Composition for organic optoelectronic device, organic optoelectronic device and display device

Abstract

Disclosed are a composition for an organic optoelectronic device, an organic optoelectronic device, and a display device, the composition comprising a first compound represented by Chemical Formula 1 and a second compound represented by a combination of Chemical Formula 2 and Chemical Formula 3, the organic optoelectronic device comprising the composition. The details of Chemical Formulas 1 to 3 are as defined in the specification.

Description

[0001] Citations of Related Applications

[0002] This application claims priority to and the benefit of Korean Patent Application No. 10-2020-0094582 filed in the Korean Intellectual Property Office on July 29, 2020, the entire contents of which are incorporated herein by reference. Technical Field

[0003] Disclosed are a composition for an organic optoelectronic device (organic optoelectronic device, organic optoelectronic device, organic optoelectronic device, organic optoelectronic device), an organic optoelectronic device and a display device (display device). Background Art

[0004] An organic photovoltaic device (organic photodiode) is a device that converts electrical energy into light energy and vice versa.

[0005] Organic photoelectric devices can be roughly divided into two types according to the operating principle. One is a photoelectric device that generates electrical energy by separating excitons formed by light energy into electrons and holes and transferring the electrons and holes to different electrodes, respectively, and the other is a light-emitting device that generates light energy from electrical energy by supplying voltage or current to electrodes.

[0006] Examples of organic optoelectronic devices include organic optoelectronic devices, organic light emitting diodes, organic solar cells, and organic photoconductors.

[0007] As the demand for flat panel display devices continues to increase, among them, organic light emitting diodes (OLEDs) have attracted much attention in recent years. An organic light emitting diode is a device that converts electrical energy into light energy, and the performance of an organic light emitting diode is greatly affected by an organic material between electrodes. Summary of the invention

[0008] One embodiment provides a composition for an organic photoelectric device, which can realize an organic photoelectric device having high efficiency and a long lifespan.

[0009] Another embodiment provides an organic photoelectric device including the composition for an organic photoelectric device.

[0010] Another embodiment provides a display device including an organic photoelectric device.

[0011] According to one embodiment, a composition for an organic photoelectric device includes a first compound represented by Chemical Formula 1 and a second compound represented by a combination of Chemical Formula 2 and Chemical Formula 3.

[0012] [Chemical formula 1]

[0013]

[0014] In Chemical Formula 1,

[0015] X is C, Si, or Ge,

[0016] Z 1 To Z 3 Each independently is N or CR a ,

[0017] Z 1 To Z 3 At least two of them are N,

[0018] R1 and R2 are each independently a substituted or unsubstituted C1 to C30 alkyl group, or a substituted or unsubstituted C6 to C30 aryl group,

[0019] R a , and R 3 To R 9 are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group,

[0020] L 1 To L 3 are each independently a single bond, or a substituted or unsubstituted C6 to C30 arylene group, and

[0021] Ar 1 and Ar 2 Each is independently a substituted or unsubstituted C6 to C30 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group;

[0022]

[0023]

[0024] Among them, in Chemical Formula 2 and Chemical Formula 3,

[0025] a1* to a4* in Chemical Formula 2 are each independently a linking carbon (C) or CR b ,

[0026] Adjacent two of a1* to a4* in Chemical Formula 2 are each connected to Formula 3,

[0027] R b and R 10 To R 14are each independently hydrogen, deuterium, a substituted or unsubstituted amine group, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group,

[0028] L 4 To L 6 are each independently a single bond, or a substituted or unsubstituted C6 to C30 arylene group,

[0029] Ar 3 To Ar 5 are each independently a substituted or unsubstituted amine group, a substituted or unsubstituted C6 to C30 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group, and

[0030] * indicates the connection point.

[0031] According to another embodiment, an organic photoelectric device includes an anode and a cathode facing each other and at least one organic layer between the anode and the cathode, wherein the organic layer includes a light emitting layer and the light emitting layer includes the composition for an organic photoelectric device.

[0032] According to another embodiment, a display device including an organic photoelectric device is provided.

[0033] The organic optoelectronic device may be advantageous for process stability in mass production due to long lifetime, high efficiency and low drive as well as a higher glass transition temperature compared to the deposition temperature. BRIEF DESCRIPTION OF THE DRAWINGS

[0034] Figure 1 and Figure 2 are cross-sectional views each showing an organic light emitting diode according to one embodiment.

[0035] <Description of symbols>

[0036] 100,200: Organic light-emitting diodes

[0037] 105: Organic layer

[0038] 110: cathode

[0039] 120: Anode

[0040] 130: Luminous layer

[0041] 140: Hole auxiliary layer DETAILED DESCRIPTION

[0042] Hereinafter, embodiments of the present invention are described in detail. However, these embodiments are exemplary, the present invention is not limited thereto, and the present invention is defined by the scope of the claims.

[0043] In one example of the present disclosure, "substituted" means that at least one hydrogen of the substituent or compound is replaced with deuterium, halogen, hydroxyl, amino, substituted or unsubstituted C1 to C30 amine, nitro, substituted or unsubstituted C1 to C40 silyl, C1 to C30 alkyl, C1 to C10 alkylsilyl, C6 to C30 arylsilyl, C3 to C30 cycloalkyl, C3 to C30 heterocycloalkyl, C6 to C30 aryl, C2 to C30 heteroaryl, C1 to C20 alkoxy, C1 to C10 trifluoroalkyl, cyano, or a combination thereof.

[0044] In the specific examples of the present disclosure, "substituted" means that at least one hydrogen of the substituent or compound is replaced by deuterium, C1 to C30 alkyl, C1 to C10 alkylsilyl, C6 to C30 arylsilyl, C3 to C30 cycloalkyl, C3 to C30 heterocycloalkyl, C6 to C30 aryl, C2 to C30 heteroaryl, or cyano. In the specific examples of the present disclosure, "substituted" means that at least one hydrogen of the substituent or compound is replaced by deuterium, C1 to C20 alkyl, C6 to C30 aryl, or cyano. In the specific examples of the present disclosure, "substituted" means that at least one hydrogen of the substituent or compound is replaced by deuterium, C1 to C5 alkyl, C6 to C18 aryl, or cyano. In the specific examples of the present disclosure, "substituted" means that at least one hydrogen of the substituent or compound is replaced by deuterium, cyano, methyl, ethyl, propyl, butyl, phenyl, biphenyl, terphenyl or naphthyl.

[0045] As used herein, when no definition is otherwise provided, "hetero" means including one to three heteroatoms selected from N, O, S, P and Si in one functional group, and the rest are carbon.

[0046] As used herein, "aryl" refers to a group including at least one hydrocarbon aromatic portion and all elements of the hydrocarbon aromatic portion have p orbitals forming conjugation, such as phenyl, naphthyl, etc., two or more hydrocarbon aromatic portions may be connected by a σ bond and may be, for example, biphenyl, terphenyl, quaterphenyl, etc., and two or more hydrocarbon aromatic portions are directly or indirectly fused to provide a non-aromatic fused ring, such as fluorenyl.

[0047] Aryl groups can include monocyclic, polycyclic, or fused-ring polycyclic (ie, rings which share adjacent pairs of carbon atoms) functional groups.

[0048] As used herein, "heterocyclic group" is a general concept of heteroaryl, and may include at least one heteroatom selected from N, O, S, P and Si in place of carbon (C) in a cyclic compound (such as an aryl group, a cycloalkyl group, a condensed ring thereof, or a combination thereof). When the heterocyclic group is a condensed ring, the entire ring or each ring of the heterocyclic group may include one or more heteroatoms.

[0049] For example, "heteroaryl" refers to an aryl group including at least one heteroatom selected from N, O, S, P and Si. Two or more heteroaryls are directly connected by a sigma bond, or when the heteroaryl includes two or more rings, the two or more rings may be fused. When the heteroaryl is a fused ring, each ring may include one to three heteroatoms.

[0050] More specifically, the substituted or unsubstituted C6 to C30 aryl group may be a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted anthracenyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted p-terphenyl group, a substituted or unsubstituted m-terphenyl group, a substituted or unsubstituted o-terphenyl group, a substituted or unsubstituted The invention may include, but is not limited to, a substituted or unsubstituted triphenylene group (triphenylene group), a substituted or unsubstituted peryl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted indenyl group, a substituted or unsubstituted furanyl group, or a combination thereof.

[0051] More specifically, the substituted or unsubstituted C2 to C30 heterocyclic group may be a substituted or unsubstituted thienyl, a substituted or unsubstituted pyrrolyl, a substituted or unsubstituted pyrazolyl, a substituted or unsubstituted imidazolyl, a substituted or unsubstituted triazolyl, a substituted or unsubstituted oxazolyl, a substituted or unsubstituted thiazolyl, a substituted or unsubstituted oxadiazolyl, a substituted or unsubstituted thiadiazolyl, a substituted or unsubstituted pyridyl, a substituted or unsubstituted pyrimidinyl, a substituted or unsubstituted pyrazinyl, a substituted or unsubstituted triazinyl, a substituted or unsubstituted benzofuranyl, a substituted or unsubstituted benzothiophenyl, a substituted or unsubstituted benzothiophene, or a substituted or unsubstituted benzothiophene. The invention may include, but is not limited to, a substituted or unsubstituted benzimidazolyl, a substituted or unsubstituted indolyl, a substituted or unsubstituted quinolyl, a substituted or unsubstituted isoquinolyl, a substituted or unsubstituted quinazoline, a substituted or unsubstituted quinoxalinyl, a substituted or unsubstituted naphthyridinyl, a substituted or unsubstituted benzoxazinyl, a substituted or unsubstituted benzothiazinyl, a substituted or unsubstituted acridinyl, a substituted or unsubstituted phenazinyl, a substituted or unsubstituted phenothiazinyl, a substituted or unsubstituted phenoxazinyl, a substituted or unsubstituted carbazolyl, a substituted or unsubstituted dibenzofuranyl, or a substituted or unsubstituted dibenzothiophenyl group, or a combination thereof, but is not limited thereto.

[0052] In this specification, hole characteristics refer to the ability to provide electrons to form holes when an electric field is applied, and due to the conductive characteristics according to the highest occupied molecular orbital (HOMO) energy level, the holes formed in the anode can be easily injected into the light-emitting layer and transported in the light-emitting layer.

[0053] In addition, the electronic property refers to the ability to accept electrons when an electric field is applied, and due to the conductive property according to the lowest unoccupied molecular orbital (LUMO) energy level, electrons formed in the cathode can be easily injected into the light-emitting layer and transported in the light-emitting layer.

[0054] Hereinafter, a composition for an organic photoelectric device according to one embodiment is described.

[0055] A composition for an organic photoelectric device according to one embodiment includes a first compound represented by Chemical Formula 1 and a second compound represented by a combination of Chemical Formula 2 and Chemical Formula 3.

[0056] [Chemical formula 1]

[0057]

[0058] In Chemical Formula 1,

[0059] X is C, Si or Ge,

[0060] Z 1 To Z 3 Each independently is N or CR a ,

[0061] Z 1 To Z 3 At least two of them are N,

[0062] R1 and R2 are each independently a substituted or unsubstituted C1 to C30 alkyl group, or a substituted or unsubstituted C6 to C30 aryl group,

[0063] R a and R 3 To R 9 are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group,

[0064] L 1 To L 3 are each independently a single bond, or a substituted or unsubstituted C6 to C30 arylene group, and

[0065] Ar 1 and Ar 2 Each is independently a substituted or unsubstituted C6 to C30 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group;

[0066]

[0067] Among them, in Chemical Formula 2 and Chemical Formula 3,

[0068] a1* to a4* in Chemical Formula 2 are each independently a connecting carbon (C) or CR b ,

[0069] Adjacent two of a1* to a4* in Chemical Formula 2 are each connected to Formula 3,

[0070] R b and R 10 To R 14 are each independently hydrogen, deuterium, a substituted or unsubstituted amine group, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group,

[0071] L 4 To L 6 are each independently a single bond, or a substituted or unsubstituted C6 to C30 arylene group,

[0072] Ar 3 To Ar 5 are each independently a substituted or unsubstituted amine group, a substituted or unsubstituted C6 to C30 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group, and

[0073] * indicates the connection point.

[0074] The first compound represented by Chemical Formula 1 has a structure in which fluorene or a fluorene derivative (X=Si or Ge) is substituted at the 4-position with a nitrogen-containing 6-membered ring.

[0075] The first compound having such a structure has a high glass transition temperature while maintaining appropriate planarity, thereby realizing a low-drive device with a long lifespan.

[0076] In particular, when applied to an organic light emitting diode together with a second compound having excellent hole transport properties, high efficiency and long life can be achieved by balancing charges.

[0077] On the other hand, the second compound represented by the combination of Chemical Formula 2 and Chemical Formula 3 has a structure in which an additionally condensed carbazole is substituted with an amine group.

[0078] The second compound may be included together with the above-mentioned first compound to increase the balance of holes and electrons, thereby greatly improving the lifespan characteristics of a device to which the second compound is applied.

[0079] In addition, since the compound having such a structure has a high glass transition temperature and can be deposited at a relatively low temperature, it has improved thermal stability. This may be advantageous in terms of process stability that enables mass production and high-speed processability because the deformation of the deposited film is small even when the deposition rate is increased.

[0080] According to one embodiment, when L in Chemical Formula 1 1 When it is a single bond, that is, when fluorene or a fluorene derivative is directly substituted at its 4-position with a nitrogen-containing 6-membered ring, the electron mobility is further improved, which is beneficial to long life and low drive.

[0081] For example, in Formula 1, Z 1 and Z 2 Can be N, and Z 3 Can be CR a .

[0082] For example, in Formula 1, Z 2 and Z 3 Can be N, and Z 1 Can be CR a .

[0083] R a It may be, for example, hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, or a substituted or unsubstituted C6 to C12 aryl group.

[0084] For example, X in Chemical Formula 1 may be C or Si.

[0085] For example, in formula 1, Z 1 To Z 3 Each of can be N.

[0086] For example, L 2 and L 3 Each is independently a single bond, or a substituted or unsubstituted phenylene group.

[0087] For a specific example, Ar 1 and Ar 2 and the like. Each of the above groups may independently be a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted anthracenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted dibenzosilolyl group, a substituted or unsubstituted naphthobenzofuranyl group, a substituted or unsubstituted naphthobenzothiophenyl group, or a substituted or unsubstituted naphthobenzosilolyl group.

[0088] For a specific example, Ar 1 and Ar 2Each of them may independently be a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, or a substituted or unsubstituted dibenzosilyl group.

[0089] For example, *-L 2 -Ar 1 and *-L 3 -Ar 2 Each of the substituents may be independently selected from the substituents in Group I, but is not limited thereto.

[0090] [Group I]

[0091]

[0092] In group I, * is the connection point.

[0093] For example, R1 and R2 may each independently be a substituted or unsubstituted C1 to C10 alkyl group, or a substituted or unsubstituted C6 to C12 aryl group.

[0094] For specific examples, R1 and R2 may each independently be a methyl group, or a substituted or unsubstituted phenyl group.

[0095] For example, R 3 To R 9 and may each independently be hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, or a substituted or unsubstituted C6 to C12 aryl group.

[0096] For the specific example, R 3 To R 9 Each may independently be hydrogen, deuterium, a substituted or unsubstituted C1 to C5 alkyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthyl group, or a substituted or unsubstituted terphenyl group.

[0097] For example, the first compound may be represented by Chemical Formula 1A.

[0098] [Chemical Formula 1A]

[0099]

[0100] In Chemical Formula 1A,

[0101] X can be C or Si,

[0102] Z 1 To Z 3 Can be N respectively,

[0103] L 2 and L 3may each independently be a single bond, or a substituted or unsubstituted phenylene group,

[0104] Ar 1 and Ar 2 may be each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, or a substituted or unsubstituted dibenzosilyl group,

[0105] R1 and R2 may each independently be a methyl group, or a substituted or unsubstituted phenyl group, and

[0106] R 7 It may be hydrogen, deuterium, substituted or unsubstituted C1 to C5 alkyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, or substituted or unsubstituted terphenyl.

[0107] For example, the first compound may be one selected from the compounds of Group 1, but is not limited thereto.

[0108] [Group 1]

[0109]

[0110]

[0111]

[0112]

[0113]

[0114]

[0115]

[0116] Meanwhile, the second compound may be represented by one of Chemical Formula 2A to Chemical Formula 2C depending on the condensation position of the additional condensed ring.

[0117]

[0118] [Chemical formula 2C]

[0119]

[0120] In Chemical Formulae 2A to 2C,

[0121] Ar 3 To Ar 5 , L 4 To L 6 , R 10To R 14 Same as above, and

[0122] R b1 To R b4 With the above R b The definition is the same.

[0123] Chemical Formulae 2A to 2C may be represented by one of Chemical Formulae 2A-1 to 2A-4, Chemical Formulae 2B-1 to 2B-4, and Chemical Formulae 2C-1 to 2C-4, depending on the substitution position of the amine group.

[0124]

[0125]

[0126]

[0127] In Formulae 2A-1 to 2A-4, Formulae 2B-1 to 2B-4, and Formulae 2C-1 to 2C-4, Ar 3 To Ar 5 , L 4 To L 6 , R 10 To R 14 and R b1 To R b4 Same as above.

[0128] For example, the second compound may be represented by Chemical Formula 2A-2.

[0129] For example, R b , R b1 To R b4 and R 10 To R 14 and may each independently be hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, or a substituted or unsubstituted C6 to C12 aryl group.

[0130] For a specific example, R b , R b1 To R b4 and R 10 To R 14 Each may be hydrogen.

[0131] For example, L 4 To L 6 Each is independently a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted dibenzofuranylene group, or a substituted or unsubstituted dibenzothiophenylene group.

[0132] For a specific example, L 4 can be a single bond, and

[0133] L 5 and L 6 Each independently may be a single bond or a substituted or unsubstituted phenylene group.

[0134] For example, Ar 3 To Ar 5 Each of them may independently be a substituted or unsubstituted amino group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted anthracenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, or a substituted or unsubstituted dibenzosilyl group.

[0135] For a specific example, Ar 3 may be substituted or unsubstituted phenyl, and

[0136] Ar 4 and Ar 5 Each of them may independently be a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothienyl group.

[0137] For a more specific example, *-L 5 -Ar 4 and *-L 6 -Ar 5 Each may be independently one selected from the substituents in Group II.

[0138] [Group II]

[0139]

[0140] For example, the second compound may be one selected from the compounds of Group 2, but is not limited thereto.

[0141] [Group 2]

[0142]

[0143]

[0144]

[0145]

[0146] For example, the first compound and the second compound may be included in a weight ratio of 1:99 to 99:1. Within the above range, bipolar characteristics may be achieved to improve efficiency and life by matching the electron transport capability of the first compound and the hole transport capability of the second compound to a suitable weight ratio. Within this range, for example, they may be included in a weight ratio of about 90:10 to 10:90, about 90:10 to 20:80, about 90:10 to 30:70, about 90:10 to 40:60, or about 90:10 to 50:50. For example, they may be included in a weight ratio of 60:40 to 50:50, for example, 50:50.

[0147] In one embodiment of the present invention, the first compound and the second compound may each be included as a host of the light-emitting layer, for example, a phosphorescent host.

[0148] The aforementioned composition for an organic photoelectric device may be formed into a film by a dry film-forming method such as chemical vapor deposition.

[0149] Hereinafter, an organic photoelectric device including the aforementioned composition for an organic photoelectric device is described.

[0150] The organic photoelectric device may be any device that converts electrical energy into light energy, and vice versa, without particular limitation, and may be, for example, an organic optoelectronic device, an organic light emitting diode, an organic solar cell, and an organic photoconductor.

[0151] Herein, an organic light emitting diode as one example of an organic photoelectric device is described with reference to the accompanying drawings.

[0152] Figure 1 and Figure 2 is a cross-sectional view showing an organic light emitting diode according to an embodiment.

[0153] See also Figure 1 , an organic light emitting diode 100 according to one embodiment includes an anode 120 and a cathode 110 facing each other and an organic layer 105 between the anode 120 and the cathode 110 .

[0154] The anode 120 may be made of a conductor having a large work function to assist hole injection, and may be, for example, a metal, a metal oxide, and / or a conductive polymer. The anode 120 may be, for example, a metal such as nickel, platinum, vanadium, chromium, copper, zinc, gold, or the like, or an alloy thereof; a metal oxide such as zinc oxide, indium oxide, indium tin oxide (ITO), indium zinc oxide (IZO), or the like; a combination of a metal and an oxide such as ZnO and Al or SnO2 and Sb; a conductive polymer such as poly(3-methylthiophene), poly(3,4-(ethylene-1,2-dioxy)thiophene) (PEDOT), polypyrrole, or polyaniline, but is not limited thereto.

[0155] The cathode 110 may be made of a conductor having a small work function to assist electron injection, and may be, for example, a metal, a metal oxide, and / or a conductive polymer. The cathode 110 may be, for example, a metal such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin, lead, cesium, barium, or the like, or an alloy thereof; a multilayer structure material such as LiF / Al, LiO2 / Al, LiF / Ca, and BaF2 / Ca, but is not limited thereto.

[0156] The organic layer 105 may include the aforementioned composition for an organic photoelectric device.

[0157] The organic layer 105 may include a light emitting layer 130 and the light emitting layer 130 may include the aforementioned composition for an organic photoelectric device.

[0158] The light emitting layer 130 may include, for example, the aforementioned composition for an organic photoelectric device as a phosphorescent host.

[0159] The light emitting layer may further include one or more compounds in addition to the aforementioned host.

[0160] The light emitting layer may further include a dopant. For example, the dopant may be a phosphorescent dopant, such as a red, green or blue phosphorescent dopant, and may be a red phosphorescent dopant.

[0161] The composition for an organic photoelectric device further including a dopant may be, for example, a red light emitting composition.

[0162] A dopant is a material that emits light by being mixed in a small amount in a compound or composition for an organic optoelectronic device. Generally, a material that emits light by multiple excitation to a triplet state or higher, such as a metal complex, can be used. For example, the dopant can be an inorganic, organic, or organic-inorganic compound, and can include one or two or more types.

[0163] Examples of the dopant may be a phosphorescent dopant, and examples of the phosphorescent dopant may include an organic metal compound containing Ir, Pt, Os, Ti, Zr, Hf, Eu, Tb, Tm, Fe, Co, Ni, Ru, Rh, Pd, or a combination thereof. For example, the phosphorescent dopant may be a compound represented by the chemical formula Z, but is not limited thereto.

[0164] [Chemical formula Z]

[0165] L 7 MX 1

[0166] In the chemical formula Z, M is a metal and L 7and X 1 They are the same as or different from each other and are ligands that form a complex with M.

[0167] M can be, for example, Ir, Pt, Os, Ti, Zr, Hf, Eu, Tb, Tm, Fe, Co, Ni, Ru, Rh, Pd, or a combination thereof, and L 7 and X 1 This may be, for example, a bidentate ligand.

[0168] The organic layer may further include an auxiliary layer in addition to the light emitting layer.

[0169] The auxiliary layer may be, for example, Figure 2 The hole assisting layer 140 is shown in FIG.

[0170] See also Figure 2 In addition to the light emitting layer 130 , the organic light emitting diode 200 further includes a hole auxiliary layer 140 . The hole auxiliary layer 140 further increases hole injection and / or hole mobility and blocks electrons between the anode 120 and the light emitting layer 130 .

[0171] The hole auxiliary layer 140 may include, for example, at least one of the compounds of group A.

[0172] Specifically, the hole auxiliary layer 140 may include a hole transport layer between the anode 120 and the light emitting layer 130 and a hole transport auxiliary layer between the light emitting layer 130 and the hole transport layer, and at least one compound of group A may be included in the hole transport auxiliary layer.

[0173] [Group A]

[0174]

[0175]

[0176]

[0177]

[0178] In the hole transport auxiliary layer, in addition to the compounds, known compounds disclosed in US5061569A, JP1993-009471A, WO1995-009147A1, JP1995-126615A, JP1998-095973A, etc. and compounds similar thereto may be used.

[0179] In one embodiment, Figure 1 or Figure 2 In the embodiment, the organic light emitting diode may further include an electron transport layer, an electron injection layer or a hole injection layer as the organic layer 105 .

[0180] The organic light emitting diodes 100 and 200 may be produced by forming an anode or a cathode on a substrate, forming an organic layer using a dry film forming method such as vacuum deposition (evaporation), sputtering, plasma plating, and ion plating, and forming a cathode or an anode thereon.

[0181] The organic light emitting diode may be applied to an organic light emitting display device.

[0182] Hereinafter, various embodiments are described in more detail with reference to examples. However, these examples are exemplary, and the scope of the claims is not limited thereto.

[0183] Hereinafter, unless otherwise specifically commented, starting materials and reactants used in Examples and Synthesis Examples were purchased from Sigma-Aldrich Co. Ltd., TCI Inc., Tokyo chemical industry or P&H tech, or synthesized by known methods.

[0184] (Preparation of compounds for organic optoelectronic devices)

[0185] The compounds provided as more specific examples of the compounds of the present invention are synthesized by the following steps.

[0186] Synthesis of the first compound

[0187] Synthesis Example 1: Synthesis of Compound 18

[0188] [Reaction Scheme 1]

[0189]

[0190] One equivalent of the compound with CAS number [1259280-37-9] and 1 equivalent of the compound with CAS number [1472062-94-4], 0.03 equivalent of tetrakis triphenylphosphine palladium and 2.5 equivalents of potassium carbonate were placed in a round-bottom flask, and then dissolved in a mixed solvent of tetrahydrofuran and distilled water mixed in a volume ratio of 2:1 at 0.25 molar concentration, and heated to reflux at 80°C in an oil bath under a nitrogen atmosphere. After 12 hours, the reaction solution was cooled, and the organic layer obtained after the water layer was dried under reduced pressure to remove the water layer. The solid obtained was washed with water and methanol, and recrystallized using 5 times the amount of toluene to obtain 20.7g (yield: 85%) of compound 18.

[0191] LC / MS calculated: C46H31N3 exact mass: 625.25, measured: 626.78 [M+H]

[0192] Synthesis Example 2: Synthesis of Compound 19

[0193] Compound 19 was synthesized according to the same method using CAS No. [1259280-37-9] and CAS No. [2396648-13-6] as starting materials with a yield of 80%.

[0194] LC / MS calculated: C50H33N3 exact mass: 675.27, measured: 676.84 [M+H]

[0195] Synthesis Example 3: Synthesis of Compound 23

[0196] [Reaction Scheme 2]

[0197]

[0198]

[0199] Step 1: Synthesis of intermediate 23-4

[0200] 1 equivalent of 2-bromoboric acid, 1 equivalent of 2-bromo-4-chloroiodobenzene, 0.03 equivalent of tetrakis triphenylphosphine palladium and 2.5 equivalents of potassium carbonate were placed in a round-bottom flask, then dissolved in a mixed solvent of tetrahydrofuran and distilled water mixed in a volume ratio of 2:1 at 0.25 molar concentration, and heated to reflux at 80°C in an oil bath under a nitrogen atmosphere. After 12 hours, the reaction solution was cooled, and the organic layer obtained after the water layer was dried under reduced pressure. The residue was purified by a silica gel column using a mixed solvent of hexane and dichloromethane in a volume ratio of 10:1 to 1:1 to obtain 35g (yield: 55%) of intermediate 23-4.

[0201] LC / MS calculated: C12H7Br2Cl exact mass: 343.86, measured: 347.45 [M+H]

[0202] Step 2: Synthesis of Intermediate 23-3

[0203] In a round-bottom flask, 1 equivalent of intermediate 23-4 was dissolved in anhydrous tetrahydrofuran at 0.2 molar concentration. The reaction flask was cooled to -78 ° C using dry ice and acetone under a nitrogen atmosphere, and 2.5 equivalents of butyl lithium solution were slowly added dropwise thereto over 30 minutes. After dropwise addition, the reaction solution was stirred for 2 hours, and 1.2 equivalents of dimethyldichlorosilane were slowly added thereto over 20 minutes. The reaction solution was slowly heated to room temperature, and after 2 hours, a saturated ammonium chloride solution was slowly added dropwise thereto with 1 / 2 the amount of solvent, the same amount of ethyl acetate was added thereto, and then the organic layer was separated therefrom.

[0204] The organic layer was concentrated, and the concentrated residue was purified by silica gel using a mixed solvent of hexane and dichloromethane in a volume ratio of 10:1 to 1:1 to obtain 15 g (yield: 61%) of Intermediate 23-3.

[0205] LC / MS calculated: C14H13ClSi exact mass: 244.05, measured: 245.79 [M+H]

[0206] Step 3: Synthesis of Intermediate 23-2

[0207] In a round-bottom flask, 1 equivalent of intermediate 23-3, 1.2 equivalents of diboron, 0.05 equivalents of bis(diphenylphosphino)ferrocene dichloropalladium, and 1.5 equivalents of potassium acetate were dissolved in dimethylformamide at 0.25 molar concentration and heated under reflux at 160°C for 18 hours. After the reaction solution was cooled and the solvent was concentrated, the resulting product was dissolved in dichloromethane at 0.5 molar concentration and then passed through a silica gel tube. The eluate was concentrated and then used in the subsequent reaction without additional purification.

[0208] Step 4: Synthesis of Intermediate 23-1

[0209] 1 equivalent of intermediate 23-2, 1 equivalent of 2,4-dichloro-6-phenyl-1,3,5-triazine, 0.03 equivalent of tetrakis triphenylphosphine palladium and 2.5 equivalents of potassium carbonate were placed in a round-bottom flask, and then dissolved in a mixed solvent of tetrahydrofuran and distilled water mixed in a volume ratio of 2:1 at 0.25 molar concentration, and heated to reflux in an oil bath at 80°C under a nitrogen atmosphere. After 12 hours, the reaction solution was cooled, and the organic layer obtained after the water layer was dried under reduced pressure. The obtained residue was purified by a silica gel column using a mixed solvent of hexane and dichloromethane in a volume ratio of 10:1 to 1:1 to obtain 11 g (yield: 45%) of intermediate 23-1.

[0210] LC / MS calculated: C23H18ClN3Si exact mass: 399.10, measured: 400.95 [M+H]

[0211] Step 5: Synthesis of Compound 23

[0212] Intermediate 23-1 was reacted in the same manner as in Synthesis Example 1 to obtain Compound 23.

[0213] LC / MS calculated: C48H35N3Si exact mass: 681.26, measured: 682.91 [M+H]

[0214] Synthesis Example 4: Synthesis of Compound 52

[0215] Compound 52 was synthesized in the same manner as in Synthesis Example 1 except that compound CAS No. [2359655-18-6] and compound CAS No. [2396648-13-6] were used as starting materials (yield: 77%).

[0216] LC / MS calculated: C49H33N3Si exact mass: 691.24, measured: 692.91 [M+H]

[0217] Synthesis Example 5: Synthesis of Compound 150

[0218] [Reaction Scheme 3]

[0219]

[0220]

[0221] Step 1: Synthesis of Intermediate 150-3

[0222] 1 equivalent of methyl 2,3-dichlorobenzoate, 1 equivalent of p-biphenylboronic acid, 0.03 equivalent of tetrakistriphenylphosphine palladium and 2.5 equivalents of potassium carbonate were placed in a round-bottom flask, then dissolved in a mixed solvent of tetrahydrofuran and distilled water mixed in a volume ratio of 2:1 at 0.25 molar concentration, and heated to reflux in an oil bath at 80°C under a nitrogen atmosphere. After 12 hours, the reaction solution was cooled, and the organic layer obtained after the water layer was removed by drying under reduced pressure. The obtained residue was recrystallized using a mixed solvent of hexane and dichloromethane mixed in a volume ratio of 8:2 to obtain 31 g (yield: 65%) of intermediate 150-3.

[0223] LC / MS calculated: C20H15ClO2 exact mass: 322.08, measured: 323.79 [M+H]

[0224] Step 2: Synthesis of Intermediate 150-2

[0225] In a round-bottom flask under a nitrogen atmosphere, 1 equivalent of intermediate 150-3 was dissolved in anhydrous tetrahydrofuran at 0.2 molar concentration. The reaction flask was cooled in an ice-water bath, and 2.5 equivalents of phenylmagnesium bromide solution were added dropwise thereto over 30 minutes. The reaction solution was slowly heated to room temperature and then slowly stirred for 2 hours. Subsequently, 0.5 mol of ice water was slowly added dropwise to the reaction solution, the organic layer was separated, dried over anhydrous magnesium sulfate, and the organic solvent therein was concentrated. The concentrated residue was dissolved in dichloromethane at 0.3 molar concentration, and 1.2 equivalents of trifluoroborane ether were added thereto, and then stirred at room temperature for 5 hours. The reaction solution was washed with water, and the organic layer therein was concentrated. The concentrated residue was purified by a silica gel column using a mixed solvent of hexane and ethyl acetate mixed in a 1:1 volume ratio to obtain intermediate 150-2 in a yield of 55%.

[0226] LC / MS calculated: C31H21Cl exact mass: 428.13, measured: 429.96 [M+H]

[0227] Step 3: Synthesis of Intermediate 150-1

[0228] Intermediate 150-2 was reacted in the same manner as in Step 3 of Synthesis Example 3 to obtain Intermediate 150-1. The obtained product was used as it is in the subsequent reaction without additional purification.

[0229] Step 4: Synthesis of Compound 150

[0230] The intermediate 150-1 was reacted in the same manner as in Synthesis Example 1 to obtain compound 150.

[0231] LC / MS calculated: C46H31N3 exact mass: 625.25, measured: 626.78 [M+H]

[0232] Comparative Synthesis Examples 1 to 4

[0233] Each compound was synthesized in the same manner as in Synthesis Example 1, except that the starting material was changed to Int-A or Int-B as shown in Table 1.

[0234] (Table 1)

[0235]

[0236] Synthesis of the second compound

[0237] Synthesis Example 6: Synthesis of Compound 2-2

[0238] [Reaction Scheme 4]

[0239]

[0240] Intermediate Int-12 (23.2 g, 62.5 mmol), Int-13 (21.1 g, 65.6 mmol), sodium tert-butoxide (NaOtBu) (9.0 g, 93.8 mmol), Pd2(dba)3 (3.4 g, 3.7 mmol) and tri-tert-butylphosphine (P(tBu)3) (4.5 g, 50% in toluene) were added to xylene (300 mL), and then heated under reflux for 12 hours under a nitrogen stream. After removing xylene, 200 mL of methanol was added to the obtained mixture to crystallize the solid, the solid was filtered, dissolved in toluene, and filtered using silica gel / diatomaceous earth, and an appropriate amount of organic solvent was concentrated to obtain compound 2-2 (29 g, 76%).

[0241] LC / MS calculated: C46H32N2 exact mass: 612.26, measured: 612.32 [M+H]

[0242] Synthesis Examples 7 to 14

[0243] Each compound was synthesized in the same manner as in Synthesis Example 6 except that Int-12 and Int-13 were changed to Int-C or Int-D as shown in Table 2.

[0244] (Table 2)

[0245]

[0246]

[0247] Comparative Synthesis Example 5: Synthesis of Comparative Compound D-5

[0248] [Reaction Scheme 5]

[0249]

[0250] Compound Int-22 (12.33 g, 30.95 mmol) was dissolved in 200 mL of toluene under nitrogen, and Int-23 (12.37 g, 34.05 mmol) and tetrakis(triphenylphosphine)palladium (1.07 g, 0.93 mmmol) were added thereto, and then stirred. Subsequently, potassium carbonate (12.83 g, 92.86 mmol) saturated in water was added thereto, and then heated to reflux at 90 ° C for 12 hours. When the reaction was completed, the water layer was removed and the solid formed therein was filtered. The obtained solid was recrystallized and purified in monochlorobenzene (MCB) to obtain compound D-5 (18.7 g, 92%).

[0251] LC / MS calculated: C48H32N2 exact mass: 636.26, measured: 636.30 [M+H]

[0252] Comparative Synthesis Example 6: Synthesis of Comparative Compound D-6

[0253] [Reaction Scheme 6]

[0254]

[0255] In a round-bottom flask, 1 equivalent of indole and carbazole compound CAS No. [2071630-78-7], 1.2 equivalents of biphenyl bromide, 0.03 equivalents of bis palladium trisdibenzyliden acetone, 0.12 equivalents of tri-tert-butylphosphine and 1.5 equivalents of sodium butoxide were dissolved in xylene at a concentration of 0.25 molarity, and then heated under reflux at 140°C for 18 hours. The reaction solution was concentrated, diluted in ethyl acetate at a concentration of 0.5 molarity, and filtered using silica gel. The filtrate was collected and recrystallized from toluene to obtain compound D-6 with a yield of 89%.

[0256] LC / MS calculated: C42H28N2 exact mass: 560.23, measured: 561.70 [M+H]

[0257] (Manufacturing of organic light-emitting diodes)

[0258] Example 1

[0259] A glass substrate coated with an ITO (indium tin oxide) film was cleaned with distilled water and ultrasonic waves. After cleaning with distilled water, the glass substrate was ultrasonically cleaned with a solvent such as isopropyl alcohol, acetone, methanol, etc. and dried, and then moved to a plasma cleaner, cleaned with oxygen plasma for 10 minutes, and moved to a vacuum deposition machine. The resulting ITO transparent electrode was used as an anode, and compound A doped with 1% NDP-9 (available from Novaled GmbH) was vacuum deposited on the ITO substrate to form A hole transport layer having a thickness of 1000 nm and a compound B is deposited on the hole transport layer to form a On the hole transport auxiliary layer, a mixture of compound 18 and compound 2-59 with a weight ratio of 50:50 as the main body and 2 wt% [Ir(piq)2acac] as the dopant was formed by vacuum deposition. Subsequently, compound C is deposited on the light-emitting layer to form The thick electron transport auxiliary layer is formed by vacuum depositing compound D and LiQ at a ratio of 1:1 simultaneously. On the electron transport layer, vacuum deposited Thick and harmonious Thick Liq and Al are used to form the cathode to manufacture organic light emitting diodes.

[0260] ITO / Compound A (1% NDP-9 doping, ) / Compound B / EML[Compound 18:Compound 2-59:[Ir(piq)2acac](2 wt%)] / Compound C / Compound D:

[0261] Compound A: N-(biphenyl-4-yl)-9,9-dimethyl-N-(4-(9-phenyl-9H-carbazol-3-yl)phenyl)-9H-fluoren-2-amine

[0262] Compound B: N,N-di([1,1'-biphenyl]-4-yl)-7,7-dimethyl-7H-fluoren[4,3-b]benzofuran-10-amine

[0263] Compound C: 2-(3-(3-(9,9-dimethyl-9H-fluoren-2-yl)phenyl)phenyl)-4,6-biphenyl-1,3,5-triazine

[0264] Compound D: 8-(4-(4,6-di(naphthalen-2-yl)-1,3,5-triazin-2-yl)phenyl)quinoline

[0265]

[0266] Examples 2 to 16 and Comparative Examples 1 to 6

[0267] Diodes of Examples 2 to 16 and Comparative Examples 1 to 6 were manufactured in the same manner as in Example 1, except that the main bodies were changed as described in Table 3.

[0268] Evaluation: Confirmation of lifespan improvement

[0269] (1) Measuring the change in current density based on the change in voltage

[0270] While increasing the voltage from 0 V to 10 V, the current value flowing in the obtained organic light emitting diode with respect to a unit device was measured using a current voltage meter (Keithley 2400), and the measured current value was divided by the area to obtain the result.

[0271] (2) Measuring brightness changes based on voltage changes

[0272] While increasing the voltage of the organic light emitting diode from 0 V to 10 V, the luminance was measured using a luminance meter (Minolta Cs-1000A).

[0273] (3) Measurement of luminous efficiency

[0274] Using the luminance and current density measured in (1) and (2) above, calculate the 2 ) under luminous efficiency (cd / A).

[0275] (4) Measurement life

[0276] The luminance (cd / m 2 ) maintained at 6,000cd / m 2 And the time when the luminous efficiency (cd / A) drops to 90%, the results are obtained.

[0277] (5) Calculate T90 life ratio (%)

[0278] Table 3 shows the relative comparison values ​​with T90(h) of Comparative Example 1.

[0279] (6) Calculate the luminous efficiency ratio (%)

[0280] Using the luminous efficiency (cd / A) of Comparative Example 1 as a reference value, relative comparative values ​​of the respective luminous efficiencies (cd / A) were calculated and are shown in Table 3.

[0281] (Table 3)

[0282]

[0283]

[0284] Referring to Table 3, the compounds according to the present invention exhibit significantly improved lifetime and luminous efficiency compared to the comparative compounds.

[0285] While the invention has been described in connection with what are presently considered to be practical example embodiments, it is to be understood that the invention is not limited to the disclosed embodiments, but on the contrary, the invention is intended to cover various modifications and equivalent arrangements included within the spirit and scope of the appended claims.

Claims

1. A composition for an organic optoelectronic device, comprising a first compound represented by Chemical Formula 1, and A second compound represented by a combination of Chemical Formula 2 and Chemical Formula 3: [Chemical formula 1] in, In Chemical Formula 1, X is C or Si, Z 1 To Z 3 Each independently is N or CR a , Z 1 To Z 3 At least two of them are N, R1 and R2 are each independently a substituted or unsubstituted C1 to C30 alkyl group, or a substituted or unsubstituted C6 to C30 aryl group, R a and R 3 To R 9 are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group, L 1 To L 3 are each independently a single bond, or a substituted or unsubstituted C6 to C30 arylene group, and Ar 1 and Ar 2 each independently represents a substituted or unsubstituted phenyl, a substituted or unsubstituted biphenylyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted anthracenyl, a substituted or unsubstituted phenanthryl, a substituted or unsubstituted triphenylene, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted dibenzothienyl, a substituted or unsubstituted dibenzosilyl, a substituted or unsubstituted naphthobenzothienyl or a substituted or unsubstituted naphthobenzosilyl; Among them, in Chemical Formula 2 and Chemical Formula 3, a1* to a4* in Chemical Formula 2 are each independently a connecting carbon or CR b , Adjacent two of a1* to a4* in Chemical Formula 2 are each connected to Formula 3, R b and R 10 To R 14 are each independently hydrogen, deuterium, a substituted or unsubstituted amine group, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group, L 4 To L 6 are each independently a single bond, or a substituted or unsubstituted C6 to C30 arylene group, Ar 3 To Ar 5 are each independently a substituted or unsubstituted amine group, a substituted or unsubstituted C6 to C30 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group, * is the connection point, "Substituted" means that at least one hydrogen of the substituent is replaced with deuterium, a C1 to C30 alkyl group, a C6 to C30 aryl group, a C2 to C30 heteroaryl group, or a cyano group.

2. The composition for an organic optoelectronic device according to claim 1, wherein L in chemical formula 1 1 For a single key.

3. The composition for an organic optoelectronic device according to claim 1, wherein *-L in chemical formula 1 2 -Ar 1 and *-L 3 -Ar 2 Each is independently one of the substituents selected from Group I: [Group I] Among them, in group I, * is the connection point.

4. The composition for an organic optoelectronic device according to claim 1, wherein R1 and R2 of Chemical Formula 1 are each independently a substituted or unsubstituted C1 to C10 alkyl group, or a substituted or unsubstituted C6 to C12 aryl group.

5. The composition for an organic optoelectronic device according to claim 1, wherein The first compound is represented by Chemical Formula 1A: [Chemical Formula 1A] Wherein, in Chemical Formula 1A, X is C or Si, Z 1 To Z 3 Each is N, L 2 and L 3 are each independently a single bond, or a substituted or unsubstituted phenylene group, Ar 1 and Ar 2 are each independently a substituted or unsubstituted phenyl, a substituted or unsubstituted biphenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted dibenzothiophenyl, or a substituted or unsubstituted dibenzosilyl, R1 and R2 are each independently methyl, or substituted or unsubstituted phenyl, and R 7 is hydrogen, deuterium, substituted or unsubstituted C1 to C5 alkyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, or substituted or unsubstituted terphenyl.

6. The composition for an organic optoelectronic device according to claim 1, wherein The first compound is one of the compounds selected from Group 1: [Group 1] 7. The composition for an organic optoelectronic device according to claim 1, wherein The second compound is represented by one of Chemical Formula 2A to Chemical Formula 2C: Among them, in Chemical Formula 2A to Chemical Formula 2C, Ar 3 To Ar 5 , L 4 To L 6 and R 10 To R 14 As defined in claim 1, and R b1 To R b4 Each independently of R defined in claim 1 b same.

8. The composition for an organic optoelectronic device according to claim 1, wherein The second compound is represented by Chemical Formula 2A-2: [Chemical Formula 2A-2] Wherein, in Chemical Formula 2A-2, Ar 3 To Ar 5 , L 4 To L 6 and R 10 To R 14 As defined in claim 1, and R b3 and R b4 Each independently of R defined in claim 1 b same.

9. The composition for an organic optoelectronic device according to claim 1, wherein In chemical formulas 2 and 3, R b and R 10 To R 14 are each independently hydrogen, deuterium, substituted or unsubstituted C1 to C10 alkyl, or substituted or unsubstituted C6 to C12 aryl, L 4 To L 6 are each independently a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothienyl group, and Ar 3 To Ar 5 Each is independently a substituted or unsubstituted amino group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted anthracenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, or a substituted or unsubstituted dibenzosilyl group.

10. The composition for an organic optoelectronic device according to claim 1, wherein The second compound is one of the compounds of Group 2: [Group 2] 11. An organic optoelectronic device comprising an anode and a cathode facing each other, and at least one organic layer between the anode and the cathode, in, The organic layer includes a light-emitting layer, and The light-emitting layer comprises the composition for an organic photoelectric device according to any one of claims 1 to 10.

12. The organic optoelectronic device according to claim 11, wherein: The composition for an organic photoelectric device is included as a host of the light-emitting layer.

13. The organic optoelectronic device according to claim 12, wherein: The composition for an organic photoelectric device includes the first compound and the second compound in a weight ratio of 90:10 to 10:

90.

14. A display device comprising the organic photoelectric device according to claim 11.

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