Organic optoelectronic device and display device

Abstract

Provided are an organic optoelectronic device and a display device including: an anode and a cathode facing each other; the intermediate layer is located between the anode and the cathode, the intermediate layer comprises a first light-emitting layer and a second light-emitting layer, the first light-emitting layer is arranged between the anode and the second light-emitting layer and comprises a first main body and a first dopant, the first main body comprises a composition formed by a first compound and a second compound, and the second main body comprises a second dopant. The second light-emitting layer is disposed between the cathode and the first light-emitting layer and includes a second host and a second dopant, the second host includes a composition composed of a third compound and a fourth compound, the first dopant is an iridium complex, and the second dopant is a platinum complex, and the organic optoelectronic device satisfies Formula 1. [Formula 1] The hole trapping index gt of the first light-emitting layer; a hole trapping index of the second light emitting layer; the hole trapping index is calculated according to Formula 2: [Formula 2] hole trapping index = [1-{(current density measured at a voltage of 7 volts after doping the dopant in the light emitting layer in the hole-only device (HOD)) / (current density measured at a voltage of 7 volts before doping the dopant in the light emitting layer in the hole-only device (HOD))}] * 100, according to the hole-only device, indium tin oxide / a compound E (1, 400 angstroms) / a compound F (1% 2-(7-dicyanomethylene-1, 3, 4, 5, 6, 8, 9, 10-octafluoro-7H-pyrene-2-subunit)-malononitrile doping, 100 angstroms / a compound F (200 angstroms) / a light emitting layer (400 angstroms) / hexaaza-biphenylene hexaformonitrile (100 angstroms) / Ag (50 angstroms) / Mg: Ag (9: 1, 550 angstroms); the compound E is N-([1, 1 '-biphenyl]-4-yl)-9, 9-dimethyl-N-(4-(9-phenyl-9H-carbazole-3-yl) phenyl)-9H-fluorene-2-amine; and compound F: N-([1, 1 '-biphenyl]-4-yl)-N-(2-(9, 9-diphenyl-9H-fluoren-4-yl) phenyl)-9, 9-dimethyl-9H-fluoren-2-amine).

Description

Technical Field

[0001] Disclosed are an organic optoelectronic device and a display device. Background Art

[0002] An organic optoelectronic device (organic optoelectronic diode) is a device that can convert electrical energy into light energy and vice versa.

[0003] Organic optoelectronic devices can be roughly divided into two types according to the operating principle: one is a photoelectric device that generates electric 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 electric energy by supplying voltage or current to electrodes.

[0004] Examples of organic optoelectronic devices include organic photoelectric devices, organic light emitting diodes (OLEDs), organic solar cells, and organic photoconductor drums.

[0005] Among these examples, organic light emitting diodes (OLEDs) are gaining attention in recent years due to the increasing demand for flat panel display devices. Organic light emitting diodes are devices that convert electrical energy into light, and the performance of organic light emitting diodes is greatly affected by the organic material between electrodes. Summary of the invention

[0006] [Technical issues]

[0007] An embodiment provides an organic optoelectronic device with high efficiency, low driving voltage and long life.

[0008] Another embodiment provides a display device including the organic optoelectronic device.

[0009] [Technical solution]

[0010] According to an embodiment, an organic optoelectronic device includes: an anode and a cathode facing each other, an intermediate layer located between the anode and the cathode, wherein the intermediate layer includes a first light-emitting layer and a second light-emitting layer, the first light-emitting layer is disposed between the anode and the second light-emitting layer, and includes a first host and a first dopant, the first host includes a composition consisting of a first compound and a second compound, the second light-emitting layer is disposed between the cathode and the first light-emitting layer, and includes a second host and a second dopant, the second host includes a composition consisting of a third compound and a fourth compound, the first dopant is an iridium complex, and the second dopant is a platinum complex, and the organic optoelectronic device satisfies Formula 1.

[0011] [Formula 1]

[0012] The hole trapping index of the first light-emitting layer> the hole trapping index of the second light-emitting layer

[0013] The hole trap index is calculated according to Equation 2.

[0014] [Formula 2]

[0015] Hole trapping index = [1-{(current density measured at a voltage of 7 V after doping the light-emitting layer in the hole only device (HOD) with a dopant) / (current density measured at a voltage of 7 V before doping the light-emitting layer in the hole only device (HOD) with a dopant)}]*100,

[0016] HOD: indium tin oxide (ITO) / compound E (1,400 angstroms) / compound F (1% 2-(7-dicyanomethylene-1,3,4,5,6,8,9,10-octafluoro-7H-pyrene-2-ylidene)-malononitrile (NDP-9) doping, 100 angstroms) / compound F (200 angstroms) / luminescent layer (400 angstroms) / hexa-azatriphenylenehexacarbonitrile (HAT-CN) (100 angstroms) / Ag (50 angstroms) / Mg:Ag (9:1, 550 angstroms);

[0017] Compound E: N-([1,1'-biphenyl]-4-yl)-9,9-dimethyl-N-(4-(9-phenyl-9H-carbazol-3-yl)phenyl)-9H-fluoren-2-amine;

[0018] Compound F: N-([1,1′-biphenyl]-4-yl)-N-(2-(9,9-diphenyl-9H-fluoren-4-yl)phenyl)-9,9-dimethyl-9H-fluoren-2-amine).

[0019] Another embodiment provides a display device including the organic optoelectronic device.

[0020] [Effects of the invention]

[0021] High efficiency, low driving voltage and long life organic optoelectronic devices can be implemented. BRIEF DESCRIPTION OF THE DRAWINGS

[0022] Figures 1 to 5 is a cross-sectional view showing an organic light emitting diode according to various embodiments.

[0023] <Description of symbols>

[0024] 100, 200, 300, 400: Organic light emitting diodes

[0025] 10: Anode

[0026] 20: cathode

[0027] 30, 31, 32, 33, 34: Middle layer

[0028] 41: First stack

[0029] 42: Second stack

[0030] 43: The third stack

[0031] 1, 1', 1": light-emitting layer

[0032] 3, 3', 3": hole transport zone

[0033] 4, 4', 4": Electron transport zone DETAILED DESCRIPTION

[0034] Hereinafter, embodiments of the present invention are described in detail. However, these embodiments are exemplary, and the present invention is not limited thereto, and the present invention is defined by the scope of the claims.

[0035] When no definition is otherwise provided, "substituted" as used herein means that at least one hydrogen of the substituent or compound is replaced with deuterium, halogen, hydroxyl, amine, 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.

[0036] In one example of the present invention, "substituted" means that at least one hydrogen of a substituent or a 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 a specific example of the present invention, "substituted" means that at least one hydrogen of a substituent or a compound is replaced by deuterium, C1 to C20 alkyl, C6 to C30 aryl or cyano. In a specific example of the present invention, "substituted" means that at least one hydrogen of a substituent or a compound is replaced by deuterium, C1 to C5 alkyl, C6 to C18 aryl or cyano. In a specific example of the present invention, "substituted" means that at least one hydrogen of a substituent or a compound is replaced by deuterium, cyano, methyl, ethyl, propyl, butyl, phenyl, biphenyl, terphenyl or naphthyl.

[0037] "Unsubstituted" means that a hydrogen atom is not replaced with another substituent and the hydrogen atom remains.

[0038] As used herein, "hydrogen substitution (-H)" may include deuterium substitution (-D) or "tritium substitution (-T)".

[0039] When a definition is not otherwise provided, "hetero" used herein means including one of one to three heteroatoms selected from N, O, S, P and Si in one functional group and the rest are carbon.

[0040] 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 (e.g., phenyl, naphthyl, and the like), two or more hydrocarbon aromatic portions may be connected by a sigma bond and may be, for example, biphenyl, terphenyl, quaterphenyl, and the like, and two or more hydrocarbon aromatic portions are directly or indirectly fused to provide a non-aromatic fused ring (e.g., fluorenyl).

[0041] Aryl groups can include monocyclic, polycyclic, or fused-ring polycyclic (ie, rings which share adjacent pairs of carbon atoms) functional groups.

[0042] The "heterocyclic group" used herein is a general concept of a heteroaryl group, and may include at least one heteroatom selected from N, O, S, P and Si to replace 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.

[0043] For example, "heteroaryl" may refer to an aryl group including at least one heteroatom selected from N, O, S, P and Si. Two or more heteroaryl groups are directly connected by a sigma bond, or when the heteroaryl group includes two or more rings, the two or more rings may be fused. When the heteroaryl group is a fused ring, each ring may include one to three heteroatoms.

[0044] 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 tetraphenyl 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, substituted or unsubstituted triphenylene, substituted or unsubstituted perylene, substituted or unsubstituted fluorenyl, substituted or unsubstituted indenyl, substituted or unsubstituted furanyl, or a combination thereof.

[0045] More specifically, the substituted or unsubstituted C2 to C30 heterocyclic group may be a substituted or unsubstituted thienyl group, a substituted or unsubstituted pyrrolyl group, a substituted or unsubstituted pyrazolyl group, a substituted or unsubstituted imidazolyl group, a substituted or unsubstituted triazolyl group, a substituted or unsubstituted oxazolyl group, a substituted or unsubstituted thiazolyl group, a substituted or unsubstituted oxadiazolyl group, a substituted or unsubstituted thiadiazolyl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted benzofuranyl group, a substituted or unsubstituted benzothiophenyl group, a substituted or unsubstituted benzimidazolyl group, a substituted or unsubstituted The invention may include, but is not limited to, substituted indolyl, substituted or unsubstituted quinolyl, substituted or unsubstituted isoquinolyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, substituted or unsubstituted naphthyridinyl, substituted or unsubstituted benzoxazinyl, substituted or unsubstituted benzothiazinyl, substituted or unsubstituted acridinyl, substituted or unsubstituted phenazinyl, substituted or unsubstituted phenathiazinyl, substituted or unsubstituted phenoxazinyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted benzofuranopyrimidinyl, substituted or unsubstituted benzothiophenopyrimidinyl, or a combination thereof.

[0046] The hole property used herein refers to the ability to donate electrons to form holes when an electric field is applied, and holes formed in the anode can be easily injected into the light-emitting layer and transported in the light-emitting layer due to the conductive property according to the highest occupied molecular orbital (HOMO) energy level.

[0047] In addition, the electronic property refers to the ability to accept electrons when an electric field is applied, and electrons formed in the cathode can be easily injected into the light-emitting layer and transported in the light-emitting layer due to the conductive property according to the lowest unoccupied molecular orbital (LUMO) energy level.

[0048] In the present specification, Dn refers to the number of deuterium substitution, and may be selected from any integer of 1 or more.

[0049] An organic optoelectronic device may be any device that converts electrical energy into light energy, or vice versa, without particular limitation, and may be, for example, an organic photovoltaic device, an organic light emitting diode, an organic solar cell, and an organic photoconductor drum.

[0050] Herein, an organic light emitting diode is described as an example of an organic optoelectronic device, but the present invention is not limited thereto and can be applied to other organic optoelectronic devices in the same manner.

[0051] In the drawings, the thickness of layers, films, panels, regions, etc., are exaggerated for clarity. The same reference numerals represent the same elements throughout the specification. It should be understood that when an element such as a layer, film, region, or substrate is referred to as being "on" another element, the element may be directly on the other element, or intervening elements may also be present. In contrast, when an element is referred to as being "directly on" another element, there are no intervening elements.

[0052] Figures 1 to 5 is a cross-sectional view showing an organic light emitting diode according to various embodiments.

[0053] In the following, reference will be made to Figures 1 to 5 An organic light emitting diode according to an embodiment is explained.

[0054] Reference Figure 1 , an organic light emitting diode (100) according to an embodiment includes an anode (10) and a cathode (20) facing each other and an intermediate layer (30) located between the anode (10) and the cathode (20).

[0055] The anode (10) may be made of a conductor with a large work function to facilitate hole injection, and may be, for example, a metal, a metal oxide, and / or a conductive polymer. The anode (10) may be, for example, a metal such as nickel, platinum, vanadium, chromium, copper, zinc, gold, and similar metals or alloys thereof; a metal oxide such as zinc oxide, indium oxide, indium tin oxide (ITO), indium zinc oxide (IZO), and similar oxides; 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, and polyaniline, but is not limited thereto.

[0056] The cathode (20) may be made of a conductor with a small work function to facilitate electron injection, and may be, for example, a metal, a metal oxide, and / or a conductive polymer. The cathode (20) may be, for example, a metal such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum silver, tin, lead, cesium, barium, and similar metals or alloys thereof; a multilayer structure material such as LiF / Al, LiO2 / Al, LiF / Ca, and BaF2 / Ca, but is not limited thereto.

[0057] The intermediate layer (30) includes a first light-emitting layer (1) and a second light-emitting layer (1'), wherein the first light-emitting layer (1) is disposed between the anode (10) and the second light-emitting layer (1'), and the second light-emitting layer (1') is disposed between the cathode (20) and the first light-emitting layer (1).

[0058] In addition, the intermediate layer (30) includes a hole transport region (3) located between the anode (10) and the first light-emitting layer (1) and an electron transport region (4) located between the cathode (20) and the second light-emitting layer (1').

[0059] Reference Figure 2 According to another embodiment, an organic light emitting diode (200) includes an intermediate layer (31), and the intermediate layer (31) further includes a charge generation layer (5) located between the first light emitting layer (1) and the second light emitting layer (1').

[0060] Reference Figure 3 According to another embodiment, the organic light emitting diode (300) may include an intermediate layer (32), and the intermediate layer (32) further includes a charge generation layer (5) and a third light emitting layer (1") located between the cathode (20) and the second light emitting layer (1').

[0061] Reference Figure 4 According to another embodiment, an organic light emitting diode (400) includes an intermediate layer (33), wherein the intermediate layer (33) includes a first stack (41) and a second stack (42), wherein the first stack (41) includes a first hole transport region (3) located between the anode (10) and the first light emitting layer (1) and a first electron transport region (4) located between the cathode (20) and the first light emitting layer (1), and the second stack (42) includes a second hole transport region (3') located between the anode (10) and the second light emitting layer (1') and a second electron transport region (4') located between the cathode (20) and the second light emitting layer (1'). In this case, a charge generation layer (5) may be included between the first stack (41) and the second stack (42).

[0062] like Figure 1 and Figure 3 As shown in , the first light-emitting layer ( 1 ) and the second light-emitting layer ( 1 ′) may be in contact with each other.

[0063] like Figure 4 As shown in FIG. 1 , in a tandem structure including two or more stacks, a first light-emitting layer ( 1 ) and a second light-emitting layer ( 1 ′) may be independently disposed in each stack, and a charge generation layer ( 5 ) may be further disposed between each stack.

[0064] The tandem structure may further include additional stacks, and each stack may further include a hole transport region, an electron transport region, a light emitting layer, and optionally a charge generation layer between the anode and the cathode.

[0065] Reference Figure 5 As an example, the organic light-emitting diode (500) includes an intermediate layer (34), the intermediate layer (34) includes a first stack (41), a second stack (42) and a third stack (43), wherein the first stack (41) may include a first hole transport region (3) located between the anode (10) and the first light-emitting layer (1) and a first electron transport region (4) located between the cathode (20) and the first light-emitting layer (1), the second stack (42) may include a second hole transport region (3') located between the anode (10) and the second light-emitting layer (1') and a second electron transport region (4') located between the cathode (20) and the second light-emitting layer (1'), and the third stack (43) may include a third hole transport region (3") located between the anode (10) and the third light-emitting layer (1") and a third electron transport region (4") located between the cathode (20) and the third light-emitting layer (1"). Herein, the charge generation layer (5) and the generation layer (5') may be included between the first stack (41), the second stack (42), and the third stack (43).

[0066] In an organic optoelectronic device according to an embodiment of the present invention, a first light-emitting layer (1) is disposed between an anode (10) and a second light-emitting layer (1'), and comprises a first host and a first dopant, wherein the first host comprises a composition consisting of a first compound and a second compound.

[0067] The second light-emitting layer (1') is disposed between the cathode (20) and the first light-emitting layer (1), and comprises a second host and a second dopant, wherein the second host comprises a composition composed of a third compound and a fourth compound.

[0068] The first dopant is an iridium complex and the second dopant is a platinum complex, and

[0069] Satisfies formula 1.

[0070] [Formula 1]

[0071] The hole trapping index of the first light-emitting layer> the hole trapping index of the second light-emitting layer

[0072] The hole trapping index is calculated according to Equation 2.

[0073] [Formula 2]

[0074] Hole trapping index = [1-{(current density measured at a voltage of 7 volts after doping the dopant in the light-emitting layer in the hole-only device (HOD)) / (current density measured at a voltage of 7 volts before doping the dopant in the light-emitting layer in the hole-only device (HOD))}]*100,

[0075] HOD: ITO / compound E (1,400 angstroms) / compound F (1% NDP-9 doping, 100 angstroms) / compound F (200 angstroms) / light-emitting layer (400 angstroms) / HAT-CN (100 angstroms) / Ag (50 angstroms) / Mg:Ag (9:1, 550 angstroms);

[0076] Compound E: N-([1,1'-biphenyl]-4-yl)-9,9-dimethyl-N-(4-(9-phenyl-9H-carbazol-3-yl)phenyl)-9H-fluoren-2-amine;

[0077] Compound F: N-([1,1′-biphenyl]-4-yl)-N-(2-(9,9-diphenyl-9H-fluoren-4-yl)phenyl)-9,9-dimethyl-9H-fluoren-2-amine).

[0078] The hole trapping index is intended to quantify the degree to which holes are trapped by dopants. For example, when the hole trapping index is 100%, it means that holes are not trapped by dopants, and when the hole trapping index is 0%, all holes are trapped by dopants.

[0079] Due to the HOMO energy level difference between the dopant and the host, the dopant can serve as a hole trap site for the host, and thus the hole mobility of the light emitting layer may vary depending on the host and dopant contained therein, which can be digitized as a hole trap index.

[0080] When the hole trapping index satisfies the range, the light emitting zone is relatively disposed toward the anode, which may have a favorable effect on the device performance.

[0081] On the other hand, although not limited to a specific concentration, when the dopant is doped on the light-emitting layer in the HOD, the iridium complex (first dopant) can be doped at a concentration of about 1 wt% to 10 wt% or, for example, 5 wt% to 10 wt%, and the platinum complex (second dopant) can be doped at a concentration of about 5 wt% to 15 wt% or, for example, 7 wt% to 12 wt%.

[0082] A difference between a hole trap index of the first light emitting layer and a hole trap index of the second light emitting layer may be greater than or equal to 30%.

[0083] The first compound is an electron transport host, and may be a compound not including carbazole.

[0084] If the first light-emitting layer comprises a non-carbazole compound having weak hole-trapping properties, the device performance can be optimized because the light-emitting zone is disposed relatively toward the anode.

[0085] For example, the first compound may be represented by Chemical Formula 1.

[0086] [Chemical formula 1]

[0087]

[0088] In Chemical Formula 1,

[0089] Z 1 To Z 6 Each independently is N or CL a -R a ,

[0090] Z 1 To Z 6 At least two of them are N,

[0091] L a are each independently a single bond, a substituted or unsubstituted C6 to C20 arylene group, a substituted or unsubstituted dibenzofuranylene group, or a substituted or unsubstituted dibenzothienylene group,

[0092] R a are each independently hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted dibenzofuranyl, or substituted or unsubstituted dibenzothiophenyl, and

[0093] R a Each exists independently or adjacent groups are linked to form a substituted or unsubstituted monocyclic or polycyclic heteroaromatic, aromatic or aliphatic.

[0094] As a specific example, Chemical Formula 1 may be represented by any one of Chemical Formula 1A, Chemical Formula 1B, and Chemical Formula 1C.

[0095] [Chemical Formula 1A]

[0096]

[0097] [Chemical formula 1B]

[0098]

[0099] [Chemical formula 1C]

[0100]

[0101] In Chemical Formula 1A, Chemical Formula 1B and Chemical Formula 1C,

[0102] Z 1 , Z 3 and Z 5 Each independently is N or CL a -R a ,

[0103] Z 1 , Z 3 and Z 5 At least two of them are N,

[0104] Z 7 To Z 9 At least two of them are independently N or CL b -R b ,

[0105] X 1 O, S or CR c R d ,

[0106] L a , L b and L 1 To L 3 are each independently a single bond, a substituted or unsubstituted C6 to C20 arylene group, a substituted or unsubstituted dibenzofuranylene group, or a substituted or unsubstituted dibenzothienylene group,

[0107] Ar 1 and Ar 2 are each independently a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group,

[0108] R a , R b , R c , R d and R 1 To R 7 are each independently hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted silanyl, substituted or unsubstituted amine, halogen, cyano, or a combination thereof,

[0109] m1, m2 and m4 are each independently an integer from 1 to 4, and

[0110] m3 and m5 are each independently an integer of 1 to 3.

[0111] When m1 is greater than or equal to 2, each R 1 Can be the same as or different from each other.

[0112] When m2 is greater than or equal to 2, each R 2 Can be the same as or different from each other.

[0113] When m3 is greater than or equal to 2, each R 3 Can be the same as or different from each other.

[0114] When m4 is greater than or equal to 2, each R 4 Can be the same as or different from each other.

[0115] When m5 is greater than or equal to 2, each R 5 Can be the same as or different from each other.

[0116] As a specific example, Chemical Formula 1A may be represented by Chemical Formula 1A-I or Chemical Formula 1A-II.

[0117] [Chemical Formula 1A-I] [Chemical Formula 1A-II]

[0118]

[0119] In Chemical Formula 1A-I and Chemical Formula 1A-II,

[0120] Z 1 , Z 3 , Z 5 , L 1 To L 3 ,Ar 1 ,Ar 2 , R 1 To R 3 As a specific example, Chemical Formula 1B can be represented by Chemical Formula 1B-I to Chemical Formula 1B-IV.

[0121] [Chemical Formula 1B-I] [Chemical Formula 1B-II]

[0122]

[0123] [Chemical Formula 1B-III] [Chemical Formula 1B-IV]

[0124]

[0125] In Chemical Formula 1B-I to Chemical Formula 1B-IV,

[0126] X 1 , Z 1 , Z3 , Z 5 , L 1 To L 3 ,Ar 1 ,Ar 2 , R 4 , R 5 As a specific example, Chemical Formula 1C can be represented by Chemical Formula 1C-I to Chemical Formula 1C-VI.

[0127] [Chemical Formula 1C-I] [Chemical Formula 1C-II]

[0128]

[0129] [Chemical Formula 1C-III] [Chemical Formula 1C-IV]

[0130]

[0131] [Chemical formula 1C-V] [Chemical formula 1C-VI]

[0132]

[0133] In Chemical Formulae 1C-I to 1C-VI,

[0134] Z 1 , Z 3 , Z 5 , L 1 To L 3 ,Ar 1 ,Ar 2 , R 6 and R 7 Same as above,

[0135] L b1 To L b3 Each independently of the above L b The definition of is the same as

[0136] R b1 To R b3 Each independently of the above R b The definition is the same.

[0137] For example, Z 1 and Z 3 Each of can be N, and Z 5 Can be CL a -R a .

[0138] For example, Z 1 and Z 5 Each of can be N, and Z 3Can be CL a -R a .

[0139] For example, Z 1 , Z 3 and Z 5 Each of can be N.

[0140] For example, X 1 Can be O or S.

[0141] For example, X 1 Can be CR c R d , and R c and R d Each may independently be a substituted or unsubstituted C1 to C10 alkyl group or a substituted or unsubstituted C6 to C12 aryl group.

[0142] For example, L a , L b and L 1 To L 3 Each may independently be a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted dibenzofuranylene group, a substituted or unsubstituted dibenzothienylene group, or a substituted or unsubstituted C6 to C20 arylene group.

[0143] For example, Ar 1 and Ar 2 Each of them may independently be a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted dibenzofuranyl group or a substituted or unsubstituted dibenzothiophenyl group.

[0144] R a , R b and R 1 To R 7 Each of them may independently be hydrogen, deuterium, halogen, cyano, substituted or unsubstituted C1-C10 alkyl, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted dibenzofuranyl or substituted or unsubstituted dibenzothiophenyl.

[0145] R 4 and R 5may exist independently of each other or adjacent groups may be connected to form a substituted or unsubstituted C6 to C20 aryl group or a substituted or unsubstituted C2 to C30 heterocyclic group, and

[0146] The first compound may be, for example, one of the compounds selected from Group 1.

[0147] [Group 1]

[0148]

[0149]

[0150]

[0151]

[0152]

[0153]

[0154]

[0155]

[0156]

[0157] The third compound may be an electron transport host, and may be a compound including at least one of carbazole and indolocarbazole.

[0158] Meanwhile, if carbazole having excellent hole transport properties is included as a host in the second light-emitting layer, the hole trapping index is relatively reduced, and the light-emitting zone is relatively disposed toward the anode, thereby optimizing the device performance.

[0159] The third compound may be represented by Chemical Formula 2.

[0160] [Chemical formula 2]

[0161]

[0162] In chemical formula 2,

[0163] Z 10 To Z 12 Each independently is N or CL c -R e ,

[0164] Z 10 To Z 12 At least two of them are N,

[0165] L c and L4 To L 6 are each independently a single bond, a substituted or unsubstituted C6 to C20 arylene group, a substituted or unsubstituted C2 to C20 heterocyclic group, or a combination thereof,

[0166] Ar 3 and Ar 4 are each independently a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof,

[0167] R e and R 8 are each independently hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heterocyclyl, substituted or unsubstituted silanyl, substituted or unsubstituted amine, halogen, cyano, or a combination thereof,

[0168] m6 is an integer from 1 to 4, and

[0169] Ring A is represented by any one of Chemical Formula I-1 to Chemical Formula I-4,

[0170] [Chemical Formula I-1] [Chemical Formula I-2] [Chemical Formula I-3] [Chemical Formula I-4]

[0171]

[0172] Among them, in Chemical Formula I-1 to Chemical Formula I-4,

[0173] R 9 To R 11 are each independently hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heterocyclyl, substituted or unsubstituted silanyl, substituted or unsubstituted amine, halogen, cyano, or a combination thereof,

[0174] R 8 and R 9 Each exists independently or adjacent groups are connected to form a substituted or unsubstituted C6 to C20 aryl group or a substituted or unsubstituted C2 to C30 heterocyclic group,

[0175] L 7 is a single bond, a substituted or unsubstituted C6 to C20 arylene group, a substituted or unsubstituted C2 to C20 heterocyclic group, or a combination thereof,

[0176] Ar 5is a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof,

[0177] m7 and m11 are each independently an integer from 1 to 4,

[0178] m8 is an integer of 1 or 2, and

[0179] * indicates the connection point.

[0180] When m6 is greater than or equal to 2, each R 8 Can be the same as or different from each other.

[0181] When m7 is greater than or equal to 2, each R 9 Can be the same as or different from each other.

[0182] When m8 is greater than or equal to 2, each R 10 Can be the same as or different from each other.

[0183] When m9 is greater than or equal to 2, each R 11 Can be the same as or different from each other.

[0184] According to the specific structures of carbazole and carbazole derivatives, Chemical Formula 2 may be represented by any one of Chemical Formulas 2A to 2G.

[0185] [Chemical Formula 2A][Chemical Formula 2B][Chemical Formula 2C]

[0186]

[0187] [Chemical formula 2D] [Chemical formula 2E] [Chemical formula 2F]

[0188]

[0189] [Chemical formula 2G]

[0190]

[0191] In Chemical Formulae 2A to 2G, Z 10 To Z 12 , L 4 To L 7 , R 8 To R 10 ,Ar 3 To Ar 5 And m6 to m8 are the same as above.

[0192] Specifically, in Chemical Formula 2A, R 8 To R 9Each independently may be hydrogen, deuterium, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted indolocarbazolyl, substituted or unsubstituted dibenzofuranyl, or substituted or unsubstituted dibenzothiophenyl.

[0193] For example, in Formula 2A, R 8 and R 9 Each independently may be hydrogen, deuterium, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, or substituted or unsubstituted dibenzothiophenyl.

[0194] For example, in Formula 2B to Formula 2G, R 8 , R 10 and R 11 and may each independently be hydrogen, deuterium, or substituted or unsubstituted phenyl.

[0195] As a specific example, the third compound may be represented by Chemical Formula 2A or Chemical Formula 2B.

[0196] According to a specific embodiment of the present invention, in Chemical Formula 2A, L 4 To L 6 may be each independently a single bond or a substituted or unsubstituted phenylene group, Ar 3 and Ar 4 may each independently be a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group, and R 8 and R 9 Each may independently be hydrogen, deuterium, or a substituted or unsubstituted dibenzothienyl group, but is not limited thereto.

[0197] The third compound may be, for example, one of the compounds selected from Group 2.

[0198] [Group 2]

[0199]

[0200]

[0201]

[0202]

[0203]

[0204]

[0205]

[0206]

[0207]

[0208]

[0209]

[0210]

[0211]

[0212]

[0213]

[0214]

[0215]

[0216]

[0217]

[0218] The second compound and the fourth compound may be hole transport hosts, may be the same or different, and may each independently be a compound including at least one of carbazole and indolocarbazole.

[0219] The second compound and the fourth compound may be each independently represented by Chemical Formula 3 or a combination of Chemical Formula 4 and Chemical Formula 5.

[0220] [Chemical formula 3]

[0221]

[0222] In chemical formula 3,

[0223] Ar 6 and Ar 7 are each independently a substituted or unsubstituted C6 to C30 aryl group or a substituted or unsubstituted C2 to C30 heterocyclic group,

[0224] L 8 and L 9 are each independently a single bond or a substituted or unsubstituted C6 to C20 arylene group,

[0225] R12 To R 16 are each independently hydrogen, deuterium, cyano, halogen, substituted or unsubstituted amine, substituted or unsubstituted C1 to C30 alkyl, substituted or unsubstituted silanyl, substituted or unsubstituted C6 to C30 aryl, or substituted or unsubstituted C2 to C30 heterocyclyl,

[0226] m10, m13 and m14 are each independently an integer from 1 to 4,

[0227] m11 and m12 are each independently an integer from 1 to 3, and

[0228] n is an integer from 0 to 2;

[0229] [Chemical formula 4] [Chemical formula 5]

[0230]

[0231] Among them, in Chemical Formula 4 and Chemical Formula 5,

[0232] Ar 8 and Ar 9 are each independently a substituted or unsubstituted C6 to C30 aryl group or a substituted or unsubstituted C2 to C30 heterocyclic group,

[0233] a1* to a4* in Chemical Formula 4 are each independently a connecting carbon (C) or CL d -R f ,

[0234] Adjacent two of a1* to a4* in Chemical Formula 4 are connected to * in Chemical Formula 5,

[0235] L d , L 10 and L 11 are each independently a single bond or a substituted or unsubstituted C6 to C20 arylene group,

[0236] R f , R 17 and R 18 are each independently hydrogen, deuterium, cyano, halogen, substituted or unsubstituted amine, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted silanyl, substituted or unsubstituted C6-C30 aryl, or substituted or unsubstituted C2-C30 heterocyclyl, and

[0237] m15 and m16 are each independently an integer of 1 to 4.

[0238] In Formula 3, when m10 is greater than or equal to 2, each R12 Can be the same as or different from each other.

[0239] In Formula 2, when m11 is greater than or equal to 2, each R 13 Can be the same as or different from each other.

[0240] In Formula 2, when m12 is greater than or equal to 2, each R 14 Can be the same as or different from each other.

[0241] In Formula 2, when m13 is greater than or equal to 2, each R 15 Can be the same as or different from each other.

[0242] In Chemical Formula 2, when m14 is greater than or equal to 2, each R 16 Can be the same as or different from each other.

[0243] For example, Ar in Formula 3 6 and Ar 7 Each may independently be a substituted or unsubstituted C6 to C20 aryl group or a substituted or unsubstituted C2 to C20 heterocyclic group.

[0244] For example, Ar in Formula 3 6 and Ar 7 Each may independently be a substituted or unsubstituted C6 to C20 aryl group or a substituted or unsubstituted C2 to C20 heterocyclic group.

[0245] For example, R in Formula 3 12 To R 16 Each may independently be hydrogen, deuterium, cyano, halogen, substituted or unsubstituted amino, substituted or unsubstituted C1 to C10 alkyl, substituted or unsubstituted C6 to C20 aryl, or substituted or unsubstituted C2 to C20 heterocyclyl.

[0246] As a specific example, Ar in Chemical Formula 3 6 and Ar 7 Each may independently be a substituted or unsubstituted C6-C20 aryl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, or a substituted or unsubstituted carbazolyl group.

[0247] In Formula 4 and Formula 5, when m15 is greater than or equal to 2, each R 17 Can be the same as or different from each other.

[0248] In Formula 4 and Formula 5, when m16 is greater than or equal to 2, each R 18 Can be the same as or different from each other.

[0249] For example, Ar in Chemical Formula 4 and Chemical Formula 5 8 and Ar 9 Each may independently be a substituted or unsubstituted C6 to C20 aryl group or a substituted or unsubstituted C2 to C20 heterocyclic group.

[0250] For example, R in Chemical Formula 4 and Chemical Formula 5 f , R 17 and R 18 Each may independently be hydrogen, deuterium, cyano, halogen, substituted or unsubstituted amino, substituted or unsubstituted C1 to C10 alkyl, substituted or unsubstituted C6 to C20 aryl, or substituted or unsubstituted C2 to C20 heterocyclyl.

[0251] As a specific example, Ar in Chemical Formula 4 and Chemical Formula 5 8 and Ar 9 Each may independently be a substituted or unsubstituted C6-C20 aryl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, or a substituted or unsubstituted carbazolyl group.

[0252] As a more specific example, Ar in Chemical Formula 3 6 and Ar 7 and may each independently be a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted anthracenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted terphenylene group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzothienyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted fluorenyl group.

[0253] L in Formula 3 8 and L 9 may each independently be a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, or a substituted or unsubstituted naphthylene group,

[0254] R in Formula 3 12 To R 16 may each independently be hydrogen, deuterium, a substituted or unsubstituted C6 to C12 aryl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group, and

[0255] n can be 0 or 1.

[0256] For example, “substituted” in Chemical Formula 3 means that at least one hydrogen is replaced by deuterium, a C1 to C4 alkyl group, a C6 to C18 aryl group, or a C2 to C30 heteroaryl group.

[0257] In a specific embodiment of the present invention, Chemical Formula 3 can be represented by any one of Chemical Formula 3-1 to Chemical Formula 3-15.

[0258] [Chemical formula 3-1][Chemical formula 3-2][Chemical formula 3-3]

[0259]

[0260] [Chemical formula 3-4][Chemical formula 3-5][Chemical formula 3-6]

[0261]

[0262] [Chemical formula 3-7][Chemical formula 3-8][Chemical formula 3-9]

[0263]

[0264] [Chemical formula 3-10][Chemical formula 3-11][Chemical formula 3-12]

[0265]

[0266] [Chemical formula 3-13][Chemical formula 3-14][Chemical formula 3-15]

[0267]

[0268] In Chemical Formulae 3-1 to 3-15, R 12 To R 16 may each independently be hydrogen, deuterium, a substituted or unsubstituted C6 to C12 aryl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group, and *-L 8 -Ar 6 and*-L 9 -Ar 7 Each may independently be one of the substituents listed in Group I.

[0269] [Group I]

[0270]

[0271] In Group I,

[0272] R 59 To R 62 are each independently hydrogen, deuterium, C1 to C4 alkyl, C6 to C18 aryl or C2 to C30 heteroaryl,

[0273] m28 is an integer from 1 to 5,

[0274] m29 is an integer from 1 to 4,

[0275] m30 is an integer from 1 to 3,

[0276] m31 is an integer from 1 to 2, and

[0277] * indicates the connection point.

[0278] In group I, when m28 is greater than or equal to 2, each R 59 Can be the same as or different from each other.

[0279] In group I, when m29 is greater than or equal to 2, each R 60 Can be the same as or different from each other.

[0280] In group I, when m30 is greater than or equal to 2, each R 61 Can be the same as or different from each other.

[0281] In group I, when m31 is greater than or equal to 2, each R 62 Can be the same as or different from each other.

[0282] In an embodiment, Chemical Formula 3 may be represented by Chemical Formula 3-8.

[0283] In addition, *-L in Chemical Formula 3-8 8 -Ar 6 and*-L 9 -Ar 7 Each may be independently selected from Group I, and may be, for example, any one of C-1, C-2, C-3, C-4, C-7, C-8, and C-9.

[0284] For example, the compound represented by the combination of Chemical Formula 4 and Chemical Formula 5 may be represented by any one of Chemical Formula 4A, Chemical Formula 4B, Chemical Formula 4C, Chemical Formula 4D, and Chemical Formula 4E.

[0285] [Chemical Formula 4A][Chemical Formula 4B][Chemical Formula 4C]

[0286]

[0287] [Chemical Formula 4D] [Chemical Formula 4E]

[0288]

[0289] In Chemical Formulae 4A to 4E, Ar 8 ,Ar 9 , L 10 , L 11 , R 17 and R 18 Same as above,

[0290] L d1 To L d4 Compared with the above L 10 and L 11 are the same as those defined, and

[0291] R f1 To R f4 Compared with the above R 17 and R 18 The same as defined.

[0292] For example, in Chemical Formula 4 and Chemical Formula 5, Ar 8 and Ar 9 may each independently be a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted terphenylene group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group, and

[0293] R f1 To R f4 , R 17 and R 18 Each of them may independently be hydrogen, deuterium, cyano, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, or substituted or unsubstituted dibenzothiophenyl.

[0294] In a specific embodiment of the present invention, *-L in Chemical Formula 4 and Chemical Formula 5 10 -Ar 8 and*-L 11 -Ar 9 The substituents listed in Group I may be independently selected from the substituents.

[0295] In an embodiment, R f1 To R f4 , R 17 and R 18 Each of them may independently be hydrogen, deuterium, cyano, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted triphenylene, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl or substituted or unsubstituted dibenzothiophenyl.

[0296] For example, R f1 To R f4 , R 17 and R 18may each independently be hydrogen, deuterium, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, or substituted or unsubstituted dibenzothienyl, and

[0297] In a specific embodiment, R f1 To R f4 , R 17 and R 18 Each of them may independently be hydrogen, deuterium, phenyl, carbazolyl, dibenzofuranyl or dibenzothiophenyl.

[0298] In a specific embodiment of the present invention, the second compound and the fourth compound can be independently represented by chemical formula 3-8, wherein Ar of chemical formula 3-8 is 6 and Ar 7 and L may each independently be a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted anthracenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted terphenylene group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzothienyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted fluorenyl group. 8 and L 9 may each independently be a single bond or a substituted or unsubstituted C6 to C20 arylene group, and R 12 To R 15 Each of them may independently be hydrogen, deuterium, cyano, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, or substituted or unsubstituted dibenzothiophenyl.

[0299] In another specific embodiment of the present invention, the second compound and the fourth compound can be independently represented by chemical formula 4C, where L in chemical formula 4C is d1 and L d2 Can be a single bond, L 10 and L 11 may each independently be a single bond or a substituted or unsubstituted C6 to C12 arylene group, R f1 , R f2 , R 17 and R 18 can be independently hydrogen, deuterium, phenyl, triphenylene, carbazolyl, dibenzofuranyl or dibenzothiophenyl, and Ar 8 and Ar 9Each of them may independently be a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group.

[0300] For example, the second compound and the fourth compound can be independently selected from the compounds listed in Group 3, but are not limited thereto.

[0301] [Group 3]

[0302]

[0303]

[0304]

[0305]

[0306]

[0307]

[0308]

[0309]

[0310]

[0311]

[0312]

[0313]

[0314]

[0315]

[0316]

[0317] The dopant is a material that is mixed with a host in a trace amount to cause light emission, and may generally be a material that emits light by multiple excitation to a triplet state or a higher state, such as a metal complex. The dopant C-88 may be, for example, an inorganic compound, an organic compound, or an organic-inorganic compound, and one or more types of inorganic compounds, organic compounds, or organic-inorganic compounds may be used.

[0318] In particular, an example of the first dopant may be an organic metal compound including Ir.

[0319] For example, a compound represented by Chemical Formula Z may be used.

[0320] [Chemical formula Z]

[0321] L 12 IxD 2

[0322] In the chemical formula Z, L 12 With X 2 The ligands may be the same or different and form a complex compound with Ir.

[0323] For example, L 12 and X 2 It may be a bidentate ligand.

[0324] By L 12 and X 2 Examples of the ligands represented can be selected from the chemical formulae listed in Group A, but are not limited thereto.

[0325] [Group A]

[0326]

[0327] In Group A,

[0328] R 300 To R 302 are each independently hydrogen, deuterium, C1 to C30 alkyl which may be substituted with halogen or not, C6 to C30 aryl which may be substituted with C1 to C30 alkyl or not, or halogen, and

[0329] R 303 To R 324 Each is independently hydrogen, deuterium, halogen, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted C2-C30 alkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C1-C30 heteroaryl, substituted or unsubstituted C1-C30 amine, substituted or unsubstituted C6-C30 arylamine, SF5, a trialkylsilyl group having a substituted or unsubstituted C1-C30 alkyl group, a dialkylarylsilyl group having a substituted or unsubstituted C1-C30 alkyl group and a C6-C30 aryl group, or a triarylsilyl group having a substituted or unsubstituted C6-C30 aryl group.

[0330] For example, the first dopant may be represented by Chemical Formula V.

[0331] [Chemical Formula V]

[0332]

[0333] In chemical formula V,

[0334] X 3 is O, S or Se,

[0335] CY1 is a substituted or unsubstituted C5 to C30 carbocyclic group or a substituted or unsubstituted C1 to C30 heterocyclic group,

[0336] L 100 is a substituted or unsubstituted C3 to C10 cycloalkylene group, a substituted or unsubstituted C1 to C10 heterocycloalkylene group, a substituted or unsubstituted C3 to C10 cycloalkenylene group, a substituted or unsubstituted C2 to C10 heterocycloalkenylene group, a substituted or unsubstituted C6 to C60 arylene group, a substituted or unsubstituted C1 to C60 heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, or a substituted or unsubstituted divalent non-aromatic heterocondensed polycyclic group,

[0337] a1 is an integer from 0 to 3,

[0338] Ar 100 , R 101 , R 102 , R 103 , R 104 and R 105 each independently represents hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amine, amidino, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, substituted or unsubstituted C1 to C60 alkyl, substituted or unsubstituted C2 to C60 alkenyl, substituted or unsubstituted C2 to C60 alkynyl, substituted or unsubstituted C1 to C60 alkoxy, substituted or unsubstituted C3 to C10 cycloalkyl, substituted or unsubstituted C1 to C10 heterocycloalkyl, substituted or unsubstituted C3 to C10 cycloalkenyl, substituted or unsubstituted C2 to C10 heterocycloalkenyl, substituted or unsubstituted C6-C60 aryl group, substituted or unsubstituted C6-C60 aryloxy group, substituted or unsubstituted C6-C60 arylthio group, substituted or unsubstituted C1-C60 heteroaryl group, substituted or unsubstituted C1-C60 heteroaryloxy group, substituted or unsubstituted C1-C60 heteroarylthio group, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic heterocondensed polycyclic group, -N(Q1)(Q2), -Si(Q3)(Q4)(Q5), -Ge(Q3)(Q4)(Q5), -B(Q6)(Q7), or -P(═O)(Q8)(Q9),

[0339] k1 is an integer from 1 to 8,

[0340] b1 and b2 are each independently an integer from 1 to 4,

[0341] b3 is an integer from 1 to 8,

[0342] b4 is an integer from 1 to 6,

[0343] m14 is an integer from 1 to 2,

[0344] m15 is an integer from 1 to 3, and

[0345] Q1 to Q9 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amine, amidino, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, substituted or unsubstituted C1 to C60 alkyl, substituted or unsubstituted C2 to C60 alkenyl, substituted or unsubstituted C2 to C60 alkynyl, substituted or unsubstituted C1 to C60 alkoxy, substituted or unsubstituted C3 to C10 cycloalkyl, substituted or unsubstituted C1 to C10 heterocycloalkyl, substituted or unsubstituted a substituted C3-C10 cycloalkenyl group, a substituted or unsubstituted C1-C10 heterocycloalkenyl group, a substituted or unsubstituted C6-C60 aryl group, a substituted or unsubstituted C6-C60 aryloxy group, a substituted or unsubstituted C6-C60 arylthio group, a substituted or unsubstituted C1-C60 heteroaryl group, a substituted or unsubstituted C1-C60 heteroaryloxy group, a substituted or unsubstituted C1-C60 heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, or a substituted or unsubstituted monovalent non-aromatic heterocondensed polycyclic group.

[0346] Meanwhile, an example of the second dopant may be an organic metal compound including Pt. For example, a dopant represented by Chemical Formula Z-1 may be mentioned.

[0347] [Chemical formula Z-1]

[0348]

[0349] In the chemical formula Z-1, rings A, B, C and D are each independently a 5-membered or 6-membered carbocyclic or heterocyclic ring;

[0350] R A , R B , R C and R D Each independently represents mono-, di-, tri- or tetra-substituted, or unsubstituted;

[0351] L B , L C and L DEach is independently selected from a direct bond, BR, NR, PR, O, S, Se, C=O, S=O, SO2, CRR', SiRR', GeRR' and combinations thereof;

[0352] When nA is 1, L E is selected from direct bond, BR, NR, PR, O, S, Se, C=O, S=O, SO2, CRR', SiRR', GeRR' and combinations thereof; when nA is 0, L E does not exist; and

[0353] R A , R B , R C , R D R, R and R' are each independently selected from hydrogen, deuterium, halogen, substituted or unsubstituted C1-C60 alkyl, substituted or unsubstituted C3-C10 cycloalkyl, substituted or unsubstituted C3-C10 heteroalkyl, substituted or unsubstituted C6-C60 aralkyl, substituted or unsubstituted C1-C60 alkoxy, substituted or unsubstituted C6-C60 aryloxy, amine, silanyl, substituted or unsubstituted C2-C60 alkenyl, substituted or unsubstituted C3-C10 cycloalkenyl, substituted or unsubstituted C1-C10 heteroalkenyl, substituted or unsubstituted C2-C60 alkynyl, substituted or unsubstituted C6-C60 aryl, C1-C60 heteroaryl, acyl, carbonyl, carboxylic acid, ester, nitrile, isonitrile, thiol, sulfinyl, sulfonyl, phosphine, and combinations thereof; any adjacent R A , R B , R C , R D , R and R' are optionally connected to each other to form a ring; X B , X C , X D and X E are each independently selected from carbon and nitrogen; and Q 1 , Q 2 , Q 3 and Q 4 Each is oxygen or a direct bond.

[0354] The second dopant according to an embodiment may be represented by Chemical Formula VI.

[0355] [Chemical Formula VI]

[0356]

[0357] In Chemical Formula VI,

[0358] X 100 Selected from O, S and NR 131 ,

[0359] R 117 To R 131 are each independently hydrogen, deuterium, substituted or unsubstituted C1 to C10 alkyl, substituted or unsubstituted C6 to C20 aryl, or -SiR 132 R 133 R 134 ,

[0360] R 132 To R 134 are each independently a substituted or unsubstituted C1 to C6 alkyl group,

[0361] R 117 To R 131 At least one of them is -SiR 132 R 133 R 134 or tert-butyl, and

[0362] R 132 To R 134 Each is independently a substituted or unsubstituted C1 to C6 alkyl group.

[0363] The position of the light emitting zone can be appropriately adjusted by placing an Ir complex having a relatively strong hole-trapping property near the hole transporting region and placing a Pt complex having a weak hole-trapping property near the electron transporting region.

[0364] In embodiments, the first light emitting layer and the second light emitting layer may be in contact with each other.

[0365] In another embodiment, at least one of a hole transport region, an electron transport region, and a charge generation layer (CGL) may be further included between the first light emitting layer and the second light emitting layer.

[0366] The hole transporting regions (3, 3' and 3") can further improve hole injection and / or hole mobility between the anode (10) and the light emitting layers (1, 1' and 1"), and can further block electrons.

[0367] Specifically, the hole transport zone (3, 3' and 3") may include a hole transport layer between the anode (10) and the light emitting layer (1, 1' and 1") and a hole transport auxiliary layer between the light emitting layer (1, 1' and 1") and the hole transport layer.

[0368] At least one of the compounds listed in Group B may be included in at least one of the hole transport layer and the hole transport auxiliary layer.

[0369] [Group B]

[0370]

[0371]

[0372]

[0373]

[0374]

[0375]

[0376] In the hole transporting zone (3, 3' and 3"), in addition to the above compounds, known compounds disclosed in US5061569A, JP1993-009471A, WO1995-009147A1, JP1995-126615A, JP1998-095973A and the like and compounds similar to the known compounds can be used.

[0377] The electron transport region (4, 4' and 4") can further improve the electron injection and / or electron mobility between the cathode (20) and the light-emitting layer (1, 1' and 1"), and can further block holes.

[0378] Specifically, the electron transport zone (4, 4', and 4") may include: an electron transport layer located between the cathode (20) and the light-emitting layer (1, 1', and 1"); and an electron transport auxiliary layer located between the light-emitting layer (1, 1', 1") and the electron transport layer, and at least one of the electron transport layer and the electron transport auxiliary layer may include at least one of the compounds listed in Group C.

[0379] [Group C]

[0380]

[0381]

[0382]

[0383] Meanwhile, the organic light emitting diode may further include an electron injection layer (not shown) in addition to the above-mentioned intermediate layer.

[0384] In addition, a capping layer (not shown) may be further included on the anode and / or the cathode.

[0385] The cap layer may be included to improve the thermal stability of the organic light emitting diode, improve the environmental stability of the organic light emitting diode, and improve the performance of the organic light emitting diode. Examples of the cap layer for improving the thermal stability of the organic light emitting diode may include SiO, SiO2, an amine compound, or a mixture thereof, but are not limited thereto.

[0386] An organic light emitting diode may be manufactured by forming an anode or a cathode on a substrate, then forming an intermediate layer using a dry film deposition method such as vacuum evaporation, sputtering, plasma plating, and ion plating, and then forming a cathode or an anode on the intermediate layer.

[0387] Organic light emitting diodes can be applied to organic light emitting display devices.

[0388] Hereinafter, the embodiments are described in more detail with reference to examples. However, these examples are only illustrative, and the scope of the present invention is not limited thereto.

[0389] [Mode of invention]

[0390] Hereinafter, unless otherwise specified, the starting materials and reactants used in the examples and synthesis examples are purchased from Sigma-Aldrich Co. Ltd., Tokyo chemical industry (TCI) Inc. or P&H tech, or the starting materials and reactants used in the examples and synthesis examples are synthesized by known methods.

[0391] (Preparation of the First Compound)

[0392] Synthesis Example 1: Synthesis of Compound A-3

[0393]

[0394] Compound A-3 was synthesized by referring to the method known in KR 10-1649683B1.

[0395] Synthesis Example 2: Synthesis of Compound D-130

[0396]

[0397] Compound D-130 was synthesized by referring to the known method in KR 10-2193015B1.

[0398] Synthesis Example 3: Synthesis of Compound D-12

[0399]

[0400] Compound D-12 was synthesized by referring to the known method in KR 10-2430047B1.

[0401] Synthesis Example 4: Synthesis of Compound B-136

[0402]

[0403] Compound B-136 was synthesized by referring to the known method in KR 10-1649683B1. Synthesis Example 5: Compound Synthesis of B-40

[0404]

[0405] Compound B-40 was synthesized by referring to the known method in KR 10-2023-0007931A.

[0406] Synthesis Example 6: Synthesis of Compound B-139

[0407]

[0408] Compound B-139 was synthesized by referring to the known method in KR 10-2023-0007931A.

[0409] Synthesis Example 7: Synthesis of IrGD

[0410]

[0411] IrGD was synthesized by referring to the method known in KR 10-2022-0125767A.

[0412] Synthesis Example 8: Synthesis of PtGD

[0413]

[0414] PtGD was synthesized by referring to the method known in KR 10-2022-0136951A.

[0415] Example 1

[0416] The glass substrate coated with indium tin oxide (ITO) was washed with distilled water ultrasound. After washing with distilled water, the glass substrate was ultrasonically washed with a solvent (e.g., isopropyl alcohol, acetone, methanol and similar solvents), and dried, and then the glass substrate was moved to a plasma cleaner, cleaned with oxygen plasma for 10 minutes, and moved to a vacuum depositor. The prepared ITO transparent electrode was used as an anode, and a compound A doped with 3% NDP-9 (Novaled GmbH) was vacuum deposited on the ITO substrate to form a 100-angstrom thick hole injection layer, and compound A was deposited on the hole injection layer to a thickness of 1350 angstroms to form a hole transport layer. Compound B was deposited on the hole transport layer to a thickness of 350 angstroms to form a hole transport auxiliary layer, and a first light-emitting layer (EML1) was formed on the hole transport auxiliary layer, and then a second light-emitting layer (EML2) was formed on the first light-emitting layer. The composition of the first light-emitting layer and the composition of the second light-emitting layer are described separately in the following examples and comparative examples. Subsequently, compound C is deposited on the light-emitting layer to form a 50 angstrom thick electron transport auxiliary layer, and compound D and Liq are vacuum deposited at a weight ratio of 1:1 to form a 300 angstrom thick electron transport layer. Yb is deposited to a thickness of 15 angstroms on the electron transport layer to form an electron injection layer, Mg and Ag are vacuum deposited to a thickness of 150 angstroms at a weight ratio of 1:9 to form a cathode, and compound E is deposited to a thickness of 300 angstroms on the cathode to form a cap layer.

[0417] The structure is ITO / compound A (3% NDP-9 doping, 100 angstroms) / compound A (1350 angstroms) / compound B (350 angstroms) / EML1 / EML2 / compound C (50 angstroms) / compound D:LiQ (300 angstroms) / Yb (15 angstroms) / Mg:Ag (150 angstroms) / compound E (300 angstroms).

[0418] Compound A: N-(9,9-diphenyl-9H-fluoren-2-yl)-N,9-diphenyl-9H-carbazole-2-amine

[0419] Compound B: N-([1,1'-biphenyl]-4-yl)-9,9-dimethyl-N-(3-(9-phenyl-9H-fluoren-9-yl)phenyl)-9H-fluoren-2-amine

[0420] Compound C: 4-([1,1'-biphenyl]-4-yl)-6-(3'-(9,9-dimethyl-9H-fluoren-4-yl)-[1,1'-biphenyl]-4-yl)-2-phenylpyrimidine

[0421] Compound D: 6,6'-(naphthalene-1,2-diylbis(4,1-phenylene))bis(2,4-diphenyl-1,3,5-triazine)

[0422] Compound E: N-([1,1'-biphenyl]-4-yl)-9,9-dimethyl-N-(4-(9-phenyl-9H-carbazol-3-yl)phenyl)-9H-fluoren-2-amine

[0423]

[0424] Examples 2 to 6 and Comparative Examples 1 to 6

[0425] An organic light emitting diode was manufactured in the same manner as in Example 1, except that the composition was changed to the compositions shown in Table 1 and Table 2.

[0426] Method for manufacturing hole-only device (HOD)

[0427] ITO / Compound E (1400 angstroms) / Compound F (1% NDP-9 doping, 100 angstroms) / Compound F (200 angstroms) / EML (host, 400 angstroms) / HAT-CN (100 angstroms) / Ag (50 angstroms) / Mg:Ag (9:1, 550 angstroms)

[0428] Compound F: N-([1,1'-biphenyl]-4-yl)-N-(2-(9,9-diphenyl-9H-fluoren-4-yl)phenyl)-9,9-dimethyl-9H-fluoren-2-amine

[0429] Hole Trapping Index

[0430] The hole trapping index of the dopant on the light-emitting layer can be expressed by Formula 2.

[0431] The current density decrease rate of the HOD before and after doping the dopant on the light emitting layer can indicate the degree of hole trapping in the dopant, that is, the hole trapping index. When the hole trapping index is 100%, it means that the holes are not trapped by the dopant, and when the hole trapping index is 0%, it means that all the holes are trapped.

[0432] [Formula 2]

[0433] Hole trapping index = [1-{(current density measured at a voltage of 7 volts after doping the dopant in the light-emitting layer in the hole-only device (HOD)) / (current density measured at a voltage of 7 volts before doping the dopant in the light-emitting layer in the hole-only device (HOD))}]*100,

[0434] The HOD is as described above, and the hole trapping index is listed in Table 1.

[0435] evaluate

[0436] The compositions of the organic light emitting diodes according to Examples 1 to 6 and Comparative Examples 1 to 6 are shown in Table 2, and each luminous efficiency and lifespan characteristics were evaluated.

[0437] The specific measurement method is as follows, and the results are shown in Table 3 and Table 4.

[0438] (1) Measurement of current density changes dependent on voltage changes

[0439] While increasing the voltage from 0 V to 10 V using a current-voltage meter (Keithley 2400), the current value flowing in the unit device of the obtained organic light emitting diode was measured, and the measured current value was divided by the area to provide a result.

[0440] (2) Measurement of brightness changes dependent on voltage changes

[0441] While increasing the voltage of the organic light emitting diode from 0 volts to 10 volts, the luminance was measured using a luminance meter (Minolta Cs-1000A).

[0442] (3) Measurement of luminous efficiency

[0443] The current efficiency (candela / area (cd / A)) at the same current density (10 mA / cm2) was calculated using the luminance and current density and voltage (V) from items (1) and (2).

[0444] The luminous efficiency values ​​of Examples 1 to 3 and Comparative Examples 1 to 3 were calculated as relative values ​​based on Example 1 and are listed in Table 3.

[0445] (4) Lifespan measurement

[0446] By converting the brightness (candela / square meter (cd / m 2 The results were obtained by maintaining the current at 24,000 candelas / square meter and measuring the time for the current efficiency (candelas / area) to drop to 97%.

[0447] The measured lifespans of Examples 4 to 6 and Comparative Examples 4 to 6 were calculated as relative values ​​with respect to Example 6 and are listed in Table 4.

[0448] (Table 1)

[0449]

[0450] (Table 2)

[0451]

[0452] (Table 3)

[0453]

[0454] Referring to Table 3, the organic light emitting diodes according to Examples 1 to 3 exhibit significantly improved luminous efficiency compared to the organic light emitting diodes according to Comparative Examples 1 to 3. Compared to Comparative Example 3, Example 3 exhibits a hole trapping index of 76% by the dopant of the first light emitting layer and a hole trapping index of 45% by the dopant of the second light emitting layer, which confirms that the first light emitting layer contains a compound having a strong hole trapping property so that the light emitting zone is relatively adjacent to the anode, thereby improving efficiency. In addition, in Examples 1 to 3, as the doping concentration of the first light emitting layer increases, the hole-electron balance is optimized, thereby improving the luminous efficiency.

[0455] In contrast, Comparative Example 1 exhibited a hole trapping index of 45% by the dopant of the first light-emitting layer and a hole trapping index of 76% by the dopant of the second light-emitting layer, wherein the light-emitting zone was formed relatively adjacent to the cathode, which was not an appropriate position, and therefore, in Comparative Examples 1 to 3, even if the doping concentration of the second light-emitting layer was increased, the efficiency was significantly deteriorated.

[0456] (Table 4)

[0457]

[0458] Referring to Table 4, the organic light emitting diodes according to Examples 4 to 6 exhibited significantly improved lifespans compared to the organic light emitting diodes according to Comparative Examples 4 to 6. As the thickness of the first light emitting layer decreased from Example 6 to Example 4, the light emitting zone was relatively shifted toward the anode, and thus exhibited improved lifespan characteristics. Comparative Example 4, which included a carbazole compound having excellent hole transporting ability in the first light emitting layer, exhibited a weak hole trapping index of 30% by a dopant. In contrast, Comparative Example 4 exhibited a hole trapping index of 45% by a dopant in the second light emitting layer, wherein the lifespan characteristics were deteriorated because the light emitting zone was relatively located at the center. In addition, since the second light emitting layer included a compound having a weak hole trapping index, there was no effect of improving lifespan with thickness changes.

Claims

1. An organic optoelectronic device, comprising: The anode and cathode face each other. an intermediate layer, between the anode and the cathode, The intermediate layer includes a first light-emitting layer and a second light-emitting layer, The first light-emitting layer is disposed between the anode and the second light-emitting layer, and includes a first host and a first dopant, wherein the first host includes a composition composed of a first compound and a second compound. The second light-emitting layer is disposed between the cathode and the first light-emitting layer and includes a second host and a second dopant, wherein the second host includes a composition composed of a third compound and a fourth compound. The first dopant is an iridium complex, and the second dopant is a platinum complex, and The organic optoelectronic device satisfies Formula 1: [Formula 1] The hole trap index of the first light-emitting layer is greater than the hole trap index of the second light-emitting layer. The hole trapping index is calculated according to Formula 2: [Formula 2] Hole trapping index = [1-{(current density measured at a voltage of 7 volts after doping the light-emitting layer in a hole only device (HOD) with a dopant) / (current density measured at a voltage of 7 volts before doping the light-emitting layer in the HOD with the dopant)}]*100 HOD: indium tin oxide / compound E (1,400 angstroms) / compound F (1% NDP-9 doping, 100 angstroms) / compound F (200 angstroms) / light-emitting layer (400 angstroms) / HAT-CN (100 angstroms) / Ag (50 angstroms) / Mg:Ag (9:1, 550 angstroms); Compound E: N-([1,1'-biphenyl]-4-yl)-9,9-dimethyl-N-(4-(9-phenyl-9H-carbazol-3-yl)phenyl)-9H-fluoren-2-amine; and Compound F: N-([1,1′-biphenyl]-4-yl)-N-(2-(9,9-diphenyl-9H-fluoren-4-yl)phenyl)-9,9-dimethyl-9H-fluoren-2-amine).

2. The organic optoelectronic device according to claim 1, wherein A difference between the hole trap index of the first light emitting layer and the hole trap index of the second light emitting layer is greater than or equal to 30%.

3. The organic optoelectronic device according to claim 1, wherein The first compound is an electron transport host and does not contain carbazole.

4. The organic optoelectronic device according to claim 3, wherein The first compound is represented by Chemical Formula 1: [Chemical formula 1] in, In Chemical Formula 1, Z 1 To Z 6 Each independently is N or CL a -R a , Z 1 To Z 6 At least two of them are N, L a are each independently a single bond, a substituted or unsubstituted C6 to C20 arylene group, a substituted or unsubstituted dibenzofuranylene group, or a substituted or unsubstituted dibenzothienylene group, R a are each independently hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted dibenzofuranyl, or substituted or unsubstituted dibenzothiophenyl, and R a Each independently exists or adjacent groups are linked to form a substituted or unsubstituted monocyclic or polycyclic heteroaromatic, aromatic or aliphatic.

5. The organic optoelectronic device according to claim 4, wherein Chemical Formula 1 is represented by any one of Chemical Formula 1A, Chemical Formula 1B, and Chemical Formula 1C: [Chemical Formula 1A] [Chemical formula 1B] [Chemical formula 1C] in, In Chemical Formula 1A, Chemical Formula 1B and Chemical Formula 1C, Z 1 , Z 3 and Z 5 Each independently is N or CL a -R a , Z 1 , Z 3 and Z 5 At least two of them are N, Z 7 To Z 9 At least two of them are independently N or CL b -R b , X 1 O, S or CR c R d , L a , L b and L 1 To L 3 are each independently a single bond, a substituted or unsubstituted C6 to C20 arylene group, a substituted or unsubstituted dibenzofuranylene group, or a substituted or unsubstituted dibenzothienylene group, Ar 1 and Ar 2 are each independently a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group, R a , R b , R c , R d and R 1 To R 7 are each independently hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted silanyl, substituted or unsubstituted amine, halogen, cyano, or a combination thereof, R 4 and R 5 Each independently exists or adjacent groups are connected to form a substituted or unsubstituted C6 to C20 aryl group or a substituted or unsubstituted C2 to C30 heterocyclic group, m1, m2 and m4 are each independently an integer from 1 to 4, and m3 and m5 are each independently an integer of 1 to 3.

6. The organic optoelectronic device according to claim 1, wherein The third compound is an electron transport host and includes at least one of carbazole and indolocarbazole.

7. The organic optoelectronic device according to claim 6, wherein The third compound is represented by Chemical Formula 2: [Chemical formula 2] in, In chemical formula 2, Z 10 To Z 12 Each independently is N or CL c -R e , Z 10 To Z 12 At least two of them are N, L c and L 4 To L 6 are each independently a single bond, a substituted or unsubstituted C6 to C20 arylene group, a substituted or unsubstituted C2 to C20 heterocyclic group, or a combination thereof, Ar 3 and Ar 4 are each independently a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof, R e and R 8 are each independently hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heterocyclyl, substituted or unsubstituted silanyl, substituted or unsubstituted amine, halogen, cyano, or a combination thereof, m6 is an integer from 1 to 4, and Ring A is represented by any one of Chemical Formula I-1 to Chemical Formula I-4, Among them, in Chemical Formula I-1 to Chemical Formula I-4, R 9 To R 11 are each independently hydrogen, deuterium, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heterocyclyl, substituted or unsubstituted silanyl, substituted or unsubstituted amine, halogen, cyano, or a combination thereof, R 8 and R 9 Each independently exists or adjacent groups are connected to form a substituted or unsubstituted C6 to C20 aryl group or a substituted or unsubstituted C2 to C30 heterocyclic group, L 7 is a single bond, a substituted or unsubstituted C6 to C20 arylene group, a substituted or unsubstituted C2 to C20 heterocyclic group, or a combination thereof, Ar 5 is a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof, m7 and m9 are each independently an integer from 1 to 4, m8 is an integer of 1 or 2, and * indicates the connection point.

8. The organic optoelectronic device according to claim 7, wherein Chemical Formula 2 is represented by any one of Chemical Formula 2A, Chemical Formula 2B, Chemical Formula 2C, Chemical Formula 2D, Chemical Formula 2E, Chemical Formula 2F, and Chemical Formula 2G: in, In Chemical Formulae 2A to 2G, Z 10 To Z 12 , L 4 To L 6 ,Ar 3 ,Ar 4 , R 8 To R 11 The definitions of m6 to m9 are the same as in claim 7.

9. The organic optoelectronic device according to claim 1, wherein The second compound and the fourth compound are hole transport hosts, are the same as or different from each other, and are each independently a compound containing at least one of carbazole and indolocarbazole.

10. The organic optoelectronic device according to claim 9, wherein The second compound and the fourth compound are each independently represented by Chemical Formula 3 or a combination of Chemical Formula 4 and Chemical Formula 5: [Chemical formula 3] in, In chemical formula 3, Ar 6 and Ar 7 are each independently a substituted or unsubstituted C6 to C30 aryl group or a substituted or unsubstituted C2 to C30 heterocyclic group, L 8 and L 9 are each independently a single bond or a substituted or unsubstituted C6 to C20 arylene group, R 12 To R 16 are each independently hydrogen, deuterium, cyano, halogen, substituted or unsubstituted amine, substituted or unsubstituted C1 to C30 alkyl, substituted or unsubstituted silanyl, substituted or unsubstituted C6 to C30 aryl, or substituted or unsubstituted C2 to C30 heterocyclyl, m10, m13 and m14 are each independently an integer from 1 to 4, m11 and m12 are each independently an integer from 1 to 3, and n is an integer from 0 to 2; Among them, in Chemical Formula 4 and Chemical Formula 5, Ar 8 and Ar 9 are each independently a substituted or unsubstituted C6 to C30 aryl group or a substituted or unsubstituted C2 to C30 heterocyclic group, a1* to a4* in Chemical Formula 4 are each independently a connecting carbon (C) or CL d -R f , Adjacent two of a1* to a4* in Chemical Formula 4 are connected to * in Chemical Formula 5, L d , L 10 and L 11 are each independently a single bond or a substituted or unsubstituted C6 to C20 arylene group, R f , R 17 and R 18 are each independently hydrogen, deuterium, cyano, halogen, substituted or unsubstituted amine, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted silanyl, substituted or unsubstituted C6-C30 aryl, or substituted or unsubstituted C2-C30 heterocyclyl, and m15 and m16 are each independently an integer of 1 to 4.

11. The organic optoelectronic device according to claim 10, wherein Chemical formula 3 is represented by any one of Chemical formula 3-1 to Chemical formula 3-15: in, In Chemical Formula 3-1 to Chemical Formula 3-15, R 12 To R 16 are each independently hydrogen, deuterium, substituted or unsubstituted C6 to C12 aryl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, or substituted or unsubstituted dibenzothiophenyl, and *-L 8 -Ar 6 and*-L 9 -Ar 5 Each is independently one of the substituents listed in Group I, [Group I] Among them, in group I, R 59 To R 62 are each independently hydrogen, deuterium, C1 to C4 alkyl, C6 to C18 aryl or C2 to C30 heteroaryl, m28 is an integer from 1 to 5, m29 is an integer from 1 to 4, m30 is an integer from 1 to 3, m31 is an integer from 1 to 2, and * indicates the connection point.

12. The organic optoelectronic device according to claim 10, wherein The combination of Chemical Formula 4 and Chemical Formula 5 is represented by any one of Chemical Formula 4A to Chemical Formula 4E: in, In Chemical Formulae 4A to 4E, R 17 and R 18 are each independently hydrogen, deuterium, substituted or unsubstituted C6 to C12 aryl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, or substituted or unsubstituted dibenzothiophenyl, and *-L 10 -Ar 8 and*-L 11 -Ar 9 Each is independently one of the substituents listed in Group I, [Group I] Among them, in group I, R 59 To R 62 are each independently hydrogen, deuterium, C1 to C4 alkyl, C6 to C18 aryl or C2 to C30 heteroaryl, m28 is an integer from 1 to 5, m29 is an integer from 1 to 4, m30 is an integer from 1 to 3, m31 is an integer from 1 to 2, and * indicates the connection point.

13. The organic optoelectronic device according to claim 1, wherein The iridium complex is represented by chemical formula V: [Chemical Formula V] in, In chemical formula V, X 3 is O, S or Se, CY1 is a substituted or unsubstituted C5 to C30 carbocyclic group or a substituted or unsubstituted C1 to C30 heterocyclic group, L 100 is a substituted or unsubstituted C3 to C10 cycloalkylene group, a substituted or unsubstituted C1 to C10 heterocycloalkylene group, a substituted or unsubstituted C3 to C10 cycloalkenylene group, a substituted or unsubstituted C2 to C10 heterocycloalkenylene group, a substituted or unsubstituted C6 to C60 arylene group, a substituted or unsubstituted C1 to C60 heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, or a substituted or unsubstituted divalent non-aromatic heterocondensed polycyclic group, a1 is an integer from 0 to 3, Ar 100 , R 101 , R 102 , R 103 , R 104 and R 105 each independently represents hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amine, amidino, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, substituted or unsubstituted C1 to C60 alkyl, substituted or unsubstituted C2 to C60 alkenyl, substituted or unsubstituted C2 to C60 alkynyl, substituted or unsubstituted C1 to C60 alkoxy, substituted or unsubstituted C3 to C10 cycloalkyl, substituted or unsubstituted C1 to C10 heterocycloalkyl, substituted or unsubstituted C3 to C10 cycloalkenyl, substituted or unsubstituted C2 to C10 heterocycloalkenyl, substituted or unsubstituted C6-C60 aryl group, substituted or unsubstituted C6-C60 aryloxy group, substituted or unsubstituted C6-C60 arylthio group, substituted or unsubstituted C1-C60 heteroaryl group, substituted or unsubstituted C1-C60 heteroaryloxy group, substituted or unsubstituted C1-C60 heteroarylthio group, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic heterocondensed polycyclic group, -N(Q1)(Q2), -Si(Q3)(Q4)(Q5), -Ge(Q3)(Q4)(Q5), -B(Q6)(Q7), or -P(═O)(Q8)(Q9), k1 is an integer from 1 to 8, b1 and b2 are each independently an integer from 1 to 4, b3 is an integer from 1 to 8, b4 is an integer from 1 to 6, m14 is an integer from 1 to 2, m15 is an integer from 1 to 3, and Q1 to Q9 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amine, amidino, hydrazine, hydrazone, carboxylic acid or its salt, sulfonic acid or its salt, phosphate or its salt, substituted or unsubstituted C1 to C60 alkyl, substituted or unsubstituted C2 to C60 alkenyl, substituted or unsubstituted C2 to C60 alkynyl, substituted or unsubstituted C1 to C60 alkoxy, substituted or unsubstituted C3 to C10 cycloalkyl, substituted or unsubstituted C1 to C10 heterocycloalkyl, substituted or unsubstituted a substituted C3-C10 cycloalkenyl group, a substituted or unsubstituted C1-C10 heterocycloalkenyl group, a substituted or unsubstituted C6-C60 aryl group, a substituted or unsubstituted C6-C60 aryloxy group, a substituted or unsubstituted C6-C60 arylthio group, a substituted or unsubstituted C1-C60 heteroaryl group, a substituted or unsubstituted C1-C60 heteroaryloxy group, a substituted or unsubstituted C1-C60 heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, or a substituted or unsubstituted monovalent non-aromatic heterocondensed polycyclic group.

14. The organic optoelectronic device according to claim 1, wherein The platinum complex is represented by chemical formula VI: [Chemical Formula VI] in, In Chemical Formula VI, X 100 Selected from O, S and NR 131 , R 117 To R 131 are each independently hydrogen, deuterium, substituted or unsubstituted C1 to C10 alkyl, substituted or unsubstituted C6 to C20 aryl, or -SiR 132 R 133 R 134 , R 132 To R 134 are each independently a substituted or unsubstituted C1 to C6 alkyl group, R 117 To R 131 At least one of them is -SiR 132 R 133 R 134 or tert-butyl, and R 132 To R 134 Each is independently a substituted or unsubstituted C1 to C6 alkyl group.

15. The organic optoelectronic device according to claim 1, wherein The first light emitting layer and the second light emitting layer are in contact with each other.

16. The organic optoelectronic device according to claim 1, wherein At least one of a hole transport region, an electron transport region and a charge generation layer (CGL) is further included between the first light-emitting layer and the second light-emitting layer. 17 . A display device comprising the organic optoelectronic device according to claim 1 .

Images