Organic light-emitting element

Abstract

This organic light-emitting element includes a first electrode, a second electrode, and an organic compound layer disposed between the first electrode and the second electrode. The organic compound layer includes a light-emitting layer. The light-emitting layer includes a first compound, a second compound, and a third compound. The light emission lifetime of the second compound is 500 nsec. or more. The third compound is a fluorescent material. When RM represents the polarity parameter R of the first compound and RA represents the polarity parameter R of the second compound, formula (1) is satisfied. (1): RM(RM + RA) ≥ 13.0

Description

Organic light-emitting diodes

[0001] This invention relates to an organic light-emitting element.

[0002] An organic light-emitting element (hereinafter sometimes referred to as an "organic electroluminescent element" or "organic EL element") is an electronic element having a pair of electrodes and an organic compound layer placed between these electrodes. By injecting electrons and holes from this pair of electrodes, excitons of the light-emitting organic compound in the organic compound layer are generated, and when these excitons return to the ground state, the organic light-emitting element emits light.

[0003] Recent advances in organic light-emitting diodes are remarkable, and their excellent characteristics—low drive voltage, diverse emission wavelengths, high responsiveness, and the ability to make light-emitting devices thinner and lighter—are expected to lead to applications in a wide range of electronic devices.

[0004] Currently, as an attempt to improve the luminescence characteristics of organic light-emitting devices, TAF (TADF-Assisted Fluorescence) type organic light-emitting devices are being developed, which combine thermally activated delayed fluorescence (TADF) materials with fluorescent light-emitting materials.

[0005] Patent Document 1 describes a TAF-type organic light-emitting device in which the wavelength of the shortest wavelength peak top in the emission spectrum of a TADF material and the wavelength of the longest wavelength peak top in the absorption spectrum of a fluorescent light-emitting material satisfy a predetermined relationship. Patent Document 2 also describes a TAF-type organic light-emitting device using a fluorescent light-emitting material with a molar extinction coefficient of 29,000 L / (mol·cm) or more.

[0006] Japanese Patent Publication No. 2022-142304, International Publication No. 2017 / 146192

[0007] In the organic light-emitting devices described in Patent Documents 1 and 2, the effect of the polarity of the host material and the TADF material on color purity was not considered, resulting in low color purity and room for improvement.

[0008] The present invention has been made in view of the above problems, and its purpose is to provide an organic light-emitting element with excellent color purity.

[0009] According to one embodiment of the present invention, there is provided an organic light-emitting device comprising a first electrode, a second electrode, and an organic compound layer disposed between the first electrode and the second electrode, wherein the organic compound layer comprises a light-emitting layer, the light-emitting layer comprises a first compound, a second compound different from the first compound, and a third compound different from the first compound and the second compound, the emission lifetime of the second compound is 500 nsec. or more, the third compound is a fluorescent light-emitting material, and the polarity parameter R of the first compound is defined as R Ｍ , the polarity parameter R of the second compound is defined as R Ａ , the organic light-emitting device satisfies the following formula (1): R Ｍ (R Ｍ +R Ａ ) ≥ 13.0 (1)

[0010] According to another aspect of the present invention, there is provided an organic light-emitting device comprising a first electrode, a second electrode, and an organic compound layer disposed between the first electrode and the second electrode, wherein the organic compound layer comprises a light-emitting layer, the light-emitting layer comprises a first compound, a second compound different from the first compound, and a third compound different from the first compound and the second compound, the difference between the lowest excited singlet energy and the lowest excited triplet energy of the second compound is 0.25 eV or less, the third compound is a fluorescent light-emitting material, and the polarity parameter R of the first compound is defined as R Ｍ , the polarity parameter R of the second compound is defined as R Ａ , the organic light-emitting device satisfies the following formula (1): R Ｍ (R Ｍ +R Ａ ) ≥ 13.0 (1)

[0011] According to the present invention, an organic light-emitting device excellent in color purity can be provided.

[0012] This is a schematic cross-sectional view showing an example of a pixel in a display device according to one embodiment of the present invention. This is a schematic cross-sectional view showing an example of a display device using an organic EL element according to one embodiment of the present invention. This is a schematic diagram showing an example of a display device according to one embodiment of the present invention. This is a schematic diagram showing an example of an imaging device according to one embodiment of the present invention. This is a schematic diagram showing an example of an electronic device according to one embodiment of the present invention. This is a schematic diagram showing an example of a display device according to one embodiment of the present invention. This is a schematic diagram showing an example of a foldable display device. This is a schematic diagram showing an example of a lighting device according to one embodiment of the present invention. This is a schematic diagram showing an example of an automobile having vehicle lighting equipment according to one embodiment of the present invention. This is a schematic diagram showing an example of a mobile body having a display unit according to one embodiment of the present invention. This is a schematic diagram showing an example of a wearable device according to one embodiment of the present invention. This is a schematic diagram showing an example of a wearable device according to one embodiment of the present invention, with an imaging device. This is a schematic diagram showing an example of an image forming apparatus according to one embodiment of the present invention. This is a schematic diagram showing an example of an exposure light source for an image forming apparatus according to one embodiment of the present invention. This is a schematic diagram showing an example of an exposure light source for an image forming apparatus according to one embodiment of the present invention. This is the emission spectrum of the organic light-emitting element according to this embodiment and the emission spectrum of an organic light-emitting element according to a comparative example. This is the emission spectrum of the organic light-emitting element according to this embodiment and the emission spectrum of an organic light-emitting element according to a comparative example. This is the emission spectrum of the organic light-emitting element according to this embodiment and the emission spectrum of an organic light-emitting element according to a comparative example. These are the emission spectra of the organic light-emitting element according to this embodiment and the organic light-emitting element according to a comparative example. These are the emission spectra of the organic light-emitting element according to this embodiment and the organic light-emitting element according to a comparative example. These are the emission spectra of the organic light-emitting element according to this embodiment and the organic light-emitting element according to a comparative example. These are the emission spectra of the organic light-emitting element according to this embodiment and the organic light-emitting element according to a comparative example.

[0013] In this specification, halogen atoms include, but are not limited to, fluorine, chlorine, bromine, iodine, astatine, and tennessine.

[0014] The alkyl group may be an alkyl group having 1 to 20 carbon atoms, or an alkyl group having 1 to 10 carbon atoms. Specifically, examples include, but are not limited to, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, tert-butyl group, secondary butyl group, octyl group, cyclohexyl group, tert-pentyl group, 3-methylpentan-3-yl group, 1-adamantyl group, and 2-adamantyl group.

[0015] The alkoxy group may be an alkoxy group having 1 to 20 carbon atoms, or an alkoxy group having 1 to 10 carbon atoms. Specifically, examples include, but are not limited to, a methoxy group, an ethoxy group, a propoxy group, an isopropyl group, a tertiary hydroxy group, a 2-ethyl octyloxy group, a benzyloxy group, etc.

[0016] A silyl group is a group in which a silicon atom has a substituent. The substituent may be a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group. The substituted or unsubstituted alkyl group on the silicon atom may be a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms. The substituted or unsubstituted aryl group on the silicon atom may be a substituted or unsubstituted aryl group having 6 to 10 carbon atoms. The silyl group may be a trialkylsilyl group or a triarylsilyl group. Specifically, examples include, but are not limited to, a trimethylsilyl group and a triphenylsilyl group.

[0017] The aryl group may be an aryl group having 6 to 20 carbon atoms, an aryl group having 6 to 18 carbon atoms, or an aryl group having 6 to 12 carbon atoms. Specifically, examples include, but are not limited to, phenyl, biphenyl, naphthyl, phenanthrenyl, triphenylenyl, indenyl, terphenyl, fluorenyl, pyrenyl, anthranyl, perilenyl, chrysenyl, and fluoranthenyl groups.

[0018] The heterocyclic group may be a heterocyclic group having 3 to 24 carbon atoms, a heterocyclic group having 3 to 18 carbon atoms, or a heterocyclic group having 3 to 12 carbon atoms. The heterocyclic group may be a heteroaryl group. Specifically, examples include, but are not limited to, pyridyl, pyrimidyl, pyrazyl, triazyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, oxazolyl, oxadiazolyl, thiazolyl, thiadiazolyl, carbazolyl, acridinyl, and phenanthrolyl groups.

[0019] The amino group may be a substituted amino group substituted with an alkyl group or an aryl group, and may be a substituted amino group substituted with an alkyl group having 1 to 4 carbon atoms or an aryl group having 6 to 12 carbon atoms. Specifically, examples include, but are not limited to, N-methylamino group, N-ethylamino group, N,N-dimethylamino group, N,N-diethylamino group, N-methyl-N-ethylamino group, N-benzylamino group, N-methyl-N-benzylamino group, N,N-dibenzyloamino group, anilino group, N,N-diphenylamino group, N,N-dinaphthylamino group, N,N-difluorenylamino group, N-phenyl-N-tolylamino group, N,N-ditolylamino group, N-methyl-N-phenylamino group, N,N-dianisorylamino group, N-mesityl-N-phenylamino group, N,N-dimesitylamino group, N-phenyl-N-(4-tert-butylphenyl)amino group, N-phenyl-N-(4-trifluoromethylphenyl)amino group, N-piperidyl group, etc.

[0020] Examples of aryloxy groups include, but are not limited to, phenoxy groups.

[0021] Examples of heteroaryloxy groups include, but are not limited to, thienyloxy groups.

[0022] Examples of substituents that the alkyl groups, alkoxy groups, amino groups, aryloxy groups, silyl groups, aryl groups, heterocyclic groups, and heteroaryloxy groups may further have include, but are not limited to, deuterium, alkyl groups such as methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, and tert-butyl group, aralkyl groups such as benzyl group, aryl groups such as phenyl group and biphenyl group, heterocyclic groups such as pyridyl group and pyrrolyl group, amino groups such as dimethylamino group, diethylamino group, dibenzylamino group, diphenylamino group, and ditolylamino group, alkoxy groups such as methoxy group, ethoxy group, and propoxy group, aryloxy groups such as phenoxy group, halogen atoms such as fluorine, chlorine, bromine, and iodine, and cyano groups.

[0023] Furthermore, in this specification, the lowest excitation singlet energy S １ This value is obtained by measuring the fluorescence emission spectrum of a thin film sample of each material individually and converting the wavelength at the short-wavelength end of the spectrum into energy. The fluorescence emission spectrum can be measured by irradiating the sample with excitation light at room temperature (25°C, 298K) and spectrally analyzing the light produced by photoexcitation with a spectrometer. Data acquisition is possible with, for example, a Hitachi F-4500 spectrofluorometer, but is not limited to this. Specifically, when the peak intensity of the fluorescence emission spectrum is set to 100%, the wavelength (λ) at which the emission intensity on the short-wavelength side of the spectrum becomes 10% is used. Ｅｍｉｓｓｉｏｎ The lowest excitation singlet energy S is the value obtained by converting (assuming this) into energy. １ The following equation (a) was used as the conversion formula. Here, h represents Planck's constant and c represents the speed of light. １ = hc / λ Ｅｍｉｓｓｉｏｎ = 1239.84 / λ Ｅｍｉｓｓｉｏｎ Formula (a)

[0024] Furthermore, in this specification, the lowest excitation triplet energy T １This is the value obtained by measuring the phosphorescence emission spectrum and converting the wavelength at the short-wavelength end of the spectrum into energy. The phosphorescence emission spectrum can be measured by irradiating the sample with excitation light at a low temperature (-196°C, 77K) and spectrally separating the light produced by photoexcitation into wavelengths using a spectrometer. Specifically, the absorption spectrum of the compound to be measured is 1.0 × 10⁻⁶ －５ A sample is prepared by placing an M-toluene solution in a quartz cell (optical path width 10 mm). This sample is then irradiated with light of a continuously changing wavelength of approximately 200 to 800 nm, and the absorption of light (absorbance) at each wavelength can be obtained and measured. Data acquisition is possible with, for example, a Shimadzu UV-3600, but is not limited to this. The molar extinction coefficient (ε) is obtained by dividing the absorbance by the solution concentration.

[0025] Furthermore, in this specification, S １ (H)[eV] is the lowest excitation singlet energy of the first compound, and S １ (A) [eV] is the lowest singlet excitation energy of the second compound, S １ (G) [eV] is the lowest singlet excitation energy of the third compound. １ (H) [eV] is the lowest excited triplet energy of the first compound, and T １ (A) [eV] is the lowest excited triplet energy of the second compound, and T １ (G) [eV] is the lowest excited triplet energy of the third compound. λ ｍａｘ (A) [nm] is the peak wavelength of the emission spectrum of the second compound, λ ｍａｘ (G) [nm] is the peak wavelength of the emission spectrum of the third compound, and E (λ ｍａｘ (G) represents the energy calculated from the longest wavelength absorption peak wavelength of the absorption spectrum of the third compound.

[0026] (1) Organic light-emitting element The organic light-emitting element according to the present invention comprises a first electrode, a second electrode, and an organic compound layer disposed between the first electrode and the second electrode. The organic compound layer has a light-emitting layer, and the light-emitting layer comprises a first compound, a second compound different from the first compound, and a third compound different from the first and second compounds. The first compound preferably has one or more carbazolyl groups. Having carbazolyl groups allows the first compound to exhibit excellent charge transport properties. In the organic light-emitting element according to this embodiment, the weight ratio of the first compound to the light-emitting layer may be greater than the weight ratio of the second compound to the light-emitting layer. Also, the weight ratio of the second compound to the light-emitting layer may be greater than the weight ratio of the third compound to the light-emitting layer.

[0027] The weight ratio of the first compound to the weight of the light-emitting layer may be 50 wt% or more, and may be 60 wt% or more. The weight ratio of the second compound to the weight of the light-emitting layer may be 5 wt% or more and 50 wt% or less, 5 wt% or more and 40 wt% or less, and 5 wt% or more and 30 wt% or less. The weight ratio of the third compound to the weight of the light-emitting layer may be 0.5 wt% or more and 10 wt% or less. By dispersing the third compound in the light-emitting layer at a low concentration, concentration quenching can be reduced.

[0028] Here, the organic light-emitting element according to this embodiment is S １ (H) > S １ (G) or S １ (A) > S １ It is preferable that at least one of the conditions in (G) is satisfied, S １ (H) > S １ (G) and S １ (A) > S １ It is preferable that the relationship (G) is satisfied, S １ (H) > S １ (A) > S １ It is even more preferable that relationship (G) is satisfied. １ (H), S １ (A), S １(G) represents the lowest singlet excitation energy of the first compound, the lowest singlet excitation energy of the second compound, and the lowest singlet excitation energy of the third compound, respectively. By satisfying this relationship, singlet excitons generated in the first and second compounds can more easily transfer energy to the third compound. As a result, the luminescence originating from the second compound can be further reduced, resulting in superior color purity. Furthermore, the organic light-emitting element according to this embodiment is T １ (H) > T １ (G) or T １ (A) > T １ It is preferable that at least one of the conditions in (G) is satisfied, T １ (H) > T １ (G) and T １ (A) > T １ It is preferable that the relationship (G) is satisfied, T １ (H) > T １ (A) > T １ It is even more preferable that relationship (G) is satisfied. １ (H), T １ (A), T １ (G) represents the lowest excited triplet energy of the first compound, the lowest excited triplet energy of the second compound, and the lowest excited triplet energy of the third compound, respectively.

[0029] In this embodiment, the second compound may have a luminescence lifetime of 500 nsec. or more. The second compound may also be a compound in which the difference between the lowest excited singlet energy and the lowest excited triplet energy is 0.25 eV or less. The second compound may be an organometallic complex or a delayed fluorescence material. Furthermore, the full width at half maximum of the emission spectrum of the second compound may be 100 nm or less, 90 nm or less, 80 nm or less, or 60 nm or less.

[0030] Here, the luminescence lifetime of the second compound may be the time it takes for the luminescence intensity to decay to 1 / e of the initial value when the second compound is dissolved in a solvent and the solution is excited with a pulsed laser. The solvent may be toluene or other solvents. Alternatively, a co-evaporated film of the first compound and the second compound may be formed, and the time it takes for the luminescence intensity to decay to 1 / e of the initial value when the co-evaporated film is excited with a pulsed laser may be defined as the luminescence lifetime of the second compound. Here, e is Napier's number.

[0031] In this embodiment, the third compound is a fluorescent material. A large molar extinction coefficient of the third compound is preferable because it allows for efficient absorption of light emitted from the second compound. Specifically, the molar extinction coefficient of the third compound is 20,000 M. －１ ・cm －１ The above is sufficient, and 25000M －１ ・cm －１ The above is sufficient, and 40000M －１ ・cm －１ The above is sufficient, 45000M －１ ・cm －１ The above is acceptable. Furthermore, the full width at half maximum of the emission spectrum of the third compound is preferably 30 nm or less. Furthermore, the wavelength of the emission peak showing the highest emission intensity in the emission spectrum of the third compound is preferably 440 nm or more and 480 nm or less.

[0032] The features of the organic light-emitting element according to the present invention will be described in detail below.

[0033] The organic light-emitting element according to the present invention is characterized in that the first compound and the second compound satisfy the following relationship (1). Ｍ (R Ｍ +R Ａ ) ≥ 13.0 (1)

[0034] In equation (1), R Ｍ R is the polarity parameter R of the first compound, ＡR is the polarity parameter of the second compound. Here, the polarity parameter R can be calculated by determining the solvation free energy using quantum chemical calculations and taking the ratio of the non-electrostatic interaction component to the electrostatic interaction component of that free energy. Specifically, it can be determined by equation (R1). Polarity parameter R = Non-electrostatic interaction component / Electrostatic interaction component ... Equation (R1)

[0035] For the calculation of solvation free energy, the SMD model of the SCRF (Self-consistent reaction field) method can be used. The calculation of solvation free energy was performed using B3LYP as the functional and 6-31 as the basis set. Examples of quantum chemistry calculation software include Gaussian 16, Revision C.01 (Gaussian 16, Revision C.01, M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, G. Scalmani, V. Barone, G. A. Petersson, H. Nakatsuji, X. Li, M. Caricato, A. V. Marenich, J. Bloino, B. G. Janesko, R. Gompertz, B. Mennucci, H. P. Hratchian, J. V. Ortiz, A. F. Izmaylov, J. L. Sonnenberg, D. Williams-Young, F. Ding, F. Lipparini, F. Egidi, J. Going, B. Peng, A. Petrone, T. Henderson, D. Ranasinghe, V. G. Zakrzewski, J. Gao, N. Rega, G. Zheng, W. Liang, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, K. Throssell, J. A. Montgomery, Jr., J. E. Peralta, F. Ogliaro, M. J. Bearpark, J. J. Heyd, E. N. Brothers, K. N. Kudin, V. N. Staroverov, T. A. Keith, R. Kobayashi, J. Normand, K. Raghavachari, A. P. Rendell, J. C. Burant, S. S. Iyengar, J. Tomasi,M. Cossi, J. M. Millam, M. Klene, C. Adamo, R. Cammi, J. W. Ochterski, R. L. Martin, K. Morokuma, O. Farkas, J. B. Foresman, and D. J. Fox, Gaussian, Inc. , Wallingford CT, 2019. ) can be used. ,

[0036] The organic light-emitting element according to the present invention can exhibit excellent color purity by satisfying the relationship in formula (1). The reason for this will be explained below.

[0037] In the present invention, formula (1) represents the relationship between the polarities of the first compound and the second compound, R Ｍ / R Ａ And R is the sum of the polarities of the first compound and the second compound. Ｍ +R Ａ And the polarity of the second compound is R Ａ It can be obtained by the product of the two numbers.

[0038] The polarity parameter R indicates that the polarity is greater the smaller its value is. Therefore, R Ｍ / R Ａ A value of >1.00 indicates that the polarity of the first compound is less than that of the second compound.

[0039] Here, R Ｍ R may be 1.00 or higher, 1.36 or higher, 1.83 or higher, or 2.00 or higher. Ｍ The larger R is, the lower the polarity of the first compound, thus further reducing the redshift of the emission spectrum of the second compound. By reducing the redshift of the second compound, the increase in emission intensity on the longer wavelength side of the emission peak of the emission spectrum obtained from a configuration consisting of the first, second, and third compounds can be reduced compared to the emission spectrum obtained from a configuration consisting of the first and third compounds. As a result, an organic light-emitting element with superior color purity can be obtained. Ｍ It may be 3.00 or less, and 2.71 or less. Specifically, R Ｍmay be 1.00 or more and 3.00 or less.

[0040] R Ａ may be 1.50 or more, may be 1.66 or more, may be 2.00 or more, or may be 2.13 or more. Further, R Ａ may be 3.50 or less, may be 3.00 or less, may be 2.98 or less, or may be 2.92 or less. Specifically, R Ａ may be 1.50 or more and 3.50 or less.

[0041] R Ｍ +R Ａ may be 3.00 or more, may be 3.02 or more, may be 4.00 or more, may be 4.50 or more, or may be 4.84 or more. Further, R Ｍ +R Ａ may be 6.00 or less, or may be 5.69 or less. Specifically, R Ｍ +R Ａ may be 3.00 or more and 6.00 or less.

[0042] R Ｍ / R Ａ may be 0.456 or more, may be 0.670 or more, may be 0.900 or more, may be 0.930 or more, or may be 1.00 or more. Further, R Ｍ / R Ａ may be 2.00 or less, may be 1.63 or less, may be 1.50 or less, or may be 1.27 or less. Specifically, R Ｍ / R Ａ may be 0.456 or more and 2.00 or less.

[0043] R Ｍ / R Ａ and the product of R Ｍ +R Ａ represents only the contribution of the polarity of the first compound in the combination of the first compound and the second compound, so the polarity parameter R of the second compound Ａ also needs to be considered.

[0044] In this embodiment, the weight of the first compound relative to the weight of the light-emitting layer tends to be greater than the weight of the second compound relative to the weight of the light-emitting layer. Therefore, it is necessary to consider the contribution of the R value of the second compound to the R value of the first compound. This contribution is expressed as the ratio of the polarity of the second compound to that of the first compound (degree of polarity deviation), so (R Ａ / R Ｍ ) *R Ｍ = R Ａ Therefore, the contribution of the polarity of the second compound is R Ａ That is the case.

[0045] Therefore, R is the contribution of the polarity of the first compound in the combination of the first and second compounds. Ｍ / R Ａ and R Ｍ +R Ａ The product of and the contribution of the second compound, R Ａ The product of these two factors allows us to evaluate the relative polarity and degree of divergence between the combination of the first and second compounds.

[0046] Here, we will explain the effect of the degree of polarity discrepancy between the first and second compounds on the color purity of the organic light-emitting element. In the organic light-emitting element according to this embodiment, since the second compound is dispersed in the first compound, if the polarity of the first compound is large and the relationship of equation (1) is not satisfied, the energy level of the second compound is stabilized by the polarity of the first compound in its vicinity. Consequently, a redshift occurs in the emission spectrum of the second compound, and it is thought that the overlap between the emission spectrum of the second compound and the absorption spectrum of the third compound decreases. Due to the redshift of the second emission spectrum, the overlap between the emission spectrum of the second compound and the absorption spectrum of the third compound decreases, making it difficult for energy transfer from the second compound to the third compound to occur. As a result, the emission obtained from the organic light-emitting element consists of emission originating from the second compound and emission originating from the third compound. The full width at half maximum of the emission spectrum of the second compound tends to be larger than that of the emission spectrum of the third compound. When the full width at half maximum of the emission spectrum of a compound is large, the color purity of the compound decreases, and therefore the emission obtained from the organic light-emitting device also has low color purity.

[0047] In contrast, in the organic light-emitting element according to this embodiment, since the polarities of the first compound and the second compound satisfy the relationship of formula (1), the redshift of the emission spectrum of the second compound can be reduced, and the overlap between the emission spectrum of the second compound and the absorption spectrum of the third compound can be increased. Therefore, energy transfer from the second compound to the third compound is more likely to occur, and the luminescence originating from the second compound can be reduced. As a result, the luminescence obtained from the organic light-emitting element according to the present invention has excellent color purity.

[0048] Based on the above, the inventors have found that an organic light-emitting element exhibits excellent color purity by satisfying formula (1).

[0049] The emission spectrum can be obtained by measuring the photoluminescence (PL) spectrum of a thin film made of the compound being measured. This thin film may be prepared by vacuum deposition, spin coating, or inkjet printing.

[0050] Here, in order to verify the effect of the invention by satisfying formula (1), organic light-emitting devices were fabricated using the first and second compounds listed in Table 1. E1 was used as the third compound. Figure 8A shows the emission spectra of an organic light-emitting device using compound H1 as the first compound and E1 as the third compound, and an organic light-emitting device using compound H1 as the first compound, A1 as the second compound, and E1 as the third compound. Figure 8B shows the emission spectra of an organic light-emitting device using compound H1 as the first compound and E1 as the third compound, and an organic light-emitting device using compound H1 as the first compound, A2 as the second compound, and E1 as the third compound. Figure 8C shows the emission spectra of an organic light-emitting device using compound H2 as the first compound and E1 as the third compound, and an organic light-emitting device using compound H2 as the first compound, A1 as the second compound, and E1 as the third compound. The polarity parameters R for compounds H1, H2, A1, and A2 are 2.71, 1.83, 2.92, and 2.13, respectively. Table 1 shows the values ​​of the various parameters for compounds H1, H2, A1, and A2.

[0051]

[0052]

[0053] Table 1 shows that the organic light-emitting element composed of compound H1 and compound A1, and the organic light-emitting element composed of compound H1 and compound A2, satisfy formula (1), whereas the organic light-emitting element composed of compound H2 and compound A1 does not satisfy formula (1). Referring to Figures 8A and 8B, the shape of the emission spectrum (solid line) of the organic light-emitting element composed of the first compound and the third compound, and the shape of the emission spectrum (dashed line) of the organic light-emitting element composed of the first compound, the second compound, and the third compound are generally the same, indicating that the emission originating from the second compound has been reduced. This is thought to be because the relationship between the first compound and the second compound satisfies formula (1), making the second compound less susceptible to the polarity of the first compound, and thus reducing the redshift of the emission spectrum of the second compound.

[0054] Furthermore, the value of formula (1) in the organic light-emitting element according to Invention 1 was larger than that of the organic light-emitting element according to Invention 2. Therefore, referring to Figure 8A, it can be seen that the discrepancy between the solid line and the dashed line in the emission spectrum of the organic light-emitting element according to Invention 1 is smaller.

[0055] On the other hand, referring to Figure 8C, it was found that the shape of the emission spectrum (solid line) of the organic light-emitting device composed of the first compound and the third compound, and the shape of the emission spectrum (dashed line) of the organic light-emitting device composed of the first compound, the second compound, and the third compound, differed significantly, especially in the range of PL intensity from 0 to 0.4. This is thought to be because the first compound and the second compound did not satisfy the relationship in equation (1), and the emission wavelength of the second compound was redshifted.

[0056] From the above results, the organic light-emitting element according to the present invention is (R Ｍ / R Ａ ) * (Note Ｍ +R Ａ ) *R Ａ = R Ｍ (R Ｍ +R Ａ By satisfying ≥ 13.0, the red shift of the emission peak of the second compound can be reduced. As a result, it was found to have excellent color purity. The organic light-emitting element according to this embodiment is R Ｍ (R Ｍ +R Ａ It is preferable that ) ≥ 13.1 be satisfied. Also, R Ｍ (R Ｍ +R Ａ The upper limit of ) is not particularly limited, but may be 25.0 or less, 20.0 or less, 18.0 or less, or 15.6 or less. Specifically, R Ｍ (R Ｍ +R Ａ ) may be between 13.0 and 25.0.

[0057] Furthermore, broadening of the emission spectrum can be achieved by comparing the emission spectrum of a thin film composed of the first and third compounds (reference thin film) with the emission spectrum of a thin film composed of the first, second, and third compounds (measurement thin film). Specifically, the number of photons P at each wavelength of the reference thin film... ＲＥＦ The sum of (P ＲＥＦ＿ａｌｌ ) and the number of photons P at each wavelength of the measured thin film. ＳＡＭ The sum of (P ＳＡＭ＿ａｌｌ ) ratio (P ＲＥＦ＿ａｌｌ / P ＳＡＭ＿ａｌｌ ) can be determined from this. In this specification, when the maximum luminescence intensity is set to 1.0, P with a luminescence intensity of 0 or more and 0.5 or less ＲＥＦ＿ａｌｌ / P ＳＡＭ＿ａｌｌ A rating of A was given when the result was 0.95 (95%) or higher, and a rating of B was given for all other results. The same applies to the examples described later.

[0058] Note P ＲＥＦ and P ＳＡＭ This can be calculated by the following equations (2) and (3). Here, h is Planck's constant, c is the speed of light, λ is the wavelength, and Int(λ) is the intensity of the emission spectrum at wavelength λ. ＲＥＦ = Int(λ)・λ / (h・c) Formula (2) P ＳＡＭ = Int(λ)・λ / (h・c) Formula (3)

[0059] Furthermore, the organic compound according to this embodiment preferably has the following configuration. These configurations may be present individually or in multiple ways. (1-1) The second compound and the third compound satisfy the relationship of formula (4) E(λ ｍａｘ (G) ≤ S １ (A) Equation (4) (1-2) The second compound and the third compound satisfy the relationship in Equation (5) λ ｍａｘ (A) ≥ λ ｍａｘ (G) Formula (5)

[0060] The following describes these features.

[0061] (1-1) The second compound and the third compound satisfy the relationship in formula (4) E(λ ｍａｘ (G) ≤ S １ (A) Formula (4)

[0062] In the organic light-emitting element according to this embodiment, it is preferable that the second compound and the third compound satisfy the relationship of formula (4). In other words, it is preferable that the lowest excitation singlet energy of the second compound is equal to or greater than the energy corresponding to the wavelength of the longest wavelength absorption peak in the absorption spectrum of the third compound. E(λ ｍａｘ (G) ≤ S １ (A) Formula (4)

[0063] In the organic light-emitting element according to this embodiment, when formula (4) is satisfied, the emission wavelength of the second compound is shorter (higher energy) than the absorption wavelength of the third compound. At this time, the light emitted from the second compound is more easily absorbed by the third compound, thus further promoting energy transfer from the second compound to the third compound. When the organic light-emitting element according to this embodiment satisfies formula (4), the molar extinction coefficient of the third compound is 20000 M. －１ ・cm －１ The above is preferable. By using a third compound with a high molar extinction coefficient, the light emitted from the second compound can be absorbed even more efficiently. Therefore, the organic light-emitting element according to this embodiment is an organic light-emitting element with superior color purity.

[0064] Furthermore, when the organic light-emitting element according to this embodiment satisfies formula (4), it is preferable that it also satisfies formula (4-1). E(λ ｍａｘ (H) ≤ S １ (A) Formula (4-1)

[0065] Satisfying equation (4-1) is preferable because it also promotes energy transfer from the first compound to the third compound.

[0066] (1-2) The second compound and the third compound satisfy the relationship in formula (5) λ ｍａｘ (A) ≥ λ ｍａｘ (G) Formula (5)

[0067] In the organic light-emitting element according to this embodiment, it is preferable that the second compound and the third compound satisfy the relationship of formula (5). In other words, it is preferable that the emission peak wavelength of the second compound is equal to or greater than the emission peak wavelength of the third compound.

[0068] The third compound tends to be more stable than the second compound. Therefore, when the second and third compounds satisfy the relationship of formula (5), the luminescence energy of the second compound is reduced, and degradation due to decomposition of the second material can be reduced. As a result, the organic light-emitting element according to this embodiment has superior durability.

[0069] (2) First Compound Hereinafter, a first compound that can be used in the organic light-emitting device according to this embodiment will be described. In this embodiment, it is preferable that the first compound has one or more substituents that have excellent charge transport properties. The first compound may have three or fewer substituents that have excellent charge transport properties. Examples of substituents that have excellent charge transport properties include a carbazolyl group. Specifically, it is preferable that the compound is represented by general formula [1].

[0070]

[0071] ≪R １１ ~R １８ ≫ In general formula [1], R １１ ~R １８ Each substituent is independently selected from the group consisting of hydrogen atoms, deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted amino groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted heteroaryloxy groups, silyl groups, cyano groups, and combinations thereof, and adjacent substituents may bond to each other to form a ring. The ring may be a hydrocarbon ring or a heterocyclic ring, and may be an aromatic hydrocarbon ring or a heteroaryl ring.

[0072] In general formula [1], R １１ ~R １８ Each of these may be independently selected from the group consisting of a hydrogen atom, a deuterium atom, a fluorine atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a silyl group having an alkyl or aryl group, and a cyano group.

[0073] Furthermore, in general formula [1], R１１ ~R １８ R may be independently selected from the group consisting of a hydrogen atom, a deuterium atom, a fluorine atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a cyano group having an aryl group, a combination of a substituted or unsubstituted alkyl group and a substituted or unsubstituted aryl group, and a combination of a substituted or unsubstituted aryl group and a substituted or unsubstituted heterocyclic group. In general formula [1], R １１ ~R １８ Each of these may be independently selected from the group consisting of a hydrogen atom, a deuterium atom, a fluorine atom, an alkyl group having 1 to 4 carbon atoms, an aryl group having 6 to 18 carbon atoms, a heterocyclic group having 3 to 12 carbon atoms, a cyano group, a combination of an alkyl group having 1 to 4 carbon atoms and an aryl group having 6 to 15 carbon atoms, and a combination of an aryl group having 6 to 18 carbon atoms and a heterocyclic group having 3 to 12 carbon atoms.

[0074] ≪Cy Ａ ≫ In general formula [1], Cy Ａ is a hydrocarbon ring with 6 to 13 carbon atoms, a heterocycle with 3 to 12 carbon atoms, or a combination thereof. Also, in general formula [1], Cy Ａ The hydrocarbon ring may be a hydrocarbon ring with 6 to 13 carbon atoms or a heterocycle with 3 to 12 carbon atoms, or a hydrocarbon ring with 6 to 12 carbon atoms or a heterocycle with 3 to 5 carbon atoms. The hydrocarbon ring may be an aromatic hydrocarbon ring, and the heterocycle may be a heteroaryl ring.

[0075] ≪R ａ ≫ In general formula [1], R ａ Each of these is independently selected from the group consisting of deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted amino groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted heteroaryloxy groups, silyl groups, cyano groups, and combinations thereof.

[0076] Furthermore, in general formula [1], Rａ R may be a deuterium atom, a fluorine atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a cyano group having an aryl group, or a combination of a substituted or unsubstituted aryl group and a substituted or unsubstituted heterocyclic group. ａ Hydrogen atoms are bonded to the substitution positions that are not substituted by R. In general formula [1], ａ This may be a deuterium atom, a fluorine atom, an alkyl group having 1 to 4 carbon atoms, an aryl group having 6 to 18 carbon atoms, a heterocyclic group having 3 to 12 carbon atoms, a cyano group, a combination of an alkyl group having 1 to 4 carbon atoms and an aryl group having 6 to 15 carbon atoms, or a combination of an aryl group having 6 to 18 carbon atoms and a heterocyclic group having 3 to 12 carbon atoms.

[0077] In general formula [1], R １１ ~R １８ , and, R ａ Preferably, at least one of these structures is represented by any of the general formulas [1-1] to [1-4].

[0078]

[0079] In general formulas [1-1] to [1-4], X １ ~X ３ X is independently selected from the group consisting of carbon atoms or nitrogen atoms. １ ~X ３ It is preferably a carbon atom. In general formulas [1-1] to [1-4], Y １ Y ４ Each of these substituents is independently selected from the group consisting of a hydrogen atom, a deuterium atom, or a substituted carbon atom, and a nitrogen atom. The substituent may be a halogen atom, an alkyl group, an aryl group, a heterocyclic group, an amino group, an alkoxy group, an aryloxy group, a heteroaryloxy group, a silyl group, or a cyano group. The substituent may be bonded to form a ring. The ring may be a hydrocarbon ring or a heterocyclic ring, and may be an aromatic hydrocarbon ring or a heteroaryl ring.

[0080] In general formulas [1-1] to [1-4], R ２１ ~R ３６ , and, R ４３ Each of these substituents may be independently selected from the group consisting of hydrogen atoms, deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted amino groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted heteroaryloxy groups, silyl groups, cyano groups, and combinations thereof, and adjacent substituents may be bonded to each other to form a ring. ２１ ~R ３６ Each of these may be independently selected from the group consisting of a hydrogen atom, a deuterium atom, a fluorine atom, an alkyl group having 1 to 4 carbon atoms, an aryl group having 6 to 12 carbon atoms, a heterocyclic group having 5 to 12 carbon atoms, and a substituted amino group having a substituted or unsubstituted phenyl group.

[0081] R ４１ ~R ５３ Each of these substituents may be independently selected from the group consisting of deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted amino groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted heteroaryloxy groups, silyl groups, cyano groups, and combinations thereof, and adjacent substituents may bond to each other to form a ring. ４１ , R ４２ , R ５１ ~R ５３ Hydrogen atoms are bonded to the substitution positions that are not substituted. ４１ ~R ５３ Each of these may be independently selected from the group consisting of a deuterium atom, a fluorine atom, an alkyl group having 1 to 4 carbon atoms, an aryl group having 6 to 12 carbon atoms, a heterocyclic group having 5 to 12 carbon atoms, and a substituted amino group having a substituted or unsubstituted phenyl group.

[0082] In general formulas [1-1] to [1-4], Z １This is a nitrogen atom, oxygen atom, sulfur atom, selenium atom, or tellurium atom. １ When is a nitrogen atom, the nitrogen atom has a hydrogen atom, a deuterium atom, or a substituent. The substituent is independently selected from the group consisting of a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted amino group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted heteroaryloxy group, a substituted or unsubstituted silyl group, a cyano group, and combinations thereof.

[0083] In general formulas [1-1] through [1-4], * indicates the bonding position with general formula [1].

[0084] ≪n, m, l, n', m', l'≫ In general formula [1], n is an integer between 1 and 5, and n' is an integer between 1 and 9. In general formulas [1-3] and [1-4], m is an integer between 0 and 4, m' is an integer between 0 and 4, l is an integer between 0 and 5, l' is an integer between 0 and 5, and l'' is an integer between 0 and 5.

[0085] The following are specific examples of the first compound, but are not limited to these.

[0086]

[0087] In the organic light-emitting element according to this embodiment, the first compound may not be any of the following compounds.

[0088]

[0089] (3) Second Compound Hereinafter, a second compound that can be used in the organic light-emitting element according to this embodiment will be described. The second organic compound may be a compound with a luminescence lifetime of 500 nsec. or more, and may be a compound in which the difference between the lowest excited singlet energy and the lowest excited triplet energy is 0.25 eV or less. Specifically, it is preferably a compound represented by any of general formulas [2] to [4], and more preferably a compound represented by general formula [2] or [3].

[0090] The general formula [2] is explained below.

[0091]

[0092] ≪R １１ ~R １８ , R ２０ ≫ In general formula [2], R １１ ~R １８ Each of these is independently selected from the group consisting of hydrogen atoms, deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, silyl groups, cyano groups, and combinations thereof.

[0093] In general formula [2], R １１ ~R １８ R may be independently selected from the group consisting of a hydrogen atom, a deuterium atom, a fluorine atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted aryl group and a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted alkyl group and a substituted or unsubstituted heterocyclic group, and combinations thereof. Also, in general formula [2], R １１ ~R １８ Each of these may be independently selected from the group consisting of a hydrogen atom, a deuterium atom, a fluorine atom, an alkyl group having 1 to 4 carbon atoms, an aryl group having 6 to 18 carbon atoms, a heterocyclic group having 3 to 12 carbon atoms, an aryl group having 6 to 12 carbon atoms and a heterocyclic group having 3 to 12 carbon atoms, and an alkyl group having 1 to 4 carbon atoms and a heterocyclic group having 3 to 12 carbon atoms.

[0094] In general formula [2], R ２０ These are deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted amino groups, silyl groups, cyano groups, or combinations thereof.

[0095] In general formula [2], R ２０R may be independently selected from the group consisting of a deuterium atom, a fluorine atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a cyano group, a substituted or unsubstituted aryl group and a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted alkyl group and a substituted or unsubstituted heterocyclic group, and combinations thereof. Also, in general formula [2], R ２０ Each of these may be independently selected from the group consisting of a deuterium atom, a fluorine atom, an alkyl group having 1 to 4 carbon atoms, an aryl group having 6 to 18 carbon atoms, a heterocyclic group having 3 to 27 carbon atoms, a cyano group, an aryl group having 6 to 12 carbon atoms and a heterocyclic group having 3 to 27 carbon atoms, and an alkyl group having 1 to 4 carbon atoms and a heterocyclic group having 3 to 12 carbon atoms.

[0096] ≪EWG≫ In general formula [2], EWG is an electron-withdrawing substituent. The electron-withdrawing substituent may be an alkyl fluoride group, a cyano group, or a substituent consisting of a heterocycle containing a nitrogen atom. Specifically, it may be a substituent containing a pyridine ring, pyrimidine ring, pyridazine ring, triazine ring, pyrazine ring, pyrazole ring, imidazole ring, trifluoromethyl group, or cyano group, with a triazine ring or cyano group being preferred.

[0097] The electron-withdrawing substituent may have substituents. The substituent may be a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group. Alternatively, the substituent may be an aryl group having 6 to 10 carbon atoms, or a heterocyclic group having 5 to 12 carbon atoms.

[0098] ≪m, n, l≫ In general formula [2], n is an integer between 1 and 4, m is an integer between 1 and 3, l is an integer between 0 and 4, and m + n + l is an integer between 2 and 6.

[0099] The compound represented by general formula [2] is preferably a compound represented by any of general formulas [2a], [2b-1], or [2b-2]. Specifically, it is preferably a compound represented by any of general formulas [2a-1], [2a-2], [2b-1], or [2b-2].

[0100]

[0101] In general formula [2a], R ３１ and R ３２ Each of these is independently selected from the group consisting of hydrogen atoms, deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, silyl groups, cyano groups, and combinations thereof.

[0102] In general formula [2a], R ３１ and R ３２ It is preferable that each of the following is independently selected from the group consisting of substituted or unsubstituted aryl groups and substituted or unsubstituted heterocyclic groups, and that each of the following is independently selected from the group consisting of aryl groups having 6 to 10 carbon atoms and heterocyclic groups having 5 to 10 carbon atoms, and that it is preferably an aryl group having 6 to 10 carbon atoms.

[0103] R １１ ~R １８ , R ２０ n, m, and l are the same as in general formula [2]. In this case, m is preferably 1.

[0104]

[0105] In general formulas [2a-1] and [2a-2], R １１ ~R １３ Each of these is independently selected from the group consisting of deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, silyl groups, cyano groups, and combinations thereof.

[0106] In general formulas [2a-1] and [2a-2], R １１ ~R １３ R may be independently selected from the group consisting of a deuterium atom, a fluorine atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted aryl group and a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted alkyl group and a substituted or unsubstituted heterocyclic group, and combinations thereof. Also, in general formulas [2a-1] and [2a-2], １１ ~R １３ Each of these may be independently selected from the group consisting of a deuterium atom, a fluorine atom, an alkyl group having 1 to 4 carbon atoms, an aryl group having 6 to 18 carbon atoms, a heterocyclic group having 3 to 12 carbon atoms, an aryl group having 6 to 12 carbon atoms and a heterocyclic group having 3 to 12 carbon atoms, and an alkyl group having 1 to 4 carbon atoms and a heterocyclic group having 3 to 12 carbon atoms.

[0107] In general formulas [2a-1] and [2a-2], R ２１ ~R ２４ Each of these is independently selected from the group consisting of hydrogen atoms, deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted amino groups, silyl groups, cyano groups, or combinations thereof.

[0108] In general formulas [2a-1] and [2a-2], R ２１ ~R ２４ R may be independently selected from the group consisting of a hydrogen atom, a deuterium atom, a fluorine atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a cyano group, a combination of a substituted or unsubstituted aryl group and a substituted or unsubstituted heterocyclic group, and a combination of a substituted or unsubstituted alkyl group and a substituted or unsubstituted heterocyclic group. Also, in general formulas [2a-1] and [2a-2], ２１ ~R ２４Each of these may be independently selected from the group consisting of a hydrogen atom, a deuterium atom, a fluorine atom, an alkyl group having 1 to 4 carbon atoms, an aryl group having 6 to 18 carbon atoms, a heterocyclic group having 3 to 27 carbon atoms, a cyano group, a combination of an aryl group having 6 to 12 carbon atoms and a heterocyclic group having 3 to 27 carbon atoms, a combination of an alkyl group having 1 to 4 carbon atoms and a heterocyclic group having 6 to 10 carbon atoms, and a combination of an alkyl group having 1 to 4 carbon atoms and a heterocyclic group having 3 to 12 carbon atoms.

[0109] In general formulas [2a-1] and [2a-2], R ３１ and R ３２ R is independently selected from the group consisting of deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted amino groups, silyl groups, cyano groups, and combinations thereof. In general formulas [2a-1] and [2a-2], R ３１ and R ３２ R may be independently selected from the group consisting of a deuterium atom, a fluorine atom, an alkyl group having 1 to 4 carbon atoms, an aryl group having 6 to 12 carbon atoms, and a heterocyclic group having 3 to 12 carbon atoms. Also, in general formulas [2a-1] and [2a-2], ３１ and R ３２ Each of these may be independently selected from the group consisting of a hydrogen atom, a deuterium atom, a fluorine atom, and an alkyl group having 1 to 4 carbon atoms, and may be a hydrogen atom.

[0110] In general formula [2a-2], X is independently selected from the group consisting of oxygen, sulfur, selenium, tellurium, NR, SiRR′, and CRR′. R and R′ are independently selected from the group consisting of hydrogen, deuterium, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted amino groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted heteroaryloxy groups, substituted or unsubstituted silyl groups, and combinations thereof. X is preferably an oxygen, sulfur, selenium, or tellurium atom.

[0111] In general formulas [2a-1] and [2a-2], n is an integer between 0 and 2, n' is an integer between 0 and 4, n'' is an integer between 0 and 4, m is an integer between 0 and 5, and m' is an integer between 0 and 5.

[0112]

[0113] In general formula [2b-1], z is an integer between 1 and 4, and in general formula [2b-2], z is an integer between 1 and 4.

[0114] In general formula [2b-1], R １１ ~R １８ This is the same as in general formula [2], and in general formulas [2b-1] and [2b-2], R ２０ , m, and l are the same as in general formula [2]. In general formula [2b-2], R １１ ~R １３ The same is true as in general formulas [2a-1] and [2a-2], where X, n, n', and n'' are the same as in general formula [2a-2].

[0115] The general formula [3] is explained below.

[0116]

[0117] ≪M １ ≫ In general formula [3], M １ Pt is Pt.

[0118] ≪X １１~X １４ ≫ In general formula [3], X １１ ~X １４ These atoms are independently selected from either nitrogen atoms or carbon atoms.

[0119] ≪Cy １ ~Cy ４ ≫ In general formula [3], Cy １ ~Cy ４ These are hydrocarbon rings having 5 to 20 carbon atoms, heterocycles having 2 to 14 carbon atoms, or combinations thereof. In general formula [3], Cy １ ~Cy ４ This may be a hydrocarbon ring having 5 to 10 carbon atoms, or a heterocycle having 2 to 12 carbon atoms. In general formula [3], Cy １ ~Cy ４ This may be a hydrocarbon ring having 6 to 10 carbon atoms, or a heterocycle having 3 to 7 carbon atoms. The hydrocarbon ring may be an aromatic hydrocarbon ring, and the heterocycle may be a heteroaryl ring.

[0120] ≪R １１ ~R １４ ≫ In general formula [3], R １１ ~R １４ Each of these is independently selected from the group consisting of deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted amino groups, silyl groups, cyano groups, and combinations thereof. １１ ~R １４ Among these, adjacent substituents may bond to each other to form a ring. This ring may be a hydrocarbon ring or a heterocycle, and may be an aromatic hydrocarbon ring or a heteroaryl ring.

[0121] In general formula [3], R １１ ~R １４R may be independently selected from the group consisting of a deuterium atom, a fluorine atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, and a combination of a substituted or unsubstituted alkyl group and a substituted or unsubstituted aryl group. In general formula [3], R １１ ~R １４ Each of these may be independently selected from the group consisting of a deuterium atom, a fluorine atom, an alkyl group having 1 to 4 carbon atoms, an aryl group having 6 to 10 carbon atoms, a heterocyclic group having 3 to 12 carbon atoms, and a combination of an alkyl group having 1 to 4 carbon atoms and an aryl group having 6 to 10 carbon atoms.

[0122] Multiple R １１ , multiple R １２ , multiple R １３ , multiple R １４ These elements may be the same, different, or combined to form a ring.

[0123] ≪L １１ ~L １３ ≫ In general formula [3], L １１ ~L １３ *-* (single bond), *=* (double bond), *-O-* (oxygen atom), *-S-* (sulfur atom), *-Se-* (selenium atom), *-Te-* (tellurium atom), *-CR=*, *-CO-*, *-CRR'-*, *-CR=C-*, *=CR-*, *-C≡C-*, *-NR-*, *-BR-*, *-CS-*, *-PR-*, *-SO-*, *-SO ２ Each is independently selected from the groups consisting of ―* and *-SiRR'-*.

[0124] In general formula [3], L １１ ~L １３ *-* (single bond), *-O-* (oxygen atom), *-S-* (sulfur atom), *-Se-* (selenium atom), *-Te-* (tellurium atom), *-CO-*, *-CRR'-*, *-NR-*, *-BR-*, *-CS-*, *-PR-*, *-SO-*, *-SO ２ —* and *-SiRR'-* may be independently selected from the group consisting of these two elements. In general formula [3], L１１ ~L １３ These may be independently selected from the groups consisting of *-* (single bond), *-O-* (oxygen atom), and *-S-* (sulfur atom).

[0125] * is Cy １ ~Cy ４ This indicates the connection point with [the other element].

[0126] R and R' are independently selected from the group consisting of substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted amino groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted heteroaryloxy groups, silyl groups, and combinations thereof. R and R' may be substituted or unsubstituted alkyl groups, and may be methyl groups or trifluoromethyl groups.

[0127] ≪l, m, n≫ In general formula [3], l is an integer between 0 and 12, m is an integer between 0 and 12, n is an integer between 0 and 12, and o is an integer between 0 and 12.

[0128] The general formula [4] is explained below.

[0129]

[0130] ≪M ２ ≫ In general formula [4], M ２ is Ir, Pt, or Cu. In general formula [4], M ２ It may be Ir or Pt, or it may be Ir.

[0131] ≪X ２１ and X ２２ ≫ In general formula [4], X ２１ and X ２２ X is independently selected from either nitrogen atoms or carbon atoms. ２１ and X ２２ One of them may be a nitrogen atom and the other may be a carbon atom. Also, X ２１ and X ２２ It may be a carbon atom.

[0132] ≪Cy ５ ≫ In general formula [4], Cy ５ This is a hydrocarbon ring having 5 to 20 carbon atoms, a heterocycle having 3 to 14 carbon atoms, or a combination thereof. In general formula [4], Cy ５ This may be a hydrocarbon ring having 5 to 20 carbon atoms or a heterocycle having 3 to 14 carbon atoms, a heterocyclic group having 3 to 10 carbon atoms, or a heterocyclic group having 3 to 7 carbon atoms. The hydrocarbon ring may be an aromatic hydrocarbon ring, and the heterocycle may be a heteroaryl ring.

[0133] ≪R ２１ ~R ２４ , R ３１ ≫ In general formula [4], R ２１ ~R ２４ Each substituent is independently selected from the group consisting of hydrogen atoms, deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted amino groups, silyl groups, cyano groups, and combinations thereof. Adjacent substituents may bond to each other to form a ring. The ring may be a hydrocarbon ring or a heterocyclic ring, and may be an aromatic hydrocarbon ring or a heteroaryl ring.

[0134] In general formula [4], R ２１ ~R ２４ R may be independently selected from the group consisting of a hydrogen atom, a deuterium atom, a fluorine atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, and a cyano group. Also, in general formula [4], ２１ ~R ２４ Each of these may be independently selected from the group consisting of a hydrogen atom, a deuterium atom, a fluorine atom, an alkyl group having 1 to 4 carbon atoms, and a cyano group.

[0135] In general formula [4], R ３１These are deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted amino groups, silyl groups, cyano groups, or combinations thereof.

[0136] In general formula [4], R ３１ R is independently selected from the group consisting of a deuterium atom, a fluorine atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, and a cyano group. Also, in general formula [4], ３１ Each of these may be independently selected from the group consisting of a deuterium atom, a fluorine atom, an alkyl group having 1 to 4 carbon atoms, an aryl group having 6 to 10 carbon atoms, and a combination of an alkyl group having 1 to 4 carbon atoms and an aryl group having 6 to 10 carbon atoms.

[0137] Multiple R ３１ These elements may be the same, different, or combined to form a ring.

[0138] ≪L ２１ and L ２２ ≫ In general formula [4], L ２１ and L ２２ These are different ligands. In general formula [4], L ２１ and L ２２ These may each be different bidentate ligands. Specifically, they may be structures represented by general formulas [4-1] to [4-3]. In general formulas [4-1] to [4-3], M is the same as M in general formula [4]. ２ It is similar to that.

[0139]

[0140] In general formulas [4-1] to [4-3], R ４１ ~R ４４ , R ５１ ~R ５３Each of these is independently selected from the group consisting of hydrogen atoms, deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted amino groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted heteroaryloxy groups, substituted or unsubstituted silyl groups, and cyano groups.

[0141] R ４５ Each R is independently selected from the group consisting of a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted amino group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted heteroaryloxy group, a substituted or unsubstituted silyl group, and a cyano group. ４５ The elements can be the same or different. p' is an integer between 0 and 8 (inclusive).

[0142] Cy ６ This is a hydrocarbon ring having 5 to 13 carbon atoms, or a heterocycle having 4 to 12 carbon atoms.

[0143] n' and m' are the same as in general formula [4].

[0144] ≪l', m', n', o'≫ In general formula [4], l' is an integer from 1 to 3, m' is an integer from 0 to 2, n' is an integer from 0 to 2, o' is an integer from 0 to 12, and l' + m' + n' is 2 or 3.

[0145] The following are specific examples of the second compound, but are not limited to these.

[0146]

[0147]

[0148]

[0149]

[0150]

[0151]

[0152] In the organic light-emitting device according to this embodiment, the second compound does not have to be one of the following compounds.

[0153]

[0154] (4) Third Compound Hereinafter, a third compound that can be used in the organic light-emitting device according to this embodiment will be described. The third compound may be any compound that can emit fluorescence, may be a fluorescent material, or may be an organic compound. In addition, the fluorescent compound may be any compound that emits fluorescence under standard conditions. Note that organometallic complexes are excluded from the organic compound. Specifically, it is preferable that the compound is represented by any of the general formulas [5] to [7], and more preferably a compound represented by either general formula [5] or [6]. General formula [5] is preferably general formula [5-1] or [5-2], and more preferably a compound represented by [5-3].

[0155] The general formula [5] is explained below.

[0156]

[0157] ≪R １１ ~R １５ ≫ In general formula [5], R １１ , R １２ , and R １４ Each of these is independently selected from the group consisting of deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted amino groups, silyl groups, cyano groups, and combinations thereof.

[0158] In general formula [5], R １１ , R １２ , and R １４R may be independently selected from the group consisting of a deuterium atom, a fluorine atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted amino group, and combinations thereof. In general formula [5], R １１ , R １２ , and R １４ Each of these may be independently selected from the group consisting of a deuterium atom, a fluorine atom, an alkyl group having 1 to 4 carbon atoms, an aryl group having 6 to 10 carbon atoms, a heterocyclic group having 3 to 13 carbon atoms, an amino group having a substituted or unsubstituted phenyl group, and combinations thereof.

[0159] R １３ and R １５ Each of these is independently selected from the group consisting of hydrogen atoms, deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted amino groups, silyl groups, cyano groups, and combinations thereof.

[0160] In general formula [5], R １３ and R １５ R may be independently selected from the group consisting of a deuterium atom, a fluorine atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted amino group, and combinations thereof. In general formula [5], R １３ and R １５ R may be independently selected from the group consisting of a deuterium atom, a fluorine atom, an alkyl group having 1 to 4 carbon atoms, an aryl group having 6 to 12 carbon atoms, a heterocyclic group having 3 to 13 carbon atoms, an amino group having a substituted or unsubstituted phenyl group, and combinations thereof. In general formula [5], R １３ and R １５ Each of these may be independently selected from the group consisting of a deuterium atom, a fluorine atom, an alkyl group having 1 to 4 carbon atoms, an aryl group having 6 to 12 carbon atoms, and a heterocyclic group having 3 to 13 carbon atoms.

[0161] Multiple R １１ , multiple R １２ , multiple R １４ These elements may be the same, different, or bonded together to form a ring. This ring may be a hydrocarbon ring or a heterocycle, and may be an aromatic hydrocarbon ring or a heteroaryl ring.

[0162] Also, R １１ and R １２ , R １２ and R １３ , R １３ and R １４ , R １４ and R １５ These elements may be bonded to each other to form a ring. This ring may be a hydrocarbon ring or a heterocycle, and may be an aromatic hydrocarbon ring or a heteroaryl ring.

[0163] ≪Cy １ ~Cy ３ ≫ In general formula [5], Cy １ ~Cy ３ Each is independently selected from a hydrocarbon ring having 5 to 13 carbon atoms, a heterocycle having 4 to 12 carbon atoms, and combinations thereof. In general formula [5], Cy １ ~Cy ３ These elements may be independently selected from the group consisting of a hydrocarbon ring having 6 to 10 carbon atoms and a heterocycle having 4 to 12 carbon atoms. The hydrocarbon ring may be an aromatic hydrocarbon ring, and the heterocycle may be a heteroaryl ring.

[0164] In the general formula [5], X is a boron atom or a nitrogen atom, and Y and Z are independently selected from the group consisting of oxygen atoms, sulfur atoms, selenium atoms, tellurium atoms, and nitrogen atoms.

[0165] At least one of X, Y, and Z is a boron atom. When X is a boron atom, Y and Z may be atoms other than boron, and when Y and Z are boron atoms, X may be an atom other than boron. An atom other than boron may be, for example, a nitrogen atom.

[0166] <<l, m, n>> In general formula [5], l is an integer of 0 to 8, m is an integer of 0 to 8, and n is an integer of 0 to 7.

[0167]

[0168] In general formula [5-1], Cy ４ and Cy ５ are each independently selected from the group consisting of a hydrocarbon ring having 5 to 13 carbon atoms, a heterocyclic ring having 4 to 12 carbon atoms, and combinations thereof.

[0169] In general formula [5-1], X １ , Y １ , and Y ２ are each independently selected from an oxygen atom, a sulfur atom, a selenium atom, a tellurium atom, N, SiR, and CR. R is a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted amino group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted heteroaryloxy group, or a substituted or unsubstituted silyl group. R may be an alkyl group having 1 to 4 carbon atoms, or an aryl group having 6 to 10 carbon atoms. X １ , Y １ , and Y ２ may be the same as or different from each other.

[0170] In general formula [5-1], l is an integer of 0 to 8, l' is an integer of 0 to 8, m is an integer of 0 to 8, m' is an integer of 0 to 8, and n is an integer of 0 to 2.

[0171] In general formula [5-1], Cy １ to Cy ３ are the same as those in general formula [5]. In general formula [5-1], R １１ to R １５ are the same as R １１ to R １３ in general formula [5].

[0172] In general formula [5-2], Cy ４ and Cy５ are each independently selected from the group consisting of a hydrocarbon ring having 5 to 13 carbon atoms, a heterocyclic ring having 4 to 12 carbon atoms, and combinations thereof.

[0173] In general formula [5-2], X １ , X ２ , Y １ , and Y ２ are each independently selected from an oxygen atom, a sulfur atom, a selenium atom, a tellurium atom, NR, SiR, and CR. R is a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted amino group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted heteroaryloxy group, or a substituted or unsubstituted silyl group. R is an alkyl group having 1 to 4 carbon atoms, or an aryl group having 6 to 10 carbon atoms. X １ , X ２ , Y １ , and Y ２ may be the same as or different from each other.

[0174] In general formula [5-2], l is an integer of 0 or more and 8 or less, l' is an integer of 0 or more and 8 or less, m is an integer of 0 or more and 6 or less, m' is an integer of 0 or more and 6 or less, and n is an integer of 0 or more and 6 or less.

[0175] In general formula [5-2], Cy １ to Cy ３ are the same as those in general formula [5]. In general formula [5-2], R １１ to R １５ are the same as R １１ to R １３ in general formula [5].

[0176] In general formula [5-3], R １１ to R １４ , R ２１ to R ２４ , and R ３１Each of these is independently selected from the group consisting of hydrogen atoms, deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted amino groups, silyl groups, cyano groups, and combinations thereof.

[0177] In general formula [5-3], R １１ ~R １４ , R ２１ ~R ２４ , and R ３１ R may be independently selected from the group consisting of a hydrogen atom, a deuterium atom, a fluorine atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted amino group, and combinations thereof. In general formula [5-3], R １１ ~R １４ , R ２１ ~R ２４ , and R ３１ Each of these may be independently selected from the group consisting of a hydrogen atom, a deuterium atom, a fluorine atom, an alkyl group having 1 to 4 carbon atoms, an aryl group having 6 to 10 carbon atoms, a heterocyclic group having 3 to 13 carbon atoms, an amino group having a substituted or unsubstituted phenyl group, and combinations thereof.

[0178] In general formula [5-3], Cy １ and Cy ２ These are independently selected from the groups consisting of general formulas [5-3-1] and [5-3-2]. In general formulas [5-3-1] and [5-3-2], * indicates the bonding position with * in general formula [5-3].

[0179] In general formulas [5-3-1] and [5-3-2], R ４１ ~R ４５ , and, R ５１ ~R ５４Each of these is independently selected from the group consisting of hydrogen atoms, deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted amino groups, silyl groups, cyano groups, and combinations thereof.

[0180] In general formulas [5-3-1] and [5-3-2], R ４１ ~R ４５ , and, R ５１ ~R ５４ R may be independently selected from the group consisting of a hydrogen atom, a deuterium atom, a fluorine atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted amino group, and combinations thereof. In general formulas [5-3-1] and [5-3-2], ４１ ~R ４５ , and, R ５１ ~R ５４ Each of these may be independently selected from the group consisting of a hydrogen atom, a deuterium atom, a fluorine atom, an alkyl group having 1 to 4 carbon atoms, an aryl group having 6 to 10 carbon atoms, a heterocyclic group having 3 to 13 carbon atoms, an amino group having a substituted or unsubstituted phenyl group, and combinations thereof.

[0181] In general formulas [5-3], [5-3-1], and [5-3-2], X １ , X ２ , Y １ , and Y ２R is independently selected from oxygen, sulfur, selenium, tellurium, NR, SiRR′, and CRR′. R and R′ are independently selected from the group consisting of substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted amino groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted heteroaryloxy groups, and substituted or unsubstituted silyl groups. R and R′ may be independently selected from the group consisting of alkyl groups having 1 to 4 carbon atoms and aryl groups having 6 to 10 carbon atoms. １ , X ２ , Y １ , and Y ２ X may be the same or different from each other. In general formulas [5-3-1] and [5-3-2], X １ , X ２ These atoms may be independently selected from the group consisting of oxygen atoms, sulfur atoms, selenium atoms, and tellurium atoms.

[0182] The general formulas [6] and [7] will be described below. In this embodiment, the third compound is preferably represented by general formula [6].

[0183]

[0184] ≪R １ ~R ２７ , R ３１ ≫ In general formulas [6] and [7], R １１ ~R ２７ R is independently selected from the group consisting of hydrogen atoms, deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted amino groups, silyl groups, and cyano groups. １１ ~R ２７ These may be bonded together to form a ring. This ring may be a hydrocarbon ring or a heterocycle, and may be an aromatic hydrocarbon ring or a heteroaryl ring.

[0185] In general formulas [6] and [7], R １１ ~R ２７ R may be independently selected from the group consisting of a hydrogen atom, a deuterium atom, a fluorine atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted amino group, a cyano group, and combinations thereof. In general formulas [6] and [7], R １ ~R ２７ Each of these may be independently selected from the group consisting of a hydrogen atom, a deuterium atom, a fluorine atom, an alkyl group having 1 to 4 carbon atoms, an aryl group having 6 to 10 carbon atoms, a heterocyclic group having 3 to 12 carbon atoms, an amino group having 6 to 10 carbon atoms, a cyano group, and combinations thereof.

[0186] In general formulas [6] and [7], R ３１ Each of these is independently selected from the group consisting of deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted amino groups, silyl groups, cyano groups, and combinations thereof.

[0187] In general formulas [6] and [7], R ３１ R may be independently selected from the group consisting of a deuterium atom, a fluorine atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a cyano group, and combinations thereof. In general formulas [6] and [7], R ３１ Each of these may be independently selected from the group consisting of a fluorine atom, an alkyl group having 1 to 4 carbon atoms, an aryl group having 6 to 10 carbon atoms, a heterocyclic group having 3 to 7 carbon atoms, a cyano group, and combinations thereof.

[0188] ≪Cy ４ ≫ In general formulas [6] and [7], Cy ４ This is a hydrocarbon ring having 5 to 13 carbon atoms, a heterocycle having 4 to 12 carbon atoms, or a combination thereof. In general formulas [6] and [7], Cy４ may be a hydrocarbon ring having 6 to 10 carbon atoms. The hydrocarbon ring may be an aromatic hydrocarbon ring, and the heterocyclic ring may be a heteroaryl ring.

[0189] <<X', Y'>> In General Formula [7], X' and Y' are each independently selected from the group consisting of an oxygen atom, a sulfur atom, a selenium atom, a tellurium atom, NR, SiRR', and CRR'. R and R' are each independently selected from the group consisting of a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted amino group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted heteroaryloxy group, a substituted or unsubstituted silyl group, and combinations thereof. X' and Y' may each be independently selected from an oxygen atom, a sulfur atom, a selenium atom, and a tellurium atom.

[0190] <<n>> In General Formulas [6] and [7], n is an integer of 0 to 6. n may be an integer of 0 to 2, and is preferably 0 or 2.

[0191] Specific examples of the third compound are shown below, but are not limited thereto.

[0192]

[0193]

[0194]

[0195]

[0196]

[0197]

[0198]

[0199]

[0200]

[0201]

[0202]

[0203] In the organic light-emitting device according to this embodiment, the third compound does not have to be any of the following compounds.

[0204]

[0205] (5) Other Configurations of the Organic Light-Emitting Device Next, the organic light-emitting device according to this embodiment will be described. The organic light-emitting device according to this embodiment has a first electrode, a second electrode, and an organic compound layer disposed between these electrodes. One of the first electrode and the second electrode is an anode and the other is a cathode. In the organic light-emitting device according to this embodiment, the organic compound layer may be a single layer or a laminate consisting of multiple layers, as long as it has a light-emitting layer. If the organic compound layer is a laminate consisting of multiple layers, the organic compound layer may have a hole injection layer, a hole transport layer, an electron blocking layer, a hole exciton blocking layer, an electron transport layer, an electron injection layer, etc., in addition to the light-emitting layer. The light-emitting layer may be a single layer or a laminate consisting of multiple layers. If there are multiple light-emitting layers, a charge generation layer may be provided between the light-emitting layers. The light-emitting layer may be a single layer or a multi-layer, and it is also possible to mix it with the light-emitting color of this embodiment by including a light-emitting material having another light-emitting color. A multi-layer means a state in which a light-emitting layer and another light-emitting layer are laminated together. In this case, the emission color of the organic light-emitting element may be blue, green, red, white, or an intermediate color. In the case of white light, it will emit light in combination with blue, green, red, or an intermediate color. The film is also formed by vapor deposition or coating. Details of this will be explained in detail in the examples described later.

[0206] The organic compound according to the present invention can be used as a constituent material for organic compound layers other than the light-emitting layer constituting the organic light-emitting device according to this embodiment. Specifically, it may be used as a constituent material for electron transport layers, electron injection layers, electron blocking layers, hole transport layers, hole injection layers, hole blocking layers, etc. In this case, the light emission color of the organic light-emitting device is not limited to a single color. More specifically, it may be white light emission or an intermediate color.

[0207] (6) Other Compounds In addition to the above organic compounds, conventionally known low-molecular-weight and high-molecular-weight hole-injection compounds or hole-transport compounds, host materials, luminescent compounds, electron-injection compounds or electron-transport compounds, etc., can be used together as needed. Examples of these compounds are listed below.

[0208] As hole-injection transport materials, materials with high hole mobility are preferred to facilitate hole injection from the anode and to transport the injected holes to the light-emitting layer. Furthermore, materials with a high glass transition temperature are preferred to suppress crystallization of organic compounds in the organic light-emitting element. Examples of low-molecular-weight and high-molecular-weight materials with hole-injection transport properties include triarylamine derivatives, arylcarbazole derivatives, phenylenediamine derivatives, stilbene derivatives, phthalocyanine derivatives, porphyrin derivatives, poly(vinylcarbazole), poly(thiophene), and other conductive polymers. In addition, the above-mentioned hole-injection transport materials are also suitably used in electron-blocking layers. Moreover, when the hole-injection layer is fabricated by a coating method, a mixture of polyethylenedioxythiophene and polystyrene sulfonic acid (PEDOT:PSS), which is commonly used as a hole-injection material, may be used. Specific examples of compounds used as hole-injection transport materials are shown below, but are not limited to these.

[0209]

[0210]

[0211] Among the hole-injection transport materials listed, HT16 to HT18 can reduce the driving voltage when used in the layer in contact with the anode. HT16 is widely used in organic light-emitting devices. HT2 to HT7, HT10, HT12, and HT22 to 28 may be used in the organic compound layer adjacent to HT16. Hole-transport polymer compounds such as polyphenylene vinylene (PPV), polyfluorene (PF), polyvinylcarbazole (PVK), and their derivatives may also be used. In addition, inorganic insulating layers such as SiO2 and SiN, or organosilicon polymers such as siloxanes can also be used. Furthermore, multiple materials may be used in a single organic compound layer.

[0212] In addition to the luminescent layer in the present invention, when a luminescent layer is provided by lamination, for example, compounds such as those listed below can be used. Guest materials mainly involved in luminescence include donor-acceptor type organic compounds, boron-containing complexes, indocarbazole fused ring compounds, fused ring compounds (e.g., fluorene derivatives, naphthalene derivatives, pyrene derivatives, perylene derivatives, tetracene derivatives, anthracene derivatives, rubrene, etc.), quinacridone derivatives, coumarin derivatives, stilbene derivatives, organoaluminum complexes such as tris(8-quinolinolate)aluminum, iridium complexes, platinum complexes, rhenium complexes, copper complexes, europium complexes, ruthenium complexes, and polymer derivatives such as poly(phenylenevinylene) derivatives, poly(fluorene) derivatives, and poly(phenylene) derivatives. Furthermore, when a luminescent layer is produced by coating, polymer compounds with luminescence properties are mainly used. This is because polymer compounds tend to exhibit high glass transition temperatures, making them less prone to crystallization compared to low molecular weight systems. Specific examples of materials used include polymer compounds such as polyphenylene vinylene (PPV), polyfluorene (PF), polyvinylcarbazole (PVK), and their derivatives.

[0213] The following are some specific examples of compounds used as luminescent materials, but of course, they are not the only ones.

[0214]

[0215]

[0216]

[0217] The following are specific examples of compounds used as host or assist materials in the light-emitting layer, but of course, they are not the only ones that can be used.

[0218]

[0219]

[0220] As electron-transporting materials, any material capable of transporting electrons injected from the cathode to the light-emitting layer can be arbitrarily selected, taking into consideration the balance with the hole mobility of the hole-transporting material. Examples of materials with electron-transporting properties include oxadiazole derivatives, pyrazine derivatives, triazole derivatives, triazine derivatives, quinoline derivatives, quinoxaline derivatives, phenanthroline derivatives, organoaluminum complexes, and fused ring compounds (e.g., fluorene derivatives, naphthalene derivatives, chrysene derivatives, anthracene derivatives, etc.). Furthermore, the above electron-transporting materials are also suitably used in the hole-blocking layer.

[0221] The following are specific examples of compounds used as electron transport materials, but of course, they are not the only ones.

[0222]

[0223] Electron-injectable materials can be arbitrarily selected from those that allow for easy electron injection from the cathode, taking into consideration the balance with hole injection properties. Organic compounds include n-type dopants and reducing dopants. Examples include alkali metal compounds such as lithium fluoride, lithium complexes such as lithium quinolinol, benzimidazolidene derivatives, imidazolidene derivatives, fluvalene derivatives, and acridine derivatives.

[0224] It can also be used in combination with the electron transport materials mentioned above.

[0225] (7) Configuration of the organic light-emitting element The following describes the components that make up the organic light-emitting element of this embodiment.

[0226] An organic light-emitting element is provided on a substrate by forming an insulating layer, a first electrode, an organic compound layer, and a second electrode. A protective layer, a color filter, a microlens, etc., may be provided on the second electrode. If a color filter is provided, a planarization layer may be provided between it and the protective layer. The planarization layer can be made of acrylic resin or the like. The same applies when a planarization layer is provided between the color filter and the microlens.

[0227] [Substrate] Examples of substrates include quartz, glass, silicon wafers, resins, and metals. Switching elements such as transistors and wiring may be provided on the substrate, and an insulating layer may be provided on top of them. The insulating layer can be made of any material that allows for the formation of contact holes so that wiring can be formed between it and the first electrode, and that ensures insulation from wiring that is not connected. For example, resins such as polyimide, silicon oxide, and silicon nitride can be used.

[0228] [Electrodes] A pair of electrodes can be used. The pair of electrodes consists of a first electrode and a second electrode. Specifically, the pair of electrodes may be an anode and a cathode. When an electric field is applied in the direction in which the organic light-emitting element emits light, the electrode with the higher potential is the anode, and the other is the cathode. Alternatively, the electrode that supplies holes to the light-emitting layer may be the anode, and the electrode that supplies electrons may be the cathode.

[0229] The anode material should ideally have a high work function. For example, elemental metals such as gold, platinum, silver, copper, nickel, palladium, cobalt, selenium, vanadium, and tungsten, or mixtures containing these, or alloys combining them, as well as metal oxides such as tin oxide, zinc oxide, indium oxide, tin-indium oxide (ITO), and zinc-indium oxide can be used. Conductive polymers such as polyaniline, polypyrrole, and polythiophene can also be used.

[0230] These electrode materials may be used individually or in combination of two or more. Furthermore, the anode may consist of a single layer or multiple layers.

[0231] When used as a reflective electrode, materials such as chromium, aluminum, silver, titanium, tungsten, molybdenum, or alloys or laminates thereof can be used. These materials can also function as reflective films without serving as electrodes. Furthermore, when used as a transparent electrode, oxide transparent conductive layers such as indium tin oxide (ITO) or indium zinc oxide can be used, but are not limited to these. Photolithography techniques can be used to form the electrodes.

[0232] Materials with a low work function are preferred for the cathode. Examples include alkali metals such as lithium, alkaline earth metals such as calcium, and elemental metals or mixtures containing aluminum, titanium, manganese, silver, lead, and chromium. Alternatively, alloys combining these elemental metals can also be used. For example, magnesium-silver, aluminum-lithium, aluminum-magnesium, silver-copper, and zinc-silver can be used. Metal oxides such as indium tin oxide (ITO) can also be used. These electrode materials may be used individually or in combination of two or more. The cathode may also be a single-layer or multi-layer structure. Among these, silver is preferred, and a silver alloy is even more preferred to reduce silver aggregation. The alloy ratio is not important as long as silver aggregation is reduced. For example, the ratio of silver to other metals may be 1:1, 3:1, etc.

[0233] The cathode may be a top-emission element using an oxide conductive layer such as ITO, or a bottom-emission element using a reflective electrode such as aluminum (Al), and is not particularly limited. The method for forming the cathode is not particularly limited, but using DC and AC sputtering methods is more preferable because it provides good film coverage and makes it easier to reduce resistance.

[0234] [Organic Compound Layer] The organic compound layer may be formed as a single layer or as multiple layers. If there are multiple layers, they may be called a hole injection layer, a hole transport layer, an electron blocking layer, an emissive layer, a hole blocking layer, an electron transport layer, or an electron injection layer, depending on their function. The organic compound layer is mainly composed of organic compounds, but may also contain inorganic atoms and inorganic compounds. For example, it may contain copper, lithium, magnesium, aluminum, iridium, platinum, molybdenum, zinc, etc. The organic compound layer may be placed between the first electrode and the second electrode, or it may be placed in contact with the first electrode and the second electrode.

[0235] The organic compound layers constituting the organic light-emitting element according to this embodiment (hole injection layer, hole transport layer, electron blocking layer, light-emitting layer, hole blocking layer, electron transport layer, electron injection layer, etc.) are formed by the method described below.

[0236] The organic compound layer constituting the organic light-emitting element according to this embodiment can be formed using a dry process such as vacuum deposition, ionization deposition, sputtering, or plasma deposition. Alternatively, instead of a dry process, a wet process can be used in which the layer is formed by dissolving the compound in a suitable solvent and applying a known coating method (e.g., spin coating, dipping, casting, LB method, inkjet method, etc.).

[0237] By forming layers using methods such as vacuum deposition or solution coating, crystallization is less likely to occur, resulting in excellent stability over time. Furthermore, when forming films using coating methods, it is possible to combine the film with an appropriate binder resin.

[0238] Examples of the binder resins mentioned above include, but are not limited to, polyvinylcarbazole resin, polycarbonate resin, polyester resin, ABS resin, acrylic resin, polyimide resin, phenolic resin, epoxy resin, silicone resin, and urea resin.

[0239] Furthermore, these binder resins may be used individually as homopolymers or copolymers, or as a mixture of two or more types. Additionally, known additives such as plasticizers, antioxidants, and UV absorbers may be used in combination as needed.

[0240] [Protective Layer] A protective layer may be provided on the cathode. For example, by bonding glass with a desiccant to the cathode, the intrusion of water and other substances into the organic compound layer can be reduced, thereby reducing the occurrence of display defects. In another embodiment, a passivation film such as silicon nitride may be provided on the cathode to reduce the intrusion of water and other substances into the organic compound layer. For example, after forming the cathode, the material may be transported to another chamber without breaking the vacuum, and a silicon nitride film with a thickness of 2 μm may be formed by CVD to serve as a protective layer. A protective layer may also be provided using atomic deposition (ALD) after the film formation by CVD. The material of the film formed by ALD is not limited, but may be silicon nitride, silicon oxide, aluminum oxide, etc. Silicon nitride may be further formed by CVD on the film formed by ALD. The film formed by ALD may have a thinner film thickness than the film formed by CVD. Specifically, the film thickness of the film formed by the ALD method may be 50% or less, and even 10% or less, of the film thickness of the film formed by the CVD method.

[0241] [Color Filter] A color filter may be provided on top of the protective layer. For example, a color filter that takes into account the size of the organic light-emitting element may be provided on a separate substrate and bonded to the substrate on which the organic light-emitting element is provided, or a color filter may be patterned on the protective layer as described above using photolithography technology. The color filter may be made of polymer.

[0242] [Planarizing Layer] A planarizing layer may be provided between the color filter and the protective layer. The planarizing layer is provided for the purpose of reducing the unevenness of the layer below. It may also be called a material resin layer without limiting its purpose. The planarizing layer may be composed of an organic compound, and may be low molecular weight or high molecular weight, but high molecular weight is preferred.

[0243] The planarization layer may be provided above or below the color filter, and its constituent materials may be the same or different. Specifically, examples include polyvinylcarbazole resin, polycarbonate resin, polyester resin, ABS resin, acrylic resin, polyimide resin, phenolic resin, epoxy resin, silicone resin, urea resin, etc.

[0244] [Microlens] The organic light-emitting element according to this embodiment may have an optical element such as a microlens on the light-emitting side. The microlens may be made of acrylic resin, epoxy resin, etc. The microlens may be used to increase the amount of light extracted from the organic light-emitting element and to control the direction of the extracted light. The microlens may have a hemispherical shape. If it has a hemispherical shape, among the tangents that are tangent to the hemisphere, there is a tangent that is parallel to the insulating layer, and the point of contact between that tangent and the hemisphere is the vertex of the microlens. The vertex of the microlens can be similarly determined in any cross-sectional view. That is, among the tangents that are tangent to the semicircle of the microlens in the cross-sectional view, there is a tangent that is parallel to the insulating layer, and the point of contact between that tangent and the semicircle is the vertex of the microlens.

[0245] Furthermore, the midpoint of a microlens can also be defined. In the cross-section of a microlens, a line segment can be imagined from the point where one arc shape begins to the point where another arc shape begins, and the midpoint of this line segment can be called the midpoint of the microlens. The cross-section used to determine the vertices and midpoints may be a cross-section perpendicular to the insulating layer.

[0246] [Opposite Substrate] An opposite substrate may be provided on the planarization layer. The opposite substrate is called an opposite substrate because it is provided in a position corresponding to the aforementioned substrate. The constituent material of the opposite substrate may be the same as that of the aforementioned substrate. The opposite substrate may be the second substrate if the aforementioned substrate is the first substrate.

[0247] [Pixel Circuit] The light-emitting device may have a pixel circuit connected to a light-emitting element. The pixel circuit may be an active-matrix type that independently controls the emission of light from a first light-emitting element and a second light-emitting element. The active-matrix type circuit may be voltage-programmed or current-programmed. The drive circuit has a pixel circuit for each pixel. The pixel circuit may include a light-emitting element, a transistor that controls the emission brightness of the light-emitting element, a transistor that controls the emission timing, a capacitor that holds the gate voltage of the transistor that controls the emission brightness, and a transistor for connecting to GND without going through the light-emitting element.

[0248] The light-emitting device has a display area and a peripheral area arranged around the display area. The display area has a pixel circuit, and the peripheral area has a display control circuit. The mobility of the transistors constituting the pixel circuit may be smaller than the mobility of the transistors constituting the display control circuit.

[0249] The slope of the current-voltage characteristics of the transistors constituting the pixel circuit may be smaller than the slope of the current-voltage characteristics of the transistors constituting the display control circuit. The slope of the current-voltage characteristics can be measured using the so-called Vg-Ig characteristic.

[0250] The transistors that make up the pixel circuit are transistors connected to light-emitting elements, such as the first light-emitting element.

[0251] [Pixels] The organic light-emitting device has a plurality of pixels. Each pixel has sub-pixels that emit different colors from the others. The sub-pixels may each have, for example, RGB emission colors.

[0252] A pixel emits light in a region also called the pixel aperture. This region is the same as the first region. The pixel aperture may be 15 μm or less, or 5 μm or more. More specifically, it may be 11 μm, 9.5 μm, 7.4 μm, 6.4 μm, etc.

[0253] The distance between subpixels may be 10 μm or less, specifically 8 μm, 7.4 μm, or 6.4 μm.

[0254] Pixels can take on known arrangements in a plan view. For example, they may be in a stripe arrangement, delta arrangement, pentile arrangement, or Bayer arrangement. The shape of subpixels in a plan view may be any known shape. For example, rectangles, rhombuses, hexagons, etc. Of course, even if it is not a precise shape, if it is close to a rectangle, it is included in the category of rectangles. The shape of subpixels and the pixel arrangement can be used in combination.

[0255] (8) Applications of the Organic Light-Emitting Device According to This Embodiment The organic light-emitting device according to this embodiment can be used as a component of an image display device, a display device, a lighting device, etc. Other applications include a display unit for an image display device having a display unit and a housing on which the display unit is provided, an exposure light source for an electrophotographic image forming apparatus, a backlight for a liquid crystal display device, and a light-emitting device having a color filter in a white light source.

[0256] The display device may also be an image information processing device that has an image input unit for receiving image information from an area CCD, linear CCD, memory card, etc., an information processing unit for processing the input information, and displays the input image on the display unit.

[0257] Furthermore, the display unit of the imaging device or inkjet printer may have a touch panel function. The driving method for this touch panel function may be infrared, capacitive, resistive, or electromagnetic induction, and is not particularly limited. The display device may also be used as the display unit of a multifunction printer.

[0258] Next, the display device according to this embodiment will be described with reference to the drawings.

[0259] Figures 1A and 1B are schematic cross-sectional diagrams showing an example of a display device having an organic light-emitting element and a transistor connected to this organic light-emitting element. The transistor is an example of an active element. The transistor may also be a thin-film transistor (TFT).

[0260] Figure 1A shows an example of a pixel, which is a component of the display device according to this embodiment. The pixel has sub-pixels 10. The sub-pixels are divided into 10R, 10G, and 10B based on their light emission. The light emission color may be distinguished by the wavelength emitted from the light-emitting layer, or the light emitted from the sub-pixel may be selectively transmitted or color-converted by a color filter or the like. Each sub-pixel has a reflective electrode 2 which is a first electrode, an insulating layer 3 covering the end of the reflective electrode 2, an organic compound layer 4 covering the first electrode and the insulating layer, a transparent electrode 5, a protective layer 6, and a color filter 7 on an interlayer insulating layer 1.

[0261] The interlayer insulating layer 1 may have transistors and capacitive elements arranged in the layer below or inside it. The transistor and the first electrode may be electrically connected via a contact hole or the like (not shown).

[0262] The insulating layer 3 is also called a bank or pixel separation layer. It covers the edge of the first electrode and is arranged to surround the first electrode. The portion without the insulating layer is in contact with the organic compound layer 4 and becomes the light-emitting region.

[0263] The organic compound layer 4 includes a hole injection layer 41, a hole transport layer 42, a first light-emitting layer 43, a second light-emitting layer 44, and an electron transport layer 45.

[0264] The second electrode 5 may be a transparent electrode, a reflective electrode, or a semi-transparent electrode.

[0265] The protective layer 6 reduces the penetration of moisture into the organic compound layer. Although the protective layer is shown as a single layer, it may consist of multiple layers. Each layer may contain an inorganic compound layer and an organic compound layer.

[0266] The color filters 7 are classified into 7R, 7G, and 7B according to their color. The color filters may be formed on a planarization film (not shown). The color filters may also have a resin protective layer (not shown). Alternatively, the color filters may be formed on a protective layer 6, or they may be bonded together after being placed on an opposing substrate such as a glass substrate.

[0267] Figure 1B shows a display device 100 which includes an organic light-emitting element 26 and a TFT 18 as an example of a transistor. A substrate 11 made of glass, silicon, or the like is provided, with an insulating layer 12 on top of it. An active element 18 such as a TFT is placed on the insulating layer, and the gate electrode 13, gate insulating film 14, and semiconductor layer 15 of the active element are arranged therein. The active element 18 is also composed of a semiconductor layer 15, a drain electrode 16, and a source electrode 17. An insulating film 19 is provided on top of the active element 18. The anode 21 and the source electrode 17 that constitute the organic light-emitting element 26 are connected via a contact hole 20 provided in the insulating film.

[0268] Note that the method of electrical connection between the electrodes (anode, cathode) included in the organic light-emitting element 26 and the electrodes (source electrode, drain electrode) included in the TFT is not limited to the configuration shown in Figure 1B. In other words, it is sufficient for either the anode or cathode to be electrically connected to either the TFT source electrode or the drain electrode. TFT refers to a thin-film transistor.

[0269] In the display device 100 shown in Figure 1B, the organic compound layer is depicted as a single layer, but the organic compound layer 22 may consist of multiple layers. A first protective layer 24 and a second protective layer 25 are provided on the cathode 23 to reduce the degradation of the organic light-emitting element.

[0270] In the display device 100 shown in Figure 1B, a transistor is used as the switching element, but other switching elements may be used instead.

[0271] Furthermore, the transistor used in the display device 100 in Figure 1B is not limited to a transistor using a single-crystal silicon wafer, but may also be a thin-film transistor having an active layer on an insulating surface of the substrate. Examples of active layers include non-single-crystal silicon such as single-crystal silicon, amorphous silicon, and microcrystalline silicon, and non-single-crystal oxide semiconductors such as indium zinc oxide and indium gallium zinc oxide. Thin-film transistors are also called TFT elements.

[0272] The transistors included in the display device 100 in Figure 1B may be formed within a substrate such as a Si substrate. Here, "formed within a substrate" means that the transistors are manufactured by processing the substrate itself, such as a Si substrate. In other words, having transistors within a substrate can be seen as the substrate and transistors being formed as a single unit.

[0273] The organic light-emitting element according to this embodiment has its luminescence controlled by a TFT, which is an example of a switching element, and by providing multiple organic light-emitting elements on the surface, an image can be displayed according to the luminescence of each element. The switching element according to this embodiment is not limited to a TFT, but may also be a transistor made of low-temperature polysilicon, or an active matrix driver formed on a substrate such as a Si substrate. "On the substrate" can also mean "within the substrate." Whether to provide a transistor within the substrate or to use a TFT is selected depending on the size of the display area; for example, if the size is about 0.5 inches, it is preferable to provide the organic light-emitting element on a Si substrate.

[0274] Figure 2 is a schematic diagram showing an example of a display device according to this embodiment. The display device 1000 may have a touch panel 1003, a display panel 1005, a frame 1006, a circuit board 1007, and a battery 1008 between an upper cover 1001 and a lower cover 1009. The display panel 1005 may have an organic light-emitting element according to this embodiment. Flexible printed circuits FPCs 1002 and 1004 are connected to the touch panel 1003 and the display panel 1005, respectively. Transistors are printed on the circuit board 1007. The battery 1008 does not need to be provided if the display device is not a portable device, or it may be provided in a different location even if it is a portable device.

[0275] The display device according to this embodiment may have a color filter having red, green, and blue colors. The color filter may have the red, green, and blue colors arranged in a delta array.

[0276] The display device according to this embodiment may be used in the display unit of a mobile terminal. In that case, it may have both display and operation functions. Examples of mobile terminals include smartphones and other mobile phones, tablets, and head-mounted displays.

[0277] The display device according to this embodiment may be used in the display unit of an imaging device having an image sensor that receives light. The imaging device may have a display unit that displays information acquired by the image sensor. The display unit may be an external display unit or a display unit located inside the viewfinder. The imaging device may be a digital camera or a digital video camera.

[0278] Figure 3A is a schematic diagram showing an example of an imaging device according to this embodiment. The imaging device 1100 may include a viewfinder 1101, a rear display 1102, an operation unit 1103, and a housing 1104. The viewfinder 1101 and the rear display 1102 may have organic light-emitting elements according to this embodiment. In that case, the viewfinder 1101 and the rear display 1102 may display not only the image to be captured, but also environmental information, imaging instructions, etc. Environmental information may include the intensity of ambient light, the direction of ambient light, the speed at which the subject is moving, the possibility of the subject being obscured by an obstacle, etc.

[0279] Since the optimal timing for imaging is very short, it is best to display the information as quickly as possible. Therefore, it is preferable to use a display device using the organic light-emitting element according to this embodiment, because organic light-emitting elements have a fast response speed.

[0280] The imaging device 1100 may further include an optical section (not shown). The lenses in the optical section may be one or more, and they form an image on the image sensor housed in the housing 1104. The focus can be adjusted by adjusting the relative positions of the multiple lenses. This operation can also be performed automatically. The imaging device may also be called a photoelectric converter. The photoelectric converter may not capture images sequentially, but may include methods of capturing images such as detecting the difference from the previous image or extracting from an image that is always being recorded.

[0281] Figure 3B is a schematic diagram showing an example of an electronic device according to this embodiment. The electronic device 1200 has a display unit 1201, an operation unit 1202, and a housing 1203. The housing 1203 may have a circuit, a printed circuit board having the circuit, a battery, and a communication unit. The operation unit 1202 may be a button or a touch panel type response unit. The operation unit may also be a biometric recognition unit that recognizes fingerprints to unlock or otherwise perform actions. An electronic device having a communication unit can also be called a communication device. The electronic device may further have a camera function by including a lens and an image sensor. Images captured by the camera function are displayed on the display unit. Examples of electronic devices include smartphones and laptop computers.

[0282] Figures 4A and 4B are schematic diagrams showing an example of a display device according to this embodiment. Figure 4A is a display device such as a television monitor or a PC monitor. The display device 1300 has a housing 1301 and a display unit 1302. An organic light-emitting element according to this embodiment may be used in the display unit 1302.

[0283] The display device 1300 may have a housing 1301 and a base 1303 that supports the display unit 1302. The base 1303 is not limited to the form shown in Figure 4A. The lower edge of the housing 1301 may also serve as the base.

[0284] Furthermore, the housing 1301 and the display unit 1302 may be curved. Their radius of curvature may be between 5000 mm and 6000 mm.

[0285] Figure 4B is a schematic diagram showing another example of a display device according to this embodiment. The display device 1310 in Figure 4B is configured to be foldable and is a so-called foldable display device. The display device 1310 has a first display unit 1311, a second display unit 1312, a housing 1313, and a bending point 1314. The first display unit 1311 and the second display unit 1312 may have organic light-emitting elements according to this embodiment. The first display unit 1311 and the second display unit 1312 may be a single display device without seams. The first display unit 1311 and the second display unit 1312 can be separated by a bending point. The first display unit 1311 and the second display unit 1312 may each display different images, or the first and second display units may together display a single image.

[0286] Figure 5A is a schematic diagram showing an example of a lighting device according to this embodiment. The lighting device 1400 may have a housing 1401, a light source 1402, and a circuit board 1403. The light source 1402 may have an organic light-emitting element according to this embodiment. The lighting device 1400 may have an optical film 1404 to improve the color rendering of the light source. The lighting device 1400 may also have a light diffusion section 1405 to effectively diffuse the light from the light source. The lighting device 1400 having a light diffusion section 1405 allows light to be delivered over a wide area. The optical film 1404 and the light diffusion section 1405 may be provided on the light-emitting side of the lighting. A cover may be provided on the outermost part as needed.

[0287] The lighting device is, for example, a device for illuminating a room. The lighting device may emit white light, daylight white light, or any other color from blue to red. The lighting device according to this embodiment may have a dimming circuit for adjusting the brightness of these colors. The lighting device according to this embodiment may also have a power supply circuit connected to the organic light-emitting element according to this embodiment. The power supply circuit may be a circuit that converts AC voltage to DC voltage. White is defined as a color temperature of 4200K, and daylight white is defined as a color temperature of 5000K. The lighting device according to this embodiment may further have a color filter.

[0288] Furthermore, the lighting device according to this embodiment may have a heat dissipation section. The heat dissipation section releases heat from inside the device to the outside, and examples include metals, ceramics, and the like with high thermal conductivity.

[0289] Figure 5B is a schematic diagram of an automobile, which is an example of a mobile body according to this embodiment. The automobile has a taillight, which is an example of a lighting device. The automobile 1500 has a taillight 1501 and a body 1503, and the taillight may illuminate when the brakes are applied or the like. The body 1503 may also be called the machine body. The automobile 1500 may have a window 1502 attached to the body 1503.

[0290] The tail lamp 1501 may have an organic light-emitting element according to this embodiment. The tail lamp may have a protective member to protect the light source. The protective member has a reasonably high strength and can be made of any transparent material, but it is preferably made of polycarbonate or the like. A frangic acid derivative, an acrylonitrile derivative, or the like may be mixed with the polycarbonate.

[0291] The window 1502 may be a transparent display if it is not a window for checking the front and rear of the automobile. The transparent display may have an organic light-emitting element according to this embodiment. In this case, the constituent materials such as electrodes of the organic light-emitting element according to the present invention are made of transparent material.

[0292] Furthermore, as shown in Figure 5C, the automobile 1500 includes a steering wheel 1504 for controlling the direction of movement of the moving body, a display unit 1505 mounted on the vehicle body 1503 for displaying a map, the position of the moving body, the direction of turns, etc. The display unit 1505 may also have an organic light-emitting element according to this embodiment.

[0293] The mobile body according to this embodiment includes a drive force generating unit that generates a driving force mainly used for the movement of the mobile body, and one or both of a rotating body mainly used for the movement of the mobile body. The drive force generating unit may be an engine, a motor, etc. The rotating body may be a tire, a wheel, a ship's propeller, etc. Specifically, it may be a bicycle, an automobile, a train, a ship, an aircraft, a drone, etc. The mobile body may have a body and a light fixture or display unit provided on the body. The light fixture may emit light to indicate the position of the body.

[0294] Referencing Figures 6A and 6B, examples of applications of the display devices of each embodiment described above will be explained. The display device can be applied to systems that can be worn as wearable devices, such as smart glasses, head-mounted displays, and smart contact lenses. A display device that can be used in a wearable device may have an imaging device capable of photoelectric conversion of visible light and a display device capable of emitting visible light.

[0295] Figures 6A and 6B are schematic diagrams showing an example of eyeglasses (smart glasses) according to this embodiment. The eyeglasses 1600 (smart glasses) will be described using Figure 6A. The eyeglasses 1600 has a display unit on the back side of the lens 1601. The display unit may have an organic light-emitting element according to the present invention. Furthermore, an imaging device 1602 such as a CMOS sensor or SPAD may be provided on the front side of the lens 1601.

[0296] The eyeglasses 1600 further include a control device 1603. The control device 1603 functions as a power supply that provides power to the imaging device 1602 and the display unit. The control device 1603 also controls the operation of the imaging device 1602 and the display unit. The lens 1601 has an optical system formed therein for focusing light from the imaging device 1602 and the display unit.

[0297] Figure 6B will be used to describe the eyeglasses 1610 (smart glasses). The eyeglasses 1610 have a control device 1612, and the control device 1612 is equipped with a display device having an organic light-emitting element according to the present invention. The control device 1612 may further have an imaging device corresponding to an imaging device 1602. An optical system for projecting light emitted from the control device 1612 is formed in the lens 1611, and an image is projected onto the lens 1611. The control device 1612 functions as a power supply that supplies power to the imaging device and the display device, and also controls the operation of the imaging device and the display device. The control device may have a gaze detection unit that detects the wearer's gaze. Gaze detection may use infrared light. The infrared light-emitting unit emits infrared light towards the eyeball of the user who is gazing at the displayed image. An image of the eyeball is obtained by detecting the reflected light from the eyeball of the emitted infrared light with an imaging unit having a light-receiving element. By having a reduction means that reduces the light from the infrared light-emitting unit to the display unit in planar view, the deterioration of image quality is reduced.

[0298] The control device 1612 detects the user's gaze toward the displayed image from the image of the eyeball obtained by imaging with infrared light. Any known method can be applied to gaze detection using the image of the eyeball. For example, a gaze detection method based on the Purkinje image obtained by the reflection of the irradiated light from the cornea can be used.

[0299] More specifically, gaze detection processing is performed based on the pupil-corneal reflection method. Using the pupil-corneal reflection method, a gaze vector representing the orientation (rotation angle) of the eyeball is produced based on the pupil image and Purkinje image contained in the captured image of the eyeball, thereby detecting the user's gaze.

[0300] The display device according to this embodiment includes an imaging device having a light-receiving element, and may control the display image of the display device based on the user's gaze information from the imaging device.

[0301] Specifically, the display device determines a first field of view that the user is fixated on, and a second field of view other than the first field of view, based on gaze information. The first and second field of view may be determined by the display device's control unit, or they may be determined by an external control unit and received by the display device. Within the display area of ​​the display device, the display resolution of the first field of view may be controlled to be higher than that of the second field of view. In other words, the resolution of the second field of view may be lower than that of the first field of view.

[0302] Furthermore, the display area has a first field of view and a second field of view different from the first field of view, and based on gaze information, a higher priority area is determined from the first and second field of view. The first and second field of view areas may be determined by the control device of the display device, or they may be determined by an external control device and received. The resolution of the higher priority area may be controlled to be higher than the resolution of the areas other than the higher priority area. In other words, the resolution of areas with relatively lower priority may be set lower.

[0303] AI may be used to determine the first field of view and the field of view with higher priority. The AI ​​may be a model configured to estimate the angle of line of sight and the distance to the target object at the end of the line of sight from the image of the eye, using the image of the eye and the direction the eye was actually looking in the image as training data. The AI ​​may be provided by the display device, the imaging device, or an external device. If the external device has the AI, it can preferably be applied to smart glasses that further have an imaging device for capturing images of the outside. The smart glasses can display the captured external information in real time.

[0304] Figure 7A is a schematic diagram showing an example of an image forming apparatus according to this embodiment. The image forming apparatus 40 is an electrophotographic image forming apparatus and includes a photoreceptor 27, an exposure light source 28, a charging unit 30, a developing unit 31, a transfer unit 32, a transport roller 33, and a fuser 35. Light 29 is irradiated from the exposure light source 28, and an electrostatic latent image is formed on the surface of the photoreceptor 27. This exposure light source 28 may have an organic light-emitting element according to this embodiment. The developing unit 31 has toner or the like. The charging unit 30 charges the photoreceptor 27. The transfer unit 32 transfers the developed image to a storage medium 34. The transport roller 33 transports the recording medium 34. The recording medium 34 is, for example, paper. The fuser 35 fixes the image formed on the recording medium 34.

[0305] Figures 7B and 7C are diagrams showing the exposure light source 28, schematic diagrams showing how multiple light-emitting units 36 are arranged on a long substrate. Arrows 37 indicate the direction of the column in which the organic light-emitting elements are arranged. This column direction is the same as the direction of the axis in which the photoreceptor 27 rotates. This direction can also be called the long axis direction of the photoreceptor 27. Figure 7B shows a configuration in which the light-emitting units 36 are arranged along the long axis direction of the photoreceptor 27. Figure 7C shows a different configuration from Figure 7B, in which the light-emitting units 36 are arranged alternately in the column direction in the first and second columns. The first and second columns are arranged at different positions in the row direction. In the first column, multiple light-emitting units 36 are arranged with intervals between them. In the second column, light-emitting units 36 are located at positions corresponding to the intervals between the light-emitting units 36 in the first column. That is, multiple light-emitting units 36 are also arranged with intervals between them in the row direction. The arrangement in Figure 7C can also be described as a grid pattern, a houndstooth pattern, or a checkerboard pattern.

[0306] As described above, by using the device employing the organic light-emitting element according to this embodiment, stable display with good image quality is possible even during long-term display.

[0307] The present invention will be described below with reference to examples. However, the present invention is not limited to these examples.

[0308] [Calculation of Polarity Parameter R] Using the quantum chemical calculations described above, the polarity parameter R for compounds H1 to H13 and compounds A1 to A11 was calculated. The results are shown in Table 2.

[0309]

[0310]

[0311]

[0312] [Example 1 (Film Formation and Evaluation)] Vacuum deposition method was used, with a vacuum of 1.0 × 10⁻⁶ ―５ Under Pa conditions, compounds H1, A1, and E1 were simultaneously deposited from different deposition sources to form 30 nm thin films on a quartz substrate. The weight ratio of each compound was 79 wt% (H1): 20 wt% (A1): 1 wt% (E1). These thin films were irradiated with 320 nm excitation light, and the emission (photoluminescence, PL) spectrum was measured. The emission spectrum measurement results are shown in Figure 8A.

[0313] [Example 2, Comparative Examples 1 to 5 (Film Formation and Evaluation)] Thin films were formed in the same manner as in Example 1, except that the first and second compounds were changed as shown in Table 3, and the emission spectra were measured. The results of the emission spectrum measurements are shown in Figures 8A to 8C.

[0314]

[0315] From Table 3, the configurations described in Examples 1 and 2 are R Ｍ (R Ｍ +R Ａ The values ​​are 15.2 and 13.1, respectively, satisfying equation (1). Therefore, the red shift of the emission spectrum of the second compound due to the polarity of the first compound can be reduced, and energy transfer from the second compound to the third compound can be promoted. As a result, the configurations described in Examples 1 and 2 are considered to have superior color purity compared to the configurations described in Comparative Examples 1 to 5.

[0316] [Examples 3 and 4, Comparative Example 6] Thin films were formed in the same manner as in Examples 2 and Comparative Examples 1 to 5, except that compound E1 was replaced with compound E2, and the emission spectra were measured. The results are shown in Table 4, and the emission spectrum measurement results are shown in Figure 8D.

[0317]

[0318] From Table 4, the configurations described in Examples 3 and 4 are R Ｍ (R Ｍ +R Ａ The values ​​are 15.2 and 15.2, respectively, satisfying equation (1). Therefore, the redshift of the emission spectrum of the second compound due to the polarity of the first compound can be reduced, and energy transfer from the second compound to the third compound can be promoted. As a result, the configurations described in Examples 3 and 4 are considered to have superior color purity compared to the configuration described in Comparative Example 6.

[0319] [Examples 5 and 6, Comparative Example 7] Thin films were formed in the same manner as in Example 2 and Comparative Examples 1 to 5, except that compound E1 was replaced with compound E3, and the emission spectra were measured. The results are shown in Table 5, and the emission spectrum measurement results are shown in Figures 8E to 8G.

[0320]

[0321] From Table 5, the configurations described in Examples 5 and 6 are R Ｍ (R Ｍ +R Ａ The values ​​are 15.2 and 14.6, respectively, satisfying equation (1). Therefore, the red shift of the emission spectrum of the second compound due to the polarity of the first compound can be reduced, and energy transfer from the second compound to the third compound can be promoted. As a result, the configurations described in Examples 5 and 6 are considered to have better color purity than the configuration described in Comparative Example 7.

[0322] As described above, the organic light-emitting element according to the present invention can reduce the red shift of the emission spectrum of the second compound due to the polarity of the first compound, and thus can obtain light emission with excellent color purity.

[0323] Furthermore, the present invention can also take the following configuration.

[0324] (Configuration 1) An organic light-emitting element comprising a first electrode, a second electrode, and an organic compound layer disposed between the first electrode and the second electrode, wherein the organic compound layer has a light-emitting layer, the light-emitting layer comprises a first compound, a second compound different from the first compound, and a third compound different from the first and second compounds, the light-emitting lifetime of the second compound is 500 nsec. or more, the third compound is a fluorescent light-emitting material, and the polarity parameter R of the first compound is R Ｍ The polarity parameter R of the second compound is R Ａ An organic light-emitting element characterized by satisfying equation (1) when R Ｍ (R Ｍ +R Ａ ) ≥ 13.0 (1)

[0325] (Configuration 2) An organic light-emitting element comprising a first electrode, a second electrode, and an organic compound layer disposed between the first electrode and the second electrode, wherein the organic compound layer has a light-emitting layer, the light-emitting layer comprises a first compound, a second compound different from the first compound, and a third compound different from the first and second compounds, the difference between the lowest excited singlet energy and the lowest excited triplet energy of the second compound is 0.25 eV or less, the third compound is a fluorescent light-emitting material, and the polarity parameter R of the first compound is R Ｍ The polarity parameter R of the second compound is R Ａ An organic light-emitting element characterized by satisfying equation (1) when R Ｍ (R Ｍ +R Ａ ) ≥ 13.0 (1)

[0326] (Configuration 3) The organic light-emitting element according to Configuration 1 or 2, characterized in that the first compound and the second compound satisfy formula (2). Ｍ (R Ｍ +R Ａ ) ≥ 13.1 (2)

[0327] (Configuration 4) The R ＭThe organic light-emitting element according to any one of configurations 1 to 3, characterized in that the value is 1.00 or greater.

[0328] (Configuration 5) The R Ａ The organic light-emitting element according to any one of configurations 1 to 4, characterized in that the value is 1.50 or higher.

[0329] (Configuration 6) The R Ｍ and R Ａ The organic light-emitting element according to any one of configurations 1 to 5, characterized in that the total value of is 4.00 or more.

[0330] (Configuration 7) The R Ｍ and R Ａ Ratio (R Ｍ / R Ａ The organic light-emitting element according to configuration 1 or 2, characterized in that the ratio is 0.670 or higher.

[0331] (Configuration 8) The organic light-emitting element according to any one of Configurations 1 to 7, characterized in that the second compound is a delayed fluorescence material.

[0332] (Configuration 9) The organic light-emitting element according to any one of Configurations 1 to 8, characterized in that the wavelength of the emission peak showing the highest emission intensity in the emission spectrum of the second compound is longer than the wavelength of the emission peak showing the highest emission intensity in the emission spectrum of the third compound.

[0333] (Configuration 10) The molar extinction coefficient of the third compound is 20,000 M －１ ・cm －１ The organic light-emitting element according to any one of configurations 1 to 9, characterized in that it is as described above.

[0334] (Configuration 11) The organic light-emitting element according to any one of Configurations 1 to 10, characterized in that the first compound is represented by the general formula [1].

[0335]

[0336] In general formula [1], R １１ ~R １８Each of these substituents may be independently selected from the group consisting of hydrogen atoms, deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted amino groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted heteroaryloxy groups, silyl groups, cyano groups, and combinations thereof, and adjacent substituents may bond to each other to form a ring.

[0337] Cy Ａ These are hydrocarbon rings with 6 to 13 carbon atoms, heterocycles with 3 to 12 carbon atoms, or combinations thereof.

[0338] R ａ Each of these is independently selected from the group consisting of deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted amino groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted heteroaryloxy groups, silyl groups, cyano groups, and combinations thereof.

[0339] n is an integer between 1 and 5 (inclusive). n' is an integer between 1 and 9 (inclusive).

[0340] * indicates the bonding position with general formula [1].

[0341] (Configuration 12) The organic light-emitting element according to any one of Configurations 1 to 11, characterized in that the second compound is any one of the general formulas [2] to [4].

[0342]

[0343] In general formula [2], R １１ ~R １８ Each of these is independently selected from the group consisting of hydrogen atoms, deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, silyl groups, cyano groups, and combinations thereof. ２０R is a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted amino group, a silyl group, a cyano group, or a combination thereof. １１ ~R １８ Among these, adjacent substituents may bond to form a ring. EWG is an electron-withdrawing substituent. Multiple R ２０ n and l may be the same or different. n is an integer between 1 and 4 (inclusive), m is an integer between 1 and 3 (inclusive), l is an integer between 0 and 4 (inclusive), and m + n + l is an integer between 2 and 6 (inclusive).

[0344] In general formula [3], M １ X is Pt. １１ ~X １４ Cy is independently selected from either nitrogen atoms or carbon atoms. １ ~Cy ４ R is a hydrocarbon ring having 5 to 20 carbon atoms, a heterocycle having 2 to 14 carbon atoms, or a combination thereof. １１ ~R １４ Each of these is independently selected from the group consisting of deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted amino groups, silyl groups, cyano groups, and combinations thereof. １１ ~R １４ Among these, adjacent substituents may bond to each other to form a ring. １１ ~L １３ *-* (single bond), *=* (double bond), *-O-* (oxygen atom), *-S-* (sulfur atom), *-Se-* (selenium atom), *-Te-* (tellurium atom), *-CR=*, *-CO-*, *-CRR'-*, *-CR=C-*, *=CR-*, *-C≡C-*, *-NR-*, *-BR-*, *-CS-*, *-PR-*, *-SO-*, *-SO ２Each is independently selected from the group consisting of ―* and *-SiRR′―*. R and R′ are independently selected from the group consisting of substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted amino groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted heteroaryloxy groups, silyl groups, and combinations thereof. * is Cy １ ~Cy ４ Represents the bond position with multiple R １１ , multiple R １２ , multiple R １３ , multiple R １４ These elements may be the same, different, or combined to form a ring. l is an integer between 0 and 12 (inclusive), m is an integer between 0 and 12 (inclusive), n is an integer between 0 and 12 (inclusive), and o is an integer between 0 and 12 (inclusive).

[0345] In general formula [4], M ２ is Ir, Pt, or Cu. X ２１ and X ２２ Cy is independently selected from either nitrogen atoms or carbon atoms. ５ R is a hydrocarbon ring having 5 to 20 carbon atoms, a heterocycle having 3 to 14 carbon atoms, or a combination thereof. ２１ ~R ２４ Each substituent is independently selected from the group consisting of hydrogen atoms, deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted amino groups, silyl groups, cyano groups, and combinations thereof. Adjacent substituents may bond to form a ring. ３１ R is a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted amino group, a silyl group, a cyano group, or a combination thereof. ３１They may be the same, different, or combined to form a ring. L ２１ and L ２２ These are all different ligands. l' is an integer from 1 to 3, m' is an integer from 0 to 2, n' is an integer from 0 to 2, o' is an integer from 0 to 12, and l' + m' + n' is 2 or 3.

[0346] (Configuration 13) The organic light-emitting element according to any one of Configurations 1 to 12, characterized in that the third compound is represented by general formulas [5] to [7].

[0347]

[0348] In general formula [5], R １１ , R １２ , and R １４ Each of these is independently selected from the group consisting of deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted amino groups, silyl groups, cyano groups, and combinations thereof. １３ and R １５ Each R is independently selected from the group consisting of hydrogen atoms, deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted amino groups, silyl groups, cyano groups, and combinations thereof. １１ , multiple R １２ , multiple R １４ They may be the same, different, or bonded together to form a ring. Also, R １１ and R １２ , R １２ and R １３ , R １３ and R １４ , R １４ and R １５ They may be joined together to form a ring. １ ~Cy ３Each of these is independently selected from hydrocarbon rings with 5 to 13 carbon atoms, heterocycles with 4 to 12 carbon atoms, and combinations thereof. X is a boron atom or a nitrogen atom, and Y and Z are independently selected from the group consisting of oxygen atoms, sulfur atoms, selenium atoms, tellurium atoms, and nitrogen atoms. At least one of X, Y, and Z is a boron atom. l is an integer from 0 to 8, m is an integer from 0 to 8, and n is an integer from 0 to 7.

[0349] In general formulas [6] and [7], R １ ~R ２７ R is independently selected from the group consisting of hydrogen atoms, deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted amino groups, silyl groups, and cyano groups. １ ~R ２７ They may bond to form a ring. ３１ Each is independently selected from the group consisting of deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted amino groups, silyl groups, cyano groups, and combinations thereof. ４ X' is a hydrocarbon ring having 5 to 13 carbon atoms, a heterocycle having 4 to 12 carbon atoms, or a combination thereof. X' and Y' are independently selected from the group consisting of oxygen, sulfur, selenium, tellurium, NR, SiRR', and CRR'. R and R' are independently selected from the group consisting of substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted amino groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted heteroaryloxy groups, substituted or unsubstituted silyl groups, and combinations thereof. n is an integer from 0 to 6.

[0350] (Configuration 14) An organic light-emitting element according to any one of Configurations 1 to 13, characterized in that the lowest excited singlet energy of the first compound is greater than the lowest excited singlet energy of the second compound, and the lowest excited singlet energy of the second compound is greater than the lowest excited singlet energy of the third compound.

[0351] (Configuration 15) A display device having a plurality of pixels, wherein at least one of the plurality of pixels comprises an organic light-emitting element according to any one of Configurations 1 to 14 and a transistor connected to the organic light-emitting element.

[0352] (Configuration 16) A photoelectric conversion device comprising an image sensor that receives light and a display unit that displays an image captured by the image sensor, wherein the display unit has an organic light-emitting element as described in any of Configurations 1 to 14.

[0353] (Configuration 17) An image display device characterized by having a display unit having an organic light-emitting element as described in any of Configurations 1 to 14, and a housing on which the display unit is provided.

[0354] (Configuration 18) An electronic device comprising: a display unit having an organic light-emitting element as described in any of Configurations 1 to 14; a housing on which the display unit is provided; and a communication unit provided in the housing for communicating with the outside.

[0355] (Configuration 19) A wearable device comprising: a display unit having an organic light-emitting element as described in any of Configurations 1 to 14; an optical system for focusing light from the display unit; and a control device for controlling the display of the display unit.

[0356] (Configuration 20) A lighting device characterized by comprising a light source having an organic light-emitting element as described in any of Configurations 1 to 14, and a housing on which the light source is provided.

[0357] (Configuration 21) A mobile body characterized by having a light fixture having an organic light-emitting element as described in any of Configurations 1 to 14, and a body on which the light fixture is provided.

[0358] (Configuration 22) An image forming apparatus comprising a photoreceptor and an exposure light source for exposing the photoreceptor, wherein the exposure light source has an organic light-emitting element as described in any of Configurations 1 to 14.

[0359] The present invention is not limited to the embodiments described above, and various modifications and variations are possible without departing from the spirit and scope of the invention. Accordingly, the following claims are attached to make the scope of the invention public.

[0360] This application claims priority based on Japanese Patent Application No. 2025-054118, filed on 27 March 2025, and Japanese Patent Application No. 2026-019565, filed on 9 February 2026, and all of the contents of those applications are incorporated herein by reference.

[0361] 1 Interlayer insulating layer 2 Reflective electrode 3 Insulating layer 4 Organic compound layer 5 Transparent electrode 6 Protective layer 7 Color filter 10 Sub-pixel 11 Substrate 12 Insulating layer 13 Gate electrode 14 Gate insulating film 15 Semiconductor layer 16 Drain electrode 17 Source electrode 18 Thin film transistor 19 Insulating film 20 Contact hole 21 Lower electrode 22 Organic compound layer 23 Upper electrode 24 First protective layer 25 Second protective layer 26 Organic light-emitting element 27 Photoreceptor 28 Exposure light source 29 Light 30 Charging unit 31 Developing unit 32 Transfer unit 33 Transport unit 34 Recording medium 35 Fixing unit 36 ​​Light-emitting unit 37 First direction parallel to the long axis of the photoreceptor 40 Image forming apparatus 100 Display device 1000 Display device 1001 Upper cover 1002 Flexible printed circuit board 1003 Touch panel 1004 Flexible printed circuit board 1005 Display panel 1006 Frame 1007 Circuit board 1008 Battery 1009 Lower cover 1100 Imaging device 1101 Viewfinder 1102 Rear display 1103 Operation unit 1104 Housing 1200 Electronic equipment 1201 Display unit 1202 Operation unit 1203 Housing 1300 Display device 1301 Frame 1302 Display unit 1303 Base 1310 Display device 1311 First display unit 1312 Second display unit 1313 Housing 1314 Bending point 1400 Lighting device 1401 Housing 1402 Light source 1403 Circuit board 1404 Optical film 1405 Light diffusion unit 1500 Automobile 1501 Taillight 1502 Window 1503 Body 1600 Smart Glasses 1601 Lens 1602 Imaging Device 1603 Control Device 1610 Smart Glasses 1611 Lens 1612 Control Device

Claims

1. An organic light-emitting element comprising a first electrode, a second electrode, and an organic compound layer disposed between the first electrode and the second electrode, wherein the organic compound layer has a light-emitting layer, the light-emitting layer comprises a first compound, a second compound different from the first compound, and a third compound different from the first and second compounds, the light-emitting lifetime of the second compound is 500 nsec. or more, the third compound is a fluorescent light-emitting material, and the polarity parameter R of the first compound is R Ｍ The polarity parameter R of the second compound is R Ａ When this is the case, an organic light-emitting element that satisfies equation (1) is provided. Ｍ (R Ｍ +R Ａ ) ≥ 13.0 (1) 2. An organic light-emitting device comprising a first electrode, a second electrode, and an organic compound layer disposed between the first electrode and the second electrode, wherein the organic compound layer comprises a light-emitting layer, the light-emitting layer comprises a first compound, a second compound different from the first compound, and a third compound different from the first compound and the second compound, a difference between a lowest excited singlet energy and a lowest excited triplet energy of the second compound is 0.25 eV or less, the third compound is a fluorescent light-emitting material, and when the polarity parameter R of the first compound is R Ｍ , and the polarity parameter R of the second compound is R Ａ , the organic light-emitting device satisfies formula (1): R Ｍ (R Ｍ +R Ａ )≧13.0 (1) 3. The organic light-emitting element according to claim 1 or 2, wherein the first compound and the second compound satisfy formula (2). Ｍ (R Ｍ +R Ａ ) ≥ 13.1 (2) 4. The aforementioned R Ｍ The organic light-emitting element according to claim 1 or 2, wherein the value is 1.0 or greater.

5. The aforementioned R Ａ The organic light-emitting element according to claim 1 or 2, wherein the value is 1.5 or greater.

6. The aforementioned R Ｍ and R Ａ The organic light-emitting element according to claim 1 or 2, wherein the total value of is 4.0 or more.

7. The aforementioned R Ｍ and R Ａ Ratio (R Ｍ / R Ａ The organic light-emitting element according to claim 1 or 2, wherein the value of ) is 0.67 or greater.

8. The organic light-emitting element according to claim 1 or 2, wherein the second compound is a delayed fluorescence material.

9. The organic light-emitting element according to claim 1 or 2, wherein the wavelength of the emission peak showing the highest emission intensity in the emission spectrum of the second compound is longer than the wavelength of the emission peak showing the highest emission intensity in the emission spectrum of the third compound.

10. The molar extinction coefficient of the third compound is 20,000 M. －１ ・cm －１ The organic light-emitting element according to claim 1 or 2, as described above.

11. The first compound is represented by the general formula [1], and is an organic light-emitting element according to claim 1 or 2. In general formula [1], R １１ ~R １８ Each of these atoms may be independently selected from the group consisting of hydrogen atoms, deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted amino groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted heteroaryloxy groups, silyl groups, cyano groups, and combinations thereof, and adjacent substituents may bond to each other to form a ring. Ａ R is a hydrocarbon ring with 6 to 13 carbon atoms, a heterocycle with 3 to 12 carbon atoms, or a combination thereof. ａ Each of the following is independently selected from the group consisting of a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted amino group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted heteroaryloxy group, a silyl group, a cyano group, and combinations thereof. n is an integer between 1 and 5. n' is an integer between 1 and 9. * indicates the bond position with general formula [1].

12. The organic light-emitting element according to claim 1 or 2, wherein the second compound is any one of general formulas [2] to [4]. In general formula [2], R １１ ~R １８ Each of these is independently selected from the group consisting of hydrogen atoms, deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, silyl groups, cyano groups, and combinations thereof. ２０ R is a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted amino group, a silyl group, a cyano group, or a combination thereof. １１ ~R １８ Among these, adjacent substituents may bond to form a ring. EWG is an electron-withdrawing substituent. Multiple R ２０ They may be the same or they may be different. n is an integer between 1 and 4, m is an integer between 1 and 3, l is an integer between 0 and 4, and m + n + l is an integer between 2 and 6. In general formula [3], M １ X is Pt. １１ ~X １４ Cy is independently selected from either nitrogen atoms or carbon atoms. １ ~Cy ４ R is a hydrocarbon ring having 5 to 20 carbon atoms, a heterocycle having 2 to 14 carbon atoms, or a combination thereof. １１ ~R １４ Each of these is independently selected from the group consisting of deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted amino groups, silyl groups, cyano groups, and combinations thereof. １１ ~R １４ Among these, adjacent substituents may bond to each other to form a ring. １１ ~L １３ *-* (single bond), *=* (double bond), *-O-* (oxygen atom), *-S-* (sulfur atom), *-Se-* (selenium atom), *-Te-* (tellurium atom), *-CR=*, *-CO-*, *-CRR'-*, *-CR=C-*, *=CR-*, *-C≡C-*, *-NR-*, *-BR-*, *-CS-*, *-PR-*, *-SO-*, *-SO ２ Each is independently selected from the group consisting of ―* and *-SiRR′―*. R and R′ are independently selected from the group consisting of substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted amino groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted heteroaryloxy groups, silyl groups, and combinations thereof. * is Cy １ ~Cy ４ Represents the bond position with multiple R １１ , multiple R １２ , multiple R １３ , multiple R １４ They may be the same, they may be different, and they may be joined to form a ring. l is an integer between 0 and 12, m is an integer between 0 and 12, n is an integer between 0 and 12, and o is an integer between 0 and 12. In general formula [4], M ２ is Ir, Pt, or Cu. X ２１ and X ２２ Cy is independently selected from either nitrogen atoms or carbon atoms. ５ R is a hydrocarbon ring having 5 to 20 carbon atoms, a heterocycle having 3 to 14 carbon atoms, or a combination thereof. ２１ ~R ２４ Each substituent is independently selected from the group consisting of hydrogen atoms, deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted amino groups, silyl groups, cyano groups, and combinations thereof. Adjacent substituents may bond to form a ring. ３１ R is a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted amino group, a silyl group, a cyano group, or a combination thereof. ３１ They may be the same, different, or combined to form a ring. L ２１ and L ２２ These are all different ligands. l' is an integer from 1 to 3, m' is an integer from 0 to 2, n' is an integer from 0 to 2, o' is an integer from 0 to 12, and l' + m' + n' is 2 or 3.

13. The third compound is represented by general formula [5] to [7], the organic light-emitting element according to claim 1 or 2. In general formula [5], R １１ , R １２ , and R １４ Each of these is independently selected from the group consisting of deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted amino groups, silyl groups, cyano groups, and combinations thereof. １３ and R １５ Each R is independently selected from the group consisting of hydrogen atoms, deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted amino groups, silyl groups, cyano groups, and combinations thereof. １１ , multiple R １２ , multiple R １４ They may be the same, different, or bonded together to form a ring. Also, R １１ and R １２ , R １２ and R １３ , R １３ and R １４ , R １４ and R １５ They may be joined together to form a ring. １ ~Cy ３ Each is independently selected from hydrocarbon rings having 5 to 13 carbon atoms, heterocycles having 4 to 12 carbon atoms, and combinations thereof. X is a boron atom or a nitrogen atom, and Y and Z are independently selected from the group consisting of oxygen atoms, sulfur atoms, selenium atoms, tellurium atoms, and nitrogen atoms. At least one of X, Y, and Z is a boron atom. l is an integer from 0 to 8, m is an integer from 0 to 8, and n is an integer from 0 to 7. In general formulas [6] and [7], R １ ~R ２７ R is independently selected from the group consisting of hydrogen atoms, deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted amino groups, silyl groups, and cyano groups. １ ~R ２７ They may bond to form a ring. ３１ Each is independently selected from the group consisting of deuterium atoms, halogen atoms, substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted amino groups, silyl groups, cyano groups, and combinations thereof. ４ X' is a hydrocarbon ring having 5 to 13 carbon atoms, a heterocycle having 4 to 12 carbon atoms, or a combination thereof. X' and Y' are independently selected from the group consisting of oxygen, sulfur, selenium, tellurium, NR, SiRR', and CRR'. R and R' are independently selected from the group consisting of substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted amino groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted aryloxy groups, substituted or unsubstituted heteroaryloxy groups, substituted or unsubstituted silyl groups, and combinations thereof. n is an integer from 0 to 6.

14. The organic light-emitting element according to claim 1 or 2, wherein the lowest excited singlet energy of the first compound is greater than the lowest excited singlet energy of the second compound, and the lowest excited singlet energy of the second compound is greater than the lowest excited singlet energy of the third compound.

15. A display device having a plurality of pixels, wherein at least one of the plurality of pixels is an organic light-emitting element according to claim 1 or 2, and a transistor connected to the organic light-emitting element.

16. A photoelectric conversion device comprising an image sensor that receives light and a display unit that displays an image captured by the image sensor, wherein the display unit has an organic light-emitting element as described in claim 1 or 2.

17. An image display device comprising a display unit having an organic light-emitting element as described in claim 1 or 2, and a housing on which the display unit is provided.

18. An electronic device comprising: a display unit having an organic light-emitting element as described in claim 1 or 2; a housing on which the display unit is provided; and a communication unit provided in the housing for communicating with the outside.

19. A wearable device comprising: a display unit having an organic light-emitting element as described in claim 1 or 2; an optical system for focusing light from the display unit; and a control device for controlling the display of the display unit.

20. A lighting device comprising a light source having an organic light-emitting element as described in claim 1 or 2, and a housing on which the light source is provided.

21. A mobile body comprising a lamp having an organic light-emitting element as described in claim 1 or 2, and a body on which the lamp is provided.

22. An image forming apparatus comprising a photoreceptor and an exposure light source for exposing the photoreceptor, wherein the exposure light source has an organic light-emitting element as described in claim 1 or 2.

Images