Organic light emitting diode and organic light emitting device having same

Abstract

The present disclosure relates to an organic light emitting diode and an organic light emitting device having the same, and more specifically, a light emitting layer of the organic light emitting diode includes a first light emitting material layer, a second light emitting material layer, a third light emitting material layer, and a fourth light emitting material layer. Introduction of anthracene-based hosts having different deuterium substitution rates in respective organic light-emitting material layers enables organic light-emitting diodes and organic light-emitting devices to improve their luminous efficiency and emission lifetime.

Description

[0001] This application is a divisional application of the application filed on November 17, 2021, with application number 202111362652.6 and entitled "Organic Light Emitting Diode and Organic Light Emitting Device Having the Thereof".

[0002] Cross-references to related applications

[0003] This application claims priority to Korean Patent Application No. 10-2020-0165607, filed on December 1, 2020, in the Republic of Korea, the entire contents of which are expressly incorporated herein by reference. Technical Field

[0004] This disclosure relates to organic light-emitting diodes, and more particularly to organic light-emitting diodes having excellent luminous efficiency and luminous lifetime, and organic light-emitting devices including said diodes. Background Technology

[0005] Organic light-emitting diodes (OLEDs) have become a focal point as a rapidly evolving alternative to liquid crystal displays (LCDs) in widely used flat panel displays. OLEDs can be formed into sizes smaller than... OLEDs are thin organic films that can achieve unidirectional or bidirectional images through electrode configuration. Furthermore, OLEDs can even be formed on flexible transparent substrates such as plastic substrates, making it easy to realize flexible or foldable display devices. In addition, compared to LCDs, OLEDs can be driven at lower voltages and have excellent high color purity.

[0006] Because fluorescent materials utilize only singlet exciton energy during luminescence, existing fluorescent materials exhibit low luminous efficiency. Conversely, phosphorescent materials utilize both triplet and singlet exciton energies during luminescence, thus exhibiting high luminous efficiency. However, for commercial use, metal complexes, representative of phosphorescent materials, have short luminous lifetimes. In particular, blue luminescent materials have not shown satisfactory luminous efficiency and lifetime compared to other colored luminescent materials. Therefore, there remains a need to develop new compounds or device structures that can improve the luminous efficiency and lifetime of organic light-emitting diodes (OLEDs). Summary of the Invention

[0007] Therefore, embodiments of this disclosure relate to organic light-emitting devices that substantially eliminate one or more of the problems caused by the limitations and disadvantages of the prior art.

[0008] One aspect of this disclosure is to provide an organic light-emitting diode with improved luminous efficiency and luminous lifetime, and an organic light-emitting device including said diode.

[0009] Further features and aspects will be set forth in the following description and will become apparent in part from the description, or may be learned by practice of the inventive concept provided herein. Other features and aspects of the inventive concept may be realized and obtained by means of structures particularly pointed out in the draft specification or derived therefrom, its claims, and the accompanying drawings.

[0010] To achieve these and other aspects of the inventive concept, as specifically embodied and broadly described, this disclosure provides an organic light-emitting diode (OLED) comprising: a first electrode; a second electrode facing the first electrode; a first light-emitting portion disposed between the first electrode and the second electrode and including a first light-emitting material layer; a second light-emitting portion disposed between the first light-emitting portion and the second electrode and including a second light-emitting material layer; and a first charge-generating layer disposed between the first light-emitting portion and the second light-emitting portion, wherein the first light-emitting material layer comprises a first body having a structure of Formula 1; and wherein the second light-emitting material layer comprises a second body having a structure of Formula 3.

[0011] [Formula 1]

[0012]

[0013] [Formula 3]

[0014]

[0015] Ar1 and Ar2 are each independently C6 to C6. 20 Aryl; D represents deuterium; a1 and a2 are each independent integers from 0 to 8; b1, b2, c1 and c2 are each independent numbers of deuterium substituted on carbon atoms in Ar1 and Ar2 that are not attached to anthracene rings; the sum of a1, b1 and c1 is different from the sum of a2, b2 and c2.

[0016] For example, an organic light-emitting diode may further include a third light-emitting portion disposed between a first charge-generating layer and a second light-emitting portion and including a third light-emitting material layer, and a second charge-generating layer disposed between the second light-emitting portion and the third light-emitting portion.

[0017] Organic light-emitting diodes with a series structure can emit blue (B) light or white (W) light.

[0018] In another aspect, this disclosure provides an organic light-emitting device comprising a substrate and an organic light-emitting diode above the substrate.

[0019] The substrate may define a red pixel region, a green pixel region, and a blue pixel region, and the organic light-emitting diode (OLED) may be positioned corresponding to the red pixel region, the green pixel region, and the blue pixel region. The organic light-emitting device may also include a color conversion layer, which is disposed between the substrate and the OLED or above the OLED, corresponding to the red pixel region and the green pixel region.

[0020] The substrate may define a red pixel region, a green pixel region, and a blue pixel region, and the organic light-emitting diode (OLED) may be positioned corresponding to the red pixel region, the green pixel region, and the blue pixel region. The organic light-emitting device may also include a color filter layer, which is disposed between the substrate and the OLED or above the OLED, corresponding to the red pixel region, the green pixel region, and the blue pixel region.

[0021] It should be understood that both the foregoing general description and the following detailed description are exemplary and illustrative and are intended to provide further explanation of the claimed inventive concept. Attached Figure Description

[0022] The accompanying drawings (which are included to provide a further understanding of this disclosure) are incorporated in and form part of this application. The drawings illustrate embodiments of this disclosure and, together with the description, serve to illustrate the principles of this disclosure.

[0023] Figure 1 This is a schematic circuit diagram showing an organic light-emitting display device according to the present disclosure.

[0024] Figure 2 This is a schematic cross-sectional view of an organic light-emitting display device, which is an example of an organic light-emitting device according to an exemplary aspect of this disclosure.

[0025] Figure 3 This is a schematic cross-sectional view showing an organic light-emitting diode having two light-emitting portions according to an exemplary aspect of the present disclosure.

[0026] Figure 4 This is a schematic cross-sectional view illustrating an organic light-emitting display device according to another exemplary aspect of this disclosure.

[0027] Figure 5 This is a cross-sectional view showing an organic light-emitting diode having three light-emitting portions according to another exemplary aspect of this disclosure.

[0028] Figure 6 This is a schematic cross-sectional view illustrating an organic light-emitting display device according to yet another exemplary aspect of this disclosure. Detailed Implementation

[0029] Reference will now be made in detail to several aspects of this disclosure, examples of which are shown in the accompanying drawings.

[0030] This disclosure relates to organic light-emitting diodes (OLEDs) and organic light-emitting devices including said OLEDs. The OLEDs include a plurality of light-emitting portions, wherein an anthracene-based body with different deuterium substitution rates is introduced into the light-emitting material layer constituting each light-emitting portion. The configuration of this disclosure enables the OLEDs and organic light-emitting devices to maximize their luminous efficiency and luminous lifetime. OLEDs can be used in organic light-emitting devices, such as organic light-emitting display devices or organic light-emitting lighting devices.

[0031] Figure 1 This is a schematic circuit diagram illustrating the organic light-emitting display device of this disclosure. Figure 1 As shown, in an organic light-emitting display device, gate line GL, data line DL, and power line PL intersect each other to define a 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 within the pixel region P. The pixel region P may include a red (R) pixel region, a green (G) pixel region, and a blue (B) pixel region.

[0032] A switching thin-film transistor (TFT) Ts is connected to the gate line GL and the data line DL. A driving thin-film transistor (TFT) Td and a storage capacitor Cst are connected between the switching TFT Ts and the power line PL. An organic light-emitting diode (OLED) D is connected to the driving TFT Td. When the switching TFT Ts is turned on by a gate signal applied to the gate line GL, the data signal applied to the data line DL is applied to the gate electrode of the driving TFT Td and one electrode of the storage capacitor Cst through the switching TFT Ts.

[0033] A data signal applied to the gate electrode turns on the driving thin-film transistor Td, causing a current proportional to the data signal to flow through the driving thin-film transistor Td from the power line PL to the organic light-emitting diode D. The organic light-emitting diode D then emits light with a brightness proportional to the current flowing through the driving thin-film transistor Td. In this case, the storage capacitor Cst is charged with a voltage proportional to the data signal, so that the voltage at the gate electrode in the driving thin-film transistor Td remains constant during one frame. Therefore, the organic light-emitting display device can display the desired image.

[0034] Figure 2 This is a schematic cross-sectional view illustrating an organic light-emitting display device according to an exemplary aspect of the present disclosure. Figure 2As shown, the organic light-emitting display device 100 includes a substrate 102, a thin-film transistor Tr above the substrate 102, and an organic light-emitting diode D connected to the thin-film transistor Tr. As an example, the substrate 102 defines a red pixel region, a green pixel region, and a blue pixel region, and the organic light-emitting diode D is positioned in each pixel region. In other words, the organic light-emitting diode D, which emits red light, green light, or blue light respectively, is correspondingly positioned in the red pixel region, green pixel region, and blue pixel region.

[0035] The substrate 102 may include, but is not limited to, glass, thin flexible materials, and / or polymeric plastics. For example, the flexible material may be selected from, but is not limited to, the group consisting of, polyimide (PI), polyethersulfone (PES), polyethylene naphthalate (PEN), polyethylene terephthalate (PET), polycarbonate (PC), and combinations thereof. A thin-film transistor Tr and an organic light-emitting diode D are disposed on the substrate 102 to form an array substrate.

[0036] A buffer layer 106 may be disposed above the substrate 102, and a thin-film transistor Tr may be disposed above the buffer layer 106. The buffer layer 106 may be omitted.

[0037] A semiconductor layer 110 is disposed above the buffer layer 106. In one exemplary aspect, the semiconductor layer 110 may comprise, but is not limited to, an oxide semiconductor material. In this case, a light-shielding pattern may be disposed below the semiconductor layer 110, and the light-shielding pattern may prevent light from incident toward the semiconductor layer 110, thereby preventing the semiconductor layer 110 from deteriorating due to light. Alternatively, the semiconductor layer 110 may comprise polycrystalline silicon. In this case, the opposite edges of the semiconductor layer 110 may be doped with impurities.

[0038] A gate insulating layer 120 comprising an insulating material is disposed on the semiconductor layer 110. The gate insulating layer 120 may comprise, but is not limited to, an inorganic insulating material, such as silicon oxide (SiO2). x ) or silicon nitride (SiN) x ).

[0039] A gate electrode 130 made of a conductive material, such as a metal, is disposed above the gate insulating layer 120 to correspond to the center of the semiconductor layer 110. Although in Figure 2 The gate insulating layer 120 is disposed over the entire area of ​​the substrate 102, but the gate insulating layer 120 can be patterned in the same way as the gate electrode 130.

[0040] An interlayer insulating layer 140 comprising an insulating material is disposed on the gate electrode 130, covering the entire surface of the substrate 102. The interlayer insulating layer 140 may comprise an inorganic insulating material, such as silicon oxide (SiO2). x) or silicon nitride (SiN) x Alternatively, organic insulating materials, such as benzocyclobutene or photo-acryl.

[0041] The interlayer insulating layer 140 has a first semiconductor layer contact hole 142 and a second semiconductor layer contact hole 144 that expose both sides of the semiconductor layer 110. The first semiconductor layer contact hole 142 and the second semiconductor layer contact hole 144 are disposed above the opposite side of the gate electrode 130 and spaced apart from the gate electrode 130. Figure 2 In this configuration, the first semiconductor layer contact hole 142 and the second semiconductor layer contact hole 144 are formed within the gate insulating layer 120. Alternatively, when the gate insulating layer 120 is patterned in the same way as the gate electrode 130, the first semiconductor layer contact hole 142 and the second semiconductor layer contact hole 144 are formed only within the interlayer insulating layer 140.

[0042] A source electrode 152 and a drain electrode 154 made of a conductive material, such as metal, are disposed on the interlayer insulating layer 140. The source electrode 152 and the drain electrode 154 are spaced apart from each other relative to the gate electrode 130, and contact both sides of the semiconductor layer 110 through the first semiconductor layer contact hole 142 and the second semiconductor layer contact hole 144, respectively.

[0043] Semiconductor layer 110, gate electrode 130, source electrode 152, and drain electrode 154 constitute a thin-film transistor Tr that acts as a driving element. That is, the thin-film transistor Tr can correspond to ( Figure 1 (The driving thin-film transistor Td) Figure 2 The thin-film transistor Tr has a coplanar structure in which the gate electrode 130, source electrode 152, and drain electrode 154 are disposed above the semiconductor layer 110. Alternatively, the thin-film transistor Tr may have an anti-interleaved structure in which the gate electrode is disposed below the semiconductor layer and the source and drain electrodes are disposed above the semiconductor layer. In this case, the semiconductor layer may comprise amorphous silicon.

[0044] Although not in Figure 2 As shown, gate lines and data lines that intersect each other to define the pixel region, as well as switching elements connected to the gate lines and data lines, can also be formed in the pixel region. The switching elements are connected to a thin-film transistor Tr, which serves as a driving element. Furthermore, power lines are spaced parallel to the gate lines or data lines, and the thin-film transistor Tr may also include a storage capacitor configured to maintain a constant voltage at the gate electrode for one frame.

[0045] A passivation layer 160 is disposed over the entire substrate 102 on the source electrode 152 and the drain electrode 154, covering the thin-film transistor Tr. The passivation layer 160 has a flat top surface and a drain contact hole 162 that exposes the drain electrode 154 of the thin-film transistor Tr. Although the drain contact hole 162 is disposed on the second semiconductor layer contact hole 144, it can be spaced apart from the second semiconductor layer contact hole 144.

[0046] The organic light-emitting diode (OLED) D includes a first electrode 210 disposed on a passivation layer 160 and connected to a drain electrode 154 of a thin-film transistor Tr. The OLED D also includes a light-emitting layer 230 and a second electrode 220 respectively sequentially disposed on the first electrode 210.

[0047] The first electrode 210 is disposed in each pixel region. The first electrode 210 can be an anode and contains a conductive material with a relatively high work function value. For example, the first electrode 210 can contain, but is not limited to, transparent conductive oxides (TCOs), such as indium tin oxide (ITO), indium zinc oxide (IZO), indium tin zinc oxide (ITZO), SnO, ZnO, indium cerium oxide (ICO), aluminum-doped zinc oxide (AZO), etc.

[0048] In one exemplary aspect, when the organic light-emitting display device 100 is a bottom-emitting type, the first electrode 210 may have a single-layer structure of TCO. Alternatively, when the organic light-emitting display device 100 is a top-emitting type, a reflective electrode or reflective layer may be disposed below the first electrode 210. For example, the reflective electrode or reflective layer may contain, but is not limited to, Ag or an aluminum-palladium-copper (APC) alloy. In a top-emitting OLED, the first electrode 210 may have a three-layer structure of ITO / Ag / ITO or ITO / APC / ITO.

[0049] Furthermore, a dam layer 164 is provided on the passivation layer 160 to cover the edge of the first electrode 210. The dam layer 164 exposes the center of the first electrode 210. The dam layer 164 can be omitted.

[0050] A light-emitting layer 230 is disposed on the first electrode 210. In one exemplary embodiment, such as Figure 3 As shown, the light-emitting layer 230 may include a hole injection layer (HIL), a hole transport layer (HTL), an electron blocking layer (EBL), a light-emitting material layer (EML), a hole blocking layer (HBL), an electron transport layer (ETL), an electron injection layer (EIL), and / or a charge generation layer (CGL). The light-emitting layer 230 may have multiple light-emitting parts to form a series structure.

[0051] The light-emitting layer 230 may include at least one light-emitting material layer comprising an anthracene-based substrate and a boron-based dopant. Such a light-emitting layer 230 enables the OLED and organic light-emitting display device 100 to improve their luminous efficiency and luminous lifetime. OLEDs will be described in more detail below.

[0052] A second electrode 220 is disposed above the substrate 102 on which the light-emitting layer 230 is disposed. The second electrode 220 may be disposed above the entire display area and may contain a conductive material having a relatively low work function value compared to the first electrode 210, and may be a cathode. For example, the second electrode 220 may contain, but is not limited to, aluminum (Al), magnesium (Mg), calcium (Ca), silver (Ag), alloys thereof such as aluminum-magnesium alloy (Al-Mg), or combinations thereof such as Ag:Mg. For example, when the second electrode 220 contains Ag:Mg, Ag and Mg may be mixed in a weight ratio of about 5:1 to about 10:1 (e.g., about 8:1 to 10:1). When the organic light-emitting display device 100 is a top-emitting type, the second electrode 220 is thin to have light transmission (or semi-transmission) characteristics.

[0053] Furthermore, an encapsulation film 170 can be disposed above the second electrode 220 to prevent external moisture from penetrating into the organic light-emitting diode D. The encapsulation film 170 may have a laminated structure of, but is not limited to, a first inorganic insulating film 172, an organic insulating film 174, and a second inorganic insulating film 176. The encapsulation film 170 may be omitted.

[0054] The organic light-emitting display device 100 may also include a polarizing plate to reduce 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-emitting type, the polarizing plate may be disposed below the substrate 102. Alternatively, when the organic light-emitting display device 100 is a top-emitting type, the polarizing plate may be attached to the encapsulation film. Furthermore, a cover window may be attached to the encapsulation film 170 or the polarizing plate in the top-emitting organic light-emitting display device 100. In this case, the substrate 102 and the cover window have flexible properties, enabling the construction of a flexible display device.

[0055] As described above, introducing individual entities with different deuterium substitution rates into the luminescent material layers constituting each luminescent part enables OLEDs to maximize their luminous efficiency and luminous lifetime. Figure 3 This is a schematic cross-sectional view showing an organic light-emitting diode having two light-emitting portions according to an exemplary embodiment of the present disclosure.

[0056] like Figure 3As shown, according to a first aspect of this disclosure, an organic light-emitting diode (OLED) D1 includes a first electrode 210 and a second electrode 220 facing each other, and a light-emitting layer 230 disposed between the first electrode 210 and the second electrode 220. Organic light-emitting display device 100 ( Figure 2 It includes red pixel areas, green pixel areas and blue pixel areas, and OLED D1 can be set in the blue pixel area.

[0057] One of the first electrode 210 and the second electrode 220 is an anode, and the other is a cathode. For example, the first electrode 210 can be an anode for injecting holes, and the second electrode 220 can be a cathode for injecting electrons. Furthermore, one of the first electrode 210 and the second electrode 220 is a reflecting electrode, and the other is a transmitting (semi-transmitting) electrode. For example, the thickness of each of the first electrode 210 and the second electrode 220 can be, but is not limited to, approximately [thickness value missing]. to approximately For example, about to approximately

[0058] The light-emitting layer 230 includes a first light-emitting portion 300 and a second light-emitting portion 400. Furthermore, the light-emitting layer 230 may also include a charge generation layer (CGL) 370 disposed between the first light-emitting portion 300 and the second light-emitting portion 400. Therefore, the first light-emitting portion 300, the CGL 370, and the second light-emitting portion 400 are sequentially disposed on the first electrode 210. In other words, the first light-emitting portion 300 is disposed between the first electrode 210 and the CGL 370, and the second light-emitting portion 400 is disposed between the second electrode 220 and the CGL 370.

[0059] The first light-emitting portion 300 includes a first light-emitting material layer (lower light-emitting material layer, EML1) 340. The first light-emitting portion 300 may further include at least one of the following: a HIL 310 disposed between the first electrode 210 and EML1 340; a first hole transport layer (lower hole transport layer, HTL1) 320 disposed between HIL310 and EML1 340; and a first electron transport layer (lower electron transport layer, ETL1) 350 disposed between EML1 340 and CGL 370. Alternatively, the first light-emitting portion 300 may further include a first electron blocking layer (lower electron blocking layer, EBL1, not shown) disposed between HTL1 320 and EML1 340.

[0060] The second light-emitting portion 400 includes a second light-emitting material layer (upper light-emitting material layer, EML2) 440. The second light-emitting portion 400 may further include at least one of the following: a second hole transport layer (upper hole transport layer, HTL2) 420 disposed between CGL 370 and EML2 440; a second electron transport layer (upper electron transport layer, ETL2) 450 disposed between the second electrode 220 and EML2 440; and an EIL 460 disposed between the second electrode 220 and ETL2 450. Alternatively, the second light-emitting portion 400 may further include a second electron blocking layer (upper electron blocking layer, EBL2, not shown) disposed between HTL2 420 and EML2 440.

[0061] EML1 340 may include a first body 342 and a first dopant 344, and EML2 440 may include a second body 442 and a second dopant 444. In this case, the first body 342 and the second body 442 respectively form a dielectric or substrate in EML1 340 and EML2 440. In the accompanying drawings, for ease of description, some of the first body 342 and the second body 442 are shown in the form of particles.

[0062] EML1 340 comprises a first host 342 of an anthracene-based organic compound and a first dopant 344 of a boron-based organic compound to emit blue light. EML2 440 comprises a second host 442 of anthracene-based organic compound and a second dopant 444 of a boron-based organic compound to emit blue light. The first host 342 differs from the second host 442 in the rate of deuterium substitution introduced into the molecule.

[0063] For example, the first body 342 can be an anthracene-based organic compound in which all hydrogen (protium) atoms bonded to the carbon atoms of the molecule (e.g., the nuclear carbon atom of an aromatic ring in the molecule) are replaced by deuterium atoms. The first body 342 can have the structure of Formula 1. Conversely, the second body 442 can be an anthracene-based organic compound in which the hydrogen (protium) atoms bonded to the carbon atoms of the molecule (e.g., the nuclear carbon atom of an aromatic ring in the molecule) are not replaced by deuterium atoms, or some of the protium atoms are replaced by deuterium atoms. The second body 442 can have the structure of Formula 3.

[0064] [Formula 1]

[0065]

[0066] [Formula 3]

[0067]

[0068] Ar1 and Ar2 are each independently C6 to C6. 20Aryl; D represents deuterium; a1 and a2 are each independent integers from 0 to 8; b1, b2, c1 and c2 are each independent numbers of deuterium substituted on carbon atoms in Ar1 and Ar2 that are not attached to anthracene rings; the sum of a1, b1 and c1 is different from the sum of a2, b2 and c2.

[0069] For example, a1 in Formula 1 may be different from a2 in Formula 3, b1 in Formula 1 may be different from b2 in Formula 3, and / or c1 in Formula 1 may be different from c2 in Formula 3. As an example, b1, c1, b2, and c2 in Formulas 1 and 3 may each be an integer from 0 to 19 independently. The first body 342 and the second body 442 are both anthracene-based derivatives having substantially the same chemical structure except for the deuteration rate (deuterium substitution rate). In other words, the first body 342 has a first deuteration rate, and the second body 442 has a second deuteration rate different from the first deuteration rate.

[0070] In one exemplary aspect, Ar1 and Ar2 in Formulas 1 and 3 can each be independently selected from phenyl, naphthyl, and anthraceneyl. As an example, Ar1 and Ar2 in Formulas 1 and 3 can each be independently 1-naphthyl or 2-naphthyl. For instance, one of Ar1 and Ar2 in Formulas 1 and 3 can be 1-naphthyl, and the other of Ar1 and Ar2 in Formulas 1 and 3 can be 2-naphthyl. In this case, b1, b2, c1, and c2 in Formulas 1 and 3 can each be independently an integer from 0 to 7.

[0071] As an example, the first body 342 having the structure of Formula 1 may comprise an anthracene-based organic compound in which at least one of the nuclear carbon atoms in the anthracene nucleus is deuterated, and the nuclear carbon atoms in both Ar1 and Ar2 are undeuterated (i.e., a1 is an integer from 1 to 8, and b1 and c1 are each 0). For example, the deuteration rate of the first body 342 may be from about 27% to about 37%. Alternatively, the deuteration rate of the first body 342 of the anthracene-based compound having the structure of Formula 1 may be equal to or greater than about 90%, for example, 100%. In one exemplary aspect, the first body 342 may be selected from, but is not limited to, the following anthracene-based organic compounds having the structure of Formula 2:

[0072] [Equation 2]

[0073]

[0074] In one exemplary aspect, the second body 442 having the structure of Formula 3 may comprise an anthracene-based organic compound in which all carbon atoms in the aromatic ring are undeuterated (0% deuteration). Alternatively, the second body 442 having the structure of Formula 3 may comprise an anthracene-based organic compound in which at least one of the nuclear carbon atoms in the anthracene nucleus is deuterated, and both Ar1 and Ar2 are undeuterated (i.e., a2 is an integer from 1 to 8, and b2 and c2 are each 0). For example, the deuteration of the second body 442 may be from about 27% to about 37%. In another exemplary aspect, the second body 442 having the structure of Formula 3 may comprise an anthracene-based organic compound wherein at least one of the nuclear carbon atoms in the anthracene nucleus is deuterated, and at least one of the nuclear carbon atoms in one of Ar1 and Ar2 is deuterated, while the nuclear carbon atom in the other of Ar1 and Ar2 is not deuterated (i.e., a2 is an integer from 1 to 8, one of b2 and c2 is 0, and the other of b2 and c2 is not 0). For example, the deuteration rate of the second body 442 may be from about 59% to about 68%. In yet another exemplary aspect, the deuteration rate of the second body 442 of the anthracene-based organic compound having the structure of Formula 3 may be equal to or greater than about 90%, for example, 100%. For example, the second body 442 may be selected from, but is not limited to, the following anthracene-based organic compounds having the structure of Formula 4:

[0075] [Formula 4]

[0076]

[0077] The first dopant 344 and the second dopant 444 may each independently comprise a boron-based organic compound, such that both EML1 340 and EML2 440 can emit blue light. The first dopant 344 and the second dopant 444 may be the same or different. For example, the first dopant 344 and the second dopant 444 may each comprise a boron-based organic compound having the structure of Formula 5:

[0078] [Formula 5]

[0079]

[0080] Where R 11 To R 14 R 21 To R 24 R 31 To R 35 and R 41 To R 45 Each is independently selected from protium, deuterium, C1 to C1. 10 Alkyl, C6 to C 30 Aryl, C6 to C 30arylamino and C5 to C 30 heteroaryl, R 11 To R 14 R 21 To R 24 R 31 To R 35 and R 41 To R 45 Each can be the same as or different from the other, or R 31 To R 35 The two adjacent ones or R 41 To R 45 Each of the two adjacent cells independently forms unsubstituted or substituted C6 to C6. 10 Aromatic rings or unsubstituted or substituted C5 to C6 rings 10 Mixed aromatic rings; R 51 Selected from protium, deuterium, C1 to C 10 Alkyl, C3 to C 15 cycloalkyl, C6 to C 30 Aryl, C5 to C 30 heteroaryl and C6 to C 30 arylamino, wherein the C6 to C6... 30 Aryl and the C5 to C 30 Each heteroaryl group can be independently unsubstituted or via deuteration or C1 to C2. 10 Alkyl substitution, wherein C6 to C6 30 The aryl group of an arylamino group can be unsubstituted or via C1 to C2. 10 Alkyl and C6 to C 20 At least one of the aryl groups or deuterium substitution.

[0081] R 11 To R 14 R 21 To R 24 R 31 To R 35 R 41 To R 45 and R 51 C6 to C 30 Aryl, C5 to C 30 heteroaryl and C6 to C 30 Each aryl amino group can be independently unsubstituted or via C1 to C2. 10 Alkyl (e.g., C1 to C5 alkyl such as tert-butyl and / or tert-pentyl) substitution.

[0082] More specifically, R 11 To R 14 R 21 To R 24 R 31 To R 35 R41 To R 45 and R 51 C6 to C 30 Arylamino groups can be independent of, but are not limited to, diphenylamino and phenylnaphthylamino. R 11 To R 14 R 21 To R 24 R 31 To R 35 R 41 To R 45 and R 51 C6 to C 30 Aryl groups can be independently, including but not limited to, each independently unsubstituted or via at least one (e.g., 1 to 2) C1 to C2 groups. 10 Alkyl-substituted phenyl and naphthyl groups. R 11 To R 14 R 21 To R 24 R 31 To R 35 R 41 To R 45 and R 51 C5 to C 30 Heteroaryl groups can independently include, but are not limited to, carbazole groups. R 11 To R 14 R 21 To R 24 R 31 To R 35 R 41 To R 45 and R 51 C1 to C 10 Alkyl groups can be independently included, but are not limited to, C1 to C5 alkyl groups, such as methyl, ethyl, propyl, butyl (e.g., tert-butyl), and pentyl (e.g., tert-pentyl). In this case, C6 to C5 alkyl groups... 30 arylamino, C6 to C 30 Aryl, C5 to C 30 heteroaryl and C1 to C 10 The alkyl groups and the substituents attached to these groups can each be further deuterated.

[0083] By R 31 To R 35 The two adjacent pairs and / or R in 41 To R 45 The C6 to C6 formed by the two adjacent elements in the middle 10 Aroma rings and C5 to C 10 The heteroaromatic rings may include, but are not limited to, benzofuran rings and benzothiophene rings, each of which may be unsubstituted or substituted with 1 to 3 C1 to C5 alkyl groups.

[0084] In one exemplary aspect, R 11 To R 14 One of them, R 21 To R 24 One of them, R 31 To R 35 One of them and R 41 To R 45 One of them may independently include, but is not limited to, methyl, tert-butyl, or tert-pentyl, and R 11 To R 14 The remainder, R 21 To R 24 The remainder, R 31 To R 35 The remainder and R 41 To R 45 The remainder can be independently including, but not limited to, protium or deuterium, and R. 51 It may include protium, deuterium, methyl, diphenylamino, phenylnaphthylamino, or carbazole. In another exemplary aspect, R 11 To R 14 R 21 To R 24 R 31 To R 35 and R 41 To R 45 It can include hydrogen, and R 51 It can be diphenylamino.

[0085] In yet another exemplary aspect, R 11 To R 14 R 21 To R 24 and R 31 To R 35 It can include hydrogen, R 41 To R 45 One of them may include phenyl, R 41 To R 45 The remainder may include hydrogen, and R 51 It may include methyl groups. In yet another exemplary aspect, R 11 To R 14 One of them, R 21 To R 24 One of them, R 31 To R 35 One of them and R 41 To R 45 One of them may independently include, but is not limited to, methyl, tert-butyl, or tert-amyl, R 41 To R 45 The other component may include phenyl and naphthyl groups, each of which may be substituted with tert-butyl or tert-pentyl, and R11 To R 14 The remainder, R 21 To R 24 The remainder, R 31 To R 35 The remainder and R 41 To R 45 The remainder can be independently including, but not limited to, protium or deuterium, and R. 51 It can include methyl groups.

[0086] In yet another exemplary aspect, R 11 To R 14 One of them, R 21 To R 24 One of them, R 31 To R 35 One of them and R 41 To R 45 One of them can independently include tert-butyl and tert-pentyl, R 41 To R 45 The other two can form a benzofuran ring or a benzothiophene ring that can be substituted with tert-butyl, R 11 To R 14 The remainder, R 21 To R 24 The remainder, R 31 To R 35 The remainder and R 41 To R 45 The remainder can include protium and deuterium, as well as R. 51 It can include methyl groups.

[0087] As an example, the first dopant 344 and the second dopant 444 can each be independently selected from, but not limited to, boron-based organic compounds having the structure of Formula 6:

[0088] [Formula 6]

[0089]

[0090] The content of the first dopant 344 and the second dopant 444 in EML1 340 and EML2 440 can be, but is not limited to, from about 1 wt% to about 10 wt%, for example, from about 1 wt% to about 5 wt%. The thickness of EML1 340 and EML2 440 can be, but is not limited to, about to approximately For example, about to approximately

[0091] HIL310 is disposed between the first electrode 210 and HTL1 320 and improves the interface characteristics between the inorganic first electrode 210 and the organic HTL1 320. In an exemplary embodiment, HIL310 may comprise a hole injection host and a hole injection dopant.

[0092] In one exemplary aspect, the hole injection host may include, but is not limited to, spirofluorene-based organic compounds having the structure of Formula 7:

[0093] [Formula 7]

[0094]

[0095] Where R 61 and R 62 Each independently is C6 to C 30 Aryl or C3 to C 30 heteroaryl, of which C6 to C 30 Aryl and C3 to C 30 Each heteroaryl group can be independent, unsubstituted, or via C1 to C2. 10 Alkyl and C6 to C 30 At least one of the aryl groups is substituted; R 63 and R 64 Each independently consists of protium, deuterium, or C1 to C2. 20 Alkyl group; f and g are each the number of substituents and are independent integers from 0 to 4; L1 and L2 are each independently C6 to C6. 30 Alpha-aryl, of which C6 to C 30 aryl groups can be unsubstituted or via C1 to C2. 10 Alkyl and C6 to C 30 At least one of the aryl groups is substituted; and h and i are each an integer of 0 or 1.

[0096] For example, L1 and L2 in Equation 7 can each independently include unsubstituted or C1 to C2 components. 10 Alkyl and C6 to C 20 A phenylene group substituted with at least one of aryl groups (e.g., phenyl), and R 61 and R 62 Each can independently include each that can independently be unsubstituted or via C1 to C2. 10 Alkyl and C6 to C 30 The phenyl, naphthyl, fluorenyl, and carbazole groups are substituted with at least one of the aryl groups (e.g., phenyl). As an example, the hole injection host may be selected from, but is not limited to, spirofluorene-based organic compounds having the structure of Formula 8:

[0097] [Formula 8]

[0098]

[0099]

[0100] In one exemplary aspect, the hole-injecting dopant may have a radialene structure. Hole-injecting dopants having a radialene structure may be selected from, but are not limited to, organic compounds having the structure of Formula 9:

[0101] [Formula 9]

[0102]

[0103] The hole-implanted dopant content in HIL310 can be, but is not limited to, from about 0.1 wt% to about 10 wt%, for example, from about 0.1 wt% to about 5 wt%. The thickness of HIL 310 can be, but is not limited to, about to approximately For example, about to approximately

[0104] HTL1 320 and HTL2 420 respectively transport holes to EML1 340 and EML2 440. In one exemplary aspect, HTL1 320 and HTL2 420 may each independently comprise, but are not limited to, spirofluorene-based organic compounds having the structures of Formulas 7 and 8. The thickness of HTL1 320 and HTL2 420 may each be, but is not limited to, approximately to approximately For example, about to approximately

[0105] ETL1 350 transfers electrons to EML1 340. In one exemplary aspect, ETL1 350 may contain a triplet energy level T. 1 Organic compounds equal to or greater than about 2.6 eV. As an example, ETL1 350 may comprise azazine-based organic compounds having the structure of Formula 10:

[0106] [Formula 10]

[0107]

[0108] Y1 to Y5 are each independently CR 71 Or nitrogen (N), wherein one to three of Y1 to Y5 are nitrogen; R 71 Hydrogen or C6 to C 30 Aryl; L3 is C6 to C 30 Aromatic; R 72 C6 to C 30 Aryl or C5 to C 30Heteroaryl, wherein the C6 to C6 are... 30 Aryl and the C5 to C 30 Each heteroaryl group can be independent, either unsubstituted or via C6 to C6. 30 Aryl or C3 to C 30 heteroaryl substitution; R 73 For hydrogen, or when k is 2 or greater, R 73 The two adjacent elements in the middle form C6 to C 20 Aromatic ring; j is 1 or 2; k is an integer from 0 to 4; and l is 0 or 1.

[0109] For example, replaced by R 72 C6 to C 30 Aryl or C3 to C 30 heteroaryl groups may include C 10 To C 30 Fused aryl and C 10 To C 30 Dense heteroaryl groups. R in Formula 10 73 They can be fused to form a naphthyl group. As an example, ETL1 350 can be selected from, but is not limited to, azazine-based organic compounds having the structure of Formula 11:

[0110] [Equation 11]

[0111]

[0112]

[0113] ETL2 450 transfers electrons to EML2 440. ETL2 450 can contain organic compounds with excellent electron injection properties and charge mobility. As an example, ETL2 450 can contain benzimidazole-based organic compounds having the structure of Formula 12:

[0114] [Equation 12]

[0115]

[0116] Where Ar is C 10 To C 30 Aromatic; R 81 C6 to C 30 Aryl or C5 to C 30 heteroaryl, of which C6 to C 30 Aryl and C5 to C 30 Each of the heteroaryl groups is unsubstituted or C1 to C2. 10 Alkyl substitution; R 82 and R 83 Each independently consists of hydrogen, C1 to C 10 Alkyl or C6 to C30 Aryl.

[0117] For example, Ar can include naphthylene and anthraceneylene, R 81 This may include each independently unsubstituted or via C1 to C 10 Alkyl-substituted phenyl and benzimidazole groups, and R 82 and R 83 Each can independently include hydrogen, methyl, ethyl, and phenyl. As an example, the benzimidazole-based organic compounds in ETL2 450 can be selected from, but are not limited to, the following benzimidazole-based organic compounds having the structure of Formula 13:

[0118] [Equation 13]

[0119]

[0120] In one exemplary aspect, ETL2 450 may comprise a benzimidazole-based organic compound having a structure of Formula 12 to Formula 13 and an additional organometallic electron transport material. The additional organometallic electron transport material in ETL2 450 may include, but is not limited to, lithium quinoline (Liq), tris(8-hydroxyquinoline aluminum) (Alq3), and bis(2-methyl-8-hydroxyquinoline-N1,O8)-(1,1'-biphenyl-4-hydroxy)aluminum (BAlq). The content of the additional organometallic electron transport material in ETL2 450 may be equal to, but not limited to, about 50% by weight, for example, from about 2% by weight to about 50% by weight. When ETL2 450 comprises a benzimidazole-based organic compound and an additional organometallic electron transport material, the thickness of ETL2 450 may be, but is not limited to, about... to approximately For example, about to approximately

[0121] In another exemplary aspect, ETL2 450 may comprise a benzimidazole-based organic compound having the structure of Formula 12 to Formula 13, an azazine-based organic compound having the structure of Formula 10 to Formula 11, and an additional organometallic electron transport material. In this case, the benzimidazole-based organic compound having the structure of Formula 12 to Formula 13 and the azazine-based organic compound having the structure of Formula 10 to Formula 11 may be mixed in a weight ratio of about 1:4 to about 4:1, for example, about 1:2 to about 2:1.

[0122] The content of the additional organometallic electron transport material in ETL2 450 may be equal to, but not limited to, about 50% by weight, for example, from about 2% by weight to about 50% by weight. When ETL2 450 contains benzimidazole-based organic compounds, azazine-based organic compounds, and additional organometallic electron transport materials, the thickness of ETL2450 may be, but is not limited to, about... to approximately For example, about to approximately

[0123] EIL460 is disposed between the second electrode 220 and ETL2 450 and can improve the physical properties of the second electrode 220, thereby increasing the lifetime of OLED D1. In an exemplary embodiment, EIL460 may contain, but is not limited to, alkali metal halides or alkaline earth metal halides such as LiF, CsF, NaF, BaF2, etc.; and / or organometallic compounds such as lithium benzoate, sodium stearate, etc.

[0124] Alternatively, in addition to alkali metal halides, alkaline earth metal halides, and organometallic compounds, EIL 460 may also be doped with alkali metals such as Li, Na, K, and Cs; alkaline earth metals such as Mg, Sr, Ba, and Ra; and / or lanthanides such as Yb. In this case, the alkali metal halide / alkaline earth metal halide / organometallic compound and the alkali metal / alkaline earth metal / lanthanide metal in EIL 460 may be mixed in a weight ratio of about 4:1 to about 1:4, for example, about 2:1 to about 1:2. The thickness of EIL 460 may be, but is not limited to, about... to approximately For example, about to approximately

[0125] CGL370 is disposed between the first light-emitting part 300 and the second light-emitting part 400. CGL 370 includes an N-type CGL (N-CGL) 380 disposed between ETL1350 and HTL2 420 and a P-type CGL (P-CGL) 390 disposed between N-CGL380 and HTL2 420. N-CGL 380 supplies electrons to EML1 340 of the first light-emitting part 300, and P-CGL 390 supplies holes to EML2 440 of the second light-emitting part 400.

[0126] N-CGL380 can be an organic layer comprising an N-type host and an N-type dopant. For example, the N-type host can include a phenanthroline-based organic compound having the structure of Formula 14:

[0127] [Formula 14]

[0128]

[0129] Where R 91 Hydrogen or C6 to C 30 Aryl, wherein C6 to C 30 Aryl groups can be unsubstituted or via C1 to C2. 10 Alkyl substitution; R 92 C6 to C 30 Aryl, wherein C6 to C 30 Aryl groups can be unsubstituted or via C1 to C2. 10 Alkyl substitution; each of the L4 groups is independently C6 to C4. 30 Aryl or C5 to C 30 Hybrid aryl; and m is 1 or 2.

[0130] For example, R in Equation 14 91 It may include hydrogen and unsubstituted or methyl-substituted phenyl groups, or unsubstituted or methyl-substituted naphthyl groups, R 92 It may include phenyl, naphthyl, and phenanthrene groups, each independently unsubstituted or methyl-substituted, and L4 may include phenylene, naphthylene, anthraceneylene, and phenanthrene-rholine. As an example, the N-type host may be selected from, but is not limited to, phenanthrene-based organic compounds having the structure of Formula 15:

[0131] [Formula 15]

[0132]

[0133] N-type dopants can include alkali metals such as Li, Na, K, and Cs; and / or alkaline earth metals such as Mg, Sr, Ba, and Ra. N-type dopants allow N-CGL 380 to have improved electron generation and electron injection. For example, the content of N-type dopants in N-CGL 380 can be, but is not limited to, from about 1% by weight to about 10% by weight. The thickness of N-CGL 380 can be, but is not limited to, about... to approximately For example, about to approximately

[0134] P-CGL390 can be an organic layer comprising a P-type host and a P-type dopant. For example, the P-type host may comprise a spirofluorene-based organic compound having the structures of Formulas 7 and 8, and the P-type dopant may comprise, but is not limited to, any of the axialene-based organic compounds having the structure of Formula 9. The content of the P-type dopant in P-CGL390 may be, but is not limited to, from about 1% by weight to about 40% by weight, for example, from about 3% by weight to about 30% by weight. The thickness of P-CGL 390 may be, but is not limited to, about... to approximately For example, about to approximately

[0135] Accordingly, EML1 340 comprises an anthracene-based organic compound having a structure of Formula 1 to 2, wherein at least the anthracene core is fully deuterated to exhibit excellent hole injection characteristics, as a first body 342; and EML2 440 comprises an anthracene-based organic compound having a structure of Formula 3 to 4, wherein all carbon atoms are not deuterated or some carbon atoms are deuterated to exhibit excellent electron injection characteristics, as a second body 442. Therefore, OLED D1 can reduce its driving voltage and maximize its luminous efficiency and luminous lifetime.

[0136] In the above implementation, the OLED has two light-emitting parts. It is unlikely that an OLED can emit white light. Figure 4 This is a schematic cross-sectional view illustrating an organic light-emitting display device as an organic light-emitting device according to another exemplary aspect of this disclosure.

[0137] like Figure 4 As shown, the organic light-emitting display device 500 includes: a first substrate 502 defining each of a red pixel region RP, a green pixel region GP, ​​and a blue pixel region BP; a second substrate 504 facing the first substrate 502; a thin-film transistor Tr above the first substrate 502; an organic light-emitting diode D disposed between the first substrate 502 and the second substrate 504 and emitting white (W) light; and a color filter layer 580 disposed between the organic light-emitting diode D and the second substrate 504.

[0138] The first substrate 502 and the second substrate 504 may each be, but are not limited to, glass, flexible materials, and / or polymer plastics. For example, the first substrate 502 and the second substrate 504 may each be made of PI, PES, PEN, PET, PC, or combinations thereof. The first substrate 502, on which thin-film transistors Tr and organic light-emitting diodes D are disposed, forms an array substrate.

[0139] A buffer layer 506 may be disposed above the first substrate 502, and a thin-film transistor Tr may be disposed above the buffer layer 506 corresponding to each of the red pixel region RP, the green pixel region GP, ​​and the blue pixel region BP. The buffer layer 506 may be omitted.

[0140] A semiconductor layer 510 is disposed above the buffer layer 506. The semiconductor layer 510 may be made of oxide semiconductor material or polycrystalline silicon.

[0141] A layer containing an insulating material (e.g., an inorganic insulating material such as silicon oxide (SiO2)) is disposed on the semiconductor layer 510. x ) or silicon nitride (SiN) x )) gate insulating layer 520.

[0142] A gate electrode 530, made of a conductive material such as a metal, is disposed above the gate insulating layer 520 to correspond to the center of the semiconductor layer 510. An insulating material (e.g., an inorganic insulating material such as silicon oxide (SiO2)) is disposed on the gate electrode 530. x ) or silicon nitride (SiN) x )) or interlayer insulation layer 540 of organic insulating material (such as benzocyclobutene or photopolymer acrylic).

[0143] The interlayer insulating layer 540 has a first semiconductor layer contact hole 542 and a second semiconductor layer contact hole 544 that expose both sides of the semiconductor layer 510. The first semiconductor layer contact hole 542 and the second semiconductor layer contact hole 544 are disposed above the opposite side of the gate electrode 530 and spaced apart from the gate electrode 530.

[0144] A source electrode 552 and a drain electrode 554 made of a conductive material, such as metal, are disposed on the interlayer insulating layer 540. The source electrode 552 and the drain electrode 554 are spaced apart from each other relative to the gate electrode 530, and contact both sides of the semiconductor layer 510 through the first semiconductor layer contact hole 542 and the second semiconductor layer contact hole 544, respectively.

[0145] Semiconductor layer 510, gate electrode 530, source electrode 552 and drain electrode 554 constitute a thin-film transistor Tr that acts as a driving element.

[0146] Although not in Figure 4 As shown, gate lines and data lines that intersect each other to define the pixel region, as well as switching elements connected to the gate lines and data lines, can also be formed in the pixel region. The switching elements are connected to a thin-film transistor Tr, which serves as a driving element. Furthermore, power lines are spaced parallel to the gate lines or data lines, and the thin-film transistor Tr may also include a storage capacitor configured to maintain a constant voltage at the gate electrode for one frame.

[0147] A passivation layer 560 is disposed over the entire first substrate 502 on the source electrode 552 and the drain electrode 554, which covers the thin-film transistor Tr. The passivation layer 560 has a drain contact hole 562 that exposes the drain electrode 554 of the thin-film transistor Tr.

[0148] An organic light-emitting diode (OLED) D is located above a passivation layer 560. The OLED D includes a first electrode 610 connected to a drain electrode 554 of a thin-film transistor Tr, a second electrode 620 facing the first electrode 610, and a light-emitting layer 630 disposed between the first electrode 610 and the second electrode 620.

[0149] One of the first electrode 610 formed in each pixel region and the integrally formed second electrode 620 can be an anode, and the other of the first electrode 610 and the second electrode 620 can be a cathode. One of the first electrode 610 and the second electrode 620 can be a transmissive (or semi-transmissive) electrode, and the other of the first electrode 610 and the second electrode 620 can be a reflective electrode.

[0150] For example, the first electrode 610 can be an anode and can contain a conductive material with a relatively high work function value. For example, the first electrode 610 can contain ITO, IZO, ITZO, SnO, ZnO, ICO, AZO, etc.

[0151] A second electrode 620 is disposed above a first substrate 502 on which a light-emitting layer 630 is disposed. The second electrode 620 may be disposed above the entire display area. The second electrode 620 may be a cathode and may contain a conductive material with a relatively low work function value, such as a low-resistance metal. As an example, the second electrode 620 may contain, but is not limited to, Al, Mg, Ca, Ag, their alloys, or combinations thereof, such as Al-Mg or Ag:Mg.

[0152] When the organic light-emitting display device 500 is a bottom-emitting type, the first electrode can have a single-layer structure of a transparent conductive oxide. Alternatively, when the organic light-emitting display device 500 is a bottom-emitting type, a reflective electrode or reflective layer can be disposed below the first electrode. For example, the reflective electrode or reflective layer can contain, but is not limited to, Ag or APC alloys. In a top-emitting OLED, the first electrode 610 can have a three-layer structure of ITO / Ag / ITO or ITO / APC / ITO. The second electrode 620 is thin to have light transmission (or semi-transmission) characteristics.

[0153] A dam layer 564 is provided on the passivation layer 560 to cover the edge of the first electrode 610. The dam layer 564 exposes the center of the first electrode 610 corresponding to each of the red pixel region RP, green pixel region GP, ​​and blue pixel region BP. The dam layer 564 can be omitted.

[0154] A light-emitting layer 630 comprising multiple light-emitting portions is disposed on the first electrode 610. Each light-emitting portion may comprise a light-emitting material layer. Each light-emitting portion may also comprise at least one of HIL, HTL, EBL, ETL, and EIL.

[0155] A color filter layer 580 is disposed above the OLED D and includes a red color filter 582, a green color filter 584, and a blue color filter 586, respectively disposed for the red pixel region RP, the green pixel region GP, ​​and the blue pixel region BP. Although not in Figure 4As shown, however, the color filter layer 580 can be attached to the OLED D via an adhesive layer. Alternatively, the color filter layer 580 can be directly disposed on the OLED D.

[0156] Furthermore, an encapsulation film can be disposed above the second electrode 620 to prevent external moisture from penetrating into the OLEDD. The encapsulation film may have, but is not limited to, a laminated structure of a first inorganic insulating film, an organic insulating film, and a second inorganic insulating film. Figure 2 170 in the middle).

[0157] The organic light-emitting display device 500 may also include a polarizing plate to reduce the reflection of external light. As an example, the polarizing plate may be a circular polarizing plate. When the organic light-emitting display device is bottom-emitting, the polarizing plate may be disposed below the first substrate 502. Alternatively, when the organic light-emitting display device 500 is top-emitting, the polarizing plate may be attached to an encapsulation film, such as on the second substrate 504.

[0158] exist Figure 4 In this configuration, light emitted from the OLED D passes through the second electrode 620, and a color filter layer 580 is disposed above the OLED D. Alternatively, light emitted from the OLED D passes through the first electrode 610, and the color filter layer 580 can be disposed between the OLED D and the first substrate 502. Furthermore, a color conversion layer can be formed between the OLED D and the color filter layer 580. The color conversion layer may include a red conversion layer, a green conversion layer, and a blue conversion layer, each respectively disposed corresponding to a different pixel region (RP, GP, and BP), to convert white (W) light into each of red, green, and blue light, respectively.

[0159] As described above, white (W) light emitted from OLED D passes through red filter 582, green filter 584, and blue filter 586 respectively, which are set for red pixel region RP, green pixel region GP, ​​and blue pixel region BP, so that red light, green light, and blue light are displayed in red pixel region RP, green pixel region GP, ​​and blue pixel region BP.

[0160] Figure 5 This is a schematic cross-sectional view illustrating an organic light-emitting diode having three light-emitting portions according to another exemplary aspect of this disclosure. Figure 5 As shown, the organic light-emitting diode (OLED) D2 includes a first electrode 610 and a second electrode 620, and a light-emitting layer 630 disposed between the first electrode 610 and the second electrode 620.

[0161] One of the first electrode 610 and the second electrode 620 can be an anode, and the other can be a cathode. As an example, the first electrode 610 can be an anode for injecting holes, and the second electrode 620 can be a cathode for injecting electrons. One of the first electrode 610 and the second electrode 620 can be a reflective electrode, and the other can be a transmissive (or semi-transmissive) electrode. As an example, the thickness of each of the first electrode 610 and the second electrode 620 can be, but is not limited to, approximately [amount missing]. to approximately For example, about to approximately

[0162] The light-emitting layer 630 includes a first light-emitting portion 700, a second light-emitting portion 800, and a third light-emitting portion 900. The light-emitting layer 630 also includes a first charge-generating layer (CGL1) 770 disposed between the first light-emitting portion 700 and the third light-emitting portion 900, and a second charge-generating layer (CGL2) 970 disposed between the second light-emitting portion 800 and the third light-emitting portion 900. Since CGL1 770 is disposed between the first light-emitting portion 700 and the third light-emitting portion 900, and CGL2 970 is disposed between the second light-emitting portion 800 and the third light-emitting portion 900, the first light-emitting portion 700, CGL1 770, the third light-emitting portion 900, CGL2 970, and the second light-emitting portion 800 are sequentially disposed above the first electrode 610. In other words, the first light-emitting part 700 is disposed between the first electrode 610 and CGL1 770, the second light-emitting part 800 is disposed between the second electrode 620 and CGL2 970, and the third light-emitting part 900 is disposed between CGL1 770 and CGL2 970.

[0163] The first light-emitting portion 700 includes a first light-emitting material layer (lower EML, EML1) 740. The first light-emitting portion 700 may further include at least one of HIL 710 disposed between the first electrode 610 and EML1 740, HTL1 (lower HTL) 720 disposed between HIL710 and EML1 740, and ETL1 (lower ETL) 750 disposed between EML1 740 and CGL1 770. Alternatively, the first light-emitting portion 700 may further include EBL1 (lower EBL) 730 disposed between HTL1 720 and EML1 740.

[0164] The second light-emitting portion 800 includes a second light-emitting material layer (upper EML, EML2) 840. The second light-emitting portion 800 may further include at least one of the following: HTL2 (upper HTL) 820 disposed between CGL2 970 and EML2 840, ETL2 (upper ETL) 850 disposed between the second electrode 620 and EML2 840, and EIL 860 disposed between the second electrode 620 and ETL2 850. Alternatively, the second light-emitting portion 800 may further include EBL2 (upper EBL) 830 disposed between HTL2 820 and EML2 840.

[0165] The third light-emitting part 900 includes a third light-emitting material layer (middle EML, EML3) 940. The third light-emitting part 900 may also include at least one of a third hole transport layer (middle HTL, HTL3) 920 disposed between CGL1 770 and EML3 940 and a third electron transport layer (middle ETL, ETL3) 950 disposed between EML3 940 and CGL2 970.

[0166] EML1 740 comprises a first host 742 of an anthracene-based organic compound and a first dopant 744 of a boron-based organic compound, causing EML1 740 to emit blue light. EML2 840 comprises a second host 842 of anthracene-based organic compound and a second dopant 844 of a boron-based organic compound, causing EML2 840 to emit blue light.

[0167] As an example, the first body 742 can be an anthracene-based organic compound in which at least the nuclear carbon atoms in the anthracene nucleus are deuterated, and can have the structures of Formula 1 and Formula 2. The second body 842 can be an anthracene-based organic compound in which the nuclear carbon atoms of the aromatic rings in the molecule are either not deuterated or partially deuterated, and can have the structures of Formula 3 and Formula 4.

[0168] The first dopant 744 and the second dopant 844 each comprise a boron-based organic compound, such that both EML1 740 and EML2 840 emit blue light. The first dopant 744 and the second dopant 844 may be the same or different. The first dopant 744 and the second dopant 844 may each independently have the structures of Formulas 5 and 6.

[0169] The content of the first dopant 744 and the second dopant 844 in EML1 740 and EML2 840 respectively can be, but is not limited to, from about 1 wt% to about 10 wt%, for example, from about 1 wt% to about 5 wt%. As an example, the thickness of EML1 740 and EML2 840 can each be, but is not limited to, about... to approximately For example, about to approximately

[0170] HIL 710 is disposed between the first electrode 610 and HTL1 720 and improves the interface characteristics between the inorganic first electrode 610 and the organic HTL1 720. HIL 710 may contain a hole implantation host and a hole implantation dopant.

[0171] In one exemplary aspect, the hole injection host may include, but is not limited to, anthracene-based organic compounds having the structure of Formula 16:

[0172] [Formula 16]

[0173]

[0174] Where R 101 To R 104 Each independently is C6 to C 30 Aryl, wherein C6 to C 30 Aryl groups can be unsubstituted or via C1 to C2. 10 Alkyl substitution.

[0175] For example, R in Equation 16 101 To R 104 Each can independently include its own unsubstituted or C1 to C1 components. 10 Alkyl-substituted phenyl, naphthyl (e.g., 1-naphthyl and 2-naphthyl), and phenanthrene groups. As examples, the hole injection host may be selected from, but is not limited to, anthracene-based compounds having the structure of Formula 17:

[0176] [Equation 17]

[0177]

[0178] Hole injection dopants may include, but are not limited to, alkali metal halides such as LiF, NaF and CsF; and / or alkaline earth metal halides such as BaF2 and MgF2.

[0179] The hole implantation host having the structures of Formulas 16 and 17 in HIL 710 can be mixed with alkali metal halide and / or alkaline earth metal halide hole implantation dopants in a weight ratio of, but not limited to, about 9:1 to about 5:5, for example, about 8:2 to about 5:5. As an example, the thickness of HIL 710 can be, but is not limited to, about... to approximately For example, about to approximately

[0180] HTL1 720, HTL2 820, and HTL3 920 each respectively transport holes to EML1 740, EML2 840, and EML3 940. In one exemplary aspect, HTL1 720, HTL2 820, and HTL3 920 may each independently comprise, but are not limited to, spirofluorene-based organic compounds having the structures of Formulas 7 and 8. The thickness of HTL1 720 may be approximately... to approximately For example, about to approximately The thickness of HTL2 820 can be approximately to approximately For example, about to approximately And the thickness of HTL3 920 can be approximately to approximately For example, about to approximately But it is not limited to this.

[0181] ETL1 750 transfers electrons to EML1 740. In one exemplary aspect, ETL1 750 may contain an organic compound with a triplet energy level equal to or greater than about 2.6 eV. As an example, ETL1 750 may contain an azazine-based organic compound having the structures of Formula 10 and Formula 11. The thickness of ETL1 750 may be, but is not limited to, about... to approximately For example, about to approximately

[0182] ETL2 850 transfers electrons to EML2 840 and can contain organic compounds with excellent electron injection properties. As an example, ETL2 850 can contain benzimidazole-based organic compounds having structures of formulas 12 to 13.

[0183] In one exemplary aspect, the ETL2 850 may be composed of a benzimidazole-based organic compound. Since benzimidazole-based organic compounds having structures of Formulas 12 to 13 exhibit excellent electron injection characteristics and charge mobility, the ETL2850, comprising a benzimidazole-based organic compound and disposed adjacent to the second electrode 620 providing electrons, can maximize its electron injection characteristics and charge mobility.

[0184] In another exemplary aspect, ETL2 850 may comprise a benzimidazole-based organic compound having the structure of Formula 12 to Formula 13 and an azazine-based organic compound having the structure of Formula 10 to Formula 11. In this case, the benzimidazole-based organic compound and the azazine-based organic compound in ETL2 850 may be, but are not limited to, a weight ratio of about 1:4 to about 4:1, for example, about 1:2 to about 2:1. The thickness of ETL2 850 may be, but is not limited to, about to approximately For example, about to approximately

[0185] ETL3 950 transfers electrons to EML3 940. In one exemplary aspect, ETL3 950 may comprise a benzimidazole-based organic compound having a structure of formula 12 to formula 13. The thickness of ETL3 950 may be, but is not limited to, approximately... to approximately For example, about to approximately

[0186] EIL860 is disposed between the second electrode 620 and ETL2 850 and can improve the physical properties of the second electrode 620, thereby increasing the lifetime of OLED D2. In an exemplary embodiment, EIL860 may contain, but is not limited to, alkali metal halides or alkaline earth metal halides such as LiF, CsF, NaF, BaF2, etc.; and / or organometallic compounds such as lithium benzoate, sodium stearate, etc.

[0187] Alternatively, in addition to alkali metal halides, alkaline earth metal halides, and organometallic compounds, EIL860 can also be doped with alkali metals such as Li, Na, K, and Cs; alkaline earth metals such as Mg, Sr, Ba, and Ra; and / or lanthanides such as Yb. The thickness of EIL860 can be, but is not limited to, approximately... to approximately For example, about to approximately

[0188] EBL1 730 prevents electrons from being transferred to the first electrode 610 via EML1 740, and EBL2 830 prevents electrons from being transferred to CGL2 970 via EML2 840. In one exemplary aspect, EBL1 730 and EBL2 830 may each independently comprise, but are not limited to, a spirofluorene-based organic compound having a structure of Formula 18:

[0189] [Formula 18]

[0190]

[0191] L5 is C6 to C 30 aryl; n is 0 or 1; R 111 and R 112 Each independently is C6 to C 30 Aryl or C5 to C 30 heteroaryl, of which C6 to C 30 Aryl and C5 to C 30 Each of the heteroaryl groups can be unsubstituted or via C1 to C2. 10 Alkyl and C6 to C 20 At least one of the aryl groups is substituted.

[0192] For example, L5 in Formula 18 includes phenylene, and R in Formula 18 111 and R 112 Each can independently include each independently unsubstituted or C1 to C1. 10 Alkyl and C6 to C 20 The phenyl group (e.g., phenyl) is substituted with at least one of the following: phenyl, biphenyl, fluorenyl, carbazolyl, phenyl-carbazolyl, carbazolyl-phenyl, dibenzofuranyl, and dibenzothiophene.

[0193] As examples, EBL1 730 and EBL2 830 can each be independently selected from, but not limited to, the following spirofluorene-based organic compounds having the structure of Formula 19:

[0194] [Formula 19]

[0195]

[0196] The thicknesses of EBL1 730 and EBL2 830 can each be independently determined, but are not limited to, approximately... to approximately For example, about to approximately

[0197] CGL1 770 is disposed between the first light-emitting part 700 and the second light-emitting part 800 (particularly, the third light-emitting part 900). CGL1 770 includes a first N-type CGL (N-CGL1) 780 disposed between ETL1 750 and HTL3 920 and a first P-type CGL (P-CGL1) 790 disposed between N-CGL1 780 and HTL3 920. N-CGL1 780 supplies electrons to EML1 740 of the first light-emitting part 700, and P-CGL1 790 supplies holes to EML3 940 of the third light-emitting part 900.

[0198] CGL2 970 is disposed between the second light-emitting part 800 and the third light-emitting part 900. CGL2 970 includes a second N-CGL (N-CGL2) 980 disposed between ETL3950 and HTL2 820 and a second P-type CGL (P-CGL2) 990 disposed between N-CGL2 980 and HTL2 820. N-CGL2 980 supplies electrons to EML3 940 of the third light-emitting part, and P-CGL2 990 supplies holes to EML2 840 of the second light-emitting part.

[0199] N-CGL1 780 and N-CGL2 980 can each be an organic layer comprising an N-type host and an N-type dopant. In one exemplary aspect, the N-type host may comprise a phenanthroline-based organic compound having a structure of Formula 14 to Formula 15. The N-type dopant may comprise alkali metals such as Li, Na, K, and Cs; and / or alkaline earth metals such as Mg, Sr, Ba, and Ra. For example, the content of the N-type dopant in each of N-CGL1 780 and N-CGL2 980 may be, but is not limited to, from about 1% by weight to about 10% by weight. The thickness of N-CGL1 780 may be, but is not limited to, about... to approximately For example, about to approximately The thickness of N-CGL2 980 can be, but is not limited to, approximately to approximately For example, about to approximately

[0200] P-CGL1 790 and P-CGL2 990 can each be an organic layer comprising a P-type host and a P-type dopant. In one exemplary aspect, the P-type host may comprise a spirofluorene-based organic compound having the structure of Formula 7 and Formula 8, and the P-type dopant may comprise, but is not limited to, any of an axylene-based organic compound having the structure of Formula 9. The content of the P-type dopant in each of P-CGL1 790 and P-CGL2 990 may be, but is not limited to, from about 1 wt% to about 40 wt%, for example, from about 3 wt% to about 30 wt%. The thickness of each of P-CGL1 790 and P-CGL2 990 may be, but is not limited to, about 1 wt% to about 40 wt%. to approximately For example, about to approximately

[0201] EML3 940 includes a lower EML (first layer) 940A and an upper EML (second layer) 940B. The lower EML 940A is disposed adjacent to the first electrode 610, and the upper EML 940B is disposed adjacent to the second electrode 620. One of the lower EML 940A and the upper EML 940B can be a green luminescent material layer, and the other of the lower EML 940A and the upper EML 940B can be a red luminescent material layer. The green luminescent material layer and the red luminescent material layer are arranged sequentially to form EML3 940.

[0202] For example, the lower EML940A can be a red luminescent material layer. In this case, the lower EML940A can include a red host (third host) 942a and a red dopant (third dopant) 944a. In one exemplary aspect, the red host 942a can include a P-type red host (hole-type red host) and an N-type red host (electron-type red host).

[0203] As examples, the P-type red body can include, but is not limited to, spirofluorene-based organic compounds having structures of Formulas 7 to 8. The N-type red body can include, but is not limited to, quinazoline-carbazole-based organic compounds having structures of Formula 20.

[0204] [Formula 20]

[0205]

[0206] Where R 121 Protium, deuterium, C1 to C 20 Alkyl or C6 to C 30 Aryl; R 122 C6 to C 30 Aryl; R 123 and R 124 Each is independently classified as protium, deuterium, C5 to C 30 heteroaryl, of which C5 to C 30 Unsubstituted heteroaryl groups or those via C6 to C6 30 Aryl groups (which may be unsubstituted or via other C6 to C6 pathways) 30 Aryl group further substitution) substitution, or in the case where p and q are each independently 2 or greater, R 123 The two adjacent pairs in R 124 The two adjacent elements in the middle each form C6 to C6. 10 Aroma ring, of which R 123 and R 124 At least one of them can be C5 to C 30 heteroaryl, or R 123 The two adjacent pairs in R 124 At least one of the two adjacent elements can form C6 to C6.10 Aromatic rings; o, p, and q are each the number of substituents and are independent integers from 0 to 4.

[0207] For example, in Equation 20, R 121 It can include protium and deuterium, R 122 It can include phenyl, R 123 It can include protium and deuterium or R. 123 Two adjacent molecules can form a benzene ring, and R 124 It may include carbazole and benzocarbazole groups, each of which can be independently substituted with a phenyl and / or naphthyl group, wherein each phenyl and / or naphthyl group can be independently unsubstituted or further substituted with other phenyl and / or other naphthyl groups. As an example, the N-type red body may be selected from, but is not limited to, organic compounds having the structure of Formula 21:

[0208] [Equation 21]

[0209]

[0210]

[0211] In one exemplary aspect, the P-type red body and the N-type red body in the lower EML940A may be mixed in a weight ratio of about 1:9 to about 9:1, for example about 2:8 to about 8:2 or about 7:3 to about 3:7.

[0212] The red dopant 944a may include at least one of a red phosphorescent material, a red fluorescent material, and a red delayed fluorescent material. In one exemplary aspect, the red phosphorescent material may have, but is not limited to, the structure of the following formula 22:

[0213] [Equation 22]

[0214]

[0215] Where R 131 It is protium, deuterium, halogen atom, C1 to C6 alkyl, C3 to C6 cycloalkyl, C6 to C 10 Aryl or C3 to C 10 For heteroaryl groups, when r is greater than 2, R 131 They can be the same or different from each other; R 132 To R 135 Each is independently a protium, deuterium, halogen atom, C1 to C6 alkyl, C3 to C6 cycloalkyl, C6 to C 10 Aryl or C3 to C 10 heteroaryl, or R 132 To R 135 The two adjacent elements in the middle form C6 to C 10 Aromatic rings, of which R 132 To R135 At least one of the two adjacent elements can form C6 to C6. 10 Aromatic rings; R 136 To R 138 Each is independently protium, deuterium, or C1 to C6 alkyl; r is the number of substituents and is an integer from 0 to 4.

[0216] In Equation 22, R 131 It may include protium, deuterium, and C1 to C6 alkyl groups, R 132 To R 135 Each can independently include protium, deuterium, C1 to C6 alkyl groups, or R 132 To R 135 At least one of the two adjacent components can form a benzene ring. As an example, the red dopant 944a can be selected from, but is not limited to, the following red phosphorescent materials having a structure of Formula 23:

[0217] [Equation 23]

[0218]

[0219] The upper EML 940B can be a green luminescent material layer. In this case, the upper EML 940B can include a green host (fourth host) 942b and a green dopant (fourth dopant) 944b. In one exemplary aspect, the green host 942b can include a P-type green host (hole-type green host) and an N-type green host (electron-type green host).

[0220] As an example, the P-type green host can include, but is not limited to, biscarbazole-based organic compounds having the structure of Formula 24:

[0221] [Equation 24]

[0222]

[0223] Where R 141 and R 142 Each independently is C6 to C 30 Aryl, wherein C6 to C 30 Aryl groups can be either unsubstituted or via other C6 to C6 pathways. 10 Aryl groups are further substituted.

[0224] In Equation 24, R 141 and R 142 Each may independently comprise a phenyl group and a naphthyl group, wherein the phenyl group and naphthyl group may be independently unsubstituted or substituted with other phenyl groups and / or other naphthyl groups. As an example, the P-type green body may be selected from, but is not limited to, the following biscarbazole-based organic compounds having the structure of Formula 25:

[0225] [Equation 25]

[0226]

[0227]

[0228] The N-type green host can include, but is not limited to, triazine-based organic compounds having the structure of Formula 26:

[0229] [Equation 26]

[0230]

[0231] Where R 151 and R 152 Each independently is C6 to C 30 Aryl; R 153 C 10 To C 20 Fused heteroaryl groups, the C 10 To C 20 Fused heteroaryl groups can be unsubstituted or C-substituted. 10 To C 20 The fused aryl group is further substituted; L6 is C6 to C6. 30 aryl; s is 0 or 1.

[0232] In Equation 26, R 151 and R 152 Each can independently include phenyl, R 153 It may include dibenzofuranyl and dibenzothiopheneyl, each of which may be independently unsubstituted or substituted with triphenylene and / or phenanthrene; and L6 may include phenylene. As an example, the N-type green body may be selected from, but is not limited to, triazine-based organic compounds having the structure of Formula 27:

[0233] [Equation 27]

[0234]

[0235]

[0236] In one exemplary aspect, the P-type green body and the N-type green body in the EML 940B may be mixed in a weight ratio of about 1:9 to about 9:1, for example about 2:8 to about 8:2 or about 7:3 to about 3:7.

[0237] The green dopant 944b may include at least one of a green phosphorescent material, a green fluorescent material, and a green delayed fluorescent material. In one exemplary aspect, the green phosphorescent material may have, but is not limited to, the structure of the following formula 28:

[0238] [Equation 28]

[0239]

[0240] Where R 161 To R 163 Each is independently composed of protium, deuterium, halogen atoms, and C1 to C2 atoms. 10 Alkyl, C3 to C6 cycloalkyl, C6 to C 10 Aryl or C3 to C 10 Heteroaryl; t, u, and v are each the number of substituents and are independent integers from 0 to 4; X is O or S; Z1 to Z4 are each independently N or CR. 164 , where R 164 It consists of protium, deuterium, halogen atoms, and C1 to C2 atoms. 10 Alkyl, C3 to C6 cycloalkyl, C6 to C 10 Aryl or C3 to C 10 Mixed aromatic compounds.

[0241] In Equation 28, R 161 To R 163 Each can independently include protium, deuterium, and C1 to C2. 10 Alkyl groups, and at least one, such as at least two or at least three, of Z1 to Z4 can be CR. 164 And R 164 It can include protium, deuterium, and C1 to C2. 10 Alkyl groups. As an example, the green dopant 944b can be selected from the following green phosphorescent materials having a structure of Formula 29:

[0242] [Equation 29]

[0243]

[0244] The content of green dopant 944b in the upper EML 940B can be, but is not limited to, from about 1 wt% to about 10 wt%, for example, from about 1 wt% to about 5 wt%. The thickness of the upper EML 940B can be, but is not limited to, about to approximately For example, about to approximately

[0245] EML1 740, located adjacent to the first electrode 610, contains a first body 742 with excellent hole injection characteristics, and EML2 840, located adjacent to the second electrode 620, contains a second body 842 with excellent electron injection characteristics. Therefore, OLED D2 can reduce its driving voltage and improve its luminous efficiency and luminous lifetime. White light emitted from the OLED D2 in the red pixel region RP, green pixel region GP, ​​and blue pixel region BP is transmitted through the color filter layer 580 in each pixel region. Figure 4), making the organic light-emitting display device 500 ( Figure 4 It can achieve full-color images.

[0246] exist Figure 5 In this example, OLED D2 has three light-emitting units arranged in a series. Alternatively, the OLED may also include at least one light-emitting unit and at least one charge-generating layer between the light-emitting units.

[0247] Furthermore, the organic light-emitting device according to this disclosure may include a color conversion layer. Figure 6 This is a schematic cross-sectional view of an organic light-emitting display device, which is another exemplary aspect of this disclosure.

[0248] like Figure 6 As shown, the organic light-emitting display device 1000 includes: a first substrate 1002 defining each of a red pixel region RP, a green pixel region GP, ​​and a blue pixel region BP; a second substrate 1004 facing the first substrate 1002; a thin-film transistor Tr above the first substrate 1002; an organic light-emitting diode (OLED) D disposed between the first substrate 1002 and the second substrate 1004 and emitting blue (B) light; and a color conversion layer 1080 disposed between the OLED D and the second substrate 1004. Although not shown in Figure 6 As shown in the figure, a color filter layer may be provided between the second substrate 1004 and each color conversion layer 1080.

[0249] A thin-film transistor Tr is disposed above the first substrate 1002, corresponding to each of the red pixel region RP, the green pixel region GP, ​​and the blue pixel region BP. A passivation layer 1060 is formed over the entire first substrate 1002 and covers the thin-film transistor Tr. The passivation layer 1060 has a drain contact hole that exposes one of the electrodes constituting the thin-film transistor Tr, such as a drain electrode.

[0250] An OLEDD comprising a first electrode 1110, a light-emitting layer 1130, and a second electrode 1120 is disposed above a passivation layer 1060. The first electrode 1110 can be connected to the drain electrode of a thin-film transistor Tr through a drain contact hole. Furthermore, a dam layer 1064 covering the edge of the first electrode 1110 is formed at the boundary between the red pixel region RP, the green pixel region GP, ​​and the blue pixel region BP. In this configuration, the OLEDD can have… Figure 2 The structure allows it to emit blue (B) light. OLED D is positioned in each of the red pixel region RP, green pixel region GP, ​​and blue pixel region BP to provide blue (B) light.

[0251] The color conversion layer 1080 may include a first color conversion layer 1082 corresponding to the red pixel region RP and a second color conversion layer 1084 corresponding to the green pixel region GP. As an example, the color conversion layer 1080 may contain inorganic light-emitting materials such as quantum dots (QDs).

[0252] Blue (B) light emitted from the OLED D in the red pixel region RP is converted into red (R) light through the first color conversion layer 1082, and blue (B) light emitted from the OLED D in the green pixel region GP is converted into green (G) light through the second color conversion layer 1084. Therefore, the organic light-emitting display device 1000 can realize color images.

[0253] Furthermore, when light emitted from the OLED D is displayed through the first substrate 1002, the color conversion layer 1080 can be disposed between the OLED D and the first substrate 1002.

[0254] Synthesis Example 1: Synthesis of Main Bodies 1-2

[0255] (1) Synthesis of intermediate A-1

[0256] [Reaction 1-1]

[0257]

[0258] Anhydrous copper bromide (45 g, 0.202 mol) was added to a CCl4 solution containing anthracene-D10 (18.8 g, 0.10 mol). The reaction mixture was heated and stirred under a nitrogen atmosphere for 12 hours. After the reaction was complete, white CuBr(I) was filtered off, and the filtrate was purified by passing it through a 35 nm alumina column. The solvent was removed from the purified reaction solution under vacuum to obtain a mixture containing intermediate A-1 (9-bromoanthracene-D9). This mixture contains intermediate A-1 as the major component and the starting material (anthracene-D10) and dibromo byproducts as minor components. This mixture can be used as the starting material in reactions 1-2 without further purification.

[0259] (2) Synthesis of intermediate A-2

[0260] [Reaction 1-2]

[0261]

[0262] Intermediate A-1 (2.66 g, 0.01 mol) and naphthalene-1-boronic acid (1.72 g, 0.01 mol) were added to a round-bottom flask, followed by the addition of toluene (30 ml) to form a mixed solution. Under a nitrogen atmosphere, the mixture was stirred while adding an aqueous solution of Na₂CO₃ (2.12 g) dissolved in distilled water (10 ml). Pd(PPh₃)₄ (tetra(triphenylphosphine)palladium(0), 0.25 g, 0.025 mmol) as a catalyst was further added to the mixture with stirring. After the reaction was complete, the reaction solution was added to a methanol solution to precipitate the product, and the precipitated product was filtered. The precipitated product was washed sequentially with water, an aqueous solution of hydrogen chloride (10% concentration), water, and methanol in a vacuum filter. The precipitated product was purified to give intermediate A-2 (2.6 g, yield: 83%) as a white powder.

[0263] (3) Synthesis of intermediate A-3

[0264] [Reaction Formula 1-3]

[0265]

[0266] After dissolving intermediate A-2 (2.8 g, 8.75 mmol) in dichloromethane (50 mL), Br2 (1.4 g, 8.75 mmol) was added to the solution, and the solution was stirred at room temperature (RT). After the reaction was complete, 2 M Na2S2O3 aqueous solution (10 mL) was added to the reactants and stirred. The organic layer was separated and washed with Na2S2O3 aqueous solution (10% concentration, 10 mL) and distilled water. The organic layer was separated again, and water in the organic layer was removed by passing MgSO4. After concentrating the organic solution, excess methanol was added to obtain the product. The product was filtered to give intermediate A-3 (3.3 g).

[0267] (4) Synthesis of main body 1-2

[0268] [Reaction Equations 1-4]

[0269]

[0270] Intermediate A-3 (1.96 g, 0.05 mol) and naphthalene-2-boronic acid (1.02 g, 0.06 mol) were added and dissolved in toluene (30 mL). The mixture was stirred under a nitrogen atmosphere. An aqueous solution of Na2CO3 (1.90 g) dissolved in distilled water (8 mL) (1 mL) was added to the mixture, followed by the addition of Pd(PPh3)4 (0.125 g, 0.0125 mmol). The mixture was heated under a nitrogen atmosphere to allow the reaction to proceed. After the reaction was complete, the organic layer was separated, and methanol was added to the organic layer to precipitate a white solid mixture. The white solid mixture was purified by silica gel column chromatography using chloroform and hexane (v / v = 1:3) as eluent to give main body 1-2 (2.30 g).

[0271] Synthesis Example 2: Synthesis of Main Bodies 1-3

[0272] (1) Synthesis of intermediate B-1

[0273] [Reaction 2-1]

[0274]

[0275] AlCl2 (0.391 g, 4 mmol) was added to a benzene-D6 solution (C6D6, 100 mL) containing 10-(naphthyl-1-yl)anthracene (3.05 g, 10 mmol). After stirring the mixture at room temperature for 6 hours, D2O (50 mL) was added. The organic layer was separated from the aqueous layer, and the aqueous layer was washed with dichloromethane (CH2Cl2). After separation of the organic layer, MgSO4 was added under stirring to dry the organic layer, and then the organic solvent was separated only by filtration. The separated organic solvent was removed by rotary evaporation to obtain the crude product. The crude product was purified by column chromatography to give intermediate B-1 (2.88 g, 9 mmol).

[0276] (2) Synthesis of intermediate B-2

[0277] [Reaction 2-2]

[0278]

[0279] After dissolving intermediate B-1 (2.88 g, 9 mmol) in dichloromethane (50 mL), Br2 (1.45 g, 9 mmol) was added to the solution, and the solution was stirred. After the reaction was complete, 2 M Na2S2O3 aqueous solution (10 mL) was added to the reactants and the mixture was stirred. The organic layer was separated and washed with Na2S2O3 aqueous solution (10% concentration, 10 mL) and distilled water. The organic layer was separated again, and water in the organic layer was removed by passing MgSO4. After concentrating the organic solution, excess methanol was added to obtain the product. The product was filtered to give intermediate B-2 (2.8 g).

[0280] (3) Synthesis of main body 1-3

[0281] [Reaction 2-3]

[0282]

[0283] Intermediate B-2 (2.8 g, 7 mmol) and naphthalene-2-boronic acid (1.38 g, 8 mmol) were added to a round-bottom flask, followed by the addition of toluene (30 mL) to form a mixed solution. Under a nitrogen atmosphere, the mixture was stirred while adding an aqueous solution of Na₂CO₃ (2.12 g) dissolved in distilled water (10 mL). Pd(PPh₃)₄ (0.25 g, 0.025 mmol) as a catalyst was further added to the mixture with stirring. After the reaction was complete, the reaction solution was added to a methanol solution to precipitate the product, and the precipitated product was filtered. The precipitated product was washed sequentially with water, an aqueous solution of hydrogen chloride (10% concentration), water, and methanol in a vacuum filter. The precipitated product was purified to give main body 1-3 (2.65 g).

[0284] Synthesis Example 3: Synthesis of Main Bodies 1-4

[0285] (1) Synthesis of intermediate C-1

[0286] [Reaction 3-1]

[0287]

[0288] AlCl2 (0.391 g, 4 mmol) was added to a benzene-D6 solution (C6D6, 100 mL) containing 10-(naphthyl-2-yl)anthracene (3.05 g, 10 mmol). After stirring the mixture at room temperature for 6 hours, D2O (50 mL) was added. The organic layer was separated from the aqueous layer, and the aqueous layer was washed with dichloromethane (CH2Cl2). After separation of the organic layer, MgSO4 was added under stirring to dry the organic layer, and then the organic solvent was separated only by filtration. The separated organic solvent was removed by rotary evaporation to obtain the crude product. The crude product was purified by column chromatography to give intermediate C-1 (2.88 g, 9 mmol).

[0289] (2) Synthesis of intermediate C-2

[0290] [Reaction 3-2]

[0291]

[0292] After dissolving intermediate C-1 (2.88 g, 9 mmol) in dichloromethane (50 mL), Br2 (1.45 g, 9 mmol) was added to the solution, and the solution was stirred. After the reaction was complete, 2 M Na2S2O3 aqueous solution (10 mL) was added to the reactants and the mixture was stirred. The organic layer was separated and washed with Na2S2O3 aqueous solution (10% concentration, 10 mL) and distilled water. The organic layer was separated again, and water in the organic layer was removed by passing MgSO4. After concentrating the organic solution, excess methanol was added to obtain the product. The product was filtered to give intermediate C-2 (2.8 g).

[0293] (3) Synthesis of main body 1-4

[0294] [Reaction 3-3]

[0295]

[0296] Intermediate C-2 (2.8 g, 7 mmol) and naphthalene-1-boronic acid (1.38 g, 8 mmol) were added to a round-bottom flask, followed by the addition of toluene (30 mL) to form a mixed solution. Under a nitrogen atmosphere, the mixture was stirred while adding an aqueous solution of Na₂CO₃ (2.12 g) dissolved in distilled water (10 mL). Pd(PPh₃)₄ (0.25 g, 0.025 mmol) was further added as a catalyst to the mixture, and the mixture was stirred. After the reaction was complete, the reaction solution was added to a methanol solution to precipitate the product, and the precipitated product was filtered. The precipitated product was washed sequentially with water, an aqueous solution of hydrogen chloride (10% concentration), water, and methanol in a vacuum filter. The precipitated product was purified to give main component 1-4 (2.65 g).

[0297] Synthesis Example 4: Synthesis of Main Bodies 1-5

[0298] [Reaction 4]

[0299]

[0300] AlCl2 (0.391 g, 4 mmol) was added to a benzene-D6 solution (C6D6, 100 ml) containing α,β-ADN (9-(1-naphthyl)-10-(2-naphthyl)anthracene, 4.3 g, 10 mmol). After stirring the mixture at room temperature for 6 hours, D2O (50 ml) was added. The organic layer was separated from the aqueous layer, and the aqueous layer was washed with dichloromethane (CH2Cl2). After separation of the organic layer, MgSO4 was added under stirring to dry the organic layer, and then the organic solvent was separated only by filtration. The separated organic solvent was removed by rotary evaporation to obtain the crude product. The crude product was purified by column chromatography to give main product 1-5 (4 g).

[0301] Example 1: Fabrication of Organic Light Emitting Diode (OLED)

[0302] An organic light-emitting diode (OLED) with a tandem structure of two light-emitting portions is fabricated by using substrates 1-5 as the first substrate in EML1 and substrates 1-3 as the second substrate in EML2. A glass substrate coated with ITO as a thin film is washed with UV-treated ozone and then transferred to a vacuum chamber for depositing the light-emitting layer. Subsequently, the light-emitting layer is deposited in approximately 10... -7 The light-emitting layer and cathode are deposited by vapor deposition from a heated vessel.

[0303] HIL (E3 (97 wt%) in Formula 8, I1 (3 wt%) in Formula 9, );HTL1 (E3 in Equation 8, EML1 (body 1-5 (98 wt%), dopant 2 (2 wt%), ); ETL1 (F1 in Equation 11, ); n-CGL (H1 (95 wt%) in Formula 15, Li (2 wt%), ); p-CGL (E3 (85 wt%) in Formula 8, I1 (3 wt%) in Formula 9, );HTL2 (E3 in Equation 8, EML2 (body 1-3 (98 wt%), dopant 1 (2 wt%), ); ETL2 (F1 in Formula 11 and G1 in Formula 13 (1:1 by weight, 50% by weight), Liq (50% by weight), EIL (LiF (50 wt%), Yb (50 wt%) ); and cathode (Ag:Mg = 10:1 by weight, ).

[0304] The OLED is then transferred from the vacuum chamber to a drying oven for film formation, followed by encapsulation using UV-curable epoxy resin and a desiccant.

[0305] Example 2: OLED Manufacturing

[0306] The OLED was manufactured using the same steps and materials as in Example 1, except that bodies 1-4 were used as the second body in EML2 instead of bodies 1-3.

[0307] Example 3: OLED Manufacturing

[0308] The OLED was manufactured using the same steps and materials as in Example 1, except that bodies 1-2 were used as the first bodies in EML1 instead of bodies 1-5, and bodies 1-4 were used as the second bodies in EML2 instead of bodies 1-3.

[0309] Example 4: OLED Manufacturing

[0310] The OLED was manufactured using the same steps and materials as in Example 3, except that bodies 1-5 were used as the second body in EML2 instead of bodies 1-4.

[0311] Comparative Example 1 (Ref. 1): OLED Manufacturing

[0312] The OLED is manufactured using the same steps and materials as in Example 1, except that body 1-1 is used as the first body in EML1 instead of body 1-5, and body 1-1 is used as the second body in EML2 instead of body 1-3.

[0313] Comparative Example 2 (Ref. 2): OLED Manufacturing

[0314] The OLED is manufactured using the same steps and materials as in Example 1, except that body 1-1 is used as the first body in EML1 instead of body 1-5, and body 1-5 is used as the second body in EML2 instead of body 1-3.

[0315] Comparative Example 3 (Ref. 3): OLED Manufacturing

[0316] The OLED was manufactured using the same steps and materials as in Example 1, except that body 1-2 was used as the first body in EML1 instead of body 1-5, and body 1-2 was used as the second body in EML2 instead of body 1-3.

[0317] Comparative Example 4 (Ref. 4): OLED Manufacturing

[0318] The OLED was manufactured using the same steps and materials as in Example 1, except that bodies 1-3 were used as the first body in EML1 instead of bodies 1-5.

[0319] Comparative Example 5 (Ref. 5): OLED Manufacturing

[0320] The OLED was manufactured using the same steps and materials as in Example 1, except that bodies 1-4 were used as the first bodies in EML1 instead of bodies 1-5, and bodies 1-4 were used as the second bodies in EML2 instead of bodies 1-3.

[0321] Comparative Example 6 (Ref. 6): OLED Manufacturing

[0322] The OLED was manufactured using the same steps and materials as in Example 1, except that bodies 1-5 were used as the second body in EML2 instead of bodies 1-3.

[0323] Comparative Example 7 (Ref. 7): OLED Manufacturing

[0324] The OLED is manufactured using the same steps and materials as in Example 1, except that body 1-3 is used as the first body in EML1 instead of body 1-5, and body 1-5 is used as the second body in EML2 instead of body 1-3.

[0325] Comparative Example 8 (Ref. 8): OLED Manufacturing

[0326] The OLED was manufactured using the same steps and materials as in Example 1, except that bodies 1-4 were used as the first bodies in EML1 instead of bodies 1-5, and bodies 1-5 were used as the second bodies in EML2 instead of bodies 1-3.

[0327] Experimental Example 1: Measurement of the luminescent properties of OLED

[0328] The OLEDs manufactured in Examples 1 to 4 and Comparative Examples 1 to 8 were connected to an external power supply, and the luminescence characteristics of all OLEDs were evaluated at room temperature using a constant current source (KEITHLEY) and a PR650 photometer. Specifically, at 10 mA / cm²... 2 The driving voltage (V), current efficiency (Cd / A), and color coordinates at current density, as well as at room temperature and 22.5 mA / cm². 2 The time period during which the brightness decreases from the initial brightness at 3000 nits to 95% under a given current density (T) 95 The measurement results are shown in Table 1 below.

[0329] Table 1: Luminescent properties of OLEDs

[0330]

[0331] As shown in Table 1, compared with the OLEDs manufactured in Comparative Examples 1 and 3 to 5 (where EML1 and EML2 comprise the same bodies as the main bodies of bodies 1-1 (where all nuclear carbon atoms in the aromatic ring are undeuterated anthracene-based compounds, 0% deuteration), bodies 1-2, bodies 1-3, or bodies 1-4 (where some nuclear carbon atoms in the aromatic ring are deuterated anthracene-based compounds)), the OLEDs manufactured in Examples 1 to 4 (where EML1 comprises bodies 1-5 (where all nuclear carbon atoms in the aromatic ring are deuterated)) Anthracene-based compounds with all nuclear carbon atoms deuterated (100% deuteration) or bodies 1-2 (anthracene-based compounds with only nuclear carbon atoms in the anthracene nucleus deuterated (approximately 36% deuteration) as the first body and EML2 containing bodies 1-3, bodies 1-4 (anthracene-based compounds with approximately 68% deuteration) or bodies 1-5 as the second body) reduce their driving voltage by up to 2.8% and improve their current efficiency and luminescence lifetime by up to 11.6% and 50%, respectively.

[0332] Furthermore, compared to the OLEDs manufactured in Comparative Examples 2 and 6 to 8 (where EML1 includes body 1-1 (0% deuteration), body 1-5 (100% deuteration), body 1-3 or body 1-4 (approximately 68% deuteration) as a first body and EML2 includes body 1-5 (100% deuteration) as a second body), the OLEDs manufactured in the examples reduced their driving voltage by up to 3.7% and increased their current efficiency and luminous lifetime by up to 11.6% and 25%, respectively.

[0333] Example 5: OLED Manufacturing

[0334] The OLED was manufactured using the same steps and materials as in Example 1, except that dopant 2 was used as the dopant in EML2 instead of dopant 1.

[0335] Example 6: OLED Manufacturing

[0336] The OLED was manufactured using the same steps and materials as in Example 5, except that bodies 1-4 were used as the second body in EML2 instead of bodies 1-3.

[0337] Comparative Example 9 (Ref. 9): OLED Manufacturing

[0338] The OLED was manufactured using the same steps and materials as in Example 5, except that subject 1-1 was used as the first subject in EML1 instead of subject 1-5 and subject 1-1 was used as the second subject in EML2 instead of subject 1-3.

[0339] Comparative Example 10 (Ref. 10): OLED Manufacturing

[0340] The OLED was manufactured using the same steps and materials as in Example 5, except that body 1-1 was used as the first body in EML1 instead of body 1-5 and body 1-5 was used as the second body in EML2 instead of body 1-3.

[0341] Comparative Example 11 (Ref. 11): OLED Manufacturing

[0342] The OLED was manufactured using the same steps and materials as in Example 5, except that the first body 1-2 was used instead of the first body 1-5 in EML1 and the second body 1-3 was used instead of the first body 1-3 in EML2.

[0343] Comparative Example 12 (Ref. 12): OLED Manufacturing

[0344] The OLED was manufactured using the same steps and materials as in Example 5, except that bodies 1-3 were used as the first body in EML1 instead of bodies 1-5.

[0345] Comparative Example 13 (Ref. 13): OLED Manufacturing

[0346] The OLED was manufactured using the same steps and materials as in Example 5, except that the first body 1-4 was used instead of the first body 1-5 in EML1 and the second body 1-3 was used instead of the first body 1-3 in EML2.

[0347] Comparative Example 14 (Ref. 14): OLED Manufacturing

[0348] The OLED was manufactured using the same steps and materials as in Example 5, except that bodies 1-5 were used as the second body in EML2 instead of bodies 1-3.

[0349] Comparative Example 15 (Ref. 15): OLED Manufacturing

[0350] The OLED was manufactured using the same steps and materials as in Example 5, except that the first body 1-3 was used instead of the first body 1-5 in EML1 and the second body 1-5 was used instead of the first body 1-3 in EML2.

[0351] Comparative Example 16 (Ref. 16): OLED Manufacturing

[0352] The OLED was manufactured using the same steps and materials as in Example 5, except that bodies 1-4 were used as the first bodies in EML1 instead of bodies 1-5 and bodies 1-5 were used as the second bodies in EML2 instead of bodies 1-3.

[0353] Experiment Example 2: Measurement of the luminescent properties of OLED

[0354] The luminescence characteristics of the OLEDs manufactured in Examples 5 to 6 and Comparative Examples 9 to 16 were measured as in Experimental Example 1. The measurement results are shown in Table 2 below.

[0355] Table 2: Luminescent properties of OLEDs

[0356]

[0357] As shown in Table 2, compared with the OLEDs manufactured in Comparative Examples 9 and 11 to 13 (where EML1 and EML2 comprise the same host as host 1-1 (an anthracene-based compound in which all nuclear carbon atoms in the aromatic ring are not deuterated, 0% deuteration), host 1-2, host 1-3, or host 1-4 (an anthracene-based compound in which some nuclear carbon atoms in the aromatic ring are deuterated), the OLEDs manufactured in Examples 5 and 6 (where EML1 comprises host 1-5 (an anthracene-based compound in which all nuclear carbon atoms in the aromatic ring are deuterated, 100% deuteration) as the first host and EML2 comprises host 1-3 or host 1-4 (an anthracene-based compound with approximately 68% deuteration) as the second host) reduced their driving voltage by up to 2.8% and increased their current efficiency and luminous lifetime by up to 11.6% and 48%, respectively.

[0358] Furthermore, compared to the OLEDs manufactured in Comparative Examples 10 and 14 to 16 (where EML1 includes body 1-1 (0% deuteration), body 1-5 (100% deuteration), body 1-3 or body 1-4 (approximately 68% deuteration) as a first body and EML2 includes body 1-5 (100% deuteration) as a second body), the OLEDs manufactured in the examples reduced their driving voltage by up to 3.7% and increased their current efficiency and luminous lifetime by up to 11.6% and 23.3%, respectively.

[0359] It will be apparent to those skilled in the art that various modifications and variations can be made to this disclosure without departing from the scope of the invention. Therefore, this disclosure is intended to cover such modifications and variations as long as they fall within the scope of the appended claims.

[0360] The following content corresponds to the original claims in the parent application and is incorporated herein as part of the specification:

[0361] 1. An organic light-emitting diode, comprising:

[0362] First electrode;

[0363] The second electrode facing the first electrode;

[0364] A first light-emitting portion disposed between the first electrode and the second electrode and including a first light-emitting material layer;

[0365] A second light-emitting portion disposed between the first light-emitting portion and the second electrode and including a second light-emitting material layer; and

[0366] A first charge generation layer is disposed between the first light-emitting part and the second light-emitting part.

[0367] The first luminescent material layer comprises a first body having a structure according to Formula 1; and

[0368] The second luminescent material layer comprises a second body having the structure of Formula 3:

[0369] [Formula 1]

[0370]

[0371] [Formula 3]

[0372]

[0373] Ar1 and Ar2 are each independently C6 to C6. 20 Aryl; D represents deuterium; a1 and a2 are each independent integers from 0 to 8; b1, b2, c1 and c2 are each independent numbers of deuterium substituted on carbon atoms in Ar1 and Ar2 that are not attached to anthracene rings; the sum of a1, b1 and c1 is different from the sum of a2, b2 and c2.

[0374] 2. The organic light-emitting diode according to claim 1, wherein Ar1 and Ar2 are each selected from phenyl, naphthyl and anthracene.

[0375] 3. The organic light-emitting diode according to claim 1, wherein the first host is selected from the group consisting of organic compounds:

[0376]

[0377] 4. The organic light-emitting diode according to claim 1, wherein the second host is selected from the group consisting of organic compounds:

[0378]

[0379] 5. The organic light-emitting diode according to claim 1, wherein the first light-emitting material layer comprises a first dopant, and the second light-emitting material layer comprises a second dopant, and wherein the first dopant and the second dopant each independently comprise a boron-based compound having the structure of Formula 5:

[0380] [Formula 5]

[0381]

[0382] Where R 11 To R 14 R 21 To R 24 R 31 To R 35 and R 41 To R 45Each is independently selected from protium, deuterium, C1 to C1. 10 Alkyl, C6 to C 30 Aryl, C6 to C 30 arylamino and C5 to C 30 heteroaryl, R 11 To R 14 R 21 To R 24 and R 31 To R 35 and R 41 To R 45 Each is the same as or different from the other, or R 31 To R 35 The two adjacent ones or R 41 To R 45 Each of the two adjacent cells independently forms unsubstituted or substituted C6 to C6. 10 Aromatic rings or unsubstituted or substituted C5 to C6 rings 10 Mixed aromatic rings; R 51 Selected from protium, deuterium, C1 to C 10 Alkyl, C3 to C 15 cycloalkyl, C6 to C 30 Aryl, C5 to C 30 heteroaryl and C6 to C 30 arylamino, wherein the C6 to C6... 30 Aryl and the C5 to C 30 Each of the heteroaryl groups is optionally deuterated or C1 to C2. 10 Alkyl substitution, and the C6 to C6 substituted compounds. 30 The aromatic ring of the arylamino group is optionally C1 to C2. 10 Alkyl and C6 to C 20 At least one of the aryl groups or deuterium substitution.

[0383] 6. The organic light-emitting diode according to claim 5, wherein the first dopant and the second dopant are each independently selected from the following compounds:

[0384]

[0385] 7. The organic light-emitting diode according to claim 1, wherein the first light-emitting portion further comprises at least one of a first hole transport layer disposed between the first electrode and the first light-emitting material layer and a first electron transport layer disposed between the first light-emitting material layer and the first charge-generating layer, and

[0386] The second light-emitting portion further includes at least one of a second hole transport layer disposed between the first charge generation layer and the second light-emitting material layer and a second electron transport layer disposed between the second light-emitting material layer and the second electrode.

[0387] 8. The organic light-emitting diode according to claim 7, wherein the first hole transport layer and the second hole transport layer each independently comprise a spirofluorene-based organic compound having the structure of Formula 7:

[0388] [Formula 7]

[0389]

[0390] Where R 61 and R 62 Each independently is C6 to C 30 Aryl or C3 to C 30 Heteroaryl, wherein the C6 to C6 are... 30 Aryl and the C3 to C 30 Each of the heteroaryl groups is selectively derived from C1 to C2. 10 Alkyl and C6 to C 30 At least one of the aryl groups is substituted; R 63 and R 64 Each independently consists of protium, deuterium, or C1 to C2. 20 Alkyl group; f and g are each the number of substituents and are independent integers from 0 to 4; L1 and L2 are each independently C6 to C6. 30 aryl, wherein C6 to C 30 Alpha-aryl selective location from C1 to C 10 Alkyl and C6 to C 30 At least one of the aryl groups is substituted; and h and i are each an integer of 0 or 1.

[0391] 9. The organic light-emitting diode according to claim 7, wherein the first electron transport layer comprises an azazine-based organic compound having a structure of Formula 10:

[0392] [Formula 10]

[0393]

[0394] Y1 to Y5 are each independently CR 71 Or nitrogen, wherein one to three of Y1 to Y5 are nitrogen; R 71 Hydrogen or C6 to C 30 Aryl; L3 is C6 to C 30 Aromatic; R 72 C6 to C 30 Aryl or C5 to C 30 Heteroaryl, wherein the C6 to C6 are... 30 Aryl and the C5 to C 30 Each of the heteroaryl groups is optionally further processed via C6 to C6. 30 Aryl or C3 to C 30heteroaryl substitution; R 73 For hydrogen, or when k is 2 or greater, R 73 The two adjacent elements in the middle form C6 to C 20 Aromatic ring; j is 1 or 2; k is an integer from 0 to 4; and l is 0 or 1.

[0395] 10. The organic light-emitting diode according to claim 9, wherein the second electron transport layer comprises a benzimidazole-based organic compound having the structure of Formula 12:

[0396] [Equation 12]

[0397]

[0398] Where Ar is C 10 To C 30 Aromatic; R 81 C6 to C 30 Aryl or C5 to C 30 Heteroaryl, wherein the C6 to C6 are... 30 Aryl and the C5 to C 30 Each of the heteroaryl groups is selectively derived from C1 to C2. 10 Alkyl substitution; R 82 and R 83 Each independently consists of hydrogen, C1 to C 10 Alkyl or C6 to C 30 Aryl.

[0399] 11. The organic light-emitting diode according to claim 1, wherein the organic light-emitting diode further comprises a third light-emitting portion disposed between the first charge-generating layer and the second light-emitting portion and including a third light-emitting material layer, and a second charge-generating layer disposed between the second light-emitting portion and the third light-emitting portion.

[0400] 12. The organic light-emitting diode according to claim 11, wherein the first light-emitting portion further includes at least one of a first hole transport layer disposed between the first electrode and the first light-emitting material layer and a first electron transport layer disposed between the first light-emitting material layer and the first charge-generating layer.

[0401] The second light-emitting portion further includes at least one of a second hole transport layer disposed between the second charge generation layer and the second light-emitting material layer, and a second electron transport layer disposed between the second light-emitting material layer and the second electrode.

[0402] The third light-emitting part further includes at least one of a third hole transport layer disposed between the first charge generation layer and the third light-emitting material layer and a third electron transport layer disposed between the third light-emitting material layer and the second charge generation layer.

[0403] 13. The organic light-emitting diode according to claim 12, wherein the first hole transport layer, the second hole transport layer, and the third hole transport layer each independently comprise a spirofluorene-based organic compound having the structure of Formula 7:

[0404] [Formula 7]

[0405]

[0406] Where R 61 and R 62 Each independently is C6 to C 30 Aryl or C3 to C 30 Heteroaryl, wherein the C6 to C6 are... 30 Aryl and the C3 to C 30 Each of the heteroaryl groups is selectively derived from C1 to C2. 10 Alkyl and C6 to C 30 At least one of the aryl groups is substituted; R 63 and R 64 Each independently consists of protium, deuterium, or C1 to C2. 20 Alkyl group; f and g are each the number of substituents and are independent integers from 0 to 4; L1 and L2 are each independently C6 to C6. 30 aryl, wherein C6 to C 30 Alpha-aryl selective location from C1 to C 10 Alkyl and C6 to C 30 At least one of the aryl groups is substituted; and h and i are each an integer of 0 or 1.

[0407] 14. The organic light-emitting diode according to claim 12, wherein the first electron transport layer comprises an azazine-based organic compound having the structure of Formula 10:

[0408] [Formula 10]

[0409]

[0410] Y1 to Y5 are each independently CR 71 Or nitrogen, wherein one to three of Y1 to Y5 are nitrogen; R 71 Hydrogen or C6 to C 30 Aryl; L3 is C6 to C 30 Aromatic; R 72 C6 to C 30 Aryl or C5 to C 30 Heteroaryl, wherein the C6 to C6 are... 30 Aryl and the C5 to C 30 Each of the heteroaryl groups is optionally further processed via C6 to C6. 30Aryl or C3 to C 30 heteroaryl substitution; R 73 For hydrogen, or when k is 2 or greater, R 73 The two adjacent elements in the middle form C6 to C 20 Aromatic ring; j is 1 or 2; k is an integer from 0 to 4; and l is 0 or 1.

[0411] 15. The organic light-emitting diode according to claim 14, wherein the second electron transport layer and the third electron transport layer each independently comprise a benzimidazole-based organic compound having the structure of Formula 12:

[0412] [Equation 12]

[0413]

[0414] Where Ar is C 10 To C 30 Aromatic; R 81 C6 to C 30 Aryl or C5 to C 30 Heteroaryl, wherein the C6 to C6 are... 30 Aryl and the C5 to C 30 Each of the heteroaryl groups is selectively derived from C1 to C2. 10 Alkyl substitution; R 82 and R 83 Each independently consists of hydrogen, C1 to C 10 Alkyl or C6 to C 30 Aryl.

[0415] 16. The organic light-emitting diode according to claim 12, wherein the first light-emitting portion further includes a first electron blocking layer disposed between the first hole transport layer and the first light-emitting material layer, and the second light-emitting portion further includes a second electron blocking layer disposed between the second hole transport layer and the second light-emitting material layer.

[0416] 17. The organic light-emitting diode according to claim 16, wherein the first electron blocking layer and the second electron blocking layer each independently comprise a spirofluorene-based organic compound having a structure of Formula 18:

[0417] [Formula 18]

[0418]

[0419] L5 is C6 to C 30 aryl; n is 0 or 1; R 111 and R 112 Each independently is C6 to C 30 Aryl or C5 to C 30 Heteroaryl, wherein the C6 to C6 are...30 Aryl and the C5 to C 30 Each of the heteroaryl groups is selectively derived from C1 to C2. 10 Alkyl and C6 to C 20 At least one of the aryl groups is substituted.

[0420] 18. The organic light-emitting diode according to claim 12, wherein the third light-emitting material layer comprises a lower light-emitting material layer disposed between the third hole transport layer and the third electron transport layer and an upper light-emitting material layer disposed between the lower light-emitting material layer and the third electron transport layer, and

[0421] The lower luminescent material layer and the upper luminescent material layer each comprise a red luminescent material layer, while the other comprises a green luminescent material layer.

[0422] 19. An organic light-emitting device, comprising:

[0423] substrate; and

[0424] An organic light-emitting diode according to claim 1 is located above the substrate.

[0425] 20. The organic light-emitting device according to claim 19, wherein the substrate defines a red pixel region, a green pixel region, and a blue pixel region, wherein the organic light-emitting diode is positioned corresponding to the red pixel region, the green pixel region, and the blue pixel region, and the organic light-emitting device further includes a color filter layer disposed between the substrate and the organic light-emitting diode or above the organic light-emitting diode corresponding to the red pixel region, the green pixel region, and the blue pixel region.

[0426] 21. The organic light-emitting device according to claim 19, wherein the substrate defines a red pixel region, a green pixel region, and a blue pixel region, wherein the organic light-emitting diode corresponds to

[0427] The red pixel region, the green pixel region, and the blue pixel region are located to...

[0428] The organic light-emitting device further includes a color conversion layer, the color conversion layer corresponding to the...

[0429] The red pixel region and the green pixel region are disposed on the substrate and the organic light-emitting diode.

[0430] The electrodes are positioned between or above the organic light-emitting diode.

Claims

1. An organic light-emitting diode, comprising: First electrode; The second electrode facing the first electrode; and A light-emitting layer disposed between the first electrode and the second electrode; The light-emitting layer includes: A first light-emitting material layer disposed between the first electrode and the second electrode; A second light-emitting material layer is disposed between the first light-emitting material layer and the second electrode; A third light-emitting material layer is disposed between the second light-emitting material layer and the second electrode; A fourth light-emitting material layer is disposed between the third light-emitting material layer and the second electrode; and At least one charge-generating layer is disposed between the first luminescent material layer and the second luminescent material layer, or between the third luminescent material layer and the fourth luminescent material layer. The third luminescent material layer is directly disposed on the second luminescent material layer, and At least one of the first luminescent material layer, the second luminescent material layer, the third luminescent material layer, and the fourth luminescent material layer comprises at least one of a first body having a structure of Formula 1 and a second body having a structure of Formula 3: Formula 1 Formula 3 in: Ar1 and Ar2 are each independently C6 to C6. 20 Aryl; D represents deuterium; a1 and a2 are each independent integers from 0 to 8; b1, b2, c1, and c2 are each independently the number of deuterium atoms substituted on the carbon atoms in Ar1 and Ar2 that are not attached to the anthracene ring; and The sum of a1, b1, and c1 is different from the sum of a2, b2, and c2.

2. The organic light-emitting diode according to claim 1, wherein the at least one charge-generating layer comprises: A first charge generation layer is disposed between the first luminescent material layer and the third luminescent material layer; and A second charge generation layer is disposed between the second luminescent material layer and the fourth luminescent material layer.

3. The organic light-emitting diode according to claim 1, wherein the first light-emitting material layer, the second light-emitting material layer, the third light-emitting material layer and the fourth light-emitting material layer each independently emit one of red light, green light and blue light.

4. The organic light-emitting diode according to claim 3, wherein the first light-emitting material layer and the fourth light-emitting material layer each emit the blue light.

5. The organic light-emitting diode according to claim 4, wherein one of the second light-emitting material layer and the third light-emitting material layer emits the red light, and the other of the second light-emitting material layer and the third light-emitting material layer emits the green light.

6. The organic light-emitting diode according to claim 1, wherein the first light-emitting material layer comprises the first body, and the fourth light-emitting material layer comprises the second body.

7. The organic light-emitting diode according to claim 1, wherein Ar1 and Ar2 are each selected from phenyl, naphthyl, and anthracene.

8. The organic light-emitting diode according to claim 1, wherein the first host is selected from the following organic compounds:

9. The organic light-emitting diode according to claim 1, wherein the second host is selected from the following organic compounds:

10. The organic light-emitting diode of claim 1, wherein the first light-emitting material layer comprises a first dopant, and the fourth light-emitting material layer comprises a second dopant, and wherein the first dopant and the second dopant each independently comprise a boron-based compound having the structure of Formula 5: [Formula 5] Where R 11 To R 14 R 21 To R 24 R 31 To R 35 and R 41 To R 45 Each is independently selected from protium, deuterium, C1 to C1. 10 Alkyl, C6 to C 30 Aryl, C6 to C 30 arylamino and C5 to C 30 heteroaryl, R 11 To R 14 R 21 To R 24 R 31 To R 35 and R 41 To R 45 Each is the same as or different from the other, or R 31 To R 35 The two adjacent ones or R 41 To R 45 Each of the two adjacent cells independently forms unsubstituted or substituted C6 to C6. 10 Aromatic rings or unsubstituted or substituted C5 to C6 rings 10 Mixed aromatic rings; R 51 Selected from protium, deuterium, C1 to C 10 Alkyl, C3 to C 15 cycloalkyl, C6 to C 30 Aryl, C5 to C 30 heteroaryl and C6 to C 30 arylamino, wherein the C6 to C6... 30 Aryl and the C5 to C 30 Each of the heteroaryl groups is optionally deuterated or C1 to C2. 10 Alkyl substitution, and the C6 to C6 substituted compounds. 30 The aromatic ring of the arylamino group is optionally C1 to C2. 10 Alkyl and C6 to C 20 At least one of the aryl groups or deuterium substitution.

11. The organic light-emitting diode of claim 10, wherein the first dopant and the second dopant are each independently selected from the following compounds:

12. The organic light-emitting diode according to claim 2, wherein the first light-emitting material layer is included in a first light-emitting portion disposed between the first electrode and the first charge-generating layer, the second light-emitting material layer and the third light-emitting material layer are included in a second light-emitting portion disposed between the first charge-generating layer and the second charge-generating layer, and the fourth light-emitting material layer is included in a third light-emitting portion disposed between the second charge-generating layer and the second electrode.

13. The organic light-emitting diode according to claim 12, wherein: The first light-emitting portion further includes at least one of a first hole transport layer disposed between the first electrode and the first light-emitting material layer and a first electron transport layer disposed between the first light-emitting material layer and the first charge generation layer; The second light-emitting part further includes at least one of a second hole transport layer disposed between the first charge generating layer and the second light-emitting material layer and a second electron transport layer disposed between the third light-emitting material layer and the second charge generating layer; as well as The third light-emitting part further includes at least one of a third hole transport layer disposed between the second charge generation layer and the fourth light-emitting material layer and a third electron transport layer disposed between the fourth light-emitting material layer and the second electrode.

14. The organic light-emitting diode of claim 13, wherein the first hole transport layer, the second hole transport layer, and the third hole transport layer each independently comprise a spirofluorene-based organic compound having the structure of Formula 7: [Formula 7] Where R 61 and R 62 Each independently is C6 to C 30 Aryl or C3 to C 30 Heteroaryl, wherein the C6 to C6 are... 30 Aryl and the C3 to C 30 Each of the heteroaryl groups is selectively derived from C1 to C2. 10 Alkyl and C6 to C 30 At least one of the aryl groups is substituted; R 63 and R 64 Each independently consists of protium, deuterium, or C1 to C2. 20 Alkyl group; f and g are each the number of substituents and are independent integers from 0 to 4; L1 and L2 are each independently C6 to C6. 30 aryl, wherein the C6 to C 30 Alpha-aryl selectively located from C1 to C 10 Alkyl and C6 to C 30 At least one of the aryl groups is substituted; and h and i are each an integer of 0 or 1.

15. The organic light-emitting diode of claim 13, wherein the first electron transport layer comprises an azazine-based organic compound having the structure of Formula 10: [Formula 10] Y1 to Y5 are each independently CR 71 Or nitrogen, wherein one to three of Y1 to Y5 are nitrogen; R 71 Hydrogen or C6 to C 30 Aryl; L3 is C6 to C 30 Aromatic; R 72 C6 to C 30 Aryl or C5 to C 30 Heteroaryl, wherein the C6 to C6 are... 30 Aryl and the C5 to C 30 Each of the heteroaryl groups is optionally further processed via C6 to C6. 30 Aryl or C3 to C 30 heteroaryl substitution; R 73 For hydrogen, or when k is 2 or greater, R 73 The two adjacent elements in the middle form C6 to C 20 Aromatic ring; j is 1 or 2; k is an integer from 0 to 4; and l is 0 or 1.

16. The organic light-emitting diode of claim 15, wherein the second electron transport layer and the third electron transport layer each independently comprise a benzimidazole-based organic compound having the structure of Formula 12: [Equation 12] in, Ar is C 10 To C 30 Aromatic; R 81 C6 to C 30 Aryl or C5 to C 30 Heteroaryl, wherein the C6 to C6 are... 30 Aryl and the C5 to C 30 Each of the heteroaryl groups is selectively derived from C1 to C2. 10 Alkyl substitution; R 82 and R 83 Each independently consists of hydrogen, C1 to C 10 Alkyl or C6 to C 30 Aryl.

17. The organic light-emitting diode according to claim 13, wherein the first light-emitting portion further comprises a first electron blocking layer disposed between the first hole transport layer and the first light-emitting material layer, and the third light-emitting portion further comprises a second electron blocking layer disposed between the third hole transport layer and the fourth light-emitting material layer.

18. The organic light-emitting diode of claim 17, wherein the first electron blocking layer and the second electron blocking layer each independently comprise a spirofluorene-based organic compound having the structure of Formula 18: [Formula 18] L5 is C6 to C 30 aryl; n is 0 or 1; R 111 and R 112 Each independently is C6 to C 30 Aryl or C5 to C 30 Heteroaryl, wherein the C6 to C6 are... 30 Aryl and the C5 to C 30 Each of the heteroaryl groups is selectively derived from C1 to C2. 10 Alkyl and C6 to C 20 At least one of the aryl groups is substituted.

19. An organic light-emitting device, comprising: First substrate; and An organic light-emitting diode according to claim 1 is positioned above the first substrate.

20. The organic light-emitting device according to claim 19, wherein the organic light-emitting device further comprises: A thin-film transistor, the thin-film transistor being on the first substrate and including a semiconductor layer, a gate electrode, a source electrode, and a drain electrode; as well as The encapsulation film includes a first inorganic insulating film on the organic light-emitting diode, an organic insulating film on the first inorganic insulating film, and a second inorganic insulating film on the organic insulating film.

21. The organic light-emitting device according to claim 20, wherein the semiconductor layer comprises an oxide semiconductor material.

22. The organic light-emitting device according to claim 20, wherein the organic light-emitting device further comprises: The second substrate on the encapsulation film; A color conversion layer disposed between the organic light-emitting diode and the second substrate; and A color filter layer is disposed between the color conversion layer and the second substrate.

23. The organic light-emitting device of claim 22, wherein the color conversion layer comprises quantum dots.

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