Composite for organic optoelectronic element, organic optoelectronic element, and display device

Abstract

To provide a composite for an organic optoelectronic element capable of achieving a highly efficient organic optoelectronic element driven at a low voltage.SOLUTION: A composite for an organic optoelectronic element includes: a Pt dopant having a specific structure; a first host including an electron transport group having a specific structure; and a second host including at least one hole transport group. A HOMO energy level of the second host is higher than that of the first host. Difference between a LUMO energy level of the first host and the HOMO energy level of the second host is greater than 2.505 eV.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to organic optoelectronic devices and displays. [Background technology]

[0002] An organic optoelectric diode is a device that can convert electrical energy into light energy and vice versa. Organic optoelectric diodes can be broadly divided into two types based on their operating principle. One type is a photoelectric diode, in which excitons formed by light energy are separated into electrons and holes, and the electrons and holes are transferred to different electrodes to generate electrical energy. The other type is a light-emitting device, in which voltage or current is supplied to the electrodes to generate light energy from electrical energy.

[0003] Examples of organic optoelectronic devices include organic photoelectric devices, organic light-emitting devices, organic solar cells, and organic photoconductor drums. Among these, organic light-emitting diodes (OLEDs) have been attracting attention in recent years due to the increasing demand for flat panel display devices. Organic light-emitting devices convert electrical energy into light, and their performance is greatly influenced by the organic materials located between the electrodes. Summary of the Invention [Problem to be solved by the invention]

[0004] One embodiment provides a composition for an organic optoelectronic device that can realize a highly efficient organic optoelectronic device that operates at a low voltage. Another embodiment provides an organic optoelectronic device including the composition for an organic optoelectronic device. Yet another embodiment provides a display device including the organic optoelectronic device. [Means for solving the problem]

[0005] According to one embodiment, there is provided a composition for an organic optoelectronic device, comprising: a Pt dopant represented by Chemical Formula 1 below; a first host including an electron transporting group represented by Chemical Formula 2 below; and a second host including at least one hole transporting group, wherein the HOMO energy level of the second host is higher than the HOMO energy level of the first host; and the difference between the LUMO energy level of the first host and the HOMO energy level of the second host exceeds 2.505 eV.

[0006] [Chemical formula 1] [ka] In chemical formula 1, X 1 is O, S, N-[(L 1 ) b1 -(R 10 ) c1 ], C(R 10 )(R 11 ), Si(R 10 )(R 11 ) and C(=O), R 10 and R 11 are each independently bonded to each other through a first linking group to form a substituted or unsubstituted C5 to C30 carbocyclic group or a substituted or unsubstituted C1 to C30 heterocyclic group, L 1 is selected from substituted or unsubstituted C5 to C30 carbocyclic groups and substituted or unsubstituted C1 to C30 heterocyclic groups; b1 is selected from integers from 0 to 5; c1 is selected from integers from 1 to 5; R 1 ~R 9are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphate group or a salt thereof, a substituted or unsubstituted C1 to C60 alkyl group, a substituted or unsubstituted C2 to C60 alkenyl group, a substituted or unsubstituted C2 to C60 alkynyl group, a substituted or unsubstituted C1 to C60 alkoxy group, a substituted or unsubstituted C3 to C10 cycloalkyl group, a substituted or unsubstituted selected from among a substituted C1 to C10 heterocycloalkyl group, a substituted or unsubstituted C3 to C10 cycloalkenyl group, a substituted or unsubstituted C1 to C10 heterocycloalkenyl group, a substituted or unsubstituted C6 to C60 aryl group, a substituted or unsubstituted C6 to C60 aryloxy group, a substituted or unsubstituted C6 to C60 arylthio group, a substituted or unsubstituted C1 to C60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, and a substituted or unsubstituted monovalent non-aromatic fused polycyclic group; X 3 is O or S, and X 3 and Pt are covalent bonds, X 2 , X 4 and X 5 are each independently N or C, and X 2 and Pt bond, X 4 and Pt bond, and X 5 and Pt, one bond is a covalent bond and the other two bonds are coordinate bonds; Y 1 ~Y 4 are each independently C or N, CY1 is a benzene group or a naphthalene group, CY2 is a pyridine group or an isoquinoline group. [Chemical formula 2]

[0007] [ka] In chemical formula 2, n is an integer of 0 or 1, If n is 1, Z is O, S, CR a R b or NR c and R a , R b , R c , R 19 ~R 21 are each independently hydrogen, deuterium, a cyano group, a halogen atom, a substituted or unsubstituted C1 to C30 alkyl group, or a substituted or unsubstituted C6 to C30 aryl group; L 2 is a single bond, a substituted or unsubstituted C6 to C30 arylene group, or a substituted or unsubstituted C2 to C30 heteroarylene group, Ar 1 is a substituted or unsubstituted C6 to C30 aryl group or a substituted or unsubstituted C2 to C30 heteroaryl group, * indicates a connection point.

[0008] According to another embodiment, there is provided an organic optoelectronic device including the composition for an organic optoelectronic device. According to yet another embodiment, there is provided a display device including the organic optoelectronic device. [Effects of the Invention]

[0009] Highly efficient organic optoelectronic devices that operate at low voltages can be realized. [Brief explanation of the drawings]

[0010] [Figure 1] 1 is a cross-sectional view illustrating an organic light-emitting device according to an embodiment. DETAILED DESCRIPTION OF THE INVENTION

[0011] DETAILED DESCRIPTION OF THE INVENTION The following detailed description of the present invention is given by way of example only, and the present invention is not limited thereto but is defined only by the scope of the claims.

[0012] Unless otherwise defined, the term "substituted" used herein means that at least one hydrogen atom in a substituent or compound has been replaced with deuterium, a halogen group, a hydroxyl group, an amino group, a substituted or unsubstituted C1-C30 amine group, a nitro group, a substituted or unsubstituted C1-C40 silyl group, a C1-C30 alkyl group, a C1-C10 alkylsilyl group, a C6-C30 arylsilyl group, a C3-C30 cycloalkyl group, a C3-C30 heterocycloalkyl group, a C6-C30 aryl group, a C2-C30 heteroaryl group, a C1-C20 alkoxy group, a C1-C10 trifluoroalkyl group, a cyano group, or a combination thereof. In one embodiment of the present invention, "substituted" means that at least one hydrogen atom in a substituent or compound is replaced with deuterium, a C1-C30 alkyl group, a C1-C10 alkylsilyl group, a C6-C30 arylsilyl group, a C3-C30 cycloalkyl group, a C3-C30 heterocycloalkyl group, a C6-C30 aryl group, a C2-C30 heteroaryl group, or a cyano group. In another specific embodiment of the present invention, "substituted" means that at least one hydrogen atom in a substituent or compound is replaced with deuterium, a C1-C20 alkyl group, a C6-C30 aryl group, or a cyano group. In another specific embodiment of the present invention, "substituted" means that at least one hydrogen atom in a substituent or compound is replaced with deuterium, a C1-C5 alkyl group, a C6-C18 aryl group, or a cyano group. In addition, in a specific example of the present invention, "substituted" means that at least one hydrogen atom of a substituent or compound is substituted with deuterium, a cyano group, a methyl group, an ethyl group, a propyl group, a butyl group, a phenyl group, a biphenyl group, a terphenyl group, or a naphthyl group.

[0013] As used herein, unless otherwise defined, the term "hetero" means that a functional group contains 1 to 3 heteroatoms selected from the group consisting of N, O, S, P, and Si, and the remainder is carbon.

[0014] As used herein, the term "aryl group" refers to a general group having one or more hydrocarbon aromatic moieties, and includes groups in which all elements of the hydrocarbon aromatic moieties have p-orbitals and these p-orbitals form conjugation, such as a phenyl group or naphthyl group; groups in which two or more hydrocarbon aromatic moieties are linked through a sigma bond, such as a biphenyl group, a terphenyl group, or a quaterphenyl group; and groups in which two or more hydrocarbon aromatic moieties are directly or indirectly fused to a non-aromatic fused ring, such as a fluorenyl group. Aryl groups include monocyclic, polycyclic, or fused-ring polycyclic (i.e., rings sharing adjacent pairs of carbon atoms) functional groups.

[0015] As used herein, the term "heterocyclic group" is a broader term encompassing heteroaryl groups, and refers to a ring compound, such as an aryl group, a cycloalkyl group, a fused ring thereof, or a combination thereof, that contains at least one heteroatom selected from the group consisting of N, O, S, P, and Si, instead of carbon (C). When a heterocyclic group is a fused ring, the entire heterocyclic group or each ring may contain one or more heteroatoms. For example, a "heteroaryl group" refers to an aryl group containing at least one heteroatom selected from the group consisting of N, O, S, P, and Si. Two or more heteroaryl groups may be directly linked via a sigma bond, or when a heteroaryl group contains two or more rings, the two or more rings may be fused together. When a heteroaryl group is a fused ring, each ring may contain 1 to 3 heteroatoms.

[0016] More specifically, the substituted or unsubstituted C6 to C30 aryl group may be, but is not limited to, 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 naphthacenyl 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 chrysenyl group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted perylenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted indenyl group, a substituted or unsubstituted furanyl group, or a combination thereof.

[0017] More specifically, the substituted or unsubstituted C2-C30 heterocyclic group is a substituted or unsubstituted thiophenyl 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 indolyl group, a substituted or unsubstituted benzophenone ... includes, but is not limited to, an unsubstituted quinolinyl group, a substituted or unsubstituted isoquinolinyl group, a substituted or unsubstituted quinazolinyl group, a substituted or unsubstituted quinoxalinyl group, a substituted or unsubstituted naphthyridinyl group, a substituted or unsubstituted benzoxazinyl group, a substituted or unsubstituted benzthiazinyl group, a substituted or unsubstituted acridinyl group, a substituted or unsubstituted phenazinyl group, a substituted or unsubstituted phenothiazinyl group, a substituted or unsubstituted phenoxazinyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted benzofuranpyrimidinyl group, a substituted or unsubstituted benzothiophenepyrimidinyl group, or a combination thereof.

[0018] As used herein, "hydrogen substitution (-H)" can include "deuterium substitution (-D)" or "tritium substitution (-T)."

[0019] In this specification, "hole characteristics" refers to the ability to donate electrons to form holes when an electric field is applied, and refers to the ability to have conduction characteristics depending on the HOMO level, facilitating the injection of holes formed in the anode into the light-emitting layer, the movement of holes formed in the light-emitting layer to the anode, and the movement of holes formed in the light-emitting layer within the light-emitting layer. "Electron characteristics" refers to the ability to accept electrons when an electric field is applied, and refers to the ability to have conduction characteristics depending on the LUMO level, facilitating the injection of electrons formed in the cathode into the light-emitting layer, the movement of electrons formed in the light-emitting layer to the cathode, and the movement of electrons formed in the light-emitting layer within the light-emitting layer.

[0020] An organic optoelectronic device according to an embodiment will now be described. The organic optoelectronic device is not particularly limited as long as it is a device capable of converting electrical energy and optical energy into each other, and examples thereof include an organic photoelectric device, an organic light-emitting device, an organic solar cell, and an organic photoreceptor drum. Here, an organic light-emitting device, which is an example of an organic optoelectronic device, will be described as an example, but the present invention is not limited thereto and may be applied to other organic optoelectronic devices as well.

[0021] In the drawings, thicknesses of multiple layers and regions are exaggerated to clearly show them. Similar parts are designated by the same reference numerals throughout the specification. When a layer, film, region, plate, or other part is said to be "on" another part, this includes not only the case where it is "directly on" the other part, but also the case where there are other parts between them. Conversely, when a part is said to be "directly on" the other part, it means that there are no other parts between them.

[0022] 1 is a cross-sectional view schematically illustrating an organic light-emitting device according to one embodiment. Referring to FIG. 1, the organic light-emitting device 100 according to one embodiment includes an anode 120 and a cathode 110 facing each other, and an organic layer 105 located between the anode 120 and the cathode 110.

[0023] The anode 120 may be formed of a conductor with a high work function to facilitate hole injection, such as a metal, metal oxide, and / or conductive polymer. Examples of the anode 120 include, but are not limited to, metals such as nickel, platinum, vanadium, chromium, copper, zinc, and gold, or alloys thereof; metal oxides such as zinc oxide, indium oxide, indium tin oxide (ITO), and indium zinc oxide (IZO); combinations of metals and oxides such as ZnO and Al or SnO and Sb; and conductive polymers such as poly(3-methylthiophene), poly(3,4-(ethylene-1,2-dioxy)thiophene) (polyethylenedioxythiophene: PEDOT), polypyrrole, and polyaniline.

[0024] The cathode 110 may be formed of a conductor with a low work function to facilitate electron injection, such as a metal, a metal oxide, and / or a conductive polymer. Examples of the cathode 110 include, but are not limited to, metals such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin, lead, cesium, and barium, or alloys thereof, and multilayer structures such as LiF / Al, LiO / Al, LiF / Ca, LiF / Al, and BaF / Ca.

[0025] The organic layer 105 includes an emitting layer 130, and the emitting layer 130 may include a composition for an organic optoelectronic device, including a Pt dopant represented by the following Chemical Formula 1, a first host including an electron transporting group represented by the following Chemical Formula 2, and a second host including at least one hole transporting group. [Chemical formula 1] [ka] In chemical formula 1, X 1 is O, S, N-[(L 1 ) b1 -(R 10 )c1 ], C(R 10 )(R 11 ), Si(R 10 )(R 11 ) and C(=O), R 10 and R 11 are each independently bonded to each other through a first linking group to form a substituted or unsubstituted C5 to C30 carbocyclic group or a substituted or unsubstituted C1 to C30 heterocyclic group, L 1 is selected from substituted or unsubstituted C5 to C30 carbocyclic groups and substituted or unsubstituted C1 to C30 heterocyclic groups; b1 is selected from integers from 0 to 5; c1 is selected from integers from 1 to 5; R 1 ~R 9 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF5, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphate group or a salt thereof, a substituted or unsubstituted C1 to C60 alkyl group, a substituted or unsubstituted C2 to C60 alkenyl group, a substituted or unsubstituted C2 to C60 alkynyl group, a substituted or unsubstituted C1 to C60 alkoxy group, a substituted or unsubstituted C3 to C10 cycloalkyl group, a substituted or unsubstituted selected from among a substituted C1 to C10 heterocycloalkyl group, a substituted or unsubstituted C3 to C10 cycloalkenyl group, a substituted or unsubstituted C1 to C10 heterocycloalkenyl group, a substituted or unsubstituted C6 to C60 aryl group, a substituted or unsubstituted C6 to C60 aryloxy group, a substituted or unsubstituted C6 to C60 arylthio group, a substituted or unsubstituted C1 to C60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, and a substituted or unsubstituted monovalent non-aromatic fused polycyclic group; X 3 is O or S, and X 3 and Pt are covalent bonds, X2 , X 4 and X 5 are each independently N or C, and X 2 and Pt bond, X 4 and Pt bond, and X 5 One bond between Pt and Pt is a covalent bond, and the other two bonds are coordinate bonds. Y 1 ~Y 4 are each independently C or N, CY1 is a benzene group or a naphthalene group, CY2 is a pyridine group or an isoquinoline group.

[0026] Since Pt dopant has a nearly planar orientation, it can alleviate the hole trapping phenomenon that reduces the hole transport ability of the light-emitting layer when doped into the host, thereby improving the driving voltage and luminous efficiency of the organic light-emitting device to which it is applied.

[0027] For example, the Pt dopant may be a phosphorescent dopant, such as a red, green, or blue phosphorescent dopant, such as a green or red phosphorescent dopant. The Pt dopant is a substance that emits light when mixed in a small amount with a host composition described later, and may generally be an organometallic compound that emits light by multiple excitation, which excites the dopant to a triplet state or higher.

[0028] The Pt dopant can be represented, for example, by the following chemical formula 1-1. [Chemical formula 1-1] [ka] In chemical formula 1-1, X 1 is N-[(L 1 ) b1 -(R 10 ) c1 ] and L 1 , b1, c1, R10 and R 1 ~R 7 The definition of is as defined in claim 1, R 12 ~R 18 is the aforementioned R 1 ~R 7 As defined in R 1 ~R 7 , R 10 , R 12 ~R 18 at least one of which is an isopropyl group; R 1 ~R 7 , R 10 , R 12 ~R 18 At least one of them is a deuterium-substituted C1 to C5 alkyl group.

[0029] According to one embodiment, the Pt dopant may be a known Pt dopant, and for example, may be selected from the Pt dopants described in Korean Patent Publication No. 10-2020-0026093.

[0030] As a specific example, the compound can be selected from the compounds listed in Group 1 below. [Group 1] [ka]

[0031] [ka]

[0032] [ka]

[0033] [ka]

[0034] [ka]

[0035] The light-emitting layer may include a host composition together with the Pt dopant described above. The host composition may include a first host including an electron-transporting group represented by the following Chemical Formula 2, and a second host including at least one hole-transporting group. In particular, the host composition may be a combination of materials in which each host, i.e., the first host and the second host, have specific energy levels, and the combination may be specified as being favorable for exciton formation. For example, the HOMO energy level of the second host may be higher than the HOMO energy level of the first host, and the difference between the LUMO energy level of the first host and the HOMO energy level of the second host may be greater than 2.505 eV. Specifically, the difference between the LUMO energy level of the first host and the HOMO energy level of the second host may be greater than 2.530 eV. When the difference between the LUMO energy level of the first host and the HOMO energy level of the second host is at least 2.505 eV, energy can be effectively transferred to the dopant, thereby improving the efficiency lifetime.

[0036] The electron transporting group contained in the first host can be represented by Chemical Formula 2 below. [Chemical formula 2] [ka] In chemical formula 2, n is an integer of 0 or 1, If n is 1, Z is O, S, CR a R b or NR c and R a , R b , R c , R 19 ~R 21are each independently hydrogen, deuterium, a cyano group, a halogen atom, a substituted or unsubstituted C1 to C30 alkyl group, or a substituted or unsubstituted C6 to C30 aryl group; L 2 is a single bond, a substituted or unsubstituted C6 to C30 arylene group, or a substituted or unsubstituted C2 to C30 heteroarylene group, Ar 1 is a substituted or unsubstituted C6 to C30 aryl group or a substituted or unsubstituted C2 to C30 heteroaryl group, * indicates a connection point. That is, the electron transporting group may include triazine and 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 linked thereto.

[0037] The first host may be selected without limitation within a range that satisfies the above-mentioned energy level, and as a specific example, may be represented by any one of the chemical formulas listed in Group I below.

[0038] [Group I] [Formula IA] [Formula IB] [ka] [Chemical formula IC] [Chemical formula ID] [ka] Chemical formulas IA to ID: Z, n, Ar 1 , L 2 , L 3 , R 19 ~R 21 are as described above, X 6 are O, S, CR d R e or NR f and Rd , R e , R f and R 22 ~R 30 are each independently hydrogen, deuterium, a cyano group, a halogen atom, a substituted or unsubstituted C1 to C30 alkyl group, or a substituted or unsubstituted C6 to C30 aryl group; Ring A is any one selected from the following Group A, Ring B is any one selected from Group B below.

[0039] [Group A] [ka] [Group B] [ka] In Group A and Group B, X 7 and X 8 are independently O, S, and CR g R h or NR i and R g , R h , R i and R 31 ~R 42 are each independently hydrogen, deuterium, a cyano group, a halogen atom, 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; * indicates a connection point.

[0040] Specifically, L 2 and L 3 may each independently be a single bond or a substituted or unsubstituted C6 to C12 arylene group. 2 and L 3 may each independently be a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted biphenylene group.

[0041] Specifically, Ar 1 may be a substituted or unsubstituted C6 to C12 aryl group. More specifically, Ar 1 may be a substituted or unsubstituted phenyl group, or a substituted or unsubstituted biphenyl group.

[0042] Specifically, n may be 0. Specifically, n is 1, and then Z is O, S, or NR c and R c may be a substituted or unsubstituted phenyl group, or a substituted or unsubstituted biphenyl group.

[0043] Specifically X 6 may be O or S.

[0044] Specifically, R 19 ~R 21 may each independently be hydrogen, deuterium, a cyano group, a halogen, or a substituted or unsubstituted C6-C12 aryl group. 19 ~R 21 may each independently be hydrogen, deuterium, or a substituted or unsubstituted phenyl group.

[0045] Specifically, R 22 ~R 42 may each independently be hydrogen, deuterium, a cyano group, a halogen atom, a substituted or unsubstituted C6-C12 aryl group, or a substituted or unsubstituted C2-C20 heterocyclic group. 22 ~R 42 may each independently be hydrogen, deuterium, 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.

[0046] Specifically, X 7 and X 8 are each independently O, S, or NR i and Ri may be a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, or a substituted or unsubstituted terphenyl group.

[0047] For example, the first host may be represented by any one of chemical formulas IB to ID. As a specific example, the first host may be represented by chemical formula ID.

[0048] On the other hand, according to one embodiment of the present invention, the hole transporting group can be selected from a substituted or unsubstituted carbazolyl group and a substituted or unsubstituted fused carbazolyl group.

[0049] The second host may be selected without limitation as long as it satisfies the above-mentioned energy level, and as a specific example, it may be represented by any one of the chemical formulas listed in Group II below.

[0050] [Group II] [Formula IIA] [Formula IIB] [ka] Formula IIA and Formula IIB, R 43 ~R 50 are each independently hydrogen, deuterium, a cyano group, a halogen atom, a substituted or unsubstituted C1 to C30 alkyl group, or a substituted or unsubstituted C6 to C30 aryl group; L 4 ~L 6 each independently represents a single bond, a substituted or unsubstituted C6 to C30 arylene group, or a substituted or unsubstituted C2 to C30 heteroarylene group, Ar 3 ~Ar 5 are each independently a substituted or unsubstituted C6 to C30 aryl group or a substituted or unsubstituted C2 to C30 heteroaryl group, Ring C is any one selected from Group C below.

[0051] [Group C] [ka] In Group C, X 9 is O, S or NR j and R j and R 51 ~R 56 are each independently hydrogen, deuterium, a cyano group, a halogen atom, a substituted or unsubstituted C1 to C30 alkyl group, or a substituted or unsubstituted C6 to C30 aryl group; R 57 is a substituted or unsubstituted C6 to C30 aryl group or a substituted or unsubstituted C2 to C30 heteroaryl group, * indicates a connection point.

[0052] For example, chemical formula IIB can be represented by any one of the following chemical formulas IIB-a, IIB-b, IIB-c, IIB-d, IIB-e, and IIB-f: [Formula IIB-a] [Formula IIB-b] [ka] [ka] [ka] In formulas IIB-a, IIB-b, IIB-c, IIB-d, IIB-e, and IIB-f, Ar 5 , L 6 , X 9 , and R 47 ~R 55 The definition of is as described above. Specifically, Ar 3 ~Ar 5may each independently be a substituted or unsubstituted C6 to C12 aryl group. More specifically, Ar 3 ~Ar 5 may each independently be a substituted or unsubstituted phenyl group or a substituted or unsubstituted biphenyl group.

[0053] Specifically, L 4 ~L 6 may each independently be a single bond or a substituted or unsubstituted C6 to C12 arylene group. 4 ~L 6 may each independently be a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted biphenylene group.

[0054] Specifically, R 43 ~R 56 may each independently be hydrogen, deuterium, a cyano group, a halogen atom, a substituted or unsubstituted C1-C10 alkyl group, or a substituted or unsubstituted C6-C12 aryl group. 43 ~R 56 may each independently be hydrogen, deuterium, a substituted or unsubstituted phenyl group, or a substituted or unsubstituted biphenyl group.

[0055] Specifically, R 57 may be a substituted or unsubstituted C6 to C20 aryl group. More specifically, R 57 may be a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, or a substituted or unsubstituted terphenyl group.

[0056] As a specific example, the second host can be represented by Formula IIA or Formula IIB-c. The first host and the second host may be included in a weight ratio of, for example, 1:99 to 99:1. By including them in this range, the electron transporting ability of the first compound and the hole transporting ability of the second compound can be utilized to achieve bipolar characteristics and improve efficiency and lifespan by combining an appropriate weight ratio. Within this range, the second host may be included in a weight ratio of, for example, about 90:10 to 10:90, about 80:20 to 10:90, about 70:30 to 10:90, about 60:40 to 10:90, or about 60:40 to 20:80. For example, the second host may be included in a weight ratio of 60:40 to 30:70, e.g., 40:60.

[0057] In one embodiment of the present invention, the first host and the second host may each be included as a host, for example, a phosphorescent host, in the emitting layer. In a most specific example of the present invention, the first host is one selected from Group 2 below, and the second host is one selected from Group 3 below, wherein the HOMO energy level of the second host selected from Group 3 is higher than the HOMO energy level of the first host selected from Group 2, and the difference between the LUMO energy level of the first host selected from Group 2 and the HOMO energy level of the second host selected from Group 3 may exceed 2.505 eV.

[0058] [ka]

[0059] [ka]

[0060] [ka]

[0061] [ka]

[0062]

change

[0063]

change

[0064]

change

[0065]

change

[0066]

change

[0067]

change

[0068]

change

[0069]

change

[0070]

change

[0071]

change

[0072]

change

[0073] [Group 3] [ka]

[0074] [ka]

[0075] [ka]

[0076] [ka]

[0077] [ka]

[0078] [ka]

[0079] The organic layer may further include a charge transport region in addition to the light-emitting layer. The charge transport region may be, for example, a hole transport region 140. The hole transport region 140 may further enhance hole injection and / or hole mobility between the anode 120 and the light-emitting layer 130 and block electrons. Specifically, the hole transport region 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 of the compounds listed in Group 4 below may be included in at least one of the hole transport layer and the hole transport auxiliary layer.

[0080] [Group 4] [ka]

[0081] [ka]

[0082] [ka]

[0083] [ka]

[0084] [ka]

[0085] In addition to the compounds described above, the hole transport region 140 can also include known compounds described in U.S. Pat. No. 5,061,569A, JP 1993-009471A, WO 1995-009147A1, JP 1995-126615A, JP 1998-095973A, and other related compounds. The charge transport region can also be, for example, the electron transport region 150. The electron transport region 150 can further enhance electron injection and / or electron mobility between the cathode 110 and the light-emitting layer 130 and block holes. Specifically, the electron transport region 150 can include an electron transport layer between the cathode 110 and the light-emitting layer 130 and an electron transport auxiliary layer between the light-emitting layer 130 and the electron transport layer. At least one of the compounds listed in Group 5 below can be included in at least one of the electron transport layer and the electron transport auxiliary layer.

[0086] [Group 5] [ka]

[0087] [ka]

[0088] [ka]

[0089] [ka]

[0090] One embodiment may be an organic light emitting device including an emitting layer as an organic layer. Another embodiment may be an organic light emitting device including an emitting layer and a hole transport region as an organic layer. Another embodiment may be an organic light emitting device including an emitting layer and an electron transport region as an organic layer. An organic light emitting device according to one embodiment of the present invention may include, as shown in FIG. 1, a hole transport region 140 and an electron transport region 150 in addition to the emitting layer 130 as the organic layer 105. Meanwhile, the organic light emitting device may further include an electron injection layer (not shown) and a hole injection layer (not shown) as the organic layer in addition to the emitting layer.

[0091] The organic light emitting device 100 can be manufactured by forming an anode or cathode on a substrate, forming an organic layer using a dry deposition method such as vacuum evaporation, sputtering, plasma plating, or ion plating, and then forming a cathode or anode thereon. The organic light emitting device described above can be applied to an organic light emitting display device. [Example]

[0092] The above-mentioned embodiments will be described in more detail through the following examples. However, the following examples are for illustrative purposes only and are not intended to limit the scope of the present invention. Unless otherwise specified, the starting materials and reactants used in the following examples and synthesis examples were purchased from Sigma-Aldrich, TCI, Tokyo Chemical Industry, or P&H Tech, or synthesized by known methods.

[0093] (Manufacturing compounds for organic photoelectron devices) The compounds presented as more specific examples of the compounds of the present invention were synthesized through the following steps.

[0094] Synthesis of the first host Synthesis Example 1: Synthesis of intermediate Core-1 [Reaction Scheme 1] [ka] Step 1: Synthesis of intermediate Int-1 4-Bromo-dibenzofuran (25 g, 101.18 mmol), 2-chloroaniline (19.36 g, 151.77 mmol), Pd(dba) (4.63 g, 5.06 mmol), P(t-Bu) (3.7 mL, 15.18 mmol), and NaO(t-Bu) (11.67 g, 121.41 mmol) were added to a round flask and refluxed with toluene (350 mL) at 130 °C for 12 h. After the reaction was completed, 15 g (50%) of intermediate Int-1 was obtained using column chromatography.

[0095] Step 2: Synthesis of intermediate Core-1 Int-1 (20 g, 68.09 mmol), Pd2(dba)3 (3.12 g, 3.4 mmol), Cs2CO3 (44.34 g, 136.17 mmol), PCy3·HBF4 (3.7 ml, 15.18 mmol), and NaO(t-Bu) (11.67 g, 121.41 mmol) were added to a round flask and refluxed with DMAc (220 ml) at 160 °C for 12 h. After the reaction was completed, 8.1 g (46%) of the intermediate Core-1 was obtained using column chromatography.

[0096] Synthesis Example 2: Synthesis of Intermediate Int-2 [Reaction Scheme 2] [ka] 2,4-Dichloro-6-(biphenyl-4-yl)-1,3,5-triazine (22.89 g, 75.75 mmol), [1,1'-biphenyl]-4-ylboronic acid (10 g, 50.50 mmol), K2CO3 (13.96 g, 138.21 mmol), and Pd(PPh3)4 (2.92 g, 2.52 mmol) were added to a round flask, and THF (100 mL) and distilled water (50 mL) were added. The mixture was refluxed at 80 °C for 12 h with stirring. After the reaction was completed, the mixture was added to 300 mL of methanol, and the crystallized solid was filtered. The solid was then dissolved in monochlorobenzene and filtered through silica gel / Celite. After removing an appropriate amount of the organic solvent, the solid was recrystallized from methanol to obtain 20.67 g (65%) of intermediate Int-2.

[0097] Synthesis Example 3: Synthesis of Compound A-42 [Reaction Scheme 3] [ka] Intermediate Core-1 (7.72 g, 30.0 mmol), Intermediate Int-2 (13.23 g, 31.5 mmol), and NaH (1.58 g, 65.99 mmol) were placed in a round flask and added to DMF (100 mL). The mixture was stirred at room temperature for 12 hours. After the reaction was complete, 300 mL of water was added to the mixture, and the crystallized solid was filtered. The solid was then dissolved in monochlorobenzene and filtered through silica gel / Celite. After removing the organic solvent, the solid was recrystallized from methanol to obtain 16.92 g (88%) of A-42.

[0098] Synthesis Example 4: Synthesis of Compound A-43 [Reaction Scheme 4] [ka]

[0099] Step 1: Synthesis of intermediate Int-3 11,12-Dihydroindolo[2,3-a]carbazole (78.35 g, 305.69 mmol, CAS No. 60511-85-5), 3-bromobiphenyl (59.38 g, 254.74 mmol), NaOt-Bu (26.93 g, 280.22 mmol), and Pd2(dba)3 (7 g, 7.64 mmol) were suspended in 1,400 mL of toluene, and P(t-Bu)3 (3.64 mL, 15.28 mmol) was added. The mixture was refluxed for 12 hours with stirring. Distilled water was added to the reaction mixture to separate the mixture. The resulting product was purified using a silica gel column to yield intermediate Int-3 (68.7 g, 57%).

[0100] Step 2: Synthesis of intermediate Int-4 2,4-Dichloro-6-phenyl-1,3,5-triazine (74.50 g, 329.56 mmol) and 4-biphenylboronic acid (55.47 g, 280.12 mmol) were dissolved in 0.7 L of a tetrahydrofuran (THF) and distilled water mixture (3:1 v / v). Sodium tert-butoxide (68.32 g, 494.34 mmol) was added and the mixture was refluxed and stirred for 12 hours. The reaction mixture was cooled and the layers were separated. The organic layer was collected and concentrated. The concentrated residue was purified using a silica gel column to obtain intermediate Int-4 (75.9 g, 67%).

[0101] Step 3: Synthesis of Compound A-43 Compound A-43 was obtained using Intermediate Int-3 and Intermediate Int-4 in the same manner as in the synthesis of Intermediate Int-3.

[0102] Synthesis Example 5: Synthesis of Compound A-41 [Reaction Scheme 5] [ka] Intermediate Int-5 was synthesized in a similar manner to that of intermediate Int-3, and compound A-41 was synthesized in a similar manner to that of compound A-43.

[0103] Synthesis Example 6: Synthesis of Compound A-200 [Reaction Scheme 6] [ka] Step 1: Synthesis of intermediate Int-7 One equivalent of intermediate Int-4, 1.1 equivalents of intermediate Int-6, 0.05 equivalents of Pd(PPh3), 3 equivalents of K2CO3, 0.33M THF, and 0.11M water were placed in a round-bottom flask and the reaction proceeded overnight at 80°C under reflux. After cooling to room temperature, the mixture was washed three times with 0.33M methyl chloride and 0.33M distilled water. After removing the remaining solvent with MgSO4, the mixture was adsorbed onto silica gel and column-run twice using a 3:7 volumetric mixture of methyl chloride and hexane as the eluent, yielding intermediate Int-7 in approximately 70% yield.

[0104] Step 2: Synthesis of Compound A-200 One equivalent of intermediate Int-7, 1.1 equivalents of intermediate Int-8, 2.5 equivalents of KPO, and 0.2 M DMF were placed in a round-bottom flask and reacted overnight under reflux at 150 °C. After completion of the reaction, the DMF solvent was removed using a rotary evaporator. After the solvent was removed, 0.5 M MeOH was added to the reaction vessel and stirred at room temperature for 10 minutes. The mixture was then filtered. The filtered solid was washed three times with 0.4 M MC and 0.4 M water, and the remaining solvent was removed with MgSO. The mixture was then adsorbed onto silica gel and column-eluted using a 3:7 volumetric mixture of methyl chloride and hexane to obtain compound A-200 in approximately 70% yield.

[0105] Synthesis Example 7: Synthesis of Compound C1 [Reaction Scheme 7] [ka]

[0106] Step 1: Synthesis of intermediate Int-9 Under a nitrogen atmosphere, 2-bromotriphenylene (100 g, 326 mmol) was dissolved in 1 L of dimethylformamide (DMF). Then, bis(pinacolato)diboron (99.2 g, 391 mmol), (1,1'-bis(diphenylphosphine)ferrocene)dichloropalladium(II) (2.66 g, 3.26 mmol), and potassium acetate (80 g, 815 mmol) were added, and the mixture was heated to reflux at 150 °C for 5 hours. After completion of the reaction, water was added to the reaction solution, and the mixture was filtered and dried in a vacuum oven. The residue thus obtained was separated and purified by flash column chromatography to obtain compound Int-9 (113 g, 98%). HRMS(70eV, EI+):m / z calcd for C24H23BO2:354.1791, found:354. Elemental Analysis: C, 81%; H, 7%

[0107] Step 2: Synthesis of intermediate Int-10 Under a nitrogen atmosphere, 2-bromotriphenylene (32.7 g, 107 mmol) was dissolved in 0.3 L of tetrahydrofuran (THF), and then 2-bromotriphenylene (20 g, 128 mmol) and tetrakis(triphenylphosphine)palladium (1.23 g, 1.07 mmol) were added and stirred. Potassium carbonate (36.8 g, 267 mmol) saturated with water was added, and the mixture was heated to reflux at 80°C for 24 hours. After the reaction was completed, water was added to the reaction solution, which was then extracted with dichloromethane (DCM). The water was removed with anhydrous MgSO4, filtered, and concentrated under reduced pressure. The residue thus obtained was separated and purified by flash column chromatography to obtain intermediate Int-10 (22.6 g, 63%). HRMS(70eV, EI+):m / z calcd for C24H15Cl:338.0862, found:338. Elemental Analysis: C, 85%; H, 5%

[0108] Step 3: Synthesis of intermediate Int-11 Under a nitrogen atmosphere, intermediate Int-10 (22.6 g, 66.7 mmol) was dissolved in 0.3 L of dimethylformamide (DMF). Bis(pinacolato)diboron (25.4 g, 100 mmol), (1,1'-bis(diphenylphosphine)ferrocene)dichloropalladium(II) (0.54 g, 0.67 mmol), and potassium acetate (16.4 g, 167 mmol) were added and the mixture was heated to reflux at 150 °C for 48 hours. After completion of the reaction, water was added to the reaction solution, and the mixture was filtered and dried in a vacuum oven. The resulting residue was purified by flash column chromatography to yield intermediate Int-11 (18.6 g, 65%). HRMS(70eV, EI+):m / z calcd for C30H27BO2:430.2104, found:430. Elemental Analysis: C, 84%; H, 6%

[0109] Step 4: Synthesis of Compound C1 Under a nitrogen atmosphere, intermediate Int-11 (20 g, 46.5 mmol) was dissolved in 0.2 L of tetrahydrofuran (THF). 2-chloro-4,6-diphenyl-1,3,5-triazine (12.4 g, 46.5 mmol) and tetrakis(triphenylphosphine)palladium (0.54 g, 0.47 mmol) were added and stirred. Potassium carbonate (16.1 g, 116 mmol) saturated with water was added and heated to reflux at 80°C for 20 hours. After completion of the reaction, the reaction mixture was poured into water and extracted with dichloromethane (DCM). The water was removed with anhydrous MgSO4, filtered, and concentrated under reduced pressure. The residue thus obtained was separated and purified by flash column chromatography to obtain compound C1 (21.2 g, 85%). HRMS(70eV, EI+):m / z calcd for C39H25N3:535.2048, found:535. Elemental Analysis: C, 87%; H, 5%

[0110] Synthesis of the second host Synthesis Example 8: Synthesis of Compound B-1 Compound B-1 was synthesized with reference to the known method in KR10-1773363B1.

[0111] Synthesis Example 9: Synthesis of Compound B-2 Compound B-2 was synthesized with reference to the known method in KR10-1649683B1.

[0112] Synthesis Example 10: Synthesis of Compound B-5 Compound B-5 was synthesized with reference to the method known in KR10-1773363B1.

[0113] Synthesis Example 11: Synthesis of Compound B-16 Compound B-16 was synthesized with reference to the method known in KR10-2018-0099436A.

[0114] Synthesis of Pt dopant Synthesis Example 12: Synthesis of Compound 4 Compound 4 was synthesized with reference to the disclosure of Korean Patent Publication No. 10-2020-0026093. [ka]

[0115] (Fabrication of organic light-emitting devices) Example 1 A glass substrate coated with a thin film of ITO (indium tin oxide) was ultrasonically cleaned with distilled water. After cleaning with distilled water, the substrate was ultrasonically cleaned with solvents such as isopropyl alcohol, acetone, and methanol, and then dried. The substrate was then transferred to a plasma cleaner and cleaned using oxygen plasma for 10 minutes. The substrate was then transferred to a vacuum evaporator. Using the prepared ITO transparent electrode as an anode, Compound A doped with 3% NDP-9 (commercially available from Novaled) was vacuum-deposited on the top of the ITO substrate to form a 100 Å thick hole injection layer. Compound A was then vacuum-deposited on the top of the hole injection layer to form a 1350 Å thick hole transport layer. Compound B was vacuum-deposited on the top of the hole transport layer to form a 350 Å thick hole transport auxiliary layer. Compound A-41 (Synthesis Example 5) and Compound B-5 (Synthesis Example 10) were used as hosts, and Compound 4 (Synthesis Example 12) was doped at 10 wt% as a dopant to form a 400 Å thick light-emitting layer by vacuum deposition on the top of the hole transport auxiliary layer. Here, Compound A-41 and Compound B-5 were used in a weight ratio of 4:6. Next, Compound C was deposited on the light-emitting layer to a thickness of 50 Å to form an electron transport auxiliary layer, and Compound D and LiQ were simultaneously vacuum-deposited in a weight ratio of 1:1 to form an electron transport layer to a thickness of 300 Å. On the electron transport layer, 15 Å of LiQ and 1200 Å of Al were sequentially vacuum-deposited to form a cathode, thereby fabricating an organic light-emitting device.

[0116] The structure was ITO / Compound A (3% NDP-9 doping, 100 Å) / Compound A (1350 Å) / Compound B (350 Å) / EML [90 wt% host (Compound A-41:Compound B-5 = 4:6 (w / w)) and 10 wt% dopant] (400 Å) / Compound C (50 Å) / Compound D: LiQ (300 Å) / LiQ (15 Å) / Al (1200 Å). Compound A: N-(biphenyl-4-yl)-9,9-dimethyl-N-(4-(9-phenyl-9H-carbazol-3-yl)phenyl)-9H-fluoren-2-amine Compound B: N,N-bis(9,9-dimethyl-9H-fluoren-4-yl)-9,9-spirobi(fluorene)-2-amine Compound C: 2-[3'-(9,9-Dimethyl-9H-fluoren-2-yl)[1,1'-biphenyl]-3-yl]-4,6-diphenyl-1,3,5-triazine Compound D: 2-[4-[4-(4'-Cyano-1,1'-biphenyl-4-yl)-1-naphthyl]phenyl]-4,6-diphenyl-1,3,5-triazine

[0117] Examples 2 to 5, Comparative Examples 1 and 2 The elements of Examples 2 to 5 and Comparative Examples 1 and 2 were produced in the same manner as in Example 1, except that the compositions were changed as shown in Tables 1 and 2 below.

[0118] evaluation The organic light-emitting devices according to Examples 1 to 5 and Comparative Examples 1 and 2 were evaluated for luminous efficiency and driving voltage. The specific measurement methods are as follows, and the results are shown in Tables 1 and 2.

[0119] (1) Energy level calculation The energy levels of the materials were obtained by measuring the change in current as a function of voltage using DPV (Differential pulse voltammetry) as described below.

[0120] A three-electrode cell was used, consisting of a carbon electrode (working electrode), a Pt wire (counter electrode), an Ag / AgCl (3M NaCl) reference electrode, and a DMF electrolyte containing 0.1M tetrabutylammonium hexafluorophosphate (TBAF). Ferrocene was dissolved in the electrolyte and used as a reference electrode.

[0121] 10 mg of sample was dissolved in 10 mL of electrolyte and purged with N2 gas. The reduction current was measured by applying a voltage from +0.5 V to -2.2 V, followed by an oxidation current measurement from +0.5 V to +1.8 V. (Each voltage was applied with a step potential (V): 0.005 V, pulse height (V): 0.025 V, width (s): 0.2 s, and period (s): 0.5 s.) The peak voltages of the reduction current and the oxidation current were then corrected for ferrocene to obtain the LUMO and HOMO. The calculated values ​​of the LUMO energy level of the first host and the HOMO energy level of the second host were calculated and are shown in Table 1 below.

[0122] (2) Measurement of changes in current density in response to voltage changes The voltage of the fabricated organic light emitting device was increased from 0 V to 10 V, and the current flowing through the unit element was measured using a current-voltage meter (Keithley 2400). The measured current value was divided by the area to obtain the result.

[0123] (3) Measurement of changes in brightness in response to voltage changes The voltage of the fabricated organic light emitting device was increased from 0V to 10V, and the luminance at that time was measured using a luminance meter (Minolta Cs-1000A) to obtain the results.

[0124] (4) Current efficiency measurement Using the luminance, current density, and voltage measured from (2) and (3), the same current density (10 mA / cm 2 The current efficiency (cd / A) of the electrode was calculated. The current efficiency of Comparative Example 1 was used as the reference value, and the relative values ​​were calculated and are shown in Table 1 below.

[0125] (5) Lifespan measurement The fabricated organic light-emitting devices were measured for initial luminance (cd / m) using a Polaronics lifetime measurement system. 2 ) to 6000cd / m 2 The decrease in luminance over time was measured, and the time point at which the luminance decreased to 97% of the initial luminance was measured as the T97 life. The relative values ​​were calculated using the T97 life of Comparative Example 2 as the reference value, and are shown in Table 2 below.

[0126] [Table 1]

[0127] [Table 2]

[0128] Table 1 shows that the organic light-emitting device incorporating the compound according to the present invention exhibited significantly improved current efficiency compared to the organic light-emitting device incorporating the comparative compound. Table 2 also shows that the organic light-emitting device incorporating the compound according to the present invention exhibited significantly improved lifetime compared to the organic light-emitting device incorporating the comparative compound. This result is obtained when the energy levels between the first host, the second host, and the Pt dopant satisfy specific values ​​and the first host contains a substituent with a specific structure. Therefore, it is unpredictable when the energy levels between the first host, the second host, and the Pt dopant deviate from specific values ​​or when a compound not containing a substituent with a specific structure is used as the first host.

[0129] Although the embodiments have been described in detail, the scope of the present invention is not limited thereto, and various modifications and improvements made by those skilled in the art using the basic concept of the present invention defined in the claims also fall within the scope of the present invention. [Explanation of symbols]

[0130] 100: Organic light-emitting element 105:Organic layer 110: Cathode 120: Anode 130: Light-emitting layer 140: Hole transport region 150: Electron transport area

Claims

1. A Pt dopant represented by the following chemical formula 1-1: a first host including an electron transporting group represented by the following chemical formula ID; and A second host having at least one hole transporting group and represented by the following chemical formula IIA: [Chemical formula 1-1] 【Chemistry 1】 In the above Chemical Formula 1-1, X １ is N-[(L １ ) ｂ１ - (R １０ ) ｃ１ ], R １０ is a deuterium-substituted or unsubstituted phenyl group, L １ is a substituted or unsubstituted phenylene group, b1 is 1, c1 is 1, R １ ~R ７ and R １２ ~R １８ are each independently selected from hydrogen, deuterium, and a substituted or unsubstituted C1-C5 alkyl group; R １ ~R ７ , R １０ , R １２ ~R １８ at least one of which is a butyl group; R １ ~R ７ , R １０ , R １２ ~R １８ at least one of the groups other than the butyl group is a deuterium-substituted C1-C5 alkyl group, [Chemical formula ID] 【Chemistry 2】 In said Formula ID: n is an integer of 0 or 1, When n is 1, Z is O or S; R １９ ~R ２１ , R ２９ , and R ３０ are each independently hydrogen, deuterium, a cyano group, a halogen atom, a substituted or unsubstituted C1 to C30 alkyl group, or a substituted or unsubstituted C6 to C30 aryl group; L ２ is a single bond, a substituted or unsubstituted C6-C30 arylene group, or a substituted or unsubstituted C2-C30 heteroarylene group; L ３ is a single bond or a substituted or unsubstituted C6-C12 arylene group; Ar １ is a substituted or unsubstituted C6 to C30 aryl group or a substituted or unsubstituted C2 to C30 heteroaryl group; Ring B is any one selected from the following Group B: [Group B] 【Transformation 3】 In said Group B, R ３９ ~R ４0 are each independently hydrogen, deuterium, a cyano group, a halogen atom, 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; * indicates a connection point, [Chemical formula IIA] 【Chemistry 4】 In the formula IIA, R ４３ ~R ４８ are each independently hydrogen, deuterium, or an unsubstituted phenyl group; L ４ and L ５ are each independently a single bond or a phenyl group unsubstituted or substituted with deuterium; Ar ３ and Ar ４ and each independently represent a deuterium-substituted or unsubstituted phenyl group, a deuterium-substituted or unsubstituted biphenyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group.

2. the HOMO energy level of the second host is higher than the HOMO energy level of the first host; 2. The composition for organic optoelectronic devices according to claim 1, wherein the difference between the LUMO energy level of the first host and the HOMO energy level of the second host is greater than 2.505 eV.

3. 2. The composition for organic optoelectronic devices according to claim 1, wherein a difference between a LUMO energy level of the first host and a HOMO energy level of the second host is 2.530 eV or more.

4. 2. The composition for organic optoelectronic devices according to claim 1, wherein a difference between a LUMO energy level of the first host and a HOMO energy level of the second host is 2.53 eV to 2.70 eV.

5. The first host is one selected from the following Group 2: The second host is one selected from the following Group 3: the HOMO energy level of the second host selected from Group 3 is higher than the HOMO energy level of the first host selected from Group 2; 2. The composition for organic optoelectronic devices according to claim 1, wherein the difference between the LUMO energy level of the first host selected from Group 2 and the HOMO energy level of the second host selected from Group 3 exceeds 2.505 eV. [Group 2] 【Transformation 5】 【Transformation 6】 [Group 3] 【Transformation 7】 【Transformation 8】

6. an anode and a cathode facing each other, and an organic layer located between the anode and the cathode; the organic layer includes an emitting layer, An organic optoelectronic device, wherein the light-emitting layer comprises the composition for organic optoelectronic devices according to any one of claims 1 to 5.

7. A display device comprising the organic optoelectronic device of claim 6.

8. the Pt dopant, the first host, and The composition for organic optoelectronic devices according to claim 1 , which comprises the second host.

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