Organic light emitting device and apparatus including the same
By introducing n-type and p-type charge generation layers and electron transport and emission layer structures of different compounds into organic light-emitting devices, the electron injection efficiency is improved, the problem of low electron injection efficiency from the electron transport region to the emission layer is solved, and organic light-emitting devices with low driving voltage, high efficiency and long lifetime are realized.
Patent Information
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- Filing Date
- 2021-04-29
- Publication Date
- 2026-03-27
AI Technical Summary
Existing organic light-emitting devices have low electron injection efficiency from the electron transport region to the emission layer, resulting in problems such as high driving voltage, low efficiency, and short lifetime.
An emitter unit structure containing n-type and p-type charge generation layers is adopted. By using electron transport layers and emitter layers of different compounds in the emitter unit closest to the second electrode, the electron injection efficiency is improved, and a charge generation layer is introduced between the emitter units to form an NP junction.
It improves electron injection efficiency, reduces driving voltage, and improves device efficiency and lifespan.
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Figure CN113659083B_ABST
Abstract
Description
[0001] This application claims priority to and the benefit of Korean Patent Application No. 10-2020-0056658, filed May 12, 2020, in the Korean Intellectual Property Office, the entire contents of which are incorporated herein by reference. TECHNICAL FIELD
[0002] One or more aspects of embodiments of the present disclosure relate to an organic light emitting device and an apparatus including the same. BACKGROUND
[0003] An organic light emitting device (OLED) is a self-emissive device that exhibits excellent characteristics in terms of brightness, driving voltage, and response speed, and has a wide viewing angle, high contrast, and / or short response time.
[0004] In an example, an OLED can include a first electrode on a substrate, and a hole transport region, an emission layer, an electron transport region, and a second electrode sequentially stacked on the first electrode. Holes provided from the first electrode can move toward the emission layer through a non-emissive exciton transport region that does not contribute to emission of excitons generated within the hole emission layer, and electrons provided from the second electrode can move toward the emission layer through the electron transport region. Carriers such as holes and electrons can recombine in the emission layer to generate excitons. These excitons can transition from an excited state to a ground state, thereby generating light. SUMMARY
[0005] One or more aspects of embodiments of the present disclosure relate to an organic light emitting device that has a low driving voltage, high efficiency, and / or long lifespan by improving electron injection from an electron transport region to an emission layer.
[0006] Additional aspects will be set forth in part in the description which follows, and in part will become apparent to those skilled in the art upon examination of the following description and / or can be learned by practice of the disclosed embodiments.
[0007] One or more example embodiments of the present disclosure provide an organic light emitting device including:
[0008] a first electrode,
[0009] a second electrode facing the first electrode,
[0010] m emission units between the first electrode and the second electrode, and
[0011] m-1 charge generation layers each between two adjacent emission units among the m emission units, and including an n-type charge generation layer and a p-type charge generation layer,
[0012] wherein m is an integer of 2 or more,
[0013] The m emission units each include, in order, a hole transport region, an emission layer, and an electron transport region,
[0014] For example, the m emission units each include a hole transport region, an electron transport region, and an emission layer disposed between the hole transport region and the electron transport region,
[0015] The mth electron transport region included in the mth emission unit closest to the second electrode among the m emission units includes an mth electron transport layer,
[0016] The mth electron transport layer is a single layer including (e.g., consisting of) a first compound represented by Formula 1,
[0017] The mth emission layer included in the mth emission unit includes a second compound represented by Formula 1, and
[0018] The mth electron transport layer and the mth emission layer are different from each other (e.g., include different compounds):
[0019] Formula 1
[0020]
[0021] wherein, in Formula 1,
[0022] m1 can be 1 or 2,
[0023] m2 can be 0 or 1,
[0024] L1 and L2 can each independently be a single bond, *-O-*, *-S-*, *-C(R2)(R3)-*, *-C(R2)=*, *=C(R2)-*, *-C(R2)=C(R3)-*, *-C(=O)-*, *-C(=S)-*, *-C≡C-*, *-B(R2)-*, *-N(R2)-*, *-P(R2)-*, *-Si(R2)(R3)-*, *-Ge(R2)(R3)-*, a substituted or unsubstituted C5-C 60 carbocyclyl, or a substituted or unsubstituted C1-C 60 heterocyclyl,
[0025] a1 and a2 can each independently be an integer of 1 to 5,
[0026] Ar1 can be a substituted or unsubstituted C5-C 60 carbocyclyl, or a substituted or unsubstituted C1-C 60 heterocyclyl,
[0027] R1 to R3 can all be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, nitro, amido, hydrazine, hydrazone, substituted or unsubstituted C1-C. 60 Alkyl, substituted or unsubstituted C2-C 60 alkenyl, substituted or unsubstituted C2-C 60 Alkyne, substituted or unsubstituted C1-C 60 Alkoxy, substituted or unsubstituted C3-C 10 cycloalkyl, substituted or unsubstituted C1-C 10 Heterocyclic alkyl, substituted or unsubstituted C3-C 10 Cycloalkenyl, substituted or unsubstituted C1-C 10 Heterocyclic alkenyl, 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 condensed polycyclic groups, substituted or unsubstituted monovalent non-aromatic condensed heterocyclic groups, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), and -P(=O)(Q1)(Q2),
[0028] b1 can be an integer from 1 to 4.
[0029] c1 can be an integer from 1 to 10.
[0030] c1 *-(L1) a1 -(R1) b1 Any two adjacent groups may optionally be connected to each other to form substituted or unsubstituted C5-C. 60 Carbocyclic group or substituted or unsubstituted C1-C 60 Heterocyclic group,
[0031] Replacement 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 Alkyne group, substituted C1-C 60 Alkoxy, substituted C3-C 10 cycloalkyl, substituted C1-C 10 Heterocyclic alkyl, substituted C3-C 10 Cycloalkenyl, substituted C1-C10 heterocycloalkenyl, substituted C6-C 60 aryl, substituted C6-C 60 aryloxy, substituted C6-C 60 aralkyl, substituted C1-C 60 heteroaryl, substituted monovalent non-aromatic condensed polycyclic group and substituted monovalent non-aromatic condensed heteropolycyclic group, at least one substituent of which can be selected from:
[0032] deuterium, -F, -CI, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl and C1-C 60 alkoxy,
[0033] all of which are substituted with at least one selected from deuterium, -F, -CI, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, 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 aralkyl, C1-C 60 heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed 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 )C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl and C1-C 60 alkoxy,
[0034] 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 aralkyl, C1-C60 heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, biphenyl group, and terphenyl group,
[0035] each of which is substituted with at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino group, hydrazine group, hydrazone group, C1-C 60 alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, C1-C 60 alkoxy group, C3-C 10 cycloalkyl group, C1-C 10 heterocycloalkyl group, C3-C 10 cycloalkenyl group, C1-C 10 heterocycloalkenyl group, C6-C 60 aryl group, C6-C 60 aryloxy group, C6-C 60 arylthio group, C1-C 60 heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, biphenyl group, terphenyl group, -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 ), and 10 cycloalkyl group, C1-C 10 heterocycloalkyl group, C3-C 10 cycloalkenyl group, C1-C 10 heterocycloalkenyl group, C6-C 60 aryl group, C6-C 60 aryloxy group, C6-C 60 arylthio group, C1-C 60 heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, biphenyl group, and terphenyl group, and
[0036] -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 ), and
[0037] Q1to Q3, Q 11 to Q 13 , Q 21 to Q 23 and Q 31 to Q 33 may each independently be selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, 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, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, biphenyl group, and terphenyl group, and
[0038] * and *' each represent a bonding site to an adjacent atom.
[0039] One or more example 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.
[0040] One or more example embodiments of the present disclosure provide a device including a light source including an organic light emitting device; and
[0041] A quantum dot or an optical member including a quantum dot is disposed in a path of light emitted from the light source. BRIEF DESCRIPTION OF DRAWINGS
[0042] The above and other aspects, features, and advantages of certain embodiments of the disclosure will be more apparent from the following description taken in conjunction with the accompanying drawings, in which:
[0043] Figure 1 is a schematic cross-sectional view of an organic light emitting device according to an embodiment;
[0044] Figure 2 is a graph showing the lifespan of the organic light emitting device manufactured according to Example 1 and Comparative Examples 1 to 3, Comparative Example 7, and Comparative Example 8; and
[0045] Figure 3FIG. 1 is a graph showing a component ratio of a fluorescent component / delayed fluorescent component of an organic light emitting device according to Example 1 and Comparative Example 1. DETAILED DESCRIPTION
[0046] Reference will now be made in detail to embodiments, examples of which are illustrated in the accompanying drawings, wherein like reference numerals refer to like elements throughout and redundant description can not be provided. In this regard, the presented embodiments can have different forms and should not be construed as limited to the description set forth herein. Accordingly, the embodiments are described below, by referring to the drawings, to explain aspects of the present description. As used herein, the term "and / or" includes any and all combinations of one or more of the associated listed items. Throughout the disclosure, the expression "at least one of a, b, and c" indicates 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.
[0047] As used herein, the singular forms "a", "an" and "the" are intended to include the plural forms as well, unless the context clearly indicates otherwise. It will be further understood that the terms "comprises", "comprising", "includes" and / or "including", when used in this specification, specify the presence of stated features, steps, operations, elements, and / or components, but do not preclude the presence or addition of one or more other features, steps, operations, elements, components, and / or groups thereof. Moreover, when describing the embodiments of the present disclosure, the use of "can" means "one or more embodiments of the present disclosure".
[0048] It will be understood that when an element (layer) is referred to as being "on" another element (layer), "connected to" or "coupled to" another element (layer), it can be directly on, directly connected to or directly coupled to the other element (layer), or one or more intervening elements (layers) can also be present. When an element (layer) is referred to as being "directly on", "directly connected to" or "directly coupled to" another element (layer), there are no intervening elements (layers) present.
[0049] According to one or more embodiments, an organic light-emitting device includes: a first electrode; a second electrode facing the first electrode; m emission units located between the first electrode and the second electrode; and m-1 charge generation layers (e.g., two or more emission units and one or more charge generation layers) located between two adjacent emission units among the m emission units (e.g., sandwiched between the m emission units), each including an n-type charge generation layer and a p-type charge generation layer, wherein m is an integer of 2 or greater, each of the m emission units includes a hole transport region, an emission layer and an electron transport region arranged in this order (such that each of the m emission units includes a hole transport region, an electron transport region and an emission layer located between the hole transport region and the electron transport region), the m-th electron transport region included in the m-th emission unit closest to the second electrode among the m emission units includes the m-th electron transport layer, the m-th electron transport layer is a monolayer including a first compound (e.g., composed of the first compound), the m-th emission layer included in the m-th emission unit includes a second compound, and the m-th electron transport layer and the m-th emission layer are different from each other.
[0050] In the embodiments, m can be an integer of 3 or greater.
[0051] Figure 1 This is a schematic cross-sectional view of the organic light-emitting device 10 according to an embodiment. Figure 1 As shown, the organic light-emitting device 10 according to an embodiment includes: a first electrode 110; a second electrode 190 facing the first electrode 110; m emission units 150-1, 150-2 or 150-3 (in this example, m = 3) stacked between the first electrode 110 and the second electrode 190; and m-1 (in this example, 2) charge-generating layers 154-1 and 154-2, each located between two adjacent emission units among the m emission units 150-1, 150-2 or 150-3, and each including an n-type charge-generating layer 154-1a or 154-2a and a p-type charge-generating layer 154-1b or 154-2b.
[0052] Here, there are no particular limitations on the emitting unit, as long as it is a unit capable of emitting light. For example, the emitting unit may include one or more emitting layers. In some embodiments, the emitting unit may also include an organic layer in addition to the emitting layers.
[0053] Organic light-emitting device 10 includes Figure 1 The example is shown as a stack of m emitter units, emitter units 150-1, 150-2, and 150-3. m can be an integer of 2 or greater, and for example, can be an integer of 3 or greater. Although Figure 1An example in which m = 3 is shown, but embodiments of the present disclosure are not limited thereto. The number m of the emission units can be selected as desired or appropriate, and the upper limit of the number is not particularly limited. For example, the organic light-emitting device 10 can include 2, 3, 4, 5, or 6 emission units.
[0054] The organic light-emitting device 10 includes charge generation layers 154-1 and 154-2 between two adjacent emission units among the m emission units 150-1, 150-2, and 150-3. The term "adjacent" as used herein refers to an arrangement relationship or a spatial relationship of layers in which layers referred to as being adjacent to each other are closest to each other. For example, the expression "two emission units adjacent to each other" refers to an arrangement relationship of two emission units among the plurality of emission units arranged closest to each other (e.g., compared to all other combinations of two emission units). The term "adjacent" as used herein can refer to a case where two layers are in physical contact with each other and a case where a separate layer (e.g., an additional layer) not mentioned is arranged between the two layers. For example, "an emission unit adjacent to the second electrode 190" refers to an emission unit (e.g., the emission unit 150-3) among the plurality of emission units 150-1, 150-2, and 150-3 arranged closest to the second electrode 190. The second electrode 190 and the emission unit can be in physical contact with each other, or a separate layer other than the emission unit can be arranged between the second electrode 190 and the emission unit. In some embodiments, for example, an electron transport layer can be arranged between the second electrode 190 and the emission unit. However, a charge generation layer can be arranged between two adjacent emission units.
[0055] The charge generation layer can function as a cathode (e.g., can substantially function like a cathode) by generating electrons for one of the two adjacent emission units, and can also function as an anode (e.g., can substantially function like an anode) by generating holes for the other of the two adjacent emission units. In this regard, the charge generation layer can separate the adjacent emission units without being directly connected to any electrode. The example organic light-emitting device 10 including the m emission units 150-1, 150-2, and 150-3 can include m-1 charge generation layers 154-1 and 154-2.
[0056] The charge generation layers 154-1 and 154-2 each include an n-type charge generation layer 154-1a or 154-2a and a p-type charge generation layer 154-1b or 154-2b. Here, the n-type charge generation layer 154-1a or 154-2a and the p-type charge generation layer 154-1b or 154-2b can be in direct contact to form an NP (e.g., p-n) junction. With respect to the NP junction, electrons and holes can be generated in the n-type charge generation layer 154-1a or 154-2a and the p-type charge generation layer 154-1b or 154-2b, respectively, at the same time (e.g., concurrently). The generated electrons can be transferred through the n-type charge generation layer 154-1a or 154-2a to one of two adjacent emission units. The generated holes can be transferred through the p-type charge generation layer 154-1b or 154-2b to the other of the two adjacent emission units. In addition, the charge generation layers 154-1 and 154-2 each include 1 (one) n-type charge generation layer 154-1a or 154-2a and 1 (one) p-type charge generation layer 154-1b or 154-2b. For example, the organic light emitting device 10 including m-1 (two) charge generation layers 154-1 and 154-2 includes m-1 (two) n-type charge generation layers 154-1a and 154-2a and m-1 (two) p-type charge generation layers 154-1b and 154-2b.
[0057] The expression "n-type" as used herein refers to having n-type semiconductor properties and, for example, corresponds to having electron injection or transport properties. The expression "p-type" as used herein refers to having p-type semiconductor properties and, for example, corresponds to having hole injection or transport properties.
[0058] The m emission units 150-1, 150-2, and 150-3 can each include a hole transport region 151-1, 151-2, or 151-3, an emission layer 152-1, 152-2, or 152-3, and an electron transport region 153-1, 153-2, or 153-3 stacked in that order, and the m electron transport regions 153-1, 153-2, and 153-3 included in the m emission units 150-1, 150-2, and 150-3 can each include an electron transport material.
[0059] Here, the electron transport material included in each of the m electron transport regions 153-1, 153-2, and 153-3 can be the same as or different from each other.
[0060] The mth electron transport region 153-3 included in the mth emission unit 150-3 closest to the second electrode 190 among the m emission units 150-1, 150-2, and 150-3 can include an mth electron transport layer 153-3b.
[0061] The mth electron transport layer 153-3b can be a single layer consisting of a first compound described below, and the mth emission layer 152-3 included in the mth emission unit 150-3 can include a second compound described below. Here, the mth electron transport layer 153-3b and the mth emission layer 152-3 can be different from each other (e.g., can include different compounds and / or be formed of different components).
[0062] For example, the mth electron transport layer 153-3b can not include lithium metal or a material containing lithium metal.
[0063] In an embodiment, the first compound included in the mth electron transport region 153-3 can be different from an electron transport material included in at least one of the remaining electron transport regions 153-1 and 153-2.
[0064] In an embodiment, the mth emission layer 152-3 can include a second compound as a host.
[0065] In an embodiment, the first compound and the second compound can be the same as or different from each other.
[0066] The first compound and the second compound can each independently be represented by Formula 1:
[0067] Formula 1
[0068]
[0069] In Formula 1,
[0070] m1 can be 1 or 2, and
[0071] m2 can be 0 or 1.
[0072] When m1 is 2 and m2 is 0, two groups represented by may be connected to each other, and when m1 is 2 and m2 is 1, two groups represented by may be connected to each other via a linker represented by *-(L2) a2 groups represented by -Ar1 are connected to each other.
[0073] In Formula 1, L1 and L2 can each independently be a single bond, *-O-*', *-S-*', *-C(R2)(R3)-*, *-C(R2)=*', *=C(R2)-*, *-C(R2)=C(R3)-*, *-C(=O)-*, *-C(=S)-*, *-C≡C-*, *-B(R2)-*, *-N(R2)-*, *-P(R2)-*, *-Si(R2)(R3)-*, *-Ge(R2)(R3)-*, a substituted or unsubstituted C5-C 60Carbocyclic group or substituted or unsubstituted C1-C 60 Heterocyclic group.
[0074] For example, L1 and L2 can both be independently selected from:
[0075] Single bond, *-O-*', *-S-*', *-C(R2)(R3)-*', *-C(R2)=*', *=C(R2)-*', *-C(R2)=C(R3)-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R2)-*', *-N(R2)-*', *-P(R2)- *', *-Si(R2)(R3)-*', *-Ge(R2)(R3)-*', phenyl group, cyclopentadienyl group, indene group, naphthyl group, chamomile ring group, heptane group, indole group, acenaphthene group, fluorene group, spirodifluorene group, spirobenzo[a]fluorene-fluorene group, benzo[a]fluorene group, dibenzo[a]fluorene group, phenacetin group, phenanthrene group, anthracene group, fluoranthene group, pyrene group, Groups, tetraphenyl groups, styrene groups, perylene groups, pyrrole groups, thiophene groups, furan groups, thiophene groups, imidazole groups, pyrazole groups, thiazole groups, isothiazole groups, oxazole groups, isoxazole groups, pyridine groups, pyrazine groups, pyrimidine groups, pyridazine groups, triazine groups, benzofuran groups, benzothiophene groups, benzothiophene groups, dibenzothiophene groups, quinoline groups, isoquinoline groups, benzimidazole groups, imidazopyridine groups, and imidazopyrimidine groups; and
[0076] All are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, cyclopentadienyl, indene, naphthyl, chamomilecycloyl, heptanenyl, indaneyl, acenaphthyl, fluorenyl, spirodifluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthrenyl, anthraceneyl, fluoranthyl, pyreneyl alkyl, tetraphenyl, furanyl, perylene, pentyranyl, hexaphenyl, pentaphenyl, rubidyl, benzoyl, ovophenyl, pyrroleyl, thiopheneyl, furanyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, benzofuranyl, benzothiopheneyl, -Si(Q 31 (Q) 32 (Q) 33 -N(Q) 31 (Q) 32 ) and -B(Q 31 (Q) 32a phenyl group, and a naphthyl group, and a phenyl group, and a naphthyl group, and
[0077] Q 31 to Q 33 may each independently be selected from the group consisting of a C1-C 20 alkyl group, a C1-C 20 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, and a pyridyl group.
[0078] For example, L1and L2may each independently be selected from a single bond, *-O-*', *-S-*', *-C(Z1)(Z2)-', *-C(Z1)=*', *=C(Z1)-', *-C(Z1)=C(Z2)-', *-C(=O)-', *-C(=S)-', *-C≡C-*, *-B(Z1)-', *-N(Z1)-', *-P(Z1)-', *-Si(Z1)(Z2)-', *-Ge(Z1)(Z2)-', and a group represented by Formulae 4-1 to 4-30:
[0079]
[0080]
[0081] In Formulae 4-1 to 4-30,
[0082] Y1may be selected from C(Z3)(Z4), N(Z5), Si(Z6)(Z7), O, and S,
[0083] Z1to Z7may each independently be selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a C1-C 20 alkyl group, a C1-C 20 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, and a pyridyl group. heteroaryl groups, and -Si(Q 31 )(Q 32 )(Q 33 ,
[0084] Q 31 to Q 33 may each independently be selected from the group consisting of C1-C 20 alkyl groups, C1-C 20 alkoxy groups, phenyl groups, biphenyl groups, terphenyl groups, naphthyl groups, and pyridyl groups,
[0085] d2may be an integer from 0 to 2,
[0086] d3may be an integer from 0 to 3,
[0087] d4may be an integer from 0 to 4,
[0088] d5may be an integer from 0 to 5,
[0089] d6may be an integer from 0 to 6,
[0090] d8may be an integer from 0 to 8, and
[0091] * and *' each represent a bonding site to an adjacent atom.
[0092] In Formula 1, a1and a2may each independently be an integer from 1 to 5. For example, in Formula 1, a1and a2may each independently be an integer from 1 to 4. For example, in Formula 1, a1and a2may each independently be an integer from 1 to 3.
[0093] In Formula 1, Ar1may be a substituted or unsubstituted C5-C 60 carbocyclic group or a substituted or unsubstituted C1-C 60 heterocyclic group.
[0094] For example, Ar1may be selected from the group consisting of phenyl groups, pentalenyl groups, indenyl groups, naphthyl groups, azulenyl groups, heptalene groups, indacene groups, acenaphthyl groups, fluorenyl groups, spirobifluorenyl groups, spirobenzofluorene-fluorenyl groups, benzofluorenyl groups, dibenzofluorenyl groups, phenalenyl groups, phenanthyl groups, anthryl groups, fluoranthenyl groups, pyrenyl groups, Groups, tetraphenyl group, furan group, perylene group, pyrrole group, thiophene group, furan group, thiophene group, imidazole group, pyrazole group, thiazole group, isothiazole group, oxazole group, isoxazole group, pyridine group, pyrazine group, pyrimidine group, pyridazine group, triazine group, benzofuran group, benzothiophene group, benzothiophene group, dibenzothiophene group, quinoline group, isoquinoline group, benzimidazole group, dibenzodiazepine Group, 10,11-dihydro-dibenzo[b,f]aza Groups, phenoxazine groups, imidazopyridine groups, and imidazopyrimidine groups;
[0095] All are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, cyclopentadienyl, indene, naphthyl, chamomilecycloyl, heptanenyl, indaneyl, acenaphthyl, fluorenyl, spirodifluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthrenyl, anthraceneyl, fluoranthyl, pyreneyl alkyl, tetraphenyl, furanyl, perylene, pentyranyl, hexaphenyl, pentaphenyl, rubidyl, benzoyl, ovophenyl, pyrroleyl, thiopheneyl, furanyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, benzofuranyl, benzothiopheneyl, -Si(Q 31 (Q) 32 (Q) 33 -N(Q) 31 (Q) 32 ) and -B(Q 31 (Q) 32 The following groups are selected from at least one of the following groups: phenyl group, cyclopentadiene group, indene group, naphthyl group, chamomile ring group, heptadiene group, indole group, acenaphthene group, fluorene group, spirodifluorene group, spirobenzo[a]fluorene-fluorene group, benzo[a]fluorene group, dibenzo[a]fluorene group, phenatene group, anthracene group, fluoranthene group, pyrene group, etc. Groups, tetraphenyl group, furan group, perylene group, pyrrole group, thiophene group, furan group, thiophene group, imidazole group, pyrazole group, thiazole group, isothiazole group, oxazole group, isoxazole group, pyridine group, pyrazine group, pyrimidine group, pyridazine group, triazine group, benzofuran group, benzothiophene group, benzothiophene group, dibenzothiophene group, quinoline group, isoquinoline group, benzimidazole group, dibenzodiazepine Group, 10,11-dihydro-dibenzo[b,f]aza Groups, phenoxazine groups, imidazopyridine groups, and imidazopyrimidine groups, and
[0096] Q 31 to Q 33 may each independently be selected from the group consisting of substituted or unsubstituted C1-C 20 alkyl, C1-C 20 alkoxy, phenyl, biphenyl, terphenyl, naphthyl, and pyridyl.
[0097] In Formula 1, R1to R3may each independently be selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, nitro, amidino, hydrazino, 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, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), and -P(=O)(Q1)(Q2).
[0098] For example, R1to R3may each independently be selected from the group consisting of:
[0099] hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, C1-C 20 alkyl, C1-C 20 alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, indenyl, naphthyl, azulenyl, heptalenyi, indacenyl, acenaphthyl, fluorenyl, spirobifluorenyl, spirobenzofluorene-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthryl, anthryl, fluoranthenyl, pyrenyl, alkyl, tetraphenyl, furanyl, perylene, pentofenyl, hexaphenyl, pentaphenyl, rubidyl, benzoyl, pyrrolyl, thiophenyl, furanyl, thiophenyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzofuranyl, benzothiophenyl, benzothiophenyl, dibenzothiophenyl, benzoimidazolyl, imidazopyridyl, imidazopyrimidinyl, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) and -P(=O)(Q1)(Q2);
[0100] All are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, cyclopentadienyl, indene, naphthyl, chamomilecycloyl, heptanenyl, indaneyl, acenaphthyl, fluorenyl, spirodifluorenyl, spirobenzofluorenyl-fluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenatenyl, phenanthreneyl, anthraceneyl, fluoranyl, pyreneyl alkyl, tetraphenyl, francyl, perylene, pentofenyl, hexaphenyl, pentaphenyl, rubidyl, benzoyl, pyrrolyl, thiophenyl, furanyl, thiophenyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzofuranyl, benzothiophenyl, benzothiophenyl, dibenzothiophenyl, benzimidazolyl, imidazopyridyl, imidazopyrimidinyl, -Si(Q) 31 (Q) 32 (Q) 33 -N(Q) 31 (Q) 32 ) and -B(Q 31 (Q) 32 The following are selected from at least one of the following: phenyl, biphenyl, terphenyl, cyclopentadienyl, indene, naphthyl, chamomilecycloyl, heptadienyl, indaneyl, acenaphthyl, fluorenyl, spirodifluorenyl, spirobenzofluoren-fluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenerenoyl, anthraceneyl, fluoranthyl, pyreneyl. alkyl, tetraphenyl, furanyl, perylene, pentylenetyl, hexaphenyl, pentaphenyl, rubidyl, benzoyl, pyrrolyl, thiophenyl, furanyl, thiophenyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzofuranyl, benzothiophenyl, benzothiophenyl, dibenzothiophenyl, benzoimidazolyl, imidazopyridyl, and imidazopyrimidinyl, and
[0101] Q1 to Q3 and Q 31 to Q 33 may each independently be selected from C1-C 20 alkyl, C1-C 20 alkoxy, phenyl, biphenyl, terphenyl, naphthyl, and pyridyl.
[0102] In Formula 1, b1 can be an integer of 1 to 4, and c1 can be an integer of 0 to 10, wherein, in the *-(L1) a1 -(R1) b1 Any two adjacent groups among the above can be optionally linked to each other to form a substituted or unsubstituted C5-C 60 carbocyclic group or a substituted or unsubstituted C1-C 60 heterocyclic group.
[0103] In an embodiment, the first compound and the second compound can each independently be represented by one of Formulae 1-1 to 1-4:
[0104] Formula 1-1
[0105]
[0106] Formula 1-2
[0107]
[0108] Formula 1-3
[0109]
[0110] Formula 1-4
[0111]
[0112] In Formulae 1-1 to 1-4,
[0113] L 11 , L 12 , L 111 , L 112 , L 121 , L 122 , a11, a12, a111, a112, a121, a122, Ar 11 , R 11 , R 111 , R 112 , b11, b111, and b112 can each independently be the same as described in connection with L1, L2, a1, a2, Ar1, R1 to R3, and b1,
[0114] c11 can be an integer of 0 to 10, and
[0115] c12, c121, and c122 can each independently be an integer of 0 to 9.
[0116] In Formula 1, the first compound and the second compound can each independently be selected from Compound 1 to Compound 80:
[0117]
[0118]
[0119]
[0120]
[0121]
[0122]
[0123]
[0124] In an embodiment, a difference between a lowest unoccupied molecular orbital (LUMO) energy level of the mth emission layer 152-3 and a LUMO energy level of the mth electron transport layer 153-3b can be equal to or less than about 0.3 eV.
[0125] For example, an absolute value of the LUMO energy level of the mth emission layer 152-3 can be about 2.4 eV to about 2.7 eV.
[0126] For example, an absolute value of the LUMO energy level of the mth electron transport layer 153-3b can be about 2.7 eV to about 3.0 eV.
[0127] In an embodiment, the mth emission unit 150-3 can further include an mth buffer layer 153-3a between the mth emission layer 152-3 and the mth electron transport layer 153-3b.
[0128] For example, an absolute value of the triplet energy level of the mth buffer layer 153-3a can be greater than an absolute value of a triplet energy level of the second compound included in the mth emission layer 152-3 by about 0.2 eV or more.
[0129] For example, an absolute value of the triplet energy level of the mth buffer layer 153-3a can be about 2.5 eV to about 3.1 eV.
[0130] For example, an absolute value of the triplet energy level of the second compound included in the mth emission layer 152-3 can be about 2.3 eV to about 2.9 eV.
[0131] In an embodiment, the organic light emitting device 10 can further include a first electron injection layer (hereinafter, also referred to as an electron injection layer) 153-3c between the mth electron transport layer 153-3b and the second electrode 190, and the first electron injection layer 153-3c can include Li metal or a material including Li metal.
[0132] In one or more embodiments, the organic light emitting device 10 can further include a first electron injection layer 153-3c between the mth electron transport layer 153-3b and the second electrode 190, and the first electron injection layer 153-3c can include a material having an absolute value of an escape work of about 2.6 eV to about 3.6 eV.
[0133] Various suitable methods of measuring the LUMO energy level, the triplet energy level, and the escape work are described below, but are not limited thereto.
[0134] The LUMO energy level, the triplet energy level, and the escape work can be measured using cyclic voltammetry (for example, using ZIVE SP2 available from Wonatech Co.). A sample solution and an electrolyte solution are prepared as follows; ferrocene is used as a standard substance (for example, a reference), and (Bu)4NPF6 is used as an electrolyte:
[0135] Sample solution of a compound to be measured: 5 x 10 -3 M dichloromethane solution,
[0136] Sample solution of ferrocene: 5 x 10 -3 M dichloromethane solution,
[0137] (Bu)4NPF6 electrolyte solution: 0.1 M acetonitrile solution.
[0138] An E we -I relationship graph (cyclic voltammogram) of the compound to be measured and the standard substance can be drawn, in which a tangent line can be drawn from a point at which the current is significantly increased (for example, tangent to the slope of the current increase), and the voltage at which the tangent line contacts the point of the x-axis (for example, the oxidation onset voltage E ox). The HOMO level of the compound to be measured can be calculated by setting the highest occupied molecular orbital (HOMO) level of ferrocene to -4.8 eV (e.g., thus the HOMO level of the compound with respect to ferrocene can be calculated by adding 4.8 eV to the initial voltage difference). Here, in the m emission units 150-1, 150-2, and 150-3, the m hole transport regions 151-1, 151-2, and 151-3 can each independently include a hole injection layer 151-1b, 151-2b, or 151-3b, a hole transport layer 151-1a, 151-2a, or 151-3a, an electron blocking layer, or any combination thereof, and the m electron transport regions 153-1, 153-2, and 153-3 can each independently include a hole blocking layer, an electron transport layer 153-1b, 153-2b, or 153-3b, an electron injection layer 153-3c, a buffer layer 153-1a, 153-2a, or 153-3a, or any combination thereof.
[0139] In the organic light emitting device 10, m can be 3 or 4.
[0140] In an embodiment, the first electrode 110 can be an anode, and the second electrode 190 can be a cathode.
[0141] In an embodiment, the m emission units 150-1, 150-2, and 150-3 can each emit light having the same maximum emission wavelength.
[0142] In one or more embodiments, the m emission units 150-1, 150-2, and 150-3 can each emit blue light having a maximum emission wavelength equal to or greater than about 440 nm and equal to or less than about 480 nm (based on a front peak wavelength). The front peak wavelength indicates a peak wavelength of light emitted from the front side.
[0143] In one or more embodiments, a maximum emission wavelength of light emitted by at least one of the m emission units can be different from a maximum emission wavelength of light emitted by at least one of the remaining emission units. For example, in an organic light-emitting device including a first emission unit and a second emission unit, a maximum emission wavelength of light emitted by the first emission unit can be different from a maximum emission wavelength of light emitted by the second emission unit. Here, an emission layer included in the first emission unit and the second emission unit can each independently have: i) a single layer structure including a single material (e.g., consisting of a single material); ii) a single layer structure including a plurality of different materials; or iii) a multi-layer structure including a plurality of layers including a plurality of different materials. Accordingly, light emitted by the first emission unit and / or the second emission unit can be single-color light or multi-color light. In one or more embodiments, in an organic light-emitting device including a first emission unit, a second emission unit, and a third emission unit, a maximum emission wavelength of light emitted by the first emission unit can be the same as a maximum emission wavelength of light emitted by the second emission unit, but can be different from a maximum emission wavelength of light emitted by the third emission unit. In one or more embodiments, a maximum emission wavelength of light emitted by the first emission unit, a maximum emission wavelength of light emitted by the second emission unit, and a maximum emission wavelength of light emitted by the third emission unit can each be different from one another.
[0144] In an embodiment, a component ratio of the delayed fluorescent component can be equal to or greater than 30% based on a sum of the fluorescent component and the delayed fluorescent component among all light emission components emitted when measuring a transient electroluminescence (EL) of the organic light-emitting device 10.
[0145] Here, an apparatus for measuring the delayed fluorescent component is collectively referred to as a transient EL apparatus (hereinafter, referred to as a "Tr. EL apparatus"), in which the Tr. EL apparatus can include an oscilloscope converting an optical signal and an electrical signal, a pulse generator applying a square wave pulse, a power supply applying a voltage by converting an AC voltage to DC, a chamber serving as a darkroom, and a photomultiplier tube (PMT) detecting emitted light.
[0146] In the Tr.EL device, the device is fixed to be measured at the same condition with a certain frequency and pulse width, and a pure delayed fluorescence component can be analyzed by applying a negative voltage to exclude a trap charge existing inside the device. The signal of the analysis can be collected through a PC (e.g., a logged computer) and applied by modeling a phenomenon of a decay behavior. By fitting the measured delayed fluorescence component as 1 / sqrt, a phenomenon of a linear decay can be confirmed, and a component ratio of the delayed fluorescence can be obtained by extracting a corresponding segment. Further, in the case of an organic light emitting device, when a pulse applied is turned off, a residual trap charge remains on the device and emits light by recombination. Thus, the trap charge can be excluded (separated) from the EL signal, and a portion excluding a trap charge part (contribution) is fitted as 1 / sqrt, thereby ensuring a linear decay time for clear fitting.
[0147] In the prior art device, in order to secure reliability and driving stability of the device, the device can include a layer in which a lithium complex (e.g., lithium 8-hydroxyquinoline (LiQ)) or the like is mixed with an organic compound in an electron transport region for electron transport.
[0148] Such a lithium complex can quench excitons, and more specifically, can quench non-emitting excitons, which are among excitons generated inside an emission layer and do not contribute to light emission, to improve stability of the device.
[0149] However, the lithium complex has a problem of reducing light emission efficiency by partially quenching excitons (in addition to non-emitting excitons) that contribute to light emission.
[0150] To solve this problem, the organic light emitting device of the disclosure can include an improved emission layer and an electron transport layer in contact with an electrode, thereby securing both efficiency and lifespan (e.g., securing both efficiency and lifespan at the same time) without using a lithium complex such as LiQ.
[0151] Generally, when an electron transport layer includes only a single material (e.g., consists of a single material) rather than a mixed component, electron injection can not be smooth, resulting in an increase in driving voltage and a decrease in efficiency.
[0152] However, the organic light emitting device of the disclosure not only includes an electron transport layer having a single layer structure including an anthracene derivative, but also includes an anthracene derivative in an adjacent emission layer, so that the interdependence between anthracene derivative molecules can be increased during electron injection, thereby improving electron injection characteristics.
[0153] Further, the organic light emitting device of the present disclosure includes a buffer layer having a triplet energy level higher than a triplet energy level of an anthracene derivative host included in an emission layer, so that excitons generated in the emission layer can be effectively controlled, thereby exhibiting an effect of increasing delayed fluorescence by blocking T1 excitons of the host.
[0154] In addition, the organic light emitting device of the present disclosure includes a single electron transport layer and an emission layer including an anthracene derivative in an emission unit adjacent to a cathode, so that compared to a case in which the anthracene derivative is included in an emission unit not adjacent to a second electrode, electron injection from the cathode can be better facilitated due to improved control of a dipole moment of the anthracene derivative.
[0155] In addition, in the organic light emitting device of the present disclosure, a difference between a LUMO energy level of an electron transport layer composed of an anthracene derivative and a LUMO energy level of an emission layer including an anthracene derivative is limited within about 0.3 eV. In this regard, due to similar dipole characteristics and a principle of enhancing interdependence between anthracene derivative molecules during electron injection, smooth injection characteristics can be obtained.
[0156] In addition, the cathode of the organic light emitting device of the present disclosure can include Li metal or a material including Li metal. In this regard, due to a low work function of Li and high dipole characteristics of a material including Li metal, inter-transmission between anthracene derivative molecules having high dipole characteristics can be further enhanced.
[0157] In addition, the organic light emitting device of the present disclosure includes a cathode material having an absolute value of a work function of about 2.6 eV to about 3.6 eV. In this regard, by a principle of securing low electron injection characteristics, the organic light emitting device can exhibit a low driving voltage and smooth current injection characteristics.
[0158] According to one or more embodiments, a flat panel display apparatus includes 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.
[0159] According to one or more embodiments, an apparatus includes a light source including an organic light emitting device; and
[0160] A quantum dot or an optical member including a quantum dot is disposed in (along the path of light emitted from the light source).
[0161] The term "intermediate layer" as used herein can refer to a single layer and / or a plurality of layers positioned between a first electrode and a second electrode of an organic light emitting device. Materials included in the "intermediate layer" are not limited to organic materials.
[0162] Hereinafter, embodiments will be described in detail with reference to the drawings.Figure 1 The structure of the organic light emitting device 10 according to an embodiment and a method of manufacturing the organic light emitting device 10 will be described.
[0163] [First electrode 110]
[0164] In Figure 1 The substrate can be located under the first electrode 110 and / or over the second electrode 190. The substrate can be a glass substrate and / or a plastic substrate each having excellent mechanical strength, thermal stability, transparency, surface smoothness, handleability, and / or water resistance.
[0165] The first electrode 110 can be formed by, for example, depositing and / or sputtering a material for forming the first electrode 110 on the substrate. When the first electrode 110 is an anode, the material for forming the first electrode 110 can be selected from materials having a high work function to facilitate hole injection.
[0166] The first electrode 110 can be a reflective electrode, a semi-transmissive electrode, or a transmissive electrode. When the first electrode 110 is a transmissive electrode, the material for forming the first electrode 110 can 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 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 for forming the first electrode 110 can 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 disclosure are not limited thereto.
[0167] The first electrode 110 can have a single layer structure or a multi-layer structure including two or more layers. For example, the first electrode 110 can have a three-layer structure of ITO / Ag / ITO, but the structure of the first electrode 110 is not limited thereto.
[0168] [Intermediate layer 150]
[0169] The intermediate layer 150 is located on the first electrode 110. The intermediate layer 150 includes emission units 150-1, 150-2, and 150-3.
[0170] The intermediate layer 150 can further include a hole transport region 151-1, 151-2, or 151-3 between the first electrode 110 and the emission unit 150-1, 150-2, or 150-3, and an electron transport region 153-1, 153-2, or 153-3 between the emission unit 150-1, 150-2, or 150-3 and the second electrode 190.
[0171] The hole transport region 151-1, 151-2, or 151-3 in the intermediate layer 150
[0172] The hole transport region 151-1, 151-2, or 151-3 can have: i) a single layer structure including a single material (e.g., consisting of a single material); ii) a single layer structure including a plurality of different materials; or iii) a multi-layer structure including a plurality of layers including a plurality of different materials.
[0173] The hole transport region 151-1, 151-2, or 151-3 can include at least one layer selected from a hole injection layer 151-1b, 151-2b, or 151-3b, a hole transport layer 151-1a, 151-2a, or 151-3a, an emission auxiliary layer, and an electron blocking layer.
[0174] For example, the hole transport region 151-1, 151-2, or 151-3 can have a single layer structure including a plurality of different materials or a multi-layer structure with a hole injection layer / hole transport layer, a hole injection layer / hole transport layer / emission auxiliary layer, a hole injection layer / emission auxiliary layer, a hole transport layer / emission auxiliary layer, or a hole injection layer / hole transport layer / electron blocking layer, in which the constituent layers of each structure are sequentially stacked on the first electrode 110 in the order of the statement, but embodiments of the present disclosure are not limited thereto.
[0175] The hole transport region 151-1, 151-2, or 151-3 can 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 / camphor sulfonic acid (PANI / CSA), polyaniline / poly(4-styrenesulfonate) (PANI / PSS), a compound represented by Formula 201, and a compound represented by Formula 202:
[0176]
[0177] Formula 201
[0178]
[0179] Formula 202
[0180]
[0181] In Formula 201 and Formula 202,
[0182] L 201 to L 204 may each independently 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, substituted or unsubstituted bivalent non-aromatic condensed polycyclic group and substituted or unsubstituted bivalent non-aromatic condensed heteropolycyclic group,
[0183] L 205 may 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, substituted or unsubstituted bivalent non-aromatic condensed polycyclic group and substituted or unsubstituted bivalent non-aromatic condensed heteropolycyclic group,
[0184] xa1to xa4may each independently be an integer of 0 to 3,
[0185] xa5may be an integer of 1 to 10, and
[0186] R 201 to R 204 and Q 201 may each independently 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 60Heteroaryl, substituted or unsubstituted monovalent nonaromatic condensed polycyclic groups and substituted or unsubstituted monovalent nonaromatic condensed heterocyclic groups.
[0187] For example, in equation 202, R 201 and R 202 They can be optionally linked to each other via single bonds, dimethyl-methylene, or diphenyl-methylene, and R 203 and R 204 They can be optionally linked to each other via single bonds, dimethyl-methylene, or diphenyl-methylene.
[0188] In the embodiments, in equations 201 and 202,
[0189] L 201 To L 205 Each can be independently selected from:
[0190] Phenylidene, cyclopentadienyl, indene, naphthyl, chamomilecycloyl, heptadienyl, adafenyl, acenaphthene, fluorene, spirodifluorene, benzo[9,10]fluorene, dibenzo[9,10]fluorene, phenenyl, anthracene, fluorenyl, benzo[9,10]phenenyl, pyrene, phenylene alkyl, benzotetraphenyl, purylene, perylene, pentaphenylene, benzohexaphenylene, benzopentaphenylene, benzobenzyl, benzoylene, oleophylene, thiopheneyl, furanyl, carbazolyl, indoleyl, isoydinolyl, benzofuranyl, benzothiopheneyl, dibenzofuranyl, dibenzothiopheneyl, benzocarbazolyl, dibenzothiopheneyl, and pyridylene; and
[0191] All are substituted with groups ranging from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, substituted with C1-C 10 Alkyl phenyl, substituted -F phenyl, cyclopentadienyl, indene, naphthyl, chamomilecycloyl, heptalenyl, indaneyl, acenaphthyl, fluorenyl, spirodifluorenyl, benzo[9,10]phenanthryl, dibenzo[9,10]fluorenyl, pyrene alkyl, tetraphenyl, francyl, perylene, pentylenetyl, hexaphenyl, pentaphenyl, rubidyl, benzoyl, leucophenyl, thiophene, furanyl, carbazole, indole, isoindole, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzocarbazole, dibenzocarbazole, dibenzothiophene, pyridyl, -Si(Q) 31 (Q) 32 (Q)33 ) and -N(Q 31 )(Q 32 ) selected from at least one of phenylene, periflanenylene, indenylene, naphthylene, heliatylene, indacene, acenylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenalenylene, phenanthrenylene, anthracenylene, fluoranthenylene, benzo[9,10]phenanthrenylene, pyrenylene, perylene, pentaphenylene, hexaperi hydrogen, pentacene, coronene, rubicene, chrysene, ovalene, thiophenylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dithiophenylene, and pyridinylene, and
[0192] Q 31 to Q 33 may each independently be selected from C1-C 10 alkyl, C1-C 10 alkoxy, phenyl, biphenyl, terphenyl, and naphthyl.
[0193] In one or more embodiments, xa1 to xa4 can each independently be 0, 1, or 2.
[0194] In one or more embodiments, xa5 can be 1, 2, 3, or 4.
[0195] In one or more embodiments, R 201 to R 204 and Q 201 may each independently be selected from:
[0196] phenyl, biphenyl, terphenyl, periflanenyl, indenyl, naphthyl, heliatyl, indacenyl, acenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, perylene, pentaphenyl, hexaperi hydrogen, pentacene, coronene, rubicene, chrysene, ovalene, thiophenylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dithiophenylene, and pyridinylene; and
[0197] each independently substituted with from 0 to 12 groups independently selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 20 alkyl, C1-C 20Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, substituted with C1-C 10 Alkyl phenyl, substituted -F phenyl, cyclopentadienyl, indene, naphthyl, chamomilecycloyl, heptalenyl, indaneyl, acenaphthyl, fluorenyl, spirodifluorenyl, benzo[9,10]phenanthryl, dibenzo[9,10]fluorenyl, pyrene alkyl, tetraphenyl, francyl, perylene, pentylenetyl, hexaphenyl, pentaphenyl, rubidyl, benzoyl, leucophenyl, thiophene, furanyl, carbazole, indole, isoindole, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzocarbazole, dibenzocarbazole, dibenzothiophene, pyridyl, -Si(Q) 31 (Q) 32 (Q) 33 ) and -N(Q 31 (Q) 32 The following are selected from at least one of the following: phenyl, biphenyl, terphenyl, cyclopentadienyl, indole, naphthyl, chamomilecycloyl, heptalenyl, indoleyl, acenaphthyl, fluorenyl, spirodifluorenyl, benzo[9,10]phenanthryl, pyrene, The following compounds are listed: alkyl, tetraphenyl, furanyl, perylene, pentylenetyl, hexaphenyl, pentaphenyl, rubidyl, benzoyl, leucophenyl, thiophenyl, furanyl, carbazoleyl, indoleyl, isoindoleyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoleyl, dibenzocarbazoleyl, dibenzothiophenolyl, and pyridyl.
[0198] Q 31 To Q 33 Each can be independently identical to the description above.
[0199] In one or more embodiments, R from formula 201 201 To R 203 At least one of the selected items can be independently selected from:
[0200] Fluorenyl, spirodifluorenyl, carbazole, dibenzofuranyl and dibenzothiopheneyl; and
[0201] All are substituted with groups ranging from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, substituted with C1-C 10fluorenyl, spirobifluorenyl, carbazolyl, dibenzofuranyl, and dibenzothiophenyl,
[0202] Embodiments of the present disclosure are not limited thereto, however.
[0203] In one or more embodiments, in Formula 202, i) R 201 and R 202 may be connected to each other via a single bond, and / or ii) R 203 and R 204 may be connected to each other via a single bond.
[0204] In one or more embodiments, at least one of R 201 to R 204 in Formula 202 can be selected from:
[0205] carbazolyl; and
[0206] substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a C1-C 20 alkyl group, a C1-C 20 alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, a biphenyl group, a terphenyl group, a phenyl group substituted with a C1-C 10 alkyl group, a phenyl group substituted with -F, a naphthyl group, a fluorenyl group, a spirobifluorenyl group, a carbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group,
[0207] Embodiments of the present disclosure are not limited thereto, however.
[0208] The compound represented by Formula 201 can be represented by Formula 201-1:
[0209] Formula 201-1
[0210]
[0211] In embodiments, the compound represented by Formula 201 can be represented by Formula 201-2, but embodiments of the present disclosure are not limited thereto:
[0212] Formula 201-2
[0213]
[0214] In one or more embodiments, the compound represented by Formula 201 can be represented by Formula 201-2(1), but embodiments of the present disclosure are not limited thereto:
[0215] Formula 201-2(1)
[0216]
[0217] In one or more embodiments, the compound represented by Formula 201 can be represented by Formula 201A:
[0218] Formula 201A
[0219]
[0220] In one or more embodiments, the compound represented by Formula 201 can be represented by Formula 201A(1), but embodiments of the present disclosure are not limited thereto:
[0221] Formula 201A(1)
[0222]
[0223] In one or more embodiments, the compound represented by Formula 201 can be represented by Formula 201A-1, but embodiments of the present disclosure are not limited thereto:
[0224] Formula 201A-1
[0225]
[0226] In one embodiment, the compound represented by Formula 202 can be represented by Formula 202-1:
[0227] Formula 202-1
[0228]
[0229] In one or more embodiments, the compound represented by Formula 202 can be represented by Formula 202-1(1):
[0230] Formula 202-1(1)
[0231]
[0232] In one or more embodiments, the compound represented by Formula 202 can be represented by Formula 202A:
[0233] Formula 202A
[0234]
[0235] In one or more embodiments, the compound represented by Formula 202 can be represented by Formula 202A-1:
[0236] Formula 202A-1
[0237]
[0238] In Formula 201-1, Formula 201-2, Formula 201-2(1), Formula 201A, Formula 201A(1), Formula 201A-1, Formula 202-1, Formula 202-1(1), Formula 202A, and Formula 202A-1,
[0239] L 201 to L 203 , xa1to xa3, xa5, and R 202 to R 204 may each independently be the same as described above,
[0240] L 205 may be selected from phenylene and fluorenylene,
[0241] X 211 may be selected from O, S, and N(R 211 ),
[0242] X 212 may be selected from O, S, and N(R 212 ),
[0243] R 211 and R 212 may each independently be the same as described in connection with R 203 , and
[0244] R 213 to R 217 may each independently be selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C1-C 20 alkyl, C1-C 20 alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, phenyl substituted with C1-C 10 alkyl, phenyl substituted with -F, and indenyl, naphthyl, azulenyl, heptalynyl, indacenyl, acenaphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenalene, phenanthrene, anthracene, fluoranthenyl, benzo[9,10]phenanthryl, pyryl, pyryl, perylenyl, pentaphenyl, pentacenyl, periflanthene, chrysene, coronene, thienyl, furanyl, carbazolyl, indolyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothianthryl, and pyridyl.
[0245] The hole transport region 151-1, 151-2, or 151-3 can include at least one compound selected from Compound HT1 to Compound HT48, but embodiments of the present disclosure are not limited thereto:
[0246]
[0247]
[0248]
[0249]
[0250] The thickness of the hole transport region 151-1, 151-2, or 151-3 can 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 of the hole injection layer 151-1b, 151-2b, or 151-3b and the hole transport layer 151-1a, 151-2a, or 151-3a, the thickness of the hole injection layer 151-1b, 151-2b, or 151-3b can be about to about For example, about to about and the thickness of the hole transport layer 151-1a, 151-2a, or 151-3a can be about to about For example, about to about When the thicknesses of the hole transport region 151-1, 151-2, or 151-3, the hole injection layer 151-1b, 151-2b, or 151-3b, and the hole transport layer 151-1a, 151-2a, or 151-3a are within the above ranges, satisfactory hole transport characteristics can be obtained without significantly increasing the driving voltage.
[0251] The emission auxiliary layer can improve the light emission efficiency by compensating for 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 auxiliary layer and the electron blocking layer can each include a material as described above.
[0252] [p-dopant]
[0253] In addition to the materials described above, the hole transport region 151-1, 151-2, or 151-3 can further include a charge generation material for improving the electrical conductivity.
[0254] The charge generation material can be dispersed substantially uniformly or non-uniformly in the hole transport region 151-1, 151-2, or 151-3.
[0255] The charge generation material can be, for example, a p-dopant.
[0256] In an embodiment, the LUMO level of the p-dopant can be equal to or less than -3.5 eV.
[0257] The p-dopant can include at least one selected from a quinone derivative, a metal oxide, and a cyano-containing compound, but embodiments of the present disclosure are not limited thereto.
[0258] For example, the p-dopant can include at least one selected from the following compounds:
[0259] a quinone derivative such as tetracyanoquinodimethane (TCNQ) and / or 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ);
[0260] a metal oxide such as tungsten oxide and / or molybdenum oxide;
[0261] 1,4,5,8,9,12-hexaazatriphenylenehexacarbonitrile (HAT-CN); and
[0262] a compound represented by Formula 221,
[0263] but embodiments of the present disclosure are not limited thereto:
[0264]
[0265] Formula 221
[0266]
[0267] In Formula 221,
[0268] R 221 to R 223 may each 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 condensed polycyclic group, and substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, and at least one selected from R 221 to R 223 may have at least one selected from cyano, -F, -Cl, -Br, -I, C1-C 20 alkyl substituted with -F, C1-C 20 alkyl substituted with -Cl, C1-C 20C1-C6alkyl and -I-substituted C1-C6alkyl 20 at least one substituent selected from the group consisting of -F, -Cl, -Br, -I, -OH, -C1-C6alkyl, -C1-C6alkoxy, -C1-C6haloalkyl, -C1-C6haloalkoxy, -CN, -NH2, -NO2, -NHC1-C6alkyl, -N(C1-C6alkyl)2, -NHC(O)-C1-C6alkyl, -C(O)O-C1-C6alkyl, -C(O)-C1-C6alkyl, -C(O)NH2, -C(O)NH(C1-C6alkyl), -C(O)N(C1-C6alkyl)2, -SF5, and -OC(O)CH2CF3.
[0269] [emitting layer 152-1, 152-2, or 152-3 in the intermediate layer 150]
[0270] In the organic light emitting device 10, the emission units 150-1, 150-2, and 150-3 can include the emitting layers 152-1, 152-2, and 152-3, respectively, and the emitting layers 152-1, 152-2, and 152-3 can each have a stacked structure of two or more layers selected from a red emitting layer, a green emitting layer, a yellow emitting layer, and a blue emitting layer, wherein the two or more layers can be in contact with each other or can be separated from each other. In addition, the emitting layers 152-1, 152-2, and 152-3 can each include two or more materials selected from a red light emitting material, a green light emitting material, a yellow light emitting material, and a blue light emitting material, wherein the two or more materials can be mixed with each other in a single layer to emit white light.
[0271] The emitting layers 152-1, 152-2, and / or 152-3 can further include an electron transport auxiliary layer formed above the emitting layer 152-1, 152-2, or 152-3 and / or a hole transport auxiliary layer formed below the emitting layer 152-1, 152-2, or 152-3. The “hole transport auxiliary layer” refers to a layer functioning as a hole transport layer, an emission auxiliary layer, and an electron blocking layer, and the “electron transport auxiliary layer” refers to a layer functioning as a buffer layer, a hole blocking layer, an electron control layer, and an electron transport layer (described below). The materials used to form the hole transport auxiliary layer and the electron transport auxiliary layer can be the same as those in the hole transport regions 151-1, 151-2, or 151-3 and the electron transport regions 153-1, 153-2, or 153-3 described below, respectively.
[0272] The emitting layers 152-1, 152-2, and / or 152-3 can include a host and a dopant. The dopant can include at least one selected from a phosphorescent dopant and a fluorescent dopant.
[0273] In the emitting layers 152-1, 152-2, and / or 152-3, the amount of the dopant in the emitting layers 152-1, 152-2, and / or 152-3 can be 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.
[0274] In an embodiment, the emitting layers 152-1, 152-2, and / or 152-3 can include quantum dots.
[0275] The thickness of the emitting layers 152-1, 152-2, or 152-3 can be about 1 nm to about 100 nm, but embodiments of the present disclosure are not limited thereto. to about For example, about to about When the thickness of the emission layer 152-1, 152-2, or 152-3 is within the above range, excellent light-emitting properties can be obtained without significantly increasing the driving voltage.
[0276] [Host in emission layer 152-1, 152-2, or 152-3]
[0277] Among the emission layers 152-1, 152-2, and 152-3, the emission layer 152-3 adjacent to the second electrode 190 can include a second compound as a host.
[0278] In an embodiment, the host included in the emission layer 152-3 can further include a compound represented by Formula 301 in addition to the second compound.
[0279] In one or more embodiments, the host included in the emission layers 152-1 and 152-2 can include a compound represented by Formula 301 in addition to (e.g., instead of) the emission layer 152-3.
[0280] Formula 301
[0281] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21
[0282] In Formula 301,
[0283] Ar 301 may be a substituted or unsubstituted C5-C 60 carbocyclyl, or a substituted or unsubstituted C1-C 60 heterocyclyl,
[0284] xb11may be 1, 2, or 3,
[0285] L 301 may 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, a substituted or unsubstituted bivalent non-aromatic condensed polycyclyl, and a substituted or unsubstituted bivalent non-aromatic condensed heteropolycyclyl,
[0286] xb1 can be an integer of 0 to 5,
[0287] R 301 may be selected from the group consisting of deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amidine group, a hydrazine group, a hydrazone group, a substituted or unsubstituted C1-C 60 alkyl group, a substituted or unsubstituted C2-C 60 alkenyl group, a substituted or unsubstituted C2-C 60 alkynyl group, a substituted or unsubstituted C1-C 60 alkoxy group, a substituted or unsubstituted C3-C 10 cycloalkyl group, a substituted or unsubstituted C1-C 10 heterocycloalkyl group, a substituted or unsubstituted C3-C 10 cycloalkenyl group, a substituted or unsubstituted C1-C 10 heterocycloalkenyl group, a substituted or unsubstituted C6-C 60 aryl group, a substituted or unsubstituted C6-C 60 aryloxy group, a substituted or unsubstituted C6-C 60 aralkyl group, a substituted or unsubstituted C1-C 60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed 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 ), and
[0288] xb21 can be an integer of 1 to 5, and
[0289] Q 301 to Q 303 may each independently be selected from the group consisting of a C1-C 10 alkyl group, a C1-C 10 alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, and a naphthyl group, but embodiments of the present disclosure are not limited thereto.
[0290] In an embodiment, Ar 301 may be selected from the group consisting of:
[0291] Naphthalene group, fluorene group, spirodifluorene group, benzo[9,10]fluorene group, dibenzo[9,10]fluorene group, phenanthracene group, anthracene group, fluoranthracene group, benzo[9,10]phenanthracene group, pyrene group, Groups, tetraphenyl groups, styrene groups, perylene groups, pentylenetetrazol groups, indene-anthracene groups, dibenzofuran groups, and dibenzothiophene groups; and
[0292] All are substituted with groups ranging from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, 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 The following groups are selected from at least one of the following groups: naphthyl group, fluorene group, spirodifluorene group, benzo[9,10]fluorene group, dibenzo[9,10]fluorene group, phenanthracene group, anthracene group, fluoranthracene group, benzo[9,10]phenanthracene group, pyrene group, Groups, tetraphenyl groups, styrene groups, perylene groups, pentylenetetrazol groups, indene-anthracene groups, dibenzofuran groups, and dibenzothiophene groups, and
[0293] Q 31 To Q 33 Each can be independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, biphenyl, terphenyl, and naphthyl, but the embodiments disclosed herein are not limited thereto.
[0294] When xb11 in equation 301 is 2 or greater, two or more Ar 301 It can be connected via a single key.
[0295] In one or more embodiments, the compound represented by formula 301 may be represented by formula 301-1 or formula 301-2:
[0296] Formula 301-1
[0297]
[0298] Formula 301-2
[0299]
[0300] In Equations 301-1 and 301-2,
[0301] A 301 To A 304 They can all be independently selected from benzene rings, naphthalene rings, phenanthrene rings, fluoranthene rings, benzo[9,10]phenanthrene rings, pyrene rings, Rings, pyridine rings, pyrimidine rings, indene rings, fluorene rings, spirobisfluorene rings, benzo[a]fluorene rings, dibenzo[a]fluorene rings, indole rings, carbazole rings, benzo[a]carbazole rings, dibenzo[a]carbazole rings, furan rings, benzo[a]furan rings, dibenzo[a]furan rings, naphtho[a]furan rings, benzo[a]naphtho[a]furan rings, dinaphtho[a]furan rings, thiophene rings, benzo[a]thiophene rings, dibenzo[a]thiophene rings, naphtho[a]thiophene rings, benzo[a]naphtho[a]thiophene rings, and dinaphtho[a]thiophene rings.
[0302] X 301 It can be O, S or N-[(L 304 ) xb4 -R 304 ],
[0303] R 311 To R 314 Each group can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, 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 ),
[0304] xb22 and xb23 can each be independently 0, 1, or 2.
[0305] L 301 xb1, R 301 and Q 31 To Q 33 Each can be independently identical to the description above.
[0306] L 302 To L 304 Each can independently bind with L 301 The descriptions are the same.
[0307] xb2 to xb4 can all be independently identical to those described in conjunction with xb1, and
[0308] R 302 To R 304 They can all independently bind with R 301 The descriptions are the same.
[0309] For example, L in Equations 301, 301-1, and 301-2 301 To L 304 Each can be independently selected from:
[0310] Phenylidene, naphthylene, fluorene, spirodifluorene, benzo[a]fluorene, dibenzo[a]fluorene, phenanthrene, anthracene, fluorenylanethyl, benzo[9,10]phenanthrene, pyrene, phenanthrene Perylene, pentafenyl, hexaphenylene, pentaphenylene, thiopheneyl, furanyl, carbazolyl, indoleyl, isoyindoleyl, benzofuranyl, benzothiopheneyl, dibenzofuranyl, dibenzothiopheneyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiopheneyl, pyridinyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiazolyl, oxadiazolyl Pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphridinyl, quinoxalinyl, quinoxalinyl, phenanthrenediyl, acridineyl, phenanthrene-rheinyl, benzimidazolyl, isobenzothiazolyl, benzimidazolyl, isobenzoxazolyl, isobenzoxazolyl, triazoleyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and zazacarbazolyl; and
[0311] All are substituted with groups ranging from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirodifluorenyl, benzo[9,10]fluorenyl, dibenzo[9,10]fluorenyl, pyrene, phenylene, naphthylene, fluorenylene, spirobifluorenylene, phenanthrylene, anthrylene, fluoranthrylene, phenanthro[9,10]phenanthrylene, pyrenylene, perylenylene, pentaphenylene, hexaphenylene, pentaphenylene, pentaphenylene, thiophenylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dibenzospiroolyylene, pyridinylene, imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene, isoxazolylene, thiadiazolylene, oxadiazolylene, pyrazinylene, pyrimidinylene, pyridazinylene, triazinylene, quinolinylene, isoquinolinylene, benzoquinolinylene, phthalazinylene, naphthyridinylene, quinoxalinylene, quinazolinylene, cinnolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, phenazinylene, benzimidazolylene, isobenzothiazolylene, benzoxazolylene, isobenzoxazolylene, triazolylene, tetrazolylene, imidazopyridinylene, imidazopyrimidinylene, azacarbazolylene, -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 ) selected from at least one of phenylene, naphthylene, fluorenylene, spirobifluorenylene, phenanthrylene, anthrylene, fluoranthrylene, phenanthro[9,10]phenanthrylene, pyrenylene, perylenylene, pentaphenylene, hexaphenylene, pentaphenylene, pentaphenylene, thiophenylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dibenzospiroolyylene, pyridinylene, imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene, isoxazolylene, thiadiazolylene, oxadiazolylene, pyrazinylene, pyrimidinylene, pyridazinylene, triazinylene, quinolinylene, isoquinolinylene, benzoquinolinylene, phthalazinylene, naphthyridinylene, quinoxalinylene, quinazolinylene, cinnolinylene, phenanthridinylene, acridinylene, phenanthrolinylene, phenazinylene, benzimidazolylene, isobenzothiazolylene, benzoxazolylene, isobenzoxazolylene, triazolylene, tetrazolylene, imidazopyridinylene, imidazopyrimidinylene, and azacarbazolylene, and
[0312] Q 31 to Q 33 may each independently be the same as described above.
[0313] In one or more embodiments, R 301 to R 304 Each can be independently selected from:
[0314] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirodifluorenyl, benzo[9,10]fluorenyl, dibenzo[9,10]fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene Peryl, pentylenyl, hexaphenyl, pentaphenyl, thienyl, furanyl, carbazole, indole, isoindole, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzocarbazole, dibenzocarbazole, dibenzothiophene, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl Pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphridinyl, quinoxolinyl, quinazolinyl, cenolinyl, phenanthridineyl, acridineyl, phenanthroxolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl; and
[0315] All are substituted with groups ranging from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirodifluorenyl, benzo[9,10]fluorenyl, dibenzo[9,10]fluorenyl, pyrene, Peryl, pentylenyl, hexaphenyl, pentaphenyl, thienyl, furanyl, carbazole, indole, isoindole, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzocarbazole, dibenzocarbazole, dibenzothiophene, pyridinyl, imidazole, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyridinyl Azinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphridinyl, quinoxolinyl, quinazolinyl, cenolinyl, phenanthridineyl, acridineyl, phenanthroxolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridyl, 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) 32The following are selected from at least one of the following: phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirodifluorenyl, benzo[9,10]fluorenyl, dibenzo[9,10]fluorenyl, phenanthryl, anthraceneyl, fluoranthraceneyl, benzo[9,10]phenanthryl, pyreneyl, Peryl, pentylenyl, hexaphenyl, pentaphenyl, thienyl, furanyl, carbazole, indole, isoindole, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzocarbazole, dibenzocarbazole, dibenzothiophene, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl Pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphridinyl, quinoxolinyl, quinazolinyl, cenolinyl, phenanthridineyl, acridineyl, phenanthroxolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl.
[0316] Q 31 To Q 33 Each can be independently identical to the description above.
[0317] In one or more embodiments, the host may include an alkaline earth metal complex. For example, the host may be selected from Be complexes (e.g., compound H55) and Mg complexes. In some embodiments, the host may be a Zn complex.
[0318] The main body may include at least one selected from 9,10-bis(2-naphthyl)anthracene (ADN), 2-methyl-9,10-bis(naphthyl-2-yl)anthracene (MADN), 9,10-bis(2-naphthyl)-2-tert-butyl-anthracene (TBADN), 4,4′-bis(N-carbazolyl)-1,1′-biphenyl (CBP), 1,3-bis-9-carbazolylbenzene (mCP), 1,3,5-tris(carbazolyl-9-yl)benzene (TCP), and compounds H1 to H55, but the embodiments of this disclosure are not limited thereto:
[0319]
[0320]
[0321]
[0322] [The phosphorescent dopant in the emitter layers 152-1, 152-2, or 152-3 of the intermediate layer 150]
[0323] Phosphorescent dopants may include organometallic complexes represented by formula 401:
[0324] Formula 401
[0325] M(L 401 ) xc1 (L 402 ) xc2
[0326] Formula 402
[0327]
[0328] In Formula 401 and Formula 402,
[0329] M can 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),
[0330] L 401 may be a ligand represented by Formula 402, and xc1may be 1, 2, or 3, wherein, when xc1is 2 or more, two or more L 401 may be the same as or different from each other,
[0331] L 402 may be an organic ligand, and xc2may be an integer of 0 to 4, wherein, when xc2is 2 or more, two or more L 402 may be the same as or different from each other,
[0332] X 401 to X 404 may each independently be nitrogen or carbon,
[0333] X 401 and X 403 may be connected via a single bond or a double bond, 402 X 404 may be connected via a single bond or a double bond,
[0334] A 401 and A 402 may each independently be C5-C 60 carbocyclyl or C1-C 60 heterocyclyl,
[0335] X 405 may 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=*', wherein Q 411 and Q 412may each independently be hydrogen, deuterium, C1-C 20 alkyl, C1-C 20 alkoxy, phenyl, biphenyl, terphenyl, or naphthyl,
[0336] X 406 may be a single bond, O, or S,
[0337] R 401 and R 402 may each independently be selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, 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 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed 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 ), and Q 401 to Q 403 may each independently be selected from the group consisting of C1-C 10 alkyl, C1-C 10 alkoxy, C6-C 20 aryl, and C1-C 20 heteroaryl,
[0338] xc11and xc12may each independently be an integer from 0 to 10, and
[0339] * and *' in formula 402 each represent a binding site to M in formula 401.
[0340] In embodiments, A in Formula 402 401 and A 402 may each independently be selected from the group consisting of phenyl, naphthyl, fluorenyl, spirobifluorenyl, indenyl, pyrrolyl, thiophenyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, benzimidazolyl, benzofuranyl, benzothiophenyl, isobenzothiophenyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, and dibenzothiophenyl.
[0341] In one or more embodiments, in Formula 402, i) X 401 may be nitrogen, X 402 may be carbon, or ii) X 401 and X 402 may each be nitrogen.
[0342] In one or more embodiments, R 401 and R 402 may each independently be selected from the group consisting of:
[0343] hydrogen, deuterium, -F, -CI, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 20 alkyl, and C1-C 20 alkoxy;
[0344] each substituted with at least one selected from the group consisting of deuterium, -F, -CI, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 20 alkyl, and C1-C 20 alkoxy;
[0345] cyclopentyl, cyclohexyl, adamantyl, norbornyl, norbornenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl, and dibenzothiophenyl;
[0346] each substituted with at least one selected from the group consisting of deuterium, -F, -CI, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 20 alkyl, and C1-C 20cyclopentyl, cyclohexyl, adamantyl, norbornyl, norbornenyl, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, dibenzofuranyl, and dibenzothiophenyl; and
[0347] -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
[0348] Q 401 to Q 403 may each independently be selected from the group consisting of C1-C 10 alkyl, C1-C 10 alkoxy, phenyl, biphenyl, and naphthyl, but embodiments of the present disclosure are not limited thereto.
[0349] In one or more embodiments, when xc1in Formula 401 is 2 or more, two or more L 401 Two A 401 may optionally be connected via X 407 as a linking group, two A 402 may optionally be connected via X 408 as a linking group (see Compounds PD1 to PD4 and Compound PD7). X 407 and X 408 may each independently be a single bond, a bond selected from the group consisting of *-O-*', *-S-*', *-C(=O)-*', *-N(Q 413 )-*', *-C(Q 413 )(Q 414 )-*', and *-C(Q 413 )=C(Q 414 )-*' (wherein Q 413 and Q 414 may each independently be hydrogen, deuterium, C1-C 20alkyl, C1-C 20 alkoxy, phenyl, biphenyl, terphenyl, or naphthyl), but embodiments of the present disclosure are not limited thereto.
[0350] L in formula 401 402 may be a monovalent organic ligand, a divalent organic ligand, or a trivalent organic ligand. For example, L 402 may be selected from a halogen, a diketone (e.g., acetylacetone), a carboxylic acid (e.g., picolinic acid), -C(=O), an isonitrile, -CN, and phosphorus (e.g., a phosphine or a phosphite), but embodiments of the present disclosure are not limited thereto.
[0351] In one or more embodiments, the phosphorescent dopant can be selected from, for example, compounds PD1 to PD25, but embodiments of the present disclosure are not limited thereto:
[0352]
[0353] [fluorescent dopant in emission layer 152-1, 152-2, or 152-3]
[0354] The fluorescent dopant can include an arylamine compound or a styrylamine compound.
[0355] The fluorescent dopant can include a compound represented by formula 501:
[0356] Formula 501
[0357]
[0358] In formula 501,
[0359] Ar 501 may be a substituted or unsubstituted C5-C 60 carbocyclyl, or a substituted or unsubstituted C1-C 60 heterocyclyl,
[0360] L 501 to L 503 may each independently be selected from a substituted or unsubstituted C3-C 10 cycloalkylene, a substituted or unsubstituted C1-C 10 heterocycloalkylene, a substituted or unsubstituted C3-C 10 cycloalkenylene, a substituted or unsubstituted C1-C 10 heterocycloalkenylene, a substituted or unsubstituted C6-C 60 arylene, a substituted or unsubstituted C1-C 60 heteroarylene, a substituted or unsubstituted divalent non-aromatic condensed polycyclyl, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclyl,
[0361] xd1 to xd3 can each independently be an integer from 0 to 3,
[0362] R 501 and R 502 may each independently 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 condensed polycyclic group and substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, and
[0363] xd4 can be an integer from 1 to 6.
[0364] In embodiments, Ar 501 may be selected from:
[0365] naphthyl group, heptacenyl group, fluorenyl group, spirobifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthryl group, anthryl group, fluoranthenyl group, benzo[9,10]phenanthryl group, pyrenyl group, group, naphthacenyl group, chrysenyl group, perylenyl group, pentaphenyl group, indanthryl group, and indenophenanthryl group; and
[0366] each of which is substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C1-C 20 alkyl, C1-C 20 alkoxy, phenyl, biphenyl, terphenyl, and naphthyl, heptacenyl group, fluorenyl group, spirobifluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenalenyl group, phenanthryl group, anthryl group, fluoranthenyl group, benzo[9,10]phenanthryl group, pyrenyl group, group, naphthacenyl group, chrysenyl group, perylenyl group, pentaphenyl group, indanthryl group, and indenophenanthryl group.
[0367] In one or more embodiments, L 501 to L 503 may each independently be selected from:
[0368] phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrylene, anthrylene, fluoranthenylene, benzo[9,10]phenanthrylene, pyrenylene, perylenylene, pentaphenylene, hexaphenylene, pentacenylene, pyridinylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dithianthrylene, and pyridinylene; and
[0369] each independently substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 20 alkyl, C1-C 20 alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthryl, fluoranthenyl, benzo[9,10]phenanthryl, pyrenyl, phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrylene, anthrylene, fluoranthenylene, benzo[9,10]phenanthrylene, pyrenylene, perylenylene, pentaphenylene, hexaphenylene, pentacenylene, pyridinylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dithianthrylene, and pyridinylene. phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrylene, anthrylene, fluoranthenylene, benzo[9,10]phenanthrylene, pyrenylene, perylenylene, pentaphenylene, hexaphenylene, pentacenylene, pyridinylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dithianthrylene, and pyridinylene.
[0370] In one or more embodiments, R 501 and R 502 in formula 501 can each independently be selected from:
[0371] phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthryl, fluoranthenyl, benzo[9,10]phenanthryl, pyrenyl, phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrylene, anthrylene, fluoranthenylene, benzo[9,10]phenanthrylene, pyrenylene, perylenylene, pentaphenylene, hexaphenylene, pentacenylene, pyridinylene, furanylene, carbazolylene, indolylene, isoindolylene, benzofuranylene, benzothiophenylene, dibenzofuranylene, dibenzothiophenylene, benzocarbazolylene, dibenzocarbazolylene, dithianthrylene, and pyridinylene.
[0372] each independently substituted with at least one selected from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 20 alkyl, C1-C20 alkyl, C1-C6alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthryl, fluoranthenyl, benzo[9,10]phenanthryl, pyryl, alkyl, C1-C6alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthryl, fluoranthenyl, benzo[9,10]phenanthryl, pyryl, 31 alkyl, C1-C6alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthryl, fluoranthenyl, benzo[9,10]phenanthryl, pyryl, 32 alkyl, C1-C6alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthryl, fluoranthenyl, benzo[9,10]phenanthryl, pyryl, 33 alkyl, C1-C6alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthryl, fluoranthenyl, benzo[9,10]phenanthryl, pyryl, alkyl, C1-C6alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthryl, fluoranthenyl, benzo[9,10]phenanthryl, pyryl,
[0373] alkyl, C1-C6alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthryl, fluoranthenyl, benzo[9,10]phenanthryl, pyryl, 31 alkyl, C1-C6alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthryl, fluoranthenyl, benzo[9,10]phenanthryl, pyryl, 33 alkyl, C1-C6alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthryl, fluoranthenyl, benzo[9,10]phenanthryl, pyryl, 10 alkyl, C1-C6alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthryl, fluoranthenyl, benzo[9,10]phenanthryl, pyryl, 10 alkyl, C1-C6alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthryl, fluoranthenyl, benzo[9,10]phenanthryl, pyryl,
[0374] In one or more embodiments, xd4in Formula 501 can be 2, but embodiments of the present disclosure are not limited thereto.
[0375] For example, the fluorescent dopant can be selected from the group consisting of Compounds FD1 to FD22:
[0376]
[0377]
[0378] In one or more embodiments, the fluorescent dopant can be selected from the group consisting of the following compounds, but embodiments of the present disclosure are not limited thereto:
[0379]
[0380] [Quantum dots in the emission layer 152-1, 152-2, or 152-3]
[0381] The emission layer 152-1, 152-2, or 152-3 can include quantum dots.
[0382] In the present specification, the term "quantum dot" refers to a crystal of a semiconductor compound, and can include any material configured to emit light having a wavelength related to the size (diameter) of the crystal. Thus, the quantum dot material is not particularly limited. The diameter of the quantum dot is not particularly limited (e.g., so long as the light emission is quantized as described above), but can be, for example, about 1 nm to about 10 nm.
[0383] The quantum dots in the emission layer 152-1, 152-2, or 152-3 can be synthesized by a wet-chemical process, an organometallic chemical vapor deposition process, a molecular beam epitaxy process, or any suitable process.
[0384] In the wet-chemical process, a precursor material is added to an organic solvent to grow quantum dot particle crystals. As the crystals grow, the organic solvent acts as a dispersant that naturally coordinates with the surface of the quantum dot crystals, and controls the growth of the crystals. In this regard, the wet-chemical process can be performed more easily and more economically efficient compared to vapor deposition processes, such as metal organic chemical vapor deposition (MOCVD) and molecular beam epitaxy (MBE), and the growth of the quantum dots can be controlled. For example, the quantum dots can include: a group III-V semiconductor compound; a group II-VI semiconductor compound; a group III-V semiconductor compound; a group IV-VI semiconductor compound; a group IV element or compound; or any combination thereof.
[0385] For example, the group III-V semiconductor compound can include: a binary compound (such as In2S3, etc.); a ternary compound (such as AgInS, AgInS2, CuInS, and / or CuInS2, etc.); or any combination thereof.
[0386] For example, the group II-VI semiconductor compound can include: a binary compound (such as CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, and / or MgS, etc.); a ternary compound (such as CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe, and / or MgZnS, etc.); a quaternary compound (such as CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe, and / or HgZnSTe, etc.); or any combination thereof.
[0387] For example, the group III-V semiconductor compound can include: a binary compound (such as GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, and / or InSb, etc.); a ternary compound (such as GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InAlP, InNP, InNAs, InNSb, InPAs, and / or InPSb, etc.); a quaternary compound (such as GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, and / or InAlPSb, etc.); or any combination thereof.
[0388] For example, the group IV-VI semiconductor compound can include: a binary compound (such as SnS, SnSe, SnTe, PbS, PbSe, and / or PbTe, etc.); a ternary compound (such as SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, and / or SnPbTe, etc.); a quaternary compound (such as SnPbSSe, SnPbSeTe, and / or SnPbSTe, etc.); or any combination thereof.
[0389] For example, the group IV element or compound can include: a single element (such as Si and / or Ge, etc.); a binary compound (such as SiC and / or SiGe, etc.); or any combination thereof.
[0390] Here, each element included in the binary compound, the ternary compound, or the quaternary compound can be included in the particle at a substantially uniform concentration, or can be included at a different concentration distribution.
[0391] In some embodiments, the quantum dot can have a single (e.g., single) structure having a substantially uniform concentration of each element included in the quantum dot, or can have a core-shell double structure. For example, the material included in the core can be different from the material included in the shell.
[0392] The shell of the quantum dot can serve as a protective layer that maintains the semiconductor property by preventing or reducing chemical denaturation of the core, and / or can serve as a charging layer for imparting electrophoretic properties to the quantum dot. The shell can be a single layer or multiple layers. The interface between the core and the shell can have a concentration gradient in which the concentration of the element present in the shell decreases toward the center.
[0393] Examples of the shell of the quantum dot can include a metal or non-metal oxide, a semiconductor compound, or any combination thereof. For example, the metal or non-metal oxide can include a binary compound such as SiO2, Al2O3, TiO2, ZnO, MnO, Mn2O3, Mn3O4, CuO, FeO, Fe2O3, Fe3O4, CoO, Co3O4, and / or NiO, or a ternary compound such as MgAl2O4, CoFe2O4, NiFe2O4, and / or CoMn2O4, but embodiments of the present disclosure are not limited thereto. In addition, the semiconductor compound can include CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnSeS, ZnTeS, GaAs, GaP, GaSb, HgS, HgSe, HgTe, InAs, InP, InGaP, InSb, AlAs, AlP, and / or AlSb, etc., but embodiments of the present disclosure are not limited thereto.
[0394] A full width at half maximum (FWHM) of an emission wavelength spectrum of the quantum dot can be about 45 nm or less, for example, about 40 nm or less, for example, about 30 nm or less. When the FWHM of the emission wavelength spectrum of the quantum dot is in this range, color purity and / or color reproducibility can be improved. In addition, light emitted by such a quantum dot can be irradiated omnidirectionally, thereby improving a wide viewing angle.
[0395] In addition, the quantum dots can each be or include a spherical, pyramidal, multi-armed, or cubic nanoparticle, nanotube, nanowire, nanofiber, or nanoplatelet particle, but embodiments of the present disclosure are not limited thereto.
[0396] By adjusting the size of the quantum dot, the energy band gap can also be adjusted, thereby obtaining light of various wavelengths in the quantum dot emission layer. Accordingly, by using quantum dots of different sizes, a light emitting device that emits light of various wavelengths can be implemented. For example, the size of the quantum dot can be selected to emit red light, green light, and / or blue light. In addition, the size of the quantum dot can be configured by combining light of various colors, thereby emitting white light.
[0397] [Electron transport region 153-1, 153-2, or 153-3 in intermediate layer 150]
[0398] The electron transport region 153-1, 153-2, or 153-3 can have: i) a single layer structure including a single material (e.g., consisting of a single material); ii) a single layer structure including a plurality of different materials; or iii) a multi-layer structure including a plurality of layers including a plurality of different materials.
[0399] The electron transport region 153-1, 153-2, or 153-3 can include at least one layer selected from the buffer layer 153-1a, 153-2a, or 153-3a, the hole blocking layer, the electron control layer, the electron transport layer 153-1b, 153-2b, or 153-3b, and the electron injection layer 153-3c, but embodiments of the present disclosure are not limited thereto.
[0400] The electron transport layer 153-3b includes (e.g., consists of) a first compound.
[0401] For example, the electron transport region 153-1, 153-2, or 153-3 can have an electron transport layer / electron injection layer structure, a hole blocking layer / electron transport layer / electron injection layer structure, an electron control layer / electron transport layer / electron injection layer structure, or a buffer layer / electron transport layer / electron injection layer structure, in which the constituent layers of each structure are sequentially stacked on the emission layer, but embodiments of the present disclosure are not limited thereto.
[0402] The electron transport region 153-1, 153-2, or 153-3 (e.g., the buffer layer 153-1a, 153-2a, or 153-3a, the hole blocking layer, the electron control layer, or the electron transport layer 153-1b, 153-2b, or 153-3b in the electron transport region 153-1, 153-2, or 153-3) can include a metal-free compound including at least one π electron-depleted nitrogen-containing ring.
[0403] As used herein, the term "π electron-depleted nitrogen-containing ring" refers to a C1-C 60 heterocyclyl.
[0404] For example, the "π electron-depleted nitrogen-containing ring" can be: i) a 5- to 7-membered heteromonocyclic group having at least one *-N=* portion; ii) a heteropolycyclic group in which two or more 5- to 7-membered heteromonocyclic groups each having at least one *-N=* portion are condensed with each other; or iii) a heteropolycyclic group in which at least one 5- to 7-membered heteromonocyclic group each having at least one *-N=* portion is condensed with at least one C5-C 60 heterocyclyl.
[0405] Examples of the π-electron poor nitrogen-containing ring include an imidazole ring, a pyrazole ring, a thiazole ring, an isothiazole ring, an oxazole ring, an isoxazole ring, a pyridine ring, a pyrazine ring, a pyrimidine ring, a pyridazine ring, an indazole ring, a purine ring, a quinoline ring, an isoquinoline ring, a benzoquinoline ring, a phthalazine ring, a naphthyridine ring, a quinoxaline ring, a quinazoline ring, a cinnoline ring, a phenanthridine ring, an acridine ring, a phenanthroline ring, a phenoxazine ring, a benzimidazole ring, an isobenzothiazole ring, a benzoxazole ring, an isobenzoxazole ring, a triazole ring, a tetrazole ring, an oxadiazole ring, a triazine ring, a thiadiazole ring, an imidazopyridine ring, an imidazopyrimidine ring, and an azacarbazole ring, but are not limited thereto.
[0406] For example, the electron transport region 153-1, 153-2, or 153-3 can include a compound represented by Formula 601:
[0407] Formula 601
[0408] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21 .
[0409] In Formula 601,
[0410] Ar 601 may be a substituted or unsubstituted C5-C 60 carbocyclyl, or a substituted or unsubstituted C1-C 60 heterocyclyl,
[0411] xe11may be 1, 2, or 3,
[0412] L 601 may 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, a substituted or unsubstituted divalent non-aromatic condensed polycyclyl, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclyl,
[0413] xe1may be an integer of 0 to 5,
[0414] R 601 may be selected from substituted or unsubstituted C3-C 10 cycloalkyl, substituted or unsubstituted C1-C 10 heterocycloalkyl, substituted or unsubstituted C3-C 10Cycloalkenyl, 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 condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic condensed 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 ),
[0415] Q 601 to Q 603 may each independently be C1-C 10 alkyl, C1-C 10 alkoxy, phenyl, biphenyl, terphenyl, or naphthyl, and
[0416] xe21may be an integer from 1 to 5.
[0417] In embodiments, at least one of xe11Ar 601 and xe21R 601 may include a nitrogen-containing ring that is poor in π electrons.
[0418] In embodiments, Ar 601 in formula 601 can be selected from:
[0419] a phenyl group, a naphthyl group, a fluorenyl group, a spirobifluorenyl group, a benzo fluorenyl group, a dibenzo fluorenyl group, a phenalene group, a phenanthrene group, an anthracene group, a fluoranthenyl group, a benzo[9,10]phenanthryl group, a pyrenyl group, a tetracene group, a chrysenyl group, a perylenyl group, a pentaphenyl group, an indanthracenyl group, a dibenzo furanyl group, a dibenzo thiophenyl group, a carbazolyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an indazolyl group, a purinyl group, a quinolyl group, an isoquinolyl group, a benzoquinolyl group, a phthalazinyl group, a naphthridinyl group, a quinoxalyl group, a quinazolyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenoxazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a thiadiazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, and an azacarbazolyl group; and
[0420] All are substituted with groups ranging from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, 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 The phenyl group, naphthyl group, fluorene group, spirodifluorene group, benzo[9,10]fluorene group, dibenzo[9,10]fluorene group, phenanthracene group, anthracene group, fluoranthracene group, benzo[9,10]phenanthracene group, pyrene group, selected from at least one of the following: Groups, tetraphenyl groups, styrene groups, perylene groups, pentylenetetrazol groups, indoxanthracene groups, dibenzofuran groups, dibenzothiophene groups, carbazole groups, imidazole groups, pyrazole groups, thiazole groups, isothiazole groups, oxazole groups, isoxazole groups, pyridine groups, pyrazine groups, pyrimidine groups, pyridazine groups, indazole groups, purine groups, quinoline groups, isoquinoline groups, benzoquinoline groups, phthalazine groups, naphthidine groups, quinoxaloline groups, quinazolinoline groups, phenanthridine groups, acridine groups, phenanthrene-rhein groups, phenazine groups, benzimidazole groups, isobenzothiazole groups, benzoxazole groups, isobenzoxazole groups, triazole groups, tetraazole groups, oxadiazole groups, triazine groups, thiadiazole groups, imidazopyridine groups, imidazopyrimidine groups, and azacarbazole groups, and
[0421] Q 31 To Q 33 Each can be independently selected from C1-C 10 Alkyl, C1-C 10 Alkoxy, phenyl, biphenyl, terphenyl, and naphthyl.
[0422] When xe11 in equation 601 is 2 or greater, two or more Ar 601 They can be connected to each other via a single key.
[0423] In one or more embodiments, Ar in Formula 601 601 It can be an anthracene group.
[0424] In one or more embodiments, the compound represented by formula 601 can be represented by formula 601-1:
[0425] Formula 601-1
[0426]
[0427] In Equation 601-1,
[0428] X 614 It can be N or C(R) 614 ), X 615 It can be N or C(R) 615 ), X 616 It can be N or C(R) 616 ), and X 614 To X 616 At least one of them can be N,
[0429] L 611 To L 613 They can all independently bind with L 601 The descriptions are the same.
[0430] xe611 to xe613 can all be independently identical to those described in conjunction with xe1.
[0431] R 611 To R 613 They can all independently bind with R 601 The descriptions are the same, and
[0432] R 614 To R 616 Each group can be independently selected from hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, and naphthyl.
[0433] In the embodiment, L in formula 601 601 L in Equation 601-1 611 To L 613 Each can be independently selected from:
[0434] Phenylidene, naphthylene, fluorene, spirodifluorene, benzo[a]fluorene, dibenzo[a]fluorene, phenanthrene, anthracene, fluorenylanethyl, benzo[9,10]phenanthrene, pyrene, phenanthrene phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrylene, anthrylene, fluoranthenylene, benzo[9,10]phenanthrylene, pyrenylene,
[0435] substituted with at least one selected from the group consisting of deuterium, -F, -CI, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C1-C6 alkyl, C1-C6 20 alkyl, C1-C 20 alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthryl, fluoranthenyl, benzo[9,10]phenanthryl, pyrenyl, phenylene, naphthylene, fluorenylene, spirobifluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrylene, anthrylene, fluoranthenylene, benzo[9,10]phenanthrylene, pyrenylene, Perylene, pentafenyl, hexaphenylene, pentaphenylene, thiopheneyl, furanyl, carbazolyl, indoleyl, isoyindoleyl, benzofuranyl, benzothiopheneyl, dibenzofuranyl, dibenzothiopheneyl, benzocarbazolyl, dibenzocarbazolyl, dibenzothiopheneyl, pyridinyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiazolyl, oxadiazolyl , pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphridinyl, quinoxalinyl, quinoxalinyl, phenanthreneridinyl, acridineyl, phenanthrene-pyridinyl, benzimidazolyl, isobenzothiazolyl, benzimidazolyl, isobenzoxazolyl, isobenzoxazolyl, triazoleyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and zazacarbazolyl,
[0436] However, the embodiments disclosed herein are not limited thereto.
[0437] In one or more embodiments, xe1 in Formula 601 and xe611 to xe613 in Formula 601-1 can each be independently 0, 1 or 2.
[0438] In one or more embodiments, R in Formula 601 601 R in Equation 601-1 611 To R 613 Each can be independently selected from:
[0439] Phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirodifluorenyl, benzo[9,10]fluorenyl, dibenzo[9,10]fluorenyl, phenanthryl, anthracene, fluoranyl, benzo[9,10]phenanthryl, pyrene Peryl, pentylenyl, hexaphenyl, pentaphenyl, thienyl, furanyl, carbazole, indole, isoindole, benzofuranyl, benzothiophene, dibenzofuranyl, dibenzothiophene, benzocarbazole, dibenzocarbazole, dibenzothiophene, pyridinyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl Pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphridinyl, quinoxolinyl, quinazolinyl, cinolinyl, phenanthridineyl, acridineyl, phenanthroxolinyl, phenazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl;
[0440] All are substituted with groups ranging from deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amido, hydrazine, hydrazone, C1-C 20 Alkyl, C1-C 20alkoxy, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirobifluorenyl, benzo fluorenyl, dibenzo fluorenyl, phenanthryl, anthryl, fluoranthenyl, benzo[9,10]phenanthryl, pyryl, pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthridinyl, quinoxalyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenoxazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl; and pyridyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, phthalazinyl, naphthridinyl, quinoxalyl, quinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenoxazinyl, benzimidazolyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, imidazopyridinyl, imidazopyrimidinyl, and azacarbazolyl; and
[0441] -S(=O)2(Q 601 ) and -P(=O)(Q 601 )(Q 602 ), and
[0442] Q 601 and Q 602 may each independently be the same as described above.
[0443] In an embodiment, the electron transport region 153-1, 153-2, or 153-3 can include at least one compound selected from compounds ET1 to ET36, but embodiments of the present disclosure are not limited thereto:
[0444]
[0445]
[0446] In one or more embodiments, the electron transport region 153-1, 153-2, or 153-3 may comprise 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.
[0447]
[0448] The thicknesses of the buffer layer 153-1a, 153-2a, or 153-3a, the hole blocking layer, and the electronic control layer can all be independently set to approximately [missing information]. to approximately For example, about to approximately When the thicknesses of the buffer layer 153-1a, 153-2a or 153-3a, the hole blocking layer and the electronic control layer are within the above range, excellent hole blocking characteristics and / or excellent electronic control characteristics can be obtained without significantly increasing the driving voltage.
[0449] The thickness of electron transport layers 153-1b, 153-2b, or 153-3b can be approximately to approximately For example, about to approximately When the thickness of the electron transport layer 153-1b, 153-2b or 153-3b is within the above range, satisfactory electron transport characteristics can be obtained without significantly increasing the driving voltage.
[0450] In addition to the materials described above, the electron transport regions 153-1, 153-2 or 153-3 (e.g., electron transport layers 153-1b, 153-2b or 153-3b in the electron transport regions 153-1, 153-2 or 153-3) may also include metallic materials.
[0451] The metal-containing material can include at least one selected from an alkali metal complex and an alkaline earth metal complex. The alkali metal complex can include a metal ion selected from Li ion, sodium (Na) ion, potassium (K) ion, rubidium (Rb) ion, and cesium (Cs) ion, and the alkaline earth metal complex can include a metal ion selected from beryllium (Be) ion, magnesium (Mg) ion, calcium (Ca) ion, strontium (Sr) ion, and barium (Ba) ion. The ligand coordinated with the metal ion of the alkali metal complex or the alkaline earth metal complex can be selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyl oxazole, hydroxyphenyl thiazole, hydroxyphenyl oxadiazole, hydroxyphenyl thiadiazole, hydroxyphenyl pyridine, hydroxyphenyl benzimidazole, hydroxyphenyl benzothiazole, bipyridine, phenanthroline, and cyclopentadiene, although embodiments of the present disclosure are not limited thereto.
[0452] For example, the metal-containing material can include a Li complex. The Li complex can include, for example, compound ET-D1 (lithium 8-hydroxyquinoline, LiQ) or compound ET-D2:
[0453]
[0454] The electron transport region 153-1, 153-2, or 153-3 can include an electron injection layer 153-3c to facilitate injection of electrons from the second electrode 190. The electron injection layer 153-3c can directly contact the second electrode 190.
[0455] The electron injection layer 153-3c can have: i) a single layer structure including a single material (e.g., consisting of a single material); ii) a single layer structure including a plurality of different materials; or iii) a multi-layer structure including a plurality of layers including a plurality of different materials.
[0456] The electron injection layer 153-3c can 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.
[0457] The alkali metal can be selected from Li, Na, K, Rb, and Cs. In embodiments, the alkali metal can be Li, Na, or Cs. In one or more embodiments, the alkali metal can be Li or Cs, although embodiments of the present disclosure are not limited thereto.
[0458] The alkaline earth metal can be selected from magnesium (Mg), calcium (Ca), strontium (Sr), and barium (Ba).
[0459] The rare earth metal can be selected from scandium (Sc), yttrium (Y), cerium (Ce), ytterbium (Yb), gadolinium (Gd), and terbium (Tb).
[0460] The alkali metal compounds, the alkaline earth metal compounds, and the rare earth metal compounds can be selected from oxides and halides (e.g., fluorides, chlorides, bromides, and / or iodides) of alkali metals, alkaline earth metals, and rare earth metals.
[0461] The alkali metal compounds can be selected from alkali metal oxides (such as Li2O, Cs2O, and / or K2O) and alkali metal halides (such as LiF, NaF, CsF, KF, LiI, NaI, CsI, KI, and / or RbI). In one embodiment, the alkali metal compounds can be selected from LiF, Li2O, NaF, LiI, NaI, CsI, and KI, although embodiments of the present disclosure are not limited thereto.
[0462] The alkaline earth metal compounds 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 compounds can be selected from BaO, SrO, and CaO, although embodiments of the present disclosure are not limited thereto.
[0463] The rare earth metal compounds can be selected from YbF3, ScF3, Sc2O3, Y2O3, Ce2O3, GdF3, and TbF3. In embodiments, the rare earth metal compounds can be selected from YbF3, ScF3, TbF3, YbI3, ScI3, and TbI3, although embodiments of the present disclosure are not limited thereto.
[0464] The alkali metal complexes, the alkaline earth metal complexes, and the rare earth metal complexes can include ions of alkali metals, alkaline earth metals, and rare earth metals, respectively, as described above, and the ligand coordinated with the metal ion of the alkali metal complex, the alkaline earth metal complex, or the rare earth metal complex can be selected from hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyl-oxazole, hydroxyphenyl-thiazole, hydroxyphenyl-oxadiazole, hydroxyphenyl-thiadiazole, hydroxyphenyl-pyridine, hydroxyphenyl-benzimidazole, hydroxyphenyl-benzothiazole, bipyridine, phenanthroline, and cyclopentadiene, although embodiments of the present disclosure are not limited thereto.
[0465] The electron injection layer 153-3c includes, consists of, or in some embodiments, further includes an organic material, as described above, 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. 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 combination thereof can be substantially uniformly or non-uniformly dispersed in a matrix including the organic material.
[0466] For example, the electron injection layer 153-3c can include a co-deposited material including an alkali metal halide and a rare earth metal compound. For example, the electron injection layer 153-3c can include a co-deposited material of RbI:Yb, a co-deposited material of KI:Yb, or any combination thereof, although embodiments of the present disclosure are not limited thereto.
[0467] The thickness of the electron injection layer 153-3c can be about 0.1 nm to about 10 nm. to about 5 nm. For example, about 0.5 nm to about 2 nm. to about 5 nm. When the thickness of the electron injection layer 153-3c is within the above range, satisfactory electron injection characteristics can be obtained without significantly increasing the driving voltage.
[0468] [Second Electrode 190]
[0469] The second electrode 190 can be located on the intermediate layer 150 having such a structure. The second electrode 190 can be a cathode as an electron injection electrode, in which case the material used to form the second electrode 190 can be selected from metals, alloys, conductive compounds, and combinations thereof, all of which have a relatively low work function.
[0470] The second electrode 190 can include at least one selected from Li, Ag, Mg, Al, Al-Li, Ca, Mg-In, Mg-Ag, Yb, AgYb, ITO, and IZO, although embodiments of the present disclosure are not limited thereto. The second electrode 190 can be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode.
[0471] For example, the second electrode 190 can include AgYb, AgMg, MgAg, or any combination thereof, but embodiments of the present disclosure are not limited thereto. Here, the amount of Ag in AgMg can be greater than the amount of Mg, and the amount of Mg in MgAg can be greater than the amount of Ag.
[0472] The second electrode 190 can have a single layer structure or a multi-layer structure including two or more layers.
[0473] In an embodiment, the organic light emitting device 10 can further include one or more of a first cap layer positioned below the first electrode 110 and a second cap layer positioned above the second electrode 190.
[0474] Light generated in the emission layer 152-1, 152-2, or 152-3 of the intermediate layer 150 of the organic light emitting device 10 can be extracted (e.g., guided) toward the outside through the first electrode 110, which can be a semi-transmissive electrode or a transmissive electrode, and the first cap layer, or the light generated in the emission layer 152-1, 152-2, or 152-3 of the intermediate layer 150 of the organic light emitting device 10 can be extracted through the second electrode 190, which can be a semi-transmissive electrode or a transmissive electrode, and the second cap layer.
[0475] The first cap layer and the second cap layer can improve the external light emitting efficiency of the device according to the principle of constructive interference.
[0476] The first cap layer and the second cap layer can each independently be an organic cap layer including an organic material, an inorganic cap layer including an inorganic material, or a composite cap layer including an organic material and an inorganic material.
[0477] At least one of the first cap layer and the second cap layer can each independently include at least one material selected from a carbocyclic compound, a heterocyclic compound, an amine-based compound, a porphyrin derivative, a phthalocyanine derivative, a naphthalocyanine derivative, an alkali metal complex, and an alkaline earth metal complex. The carbocyclic compound, the heterocyclic compound, and the amine-based compound can be optionally substituted with a substituent including at least one element selected from O, N, S, Se, Si, F, Cl, Br, and I. In an embodiment, at least one of the first cap layer and the second cap layer can each independently include an amine-based compound.
[0478] In one or more embodiments, at least one of the first cap layer and the second cap layer can each independently include a compound represented by Formula 201 or a compound represented by Formula 202.
[0479] In one or more embodiments, at least one of the first cap layer and the second cap layer can 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:
[0480]
[0481] In the above, the organic light-emitting device 10 has been described with reference to Figure 1 The organic light-emitting device 10 has been described, but embodiments of the present disclosure are not limited thereto.
[0482] [Apparatus]
[0483] The light-emitting device can be included in various apparatuses. For example, a light-emitting apparatus, an authentication apparatus, or an electronic apparatus each including the light-emitting device can be provided.
[0484] The apparatus can include a light source including the organic light-emitting device, and a quantum dot or an optical member including a quantum dot disposed along a path of light emitted from the light source.
[0485] The light-emitting apparatus can further include a color filter in addition to the light-emitting device. The color filter can be disposed along at least one travel direction of light emitted from the light-emitting device. For example, the light emitted from the light-emitting device can be blue light, but embodiments of the present disclosure are not limited thereto. The light-emitting device can be the same as described above.
[0486] The light-emitting apparatus can include a first substrate. The first substrate can include a plurality of sub-pixel regions, and the color filter can include a plurality of color filter regions respectively corresponding to the plurality of sub-pixel regions.
[0487] A pixel definition film can be located between the plurality of sub-pixel regions to define each sub-pixel region.
[0488] The color filter can further include a light-blocking pattern arranged between the plurality of color filter regions.
[0489] The plurality of color filter regions can include a first color filter region emitting first color light, a second color filter region emitting second color light, and / or a third color filter region emitting third color light, and the first color light, the second color light, and the third color light can have different maximum light emission wavelengths from each other. For example, the first color light can be red light, the second color light can be green light, and the third color light can be blue light, but embodiments of the present disclosure are not limited thereto. For example, the plurality of color filter regions can each include a quantum dot, but embodiments of the present disclosure are not limited thereto. For example, the first color filter region can include red quantum dots, the second color filter region can include green quantum dots, and the third color filter region can not include quantum dots. The quantum dots can be the same as described above. The first color filter region, the second color filter region, and / or the third color filter region can further each include a scatterer, but embodiments of the present disclosure are not limited thereto.
[0490] For example, the light-emitting device can emit first light, the first color filter region can absorb the first light to emit first first-color light, the second color filter region can absorb the first light to emit second first-color light, and the third color filter region can absorb the first light to emit third first-color light. In this regard, the first first-color light, the second first-color light, and the third first-color light can have different maximum light emission wavelengths from each other. For example, the first light can be blue light, the first first-color light can be red light, the second first-color light can be green light, and the third first-color light can be blue light, but embodiments of the present disclosure are not limited thereto.
[0491] In addition to the light-emitting device, the light-emitting apparatus can further include a thin film transistor. The thin film transistor can include a source electrode, a drain electrode, and an active layer, wherein one of the source electrode and the drain electrode can be electrically connected to any one of the first electrode and the second electrode of the light-emitting device.
[0492] For example, the light-emitting apparatus can be a flat panel display apparatus including a thin film transistor including a source electrode, a drain electrode, and an active layer, and an organic light-emitting device, wherein 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.
[0493] For example, a Y color coordinate measured at a front viewing angle of the flat panel display apparatus can be about 0.09 to about 0.15. As used herein, the term "front viewing angle" can refer to a viewing angle that is perpendicular (orthogonal) to the flat panel display apparatus.
[0494] For example, assuming that the front viewing angle of the flat panel display apparatus is 0, a Y color coordinate measured at a side viewing angle (e.g., a side viewing angle that is about 30° to about 45° from the front viewing angle) based on about 30° to about 45° of the front viewing angle can be about 0.45 to about 0.06.
[0495] The thin film transistor can further include a gate electrode and / or a gate insulating layer, etc.
[0496] The active layer can include crystalline silicon, amorphous silicon, an organic semiconductor, and / or an oxide semiconductor, etc., but embodiments of the present disclosure are not limited thereto.
[0497] The light-emitting apparatus can further include a sealing portion for sealing the light-emitting device. The sealing portion can be located between the color filter and the light-emitting device. The sealing portion allows light from the light-emitting device to be extracted (emitted) to the outside, and at the same time (e.g., concurrently) prevents or reduces external air and / or moisture from penetrating into the light-emitting device. The sealing portion can be a sealing substrate including transparent glass or a plastic substrate. The sealing portion can be a thin film encapsulation layer including a plurality of organic layers and / or a plurality of inorganic layers. When the sealing portion is a thin film encapsulation layer, the light-emitting apparatus can be flexible.
[0498] The light emitting apparatus can be used as various displays and / or light sources, etc.
[0499] The authentication apparatus can be, for example, a biometric authentication apparatus for authenticating an individual using biometric information of a biometric object (e.g., a fingertip and / or a pupil, etc.).
[0500] The authentication apparatus can include a biometric information collector in addition to the light emitting device.
[0501] The electronic apparatus can be applied to a personal computer (e.g., a mobile personal computer), a mobile phone, a digital camera, an electronic notebook, an electronic dictionary, an electronic game machine, a medical instrument (e.g., an electronic thermometer, a sphygmomanometer, a blood glucose meter, a pulse measurement device, a pulse wave measurement device, an electrocardiogram (ECG) display, an ultrasonic diagnostic device, or an endoscope display), a fish finder, various measuring instruments, a meter (e.g., a meter for a vehicle, an airplane, and a ship), and / or a projector, etc., but embodiments of the present disclosure are not limited thereto.
[0502] [Preparation method]
[0503] One or more suitable methods selected from vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB) deposition, inkjet printing, laser printing, and laser-induced thermal imaging can be used to form the layers constituting the hole transport region, the emission layer, and the layers constituting the electron transport region in a specific region.
[0504] When the layers constituting the hole transport region, the emission layer, and the layers constituting the electron transport region are formed by vacuum deposition, vacuum deposition can be performed at a deposition temperature of about 100°C to about 500°C, a vacuum degree of about 10 -8 tor to about 10 -3 tor, and a deposition rate of about 0.1 A / sec to about 10 A / sec, according to the materials to be included and the structure of the layer to be formed. to about
[0505] When the layers constituting the hole transport region, the emission layer, and the layers constituting the electron transport region are formed by spin coating, 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 about 200°C, according to the materials to be included and the structure of the layer to be formed.
[0506] [General definition of substituent]
[0507] The term "C1-C 60 "alkyl" refers to a straight-chain or branched monovalent group of an aliphatic saturated hydrocarbon having 1 to 60 carbon atoms, and non-limiting examples include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isoheptyl, sec-heptyl, tert-heptyl, n-octyl, isooctyl, sec-octyl, tert-octyl, n-nonyl, isononyl, sec-nonyl, tert-nonyl, n-decyl, isodel, sec-decyl, and tert-decyl. The term "C1-C" as used herein... 60 "alkylene" refers to C1-C 60 Alkyl groups have essentially the same divalent structure.
[0508] As used here, the term "C2-C" 60 "Alkenyl" refers to the group formed at C2-C. 60 A hydrocarbon group having at least one carbon-carbon double bond at the middle or end of an alkyl group, non-limiting examples of which include vinyl, propenyl, and butenyl groups. As used herein, the term "C2-C" is used... 60 "Alkenyl" refers to C2-C 60 Alkenes are divalent groups with essentially the same structure.
[0509] As used here, the term "C2-C" 60 "Alkyne group" refers to the group at C2-C 60 A hydrocarbon group having at least one carbon-carbon triple bond at the middle or end of an alkyl group, non-limiting examples of which include ethynyl and propynyl groups. As used herein, the term "C2-C" is used... 60 "Immyneyl" refers to C2-C 60 Alkyne groups are divalent groups with essentially the same structure.
[0510] As used here, the term "C1-C" 60 "Alkoxy" refers to the compound formed by -OA 101 (where A) 101 For C1-C 60 Alkyl groups are monovalent groups, and non-limiting examples include methoxy, ethoxy, and isopropoxy.
[0511] As used here, the term "C3-C" 10 "Cycloalkyl" refers to a monocyclic saturated hydrocarbon group having 3 to 10 carbon atoms, and non-limiting examples include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, and cycloheptyl. As used herein, the term "C3-C" is also relevant. 10 "Cycloalkylene" refers to C3-C 10 Cycloalkyl groups have divalent groups with essentially the same structure.
[0512] As used here, the term "C1-C" 10"Heterocyclic alkyl" refers to a monovalent saturated monocyclic group having at least one heteroatom selected from N, O, Si, P, and S as the cyclic atom and 1 to 10 carbon atoms, with non-limiting examples including 1,2,3,4-oxatriazolyl, tetrahydrofuranyl, and tetrahydrothiophenyl. The term "C1-C" as used herein... 10 "Heterocyclic alkyl" refers to C1-C 10 Heterocyclic alkyl groups have divalent groups with essentially the same structure.
[0513] As used here, the term "C3-C" 10 "Cycloalkenyl" refers to a monovalent monocyclic group having 3 to 10 carbon atoms and at least one carbon-carbon double bond in its ring and lacking aromaticity; non-limiting examples include cyclopentenyl, cyclohexenyl, and cycloheptenyl. As used herein, the term "C3-C" is also relevant. 10 "Biopylene" refers to C3-C 10 Cycloalkenyl groups are divalent groups with essentially the same structure.
[0514] As used here, the term "C1-C" 10 "Heterocyclic alkenyl" refers to a monovalent monocyclic group having at least one heteroatom selected from N, O, Si, P, and S as a cyclizing atom, one to ten carbon atoms, and at least one double bond in its ring. C1-C 10 Non-limiting examples of heterocyclic alkenyl groups include 4,5-dihydro-1,2,3,4-oxarizolyl, 2,3-dihydrofuranyl, and 2,3-dihydrothiophenyl. As used herein, the term "C1-C..." 10 "Heterocyclic alkenyl" refers to C1-C 10 Heterocyclic alkenyl groups are divalent groups with essentially the same structure.
[0515] As used here, the term "C6-C" 60 "Aryl" refers to a monovalent group having a carbocyclic aromatic system comprising 6 to 60 carbon atoms, such as the term "C6-C" used herein. 60 "Aryl" refers to a divalent group in a carbocyclic aromatic system having 6 to 60 carbon atoms. (C6-C) 60 Non-limiting examples of aryl groups include phenyl, naphthyl, anthraceneyl, phenanthryl, pyrene, and Base. When C6-C 60 Aryl and C6-C 60 When each of the aryl groups comprises two or more rings, the two or more rings may be fused together.
[0516] As used here, the term "C1-C" 60"Heteroaryl" refers to a monovalent radical having a heterocyclic aromatic ring 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. The term "C1-C 60 "Heteroarylene" refers to a divalent radical having a heterocyclic aromatic ring 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. C1-C 60 Non-limiting examples of heteroaryl groups include pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, and isoquinolinyl. When C1-C 60 Heteroaryl and C1-C 60 When the heteroaryl and C1-C
[0517] The term "C6-C 60 "Aryloxy" refers to a radical represented by -OA 102 (where A 102 is C6-C 60 Aryl) as used herein, the term "C6-C 60 "Arylthio" refers to a radical represented by -SA 103 (where A 103 is C6-C 60 Aryl).
[0518] The term "monovalent non-aromatic condensed polycyclic group" as used herein refers to a monovalent group having two or more rings condensed with each other, only carbon atoms (e.g., 8 to 60 carbon atoms) as ring-forming atoms, and no aromaticity in its entire molecular structure. An example of a monovalent non-aromatic condensed polycyclic group includes fluorenyl. The term "divalent non-aromatic condensed polycyclic group" as used herein refers to a divalent group having substantially the same structure as the monovalent non-aromatic condensed polycyclic group.
[0519] The term "monovalent non-aromatic condensed heteropolycyclic group" as used herein refers to a monovalent group having two or more rings condensed with 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. An example of a monovalent non-aromatic condensed heteropolycyclic group includes carbazolyl. The term "divalent non-aromatic condensed heteropolycyclic group" as used herein refers to a divalent group having substantially the same structure as the monovalent non-aromatic condensed heteropolycyclic group.
[0520] The term "C5-C 60 "Carbocyclyl" refers to a monocyclic or polycyclic group consisting of only carbon as ring-forming atoms and composed of 5 to 60 carbon atoms. C5-C 60The carbocyclic group can be aromatic or non-aromatic. (C5-C) 60 The carbocyclic group can 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 connection to C5-C... 60 The number of substituents in the carbocyclic group, C5-C 60 The carbon cyclic group can be a trivalent or tetravalent group.
[0521] As used here, the term "C1-C" 60 "Heterocyclic group" refers to a group that, in addition to using at least one heteroatom selected from N, O, Si, P, and S (excluding carbon, which can be 1 to 60 carbon atoms) as the cyclic atom, is cyclic with C5-C6. 60 Carbon cyclic groups are groups with essentially the same structure.
[0522] In this specification, C5-C is replaced. 60 Carbocyclic groups, substituted C1-C 60 Heterocyclic groups, substituted C1-C 20 Alkylene, substituted C2-C 20 alkenyl, substituted C3-C 10 Cycloalkylene, substituted C1-C 10 Heterocyclic alkyl groups, substituted C3-C 10 Cycloalkenyl, substituted C1-C 10 Heterocyclic alkenyl, substituted C6-C 60 aryl, substituted C1-C 60 Hybrid aryl, substituted divalent non-aromatic condensed polycyclic group, substituted divalent non-aromatic condensed heterocyclic group, substituted C1-C 60 Alkyl, substituted C2-C 60 Alkenyl, substituted C2-C 60 Alkyne group, substituted C1-C 60 Alkoxy, substituted C3-C 10 cycloalkyl, substituted C1-C 10 Heterocyclic alkyl, substituted C3-C 10 Cycloalkenyl, substituted C1-C 10 Heterocyclic alkenyl, substituted C6-C 60 Aryl, substituted C6-C 60 aryloxy groups, substituted C6-C 60 Arylthioyl, substituted C1-C 60 At least one substituent in the heteroaryl group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heterocyclic group may be selected from:
[0523] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl and C1-C 60 alkoxy;
[0524] each independently substituted with at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, 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 condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, -Si(Q 11 )(Q 12 )(Q 13 ), -N(Q 11 )(Q 12 ), -B(Q 11 )(Q 12 ), -C(=O)(Q 11 ), -S(=O)2(Q 11 ) and -P(=O)(Q 11 )(Q 12 )C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl and C1-C 60 alkoxy;
[0525] 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 condensed polycyclic group and monovalent non-aromatic condensed heteropolycyclic group, biphenyl and terphenyl;
[0526] each independently substituted with at least one selected from the group consisting of deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazone, C1-C 60 alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl, C1-C 60alkyl, 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 aralkyl, C1-C 60 heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, biphenyl group, terphenyl 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 ) selected from at least one of 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 aralkyl, C1-C 60 heteroaryl, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, biphenyl group, and terphenyl group; and
[0527] -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
[0528] Q1to Q3, Q 11 to Q 13 , Q 21 to Q 23 , and Q 31 to Q 33may each independently be selected from the group consisting of hydrogen, deuterium, -F, -CI, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazino, hydrazono, 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, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic condensed heteropolycyclic group, biphenyl group, and terphenyl group.
[0529] The term "Ph" as used herein means phenyl, the term "Me" as used herein means methyl, the term "Et" as used herein means ethyl, the term "tert-Bu" or "Bu t " as used herein means tert-butyl, and the term "OMe" as used herein means methoxy.
[0530] The term "biphenyl" as used herein means "phenyl substituted with phenyl". In other words, "biphenyl" is a C6-C 60 aryl group as a substituent.
[0531] The term "terphenyl" as used herein means "phenyl substituted with biphenyl". In other words, "terphenyl" is a C6-C 60 aryl group as a substituent. 60 aryl group as a substituent.
[0532] Unless otherwise defined, and as used herein, * and *' each mean the binding site to the adjacent atom in the corresponding formula.
[0533] Hereinafter, a light emitting device according to an embodiment will be described in more detail with reference to examples.
[0534] [Examples]
[0535] Example 1
[0536] As a substrate and anode, a first glass substrate on which ITO (Corning 15 Ω / cm 2 ) was formed, a second glass substrate on which Ag was formed, and a third glass substrate on which ITO (Corning 15 Ω / cm 2 The first glass substrate to the third glass substrate of the organic light emitting diode of Example 1 were each cut to a size of 50 mm x 50 mm x 0.7 mm, washed by ultrasonic treatment with isopropanol and pure water for 5 minutes each, and then cleaned by exposure to ultraviolet light and ozone for 30 minutes. Then, the first glass substrate to the third glass substrate were sequentially stacked on a vacuum deposition apparatus.
[0537] HT3 and HAT-CN were deposited on the anode in a weight ratio of 9:1 to form a hole injection layer having a thickness of 50 nm.
[0538] TCTA HAT-CN and NPB were sequentially deposited on the hole injection layer to form a hole transport layer.
[0539] m-MTDATA was deposited on the hole transport layer as a first hole transport auxiliary layer, ADN and DPAVBi (an amount of DPAVBi was 5 wt%) were co-deposited as a first emission layer to a thickness of 30 nm on the first hole transport auxiliary layer, BAlq was deposited on the first emission layer as a first buffer layer, and compound 21 and LiQ were deposited as a first electron transport layer to a thickness of 30 nm on the first buffer layer in a weight ratio of 5:5 to form an electron transport region, thereby completing formation of a first emission unit. On the first emission unit, BCP and Yb (an amount of Yb was 1 wt%) were co-deposited as an n-type charge generation layer to a thickness of 10 nm on the first emission unit, HT3
[0540] was deposited as a p-type charge generation layer, thereby completing formation of a first charge generation layer. Here, a LUMO energy level difference between the first electron transport layer and the n-type charge generation layer was 0.15 eV.
[0541] HT3 was deposited on the first charge generation layer as a second hole transport auxiliary layer, ADN and DPAVBi (an amount of DPAVBi was 5 wt%) were co-deposited as a second emission layer to a thickness of 30 nm on the second hole transport auxiliary layer, BAlq
[0542] was deposited on the second emission layer as a second buffer layer, and compound 21 and LiQ were deposited as a second electron transport layer to a thickness of 30 nm on the second buffer layer in a weight ratio of 5:5 to form an electron transport region, thereby completing formation of a second emission unit.
[0543] On the second emission unit, BCP and Yb (the amount of Yb is 1 wt%) are co-deposited as an n-type charge generation layer to a thickness of 50 A, and HT3 / HAT-CN (10 wt% HAT-CN, ) is deposited as a p-type charge generation layer, thereby completing the formation of the second charge generation layer.
[0544] HT3 is deposited as a third hole transport auxiliary layer on the second charge generation layer, and ADN and DPAVBi (the amount of DPAVBi is 5 wt%) are co-deposited as a third emission layer to a thickness of 50 A, BAlq is deposited as a third buffer layer on the third emission layer, thereby completing the formation of the third emission unit.
[0545] On the third emission unit, compound 21 is deposited as a third electron transport layer to a thickness of 50 A, and Li is deposited as an electron injection layer, thereby completing the formation of the electron transport region.
[0546] AgMg (for example, Ag and Mg) is co-deposited on the electron transport region in a weight ratio of 9:1 to form a cathode, and CP1 is deposited on the cathode, thereby completing the manufacture of the organic light emitting device.
[0547] Here, the triplet energy level of the third buffer layer is 2.8 eV, and the triplet energy level of ADN included in the third emission layer is 3.1 eV.
[0548] In addition, the LUMO energy level of the third emission layer is 2.55 eV, and the LUMO energy level of the third electron transport layer is 2.77 eV.
[0549]
[0550] Comparative Example 1
[0551] An organic light emitting device is manufactured in substantially the same manner as in Example 1, except that compound 21 and LiQ are used as the third electron transport layer in a weight ratio of 5:5.
[0552] Comparative Example 2
[0553] An organic light emitting device is manufactured in substantially the same manner as in Example 1, except that compound A and LiQ are used as the third electron transport layer in a weight ratio of 5:5.
[0554] Compound A
[0555]
[0556] Comparative Example 3
[0557] An organic light emitting device was produced in substantially the same manner as in Example 1, except that Compound B and LiQ were used as the third electron transport layer in a weight ratio of 5:5.
[0558] Compound B
[0559]
[0560] Comparative Example 4
[0561] An organic light emitting device was produced in substantially the same manner as in Comparative Example 1, except that Compound C1 and DPAVBi (an amount of 5 wt% of DPAVBi) were used as the third emission layer.
[0562] Compound C1
[0563]
[0564] Comparative Example 5
[0565] An organic light emitting device was produced in substantially the same manner as in Comparative Example 2, except that Compound C1 and DPAVBi (an amount of 5 wt% of DPAVBi) were used as the third emission layer.
[0566] Comparative Example 6
[0567] An organic light emitting device was produced in substantially the same manner as in Comparative Example 3, except that Compound C1 and DPAVBi (an amount of 5 wt% of DPAVBi) were used as the third emission layer.
[0568] Comparative Example 7
[0569] An organic light emitting device was produced in substantially the same manner as in Example 1, except that Compound A was used as the third electron transport layer.
[0570] Comparative Example 8
[0571] An organic light emitting device was produced in substantially the same manner as in Example 1, except that Compound B was used as the third electron transport layer.
[0572] Comparative Example 9
[0573] An organic light emitting device was produced in substantially the same manner as in Example 1, except that Compound C1 and DPAVBi (an amount of 5 wt% of DPAVBi) were used as the third emission layer.
[0574] Comparative Example 10
[0575] The organic light-emitting device was fabricated in essentially the same manner as in Comparative Example 7, except that compound C1 and DPAVBi (in 5 wt%) were used as the third emission layer.
[0576] Compare Example 11
[0577] The organic light-emitting device was fabricated in essentially the same manner as in Comparative Example 8, except that compound C1 and DPAVBi (in 5 wt%) were used as the third emission layer.
[0578] Compare Example 12
[0579] The organic light-emitting device was fabricated in substantially the same manner as in Example 1, except that compound 20 was used as the first electron transport layer, ADN and DPAVBi (in 5 wt%) were used as the first emission layer, and compound 20 and LiQ were used in a 5:5 weight ratio as the third electron transport layer.
[0580] Compare Example 13
[0581] The organic light-emitting device was fabricated in substantially the same manner as in Example 1, except that compound 20 was used as the second electron transport layer, ADN and DPAVBi (in 5 wt%) were used as the second emission layer, and compound 20 and LiQ were used as the third electron transport layer in a 5:5 weight ratio.
[0582] Compare Example 14
[0583] The organic light-emitting device was fabricated in substantially the same manner as in Comparative Example 2, except that compound 20 was used as the first electron transport layer, ADN and DPAVBi (in 5 wt%) were used as the first emission layer, and compound 20 and LiQ were used in a 5:5 weight ratio as the third electron transport layer.
[0584] Compare Example 15
[0585] The organic light-emitting device was fabricated in essentially the same manner as in Example 1, except that compound A was used as the second electron transport layer, ADN and DPAVBi (5 wt% of DPAVBi) were used as the second emission layer, and compound 20 and LiQ were used as the third electron transport layer in a 5:5 weight ratio.
[0586] Compare Example 16
[0587] An organic light emitting device was produced in substantially the same manner as in Example 1 except that Compound 20 was used as the first electron transport layer, ADN and DPAVBi (an amount of DPAVBi was 5 wt%) were used as the first emission layer, and Compound 20 and LiQ were used as the third electron transport layer in a weight ratio of 5:5.
[0588] Comparative Example 17
[0589] An organic light emitting device was produced in substantially the same manner as in Example 1 except that Compound B was used as the second electron transport layer, ADN and DPAVBi (an amount of DPAVBi was 5 wt%) were used as the second emission layer, and Compound 20 and LiQ were used as the third electron transport layer in a weight ratio of 5:5.
[0590] Evaluation Example 1
[0591] The organic light emitting devices of Example 1 and Comparative Examples 1 to 11 were characterized using a color brightness meter and a Keithley source meter device to measure a driving voltage (V) and an efficiency (cd / A) at a luminance of 2,000 nit, the results of which are shown in Table 1.
[0592] Table 1
[0593]
[0594] Referring to Table 1, it is confirmed that when a third emission layer host and an anthracene derivative are applied according to the embodiment of the disclosure (for example, without LiQ in the third electron transport layer), an electron injection characteristic can be improved, resulting in excellent driving voltage and excellent efficiency characteristics.
[0595] Evaluation Example 2
[0596] With regard to the organic light emitting devices of Example 1 and Comparative Examples 1 to 3, Comparative Example 7, and Comparative Example 8, a current-fixed room temperature device was used to measure a lifespan (T 97 ) at a luminance of 4,000 nit, the results of which are shown in Table 2 and Figure 2
[0597] Table 2
[0598] Lifetime Remarks Example 1 470h T 97 @4,000 nit Comparative Example 1 400h T 97 @4,000 nit Comparative Example 2 400h T 97 @4,000 nit Comparative Example 3 400h T 97 @4,000 nit Comparative Example 7 70h T 97 @4,000 nit Comparative Example 8 70h T 97 @4,000 nit
[0599] Referring to Table 2 and Figure 2 , it is confirmed that in an emission unit directly facing a cathode (directly adjacent to the cathode), the lifespan is improved only when both a host in an emission layer and an electron transport layer include (for example, simultaneously include) an anthracene derivative. That is, it is confirmed that electron injection of electrons from the electron transport layer to the emission layer is stably performed.
[0600] The organic light-emitting devices (OLEDs) of Comparative Examples 1 to 3, which include anthracene derivatives as the emission layer and a hybrid layer of LiQ and organic materials as the electron transport layer, exhibit stable electron injection characteristics due to LiQ, resulting in no significant reduction in lifetime characteristics. However, when comparing OLEDs of Example 1, which uses only the corresponding organic materials (e.g., without LiQ) in the electron transport layer, with those of Comparative Examples 7 and 8, the OLED of Example 1, which uses only anthracene derivatives, exhibits stable reliability, while the OLEDs of Comparative Examples 7 and 8, which use biscarbazole derivatives and aromatic amine derivatives, exhibit significantly reduced reliability (lifetime).
[0601] Evaluation Example 3
[0602] Regarding the organic light-emitting devices of Example 1 and Comparative Example 1, transient electroluminescence (EL) was measured using a transient electroluminescence (EL) device at dark room temperature to measure the component ratio of fluorescence to delayed fluorescence. The results are shown in... Figure 3 middle.
[0603] Reference Figure 3 It is confirmed that the delayed fluorescence component of the organic light-emitting device in Example 1 is generated more efficiently. Without being constrained by the correctness of any explanation or theory, it is assumed that the increased electron injection, due to the use of a single material in the electron transport layer, leads to an increase in triplet-triplet annihilation (TTA), thereby improving efficiency.
[0604] Evaluation Example 4
[0605] For each of the organic light-emitting devices in Example 1 and Comparative Examples 12 to 17, the driving voltage (V) and efficiency (c / A) at a brightness of 2,000 nits were measured using a colorimeter and a Keithley source meter, and the results are shown in Table 3.
[0606] Table 3
[0607]
[0608] Referring to Table 3, it is confirmed that when anthracene derivatives are applied to a single electron transport layer and an emission layer other than the emission unit adjacent to the cathode, the driving voltage reduction characteristics are not good and the efficiency is reduced by 20% or more compared to the organic light-emitting device of Example 1.
[0609] According to one or more embodiments, organic light-emitting devices can have low driving voltage, high efficiency, and long lifetime.
[0610] As used herein, the terms "substantially," "approximately," and similar terms are used as terms of approximation and not as terms of degree, and are intended to account for the inherent deviations in measured or computed values that would be recognized by those of ordinary skill in the art.
[0611] Any numerical range recited herein is intended to include all sub-ranges of the same numerical precision subsumed in the recited range. For example, a range of 1.0 to 10.0 is intended to include all sub-ranges, half to half, 1.0 to 6.0, 5.5 to 10.0, etc., each encompassing at least one hundred seven- tenths. Any maximum numerical limitation recited herein is intended to include all lower numerical limitations subsumed therein and any minimum numerical limitation recited in this specification is intended to include all higher numerical limitations subsumed therein. Accordingly, Applicant reserves the right to amend this specification, including the claims, to expressly recite any sub-range subsumed in the ranges expressly recited in this specification.
[0612] It is to be understood that the embodiments described herein should not be construed as limiting, but rather as illustrative. Descriptions of features or aspects within each embodiment should typically be considered as available for other similar features or aspects in other embodiments. While one or more embodiments have been described with reference to the attached figures, it will be evident for those skilled in the art that various modifications can be made thereto without departing from the spirit and scope of the application as defined by the claims and their equivalents.
Claims
1. An organic light-emitting device, the organic light-emitting device comprising: First electrode; The second electrode faces the first electrode; m emission units are located between the first electrode and the second electrode; as well as There are m-1 charge generation layers, each located between two adjacent emitter units among the m emitter units, and includes an n-type charge generation layer and a p-type charge generation layer. Where m is an integer of 2 or greater. Each of the m transmitting units includes a hole transport region, an emission layer, and an electron transport region arranged in sequence. The m-th electron transport region in the m-th emission unit closest to the second electrode among the m emission units includes the m-th electron transport layer. The (m-1)th electron transport region in the (m-1)th electron transport unit adjacent to the m-th electron unit includes the (m-1)th electron transport layer. The m-th electron transport layer is a monolayer composed of a first compound, which is represented by Formula 1. The (m-1)th electron transport layer comprises a metallic material. The m-th emission layer in the m-th emission unit includes a second compound, which is represented by Formula 1, and The m-th electron transport layer and the m-th emission layer are different from each other: Formula 1 In Equation 1, m1 is 1 or 2. m2 is 0 or 1. L1 and L2 are both independently single bonds, *-O-*', *-S-*', *-C(R2)(R3)-*', *-C(R2)=*', *=C(R2)-*', *-C(R2)=C(R3)-*', *-C(=O)-*', *-C(=S)-*', *-C≡C-*', *-B(R2)-*', *-N(R2)-*', *-P(R2)-*', *-Si(R2)(R3)-*', *-Ge(R2)(R3)-*', and groups represented by formulas 4-1 to 4-30: In equations 4-1 to 4-30, Y1 is selected from C(Z3)(Z4), N(Z5), Si(Z6)(Z7), O, and S. Z1 to Z7 are 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, spirodifluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthryl, anthraceneyl, fluoranthyl, pyrene, alkyl, pyrrolyl, thiophenyl, furanyl, thiophenyl, imidazoleyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, benzofuranyl, benzothiophenyl, benzothiophenyl, dibenzothiophenyl and -Si(Q) 31 (Q) 32 (Q) 33 ), Q 31 To Q 33 All were independently selected from C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, and pyridyl, d2 is an integer from 0 to 2. d3 is an integer from 0 to 3. d4 is an integer from 0 to 4. d5 is an integer from 0 to 5. d6 is an integer from 0 to 6. d8 is an integer from 0 to 8, and Both * and *' indicate bonding sites with adjacent atoms. a1 and a2 are both independent integers from 1 to 5. Ar1 is selected from: phenyl group, cyclopentadienyl group, indene group, naphthyl group, chamomile ring group, heptadene group, indole group, acenaphthene group, fluorene group, spirodifluorene group, spirobenzo[a]fluorene-fluorene group, benzo[a]fluorene group, dibenzo[a]fluorene group, phenatene group, phenanthrene group, anthracene group, fluoranthene group, pyrene group, etc. Groups, tetraphenyl group, furan group, perylene group, pyrrole group, thiophene group, furan group, thiophene group, imidazole group, pyrazole group, thiazole group, isothiazole group, oxazole group, isoxazole group, pyridine group, pyrazine group, pyrimidine group, pyridazine group, triazine group, benzofuran group, benzothiophene group, benzothiophene group, dibenzothiophene group, quinoline group, isoquinoline group, benzimidazole group, dibenzodiazepine Group, 10,11-dihydro-dibenzo[b,f]aza Groups, phenoxazine groups, imidazopyridine groups, and imidazopyrimidine groups; All are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, cyclopentadienyl, indene, naphthyl, chamomilecycloyl, heptanenyl, indaneyl, acenaphthyl, fluorenyl, spirodifluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenanthrenyl, anthraceneyl, fluoranthyl, pyreneyl alkyl, tetraphenyl, furanyl, perylene, pentyranyl, hexaphenyl, pentaphenyl, rubidyl, benzoyl, ovophenyl, pyrroleyl, thiopheneyl, furanyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, benzofuranyl, benzothiopheneyl, -Si(Q 31 (Q) 32 (Q) 33 -N(Q) 31 (Q) 32 ) and -B(Q 31 (Q) 32 The following groups are selected from at least one of the following groups: phenyl group, cyclopentadiene group, indene group, naphthyl group, chamomile ring group, heptadiene group, indole group, acenaphthene group, fluorene group, spirodifluorene group, spirobenzo[a]fluorene-fluorene group, benzo[a]fluorene group, dibenzo[a]fluorene group, phenatene group, anthracene group, fluoranthene group, pyrene group, etc. Groups, tetraphenyl group, furan group, perylene group, pyrrole group, thiophene group, furan group, thiophene group, imidazole group, pyrazole group, thiazole group, isothiazole group, oxazole group, isoxazole group, pyridine group, pyrazine group, pyrimidine group, pyridazine group, triazine group, benzofuran group, benzothiophene group, benzothiophene group, dibenzothiophene group, quinoline group, isoquinoline group, benzimidazole group, dibenzodiazepine Group, 10,11-dihydro-dibenzo[b,f]aza Groups, phenoxazine groups, imidazopyridine groups, and imidazopyrimidine groups, and Q 31 To Q 33 Each can be independently selected from C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, and pyridyl, R1 to R3 are 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, cyclopentadienyl, indene, naphthyl, chamomilecycloyl, heptanenyl, indaneyl, acenaphthyl, fluorenyl, spirodifluorenyl, spirobenzofluorenyl-fluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenatenyl, phenanthreneyl, anthraceneyl, fluoranyl, pyreneyl alkyl, tetraphenyl, furanyl, perylene, pentofenyl, hexaphenyl, pentaphenyl, rubidyl, benzoyl, pyrrolyl, thiophenyl, furanyl, thiophenyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzofuranyl, benzothiophenyl, benzothiophenyl, dibenzothiophenyl, benzoimidazolyl, imidazopyridyl, imidazopyrimidinyl, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) and -P(=O)(Q1)(Q2); and All are substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, biphenyl, terphenyl, cyclopentadienyl, indene, naphthyl, chamomilecycloyl, heptanenyl, indaneyl, acenaphthyl, fluorenyl, spirodifluorenyl, spirobenzofluorenyl-fluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenatenyl, phenanthreneyl, anthraceneyl, fluoranyl, pyreneyl alkyl, tetraphenyl, francyl, perylene, pentofenyl, hexaphenyl, pentaphenyl, rubidyl, benzoyl, pyrrolyl, thiophenyl, furanyl, thiophenyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzofuranyl, benzothiophenyl, benzothiophenyl, dibenzothiophenyl, benzimidazolyl, imidazopyridyl, imidazopyrimidinyl, -Si(Q) 31 (Q) 32 (Q) 33 -N(Q) 31 (Q) 32 ) and -B(Q 31 (Q) 32 The following are selected from at least one of the following: phenyl, biphenyl, terphenyl, cyclopentadienyl, indene, naphthyl, chamomilecycloyl, heptadienyl, indaneyl, acenaphthyl, fluorenyl, spirodifluorenyl, spirobenzofluoren-fluorenyl, benzo[a]fluorenyl, dibenzo[a]fluorenyl, phenerenoyl, anthraceneyl, fluoranthyl, pyreneyl. alkyl, tetraphenyl, furanyl, perylene, pentylenetyl, hexaphenyl, pentaphenyl, rubidyl, benzoyl, pyrrolyl, thiophenyl, furanyl, thiophenyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzofuranyl, benzothiophenyl, benzothiophenyl, dibenzothiophenyl, benzoimidazolyl, imidazopyridyl, and imidazopyrimidinyl, and Q1 to Q3 and Q 31 To Q 33 Each can be independently selected from C1-C 20 Alkyl, C1-C 20 Alkoxy, phenyl, biphenyl, terphenyl, naphthyl, and pyridyl, b1 is an integer from 1 to 4. c1 is an integer from 0 to 10. c1 *-(L1) a1 -(R1) b1 Any two adjacent groups may optionally be connected to each other to form a substituted or unsubstituted C5-C 60 Carbocyclic group or substituted or unsubstituted C1-C 60 Heterocyclic groups, and Both * and *' indicate bonding sites with adjacent atoms.
2. The organic light-emitting device according to claim 1, wherein, m is an integer of 3 or greater.
3. The organic light-emitting device according to claim 1, wherein, The first compound and the second compound may be the same as or different from each other.
4. The organic light-emitting device according to claim 1, wherein, Both the first compound and the second compound are independently represented by one of formulas 1-1 to 1-4: Formula 1-1 Formula 1-2 Formula 1-3 Formula 1-4 Among them, in equations 1-1 to 1-4, L 11 L 12 L 111 L 112 L 121 L 122 , a11, a12, a111, a112, a121, a122, Ar 11 R 11 R 111 R 112 b11, b111, and b112 are all independently identical to those described in connection with L1, L2, a1, a2, Ar1, R1 to R3, and b1 in claim 1. c11 is an integer from 0 to 10, and c12, c121, and c122 are all independent integers from 0 to 9.
5. The organic light-emitting device according to claim 1, wherein, Both the first compound and the second compound are independently selected from compounds 1 to 80:
6. The organic light-emitting device according to claim 1, wherein, The difference between the lowest unoccupied molecular orbital energy level of the m-th emitter layer and the lowest unoccupied molecular orbital energy level of the m-th electron transport layer is equal to or less than 0.3 eV.
7. The organic light-emitting device according to claim 1, wherein, The m-th transmitting unit further includes an m-th buffer layer located between the m-th transmitting layer and the m-th electron transport layer.
8. The organic light-emitting device according to claim 7, wherein, The absolute value of the triplet energy level of the m-th buffer layer is 0.2 eV or greater than the absolute value of the triplet energy level of the second compound included in the m-th emitter layer.
9. The organic light-emitting device according to claim 1, wherein, The organic light-emitting device further includes a first electron injection layer located between the m-th electron transport layer and the second electrode, and the first electron injection layer comprises lithium metal or a material containing lithium metal.
10. The organic light-emitting device according to claim 1, wherein, The organic light-emitting device further includes a first electron injection layer located between the m-th electron transport layer and the second electrode, and the first electron injection layer comprises a material having an absolute value of work function from 2.6 eV to 3.6 eV.
11. The organic light-emitting device according to claim 1, wherein, Each of the m hole transport regions in the m transmitting units independently includes a hole injection layer, a hole transport layer, an electron blocking layer, or any combination thereof, and Each of the m-1 electron transport regions, excluding the m-th electron transport region, independently includes a hole blocking layer, an electron transport layer, an electron injection layer, a buffer layer, or any combination thereof.
12. The organic light-emitting device according to claim 1, wherein, Each of the m emitting units emits blue light with a maximum emission wavelength equal to or greater than 440 nm and equal to or less than 480 nm.
13. The organic light-emitting device according to claim 1, wherein, Based on the sum of the fluorescence component and the delayed fluorescence component among all the emission components emitted during the transient electroluminescence of the organic light-emitting device, the component ratio of the delayed fluorescence component is equal to or greater than 30%.
14. A flat panel display device, the flat panel display device comprising: A thin-film transistor includes a source electrode, a drain electrode, and an active layer; as well as The organic light-emitting device according to claim 1, The first electrode of the organic light-emitting device is electrically connected to one of the source electrode and the drain electrode selected from the thin-film transistor.
15. The flat panel display device according to claim 14, wherein, The Y-color coordinates measured from the front viewing angle of the flat panel display device are 0.09 to 0.
15.
16. The flat panel display device according to claim 14, wherein, The Y-coordinates measured at side angles of 30° to 45° from the front viewpoint range from 0.45 to 0.
06.
17. An apparatus, the apparatus comprising: The light source includes the organic light-emitting device according to claim 1; as well as A quantum dot or an optical component comprising the quantum dot is arranged in the path of light emitted from the light source.
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