Organic light emitting diode and organic light emitting device including same

Abstract

The present disclosure relates to an organic light emitting diode comprising: a first electrode; a second electrode facing the first electrode; and a first luminescent material layer between the first electrode and the second electrode, the first luminescent material layer including a first host, a second host, and a first blue dopant, where the first host is an anthracene derivative, and the second host is a deuterated anthracene derivative.

Description

[0001] This application is a divisional application of an invention patent application with an application date of December 21, 2019, application number 201980050122.2, and invention name “Organic light emitting diode and organic light emitting device including the organic light emitting diode”. Technical Field

[0002] The present disclosure relates to an organic light emitting diode (OLED), and more particularly, to an OLED having enhanced light emitting efficiency and lifespan and an organic light emitting device including the OLED. Background Art

[0003] As demand for flat panel display devices having a smaller footprint increases, organic light emitting display devices including OLEDs have become the subject of recent research and development.

[0004] OLED emits light by injecting electrons from a cathode as an electron injection electrode and holes from an anode as a hole injection electrode into a light-emitting material layer (EML), combining electrons with holes, generating excitons, and converting the excitons from an excited state to a ground state. A flexible transparent substrate, such as a plastic substrate, can be used as a base substrate for forming each element. In addition, an organic light-emitting display device can be operated at a lower voltage (e.g., 10V or less) than the voltage required to operate other display devices. In addition, an organic light-emitting display device has advantages in power consumption and color perception.

[0005] The OLED includes a first electrode as an anode over a substrate, a second electrode spaced apart from the first electrode and facing the first electrode, and an organic light emitting layer therebetween.

[0006] 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.

[0007] However, the OLED in the blue pixel cannot provide sufficient luminous efficiency and lifespan, so that the organic light emitting display device is limited in terms of luminous efficiency and lifespan. Summary of the invention

[0008] [Technical issues]

[0009] Accordingly, the present disclosure is directed to an OLED and an organic light emitting device including the same that substantially obviate one or more problems due to limitations and disadvantages of the related art.

[0010] An object of the present disclosure is to provide an OLED having enhanced luminous efficiency and lifespan, and an organic light emitting device including the OLED.

[0011] Additional features and advantages of the present disclosure will be set forth in the following description, and will be partially apparent from the description, or may be learned by the practice of the present disclosure. The purposes and other advantages of the present disclosure will be realized and obtained through the structures particularly pointed out in the written description and its claims and the accompanying drawings.

[0012] [Technical solution]

[0013] According to one aspect, the present disclosure provides an OLED comprising a first electrode; a second electrode facing the first electrode; and a first light-emitting material layer located between the first electrode and the second electrode, the first light-emitting material layer comprising a first host, a second host and a first blue dopant, wherein the first host is an anthracene derivative and the second host is a deuterated anthracene derivative.

[0014] As an example, in the first luminescent material layer, the weight percentage of the first host to the second host is 1:9 to 9:1.

[0015] As an example, in the first luminescent material layer, the weight percentage of the first host to the second host is 1:9 to 7:3.

[0016] As an example, in the first luminescent material layer, the weight percentage of the first host and the second host is 3:7.

[0017] As an example, in the first luminescent material layer, the weight percentage of the first host and the second host is 7:3.

[0018] The OLED may include a single light emitting portion or a series structure of a plurality of light emitting portions.

[0019] Tandem OLEDs can emit blue or white light.

[0020] According to another aspect, the present disclosure provides an organic light emitting device including the OLED as described above.

[0021] For example, the organic light emitting device may be an organic light emitting display device or a lighting device.

[0022] 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.

[0023] [Beneficial Effects]

[0024] The light-emitting material layer of the OLED of the present disclosure includes a first host of anthracene derivatives and a second host of deuterated anthracene derivatives, thereby improving the light-emitting efficiency and lifespan of the OLED and the organic light-emitting device including the OLED. BRIEF DESCRIPTION OF THE DRAWINGS

[0025] The accompanying drawings are included to provide a further understanding of the present disclosure and are incorporated in and constitute a part of this specification. The accompanying drawings illustrate embodiments of the present disclosure and together with the description serve to explain the principles of embodiments of the present disclosure.

[0026] Figure 1 is a schematic circuit diagram illustrating an organic light emitting display device of the present disclosure.

[0027] Figure 2 is a schematic cross-sectional view showing an organic light emitting display device according to a first embodiment of the present disclosure.

[0028] Figure 3 is a schematic cross-sectional view showing an OLED having a single light emitting part for an organic light emitting display device according to a first embodiment of the present disclosure.

[0029] Figure 4 is a schematic cross-sectional view showing an OLED having a tandem structure of two light emitting parts according to a first embodiment of the present disclosure.

[0030] Figure 5 is a schematic cross-sectional view illustrating an organic light emitting display device according to a second embodiment of the present disclosure.

[0031] Figure 6 is a schematic cross-sectional view showing an OLED for an organic light emitting display device according to a second embodiment of the present disclosure.

[0032] Figure 7 is a schematic cross-sectional view illustrating an organic light emitting display device according to a third embodiment of the present disclosure. DETAILED DESCRIPTION

[0033] Reference will now be made in detail to various aspects of the present disclosure, examples of which are illustrated in the accompanying drawings.

[0034] Figure 1 is a schematic circuit diagram showing an organic light emitting display device of the present disclosure

[0035] like Figure 1 As shown in FIG, gate lines GL and data lines DL, and power lines PL, which cross each other to define pixels (pixel regions) P, are formed in an organic light emitting display device. A switching thin film transistor (TFT) Ts, a driving TFT Td, a storage capacitor Cst, and an OLED D are formed in the pixel region P. The pixel region P may include a red pixel, a green pixel, and a blue pixel.

[0036] The switching thin film transistor Ts is connected to the gate line GL and the data line DL, and the driving thin film transistor Td and the storage capacitor Cst are connected between the switching thin film transistor Ts and the power line PL. The 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 of the driving thin film transistor Td and one electrode of the storage capacitor Cst through the switching thin film transistor Ts.

[0037] The driving thin film transistor Td is turned on by the data signal applied to the gate electrode, so that a current proportional to the data signal is supplied from the power line PL to the OLED D through the driving thin film transistor Tr. The OLED D emits light having a brightness proportional to the current flowing through the driving thin film transistor Td. In this case, the storage capacitor Cst is charged with a voltage proportional to the data signal, so that the voltage of the gate electrode in the driving thin film transistor Td is kept constant during one frame. Therefore, the organic light emitting display device can display a desired image.

[0038] Figure 2 is a schematic cross-sectional view showing an organic light emitting display device according to a first embodiment of the present disclosure.

[0039] like Figure 2 As shown in , 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, a green pixel, and a blue pixel, and an OLED D may be formed in each of the red pixel, the green pixel, and the blue pixel. That is, an OLED D emitting red light, green light, and blue light may be provided in the red pixel, the green pixel, and the blue pixel, respectively.

[0040] The substrate 110 may be a glass substrate or a plastic substrate. For example, the substrate 110 may be a polyimide substrate.

[0041] The buffer layer 120 is formed on the substrate, and the TFT Tr is formed on the buffer layer 120. The buffer layer 120 may be omitted.

[0042] The semiconductor layer 122 is formed on the buffer layer 120. The semiconductor layer 122 may include an oxide semiconductor material or polysilicon.

[0043] When the semiconductor layer 122 includes an oxide semiconductor material, a light shielding pattern (not shown) may be formed under 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.

[0044] The 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.

[0045] The gate 130 formed of a conductive material such as metal is formed on the gate insulating layer 124 to correspond to the center of the semiconductor layer 122 .

[0046] exist Figure 2 In the embodiment, 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 130.

[0047] 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.

[0048] 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 located at both sides of the gate 130 to be spaced apart from the gate 130.

[0049] The first contact hole 134 and the second contact hole 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 130, the first contact hole 134 and the second contact hole 136 are formed through only the interlayer insulating layer 132.

[0050] 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 .

[0051] 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.

[0052] The semiconductor layer 122, the gate electrode 130, the source electrode 140, and the drain electrode 142 constitute a TFT Tr. The TFT Tr is used as a driving element. That is, the TFT Tr may correspond to ( Figure 1 ) driving TFT Td.

[0053] In the TFT Tr, the gate electrode 130, the source electrode 140, and the drain electrode 142 are located above the semiconductor layer 122. That is, the TFT Tr has a coplanar structure.

[0054] Alternatively, in the TFT Tr, the gate electrode may be located below the semiconductor layer, and the source electrode and the drain electrode may be located above the semiconductor layer, so that the TFT Tr may have an inverse staggered structure. In this case, the semiconductor layer may include amorphous silicon.

[0055] Although not shown, the gate lines and the data lines cross each other to define pixels, 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.

[0056] In addition, a power line and a storage capacitor for maintaining a voltage of the gate of the TFT Tr in one frame may be further formed. The power line may be formed parallel to and spaced apart from one of the gate line and the data line.

[0057] The passivation layer 150 is formed to cover the TFT Tr, and the passivation layer 150 includes a drain contact hole 152 exposing the drain electrode 142 of the TFT Tr.

[0058] A first electrode 160 is formed in each pixel, and is connected to the drain electrode 142 of the TFT Tr via 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).

[0059] When the OLED device 100 is operated in a top emission type, a reflective electrode or a reflective layer may be formed under the first electrode 160. For example, the reflective electrode or the reflective layer may be formed of an aluminum-palladium-copper (APC) alloy.

[0060] The 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 located at the boundary of the pixel and exposes the center of the first electrode 160 in the pixel.

[0061] The organic light emitting layer 162 is formed on the first electrode 160. The organic light emitting layer 162 may have a single-layer structure including a light emitting material layer. In order to improve the light emitting efficiency of the OLED D and / or the organic light emitting display device 100, the organic light emitting layer 162 may have a multi-layer structure.

[0062] The organic light emitting layer 162 is respectively disposed in each of the red pixel, the green pixel and the blue pixel. As shown below, the organic light emitting layer 162 in the blue pixel includes a first matrix of anthracene derivatives (compounds) and a second matrix of deuterated anthracene derivatives, so that the light emitting efficiency and life of the OLED D in the blue pixel are improved.

[0063] A second electrode 164 is formed over the substrate 110 on which the organic light emitting layer 162 is formed. The second electrode 164 covers the entire surface of the display region and may be formed of a conductive material having a relatively low work function to serve as a cathode. For example, the second electrode 164 may be formed of aluminum (Al), magnesium (Mg), or an Al-Mg alloy.

[0064] The first electrode 160 , the organic light emitting layer 162 , and the second electrode 164 constitute an OLED D.

[0065] 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.

[0066] A polarizing plate (not shown) for reducing ambient light reflection may be disposed above the top emission type OLED D. For example, the polarizing plate may be a circular polarizing plate.

[0067] In addition, 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 flexibility, so that a flexible display device can be provided.

[0068] Figure 3 is a schematic cross-sectional view showing an OLED having a single light emitting unit for an organic light emitting display device according to a first embodiment of the present disclosure.

[0069] like Figure 3 As shown in FIG. 1 , the OLED D includes a first electrode 160 and a second electrode 164 facing each other, and an organic light emitting layer 162 therebetween. The organic light emitting layer 162 includes a light emitting material layer (EML) 240 between the first electrode 160 and the second electrode 164.

[0070] The first electrode 160 may be formed of a conductive material having a relatively high work function to function as an anode, and the second electrode 164 may be formed of a conductive material having a relatively low work function to function as a cathode.

[0071] The organic light emitting layer 162 may further include an electron blocking layer (EBL) 230 between the first electrode 160 and the EML 240 , and a hole blocking layer (HBL) 250 between the EML 240 and the second electrode 164 .

[0072] In addition, the organic light emitting layer 162 may further include a hole transport layer (HTL) 220 between the first electrode 160 and the EBL 230 .

[0073] In addition, the organic light emitting layer 162 may further include a hole injection layer (HIL) 210 between the first electrode 160 and the HTL 220 , and an electron injection layer (EIL) 260 between the second electrode 164 and the HBL 250 .

[0074] In the OLED D of the present disclosure, the HBL 250 may include a hole blocking material of a pyridine derivative. The hole blocking material has an electron transport property, so that the electron transport layer may be omitted. The HBL 250 directly contacts the EIL 260. Alternatively, the HBL may directly contact the second electrode without the EIL 260. However, an electron transport layer may be formed between the HBL 250 and the EIL 260.

[0075] The organic light emitting layer 162 (eg, EML 240 ) includes a first host 242 of an anthracene derivative, a second host 244 of a deuterated anthracene derivative, and a blue dopant (not shown) and provides blue emission.

[0076] The compound of the first host 242 may be represented by Formula 1:

[0077] Formula 1

[0078]

[0079] In Formula 1, R1 and R2 are each independently C6-C 30 Aryl or C5-C 30 Heteroaryl, L1 and L2 are each independently C6-C 30 In the arylene group, a and b are each an integer of 0 or 1, and at least one of a and b is 0.

[0080] For example, R1 may be phenyl or naphthyl, and R2 may be naphthyl, dibenzofuranyl or fused dibenzofuranyl. L1 and L2 may each independently be phenylene.

[0081] In an exemplary embodiment, the first host 242 may be a compound of one of the following Formula 2:

[0082] Formula 2

[0083]

[0084]

[0085] The second host 244 may be a deuterated compound of the first host 242. That is, hydrogen atoms of the first host 242 may be substituted with deuterium atoms to form the second host 244. Some or all of the hydrogen atoms of the compound of the first host 242 may be substituted with deuterium atoms.

[0086] For example, the compound of the second host 244 may be represented by Formula 3:

[0087] Formula 3

[0088]

[0089] In Formula 3, R1, R2, L1, L2, a and b are defined in the same manner as in Formula 1. In Formula 3, Dx, Dy, Dm and Dn represent the number of deuterium atoms, and x, y, m and n are each independently a positive integer. For example, the sum of x, y, m and n may be 15 to 29.

[0090] In an exemplary embodiment, the second host 244 of Formula 3 may be a compound of one of the following of Formula 4:

[0091] Formula 4

[0092]

[0093]

[0094]

[0095]

[0096] The compound of the blue dopant may be represented by Formula 5-1 or Formula 5-2, but is not limited thereto.

[0097] Formula 5-1

[0098]

[0099] In Formula 5-1, c and d are each independently an integer from 0 to 4, and e is an integer from 0 to 3. 11 and R 12 Each independently selected from C1-C 20 Alkyl, C6-C 30 Aryl, C5-C 30 Heteroaryl and C6-C 30 The group consisting of arylamino, or R 11 Two adjacent or R 12 Two adjacent rings in R form a fused aromatic ring or heteroaromatic ring. 13 Choose from C1-C 10 Alkyl, C6-C 30 Aryl, C5-C 30 Heteroaryl and C6-C 30 X1 and X2 are each independently oxygen (O) or NR 14, and R 14 C6-C 30 Aryl.

[0100] Formula 5-2

[0101]

[0102] In Formula 5-2, Ar1, Ar2, Ar3 and Ar4 are each independently selected from C6-C 30 Aryl and C5-C 30 and R1 and R2 are each independently selected from hydrogen, C1-C 20 Alkyl and C6-C 30 For example, Ar1, Ar2, Ar3 and Ar4 can each be independently selected from the group consisting of phenyl, dibenzofuranyl, naphthyl and biphenyl, and can be substituted with trifluoromethyl, cyano or fluorine (F). R1 ​​and R2 can each be independently selected from the group consisting of hydrogen, isopropyl and phenyl.

[0103] For example, the blue dopant in Formula 5-1 may be one of the following compounds of Formula 6-1:

[0104] Formula 6-1

[0105]

[0106]

[0107]

[0108]

[0109]

[0110]

[0111]

[0112]

[0113]

[0114]

[0115]

[0116]

[0117]

[0118]

[0119] For example, the blue dopant of Formula 5-2 may be one of the following compounds of Formula 6-2:

[0120] Formula 6-2

[0121]

[0122]

[0123]

[0124]

[0125] In the OLED D of the present disclosure, the weight percentage of the first matrix 242 to the second matrix 244 may be about 1:9 to about 9:1, preferably about 1:9 to about 7:3. In order to provide sufficient luminous efficiency and life of the OLED D and the organic light-emitting display device, the weight percentage of the first matrix 242 to the second matrix 244 may be about 3:7. On the other hand, in order to increase the life without reducing the luminous efficiency, the weight percentage of the first matrix 242 to the second matrix 244 may be about 7:3. The OLED D and the organic light-emitting display device of the present disclosure have advantages in terms of luminous efficiency and life.

[0126] In addition, when the organic light emitting layer 162 (eg, the EML 240 ) includes the blue dopant of Formula 5-1, an image having a narrow full width at half maximum (FWHM) and high color purity is provided.

[0127] [Synthesis of the first matrix]

[0128] 1. Synthesis of Compound Matrix 1

[0129] [Reaction formula 1]

[0130]

[0131] In a drying oven, 10-bromo-9-(naphthalene-3-yl)-anthracene (2.00 g, 5.23 mmol), 4,4,5,5-tetramethyl-2-(naphthalene-1-yl)-1,3,2-dioxaborolane were added to a flask (1.45 g, 5.74 mmol), tris(dibenzylideneacetone)dipalladium(0) (Pd2(dba)3) (0.24 g, 0.26 mmol) and toluene (50 mL) were added to a flask (250 mL). The reaction flask was removed from the drying oven and anhydrous sodium carbonate (20 mL, 2 M) was added to the flask. The reactants were stirred and heated at 90°C overnight while the reaction was monitored by HPLC (high performance liquid chromatography). The reaction flask was cooled to room temperature and the organic layer was separated from the aqueous layer. The aqueous layer was washed with dichloromethane (DCM) and the organic layer was concentrated on a rotary evaporator to obtain a gray powder. The gray powder was purified with alumina, precipitated with hexane, and subjected to column chromatography using silica gel to obtain Compound Substrate 1 (2.00 g, yield: 89%) as a white powder.

[0132] 2. Synthesis of Compound Matrix 2

[0133] [Reaction 2]

[0134]

[0135] In a drying oven, 10-bromo-9-(naphthalene-3-yl)-anthracene (2.00 g, 5.23 mmol), 4,4,5,5-tetramethyl-2-(4-(naphthalene-4-yl)phenyl)-1,3,2-dioxaborane were added to a flask (1.90 g, 5.74 mmol), Pd2(dba)3 (0.24 g, 0.26 mmol) and toluene (50 mL) were added to a flask (250 mL). The reaction flask was removed from the drying oven and anhydrous sodium carbonate (20 mL, 2 M) was added to the flask. The reactants were stirred and heated at 90 °C overnight while the reaction was monitored by HPLC. The reaction flask was cooled to room temperature and the organic layer was separated from the aqueous layer. The aqueous layer was washed twice with dichloromethane (DCM) and the organic layer was concentrated on a rotary evaporator to obtain a gray powder. The gray powder was purified with alumina, precipitated with hexane, and subjected to column chromatography using silica gel to obtain Compound Substrate 2 (2.28 g, yield: 86%) as a white powder.

[0136] 3. Synthesis of Compound Matrix 3

[0137] [Reaction 3]

[0138]

[0139] In a drying oven, 10-bromo-9-(naphthalene-3-yl)-anthracene (2.00 g, 5.23 mmol), 4,4,5,5-tetramethyl-2-(dibenzofuran-1-yl)-1,3,2-dioxaborane were added to a flask (1.69 g, 5.74 mmol), Pd2(dba)3 (0.24 g, 0.26 mmol) and toluene (50 mL) were added to a flask (250 mL). The reaction flask was removed from the drying oven and anhydrous sodium carbonate (20 mL, 2 M) was added to the flask. The reactants were stirred and heated at 90 ° C overnight while monitoring the reaction by HPLC. The reaction flask was cooled to room temperature and the organic layer was separated from the aqueous layer. The aqueous layer was washed twice with dichloromethane (DCM) and the organic layer was concentrated on a rotary evaporator to obtain a gray powder. The gray powder was purified with alumina, precipitated with hexane, and subjected to column chromatography using silica gel to obtain Compound Substrate 3 (1.91 g, yield: 78%) as a white powder.

[0140] 4. Synthesis of Compound Matrix 4

[0141] [Reaction 4]

[0142]

[0143] In a drying oven, 10-bromo-9-(naphthalene-3-yl)-anthracene (2.00 g, 5.23 mmol), 4,4,5,5-tetramethyl-2-(dibenzofuran-1-yl)phenyl-1,3,2-dioxaborane were added to a flask (2.12 g, 5.74 mmol), Pd2(dba)3 (0.24 g, 0.26 mmol) and toluene (50 mL) were added to a flask (250 mL). The reaction flask was removed from the drying oven and anhydrous sodium carbonate (20 mL, 2 M) was added to the flask. The reactants were stirred and heated at 90 ° C overnight while monitoring the reaction by HPLC. The reaction flask was cooled to room temperature and the organic layer was separated from the aqueous layer. The aqueous layer was washed twice with dichloromethane (DCM) and the organic layer was concentrated on a rotary evaporator to obtain a gray powder. The gray powder was purified with alumina, precipitated with hexane, and subjected to column chromatography using silica gel to obtain Compound Substrate 3 (2.31 g, yield: 82%) as a white powder.

[0144] [Synthesis of the Second Matrix]

[0145] 1. Synthesis of compound substrate 32

[0146] [Reaction 5]

[0147]

[0148] Under N2 conditions, AlCl3 (0.48 g, 3.6 mmol) was added to a perdeuterated benzene solution (100 mL) in which compound substrate 2 (5 g, 9.87 mmol) was dissolved. The mixture was stirred at room temperature for 6 hours and D2O (50 mL) was added. After the aqueous layer and the organic layer were separated, the aqueous layer was washed with CH2Cl2 (30 mL). The resulting organic layer was dried using magnesium sulfate and volatiles were removed by rotary evaporation. The crude product was purified by column chromatography to obtain compound substrate 32 (4.5 g) as a white powder.

[0149] 2. Synthesis of compound substrate 34

[0150] [Reaction 6]

[0151]

[0152] Under N2 conditions, AlCl3 (0.48 g, 3.6 mmol) was added to a perdeuterated benzene solution (100 mL) in which compound substrate 4 (5 g, 9.15 mmol) was dissolved. The mixture was stirred at room temperature for 6 hours and D2O (50 mL) was added. After the aqueous layer and the organic layer were separated, the aqueous layer was washed with CH2Cl2 (30 mL). The resulting organic layer was dried using magnesium sulfate and volatiles were removed by rotary evaporation. The crude product was purified by column chromatography to obtain compound substrate 34 (4.8 g) as a white powder.

[0153] [Synthesis of blue dopant]

[0154] 1. Synthesis of compound dopant 56

[0155] (1) 3-Nitro-N,N-diphenylamine

[0156] [Reaction formula 7-1]

[0157]

[0158] Under N2 conditions, a flask containing 3-nitroaniline (25.0 g), iodobenzene (81.0 g), copper iodide (3.5 g), potassium carbonate (100.0 g) and o-dichlorobenzene (250 mL) was heated and stirred for 14 hours. The reaction solution was cooled to room temperature, and aqueous ammonia was added for liquid separation. The obtained product was purified by silica gel column chromatography (developing solution: toluene / heptane=3 / 7 (volume ratio)) to obtain 3-nitro-N,N-diphenylamine (44.0 g).

[0159] (2) N1, N1-diphenylbenzene-1, 3-diamine

[0160] [Reaction 7-2]

[0161]

[0162] Under N2 conditions, acetic acid cooled in an ice bath was added and stirred. 3-nitro-N,N-diphenylamine (44.0 g) was dropped into the solution to avoid significantly increasing the reaction temperature. After the addition was completed, the mixture was stirred at room temperature for 30 minutes, and the disappearance of the starting material was checked. After the reaction was completed, the supernatant was collected by decantation, neutralized with sodium carbonate, and extracted with ethyl acetate. The obtained product was purified by silica gel column chromatography (developing solution: toluene / heptane = 9 / 1 (volume ratio)). After the solvent was removed by reduced pressure distillation, heptane was added and reprecipitated to obtain N1,N1-diphenylbenzene-1,3-diamine (36.0 g).

[0163] (3) N1, N1, N3-Triphenylbenzene-1, 3-diamine

[0164] [Reaction 7-3]

[0165]

[0166] Under N2 conditions, a flask containing N1, N1-diphenylbenzene-1, 3-diamine (60.0 g), Pd-132 (1.3 g), NaOtBu (33.5 g) and xylene (300 mL) was heated and stirred at 120 ° C. A xylene (50 ml) solution dissolved with bromobenzene (36.2 g) was slowly dripped into the solution, and after the addition was completed, the mixture was heated and stirred for 1 hour. After the mixture was cooled to room temperature, water and ethyl acetate were added for liquid separation. The obtained product was purified by silica gel column chromatography (developing solution: toluene / heptane = 5 / 5 (volume ratio)) to obtain N1, N1, N3-triphenylbenzene-1, 3-diamine (73.0 g).

[0167] (4) N1,N1'-(2-chloro-1,3-phenylene)bis(N1,N3,N3-triphenylbenzene-1,3-diamine)

[0168] [Reaction 7-4]

[0169]

[0170] Under N2 conditions, a flask containing N1, N1, N3-triphenylbenzene-1, 3-diamine (20.0 g), 1-bromo-2, 3-dichlorobenzene (6.4 g), Pd-132 (0.2 g), NaOtBu (sodium tert-butoxide, 6.8 g) and xylene (70 mL) was heated and stirred at 120 ° C for 2 hours. After the mixture was cooled to room temperature, water and ethyl acetate were added for liquid separation. The obtained product was purified by silica gel column chromatography (developing liquid: toluene / heptane = 4 / 6 (volume ratio)) to obtain N1, N1'-(2-chloro-1, 3-phenylene) bis (N1, N3, N3-triphenylbenzene-1, 3-diamine) (15.0 g).

[0171] (5) Dopant 56

[0172] [Reaction 7-5]

[0173]

[0174] Under N2 conditions, 1.7M tert-butyl lithium pentane solution (18.1 ml) was added to a flask containing N1, N1'-(2-chloro-1, 3-phenylene) bis(N1, N3, N3-triphenylbenzene-1, 3-diamine) (12.0 g) and tert-butylbenzene (100 mL) cooled in an ice bath. After heating to 60°C and stirring for 2 hours, components with a boiling point lower than that of tert-butylbenzene were distilled off under reduced pressure. The mixture was cooled to -50°C and boron tribromide (2.9 mL) was added. The mixture was heated to room temperature and stirred for 0.5 hours. The mixture was cooled again in an ice bath and N, N-diisopropylethylamine (5.4 mL) was added. The mixture was stirred at room temperature until the exotherm ended. The mixture was heated to a temperature of 120°C and stirred for 3 hours. The solution was cooled to room temperature, and an aqueous sodium acetate solution and ethyl acetate cooled in an ice bath were added to the solution in sequence. The insoluble solids were filtered and phase separated. Then, the residue was purified by silica gel column chromatography (developing solution: toluene / heptane = 5 / 5 (volume ratio)). The mixture was washed with heated heptane and ethyl acetate, and then reprecipitated with a mixed solvent of toluene and ethyl acetate to obtain Dopant 56 (2.0 g).

[0175] 2. Synthesis of compound dopant 167

[0176] (1) 3,3"-((2-bromo-1,3-phenylene)bis(oxy))bis-1,1'-biphenyl

[0177] [Reaction formula 8-1]

[0178]

[0179] Under N2 conditions, a flask containing 2-bromo-1,3-difluorobenzene (12.0 g), [1,1'-biphenyl]-3-ol (23.0 g), potassium carbonate (34.0 g) and NMP (130 mL) was heated and stirred at 170°C for 10 hours. After the reaction was stopped, the reaction solution was cooled to room temperature, and water and toluene were added for liquid separation. The solvent was removed by distillation under reduced pressure, and the resultant was purified by silica gel column chromatography (developing solution: heptane / toluene = 7 / 3 (volume ratio)) to obtain 3,3"-((2-bromo-1,3-phenylene)bis(oxy))di-1,1'-biphenyl (26.8 g).

[0180] (2) Dopant 167

[0181] [Reaction formula 8-2]

[0182]

[0183] Under N2 conditions, a flask containing 3,3"-((2-bromo-1,3-phenylene)bis(oxy))di-1,1'-biphenyl (14.0 g) and xylene (100 mL) was cooled to -40°C, and n-butyllithium hexane solution (2.6 M, 11.5 mL) was dropped. After the mixture was heated to room temperature, the mixture was cooled to -40°C again, and boron tribromide (3.3 mL) was added thereto. The mixture was heated to room temperature and stirred for 13 hours. The mixture was cooled to 0°C, and N,N-diisopropylethylamine (9.7 ml) was added. The mixture was heated and stirred at 130°C for 5 hours. The reaction solution was cooled to room temperature, and an aqueous sodium acetate solution cooled in an ice bath was added and stirred. The precipitated solid was collected by suction filtration, and the obtained solid was washed with water, methanol and heptane in sequence, and recrystallized from chlorobenzene to obtain compound dopant 167 (8.9 g).

[0184] [Organic Light Emitting Diode]

[0185] The anode (ITO, ), HIL (Formula 7 (97 wt%) and Formula 8 (3 wt%), ), HTL (Formula 7, ), EBL (Formula 9, ), EML (host (98 wt%) and dopant (2 wt%), ), HBL (Formula 10, ), EIL (Formula 11 (98 wt%) and Li (2 wt%), ) and cathode (Al, ) to form an OLED.

[0186] [Formula 7]

[0187]

[0188] [Formula 8]

[0189]

[0190] [Formula 9]

[0191]

[0192] [Formula 10]

[0193]

[0194] [Formula 11]

[0195]

[0196] 1. Comparative Example

[0197] (1) Comparative Example 1 (Ref 1)

[0198] The compound "dopant 56" in Formula 6-1 was used as a dopant, and the compound "host 2" was used as a host.

[0199] (2) Comparative Example 2 (Ref2)

[0200] The compound "dopant 1" in Formula 6-2 was used as a dopant, and the compound "host 2" was used as a host.

[0201] (3) Comparative Example 3 (Ref3)

[0202] The compound "dopant 56" in Formula 6-1 was used as a dopant, and the compound "host 4" was used as a host.

[0203] (4) Comparative Example 4 (Ref4)

[0204] The compound "dopant 1" in Formula 6-2 was used as a dopant, and the compound "host 4" was used as a host.

[0205] (5) Comparative Example 5 (Ref5)

[0206] The compound "dopant 56" in Formula 6-1 is used as a dopant, and the compound "host 32" is used as a host.

[0207] (6) Comparative Example 6 (Ref6)

[0208] The compound "dopant 1" in Formula 6-2 was used as a dopant, and the compound "host 32" was used as a host.

[0209] (7) Comparative Example 7 (Ref7)

[0210] The compound "dopant 56" in Formula 6-1 was used as a dopant, and the compound "host 34" was used as a host.

[0211] (8) Comparative Example 8 (Ref8)

[0212] The compound "dopant 1" in Formula 6-2 was used as a dopant, and the compound "host 34" was used as a host.

[0213] 2. Example

[0214] (1) Example 1 (Ex1)

[0215] The compound "dopant 56" in Formula 6-1 is used as a dopant, and the compound "host 2" and the compound "host 32" are used as hosts. ("host 2": "host 32" = 9:1 (weight percentage))

[0216] (2) Example 2 (Ex2)

[0217] The compound "dopant 56" in Formula 6-1 is used as a dopant, and the compound "host 2" and the compound "host 32" are used as hosts. ("host 2": "host 32" = 7:3 (weight percentage))

[0218] (3) Example 3 (Ex3)

[0219] The compound "dopant 56" in Formula 6-1 is used as a dopant, and the compound "host 2" and the compound "host 32" are used as hosts. ("host 2": "host 32" = 5:5 (weight percentage))

[0220] (4) Example 4 (Ex4)

[0221] The compound "dopant 56" in Formula 6-1 is used as a dopant, and the compound "host 2" and the compound "host 32" are used as hosts. ("host 2": "host 32" = 3:7 (weight percentage))

[0222] (5) Example 5 (Ex5)

[0223] The compound "dopant 56" in Formula 6-1 is used as a dopant, and the compound "host 2" and the compound "host 32" are used as hosts. ("host 2": "host 32" = 1:9 (weight percentage))

[0224] (6) Example 6 (Ex6)

[0225] The compound "dopant 1" in formula 6-2 is used as a dopant, and the compound "host 2" and the compound "host 32" are used as hosts. ("host 2": "host 32" = 9:1 (weight percentage))

[0226] (7) Example 7 (Ex7)

[0227] The compound "dopant 1" in formula 6-2 is used as a dopant, and the compound "host 2" and the compound "host 32" are used as hosts. ("host 2": "host 32" = 7:3 (weight percentage))

[0228] (8) Example 8 (Ex8)

[0229] The compound "dopant 1" in formula 6-2 is used as a dopant, and the compound "host 2" and the compound "host 32" are used as hosts. ("host 2": "host 32" = 5:5 (weight percentage))

[0230] (9) Example 9 (Ex9)

[0231] The compound "dopant 1" in formula 6-2 is used as a dopant, and the compound "host 2" and the compound "host 32" are used as hosts. ("host 2": "host 32" = 3:7 (weight percentage))

[0232] (10) Example 10 (Ex10)

[0233] The compound "dopant 1" in formula 6-2 is used as a dopant, and the compound "host 2" and the compound "host 32" are used as hosts. ("host 2": "host 32" = 1:9 (weight percentage))

[0234] (11) Example 11 (Ex11)

[0235] The compound "dopant 56" in Formula 6-1 is used as a dopant, and the compound "host 4" and the compound "host 34" are used as hosts. ("host 4": "host 34" = 9:1 (weight percentage))

[0236] (12) Example 12 (Ex12)

[0237] The compound "dopant 56" in Formula 6-1 is used as a dopant, and the compound "host 4" and the compound "host 34" are used as hosts. ("host 4": "host 34" = 7:3 (weight percentage))

[0238] (13) Example 13 (Ex13)

[0239] The compound "dopant 56" in Formula 6-1 is used as a dopant, and the compound "host 4" and the compound "host 34" are used as hosts. ("host 4": "host 34" = 5:5 (weight percentage))

[0240] (14) Example 14 (Ex14)

[0241] The compound "dopant 56" in Formula 6-1 is used as a dopant, and the compound "host 4" and the compound "host 34" are used as hosts. ("host 4": "host 34" = 3:7 (weight percentage))

[0242] (15) Example 15 (Ex15)

[0243] The compound "dopant 56" in Formula 6-1 is used as a dopant, and the compound "host 4" and the compound "host 34" are used as hosts. ("host 4": "host 34" = 1:9 (weight percentage))

[0244] (16) Example 16 (Ex16)

[0245] The compound "dopant 1" in formula 6-2 is used as a dopant, and the compound "host 4" and the compound "host 34" are used as hosts. ("host 4": "host 34" = 9:1 (weight percentage))

[0246] (17) Example 17 (Ex17)

[0247] The compound "dopant 1" in formula 6-2 is used as a dopant, and the compound "host 4" and the compound "host 34" are used as hosts. ("host 4": "host 34" = 7:3 (weight percentage))

[0248] (18) Example 18 (Ex18)

[0249] The compound "dopant 1" in formula 6-2 is used as a dopant, and the compound "host 4" and the compound "host 34" are used as hosts. ("host 4": "host 34" = 5:5 (weight percentage))

[0250] (19) Example 19 (Ex19)

[0251] The compound "dopant 1" in formula 6-2 is used as a dopant, and the compound "host 4" and the compound "host 34" are used as hosts. ("host 4": "host 34" = 3:7 (weight percentage))

[0252] (20) Example 20 (Ex20)

[0253] The compound "dopant 1" in formula 6-2 is used as a dopant, and the compound "host 4" and the compound "host 34" are used as hosts. ("host 4": "host 34" = 1:9 (weight percentage))

[0254] The properties of the OLEDs manufactured in Comparative Examples 1 to 8 and Examples 1 to 20, ie, voltage (V), efficiency (Cd / A), color coordinates (CIE), FWHM, and lifetime (T95) were measured and listed in Tables 1 to 4.

[0255] Table 1

[0256]

[0257] Table 2

[0258]

[0259] Table 3

[0260]

[0261]

[0262] Table 4

[0263]

[0264] As shown in Tables 1 to 4, the lifespan of the OLEDs in Examples 1 to 5 using the first host (which is an anthracene derivative not substituted with deuterium) and the second host (which is an anthracene derivative substituted with deuterium) is significantly increased compared to the OLED in Comparative Example 1 using the first host without using the second host.

[0265] Furthermore, compared with the OLED in Comparative Example 2 using the second host without using the first host, the lifespan of the OLED in Examples 1 to 5 is slightly reduced, but the luminous efficiency of the OLED in Examples 1 to 5 is improved.

[0266] Therefore, in the OLED of the present disclosure, the weight percentage of the first matrix to the second matrix may be about 1:9 to 7:3. In order to provide sufficient luminous efficiency and life of the OLED and the organic light-emitting display device, the weight percentage of the first matrix to the second matrix may be about 3:7. On the other hand, in order to increase the life without reducing the luminous efficiency, the weight percentage of the first matrix to the second matrix may be about 7:3.

[0267] In the OLED D of the present disclosure, the EML 240 includes the first host 242 which is an anthracene derivative and the second host 242 which is a deuterated anthracene derivative, so that the OLED D and the organic light-emitting display device 100 have advantages in terms of light emission efficiency and lifespan.

[0268] Figure 4 is a schematic cross-sectional view showing an OLED having a tandem structure of two light emitting units according to a first embodiment of the present disclosure.

[0269] like Figure 4 As shown in FIG. 1 , the OLED D includes a first electrode 160 and a second electrode 164 facing each other, and an organic light emitting layer 162 located between the first electrode 160 and the second electrode 164. The organic light emitting layer 162 includes a first light emitting portion 310 having a first EML 320, a second light emitting portion 330 having a second EML 340, and a charge generation layer (CGL) 350 located between the first light emitting portion 310 and the second light emitting portion 330.

[0270] The first electrode 160 may be formed of a conductive material having a relatively high work function to serve as an anode for injecting holes into the organic light emitting layer 162. The second electrode 164 may be formed of a conductive material having a relatively low work function to serve as a cathode for injecting electrons into the organic light emitting layer 162.

[0271] The CGL 350 is located between the first light emitting portion 310 and the second light emitting portion 330, and the first light emitting portion 310, the CGL 350 and the second light emitting portion 330 are sequentially stacked on the first electrode 160. That is, the first light emitting portion 310 is located between the first electrode 160 and the CGL 350, and the second light emitting portion 330 is located between the second electrode 164 and the CGL 350.

[0272] The first light emitting portion 310 includes a first EML 320. In addition, the first light emitting portion 310 may further include a first EBL 316 between the first electrode 160 and the first EML 320 and a first HBL 318 between the first EML 320 and the CGL 350.

[0273] In addition, the first light emitting portion 310 may further include a first HTL 314 located between the first electrode 160 and the first EBL 316 , and a HIL 312 located between the first electrode 160 and the first HTL 314 .

[0274] The first EML 320 includes a first host 322 which is an anthracene derivative, a second host 324 which is a deuterated anthracene derivative, and a blue dopant (not shown), so that blue light is provided from the first EML 320 .

[0275] That is, the first EML 320 may include the compound of Formula 1 as the first host 322, the compound of Formula 3 as the second host 324, and the compound of Formula 5-1 or Formula 5-2 as a blue dopant.

[0276] In the first EML 320, the weight percentage of the first matrix 322 to the second matrix 324 may be about 1:9 to about 9:1, preferably about 1:9 to about 7:3. In order to provide sufficient luminous efficiency and life of the OLED D and the organic light emitting display device, the weight percentage of the first matrix 322 to the second matrix 324 may be about 3:7. On the other hand, in order to increase the life without reducing the luminous efficiency, the weight percentage of the first matrix 322 to the second matrix 324 may be about 7:3.

[0277] The second light emitting portion 330 includes a second EML 340. In addition, the second light emitting portion 330 may further include a second EBL 334 between the CGL 350 and the second EML 340 and a second HBL 336 between the second EML 340 and the second electrode 164.

[0278] In addition, the second light emitting portion 330 may further include a second HTL 332 located between the CGL 350 and the second EBL 334 , and an EIL 338 located between the second HBL 336 and the second electrode 164 .

[0279] The second EML 340 includes a first host 342 which is an anthracene derivative, a second host 344 which is a deuterated anthracene derivative, and a blue dopant (not shown), so that blue light is provided from the second EML 340 .

[0280] That is, the second EML 340 may include the compound of Formula 1 as the first host 342 , the compound of Formula 3 as the second host 344 , and the compound of Formula 5-1 or Formula 5-2 as a blue dopant.

[0281] In the second EML 340, the weight percentage of the first matrix 342 to the second matrix 344 may be about 1:9 to about 9:1, preferably about 1:9 to about 7:3. In order to provide sufficient luminous efficiency and life of the OLED D and the organic light emitting display device, the weight percentage of the first matrix 342 to the second matrix 344 may be about 3:7. On the other hand, in order to increase the life without reducing the luminous efficiency, the weight percentage of the first matrix 342 to the second matrix 344 may be about 7:3.

[0282] The first host 342 of the second EML 340 may be the same as or different from the first host 322 of the first EML 320, and the second host 344 of the second EML 340 may be the same as or different from the second host 324 of the first EML 320. In addition, the blue dopant of the second EML 340 may be the same as or different from the blue dopant of the first EML 320.

[0283] The CGL 350 is located between the first light emitting portion 310 and the second light emitting portion 330. That is, the first light emitting portion 310 and the second light emitting portion 330 are connected through the CGL 350. The CGL 350 may be a PN junction CGL composed of an N-type CGL 352 and a P-type CGL 354.

[0284] The N-type CGL 352 is located between the first HBL 318 and the second HTL 332 , and the P-type CGL 354 is located between the N-type CGL 352 and the second HTL 332 .

[0285] In the OLED D, since the first and second EMLs 320 and 340 each include the first hosts 322 and 342 each being an anthracene derivative and the second hosts 324 and 344 each being a deuterated anthracene derivative, the OLED D and the organic light-emitting display device 100 have advantages in terms of light emission efficiency and lifespan.

[0286] In addition, since the first light emitting portion 310 and the second light emitting portion 330 for emitting blue light are stacked, the organic light emitting display device 100 provides an image having a high color temperature.

[0287] Figure 5 is a schematic cross-sectional view showing an organic light emitting display device according to a second embodiment of the present disclosure, Figure 6 is a schematic cross-sectional view showing an OLED for an organic light emitting display device according to a second embodiment of the present disclosure.

[0288] As in Figure 5 As shown in the figure, the organic light-emitting display device 400 includes: a first substrate 410, which defines red pixels RP, green pixels GP and blue pixels BP; a second substrate 470 facing the first substrate 410; an OLED D, which is located between the first substrate 410 and the second substrate 470 and provides white emission; and a color filter layer 480 located between the OLED D and the second substrate 470.

[0289] Each of the first substrate 410 and the second substrate 470 may be a glass substrate or a plastic substrate. For example, each of the first substrate 410 and the second substrate 470 may be a polyimide substrate.

[0290] The buffer layer 420 is formed on the substrate, and the TFT Tr corresponding to each of the red pixel RP, the green pixel GP, and the blue pixel BP is formed on the buffer layer 420. The buffer layer 420 may be omitted.

[0291] The semiconductor layer 422 is formed on the buffer layer 420. The semiconductor layer 422 may include an oxide semiconductor material or polysilicon.

[0292] The 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.

[0293] The gate 430 formed of a conductive material such as metal is formed on the gate insulating layer 424 to correspond to the center of the semiconductor layer 422 .

[0294] 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 such as silicon oxide or silicon nitride, or an organic insulating material such as benzocyclobutene or photo acryl.

[0295] 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 located at both sides of the gate 430 to be spaced apart from the gate 430.

[0296] 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 .

[0297] 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.

[0298] The semiconductor layer 422, the gate electrode 430, the source electrode 440, and the drain electrode 442 constitute a TFT Tr. The TFT Tr is used as a driving element. That is, the TFT Tr may correspond to ( Figure 1 ) driving TFT Td.

[0299] Although not shown, the gate lines and the data lines cross each other to define pixels, 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.

[0300] In addition, a power line and a storage capacitor for maintaining a voltage of the gate of the TFT Tr in one frame may be further formed. The power line may be formed parallel to and spaced apart from one of the gate line and the data line.

[0301] A passivation layer 450 is formed to cover the TFT Tr, and the passivation layer 450 includes a drain contact hole 452 exposing the drain electrode 442 of the TFT Tr.

[0302] A first electrode 460 is formed in each pixel, and is connected to the drain electrode 442 of the TFT Tr via 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).

[0303] A reflective electrode or a reflective layer may be formed under the first electrode 460. For example, the reflective electrode or the reflective layer may be formed of an aluminum-palladium-copper (APC) alloy.

[0304] The bank layer 466 is formed on the passivation layer 450 to cover the edge of the first electrode 460. That is, the bank layer 466 is located at the boundary of the pixel and exposes the center of the first electrode 460 in the red pixel RP, the green pixel GP, and the blue pixel BP. The bank layer 466 may be omitted.

[0305] The organic light emitting layer 462 is formed on the first electrode 460 .

[0306] Reference Figure 6 The organic light-emitting layer 462 includes: a first light-emitting portion 530 including a first EML 520, a second light-emitting portion 550 including a second EML 540; a third light-emitting portion 570 including a third EML 560; a first CGL 580 located between the first light-emitting portion 530 and the second light-emitting portion 550; and a second CGL 590 located between the second light-emitting portion 550 and the third light-emitting portion 570.

[0307] The first electrode 460 may be formed of a conductive material having a relatively high work function to serve as an anode for injecting holes into the organic light emitting layer 462. The second electrode 464 may be formed of a conductive material having a relatively low work function to serve as a cathode for injecting electrons into the organic light emitting layer 462.

[0308] The first CGL 580 is located between the first light emitting portion 530 and the second light emitting portion 550, and the second CGL 590 is located between the second light emitting portion 550 and the third light emitting portion 570. That is, the first light emitting portion 530, the first CGL 580, the second light emitting portion 550, the second CGL 590, and the third light emitting portion 570 are sequentially stacked on the first electrode 460. In other words, the first light emitting portion 530 is located between the first electrode 460 and the first CGL 570, the second light emitting portion 550 is located between the first CGL 580 and the second CGL 590, and the third light emitting portion 570 is located between the second electrode 460 and the second CGL 590.

[0309] The first light emitting portion 530 may include a HIL 532, a first HTL 534, a first EBL 536, a first EML 520, and a first HBL 538 sequentially stacked on the first electrode 460. That is, the HIL 532, the first HTL 534, and the first EBL 536 are located between the first electrode 460 and the first EML 520, and the first HBL 538 is located between the first EML 520 and the first CGL 580.

[0310] The first EML 520 includes a first host 522 which is an anthracene derivative, a second host 524 which is a deuterated anthracene derivative, and a blue dopant (not shown), so that blue light is provided from the first EML 520 .

[0311] That is, the first EML 520 may include the compound of Formula 1 as the first host 522, the compound of Formula 3 as the second host 524, and the compound of Formula 5-1 or Formula 5-2 as a blue dopant.

[0312] In the first EML 520, the weight percentage of the first matrix 522 to the second matrix 524 may be about 1:9 to about 9:1, preferably about 1:9 to about 7:3. In order to provide sufficient luminous efficiency and life of the OLED D and the organic light emitting display device, the weight percentage of the first matrix 522 to the second matrix 524 may be about 3:7. On the other hand, in order to increase the life without reducing the luminous efficiency, the weight percentage of the first matrix 522 to the second matrix 524 may be about 7:3.

[0313] The second EML 550 may include a second HTL 552, a second EML 540, and an electron transport layer (ETL) 554. The second HTL 552 is located between the first CGL 580 and the second EML 540, and the ETL 554 is located between the second EML 540 and the second CGL 590.

[0314] The second EML 540 may be a yellow-green EML. For example, the second EML 540 may include a matrix and a yellow-green dopant. Alternatively, the second EML 540 may include a matrix, a red dopant, and a green dopant. In this case, the second EML 540 may include a lower layer including a matrix and a red dopant (or a green dopant) and an upper layer including a matrix and a green dopant (or a red dopant).

[0315] The third light emitting portion 570 may include a third HTL 572, a second EBL 574, a third EML 560, a second HBL 576, and an EIL 578. The third EML 560 (or the third light emitting portion 570) includes a first host 562 as an anthracene derivative, a second host 564 as a deuterated anthracene derivative, and a blue dopant (not shown), thereby providing blue light from the third EML 560.

[0316] That is, the third EML 560 may include the compound of Formula 1 as the first host 562, the compound of Formula 3 as the second host 564, and the compound of Formula 5-1 or Formula 5-2 as a blue dopant.

[0317] In the third EML 560, the weight percentage of the first matrix 562 to the second matrix 564 may be about 1:9 to about 9:1, preferably about 1:9 to about 7:3. In order to provide sufficient luminous efficiency and life of the OLED D and the organic light emitting display device, the weight percentage of the first matrix 562 to the second matrix 564 may be about 3:7. On the other hand, in order to increase the life without reducing the luminous efficiency, the weight percentage of the first matrix 562 to the second matrix 564 may be about 7:3.

[0318] The first host 562 of the third EML 560 may be the same as or different from the first host 522 of the first EML 520, and the second host 564 of the third EML 560 may be the same as or different from the second host 524 of the first EML 520. In addition, the blue dopant of the third EML 560 may be the same as or different from the blue dopant of the first EML 520.

[0319] The first CGL 580 is located between the first light emitting portion 530 and the second light emitting portion 550, and the second CGL 590 is located between the second light emitting portion 550 and the third light emitting portion 570. That is, the first light emitting stack 530 and the second light emitting stack 550 are connected through the first CGL 580, and the second light emitting stack 550 and the third light emitting stack 570 are connected through the second CGL 590. The first CGL 580 may be a PN junction CGL composed of a first N-type CGL 582 and a first P-type CGL 584, and the second CGL 590 may be a PN junction CGL composed of a second N-type CGL 592 and a second P-type CGL 594.

[0320] In the first CGL 580 , a first N-type CGL 582 is located between the first HBL 538 and the second HTL 552 , and a first P-type CGL 584 is located between the first N-type CGL 582 and the second HTL 552 .

[0321] In the second CGL 590 , the second N-type CGL 592 is located between the ETL 554 and the third HTL 572 , and the second P-type CGL 594 is located between the second N-type CGL 592 and the third HTL 572 .

[0322] In OLED D, since the first EML 520 and the second EML 560 each include the first hosts 522 and 562 each being an anthracene derivative, the second hosts 524 and 564 each being a deuterated anthracene derivative, and a blue dopant.

[0323] Therefore, the OLED D including the first and third light emitting parts 530 and 570, and the second light emitting part 550 emitting yellow-green light or red / green light may emit white light.

[0324] exist Figure 6 , the OLED D has a three-layer stack structure consisting of a first light emitting portion 530, a second light emitting portion 550, and a third light emitting portion 570. Alternatively, the OLED D may have a double stack structure without the first light emitting portion 530 or the third light emitting portion 570.

[0325] Refer again Figure 5 , a second electrode 464 is formed above the substrate 410 on which the organic light emitting layer 462 is formed.

[0326] In the organic light emitting display device 400 , since light emitted from the organic light emitting layer 462 is incident to the color filter layer 480 via the second electrode 464 , the second electrode 464 has a thin profile for transmitting the light.

[0327] The first electrode 460 , the organic light emitting layer 462 , and the second electrode 464 constitute an OLED D.

[0328] The color filter layer 480 is positioned over 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 RP, the green pixel GP, and the blue pixel BP, respectively.

[0329] 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.

[0330] 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 sequentially stacked, but is not limited thereto. The encapsulation film may be omitted.

[0331] A polarizing plate (not shown) for reducing ambient light reflection may be disposed above the top emission type OLED D. For example, the polarizing plate may be a circular polarizing plate.

[0332] exist Figure 5 In the embodiment, light from the OLED D passes through the second electrode 464 , and the color filter layer 480 is disposed on or above 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 .

[0333] 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 RP, the green pixel GP, and the blue pixel BP, respectively. White light from the OLED D is converted into red light, green light, and blue light, respectively, through the red color conversion layer, the green color conversion layer, and the blue color conversion layer.

[0334] As described above, 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 RP, the green pixel GP and the blue pixel BP, so that red light, green light and blue light are provided from the red pixel RP, the green pixel GP and the blue pixel BP, respectively.

[0335] exist Figure 5 and Figure 6 In the embodiment, the OLED D emitting white light is used for a display device. Alternatively, the OLED D may be formed on the entire surface of the substrate without at least one of a driving element and a color filter layer to be used for a lighting device. A display device and a lighting device each including the OLED D of the present disclosure may be referred to as an organic light emitting device.

[0336] Figure 7 is a schematic cross-sectional view illustrating an organic light emitting display device according to a third embodiment of the present disclosure.

[0337] As in Figure 7 As shown in the figure, the organic light-emitting display device 600 includes: a first substrate 610, which defines red pixels RP, green pixels GP and blue pixels BP; a second substrate 670 facing the first substrate 610; an OLED D, which is located between the first substrate 610 and the second substrate 670 and provides white emission; and a color filter layer 680 located between the OLED D and the second substrate 670.

[0338] Although not shown, a color filter may be formed between the second substrate 670 and each color conversion layer 680 .

[0339] A TFT Tr corresponding to each of the red pixel RP, the green pixel GP, and the blue pixel BP is formed on the first substrate 610, and a passivation layer 650 having a drain contact hole 652 exposing an electrode (eg, drain electrode) of the TFT Tr is formed to cover the TFT Tr.

[0340] The OLED D including the first electrode 660, the organic light emitting layer 662, and the second electrode 664 is formed on the passivation layer 650. In this case, the first electrode 660 may be connected to the drain electrode of the TFT Tr through the drain contact hole 652.

[0341] A bank layer 666 covering the edge of the first electrode 660 is formed at the boundaries of the red pixel region RP, the green pixel region GP, ​​and the blue pixel region BP.

[0342] OLED D emits blue light and can have Figure 3 or Figure 4 That is, an OLED D is formed in each of a red pixel RP, a green pixel GP, and a blue pixel BP and provides blue light.

[0343] The color conversion layer 680 includes a first color conversion layer 682 corresponding to the red pixel RP and a second color conversion layer 684 corresponding to the green pixel GP. For example, the color conversion layer 680 may include an inorganic color conversion material such as quantum dots.

[0344] The blue light from the OLED D is converted into red light by the first color conversion layer 682 in the red pixel RP, and the blue light from the OLED D is converted into green light by the second color conversion layer 684 in the green pixel GP.

[0345] Therefore, the organic light emitting display device 600 can display a full-color image.

[0346] On the other hand, when light from the OLED D passes through the first substrate 610 , the color conversion layer 680 is disposed between the OLED D and the first substrate 610 .

[0347] Although the present disclosure has been described with reference to exemplary embodiments and examples, these embodiments and examples are not intended to limit the scope of the present disclosure. On the contrary, it will be apparent to those skilled in the art that various modifications and variations may be made to the present disclosure without departing from the spirit or scope of the present invention. Therefore, it is intended that the present disclosure covers modifications and variations of these disclosures as long as they fall within the scope of the appended claims and their equivalents.

[0348] The various embodiments described above can be combined to provide other embodiments. All patents, patent application publications, patent applications, foreign patents, foreign patent applications, and non-patent publications mentioned in this specification and / or listed in the application data sheet are incorporated herein by reference in their entirety. If it is necessary to adopt the concepts of various patents, applications, and publications to provide other embodiments, various aspects of the embodiments can be modified.

[0349] These and other changes can be made to the embodiments in light of the above detailed description. Generally, in the following claims, the terms used should not be interpreted as limiting the claims to the specific embodiments disclosed in the specification and claims, but should be interpreted to include all possible embodiments and the full range of equivalents to which such claims are entitled. Therefore, the claims are not limited by the disclosure.

Claims

1. An organic light emitting diode, comprising: a first electrode; a second electrode facing the first electrode; and a first light-emitting material layer located between the first electrode and the second electrode, wherein the first light-emitting material layer comprises a first host, a second host and a first blue dopant, wherein the first host is a non-deuterated anthracene derivative, and the second host is a deuterated anthracene derivative, Wherein the second matrix is ​​represented by Formula 3: Formula 3 Wherein R1 and R2 are each independently C6-C 30 Aryl or C5-C 30 Heteroaryl, L1 and L2 are each independently C6-C 30 Arylene group, wherein a and b are each an integer of 0 or 1, and at least one of a and b is 0, and wherein x, y, m and n are each independently a positive integer, and the sum of x, y, m and n is 15 to 29. 2 . The organic light emitting diode according to claim 1 , wherein in Formula 3, R1 is a phenyl group or a naphthyl group, and R2 is a naphthyl group, a dibenzofuranyl group, or a condensed dibenzofuranyl group. 3 . The organic light emitting diode according to claim 1 , wherein in Formula 3, L1 and L2 are each independently a phenylene group.

4. The organic light emitting diode according to claim 1, wherein the second host is one of the compounds selected from Formula 4: Formula 4 5. The organic light emitting diode according to claim 1, wherein the first host is represented by Formula 1: Formula 1 Wherein, the definitions of R1, R2, L1, L2, a and b are the same as those in Formula 3.

6. The organic light emitting diode according to claim 5, wherein the first host is one of the compounds selected from Formula 2: Formula 2 7 . The organic light emitting diode according to claim 1 , wherein a weight percentage of the first matrix to the second matrix is ​​1:9 to 9:

1. 8 . The organic light emitting diode according to claim 7 , wherein the weight percentage of the first matrix to the second matrix is ​​1:9 to 7:

3. 9 . The organic light emitting diode according to claim 7 , wherein the weight percentage of the first matrix to the second matrix is ​​3:

7. 10 . The organic light emitting diode according to claim 7 , wherein the weight percentage of the first matrix to the second matrix is ​​7:

3. 11 . The organic light emitting diode according to claim 1 , wherein the second host is a compound in which all or part of hydrogen in the first host is substituted with deuterium.

12. The organic light emitting diode according to claim 1, wherein the first blue dopant is represented by Formula 5-1: Formula 5-1 in, In Formula 5-1, c and d are each independently an integer from 0 to 4, e is an integer from 0 to 3, Where R 11 and R 12 Each independently selected from C1-C 20 Alkyl, C6-C 30 Aryl, C5-C 30 Heteroaryl and C6-C 30 The group consisting of arylamino, or R 11 Two adjacent or R 12 Two adjacent aromatic rings in form a fused aromatic ring or heteroaromatic ring, Where R 13 Choose from C1-C 10 Alkyl, C6-C 30 Aryl, C5-C 30 Heteroaryl and C6-C 30 The group consisting of arylamino groups, Wherein X1 and X2 are each independently oxygen (O) or NR 14 , and R 14 C6-C 30 Aryl.

13. The organic light emitting diode according to claim 1, wherein the first blue dopant is one of the compounds selected from Formula 6: Formula 6 14. The organic light emitting diode according to claim 1, further comprising: a third light-emitting material layer located between the first light-emitting material layer and the second electrode, wherein the third light-emitting material layer comprises a third host, a fourth host and a second blue dopant; and a first charge generation layer between the first light emitting material layer and the third light emitting material layer, The third host is an anthracene derivative, and the fourth host is a deuterated anthracene derivative.

15. The organic light emitting diode according to claim 14, further comprising: a second light-emitting material layer located between the first charge generation layer and the third light-emitting material layer, wherein the second light-emitting material layer emits yellow-green light; and A second charge generation layer is between the second light emitting material layer and the third light emitting material layer.

16. The organic light emitting diode according to claim 14, further comprising: a second light-emitting material layer located between the first charge generation layer and the third light-emitting material layer, the second light-emitting material layer emitting red light and green light; and A second charge generation layer is between the second light emitting material layer and the third light emitting material layer.

17. The organic light emitting diode according to claim 1, further comprising: at least one of a hole injection layer and a hole transport layer between the first electrode and the first light emitting material layer; and At least one of an electron injection layer and an electron transport layer between the second electrode and the first light emitting material layer.

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