Organic light emitting device

Abstract

The present specification provides an organic light-emitting device comprising a compound represented by Chemical Formula 1 and a compound represented by Chemical Formula 2.

Description

Technology Field

[0001] This specification relates to organic light-emitting diodes. Background Technology

[0002] Generally, organic light emission refers to the phenomenon of converting electrical energy into light energy using organic materials. Organic light-emitting diodes (OLEDs) that utilize this phenomenon typically have a structure comprising an anode, a cathode, and an organic layer between them. Here, the organic layer is often composed of a multilayer structure made of different materials to enhance the efficiency and stability of the OLED; for example, it may consist of a hole injection layer, a hole transport layer, an emissive layer, an electron transport layer, and an electron injection layer. In the structure of such an OLED, when a voltage is applied between the two electrodes, holes are injected from the anode and electrons are injected into the organic layer. When the injected holes and electrons meet, an exciton is formed, and light is emitted when this exciton returns to the ground state.

[0003] The development of new materials for organic light-emitting devices as described above is continuously required. The problem to be solved

[0004] The present specification aims to provide an organic light-emitting diode. means of solving the problem

[0005] The present specification comprises an anode; a cathode; and a light-emitting layer provided between the anode and the cathode, and

[0006] The above-described light-emitting layer provides an organic light-emitting device comprising a compound represented by the following chemical formula 1 and a compound represented by the following chemical formula 2.

[0007] [Chemical Formula 1]

[0008]

[0009] In the above chemical formula 1,

[0010] L 101Each is independently phenyl, biphenyl, terphenyl, naphthyl, dimethylfluorenyl, diphenylfluorenyl, spirobifluorenyl, phenanthrenyl, triphenylenyl, dibenzofuranyl, dibenzothiophenyl, or carbazolyl, where L 101 is additionally substituted or unsubstituted with deuterium, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, or L 101 At least one of the substituents may combine with an adjacent substituent to form one or more substituted or unsubstituted rings, and

[0011] R1 to R 10 Any one of and R 11 to R 20 One of them is L 101 Each is connected to, and the remainders are identical or different from one another, and each is independently hydrogen, deuterium, hydroxyl group, cyano group, halogen group, nitro group, substituted or unsubstituted alkyl group, substituted or unsubstituted cycloalkyl group, substituted or unsubstituted silyl group, substituted or unsubstituted aryl group, substituted or unsubstituted heterocyclic group, substituted or unsubstituted amine group, or -C(=O)R',

[0012] R' is hydrogen, deuterium, hydroxyl group, substituted or unsubstituted alkyl group, substituted or unsubstituted cycloalkyl group, substituted or unsubstituted aryl group, substituted or unsubstituted heterocyclic group, or substituted or unsubstituted amine group, and

[0013] n is an integer from 1 to 5, and if n is 2 or greater, L of 2 or more 101 They are identical or different from each other,

[0014] [Chemical Formula 2]

[0015]

[0016] In the above chemical formula 2,

[0017] L 102 and L 103are identical or different from one another, and each independently is a directly bonded, substituted or unsubstituted arylene group, or a substituted or unsubstituted heteroarylene group, and

[0018] R 21 Each is independently hydrogen, deuterium, hydroxyl group, cyano group, halogen group, nitro group, substituted or unsubstituted alkyl group, substituted or unsubstituted cycloalkyl group, substituted or unsubstituted silyl group, substituted or unsubstituted aryl group, substituted or unsubstituted heterocyclic group, substituted or unsubstituted amine group, or -C(=O)R", and

[0019] R" is hydrogen, deuterium, hydroxyl group, substituted or unsubstituted alkyl group, substituted or unsubstituted cycloalkyl group, substituted or unsubstituted aryl group, substituted or unsubstituted heterocyclic group, or substituted or unsubstituted amine group, and

[0020] Ar' and Ar" are identical or different from each other, and each is independently hydrogen, deuterium, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group, and

[0021] a1 and a2 are identical or distinct from each other, each independently 0 or 1, 1 ≤ a1 + a2 ≤ 2, and

[0022] a 21 is an integer from 1 to 9, and a 21 If this is 2 or more, 2 or more R 21 They are identical or different from each other. Effects of the invention

[0023] According to the present specification, an organic light-emitting device comprising a compound represented by Chemical Formula 1 and a compound represented by Chemical Formula 2 can lower the driving voltage, improve light efficiency, or improve the lifespan characteristics of the device. Brief explanation of the drawing

[0024] FIGS. 1 and 2 illustrate experimental results for confirming the premixing of a first compound and a second compound used in fabricating an organic light-emitting diode according to one embodiment of the present specification. FIGS. 3 to 6 illustrate an organic light-emitting element according to one embodiment of the present specification. Specific details for implementing the invention

[0025] Hereinafter, to aid understanding, the terms used in this specification will be explained in more detail.

[0026] In this specification, when it is said that a member is positioned "on" or "above" another member, this includes not only cases where a member is in contact with another member, but also cases where another member exists between the two members.

[0027] In this specification, when a part is described as "comprising" a certain component, it means that, unless specifically stated otherwise, it does not exclude other components but may include additional components.

[0028] In this specification, the term "layer" is used in a sense compatible with "film" commonly used in the art and refers to a coating that covers a desired area. The size of the "layer" is not limited, and each "layer" may have the same or different size. In one embodiment, the size of the "layer" may be equal to the entire device, correspond to the size of a specific functional area, or be as small as a single subpixel.

[0029] In this specification, the meaning of a specific A substance being included in a B layer includes both i) one or more types of A substances being included in a single B layer and ii) the B layer being composed of one or more layers and A substance being included in one or more layers among the multilayer B layers.

[0030] In this specification, the meaning that a specific A material is included in a C layer or a D layer is that it is included in at least one of the C layers, ii) included in at least one of the D layers, or iii) included in each of the C layers and the D layers.

[0031] The organic layer of the organic light-emitting device of the present specification may be formed as a single layer structure, but may also be formed as a multilayer structure in which two or more organic layers are stacked. For example, it may have a structure including a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, an electron injection layer, an electron blocking layer, a hole blocking layer, etc. However, the structure of the organic light-emitting device is not limited thereto.

[0032] In this specification, "deuterated" or "deuterated" means that a hydrogen at a substitutable position of a compound is replaced with deuterium.

[0033] In this specification, "deuteriumized" means a compound or group in which all hydrogens in the molecule are substituted or unsubstituted with deuterium, and has the same meaning as "100% deuteriumized."

[0034] In this specification, "X% deuterated," "degree of deuteration X%," or "deuterium substitution rate X%" means that X% of the hydrogens at substitutable positions in the structure are replaced with deuterium. For example, if the structure is dibenzofuran, "25% deuterated" of the dibenzofuran, "degree of deuteration 25%" of the dibenzofuran, or "deuterium substitution rate 25%" of the dibenzofuran means that 2 of the 8 hydrogens at substitutable positions of the dibenzofuran are replaced with or unsubstituted with deuterium.

[0035] In this specification, "deuterium degree" or "deuterium substitution rate" can be determined by known methods such as nuclear magnetic resonance spectroscopy (1H NMR), TLC / MS (Thin-Layer Chromatography / Mass Spectrometry), or GC / MS (Gas Chromatography / Mass Spectrometry).

[0036] Specifically, when analyzing "deuterium" or "deuterium substitution rate" using nuclear magnetic resonance spectroscopy (1H NMR), DMF (dimethylformamide) is added as an internal standard, and the deuterium or deuterium substitution rate can be calculated from the total peak integration amount through the integration ratio on the 1H NMR.

[0037] In addition, when analyzing the "deuteration" or "deuteration rate" through TLC / MS (Thin-Layer Chromatography / Mass Spectrometry), the substitution rate can be calculated based on the maximum value (median) of the distribution of molecular weights at the end of the reaction. For example, when analyzing the deuteration of the following compound A, the molecular weight of the following starting material is 506, and the maximum value (median) of the molecular weight of the following compound A in the MS graph is 527. Since 21 of the 26 hydrogens at substitutable positions of the following starting material were substituted with deuteration, it can be calculated that approximately 81% of the hydrogens were deuterated.

[0038]

[0039] In this specification, D means deuterium.

[0040] In this specification, *, dotted line or refers to the connected part.

[0041] In this specification, Cn means having n carbon atoms, and Cn-Cm means having n to m carbon atoms.

[0042] In this specification, "or" means an inclusive "or" and not an exclusive "or." For example, condition A or B is satisfied by any one of the following: A is true (or exists) and B is false (or does not exist), A is false (or does not exist) and B is true (or exists), or both A and B are true (or exist).

[0043] In this specification, "mixture of these" or "mixture" means that two or more substances are included. The "mixture" or "mixture" may include, but is not limited to, a state in which they are mixed uniformly and / or non-uniformly, a state in which they are dissolved, a state in which they are dispersed uniformly and / or non-uniformly.

[0044] In this specification, "energy level" or "energy level" refers to the magnitude of energy. Accordingly, an energy level is interpreted as referring to the absolute value of the corresponding energy value. For example, an energy level being low or deep means that the absolute value increases in the negative direction from the vacuum level.

[0045] In this specification, "HOMO (highest occupied molecular orbital)" means a molecular orbital in the region with the highest energy in the region where electrons can participate in bonding.

[0046] Furthermore, "LUMO (lowest unoccupied molecular orbital)" refers to the molecular orbital (lowest unoccupied molecular orbital) in which an electron occupies the lowest energy region within the antibonding domain, and the HOMO energy level refers to the distance from the vacuum level to the HOMO. Additionally, the LUMO energy level refers to the distance from the vacuum level to the LUMO. A determined structure is required to understand the electron distribution within a molecule and to determine its optical properties. Moreover, the electronic structure differs in neutral, anionic, and cation states depending on the charge state of the molecule. While energy levels in the neutral, cationic, and anionic states are all important for device operation, the HOMO (highest occupied molecular orbital) and LUMO (lowest unoccupied molecular orbital) in the neutral state are recognized as representative important properties. To determine the molecular structure of a chemical substance, the input structure is optimized using the density functional theory. For DFT calculations, the BPW91 method (Becke exchange and Perdew correlation-correlation functional) and the DNP (double numerical basis set including polarization functional) basis set are used. The BPW91 method is published in the papers 'AD Becke, Phys. Rev. A, 38, 3098 (1988)' and 'JP Perdew and Y. Wang, Phys. Rev. B, 45, 13244 (1992)', and the DNP basis set is published in the paper 'B. Delley, J. Chem. Phys., 92, 508 (1990)'.

[0047] The Biovia 'DMol3' package can be used to perform calculations using the density function method. By determining the optimal molecular structure using the given method, the energy levels that can be occupied by electrons can be obtained as a result.

[0048] In this specification, "singlet energy" or "singlet energy" is denoted by S. This typically refers to an electronic state in which all electrons in a molecule form pairs and the spin quantum number is 0.

[0049] In this specification, "triplet energy" is denoted by T. This refers to an electronic state in a molecule with a spin quantum number of 1. The triplet energy is calculated by using the time-dependent density functional theory (TD-DFT) to determine the singlet and triplet energy levels in order to obtain the properties of the excited state for the optimal molecular structure determined by the method described above. Density functional calculations can be performed using the 'Gaussian09' package, a commercial computational program developed by Gaussian. For the time-dependent density functional calculation, the B3PW91 method (Becke exchange and Perdew correlation-correlation functional) and the 6-31G* basis set are used. The 6-31G* basis set is described in the paper 'JA Pople et al., J. Chem. Phys. 56, 2257 (1972)'. For the optimal molecular structure determined using the density functional method, the energies for singlet and triplet electron configurations are calculated using the time-dependent density functional method (TD-DFT).

[0050] In this specification, "stable premixability" means that the composition of the mixed raw material does not change during co-deposition. Stable premixability enables the uniform simultaneous evaporation of two types of host materials (e.g., a first compound represented by Chemical Formula 1 and a second compound represented by Chemical Formula 2) and is an important factor in the sustainability of the performance of the organic light-emitting diode.

[0051] In this specification, the "evaporation temperature" of a material is 1x10 at a deposition rate of 2 Å / sec on a surface spaced at a set distance from the evaporation source of the material being evaporated. -6 Torr to 1x10 -9 Measurements are taken into a sublimation crucible of a vacuum deposition tool, such as a VTE chamber (Vacuum thermal evaporation chamber), under a constant pressure of Torr. The various measurements described herein (e.g., temperature, pressure, deposition rate, etc.) are expected to have nominal variation due to the expected tolerance in measurements yielding quantitative values, as is understood by those skilled in the art.

[0052] Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by those skilled in the art to which the present invention pertains. Methods and materials similar or equivalent to those described herein may be used in the practice or testing of embodiments of the present invention, but suitable methods and materials are described below. All publications, patent applications, patents, and other references mentioned herein are incorporated herein by reference in their entirety, and in the event of conflict, unless a specific passage is not mentioned, the present specification, including definitions, shall prevail. The materials, methods, and experimental examples mentioned herein are merely illustrative and are not intended to limit the present invention.

[0053] Hereinafter, substituents mentioned in this specification are described by example, but are not limited thereto.

[0054] In this specification, the term "substitution" means that a hydrogen atom bonded to a carbon atom of a compound is replaced with another substituent, and the substitution site is not limited to the site where the hydrogen atom is substituted, that is, the site where the substituent can be substituted, and in the case of two or more substitutions, the two or more substituents may be the same or different from each other.

[0055] In this specification, the term “substituted or unsubstituted” means that it is substituted with one or more substituents selected from the group consisting of deuterium, hydroxyl group, cyano group, halogen group, nitro group, alkyl group, cycloalkyl group, silyl group, aryl group, and heterocyclic group, or that it is substituted with two or more of the exemplified substituents linked together, or that it has no substituents.

[0056] In this specification, the connection of two or more substituents means that a hydrogen of one substituent is connected to another substituent. For example, the connection of two substituents means that a phenyl group and a naphthyl group are connected or It can be a substituent. In addition, the connection of three substituents includes not only the consecutive connection of (substituent 1)-(substituent 2)-(substituent 3), but also the connection of (substituent 2) and (substituent 3) to (substituent 1). For example, a phenyl group, a naphthyl group, and an isopropyl group are connected, , or It can be a substituent. The aforementioned definition applies equally to the connection of 4 or more substituents.

[0057] In this specification, deuterium can be compatible with D.

[0058] In this specification, the hydroxyl group may be -OH or -OD.

[0059] In this specification, the cyano group may be interchangeable with the term nitrile group and is represented as -CN.

[0060] In this specification, the halogen group is fluorine (-F), chlorine (-Cl), bromine (-Br), or iodine (-I).

[0061] In this specification, the nitro group is represented as -NO2.

[0062] In this specification, the alkyl group may be a straight chain or a branched chain, and the number of carbon atoms is not particularly limited, but is preferably 1 to 30; 1 to 20; 1 to 10; or 1 to 5 carbon atoms. Specific examples may include, but are not limited to, methyl, ethyl, propyl, n-propyl, isopropyl, butyl, n-butyl, isobutyl, t-butyl, sec-butyl, 1-methylbutyl, 1-ethylbutyl, pentyl, n-pentyl, isopentyl, neopentyl, t-pentyl, hexyl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 3,3-dimethylbutyl, 2-ethylbutyl, heptyl, n-heptyl, 1-methylhexyl, cyclopentylmethyl, cyclohexylmethyl, octyl, n-octyl, t-octyl, 1-methylheptyl, 2-ethylhexyl, 2-propylpentyl, n-nonyl, 2,2-dimethylheptyl, 1-ethylpropyl, 1,1-dimethylpropyl, isohexyl, 4-methylhexyl, 5-methylhexyl.

[0063] In this specification, the cycloalkyl group is not particularly limited, but is preferably 3 to 60 carbon atoms; 3 to 30 carbon atoms; 3 to 20 carbon atoms; or 3 to 6 carbon atoms. The cycloalkyl group includes not only a single ring but also a double ring such as a bridgehead, a fused ring, or a spiro ring. Specific examples may include, but are not limited to, a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantyl group, etc.

[0064] In this specification, an aryl group refers to a monovalent group of a monovalent aromatic hydrocarbon or an aromatic hydrocarbon derivative. An aromatic hydrocarbon refers to a compound comprising a planar ring in which pi electrons are fully conjugated. Additionally, a group derived from an aromatic hydrocarbon refers to a structure in which an aromatic hydrocarbon or a cyclic aliphatic hydrocarbon is condensed to an aromatic hydrocarbon. Furthermore, in this specification, an aryl group comprises a monovalent group in which two or more aromatic hydrocarbons or derivatives of aromatic hydrocarbons are connected to each other. The number of carbon atoms in the aryl group is not particularly limited, but it is preferred to be 6 to 50; 6 to 30; 6 to 25; 6 to 20; 6 to 18; or 6 to 13 carbon atoms. Additionally, the aryl group may be monocyclic or polycyclic. Specific monocyclic aryl groups may include phenyl groups, biphenyl groups, terphenyl groups, etc., but are not limited thereto. Specific polycyclic aryl groups may include naphthyl groups, anthracenyl groups, phenanthryl groups, triphenyl groups, pyrenyl groups, perylenyl groups, chrysenyl groups, fluorenyl groups, etc., but are not limited thereto.

[0065] In this specification, the fluorenyl group may be substituted, and adjacent substituents may combine with each other to form a ring.

[0066] In this specification, when it is stated that a fluorenyl group may be substituted, the substituted fluorenyl group includes all compounds in which the substituents of the 5-membered ring of fluorene form spiro bonds with each other to form an aromatic hydrocarbon ring. The substituted fluorenyl group may include 9,9'-spirobifluorene, spiro[cyclopentane-1,9'-fluorene], spiro[benzo[c]fluorene-7,9-fluorene], etc., but is not limited thereto.

[0067] In this specification, adjacent groups may mean a substituent substituted on an atom directly connected to the atom on which the substituent is substituted, a substituent located closest to the atom in stereostructure, or another substituent substituted on the atom on which the substituent is substituted. For example, two substituents substituted at the ortho position in a benzene ring and two substituents substituted on the same carbon in an aliphatic ring may be interpreted as adjacent groups.

[0068] In this specification, the substituted aryl group may also include a form in which an aliphatic ring is condensed to the aryl group.

[0069] In this specification, a heterocyclic group may refer to a monovalent aromatic heterocyclic group. Here, an aromatic heterocyclic group refers to a monovalent group of an aromatic ring or a derivative of an aromatic ring that includes one or more heteroatoms among N, O, and S in the ring. The derivative of the aromatic ring includes all structures in which an aromatic ring or an aliphatic ring is condensed to an aromatic ring. Furthermore, in this specification, the heterocyclic group is intended to include a monovalent group in which an aromatic ring containing two or more heteroatoms or a derivative of an aromatic ring containing heteroatoms is connected to one another. It is preferable that the number of carbon atoms of the heterocyclic group be 2 to 50; 2 to 30; 2 to 20; 2 to 18; or 2 to 13. Examples of heterocyclic groups include, but are not limited to, thiophene, furanyl, pyrrole, imidazole, thiazole, oxazole, pyridine, pyrimidine, triazine, triazole, acridine, pyridazine, pyrazine, quinoline, quinazolin, quinoxaline, isoquinoline, indole, carbazole, benzoxazole, benzimidazole, benzothiazole, benzocarbazole, benzothiophen, dibenzothiophen, benzofuranyl, phenanthrolinyl, dibenzofuranyl, etc.

[0070] In this specification, the heterocyclic ring may be a monocyclic or polycyclic ring and may be an aromatic, aliphatic, or a condensed ring of aromatic and aliphatic.

[0071] In this specification, an aliphatic hydrocarbon ring refers to any hydrocarbon ring excluding an aromatic hydrocarbon ring, and may include a cycloalkyl ring and a cycloalkene ring. The description of the cycloalkyl group described above may apply to the cycloalkyl ring except that it is a divalent group, and the description of the cycloalkenyl group described above may apply to the cycloalkene ring except that it is a divalent group. Additionally, the substituted aliphatic hydrocarbon ring includes an aliphatic hydrocarbon ring to which an aromatic ring is condensed.

[0072] In this specification, an arylene group refers to a group having two bonding sites to an aryl group, i.e., a divalent group. Except that each of these is a divalent group, the description of the aryl group described above may apply.

[0073] In this specification, a heteroarylene group refers to a group having two bonding sites on a heterocyclic ring, i.e., a divalent group. Except that each of these is a divalent group, the description of the heterocyclic ring described above may apply.

[0074] In this specification, the silyl group may be an alkylsilyl group, an arylsilyl group, a heteroarylsilyl group, etc. Among the alkylsilyl groups, the alkyl group may be an example of the alkyl group described above, among the arylsilyl groups, the aryl group may be an example of the aryl group described above, and among the heteroarylsilyl groups, the heteroaryl group may be an example of the heteroaryl group described above.

[0075] The inventors have discovered suitable conditions applicable to a phenanthrene dimer type host (hereinafter a compound represented by Chemical Formula 1) and an anthracene type host (hereinafter a compound represented by Chemical Formula 2) that are useful as blue fluorescent host materials and can simultaneously provide a stable co-evaporation mixture after premixing.

[0076] The light-emitting layer of an organic light-emitting device exhibiting excellent lifespan and efficiency requires more than two components (e.g., three or four components). In this case, compared to a light-emitting layer having only two raw materials (i.e., a single host material and a dopant), a very complex process and high cost are required. Pre-mixing two or more materials and evaporating them from a single raw material can reduce the complexity of the manufacturing process. The adopted hole transport host(s) and another type of host (e.g., electron transport host) can be mixed and simultaneously evaporated in a single crucible to achieve stable evaporation.

[0077] However, co-evaporation must be stable, which means that the composition of the evaporated film must remain constant during the manufacturing process. Any arbitrary change in composition can adversely affect device performance. Under vacuum conditions, a mixture is formed from two or more compounds, and a stable co-evaporation mixture is obtained from this mixture. As a condition for a stable co-evaporation mixture, it is expected that the compounds must have the same evaporation temperature under the same conditions. However, it is not expected that the same evaporation temperature is the sole parameter acting to obtain a stable co-evaporation mixture. For example, when two compounds are mixed, they may interact with each other, thereby altering the evaporation characteristics of the individual compounds. Alternatively, a stable co-evaporation mixture can be produced even if the two compounds have different evaporation temperatures. Therefore, achieving a stable co-evaporation mixture is difficult. Although various host materials have existed, there is little literature describing examples where a stable co-evaporation mixture can be obtained from them.

[0078] In this specification, a new class of phenanthrene host material (represented by Formula 1) and anthracene host material (represented by Formula 2) is presented, which are useful as blue fluorescent host materials and can be premixed to provide a stable co-evaporation mixture. A number of factors other than temperature (e.g., miscibility of different materials, different phase transitions) can contribute to evaporation. The inventors have discovered that if two materials have similar evaporation temperatures and similar mass loss rates or similar vapor pressures, the two materials can be continuously co-evaporated. The mass loss rate is defined as the percentage of mass loss over time (minutes) and is determined by measuring the time required for the first 10% mass loss, as measured by thermogravimetric analysis (TGA) under the same experimental conditions at the same given constant temperature for each compound after the composition has reached a steady evaporation state. The given constant temperature is a temperature point selected such that the mass loss rate value is about 0.05 to 0.50% / minute. Those skilled in the art will understand that experimental conditions must be constant to compare the two parameters. Methods for measuring mass loss rate and vapor pressure are well known in the field and can be found, for example, in the literature [Bull. et al. Mater. Sci. 2011, 34, 7]. In addition, the inventors have discovered that, in order to achieve a stable co-evaporation mixture, when the compounds have similar sublimation temperatures and the change in composition is simultaneously within 5%, the compounds can be continuously co-evaporated and there is no variation in device performance.

[0079] Among the two components of a blue fluorescent host, an anthracene host material is disclosed in prior art JP 6328890 B2. To manufacture a blue fluorescent emitting layer having such a mixed host material, three evaporation sources (i.e., two types of host materials and a blue fluorescent dopant) are required. The concentrations of the cohost and dopant are important for device performance, and typically, the deposition rate of each component is measured individually during deposition. However, manufacturing a blue fluorescent emitting layer from three evaporation sources requires a complex process and high costs. Therefore, it is desirable to reduce the number of evaporation sources by mixing two or more components.

[0080] In this specification, when two types of blue fluorescent host materials are premixed and the mixture is prepared through thermal sublimation, if the difference in composition between each compound is within a certain range, it is determined that the mixture has stable premixability as it can be co-deposited from a single raw material. The said premixability is as previously defined. The uniform simultaneous evaporation of the two host materials is important for the sustainability of the device performance manufactured from them.

[0081] When the first compound represented by Chemical Formula 1 and the second compound represented by Chemical Formula 2 were premixed, an experiment was conducted to determine if they possessed stable premixability. In addition, when fabricating a device using the prepared premix, an experiment was conducted to determine if they were stable during film formation. Premixability and film formation stability were evaluated by analyzing the concentrations of each compound before deposition and the compound in the film state after deposition using HPLC (High performance liquid chromatography).

[0082] *Manufacturing of Sample 1

[0083] Typically, Sample 1 was prepared using the first compound and the second compound of combination 6 of Table 5 below.

[0084] 0.15 g of the first compound (combination 6) and 0.15 g of the second compound (combination 6) were mixed and ground in a weight ratio of 1:1, then loaded into an evaporation source inside the chamber of a sublimation purifier, and sublimation was carried out to obtain 0.25 g of a premixture (R1) and 0.5 g of the remaining amount (boat) of the evaporation source.

[0085] As a result of analyzing each sample by HPLC, the changes in the composition of the first and second compounds in the premixture (R1) and the remaining amount of the evaporation source (boat) before sublimation (judged based on the difference in concentration of the first compound before and after sublimation) are as shown in Table 1 below. The concentrations mentioned in Table 1 below are values ​​obtained by quantitative analysis by HPLC.

[0086] Concentration (%) of the first compound before sublimation (ref.) Concentration (%) of the first compound in the premixture (R1) after sublimation Concentration (%) of the first compound in the remaining amount (boat) after sublimation HPLC quantitative analysis values 48.85 48.13 49.28

[0087] As a result of quantitative analysis by HPLC, the concentration of the first compound before sublimation (ref.), the premixture after sublimation (R1), and the remainder after sublimation (boat) remained stable within a deviation of 5% with almost no change.

[0088] *Manufacturing of film using Sample 1

[0089] 0.25 g of the previously prepared premixture (R1) was loaded into the evaporation source of the VTE chamber (Vacuum thermal evaporation chamber). The VTE chamber was pumped 10 -7The pressure was reduced to a pressure of Torr. Then, the pre-mixed components were deposited onto a glass substrate at a rate of 2 Å / sec. A film of 600 Å was continuously deposited from the mixture to maintain each raw material under a suitable temperature. Then, the glass substrate was replaced two more times in succession to obtain a total of three samples (Films 1 to 3). As a result of analyzing the three obtained samples by HPLC, the changes in the composition of the first and second compounds before and after deposition (judged based on the difference in concentration of the first compound before and after deposition) are shown in Table 2 below. The concentrations mentioned in Table 2 below are values ​​obtained by quantitative analysis by HPLC.

[0090] Deposited Film No. Concentration (%) of the first compound of the premixture (R1) prior to device fabrication deposition Concentration (%) of the first compound in the produced films Concentration (%) of the first compound in the crucible after film fabrication Sample 1 Film 1 48.13 47.69 44.48 Film 2 46.94 Film 3 47.71

[0091] For reference, the concentration change of the first compound in the film state | (C1-C2) | / C1 is calculated as 100%. Here, C1 is the concentration of the first compound before deposition, and C2 is the concentration of the first compound after deposition.

[0092] As a result of quantitative analysis by HPLC, the concentration of the first compound in the fabricated films 1, 2, and 3, and the crucible after film fabrication was maintained stably within a deviation of 5% with almost no change in concentration before deposition of the device (R1).

[0093] When the change in the composition of the first compound and the second compound throughout the process of preparing the premix and the deposition process for fabricating the device satisfies 10% or less, preferably 5% or less, the device characteristics for the OLED are excellent and it is considered useful for the OLED.

[0094] *Manufacturing of Sample 2

[0095] Additionally, the results of examples of mixtures deviating from the conditions set forth in this specification have been described. Representatively, the first compound of Combination 41 and the second compound of Combination 8 listed in Table 5 below were used.

[0096] The preparation conditions are the same as those of Sample 1, except that 0.21 g of the first compound of Combination 41 and 0.09 g of the second compound of Combination 8 (see Table 5 below) were mixed in a weight ratio of 7:3.

[0097] As a result of analyzing each sample by HPLC, the changes in the composition of the first and second compounds in the premixture (R1) and the remaining amount of the evaporation source (boat) before sublimation (judged based on the difference in concentration of the first compound before and after sublimation) are shown in Table 3 below. The concentrations mentioned in Table 3 below are values ​​obtained by quantitative analysis by HPLC.

[0098] Concentration (%) of the first compound before sublimation (ref.) Concentration (%) of the first compound in the premixture (R1) after sublimation Concentration (%) of the first compound in the remaining amount (boat) after sublimation HPLC quantitative analysis values 69.30 67.44 85.15

[0099] As a result of quantitative analysis by HPLC, it can be seen that there is a large variation in the concentration of the first compound before sublimation (ref.), the premixture after sublimation (R1), and the remainder after sublimation (boat). In particular, it can be seen that the ratio is misaligned, with the concentration (%) of the first compound in the remainder after sublimation (boat) showing a difference of more than 15% from the concentration (%) of the first compound before sublimation (ref.).

[0100] *Manufacturing of film using Sample 2

[0101] In the manufacturing of a film using the above sample 1, the conditions for manufacturing the film using the above sample 1 are the same as those for manufacturing the film using the above sample 1, except that sample 2 is used instead of sample 1.

[0102] As a result of analyzing three samples (Films 1 to 3) obtained from the premix of Sample 2 prepared above by HPLC, the change in concentration of the first compound before and after deposition is shown in Table 4 below.

[0103] Deposited Film No. Concentration (%) of the first compound of the premixture (R1) prior to device fabrication deposition Concentration (%) of the first compound in the produced films Concentration (%) of the first compound in the crucible after film fabrication Sample 2 Film 1 67.44 65.42 84.38 Film 2 61.22 Film 3 62.82

[0104] For reference, the concentration change of the first compound in the film state | (C1-C2) | / C1 is calculated as 100%. Here, C1 is the concentration of the first compound before deposition, and C2 is the concentration of the first compound after deposition.

[0105] As a result of quantitative analysis by HPLC, the concentration of the first compound in the fabricated Films 1, 2, and 3, and the crucible after film fabrication, before deposition of the device (R1), varied significantly, showing a deviation of more than 5%. Therefore, it was confirmed that the preparation of the premix was not stably carried out under the above conditions, and such conditions are undesirable.

[0106] According to Figures 1 and 2, the concentrations of the first compound and the second compound are shown together. Ref concentration refers to the concentration before the preparation of the premixture, boat concentration refers to the concentration of the sample remaining in the deposition source after the preparation of the premixture, and R1 concentration refers to the concentration of the generated premixture sample.

[0107] The generated premixture sample (R1) was loaded into a single deposition source during simple device fabrication to form a film, and the respective concentrations were measured by HPLC. Films 1, 2, and 3 represent the respective concentrations when the film was fabricated three times over time. Crucible concentration refers to the concentration of the material remaining after all the film was formed in the container holding the premixture R1 when it was placed in the deposition machine for simple device fabrication.

[0108] The first compound represented by Chemical Formula 1 of the present invention is a linker (L 101 It has a dimer structure in which two phenanthrenes are connected through ). This utilizes a triplet energy level that is significantly higher than that of compounds with an anthracene structure, and can demonstrate an additional increase in efficiency through the electron transition to the triplet level of the dopant material.

[0109] The second compound represented by Chemical Formula 2 of the present invention has an anthracene structure. While it has the advantage of excellent electron and hole transport and injection, it has the disadvantage of not having high energy efficiency while emitting fluorescent light through singlet energy levels. When the first compound represented by Chemical Formula 1 and the second compound represented by Chemical Formula 2 are included together in the light-emitting layer, the additional efficiency increase effect of the first compound can be obtained simultaneously while maintaining stable performance through appropriate energy levels and electron / hole balance of the second compound.

[0110] The implementation of the present specification is described below.

[0111] An organic light-emitting device according to one embodiment of the present specification comprises an anode; a cathode; and a light-emitting layer provided between the anode and the cathode, and

[0112] The light-emitting layer comprises a first compound represented by the following chemical formula 1 and a second compound represented by the following chemical formula 2.

[0113] [Chemical Formula 1]

[0114]

[0115] In the above chemical formula 1,

[0116] L 101 Each is independently phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, phenanthrenyl, triphenylenyl, dibenzofuranyl, dibenzothiophenyl, or carbazolyl, where L 101 is additionally substituted or unsubstituted with deuterium, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, or L 101 At least one of the substituents may combine with an adjacent substituent to form one or more substituted or unsubstituted rings, and

[0117] R1 to R 10 One of them and R 11to R 20 One of them is L 101 Each is connected to, and the remainders are identical or different from one another, and each independently is hydrogen, deuterium, hydroxyl group, cyano group, halogen group, nitro group, substituted or unsubstituted alkyl group, substituted or unsubstituted cycloalkyl group, substituted or unsubstituted silyl group, substituted or unsubstituted aryl group, substituted or unsubstituted heterocyclic group, substituted or unsubstituted amine group, or -C(=O)R',

[0118] R' is hydrogen, deuterium, hydroxyl group, substituted or unsubstituted alkyl group, substituted or unsubstituted cycloalkyl group, substituted or unsubstituted aryl group, substituted or unsubstituted heterocyclic group, or substituted or unsubstituted amine group, and

[0119] n is an integer from 1 to 5, and if n is 2 or greater, L of 2 or more 101 They are identical or different from each other,

[0120] [Chemical Formula 2]

[0121]

[0122] In the above chemical formula 2,

[0123] L 102 and L 103 are identical or different from one another, and each independently is a directly bonded, substituted or unsubstituted arylene group, or a substituted or unsubstituted heteroarylene group, and

[0124] R 21 Each is independently hydrogen, deuterium, hydroxyl group, cyano group, halogen group, nitro group, substituted or unsubstituted alkyl group, substituted or unsubstituted cycloalkyl group, substituted or unsubstituted silyl group, substituted or unsubstituted aryl group, substituted or unsubstituted heterocyclic group, substituted or unsubstituted amine group, or -C(=O)R", and

[0125] R" is hydrogen, deuterium, hydroxyl group, substituted or unsubstituted alkyl group, substituted or unsubstituted cycloalkyl group, substituted or unsubstituted aryl group, substituted or unsubstituted heterocyclic group, or substituted or unsubstituted amine group, and

[0126] Ar' and Ar" are identical or different from each other, and each is independently hydrogen, deuterium, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group, and

[0127] a1 and a2 are identical or distinct from each other, each independently 0 or 1, 1 ≤ a1 + a2 ≤ 2, and

[0128] a 21 is an integer from 1 to 9, and a 21 If this is 2 or more, 2 or more R 21 They are identical or different from each other.

[0129] In one embodiment of the present specification, the light-emitting layer may be a single layer, but may also be a plurality of layers, two or more layers.

[0130] When the light-emitting layer is a single layer, the compound of Formula 1 and the compound of Formula 2 are included in one layer. Such a single-layer light-emitting layer can be formed through the co-deposition of the compound represented by Formula 1 and the compound represented by Formula 2.

[0131] When the light-emitting layer comprises two or more layers, a compound of Formula 1 and a compound of Formula 2 may be included in one layer, or a compound of Formula 1 and a compound of Formula 2 may be included in different light-emitting layers, respectively. For example, the light-emitting layer may include a first light-emitting layer containing a compound of Formula 1 and a second light-emitting layer containing a compound of Formula 2. In this case, the second light-emitting layer may be provided between the first light-emitting layer and the cathode. The first light-emitting layer and the second light-emitting layer may be provided in contact with each other. When the first light-emitting layer and the second light-emitting layer each include a compound of Formula 1 and a compound of Formula 2 as hosts, the first light-emitting layer and the second light-emitting layer each further include a dopant compound. In this case, the first light-emitting layer and the second light-emitting layer may include the same type of dopant material or different types of dopant material, but it is preferable to include the same type of dopant material.

[0132] In one embodiment of the present specification, the one or more light-emitting layers comprise the compound of Formula 1 and the compound of Formula 2 as hosts.

[0133] In one embodiment of the present specification, L 101 Each is independently phenyl, biphenyl, terphenyl, naphthyl, dimethylfluorenyl, diphenylfluorenyl, spirobifluorenyl, phenanthrenyl, triphenylenyl, dibenzofuranyl, dibenzothiophenyl, or carbazolyl, where L 101 is additionally substituted or unsubstituted with deuterium, a C1-C30 substituted or unsubstituted alkyl group, a C5-C30 substituted or unsubstituted cycloalkyl group, a C6-C30 substituted or unsubstituted aryl group, a C5-C30 substituted or unsubstituted heterocyclic group, or L 101At least one of the substituents may combine with an adjacent substituent to form one or more C5-C30 substituted or unsubstituted rings. Here, "unsubstituted" means composed entirely of hydrogens.

[0134] In one embodiment of the present specification, L 101 Each is independently phenyl, biphenyl, terphenyl, naphthyl, dimethylfluorenyl, diphenylfluorenyl, spirobifluorenyl, phenanthrenyl, triphenylenyl, dibenzofuranyl, dibenzothiophenyl, or carbazolyl, and L 101 is additionally substituted or unsubstituted with deuterium, a C1-C20 substituted or unsubstituted alkyl group, a C5-C20 substituted or unsubstituted cycloalkyl group, a C6-C20 substituted or unsubstituted aryl group, a C5-C20 substituted or unsubstituted heterocyclic group, or L 101 At least one of the substituents may combine with an adjacent substituent to form one or more C5-C30 substituted or unsubstituted rings.

[0135] In one embodiment of the present specification, L 101 Each is independently phenyl, biphenyl, terphenyl, naphthyl, dimethylfluorenyl, diphenylfluorenyl, spirobifluorenyl, phenanthrenyl, triphenylenyl, dibenzofuranyl, dibenzothiophenyl, or carbazolyl, and L 101 is additionally substituted or unsubstituted with a C1-C10 substituted or unsubstituted alkyl group, a C5-C10 substituted or unsubstituted cycloalkyl group, a C6-C10 substituted or unsubstituted aryl group, or a C5-C10 substituted or unsubstituted heterocyclic group, or L 101 At least one of the substituents may combine with an adjacent substituent to form one or more C5-C10 substituted or unsubstituted rings.

[0136] In one embodiment of the present specification, L 101Each is independently phenyl, biphenyl, terphenyl, naphthyl, dimethylfluorenyl, diphenylfluorenyl, spirobifluorenyl, phenanthrenyl, triphenylenyl, dibenzofuranyl, dibenzothiophenyl, or carbazolyl, and L 101 is additionally substituted or unsubstituted with one or more substituents selected from the group consisting of deuterium, methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, tert-butyl group, cyclopentyl group, cyclohexyl group, phenyl group, biphenyl group, naphthyl group, or carbazolyl group, or L 101 At least one of the substituents may combine with an adjacent substituent to form one or more C5-C6 substituted or unsubstituted rings.

[0137] In one embodiment of the present specification, L 101 It can be any one selected from the following structures.

[0138]

[0139]

[0140]

[0141]

[0142]

[0143] In the above structure, the dotted lines represent R1 to R of Chemical Formula 1. 10 Any one of and R 11 to R 20 It is either one of the following, or another L 101 It refers to a portion connected to, and the remainder excluding the dotted line may be identical or different from one another and may each independently be hydrogen, deuterium, hydroxyl group, cyano group, halogen group, nitro group, substituted or unsubstituted alkyl group, substituted or unsubstituted cycloalkyl group, substituted or unsubstituted silyl group, substituted or unsubstituted aryl group, substituted or unsubstituted heterocyclic group, substituted or unsubstituted amine group, or -C(=O)R'.

[0144] In one embodiment of the present specification, the dotted line represents R1 to R of Formula 1. 10 Any one of and R 11 to R 20 It is either one of the following, or another L 101 It refers to a portion connected to, and the remainder excluding the dotted line are identical or different from one another and may each independently be hydrogen, deuterium, hydroxyl group, cyano group, halogen group, nitro group, substituted or unsubstituted C1-C10 alkyl group, substituted or unsubstituted C3-C30 cycloalkyl group, substituted or unsubstituted C1-C30 alkylsilyl group, substituted or unsubstituted C6-C90 arylsilyl group, substituted or unsubstituted C6-C30 aryl group, substituted or unsubstituted C2-C30 heterocyclic group, substituted or unsubstituted C1-C30 alkylamine group, substituted or unsubstituted C6-C60 arylamine group, substituted or unsubstituted C2-C60 heteroarylamine group, or -C(=O)R'.

[0145] In one embodiment of the present specification, the dotted line represents R1 to R of Formula 1. 10 Any one of and R 11 to R 20 It is either one of the following, or another L 101 It refers to a portion connected to, and the remainder excluding the dotted line are identical or different from one another and may each independently be hydrogen, deuterium, hydroxyl group, cyano group, halogen group, nitro group, substituted or unsubstituted C1-C6 alkyl group, substituted or unsubstituted C3-C20 cycloalkyl group, substituted or unsubstituted C1-C18 alkylsilyl group, substituted or unsubstituted C6-C40 arylsilyl group, substituted or unsubstituted C6-C20 aryl group, substituted or unsubstituted C2-C20 heterocyclic group, substituted or unsubstituted C1-C20 alkylamine group, substituted or unsubstituted C6-C30 arylamine group, substituted or unsubstituted C2-C30 heteroarylamine group, or -C(=O)R'.

[0146] In one embodiment of the present specification, the dotted line represents R1 to R of Formula 1. 10 Any one of and R 11 to R 20 It is either one of the following, or another L 101 It refers to a portion connected to, and the remainder excluding the dotted line may be identical or different from one another and may each independently be hydrogen, deuterium, hydroxyl group, halogen group, substituted or unsubstituted C1-C6 alkyl group, substituted or unsubstituted C4-C6 cycloalkyl group, substituted or unsubstituted C6-C15 aryl group, or substituted or unsubstituted C4-C15 heterocyclic group.

[0147] In one embodiment of the present specification, the dotted line represents R1 to R of Formula 1. 10 Any one of and R 11 to R 20 It is either one of the following, or another L 101 It refers to a portion connected to, and the remainder excluding the dotted line may be identical or different from one another and may each independently be hydrogen, deuterium, hydroxyl group, halogen group, a C3-C6 alkyl group substituted or unsubstituted with deuterium, a C4-C6 cycloalkyl group substituted or unsubstituted with deuterium, a C6-C15 aryl group substituted or unsubstituted with deuterium, or a C4-C15 heterocyclic group substituted or unsubstituted with deuterium.

[0148] In one embodiment of the present specification, L 101Except for the dotted line above, the remainders may be identical or different from one another and, independently, may be hydrogen, deuterium, a methyl group substituted or unsubstituted with deuterium, an ethyl group substituted or unsubstituted with deuterium, an n-propyl group substituted or unsubstituted with deuterium, an isopropyl group substituted or unsubstituted with deuterium, an n-butyl group substituted or unsubstituted with deuterium, a tert-butyl group substituted or unsubstituted with deuterium, a cyclopentyl group substituted or unsubstituted with deuterium, a cyclohexyl group substituted or unsubstituted with deuterium, a phenyl group substituted or unsubstituted with deuterium, a naphthyl group substituted or unsubstituted with deuterium, a phenanthrenyl group substituted or unsubstituted with deuterium, or a carbazole group substituted or unsubstituted with deuterium.

[0149] In one embodiment of the present specification, L 101 Except for the dotted line above, the remainders may be identical or different from one another and, independently, may be hydrogen, deuterium, an unsubstituted tert-butyl group, an unsubstituted cyclohexyl group, a phenyl group substituted with or unsubstituted with deuterium, a naphthyl group substituted with deuterium, an unsubstituted phenanthrenyl group, or an unsubstituted carbazole group.

[0150] In one embodiment of the present specification, R1 to R 10 Any one of and R 11 to R 20 One of them is L 101 Connected to, L 101 The groups not connected to each other may be identical or different, and each may independently be hydrogen, deuterium, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group.

[0151] In one embodiment of the present specification, R1 to R 10 Any one of and R 11 to R 20 One of them is L 101 Connected to, L 101The groups not connected to each other may be identical or different and, independently, may be hydrogen, deuterium, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group.

[0152] In one embodiment of the present specification, R1 to R 10 Any one of and R 11 to R 20 One of them is L 101 Connected to, L 101 The groups not connected to each other may be identical or different and, independently, may be hydrogen, deuterium, an unsubstituted alkyl group, or an aryl group substituted with or unsubstituted with deuterium.

[0153] In one embodiment of the present specification, R1 to R 10 Any one of and R 11 to R 20 One of them is L 101 Connected to, L 101 The groups not connected to each other may be identical or different and, independently, may be hydrogen, deuterium, isopropyl groups, or phenyl groups substituted or unsubstituted with deuterium.

[0154] In one embodiment of the present specification, R' may be hydrogen, deuterium, a hydroxyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, or a substituted or unsubstituted amine group.

[0155] In one embodiment of the present specification, R' may be hydrogen, deuterium, a substituted or unsubstituted C1-C30 alkyl group, a substituted or unsubstituted C3-C30 cycloalkyl group, a substituted or unsubstituted C6-C30 aryl group, or a substituted or unsubstituted C2-C30 heterocyclic group.

[0156] In one embodiment of the present specification, R' may be hydrogen, deuterium, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C3-C20 cycloalkyl group, a substituted or unsubstituted C6-C20 aryl group, or a substituted or unsubstituted C2-C20 heterocyclic group.

[0157] In one embodiment of the present specification, R' may be hydrogen, deuterium, a substituted or unsubstituted C1-C10 alkyl group, a substituted or unsubstituted C6-C10 aryl group, or a substituted or unsubstituted C2-C10 heterocyclic group.

[0158] In one embodiment of the present specification, R' may be hydrogen, deuterium, a C1-C10 alkyl group substituted or unsubstituted with deuterium, a C6-C10 aryl group substituted or unsubstituted with deuterium, or a C2-C10 heterocyclic group substituted or unsubstituted with deuterium.

[0159] In one embodiment of the present specification, n is an integer from 1 to 5, and when n is 2 or more, 2 or more L 101 They may be the same or different from each other.

[0160] In one embodiment of the present specification, n is an integer from 1 to 3, and when n is 2 or more, 2 or more L 101 They may be the same or different from each other.

[0161] In one embodiment of the present specification, L 101 The connection relationship of phenanthrene dimers to ( ) may be 1,1'; 1,2'; 1,3'; 1,4'; 1,9'; 2,2'; 2,3'; 2,4'; 2,9'; 3,3'; 3,4'; 3,9'; 4,4'; 4,9'; or 9,9. For reference, in this specification, the carbon number of phenanthrene is It is defined as being designated as such, and an apostrophe (') is used in the carbon number to distinguish the carbons of the two phenanthrenes. The aforementioned L 101The connections of phenanthrene dimers to are listed to avoid substantial overlap.

[0162] In one embodiment of the present specification, L 101 The junction relationships of the phenanthrene dimer for can be 1,1'; 1,2'; 1,3'; 1,4'; 2,2'; 2,3'; 2,9'; 3,3'; 3,4'; 3,9'; 4,9'; or 9,9'.

[0163] The compound represented by Chemical Formula 2 will be described in detail below.

[0164] In one embodiment of the present specification, L 102 and L 103 The groups may be identical or different from each other and may each independently be a directly bonded, substituted or unsubstituted arylene group, or a substituted or unsubstituted heteroarylene group.

[0165] In one embodiment of the present specification, L 102 and L 103 The groups may be identical or different from each other and may each be a directly bonded, substituted or unsubstituted C6-C30 arylene group, or a substituted or unsubstituted C4-C30 heteroarylene group.

[0166] In one embodiment of the present specification, L 102 and L 103 The groups may be identical or different from each other and may each be a directly bonded, substituted or unsubstituted C6-C20 arylene group, or a substituted or unsubstituted C4-C20 heteroarylene group.

[0167] In one embodiment of the present specification, L 102 and L 103 The groups may be identical or different from each other and may each be a directly bonded, substituted, or unsubstituted C6-C10 arylene group, or a substituted or unsubstituted C4-C10 heteroarylene group.

[0168] In one embodiment of the present specification, L 102 and L 103 The groups may be identical or different from one another and each independently a directly bonded, substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted furanilene group, a substituted or unsubstituted benzofuranilene group, a substituted or unsubstituted dibenzofuranilene group, a substituted or unsubstituted thiophenylene group, a substituted or unsubstituted benzothiophenylene group, or a substituted or unsubstituted benzoxazole.

[0169] In one embodiment of the present specification, L 102 and L 103 The groups may be identical or different from each other and each independently be a directly bonded, substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted benzofuranylene group, a substituted or unsubstituted dibenzofuranylene group, a substituted or unsubstituted benzothiophenylene group, or a substituted or unsubstituted benzoxazole.

[0170] In one embodiment of the present specification, L 102 and L 103 The groups may be identical or different from each other and each independently a directly bonded, deuterium-substituted or unsubstituted phenylene group, deuterium-substituted or unsubstituted biphenylylene group, deuterium-substituted or unsubstituted naphthylene group, unsubstituted benzofuranylene group, deuterium-substituted or unsubstituted dibenzofuranylene group, unsubstituted benzothiophenylene group, or unsubstituted benzoxazole.

[0171] In one embodiment of the present specification, R 21Each may independently be hydrogen, deuterium, hydroxyl group, cyano group, halogen group, nitro group, substituted or unsubstituted alkyl group, substituted or unsubstituted cycloalkyl group, substituted or unsubstituted silyl group, substituted or unsubstituted aryl group, substituted or unsubstituted heterocyclic group, substituted or unsubstituted amine group, or -C(=O)R".

[0172] In one embodiment of the present specification, R 21 Each may independently be hydrogen, deuterium, hydroxyl group, cyano group, halogen group, nitro group, substituted or unsubstituted C1-C10 alkyl group, substituted or unsubstituted C3-C30 cycloalkyl group, substituted or unsubstituted C1-C30 alkylsilyl group, substituted or unsubstituted C6-C90 arylsilyl group, substituted or unsubstituted C6-C30 aryl group, substituted or unsubstituted C2-C30 heterocyclic group, substituted or unsubstituted C1-C30 alkylamine group, substituted or unsubstituted C6-C60 arylamine group, substituted or unsubstituted C2-C60 heteroarylamine group, or -C(=O)R".

[0173] In one embodiment of the present specification, R 21 Each may independently be hydrogen, deuterium, hydroxyl group, cyano group, halogen group, nitro group, a substituted or unsubstituted C1-C6 alkyl group, a substituted or unsubstituted C3-C20 cycloalkyl group, a substituted or unsubstituted C6-C20 aryl group, or a substituted or unsubstituted C2-C20 heterocyclic group.

[0174] In one embodiment of the present specification, R 21 Each may independently be a hydrogen, a deuterium, a C1-C6 alkyl group substituted or unsubstituted with deuterium, a C3-C20 cycloalkyl group substituted or unsubstituted with deuterium, a C6-C20 aryl group substituted or unsubstituted with deuterium, or a C2-C20 heterocyclic group substituted or unsubstituted with deuterium.

[0175] In one embodiment of the present specification, R21 Each can be independently a C6-C20 aryl group substituted or unsubstituted with hydrogen, deuterium, or deuterium.

[0176] In one embodiment of the present specification, R 21 Each may independently be hydrogen, deuterium, a phenyl group substituted or unsubstituted with deuterium, a naphthyl group substituted or unsubstituted with deuterium, or a biphenyl group substituted or unsubstituted with deuterium.

[0177] In one embodiment of the present specification, R 21 Each may independently be hydrogen, deuterium, an unsubstituted phenyl group, a naphthyl group substituted with or unsubstituted with deuterium, or a biphenyl group substituted with deuterium.

[0178] In one embodiment of the present specification, R 21 At least 7 of them are hydrogen or deuterium, and the remainder may be unsubstituted phenyl groups, naphthyl groups substituted with or unsubstituted with deuterium, or biphenyl groups substituted with deuterium.

[0179] In one embodiment of the present specification, R" may be hydrogen, deuterium, a substituted or unsubstituted C1-C10 alkyl group, a substituted or unsubstituted C3-C30 cycloalkyl group, a substituted or unsubstituted C6-C30 aryl group, or a substituted or unsubstituted C2-C30 heterocyclic group.

[0180] In one embodiment of the present specification, R" may be hydrogen, deuterium, a substituted or unsubstituted C1-C6 alkyl group, a substituted or unsubstituted C3-C20 cycloalkyl group, a substituted or unsubstituted C6-C20 aryl group, or a substituted or unsubstituted C2-C20 heterocyclic group.

[0181] In one embodiment of the present specification, R" may be hydrogen, deuterium, a substituted or unsubstituted C6-C10 aryl group, or a substituted or unsubstituted C2-C10 heterocyclic group.

[0182] In one embodiment of the present specification, R" may be a deuterium, a C6-C10 aryl group substituted or unsubstituted with deuterium, or a C2-C10 heterocyclic group substituted or unsubstituted with deuterium.

[0183] In one embodiment of the present specification, Ar' and Ar" are identical or different from each other and may each independently be hydrogen, deuterium, a substituted or unsubstituted aryl group, or a heterocyclic group.

[0184] In one embodiment of the present specification, Ar' and Ar" are identical or different from each other and may each independently be hydrogen, deuterium, a substituted or unsubstituted C6-C30 aryl group, or a substituted or unsubstituted C2-C30 heterocyclic group.

[0185] In one embodiment of the present specification, Ar' and Ar" are identical or different from each other and may each independently be hydrogen, deuterium, a substituted or unsubstituted C6-C20 aryl group, or a substituted or unsubstituted C3-C20 heterocyclic group.

[0186] In one embodiment of the present specification, Ar' and Ar" are identical or different from each other and may each independently be hydrogen, deuterium, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted triphenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted xanthen group, a substituted or unsubstituted furan group, or a substituted or unsubstituted thiophene group, or may combine with adjacent groups to form a substituted or unsubstituted ring.

[0187] In one embodiment of this specification, Ar' and Ar" are identical or different from each other and may each independently be hydrogen, deuterium, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted triphenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted xanthen group, a substituted or unsubstituted furan group, or a substituted or unsubstituted thiophene group, or may combine with adjacent groups to form a substituted or unsubstituted aryl group, a heterocyclic group, or a combination thereof. The substituent may be one or more deuteriums, one or more alkyl groups (e.g., methyl group, ethyl group, etc.), one or more aryl groups (e.g., phenyl group, naphthyl group, etc.), or one or more heterocyclic groups (e.g., benzofuran group, benzothiophen group). It can be (etc.).

[0188] An organic light-emitting device according to one embodiment of the present specification is such that the chemical formula 2 is represented as either the following chemical formula 2-1 or chemical formula 2-2.

[0189] [Chemical Formula 2-1]

[0190]

[0191] [Chemical Formula 2-2]

[0192]

[0193] In the above chemical formulas 2-1 and 2-2,

[0194] L 104 , L 105 and L 106 are identical or different from each other, and each independently L of the above chemical formula 2 102 and L 103 It is the same as the definition of,

[0195] Ar1, Ar2, Ar3, Ar4, and Ar5 are identical or different from one another, and each is independently equal to the definitions of Ar' and Ar" of Chemical Formula 2 above, and

[0196] R 29 and R 30 are identical or different from each other, and each independently R of the above chemical formula 2. 21 It is the same as the definition of,

[0197] a 29 is an integer from 1 to 8, and

[0198] a 30 is an integer from 1 to 7.

[0199] The compound represented by Chemical Formula 2-1 will be described in detail below.

[0200] An organic light-emitting element according to one embodiment of the present specification is L 104 and L 105 The groups may be identical or different from each other and may each independently be a directly bonded, substituted or unsubstituted arylene group, or a substituted or unsubstituted heteroarylene group.

[0201] In one embodiment of the present specification, L 104 and L 105 The groups may be identical or different from each other and may each be a directly bonded, substituted or unsubstituted C6-C30 arylene group, or a substituted or unsubstituted C4-C30 heteroarylene group.

[0202] In one embodiment of the present specification, L 104 and L 105 The groups may be identical or different from each other and may each be a directly bonded, substituted, or unsubstituted C6-C20 arylene group, or a substituted or unsubstituted C4-C20 heteroarylene group.

[0203] In one embodiment of the present specification, L 104 and L 105 The groups may be identical or different from each other and may each be a directly bonded, substituted, or unsubstituted C6-C10 arylene group, or a substituted or unsubstituted C4-C10 heteroarylene group.

[0204] In one embodiment of the present specification, L 104 and L105 The groups may be identical or different from each other and each independently directly bonded, substituted or unsubstituted phenylene group, substituted or unsubstituted biphenylylene group, substituted or unsubstituted naphthylene group, substituted or unsubstituted furanilene group, substituted or unsubstituted benzofuranilene group, substituted or unsubstituted dibenzofuranilene group, substituted or unsubstituted thiophenylene group, substituted or unsubstituted benzothiophenylene group, or substituted or unsubstituted benzoxazole.

[0205] In one embodiment of the present specification, L 104 and L 105 The groups may be identical or different from each other and each independently be a directly bonded, substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted benzofuranylene group, a substituted or unsubstituted dibenzofuranylene group, a substituted or unsubstituted benzothiophenylene group, or a substituted or unsubstituted benzoxazole.

[0206] In one embodiment of the present specification, L 104 and L 105 The groups may be identical or different from each other and each independently a directly bonded, deuterium-substituted or unsubstituted phenylene group, deuterium-substituted or unsubstituted biphenylylene group, deuterium-substituted or unsubstituted naphthylene group, unsubstituted benzofuranylene group, deuterium-substituted or unsubstituted dibenzofuranylene group, unsubstituted benzothiophenylene group, or unsubstituted benzoxazole.

[0207] In one embodiment of the present specification, Ar1 and Ar2 may be identical or different from each other and may each be an independently substituted or unsubstituted aryl group or a heterocyclic group.

[0208] In one embodiment of the present specification, Ar1 and Ar2 may be identical or different from each other and may each be an independently substituted or unsubstituted C6-C30 aryl group or a substituted or unsubstituted C2-C30 heterocyclic group.

[0209] In one embodiment of the present specification, Ar1 and Ar2 may be identical or different from each other and may each be an independently substituted or unsubstituted C6-C20 aryl group or a substituted or unsubstituted C3-C20 heterocyclic group.

[0210] In one embodiment of the present specification, Ar1 and Ar2 may be identical or different from each other and 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 terphenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted triphenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted xanthen group, a substituted or unsubstituted furan group, or a substituted or unsubstituted thiophene group, or may combine with adjacent groups to form a substituted or unsubstituted ring.

[0211] In one embodiment of the present specification, Ar1 and Ar2 may be identical or different from each other and 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 terphenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted triphenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted xanthen group, a substituted or unsubstituted furan group, or a substituted or unsubstituted thiophene group, or may combine with adjacent groups to form a substituted or unsubstituted aryl group, a heterocyclic group, or a combination thereof. The above substituents may be one or more deuterium groups, one or more alkyl groups (e.g., methyl group, ethyl group, etc.), one or more aryl groups (e.g., phenyl group, naphthyl group, etc.), or one or more heterocyclic groups (e.g., benzofuran group, benzothiophen group, etc.), but are not limited thereto.

[0212] In one embodiment of the present specification, a 29 g is an integer from 1 to 8, and R 29s and s may be identical or different from each other and each independently hydrogen, deuterium, hydroxyl group, cyano group, halogen group, nitro group, substituted or unsubstituted alkyl group, substituted or unsubstituted cycloalkyl group, substituted or unsubstituted silyl group, substituted or unsubstituted aryl group, substituted or unsubstituted heterocyclic group, substituted or unsubstituted amine group, or -C(=O)R". R" is as defined above.

[0213] In one embodiment of the present specification, a 29 g is an integer from 1 to 8, and R 29 The groups may be identical or different from each other and, independently, hydrogen, deuterium, hydroxyl group, cyano group, halogen group, nitro group, substituted or unsubstituted C1-C10 alkyl group, substituted or unsubstituted C3-C30 cycloalkyl group, substituted or unsubstituted C1-C30 alkylsilyl group, substituted or unsubstituted C6-C90 arylsilyl group, substituted or unsubstituted C6-C30 aryl group, substituted or unsubstituted C2-C30 heterocyclic group, substituted or unsubstituted C1-C30 alkylamine group, substituted or unsubstituted C6-C60 arylamine group, substituted or unsubstituted C2-C60 heteroarylamine group, or -C(=O)R".

[0214] In one embodiment of the present specification, a 29 g is an integer from 1 to 8, and R 29 The groups may be identical or different from each other and, independently, hydrogen, deuterium, hydroxyl group, cyano group, halogen group, nitro group, substituted or unsubstituted C1-C6 alkyl group, substituted or unsubstituted C3-C20 cycloalkyl group, substituted or unsubstituted C6-C20 aryl group, or substituted or unsubstituted C2-C20 heterocyclic group.

[0215] In one embodiment of the present specification, a 29 g is an integer from 1 to 8, and R 29The groups may be identical or different from each other and, independently, hydrogen, deuterium, a C1-C6 alkyl group substituted or unsubstituted with deuterium, a C3-C20 cycloalkyl group substituted or unsubstituted with deuterium, a C6-C20 aryl group substituted or unsubstituted with deuterium, or a C2-C20 heterocyclic group substituted or unsubstituted with deuterium.

[0216] In one embodiment of the present specification, a 29 g is an integer from 1 to 8, and R 29 The groups may be identical or different from each other and, independently, be hydrogen, deuterium, or C6-C20 aryl groups substituted or unsubstituted with deuterium.

[0217] In one embodiment of the present specification, a 29 g is an integer from 1 to 8, and R 29 The groups may be identical or different from each other and, independently, hydrogen, deuterium, a phenyl group substituted or unsubstituted with deuterium, a naphthyl group substituted or unsubstituted with deuterium, or a biphenyl group substituted or unsubstituted with deuterium.

[0218] In one embodiment of the present specification, a 29 g is an integer from 1 to 8, and R 29 The groups may be identical or different from each other and, independently, hydrogen, deuterium, an unsubstituted phenyl group, a naphthyl group substituted with or unsubstituted with deuterium, or a biphenyl group substituted with deuterium.

[0219] In one embodiment of this specification, a total of 8 Rs 29 At least 7 of them are each independently hydrogen or deuterium, and the remaining 1 may be an unsubstituted phenyl group, a naphthyl group substituted with or unsubstituted with deuterium, or a biphenyl group substituted with deuterium.

[0220] The compound represented by Chemical Formula 2-2 will be described in detail below.

[0221] In one embodiment of the present specification, L 106It may be a directly bonded, substituted or unsubstituted arylene group, or a substituted or unsubstituted heteroarylene group.

[0222] In one embodiment of the present specification, L 106 It may be a directly bonded, substituted, or unsubstituted C6-C30 arylene group, or a substituted or unsubstituted C4-C30 heteroarylene group.

[0223] In one embodiment of the present specification, L 106 It may be a directly bonded, substituted, or unsubstituted C6-C20 arylene group, or a substituted or unsubstituted C4-C20 heteroarylene group.

[0224] In one embodiment of the present specification, L 106 It may be a directly bonded, substituted, or unsubstituted C6-C10 arylene group, or a substituted or unsubstituted C4-C10 heteroarylene group.

[0225] In one embodiment of the present specification, L 106 It may be a directly bonded, substituted or unsubstituted phenylene group, substituted or unsubstituted biphenylylene group, substituted or unsubstituted naphthylene group, substituted or unsubstituted furanilene group, substituted or unsubstituted benzofuranilene group, substituted or unsubstituted dibenzofuranilene group, substituted or unsubstituted thiophenylene group, substituted or unsubstituted benzothiophenylene group, or substituted or unsubstituted benzoxazole.

[0226] In one embodiment of the present specification, L 106 It may be a directly bonded, substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted benzofuranilene group, a substituted or unsubstituted dibenzofuranilene group, a substituted or unsubstituted benzothiophenylene group, or a substituted or unsubstituted benzoxazole.

[0227] In one embodiment of the present specification, L 106It may be a directly bonded, substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenyllylene group, or a substituted or unsubstituted naphthylene group.

[0228] In one embodiment of the present specification, L 106 It may be a directly bonded or unsubstituted naphthylene group.

[0229] In one embodiment of the present specification, Ar3 may be a substituted or unsubstituted aryl group or a heterocyclic group.

[0230] In one embodiment of the present specification, Ar3 may be a substituted or unsubstituted C6-C30 aryl group, or a substituted or unsubstituted C2-C30 heterocyclic group.

[0231] In one embodiment of the present specification, Ar3 may be a substituted or unsubstituted C6-C20 aryl group, or a substituted or unsubstituted C3-C20 heterocyclic group.

[0232] In one embodiment of the present specification, Ar3 may be a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted triphenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted xanthen group, a substituted or unsubstituted furan group, or a substituted or unsubstituted thiophene group, or may combine with adjacent groups to form a substituted or unsubstituted ring.

[0233] In one embodiment of the present specification, Ar3 may be a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthyl group, or a substituted or unsubstituted terphenyl group.

[0234] In one embodiment of the present specification, Ar3 is an unsubstituted phenyl group, an unsubstituted naphthyl group, or an unsubstituted m-terphenyl group ( It could be. Dotted line( ) is L106 It refers to the part connected to.

[0235] In one embodiment of the present specification, Ar4 and Ar5 may be identical or different from each other and may each be an independently substituted or unsubstituted aryl group or a heterocyclic group.

[0236] In one embodiment of the present specification, Ar4 and Ar5 may be identical or different from each other and may each be an independently substituted or unsubstituted C6-C30 aryl group or a substituted or unsubstituted C2-C30 heterocyclic group.

[0237] In one embodiment of the present specification, Ar4 and Ar5 may be identical or different from each other and may each be an independently substituted or unsubstituted C6-C20 aryl group or a substituted or unsubstituted C3-C20 heterocyclic group.

[0238] In one embodiment of the present specification, Ar4 and Ar5 may be identical or different from each other and 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 terphenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted triphenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted xanthen group, a substituted or unsubstituted furan group, or a substituted or unsubstituted thiophene group, or may combine with adjacent groups to form a substituted or unsubstituted ring.

[0239] In one embodiment of the present specification, Ar4 and Ar5 may be identical or different from each other and 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 furan group, or a substituted or unsubstituted thiophene group, or may combine with adjacent groups to form a substituted or unsubstituted ring.

[0240] In one embodiment of the present specification, Ar4 and Ar5 are identical and may be a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted furan group, or a substituted or unsubstituted thiophene group, or may combine with adjacent groups to form a substituted or unsubstituted ring.

[0241] In one embodiment of the present specification, Ar4 and Ar5 are identical and may be a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, or a substituted or unsubstituted furan group.

[0242] In one embodiment of the present specification, Ar4 and Ar5 are identical and may be an unsubstituted naphthyl group or an unsubstituted dibenzofuran group.

[0244] In one embodiment of the present specification, a 30 This is an integer from 1 to 7, and R 30 These may be identical or different from one another and each independently hydrogen, deuterium, hydroxyl group, cyano group, halogen group, nitro group, substituted or unsubstituted alkyl group, substituted or unsubstituted cycloalkyl group, substituted or unsubstituted silyl group, substituted or unsubstituted aryl group, substituted or unsubstituted heterocyclic group, substituted or unsubstituted amine group, or -C(=O)R". R" is as defined above.

[0245] In one embodiment of the present specification, a 30 This is an integer from 1 to 7, and R 30These may be identical or different from each other and, independently, hydrogen, deuterium, hydroxyl group, cyano group, halogen group, nitro group, substituted or unsubstituted C1-C10 alkyl group, substituted or unsubstituted C3-C30 cycloalkyl group, substituted or unsubstituted C1-C30 alkylsilyl group, substituted or unsubstituted C6-C90 arylsilyl group, substituted or unsubstituted C6-C30 aryl group, substituted or unsubstituted C2-C30 heterocyclic group, substituted or unsubstituted C1-C30 alkylamine group, substituted or unsubstituted C6-C60 arylamine group, substituted or unsubstituted C2-C60 heteroarylamine group, or -C(=O)R".

[0246] In one embodiment of the present specification, a 30 This is an integer from 1 to 7, and R 30 These may be identical or different from each other and, independently, hydrogen, deuterium, hydroxyl group, cyano group, halogen group, nitro group, substituted or unsubstituted C1-C6 alkyl group, substituted or unsubstituted C3-C20 cycloalkyl group, substituted or unsubstituted C6-C20 aryl group, or substituted or unsubstituted C2-C20 heterocyclic group.

[0247] In one embodiment of the present specification, a 30 This is an integer from 1 to 7, and R 30 These may be identical or different from each other and, independently, hydrogen, deuterium, a C1-C6 alkyl group substituted or unsubstituted with deuterium, a C3-C20 cycloalkyl group substituted or unsubstituted with deuterium, a C6-C20 aryl group substituted or unsubstituted with deuterium, or a C2-C20 heterocyclic group substituted or unsubstituted with deuterium.

[0248] In one embodiment of the present specification, a 30 This is an integer from 1 to 7, and R 30 These may be identical or different from each other and, independently, may be C6-C20 aryl groups substituted or unsubstituted with hydrogen, deuterium, or deuterium.

[0249] In one embodiment of the present specification, a 30 This is an integer from 1 to 7, and R 30 These may be identical or different from each other and, independently, hydrogen, deuterium, a phenyl group substituted or unsubstituted with deuterium, a naphthyl group substituted or unsubstituted with deuterium, or a biphenyl group substituted or unsubstituted with deuterium.

[0250] In one embodiment of the present specification, a 30 This is an integer from 1 to 7, and R 30 These may be identical or different from each other and, independently, hydrogen, deuterium, an unsubstituted phenyl group, a naphthyl group substituted with or unsubstituted with deuterium, or a biphenyl group substituted with deuterium.

[0251] In one embodiment of this specification, 7 R 30 Each can be hydrogen or deuterium independently.

[0252] In one embodiment of this specification, 7 R 30 Each can be hydrogen independently.

[0253] An organic light-emitting device according to one embodiment of the present specification has a sublimation temperature (T) of a compound represented by the chemical formula 1. sub1 ) and the sublimation temperature (T) of the compound represented by the above chemical formula 2 sub2 ) satisfies the following equation (1):

[0254] | T sub1 - T sub2 | ≤ 20 ℃ - Equation (1)

[0255] When the above-described configuration is satisfied, while reproducing the low voltage and high efficiency provided by the compound represented by Chemical Formula 2, electron injection into the triplet energy level of the dopant provided by the compound represented by Chemical Formula 1 is facilitated, and the formation rate of excitons increases, thus having the advantage of increasing luminescence efficiency.

[0256] An organic light-emitting device according to one embodiment of the present specification comprises, wherein the light-emitting layer includes a first light-emitting layer and a second light-emitting layer,

[0257] The first light-emitting layer comprises a compound represented by the chemical formula 1 as a first host material, and

[0258] The second light-emitting layer comprises a compound represented by Chemical Formula 2 as a second host material. When this configuration is satisfied, the efficiency of the organic light-emitting device can be further improved.

[0259] An organic light-emitting device according to one embodiment of the present specification has a second light-emitting layer provided between the first light-emitting layer and the cathode.

[0260] An organic light-emitting device according to one embodiment of the present specification is configured such that the first light-emitting layer and the second light-emitting layer are in direct contact. When this configuration is satisfied, the efficiency of the organic light-emitting device can be further improved.

[0261] An organic light-emitting device according to one embodiment of the present specification comprises, in the first light-emitting layer, a combination of two or more compounds represented by the chemical formula 1 as a first host material.

[0262] An organic light-emitting device according to one embodiment of the present specification further comprises a dopant material in the light-emitting layer.

[0263] As described above, the light-emitting layer may comprise a single layer or two or more light-emitting layers. In the case where the light-emitting layer is a single layer, it may further comprise a single dopant material or a combination of multiple dopant materials with respect to the compound represented by Formula 1 and the compound represented by Formula 2. Additionally, in the case where the light-emitting layer is two layers, if it comprises a first light-emitting layer comprising a compound represented by Formula 1 and a second light-emitting layer comprising a compound represented by Formula 2, each light-emitting layer may comprise the same type of dopant material or different types of dopant materials. Preferably, the two or more light-emitting layers comprise the same type of dopant material.

[0264] An organic light-emitting device according to one embodiment of the present specification is such that the dopant material is a fluorescent dopant.

[0265] An organic light-emitting device according to one embodiment of the present specification, wherein the fluorescent dopant is a blue fluorescent dopant.

[0266] An organic light-emitting device according to one embodiment of the present specification has a blue fluorescent dopant that is a pyrene-based compound or a non-pyrene-based compound.

[0267] An organic light-emitting device according to one embodiment of the present specification is such that the non-pyrene compound is an arylamine compound or a boron compound.

[0268] Compared to the above-mentioned pyrene-based compound, when a non-pyrene-based compound is used as a fluorescent dopant, efficiency can be improved and lifespan increased due to the characteristic of a narrow full width at half maximum.

[0269] The above pyrene-based compound may be a pyrene-based compound substituted with a diarylamine having a band gap smaller than that of the host material, such as BD02 (N1, N1, N6, N6-tetraphenylpyrene-1,6-diamine).

[0270] The above non-pyrene compounds are compounds that are not pyrene or are not pyrene derivatives, and may include, but are not limited to, metal complexes (iridium complexes, platinum complexes, etc.), boron compounds (DABNA-1, etc.), aryl amine compounds (Coumarin 6, etc.).

[0271] In one embodiment of the present specification, the pyrene-based compound is represented by the following formula Z1, and the non-pyrene-based compounds are represented by the following formulas Z2 (aryl amine-based compound) and Z3 (boron-based compound).

[0272] [Chemical Formula Z1]

[0273]

[0274] [Chemical Formula Z2]

[0275]

[0276] [Chemical Formula Z3]

[0277]

[0278] In the above chemical formulas Z1 to Z3,

[0279] X3 and X4 are each hydrogen or deuterium, or directly bonded to each other to form a ring,

[0280] R41 and R42 are identical or different from each other, and each is independently hydrogen, deuterium, or a substituted or unsubstituted alkyl group, and

[0281] Ar31 to Ar34, Ar41 to Ar44, Ar51 and Ar52 are identical or different from one another, and each is independently a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group, and

[0282] Cy1 to Cy3 are identical or different from one another, and each is independently a monocyclic to polycyclic aromatic hydrocarbon ring or a monocyclic to polycyclic aromatic heterocyclic ring, and

[0283] R31, R32, R43 to R46 and R51 to R53 are identical or different from one another, and each is independently hydrogen, deuterium, halogen group, cyano group, substituted or unsubstituted alkyl group, substituted or unsubstituted silyl group, substituted or unsubstituted cycloalkyl group, substituted or unsubstituted amine group, substituted or unsubstituted aryl group, or substituted or unsubstituted heterocyclic group, or forms a substituted or unsubstituted ring by bonding with an adjacent substituent, and

[0284] r41, r42 and r51 to r53 are each integers from 0 to 4, and if they are 2 or more, the substituents in parentheses are identical or different from each other.

[0285] In one embodiment of the present specification, Ar31 to Ar34, Ar41 to Ar44, Ar51 and Ar52 are identical or different from one another and are each independently substituted or unsubstituted C6-C30 aryl groups; or substituted or unsubstituted C2-C30 heterocyclic groups.

[0286] In one embodiment of the present specification, Ar31 to Ar34, Ar41 to Ar44, Ar51 and Ar52 are identical or different from each other and are each independently a C6-C20 aryl group substituted or unsubstituted with one or more substituents selected from the group consisting of deuterium, halogen groups, and C1-C6 alkyl groups, or a substituent connected with two or more groups selected from said group; or a C2-C20 heterocyclic group substituted or unsubstituted with one or more substituents selected from the group consisting of deuterium, halogen groups, and C1-C6 alkyl groups, or a substituent connected with two or more groups selected from said group.

[0287] In one embodiment of the present specification, Cy1 to Cy3 are identical or different from each other and are each independently a single-ring to three-ring aromatic hydrocarbon ring; or a single-ring to three-ring aromatic heterocyclic ring containing N, O, or S.

[0288] In one embodiment of the present specification, Cy1 to Cy3 are identical or different from each other and are each independently a benzene ring; a naphthalene ring; a furan ring; a thiophene ring; a benzofuran ring; a benzothiophene ring; a dibenzofuran ring; or a dibenzothiophene ring, and a C5-C10 aliphatic hydrocarbon ring may be additionally condensed.

[0289] In one embodiment of the present specification, R31, R32, R43 to R46, R51 to R53 are identical or different from one another and each independently hydrogen; deuterium; a halogen group; a cyano group; a substituted or unsubstituted C1-C10 alkyl group; a substituted or unsubstituted C1-C30 alkylsilyl group; a substituted or unsubstituted C6-C90 arylsilyl group; a substituted or unsubstituted C3-C30 cycloalkyl group; a substituted or unsubstituted C1-C30 alkylamine group; a substituted or unsubstituted C6-C60 arylamine group; a substituted or unsubstituted C2-C60 heteroarylamine group; a substituted or unsubstituted C6-C30 aryl group; or a substituted or unsubstituted C2-C30 heterocyclic group, or a C3-C30 hydrocarbon ring formed by being combined with an adjacent substituent; Or forms a substituted or unsubstituted C2-C30 heterocycle.

[0290] In one embodiment of the present specification, the boron-based compound formula Z3 is any one of the following formulas Z3-1 to Z3-3.

[0291] [Chemical Formula Z3-1]

[0292]

[0293] [Chemical Formula Z3-2]

[0294]

[0295] [Chemical Formula Z3-3]

[0296]

[0297] In the above chemical formulas Z3-1 to Z3-3,

[0298] R51 to R53, r52, Ar51 and Ar52 are as defined in the chemical formula Z3, and

[0299] X5 is 0; or S, and

[0300] r521 is an integer from 0 to 2, and if r521 is 2, R52 are the same or different from each other.

[0301] In one embodiment of the present specification, Ar51 and Ar52 are identical or different from each other and are each independently a C6-C30 aryl group in which an aliphatic hydrocarbon ring is condensed or uncondensed; or a C2-C30 heterocyclic group, and said aryl group or heterocyclic group is substituted or unsubstituted with one or more substituents selected from the group consisting of deuterium, halogen groups, and C1-C10 alkyl groups, or with a substituent connected to two or more groups selected from said group.

[0302] In one embodiment of the present specification, the aryl group or heterocyclic group of Ar51 comprises a non-hydrogen substituent at a position ortho oriented with respect to the connected N.

[0303] In one embodiment of the present specification, the aryl group or heterocyclic group of Ar52 comprises a non-hydrogen substituent at a position ortho oriented with respect to the connected N.

[0304] In one embodiment of the present specification, R51 to R53 are identical or different from one another and each independently hydrogen; deuterium; a halogen group; a cyano group; a substituted or unsubstituted C1-C10 alkyl group; a substituted or unsubstituted C1-C30 alkylsilyl group; a substituted or unsubstituted C6-C90 arylsilyl group; a substituted or unsubstituted C3-C30 cycloalkyl group; a substituted or unsubstituted C1-C30 alkylamine group; a substituted or unsubstituted C6-C60 arylamine group; a substituted or unsubstituted C2-C60 heteroarylamine group; a substituted or unsubstituted C6-C30 aryl group; or a substituted or unsubstituted C2-C30 heterocyclic group, or an aliphatic hydrocarbon ring of C3-C30 bonded to an adjacent substituent; Or forms a substituted or unsubstituted C6-C30 aromatic hydrocarbon ring.

[0305] In one embodiment of the present specification, R51 to R53 are identical or different from one another and are each independently hydrogen; deuterium; methyl group; tert-butyl group; phenyl group; phenyl group substituted with tert-butyl group; diphenylamine group; or bis((tert-butyl)phenyl)amine group.

[0306] In one embodiment of the present specification, two adjacent R51s, two adjacent R52s, or two adjacent R53s are combined with each other to form a substituted or unsubstituted ring. The ring is a C3-C30 aliphatic hydrocarbon ring; or a C6-C30 aromatic hydrocarbon ring, specifically a cyclopentene, cyclohexene, tetrahydronaphthalene ring, benzene ring, or naphthalene ring.

[0307] In one embodiment of the present specification, the dopant may be selected from the following structures, but is not limited thereto.

[0308]

[0309] In one embodiment of the present specification, the dopant material in the light-emitting layer may be included in an amount of 0.01 to 50 parts by weight based on 100 parts by weight of the host material, or in an amount of 0.1 to 30 parts by weight, 1 to 10 parts by weight, or 2 parts by weight. Within the above ranges, energy transfer from the host to the dopant occurs efficiently. At this time, 100 parts by weight of the host material is based on the total weight of the compound of Formula 1 and / or the compound of Formula 2.

[0310] An organic light-emitting element according to one embodiment of the present specification is R1 to R 10 One of them and R 11 to R 20 One of them is L 101 Each is connected to and, where at least one of the remainders is a substituted or unsubstituted aryl group, is selected from phenyl, biphenyl, terphenyl, naphthyl, dimethylfluorenyl, diphenylfluorenyl, spirobifluorenyl, phenanthrenyl, or triphenylenyl, or where at least one of the remainders is -C(=O)R', where R' is a substituted or unsubstituted aryl group, is selected from phenyl, biphenyl, terphenyl, naphthyl, dimethylfluorenyl, diphenylfluorenyl, spirobifluorenyl, phenanthrenyl, or triphenylenyl.

[0311] If the above configuration is satisfied, the efficiency of the organic light-emitting device can be further improved.

[0312] An organic light-emitting device according to one embodiment of the present specification has a deuterium substitution rate for at least one of the compound represented by Formula 1 and the compound represented by Formula 2, each independently 1% or more and 100% or less.

[0313] In one embodiment of the present specification, the deuterium substitution rate for at least one of the compound represented by Formula 1 and the compound represented by Formula 2 may each be independently 1% or more, 10% or more, 20% or more, 30% or more, 40% or more, or 50% or more.

[0314] In one embodiment of the present specification, the deuterium substitution rate for at least one of the compound represented by Formula 1 and the compound represented by Formula 2 may each independently be 100% or less, 99% or less, 98% or less, 97% or less, 96% or less, or 95% or less.

[0315] According to one embodiment of the present specification, the deuterium substitution rate for both the compound represented by Formula 1 and the compound represented by Formula 2 is 100%.

[0316] The above deuterium substitution rate can be calculated by the method described above. According to an additional example, at least one deuterium is directly substituted for the anthracene of Chemical Formula 2. The light-emitting layer of an organic light-emitting device is a region that emits light and is a region where molecular loss due to energy is significant. Since the carbon-deuterium bond is stronger than the carbon-hydrogen bond and deuterium has a higher mass value than hydrogen, it lowers the zero point energy with carbon, thereby increasing the bond energy. Therefore, by replacing the carbon-hydrogen bond contained within the molecule of the compound of Chemical Formula 2 with a carbon-deuterium bond, the molecular bond energy can be increased, and a device with excellent lifespan can be obtained.

[0317] Zero-point energy =

[0318] An organic light-emitting device comprising a compound of Formula 1 and / or Formula 2 having a deuterium substitution rate according to one embodiment of the present specification has improved heat resistance and an improved lifespan.

[0319] An organic light-emitting device according to one embodiment of the present specification has at most one nitrogen contained in the compound represented by Chemical Formula 1.

[0320] An organic light-emitting device according to one embodiment of the present specification comprises a triplet energy level (T) of a compound represented by the chemical formula 1. h1 ) is 2.30 eV or higher.

[0321] In one embodiment of the present specification, the triplet energy level (T) of the compound represented by Formula 1 h1 ) may be 2.30 eV or more, 2.40 eV or more, or 2.50 eV or more.

[0322] An organic light-emitting device according to one embodiment of the present specification comprises a triplet energy level (T) of a compound represented by the chemical formula 1. h1 ) is the triplet energy level (T) of the compound represented by the above chemical formula 2. h2 It is higher than ).

[0323] An organic light-emitting device according to one embodiment of the present specification comprises a triplet energy level (T) of a compound represented by the chemical formula 1. h1 ) is 2.30eV ≤ T h1 It can satisfy ≤ 2.90 eV.

[0324] In one embodiment of the present specification, the triplet energy level (T) of the compound represented by Formula 1 h1 ) may be greater than 2.30 eV, greater than 2.40 eV, or greater than 2.50 eV.

[0325] In one embodiment of the present specification, the triplet energy level (T) of the compound represented by Formula 1 h1 ) may be less than 2.90 eV, less than 2.80 eV, or less than 2.70 eV.

[0326] An organic light-emitting device according to one embodiment of the present specification comprises a triplet energy level (T) of a compound represented by the chemical formula 2. h2) is 1.40 eV ≤ T h2 It can satisfy ≤ 1.80 eV.

[0327] In one embodiment of the present specification, the triplet energy level (T) of the compound represented by Formula 2. h2 ) may be greater than 1.40 eV, greater than 1.45 eV, greater than 1.50 eV, or greater than 1.55 eV.

[0328] In one embodiment of the present specification, the triplet energy level (T) of the compound represented by Formula 2. h2 ) may be less than 1.80 eV, less than 1.75 eV, less than 1.70 eV, or less than 1.65 eV.

[0329] An organic light-emitting device according to one embodiment of the present specification comprises a triplet energy level (T) of a compound represented by the chemical formula 1. h1 ) and the triplet energy level (T) of the compound represented by the above chemical formula 2 h2 ) can satisfy the following equation (2).

[0330] Δ(T h1 -T h2 ) ≤ 1.50eV - Equation (2)

[0331] In one embodiment of the present specification, the triplet energy level (T) of the compound represented by Formula 1 h1 ) and the triplet energy level (T) of the compound represented by the above chemical formula 2 h2 ) difference(Δ(T h1 -T h2 )) may be 1.50 eV or less, 1.45 eV or less, 1.40 eV or less, 1.35 eV or less, or 1.30 eV or less.

[0332] An organic light-emitting device according to one embodiment of the present specification comprises a triplet energy level (T) of a compound represented by the chemical formula 1. h1 ), triplet energy level (T) of the compound represented by the above chemical formula 2 h2) and the triplet energy level (T) of the blue fluorescent dopant BD ) can satisfy at least one of the following equations (3) and (4).

[0333] Δ(T BD - T h1 ) ≤ 0.40 eV - Equation (3) and

[0334] Δ(T BD - T h2 ) ≥ 0.40 eV - Equation (4)

[0335] In one embodiment of the present specification, the triplet energy level (T) of the compound represented by Formula 1 h1 ) and the triplet energy level (T) of the blue fluorescent dopant BD ) difference(Δ(T BD - T h1 )) may be 0.40 eV or less, 0.35 eV or less, or 0.30 eV or less.

[0336] In one embodiment of the present specification, the triplet energy level (T) of the compound represented by Formula 2. h2 ) and the triplet energy level (T) of the blue fluorescent dopant BD ) difference(Δ(T BD - T h2 )) may be 0.40 eV or more, 0.45 eV or more, or 0.50 eV or more.

[0337] In one embodiment of the present specification, the triplet energy level (T) of the compound represented by Formula 1 h1 ), triplet energy level (T) of the compound represented by the above chemical formula 2 h2 ) and the triplet energy level (T) of the blue fluorescent dopant BD ) can satisfy both of the above equations (3) and (4).

[0338] An organic light-emitting element according to one embodiment of the present specification is L 101 The triplet energy level (T) of the structure represented by L101) and the triplet energy level (T) of the compound represented by the above chemical formula 1 h1 ) can satisfy the following equation (5).

[0339] Δ(T L101 - T h1 ) ≤ 1.50eV - Equation (5)

[0340] In one embodiment of the present specification, L 101 The triplet energy level (T) of the structure represented by L101 ) and the triplet energy level (T) of the compound represented by the above chemical formula 1 h1 ) difference(Δ(T L101 - T h1 )) may be 1.50 eV or less, 1.45 eV or less, or 1.40 eV or less.

[0341] If any one of the above configurations is satisfied, electron injection into the triplet energy level of the dopant becomes easier, and the formation rate of excitons increases, thereby increasing efficiency.

[0342] In this specification, the triplet energy level (T h1 ) can be measured using a spectrometer capable of fluorescence and phosphorescence measurements, and under measurement conditions, 10 using toluene or tetrahydrofuran (THF) as a solvent in a cryogenic state using liquid nitrogen -6 A solution is prepared at a concentration of M, and a light source within the absorption wavelength range of the substance is irradiated onto the solution. Singlet emission is excluded from the resulting emission spectrum, and the triplet emission spectrum is analyzed for verification. Since the time an electron remains in the triplet state is much longer than the time it remains in the singlet state when electrons are reversed from the light source, separation of the two components is possible under cryogenic conditions.

[0343] In this specification, triplet energy (E T1) can be calculated in the following manner. After cooling the sample to 77K, excitation light (360nm) is irradiated onto the sample for phosphorescence measurement, and the phosphorescence intensity is measured using a streak camera. Then, a tangent line is drawn on the rising point of the phosphorescence spectrum, and the wavelength value λedge [nm] at the intersection point of the tangent line and the x-axis is obtained. This wavelength value is then substituted into the following equation (6) to convert E into an energy value. T1 The value can be calculated. At this time, the emission spectrum was measured using a nitrogen laser (MNL200, manufactured by Lasertechnik Berlin) and a streak camera (C4334, manufactured by Hamamatsu Photonics).

[0344] E T1 [eV] = 1239.85 / λedge - Equation (6)

[0345] In one embodiment of the present specification, the triplet energy level (E T1 ) can be calculated using Gaussian 03, a quantum chemistry computation program manufactured by Gaussian Inc. of the United States. Specifically, using density functional theory (DFT), the triplet energy can be calculated by time-dependent density functional theory (TD-DFT) for a structure optimized using B3LYP (Becke, three-parameter, Lee-Yang-Parr) as the functional and 6-31G* as the basis function.

[0346] An organic light-emitting device according to one embodiment of the present specification may have a maximum emission wavelength (λmax) of the compound represented by Formula 1 and the compound represented by Formula 2 in the light-emitting layer, each within a range of 400 nm or more and 500 nm or less.

[0347] Preferably, the maximum emission wavelength (λmax) of the compound represented by Chemical Formula 1 and the compound represented by Chemical Formula 2 may each be within a range of 400 nm or more and 485 nm or less, or 400 nm or more and 470 nm or less. When this configuration is satisfied, the emitting layer may emit blue light.

[0348] A compound according to one embodiment of the present specification is represented by the following chemical formula 1.

[0349] [Chemical Formula 1]

[0350]

[0351] In the above chemical formula 1,

[0352] L 101 Each is independently phenyl, biphenyl, terphenyl, naphthyl, dimethylfluorenyl, diphenylfluorenyl, spirobifluorenyl, phenanthrenyl, triphenylenyl, dibenzofuranyl, dibenzothiophenyl, or carbazolyl, where L 101 is additionally substituted or unsubstituted with deuterium, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, or L 101 At least one of the substituents may combine with an adjacent substituent to form one or more substituted or unsubstituted rings, and

[0353] R1 to R 10 Any one of and R 11 to R 20 One of them is L 101Each is connected to, and the remainders are identical or different from one another, and each independently is hydrogen, deuterium, cyano group, halogen group, nitro group, substituted or unsubstituted alkyl group, substituted or unsubstituted alkoxy group, substituted or unsubstituted thioalkyl group, substituted or unsubstituted alkenyl group, substituted or unsubstituted alkynyl group, substituted or unsubstituted cycloalkyl group, substituted or unsubstituted silyl group, substituted or unsubstituted aryl group, substituted or unsubstituted heterocyclic group, substituted or unsubstituted amine group, or -C(=O)R',

[0354] R' is hydrogen, deuterium, hydroxyl group, amine group, substituted or unsubstituted alkyl group, substituted or unsubstituted cycloalkyl group, substituted or unsubstituted aryl group, or substituted or unsubstituted heterocyclic group, and

[0355] n is an integer from 1 to 5, and if n is 2 or greater, L of 2 or more 101 They are identical or different from each other.

[0356] The above L 101 , R1 to R 20 The explanation for , R', and n is the same as the previously explained content.

[0357] A compound according to one embodiment of the present specification is R1 to R 10 Any one of and R 11 to R 20 One of them is L 101 Connected to each,

[0358] Where at least one of the remainder is a substituted or unsubstituted aryl group, it is selected from phenyl, biphenyl, terphenyl, naphthyl, dimethylfluorenyl, diphenylfluorenyl, phenanthrenyl, or triphenylenyl, or

[0359] At least one of the remainder is -C(=O)R', where R' is a substituted or unsubstituted aryl group, selected from phenyl, biphenyl, terphenyl, naphthyl, dimethylfluorenyl, diphenylfluorenyl, phenanthrenyl, or triphenylenyl.

[0360] The above L 101 , R1 to R 20 The descriptions for , and R' are the same as those previously explained.

[0361] A compound according to one embodiment of the present specification has a deuterium substitution rate of 1% or more and 100% or less for the compound represented by Formula 1. Preferably, the deuterium substitution rate for the compound represented by Formula 1 is 1% or more, 10% or more, 20% or more, 30% or more, 40% or more, or 50% or more.

[0362] The explanation regarding the deuterium substitution rate is the same as that explained earlier.

[0363] A compound according to one embodiment of the present specification has a maximum of 1 nitrogen contained in the compound.

[0364] A compound according to one embodiment of the present specification is a triplet energy level (T) of a compound represented by the chemical formula 1. h1 ) is 2.30 eV or higher.

[0365] T h1 The explanation for is the same as the previously explained content.

[0366] A compound according to one embodiment of the present specification is L 101 The triplet energy level (T) of the structure represented by L101 ) and the triplet energy level (T) of the compound represented by the above chemical formula 1 h1 ) is Δ(T L101 - T h1 ) ≤ 1.50 eV can be satisfied.

[0367] T L101 and T h1 The explanation for is the same as the previously explained content.

[0368] A compound according to one embodiment of the present specification has a maximum emission wavelength (λmax) of the compound represented by Chemical Formula 1 that is within the range of 400 nm or more and 500 nm or less.

[0369] A compound according to one embodiment of the present specification is represented by the following chemical formula 1.

[0370] [Chemical Formula 1]

[0371]

[0372] In the above chemical formula 1,

[0373] L 101 Each is independently phenyl, biphenyl, terphenyl, naphthyl, dimethylfluorenyl, diphenylfluorenyl, spirobifluorenyl, phenanthrenyl, triphenylenyl, dibenzofuranyl, dibenzothiophenyl, or carbazolyl, where L 101 is additionally substituted or unsubstituted with deuterium, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, or L 101 At least one of the substituents may combine with an adjacent substituent to form one or more substituted or unsubstituted rings, and

[0374] R1 to R 10 Any one of and R 11 to R 20 One of them is L 101 Each is connected to, and the remainders are identical or different from one another, and each independently is hydrogen, deuterium, cyano group, halogen group, nitro group, substituted or unsubstituted alkyl group, substituted or unsubstituted alkoxy group, substituted or unsubstituted thioalkyl group, substituted or unsubstituted alkenyl group, substituted or unsubstituted alkynyl group, substituted or unsubstituted cycloalkyl group, substituted or unsubstituted silyl group, substituted or unsubstituted aryl group, substituted or unsubstituted heterocyclic group, substituted or unsubstituted amine group, or -C(=O)R',

[0375] R' is hydrogen, deuterium, hydroxyl group, amine group, substituted or unsubstituted alkyl group, substituted or unsubstituted cycloalkyl group, substituted or unsubstituted aryl group, or substituted or unsubstituted heterocyclic group, and

[0376] n is an integer from 1 to 5, and if n is 2 or greater, L of 2 or more 101 They are identical or different from each other.

[0377] The above L 101 , R1 to R 20 The descriptions for , R' and n are the same as those previously described.

[0378] A compound according to one embodiment of the present specification is R1 to R 10 Any one of and R 11 to R 20 One of them is L 101 Connected to each,

[0379] Where at least one of the remainder is a substituted or unsubstituted aryl group, it is selected from phenyl, biphenyl, terphenyl, naphthyl, dimethylfluorenyl, diphenylfluorenyl, phenanthrenyl, or triphenylenyl, or

[0380] At least one of the remainder is -C(=O)R', where R' is a substituted or unsubstituted aryl group, selected from phenyl, biphenyl, terphenyl, naphthyl, dimethylfluorenyl, diphenylfluorenyl, phenanthrenyl, or triphenylenyl.

[0381] The above L 101 , R1 to R 20 The explanation for and R' is the same as the previously explained.

[0382] A compound according to one embodiment of the present specification has a deuterium substitution rate of 1% or more and 100% or less for the compound represented by Formula 1. Preferably, the deuterium substitution rate for the compound represented by Formula 1 is 1% or more, 10% or more, 20% or more, 30% or more, 40% or more, or 50% or more.

[0383] The explanation regarding the deuterium substitution rate is the same as that explained earlier.

[0384] A compound according to one embodiment of the present specification has a maximum of 1 nitrogen contained in the compound.

[0385] A compound according to one embodiment of the present specification is a triplet energy level (T) of a compound represented by the chemical formula 1. h1 ) is 2.30 eV or higher.

[0386] T h1 The explanation for is the same as the previously explained content.

[0387] A compound according to one embodiment of the present specification is L 101 The triplet energy level (T) of the structure represented by L101 ) and the triplet energy level (T) of the compound represented by the above chemical formula 1 h1 ) is Δ(T L101 - T h1 ) ≤1.50 eV can be satisfied.

[0388] T L101 and T h1 The explanation for is the same as the previously explained content.

[0389] A compound according to one embodiment of the present specification has a maximum emission wavelength (λmax) of the compound represented by Chemical Formula 1 that is within the range of 400 nm or more and 500 nm or less.

[0390] The description of the maximum emission wavelength (λmax) of the compound represented by Chemical Formula 1 is the same as that described above.

[0391] In one embodiment of the present specification, the formula 1 is represented by any one of the following compounds.

[0392]

[0393]

[0394]

[0395]

[0396]

[0397]

[0398]

[0399] .

[0400] Compounds represented by Formulas 1 and 2 according to one embodiment of this specification may be prepared by methods known in the art based on the synthesis examples of this specification. Additionally, compounds corresponding to the respective ranges of Formulas 1 and 2 may be synthesized by synthesis methods known in the art using starting materials, intermediate materials, etc. known in the art. Furthermore, substituents may be bonded by methods known in the art, and if necessary, the type, position, or number of substituents may be changed according to techniques well known in the art.

[0401] [Reaction equation of Chemical Formula 1]

[0402]

[0403] [Reaction equation of Chemical Formula 2]

[0404]

[0405] In this specification, compounds having various energy band gaps can be synthesized by introducing various substituents into the core structure of a compound represented by Formula 1 and / or Formula 2. In addition, in this specification, the HOMO and LUMO energy levels of the compound can also be controlled by introducing various substituents into the core structure of such a structure.

[0406] In one embodiment of the present specification, the organic light-emitting device may be an organic light-emitting device of a normal type structure in which an anode, one or more organic layers, and a cathode are sequentially stacked on a substrate.

[0407] In one embodiment of the present specification, the organic light-emitting device may be an inverted type organic light-emitting device in which a cathode, one or more organic layers, and an anode are sequentially stacked on a substrate.

[0408] In the organic light-emitting device of the present invention, the organic layer may include an electron blocking layer, and the electron blocking layer may be made of a material known in the art.

[0409] The above organic light-emitting device may have a stacked structure such as, for example, the following, but is not limited thereto.

[0410] (1) Anode / hole transport layer / emissive layer / cathode

[0411] (2) Anode / hole injection layer / hole transport layer / emissive layer / cathode

[0412] (3) Anode / hole injection layer / hole buffer layer / hole transport layer / emissive layer / cathode

[0413] (4) Anode / hole transport layer / emissive layer / electron transport layer / cathode

[0414] (5) Anode / hole transport layer / emissive layer / electron transport layer / electron injection layer / cathode

[0415] (6) Anode / hole injection layer / hole transport layer / emissive layer / electron transport layer / cathode

[0416] (7) Anode / hole injection layer / hole transport layer / emissive layer / electron transport layer / electron injection layer / cathode

[0417] (8) Anode / hole injection layer / hole transport layer / hole control layer / emissive layer / electron transport layer / cathode

[0418] (9) Anode / hole injection layer / hole transport layer / hole control layer / emissive layer / electron transport layer / electron injection layer / cathode

[0419] (10) Anode / hole injection layer / hole transport layer / emissive layer / electron control layer / electron transport layer / electron injection layer / cathode

[0420] (11) Anode / hole injection layer / hole transport layer / hole control layer / emissive layer / electron control layer / electron transport layer / electron injection layer / cathode

[0421] (12) Anode / hole transport layer / first light-emitting layer / second light-emitting layer / cathode

[0422] (13) Anode / hole transport layer / first light-emitting layer / second light-emitting layer / electron transport layer / electron injection layer / cathode

[0423] (14) Anode / hole injection layer / hole transport layer / first emitting layer / second emitting layer / electron transport layer / cathode

[0424] (15) Anode / hole injection layer / hole transport layer / first emitting layer / second emitting layer / electron transport layer / electron injection layer / cathode

[0425] (16) Anode / hole injection layer / hole transport layer / hole control layer / first emitting layer / second emitting layer / electron transport layer / cathode

[0426] (17) Anode / hole injection layer / hole transport layer / hole control layer / first emitting layer / second emitting layer / electron transport layer / electron injection layer / cathode

[0427] (18) Anode / hole injection layer / hole transport layer / first emitting layer / second emitting layer / electron control layer / electron transport layer / electron injection layer / cathode

[0428] (19) Anode / hole injection layer / hole transport layer / hole control layer / first emitting layer / second emitting layer / electron control layer / electron transport layer / electron injection layer / cathode

[0430] The structure of the organic light-emitting device of the present specification may have a structure such as that shown in FIGS. 3 to 6, but is not limited thereto.

[0431] FIG. 3 illustrates an example of an organic light-emitting device according to one embodiment of the present specification, and illustrates the structure of an organic light-emitting device in which a substrate (101), an anode (102), a light-emitting layer (106), and a cathode (110) are sequentially stacked. In such a structure, the compound represented by Formula 1 and the compound represented by Formula 2 may each be included in a single light-emitting layer or in two light-emitting layers as a mixture or composition.

[0432] FIG. 4 illustrates an example of an organic light-emitting device according to one embodiment of the present specification, and shows the structure of an organic light-emitting device in which a substrate (101), an anode (102), a hole injection layer (103), a hole transport layer (104), a light-emitting layer (106), an electron transport layer (108), an electron injection layer (109), and a cathode (110) are sequentially stacked. In such a structure, the compound represented by Chemical Formula 1 and the compound represented by Chemical Formula 2 may each be included in a single-layer light-emitting layer (105) or a two-layer light-emitting layer (105).

[0433] FIG. 5 illustrates an example of an organic light-emitting device according to one embodiment of the present specification, and shows the structure of an organic light-emitting device in which a substrate (101), an anode (102), a hole injection layer (103), a hole transport layer (104), a hole control layer (105), a light-emitting layer (106), an electron control layer (107), an electron transport layer (108), an electron injection layer (109), and a cathode (110) are sequentially stacked. In such a structure, the compound represented by Chemical Formula 1 and the compound represented by Chemical Formula 2 may each be included in a single light-emitting layer or in two or more light-emitting layers.

[0434] FIG. 6 illustrates an example of an organic light-emitting device according to one embodiment of the present specification, and shows the structure of an organic light-emitting device in which a substrate (101), an anode (102), a hole injection layer (103), a hole transport layer (104), a hole control layer (105), a first light-emitting layer (106-1), a second light-emitting layer (106-2), an electron control layer (107), an electron transport layer (108), an electron injection layer (109), and a cathode (110) are sequentially stacked. In such a structure, the compound represented by Formula 1 may be included in the first light-emitting layer (106-1). Alternatively, the compound represented by Formula 2 may be included in the second light-emitting layer (106-2), or vice versa.

[0435] The organic light-emitting device of this specification can be manufactured using materials and methods known in the art, except that the organic layer comprises the said compound.

[0436] When the above organic light-emitting element includes a plurality of organic layers, the organic layers may be formed of the same material or different materials.

[0437] For example, the organic light-emitting diode of the present specification can be manufactured by sequentially stacking an anode, an organic layer, and a cathode on a substrate. In this case, the device can be manufactured by forming an anode by depositing a metal, a conductive metal oxide, or an alloy thereof on a substrate using a physical vapor deposition (PVD) method such as sputtering or electron beam evaporation, forming an organic layer including a hole injection layer, a hole transport layer, an emitting layer, and an electron transport layer thereon, and then depositing a material that can be used as a cathode thereon. In addition to this method, an organic light-emitting diode can also be manufactured by sequentially depositing an organic layer and an anode material from a cathode material on a substrate.

[0438] The above organic layer may have a multilayer structure including a hole injection layer, a hole transport layer, a light-emitting layer, and an electron transport layer, but is not limited thereto and may have a single layer structure. In addition, the above organic layer may be manufactured with fewer layers by using various polymer materials and a solvent process rather than a deposition method, such as spin coating, dip coating, doctor blading, screen printing, inkjet printing, or thermal transfer.

[0439] The above anode is an electrode for injecting holes, and as the anode material, it is generally preferable to use an organic layer with a high work function to facilitate hole injection. Examples include metals such as vanadium, chromium, copper, zinc, and gold, or alloys thereof; metal oxides such as zinc oxide, indium oxide, indium tin oxide (ITO), and indium zinc oxide (IZO); combinations of metals and oxides such as ZnO:Al or SnO2:Sb; conductive polymers such as poly(3-methylthiophene), poly[3,4-(ethylene-1,2-dioxy)thiophene] (PEDOT), polypyrrole, and polyaniline, but are not limited thereto.

[0440] The above cathode is an electrode for injecting electrons, and the cathode material is preferably a material with a small work function to facilitate electron injection, typically an organic layer. Examples include metals such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin, and lead, or alloys thereof; multilayer materials such as LiF / Al or LiO2 / Al, but are not limited thereto.

[0441] The above organic layer includes a light-emitting layer. The light-emitting layer may include a host material and a dopant material.

[0442] The above host material includes condensed aromatic ring derivatives or heterocyclic compounds. In this specification, the light-emitting layer comprises a compound represented by Formula 1 and a compound represented by Formula 2 as host materials.

[0443] The above dopant materials can be divided into phosphorescent dopants and fluorescent dopants, and the fluorescent dopants can be divided into pyrene-based compounds or non-pyrene-based compounds. The above pyrene-based compounds may be pyrene-based compounds substituted with diarylamines having a band gap smaller than that of the host material, such as BD02 (N1, N1, N6, N6-tetraphenylpyrene-1,6-diamine). The above non-pyrene-based compounds are compounds that are not pyrene or are not pyrene derivatives, and may include, but are not limited to, metal complexes (iridium complexes, platinum complexes), boron-based compounds (DABNA-1, etc.), arylamine-based compounds (Coumarin 6, etc.).

[0444] According to one embodiment of the present specification, non-pyrene compounds comprising a pyrene compound (formula Z1), an aryl amine compound (formula Z2), and a boron compound (formula Z3) are as described above.

[0445] The above organic layer may further include a hole injection layer. The hole injection layer is a layer that receives holes from an electrode. It is desirable for the hole injection material to have the ability to transport holes, thereby having a hole reception effect from the anode and an excellent hole injection effect on the emissive layer or emissive material. In addition, it is desirable for the material to have an excellent ability to prevent the movement of excitons generated in the emissive layer to the electron injection layer or electron injection material. In addition, it is desirable for the material to have excellent thin film formation ability. Furthermore, it is desirable for the HOMO (highest occupied molecular orbital) of the hole injection material to be between the work function of the anode material and the HOMO of the surrounding organic layer. Specific examples of hole injection materials include metal porphyrins, oligothiophenes, arylamine-based organic materials; hexanitrile-hexaazatriphenylene-based organic materials; quinacridone-based organic materials; and perylene-based organic materials. Conductive polymers of the polythiophene family, such as anthraquinone and polyaniline, are examples, but are not limited thereto. The thickness of the hole injection layer may be 1 to 150 nm. If the thickness of the hole injection layer is 1 nm or more, there is an advantage in that the hole injection characteristics can be prevented from deteriorating, and if it is 150 nm or less, there is an advantage in that the driving voltage can be prevented from increasing to improve hole movement because the thickness of the hole injection layer is too thick.

[0446] According to one embodiment of the present specification, the hole injection layer may include a compound represented by the following chemical formula HI-A, but is not limited thereto.

[0447] [Chemical Formula HI-A]

[0448]

[0449] In the above chemical formula HI-A,

[0450] At least one of X'1 to X'6 is N, and the rest are CH, and

[0451] R309 to R314 are identical or different from one another and are each independently hydrogen; deuterium; nitrile group; substituted or unsubstituted alkyl group; substituted or unsubstituted amine group; substituted or unsubstituted aryl group; or substituted or unsubstituted heteroaryl group, or are combined with adjacent groups to form a substituted or unsubstituted ring.

[0452] According to one embodiment of the present specification, X'1 to X'6 are N.

[0453] According to one embodiment of the present specification, R309 to R314 are nitrile groups.

[0454] According to one embodiment of the present specification, the chemical formula HI-A may be represented by the following compound.

[0455]

[0456] According to one embodiment of the present specification, the hole injection layer may include a compound represented by the following chemical formula HI-B, but is not limited thereto.

[0457] [Chemical Formula HI-B]

[0458]

[0459] In the above chemical formula HI-B,

[0460] R315 to R317 are identical or different from one another and are each independently hydrogen; deuterium; a nitrile group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted amine group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group, and

[0461] R318 to R332 are identical or different from one another and are each independently hydrogen; deuterium; halogen group; nitrile group; substituted or unsubstituted alkyl group; substituted or unsubstituted amine group; substituted or unsubstituted aryl group; or substituted or unsubstituted heteroaryl group, wherein at least three are nitrile groups.

[0462] According to one embodiment of the present specification, R315 to R317 are all nitrile groups.

[0463] According to one embodiment of the present specification, one of R318 to R322 is a nitrile group, and the remainder is fluorine (-F).

[0464] According to one embodiment of the present specification, one of R323 to R327 is a nitrile group, and the remainder is fluorine (-F).

[0465] According to one embodiment of the present specification, one of R328 to R332 is a nitrile group, and the remainder is fluorine (-F).

[0466] According to one embodiment of the present specification, the chemical formula HI-B is represented by the following compound.

[0467]

[0468] The above organic layer may further include a hole transport layer. The hole transport layer is a layer that receives holes from a hole injection layer and transports the holes to an emitting layer. The hole transport layer may be a single layer or a multilayer structure of two or more layers. If the hole transport layer is a multilayer structure of two or more layers, each layer may contain the same or different hole transport materials.

[0469] As a hole transport material, a material capable of receiving holes from an anode or hole injection layer and transferring them to an emissive layer is preferred, provided that the material has high mobility for holes. Specific examples of hole transport materials include, but are not limited to, arylamine-based organic materials, carbazole-based compounds, conductive polymers, and block copolymers containing both conjugated and non-conjugated portions.

[0470] According to one embodiment of the present specification, the hole transport layer may include a compound represented by the following chemical formula HT, but is not limited thereto.

[0471] [Chemical Formula HT]

[0472]

[0473] In the above chemical formula HT,

[0474] R333 to R335 are identical or different from one another and are each independently selected from the group consisting of hydrogen; deuterium; a substituted or unsubstituted alkyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted heteroaryl group; and combinations thereof, or are combined with adjacent groups to form a substituted or unsubstituted ring, and

[0475] r334 is an integer from 1 to 5, and if r334 is 2 or more, the 2 or more R334s are identical or different from each other, and

[0476] r335 is an integer from 1 to 5, and if r335 is 2 or more, the 2 or more R335s are identical or different from each other.

[0477] According to one embodiment of the present specification, R333 is any one selected from the group consisting of a substituted or unsubstituted aryl group; a substituted or unsubstituted heteroaryl group; and combinations thereof.

[0478] According to one embodiment of the present specification, the R333 is any one selected from the group consisting of a dimethyl fluorene group; a carbazole group; a phenyl group; a biphenyl group; and combinations thereof.

[0479] According to one embodiment of the present specification, R334 and R335 are identical or different from each other and are each independently substituted or unsubstituted aryl groups.

[0480] According to one embodiment of the present specification, R334 and R335 are both phenyl groups.

[0481] According to one embodiment of the present specification, the formula HT may be represented by any one of the following compounds.

[0482]

[0483] The above organic layer may further include a hole-regulating layer. The hole-regulating layer is a layer responsible for hole transport and carrier control. The hole-regulating layer may be a single layer or a multilayer structure of two or more layers. If the hole-regulating layer is a multilayer structure of two or more layers, each layer may contain the same or different hole-regulating materials.

[0484] As the above hole-controlling material, it is preferable to use a material capable of balancing the appropriate inflow of holes in the emissive layer through the effective movement of holes.

[0485] According to one embodiment of the present specification, the hole-controlling layer may include a compound represented by the following chemical formula EB, but is not limited thereto.

[0486] [Chemical Formula EB]

[0487]

[0488] In the above chemical formula EB,

[0489] R336 to R338 are identical or different from one another and are each independently selected from the group consisting of hydrogen; deuterium; a substituted or unsubstituted alkyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted heteroaryl group; and combinations thereof, and

[0490] r336 is an integer from 1 to 5, and if r336 is 2 or more, the 2 or more R336s are identical or different from each other, and

[0491] r337 is an integer from 1 to 5, and if r337 is 2 or more, the 2 or more R337s are identical or different from each other,

[0492] r338 is an integer from 1 to 5, and if r338 is 2 or more, the 2 or more R338s are identical or different from each other.

[0493] According to one embodiment of the present specification, R336 is any one selected from the group consisting of a substituted or unsubstituted aryl group; a substituted or unsubstituted heteroaryl group; and combinations thereof.

[0494] According to one embodiment of the present specification, the R336 is any one selected from the group consisting of a phenyl group; a carbazole group; and combinations thereof.

[0495] According to one embodiment of the present specification, R337 and R338 are identical or different from each other and are each independently unsubstituted aryl groups.

[0496] According to one embodiment of the present specification, R337 and R338 are both naphthyl groups or phenanthryl groups.

[0497] According to one embodiment of the present specification, the formula EB may be any one of the following compounds.

[0498]

[0499] The above organic layer may further include an electron control layer. The electron control layer is a layer that controls electron movement so that the energy barrier with the light-emitting layer is not large in order to facilitate electron injection. The electron control layer may be a single layer or a multilayer structure of two or more layers. If the electron control layer is a multilayer structure of two or more layers, each layer may contain the same or different electron control materials.

[0500] As an electron-controlling material, it is desirable to have a material that can balance the appropriate influx of electrons in the emissive layer through the effective movement of electrons.

[0501] According to one embodiment of the present specification, the electronic control layer may include a compound represented by the following chemical formula HB, but is not limited thereto.

[0502] [Chemical Formula HB]

[0503]

[0504] In the above chemical formula HB,

[0505] At least one of X'7 to X'9 is N, and the rest are CH, and

[0506] R339 to R341 are identical or different from one another and are each independently selected from the group consisting of hydrogen; deuterium; nitrile group; substituted or unsubstituted alkyl group; substituted or unsubstituted aryl group; or substituted or unsubstituted heteroaryl group and combinations thereof.

[0507] According to one embodiment of the present specification, X'7 to X'9 are N.

[0508] According to one embodiment of the present specification, R339 and R340 are identical or different from each other and are each independently a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group.

[0509] According to one embodiment of the present specification, R339 and R340 are both phenyl groups.

[0510] According to one embodiment of the present specification, R341 is selected from the group consisting of a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group and combinations thereof.

[0511] According to one embodiment of the present specification, the formula HB may be any one of the following compounds.

[0512]

[0513] The above organic layer may further include an electron transport layer. The electron transport layer is a layer that receives electrons from the electron injection layer and transports them to the light-emitting layer. The electron transport layer may be a single layer or a multilayer structure of two or more layers. If the electron transport layer is a multilayer structure of two or more layers, each layer may contain the same or different electron transport materials.

[0514] As an electron transport material, a material capable of effectively receiving electrons from the cathode and transferring them to the emissive layer is preferred, and a material with high electron mobility is desirable. Specific examples of electron transport materials include, but are not limited to, Al complexes of 8-hydroxyquinoline; complexes containing Alq3; organic radical compounds; and hydroxyflavone-metal complexes.

[0515] The electron transport layer can be used with any desired cathode material as used according to the prior art. The thickness of the electron transport layer may be 1 to 50 nm. If the thickness of the electron transport layer is 1 nm or more, there is an advantage of preventing the electron transport characteristics from degrading, and if it is 50 nm or less, there is an advantage of preventing the driving voltage from rising to improve electron movement because the thickness of the electron transport layer is too thick.

[0516] According to one embodiment of the present specification, the electron transport layer may include a compound represented by the following chemical formula ET, but is not limited thereto.

[0517] [Chemical Formula ET]

[0518]

[0519] In the above chemical formula ET,

[0520] At least one of X'10 to X'12 is N, and the rest are CH, and

[0521] R342 to R344 are identical or different from one another and are each independently selected from the group consisting of hydrogen; deuterium; nitrile group; substituted or unsubstituted alkyl group; substituted or unsubstituted aryl group; or substituted or unsubstituted heteroaryl group and combinations thereof.

[0522] According to one embodiment of the present specification, X'10 to X'12 are N.

[0523] According to one embodiment of the present specification, R342 and R344 are identical or different from each other and are each independently a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group.

[0524] According to one embodiment of the present specification, R342 and R343 are identical or different from each other and are each independently substituted with a phenyl group or a nitrile group.

[0525] According to one embodiment of the present specification, R344 is any one selected from the group consisting of a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group and combinations thereof.

[0526] According to one embodiment of the present specification, the chemical formula ET may be the following compound.

[0527]

[0528] According to one embodiment of the present specification, the electron transport layer comprises a compound of the chemical formula ET and a metal complex.

[0529] According to one embodiment of the present specification, the electron transport layer comprises a compound of the chemical formula ET and lithium quinolate (Liq).

[0530] According to one embodiment of the present specification, the electron transport layer may include a compound of the formula ET and a metal complex in a weight ratio of 1:10 to 10:1.

[0531] According to one embodiment of the present specification, the electron transport layer may comprise a compound of formula ET1 or a compound of ET2 and a lithium quinolate in a weight ratio of 5:5 to 7:3. Specifically, it comprises a compound of formula ET1 or a compound of ET2 and a lithium quinolate in a weight ratio of 7:3.

[0532] The above organic layer may further include an electron injection layer. The electron injection layer is a layer that receives electrons from an electrode.

[0533] It is desirable for the electron injection material to have excellent electron transport ability, an electron receiving effect from the second electrode, and an excellent electron injection effect on the emitting layer or emitting material. In addition, it is desirable for the material to prevent excitons generated in the emitting layer from moving to the hole injection layer and to have excellent thin film formation ability. Specific examples of electron injection materials include, but are not limited to, fluorenone, anthraquinodimethane, diphenoquinone, thiopyran dioxide, oxazole, oxadiazole, triazole, imidazole, perylenetetracarboxylic acid, preolenylidene methane, anthrone, and their derivatives, metal complex compounds, and nitrogen-containing five-membered ring derivatives.

[0534] The above metal complex compounds include 8-hydroxyquinolinato lithium, bis(8-hydroxyquinolinato)zinc, bis(8-hydroxyquinolinato)copper, bis(8-hydroxyquinolinato)manganese, tris(8-hydroxyquinolinato)aluminum, tris(2-methyl-8-hydroxyquinolinato)aluminum, tris(8-hydroxyquinolinato)gallium, bis(10-hydroxybenzo[h]quinolinato)beryllium, bis(10-hydroxybenzo[h]quinolinato)zinc, bis(2-methyl-8-quinolinato)chlorogallium, bis(2-methyl-8-quinolinato)(o-cresolato)gallium, Examples include bis(2-methyl-8-quinolinato)(1-naphtolato)aluminum, bis(2-methyl-8-quinolinato)(2-naphtolato)gallium, but are not limited thereto.

[0535] Optionally, the organic layer may further include an electron blocking layer. The electron blocking layer is a layer capable of improving the lifespan and efficiency of the device by preventing electrons injected from the electron injection layer from passing through the light-emitting layer and entering the hole injection layer. Known materials may be used without limitation and may be formed between the light-emitting layer and the hole injection layer, or between the light-emitting layer and a layer that performs both hole injection and hole transport simultaneously.

[0536] Optionally, the organic layer may further include a hole blocking layer. The hole blocking layer is a layer that prevents holes from reaching the cathode and can generally be formed under the same conditions as the electron injection layer. Specifically, examples include oxadiazole derivatives, triazole derivatives, phenanthroline derivatives, aluminum complexes, etc., but are not limited thereto.

[0537] The organic light-emitting device according to the present specification may be a front-emitting type, a back-emitting type, or a double-sided emitting type depending on the material used.

[0539] Examples

[0540] Hereinafter, in order to specifically explain the present specification, examples and comparative examples will be described in detail. However, the examples and comparative examples according to the present specification may be modified in various different forms, and the scope of the present specification is not to be interpreted as being limited to the examples and comparative examples described below. The examples and comparative examples of the present specification are provided to more completely explain the present specification to those with average knowledge in the art.

[0542] Preparation Example

[0543] [Reaction equation of the first compound]

[0544]

[0545] [Reaction equation of the second compound]

[0546]

[0547] The first compound and the second compound used in the organic light-emitting device of the present invention were synthesized through the above reaction equation or by partially modifying the above reaction equation. The types of the first compound and the second compound and their respective triplet energy levels (each T h1 and T h2 ) and the triplet energy difference (Δ(T) between the first and second compounds h1 - T h2)) is shown in Tables 5 and 6 below.

[0548] 1st compound second compound Triplet energy level of the first compound (T h1 ) Triplet energy level of the second compound (T h2 ) Δ(T h1 - T h2 ) Combination 1 2.63 1.60 1.03 Combination 2 2.63 1.60 1.03 Combination 3 2.62 1.60 1.02 Combination 4 2.62 1.61 1.01 Combination 5 2.63 1.60 1.03 Combination 6 2.63 1.60 1.03 Combination 7 2.63 1.58 1.05 Combination 8 2.66 1.60 1.06 Combination 9 2.66 1.58 1.08 Combination 10 2.65 1.60 1.05 Combination 11 2.66 1.58 1.08 Combination 12 2.65 1.58 1.07 Combination 13 2.63 1.57 1.06 Combination 14 2.63 1.59 1.04 Combination 15 2.62 1.60 1.02 Combination 16 2.62 1.60 1.02 Combination 17 2.63 1.61 1.02 Combination 18 2.64 1.59 1.05 Combination 19 2.64 1.59 1.05 Combination 20 2.65 1.57 1.08 Combination 21 2.65 1.60 1.05 Combination 22 2.64 1.57 1.07 Combination 23 2.65 1.58 1.07 Combination 24 2.64 1.59 1.05 Combination 25 2.65 1.57 1.08 Combination 26 2.61 1.58 1.03 Combination 27 2.62 1.60 1.02 Combination 28 2.61 1.58 1.03 Combination 29 2.61 1.58 1.03 Combination 30 2.62 1.57 1.05 Combination 31 2.61 1.58 1.03 Combination 32 2.63 1.59 1.04 Combination 33 2.63 1.59 1.04 Combination 34 2.62 1.57 1.05 Combination 35 2.63 1.60 1.03 Combination 36 2.62 1.58 1.04 Combination 37 2.63 1.60 1.03 Combination 38 2.63 1.57 1.06 Combination 39 2.62 1.59 1.03 Combination 40 2.62 1.57 1.05 Combination 41 2.62 1.58 1.04 Combination 42 2.62 1.58 1.04 Combination 43 2.62 1.57 1.05 Combination 44 2.61 1.57 1.04 Combination 45 2.62 1.57 1.05 Combination 46 2.62 1.57 1.05 Combination 47 2.63 1.59 1.04 Combination 48 2.63 1.57 1.06 Combination 49 2.62 1.59 1.03 Combination 50 2.63 1.57 1.06 Combination 51 2.62 1.58 1.04 Combination 52 2.64 1.57 1.07 Combination 53 2.65 1.57 1.08 Combination 54 2.64 1.57 1.07 Combination 55 2.63 1.58 1.05 Combination 56 2.64 1.57 1.07 Combination 57 2.65 1.57 1.08 Combination 58 2.64 1.58 1.06 Combination 59 2.64 1.57 1.07 Combination 60 2.63 1.57 1.06

[0549] 1st compound second compound Triplet energy level of the first compound (T h1 ) Triplet energy level of the second compound (T h2 ) Δ(T h1 - T h2 ) Combination 61 2.63 1.60 1.03 Combination 62 2.62 1.59 1.03 Combination 63 2.63 1.58 1.05 Combination 64 2.63 1.57 1.06 Combination 65 2.62 1.59 1.03 Combination 66 2.63 1.59 1.04 Combination 67 2.63 1.57 1.06 Combination 68 2.63 1.59 1.04 Combination 69 2.64 1.57 1.07 Combination 70 2.62 1.59 1.03 Combination 71 2.60 1.59 1.01 Combination 72 2.62 1.60 1.02 Combination 73 2.63 1.58 1.05 Combination 74 2.64 1.58 1.06 Combination 75 2.63 1.58 1.05 Combination 76 2.63 1.58 1.05 Combination 77 2.61 1.59 1.02 Combination 78 2.63 1.60 1.03 Combination 79 2.63 1.59 1.04 Combination 80 2.64 1.59 1.05 Combination 81 2.63 1.60 1.03 Combination 82 2.64 1.59 1.05 Combination 83 2.63 1.58 1.05 Combination 84 2.64 1.58 1.06 Combination 85 2.63 1.60 1.03 Combination 86 2.65 1.60 1.05 Union 87 2.61 1.59 1.02 Combination 88 2.63 1.58 1.05 Combination 89 2.61 1.60 1.01 Combination 90 2.63 1.60 1.03 Combination 91 2.63 1.59 1.04 Combination 92 2.65 1.59 1.06 Combination 93 2.63 1.59 1.04 Combination 94 2.64 1.61 1.03 Combination 95 2.63 1.59 1.04 Combination 96 2.63 1.59 1.04 Combination 97 2.63 1.60 1.03 Combination 98 2.64 1.59 1.05 Combination 99 2.63 1.59 1.04 Combination 100 2.63 1.59 1.04 Combination 101 2.63 1.59 1.04 Combination 102 2.64 1.59 1.05 Combination 103 2.63 1.60 1.03 Combination 104 2.61 1.57 1.04 Combination 105 2.64 1.59 1.05 Combination 106 2.64 1.58 1.06 Combination 107 2.62 1.57 1.05 Combination 108 2.64 1.60 1.04 Combination 109 2.65 1.58 1.07 Combination 110 2.64 1.59 1.05 Combination 111 2.64 1.59 1.05 Combination 112 2.64 1.57 1.07 Combination 113 2.63 1.60 1.03 Combination 114 2.64 1.59 1.05 Combination 115 2.63 1.58 1.05 Combination 116 2.61 1.58 1.03 Combination 117 2.63 1.58 1.05 Combination 118 2.63 1.58 1.05 Union 119 2.64 1.57 1.07 Combination 120 2.64 1.58 1.06

[0550] The compounds used in the following experimental examples and comparative experimental examples are as follows.

[0551]

[0552] I. Manufacturing of Device A

[0553] Experimental Example A1-1

[0554] A substrate with an anode of ITO (Indium tin oxide) / Ag / ITO deposited at 70 Å / 1000 Å / 70 Å was cut into 50 mm x 50 mm x 0.5 mm pieces, placed in distilled water containing a dispersant, and cleaned using ultrasound. A detergent from Fischer Co. was used, and distilled water that had been double-filtered through a Millipore Co. filter was used. After washing the ITO for 30 minutes, the ultrasonic cleaning was repeated twice with distilled water for 10 minutes. After washing with distilled water, the substrate was ultrasonic cleaned in the order of isopropyl alcohol, acetone, and methanol solvents, followed by drying.

[0555] A hole injection layer was formed by thermal vacuum deposition of HI-1 to a thickness of 50 Å on the anode, and a hole transport layer was formed by vacuum deposition of HT1, a material that transports holes, to a thickness of 1150 Å on top of it. Then, a hole control layer was formed using EB1 (150 Å). Then, the first compound and the second compound corresponding to Combination 1 of Table 5 were deposited to a thickness of 300 Å by co-evaporation in a weight ratio (wt%) of 1:4, and a emitting layer was formed by co-depositing 2 parts by weight of blue fluorescent dopant BD1 relative to 100 parts by weight of the sum of the first compound and the second compound of Combination 1. Then, an electron control layer was formed by depositing HB1 to a thickness of 50 Å, and an electron transport layer with a thickness of 250 Å was formed by mixing compound ET1 and lithium quinoleate (Liq) in a ratio of 7:3. Sequentially, magnesium and lithium fluoride (LiF) with a thickness of 50 Å were deposited as electron injection layers.

[0556] After forming a 200 Å cathode with magnesium and silver (1:4), the device was completed by depositing CP1 at 600 Å. During the above process, the deposition rate of the organic material was maintained at 1 Å / sec.

[0557] Table 7 below shows the combination of two types of host materials used in the emissive layer, the dopant, the thickness of the emissive layer, the ratio of the host materials (first compound: second compound), and the dopant content, and the driving voltage, luminous efficiency (EQE) color coordinates, and lifetime of the device manufactured therefrom.

[0558] Experimental Examples A1-2 to A1-21

[0559] A device was manufactured using the same method as in Experimental Example A1-1, except that the combination of host materials, the types of compounds, and the ratio of host materials (first compound: second compound) were changed. In addition, the 10 mA / cm² of the device manufactured in each experimental example 2 Driving voltage (V) and luminous efficiency (EQE), color coordinates, and 20 mA / cm² at current density 2The time (lifetime, T95) at which the initial brightness is reduced to 95% at the current density is shown in Table 7 below.

[0560] Comparative Experimental Examples A1-1 and A1-2

[0561] As shown in Table 7 below, the device was manufactured in the same manner as Experimental Example A1-1, except that one type of host material was used. In addition, the driving voltage, luminous efficiency, color coordinates, and lifetime of the device manufactured in each comparative experimental example are shown in Table 7 below.

[0562] No Host: Dopant (thickness, ratio), Dopant content Voltage (V) (@10mA / cm²) 2 ) EQE (%)(@10mA / cm 2 ) Color coordinates (x,y) Lifespan (T95, h) (@20mA / cm) 2 ) Experimental Example A1-1 Combination 1 (Compound 1, Compound 2): BD1(30nm, 1:4), 2wt% 3.40 10.5 (0.143, 0.051) 150.0 Experimental Example A1-2 Combination 3 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.30 10.7 (0.143, 0.046) 164.0 Experimental Example A1-3 Combination 6 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.32 11.0 (0.143, 0.046) 145.3 Experimental Example A1-4 Combination 8 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.42 11.3 (0.143, 0.046) 154.2 Experimental Example A1-5 Combination 11 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.40 10.2 (0.143, 0.050) 150.9 Experimental Example A1-6 Combination 12 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.21 9.5 (0.143, 0.050) 148.9 Experimental Example A1-7 Combination 18 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.36 9.9 (0.143, 0.048) 153.2 Experimental Example A1-8 Combination 20 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.35 10.1 (0.143, 0.054) 149.5 Experimental Example A1-9 Combination 21 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.42 10.3 (0.143, 0.051) 153.1 Experimental Example A1-10 Combination 27 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.34 9.6 (0.143, 0.046) 148.3 Experimental Example A1-11 Combination 30 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.34 10.2 (0.143, 0.055) 152.6 Experimental Example A1-12 Combination 33 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.35 10.2 (0.143, 0.048) 150.7 Experimental Example A1-13 Combination 36 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.33 10.8 (0.143, 0.048) 145.9 Experimental Example A1-14 Combination 40 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.30 10.5 (0.143, 0.054) 155.2 Experimental Example A1-15 Combination 41 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.31 10.5 (0.143, 0.048) 153.4 Experimental Example A1-16 Combination 45 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.27 9.5 (0.143, 0.050) 143.7 Experimental Example A1-17 Combination 53 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.29 10.6 (0.143, 0.048) 151.9 Experimental Example A1-18 Combination 55 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.44 9.4 (0.143, 0.046) 157.1 Experimental Example A1-19 Combination 11 (Compound 1, Compound 2): BD1 (30 nm, 1:2), 2 wt% 3.40 10.0 (0.143, 0.050) 153.4 Experimental Example A1-20 Combination 21 (Compound 1, Compound 2): BD1 (30 nm, 1:1), 2 wt% 3.47 9.7 (0.143, 0.051) 160.1 Experimental Example A1-21 Combination 40 (Compound 1, Compound 2): BD1 (30 nm, 2:1), 2 wt% 3.54 9.6 (0.143, 0.054) 161.3 Comparative Experiment Example A1-1 Combination 3 (1st compound): BD1 (30 nm), 2 wt% 4.38 5.2 (0.143, 0.046) 30.1 Comparative Experiment Example A1-2 Combination 27 (Compound 2): BD1 (30 nm), 2 wt% 3.54 6.5 (0.143, 0.046) 63.1

[0563] According to Table 7 above, it can be seen that the devices of Experimental Examples A1-1 to A1-21 contain both the first compound and the second compound, and thus have enhanced characteristics of low voltage, high efficiency, and / or long lifespan compared to the devices of Comparative Experimental Examples containing only one of the first compound or the second compound.

[0564] Experimental Examples A2-1 to A2-21

[0565] As shown in Table 8 below, devices were manufactured in the same manner as in Experimental Example A1-1, except that the combination of host materials used in Experimental Examples A2-1 to A2-21 and the weight ratio of the two types of host materials (first compound: second compound) were changed. In addition, the driving voltage, luminous efficiency, color coordinates, and lifetime of the devices manufactured in each experimental example are shown in Table 8 below.

[0566] Comparative Experimental Examples A2-1 and A2-2

[0567] As shown in Table 8 below, the device was manufactured in the same manner as Experimental Example A1-1, except that one type of host material was used. In addition, the driving voltage, luminous efficiency, color coordinates, and lifetime of the device manufactured in each comparative experimental example are shown in Table 8 below.

[0568] No Host: Dopant (thickness, ratio), Dopant content Voltage (V) (@10mA / cm²) 2 ) EQE (%)(@10mA / cm 2 ) Color coordinates (x,y) Lifespan (T95, h) (@20mA / cm) 2 ) Experimental Example A2-1 Combination 61 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.42 10.2 (0.143, 0.046) 178.7 Experimental Example A2-2 Combination 63 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.34 10.1 (0.143, 0.048) 180.5 Experimental Example A2-3 Combination 66 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.39 9.8 (0.143, 0.048) 184.3 Experimental Example A2-4 Combination 68 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.36 10.5 (0.144, 0.054) 174.5 Experimental Example A2-5 Combination 71 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.35 10.5 (0.143, 0.048) 179.9 Experimental Example A2-6 Combination 72 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.43 10.6 (0.143, 0.046) 180.1 Experimental Example A2-7 Combination 78 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.40 10.5 (0.143, 0.046) 181.4 Experimental Example A2-8 Combination 80 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.40 9.9 (0.143, 0.049) 177.1 Experimental Example A2-9 Combination 81 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.43 10.4 (0.143, 0.046) 180.6 Experimental Example A2-10 Combination 87 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.33 9.9 (0.143, 0.049) 179.5 Experimental Example A2-11 Combination 90 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.44 10.0 (0.143, 0.046) 170.8 Experimental Example A2-12 Combination 93 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.32 9.9 (0.143, 0.048) 197.4 Experimental Example A2-13 Combination 96 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.37 10.1 (0.142, 0.047) 199.5 Experimental Example A2-14 Combination 100 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.35 10.1 (0.143, 0.048) 202.1 Experimental Example A2-15 Combination 101 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.35 10.0 (0.144, 0.050) 198.4 Experimental Example A2-16 Combination 105 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.34 10.2 (0.144, 0.054) 205.1 Experimental Example A2-17 Combination 113 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.44 9.8 (0.143, 0.046) 208.4 Experimental Example A2-18 Combination 115 (Compound 1, Compound 2): BD1 (30 nm, 1:4), 2 wt% 3.29 9.9 (0.145, 0.053) 195.1 Experimental Example A2-19 Combination 68 (Compound 1, Compound 2): BD1 (30 nm, 1:2), 2 wt% 3.38 10.3 (0.144, 0.052) 180.5 Experimental Example A2-20 Combination 87 (Compound 1, Compound 2): BD1 (30 nm, 1:1), 2 wt% 3.42 10.0 (0.143, 0.050) 184.2 Experimental Example A2-21 Combination 100 (Compound 1, Compound 2): BD1 (30 nm, 2:1), 2 wt% 3.50 9.9 (0.143, 0.048) 195.8 Comparative Experiment Example A2-1 Combination 80 (1st compound): BD1 (30 nm), 2 wt% 4.50 4.9 (0.143, 0.049) 23.5 Comparative Experiment Example A2-2 Combination 115 (Compound 2): BD1 (30 nm), 2 wt% 3.29 9.9 (0.145, 0.053) 80.1

[0569] According to Table 8 above, it can be seen that the devices of Experimental Examples A2-1 to A2-21 contain both the first compound and the second compound, and thus have enhanced characteristics of low voltage, high efficiency, and / or long lifespan compared to the devices of Comparative Experimental Examples that contain only one of the first compound or the second compound.

[0570] According to Tables 7 and 8 above, two types of host materials composed of a combination of the first compound and the second compound were co-deposited and doped with a non-pyrene boron-based dopant (BD1) to form a single light-emitting layer, and the device characteristics of device A containing the same were confirmed.

[0571] As a host material, the phenanthrene dimer compound (1st compound) utilized a significantly higher triplet energy level compared to the anthracene compound (2nd compound), not only exhibiting an additional efficiency increase effect through the electron transition to the triplet level of the boron-based dopant material but also demonstrating improvements in driving voltage and lifespan by bringing the balance of holes and electrons into the emissive layer.

[0572] Additionally, Group A1 (Experimental Examples A1-1 to A1-21) described in Table 7 above and Group A2 (Experimental Examples A2-1 to A1-21) described in Table 8 above are identical except that at least one of the first compound and the second compound is deuterium-substituted, but Group A2 has an improved lifespan compared to Group A1. Thus, it was confirmed that a device containing a deuterium-substituted host material has improved heat resistance and an improved lifespan.

[0573] II. Manufacturing of Device B

[0574] Experimental Example B1-1

[0575] A substrate with ITO / Ag / ITO deposited as an anode at 70 Å / 1000 Å / 70 Å was cut into 50 mm x 50 mm x 0.5 mm pieces, placed in distilled water containing a dispersant, and ultrasonically cleaned. A detergent from Fischer Co. was used, and distilled water that had been double-filtered through a Millipore Co. filter was used. After washing the ITO for 30 minutes, ultrasonically cleaning was performed twice with distilled water for 10 minutes. After washing with distilled water, the substrate was ultrasonically cleaned in the order of isopropyl alcohol, acetone, and methanol solvents, followed by drying.

[0576] A hole injection layer was formed on the anode by thermal vacuum deposition of HT2 and HI-2 in a ratio of 9:1 to a thickness of 50 Å. On top of this, a hole transport layer was formed by vacuum deposition of HT2, a material that transports holes, to a thickness of 1150 Å. Then, a hole control layer was formed using EB2 (150 Å). Next, the first compound and the second compound corresponding to Combination 9 in Table 5 were deposited to a thickness of 300 Å by co-evaporation in a weight ratio (wt%) of 1:4. A light-emitting layer was formed by co-depositing 2 parts by weight of the blue fluorescent dopant BD2 relative to 100 parts by weight of the sum of the first compound (Combination 9) and the second compound (Combination 9). Then, an electron control layer was formed by depositing HB2 to a thickness of 50 Å, and an electron transport layer with a thickness of 250 Å was formed by mixing compound ET2 and Liq in a ratio of 7:3. Sequentially, magnesium and lithium fluoride (LiF) with a thickness of 50 Å were deposited as electron injection layers.

[0577] After forming a 200 Å cathode with magnesium and silver (1:4), the device was completed by depositing CP1 at 600 Å. During the above process, the deposition rate of the organic material was maintained at 1 Å / sec.

[0578] Table 9 below shows the combination of two types of host materials used in the emissive layer, the dopant, the thickness of the emissive layer, the ratio of the host materials (first compound: second compound), and the dopant content, and also shows the driving voltage, luminous efficiency (EQE) color coordinates, and lifetime of the device manufactured therefrom.

[0579] Experimental Examples B1-2 and B1-27

[0580] As shown in Table 9 below, devices were manufactured in the same manner as Experimental Example B1-1, except that the combination of host materials and the weight ratio of the two types of host materials (first compound: second compound) were changed. In addition, the driving voltage, luminous efficiency, color coordinates, and lifetime of the devices manufactured in each experimental example are shown in Table 9 below.

[0581] Comparative Experimental Examples B1-1 and B1-2

[0582] As shown in Table 9 below, the device was manufactured in the same manner as Experimental Example B1-1, except that either the first compound or the second compound was used as a host material. In addition, the driving voltage, luminous efficiency, color coordinates, and lifetime of the device manufactured in each comparative experimental example are shown in Table 9 below.

[0583] No Host: Dopant (thickness, ratio), Dopant content Voltage (V) (@10mA / cm²) 2 ) EQE (%)(@10mA / cm 2 ) Color coordinates (x,y) Lifespan (T95, h) (@20mA / cm) 2 ) Experimental Example B1-1 Combination 9 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.39 8.9 (0.140, 0.103) 164.9 Experimental Example B1-2 Combination 10 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.42 9.1 (0.140, 0.096) 166.5 Experimental Example B1-3 Combination 14 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.44 9.3 (0.140, 0.095) 167.8 Experimental Example B1-4 Combination 15 (1st compound, 2nd compound): BD2 (30 nm, 1:4), 2 wt% 3.45 9.4 (0.140, 0.096) 159.4 Experimental Example B1-5 Combination 19 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.45 9.3 (0.140, 0.095) 161.8 Experimental Example B1-6 Combination 22 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.36 9.3 (0.139, 0.110) 160.4 Experimental Example B1-7 Combination 24 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.38 8.8 (0.140, 0.096) 157.9 Experimental Example B1-8 Combination 28 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.37 9.1 (0.140, 0.096) 163.4 Experimental Example B1-9 Combination 29 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.40 8.7 (0.140, 0.096) 163.2 Experimental Example B1-10 Combination 31 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.34 8.9 (0.140, 0.098) 165.0 Experimental Example B1-11 Combination 32 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.43 9.2 (0.140, 0.096) 167.3 Experimental Example B1-12 Combination 37 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.44 9.1 (0.140, 0.096) 166.1 Experimental Example B1-13 Combination 38 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.33 9.3 (0.139, 0.109) 168.1 Experimental Example B1-14 Combination 39 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.43 9.0 (0.140, 0.096) 159.8 Experimental Example B1-15 Combination 44 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.34 9.0 (0.139, 0.109) 160.6 Experimental Example B1-16 Combination 47 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.40 9.2 (0.140, 0.096) 166.1 Experimental Example B1-17 Combination 48 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.35 8.9 (0.139, 0.107) 153.1 Experimental Example B1-18 Combination 50 (1st compound, 2nd compound): BD2 (30 nm, 1:4), 2 wt% 3.34 9.3 (0.139, 0.109) 160.1 Experimental Example B1-19 Combination 54 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.41 9.0 (0.139, 0.106) 158.1 Experimental Example B1-20 Combination 56 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.36 8.8 (0.140, 0.113) 163.0 Experimental Example B1-21 Combination 57 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.34 9.1 (0.140, 0.110) 163.4 Experimental Example B1-22 Combination 58 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.40 9.5 (0.140, 0.096) 165.2 Experimental Example B1-23 Combination 59 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.30 9.3 (0.139, 0.109) 154.0 Experimental Example B1-24 Combination 60 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.29 8.8 (0.140, 0.110) 157.4 Experimental Example B1-25 Combination 10 (1st compound, 2nd compound): BD2 (30 nm, 1:2), 2 wt% 3.44 8.9 (0.140, 0.096) 167.0 Experimental Example B1-26 Combination 32 (1st compound, 2nd compound): BD2 (30 nm, 1:1), 2 wt% 3.52 8.8 (0.140, 0.096) 177.3 Experimental Example B1-27 Combination 54 (1st compound, 2nd compound): BD2 (30 nm, 2:1), 2 wt% 3.57 8.9 (0.139, 0.106) 16.0 Comparative Experiment Example B1-1 Combination 44 (1st compound): BD2 (30 nm), 2 wt% 4.53 4.8 (0.139, 0.098) 23.4 Comparative Experiment Example B1-2 Combination 54 (Compound 2): BD2 (30 nm), 2 wt% 3.55 6.7 (0.139, 0.106) 63.1

[0584] According to Table 9 above, it can be seen that the devices of Experimental Examples B1-1 to B1-27 contain both the first compound and the second compound, and thus have enhanced characteristics of low voltage, high efficiency, and / or long lifespan compared to the devices of Comparative Experimental Examples that contain only one of the first compound or the second compound.

[0585] Experimental Examples B2-1 to B2-27

[0586] As shown in Table 10 below, devices were manufactured in the same manner as Experimental Example B1-1, except that the combination of host materials and the weight ratio of the two types of host materials (first compound: second compound) were changed. In addition, the driving voltage, luminous efficiency, color coordinates, and lifetime of the devices manufactured in each experimental example are shown in Table 10 below.

[0587] Comparative Experimental Examples B2-1 and B2-2

[0588] As shown in Table 10 below, the device was manufactured in the same manner as Experimental Example B1-1, except that one type of host material was used. In addition, the driving voltage, luminous efficiency, color coordinates, and lifetime of the device manufactured in each comparative experimental example are shown in Table 10 below.

[0589] No Host: Dopant (thickness, ratio), Dopant content Voltage (V) (@10mA / cm²) 2 ) EQE (%)(@10mA / cm 2 ) Color coordinates (x,y) Lifespan (T95, h) (@20mA / cm) 2 ) Experimental Example B2-1 Combination 69 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.31 9.4 (0.141, 0.106) 179.4 Experimental Example B2-2 Combination 70 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.45 9.5 (0.140, 0.096) 183.5 Experimental Example B2-3 Combination 74 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.32 9.2 (0.141, 0.106) 180.9 Experimental Example B2-4 Combination 75 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.44 9.5 (0.140, 0.096) 185.3 Experimental Example B2-5 Combination 79 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.50 9.1 (0.140, 0.101) 181.7 Experimental Example B2-6 Combination 82 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.42 9.3 (0.140, 0.096) 180.8 Experimental Example B2-7 Combination 84 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.40 9.5 (0.142, 0.099) 183.1 Experimental Example B2-8 Combination 88 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.39 8.9 (0.140, 0.106) 179.5 Experimental Example B2-9 Combination 89 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.46 9.0 (0.140, 0.097) 180.1 Experimental Example B2-10 Combination 91 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.41 9.4 (0.140, 0.096) 201.6 Experimental Example B2-11 Combination 92 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.53 9.5 (0.141, 0.105) 204.5 Experimental Example B2-12 Combination 97 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.49 9.0 (0.140, 0.095) 203.4 Experimental Example B2-13 Combination 98 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.45 9.1 (0.140, 0.097) 206.1 Experimental Example B2-14 Combination 99 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.44 9.1 (0.140, 0.096) 198.5 Experimental Example B2-15 Combination 104 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.36 9.0 (0.140, 0.106) 210.5 Experimental Example B2-16 Combination 107 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.33 8.9 (0.142, 0.107) 208.3 Experimental Example B2-17 Combination 108 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.48 8.9 (0.140, 0.097) 199.4 Experimental Example B2-18 Combination 110 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.45 9.4 (0.140, 0.097) 201.4 Experimental Example B2-19 Combination 114 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.47 9.0 (0.140, 0.097) 203.4 Experimental Example B2-20 Combination 116 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.46 9.0 (0.140, 0.097) 200.8 Experimental Example B2-21 Combination 117 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.42 8.8 (0.141, 0.100) 201.4 Experimental Example B2-22 Combination 118 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.43 9.1 (0.141, 0.099) 206.4 Experimental Example B2-23 Combination 119 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.44 9.0 (0.141, 0.101) 200.5 Experimental Example B2-24 Combination 120 (Compound 1, Compound 2): BD2 (30 nm, 1:4), 2 wt% 3.45 10.3 (0.141, 0.099) 205.4 Experimental Example B2-25 Combination 84 (Compound 1, Compound 2): BD2 (30 nm, 1:2), 2 wt% 3.45 9.2 (0.142, 0.099) 190.5 Experimental Example B2-26 Combination 98 (Compound 1, Compound 2): BD2 (30 nm, 1:1), 2 wt% 3.50 9.0 (0.140, 0.097) 205.4 Experimental Example B2-27 Combination 117 (Compound 1, Compound 2): BD2 (30 nm, 2:1), 2 wt% 3.60 8.6 (0.141, 0.100) 210.0 Comparative Experiment Example B2-1 Combination 99 (1st compound): BD2 (30 nm), 2 wt% 3.44 9.1 (0.140, 0.096) 198.5 Comparative Experiment Example B2-2 Combination 114 (Compound 2): BD2 (30 nm), 2 wt% 3.47 9.0 (0.140, 0.097) 203.4

[0590] According to Table 10 above, it can be seen that the devices of Experimental Examples B2-1 to B2-27 contain both the first compound and the second compound, and thus have enhanced characteristics of low voltage, high efficiency, and long lifespan compared to the devices of Comparative Experimental Examples that contain only one of the first compound or the second compound.

[0591] According to Tables 9 and 10 above, two types of host materials composed of a combination of the first compound and the second compound were co-deposited and doped with a pyrene-based dopant (BD2) to form a single light-emitting layer, and the device characteristics of device B including the same were confirmed.

[0592] As a result, similar to the results of device A, it is determined that the phenanthrene dimer compound (first compound) as a host material utilizes a significantly higher triplet energy level compared to the anthracene compound (second compound), thereby not only exhibiting an additional efficiency increase effect through the electron transition to the triplet level of the pyrene dopant material, but also demonstrating improvements in driving voltage and / or lifetime by bringing the balance of holes and electrons into the emissive layer.

[0593] Additionally, Experimental Example B1 group described in Table 9 and Experimental Example B2 group described in Table 10 are identical except that at least one of the first compound and the second compound is deuterium-substituted, but the device group B2 had an improved lifespan compared to the device group B1. Thus, it was confirmed that a device containing a deuterium-substituted host material has improved heat resistance and an improved lifespan.

[0594] III. Fabrication of Device C

[0595] Experimental Example C1-1

[0596] A substrate with ITO / Ag / ITO deposited as an anode at 70 Å / 1000 Å / 70 Å was cut into 50 mm x 50 mm x 0.5 mm pieces, placed in distilled water containing a dispersant, and ultrasonically cleaned. A detergent from Fischer Co. was used, and distilled water that had been double-filtered through a Millipore Co. filter was used. After washing the ITO for 30 minutes, ultrasonically cleaning was performed twice with distilled water for 10 minutes. After washing with distilled water, the substrate was ultrasonically cleaned in the order of isopropyl alcohol, acetone, and methanol solvents, followed by drying.

[0597] A hole injection layer was formed on the anode by thermal vacuum deposition of HT2 and HI-2 in a ratio of 9:1 to a thickness of 50 Å. A hole transport layer was formed on top of this by vacuum deposition of HT2, a material that transports holes, to a thickness of 1150 Å. Then, a hole control layer was formed using EB1 (150 Å). Next, a first emitting layer was formed by co-depositing 2 parts by weight of the blue fluorescent dopant BD1 relative to 100 parts by weight of the first compound (combination 2) in Table 5, and a second emitting layer was formed by co-depositing 2 parts by weight of the blue fluorescent dopant BD1 relative to 100 parts by weight of the second compound (combination 2) in Table 5. Next, an electron control layer was formed by depositing HB2 to a thickness of 50 Å, and an electron transport layer with a thickness of 250 Å was formed by mixing compound ET2 and Liq in a ratio of 7:3. Sequentially, magnesium and lithium fluoride (LiF) with a thickness of 50 Å were deposited as electron injection layers.

[0598] After forming a 200 Å cathode with magnesium and silver (1:4), the device was completed by depositing CP1 at 600 Å. During the above process, the deposition rate of the organic material was maintained at 1 Å / sec.

[0599] Table 11 below shows the combination of host materials used in the first and second light-emitting layers, the dopants, the thickness ratio of the first and second light-emitting layers, and the dopant content, and also shows the driving voltage, luminous efficiency (EQE) color coordinates, and lifetime of the device manufactured therefrom.

[0600] Experimental Examples C1-2 to C1-21

[0601] As shown in Table 11 below, the device was manufactured in the same manner as Experimental Example C1-1, except that the combination of host materials, the type of compound, and the thickness ratio of the first and second light-emitting layers were changed. In addition, the driving voltage, luminous efficiency, color coordinates, and lifetime of the device manufactured in each experimental example are shown in Table 11 below.

[0602] Comparative Experimental Examples C1-1 and C1-2

[0603] As shown in Table 11 below, a device was manufactured in the same manner as Experimental Example C1-1, except that a host material of either the first compound or the second compound was used in one of the light-emitting layers. In addition, the driving voltage, luminous efficiency, color coordinates, and lifetime of the device manufactured in each comparative experimental example are shown in Table 11 below.

[0604] No Host material: Dopant (thickness ratio), Dopant content Voltage (V) (@10mA / cm²) 2 ) EQE (%)(@10mA / cm 2 ) Color coordinates (x,y) Lifespan (T95, h) (@20mA / cm) 2 ) Experimental Example C1-1 Combination 2 (1st compound, 2nd compound): BD1, (5nm:25nm), 2wt% 3.39 9.9 (0.143, 0.050) 161.3 Experimental Example C1-2 Combination 4 (1st compound, 2nd compound): BD1 (5nm:25nm), 2wt% 3.47 9.8 (0.143, 0.045) 163.4 Experimental Example C1-3 Combination 5 (Compound 1, Compound 2): BD1 (5nm:25nm), 2wt% 3.40 10.5 (0.143, 0.047) 162.8 Experimental Example C1-4 Combination 7 (Compound 1, Compound 2): BD1 (5nm:25nm), 2wt% 3.29 10.3 (0.143, 0.050) 160.4 Experimental Example C1-5 Combination 13 (1st compound, 2nd compound): BD1 (5nm:25nm), 2wt% 3.47 9.8 (0.143, 0.053) 159.5 Experimental Example C1-6 Combination 16 (1st compound, 2nd compound): BD1 (5nm:25nm), 2wt% 3.41 10.2 (0.143, 0.045) 167.5 Experimental Example C1-7 Combination 17 (Compound 1, Compound 2): BD1 (5nm:25nm), 2wt% 3.42 10.3 (0.143, 0.047) 168.8 Experimental Example C1-8 Combination 23 (1st compound, 2nd compound): BD1 (5nm:25nm), 2wt% 3.42 10.0 (0.143, 0.047) 160.8 Experimental Example C1-9 Combination 25 (1st compound, 2nd compound): BD1 (5nm:25nm), 2wt% 3.27 10.1 (0.143, 0.050) 157.3 Experimental Example C1-10 Combination 26 (1st compound, 2nd compound): BD1 (5nm:25nm), 2wt% 3.35 10.6 (0.143, 0.047) 165.9 Experimental Example C1-11 Combination 34 (1st compound, 2nd compound): BD1 (5nm:25nm), 2wt% 3.23 10.0 (0.143, 0.050) 153.1 Experimental Example C1-12 Combination 35 (1st compound, 2nd compound): BD1 (5nm:25nm), 2wt% 3.48 9.4 (0.143, 0.050) 169.8 Experimental Example C1-13 Combination 42 (1st compound, 2nd compound): BD1 (5nm:25nm), 2wt% 3.39 10.2 (0.143, 0.047) 170.1 Experimental Example C1-14 Combination 43 (1st compound, 2nd compound): BD1 (5nm:25nm), 2wt% 3.26 9.9 (0.143, 0.051) 150.8 Experimental Example C1-15 Combination 46 (1st compound, 2nd compound): BD1 (5nm:25nm), 2wt% 3.29 10.1 (0.143, 0.050) 162.7 Experimental Example C1-16 Combination 49 (1st compound, 2nd compound): BD1 (5nm:25nm), 2wt% 3.38 10.2 (0.143, 0.047) 159.7 Experimental Example C1-17 Combination 51 (Compound 1, Compound 2): BD1 (5nm:25nm), 2wt% 3.35 9.8 (0.143, 0.051) 153.7 Experimental Example C1-18 Combination 52 (1st compound, 2nd compound): BD1 (5nm:25nm), 2wt% 3.31 10.4 (0.143, 0.048) 167.5 Experimental Example C1-19 Combination 5 (1st compound, 2nd compound): BD1 (10nm:20nm), 2wt% 3.43 10.0 (0.143, 0.047) 163.5 Experimental Example C1-20 Combination 26 (1st compound, 2nd compound): BD1 (15nm:15nm), 2wt% 3.46 9.9 (0.143, 0.047) 170.1 Experimental Example C1-21 Combination 51 (1st compound, 2nd compound): BD1 (20nm:10nm), 2wt% 3.42 9.4 (0.143, 0.051) 170.5 Comparative Experiment Example C1-1 Combination 43 (1st compound): BD1 (30 nm), 2 wt% 4.58 5.0 (0.143, 0.051) 30.5 Comparative Experiment Example C1-2 Combination 26 (Compound 2): BD1 (30 nm), 2 wt% 3.56 7.2 (0.143, 0.047) 80.1

[0605] According to Table 11 above, it can be seen that the devices of Experimental Examples C1-1 to C1-21 each contain the first compound and the second compound in their respective light-emitting layers, and thus have enhanced characteristics of low voltage, high efficiency, and / or long lifespan compared to the devices of Comparative Experimental Examples that contain only one of the first compound or the second compound.

[0606] Experimental Examples C2-1 to C2-21

[0607] As shown in Table 12 below, the device was manufactured in the same manner as Experimental Example C1-1, except that the combination of host materials, the type of compound, and the thickness ratio of the first and second light-emitting layers were changed. In addition, the driving voltage, luminous efficiency, color coordinates, and lifetime of the device manufactured in each experimental example are shown in Table 12 below.

[0608] Comparative Experimental Examples C2-1 and C2-2

[0609] As shown in Table 12 below, a device was manufactured in the same manner as Experimental Example C1-1, except that a host material of either the first compound or the second compound was used in one of the light-emitting layers. In addition, the driving voltage, luminous efficiency, color coordinates, and lifetime of the devices manufactured in each comparative experimental example are shown in Table 12 below.

[0610] No Host: Dopant (thickness ratio), Dopant content Voltage (V) (@10mA / cm²) 2 ) EQE (%)(@10mA / cm 2 ) Color coordinates (x,y) Lifespan (T95, h) (@20mA / cm) 2 ) Experimental Example C2-1 Combination 62 (Compound 1, Compound 2): BD1 (5nm:25nm), 2wt% 3.38 10.6 (0.143, 0.047) 160.4 Experimental Example C2-2 Combination 64 (Compound 1, Compound 2): BD1 (5nm:25nm), 2wt% 3.35 9.9 (0.143, 0.050) 158.9 Experimental Example C2-3 Combination 65 (Compound 1, Compound 2): BD1 (5nm:25nm), 2wt% 3.40 10.1 (0.143, 0.045) 161.0 Experimental Example C2-4 Combination 67 (Compound 1, Compound 2): BD1 (5nm:25nm), 2wt% 3.38 10.0 (0.143, 0.053) 159.3 Experimental Example C2-5 Combination 73 (Compound 1, Compound 2): BD1 (5nm:25nm), 2wt% 3.41 9.8 (0.143, 0.047) 160.1 Experimental Example C2-6 Combination 76 (Compound 1, Compound 2): BD1 (5nm:25nm), 2wt% 3.40 10.3 (0.143, 0.047) 164.5 Experimental Example C2-7 Combination 77 (Compound 1, Compound 2): BD1 (5nm:25nm), 2wt% 3.48 9.9 (0.143, 0.045) 165.0 Experimental Example C2-8 Combination 83 (Compound 1, Compound 2): BD1 (5nm:25nm), 2wt% 3.44 10.1 (0.143, 0.049) 154.9 Experimental Example C2-9 Combination 85 (Compound 1, Compound 2): BD1 (5nm:25nm), 2wt% 3.45 9.8 (0.143, 0.045) 162.4 Experimental Example C2-10 Combination 86 (Compound 1, Compound 2): BD1 (5nm:25nm), 2wt% 3.40 10.5 (0.143, 0.047) 168.1 Experimental Example C2-11 Combination 94 (Compound 1, Compound 2): BD1 (5nm:25nm), 2wt% 3.46 9.7 (0.143, 0.045) 185.3 Experimental Example C2-12 Combination 95 (Compound 1, Compound 2): BD1 (5nm:25nm), 2wt% 3.32 10.6 (0.143, 0.047) 186.7 Experimental Example C2-13 Combination 102 (Compound 1, Compound 2): BD1 (5nm:25nm), 2wt% 3.41 10.3 (0.144, 0.055) 184.3 Experimental Example C2-14 Combination 103 (Compound 1, Compound 2): BD1 (5nm:25nm), 2wt% 3.45 10.1 (0.143, 0.046) 175.2 Experimental Example C2-15 Combination 106 (Compound 1, Compound 2): BD1 (5nm:25nm), 2wt% 3.40 10.0 (0.144, 0.055) 180.2 Experimental Example C2-16 Combination 109 (Compound 1, Compound 2): BD1 (5nm:25nm), 2wt% 3.41 10.2 (0.143, 0.049) 177.4 Experimental Example C2-17 Combination 111 (Compound 1, Compound 2): BD1 (5nm:25nm), 2wt% 3.42 10.7 (0.143, 0.047) 194.1 Experimental Example C2-18 Combination 112 (Compound 1, Compound 2): BD1 (5nm:25nm), 2wt% 3.38 10.3 (0.143, 0.050) 184.0 Experimental Example C2-19 Combination 73 (Compound 1, Compound 2): BD1 (10nm:20nm), 2wt% 3.43 9.7 (0.143, 0.047) 180.2 Experimental Example C2-20 Combination 76 (Compound 1, Compound 2): BD1 (15nm:15nm), 2wt% 3.50 10.0 (0.143, 0.047) 198.4 Experimental Example C2-21 Combination 109 (Compound 1, Compound 2): BD1 (20nm:10nm), 2wt% 3.55 9.8 (0.143, 0.049) 190.4 Comparative Experiment Example C2-1 Combination 64 (1st compound): BD1 (30 nm), 2 wt% 4.69 4.1 (0.143, 0.050) 45.1 Comparative Experiment Example C2-2 Combination 95 (Compound 2): BD1 (30 nm), 2 wt% 3.55 7.3 (0.143, 0.047) 85.4

[0611] According to Table 11 above, it can be seen that the devices of Experimental Examples C2-1 to C2-21 include the first compound and the second compound in their respective light-emitting layers, and thus have enhanced characteristics of low voltage, high efficiency, and / or long lifespan compared to the devices of Comparative Experimental Examples that include only one of the first compound or the second compound.

[0612] According to Tables 11 and 12 above, instead of introducing a method of co-depositing two types of host materials, a first compound was introduced as a first light-emitting layer and a second compound was introduced as a second light-emitting layer to fabricate an organic light-emitting device having two light-emitting layers.

[0613] As a result, similar to the results of devices A and B, it is determined that the phenanthrene dimer compound (first compound) as a host material utilizes a significantly higher triplet energy level compared to the anthracene compound (second compound), thereby not only exhibiting an additional efficiency increase effect through the electron transition of non-pyrene dopant materials to the triplet level, but also demonstrating improvements in driving voltage and lifetime by bringing the balance of holes and electrons into the emissive layer.

[0614] Additionally, Experimental Example C1 group described in Table 11 and Experimental Example C2 group described in Table 12 are identical except that at least one of the first compound and the second compound is deuterium substituted, but the device group C2 had an improved lifespan compared to device group C1. Thus, it was confirmed that a device containing a deuterium-substituted host material has improved heat resistance and an improved lifespan.

[0615] IV. Manufacturing of Device D

[0616] For the manufacture of device D, compositions 1 to 5 were prepared by pre-mixing the first compounds and second compounds of combinations 6, 8, 73, 84, and 91 in Tables 5 and 6 above.

[0617] The inventors have a sublimation temperature (T) of a first compound to be premixed. sub1) and the sublimation temperature of the second compound (T sub2 It was discovered that the difference between the first and second compounds before and after deposition must satisfy at least the following equation (1) so that the composition (i.e., change in concentration of each compound) can be maintained.

[0618] | T sub1 - T sub2 | ≤ 20 ℃ - Equation (1)

[0619] In Table 13 below, the sublimation temperatures of the first and second compounds for each composition and the difference in sublimation temperatures between the first and second compounds are shown.

[0620] Host 1st compound sublimation temperature (°C) 2. Compound sublimation temperature (°C) Difference in sublimation temperature (°C) between the first compound and the second compound Composition 1 Combination 6 260 260 0 Composition 2 Combination 8 260 250 10 Composition 3 Combination 73 260 270 10 Composition 4 Combination 84 270 270 0 Composition 5 Combination 91 270 260 10

[0621] Using the above compositions 1 to 5, a device was manufactured as follows.

[0622] Experimental Example D1-1

[0623] A substrate with ITO / Ag / ITO deposited as an anode at 70 Å / 1000 Å / 70 Å was cut into 50 mm x 50 mm x 0.5 mm pieces, placed in distilled water containing a dispersant, and ultrasonically cleaned. A detergent from Fischer Co. was used, and distilled water that had been double-filtered through a Millipore Co. filter was used. After washing the ITO for 30 minutes, ultrasonically cleaning was performed twice with distilled water for 10 minutes. After washing with distilled water, the substrate was ultrasonically cleaned in the order of isopropyl alcohol, acetone, and methanol solvents, followed by drying.

[0624] A hole injection layer was formed on the above anode by thermal vacuum deposition of HT2 and HI-2 in a ratio of 9:1 to a thickness of 50 Å. On top of this, a hole transport layer was formed by vacuum deposition of HT2, a material that transports holes, to a thickness of 1150 Å. Then, a hole control layer was formed using EB2 (150 Å). Next, a single emissive layer was formed by co-depositing 2 parts by weight of the blue fluorescent dopant BD1 relative to 100 parts by weight of Composition 1 of Table 13. Then, an electron control layer was formed by depositing HB2 to a thickness of 50 Å, and an electron transport layer with a thickness of 250 Å was formed by mixing compound ET2 and Liq in a ratio of 7:3. Sequentially, magnesium and lithium fluoride (LiF) with a thickness of 50 Å were deposited as an electron injection layer.

[0625] After forming a 200 Å cathode with magnesium and silver (1:4), the device was completed by depositing CP1 at 600 Å. During the above process, the deposition rate of the organic material was maintained at 1 Å / sec.

[0626] Table 14 below shows the two types of host materials, dopants, the ratio of host materials (first compound: second compound), and dopant content of the composition for the light-emitting layer, and also shows the driving voltage, luminous efficiency (EQE) color coordinates, and lifetime of the device manufactured therefrom.

[0627] Experimental Examples D1-2 to D1-5

[0628] As shown in Table 14 below, the device was manufactured in the same manner as Experimental Example D1-1, except that the combination of host materials in the composition was changed. In addition, the driving voltage, luminous efficiency, color coordinates, and lifetime of the device manufactured in each experimental example are shown in Table 14 below.

[0629] Comparative Experimental Examples D1-1 and D1-5

[0630] As shown in Table 14 below, the device was manufactured in the same manner as Experimental Example D1-1, except that either the first compound or the second compound was used as a host material. In addition, the driving voltage, luminous efficiency, color coordinates, and lifetime of the device manufactured in each comparative experimental example are shown in Table 14 below.

[0631] No Host: Dopant (ratio, wt%), Dopant content Voltage (V) (@10mA / cm²) 2 ) EQE (%)(@10mA / cm 2 ) Color coordinates (x,y) Lifespan (T95, h) (@20mA / cm) 2 ) Experimental Example D1-1 Combination 6 (1st compound, 2nd compound): BD1(1:4), 2wt% 3.33 10.9 (0.143, 0.046) 150.3 Experimental Example D1-2 Combination 8 (Compound 1, Compound 2): BD1 (1:4), 2wt% 3.42 11.0 (0.143, 0.046) 155.8 Experimental Example D1-3 Combination 73 (Compound 1, Compound 2): BD1 (1:4), 2wt% 3.34 10.3 (0.143, 0.047) 179.5 Experimental Example D1-4 Combination 84 (Compound 1, Compound 2): BD1 (1:4), 2wt% 3.33 10.7 (0.143, 0.046) 173.5 Experimental Example D1-5 Combination 91 (Compound 1, Compound 2): BD1 (1:4), 2wt% 3.35 10.1 (0.143, 0.046) 198.4 Comparative Experiment Example D1-1 Combination 6 (1st compound): BD12wt% 4.56 3.8 (0.143, 0.046) 23.1 Comparative Experiment Example D1-2 Combination 8 (Second Compound): BD12wt% 3.59 5.1 (0.143, 0.046) 40.2 Comparative Experiment Example D1-3 Combination 73 (1st compound): BD12wt% 4.55 4.2 (0.143, 0.046) 30.5 Comparative Experiment Example D1-4 Combination 84 (Compound 2): BD12wt% 3.60 5.0 (0.143, 0.046) 43.1 Comparative Experiment Example D1-5 Combination 91 (Second Compound): BD12wt% 3.62 5.3 (0.143, 0.046) 40.3

[0632] According to Table 14 above, the devices of Experimental Examples D1-1 to D1-5 contain a mixture of the first compound and the second compound as a single composition in the light-emitting layer, and it can be seen that the characteristics of low voltage, high efficiency, and / or long lifespan are enhanced compared to the devices of Comparative Experimental Examples that contain only one of the first compound or the second compound.

[0633] According to Tables 13 and 14 above, instead of a method of forming a light-emitting layer by co-depositing two types of host materials (first compound and second compound), a single composition was formed by pre-mixing the two types of host materials and used to manufacture the light-emitting layer. In particular, according to Table 13 above, the difference in sublimation temperatures between the first compound and the second compound was considered when manufacturing the single composition. A single light-emitting layer was formed by doping the light-emitting layer with a non-pyrene-based dopant (boron-based), and the device characteristics of device D containing the same were confirmed.

[0634] As a result, the device characteristics of the experimental example using a single composition pre-mixed with two types of host materials were superior compared to the comparative experimental example using a host material that used either a phenanthrene dimer compound (first compound) alone or an anthracene compound (second compound) alone. These results indicate that after forming a single composition by pre-mixing the first and second compounds, the co-evaporation mixture is stable, allowing for the utilization of the fluorescence emission effect through the singlet energy level of the second compound, and further efficiency improvement is possible through the electron transition to the triplet energy level of the dopant by utilizing the high triplet energy level of the first compound. Furthermore, the improvement in low voltage and lifetime implies that the balance of holes and electrons has been brought into the emissive layer.

[0635] Additionally, in Table 14 above, at least one of the first and second compounds of combinations 73, 84, and 91 used in Experimental Examples D1-3 to D1-5 is a deuterium-substituted compound, and compared to the first and second compounds of combinations 6 and 8, the lifespan of the device was further improved due to the deuterium substitution. Thus, it was confirmed that a device containing a deuterium-substituted host material has improved heat resistance and an improved lifespan.

[0636] In addition, this experimental example is significant in that when manufacturing a light-emitting layer with three or more components (e.g., two types of host materials and one type of dopant material), the two types of host materials (the first compound and the second compound) are pre-mixed to prepare a composition, thereby alleviating the complexity of the manufacturing process. In Table 13 above, it was confirmed that compositions 1 to 5, prepared by pre-mixing the first compound and the second compound, satisfy a sublimation temperature difference in the range of 0 to 20°C, thereby achieving a stable co-evaporation mixture.

[0638] In summary, the problem of low energy efficiency, which was present in devices A through D while fluorescence emission through singlet energy levels, was improved to enable the utilization of high triplet energy levels, and an additional increase in efficiency was observed through the electron transition of the dopant to the triplet level. Thus, the present invention can simultaneously obtain an additional increase in efficiency of the first compound while maintaining stable performance through appropriate energy levels and electron / hole balance.

[0640] Although preferred embodiments of the present invention have been described above, the present invention is not limited thereto, and it is possible to implement various modifications within the scope of the claims and the detailed description of the invention, and such modifications also fall within the scope of the invention. Explanation of the symbols

[0641] 101: Board 102: Anode 103: Hole injection layer 104: Precision Transport Layer 105: Hole control layer 106: Emissive layer 106-1: First light-emitting layer 106-2: Second light-emitting layer 107: Electronic control layer 108: Electron transport layer 109: Electron injection layer 110: Cathode

Claims

Claim 1 An organic light-emitting device comprising an anode; a cathode; and a light-emitting layer disposed between the anode and the cathode, wherein the light-emitting layer comprises a compound represented by the following chemical formula 1 and a compound represented by the following chemical formula 2: [Chemical Formula 1] In the above chemical formula 1, L 101 Each is independently phenyl, biphenyl, terphenyl, naphthyl, dimethylfluorenyl, diphenylfluorenyl, triphenylenyl, dibenzofuranyl, dibenzothiophenyl, or carbazolyl, where L 101 is additionally substituted or unsubstituted with deuterium, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, or L 101 At least one of the substituents may combine with an adjacent substituent to form one or more substituted or unsubstituted rings, and R1 to R 10 One of them and R 11 to R 20 One of them is L 101 Each is connected to, and the remainders are identical or different from one another, and each independently is hydrogen or deuterium, n is an integer from 1 to 5, and if n is 2 or more, 2 or more L 101 They are identical or different from each other, [Chemical Formula 2] In the above chemical formula 2, L 102 and L 103 are identical or different from each other, and each independently are a directly bonded, substituted or unsubstituted arylene group, or a substituted or unsubstituted heteroarylene group, and R 21 are each independently hydrogen, deuterium, hydroxyl group, cyano group, halogen group, nitro group, substituted or unsubstituted alkyl group, substituted or unsubstituted cycloalkyl group, substituted or unsubstituted silyl group, substituted or unsubstituted aryl group, substituted or unsubstituted heterocyclic group, substituted or unsubstituted amine group, or -C(=O)R", where R" is hydrogen, deuterium, hydroxyl group, substituted or unsubstituted alkyl group, substituted or unsubstituted cycloalkyl group, substituted or unsubstituted aryl group, substituted or unsubstituted heterocyclic group, or substituted or unsubstituted amine group, where Ar' and Ar" are identical or different from each other and are each independently hydrogen, deuterium, substituted or unsubstituted aryl group, or substituted or unsubstituted heterocyclic group, where a1 and a2 are identical or different from each other and are each independently 0 or 1, where 1 ≤ a1 + a2 ≤ 3, and a 21 is an integer from 1 to 9, and a 21 If this is 2 or more, 2 or more R 21 They are identical or different from each other. Claim 2 In claim 1, the organic light-emitting device represented by Chemical Formula 2 as one of the following Chemical Formula 2-1 or Chemical Formula 2-2: [Chemical Formula 2-1] [Chemical Formula 2-2] In the above Chemical Formulas 2-1 and 2-2, L 104 , L 105 and L 106 are identical or different from each other, and each independently L of the above chemical formula 2 102 and L 103 It is the same as the definition of, and Ar1, Ar2, Ar3, Ar4, and Ar5 are identical or different from each other, and each independently has the definition of Ar' and Ar" of the above chemical formula 2, and R 29 and R 30 are identical or different from each other, and each independently R of the above chemical formula 2. 21 Same as the definition of, and a 29 is an integer from 1 to 8, and a 29 If is 2 or greater, R of 2 or greater 29 are identical or different from each other, a 30 is an integer from 1 to 7, and a 30 If this is 2 or more, 2 or more R 30 They are identical or different from each other. Claim 3 In claim 1, the sublimation temperature (T) of the compound represented by the chemical formula 1. sub1 ) and the sublimation temperature (T) of the compound represented by the above chemical formula 2 sub2 ) is an organic light-emitting device satisfying the following equation (1): | T sub1 - T sub2 | ≤ 20 ℃ - Equation (1) Claim 4 An organic light-emitting device according to claim 1, wherein the light-emitting layer comprises a first light-emitting layer and a second light-emitting layer, the first light-emitting layer comprises a compound represented by Chemical Formula 1 as a first host material, and the second light-emitting layer comprises a compound represented by Chemical Formula 2 as a second host material. Claim 5 An organic light-emitting device according to claim 4, wherein the second light-emitting layer is provided between the first light-emitting layer and the cathode. Claim 6 An organic light-emitting device according to claim 5, wherein the first light-emitting layer and the second light-emitting layer are provided to be in direct contact. Claim 7 An organic light-emitting device according to claim 4, wherein the first light-emitting layer comprises a combination of two or more compounds represented by the chemical formula 1 as a first host material. Claim 8 An organic light-emitting device according to claim 1, wherein the light-emitting layer further comprises a dopant material. Claim 9 An organic light-emitting device according to claim 8, wherein the dopant material is a fluorescent dopant. Claim 10 An organic light-emitting device according to claim 9, wherein the fluorescent dopant is a blue fluorescent dopant. Claim 11 An organic light-emitting device according to claim 10, wherein the blue fluorescent dopant is a pyrene-based compound or a non-pyrene-based compound. Claim 12 An organic light-emitting device according to claim 11, wherein the non-pyrene compound is an arylamine compound or a boron compound. Claim 13 delete Claim 14 An organic light-emitting device according to claim 1, wherein the deuterium substitution rate for the compound represented by Chemical Formula 1 and the compound represented by Chemical Formula 2 is independently 1% or more and 100% or less. Claim 15 An organic light-emitting device according to claim 1, wherein the number of nitrogen atoms included in the compound represented by the chemical formula 1 is at most 1. Claim 16 In claim 1, the triplet energy level (T) of the compound represented by the chemical formula 1 h1 An organic light-emitting device having a ) of 2.30 eV or higher. Claim 17 In claim 1, the triplet energy level (T) of the compound represented by the chemical formula 1 h1 ) is the triplet energy level (T) of the compound represented by the above chemical formula 2. h2 An organic light-emitting diode that is higher than ). Claim 18 In claim 1, the triplet energy level (T) of the compound represented by the chemical formula 1 h1 ) is 2.30eV ≤T h1 An organic light-emitting device satisfying ≤ 2.90 eV. Claim 19 In claim 1, the triplet energy level (T) of the compound represented by the chemical formula 2 h2 ) is 1.40 eV ≤ T h2 An organic light-emitting device satisfying ≤ 1.80 eV. Claim 20 In claim 1, the triplet energy level (T) of the compound represented by the chemical formula 1 h1 ) and the triplet energy level (T) of the compound represented by the above chemical formula 2 h2 ) is an organic light-emitting device that satisfies the following equation (2): Δ(T h1 -T h2 ) ≤ 1.50eV - Equation (2) Claim 21 In claim 10, the triplet energy level (T) of the compound represented by the chemical formula 1 h1 ), triplet energy level (T) of the compound represented by the above chemical formula 2 h2 ) and the triplet energy level (T) of the blue fluorescent dopant BD ) is an organic light-emitting device that satisfies at least one of the following equations (3) and (4): Δ(T BD - T h1 ) ≤ 0.40 eV - Equation (3) and Δ(T BD - T h2 ) ≥ 0.40 eV - Equation (4) Claim 22 In claim 17, L 101 The triplet energy level (T) of the structure represented by L101 ) and the triplet energy level (T) of the compound represented by the above chemical formula 1 h1 ) is an organic light-emitting device that satisfies the following equation (5): Δ(T L101 - T h1 ) ≤ 1.50eV - Equation (5) Claim 23 An organic light-emitting device according to claim 1, wherein the maximum emission wavelength (λmax) of the compound represented by Formula 1 and the compound represented by Formula 2 in the light-emitting layer is each within a range of 400 nm or more and 500 nm or less.

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