WO2018236182A1 - Composé et dispositif électroluminescent organique le comprenant - Google Patents

Composé et dispositif électroluminescent organique le comprenant Download PDF

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WO2018236182A1
WO2018236182A1 PCT/KR2018/007083 KR2018007083W WO2018236182A1 WO 2018236182 A1 WO2018236182 A1 WO 2018236182A1 KR 2018007083 W KR2018007083 W KR 2018007083W WO 2018236182 A1 WO2018236182 A1 WO 2018236182A1
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group
substituted
compound
unsubstituted
solvent
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PCT/KR2018/007083
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Korean (ko)
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김영석
김민준
권혁준
김동희
김공겸
이민우
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주식회사 엘지화학
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Priority to CN201880011174.4A priority Critical patent/CN110291066B/zh
Publication of WO2018236182A1 publication Critical patent/WO2018236182A1/fr

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    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/60—Organic compounds having low molecular weight
    • H10K85/649—Aromatic compounds comprising a hetero atom
    • H10K85/657—Polycyclic condensed heteroaromatic hydrocarbons
    • H10K85/6572—Polycyclic condensed heteroaromatic hydrocarbons comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/56—Ring systems containing three or more rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/56—Ring systems containing three or more rings
    • C07D209/80—[b, c]- or [b, d]-condensed
    • C07D209/82—Carbazoles; Hydrogenated carbazoles
    • C07D209/86—Carbazoles; Hydrogenated carbazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the ring system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/91—Dibenzofurans; Hydrogenated dibenzofurans
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00—Organic light-emitting devices
    • H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
    • H10K50/14—Carrier transporting layers
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/60—Organic compounds having low molecular weight
    • H10K85/649—Aromatic compounds comprising a hetero atom
    • H10K85/657—Polycyclic condensed heteroaromatic hydrocarbons
    • H10K85/6574—Polycyclic condensed heteroaromatic hydrocarbons comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00—Organic light-emitting devices
    • H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
    • H10K50/11—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers

Definitions

  • the present invention relates to a compound and an organic electroluminescent device including the same.
  • An electroluminescent device is one type of self-luminous display device, and has advantages of wide viewing angle, excellent contrast, and high response speed.
  • the organic light emitting device has a structure in which an organic thin film is disposed between two electrodes. When a voltage is applied to the organic light emitting device having such a structure, electrons and holes injected from the two electrodes couple to each other in the organic thin film and form a pair, which then extinguishes and emits light.
  • the organic thin film may be composed of a single layer or a multilayer, if necessary.
  • the material of the organic thin film may have a light emitting function as needed.
  • a compound capable of forming a light emitting layer by itself may be used, or a compound capable of serving as a host or a dopant of a host-dopant light emitting layer may be used.
  • a compound capable of performing a role such as hole injection, hole transport, electron blocking, hole blocking, electron transport or electron injection may be used.
  • the present invention provides a compound and an organic electroluminescent device including the same.
  • the present application provides a compound represented by the following general formula (1).
  • Ar 1 is a divalent substituted or unsubstituted heterocyclic group containing N,
  • X is O or S
  • L 1 and L 2 are the same or different from each other and are each independently a direct bond, a substituted or unsubstituted arylene group, or a substituted or unsubstituted divalent heterocyclic group,
  • R 1 to R 4 are the same or different and are each independently selected from the group consisting of hydrogen, deuterium, a halogen group, a cyano group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryl group, A substituted or unsubstituted heterocyclic group,
  • n is an integer of 0 to 4, and when n is 2 or more, R1 is the same or different from each other,
  • n is an integer of 0 to 6, and when m is 2 or more, R2 is the same or different,
  • o is an integer of 0 to 3, and when o is 2 or more, R3 is the same or different from each other,
  • p is an integer of 0 to 4, and when p is 2 or more, R4 is the same or different from each other,
  • the present application also includes a first electrode; A second electrode facing the first electrode; And at least one organic material layer provided between the first electrode and the second electrode, wherein at least one of the organic material layers includes the above-described compound.
  • the compound according to one embodiment of the present application is used in an organic electroluminescent device to lower the driving voltage of the organic electroluminescent device, to improve the light efficiency, and to improve the lifetime of the device by the thermal stability of the compound.
  • Fig. 1 shows an example of an organic electroluminescent device in which a substrate 1, an anode 2, a light emitting layer 3, and a cathode 4 are sequentially laminated.
  • Fig. 2 is a cross-sectional view showing the structure of a substrate 1, an anode 2, a hole injecting layer 5, a hole transporting layer 6, an electron blocking layer 7, a light emitting layer 3, a hole blocking layer 8, 9) and a cathode 4 are sequentially laminated on a substrate 1.
  • FIG. 3 is 1H-NMR data of formula (A) according to one embodiment of the present invention.
  • the present invention provides a compound represented by the above formula (1).
  • the compound represented by the general formula (1) according to the present invention is a compound in which two ring heterocyclic groups including N are bonded to benzocarbazole, so that the electron injecting and transporting ability becomes smooth and the dibenzofurane group and dibenzothiophene group are simultaneously introduced Steric hindrance is generated to interfere with the formation of an intermolecular aggregate, so that driving voltage reduction, efficiency and lifetime characteristics are improved in manufacturing an organic light emitting device.
  • substituted means that the hydrogen atom bonded to the carbon atom of the compound is replaced with another substituent, and the substituted position is not limited as long as the substituent is a substitutable position, , Two or more substituents may be the same as or different from each other.
  • substituted or unsubstituted A halogen group; Cyano; An alkyl group; A cycloalkyl group; An alkenyl group; An alkoxy group; A substituted or unsubstituted phosphine oxide group; An aryl group; And a heterocyclic group, or that at least two of the substituents exemplified in the above exemplified substituents are substituted with a connected substituent, or have no substituent.
  • a substituent to which at least two substituents are connected may be a biphenyl group. That is, the biphenyl group may be an aryl group, and may be interpreted as a substituent in which two phenyl groups are connected.
  • examples of the halogen group include fluorine, chlorine, bromine or iodine.
  • the alkyl group may be linear or branched, and the number of carbon atoms is not particularly limited, but is preferably 1 to 50.
  • Specific examples include methyl, ethyl, propyl, n-propyl, isopropyl, butyl, n-butyl, isobutyl, tert-butyl, sec- N-pentyl, 3-dimethylbutyl, 2-ethylbutyl, heptyl, n-hexyl, Cyclohexylmethyl, octyl, n-octyl, tert-octyl, 1-methylheptyl, 2-ethylhexyl, 2-propylpentyl, n-nonyl, 2,2-dimethyl Heptyl, 1-ethyl-propyl, 1,1-dimethyl-propyl, isohexyl, 2-methylpentyl, 4-methylhexyl, 5-methyl
  • the cycloalkyl group is not particularly limited, but preferably has 3 to 60 carbon atoms. Specific examples thereof include cyclopropyl, cyclobutyl, cyclopentyl, 3-methylcyclopentyl, 2,3-dimethylcyclopentyl, But are not limited to, 3-methylcyclohexyl, 4-methylcyclohexyl, 2,3-dimethylcyclohexyl, 3,4,5-trimethylcyclohexyl, 4-tert- butylcyclohexyl, cycloheptyl, Do not.
  • the alkoxy group may be linear, branched or cyclic.
  • the number of carbon atoms of the alkoxy group is not particularly limited, but is preferably 1 to 20 carbon atoms. Specific examples include methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, tert-butoxy, sec-butoxy, n-pentyloxy, neopentyloxy, isopentyloxy, n Butyloxy, n-octyloxy, n-nonyloxy, n-decyloxy, benzyloxy, p-methylbenzyloxy and the like. But is not limited thereto.
  • the phosphine oxide group specifically includes a diphenylphosphine oxide group, dinaphthylphosphine oxide, and the like, but is not limited thereto.
  • the aryl group is a monocyclic aryl group
  • the number of carbon atoms is not particularly limited, but is preferably 6 to 25 carbon atoms.
  • Specific examples of the monocyclic aryl group include a phenyl group, a biphenyl group, a terphenyl group, and the like, but are not limited thereto.
  • the aryl group is a polycyclic aryl group
  • the number of carbon atoms is not particularly limited. And preferably has 10 to 24 carbon atoms.
  • Specific examples of the polycyclic aryl group include naphthyl, anthracenyl, phenanthryl, pyrenyl, perylenyl, klychenyl, fluorenyl, and the like.
  • the fluorenyl group may be substituted, and adjacent substituents may be bonded to each other to form a ring.
  • the heterocyclic group includes at least one non-carbon atom or hetero atom, and specifically, the hetero atom may include at least one atom selected from the group consisting of O, N, Se and S, and the like.
  • the number of carbon atoms of the heterocyclic group is not particularly limited, but is preferably 2 to 60 carbon atoms.
  • heterocyclic group examples include thiophenyl group, furanyl group, pyrrolyl group, imidazolyl group, thiazolyl group, oxazolyl group, oxadiazolyl group, triazolyl group, pyridyl group, bipyridyl group, pyrimidyl group, A pyridazinyl group, a pyridopyrimidinyl group, a pyridopyrimidinyl group, a pyridazinyl group, a pyridazinyl group, a pyrimidinyl group, a pyrimidinyl group, a pyrimidinyl group, a pyrimidinyl group, a pyrimidinyl group, a pyrimidinyl group, A benzothiazolyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a benzothiophenyl group,
  • Benzosilyl group Dibenzosilyl group. A phenanthrolinyl group, an isoxazolyl group, a thiadiazolyl group, a phenothiazinyl group, a phenoxazinyl group, a condensed structure thereof, and the like, but are not limited thereto.
  • examples of the heterocyclic group include a heterocyclic structure including a sulfonyl group, .
  • Ar1 is a divalent substituted or unsubstituted heterocyclic group containing N.
  • Ar1 is 2-substituted or unsubstituted heterocyclic group containing 2 N atoms.
  • Ar1 is a divalent substituted heterocyclic group containing N.
  • Ar1 is a substituted or unsubstituted quinoline group; A substituted or unsubstituted quinazoline group; A substituted or unsubstituted phthalazine group; A substituted or unsubstituted quinoxaline group; Or a substituted or unsubstituted naphthyridyl group.
  • Ar1 is a substituted or unsubstituted quinazoline group; A substituted or unsubstituted phthalazine group; Or a substituted or unsubstituted quinoxaline group.
  • Ar1 is a substituted quinazoline group; A substituted phthalazine group; Or a substituted quinoxaline group.
  • Ar1 is a quinazoline group substituted with a substituted or unsubstituted aryl group or a substituted or unsubstituted heterocyclic group; A phthalazine group substituted with a substituted or unsubstituted aryl group or a substituted or unsubstituted heterocyclic group; Or a quinoxaline group substituted with a substituted or unsubstituted aryl group or a substituted or unsubstituted heterocyclic group.
  • substituted or unsubstituted of Ar < 1 > is deuterium; A nitrile group; An aryl group; And a heterocyclic group, which is substituted or unsubstituted.
  • the "substituted or unsubstituted" of Ar 1 is a phenyl group substituted or unsubstituted with a deuterium, a nitrile group, an aryl group, or a heterocyclic group; Biphenyl group; A terphenyl group; Naphthyl group; Phenanthrene; Triphenylene group; A fluorene group substituted or unsubstituted with an alkyl group or an aryl group; A spirobifluorene group; A dibenzofurane group; A dibenzothiophene group; A carbazolyl group substituted or unsubstituted with an aryl group; A benzocarbazolyl group substituted or unsubstituted with an aryl group; A pyridine group; A quinoline group; And an isoquinoline group, which are substituted or unsubstituted.
  • the "substituted or unsubstituted" of Ar1 is a phenyl group, a phenyl group substituted with deuterium, a phenyl group substituted with a naphthyl group, a phenyl group substituted with a nitrile group, a phenyl group substituted with a phenanthrene group, A phenyl group substituted with a quinoline group, a biphenyl group, a terphenyl group, a naphthyl group, a phenanthrene group, a triphenylene group, a dimethylfluorene group, a diphenylfluorene group, a spirobifluorene group, a dibenzofurane group, A carbazole group substituted with a phenyl group, a carbazole group substituted with a biphenyl group, a carbazole group substituted with a naphth
  • Ar1 is represented by any one of the following formulas (2) to (5).
  • R21 to R25, R31 to R35, R41 to R45, and R51 to R55 are the same or different and independently of one another are hydrogen; heavy hydrogen; A substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group.
  • At least one of R21 to R25 is a substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group.
  • one to three of R21 to R25 are substituted or unsubstituted aryl groups; Or a substituted or unsubstituted heterocyclic group.
  • one or two of R21 to R25 is a substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group.
  • R21 is a substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group; R22 to R25 are the same or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group.
  • At least one of R21 to R25 is a phenyl group substituted or unsubstituted with a deuterium, a nitrile group, an aryl group, or a heterocyclic group; Biphenyl group; A terphenyl group; Naphthyl group; Phenanthrene; Triphenylene group; A fluorene group substituted or unsubstituted with an alkyl group or an aryl group; A spirobifluorene group; A dibenzofurane group; A dibenzothiophene group; A carbazolyl group substituted or unsubstituted with an aryl group; A benzocarbazolyl group substituted or unsubstituted with an aryl group; A pyridine group; A quinoline group; Or an isoquinoline group.
  • At least one of R21 to R25 is a phenyl group substituted with a quinoline group, a phenyl group substituted with a quinoline group, a phenyl group substituted with a quinoline group, a phenyl group substituted with a naphthyl group, , A phenyl group substituted with a pyridine group, a biphenyl group, a terphenyl group, a naphthyl group, a phenanthrene group, a triphenylene group, a dimethylfluorene group, a diphenylfluorene group, a spirobifluorene group, a dibenzothiophene group, A carbazole group substituted with a phenyl group, a carbazole group substituted with a biphenyl group, a carbazole group substituted with a naphthyl group, a benzocarbazole group substituted with a quinoline
  • R21 is a phenyl group substituted or unsubstituted with a deuterium, a nitrile group, an aryl group, a borate or a heterocyclic group; Biphenyl group; A terphenyl group; Naphthyl group; Phenanthrene; Triphenylene group; A fluorene group substituted or unsubstituted with an alkyl group or an aryl group; A spirobifluorene group; A dibenzofurane group; A dibenzothiophene group; A carbazolyl group substituted or unsubstituted with an aryl group; A benzocarbazolyl group substituted or unsubstituted with an aryl group; A pyridine group; A quinoline group; Or an isoquinoline group.
  • R21 is a phenyl group substituted with a phenyl group, a deuterium group, a phenyl group substituted with a naphthyl group, a phenyl group substituted with a nitrile group, a phenyl group substituted with a phenanthrene group, a phenyl group substituted with a quinoline group, Substituted phenyl group, biphenyl group, terphenyl group, naphthyl group, phenanthrene group, triphenylene group, dimethylfluorene group, diphenylfluorene group, spirobifluorene group, dibenzofurane group, dibenzothiophene group and phenyl group A carbazole group substituted with a biphenyl group, a carbazole group substituted with a naphthyl group, a benzocarbazole group substituted with a phenyl group
  • R 23 and R 24 are the same or different from each other, and each independently hydrogen; A phenyl group substituted or unsubstituted with a deuterium, a nitrile group, an aryl group, or a heterocyclic group; Biphenyl group; A terphenyl group; Naphthyl group; Phenanthrene; Triphenylene group; A fluorene group substituted or unsubstituted with an alkyl group or an aryl group; A spirobifluorene group; A dibenzofurane group; A dibenzothiophene group; A carbazolyl group substituted or unsubstituted with an aryl group; A benzocarbazolyl group substituted or unsubstituted with an aryl group; A pyridine group; A quinoline group; Or an isoquinoline group.
  • R 23 and R 24 are the same or different from each other and each independently represents a hydrogen, a phenyl group, a phenyl group substituted with deuterium, a phenyl group substituted with a naphthyl group, a phenyl group substituted with a nitrile group, A phenyl group substituted with a quinoline group, a phenyl group substituted with a pyridine group, a biphenyl group, a terphenyl group, a naphthyl group, a phenanthrene group, a triphenylene group, a dimethylfluorene group, a diphenylfluorene group, a spirobifluorene group, A carbazole group substituted with a phenyl group, a carbazole group substituted with a naphthyl group, a benzocarbazole group substituted with a phenyl group, a
  • R22 and R25 are hydrogen.
  • At least one of R31 to R35 is a substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group.
  • one to three of R31 to R35 are substituted or unsubstituted aryl groups; Or a substituted or unsubstituted heterocyclic group.
  • one or two of R31 to R35 is a substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group.
  • R31 is a substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group; R32 to R35 are the same or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group.
  • At least one of R31 to R35 is a phenyl group substituted or unsubstituted with a deuterium, a nitrile group, an aryl group, or a heterocyclic group; Biphenyl group; A terphenyl group; Naphthyl group; Phenanthrene; Triphenylene group; A fluorene group substituted or unsubstituted with an alkyl group or an aryl group; A spirobifluorene group; A dibenzofurane group; A dibenzothiophene group; A carbazolyl group substituted or unsubstituted with an aryl group; A benzocarbazolyl group substituted or unsubstituted with an aryl group; A pyridine group; A quinoline group; Or an isoquinoline group.
  • At least one of R31 to R35 is selected from the group consisting of a phenyl group, a phenyl group substituted with deuterium, a phenyl group substituted with a naphthyl group, a phenyl group substituted with a nitrile group, a phenyl group substituted with a phenanthrene group, , A phenyl group substituted with a pyridine group, a biphenyl group, a terphenyl group, a naphthyl group, a phenanthrene group, a triphenylene group, a dimethylfluorene group, a diphenylfluorene group, a spirobifluorene group, a dibenzothiophene group, A carbazole group substituted with a phenyl group, a carbazole group substituted with a biphenyl group, a carbazole group substituted with a naph
  • R31 is a phenyl group substituted or unsubstituted with a deuterium, a nitrile group, an aryl group, a nitro group or a heterocyclic group; Biphenyl group; A terphenyl group; Naphthyl group; Phenanthrene; Triphenylene group; A fluorene group substituted or unsubstituted with an alkyl group or an aryl group; A spirobifluorene group; A dibenzofurane group; A dibenzothiophene group; A carbazolyl group substituted or unsubstituted with an aryl group; A benzocarbazolyl group substituted or unsubstituted with an aryl group; A pyridine group; A quinoline group; Or an isoquinoline group.
  • R31 is a phenyl group substituted with a phenyl group, a deuterium substituted phenyl group, a naphthyl group substituted phenyl group, a nitrile group substituted phenyl group, a phenanthrene group substituted phenyl group, a quinoline group substituted phenyl group, Substituted phenyl group, biphenyl group, terphenyl group, naphthyl group, phenanthrene group, triphenylene group, dimethylfluorene group, diphenylfluorene group, spirobifluorene group, dibenzofurane group, dibenzothiophene group and phenyl group A carbazole group substituted with a biphenyl group, a carbazole group substituted with a naphthyl group, a benzocarbazole group substituted with a phenyl group, a pyr
  • R33 and R34 are the same or different from each other and each independently hydrogen; A phenyl group substituted or unsubstituted with a deuterium, a nitrile group, an aryl group, or a heterocyclic group; Biphenyl group; A terphenyl group; Naphthyl group; Phenanthrene; Triphenylene group; A fluorene group substituted or unsubstituted with an alkyl group or an aryl group; A spirobifluorene group; A dibenzofurane group; A dibenzothiophene group; A carbazolyl group substituted or unsubstituted with an aryl group; A benzocarbazolyl group substituted or unsubstituted with an aryl group; A pyridine group; A quinoline group; Or an isoquinoline group.
  • R33 and R34 are the same or different from each other and each independently represents a hydrogen, a phenyl group, a phenyl group substituted with deuterium, a phenyl group substituted with a naphthyl group, a phenyl group substituted with a nitrile group, A phenyl group substituted with a quinoline group, a phenyl group substituted with a pyridine group, a biphenyl group, a terphenyl group, a naphthyl group, a phenanthrene group, a triphenylene group, a dimethylfluorene group, a diphenylfluorene group, a spirobifluorene group, A carbazole group substituted with a phenyl group, a carbazole group substituted with a naphthyl group, a benzocarbazole group substituted with a phenyl group, a
  • R32 and R35 are hydrogen.
  • At least one of R41 to R45 is a substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group.
  • At least one of R41 to R45 is a substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group.
  • one or two of R41 to R45 is a substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group.
  • R41 is a substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group; R42 to R45 are the same or different from each other and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group.
  • At least one of R41 to R45 is a phenyl group substituted or unsubstituted with a deuterium, a nitrile group, an aryl group, or a heterocyclic group; Biphenyl group; A terphenyl group; Naphthyl group; Phenanthrene; Triphenylene group; A fluorene group substituted or unsubstituted with an alkyl group or an aryl group; A spirobifluorene group; A dibenzofurane group; A dibenzothiophene group; A carbazolyl group substituted or unsubstituted with an aryl group; A benzocarbazole group substituted with an aryl group, a pyridine group, a quinoline group, or an isoquinoline group.
  • At least one of R41 to R45 is selected from the group consisting of a phenyl group, a phenyl group substituted with deuterium, a phenyl group substituted with a naphthyl group, a phenyl group substituted with a nitrile group, a phenyl group substituted with a phenanthrene group, , A phenyl group substituted with a pyridine group, a biphenyl group, a terphenyl group, a naphthyl group, a phenanthrene group, a triphenylene group, a dimethylfluorene group, a diphenylfluorene group, a spirobifluorene group, a dibenzothiophene group, A carbazole group substituted with a phenyl group, a carbazole group substituted with a biphenyl group, a carbazole group substituted with a naph
  • R41 is a phenyl group substituted or unsubstituted with a deuterium, a nitrile group, an aryl group, or a heterocyclic group; Biphenyl group; A terphenyl group; Naphthyl group; Phenanthrene; Triphenylene group; A fluorene group substituted or unsubstituted with an alkyl group or an aryl group; A spirobifluorene group; A dibenzofurane group; A dibenzothiophene group; A carbazolyl group substituted or unsubstituted with an aryl group; A benzocarbazolyl group substituted or unsubstituted with an aryl group; A pyridine group; A quinoline group; Or an isoquinoline group.
  • R41 is a phenyl group substituted with a phenyl group, a deuterium group, a phenyl group substituted with a naphthyl group, a phenyl group substituted with a nitrile group, a phenyl group substituted with a phenanthrene group, a phenyl group substituted with a quinoline group, Substituted phenyl group, biphenyl group, terphenyl group, naphthyl group, phenanthrene group, triphenylene group, dimethylfluorene group, diphenylfluorene group, spirobifluorene group, dibenzofurane group, dibenzothiophene group and phenyl group A carbazole group substituted with a biphenyl group, a carbazole group substituted with a naphthyl group, a benzocarbazole group substituted with a phenyl group
  • R43 and R44 are the same or different and each independently hydrogen; A phenyl group substituted or unsubstituted with a deuterium, a nitrile group, an aryl group or a heterocyclic group; Biphenyl group; A terphenyl group; Naphthyl group; Phenanthrene; Triphenylene group; A fluorene group substituted or unsubstituted with an alkyl group or an aryl group; A spirobifluorene group; A dibenzofurane group; A dibenzothiophene group; A carbazolyl group substituted or unsubstituted with an aryl group; A benzocarbazolyl group substituted or unsubstituted with an aryl group; A pyridine group; A quinoline group; Or an isoquinoline group.
  • R43 and R44 are the same or different and each independently represents a hydrogen, a phenyl group, a phenyl group substituted with deuterium, a phenyl group substituted with a naphthyl group, a phenyl group substituted with a nitrile group, A phenyl group substituted with a quinoline group, a phenyl group substituted with a pyridine group, a biphenyl group, a terphenyl group, a naphthyl group, a phenanthrene group, a triphenylene group, a dimethylfluorene group, a diphenylfluorene group, a spirobifluorene group, A carbazole group substituted with a phenyl group, a carbazole group substituted with a naphthyl group, a benzocarbazole group substituted with a phenyl group, a pyridine group
  • R42 and R45 are hydrogen.
  • At least one of R51 to R55 is a substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group.
  • one to three of R51 to R55 are substituted or unsubstituted aryl groups; Or a substituted or unsubstituted heterocyclic group.
  • one or two of R51 to R55 is a substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group.
  • R51 is a substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group, R52 to R55 are the same or different from each other and each independently represents hydrogen; heavy hydrogen; A substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group.
  • At least one of R51 to R55 is a phenyl group substituted or unsubstituted with a deuterium, a nitrile group, an aryl group or a heterocyclic group; Biphenyl group; A terphenyl group; Naphthyl group; Phenanthrene; Triphenylene group; A fluorene group substituted or unsubstituted with an alkyl group or an aryl group; A spirobifluorene group; A dibenzofurane group; A dibenzothiophene group; A carbazolyl group substituted or unsubstituted with an aryl group; A benzocarbazolyl group substituted or unsubstituted with an aryl group; A pyridine group; A quinoline group; Or an isoquinoline group.
  • At least one of R 51 to R 55 is a phenyl group substituted with a quinoline group, a phenyl group substituted with a quinoline group, a phenyl group substituted with a quinoline group, a phenyl group substituted with a naphthyl group, , A phenyl group substituted with a pyridine group, a biphenyl group, a terphenyl group, a naphthyl group, a phenanthrene group, a triphenylene group, a dimethylfluorene group, a diphenylfluorene group, a spirobifluorene group, a dibenzothiophene group, A carbazole group substituted with a phenyl group, a carbazole group substituted with a biphenyl group, a carbazole group substituted with a naphthyl group, a benzocarbazole group substituted with a quinoline
  • R51 is a phenyl group substituted or unsubstituted with a deuterium, a nitrile group, an aryl group, or a heterocyclic group; Biphenyl group; A terphenyl group; Naphthyl group; Phenanthrene; Triphenylene group; A fluorene group substituted or unsubstituted with an alkyl group or an aryl group; A spirobifluorene group; A dibenzofurane group; A dibenzothiophene group; A carbazolyl group substituted or unsubstituted with an aryl group; A benzocarbazolyl group substituted or unsubstituted with an aryl group; A pyridine group; A quinoline group; Or an isoquinoline group.
  • R51 is a phenyl group substituted with a phenyl group, a deuterium group, a phenyl group substituted with a naphthyl group, a phenyl group substituted with a nitrile group, a phenyl group substituted with a phenanthrene group, a phenyl group substituted with a quinoline group, Substituted phenyl group, biphenyl group, terphenyl group, naphthyl group, phenanthrene group, triphenylene group, dimethylfluorene group, diphenylfluorene group, spirobifluorene group, dibenzofurane group, dibenzothiophene group and phenyl group A carbazole group substituted with a biphenyl group, a carbazole group substituted with a naphthyl group, a benzocarbazole group substituted with a phenyl group
  • R53 and R54 are the same or different and each independently hydrogen; A phenyl group substituted or unsubstituted with a deuterium, a nitrile group, an aryl group, or a heterocyclic group; Biphenyl group; A terphenyl group; Naphthyl group; Phenanthrene; Triphenylene group; A fluorene group substituted or unsubstituted with an alkyl group or an aryl group; A spirobifluorene group; A dibenzofurane group; A dibenzothiophene group; A carbazolyl group substituted or unsubstituted with an aryl group; A benzocarbazolyl group substituted or unsubstituted with an aryl group; A pyridine group; A quinoline group; Or an isoquinoline group.
  • R53 and R54 are the same or different and each independently represents a hydrogen, a phenyl group, a phenyl group substituted with deuterium, a phenyl group substituted with a naphthyl group, a phenyl group substituted with a nitrile group, A phenyl group substituted with a quinoline group, a phenyl group substituted with a pyridine group, a biphenyl group, a terphenyl group, a naphthyl group, a phenanthrene group, a triphenylene group, a dimethylfluorene group, a diphenylfluorene group, a spirobifluorene group, A carbazole group substituted with a phenyl group, a carbazole group substituted with a naphthyl group, a benzocarbazole group substituted with a phenyl group, a pyridine group
  • R52 and R55 are hydrogen.
  • X is S.
  • X is O.
  • L1 is a direct bond; A substituted or unsubstituted phenylene group; Or a substituted or unsubstituted naphthylene group.
  • L1 is a direct bond; A phenylene group; Or a naphthylene group.
  • L2 is a direct bond; A substituted or unsubstituted phenylene group; Or a substituted or unsubstituted naphthylene group.
  • L2 is a direct bond; A phenylene group; Or a naphthylene group.
  • L2 is a direct bond or a phenylene group.
  • R 1 and R 2 are the same or different and each independently hydrogen; Or an aryl group.
  • R 1 and R 2 are the same or different and each independently hydrogen; A phenyl group; Biphenyl group; Or a naphthyl group.
  • R1 and R2 are hydrogen.
  • R 3 and R 4 are the same or different from each other, and each independently hydrogen; An alkyl group; Or an aryl group.
  • R 3 and R 4 are the same or different from each other, and each independently hydrogen; Or an aryl group.
  • R 3 and R 4 are the same or different from each other, and each independently hydrogen; A phenyl group; Biphenyl group; Or a naphthyl group.
  • R3 and R4 are hydrogen.
  • the compound of Formula 1 is selected from the following structural formulas.
  • the compound of formula (1) according to one embodiment of the present application can be prepared by the following production method.
  • the compound of Formula 1 may be prepared in the same manner as in Preparation Example 1, below.
  • Substituent groups may be attached by methods known in the art, and the type, position or number of substituent groups may be varied according to techniques known in the art.
  • the compounds of the present invention can be prepared by using Buchwald-Hartwig coupling reaction, Heck coupling reaction, Suzuki coupling reaction and the like.
  • the solvent was removed by decompression. After that, it was completely dissolved in ethyl acetate, washed with water, and further decompressed to remove about 70% of the solvent.
  • the present invention also provides an organic electroluminescent device comprising the aforementioned compound.
  • the organic material layer of the organic electroluminescent device of the present application may have a single-layer structure, but may have a multilayer structure in which two or more organic material layers are stacked.
  • the organic electroluminescent device may have a structure including a hole injecting layer, a hole transporting layer, a light emitting layer, an electron transporting layer, an electron injecting layer, etc. as an organic material layer.
  • the structure of the organic electroluminescent device is not limited thereto and may include a smaller number of organic layers.
  • the organic layer includes a light-emitting layer, and the light-emitting layer includes the compound of the general formula (1).
  • the organic layer includes a light emitting layer
  • the light emitting layer includes the compound of Formula 1
  • the light emitting layer is a red light emitting layer.
  • the organic layer includes a light emitting layer, and the light emitting layer includes a compound host of the formula (1).
  • the organic layer includes a light emitting layer, and the light emitting layer includes the compound red host of the formula (1).
  • the organic layer includes a light emitting layer, and the light emitting layer includes the compound of Formula 1 and a dopant.
  • the organic layer includes a light emitting layer, and the light emitting layer contains the compound of Formula 1 and the dopant in a weight ratio of 1: 1 to 100: 1.
  • the organic layer includes a light emitting layer, and the light emitting layer includes a dopant.
  • the organic layer includes a light emitting layer, the light emitting layer includes a dopant, and the dopant is a metal complex.
  • the organic layer includes a light emitting layer, the light emitting layer includes a dopant, and the dopant is an iridium metal complex.
  • the organic layer includes a light emitting layer
  • the dopant of the light emitting layer may be selected from the following structures.
  • the organic layer includes a light emitting layer, and the thickness of the light emitting layer is 100 to 700 ANGSTROM.
  • the organic layer includes a light emitting layer, and the thickness of the light emitting layer is 300 ANGSTROM to 500 ANGSTROM.
  • the organic layer includes a light emitting layer, and the thickness of the light emitting layer is 400 ANGSTROM.
  • the organic material layer includes a hole injecting layer or a hole transporting layer, and the hole injecting layer or the hole transporting layer includes the compound of the above formula (1).
  • the organic material layer includes a hole injecting layer, a hole transporting layer, or a hole injecting and transporting layer, and the hole injecting layer, the hole transporting layer, or the hole injecting and transporting layer includes the compound of Formula 1.
  • the organic layer includes a hole injection layer, and the hole injection layer is doped.
  • the organic layer includes a hole injection layer, and the hole injection layer is p-doped.
  • the organic layer includes an electron transporting layer or an electron injecting layer, and the electron transporting layer or the electron injecting layer includes the compound of the above formula (1).
  • the organic layer includes an electron injecting layer, an electron transporting layer, or an electron injecting and transporting layer, and the electron injecting layer, the electron transporting layer, or the electron injecting and transporting layer includes the compound of Formula 1.
  • the organic layer comprises an electron injection and transport layer
  • the electron injection and transport layer comprises lithium quinolate
  • the organic layer includes an electron blocking layer or a hole blocking layer
  • the electron blocking layer or the hole blocking layer includes the compound of the above formula (1).
  • the organic electroluminescent device includes a first electrode; A second electrode facing the first electrode; And a light emitting layer provided between the first electrode and the second electrode; And at least two organic layers disposed between the light emitting layer and the first electrode or between the light emitting layer and the second electrode, wherein the light emitting layer comprises the compound of Formula 1.
  • the two or more organic layers may be selected from the group consisting of a hole injecting layer, a hole transporting layer, an electron blocking layer, a hole blocking layer, and an electron injecting and transporting layer.
  • the organic electroluminescent device may be a normal type organic light emitting device in which an anode, at least one organic layer, and a cathode are sequentially stacked on a substrate.
  • the organic electroluminescent device may be an inverted type organic light emitting device in which a cathode, at least one organic layer, and an anode are sequentially stacked on a substrate.
  • Figs. 1 and 2. For example, the structure of an organic electroluminescent device according to one embodiment of the present application is illustrated in Figs. 1 and 2. Fig.
  • FIG. 1 shows a structure of an organic electroluminescent device in which a substrate 1, an anode 2, a light emitting layer 3, and a cathode 4 are sequentially laminated.
  • the compound may be included in the light emitting layer (3).
  • Fig. 2 is a cross-sectional view showing the structure of a substrate 1, an anode 2, a hole injecting layer 5, a hole transporting layer 6, an electron blocking layer 7, a light emitting layer 3, a hole blocking layer 8, 9, and a cathode 4 are sequentially laminated on a transparent substrate 1, as shown in FIG.
  • the compound may be included in the light-emitting layer (3).
  • the compound may be contained in at least one of the hole injecting layer, the hole transporting layer, the light emitting layer, and the electron transporting layer.
  • the organic electroluminescent device of the present application can be produced by materials and methods known in the art, except that one or more of the organic layers include the compound of the present application, i.e., the compound.
  • the organic layers may be formed of the same material or different materials.
  • the organic light emitting device of the present application can be manufactured by sequentially laminating a first electrode, an organic material layer, and a second electrode on a substrate.
  • a PVD (physical vapor deposition) method such as a sputtering method or an e-beam evaporation method
  • a metal or a metal oxide having conductivity or an alloy thereof is deposited on the substrate to form a positive electrode
  • an organic material layer including a hole injecting layer, a hole transporting layer, a light emitting layer and an electron transporting layer thereon depositing a material usable as a cathode thereon.
  • an organic light emitting device can be formed by sequentially depositing a cathode material, an organic material layer, and a cathode material on a substrate.
  • the compound of Formula 1 may be formed into an organic material layer by a solution coating method as well as a vacuum evaporation method in the production of an organic electroluminescent device.
  • the solution coating method refers to spin coating, dip coating, doctor blading, inkjet printing, screen printing, spraying, roll coating and the like, but is not limited thereto.
  • an organic electroluminescent device can also be fabricated by sequentially depositing an organic material layer and a cathode material on a substrate from a cathode material (International Patent Application Publication No. 2003/012890).
  • the manufacturing method is not limited thereto.
  • the first electrode is an anode and the second electrode is a cathode.
  • the first electrode is a cathode and the second electrode is a cathode.
  • the cathode material a material having a large work function is preferably used so that hole injection can be smoothly conducted into the organic material layer.
  • the cathode material 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); ZnO: Al or SnO 2: a combination of a metal and an oxide such as Sb; Conductive polymers such as poly (3-methylthiophene), poly [3,4- (ethylene-1,2-dioxy) thiophene] (PEDOT), polypyrrole and polyaniline.
  • the negative electrode material is preferably a material having a small work function to facilitate electron injection into the organic material layer.
  • Specific examples of the negative electrode material include metals such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin and lead or alloys thereof; Layer structure materials such as LiF / Al or LiO 2 / Al, but are not limited thereto.
  • the hole injecting layer is a layer for injecting holes from an electrode.
  • the hole injecting material has a hole injecting effect, and has a hole injecting effect on the light emitting layer or a light emitting material.
  • a compound which prevents the migration of excitons to the electron injecting layer or the electron injecting material and is also excellent in the thin film forming ability is preferable. It is preferable that the highest occupied molecular orbital (HOMO) of the hole injecting material be between the work function of the anode material and the HOMO of the surrounding organic layer.
  • HOMO highest occupied molecular orbital
  • the hole injecting material include metal porphyrin, oligothiophene, arylamine-based organic materials, hexanitrile hexaazatriphenylene-based organic materials, quinacridone-based organic materials, and perylene- , Anthraquinone, polyaniline and polythiophene-based conductive polymers, but the present invention is not limited thereto.
  • the hole transport layer is a layer that transports holes from the hole injection layer to the light emitting layer.
  • the hole transport material is a material capable of transporting holes from the anode or the hole injection layer to the light emitting layer.
  • the material is suitable. Specific examples include arylamine-based organic materials, conductive polymers, and block copolymers having a conjugated portion and a non-conjugated portion together, but are not limited thereto.
  • the light emitting material is preferably a material capable of emitting light in the visible light region by transporting and receiving holes and electrons from the hole transporting layer and the electron transporting layer, respectively, and having good quantum efficiency for fluorescence or phosphorescence.
  • Specific examples include 8-hydroxy-quinoline aluminum complex (Alq 3 ); Carbazole-based compounds; Dimerized styryl compounds; BAlq; 10-hydroxybenzoquinoline-metal compounds; Compounds of the benzoxazole, benzothiazole and benzimidazole series; Polymers of poly (p-phenylenevinylene) (PPV) series; Spiro compounds; Polyfluorene, rubrene, and the like, but are not limited thereto.
  • the light emitting layer may include a host material and a dopant material.
  • the host material is a condensed aromatic ring derivative or a heterocyclic compound.
  • Specific examples of the condensed aromatic ring derivatives include anthracene derivatives, pyrene derivatives, naphthalene derivatives, pentacene derivatives, phenanthrene compounds, and fluoranthene compounds.
  • Examples of heterocycle-containing compounds include compounds, dibenzofuran derivatives, ladder furan compounds , Pyrimidine derivatives, and the like, but are not limited thereto.
  • the electron transporting material is a layer that receives electrons from the electron injecting layer and transports electrons to the light emitting layer.
  • the electron transporting material is a material capable of transferring electrons from the cathode well to the light emitting layer. Is suitable. Specific examples include an Al complex of 8-hydroxyquinoline; Complexes containing Alq 3 ; Organic radical compounds; Hydroxyflavone-metal complexes, and the like, but are not limited thereto.
  • the electron transporting layer can be used with any desired cathode material as used according to the prior art.
  • an example of a suitable cathode material is a conventional material having a low work function followed by an aluminum layer or a silver layer. Specifically cesium, barium, calcium, ytterbium and samarium, in each case followed by an aluminum layer or a silver layer.
  • the electron injection layer is a layer for injecting electrons from the electrode.
  • the electron injection layer has an ability to transport electrons, has an electron injection effect from the cathode, and has an excellent electron injection effect with respect to the light emitting layer or the light emitting material.
  • a compound which prevents migration to a layer and is excellent in a thin film forming ability is preferable.
  • Specific examples thereof include fluorenone, anthraquinodimethane, diphenoquinone, thiopyran dioxide, oxazole, oxadiazole, triazole, imidazole, perylenetetracarboxylic acid, preorenylidene methane, A complex compound and a nitrogen-containing five-membered ring derivative, but are not limited thereto.
  • Examples of the metal complex compound include 8-hydroxyquinolinato lithium, bis (8-hydroxyquinolinato) zinc, bis (8-hydroxyquinolinato) copper, bis (8- Tris (8-hydroxyquinolinato) aluminum, tris (2-methyl-8-hydroxyquinolinato) aluminum, tris (8- hydroxyquinolinato) gallium, bis (10- Quinolinato) beryllium, bis (10-hydroxybenzo [h] quinolinato) zinc, bis (2-methyl-8- quinolinato) chlorogallium, bis (2-methyl-8-quinolinato) (2-naphtholato) gallium, and the like, But is not limited thereto.
  • the hole blocking layer prevents holes from reaching the cathode, and may be formed under the same conditions as those of the hole injecting layer. Specific examples thereof include, but are not limited to, oxadiazole derivatives, triazole derivatives, phenanthroline derivatives, BCP, aluminum complexes and the like.
  • the organic electroluminescent device according to the present invention may be a front emission type, a back emission type, or a both-sided emission type, depending on the material used.
  • the compound of Formula 3-79-a 18.55 g (1.0 eq ), dibenzo [b, d] furan-2-Daily acid 6.20 g (1.1 eq), Pd (t-Bu 3 P) 2 0.14 g (0.01 eq) in dioxane , And 11.28 g (2.0 eq) of K 3 PO 4 dissolved in 80 ml of water was added thereto, followed by refluxing and stirring. After the reaction was completed after 2 hours, the water layer containing the salt was removed, and the solvent was removed by decompression. After that, it was completely dissolved in chloroform, washed with water and decompressed again to remove about 50% of the solvent.
  • the glass substrate coated with ITO (indium tin oxide) thin film with a thickness of 1,000 ⁇ was immersed in distilled water containing detergent and washed with ultrasonic waves. At this time, Fischer Co. product was used as a detergent, and distilled water, which was secondly filtered with a filter of Millipore Co., was used as distilled water.
  • the ITO was washed for 30 minutes and then washed twice with distilled water and ultrasonically cleaned for 10 minutes. After the distilled water was washed, it was ultrasonically washed with a solvent of isopropyl alcohol, acetone, and methanol, dried, and then transported to a plasma cleaner. Further, the substrate was cleaned using oxygen plasma for 5 minutes, and then the substrate was transported by a vacuum evaporator.
  • the following HI-1 compound was formed to a thickness of 1150 ANGSTROM as a hole injecting layer on the ITO transparent electrode thus prepared, and the following compound A-1 was p-doped at a concentration of 1.5%.
  • the following HT-1 compound was vacuum deposited on the hole injection layer to form a hole transport layer having a thickness of 800 ANGSTROM.
  • EB-1 compound having a thickness of 150 ANGSTROM was vacuum-deposited on the hole transport layer to form an electron blocking layer.
  • the following RH-1 compound and the following Dp-39 compound were vapor-deposited on the EB-1 vapor-deposited film at a weight ratio of 98: 2 to form a 400 ⁇ thick red light emitting layer.
  • HB-1 compound was vacuum deposited on the light emitting layer to a film thickness of 30 ANGSTROM to form a hole blocking layer. Subsequently, the following ET-1 compound and the following LiQ compound were vacuum-deposited on the hole blocking layer at a weight ratio of 2: 1 to form an electron injecting and transporting layer having a thickness of 300 ⁇ . Lithium fluoride (LiF) and aluminum having a thickness of 1,000 ⁇ were sequentially deposited on the electron injecting and transporting layer to form a cathode.
  • LiF lithium fluoride
  • aluminum having a thickness of 1,000 ⁇ were sequentially deposited on the electron injecting and transporting layer to form a cathode.
  • An organic electroluminescent device was produced in the same manner as in Comparative Example 1, except that the compound shown in the following Table 1 was used in place of RH-1 in the organic electroluminescent device of Comparative Example 1.
  • An organic electroluminescent device was produced in the same manner as in Comparative Example 1, except that the compound shown in the following Table 1 was used in place of RH-1 in the organic electroluminescent device of Comparative Example 1.
  • T95 means the time required for the luminance to decrease from the initial luminance (5000 nits) to 95%.
  • the compound of the present invention is superior in driving voltage and efficiency in an organic electroluminescent device as compared with a compound in which Ar1 is a monocyclic hetero ring containing N and X is C , And it was confirmed that it has superior characteristics particularly in terms of life span.

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Abstract

La présente invention concerne un composé de formule chimique 1 et un dispositif électroluminescent organique le comprenant.
PCT/KR2018/007083 2017-06-23 2018-06-22 Composé et dispositif électroluminescent organique le comprenant WO2018236182A1 (fr)

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