Organic light emitting diode and organic light emitting device including the same

Abstract

The present disclosure relates to an organic light-emitting diode and an organic light-emitting device, the organic light-emitting device including a substrate; and an organic light-emitting diode positioned on the substrate and including a first electrode; a second electrode facing the first electrode; a first light-emitting material layer, the first light-emitting material layer containing a first compound and positioned between the first electrode and the second electrode; and a second light-emitting material layer, the second light-emitting material layer containing a second compound and positioned between the first light-emitting material layer and the second electrode, wherein the first compound and the second compound are each an anthracene derivative, and the deuteration rate of the first compound is greater than the deuteration rate of the second compound.

Description

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS

[0002] This application claims the benefit of Korean Patent Application No. 10-2020-0165606, filed in the Republic of Korea on December 1, 2020, which is hereby incorporated by reference in its entirety. Technical Field

[0003] The present disclosure relates to an organic light emitting device, and more particularly, to an organic light emitting diode (OLED) having improved luminous efficiency and lifespan, and an organic light emitting device including the same. Background Art

[0004] As demand for flat panel display devices having a small footprint increases, organic light emitting display devices including OLEDs have become the subject of recent research and development.

[0005] OLED injects electrons from the cathode as the electron injection electrode and holes from the anode as the hole injection electrode into the emitting material layer (EML), combines the electrons with the holes, generates excitons, and converts the excitons from the excited state to the ground state to emit light. A flexible substrate such as a plastic substrate can be used as a base substrate for forming elements therein. In addition, the organic light-emitting display device can operate at a lower voltage (e.g., 10V or lower) than the voltage required to operate other display devices. In addition, the organic light-emitting display device has advantages in power consumption and color perception.

[0006] The OLED includes a first electrode as an anode over a substrate, a second electrode spaced apart from and facing the first electrode, and an organic light emitting layer therebetween.

[0007] For example, the organic light emitting display device may include a red pixel region, a green pixel region, and a blue pixel region, and an OLED may be formed in each of the red pixel region, the green pixel region, and the blue pixel region.

[0008] However, the OLED in the blue pixel cannot provide sufficient luminous efficiency and lifespan, so that the organic light emitting display device has limitations in terms of luminous efficiency and lifespan. Summary of the Invention

[0009] The present disclosure relates to an OLED and an organic light emitting device including the same that substantially obviate one or more of the problems associated with limitations and disadvantages of related conventional technologies.

[0010] Additional features and advantages of the present disclosure are set forth in the following description and will be apparent from the description or apparent from the practice of the present disclosure. The objects and other advantages of the present disclosure are realized and obtained by the features described herein and in the accompanying drawings.

[0011] To achieve these and other advantages according to the purposes of embodiments of the present disclosure, as described herein, one aspect of the present disclosure is an organic light emitting diode comprising: a first electrode; a second electrode facing the first electrode; a first light emitting material layer comprising a first compound and positioned between the first electrode and the second electrode; and a second light emitting material layer comprising a second compound and positioned between the first light emitting material layer and the second electrode, wherein the first compound is represented by Formula 1, and the second compound is represented by Formula 2: [Formula 1], and [Formula 2] wherein Ar1 and Ar2 are each independently a C6 to C20 aryl group, and L is a C6 to C20 arylene group, wherein a1 and a2 are each independently an integer from 0 to 8, and b1, b2, c1, c2, d1 and d2 are each independently an integer from 0 to 20, wherein the sum of a1, b1, c1 and d1 is greater than the sum of a2, b2, c2 and d2.

[0012] Another aspect of the present disclosure is an organic light-emitting device including a substrate; and an organic light-emitting diode positioned on the substrate and including a first electrode; a second electrode facing the first electrode; a first light-emitting material layer containing a first compound and positioned between the first electrode and the second electrode; and a second light-emitting material layer containing a second compound and positioned between the first light-emitting material layer and the second electrode, wherein the first compound is represented by Formula 1, and the second compound is represented by Formula 2: [Formula 1], and [Formula 2] wherein Ar1 and Ar2 are each independently a C6 to C20 aryl group, and L is a C6 to C20 arylene group, wherein a1 and a2 are each independently an integer from 0 to 8, and b1, b2, c1, c2, d1 and d2 are each independently an integer from 0 to 20, wherein the sum of a1, b1, c1 and d1 is greater than the sum of a2, b2, c2 and d2.

[0013] 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 disclosure as claimed. BRIEF DESCRIPTION OF THE DRAWINGS

[0014] The accompanying drawings, which are included to provide a further understanding of the disclosure and are incorporated in and constitute a part of this specification, illustrate embodiments of the disclosure and together with the description serve to explain the principles of the disclosure.

[0015] Figure 1 is a schematic circuit diagram illustrating an organic light emitting display device of the present disclosure.

[0016] Figure 2 is a schematic cross-sectional view illustrating an organic light emitting display device according to a first embodiment of the present disclosure.

[0017] Figure 3 is a schematic cross-sectional view showing an OLED according to a second embodiment.

[0018] Figure 4 is a schematic cross-sectional view illustrating an organic light emitting display device according to a third embodiment of the present disclosure.

[0019] Figure 5 is a schematic cross-sectional view illustrating an organic light emitting display device according to a fourth embodiment of the present disclosure.

[0020] Figure 6 is a schematic cross-sectional view showing an OLED according to a fifth embodiment. DETAILED DESCRIPTION

[0021] Reference will now be made in detail to some examples and preferred embodiments which are illustrated in the accompanying drawings.

[0022] The OLED disclosed herein includes a plurality of light-emitting sections, for example, two or more light-emitting sections, and each light-emitting material layer in the two or more light-emitting sections includes an anthracene derivative. In this case, the anthracene derivative in one light-emitting material layer and the anthracene derivative in another light-emitting material layer have a difference in deuteration rate. For example, the organic light-emitting device including the OLED may be an organic light-emitting display device or an organic lighting device. As an example, the description will focus on an organic light-emitting display device as a display device including the OLED disclosed herein.

[0023] In the present disclosure, the aryl group, arylene group, heteroaryl group, and heteroarylene group may be unsubstituted or substituted with an alkyl group and / or an aryl group without specific limitation.

[0024] Figure 1 is a schematic circuit diagram illustrating an organic light emitting display device of the present disclosure.

[0025] like Figure 1As shown, in an organic light-emitting display device, gate lines GL and data lines DL, as well as power lines PL, are formed to intersect with each other to define pixel regions (pixels) P. A switching thin film transistor (TFT) Ts, a driving TFT Td, a storage capacitor Cst, and an OLED D are formed in the pixel regions P. The pixel regions P may include a red pixel region, a green pixel region, and a blue pixel region. Furthermore, the pixel regions P may also include a white pixel region.

[0026] A switching thin film transistor Ts is connected to the gate line GL and the data line DL, and a driving thin film transistor Td and a storage capacitor Cst are connected between the switching thin film transistor Ts and the power line PL. An OLED 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 via the gate line GL, a data signal applied via 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.

[0027] A data signal applied to the gate electrode of the driving thin-film transistor Td turns on the driving thin-film transistor Td, supplying a current proportional to the data signal from the power line PL to the OLED D via the driving thin-film transistor Td. The OLED D 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 at 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.

[0028] Figure 2 is a schematic cross-sectional view illustrating an organic light emitting display device according to a first embodiment of the present disclosure.

[0029] like Figure 2 As shown, the organic light-emitting display device 100 includes a substrate 110, a TFT Tr, and an OLED D connected to the TFT Tr. For example, the organic light-emitting display device 100 may include a red pixel region, a green pixel region, and a blue pixel region, and an OLED D may be formed in each of the red pixel region, the green pixel region, and the blue pixel region. That is, an OLED D emitting red light, green light, and blue light may be provided in the red pixel region, the green pixel region, and the blue pixel region, respectively.

[0030] The substrate 110 may be a glass substrate or a flexible substrate. For example, the flexible substrate may be a polyimide (PI) substrate, a polyethersulfone (PES) substrate, a polyethylene naphthalate (PEN) substrate, a polyethylene terephthalate (PET) substrate, or a polycarbonate (PC) substrate.

[0031] A buffer layer 120 is formed on the substrate, and a TFT Tr is formed on the buffer layer 120. The buffer layer 120 may be omitted.

[0032] A semiconductor layer 122 is formed on the buffer layer 120. The semiconductor layer 122 may include an oxide semiconductor material or polysilicon.

[0033] When the semiconductor layer 122 includes an oxide semiconductor material, a light-shielding pattern (not shown) may be formed below the semiconductor layer 122. Light reaching the semiconductor layer 122 is shielded or blocked by the light-shielding pattern, thereby preventing thermal degradation of the semiconductor layer 122. On the other hand, when the semiconductor layer 122 includes polycrystalline silicon, impurities may be doped into both sides of the semiconductor layer 122.

[0034] A gate insulating layer 124 is formed on the semiconductor layer 122. The gate insulating layer 124 may be formed of an inorganic insulating material such as silicon oxide or silicon nitride.

[0035] A gate electrode 130 formed of a conductive material (eg, metal) is formed on the gate insulating layer 124 corresponding to the center of the semiconductor layer 122 .

[0036] exist Figure 2 In the embodiment of the present invention, the gate insulating layer 124 is formed on the entire surface of the substrate 110. Alternatively, the gate insulating layer 124 may be patterned to have the same shape as the gate electrode 130.

[0037] An interlayer insulating layer 132 formed of an insulating material is formed on the gate electrode 130. The interlayer insulating layer 132 may be formed of an inorganic insulating material such as silicon oxide or silicon nitride, or an organic insulating material such as benzocyclobutene or photo-acryl.

[0038] The interlayer insulating layer 132 includes a first contact hole 134 and a second contact hole 136 exposing both sides of the semiconductor layer 122. The first contact hole 134 and the second contact hole 136 are positioned at both sides of the gate electrode 130 to be spaced apart from the gate electrode 130.

[0039] The first and second contact holes 134 and 136 are formed through the gate insulating layer 124 . Alternatively, when the gate insulating layer 124 is patterned to have the same shape as the gate electrode 130 , the first and second contact holes 134 and 136 are formed through only the interlayer insulating layer 132 .

[0040] A source electrode 140 and a drain electrode 142 formed of a conductive material such as metal are formed on the interlayer insulating layer 132 .

[0041] The source electrode 140 and the drain electrode 142 are spaced apart from each other with respect to the gate electrode 130 and contact both sides of the semiconductor layer 122 through the first contact hole 134 and the second contact hole 136 , respectively.

[0042] The semiconductor layer 122, the gate electrode 130, the source electrode 140, and the drain electrode 142 constitute a TFT Tr. The TFT Tr functions as a driving element. That is, the TFT Tr may correspond to ( Figure 1 ) driving TFT Td.

[0043] In the TFT Tr, the gate electrode 130, the source electrode 140, and the drain electrode 142 are positioned over the semiconductor layer 122. That is, the TFT Tr has a coplanar structure.

[0044] Alternatively, in the TFT Tr, the gate electrode may be positioned below the semiconductor layer, and the source electrode and the drain electrode may be positioned above the semiconductor layer, so that the TFT Tr may have an inverted staggered structure. In this case, the semiconductor layer may include amorphous silicon.

[0045] Although not shown, the gate lines and the data lines cross each other to define a pixel region, and a switching TFT is formed to be connected to the gate lines and the data lines. The switching TFT is connected to a TFT Tr as a driving element.

[0046] In addition, a power line and a storage capacitor for maintaining a voltage of a gate electrode of the TFT Tr in one frame may be further formed, and the power line may be formed parallel to and spaced apart from one of the gate line and the data line.

[0047] A passivation layer 150 is formed to cover the TFT Tr, and includes a drain contact hole 152 exposing the drain electrode 142 of the TFT Tr.

[0048] A first electrode 160 is separately formed in each pixel region and on the passivation layer 150. The first electrode 160 is connected to the drain electrode 142 of the TFT Tr through the drain contact hole 152. The first electrode 160 may be an anode and may be formed of a conductive material having a relatively high work function. For example, the first electrode 160 may be formed of a transparent conductive material such as indium tin oxide (ITO) or indium zinc oxide (IZO).

[0049] When the organic light-emitting display device 100 operates in a bottom-emission mode, the first electrode 160 may have a single-layer structure of a transparent conductive material layer. When the organic light-emitting display device 100 operates in a top-emission mode, a reflective electrode or reflective layer may be formed below the first electrode 160. For example, the reflective electrode or reflective layer may be formed of silver (Ag) or an aluminum-palladium-copper (APC) alloy. In this case, the first electrode 160 may have a triple-layer structure of ITO / Ag / ITO or ITO / APC / ITO.

[0050] A bank layer 166 is formed on the passivation layer 150 to cover the edge of the first electrode 160. That is, the bank layer 166 is positioned at the boundary of the pixel region and exposes the center of the first electrode 160 in the pixel region.

[0051] An organic light emitting layer 162 is formed on the first electrode 160. The organic light emitting layer 162 includes a plurality of light emitting portions, for example, at least two light emitting portions. In addition, the organic light emitting layer 162 may further include a charge generation layer between adjacent light emitting portions.

[0052] Each light-emitting portion includes a light-emitting material layer (EML). In addition, each light-emitting portion may further include at least one of the following: a hole injection layer (HIL), a hole transport layer (HTL), an electron blocking layer (EBL), a hole blocking layer (HBL), an electron transport layer (ETL), and an electron injection layer (EIL).

[0053] Organic light-emitting layer 162 is separated in each of the red, green, and blue pixel regions. As described below, at least two EMLs in the light-emitting portion contain anthracene derivatives (e.g., anthracene compounds), and the anthracene derivatives in one light-emitting material layer and the anthracene derivatives in the other light-emitting material layer have different deuteration rates. As a result, the luminous efficiency and lifespan of OLED D and organic light-emitting display device 100 are improved.

[0054] A second electrode 164 is formed above the substrate 110 having the organic light-emitting layer 162 formed therein. The second electrode 164 covers the entire surface of the display area and can be formed of a conductive material having a relatively low work function to function as a cathode. For example, the second electrode 164 can be formed of aluminum (Al), magnesium (Mg), silver (Ag), or alloys thereof, such as an Al-Mg alloy (AlMg) or an Ag-Mg alloy (MgAg). In a top-emission organic light-emitting display device 100, the second electrode 164 can have a thin profile (small thickness) to provide light-transmitting properties (or translucent properties).

[0055] The first electrode 160 , the organic light emitting layer 162 , and the second electrode 164 constitute an OLED D.

[0056] The encapsulation film 170 is formed on the second electrode 164 to prevent moisture from penetrating into the OLED D. The encapsulation film 170 includes a first inorganic insulating layer 172 , an organic insulating layer 174 , and a second inorganic insulating layer 176 sequentially stacked, but is not limited thereto. The encapsulation film 170 may be omitted.

[0057] The organic light-emitting display device 100 may further include a polarizing plate (not shown) for reducing ambient light reflection. For example, the polarizing plate may be a circular polarizing plate. In a bottom-emission organic light-emitting display device 100, the polarizing plate may be disposed below the substrate 110. In a top-emission organic light-emitting display device 100, the polarizing plate may be disposed on or above the encapsulation film 170.

[0058] In addition, in the top emission type organic light emitting display device 100, a cover window (not shown) may be attached to the packaging film 170 or the polarizing plate. In this case, the substrate 110 and the cover window have flexible characteristics, so that a flexible organic light emitting display device can be provided.

[0059] Figure 3 is a schematic cross-sectional view showing an OLED according to a second embodiment.

[0060] like Figure 3 As shown, the OLED D includes a first electrode 160 and a second electrode 164 facing each other, and an organic light-emitting layer 162 between the first electrode 160 and the second electrode 164. The organic light-emitting layer 162 includes a first light-emitting portion 210 and a second light-emitting portion 230. The first light-emitting portion 210 includes a first EML 220, and the second light-emitting portion 230 includes a second EML 240. The organic light-emitting layer 162 may further include a charge generation layer (CGL) 250 between the first light-emitting portion 210 and the second light-emitting portion 230.

[0061] ( Figure 2 The organic light emitting display device 100 may include a red pixel region, a green pixel region, and a blue pixel region, and the OLED D may be positioned in the blue pixel region.

[0062] The first electrode 160 is an anode that injects holes, and the second electrode 164 is a cathode that injects electrons. One of the first electrode 160 and the second electrode 164 is a reflective electrode, and the other is a transparent electrode (or a semi-transparent electrode).

[0063] For example, the first electrode 160 may be formed of ITO or IZO, and the second electrode 164 may be formed of Al, Mg, Ag, AlMg, or MgAg.

[0064] The CGL 250 is positioned between the first light emitting portion 210 and the second light emitting portion 230, and the first light emitting portion 210, the CGL 250, and the second light emitting portion 230 are sequentially stacked on the first electrode 160. That is, the first light emitting portion 210 is positioned between the first electrode 160 and the CGL 250, and the second light emitting portion 230 is positioned between the second electrode 164 and the CGL 250.

[0065] The first light emitting portion 210 includes a first EML 220 .

[0066] In addition, the first light-emitting portion 210 may further include at least one of the following: a HIL 212 between the first electrode 160 and the first EML 220, a first HTL 214 between the HIL 212 and the first EML 220, and a first ETL 216 between the first EML 220 and the CGL 250 (or between the first EML 220 and the second light-emitting portion 230).

[0067] In addition, the first light emitting portion 210 may further include at least one of an EBL (not shown) between the first HTL 214 and the first EML 220 and an HBL (not shown) between the first EML 220 and the first ETL 216 .

[0068] The second light emitting portion 230 includes a second EML 240 .

[0069] In addition, the second light-emitting portion 230 may further include at least one of the following: a second HTL 232 between the CGL 250 and the second EML 240 (or between the first light-emitting portion 210 and the second EML 240), a second ETL 234 between the second EML 240 and the second electrode 164, and an EIL 236 between the second ETL 234 and the second electrode 164.

[0070] In addition, the second light emitting portion 230 may further include at least one of an EBL (not shown) between the second HTL 232 and the second EML 240 and an HBL (not shown) between the second EML 240 and the second ETL 234 .

[0071] The first EML 220 includes a first compound 222, and the second EML 240 includes a second compound 242. In addition, the first EML 220 may further include a third compound 224, and the second EML 240 may further include a fourth compound 244. The first compound 222 and the second compound 242 serve as hosts in the first EML 220 and the second EML 240, respectively, and the third compound 224 and the fourth compound 244 serve as dopants (luminescent materials) in the first EML 220 and the second EML 240, respectively.

[0072] The first compound 222 and the second compound 242 are anthracene derivatives and have a difference in deuteration rate. The third compound 224 and the fourth compound 244 can be boron derivatives (boron compounds). The first EML 220 and the second EML 240 each contain an anthracene derivative and a boron derivative so that blue light is emitted from each of the first EML 220 and the second EML 240. That is, the OLED D is a blue OLED.

[0073] First compound 222 included in first EML 220 adjacent to first electrode 160 serving as an anode has a first deuteration rate, and second compound 242 included in second EML 240 adjacent to second electrode 164 serving as a cathode has a second deuteration rate less than the first deuteration rate. That is, OLED D includes first compound 222, which is an anthracene derivative and has a first deuteration rate, between first electrode 160 and second electrode 164, and includes second compound 242, which is an anthracene derivative and has a second deuteration rate less than the first deuteration rate, between first EML 220 and second electrode 164.

[0074] The first compound 222 may be represented by Formula 1, and the second compound 242 may be represented by Formula 2.

[0075] [Formula 1]

[0076]

[0077] [Formula 2]

[0078]

[0079] In Formulas 1 and 2, Ar1 and Ar2 are each independently a C6 to C20 aryl group, and L is a C6 to C20 arylene group. a1 and a2 are each independently an integer from 0 to 8, and b1, b2, c1, c2, d1, and d2 are each independently an integer from 0 to 20. The sum of a1, b1, c1, and d1 is greater than the sum of a2, b2, c2, and d2. Here, D is deuterium, and a1, a2, b1, b2, c1, c2, d1, and d2 are each the number of deuterium atoms.

[0080] The first compound 222 and the second compound 242 may be anthracene derivatives having the same chemical structure (or chemical formula) and differ in deuteration rate. In other words, the first compound 222 has a first deuteration rate, and the second compound 242 has a second deuteration rate.

[0081] For example, in Formulas 1 and 2, Ar1 and Ar2 may each be independently selected from phenyl, naphthyl, and anthracenyl, and L may be selected from phenylene and naphthylene. In one embodiment, Ar1 may be 1-naphthyl, Ar2 may be 2-naphthyl, and L may be phenylene.

[0082] The first compound 222 in Formula 1 may be represented by Formula 3, and the second compound 242 in Formula 2 may be represented by Formula 4.

[0083] [Formula 3]

[0084]

[0085] [Formula 4]

[0086]

[0087] In Formulae 3 and 4, a1 and a2 are each independently an integer from 0 to 8, b1, b2, c1, and c2 are each independently an integer from 0 to 7, and d1 and d2 are each independently an integer from 0 to 4. The sum of a1, b1, c1, and d1 is greater than the sum of a2, b2, c2, and d2.

[0088] For example, the deuteration rate of the first compound 222 in Formula 3 may be equal to or greater than about 70%, such as equal to or greater than 84%, preferably 100%. The deuteration rate of the second compound 242 in Formula 4 may be equal to or less than about 73%, such as 0% to 73%.

[0089] For example, in Formula 3, a1 is 8, b1 is 7, c1 is 7, and d1 is 4, so the first compound 222 may be the compound in Formula 5. That is, the first compound 222 may be an anthracene derivative in which all hydrogen atoms are deuterated (e.g., a fully deuterated anthracene derivative).

[0090] [Formula 5]

[0091]

[0092] For example, in Formula 4, at least one of a2, b2, c2, and d2 is 0, and thus the second compound 242 may be one of the compounds in Formula 6. That is, the second compound 242 may be an anthracene derivative in which no hydrogen is deuterated (e.g., a non-deuterated anthracene derivative) or an anthracene derivative in which some hydrogen is deuterated (e.g., a partially deuterated anthracene derivative).

[0093] [Formula 6]

[0094]

[0095] That is, the first compound 222 included in the first EML 220 closer to the first electrode 160 serving as the anode may have a first deuteration rate, for example, 100%, and the second compound 242 included in the second EML 240 closer to the second electrode 164 serving as the cathode may have a second deuteration rate less than the first deuteration rate, for example, 0%, about 30%, about 57%, or about 73%.

[0096] The third compound 224 and the fourth compound 244 may each be represented by Formula 7.

[0097] [Formula 7]

[0098]

[0099] In formula 7, R 11 to R 14 Each of R 21 to R 24 Each of R 31 to R 35 Each of the R 41 to R 45 Each of R is independently selected from hydrogen, deuterium (D), C1 to C10 alkyl, C6 to C30 aryl which is unsubstituted or substituted with C1 to C10 alkyl, C12 to C30 arylamine, and C5 to C30 heteroaryl, or R 11 to R 14 The two adjacent ones in R 21 to R 24 The two adjacent ones in R 31 to R 35 The adjacent two and R 41 to R 45 The adjacent two groups in R are connected (bound) to each other to form a condensed ring, such as an aryl ring or a heteroaryl ring. 51 selected from hydrogen, D, a C1-C10 alkyl group and a C3-C30 cycloalkyl group, a C6-C30 aryl group, a C5-C30 heteroaryl group which is unsubstituted or substituted with at least one of deuterium and a C1-C10 alkyl group, and a C6-C30 arylamine group which is unsubstituted or substituted with at least one of deuterium and a C1-C10 alkyl group.

[0100] R 11 to R 14 Each of R 21 to R 24 Each of R 31 to R 35 Each of the R 41 to R 45 Each of can be the same or different.

[0101] In the boron derivatives of the third compound 224 and the fourth compound 244, the benzene ring connected to the boron atom and the two nitrogen atoms is substituted by an unsubstituted or deuterium-substituted (e.g., D-substituted) C12 to C30 arylamine group or an unsubstituted or D-substituted C5 to C30 heteroaryl group, so that the luminescence characteristics of the OLED D can be further improved. That is, when R in Formula 7 51 When it is an unsubstituted or D-substituted C12 to C30 arylamine group or an unsubstituted or D-substituted C5 to C30 heteroaryl group such as carbazole, the light emitting characteristics of OLED D can be further improved.

[0102] For example, the C1 to C10 alkyl group may be one of a methyl group, an ethyl group, a propyl group, a butyl group, and a pentyl group. The substituted or unsubstituted C6 to C30 aryl group may be one of a phenyl group and a naphthyl group and may be substituted with D or a C1 to C10 alkyl group. In addition, the C12 to C30 arylamine group may be one of a diphenylamine group, a phenyl-benzidine group, a phenyl-naphthylamine group, and a dinaphthylamine group, and the C5 to C30 heteroaryl group may be one of a pyridyl group, a quinolyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group. In this case, the arylamine group, the aryl group, the alkyl group, and the heteroaryl group may be substituted with D.

[0103] R 11 to R 14 Each of R 21 to R 24 Each of R 31 to R 35 Each of the R 41 to R 45 Each of R may be independently selected from H, D, methyl, ethyl, propyl, butyl, and pentyl (amyl). 51 The group may be selected from an unsubstituted or D-substituted diphenylamine group, an unsubstituted or D-substituted phenyl-benzidine group, an unsubstituted or D-substituted phenyl-naphthylamine group, an unsubstituted or D-substituted biphenyl-naphthylamine group, and an unsubstituted or D-substituted carbazolyl group.

[0104] In one embodiment, R 11 to R 14 One of them, R 21 to R 24 One of them, R 31 to R 35 One of them and R 41 to R 45 One of them can be tert-butyl or tert-pentyl (or tert-amyl), and R 11 to R 14 The remainder, R 21 to R 24 The remainder, R31 to R 35 The remainder and R 41 to R 45 The remainder of the ions may be hydrogen or deuterium, and R 51 It may be a diphenylamine group substituted with D. When the compound is used as a dopant, the luminous efficiency and color perception of OLED are improved.

[0105] The third compound 224 and the fourth compound 244 may be the same or different and may independently be one of the compounds in Formula 8.

[0106] [Formula 8]

[0107]

[0108] The weight percent of the third compound 224 in the first EML 220 may be 0.1 to 10, for example, 1 to 5, and the weight percent of the fourth compound 244 in the second EML 240 may be 0.1 to 10, for example, 1 to 5. For example, the weight percent of the third compound 224 in the first EML 220 may be equal to or greater than the weight percent of the fourth compound 244 in the second EML 240.

[0109] The thickness of each of the first EML 220 and the second EML 240 may be to For example to For example, the thickness of the first EML 220 may be equal to or smaller than the thickness of the second EML 240 .

[0110] The CGL 250 is positioned between the first light emitting portion 210 and the second light emitting portion 230. That is, the first light emitting portion 210 and the second light emitting portion 230 are connected through the CGL 250. The CGL 250 may be a PN junction CGL of an N-type CGL 252 and a P-type CGL 254.

[0111] The N-type CGL 252 is positioned between the first ETL 216 and the second HTL 232 , and the P-type CGL 254 is positioned between the N-type CGL 252 and the second HTL 232 .

[0112] In the OLED D, the first EML 220 includes a first compound 222 that is an anthracene derivative and has a first deuteration rate, and the second EML 240 includes a second compound 242 that is an anthracene derivative and has a second deuteration rate less than the first deuteration rate. Therefore, the OLED D and the organic light-emitting display device 100 have advantages in terms of luminous efficiency and lifespan.

[0113] In addition, since the first light emitting portion 210 and the second light emitting portion 230 for emitting blue light are stacked, the organic light emitting display device 100 provides an image with a high color temperature.

[0114] Figure 4 is a schematic cross-sectional view illustrating an organic light emitting display device according to a third embodiment of the present disclosure.

[0115] like Figure 4 As shown, the organic light-emitting display device 300 includes: a first substrate 310, in which a red pixel region RP, a green pixel region GP and a blue pixel region BP are defined; a second substrate 370 facing the first substrate 310; an OLED D positioned between the first substrate 310 and the second substrate 370 and providing white emission; and a color conversion layer 380 between the OLED D and the second substrate 370 in the red pixel region RP and the green pixel region GP.

[0116] Although not shown, a color filter may be formed between the second substrate 370 and each color conversion layer 380 .

[0117] TFTs Tr corresponding to each of the red, green, and blue pixel regions RP, GP, and BP are formed on the first substrate 310 , and a passivation layer 350 having a drain contact hole 352 exposing an electrode, eg, a drain electrode, of the TFTs Tr is formed to cover the TFTs Tr.

[0118] An OLED including a first electrode 360, an organic light emitting layer 362, and a second electrode 364 is formed on the passivation layer 350. In this case, the first electrode 360 ​​may be connected to the drain electrode of the TFT Tr through the drain contact hole 352.

[0119] OLED D has Figure 3 The organic light-emitting layer 362 has a structure and is arranged in all of the red pixel region RP, the green pixel region GP, ​​and the blue pixel region BP. The OLED D emits blue light. Specifically, the organic light-emitting layer 362 includes a first light-emitting portion and a second light-emitting portion. The first light-emitting portion includes a first EML, and the second light-emitting portion includes a second EML positioned between the first light-emitting portion and the second electrode. The first EML contains a first compound that is an anthracene derivative and has a first deuteration rate, and the second EML contains a second compound that is an anthracene derivative and has a second deuteration rate. The second deuteration rate is lower than the first deuteration rate.

[0120] A bank layer 366, covering the edges of the first electrode 360, is formed at the boundaries of the red, green, and blue pixel regions RP, GP, and BP. Specifically, the bank layer 366 is positioned at the interface of the red, green, and blue pixel regions RP, GP, and BP, exposing the center of the first electrode 360 ​​in the red, green, and blue pixel regions RP, GP, and BP. As described above, since the OLED D emits white light in the red, green, and blue pixel regions RP, GP, and BP, the light-emitting layer 362 can be formed as a common layer in the red, green, and blue pixel regions RP, GP, and BP without being separated in the red, green, and blue pixel regions RP, GP, and BP. The bank layer 366 can be formed to prevent current leakage at the edges of the first electrode 360 ​​and can be omitted.

[0121] The color conversion layer 380 includes a first color conversion layer 382 corresponding to the red pixel region RP and a second color conversion layer 384 corresponding to the green pixel region GP. The color conversion layer 380 is not present in the blue pixel region BP. Therefore, the OLED D in the blue pixel region BP can face the second substrate 370 without a color conversion layer. For example, the color conversion layer 380 can include an inorganic color conversion material such as quantum dots.

[0122] The blue light from the OLED D is converted into red light by the first color conversion layer 382 in the red pixel region RP, and the blue light from the OLED D is converted into green light by the second color conversion layer 384 in the green pixel region GP.

[0123] Therefore, the organic light-emitting display device 300 can display a full-color image.

[0124] On the other hand, when light from the OLED D passes through the first substrate 310 , the color conversion layer 380 is disposed between the OLED D and the first substrate 310 .

[0125] Figure 5 is a schematic cross-sectional view illustrating an organic light emitting display device according to a fourth embodiment of the present disclosure.

[0126] like Figure 5 As shown, the organic light-emitting display device 400 includes: a first substrate 410, in which a red pixel region RP, a green pixel region GP and a blue pixel region BP are defined; a second substrate 470 facing the first substrate 410; an OLED D positioned between the first substrate 410 and the second substrate 470 and providing white light emission; and a color filter layer 480 between the OLED D and the second substrate 470.

[0127] The first substrate 410 and the second substrate 470 may each be a glass substrate or a plastic substrate. For example, the first substrate 410 and the second substrate 470 may each be a polyimide substrate.

[0128] A buffer layer 420 is formed on the substrate, and a TFT Tr corresponding to each of the red pixel region RP, the green pixel region GP, ​​and the blue pixel region BP is formed on the buffer layer 420. The buffer layer 420 may be omitted.

[0129] A semiconductor layer 422 is formed on the buffer layer 420. The semiconductor layer 422 may include an oxide semiconductor material or polysilicon.

[0130] A gate insulating layer 424 is formed on the semiconductor layer 422. The gate insulating layer 424 may be formed of an inorganic insulating material such as silicon oxide or silicon nitride.

[0131] A gate electrode 430 formed of a conductive material, such as metal, is formed on the gate insulating layer 424 corresponding to the center of the semiconductor layer 422 .

[0132] An interlayer insulating layer 432 formed of an insulating material is formed on the gate electrode 430. The interlayer insulating layer 432 may be formed of an inorganic insulating material (eg, silicon oxide or silicon nitride) or an organic insulating material (eg, benzocyclobutene or photoacryl).

[0133] The interlayer insulating layer 432 includes a first contact hole 434 and a second contact hole 436 exposing both sides of the semiconductor layer 422. The first contact hole 434 and the second contact hole 436 are positioned at both sides of the gate electrode 430 to be spaced apart from the gate electrode 430.

[0134] A source electrode 440 and a drain electrode 442 formed of a conductive material such as metal are formed on the interlayer insulating layer 432 .

[0135] The source electrode 440 and the drain electrode 442 are spaced apart from each other with respect to the gate electrode 430 and contact both sides of the semiconductor layer 422 through the first contact hole 434 and the second contact hole 436 , respectively.

[0136] The semiconductor layer 422, the gate electrode 430, the source electrode 440, and the drain electrode 442 constitute a TFT Tr. The TFT Tr functions as a driving element. That is, the TFT Tr may correspond to ( Figure 1 ) driving TFT Td.

[0137] Although not shown, the gate lines and the data lines cross each other to define a pixel region, and a switching TFT is formed to be connected to the gate lines and the data lines. The switching TFT is connected to a TFT Tr as a driving element.

[0138] In addition, a power line and a storage capacitor for maintaining a voltage of a gate electrode of the TFT Tr in one frame may be further formed, and the power line may be formed parallel to and spaced apart from one of the gate line and the data line.

[0139] A passivation layer 450 is formed to cover the TFT Tr, and includes a drain contact hole 452 exposing the drain electrode 442 of the TFT Tr.

[0140] A first electrode 460 is formed separately in each pixel region and is connected to the drain electrode 442 of the TFT Tr through the drain contact hole 452. The first electrode 460 may be an anode and may be formed of a conductive material having a relatively high work function. For example, the first electrode 460 may be formed of a transparent conductive material such as indium tin oxide (ITO) or indium zinc oxide (IZO).

[0141] When the organic light-emitting display device 400 operates in a bottom-emission mode, the first electrode 460 may have a single-layer structure of a transparent conductive material layer. When the organic light-emitting display device 400 operates in a top-emission mode, a reflective electrode or reflective layer may be formed below the first electrode 460. For example, the reflective electrode or reflective layer may be formed of silver (Ag) or an aluminum-palladium-copper (APC) alloy. In this case, the first electrode 460 may have a three-layer structure of ITO / Ag / ITO or ITO / APC / ITO.

[0142] A bank layer 466 is formed on the passivation layer 450 to cover edges of the first electrode 460. That is, the bank layer 466 is positioned at boundaries of the pixel regions and exposes the centers of the first electrodes 460 in the red, green, and blue pixel regions RP, GP, and BP.

[0143] An organic light-emitting layer 462 is formed on the first electrode 460. The organic light-emitting layer 462 includes a first light-emitting portion adjacent to the first electrode 460 and emitting blue light, a second light-emitting portion adjacent to the second electrode 464 and emitting blue light, and at least one third light-emitting portion positioned between the first and second light-emitting portions. The third light-emitting portion emits yellow-green light or red-green light.

[0144] In addition, the organic light-emitting layer 462 may further include a charge generation layer between adjacent light-emitting portions.

[0145] Each light-emitting portion includes a light-emitting material layer (EML). For example, each light-emitting portion may further include at least one of the following: a hole injection layer (HIL), a hole transport layer (HTL), an electron blocking layer (EBL), a hole blocking layer (HBL), an electron transport layer (ETL), and an electron injection layer (EIL).

[0146] The EML layers in the first and second emission portions contain anthracene derivatives (e.g., anthracene compounds), and the anthracene derivatives in the first and second EMLs differ in deuteration rate. Therefore, the OLED D and the organic light-emitting display device 400 have improved luminous efficiency and lifespan.

[0147] A second electrode 464 is formed over the substrate 410 having the organic light-emitting layer 462 formed therein. The second electrode 464 covers the entire surface of the display area and can be formed of a conductive material having a relatively low work function to serve as a cathode. For example, the second electrode 464 can be formed of aluminum (Al), magnesium (Mg), silver (Ag), or alloys thereof, such as an Al-Mg alloy (AlMg) or an Ag-Mg alloy (MgAg).

[0148] Since light from the organic light emitting layer 462 passes through the second electrode 464 to be incident on the color filter layer 480 , the second electrode 464 has a thin profile (small thickness) to provide a light-transmitting property (or a semi-transparent property).

[0149] The first electrode 460 , the organic light emitting layer 462 , and the second electrode 464 constitute an OLED D, and the OLED D in the red pixel region RP, the green pixel region GP, ​​and the blue pixel region BP provide blue emission.

[0150] Since the OLED D emits white light in the red pixel region RP, the green pixel region GP, ​​and the blue pixel region BP, the light emitting layer 462 may be formed as a common layer in the red pixel region RP, the green pixel region GP, ​​and the blue pixel region BP without being separated in the red pixel region RP, the green pixel region GP, ​​and the blue pixel region BP. The bank layer 466 may be formed to prevent current leakage at the edge of the first electrode 460 and may be omitted.

[0151] The color filter layer 480 is positioned above the OLED D and includes a red color filter 482, a green color filter 484, and a blue color filter 486 corresponding to the red pixel region RP, the green pixel region GP, ​​and the blue pixel region BP, respectively. The color filter layer 480 may be formed on a lower surface (e.g., an inner surface) of the second substrate 470.

[0152] Although not shown, the color filter layer 480 may be attached to the OLED D by using an adhesive layer. Alternatively, the color filter layer 480 may be formed directly on the OLED D.

[0153] An encapsulation film (not shown) may be formed to prevent moisture from penetrating into the OLED D. For example, the encapsulation film may include a first inorganic insulating layer, an organic insulating layer, and a second inorganic insulating layer that are sequentially stacked, but is not limited thereto.

[0154] The organic light-emitting display device 400 may further include a polarizing plate (not shown) for reducing ambient light reflection. For example, the polarizing plate may be a circular polarizing plate. The polarizing plate may be disposed outside the second substrate 470. Alternatively, in a bottom-emission organic light-emitting display device 400, the polarizing plate may be disposed below the first substrate 410.

[0155] exist Figure 5 In the embodiment, when light from the OLED D passes through the second electrode 464 , the color filter layer 480 is disposed on or over the OLED D. Alternatively, when light from the OLED D passes through the first electrode 460 , the color filter layer 480 may be disposed between the OLED D and the first substrate 410 .

[0156] A color conversion layer (not shown) may be formed between the OLED D and the color filter layer 480. The color conversion layer may include a red color conversion layer, a green color conversion layer, and a blue color conversion layer corresponding to the red pixel region RP, the green pixel region GP, ​​and the blue pixel region BP, respectively. White light from the OLED D is converted into red light, green light, and blue light by the red color conversion layer, the green color conversion layer, and the blue color conversion layer, respectively.

[0157] As described above, the white light from the organic light emitting diode D passes through the red filter 482, the green filter 484, and the blue filter 486 in the red pixel region RP, the green pixel region GP, ​​and the blue pixel region BP, so that red light, green light, and blue light are provided by the red pixel region RP, the green pixel region GP, ​​and the blue pixel region BP, respectively.

[0158] exist Figure 5 In the present invention, an OLED D emitting white light is used in a display device. Alternatively, for use in a lighting device, the OLED D can be formed on the entire surface of the substrate without at least one of a driving element and a color filter layer. A display device and a lighting device each including the OLED D of the present disclosure can be referred to as an organic light-emitting device.

[0159] Figure 6 is a schematic cross-sectional view showing an OLED according to a fifth embodiment. Figure 6 OLED D in can be applied to Figure 5 Organic light-emitting display device in.

[0160] like Figure 6As shown in FIG, the organic light-emitting layer 462 positioned between the first electrode 460 and the second electrode 464 includes a first light-emitting portion 530, a second light-emitting portion 570, and a third light-emitting portion 550. The first light-emitting portion 530 includes a first EML 520, the second light-emitting portion 570 includes a second EML 560, and the third light-emitting portion 550 includes a third EML 540. The organic light-emitting layer 462 may further include a first CGL 580 between the first light-emitting portion 530 and the third light-emitting portion 550 and a second CGL 590 between the second light-emitting portion 570 and the third light-emitting portion 550.

[0161] The first electrode 460 is an anode that injects holes, and the second electrode 464 is a cathode that injects electrons. One of the first electrode 460 and the second electrode 464 is a reflective electrode, and the other is a transparent electrode (or a semi-transparent electrode).

[0162] For example, the first light-emitting portion 530, the first CGL 580, the third light-emitting portion 550, the second CGL 590, and the second light-emitting portion 570 are sequentially stacked on the first electrode 460. In other words, the first light-emitting portion 530 is positioned between the first electrode 460 and the first CGL 580, the third light-emitting portion 550 is positioned between the first CGL 580 and the second CGL 590, and the second light-emitting portion 570 is positioned between the second electrode 464 and the second CGL 590.

[0163] The first light emitting portion 530 includes a first EML 520. In addition, the first light emitting portion 530 may further include a HIL 532 below the first EML 520, a first HTL 534 between the first EML 520 and the HIL 532, a first EBL 536 between the first EML 520 and the first HTL 534, and a first ETL 538 on or over the first EML 520. That is, the HIL 532, the first HTL 534, and the first EBL 536 are sequentially stacked between the first electrode 460 and the first EML 520, and the first ETL 538 is positioned between the first EML 520 and the first CGL 580. The first light emitting portion 530 may further include an HBL between the first EML 520 and the first ETL 538.

[0164] The second light-emitting portion 570 includes a second EML 560. In addition, the second light-emitting portion 570 may further include a second HTL 572 below the second EML 560, a second EBL 574 between the second EML 560 and the second HTL 572, an EIL 578 above the second EML 560, and a second ETL 576 between the second EML 560 and the EIL 578. The second light-emitting portion 570 may further include an HBL between the second ETL 576 and the second EML 560.

[0165] The first EML 520 includes a first compound 522, and the second EML 560 includes a second compound 562. In addition, the first EML 520 may further include a third compound 524, and the second EML 560 may further include a fourth compound 564. The first compound 522 and the second compound 562 serve as hosts in the first EML 520 and the second EML 560, respectively, and the third compound 524 and the fourth compound 564 serve as dopants (luminescent materials) in the first EML 520 and the second EML 560, respectively.

[0166] The first compound 522 and the second compound 562 are anthracene derivatives and have a difference in deuteration rate. The third compound 524 and the fourth compound 564 can be boron derivatives (boron compounds). The first EML 520 and the second EML 560 each contain an anthracene derivative and a boron derivative so that blue light is emitted from each of the first EML 520 and the second EML 560. That is, the OLED D is a blue OLED.

[0167] First compound 522, an anthracene derivative, contained in first EML 520 adjacent to first electrode 460 serving as an anode has a first deuteration rate, and second compound 562, an anthracene derivative, contained in second EML 560 adjacent to second electrode 464 serving as a cathode has a second deuteration rate that is less than the first deuteration rate. That is, first compound 522 and second compound 562 may be anthracene derivatives having the same chemical structure (chemical formula) but differing in deuteration rate.

[0168] The first compound 522 is represented by Formula 1 or Formula 3, and the second compound 562 is represented by Formula 2 or Formula 4. For example, the first compound 522 may be a compound in Formula 5, and the second compound 562 may be one of the compounds in Formula 6.

[0169] The third compound 524 and the fourth compound 564 may be represented by Formula 7 and may be the same or different. For example, the third compound 524 and the fourth compound 564 may each independently be one of the compounds in Formula 8.

[0170] The weight percent of the third compound 524 in the first EML 520 may be 0.1 to 10, for example, 1 to 5, and the weight percent of the fourth compound 564 in the second EML 560 may be 0.1 to 10, for example, 1 to 5. For example, the weight percent of the third compound 524 in the first EML 520 may be equal to or greater than the weight percent of the fourth compound 564 in the second EML 560.

[0171] The thickness of the first EML 520 and the second EML 560 may be to For example to For example, the thickness of the first EML 520 may be equal to or less than the thickness of the second EML 560 .

[0172] The third light emitting portion 550 may include a third HTL 552, a third EML 540, and a third ETL 554. The third HTL 552 is positioned between the first CGL 580 and the third EML 540, and the third ETL 554 is positioned between the third EML 540 and the second CGL 590.

[0173] The third EML 540 may include a host, a red dopant, and a green dopant. The third EML 540 may have a single-layer structure. Alternatively, the third EML 540 may have a double-layer structure including a lower layer (or upper layer) including a first host and a red dopant and an upper layer (or lower layer) including a second host and a green dopant.

[0174] For example, the first host may be a spirofluorene-based organic compound and may be represented by Formula 9.

[0175] [Formula 9]

[0176]

[0177] In formula 9, R 61 and R 62 are each independently selected from C6 to C30 aryl and C3 to C30 heteroaryl, and R 63 and R 64 are each independently selected from D and a C1 to C20 alkyl group. f and g are each the number of substituents and are independently an integer from 0 to 4. L1 and L2 are each independently a C6 to C30 arylene group, and h and I are each independently 0 or 1.

[0178] For example, the aryl group, the heteroaryl group, and the arylene group may be unsubstituted or substituted with at least one of a C1 to C10 alkyl group and a C6 to C20 aryl group.

[0179] In one embodiment, L1 and L2 may each independently be a phenylene group which is unsubstituted or substituted with a C1 to C10 alkyl group or a C6 to C20 aryl group (eg, a phenyl group), and R 61 and R 62 Each may be independently selected from a phenyl group, a naphthyl group, a fluorenyl group, a dibenzofuranyl group, and a carbazolyl group, each of which is unsubstituted or substituted with a C1 to C10 alkyl group or a C6 to C20 aryl group (eg, a phenyl group).

[0180] The first host may be one of the compounds in Formula 10, but is not limited thereto.

[0181] [Equation 10]

[0182]

[0183]

[0184] Alternatively, the first host may be a quinazoline-carbazole-based organic compound and may be represented by Formula 11.

[0185] [Equation 11]

[0186]

[0187] In formula 11, R 121 is selected from deuterium, C1 to C20 alkyl and C6 to C30 aryl, and R 122 is a C6 to C30 aryl group. 123 and R 124 Each is selected from deuterium and C10 to C30 heteroaryl, or two adjacent R 123 or two adjacent R 124 are connected to each other to form a C6 to C10 aromatic ring. 123 and R 124 At least one of the substituents is a C10 to C30 heteroaryl group. o, p, and q, which are the numbers of the substituents, are each independently an integer of 0 to 4.

[0188] For example, the aryl and heteroaryl groups can be unsubstituted or substituted with a C6 to C20 aryl group.

[0189] The first host in Formula 11 may be one of the compounds in Formula 12, but is not limited thereto.

[0190] [Equation 12]

[0191]

[0192] The first host in the red EML may include a compound of Formula 9 as a P-type red host and a compound of Formula 11 as an N-type red host. In this case, the weight % ratio of the P-type red host to the N-type red host may be 1:9 to 9:1, preferably 2:8 to 9:2, and more preferably 3:7 to 7:3. For example, the weight % of the P-type red host may be less than the weight % of the N-type red host. The weight % ratio of the P-type red host to the N-type red host may be 1:9 to 4:6, preferably 3:7.

[0193] The red dopant may include at least one of a red phosphorescent compound, a red fluorescent compound, and a red delayed fluorescent compound. For example, the red dopant may be represented by Formula 13, but is not limited thereto.

[0194] [Equation 13]

[0195]

[0196] In formula 13, R 131 is selected from deuterium, a halogen atom, a C1 to C6 alkyl group, a C3 to C6 cycloalkyl group, a C6 to C10 aryl group, and a C3 to C10 heteroaryl group, and r is an integer from 0 to 4. 132 to R 135 are each independently selected from hydrogen, deuterium, a halogen atom, a C1 to C6 alkyl group, a C3 to C6 cycloalkyl group, a C6 to C10 aryl group, and a C3 to C10 heteroaryl group, and / or R 132 to R 135 Two adjacent ones of R are connected to form a C6 to C10 aromatic ring (eg, a condensed ring). 136 to R 138 Each is independently selected from hydrogen, deuterium and C1 to C6 alkyl.

[0197] The red dopant may be one of the compounds in Formula 14, but is not limited thereto.

[0198] [Equation 14]

[0199]

[0200]

[0201] In the red EML, the weight % of the red dopant may be 1 to 10, preferably 1 to 5, but not limited thereto. The thickness of the red EML may be to Preferably to But it’s not limited to this.

[0202] The second host may be a biscarbazole-based organic compound and may be represented by Formula 15.

[0203] [Equation 15]

[0204]

[0205] In formula 15, R 141 and R 142 Each is independently selected from C6 to C30 aryl groups.

[0206] The aryl group may be unsubstituted or substituted with a C6 to C10 aryl group. For example, R 141 and R 142 The phenyl group and the naphthyl group may each be independently selected from a phenyl group and a naphthyl group, and the phenyl group and the naphthyl group may each be unsubstituted or substituted with a phenyl group or a naphthyl group.

[0207] The second host in Formula 16 may be one of the compounds in Formula 16, but is not limited thereto.

[0208] [Equation 16]

[0209]

[0210] Alternatively, the second host may be a triazine-based organic compound and may be represented by Formula 17.

[0211] [Equation 17]

[0212]

[0213] In formula 17, R 151 and R 152 are each independently selected from C6 to C30 aryl, and R 153 is a C10 to C20 fused heteroaryl group. L6 is a C6 to C30 arylene group, and s is 0 or 1.

[0214] The aryl and heteroaryl groups may be unsubstituted or substituted with a C10 to C20 fused aryl group.

[0215] For example, R 151 and R 152 can each independently be phenyl, and R 153 L6 may be a dibenzofuranyl group or a dibenzothiophenyl group. The dibenzofuranyl group and the dibenzothiophenyl group may each be substituted by a triphenylene group or a phenanthryl group, and L6 may be a phenylene group.

[0216] The second host in Formula 17 may be one of the compounds in Formula 18, but is not limited thereto.

[0217] [Equation 18]

[0218]

[0219] The second host in the green EML may include a compound of Formula 15 as a P-type green host and a compound of Formula 17 as an N-type green host. In this case, the weight % ratio of the P-type green host to the N-type green host may be 1:9 to 9:1, preferably 2:8 to 9:2, and more preferably 3:7 to 7:3. For example, the weight % of the P-type green host may be greater than the weight % of the N-type green host. The weight % ratio of the P-type green host to the N-type green host may be 9:1 to 6:4, preferably 7:3.

[0220] The green dopant may include at least one of a green phosphorescent compound, a green fluorescent compound, and a green delayed fluorescent compound. For example, the green dopant may be represented by Formula 19, but is not limited thereto.

[0221] [Equation 19]

[0222]

[0223] In formula 19, R 161 to R 164 Each is independently selected from deuterium, a halogen atom, a C1 to C6 alkyl group, a C3 to C6 cycloalkyl group, a C6 to C10 aryl group, and a C3 to C10 heteroaryl group. t, v, and w are each independently an integer from 0 to 4, and u is an integer from 0 to 3. X is an oxygen atom or a sulfur atom. Z1 to Z4 are each independently nitrogen or CR 165 , R 165 is selected from hydrogen, deuterium, a halogen atom, a C1 to C6 alkyl group, a C3 to C6 cycloalkyl group, a C6 to C10 aryl group, and a C3 to C10 heteroaryl group. (t, u, v, and w are the number of substituents)

[0224] The green dopant may be one of the compounds in Formula 20, but is not limited thereto.

[0225] [Equation 20]

[0226]

[0227]

[0228] In the green EML, the weight % of the green dopant may be 1 to 10, preferably 1 to 5, but not limited thereto. The thickness of the green EML may be to Preferably to But it’s not limited to this.

[0229] For example, the thickness of the red EML may be smaller than that of the green EML in the third EML 540 of the third light emitting portion 550. In addition, the weight % of the red dopant in the red EML may be smaller than that of the green dopant in the green EML.

[0230] Alternatively, the third EML 540 may be a yellow-green EML. For example, the third EML 540 as the yellow-green EML may include a host and a yellow-green dopant.

[0231] The HIL 532 may include the anthracene-based compound of Formula 21 as a first hole injection material.

[0232] [Equation 21]

[0233]

[0234] In formula 21, R 101 to R 104 Each may independently be a C6 to C30 aryl group.

[0235] For example, R 101 to R 104 The groups may each be independently selected from a phenyl group, a naphthyl group (eg, a 1-naphthyl group or a 2-naphthyl group), and a phenanthrenyl group, and may be substituted with a C1 to C10 alkyl group.

[0236] The anthracene-based compound in Formula 21 may be one of the compounds in Formula 22, but is not limited thereto.

[0237] [Equation 22]

[0238]

[0239] The HIL 532 may further include an alkali metal halide compound or an alkaline earth metal halide compound as a second hole injection material. For example, the second hole injection material may include at least one of LiF, MgF2, CaF2, NaF, and CsF.

[0240] In the HIL 532, a weight % ratio of the first hole injection material to the second hole injection material may be 8:2 to 5:5, and a thickness of the HIL 532 may be about 100 Å. to However, the present disclosure is not limited thereto.

[0241] The first HTL 534 , the second HTL 572 , and the third HTL 552 may each include the spirofluorene-based organic compound of Formula 9. For example, the first HTL 534 , the second HTL 572 , and the third HTL 552 may each include at least one of the compounds of Formula 10.

[0242] For example, the thickness of the second HTL 572 may be equal to or less than the thickness of the first HTL 534 and may be greater than the thickness of the third HTL 552. The thickness of the first HTL 534 may be approximately to The thickness of the second HTL 572 may be about to The thickness of the third HTL 552 may be about to

[0243] The first EBL 536 and the second EBL 574 may each include the compound of Formula 23 as an electron blocking material.

[0244] [Equation 23]

[0245]

[0246] In Formula 23, L is a C6 to C30 arylene group, and a is 0 or 1. R1 and R2 are each independently selected from a C6 to C30 aryl group and a C5 to C30 heteroaryl group. The C6 to C30 aryl group and the C5 to C30 heteroaryl group may be optionally substituted.

[0247] For example, L may be a phenylene group, and R1 and R2 may each be independently selected from biphenyl, fluorenyl, phenylcarbazolyl, carbazolylphenyl, dibenzothienyl, and dibenzofuranyl.

[0248] That is, the electron blocking material is a spirofluorene-substituted amine derivative (eg, a spirofluorene-substituted amine derivative).

[0249] The electron blocking material in Formula 23 may be one of the compounds in Formula 24.

[0250] [Equation 24]

[0251]

[0252]

[0253] The thickness of the first EBL 536 and the second EBL 574 may each be about to But it’s not limited to this.

[0254] The first ETL 538 , the second ETL 576 , and the third ETL 554 may each include at least one of the azine-based organic compound of Formula 25 and the benzimidazole-based organic compound of Formula 26.

[0255] [Equation 25]

[0256]

[0257] [Equation 26]

[0258]

[0259] In Formula 25, Y1 to Y5 are each independently CR 71 or a nitrogen atom (N), and one to three of Y1 to Y5 are N. 71 is hydrogen or a C6 to C30 aryl group, and L3 is a C6 to C30 arylene group. 72 is a C6 to C30 aryl group or a C5 to C30 heteroaryl group. 73 is hydrogen, or R 73 In the embodiment of the present invention, two adjacent ones of the rings are connected to form an aromatic ring (eg, a condensed ring).

[0260] In Formula 26, Ar is a C1 to C30 arylene group, and R 81 is a C6 to C30 aryl group or an unsubstituted or substituted C5 to C30 heteroaryl group. 82 is hydrogen, a C1 to C10 alkyl group, or a C6 to C30 aryl group.

[0261] In formula 25, R 72 The aryl group may be unsubstituted or substituted with a C6 to C30 aryl group or a C5 to C30 heteroaryl group.

[0262] In Formula 26, Ar can be a naphthylene group or an anthracene group, and R 81 It may be a phenyl group which is unsubstituted or substituted by a C1 to C10 alkyl group, or a benzimidazolyl group. 82 It may be methyl, ethyl or phenyl.

[0263] For example, the electron transport material in Formula 25 may be one of the compounds in Formula 27, and the electron transport material in Formula 26 may be one of the compounds in Formula 28.

[0264] [Equation 27]

[0265]

[0266]

[0267] [Equation 28]

[0268]

[0269]

[0270] For example, the first ETL 538 may include the electron transport material of Formula 25, and the second ETL 576 and the third ETL 554 may each include the electron transport material of Formula 26. The second ETL 576 may also include the electron transport material of Formula 25. In this case, in the second ETL 576, the electron transport material of Formula 25 and the electron transport material of Formula 26 may have the same weight %.

[0271] The thickness of the third ETL 554 may be greater than the thickness of the first ETL 538 and may be equal to or less than the thickness of the second ETL 576. For example, the thickness of the first ETL 538 may be approximately to The thickness of the second ETL 576 may be about to The thickness of the third ETL 554 may be to

[0272] The EIL 578 is positioned between the second electrode 464 and the second ETL 576 to improve the characteristics of the second electrode 464 and the life of the OLED D. For example, the EIL 578 may include at least one of an alkali metal halide compound (e.g., LiF, CsF, NaF, or BaF2), and an organic metal compound (e.g., LiQ, lithium benzoate, or sodium stearate), but is not limited thereto. The thickness of the EIL 578 may be to Preferably to But it’s not limited to this.

[0273] The first CGL 580 is positioned between the first light-emitting portion 530 and the third light-emitting portion 550, and the second CGL 590 is positioned between the third light-emitting portion 550 and the second light-emitting portion 570. That is, the first light-emitting portion 530 and the third light-emitting portion 550 are connected via the first CGL 580, and the third light-emitting portion 550 and the second light-emitting portion 570 are connected via the second CGL 590. The first CGL 580 may be a PN junction CGL formed by an N-type CGL 582 and a P-type CGL 584, and the second CGL 590 may be a PN junction CGL formed by an N-type CGL 592 and a P-type CGL 594.

[0274] In the first CGL 580 , the N-type CGL 582 is positioned between the first ETL 538 and the third HTL 552 , and the P-type CGL 584 is positioned between the N-type CGL 582 and the third HTL 552 .

[0275] In the second CGL 590 , the N-type CGL 592 is positioned between the third ETL 554 and the second HTL 572 , and the P-type CGL 594 is positioned between the N-type CGL 592 and the second HTL 572 .

[0276] The N-type CGL 582 in the first CGL 580 and the N-type CGL 592 in the second CGL 590 may each include the phenanthroline-based compound of Formula 29 as an N-type charge generation material.

[0277] [Equation 29]

[0278]

[0279] In Formula 29, R91 is hydrogen or a C6 to C30 aryl group, and R92 is a C6 to C30 aryl group, wherein the C6 to C30 aryl group is substituted. L4 is a C6 to C30 arylene group or a C5 to C30 heteroarylene group, and m is 1 or 2.

[0280] In this case, the aryl, arylene and heteroarylene groups may be unsubstituted or substituted with a C1 to C10 alkyl group.

[0281] For example, in Formula 29, R91 can be hydrogen, unsubstituted or methyl-substituted phenyl, or unsubstituted or methyl-substituted naphthyl, and R92 can be unsubstituted or methyl-substituted phenyl, unsubstituted or methyl-substituted naphthyl, or unsubstituted or methyl-substituted phenanthrenyl. L4 can be phenylene, naphthylene, anthrylene, or phenanthrenyl.

[0282] The N-type charge generation material in Formula 29 may be one of the compounds in Formula 30.

[0283] [Equation 30]

[0284]

[0285] The N-type CGL 582 in the first CGL 580 and the N-type CGL 592 in the second CGL 590 may each further include a dopant that is one of an alkali metal (e.g., Li, Na, K, or Cs) and an alkaline earth metal (e.g., Mg, Sr, Ba, or Ra). In this case, the electron generation characteristics and / or electron injection characteristics of the N-type CGL 582 and the N-type CGL 592 may be improved. In each of the N-type CGL 582 and the N-type CGL 592, the weight % of the dopant may be 0.1 to 10. In addition, the thickness of each of the N-type CGL 582 and the N-type CGL 592 may be to Preferably to For example, the weight % of the dopant in the N-type CGL 582 in the first CGL 580 may be greater than the weight % of the dopant in the N-type CGL 592 in the second CGL 590 , and the thickness of the N-type CGL 582 in the first CGL 580 may be less than the thickness of the N-type CGL 592 in the second CGL 590 .

[0286] The P-type CGL 584 in the first CGL 580 and the P-type CGL 594 in the second CGL 590 may each include the compound of Formula 9. For example, the P-type CGL 584 in the first CGL 580 and the P-type CGL 594 in the second CGL 590 may each include one of the compounds of Formula 10.

[0287] In addition, the P-type CGL 584 in the first CGL 580 and the P-type CGL 594 in the second CGL 590 may each further include a compound having a radialene structure of Formula 31 as a dopant.

[0288] [Equation 31]

[0289]

[0290] In each of the P-type CGL 584 in the first CGL 580 and the P-type CGL 594 in the second CGL 590, the weight % of the dopant may be 1 to 40, preferably 3 to 30. In addition, the thickness of each of the P-type CGL 584 in the first CGL 580 and the P-type CGL 594 in the second CGL 590 may be to Preferably to

[0291] For example, the weight % of the dopant in the P-type CGL 584 in the first CGL 580 may be the same as the weight % of the dopant in the P-type CGL 594 in the second CGL 590, and the thickness of the P-type CGL 584 in the first CGL 580 may be less than the thickness of the P-type CGL 594 in the second CGL 590.

[0292] As described above, the OLED D of the present disclosure includes the first EML 520 positioned closer to the first electrode 460 serving as an anode, the second EML 560 positioned closer to the second electrode 464 serving as a cathode, and the third EML 540 positioned between the first and second EMLs 520 and 560. The first and second EMLs 520 and 560 each emit blue light, and the third EML 540 emits yellow-green light. Therefore, the OLED D emits white light.

[0293] First EML 520 includes first compound 522, which is an anthracene derivative and has a first deuteration rate, and second EML 560 includes second compound 562, which is an anthracene derivative and has a second deuteration rate less than the first deuteration rate. Therefore, OLED D and organic light-emitting display device 400 have advantages in luminous efficiency and lifespan.

[0294] [synthesis]

[0295] 1. Synthesis of Compound 1-2

[0296] (1) Intermediate H-1

[0297] [Reaction formula 1-1]

[0298]

[0299] Anhydrous cupric bromide (45g, 0.202mol) is added to anthracene-D10 (18.8g, 0.10mol) CCl4 solution.Mixture was heated and stirred 12 hours under nitrogen atmosphere.After reaction was completed, filter out white CuBr (I) compound, and by using 35nm alumina column, residual liquid is made with extra care.Under vacuum condition, from using the reaction soln of post refining, remove desolvation to obtain the mixture that comprises intermediate H-1 (9-bromoanthracene-D9).

[0300] The mixture contains intermediate H-1, starting material (anthracene-D10) and dibromo by-product. The mixture is used as the starting material in reaction formula 1-2 without further purification.

[0301] (2) Intermediate H-2

[0302] [Reaction formula 1-2]

[0303]

[0304] Intermediate H-1 (2.66g, 0.01mol) and naphthalene-1-boric acid (1.72g, 0.01mol) are added in a round-bottomed flask, and further toluene (30ml) is added to form a mixture solution. Under a nitrogen atmosphere, the mixture solution is stirred and added by Na2CO3 (2.12g) is dissolved in the Na2CO3 aqueous solution formed in distilled water (10ml). Further add Pd (PPh3) 4 (0.25g, 0.025mmol) as a catalyst and stir. After the reaction is complete, the reaction solution is added in methanol solution so that the product is separated out, and the product separated out is filtered. In a vacuum filter, the product separated out is sequentially used using aqueous hydrogen chloride solution (10% concentration), water and methanol washing. The product separated out is refined to obtain the intermediate H-2 (2.6g) of a white powder.

[0305] (3) Intermediate H-3

[0306] [Reaction formula 1-3]

[0307]

[0308] After intermediate H-2 (2.8g, 8.75mmol) is dissolved in dichloromethane (50mL), add Br (1.4g, 8.75mmol) and stir at room temperature (RT).After reaction is completed, in reactant, add 2M Na S O The aqueous solution (10mL) and stir.Separate organic layer and use Na S O The aqueous solution (10% concentration, 10mL) and distilled water are washed.Separate organic layer again, and by using MgSO Remove the water in the organic layer.After organic layer is concentrated, add excessive methyl alcohol to obtain product.Product is filtered to obtain intermediate H-3 (3.3g).

[0309] (4) Main body 1-2

[0310] [Reaction formula 1-4]

[0311]

[0312] Intermediate H-3 (1.96g, 0.05mol) and 4-(naphthalene-2-yl)phenylboronic acid (1.49g, 0.06mol) were added to toluene (30ml) and dissolved. The mixture solution was stirred under a nitrogen atmosphere. To the mixture solution, NaCO (1.90g) was dissolved in distilled water (8ml) and the resulting NaCO aqueous solution (1ml) was added. Pd(PPh3)4 (0.25mmol) was further added. The mixture was heated and stirred under a nitrogen atmosphere. After the reaction was complete, the organic layer was separated, and methanol was added to the organic layer to precipitate a white solid mixture. The white solid mixture was refined by silica gel column chromatography using an eluent of chloroform and hexane (volume ratio = 1:3) to obtain compound body 1-2 (2.30g).

[0313] 2. Synthesis of Compounds 1-3

[0314] (1) Intermediate H-4

[0315] [Reaction formula 2-1]

[0316]

[0317] In a nitrogen atmosphere, AlCl2 (0.391 g, 4 mmol) was added to a benzene-D6 (C6D6) solution (100 mL) in which 10-(naphthalene-1-yl)anthracene (3.05 g, 10 mmol) was dissolved. After the mixed solution was stirred at room temperature for 6 hours, D2O (50 mL) was added. The organic solution layer and the aqueous layer were separated, and the aqueous layer was washed with dichloromethane. After the organic solution layer was separated, magnesium sulfate was added thereto, followed by stirring and drying. The mixture was filtered to separate only the organic solution. The solvent was removed from the organic solution by rotary evaporation to obtain a crude product. The crude product was purified by column chromatography to obtain intermediate H-4. (2.88 g, 9 mmol)

[0318] (2) Intermediate H-5

[0319] [Reaction formula 2-2]

[0320]

[0321] After intermediate H-4 (2.88g, 9mmol) is dissolved in dichloromethane (50mL), add Br (1.45g, 9mmol) and stir.After reaction is completed, in reactant, add 2M Na S O The aqueous solution (10mL) and stir.Separate organic layer and use Na S O The aqueous solution (10% concentration, 10mL) and distilled water are washed.Separate organic layer again, and by using MgSO Remove the water in the organic layer. After the organic layer from which dehydrated is concentrated, add excessive methyl alcohol to obtain product.This product is filtered to obtain intermediate H-5 (2.8g).

[0322] (4) Subject 1-3

[0323] [Reaction formula 2-3]

[0324]

[0325] Intermediate H-5 (2.8g, 7mmol) and 4-(naphthalene-2-yl)phenylboronic acid (2.4g, 8mmol) were added to toluene (30ml) and dissolved. The mixture solution was stirred under a nitrogen atmosphere. To the mixture solution, NaCO (1.90g) was dissolved in distilled water (8ml) and the resulting NaCO aqueous solution (1ml) was added. Pd(PPh) (0.25mmol) was further added. The mixture was heated and stirred under a nitrogen atmosphere. After the reaction was complete, the organic layer was separated, and methanol was added to the organic layer to precipitate a white solid mixture. The white solid mixture was refined to obtain compound body 1-3 (3.1g) by silica gel column chromatography using an eluent of chloroform and hexane (volume ratio = 1:3).

[0326] 3. Synthesis of Compounds 1-4

[0327] (1) Intermediate H-6

[0328] [Reaction formula 3-1]

[0329]

[0330] In a nitrogen atmosphere, AlCl2 (0.391 g, 4 mmol) was added to a benzene-D6 (C6D6) solution (100 mL) in which 10-(4-(naphthalene-2-yl)phenyl)anthracene (3.8 g, 10 mmol) was dissolved. After the mixed solution was stirred at room temperature for 6 hours, D2O (50 mL) was added. The organic solution layer and the aqueous layer were separated, and the aqueous layer was washed with dichloromethane. After the organic solution layer was separated, magnesium sulfate was added thereto, followed by stirring and drying. The mixture was filtered to separate only the organic solution. The solvent was removed from the organic solution by rotary evaporation to obtain a crude product. The crude product was purified by column chromatography to obtain intermediate H-4. (63.6 g, 9 mmol)

[0331] (2) Intermediate H-7

[0332] [Reaction formula 3-2]

[0333]

[0334] After intermediate H-6 (63.6g, 9mmol) is dissolved in dichloromethane (50mL), add Br (1.45g, 9mmol) and stir.After reaction is completed, in reactant, add 2M Na S O The aqueous solution (10mL) and stir.Separate organic layer and use Na S O The aqueous solution (10% concentration, 10mL) and distilled water are washed.Separate organic layer again, and by using MgSO Remove the water in the organic layer.After organic layer is concentrated, add excessive methyl alcohol to obtain product.Product is filtered to obtain intermediate H-7 (3.34g).

[0335] (4) Main body 1-4

[0336] [Reaction formula 3-3]

[0337]

[0338] Intermediate H-7 (3.35g, 7mmol) and naphthalene-1-yl-1-boric acid (1.38g, 8mmol) were added to toluene (30ml) and dissolved. The mixture solution was stirred under a nitrogen atmosphere. To the mixture solution, NaCO (1.90g) was dissolved in distilled water (8ml) and the resulting NaCO aqueous solution (1ml) was added. Pd (PPh) (0.25mmol) was further added. The mixture was heated and stirred under a nitrogen atmosphere. After the reaction was complete, the organic layer was separated, and methanol was added to the organic layer to precipitate a white solid mixture. The white solid mixture was refined to obtain compound body 1-4 (3.2g) by silica gel column chromatography using an eluent of chloroform and hexane (volume ratio = 1: 3).

[0339] 4. Synthesis of Compounds 1-5

[0340] [Reaction formula 4]

[0341]

[0342] In a nitrogen atmosphere, AlCl2 (0.391 g, 4 mmol) was added to a benzene-D6 (C6D6) solution (100 mL) in which the compound main body 1-1 (5.06 g, 10 mmol) was dissolved. After the mixed solution was stirred at room temperature for 6 hours, D2O (50 mL) was added. The organic solution layer and the aqueous layer were separated, and the aqueous layer was washed with dichloromethane. After the organic solution layer was separated, magnesium sulfate was added thereto, followed by stirring and drying. The mixture was filtered to separate only the organic solution. The solvent was removed from the organic solution by rotary evaporation to obtain a crude product. The crude product was purified by column chromatography to obtain the compound main body 1-5. (4.26 g)

[0343] [Organic Light Emitting Diode]

[0344] On the anode (ITO), the following were deposited in sequence: HIL (compound J4 in Formula 22 and MgF2 (weight % ratio = 1:1), ), the first HTL (compound E3 in Formula 10, ), the first EBL (compound H3 in Formula 24, ), first blue EML (host and dopant (compound dopant 2, 3 wt% doping), ), the first ETL (compound F1 in Formula 27, ), the first N-type CGL (compound H1 in Formula 30 and Li (1.5 wt% doping), ), a first P-type CGL (compound E3 in formula 10 and compound I1 in formula 31 (10 wt% doping), ), the third HTL (compound E3 in Formula 10, ), red EML (host (compound E3 in Formula 10 and compound L9 in Formula 12 (wt% ratio = 3:7) and dopant (compound M10 in Formula 14, 3.5 wt% doping), ), green EML (host (compound P2 in Formula 16 and compound Q10 in Formula 18 (weight % ratio = 7:3) and dopant (compound S5 in Formula 20, 10 weight % doping), ), the third ETL (compound G1 in Formula 28, ), the second N-type CGL (compound H1 in Formula 30 and Li (0.7 wt% doping), ), a second P-type CGL (compound E3 in formula 10 and compound I1 in formula 31 (10 wt% doping), ), the second HTL (compound E3 in Formula 10, ), the second EBL (compound H3 in Formula 24, ), second blue EML (host and dopant (compound dopant 2, 2.5 wt% doping), ), the second ETL (compound G1 in Formula 28, )、EIL(LiF, ) and cathode (AgMg (wt% ratio = 10:1), ). An encapsulation film is formed by using a UV-curable epoxy compound and a moisture absorbent to form an OLED.

[0345] 1. Comparative Example

[0346] (1) Comparative Example 1 (Ref 1)

[0347] Compound Host 1-1 was used as a host in each of the first blue EML and the second blue EML.

[0348] (2) Comparative Example 2 (Ref2)

[0349] Compound Host 1-1 was used as a host in the first blue EML, and Compound Host 1-5 was used as a host in the second blue EML.

[0350] (3) Comparative Example 3 (Ref3)

[0351] Compound Host 1-2 was used as a host in each of the first blue EML and the second blue EML.

[0352] (4) Comparative Example 4 (Ref4)

[0353] Compound Host 1-3 was used as a host in each of the first blue EML and the second blue EML.

[0354] (5) Comparative Example 5 (Ref5)

[0355] Compound Host 1-4 was used as a host in each of the first blue EML and the second blue EML.

[0356] (6) Comparative Example 6 (Ref6)

[0357] Compound Host 1-5 was used as a host in each of the first blue EML and the second blue EML.

[0358] (7) Comparative Example 7 (Ref7)

[0359] Compound Host 1-3 was used as a host in the first blue EML, and Compound Host 1-5 was used as a host in the second blue EML.

[0360] (8) Comparative Example 8 (Ref8)

[0361] Compound Host 1-4 was used as a host in the first blue EML, and Compound Host 1-5 was used as a host in the second blue EML.

[0362] 2. Examples

[0363] (1) Example 1 (Ex1)

[0364] Compound Host 1-5 was used as a host in the first blue EML, and Compound Host 1-1 was used as a host in the second blue EML.

[0365] (2) Example 2 (Ex2)

[0366] Compound Host 1-5 was used as a host in the first blue EML, and Compound Host 1-3 was used as a host in the second blue EML.

[0367] (3) Example 3 (Ex3)

[0368] Compound Host 1-5 was used as a host in the first blue EML, and Compound Host 1-4 was used as a host in the second blue EML.

[0369] The characteristics of the OLEDs manufactured in Comparative Examples 1 to 8 and Examples 1 to 3, i.e., voltage (V), efficiency (Cd / A), lifespan (T95), and color coordinates (CIE), were measured using a current source (KEITJLE) and a photometer (PR-650) and are listed in Table 1.

[0370] Table 1

[0371] V cd / A T95[hours] CIEx CIE Ref1 12.68 4.36 204 0.26 0.269 Ref2 12.88 4.14 282 0.26 0.269 Ref3 12.93 4.22 308 0.26 0.269 Ref4 12.08 4.51 388 0.26 0.269 Ref5 11.98 4.56 389 0.26 0.269 Ref6 13.13 4.12 406 0.26 0.269 Ref7 12.93 4.14 392 0.26 0.269 Ref8 12.93 4.15 392 0.26 0.269 Ex1 12.93 4.32 296 0.26 0.269 Ex2 12.08 4.48 398 0.26 0.269 Ex3 11.98 4.53 404 0.26 0.269

[0372] As shown in Table 1, compared with the OLEDs of Ref1 to Ref8 (in which the anthracene derivatives as the main body in the first blue EML and the second blue EML have the same deuteration rate, or the anthracene derivative in the second blue EML has a deuteration rate greater than that of the anthracene derivative in the first blue EML), the OLEDs of Ex1 to Ex3 (in which the deuteration rate of the anthracene derivative as the main body in the first blue EML is greater than the deuteration rate of the anthracene derivative as the main body in the second blue EML) have advantages in terms of luminous efficiency and lifespan.

[0373] For example, compared with the OLEDs of Ref2, Ref7 and Ref8 (wherein the first blue EML contains the compound host 1-1 with a deuteration rate of 0%, the compound host 1-3 with a deuteration rate of 57%, or the compound host 1-4 with a deuteration rate of 73%, and the second blue EML contains the compound host 1-5 with a deuteration rate of 100%), the luminous efficiency and lifespan of the OLEDs of Ex1 to Ex3 (wherein the first blue EML contains the compound host 1-5 with a deuteration rate of 100%, and the second EML contains the compound host 1-1 with a deuteration rate of 0%, the compound host 1-3 with a deuteration rate of 57%, or the compound host 1-4 with a deuteration rate of 73%) are significantly improved.

[0374] On the other hand, the lifetimes of the OLEDs of Examples 1 to 3 were somewhat shorter than those of the OLED of Ref6 (in which both the first and second blue EMLs contained compound hosts 1 to 5). However, since the anthracene derivatives used in the OLEDs of Examples 1 to 3 contained fewer deuterium atoms (which are very expensive) than the anthracene derivatives used in the OLED of Ref6, the increase in production costs of the OLEDs of Examples 1 to 3 was minimized and the OLEDs of Examples 1 to 3 provided a sufficient lifetime increase.

[0375] As described above, the OLED of the present disclosure includes a first EML (i.e., a first blue EML) positioned between the anode and the cathode and containing an anthracene derivative, and a second EML (i.e., a second blue EML) positioned between the first EML and the cathode and containing an anthracene derivative, wherein the deuteration rate of the anthracene derivative in the first EML is greater than the deuteration rate of the anthracene derivative in the second EML. Thus, the luminous efficiency and lifespan of the OLED and the organic light-emitting display device are improved.

[0376] It will be apparent to those skilled in the art that various modifications and variations may be made to the embodiments of the present disclosure without departing from the spirit or scope of the present disclosure. Therefore, it is intended that modifications and variations cover the present disclosure as long as they fall within the scope of the appended claims and their equivalents.

Claims

1. An organic light emitting diode, comprising: a first electrode; a second electrode facing the first electrode; a first light-emitting material layer, the first light-emitting material layer being a single layer, comprising a first compound and positioned between the first electrode and the second electrode; a second light-emitting material layer, the second light-emitting material layer being a single layer, comprising a second compound and positioned between the first light-emitting material layer and the second electrode; and a charge generation layer between the first light emitting material layer and the second light emitting material layer, The first compound is represented by Formula 1, and the second compound is represented by Formula 2: [Formula 1] [Formula 2] wherein Ar1 and Ar2 are each independently a C6 to C20 aryl group, and L is a C6 to C20 arylene group, wherein a1 and a2 are each independently an integer from 0 to 8, and b1, b2, c1, c2, d1 and d2 are each independently an integer from 0 to 20, where the sum of a1, b1, c1, and d1 is greater than the sum of a2, b2, c2, and d2, and The deuteration rate of the second compound is greater than 0 but not greater than 73%.

2. The organic light emitting diode according to claim 1, wherein the first compound is represented by Formula 3, and the second compound is represented by Formula 4: [Formula 3] [Formula 4] wherein a1 and a2 are each independently an integer from 0 to 8, b1, b2, c1 and c2 are each independently an integer from 0 to 7, wherein d1 and d2 are each independently an integer from 0 to 4, and Where the sum of a1, b1, c1, and d1 is greater than the sum of a2, b2, c2, and d2.

3. The organic light emitting diode according to claim 1, wherein the first compound is a compound of Formula 5: [Formula 5] 4. The organic light emitting diode according to claim 1, wherein the second compound is one of the compounds of Formula 6: [Formula 6] 5 . The organic light emitting diode according to claim 1 , wherein the first light emitting material layer comprises a third compound that is a boron derivative, and the second light emitting material layer comprises a fourth compound that is a boron derivative.

6. The organic light emitting diode according to claim 5, wherein the third compound and the fourth compound are each represented by Formula 7: [Formula 7] where R 11 to R 14 Each of R 21 to R 24 Each of R 31 to R 35 Each of the and R 41 to R 45 Each of R is independently selected from hydrogen, deuterium, C1 to C10 alkyl, C6 to C30 aryl which is unsubstituted or substituted with C1 to C10 alkyl, C12 to C30 arylamine, and C5 to C30 heteroaryl, or R 11 to R 14 The two adjacent ones in R 21 to R 24 The two adjacent ones in R 31 to R 35 The adjacent two and R 41 to R 45 The adjacent two are connected to each other to form a condensed ring, and where R 51 selected from hydrogen, D, a C1-C10 alkyl group and a C3-C30 cycloalkyl group, a C6-C30 aryl group, a C5-C30 heteroaryl group which is unsubstituted or substituted with at least one of deuterium and a C1-C10 alkyl group, and a C6-C30 arylamine group which is unsubstituted or substituted with at least one of deuterium and a C1-C10 alkyl group.

7. The organic light emitting diode according to claim 6, wherein the third compound and the fourth compound are each independently selected from the compound of Formula 8: [Formula 8] 8 . The organic light emitting diode according to claim 5 , wherein a weight % of the third compound in the first light emitting material layer is equal to or greater than a weight % of the fourth compound in the second light emitting material layer. 9 . The organic light emitting diode according to claim 8 , wherein a thickness of the first light emitting material layer is equal to or smaller than a thickness of the second light emitting material layer.

10. The organic light emitting diode according to claim 1, further comprising: a third luminescent material layer between the first luminescent material layer and the second luminescent material layer; a first charge generation layer between the first light emitting material layer and the third light emitting material layer; as well as A second charge generation layer is provided between the second light emitting material layer and the third light emitting material layer. The organic light emitting diode according to claim 10 , wherein the third light emitting material layer comprises a red light emitting material layer and a green light emitting material layer.

12. An organic light-emitting device, comprising: substrate; as well as an organic light emitting diode positioned on the substrate and comprising a first electrode; a second electrode facing the first electrode; a first light-emitting material layer, the first light-emitting material layer being a single layer, comprising a first compound and positioned between the first electrode and the second electrode; a second light-emitting material layer, the second light-emitting material layer being a single layer, comprising a second compound and positioned between the first light-emitting material layer and the second electrode; and a charge generation layer between the first light emitting material layer and the second light emitting material layer, The first compound is represented by Formula 1, and the second compound is represented by Formula 2: [Formula 1] [Formula 2] wherein Ar1 and Ar2 are each independently a C6 to C20 aryl group, and L is a C6 to C20 arylene group, wherein a1 and a2 are each independently an integer from 0 to 8, and b1, b2, c1, c2, d1 and d2 are each independently an integer from 0 to 20, where the sum of a1, b1, c1, and d1 is greater than the sum of a2, b2, c2, and d2, and The deuteration rate of the second compound is greater than 0 but not greater than 73%.

13. The organic light-emitting device according to claim 12, wherein the first compound is represented by Formula 3, and the second compound is represented by Formula 4: [Formula 3] [Formula 4] wherein a1 and a2 are each independently an integer from 0 to 8, b1, b2, c1 and c2 are each independently an integer from 0 to 7, wherein d1 and d2 are each independently an integer from 0 to 4, and Where the sum of a1, b1, c1, and d1 is greater than the sum of a2, b2, c2, and d2.

14. The organic light-emitting device according to claim 12, wherein the first compound is a compound of Formula 5, and wherein the second compound is one of the compounds of Formula 6: [Formula 5] [Formula 6] 15 . The organic light-emitting device according to claim 12 , wherein the first light-emitting material layer includes a third compound that is a boron derivative, and the second light-emitting material layer includes a fourth compound that is a boron derivative.

16. The organic light-emitting device according to claim 15, wherein the third compound and the fourth compound are each represented by Formula 7: [Formula 7] where R 11 to R 14 Each of R 21 to R 24 Each of R 31 to R 35 Each of the and R 41 to R 45 Each of R is independently selected from hydrogen, deuterium, C1 to C10 alkyl, C6 to C30 aryl which is unsubstituted or substituted with C1 to C10 alkyl, C12 to C30 arylamine, and C5 to C30 heteroaryl, or R 11 to R 14 The two adjacent ones in R 21 to R 24 The two adjacent ones in R 31 to R 35 The adjacent two and R 41 to R 45 The adjacent two are connected to each other to form a condensed ring, and where R 51 is selected from hydrogen, D, a C1 to C10 alkyl group and a C3 to C30 cycloalkyl group, a C6 to C30 aryl group, a C5 to C30 heteroaryl group, and a C6 to C30 arylamine group which is unsubstituted or substituted with a C1 to C10 alkyl group.

17. The organic light-emitting device according to claim 16, wherein the third compound and the fourth compound are each independently selected from the compound of Formula 8: [Formula 8] 18 . The organic light-emitting device according to claim 15 , wherein a weight percent of the third compound in the first light-emitting material layer is equal to or greater than a weight percent of the fourth compound in the second light-emitting material layer. 19 . The organic light-emitting device according to claim 18 , wherein a thickness of the first light-emitting material layer is equal to or smaller than a thickness of the second light-emitting material layer.

20. The organic light-emitting device according to claim 12, further comprising: a third luminescent material layer between the first luminescent material layer and the second luminescent material layer; a first charge generation layer between the first light emitting material layer and the third light emitting material layer; and A second charge generation layer is provided between the second light emitting material layer and the third light emitting material layer.

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