Compound and organic light-emitting device comprising same

Abstract

The present specification provides a compound represented by Chemical Formula 1 and an organic light emitting device comprising the same.

Description

Technical Field

[0001] This application claims the priority of Korean Patent Application No. 10-2023-0029459 filed on March 6, 2023, in the Korean Intellectual Property Office, the entire contents of which are incorporated into this specification.

[0002] The present invention relates to a compound and an organic light-emitting device comprising the same. Background Art

[0003] Generally speaking, the phenomenon of organic light emitting refers to the phenomenon of converting electrical energy into light energy using organic substances. Organic light emitting devices that utilize the phenomenon of organic light emitting generally have a structure including an anode and a cathode and an organic layer located between them. Here, in order to improve the efficiency and stability of the organic light emitting device, the organic layer is mostly formed by a multilayer structure composed of different substances, for example, it can be formed by a hole injection layer, a hole transport layer, a light emitting layer, an electron transport layer, an electron injection layer, etc. For the structure of such an organic light emitting device, if a voltage is applied between the two electrodes, holes are injected from the anode into the organic layer, and electrons are injected from the cathode into the organic layer. When the injected holes and electrons meet, excitons are formed, and when the excitons transition back to the ground state, light is emitted.

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

[0005] (Prior Art Document) Japanese Patent Publication No. 2015-111624 Summary of the Invention

[0006] Technical issues

[0007] This specification provides a compound and an organic light-emitting device comprising the same.

[0008] Solution to the problem

[0009] One embodiment of the present specification provides a compound represented by the following Chemical Formula 1.

[0010] [Chemical Formula 1]

[0011]

[0012] In the above chemical formula 1,

[0013] L is a directly bonded or deuterium-substituted or unsubstituted arylene group,

[0014] Ar is a dibenzofuranyl group which may be substituted by deuterium, or a dibenzothiophenyl group which may be substituted by deuterium,

[0015] R1 is hydrogen or deuterium,

[0016] R2 and R3 are the same as or different from each other and are each independently hydrogen, deuterium, or an aryl group which may be substituted or unsubstituted by deuterium,

[0017] r1 is an integer from 0 to 6. When r1 is 2 or more, the two or more R1s are the same or different from each other.

[0018] r2 is an integer from 0 to 7. When r2 is 2 or more, the two or more R2 are the same or different from each other.

[0019] r3 is an integer of 0 to 8. When r3 is 2 or more, the two or more R3s are the same as or different from each other.

[0020] In addition, one embodiment of the present specification provides an organic light-emitting device, comprising: an anode, a cathode, and one or more organic layers disposed between the anode and the cathode, wherein one or more of the organic layers contains the compound represented by Chemical Formula 1.

[0021] Effects of the Invention

[0022] The compounds described in this specification can be used as materials for the organic layer of an organic light-emitting device. The compounds according to at least one embodiment of this specification can achieve improved efficiency, lower driving voltage and / or improved life characteristics in an organic light-emitting device. In particular, the compounds described in this specification can be used as materials for hole injection, hole transport, hole injection and hole transport, electron blocking, luminescence, hole blocking, electron transport, or electron injection. In addition, compared with existing organic light-emitting devices, they have the effects of low driving voltage, high efficiency and / or long life. BRIEF DESCRIPTION OF THE DRAWINGS

[0023] Figure 1 The diagram shows an example of an organic light-emitting device in which a substrate 1, an anode 2, a light-emitting layer 6, and a cathode 10 are stacked in this order.

[0024] Figure 2 The diagram shows an example of an organic light-emitting device having a substrate 1, an anode 2, a hole injection layer 3, a hole transport layer 4, an electron blocking layer 5, a light-emitting layer 6, a hole blocking layer 7, an electron transport layer 8, an electron injection layer 9 and a cathode 10 stacked in this order.

[0025] Figure 3 The diagram shows an example of an organic light-emitting device having a substrate 1, an anode 2, a hole injection layer 3, a hole transport layer 4, an electron blocking layer 5, a light-emitting layer 6, a hole blocking layer 7, an electron transport and injection layer 11, and a cathode 10 stacked in this order. DETAILED DESCRIPTION

[0026] Next, this specification is described in more detail.

[0027] In this specification, when it is stated that a certain part “includes / comprising” a certain component, unless otherwise stated, it means that other components may be further included, rather than excluding other components.

[0028] In this specification, when it is stated that a certain component is located “on” another component, it includes not only a case where the certain component is in contact with the other component, but also a case where other components are present between the two components.

[0029] In this manual, or dotted lines indicate the positions where the chemical formula or compound is bonded.

[0030] In this specification, "N% substitution with deuterium" means that N% of the available hydrogen atoms in the structure are substituted with deuterium. For example, in dibenzofuran, "25% substitution with deuterium" means that two of the eight hydrogen atoms in dibenzofuran are substituted with deuterium.

[0031] In this specification, the degree of deuteration can be determined by nuclear magnetic resonance spectroscopy ( 1 The results were confirmed by known methods such as H NMR) or GC / MS.

[0032] In this specification, examples of substituents are described below, but are not limited thereto.

[0033] The term "substituted" as used above means that a hydrogen atom bonded to a carbon atom of a compound is replaced with another substituent. The position to be substituted is not limited as long as it is a position where a hydrogen atom can be substituted, that is, a position where a substituent can be substituted. When there are two or more substitutions, the two or more substituents may be the same or different from each other.

[0034] In this specification, the term "substituted or unsubstituted" refers to a group selected from deuterium, a halogen group, a nitrile group (-CN), a nitro group, a hydroxyl group, an alkyl group, a cycloalkyl group, an alkoxy group, a phosphine oxide group, an aryloxy group, an alkylthio group, Arylthio Alkylsulfonyl Arylsulfonyl The group may be substituted with one or more substituents selected from the group consisting of alkenyl, silyl, boron, amino, aryl, or heterocyclic groups, or may be substituted with a substituent consisting of two or more of the substituents listed above, or may be unsubstituted. For example, a "substituent consisting of two or more substituents linked together" may be a biphenyl group. That is, the biphenyl group may be an aryl group, or may be interpreted as a substituent consisting of two linked phenyl groups.

[0035] In this specification, the term "substituted or unsubstituted" means that the group is substituted with one or more substituents selected from deuterium, a halogen group, a nitrile group, a nitro group, a hydroxyl group, an amino group, a silyl group, a boron group, an alkoxy group, an aryloxy group, an alkyl group, a cycloalkyl group, an aryl group, and a heterocyclic group, or is substituted with a substituent formed by linking two or more of the substituents exemplified above, or has no substituent.

[0036] In this specification, the term "substituted or unsubstituted" means substituted with one or more substituents selected from deuterium, alkyl groups, aryl groups, and heterocyclic groups, or substituted with a substituent formed by linking two or more substituents among the above-mentioned substituents, or having no substituents.

[0037] Examples of the above-mentioned substituents are described below, but are not limited thereto.

[0038] In the present specification, examples of the halogen group include fluorine (—F), chlorine (—Cl), bromine (—Br) or iodine (—I).

[0039] In this specification, the silyl group can be represented by -SiY a Y b Y c The chemical formula shows that the above Y a 、Y b and Y c Each of them can be hydrogen, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group. The above-mentioned silyl group specifically includes trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, vinyldimethylsilyl, propyldimethylsilyl, triphenylsilyl, diphenylsilyl, phenylsilyl and the like, but is not limited thereto.

[0040] In this specification, the boron group can be represented by -BY d Y e The chemical formula shows that the above Y d and Y e Each of them may be hydrogen, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group. Specific examples of the boryl group include trimethylboryl, triethylboryl, tert-butyldimethylboryl, triphenylboryl, and phenylboryl, but are not limited thereto.

[0041] In the present specification, the alkyl group may be linear or branched, and the number of carbon atoms is not particularly limited, but is preferably 1 to 60. According to one embodiment, the number of carbon atoms in the alkyl group is 1 to 30. According to another embodiment, the number of carbon atoms in the alkyl group is 1 to 20. According to another embodiment, the number of carbon atoms in the alkyl group is 1 to 10. Specific examples of the alkyl group include, but are not limited to, methyl, ethyl, propyl, n-propyl, isopropyl, butyl, n-butyl, isobutyl, tert-butyl, pentyl, n-pentyl, hexyl, n-hexyl, heptyl, n-heptyl, octyl, and n-octyl.

[0042] In the present specification, the above description of the alkyl group applies to the arylalkyl group except that the arylalkyl group is substituted with an aryl group.

[0043] In this specification, the alkoxy group may be linear, branched, or cyclic. The number of carbon atoms in the alkoxy group is not particularly limited, but preferably has a carbon number of 1 to 20. Specifically, it may be a methoxy group, an ethoxy group, an n-propoxy group, an isopropoxy group, an n-butoxy group, an isobutoxy group, a tert-butoxy group, a sec-butoxy group, an n-pentoxy group, a neopentoxy group, an isopentoxy group, an n-hexyloxy group, a 3,3-dimethylbutoxy group, a 2-ethylbutoxy group, an n-octyloxy group, an n-nonyloxy group, an n-decyloxy group, etc., but is not limited thereto.

[0044] The alkyl group, alkoxy group, and other substituents containing an alkyl moiety described in this specification include all of linear and branched forms.

[0045] In the present specification, the alkenyl group may be linear or branched, and the number of carbon atoms is not particularly limited, but is preferably 2 to 40. According to one embodiment, the number of carbon atoms of the alkenyl group is 2 to 20. According to another embodiment, the number of carbon atoms of the alkenyl group is 2 to 10. According to another embodiment, the number of carbon atoms of the alkenyl group is 2 to 6. 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-(naphthalen-1-yl)vinyl-1-yl, 2,2-bis(diphenyl-1-yl)vinyl-1-yl, and styryl, but are not limited thereto.

[0046] In the present specification, the alkynyl group is a substituent containing a triple bond between carbon atoms, and may be linear or branched. The number of carbon atoms is not particularly limited, but is preferably 2 to 40. According to one embodiment, the number of carbon atoms in the alkynyl group is 2 to 20. According to another embodiment, the number of carbon atoms in the alkynyl group is 2 to 10.

[0047] In this specification, the cycloalkyl group is not particularly limited, but is preferably a cycloalkyl group having 3 to 60 carbon atoms. According to one embodiment, the cycloalkyl group has 3 to 30 carbon atoms. According to another embodiment, the cycloalkyl group has 3 to 20 carbon atoms. According to another embodiment, the cycloalkyl group has 3 to 6 carbon atoms. Specific examples include, but are not limited to, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl groups.

[0048] In this specification, an amino group is -NH2, and the amino group may be substituted with the above-mentioned alkyl group, aryl group, heterocyclic group, alkenyl group, cycloalkyl group, and combinations thereof. The number of carbon atoms in the substituted amino group is not particularly limited, but is preferably 1 to 30. According to one embodiment, the number of carbon atoms in the amino group is 1 to 20. According to one embodiment, the number of carbon atoms in the amino group is 1 to 10. Specific examples of the substituted amino group include methylamino, dimethylamino, ethylamino, diethylamino, phenylamino, 9,9-dimethylfluorenylphenylamino, pyridylphenylamino, diphenylamino, phenylpyridylamino, naphthylamino, biphenylamino, anthracenylamino, dibenzofuranylphenylamino, 9-methylanthrylamino, diphenylamino, phenylnaphthylamino, ditolylamino, phenyltolylamino, diphenylamino, etc., but are not limited thereto.

[0049] In this specification, the aryl group is not particularly limited, but preferably has 6 to 60 carbon atoms. According to one embodiment, the carbon number of the above-mentioned aryl group is 6 to 30. According to one embodiment, the carbon number of the above-mentioned aryl group is 6 to 20. The above-mentioned aryl group may be an aryl group consisting of a monocyclic ring or a polycyclic aryl group (an aryl group with more than two rings). The aryl group consisting of a monocyclic ring may also be expressed as a monocyclic aryl group, which may refer to a phenyl group or a group formed by connecting two or more phenyl groups. As the above-mentioned aryl group consisting of a monocyclic ring, it may be a phenyl group, a biphenyl group, a terphenyl group, a quaterphenyl group, etc., but is not limited thereto. The polycyclic aryl group may refer to a group such as a naphthyl group, a phenanthrenyl group, etc. fused with two or more monocyclic rings. As the above-mentioned polycyclic aryl group, it may be a naphthyl group, an anthracenyl group, a phenanthrenyl group, a pyrenyl group, a perylenyl group, phenylene, fluorenyl, triphenylene, etc., but are not limited thereto.

[0050] In the present specification, the fluorenyl group may be substituted, and two substituents may be bonded to form a spiro structure. In this case, the spiro structure may be an aromatic hydrocarbon ring or an aliphatic hydrocarbon ring.

[0051] When the fluorenyl group is substituted, it may be Isospirofluorenyl; (9,9-dimethylfluorenyl) and (9,9-diphenylfluorenyl) and other substituted fluorenyl groups, but are not limited thereto.

[0052] In the present specification, the above description of the aryl group can be applied to the aryl group in the aryloxy group.

[0053] In the present specification, the above description of the alkyl group can be applied to the alkyl group in the alkylthio group and the alkylsulfonyl group.

[0054] In the present specification, the above description of the aryl group can be applied to the aryl group in the arylthio group and the arylsulfonyl group.

[0055] In the present specification, a heterocyclic group is a ring group containing one or more of N, O, P, S, Si, and Se as heteroatoms. The number of carbon atoms is not particularly limited, but preferably the number of carbon atoms is 2 to 60. According to one embodiment, the number of carbon atoms in the heterocyclic group is 2 to 30. According to one embodiment, the number of carbon atoms in the heterocyclic group is 2 to 20. Examples of heterocyclic groups include, but are not limited to, pyridyl, pyrrolyl, pyrimidinyl, quinolyl, pyridazinyl, furyl, thienyl, imidazolyl, pyrazolyl, dibenzofuranyl, dibenzothienyl, carbazolyl, benzocarbazolyl, naphthobenzofuranyl, benzonaphthothienyl, indenocarbazolyl, and triazinyl.

[0056] In the present specification, a heteroaryl group is aromatic, and other than this, the above description of the heterocyclic group is applicable.

[0057] In the present specification, the description of the above-mentioned aryl group is applicable to the above-mentioned arylene group except that the above-mentioned arylene group is divalent.

[0058] In the present specification, the same description as for the above-mentioned heterocyclic group applies to the divalent heterocyclic group except that the divalent group is divalent.

[0059] In the present specification, in a substituted or unsubstituted ring formed by bonding with adjacent groups, "ring" means a hydrocarbon ring or a heterocyclic ring.

[0060] The hydrocarbon ring may be aromatic, aliphatic, or a condensed ring of aromatic and aliphatic groups, and may be selected from the examples of the cycloalkyl group or aryl group described above.

[0061] In this specification, the term "forming a ring by combining with adjacent groups" means combining with adjacent groups to form a substituted or unsubstituted aliphatic hydrocarbon ring, a substituted or unsubstituted aromatic hydrocarbon ring, a substituted or unsubstituted aliphatic heterocycle, a substituted or unsubstituted aromatic heterocycle, or a condensed ring thereof. The aforementioned hydrocarbon ring refers to a ring composed solely of carbon and hydrogen atoms. The aforementioned heterocycle refers to a ring containing one or more elements selected from N, O, P, S, Si, and Se. In this specification, the aforementioned aliphatic hydrocarbon ring, aromatic hydrocarbon ring, aliphatic heterocycle, and aromatic heterocycle may be monocyclic or polycyclic.

[0062] In this specification, an aliphatic hydrocarbon ring refers to a ring that is not aromatic and is composed only of carbon and hydrogen atoms. Examples of aliphatic hydrocarbon rings include, but are not limited to, cyclopropane, cyclobutane, cyclobutene, cyclopentane, cyclopentene, cyclohexane, cyclohexene, 1,4-cyclohexadiene, cycloheptane, cycloheptene, cyclooctane, and cyclooctene.

[0063] In this specification, an aromatic hydrocarbon ring refers to an aromatic ring composed only of carbon and hydrogen atoms. Examples of aromatic hydrocarbon rings include benzene, naphthalene, anthracene, phenanthrene, perylene, fluoranthene, triphenylene, phenalene, pyrene, tetracene, Examples include, but are not limited to, pentacene, fluorene, indene, acenaphthylene, benzofluorene, and spirofluorene. In this specification, an aromatic hydrocarbon ring can be interpreted as having the same meaning as an aryl group.

[0064] In this specification, an aliphatic heterocycle refers to an aliphatic ring containing one or more heteroatoms. Examples of aliphatic heterocycles include oxirane, tetrahydrofuran, 1,4-dihydrofuran, 1,4-dioxane, pyrrolidine, piperidine, morpholine, oxepane Azoctane Thioctanes etc., but not limited thereto.

[0065] In this specification, an aromatic heterocycle refers to an aromatic ring containing one or more heteroatoms. Examples of aromatic heterocycles include pyridine, pyrrole, pyrimidine, pyridazine, furan, thiophene, imidazole, pyrazole, Azoles, isocyanates Azoles, thiazoles, isothiazoles, triazoles, diazole, thiadiazole, dithiazole, tetrazole, pyran, thiopyran, diazine, Azine, thiazine, di Olefins, triazines, tetrazines, isoquinolines, quinolines, quinones, quinazolines, quinoxalines, naphthyridines, acridines, phenanthridines, naphthyridines, triazaindene, indoles, indolizines, benzothiazoles, benzo azole, benzimidazole, benzothiophene, benzofuran, dibenzothiophene, dibenzofuran, carbazole, benzocarbazole, dibenzocarbazole, phenazine, imidazopyridine, phen Oxazine, indolocarbazole, indenocarbazole, etc., but are not limited to these.

[0066] Hereinafter, preferred embodiments of the present invention will be described in detail. However, the embodiments of the present invention can be modified in various forms, and the scope of the present invention is not limited to the embodiments described below.

[0067] Chemical formula 1 of the present invention is characterized in that an N-carbazolyl group is connected to the 1-position of dibenzofuran substituted with a heterocyclic group (dibenzofuran or dibenzothiophene), and an N-carbazolyl group is further bonded to the above-mentioned carbazolyl group. When the compound represented by Chemical formula 1 of the present invention is applied to an organic light-emitting device, an organic light-emitting device with high efficiency, low voltage and / or long life characteristics can be obtained.

[0068] Next, Chemical Formula 1 will be described in detail.

[0069] [Chemical Formula 1]

[0070]

[0071] In the above chemical formula 1,

[0072] L is a directly bonded or deuterium-substituted or unsubstituted arylene group,

[0073] Ar is a dibenzofuranyl group which may be substituted by deuterium, or a dibenzothiophenyl group which may be substituted by deuterium,

[0074] R1 is hydrogen or deuterium,

[0075] R2 and R3 are the same as or different from each other and are each independently hydrogen, deuterium, or an aryl group which may be substituted or unsubstituted by deuterium,

[0076] r1 is an integer from 0 to 6. When r1 is 2 or more, the two or more R1s are the same or different from each other.

[0077] r2 is an integer from 0 to 7. When r2 is 2 or more, the two or more R2 are the same or different from each other.

[0078] r3 is an integer of 0 to 8. When r3 is 2 or more, the two or more R3s are the same as or different from each other.

[0079] In one embodiment of the present specification, L is a directly bonded or deuterium-substituted or unsubstituted arylene group.

[0080] In one embodiment of the present specification, L is an arylene group having 6 to 60 carbon atoms, which is directly bonded or substituted or unsubstituted with deuterium.

[0081] In one embodiment of the present specification, L is an arylene group having 6 to 30 carbon atoms, which is directly bonded or substituted or unsubstituted with deuterium.

[0082] In one embodiment of the present specification, L is an arylene group having 6 to 20 carbon atoms, which is directly bonded or substituted or unsubstituted with deuterium.

[0083] In one embodiment of the present specification, L is a monocyclic to tricyclic arylene group which is directly bonded or substituted or unsubstituted with deuterium.

[0084] In one embodiment of the present specification, L is a monocyclic to bicyclic arylene group which is directly bonded or substituted or unsubstituted with deuterium.

[0085] In one embodiment of the present specification, L is a directly bonded or deuterium-substituted or unsubstituted arylene group consisting of a single ring.

[0086] In one embodiment of the present specification, L is a direct bond, a phenylene group which may be substituted by deuterium, a biphenylene group which may be substituted by deuterium, or a naphthylene group which may be substituted by deuterium.

[0087] In one embodiment of the present specification, L is a direct bond, or is represented by any of the following structural formulas.

[0088]

[0089] In the above structural formulae, the dotted lines indicate binding positions, and each of the above structural formulae may be substituted with deuterium.

[0090] In one embodiment of the present specification, L is a direct bond.

[0091] In one embodiment of the present specification, Ar is a dibenzofuranyl group which may be substituted by deuterium, or a dibenzothienyl group which may be substituted by deuterium.

[0092] In one embodiment of the present specification, Ar is a dibenzofuranyl group which may be substituted with deuterium.

[0093] In one embodiment of the present specification, Ar is a dibenzothienyl group which may be substituted with deuterium.

[0094] In one embodiment of the present specification, Ar is represented by any one of the following structural formulas.

[0095]

[0096] In the above structural formulae, the dotted lines indicate binding positions, and each of the above structural formulae may be substituted with deuterium.

[0097] In one embodiment of the present specification, R1 is hydrogen or deuterium.

[0098] In one embodiment of the present specification, R1 is hydrogen.

[0099] In one embodiment of the present specification, R1 is deuterium.

[0100] In one embodiment of the present specification, R2 and R3 are the same as or different from each other, and are each independently hydrogen, deuterium, or an aryl group which may be substituted or unsubstituted with deuterium.

[0101] In one embodiment of the present specification, R2 and R3 are the same as or different from each other and are each independently hydrogen, deuterium, or an aryl group having 6 to 60 carbon atoms which may be substituted or unsubstituted with deuterium.

[0102] In one embodiment of the present specification, R2 and R3 are the same as or different from each other and are each independently hydrogen, deuterium, or an aryl group having 6 to 30 carbon atoms which may be substituted or unsubstituted with deuterium.

[0103] In one embodiment of the present specification, R2 and R3 are the same as or different from each other and are each independently hydrogen, deuterium, or an aryl group having 6 to 20 carbon atoms which may be substituted or unsubstituted with deuterium.

[0104] In one embodiment of the present specification, R2 and R3 are the same as or different from each other, and are each independently hydrogen, deuterium, phenyl substituted or unsubstituted by deuterium, biphenyl substituted or unsubstituted by deuterium, terphenyl substituted or unsubstituted by deuterium, naphthyl substituted or unsubstituted by deuterium, or phenanthrenyl substituted or unsubstituted by deuterium.

[0105] In one embodiment of the present specification, R2 and R3 are the same as or different from each other, and are each independently hydrogen, deuterium, or a phenyl group which may be substituted or unsubstituted with deuterium.

[0106] In one embodiment of the present specification, R2 and R3 are the same as or different from each other, and are each independently hydrogen or deuterium.

[0107] In one embodiment of the present specification, R2 is hydrogen or deuterium.

[0108] In one embodiment of the present specification, R2 is hydrogen.

[0109] In one embodiment of the present specification, R2 is deuterium.

[0110] In one embodiment of the present specification, R3 is hydrogen, deuterium, or phenyl which may be substituted with deuterium.

[0111] In one embodiment of the present specification, R3 is hydrogen.

[0112] In one embodiment of the present specification, R3 is deuterium.

[0113] In one embodiment of the present specification, r1 is an integer from 0 to 6.

[0114] In one embodiment of the present specification, r1 is 0.

[0115] In one embodiment of the present specification, r1 is 6.

[0116] In one embodiment of the present specification, r2 is an integer from 0 to 7.

[0117] In one embodiment of the present specification, r2 is 0.

[0118] In one embodiment of the present specification, r2 is 7.

[0119] In one embodiment of the present specification, r3 is an integer from 0 to 8.

[0120] In one embodiment of the present specification, r3 is 0.

[0121] In one embodiment of the present specification, r3 is 8.

[0122] In one embodiment of the present specification, the above Chemical Formula 1 is represented by any one of the following Chemical Formulas 1-1 to 1-4.

[0123] [Chemical Formula 1-1]

[0124]

[0125] [Chemical formula 1-2]

[0126]

[0127] [Chemical formula 1-3]

[0128]

[0129] [Chemical formula 1-4]

[0130]

[0131] In the above Chemical Formulas 1-1 to 1-4, L, Ar, R1 to R3, and r1 to r3 are defined the same as in the above Chemical Formula 1.

[0132] In one embodiment of the present specification, the above Chemical Formula 1 is represented by any one of the following Chemical Formulas 2-1 to 2-7.

[0133] [Chemical Formula 2-1]

[0134]

[0135] [Chemical Formula 2-2]

[0136]

[0137] [Chemical formula 2-3]

[0138]

[0139] [Chemical formula 2-4]

[0140]

[0141] [Chemical Formula 2-5]

[0142]

[0143] [Chemical Formula 2-6]

[0144]

[0145] [Chemical Formula 2-7]

[0146]

[0147] In the above Chemical Formulas 2-1 to 2-7, the definitions of L, Ar, R1 to R3, and r1 to r3 are the same as those in the above Chemical Formula 1.

[0148] In one embodiment of the present specification, the above Chemical Formula 1 is represented by any one of the following Chemical Formulas 3-1 to 3-4.

[0149] [Chemical Formula 3-1]

[0150]

[0151] [Chemical Formula 3-2]

[0152]

[0153] [Chemical Formula 3-3]

[0154]

[0155] [Chemical formula 3-4]

[0156]

[0157] In the above chemical formulas 3-1 to 3-4,

[0158] The definitions of R1 to R3 and r1 to r3 are the same as those in the above Chemical Formula 1,

[0159] X is O or S.

[0160] In one embodiment of the present specification, the compound represented by the above Chemical Formula 1 may be substituted with deuterium.

[0161] In one embodiment of the present specification, the -L-Ar group may be substituted with deuterium. In another embodiment, the -L-Ar group may be substituted with deuterium by 60% or more. In another embodiment, the -L-Ar group may be substituted with deuterium by 80% or more. In another embodiment, the -L-Ar group may be substituted with deuterium by 80% to 100%. In another embodiment, the -L-Ar group may be substituted with deuterium by 100% or more.

[0162] In one embodiment of the present specification, the above R1 is deuterium, and r1 may be an integer from 4 to 6. In another embodiment, the above R1 is deuterium, and r1 may be 6.

[0163] In one embodiment of the present specification, the above R2 is deuterium, and r2 may be an integer from 4 to 7. In another embodiment, the above R2 is deuterium, and r2 may be 7.

[0164] In one embodiment of the present specification, the above R3 is deuterium, and r3 may be an integer from 4 to 8. In another embodiment, the above R3 is deuterium, and r3 may be 8.

[0165] In one embodiment of the present specification, the compound represented by the above chemical formula 1 is substituted by deuterium by more than 20%. In another embodiment, the compound represented by the above chemical formula 1 is substituted by deuterium by more than 30%. In another embodiment, the compound represented by the above chemical formula 1 is substituted by deuterium by more than 40%. In another embodiment, the compound represented by the above chemical formula 1 is substituted by deuterium by more than 50%. In another embodiment, the compound represented by the above chemical formula 1 is substituted by deuterium by more than 60%. In another embodiment, the compound represented by the above chemical formula 1 is substituted by deuterium by more than 70%. In another embodiment, the compound represented by the above chemical formula 1 is substituted by deuterium by more than 80%. In another embodiment, the compound represented by the above chemical formula 1 is substituted by deuterium by more than 90%. In another embodiment, the compound represented by the above chemical formula 1 is substituted by deuterium by 100%.

[0166] In one embodiment of the present specification, the compound represented by the above Chemical Formula 1 contains 40% to 60% deuterium. In another embodiment, the compound represented by the above Chemical Formula 1 contains 40% to 80% deuterium. In another embodiment, the compound represented by the above Chemical Formula 1 contains 60% to 80% deuterium. In another embodiment, the compound represented by the above Chemical Formula 1 contains 80% to 100% deuterium.

[0167] In one embodiment of the present specification, the above Chemical Formula 1 is represented by any one of the following compounds.

[0168]

[0169]

[0170]

[0171]

[0172]

[0173]

[0174]

[0175]

[0176]

[0177]

[0178]

[0179]

[0180]

[0181]

[0182]

[0183]

[0184]

[0185]

[0186]

[0187]

[0188]

[0189]

[0190]

[0191]

[0192]

[0193]

[0194]

[0195]

[0196]

[0197]

[0198]

[0199]

[0200]

[0201]

[0202]

[0203]

[0204]

[0205]

[0206]

[0207]

[0208] The compound represented by Chemical Formula 1 according to one embodiment of the present specification can be manufactured as described in the following manufacturing examples. Substituents can be combined by methods known in the art, and the type, position, or number of substituents can be changed according to techniques known in the art. Specifically, compounds corresponding to the scope of Chemical Formula 1 can be synthesized using starting materials, intermediate materials, etc. known in the art and using synthesis methods known in the art.

[0209] In this specification, compounds having various energy band gaps can be synthesized by introducing various substituents into the core structure of the compound represented by the above Chemical Formula 1. In addition, in this specification, the HOMO and LUMO energy levels of the compound can also be adjusted by introducing various substituents into the core structure of the structure shown above.

[0210] In addition, the present specification provides an organic light-emitting device including the above-mentioned compound.

[0211] In this specification, when it is stated that a certain component is located “on” another component, it includes not only a case where the certain component is in contact with the other component, but also a case where other components are present between the two components.

[0212] In this specification, when it is stated that a certain part “includes / comprising” a certain component, unless otherwise stated, it means that other components may be further included, rather than excluding other components.

[0213] The organic light-emitting device according to the present specification is characterized by including: an anode, a cathode, and one or more organic layers disposed between the anode and the cathode, wherein one or more of the organic layers contains the compound represented by Chemical Formula 1.

[0214] The organic light-emitting device of the present specification uses the compound of Chemical Formula 1 to form an organic layer. Otherwise, the organic light-emitting device can be manufactured using common methods and materials for manufacturing organic light-emitting devices.

[0215] When manufacturing organic light-emitting devices, the above-mentioned compounds can be formed into organic layers not only by vacuum evaporation but also by solution coating. Solution coating methods include, but are not limited to, spin coating, dip coating, inkjet printing, screen printing, spraying, and roller coating.

[0216] The organic layer of the organic light-emitting device of the present specification may be formed of a single layer structure or a multilayer structure comprising two or more organic layers stacked together. For example, the organic light-emitting device of the present invention may have a structure including one or more of a hole transport layer, a hole injection layer, an electron blocking layer, a hole transport and injection layer, an electron transport layer, an electron injection layer, a hole blocking layer, and an electron transport and injection layer as the organic layer. However, the structure of the organic light-emitting device of the present specification is not limited to this, and may include a fewer or greater number of organic layers.

[0217] In one embodiment of the present specification, the organic layer includes a light-emitting layer, and the light-emitting layer may include the compound represented by Chemical Formula 1.

[0218] In one embodiment of the present specification, the organic layer includes a light-emitting layer, and the light-emitting layer may contain the compound represented by Chemical Formula 1 as a host.

[0219] In one embodiment of the present specification, the organic layer includes a light-emitting layer, and the light-emitting layer may include the compound represented by Chemical Formula 1 as a dopant.

[0220] In the organic light-emitting device of the present disclosure, the organic layer includes a hole injection layer, a hole transport layer, or a hole injection and transport layer, and the hole injection layer, hole transport layer, or hole injection and transport layer may contain the compound represented by the above Chemical Formula 1.

[0221] In the organic light-emitting device of the present disclosure, the organic layer includes a hole transport layer or a hole injection layer, and the hole transport layer or the hole injection layer may include the compound represented by Chemical Formula 1.

[0222] In one embodiment of the present specification, the organic layer includes an electron blocking layer, and the electron blocking layer includes the compound represented by Chemical Formula 1.

[0223] In one embodiment of the present specification, the organic layer includes an electron injection layer, an electron transport layer, an electron transport and injection layer, or a hole blocking layer, and the electron injection layer, the electron transport layer, the electron transport and injection layer, or the hole blocking layer may contain the compound represented by the above-mentioned Chemical Formula 1.

[0224] In the organic light-emitting device of the present specification, the organic layer includes an electron transport layer, an electron injection layer, or an electron transport and injection layer, and the electron transport layer, electron injection layer, or electron transport and injection layer may contain the compound represented by the above Chemical Formula 1.

[0225] In one embodiment of the present specification, the organic layer includes an electron adjustment layer, and the electron adjustment layer may include the compound represented by Chemical Formula 1.

[0226] In one embodiment of the present specification, the organic layer includes a hole blocking layer, and the hole blocking layer includes the compound represented by Chemical Formula 1.

[0227] In one embodiment of the present specification, the thickness of the organic layer containing the compound of Chemical Formula 1 may be to or to Preferably to

[0228] In another embodiment, the organic layer may further include other organic compounds, metals, or metal compounds in addition to the compound represented by Chemical Formula 1.

[0229] In one embodiment of the present specification, the light-emitting layer may be a blue light-emitting layer, a red light-emitting layer, or a green light-emitting layer.

[0230] In one embodiment of the present specification, the light-emitting layer may be a blue light-emitting layer.

[0231] In one embodiment of the present specification, the light-emitting layer may include a host and a dopant. Specifically, the dopant may be a fluorescent dopant or a phosphorescent dopant.

[0232] In one embodiment of the present specification, the light-emitting layer includes a host and a dopant in a weight ratio of 99:1 to 1:99. Specifically, the light-emitting layer includes a host and a dopant in a weight ratio of 99:1 to 50:50, 99:1 to 70:30, 99:1 to 80:20, 99:1 to 90:10, or 99:1 to 95:5.

[0233] In one embodiment of the present specification, the dopant may include an arylamine compound, a heterocyclic compound containing boron and nitrogen, a metal coordination compound, a platinum coordination compound, or an iridium coordination compound.

[0234] For example, when the above-mentioned light-emitting layer emits red light, as a light-emitting dopant, phosphorescent substances such as PIQIr(acac)(bis(1-phenylisoquinoline)acetylacetonateiridium, bis(1-phenylisoquinoline)acetylacetonateiridium), PQIr(acac)(bis(1-phenylquinoline)acetylacetonateiridium, bis(1-phenylquinoline)acetylacetonateiridium), PQIr(tris(1-phenylquinoline)iridium, tris(1-phenylquinoline)iridium), PtOEP(octaethylporphyrin platinum) or fluorescent substances such as Alq3(tris(8-hydroxyquinolino)aluminum) can be used, but are not limited to these. When the light-emitting layer emits green light, phosphorescent materials such as Ir(ppy)3 (facial tris(2-phenylpyridine)iridium) or fluorescent materials such as Alq3 (tris(8-hydroxyquinoline)aluminum) can be used as the light-emitting dopant, but are not limited to these. When the light-emitting layer emits blue light, phosphorescent materials such as platinum coordination compounds and (4,6-F2ppy)2Irpic can be used as the light-emitting dopant, or fluorescent materials such as spiro-DPVBi, spiro-6P, distyrylbenzene (DSB), distyrylarylene (DSA), PFO-based polymers, and PPV-based polymers can be used as the light-emitting dopant, but are not limited to these.

[0235] In one embodiment of the present specification, the dopant is a metal coordination compound.

[0236] In one embodiment of the present specification, the dopant is a platinum coordination compound.

[0237] In one embodiment of the present specification, the dopant is an iridium complex.

[0238] In one embodiment of the present specification, the dopant may include a compound represented by the following Chemical Formula D-1 or D-2, but is not limited thereto.

[0239] [Chemical Formula D-1]

[0240]

[0241] [Chemical Formula D-2]

[0242]

[0243] In the above chemical formulas D-1 and D-2,

[0244] M is a transition metal,

[0245] A1, A3, A5, A6, K1, K2 and K3 are the same as or different from each other, and are each independently a direct bond, O, S, a divalent ester group, a substituted or unsubstituted alkylene group, a substituted or unsubstituted divalent alkenyl group, a substituted or unsubstituted divalent allyl group, a substituted or unsubstituted arylene group, or a substituted or unsubstituted heteroarylene group,

[0246] A2 and A4 are the same as or different from each other and are each independently a direct bond, N, a substituted or unsubstituted trivalent alkylene group, a substituted or unsubstituted trivalent aryl group, or a substituted or unsubstituted trivalent heteroaryl group,

[0247] n is 1 or 2. When n is 2, the structures in the brackets are the same as or different from each other.

[0248] In one embodiment of the present specification, the above-mentioned M is iridium or platinum.

[0249] In one embodiment of the present specification, the dopant may be selected from the following structural formulas, but is not limited thereto.

[0250]

[0251]

[0252]

[0253]

[0254] As another example, the organic layer includes a light-emitting layer. The light-emitting layer includes the compound represented by Chemical Formula 1 as a host and may further include another host.

[0255] In one embodiment of the present specification, the dopant may include an arylamine compound, a heterocyclic compound containing boron and nitrogen, or an Ir complex.

[0256] In one embodiment of the present specification, the light-emitting layer may include the compound represented by Chemical Formula 1 as a p-type host, and the light-emitting layer may further include an n-type host. In this case, the weight ratio of the p-type host to the n-type host may be 2:8 to 8:2, or 4:6 to 6:4, or 5:5.

[0257] The n-type host may be a compound commonly known in the art, for example, a structure including a N-containing monocyclic ring, dibenzofuran and / or carbazole.

[0258] In one embodiment of the present specification, the light-emitting layer includes a p-type host and an n-type host. When a dopant is included, the weight ratio of the mixture of the p-type host and the n-type host to the dopant can be 99:1 to 70:30, or can be 95:5 to 80:20, or can be 90:10 to 85:15.

[0259] The organic light-emitting device of the present specification may further include a hole transport layer, a hole injection layer, an electron blocking layer, an electron transport and injection layer, an electron transport layer, an electron injection layer, a hole blocking layer, and one or more organic layers among the hole injection and transport layer.

[0260] In one embodiment of the present specification, the organic light-emitting device includes: an anode, a cathode, and two or more organic layers disposed between the anode and the cathode, and at least one of the two or more organic layers includes the compound represented by Chemical Formula 1.

[0261] In one embodiment of the present specification, the two or more organic layers may be two or more selected from the group consisting of a light-emitting layer, a hole transport layer, a hole injection layer, a hole transport and injection layer, and an electron blocking layer.

[0262] In one embodiment of the present specification, the two or more organic layers may be two or more selected from the group consisting of a light-emitting layer, an electron transport layer, an electron injection layer, an electron transport and injection layer, an electron regulating layer, and a hole blocking layer.

[0263] In one embodiment of the present specification, the organic layer includes two or more electron transport layers, and at least one of the two or more electron transport layers contains the compound represented by Chemical Formula 1. Specifically, in one embodiment of the present specification, the compound represented by Chemical Formula 1 may be contained in one of the two or more electron transport layers, or may be contained in each of the two or more electron transport layers.

[0264] In one embodiment of the present specification, when the compound is included in each of the two or more electron transport layers, materials other than the compound represented by Chemical Formula 1 may be the same as or different from each other.

[0265] When the organic layer comprising the compound represented by Chemical Formula 1 is an electron transport layer, an electron injection layer, or an electron transport and injection layer, the electron transport layer, the electron injection layer, or the electron transport and injection layer may further comprise an n-type dopant or an organometallic compound. The n-type dopant or the organometallic compound may be a material known in the art, for example, a metal or a metal complex.

[0266] For example, the n-type dopant or the organometallic compound may be LiQ, but is not limited thereto. The electron transport layer, the electron injection layer, or the electron transport and injection layer including the compound represented by Chemical Formula 1 may further include LiQ (Lithium Quinolate).

[0267] According to one example, the compound represented by Chemical Formula 1 and the n-type dopant or the organometallic compound may be included in a weight ratio of 2:8 to 8:2, for example, 4:6 to 6:4. According to one example, the compound represented by Chemical Formula 1 and the n-type dopant or the organometallic compound may be included in a weight ratio of 1:1.

[0268] In one embodiment of the present specification, the organic layer includes two or more hole transport layers, and at least one of the two or more hole transport layers contains the compound represented by Chemical Formula 1. Specifically, in one embodiment of the present specification, the compound represented by Chemical Formula 1 may be contained in one of the two or more hole transport layers, or may be contained in each of the two or more hole transport layers.

[0269] In one embodiment of the present specification, when the compound represented by Chemical Formula 1 is included in each of the two or more hole transport layers, materials other than the compound represented by Chemical Formula 1 may be the same as or different from each other.

[0270] In one embodiment of the present specification, the organic layer may further include a hole injection layer or a hole transport layer in addition to the organic layer including the compound represented by the above Chemical Formula 1, wherein the hole injection layer or the hole transport layer includes a compound containing an arylamine group, a carbazole group, or a benzocarbazole group.

[0271] In one embodiment of the present specification, the organic light-emitting device may be a normal type organic light-emitting device having a structure in which an anode, one or more organic material layers, and a cathode are sequentially stacked on a substrate.

[0272] In one embodiment of the present specification, the organic light-emitting device may be an inverted type organic light-emitting device in which a cathode, one or more organic layers, and an anode are sequentially stacked on a substrate.

[0273] In the organic light-emitting device of the present invention, the organic layer may include an electron blocking layer. The electron blocking layer may be made of materials known in the art.

[0274] For example, the organic light emitting device may have a stacked structure as shown below, but is not limited thereto.

[0275] (1) Anode / HTL / Emitting Layer / Cathode

[0276] (2) Anode / HOL injection layer / HOL transport layer / Emitting layer / Cathode

[0277] (3) Anode / hole injection layer / hole buffer layer / hole transport layer / light-emitting layer / cathode

[0278] (4) Anode / HTL / Luminescent Layer / Electron Transport Layer / Cathode

[0279] (5) Anode / HTL / Luminescent Layer / Electron Transport Layer / Electron Injection Layer / Cathode

[0280] (6) Anode / HOL injection layer / HOL transport layer / Luminescent layer / Electron transport layer / Cathode

[0281] (7) Anode / Hole Injection Layer / Hole Transport Layer / Emitting Layer / Electron Transport Layer / Electron Injection Layer / Cathode

[0282] (8) Anode / HOL injection layer / HOL buffer layer / HOL transport layer / Emission layer / Electron transport layer / Cathode

[0283] (9) Anode / Hole Injection Layer / Hole Buffer Layer / Hole Transport Layer / Emitting Layer / Electron Transport Layer / Electron Injection Layer / Cathode

[0284] (10) Anode / hole transport layer / electron blocking layer / light-emitting layer / electron transport layer / cathode

[0285] (11) Anode / HTL / Electron Blocking Layer / Emitting Layer / Electron Transport Layer / Electron Injection Layer / Cathode

[0286] (12) Anode / Hole Injection Layer / Hole Transport Layer / Electron Blocking Layer / Emitting Layer / Electron Transport Layer / Cathode

[0287] (13) Anode / Hole Injection Layer / Hole Transport Layer / Electron Blocking Layer / Emitting Layer / Electron Transport Layer / Electron Injection Layer / Cathode

[0288] (14) Anode / hole transport layer / light-emitting layer / hole blocking layer / electron transport layer / cathode

[0289] (15) Anode / HTL / Emitting Layer / HTL / Electron Transport Layer / Electron Injection Layer / Cathode

[0290] (16) Anode / Hole Injection Layer / Hole Transport Layer / Emitting Layer / Hole Blocking Layer / Electron Transport Layer / Cathode

[0291] (17) Anode / Hole Injection Layer / Hole Transport Layer / Emitting Layer / Hole Blocking Layer / Electron Transport Layer / Electron Injection Layer / Cathode

[0292] (18) Anode / hole injection layer / hole transport layer / electron blocking layer / light-emitting layer / hole blocking layer / electron transport and injection layer / cathode

[0293] The structure of the organic light emitting device of the present specification may have the following Figures 1 to 3 The structure shown is not limited thereto.

[0294] Figure 1 The figure shows an example of an organic light-emitting device in which a substrate 1, an anode 2, a light-emitting layer 6, and a cathode 10 are sequentially stacked. In the above structure, the above compound may be contained in the light-emitting layer 6.

[0295] Figure 2 The diagram shows an example of an organic light-emitting device having a substrate 1, an anode 2, a hole injection layer 3, a hole transport layer 4, an electron blocking layer 5, a light-emitting layer 6, a hole blocking layer 7, an electron transport layer 8, an electron injection layer 9, and a cathode 10 stacked in this order. In the above structure, the above-mentioned compound can be contained in the hole injection layer 3, the hole transport layer 4, the electron blocking layer 5, the light-emitting layer 6, the hole blocking layer 7, the electron transport layer 8, or the electron injection layer 9.

[0296] Figure 3 The diagram shows an example of an organic light-emitting device having a substrate 1, an anode 2, a hole injection layer 3, a hole transport layer 4, an electron blocking layer 5, a light-emitting layer 6, a hole blocking layer 7, an electron transport and injection layer 11, and a cathode 10 stacked in this order. In the above structure, the above-mentioned compound can be contained in the hole injection layer 3, the hole transport layer 4, the electron blocking layer 5, the light-emitting layer 6, the hole blocking layer 7, or the electron transport and injection layer 11.

[0297] In one embodiment of the present specification, the hole transport layer and the light emitting layer may be disposed adjacent to each other. For example, the hole transport layer and the light emitting layer may be disposed in physical contact.

[0298] In one embodiment of the present specification, the electron blocking layer and the light-emitting layer may be disposed adjacent to each other. For example, the electron blocking layer and the light-emitting layer may be disposed in physical contact.

[0299] In one embodiment of the present specification, the hole transport layer and the electron blocking layer may be disposed adjacent to each other. For example, the hole transport layer and the electron blocking layer may be disposed in physical contact with each other.

[0300] The organic light-emitting device of the present specification can be manufactured using materials and methods known in the art, except that at least one of the organic layers contains the compound represented by the above Chemical Formula 1.

[0301] When the organic light-emitting device includes a plurality of organic layers, the organic layers may be formed of the same material or different materials.

[0302] For example, an organic light-emitting device according to the present specification can be manufactured by depositing a metal, a conductive metal oxide, or an alloy thereof onto a substrate using a PVD (physical vapor deposition) method such as sputtering or electron beam evaporation to form an anode. An organic layer comprising a hole injection layer, a hole transport layer, a light-emitting layer, an electron blocking layer, an electron transport layer, and an electron injection layer is then formed on the anode. A cathode material is then deposited on the organic layer. Alternatively, an organic light-emitting device can be manufactured by sequentially depositing a cathode material, an organic layer, and an anode material onto a substrate.

[0303] The organic layer may further include one or more of a hole transport layer, a hole injection layer, an electron blocking layer, an electron transport and injection layer, an electron transport layer, an electron injection layer, a hole blocking layer, and a hole injection and transport layer.

[0304] The organic layer may have a multilayer structure including, but is not limited to, a hole injection layer, a hole transport layer, a hole injection and transport layer, an electron blocking layer, a light-emitting layer, an electron transport layer, an electron injection layer, or an electron transport and injection layer. Furthermore, the organic layer may be formed into a smaller number of layers using various polymer materials and a solvent process other than vapor deposition, such as spin coating, dip coating, doctor blade coating, screen printing, inkjet printing, or thermal transfer.

[0305] The anode is an electrode for injecting holes. Anode materials are generally preferred to have a large work function in order to facilitate the smooth injection of holes into the organic layer. Specific examples of anode materials that can be used in the present invention include metals such as vanadium, chromium, copper, zinc, and gold, or alloys thereof; metal oxides such as zinc oxide, indium oxide, indium tin oxide (ITO), and indium zinc oxide (IZO); combinations of metals and oxides such as ZnO:Al or SnO2:Sb; and conductive polymers such as poly(3-methylthiophene), poly[3,4-(ethylene-1,2-dioxy)thiophene] (PEDOT), polypyrrole, and polyaniline, but are not limited thereto.

[0306] The cathode is an electrode that injects electrons. Generally, cathode materials with a low work function are preferred to facilitate electron injection into the organic layer. Specific examples of cathode materials include, but are not limited to, metals such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin, and lead, or alloys thereof; and multilayer structures such as LiF / Al or LiO2 / Al.

[0307] The hole injection layer is a layer that plays a role in smoothly injecting holes from the anode to the light-emitting layer. The hole injection material is a material that can well receive holes from the anode at low voltage. Preferably, 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 metal porphyrine, oligothiophene, arylamine organic matter, hexanitrile hexaazatriphenylene organic matter, quinacridone organic matter, perylene organic matter, anthraquinone and polyaniline and polythiophene conductive polymers, but are not limited thereto. The thickness of the hole injection layer can be 1nm to 150nm. When the thickness of the hole injection layer is 1nm or more, it has the advantage of preventing the hole injection characteristics from being reduced. When it is 150nm or less, it has the advantage of preventing the driving voltage from rising when the thickness of the hole injection layer is too thick to improve the migration of holes.

[0308] In one embodiment of the present specification, the hole injection layer may include an arylamine compound containing a carbazole group and a p-type dopant. According to one example, the amine compound is represented by Het101-L101-N(Ar101)(Ar102), where Het101 is a substituted or unsubstituted carbazole group, L101 is a directly bonded, substituted or unsubstituted arylene group, and Ar101 and Ar102 are the same or different from each other and can be independently substituted or unsubstituted aryl groups. The amine compound and the p-type dopant may be included in a suitable molar ratio. According to one example, the amine compound and the p-type dopant may be included in a molar ratio of 99.9:0.1 to 90:10.

[0309] The hole transport layer facilitates hole transport. Hole transport materials are substances that can receive holes from the anode or hole injection layer and transfer them to the light-emitting layer. Suitable materials have high hole mobility. Specific examples include, but are not limited to, arylamine-based organic compounds, conductive polymers, and block copolymers containing both conjugated and non-conjugated portions.

[0310] In one embodiment of the present specification, the hole transport layer may include a carbazole group-containing arylamine compound.

[0311] A hole buffer layer may be further disposed between the hole injection layer and the hole transport layer, and may include hole injection or transport materials known in the art.

[0312] An electron blocking layer may be provided between the hole transport layer and the light emitting layer. The electron blocking layer may be made of the aforementioned compounds or materials known in the art.

[0313] The light-emitting layer can emit red, green or blue light and can be formed of a phosphorescent material or a fluorescent material. The light-emitting material is a material that can receive holes and electrons from the hole transport layer and the electron transport layer respectively and combine them to emit light in the visible light region, and is preferably a material with high quantum efficiency for fluorescence or phosphorescence. Specific examples include 8-hydroxy-quinoline aluminum complex (Alq3); carbazole compounds; dimerized styryl compounds; BAlq; 10-hydroxybenzoquinoline-metal compounds; benzo Azoles, benzothiazoles and benzimidazole compounds; poly(p-phenylene vinylene) (PPV) polymers; spiro compounds; polyfluorenes, rubrene, etc., but are not limited thereto.

[0314] The host material of the light-emitting layer includes aromatic fused ring derivatives or heterocyclic compounds. Specifically, aromatic fused ring derivatives include anthracene derivatives, pyrene derivatives, naphthalene derivatives, pentacene derivatives, phenanthrene compounds, fluoranthene compounds, etc., and heterocyclic compounds include carbazole derivatives, dibenzofuran derivatives, ladder-type furan compounds, etc. Pyrimidine derivatives, etc., but are not limited thereto.

[0315] When the light-emitting layer emits red light, as a light-emitting dopant, phosphorescent substances such as PIQIr(acac)(bis(1-phenylisoquinoline)acetylacetonateiridium, bis(1-phenylisoquinoline)acetylacetonateiridium), PQIr(acac)(bis(1-phenylquinoline)acetylacetonateiridium, bis(1-phenylquinoline)acetylacetonateiridium), PQIr(tris(1-phenylquinoline)iridium, tris(1-phenylquinoline)iridium), PtOEP(octaethylporphyrin platinum), or fluorescent substances such as Alq3(tris(8-hydroxyquinolino)aluminum, tris(8-hydroxyquinolino)aluminum) can be used, but are not limited to these. When the light-emitting layer emits green light, phosphorescent materials such as Ir(ppy)3 (facial tris(2-phenylpyridine)iridium) or fluorescent materials such as Alq3 (tris(8-hydroxyquinoline)aluminum) can be used as the light-emitting dopant, but are not limited to these. When the light-emitting layer emits blue light, phosphorescent materials such as (4,6-F2ppy)2Irpic or fluorescent materials such as spiro-DPVBi, spiro-6P, distyrylbenzene (DSB), distyrylarylene (DSA), PFO-based polymers, and PPV-based polymers can be used as the light-emitting dopant, but are not limited to these.

[0316] In one embodiment of the present invention, the light-emitting layer includes the compound represented by Chemical Formula 1 of the present invention as a phosphorescent host of the light-emitting layer, and may further include a phosphorescent dopant. According to one example, the host and the dopant may be included in a suitable weight ratio, and according to one example, the host and the dopant may be included in a weight ratio of 100:1 to 100:10.

[0317] A hole blocking layer may be provided between the electron transport layer and the light emitting layer, and materials known in the art may be used.

[0318] In one embodiment of the present specification, the hole blocking layer may include a compound including an N-containing heterocyclic group and a fluorene ring.

[0319] The above-mentioned electron transport layer can play a role in making the transmission of electrons smooth. The electron transport material is a material that can well receive electrons from the cathode and transfer them to the light-emitting layer, and is suitable for materials with high electron mobility. As specific examples, there are the above-mentioned compounds or Al complexes of 8-hydroxyquinoline, complexes containing Alq3, organic free radical compounds, hydroxyflavone-metal complexes, etc., but are not limited to these. The thickness of the electron transport layer can be 1nm to 50nm. When the thickness of the electron transport layer is more than 1nm, it has the advantage of preventing the electron transport characteristics from being reduced. When it is less than 50nm, it has the advantage of preventing the driving voltage from rising in order to improve the migration of electrons when the thickness of the electron transport layer is too thick.

[0320] In one embodiment of the present specification, the electron transport layer may include a compound containing two N-containing heterocyclic groups and may further include an n-type dopant or an organometallic compound. According to one example, the n-type dopant or organometallic compound may be LiQ, and the compound containing two N-containing heterocyclic groups and the n-type dopant (or organometallic compound) may be included in a weight ratio of 2:8 to 8:2, for example, 4:6 to 6:4.

[0321] The electron injection layer can play a role in facilitating the injection of electrons. As the electron injection material, the following compounds are preferred: compounds that have the ability to transport electrons, have the effect of injecting electrons from the cathode, have an excellent electron injection effect on the light-emitting layer or the light-emitting material, prevent the excitons generated in the light-emitting layer from migrating to the hole injection layer, and have excellent thin film forming ability. Specifically, there are fluorenone, anthraquinone dimethane, diphenoquinone, thiopyran dioxide, Azoles, Examples include, but are not limited to, diazole, triazole, imidazole, perylenetetracarboxylic acid, fluorenylene methane, anthrone, and derivatives thereof, metal coordination compounds, and nitrogen-containing five-membered ring derivatives.

[0322] Examples of the metal coordination compounds include, but are not limited to, 8-hydroxyquinolinato lithium, bis(8-hydroxyquinolinato)zinc, bis(8-hydroxyquinolinato)copper, bis(8-hydroxyquinolinato)manganese, tris(8-hydroxyquinolinato)aluminum, tris(2-methyl-8-hydroxyquinolinato)aluminum, tris(8-hydroxyquinolinato)gallium, bis(10-hydroxybenzo[h]quinolinato)beryllium, bis(10-hydroxybenzo[h]quinolinato)zinc, bis(2-methyl-8-quinolinato)gallium chloride, bis(2-methyl-8-quinolinato)(o-cresol)gallium, bis(2-methyl-8-quinolinato)(1-naphthol)aluminum, and bis(2-methyl-8-quinolinato)(2-naphthol)gallium.

[0323] The hole blocking layer is a layer that prevents holes from reaching the cathode and can usually be formed using the same conditions as the hole injection layer. Examples include, but are not limited to, diazole derivatives, triazole derivatives, phenanthroline derivatives, BCP, and aluminum complexes.

[0324] The organic light emitting device according to the present invention may be a top emission type, a bottom emission type, or a bi-directional emission type depending on the materials used.

[0325] The organic light-emitting device according to the present specification can be included in various electronic devices and used. For example, the electronic device can be a display panel, a touch panel, a solar module, a lighting device, etc., but is not limited thereto.

[0326] Modes for Carrying Out the Invention

[0327] Below, to specifically illustrate this specification, examples will be given for detailed description. However, the examples of this specification can be modified into various different forms, and the scope of this application is not to be construed as being limited to the examples detailed below. The examples of this application are provided to more fully illustrate this specification to those skilled in the art.

[0328] <Production Example 1: Synthesis of Compound 1>

[0329]

[0330] Under a nitrogen atmosphere, in a 500 mL round-bottom flask, the compounds 9-chloro-2,4'-bidibenzo[b,d]furan (5.50 g, 14.91 mmol) and a-1 (4.85 g, 14.58 mmol) were completely dissolved in 260 mL of xylene. NaOtBu (1.91 g, 19.88 mmol) and bis(tri-tert-butylphosphine)palladium(0) (0.20 g, 0.40 mmol) were then added, followed by heating and stirring for 8 hours. The temperature was lowered to room temperature, the base was removed by filtration, and the xylene was concentrated under reduced pressure. The mixture was recrystallized from 230 mL of ethyl acetate to produce Compound 1 (6.22 g, 63%).

[0331] MS[M+H] + =665

[0332] <Production Example 2: Synthesis of Compound 2>

[0333]

[0334] Under a nitrogen atmosphere, in a 500 mL round-bottom flask, compound 9'-chloro-2,4'-bidibenzo[b,d]furan-1,1',2',3,3',4,6,6',7,7',8,8',9-d13 (5.50 g, 14.40 mmol) and compound a-2 (5.07 g, 14.58 mmol) were completely dissolved in 260 mL of xylene, and then NaOtBu (1.91 g, 19.88 mmol) was added. After adding bis(tri-tert-butylphosphine)palladium(0) (0.20 g, 0.40 mmol), the mixture was heated and stirred for 6 hours. The temperature was lowered to room temperature, the base was removed by filtration, and xylene was concentrated under reduced pressure. The mixture was recrystallized from 230 mL of ethyl acetate to produce Compound 2 (4.47 g, 45%).

[0335] MS[M+H] + =692

[0336] <Production Example 3: Synthesis of Compound 3>

[0337]

[0338] Under a nitrogen atmosphere, in a 500 mL round-bottom flask, 1'-chloro-2,4'-bibenzo[b,d]furan (5.50 g, 14.91 mmol) and compound a-1 (4.85 g, 14.58 mmol) were completely dissolved in 260 mL of xylene. NaOtBu (1.91 g, 19.88 mmol) and bis(tri-tert-butylphosphine)palladium(0) (0.20 g, 0.40 mmol) were then added, followed by heating and stirring for 8 hours. The temperature was lowered to room temperature, the base was removed by filtration, and the xylene was concentrated under reduced pressure. The mixture was then recrystallized from 230 mL of ethyl acetate to produce compound 3 (6.25 g, 63%).

[0339] MS[M+H] + =665

[0340] <Production Example 4: Synthesis of Compound 4>

[0341]

[0342] Under a nitrogen atmosphere, 9-chloro-2,3'-bidibenzo[b,d]furan (5.50 g, 14.91 mmol) and compound a-3 (4.85 g, 14.58 mmol) were completely dissolved in 260 mL of xylene in a 500 mL round-bottom flask. NaOtBu (1.91 g, 19.88 mmol) was then added, followed by bis(tri-tert-butylphosphine)palladium(0) (0.20 g, 0.40 mmol), and the mixture was heated and stirred for 8 hours. The temperature was lowered to room temperature, the base was removed by filtration, and the xylene was concentrated under reduced pressure. The mixture was then recrystallized from 230 mL of ethyl acetate to produce compound 4 (6.78 g, 68%).

[0343] MS[M+H] + =665

[0344] <Production Example 5: Synthesis of Compound 5>

[0345]

[0346] Under a nitrogen atmosphere, 1-chloro-8-phenyldibenzo[b,d]furan (5.50 g, 14.91 mmol) and compound a-4 (6.53 g, 14.58 mmol) were completely dissolved in 260 mL of xylene in a 500 mL round-bottom flask. NaOtBu (1.91 g, 19.88 mmol) and bis(tri-tert-butylphosphine)palladium(0) (0.20 g, 0.40 mmol) were then added, followed by heating and stirring for 8 hours. The temperature was lowered to room temperature, the base was removed by filtration, and the xylene was concentrated under reduced pressure. The mixture was then recrystallized from 230 mL of ethyl acetate to produce compound 5 (6.19 g, 61%).

[0347] MS[M+H] + =680

[0348] <Production Example 6: Synthesis of Compound 6>

[0349]

[0350] Under a nitrogen atmosphere, in a 500 mL round-bottom flask, 1-chloro-8-(dibenzo[b,d]thiophen-1-yl)dibenzo[b,d]furan (5.50 g, 14.32 mmol) and compound a-1 (4.84 g, 14.58 mmol) were completely dissolved in 260 mL of xylene. NaOtBu (1.91 g, 19.88 mmol) and bis(tri-tert-butylphosphine)palladium(0) (0.20 g, 0.40 mmol) were then added, followed by heating and stirring for 8 hours. The temperature was lowered to room temperature, the base was removed by filtration, and the xylene was concentrated under reduced pressure. The mixture was then recrystallized from 230 mL of ethyl acetate to produce compound 6 (5.37 g, 55%).

[0351] MS[M+H] + =681

[0352] <Production Example 7: Synthesis of Compound 7>

[0353]

[0354] Under a nitrogen atmosphere, in a 500 mL round-bottom flask, the compounds 1-chloro-6-(dibenzo[b,d]thiophen-1-yl)dibenzo[b,d]furan (5.50 g, 14.29 mmol) and a-1 (4.84 g, 14.58 mmol) were completely dissolved in 260 mL of xylene. NaOtBu (1.91 g, 19.88 mmol) and bis(tri-tert-butylphosphine)palladium(0) (0.20 g, 0.40 mmol) were then added, followed by heating and stirring for 8 hours. The temperature was lowered to room temperature, the base was removed by filtration, and the xylene was concentrated under reduced pressure. The mixture was recrystallized from 230 mL of ethyl acetate to produce compound 7 (5.51 g, 57%).

[0355] MS[M+H] + =681

[0356] <Production Example 8: Synthesis of Compound 8>

[0357]

[0358] Under a nitrogen atmosphere, in a 500 mL round-bottom flask, the compounds 9-chloro-2,2'-bidibenzo[b,d]furan-1,1',3,3',4,4',6,6',7,7',8,8',9'-d13 (5.50 g, 14.40 mmol) and a-5 (5.05 g, 14.58 mmol) were completely dissolved in 260 mL of xylene, and then NaOtBu (1.91 g, 19.88 mmol) was added. After adding bis(tri-tert-butylphosphine)palladium(0) (0.20 g, 0.40 mmol), the mixture was heated and stirred for 8 hours. The temperature was lowered to room temperature, the base was removed by filtration, and xylene was concentrated under reduced pressure. The mixture was recrystallized from 230 mL of ethyl acetate to produce Compound 8 (4.98 g, 50%).

[0359] MS[M+H] + =692

[0360] <Production Example 9: Synthesis of Compound 9>

[0361]

[0362] Under a nitrogen atmosphere, compound 9-chloro-2,3'-bibenzo[b,d]furan (5.50 g, 14.91 mmol) and compound a-6 (4.84 g, 14.58 mmol) were completely dissolved in 260 mL of xylene in a 500 mL round-bottom flask. NaOtBu (1.91 g, 19.88 mmol) and bis(tri-tert-butylphosphine)palladium(0) (0.20 g, 0.40 mmol) were then added, followed by heating and stirring for 8 hours. The temperature was lowered to room temperature, the base was removed by filtration, and the xylene was concentrated under reduced pressure. The mixture was then recrystallized from 230 mL of ethyl acetate to produce compound 9 (6.36 g, 67%).

[0363] MS[M+H] + =665

[0364] <Production Example 10: Synthesis of Compound 10>

[0365]

[0366] Under a nitrogen atmosphere, in a 500 mL round-bottom flask, compound 1'-chloro-1,3'-bidibenzo[b,d]furan-2,2',3,4,4',6,6',7,7',8,8',9,9'-d13 (5.50 g, 14.26 mmol) and compound a-1 (4.84 g, 14.58 mmol) were completely dissolved in 260 mL of xylene, and then NaOtBu (1.91 g, 19.88 mmol) was added. After adding bis(tri-tert-butylphosphine)palladium(0) (0.20 g, 0.40 mmol), the mixture was heated and stirred for 8 hours. The temperature was lowered to room temperature, the base was removed by filtration, and xylene was concentrated under reduced pressure. The mixture was recrystallized from 230 mL of ethyl acetate to produce Compound 10 (5.28 g, 57%).

[0367] MS[M+H] + =678

[0368] <Production Example 11: Synthesis of Compound 11>

[0369]

[0370] Under a nitrogen atmosphere, 9-chloro-3,4'-bidibenzo[b,d]furan (5.50 g, 14.91 mmol) and compound a-1 (4.71 g, 14.58 mmol) were completely dissolved in 260 mL of xylene in a 500 mL round-bottom flask. NaOtBu (1.91 g, 19.88 mmol) was then added, followed by bis(tri-tert-butylphosphine)palladium(0) (0.20 g, 0.40 mmol), and the mixture was heated and stirred for 8 hours. The temperature was lowered to room temperature, the base was removed by filtration, and the xylene was concentrated under reduced pressure. The mixture was then recrystallized from 230 mL of ethyl acetate to produce compound 11 (6.22 g, 63%).

[0371] MS[M+H] + =665

[0372] <Example 1-1>

[0373] ITO (indium tin oxide) is used to The thickness of the glass substrate coated with a film is placed in distilled water dissolved with a detergent and washed with ultrasonic waves. At this time, the detergent uses Fischer Co. products, and the distilled water uses distilled water filtered twice by a filter manufactured by Millipore Co. After the ITO was washed for 30 minutes, ultrasonic washing was performed twice with distilled water. After the distilled water washing is completed, ultrasonic washing is performed and dried with a solvent of isopropyl alcohol, acetone, and methanol, and then the substrate is transported to a plasma cleaning machine. In addition, after the above-mentioned substrate is cleaned for 5 minutes, the substrate is transported to a vacuum deposition machine.

[0374] On the ITO transparent electrode prepared as the anode, the following compound HT1 and the following compound HI1 were mixed in a ratio of 98:2 (molar ratio). The hole injection layer was formed by thermal vacuum deposition of a thickness of 1000 nm. On the hole injection layer, the following compound HT1 was vacuum deposited. Then, a hole transport layer is formed on the hole transport layer with a film thickness of The BH (p-type) represented by the compound 1 synthesized in the above-mentioned Preparation Example 1 was vacuum-evaporated to form an electron blocking layer. Next, on the above-mentioned electron blocking layer, a mixture of the following compound BH (n-type) and the BH (p-type) represented by the compound 1 synthesized in the above-mentioned Preparation Example 1 at a weight ratio of 1:1 and the following compound BD at a weight ratio of 88:12 were vacuum-evaporated to form an electron blocking layer. On the above-mentioned light-emitting layer, a film thickness of The following chemical formula BH (n-type) was vacuum-deposited to form a hole blocking layer. Then, on the hole blocking layer, a compound represented by the following chemical formula ET1 and a compound represented by the following chemical formula LiQ were vacuum-deposited at a weight ratio of 1:1 to form a hole blocking layer. The electron injection and transport layer is formed with a thickness of The thickness of the aluminum A thickness of 1000 nm is evaporated to form a cathode.

[0375]

[0376] In the above process, the evaporation rate of organic matter is maintained at Lithium fluoride at the cathode maintains The evaporation speed of aluminum is maintained The evaporation speed is 2×10 -7 ~5×10 -6The organic light-emitting device is thus produced.

[0377] <Example 1-2 to Example 1-11>

[0378] An organic light-emitting device was manufactured by the same method as in Example 1-1, except that the compounds described in Table 1 below were used instead of Compound 1.

[0379]

[0380] <Comparative Examples 1-1 to 1-9>

[0381] An organic light-emitting device was manufactured by the same method as in Example 1-1, except that the compounds listed in Table 1 below were used instead of Compound 1. Compounds C1 to C9 used in Table 1 below are as follows.

[0382]

[0383] <Experimental Example>

[0384] When current was applied to the organic light-emitting devices produced in the above examples and comparative examples, voltage, efficiency, color coordinates, and lifetime were measured. The results are shown in Table 1. T90 refers to the time required for luminance to decrease to 90% from the initial luminance (1600 nits).

[0385]

Table 1

[0386]

[0387] As shown in Table 1 above, the organic light-emitting devices of Examples 1-1 to 1-12, in which the compound of the present invention, in which a bicarbazole formed by two carbazoles is bonded to the 1-position of the dibenzofuran nucleus, is used as the p-type host of the electron transport region and the light-emitting layer, show excellent characteristics in terms of efficiency, driving voltage and stability of the organic light-emitting device.

[0388] On the contrary, the compounds of Comparative Examples 1-1 to 1-9 have the following structures: a dicarbazole is bonded to a position other than the 1st position of the dibenzofuran nucleus, or the substituent of the dibenzofuran is different from that of the present invention, or a dibenzothiophene nucleus is replaced by a dibenzofuran nucleus, or a carbazole is bonded to the 1st and 8th carbon atoms of the dibenzofuran nucleus. When the above compounds are used, the voltage increases and the efficiency and stability (lifespan) decrease.

[0389] While preferred embodiments of the present invention have been described above, the present invention is not limited thereto and may be implemented in various modified forms within the scope of the claims and the detailed description of the invention, which also fall within the scope of the present invention.

Claims

1. A compound represented by the following chemical formula 1: [Chemical formula 1] In the chemical formula 1, L is a directly bonded or deuterium-substituted or unsubstituted arylene group, Ar is a dibenzofuranyl group which may be substituted by deuterium or a dibenzothiophenyl group which may be substituted by deuterium, R1 is hydrogen or deuterium, R2 and R3 are the same or different from each other and are each independently hydrogen, deuterium, or an aryl group which may be substituted or unsubstituted with deuterium, r1 is an integer from 0 to 6. When r1 is 2 or more, the two or more R1s are the same or different from each other. r2 is an integer from 0 to 7. When r2 is 2 or more, the two or more R2 are the same or different from each other. r3 is an integer of 0 to 8, and when r3 is 2 or more, two or more R3s are the same as or different from each other.

2. The compound according to claim 1, wherein The chemical formula 1 is represented by any one of the following chemical formulas 1-1 to 1-4: [Chemical formula 1-1] [Chemical formula 1-2] [Chemical formula 1-3] [Chemical formula 1-4] In the chemical formulas 1-1 to 1-4, Definitions of L, Ar, R1 to R3 and r1 to r3 are the same as those in Chemical Formula 1.

3. The compound according to claim 1, wherein The L is a direct bond.

4. The compound according to claim 1, wherein The chemical formula 1 is represented by any one of the following chemical formulas 2-1 to 2-7: [Chemical formula 2-1] [Chemical formula 2-2] [Chemical formula 2-3] [Chemical formula 2-4] [Chemical formula 2-5] [Chemical formula 2-6] [Chemical formula 2-7] In the Chemical Formulas 2-1 to 2-7, the definitions of L, Ar, R1 to R3, and r1 to r3 are the same as those in the Chemical Formula 1.

5. The compound according to claim 1, wherein The chemical formula 1 is represented by any one of the following chemical formulas 3-1 to 3-4: [Chemical formula 3-1] [Chemical formula 3-2] [Chemical formula 3-3] [Chemical formula 3-4] In the chemical formulas 3-1 to 3-4, The definitions of R1 to R3 and r1 to r3 are the same as those in the chemical formula 1, X is O or S.

6. The compound according to claim 1, wherein The R2 and R3 are the same as or different from each other, and are independently hydrogen or deuterium.

7. The compound according to claim 1, wherein The L is a direct bond, Ar is a dibenzofuranyl group which may be substituted by deuterium or not, or a dibenzothiophenyl group which may be substituted by deuterium or not, The R1 to R3 are the same as or different from each other, and are each independently hydrogen or deuterium.

8. The compound according to claim 1, wherein The chemical formula 1 is represented by any one of the following compounds:

9. An organic light-emitting device, wherein: include: An anode, a cathode, and one or more organic layers provided between the anode and the cathode, wherein one or more of the organic layers comprises the compound according to any one of claims 1 to 8.

10. The organic light emitting device according to claim 9, wherein: The organic layer includes a light-emitting layer, and the light-emitting layer contains the compound.

11. The organic light emitting device according to claim 9, wherein: The organic layer includes a hole injection layer, a hole transport layer, or a hole injection and transport layer, and the hole injection layer, the hole transport layer, or the hole injection and transport layer contains the compound.

12. The organic light emitting device according to claim 9, wherein: The organic layer includes an electron blocking layer, and the electron blocking layer includes the compound.

13. The organic light emitting device according to claim 9, wherein: The organic layer further includes one or more of a hole transport layer, a hole injection layer, an electron blocking layer, a hole injection and transport layer, a light emitting layer, an electron transport layer, an electron injection layer, a hole blocking layer, and an electron transport and injection layer.

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