Organic light-emitting device and flat panel display device including the same
By introducing multi-layer structures and different electron transport materials into the organic light emitting device, the carrier injection and transmission are optimized, and the problems of high driving voltage, low efficiency and short life are solved, and a high-performance organic light emitting device is realized.
Patent Information
- Application Number
- CN202010918738.1
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- Priority Date
- 2019-09-03
- Filing Date
- 2020-09-03
- Publication Date
- 2025-08-19
- Estimated Expiration
- 2040-09-03
AI Technical Summary
The existing organic light emitting devices have shortcomings in terms of high driving voltage, low efficiency and short life, which are difficult to meet the needs of high-performance display devices.
An organic light emitting device adopts a multi-layer structure, including m light emitting units and m-1 charge generation layer. Each charge generation layer consists of n-type and p-type charge generation layers, and uses different types of electron transport materials in the electron transport region to optimize the carrier injection and transport process.
The organic light emitting device with low driving voltage, high efficiency and long life is realized, and the performance of the display device is improved.
Smart Images

Figure CN112447922B_ABST
Abstract
Description
[0001] CROSS-REFERENCE TO RELATED APPLICATIONS
[0002] This application claims priority to and the benefit of Korean Patent Application No. 10-2019-0108937, filed on September 3, 2019, in the Korean Intellectual Property Office, the entire contents of which are incorporated herein by reference. Technical Field
[0003] One or more aspects of embodiments of the present disclosure relate to an organic light-emitting device and a display apparatus including the same. Background Art
[0004] Organic light-emitting devices are self-emissive devices that produce full-color images and may also have wide viewing angles, high contrast, short response times, and / or superior characteristics in brightness and / or response speed compared to related art devices.
[0005] An organic light-emitting device may include a first electrode disposed (placed) on a substrate, and a hole transport region, an emission layer, an electron transport region, and a second electrode sequentially disposed on the first electrode. Holes provided from the first electrode may move toward the emission layer through the hole transport region, and electrons provided from the second electrode may move toward the emission layer through the electron transport region. Carriers, such as holes and electrons, may then recombine in the emission layer to generate excitons. These excitons may transition from an excited state to a ground state, thereby generating light. Summary of the Invention
[0006] One or more aspects of embodiments of the present disclosure are directed to an organic light-emitting device having low driving voltage, high efficiency, and long lifespan.
[0007] Additional aspects will be set forth in part in the description which follows and, in part, will be obvious from the description, or may be learned by practice of the presented disclosed embodiments.
[0008] One or more embodiments of the present disclosure provide an organic light-emitting device including: a first electrode;
[0009] a second electrode facing the first electrode;
[0010] m light emitting units between the first electrode and the second electrode; and
[0011] m-1 charge generation layers are respectively provided between each pair of adjacent light-emitting units among the m light-emitting units, each charge generation layer including an n-type charge generation layer and a p-type charge generation layer,
[0012] Wherein m is an integer greater than or equal to 3,
[0013] Each of the m light-emitting units includes a hole transport region, an emission layer, and an electron transport region stacked in sequence.
[0014] The m number of electron transport regions included in the m number of light emitting units each include an electron transport material, and
[0015] The electron transport material included in at least one electron transport region among the electron transport regions having a number m is different from the electron transport material included in at least one electron transport region among the other electron transport regions.
[0016] One or more embodiments of the present disclosure provide a flat panel display device including: a thin film transistor including a source electrode, a drain electrode, and an active layer; and an organic light-emitting device, wherein a first electrode of the organic light-emitting device is electrically connected to one of the source electrode and the drain electrode of the thin film transistor. BRIEF DESCRIPTION OF THE DRAWINGS
[0017] The above and other aspects, features and advantages of certain embodiments of the present disclosure will become more apparent from the following description taken in conjunction with the accompanying drawings, in which:
[0018] Figure 1 and Figure 2 Each is a schematic cross-sectional view of an organic light-emitting device according to an embodiment;
[0019] Figure 3 are capacitance-voltage diagrams of organic light-emitting devices manufactured according to Comparative Examples 1 to 3;
[0020] Figure 4 Capacitance-voltage diagrams of organic light-emitting devices manufactured according to Example 1 and Comparative Example 3;
[0021] Figure 5 is a graph showing the lifespan of the organic light-emitting devices manufactured according to Example 1 and Comparative Example 3;
[0022] Figure 6 is a graph showing changes in driving voltage over time at room temperature in the organic light-emitting devices manufactured according to Example 1 and Comparative Example 3; and
[0023] Figure 7 FIG. 1 is a graph showing changes in driving voltage over time at room temperature in the organic light-emitting devices manufactured according to Comparative Examples 2 and 3. FIG. DETAILED DESCRIPTION
[0024] Reference will now be made in more detail to embodiments, examples of which are shown in the accompanying drawings, wherein like reference numerals refer to like elements throughout. In this regard, the embodiments may have different forms and should not be construed as being limited to the description set forth herein. Accordingly, the following description of the embodiments with reference to the figures is merely for the purpose of explaining aspects of the embodiments described herein. As used herein, the term "and / or" includes any and all combinations of one or more of the associated enumerated items. Throughout this disclosure, the expression "at least one of a, b, and c" refers to only a, only b, only c, both a and b, both a and c, both b and c, all of a, b, and c, or variations thereof.
[0025] Expressions such as “at least one of,” “one of,” and “selected from,” when preceding a list of elements, modify the entire list of elements and do not modify the individual elements of the list. Furthermore, when describing embodiments of the present invention, use of “may” refers to “one or more embodiments of the present invention.”
[0026] An embodiment of the present disclosure provides an organic light-emitting device including: a first electrode;
[0027] a second electrode facing the first electrode;
[0028] m light emitting units between the first electrode and the second electrode; and
[0029] m-1 charge generation layers are respectively provided between each pair of adjacent light-emitting units among the m light-emitting units, each charge generation layer including an n-type charge generation layer and a p-type charge generation layer,
[0030] Wherein m is an integer greater than or equal to 3,
[0031] Each of the m light-emitting units includes a hole transport region, an emission layer, and an electron transport region stacked in sequence.
[0032] The m number of electron transport regions included in the m number of light emitting units each include an electron transport material, and
[0033] The electron transport material included in at least one electron transport region among the electron transport regions having a number m is different from the electron transport material included in at least one electron transport region among the other electron transport regions.
[0034] Figure 1 is a schematic cross-sectional view of an organic light-emitting device 10 according to an embodiment. Figure 1The organic light-emitting device 10 may include: a first electrode 110; a second electrode 190 facing the first electrode 110; m (here, m=3) light-emitting units 155-1, 155-2 and 155-3 stacked between the first electrode 110 and the second electrode 190; and m-1 (here, m-1=2) charge generation layers 154-1 and 154-2 between each pair of adjacent light-emitting units among the m light-emitting units 155-1, 155-2 and 155-3, respectively, and each charge generation layer may include an n-type charge generation layer and a p-type charge generation layer.
[0035] The light emitting unit is not particularly limited as long as it has the function of emitting light. For example, the light emitting unit may include one or more emission layers. In some embodiments, in addition to one or more emission layers, the light emitting unit may further include an organic layer.
[0036] The organic light-emitting device 10 may include m stacked light-emitting units 155-1, 155-2, and 155-3, where m may be an integer greater than or equal to 3. m (which is the number of light-emitting units) may be any appropriate integer, and the upper limit of the number is not particularly limited. For example, the organic light-emitting device 10 may include three, four, five, or six light-emitting units.
[0037] The organic light-emitting device 10 may include charge generation layers 154-1 and 154-2 between each pair of adjacent light-emitting units (every two adjacent light-emitting units) among the m number of light-emitting units 155-1, 155-2 and 155-3, respectively. The term "adjacent" or "adjacent" refers to the arrangement relationship between the closest layers among the layers (which are mentioned as adjacent layers or adjacent layers). For example, two adjacent light-emitting units refer to the arrangement relationship between two light-emitting units that are closest to each other among a plurality of light-emitting units. In some cases, the term "adjacent" refers to a situation where two layers are in physical contact with each other, and in some embodiments, another layer not mentioned may be provided between two adjacent layers. For example, a light-emitting unit adjacent to the second electrode refers to a light-emitting unit that is closest to the second electrode among a plurality of light-emitting units. Although the second electrode and the light-emitting unit may be in physical contact with each other, layers other than the light-emitting unit may be present between the second electrode and the light-emitting unit. For example, an electron transport layer may be between the second electrode and the light-emitting unit. In some embodiments, the charge generation layer may be between two adjacent light-emitting units.
[0038] A charge generation layer is a layer that functions as a cathode by generating electrons for one of two adjacent light-emitting units and functions as an anode by generating holes for the other light-emitting unit. The charge generation layer is not directly connected to an electrode and separates adjacent light-emitting units. An organic light-emitting device 10 including m light-emitting units may include m-1 charge generation layers.
[0039] The charge generation layers 154-1 and 154-2 may each include an n-type charge generation layer and a p-type charge generation layer. The n-type charge generation layer and the p-type charge generation layer may be in direct contact with each other to form an NP junction. In the NP junction, electrons and holes may be generated simultaneously (or concurrently) between the n-type charge generation layer and the p-type charge generation layer. The generated electrons may be transferred to one of the two adjacent light-emitting units through the n-type charge generation layer. The generated holes may be transferred to the other of the two adjacent light-emitting units through the p-type charge generation layer. Moreover, because the charge generation layers 154-1 and 154-2 each include a single n-type charge generation layer and a single p-type charge generation layer, the organic light-emitting device 10 including m-1 charge generation layers 154-1 and 154-2 may include m-1 n-type charge generation layers and m-1 p-type charge generation layers.
[0040] The term "n-type" refers to n-type semiconductor characteristics, ie, the characteristics of injecting or transporting electrons. The term "p-type" refers to p-type semiconductor characteristics, ie, the characteristics of injecting or transporting holes.
[0041] The m number of light-emitting units 155-1, 155-2, and 155-3 may include hole transport regions 151-1, 151-2, and 151-3, emission layers 152-1, 152-2, and 152-3, and electron transport regions 153-1, 153-2, and 153-3, respectively, which are sequentially arranged. The m number of electron transport regions 153-1, 153-2, and 153-3 included in the m number of light-emitting units 155-1, 155-2, and 155-3 may each include an electron transport material.
[0042] The electron transport material included in at least one electron transport region among the electron transport regions 153 - 1 , 153 - 2 , and 153 - 3 in number m may be different from the electron transport material included in at least one electron transport region among the other (remaining) electron transport regions.
[0043] In one embodiment, the mth electron transport region 153-3 among the m number of electron transport regions 153-1, 153-2 and 153-3 may be between the mth emission layer 152-3 and the second electrode 190, and the electron transport material included in the mth electron transport region 153-3 may be different from the electron transport material included in at least one electron transport region among the other electron transport regions 153-1 and 153-2.
[0044] In one embodiment, the number of electron transport materials included in the number of electron transport regions 153-1, 153-2 and 153-3 may be independently selected from the first compound, the second compound and the third compound.
[0045] The first compound may be represented by Formula 1, the second compound may be represented by Formula 2, and the third compound may be represented by Formula 3:
[0046] Formula 1
[0047]
[0048] Formula 2
[0049]
[0050] Formula 3
[0051]
[0052] In formula 1,
[0053] X1 can be O or S,
[0054] L1 to L3 can each independently be a substituted or unsubstituted C5-C 60 Carbocyclic group or substituted or unsubstituted C1-C 60 Heterocyclic groups,
[0055] a1 to a3 may each independently be an integer selected from 0 to 5,
[0056] Ar1 to Ar3 may each independently be a substituted or unsubstituted C5-C 60 Carbocyclic group or substituted or unsubstituted C1-C 60 Heterocyclic groups,
[0057] In formula 2,
[0058] A 11 and A 12 Can be independently C5-C 60 Carbocyclic group or C1-C 60 Heterocyclic groups,
[0059] R11 and R 12 Can be independently selected from *-(L 13 ) a13 -Ar 13 groups, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 Alkenyl, substituted or unsubstituted C2-C 60 Alkynyl, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocycloalkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocycloalkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C6-C 60 Aryloxy, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 heteroaryl, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(═O)(Q1), -S(═O)2(Q1) and -P(═O)(Q1)(Q2),
[0060] R 11 and R 12 can be optionally linked to each other to form a substituted or unsubstituted C5-C 60 Carbocyclic group or substituted or unsubstituted C1-C 60 Heterocyclic groups,
[0061] L 11 To L 13 may be independently substituted or unsubstituted C5-C 60 Carbocyclic group or substituted or unsubstituted C1-C 60 Heterocyclic groups,
[0062] a11 to a13 may each independently be an integer selected from 0 to 5,
[0063] Ar 11 to Ar 13 may be independently substituted or unsubstituted C5-C 60 Carbocyclic group or substituted or unsubstituted C1-C 60Heterocyclic groups,
[0064] b11 and b12 may each independently be an integer selected from 1 to 5,
[0065] c11 and c12 may each independently be an integer selected from 0 to 20,
[0066] In formula 3,
[0067] A 21 may be a ring containing π-electron-depleted nitrogen,
[0068] L 21 Can be substituted or unsubstituted C5-C 60 Carbocyclic group or substituted or unsubstituted C1-C 60 Heterocyclic groups,
[0069] a21 may be an integer selected from 0 to 5,
[0070] Ar 21 Can be substituted or unsubstituted C5-C 60 Carbocyclic group or substituted or unsubstituted C1-C 60 Heterocyclic groups,
[0071] b21 may be an integer selected from 1 to 5,
[0072] c21 may be an integer selected from 0 to 20,
[0073] Substituted C5-C 60 Carbocyclic groups, substituted C1-C 60 Heterocyclic groups, substituted C1-C 60 Alkyl, substituted C2-C 60 Alkenyl, substituted C2-C 60 Alkynyl, substituted C1-C 60 Alkoxy, substituted C3-C 10 Cycloalkyl, substituted C1-C 10 Heterocycloalkyl, substituted C3-C 10 Cycloalkenyl, substituted C1-C 10 Heterocycloalkenyl, substituted C6-C 60 Aryl, substituted C6-C 60 Aryloxy, substituted C6-C 60 Arylthio, substituted C1-C 60 At least one substituent of the heteroaryl group, the substituted monovalent non-aromatic fused polycyclic group, and the substituted monovalent non-aromatic fused heteropolycyclic group may be selected from:
[0074] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 60Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl and C1-C 60 alkoxy;
[0075] Each is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-B(Q 11 )(Q 12 ),-C(=O)(Q 11 )、-S(=O)2(Q 11 ) and -P(=O)(Q 11 )(Q 12 ) at least one substituted C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl and C1-C 60 alkoxy;
[0076] C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 heteroaryl groups, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heteropolycyclic groups, biphenyl groups, and terphenyl groups;
[0077] Each is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 10 Cycloalkyl, C1-C 10Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, biphenyl, terphenyl, -Si(Q 21 )(Q 22 )(Q 23 )、-B(Q 21 )(Q 22 ),-C(=O)(Q 21 )、-S(=O)2(Q 21 ) and -P(=O)(Q 21 )(Q 22 ) at least one substituted C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 heteroaryl groups, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heteropolycyclic groups, biphenyl groups, and terphenyl groups; and
[0078] -Si(Q 31 )(Q 32 )(Q 33 )、-B(Q 31 )(Q 32 ),-C(=O)(Q 31 )、-S(=O)2(Q 31 ) and -P(=O)(Q 31 )(Q 32 ),
[0079] Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C1-C 60 heteroaryl, a monovalent non-aromatic fused polycyclic group, a monovalent non-aromatic fused heteropolycyclic group, a biphenyl group, and a terphenyl group, and
[0080] *Indicates the binding site with adjacent atoms.
[0081] The term "π-electron-depleted nitrogen-containing ring" as used herein may be understood by referring to the description presented in conjunction with the electron transport region described below.
[0082] For example, L1 to L3, L 11 To L 13 and L 21 Can be independently selected from:
[0083] phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-difluorenyl, spiro-benzofluorene-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, pyrenyl, chrysene, naphthacene, pyrenyl, peryl, pyrrolyl, thienyl, furanyl, thiol, imidazolyl, pyrazolyl, Thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, benzofuranyl, benzothiophenyl, benzothiorolyl, dibenzothiorolyl, quinolinyl, isoquinolinyl, benzimidazolyl, imidazopyridinyl, imidazopyrimidinyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, and quinazolinyl;
[0084] Each is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, pyrenyl, chrysenyl, naphthacene, pyrenyl, perylenyl, pentaphenyl , hexaphenyl, pentacene, rubinyl, corynyl, oxadiazole, pyrrolyl, thienyl, furyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolyl, isoquinolyl, benzofuranyl, benzothiophenyl, thioxyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, benzothioxyl, dibenzothioxyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q31 )(Q 32 ) and -B(Q 31 )(Q 32 ) is at least one substituted phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-difluorenyl, spiro-benzofluorene-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, pyrenyl, chrysene, naphthacene, pyrenyl, perylenyl, pyrrolyl, thienyl, furanyl, thiolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, benzofuranyl, benzothiophenyl, benzothiorolyl, dibenzothiorolyl, quinolinyl, isoquinolinyl, benzimidazolyl, imidazopyridinyl, imidazopyrimidinyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl and quinazolinyl, and
[0085] Q 31 To Q 33 Can be independently selected from C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl and pyridyl.
[0086] For example, L1 to L3, L 11 To L 13 and L 21 Each can be independently selected from the groups represented by Formula 4-1 to Formula 4-29:
[0087]
[0088]
[0089] In formulas 4-1 to 4-29,
[0090] Y1 may be selected from C (Z3) (Z4), N (Z5), Si (Z6) (Z7), O and S,
[0091] Z1 to Z7 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, pyrenyl, chrysene, pyrrolyl, thienyl, furanyl, thiolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, benzofuranyl, benzothienyl, benzothiorolyl, dibenzothiorolyl and -Si(Q) 31 )(Q32 )(Q 33 ),
[0092] Q 31 To Q 33 Can be independently selected from C1-C 20 Alkyl, C1-C 20 alkoxy, phenyl, biphenyl, terphenyl, naphthyl and pyridyl,
[0093] d2 may be an integer selected from 0 to 2,
[0094] d3 may be an integer selected from 0 to 3,
[0095] d4 may be an integer selected from 0 to 4,
[0096] d5 may be an integer selected from 0 to 5,
[0097] d6 may be an integer selected from 0 to 6,
[0098] d8 may be an integer selected from 0 to 8, and
[0099] * and *' each indicate a binding site with an adjacent atom.
[0100] For example, Ar1 to Ar3, Ar 11 to Ar 13 and Ar 21 Each of the following groups may be independently selected from: phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-difluorenyl, spiro-benzofluorene-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, pyrenyl, chrysene, naphthacene, pyrenyl, perylenyl, pyrrolyl, thienyl, furanyl, thiophene , imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, benzofuranyl, dibenzofuranyl, benzothiophenyl, benzothiorolyl, dibenzothiorolyl, quinolinyl, isoquinolinyl, quinazolinyl, benzimidazolyl, imidazopyridinyl, and imidazopyrimidinyl; and
[0101] Each is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, C1-C 20 Alkyl, C1-C 20Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, pyrenyl, chrysene, tetracenyl, phenanthrenyl, perylenyl, pentaphenyl, hexacenyl, pentacenyl, rubenyl, coronenyl, ovophene, pyrrolyl, thienyl, furanyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, benzofuranyl, benzothiophenyl, -Si(Q) 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 ) and -B(Q 31 )(Q 32 ) is at least one substituted phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-difluorenyl, spiro-benzofluorene-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, pyrenyl, chrysene, naphthacene, pyrenyl, peryl, pyrrolyl, thienyl, furanyl, silole yl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, benzofuranyl, dibenzofuranyl, benzothiophenyl, benzothiorolyl, dibenzothiorolyl, quinolinyl, isoquinolinyl, quinazolinyl, benzimidazolyl, imidazopyridinyl and imidazopyrimidinyl, and
[0102] Q 31 To Q 33 Can be independently selected from C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl and pyridyl.
[0103] For example, A 11 and A 12 each independently selected from the group consisting of phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, spiro-benzofluorene-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, pyrenyl, chrysene, naphthacene, pyrenyl, perylenyl, pyrrolyl, thienyl, furanyl, thiolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, benzofuranyl, benzothienyl, benzothiazolyl, dibenzothiazolyl, quinolinyl, isoquinolinyl, quinazolinyl, benzimidazolyl, imidazopyridinyl, and imidazopyrimidinyl; and
[0104] Each is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, pyrenyl, chrysene, tetracenyl, phenanthrenyl, perylenyl, pentaphenyl, hexacenyl, pentacenyl, rubenyl, coronenyl, ovophene, pyrrolyl, thienyl, furanyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, benzofuranyl, benzothiophenyl, -Si(Q) 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 ) and -B(Q 31 )(Q 32 ) is at least one substituted phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, spiro-benzofluorene-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, pyrenyl, chrysene, naphthacene, pyrenyl, peryl, pyrrolyl, thienyl, furyl, thiolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, benzofuranyl, benzothienyl, benzothiazolyl, dibenzothiazolyl, quinolinyl, isoquinolinyl, quinazolinyl, benzimidazolyl, imidazopyridinyl, and imidazopyrimidinyl, and
[0105] Q 31 To Q 33 Can be independently selected from C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl and pyridyl.
[0106] For example, A 21 It can be selected from pyridyl, pyrimidinyl, pyrazinyl, triazinyl, aziridinyl, imidazolyl, indolyl, isoindolyl, purinyl, quinolinyl, quinazolinyl, phenothiazinyl, acridinyl, phenazinyl, phenanthrolinyl, carbazolyl, oxadiazolyl, triazolyl, imidazolyl and benzimidazolyl.
[0107] For example, in Formula 2, A 11 、A 12 , the number of L is a11 11 , the number of L is a12 12 , the number of Ar is b11 11 and b12 Ar12 At least one of may be selected from pyridyl, pyrimidinyl, pyrazinyl, triazinyl, quinolinyl and quinazolinyl.
[0108] For example, the second compound may be represented by one of Formula 2-1 and Formula 2-2:
[0109] Formula 2-1
[0110]
[0111] Formula 2-2
[0112]
[0113] In formula 2-1 and formula 2-2,
[0114] Z 11 and Z 12 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, pyrenyl, chrysene, pyrrolyl, thienyl, furanyl, thiolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, benzofuranyl, benzothienyl, benzothiorolyl, dibenzothiorolyl and -Si(Q) 31 )(Q 32 )(Q 33 ),
[0115] Q 31 To Q 33 Can be independently selected from C1-C 20 Alkyl, C1-C 20 alkoxy, phenyl, biphenyl, terphenyl, naphthyl and pyridyl,
[0116] e3 may be an integer selected from 0 to 3, and
[0117] e10 may be an integer selected from 0 to 10.
[0118] For example, the first compound can be selected from the following compounds 1 to 17, and
[0119] The second compound can be selected from the following compounds 101 to 120:
[0120]
[0121]
[0122] In one embodiment, i) one electron transport material among the number m of electron transport materials may be the second compound, and the other electron transport materials may each independently be the first compound;
[0123] ii) one electron transport material among the number m of electron transport materials may be a first compound, and the other electron transport materials may each independently be a second compound;
[0124] iii) each of the m number of electron transport materials may be a third compound, wherein one electron transport material among the electron transport materials may include a triazine group, and the other electron transport materials may each independently include a carbazole group; or
[0125] iv) Each of the m electron transport materials may be a third compound, wherein one electron transport material among the electron transport materials may include a carbazole group, and the other electron transport materials may each independently include a triazine group.
[0126] In one embodiment, the m-th electron transport region 153-3 among the m-number of electron transport regions 153-1, 153-2, and 153-3 may be disposed between the m-th emission layer 152-3 and the second electrode 190, and
[0127] An absolute value of a lowest unoccupied molecular orbital (LUMO) energy level of the mth electron transport region 153 - 3 may be within a range between an absolute value of a LUMO energy level of a host included in the mth emission layer 152 - 3 and an absolute value of a work function of an inorganic material included in the second electrode 190 .
[0128] In one embodiment, the absolute value of the LUMO energy level of the mth electron transport zone 153 - 3 and the absolute value of the LUMO energy level of the host may satisfy Formula 1:
[0129] Formula 1
[0130] ||E LUMO_ETL(m) | - |E LUMO_主体 ||≤0.2eV.
[0131] In formula 1, |E LUMO_ETL(m) | is the absolute value of the LUMO energy level of the mth electron transport zone, and |E LUMO_主体 | is the absolute value of the LUMO energy level of the subject. For example, ||E LUMO_ETL(m) |-|E LUMO_主体 || may be less than or equal to approximately 0.1 eV.
[0132] For example, the absolute value of the LUMO energy level of the host may be in the range of about 2.5 eV to about 2.7 eV.
[0133] In one embodiment, the nth charge generation layer among the m-1 number of charge generation layers 154-1 and 154-2 may be disposed between the electron transport region 153-1 or 153-2 of the nth light emitting unit and the hole transport region 151-2 or 151-3 of the (n+1)th light emitting unit among the m number of light emitting units 155-1, 155-2, and 155-3, and
[0134] n may be an integer selected from 1 to m-1.
[0135] For example, the absolute value of the LUMO energy level of the electron transport region (nth electron transport region) 153-1 or 153-2 of the nth light emitting unit and the absolute value of the LUMO energy level of the nth charge generation layer 154-1 or 154-2 may satisfy Formula 2:
[0136] Formula 2
[0137] ||E LUMO_ETL(n) |-|E LUMO_CGL(n) ||≤0.15eV.
[0138] In formula 2, |E LUMO_ETL(n) | is the absolute value of the LUMU energy level of the electron transport region of the nth light-emitting unit, and |E LUMO_CGL(n) | is the absolute value of the LUMO energy level of the nth charge generation layer. For example, ||E LUMO_ETL(n) |-|E LUMO_CGL(n) || may be less than or equal to approximately 0.1 eV.
[0139] For example, the absolute value of the LUMO energy level of the charge generation layer may be in the range of about 2.5 eV to about 2.8 eV.
[0140] Figure 2 is a schematic cross-sectional view of an organic light-emitting device 20 according to another embodiment.
[0141] As in Figure 1 middle, Figure 2 The organic light-emitting device 20 may include: a first electrode 110; a second electrode 190 facing the first electrode 110; m light-emitting units stacked between the first electrode 110 and the second electrode 190; and m-1 charge generation layers respectively placed between each pair of adjacent light-emitting units among the m light-emitting units, and each charge generation layer may include an n-type charge generation layer and a p-type charge generation layer.
[0142] In a number m of light-emitting units, the number m of hole transport regions may each independently include a hole injection layer, a hole transport layer, an electron blocking layer or any combination thereof; and the number m of electron transport regions may each independently include a hole blocking layer, an electron transport layer, an electron injection layer, a buffer layer or any combination thereof.
[0143] refer to Figure 2 , the m number of hole transport regions may include hole injection layers 151-1a, 151-2a and 151-3a and hole transport layers 151-1b, 151-2b and 151-3b, respectively; and the m number of electron transport regions may include buffer layers 153-1a, 153-2a and 153-3a, respectively; electron transport layers 153-1b, 153-2b and 153-3b; and electron injection layer 153-3c, respectively.
[0144] For example, the charge generation layers of m-1 number may include m-1 number of n-type charge generation layers 154-1a and 154-2a and m-1 number of p-type charge generation layers 154-1b and 154-2b, respectively.
[0145] In an organic light-emitting device, m may be 3 or 4.
[0146] In one embodiment, the first electrode may be an anode,
[0147] The second electrode may be a cathode,
[0148] The organic light-emitting device may further include: an mth light-emitting unit between the first electrode and the second electrode;
[0149] an (m-1)th light emitting unit between the first electrode and the mth light emitting unit; and
[0150] the (m-1)th charge generation layer between the mth light emitting unit and the (m-1)th light emitting unit,
[0151] The m-th light emitting unit may include an m-th emission layer,
[0152] The (m-1)th light emitting unit may include the (m-1)th emission layer,
[0153] The organic light-emitting device may further include an (m-1)th hole transport region between the first electrode and the (m-1)th emission layer.
[0154] The organic light-emitting device may further include an (m-1)th electron transport region between the (m-1)th emission layer and the (m-1)th charge generation layer,
[0155] The organic light-emitting device may further include an m-th hole transport region between the (m-1)-th charge generation layer and the m-th emission layer,
[0156] The organic light-emitting device may further include an mth electron transport region between the mth emission layer and the second electrode,
[0157] The electron transport material included in the m-th electron transport zone may be different from the electron transport material included in the (m-1)-th electron transport zone.
[0158] The hole transporting regions may each include a hole injection layer, a hole transporting layer, an electron blocking layer, or any combination thereof, and
[0159] The electron transport regions may each include a hole blocking layer, an electron transport layer, an electron injection layer, a buffer layer, or any combination thereof.
[0160] In one embodiment, the maximum emission wavelengths of light emitted from the m number of light emitting units may be the same (or substantially the same) as each other.
[0161] In one or more embodiments, the m number of light emitting units may emit blue light having a maximum emission wavelength greater than or equal to about 440 nm and less than or equal to about 490 nm.
[0162] In one or more embodiments, the maximum emission wavelength of light emitted from at least one light-emitting unit among the m number of light-emitting units may be different from the maximum emission wavelength of light emitted from at least one light-emitting unit among the other light-emitting units. For example, in an organic light-emitting device in which a first light-emitting unit and a second light-emitting unit are stacked, the maximum emission wavelength of light emitted from the first light-emitting unit may be different from the maximum emission wavelength of light emitted from the second light-emitting unit. In this case, the emission layers in the first light-emitting unit and the second light-emitting unit may each independently have i) a single-layer structure including a single layer containing a single material; ii) a single-layer structure including a single layer containing a plurality of different materials; or iii) a multi-layer structure including a plurality of layers including a plurality of different materials. Therefore, the light emitted from the first light-emitting unit or the second light-emitting unit may be single-color light or mixed-color light. In one or more embodiments, in an organic light-emitting device in which a first light-emitting unit, a second light-emitting unit, and a third light-emitting unit are stacked, the maximum emission wavelength of light emitted from the first light-emitting unit may be the same as the maximum emission wavelength of light emitted from the second light-emitting unit, but may be different from the maximum emission wavelength of light emitted from the third light-emitting unit. In one embodiment, the maximum emission wavelength of light emitted from the first light emitting unit, the maximum emission wavelength of light emitted from the second light emitting unit, and the maximum emission wavelength of light emitted from the third light emitting unit may be different from each other.
[0163] In comparable organic light-emitting devices with two light-emitting units, the points at which electrons and holes are injected are different. Specifically, in the first light-emitting unit, holes are injected from the anode, and electrons are injected from the first charge-generating layer. In the second light-emitting unit, holes are injected from the first charge-generating layer, and electrons are injected from the cathode.
[0164] In contrast, according to one or more embodiments, in an organic light-emitting device having a number of light-emitting units greater than or equal to m (where m is greater than or equal to 3), electrons and holes are injected into the light-emitting units provided at both ends as in a comparable light-emitting device having two light-emitting units, but both electrons and holes are injected into the light-emitting units inserted in the middle, numbering m-2, from the charge generation layer.
[0165] refer to Figure 1 , in the first light-emitting unit 155-1, holes are injected from the first electrode 110 (e.g., anode), and electrons are injected from the first charge generation layer 154-1. In this case, the amount (number) of electrons generated and injected from the first charge generation layer 154-1 is relatively small compared to a single-unit light-emitting device in which electrons are injected from the cathode and the electron transport region. This is because the absolute amount of charge generated in the charge generation layer is insufficient, and internal resistance (e.g., band bending difference due to Fermi level alignment) occurs in the process of transferring charge from the charge generation layer to the surrounding light-emitting units.
[0166] In contrast, in the case of the third light emitting unit 155-3, holes are injected from the second charge generation layer 154-2, and electrons are injected from the second electrode 190 (eg, cathode). Therefore, charge injection balance is deteriorated compared to a single-unit light emitting device.
[0167] Because the organic light-emitting device according to one or more embodiments has a series structure including three or more light-emitting units, the current load flowing through each light-emitting unit is reduced compared to a comparable organic light-emitting device having a series structure including two light-emitting units, thereby increasing the luminous efficiency and lifespan.
[0168] In addition, in the organic light-emitting device according to one or more embodiments, because the composition of the electron transport region close to the cathode among the multiple electron transport regions is different from the composition of each of the other electron transport regions, it is possible to effectively (or appropriately) control the amount of electron and hole combination of each unit by adjusting the amount of electrons injected into the light-emitting unit.
[0169] In some embodiments, the organic light-emitting device according to one or more embodiments may include, as an electron transport material, i) a compound having an aryl-anthracene structure including a phosphine oxide group or a phosphine sulfide group; ii) a heterocyclic (heterocyclic) compound including a phosphine oxide group or a phosphine sulfide group; or iii) a cyclic (cyclic) compound including a triazine group and / or a pyrimidine group, or a compound including a heterocyclic (heterocyclic) core selected from pyridyl, pyrimidinyl, pyrazinyl, triazinyl, aziridinyl, imidazolyl, indolyl, isoindolyl, purinyl, quinolyl, quinazolinyl, phenothiazinyl, acridinyl, phenazinyl, phenanthroline, carbazolyl, oxadiazolyl, triazolyl, imidazolyl, and benzimidazolyl. In this way, stable (or appropriate) electron flow can be controlled, and the luminous efficiency in the emission layer can be effectively (or appropriately) controlled.
[0170] In some embodiments, in the organic light-emitting device according to one or more embodiments, because the difference between the LUMO energy level of the electron transport region contacting the charge generation layer and the LUMO energy level of the charge generation layer is limited to within ±0.15 eV, electrons can be efficiently injected into the emission layer, and the accumulation of charges can be prevented or reduced before the electrons are injected into the emission layer, thereby effectively (or appropriately) contributing to the long-term reliability of the device (see, for example, Figure 4 ).
[0171] In some embodiments, in the organic light-emitting device according to one or more embodiments, because the difference between the LUMO energy level of the electron transport region contacting the cathode and the LUMO energy level of the host material in the emission layer is limited to within ±0.2 eV, electrons can be effectively injected from the cathode to the emission layer, thereby ensuring effective (or appropriate) injection characteristics.
[0172] Another embodiment of the present disclosure provides a flat panel display device including: a thin film transistor including a source electrode, a drain electrode, and an active layer; and an organic light emitting device, wherein a first electrode of the organic light emitting device is electrically connected to one of the source electrode and the drain electrode of the thin film transistor.
[0173] As used herein, the term "organic layer" refers to a single layer and / or multiple layers between a first electrode and a second electrode of an organic light-emitting device. Materials included in the "organic layer" are not limited to organic materials.
[0174] In the following, we will combine Figure 1 and Figure 2 A structure of each of the organic light-emitting device 10 and the organic light-emitting device 20 according to an embodiment and a method of manufacturing the same are described.
[0175] First electrode 110
[0176] refer to Figure 1 and Figure 2 A substrate may be further placed (included) below the first electrode 110 or above the second electrode 190. The substrate may be a glass substrate and / or a plastic substrate, each having excellent (appropriate) mechanical strength, thermal stability, transparency, surface smoothness, ease of handling, and / or waterproofness.
[0177] The first electrode 110 may be formed by depositing or sputtering a material on a substrate for forming the first electrode 110. When the first electrode 110 is an anode, the material for forming the first electrode 110 may be selected from materials having a high work function to facilitate hole injection.
[0178] The first electrode 110 may be a reflective electrode, a semi-transmissive electrode, or a transmissive electrode. When the first electrode 110 is a transmissive electrode, the material used to form the first electrode 110 may be selected from indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO2), zinc oxide (ZnO), and any combination thereof, but embodiments of the present disclosure are not limited thereto. In one or more embodiments, when the first electrode 110 is a semi-transmissive electrode or a reflective electrode, the material used to form the first electrode 110 may be selected from magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), and any combination thereof, but embodiments of the present disclosure are not limited thereto.
[0179] The first electrode 110 may have a single-layer structure or a multi-layer structure including two or more layers. For example, the first electrode 110 may have a three-layer structure of ITO / Ag / ITO, but the structure of the first electrode 110 is not limited thereto.
[0180] Organic layer 150
[0181] The organic layer 150 may be on the first electrode 110. The organic layer 150 may include light emitting units 155-1, 155-2, and 155-3.
[0182] The organic layer 150 may further include hole transport regions 151-1, 151-2, and 151-3 in the light emitting cells 155-1, 155-2, and 155-3, respectively, and electron transport regions 153-1, 153-2, and 153-3 in the light emitting cells 155-1, 155-2, and 155-3, respectively.
[0183] The hole transport region 151-1, 151-2 or 151-3 in the organic layer 150
[0184] The hole transport region 151-1, 151-2 or 151-3 may have i) a single-layer structure including a single layer including a single material; ii) a single-layer structure including a single layer including a plurality of different materials; or iii) a multi-layer structure including a plurality of layers including a plurality of different materials.
[0185] The hole transport region 151-1, 151-2, or 151-3 may include at least one layer selected from a hole transport layer 151-1b, 151-2b, or 151-3b; a hole injection layer 151-1a, 151-2a, or 151-3a; an emission assisting layer; and an electron blocking layer.
[0186] For example, the hole transport region 151-1, 151-2 or 151-3 may have a single-layer structure including a single layer containing a plurality of different materials, or a multi-layer structure having a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / emission auxiliary layer structure, a hole injection layer / emission auxiliary layer structure, a hole transport layer / emission auxiliary layer structure or a hole injection layer / hole transport layer / emission auxiliary layer structure, wherein for each structure, the constituent layers are stacked sequentially from the first electrode 110 in the order described, but the structure of the hole transport region 151-1, 151-2 or 151-3 is not limited thereto.
[0187] The hole transport region 151-1, 151-2, or 151-3 may include at least one selected from m-MTDATA, TDATA, 2-TNATA, NPB (NPD), β-NPB, TPD, spiro-TPD, spiro-NPB, methylated NPB, TAPC, HMTPD, 4,4',4"-tris(N-carbazolyl)triphenylamine (TCTA), polyaniline / dodecylbenzenesulfonic acid (PANI / DBSA), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS), polyaniline / camphorsulfonic acid (PANI / CSA), polyaniline / poly(4-styrenesulfonate) (PANI / PSS), a compound represented by Formula 201, and a compound represented by Formula 202:
[0188]
[0189] Formula 201
[0190]
[0191] Formula 202
[0192]
[0193] In Equations 201 and 202,
[0194] L 201 To L204 Can be independently selected from substituted or unsubstituted C3-C 10 Cycloalkylene, substituted or unsubstituted C1-C 10 Heterocycloalkylene, substituted or unsubstituted C3-C 10 Cycloalkenylene, substituted or unsubstituted C1-C 10 Heterocycloalkenylene, substituted or unsubstituted C6-C 60 Arylene, substituted or unsubstituted C1-C 60 heteroarylene group, a substituted or unsubstituted divalent non-aromatic fused polycyclic group and a substituted or unsubstituted divalent non-aromatic fused heteropolycyclic group,
[0195] L 205 Can be selected from *-O-*', *-S-*', *-N(Q 201 )-*', substituted or unsubstituted C1-C 20 Alkylene, substituted or unsubstituted C2-C 20 Alkenylene, substituted or unsubstituted C3-C 10 Cycloalkylene, substituted or unsubstituted C1-C 10 Heterocycloalkylene, substituted or unsubstituted C3-C 10 Cycloalkenylene, substituted or unsubstituted C1-C 10 Heterocycloalkenylene, substituted or unsubstituted C6-C 60 Arylene, substituted or unsubstituted C1-C 60 heteroarylene group, a substituted or unsubstituted divalent non-aromatic fused polycyclic group and a substituted or unsubstituted divalent non-aromatic fused heteropolycyclic group,
[0196] xa1 to xa4 may each independently be an integer selected from 0 to 3,
[0197] xa5 may be an integer selected from 1 to 10, and
[0198] R 201 to R 204 and Q 201 Can be independently selected from substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocycloalkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocycloalkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C6-C 60 Aryloxy, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60heteroaryl group, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, and a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group.
[0199] For example, in Equation 202, R 201 and R 202 may be optionally linked to each other via a single bond, a dimethyl-methylene or a diphenyl-methylene, and R 203 and R 204 They may optionally be linked to each other via single bonds, dimethyl-methylene or diphenyl-methylene.
[0200] In one embodiment, in Equation 201 and Equation 202,
[0201] L 201 To L 205 Can be independently selected from:
[0202] Phenylene, pentalenylene, indenylene, naphthylene, azulenylene, heptalenylene, indacenylene, acenaphthenylene, fluorenylene, spiro-difluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, chrysene, tetraphenylene, pyrenylene, perylene, pyren ... Pentaphenylene, hexaphenylene, pentaphenylene, rubidinylene, corundylene, ovopheneylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, and pyridinylene; and
[0203] Each is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C1-C 10 Alkyl-substituted phenyl, phenyl substituted with -F, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, chrysene, tetracenyl, pyrenyl, perylenyl, pentaphenyl, hexacenyl, pentacenyl, rubenyl, coronenyl, oxadienyl, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, -Si(Q) 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q32 ) is at least one substituted phenylene, pentalenylene, indenylene, naphthylene, azulenylene, heptalenylene, indacenylene, acenaphthenylene, fluorenylene, spiro-difluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, chrysene, tetraphenylene, pyrenylene, perylene, pentaphenylene, hexaphenylene, pentaphenylene, rubidinylene, corundumylene, ovopheneylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, and pyridinylene, and
[0204] Q 31 To Q 33 Can be independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.
[0205] In one or more embodiments, xa1 to xa4 may each independently be 0, 1, or 2.
[0206] In one or more embodiments, xa5 may be 1, 2, 3, or 4.
[0207] In one or more embodiments, R 201 to R 204 and Q 201 each independently selected from the group consisting of phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, chrysene, tetracenyl, pyrenyl, perylenyl, pentaphenyl, hexacenyl, pentacenyl, rubenyl, corundum, oxadienyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiorol and pyridyl; and
[0208] Each is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C1-C 10Alkyl-substituted phenyl, phenyl substituted with -F, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, chrysene, tetracenyl, pyrenyl, perylenyl, pentaphenyl, hexacenyl, pentacenyl, rubenyl, coronenyl, oxadienyl, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, -Si(Q) 31 )(Q 32 )(Q 33 ) and -N(Q 31 )(Q 32 ) is at least one substituted phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, chrysene, tetracenyl, pyrenyl, perylenyl, pentaphenyl, hexacenyl, pentacenyl, rubenyl, coronenyl, ovophene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiorolyl, and pyridyl, and
[0209] Q 31 To Q 33 Same as above.
[0210] In one or more embodiments, R selected from Formula 201 201 to R 203 At least one of can be independently selected from:
[0211] Fluorenyl, spiro-bifluorenyl, carbazolyl, dibenzofuranyl, and dibenzothiophenyl; and
[0212] Each is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C1-C 10 alkyl-substituted phenyl, -F-substituted phenyl, naphthyl, fluorenyl, spiro-bifluorenyl, carbazolyl, dibenzofuranyl, and dibenzothiophenyl substituted by at least one of fluorenyl, spiro-bifluorenyl, carbazolyl, dibenzofuranyl, and dibenzothiophenyl,
[0213] However, the embodiments of the present disclosure are not limited thereto.
[0214] In one or more embodiments, in Formula 202, i) R 201 and R 202 can be linked to each other via a single bond, and / or ii) R 203 and R 204 can be connected to each other via a single bond.
[0215] In one or more embodiments, R selected from Formula 202 201 to R 204 At least one of can be selected from:
[0216] carbazolyl; and
[0217] is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C1-C 10 a carbazolyl group substituted with at least one of an alkyl-substituted phenyl group, a -F-substituted phenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group,
[0218] However, the embodiments of the present disclosure are not limited thereto.
[0219] The compound represented by Formula 201 can be represented by the following Formula 201A:
[0220] Formula 201A
[0221]
[0222] In one embodiment, the compound represented by Formula 201 may be represented by the following Formula 201A(1), but embodiments of the present disclosure are not limited thereto:
[0223] Formula 201A(1)
[0224]
[0225] In one or more embodiments, the compound represented by Formula 201 may be represented by the following Formula 201A-1, but embodiments of the present disclosure are not limited thereto:
[0226] Formula 201A-1
[0227]
[0228] In one embodiment, the compound represented by Formula 202 can be represented by the following Formula 202A:
[0229] Formula 202A
[0230]
[0231] In one embodiment, the compound represented by Formula 202 may be represented by the following Formula 202A-1:
[0232] Formula 202A-1
[0233]
[0234] In Formula 201A, Formula 201A(1), Formula 201A-1, Formula 202A, and Formula 202A-1,
[0235] L 201 To L 203 , xa1 to xa3, xa5 and R 202 to R 204 Same as above,
[0236] R 211 and R 212 Each can be combined with R by reference 203 Presented description to understand, and
[0237] R 213 to R 217 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, C1-C 10 Alkyl-substituted phenyl, phenyl substituted with -F, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, chrysene, tetracenyl, phenanthrenyl, perylenyl, pentaphenyl, hexacenyl, pentacenyl, rubenyl, coronenyl, ovophene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiorolyl, and pyridinyl.
[0238] The hole transport region 151-1, 151-2, or 151-3 may include at least one compound selected from Compound HT1 to Compound HT39, but embodiments of the present disclosure are not limited thereto:
[0239]
[0240]
[0241]
[0242] The thickness of the hole transport region 151-1, 151-2 or 151-3 may be about to about For example, about to about When the hole transport region 151-1, 151-2 or 151-3 includes at least one selected from the hole injection layer 151-1a, 151-2a or 151-3a and the hole transport layer 151-1b, 151-2b or 151-3b, the thickness of the hole injection layer 151-1a, 151-2a or 151-3a may be about to about and, for example, about to about and the thickness of the hole transport layer 151-1b, 151-2b or 151-3b may be in the range of about to about and, for example, about to about When the thicknesses of the hole transport region 151-1, 151-2, or 151-3; the hole injection layer 151-1a, 151-2a, or 151-3a; and the hole transport layer 151-1b, 151-2b, or 151-3b are within any one of these ranges, satisfactory (or appropriate) hole transport characteristics can be obtained without significantly increasing the driving voltage.
[0243] The emission assisting layer can increase light emission efficiency by compensating the optical resonance distance according to the wavelength of light emitted by the emission layer, and the electron blocking layer can block or reduce the flow of electrons from the electron transport region. The emission assisting layer and the electron blocking layer can each independently include any material as described above.
[0244] p-dopant
[0245] In addition to the above materials, the hole transport region 151 - 1 , 151 - 2 , or 151 - 3 may further include a charge generation material for improving conductive properties.
[0246] The charge generation material may be uniformly or non-uniformly dispersed in the hole transport region 151 - 1 , 151 - 2 , or 151 - 3 .
[0247] The charge generating material may be, for example, a p-dopant.
[0248] In one embodiment, the p-dopant may have a lowest unoccupied molecular orbital (LUMO) energy level less than or equal to -3.5 eV.
[0249] The p-dopant may include at least one selected from the group consisting of a quinone derivative, a metal oxide, and a compound containing a cyano group, but embodiments of the present disclosure are not limited thereto.
[0250] In one embodiment, the p-dopant may include at least one selected from the group consisting of:
[0251] Quinone derivatives, such as tetracyanoquinodimethane (TCNQ) and / or 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ);
[0252] Metal oxides, such as tungsten oxide and / or molybdenum oxide;
[0253] 1,4,5,8,9,12-hexaazatriphenylene-hexanitrile (HAT-CN); and
[0254] The compound represented by formula 221,
[0255] However, the embodiments of the present disclosure are not limited thereto:
[0256]
[0257] Formula 221
[0258]
[0259] In formula 221,
[0260] R 221 to R 223 Can be independently selected from substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocycloalkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocycloalkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C1-C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic fused polycyclic group and substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, wherein R is selected from 221 to R 223 At least one of them may have a C1-C1-substituted group selected from cyano, -F, -Cl, -Br, -I, 20 Alkyl, C1-C substituted by -Gl 20 Alkyl, C1-C substituted by -Br 20 Alkyl and C1-C substituted by -I 20 At least one substituent in the alkyl group.
[0261] Emission layers 152-1, 152-2, and 152-3 in the organic layer 150
[0262] In the organic light-emitting device 10 and the organic light-emitting device 20, the light-emitting units 155-1, 155-2, and 155-3 may include emission layers 152-1, 152-2, and 152-3, respectively, and the emission layers 152-1, 152-2, and 152-3 may each have a structure in which two or more layers selected from a red emission layer, a green emission layer, a yellow emission layer, and a blue emission layer are in contact or stacked with each other. In addition, the emission layers 152-1, 152-2, and 152-3 may each have a structure in which two or more materials selected from a material for emitting red light, a material for emitting green light, a material for emitting yellow light, and a material for emitting blue light are mixed without layer division.
[0263] The light-emitting units 155-1, 155-2, and 155-3 may each further include an electron transport (ET)-auxiliary layer above the emission layer 152-1, 152-2, or 152-3 and / or a hole transport (HT)-auxiliary layer below the emission layer 152-1, 152-2, or 152-3. The HT-auxiliary layer refers to a layer that can serve as the above-mentioned hole transport layer, emission auxiliary layer, and / or electron blocking layer, and the ET-auxiliary layer refers to a layer that can serve as the buffer layer, hole blocking layer, electron control layer, and / or electron transport layer described below. Materials that can be used for the HT-auxiliary layer and the ET-auxiliary layer can be understood by referring to the description presented in conjunction with the above-mentioned hole transport region and the below-mentioned electron transport region.
[0264] Each of the emission layers 152-1, 152-2, and 152-3 may include a host and a dopant. The dopant may include at least one selected from a phosphorescent dopant and a fluorescent dopant.
[0265] The amount of the dopant in the emission layers 152 - 1 , 152 - 2 , and 152 - 3 may each be in a range of about 0.01 parts by weight to about 15 parts by weight based on 100 parts by weight of the host, but embodiments of the present disclosure are not limited thereto.
[0266] The thickness of the emission layers 152-1, 152-2, and 152-3 may be about to about For example, about to about When the thicknesses of the emission layers 152-1, 152-2, and 152-3 are within the described ranges, excellent (or appropriate) light emission characteristics may be obtained without significantly increasing the driving voltage.
[0267] The main body in the emission layer 152-1, 152-2 or 152-3
[0268] The host may include a compound represented by Formula 301:
[0269] Formula 301
[0270] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 .
[0271] In formula 301,
[0272] Ar 301 Can be substituted or unsubstituted C5-C 60 Carbocyclic group or substituted or unsubstituted C1-C 60 Heterocyclic groups,
[0273] xb11 can be 1, 2 or 3,
[0274] L 301 Can be selected from substituted or unsubstituted C3-C 10 Cycloalkylene, substituted or unsubstituted C1-C 10 Heterocycloalkylene, substituted or unsubstituted C3-C 10 Cycloalkenylene, substituted or unsubstituted C1-C 10 Heterocycloalkenylene, substituted or unsubstituted C6-C 60 Arylene, substituted or unsubstituted C1-C 60 heteroarylene group, a substituted or unsubstituted divalent non-aromatic fused polycyclic group and a substituted or unsubstituted divalent non-aromatic fused heteropolycyclic group,
[0275] xb1 may be an integer selected from 0 to 5,
[0276] R 301 can be selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 Alkenyl, substituted or unsubstituted C2-C 60 Alkynyl, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocycloalkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocycloalkenyl, substituted or unsubstituted C6-C 60Aryl, substituted or unsubstituted C6-C 60 Aryloxy, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 301 )(Q 302 )(Q 303 )、-N(Q 301 )(Q 302 )、-B(Q 301 )(Q 302 ),-C(=O)(Q 301 )、-S(=O)2(Q 301 ) and -P(=O)(Q 301 )(Q 302 ),
[0277] xb21 may be an integer selected from 1 to 5, and
[0278] Q 301 To Q 303 Can be independently selected from C1-C 10 Alkyl, C1-C 10 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, and a naphthyl group, but the embodiments of the present disclosure are not limited thereto.
[0279] In one embodiment, Ar in Formula 301 301 You can choose from:
[0280] naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, chrysene, naphthacene, pyrenyl, perylenyl, pentaphenanthrenyl, indenoanthryl, dibenzofuranyl, and dibenzothiophenyl; and
[0281] Each is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 ),-C(=O)(Q 31 )、-S(=O)2(Q 31 ) and -P(=O)(Q31 )(Q 32 ) is at least one substituted naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, chrysene, naphthacene, pyrenyl, peryl, pentaphenanthrenyl, indenoanthryl, dibenzofuranyl and dibenzothienyl, and
[0282] Q 31 To Q 33 Can be independently selected from C1-C 10 Alkyl, C1-C 10 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, and a naphthyl group, but the embodiments of the present disclosure are not limited thereto.
[0283] When xb11 in Formula 301 is greater than or equal to 2, two or more Ar 301 Can be connected via one-touch.
[0284] In one or more embodiments, the compound represented by Formula 301 may be represented by Formula 301-1 or Formula 301-2:
[0285] Formula 301-1
[0286]
[0287] Formula 301-2
[0288]
[0289] In Formula 301-1 and Formula 301-2,
[0290] A 301 To A 304 each independently selected from phenyl, naphthyl, phenanthryl, fluoranthenyl, benzo[9,10]phenanthryl, pyrenyl, chrysyl, pyridyl, pyrimidinyl, indenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, indolyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, furyl, benzofuranyl, dibenzofuranyl, naphthofuranyl, benzonaphthofuranyl, dinaphthofuranyl, thienyl, benzothienyl, dibenzothienyl, naphthothienyl, benzonaphthothienyl and dinaphthothienyl,
[0291] X 301 Can be O, S or N-[(L 304 ) xb4 -R 304 ],
[0292] R 311 to R 314can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 ),-C(=O)(Q 31 )、-S(=O)2(Q 31 ) and -P(=O)(Q 31 )(Q 32 ),
[0293] xb22 and xb23 can each independently be 0, 1 or 2,
[0294] L 301 、xb1、R 301 and Q 31 To Q 33 Same as above,
[0295] L 302 To L 304 Each can be combined with L by reference 301 Presented description to understand,
[0296] xb2 to xb4 can each be understood by referring to the description presented in conjunction with xb1, and
[0297] R 302 to R 304 Each can be combined with R by reference 301 Presented description to understand.
[0298] For example, L in Equation 301, Equation 301-1, and Equation 301-2 301 To L 304 Can be independently selected from:
[0299] Phenylene, naphthylene, fluorenylene, spiro-difluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthrylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, chrysene, perylene, pentaphenylene, hexaphenylene, pentaphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioxylene, pyridylene, imidazolylene, pyrazolylene, thienylene oxazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolylene, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolylene, benzisothiazolylene, benzoxazolylene, benzisoxazolylene, triazolyl, tetrazolylene, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolylene; and
[0300] Each is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, imidazolyl, pyridyl oxazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, azacarbazolyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 ),-C(=O)(Q 31 )、-S(=O)2(Q 31 ) and -P(=O)(Q 31 )(Q 32) is at least one substituted phenylene, naphthylene, fluorenylene, spiro-bifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthrylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, chrysene, perylene, pentaphenylene, hexaphenylene, pentphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioxylene, pyridylene, imidazolylene, pyridylene oxazolyl, thiazolylene, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolylene, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolylene, benzisothiazolylene, benzoxazolylene, benzisoxazolylene, triazolyl, tetrazolylene, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolylene, and
[0301] Q 31 To Q 33 Same as above.
[0302] In one embodiment, R in Formula 301, Formula 301-1, and Formula 301-2 301 to R 304 Can be independently selected from:
[0303] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, chrysene, perylenyl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothioroyl, pyridyl, imidazolyl, pyrazole oxazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl; and
[0304] Each is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, imidazolyl, pyridyl oxazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, azacarbazolyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 ),-C(=O)(Q 31 )、-S(=O)2(Q 31 ) and -P(=O)(Q 31 )(Q 32 ) is at least one substituted phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexaphenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, imidazole oxazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl, and
[0305] Q 31 To Q 33 Same as above.
[0306] In one or more embodiments, the host may include an alkaline earth metal complex. For example, the host may be selected from Be complexes (eg, compound H55), Mg complexes, and Zn complexes.
[0307] The host may include at least one selected from 9,10-di(2-naphthyl)anthracene (ADN), 2-methyl-9,10-bis(naphthalene-2-yl)anthracene (MADN), 9,10-di-(2-naphthyl)-2-tert-butyl-anthracene (TBADN), 4,4'-bis(N-carbazolyl)-1,1'-biphenyl (CBP), 1,3-di-9-carbazolylbenzene (mCP), 1,3,5-tris(carbazol-9-yl)benzene (TCP), and compounds H1 to H55, but embodiments of the present disclosure are not limited thereto.
[0308]
[0309]
[0310]
[0311] The phosphorescent dopant included in the emission layer 152-1, 152-2 or 152-3 in the organic layer 150
[0312] The phosphorescent dopant may include an organometallic complex represented by the following formula 401:
[0313] Formula 401
[0314] M(L 401 ) xc1 (L 402 ) xc2 .
[0315] In formula 401,
[0316] M may be selected from iridium (Ir), platinum (Pt), palladium (Pd), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), rhodium (Rh) and thulium (Tm),
[0317] L 401 The ligand represented by the free formula 402 can be selected, and xc1 can be 1, 2 or 3, wherein when xc1 is greater than or equal to 2, two or more L 401 may be the same as or different from each other,
[0318] Formula 402
[0319]
[0320] L 402 may be an organic ligand, and xc2 may be an integer selected from 0 to 4, wherein when xc2 is greater than or equal to 2, two or more L 402 may be the same as or different from each other,
[0321] In Equation 402, X 401 To X 404 may each independently be nitrogen or carbon,
[0322] X 401 and X 403 Can be connected via single or double bonds, and X 402 and X 404 Can be connected via single or double bonds,
[0323] A 401 and A 402 Can be independently selected from C5-C 60 Carbocyclic groups and C1-C 60 Heterocyclic groups,
[0324] X 405 It can be a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 411 )-*'、*-C(Q 411 )(Q 412 )-*'、*-C(Q 411 )=C(Q 412 )-*'、*-C(Q 411 )=*' or *=C=*', where Q 411 and Q 412 Can be hydrogen, deuterium, C1-C 20 Alkyl, C1-C 20 an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group or a naphthyl group,
[0325] X 406 Can be a single bond, O or S,
[0326] R 401 and R 402 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C1-C 20 Alkyl, substituted or unsubstituted C1-C 20 Alkoxy, substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocycloalkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocycloalkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C6-C 60 Aryloxy, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60heteroaryl, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 401 )(Q 402 )(Q 403 )、-N(Q 401 )(Q 402 )、-B(Q 401 )(Q 402 ),-C(=O)(Q 401 )、-S(=O)2(Q 401 ) and -P(=O)(Q 401 )(Q 402 ), where Q 401 To Q 403 Can be independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, C6-C 20 Aryl and C1-C 20 heteroaryl,
[0327] xc11 and xc12 may each independently be an integer selected from 0 to 10, and
[0328] * and *' in Formula 402 each indicate a binding site with M in Formula 401.
[0329] In one embodiment, A in Formula 402 401 and A 402 Each of the phenyl, naphthyl, fluorenyl, spiro-bifluorenyl, indenyl, pyrrolyl, thienyl, furyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, benzimidazolyl, benzofuranyl, benzothienyl, benzo[c]thienyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl and dibenzothienyl may be independently selected.
[0330] In one or more embodiments, in Formula 402, i) X 401 may be nitrogen, and X 402 Can be carbon, or ii) X 401 and X 402 They can each be nitrogen at the same time.
[0331] In one or more embodiments, R in Formula 402 401 and R 402 Can be independently selected from:
[0332] Hydrogen, deuterium, -F, -C1, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl and C1-C 20 alkoxy;
[0333] C1-C ... 20 Alkyl and C1-C 20 alkoxy;
[0334] cyclopentyl, cyclohexyl, adamantyl, norbornyl, norbornenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl, and dibenzothiophenyl;
[0335] Each is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 cyclopentyl, cyclohexyl, adamantyl, norbornyl, norbornenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl, and dibenzothiophenyl substituted with at least one of alkoxy, cyclopentyl, cyclohexyl, adamantyl, norbornyl, norbornenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl, and dibenzothiophenyl; and
[0336] -Si(Q 401 )(Q 402 )(Q 403 )、-N(Q 401 )(Q 402 )、-B(Q 401 )(Q 402 ),-C(=O)(Q 401 )、-S(=O)2(Q 401 ) and -P(=O)(Q 401 )(Q 402 ),and
[0337] Q 401 To Q 403 Can be independently selected from C1-C 10 Alkyl, C1-C 10alkoxy, phenyl, biphenyl, and naphthyl, but the embodiments of the present disclosure are not limited thereto.
[0338] In one or more embodiments, when xc1 in equation 401 is greater than or equal to 2, two or more L 401 Two A's 401 Optionally, X 407 (which is a linking group) connects, and / or two or more L 401 Two A's 402 Optionally, X 408 (which is a linking group) connected (see, for example, Compound PD1 to Compound PD4 and Compound PD7). 407 and X 408 Each of them can be independently a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 413 )-*'、*-C(Q 413 )(Q 414 )-*' or *-C(Q 413 )=C(Q 414 )-*'(where Q 413 and Q 414 can be independently hydrogen, deuterium, C1-C 20 Alkyl, C1-C 20 alkoxy, phenyl, biphenyl, terphenyl or naphthyl), but not limited thereto.
[0339] L in Formula 401 402 It can be a monovalent organic ligand, a divalent organic ligand or a trivalent organic ligand. 402 The ligand may be selected from halogen, diketone (eg, acetylacetonate), carboxylic acid (eg, picolinate), -C(=O), isonitrile, -CN, and phosphorus-containing ligands (eg, phosphine and / or phosphite), but the embodiments of the present disclosure are not limited thereto.
[0340] In one or more embodiments, the phosphorescent dopant may be selected from, for example, Compound PD1 to Compound PD25, but embodiments of the present disclosure are not limited thereto:
[0341]
[0342]
[0343] Fluorescent dopants in the emission layer 152-1, 152-2, or 152-3
[0344] The fluorescent dopant may include an aromatic amine compound and / or a styrylamine compound.
[0345] The fluorescent dopant may include a compound represented by the following Formula 501:
[0346] Formula 501
[0347]
[0348] In formula 501,
[0349] Ar 501 Can be substituted or unsubstituted C5-C 60 Carbocyclic group or substituted or unsubstituted C1-C 60 Heterocyclic groups,
[0350] L 501 To L 503 Can be independently selected from substituted or unsubstituted C3-C 10 Cycloalkylene, substituted or unsubstituted C1-C 10 Heterocycloalkylene, substituted or unsubstituted C3-C 10 Cycloalkenylene, substituted or unsubstituted C1-C 10 Heterocycloalkenylene, substituted or unsubstituted C6-C 60 Arylene, substituted or unsubstituted C1-C 60 heteroarylene group, a substituted or unsubstituted divalent non-aromatic fused polycyclic group and a substituted or unsubstituted divalent non-aromatic fused heteropolycyclic group,
[0351] xd1 to xd3 may each independently be an integer selected from 0 to 3,
[0352] R 501 and R 502 Can be independently selected from substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocycloalkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocycloalkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C6-C 60 Aryloxy, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 heteroaryl, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group and a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, and
[0353] xd4 may be an integer selected from 1 to 6.
[0354] In one embodiment, Ar in Formula 501 501 You can choose from:
[0355] naphthyl, heptalenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, chrysene, naphthacene, phenanthrenyl, perylenyl, pentaphenanthrenyl, indenoanthryl, and indenophenanthrenyl; and
[0356] Each is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 at least one substituted naphthyl, heptalenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, chrysene, naphthacene, pyrenyl, perylenyl, pentaphenanthrenyl, indenoanthryl and indenophenanthrenyl;
[0357] L 501 To L 503 each independently selected from phenylene, naphthylene, fluorenylene, spiro-bifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, chrysene, perylene, pentaphenylene, hexaphenylene, pentacephenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioylene, and pyridylene; and
[0358] Each is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 a phenylene group substituted by at least one of an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthryl group, an anthracenyl group, a fluoranthenyl group, a benzo[9,10]phenanthryl group, a pyrenyl group, a chrysene group, a perylene group, a pentaphenanthrenyl group, a hexacenyl group, a pentacene group, a thienyl group, a furyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzothiorol group, and a pyridyl group; naphthylene, fluorenylene, spiro-bifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, chrysene, perylene, pentaphenylene, hexaphenylene, pentacephenylene, thienylene, furylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioxylene and pyridylene.
[0359] In one or more embodiments, R in Formula 501 501 and R 502 Can be independently selected from:
[0360] phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, chrysene, perylenyl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiorolyl, and pyridyl; and
[0361] Each is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, chrysene, perylenyl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiorol, pyridyl and -Si(Q) 31 )(Q 32 )(Q 33 ) is at least one substituted phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthryl, pyrenyl, chrysene, perylenyl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiorol and pyridyl, and
[0362] Q 31 To Q 33 Can be independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.
[0363] In one or more embodiments, xd4 in Formula 501 may be 2, but embodiments of the present disclosure are not limited thereto.
[0364] For example, the fluorescent dopant can be selected from Compound FD1 to Compound FD22:
[0365]
[0366]
[0367] In one or more embodiments, the fluorescent dopant may be selected from the following compounds, but the embodiments of the present disclosure are not limited thereto:
[0368]
[0369] The electron transport region 153 - 1 , 153 - 2 or 153 - 3 in the organic layer 150
[0370] The electron transport region 153-1, 153-2, or 153-3 may have i) a single-layer structure including a single layer including a single material; ii) a single-layer structure including a single layer including a plurality of different materials; or iii) a multi-layer structure including a plurality of layers including a plurality of different materials.
[0371] The electron transport region 153-1, 153-2 or 153-3 may include at least one layer selected from a buffer layer 153-1a, 153-2a or 153-3a; a hole blocking layer; an electron control layer; an electron transport layer 153-1b, 153-2b or 153-3b; and an electron injection layer 153-3c, but the embodiments of the present disclosure are not limited thereto.
[0372] For example, the electron transport region 153-1, 153-2, or 153-3 may have a structure of an electron transport layer / electron injection layer, a structure of a hole blocking layer / electron transport layer / electron injection layer, a structure of an electron control layer / electron transport layer / electron injection layer, or a structure of a buffer layer / electron transport layer / electron injection layer, wherein for each structure, the constituent layers are stacked sequentially from the emission layer 152-1, 152-2, or 152-3. However, the embodiment of the structure of the electron transport region 153-1, 153-2, or 153-3 is not limited thereto.
[0373] The electron transport region 153-1, 153-2 or 153-3 (e.g., the buffer layer 153-1a, 153-2a or 153-3a in the electron transport region 153-1, 153-2 or 153-3; the hole blocking layer; the electron control layer; and / or the electron transport layer 153-1b, 153-2b or 153-3b) may include a metal-free compound containing at least one π-electron-depleted nitrogen-containing ring.
[0374] "Ring containing π-electron-depleted nitrogen" refers to a C1-C2-N3 ... 60 Heterocyclic group.
[0375] For example, the “π-electron-depleted nitrogen-containing ring” may be i) a five- to seven-membered heteromonocyclic group having at least one *-N=*′ moiety; ii) a heteropolycyclic group in which two or more five- to seven-membered heteromonocyclic groups, each having at least one *-N=*′ moiety, are fused to each other; or iii) a heteropolycyclic group in which at least one of the five- to seven-membered heteromonocyclic groups, each having at least one *-N=*′ moiety, is fused to at least one C5-C 60 A carbocyclic group is a fused heteropolycyclic group.
[0376] Examples of rings containing π-electron-depleted nitrogen include, but are not limited to, imidazole, pyrazole, thiazole, isothiazole, oxazole, isoxazole, pyridine, pyrazine, pyrimidine, pyridazine, indazole, purine, quinoline, isoquinoline, benzoquinoline, phthalazine, naphthyridine, quinoxaline, quinazoline, cinnoline, phenanthridine, acridine, phenanthroline, phenazine, benzimidazole, benzisothiazole, benzoxazole, benzisoxazole, triazole, tetrazole, oxadiazole, triazine, thiadiazole, imidazopyridine, imidazopyrimidine, and azacarbazole.
[0377] For example, the electron transport region 153-1, 153-2, or 153-3 may include a compound represented by Formula 601:
[0378] Formula 601
[0379] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21 .
[0380] In Equation 601,
[0381] Ar 601 Can be substituted or unsubstituted C5-C 60 Carbocyclic group or substituted or unsubstituted C1-C 60 Heterocyclic group, xe11 can be 1, 2 or 3,
[0382] L 601 Can be selected from substituted or unsubstituted C3-C 10 Cycloalkylene, substituted or unsubstituted C1-C 10 Heterocycloalkylene, substituted or unsubstituted C3-C 10 Cycloalkenylene, substituted or unsubstituted C1-C 10 Heterocycloalkenylene, substituted or unsubstituted C6-C 60 Arylene, substituted or unsubstituted C1-C 60 heteroarylene group, a substituted or unsubstituted divalent non-aromatic fused polycyclic group and a substituted or unsubstituted divalent non-aromatic fused heteropolycyclic group,
[0383] xe1 may be an integer selected from 0 to 5,
[0384] R 601 Can be selected from substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocycloalkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocycloalkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C6-C 60 Aryloxy, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 601 )(Q 602 )(Q 603 ),-C(=O)(Q 601 )、-S(=O)2(Q 601 ) and -P(=O)(Q 601 )(Q 602 ),
[0385] Q 601 To Q 603 Can be independently C1-C 10 Alkyl, C1-C 10 alkoxy, phenyl, biphenyl, terphenyl or naphthyl, and
[0386] xe21 may be an integer selected from 1 to 5.
[0387] In one embodiment, the amount of Ar is xe11 601 and the number of R is xe21 601 At least one of the may include a ring containing π-electron-depleted nitrogen.
[0388] In one embodiment, Ar in Formula 601 601 You can choose from:
[0389] Phenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, chrysene, naphthacene, pyrenyl, peryl, pentaphenanthrenyl, indenoanthryl, dibenzofuranyl, dibenzothiophenyl, carbazolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridaz ... oxazinyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, thiadiazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl; and
[0390] Each is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, -Si(Q 31 )(Q 32 )(Q 33 )、-S(=O)2(Q 31 ) and -P(=O)(Q 31 )(Q 32 ) is at least one substituted phenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, chrysene, naphthacene, pyrenyl, peryl, pentaphenanthrenyl, indenoanthryl, dibenzofuranyl, dibenzothiophenyl, carbazolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, thiadiazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl, and
[0391] Q 31 To Q 33 Can be independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.
[0392] When xe11 in Formula 601 is greater than or equal to 2, two or more Ar 601 Can be connected via one-touch.
[0393] In one or more embodiments, Ar in Formula 601 601 It may be an anthracene group.
[0394] In one or more embodiments, the compound represented by Formula 601 may be represented by the following Formula 601-1:
[0395] Formula 601-1
[0396]
[0397] In formula 601-1,
[0398] X 614 Can be N or C(R 614 ), X 615 Can be N or C(R 615 ), X 616 Can be N or C(R 616 ), and selected from X 614 To X 616 At least one of may be N,
[0399] L 611 To L 613 Can be combined with L independently 601 Same as described,
[0400] xe611 to xe613 can each be understood independently by reference to the description presented in conjunction with xe1,
[0401] R 611 to R 613 Can be independently combined with R 601 Presented description to understand, and
[0402] R 614 to R 616 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl and naphthyl.
[0403] In one embodiment, L in Formula 601 and Formula 601-1 601 and L 611 To L 613 Can be independently selected from:
[0404] Phenylene, naphthylene, fluorenylene, spiro-difluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrenylene, anthrylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, chrysene, perylene, pentaphenylene, hexaphenylene, pentaphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioxylene, pyridylene, imidazolylene, pyrazolylene, thienylene oxazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolylene, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolylene, benzisothiazolylene, benzoxazolylene, benzisoxazolylene, triazolyl, tetrazolylene, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolylene; and
[0405] Each is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiorol, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, phenylene, naphthylene, fluorenylene, spiro-bifluorenylene, fluorenylene, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl, substituted by at least one of phenylene, naphthylene, fluorenylene, spiro-bifluorenylene, fluorenylene Benzofluorenyl, dibenzofluorenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, chrysene, perylene, pentaphenylene, hexaphenylene, pentaphenylene, thienylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothienylene, dibenzofuranylene, dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, dibenzothioxylene, pyridylene, imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene, isoxazolylene, thiadiazolylene, oxadiazolylene, pyrazinylene, pyrimidinylene, pyridazinylene, triazinylene, quinolylene, isoquinolylene, benzoquinolylene, phthalazinylene, naphthyridinylene, quinoxalinylene, quinazolinylene, cinnolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, phenazinylene, benzimidazolylene, benzisothiazolylene, benzoxazolylene, benzisoxazolylene, triazolylene, tetrazolylene, imidazopyridinylene, imidazopyrimidinylene and azacarbazolylene,
[0406] However, the embodiments of the present disclosure are not limited thereto.
[0407] In one or more embodiments, xe1 and xe611 to xe613 in Formula 601 and Formula 601-1 may each independently be 0, 1, or 2.
[0408] In one or more embodiments, R in Formula 601 and Formula 601-1 601 and R 611 to R 613 Can be independently selected from:
[0409] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, chrysene, peryl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiophenyl, pyridyl, imidazolyl, pyridyl oxazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl;
[0410] Each is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, chrysene, perylenyl, pentaphenanthrenyl, hexacenyl, pentacene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiorol, pyridyl, imidazolyl, at least one of pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl and azacarbazolyl a substituted phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, chrysene, perylenyl, pentaphenanthrenyl, hexacenyl, pentacenyl, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiorol, pyridyl, imidazolyl , pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl; and
[0411] -S(=O)2(Q 601 ) and -P(=O)(Q 601 )(Q 602 ),and
[0412] Q 601 and Q 602 Same as above.
[0413] The electron transport region 153-1, 153-2, or 153-3 may include at least one compound selected from Compound ET1 to Compound ET36, but embodiments of the present disclosure are not limited thereto:
[0414]
[0415]
[0416]
[0417] In one or more embodiments, the electron transport region 153-1, 153-2, or 153-3 may include at least one compound selected from 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), Alq3, BAlq, 3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole (TAZ), and NTAZ:
[0418]
[0419] The thickness of the buffer layer 153-1a, 153-2a or 153-3a; the hole blocking layer and the electron control layer can be independently about to about For example, about to about When the thickness of the buffer layer 153-1a, 153-2a, or 153-3a; the hole blocking layer, and the electron control layer are within any of these ranges, the electron transport region 153-1, 153-2, or 153-3 may have excellent (or appropriate) hole blocking characteristics and / or electron control characteristics without significantly increasing the driving voltage.
[0420] The thickness of the electron transport layer 153-1b, 153-2b or 153-3b may be about to about For example, about to about When the thickness of the electron transport layer 153-1b, 153-2b, or 153-3b is within the above range, the electron transport layer 153-1b, 153-2b, or 153-3b may have satisfactory (or appropriate) electron transport characteristics without significantly increasing the driving voltage.
[0421] In addition to the above materials, the electron transport region 153 - 1 , 153 - 2 , or 153 - 3 (eg, the electron transport layer 153 - 1 b , 153 - 2 b , or 153 - 3 b in the electron transport region 153 - 1 , 153 - 2 , or 153 - 3 ) may further include a metal-containing material.
[0422] The metal-containing material may include at least one selected from an alkali metal complex and an alkaline earth metal complex. The alkali metal complex may include a metal ion selected from Li ion, Na ion, K ion, Rb ion and Cs ion, and the alkaline earth metal complex may include a metal ion selected from Be ion, Mg ion, Ca ion, Sr ion and Ba ion. The ligand coordinated with the metal ion of the alkali metal complex or the alkaline earth metal complex may be selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline and cyclopentadiene, but embodiments of the present disclosure are not limited thereto.
[0423] For example, the metal-containing material may include a Li complex. The Li complex may include, for example, compound ET-D1 (8-hydroxyquinoline lithium, LiQ) and / or compound ET-D2:
[0424]
[0425] The electron transport region 153-1, 153-2, or 153-3 may include an electron injection layer 153-3c that facilitates electron injection from the second electrode 190. The electron injection layer 153-3c may directly contact the second electrode 190.
[0426] The electron injection layer 153 - 3 c may have i) a single-layer structure including a single layer including a single material; ii) a single-layer structure including a single layer including a plurality of different materials; or iii) a multi-layer structure including a plurality of layers including a plurality of different materials.
[0427] The electron injection layer 153 - 3 c may include an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal compound, an alkaline earth metal compound, a rare earth metal compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof.
[0428] The alkali metal may be selected from Li, Na, K, Rb, and Cs. In one embodiment, the alkali metal may be Li, Na, or Cs. In one or more embodiments, the alkali metal may be Li or Cs, but the embodiments of the present disclosure are not limited thereto.
[0429] The alkaline earth metal may be selected from Mg, Ca, Sr and Ba.
[0430] The rare earth metal may be selected from Sc, Y, Ce, Yb, Gd and Tb.
[0431] The alkali metal compound, the alkaline earth metal compound, and the rare earth metal compound may be selected from oxides and halides (eg, fluorides, chlorides, bromides, and / or iodides) of alkali metals, alkaline earth metals, and rare earth metals, respectively.
[0432] The alkali metal compound may be selected from alkali metal oxides such as Li2O, Cs2O, and / or KO, and alkali metal halides such as LiF, NaF, CsF, KF, LiI, NaI, CsI, KI, and / or RbI. In one embodiment, the alkali metal compound may be selected from LiF, Li2O, NaF, LiI, NaI, CsI, and KI, but embodiments of the present disclosure are not limited thereto.
[0433] The alkaline earth metal compound can be selected from alkaline earth metal oxides such as BaO, SrO, CaO, Ba x Sr 1-x O(0<x<1) and / or Ba x Ca 1-x O (0<x<1). In one embodiment, the alkaline earth metal compound may be selected from BaO, SrO, and CaO, but embodiments of the present disclosure are not limited thereto.
[0434] The rare earth metal compound may be selected from YbF3, ScF3, Sc2O3, Y2O3, Ce2O3, GdF3, and TbF3. In one embodiment, the rare earth metal compound may be selected from YbF3, ScF3, TbF3, YbI3, ScI3, and TbI3, but the embodiments of the present disclosure are not limited thereto.
[0435] The alkali metal complex, the alkaline earth metal complex, and the rare earth metal complex may include ions of the alkali metal, alkaline earth metal, and rare earth metal, respectively, as described above, and the ligand coordinated to the metal ions of the alkali metal complex, the alkaline earth metal complex, or the rare earth metal complex may be selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, and cyclopentadiene, but the embodiments of the present disclosure are not limited thereto.
[0436] The electron injection layer 153-3c may include an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal compound, an alkaline earth metal compound, a rare earth metal compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof as described above (for example, it may be composed of an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal compound, an alkaline earth metal compound, a rare earth metal compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof). In one or more embodiments, the electron injection layer 153-3c may further include an organic material. When the electron injection layer 153-3c further includes an organic material, the alkali metal, alkaline earth metal, rare earth metal, alkali metal compound, alkaline earth metal compound, rare earth metal compound, alkali metal complex, alkaline earth metal complex, rare earth metal complex, or any combination thereof may be uniformly or non-uniformly dispersed in a matrix including the organic material.
[0437] The thickness of the electron injection layer 153-3c may be about to about For example, about to about When the thickness of the electron injection layer 153 - 3 c is within the above range, the electron injection layer 153 - 3 c may have satisfactory (or appropriate) electron injection characteristics without significantly increasing the driving voltage.
[0438] The charge generation layer 154-1, 154-2, 154-1a, 154-1b, 154-2a or 154-2b in the organic layer 150
[0439] The charge generation layer 154-1, 154-2, 154-1a, 154-1b, 154-2a, or 154-2b may be understood by referring to the description presented in conjunction with the hole transport region 151-1, 151-2, or 151-3 and the electron transport region 153-1, 153-2, or 153-3.
[0440] For example, the charge generation layer 154-1, 154-2, 154-1a, 154-1b, 154-2a, or 154-2b may include a compound included in the hole transport region 151-1, 151-2, or 151-3, or the electron transport region 153-1, 153-2, or 153-3.
[0441] Second electrode 190
[0442] The second electrode 190 may be disposed on the organic layer 150 having the structure according to an embodiment of the present disclosure. The second electrode 190 may be a cathode (which is an electron injection electrode), and in this regard, a material for forming the second electrode 190 may be selected from metals having a relatively low work function, alloys, conductive compounds, and combinations thereof.
[0443] The second electrode 190 may include at least one selected from lithium (Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), ITO, and IZO, but the embodiments of the present disclosure are not limited thereto. The second electrode 190 may be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode.
[0444] The second electrode 190 may have a single-layer structure, or a multi-layer structure including two or more layers.
[0445] In one embodiment, the organic light-emitting device 10 or the organic light-emitting device 20 may further include at least one selected from a first capping layer below the first electrode 110 and a second capping layer above the second electrode 190 .
[0446] In the organic layer 150 of each of the organic light-emitting devices 10 and 20, light generated in the emission layer 152-1, 152-2, or 152-3 may pass through the first electrode 110 and the first capping layer toward the outside, wherein the first electrode 110 may be a semi-transmissive electrode or a transmissive electrode. In one or more embodiments, light generated in the emission layer 152-1, 152-2, or 152-3 in the organic layer 150 may pass through the second electrode 190 and the second capping layer toward the outside, wherein the second electrode 190 may be a semi-transmissive electrode or a transmissive electrode.
[0447] The first capping layer and the second capping layer may increase external luminous efficiency according to the principle of constructive interference.
[0448] The first capping layer and the second capping layer may each independently be an organic capping layer including an organic material, an inorganic capping layer including an inorganic material, or a composite capping layer including an organic material and an inorganic material.
[0449] At least one selected from the first capping layer and the second capping layer may each independently include at least one material selected from carbocyclic compounds, heterocyclic compounds, amine compounds, porphyrin derivatives, phthalocyanine derivatives, naphthalocyanine derivatives, alkali metal complexes, and alkaline earth metal complexes. The carbocyclic compounds, heterocyclic compounds, and / or amine compounds may optionally be substituted with a substituent containing at least one element selected from O, N, S, Se, Si, F, Cl, Br, and I. In one embodiment, at least one selected from the first capping layer and the second capping layer may each independently include an amine compound.
[0450] In one embodiment, at least one selected from the first capping layer and the second capping layer may each independently include the compound represented by Formula 201 or the compound represented by Formula 202.
[0451] In one or more embodiments, at least one selected from the first capping layer and the second capping layer may each independently include a compound selected from Compound HT28 to Compound HT33 and Compound CP1 to Compound CP5, but embodiments of the present disclosure are not limited thereto:
[0452]
[0453] Above, has been combined Figure 1 and Figure 2 The organic light emitting device according to the embodiment is described, but the embodiments of the present disclosure are not limited thereto.
[0454] The layer constituting the hole transport region, the emission layer and the layer constituting the electron transport region can be formed in a certain region by using one or more appropriate methods selected from vacuum deposition, spin coating, casting, Langmuir-Brockett (LB) deposition, inkjet printing, laser printing and laser induced thermal imaging.
[0455] When the layer constituting the hole transport region, the emission layer, and the layer constituting the electron transport region are formed by vacuum deposition, the deposition can be performed at a deposition temperature of about 100° C. to about 500° C., ... -8 About 10 -3 Torr vacuum and about / second to about / s deposition rate.
[0456] When the layer constituting the hole transport region, the emission layer, and the layer constituting the electron transport region are formed by spin coating, the spin coating can be performed at a coating speed of about 2,000 rpm to about 5,000 rpm and at a heat treatment temperature of about 80°C to 200°C by considering the materials to be included in the layer to be formed and the structure of the layer to be formed.
[0457] General Definition of Substituents
[0458] As used herein, the term "G1-C 60 "Alkyl" refers to a linear or branched aliphatic saturated hydrocarbon monovalent group having 1 to 60 carbon atoms, preferably C1-C 20 Alkyl, and non-limiting examples thereof include methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl and hexyl. As used herein, the term "G1-C 60 "Alkylene" may refer to a group having a C1-C 60 Alkyl is a divalent group of the same structure.
[0459] As used herein, the term "C2-C 60 "Alkenyl" may refer to a C2-C 60The term "C2-C4" as used herein refers to a hydrocarbon group having at least one carbon-carbon double bond, for example, in the middle and / or at the terminal, and non-limiting examples thereof include ethenyl, propenyl, and butenyl. 60 "Alkenylene" may refer to a group having a C2-C 60 Alkenyl is a divalent group of the same structure.
[0460] As used herein, the term "C2-C 60 "Alkynyl" may refer to a C2-C 60 The term "C2-C4" as used herein refers to a hydrocarbon group having at least one carbon-carbon triple bond, for example, in the middle and / or at the terminal end of the alkyl group, and non-limiting examples thereof include ethynyl and propynyl. 60 "Alkyne" may refer to a group having a C2-C 60 Alkynyl is a divalent group of the same structure.
[0461] As used herein, the term "C1-C 60 "Alkoxy" may refer to 101 The monovalent group represented by 101 C1-C 60 Alkyl), preferably C1-C 20 Alkoxy, and non-limiting examples thereof include methoxy, ethoxy, and isopropoxy.
[0462] As used herein, the term "C3-C 10 The term "C3-C4-C6-alkyl" as used herein may refer to a monovalent saturated hydrocarbon monocyclic group having 3 to 10 carbon atoms, and non-limiting examples thereof include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, and cycloheptyl. 10 "Cycloalkylene" may refer to a group having a C3-C 10 Cycloalkyl is a divalent group of the same structure.
[0463] As used herein, the term "C1-C 10 The term "heterocycloalkyl" as used herein may refer to a monovalent monocyclic group having at least one heteroatom selected from N, O, Si, P and S as a ring-forming atom, and 1 to 10 carbon atoms as the remaining ring-forming atoms, and non-limiting examples thereof include 1,2,3,4-oxatriazolidinyl, tetrahydrofuranyl and tetrahydrothienyl. As used herein, the term "C1-C 10 "Heterocycloalkylene" may refer to a 10 Heterocycloalkyl is a divalent group of the same structure.
[0464] The term "C3-C 10 The term "C3-C4-cycloalkenyl" as used herein may refer to a monovalent monocyclic group having 3 to 10 carbon atoms and at least one carbon-carbon double bond in its ring and having no aromaticity, and non-limiting examples thereof include cyclopentenyl, cyclohexenyl, and cycloheptenyl.10 "Cycloalkenylene" may refer to a group having a C3-C 10 Cycloalkenyl is a divalent group of the same structure.
[0465] As used herein, the term "C1-C 10 The term "heterocycloalkenyl" may refer to a monovalent monocyclic group having at least one heteroatom selected from N, O, Si, P and S as a ring-forming atom, 1 to 10 carbon atoms as the remaining ring-forming atoms, and at least one double bond in its ring. 10 Non-limiting examples of heterocycloalkenyl groups include 4,5-dihydro-1,2,3,4-oxatriazolyl, 2,3-dihydrofuranyl, and 2,3-dihydrothienyl. As used herein, the term "C1-C 10 "Heterocycloalkenylene" may refer to a 10 Heterocycloalkenyl is a divalent group of the same structure.
[0466] As used herein, the term "C6-C 60 "Aryl" may refer to a monovalent group having a carbocyclic aromatic system containing 6 to 60 carbon atoms. 60 Non-limiting examples of aryl groups include phenyl, naphthyl, anthracenyl, phenanthrenyl, pyrenyl, and chrysene. The term "C6-C 60 "Arylene" may refer to a group having a C6-C 60 A divalent group with the same structure as the aromatic group. 60 Aryl and C6-C 60 When the arylene groups each independently include two or more rings, the corresponding rings may be fused to each other.
[0467] As used herein, the term "C1-C 60 The term "heteroaryl" may refer to a monovalent group of a heterocyclic aromatic system having at least one heteroatom selected from N, O, Si, P and S as a ring-forming atom in addition to 1 to 60 carbon atoms. 60 Non-limiting examples of heteroaryl groups include pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, and isoquinolinyl. As used herein, the term "C1-C 60 "Heteroarylene" may refer to a group having a C1-C 60 Heteroaryl is a divalent group with the same structure. 60 Heteroaryl and C1-C 60 When the heteroarylene group each independently includes two or more rings, the corresponding rings may be fused to each other (fused).
[0468] As used herein, the term "C6-C 60 "Aryloxy" may refer to 102 The group represented by 102 C6-C 60aryl), and the term "C6-C 60 "Arylthio" may refer to -SA 103 The group represented by 103 C6-C 60 aryl).
[0469] As used herein, the term "monovalent non-aromatic fused polycyclic group" may refer to a monovalent group having two or more rings fused to each other, having only carbon atoms as ring atoms (e.g., having 8 to 60 carbon atoms), and having no aromaticity in its entire molecular structure (the overall structure is non-aromatic). A non-limiting example of a monovalent non-aromatic fused polycyclic group is a fluorenyl group. As used herein, the term "divalent non-aromatic fused polycyclic group" may refer to a divalent group having the same structure as a monovalent non-aromatic fused polycyclic group.
[0470] As used herein, the term "monovalent non-aromatic fused heteropolycyclic group" may refer to a monovalent group having two or more rings fused to each other, at least one heteroatom selected from N, O, Si, P, and S as a ring-forming atom in addition to carbon atoms (e.g., 1 to 60 carbon atoms), and no aromaticity in its entire molecular structure (the overall structure is non-aromatic). A non-limiting example of a monovalent non-aromatic fused heteropolycyclic group is a carbazolyl group. As used herein, the term "divalent non-aromatic fused heteropolycyclic group" may refer to a divalent group having the same structure as a monovalent non-aromatic fused heteropolycyclic group.
[0471] As used herein, the term "C5-C 60 A "carbocyclic group" may refer to a monocyclic group or a polycyclic group having 5 to 60 carbon atoms, wherein the ring atoms are only carbon atoms. As used herein, the term "C5-C 60 The term "carbocyclic group" may refer to an aromatic carbocyclic group or a non-aromatic carbocyclic group. 60 The carbocyclic group may be a ring, such as benzene; a monovalent group, such as phenyl; or a divalent group, such as phenylene. In one or more embodiments, depending on the attachment to the C5-C 60 The number of substituents in a carbocyclic group, C5-C 60 The carbocyclic group may be a trivalent group or a tetravalent group.
[0472] As used herein, the term "C1-C 60 "Heterocyclic group" may refer to a group having a C5-C 60 The carbocyclic group is a group having the same structure as the carbon group except that, in addition to carbon atoms (the number of carbon atoms may be in the range of 1 to 60), at least one heteroatom selected from N, O, Si, P and S is used as a ring-forming atom.
[0473] In this specification, substituted C5-C 60 Carbocyclic groups, substituted C1-C60 Heterocyclic groups, substituted C3-C 10 Cycloalkylene, substituted C1-C 10 Heterocycloalkylene, substituted C3-C 10 Cycloalkenylene, substituted C1-C 10 Heterocycloalkenylene, substituted C6-C 60 Arylene, substituted C1-C 60 Heteroarylene, substituted divalent non-aromatic fused polycyclic group, substituted divalent non-aromatic fused heteropolycyclic group, substituted C1-C 60 Alkyl, substituted C2-C 60 Alkenyl, substituted C2-C 60 Alkynyl, substituted C1-C 60 Alkoxy, substituted C3-C 10 Cycloalkyl, substituted C1-C 10 Heterocycloalkyl, substituted C3-C 10 Cycloalkenyl, substituted C1-C 10 Heterocycloalkenyl, substituted C6-C 60 Aryl, substituted C6-C 60 Aryloxy, substituted C6-C 60 Arylthio, substituted C1-C 60 At least one substituent of the heteroaryl group, the substituted monovalent non-aromatic fused polycyclic group, and the substituted monovalent non-aromatic fused heteropolycyclic group may be selected from:
[0474] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl and C1-C 60 alkoxy;
[0475] Each is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q12 )、-B(Q 11 )(Q 12 ),-C(=O)(Q 11 )、-S(=O)2(Q 11 ) and -P(=O)(Q 11 )(Q 12 ) at least one substituted C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl and C1-C 60 alkoxy;
[0476] C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heteropolycyclic groups;
[0477] Each is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 ),-C(=O)(Q 21 )、-S(=O)2(Q 21 ) and -P(=O)(Q 21 )(Q 22) at least one substituted C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 heteroaryl groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heteropolycyclic groups; and
[0478] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 ),-C(=O)(Q 31 )、-S(=O)2(Q 31 ) and -P(=O)(Q 31 )(Q 32 ),and
[0479] Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C1-C 60 heteroaryl group, a monovalent non-aromatic fused polycyclic group, a monovalent non-aromatic fused heteropolycyclic group, a biphenyl group, and a terphenyl group.
[0480] The term "Ph" as used herein refers to a phenyl group, the term "Me" as used herein refers to a methyl group, the term "Et" as used herein refers to an ethyl group, the term "tert-Bu" or "Bu" as used herein refers to an ethyl group. t ” represents a tert-butyl group, the term “OMe” as used herein represents a methoxy group, and “D” represents deuterium.
[0481] The term "biphenyl" as used herein may refer to a "phenyl group substituted by a phenyl group". 60 "substituted phenyl" having "aryl" as a substituent.
[0482] The term "terphenyl" as used herein may refer to a "phenyl group substituted by a biphenyl group". 60 Aryl-substituted C6-C 60 "substituted phenyl" having "aryl" as a substituent.
[0483] As used herein, * and *', unless otherwise defined, each refers to a binding site to an adjacent atom in the corresponding formula.
[0484] Hereinafter, an organic light-emitting device according to an embodiment will be described in detail with reference to Synthesis Examples and Examples.
[0485] Example
[0486] Comparative Example 1
[0487] As substrate and anode, 15Ω / cm 2 With ITO The first glass substrate has Ag The second glass substrate and 15Ω / cm from Corning 2 With ITO The third glass substrate was cut to a size of 50 mm x 50 mm x 0.7 mm, ultrasonicated with isopropyl alcohol and pure water for 5 minutes each, and then cleaned by exposure to ultraviolet light and ozone for 30 minutes. Then, the first to third glass substrates were stacked in sequence in a vacuum deposition apparatus.
[0488] HT3 and HAT-CN were deposited on the anode in a ratio of 9:1 to form a The hole injection layer has a thickness of .
[0489] TCTA HAT-CN and NPB Sequentially deposited on the hole injection layer to form a hole transport layer.
[0490] HT1 is deposited on the hole transport layer to form a ADN and DPAVBi (the amount of DPAVBi is 5 wt%) are co-deposited to form a HT-auxiliary layer having a thickness of The emission layer is formed by depositing BAlq to form an emission layer having a thickness of The thickness of the ET-auxiliary layer.
[0491] BIPO and LiQ were deposited on the ET-auxiliary layer in a ratio of 5:5 to form a The electron transport layer is formed by depositing Yb to form an electron transport layer having a thickness of An electron injection layer with a thickness of 1000 Å is formed, thereby forming an electron transport region.
[0492] AgMg is deposited on the electron transport region to form a The thickness of the cathode is 1000 nm, and CP1 is deposited on the cathode to The thickness is , thereby completing the manufacture of the organic light-emitting device.
[0493]
[0494] Comparative Example 2
[0495] As substrate and anode, 15Ω / cm 2 With ITO The first glass substrate has Ag The second glass substrate and 15Ω / cm from Corning 2 With ITO The third glass substrate was cut to a size of 50 mm x 50 mm x 0.7 mm, ultrasonicated with isopropyl alcohol and pure water for 5 minutes each, and then cleaned by exposure to ultraviolet light and ozone for 30 minutes. Then, the first to third glass substrates were stacked in sequence in a vacuum deposition apparatus.
[0496] HT3 and HAT-CN were deposited on the anode in a ratio of 9:1 to form a The hole injection layer has a thickness of .
[0497] TCTA HAT-CN and NPB Sequentially deposited on the hole injection layer to form a hole transport layer.
[0498] m-MTDATA is deposited on the hole transport layer to form a A first HT-auxiliary layer having a thickness of 1000 nm was formed by co-depositing ADN and DPAVBi (the amount of DPAVBi was 5 wt%) to form a The first emission layer is deposited to form a BIPO and LiQ were deposited on the first ET-auxiliary layer in a ratio of 5:5 to form a first ET-auxiliary layer having a thickness of An electron transport layer with a thickness of , thereby forming a first light-emitting unit.
[0499] BCP and Yb (the amount of Yb is 1 wt%) are co-deposited on the first light emitting unit to form a The n-type charge generation layer is formed by mixing HT3:HAT-CN (the amount of HAT-CN is 10 wt %, ) is deposited to form a p-type charge generation layer, thereby forming a charge generation layer.
[0500] HT3 is deposited on the charge generation layer to form a A second HT-auxiliary layer with a thickness of 1000 nm was formed by co-depositing ADN and DPAVBi (the amount of DPAVBi was 5 wt%) to form a The second emission layer is deposited to form a The second ET-auxiliary layer has a thickness of 100 Å.
[0501] BIPO and LiQ were deposited on the second ET-auxiliary layer in a ratio of 5:5 to form a The electron transport layer is formed by depositing Yb to form an electron transport layer having a thickness of An electron injection layer with a thickness of 1000 Å is formed, thereby forming an electron transport region, and thereby forming a second light emitting unit.
[0502] AgMg is deposited on the electron transport region to form a The thickness of the cathode is 1000 nm, and CP1 is deposited on the cathode to The thickness is , thereby completing the manufacture of the organic light-emitting device.
[0503] Comparative Example 3
[0504] As substrate and anode, 15Ω / cm 2 With ITO The first glass substrate has Ag The second glass substrate and 15Ω / cm from Corning 2 With ITO The third glass substrate was cut to a size of 50 mm x 50 mm x 0.7 mm, ultrasonicated with isopropyl alcohol and pure water for 5 minutes each, and then cleaned by exposure to ultraviolet light and ozone for 30 minutes. Then, the first to third glass substrates were stacked in sequence in a vacuum deposition apparatus.
[0505] HT3 and HAT-CN were deposited on the anode in a ratio of 9:1 to form a The hole injection layer has a thickness of .
[0506] TCTA HAT-CN and NPB Sequentially deposited on the hole injection layer to form a hole transport layer.
[0507] m-MTDATA is deposited on the hole transport layer to form a A first HT-auxiliary layer having a thickness of 1000 nm was formed by co-depositing ADN and DPAVBi (the amount of DPAVBi was 5 wt%) to form a The first emission layer is deposited with a thickness of A first ET-auxiliary layer with a thickness of 1000 nm was formed, and BIPO and LiQ were deposited on the first ET-auxiliary layer in a ratio of 5:5 to form a An electron transport layer with a thickness of , thereby forming a first light-emitting unit.
[0508] BCP and Yb (the amount of Yb is 1 wt%) are co-deposited on the first light emitting unit to form a The n-type charge generation layer is formed by mixing HT3:HAT-CN (the amount of HAT-CN is 10 wt %, ) are co-deposited to form a p-type charge generation layer, thereby forming a first charge generation layer.
[0509] m-MTDATA is deposited on the first charge generation layer to form a A second HT-auxiliary layer with a thickness of 1000 nm was formed by co-depositing ADN and DPAVBi (the amount of DPAVBi was 5 wt%) to form a A second emission layer with a thickness of , and BAlq is deposited to form BIPO and LiQ were deposited on the second ET-auxiliary layer in a ratio of 5:5 to form a second ET-auxiliary layer having a thickness of An electron transport layer having a thickness of , thereby forming an electron transport region, and thereby forming a second light emitting unit.
[0510] BCP and Yb (the amount of Yb is 1 wt%) are co-deposited on the second light emitting unit to form a The thickness of the n-type charge generation layer, and HT3: HAT-CN (10%, ) is deposited to form a p-type charge generation layer, thereby forming a second charge generation layer.
[0511] m-MTDATA is deposited on the second charge generation layer to form a A third HT-auxiliary layer with a thickness of 1000 nm was formed by co-depositing ADN and DPAVBi (the amount of DPAVBi was 5 wt%) to form a A third emission layer with a thickness of 1000 nm is formed, and BAlq is deposited to form a BIPO and LiQ were deposited on the third ET-auxiliary layer in a ratio of 5:5 to The thickness of the electron transport layer is formed, and Yb is deposited to form a An electron injection layer having a thickness of 1000 Å is formed, thereby forming an electron transport region, and thereby forming a third light emitting unit.
[0512] AgMg is deposited on the electron transport region to form a The thickness of the cathode is 1000 nm, and CP1 is deposited on the cathode to The thickness is , thereby completing the manufacture of the organic light-emitting device.
[0513] Example 1
[0514] As substrate and anode, 15Ω / cm 2 With ITO The first glass substrate has Ag The second glass substrate and 15Ω / cm from Corning 2 With ITO The third glass substrate was cut to a size of 50 mm x 50 mm x 0.7 mm, ultrasonicated with isopropyl alcohol and pure water for 5 minutes each, and then cleaned by exposure to ultraviolet light and ozone for 30 minutes. The first to third glass substrates were then stacked in sequence in a vacuum deposition apparatus.
[0515] HT3 and HAT-CN were deposited on the anode in a ratio of 9:1 to form a The hole injection layer has a thickness of .
[0516] TCTA HAT-CN and NPB Sequentially deposited on the hole injection layer to form a hole transport layer.
[0517] m-MTDATA is deposited on the hole transport layer to form a A first HT-auxiliary layer having a thickness of 1000 nm was formed by co-depositing ADN and DPAVBi (the amount of DPAVBi was 5 wt%) to form a The first emission layer is deposited with a thickness of BAlq to form a A first ET-auxiliary layer having a thickness of 1000 nm was formed, and Compound 1 and LiQ were deposited on the first ET-auxiliary layer at a ratio of 5:5 to form a A first electron transport layer with a thickness of 100 Å is formed, thereby forming a first light-emitting unit.
[0518] BCP and Yb (the amount of Yb is 1 wt%) are co-deposited on the first light emitting unit to form a An n-type charge generation layer having a thickness of A p-type charge generation layer with a thickness of 1000 Å is formed, thereby forming a first charge generation layer.
[0519] In this case, the LUMO level difference between the first electron transport layer and the n-type charge generation layer was 0.15 eV.
[0520] HT3 is deposited on the first charge generation layer to form a A second HT-auxiliary layer with a thickness of 1000 nm was formed by co-depositing ADN and DPAVBi (the amount of DPAVBi was 5 wt%) to form a The second emission layer is deposited with a thickness of BAlq to form a A second ET-auxiliary layer having a thickness of 1000 nm was formed, and Compound 1 and LiQ were deposited on the second ET-auxiliary layer at a ratio of 5:5 to form a A second electron transport layer with a thickness of 100 Å is formed, thereby forming a second light-emitting unit.
[0521] BCP and Yb (the amount of Yb is 1 wt%) are co-deposited on the second light emitting unit to form a The n-type charge generation layer is formed by mixing HT3:HAT-CN (the amount of HAT-CN is 10 wt %, ) is deposited to form a A p-type charge generation layer with a thickness of 1000 Å is formed, thereby forming a second charge generation layer.
[0522] HT3 is deposited on the second charge generation layer to form a A third HT-auxiliary layer with a thickness of 1000 nm was formed by co-depositing ADN and DPAVBi (the amount of DPAVBi was 5 wt%) to form a A third emission layer of thickness BA1q is deposited to form a The thickness of the third ET-auxiliary layer is .
[0523] Compound 101 and LiQ were deposited on the third ET-auxiliary layer in a ratio of 5:5 to form a The electron transport layer is formed by depositing Yb to form an electron transport layer having a thickness of An electron injection layer having a thickness of 1000 Å is formed, thereby forming an electron transport region, and thereby forming a third light emitting unit.
[0524] AgMg is deposited on the electron transport region to form a The thickness of the cathode is 1000 nm, and CP1 is deposited on the cathode to The thickness is , thereby completing the manufacture of the organic light-emitting device.
[0525] In this case, the LUMO level difference between the ADN included in the third electron transport layer and the third emission layer was 0.2 eV.
[0526] Comparative Example 4
[0527] As substrate and anode, 15Ω / cm 2 With ITO The first glass substrate has Ag The second glass substrate and 15Ω / cm from Corning 2 With ITO The third glass substrate was cut to a size of 50 mm x 50 mm x 0.7 mm, ultrasonicated with isopropyl alcohol and pure water for 5 minutes each, and then cleaned by exposure to ultraviolet light and ozone for 30 minutes. The first to third glass substrates were then stacked in sequence in a vacuum deposition apparatus.
[0528] HT3 and HAT-CN were deposited on the anode in a ratio of 9:1 to form a The hole injection layer has a thickness of .
[0529] TCTA HAT-CN and NPB Sequentially deposited on the hole injection layer to form a hole transport layer.
[0530] m-MTDATA is deposited on the hole transport layer to form a A first HT-auxiliary layer having a thickness of 1000 nm was formed by co-depositing ADN and DPAVBi (the amount of DPAVBi was 5 wt%) to form a The first emission layer is deposited with a thickness of BAlq to form a A first ET-auxiliary layer having a thickness of 1000 nm was formed, and an anthracene derivative and LiQ were deposited on the first ET-auxiliary layer at a ratio of 5:5 to form a An electron transport region with a thickness of , thereby forming a first light emitting unit.
[0531] Anthracene derivatives and Yb (the amount of Yb is 1 wt%) are co-deposited on the first light emitting unit to form a An n-type charge generation layer having a thickness of A p-type charge generation layer with a thickness of 1000 Å is formed, thereby forming a first charge generation layer.
[0532] In this case, the LUMO energy level difference between the first ET-assisting layer and the n-type charge generation layer was 0.03 eV.
[0533] HT3 is deposited on the first charge generation layer to form a A second HT-auxiliary layer with a thickness of 1000 nm was formed by co-depositing ADN and DPAVBi (the amount of DPAVBi was 5 wt%) to form a A second emission layer with a thickness of , and BAlq is deposited to form The second ET-auxiliary layer has a thickness of 100 Å.
[0534] Compound 101 and LiQ were deposited on the second ET-auxiliary layer in a ratio of 5:5 to form a The electron transport layer is formed by depositing Yb to form an electron transport layer having a thickness of An electron injection layer with a thickness of 1000 Å is formed, thereby forming an electron transport region, and thereby forming a second light emitting unit.
[0535] AgMg is deposited on the electron transport region to form a The thickness of the cathode is 1000 nm, and CP1 is deposited on the cathode to The thickness is , thereby completing the manufacture of the organic light-emitting device.
[0536] Comparative Example 5
[0537] An organic light-emitting device was manufactured in substantially the same manner as in Example 1, except that the first electron transport layer was formed using ET1 instead of Compound 1. In this case, the LUMO absolute value difference between the first electron transport layer and the n-type charge generation layer was 0.4 eV.
[0538] Evaluation Example 1
[0539] The capacitance-voltage of each of the organic light emitting devices manufactured according to Example 1 and Comparative Examples 1 to 5 was measured, and the results are shown in FIG. Figure 3 and Figure 4 The driving voltage (V), efficiency (cd / A) and brightness (nits) at the same voltage (10.5V) were measured, and the results are shown in Figures 5 to 7 and Table 1.
[0540] Table 1
[0541]
[0542]
[0543] refer to Figure 3, in the case of the devices of Comparative Examples 2 and 3, the inflection point not shown in the single device of Comparative Example 1 shows that the balance of charges injected from the respective charge generation layers has a non-uniform state.
[0544] Reference together Figure 4 In the case of the organic light-emitting device of Example 1, it was confirmed that the charge balance was improved due to the application of the initial injection characteristics at 6 V to 7 V and the improved injection characteristics after 8.5 V. In addition, both the initial injection characteristics at 6 V to 7 V and the driving voltage characteristics after 8.5 V in which recombination was shown were improved.
[0545] refer to Figure 5 and Figure 6 As shown in Table 1, the organic light-emitting device of Example 1 may have a low driving voltage and excellent efficiency compared with the organic light-emitting devices of Comparative Examples 3 to 5.
[0546] refer to Figure 7 , it was confirmed that, as the number of charge generation layers increased, device instability increased, and therefore, differences in driving voltage changes occurred over time.
[0547] Therefore, in order to eliminate (or reduce) such device instability, it is necessary (or desirable) to ensure the appropriateness of the configuration of each electron transport region as described in the present disclosure. The configuration according to one or more embodiments can improve the instability of the characteristics of electron injection from the charge generation layer, thereby improving the efficiency and life of the device.
[0548] Organic light-emitting devices can have low driving voltage, high efficiency, and a long lifespan.
[0549] As used herein, the terms "use," "using," and "used" may be considered synonymous with the terms "utilize," "utilizing," and "utilized," respectively.
[0550] Additionally, the terms "substantially," "about," and similar terms are used as terms of approximation and not as terms of degree, and are intended to account for the inherent variations in measurements or calculations that would be recognized by those having ordinary skill in the art.
[0551] Moreover, any numerical range recited herein is intended to include all subranges of the same numerical precision that fall within the recited range. For example, a range of "1.0 to 10.0" is intended to include all subranges between the recited minimum value of 1.0 and the recited maximum value of 10.0 (and including 1.0 and 10.0), i.e., having a minimum value equal to or greater than 1.0 and a maximum value equal to or less than 10.0, such as, for example, 2.4 to 7.6. Any maximum numerical limit recited herein is intended to include all lower numerical limits that fall therein, and any minimum numerical limit recited in this specification is intended to include all higher numerical limits that fall therein. Therefore, the applicant reserves the right to amend this specification (including the claims) to expressly recite any subranges that fall within the range expressly recited herein.
[0552] It should be understood that the embodiments described herein should be considered in a descriptive sense only and not for purposes of limitation. Descriptions of features or aspects within each embodiment should generally be considered as applicable to other similar features or aspects in other embodiments. Although one or more embodiments have been described with reference to the drawings, it will be understood by those skilled in the art that various changes in form and details may be made therein without departing from the spirit and scope of this disclosure as defined by the appended claims and their equivalents.
Claims
1. An organic light-emitting device, comprising: a first electrode; a second electrode facing the first electrode; m light-emitting units between the first electrode and the second electrode; as well as m-1 charge generation layers are respectively provided between each pair of adjacent light-emitting units among the m light-emitting units, each charge generation layer including an n-type charge generation layer and a p-type charge generation layer, Wherein m is an integer greater than or equal to 3, Each of the m light-emitting units includes a hole transport region, an emission layer, and an electron transport region stacked in sequence. The m number of electron transport regions included in the m number of light-emitting units each include an electron transport material, and The electron transport material included in at least one electron transport region among the electron transport regions (number m) is different from the electron transport material included in at least one electron transport region among the other electron transport regions, wherein the nth charge generation layer among the m-1 charge generation layers is between the electron transport region of the nth light-emitting unit and the hole transport region of the (n+1)th light-emitting unit among the m light-emitting units, and n is an integer selected from 1 to m-1, The absolute value of the lowest unoccupied molecular orbital energy level of the electron transport region of the n-th light-emitting unit and the absolute value of the lowest unoccupied molecular orbital energy level of the n-th charge generation layer satisfy Formula 2: Formula 2 ||E LUMO_ETL(n) |-|E LUMO_CGL(n) ||≤0.15eV, In Formula 2, |E LUMO_ETL(n) | is the absolute value of the lowest unoccupied molecular orbital energy level of the electron transport zone of the n-th light-emitting unit, and |E LUMO_CGL(n) | is the absolute value of the lowest unoccupied molecular orbital energy level of the nth charge generation layer.
2. The organic light-emitting device according to claim 1 , wherein the mth electron transport region among the m electron transport regions is between the mth emission layer and the second electrode, and The electron transport material included in the mth electron transport region is different from the electron transport material included in at least one electron transport region among the other electron transport regions.
3. The organic light-emitting device according to claim 1 , wherein the electron transporting materials included in the electron transporting regions are each independently selected from a first compound, a second compound, and a third compound, and The first compound is represented by Formula 1, the second compound is represented by Formula 2, and the third compound is represented by Formula 3: Formula 1 Formula 2 Formula 3 in, In formula 1, X1 is O or S, L1 to L3 are each independently substituted or unsubstituted C5-C 60 Carbocyclic group or substituted or unsubstituted C1-C 60 Heterocyclic groups, a1 to a3 are each independently an integer selected from 0 to 5, Ar1 to Ar3 are each independently substituted or unsubstituted C5-C 60 Carbocyclic group or substituted or unsubstituted C1-C 60 Heterocyclic groups, In formula 2, A 11 and A 12 Each independently is C5-C 60 Carbocyclic group or C1-C 60 Heterocyclic groups, R 11 and R 12 Each independently selected from *-(L 13 ) a13 -Ar 13 groups, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, nitro, amidino, hydrazine, hydrazone, substituted or unsubstituted C1-C 60 Alkyl, substituted or unsubstituted C2-C 60 Alkenyl, substituted or unsubstituted C2-C 60 Alkynyl, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C3-C 10 Cycloalkyl, substituted or unsubstituted C1-C 10 Heterocycloalkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocycloalkenyl, substituted or unsubstituted C6-C 60 Aryl, substituted or unsubstituted C6-C 60 Aryloxy, substituted or unsubstituted C6-C 60 Arylthio, substituted or unsubstituted C1-C 60 heteroaryl, a substituted or unsubstituted monovalent non-aromatic fused polycyclic group, a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(═O)(Q1), -S(═O)2(Q1) and -P(═O)(Q1)(Q2), R 11 and R 12 are optionally linked to each other to form a substituted or unsubstituted C5-C 60 Carbocyclic group or substituted or unsubstituted C1-C 60 Heterocyclic groups, L 11 To L 13 are each independently substituted or unsubstituted C5-C 60 Carbocyclic group or substituted or unsubstituted C1-C 60 Heterocyclic groups, a11 to a13 are each independently an integer selected from 0 to 5, Ar 11 to Ar 13 are each independently substituted or unsubstituted C5-C 60 Carbocyclic group or substituted or unsubstituted C1-C 60 Heterocyclic groups, b11 and b12 are each independently an integer selected from 1 to 5, c11 and c12 are each independently an integer selected from 0 to 20, In formula 3, A 21 is a ring containing π-electron-depleted nitrogen, L 21 is substituted or unsubstituted C5-C 60 Carbocyclic group or substituted or unsubstituted C1-C 60 Heterocyclic groups, a21 is an integer selected from 0 to 5, Ar 21 is substituted or unsubstituted C5-C 60 Carbocyclic group or substituted or unsubstituted C1-C 60 Heterocyclic groups, b21 is an integer selected from 1 to 5, c21 is an integer selected from 0 to 20, The substituted C5-C 60 Carbocyclic group, the substituted C1-C 60 Heterocyclic group, the substituted C1-C 60 Alkyl, the substituted C2-C 60 Alkenyl, the substituted C2-C 60 Alkynyl, the substituted C1-C 60 Alkoxy, the substituted C3-C 10 Cycloalkyl, the substituted C1-C 10 Heterocycloalkyl, the substituted C3-C 10 Cycloalkenyl, the substituted C1-C 10 Heterocycloalkenyl, the substituted C6-C 60 Aryl, the substituted C6-C 60 Aryloxy, the substituted C6-C 60 Arylthio, the substituted C1-C 60 At least one substituent of the heteroaryl group, the substituted monovalent non-aromatic fused polycyclic group, and the substituted monovalent non-aromatic fused heteropolycyclic group is selected from the group consisting of: Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl and C1-C 60 alkoxy; Each is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 Heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 )、-B(Q 11 )(Q 12 ),-C(=O)(Q 11 )、-S(=O)2(Q 11 ) and -P(=O)(Q 11 )(Q 12 ) at least one substituted C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl and C1-C 60 alkoxy; C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 heteroaryl groups, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heteropolycyclic groups, biphenyl groups, and terphenyl groups; Each is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 heteroaryl, monovalent non-aromatic fused polycyclic group, monovalent non-aromatic fused heteropolycyclic group, biphenyl, terphenyl, -Si(Q 21 )(Q 22 )(Q 23 )、-B(Q 21 )(Q 22 ),-C(=O)(Q 21 )、-S(=O)2(Q 21 ) and -P(=O)(Q 21 )(Q 22 ) at least one substituted C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 heteroaryl groups, monovalent non-aromatic fused polycyclic groups, monovalent non-aromatic fused heteropolycyclic groups, biphenyl groups, and terphenyl groups; and -Si(Q 31 )(Q 32 )(Q 33 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 )和-P(=O)(Q 31 )(Q 32 ), Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 are each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 10 Cycloalkyl, C1-C 10 Heterocycloalkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocycloalkenyl, C6-C 60 Aryl, C1-C 60 heteroaryl, a monovalent non-aromatic fused polycyclic group, a monovalent non-aromatic fused heteropolycyclic group, a biphenyl group, and a terphenyl group, and *Indicates the binding site with adjacent atoms.
4. The organic light-emitting device according to claim 3, wherein L1 to L3, L 11 To L 13 and L 21 Each independently selected from: Phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-difluorenyl, spiro-benzofluorene-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, pyrenyl, chrysene, naphthacene, phenanthrenyl, peryl, peryl, pyrrolyl, thienyl, furanyl, thiol, imidazolyl, pyrazolyl, thiazolyl oxazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, benzofuranyl, benzothiophenyl, benzothiazolyl, dibenzothiazolyl, quinolinyl, isoquinolinyl, benzimidazolyl, imidazopyridinyl, imidazopyrimidinyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, and quinazolinyl; and Each is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, pyrenyl, chrysenyl, naphthacene, pyrenyl, perylenyl, pentaphenyl , hexaphenyl, pentacene, rubinyl, corynyl, oxadiazole, pyrrolyl, thienyl, furyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolyl, isoquinolyl, benzofuranyl, benzothiophenyl, thioxyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, benzothioxyl, dibenzothioxyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 ) and -B(Q 31 )(Q 32 ) is at least one substituted phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-difluorenyl, spiro-benzofluorene-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, pyrenyl, chrysene, naphthacene, pyrenyl, peryl, pyrrolyl, thienyl, furanyl, thiolyl, imidazolyl , pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, benzofuranyl, benzothiophenyl, benzothiorolyl, dibenzothiorolyl, quinolinyl, isoquinolinyl, benzimidazolyl, imidazopyridinyl, imidazopyrimidinyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl and quinazolinyl, where Q 31 To Q 33 Each independently selected from C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl and pyridyl.
5. The organic light-emitting device according to claim 3, wherein Ar1 to Ar3, Ar 11 to Ar 13 and Ar 21 Each independently selected from: phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, spiro-benzofluorene-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, pyrenyl, chrysene, naphthacene, pyrenyl, perylenyl, pyrrolyl, thienyl, furyl, thiolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, benzofuranyl, dibenzofuranyl, benzothienyl, benzothiarolyl, dibenzothiarolyl, quinolinyl, isoquinolinyl, quinazolinyl, benzimidazolyl, imidazopyridinyl, and imidazopyrimidinyl; and Each is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, pyrenyl, chrysene, tetracenyl, phenanthrenyl, perylenyl, pentaphenyl, hexacenyl, pentacenyl, rubenyl, coronenyl, ovophene, pyrrolyl, thienyl, furanyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, benzofuranyl, benzothiophenyl, -Si(Q) 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 ) and -B(Q 31 )(Q 32 ) is at least one substituted phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-difluorenyl, spiro-benzofluorene-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, pyrenyl, chrysene, naphthacene, pyrenyl, peryl, pyrrolyl, thienyl, furanyl, thiophene oxazolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, benzofuranyl, dibenzofuranyl, benzothiophenyl, benzothiorolyl, dibenzothiorolyl, quinolinyl, isoquinolinyl, quinazolinyl, benzimidazolyl, imidazopyridinyl and imidazopyrimidinyl, where Q 31 To Q 33 Each independently selected from C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl and pyridyl.
6. The organic light-emitting device according to claim 3, wherein A 11 and A 12 Each independently selected from: phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, spiro-benzofluorene-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, pyrenyl, chrysene, naphthacene, pyrenyl, perylenyl, pyrrolyl, thienyl, furanyl, thiolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, benzofuranyl, benzothienyl, benzothiazolyl, dibenzothiazolyl, quinolinyl, isoquinolinyl, quinazolinyl, benzimidazolyl, imidazopyridinyl, and imidazopyrimidinyl; and Each is selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, pyrenyl, chrysene, tetracenyl, phenanthrenyl, perylenyl, pentaphenyl, hexacenyl, pentacenyl, rubenyl, coronenyl, ovophene, pyrrolyl, thienyl, furanyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, benzofuranyl, benzothiophenyl, -Si(Q) 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 ) and -B(Q 31 )(Q 32 ), wherein at least one substituted phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthenyl, fluorenyl, spiro-bifluorenyl, spiro-benzofluorene-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, pyrenyl, chrysene, naphthacene, pyrenyl, peryl, pyrrolyl, thienyl, furyl, thiol, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, benzofuranyl, benzothienyl, benzothiazolyl, dibenzothiazolyl, quinolinyl, isoquinolinyl, quinazolinyl, benzimidazolyl, imidazopyridinyl and imidazopyrimidinyl groups are selected from the group consisting of: where Q 31 To Q 33 Each independently selected from C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl and pyridyl.
7. The organic light-emitting device according to claim 3, wherein A 21 is selected from the group consisting of pyridyl, pyrimidinyl, pyrazinyl, triazinyl, aziridinyl, imidazolyl, indolyl, isoindolyl, purinyl, quinolinyl, quinazolinyl, phenothiazinyl, acridinyl, phenazinyl, phenanthrolinyl, carbazolyl, oxadiazolyl, triazolyl, imidazolyl and benzimidazolyl.
8. The organic light-emitting device according to claim 3, wherein: In Formula 2, selected from A 11 、A 12 , the number of L is a11 11 , the number of L is a12 12 , the number of Ar is b11 11 and b12 Ar 12 At least one of the following is selected from the group consisting of pyridyl, pyrimidinyl, pyrazinyl, triazinyl, quinolinyl and quinazolinyl.
9. The organic light-emitting device according to claim 3, wherein the second compound is represented by one of Formula 2-1 and Formula 2-2, Formula 2-1 Formula 2-2 in, In formula 2-1 and formula 2-2, Z 11 and Z 12 Each independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spiro-bifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, fluoranthenyl, pyrenyl, chrysene, pyrrolyl, thienyl, furanyl, thiolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, benzofuranyl, benzothienyl, benzothiorolyl, dibenzothiorolyl and -Si(Q) 31 )(Q 32 )(Q 33 ), Q 31 To Q 33 Each independently selected from C1-C 20 Alkyl, C1-C 20 alkoxy, phenyl, biphenyl, terphenyl, naphthyl and pyridyl, e3 is an integer selected from 0 to 3, and e10 is an integer selected from 0 to 10.
10. The organic light-emitting device according to claim 3, wherein the first compound is selected from Compound 1 to Compound 17, and The second compound is selected from Compound 101 to Compound 120: The organic light-emitting device according to claim 3 , wherein i) one electron transport material among the electron transport materials (number m) is the second compound, and the other electron transport materials are the first compound; ii) one electron transport material among the m types of electron transport materials is the first compound, and the other electron transport materials are the second compound; iii) each of the m types of electron transport materials is the third compound, wherein one type of electron transport material among the electron transport materials includes a triazine group, and the other types of electron transport materials include a carbazole group; or iv) Each of the electron transport materials, numbered m, is the third compound, wherein one electron transport material among the electron transport materials includes a carbazole group, and the other electron transport materials include a triazine group.
12. The organic light-emitting device according to claim 1, wherein the mth electron transport region among the m electron transport regions is between the mth emission layer and the second electrode, and An absolute value of the lowest unoccupied molecular orbital energy level of the mth electron transport zone is between an absolute value of the lowest unoccupied molecular orbital energy level of the host included in the mth emission layer and an absolute value of a work function of the inorganic material included in the second electrode.
13. The organic light-emitting device according to claim 12, wherein the absolute value of the lowest unoccupied molecular orbital energy level of the mth electron transport region and the absolute value of the lowest unoccupied molecular orbital energy level of the host satisfy Formula 1: Formula 1 ||E LUMO_ETL(m) |-|E LUMO_主体 ||≤0.2eV, in, In formula 1, |E LUMO_ETL(m) | is the absolute value of the lowest unoccupied molecular orbital energy level of the mth electron transport zone, and |E LUMO_主体 | is the absolute value of the lowest unoccupied molecular orbital energy level of the host.
14. The organic light-emitting device according to claim 1 , wherein the m number of the hole transport regions among the m number of the light-emitting units each independently comprises a hole injection layer, a hole transport layer, an electron blocking layer, or any combination thereof, and The m electron transport regions each independently include a hole blocking layer, an electron transport layer, an electron injection layer, a buffer layer or any combination thereof. The organic light-emitting device according to claim 1 , wherein m is 3 or 4.
16. The organic light-emitting device according to claim 1, wherein The first electrode is an anode, The second electrode is a cathode, The organic light-emitting device further comprises: an m-th light emitting unit between the first electrode and the second electrode; an (m-1)th light emitting unit between the first electrode and the mth light emitting unit; as well as an (m-1)th charge generation layer between the mth light emitting unit and the (m-1)th light emitting unit, The m-th light emitting unit includes an m-th emission layer, The (m-1)th light emitting unit includes the (m-1)th emission layer, The organic light-emitting device further includes an (m-1)th hole transport region between the first electrode and the (m-1)th emission layer, The organic light-emitting device further includes an (m-1)th electron transport region between the (m-1)th emission layer and the (m-1)th charge generation layer, The organic light-emitting device further includes an mth hole transport region between the (m-1)th charge generation layer and the mth emission layer, The organic light-emitting device further includes an mth electron transport region between the mth emission layer and the second electrode, The electron transport material included in the mth electron transport zone is different from the electron transport material included in the (m-1)th electron transport zone, The (m-1)th hole transport zone and the mth hole transport zone each include a hole injection layer, a hole transport layer, an electron blocking layer or any combination thereof, and The (m-1)th electron transport zone and the mth electron transport zone each include a hole blocking layer, an electron transport layer, an electron injection layer, a buffer layer, or any combination thereof. 17 . The organic light-emitting device according to claim 1 , wherein the m number of the light-emitting units are to emit blue light having a maximum emission wavelength greater than or equal to 440 nm and less than or equal to 490 nm.
18. A flat panel display device comprising: A thin film transistor comprising a source electrode, a drain electrode and an active layer; and an organic light-emitting device according to any one of claims 1 to 17, The first electrode of the organic light-emitting device is electrically connected to one of the source electrode and the drain electrode of the thin film transistor.
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