Organic light emitting diode and organic light emitting device having the same
By using anthracene-based host material layers and dopants with different deuterium substitution rates in organic light-emitting diodes to construct a tandem structure, the problems of insufficient luminous efficiency and lifetime in the existing technology are solved, and efficient blue light emission is achieved.
Patent Information
- Application Number
- CN202111362652.6
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- Priority Date
- 2020-12-01
- Filing Date
- 2021-11-17
- Publication Date
- 2025-09-12
- Estimated Expiration
- 2041-11-17
AI Technical Summary
In the existing technology, the luminous efficiency of fluorescent materials is low, and the luminous life of phosphorescent materials is short. In particular, the efficiency and life of blue luminescent materials are insufficient to meet commercial needs.
Anthracene-based host material layers and dopants with different deuterium substitution rates are used to construct a tandem-structured organic light-emitting diode, including first and second light-emitting material layers and a charge generation layer. The electrode configuration is optimized to improve the luminous efficiency and lifespan.
The luminous efficiency and luminous life of organic light-emitting diodes have been significantly improved, especially the performance of blue light, meeting the requirements of commercial applications.
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Figure CN114583072B_ABST
Abstract
Description
[0001] CROSS-REFERENCE TO RELATED APPLICATIONS
[0002] This application claims the benefit of priority to Korean Patent Application No. 10-2020-0165607 filed in the Republic of Korea on December 1, 2020, the entire contents of which are expressly incorporated by reference into this application in their entirety. Technical Field
[0003] The present disclosure relates to an organic light emitting diode, and more particularly to an organic light emitting diode having excellent luminous efficiency and luminous lifetime, and an organic light emitting device including the same. Background Art
[0004] Organic light emitting diodes (OLEDs) are widely used as display devices that are rapidly replacing liquid crystal displays (LCDs). OLEDs can be formed into a size smaller than OLEDs can be formed on flexible transparent substrates such as plastic, making it possible to easily implement flexible or foldable displays. They can also be driven at lower voltages than LCDs and offer superior color purity.
[0005] Because fluorescent materials only utilize singlet exciton energy during luminescence, fluorescent materials in the prior art exhibit low luminous efficiency. In contrast, because phosphorescent materials utilize both triplet exciton energy and singlet exciton energy during luminescence, they can exhibit high luminous efficiency. However, for commercial use, metal complexes, which are representative phosphorescent materials, have short luminescence lifetimes. In particular, blue luminescent materials do not exhibit satisfactory luminous efficiency and luminescence lifetime compared to other color luminescent materials. Therefore, there is still a need to develop new compounds or device structures that can improve the luminous efficiency and luminescence lifetime of organic light-emitting diodes. Summary of the Invention
[0006] Accordingly, embodiments of the present disclosure are directed to an organic light emitting device that substantially obviates one or more of the problems due to limitations and disadvantages of the related art.
[0007] An aspect of the present disclosure is to provide an organic light emitting diode having improved luminous efficiency and luminous lifetime, and an organic light emitting device including the same.
[0008] Additional features and aspects will be set forth in the description that follows, and in part will become apparent from the description, or may be learned by practice of the inventive concepts provided herein. Other features and aspects of the inventive concepts may be realized and obtained by the structures particularly pointed out in the written description or the claims derived therefrom, as well as in the accompanying drawings.
[0009] To achieve these and other aspects of the inventive concept, as embodied and broadly described, the present disclosure provides an organic light emitting diode, 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 comprising a first light emitting material layer; a second light emitting portion disposed between the first light emitting portion and the second electrode and comprising a second light emitting material layer; and a first charge generation layer disposed between the first light emitting portion and the second light emitting portion, wherein the first light emitting material layer comprises a first host having a structure of the following Formula 1; and wherein the second light emitting material layer comprises a second host having a structure of the following Formula 3:
[0010] [Formula 1]
[0011]
[0012] [Formula 3]
[0013]
[0014] wherein Ar1 and Ar2 are each independently C6 to C 20 Aryl; D represents deuterium; a1 and a2 are each independently an integer from 0 to 8; b1, b2, c1 and c2 are each independently the number of deuterium substituted on the carbon atom that is not connected to the anthracene ring among the carbon atoms serving as core atoms in Ar1 and Ar2; the sum of a1, b1 and c1 is different from the sum of a2, b2 and c2.
[0015] For example, the organic light emitting diode may further include a third light emitting portion disposed between the first charge generation layer and the second light emitting portion and including a third light emitting material layer, and a second charge generation layer disposed between the second light emitting portion and the third light emitting portion.
[0016] The organic light emitting diode having a tandem structure may emit blue (B) light or white (W) light.
[0017] In another aspect, the present disclosure provides an organic light-emitting device including a substrate and an organic light-emitting diode over the substrate.
[0018] The substrate may be defined with a red pixel region, a green pixel region, and a blue pixel region, and the organic light emitting diode may be positioned corresponding to the red pixel region, the green pixel region, and the blue pixel region, and the organic light emitting device may further include a color conversion layer, which is arranged between the substrate and the organic light emitting diode or above the organic light emitting diode corresponding to the red pixel region and the green pixel region.
[0019] The substrate may be defined with a red pixel region, a green pixel region, and a blue pixel region, and the organic light emitting diode may be positioned corresponding to the red pixel region, the green pixel region, and the blue pixel region, and the organic light emitting device may further include a color filter layer, which is arranged 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.
[0020] It is to be understood that both the foregoing general description and the following detailed description are exemplary and explanatory and are intended to provide further explanation of the inventive concepts as claimed. BRIEF DESCRIPTION OF THE DRAWINGS
[0021] The accompanying drawings, which are included to provide a further understanding of the disclosure, are incorporated in and constitute a part of this application, illustrate embodiments of the disclosure and together with the description serve to explain the principle of the disclosure.
[0022] Figure 1 is a schematic circuit diagram illustrating an organic light emitting display device according to the present disclosure.
[0023] Figure 2 is a schematic cross-sectional view illustrating an organic light-emitting display device as one example of an organic light-emitting device according to an exemplary aspect of the present disclosure.
[0024] Figure 3 is a schematic cross-sectional view illustrating an organic light emitting diode having two light emitting parts according to an exemplary aspect of the present disclosure.
[0025] Figure 4 is a schematic cross-sectional view illustrating an organic light emitting display device according to another exemplary aspect of the present disclosure.
[0026] Figure 5 is a cross-sectional view illustrating an organic light emitting diode having three light emitting parts according to another exemplary aspect of the present disclosure.
[0027] Figure 6 is a schematic cross-sectional view illustrating an organic light emitting display device according to still another exemplary aspect of the present disclosure. DETAILED DESCRIPTION
[0028] Reference will now be made in detail to various aspects of the present disclosure, examples of which are illustrated in the accompanying drawings.
[0029] The present disclosure relates to an organic light-emitting diode (OLED) and an organic light-emitting device (OLED) including the OLED. The OLED includes a plurality of light-emitting sections, wherein an anthracene-based host with varying deuterium substitution rates is incorporated into the light-emitting material layer constituting each light-emitting section. The disclosed configuration maximizes the luminous efficiency and lifetime of the OLED and OLED. The OLED can be applied to OLEDs, such as OLED displays or OLED lighting devices.
[0030] Figure 1 : is a schematic circuit diagram showing an organic light emitting display device of the present disclosure. Figure 1 As shown, in an organic light-emitting display device, gate lines GL, data lines DL, and power lines PL each cross one another 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 in 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.
[0031] A switching thin film transistor Ts is connected to a gate line GL and a data line DL. A driving thin film transistor Td and a storage capacitor Cst are connected between the switching thin film transistor Ts and a power line PL. An organic light emitting diode D is connected to the driving thin film transistor Td. When the switching thin film transistor Ts is turned on by a gate signal applied to the gate line GL, a data signal applied to the data line DL is applied to the gate electrode of the driving thin film transistor Td and one electrode of the storage capacitor Cst via the switching thin film transistor Ts.
[0032] A data signal applied to the gate electrode turns on the driving thin-film transistor Td, allowing a current proportional to the data signal to flow from the power line PL through the driving thin-film transistor Td 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, maintaining a constant voltage across the gate electrode of the driving thin-film transistor Td during one frame. As a result, the organic light-emitting display device can display a desired image.
[0033] Figure 2 : is a schematic cross-sectional view showing 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, is positioned in the red pixel region, the green pixel region, and the blue pixel region, respectively.
[0034] Substrate 102 may include, but is not limited to, glass, a thin flexible material, and / or a polymer plastic. For example, the flexible material may be selected from, but not limited to, the following group: polyimide (PI), polyethersulfone (PES), polyethylene naphthalate (PEN), polyethylene terephthalate (PET), polycarbonate (PC), and combinations thereof. Substrate 102, with thin film transistors Tr and organic light-emitting diodes D arranged thereon, forms an array substrate.
[0035] A buffer layer 106 may be disposed over the substrate 102, and a thin film transistor Tr may be disposed over the buffer layer 106. The buffer layer 106 may be omitted.
[0036] A semiconductor layer 110 is disposed above the buffer layer 106. In one exemplary embodiment, the semiconductor layer 110 may include, 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 entering the semiconductor layer 110, thereby preventing the semiconductor layer 110 from being degraded by light. Alternatively, the semiconductor layer 110 may include polycrystalline silicon. In this case, the opposite edges of the semiconductor layer 110 may be doped with impurities.
[0037] A gate insulating layer 120 comprising an insulating material is provided 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 (SiO x ) or silicon nitride (SiN x ).
[0038] A gate electrode 130 made of a conductive material such as metal is provided over the gate insulating layer 120 so as to correspond to the center of the semiconductor layer 110. Figure 2 The gate insulating layer 120 is disposed over the entire area of the substrate 102 , but the gate insulating layer 120 may be patterned identically to the gate electrode 130 .
[0039] An interlayer insulating layer 140 including an insulating material is provided on the gate electrode 130 and covers the entire surface of the substrate 102. The interlayer insulating layer 140 may include an inorganic insulating material, such as silicon oxide (SiO x) or silicon nitride (SiN x ); or an organic insulating material, such as benzocyclobutene or photo-acryl.
[0040] 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 opposite sides of the gate electrode 130 and are spaced apart from the gate electrode 130. Figure 2 In the embodiment, the first semiconductor layer contact hole 142 and the second semiconductor layer contact hole 144 are formed in the gate insulating layer 120. Alternatively, when the gate insulating layer 120 is patterned the same as the gate electrode 130, the first semiconductor layer contact hole 142 and the second semiconductor layer contact hole 144 are formed only in the interlayer insulating layer 140.
[0041] A source electrode 152 and a drain electrode 154 made of a conductive material, such as metal, are provided 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.
[0042] The semiconductor layer 110, the gate electrode 130, the source electrode 152, and the drain electrode 154 constitute a thin film transistor Tr serving as a driving element. That is, the thin film transistor Tr may correspond to ( Figure 1 ) driving thin film transistor Td. Figure 2 The thin film transistor Tr in the embodiment has a coplanar structure in which the gate electrode 130, the source electrode 152, and the drain electrode 154 are arranged above the semiconductor layer 110. Alternatively, the thin film transistor Tr may have an inverted staggered structure in which the gate electrode is arranged below the semiconductor layer and the source electrode and the drain electrode are arranged above the semiconductor layer. In this case, the semiconductor layer may include amorphous silicon.
[0043] Although not in Figure 2 Although not shown in FIG, gate lines and data lines that intersect each other to define the pixel area, and switching elements connected to the gate lines and data lines may also be formed in the pixel area. The switching element is connected to a thin film transistor Tr as a driving element. In addition, the power line is spaced apart in parallel with the gate line or the data line, and the thin film transistor Tr may further include a storage capacitor configured to maintain a constant voltage of the gate electrode for one frame.
[0044] A passivation layer 160 is disposed on the source electrode 152 and the drain electrode 154 over the entire substrate 102, 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 may be spaced apart from the second semiconductor layer contact hole 144.
[0045] The organic light emitting diode (OLED) D includes a first electrode 210 disposed on the passivation layer 160 and connected to the drain electrode 154 of the thin film transistor Tr. The OLED D further includes a light emitting layer 230 and a second electrode 220, each sequentially disposed on the first electrode 210.
[0046] The first electrode 210 is disposed in each pixel region. The first electrode 210 may be an anode and may include a conductive material having a relatively high work function value. For example, the first electrode 210 may include, but is not limited to, a transparent conductive oxide (TCO), 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), and the like.
[0047] In one exemplary embodiment, when the organic light-emitting display device 100 is a bottom-emission 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-emission type, a reflective electrode or reflective layer may be provided below the first electrode 210. For example, the reflective electrode or reflective layer may include, but is not limited to, Ag or an aluminum-palladium-copper (APC) alloy. In a top-emission OLED, the first electrode 210 may have a three-layer structure of ITO / Ag / ITO or ITO / APC / ITO.
[0048] In addition, a bank layer 164 is provided on the passivation layer 160 to cover the edge of the first electrode 210. The bank layer 164 exposes the center of the first electrode 210. The bank layer 164 may be omitted.
[0049] A light emitting layer 230 is provided on the first electrode 210. In one exemplary embodiment, 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), an 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 a plurality of light-emitting portions to form a tandem structure.
[0050] The light-emitting layer 230 may include at least one light-emitting material layer including an anthracene-based host and a boron-based dopant. Such a light-emitting layer 230 enables the OLED D and the organic light-emitting display device 100 to improve their luminous efficiency and luminous lifetime. The OLED will be described in more detail below.
[0051] A second electrode 220 is disposed above the substrate 102 on which the light-emitting layer 230 is disposed. The second electrode 220 can be disposed over the entire display area and can include a conductive material having a relatively low work function value compared to the first electrode 210, and can be a cathode. For example, the second electrode 220 can include, 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 includes Ag:Mg, Ag and Mg can be mixed in a weight ratio of, but is not limited to, 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 emission type, the second electrode 220 is thin so as to have light-transmitting (or semi-transmitting) characteristics.
[0052] In addition, an encapsulation film 170 may be provided over the second electrode 220 to prevent external moisture from penetrating into the organic light emitting diode D. The encapsulation film 170 may have, but is not limited to, a laminated structure of 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.
[0053] The organic light-emitting display device 100 may further include a polarizing plate to reduce 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 a 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.
[0054] As described above, the introduction of separate hosts having different deuterium substitution rates in the light-emitting material layers constituting the respective light-emitting portions enables the OLED to maximize its light-emitting efficiency and light-emitting lifetime. Figure 3 is a schematic cross-sectional view illustrating an organic light emitting diode having two light emitting parts according to an exemplary embodiment of the present disclosure.
[0055] like Figure 3As shown, the organic light emitting diode (OLED) D1 according to the first aspect of the present disclosure 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. Figure 2 ) includes a red pixel area, a green pixel area and a blue pixel area, and the OLED D1 can be set in the blue pixel area.
[0056] One of the first electrode 210 and the second electrode 220 is an anode, and the other of the first electrode 210 and the second electrode 220 is a cathode. For example, the first electrode 210 may be an anode that injects holes, and the second electrode 220 may be a cathode that injects electrons. In addition, one of the first electrode 210 and the second electrode 220 is a reflective electrode, and the other of the first electrode 210 and the second electrode 220 is a transmissive (semi-transmissive) electrode. For example, the thickness of each of the first electrode 210 and the second electrode 220 may be, but is not limited to, about 1000Å. to about For example, about to about
[0057] 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 further include a charge generation layer (CGL) 370 disposed between the first light-emitting portion 300 and the second light-emitting portion 400. Thus, 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.
[0058] 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 a HIL 310 disposed between the first electrode 210 and the EML1 340, a first hole transport layer (lower hole transport layer, HTL1) 320 disposed between the HIL 310 and the EML1 340, and a first electron transport layer (lower electron transport layer, ETL1) 350 disposed between the EML1 340 and the 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 the HTL1 320 and the EML1 340.
[0059] 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 a second hole transport layer (upper hole transport layer, HTL2) 420 disposed between the CGL 370 and the EML2 440, a second electron transport layer (upper electron transport layer, ETL2) 450 disposed between the second electrode 220 and the EML2 440, and an EIL 460 disposed between the second electrode 220 and the 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 the HTL2 420 and the EML2 440.
[0060] EML1 340 may include a first host 342 and a first dopant 344, and EML2 440 may include a second host 442 and a second dopant 444. In this case, the first host 342 and the second host 442 each form a medium or matrix in EML1 340 and EML2 440, respectively. In the drawings, for ease of description, some of the first host 342 and the second host 442 are shown in the form of particles.
[0061] EML1 340 includes 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 includes a second host 442 of an anthracene-based organic compound and a second dopant 444 of a boron-based organic compound to emit blue light. First host 342 differs from second host 442 in the substitution rate of deuterium introduced into the molecule.
[0062] For example, the first host 342 may be an anthracene-based organic compound in which all hydrogen (protium) atoms attached to carbon atoms of the molecule (e.g., core carbon atoms of aromatic rings in the molecule) are replaced with deuterium atoms. The first host 342 may have a structure of Formula 1 below. Conversely, the second host 442 may be an anthracene-based organic compound in which none of the hydrogen (protium) atoms attached to carbon atoms of the molecule (e.g., core carbon atoms of aromatic rings in the molecule) are replaced with deuterium atoms, or some of the protium atoms are replaced with deuterium atoms. The second host 442 may have a structure of Formula 3 below:
[0063] [Formula 1]
[0064]
[0065] [Formula 3]
[0066]
[0067] wherein Ar1 and Ar2 are each independently C6 to C 20Aryl; D represents deuterium; a1 and a2 are each independently an integer from 0 to 8; b1, b2, c1 and c2 are each independently the number of deuterium substituted on the carbon atom that is not connected to the anthracene ring among the carbon atoms serving as core atoms in Ar1 and Ar2; the sum of a1, b1 and c1 is different from the sum of a2, b2 and c2.
[0068] 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 independently be an integer from 0 to 19. The first host 342 and the second host 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 host 342 has a first deuteration rate, and the second host 442 has a second deuteration rate that is different from the first deuteration rate.
[0069] In one exemplary aspect, Ar1 and Ar2 in Formula 1 and Formula 3 can each be independently selected from phenyl, naphthyl, and anthracenyl. As an example, Ar1 and Ar2 in Formula 1 and Formula 3 can each independently be 1-naphthyl or 2-naphthyl. For example, one of Ar1 and Ar2 in Formula 1 and Formula 3 can be 1-naphthyl, and the other of Ar1 and Ar2 in Formula 1 and Formula 3 can be 2-naphthyl. In this case, b1, b2, c1, and c2 in Formula 1 and Formula 3 can each independently be an integer from 0 to 7.
[0070] As an example, the first host 342 having a structure of Formula 1 may include an anthracene-based organic compound in which at least one of the nuclear carbon atoms in the anthracene nucleus is substituted with deuterium, and the nuclear carbon atoms in both Ar1 and Ar2 are not substituted with deuterium (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 host 342 may be from about 27% to about 37%. Alternatively, the deuteration rate of the first host 342 of the anthracene-based compound having a structure of Formula 1 may be equal to or greater than about 90%, for example, 100%. In one exemplary aspect, the first host 342 may be selected from, but is not limited to, the following anthracene-based organic compounds having a structure of Formula 2:
[0071] [Formula 2]
[0072]
[0073] In one exemplary aspect, the second host 442 having the structure of Formula 3 may include an anthracene-based organic compound in which none of the carbon atoms in the aromatic ring is substituted with deuterium (a deuteration rate of 0%). Alternatively, the second host 442 having the structure of Formula 3 may include an anthracene-based organic compound in which at least one of the nuclear carbon atoms in the anthracene nucleus is substituted with deuterium, and none of the nuclear carbon atoms in both Ar1 and Ar2 are substituted with deuterium (i.e., a2 is an integer from 1 to 8, and b2 and c2 are each 0). For example, the deuteration rate of the second host 442 may be from about 27% to about 37%. In another exemplary aspect, the second host 442 having a structure of Formula 3 may include an anthracene-based organic compound in which at least one of the nuclear carbon atoms in the anthracene nucleus is substituted with deuterium, and at least one of the nuclear carbon atoms in one of Ar1 and Ar2 is substituted with deuterium, while the nuclear carbon atoms in the other of Ar1 and Ar2 are not substituted with deuterium (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 host 442 may be from about 59% to about 68%. In yet another exemplary aspect, the deuteration rate of the second host 442 of the anthracene-based organic compound having a structure of Formula 3 may be equal to or greater than about 90%, for example, 100%. For example, the second host 442 may be selected from, but is not limited to, the following anthracene-based organic compounds having a structure of Formula 4:
[0074] [Formula 4]
[0075]
[0076] Each of the first dopant 344 and the second dopant 444 may independently include a boron-based organic compound so 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, each of the first dopant 344 and the second dopant 444 may include a boron-based organic compound having a structure of the following Formula 5:
[0077] [Formula 5]
[0078]
[0079] where R 11 to R 14 、R 21 to R 24 、R 31 to R 35 and R 41 to R 45 Each independently selected from protium, deuterium, C1 to C 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 may be the same as or different from each other, or R 31 to R 35 Two adjacent or R 41 to R 45 The adjacent two independently form unsubstituted or substituted C6 to C 10 Aromatic ring or unsubstituted or substituted C5 to C 10 Heteroaromatic ring; 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 C 30 Aryl and the C5 to C 30 Each heteroaryl group can be independently unsubstituted or substituted with deuterium or C1 to C 10 Alkyl substituted, wherein C6 to C 30 The aryl group of the arylamino group may be unsubstituted or substituted with C1 to C 10 Alkyl and C6 to C 20 At least one of the aryl groups is substituted with deuterium.
[0080] 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 arylamino group may be independently unsubstituted or substituted with C1 to C 10 The alkyl group is substituted with an alkyl group (e.g., a C1 to C5 alkyl group such as a tert-butyl group and / or a tert-pentyl group).
[0081] 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 may independently include, but are not limited to, diphenylamino and phenylnaphthylamino. 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 may independently include, but are not limited to, each independently unsubstituted or substituted with at least one (eg, 1 to 2) C1 to C 10 Alkyl substituted phenyl and naphthyl. 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 may independently include, but are not limited to, carbazolyl groups. 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 may independently include, but are not limited to, C1 to C5 alkyl groups, such as methyl, ethyl, propyl, butyl (e.g., tert-butyl), pentyl (e.g., tert-pentyl). In this case, C6 to C 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 may each be further substituted with deuterium.
[0082] By R 31 to R 35 The adjacent two and / or R 41 to R 45 The adjacent two C6 to C 10 Aromatic ring and C5 to C 10 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.
[0083] 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-amyl, and R 11 to R 14 The rest, R 21 to R 24 The rest, R 31 to R 35 The remainder and R 41 to R 45 The remainder in may independently include but are not limited to protium or deuterium, and R 51 It may include protium, deuterium, methyl, diphenylamino, phenylnaphthylamino or carbazolyl. 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 May include hydrogen, and R 51 It may be a diphenylamino group.
[0084] In yet another exemplary aspect, R 11 to R 14 、R 21 to R 24 and R 31 to R 35 May 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 A methyl group may be included. 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 of may include phenyl and naphthyl, each of which may be substituted with a tert-butyl group or a tert-amyl group, and R11 to R 14 The rest, R 21 to R 24 The rest, R 31 to R 35 The remainder and R 41 to R 45 The remainder in may independently include but are not limited to protium or deuterium, and R 51 A methyl group may be included.
[0085] 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 tert-butyl and tert-amyl, R 41 to R 45 The other two in the group may form a benzofuran ring or a benzothiophene ring which may be substituted by a tert-butyl group, R 11 to R 14 The rest, R 21 to R 24 The rest, R 31 to R 35 The remainder and R 41 to R 45 The remainder may include protium and deuterium, as well as R 51 A methyl group may be included.
[0086] As an example, the first dopant 344 and the second dopant 444 may each be independently selected from, but not limited to, the following boron-based organic compound having a structure of Formula 6:
[0087] [Formula 6]
[0088]
[0089] The content of the first dopant 344 and the second dopant 444 in each of EML1 340 and EML2 440 may be, but is not limited to, about 1 wt% to about 10 wt%, for example, about 1 wt% to about 5 wt%. The thickness of each of EML1 340 and EML2 440 may be, but is not limited to, about to about For example, about to about
[0090] The HIL 310 is disposed between the first electrode 210 and the HTL1 320 and improves interface characteristics between the inorganic first electrode 210 and the organic HTL1 320. In an exemplary embodiment, the HIL 310 may include a hole injection host and a hole injection dopant.
[0091] In one exemplary aspect, the hole injection host may include, but is not limited to, a spirofluorene-based organic compound having a structure of the following Formula 7:
[0092] [Formula 7]
[0093]
[0094] where R 61 and R 62 Each independently is C6 to C 30 Aryl or C3 to C 30 Heteroaryl, wherein C6 to C 30 Aryl and C3 to C 30 Each heteroaryl group may be independently unsubstituted or substituted with C1 to C 10 Alkyl and C6 to C 30 At least one of the aryl groups is substituted; R 63 and R 64 Each independently represents protium, deuterium or C1 to C 20 alkyl; f and g are each the number of substituents and are independently an integer from 0 to 4; L1 and L2 are each independently C6 to C 30 Arylene, wherein C6 to C 30 The arylene group may be unsubstituted or substituted with 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.
[0095] For example, L1 and L2 in Formula 7 may each independently include unsubstituted or substituted C1 to C 10 Alkyl and C6 to C 20 A phenylene group substituted with at least one aryl group (e.g., phenyl), and R 61 and R 62 Each may independently include each may independently be unsubstituted or substituted with C1 to C 10 Alkyl and C6 to C 30 Phenyl, naphthyl, fluorenyl and carbazolyl substituted with at least one of aryl groups (e.g., phenyl). As an example, the hole injection host may be selected from, but not limited to, the following spirofluorene-based organic compounds having a structure of Formula 8:
[0096] [Formula 8]
[0097]
[0098]
[0099] In one exemplary aspect, the hole injection dopant may have a radialene structure. The hole injection dopant having a radialene structure may be selected from, but not limited to, the following organic compounds having a structure of Formula 9:
[0100] [Formula 9]
[0101]
[0102] The content of the hole injection dopant in the HIL 310 may be, but is not limited to, about 0.1 wt % to about 10 wt %, for example, about 0.1 wt % to about 5 wt %. The thickness of the HIL 310 may be, but is not limited to, about to about For example, about to about
[0103] HTL1 320 and HTL2 420 each transport holes to EML1 340 and EML2 440, respectively. In one exemplary aspect, HTL1 320 and HTL2 420 each may independently include, but are not limited to, a spirofluorene-based organic compound having a structure of Formula 7 and Formula 8. The thickness of HTL1 320 and HTL2 420 each may be, but are not limited to, about to about For example, about to about
[0104] ETL1 350 transfers electrons to EML1 340. In one exemplary aspect, ETL1 350 may include a triplet energy level T 1 An organic compound having a V of about 2.6 eV or greater. As an example, ETL1 350 may include an azine-based organic compound having a structure of Formula 10 below:
[0105] [Equation 10]
[0106]
[0107] wherein Y1 to Y5 are each independently CR 71 or nitrogen (N), wherein one to three of Y1 to Y5 are nitrogen; R 71 is hydrogen or C6 to C 30 Aryl; L3 is C6 to C 30 Arylene; R 72 C6 to C 30 Aryl or C5 to C 30Heteroaryl, wherein the C6 to C 30 Aryl and the C5 to C 30 Each heteroaryl group may be independently unsubstituted or C6 to C 30 Aryl or C3 to C 30 Heteroaryl substitution; R 73 is hydrogen, or when k is 2 or greater, R 73 The adjacent two form C6 to C 20 an aromatic ring; j is 1 or 2; k is an integer from 0 to 4; and l is 0 or 1.
[0108] For example, substituted to R 72 C6 to C 30 Aryl or C3 to C 30 Heteroaryl groups may include C 10 to C 30 Fused aromatic and C 10 to C 30 Fused heteroaryl. R in Formula 10 73 As an example, ETL1 350 may be selected from, but not limited to, the following azine-based organic compounds having a structure of Formula 11:
[0109] [Equation 11]
[0110]
[0111]
[0112] ETL2 450 transfers electrons to EML2 440. ETL2 450 may include an organic compound having excellent electron injection characteristics and charge mobility. As an example, ETL2 450 may include a benzimidazole-based organic compound having a structure of the following Formula 12:
[0113] [Equation 12]
[0114]
[0115] Where Ar is C 10 to C 30 Arylene; R 81 C6 to C 30 Aryl or C5 to C 30 Heteroaryl, wherein C6 to C 30 Aryl and C5 to C 30 Each heteroaryl group is unsubstituted or substituted with C1 to C 10 Alkyl substitution; R 82 and R 83 are each independently hydrogen, C1 to C 10 Alkyl or C6 to C30 Aryl.
[0116] For example, Ar may include naphthylene and anthracene, R 81 may include each independently unsubstituted or substituted with C1 to C 10 Alkyl-substituted phenyl and benzimidazolyl, and R 82 and R 83 Each may independently include hydrogen, methyl, ethyl, and phenyl. As an example, the benzimidazole-based organic compound in ETL2 450 may be selected from, but not limited to, the following benzimidazole-based organic compounds having a structure of Formula 13:
[0117] [Equation 13]
[0118]
[0119] In one exemplary aspect, ETL2 450 may include a benzimidazole-based organic compound having a structure of Formula 12 to Formula 13 and an additional electron transport material that is an organometallic compound. The additional electron transport material that is an organometallic compound in ETL2 450 may include, but is not limited to, lithium quinolate (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 electron transport material that is an organometallic compound in ETL2 450 may be, but is not limited to, equal to or less than about 50 wt%, for example, from about 2 wt% to about 50 wt%. When ETL2 450 includes a benzimidazole-based organic compound and an additional electron transport material that is an organometallic compound, the thickness of ETL2 450 may be, but is not limited to, about 100 Å. to about For example, about to about
[0120] In another exemplary embodiment, the ETL2 450 may include a benzimidazole-based organic compound having a structure of Formula 12 to Formula 13, an azine-based organic compound having a structure of Formula 10 to Formula 11, and an electron transport material that is an organometallic compound. In this case, the benzimidazole-based organic compound having a structure of Formula 12 to Formula 13 and the azine-based organic compound having a 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.
[0121] The content of the additional electron transport material that is an organometallic compound in the ETL2 450 may be, but is not limited to, equal to or less than about 50 wt%, for example, from about 2 wt% to about 50 wt%. When the ETL2 450 includes a benzimidazole-based organic compound, an azine-based organic compound, and the additional electron transport material that is an organometallic compound, the thickness of the ETL2 450 may be, but is not limited to, about 100 wt%. to about For example, about to about
[0122] The EIL 460 is disposed between the second electrode 220 and the ETL2 450 and can improve the physical properties of the second electrode 220, thereby increasing the lifespan of the OLED D1. In one exemplary embodiment, the EIL 460 may include, but is not limited to, an alkali metal halide or an alkaline earth metal halide such as LiF, CsF, NaF, BaF2, etc.; and / or an organometallic compound such as lithium benzoate, sodium stearate, etc.
[0123] Alternatively, in addition to the alkali halide, alkaline earth halide, and organometallic compound, the EIL 460 may be doped with an alkali metal such as Li, Na, K, and Cs; an alkaline earth metal such as Mg, Sr, Ba, and Ra; and / or a lanthanide metal such as Yb. In this case, the alkali halide / alkaline earth halide / organometallic compound and the alkali metal / alkaline earth metal / lanthanide metal in the EIL 460 may be mixed in a weight ratio of, but not limited to, about 4:1 to about 1:4, for example, about 2:1 to about 1:2. The thickness of the EIL 460 may be, but not limited to, about 1:2. to about For example, about to about
[0124] The CGL 370 is disposed between the first light-emitting portion 300 and the second light-emitting portion 400. The CGL 370 includes an N-type CGL (N-CGL) 380 disposed between the ETL1 350 and the HTL2 420, and a P-type CGL (P-CGL) 390 disposed between the N-CGL 380 and the HTL2 420. The N-CGL 380 provides electrons to the EML1 340 of the first light-emitting portion 300, and the P-CGL 390 provides holes to the EML2 440 of the second light-emitting portion 400.
[0125] The N-CGL 380 may be an organic layer including an N-type host and an N-type dopant. For example, the N-type host may include a phenanthroline-based organic compound having a structure of Formula 14 below:
[0126] [Equation 14]
[0127]
[0128] where R 91 is hydrogen or C6 to C 30 Aryl, wherein C6 to C 30 The aryl group may be unsubstituted or substituted with C1 to C 10 Alkyl substitution; R 92 C6 to C 30 Aryl, wherein C6 to C 30 The aryl group may be unsubstituted or substituted with C1 to C 10 Alkyl substituted; L4 are each independently C6 to C 30 Arylene or C5 to C 30 heteroarylene; and m is 1 or 2.
[0129] For example, R in Equation 14 91 may include hydrogen and unsubstituted or methyl-substituted phenyl, unsubstituted or methyl-substituted naphthyl, R 92 L4 may include phenyl, naphthyl, and phenanthrenyl groups, each independently unsubstituted or substituted with a methyl group, and L4 may include phenylene, naphthylene, anthrylene, and phenanthroline groups. As an example, the N-type host may be selected from, but not limited to, the following phenanthroline-based organic compounds having a structure of Formula 15:
[0130] [Equation 15]
[0131]
[0132] N-type dopants may include alkali metals such as Li, Na, K, and Cs; and / or alkaline earth metals such as Mg, Sr, Ba, and Ra. The N-type dopants allow the N-CGL 380 to have improved electron generation and electron injection. For example, the content of the N-type dopant in the N-CGL 380 may be, but is not limited to, about 1 wt % to about 10 wt %. The thickness of the N-CGL 380 may be, but is not limited to, about 1 wt %. to about For example, about to about
[0133] The P-CGL 390 may be an organic layer including a P-type host and a P-type dopant. For example, the P-type host may include a spirofluorene-based organic compound having a structure of Formula 7 or Formula 8, and the P-type dopant may include any one selected from the group consisting of a radialene-based organic compound having a structure of Formula 9, but is not limited thereto. The content of the P-type dopant in the P-CGL 390 may be, but is not limited to, about 1 wt % to about 40 wt %, for example, about 3 wt % to about 30 wt %. The thickness of the P-CGL 390 may be, but is not limited to, about 1 wt % to about 40 wt %. to about For example, about to about
[0134] According to this aspect, EML1 340 includes an anthracene-based organic compound having a structure of Formula 1 to Formula 2 in which at least an anthracene nucleus is completely deuterated to have excellent hole injection characteristics as a first host 342, and EML2 440 includes an anthracene-based organic compound having a structure of Formula 3 to Formula 4 in which all carbon atoms are not deuterated or some carbon atoms are deuterated to have excellent electron injection characteristics as a second host 442. As a result, OLED D1 can reduce its driving voltage and maximize its luminous efficiency and luminous lifetime.
[0135] In the above embodiment, the OLED has two light-emitting parts. It is unlikely that the OLED can emit white light. Figure 4 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 the present disclosure.
[0136] like Figure 4 As shown, the organic light-emitting display device 500 includes: a first substrate 502, which defines 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 arranged between the first substrate 502 and the second substrate 504 and emitting white (W) light; and a color filter layer 580 arranged between the organic light-emitting diode D and the second substrate 504.
[0137] Each of the first substrate 502 and the second substrate 504 may include, but is not limited to, glass, flexible materials, and / or polymer plastics. For example, each of the first substrate 502 and the second substrate 504 may be made of PI, PES, PEN, PET, PC, or a combination thereof. The first substrate 502, on which the thin film transistors Tr and the organic light emitting diodes D are arranged, forms an array substrate.
[0138] A buffer layer 506 may be disposed over the first substrate 502 , and a thin film transistor Tr may be disposed corresponding to each of the red pixel region RP, the green pixel region GP, and the blue pixel region BP over the buffer layer 506 . The buffer layer 506 may be omitted.
[0139] A semiconductor layer 510 is disposed over the buffer layer 506. The semiconductor layer 510 may be made of an oxide semiconductor material or polysilicon.
[0140] A layer including an insulating material (eg, an inorganic insulating material such as silicon oxide (SiO x ) or silicon nitride (SiN x)) of the gate insulating layer 520.
[0141] A gate electrode 530 made of a conductive material, such as metal, is provided above the gate insulating layer 520 so as to correspond to the center of the semiconductor layer 510. A gate electrode 530 including an insulating material, such as an inorganic insulating material such as silicon oxide (SiO x ) or silicon nitride (SiN x )) or an interlayer insulating layer 540 of an organic insulating material (such as benzocyclobutene or photoacryl).
[0142] The interlayer insulating layer 540 has a first semiconductor layer contact hole 542 and a second semiconductor layer contact hole 544 exposing both sides of the semiconductor layer 510. The first and second semiconductor layer contact holes 542 and 544 are disposed above opposite sides of the gate electrode 530 and are spaced apart from the gate electrode 530.
[0143] A source electrode 552 and a drain electrode 554 made of a conductive material, such as metal, are provided 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.
[0144] The semiconductor layer 510 , the gate electrode 530 , the source electrode 552 , and the drain electrode 554 constitute a thin film transistor Tr serving as a driving element.
[0145] Although not in Figure 4 Although not shown in FIG, gate lines and data lines that intersect each other to define the pixel area, and switching elements connected to the gate lines and data lines may also be formed in the pixel area. The switching element is connected to a thin film transistor Tr as a driving element. In addition, the power line is spaced apart in parallel with the gate line or the data line, and the thin film transistor Tr may further include a storage capacitor configured to maintain a constant voltage of the gate electrode for one frame.
[0146] A passivation layer 560 is provided on the source electrode 552 and the drain electrode 554 over the entire first substrate 502 , covering the thin film transistor Tr. The passivation layer 560 has a drain contact hole 562 exposing the drain electrode 554 of the thin film transistor Tr.
[0147] An organic light emitting diode (OLED) D is located above the passivation layer 560. The OLED D includes a first electrode 610 connected to the drain electrode 554 of the thin film transistor Tr, a second electrode 620 facing the first electrode 610, and a light emitting layer 630 disposed therebetween.
[0148] One of the first electrode 610 formed in each pixel region and the integrally formed second electrode 620 may be an anode, and the other of the first electrode 610 and the second electrode 620 may be a cathode. One of the first electrode 610 and the second electrode 620 may be a transmissive (or semi-transmissive) electrode, and the other of the first electrode 610 and the second electrode 620 may be a reflective electrode.
[0149] For example, the first electrode 610 may be an anode and may include a conductive material having a relatively high work function value. For example, the first electrode 610 may include ITO, IZO, ITZO, SnO, ZnO, ICO, AZO, etc.
[0150] A second electrode 620 is disposed over the first substrate 502, over which the light-emitting layer 630 is disposed. The second electrode 620 may be disposed over the entire display area. The second electrode 620 may be a cathode and may comprise a conductive material having a relatively low work function, such as a low-resistance metal. As examples, the second electrode 620 may comprise, but is not limited to, Al, Mg, Ca, Ag, alloys thereof, or combinations thereof, such as Al-Mg or Ag:Mg.
[0151] When the organic light-emitting display device 500 is a bottom-emitting type, the first electrode may 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 may be provided below the first electrode. For example, the reflective electrode or reflective layer may include, but is not limited to, Ag or an APC alloy. In a top-emitting OLED, the first electrode 610 may have a three-layer structure of ITO / Ag / ITO or ITO / APC / ITO. The second electrode 620 is thin so as to have light-transmitting (or semi-transmitting) properties.
[0152] A bank layer 564 is provided on the passivation layer 560 to cover the edge of the first electrode 610. The bank layer 564 exposes the center of the first electrode 610 corresponding to each of the red pixel region RP, the green pixel region GP, and the blue pixel region BP. The bank layer 564 may be omitted.
[0153] A light emitting layer 630 including a plurality of light emitting portions is provided on the first electrode 610. Each light emitting portion may include a light emitting material layer and may further include at least one of a HIL, a HTL, an EBL, an ETL, and an EIL.
[0154] The 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, each of which is disposed corresponding to the red pixel region RP, the green pixel region GP, and the blue pixel region BP, respectively. Figure 4, but the color filter layer 580 may be attached to the OLED D through an adhesive layer. Alternatively, the color filter layer 580 may be directly provided on the OLED D.
[0155] In addition, an encapsulation film may be provided over the second electrode 620 to prevent external moisture from penetrating into the OLED D. 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 ).
[0156] The organic light-emitting display device 500 may further include a polarizing plate to reduce reflection of external light. For example, the polarizing plate may be a circular polarizing plate. If the organic light-emitting display device is a bottom-emitting type, the polarizing plate may be disposed below the first substrate 502. Alternatively, if the organic light-emitting display device 500 is a top-emitting type, the polarizing plate may be attached to an encapsulation film, such as the second substrate 504.
[0157] exist Figure 4 In the embodiment, light emitted from the OLED D passes through the second electrode 620, and the color filter layer 580 is provided above the OLED D. Alternatively, light emitted from the OLED D passes through the first electrode 610, and the color filter layer 580 may be provided between the OLED D and the first substrate 502. In addition, a color conversion layer may 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 of which is provided corresponding to each pixel region (RP, GP, and BP), so as to convert white (W) light into each of red light, green light, and blue light, respectively.
[0158] As described above, the white (W) light emitted from the OLED D passes through the red filter 582, the green filter 584, and the blue filter 586, which are respectively set corresponding to the red pixel area RP, the green pixel area GP, and the blue pixel area BP, so that red light, green light, and blue light are displayed in the red pixel area RP, the green pixel area GP, and the blue pixel area BP.
[0159] Figure 5 : is a schematic cross-sectional view showing an organic light emitting diode having three light emitting parts according to another exemplary aspect of the present 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 .
[0160] One of the first electrode 610 and the second electrode 620 may be an anode, and the other of the first electrode 610 and the second electrode 620 may be a cathode. As an example, the first electrode 610 may be an anode for injecting holes, and the second electrode 620 may be a cathode for injecting electrons. One of the first electrode 610 and the second electrode 620 may be a reflective electrode, and the other of the first electrode 610 and the second electrode 620 may be a transmissive (or semi-transmissive) electrode. As an example, the thickness of each of the first electrode 610 and the second electrode 620 may be, but is not limited to, about 100 Å. to about For example, about to about
[0161] 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 generation layer (CGL1) 770 disposed between the first light-emitting portion 700 and the third light-emitting portion 900, and a second charge generation layer (CGL2) 970 disposed between the second light-emitting portion 800 and the third light-emitting portion 900. Since the CGL1 770 is disposed between the first light-emitting portion 700 and the third light-emitting portion 900, and the CGL2 970 is disposed between the second light-emitting portion 800 and the third light-emitting portion 900, the first light-emitting portion 700, the CGL1 770, the third light-emitting portion 900, the CGL2 970, and the second light-emitting portion 800 are sequentially disposed above the first electrode 610. In other words, the first light emitting portion 700 is disposed between the first electrode 610 and CGL1 770 , the second light emitting portion 800 is disposed between the second electrode 620 and CGL2 970 , and the third light emitting portion 900 is disposed between CGL1 770 and CGL2 970 .
[0162] 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 a HIL 710 disposed between the first electrode 610 and the EML1 740, an HTL1 (lower HTL) 720 disposed between the HIL 710 and the EML1 740, and an ETL1 (lower ETL) 750 disposed between the EML1 740 and the CGL1 770. Alternatively, the first light-emitting portion 700 may further include an EBL1 (lower EBL) 730 disposed between the HTL1 720 and the EML1 740.
[0163] 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 an HTL2 (upper HTL) 820 disposed between the CGL2 970 and the EML2 840, an ETL2 (upper ETL) 850 disposed between the second electrode 620 and the EML2 840, and an EIL 860 disposed between the second electrode 620 and the ETL2 850. Alternatively, the second light-emitting portion 800 may further include an EBL2 (upper EBL) 830 disposed between the HTL2 820 and the EML2 840.
[0164] The third light-emitting portion 900 includes a third light-emitting material layer (middle EML, EML3) 940. The third light-emitting portion 900 may further include at least one of a third hole transport layer (middle HTL, HTL3) 920 disposed between the CGL1 770 and the EML3 940 and a third electron transport layer (middle ETL, ETL3) 950 disposed between the EML3 940 and the CGL2 970.
[0165] EML1 740 includes a first host 742 of an anthracene-based organic compound and a first dopant 744 of a boron-based organic compound, such that EML1 740 emits blue light. EML2 840 includes a second host 842 of an anthracene-based organic compound and a second dopant 844 of a boron-based organic compound, such that EML2 840 emits blue light.
[0166] As an example, the first host 742 may be an anthracene-based organic compound in which at least the nuclear carbon atoms in the anthracene nucleus are deuterated, and may have structures of Formula 1 and Formula 2. The second host 842 may be an anthracene-based organic compound in which none of the nuclear carbon atoms of the aromatic ring in the molecule are deuterated or some of the nuclear carbon atoms are deuterated, and may have structures of Formula 3 and Formula 4.
[0167] The first dopant 744 and the second dopant 844 each include a boron-based organic compound, so 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 structure of Formula 5 and Formula 6.
[0168] The content of the first dopant 744 and the second dopant 844 in each of EML1 740 and EML2 840 may be, but is not limited to, about 1 wt % to about 10 wt %, for example, about 1 wt % to about 5 wt %. As an example, the thickness of each of EML1 740 and EML2 840 may be, but is not limited to, about to about For example, about to about
[0169] The HIL 710 is disposed between the first electrode 610 and the HTL1 720 and improves interface characteristics between the inorganic first electrode 610 and the organic HTL1 720. The HIL 710 may include a hole injection host and a hole injection dopant.
[0170] In one exemplary aspect, the hole injection host may include, but is not limited to, an anthracene-based organic compound having a structure of the following Formula 16:
[0171] [Equation 16]
[0172]
[0173] where R 101 to R 104 Each independently is C6 to C 30 Aryl, wherein C6 to C 30 The aryl group may be unsubstituted or substituted with C1 to C 10 Alkyl substitution.
[0174] For example, R in Equation 16 101 to R 104 Each may independently include each unsubstituted or substituted with C1 to C 10 Alkyl-substituted phenyl, naphthyl (e.g., 1-naphthyl and 2-naphthyl), and phenanthrenyl. As an example, the hole injection host may be selected from, but not limited to, the following anthracene-based compounds having a structure of Formula 17:
[0175] [Equation 17]
[0176]
[0177] Hole-injecting 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.
[0178] The hole injection host having the structure of Formula 16 and Formula 17 in the HIL 710 and the hole injection dopant of alkali metal halide and / or alkaline earth metal halide may be mixed 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 the HIL 710 may be, but not limited to, about 1000 nm. to about For example, about to about
[0179] HTL1 720, HTL2 820, and HTL3 920 each transport holes to EML1 740, EML2 840, and EML3 940, respectively. In one exemplary aspect, HTL1 720, HTL2 820, and HTL3 920 each may independently include, but are not limited to, a spirofluorene-based organic compound having a structure of Formula 7 or Formula 8. The thickness of HTL1 720 may be about to about For example, about to about The thickness of HTL2 820 can be about to about For example, about to about And the thickness of HTL3 920 can be about to about For example, about to about But it’s not limited to this.
[0180] ETL1 750 transfers electrons to EML1 740. In one exemplary aspect, ETL1 750 may include an organic compound having a triplet energy level equal to or greater than about 2.6 eV. As an example, ETL1 750 may include an azine-based organic compound having a structure of Formula 10 or Formula 11. The thickness of ETL1 750 may be, but is not limited to, about 100 Å. to about For example, about to about
[0181] The ETL2 850 transfers electrons to the EML2 840 and may include an organic compound having excellent electron injection characteristics. As an example, the ETL2 850 may include a benzimidazole-based organic compound having a structure of Formula 12 to Formula 13.
[0182] In one exemplary embodiment, the ETL2 850 may be composed of a benzimidazole-based organic compound. Since the benzimidazole-based organic compound having the structure of Formula 12 to Formula 13 has excellent electron injection characteristics and charge mobility, the ETL2 850 including the benzimidazole-based organic compound and disposed adjacent to the electron-providing second electrode 620 may maximize its electron injection characteristics and charge mobility.
[0183] In another exemplary aspect, ETL2 850 may include a benzimidazole-based organic compound having a structure of Formula 12 to Formula 13 and an azine-based organic compound having a structure of Formula 10 to Formula 11. In this case, the benzimidazole-based organic compound and the azine-based organic compound in ETL2 850 may be mixed in a weight ratio of, but not limited to, about 1:4 to about 4:1, for example, about 1:2 to about 2:1. The thickness of ETL2 850 may be, but not limited to, about to about For example, about to about
[0184] The ETL3 950 transfers electrons to the EML3 940. In one exemplary aspect, the ETL3 950 may include a benzimidazole-based organic compound having a structure of Formula 12 to Formula 13. The thickness of the ETL3 950 may be, but is not limited to, about 100 Å. to about For example, about to about
[0185] The EIL 860 is disposed between the second electrode 620 and the ETL2 850 and can improve the physical properties of the second electrode 620, thereby increasing the lifespan of the OLED D2. In one exemplary embodiment, the EIL 860 may include, but is not limited to, an alkali metal halide or an alkaline earth metal halide such as LiF, CsF, NaF, BaF2, etc.; and / or an organometallic compound such as lithium benzoate, sodium stearate, etc.
[0186] Alternatively, the EIL 860 may be doped with alkali metals such as Li, Na, K, and Cs; alkaline earth metals such as Mg, Sr, Ba, and Ra; and / or lanthanide metals such as Yb, in addition to alkali metal halides, alkaline earth metal halides, and organometallic compounds. The thickness of the EIL 860 may be, but is not limited to, about 100 Å. to about For example, about to about
[0187] 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 an exemplary aspect, EBL1 730 and EBL2 830 each independently include, but are not limited to, a spirofluorene-based organic compound having a structure of the following Formula 18:
[0188] [Equation 18]
[0189]
[0190] Where L5 is C6 to C 30 Arylene; 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 C6 to C 30 Aryl and C5 to C 30 Each heteroaryl group may be unsubstituted or substituted with C1 to C 10 Alkyl and C6 to C 20 At least one of the aryl groups is substituted.
[0191] For example, L5 in Formula 18 includes a phenylene group, and R in Formula 18 111 and R 112 Each may independently include each independently unsubstituted or substituted with C1 to C 10 Alkyl and C6 to C 20 Phenyl, biphenyl, fluorenyl, carbazolyl, phenyl-carbazolyl, carbazolyl-phenyl, dibenzofuranyl, and dibenzothiophenyl substituted with at least one of an aryl group (eg, a phenyl group).
[0192] As an example, EBL1 730 and EBL2 830 can each be independently selected from, but not limited to, the following spirofluorene-based organic compounds having a structure of Formula 19:
[0193] [Equation 19]
[0194]
[0195] The thickness of EBL1 730 and EBL2 830 can each independently be, but is not limited to, about to about For example, about to about
[0196] CGL1 770 is provided between the first light-emitting portion 700 and the second light-emitting portion 800 (particularly, the third light-emitting portion 900). CGL1 770 includes a first N-type CGL (N-CGL1) 780 provided between ETL1 750 and HTL3 920, and a first P-type CGL (P-CGL1) 790 provided between N-CGL1 780 and HTL3 920. N-CGL1 780 provides electrons to EML1 740 of the first light-emitting portion 700, and P-CGL1 790 provides holes to EML3 940 of the third light-emitting portion 900.
[0197] CGL2 970 is provided between the second light-emitting portion 800 and the third light-emitting portion 900. CGL2 970 includes a second N-type CGL (N-CGL2) 980 provided between the ETL3 950 and the HTL2 820, and a second P-type CGL (P-CGL2) 990 provided between the N-CGL2 980 and the HTL2 820. The N-CGL2 980 provides electrons to the EML3 940 of the third light-emitting portion, and the P-CGL2 990 provides holes to the EML2 840 of the second light-emitting portion.
[0198] N-CGL1 780 and N-CGL2 980 can each be an organic layer including an N-type host and an N-type dopant. In one exemplary aspect, the N-type host can include a phenanthroline-based organic compound having a structure of Formula 14 to Formula 15. The N-type dopant can include an alkali metal such as Li, Na, K, and Cs; and / or an alkaline earth metal 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 can be, but is not limited to, about 1 wt% to about 10 wt%. The thickness of N-CGL1 780 can be, but is not limited to, about to about For example, about to about The thickness of N-CGL2 980 may be, but is not limited to, about to about For example, about to about
[0199] P-CGL1 790 and P-CGL2 990 can each be an organic layer including a P-type host and a P-type dopant. In an exemplary aspect, the P-type host can include a spirofluorene-based organic compound having a structure of Formula 7 and Formula 8, and the P-type dopant can include any one selected from the group consisting of a radialene-based organic compound having a structure of Formula 9, but is not limited thereto. The content of the P-type dopant in each of P-CGL1 790 and P-CGL2 990 can be, but is not limited to, about 1 wt % to about 40 wt %, for example, about 3 wt % to about 30 wt %. The thickness of P-CGL1 790 and P-CGL2 990 can each be, but is not limited to, about 1 wt % to about 40 wt %. to about For example, about to about
[0200] EML3 940 includes a lower-middle EML (first layer) 940A and an upper-middle EML (second layer) 940B. Lower-middle EML 940A is disposed adjacent to first electrode 610, and upper-middle EML 940B is disposed adjacent to second electrode 620. One of lower-middle EML 940A and upper-middle EML 940B may be a green light-emitting material layer, and the other of lower-middle EML 940A and upper-middle EML 940B may be a red light-emitting material layer. The green light-emitting material layer and the red light-emitting material layer are sequentially disposed to form EML3 940.
[0201] For example, the lower-middle EML 940A may be a red light-emitting material layer. In this case, the lower-middle EML 940A may include a red host (third host) 942a and a red dopant (third dopant) 944a. In one exemplary aspect, the red host 942a may include a P-type red host (hole-type red host) and an N-type red host (electron-type red host).
[0202] As an example, the P-type red host may include, but is not limited to, spirofluorene-based organic compounds having structures of Formula 7 to Formula 8. The N-type red host may include, but is not limited to, quinazoline-carbazole-based organic compounds having a structure of the following Formula 20:
[0203] [Equation 20]
[0204]
[0205] where R 121 For 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 independently represents protium, deuterium, C5 to C 30 Heteroaryl, wherein C5 to C 30 Heteroaryl is unsubstituted or C6 to C 30 Aryl (which may be unsubstituted or substituted with other C6 to C 30 substituted with aryl), or when p and q are each independently 2 or greater, R 123 The adjacent two and R 124 The adjacent two in each form C6 to C 10 Aromatic ring, where R 123 and R 124 At least one of the 30 Heteroaryl, or R 123 The adjacent two and R 124 At least one of the two adjacent ones can form C6 to C10 Aromatic ring; o, p and q are each the number of substituents and are independently an integer from 0 to 4.
[0206] For example, in Equation 20, R 121 May include protium and deuterium, R 122 May include phenyl, R 123 May include protium and deuterium or R 123 The two adjacent ones can form a benzene ring, and R 124 It may include carbazolyl and benzocarbazolyl groups, each of which may be independently substituted with a phenyl group and / or a naphthyl group, wherein the phenyl group and / or the naphthyl group may be independently unsubstituted or further substituted with other phenyl groups and / or other naphthyl groups. As an example, the N-type red host may be selected from, but not limited to, the following organic compounds having a structure of Formula 21:
[0207] [Equation 21]
[0208]
[0209]
[0210] In an exemplary aspect, the P-type red host and the N-type red host in the middle and lower EML 940A may be mixed in a weight ratio of, but not limited to, about 1:9 to about 9:1, e.g., about 2:8 to about 8:2, or about 7:3 to about 3:7.
[0211] 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 a structure, but is not limited to, the following formula 22:
[0212] [Equation 22]
[0213]
[0214] where R 131 is protium, deuterium, halogen atoms, C1 to C6 alkyl, C3 to C6 cycloalkyl, C6 to C 10 Aryl or C3 to C 10 Heteroaryl, when r is greater than 2, R 131 Can be the same or different from each other; R 132 to R 135 Each is independently hydrogen, deuterium, a halogen atom, a C1 to C6 alkyl group, a C3 to C6 cycloalkyl group, a C6 to C 10 Aryl or C3 to C 10 Heteroaryl, or R 132 to R 135 The adjacent two form C6 to C 10 Aromatic ring, where R 132 to R135 At least one of the two adjacent ones can form C6 to C 10 aromatic ring; R 136 to R 138 r is the number of substituents and is an integer from 0 to 4.
[0215] In formula 22, R 131 May include protium, deuterium and C1 to C6 alkyl, R 132 to R 135 Each may independently include protium, deuterium, C1 to C6 alkyl, or R 132 to R 135 At least one of the adjacent two in may form a benzene ring. As an example, the red dopant 944a may be selected from, but not limited to, the following red phosphorescent materials having a structure of Formula 23:
[0216] [Equation 23]
[0217]
[0218] The upper middle EML 940B may be a green light-emitting material layer. In this case, the upper middle EML 940B may include a green host (fourth host) 942b and a green dopant (fourth dopant) 944b. In one exemplary embodiment, the green host 942b may include a P-type green host (hole-type green host) and an N-type green host (electron-type green host).
[0219] As an example, the P-type green host may include, but is not limited to, a biscarbazole-based organic compound having a structure of the following Formula 24:
[0220] [Equation 24]
[0221]
[0222] where R 141 and R 142 Each independently is C6 to C 30 Aryl, wherein C6 to C 30 The aryl group may be unsubstituted or substituted with other C6 to C 10 The aryl group is further substituted.
[0223] In formula 24, R 141 and R 142 Each may independently include a phenyl group and a naphthyl group, and the phenyl group and the naphthyl group may each independently be unsubstituted or substituted with other phenyl groups and / or other naphthyl groups. As an example, the P-type green host may be selected from, but not limited to, the following biscarbazole-based organic compounds having a structure of Formula 25:
[0224] [Equation 25]
[0225]
[0226]
[0227] The N-type green host may include, but is not limited to, a triazine-based organic compound having a structure of the following Formula 26:
[0228] [Equation 26]
[0229]
[0230] where R 151 and R 152 Each independently is C6 to C 30 Aryl; R 153 C 10 to C 20 Fused heteroaryl, the C 10 to C 20 The fused heteroaryl group may be unsubstituted or C 10 to C 20 The fused aryl is further substituted; L6 is C6 to C 30 Arylene; s is 0 or 1.
[0231] In formula 26, R 151 and R 152 Each may independently include a phenyl group, R 153 L6 may include a phenylene group. As an example, the N-type green host may be selected from, but not limited to, the following triazine-based organic compounds having a structure of Formula 27:
[0232] [Equation 27]
[0233]
[0234]
[0235] In an exemplary aspect, the P-type green host and the N-type green host in the middle upper EML 940B can be mixed in a weight ratio of, but not limited to, about 1:9 to about 9:1, such as about 2:8 to about 8:2 or about 7:3 to about 3:7.
[0236] 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:
[0237] [Equation 28]
[0238]
[0239] where R 161 to R 163 are independently hydrogen, deuterium, halogen atoms, C1 to C 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 independently an integer from 0 to 4; X is O or S; Z1 to Z4 are each independently N or CR 164 , where R 164 For protium, deuterium, halogen atoms, C1 to C 10 Alkyl, C3 to C6 cycloalkyl, C6 to C 10 Aryl or C3 to C 10 Heteroaryl.
[0240] In formula 28, R 161 to R 163 Each may independently include protium, deuterium and C1 to C 10 Alkyl, and at least one, for example, at least two or at least three of Z1 to Z4 may be CR 164 , and R 164 Can include protium, deuterium and C1 to C 10 As an example, the green dopant 944b may be selected from the following green phosphorescent materials having a structure of Formula 29:
[0241] [Equation 29]
[0242]
[0243] The content of the green dopant 944b in the middle upper EML 940B may be, but is not limited to, about 1 wt% to about 10 wt%, for example, about 1 wt% to about 5 wt%. The thickness of the middle upper EML 940B may be, but is not limited to, about to about For example, about to about
[0244] The EML1 740 disposed adjacent to the first electrode 610 includes a first host 742 having excellent hole injection characteristics, and the EML2 840 disposed adjacent to the second electrode 620 includes a second host 842 having excellent electron injection characteristics. Therefore, the OLED D2 can reduce its driving voltage and improve its luminous efficiency and luminous life. The white light emitted from the OLED D2 in the red pixel region RP, the green pixel region GP, and the blue pixel region BP transmits the color filter layer 580 ( Figure 4), so that the organic light emitting display device 500 ( Figure 4 ) can achieve full-color images.
[0245] exist Figure 5 In the embodiment, OLED D2 has three light-emitting sections to form a series structure. Alternatively, the OLED may further include at least one light-emitting section and at least one charge generation layer between the light-emitting sections.
[0246] Furthermore, the organic light-emitting device according to the present disclosure may include a color conversion layer. Figure 6 is a schematic cross-sectional view illustrating an organic light-emitting display device as an organic light-emitting device in still another exemplary aspect of the present disclosure.
[0247] like Figure 6 As shown, the organic light emitting display device 1000 includes: a first substrate 1002, which defines 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 FIG. Figure 6 Although not shown in FIG, a color filter layer may be provided between the second substrate 1004 and each color conversion layer 1080 .
[0248] The thin film transistor Tr is provided corresponding to each of the red pixel region RP, the green pixel region GP, and the blue pixel region BP over the first substrate 1002. 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 electrode, for example, a drain electrode, constituting the thin film transistor Tr.
[0249] An OLED D including a first electrode 1110, a light emitting layer 1130, and a second electrode 1120 is provided above the passivation layer 1060. The first electrode 1110 can be connected to the drain electrode of the thin film transistor Tr through a drain contact hole. In addition, a bank 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 case, the OLED D may have Figure 2 The OLED D is disposed in each of the red pixel region RP, the green pixel region GP, and the blue pixel region BP to provide blue (B) light.
[0250] 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 include an inorganic light emitting material such as quantum dots (QD).
[0251] Blue (B) light emitted from the OLED D in the red pixel region RP is converted into red (R) light by 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 by the second color conversion layer 1084. Therefore, the organic light-emitting display device 1000 can realize a color image.
[0252] In addition, when light emitted from the OLED D is displayed through the first substrate 1002 , a color conversion layer 1080 may be disposed between the OLED D and the first substrate 1002 .
[0253] Synthesis Example 1: Synthesis of Main Body 1-2
[0254] (1) Synthesis of Intermediate A-1
[0255] [Reaction formula 1-1]
[0256]
[0257] Anhydrous copper bromide (45g, 0.202mol) is added into the CCl solution dissolved with anthracene-D10 (18.8g, 0.10mol). Reactant is heated and stirred under a nitrogen atmosphere for 12 hours. After the reaction is complete, white CuBr (I) is filtered out and the filtrate is purified by a 35nm alumina column. The solvent in the purified reactant solution is removed under vacuum to obtain a mixture comprising intermediate A-1 (9-bromoanthracene-D9). This mixture comprises the intermediate A-1 as a main component and the starting material (anthracene-D10) and dibromo by-products as a minor component. This mixture can be used as the starting material in reaction formula 1-2 without the need for additional purification.
[0258] (2) Synthesis of Intermediate A-2
[0259] [Reaction formula 1-2]
[0260]
[0261] Intermediate A-1 (2.66 g, 0.01 mol) and naphthalene-1-boric acid (1.72 g, 0.01 mol) are added to a round-bottomed flask, and toluene (30 ml) is then added to the flask to form a mixed solution. Under a nitrogen atmosphere, Na2CO3 (2.12 g) is dissolved in the Na2CO3 aqueous solution in distilled water (10 ml) and the mixed solution is stirred. Pd(PPh3)4 (tetrakis(triphenylphosphine)palladium(0), 0.25 g, 0.025 mmol) as a catalyst is further added to the mixed solution and stirred. After the reaction is complete, the reaction solution is added to a methanol solution to precipitate the product, and the precipitated product is filtered. In a decompression filter, water, aqueous hydrogen chloride solution (10% concentration), water and methanol are used to wash the precipitated product. The precipitated product is purified to obtain the intermediate A-2 (2.6 g, yield: 83%) of a white powder.
[0262] (3) Synthesis of Intermediate A-3
[0263] [Reaction formula 1-3]
[0264]
[0265] After intermediate A-2 (2.8g, 8.75mmol) was dissolved in dichloromethane (50ml), Br was added to the solution (1.4g, 8.75mmol), then stirred at room temperature (RT). After the reaction was complete, 2M Na was added to the reactant S O Aqueous solution (10ml) and stirred. The organic layer was separated and washed with Na S O Aqueous solution (10% concentration, 10ml) and distilled water. The organic layer was separated again, and passed through MgSO Remove the water in the organic layer. After the organic solution was concentrated, excessive methanol was added to obtain the product. The product was filtered to obtain intermediate A-3 (3.3g).
[0266] (4) Synthesis of main body 1-2
[0267] [Reaction formula 1-4]
[0268]
[0269] Intermediate A-3 (1.96g, 0.05mol) and naphthalene-2-boric acid (1.02g, 0.06mol) are added and dissolved in toluene (30ml). The mixed solution is stirred under a nitrogen atmosphere. To the mixed solution, Na2CO3 (1.90g) is dissolved in distilled water (8ml) and the Na2CO3 aqueous solution (1ml) is added, and then Pd (PPh3) 4 (0.125g, 0.0125mmol) is further added. The mixed solution is heated under a nitrogen atmosphere and reacted. After the reaction is complete, the organic layer is separated, and methanol is added to the organic layer to precipitate the white solid mixture. Chloroform and hexane (volume ratio=1:3) are used as eluents to purify the white solid mixture to obtain body 1-2 (2.30g).
[0270] Synthesis Example 2: Synthesis of Main Body 1-3
[0271] (1) Synthesis of intermediate B-1
[0272] [Reaction formula 2-1]
[0273]
[0274] By AlCl2 (0.391g, 4mmol) add in the benzene-D6 solution (C6D6, 100ml) that is dissolved with 10-(naphthalene-1-yl) anthracene (3.05g, 10mmol).After mixing solution was stirred at room temperature for 6 hours, D2O (50ml) was added to the mixing solution. The organic layer was separated from the water layer, then washed with dichloromethane (CH2Cl2). After separating the organic layer, MgSO4 was added under agitation to dry the organic layer, and then, only the organic solvent was separated by filtration. The organic solvent separated was removed by rotary evaporation to obtain a crude product. With column chromatography, the crude product was purified to obtain intermediate B-1 (2.88g, 9mmol).
[0275] (2) Synthesis of intermediate B-2
[0276] [Reaction formula 2-2]
[0277]
[0278] After intermediate B-1 (2.88g, 9mmol) was dissolved in dichloromethane (50ml), Br (1.45g, 9mmol) was added to the solution, and the solution was then stirred. After the reaction was complete, 2M Na2S2O3 aqueous solution (10ml) was added to the reactant and stirred. The organic layer was separated and washed with Na2S2O3 aqueous solution (10% concentration, 10ml) and distilled water. The organic layer was separated again, and the water in the organic layer was removed by MgSO4. After the organic solution was concentrated, excessive methanol was added to obtain the product. The product was filtered to obtain intermediate B-2 (2.8g).
[0279] (3) Synthesis of entities 1-3
[0280] [Reaction formula 2-3]
[0281]
[0282] Intermediate B-2 (2.8g, 7mmol) and naphthalene-2-boric acid (1.38g, 8mmol) are added in a round-bottomed flask, and then toluene (30ml) is added to the flask to form a mixed solution. Under a nitrogen atmosphere, Na2CO3 (2.12g) is dissolved in the Na2CO3 aqueous solution in distilled water (10ml) and stirred in the mixed solution. In the mixed solution, Pd (PPh3) (0.25g, 0.025mmol) as a catalyst is further added) and stirred. After the reaction is complete, the reaction solution is added to a methanol solution to precipitate the product, and the precipitated product is filtered. In a vacuum filter, water, aqueous hydrogen chloride solution (10% concentration), water and methanol are used to wash the precipitated product. The precipitated product is purified to obtain body 1-3 (2.65g).
[0283] Synthesis Example 3: Synthesis of Main 1-4
[0284] (1) Synthesis of intermediate C-1
[0285] [Reaction formula 3-1]
[0286]
[0287] By AlCl2 (0.391g, 4mmol) add in the benzene-D6 solution (C6D6, 100ml) that is dissolved with 10-(naphthalene-2-yl) anthracene (3.05g, 10mmol).After mixing solution was stirred at room temperature for 6 hours, D2O (50ml) was added to mixing solution. The organic layer was separated from the aqueous layer, then washed with dichloromethane (CH2Cl2). After separation of the organic layer, MgSO4 was added under agitation to dry the organic layer, and then only the organic solvent was separated by filtration. The organic solvent separated was removed by rotary evaporation to obtain a crude product. With column chromatography, the crude product was purified to obtain intermediate C-1 (2.88g, 9mmol).
[0288] (2) Synthesis of intermediate C-2
[0289] [Reaction formula 3-2]
[0290]
[0291] After intermediate C-1 (2.88g, 9mmol) was dissolved in dichloromethane (50ml), Br was added to the solution (1.45g, 9mmol), and the solution was then stirred. After the reaction was complete, 2M Na was added to the reactant S O Aqueous solution (10ml) and stirred. The organic layer was separated and washed with Na S O Aqueous solution (10% concentration, 10ml) and distilled water. The organic layer was separated again, and passed through MgSO Remove the water in the organic layer. After the organic solution was concentrated, excessive methanol was added to obtain the product. The product was filtered to obtain intermediate C-2 (2.8g).
[0292] (3) Synthesis of entities 1-4
[0293] [Reaction formula 3-3]
[0294]
[0295] Intermediate C-2 (2.8g, 7mmol) and naphthalene-1-boric acid (1.38g, 8mmol) are added in a round-bottomed flask, and then toluene (30ml) is added to the flask to form a mixed solution. Under a nitrogen atmosphere, Na2CO3 (2.12g) is dissolved in the Na2CO3 aqueous solution in distilled water (10ml) and stirred in the mixed solution. In the mixed solution, Pd (PPh3) (0.25g, 0.025mmol) is further added as a catalyst and stirred. After the reaction is complete, the reaction solution is added to a methanol solution to precipitate the product, and the precipitated product is filtered. In a vacuum filter, water, aqueous hydrogen chloride solution (10% concentration), water and methanol are used to wash the precipitated product. The precipitated product is purified to obtain body 1-4 (2.65g).
[0296] Synthesis Example 4: Synthesis of Main 1-5
[0297] [Reaction formula 4]
[0298]
[0299] AlCl2 (0.391 g, 4 mmol) was added to a benzene-D6 solution (C6D6, 100 ml) in which α,β-ADN (9-(1-naphthyl)-10-(2-naphthyl)anthracene, 4.3 g, 10 mmol) was dissolved. After the mixed solution was stirred at room temperature for 6 hours, D2O (50 ml) was added to the mixed solution. The organic layer was separated from the aqueous layer, and the aqueous layer was then washed with dichloromethane (CH2Cl2). After the organic layer was separated, MgSO4 was added under stirring to dry the organic layer, and then only the organic solvent was separated by filtration. The separated organic solvent was removed by rotary evaporation to obtain a crude product. The crude product was purified by column chromatography to obtain the subject 1-5 (4 g).
[0300] Example 1: Fabrication of an organic light-emitting diode (OLED)
[0301] An organic light-emitting diode having a tandem structure with two light-emitting sections was manufactured by using body 1-5 as the first body in EML 1 and body 1-3 as the second body in EML 2. A glass substrate coated with an ITO thin film was washed with UV-treated ozone and then transferred to a vacuum chamber for deposition of a light-emitting layer. Subsequently, the following sequence was followed by a tandem process at approximately 10 -7 The light-emitting layer and cathode were deposited by under-the-hood evaporation from a heated boat.
[0302] HIL (E3 (97 wt%) in Formula 8, I1 (3 wt%) in Formula 9, ); HTL1 (E3 in Formula 8, ); EML1 (host 1-5 (98 wt%), dopant 2 (2 wt%), );ETL1(F1 in formula 11, ); n-CGL (H1 (95 wt%), Li (2 wt%) in Formula 15, ); p-CGL (E3 (85 wt%) in Formula 8, I1 (3 wt%) in Formula 9, ); HTL2 (E3 in Formula 8, ); EML2 (host 1-3 (98 wt%), dopant 1 (2 wt%), ); ETL2 (F1 in Formula 11 and G1 in Formula 13 (1:1 by weight, 50 wt%), Liq (50 wt%), ); EIL (LiF (50 wt%), Yb (50 wt%), ); and cathode (Ag:Mg=10:1 by weight, ).
[0303] The OLED was then transferred from the vacuum chamber to a drying oven for film formation, followed by encapsulation using a UV-curable epoxy resin and a moisture absorbent.
[0304] Example 2: Fabrication of OLED
[0305] An OLED was fabricated using the same steps and materials as in Example 1, except that host 1-4 was used as the second host in EML 2 instead of host 1-3.
[0306] Example 3: Fabrication of OLED
[0307] An OLED was fabricated using the same steps and materials as in Example 1, except that host 1-2 was used as the first host in EML 1 instead of host 1-5, and host 1-4 was used as the second host in EML 2 instead of host 1-3.
[0308] Example 4: Fabrication of OLED
[0309] An OLED was fabricated using the same steps and materials as in Example 3, except that host 1-5 was used as the second host in EML 2 instead of host 1-4.
[0310] Comparative Example 1 (Ref. 1): Production of OLED
[0311] An OLED was fabricated using the same steps and materials as in Example 1, except that host 1-1 was used as the first host in EML1 instead of host 1-5, and host 1-1 was used as the second host in EML2 instead of host 1-3.
[0312] Comparative Example 2 (Ref. 2): OLED Manufacturing
[0313] An OLED was fabricated using the same steps and materials as in Example 1, except that host 1-1 was used as the first host in EML1 instead of host 1-5, and host 1-5 was used as the second host in EML2 instead of host 1-3.
[0314] Comparative Example 3 (Ref. 3): OLED Manufacturing
[0315] An OLED was fabricated using the same steps and materials as in Example 1, except that host 1-2 was used as the first host in EML 1 instead of host 1-5, and host 1-2 was used as the second host in EML 2 instead of host 1-3.
[0316] Comparative Example 4 (Ref. 4): Production of OLED
[0317] An OLED was fabricated using the same steps and materials as in Example 1, except that host 1-3 was used as the first host in EML 1 instead of host 1-5.
[0318] Comparative Example 5 (Ref. 5): OLED Manufacturing
[0319] An OLED was fabricated using the same steps and materials as Example 1, except that host 1-4 was used as the first host in EML 1 instead of host 1-5, and host 1-4 was used as the second host in EML 2 instead of host 1-3.
[0320] Comparative Example 6 (Ref. 6): Fabrication of OLED
[0321] An OLED was fabricated using the same steps and materials as in Example 1, except that host 1-5 was used as the second host in EML 2 instead of host 1-3.
[0322] Comparative Example 7 (Ref. 7): Production of OLED
[0323] An OLED was fabricated using the same steps and materials as Example 1, except that host 1-3 was used as the first host in EML 1 instead of host 1-5, and host 1-5 was used as the second host in EML 2 instead of host 1-3.
[0324] Comparative Example 8 (Ref. 8): Production of OLED
[0325] OLEDs were fabricated using the same steps and materials as in Example 1, except that host 1-4 was used as the first host in EML 1 instead of host 1-5, and host 1-5 was used as the second host in EML 2 instead of host 1-3.
[0326] Experimental Example 1: Measurement of OLED Light Emitting Characteristics
[0327] Each of the OLEDs manufactured in Examples 1 to 4 and Comparative Examples 1 to 8 was connected to an external power source, and then the luminous properties of all the OLEDs were evaluated at room temperature using a constant current source (KEITHLEY) and a photometer PR650. Specifically, at 10 mA / cm 2 The driving voltage (V), current efficiency (Cd / A) and color coordinates at a current density of 22.5 mA / cm 2 The time period during which the brightness decreases from the initial brightness of 3000 nits to 95% at a current density of 95 ). The measurement results are shown in Table 1 below.
[0328] Table 1: Light-emitting characteristics of OLEDs
[0329]
[0330] As shown in Table 1, the OLEDs manufactured in Examples 1 to 4 (wherein EML1 included hosts 1-5 (wherein all the nuclear carbon atoms in the aromatic rings were substituted with deuterium)) had a deuteration rate of 0%, compared to the OLEDs manufactured in Comparative Examples 1 and 3 to 5 (wherein EML1 and EML2 included the same host of host 1-1 (an anthracene-based compound in which none of the nuclear carbon atoms in the aromatic rings were substituted with deuterium), host 1-2, host 1-3, or host 1-4 (an anthracene-based compound in which some of the nuclear carbon atoms in the aromatic rings were substituted with deuterium)). Anthracene-based compounds in which all nuclear carbon atoms are substituted with deuterium, 100% deuteration rate) or host 1-2 (anthracene-based compound in which only the nuclear carbon atoms in the anthracene nucleus are substituted with deuterium, about 36% deuteration rate) as the first host and EML2 contains host 1-3, host 1-4 (anthracene-based compound with about 68% deuteration rate) or host 1-5 as the second host) reduced its driving voltage by up to 2.8% and improved its current efficiency and luminescence lifetime by up to 11.6% and 50%, respectively.
[0331] In addition, compared with the OLEDs manufactured in Comparative Examples 2 and 6 to 8 (wherein EML1 contained host 1-1 (0% deuteration rate), host 1-5 (100% deuteration rate), host 1-3 or host 1-4 (about 68% deuteration rate) as the first host and EML2 contained host 1-5 (100% deuteration rate) as the second host), the OLEDs manufactured in the examples reduced their driving voltage by up to 3.7% and improved their current efficiency and luminescence lifetime by up to 11.6% and 25%, respectively.
[0332] Example 5: Fabrication of OLED
[0333] An OLED was manufactured using the same steps and materials as in Example 1, except that Dopant 2 was used as the dopant in EML 2 instead of Dopant 1.
[0334] Example 6: Fabrication of OLED
[0335] An OLED was fabricated using the same steps and materials as in Example 5, except that host 1-4 was used as the second host in EML 2 instead of host 1-3.
[0336] Comparative Example 9 (Ref. 9): Production of OLED
[0337] An OLED was fabricated using the same steps and materials as in Example 5, except that host 1-1 was used as the first host in EML1 instead of host 1-5 and host 1-1 was used as the second host in EML2 instead of host 1-3.
[0338] Comparative Example 10 (Ref. 10): Fabrication of OLED
[0339] An OLED was fabricated using the same steps and materials as in Example 5, except that host 1-1 was used as the first host in EML1 instead of host 1-5 and host 1-5 was used as the second host in EML2 instead of host 1-3.
[0340] Comparative Example 11 (Ref. 11): Fabrication of OLED
[0341] An OLED was fabricated using the same steps and materials as in Example 5, except that host 1-2 was used as the first host in EML 1 instead of host 1-5 and host 1-2 was used as the second host in EML 2 instead of host 1-3.
[0342] Comparative Example 12 (Ref. 12): Fabrication of OLED
[0343] An OLED was fabricated using the same steps and materials as in Example 5, except that host 1-3 was used as the first host in EML 1 instead of host 1-5.
[0344] Comparative Example 13 (Ref. 13): Fabrication of OLED
[0345] An OLED was fabricated using the same steps and materials as Example 5, except that host 1-4 was used as the first host in EML 1 instead of host 1-5 and host 1-4 was used as the second host in EML 2 instead of host 1-3.
[0346] Comparative Example 14 (Ref. 14): Fabrication of OLED
[0347] An OLED was fabricated using the same steps and materials as in Example 5, except that host 1-5 was used as the second host in EML 2 instead of host 1-3.
[0348] Comparative Example 15 (Ref. 15): Fabrication of OLED
[0349] An OLED was fabricated using the same steps and materials as in Example 5, except that host 1-3 was used as the first host in EML 1 instead of host 1-5 and host 1-5 was used as the second host in EML 2 instead of host 1-3.
[0350] Comparative Example 16 (Ref. 16): Fabrication of OLED
[0351] An OLED was fabricated using the same steps and materials as Example 5, except that host 1-4 was used as the first host in EML 1 instead of host 1-5 and host 1-5 was used as the second host in EML 2 instead of host 1-3.
[0352] Experimental Example 2: Measurement of OLED Light Emitting Characteristics
[0353] The light emitting characteristics of each 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.
[0354] Table 2: Light-emitting characteristics of OLEDs
[0355]
[0356] As shown in Table 2, the OLEDs manufactured in Examples 5 to 6 (wherein EML1 comprised host 1-5 (wherein all nuclear carbon atoms in the aromatic ring were substituted with deuterium, 100% deuteration rate) as the first host and EML2 comprised host 1-3 or host 1-4 (an anthracene-based compound having a deuteration rate of approximately 68%) as the second host) reduced their driving voltage by up to 2.8% and improved their current efficiency and luminescence lifetime by up to 11.6% and 48%, respectively, compared to the OLEDs manufactured in Comparative Examples 9 and 11 to 13 (wherein EML1 and EML2 comprised the same host of host 1-1 (an anthracene-based compound in which none of the nuclear carbon atoms in the aromatic ring were substituted with deuterium, 0% deuteration rate), host 1-2, host 1-3, or host 1-4 (an anthracene-based compound in which some of the nuclear carbon atoms in the aromatic ring were substituted with deuterium).
[0357] In addition, compared with the OLEDs manufactured in Comparative Examples 10 and 14 to 16 (wherein EML1 contains host 1-1 (0% deuteration rate), host 1-5 (100% deuteration rate), host 1-3 or host 1-4 (about 68% deuteration rate) as the first host and EML2 contains host 1-5 (100% deuteration rate) as the second host), the OLEDs manufactured in the examples reduced their driving voltage by up to 3.7% and improved their current efficiency and luminescence lifetime by up to 11.6% and 23.3%, respectively.
[0358] It is obvious to those skilled in the art that various modifications and variations can be made to the present disclosure without departing from the scope of the invention. Therefore, the present disclosure is intended to cover modifications and variations of the present disclosure as long as they fall within the scope of the appended claims.
Claims
1. An organic light emitting diode, 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 comprising a first light emitting material layer; a second light-emitting portion disposed between the first light-emitting portion and the second electrode and comprising a second light-emitting material layer; as well as a first charge generation layer provided between the first light emitting portion and the second light emitting portion, wherein the first light emitting material layer comprises a first host having a structure of the following formula 1; and The second light-emitting material layer includes a second host having a structure of the following formula 3: [Formula 1] [Formula 3] wherein Ar1 and Ar2 are each independently selected from phenyl, naphthyl, and anthracenyl; D represents deuterium; a2 is an integer from 0 to 8; b1, b2, c1, and c2 are each independently the number of deuterium substituted on the carbon atoms in Ar1 and Ar2 that are not attached to the anthracene ring and serve as the core atoms; wherein the first host has a structure of Formula 1 wherein a1 is an integer of 8 and b1 and c1 are each 0; or the deuteration rate of the first host is 100%; where 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 first host is selected from the following organic compounds:
3. The organic light emitting diode according to claim 1, wherein the second host is selected from the following organic compounds:
4. 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 a structure of the following 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 independently selected from protium, deuterium, C1 to C 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 are the same as or different from each other, or R 31 to R 35 Two adjacent or R 41 to R 45 The adjacent two independently form unsubstituted or substituted C6 to C 10 Aromatic ring or unsubstituted or substituted C5 to C 10 Heteroaromatic ring; 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 C 30 Aryl and the C5 to C 30 Each heteroaryl group is optionally substituted by deuterium or C1 to C 10 Alkyl substituted, and wherein the C6 to C 30 The aromatic ring of the arylamino group is optionally substituted with C1 to C 10 Alkyl and C6 to C 20 At least one of the aryl groups is substituted with deuterium.
5. The organic light emitting diode according to claim 4, wherein the first dopant and the second dopant are each independently selected from the following compounds:
6. 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 generation layer, and 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.
7. The organic light emitting diode according to claim 6, wherein the first hole transport layer and the second hole transport layer each independently comprise a spirofluorene-based organic compound having a structure of the following 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 C 30 Aryl and the C3 to C 30 Heteroaryl groups are each optionally C1 to C 10 Alkyl and C6 to C 30 At least one of the aryl groups is substituted; R 63 and R 64 Each independently represents protium, deuterium or C1 to C 20 alkyl; f and g are each the number of substituents and are independently an integer from 0 to 4; L1 and L2 are each independently C6 to C 30 Arylene, wherein the C6 to C 30 The arylene group is optionally 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.
8. The organic light emitting diode according to claim 6, wherein the first electron transport layer comprises an azine-based organic compound having a structure of the following Formula 10: [Equation 10] wherein Y1 to Y5 are each independently CR 71 or nitrogen, wherein one to three of Y1 to Y5 are nitrogen; R 71 is hydrogen or C6 to C 30 Aryl; L3 is C6 to C 30 Arylene; R 72 C6 to C 30 Aryl or C5 to C 30 Heteroaryl, wherein the C6 to C 30 Aryl and the C5 to C 30 Each heteroaryl group is optionally further C6 to C 30 Aryl or C3 to C 30 Heteroaryl substitution; R 73 is hydrogen, or when k is 2 or greater, R 73 The adjacent two form C6 to C 20 an aromatic ring; j is 1 or 2; k is an integer from 0 to 4; and l is 0 or 1.
9. The organic light emitting diode according to claim 8, wherein the second electron transport layer comprises a benzimidazole-based organic compound having a structure of the following Formula 12: [Equation 12] in, Ar is C 10 to C 30 Arylene; R 81 C6 to C 30 Aryl or C5 to C 30 Heteroaryl, wherein the C6 to C 30 Aryl and the C5 to C 30 Heteroaryl is each optionally C1 to C 10 Alkyl substitution; R 82 and R 83 are each independently hydrogen, C1 to C 10 Alkyl or C6 to C 30 Aryl.
10. An organic light emitting diode according to claim 1, wherein the organic light emitting diode further comprises a third light emitting portion arranged between the first charge generation layer and the second light emitting portion and including a third light emitting material layer, and a second charge generation layer arranged between the second light emitting portion and the third light emitting portion.
11. The organic light emitting diode according to claim 10 , 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 generation layer. 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, and The third light-emitting portion 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.
12. The organic light emitting diode according to claim 11, 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 a structure of the following 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 C 30 Aryl and the C3 to C 30 Heteroaryl groups are each optionally C1 to C 10 Alkyl and C6 to C 30 At least one of the aryl groups is substituted; R 63 and R 64 Each independently represents protium, deuterium or C1 to C 20 alkyl; f and g are each the number of substituents and are independently an integer from 0 to 4; L1 and L2 are each independently C6 to C 30 Arylene, wherein the C6 to C 30 The arylene group is optionally 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.
13. The organic light emitting diode according to claim 11, wherein the first electron transport layer comprises an azine-based organic compound having a structure of the following Formula 10: [Equation 10] wherein Y1 to Y5 are each independently CR 71 or nitrogen, wherein one to three of Y1 to Y5 are nitrogen; R 71 is hydrogen or C6 to C 30 Aryl; L3 is C6 to C 30 Arylene; R 72 C6 to C 30 Aryl or C5 to C 30 Heteroaryl, wherein the C6 to C 30 Aryl and the C5 to C 30 Each heteroaryl group is optionally further C6 to C 30 Aryl or C3 to C 30 Heteroaryl substitution; R 73 is hydrogen, or when k is 2 or greater, R 73 The adjacent two form C6 to C 20 an aromatic ring; j is 1 or 2; k is an integer from 0 to 4; and l is 0 or 1.
14. The organic light emitting diode according to claim 13, wherein the second electron transport layer and the third electron transport layer each independently comprise a benzimidazole-based organic compound having a structure of the following Formula 12: [Equation 12] Where Ar is C 10 to C 30 Arylene; R 81 C6 to C 30 Aryl or C5 to C 30 Heteroaryl, wherein the C6 to C 30 Aryl and the C5 to C 30 Heteroaryl is each optionally C1 to C 10 Alkyl substitution; R 82 and R 83 are each independently hydrogen, C1 to C 10 Alkyl or C6 to C 30 Aryl.
15. An organic light-emitting diode according to claim 11, 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 second light-emitting portion further comprises a second electron blocking layer disposed between the second hole transport layer and the second light-emitting material layer.
16. The organic light emitting diode according to claim 15, wherein the first electron blocking layer and the second electron blocking layer each independently comprise a spirofluorene-based organic compound having a structure of the following Formula 18: [Equation 18] Where L5 is C6 to C 30 Arylene; 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 C 30 Aryl and the C5 to C 30 Heteroaryl is each optionally C1 to C 10 Alkyl and C6 to C 20 At least one of the aryl groups is substituted.
17. The organic light emitting diode according to claim 11, 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 One of the lower light-emitting material layer and the upper light-emitting material layer includes a red light-emitting material layer, and the other of the lower light-emitting material layer and the upper light-emitting material layer includes a green light-emitting material layer.
18. An organic light-emitting device, comprising: substrate; and An organic light emitting diode according to claim 1 is disposed over the substrate.
19. An organic light-emitting device according to claim 18, wherein the substrate defines a red pixel area, a green pixel area and a blue pixel area, wherein the organic light-emitting diode is positioned corresponding to the red pixel area, the green pixel area and the blue pixel area, and the organic light-emitting device further includes a color filter layer, and the color filter layer is arranged between the substrate and the organic light-emitting diode or above the organic light-emitting diode corresponding to the red pixel area, the green pixel area and the blue pixel area.
20. An organic light-emitting device according to claim 18, wherein the substrate defines a red pixel area, a green pixel area and a blue pixel area, wherein the organic light-emitting diode is positioned corresponding to the red pixel area, the green pixel area and the blue pixel area, and the organic light-emitting device further includes a color conversion layer, which is arranged between the substrate and the organic light-emitting diode or above the organic light-emitting diode corresponding to the red pixel area and the green pixel area.
Citation Information
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