Compounds and organic light emitting devices comprising the same

Abstract

The present specification relates to compounds of Chemical Formula 1 and organic light emitting devices comprising the same.

Description

Technical Field

[0001] This application claims priority to Korean Patent Application No. 10-2022-0002818, filed with the Korean Patent Office on January 7, 2022, the entire contents of which are contained in this specification.

[0002] This specification relates to compounds and organic light-emitting devices containing them. Background Technology

[0003] Organic light emission (OLED) typically refers to the phenomenon of converting electrical energy into light energy using organic materials. OLED devices generally have a structure comprising an anode and a cathode, with an organic layer between them. To improve the efficiency and stability of OLEDs, the organic layer is often formed by a multilayer structure composed of different materials; for example, it can consist of a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, and an electron injection layer. In such an OLED structure, if a voltage is applied between the two electrodes, holes are injected into the organic layer from the anode, and electrons are injected into the organic layer from the cathode. When the injected holes and electrons meet, they form excitons. When these excitons re-enter the ground state, they emit light.

[0004] There is a continuous demand for the development of new materials for organic light-emitting devices as described above. Summary of the Invention

[0005] Technical issues

[0006] This specification provides compounds and organic light-emitting devices containing them.

[0007] Solution to the problem

[0008] One embodiment of this specification provides a compound of the following chemical formula 1.

[0009] [Chemical Formula 1]

[0010]

[0011] In the above chemical formula 1,

[0012] X1 is either O or S.

[0013] Any one of R1 to R6 is a portion that is bonded to L1 of the following chemical formula A, the rest being the same or different from each other, and each being independently hydrogen, deuterium, halogen group, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted alkoxy, substituted or unsubstituted alkenyl, substituted or unsubstituted silyl, substituted or unsubstituted aryl, substituted or unsubstituted fused ring group of aromatic hydrocarbon ring and aliphatic hydrocarbon ring, or substituted or unsubstituted heterocyclic group.

[0014] [Chemical Formula A]

[0015]

[0016] In the above chemical formula A,

[0017] L1 and L2 may be the same as or different from each other, and each is independently a directly bonded, substituted or unsubstituted aryl group, or a substituted or unsubstituted divalent heterocyclic group.

[0018] Ar1 has the following chemical formula B.

[0019] **This refers to the portion that combines with chemical formula 1 above.

[0020] G1 can be hydrogen, deuterium, halogen group, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted alkoxy, substituted or unsubstituted alkenyl, substituted or unsubstituted silyl, substituted or unsubstituted aryl, fused ring group of substituted or unsubstituted aromatic hydrocarbon ring and aliphatic hydrocarbon ring, or substituted or unsubstituted heterocyclic group.

[0021] g1 is an integer from 1 to 8.

[0022] When g1 is 2 or more, the two or more G1 values ​​are either the same or different from each other.

[0023] [Chemical Formula B]

[0024]

[0025] In the above chemical formula B,

[0026] X2 is either O or S.

[0027] Any one of G101 to G108 is the portion that combines with L2 of the above chemical formula A, and the rest may be the same as or different from each other, and each independently is hydrogen, deuterium, halogen group, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted alkoxy, substituted or unsubstituted alkenyl, substituted or unsubstituted silyl, substituted or unsubstituted aryl, substituted or unsubstituted fused ring group of aromatic hydrocarbon ring and aliphatic hydrocarbon ring, or substituted or unsubstituted heterocyclic group.

[0028] When X1 is O, L1 and L2 are directly bonded, and R6 is the portion bonded to L1 of chemical formula A, then any one of G102 to G107 of chemical formula B is the portion bonded to L2 of chemical formula A.

[0029] When X1 and X2 are S, the remaining parts of G101 to G108 of the above chemical formula B that are not combined with L2 of the above chemical formula A are either the same as or different from each other, and are independently hydrogen, deuterium, halogen group, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted alkoxy, substituted or unsubstituted alkenyl, substituted or unsubstituted silyl, substituted or unsubstituted aryl, substituted or unsubstituted fused ring group of aromatic hydrocarbon ring and aliphatic hydrocarbon ring, substituted or unsubstituted heterocyclic group containing one N, or substituted or unsubstituted heterocyclic group containing O or S.

[0030] In addition, one embodiment of this specification provides an organic light-emitting device, which includes: a first electrode, a second electrode, and one or more organic layers disposed between the first electrode and the second electrode, wherein one or more of the organic layers contain the aforementioned compound.

[0031] Invention Effects

[0032] The compound according to one embodiment of this specification, when used in an organic light-emitting device, can reduce the driving voltage of the organic light-emitting device and improve the light efficiency. Furthermore, the thermal stability of the compound can improve the lifetime characteristics of the device. Attached Figure Description

[0033] Figure 1 and 2 An example of an organic light-emitting device according to one embodiment of this specification is illustrated.

[0034] Figure 3 MS plot of compound A.

[0035] [Symbol Explanation]

[0036] 1: Substrate

[0037] 2: First electrode

[0038] 3: Second electrode

[0039] 4: Emissive layer

[0040] 5: Hole injection layer

[0041] 6: Hole transport layer

[0042] 7: Hole regulation layer

[0043] 8: Electronic regulation layer

[0044] 9: Electron transport layer

[0045] 10: Electron Injection Layer

[0046] 11: Overlay Detailed Implementation

[0047] The following is a more detailed description of this instruction manual.

[0048] One embodiment of this specification provides a compound of the above-described chemical formula 1.

[0049] According to one embodiment of this specification, Chemical Formula 1 is a structure consisting of benzofuran or benzothiophene linked to Chemical Formula A, which contains anthracene and a heterocyclic group of Formula B as a tricyclic ring. This structure exhibits excellent electron and hole transport capabilities and high quantum efficiency. Therefore, applying Chemical Formula 1 to the organic layer of an organic light-emitting device can result in reduced driving voltage, increased efficiency, and longer lifetime.

[0050] Throughout the description of this application, the term "combination thereof" in the Markush form refers to a mixture or combination of one or more constituent elements described in the Markush form, and means including one or more of the aforementioned constituent elements.

[0051] Examples of substituents in this specification are described below, but are not limited thereto.

[0052] In this instruction manual, Indicates the part that is connected.

[0053] The term "substitution" refers to the replacement of hydrogen atoms on carbon atoms in a compound with other substituents. There is no limitation on the position of substitution, as long as the hydrogen atom can be substituted, that is, the position where the substituent can be substituted. When more than two substituents are substituted, the two or more substituents can be the same or different from each other.

[0054] In this specification, the term "substituted or unsubstituted" means substituted by one or more substituents selected from deuterium, halogen groups, cyano, alkyl, cycloalkyl, alkoxy, aryloxy, alkylthio, arylthio, alkenyl, haloalkyl, haloalkoxy, arylalkyl, silyl, boron, amino, aryl, fused ring groups of aromatic and aliphatic hydrocarbon rings, and heterocyclic groups, or substituted by two or more substituents linked together as exemplified above, or without any substituents.

[0055] In this specification, "two or more substituents linked" means that the hydrogen of any one substituent is linked to other substituents. For example, two substituents linked is a phenyl group linked to a naphthyl group, which can form... Such substituents. Furthermore, the connection of three substituents not only includes a sequential connection of (substituent 1)-(substituent 2)-(substituent 3), but also includes (substituent 2) and (substituent 3) connected to (substituent 1). For example, phenyl, naphthyl, and isopropyl can be linked to form... Such substituents. The same definition applies to connections of four or more substituents.

[0056] Examples of halogen groups in this specification include fluorine, chlorine, bromine, or iodine.

[0057] In this specification, the alkyl group can be straight-chain or branched, and the number of carbon atoms is not particularly limited, but is preferably 1 to 30. Specific examples include methyl, ethyl, propyl, n-propyl, isopropyl, butyl, n-butyl, isobutyl, tert-butyl, sec-butyl, 1-methyl-butyl, 1-ethyl-butyl, pentyl, n-pentyl, isopentyl, neopentyl, tert-pentyl, hexyl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 4-methyl-2-pentyl, 3,3-dimethylbutyl, 2-ethylbutyl, heptyl, n-heptyl, 1-methylhexyl, cyclopentylmethyl, cyclohexylmethyl, octyl, n-octyl, tert-octyl, 1-methylheptyl, 2-ethylhexyl, 2-propylpentyl, n-nonyl, 2,2-dimethylheptyl, 1-ethyl-propyl, 1,1-dimethyl-propyl, isohexyl, 2-methylpentyl, 4-methylhexyl, 5-methylhexyl, etc., but are not limited to these.

[0058] In this specification, cycloalkyl is not particularly limited, but is preferably cycloalkyl with 3 to 30 carbon atoms. Specifically, it includes cyclopropyl, cyclobutyl, cyclopentyl, 3-methylcyclopentyl, 2,3-dimethylcyclopentyl, cyclohexyl, 3-methylcyclohexyl, 4-methylcyclohexyl, 2,3-dimethylcyclohexyl, 3,4,5-trimethylcyclohexyl, 4-tert-butylcyclohexyl, cycloheptyl, cyclooctyl, adamantyl, bicyclo[2.2.1]heptyl, bicyclo[2.2.1]octyl, norbornyl, etc., but is not limited to these.

[0059] In this specification, the alkoxy group can be straight-chain, branched, or cyclic. The number of carbon atoms in the alkoxy group is not particularly limited, but preferably 1 to 30. Specifically, it can be methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, tert-butoxy, sec-butoxy, n-pentoxy, neopentoxy, isopentoxy, n-hexyloxy, 3,3-dimethylbutoxy, 2-ethylbutoxy, n-octoxy, n-nonoxy, n-decoxy, benzyloxy, p-methylbenzyloxy, etc., but is not limited to these.

[0060] In this specification, the alkenyl group can be straight-chain or branched, and the number of carbon atoms is not particularly limited, but is preferably 2 to 30. Specific examples include vinyl, 1-propenyl, isopropenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 3-methyl-1-butenyl, 1,3-butadienyl, allyl, 1-phenylvinyl-1-yl, 2-phenylvinyl-1-yl, 2,2-diphenylvinyl-1-yl, 2-phenyl-2-(naphthyl-1-yl)vinyl-1-yl, 2,2-bis(diphenyl-1-yl)vinyl-1-yl, styryl, styryl, etc., but are not limited to these.

[0061] In this specification, the above-mentioned haloalkyl refers to a hydrogen atom that has been replaced by at least one halogen group instead of the alkyl group defined above.

[0062] In this specification, the above-mentioned haloalkoxy group refers to a hydrogen atom that has at least one halogen group replacing the alkoxy group defined above.

[0063] In this specification, aryl is not particularly limited, but is preferably an aryl with 6 to 30 carbon atoms, and the aryl can be monocyclic or polycyclic.

[0064] When the aryl group is a monocyclic aryl group, the number of carbon atoms is not particularly limited, but it is preferred to have 6 to 30 carbon atoms. Specifically, the monocyclic aryl group can be phenyl, biphenyl, terphenyl, etc., but is not limited to these.

[0065] When the aryl group is a polycyclic aryl group, the number of carbon atoms is not particularly limited, but it is preferred to have 10 to 30 carbon atoms. Specifically, the polycyclic aryl group can be naphthyl, anthraceneyl, phenanthrene, phenylenetriene, pyrene, beryl, perylene, etc. It includes bases, fluorenes, etc., but is not limited to these.

[0066] In this specification, the fluorene group can be substituted, and adjacent groups can combine with each other to form a ring.

[0067] When the fluorene group is substituted or forms a ring, there is

[0068] etc., but not limited to this.

[0069] In this specification, "adjacent" groups can refer to substituents that are directly bonded to the atom substituted by the substituent, substituents that are stereomorphically closest to the substituent, or other substituents that are substituted to the atom substituted by the substituent. For example, two substituents substituted at the ortho position in a benzene ring and two substituents substituted on the same carbon atom in an aliphatic ring can be interpreted as "adjacent" groups.

[0070] In this specification, arylalkyl means that the alkyl group is replaced by an aryl group, and the aryl and alkyl groups of the above-mentioned arylalkyl can be used as examples of the aryl and alkyl groups described above.

[0071] In this specification, aryloxy refers to the alkyl group of an alkoxy group as defined above, in which the alkyl group is replaced by an aryl group. Examples of aryloxy groups include phenoxy, p-tolyloxy, m-tolyloxy, 3,5-dimethyl-phenoxy, 2,4,6-trimethylphenoxy, p-tert-butylphenoxy, 3-biphenoxy, 4-biphenoxy, 1-naphthoxy, 2-naphthoxy, 4-methyl-1-naphthoxy, 5-methyl-2-naphthoxy, 1-anthraoxy, 2-anthraoxy, 9-anthraoxy, 1-phenanthoxy, 3-phenanthoxy, and 9-phenanthoxy, but are not limited to these.

[0072] In this specification, the alkyl group of alkyl thio group is the same as the alkyl group exemplified above. Specifically, alkyl thio groups include methyl thio, ethyl thio, tert-butyl thio, hexyl thio, octyl thio, etc., but are not limited to these.

[0073] In this specification, the aryl group in arylthio group is the same as the aryl group exemplified above. Specifically, arylthio groups include phenylthio, 2-methylphenylthio, 4-tert-butylphenylthio, etc., but are not limited to these.

[0074] In this specification, the heterocyclic group comprises one or more non-carbon atoms, i.e., heteroatoms. Specifically, the heteroatoms may comprise one or more atoms selected from O, N, Se, and S, and may comprise aromatic heterocyclic or aliphatic heterocyclic groups. The aromatic heterocyclic group may be represented by a heteroaryl group. The number of carbon atoms in the heterocyclic group is not particularly limited, but preferably 2 to 30. The heterocyclic group may be monocyclic or polycyclic. Examples of heterocyclic groups include thiophene, furanyl, pyrrole, imidazolyl, and thiazolyl groups. azole group, Diazolyl, pyridyl, bipyridyl, pyrimidinyl, triazinyl, triazolyl, acridineyl, pyridazinyl, quinolinyl, quinazolinyl, quinoxalinyl, phthalazinyl, pyridopyrimidinyl, pyridopyrazinyl, pyrazenopyrazinyl, isoquinolinyl, indoleyl, carbazoleyl, benzo[] Azolyl, benzimidazolyl, benzothiazolyl, benzocarbazole, benzothiophene, dibenzothiophene, benzofuranyl, phenanthridine, phenanthroline, iso Azolyl, thiadiazolyl, dibenzofuranyl, dibenzothiopyrrolyl, phen Thiol (phenoxathiine), phen Phenoxazine, phenothiazine, decahydrobenzocarbazolyl, hexahydrocarbazolyl, dihydrobenzodiazepine, dihydroindobenzocarbazolyl, spirofluorenzanthryl, spirofluorenthiophenyl, tetrahydronaphthothiophenyl, tetrahydronaphthofuranyl, tetrahydrobenzothiophenyl, and tetrahydrobenzofuranyl, etc., but not limited to these.

[0075] In this specification, the aforementioned silane group can be alkylsilane, arylsilane, alkylarylsilane, heteroarylsilane, etc. The alkyl group in the aforementioned alkylsilane can be any of the examples of the aforementioned alkyl groups; the aryl group in the aforementioned arylsilane can be any of the examples of the aforementioned aryl groups; the alkyl and aryl groups in the aforementioned alkylarylsilane can be any of the examples of the aforementioned alkyl and aryl groups; and the heteroaryl group in the aforementioned heteroarylsilane can be any of the examples of the aforementioned heterocyclic groups.

[0076] In this specification, the boron group can be -BY. 100 Y 101 The above Y 100 and Y 101 Whether identical or different, each group can be independently selected from hydrogen, deuterium, halogen, nitrile, substituted or unsubstituted monocyclic or polycyclic cycloalkyl groups with 3 to 30 carbon atoms, substituted or unsubstituted straight-chain or branched alkyl groups with 1 to 30 carbon atoms, substituted or unsubstituted monocyclic or polycyclic aryl groups with 6 to 30 carbon atoms, and substituted or unsubstituted monocyclic or polycyclic heterocyclic groups with 2 to 30 carbon atoms. Specific examples of the aforementioned boryl groups include dimethylboryl, diethylboryl, tert-butylmethylboryl, diphenylboryl, etc., but are not limited to these.

[0077] In this specification, the amino group may be selected from -NH2, alkylamino, N-alkylarylamino, arylamino, N-arylheteroarylamino, N-alkylheteroarylamino, and heteroarylamino, and the number of carbon atoms is not particularly limited, but is preferably 1 to 30. Specific examples of amino groups include methylamino, dimethylamino, ethylamino, diethylamino, phenylamino, naphthylamino, biphenylamino, anthraceneamino, 9-methyl-anthraylamino, diphenylamino, xylylamino, N-phenyltolylamino, N-phenylbiphenylamino, N-phenylnaphthylamino, N-biphenylnaphthylamino, N-naphthylfluorenylamino, N-phenylphenanthreneamino, N-biphenylphenanthreneamino, N-phenylfluorenylamino, N-phenyltriphenylamino, N-phenanthrenefluorenylamino, N-biphenylfluorenylamino, etc., but are not limited to these.

[0078] In this specification, N-alkylarylamine refers to an amino group in which the N- group is substituted with an alkyl group and an aryl group. The alkyl and aryl groups in the above-described N-alkylarylamine are the same as those exemplified above.

[0079] In this specification, N-arylheteroarylamine refers to an amino group in which the N atom is substituted with an aryl or heteroaryl group. The aryl and heteroaryl groups in the above-described N-arylheteroarylamine are the same as those exemplified above for aryl and heterocyclic groups.

[0080] In this specification, N-alkylheteroarylamine refers to an amino group in which the N- group is substituted with an alkyl group and a heteroaryl group. The alkyl and heteroaryl groups in the above-described N-alkylheteroarylamine are the same as those exemplified above in terms of alkyl and heterocyclic groups.

[0081] In this specification, examples of alkylamine groups include substituted or unsubstituted monoalkylamine groups and substituted or unsubstituted dialkylamine groups. The alkyl group in the above-described alkylamine group can be a straight-chain or branched alkyl group. An alkylamine group containing two or more of the above-described alkyl groups can contain a straight-chain alkyl group, a branched alkyl group, or both a straight-chain alkyl group and a branched alkyl group. For example, the alkyl group in the above-described alkylamine group can be selected from the examples of the alkyl groups described above.

[0082] In this specification, examples of heteroarylamines include substituted or unsubstituted mono-heteroarylamines and substituted or unsubstituted di-heteroarylamines. Heteroarylamines containing two or more of the above-mentioned heteroaryl groups may include monocyclic heteroaryl, polycyclic heteroaryl, or both. For example, the heteroaryl groups in the above-mentioned heteroarylamines may be selected from the examples of heterocyclic groups described above.

[0083] In this specification, the alkyl group in N-alkylarylamine, alkylthio, and N-alkylheteroarylamine is the same as the alkyl group exemplified above. Specifically, alkylthio groups include methylthio, ethylthio, tert-butylthio, hexylthio, octylthio, etc., but are not limited to these.

[0084] In this specification, the aryl groups in aryloxy, arylthio, N-arylalkylamine, and N-arylheteroarylamine are the same as those exemplified above. Specifically, as aryloxy groups, there are phenoxy, p-tolyloxy, m-tolyloxy, 3,5-dimethyl-phenoxy, 2,4,6-trimethylphenoxy, p-tert-butylphenoxy, 3-biphenoxy, 4-biphenoxy, 1-naphthoxy, 2-naphthoxy, 4-methyl-1-naphthoxy, 5-methyl-2-naphthoxy, 1-anthraoxy, 2-anthraoxy, 9-anthraoxy, 1-phenanthoxy, 3-phenanthoxy, 9-phenanthoxy, etc., and as arylthio groups, there are phenylthio, 2-methylphenylthio, 4-tert-butylphenylthio, etc., but these are not limited to these.

[0085] In this specification, the hydrocarbon cyclogroup can be an aromatic hydrocarbon cyclogroup, an aliphatic hydrocarbon cyclogroup, or a fused cyclogroup of an aromatic hydrocarbon ring and an aliphatic hydrocarbon ring, and can be selected from the examples of the above-mentioned cycloalkyl, aryl and combinations thereof. The above-mentioned hydrocarbon cyclogroups include phenyl, cyclohexyl, adamantyl, bicyclo[2.2.1]heptyl, bicyclo[2.2.1]octyl, tetrahydronaphthyl, tetrahydroanthrayl, 1,2,3,4-tetrahydro-1,4-methylenenaphthyl, 1,2,3,4-tetrahydro-1,4-ethylnaphthyl, spirocyclopentanefluorenyl, spiroadamantanefluorenyl and spirocyclohexanefluorenyl, etc., but are not limited to these.

[0086] In this specification, the meaning of "adjacent" in "to form a ring by combining with adjacent groups" is the same as the definition above, where "ring" refers to a substituted or unsubstituted hydrocarbon ring or a substituted or unsubstituted heterocycle.

[0087] In this specification, the hydrocarbon ring can be an aromatic hydrocarbon ring, an aliphatic hydrocarbon ring, or a fused ring of an aromatic hydrocarbon ring and an aliphatic hydrocarbon ring. Except for not being monovalent as described above, it can be selected from the examples of the above-mentioned cycloalkyl, aryl and combinations thereof. The above-mentioned hydrocarbon rings include benzene, cyclohexane, adamantane, bicyclo[2.2.1]heptane, bicyclo[2.2.1]octane, tetrahydronaphthalene, tetrahydroanthracene, 1,2,3,4-tetrahydro-1,4-methylenenaphthalene, 1,2,3,4-tetrahydro-1,4-ethylenenaphthalene, spirocyclopentanefluorene, spiroadamantanefluorene, and spirocyclohexanefluorene, etc., but are not limited to these.

[0088] In this specification, a heterocycle comprises one or more non-carbon atoms, i.e., heteroatoms. Specifically, the heteroatoms may comprise one or more atoms selected from O, N, Se, and S. The heterocycle may be monocyclic or polycyclic, and may be aromatic, aliphatic, or a fused ring of aromatic and aliphatic compounds. The aromatic heterocycles, except that they are not monovalent, may be selected from examples of heteroaryl groups among the aforementioned heterocyclic groups.

[0089] In this specification, an aliphatic heterocycle refers to an aliphatic ring containing one or more heteroatoms. Examples of aliphatic heterocycles include oxirane, tetrahydrofuran, and 1,4-dioxane. Alkane (1,4-dioxane), pyrrolidine, piperidine, morpholine, oxacycloheptane, azirrocyclooctane, thiocyclooctane, tetrahydronaphthothiophene, tetrahydronaphthofuran, tetrahydrobenzothiophene, and tetrahydrobenzofuran, etc., but not limited to these.

[0090] In this specification, examples of aliphatic or aromatic fused heterocycles include tetrahydrobenzonaphthothiophene and tetrahydrobenzonaphthofuran, but are not limited to these.

[0091] In this specification, arylene refers to a group with two bonding sites on an aryl group, i.e., a divalent group. Apart from being divalent groups themselves, they are subject to the above description of aryl groups.

[0092] In this specification, a divalent heterocyclic group refers to a group with two bonding sites on a heterocyclic group, i.e., a divalent group. Apart from being divalent groups themselves, they can be described in the above-described terms for heterocyclic groups.

[0093] Unless otherwise defined herein, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art. Methods and materials similar to or equivalent to those described herein may be used to implement or test embodiments of the invention, but suitable methods and materials are described later. All publications, patent applications, patents, and other references mentioned herein are incorporated herein by reference in their entirety, and in the event of conflict, unless a specific passage is mentioned, this specification, including its definitions, takes precedence. Furthermore, materials, methods, and embodiments are illustrative only and not intended to be limiting.

[0094] The compounds of chemical formula 1 described above will now be explained in detail.

[0095] According to one embodiment of this specification, R1 is the portion that is combined with L1 of the above chemical formula A.

[0096] According to one embodiment of this specification, R2 is the portion that is combined with L1 of the above chemical formula A.

[0097] According to one embodiment of this specification, R3 is the portion that is combined with L1 of the above chemical formula A.

[0098] According to one embodiment of this specification, R4 is the portion that is combined with L1 of the above chemical formula A.

[0099] According to one embodiment of this specification, R5 is the portion that is combined with L1 of the above chemical formula A.

[0100] According to one embodiment of this specification, R6 is the portion that is combined with L1 of the above chemical formula A.

[0101] According to one embodiment of this specification, X1 is O, and R1 is the portion that is combined with L1 of the chemical formula A.

[0102] According to one embodiment of this specification, X1 is O and R2 is the portion that combines with L1 of the chemical formula A.

[0103] According to one embodiment of this specification, X1 is O and R3 is the portion that is combined with L1 of the chemical formula A.

[0104] According to one embodiment of this specification, X1 is O and R4 is the portion that is combined with L1 of the above chemical formula A.

[0105] According to one embodiment of this specification, X1 is O and R5 is the portion that combines with L1 of the above chemical formula A.

[0106] According to one embodiment of this specification, X1 is O, and R6 is the portion that combines with L1 of the chemical formula A.

[0107] According to one embodiment of this specification, X1 is S, and R1 is the portion that is combined with L1 of the chemical formula A.

[0108] According to one embodiment of this specification, X1 is S, and R2 is the portion that is combined with L1 of the chemical formula A.

[0109] According to one embodiment of this specification, X1 is S, and R3 is the portion that is combined with L1 of the chemical formula A.

[0110] According to one embodiment of this specification, X1 is S, and R4 is the portion that is combined with L1 of the chemical formula A.

[0111] According to one embodiment of this specification, X1 is S, and R5 is the portion that is combined with L1 of the chemical formula A.

[0112] According to one embodiment of this specification, X1 is S, and R6 is the portion that is combined with L1 of the chemical formula A.

[0113] According to one embodiment of this specification, the above-mentioned chemical formula 1 is any one of the following chemical formulas 1-1 to 1-6.

[0114] [Chemical Formula 1-1]

[0115]

[0116] [Chemical Formula 1-2]

[0117]

[0118] [Chemical Formulas 1-3]

[0119]

[0120] [Chemical Formulas 1-4]

[0121]

[0122] [Chemical Formulas 1-5]

[0123]

[0124] [Chemical Formulas 1-6]

[0125]

[0126] In the above chemical formulas 1-1 to 1-6,

[0127] The definitions of R1 to R6 and X1 are the same as those in Chemical Formula 1 above.

[0128] The definitions of L1, L2, Ar1, G1, and g1 are the same as those in chemical formula A above.

[0129] According to one embodiment of this specification, the above chemical formula A is any one of the following chemical formulas A-1 to A-4.

[0130] [Chemical Formula A-1]

[0131]

[0132] [Chemical Formula A-2]

[0133]

[0134] [Chemical Formula A-3]

[0135]

[0136] [Chemical Formula A-4]

[0137]

[0138] In the above chemical formulas A-1 to A-4,

[0139] The definitions of L1, L2, G1, and g1 are the same as those in chemical formula A above.

[0140] The definitions of X2 and G101 to G108 are the same as those in the above chemical formula B.

[0141] According to one embodiment of this specification, any one of R1 to R6 is a portion bonded to L1 of the following chemical formula A, and the others may be the same as or different from each other, each independently being hydrogen, deuterium, a straight-chain or branched alkyl group having 1 to 30 carbon atoms, a monocyclic or polycyclic cycloalkyl group having 6 to 30 carbon atoms, a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms that is substituted or unsubstituted with deuterium, or a monocyclic or polycyclic heterocyclic group having 2 to 30 carbon atoms that is substituted or unsubstituted with a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; G1 is hydrogen, deuterium, or a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; L1 and L2 may be the same as or different from each other, each independently being a directly bonded or monocyclic or polycyclic arylene group having 6 to 30 carbon atoms.

[0142] Any one of G101 to G108 above is the part that is combined with L2 of the above chemical formula A. The others may be the same as or different from each other, and each independently is hydrogen, deuterium, a straight-chain or branched alkyl group with 1 to 30 carbon atoms, a monocyclic or polycyclic aromatic hydrocarbon ring with 6 to 30 carbon atoms that is substituted or unsubstituted by a straight-chain or branched alkyl group with 1 to 30 carbon atoms and a monocyclic or polycyclic aliphatic hydrocarbon ring with 3 to 30 carbon atoms, or a monocyclic or polycyclic heterocyclic group with 2 to 30 carbon atoms that is substituted or unsubstituted by a monocyclic or polycyclic aryl group with 6 to 30 carbon atoms.

[0143] According to one embodiment of this specification, any one of R1 to R6 is a portion that is combined with L1 of the following chemical formula A, and the others are the same as or different from each other, and each is independently hydrogen, deuterium, a straight-chain or branched alkyl group with 1 to 30 substituted or unsubstituted carbon atoms, a monocyclic or polycyclic cycloalkyl group with 6 to 30 substituted or unsubstituted carbon atoms, a monocyclic or polycyclic aryl group with 6 to 30 substituted or unsubstituted carbon atoms, or a monocyclic or polycyclic heterocyclic group with 2 to 30 substituted or unsubstituted carbon atoms.

[0144] According to one embodiment of this specification, any one of R1 to R6 is a portion that is combined with L1 of the following chemical formula A, and the others may be the same as or different from each other, and each is independently hydrogen, deuterium, a straight-chain or branched alkyl group with 1 to 20 substituted or unsubstituted carbon atoms, a monocyclic or polycyclic cycloalkyl group with 6 to 20 substituted or unsubstituted carbon atoms, a monocyclic or polycyclic aryl group with 6 to 20 substituted or unsubstituted carbon atoms, or a monocyclic or polycyclic heterocyclic group with 2 to 20 substituted or unsubstituted carbon atoms.

[0145] According to one embodiment of this specification, any one of R1 to R6 is a portion that is combined with L1 of the following chemical formula A, and the others may be the same as or different from each other, and each independently is hydrogen, deuterium, a straight-chain or branched alkyl group having 1 to 30 carbon atoms, a monocyclic or polycyclic cycloalkyl group having 6 to 30 carbon atoms, a monocyclic or polycyclic aryl group having 2 to 30 carbon atoms that is substituted or unsubstituted with deuterium or a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms, or a monocyclic or polycyclic aryl group having 2 to 30 carbon atoms that is substituted or unsubstituted with a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms.

[0146] According to one embodiment of this specification, any one of R1 to R6 is a portion that is combined with L1 of the following chemical formula A, and the others may be the same as or different from each other, and each independently is hydrogen, deuterium, a straight-chain or branched alkyl group having 1 to 20 carbon atoms, a monocyclic or polycyclic cycloalkyl group having 6 to 20 carbon atoms, a monocyclic or polycyclic aryl group having 2 to 20 carbon atoms that is substituted or unsubstituted with deuterium or a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms, or a monocyclic or polycyclic aryl group having 2 to 20 carbon atoms that is substituted or unsubstituted with a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms.

[0147] According to one embodiment of this specification, any one of R1 to R6 is a portion that is combined with L1 of the following chemical formula A, and the others are the same as or different from each other, and are each independently hydrogen, deuterium, methyl, isopropyl, tert-butyl, cyclopentyl, cyclohexyl, phenyl, biphenyl, terphenyl, naphthyl, phenanthrene, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, or carbazoyl group substituted or unsubstituted with a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms.

[0148] According to one embodiment of this specification, any one of R1 to R6 is a portion that is combined with L1 of the following chemical formula A, and the others are the same as or different from each other, and each is independently hydrogen, deuterium, methyl, isopropyl, tert-butyl, cyclopentyl, cyclohexyl, phenyl substituted or unsubstituted with deuterium or phenyl thiophene, biphenyl, terphenyl, naphthyl, phenanthrene, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, or carbazoyl substituted or unsubstituted with phenyl.

[0149] According to one embodiment of this specification, G1 is hydrogen, deuterium, or a monocyclic or polycyclic aryl group with 6 to 30 substituted or unsubstituted carbon atoms.

[0150] According to one embodiment of this specification, G1 is hydrogen, deuterium, or a monocyclic or polycyclic aryl group with 6 to 20 substituted or unsubstituted carbon atoms.

[0151] According to one embodiment of this specification, G1 is hydrogen, deuterium, or an aryl group consisting of a monocyclic or polycyclic ring with 6 to 30 carbon atoms.

[0152] According to one embodiment of this specification, G1 is hydrogen, deuterium, or an aryl group consisting of a monocyclic or polycyclic ring with 6 to 20 carbon atoms.

[0153] According to one embodiment of this specification, G1 is hydrogen, deuterium, phenyl, biphenyl, or naphthyl.

[0154] According to one embodiment of this specification, L1 and L2 may be the same as or different from each other, and each is independently a monocyclic or polycyclic aryl group with 6 to 30 carbon atoms that is directly bonded, substituted or unsubstituted.

[0155] According to one embodiment of this specification, L1 and L2 may be the same as or different from each other, and each is independently a monocyclic or polycyclic aryl group with 6 to 20 carbon atoms that is directly bonded, substituted or unsubstituted.

[0156] According to one embodiment of this specification, L1 and L2 may be the same as or different from each other, and each is independently a directly bonded, or a monocyclic or polycyclic arylene group with 6 to 30 carbon atoms.

[0157] According to one embodiment of this specification, L1 and L2 may be the same as or different from each other, and each is independently a directly bonded, or a monocyclic or polycyclic arylene with 6 to 20 carbon atoms.

[0158] According to one embodiment of this specification, L1 and L2 may be the same as or different from each other, and each is independently a direct bond, phenylene, biphenylene or naphthylene.

[0159] According to one embodiment of this specification, any one of G101 to G108 is a portion that is combined with L2 of the above chemical formula A, and the rest may be the same as or different from each other, and each independently is hydrogen, deuterium, a straight-chain or branched alkyl group with substituted or unsubstituted carbon atoms of 1 to 30, a monocyclic or polycyclic aryl group with substituted or unsubstituted carbon atoms of 6 to 30, a fused ring group of a monocyclic or polycyclic aromatic hydrocarbon ring with substituted or unsubstituted carbon atoms of 6 to 30 and a monocyclic or polycyclic aliphatic hydrocarbon ring with 3 to 30 carbon atoms, or a monocyclic or polycyclic heterocyclic group with substituted or unsubstituted carbon atoms of 2 to 30.

[0160] According to one embodiment of this specification, any one of G101 to G108 is a portion that is combined with L2 of the above chemical formula A, and the rest may be the same as or different from each other, and each independently is hydrogen, deuterium, a straight-chain or branched alkyl group with substituted or unsubstituted carbon atoms of 1 to 20, a monocyclic or polycyclic aryl group with substituted or unsubstituted carbon atoms of 6 to 20, a fused ring group of a monocyclic or polycyclic aromatic hydrocarbon ring with substituted or unsubstituted carbon atoms of 6 to 20 and a monocyclic or polycyclic aliphatic hydrocarbon ring with 3 to 20 carbon atoms, or a monocyclic or polycyclic heterocyclic group with substituted or unsubstituted carbon atoms of 2 to 20.

[0161] According to one embodiment of this specification, any one of G101 to G108 is a portion that is combined with L2 of the above chemical formula A, and the others are the same as or different from each other, and each is independently hydrogen, deuterium, a straight-chain or branched alkyl group with 1 to 30 carbon atoms, a monocyclic or polycyclic aryl group with 6 to 30 carbon atoms, a fused ring group consisting of a monocyclic or polycyclic aromatic hydrocarbon ring with 6 to 30 carbon atoms substituted or unsubstituted by a straight-chain or branched alkyl group with 1 to 30 carbon atoms and a monocyclic or polycyclic aliphatic hydrocarbon ring with 3 to 30 carbon atoms, or a monocyclic or polycyclic heterocyclic group consisting of a monocyclic or polycyclic aryl group with 2 to 30 carbon atoms substituted or unsubstituted by a monocyclic or polycyclic aryl group with 6 to 30 carbon atoms.

[0162] According to one embodiment of this specification, any one of G101 to G108 is a portion that is combined with L2 of the above chemical formula A, and the others are the same as or different from each other, and each is independently hydrogen, deuterium, a straight-chain or branched alkyl group with 1 to 20 carbon atoms, a monocyclic or polycyclic aryl group with 6 to 20 carbon atoms, a fused ring group consisting of a monocyclic or polycyclic aromatic hydrocarbon ring with 6 to 20 carbon atoms substituted or unsubstituted by a straight-chain or branched alkyl group with 1 to 20 carbon atoms and a monocyclic or polycyclic aliphatic hydrocarbon ring with 3 to 20 carbon atoms, or a monocyclic or polycyclic heterocyclic group consisting of a monocyclic or polycyclic aryl group with 2 to 20 carbon atoms substituted or unsubstituted by a monocyclic or polycyclic aryl group with 6 to 20 carbon atoms.

[0163] According to one embodiment of this specification, any one of G101 to G108 is a portion that is combined with L2 of the above chemical formula A, and the others are the same as or different from each other, and are each independently hydrogen, deuterium, tert-butyl, phenyl, biphenyl, naphthyl, tetrahydronaphthyl substituted or unsubstituted by a straight-chain or branched alkyl group having 1 to 30 carbon atoms, or thiophene group substituted or unsubstituted by a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms.

[0164] According to one embodiment of this specification, any one of G101 to G108 is a portion that is combined with L2 of the above chemical formula A, and the rest are the same as or different from each other, and are each independently hydrogen, deuterium, tert-butyl, phenyl, biphenyl, naphthyl, tetrahydronaphthyl substituted or unsubstituted with methyl, or thiophene substituted or unsubstituted with phenyl.

[0165] According to one embodiment of this specification, when X1 is O, L1 and L2 are directly bonded, and R6 is the portion bonded to L1 of the above chemical formula A, any one of G102 to G107 of the above chemical formula B is the portion bonded to L2 of the above chemical formula A.

[0166] According to one embodiment of this specification, when X1 and X2 are S, the remaining portions of G101 to G108 of the above chemical formula B that are not combined with L2 of the above chemical formula A are either the same as or different from each other, and are each independently hydrogen, deuterium, halogen group, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted alkoxy, substituted or unsubstituted alkenyl, substituted or unsubstituted silyl, substituted or unsubstituted aryl, substituted or unsubstituted fused ring group of aromatic hydrocarbon ring and aliphatic hydrocarbon ring, substituted or unsubstituted heterocyclic group containing one N, or substituted or unsubstituted heterocyclic group containing O or S.

[0167] According to one embodiment of this specification, when X1 and X2 are S, the remaining portions of G101 to G108 of the above chemical formula B that are not combined with L2 of the above chemical formula A are either the same as or different from each other, and are each independently hydrogen, deuterium, a straight-chain or branched alkyl group with 1 to 30 substituted or unsubstituted carbon atoms, a monocyclic or polycyclic aryl group with 6 to 30 substituted or unsubstituted carbon atoms, a fused ring group of a monocyclic or polycyclic aromatic hydrocarbon ring with 6 to 30 substituted or unsubstituted carbon atoms and a monocyclic or polycyclic aliphatic hydrocarbon ring with 3 to 30 carbon atoms, a monocyclic or polycyclic heterocyclic group with 2 to 30 substituted carbon atoms containing one N, or a monocyclic or polycyclic heterocyclic group with 2 to 30 substituted carbon atoms containing O or S.

[0168] According to one embodiment of this specification, when X1 and X2 are S, the remaining portions of G101 to G108 of the above chemical formula B that are not combined with L2 of the above chemical formula A are either the same as or different from each other, and are each independently hydrogen, deuterium, a straight-chain or branched alkyl group with 1 to 20 substituted or unsubstituted carbon atoms, a monocyclic or polycyclic aryl group with 6 to 20 substituted or unsubstituted carbon atoms, a fused ring group of a monocyclic or polycyclic aromatic hydrocarbon ring with 6 to 20 substituted or unsubstituted carbon atoms and a monocyclic or polycyclic aliphatic hydrocarbon ring with 3 to 20 carbon atoms, a monocyclic or polycyclic heterocyclic group with 2 to 20 substituted carbon atoms containing one N, or a monocyclic or polycyclic heterocyclic group with 2 to 20 substituted carbon atoms containing O or S.

[0169] According to one embodiment of this specification, when X1 and X2 are S, the remaining portions of G101 to G108 of the above chemical formula B that are not combined with L2 of the above chemical formula A are either the same as or different from each other, and are each independently hydrogen, deuterium, a straight-chain or branched alkyl group with 1 to 30 carbon atoms, a monocyclic or polycyclic aryl group with 6 to 30 carbon atoms, a fused ring group consisting of a monocyclic or polycyclic aromatic hydrocarbon ring with 6 to 30 carbon atoms substituted or unsubstituted by a straight-chain or branched alkyl group with 1 to 30 carbon atoms and a monocyclic or polycyclic aliphatic hydrocarbon ring with 3 to 30 carbon atoms, a heterocyclic group consisting of a monocyclic or polycyclic aryl group containing one N and 2 to 30 carbon atoms substituted or unsubstituted by a monocyclic or polycyclic aryl group with 6 to 30 carbon atoms, or a monocyclic or polycyclic aryl group consisting of O or S and 2 to 30 carbon atoms substituted or unsubstituted by a monocyclic or polycyclic aryl group with 6 to 30 carbon atoms.

[0170] According to one embodiment of this specification, when X1 and X2 are S, the remaining portions of G101 to G108 of the above chemical formula B that are not combined with L2 of the above chemical formula A are either the same as or different from each other, and are each independently hydrogen, deuterium, a straight-chain or branched alkyl group with 1 to 20 carbon atoms, a monocyclic or polycyclic aryl group with 6 to 20 carbon atoms, a fused ring group consisting of a monocyclic or polycyclic aromatic hydrocarbon ring with 6 to 20 carbon atoms substituted or unsubstituted by a straight-chain or branched alkyl group with 1 to 20 carbon atoms and a monocyclic or polycyclic aliphatic hydrocarbon ring with 3 to 20 carbon atoms, a heterocyclic group consisting of a monocyclic or polycyclic aryl group containing one N and 2 to 20 carbon atoms substituted or unsubstituted by a monocyclic or polycyclic aryl group with 6 to 20 carbon atoms, or a monocyclic or polycyclic aryl group consisting of O or S and 2 to 20 carbon atoms substituted or unsubstituted by a monocyclic or polycyclic aryl group with 6 to 20 carbon atoms.

[0171] According to one embodiment of this specification, when X1 and X2 are S, the remaining portions of G101 to G108 of the above chemical formula B that are not combined with L2 of the above chemical formula A are either the same as or different from each other, and are independently hydrogen, deuterium, tert-butyl, phenyl, biphenyl, naphthyl, tetrahydronaphthyl substituted or unsubstituted by a straight-chain or branched alkyl group having 1 to 30 carbon atoms, or thiophene group substituted or unsubstituted by a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms.

[0172] According to one embodiment of this specification, when X1 and X2 are S, the remaining portions of G101 to G108 of the above chemical formula B that are not combined with L2 of the above chemical formula A are either the same as or different from each other, and are each independently hydrogen, deuterium, tert-butyl, phenyl, biphenyl, naphthyl, tetrahydronaphthyl substituted or unsubstituted with methyl, or thiophene substituted or unsubstituted with phenyl.

[0173] According to one embodiment of this specification, the above-described chemical formula 1 contains at least one deuterium.

[0174] According to one embodiment of this specification, the phrase "comprising at least one deuterium" means that any one or more hydrogen atoms at substituted positions are substituted with deuterium, or substituted with a deuterium-substituted substituent. The substituents mentioned above include those defined in the phrase "substituted or unsubstituted."

[0175] According to one embodiment of this specification, the deuterium substitution rate of the above-described chemical formula 1 is from 0.01% to 100%.

[0176] According to one embodiment of this specification, the deuterium substitution rate of the above-described chemical formula 1 is from 0.1% to 100%.

[0177] According to one embodiment of this specification, the deuterium substitution rate of the above-described chemical formula 1 is from 1% to 100%.

[0178] According to one embodiment of this specification, the deuterium substitution rate of the above-described chemical formula 1 is 40% to 99%.

[0179] According to one embodiment of this specification, when the above-described chemical formula 1 contains deuterium, it has the following effects. Specifically, the physicochemical properties of the chemical bonds related to deuterium, such as bond length, differ from those of hydrogen. Compared to the CH bond, the CD bond has a smaller stretching amplitude, so the van der Waals radius of deuterium is smaller than that of hydrogen. Generally, the CD bond is shorter and stronger than the CH bond. Therefore, when hydrogen at the substituted position in the above-described chemical formula 1 is replaced by deuterium, the ground state energy decreases, the deuterium-carbon bond length becomes shorter, and the molecular hardcore volume shrinks. This reduces electrical polarizability and weakens intermolecular interaction, thereby increasing the film volume. Furthermore, this property can produce a reduced crystallinity effect, i.e., an amorphous state, which can effectively improve the lifetime and driving characteristics of organic light-emitting devices, and further improve heat resistance compared to existing organic light-emitting devices.

[0180] In this specification, "containing deuterium", "deuterated" or "deuterated" means that hydrogen at a substituted position in a compound is replaced by deuterium.

[0181] In this specification, "per-deuterated" refers to a compound or group in which all hydrogen atoms in the molecule are replaced by deuterium, and has the same meaning as "100% deuterated".

[0182] In this specification, "X% deuterated", "degree of deuteration X%", or "deuteration rate X%" means that X% of the hydrogens at the substituted positions in the structure are replaced with deuterium. For example, when the structure is dibenzofuran, "25% deuterated" of the aforementioned dibenzofuran, "degree of deuteration 25%" of the aforementioned dibenzofuran, or "deuteration rate 25%" of the aforementioned dibenzofuran means that 2 out of the 8 hydrogens at the substituted positions in the aforementioned dibenzofuran are replaced with deuterium.

[0183] In this specification, "degree of deuteration" or "deuteration substitution rate" can be determined by nuclear magnetic resonance spectroscopy (NMR spectroscopy). 1 It was confirmed by known methods such as HNMR, TLC / MS (Thin-Layer Chromatography / Mass Spectrometry), or GC / MS (Gas Chromatography / Mass Spectrometry).

[0184] Specifically, through nuclear magnetic resonance spectroscopy (NMR spectroscopy) 1 When analyzing "degree of deuteration" or "deuteration substitution rate" using ¹H NMR, DMF (dimethylformamide) can be added as an internal standard. 1 The integration ratio on H NMR is used to calculate the degree of deuteration or the rate of deuteration substitution from the total peak integration.

[0185] Additionally, when analyzing "degree of deuteration" or "deuteration substitution rate" using TLC / MS (thin-layer chromatography / mass spectrometry), the substitution rate can be calculated based on the maximum value (intermediate value) of the molecular weight distribution at the end of the reaction. For example, when analyzing the degree of deuteration of compound A below, the molecular weight of the starting material is 506. When specifying... Figure 3 When the maximum molecular weight (median value) of compound A in the MS chart is 527, 21 of the 26 substituted hydrogen positions in the starting material are replaced with deuterium, so it can be calculated that about 81% of the hydrogen is deuterated.

[0186]

[0187] In this specification, D represents deuterium.

[0188] According to one embodiment of this specification, the above-mentioned chemical formula 1 is selected from any of the following compounds.

[0189]

[0190]

[0191]

[0192]

[0193] In the above compounds, Dx represents the number of deuterium substituted compounds, and x is an integer from 1 to 28.

[0194] According to one embodiment of this specification, the band gap of the compound of chemical formula 1 is 2.9 eV or more.

[0195] According to one embodiment of this specification, the band gap of the compound of chemical formula 1 is 2.9 eV to 4.0 eV.

[0196] Specifically, organic compounds used in organic light-emitting devices must have a band gap of 0.5 eV to 4.0 eV to function as organic semiconductors, and a band gap energy of at least 2.9 eV is required to exhibit a blue color. According to the principle of blue fluorescence emission in a host-dopant system, the band gap of the blue phosphor host must be larger than that of the blue phosphor dopant for successful energy transfer. Therefore, the blue phosphor host preferably has a band gap of 2.9 eV to 4.0 eV.

[0197] In this specification, "energy level" refers to the magnitude of energy. Therefore, an energy level is interpreted as the absolute value of that energy. For example, a low or deep energy level refers to an absolute increase in energy from the vacuum level in the negative direction.

[0198] In this specification, HOMO (highest occupied molecular orbital) refers to the molecular orbital function (HOMO) where the electron is located in the region with the highest energy level that can participate in bonding. LUMO (lowest unoccupied molecular orbital) refers to the molecular orbital function (LUMO) where the electron is located in the region with the lowest energy level that can participate in bonding. The HOMO energy level refers to the distance from the vacuum energy level to the HOMO. Similarly, the LUMO energy level refers to the distance from the vacuum energy level to the LUMO.

[0199] In this specification, the HOMO level can be measured at atmospheric pressure using a photoelectron spectrometer (manufactured by Riken Keiki Co., Ltd.: AC3), and the LUMO level can be calculated using wavelength values ​​measured by photoluminescence (PL).

[0200] In this specification, band gap refers to the difference between the HOMO energy level and the LUMO energy level.

[0201] This specification provides organic light-emitting devices that contain the compounds mentioned above.

[0202] In this specification, when it is stated that a component is "on" another component, it includes not only the case where one component is connected to another component, but also the case where there are other components between the two components.

[0203] In this specification, when a part is indicated to "include / contain" a certain component, unless otherwise stated, it means that other components may be included, rather than excluded.

[0204] In this specification, the term "layer" is used interchangeably with "film" primarily used in this technical field, referring to a coating covering a target area. The size of the "layer" is not limited; the sizes of individual "layers" can be the same or different. According to one embodiment, the size of a "layer" can be equal to the size of the entire device, equivalent to the size of a specific functional area, or as small as a single sub-pixel.

[0205] In this specification, the meaning of a specific substance A being contained in layer B includes i) the case where one or more substances A are contained in a single layer of layer B, and ii) the case where layer B consists of one or more layers and substances A are contained in one or more layers of multiple layers of layer B.

[0206] In this specification, the meaning of a specific substance A being contained in layer C or layer D includes all cases where it is contained in layer C or more than one layer, or ii) it is contained in layer D or more than one layer, or iii) it is contained in layer C or more than one layer and layer D or more than one layer respectively.

[0207] This specification provides an organic light-emitting device, comprising: a first electrode, a second electrode disposed opposite to the first electrode, and one or more organic layers disposed between the first electrode and the second electrode, wherein one or more of the organic layers comprises a compound represented by the above chemical formula 1.

[0208] The organic layers of the organic light-emitting device described in this specification can be formed as a single layer or as a multilayer structure with two or more organic layers stacked on top of each other. For example, it can have a structure including a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, an electron injection layer, an electron blocking layer, and a hole blocking layer. However, the structure of the organic light-emitting device is not limited to this and can include fewer organic layers.

[0209] According to one embodiment of this specification, the organic layer includes a light-emitting layer, and the light-emitting layer contains the aforementioned compound.

[0210] According to one embodiment of this specification, the organic layer includes a light-emitting layer, and the light-emitting layer contains the compound as the main body of the light-emitting layer.

[0211] According to one embodiment of this specification, the light-emitting layer includes a dopant, and the dopant includes a fluorescent dopant.

[0212] According to one embodiment of this specification, the fluorescent dopant is a pyrene compound or a non-pyrene compound.

[0213] According to one embodiment of this specification, the above-mentioned non-pyrene compounds include boron compounds.

[0214] According to one embodiment of this specification, the light-emitting layer further comprises one or more main components different from the compound of Chemical Formula 1 described above.

[0215] Any subject different from the compound of Formula 1 described above may be used without limitation, and is not limited thereto, as long as it is an anthracene-based subject different from the compound of Formula 1 described above and used in this technical field.

[0216] According to one embodiment of this specification, the light-emitting layer comprises a host and a dopant.

[0217] According to one embodiment of this specification, the light-emitting layer comprises a host and a dopant, wherein the host comprises a compound represented by the above chemical formula 1.

[0218] According to one embodiment of this specification, the dopant is a blue dopant.

[0219] According to one embodiment of this specification, the above-described organic light-emitting device is a blue organic light-emitting device.

[0220] According to one embodiment of this specification, the light-emitting layer comprises two or more mixed substrates, and one or more of the two or more mixed substrates comprises a compound represented by the above chemical formula 1.

[0221] According to one embodiment of this specification, the light-emitting layer comprises two or more mixed substrates, at least one of which comprises a compound represented by the above chemical formula 1, and the remainder comprises anthracene compounds different from the above chemical formula 1.

[0222] At least one of the above two or more mixed subjects contains a compound represented by the above chemical formula 1, and the others can be used without limitation, and are not limited to, any anthracene-based subject that is different from the above chemical formula 1 and is used in this technical field.

[0223] An organic light-emitting device using two or more hybrid substrates according to one embodiment of this specification combines the advantages of each substrate to improve device performance. For example, when mixing two substrates, a substrate with high efficiency and low voltage and a substrate with long lifespan are mixed, thereby creating an organic light-emitting device with high efficiency, low voltage and long lifespan.

[0224] According to one embodiment of this specification, the light-emitting layer consists of two or more layers, and one or more of the two or more light-emitting layers contains a compound of the chemical formula 1.

[0225] According to one embodiment of this specification, the light-emitting layer has two or more layers, and one or more of the two or more light-emitting layers contains two or more mixed substrates, and one or more of the two or more mixed substrates contains a compound of the above chemical formula 1.

[0226] According to one embodiment of this specification, the light-emitting layer consists of two layers, one of which contains a compound of chemical formula 1.

[0227] According to one embodiment of this specification, the light-emitting layer is two layers, one of which contains two or more mixed substrates, and one or more of the two or more mixed substrates contains a compound of the above chemical formula 1.

[0228] The above two or more hybrid entities are as described above.

[0229] According to one embodiment of this specification, the maximum emission wavelength (λmax) of the emission spectrum of the above-described organic light-emitting device is... max The wavelength range is 400nm to 470nm.

[0230] According to one embodiment of this specification, the light-emitting layer comprises a host and a dopant, wherein the dopant is a fluorescent dopant.

[0231] According to one embodiment of this specification, the light-emitting layer comprises a host and a dopant, wherein the dopant comprises one or more selected from pyrene compounds and non-pyrene compounds.

[0232] The aforementioned pyrene compounds and non-pyrene compounds may be used without limitation, and are not limited to, any compounds used in this technical field.

[0233] According to one embodiment of this specification, the above-mentioned non-pyrene compounds include boron compounds.

[0234] According to one embodiment of this specification, the light-emitting layer comprises a host and a dopant, the host comprising a compound represented by the above chemical formula 1, and the dopant comprising one or more compounds selected from pyrene compounds and non-pyrene compounds.

[0235] According to one embodiment of this specification, the light-emitting layer comprises a host and a dopant, wherein the light-emitting layer comprises a host:dopant in a weight ratio of 0.1:99.9 to 20:80.

[0236] According to another embodiment of this specification, a cover layer is further included, disposed on the opposite side of at least one of the first electrode and the second electrode to the side opposite to the organic layer.

[0237] The aforementioned capping layer is formed to prevent the loss of a large amount of light through total internal reflection in organic light-emitting devices. The capping layer has the property of fully protecting the underlying cathode and light-emitting layer from external moisture penetration or contamination. It has a high refractive index, thus preventing light loss caused by total internal reflection.

[0238] According to another embodiment of this specification, the aforementioned covering layer may be respectively disposed on the opposite side of the surface of the first electrode that is opposite to the surface of the organic layer and on the opposite side of the surface of the second electrode that is opposite to the surface of the organic layer.

[0239] According to another embodiment of this specification, the aforementioned covering layer may be disposed on the opposite side of the surface of the first electrode that is opposite to the surface of the organic layer.

[0240] According to another embodiment of this specification, the aforementioned covering layer may be disposed on the opposite side of the second electrode that is opposite to the organic layer.

[0241] According to one embodiment of this specification, the above-mentioned organic light-emitting device further includes one or more layers selected from hole injection layer, hole transport layer, light-emitting layer, electron transport layer, electron injection layer, hole blocking layer and electron blocking layer.

[0242] According to one embodiment of this specification, the organic light-emitting device includes: a first electrode, a second electrode disposed opposite to the first electrode, a light-emitting layer disposed between the first electrode and the second electrode, and two or more organic layers disposed between the light-emitting layer and the first electrode or between the light-emitting layer and the second electrode.

[0243] According to one embodiment of this specification, the two or more organic layers between the light-emitting layer and the first electrode, or between the light-emitting layer and the second electrode, may be selected from two or more of the group consisting of a light-emitting layer, a hole transport layer, a hole injection layer, a hole injection and transport layer, an electron blocking layer, a hole blocking layer, an electron injection layer, an electron transport layer, and an electron injection and transport layer.

[0244] According to one embodiment of this specification, the light-emitting layer and the first electrode include two or more hole transport layers. These two or more hole transport layers may contain the same or different materials.

[0245] According to one embodiment of this specification, the first electrode is an anode or a cathode.

[0246] According to one embodiment of this specification, the second electrode is a cathode or an anode.

[0247] According to one embodiment of this specification, the above-mentioned organic light-emitting device may be an organic light-emitting device with an anode, one or more organic layers and a cathode sequentially stacked on a substrate (normal type).

[0248] According to one embodiment of this specification, the organic light-emitting device can be an organic light-emitting device with a reverse structure (inverted type) in which a cathode, one or more organic layers and an anode are sequentially stacked on a substrate.

[0249] For example, the structure of an organic light-emitting device according to one embodiment of this specification is illustrated in... Figure 1 and 2 The above. Figure 1 and 2 Organic light-emitting devices are illustrated, but not limited to them.

[0250] Figure 1 The diagram illustrates the structure of an organic light-emitting device in which a first electrode 2, a light-emitting layer 4, and a second electrode 3 are sequentially stacked on a substrate 1. The aforementioned compound is contained within the light-emitting layer.

[0251] Figure 2 The diagram illustrates the structure of an organic light-emitting device in which a first electrode 2, a hole injection layer 5, a hole transport layer 6, a hole modulation layer 7, a light-emitting layer 4, an electron modulation layer 8, an electron transport layer 9, an electron injection layer 10, a second electrode 3, and a capping layer 11 are sequentially stacked on a substrate 1. The aforementioned compound is contained within the light-emitting layer.

[0252] The organic light-emitting device described in this specification, except that the light-emitting layer contains the aforementioned compound, i.e., the compound of chemical formula 1, can be manufactured using materials and methods known in the art.

[0253] In the case where the aforementioned organic light-emitting device comprises a plurality of organic layers, the organic layers may be formed from the same substance or different substances.

[0254] For example, the organic light-emitting device of this specification can be manufactured by sequentially stacking a first electrode, an organic layer, and a second electrode on a substrate. This can be achieved by: depositing a metal or a conductive metal oxide or alloy thereof onto the substrate using a PVD (physical vapor deposition) method such as sputtering or electron beam evaporation to form an anode; forming an organic layer on the anode, comprising a hole injection layer, a hole transport layer, a light-emitting layer, and an electron transport layer; and then depositing a material suitable for use as a cathode onto the organic layer. Alternatively, the organic light-emitting device can also be manufactured by sequentially depositing a second electrode material, an organic layer, and a first electrode material onto the substrate.

[0255] Furthermore, the compound represented by the above chemical formula 1 can be used to form an organic layer in the manufacture of organic light-emitting devices not only by vacuum evaporation but also by solution coating. Here, solution coating refers to methods such as spin coating, dip coating, blade coating, inkjet printing, screen printing, spray coating, and roller coating, but is not limited to these.

[0256] In addition to these methods, organic light-emitting devices can also be fabricated by sequentially depositing a second electrode material, an organic layer, and a first electrode material on a substrate. However, the manufacturing method is not limited to these methods.

[0257] As the first electrode material mentioned above, a material with a high work function is preferred in order to facilitate the injection of holes into the organic layer. For example, metals such as vanadium, chromium, copper, zinc, and gold, or their alloys; metal oxides such as zinc oxide, indium oxide, indium tin oxide (ITO), and indium zinc oxide (IZO); combinations of metals and oxides such as ZnO:Al or SnO2:Sb; and conductive polymers such as poly(3-methylthiophene), poly[3,4-(ethylidene-1,2-dioxo)thiophene] (PEDOT), polypyrrole, and polyaniline, but not limited to these.

[0258] As the second electrode material mentioned above, a material with a low work function is generally preferred in order to facilitate the injection of electrons into the organic layer. For example, metals such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin, and lead, or their alloys; multilayer materials such as LiF / Al or LiO2 / Al, etc., are used, but are not limited to these.

[0259] The aforementioned light-emitting layer may comprise a host material and a dopant material. When a light-emitting layer is included in addition to the one comprising the compound of Formula 1 according to one embodiment of this specification, and other light-emitting layers are also included, the host material may be a fused and / or unfused aromatic ring derivative or a heterocyclic compound. Specifically, as aromatic fused ring derivatives, there are anthracene derivatives, pyrene derivatives, naphthalene derivatives, pentane derivatives, phenanthrene compounds, fluoranthene compounds, etc., and as heterocyclic compounds, there are dibenzofuran derivatives, ladder-type furan compounds, pyrimidine derivatives, etc., but these are not limited to these.

[0260] According to one embodiment of this specification, the above-mentioned body comprises, but is not limited to, a compound represented by the following chemical formula H-1.

[0261] [Chemical formula H-1]

[0262]

[0263] In the above chemical formula H-1,

[0264] L20 and L21 may be the same as or different from each other, and each is independently a directly bonded, substituted or unsubstituted aryl group, or a substituted or unsubstituted divalent heterocyclic group.

[0265] Ar20 and Ar21 may be the same as or different from each other, and each can be independently hydrogen, deuterium, substituted or unsubstituted aryl, or substituted or unsubstituted heterocyclic.

[0266] R201 is hydrogen, deuterium, a halogen group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group.

[0267] r201 is an integer from 1 to 8. When r201 is 2 or more, two or more r201s are the same or different from each other.

[0268] In one embodiment of this specification, L20 and L21 may be the same as or different from each other, and each is independently a directly bonded monocyclic or polycyclic arylene group with 6 to 30 carbon atoms, or a divalent heterocyclic group with 2 to 30 carbon atoms.

[0269] In one embodiment of this specification, L20 and L21 may be the same as or different from each other, and each independently is a directly bonded, deuterated or unsubstituted phenylene, deuterated or unsubstituted biphenylene, deuterated or unsubstituted naphthylene, divalent dibenzofuranyl, or divalent dibenzothiopheneyl.

[0270] In one embodiment of this specification, the Ar20 and Ar21 described above may be the same as or different from each other, and each is independently a monocyclic or polycyclic aryl group with 6 to 30 carbon atoms that is substituted or unsubstituted, or a monocyclic or polycyclic heterocyclic group with 2 to 30 carbon atoms that is substituted or unsubstituted.

[0271] In one embodiment of this specification, the Ar20 and Ar21 described above may be the same as or different from each other, and each is independently a monocyclic to tetracyclic aryl group with 6 to 20 carbon atoms, substituted or unsubstituted, or a monocyclic to tetracyclic heterocyclic group with 6 to 20 carbon atoms.

[0272] In one embodiment of this specification, Ar20 and Ar21 may be the same as or different from each other, and each independently represents a phenyl group substituted or unsubstituted with deuterium or a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms, a biphenyl group substituted or unsubstituted with deuterium or a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms, a naphthyl group substituted or unsubstituted with a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms, or a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms. Thiophene group substituted or unsubstituted, dibenzofuran group substituted or unsubstituted with a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms, naphthobenzofuran group substituted or unsubstituted with a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms, dibenzothiophene group substituted or unsubstituted with a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms, or naphthobenzothiophene group substituted or unsubstituted with a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms.

[0273] In one embodiment of this specification, the Ar20 and Ar21 described above may be the same as or different from each other, and each independently represents a deuterated or unsubstituted phenyl, a deuterated or unsubstituted biphenyl, a terphenyl, a deuterated or unsubstituted naphthyl, a phenyl-substituted or unsubstituted thiophene, a phenanthryl, a dibenzofuranyl, a naphthobenzofuranyl, a dibenzothiophene, or a naphthobenzothiophene.

[0274] In one embodiment of this specification, the Ar20 and Ar21 described above may be the same as or different from each other, and each may be a substituted or unsubstituted aryl group independently.

[0275] In one embodiment of this specification, the Ar20 and Ar21 described above may be the same as or different from each other, and each may be independently a deuterated or unsubstituted phenyl, a deuterated or unsubstituted biphenyl, a terphenyl, or a deuterated or unsubstituted naphthyl.

[0276] According to one embodiment of this specification, R201 is hydrogen.

[0277] According to one embodiment of this specification, the above chemical formula H-1 is represented by the following compound.

[0278]

[0279] As dopant materials, there are aromatic amine derivatives, styrylamine compounds, boron complexes, fluoranthene compounds, and metal complexes. Specifically, aromatic amine derivatives are aromatic fused-ring derivatives with substituted or unsubstituted aryl amine groups, such as pyrene, anthracene, etc., which have aryl amine groups. Examples include diindene pyrene. Furthermore, styrylamine compounds are compounds in which at least one aryl vinyl group is substituted onto a substituted or unsubstituted arylamine, and is substituted or unsubstituted by one or more substituents selected from aryl, silyl, alkyl, cycloalkyl, and arylamine groups. Specifically, examples include styrylamine, styryldiamine, styryltriamine, and styryltetraamine, but are not limited thereto. Additionally, as metal complexes, examples include iridium complexes and platinum complexes, but are not limited thereto.

[0280] According to one embodiment of this specification, the dopant material comprises, but is not limited to, a compound with the following chemical formula D-1 or D-2.

[0281] [Chemical Formula D-1]

[0282]

[0283] In the above chemical formula D-1,

[0284] L101 and L102 may be the same as or different from each other, and each is independently a directly bonded, substituted or unsubstituted aryl group.

[0285] Ar101 to Ar104 may be the same as or different from each other, and each is independently a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group.

[0286] [Chemical formula D-2]

[0287]

[0288] In the above chemical formula D-2,

[0289] T1 to T5 may be the same as or different from each other, and each is independently hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted amino, or substituted or unsubstituted aryl.

[0290] t3 and t4 are each integers from 1 to 4.

[0291] t5 is an integer from 1 to 3.

[0292] When t3 is 2 or more, the two or more T3 values ​​are either the same or different from each other.

[0293] When t4 is 2 or more, the two or more T4 values ​​are either the same or different from each other.

[0294] When t5 is 2 or more, the two or more T5s mentioned above are either the same or different from each other.

[0295] According to one embodiment of this specification, L101 and L102 are directly bonded.

[0296] According to one embodiment of this specification, Ar101 to Ar104 may be the same as or different from each other, and each is independently a monocyclic or polycyclic aryl group with 6 to 30 substituted or unsubstituted carbon atoms, or a monocyclic or polycyclic heteroaryl group with 2 to 30 substituted or unsubstituted carbon atoms.

[0297] According to one embodiment of this specification, Ar101 to Ar104 may be the same as or different from each other, and each is independently a monocyclic or polycyclic aryl group with 6 to 30 carbon atoms substituted or unsubstituted by a straight-chain or branched alkyl group with 1 to 30 carbon atoms, or a monocyclic or polycyclic heteroaryl group with 2 to 30 carbon atoms.

[0298] According to one embodiment of this specification, Ar101 to Ar104 may be the same as or different from each other, and each is independently a phenyl or dibenzofuranyl substituted with methyl.

[0299] According to one embodiment of this specification, the above chemical formula D-1 is represented by the following compound.

[0300]

[0301] According to one embodiment of this specification, T1 to T5 may be the same as or different from each other, and each is independently hydrogen, a straight-chain or branched alkyl group with 1 to 30 substituted or unsubstituted carbon atoms, a monocyclic or polycyclic arylamine group with 6 to 30 substituted or unsubstituted carbon atoms, or a monocyclic or polycyclic aryl group with 6 to 30 substituted or unsubstituted carbon atoms.

[0302] According to one embodiment of this specification, T1 to T5 may be the same as or different from each other, and each is independently hydrogen, a straight-chain or branched alkyl group having 1 to 30 carbon atoms, a monocyclic or polycyclic arylamine group having 6 to 30 carbon atoms, or a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms substituted or unsubstituted by a straight-chain or branched alkyl group having 1 to 30 carbon atoms.

[0303] According to one embodiment of this specification, T1 to T5 may be the same as or different from each other, and each is independently hydrogen, methyl, tert-butyl, diphenylamino, or phenyl substituted with or unsubstituted with methyl or tert-butyl.

[0304] According to one embodiment of this specification, the above chemical formula D-2 is represented by the following compound.

[0305]

[0306] The aforementioned hole injection layer is a layer that receives holes from the electrode. The hole injection material is preferably a material that has the ability to transport holes, the effect of receiving holes from the anode, and an excellent hole injection effect on the light-emitting layer or light-emitting material. Furthermore, it is preferably a material with excellent ability to prevent excitons generated in the light-emitting layer from migrating to the electron injection layer or electron injection material. Furthermore, it is preferably a material with excellent thin film forming ability. Furthermore, it is preferable that the HOMO (highest occupied molecular orbital) of the hole injection material is between the work function of the anode material and the HOMO of the surrounding organic layer. Specific examples of hole injection materials include, but are not limited to, metalloporphyrins, oligothiophenes, arylamine-based organic compounds; hexanitrile hexaazabenzophenanthrene-based organic compounds; quinacridone-based organic compounds; perylene-based organic compounds; and polythiophene-based conductive polymers such as anthraquinone and polyaniline.

[0307] According to one embodiment of this specification, the hole injection layer comprises, but is not limited to, a compound with the chemical formula HI-1.

[0308] [Chemical formula HI-1]

[0309]

[0310] In the above chemical formula HI-1,

[0311] At least one of X'1 to X'6 is N, and the rest are CH.

[0312] R309 to R314 may be the same as or different from each other, and each is independently hydrogen, deuterium, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted amino, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl, or combined with adjacent groups to form substituted or unsubstituted rings.

[0313] According to one embodiment of this specification, X'1 to X'6 are N.

[0314] According to one embodiment of this specification, R309 to R314 are cyano groups.

[0315] According to one embodiment of this specification, the above chemical formula HI-1 is represented by the following compound.

[0316]

[0317] The aforementioned hole transport layer is a layer that receives holes from the hole injection layer and transports them to the light-emitting layer. The hole transport material is a substance capable of receiving holes from the anode or hole injection layer and transferring them to the light-emitting layer, and is preferably a substance with a high hole mobility. Specific examples include arylamine-based organic compounds, conductive polymers, and block copolymers containing both conjugated and non-conjugated portions, but are not limited to these.

[0318] The aforementioned hole conditioning layer regulates the smooth injection of holes transported from the hole transport layer into the light-emitting layer, preventing electrons injected from the electron injection layer from passing through the light-emitting layer and entering the hole injection layer, thereby improving the device's lifetime and efficiency. Known materials can be used without restriction, and the layer can be formed between the light-emitting layer and the hole injection layer, between the light-emitting layer and the hole transport layer, or between the light-emitting layer and a layer that simultaneously performs hole injection and hole transport.

[0319] According to one embodiment of this specification, the hole transport layer or hole modulation layer comprises, but is not limited to, a compound with the chemical formula HT-1.

[0320] [Chemical formula HT-1]

[0321]

[0322] In the above chemical formula HT-1,

[0323] R315 to R317 may be the same as or different from each other, and each is independently selected from hydrogen, deuterium, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, and combinations thereof, or may be combined with adjacent groups to form substituted or unsubstituted rings.

[0324] r315 is an integer from 1 to 5. When r315 is 2 or more, two or more of the above R315 are either the same or different from each other.

[0325] r316 is an integer from 1 to 5. When r316 is 2 or more, two or more of the above R316 are the same or different from each other.

[0326] According to one embodiment of this specification, R317 is selected from any one of substituted or unsubstituted aryl groups, substituted or unsubstituted heteroaryl groups, and combinations thereof.

[0327] According to one embodiment of this specification, R317 is selected from carbazolyl, phenyl, biphenyl, and combinations thereof.

[0328] According to one embodiment of this specification, R315 and R316 may be the same as or different from each other, each being independently a substituted or unsubstituted aryl group, or combined with adjacent groups to form an alkyl-substituted aromatic hydrocarbon ring.

[0329] According to one embodiment of this specification, R315 and R316 may be the same as or different from each other, each being independently phenyl or phenanthrene, or combined with adjacent groups to form methyl-substituted indene.

[0330] According to one embodiment of this specification, the above chemical formula HT-1 is represented by any one of the following compounds.

[0331]

[0332] The aforementioned electron conditioning layer is a layer that regulates the smooth injection of electrons from the electron transport layer into the light-emitting layer, and can use known materials without restriction.

[0333] According to one embodiment of this specification, the above-mentioned electronic conditioning layer comprises, but is not limited to, a compound with the following chemical formula EG-1.

[0334] [Chemical formula EG-1]

[0335]

[0336] In the above chemical formula EG-1,

[0337] At least one of G'1 to G'18 is -L5-Ar5, and the rest are hydrogen, or G'1 and G'18 are formed by -L51- linkages to form substituted or unsubstituted rings.

[0338] L5 is a directly bonded, substituted, or unsubstituted aryl group.

[0339] Ar5 is a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group.

[0340] L51 is either O or S.

[0341] According to one embodiment of this specification, L51 is O.

[0342] According to one embodiment of this specification, L51 is S.

[0343] According to one embodiment of this specification, G'1 and G'18 are heterocyclic rings formed by -L51- linkages, either substituted or unsubstituted.

[0344] According to one embodiment of this specification, G'1 and G'18 are connected by -L51- to form a substituted or unsubstituted thiol ring or a substituted or unsubstituted thiol ring.

[0345] According to one embodiment of this specification, G'1 and G'18 are connected by -O- to form a substituted or unsubstituted thallium ring.

[0346] According to one embodiment of this specification, G'1 and G'18 are connected by -S- to form a substituted or unsubstituted thioxanthate ring.

[0347] According to one embodiment of this specification, G'1 and G'18 are connected by -O- to form a thallium ring.

[0348] According to one embodiment of this specification, G'1 and G'18 are connected by -S- to form a thiotonium ring.

[0349] According to one embodiment of this specification, L5 is a monocyclic or polycyclic aryl group with 6 to 30 carbon atoms that is directly bonded, substituted, or unsubstituted.

[0350] According to one embodiment of this specification, L5 is a monocyclic or polycyclic aryl group with 6 to 20 carbon atoms that is directly bonded, substituted, or unsubstituted.

[0351] According to one embodiment of this specification, L5 is a directly bonded, or a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms.

[0352] According to one embodiment of this specification, L5 is a directly bonded, or a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms.

[0353] According to one embodiment of this specification, L5 is directly bonded or phenylene.

[0354] According to one embodiment of this specification, Ar5 is a substituted or unsubstituted triazine group.

[0355] According to one embodiment of this specification, the Ar5 mentioned above is a triazine group substituted or unsubstituted with a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms.

[0356] According to one embodiment of this specification, Ar5 is a triazine group substituted with phenyl.

[0357] According to one embodiment of this specification, the above-mentioned EG-1 is represented by the following compound.

[0358]

[0359] The aforementioned electron transport layer is the layer that receives electrons from the electron injection layer and transports them to the light-emitting layer. The electron transport material is a substance capable of effectively receiving electrons from the cathode and transferring them to the light-emitting layer; a material with high electron mobility is suitable. Specific examples include Al complexes of 8-hydroxyquinoline, complexes containing Alq3, organic free radical compounds, and hydroxyflavonoid-metal complexes, but these are not limited to. The electron transport layer can be used with any desired cathode material as used in the prior art. In particular, suitable cathode materials are typically materials with low work functions and accompanied by an aluminum or silver layer. Specifically, cesium, barium, calcium, ytterbium, and samarium are examples, and in each case, they are accompanied by an aluminum or silver layer.

[0360] According to one embodiment of this specification, the electron transport layer comprises, but is not limited to, a compound with the chemical formula ET-1.

[0361] [Chemical formula ET-1]

[0362]

[0363] In the above chemical formula ET-1,

[0364] At least one of Z11 to Z13 is N, and the rest are CH.

[0365] L601 is a directly bonded, substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group.

[0366] Ar601 and Ar602 may be the same as or different from each other, and each may be independently a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group.

[0367] l601 is an integer from 1 to 5. When l601 is 2 or more, the two or more l601 are the same or different from each other.

[0368] According to one embodiment of this specification, L601 is a monocyclic or polycyclic aryl group with 6 to 30 substituted or unsubstituted carbon atoms.

[0369] According to one embodiment of this specification, L601 is phenylene, biphenylene, or naphthylene.

[0370] According to one embodiment of this specification, Ar601 and Ar602 may be the same as or different from each other, and each is independently a monocyclic or polycyclic aryl group with 6 to 30 carbon atoms, either substituted or unsubstituted.

[0371] According to one embodiment of this specification, Ar601 and Ar602 are phenyl groups.

[0372] According to one embodiment of this specification, the above-mentioned chemical formula ET-1 is represented by the following compound.

[0373]

[0374] The aforementioned electron injection layer is a layer that receives electrons from the electrode. Preferred electron injection materials are those with excellent electron transport capabilities, the ability to receive electrons from the second electrode, and excellent electron injection effects for the light-emitting layer or light-emitting material. Furthermore, materials that prevent excitons generated in the light-emitting layer from migrating to the hole injection layer and have excellent thin-film formation capabilities are preferred. Specifically, fluorenone, anthraquinone dimethyl ether, biphenylquinone, thiamethoxam dioxide, etc. azole, Diazoles, triazoles, imidazoles, perylenetetracarboxylic acid, fluorenemethane, anthrones, and their derivatives, metal coordination compounds, and nitrogen-containing five-membered ring derivatives, but not limited to these.

[0375] Examples of the aforementioned metal coordination compounds include lithium 8-hydroxyquinoline, bis(8-hydroxyquinoline)zinc, bis(8-hydroxyquinoline)copper, bis(8-hydroxyquinoline)manganese, tris(8-hydroxyquinoline)aluminum, tris(2-methyl-8-hydroxyquinoline)aluminum, tris(8-hydroxyquinoline)gallium, bis(10-hydroxybenzo[h]quinoline)beryllium, bis(10-hydroxybenzo[h]quinoline)zinc, bis(2-methyl-8-quinoline)gallium chloride, bis(2-methyl-8-quinoline)(o-cresol)gallium, bis(2-methyl-8-quinoline)(1-naphthol)aluminum, and bis(2-methyl-8-quinoline)(2-naphthol)gallium, but are not limited to these.

[0376] The aforementioned electron blocking layer prevents electrons injected from the electron injection layer from passing through the light-emitting layer into the hole injection layer, thereby improving the device's lifetime and efficiency. Known materials can be used without limitation, and the layer can be formed between the light-emitting layer and the hole injection layer, between the light-emitting layer and the hole transport layer, or between the light-emitting layer and a layer that simultaneously performs hole injection and hole transport.

[0377] The aforementioned hole-blocking layer is a layer that prevents holes from reaching the cathode, and it can typically be formed using the same conditions as the electron injection layer. Specifically, there are... Diazole derivatives or triazole derivatives, phenanthrene-rhein derivatives, aluminum complexes, etc., but not limited to these.

[0378] The aforementioned capping layer is formed to prevent the loss of a large amount of light through total internal reflection in organic light-emitting devices. The capping layer has the property of fully protecting the underlying cathode and light-emitting layer from external moisture penetration or contamination. It has a high refractive index, thus preventing light loss caused by total internal reflection, and can use existing materials without restriction.

[0379] According to one embodiment of this specification, the aforementioned covering layer comprises a compound represented by the following chemical formula CP-1, but is not limited thereto.

[0380] [Chemical formula CP-1]

[0381]

[0382] In the above chemical formula CP-1,

[0383] L501 and L502 may be the same as or different from each other, and each is independently a directly bonded, substituted or unsubstituted arylene, or a substituted or unsubstituted heteroarylene.

[0384] R501 and Ar501 to Ar504 may be the same as or different from each other, each being independently a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group, or forming a substituted or unsubstituted ring by combining with adjacent groups.

[0385] According to one embodiment of this specification, L501 and L502 may be the same as or different from each other, and each is independently a monocyclic or polycyclic arylene group with 6 to 30 carbon atoms, either substituted or unsubstituted.

[0386] According to one embodiment of this specification, L501 and L502 are phenylene oxides.

[0387] According to one embodiment of this specification, R501 and Ar501 to Ar504 may be the same as or different from each other, each being independently a monocyclic or polycyclic aryl group with 6 to 30 substituted or unsubstituted carbon atoms, or a heterocyclic monocyclic or polycyclic group with 2 to 30 substituted or unsubstituted carbon atoms formed by combining with adjacent groups.

[0388] According to one embodiment of this specification, R501 and Ar501 to Ar504 are phenyl groups, or they are combined with adjacent groups to form phenyl-substituted or unsubstituted carbazoles.

[0389] According to one embodiment of this specification, the above-mentioned Ar501 and L501 are combined to form a phenyl-substituted carbazole.

[0390] According to one embodiment of this specification, the above-mentioned Ar503 and L503 are combined to form a phenyl-substituted carbazole.

[0391] According to one embodiment of this specification, the above-mentioned chemical formula CP-1 is represented by the following compound.

[0392]

[0393] Depending on the materials used, the organic light-emitting device according to this specification can be a top-emitting type, a bottom-emitting type, or a bidirectional-emitting type.

[0394] The organic light-emitting device according to this specification can be included in and used in various electronic devices. For example, the aforementioned electronic devices may be display panels, touch panels, solar modules, lighting devices, etc., but are not limited thereto.

[0395] Methods of implementing the invention

[0396] Hereinafter, in order to provide a detailed description of this specification, embodiments and comparative examples will be given. However, various modifications can be made based on the embodiments and comparative examples described herein, and this should not be construed as limiting the scope of this specification to the embodiments and comparative examples detailed below. The embodiments and comparative examples in this specification are provided to provide a more complete explanation of this specification to those skilled in the art.

[0397] Manufacturing Example 1. Synthesis of chemical formulas A1, A2, and A3 (synthesis of chemical formulas A1-1 to A1-10, A2-1, and A3-1 to A3-5)

[0398] 1) Synthesis of chemical formula A1

[0399]

[0400] SM1 (1 equivalent (eq)) and SM2 (1.1 equivalent) were added to tetrahydrofuran (THF) (excess), followed by the addition of 2M potassium carbonate aqueous solution (30 v / v relative to THF), and then tetra(triphenylphosphine)palladium (2 mol%). The mixture was heated and stirred at 85°C for 10 hours. After cooling to room temperature and stopping the reaction, the potassium carbonate aqueous solution was removed, and the mixture was purified by column chromatography using hexane and ethyl acetate to produce the above-mentioned chemical formula A1 (chemical formulas A1-1 to A1-10).

[0401] In the above reaction formula, n is an integer from 1 to 6, R11 is defined the same as R1 to R6 in the above chemical formula 1, and r11 is an integer from 1 to 6.

[0402] In the synthesis of the above chemical formula A1, SM1 and SM2 were changed to SM1 and SM2 in Table 1 below. Otherwise, chemical formulas A1-1 to A1-10 in Table 1 were synthesized by the same method.

[0403] [Table 1]

[0404]

[0405]

[0406] 2) Synthesis of chemical formula A2

[0407]

[0408] SM1 (1 equivalent), SM2 (1.02 equivalent), and sodium tert-butoxide (1.4 equivalent) were added to xylene, heated and stirred, and then refluxed. [bis(tri-tert-butylphosphine)]palladium (1 mol%) was added. The temperature was lowered to room temperature, and after the reaction was complete, the mixture was purified by column chromatography using hexane and ethyl acetate to produce the above-mentioned chemical formula A2 (chemical formula A2-1).

[0409] In the above reaction formula, R11 is defined the same as R1 to R6 in the above chemical formula 1, r11 is an integer from 1 to 6, and r'11 is an integer from 1 to 5.

[0410] In the above reaction formula, n is an integer from 1 to 6, and 2≤n+r'11≤6.

[0411] [Table 2]

[0412]

[0413] 3) Synthesis of chemical formula A3

[0414]

[0415] In the synthesis method of the above chemical formula A1, SM1 and SM2 were modified according to Table 3 below. Otherwise, chemical formulas A3-1 to A3-5 in Table 3 were synthesized by the same method.

[0416] In the above reaction formula, n is an integer from 1 to 6, R11 is defined the same as R1 to R6 in the above chemical formula 1, and r'11 is an integer from 1 to 5.

[0417] [Table 3]

[0418]

[0419] Manufacturing Example 2. Synthesis of Chemical Formula B1 (Synthesis of Chemical Formulas B1-1 to B1-11)

[0420] Synthesis of chemical formula B1

[0421]

[0422] After dissolving SM1 (1 equivalent) in excess DMF, the temperature was lowered to 0°C. Once the temperature stabilized, N-bromosuccinimide (1 equivalent) was added as SM2. The reactants were then heated to room temperature and stirred for 1 hour. 1N HCl (excess) was added to terminate the reaction. After the reaction was complete, chromatographic separation was performed. After removing the solvent, the residue was subjected to silica gel column chromatography (ethyl acetate / hexane 1:15) to produce formula B1 (formulas B1-1 to B1-11).

[0423] The definitions of R11, r11, and r'11 are the same as those above.

[0424] In the synthesis of chemical formula B1 described above, SM1 and SM2 were changed to SM1 and SM2 as shown in Table 4 below. Otherwise, chemical formulas B1-1 to B1-11 in Table 4 were synthesized by the same method.

[0425] [Table 4]

[0426]

[0427]

[0428] Manufacturing Example 3. Synthesis of Chemical Formulas C1 and C2 (Synthesis of Chemical Formulas C1-1 to C1-11 and C2-1 to C2-5)

[0429] 1) Synthesis of chemical formula C1

[0430]

[0431] SM1 (1 equivalent) and SM2 (1.3 equivalent) were introduced into 1,4-di Potassium acetate (3 equivalents) was added to alkylene (12 times the mass ratio of SM1), and the mixture was stirred and refluxed. Palladium acetate (0.02 equivalents) and tricyclohexylphosphine (0.04 equivalents) were then added to 1,4-dialkylene oxide. After stirring in alkane for 5 minutes, the mixture was added. After 2 hours, once the reaction was confirmed to be complete, it was cooled to room temperature. Ethanol and water were added, and the mixture was filtered. It was then purified by recrystallization from ethyl acetate and ethanol, thus producing the above-mentioned chemical formula C1 (chemical formulas C1-1 to C1-11).

[0432] In the above reaction formula, R11 and r'11 are defined in the same way as those defined above.

[0433] In the synthesis of the above chemical formula C1, SM1 and SM2 were changed to SM1 and SM2 in Table 5 below. Otherwise, chemical formulas C1-1 to C1-11 in Table 5 were synthesized by the same method.

[0434] [Table 5]

[0435]

[0436]

[0437] 2) Synthesis of chemical formula C2

[0438]

[0439] In the synthesis of the above chemical formula C1, SM1 and SM2 were changed to SM1 and SM2 in Table 6. Otherwise, chemical formulas C2-1 to C2-5 in Table 6 were synthesized by the same method.

[0440] In the above reaction formula, R11 and r'11 are defined in the same way as those defined above.

[0441] [Table 6]

[0442]

[0443] Manufacturing Example 4. Synthesis of Chemical Formula F1 (Synthesis of Chemical Formulas F1-1 to F1-5)

[0444]

[0445] In the synthesis of the above chemical formula A1, SM1 and SM2 were changed to SM1 and SM2 in Table 7 below. Otherwise, chemical formulas F1-1 to F1-5 in Table 7 were synthesized by the same method.

[0446] In the above reaction formula, R11 and r'11 are defined in the same way as those defined above.

[0447] [Table 7]

[0448]

[0449] Manufacturing Example 5. Synthesis of Chemical Formula G1 (Synthesis of Chemical Formulas G1-1 to G1-5)

[0450]

[0451] In the synthesis of the above chemical formula C1, SM1 and SM2 were changed to SM1 and SM2 in Table 8 below. Otherwise, chemical formulas G1-1 to G1-5 in Table 8 below were synthesized by the same method.

[0452] In the above reaction formula, R11 and r'11 are defined in the same way as those defined above.

[0453] [Table 8]

[0454]

[0455] Manufacturing Example 6. Synthesis of compounds 1 to 25 and 29 to 32

[0456] After adding SM1 (1 equivalent) and SM2 (1.05 equivalent) to tetrahydrofuran (excess), 2M aqueous potassium carbonate solution (30 v / v relative to THF) was added, followed by tetra(triphenylphosphine)palladium (2 mol%). The mixture was heated and stirred for 10 hours. The temperature was lowered to room temperature, and after the reaction was complete, the aqueous potassium carbonate solution was removed, and layer separation was performed. After confirming the reaction was complete, the temperature was lowered to room temperature, the solvent was removed, and the mixture was purified by recrystallization from toluene to produce compound P (compounds 1 to 25 and 29 to 32 hereinafter).

[0457] In the above reaction formula, R11 and r'11 are defined in the same way as those defined above.

[0458] In the synthesis of compounds 1 to 25 and 29 to 32 in Table 9 below, SM1 and SM2 of Manufacturing Example 6 above were changed to SM1 and SM2 in Table 9 below, and the synthesis was carried out by the same method.

[0459] The SM2 in Table 9 below is prepared using the scheme shown below.

[0460] SM2 scheme

[0461]

[0462] SM2 example 1>

[0463]

[0464] SM2 example 2>

[0465]

[0466] SM2 of compounds 1 to 25 and 29 to 32 were prepared using the synthetic examples shown above.

[0467] In addition, the Suzuki reaction alters the synthesis of the above chemical formula A1, and the bromination reaction alters the synthesis of the above chemical formula B1, as well as SM1 and SM2. Otherwise, the methods are the same.

[0468] [Table 9]

[0469]

[0470]

[0471]

[0472]

[0473]

[0474]

[0475] Manufacturing Example 7. Synthesis of Compounds 26 to 28

[0476]

[0477] The reactants (1 equivalent) and trifluoromethanesulfonic acid (catalyst (cat.)) were added to C6D6 (10–50 times the mass of the reactants), and the mixture was stirred at 70°C for 10 to 100 minutes. After the reaction was complete, D2O (excess) was added and stirred for 30 minutes, followed by the dropwise addition of trimethylamine (excess). The reaction mixture was transferred to a separatory funnel and extracted with water and chloroform. The extract was dried over MgSO4 and recrystallized by heating with toluene to obtain compounds 26 to 28 as shown in Table 10 below.

[0478] In the above reaction formula, the definition of substituent is the same as the definition above, and Dx represents the number of deuterium substituted in the above compound.

[0479] In the synthesis of compounds 26 to 28 in Table 10 below, SM1 and SM2 are changed to SM1 and SM2 in Table 10 below, otherwise the synthesis is carried out by the method described above.

[0480] [Table 10]

[0481]

[0482]

[0483] [Depending on the reaction time, the degree of deuterium substitution varies among the products; the substitution rate is determined based on the maximum m / z (M+) value.]

[0484] The deuterium substitution of the above-mentioned products is referenced in existing literature KR1538534.

[0485] <Example 1> Manufacturing of OLEDs

[0486] As the anode, ITO / Ag / ITO is used The vapor-deposited substrate was cut into 50mm × 50mm × 0.5mm pieces and placed in distilled water containing a dispersant, then ultrasonically washed. The detergent used was from Fischer Co., and the distilled water was filtered twice using a Millipore Co. filter. After washing the ITO for 30 minutes, the process was repeated twice with distilled water, followed by 10-minute ultrasonic washing. After the distilled water washing, the substrate was ultrasonically washed in the following order: isopropanol, acetone, and methanol, and then dried.

[0487] On the prepared anode, HI-1 is... A hole injection layer is formed by thermal vacuum evaporation of a material of a certain thickness. On this hole injection layer, HT1, the material used to transport holes, is applied at a thickness of [insert thickness here]. A hole transport layer is formed by vacuum evaporation. Then, EB1 is used. A hole regulation layer is formed, and then, the above compound 1 (main body) and dopant BD1 (2 wt%) are added... A light-emitting layer is formed by vacuum evaporation to a thickness of [amount missing]. Then, ET1 is deposited [missing information]. To form an electronic regulation layer, compounds ET2 and Liq are mixed in a 7:3 ratio, resulting in a thickness... The electron transport layer. Sequentially... Thick magnesium and lithium fluoride (LiF) layers as electron injection layers <eil>After film formation, it is used as a cathode, formed using magnesium and silver (1:4). Then, CP1 is vapor-deposited. Thus, the device was completed. During the above process, the evaporation rate of the organic material was maintained.

[0488] Examples 2 to 37 and Comparative Examples 1 to 4

[0489] In Example 1 above, compounds 1 and BD1 were replaced by the compounds listed in Table 11 below, and otherwise the organic light-emitting devices of Examples 2 to 37 and Comparative Examples 1 to 4 were manufactured by the same method.

[0490]

[0491] An application of 20 mA / cm² to the organic light-emitting devices manufactured in Examples 1 to 37 and Comparative Examples 1 to 4 was performed. 2 The current was measured, and the voltage, efficiency, color coordinates, and lifetime (T95) were determined. The results are shown in Table 11 below. Here, T95 refers to the current at 20 mA / cm². 2 The time it takes for the initial brightness to drop to 95% at a given current density.

[0492] [Table 11]

[0493]

[0494]

[0495]

[0496] According to Table 11 above, for chemical formula 1 of this specification, the improvement of the blue light-emitting device is achieved by improving the properties of the anthracene blue phosphor host incorporating benzofuran or benzothiophene units.

[0497] It can be observed that the device performance of the blue device is significantly improved compared with that of Comparative Examples 1 to 4, which used various known derivatives.

[0498] Comparative Examples 2 and 3 show that the effects on the characteristics of the blue light-emitting device differ depending on the bonding position of the benzofuran or benzothiophene unit as described in this specification, and the bonding positions of the anthracene benzofuran or benzothiophene units of L1 and L2 being directly bonded.

[0499] Comparative Example 4 involves the introduction of an anthracene compound, such as phenanthrene, with strong electron-withdrawing groups (G101 to G108) of Chemical Formula B in this specification into a blue fluorescent host, without groups bound to L2. Energy levels and characteristics that fail to function properly as the host can be observed in Table 11.

[0500] It is understood that the compounds of chemical formula 1 in this specification, by using the compounds of manufacturing examples 6 and 7 (Tables 9 and 10 above) as the main body of the blue organic light-emitting device, can regulate the smooth hole injection into the light-emitting layer. By achieving a balance of holes and electrons in the organic light-emitting device according to the chemical structure, the organic light-emitting device according to this specification exhibits excellent characteristics in terms of efficiency, driving voltage, and stability.< / eil>

Claims

1. A compound of the following chemical formula 1: [Chemical Formula 1] In the chemical formula 1, X1 is 0. Any one of R1 to R6 is a portion bonded to L1 of the following chemical formula A, the others being the same as or different from each other, and each being independently hydrogen, deuterium, a straight-chain or branched alkyl group having 1 to 30 carbon atoms, a monocyclic cycloalkyl group having 6 to 30 carbon atoms, a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms that is substituted with or unsubstituted with deuterium, or a monocyclic or polycyclic heterocyclic group having 2 to 30 carbon atoms that is substituted with or unsubstituted with a monocyclic aryl group having 6 to 30 carbon atoms. [Chemical Formula A] In the chemical formula A, L1 and L2 may be the same as or different from each other, and each can be independently directly bonded, phenylene, biphenylene, or naphthylene. Ar1 has the following chemical formula B. **The portion that combines with the chemical formula 1. G1 is hydrogen, deuterium, or an aryl group consisting of a monocyclic or polycyclic ring with 6 to 30 carbon atoms. g1 is an integer from 1 to 8. When g1 is 2 or more, the two or more G1 values ​​are either the same or different from each other. [Chemical Formula B] In the chemical formula B, X2 is either O or S. Any one of G101 to G108 is a portion that is combined with L2 of the chemical formula A, and the rest may be the same as or different from each other, and each is independently hydrogen, deuterium, a straight-chain or branched alkyl group having 1 to 30 carbon atoms, a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms, or a monocyclic or polycyclic heterocyclic group having 2 to 30 carbon atoms. When X1 is O, L1 and L2 are directly bonded, and R6 is the portion bonded to L1 of the chemical formula A, any one of G102 to G107 of the chemical formula B is the portion bonded to L2 of the chemical formula A.

2. The compound according to claim 1, wherein, The chemical formula 1 is any one of the following chemical formulas 1-1 to 1-6: [Chemical Formula 1-1] [Chemical Formula 1-2] [Chemical Formulas 1-3] [Chemical Formulas 1-4] [Chemical Formulas 1-5] [Chemical Formulas 1-6] In the chemical formulas 1-1 to 1-6, The definitions of R1 to R6 and X1 are the same as those in Chemical Formula 1. The definitions of L1, L2, Ar1, G1, and g1 are the same as those in the chemical formula A.

3. The compound according to claim 1, wherein, The chemical formula A is any one of the following chemical formulas A-2 to A-4: [Chemical Formula A-2] [Chemical Formula A-3] [Chemical Formula A-4] In the chemical formulas A-2 to A-4, The definitions of L1, L2, G1, and g1 are the same as those in chemical formula A. The definitions of X2 and G101 to G108 are the same as those in the chemical formula B.

4. The compound according to claim 1, wherein, The chemical formula 1 contains at least one deuterium.

5. A compound selected from any one of the following compounds: In the compound, Dx represents the number of deuterium atoms substituted in the compound, where x is an integer from 1 to 28.

6. An organic light-emitting device, wherein, include: The first electrode, the second electrode, and one or more organic layers disposed between the first electrode and the second electrode. One or more of the organic layers comprise the compound according to any one of claims 1 to 5.

7. The organic light-emitting device according to claim 6, wherein, The organic layer includes a light-emitting layer, and the light-emitting layer contains the compound as the main body of the light-emitting layer.

8. The organic light-emitting device according to claim 7, wherein, The light-emitting layer contains a dopant, and the dopant contains a fluorescent dopant.

9. The organic light-emitting device according to claim 8, wherein, The fluorescent dopant comprises one or more compounds selected from pyrene compounds and non-pyrene compounds.

10. The organic light-emitting device according to claim 9, wherein, The non-pyrene compounds include boron compounds.

11. The organic light-emitting device according to claim 7, wherein, The luminescent layer also contains one or more host compounds that are different from the compound.

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