably 1 part by weight to 30 parts by weight. When the dopant satisfies the above range, energy transfer from the host to the dopant occurs effectively.

[0578] In an exemplary embodiment of the present specification, the light-emitting layer including the compound represented by Formula 1 further includes a fluorescent dopant.

[0579] In the present invention, the fluorescent dopant may be an aromatic amine derivative or a boron polycyclic compound, and any one of the following structures may be used, but the fluorescent dopant is not limited thereto.

[0580]

[0581] In the present invention, an Ir complex may be used as a phosphorescent dopant, and as an example thereof, any one of the following structures may be used, but the phosphorescent dopant is not limited thereto.

[0582]

[0583] In an exemplary embodiment of the present specification, the organic light-emitting device further includes one or more light-emitting layers in addition to the light-emitting layer including the compound represented by Formula 1. The one or more light-emitting layers may each include the above-mentioned fluorescent dopant or phosphorescent dopant.

[0584] According to an exemplary embodiment of the present specification, an organic light emitting device includes a light emitting layer having two or more layers, and one layer of the light emitting layer having the two or more layers includes a fluorescent dopant, and another layer includes a phosphorescent dopant.

[0585] According to an exemplary embodiment of the present invention, an organic light emitting device includes a light emitting layer including the compound represented by Formula 1, and a maximum light emitting peak of the light emitting layer is within 400 nm to 500 nm.

[0586] In an exemplary embodiment of the present specification, an organic light emitting device may include a light emitting layer having two or more layers.

[0587] In an exemplary embodiment of the present specification, the maximum emission peaks of the light-emitting layers are different from each other. Specifically, the organic light-emitting device further includes one or more light-emitting layers in which the maximum emission peak appears in a wavelength band different from the wavelength band in which the maximum emission peak of the light-emitting layer containing one or more compounds represented by Formula 1 appears.

[0588] The maximum emission peak of the light-emitting layer including the compound represented by Formula 1 is within 400 nm to 500 nm, and the maximum emission peak of another light-emitting layer may exhibit a maximum emission peak within 510 nm to 580 nm; or within 610 nm to 680 nm.

[0589] In an exemplary embodiment of the present specification, a light-emitting layer other than the light-emitting layer containing one or more compounds represented by Formula 1 contains a phosphorescent dopant. Specifically, one or more light-emitting layers in which a maximum light-emitting peak appears in a wavelength band different from a wavelength band in which a maximum light-emitting peak of the light-emitting layer containing one or more compounds represented by Formula 1 appears contain a phosphorescent dopant.

[0590] In an exemplary embodiment of the present specification, one light-emitting layer exhibits blue, and the other light-emitting layer may include a blue, red, or green light-emitting compound known in the art.

[0591] According to an exemplary embodiment of the present invention, an organic light emitting device includes a light emitting layer having two or more layers, and one layer of the light emitting layer includes a fluorescent dopant, and another layer of the light emitting layer includes a phosphorescent dopant.

[0592] In addition, when the organic light-emitting device of the present invention includes a light-emitting layer having two or more layers, the organic light-emitting device may be in a state where the two or more light-emitting layers are sequentially and vertically stacked, and may be in a state where the two or more light-emitting layers are horizontally arranged in parallel.

[0593] In an exemplary embodiment of the present specification, the organic light emitting device includes a light emitting layer having three or more layers. In an exemplary embodiment, the organic light emitting device may be in a state where three or more light emitting layers are sequentially stacked, and in all three or more light emitting layers, the maximum light emitting peak may appear in the same wavelength band. In this case, the maximum light emitting peak is within 400nm to 500nm, which is a blue region.

[0594] In an exemplary embodiment of the present specification, the compound represented by Formula 2 is included in the second organic material layer.

[0595] In an exemplary embodiment of the present specification, the compound represented by Formula 2 is included in the hole blocking layer, the electron regulating layer, the electron transport layer, the electron injection layer, or the layer that simultaneously transports and injects electrons.

[0596] In an exemplary embodiment of the present specification, the second organic material layer includes a hole blocking layer, an electron regulating layer, an electron transport layer, an electron injection layer, or a layer that simultaneously transports and injects electrons.

[0597] In an exemplary embodiment of the present specification, the second organic material layer includes an electron transport layer or a layer that simultaneously transports and injects electrons.

[0598] In an exemplary embodiment of the present specification, the first organic material layer and the second organic material layer are disposed in contact with each other.

[0599] In one exemplary embodiment of the present specification, the first organic material layer is disposed between the positive electrode and the negative electrode. In another exemplary embodiment, the second organic material layer is disposed between the first organic material layer and the negative electrode.

[0600] In an exemplary embodiment of the present specification, the second organic material layer is provided to be in contact with the negative electrode.

[0601] In an exemplary embodiment of the present specification, the organic light emitting device further includes an electron transport region between the second organic material layer and the first organic material layer.

[0602] In an exemplary embodiment of the present specification, the second organic material layer further includes one n-type dopant or two or more n-type dopants selected from alkali metals and alkaline earth metals in addition to the compound represented by Formula 2.

[0603] When an organic alkali metal compound or an organic alkaline earth metal compound is used as an n-type dopant, the stability of the holes can be ensured by the light-emitting layer, so that the service life of the organic light-emitting device can be improved. In addition, for the electron mobility of the electron transport layer, the balance of holes and electrons in the light-emitting layer can be maximized by controlling the ratio of the organic alkali metal compound or the organic alkaline earth metal compound, thereby improving the luminous efficiency.

[0604] In the present specification, as the n-type dopant used in the second organic material layer, LiQ is also preferred. The second organic material layer may include a heterocyclic compound as in Formula 2 and an n-type dopant in a weight ratio of 1:9 to 9:1. Preferably, the second organic material layer may include a heterocyclic compound as in Formula 2 and an n-type dopant in a weight ratio of 2:8 to 8:2, and more preferably in a weight ratio of 3:7 to 7:3.

[0605] In an exemplary embodiment of the present specification, the negative electrode has a multilayer structure of a metal or a metal alloy.

[0606] In an exemplary embodiment, the organic light emitting device of the present specification may be manufactured by sequentially stacking a first electrode, an organic material layer, and a second electrode on a substrate.

[0607] In one exemplary embodiment of the present specification, the first electrode is a positive electrode, and the second electrode is a negative electrode. In another exemplary embodiment, the first electrode is a negative electrode, and the second electrode is a positive electrode.

[0608] In an exemplary embodiment of the present specification, the organic light emitting device may be a normal type organic light emitting device in which a positive electrode, one or more organic material layers, and a negative electrode are sequentially stacked on a substrate.

[0609] In an exemplary embodiment of the present specification, the organic light emitting device may be an inverted organic light emitting device in which a negative electrode, one or more organic material layers, and a positive electrode are sequentially stacked on a substrate.

[0610] Figures 1 to 4 The stacked structure of the organic light emitting device of the present invention is shown.

[0611] Figure 1 An organic light emitting device is shown in which a substrate 0, a negative electrode 1, a second organic material layer 202, a first organic material layer 201, and a positive electrode 4 are sequentially and vertically stacked. In an exemplary embodiment of the present specification, the first organic material layer 201 contains a compound represented by Formula 1, and the second organic material layer 202 contains a compound represented by Formula 2.

[0612] Figures 2 to 4 Each shows a stacked structure of an organic light-emitting device of the present invention including two or more light-emitting layers.

[0613] Figure 2 An organic light-emitting device is shown in which a substrate 0, a negative electrode 1, an electron transport layer 2, a hole blocking layer or electron regulating layer 7, a first light-emitting layer 11, an organic material layer 5, a second light-emitting layer 12, a hole transport layer 3, and a positive electrode 4 are sequentially and vertically stacked. In an exemplary embodiment of the present specification, the organic material layer 5 or the hole transport layer 3 contains a compound represented by Formula 1. In an exemplary embodiment, the electron transport layer 2, the hole blocking layer or electron regulating layer 7, or the organic material layer 5 contains a compound represented by Formula 2.

[0614] Figure 3 An organic light-emitting device is shown in which a substrate 0, a negative electrode 1, an electron transport layer 2, a hole blocking layer or electron regulating layer 7, a first light-emitting layer 11, an organic material layer 5, a second light-emitting layer 12, an organic material layer 6, a third light-emitting layer 13, a hole transport layer 3, and a positive electrode 4 are sequentially and vertically stacked. In an exemplary embodiment of the present specification, the organic material layer 5, the organic material layer 6, or the hole transport layer 3 contains a compound represented by Formula 1.

[0615] Figure 4An organic light-emitting device is shown in which a substrate 0, a negative electrode 1, an electron transport layer 2, a hole blocking layer or electron regulating layer 7, a light-emitting layer 101, a hole transport layer 3, and a positive electrode 4 are sequentially stacked, and in the light-emitting layer 101, a first light-emitting layer 11 and a second light-emitting layer 12 are horizontally arranged in parallel. In an exemplary embodiment of the present specification, the hole transport layer 3 contains a compound represented by Formula 1. In an exemplary embodiment, the electron transport layer 2 or the hole blocking layer or electron regulating layer 7 contains a compound represented by Formula 2.

[0616] In an exemplary embodiment, the electron transport layer 2, the hole blocking layer or the electron regulating layer 7, the organic material layer 5, or the organic material layer 6 contains a compound represented by Formula 2. In an exemplary embodiment of the present invention, the first light-emitting layer 11, the second light-emitting layer 12, and the third light-emitting layer 13 have the same light-emitting color. In an exemplary embodiment of the present invention, the first light-emitting layer 11, the second light-emitting layer 12, and the third light-emitting layer 13 have a blue color.

[0617] As in Figure 2 and 3 In the embodiment of the present invention, when a plurality of light-emitting layers are stacked, the organic material layer disposed between the plurality of light-emitting layers may be an intermediate layer. The intermediate layer is also commonly referred to as an intermediate electrode, an intermediate conductive layer, a charge generating layer, an electron withdrawing layer, a connecting layer, and an intermediate insulating layer, and a known material configuration may be used, as long as the intermediate layer is a layer having the function of supplying electrons to the layer adjacent to the positive electrode side and supplying holes to the layer adjacent to the negative electrode side. In an exemplary embodiment of the present invention, the organic material layer 5 between the first light-emitting layer and the second light-emitting layer is a charge generating layer or an intermediate insulating layer. In an exemplary embodiment of the present invention, the organic material layer 6 between the second light-emitting layer and the third light-emitting layer is a charge generating layer or an intermediate insulating layer.

[0618] However, the structure of the organic light emitting device according to an exemplary embodiment of the present specification is not limited to Figures 1 to 4 , and can be any of the following structures.

[0619] (1) Positive electrode / hole transport layer / light-emitting layer / negative electrode

[0620] (2) Positive electrode / hole injection layer / hole transport layer / light-emitting layer / negative electrode

[0621] (3) Positive electrode / hole transport layer / light-emitting layer / electron transport layer / negative electrode

[0622] (4) Positive electrode / hole transport layer / light-emitting layer / electron transport layer / electron injection layer / negative electrode

[0623] (5) Positive electrode / hole injection layer / hole transport layer / light-emitting layer / electron transport layer / negative electrode

[0624] (6) Positive electrode / hole injection layer / hole transport layer / light-emitting layer / electron transport layer / electron injection layer / negative electrode

[0625] (7) Positive electrode / hole transport layer / hole regulation layer / luminescent layer / electron transport layer / negative electrode

[0626] (8) Positive electrode / hole transport layer / hole regulation layer / luminescent layer / electron transport layer / electron injection layer / negative electrode

[0627] (9) Positive electrode / hole injection layer / hole transport layer / hole regulation layer / luminescent layer / electron transport layer / negative electrode

[0628] (10) Positive electrode / hole injection layer / hole transport layer / hole regulation layer / luminescent layer / electron transport layer / electron injection layer / negative electrode

[0629] (11) Positive electrode / hole transport layer / light-emitting layer / electron regulation layer / electron transport layer / negative electrode

[0630] (12) Positive electrode / hole transport layer / light-emitting layer / electron regulation layer / electron transport layer / electron injection layer / negative electrode

[0631] (13) Positive electrode / hole injection layer / hole transport layer / light-emitting layer / electron regulation layer / electron transport layer / negative electrode

[0632] (14) Positive electrode / hole injection layer / hole transport layer / first light-emitting layer / intermediate layer / second light-emitting layer / electron transport layer / electron injection layer / negative electrode

[0633] (15) Positive electrode / hole injection layer / hole transport layer / first light-emitting layer / intermediate layer / second light-emitting layer / intermediate layer / third light-emitting layer / electron transport layer / electron injection layer / negative electrode

[0634] In an exemplary embodiment of the present invention, the first organic material layer is a light-emitting layer, a first light-emitting layer, a second light-emitting layer, or a third light-emitting layer.

[0635] When the organic light emitting device includes a plurality of organic material layers, the organic material layers may be formed of the same material or different materials.

[0636] The organic material layer of the organic light emitting device may be formed by various methods.

[0637] In an exemplary embodiment, an organic light-emitting device can be manufactured by depositing a metal or a conductive metal oxide, or an alloy thereof, on a substrate to form a positive electrode, forming an organic material layer including a hole injection layer, a hole transport layer, a light-emitting layer, and an electron transport layer on the positive electrode, and then depositing a material that can be used as a negative electrode on the organic material layer.

[0638] In other exemplary embodiments, the organic light emitting device may also be manufactured by sequentially depositing a negative electrode material, an organic material layer, and a positive electrode material on a substrate (International Patent Application Laid-Open No. 2003 / 012890). However, the manufacturing method is not limited thereto.

[0639] Each organic material layer can be formed by any commonly used deposition techniques, such as vapor deposition, liquid deposition (continuous and discontinuous techniques) and thermal transfer. Continuous deposition techniques include spin coating, gravure coating, curtain coating, dip coating, slot die coating, spray coating and continuous nozzle coating, but are not limited thereto. Discontinuous deposition techniques include inkjet printing, gravure printing and screen printing, but are not limited thereto.

[0640] In an exemplary embodiment of the present specification, the first organic material layer and the second organic material layer may be formed using a physical vapor deposition (PVD) method such as deposition, sputtering, or electron beam evaporation.

[0641] According to another exemplary embodiment, the first organic material layer and the second organic material layer may be formed as the organic material layer by a solution application method, which refers to spin coating, dip coating, blade coating, inkjet printing, screen printing, spray coating, roller coating, etc., but is not limited thereto.

[0642] In an exemplary embodiment of the present specification, other layers in the organic light emitting device may be manufactured using any known material as long as the material can be used for each layer. Hereinafter, preferred materials that can be used for the organic material layer will be exemplified, but are not limited thereto.

[0643] As the positive electrode material, a material having a high work function is generally preferred to facilitate hole injection into the organic material layer. Examples thereof include: metals such as vanadium, chromium, copper, zinc and gold, or alloys thereof; metal oxides such as zinc oxide, indium oxide, indium tin oxide (ITO) and indium zinc oxide (IZO); combinations of metals and oxides such as ZnO:Al or SnO2:Sb; conductive polymers such as poly(3-methylthiophene), poly[3,4-(ethylene-1,2-dioxy)thiophene] (PEDOT), polypyrrole and polyaniline; etc., but are not limited thereto.

[0644] As the negative electrode material, a material having a low work function is generally preferred to facilitate electron injection into the organic material layer. Examples thereof include: metals such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin and lead, or alloys thereof; multilayer structure materials such as LiF / Al or LiO2 / Al; etc., but are not limited thereto.

[0645] The light-emitting layer may include a host material and a dopant material. Examples of the host material include fused aromatic ring derivatives, or heterocyclic compounds, etc. Specific examples of fused aromatic ring derivatives include anthracene derivatives, pyrene derivatives, naphthalene derivatives, pentacene derivatives, phenanthrene compounds, fluoranthene compounds, etc., and specific examples of heterocyclic compounds include dibenzofuran derivatives, ladder-type furan compounds, pyrimidine derivatives, etc., but examples are not limited thereto.

[0646] Examples of dopant materials include aromatic amine derivatives, styrylamine compounds, boron complexes, fluoranthene compounds, metal complexes, etc. Specifically, the aromatic amine derivative is a condensed aromatic ring derivative having a substituted or unsubstituted arylamine group, and examples thereof include pyrene, anthracene, , diindenopyrene, etc. In addition, the styrylamine compound is a compound in which a substituted or unsubstituted arylamine is substituted with at least one arylvinyl group, and is unsubstituted or substituted with one or two or more substituents selected from aryl, silyl, alkyl, cycloalkyl and arylamine groups. Specific examples thereof include styrylamine, styryldiamine, styryltriamine, styryltetramine, etc., but are not limited thereto. In addition, examples of metal complexes include iridium complexes, platinum complexes, etc., but are not limited thereto.

[0647] The hole injection layer is a layer that receives holes from an electrode. The hole injection material has the ability to transport holes, so it is preferred that the hole injection material has the effect of receiving holes from the positive electrode and an excellent hole injection effect on the light-emitting layer or the light-emitting material. In addition, the hole injection material is preferably a material with excellent ability to prevent the excitons generated by the light-emitting layer from moving to the electron injection layer or the electron injection material. In addition, the hole injection material is preferably a material with excellent ability to form a thin film. In addition, the highest occupied molecular orbital (HOMO) of the hole injection material is preferably a value between the work function of the positive electrode material and the HOMO of the surrounding organic material layer. Specific examples of hole injection materials include: metal porphyrins, oligothiophenes, and organic materials based on arylamines; organic materials based on hexanitrile hexaazatriphenylene; organic materials based on quinacridone; organic materials based on perylene; anthraquinone and polyaniline, conductive polymers based on polythiophene, etc., but are not limited thereto.

[0648] The hole transport layer is a layer that receives holes from the hole injection layer and transports the holes to the light-emitting layer. The hole transport material is preferably a material having a large hole mobility, which can receive holes from the positive electrode or the hole injection layer and transport the holes to the light-emitting layer. Specific examples thereof include organic materials based on arylamine, conductive polymers, block copolymers having both conjugated and non-conjugated parts, etc., but are not limited thereto.

[0649] The electron transport layer is a layer that receives electrons from the electron injection layer and transfers the electrons to the light-emitting layer. The electron transport material is preferably a material with a large electron mobility, which can smoothly receive electrons from the negative electrode and transfer the electrons to the light-emitting layer. Specific examples thereof include: Al complexes of 8-hydroxyquinoline; complexes containing Alq3; organic free radical compounds; hydroxyflavone-metal complexes; and the like, but are not limited thereto. The electron transport layer can be used with any desired negative electrode material as used according to the relevant technology. In particular, a suitable negative electrode material is a typical material with a low work function, followed by an aluminum layer or a silver layer. Specific examples thereof include cesium, barium, calcium, ytterbium and samarium, in each case followed by an aluminum layer or a silver layer.

[0650] The electron injection layer is a layer that receives electrons from the electrode. It is preferred that the electron injection material has an excellent ability to transport electrons and has an effect of receiving electrons from the negative electrode and an excellent electron injection effect to the light-emitting layer or the light-emitting material. In addition, the electron injection material is preferably a material that prevents the excitons generated by the light-emitting layer from moving to the hole injection layer and has an excellent ability to form a thin film. Specific examples thereof include fluorenone, anthraquinone dimethane, diphenoquinone, thiopyran dioxide, Azoles, The examples include, but are not limited to, diazole, triazole, imidazole, perylenetetracarboxylic acid, fluorenylmethane, anthrone, and derivatives thereof, metal complex compounds, nitrogen-containing 5-membered ring derivatives, and the like.

[0651] Examples of metal complex compounds include 8-hydroxyquinoline lithium, bis(8-hydroxyquinoline) zinc, bis(8-hydroxyquinoline) copper, bis(8-hydroxyquinoline) manganese, tris(8-hydroxyquinoline) aluminum, tris(2-methyl-8-hydroxyquinoline) aluminum, tris(8-hydroxyquinoline) gallium, bis(10-hydroxybenzo[h]quinoline) beryllium, bis(10-hydroxybenzo[h]quinoline) zinc, bis(2-methyl-8-quinoline) gallium chloride, bis(2-methyl-8-quinoline)(o-cresol) gallium, bis(2-methyl-8-quinoline)(1-naphthol) aluminum, bis(2-methyl-8-quinoline)(2-naphthol) gallium, and the like, but are not limited thereto.

[0652] The electron blocking layer is a layer that can improve the service life and efficiency of the device by preventing electrons injected from the electron injection layer from passing through the light-emitting layer and entering the hole injection layer. Known materials can be used without limitation, and can be formed between the light-emitting layer and the hole injection layer, or between the light-emitting layer and a layer that simultaneously injects and transports holes.

[0653] The hole blocking layer is a layer that blocks holes from reaching the negative electrode and can generally be formed under the same conditions as those of the hole injection layer. Specific examples thereof include Oxadiazole derivatives or triazole derivatives, phenanthroline derivatives, aluminum complexes, etc., but not limited thereto.

[0654] The organic light emitting device according to the present specification may be a top emission type, a bottom emission type, or a dual emission type according to materials to be used.

[0655] Embodiments of the invention

[0656] Hereinafter, this specification will be described in detail with reference to the embodiments for specifically describing this specification. However, the embodiments according to this specification can be modified in various forms, and it is not interpreted that the scope of this application is limited to the embodiments described in detail below. The embodiments of the present application are provided to explain this specification more completely to those of ordinary skill in the art.

[0657] <Synthesis example 1>

[0658] Synthesis example 1-1

[0659]

[0660] Preparation of Compound 1-1A

[0661] 9-Bromoanthracene (22 g, 95.8 mmol) and phenylboronic acid (10.5 g, 85.9 mmol) were completely dissolved in 1,4-dibromoanthracene. After being added to alkane (300mL), 2M potassium carbonate aqueous solution (100mL) was added thereto, tetrakis triphenylphosphine palladium (Pd(PPh3)4, 0.2g, 2mol%) was put therein, and then the resulting mixture was stirred and refluxed for 5 hours. The temperature was lowered to room temperature, the aqueous layer was removed, and the organic layer was dried over anhydrous magnesium sulfate (MgSO4) and then filtered. The filtrate was concentrated under reduced pressure and purified by silica gel column chromatography to obtain compound 1-1A (18.0g, 82%, MS: [M+H] + =255).

[0662] Preparation of Compound 1-1B

[0663] Compound 1-1A (18.0 g, 71 mmol) and AlCl3 (0.5 g) were placed in C6D6 (400 ml), and the resulting solution was stirred for 2 hours. After the reaction was completed, D2O (60 ml) was added thereto, the resulting solution was stirred for 30 minutes, and then trimethylamine (6 ml) was added dropwise thereto. The reaction solution was transferred to a separatory funnel and extracted with water and toluene. The extract was dried over anhydrous magnesium sulfate (MgSO4), and the residue was then recrystallized with ethyl acetate to obtain compound 1-1B (13.1 g, 68%, MS: [M+H] + =269).

[0664] Preparation of Compound 1-1C

[0665] Compound 1-1B (13 g, 49 mmol), N-bromosuccinimide (NBS, 9.5 g, 53.4 mmol) and 300 ml of dimethylformamide (DMF) were placed in a container, and the resulting solution was stirred at room temperature for 8 hours under an argon atmosphere. After the reaction was completed, the organic layer was extracted with water and ethyl acetate. The extract was dried over anhydrous magnesium sulfate (MgSO4) and then filtered. After the filtrate was concentrated under reduced pressure, the sample was purified by silica gel column chromatography to obtain compound 1-1C (12.8 g, 76%, MS: [M+H] + =346).

[0666] Preparation of compound 1-1

[0667] Compound 1-1 (MS: [M+H] + =470), except that compound 1-1C is used instead of 9-bromoanthracene, and (4-(naphthalen-1-yl)phenyl)boronic acid is used instead of phenylboronic acid.

[0668] Synthesis example 1-2

[0669]

[0670] Compound 1-2 (MS: [M+H] + =434), except that compound 1-1C is used instead of 9-bromoanthracene, and dibenzo[b,d]furan-2-ylboronic acid is used instead of phenylboronic acid.

[0671] Synthesis Example 1-3

[0672]

[0673] Preparation of Compound 1-3A

[0674] Compound 1-3A (MS: [M+H] + =381), except that (3-(naphthalen-2-yl)phenyl)boronic acid was used instead of phenylboronic acid.

[0675] Preparation of Compound 1-3B

[0676] Compound 1-3B (MS: [M+H] + =400), except that compound 1-3A was used instead of compound 1-1A.

[0677] Preparation of Compound 1-3C

[0678] Compound 1-3C (MS: [M+H] + =477), except that compound 1-3B was used instead of compound 1-1B.

[0679] Preparation of Compound 1-3

[0680] Compound 1-3 (MS: [M+H]+=526) was obtained in the same manner as in the production method of compound 1-1A, except that compound 1-3C was used instead of 9-bromoanthracene, and naphthane-2-ylboronic acid was used instead of phenylboronic acid.

[0681] Synthesis Example 1-4

[0682]

[0683] Preparation of Compound 1-4A

[0684] Compound 1-4A (MS: [M+H] + =471), except that (7-(naphthalen-1-yl)dibenzo[b,d]furan-2-yl)boronic acid was used instead of phenylboronic acid.

[0685] Preparation of Compound 1-4B

[0686] Compound 1-4B (MS: [M+H] + =493), except that compound 1-4A was used instead of compound 1-1A.

[0687] Preparation of Compound 1-4C

[0688] Compound 1-4C (MS: [M+H] + =570), except that compound 1-4B was used instead of compound 1-1B.

[0689] Preparation of Compound 1-4

[0690] Compound 1-4 (MS: [M+H] + = 568) was obtained in the same manner as in the production method of compound 1-1A, except that compound 1-4C was used instead of 9-bromoanthracene.

[0691] Synthesis Example 1-5

[0692]

[0693] Preparation of Compound 1-5B

[0694] Compound 1-5B (MS: [M+H] + =333), except that compound 1-1A was used instead of compound 1-1B.

[0695] Preparation of Compound 1-5C

[0696] Compound 1-5C (MS: [M+H] + =497), except that compound 1-5B was used instead of 9-bromoanthracene, and (4-(dibenzo[b,d]furan-1-yl)phenyl)boronic acid was used instead of phenylboronic acid.

[0697] Preparation of Compound 1-5

[0698] Compound 1-5 (MS: [M+H] + = 521) was obtained in the same manner as in the preparation method of compound 1-1B, except that compound 1-5C was used instead of compound 1-1A.

[0699] Synthesis Example 1-6

[0700]

[0701] Preparation of Compound 1-6A

[0702] Compound 1-6A (MS: [M+H] +=596), except that 9-bromo-2,6-bis(octyl-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-d16)anthracene was used instead of 9-bromoanthracene, and ([1,1′-biphenyl]-4-yl-d9)boronic acid was used instead of phenylboronic acid.

[0703] Preparation of Compound 1-6B

[0704] Compound 1-6B (MS: [M+H] + =674), except that compound 1-6A was used instead of compound 1-1B.

[0705] Preparation of Compound 1-6

[0706] Compound 1-6 (MS: [M+H]+=757) was obtained in the same manner as in the preparation method of compound 1-1A, except that compound 1-6B was used instead of 9-bromoanthracene, and ([1,1′-biphenyl]-4-yl-d9)boronic acid was used instead of phenylboronic acid.

[0707] Synthesis Example 1-7

[0708]

[0709] Preparation of Compound 1-7A

[0710] Compound 1-7A (MS: [M+H] + =331), except that [1,1'-biphenyl]-4-ylboronic acid was used instead of phenylboronic acid.

[0711] Preparation of Compound 1-7B

[0712] Compound 1-7B (MS: [M+H] + =409), except that compound 1-7A was used instead of compound 1-1B.

[0713] Preparation of Compound 1-7C

[0714] Compound 1-7C (MS: [M+H] + =531), except that compound 1-7B is used instead of 9-bromoanthracene, and fluoranthene-8-ylboronic acid is used instead of phenylboronic acid.

[0715] Preparation of Compound 1-7

[0716] Compound 1-7 (MS: [M+H] + = 557) was obtained in the same manner as in the preparation method of compound 1-1B, except that compound 1-7C was used instead of compound 1-1A.

[0717] Synthesis Example 1-8

[0718]

[0719] Preparation of Compound 1-8A

[0720] Compound 1-8A (MS: [M+H] + =332), except that (5-phenylpyridin-2-yl)boronic acid was used instead of phenylboronic acid.

[0721] Preparation of Compound 1-8B

[0722] Compound 1-8B (MS: [M+H] + =410), except that compound 1-8A was used instead of compound 1-1B.

[0723] Preparation of Compound 1-8C

[0724] Compound 1-8C (MS: [M+H] + =426), except that compound 1-8B was used instead of compound 1-1A.

[0725] Preparation of Compound 1-8

[0726] Compound 1-8 (MS: [M+H]+=550) was obtained in the same manner as in the preparation method of compound 1-1A, except that compound 1-8C was used instead of 9-bromoanthracene, and (3-(naphthalen-1-yl)phenyl)boronic acid was used instead of phenylboronic acid.

[0727] Synthesis Example 1-9

[0728]

[0729] Preparation of Compound 1-9A

[0730] Compound 1-9A (MS: [M+H] + =305), except that naphthylboronic acid was used instead of phenylboronic acid.

[0731] Preparation of Compound 1-9B

[0732] Compound 1-9B (MS: [M+H] + =383), except that compound 1-9A was used instead of compound 1-1B.

[0733] Preparation of Compound 1-9C

[0734] Compound 1-9C (MS: [M+H] + =521), except that compound 1-9B is used instead of 9-bromoanthracene, and naphtho[2,3-b]benzofuran-2-ylboronic acid is used instead of phenylboronic acid.

[0735] Preparation of Compound 1-9

[0736] Compound 1-9 (MS: [M+H] + = 545) was obtained in the same manner as in the preparation method of compound 1-1B, except that compound 1-9C was used instead of compound 1-1A.

[0737] Synthesis Example 1-10

[0738]

[0739] Preparation of Compound 1-10C

[0740] Compound 1-10C (MS: [M+H] + =487), except that compound 1-9B is used instead of 9-bromoanthracene, and dibenzo[b,d]thiophen-2-ylboronic acid is used instead of phenylboronic acid.

[0741] Preparation of Compound 1-10

[0742] Compound 1-10 (MS: [M+H] + = 509) was obtained in the same manner as in the preparation method of compound 1-1B, except that compound 1-10C was used instead of compound 1-1A.

[0743] Synthesis Example 1-11

[0744]

[0745] Preparation of Compound 1-11B

[0746] Compound 1-11B (MS: [M+H] +=321), except that compound 1-9A was used instead of compound 1-1A.

[0747] Preparation of Compound 1-11C

[0748] Compound 1-11C (MS: [M+H] + =398), except that compound 1-11B was used instead of compound 1-1B.

[0749] Preparation of Compound 1-11

[0750] Compound 1-11 (MS: [M+H]+=486) was obtained in the same manner as in the preparation method of compound 1-1A, except that compound 1-11C was used instead of 9-bromoanthracene, and dibenzo[b,d]furan-2-ylboronic acid was used instead of phenylboronic acid.

[0751] Synthesis Example 1-12

[0752]

[0753] Preparation of Compound 1-12C

[0754] Compound 1-12C (MS: [M+H] + =431), except that compound 1-9B is used instead of 9-bromoanthracene, and naphth-2-ylboronic acid is used instead of phenylboronic acid.

[0755] Preparation of Compound 1-12

[0756] Compound 1-12 (MS: [M+H]+=453) was obtained in the same manner as in the preparation method of Compound 1-1B, except that Compound 1-12C was used instead of Compound 1-1A.

[0757] Synthesis Example 1-13

[0758]

[0759] Preparation of Compound 1-13C

[0760] Compound 1-13C (MS: [M+H] + =623), except that compound 1-7B is used instead of 9-bromoanthracene, and (4-(naphtho[2,3-b]benzofuran-2-yl)phenyl)boronic acid is used instead of phenylboronic acid.

[0761] Preparation of Compound 1-13

[0762] Compound 1-13 (MS: [M+H]+=653) was obtained in the same manner as in the preparation method of Compound 1-1B, except that Compound 1-13C was used instead of Compound 1-1A.

[0763] Synthesis Example 1-14

[0764]

[0765] Preparation of Compound 1-14A

[0766] Compound 1-14A (MS: [M+H] + =345), except that dibenzo[b,d]furan-2-ylboronic acid was used instead of phenylboronic acid.

[0767] Preparation of Compound 1-14B

[0768] Compound 1-14B (MS: [M+H] + =423), except that compound 1-14A was used instead of compound 1-1B.

[0769] Preparation of Compound 1-14C

[0770] Compound 1-14C (MS: [M+H] + =421), except that compound 1-14B was used instead of 9-bromoanthracene.

[0771] Preparation of Compound 1-14

[0772] Compound 1-14 (MS: [M+H]+=441) was obtained in the same manner as in the preparation method of Compound 1-1B, except that Compound 1-14C was used instead of Compound 1-1A.

[0773] Synthesis Example 1-15

[0774]

[0775] Preparation of Compound 1-15A

[0776] Compound 1-15A (MS: [M+H] + =329), except that 3-bromobenzo[a]acetanthrene was used instead of 9-bromoanthracene.

[0777] Preparation of Compound 1-15B

[0778] Compound 1-15B (MS: [M+H] + =407), except that compound 1-15A was used instead of compound 1-1B.

[0779] Preparation of Compound 1-15C

[0780] Compound 1-15C (MS: [M+H] + =405), except that compound 1-15B was used instead of 9-bromoanthracene.

[0781] Preparation of Compound 1-15

[0782] Compound 1-15 (MS: [M+H]+=425) was obtained in the same manner as in the preparation method of Compound 1-1B, except that Compound 1-15C was used instead of Compound 1-1A.

[0783] Synthesis Example 1-16

[0784]

[0785] Preparation of Compound 1-16A

[0786] Compound 1-16A (MS: [M+H] + =459), except that 9-(4-(naphthalen-1-yl)phenyl)anthracene was used instead of compound 1-1B.

[0787] Preparation of Compound 1-16B

[0788] Compound 1-16B (MS: [M+H] + =583), except that compound 1-16A is used instead of 9-bromoanthracene, and (4-(naphthalen-2-yl)phenyl)boronic acid is used instead of phenylboronic acid.

[0789] Preparation of Compound 1-16

[0790] Compound 1-16 (MS: [M+H]+=611) was obtained in the same manner as in the preparation method of Compound 1-1B, except that Compound 1-16B was used instead of Compound 1-1A.

[0791] Synthesis Example 1-17

[0792]

[0793] Preparation of Compound 1-17A

[0794] Compound 1-17A (MS: [M+H] + =345), except that dibenzo[b,d]furan-2-ylboronic acid was used instead of phenylboronic acid.

[0795] Preparation of Compound 1-17B

[0796] Compound 1-17B (MS: [M+H] + =361), except that compound 1-17A was used instead of compound 1-1A.

[0797] Preparation of Compound 1-17C

[0798] Compound 1-17C (MS: [M+H] + =438), except that compound 1-17B was used instead of compound 1-1B.

[0799] Preparation of Compound 1-17

[0800] Compound 1-17 (MS: [M+H]+=486) was obtained in the same manner as in the preparation method of Compound 1-1A, except that Compound 1-17C was used instead of 9-bromoanthracene, and naphthane-2-ylboronic acid was used instead of phenylboronic acid.

[0801] <Synthesis example 2>

[0802] Synthesis example 2-1

[0803]

[0804] Under nitrogen gas flow, spiro[fluorene-9,9'-xanthene]-2'-ylboronic acid (30 g, 79.7 mmol) and 2-([1,1'-biphenyl]-4-yl)-4-chloro-6-phenyl-1,3,5-triazine (30.2 g, 87.7 mmol) were placed in 300 mL of tetrahydrofuran solvent and the resulting solution was stirred. Aqueous potassium carbonate solution (22 g, 159.5 mmol) was added thereto, and the resulting mixture was refluxed by increasing the temperature. When reflux began, tetrakis(triphenylphosphine)palladium(0) (2.76 g, 2.39 mmol) was added thereto, and the resulting solution was stirred for 3 hours. After the reaction was completed, the resulting product was filtered and then purified by ethanol slurry to obtain compound 2-1 ([M+H] + =640).

[0805] Synthesis example 2-2

[0806]

[0807] In the same manner as in the preparation of Synthesis Example 2-1, [Compound 2-2] ([M+H] + =690), except that spiro[fluorene-9,9'-xanthene]-3'-ylboronic acid was used instead of spiro[fluorene-9,9'-xanthene]-2'-ylboronic acid, and 2-chloro-4-(4-(naphthalen-2-yl)phenyl)-6-phenyl-1,3,5-triazine was used instead of 2-([1,1'-biphenyl]-4-yl)-4-chloro-6-phenyl-1,3,5-triazine.

[0808] Synthesis example 2-3

[0809]

[0810] In the same manner as in the preparation of Synthesis Example 2-1, [Compound 2-3] ([M+H] + =629), except that spiro[fluorene-9,9'-thioxanthen]-4'-ylboronic acid was used instead of spiro[fluorene-9,9'-xanthene]-2'-ylboronic acid, and 4-(4-bromophenyl)-2-phenylquinazoline was used instead of 2-([1,1'-biphenyl]-4-yl)-4-chloro-6-phenyl-1,3,5-triazine.

[0811] Synthesis example 2-4

[0812]

[0813] In the same manner as in the preparation of Synthesis Example 2-1, [Compound 2-4] ([M+H] +=639), except that 1'-bromospiro[fluorene-9,9'-xanthene] was used instead of spiro[fluorene-9,9'-xanthene]-2'-ylboronic acid, and 4,6-diphenyl-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrimidine was used instead of 2-([1,1'-biphenyl]-4-yl)-4-chloro-6-phenyl-1,3,5-triazine.

[0814] Synthesis example 2-5

[0815]

[0816] In the same manner as in the preparation of Synthesis Example 2-1, [Compound 2-5] ([M+H] + =791), except that 4-(2'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)spiro[fluorene-9,9'-xanthene]-3-yl)benzonitrile was used instead of spiro[fluorene-9,9'-xanthene]-2'-ylboronic acid, and 2-chloro-4-(4-(naphthalen-1-yl)phenyl)-6-phenyl-1,3,5-triazine was used instead of 2-([1,1'-biphenyl]-4-yl)-4-chloro-6-phenyl-1,3,5-triazine.

[0817] Synthesis example 2-6

[0818]

[0819] In the same manner as in the preparation of Synthesis Example 2-1, [Compound 2-6] ([M+H] + =669), except that 2-bromo-4-(3-(2,6-dimethylpyridin-3-yl)phenyl)-6-phenyl-1,3,5-triazine was used instead of 2-([1,1′-biphenyl]-4-yl)-4-chloro-6-phenyl-1,3,5-triazine.

[0820] Synthesis example 2-7

[0821]

[0822] In the same manner as in the preparation of Synthesis Example 2-1, [Compound 2-7] ([M+H] + =663), except that 4,4,5,5-tetramethyl-2-(spiro[dibenzo[c,h]xanthene-7,9'-fluorene]-5-yl)-1,3,2-dioxaborolane was used instead of spiro[fluorene-9,9'-xanthene]-2'-ylboronic acid, and 4-chloro-2,6-diphenylpyrimidine was used instead of 2-([1,1'-biphenyl]-4-yl)-4-chloro-6-phenyl-1,3,5-triazine.

[0823] Synthesis example 2-8

[0824]

[0825] In the same manner as in the preparation of Synthesis Example 2-1, [Compound 2-8] ([M+H] + =830), except that 4-([1,1'-biphenyl]-4-yl)-2-(2-chlorospiro[dibenzo[c,h]thioxanthen-7,9'-fluorene]-4-yl)quinazoline was used instead of spiro[fluorene-9,9'-xanthene]-2'-ylboronic acid, and (3-cyanophenyl)boronic acid was used instead of 2-([1,1'-biphenyl]-4-yl)-4-chloro-6-phenyl-1,3,5-triazine.

[0826] Synthesis example 2-9

[0827]

[0828] In the same manner as in the preparation of Synthesis Example 2-3, [Compound 2-9] ([M+H] + =657), except that 2-(2-bromopyridin-3-yl)-4,6-diphenyl-1,3,5-triazine was used instead of 4-(4-bromophenyl)-2-phenylquinazoline.

[0829] Synthesis example 2-10

[0830]

[0831] In the same manner as in the preparation of Synthesis Example 2-1, [Compound 2-10] ([M+H] + =665), except that 3'-(4-chloro-6-phenyl-1,3,5-triazine-2-yl)-[1,1'-biphenyl]-4-carbonitrile was used instead of 2-([1,1'-biphenyl]-4-yl)-4-chloro-6-phenyl-1,3,5-triazine.

[0832] Synthesis example 2-11

[0833]

[0834] In the same manner as in the preparation of Synthesis Example 2-1, [Compound 2-11] ([M+H] +=817), except that 3'-(3'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)spiro[fluorene-9,9'-xanthene]-6'-yl)-[1,1'-biphenyl]-3-carbonitrile was used instead of spiro[fluorene-9,9'-xanthene]-2'-ylboronic acid, and 2-(4-bromophenyl)-4,6-diphenyl-1,3,5-triazine was used instead of 2-([1,1'-biphenyl]-4-yl)-4-chloro-6-phenyl-1,3,5-triazine.

[0835] Synthesis example 2-12

[0836]

[0837] In the same manner as in the preparation of Synthesis Example 2-1, [Compound 2-12] ([M+H] + =764), except that spiro[fluorene-9,9'-xanthene]-4'-ylboronic acid was used instead of spiro[fluorene-9,9'-xanthene]-2'-ylboronic acid, and 2-bromo-4-(3-(fluoranthene-3-yl)phenyl)-6-phenyl-1,3,5-triazine was used instead of 2-([1,1'-biphenyl]-4-yl)-4-chloro-6-phenyl-1,3,5-triazine.

[0838] Synthesis example 2-13

[0839]

[0840] In the same manner as in the preparation of Synthesis Example 2-1, [Compound 2-13] ([M+H] + =728), except that 9-(4-(6-chloro-2-phenylpyrimidin-4-yl)phenyl)-9H-carbazole was used instead of 2-([1,1′-biphenyl]-4-yl)-4-chloro-6-phenyl-1,3,5-triazine.

[0841] Synthesis example 2-14

[0842]

[0843] In the same manner as in the preparation of Synthesis Example 2-1, [Compound 2-14] ([M+H] + =665), except that 6'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)spiro[fluorene-9,9'-xanthene]-3'-carbonitrile was used instead of spiro[fluorene-9,9'-xanthene]-2'-ylboronic acid, and 2-(4-bromophenyl)-4,6-diphenyl-1,3,5-triazine was used instead of 2-([1,1'-biphenyl]-4-yl)-4-chloro-6-phenyl-1,3,5-triazine.

[0844] Synthesis example 2-15

[0845]

[0846] In the same manner as in the preparation of Synthesis Example 2-1, [Compound 2-15] ([M+H] + =806), except that 4,4,5,5-tetramethyl-2-(spiro[fluorene-9,9'-xanthene]-2'-yl)-1,3,2-dioxaborolane was used instead of spiro[fluorene-9,9'-xanthene]-2'-ylboronic acid, and 3'-(4-(dibenzo[b,d]furan-1-yl)-6-phenyl-1,3,5-triazine-2-yl)-[1,1'-biphenyl]-3-yl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate was used instead of 2-([1,1'-biphenyl]-4-yl)-4-chloro-6-phenyl-1,3,5-triazine.

[0847] Synthesis example 2-17

[0848]

[0849] In the same manner as in the preparation of Synthesis Example 2-1, [Compound 2-17] ([M+H] + =691), except that spiro[fluorene-9,9'-xanthene]-1'-ylboronic acid was used instead of spiro[fluorene-9,9'-xanthene]-2'-ylboronic acid, and 8-(3-(4-chloro-6-phenyl-1,3,5-triazine-2-yl)phenyl)quinoline was used instead of 2-([1,1'-biphenyl]-4-yl)-4-chloro-6-phenyl-1,3,5-triazine.

[0850] Synthesis example 2-18

[0851]

[0852] In the same manner as in the preparation of Synthesis Example 2-1, [Compound 2-18] ([M+H] + =779), except that 7-(4-(4-chloro-6-phenyl-1,3,5-triazine-2-yl)phenyl)-7H-benzo[c]carbazole was used instead of 2-([1,1′-biphenyl]-4-yl)-4-chloro-6-phenyl-1,3,5-triazine.

[0853] Synthesis example 2-19

[0854]

[0855] In the same manner as in the preparation of Synthesis Example 2-1, [Compound 2-19] ([M+H] +=739), except that spiro[fluorene-9,9'-xanthene]-3'-ylboronic acid was used instead of spiro[fluorene-9,9'-xanthene]-2'-ylboronic acid, and 4-chloro-6-(3-(phenanthrene-9-yl)phenyl)-2-phenylpyrimidine was used instead of 2-([1,1'-biphenyl]-4-yl)-4-chloro-6-phenyl-1,3,5-triazine.

[0856] Synthesis example 2-20

[0857]

[0858] In the same manner as in the preparation of Synthesis Example 2-15, [Compound 2-20] ([M+H] + =755), except that 2-chloro-4-(3-(9,9-dimethyl-9H-fluoren-2-yl)phenyl)-6-phenylpyrimidine was used instead of 3'-(4-(dibenzo[b,d]furan-1-yl)-6-phenyl-1,3,5-triazin-2-yl)-[1,1'-biphenyl]-3-yl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate.

[0859] Synthesis example 2-21

[0860]

[0861] In the same manner as in the preparation of Synthesis Example 2-1, [Compound 2-21] ([M+H] + =804), except that 3'-(4-(1H-phenazone-5-yl)-6-phenyl-1,3,5-triazine-2-yl)-[1,1'-biphenyl]-3-yl 1,1,2,2,3,4,4,4-octafluoro-3-methylbutane-1-sulfonate was used instead of 2-([1,1'-biphenyl]-4-yl)-4-chloro-6-phenyl-1,3,5-triazine.

[0862] Synthesis example 2-22

[0863]

[0864] In the same manner as in the preparation of Synthesis Example 2-1, [Compound 2-22] ([M+H] + =691), except that 2-(2-bromonaphthalen-1-yl)-4-phenyl-6-(pyridin-2-yl)-1,3,5-triazine was used instead of 2-([1,1′-biphenyl]-4-yl)-4-chloro-6-phenyl-1,3,5-triazine.

[0865] Synthesis example 2-23

[0866]

[0867] In the same manner as in the preparation of Synthesis Example 2-1, [Compound 2-23] ([M+H] + =771), except that (1,2,3-trimethylspiro[fluorene-9,9'-xanthene]-4'-yl)boronic acid was used instead of spiro[fluorene-9,9'-xanthene]-2'-ylboronic acid, and 4-(7-bromodibenzo[b,d]furan-4-yl)-2,6-diphenylpyrimidine was used instead of 2-([1,1'-biphenyl]-4-yl)-4-chloro-6-phenyl-1,3,5-triazine.

[0868] Synthesis example 2-24

[0869]

[0870] In the same manner as in the preparation of Synthesis Example 2-1, [Compound 2-24] ([M+H] + =850), except that 4-(3'-butyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)spiro[fluorene-9,9'-xanthene]-6'-yl)-2,6-diphenylpyrimidine was used instead of spiro[fluorene-9,9'-xanthene]-2'-ylboronic acid, and 2-chloro-4,6-diphenyl-1,3,5-triazine was used instead of 2-([1,1'-biphenyl]-4-yl)-4-chloro-6-phenyl-1,3,5-triazine.

[0871] Synthesis example 2-25

[0872]

[0873] In the same manner as in the preparation of Synthesis Example 2-1, [Compound 2-25] ([M+H] + =898), except that (2-(naphthalen-1-yl)spiro[fluorene-9,9'-xanthene]-3'-yl)boronic acid was used instead of spiro[fluorene-9,9'-xanthene]-2'-ylboronic acid, and 2-(6-bromo-5,5-dimethyl-5H-dibenzo[b,d]thiopol-4-yl)-4,6-diphenyl-1,3,5-triazine was used instead of 2-([1,1'-biphenyl]-4-yl)-4-chloro-6-phenyl-1,3,5-triazine.

[0874] Synthesis example 2-26

[0875]

[0876] In the same manner as in the preparation of Synthesis Example 2-1, [Compound 2-26] ([M+H] +=824), except that spiro[fluorene-9,9'-thioxanthen]-2'-ylboronic acid was used instead of spiro[fluorene-9,9'-xanthene]-2'-ylboronic acid, and 3-(4,6-bis(4-(trifluoromethoxy)phenyl)-1,3,5-triazine-2-yl)phenyl 1,1,2,2,3,4,4,4-octafluoro-3-methylbutane-1-sulfonate was used instead of 2-([1,1'-biphenyl]-4-yl)-4-chloro-6-phenyl-1,3,5-triazine.

[0877] Synthesis example 2-27

[0878]

[0879] In the same manner as in the preparation of Synthesis Example 2-1, [Compound 2-27] ([M+H] + =795), except that spiro[fluorene-9,9'-xanthene]-1,4'-diyldiboronic acid was used instead of spiro[fluorene-9,9'-xanthene]-2'-ylboronic acid, and 2-chloro-4,6-diphenyl-1,3,5-triazine was used instead of 2-([1,1'-biphenyl]-4-yl)-4-chloro-6-phenyl-1,3,5-triazine.

[0880] Synthesis example 2-28

[0881]

[0882] In the same manner as in the preparation of Synthesis Example 2-1, [Compound 2-28] ([M+H] + =1159), except that 2-(9-(3-chlorospiro[fluorene-9,9'-thioxanthen]-3'-yl)dibenzo[b,d]furan-4-yl)-4,6-diphenyl-1,3,5-triazine was used instead of spiro[fluorene-9,9'-xanthene]-2'-ylboronic acid, and 2,4-diphenyl-6-(8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)dibenzo[b,d]thiophen-3-yl)-1,3,5-triazine was used instead of 2-([1,1'-biphenyl]-4-yl)-4-chloro-6-phenyl-1,3,5-triazine.

[0883] <Example 1-1>

[0884] A glass substrate (Corning 7059 glass) thinly coated with ITO (indium tin oxide) having a thickness of 100 nm was placed in distilled water in which a dispersant was dissolved, and ultrasonic cleaning was performed. A product manufactured by Fischer Co. was used as a cleaning agent, and distilled water filtered twice using a filter manufactured by Millipore Co. was used as distilled water. After the ITO was washed for 30 minutes, ultrasonic cleaning was repeated twice for 10 minutes using distilled water. After the washing with distilled water was completed, ultrasonic cleaning was performed in this order using isopropyl alcohol, acetone and methanol solvents, and then dried.

[0885] Hexanitrile hexaazatriphenylene (HAT-CN) was thermally vacuum deposited on the transparent ITO electrode thus prepared, thereby forming a hole injection layer with a thickness of 50 nm.

[0886] Compound HT1 as a material for transporting holes was vacuum-deposited on the hole injection layer, thereby forming a hole transport layer having a thickness of 40 nm.

[0887] Compound 1-1 and compound D1 were vacuum deposited on the hole transport layer at a weight ratio of 25:1 to form a light emitting layer having a thickness of 30 nm.

[0888] Compound ET1 was vacuum-deposited on the light-emitting layer to form an electron regulating layer with a thickness of 3 nm.

[0889] Compound 2-1 and compound LiQ (lithium quinolate) were vacuum deposited on the electron regulating layer at a weight ratio of 1:1 to form an electron injection and transport layer having a thickness of 35 nm.

[0890] The organic light emitting device was manufactured by forming a negative electrode by sequentially depositing lithium fluoride (LiF) and aluminum to have thicknesses of 1.2 nm and 200 nm, respectively, on the electron injection and transport layer.

[0891] In the aforementioned process, the deposition rate of the organic material was maintained at 0.04 nm / sec to 0.07 nm / sec, the deposition rates of lithium fluoride and aluminum were maintained at 0.03 nm / sec and 0.2 nm / sec, respectively, and the vacuum degree during deposition was maintained at 2×10 -7 Up to 5×10 -6 Entrust.

[0892]

[0893] <Examples 1-2 to 1-12 and 2-1 to 2-12>

[0894] An organic light-emitting device was manufactured in the same manner as in Example 1-1, except that the compounds of the following Table 1 were used instead of Compound 1-1 and Compound 2-1.

[0895]

[0896]

[0897] <Comparative Examples 1-1 to 1-5 and 2-1 to 2-7>

[0898] An organic light-emitting device was manufactured in the same manner as in Example 1-1, except that the compounds of the following Table 1 were used instead of Compound 1-1 and Compound 2-1.

[0899]

[0900] For each organic light-emitting device of the embodiment and the comparative example, at 10 mA / cm 2 The driving voltage and luminous efficiency were measured at a current density of 20 mA / cm 2 The time (LT98) for the luminance to reach a value of 98% compared to the initial luminance was measured at a current density of 1.5 Å. The results are shown in Tables 1 and 2 below.

[0901] [Table 1]

[0902]

[0903] As determined from Table 1, when the compound of Formula 2 having high efficiency characteristics and the compound of Formula 1 having low voltage and long lifespan characteristics due to deuterium substitution are used together, the insufficient characteristics of the compound of Formula 1 and the compound of Formula 2 complement each other, thereby realizing a better device.

[0904] [Table 2]

[0905]

[0906]

[0907] As shown in Table 1 above, the insufficient characteristics of the compound of Formula 1 and the compound of Formula 2 complement each other as determined by Table 2, so that a better device can be realized. In particular, the comparative example compound HE has the same structure as that of Formula 1, but it can be seen that the deuterium substitution rate is less than 40%, and the service life characteristics are deteriorated compared with the service life characteristics of the device of the present invention.

[0908] In addition, it can be seen that compounds 1-2, 1-4, 1-5, 1-9 to 1-11, 1-13 and 1-14 of Table 2 contain a heteroaryl group (dibenzofuranyl, naphthiobenzofuranyl, or dibenzothiophenyl) as Ar101 or Ar102, and the long service life characteristics are further improved compared with the service life characteristics of the compounds containing only aromatic groups.

Claims

1. An organic light-emitting device, comprising: Positive electrode; Negative electrode; and A first organic material layer and a second organic material layer are provided between the positive electrode and the negative electrode, The first organic material layer includes a compound represented by the following formula 1, and the second organic material layer includes a compound represented by the following formula 2: [Formula 1] In formula 1, L101 and L102 are the same as or different from each other and are each independently a direct bond; a C6-C30 arylene group which is substituted or unsubstituted by one or two or more substituents selected from deuterium and C1-C10 alkyl; or a C2-C30 heteroarylene group which is substituted or unsubstituted by deuterium, R11 is deuterium, or is bonded to the adjacent Ar101 to form a pentagonal ring, R14 is deuterium, or is bonded to the adjacent Ar102 to form a pentagonal ring, R15 is deuterium, or is bonded to the adjacent Ar102 to form a pentagonal ring, R18 is deuterium, or is bonded to the adjacent Ar101 to form a pentagonal ring, R12, R13, R16 and R17 are deuterium, Ar101 is a deuterium-substituted or unsubstituted C6-C30 aryl group; or a deuterium-substituted or unsubstituted C2-C30 heteroaryl group, or is connected with one of the adjacent R11 and R18 to form a pentagonal ring, Ar102 is a deuterium-substituted or unsubstituted C6-C30 aryl group; or a deuterium-substituted or unsubstituted C2-C30 heteroaryl group, or is connected with one of the adjacent R14 and R15 to form a pentagonal ring, m1 and m2 are each an integer from 0 to 5, When m1 is 2 or more, L101 are the same as or different from each other, and When m2 is 2 or more, L102 are the same as or different from each other, The compound represented by Formula 1 is 40% or more deuterated, [Formula 2] In formula 2, Y is O or S, R21 to R24 are the same as or different from each other and are each independently hydrogen; deuterium; a nitrile group; a C1-C10 alkyl group which may be substituted or unsubstituted by a halogen group; a C6-C30 aryl group which may be substituted or unsubstituted by a nitrile group or a C1-C10 alkyl group; or an unsubstituted C6-C30 heterocyclic group, or represented by the following formula 3, or two adjacent R21s, two adjacent R22s, two adjacent R23s, or two adjacent R24s are bonded to each other to form a C3-C30 ring which may be substituted or unsubstituted by a substituent selected from one or two or more substituents selected from a nitrile group and a C6-C30 aryl group, or two or more substituents selected from a nitrile group and a C6-C30 aryl group are connected, The prerequisite is that at least one of R21 and R22 is represented by the following formula 3, r21 to r24 are the same as or different from each other and are each independently an integer of 0 to 4, and when r21 is 2 or more, R21 is the same as or different from each other, and when r22 is 2 or more, R22 is the same as or different from each other, and when r23 is 2 or more, R23 is the same as or different from each other, and when r24 is 2 or more, R24 is the same as or different from each other, [Formula 3] In formula 3, X1 is N or CR31, X2 is N or CR32, X3 is N or CR33, and one or more of X1 to X3 is N, R31, R32 and R33 are the same as or different from each other and are each independently hydrogen; or deuterium, or bonded to Ar1 or Ar2 to form a C6-C30 aromatic hydrocarbon ring which may be substituted with a C6-C30 aromatic group; or a C2-C30 heterocyclic ring which may be substituted with a C6-C30 aromatic group, Ar1 and Ar2 are the same as or different from each other, and are each independently a C6-C30 aryl group which is unsubstituted or substituted with R41; or a C6-C30 heterocyclic group which is unsubstituted or substituted with R42, or is bonded with R31, R32 or R33 to form a C6-C30 aromatic hydrocarbon ring which is unsubstituted or substituted with a C6-C30 aryl group; or a C2-C30 heterocyclic ring which is unsubstituted or substituted with a C6-C30 aryl group, R41 and R42 are the same as or different from each other and are each independently selected from the group consisting of deuterium; a halogen group; a nitrile group; a C1-C20 alkyl group; a C1-C20 haloalkyl group; a C1-C20 alkoxy group; a C1-C50 silyl group; a C6-C50 aryl group; and a C2-C50 heterocyclic group, or a group in which two or more substituents selected from the group are connected, L is a direct bond; a C6-C30 arylene group which is substituted or unsubstituted by a substituent selected from the group consisting of a nitrile group, a C1-C10 alkyl group, a C6-C30 aryl group and a C2-C30 heterocyclic group, or a substituent selected from the group consisting of two or more substituents connected thereto; or a C2-C30 divalent heterocyclic group which is substituted or unsubstituted by a substituent selected from the group consisting of a nitrile group, a C1-C10 alkyl group, a C6-C30 aryl group and a C2-C30 heterocyclic group, or a substituent selected from the group consisting of two or more substituents connected thereto, m is an integer from 0 to 4, and when m is 2 or more, L are the same as or different from each other, and * is a portion bonded to Formula 2.

2. The organic light-emitting device according to claim 1, wherein Formula 3 is any one of the following Formulas 301 to 303: [Formula 301] [Formula 302] [Formula 303] In equations 301 to 303, The definitions of L, m, Ar1 and Ar2 are the same as those defined in Formula 3, One or more of X1 to X3 is N, and the rest are CH or CD, R30 is hydrogen; or unsubstituted C6-C30 aryl, and r30 is an integer of 0 to 4, and when r30 is 2 or more, R30 are the same as or different from each other.

3. The organic light emitting device according to claim 1, wherein Formula 2 is represented by any one of the following Formulas 201, 203 and 204: [Formula 201] [Formula 203] [Formula 204] In equations 201, 203 and 204, Definitions of X1 to X3, L, m, Ar1, Ar2, R21, R23 to R24, r21, r23 to r24, and Y are the same as those defined in Formula 2, X4 is N or CR34, X5 is N or CR35, X6 is N or CR36, and one or more of X4 to X6 are N, R34, R35 and R36 are the same as or different from each other and are each independently hydrogen or deuterium, or bonded to Ar3 or Ar4 to form a C6-C30 aromatic hydrocarbon ring which may be substituted with a C6-C30 aryl group; or a C2-C30 heterocyclic ring which may be substituted with a C6-C30 aryl group, Ar3 and Ar4 are the same as or different from each other, and are each independently a C6-C30 aryl group which is unsubstituted or substituted with R43; or a C6-C30 heterocyclic group which is unsubstituted or substituted with R44, or is bonded with R34, R35 or R36 to form a C6-C30 aromatic hydrocarbon ring which is unsubstituted or substituted with a C6-C30 aryl group; or a C2-C30 heterocyclic ring which is unsubstituted or substituted with a C6-C30 aryl group, R43 and R44 are the same as or different from each other and are each independently selected from the group consisting of deuterium; a halogen group; a nitrile group; a C1-C20 alkyl group; a C1-C20 haloalkyl group; a C1-C20 alkoxy group; a C1-C50 silyl group; a C6-C50 aryl group; and a C2-C50 heterocyclic group, or a group in which two or more substituents selected from the group are connected, L11 is a direct bond; a C6-C30 arylene group which is substituted or unsubstituted by a substituent selected from the group consisting of a nitrile group, a C1-C10 alkyl group, a C6-C30 aryl group and a C2-C30 heterocyclic group, or a substituent selected from the group consisting of two or more substituents connected thereto; or a C2-C30 divalent heterocyclic group which is substituted or unsubstituted by a substituent selected from the group consisting of a nitrile group, a C1-C10 alkyl group, a C6-C30 aryl group and a C2-C30 heterocyclic group, or a substituent selected from the group consisting of two or more substituents connected thereto, m11 is an integer of 0 to 4, and when m11 is 2 or more, L11 are the same as or different from each other.

4. The organic light emitting device according to claim 1, wherein Formula 2 is represented by any one of the following Formulas 211 to 214: [Formula 211] [Formula 212] [Formula 213] [Formula 214] In equations 211 to 214, Definitions of X1 to X3, L, m, Ar1, Ar2, R21, R23 to R24, r21, r23 to r24, and Y are the same as those defined in Formula 2.

5. The organic light emitting device according to claim 1, wherein Formula 2 is represented by any one of the following Formulas 401 to 403: [Formula 401] [Formula 402] [Formula 403] In equations 401 to 403, Definitions of X1 to X3, L, m, Ar1, Ar2, R21, R23, R24, r21, r23, r24 and Y are the same as those defined in Formula 2, R25 to R28 are the same as or different from each other and are each independently hydrogen; a nitrile group; or a C6-C30 aryl group which may be substituted with a nitrile group or not, and R25 and R28 are each an integer from 0 to 6, R26 is an integer from 0 to 5, R27 is an integer from 0 to 3, R28 and R26 are the same as or different from each other and are each independently an integer from 0 to 6, and when R25 is 2 or more, R25 are the same as or different from each other, and when R26 is 2 or more, R26 are the same as or different from each other, and when R27 is 2 or more, R27 are the same as or different from each other, and when R28 is 2 or more, R28 are the same as or different from each other. 6 . The organic light emitting device according to claim 1 , wherein the compound represented by Formula 1 is a 60% or more deuterated compound. 7 . The organic light-emitting device according to claim 1 , wherein one of Ar101 and Ar102 is a deuterium-substituted or unsubstituted C2-C20 heteroaryl group, and the other is a deuterium-substituted or unsubstituted C6-C20 aryl group.

8. The organic light-emitting device according to claim 1, wherein the compound represented by Formula 1 is any one selected from the following compounds M1 to M5 and M7 to M34: [Compound M1] In compound M1, z is 8 and the value of x+y+z+n is 20 to 26, [Compound M2] In compound M2, z is 8 and the value of x+y+z+p+n is 24 to 30, [compound M3] In compound M3, z is 8 and the value of x+y+z+p+n+r is 26 to 32, [compound M4] In compound M4, z is 8 and the value of x+y+z+q+p is 22 to 30, [compound M5] In compound M5, z is 7 and the value of x+y+z+p+n+q is 28 to 34, [Compound M7] In compound M7, z is 8 and the value of x+y+z+p+n is 22 to 28, [Compound M8] In compound M8, y is 8 and the value of x+y+z is 16 to 22, [Compound M9] In compound M9, y is 8 and the value of x+y+z+n is 20 to 26, [compound M10] In compound M10, z is 8 and the value of x+y+z+p+n is 22 to 28, [Compound M11] In compound M11, z is 8 and the value of x+y+z+n is 20 to 26, [Compound M12] In compound M12, y is 8 and the value of x+y+z is 18 to 24, [Compound M13] In compound M13, z is 8 and the value of x+y+z+p+n is 21 to 27, [Compound M14] In compound M14, z is 8 and the value of x+y+z+n is 16 to 22, [Compound M15] In compound M15, y is 8 and the value of x+y+z+n is 20 to 26, [Compound M16] In compound M16, z is 7 and the value of x+y+z+p is 14 to 20, [compound M17] In compound M17, z is 8 and the value of x+y+z+p is 19 to 25, [Compound M18] In compound M18, y is 8 and the value of x+y+z+n is 19 to 25, [Compound M19] In compound M19, z is 8 and the value of x+y+z+p+n is 20 to 26, [compound M20] In compound M20, y is 8 and the value of x+y+z is 14 to 20, [Compound M21] In compound M21, y is 8 and the value of x+y+z is 14 to 20, [Compound M22] In compound M22, y is 8 and the value of x+y+z is 14 to 20, [compound M23] In compound M23, y is 8 and the value of x+y+z is 14 to 20, [compound M24] In compound M24, z is 8 and the value of x+y+z+n is 18 to 24, [Compound M25] In compound M25, z is 8 and the value of x+y+z+p is 16 to 22, [compound M26] In compound M26, z is 8 and the value of x+y+z+n is 12 to 24, [compound M27] In compound M27, y is 8 and the value of x+y+z+n is 13 to 26, [compound M28] In compound M28, y is 8 and the value of x+y+z+n is 16 to 22, [compound M29] In compound M29, z is 8 and the value of x+y+z+n is 12 to 24, [compound M30] In compound M30, y is 8 and the value of x+y+z is 12 to 24, [compound M31] In compound M31, y is 8 and the value of x+y+z is 11 to 22, [Compound M32] In compound M32, y is 8 and the value of x+y+z is 11 to 22, [Compound M33] In compound M33, z is 8 and the value of x+y+z+p+n is 15 to 30, [Compound M34] In compound M34, y is 8 and the value of x+y+z is 11-22.

9. The organic light-emitting device according to claim 1, wherein the compound represented by Formula 1 is any one selected from the following compounds:

10. The organic light-emitting device according to claim 1, wherein the compound represented by Formula 2 is any one selected from the following compounds: The organic light-emitting device according to claim 1 , wherein the first organic material layer is a light-emitting layer. 12 . The organic light emitting device according to claim 1 , wherein the first organic material layer is a light emitting layer, the light emitting layer comprises a host material, and the host material comprises the compound represented by Formula 1. 13 . The organic light emitting device according to claim 11 , wherein the organic light emitting device further comprises one or more light emitting layers other than the light emitting layer including the compound represented by Formula 1.

14. An organic light-emitting device according to claim 11, wherein the organic light-emitting device further comprises one or more light-emitting layers whose maximum light-emitting peak appears in a wavelength band different from a wavelength band in which a maximum light-emitting peak of a light-emitting layer containing one or more of the compounds represented by Formula 1 appears. 15 . The organic light emitting device according to claim 11 , wherein the light emitting layer including the compound represented by Formula 1 further includes a fluorescent dopant.

16. The organic light-emitting device according to claim 14, wherein one or more light-emitting layers in which a maximum light-emitting peak appears in a wavelength band different from a wavelength band in which a maximum light-emitting peak of a light-emitting layer containing one or more of the compounds represented by Formula 1 appears contains a phosphorescent dopant.

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