Novel organic light-emitting devices containing two emitting layers

Abstract

The present invention relates to a novel organic light-emitting device including two light-emitting layers, and more specifically, to a novel organic light-emitting device including at least two light-emitting layers, which can achieve device characteristics such as high light-emitting efficiency, long life, and low-voltage driving by using a compound having a specific structure as a host material in at least one of the light-emitting layers.

Description

[Technical Field]

[0001] The present invention relates to a novel organic light-emitting device including two light-emitting layers, and more specifically, to a novel organic light-emitting device including at least two light-emitting layers, which can achieve device characteristics such as high luminous efficiency, long life, and low driving voltage by using a compound with a specific structure as a host material in at least one of the light-emitting layers. [Background technology]

[0002] An organic light emitting diode (OLED) is a self-emitting device that has advantages such as a wide viewing angle, excellent contrast, fast response time, multicolor capability, and excellent brightness, driving voltage, and response speed characteristics.

[0003] A typical organic light emitting device includes an organic light emitting layer that emits light, and an anode and a cathode that face each other with the organic light emitting layer sandwiched therebetween.

[0004] More specifically, the organic light emitting device may have a structure in which a hole transport layer, an emission layer, an electron transport layer, and a cathode are sequentially formed on the anode, where the hole transport layer, the emission layer, and the electron transport layer are organic thin films made of organic compounds.

[0005] The operating principle of an organic light-emitting device with the above structure is as follows: When a voltage is applied between the anode and the cathode, holes injected from the anode move to the light-emitting layer via the hole transport layer, and electrons injected from the cathode move to the light-emitting layer via the electron transport layer. Carriers such as holes and electrons recombine in the light-emitting layer region to generate excitons. Light is generated as these excitons change from an excited state to a ground state.

[0006] Meanwhile, materials used as organic layers in organic light-emitting devices can be classified into light-emitting materials and charge transport materials, for example, hole injection materials, hole transport materials, electron transport materials, and electron injection materials, depending on their functions, and an electron blocking layer or a hole blocking layer can be added as needed.

[0007] The light-emitting materials can be classified into polymeric and small molecular types according to their molecular weight, and into fluorescent materials derived from a singlet excited state of electrons and phosphorescent materials derived from a triplet excited state of electrons according to their light-emitting mechanism.

[0008] In addition, when only one substance is used as the emitting material, problems occur such as the maximum emission wavelength shifting to a longer wavelength due to intermolecular interactions, reducing color purity, and reducing the efficiency of the device due to the emission attenuation effect. Therefore, a host-dopant system can be used as the emitting material to increase color purity and luminous efficiency through energy transfer.

[0009] The principle is that when a small amount of a dopant with a smaller energy band gap than the host that forms the emitting layer is mixed into the emitting layer, excitons generated in the emitting layer are transported to the dopant, and light is emitted with high efficiency. At this time, the wavelength of the host shifts to the wavelength band of the dopant, so light of the desired wavelength can be obtained depending on the type of dopant used.

[0010] As prior art related to such light-emitting layer materials, Japanese Patent Application Laid-Open No. 1996-012600 (January 16, 1996) discloses a technology for using a phenylanthracene derivative as a light-emitting material in an organic light-emitting device, and Japanese Patent No. 5608978 (October 22, 2014) discloses a technology related to an organic light-emitting device in which an anthracene derivative having a dibenzofuran structure bonded to the end of the anthracene structure is included in the light-emitting layer.

[0011] However, despite the fact that various types of compounds for use in the light-emitting layer have been produced, including the above-mentioned conventional techniques, there is still a continuing need to develop organic light-emitting devices that have high efficiency and long life characteristics at lower voltages. Summary of the Invention [Problem to be solved by the invention]

[0012] Therefore, the first technical problem to be solved by the present invention is to provide an organic light emitting diode (OLED) having a novel structure that includes two light emitting layers, and in which at least one light emitting layer uses a compound with a specific structure as a host material in the light emitting layer, so that the device can exhibit excellent device characteristics such as high light emitting efficiency, long life, and low voltage driving. [Means for solving the problem]

[0013] In order to achieve the above technical object, the present invention provides a liquid crystal display device comprising: a first electrode; and a second electrode facing the first electrode; and a first emitting layer including a first host and a first dopant, and a second emitting layer including a second host and a second dopant, which are sequentially disposed between the first electrode and the second electrode; The present invention provides an organic light-emitting device, wherein at least one of the first host and the second host contains one or more compounds represented by the following [Chemical Formula A].

[0014] JPEG0007825716000001.jpg8878

[0015] In the above [Chemical Formula A], the substituent Ar1 is any one selected from a substituted or unsubstituted aryl group having 6 to 50 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 7 to 30 carbon atoms and fused with an aromatic hydrocarbon ring, a substituted or unsubstituted cycloalkyl group having 5 to 30 carbon atoms and fused with an aromatic heterocycle, a substituted or unsubstituted heterocycloalkyl group having 6 to 30 carbon atoms and fused with an aromatic hydrocarbon ring, a substituted or unsubstituted aryl group having 8 to 30 carbon atoms and fused with an aliphatic hydrocarbon ring, and a substituted or unsubstituted heteroaryl group having 5 to 30 carbon atoms and fused with an aliphatic hydrocarbon ring, The substituents R1 to R 14 may be the same or different and independently represent hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted cycloalkenyl group having 5 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 50 carbon atoms, a substituted or unsubstituted heterocycloalkyl group having 2 to 30 carbon atoms, a substituted or unsubstituted cycloalkyl group having 7 to 30 carbon atoms fused with an aromatic hydrocarbon ring, a substituted or unsubstituted cycloalkyl group having 5 to 30 carbon atoms fused with an aromatic heterocycle, a substituted or unsubstituted is any one selected from an unsubstituted heterocycloalkyl group having 6 to 30 carbon atoms and having an aromatic hydrocarbon ring fused thereto, a substituted or unsubstituted aryl group having 8 to 30 carbon atoms and having an aliphatic hydrocarbon ring fused thereto, a substituted or unsubstituted heteroaryl group having 5 to 30 carbon atoms and having an aliphatic hydrocarbon ring fused thereto, a substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkylthioxy group having 1 to 30 carbon atoms, a substituted or unsubstituted arylthioxy group having 6 to 30 carbon atoms, a substituted or unsubstituted amine group having 0 to 30 carbon atoms, a substituted or unsubstituted silyl group having 0 to 30 carbon atoms, a germanium group having 0 to 30 carbon atoms, a cyano group, a nitro group, and a halogen group, 14any one of the groups is a single bond bonded to the linking group L1, X is an oxygen atom (O) or a sulfur atom (S), the linking group L1 is a single bond or any one selected from a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, and a substituted or unsubstituted heteroarylene group having 2 to 20 carbon atoms; The m is an integer of 1 to 3, and when the m is 2 or more, each L1 may be the same or different from each other. The "substituted" in the "substituted or unsubstituted" in [Chemical Formula A] means being substituted with one or more substituents selected from the group consisting of deuterium, cyano group, halogen group, hydroxy group, nitro group, alkyl group of 1 to 24 carbon atoms, halogenated alkyl group of 1 to 24 carbon atoms, cycloalkyl group of 3 to 30 carbon atoms, alkenyl group of 2 to 24 carbon atoms, alkynyl group of 2 to 24 carbon atoms, heteroalkyl group of 1 to 24 carbon atoms, aryl group of 6 to 24 carbon atoms, arylalkyl group of 7 to 24 carbon atoms, alkylaryl group of 7 to 24 carbon atoms, heteroaryl group of 2 to 24 carbon atoms, heteroarylalkyl group of 2 to 24 carbon atoms, alkoxy group of 1 to 24 carbon atoms, amine group of 1 to 24 carbon atoms, silyl group of 1 to 24 carbon atoms, germanium group of 1 to 24 carbon atoms, aryloxy group of 6 to 24 carbon atoms, and arylthionyl group of 6 to 24 carbon atoms. [Effects of the Invention]

[0016] The novel organic light emitting device according to the present invention can be driven at a lower voltage than conventional organic light emitting devices, and can exhibit improved efficiency and long life characteristics. [Brief explanation of the drawings]

[0017] [Figure 1] 1A and 1B are diagrams illustrating the structure of an organic light-emitting device according to an embodiment of the present invention. DETAILED DESCRIPTION OF THE INVENTION

[0018] The present invention will be described in more detail below. In each drawing of the present invention, the size or dimensions of structures are shown enlarged or reduced compared to the actual size for clarity of the present invention, and well-known structures are omitted so that characteristic structures can be seen, so that the present invention is not limited to the drawings.

[0019] Furthermore, the size and thickness of each component shown in the drawings are shown arbitrarily for the sake of convenience, and the present invention is not necessarily limited to the drawings. Furthermore, thicknesses are shown in the drawings exaggeratedly to clearly depict multiple layers and regions. Furthermore, in the drawings, the thicknesses of some layers and regions are shown exaggerated for the sake of convenience. When a layer, film, region, plate, or other portion is described as being "on" another portion, this includes not only the case where the portion is "immediately on" the other portion, but also the case where there is another portion therebetween.

[0020] Furthermore, throughout the specification, when a part "comprises" a certain element, this does not mean that it excludes other elements, but that it may further include other elements, unless otherwise specified. Furthermore, throughout the specification, "on" means that it is located above or below the target part, and does not necessarily mean that it is located above the direction of gravity.

[0021] The organic light-emitting device according to the present invention includes a first electrode and a second electrode facing the first electrode, and includes, between the first electrode and the second electrode, a first light-emitting layer including a first host and a first dopant, and a second light-emitting layer including a second host and a second dopant, in that order, and at least one of the first host and the second host includes one or more compounds represented by the following [Chemical Formula A]:

[0022] JPEG0007825716000002.jpg8878

[0023] In the above [Chemical Formula A], the substituent Ar1 is any one selected from a substituted or unsubstituted aryl group having 6 to 50 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 7 to 30 carbon atoms and fused with an aromatic hydrocarbon ring, a substituted or unsubstituted cycloalkyl group having 5 to 30 carbon atoms and fused with an aromatic heterocycle, a substituted or unsubstituted heterocycloalkyl group having 6 to 30 carbon atoms and fused with an aromatic hydrocarbon ring, a substituted or unsubstituted aryl group having 8 to 30 carbon atoms and fused with an aliphatic hydrocarbon ring, and a substituted or unsubstituted heteroaryl group having 5 to 30 carbon atoms and fused with an aliphatic hydrocarbon ring, The substituents R1 to R 14 may be the same or different and independently represent hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted cycloalkenyl group having 5 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 50 carbon atoms, a substituted or unsubstituted heterocycloalkyl group having 2 to 30 carbon atoms, a substituted or unsubstituted cycloalkyl group having 7 to 30 carbon atoms fused with an aromatic hydrocarbon ring, a substituted or unsubstituted cycloalkyl group having 5 to 30 carbon atoms fused with an aromatic heterocycle, a substituted or unsubstituted is any one selected from an unsubstituted heterocycloalkyl group having 6 to 30 carbon atoms and having an aromatic hydrocarbon ring fused thereto, a substituted or unsubstituted aryl group having 8 to 30 carbon atoms and having an aliphatic hydrocarbon ring fused thereto, a substituted or unsubstituted heteroaryl group having 5 to 30 carbon atoms and having an aliphatic hydrocarbon ring fused thereto, a substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkylthioxy group having 1 to 30 carbon atoms, a substituted or unsubstituted arylthioxy group having 6 to 30 carbon atoms, a substituted or unsubstituted amine group having 0 to 30 carbon atoms, a substituted or unsubstituted silyl group having 0 to 30 carbon atoms, a germanium group having 0 to 30 carbon atoms, a cyano group, a nitro group, and a halogen group, 14any one of the groups is a single bond bonded to the linking group L1, X is an oxygen atom (O) or a sulfur atom (S), the linking group L1 is a single bond or any one selected from a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, and a substituted or unsubstituted heteroarylene group having 2 to 20 carbon atoms; The m is an integer of 1 to 3, and when the m is 2 or more, each L1 may be the same or different from each other. The "substituted" in the "substituted or unsubstituted" in [Chemical Formula A] means being substituted with one or more substituents selected from the group consisting of deuterium, cyano group, halogen group, hydroxy group, nitro group, alkyl group of 1 to 24 carbon atoms, halogenated alkyl group of 1 to 24 carbon atoms, cycloalkyl group of 3 to 30 carbon atoms, alkenyl group of 2 to 24 carbon atoms, alkynyl group of 2 to 24 carbon atoms, heteroalkyl group of 1 to 24 carbon atoms, aryl group of 6 to 24 carbon atoms, arylalkyl group of 7 to 24 carbon atoms, alkylaryl group of 7 to 24 carbon atoms, heteroaryl group of 2 to 24 carbon atoms, heteroarylalkyl group of 2 to 24 carbon atoms, alkoxy group of 1 to 24 carbon atoms, amine group of 1 to 24 carbon atoms, silyl group of 1 to 24 carbon atoms, germanium group of 1 to 24 carbon atoms, aryloxy group of 6 to 24 carbon atoms, and arylthionyl group of 6 to 24 carbon atoms.

[0024] On the other hand, in the present invention, when considering the range of the alkyl group or aryl group in the "substituted or unsubstituted alkyl group having 1 to 30 carbon atoms," "substituted or unsubstituted aryl group having 5 to 50 carbon atoms," etc., the range of carbon atoms in the alkyl group having 1 to 30 carbon atoms and the aryl group having 5 to 50 carbon atoms means the total number of carbon atoms constituting the alkyl moiety or aryl moiety when considered as unsubstituted, without taking into account the portion substituted with the substituent. For example, a phenyl group substituted with a butyl group at the para position should be considered to be an aryl group having 6 carbon atoms substituted with a butyl group having 4 carbon atoms.

[0025] The aryl group, which is a substituent used in the compound of the present invention, is an organic radical derived from an aromatic hydrocarbon by removing one hydrogen atom. When the aryl group has a substituent, it may be fused with adjacent substituents to form a ring.

[0026] Specific examples of the aryl group include aromatic groups such as a phenyl group, an o-biphenyl group, an m-biphenyl group, a p-biphenyl group, an o-terphenyl group, an m-terphenyl group, a p-terphenyl group, a naphthyl group, an anthryl group, a phenanthryl group, a pyrenyl group, an indenyl group, a fluorenyl group, a tetrahydronaphthyl group, a perylenyl group, a chrysenyl group, naphthacenyl, and fluoranthenyl. One or more hydrogen atoms in the aryl group can be replaced by a deuterium atom, a halogen atom, a hydroxy group, a nitro group, a cyano group, a silyl group, an amino group (-NH, -NH(R), -N(R')( R″), R', and R″ are each independently an alkyl group having 1 to 10 carbon atoms, in which case they are referred to as an “alkylamino group.” They can be substituted with an amidino group, a hydrazine group, a hydrazone group, a carboxyl group, a sulfonic acid group, a phosphate group, an alkyl group having 1 to 24 carbon atoms, a halogenated alkyl group having 1 to 24 carbon atoms, an alkenyl group having 1 to 24 carbon atoms, an alkynyl group having 1 to 24 carbon atoms, a heteroalkyl group having 1 to 24 carbon atoms, an aryl group having 6 to 24 carbon atoms, an arylalkyl group having 6 to 24 carbon atoms, a heteroaryl group having 2 to 24 carbon atoms, or a heteroarylalkyl group having 2 to 24 carbon atoms.

[0027] The heteroaryl group, which is a substituent used in the compounds of the present invention, refers to a cyclic aromatic system having 2 to 24 carbon atoms, containing one, two, or three heteroatoms selected from N, O, P, Si, S, Ge, Se, and Te, with the remaining ring atoms being carbon, and these rings can be fused to form a ring. One or more hydrogen atoms in the heteroaryl group can be substituted with the same substituents as in the aryl group.

[0028] In the present invention, the aromatic heterocycle refers to an aromatic hydrocarbon ring in which one or more aromatic carbons are substituted with heteroatoms, and the aromatic heterocycle preferably has one to three aromatic carbons in the aromatic hydrocarbon substituted with one or more heteroatoms selected from N, O, P, Si, S, Ge, Se, and Te.

[0029] The alkyl group, which is a substituent used in the present invention, is a substituent in which one hydrogen atom has been removed from an alkane, and has a structure that includes a straight-chain and a branched structure. Specific examples thereof include methyl, ethyl, propyl, isopropyl, isobutyl, sec-butyl, tert-butyl, pentyl, iso-amyl, and hexyl, and one or more hydrogen atoms in the alkyl group can be substituted with the same substituents as in the aryl group.

[0030] The "cyclo" in the cycloalkyl group which is a substituent used in the compound of the present invention means a substituent having a structure capable of forming a saturated hydrocarbon monocycle or polycycle within the alkyl group. For example, specific examples of the cycloalkyl group include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, methylcyclopentyl, methylcyclohexyl, ethylcyclopentyl, ethylcyclohexyl, adamantyl, dicyclopentadienyl, decahydronaphthyl, norbornyl, bornyl, and isobornyl, and one or more hydrogen atoms of the cycloalkyl group can be substituted with the same substituents as in the aryl group.

[0031] The alkoxy group, which is a substituent used in the compound of the present invention, is a substituent in which an oxygen atom is bonded to the terminal of an alkyl group or a cycloalkyl group, and specific examples thereof include methoxy, ethoxy, propoxy, isobutyloxy, sec-butyloxy, pentyloxy, iso-amyloxy, hexyloxy, cyclobutyloxy, cyclopentyloxy, adamantaneoxy, dicyclopentaneoxy, bornyloxy, and isobornyloxy. One or more hydrogen atoms in the alkoxy group can be substituted with the same substituents as in the case of the aryl group.

[0032] Specific examples of the arylalkyl group, which is a substituent used in the compound of the present invention, include phenylmethyl (benzyl), phenylethyl, phenylpropyl, naphthylmethyl, naphthylethyl, etc., and one or more hydrogen atoms in the arylalkyl group can be substituted with the same substituents as in the aryl group.

[0033] In the present invention, an alkenyl group refers to an alkyl substituent containing one carbon-carbon double bond formed by two carbon atoms, and an alkynyl group refers to an alkyl substituent containing one carbon-carbon triple bond formed by two carbon atoms.

[0034] Furthermore, the alkylene group used in the present invention is an organic radical derived by removing two hydrogen atoms from an alkane molecule, which is a linear or branched saturated hydrocarbon. Specific examples of the alkylene group include a methylene group, an ethylene group, a propylene group, an isopropylene group, an isobutylene group, a sec-butylene group, a tert-butylene group, a pentylene group, an iso-amylene group, and a hexylene group. One or more hydrogen atoms in the alkylene group may be substituted with the same substituents as in the case of the aryl group.

[0035] In the present invention, the amine group may include -NH, an alkylamine group, an arylamine group, an alkylarylamine group, an arylheteroarylamine group, a heteroarylamine group, etc., where the arylamine group refers to an amine in which one or two hydrogen atoms in -NH are substituted with an aryl group, the alkylamine group refers to an amine in which one or two hydrogen atoms in -NH are substituted with an alkyl group, the alkylarylamine group refers to an amine in which one hydrogen atom in -NH is substituted with an alkyl group and the other hydrogen atom in -NH is substituted with an aryl group, the arylheteroarylamine group refers to an amine in which one hydrogen atom in -NH is substituted with an aryl group and the other hydrogen atom in -NH is substituted with a heteroaryl group, and the heteroarylamine group refers to an amine in which one or two hydrogen atoms in -NH are substituted with a heteroaryl group. Examples of the arylamine group include a substituted or unsubstituted monoarylamine group and a substituted or unsubstituted diarylamine group, and the alkylamine group and heteroarylamine group are also included.

[0036] Here, each aryl group in the arylamine group, heteroarylamine group, and arylheteroarylamine group may be a monocyclic aryl group or a polycyclic aryl group, and each heteroaryl group in the arylamine group, heteroarylamine group, and arylheteroarylamine group may be a monocyclic heteroaryl group or a polycyclic heteroaryl group.

[0037] The silyl group, which is a substituent used in the compound of the present invention, may include -SiH3, an alkylsilyl group, an arylsilyl group, an alkylarylsilyl group, an arylheteroarylsilyl group, a heteroarylsilyl group, etc., wherein the arylsilyl group refers to a silyl group in which one, two, or three hydrogen atoms in -SiH3 are substituted with an aryl group; the alkylsilyl group refers to a silyl group in which one, two, or three hydrogen atoms in SiH3 are substituted with an alkyl group; the alkylarylsilyl group refers to a silyl group in -SiH3 where at least one hydrogen atom is substituted with an alkyl group and an aryl group, thereby containing one or two alkyl groups and two or one corresponding aryl groups; and the arylheteroarylsilyl group refers to a silyl group in -SiH3 where at least one hydrogen atom is substituted with an aryl group and a heteroaryl group, thereby containing one or two aryl groups and two or one corresponding heteroaryl groups. The heteroarylsilyl group refers to a silyl group in which one, two, or three hydrogen atoms in —SiH3 are substituted with heteroaryl groups. Examples of the arylsilyl group include a substituted or unsubstituted monoarylsilyl group, a substituted or unsubstituted diarylsilyl group, and a substituted or unsubstituted triarylsilyl group. The same applies to the alkylsilyl group and heteroarylsilyl group.

[0038] Here, each aryl group in the arylsilyl group, heteroarylsilyl group, and arylheteroarylsilyl group may be a monocyclic aryl group or a polycyclic aryl group, and each heteroaryl group in the arylsilyl group, heteroarylsilyl group, and arylheteroarylsilyl group may be a monocyclic heteroaryl group or a polycyclic heteroaryl group.

[0039] Specific examples of the silyl group include trimethylsilyl, triethylsilyl, triphenylsilyl, trimethoxysilyl, dimethoxyphenylsilyl, diphenylmethylsilyl, diphenylvinylsilyl, methylcyclobutylsilyl, and dimethylfurylsilyl, and one or more hydrogen atoms in the silyl group can be substituted with the same substituents as in the aryl group.

[0040] In the present invention, germanium (or germane group) may include -GeH3, alkylgermanium group, arylgermanium group, heteroarylgermanium group, alkylarylgermanium group, alkylheteroarylgermanium group, arylheteroarylgermanium group, etc., and these definitions are as explained for the silyl group above. However, these are substituents obtained by substituting a germanium atom (Ge) for a silicon atom (Si) in the silyl group, and can be applied to each substituent.

[0041] Specific examples of the germanium group include trimethylgermane, triethylgermane, triphenylgermane, trimethoxygermane, dimethoxyphenylgermane, diphenylmethylgermane, diphenylvinylgermane, methylcyclobutylgermane, and dimethylfurylgermane, and one or more hydrogen atoms of the germanium group can be substituted with the same substituents as in the case of the aryl group.

[0042] On the other hand, more preferred examples of "substituted" in "substituted or unsubstituted" in [Chemical Formula A] above mean that the group is substituted with one or more substituents selected from the group consisting of deuterium, cyano group, halogen group, hydroxy group, nitro group, alkyl group having 1 to 12 carbon atoms, halogenated alkyl group having 1 to 12 carbon atoms, alkenyl group having 2 to 12 carbon atoms, alkynyl group having 2 to 12 carbon atoms, cycloalkyl group having 3 to 12 carbon atoms, heteroalkyl group having 1 to 12 carbon atoms, aryl group having 6 to 18 carbon atoms, arylalkyl group having 7 to 20 carbon atoms, alkylaryl group having 7 to 20 carbon atoms, heteroaryl group having 2 to 18 carbon atoms, heteroarylalkyl group having 2 to 18 carbon atoms, alkoxy group having 1 to 12 carbon atoms, amine group having 1 to 24 carbon atoms, silyl group having 1 to 24 carbon atoms, germanium group having 1 to 24 carbon atoms, aryloxy group having 6 to 24 carbon atoms, and arylthionyl group having 6 to 24 carbon atoms.

[0043] In the present invention, the anthracene compound represented by the above [chemical formula A] has, as a substituent Ar1 at the 9-position of the anthracene ring, a substituted or unsubstituted aryl group having 6 to 50 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 7 to 30 carbon atoms and having a fused aromatic hydrocarbon ring, a substituted or unsubstituted cycloalkyl group having 5 to 30 carbon atoms and having a fused aromatic heterocycle, a substituted or unsubstituted heterocycloalkyl group having 6 to 30 carbon atoms and having a fused aromatic hydrocarbon ring, a substituted or unsubstituted heterocycloalkyl group having 8 to 1 ... In the structure of an anthracene derivative having a linking group L1 bonded to the 10-position of the anthracene ring, any one selected from a single bond, a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, and a substituted or unsubstituted heteroarylene group having 2 to 20 carbon atoms is bonded to the 10-position of the anthracene ring, wherein the linking group L1 is bonded to any one of the following substituents R9 to R 14 is a single bond, and the linking group L1 does not have any substituents R9 to R 14It has a structural feature that an aromatic ring carbon atom bonded to either of the following is bonded.

[0044] JPEG0007825716000003.jpg50123

[0045] That is, the substituents R9 to R 14 any one of which is a single bond and is bonded to the linking group L1.

[0046] In one embodiment of the present invention, the compound represented by the chemical formula A may be, more specifically, any one of anthracene derivatives selected from the compounds represented by the following [chemical formula A-1] to [chemical formula A-6].

[0047] JPEG0007825716000004.jpg230143

[0048] In the above [Chemical Formula A-1] to [Chemical Formula A-6], Ar1, R1~R 14 The definitions of L1, X, and m are the same as those defined in the above [Chemical Formula A], and more preferably, in the above [Chemical Formula A-1] to [Chemical Formula A-6], the substituent Ar1 is a substituted or unsubstituted aryl group having 6 to 18 carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 18 carbon atoms, The substituents R1 to R 14 may be the same or different and each independently represent one selected from hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 15 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 15 carbon atoms, a substituted or unsubstituted aryl group having 6 to 18 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 18 carbon atoms, an amine group having 1 to 18 carbon atoms, a silyl group having 1 to 18 carbon atoms, a germanium group having 1 to 18 carbon atoms, a cyano group, a nitro group, and a halogen group; X is an oxygen atom (O) or a sulfur atom (S), the linking group L1 is a single bond or any one selected from a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, and a substituted or unsubstituted heteroarylene group having 2 to 20 carbon atoms; The m is an integer of 1 or 2, and when the m is 2, each L1 may be the same or different from each other, and the "substituted" in the substituted or unsubstituted state is defined as above.

[0049] In one embodiment, the compound represented by Formula A may contain at least one deuterium atom, wherein the deuterium atom is present in an anthracene group including R1 to R8, a substituent Ar1, a linking group L1, and R9 to R 14 At least one hydrogen atom contained in at least one group selected from heterocyclic groups including the following can be substituted with deuterium.

[0050] In one embodiment, in the anthracene derivatives represented by the above [Chemical Formula A-1] and [Chemical Formula A-2], the substituent R 11 ~R 14 At least one of the R of the anthracene derivatives represented by [Chemical Formula A-1] and [Chemical Formula A-2] may be a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 20 carbon atoms. In this case, 11 ~R 14 At least one of them may be an aryl group having 6 to 20 carbon atoms, which may be substituted with deuterium or unsubstituted.

[0051] In one embodiment, the linking group L1 in the [chemical formula A] may each be a single bond or a substituted or unsubstituted arylene group having 6 to 18 carbon atoms. In this case, more preferably, the linking group L1 in the [chemical formula A] may each be a single bond or any one selected from the following [structural formula 1] to [structural formula 5].

[0052] JPEG0007825716000005.jpg56122

[0053] The carbon site of the aromatic ring in the linking group can be bonded with hydrogen or deuterium.

[0054] In one embodiment, the substituent Ar1 in the [chemical formula A] may be a substituted or unsubstituted aryl group having 6 to 18 carbon atoms. In this case, the substituent Ar1 in the [chemical formula A] may preferably be an unsubstituted aryl group having 6 to 18 carbon atoms, or substituted with any one substituent selected from deuterium, a phenyl group, and a naphthyl group.

[0055] Furthermore, when the substituent Ar1 is a substituted or unsubstituted aryl group having 6 to 18 carbon atoms, the substituent Ar1 may be any one selected from a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted anthracenyl group, a substituted or unsubstituted phenanthrenyl group, and a substituted or unsubstituted fluorenyl group.

[0056] In one embodiment, the substituents R1 to R8 in the formula A may be the same or different and may each independently represent hydrogen or deuterium. When at least one of the substituents R1 to R8 in the formula A is deuterium, the anthracene compound may exhibit a longer life than a compound having hydrogen bonded thereto.

[0057] In one embodiment, when the compound represented by [Chemical Formula A] contains at least one deuterium, the degree of deuteration of the anthracene derivative represented by [Chemical Formula A] may be 10% or more, preferably 20% or more, more preferably 30% or more, more preferably 40% or more, more preferably 50% or more, more preferably 60% or more, more preferably 70% or more, and more preferably 80% or more.

[0058] In one embodiment, the substituent R or R in the anthracene derivative represented by the formula A 10may be a single bond connecting to the linking group L1.

[0059] In one embodiment, the substituent R9 in the anthracene derivative represented by [Chemical Formula A] may be a substituted or unsubstituted aryl group having 6 to 18 carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 18 carbon atoms. In this case, the substituent R9 may preferably be any one selected from a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted anthracenyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted benzofuran group, a substituted or unsubstituted benzothiophene group, a substituted or unsubstituted dibenzofuran group, and a substituted or unsubstituted dibenzothiophene group.

[0060] In one embodiment, the substituent R in the anthracene derivative represented by [Chemical Formula A] 10 may be hydrogen or deuterium, in which case the substituent R9 may be a substituted or unsubstituted aryl group having 6 to 18 carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 18 carbon atoms, and more preferably the substituent R 10 is hydrogen or deuterium, the substituent R9 may be any one selected from a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted anthracenyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted benzofuran group, a substituted or unsubstituted benzothiophene group, a substituted or unsubstituted dibenzofuran group, and a substituted or unsubstituted dibenzothiophene group.

[0061] More specifically, the anthracene derivative represented by the [Chemical Formula A] may be represented by any one selected from the group represented by the following [Compound A-1] to [Compound A-218], but is not limited thereto.

[0062] JPEG0007825716000006.jpg244170JPEG0007825716000007.jpg228170JPEG0007825716000008.jpg224170 JPEG0007825716000009.jpg241170JPEG0007825716000010.jpg244170JPEG0007825716000011.jpg235170 JPEG0007825716000012.jpg225170JPEG0007825716000013.jpg229170JPEG0007825716000014.jpg234170 JPEG0007825716000015.jpg241170JPEG0007825716000016.jpg230170JPEG0007825716000017.jpg220170

[0063] On the other hand, in the present invention, "(the light-emitting layer) contains one or more organic compounds" can be interpreted as "(the light-emitting layer) can contain one organic compound belonging to the category of the present invention, or two or more different compounds belonging to the category of the organic compound."

[0064] In one embodiment, the organic light-emitting device according to the present invention has at least one of a hole transport layer and a hole injection layer provided between the first electrode and the first light-emitting layer, and at least one of an electron transport layer and an electron injection layer provided between the second light-emitting layer and the second electrode.

[0065] On the other hand, when the anthracene derivative represented by the above [chemical formula A] in the present invention is used as a host in the light-emitting layer, the dopant compound used in the light-emitting layer will be described in more detail below.

[0066] As a more preferred embodiment of the present invention, in the organic light-emitting device according to the present invention, at least one of the first dopant in the first light-emitting layer or the second dopant in the second light-emitting layer may include at least one compound represented by any one of the following [Chemical Formula D-1] to [Chemical Formula D-3].

[0067] [Chemical formula D-1] JPEG0007825716000018.jpg3446

[0068] In the above [Chemical Formula D-1], X1 is any one selected from B, P=O, and P=S; Y1 and Y2 may be the same or different and independently represent NR 21 , C.R. 22 R 23 , O, S, Se and SiR 24 R 25 One of the following is selected from A1 to A3 may be the same or different and are each independently any one selected from a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 carbon atoms, a substituted or unsubstituted aliphatic hydrocarbon ring having 5 to 50 carbon atoms, a substituted or unsubstituted fused ring in which an aromatic hydrocarbon ring and an aliphatic hydrocarbon ring are fused together and having 7 to 50 carbon atoms, a substituted or unsubstituted aromatic heterocycle having 2 to 50 carbon atoms, and a substituted or unsubstituted fused ring in which an aromatic heterocycle and an aliphatic hydrocarbon ring are fused together and having 6 to 40 carbon atoms, R 21 ~R 25may be the same or different and independently represent hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted heterocycloalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 7 to 30 carbon atoms fused with an aromatic hydrocarbon ring, a substituted or unsubstituted cycloalkyl group having 5 to 30 carbon atoms fused with an aromatic heterocycle, a substituted or unsubstituted heteroaryl group having 6 to 30 carbon atoms fused with an aromatic hydrocarbon ring, a substituted or unsubstituted aryl group having 8 to 30 carbon atoms and fused with an aliphatic hydrocarbon ring, a substituted or unsubstituted heteroaryl group having 5 to 30 carbon atoms and fused with an aliphatic hydrocarbon ring, a substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkylthioxy group having 1 to 30 carbon atoms, a substituted or unsubstituted arylthioxy group having 6 to 30 carbon atoms, a substituted or unsubstituted amine group having 0 to 30 carbon atoms, a substituted or unsubstituted silyl group having 0 to 30 carbon atoms, a substituted or unsubstituted germanium group having 0 to 30 carbon atoms, a nitro group, a cyano group, and a halogen group; R 21 ~R 25 can each be bonded to at least one ring selected from the A1 to A3 rings to form an alicyclic or aromatic monocyclic or polycyclic ring, or an aliphatic-aromatic mixed ring.

[0069] Adjacent substituents in the A1 to A3 rings may be linked to each other to form an alicyclic or aromatic monocyclic or polycyclic or mixed aliphatic-aromatic ring; R 22 and R 23 and R 24 and R 25 can be further linked to each other to form alicyclic or aromatic monocyclic or polycyclic and mixed aliphatic-aromatic rings.

[0070] [Chemical formula D-2] JPEG0007825716000019.jpg107170

[0071] [Chemical formula D-3] JPEG0007825716000020.jpg123170

[0072] In the above [Chemical Formula D-2] and [Chemical Formula D-3], A 31 , A 32 E1 and F1 may be the same or different and are each independently any one selected from a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 carbon atoms, a substituted or unsubstituted aliphatic hydrocarbon ring having 5 to 50 carbon atoms, a substituted or unsubstituted fused ring in which an aromatic hydrocarbon ring and an aliphatic hydrocarbon ring are fused together and having 7 to 50 carbon atoms, a substituted or unsubstituted aromatic heterocycle having 2 to 50 carbon atoms, and a substituted or unsubstituted fused ring in which an aromatic heterocycle and an aliphatic hydrocarbon ring are fused together and having 6 to 40 carbon atoms, The above A 31 and two adjacent carbon atoms in the aromatic ring of A 32 The two adjacent carbon atoms in the aromatic ring are the substituents R 31 and R 32 and each of the carbon atoms linked to the aryl group forms a fused ring by forming a five-membered ring with the carbon atom linked to the aryl group, The linking group L 21 ~L 32 may be the same or different and are each independently selected from a single bond, a substituted or unsubstituted alkylene group having 1 to 60 carbon atoms, a substituted or unsubstituted alkenylene group having 2 to 60 carbon atoms, a substituted or unsubstituted alkynylene group having 2 to 60 carbon atoms, a substituted or unsubstituted cycloalkylene group having 3 to 60 carbon atoms, a substituted or unsubstituted heterocycloalkylene group having 2 to 60 carbon atoms, a substituted or unsubstituted arylene group having 6 to 60 carbon atoms, and a substituted or unsubstituted heteroarylene group having 2 to 60 carbon atoms; The W and W' may be the same or different and independently represent NR 33 , C.R. 34 R 35, SiR 36 R 37 , GeR 38 R 39 , O, S, Se, The substituent R 31 ~R 39 , Ar 21 ~Ar 28 may be the same or different and independently represent hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted cycloalkenyl group having 5 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 50 carbon atoms, a substituted or unsubstituted heterocycloalkyl group having 2 to 30 carbon atoms, a substituted or unsubstituted cycloalkyl group having 7 to 30 carbon atoms fused with an aromatic hydrocarbon ring, a substituted or unsubstituted cycloalkyl group having 5 to 30 carbon atoms fused with an aromatic heterocycle, a substituted or unsubstituted any one selected from the group consisting of a substituted heterocycloalkyl group having 6 to 30 carbon atoms and fused with an aromatic hydrocarbon ring, a substituted or unsubstituted aryl group having 8 to 30 carbon atoms and fused with an aliphatic hydrocarbon ring, a substituted or unsubstituted heteroaryl group having 5 to 30 carbon atoms and fused with an aliphatic hydrocarbon ring, a substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkylthioxy group having 1 to 30 carbon atoms, a substituted or unsubstituted arylthioxy group having 5 to 30 carbon atoms, a substituted or unsubstituted amine group having 0 to 30 carbon atoms, a substituted or unsubstituted silyl group having 0 to 30 carbon atoms, a substituted or unsubstituted germanium group having 0 to 30 carbon atoms, a cyano group, a nitro group, and a halogen group; R 31 and R 32 may be linked to each other to form an alicyclic or aromatic monocyclic or polycyclic ring, and a carbon atom of the formed alicyclic or aromatic monocyclic or polycyclic ring may be substituted with at least one heteroatom selected from N, O, P, Si, S, Ge, Se, and Te; The above p 11 ~p 14 , r 11 ~r 14 and s 11 ~s 14 are each an integer of 1 to 3, and when each of these is 2 or more, each linking group L 21 ~L 32 may be the same or different from each other, wherein x1 is 1, y1, z1, and z2 may be the same or different, and each independently represents an integer of 0 to 1; The Ar 21 and Ar 22 , Ar 23 and Ar 24 , Ar 25 and Ar 26 , and Ar 27 and Ar 28 can be linked to each other to form a ring, In the above [Chemical Formula D-1], A 32 Two adjacent carbon atoms in the ring are represented by the formula Q 11 * combines with the to form a condensed ring, In the [chemical formula D-2], 31 Two adjacent carbon atoms in the ring are represented by the formula Q 12 and * in the formula (I) to form a condensed ring, 32 Two adjacent carbon atoms in the ring are represented by the formula Q 11 can be bonded to * to form a fused ring, The "substituted" in the "substituted or unsubstituted" in the [chemical formula D-1] to [chemical formula D-3] is the same as defined in the chemical formula A.

[0073] Here, the polycyclic compound represented by [Chemical Formula D-1] may preferably be a compound represented by any one selected from the following [Chemical Formula D-4] to [Chemical Formula D-11].

[0074] [Chemical formula D-4] JPEG0007825716000021.jpg4170

[0075] In the above [Chemical Formula D-4], R 71 ~R 78 may be the same or different and independently represent hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted heterocycloalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 7 to 30 carbon atoms fused with an aromatic hydrocarbon ring, a substituted or unsubstituted cycloalkyl group having 5 to 30 carbon atoms fused with an aromatic heterocycle, a substituted or unsubstituted heterocycloalkyl group having 6 to 30 carbon atoms fused with an aromatic hydrocarbon ring, a substituted or unsubstituted heterocycloalkyl group having 8 to 30 carbon atoms, a substituted or unsubstituted aryl group having an aliphatic hydrocarbon ring fused thereto, a substituted or unsubstituted heteroaryl group having 5 to 30 carbon atoms having an aliphatic hydrocarbon ring fused thereto, a substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkylthioxy group having 1 to 30 carbon atoms, a substituted or unsubstituted arylthioxy group having 6 to 30 carbon atoms, a substituted or unsubstituted amine group having 0 to 30 carbon atoms, a substituted or unsubstituted silyl group having 0 to 30 carbon atoms, a substituted or unsubstituted germanium group having 0 to 30 carbon atoms, a nitro group, a cyano group, and a halogen group, each of which can be linked to adjacent substituents to further form an alicyclic or aromatic monocyclic or polycyclic ring, X1, Y1, Y2 and A3 are the same as defined in the above [Chemical Formula D-1].

[0076] JPEG0007825716000022.jpg55108

[0077] In the above [Chemical Formula D-5] and [Chemical Formula D-6], Y1 to Y3 may be the same or different and independently represent NR 21 , C.R. 22 R 23 , O, S, Se and SiR24 R 25 One of the following is selected from X1, A1 to A3 and R 21 ~R 25 is the same as defined in the above [Chemical Formula D-1].

[0078] [Chemical formula D-7] JPEG0007825716000023.jpg3868

[0079] In the above [Chemical Formula D-7], X1, Y2, and A1 to A3 are the same as defined in [Chemical Formula D-1] above, Cy1 is linked to the adjacent nitrogen (N) atom and the aromatic carbon atom in the A1 ring bonded to Cy1, respectively, to form a fused ring including the nitrogen (N) atom, the aromatic carbon atom in the A1 ring bonded to the nitrogen (N) atom, and the aromatic carbon atom in the A1 ring bonded to Cy1; The ring formed by Cy1 is a substituted or unsubstituted alkylene group having 2 to 5 carbon atoms, excluding the nitrogen (N) atom, the aromatic carbon atom in ring A1 to which the nitrogen (N) atom is bonded, and the aromatic carbon atom in ring A1 to which Cy1 is bonded.

[0080] [Chemical formula D-8] JPEG0007825716000024.jpg3868

[0081] In the above [Chemical Formula D-8], X1, Y2, and A1 to A3 are the same as defined in [Chemical Formula D-1] above, Cy1 is linked to the adjacent nitrogen (N) atom and the aromatic carbon atom in the A1 ring bonded to Cy1, thereby forming a fused ring including the nitrogen (N) atom, the aromatic carbon atom in the A1 ring bonded to the nitrogen (N) atom, and the aromatic carbon atom in the A1 ring bonded to Cy1; the ring formed by Cy1 is a substituted or unsubstituted alkylene group having 2 to 5 carbon atoms, excluding the nitrogen (N) atom, the aromatic carbon atom in ring A1 to which the nitrogen (N) atom is bonded, and the aromatic carbon atom in ring A1 to which Cy1 is bonded; Cy2 can be added to Cy1 to form a saturated hydrocarbon ring, and the ring formed by Cy2 is a substituted or unsubstituted alkylene group having 2 to 5 carbon atoms, excluding the carbon atoms contained in Cy1.

[0082] [Chemical formula D-9] JPEG0007825716000025.jpg4261

[0083] In the above [Chemical Formula D-9], X1, Y2, and A1 to A3 are the same as defined in [Chemical Formula D-1] above, Cy1 is linked to the adjacent nitrogen (N) atom and the aromatic carbon atom in the A1 ring bonded to Cy1, respectively, to form a fused ring including the nitrogen (N) atom, the aromatic carbon atom in the A1 ring bonded to the nitrogen (N) atom, and the aromatic carbon atom in the A1 ring bonded to Cy1; the ring formed by Cy1 is a substituted or unsubstituted alkylene group having 2 to 5 carbon atoms, excluding the nitrogen (N) atom, the aromatic carbon atom in ring A1 to which the nitrogen (N) atom is bonded, and the aromatic carbon atom in ring A1 to which Cy1 is bonded; Cy3 is linked to the carbon atom bonded to the nitrogen atom in Cy1 and the aromatic carbon atom in the ring A3 bonded to Cy3, thereby forming a fused ring including the aromatic carbon atom in the ring A3 bonded to Cy3, the aromatic carbon atom in the ring A3 bonded to the nitrogen (N) atom, the nitrogen (N) atom, and the carbon atom in Cy1 bonded to the nitrogen (N) atom; The ring formed by Cy3 is a substituted or unsubstituted alkylene group having 1 to 4 carbon atoms, excluding the aromatic carbon atom in the ring A3 bonded to Cy3, the aromatic carbon atom in A3 bonded to the nitrogen (N) atom, the nitrogen (N) atom, and the carbon atom in Cy1 bonded to the nitrogen (N) atom.

[0084] JPEG0007825716000026.jpg48117

[0085] In the above [Chemical Formula D-10] and [Chemical Formula D-11], R 41 and R 42 may be the same or different and each independently represent hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted heterocycloalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 7 to 30 carbon atoms fused with an aromatic hydrocarbon ring, a substituted or unsubstituted cycloalkyl group having 5 to 30 carbon atoms fused with an aromatic heterocycle, a substituted or unsubstituted heteroaryl group having 6 to 30 carbon atoms fused with an aromatic hydrocarbon ring, a substituted or unsubstituted aryl group having 8 to 30 carbon atoms and fused with an aliphatic hydrocarbon ring, a substituted or unsubstituted heteroaryl group having 5 to 30 carbon atoms and fused with an aliphatic hydrocarbon ring, a substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkylthioxy group having 1 to 30 carbon atoms, a substituted or unsubstituted arylthioxy group having 6 to 30 carbon atoms, a substituted or unsubstituted amine group having 0 to 30 carbon atoms, a substituted or unsubstituted silyl group having 0 to 30 carbon atoms, a substituted or unsubstituted germanium group having 0 to 30 carbon atoms, a nitro group, a cyano group, and a halogen group; R 41 and R 42 can be further linked to each other to form an alicyclic or aromatic monocyclic or polycyclic and aliphatic-aromatic mixed ring; X1, Y2, and A1 to A3 are the same as defined in [Chemical Formula D-1] above, The "substituted" in the "substituted or unsubstituted" in the [chemical formula D-4] to [chemical formula D-11] is the same as defined in the chemical formula A.

[0086] In addition, among the dopant compounds according to the present invention, in the case of the boron compounds represented by any one of [Chemical Formula D-1] and [Chemical Formula D-4] to [Chemical Formula D-11], preferred substituents that can be substituted on the aromatic hydrocarbon ring or aromatic heterocycle of A1 to A3 include deuterium, an alkyl group having 1 to 24 carbon atoms, an aryl group having 6 to 24 carbon atoms, an amine group having 1 to 24 carbon atoms, a silyl group having 1 to 24 carbon atoms, and a germanium group having 1 to 24 carbon atoms, wherein Two non-hydrogen substituents (such as an alkyl group, an aryl group, or a heteroaryl group) in the above can be linked to each other, and more preferred substituents include an alkyl group having 1 to 12 carbon atoms, an aryl group having 6 to 18 carbon atoms, an amine group having 1 to 12 carbon atoms, a silyl group having 1 to 12 carbon atoms, and a germanium group having 1 to 12 carbon atoms, and two non-hydrogen substituents (such as an alkyl group, an aryl group, or a heteroaryl group) in the above amine group having 1 to 12 carbon atoms can be linked to each other.

[0087] On the other hand, among the dopant compounds used in the light-emitting layer according to the present invention, specific examples of the compound represented by [Chemical Formula D-4] may be any one selected from the group consisting of the following compounds, but the scope thereof is not limited thereto.

[0088] JPEG0007825716000027.jpg237170JPEG0007825716000028.jpg134170

[0089] In addition, according to one embodiment of the present invention, the compounds represented by [Chemical Formula D-5] and [Chemical Formula D-6] may be any one selected from the group consisting of the following compounds, but the scope thereof is not limited thereto.

[0090] JPEG0007825716000029.jpg243170JPEG0007825716000030.jpg232170JPEG0007825716000031.jpg241170JPEG0007825716000032.jpg232170

[0091] Furthermore, according to one embodiment of the present invention, the compounds represented by [Chemical Formula D-7] to [Chemical Formula D-9] may be any one selected from the group consisting of the following compounds, but the scope thereof is not limited thereto.

[0092] JPEG0007825716000033.jpg245170JPEG0007825716000034.jpg228170JPEG0007825716000035.jpg232170JPEG0007825716000036.jpg229170 JPEG0007825716000037.jpg238170JPEG0007825716000038.jpg223170JPEG0007825716000039.jpg240170JPEG0007825716000040.jpg206170

[0093] Furthermore, according to one embodiment of the present invention, the compounds represented by [Chemical Formula D-10] to [Chemical Formula D-11] may be any one selected from the group consisting of the following compounds, but the scope thereof is not limited thereto.

[0094] JPEG0007825716000041.jpg227170JPEG0007825716000042.jpg224170JPEG0007825716000043.jpg243170JPEG00078257160 00044.jpg233170JPEG0007825716000045.jpg241170JPEG0007825716000046.jpg238170JPEG0007825716000047.jpg143170

[0095] Furthermore, among the dopant compounds used in the light-emitting layer according to the present invention, specific examples of the compounds represented by [Chemical Formula D-2] or [Chemical Formula D-3] may be any one selected from the group consisting of the following compounds, but the scope of the compounds is not limited thereto.

[0096] JPEG0007825716000048.jpg230170JPEG0007825716000049.jpg237170JPEG0007825716000050.jpg225170JPEG00078257160 00051.jpg230170JPEG0007825716000052.jpg223170JPEG0007825716000053.jpg240170JPEG0007825716000054.jpg242170 JPEG0007825716000055.jpg237170JPEG0007825716000056.jpg220170JPEG0007825716000057.jpg219170JPEG00078257160 00058.jpg222170JPEG0007825716000059.jpg228170JPEG0007825716000060.jpg232170JPEG0007825716000061.jpg155170

[0097] As a more preferred embodiment of the present invention, the present invention may be an organic light-emitting device comprising, in order: an anode as a first electrode; a cathode as a second electrode opposed to the first electrode; a first light-emitting layer interposed between the anode and the cathode and including a first host and a first dopant; and a second light-emitting layer including a second host and a second dopant, wherein at least one of the first host and the second host comprises at least one of the anthracene derivatives represented by [Chemical Formula A] of the present invention; and at least one of the first dopant and the second dopant in the light-emitting layer comprises at least one of the compounds represented by any one of [Chemical Formulas D-1] to [Chemical Formula D-3]. Due to such structural features, the organic light-emitting device according to the present invention can be driven at a low voltage, have a long life, and exhibit high efficiency.

[0098] In this case, the content of each dopant in the light-emitting layer can be selected from the range of about 0.01 to about 20 parts by weight based on about 100 parts by weight of the host in the light-emitting layer, but is not limited thereto.

[0099] In the present invention, at least one of the first host and the second host of the first emitting layer or the second emitting layer may contain one or more compounds represented by the following [Chemical Formula B].

[0100] Preferably, when either one of the first light-emitting layer and the second light-emitting layer contains the anthracene derivative represented by Chemical Formula A as a host, the host of the remaining light-emitting layer may contain a compound represented by the following Chemical Formula B.

[0101] [Chemical formula B] JPEG0007825716000062.jpg4390

[0102] In the above [Chemical Formula B], The linking group L 41 and L 42 may be the same or different and are each independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroarylene group having 2 to 30 carbon atoms; The m1 and m2 may be the same or different, and each independently represents an integer of 1 or 2. When m1 and m2 are each 2, each of L 41 and L 42 may be the same or different, The Ar 41 and Ar 42may be the same or different, and each independently represent a substituted or unsubstituted aryl group having 6 to 50 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted cycloalkyl group having 7 to 30 carbon atoms fused with an aromatic hydrocarbon ring, a substituted or unsubstituted cycloalkyl group having 5 to 30 carbon atoms fused with an aromatic heterocycle, a substituted or any one selected from an unsubstituted heterocycloalkyl group having 6 to 30 carbon atoms and having an aromatic hydrocarbon ring fused thereto, a substituted or unsubstituted aryl group having 8 to 30 carbon atoms and having an aliphatic hydrocarbon ring fused thereto, a substituted or unsubstituted heteroaryl group having 5 to 30 carbon atoms and having an aliphatic hydrocarbon ring fused thereto, a substituted or unsubstituted amine group having 0 to 30 carbon atoms, a substituted or unsubstituted silyl group having 0 to 30 carbon atoms, and a substituted or unsubstituted germanium group having 0 to 30 carbon atoms; Z is hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted heterocycloalkyl group having 2 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 7 to 30 carbon atoms fused with an aromatic hydrocarbon ring, a substituted or unsubstituted aromatic heterocyclic group having 5 to 30 carbon atoms fused with an aromatic heterocyclic ring, a substituted or unsubstituted cycloalkyl group having 6 to 30 carbon atoms and fused with an aromatic hydrocarbon ring, a substituted or unsubstituted aryl group having 8 to 30 carbon atoms and fused with an aliphatic hydrocarbon ring, a substituted or unsubstituted heteroaryl group having 5 to 30 carbon atoms and fused with an aliphatic hydrocarbon ring, a substituted or unsubstituted amine group having 0 to 30 carbon atoms, a substituted or unsubstituted silyl group having 0 to 30 carbon atoms, a substituted or unsubstituted germanium group having 0 to 30 carbon atoms, a cyano group, a nitro group, and a halogen group; The n1 is an integer of 0 to 8, and when each of these is 2 or more, each Z may be the same or different. The pyrene ring has a substituent Z or Ar 41 -(L 41 )m1- or Ar 42 -(L 42 When m2- is not bonded, hydrogen or deuterium is bonded to the aromatic carbon in the pyrene ring.

[0103] In one embodiment, the linking group L in [Chemical Formula B] 41 and L 42 may be the same or different and may each independently represent a single bond, or a substituted or unsubstituted arylene group having 6 to 18 carbon atoms.

[0104] In one embodiment, Ar in [Chemical Formula B] 41 and Ar 42 At least one of the groups may be a substituted or unsubstituted aryl group having 6 to 18 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 18 carbon atoms, and preferably a substituted or unsubstituted heteroaryl group having 3 to 18 carbon atoms.

[0105] Furthermore, according to one embodiment of the present invention, the compound represented by [Chemical Formula B] may be any one selected from the group consisting of the following compounds, but the scope thereof is not limited thereto.

[0106] JPEG0007825716000063.jpg211170JPEG0007825716000064.jpg214170JPEG00078257160 00065.jpg216170JPEG0007825716000066.jpg208170JPEG0007825716000067.jpg205170 JPEG0007825716000068.jpg234170JPEG0007825716000069.jpg227170JPEG00078257160 00070.jpg219170JPEG0007825716000071.jpg253170JPEG0007825716000072.jpg192170

[0107] In addition to the above-mentioned dopant and host, the light-emitting layer may further include various host and dopant materials.

[0108] The structure of an organic light-emitting device according to the present invention will be described below with reference to Fig. 1. Fig. 1 is a diagram showing the structure of an organic light-emitting device according to one embodiment of the present invention. As shown in Fig. 1, the organic light-emitting device according to this embodiment of the present invention is an organic light-emitting device sequentially including an anode 20, a hole transport layer 40, a first light-emitting layer 50-A containing a first host and a first dopant, a second light-emitting layer 50-B containing a second host and a second dopant, an electron transport layer 60, and a cathode 80, in which the anode is a first electrode and the cathode is a second electrode, and the organic light-emitting device includes a hole transport layer between the anode and the light-emitting layer, and an electron transport layer between the light-emitting layer and the cathode.

[0109] In addition, the organic light emitting device according to the embodiment of the present invention may include a hole injection layer 30 between the anode 20 and the hole transport layer 40, and an electron injection layer 70 between the electron transport layer 60 and the cathode 80.

[0110] Next, the organic light-emitting device of the present invention and the method for producing the same will be described with reference to FIG.

[0111] First, an anode material is coated on the top of the substrate 10 to form the anode 20. The substrate 10 is typically a substrate used in organic EL devices, but is preferably an organic substrate or a transparent plastic substrate, which has excellent transparency, surface smoothness, ease of handling, and waterproofing. The anode material is typically indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO2), zinc oxide (ZnO), or other transparent and conductive materials.

[0112] A hole injection layer material is vacuum thermally deposited or spin coated on the electrode of the anode 20 to form the hole injection layer 30. Then, a hole transport layer material is vacuum thermally deposited or spin coated on the hole injection layer 30 to form the hole transport layer 40.

[0113] The material of the hole injection layer 30 is not particularly limited as long as it is a material commonly used in the art. For example, 2-TNATA [4,4',4"-tris(2-naphthylphenyl-phenylamino)-triphenylamine], NPD [N,N'-di(1-naphthyl)-N,N'-diphenylbenzidine], TPD [N,N'-diphenyl-N,N'-bis(3-methylphenyl)-1,1'-biphenyl-4,4'-diamine], DNTPD [N,N'-diphenyl-N,N'-bis-[4-(phenyl-m-tolyl-amino)-phenyl]-biphenyl-4,4'-diamine], HAT-CN (2,3,6,7,10,11-hexacyanohexaazatriphenylene), etc. may be used. However, the present invention is not limited thereto.

[0114] The material of the hole transport layer 40 is not particularly limited as long as it is commonly used in the art, and may be, for example, N,N'-bis(3-methylphenyl)-N,N'-diphenyl-[1,1-biphenyl]-4,4'-diamine (TPD) or N,N'-di(naphthalen-1-yl)-N,N'-diphenylbenzidine (α-NPD), etc. However, the present invention is not necessarily limited thereto.

[0115] Meanwhile, in the present invention, an electron blocking layer may be further formed on the hole transport layer. The electron blocking layer is a layer for preventing electrons injected from the electron injection layer from entering the hole transport layer via the light emitting layer, thereby improving the life and efficiency of the device. The electron blocking layer may be formed at an appropriate location between the light emitting layer and the hole injection layer, preferably between the light emitting layer and the hole transport layer.

[0116] Then, the first light-emitting layer 50-A and the second light-emitting layer 50-B can be laminated on the hole-transporting layer 40 or the electron-blocking layer by vacuum deposition or spin coating.

[0117] Here, each of the light-emitting layers can be composed of a host and a dopant, and the materials constituting these are as described above.

[0118] Furthermore, according to a specific example of the present invention, the thickness of each of the light-emitting layers is preferably 50 to 2000 Å.

[0119] Meanwhile, an electron transport layer 60 is deposited on the light emitting layer by vacuum deposition or spin coating.

[0120] Meanwhile, in the present invention, the material of the electron transport layer 60 has a function of stably transporting electrons injected from the electron injection electrode (cathode), and can be a known electron transport material. Examples of known electron transport materials include, but are not limited to, quinoline derivatives, particularly tris(8-quinolinolato)aluminum (Alq3), Liq, TAZ, BAlq, beryllium bis(benzoquinolin-10-olate: Bebq2), Compound 201, Compound 202, BCP, and oxadiazole derivatives such as PBD, BMD, and BND.

[0121] JPEG0007825716000073.jpg165170

[0122] In addition, in the organic light emitting device of the present invention, after forming the electron transport layer 60, an electron injection layer (EIL) 70, which is a material having a function of facilitating injection of electrons from the cathode, may be laminated on the electron transport layer, and the material thereof is not particularly limited.

[0123] Any known material for forming an electron injection layer, such as CsF, NaF, LiF, LiO, or BaO, can be used as the material for forming the electron injection layer 70. The deposition conditions for the electron injection layer vary depending on the compound used, but can generally be selected from approximately the same range of conditions as those for forming the hole injection layer.

[0124] The thickness of the electron injection layer 70 may be about 1 Å to about 100 Å, or about 3 Å to about 90 Å. When the thickness of the electron injection layer satisfies the above range, satisfactory electron injection characteristics can be obtained without a substantial increase in driving voltage.

[0125] In addition, in the present invention, the cathode 80 can be made of a material with a low work function for easy electron injection, such as lithium (Li), magnesium (Mg), calcium (Ca), or alloys thereof such as aluminum (Al), aluminum-lithium (Al-Li), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), or a transmission cathode using ITO or IZO.

[0126] In addition, in the present invention, one or more layers selected from the above-mentioned layers may be formed by a monomolecular deposition process or a solution process.

[0127] Here, the deposition process refers to a method of forming a thin film by evaporating a material used to form each layer by heating under vacuum or low pressure, and the solution process refers to a method of mixing a material used to form each layer with a solvent and forming a thin film by inkjet printing, roll-to-roll coating, screen printing, spray coating, dip coating, spin coating, etc.

[0128] In addition, the organic light emitting device of the present invention can be used in any one device selected from a flat panel display device, a flexible display device, a monochrome or white flat panel lighting device, and a monochrome or white flexible lighting device.

[0129] The present invention will be described in more detail below with reference to preferred examples. However, these examples are intended to more specifically illustrate the present invention. It will be obvious to those skilled in the art that the scope of the present invention is not limited by these examples.

[0130] Example (synthesis of host compound) Synthesis Example 1: Synthesis of [A-20] Synthesis Example 1-1: Synthesis of 1-a

[0131] JPEG0007825716000074.jpg34140

[0132] In a 1L reactor, 30g of 2-bromoanisole, 38.5g of phenylacetylene, 2.41g of bis(triphenylphosphine)palladium(II) dichloride, 1.63g of cuprous iodide, 0.45g of triphenylphosphine, and 300mL of triethylamine were added and stirred under reflux overnight. After the reaction was complete, the mixture was cooled to room temperature and then filtered with hexane. The filtrate was concentrated and separated by column chromatography to obtain <1-a> (25g, 74%).

[0133] Synthesis Example 1-2: Synthesis of 1-b

[0134] JPEG0007825716000075.jpg34140

[0135] Dissolve 25g of <1-a> in dichloromethane in a 1L reactor and then purge with nitrogen. Add 45.7g of iodine and stir at room temperature for 12 hours. After the reaction is complete, add an aqueous solution of sodium thiosulfate to remove any remaining iodine. Extract with dichloromethane and separate using column chromatography to obtain <1-b> (31g, 81%).

[0136] Synthesis Example 1-3: Synthesis of [A-20]

[0137] JPEG0007825716000076.jpg48148

[0138] A 1L reactor was charged with 31g of <1-b>, 31.7g of 10-phenylanthracene-9-boronic acid, 26.8g of potassium carbonate, 2.24g of tetrakis(triphenylphosphine)palladium(0), 210mL of toluene, and 90mL of ethanol, and the mixture was refluxed and stirred at 110°C overnight. After cooling to room temperature, the reaction mixture was extracted with ethyl acetate / distilled water. The organic layer was concentrated and separated by column chromatography to obtain [A-20] (19g, 44%). MS (MALDI-TOF): m / z 446.17 [M + ]

[0139] Synthesis Example 2. Synthesis of [A-30] Synthesis Example 2-1: Synthesis of 2-a

[0140] JPEG0007825716000077.jpg54149

[0141] A 2L reactor was charged with 60.4g of bromobenzene (d5) and 480mL of tetrahydrofuran, cooled to -78°C, and stirred. 223.6mL of n-butyllithium was added dropwise to the cooled reaction solution, and the mixture was stirred at the same temperature for 1 hour. 20g of o-phthalaldehyde was dissolved in 100mL of tetrahydrofuran and added dropwise to the reaction solution, followed by stirring at room temperature. After completion of the reaction, 200mL of aqueous ammonium chloride solution was added to terminate the reaction. The reaction solution was extracted with ethyl acetate, concentrated under reduced pressure, and separated by column chromatography to obtain <2-a> (40g, 89%).

[0142] Synthesis Example 2-2: Synthesis of 2-b

[0143] JPEG0007825716000078.jpg54149

[0144] In a 500 mL reactor, 40 g of <2-a> was dissolved in 200 mL of acetic acid and stirred. 2 mL of hydrogen bromide was added to the reaction solution, and the mixture was stirred at 80°C for 2 hours. After the reaction was complete, the mixture was cooled to room temperature and then slowly poured into a beaker containing 500 mL of distilled water and stirred. The resulting solid was filtered and washed with distilled water. The solid was separated by column chromatography to obtain <2-b> (13 g, 37%).

[0145] Synthesis Example 2-3: Synthesis of 2-c

[0146] JPEG0007825716000079.jpg43132

[0147] In a 500 mL reactor, 13 g of <2-b> was dissolved in 130 mL of N,N-dimethylamide and stirred at room temperature. 10.5 g of N-bromosuccinimide was dissolved in 40 mL of N,N-dimethylformamide and added dropwise to the reaction solution. The reaction was confirmed by thin-layer chromatography and terminated. The reaction solution was poured into a beaker containing 500 mL of distilled water and stirred. The resulting solid was filtered and washed with distilled water. The substance was separated by column chromatography to obtain <2-c> (14 g, 83%).

[0148] Synthesis Example 2-4: Synthesis of 2-d

[0149] JPEG0007825716000080.jpg43132

[0150] 50 g of <2-c> was dissolved in 500 mL of tetrahydrofuran in a 500 mL reactor, then cooled to -78°C and 100 mL of n-butyllithium was added dropwise. After stirring for 5 hours, 18 mL of trimethyl borate was added and the mixture was stirred at room temperature overnight. After the reaction was complete, the mixture was acidified with 2n-hydrochloric acid and recrystallized to obtain <2-d> (25 g, 56%).

[0151] Synthesis Example 2-5: Synthesis of [A-30]

[0152] JPEG0007825716000081.jpg58133

[0153] In the same manner as in Synthesis Example 1-3, 2-bromo-3-phenylbenzofuran was used instead of <1-b> and <2-d> was used instead of 10-phenylanthracene-9-boronic acid to obtain [A-30] (yield 30%). MS (MALDI-TOF): m / z 455.22 [M + ]

[0154] Synthesis Example 3. Synthesis of [A-57] Synthesis Example 3-1: Synthesis of 3-a

[0155] JPEG0007825716000082.jpg31133

[0156] In the same manner as in Synthesis Example 1-1, except that 3-bromoveratrol was used instead of 2-bromoanisole, <3-a> was obtained (yield 79%).

[0157] Synthesis Example 3-2: Synthesis of 3-b

[0158] JPEG0007825716000083.jpg35133

[0159] In Synthesis Example 1-2, <3-a> was used instead of <1-a>, and <3-b> was obtained in the same manner (yield 63%).

[0160] Synthesis Example 3-3: Synthesis of 3-c

[0161] JPEG0007825716000084.jpg62138

[0162] In the same manner as in Synthesis Example 1-3, <3-b> was used instead of <1-b>, and 4-(10-phenylanthracen-9-yl)benzeneboronic acid was used instead of 10-phenylanthracene-9-boronic acid to obtain <3-c> (yield 61%).

[0163] Synthesis Example 3-4: Synthesis of 3-d

[0164] JPEG0007825716000085.jpg62138

[0165] Dissolve 20g of <3-c> in dichloromethane in a 500mL reactor. After lowering the temperature of the reactor to 0°C, slowly add 13.6g of BBr3, warm to room temperature, and stir for 2 hours. After the reaction is complete, slowly add cold distilled water to terminate the reaction. The reaction mixture is extracted with dichloromethane and distilled water, and the organic layer is concentrated and separated by column chromatography to obtain <3-d> (17g, 87%).

[0166] Synthesis Example 3-5: Synthesis of 3-e

[0167] JPEG0007825716000086.jpg62138

[0168] In a 500mL reactor, dissolve 17g of <3-d> in 170mL of dichloromethane. After lowering the temperature of the reactor to 0°C, slowly add 10.7g of trifluoromethanesulfonic anhydride. Raise the temperature to room temperature and stir for 3 hours, then slowly add cold distilled water to terminate the reaction. The reaction mixture was extracted with dichloromethane and distilled water, and the organic layer was concentrated and separated by column chromatography to obtain <3-e> (17g, 80%).

[0169] Synthesis Example 3-6: Synthesis of [A-57]

[0170] JPEG0007825716000087.jpg73145

[0171] In the same manner as in Synthesis Example 1-3, using <3-e> instead of <1-b> and 4-dibenzofuranboronic acid instead of 10-phenylanthracene-9-boronic acid, [A-57] was obtained (yield 45%). MS (MALDI-TOF): m / z 688.24 [M + ]

[0172] Synthesis Example 4. Synthesis of [A-58] Synthesis Example 4-1: Synthesis of 4-a

[0173] JPEG0007825716000088.jpg36145

[0174] In Synthesis Example 1-3, <4-a> was obtained in the same manner as above, except that <1-b> was replaced with 5-bromobenzofuran and <1-b> with (phenyl-d5)boronic acid instead of 10-phenylanthracene-9-boronic acid (yield 70%).

[0175] Synthesis Example 4-2: Synthesis of 4-b

[0176] JPEG0007825716000089.jpg36145

[0177] A 500 mL reactor was charged with 21.2 g of <4-a> and dichloromethane and cooled to -10°C. Bromine was then added and stirred for 1 hour. Aqueous sodium thiosulfate solution was added to the reaction mixture, and after stirring, the layers were separated and the organic layer was concentrated under reduced pressure. Ethanol was added and the mixture was cooled to -10°C. Potassium hydroxide dissolved in ethanol was then added, and the mixture was then heated and refluxed for 4 hours. After the reaction was completed, the reaction mixture was separated and the organic layer was concentrated under reduced pressure and separated by column chromatography to obtain <4-b> (20 g, 70%).

[0178] Synthesis Example 4-3: Synthesis of 4-c

[0179] JPEG0007825716000090.jpg56145

[0180] In the same manner as in Synthesis Example 1-3, <4-b> was used instead of <1-b>, and (4-(10-naphthalen-1-yl)anthracen-9-yl)benzeneboronic acid was used instead of 10-phenylanthracene-9-boronic acid, to obtain <4-c> (yield 72%).

[0181] Synthesis Example 4-4: Synthesis of 4-d

[0182] JPEG0007825716000091.jpg52141

[0183] A 500 mL reactor was charged with 20 g of <4-c> and 250 mL of THF, cooled to -50°C, and then charged with n-butyllithium (1.6 M). After 1 hour, iodine was slowly added, and the temperature was gradually raised to room temperature. Aqueous sodium thiosulfate solution was added at room temperature, and the layers were separated. The organic layer was concentrated under reduced pressure and then separated by column chromatography to obtain <4-d> (17 g, 70%).

[0184] Synthesis Example 4-5: Synthesis of [A-58]

[0185] JPEG0007825716000092.jpg56141

[0186] In the same manner as in Synthesis Example 1-3, using <4-d> instead of <1-b> and phenylboronic acid instead of 10-phenylanthracene-9-boronic acid, [A-58] was obtained (yield 47%). MS (MALDI-TOF): m / z 653.28 [M + ]

[0187] Synthesis Example 5. Synthesis of [A-68] Synthesis Example 5-1: Synthesis of 5-a

[0188] JPEG0007825716000093.jpg33141

[0189] 30 g of 7-chlorobenzo[b]thiophene and DMF were placed in a 500 mL reactor and stirred. After stirring, NBS was added and the mixture was refluxed and stirred for 6 hours. Distilled water was then added. The layers were separated, the organic layer was concentrated under reduced pressure, and then separated by column chromatography to obtain <5-a> (27 g, 62%).

[0190] Synthesis Example 5-2: Synthesis of 5-b

[0191] JPEG0007825716000094.jpg44141

[0192] In the same manner as in Synthesis Example 1-3, <5-a> was used instead of <1-b> and 2-naphthylboronic acid was used instead of 10-phenylanthracene-9-boronic acid to obtain <5-b> (yield 68%).

[0193] Synthesis Example 5-3: Synthesis of 5-c

[0194] JPEG0007825716000095.jpg44146

[0195] In Synthesis Example 4-4, <5-b> was used instead of <4-c> to obtain <5-c> (yield 70%) in the same manner.

[0196] Synthesis Example 5-4: Synthesis of 5-d

[0197] JPEG0007825716000096.jpg52146

[0198] In Synthesis Example 1-3, <5-c> was used instead of <1-b> to obtain <5-d> (yield 63%).

[0199] Synthesis Example 5-5: Synthesis of 5-e

[0200] JPEG0007825716000097.jpg52147

[0201] A 1L flask was charged with 30g of <5-d>, 16.7g of bis(pinacolato)diboron, 1.3g of palladium(II) dichloride (diphenylphosphineferrocene), 16.2g of potassium acetate, 2.6g of X-phos, and 300mL of 1,4-dioxane and refluxed. Upon completion of the reaction, the mixture was concentrated under reduced pressure and separated by column chromatography to obtain <5-e> (27g, 77%).

[0202] Synthesis Example 5-6: Synthesis of [A-68]

[0203] JPEG0007825716000098.jpg52146

[0204] In the same manner as in Synthesis Example 1-3, using <5-e> instead of <1-b> and bromobenzene instead of 10-phenylanthracene-9-boronic acid, [A-68] was obtained (yield 69%). MS (MALDI-TOF): m / z 588.19 [M + ]

[0205] Synthesis Example 6. Synthesis of [A-79] Synthesis Example 6-1: Synthesis of 6-a

[0206] JPEG0007825716000099.jpg37139

[0207] In the same manner as in Synthesis Example 5-2, except that phenylboronic acid was used instead of 2-naphthylboronic acid, <6-a> was obtained (yield 70%).

[0208] Synthesis Example 6-2: Synthesis of 6-b

[0209] JPEG0007825716000100.jpg37139

[0210] In Synthesis Example 4-4, <6-a> was used instead of <4-c> to obtain <6-b> (yield 70%) in the same manner.

[0211] Synthesis Example 6-3: Synthesis of 6-c

[0212] JPEG0007825716000101.jpg64139

[0213] In the same manner as in Synthesis Example 1-3, <6-b> was used instead of <1-b>, and 4-(10-phenylanthracen-9-yl)benzeneboronic acid was used instead of 10-phenylanthracene-9-boronic acid to obtain <6-c> (yield 65%).

[0214] Synthesis Example 6-4: Synthesis of 6-d

[0215] JPEG0007825716000102.jpg64139

[0216] In Synthesis Example 5-5, <6-c> was used instead of <5-d> to obtain <6-d> (yield 72%) in the same manner.

[0217] Synthesis Example 6-5: Synthesis of [A-79]

[0218] JPEG0007825716000103.jpg71158

[0219] In the same manner as in Synthesis Example 1-3, using <6-d> instead of <1-b> and 1-bromodibenzo[b,d]furan instead of 10-phenylanthracene-9-boronic acid, [A-79] was obtained (yield 75%). MS (MALDI-TOF): m / z 704.22 [M + ]

[0220] Synthesis Example 7. Synthesis of A-89 Synthesis Example 7-1: Synthesis of 7-a

[0221] JPEG0007825716000104.jpg47158

[0222] In Synthesis Example 1-3, <7-a> was obtained in the same manner as above, except that <1-b> was replaced with 3-bromo-5-phenylbenzofuran and <1-b> with 10-(phenyl-d5)-anthracene-9-boronic acid instead of 10-phenylanthracene-9-boronic acid (yield 31%).

[0223] Synthesis Example 7-2: Synthesis of 7-b

[0224] JPEG0007825716000105.jpg47158

[0225] In Synthesis Example 4-4, <7-a> was used instead of <4-c> to obtain <7-b> (yield 71%) in the same manner.

[0226] Synthesis Example 7-3: Synthesis of [A-89]

[0227] JPEG0007825716000106.jpg47158

[0228] In the same manner as in Synthesis Example 1-3, using <7-b> instead of <1-b> and phenylboronic acid instead of 10-phenylanthracene-9-boronic acid, [A-89] was obtained (yield 51%). MS (MALDI-TOF): m / z 527.23 [M + ]

[0229] Synthesis Example 8. Synthesis of [A-90] Synthesis Example 8-1: Synthesis of 8-a

[0230] JPEG0007825716000107.jpg49144

[0231] In Synthesis Example 2-4, <8-a> was obtained in the same manner as above, except that (anthracene-d8)-9-bromo-10-(phenyl-d5) was used instead of <2-c>. (Yield: 55%)

[0232] Synthesis Example 8-2: Synthesis of 8-b

[0233] JPEG0007825716000108.jpg56144

[0234] In Synthesis Example 4-3, <8-a> was used instead of (4-(10-naphthalen-1-yl)anthracen-9-yl)benzeneboronic acid, and <8-b> was obtained in the same manner (yield 55%).

[0235] Synthesis Example 8-3: Synthesis of 8-c

[0236] JPEG0007825716000109.jpg56144

[0237] In Synthesis Example 4-4, <8-b> was used instead of <4-c> to obtain <8-c> (yield 67%) in the same manner.

[0238] Synthesis Example 8-4: Synthesis of [A-90]

[0239] JPEG0007825716000110.jpg58144

[0240] In the same manner as in Synthesis Example 7-3, except that <8-c> was used instead of <7-b>, [A-90] was obtained (yield 47%). MS (MALDI-TOF): m / z 540.31 [M + ]

[0241] Synthesis Example 9. Synthesis of [A-91] Synthesis Example 9-1: Synthesis of 9-a

[0242] JPEG0007825716000111.jpg32142

[0243] A 500 mL reactor was charged with 20 g of bromobenzyl bromide, 10 g of (phenyl-d5)boronic acid, 10 g of sodium carbonate, and 1.8 g of tetrakis(triphenylphosphine)palladium(0), and the mixture was heated to 50°C and refluxed. After 1 hour, distilled water was added, and the mixture was stirred and separated into layers. The organic layer was separated, filtered, washed with toluene, and concentrated under reduced pressure. The product was then separated by column chromatography to obtain <9-a> (16 g, 82%). Synthesis Example 9-2: Synthesis of 9-b

[0244] JPEG0007825716000112.jpg29142

[0245] A 500 mL reactor was charged with 20 g of <9-a> and 200 mL of THF, cooled to -78°C, and then n-butyllithium (1.6 M) was added. Trimethylborate was then slowly added, and the temperature was gradually raised to room temperature. A 2 M aqueous HCl solution was added, followed by stirring for 20 minutes. The layers were separated and washed with distilled water. The organic layer was concentrated and recrystallized from THF and heptane to obtain <9-b> (11 g, 63%).

[0246] Synthesis Example 9-3: Synthesis of 9-c

[0247] JPEG0007825716000113.jpg47142

[0248] A 500 mL reactor was charged with 15 g of <9-b>, 34 g of cesium carbonate, 2.4 g of tetrakis(triphenylphosphine)palladium(0), and 150 mL of toluene, and the mixture was stirred. 20 g of 1,1'-(biphenyl-d5)-2-carbonyl chloride was added dropwise, and the mixture was heated to 110°C and refluxed. After 2 hours, toluene and distilled water were added, and the mixture was stirred to separate the layers. The organic layer was then separated, concentrated under reduced pressure, and separated by column chromatography to obtain <9-c> (14 g, 57%).

[0249] Synthesis Example 9-4: Synthesis of 9-d

[0250] JPEG0007825716000114.jpg46116

[0251] A 500 mL reactor was charged with 20 g of <9-c>, 33.1 g of In(OTf), and 120 mL of dichlorobenzene, and the mixture was heated to 110°C and refluxed. After 24 hours, the mixture was filtered through Celite at 50°C and washed with MC. The organic layer was separated, concentrated under reduced pressure, and then separated by column chromatography. Recrystallization was then performed to obtain <9-d> (8 g, 43%).

[0252] Synthesis Example 9-5: Synthesis of 9-e

[0253] JPEG0007825716000115.jpg41116

[0254] 30 g of <9-d> and 300 mL of DMF were added to a 500 mL reactor and stirred. After cooling to 0°C, 16 g of NBS was added, the mixture was heated to room temperature, and stirred. After 3 hours, distilled water was added, the mixture was stirred, filtered, washed, and then separated by column chromatography. This was followed by recrystallization from methanol to obtain <9-e> (33 g, 89%).

[0255] Synthesis Example 9-6: Synthesis of 9-f

[0256] JPEG0007825716000116.jpg46146

[0257] In Synthesis Example 2-4, <9-f> was obtained in the same manner as above, except that <9-e> was used instead of <2-c> (yield: 53%).

[0258] Synthesis Example 9-7: Synthesis of [A-91]

[0259] JPEG0007825716000117.jpg51146

[0260] In the same manner as in Synthesis Example 1-3, 3-bromo-2-phenylbenzofuran was used instead of <1-b> and <9-f> was used instead of 10-phenylanthracene-9-boronic acid to obtain [A-91] (yield 52%). MS (MALDI-TOF): m / z 531.25 [M + ]

[0261] Synthesis Example 10. Synthesis of [A-92] Synthesis Example 10-1: Synthesis of 10-a

[0262] JPEG0007825716000118.jpg51146

[0263] In Synthesis Example 2-4, <10-a> was obtained in the same manner as above, except that (anthracene-d8)-9-bromo-10-(1,1-biphenyl) was used instead of <2-c>. (Yield: 52%)

[0264] Synthesis Example 10-2: Synthesis of 10-b

[0265] JPEG0007825716000119.jpg51146

[0266] In Synthesis Example 4-3, <10-a> was used instead of (4-(10-naphthalen-1-yl)anthracen-9-yl)benzeneboronic acid, and <10-b> was obtained in the same manner (yield 54%).

[0267] Synthesis Example 10-3: Synthesis of 10-c

[0268] JPEG0007825716000120.jpg59138

[0269] In Synthesis Example 4-4, <10-b> was used instead of <4-c> to obtain <10-c> (yield 64%) in the same manner.

[0270] Synthesis Example 10-4: Synthesis of [A-92]

[0271] JPEG0007825716000121.jpg59162

[0272] In the same manner as in Synthesis Example 7-3, using <10-c> instead of <7-b>, [A-92] was obtained (yield 45%). MS (MALDI-TOF): m / z 611.31 [M + ]

[0273] Synthesis Example 11. Synthesis of [A-116] Synthesis Example 11-1: Synthesis of 11-a

[0274] JPEG0007825716000122.jpg41151

[0275] A 500 mL flask was charged with 25 g of 1-iododibenzofuran, 0.98 g of tetrakis(triphenylphosphine)palladium, and 250 mL of triethylamine, and the mixture was stirred at room temperature. 8.3 mL of 2-methyl-3-butyn-2-ol was added dropwise. After the reaction was completed, an excess amount of heptane was added, and the organic layer was concentrated under reduced pressure to obtain <11-a> (15.3 g, 72%).

[0276] Synthesis Example 11-2: Synthesis of 11-b

[0277] JPEG0007825716000123.jpg43151

[0278] A 500 mL flask was charged with 15.3 g of <11-a> and 100 mL of toluene, and the inside of the reactor was heated to 70-75°C in a nitrogen atmosphere. 1.59 g of tetrabutylammonium hydroxide was added and stirred. 2 M aqueous hydrochloric acid was added to terminate the reaction, and ethyl acetate was added for extraction. The organic layer was concentrated under reduced pressure and separated by column chromatography to obtain <11-b> (10.6 g, 90%).

[0279] Synthesis Example 11-3: Synthesis of 11-c

[0280] JPEG0007825716000124.jpg44138

[0281] A 300 mL flask was charged with 17.8 g of 1-bromo-4-fluoro-3-iodobenzene, 0.68 g of tetrakis(triphenylphosphine)palladium, 0.56 g of copper iodide, and 180 mL of triethylamine. The mixture was stirred at room temperature, and then 10.6 g of <11-b> was added dropwise. Upon completion of the reaction, an excess of heptane was poured into the reaction mixture, filtered, and the organic layer was concentrated under reduced pressure. Crystals were then precipitated with heptane and filtered to yield <11-c> (18.3 g, 85%).

[0282] Synthesis Example 11-4: Synthesis of 11-d

[0283] JPEG0007825716000125.jpg43125

[0284] A 500 mL flask was charged with 18.3 g of <11-c>, 0.95 g of copper iodide, 10.1 g of potassium hydroxide, 1.66 g of potassium iodide, and 180 mL of dimethyl sulfoxide, and the mixture was heated to 80-90°C and stirred. After the reaction was complete, the organic layer was concentrated under reduced pressure and separated by column chromatography to obtain <11-d> (13.4 g, 74%).

[0285] Synthesis Example 11-5: Synthesis of [A-116]

[0286] JPEG0007825716000126.jpg57135

[0287] In the same manner as in Synthesis Example 1-3, [10-naphthalen-1-yl)anthracen-9-yl]boronic acid was used instead of 10-phenylanthracene-9-boronic acid, and <11-d> was used instead of <1-b> to obtain [A-116] (yield 63%). MS (MALDI-TOF): m / z 586.19 [M + ]

[0288] Synthesis Example 12. Synthesis of [A-137] Synthesis Example 12-1: Synthesis of [A-137] [A-137] was obtained in the same manner as in Synthesis Example 2-5, except that 5-bromo-2-phenylbenzofuran was used instead of 2-bromo-3-phenylbenzofuran. (Yield: 52%) MS (MALDI-TOF): m / z 455.22 [M + ]

[0289] Synthesis Example 13. Synthesis of [A-144] Synthesis Example 13-1: Synthesis of 13-a

[0290] JPEG0007825716000127.jpg41135

[0291] In Synthesis Example 1-3, <1-b> was replaced with 9,10-dibromo(anthracene-d8) and <1-b> with 1-naphthaleneboronic acid in place of 10-phenylanthracene-9-boronic acid, and <13-a> was obtained in the same manner (yield 64%).

[0292] Synthesis Example 13-2: Synthesis of 13-b

[0293] JPEG0007825716000128.jpg37134

[0294] In Synthesis Example 2-4, <13-a> was used instead of <2-c> to obtain <13-b> (yield 75%) in the same manner.

[0295] Synthesis Example 13-3: Synthesis of 13-c

[0296] JPEG0007825716000129.jpg34139

[0297] In the same manner as in Synthesis Example 11-3, 1-bromo-3-fluoro-2-iodobenzene was used instead of 1-bromo-4-fluoro-3-iodobenzene, and 3-ethynylphenanthrene was used instead of <11-b>, to obtain <13-c> (yield 84%).

[0298] Synthesis Example 13-4: Synthesis of 13-d

[0299] JPEG0007825716000130.jpg34139

[0300] In Synthesis Example 11-4, <13-c> was used instead of <11-c>, and <13-d> was obtained in the same manner (yield 79%).

[0301] Synthesis Example 13-5: Synthesis of [A-144]

[0302] JPEG0007825716000131.jpg58151

[0303] In the same manner as in Synthesis Example 1-3, using <13-d> instead of <1-b> and <13-b> instead of 10-phenylanthracene-9-boronic acid, [A-144] was obtained (yield 60%). MS (MALDI-TOF): m / z 604.26 [M + ]

[0304] Examples 1 to 55: Fabrication of organic light-emitting devices including a first light-emitting layer and a second light-emitting layer The ITO glass was patterned so that the light-emitting area was 2 mm × 2 mm, and then washed. The ITO glass was attached to a vacuum chamber, and the base pressure was 1 × 10 -7After adjusting the pressure to torr, DNTPD (700 Å) and α-NPD (300 Å) were deposited on the ITO in this order. A first light-emitting layer and a second light-emitting layer were sequentially formed as light-emitting layers. The first light-emitting layer was formed by mixing a pyrene compound (compound represented by chemical formula B) according to the present invention with a boron dopant compound (1 wt%) according to the present invention to form a film (75 Å). The second light-emitting layer was formed by mixing an anthracene compound (compound represented by chemical formula A) according to the present invention with a boron compound (1 wt%) according to the present invention to form a film (75 Å). An electron transport layer was then formed using [E-1] and [E-2] in a 1:1 ratio (300 Å), followed by [E-2] (10 Å) and Al (1,000 Å) as an electron injection layer, to produce an organic light-emitting device. The light-emitting characteristic of the organic light-emitting device was 10 mA / cm. 2 was measured.

[0305] JPEG0007825716000132.jpg100160

[0306] Comparative Examples 1 to 12 An organic light-emitting device was fabricated in the same manner as in the previous example, except that [BH-1] and [BH-2] were used instead of the compound used as the host. The light-emitting characteristics of the organic light-emitting device were 10 mA / cm 2 The structures of [BH-1] and [BH-2] are as follows:

[0307] JPEG0007825716000133.jpg65160

[0308] [Table 2] JPEG0007825716000135.jpg197170

[0309] As shown in Table 1, the organic light-emitting device employing the compound represented by chemical formula A according to the present invention as a host compound in the light-emitting layer thereof exhibits significantly improved lifetime characteristics compared to the organic light-emitting devices according to the comparative examples (Comparative Examples [BH-1] and [BH-2]), and can exhibit high efficiency and low voltage characteristics. [Industrial Applicability]

[0310] The organic light emitting device represented by [Chemical Formula A] according to the present invention can be driven at a lower voltage than conventional organic light emitting devices, and exhibits improved efficiency and long life characteristics, and therefore has high industrial applicability in industrial fields such as organic light emitting devices and displays.

Claims

1. A first electrode; a second electrode facing the first electrode, a first emitting layer including a first host and a first dopant, and a second emitting layer including a second host and a second dopant, are sequentially disposed between the first electrode and the second electrode; The organic light-emitting device, wherein the second host comprises one or more compounds represented by the following [Chemical Formula A]: (In the above [Chemical Formula A], The substituent Ar 1 is a substituted or unsubstituted aryl group having 6 to 18 carbon atoms, The substituent R 1 ~R 8 may be the same or different and are each independently any one selected from hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted cycloalkyl group having 7 to 30 carbon atoms and having a fused aromatic hydrocarbon ring, a substituted or unsubstituted aryl group having 8 to 30 carbon atoms and having a fused aliphatic hydrocarbon ring, a substituted or unsubstituted silyl group having 0 to 30 carbon atoms, a cyano group, a nitro group, and a halogen group; The R 9 ~R 10 Any one of the linking groups L 1 is a single bond that bonds to The linking group L 1 The substituent R 9 or R 10 is any one selected from hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted cycloalkyl group having 7 to 30 carbon atoms and having an aromatic hydrocarbon ring fused thereto, a substituted or unsubstituted heteroaryl group having 2 to 50 carbon atoms, a substituted or unsubstituted aryl group having 8 to 30 carbon atoms and having an aliphatic hydrocarbon ring fused thereto, a substituted or unsubstituted silyl group having 0 to 30 carbon atoms, a cyano group, a nitro group, and a halogen group; The substituent R 11 ~R 14 may be the same or different and are each independently any one selected from hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 7 to 30 carbon atoms and fused with an aromatic hydrocarbon ring, a substituted or unsubstituted aryl group having 8 to 30 carbon atoms and fused with an aliphatic hydrocarbon ring, a substituted or unsubstituted silyl group having 0 to 30 carbon atoms, a cyano group, a nitro group, and a halogen group; X is an oxygen atom (O) or a sulfur atom (S), The linking group L 1 is a single bond or any one selected from substituted or unsubstituted arylene groups having 6 to 18 carbon atoms; The m is an integer of 1 to 3, but when the m is 2 or more, each L 1 may be the same or different from each other, The degree of deuteration of the anthracene derivative represented by the [chemical formula A] is 30% or more, The term "substituted" in the "substituted or unsubstituted" in the [chemical formula A] means that the compound is substituted with one or more substituents selected from the group consisting of deuterium, a cyano group, a halogen group, a nitro group, an alkyl group having 1 to 24 carbon atoms, a halogenated alkyl group having 1 to 24 carbon atoms, a cycloalkyl group having 3 to 30 carbon atoms, an aryl group having 6 to 24 carbon atoms, an arylalkyl group having 7 to 24 carbon atoms, an alkylaryl group having 7 to 24 carbon atoms, a heteroaryl group having 2 to 24 carbon atoms, and a silyl group having 1 to 24 carbon atoms.

2. The compound represented by the chemical formula A is any one selected from the compounds represented by the following [chemical formula A-1] to [chemical formula A-2]. The organic light-emitting device according to claim 1, (In the above [Chemical Formula A-1] to [Chemical Formula A-2], Ar 1 , R 1 ~R 14 , L 1 The definitions of X and m are the same as those in the [Chemical Formula A] in claim 1.

3. R of the anthracene derivatives represented by the above [Chemical Formula A-1] and [Chemical Formula A-2] 11 ~R 14 3. The organic light-emitting device according to claim 2, wherein at least one of the groups is any one selected from the group consisting of a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 7 to 30 carbon atoms and fused with an aromatic hydrocarbon ring, a substituted or unsubstituted cycloalkyl group having 5 to 30 carbon atoms and fused with an aromatic heterocycle, a substituted or unsubstituted aryl group having 8 to 30 carbon atoms and fused with an aliphatic hydrocarbon ring, and a substituted or unsubstituted heteroaryl group having 5 to 30 carbon atoms and fused with an aliphatic hydrocarbon ring.

4. R of the anthracene derivatives represented by the above [Chemical Formula A-1] and [Chemical Formula A-2] 11 ~R 14 4. The organic light-emitting device according to claim 3, wherein at least one of the groups is an aryl group having 6 to 20 carbon atoms, which is substituted or unsubstituted with deuterium.

5. The linking group L in the above [Chemical Formula A] 1 are each a single bond or any one selected from the following [Structural Formula 1] to [Structural Formula 5]: The carbon site of the aromatic ring in the linking group can be bonded with hydrogen or deuterium.

6. Substituent Ar in the above [Chemical Formula A] 1 is an aryl group having 6 to 18 carbon atoms, which is substituted with any one substituent selected from deuterium, a phenyl group, and a naphthyl group, or is an unsubstituted aryl group.

7. The substituent R in the above [Chemical Formula A] 1 ~R 8 may be the same or different and are each independently hydrogen or deuterium.

8. The compound represented by [Chemical Formula A] is any one compound selected from the group consisting of the following chemical formulas [A-30] to [A-32], [A-34] to [A-36], [A-46], [A-53] to [A-55], [A-61], [A-63], [A-90] to [A-92], [A-94], [A-96], [A-98], [A-99], [A-101] to [A-103], and [A-213] to [A-216]. The organic light-emitting device according to claim 1,

9. 2. The organic light-emitting device according to claim 1, wherein at least one of a hole transport layer and a hole injection layer is provided between the first electrode and the first light-emitting layer, and at least one of an electron transport layer and an electron injection layer is provided between the second light-emitting layer and the second electrode.

10. The organic light-emitting device according to claim 1, wherein at least one of the first dopant in the first light-emitting layer or the second dopant in the second light-emitting layer contains at least one compound represented by any one of the following [Chemical Formula D-1] to [Chemical Formula D-3]: In the above [Chemical Formula D-1], X 1 is B, Y 1 and Y 2 may be the same or different, and each independently represents NR 21 , C.R. 22 R 23 , O, S and SiR 24 R 25 One of the following is selected from A 1 ~A 3 may be the same or different, and are each independently any one selected from a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 carbon atoms, a substituted or unsubstituted aliphatic hydrocarbon ring having 5 to 50 carbon atoms, a substituted or unsubstituted fused ring in which an aromatic hydrocarbon ring and an aliphatic hydrocarbon ring are fused together, having 7 to 50 carbon atoms, a substituted or unsubstituted aromatic heterocycle having 2 to 50 carbon atoms, and a substituted or unsubstituted fused ring in which an aromatic heterocycle and an aliphatic hydrocarbon ring are fused together, having 6 to 40 carbon atoms, The R 21 ~R 25 may be the same or different and are each independently any one selected from hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 7 to 30 carbon atoms which is fused with an aromatic hydrocarbon ring, a substituted or unsubstituted cycloalkyl group having 5 to 30 carbon atoms which is fused with an aromatic heterocycle, a substituted or unsubstituted aryl group having 8 to 30 carbon atoms which is fused with an aliphatic hydrocarbon ring, a substituted or unsubstituted heteroaryl group having 5 to 30 carbon atoms which is fused with an aliphatic hydrocarbon ring, a substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms, a substituted or unsubstituted silyl group having 0 to 30 carbon atoms, a substituted or unsubstituted germanium group having 0 to 30 carbon atoms, a nitro group, a cyano group and a halogen group; The R 21 ~R 25 are the above-mentioned A 1 ~A 3 and can be bonded to at least one ring selected from the group consisting of the rings to form an alicyclic or aromatic monocyclic or polycyclic and mixed aliphatic-aromatic ring, The above A 1 ~A 3 Adjacent substituents in a ring can be linked together to form an alicyclic or aromatic monocyclic or polycyclic and mixed aliphatic-aromatic ring; The R 22 and R 23 and R 24 and R 25 can be further linked to each other to form alicyclic or aromatic monocyclic or polycyclic and mixed aliphatic-aromatic rings. In the above [Chemical Formula D-2] and [Chemical Formula D-3], A 31 , A 32 , E 1 and F 1 may be the same or different and are each independently any one selected from a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 carbon atoms and a substituted or unsubstituted fused ring in which an aromatic hydrocarbon ring and an aliphatic hydrocarbon ring are fused together, each having 7 to 50 carbon atoms; The above A 31 and two adjacent carbon atoms in the aromatic ring of A 32 The two adjacent carbon atoms in the aromatic ring are the substituents R 31 and R 32 and each of the carbon atoms linked to the The linking group L 21 ~L 32 may be the same or different and are each independently selected from a single bond and a substituted or unsubstituted arylene group having 6 to 60 carbon atoms; The W and W' may be the same or different, and each independently represent N—R 33 , C.R. 34 R 35 , SiR 36 R 37 , GeR 38 R 39 , O, or S; The substituent R 31 ~R 39 , Ar 21 ~Ar 28 may be the same or different and are each independently any one selected from hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 7 to 30 carbon atoms and fused with an aromatic hydrocarbon ring, a substituted or unsubstituted aryl group having 8 to 30 carbon atoms and fused with an aliphatic hydrocarbon ring, and a substituted or unsubstituted heteroaryl group having 5 to 30 carbon atoms and fused with an aliphatic hydrocarbon ring, a substituted or unsubstituted silyl group having 0 to 30 carbon atoms, a substituted or unsubstituted germanium group having 0 to 30 carbon atoms, a cyano group, a nitro group, and a halogen group; The R 31 and R 32 may be linked to each other to form an alicyclic or aromatic monocyclic or polycyclic ring, and a carbon atom of the formed alicyclic or aromatic monocyclic or polycyclic ring may be substituted with at least one heteroatom selected from N, O, P, Si, and S; The p 11 ~p 14 , r 11 ~r 14 and s 11 ~s 14 are each an integer of 1 to 3, and when each of these is 2 or more, the respective linking groups L 21 ~L 32 may be the same or different from each other, The x 1 is 1, and y 1 , z 1 and z 2 may be the same or different and are each independently an integer of 0 to 1, The Ar 21 and Ar 22 , Ar 23 and Ar 24 , Ar 25 and Ar 26 , and Ar 27 and Ar 28 can be linked to each other to form a ring, In the above [Chemical Formula D-2], A 32 Two adjacent carbon atoms in the ring are represented by the formula Q 11 * combines with the to form a condensed ring, In the [chemical formula D-3], 31 Two adjacent carbon atoms in the ring are represented by the formula Q 12 and * in the formula (I) to form a condensed ring; 32 Two adjacent carbon atoms in the ring are represented by the formula Q 11 can bond with * to form a fused ring, The "substituted" in the "substituted or unsubstituted" in the [chemical formula D-1] to [chemical formula D-3] is the same as defined in the chemical formula A.

11. The polycyclic compound represented by [Chemical Formula D-1] is represented by any one selected from the following [Chemical Formula D-4] and [Chemical Formula D-7] to [Chemical Formula D-11]. The anthracene derivative according to claim 10: In the above [Chemical Formula D-4], R 71 ~R 78 may be the same or different, and each independently represent hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 7 to 30 carbon atoms and fused with an aromatic hydrocarbon ring, a substituted or unsubstituted cycloalkyl group having 5 to 30 carbon atoms and fused with an aromatic heterocycle, a substituted or unsubstituted aliphatic hydrocarbon group having 8 to 30 carbon atoms, any one selected from a ring-fused aryl group, a substituted or unsubstituted heteroaryl group having 5 to 30 carbon atoms and having an aliphatic hydrocarbon ring fused thereto, a substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms, a substituted or unsubstituted amine group having 0 to 30 carbon atoms, a substituted or unsubstituted silyl group having 0 to 30 carbon atoms, a substituted or unsubstituted germanium group having 0 to 30 carbon atoms, a nitro group, a cyano group, and a halogen group, each of which can be linked to adjacent substituents to further form an alicyclic or aromatic monocyclic or polycyclic ring; X 1 , Y 1 , Y 2 and A 3 is the same as the definition in the [Chemical Formula D-1] described in claim 10. In the above [Chemical Formula D-7], X 1 , Y 2 , A 1 ~A 3 is the same as the definition in the [Chemical Formula D-1] described in claim 10, Cy1 is a group consisting of the adjacent nitrogen (N) atoms and A bonded to Cy1. 1 A nitrogen (N) atom, A to which the nitrogen (N) atom is bonded, each bonded to an aromatic carbon atom in the ring. 1 Aromatic carbon atoms in the ring and A bonded to Cy1 1 the aromatic carbon atoms in the ring form a fused ring; In the [Chemical Formula D-8], X 1 , Y 2 , A 1 ~A 3 is the same as the definition in the [Chemical Formula D-1] described in claim 10, Cy1 is a group consisting of the adjacent nitrogen (N) atoms and A bonded to Cy1. 1 A nitrogen (N) atom, A to which the nitrogen (N) atom is bonded, each bonded to an aromatic carbon atom in the ring. 1 Aromatic carbon atoms in the ring and A bonded to Cy1 1 the aromatic carbon atoms in the ring form a fused ring; The ring formed by Cy1 includes a nitrogen (N) atom, an A bonded to the nitrogen (N) atom, and a 1 a substituted or unsubstituted alkylene group having 2 to 5 carbon atoms, excluding the aromatic carbon atom in the ring and the aromatic carbon atom in the A1 ring bonded to Cy1, Cy2 can be added to Cy1 to form a saturated hydrocarbon ring, and the ring formed by Cy2 is a substituted or unsubstituted alkylene group having 2 to 5 carbon atoms, excluding the carbon atoms contained in Cy1. In the [Chemical Formula D-9], X 1 , Y 2 , A 1 ~A 3 is the same as the definition in the [Chemical Formula D-1] described in claim 10, Cy1 is a group consisting of the adjacent nitrogen (N) atoms and A bonded to Cy1. 1 A nitrogen (N) atom, A to which the nitrogen (N) atom is bonded, each bonded to an aromatic carbon atom in the ring. 1 Aromatic carbon atoms in the ring and A bonded to Cy1 1 the aromatic carbon atoms in the ring form a fused ring; The ring formed by Cy1 includes a nitrogen (N) atom, an A bonded to the nitrogen (N) atom, and a 1 a substituted or unsubstituted alkylene group having 2 to 5 carbon atoms, excluding the aromatic carbon atom in the ring and the aromatic carbon atom in the A1 ring bonded to Cy1, Cy3 is a carbon atom bonded to a nitrogen atom in Cy1 and an A bonded to Cy3. 3 A is bonded to the aromatic carbon atom in the ring, and thereby bonded to Cy3. 3 A to which the aromatic carbon atom and nitrogen (N) atom in the ring are bonded 3 a fused ring is formed including the aromatic carbon atom in the ring, the nitrogen (N) atom, and the carbon atom in Cy1 to which the nitrogen (N) atom is bonded, The ring formed by Cy3 is 3 A bonded to the aromatic carbon atom or nitrogen (N) atom in the ring 3 It is a substituted or unsubstituted alkylene group having 1 to 4 carbon atoms, excluding the aromatic carbon atom in the above, the nitrogen (N) atom, and the carbon atom in Cy1 to which the nitrogen (N) atom is bonded. In the [Chemical Formula D-10] and [Chemical Formula D-11], R 41 and R 42 may be the same or different, and each independently represent one selected from hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 5 to 30 carbon atoms which is fused with an aromatic heterocycle, a substituted or unsubstituted heterocycloalkyl group having 6 to 30 carbon atoms which is fused with an aromatic hydrocarbon ring, a substituted or unsubstituted aryl group having 8 to 30 carbon atoms which is fused with an aliphatic hydrocarbon ring, and a substituted or unsubstituted heteroaryl group having 5 to 30 carbon atoms which is fused with an aliphatic hydrocarbon ring, a substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms, a substituted or unsubstituted silyl group having 0 to 30 carbon atoms, a substituted or unsubstituted germanium group having 0 to 30 carbon atoms, a nitro group, a cyano group, and a halogen group; The R 41 and R 42 can be further linked to each other to form an alicyclic or aromatic monocyclic or polycyclic and aliphatic-aromatic mixed ring; X 1 , Y 2 , A 1 ~A 3 is the same as the definition in the [Chemical Formula D-1] described in claim 10, The "substituted" in the "substituted or unsubstituted" in the [chemical formula D-4] to [chemical formula D-11] is the same as defined in claim 1.

12. The organic light emitting device according to claim 1 , wherein at least one of the first host and the second host comprises one or more compounds represented by the following formula B: (In the above [Chemical Formula B], The linking group L 41 and L 42 may be the same or different and are each independently selected from a single bond and a substituted or unsubstituted arylene group having 6 to 30 carbon atoms; Said m 1 and m 2 may be the same or different and are each independently an integer of 1 or 2, 1 and m 2 If each is 2, then each L 41 and L 42 may be the same or different, The Ar 41 and Ar 42 may be the same or different and are each independently any one selected from a substituted or unsubstituted aryl group having 6 to 50 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 50 carbon atoms, and a substituted or unsubstituted aryl group having 8 to 30 carbon atoms and having an aliphatic hydrocarbon ring fused thereto; Z is any one selected from hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 7 to 30 carbon atoms and fused with an aromatic hydrocarbon ring, a substituted or unsubstituted aryl group having 8 to 30 carbon atoms and fused with an aliphatic hydrocarbon ring, and a substituted or unsubstituted heteroaryl group having 5 to 30 carbon atoms and fused with an aliphatic hydrocarbon ring, a substituted or unsubstituted silyl group having 0 to 30 carbon atoms, a cyano group, a nitro group, and a halogen group; The n 1 is an integer of 0 to 8, and when each of these is 2 or more, each Z may be the same or different; The pyrene ring has a substituent Z or Ar. 41 - (L 41 ) m 1 - or Ar 42 - (L 42 ) m 2 When there is no - bond, hydrogen or deuterium is bonded to the aromatic carbon in the pyrene ring.)

13. The linking group L in the above [chemical formula B] 41 and L 42 may be the same or different and are each independently a single bond or a substituted or unsubstituted arylene group having 6 to 18 carbon atoms, the organic light-emitting element according to claim 12.

14. Ar in the above [Chemical Formula B] 41 and Ar 42 13. The organic light-emitting element according to claim 12, wherein at least one of the groups is a substituted or unsubstituted aryl group having 6 to 18 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 18 carbon atoms.

15. The organic light emitting device according to claim 9, wherein at least one of the layers is formed by a deposition process or a solution process.

16. 10. The organic light-emitting device according to claim 1, wherein the organic light-emitting device is used in any one device selected from the group consisting of a flat panel display device, a flexible display device, a monochrome or white flat panel lighting device, a monochrome or white flexible lighting device, a vehicle display device, and a virtual or augmented reality display device.

17. The organic light-emitting device according to claim 1, wherein at least one of the first dopant in the first light-emitting layer or the second dopant in the second light-emitting layer includes at least one compound represented by any one of the following [Chemical Formula D-5] and [Chemical Formula D-6]: In the above [Chemical Formula D-5] and [Chemical Formula D-6], X 1 is B; Y 1 to Y 3 may be the same or different and each independently represent one selected from NR 21 , CR 22 R 23 , O, S and SiR 24 R 25 ; A 1 to A 3 may be the same or different and are each independently one selected from a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 carbon atoms, a substituted or unsubstituted aliphatic hydrocarbon ring having 5 to 50 carbon atoms, a substituted or unsubstituted fused ring in which an aromatic hydrocarbon ring and an aliphatic hydrocarbon ring are fused together having 7 to 50 carbon atoms, a substituted or unsubstituted aromatic heterocycle having 2 to 50 carbon atoms, and a substituted or unsubstituted fused ring in which an aromatic heterocycle and an aliphatic hydrocarbon ring are fused together having 6 to 40 carbon atoms; The above R 21 to R 25 may be the same or different and are each independently any one selected from hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 7 to 30 carbon atoms which is fused with an aromatic hydrocarbon ring, a substituted or unsubstituted cycloalkyl group having 5 to 30 carbon atoms which is fused with an aromatic heterocycle, a substituted or unsubstituted aryl group having 8 to 30 carbon atoms which is fused with an aliphatic hydrocarbon ring, a substituted or unsubstituted heteroaryl group having 5 to 30 carbon atoms which is fused with an aliphatic hydrocarbon ring, a substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms, a substituted or unsubstituted silyl group having 0 to 30 carbon atoms, a substituted or unsubstituted germanium group having 0 to 30 carbon atoms, a nitro group, a cyano group and a halogen group; R 21 to R 25 may each be bonded to at least one ring selected from the A 1 to A 3 rings to form an alicyclic or aromatic monocyclic or polycyclic ring or an aliphatic-aromatic mixed ring; Adjacent substituents in the A 1 to A 3 rings may be linked to each other to form an alicyclic or aromatic monocyclic or polycyclic or mixed aliphatic-aromatic ring; R 22 and R 23 , and R 24 and R 25 may be linked to each other to form an alicyclic or aromatic monocyclic or polycyclic ring, or an aliphatic-aromatic mixed ring.

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