Organic compound, and organic light emitting device including the same

Abstract

To provide an organic compound that solves the issues of low luminous efficiency and short lifespans in organic light-emitting diodes and organic light-emitting devices.SOLUTION: The invention provides a compound having a specific structure with benzoxazole or benzothiazole, and more specifically, a compound produced, e.g., by the reaction formula in the figure.SELECTED DRAWING: Figure 3

Description

Technical Field

[0001] The present invention relates to an organic compound, and more particularly to an organic compound having advantages in luminous efficiency and lifespan, and an organic light emitting diode and an organic light emitting device including the same.

Background Art

[0002] Recently, with the increase in the size of display devices, the demand for flat panel display elements that occupy less space has been increasing. As one of such flat panel display elements, the technology of organic light emitting diodes (OLEDs) has been developing at a rapid pace.

[0003] An organic light emitting diode is a device that emits light while disappearing after electrons and holes are paired when electrons and holes are injected into a light emitting material layer formed between an electron injection electrode (negative electrode) and a hole injection electrode (positive electrode). The device can be formed not only on a flexible transparent substrate such as plastic, but also can be driven at a low voltage (10V or less), and has advantages of relatively low power consumption and excellent color rendering.

[0004] An organic light emitting diode is formed on the upper part of a substrate and includes a first electrode as a positive electrode, a second electrode facing the first electrode at a distance, and an organic light emitting layer located between the first electrode and the second electrode.

[0005] Although there have been many researches and developments on the materials of the organic light emitting layer, to date, organic light emitting diodes have limitations in luminous efficiency and lifespan.

Summary of the Invention

Problems to be Solved by the Invention

[0006] The present invention aims to solve the problems of low luminous efficiency and short lifespan in organic light emitting diodes and organic light emitting devices.

Means for Solving the Problems

[0007] In order to solve the above problems, the present invention provides an organic compound represented by Chemical Formula 1, where a1 and a2 are each independently an integer from 0 to 4, a3 and a4 are each 0 or 1, X 1 , X 2 are each independently O or S, Ar 1 , Ar 2 are each independently selected from the group consisting of a substituted or unsubstituted C6-C60 aryl group and a substituted or unsubstituted C3-C60 heteroaryl group containing one of N, O, and S, R 1 , R 2 are each independently selected from the group consisting of a substituted or unsubstituted C1-C10 alkyl group, a substituted or unsubstituted C3-C30 cycloalkyl group, a substituted or unsubstituted C1-C10 alkoxy group, a substituted or unsubstituted C6-C60 aryl group, and a C3-C60 heteroaryl group containing at least one of N, O, and S, L 1 , L 2 are each independently selected from the group consisting of a substituted or unsubstituted C6-C60 arylene group and a C3-C60 heteroarylene group containing at least one of N, O, and S. [Chemical formula]

[0008] 1 and Ar 2 may be different from each other.

[0009] ​In another aspect, the present invention provides an organic light-emitting device including a substrate; a first electrode; a second electrode facing the first electrode; a first light-emitting material layer; a first electron transport layer; a first hole-blocking layer; and a first light-emitting portion located between the first electrode and the second electrode, the first light-emitting portion being located above the substrate; wherein the first electron transport layer is located between the first light-emitting material layer and the second electrode, the first hole-blocking layer is located between the first light-emitting material layer and the first electron transport layer, and at least one of the first electron transport layer and the first hole-blocking layer contains a first compound which is an organic compound according to any one of claims 1 to 5.

Advantages of the Invention

[0010] In the organic light-emitting diode according to the present invention, the organic light-emitting layer contains the organic compound of the present invention, thereby improving the light-emitting efficiency and lifespan of the organic light-emitting diode and the organic light-emitting device, and enabling low-power driving.

[0011] Also, in the organic light-emitting diode according to the present invention, the organic light-emitting layer includes a light-emitting material layer, and a charge-assisting layer located between the negative electrode and the light-emitting material layer and including a hole-blocking layer and an electron transport layer, and at least one of the light-emitting material layer, the hole-blocking layer, and the electron transport layer contains the organic compound of the present invention, improving the light-emitting efficiency and lifespan of the organic light-emitting diode and the organic light-emitting device, and enabling low-power driving.

[0012] Furthermore, the organic light-emitting diode of the present invention has a multi-stack structure by including a first light-emitting portion including a first light-emitting material layer and a first charge-assisting layer, and a second light-emitting portion including a second light-emitting material layer and a second charge-assisting layer. Each of the first charge-assisting layer and the second charge-assisting layer includes a hole-blocking layer and an electron transport layer, and at least one of the hole-blocking layer and the electron transport layer of the first charge-assisting layer and the hole-blocking layer and the electron transport layer of the second charge-assisting layer contains the organic compound of the present invention. Therefore, the light-emitting efficiency and lifespan in the double-stack organic light-emitting diode and the organic light-emitting device are further improved, and it has the effect of enabling low-power driving.

[0013] In addition, the organic light-emitting diode of the present invention includes a first light-emitting part including a green light-emitting material layer and a first charge assisting layer, a second light-emitting part including a first blue light-emitting material layer and a second charge assisting layer, and a third light-emitting part including a second blue light-emitting material layer and a third charge assisting layer. Each of the first charge assisting layer, the second charge assisting layer, and the third charge assisting layer includes a hole blocking layer and an electron transport layer. At least one of the hole blocking layer and the electron transport layer of the first charge assisting layer, the hole blocking layer and the electron transport layer of the second charge assisting layer, and the hole blocking layer and the electron transport layer of the third charge assisting layer contains the organic compound of the present invention. Therefore, the light-emitting efficiency and the lifespan in the triple-stack organic light-emitting diode and the organic light-emitting device are further improved, and it has the effect of enabling low-power driving.

Brief Description of the Drawings

[0014]

Figure 1

Figure 2

Figure 3

Figure 4

Figure 5

Figure 6

Figure 7

Embodiments for Carrying Out the Invention

[0015] The advantages and features of the present invention, and the method for achieving them, will become clear by referring to the embodiments described in detail below together with the attached drawings. However, the present invention is not limited to the embodiments disclosed below, and can be configured in various different forms. However, these embodiments make the disclosure of the present invention complete, and are provided to fully inform those with ordinary knowledge in the technical field to which the present invention belongs of the scope of the invention. The present invention is only defined by the scope of the claims.

[0016] The shapes, sizes, ratios, angles, numbers, etc. disclosed in the drawings for explaining the embodiments of the present invention are exemplary, so the present invention is not limited to the matters shown in the drawings. The same reference numerals throughout the specification refer to the same components. Also, in explaining the present invention, when it is determined that a specific description of related known technologies may unnecessarily obscure the gist of the present invention, the detailed description thereof is omitted. When terms such as "including", "having", "becoming", etc. mentioned in this specification are used, other parts may be added as long as "only" is not used. When a component is expressed in the singular, it includes the case of including a plurality unless there is a specific base matter explicitly stated.

[0017] In interpreting a component, it is interpreted to include an error range even without a separate explicit description.

[0018] In the case of an explanation of a positional relationship, for example, when the positional relationship between both parts is explained by "on ~", "above ~", "below ~", "beside ~", etc., one or more other parts may be located between both parts as long as "immediately" or "directly" is not used.

[0019] In the case of an explanation of a time relationship, for example, when the time sequence relationship is explained by "after ~", "subsequent to ~", "next ~", "before ~", etc., it can include the case where it is not continuous as long as "immediately" or "directly" is not used.

[0020] The first, second, etc. are used to describe various components, but these components are not limited by these terms. These terms are merely used to distinguish one component from another. Therefore, the first component mentioned below may be the second component within the technical concept of the present invention.

[0021] Each feature of the various embodiments of the present invention can be partially or wholly combined or combined with each other, enabling various technical linkages and drives, and each embodiment may be implemented independently of each other or may be implemented together in a correlation relationship.

[0022] Hereinafter, preferred embodiments according to the present invention will be described with reference to the drawings.

[0023] <Organic compound> The organic compound of the present invention is represented by Chemical Formula 1.

Chemical formula

[0024] In the present invention, "unsubstituted" means that a hydrogen atom is present only to satisfy the valency of the compound.

[0025] In the present invention, unless otherwise stated, the substituents of an alkyl group, cycloalkyl group, alkoxy group, aryl group, heteroaryl group, arylene group, and heteroarylene group may include at least one of deuterium (D), halogen, cyano group, hydroxy group, C1-C10 alkyl group, C1-C10 alkoxy group, C3-C30 cycloalkyl group, C1-C10 alkylsilyl group, C1-C10 alkylamino group, C6-C30 arylsilyl group, C6-C30 amino group, C6-C30 aryl group, and C3-C30 heteroaryl group. For example, the substituents can be selected from the group consisting of D, F, Br, CN, hydroxyl, methyl, ethyl, propyl, butyl (e.g., tert-butyl), methoxy, ethoxy, propoxy, butoxy (e.g., tert-butoxy), cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, trimethylsilyl, trimethylamino, triphenylsilyl, triphenylamino, phenyl, biphenyl, naphthyl, anthracenyl, pyridyl, carbazolyl, dibenzofuranyl, and dibenzothiophenyl.

[0026] In the present invention, unless otherwise stated, "alkyl" means a substituted or unsubstituted linear or branched hydrocarbon chain radical. For example, the C1-C10 alkyl group can be selected from the group consisting of methyl, ethyl, propyl, and butyl (e.g., t-butyl).

[0027] In the present invention, unless otherwise specified, "aryl" means a monovalent monocyclic or polycyclic conjugated ring structure. For example, the aryl group of C6 to C60 can be selected from the group consisting of phenyl group, biphenyl group, terphenyl group, naphthyl group, anthracenyl group, pentalenyl group, indenyl group, indenoindenyl group, heptalenyl group, biphenylene group, indacenyl group, phenalenyl group, phenanthrenyl group, benzophenanthrenyl group, dibenzophenanthrenyl group, azulenyl group, pyrenyl group, fluoranthenyl group, triphenylene group, chrysenyl group, tetraphenyl group, tetracenyl group, periadylenyl group, picenyl group, pentaphenyl group, pentacenyl group, fluorenyl group, indenofluorenyl group, spirofluorenyl group.

[0028] In the present invention, unless otherwise specified, "arylene" means a divalent monocyclic or polycyclic conjugated ring structure. For example, the arylene group of C6 to C60 can be selected from the group consisting of phenylene group, biphenylene group, terphenylene group, naphthylene group, anthracenylene group, pentalenylene group, indenylene group, indenoindenylene group, heptalenylene group, biphenylenylene group, indacenylene group, phenalenylene group, phenanthrenylene group, benzophenanthrenylene group, dibenzophenanthrenylene group, azulenenylene group, pyrenylene group, fluoranthenylene group, triphenylene group, chrysenylene group, tetraphenylene group, tetracenylene group, periadylenylene group, picenylene group, pentaphenylene group, pentacenylene group, fluorenylene group, indenofluorenylene group, spirofluorenylene group.

[0029] In the present invention, unless otherwise specified, the C3-C60 heteroaryl group can be selected from the group consisting of a pyrrolyl group, a pyridinyl group, a pyrimidinyl group, a pyrazinyl group, a pyridazinyl group, a triazinyl group, a tetrazinyl group, an imidazolyl group, a pyrazolyl group, an indolyl group, an isoindolyl group, an indazolyl group, an indolizinyl group, a pyrrolidinyl group, a carbazolyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an indocarbazolyl group, an indenocarbazolyl group, a benzofurocarbazolyl group, a benzothienocarbazolyl group, a quinolinyl group, an isoquinolinyl group, a phthalazinyl group, a quinoxalinyl group, a cinnolinyl group, a quinazolinyl group, a quinoxalinyl group, a quinolidinyl group, a purinyl group, a phthalazinyl group, a quinoxalinyl group, a benzoquinolinyl group, a benzoisoquinolinyl group, a benzquinazolinyl group, a benzquinoxalinyl group, an acridinyl group, a phenanthrolinyl group, a perimidinyl group, a phenanthridinyl group, a pteridinyl group, a cinnolinyl group, a naphthyridinyl group, a furanyl group, a pyranyl group, an oxazinyl group, an oxazolyl group, an oxadiazolyl group, a triazolyl group, a dioxinyl group, a benzofuranyl group, a dibenzofuranyl group, a thiopyranyl group, a xanthenyl group, a chromenyl group, an isochromenyl group, a thiazinyl group, a thiophenyl group, a benzothiophenyl group, a dibenzothiophenyl group, a difuropyrazinyl group, a benzofurodibenzofuranyl group, a benzothienobenzothiophenyl group, a benzothienodibenzothiophenyl group, a benzothienobenzofuranyl group, a benzothienodibenzofuranyl group.

[0030] In the present invention, unless otherwise specified, the C3-C60 heteroarylene group can be selected from the group consisting of a pyrrolylene group, a pyridinylene group, a pyrimidinylene group, a pyrazinylene group, a pyridazinylene group, a triazinylene group, a tetrazinylene group, an imidazoylene group, a pyrazoylene group, an indolylene group, an isoindolylene group, an indazoylene group, an indolizinylene group, a pyrrolidinylene group, a carbazoylene group, a benzocarbazoylene group, a dibenzocarbazoylene group, an indolocarbazoylene group, an indenocarbazoylene group, a benzofurocarbazoylene group, a benzothienocarbazoylene group, a quinolinylene group, an isoquinolinylene group, a phthalazinylene group, a quinoxalinylene group, a cinnolinylene group, a quinazolinylene group, a quinoxazolinylene group, a quinolidinylene group, a phrenylene group, a phthalazinylene group, a quinoxalinylene group, a benzoquinolinylene group, a benzoisoquinolinylene group, a benzquinazolinylene group, a benzquinoxalinylene group, an acridinylene group, a phenanthrolinylene group, a perimidinylene group, a phenanthridinylene group, a pteridinylene group, a cinnolinylene group, a naphthyridinylene group, a furanylene group, a pyranylene group, an oxazinylene group, an oxazoylene group, an oxadiazolylene group, a triazolylene group, a deoxynylene group, a benzofuranylene group, a dibenzofuranylene group, a thiopyranylene group, a xanthenylene group, a chromenylene group, an isochromenylene group, a thioazinylene group, a thiophenylene group, a benzothiophenylene group, a dibenzothiophenylene group, a difuropyrazinylene group, a benzofurodibenzofuranylene group, a benzothieno-benzothiophenylene group, a benzothienodibenzothiophenylene group, a benzothienobenzofuranylene group, a benzothienodibenzofuranylene group.

[0031] In one embodiment of the present invention, each of a1, a2, a3, and a4 may be 0.

[0032] In one embodiment of the present invention, Ar 1 and Ar 2 may each independently be a substituted or unsubstituted C6-C60 aryl group, and they may be the same or different.

[0033] In one embodiment of the present invention, Ar 1 and Ar 2 One of them is a substituted or unsubstituted C6-C60 aryl group, and Ar 1 and Ar 2 The other one of them may be a C3-C60 heteroaryl group containing one of N, O, and S.

[0034] In one embodiment of the present invention, Ar 1 and Ar 2 Each may be a C3-C60 heteroaryl group containing one of N, O, and S, and may be the same or different.

[0035] In one embodiment of the present invention, Ar 1 , Ar 2 Each can be independently selected from the aryl group represented by Chemical Formula 1a-1 and the heteroaryl group represented by Chemical Formula 1a-2. (In each of Chemical Formula 1a-1 and Chemical Formula 1a-2, the "*" indicates the bonding site.)

Chemical formula

Chemical formula

[0036] In one embodiment of the present invention, the bonding positions of the part containing X 1 and the part containing X 2 can be specified respectively. That is, the organic compound of the present invention represented by Chemical Formula 1 can be represented by Chemical Formula 1b-1.

Chemical formula

[0037] In Chemical Formula 1b-1, a1, a2, a3, a4, X 1 , X 2 , Ar 1 , Ar 2 , R 1 , R 2 , L1 and L 2 each is the same as that defined in Chemical Formula 1.

[0038] In one embodiment of the present invention, each of a3 and a4 is 0, and the bonding positions of the portion containing X 1 and the portion containing X 2 can be specified. That is, the organic compound of the present invention represented by Chemical Formula 1 can be represented by Chemical Formula 1b-2.

Chemical formula

[0039] In Chemical Formula 1b-2, a1, a2, X 1 , X 2 , Ar 1 , Ar 2 , R 1 , R 2 each is the same as that defined in Chemical Formula 1.

[0040] For example, the organic compound of the present invention may be one of a number of compounds represented by Chemical Formula 2.

Chemical formula

Chemical formula

Chemical formula

Chemical formula

Chemical formula

Chemical formula

Chemical formula

Chemical formula

[0041] The organic compound of the present invention, which is represented by Chemical formula 1 and is one of the compounds of Chemical formula 2, has a wide band gap, a low highest occupied molecular orbital (HOMO) energy level, and a high triplet energy (T1). Therefore, the organic compound has improved stability and carrier mobility, and is used in at least one of the host of the light-emitting material layer, the hole-blocking material of the hole-blocking layer, and the electron-transporting material of the electron-transporting layer in an organic light-emitting diode, thereby improving the light-emitting efficiency and lifespan of the organic light-emitting diode.

[0042] [Synthesis example] 1. Synthesis of Intermediate A [Chemical formula] Under a nitrogen atmosphere, 10 g (50 mmol) of 5-chlorophenylboronic acid and 16.9 g (110 mmol) of 2-chlorobenzo[d]oxazole were dissolved in 200 mL of tetrahydrofuran (THF). 17.3 g of potassium carbonate was dissolved in 50 mL of distilled water and added to the THF solution, followed by stirring. Then, 1.2 g (0.2 mmol) of tetrakis(triphenylphosphine)palladium(0) was added, and the mixture was refluxed for 12 hours. After the reaction was completed, it was cooled to room temperature. After separating the organic layer and the aqueous layer, the organic layer was distilled under reduced pressure. The filtrate obtained by distillation under reduced pressure was extracted with chloroform and water, and then the residual moisture was removed from the organic layer using magnesium sulfate, followed by distillation under reduced pressure. The filtrate obtained by distillation under reduced pressure was separated through silica gel column chromatography to obtain 9.5 g (27 mmol) of Intermediate A. (Yield 55%)

[0043] 2. Synthesis of Intermediate B [Chemical formula] 10 g (50 mmol) of 5-chlorophenylboronic acid and 18.6 g (110 mmol) of 2-chlorobenzo[d]thiazole were dissolved in 200 mL of THF under a nitrogen atmosphere. 17.3 g of potassium carbonate was dissolved in 50 mL of distilled water, added to the THF solution, and then stirred. Subsequently, 1.2 g (0.2 mmol) of tetrakis(triphenylphosphine)palladium(0) was added, and the mixture was refluxed for 12 hours. After the reaction was completed, it was cooled to room temperature. After separating the organic layer and the aqueous layer, the organic layer was distilled under reduced pressure. The filtrate obtained by distillation under reduced pressure was extracted with chloroform and water. Then, residual moisture was removed from the organic layer using magnesium sulfate, and it was distilled under reduced pressure. The filtrate obtained by distillation under reduced pressure was separated through silica gel column chromatography to obtain 10.4 g (27 mmol) of intermediate B. (Yield 55%)

[0044] 3. Synthesis of Intermediate C (1) Intermediate C-a

Chemical formula

[0045] (2) Intermediate C-b

Chemical formula

[0046] (3) Intermediate C-c

Chemical formula

[0047] (4) Intermediate C

Chemical formula

[0048] 4. Synthesis of Intermediate 1

Chemical Structure

[0049] 5. Synthesis of Intermediate 2 (1) Intermediate 2-a

Chemical Structure

[0050] (2) Intermediate 2-b

Chemical formula

[0051] (3) Intermediate 2

Chemical formula

[0052] 6. Intermediate 3 (1) Intermediate 3-a

Chemical formula

[0053] (2) Intermediate 3

Chemical formula

[0054] 7. Intermediate 4 (1) Intermediate 4-a

Chem.

[0055] (2) Intermediate 4

Chem.

[0056] 8. Intermediate 5 (1) Intermediate 5-a

Chem.

[0057] (2) Intermediate 5

Chem.

[0058] 9. Intermediate 6 (1) Intermediate 6-a

Chem.

[0059] (2) Intermediate 6

Chem.

[0060] 10. Synthesis of Intermediate 7 (1) Intermediate 7-a

Chem.

[0061] (2) Intermediate 7

Chemical formula

[0062] 11. Synthesis of Intermediate 8 (1) Intermediate 8-a

Chemical formula

[0063] (2) Intermediate 8

Chemical formula

[0064] 12. Synthesis of intermediate 9 (1) Intermediate 9-a

Chemical formula

[0065] (2) Intermediate 9

Chemical formula

[0066] 13. Synthesis of intermediate 10 (1) Intermediate 10-a

Chemical formula

[0067] (2) Intermediate 10

Chemical formula

[0068] 14. Synthesis of Compound 1-1

Chemical formula

[0069] 15. Synthesis of Compound 1-10

Chemical formula

[0070] 16. Synthesis of Compound 1-57

Chemical formula

[0071] 17. Synthesis of Compound 1-43

Chemical formula

[0072] 18. Synthesis of Compound 3-28

Chemical formula

[0073] 19. Synthesis of Compound 3-36

Chemical Structure

[0074] 20. Synthesis of Compound 3-29

Chemical Structure

[0075] 21. Synthesis of Compound 3-37

Chemical formula

[0076] 22. Synthesis of Compound 2-62

Chemical formula

[0077] 23. Synthesis of Compound 3-39

Chemical Structure

[0078] 24. Synthesis of Compound 2-1

Chemical Structure

[0079] 25. Synthesis of Compound 3-23

Chemical formula

[0080] In a nitrogen atmosphere, 64.5 g (10 mmol) of Intermediate 6 and 4.2 g (11 mmol) of Intermediate B were dissolved in 100 mL of 1,4-dioxane. 2.9 g (21 mmol) of potassium carbonate was dissolved in 15 mL of distilled water, added to the THF solution, and then stirred. Then, 0.2 g (0.2 mmol) of Pd(PPh 3 ) 4 (tetrakis(triphenylphosphine)palladium(0)) was added, and the mixture was refluxed for 12 hours. After the reaction, it was cooled to room temperature. After separating the organic layer and the aqueous layer, the organic layer was distilled under reduced pressure. The filtrate obtained by distillation under reduced pressure was extracted with chloroform and water. Then, residual moisture was removed from the organic layer using magnesium sulfate, and it was distilled under reduced pressure. The filtrate obtained by distillation under reduced pressure was separated through silica gel column chromatography to obtain 4.7 g (7 mmol) of Compound 3-23. (Yield: 70%)

[0081] 26. Synthesis of Compound 1-27

Chemical formula

[0082] 27. Synthesis of Compound 3-40

Chemical formula

[0083] 28. Synthesis of Compound 1-46

Chemical formula

[0084] 29. Synthesis of Compound 2-12 [Chemical formula] In a nitrogen atmosphere, 5.0 g (10 mmol) of Intermediate 8 and 3.8 g (11 mmol) of Intermediate A were dissolved in 100 mL of 1,4-dioxane. 2.9 g (21 mmol) of potassium carbonate was dissolved in 15 mL of distilled water, added to the THF solution, and then stirred. Subsequently, 0.2 g (0.2 mmol) of Pd(PPh 3 ) 4 (tetrakis(triphenylphosphine)palladium(0)) was added, and the mixture was refluxed for 12 hours. After the reaction, it was cooled to room temperature. After separating the organic layer and the aqueous layer, the organic layer was distilled under reduced pressure. The filtrate obtained by distillation under reduced pressure was extracted with chloroform and water. Then, residual moisture was removed from the organic layer using magnesium sulfate, and it was distilled under reduced pressure. The filtrate obtained by distillation under reduced pressure was separated through silica gel column chromatography to obtain 4.8 g (7 mmol) of Compound 2-12. (Yield: 70%)

[0085] 30. Synthesis of Compound 3-41 [Chemical formula] In a nitrogen atmosphere, 85.0 g (10 mmol) of Intermediate 8 and 4.2 g (11 mmol) of Intermediate B were dissolved in 100 mL of 1,4-dioxane. 2.9 g (21 mmol) of potassium carbonate was dissolved in 15 mL of distilled water, added to the THF solution, and then stirred. Thereafter, 0.2 g (0.2 mmol) of Pd(PPh 3 ) 4 (tetrakis(triphenylphosphine)palladium(0)) was added, and the mixture was refluxed for 12 hours. After the reaction, it was cooled to room temperature, the organic layer and the aqueous layer were separated, and then the organic layer was distilled under reduced pressure. The filtrate obtained by distillation under reduced pressure was extracted with chloroform and water, and then the residual moisture was removed from the organic layer using magnesium sulfate, followed by distillation under reduced pressure. The filtrate obtained by distillation under reduced pressure was separated through silica gel column chromatography to obtain 5.0 g (7 mmol) of Compound 3-41. (Yield 70%)

[0086] 31. Synthesis of Compound 2-39

Chemical Structure

[0087] 32. Synthesis of Compound 3-4

Chemical Structure

[0088] 33. Synthesis of Compound 3-42

Chemical formula

[0089] 34. Synthesis of Compound 3-43

Chemical formula

[0090] 35. Synthesis of Compound 3-38

Chemical formula

[0091] <Organic Light-Emitting Diode and Organic Light-Emitting Device> The organic light-emitting diode of the present invention contains the organic compound of the present invention. Such an organic light-emitting diode may be included in an organic light-emitting device such as an organic light-emitting display device or a lighting device. As an example, a display device applying the organic light-emitting diode according to the present invention will be described.

[0092] FIG. 1 is a schematic circuit diagram of an organic light-emitting display device. As shown in FIG. 1, in the organic light-emitting display device, a gate wiring GL, a data wiring DL, and a power wiring PL that intersect each other to define a pixel region P are formed. In the pixel region P, a switching thin-film transistor Ts, a driving thin-film transistor Td, a storage capacitor Cst, and an organic light-emitting diode D are formed. The pixel region P may include a red pixel region, a green pixel region, and a blue pixel region. Further, the pixel region P can further include a white pixel region.

[0093] The switching thin-film transistor Ts is connected to the gate wiring GL and the data wiring DL, and the driving thin-film transistor Td and the storage capacitor Cst are connected between the switching thin-film transistor Ts and the power wiring PL. The organic light-emitting diode D is connected to the driving thin-film transistor Td.

[0094] In such an organic light-emitting display device, when the switching thin-film transistor Ts is turned on by a gate signal applied to the gate wiring GL, the data signal applied to the data wiring DL is applied to the gate electrode of the driving thin-film transistor Td and one electrode of the storage capacitor Cst through the switching thin-film transistor Ts.

[0095] The driving thin-film transistor Td is turned on by the data signal applied to the gate electrode. As a result, a current proportional to the data signal flows from the power wiring PL through the driving thin-film transistor Td to the organic light-emitting diode D, and the organic light-emitting diode D emits light with a luminance proportional to the current flowing through the driving thin-film transistor Td.

[0096] At this time, the storage capacitor Cst is charged with a voltage proportional to the data signal, and maintains the voltage of the gate electrode of the driving thin film transistor Td constant during one frame.

[0097] Therefore, the organic light emitting display device can display a desired video image.

[0098] FIG. 2 is a schematic cross-sectional view of an organic light emitting display device according to a first embodiment of the present invention. As shown in FIG. 2, the organic light emitting display device 100 includes a thin film transistor Tr located on a substrate 110 and an organic light emitting diode D connected to the thin film transistor Tr. For example, on the substrate 110, a red pixel region, a green pixel region, and a blue pixel region are defined, and the organic light emitting diode D is located in each of the red pixel region, the green pixel region, and the blue pixel region. A yellow-green pixel region may be further defined on the substrate 110. In this case, the organic light emitting diode D is also located in the yellow-green pixel region. That is, the organic light emitting diodes D that emit red, green, and blue light are provided in the red pixel region, the green pixel region, the blue pixel region, and the yellow-green pixel region, respectively.

[0099] The substrate 110 may be a glass substrate or a flexible substrate. For example, the flexible substrate may be any one of a polyimide (PI) substrate, a polyethersulfone (PES) substrate, a polyethylene naphthalate (PEN) substrate, a polyethylene terephthalate (PET) substrate, and a polycarbonate (PC) substrate.

[0100] A buffer layer 120 is formed on the substrate 110, and the thin film transistor Tr is formed on the buffer layer 120. The buffer layer 120 may be made of an inorganic insulating material such as silicon oxide or silicon nitride. Further, the buffer layer 120 may have a multilayer structure by including a first layer made of silicon oxide and a second layer made of silicon nitride. The buffer layer 120 may be omitted. In this case, the thin film transistor Tr may be formed on the substrate 110.

[0101] A semiconductor layer 122 is formed on the buffer layer 120. The semiconductor layer 122 may be made of an oxide semiconductor material or may be made of polycrystalline silicon.

[0102] When the semiconductor layer 122 is made of an oxide semiconductor material, a light-shielding pattern (not shown) may be formed below the semiconductor layer 122. The light-shielding pattern prevents light from entering the semiconductor layer 122 and prevents the semiconductor layer 122 from deteriorating due to light. Alternatively, the semiconductor layer 122 may be made of polycrystalline silicon. In this case, impurities may be doped at both ends of the semiconductor layer 122.

[0103] A gate insulating film 124 made of an insulating material is formed on the upper part of the semiconductor layer 122. The gate insulating film 124 may be made of an inorganic insulating material such as silicon oxide or silicon nitride.

[0104] A gate electrode 130 made of a conductive material such as metal is formed corresponding to the center of the semiconductor layer 122 on the upper part of the gate insulating film 124.

[0105] In FIG. 2, although the gate insulating film 124 is formed on the front surface of the substrate 110, the gate insulating film 124 may be patterned in the same shape as the gate electrode 130.

[0106] An interlayer insulating film 132 made of an insulating material is formed on the upper part of the gate electrode 130. The interlayer insulating film 132 may be formed of an inorganic insulating material such as silicon oxide or silicon nitride, or may be formed of an organic insulating material such as benzocyclobutene or photo-acryl.

[0107] The interlayer insulating film 132 has first and second contact holes 134 and 136 that expose both sides of the semiconductor layer 122. The first and second contact holes 134 and 136 are located at a distance from the gate electrode 130 on both sides of the gate electrode 130.

[0108] Here, the first and second contact holes 134 and 136 are formed in the interlayer insulating film 132 and the gate insulating film 124. Alternatively, when the gate insulating film 124 is patterned in the same shape as the gate electrode 130, the first and second contact holes 134 and 136 may be formed only in the interlayer insulating film 132.

[0109] On the interlayer insulating film 132, a source electrode 140 and a drain electrode 142 made of a conductive material such as metal are formed.

[0110] The source electrode 140 and the drain electrode 142 are spaced apart with the gate electrode 130 as the center, and are in contact with both sides of the semiconductor layer 122 through the first and second contact holes 134 and 136, respectively.

[0111] The semiconductor layer 122, the gate electrode 130, the source electrode 140, and the drain electrode 142 form a thin film transistor Tr, and the thin film transistor Tr functions as a driving element.

[0112] The thin film transistor Tr has a coplanar structure in which the gate electrode 130, the source electrode 140, and the drain electrode 142 are located above the semiconductor layer 122.

[0113] Alternatively, the thin film transistor Tr may have an inverted staggered structure in which the gate electrode is located below the semiconductor layer and the source electrode and the drain electrode are located above the semiconductor layer. In this case, the semiconductor layer may be made of amorphous silicon.

[0114] Although not shown in the figure, a gate wiring and a data wiring intersect each other to define a pixel region, and a switching element connected to the gate wiring and the data wiring is further formed. The switching element is connected to the thin film transistor Tr as a driving element.

[0115] Also, power wiring may be formed separately from or parallel to data wiring, and a storage capacitor may be further configured to maintain the voltage of the gate electrode of the thin film transistor Tr as a driving element constant during one frame.

[0116] A planarization layer 150 having a drain contact hole 152 that exposes the drain electrode 142 of the thin film transistor Tr is formed to cover the thin film transistor Tr.

[0117] On the planarization layer 150, a first electrode 160 connected to the drain electrode 142 of the thin film transistor Tr through the drain contact hole 152 is formed separately for each pixel region.

[0118] The first electrode 160 may be an anode and may include a transparent conductive oxide layer made of a conductive material having a relatively large work function value, for example, a transparent conductive oxide (TCO). For example, the transparent conductive oxide layer of the first electrode 160 may include at least one of indium-tin-oxide (ITO), indium-zinc-oxide (IZO), indium-tin-zinc oxide (ITZO), tin oxide (SnO), zinc oxide (ZnO), indium-copper-oxide (ICO), and aluminum: zinc oxide (Al:ZnO; AZO).

[0119] When the organic light-emitting display device 100 of the present invention is of a bottom-emission type, the first electrode 160 may have a single-layer structure of a transparent conductive oxide layer.

[0120] Alternatively, when the organic light-emitting display device 100 of the present invention is of the top-emission type, the first electrode 160 may further include a reflective layer and may have a double-layer or triple-layer structure. For example, the reflective layer may be made of silver or an aluminum-palladium-copper (APC) alloy. In the top-emission type organic light-emitting diode D, the first electrode 160 may have a double-layer structure of Ag / ITO or APC / ITO, or a triple-layer structure of ITO / Ag / ITO or ITO / APC / ITO.

[0121] Also, on the planarization layer 150, a bank layer 166 that covers the end portion of the first electrode 160 is formed. The bank layer 166 corresponds to the pixel region and exposes the center of the first electrode 160.

[0122] An organic light-emitting layer 162 is formed on the first electrode 160, and the organic light-emitting layer 162 contains the organic compound of the present invention.

[0123] The organic light-emitting layer 162 may include one light-emitting portion including a light-emitting material layer and a functional layer. Alternatively, the organic light-emitting layer 162 may include a plurality of light-emitting portions each including a light-emitting material layer and a functional layer. Further, the organic light-emitting layer 162 may further include a charge generation layer (CGL) located between adjacent light-emitting portions.

[0124] The functional layer may include at least one of an electron transporting layer (ETL) and a hole blocking layer (HBL).

[0125] Each of the light-emitting portions may further include at least one of a hole injection layer (HIL), a hole transporting layer (HTL), an electron blocking layer (EBL), and an electron injection layer (EIL).

[0126] A second electrode 164 is formed on top of a substrate 110 on which an organic light-emitting layer 162 is formed. The second electrode 164 is located on the front surface of the display region, is made of a conductive material having a relatively small work function value, and can be used as a cathode. For example, the second electrode 164 may be made of any one of aluminum (Al), magnesium (Mg), silver (Ag), or an alloy thereof, such as an aluminum-magnesium alloy (AlMg) or a silver-magnesium alloy (MgAg). When the organic light-emitting display device 100 is a top-emission type, the second electrode 164 has a thin thickness and has light-transmitting (semi-transmitting) characteristics.

[0127] The first electrode 160, the organic light-emitting layer 162, and the second electrode 164 form an organic light-emitting diode D.

[0128] A encapsulation layer (or encapsulation film) 170 is formed on the second electrode 164 to prevent external moisture from penetrating into the organic light-emitting diode D. The encapsulation layer 170 may have a laminated structure of a first inorganic insulating layer 172, an organic insulating layer 174, and a second inorganic insulating layer 176, but is not limited thereto. Also, the encapsulation layer 170 may be omitted.

[0129] When the organic light-emitting display device 100 is a bottom-emission type, a metal plate (not shown) may be further provided on the encapsulation layer 170.

[0130] The organic light-emitting display device 100 may include a color filter (not shown) corresponding to red, green, and blue pixel regions. The color filter layer may include a red color filter pattern, a green color filter pattern, and a blue color filter pattern corresponding to the red pixel region, the green pixel region, and the blue pixel region, respectively. When the organic light-emitting display device 100 includes a color filter layer, the color purity of the organic light-emitting display device 100 can be improved.

[0131] When the organic light-emitting display device 100 is a bottom-emission type, a color filter may be located between the organic light-emitting diode D and the substrate 110, for example, between the interlayer insulating film 132 and the planarization layer 150. Alternatively, when the organic light-emitting display device 100 is a top-emission type, the color filter can also be located above the organic light-emitting diode D, for example, above the second electrode 164 or above the encapsulation layer 170.

[0132] The organic light-emitting display device 100 may further include a polarizing plate (not shown) for reducing the reflection of external light. For example, the polarizing plate may be a circular polarizing plate. When the organic light-emitting display device 100 is a bottom-emission type, the polarizing plate may be located below the substrate 110. Note that when the organic light-emitting display device 100 of the present invention is a top-emission type, the polarizing plate may be located above the encapsulation layer 170.

[0133] Also, in the top-emission type organic light-emitting display device 100, a cover window (not shown, cover window) may be attached on the encapsulation layer 170 or the polarizing plate. At this time, the substrate 110 and the cover window have flexible characteristics, and a flexible organic light-emitting display device can be realized.

[0134] Also, the organic light-emitting display device 100 may further include a touch layer or a touch panel located between the organic light-emitting diode D and the cover window.

[0135] FIG. 3 is a schematic cross-sectional view of an organic light-emitting diode according to a second embodiment of the present invention. As shown in FIG. 3, the organic light-emitting diode D includes first and second electrodes 160 and 164 facing each other, and an organic light-emitting layer 162 located between the first and second electrodes 160 and 164. The organic light-emitting layer 162 includes a light-emitting material layer 230 and a charge assisting layer 240 located between the second electrode 164 and the light-emitting material layer 230, and the charge assisting layer 240 includes at least one of an electron transport layer 242 and a hole blocking layer 244. The hole blocking layer 244 may be located between the light-emitting material layer 230 and the electron transport layer 242.

[0136] The organic light-emitting display device (100 in FIG. 2) includes at least one of a red pixel region, a green pixel region, and a blue pixel region, and the organic light-emitting diode D may be located in each of the red pixel region, the green pixel region, and the blue pixel region. The organic light-emitting diode D includes a red light-emitting material layer in the red pixel region, a green light-emitting material layer in the green pixel region, and a blue light-emitting material layer in the blue pixel region.

[0137] The first electrode 160 is an anode for injecting holes, and the second electrode 164 is a cathode for injecting electrons. Also, one of the first electrode 160 and the second electrode 164 is a reflective electrode, and the other of the first electrode 160 and the second electrode 164 is a transmissive (semi-transmissive) electrode.

[0138] For example, the first electrode 160 may include a transparent conductive material layer made of ITO or IZO, and the second electrode 164 may be made of any one of aluminum (Al), magnesium (Mg), silver (Ag), an aluminum-magnesium alloy (AlMg), and a silver-magnesium alloy (MgAg).

[0139] The organic light-emitting layer 162 may further include a hole transport layer 220 located between the first electrode 160 and the light-emitting material layer 230. Also, the organic light-emitting layer 162 may further include an electron blocking layer (not shown) located between the light-emitting material layer 230 and the hole transport layer 220.

[0140] The organic light-emitting layer 162 may further include at least one of a hole injection layer 210 located between the first electrode 160 and the hole transport layer 220 and an electron injection layer 250 located between the second electrode 164 and the charge assisting layer 240.

[0141] The charge assisting layer 240 includes the organic compound of the present invention. That is, at least one of the hole blocking layer 244 and the electron transport layer 242 may include the organic compound of the present invention.

[0142] For example, the hole blocking layer 244 may consist only of the organic compound of the present invention represented by Chemical Formula 1, and may have a thickness of 5 to 20 nm, for example, a thickness of 5 to 10 nm.

[0143] For example, the electron transport layer 242 contains the organic compound of the present invention represented by Chemical Formula 1, and may further selectively contain the compound represented by Chemical Formula 3 (lithium quinolinato, Liq). In this case, the weight ratio of the organic compound of the present invention to the compound of Chemical Formula 3 in the electron transport layer 242 may be 1:9 to 9:1, for example, 2:8 to 8:2 or 7:3 to 3:7. For example, the weight ratio of the organic compound of the present invention and the weight ratio of the compound of Chemical Formula 3 may be the same.

Chemical formula

[0144] The thickness of the electron transport layer 242 may be greater than the thickness of the hole blocking layer 244. The electron transport layer 242 may have a thickness of 10 to 50 nm, for example, a thickness of 20 to 40 nm.

[0145] When both the hole blocking layer 244 and the electron transport layer 242 contain the organic compound of the present invention, the organic compound contained in the hole blocking layer 244 and the organic compound contained in the electron transport layer 242 may be the same or different.

[0146] The green light-emitting material layer 230 in the green pixel region may contain the organic compound of the present invention represented by Chemical Formula 1. For example, the green light-emitting material layer 230 in the green pixel region may contain the organic compound of the present invention as the first host (n-type host).

[0147] Alternatively, the green light-emitting material layer 230 may contain the compound of Chemical Formula 4 or the compound represented by Chemical Formula 5 as the first host (n-type host).

Chemical formula

Chemical formula

[0148] In Chemical Formula 5, when g1 is an integer of 2 or more, the plurality of R 53 may be the same as or different from each other.

[0149] In one embodiment of the present invention, R 51 R 52 and R 54 at least one of which may be an unsubstituted or C1 - C20 alkyl group - substituted carbazolyl group.

[0150] In Chemical Formula 5, the benzothiazole moiety may be linked to the triazine moiety via a benzene ring. That is, the compound of Chemical Formula 5 may have the structure of the following Chemical Formula 5a. [Chemical formula] In Chemical formula 5a, R 51 , R 52 , R 53 , X 51 , L 51 and L 52 are the same as those defined in Chemical formula 5 respectively, and g2 is an integer from 0 to 3.

[0151] In Chemical formula 5, the bonding position of the benzothiazole moiety can be specified. That is, the compound of Chemical formula 5 may have one of the structures of the following Chemical formula 5b to Chemical formula 5e. [Chemical formula] [Chemical formula] [Chemical formula] [Chemical formula] In each of Chemical formula 5b to Chemical formula 5e, R 51 , R 52 , R 53 , R 54 , L 51 and L 52 are the same as those defined in Chemical formula 5 respectively, and g2 is an integer from 0 to 3.

[0152] In Chemical formula 5, the benzothiazole moiety can be linked to the triazine moiety via a thiazole ring. That is, the compound of Chemical formula 5 may have the structure of the following Chemical formula 5f. [Chemical formula] In Chemical formula 5f, R 51 , R 52 , R 53 , L 51 and L 52is the same as that defined in Chemical Formula 5 respectively, and g3 is an integer from 0 to 4.

[0153] In one embodiment of the present invention, R 51 may be an unsubstituted or C1-C20 alkyl group-substituted carbazolyl group, and R 52 can be selected from the group consisting of a phenyl group, a pyrenyl group, a fluorenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, and a carbazolyl group. R 54 may be hydrogen or a phenyl group unsubstituted or substituted with a C1-C20 alkyl group, and g1 may be 0.

[0154] In one embodiment of the present invention, R 52 The phenyl group, pyrenyl group, fluorenyl group, dibenzofuranyl group, dibenzothiophenyl group, and carbazolyl group of may each independently be substituted with at least one of an unsubstituted or C1-C20 alkyl group and a C6-C60 aryl group.

[0155] For example, the compound represented by Chemical Formula 5 may be one of the compounds represented by Chemical Formula 6.

Chemical Formula

Chemical Formula

Chemical Formula

Chemical Formula

Chemical Formula

Chemical Formula

[0156] In addition, the green light-emitting material layer 230 of the green pixel region may further contain a compound represented by Chemical Formula 7 as a second host (p-type host). [Chemical Formula] In Chemical Formula 7, b1 and b4 are each an integer from 0 to 4, and b2 and b3 are integers from 0 to 3. R 11 、R 12 、R 13 、R 14 Each is independently selected from the group consisting of deuterium, a substituted or unsubstituted C1-C10 alkyl group, a substituted or unsubstituted C3-C30 cycloalkyl group, a substituted or unsubstituted C1-C10 alkoxy group, a substituted or unsubstituted C6-C60 aryl group, and a substituted or unsubstituted C3-C60 heteroaryl group. L 11 、L 12 Each is independently selected from the group consisting of a single bond, a substituted or unsubstituted C6-C60 arylene group, and a substituted or unsubstituted C3-C60 heteroarylene group. Ar 11 、Ar 12 Each is independently selected from the group consisting of a substituted or unsubstituted C6-C30 aryl group and a substituted or unsubstituted C3-C30 heteroaryl group.

[0157] In Chemical Formula 4, L 11 and L 12 are a single bond, and Ar 11 、Ar 12 Each may be a substituted or unsubstituted phenyl group. That is, Chemical Formula 4 may be represented by Chemical Formula 7a. [Chemical Formula] In Chemical Formula 7a, R 11 、R 12 、R 13 、R 14 The definitions of b1, b2, b3, b4 are the same as those defined in Chemical Formula 4. Ar 13 、Ar14 Each is a substituted or unsubstituted C6-C30 aryl group, b5 and b6 are each independently an integer from 0 to 5.

[0158] For example, in Chemical Formula 7a, Ar 13 , Ar 14 Each may independently be phenyl, and b5 and b6 may each independently be 0 or 1.

[0159] For example, the second host may be one of the compounds of Chemical Formula 8.

Chemical formula

Chemical formula

[0160] In the green pixel region, the light-emitting material layer 230 may further contain a dopant (luminescent substance) selected from the compounds represented by Chemical Formula 9.

Chemical formula

[0161] The light-emitting material layer 230 may have a thickness of 10 to 50 nm, for example, 20 to 40 nm.

[0162] In the light-emitting material layer 230, the weight ratio of each of the first and second hosts may be greater than the weight ratio of the dopant, and the first host and the second host may have the same or different weight ratios. In the light-emitting material layer 230, the weight ratio of the first host to the second host may be 1:9 to 9:1, for example, 2:8 to 8:2 or 7:3 to 3:7. Preferably, the weight ratio of the first host and the weight ratio of the second host may be the same. For example, the first host and the second host may have the same weight ratio, and the dopant may have 5 to 25 wt% in the light-emitting material layer 230.

[0163] In one embodiment of the present invention, the hole blocking layer 244 contains the organic compound of the present invention, and the electron transport layer 242 may contain at least one of a compound represented by Chemical Formula 10 (first electron transport material), a compound represented by Chemical Formula 11 (second electron transport material), and a compound represented by Chemical Formula 12 (third electron transport material) instead of the organic compound of the present invention.

Chem.

[0164] In Chemical Formula 10, L 21 is selected from the group consisting of a single bond, a substituted or unsubstituted C6 - C60 arylene group, and a substituted or unsubstituted C3 - C60 heteroarylene group. Ar 21 is represented by Chemical Formula 10a or Chemical Formula 10b. Ar 22 and Ar 23 each is selected from the group consisting of hydrogen, deuterium, a substituted or unsubstituted C1 - C10 alkyl group, a substituted or unsubstituted C3 - C30 cycloalkyl group, a substituted or unsubstituted C1 - C10 alkoxy group, a substituted or unsubstituted C6 - C30 aryl group, and a substituted or unsubstituted C3 - C30 heteroaryl group.

Chem.

Chem.

[0165] In each of Chemical Formula 8a and Chemical Formula 8b, the "*" indicated part is a bonding site.

[0166] In one embodiment of the present invention, Ar 22 and Ar 23 each may independently be an unsubstituted or C1-C10 alkyl group (e.g., t-butyl) substituted C6-C60 aryl group (e.g., phenyl or naphthyl).

Chemical Formula

[0167] In one embodiment of the present invention, each of e1, e2, e3, and e4 may independently be 0 or 1.

[0168] In one embodiment of the present invention, R 31 、R 32 、R 33 、R 34 may each independently be a substituted or unsubstituted C6-C30 aryl group (e.g., phenyl).

[0169] In one embodiment of the present invention, two of X 32 、X 32 、X 33 are N, and X 32 、X32 、 One of X 33 is CR 35 and R 35 may be hydrogen.

[0170] In one embodiment of the present invention, Ar 31 and Ar 32 may each independently be a substituted or unsubstituted C6-C30 aryl group (e.g., phenyl, biphenyl).

[0171] In one embodiment of the present invention, L 31 may be a substituted or unsubstituted C6-C30 arylene group (e.g., phenylene). [Chemical formula]

[0172] In Chemical formula 12, f1, f2, and f3 are each an integer from 0 to 4, and f4 is an integer from 0 to 3. R 41 and R 42 and R 43 and R 44 are each independently selected from the group consisting of a substituted or unsubstituted C1-C10 alkyl group, a substituted or unsubstituted C3-C10 cycloalkyl group, a substituted or unsubstituted C6-C60 aryl group, and a substituted or unsubstituted C3-C60 heteroaryl group. X 41 is O, S, or NR 45 and R 45 is a substituted or unsubstituted C6-C30 aryl group, which is linked to an adjacent benzene ring to form a ring. X 42 and X 43 and X 44 are each independently N or CR 46 and at least two of X 42 and X 43 and X 44 are N. Ar 41 and Ar 42 and R46 Each is independently selected from the group consisting of hydrogen, a substituted or unsubstituted C6-C60 aryl group, and a substituted or unsubstituted C3-C60 heteroaryl group. L 41 is selected from the group consisting of a single bond, a substituted or unsubstituted C6-C60 arylene group, and a substituted or unsubstituted C3-C60 heteroarylene group.

[0173] In one embodiment of the present invention, each of f1, f2, f3, and f4 may be 0.

[0174] In one embodiment of the present invention, R 45 is a phenyl group and can form a carbazole structure by bonding to a nitrogen atom and an adjacent benzene ring.

[0175] In one embodiment of the present invention, L 41 may be a single bond or a substituted or unsubstituted C6-C30 arylene group (e.g., phenylene).

[0176] In one embodiment of the present invention, Ar 41 Ar 42 Each may be a substituted or unsubstituted C6-C30 aryl group (e.g., phenyl, naphthyl, or naphthylphenyl).

[0177] In one embodiment of the present invention, R 46 may be hydrogen.

[0178] For example, the first electron transport material of Chemical Formula 10 may be one of the compounds shown in Chemical Formula 13.

Chemical formula

[0179] For example, the second electron transport material of Chemical Formula 11 may be one of the compounds shown in Chemical Formula 14.

Chemical formula

[0180] For example, the third electron transport material of Chemical Formula 12 may be one of the compounds represented by Chemical Formula 15.

Chem.

Chem.

[0181] In one embodiment of the present invention, the electron transport layer 242 may contain the compound of Chemical Formula 16 instead of the organic compound of the present invention.

Chem.

[0182] In one embodiment of the present invention, when the electron transport layer 242 contains the organic compound of the present invention, the hole blocking layer 244 may contain the compound of Chemical Formula 17 instead of the organic compound of the present invention.

Chem.

[0183] The red light-emitting material layer may contain a red host and a red dopant. The red dopant may contain at least one of a red phosphorescent compound, a red fluorescent compound, and a red delayed fluorescent compound. In the red light-emitting material layer, the red host may have a weight ratio larger than that of the red dopant. In the red light-emitting material layer, the red dopant may be doped at a content of 1 to 10 wt%, for example, 1 to 5 wt%.

[0184] For example, the red host includes 9,9’-diphenyl-9H,9’H-3,3’-bicarbazole (Diphenyl-9H,9’H-3,3’-bicarbazole; BCzPh), CBP, 1,3,5-tris(carbazole-9-yl)benzene (1,3,5-Tris(carbazole-9-yl)benzene; TCP), TCTA, 4,4’-bis(carbazole-9-yl)-2,2’-dimethylbiphenyl (4,4’-Bis(carbazole-9-yl)-2,2’-dimethylbipheyl; CDBP), 2,7-bis(carbazole-9-yl)-9,9-dimethylfluorene (2,7-Bis(carbazole-9-yl)-9,9-dimethylfluorene(DMFL-CBP), 2,2’,7,7’-tetrakis(carbazole-9-yl)-9,9-spirofluorene (2,2’,7,7’-Tetrakis(carbazole-9-yl)-9,9-spiorofluorene; Spior-CBP), DPEPO, 4’-(9H-carbazol-9-yl)biphenyl-3,5-dicarbonitrile (4’-(9H-carbazol-9-yl)biphenyl-3,5-dicarbonitrile; PCzB-2CN), 3’-(9H-carbazol-9-yl)biphenyl-3,5-dicarbonitrile (3’-(9H-carbazol-9-yl)biphenyl-3,5-dicarbonitrile; mCzB-2CN), 3,6-bis(carbazole-9-yl)-9-(2-ethyl-hexyl)-9H-carbazole (3,6-Bis(carbazole-9-yl)-9-(2-ethyl-hexyl)-9H-carbazole; TCz1), bis(2-(2-hydroxyphenyl)-pyridine)beryllium (Bis(2-hydroxylphenyl)-pyridine)beryllium; Bepp 2 ), bis(10-hydroxylbenzo[h]quinolinato)beryllium (Bis(10-hydroxylbenzo[h]quinolinato)beryllium; Bebq 2) It can be selected from the group consisting of 1,3,5-tris(1-pyrenyl)benzene (1,3,5-Tris(1-pyrenyl)benzene; TPB3). However, it is not limited thereto.

[0185] In addition, the red dopant is [Bis(2-(4,6-dimethyl)phenylquinoline)](2,2,6,6-tetramethylheptane-3,5-dionate)iridium(III), Bis[2-(4-n-hexylphenyl)quinoline](acetylacetonate)iridium(III);Hex-Ir(phq)2(acac), Tris[2-(4-n-hexylphenyl)quinoline]iridium(III), Hex-Ir(phq)3, Tris[2-phenyl-4-methylquinoline]iridium(III), Ir(Mphq)3, Bis(2-phenylquinoline)(2,2,6,6-tetramethylheptene-3,5-dionate)iridium(III), Ir(dpm)PQ2, Bis(phenylisoquinoline)(2,2,6,6-tetramethylheptene-3,5-dionate)iridium(III), Ir(dpm)(piq)2, Bis[(4-n-hexylphenyl)isoquinoline](acetylacetonate)iridium(III);It can be selected from the group consisting of Hex-Ir(piq)2(acac)), Tris[2-(4-n-hexylphenyl)quinoline]iridium(III) (Hex-Ir(piq)3), Tris(2-(3-methylphenyl)-7-methyl-quinolato)iridium (Ir(dmpq)3), Bis[2-(2-methylphenyl)-7-methyl-quinoline](acetylacetonate)iridium(III) (Ir(dmpq)2(acac)), Bis[2-(3,5-dimethylphenyl)-4-methyl-quinoline](acetylacetonate)iridium(III) (Ir(mphmq)2(acac)); however, it is not limited thereto.

[0186] The blue light-emitting layer may contain a blue host and a blue dopant. The blue dopant may contain at least one of a blue phosphorescent compound, a blue fluorescent compound, and a blue delayed fluorescent compound. In the blue light-emitting layer, the blue host may have a weight ratio larger than that of the blue dopant. In the blue light-emitting layer, the blue dopant may be doped at a content of 1 to 10 wt%, for example, 1 to 5 wt%.

[0187] The blue host can be selected from the group consisting of mCP, 9-(3-(9H-carbazol-9-yl)phenyl)-9H-carbazole-3-carbonitrile (mCP-CN), mCBP, CBP-CN, 9-(3-(9H-carbazol-9-yl)phenyl)-3-(diphenylphosphoryl)-9H-carbazole (mCPPO1), 3,5-di(9H-carbazol-9-yl)biphenyl (Ph-mCP), TSPO1, 9-(3’-(9H-carbazol-9-yl)-[1,1’-biphenyl]-3-yl)-9H-pyrido[2,3-b]indole (CzBPCb), bis(2-methylphenyl)diphenylsilane (UGH-1), 1,4-bis(triphenylsilyl)benzene (UGH-2), 1,3-bis(triphenylsilyl)benzene (UGH-3), 9,9-spirobifluorene-2-yl-diphenyl-phosphine oxide (SPPO1), 9,9’-(5-(triphenylsilyl)-1,3-phenylene)bis(9H-carbazole) (SimCP). However, it is not limited thereto.

[0188] The blue dopant can be independently selected from the group consisting of perylene, 4,4'-bis[4-(di-p-tolylamino)styryl]biphenyl (DPAVBi), 4-(di-p-tolylamino)-4-4'-[(di-p-tolylamino)styryl]stilbene (DPAVB), 4,4'-bis[4-(diphenylamino)styryl]biphenyl (BDAVBi), 2,7-bis(4-diphenylaminostyryl)-9,9-spirofluorene (spiro-DPVBi), [1,4-bis[2-[4-[N,N-di(p-tolyl)amino]phenyl]vinyl]benzene (DSB), 1-4-di-[4-(N,N-diphenyl)aminostyryl]-benzene (DSA), 2,5,8,11-tetra-tert-butylperylene (TBPe), bis(2-hydroxyphenyl)-pyridine)beryllium (Bepp2), 9-(9-phenylcarbazol-3-yl)-10-(naphthalen-1-yl)anthracene (PCAN), mer-tris(1-phenyl-3-methylimidazolin-2-ylidene-C,C(2)’iridium(III) (mer-Ir(pmi)3), fac-tris(1,3-diphenyl-benzimidazolin-2-ylidene-C,C(2)’iridium(III) (fac-Ir(dpbic)3), bis(3,4,5-trifluoro-2-(2-pyridyl)phenyl-(2-carboxypyridyl)iridium(III) (Ir(tfpd)2pic), tris(2-(4,6-difluorophenyl)pyridine))iridium(III) (Ir(Fppy)3), bis[2-(4,6-difluorophenyl)pyridinato-C2,N](picolinato)iridium(III) (FIrpic). However, it is not limited thereto.

[0189] The thickness of the hole transport layer 220 may be greater than the thicknesses of the light-emitting material layer 230, the electron transport layer 242, and the hole blocking layer 244, respectively. The hole transport layer 220 may have a thickness of 80 to 120 nm, for example, 90 to 110 nm.

[0190] The positive hole injection layer 210 may contain at least one positive hole injection material among 4,4’,4’’-tris(3-methylphenylamino)triphenylamine (MTDATA), 4,4’,4’’-tris(N,N-diphenyl-amino)triphenylamine (NATA), 4,4’,4’’-tris(N-(naphthalen-1-yl)-N-phenyl-amino)triphenylamine (1T-NATA), 4,4’,4’’-tris(N-(naphthalen-2-yl)-N-phenyl-amino)triphenylamine (2T-NATA), copper phthalocyanine (CuPc), tris(4-carbazolyl-9-yl-phenyl)amine (TCTA), N,N’-diphenyl-N,N’-bis(1-naphthyl)-1,1’-biphenyl-4,4’’-diamine (NPB; NPD), 1,4,5,8,9,11-hexaazatriphenylene hexacarbonitrile (dipyrazino[2,3-f:2’3’-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile; HATCN), 1,3,5-tris[4-(diphenylamino)phenyl]benzene (TDAPB), poly(3,4-ethylenedioxythiophene) polystyrene sulfonate (PEDOT / PSS), N-(biphenyl-4-yl)-9,9-dimethyl-N-(4-(9-phenyl-9H-carbazol-3-yl)phenyl)-9H-fluorene-2-amine. The positive hole injection layer 210 may have a thickness of 1 to 10 nm, for example, 3 to 7 nm.

[0191] The hole transport layer 220 may contain at least one hole transport material among N,N'-diphenyl-N,N'-bis(3-methylphenyl)-1,1'-biphenyl-4,4'-diamine; TPD), NPB (NPD), 4,4'-bis(N-carbazolyl)-1,1'-biphenyl (CBP), poly[N,N'-bis(4-butylphenyl)-N,N'-bis(phenyl)-benzidine] (poly-TPD), (poly[(9,9-dioctylfluorenyl-2,7-diyl)-co-(4,4'-(N-(4-sec-butylphenyl)diphenylamine))] (TFB), di-[4-(N,N-di-p-tolyl-amino)-phenyl]cyclohexane (TAPC), 3,5-di(9H-carbazol-9-yl)-N,N-diphenylaniline (DCDPA), N-(biphenyl-4-yl)-9,9-dimethyl-N-(4-(9-phenyl-9H-carbazol-3-yl)phenyl)-9H-fluorene-2-amine, and N-(biphenyl-4-yl)-N-(4-(9-phenyl-9H-carbazol-3-yl)phenyl)biphenyl-4-amine.

[0192] The electron injection layer 250 may contain an electron injection material that is at least one of alkali metals such as Li, alkali halide-based materials such as LiF, CsF, NaF, BaF2, and / or organometallic-based materials such as Liq, lithium benzoate, and sodium stearate. The electron injection layer 250 may have a thickness of 1 to 10 nm, for example, 3 to 7 nm.

[0193] The electron blocking layer may contain an electron blocking material that is at least one of tris(4-carbazolyl-9-yl-phenyl)amine (TCTA), tris[4-(diethylamino)phenyl]amine, N-(biphenyl-4-yl)-9,9-dimethyl-N-(4-(9-phenyl-9H-carbazol-3-yl)phenyl)-9H-fluorene-2-amine, di-[4-(N,N-di-p-tolyl-amino)-phenyl]cyclohexane (TAPC), 4,4’,4’’-tris(3-methylphenylamino)triphenylamine (MTDATA), 1,3-bis(carbazol-9-yl)benzene (mCP), 3,3’-bis(N-carbazolyl)-1,1’-biphenyl (mCBP), copper phthalocyanine (CuPc), N,N’-bis[4-[bis(3-methylphenyl)amino]phenyl]-N,N’-diphenyl-[1,1’-biphenyl]-4,4’-diamine (DNTPD), 1,3,5-tris[4-(diphenylamino)phenyl]benzene (TDAPB), 3,5-di(9H-carbazol-9-yl)-N,N-diphenylaniline (DCDPA), 2,8-bis(9-phenyl-9H-carbazol-3-yl)dibenzothiophene).

[0194] As described above, in the organic light-emitting diode D, at least one of the electron transport layer 242 and the hole blocking layer 244 contains the organic compound of the present invention represented by Chemical Formula 1. Thereby, in the organic light-emitting diode D, the luminous efficiency and the lifetime are improved.

[0195] Further, in the organic light-emitting diode D, when the electron transport layer 242 contains the organic compound of the present invention and the compound of Chemical Formula 3, the luminous efficiency and the lifetime of the organic light-emitting diode D are further improved.

[0196] Further, in the organic light-emitting diode D in the green pixel region, when the light-emitting layer 230, the electron transport layer 242, and the hole blocking layer 244 contain the organic compound of the present invention, the organic light-emitting diode D can improve the luminous efficiency and the lifetime, and can also enhance the efficiency of the manufacturing process.

[0197] [Organic Light-Emitting Diode] On the positive electrode (ITO), a hole injection layer (compound of Chemical Formula 18, 5 nm), a hole transport layer (compound of Chemical Formula 19, 100 nm), a light-emitting material layer (30 nm), a hole blocking layer (8 nm), an electron transport layer (compound of Chemical Formula 16, compound of Chemical Formula 3, 30 nm), an electron injection layer (LiF, 5 nm), and a negative electrode (Al, 100 nm) were sequentially laminated to form a green organic light-emitting diode.

[0198] The light-emitting material layer was formed using the compound BCZ1 of Chemical Formula 8, the compound of Chemical Formula 4, and the compound GD1 of Chemical Formula 9. The compound BCZ1 of Chemical Formula 8 and the compound of Chemical Formula 4 were contained in the same mass ratio, and the compound of Chemical Formula 9 was doped at 15 wt%. Also, in the electron transport layer, the compound of Chemical Formula 16 and the compound of Chemical Formula 3 were contained in the same mass ratio. [Chemical Formula] [Chemical Formula]

[0199] 1. Comparative Example (1) Comparative Example 1 (Ref1) A hole blocking layer was formed using the compound of Chemical Formula 17. (2) Comparative Example 2 (Ref2) A hole blocking layer was formed using the compound of Chemical Formula 20. (3) Comparative Example 3 (Ref3) A hole blocking layer was formed using the compound of Chemical Formula 21. (4) Comparative Example 4 (Ref4) A hole blocking layer was formed using the compound of Chemical Formula 22. (4) Comparative Example 5 (Ref5) A hole blocking layer was formed using the compound of Chemical Formula 23. (4) Comparative Example 6 (Ref6) A hole blocking layer was formed using the compound of Chemical Formula 24. (4) Comparative Example 7 (Ref7) A hole blocking layer was formed using the compound of Chemical Formula 25. [Chemical Formula] [Chemical formula] [Chemical formula] [Chemical formula] [Chemical formula] [Chemical formula] 2. Experimental Examples (1) Experimental Example 1 (Ex1) A hole blocking layer was formed using Compound 1-1 of Chemical Formula 2. (2) Experimental Example 2 (Ex2) A hole blocking layer was formed using Compound 1-57 of Chemical Formula 2. (3) Experimental Example 3 (Ex3) A hole blocking layer was formed using Compound 3-28 of Chemical Formula 2. (4) Experimental Example 4 (Ex4) A hole blocking layer was formed using Compound 3-29 of Chemical Formula 2. (5) Experimental Example 5 (Ex5) A hole blocking layer was formed using Compound 3-43 of Chemical Formula 2. (6) Experimental Example 6 (Ex6) A hole blocking layer was formed using Compound 2-62 of Chemical Formula 2. (7) Experimental Example 7 (Ex7) A hole blocking layer was formed using Compound 2-1 of Chemical Formula 2. (8) Experimental Example 8 (Ex8) A hole blocking layer was formed using Compound 1-27 of Chemical Formula 2. (9) Experimental Example 9 (Ex9) A hole blocking layer was formed using Compound 2-12 of Chemical Formula 2. (10) Experimental Example 10 (Ex10) A hole blocking layer was formed using Compound 3-4 of Chemical Formula 2.

[0200] The characteristics (luminous efficiency, lifespan) of the organic light-emitting diodes of Comparative Examples 1 to 7 and Experimental Examples 1 to 10 were measured and are shown in Table 1.

Table 1

[0201] As can be seen from Table 1, compared with the organic light-emitting diodes of Comparative Examples 1 to 7, the organic light-emitting diodes of Experimental Examples 1 to 10 in which the green light-emitting material layer contains the organic compound of the present invention have significant advantages in luminous efficiency.

[0202] For example, in the compound of Chemical Formula 20, one benzoxazole moiety is linked to the triazine moiety via a phenylene linker at the para position, whereas in Compound 1-1 of Chemical Formula 2, two benzoxazole moieties are linked to the triazine moiety via a phenylene linker at the meta position. Compared with the organic light-emitting diode of Comparative Example 2 using the compound of Chemical Formula 20, the lifespan of the organic light-emitting diode of Experimental Example 1 using Compound 1-1 of Chemical Formula 2 increases significantly.

[0203] In the compound of Chemical Formula 21, one benzoxazole moiety is linked to the triazine moiety via a phenylene linker at the para position, whereas in Compound 3-28 of Chemical Formula 2, two benzoxazole moieties are linked to the triazine moiety via a phenylene linker at the meta position. Compared with the organic light-emitting diode of Comparative Example 3 using the compound of Chemical Formula 21, the lifespan of the organic light-emitting diode of Experimental Example 3 using Compound 3-28 of Chemical Formula 2 increases significantly.

[0204] In the compound of Chemical Formula 23, one benzoxazole moiety is linked to the triazine moiety via a phenylene linker at the para position, whereas in Compound 1-57 of Chemical Formula 2, two benzoxazole moieties are linked to the triazine moiety via a phenylene linker at the meta position. Compared with the organic light-emitting diode of Comparative Example 5 using the compound of Chemical Formula 23, the lifespan of the organic light-emitting diode of Experimental Example 2 using Compound 1-57 of Chemical Formula 2 increases significantly.

[0205] In the compound of Chemical Formula 24, one benzoxazole moiety is linked to the triazine moiety via a phenylene linker at the para position, whereas in the compound 2-62 of Chemical Formula 2, two benzoxazole moieties are linked to the triazine moiety via a phenylene linker at the meta position.

[0206] Compared with the organic light-emitting diode of Comparative Example 6 using the compound of Chemical Formula 24, the lifetime of the organic light-emitting diode of Experimental Example 6 using the compound 2-62 of Chemical Formula 2 is greatly increased.

[0207] In the compound of Chemical Formula 25, one benzoxazole moiety is linked to the triazine moiety via a phenylene linker at the para position, whereas in the compound 3-29 of Chemical Formula 2, two benzoxazole moieties are linked to the triazine moiety via a phenylene linker at the meta position. Compared with the organic light-emitting diode of Comparative Example 7 using the compound of Chemical Formula 25, the lifetime of the organic light-emitting diode of Experimental Example 4 using the compound 3-29 of Chemical Formula 2 is greatly increased.

[0208] FIG. 4 is a schematic cross-sectional view of an organic light-emitting diode according to a third embodiment of the present invention. As shown in FIG. 4, the organic light-emitting diode D includes a first electrode 160 and a second electrode 164 facing each other, and an organic light-emitting layer 162 located between the first electrode 160 and the second electrode 164. The organic light-emitting layer 162 includes a first light-emitting portion 310 including a first light-emitting material layer 320 and a first charge assisting layer 316, and a second light-emitting portion 330 including a second light-emitting material layer 340 and a second charge assisting layer 334. The first charge assisting layer 316 includes at least one of a first electron transport layer 316a and a first hole blocking layer 316b, and the second charge assisting layer 334 includes at least one of a second electron transport layer 334a and a second hole blocking layer 334b. The first hole blocking layer 316b may be located between the first light-emitting material layer 320 and the first electron transport layer 316a, and the second hole blocking layer 334b may be located between the second light-emitting material layer 340 and the second electron transport layer 334a.

[0209] The organic light-emitting layer 162 may further include a charge generation layer 350 located between the first light-emitting part 310 and the second light-emitting part 330.

[0210] The organic light-emitting display device (100 in FIG. 2) includes at least one of a red pixel region, a green pixel region, and a blue pixel region, and the organic light-emitting diode D may be located in each of the red pixel region, the green pixel region, and the blue pixel region. In the red pixel region, each of the first and second light-emitting material layers 320 and 340 may be a red light-emitting material layer. In the green pixel region, each of the first and second light-emitting material layers 320 and 340 may be a green light-emitting material layer. In the blue pixel region, each of the first and second light-emitting material layers 320 and 340 may be a blue light-emitting material layer.

[0211] The first electrode 160 is an anode for injecting holes and may be made of a conductive material having a high work function, such as ITO or IZO. The second electrode 164 is a cathode for injecting electrons and may be made of any one of a conductive material having a small work function, such as aluminum (Al), magnesium (Mg), and an aluminum-magnesium alloy (AlMg).

[0212] When the organic light-emitting diode D is a top emission type, the first electrode 160 further includes a reflective layer and serves as a reflective electrode, and the second electrode 164 has a thin thickness and can serve as a transmissive electrode (semi-transmissive electrode). Alternatively, when the organic light-emitting diode D is a bottom emission type, the first electrode 160 can serve as a transmissive electrode, and the second electrode 164 can serve as a reflective electrode.

[0213] The charge generation layer 350 is located between the first and second light-emitting parts 310 and 330, and the first light-emitting part 310, the charge generation layer 350, and the second light-emitting part 330 are sequentially stacked on the first electrode 160. That is, the first light-emitting part 310 is located between the first electrode 160 and the charge generation layer 350, and the second light-emitting part 330 is located between the second electrode 164 and the charge generation layer 350.

[0214] The first light-emitting part 310 may further include a first hole transport layer 314 located between the first light-emitting material layer 320 and the first electrode 160. Further, the first light-emitting part 310 may further include a hole injection layer 312 located between the first electrode 160 and the first hole transport layer 314. Further, the first light-emitting part 310 may further include a first electron blocking layer located between the first light-emitting material layer 320 and the first hole transport layer 314.

[0215] The second light-emitting part 330 may further include a second hole transport layer 332 located between the second light-emitting material layer 340 and the charge generation layer 350 or between the second light-emitting material layer 340 and the first light-emitting part 310. Further, the second light-emitting part 330 may further include an electron injection layer 336 located between the second electrode 164 and the second charge assisting layer 334. Further, the second light-emitting part 330 may further include a second electron blocking layer located between the second light-emitting material layer 340 and the second hole transport layer 332.

[0216] The charge generation layer 350 is located between the first light-emitting part 310 and the second light-emitting part 330. That is, the first light-emitting part 310 and the second light-emitting part 330 are connected by the charge generation layer 350. The charge generation layer 350 may be a PN junction charge generation layer in which an N-type charge generation layer 352 and a P-type charge generation layer 354 are joined.

[0217] The N-type charge generation layer 352 is located between the first charge assisting layer 316 and the second hole transport layer 332, and the P-type charge generation layer 354 is located between the N-type charge generation layer 352 and the second hole transport layer 332.

[0218] The N-type charge generation layer 352 may be an organic layer doped with an alkali metal such as Li, Na, K, Cs and / or an alkaline earth metal such as Mg, Sr, Ba, Ra. For example, the N-type charge generation layer 382 is composed of an N-type charge generation material containing a host which is an organic substance such as 4,7-diphenyl-1,10-phenanthroline (4,7-dipheny-1,10-phenanthroline; Bphen), MTDATA and a dopant which is an alkali metal or an alkaline earth metal, and the dopant may be doped at 0.01 to 30% by weight.

[0219] The P-type charge generation layer 354 may be composed of an inorganic substance selected from the group consisting of tungsten oxide (WOx), molybdenum oxide (MoOx), beryllium oxide (Be2O3), vanadium oxide (V2O5), and combinations thereof, an organic substance selected from the group consisting of NPD, HAT-CN, F4TCNQ, TPD, TNB, TCTA, N,N'-dioctyl-3,4,9,10-perylenedicarboximide (PTCDI-C8), and combinations thereof, or a P-type charge generating material containing the same.

[0220] At least one of the first charge assisting layer 316 and the second charge assisting layer 334 contains the organic compound of the present invention represented by Chemical Formula 1. For example, at least one of the first hole blocking layer 316b and the first electron transport layer 316a may contain the organic compound of the present invention, or at least one of the second hole blocking layer 334b and the second electron transport layer 334a may contain the organic compound of the present invention.

[0221] In one embodiment of the present invention, each of the first hole blocking layer 316b and the second hole blocking layer 334b may contain the organic compound of the present invention represented by Chemical Formula 1, or each of the first hole blocking layer 316b and the second hole blocking layer 334b may consist only of the organic compound of the present invention. The organic compound of the present invention contained in the first hole blocking layer 316b and the organic compound of the present invention contained in the second hole blocking layer 334b may be the same or different.

[0222] Each of the first hole blocking layer 316b and the second hole blocking layer 334b may have a thickness of 5 to 20 nm, for example, a thickness of 5 to 10 nm.

[0223] In one embodiment of the present invention, each of the first electron transport layer 316a and the second electron transport layer 334a may contain the organic compound of the present invention represented by Chemical Formula 1. The organic compound of the present invention contained in the first electron transport layer 316a and the organic compound of the present invention contained in the second electron transport layer 334a may be the same or different.

[0224] Further, each of the first electron transport layer 316a and the second electron transport layer 334a may further contain a compound (lithium quinolinato, Liq) represented by Chemical Formula 3. In this case, in each of the first electron transport layer 316a and the second electron transport layer 334a, the weight ratio of the organic compound of the present invention to the compound of Chemical Formula 3 may be 1:9 to 9:1, for example, 2:8 to 8:2 or 7:3 to 3:7. For example, the weight ratio of the organic compound of the present invention and the weight ratio of the compound of Chemical Formula 3 may be the same.

[0225] The thickness of each of the first electron transport layer 316a and the second electron transport layer 334a may be greater than the thickness of each of the first hole blocking layer 316b and the second hole blocking layer 334b. Each of the first electron transport layer 316a and the second electron transport layer 334a may have a thickness of 10 to 50 nm, for example, a thickness of 20 to 40 nm.

[0226] In the green pixel region, at least one of the first and second green light emitting material layers 320, 340 may contain the organic compound of the present invention represented by Chemical Formula 1. For example, each of the first and second green light emitting material layers 320, 340 may contain the organic compound of the present invention as the first host (n-type host). The organic compound of the present invention contained in the first green light emitting material layer 320 and the organic compound of the present invention contained in the second green light emitting material layer 340 may be the same or different.

[0227] Alternatively, at least one of the first and second green light emitting material layers 320, 340, or each of the first and second green light emitting material layers 320, 340 may contain the compound of Chemical Formula 4 or the compound represented by Chemical Formula 5 as the first host (n-type host).

[0228] Each of the first and second green light-emitting material layers 320 and 340 may further contain a compound represented by Chemical Formula 7 as a second host (p-type host). Further, each of the first and second green light-emitting material layers 320 and 340 may further contain a dopant (luminescent substance) selected from the compounds represented by Chemical Formula 9.

[0229] Each of the first and second green light-emitting material layers 320 and 340 may have a thickness of 10 to 50 nm, for example, 20 to 40 nm.

[0230] In each of the first and second green light-emitting material layers 320 and 340, the weight ratio of each of the first and second hosts may be greater than the weight ratio of the dopant, and the first host and the second host may have the same or different weight ratios. In each of the first and second green light-emitting material layers 320 and 340, the weight ratio of the first host to the second host may be 1:9 to 9:1, for example, 2:8 to 8:2 or 7:3 to 3:7. Preferably, the weight ratio of the first host and the weight ratio of the second host may be the same. For example, the first host and the second host may have the same weight ratio, and the dopant may have 5 to 25 wt% in each of the first and second green light-emitting material layers 320 and 340.

[0231] In one embodiment of the present invention, each of the first and second hole blocking layers 316b and 334b contains the organic compound of the present invention, and each of the first and second electron transport layers 316a and 334a may contain at least one of the compounds represented by Chemical Formula 10 (first electron transport substance), the compound represented by Chemical Formula 11 (second electron transport substance), the compound represented by Chemical Formula 12 (third electron transport substance), and the compound of Chemical Formula 16 instead of the organic compound of the present invention.

[0232] In one embodiment of the present invention, each of the first and second electron transport layers 316a and 334a contains the organic compound of the present invention, and each of the first and second hole blocking layers 316b and 334b may contain the compound of Chemical Formula 17 instead of the organic compound of the present invention.

[0233] In the red pixel region, each of the first and second light-emitting material layers 320 and 340 may include the above-described red host and the above-described red dopant. The red dopant may include at least one of a red phosphorescent compound, a red fluorescent compound, and a red delayed fluorescence compound. In each of the first and second light-emitting material layers 320 and 340, the red host may have a weight ratio greater than that of the red dopant. In each of the first and second light-emitting material layers 320 and 340, the red dopant may be doped at a content of 1 to 10 wt%, for example, 1 to 5 wt%.

[0234] In the blue pixel region, each of the first and second light-emitting material layers 320 and 340 may include the above-described blue host and the above-described blue dopant. The blue dopant may include at least one of a blue phosphorescent compound, a blue fluorescent compound, and a blue delayed fluorescence compound. In each of the first and second light-emitting material layers 320 and 340, the blue host may have a weight ratio greater than that of the blue dopant. In each of the first and second light-emitting material layers 320 and 340, the blue dopant may be doped at a content of 1 to 10 wt%, for example, 1 to 5 wt%.

[0235] The thickness of each of the first and second hole transport layers 314 and 332 may be greater than the thickness of each of the first and second light-emitting material layers 320 and 340, the first and second electron transport layers 316a and 334a, and the first and second hole blocking layers 316b and 334b. Each of the first and second hole transport layers 314 and 332 may have a thickness of 80 to 120 nm, for example, 90 to 110 nm. Each of the first and second hole transport layers 314 and 332 may be made of the above-described hole transport material.

[0236] The hole injection layer 312 may include the above-described hole injection material or may have a thickness of 1 to 10 nm, for example, 3 to 7 nm.

[0237] The electron injection layer 250 may include the above-described electron injection material or may have a thickness of 1 to 10 nm, for example, 3 to 7 nm.

[0238] Each of the first and second electron blocking layers may contain the electron blocking material described above.

[0239] As described above, in the organic light-emitting diode D, at least one of the first and second electron transport layers 316a and 334a and the first and second hole blocking layers 316b and 334b contains the organic compound of the present invention represented by Chemical Formula 1. Thereby, in the organic light-emitting diode D, the luminous efficiency and the lifetime are improved.

[0240] Further, in the organic light-emitting diode D, when the first and second electron transport layers 316a and 334a contain the organic compound of the present invention and the compound of Chemical Formula 3, the luminous efficiency and the lifetime of the organic light-emitting diode D are further improved.

[0241] Further, in the organic light-emitting diode D in the green pixel region, when the first and second light-emitting material layers 320 and 340, the first and second electron transport layers 316a and 334a, and the first and second hole blocking layers 316b and 334b contain the organic compound of the present invention, the organic light-emitting diode D can improve the luminous efficiency and the lifetime and enhance the efficiency of the manufacturing process.

[0242] FIG. 5 is a schematic cross-sectional view of an organic light-emitting display device according to a fourth embodiment of the present invention. As shown in FIG. 5, the organic light-emitting display device 400 includes a first substrate 410 in which a red pixel region RP, a green pixel region GP, and a blue pixel region BP are defined, a second substrate 470 facing the first substrate 410, an organic light-emitting diode D located between the first substrate 410 and the second substrate 470 and emitting white light, and a color filter layer 480 located between the organic light-emitting diode D and the second substrate 470.

[0243] Each of the first substrate 410 and the second substrate 470 may be a glass substrate or a flexible substrate. For example, the flexible substrate may be any one of a polyimide (PI) substrate, a polyethersulfone (PES) substrate, a polyethylene naphthalate (PEN) substrate, a polyethylene terephthalate (PET) substrate, and a polycarbonate (PC) substrate.

[0244] A buffer layer 420 is formed on the first substrate 410, and thin film transistors Tr are formed on the buffer layer 420 corresponding to a red pixel region RP, a green pixel region GP, and a blue pixel region BP, respectively. The buffer layer 420 may be made of an inorganic insulating material such as silicon oxide or silicon nitride. Further, the buffer layer 420 may include a first layer made of silicon oxide and a second layer made of silicon nitride, and may have a multilayer structure. The buffer layer 420 may be omitted.

[0245] A semiconductor layer 422 is formed on the buffer layer 420. The semiconductor layer 422 may be made of an oxide semiconductor material or may be made of polycrystalline silicon.

[0246] A gate insulating film 424 made of an insulating material is formed on the upper part of the semiconductor layer 422. The gate insulating film 424 may be made of an inorganic insulating material such as silicon oxide or silicon nitride.

[0247] A gate electrode 430 made of a conductive material such as metal is formed corresponding to the center of the semiconductor layer 422 on the upper part of the gate insulating film 424.

[0248] An interlayer insulating film 432 made of an insulating material is formed on the upper part of the gate electrode 430. The interlayer insulating film 432 may be formed of an inorganic insulating material such as silicon oxide or silicon nitride, or may be formed of an organic insulating material such as benzocyclobutene or photo-acryl.

[0249] The interlayer insulating film 432 has first and second contact holes 434 and 436 that expose both sides of the semiconductor layer 422. The first and second contact holes 434 and 436 are located on both sides of the gate electrode 430 and are spaced apart from the gate electrode 430.

[0250] On the interlayer insulating film 432, a source electrode 440 and a drain electrode 442 made of a conductive material such as metal are formed.

[0251] The source electrode 440 and the drain electrode 442 are spaced apart with the gate electrode 430 as the center, and are in contact with both sides of the semiconductor layer 422 through the first and second contact holes 434 and 436, respectively.

[0252] The semiconductor layer 422, the gate electrode 430, the source electrode 440, and the drain electrode 442 form the thin film transistor Tr, and the thin film transistor Tr functions as a driving element.

[0253] Although not shown in the figure, a gate wiring and a data wiring intersect each other to define a pixel region, and a switching element connected to the gate wiring and the data wiring is further formed. The switching element is connected to the thin film transistor Tr as a driving element.

[0254] Also, a power wiring is formed separated from or parallel to the data wiring, and a storage capacitor for maintaining the voltage of the gate electrode of the thin film transistor Tr as a driving element constant during one frame may be further configured.

[0255] A planarization layer 450 having a drain contact hole 452 that exposes the drain electrode 442 of the thin film transistor Tr is formed to cover the thin film transistor Tr.

[0256] On the planarization layer 450, a first electrode 460 connected to the drain electrode 442 of the thin-film transistor Tr through the drain contact hole 452 is formed separately for each pixel region. The first electrode 460 may be an anode and may include a transparent conductive oxide layer made of a conductive material having a relatively large work function value, for example, a transparent conductive oxide (TCO).

[0257] For example, the transparent conductive oxide layer of the first electrode 460 may include at least one of indium-tin-oxide (ITO), indium-zinc-oxide (IZO), indium-tin-zinc oxide (ITZO), tin oxide (SnO), zinc oxide (ZnO), indium-copper-oxide (ICO), and aluminum:zinc oxide (Al:ZnO; AZO).

[0258] The first electrode 460 may further include a reflective layer. For example, the reflective layer may be made of silver (Ag) or an aluminum-palladium-copper (APC) alloy. In the top-emission organic light-emitting display device 400, the first electrode 460 may have a triple-layer structure of ITO / Ag / ITO or ITO / APC / ITO.

[0259] On the planarization layer 450, a bank layer 466 covering the end portion of the first electrode 460 is formed. The bank layer 466 exposes the center of the first electrode 460 corresponding to the red pixel region RP, the green pixel region GP, and the blue pixel region BP. Since the organic light-emitting diode D emits white light in the red pixel region RP, the green pixel region GP, and the blue pixel region BP, the light-emitting layer 462 may be formed as a common layer without the need to be separated from the red pixel region RP, the green pixel region GP, and the blue pixel region BP. The bank layer 466 is formed to prevent current leakage at the end portion of the first electrode 460, and the bank layer 466 may be omitted.

[0260] An organic light-emitting layer 462 is formed on the first electrode 460.

[0261] In one embodiment of the present invention, the organic light-emitting layer 462 may have a three-stack structure by including a first light-emitting portion including a green light-emitting material layer and a first charge assisting layer, a second light-emitting portion including a first blue light-emitting material layer and a second charge assisting layer, and a third light-emitting portion including a second blue light-emitting material layer and a third charge assisting layer.

[0262] In one embodiment of the present invention, the organic light-emitting layer 462 may have a two-stack structure by including a first light-emitting portion including a green light-emitting material layer and a first charge assisting layer, and a second light-emitting portion including a first blue light-emitting material layer and a second charge assisting layer.

[0263] At this time, at least one of the first charge assisting layer and the second charge assisting layer contains the organic compound of the present invention represented by Chemical Formula 1. Also, the green light-emitting material layer may contain the organic compound of the present invention represented by Chemical Formula 1.

[0264] A second electrode 464 is formed on top of the first substrate 410 on which the organic light-emitting layer 462 is formed.

[0265] In the organic light-emitting display device 400 of the present invention, since the light emitted from the organic light-emitting layer 462 enters the color filter layer 480 through the second electrode 464, the second electrode 464 has a thin thickness so that light can pass through.

[0266] The first electrode 460, the organic light-emitting layer 462, and the second electrode 464 form an organic light-emitting diode D.

[0267] The color filter layer 480 is located on top of the organic light-emitting diode D and includes a red color filter pattern 482, a green color filter pattern 484, and a blue color filter pattern 486 corresponding to the red pixel region RP, the green pixel region GP, and the blue pixel region BP, respectively. The red color filter pattern 482 includes at least one of a red dye and a red pigment, the green color filter pattern 484 includes at least one of a green dye and a green pigment, and the blue color filter pattern 485 may include at least one of a blue dye and a blue pigment.

[0268] Although not shown, the color filter layer 480 may be attached to the organic light-emitting diode D by an adhesive layer. Alternatively, the color filter layer 480 may be formed directly on top of the organic light-emitting diode D.

[0269] Although not shown, a encapsulation layer may be formed to prevent external moisture from penetrating into the organic light-emitting diode D. For example, the encapsulation layer may have a laminated structure of a first inorganic insulating layer, an organic insulating layer, and a second inorganic insulating layer, but is not limited thereto.

[0270] For example, the color filter layer 480 may be located on the encapsulation layer. Also, a touch electrode layer including a touch electrode may be disposed between the color filter layer 480 and the encapsulation layer.

[0271] Also, a polarizing plate for reducing reflection of external light may be attached to the outer surface of the second substrate 470. For example, the polarizing plate may be a circular polarizing plate.

[0272] In the organic light-emitting display device 400 of FIG. 5, the first electrode 460 is a reflective electrode, the second electrode 464 is a transmissive (semi-transmissive) electrode, and the color filter layer 480 is disposed above the organic light-emitting diode D. Alternatively, the first electrode 460 may be a transmissive (semi-transmissive) electrode, and the second electrode 464 may be a reflective electrode. In this case, the color filter layer 480 may be disposed between the organic light-emitting diode D and the first substrate 410.

[0273] Also, a color conversion layer (not shown) may be provided between the organic light-emitting diode D and the color filter layer 480. The color conversion layer includes a red color conversion layer, a green color conversion layer, and a blue color conversion layer corresponding to each pixel region, and can convert white light from the organic light-emitting diode D into red, green, and blue, respectively. For example, the color conversion layer may include quantum dots. Therefore, the color purity of the organic light-emitting display device 400 can be further improved.

[0274] Also, a color conversion layer may be included instead of the color filter layer 480.

[0275] As described above, in the organic light-emitting display device 400, the organic light-emitting diodes D in the red pixel region RP, the green pixel region GP, and the blue pixel region BP emit white light, and the light from the organic light-emitting diode D passes through the red color filter pattern 482, the green color filter pattern 484, and the blue color filter pattern 486, so that green, red, and blue are respectively displayed in the red pixel region RP, the green pixel region GP, and the blue pixel region BP.

[0276] Note that in FIG. 5, an organic light-emitting diode D that emits white light is used in the display device. Alternatively, the organic light-emitting diode D may be formed on the front surface of the substrate without a driving element such as a thin film transistor Tr and the color filter layer 480, and may be used in an illumination device. In the present invention, the organic light-emitting device includes a display device and an illumination device.

[0277] FIG. 6 is a schematic cross-sectional view of an organic light-emitting diode according to a fifth embodiment of the present invention. Referring to FIG. 6, the organic light-emitting layer 462 includes a first light-emitting portion 530 including a green light-emitting material layer 510a and a first charge assisting layer 520, a second light-emitting portion 540 including a first blue light-emitting material layer 546 and a second charge assisting layer 550, and a third light-emitting portion 560 including a second blue light-emitting material layer 564 and a third charge assisting layer 570. The first charge assisting layer 520 includes at least one of a first electron transport layer 522 and a first hole blocking layer 524, the second charge assisting layer 550 includes at least one of a second electron transport layer 552 and a second hole blocking layer 554, and the third electron assisting layer 570 includes at least one of a third electron transport layer 572 and a third hole blocking layer 574. The first hole blocking layer 524 may be located between the green light-emitting material layer 510a and the first electron transport layer 522, the second hole blocking layer 554 may be located between the second light-emitting material layer 546 and the second electron transport layer 552, and the third hole blocking layer 574 may be located between the third light-emitting material layer 564 and the third electron transport layer 572.

[0278] Further, the organic light-emitting layer 462 may further include a first charge generation layer 580 located between the first light-emitting portion 530 and the second light-emitting portion 540, and a second charge generation layer 590 located between the first light-emitting portion 530 and the third light-emitting portion 560.

[0279] The organic light-emitting display device (400 in FIG. 5) includes a red pixel region, a green pixel region, and a blue pixel region, and the organic light-emitting diode D is located in each of the red pixel region, the green pixel region, and the blue pixel region and can emit white light.

[0280] The first electrode 460 is an anode for injecting holes and may be made of a conductive material having a high work function, for example, ITO or IZO, and the second electrode 464 is a cathode for injecting electrons and may be made of any one of a conductive material having a small work function, for example, aluminum (Al), magnesium (Mg), and an aluminum-magnesium alloy (AlMg).

[0281] When the organic light-emitting diode D is a top-emitting type, the first electrode 460 further includes a reflective layer and serves as a reflective electrode, and the second electrode 464 has a thin thickness and can serve as a transmissive electrode (semi-transmissive electrode). Alternatively, when the organic light-emitting diode D is a bottom-emitting type, the first electrode 460 can serve as a transmissive electrode, and the second electrode 464 can serve as a reflective electrode.

[0282] The second light-emitting part 540 is located between the first electrode 460 and the first light-emitting part 530, and the third light-emitting part 560 is located between the first light-emitting part 530 and the second electrode 464. Also, the second light-emitting part 540 is located between the first electrode 460 and the first charge generation layer 580, and the third light-emitting part 560 is located between the second charge generation layer 590 and the second electrode 464. That is, the second light-emitting part 540, the first charge generation layer 580, the first light-emitting part 530, the second charge generation layer 590, and the third light-emitting part 560 are sequentially stacked on the first electrode 460.

[0283] The first light-emitting part 530 and the second light-emitting part 540 are connected by the first charge generation layer 580, and the first light-emitting part 530 and the third light-emitting part 560 are connected by the second charge generation layer 590. The first charge generation layer 580 may be a PN junction charge generation layer in which the first N-type charge generation layer 582 and the first P-type charge generation layer 584 are joined, and the second charge generation layer 590 may be a PN junction charge generation layer in which the second N-type charge generation layer 592 and the second P-type charge generation layer 594 are joined.

[0284] The first N-type charge generation layer 582 is located between the first hole transport layer 526 and the second charge assisting layer 550, and the first P-type charge generation layer 584 is located between the first N-type charge generation layer 582 and the first hole transport layer 526. The second N-type charge generation layer 592 is located between the third hole transport layer 562 and the first charge assisting layer 520, and the second P-type charge generation layer 594 is located between the second N-type charge generation layer 592 and the third hole transport layer 562.

[0285] Each of the first N-type charge generation layer 582 and the second N-type charge generation layer 592 may contain the N-type charge generating material described above, and each of the first P-type charge generation layer 584 and the second P-type charge generation layer 594 may contain the P-type charge generating material described above.

[0286] The first light emitting portion 530 may further include a red light emitting material layer 510b. In the first light emitting portion 530, the red light emitting material layer 510b may be located below the green light emitting material layer 510a.

[0287] The first light emitting portion 530 may further include a first hole transport layer 526 located below the red light emitting material layer 510b. Also, the first light emitting portion 530 may further include a first electron blocking layer located between the red light emitting material layer 510b and the first hole transport layer 526.

[0288] For example, in the first light emitting portion 530, the red light emitting material layer 510b may be located between the first hole transport layer 526 and the green light emitting material layer 510a, and the green light emitting material layer 510a may be located between the red light emitting material layer 510b and the first charge assisting layer 520.

[0289] The second light emitting portion 540 may include a second hole transport layer 544 located below the first blue light emitting material layer 546. Also, the second light emitting portion 540 may further include a hole injection layer 542 located between the first electrode 460 and the second hole transport layer 544. The second light emitting portion 540 may further include a second electron blocking layer located between the first blue light emitting material layer 546 and the second hole transport layer 544.

[0290] The third light emitting portion 560 may further include a third hole transport layer 562 located below the second blue light emitting material layer 564. Also, the third light emitting portion 560 may further include an electron injection layer 566 located between the second electrode 460 and the third charge assisting layer 570. The third light emitting portion 560 may further include a third electron blocking layer located between the second blue light emitting material layer 564 and the third hole transport layer 562.

[0291] At least one of the first charge auxiliary layer 520, the second charge auxiliary layer 550, and the third charge auxiliary layer 570 contains the organic compound of the present invention represented by Chemical Formula 1. For example, at least one of the first hole blocking layer 524 and the first electron transport layer 522 may contain the organic compound of the present invention, or at least one of the second hole blocking layer 554 and the second electron transport layer 552 may contain the organic compound of the present invention, or at least one of the third hole blocking layer 574 and the third electron transport layer 572 may contain the organic compound of the present invention.

[0292] In one embodiment of the present invention, each of the first hole blocking layer 524, the second hole blocking layer 554, and the third hole blocking layer 574 may contain the organic compound of the present invention represented by Chemical Formula 1, or each of the first hole blocking layer 524, the second hole blocking layer 554, and the third hole blocking layer 574 may consist only of the organic compound of the present invention. The organic compound contained in the first hole blocking layer 524, the organic compound contained in the second hole blocking layer 554, and the organic compound contained in the third hole blocking layer 574 may be the same or different.

[0293] Each of the first hole blocking layer 524, the second hole blocking layer 554, and the third hole blocking layer 574 may have a thickness of 5 to 20 nm, for example, a thickness of 5 to 10 nm.

[0294] In one embodiment of the present invention, each of the first electron transport layer 522, the second electron transport layer 552, and the third electron transport layer 572 may contain the organic compound of the present invention represented by Chemical Formula 1. The organic compound contained in the first electron transport layer 522, the organic compound contained in the second electron transport layer 552, and the organic compound contained in the third electron transport layer 572 may be the same or different.

[0295] In addition, each of the first electron transport layer 522, the second electron transport layer 552, and the third electron transport layer 572 may further contain a compound (lithium quinolinato, Liq) represented by Chemical Formula 3. In this case, in each of the first electron transport layer 522, the second electron transport layer 552, and the third electron transport layer 572, the weight ratio of the organic compound of the present invention to the compound of Chemical Formula 3 may be 1:9 to 9:1, for example, 2:8 to 8:2 or 7:3 to 3:7. For example, the weight ratio of the organic compound of the present invention and the weight ratio of the compound of Chemical Formula 3 may be the same.

[0296] The thickness of each of the first electron transport layer 522, the second electron transport layer 552, and the third electron transport layer 572 may be greater than the thickness of each of the first hole blocking layer 524, the second hole blocking layer 554, and the third hole blocking layer 574. Each of the first electron transport layer 522, the second electron transport layer 552, and the third electron transport layer 572 may have a thickness of 10 to 50 nm, for example, a thickness of 20 to 40 nm.

[0297] The green light-emitting material layer 510a may contain the organic compound of the present invention represented by Chemical Formula 1. For example, the green light-emitting material layer 510a may contain the organic compound of the present invention as a first host (n-type host).

[0298] Alternatively, the green light-emitting material layer 510a may contain the compound of Chemical Formula 4 or the compound represented by Chemical Formula 5 as a first host (n-type host).

[0299] The green light-emitting material layer 510a may further contain a compound represented by Chemical Formula 7 as a second host (p-type host). Further, the green light-emitting material layer 510a may further contain a dopant (luminescent body) selected from among the compounds represented by Chemical Formula 9.

[0300] The green light-emitting material layer 510a may have a thickness of 10 to 50 nm, for example, a thickness of 20 to 40 nm.

[0301] In the green light-emitting material layer 510a, the weight ratio of each of the first and second hosts may be larger than the weight ratio of the dopant, and the first host and the second host may have the same or different weight ratios. In the green light-emitting material layer 510a, the weight ratio of the first host to the second host may be 1:9 to 9:1, for example, 2:8 to 8:2 or 7:3 to 3:7. Preferably, the weight ratio of the first host and the weight ratio of the second host may be the same. For example, the first host and the second host may have the same weight ratio, and the dopant may have 5 to 25 wt% in the green light-emitting material layer 510a.

[0302] In one embodiment of the present invention, each of the first to third hole blocking layers 524, 554, 574 contains the organic compound of the present invention, and each of the first to third electron transport layers 522, 552, 572 may contain at least one of the compounds represented by Chemical Formula 10 (first electron transport material), the compound represented by Chemical Formula 11 (second electron transport material), the compound represented by Chemical Formula 12 (third electron transport material), and the compound of Chemical Formula 16 instead of the organic compound of the present invention.

[0303] In one embodiment of the present invention, each of the first to third electron transport layers 522, 552, 572 contains the organic compound of the present invention, and each of the first to third hole blocking layers 524, 554, 574 may contain the compound of Chemical Formula 17 instead of the organic compound of the present invention.

[0304] The red light-emitting material layer 510b may contain the above-described red host and the above-described red dopant. The red dopant may contain at least one of a red phosphorescent compound, a red fluorescent compound, and a red delayed fluorescent compound. In the red light-emitting material layer 510b, the red host may have a weight ratio larger than that of the red dopant. In the red light-emitting material layer 510b, the red dopant may be doped at a content of 1 to 10 wt%, for example, 1 to 5 wt%.

[0305] The first light-emitting unit 530 may further include a yellow-green light-emitting material layer located between the red light-emitting material layer 510b and the green light-emitting material layer 510a. The yellow-green light-emitting material layer may include a yellow-green host and a yellow-green dopant, and the yellow-green dopant may be one of a fluorescent compound, a phosphorescent compound, or a delayed fluorescence compound.

[0306] For example, the yellow-green host may be selected from the group consisting of, but not limited to, mCP-CN, CBP, mCBP, mCP, DPEPO, 2,8-bis(diphenylphosphoryl)dibenzothiophene (PPT), TmPyPB, PYD-2Cz, 2,8-di(9H-carbazol-9-yl)dibenzothiophene (DCzDBT), 3’,5’-di(carbazol-9-yl)-[1,1’-biphenyl]-3,5-dicarbonitrile (DCzTPA), 4’-(9H-carbazol-9-yl)biphenyl-3,5-dicarbonitrile (PCzB-2CN), 3’-(9H-carbazol-9-yl)biphenyl-3,5-dicarbonitrile (mCzB-2CN), TSPO1, 9-(9-phenyl-9H-carbazol-6-yl)-9H-carbazole (CCP).

[0307] For example, the yellow-green dopant may be selected from the group consisting of, but not limited to, 5,6,11,12-tetraphenylnaphthalene (Rubrene), 2,8-di-tert-butyl-5,11-bis(4-tert-butylphenyl)-6,12-diphenyltetracene (TBRb), bis(2-phenylbenzothiazolato)(acetylacetonate)iridium(III) (Ir(BT)2(acac)), bis(2-(9,9-diethyl-fluoren-2-yl)-1-phenyl-1H-benzo[d]imidazolato)(acetylacetonate)iridium(III) (Ir(fbi)2(acac)), bis(2-phenylpyridine)(3-(pyridine-2-yl)-2H-chromen-2-onate)iridium(III) (fac-Ir(ppy)2Pc), bis(2-(2,4-difluorophenyl)quinoline)(picolinate)iridium(III) (FPQIrpic), bis(4-phenylthieno[3,2-c]pyridinato-N,C2’)(acetylacetonate)iridium(III) (PO-01).

[0308] Each of the first blue light-emitting material layer 546 of the first light-emitting unit 540 and the second blue light-emitting material layer 564 of the second light-emitting unit 560 may include the above-described blue host and the above-described blue dopant. The blue dopant may include at least one of a blue phosphorescent compound, a blue fluorescent compound, and a blue delayed fluorescent compound. In each of the first blue light-emitting material layer 546 and the second blue light-emitting material layer 564, the blue host may have a weight ratio larger than that of the blue dopant. In each of the first blue light-emitting material layer 546 and the second blue light-emitting material layer 564, the blue dopant may be doped at a content of 1 to 10 wt%, for example, 1 to 5 wt%.

[0309] The thickness of each of the first to third hole transport layers 526, 544, and 562 may be larger than the thickness of each of the green light-emitting material layer 510a, the red light-emitting material layer 510b, the first and second blue light-emitting material layers 546 and 564, the first to third electron transport layers 522, 552, and 572, and the first to third hole blocking layers 524, 554, and 574. Each of the first to third hole transport layers 526, 544, and 562 may have a thickness of 80 to 120 nm, for example, 90 to 110 nm. Each of the first to third hole transport layers 526, 544, and 562 may be made of the above-described hole transport material.

[0310] The hole injection layer 542 may include the above-described hole injection material and may have a thickness of 1 to 10 nm, for example, 3 to 7 nm.

[0311] The electron injection layer 566 may include the above-described electron injection material and may have a thickness of 1 to 10 nm, for example, 3 to 7 nm.

[0312] Each of the first to third electron blocking layers may include the above-described electron blocking material.

[0313] As described above, in the organic light-emitting diode D, at least one of the first to third electron transport layers 522, 552, and 572 and the first and third hole blocking layers 524, 554, and 574 includes the organic compound of the present invention represented by Chemical Formula 1. Thereby, in the organic light-emitting diode D, the luminous efficiency and the lifetime are improved.

[0314] In the organic light-emitting diode D, the first to third electron transport layers 522, 552, and 572 further improve the luminous efficiency and lifespan of the organic light-emitting diode D by containing the organic compound of the present invention and the compound of Chemical Formula 3.

[0315] In addition, by including the organic compound of the present invention in the green light-emitting material layer 510a, the first to third electron transport layers 522, 552, 572, and the first to third hole blocking layers 524, 554, 574, the organic light-emitting diode D can improve the manufacturing process efficiency along with the luminous efficiency and lifespan.

[0316] FIG. 7 is a schematic cross-sectional view of an organic light-emitting diode according to the sixth embodiment of the present invention. Referring to FIG. 7, the organic light-emitting layer 462 includes a first light-emitting portion 630 including a green light-emitting material layer 610a and a first charge assisting layer 620, and a second light-emitting portion 640 including a blue light-emitting material layer 646 and a second charge assisting layer 650. The first charge assisting layer 620 includes at least one of a first electron transport layer 622 and a first hole blocking layer 624, and the second charge assisting layer 650 includes at least one of a second electron transport layer 652 and a second hole blocking layer 654. The first hole blocking layer 624 may be located between the green light-emitting material layer 610a and the first electron transport layer 622, and the second hole blocking layer 654 may be located between the second light-emitting material layer 646 and the second electron transport layer 652.

[0317] In addition, the organic light-emitting layer 462 may further include a charge generation layer 660 located between the first light-emitting portion 630 and the second light-emitting portion 640.

[0318] The organic light-emitting display device (400 in FIG. 5) includes a red pixel region, a green pixel region, and a blue pixel region. The organic light-emitting diode D is located in each of the red pixel region, the green pixel region, and the blue pixel region and can emit white light.

[0319] The first electrode 460 is an anode for injecting holes and may be made of a conductive material with a high work function, such as ITO or IZO. The second electrode 464 is a cathode for injecting electrons and may be made of any one of conductive materials with a small work function, such as aluminum (Al), magnesium (Mg), or an aluminum-magnesium alloy (AlMg).

[0320] When the organic light-emitting diode D is a top-emission type, the first electrode 460 further includes a reflective layer and serves as a reflective electrode, and the second electrode 464 has a thin thickness and can serve as a transmissive electrode (semi-transmissive electrode). Alternatively, when the organic light-emitting diode D is a bottom-emission type, the first electrode 460 can serve as a transmissive electrode, and the second electrode 464 can serve as a reflective electrode.

[0321] The first light-emitting part 630 is located between the second electrode 464 and the charge generation layer 660, and the second light-emitting part 640 is located between the first electrode 460 and the charge generation layer 660. That is, the second light-emitting part 640, the charge generation layer 660, and the first light-emitting part 630 are sequentially stacked on the first electrode 460.

[0322] The first light-emitting part 630 and the second light-emitting part 640 are connected by the charge generation layer 660. The charge generation layer 660 may be a PN junction charge generation layer in which an N-type charge generation layer 662 and a P-type charge generation layer 664 are joined.

[0323] The N-type charge generation layer 662 is located between the first hole transport layer 626 and the second charge assisting layer 650, and the P-type charge generation layer 664 is located between the N-type charge generation layer 662 and the first hole transport layer 626.

[0324] The N-type charge generation layer 662 may contain the aforementioned N-type charge generating material, and the P-type charge generation layer 664 may contain the aforementioned P-type charge generating material.

[0325] The first light-emitting part 630 may further include a red light-emitting material layer 610b. In the first light-emitting part 630, the red light-emitting material layer 610b may be located below the green light-emitting material layer 610a.

[0326] The first light-emitting part 630 may further include a first hole transport layer 626 located below the red light-emitting material layer 610b. Also, the first light-emitting part 630 may further include an electron injection layer 628 located between the first charge assisting layer 620 and the second electrode 464. The first light-emitting part 630 may further include a first electron blocking layer located between the red light-emitting material layer 610b and the first hole transport layer 626.

[0327] For example, in the first light-emitting part 630, the red light-emitting material layer 610b may be located between the first hole transport layer 626 and the green light-emitting material layer 610a, and the green light-emitting material layer 610a may be located between the red light-emitting material layer 610b and the first charge assisting layer 620.

[0328] The second light-emitting part 640 may include a second hole transport layer 644 located below the first blue light-emitting material layer 646. Also, the second light-emitting part 640 may further include a hole injection layer 642 located between the first electrode 460 and the second hole transport layer 644. The second light-emitting part 640 may further include a second electron blocking layer located between the first blue light-emitting material layer 646 and the second hole transport layer 644.

[0329] At least one of the first charge assisting layer 620 and the second charge assisting layer 650 includes the organic compound of the present invention represented by Chemical Formula 1. For example, at least one of the first hole blocking layer 624 and the first electron transport layer 622 may include the organic compound of the present invention, or at least one of the second hole blocking layer 654 and the second electron transport layer 652 may include the organic compound of the present invention.

[0330] In one embodiment of the present invention, each of the first hole blocking layer 624 and the second hole blocking layer 654 may include the organic compound of the present invention represented by Chemical Formula 1, or each of the first hole blocking layer 624 and the second hole blocking layer 654 may consist only of the organic compound of the present invention. The organic compound included in the first hole blocking layer 624 and the organic compound included in the second hole blocking layer 654 may be the same or different.

[0331] Each of the first hole-blocking layer 624 and the second hole-blocking layer 654 may have a thickness of 5 to 20 nm, for example, a thickness of 5 to 10 nm.

[0332] In one embodiment of the present invention, each of the first electron transport layer 622 and the second electron transport layer 652 may contain the organic compound of the present invention represented by Chemical Formula 1. The organic compound of the present invention contained in the first electron transport layer 622 and the organic compound of the present invention contained in the second electron transport layer 652 may be the same or different.

[0333] Further, each of the first electron transport layer 622 and the second electron transport layer 652 may further contain a compound (lithium quinolinato, Liq) represented by Chemical Formula 3. In this case, in each of the first electron transport layer 622 and the second electron transport layer 652, the weight ratio of the organic compound of the present invention to the compound of Chemical Formula 3 may be 1:9 to 9:1, for example, 2:8 to 8:2 or 7:3 to 3:7. For example, the weight ratio of the organic compound of the present invention and the weight ratio of the compound of Chemical Formula 3 may be the same.

[0334] The thickness of each of the first electron transport layer 622 and the second electron transport layer 652 may be greater than the thickness of each of the first hole-blocking layer 624 and the second hole-blocking layer 654. Each of the first electron transport layer 622 and the second electron transport layer 652 may have a thickness of 10 to 50 nm, for example, a thickness of 20 to 40 nm.

[0335] The green light-emitting material layer 610a may contain the organic compound of the present invention represented by Chemical Formula 1. For example, the green light-emitting material layer 610a may contain the organic compound of the present invention as a first host (n-type host).

[0336] Alternatively, the green light-emitting material layer 610a may contain the compound of Chemical Formula 4 or the compound represented by Chemical Formula 5 as a first host (n-type host).

[0337] The green light-emitting material layer 610a may further contain a compound represented by Chemical Formula 7 as the second host (p-type host). Further, the green light-emitting material layer 610a may further contain a dopant (luminescent substance) selected from among the compounds represented by Chemical Formula 9.

[0338] The green light-emitting material layer 610a may have a thickness of 10 to 50 nm, for example, 20 to 40 nm.

[0339] In the green light-emitting material layer 610a, the weight ratio of each of the first and second hosts may be larger than the weight ratio of the dopant, and the first host and the second host may have the same or different weight ratios. In the green light-emitting material layer 610a, the weight ratio of the first host to the second host may be 1:9 to 9:1, for example, 2:8 to 8:2 or 7:3 to 3:7. Preferably, the weight ratio of the first host and the weight ratio of the second host may be the same. For example, the first host and the second host may have the same weight ratio, and the dopant may have 5 to 25 wt% in the green light-emitting material layer 610a.

[0340] In one embodiment of the present invention, each of the first and second hole blocking layers 624 and 654 contains an organic compound of the present invention, and each of the first and second electron transport layers 622 and 652 may contain at least one of the compounds represented by Chemical Formula 10 (first electron transport substance), the compound represented by Chemical Formula 11 (second electron transport substance), the compound represented by Chemical Formula 12 (third electron transport substance), and the compound of Chemical Formula 16 instead of the organic compound of the present invention.

[0341] In one embodiment of the present invention, each of the first and second electron transport layers 622 and 652 contains an organic compound of the present invention, and each of the first and second hole blocking layers 624 and 654 may contain the compound of Chemical Formula 17 instead of the organic compound of the present invention.

[0342] The red light-emitting material layer 610b may contain the aforementioned red host and the aforementioned red dopant. The red dopant may contain at least one of a red phosphorescent compound, a red fluorescent compound, and a red delayed fluorescence compound. In the red light-emitting material layer 610b, the red host may have a weight ratio larger than that of the red dopant. In the red light-emitting material layer 610b, the red dopant may be doped at a content of 1 to 10 wt%, for example, 1 to 5 wt%.

[0343] The first light-emitting unit 630 may further include a yellow-green light-emitting material layer located between the red light-emitting material layer 610b and the green light-emitting material layer 610a. The yellow-green light-emitting material layer may contain a yellow-green host and a yellow-green dopant, or the yellow-green dopant may be one of a fluorescent compound, a phosphorescent compound, or a delayed fluorescence compound.

[0344] The blue light-emitting material layer 646 may contain the aforementioned blue host and the aforementioned blue dopant. The blue dopant may contain at least one of a blue phosphorescent compound, a blue fluorescent compound, and a blue delayed fluorescence compound. In the blue light-emitting material layer 646, the blue host may have a weight ratio larger than that of the blue dopant. In the blue light-emitting material layer 646, the blue dopant may be doped at a content of 1 to 10 wt%, for example, 1 to 5 wt%.

[0345] The thicknesses of the first and second hole transport layers 626 and 644 respectively may be larger than the thicknesses of the green light-emitting material layer 610a, the red light-emitting material layer 610b, the blue light-emitting material layer 646, the first and second electron transport layers 622 and 652, and the first and second hole blocking layers 624 and 654 respectively. Each of the first and second hole transport layers 626 and 644 may have a thickness of 80 to 120 nm, for example, 90 to 110 nm. Each of the first and second hole transport layers 626 and 644 may be made of the aforementioned hole transport material.

[0346] The hole injection layer 642 may contain the aforementioned hole injection material or may have a thickness of 1 to 10 nm, for example, 3 to 7 nm.

[0347] The electron injection layer 628 may contain the above-described electron injection material, or may have a thickness of 1 to 10 nm, for example, 3 to 7 nm.

[0348] Each of the first and second electron blocking layers may contain the above-described electron blocking material.

[0349] As described above, in the organic light-emitting diode D, at least one of the first and second electron transport layers 622 and 652 and the first and second hole blocking layers 624 and 654 contains the organic compound of the present invention represented by Chemical Formula 1. Thereby, in the organic light-emitting diode D, the luminous efficiency and the lifetime are improved.

[0350] Further, in the organic light-emitting diode D, when the first and second electron transport layers 622 and 652 contain the organic compound of the present invention and the compound of Chemical Formula 3, the luminous efficiency and the lifetime of the organic light-emitting diode D are further improved.

[0351] Further, when the green light-emitting material layer 610a, the first and second electron transport layers 622 and 652, and the first and second hole blocking layers 624 and 654 contain the organic compound of the present invention, the organic light-emitting diode D can improve the luminous efficiency and the lifetime and enhance the efficiency of the manufacturing process.

[0352] As described above, the preferred embodiments of the present invention have been described. However, those skilled in the art can understand that the present invention can be variously modified and changed without departing from the technical idea and scope of the present invention described in the following claims.

Description of Reference Numerals

[0353] 100, 400 Organic light-emitting display device 160, 460 First electrode 162, 462 Organic light-emitting layer 164, 464 Second electrode 230, 320, 340, 510a, 610a (Green) light-emitting material layer 510b, 610b Red light-emitting material layer 546, 564, 646 blue light-emitting material layer D Organic light-emitting diode

Claims

1. Represented by chemical formula 1, Each of a1 and a2 independently represents an integer of 0 to 4, and each of a3 and a4 represents 0 or 1; X １ , X ２ each is independently O or S; Ar １ , Ar ２ each is independently selected from the group consisting of a substituted or unsubstituted C6-C60 aryl group and a substituted or unsubstituted C3-C60 heteroaryl group containing one of N, O, and S; R １ , R ２ each is independently selected from the group consisting of a substituted or unsubstituted C1-C10 alkyl group, a substituted or unsubstituted C3-C30 cycloalkyl group, a substituted or unsubstituted C1-C10 alkoxy group, a substituted or unsubstituted C6-C60 aryl group, and a C3-C60 heteroaryl group containing at least one of N, O, and S; L １ , L ２ Each is an organic compound independently selected from the group consisting of a substituted or unsubstituted C6 to C60 arylene group and a C3 to C60 heteroarylene group containing at least one of N, O, and S. 【Chemistry 1】

2. Ar １ , Ar ２ The organic compound according to claim 1 , wherein are different from each other.

3. Ar １ and Ar ２ 2. The organic compound of claim 1, each independently selected from formula 1a. 【Chemistry 2】 【Chemistry 3】

4. The formula 1 is represented by formula 1b-1, In the above Chemical Formula 1b-1, a1, a2, a3, a4, X １ , X ２ , Ar １ , Ar ２ , R １ , R ２ , L １ , L ２ 2. The organic compound of claim 1, wherein each is the same as defined in Formula 1. 【Chemistry 4】

5. The formula 1 is represented by formula 1b-2, In the above Chemical Formula 1b-2, a1, a2, X １ , X ２ , Ar １ , Ar ２ , R １ , R ２ 2. The organic compound of claim 1, wherein each is the same as defined in Formula 1. 【Chemistry 5】

6. The organic compound according to claim 1 , wherein the organic compound is one of the compounds of formula 2. 【Chemistry 6】 【Chemistry 7】 【Chemistry 8】 【Chemistry 9】 【Chemistry 10】 【Chemistry 11】 【Chemistry 12】 【Chemistry 13】 【Chemistry 14】 【Chemistry 15】 【Chemistry 16】 【Chemistry 17】 【Chemistry 18】 【Chemistry 19】 【Chemistry 20】 【Chemistry 21】 【Chemical 22】 【Chemistry 23】 【Chemistry 24】 【Chemistry 25】 【Chemistry 26】 【Chemistry 27】 【Chemistry 28】 【Chemical 29】 【Chemistry 30】 【Chemistry 31】 【Chemistry 32】 【Chemical 33】

7. A substrate; a first electrode; a second electrode facing the first electrode; and a first light emitting portion including a first light emitting material layer, a first electron transport layer, and a first hole blocking layer, the first light emitting portion being located between the first electrode and the second electrode; and an organic light emitting diode located on the substrate; the first electron transport layer is located between the first light emitting material layer and the second electrode, and the first hole blocking layer is located between the first light emitting material layer and the first electron transport layer; An organic light emitting device, wherein at least one of the first electron transport layer and the first hole blocking layer comprises a first compound that is an organic compound according to any one of claims 1 to 6.

8. The organic light emitting device of claim 7 , wherein the first electron transport layer comprises the first compound and a second compound represented by Formula 3: 【Chemical 34】

9. 9. The organic light emitting device of claim 8, wherein a weight percentage of the first compound to the second compound is in the range of 1:9 to 9:1, 2:8 to 8:2, or 3:7 to 7:

3.

10. 9. The organic light emitting device of claim 8, wherein the first compound and the second compound have the same weight percentage.

11. 8. The organic light emitting device of claim 7, wherein the first light emitting material layer, the first electron transport layer, and the first hole blocking layer each comprise the first compound.

12. The first light emitting material layer includes a first host, which is a compound represented by Chemical Formula 7, In the above Chemical Formula 7, b1 and b4 each represent an integer of 0 to 4, and b2 and b3 each represent an integer of 0 to 3; R １１ , R １２ , R １３ , R １４ each is independently selected from the group consisting of deuterium, a substituted or unsubstituted C1-C10 alkyl group, a substituted or unsubstituted C3-C30 cycloalkyl group, a substituted or unsubstituted C1-C10 alkoxy group, a substituted or unsubstituted C6-C60 aryl group, and a substituted or unsubstituted C3-C60 heteroaryl group; L １１ , L １２ each is independently selected from the group consisting of a single bond, a substituted or unsubstituted C6-C60 arylene group, and a substituted or unsubstituted C3-C60 heteroarylene group; Ar １１ , Ar １２ 8. The organic light emitting device of claim 7, wherein each is independently selected from the group consisting of a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C3 to C30 heteroaryl group. 【Chemistry 35】

13. The organic light emitting device of claim 12, wherein the first host is one of the compounds of Formula 8. 【Chemical 36】 【Chemical 37】

14. The organic light emitting device of claim 12, wherein the first light emitting material layer further comprises the first compound as a second host.

15. The organic light emitting device of claim 12, wherein the first light emitting material layer further comprises a second host, which is a compound of Formula 4. 【Chemical Formula 38】

16. The first light emitting material layer further includes a second host, which is a compound represented by Chemical Formula 5, In the above Chemical Formula 5, g1 is an integer of 0 to 4; R ５１ and R ５２ each is independently selected from the group consisting of a substituted or unsubstituted C6-C60 aryl group, a substituted or unsubstituted C3-C60 heteroaryl group; R ５３ each is independently selected from the group consisting of a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C6-C60 aryl group, and a substituted or unsubstituted C3-C60 heteroaryl group; X ５１ is CR ５４ or a carbon atom linked to a triazine moiety, R ５４ is selected from the group consisting of hydrogen, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C6-C60 aryl group, and a substituted or unsubstituted C3-C60 heteroaryl group; R ５１ , R ５２ and R ５４ at least one of is an unsubstituted or substituted carbazolyl group; L ５１ and L ５２ 13. The organic light emitting device of claim 12, wherein each is independently a single bond or a substituted or unsubstituted C6 to C60 arylene group. 【Chemical 39】

17. The second host is represented by Formula 5a: R ５１ , R ５２ , R ５３ , X ５１ , L ５１ and L ５２ is the same as defined in Formula 5; and g2 is an integer from 0 to 3. The organic light-emitting device of claim 16, 【Chemistry 40】

18. The second host is represented by one of Formulas 5b to 5f, In each of the formulas 5b to 5e, R ５１ , R ５２ , R ５３ , R ５４ , L ５１ and L ５２ is the same as defined in Chemical Formula 5, and g2 is an integer of 0 to 3; In the above formula 5f, R ５１ , R ５２ , R ５３ , L ５１ and L ５２ is the same as defined in Chemical Formula 5, and g3 is an integer of 0 to 4; Optionally, R ５１ may be a carbazolyl group unsubstituted or substituted with a C1 to C20 alkyl group, R ５２ may be selected from the group consisting of a phenyl group, a pyrenyl group, a fluorenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a carbazolyl group, and may be unsubstituted or substituted with at least one of a C1 to C20 alkyl group and a C6 to C60 aryl group. 【Chemistry 41】 【Chemistry 42】 【Chemistry 43】 【Chemistry 44】 【Chemistry 45】

19. The organic light emitting device of claim 16, wherein the second compound is one of the compounds of Formula 6. 【Chemistry 46】 【Chemistry 47】 【Chemistry 48】 【Chemistry 49】 【Chemistry 50】 【Chemistry 51】

20. 17. The organic light emitting device of claim 16, wherein a weight percentage of the first host to the second host is 1:9 to 9:1, 2:8 to 8:2, or 3:7 to 7:3, or the weight percentage of the first host and the weight percentage of the second host are the same.

21. 8. The organic light emitting device of claim 7, wherein the organic light emitting diode includes a first blue light emitting material layer, a second electron transport layer, and a second hole blocking layer, and further includes a second light emitting portion located between the first electrode and the first light emitting portion.

22. 22. The organic light emitting device of claim 21, wherein at least one of the second electron transport layer and the second hole blocking layer comprises the first compound.

23. The organic light emitting device of claim 21, wherein the first light emitting unit further comprises a red light emitting material layer disposed between the second light emitting unit and the first light emitting material layer.

24. The organic light emitting device of claim 22, wherein the first light emitting part further comprises a yellow-green light emitting material layer disposed between the first light emitting material layer and the red light emitting material layer.

25. 8. The organic light emitting device of claim 7, further comprising color filter layers corresponding to red, green and blue pixel regions.

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