Amine-containing compound, light-emitting device including same, electronic device including light-emitting device, and electronic equipment including light-emitting device

By using amine-containing compounds in organic light emitting devices to optimize their chemical structure to improve hole transport characteristics, the shortcomings of the light emitting devices in the prior art in terms of hole transport, driving voltage, luminous efficiency and lifetime are solved, and a high-performance luminous effect is achieved.

CN119874603APending Publication Date: 2025-04-25SAMSUNG DISPLAY CO LTD
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Patent Information

Application Number
CN202411493383.0
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Priority Date
2023-10-25
Filing Date
2024-10-24
Publication Date
2025-04-25

AI Technical Summary

Technical Problem

The existing organic light emitting devices have shortcomings in hole transmission characteristics, driving voltage, luminous efficiency and life, and it is difficult to meet the needs of high-performance electronic equipment and equipment.

Method used

The amine-containing compounds are used to improve hole transport characteristics by optimizing their chemical structure and to use these compounds in a light emitting device to achieve low driving voltage, high luminous efficiency and long life.

Benefits of technology

By using amine-containing compounds, the hole transport characteristics of the luminescent device are improved, achieving relatively low driving voltage, high luminescence efficiency and long life, meeting the needs of high-performance electronic equipment and equipment.

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Abstract

Provided are an amine-containing compound and a light-emitting device including the same. An electronic device including the light emitting device and an electronic equipment including the light emitting device are also provided.
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Description

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS

[0002] This application claims priority to and the benefit of Korean Patent Application No. 10-2023-0144167 filed in the Korean Intellectual Property Office on October 25, 2023, the entire contents of which are incorporated herein by reference. Technical Field

[0003] One or more aspects of embodiments of the present disclosure relate to an amine-containing compound, a light-emitting device including the same, an electronic device including the light-emitting device, and electronic equipment including the light-emitting device. Background Art

[0004] Compared with inorganic light-emitting devices, organic light-emitting devices may have a wider viewing angle, a higher contrast ratio, and a shorter response time. The organic light-emitting device may include a first electrode, a hole transport region, an emission layer, an electron transport region, and a second electrode arranged in the order described below. Holes injected from the first electrode may move toward the emission layer through the hole transport region. Electrons injected from the second electrode may move toward the emission layer through the electron transport region. Carriers (such as holes and electrons) may recombine in the emission layer, for example, to generate excitons. These excitons may transition (for example, relax) from an excited state to a ground state to generate light. Summary of the invention

[0005] One or more aspects of embodiments of the present disclosure are directed to an amine-containing compound having improved hole transport characteristics by employing the amine-containing compound and a light-emitting device having a relatively low driving voltage, a relatively high luminous efficiency, and / or a relatively long lifetime.

[0006] One or more aspects of the embodiments of the present disclosure relate to high-quality electronic devices and electronic equipment including a light emitting device.

[0007] Additional aspects will be set forth in part in the description which follows and, in part, will be obvious from the description, or may be learned by practice of the embodiments presented in the disclosure.

[0008] According to one or more embodiments, the amine-containing compound may be represented by Formula 1:

[0009] Formula 1

[0010]

[0011] Among them, in formula 1,

[0012] X 1 Can be N(R 4 ), O or S,

[0013] CY 11 and CY12 Can be independently C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group,

[0014] Ar 2 ,Ar 31 and Ar 32 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Aryl is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroaryl,

[0015] L 1 To L 3 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0016] a1 to a3 may each independently be an integer selected from 0 to 5, and i) when a1 is 0, by *-(L 1 ) a1 -*' may be a single bond. ii) When a2 is 0, *-(L 2 ) a2 -*' may be a single bond. iii) When a3 is 0, *-(L 3 ) a3 -*' may be a single bond, iv) when a1 is an integer selected from 2 to 5, multiple L 1 may be the same as or different from each other, v) when a2 is an integer selected from 2 to 5, a plurality of L 2 may be the same as or different from each other, and vi) when a3 is an integer selected from 2 to 5, a plurality of L 3 may be the same or different from each other,

[0017] R 1 To R 4 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, unsubstituted or substituted by at least one R 10a Substituted C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 10 Cycloalkyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 10 Heterocycloalkyl, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 10 Cycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 10 Heterocycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryl, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Arylthio, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroaryl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroaryloxy, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroarylthio, unsubstituted or substituted with at least one R 10a A substituted monovalent non-aromatic fused polycyclic group, unsubstituted or replaced by at least one R 10a Substituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-N(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-C(=O)(Q1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-P(=O)(Q 1 )(Q 2 ) or -P(=S)(Q 1 )(Q 2 ),

[0018] Two or more adjacent R 1 To R 3 may not be bonded or (eg, optionally) may be bonded to each other to form (or provide) an unsubstituted or substituted R 10a Substituted C 5 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0019] n1 may be an integer selected from 0 to 20,

[0020] n2 may be an integer selected from 0 to 6,

[0021] n3 may be an integer selected from 0 to 3,

[0022] R 10a Can be:

[0023] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro,

[0024] Each unsubstituted or substituted C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroaralkyl, -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 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof,

[0025] Each unsubstituted or substituted C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Arylalkyl or C 2 -C 60 Heteroaralkyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroaralkyl, -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 )、-P(=O)(Q 21 )(Q 22) or any combination thereof, or

[0026] -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 ) or -P(=O)(Q 31 )(Q 32 ),

[0027] Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy,

[0028] Each unsubstituted or substituted with deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 Alkoxy, phenyl, biphenyl or any combination thereof substituted C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group; C 7 -C 60 Aralkyl; or C 2 -C 60 heteroarylalkyl, and

[0029] * and *' each indicate a bonding site to an adjacent atom.

[0030] According to one or more embodiments, a light emitting device includes an amine-containing compound.

[0031] According to one or more embodiments, an electronic device includes a light emitting device.

[0032] According to one or more embodiments, an electronic device includes a light emitting device. BRIEF DESCRIPTION OF THE DRAWINGS

[0033] The accompanying drawings are included to provide a further understanding of the foregoing and other aspects, features and advantages of certain embodiments of the present disclosure, and are incorporated in and constitute a part of this specification. The accompanying drawings illustrate example embodiments and, together with the following description in conjunction with the accompanying drawings, serve to explain the principles of the present disclosure. In the drawings:

[0034] Figure 1 is a schematic cross-sectional view of a light emitting device according to one or more embodiments;

[0035] Figure 2 is a schematic cross-sectional view of an electronic device according to one or more embodiments;

[0036] Figure 3 is a schematic cross-sectional view of an electronic device according to one or more embodiments;

[0037] Figure 4 is a schematic perspective view of an electronic device including a light emitting device according to one or more embodiments;

[0038] Figure 5 A diagram for explaining the exterior of a vehicle including an electronic device of a light emitting device according to one or more embodiments; and

[0039] FIG. 6A to FIG. 6C Each is a diagram schematically illustrating the interior of a vehicle according to one or more embodiments. DETAILED DESCRIPTION

[0040] The embodiment in the accompanying drawings will now be explained in more detail with reference to its examples, wherein the same reference numerals throughout the specification refer to the same elements, and their repeated description may not be provided. In this regard, the present embodiment may have different forms and should not be interpreted as being limited to the description stated herein. Accordingly, the embodiment is described only by reference to the accompanying drawings to explain the aspects of this description. As used herein, the term "and / or" includes any and all combinations of one or more related enumerated items. When expressions such as "at least one of ...", "one of ..." and "selected from ..." are before / after the list of elements, the entire list of modified elements is modified without modifying the single element of the list. For example, throughout this disclosure, the expression "at least one of a, b and c" indicates only a, only b, only c, both a and b (e.g., a and b at the same time), both a and c (e.g., a and c at the same time), both b and c (e.g., b and c at the same time), all a, b and c, or variations thereof.

[0041] Unless otherwise limited, all chemical names, technical terms and scientific terms and terms defined in general dictionaries should be interpreted as having a meaning consistent with the context of the relevant field, and should not be interpreted in an ideal or overly formal sense. It will be understood that although the terms first and / or second, etc. can be used to describe various elements in this article, these elements should not be limited by these terms. These terms are only used to distinguish one element from another element. Therefore, without departing from the teaching of the present disclosure, the first element can be referred to as the second element. Similarly, the second element can be referred to as the first element.

[0042] As used herein, singular forms such as “a”, “an” and “the” are intended to include plural forms as well, unless the context clearly indicates otherwise.

[0043] It will be further understood that when used in this specification, the terms “comprise,” “comprises,” “comprising,” “has,” “have,” “having,” “include,” “includes,” and / or “including” indicate 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.

[0044] As used herein, the terms "use," "using," and "used" may be considered synonymous with the terms "utilize," "utilizing," and "utilized," respectively.

[0045] The term "may" will be understood to refer to "one or more embodiments of the present disclosure," some of which include the described elements, and some of which exclude the elements and / or include optional elements. Similarly, optional language (such as "or") refers to "one or more embodiments of the present disclosure" that each include the corresponding listed items.

[0046] It will be understood that when an element is referred to as being "on," "connected to," or "coupled to" another element, it may be directly on, directly connected to, or directly coupled to the other element, or one or more intervening elements may also be present. When an element is referred to as being "directly on," "directly connected to," or "directly coupled to" another element, there are no intervening elements.

[0047] For ease of description, spatially relative terms such as "below," "below," "below," "above," "on," "bottom," and "top," etc., may be used herein to describe the relationship of one element or feature to another element or feature as illustrated in the accompanying drawings. It will be understood that spatially relative terms are intended to encompass different orientations of the device in use or operation in addition to the orientation depicted in the accompanying drawings. For example, if the device in the drawings is turned over, elements described as being "below" or "beneath" other elements or features will be oriented as being "above" or "on" the other elements or features. Thus, the term "below" may encompass both orientations above and below. The device may be oriented in other ways (rotated 90 degrees or in other orientations), and the spatially relative descriptors used herein should be interpreted accordingly.

[0048] In the present context, "consisting essentially of" means that any additional components will not substantially affect the chemical, physical, optical or electrical properties of the target moiety.

[0049] In the present disclosure, "does not include (or does not contain) one or any 'component'", "excludes (or removes) one or any 'component'" and / or "no 'component'" etc. means that the "component" is not added, selected or used as a component in the element / composition, but due to other impurities and / or external factors, the "component" may still be included in an appropriate amount.

[0050] Furthermore, in this specification, the phrase “on a plane” or “plan view” means observing a target portion from the top, and the phrase “in a cross section” means observing a cross section formed by vertically cutting the target portion from the side.

[0051] Light-emitting device

[0052] According to one aspect, a light emitting device including a first electrode, a second electrode facing the first electrode, an interlayer disposed between the first electrode and the second electrode and including an emission layer, and an amine-containing compound represented by Formula 1 is provided.

[0053] In one or more embodiments, the first electrode may be an anode. The second electrode may be a cathode. The emission layer may include a dopant and a host, and may emit light. Dopants and hosts are described in more detail elsewhere herein.

[0054] The term "interlayer" as used herein refers to a single layer and / or a plurality of (eg, all) layers between a first electrode and a second electrode of a light emitting device.

[0055] In one or more embodiments, the interlayer may further include a hole transport region between the first electrode and the emission layer and an electron transport region between the emission layer and the second electrode. The hole transport region may include a hole injection layer, a hole transport layer, an emission auxiliary layer, an electron blocking layer, or any combination thereof. The electron transport region may include a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0056] For example, the hole transport region may include a hole injection layer disposed on the first electrode and a hole transport layer disposed between the hole injection layer and the emission layer. The hole injection layer may have a single layer structure or a multilayer structure. The hole transport layer may have a single layer structure or a multilayer structure. For example, the hole transport layer may include a first hole transport layer, a second hole transport layer, and a third hole transport layer arranged in the order described below from the hole injection layer.

[0057] For example, the electron transport region may include an electron transport layer disposed on the emission layer and an electron injection layer disposed between the electron transport layer and the second electrode.

[0058] In one or more embodiments, the interlayer may include an amine-containing compound represented by Formula 1.

[0059] In one or more embodiments, the hole transport region may include an amine-containing compound represented by Formula 1.

[0060] In one or more embodiments, the hole transport layer may include an amine-containing compound represented by Formula 1. The hole transport layer may be in direct contact with the emission layer. For example, the amine-containing compound represented by Formula 1 may be included in the third hole transport layer. In another example, the amine-containing compound represented by Formula 1 may be included in the first hole transport layer and the third hole transport layer. In another example, the amine-containing compound represented by Formula 1 may be included in the first hole transport layer to the third hole transport layer.

[0061] In one or more embodiments, the light emitting device may further include a capping layer disposed on the outside of the first electrode (eg, on the first electrode), and the amine-containing compound represented by Formula 1 may be included in the capping layer.

[0062] In one or more embodiments, the light-emitting device may further include a first capping layer arranged on the outside of the first electrode (e.g., on the first electrode) and / or a second capping layer arranged on the outside of the second electrode (e.g., on the second electrode), and the amine-containing compound represented by Formula 1 may be included in the first capping layer and / or the second capping layer. For example, the amine-containing compound represented by Formula 1 may be included in the first capping layer, the first electrode, and the first capping layer in the order described below. In another example, the amine-containing compound represented by Formula 1 may be included in the second capping layer in the interlayer, the second electrode, and the second capping layer arranged in the order described below. The amine-containing compound represented by Formula 1 may be (e.g., simultaneously) included in both the first capping layer and the second capping layer.

[0063] According to an aspect, an electronic device including a light emitting device may be provided.

[0064] In one or more embodiments, the electronic device may further include a thin film transistor. The thin film transistor may include a source electrode and a drain electrode, and the first electrode of the light emitting device may be electrically connected to at least one of the source electrode and the drain electrode of the thin film transistor.

[0065] According to another aspect, an electronic device including a light emitting device may be provided. The electronic device may be at least one selected from a flat panel display, a curved display, a computer monitor, a medical monitor, a television (TV), a billboard, an indoor light, an outdoor light, a signal light, a head-up display, a fully transparent display, a partially transparent display, a flexible display, a rollable display, a foldable display, a retractable display, a laser printer, a phone, a portable phone, a tablet personal computer, a tablet mobile computer, a personal digital assistant (PDA), a wearable device, a laptop computer, a digital camera, a video camera, a viewfinder, a microdisplay, a three-dimensional (3D) display, a virtual reality display, an augmented reality display, a vehicle, a video wall with multiple displays stitched together, a theater screen, a stadium screen, a light therapy device, and a sign.

[0066] According to another aspect, an amine-containing compound represented by Formula 1 is provided:

[0067] Formula 1

[0068]

[0069] Among them, in formula 1,

[0070] X 1 Can be N(R 4 ), O or S,

[0071] CY 11 and CY 12 Can be independently C 3 -C60 Carbocyclic or C 1 -C 60 Heterocyclic group,

[0072] Ar 2 ,Ar 31 and Ar 32 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Aryl is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroaryl,

[0073] L 1 To L 3 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0074] a1 to a3 may each independently be an integer selected from 0 to 5, and i) when a1 is 0, by *-(L 1 ) a1 -*' may be a single bond. ii) When a2 is 0, *-(L 2 ) a2 -*' may be a single bond. iii) When a3 is 0, *-(L 3 ) a3 -*' may be a single bond, iv) when a1 is an integer selected from 2 to 5, multiple L 1 may be the same as or different from each other, v) when a2 is an integer selected from 2 to 5, a plurality of L 2 may be the same as or different from each other, and vi) when a3 is an integer selected from 2 to 5, a plurality of L 3 may be the same or different from each other,

[0075] R 1 To R 4 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, unsubstituted or substituted by at least one R 10a Substituted C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R10a Substituted C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 10 Cycloalkyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 10 Heterocycloalkyl, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 10 Cycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 10 Heterocycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryl, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Arylthio, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroaryl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroaryloxy, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroarylthio, unsubstituted or substituted with at least one R 10a A substituted monovalent non-aromatic fused polycyclic group, unsubstituted or replaced by at least one R 10a Substituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-N(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O)2 (Q 1 )、-P(=O)(Q 1 )(Q 2 ) or -P(=S)(Q 1 )(Q 2 ),

[0076] Two or more adjacent R 1 To R 3 may not be bonded or (eg, optionally) may be bonded to each other to form (or provide) an unsubstituted or substituted R 10a Substituted C 5 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0077] n1 may be an integer selected from 0 to 20,

[0078] n2 may be an integer selected from 0 to 6,

[0079] n3 may be an integer selected from 0 to 3,

[0080] R 10a Can be:

[0081] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro;

[0082] Each unsubstituted or substituted C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroaralkyl, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof;

[0083] Each unsubstituted or substituted C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Arylalkyl or C 2 -C 60 Heteroaralkyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroaralkyl, -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 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof; or

[0084] -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 ) or -P(=O)(Q 31 )(Q 32 ),

[0085] Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; C 1 -C 60 Alkyl; C 2 -C 60 Alkenyl; C 2 -C 60 Alkynyl; or C 1 -C 60 Alkoxy;

[0086] Each unsubstituted or substituted with deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 Alkoxy, phenyl, biphenyl or any combination thereof substituted C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group; C 7 -C 60 Aralkyl; or C 2 -C 60 heteroarylalkyl, and

[0087] * and *' each indicate a bonding site to an adjacent atom.

[0088] In one or more embodiments, CY 11 and CY 12Each of the above groups may independently be phenyl, naphthyl, phenanthryl, fluoranthene, triphenylene, pyrene, 1,2-triphenylene, indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, indolyl, pyridyl, pyrimidinyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, furanyl, benzofuranyl, dibenzofuranyl, naphthofuranyl, benzonaphthofuranyl, dinaphthofuranyl, thienyl, benzothienyl, dibenzothienyl, naphthiothienyl, benzonaphthothienyl or dinaphthothienyl.

[0089] In one or more embodiments, the amine-containing compound represented by Formula 1 may be a compound represented by any one selected from Formula 1-1 to Formula 1-4:

[0090] Formula 1-1

[0091]

[0092] Formula 1-2

[0093]

[0094] Formula 1-3

[0095]

[0096] Formula 1-4

[0097]

[0098] Among them, in Formula 1-1 to Formula 1-4,

[0099] X 1 ,Ar 2 ,Ar 31 ,Ar 32 , L 1 To L 3 、a1 to a3、R 2 , R 3 , n2 and n3 may each be as described herein, and

[0100] R 11 To R 18 Each may be referred to herein as R 1 described.

[0101] In one or more embodiments, the amine-containing compound represented by Formula 1 may be a compound represented by Formula 1-2.

[0102] In one or more embodiments, Ar 2 ,Ar 31 and Ar 32 may be each independently unsubstituted or substituted with at least one R 10aSubstituted phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, dimethylfluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylene, pyrenyl, 1,2-triphenylenyl, peryl, pentacene, pyrrolyl, thienyl, furanyl, thirol, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl , isoindolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, benzoisoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzofuranyl, benzothiophenyl, benzothioxyl, benzothiazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazinyl, carbazolyl , dibenzofuranyl, dibenzothienyl, dibenzothioyl, benzocarbazolyl, naphthobenzofuranyl, naphthobenzothienyl, naphthobenzothioyl, dibenzocarbazolyl, dinaphthofuranyl, dinaphthothienyl, dinaphthothioyl, imidazopyridyl, imidazopyrimidyl, oxazolopyridyl, thiazopyridyl, benzonaphthyridinyl, azafluorenyl, azaspirobifluorenyl, azacarbazolyl, azadibenzofuranyl, azadibenzothienyl, azadibenzothioyl, indenopyrrolyl , indolopyrrolyl, indenocarbazolyl, indolocarbazolyl, tetraphenyl, phenanthrenyl, hexaphenyl, pentaphenanthrenyl, rubinyl, corundum, ovalenyl, naphthopyrrolyl, naphthofuranyl, naphthothienyl, naphthothirolyl, benzofuranocarbazolyl, benzothienocarbazolyl, benzothiorrolocarbazolyl, triindolophenyl, pyrrolophenanthrenyl, furanophenanthrenyl, thienophenanthrenyl, benzonaphthofuranyl, benzonaphthothienyl, indolophenanthrenyl, benzofuranophenanthrenyl or benzothienophenanthrenyl.

[0103] In one or more embodiments, Ar 2 ,Ar 31 and Ar 32 may be each independently unsubstituted or substituted with at least one R 10a Substituted phenyl.

[0104] In one or more embodiments, Ar 2 ,Ar 31 and Ar 32 Can be independently Z 1 To Z 5 may each independently be hydrogen or as referred to herein with reference to R 10a , and * indicates the bonding site to the adjacent atom.

[0105] In one or more embodiments, The group represented by may be a group represented by any one selected from Formula 3A to Formula 3F:

[0106]

[0107] Wherein, in Formula 3A to Formula 3F,

[0108] Ar 31 and Ar 32 each being the same as described herein,

[0109] R 31 To R 35 Each is referred to in this article as R 3 Same as described, and

[0110] *Indicates bonding sites to neighboring atoms.

[0111] In one or more embodiments, The group represented may be a group represented by any one selected from Formula 3A-1 to Formula 3F-1:

[0112]

[0113] Wherein, in Formula 3A-1 to Formula 3F-1,

[0114] Z 11 To Z 51 and Z 12 To Z 52 may each independently be hydrogen or as referred to herein with reference to R 10a As described,

[0115] R 31 To R 35 Each as in this article refers to R 3 described, and

[0116] *Indicates bonding sites to neighboring atoms.

[0117] In one or more embodiments, R 3 It can be hydrogen or deuterium.

[0118] In one or more embodiments, The group represented by may be selected from Formula 2A to

[0119] Any one of the formula 2N represents a group:

[0120]

[0121] Wherein, in Formula 2A to Formula 2N,

[0122] Ar 2 As described herein,

[0123] R 21 To R 28 Each may be referred to herein as R 2 , and * indicates the bonding site to the adjacent atom.

[0124] In one or more embodiments, The group represented may be a group represented by any one selected from Formula 2A to Formula 2G.

[0125] In one or more embodiments, The group represented may be a group represented by Formula 2A or Formula 2B.

[0126] In one or more embodiments, The group represented may be a group represented by any one selected from Formula 2A-1 to Formula 2N-1:

[0127]

[0128] Wherein, in Formula 2A-1 to Formula 2N-1,

[0129] Z 1 To Z 5 may each independently be hydrogen or as referred to herein with reference to R 10a As described, R 21 To R 28 Each may be referred to herein as R 2 described, and

[0130] *Indicates bonding sites to neighboring atoms.

[0131] In one or more embodiments, L 1 To L 3 may be each independently unsubstituted or substituted with at least one R 10a Substituted phenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, pyrenyl or 1,2-triphenylenyl.

[0132] In one or more embodiments, L 1 To L 3 It may be a group represented by one selected from Formula 4A to Formula 4C:

[0133]

[0134] Wherein, in Formula 4A to Formula 4C,

[0135] R 10a As described in this article,

[0136] e4 may be an integer selected from 0 to 4, and

[0137] * and *' each indicate a bonding site to an adjacent atom.

[0138] In one or more embodiments, a1 may be zero.

[0139] In one or more embodiments, a2 and a3 may each independently be 0 or 1.

[0140] In one or more embodiments, the amine-containing compound represented by Formula 1 may be any one of Compounds 1 to 121, Compounds 141 to 157, Compounds 161 to 189, Compounds 191 to 193, and Compounds 197 to 231 (for example, one selected therefrom):

[0141]

[0142]

[0143]

[0144]

[0145]

[0146]

[0147]

[0148]

[0149]

[0150]

[0151]

[0152]

[0153]

[0154]

[0155] The amine-containing compound represented by Formula 1 may have a 2 Substituted naphthyl, "substituted by Ar 31 and Ar 32 The core structure is a substituted phenyl group and a carbazolyl group, a dibenzofuranyl group or a dibenzothiophenyl group bonded to an amine.2 ,Ar 31 and Ar 32 It may be an aryl group or a heteroaryl group. Because the amine-containing compound represented by Formula 1 includes such a tricyclic group, a polaron (as used herein, the term "polaron" is a quasi-particle that may be included in the interaction between electrons and atoms in a solid material) may be stabilized, which leads to a long life of the light-emitting device, and the charge jump rate increases, thereby improving the charge mobility. Moreover, by introducing a substituent (e.g., substantially) into a naphthyl group, the color coordinates may be improved to emit dark blue light, and the structural stability of the amine-containing compound represented by Formula 1 may be ensured. Accordingly, the amine-containing compound represented by Formula 1 may have relatively high electrical stability, high charge transport capability, and high glass transition temperature.

[0156] And, by changing Ar 2 ,Ar 31 and Ar 32 The value of the highest occupied molecular orbital (HOMO) energy level can also be appropriately adjusted or changed, such as the substitution position of the anode, etc. Accordingly, the hole injection barrier from the anode to the hole transport layer can be appropriately adjusted or changed, and a suitable or appropriate energy level value can be maintained between the hole transport layer and the emission layer to increase the exciton generation efficiency inside the emission layer.

[0157] Therefore, the amine-containing compound represented by Formula 1 may have excellent or appropriate hole transport characteristics, and a light-emitting device including the amine-containing compound represented by Formula 1 may have a relatively low driving voltage, high luminous efficiency, and a long lifespan.

[0158] Figure 1 Description

[0159] Figure 1 1 is a schematic cross-sectional view of a light emitting device 10 according to one or more embodiments. The light emitting device 10 includes a first electrode 110 , an interlayer 130 , and a second electrode 150 .

[0160] In the following, reference will be made to Figure 1 A structure of a light emitting device 10 and a method of manufacturing the light emitting device 10 according to one or more embodiments are described.

[0161] First electrode 110

[0162] exist Figure 1In the embodiment of the present invention, the substrate may be further located below the first electrode 110 or on the second electrode 150. A glass substrate or a plastic substrate may be used as the substrate. In one or more embodiments, the substrate may be a flexible substrate and may include a plastic having excellent or appropriate heat resistance and durability, such as polyimide, polyethylene terephthalate (PET), polycarbonate, polyethylene naphthalate, polyarylate (PAR), polyetherimide, or any combination thereof.

[0163] The first electrode 110 may be formed by, for example, depositing or sputtering a material for forming (or providing) the first electrode 110 on a substrate. When the first electrode 110 is an anode, the material for forming (or providing) the first electrode 110 may be a high work function material that facilitates injection of holes.

[0164] The first electrode 110 may be a reflective electrode, a semi-transmissive electrode, or a transmissive electrode. When the first electrode 110 is a transmissive electrode, a material for forming (or providing) the first electrode 110 may include indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO 2 ), zinc oxide (ZnO), or any combination thereof. In one or more embodiments, when the first electrode 110 is a semi-transmissive electrode or a reflective electrode, the material used to form (or provide) the first electrode 110 may include magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), or any combination thereof.

[0165] The first electrode 110 may have a single-layer structure consisting of a single layer or a multi-layer structure including a plurality of layers. For example, the first electrode 110 may have a triple-layer structure of ITO / Ag / ITO.

[0166] Mezzanine 130

[0167] The interlayer 130 may be located on the first electrode 110. The interlayer 130 may include an emission layer.

[0168] The interlayer 130 may further include a hole transport region between the first electrode 110 and the emission layer and an electron transport region between the emission layer and the second electrode 150 .

[0169] In addition to one or more suitable organic materials, the interlayer 130 may further include metal-containing compounds (such as organometallic compounds) and / or inorganic materials (such as quantum dots), etc.

[0170] In one or more embodiments, the interlayer 130 may include i) two or more emission units sequentially stacked between the first electrode 110 and the second electrode 150, and ii) a charge generation layer located between the two or more emission units. When the interlayer 130 includes the emission units and the charge generation layer as described herein, the light emitting device 10 may be a tandem light emitting device.

[0171] Hole transport region in interlayer 130

[0172] The hole transport region may have: i) a single-layer structure composed of a single layer (composed of a single material), ii) a single-layer structure composed of a single layer including a plurality of different materials, or iii) a multi-layer structure including a plurality of layers including different materials.

[0173] The hole transport region may include a hole injection layer, a hole transport layer, an emission assisting layer, an electron blocking layer, or any combination thereof.

[0174] For example, the hole transport region may have a multi-layer structure, which includes a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / emission auxiliary layer structure, a hole injection layer / emission auxiliary layer structure, a hole transport layer / emission auxiliary layer structure or a hole injection layer / hole transport layer / emission auxiliary layer structure, and the layers of each structure are stacked in sequence starting from the first electrode 110.

[0175] The hole transport region may include a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof:

[0176] Formula 201

[0177]

[0178] Formula 202

[0179]

[0180] Among them, in equation 201 and equation 202,

[0181] L 201 To L 204 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0182] L 205 Can be *-O-*', *-S-*', *-N(Q 201 )-*', unsubstituted or replaced by at least one R10a Substituted C 1 -C 20 Alkylene, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 20 Alkenylene, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0183] xa1 to xa4 may each independently be an integer selected from 0 to 5,

[0184] xa5 may be an integer selected from 1 to 10,

[0185] R 201 To R 204 and Q 201 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0186] R 201 and R 202 may be optionally substituted by a single bond, unsubstituted or by at least one R 10a Substituted C 1 -C 5 Alkylene is either unsubstituted or substituted with at least one R 10a Substituted C 2 -C 5 Alkenylene groups are connected to each other to form (or provide) unsubstituted or substituted with at least one R 10a Substituted C 8 -C 60 Polycyclic groups (e.g., carbazole groups, etc.) (e.g., compound HT16),

[0187] R 203 and R 204 may be optionally substituted by a single bond, unsubstituted or by at least one R 10a Substituted C 1 -C 5 Alkylene is either unsubstituted or substituted with at least one R 10a Substituted C 2 -C 5 Alkenylene groups are connected to each other to form (or provide) unsubstituted or substituted with at least one R10a Substituted C 8 -C 60 polycyclic groups, and

[0188] na1 may be an integer selected from 1 to 4.

[0189] For example, each of Formula 201 and Formula 202 may include (eg, selected from) at least one of the groups represented by Formula CY201 to Formula CY217:

[0190]

[0191] In formula CY201 to formula CY217, R 10b and R 10c For R 10a As described, CY 201 To Ring CY 204 Can be independently C 3 -C 20 Carbocyclic or C 1 -C 20 heterocyclic group, and at least one hydrogen in Formula CY201 to Formula CY217 may be unsubstituted or replaced by R as described herein 10a replace.

[0192] In one or more embodiments, ring CY in formula CY201 to formula CY217 201 To Ring CY 204 Each independently may be phenyl, naphthyl, phenanthryl or anthracenyl.

[0193] In one or more embodiments, each of Formula 201 and Formula 202 may include (eg, selected from) at least one of the groups represented by Formula CY201 to Formula CY203.

[0194] In one or more embodiments, Formula 201 may include (eg, selected from) at least one of the groups represented by Formulas CY201 to CY203 and (eg, selected from) at least one of the groups represented by Formulas CY204 to CY217.

[0195] In one or more embodiments, in Formula 201, xa1 may be 1, R 201 may be a group represented by (for example, selected from) one of Formula CY201 to Formula CY203, xa2 may be 0, and R 202 It may be a group represented by (for example, selected from) one of Formula CY204 to Formula CY207.

[0196] In one or more embodiments, each of Formula 201 and Formula 202 may not include (eg, may exclude) a group represented by one (eg, any one) selected from Formula CY201 to Formula CY203.

[0197] In one or more embodiments, each of Formula 201 and Formula 202 may not include (e.g., may exclude) a group represented by one (e.g., any one) selected from Formula CY201 to Formula CY203, and may include at least one of the groups represented by (e.g., selected from) Formula CY204 to Formula CY217.

[0198] In one or more embodiments, each of Formula 201 and Formula 202 may not include (eg, may exclude) a group represented by one (eg, any one) selected from Formula CY201 to Formula CY217.

[0199] In one or more embodiments, the hole transport region may include at least one (e.g., one or more) selected from Compound HT1 to Compound HT46, m-MTDATA, TDATA, 2-TNATA, NPB (NPD), β-NPB, TPD, spiroTPD, spiroNPB, methylated NPB, TAPC, HMTPD, CzSi, 4,4',4"-tri(N-carbazolyl)triphenylamine (TCTA), polyaniline / dodecylbenzenesulfonic acid (PANI / DBSA), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS), polyaniline / camphorsulfonic acid (PANI / CSA), polyaniline / poly(4-styrenesulfonate) (PANI / PSS), or any combination thereof:

[0200]

[0201]

[0202]

[0203]

[0204]

[0205] The thickness of the hole transport region may be about to about (For example, about to about ). When the hole transport region includes a hole injection layer, a hole transport layer, or any combination thereof, the thickness of the hole injection layer may be about to about (For example, about to about ), and the thickness of the hole transport layer may be in the range of about to about (For example, about to about When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer are within these ranges, satisfactory hole transport characteristics can be obtained without significantly increasing the driving voltage.

[0206] The emission auxiliary layer can increase the luminous efficiency by compensating the optical resonance distance according to the wavelength of the light emitted by the emission layer, and the electron blocking layer can block or reduce the leakage of electrons from the emission layer to the hole transport region. The materials that can be included in the hole transport region can be included in the emission auxiliary layer and the electron blocking layer.

[0207] p-dopant

[0208] In addition to these materials, the hole transport region may further include a charge generation material for improving the conductive properties. The charge generation material may be uniformly (substantially uniformly) or non-uniformly (substantially non-uniformly) dispersed in the hole transport region (e.g., in the form of (or provided in) a single layer consisting of the charge generation material).

[0209] The charge generating material may be, for example, a p-dopant.

[0210] For example, the p-dopant may have a lowest unoccupied molecular orbital (LUMO) energy level of -3.5 electron volts (eV) or less.

[0211] In one or more embodiments, the p-dopant may include a quinone derivative, a cyano-containing compound, a compound including the element EL1 and the element EL2, or any combination thereof.

[0212] Examples of quinone derivatives are TCNQ and / or F4-TCNQ, and the like.

[0213] Examples of cyano group-containing compounds are HAT-CN and compounds represented by Formula 221:

[0214]

[0215] Formula 221

[0216]

[0217] Among them, in formula 221,

[0218] R 221 To R 223 may be independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 a heterocyclic group, and

[0219] Selected from R 221 To R 223 At least one of them may be independently C each substituted by 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group: cyano; -F; -Cl; -Br; -I; C substituted by cyano, -F, -Cl, -Br, -I or any combination thereof 1 -C 20 or any combination thereof.

[0220] In a compound including an element EL1 and an element EL2, the element EL1 may be a metal, a metalloid, or any combination thereof, and the element EL2 may be a nonmetal, a metalloid, or any combination thereof.

[0221] Examples of metals are alkali metals (e.g., lithium (Li), sodium (Na), potassium (K), rubidium (Rb), and / or cesium (Cs), etc.); alkaline earth metals (e.g., beryllium (Be), magnesium (Mg), calcium (Ca), strontium (Sr), and / or barium (Ba), etc.); transition metals (e.g., titanium (Ti), zirconium (Zr), hafnium (Hf), vanadium (V), niobium (Nb), tantalum (Ta), chromium (Cr), molybdenum (Mo), tungsten (W), manganese (Mn), technetium (Tc), rhenium (Re), iron (Fe), ruthenium (Ru), osmium (Os), cobalt (Co), etc.). ), rhodium (Rh), iridium (Ir), nickel (Ni), palladium (Pd), platinum (Pt), copper (Cu), silver (Ag) and / or gold (Au), etc.); late transition metals (e.g., zinc (Zn), indium (In) and / or tin (Sn), etc.); and lanthanide metals (e.g., lanthanum (La), cerium (Ce), praseodymium (Pr), neodymium (Nd), promethium (Pm), samarium (Sm), europium (Eu), gadolinium (Gd), terbium (Tb), dysprosium (Dy), holmium (Ho), erbium (Er), thulium (Tm), ytterbium (Yb) and / or lutetium (Lu), etc.).

[0222] Examples of metalloids are silicon (Si), antimony (Sb), and tellurium (Te).

[0223] Examples of non-metals are oxygen (O) and halogens (eg, F, Cl, Br, and / or I, etc.).

[0224] Examples of compounds including element EL1 and element EL2 are metal oxides, metal halides (e.g., metal fluorides, metal chlorides, metal bromides, or metal iodides), metalloid halides (e.g., metalloid fluorides, metalloid chlorides, metalloid bromides, or metalloid iodides), metal tellurides, or any combination thereof.

[0225] Examples of metal oxides are tungsten oxides (e.g., WO, W 2 O 3 , WO 2 , WO 3 and / or W 2 O 5 etc.), vanadium oxides (e.g., VO, V 2 O 3 , VO 2 and / or V 2 O 5 etc.), molybdenum oxides (e.g., MoO, Mo 2 O 3 、MoO 2 、MoO 3 and / or Mo 2 O 5 etc.) and rhenium oxides (e.g., ReO 3 wait).

[0226] Examples of the metal halide are alkali metal halides, alkaline earth metal halides, transition metal halides, post-transition metal halides, and lanthanide metal halides.

[0227] Examples of alkali metal halides are LiF, NaF, KF, RbF, CsF, LiCl, NaCl, KCl, RbCl, CsCl, LiBr, NaBr, KBr, RbBr, CsBr, LiI, NaI, KI, RbI and / or CsI, etc.

[0228] An example of an alkaline earth metal halide is BeF 2 MgF 2 , CaF 2 , SrF 2 , BaF 2 、BeCl 2 MgCl 2 , CaCl 2 、SrCl 2 、BaCl 2 ,BeBr 2 MgBr 2 , CaBr 2 , SrBr 2 ,BaBr 2 ,BeI 2 MgI2 ,CaI 2 , SrI 2 and BaI 2 .

[0229] Examples of transition metal halides are titanium halides (e.g., TiF 4 、TiCl 4 、TiBr 4 and / or TiI 4 etc.), zirconium halides (e.g., ZrF 4 、ZrCl 4 , ZrBr 4 and / or ZrI 4 etc.), hafnium halides (e.g., HfF 4 , HfCl 4 , HfBr 4 and / or HfI 4 etc.), vanadium halides (e.g., VF 3 、VCl 3 , VBr 3 and / or VI 3 etc.), niobium halides (e.g., NbF 3 、NbCl 3 , NbBr 3 and / or NbI 3 etc.), tantalum halides (e.g., TaF 3 、TaCl 3 、TaBr 3 and / or TaI 3 etc.), chromium halides (e.g., CrF 3 CrCl 3 CrBr 3 and / or CrI 3 etc.), molybdenum halides (e.g., MoF 3 、MoCl 3 、MoBr 3 and / or MoI 3 etc.), tungsten halides (e.g., WF 3 、WCl 3 , WBr 3 and / or WI 3 etc.), manganese halides (e.g., MnF 2 、MnCl 2 、MnBr 2 and / or MnI 2 etc.), technetium halides (e.g., TcF 2 , TcCl 2 、TcBr 2 and / or TcI 2etc.), rhenium halides (e.g., ReF 2 、ReCl 2 、ReBr 2 and / or ReI 2 etc.), ferrous halides (e.g., FeF 2 、FeCl 2 , FeBr 2 and / or FeI 2 etc.), ruthenium halides (e.g., RuF 2 、RuCl 2 ,RuBr 2 and / or RuI 2 etc.), osmium halides (e.g., OsF 2 , OsCl 2 、OsBr 2 and / or OsI 2 etc.), cobalt halides (e.g., CoF 2 、CoCl 2 ,CoBr 2 and / or CoI 2 etc.), rhodium halides (e.g., RhF 2 , RhCl 2 , RhBr 2 and / or RhI 2 etc.), iridium halides (e.g., IrF 2 、IrCl 2 ,IrBr 2 and / or IrI 2 etc.), nickel halides (e.g., NiF 2 、NiCl 2 、NiBr 2 and / or NiI 2 etc.), palladium halides (e.g., PdF 2 , PdCl 2 , PdBr 2 and / or PdI 2 etc.), platinum halides (e.g., PtF 2 、PtCl 2 , PtBr 2 and / or PtI 2 etc.), cuprous halides (e.g., CuF, CuCl, CuBr and / or CuI, etc.), silver halides (e.g., AgF, AgCl, AgBr and / or AgI, etc.), and gold halides (e.g., AuF, AuCl, AuBr and / or AuI, etc.).

[0230] Examples of late transition metal halides are zinc halides (e.g., ZnF 2 、ZnCl 2 、ZnBr2 and / or ZnI 2 etc.), indium halides (e.g., InI 3 etc.) and tin halides (e.g., SnI 2 wait).

[0231] Examples of lanthanide metal halides may include YbF, YbF 2 , YbF 3 、SmF 3 、YbCl、YbCl 2 YbCl 3 、SmCl 3 , YbBr, YbBr 2 , YbBr 3 、SmBr 3 、YbI、YbI 2 ,YbI 3 and / or SmI 3 wait.

[0232] Examples of metalloid halides are antimony halides (e.g., SbCl 5 etc.

[0233] Examples of metal tellurides are alkali metal tellurides (e.g., Li 2 Te、Na 2 Te, K 2 Te、Rb 2 Te and / or Cs 2 Te, etc.), alkaline earth metal tellurides (e.g., BeTe, MgTe, CaTe, SrTe and / or BaTe, etc.), transition metal tellurides (e.g., TiTe 2 、ZrTe 2 、HfTe 2 、V 2 Te 3 , Nb 2 Te 3 、 2 Te 3 Cr 2 Te 3 、Mo 2 Te 3 , W 2 Te 3 , MnTe, TcTe, ReTe, FeTe, RuTe, OsTe, CoTe, RhTe, IrTe, NiTe, PdTe, PtTe, Cu 2 Te, CuTe, Ag 2 Te, AgTe and / or Au 2Te, etc.), late transition metal tellurides (e.g., ZnTe, etc.) and / or lanthanide metal tellurides (e.g., LaTe, CeTe, PrTe, NdTe, PmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe and / or LuTe, etc.), etc.

[0234] Emission layer in interlayer 130

[0235] When the light-emitting device 10 is a full-color light-emitting device, the emission layer may be patterned into a red emission layer, a green emission layer, and / or a blue emission layer according to the sub-pixel. In one or more embodiments, the emission layer may have a stacked structure of two or more layers of a red emission layer, a green emission layer, and a blue emission layer, wherein the two or more layers are in contact with each other or separated from each other to emit white light. In one or more embodiments, the emission layer may include two or more materials of a red light-emitting material, a green light-emitting material, and a blue light-emitting material, wherein the two or more materials are mixed with each other in a single layer to emit white light. For example, the emission layer may emit blue light.

[0236] In one or more embodiments, the emission layer may include the amine-containing compound represented by Formula 1 as described in the specification.

[0237] The emission layer may include a host and a dopant.

[0238] In one or more embodiments, the dopant may include an amine-containing compound represented by Formula 1 as described in the specification. In this regard, in addition to the amine-containing compound represented by Formula 1, the dopant may further include a phosphorescent dopant, a fluorescent dopant, or any combination thereof. In addition to the amine-containing compound represented by Formula 1, the phosphorescent dopant and / or fluorescent dopant, etc., which may be further included in the emission layer, are each substantially the same as described.

[0239] The amount of the dopant in the emission layer may be about 0.01 parts by weight to about 15 parts by weight based on 100 parts by weight of the host.

[0240] In one or more embodiments, the emissive layer may include quantum dots.

[0241] In one or more embodiments, the emission layer may include a delayed fluorescent material. The delayed fluorescent material may act as a host or a dopant in the emission layer.

[0242] The thickness of the emission layer can be about to about (For example, about to about When the thickness of the emission layer is within this range, excellent or appropriate light emitting characteristics can be obtained without significantly increasing the driving voltage.

[0243] main body

[0244] The host can include, for example, a carbazole-containing compound, an anthracene-containing compound, or any combination thereof.

[0245] In one or more embodiments, the host may include a compound represented by Formula 301:

[0246] Formula 301

[0247] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 ,

[0248] Wherein, in Formula 301,

[0249] Ar 301 and L 301 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0250] xb11 can be 1, 2 or 3,

[0251] xb1 may be an integer selected from 0 to 5,

[0252] R 301 It may be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, -Si(Q301 )(Q 302 )(Q 303 )、-N(Q 301 )(Q 302 )、-B(Q 301 )(Q 302 )、-C(=O)(Q 301 )、-S(=O) 2 (Q 301 ) or -P(=O)(Q 301 )(Q 302 ),

[0253] xb21 may be an integer selected from 1 to 5, and

[0254] Q 301 To Q 303 can be respectively as described in this article for Q 1 described.

[0255] For example, when xb11 in Formula 301 is 2 or greater, two or more Ar 301 Can be connected to each other via a single bond.

[0256] In one or more embodiments, the host may include (eg, selected from) at least one of a compound represented by Formula 301-1 and a compound represented by Formula 301-2:

[0257] Formula 301-1

[0258]

[0259] Formula 301-2

[0260]

[0261] Among them, in Formula 301-1 and Formula 301-2,

[0262] Ring A 301 To Ring A 304 may be independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0263] X 301 Can be O, S, N[(L 304 ) xb4 -R 304 ]、C(R 304 )(R 305) or Si(R 304 )(R 305 ),

[0264] xb22 and xb23 can each independently be 0, 1 or 2,

[0265] L 301 , xb1 and R 301 may each be as described herein,

[0266] L 302 To L 304 can be independently defined as in this article for L 301 As described,

[0267] xb2 to xb4 may each independently be as described herein for xb1, and

[0268] R 302 To R 305 and R 311 To R 314 As in this article, R 301 described.

[0269] In one or more embodiments, the host may include an alkaline earth metal complex, a late transition metal complex, or any combination thereof. For example, the host may include a Be complex (eg, compound H55), a Mg complex, a Zn complex, or any combination thereof.

[0270] In one or more embodiments, the host may include at least one (e.g., one or more) selected from Compound H1 to Compound H128, 9,10-di(2-naphthyl)anthracene (ADN), 2-methyl-9,10-bis(naphthalene-2-yl)anthracene (MADN), 9,10-di(2-naphthyl)-2-tert-butyl-anthracene (TBADN), 4,4'-bis(N-carbazolyl)-1,1'-biphenyl (CBP), 1,3-di(9-carbazolyl)benzene (mCP), 1,3,5-tri(carbazolyl-9-yl)benzene (TCP), or any combination thereof:

[0271]

[0272]

[0273]

[0274]

[0275]

[0276]

[0277] Phosphorescent dopants

[0278] In one or more embodiments, the phosphorescent dopant may include at least one transition metal as a central metal.

[0279] The phosphorescent dopant may include a monodentate ligand, a bidentate ligand, a tridentate ligand, a tetradentate ligand, a pentadentate ligand, a hexadentate ligand, or any combination thereof.

[0280] The phosphorescent dopant may be electrically neutral.

[0281] For example, the phosphorescent dopant may include an organometallic compound represented by Formula 401:

[0282] Formula 401

[0283] M(L 401 ) xc1 (L 402 ) xc2

[0284] Formula 402

[0285]

[0286] Among them, in equation 401 and equation 402,

[0287] M may be a transition metal (e.g., iridium (Ir), platinum (Pt), palladium (Pd), osmium (Os), titanium (Ti), gold (Au), hafnium (Hf), europium (Eu), terbium (Tb), rhodium (Rh), rhenium (Re), or thulium (Tm)),

[0288] L 401 may be a ligand represented by Formula 402, and xc1 may be 1, 2 or 3, wherein when xc1 is 2 or greater, two or more L 401 may be the same or different from each other,

[0289] L 402 may be an organic ligand, and xc2 may be 0, 1, 2, 3 or 4, and when xc2 is 2 or greater, two or more L 402 may be the same or different from each other,

[0290] X 401 and X 402 may each independently be nitrogen or carbon,

[0291] Ring A 401 and Ring A 402 Can be independently C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group,

[0292] T401 It can be a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 411 )-*'、*-C(Q 411 )(Q 412 )-*'、*-C(Q 411 )=C(Q 412 )-*'、*-C(Q 411 )=*'or*=C=*',

[0293] X 403 and X 404 can be independently a chemical bond (e.g., a covalent bond or a coordination bond), O, S, N (Q 413 )、B(Q 413 )、P(Q 413 )、C(Q 413 )(Q 414 ) or Si(Q 413 )(Q 414 ),

[0294] Q 411 To Q 414 As in this article, Q 1 As described,

[0295] R 401 and R 402 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted by at least one R 10a Substituted C 1 -C 20 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 20 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic 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 ) or -P(=O)(Q 401 )(Q402 ),

[0296] Q 401 To Q 403 As in this article, Q 1 As described,

[0297] xc11 and xc12 may each independently be an integer selected from 0 to 10, and

[0298] * and *' in Formula 402 each indicate a bonding site to M in Formula 401.

[0299] For example, in equation 402, i)X 401 may be nitrogen, and X 402 Can be carbon, or ii) X 401 and X 402 Each of may be nitrogen.

[0300] In one or more embodiments, when xc1 in Formula 401 is 2 or greater, two or more L 401 The two rings A 401 It may not be connected or may be optionally connected via T as a connecting group. 402 Connected to each other, or two rings A 402 Optionally, T as a linker 403 Connected to each other (see Compound PD1 to Compound PD4 and Compound PD7). 402 and T 403 As in this article, T 401 described.

[0301] L in Formula 401 402 It can be an organic ligand. For example, L 402 It may include a halogen group, a diketone group (e.g., an acetylacetonate group), a carboxylic acid group (e.g., a picolinate group), -C(=O), an isonitrile group, a -CN group, a phosphorus-containing group (e.g., a phosphine group and / or a phosphite group, etc.), or any combination thereof.

[0302] The phosphorescent dopant may include, for example, at least one (eg, one or more) selected from Compound PD1 to Compound PD39:

[0303]

[0304]

[0305] Fluorescent dopants

[0306] The fluorescent dopant may include an amine-containing compound, a styryl-containing compound, or any combination thereof.

[0307] For example, the fluorescent dopant may include at least one compound represented by Formula 501:

[0308] Formula 501

[0309]

[0310] Wherein, in Formula 501,

[0311] Ar 501 , L 501 To L 503 , R 501 and R 502 may be independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0312] xd1 to xd3 may each independently be 0, 1, 2 or 3, and

[0313] xd4 can be 1, 2, 3, 4, 5 or 6.

[0314] For example, Ar in Formula 501 501 It may be a condensed ring group in which three or more monocyclic groups are condensed together (for example, anthracenyl, 1,2-triphenylenyl, or pyrene).

[0315] In one or more embodiments, xd4 in equation 501 may be 2.

[0316] For example, the fluorescent dopant may include: at least one (eg, one or more) selected from Compound FD1 to Compound FD36; DPVBi; DPAVBi; or any combination thereof:

[0317]

[0318]

[0319]

[0320] Delayed fluorescence material

[0321] The emitting layer may include a delayed fluorescent material.

[0322] In the specification, the delayed fluorescent material may be any one of (for example, selected from) compounds capable of emitting delayed fluorescence based on a delayed fluorescence emission mechanism.

[0323] The delayed fluorescent material included in the emission layer may act as a host or a dopant depending on the types or kinds of other materials included in the emission layer.

[0324] According to one or more embodiments, the difference between the triplet energy level of the delayed fluorescent material and the singlet energy level of the delayed fluorescent material may be greater than or equal to about 0 eV and less than or equal to about 0.5 eV. When the difference between the triplet energy level (eV) of the delayed fluorescent material and the singlet energy level (eV) of the delayed fluorescent material satisfies the range described herein, up-conversion of the delayed fluorescent material from the triplet state to the singlet state may effectively occur, and therefore, the luminous efficiency of the light-emitting device 10 may be improved.

[0325] For example, the delayed fluorescent material may include: i) at least one electron donor (eg, a π-electron-rich C 3 -C 60 cyclic groups, such as carbazolyl) and at least one electron acceptor (e.g., sulfoxide, cyano and / or π-electron-deficient nitrogen-containing C 1 -C 60 cyclic groups, etc.), and / or ii) including C containing at least two cyclic groups fused to each other while sharing boron (B) 8 -C 60 Materials with polycyclic groups, etc.

[0326] Examples of the delayed fluorescent material may include at least one of Compound DF1 to Compound DF14 (eg, one or more selected from Compound DF1 to Compound DF14):

[0327]

[0328]

[0329] quantum dots

[0330] The emissive layer may include quantum dots.

[0331] The term "quantum dot" as used herein refers to a crystal of a semiconductor compound, and may include any material capable of emitting light at one or more appropriate emission wavelengths depending on the size of the crystal.

[0332] The diameter of a quantum dot can, for example, be in the range of about 1 nm to about 10 nm.

[0333] The quantum dots may be synthesized by a wet chemical process, a metal organic chemical vapor deposition (MOCVD) process, a molecular beam epitaxy (MBE) process, or any process similar thereto.

[0334] The wet chemical process is a method that includes mixing a precursor material with an organic solvent and then growing a quantum dot particle crystal. When the quantum dot particle crystal grows, the organic solvent naturally acts as a dispersant coordinated on the surface of the quantum dot particle crystal and controls the growth of the quantum dot particle crystal, so that the growth of the quantum dot particle crystal can be controlled or selected by a process that is lower in cost and easier than a vapor deposition method (such as metal organic chemical vapor deposition (MOCVD) or molecular beam epitaxy (MBE)).

[0335] The quantum dots may include Group II-VI semiconductor compounds, Group III-V semiconductor compounds, Group III-VI semiconductor compounds, Group I-III-VI semiconductor compounds, Group IV-VI semiconductor compounds, Group IV elements or compounds, or any combination thereof.

[0336] Examples of II-VI semiconductor compounds are binary compounds such as CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe or MgS; ternary compounds such as CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, Cd ZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe or MgZnS; a quaternary compound, such as CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe or HgZnSTe; or any combination thereof.

[0337] Examples of III-V semiconductor compounds may include binary compounds such as GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, or InSb; ternary compounds such as GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InNP, InAlP, InNAs, InNSb, InPAs, or InPSb; quaternary compounds such as GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, or InAlPSb; or any combination thereof. In one or more embodiments, the III-V semiconductor compound may further include a Group II element. Examples of the Group III-V semiconductor compound further including a Group II element are InZnP, InGaZnP, and / or InAlZnP, and the like.

[0338] Examples of III-VI semiconductor compounds are: binary compounds such as GaS, GaSe, Ga 2 Se 3 、GaTe、InS、InSe、In 2 S 3 、In 2 Se 3 or InTe; ternary compounds, such as InGaS 3 or InGaSe 3 ; or any combination thereof.

[0339] Examples of Group I-III-VI semiconductor compounds are: ternary compounds such as AgInS, AgInS 2 、CuInS、CuInS 2 、CuGaO 2 、AgGaO 2 or AgAlO 2 ; or any combination thereof.

[0340] Examples of Group IV-VI semiconductor compounds are: binary compounds such as SnS, SnSe, SnTe, PbS, PbSe or PbTe; ternary compounds such as SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe or SnPbTe; quaternary compounds such as SnPbSSe, SnPbSeTe or SnPbSTe; or any combination thereof.

[0341] The Group IV element or compound may include: a single element, such as Si or Ge; a binary compound, such as SiC or SiGe; or any combination thereof.

[0342] Each element included in the multi-element compound such as the binary compound, the ternary compound, and the quaternary compound may be present in the particle at a substantially uniform concentration or at a non-substantially uniform concentration.

[0343] In one or more embodiments, the quantum dot may have a single structure in which the concentration of each element in the quantum dot is substantially uniform, or a core-shell dual structure. For example, the material included in the core and the material included in the shell may be different from each other.

[0344] The shell of the quantum dot may act as a protective layer to prevent chemical denaturation of the core to maintain semiconductor properties and / or as a charging layer to impart electrophoretic properties to the quantum dot. The shell may be a single layer or multiple layers. The interface between the core and the shell may have a concentration gradient in which the concentration of the element present in the shell decreases toward the center of the core.

[0345] Examples of the shell of a quantum dot may be a metal oxide, a metalloid oxide or a non-metal oxide, a semiconductor compound, or any combination thereof. The metal oxide, metalloid oxide or non-metal oxide is a binary compound, such as SiO 2 、Al 2 O 3 、TiO 2 、ZnO、MnO、Mn 2 O 3 , Mn 3 O 4 , CuO, FeO, Fe 2 O 3 , Fe 3 O 4 , CoO, Co 3 O 4 or NiO; ternary compounds, such as MgAl 2 O 4 、CoFe 2 O 4 、NiFe 2 O 4 or CoMn 2 O 4; or any combination thereof. Examples of semiconductor compounds are Group II-VI semiconductor compounds as described herein; Group III-V semiconductor compounds; Group III-VI semiconductor compounds; Group I-III-VI semiconductor compounds; Group IV-VI semiconductor compounds; or any combination thereof. For example, the semiconductor compound may include CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnSeS, ZnTeS, GaAs, GaP, GaSb, HgS, HgSe, HgTe, InAs, InP, InGaP, InSb, AlAs, AlP, AlSb, or any combination thereof.

[0346] The full width at half maximum (FWHM) of the emission wavelength spectrum of the quantum dots can be about 45 nm or less, for example, about 40 nm or less, or for example, about 30 nm or less, and within these ranges, color purity or color reproducibility can be increased. In one or more embodiments, because the light emitted by the quantum dots is emitted in all directions, the wide viewing angle can be improved.

[0347] In one or more embodiments, the quantum dots may be in the form of (or provided as) spherical nanoparticles, pyramidal nanoparticles, multi-armed nanoparticles, cubic nanoparticles, nanotubes, nanowires, nanofibers, or nanoplates.

[0348] Because the band gap can be adjusted by controlling the size of the quantum dots, light having one or more appropriate wavelength bands can be obtained from the quantum dot emission layer. Accordingly, by utilizing quantum dots of different sizes, a light emitting device that emits light of one or more appropriate wavelength bands can be implemented. In one or more embodiments, the size of the quantum dots can be selected to emit red light, green light, and / or blue light. In one or more embodiments, the size of the quantum dots can be configured to emit white light through a combination of one or more appropriate colors of light.

[0349] Electron transport region in interlayer 130

[0350] The electron transport region may have: i) a single-layer structure composed of a single layer (composed of a single material), ii) a single-layer structure composed of a single layer including a plurality of different materials, or iii) a multi-layer structure including a plurality of layers including different materials.

[0351] The electron transport region may include a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0352] For example, the electron transport region may 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, and the constituent layers of each structure are stacked in sequence from the emission layer.

[0353] In one or more embodiments, the electron transport region (eg, a buffer layer, a hole blocking layer, an electron control layer, or an electron transport layer in the electron transport region) may include a nitrogen-containing C 1 -C 60 Metal-free compounds of cyclic groups.

[0354] For example, the electron transport region may include a compound represented by Formula 601:

[0355] Formula 601

[0356] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21 ,

[0357] Wherein, in Formula 601,

[0358] Ar 601 and L 601 may be independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0359] xe11 can be 1, 2 or 3,

[0360] xe1 can be 0, 1, 2, 3, 4 or 5,

[0361] R 601 may be unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, -Si(Q 601 )(Q 602 )(Q 603 )、-C(=O)(Q 601 )、-S(=O) 2 (Q 601) or -P(=O)(Q 601 )(Q 602 ),

[0362] Q 601 To Q 603 As in this article, Q 1 As described,

[0363] xe21 can be 1, 2, 3, 4, or 5, and

[0364] Selected from Ar 601 , L 601 and R 601 At least one of them may be independently unsubstituted or substituted by at least one R 10a Substituted π-electron-deficient nitrogen-containing C 1 -C 60 Cyclic group.

[0365] For example, when xe11 in Formula 601 is 2 or greater, two or more Ar 601 Can be connected to each other via a single bond.

[0366] In other embodiments, Ar in Formula 601 601 may be unsubstituted or substituted with at least one R 10a Substituted anthracenyl.

[0367] In other embodiments, the electron transport region may include a compound represented by Formula 601-1:

[0368] Formula 601-1

[0369]

[0370] Among them, in formula 601-1,

[0371] X 614 Can be N or C(R 614 ), X 615 Can be N or C(R 615 ), X 616 Can be N or C(R 616 ), and selected from X 614 To X 616 At least one of may be N,

[0372] L 611 To L 613 As in this article, L 601 As described,

[0373] xe611 to xe613 may each be as described herein for xe1,

[0374] R611 To R 613 As in this article, R 601 described, and

[0375] R 614 To R 616 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group.

[0376] For example, xe1 and xe611 to xe613 in Formula 601 and Formula 601-1 can each independently be 0, 1, or 2.

[0377] The electron transport region may include at least one of compounds ET1 to ET45 (for example, one or more selected from compounds ET1 to ET45), 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), Alq 3 , BAlq, TAZ, NTAZ, TSPO1, TPBi or any combination thereof:

[0378]

[0379]

[0380]

[0381] The thickness of the electron transport region may be about to about For example, about to about When the electron transport region includes a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, or any combination thereof, the thickness of the buffer layer, the hole blocking layer, or the electron control layer may be each independently about to about For example, about to about And the thickness of the electron transport layer can be about to about For example, about to about When the thickness of the buffer layer, the hole blocking layer, the electron control layer, the electron transport layer and / or the electron transport region is within these ranges, satisfactory electron transport characteristics can be obtained without significantly increasing the driving voltage.

[0382] In addition to the materials described herein, the electron transport region (eg, an electron transport layer in the electron transport region) can further include a metal-containing material.

[0383] The metal-containing material may include an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The metal ion of the alkali metal complex may be a Li ion, a Na ion, a K ion, a Rb ion, or a Cs ion, and the metal ion of the alkaline earth metal complex may be a Be ion, a Mg ion, a Ca ion, a Sr ion, or a Ba ion. The ligand coordinated to the metal ion of the alkali metal complex or the alkaline earth metal complex may include hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene, or any combination thereof.

[0384] For example, the metal-containing material may include a Li complex. The Li complex may include, for example, compound ET-D1 (Liq) and / or compound ET-D2:

[0385]

[0386] The electron transport region may include an electron injection layer that facilitates injection of electrons from the second electrode 150. The electron injection layer may directly contact the second electrode 150.

[0387] The electron injection layer may have: i) a single-layer structure composed of a single layer (composed of a single material), ii) a single-layer structure composed of a single layer including a plurality of different materials, or iii) a multi-layer structure including a plurality of layers including different materials.

[0388] The electron injection layer may include an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound, an alkaline earth metal-containing compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof.

[0389] The alkali metal may include Li, Na, K, Rb, Cs, or any combination thereof. The alkaline earth metal may include Mg, Ca, Sr, Ba, or any combination thereof. The rare earth metal may include Sc, Y, Ce, Tb, Yb, Gd, or any combination thereof.

[0390] The alkali metal compound, alkaline earth metal compound, and rare earth metal compound may be oxides, halides (e.g., fluorides, chlorides, bromides, or iodides), or tellurides of alkali metals, alkaline earth metals, and rare earth metals, or any combination thereof.

[0391] The alkali metal compound may include: alkali metal oxides, such as Li 2 O, Cs 2 O, or K 2 O; alkali metal halides, such as LiF, NaF, CsF, KF, LiI, NaI, CsI, or KI; or any combination thereof. The alkaline earth metal compound may include alkaline earth metal oxides, such as BaO, SrO, CaO, Ba x Sr 1-x O (where x is a real number satisfying the condition 0 < x < 1) and / or Ba x Ca 1-x O (where x is a real number satisfying the condition 0 < x < 1), etc. The rare earth metal compound may include YbF 3 、ScF 3 、Sc 2 O 3 、Y 2 O 3 、Ce 2 O 3 、GdF 3 、TbF 3 、YbI 3 、ScI 3 、TbI 3 、or any combination thereof. In one or more embodiments, the rare earth metal compound may include lanthanide metal tellurides. Examples of lanthanide metal tellurides are LaTe, CeTe, PrTe, NdTe, PmTe, SmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, La 2 Te 3 、Ce 2 Te 3 、Pr 2 Te 3 、Nd 2 Te 3 、Pm 2 Te 3 、Sm 2 Te 3 、Eu 2 Te 3 、Gd 2 Te 3 、Tb 2 Te 3 、Dy 2 Te3 、Ho 2 Te 3 , Er 2 Te 3 、Tm 2 Te 3 , Yb 2 Te 3 He Lu 2 Te 3 .

[0392] The alkali metal complex, alkaline earth metal complex and rare earth metal complex may include i) (e.g., selected from) one of the ions of alkali metals, alkaline earth metals and rare earth metals, and ii) as a ligand bonded to the metal ion (e.g., the selected metal ion), for example, hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene or any combination thereof.

[0393] The electron injection layer may include (e.g., consist of) an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound, an alkaline earth metal-containing compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof as described herein. In one or more embodiments, the electron injection layer may further include an organic material (e.g., a compound represented by Formula 601).

[0394] In one or more embodiments, the electron injection layer may include (e.g., consist of) i) an alkali metal-containing compound (e.g., an alkali metal halide); or ii) a) an alkali metal-containing compound (e.g., an alkali metal halide), and b) an alkali metal, an alkaline earth metal, a rare earth metal, or any combination thereof. For example, the electron injection layer may be a KI:Yb co-deposition layer and / or a RbI:Yb co-deposition layer, etc.

[0395] When the electron injection layer further includes an organic material, an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound, an alkaline earth metal-containing compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex or any combination thereof may be uniformly (substantially uniformly) or non-uniformly (substantially non-uniformly) dispersed in a matrix including the organic material.

[0396] The thickness of the electron injection layer can be about to about within the range of, for example, about to about When the thickness of the electron injection layer is within the range described herein, satisfactory electron injection characteristics may be obtained without significantly increasing the driving voltage.

[0397] The second electrode 150

[0398] The second electrode 150 may be located on the interlayer 130 having the structure as described herein. The second electrode 150 may be a cathode as an electron injection electrode, and a metal, an alloy, an electrically conductive compound, or any combination thereof each having a low work function may be used as a material for the second electrode 150.

[0399] The second electrode 150 may include lithium (Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), ytterbium (Yb), silver-ytterbium (Ag-Yb), ITO, IZO or any combination thereof. The second electrode 150 may be a transmissive electrode, a semi-transmissive electrode or a reflective electrode.

[0400] The second electrode 150 may have a single-layer structure or a multi-layer structure including a plurality of layers.

[0401] Capping layer

[0402] The first capping layer may be located outside the first electrode 110 (e.g., on the first electrode 110) and / or the second capping layer may be located outside the second electrode 150 (e.g., on the second electrode 150). In particular, the light-emitting device 10 may have a structure in which the first capping layer, the first electrode 110, the interlayer 130, and the second electrode 150 are sequentially stacked in the stated order, a structure in which the first electrode 110, the interlayer 130, the second electrode 150, and the second capping layer are sequentially stacked in the stated order, or a structure in which the first capping layer, the first electrode 110, the interlayer 130, the second electrode 150, and the second capping layer are sequentially stacked in the stated order.

[0403] The light generated in the emission layer of the interlayer 130 of the light emitting device 10 can be extracted toward the outside through the first electrode 110 as a semi-transmissive electrode or a transmissive electrode and the first capping layer. The light generated in the emission layer of the interlayer 130 of the light emitting device 10 can be extracted toward the outside through the second electrode 150 as a semi-transmissive electrode or a transmissive electrode and the second capping layer.

[0404] The first capping layer and the second capping layer can increase the external emission efficiency according to the principle of constructive interference. Accordingly, the light extraction efficiency of the light emitting device 10 is increased, so that the light emitting efficiency of the light emitting device 10 can be improved.

[0405] Each of the first capping layer and the second capping layer may include a material having a refractive index of 1.6 or greater (at 589 nm).

[0406] The first capping layer and the second capping layer may each independently be an organic capping layer including an organic material, an inorganic capping layer including an inorganic material, or an organic-inorganic composite capping layer including an organic material and an inorganic material.

[0407] At least one of (e.g., selected from) the first capping layer and the second capping layer may each independently include a carbocyclic compound, a heterocyclic compound, an amine-containing compound, a porphyrin derivative, a phthalocyanine derivative, a naphthalocyanine derivative, an alkali metal complex, an alkaline earth metal complex, or any combination thereof. Optionally, the carbocyclic compound, the heterocyclic compound, and the amine-containing compound may be substituted with a substituent including O, N, S, Se, Si, F, Cl, Br, I, or any combination thereof. In one or more embodiments, at least one of (e.g., selected from) the first capping layer and the second capping layer may each independently include an amine-containing compound.

[0408] For example, at least one of (eg, selected from) the first capping layer and the second capping layer may each independently include a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof.

[0409] In one or more embodiments, at least one of (e.g., selected from) the first capping layer and the second capping layer may each independently include at least one of compounds HT28 to HT33 (e.g., one or more selected from compounds HT28 to HT33), at least one of compounds CP1 to CP6 (e.g., one or more selected from compounds CP1 to CP6), β-NPB, or any combination thereof:

[0410]

[0411]

[0412] membrane

[0413] The amine-containing compound represented by Formula 1 may be included in one or more suitable films. Accordingly, another aspect provides a film comprising an amine-containing compound represented by Formula 1. The film may be, for example, an optical member (or light control device) (e.g., a color filter, a color conversion member, a capping layer, a light extraction efficiency enhancement layer, a selective light absorption layer, a polarization layer or a quantum dot layer, etc.), a light blocking member (e.g., a light reflecting layer and / or a light absorbing layer, etc.), a protective member (e.g., an insulating layer and / or a dielectric layer, etc.).

[0414] Electronic devices

[0415] The light emitting device may be included in one or more suitable electronic devices. For example, the electronic device including the light emitting device may be a light emitting device and / or an authentication device, etc.

[0416] In addition to the light-emitting device, the electronic device (e.g., a light-emitting device) may further include i) a color filter, ii) a color conversion layer, or iii) a color filter and a color conversion layer. The color filter and / or the color conversion layer may be located in at least one direction in which the light emitted from the light-emitting device travels. For example, the light emitted from the light-emitting device may be blue light or white light. For details of the light-emitting device, reference may be made to the relevant description provided herein. In one or more embodiments, the color conversion layer may include quantum dots. The quantum dots may be, for example, quantum dots as described herein.

[0417] The electronic device may include a first substrate, the first substrate may include a plurality of sub-pixel regions, the color filter may include a plurality of color filter regions respectively corresponding to the plurality of sub-pixel regions, and the color conversion layer may include a plurality of color conversion regions respectively corresponding to the plurality of sub-pixel regions.

[0418] The pixel defining layer may be located between the plurality of sub-pixel regions to define each of the plurality of sub-pixel regions.

[0419] The color filter may further include a plurality of color filter regions and a light shielding pattern between the plurality of color filter regions, and the color conversion layer may further include a plurality of color conversion regions and a light shielding pattern between the plurality of color conversion regions.

[0420] The plurality of color filter regions (or the plurality of color conversion regions) may include a first region emitting a first color light, a second region emitting a second color light, and / or a third region emitting a third color light, wherein the first color light, the second color light, and / or the third color light may have different maximum emission wavelengths from each other. For example, the first color light may be red light, the second color light may be green light, and the third color light may be blue light. For example, the plurality of color filter regions (or the plurality of color conversion regions) may include quantum dots. In particular, the first region may include red quantum dots, the second region may include green quantum dots, and the third region may not include (e.g., may exclude) quantum dots. For details of quantum dots, reference may be made to the relevant description provided herein. The first region, the second region, and / or the third region may each include a scatterer.

[0421] For example, the light emitting device may emit a first light, the first region may absorb the first light to emit a first first color light, the second region may absorb the first light to emit a second first color light, and the third region may absorb the first light to emit a third first color light. In this regard, the first first color light, the second first color light, and the third first color light may have different maximum emission wavelengths. In particular, the first light may be blue light, the first first color light may be red light, the second first color light may be green light, and the third first color light may be blue light.

[0422] In addition to the light-emitting device as described herein, the electronic device may further include a thin film transistor. The thin film transistor may include a source electrode, a drain electrode, and an active layer, wherein any one (e.g., one) selected from the source electrode and the drain electrode may be electrically connected to any one (e.g., one) selected from the first electrode and the second electrode of the light-emitting device.

[0423] The thin film transistor may further include a gate electrode and / or a gate insulating film, etc.

[0424] The active layer may include crystalline silicon, amorphous silicon, an organic semiconductor, and / or an oxide semiconductor, etc.

[0425] The electronic device may further include a sealing portion for sealing the light emitting device. The sealing portion may be located between the color filter and / or the color conversion layer and the light emitting device. The sealing portion allows light from the light emitting device to be extracted to the outside, and at the same time (e.g., synchronously) prevents or reduces the penetration of ambient air and / or moisture into the light emitting device. The sealing portion may be a sealing substrate including a transparent glass substrate or a plastic substrate. The sealing portion may be a thin film encapsulation layer including at least one of an organic layer and an inorganic layer. When the sealing portion is a thin film encapsulation layer, the electronic device may be flexible.

[0426] Depending on the purpose of the electronic device, in addition to the color filter and / or the color conversion layer, various functional layers may be additionally located on the sealing portion. Examples of the functional layer may include a touch screen layer and / or a polarization layer, etc. The touch screen layer may be a pressure-sensitive touch screen layer, a capacitive touch screen layer, or an infrared touch screen layer. The authentication device may be, for example, a biometric authentication device that authenticates an individual by utilizing biometric information of a living body (e.g., a fingertip and / or a pupil, etc.).

[0427] In addition to the light emitting device as described herein, the authentication device may further include a biometric information collector.

[0428] The electronic device can be applied to one or more appropriate displays, light sources, lighting equipment, personal computers (e.g., mobile personal computers), mobile phones, digital cameras, electronic notebooks, electronic dictionaries, electronic game consoles, medical tools (e.g., electronic thermometers, blood pressure monitors, blood glucose meters, pulse measuring devices, pulse wave measuring devices, electrocardiogram displays, ultrasound diagnostic devices, or endoscope displays), fish finders, one or more appropriate measuring tools, instruments (e.g., instruments for vehicles, aircraft, and ships), and / or projectors, etc.

[0429] Electronic equipment

[0430] The light emitting device may be included in one or more suitable electronic devices.

[0431] For example, the electronic equipment including the light emitting device may be at least one selected from a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor light, an outdoor light, a signal light, a head-up display, a fully transparent display, a partially transparent display, a flexible display, a rollable display, a foldable display, a retractable display, a laser printer, a telephone, a portable telephone, a tablet personal computer, a tablet mobile computer, a personal digital assistant (PDA), a wearable device, a laptop computer, a digital camera, a video camera, a viewfinder, a microdisplay, a 3D display, a virtual reality display, an augmented reality display, a vehicle, a video wall with multiple displays spliced ​​together, a theater screen, a stadium screen, a light therapy device and a sign.

[0432] The light emitting device may have excellent or appropriate effects in terms of light emitting efficiency and long life, and thus electronic equipment including the light emitting device may have characteristics such as high brightness, high resolution, and relatively low power consumption.

[0433] Figure 2 and Figure 3 Description

[0434] Figure 2 Schematic cross-sectional view showing an electronic device according to one or more embodiments of the present disclosure.

[0435] Figure 2 The electronic device includes a substrate 100, a thin film transistor (TFT), a light emitting device, and a packaging portion 300 that seals the light emitting device.

[0436] The substrate 100 may be a flexible substrate, a glass substrate, or a metal substrate. The buffer layer 210 may be located on the substrate 100. The buffer layer 210 may prevent or reduce the penetration of impurities through the substrate 100 and may provide a flat surface on the substrate 100.

[0437] The TFT may be located on the buffer layer 210. The TFT may include an active layer 220, a gate electrode 240, a source electrode 260, and a drain electrode 270.

[0438] The active layer 220 may include an inorganic semiconductor such as silicon or polysilicon, an organic semiconductor, or an oxide semiconductor, and may include a source region, a drain region, and a channel region.

[0439] A gate insulating film 230 for insulating the active layer 220 from the gate electrode 240 may be located on the active layer 220 , and the gate electrode 240 may be located on the gate insulating film 230 .

[0440] An interlayer insulating film 250 may be located on the gate electrode 240. The interlayer insulating film 250 may be located between the gate electrode 240 and the source electrode 260 and between the gate electrode 240 and the drain electrode 270 to insulate each other.

[0441] The source electrode 260 and the drain electrode 270 may be located on the interlayer insulating film 250. The interlayer insulating film 250 and the gate insulating film 230 may be formed to expose the source region and the drain region of the active layer 220, and the source electrode 260 and the drain electrode 270 may be placed in contact with the exposed portions of the source region and the drain region of the active layer 220.

[0442] The TFT may be electrically connected to the light-emitting device to drive the light-emitting device and is covered and protected by the passivation layer 280. The passivation layer 280 may include an inorganic insulating film, an organic insulating film, or any combination thereof. The light-emitting device is provided on the passivation layer 280. The light-emitting device may include a first electrode 110, an interlayer 130, and a second electrode 150.

[0443] The first electrode 110 may be located on the passivation layer 280. The passivation layer 280 may be placed to expose a part of the drain electrode 270, not completely cover the drain electrode 270, and the first electrode 110 may be placed to connect to the exposed portion of the drain electrode 270.

[0444] The pixel defining layer 290 including an insulating material may be located on the first electrode 110. The pixel defining layer 290 may expose a specific region of the first electrode 110, and the interlayer 130 may be formed in the exposed region of the first electrode 110. The pixel defining layer 290 may be a polyimide organic film or a polyacrylic acid organic film. In one or more embodiments, at least some layers of the interlayer 130 may extend beyond the upper portion of the pixel defining layer 290 so as to be placed (or provided) in the form of a common layer.

[0445] The second electrode 150 may be located on the interlayer 130, and a capping layer 170 may be additionally formed on the second electrode 150. The capping layer 170 may be formed to cover the second electrode 150.

[0446] The encapsulation part 300 may be located on the capping layer 170. The encapsulation part 300 may be located on the light-emitting device to protect the light-emitting device from moisture or oxygen. The encapsulation part 300 may include: an inorganic film including silicon nitride (SiN x , where 0 < x < 1.8), silicon oxide (SiO x , where 0 < x ≤ 2), indium tin oxide, indium zinc oxide, or any combination thereof; an organic film including polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyethylene sulfonate, polyformaldehyde, polyarylate, hexamethyldisiloxane, acrylic resin (e.g., polymethyl methacrylate and / or polyacrylic acid, etc.), epoxy resin (e.g., aliphatic glycidyl ether (AGE), etc.), or any combination thereof; or any combination of an inorganic film and an organic film.

[0447] Figure 3Schematic cross-sectional view showing an electronic device according to one or more embodiments of the present disclosure.

[0448] Figure 3 Electronic equipment and Figure 2 The electronic device is substantially the same as the one of the embodiments, except that the light shielding pattern 500 and the functional area 400 are additionally located on the packaging portion 300. The functional area 400 may be i) a color filter area, ii) a color conversion area, or iii) a combination of a color filter area and a color conversion area. In one or more embodiments, Figure 3 The light-emitting device included in the electronic device may be a series light-emitting device.

[0449] Figure 4 Description

[0450] Figure 4 Schematic perspective view of an electronic device 1 including a light-emitting device according to one or more embodiments. As a device for displaying moving images or still images, the electronic device 1 may be a portable electronic device (such as a mobile phone, a smart phone, a tablet personal computer (PC), a mobile communication terminal, an electronic notebook computer, an e-book, a portable multimedia player (PMP), a navigation or ultra-mobile personal computer (UMPC)) and one or more suitable products (such as a television, a laptop computer, a monitor, a billboard or an Internet of Things (IOT) device). The electronic device 1 may be such a product or a part thereof in this article. In one or more embodiments, the electronic device 1 may be a wearable device (such as a smart watch, a watch phone, a glasses-type or glasses-like display or a head-mounted display (HMD)), or a part of a wearable device. However, the embodiments of the present disclosure are not limited to this. For example, the electronic device 1 may be a center information display (CID) on the instrument panel and center console or dashboard of the vehicle, an interior rearview mirror display replacing the side mirrors of the vehicle, an entertainment display for the rear seats of the vehicle or a display placed on the backrest of the front seat, a head-up display (HUD) installed in front of the vehicle or projected on the front windshield, or a computer-generated holographic augmented reality head-up display (CGH AR HUD). For convenience of explanation, Figure 4 Explained is the case where the electronic equipment 1 is a smart phone.

[0451] The electronic equipment 1 may include a display area DA and a non-display area NDA outside the display area DA. The display device may implement an image through an array of a plurality of pixels two-dimensionally arranged in the display area DA.

[0452] The non-display area NDA is an area where no image is displayed, and may surround (e.g., completely surround) the display area DA. In the non-display area NDA, a driver for providing an electrical signal or power to a display element arranged in the display area DA may be arranged. In the non-display area NDA, a pad to which an electronic element or a printed circuit board may be electrically connected may be arranged.

[0453] In the electronic device 1, the length in the x-axis direction and the length in the y-axis direction may be different from each other. Figure 4 As shown in the figure, the length in the x-axis direction may be shorter than the length in the y-axis direction. In one or more embodiments, the length in the x-axis direction may be substantially the same as the length in the y-axis direction. In one or more embodiments, the length in the x-axis direction may be longer than the length in the y-axis direction.

[0454] Figure 5 and FIG. 6A to FIG. 6C Description

[0455] Figure 5 A diagram for explaining the exterior of a vehicle 1000 as an electronic device including a light emitting device according to one or more embodiments. FIG. 6A to FIG. 6C Each is a schematic diagram of the interior of a vehicle 1000 according to one or more embodiments.

[0456] refer to Figure 5 , Fig. 6A , Figure 6B and Figure 6C , the vehicle 1000 may refer to one or more suitable devices for moving an object to be transported (such as a person, object, or animal) from a starting point to a destination. The vehicle 1000 may include a vehicle traveling on a road or track, a ship moving on an ocean or river, and / or an airplane flying in the air using air action, etc.

[0457] The vehicle 1000 may travel on a road or a track. The vehicle 1000 may move in a set or predetermined direction according to the rotation of at least one wheel. For example, the vehicle 1000 may include a three-wheeled or four-wheeled vehicle, an engineering machine, a two-wheeled vehicle, a prime mover, a bicycle, and a train traveling on a track.

[0458] The vehicle 1000 may include a body having an interior and an exterior, and a chassis in which mechanical equipment required for driving is installed as other parts other than the body. The exterior of the body may include a front panel, a hood, a roof panel, a rear panel, a trunk, and / or pillars provided at the boundaries between doors, etc. The chassis of the vehicle 1000 may include a power generation device, a power transmission device, a drive device, a steering device, a brake device, a suspension device, a transmission device, a fuel device, front and rear wheels, and / or left and right wheels, etc.

[0459] The vehicle 1000 may include side window glasses 1100 , a front window glass 1200 , side mirrors 1300 , an instrument panel 1400 , a center console 1500 , a passenger seat instrument panel 1600 , and a display device 2 .

[0460] The side window glass 1100 and the front window glass 1200 may be partitioned by pillars disposed between the side window glass 1100 and the front window glass 1200 .

[0461] The side window glass 1100 may be mounted on the side of the vehicle 1000. In one or more embodiments, the side window glass 1100 may be mounted on a door of the vehicle 1000. A plurality of side window glasses 1100 may be provided and may face each other. In one or more embodiments, the side window glass 1100 may include a first side window glass 1110 and a second side window glass 1120. In one or more embodiments, the first side window glass 1110 may be arranged adjacent to the instrument panel 1400. The second side window glass 1120 may be arranged adjacent to the passenger seat instrument panel 1600.

[0462] In one or more embodiments, the side window glass 1100 may be separated and / or spaced apart from each other in the x-axis direction or in a direction opposite to the x-axis direction. For example, the first side window glass 1110 and the second side window glass 1120 may be separated and / or spaced apart from each other in the x-axis direction or in a direction opposite to the x-axis direction. In other words, the imaginary straight line L connecting the side window glass 1100 may extend in the x-axis direction or in a direction opposite to the x-axis direction. For example, the imaginary straight line L connecting the first side window glass 1110 and the second side window glass 1120 may extend in the x-axis direction or in a direction opposite to the x-axis direction.

[0463] The front window glass 1200 may be installed at the front of the vehicle 1000. The front window glass 1200 may be disposed between the side window glasses 1100 facing each other.

[0464] The side view mirror 1300 may provide a rear view of the vehicle 1000. The side view mirror 1300 may be mounted on the exterior of the vehicle body. In one or more embodiments, a plurality of side view mirrors 1300 may be provided. Any one selected from the plurality of side view mirrors 1300 may be arranged on the outer side of the first side window glass 1110. Another one selected from the plurality of side view mirrors 1300 may be arranged on the outer side of the second side window glass 1120.

[0465] Instrument panel 1400 may be arranged in front of the steering wheel. Instrument panel 1400 may include a tachometer, a speedometer, a coolant temperature gauge, a fuel gauge, a turn indicator, a high beam indicator, a warning light, a seat belt warning light, an odometer, a trip meter, an automatic shift selector indicator light, a door open warning light, an engine oil warning light, and / or a relatively low fuel warning light.

[0466] The center console 1500 may include a control panel on which a plurality of buttons for adjusting an audio device, an air conditioning device, and a seat heater may be arranged. The center console 1500 may be arranged at one side of the instrument panel 1400 .

[0467] The passenger seat instrument panel 1600 may be separated and / or spaced apart from the instrument panel 1400, with the center console 1500 disposed therebetween. In one or more embodiments, the instrument panel 1400 may be disposed to correspond to the driver's seat, and the passenger seat instrument panel 1600 may be disposed to correspond to the passenger seat. In one or more embodiments, the instrument panel 1400 may be adjacent to the first side window glass 1110, and the passenger seat instrument panel 1600 may be adjacent to the second side window glass 1120.

[0468] In one or more embodiments, the display device 2 may include a display panel 3, and the display panel 3 may display an image. The display device 2 may be arranged inside the vehicle 1000. In one or more embodiments, the display device 2 may be arranged between side window glasses 1100 facing each other. The display device 2 may be arranged on at least one selected from the instrument panel 1400, the center console 1500, and the passenger seat instrument panel 1600.

[0469] The display device 2 may include an organic light-emitting display device, an inorganic electroluminescent (EL) display device, and / or a quantum dot display device, etc. Hereinafter, an organic light-emitting display device including a light-emitting device according to the present disclosure will be described as the display device 2 according to one or more embodiments of the present disclosure, but one or more appropriate types (kinds) of display devices as described herein may be used in the embodiments of the present disclosure.

[0470] refer to Fig. 6A , the display device 2 may be arranged on the center console 1500. In one or more embodiments, the display device 2 may display navigation information. In one or more embodiments, the display device 2 may display audio, video, or information related to vehicle settings.

[0471] refer to Figure 6B , the display device 2 may be arranged on the instrument panel 1400. When the display device 2 is arranged on the instrument panel 1400, the instrument panel 1400 may display driving information and the like through the display device 2. For example, the instrument panel 1400 may be implemented digitally. The instrument panel 1400 may digitally display vehicle information and driving information as images. For example, the pointer and instrument of the tachometer and one or more appropriate warning light icons may be displayed through digital signals.

[0472] refer to Figure 6C, the display device 2 may be arranged on the passenger seat instrument panel 1600. The display device 2 may be embedded in the passenger seat instrument panel 1600 or arranged on the passenger seat instrument panel 1600. In one or more embodiments, the display device 2 arranged on the passenger seat instrument panel 1600 may display images related to the information displayed on the instrument panel 1400 and / or the information displayed on the center console 1500. In one or more embodiments, the display device 2 arranged on the passenger seat instrument panel 1600 may display information different from the information displayed on the instrument panel 1400 and / or the information displayed on the center console 1500.

[0473] Manufacturing method

[0474] The various layers included in the hole transport region, the emission layer, and the various layers included in the electron transport region can be formed in a specific region by utilizing one or more appropriate methods (for example, selected from) vacuum deposition, spin coating, casting, Langmuir-Brockett (LB) deposition, inkjet printing, laser printing, and laser induced thermal imaging.

[0475] When the various layers included in the hole transport region, the emission layer, and the various layers included in the electron transport region are formed by vacuum deposition, the deposition may be performed at a deposition temperature of about 100° C. to about 500° C., about 10 -8 About 10 -3 Torr vacuum and approx. to about The deposition is carried out at a deposition rate of 200 ℃ to 500 ℃, which depends on the material to be included in the layer to be formed and the structure of the layer to be formed.

[0476] Definition of term

[0477] As used herein, the term "C 3 -C 60 The term "carbocyclic group" refers to a cyclic group consisting only of carbon atoms as ring atoms and having 3 to 60 carbon atoms, for example, 3 -C 50 Carbocyclic group, C 3 -C 40 Carbocyclic group, C 3 -C 30 Carbocyclic group, C 3 -C 20 Carbocyclic or C 3 -C 10 Carbocyclic groups, and as used herein, the term "C 1 -C 60 The "heterocyclic group" refers to a cyclic group having 1 to 60 carbon atoms and further having a hetero atom as a ring-forming atom in addition to carbon atoms, for example, C 1 -C 50 Heterocyclic group, C 1 -C40 Heterocyclic group, C 1 -C 30 Heterocyclic group, C 1 -C 20 Heterocyclic or C 1 -C 10 Heterocyclic group. 3 -C 60 Carbocyclic and C 1 -C 60 The heterocyclic groups may each be a monocyclic group consisting of one ring or a polycyclic group in which two or more rings are fused to each other. 1 -C 60 The heterocyclic group has 3 to 61 ring-forming atoms.

[0478] As used herein, the term "cyclic group" may (for example, simultaneously) include C 3 -C 60 Carbocyclic and C 1 -C 60 Both heterocyclic groups.

[0479] As used herein, the term "π-electron-rich C 3 -C 60 The term "cyclic group" refers to a cyclic group having 3 to 60 carbon atoms and not including *-N=*' as a ring-forming part, and the term "π-electron-deficient nitrogen-containing C 1 -C 60 The "cyclic group" refers to a heterocyclic group having 1 to 60 carbon atoms and including *-N=*' as a ring-forming part.

[0480] For example,

[0481] C 3 -C 60 The carbocyclic group may be i) a group T1, or ii) a fused ring group in which two or more groups T1 are fused to each other (e.g., a cyclopentadienyl group, an adamantyl group, a norbornyl group, a phenyl group, a pentalenyl group, a naphthyl group, an azulenyl group, an indacenyl group, an acenaphthenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylene group, a pyrenyl group, a 1,2-triphenylene group, a peryl group, a pentaphenanthrenyl group, a heptalenyl group, a tetracenyl group, a phenanthrenyl group, a hexacenyl group, a pentacenyl group, a rubinyl group, a coronet group, an ovalenyl group, an indenyl group, a fluorenyl group, a spirobifluorenyl group, a benzofluorenyl group, an indenophenanthrenyl group, or an indenoanthryl group),

[0482] C 1 -C 60The heterocyclic group may be i) a group T2, ii) a condensed ring group in which two or more groups T2 are condensed to each other, or iii) a condensed ring group in which at least one group T2 and at least one group T1 are condensed to each other (e.g., pyrrolyl, thienyl, furyl, indolyl, benzindolyl, naphthoindolyl, isoindolyl, benzisoindolyl, naphthoisoindolyl, benzothiorolyl, benzothiophenyl, benzofuranyl, carbazolyl, dibenzothiorolyl, dibenzothiophenyl, dibenzofuranyl, indenocarbazolyl, indolecarbazolyl, benzofuranocarbazolyl, benzothiophenylcarbazolyl, benzothiorolocarbazolyl, benzoindolcarbazolyl, benzocarbazolyl, benzonaphthofuranyl, benzonaphthothienyl, benzonaphthothiorolyl, benzofuranodibenzofuran ... pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, benzopyrazolyl, benzimidazolyl, benzoxazolyl, benzisoxazolyl, benzothiazolyl, benzisothiazolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzo quinolinyl, benzoisoquinolinyl, quinoxalinyl, benzoquinoxalinyl, quinazoline, benzoquinazolinyl, phenanthroline, cinnolinyl, phthalazinyl, naphthyridinyl, imidazopyridinyl, imidazopyrimidinyl, imidazotriazine, imidazopyrazinyl, imidazopyridazinyl, azacarbazolyl, azafluorenyl, azadibenzothiazolyl, azadibenzothiopheneyl and / or azadibenzofuranyl),

[0483] Pi-electron-rich C 3 -C 60 The cyclic group may be i) a group T1, ii) a fused ring group in which two or more groups T1 are fused to each other, iii) a group T3, iv) a fused ring group in which two or more groups T3 are fused to each other, or v) a fused ring group in which at least one group T3 and at least one group T1 are fused to each other (e.g., C 3 -C 60 carbocyclic group, 1H-pyrrolyl, thiolyl, borocyclopentyl, 2H-pyrrolyl, 3H-pyrrolyl, thienyl, furyl, indolyl, benzindolyl, naphthoindolyl, isoindolyl, benzisoindolyl, naphthoisoindolyl, benzothiolyl, benzothiophenyl, benzofuranyl, carbazolyl, dibenzothiolyl, dibenzothiophenyl, dibenzofuranyl, indenocarbazolyl, indolecarbazolyl, benzofuranocarbazolyl, benzothiophenylcarbazolyl, benzothiophenylcarbazolyl, benzothiophenylcarbazolyl, benzothiophenylcarbazolyl, benzoindolcarbazolyl, benzocarbazolyl, benzonaphthofuranyl, benzonaphthothienyl, benzonaphthothiolyl, benzofuranodibenzofuranyl, benzofuranodibenzothiophenyl and / or benzothiophenylodibenzothiophenyl, etc.),

[0484] π-electron-deficient nitrogen-containing C 1-C 60 The cyclic group may be i) a group T4, ii) a fused ring group in which at least two groups T4 are fused to each other, iii) a fused ring group in which at least one group T4 and at least one group T1 are fused to each other, iv) a fused ring group in which at least one group T4 and at least one group T3 are fused to each other, or v) a fused ring group in which at least one group T4, at least one group T1 and at least one group T3 are fused to each other (e.g., pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, benzopyrazolyl, benzoimidazolyl, benzoxazolyl, benzisoxazolyl, benzothiazolyl, benzisothiazolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, benzisoquinolyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, phenanthrolinyl, cinnolinyl, phthalazinyl, naphthyridinyl, imidazopyridinyl, imidazopyrimidinyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, azacarbazolyl, azafluorenyl, azadibenzothiazolyl, azadibenzothiophenyl and / or azadibenzofuranyl, etc.),

[0485] The radical T1 can be cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclooctane, cyclobutenyl, cyclopentenyl, cyclopentadienyl, cyclohexenyl, cyclohexadienyl, cycloheptenyl, adamantyl, norbornane (or bicyclo[2.2.1]heptane), norbornyl, bicyclo[1.1.1]pentane, bicyclo[2.1.1]hexane, bicyclo[2.2.2]octane or phenyl,

[0486] The radical T2 can be furanyl, thienyl, 1H-pyrrolyl, thiolyl, borocyclopentyl, 2H-pyrrolyl, 3H-pyrrolyl, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, azathiolyl, azaborolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, tetraazinyl, pyrrolidinyl, imidazolidinyl, dihydropyrrolyl, piperidinyl, tetrahydropyridinyl, dihydropyridinyl, hexahydropyrimidinyl, tetrahydropyrimidinyl, dihydropyrimidinyl, piperazinyl, tetrahydropyrazinyl, dihydropyrazinyl, tetrahydropyridazinyl or dihydropyridazinyl,

[0487] The group T3 may be furyl, thienyl, 1H-pyrrolyl, thiolyl or borocyclopentadienyl, and

[0488] The group T4 can be 2H-pyrrolyl, 3H-pyrrolyl, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, azathioyl, azaborolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl or tetrazinyl.

[0489] As used herein, the term "cyclic group, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic, π-electron-rich C 3 -C 60 Cyclic groups or nitrogen-containing C with π-electron deficiency 1 -C 60 "Cyclic group" refers to a group fused with any cyclic group, monovalent group or polyvalent group (e.g., divalent group, trivalent group and / or tetravalent group, etc.) according to the structure of the formula using the corresponding term. In one or more embodiments, "phenyl" may be benzo, phenyl and / or phenylene, etc., which can be easily understood by ordinary technicians in the art based on the structure of the formula including "phenyl".

[0490] Depending on the context, a divalent group may refer to or may be a multivalent (eg, trivalent, tetravalent, etc., not just divalent) group according to, for example, the structure of the formula with which the term is used in reference.

[0491] In some embodiments, the monovalent C 3 -C 60 Carbocyclic groups and monovalent C 1 -C 60 Examples of the heterocyclic group may include C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 1 -C 60 heteroaryl, a monovalent non-aromatic fused polycyclic group, and a monovalent non-aromatic fused heteropolycyclic group, and a divalent C 3 -C 60 Carbocyclic groups and divalent C 1 -C 60 Examples of the heterocyclic group may include C 3 -C 10 Cycloalkylene, C 1 -C 10 Heterocycloalkylene, C 3 -C 10 Cycloalkenylene, C 1 -C 10 Heterocycloalkenylene, C 6 -C 60 Arylene, C 1 -C60 a heteroarylene group, a divalent non-aromatic fused polycyclic group, and a divalent non-aromatic fused heteropolycyclic group.

[0492] As used herein, the term "C 1 -C 60 "Alkyl" refers to a straight or branched aliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms, for example, 1 -C 50 Alkyl, C 1 -C 30 Alkyl, C 1 -C 20 Alkyl or C 1 -C 10 The term "alkyl" as used herein refers to alkyl, and specific examples thereof are 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, isodecyl, sec-decyl, and tert-decyl. As used herein, the term "C 1 -C 60 "Alkylene" refers to C 1 -C 60 An alkyl group is a divalent group having the same structure.

[0493] As used herein, the term "C 2 -C 60 "Alkenyl" refers to 2 -C 60 A monovalent hydrocarbon group having at least one carbon-carbon double bond in the middle or at the end of the alkyl group, for example, 2 -C 30 Alkenyl, C 2 -C 20 Alkenyl or C 2 -C 10 As used herein, the term "C 2 -C 60 "Alkenylene" refers to C 2 -C 60 Alkenyl groups have divalent groups of the same structure.

[0494] As used herein, the term "C 2 -C 60 "Alkynyl" refers to a C 2 -C 60 The alkyl group has at least one carbon-carbon triple bond in the middle or at the end, for example, 2 -C 30 Alkynyl, C2 -C 20 Alkynyl or C 2 -C 10 Alkynyl, and examples thereof include ethynyl and / or propynyl, etc. As used herein, the term “C 2 -C 60 "Alkynylidene" refers to a C 2 -C 60 Alkynyl groups are divalent groups with the same structure.

[0495] As used herein, the term "C 1 -C 60 "Alkoxy" refers to -OA 101 (A 101 C 1 -C 60 Alkyl) represented by a monovalent group, for example, C 1 -C 30 Alkoxy, C 1 -C 20 Alkoxy or C 1 -C 10 An alkoxy group, and examples thereof include a methoxy group, an ethoxy group, and an isopropoxy group.

[0496] As used herein, the term "C 3 -C 10 The term "cycloalkyl" as used herein refers to a monovalent saturated hydrocarbon ring group having 3 to 10 carbon atoms, and examples thereof are cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl (or bicyclo[2.2.1]heptyl), bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, and bicyclo[2.2.2]octyl. As used herein, the term "Cycloalkyl" refers to a monovalent saturated hydrocarbon ring group having 3 to 10 carbon atoms, and examples thereof are cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl (or bicyclo[2.2.1]heptyl), bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, and bicyclo[2.2.2] 3 -C 10 "Cycloalkylene" refers to 3 -C 10 The cycloalkyl group has a divalent group of the same structure.

[0497] As used herein, the term "C 1 -C 10 The term "heterocycloalkyl" as used herein refers to a monovalent cyclic group of 1 to 10 carbon atoms further including at least one heteroatom as a ring-forming atom in addition to carbon atoms, and specific examples thereof are 1,2,3,4-oxatriazolidinyl, tetrahydrofuranyl and tetrahydrothienyl. 1 -C 10 "Heterocycloalkylene" refers to a C 1 -C 10 The heterocycloalkyl group has a divalent group of the same structure.

[0498] As used herein, the term "C 3 -C10 The term "cycloalkenyl" as used herein refers to a monovalent cyclic group having 3 to 10 carbon atoms and at least one carbon-carbon double bond in its ring and having no aromaticity, and specific examples thereof are cyclopentenyl, cyclohexenyl and cycloheptenyl. 3 -C 10 "Cycloalkenylene" refers to 3 -C 10 The cycloalkenyl group has a divalent group of the same structure.

[0499] As used herein, the term "C 1 -C 10 The term "heterocycloalkenyl group" refers to a monovalent cyclic group of 1 to 10 carbon atoms which further includes at least one heteroatom as a ring-forming atom in addition to carbon atoms and has at least one double bond in its ring structure. 1 -C 10 Examples of heterocycloalkenyl groups include 4,5-dihydro-1,2,3,4-oxatriazolyl, 2,3-dihydrofuranyl, and 2,3-dihydrothienyl. As used herein, the term “C 1 -C 10 "Heterocycloalkenylene" refers to a C 1 -C 10 The heterocycloalkenyl group has a divalent group of the same structure.

[0500] As used herein, the term "C 6 -C 60 "Aryl" refers to a monovalent group of a carbocyclic aromatic system having 6 to 60 carbon atoms, for example, 6 -C 50 Aryl, C 6 -C 40 Aryl, C 6 -C 30 Aryl, C 6 -C 20 Aryl or C 6 -C 15 Aryl, and as used herein the term "C 6 -C 60 "Arylene" refers to a divalent group of a carbocyclic aromatic system having 6 to 60 carbon atoms. 6 -C 60 Examples of aryl groups are phenyl, pentalenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylene, pyrenyl, 1,2-triphenylenyl, perylenyl, pentaphenanthrenyl, heptalenyl, tetracenyl, phenanthrenyl, hexenyl, pentacene, rubenyl, coronenyl and ovalenyl. 6 -C 60 Aryl and C 6 -C 60When the arylene groups each include two or more rings, these rings may be fused to each other.

[0501] As used herein, the term "C 1 -C 60 The term "heteroaryl" refers to a monovalent group of a heterocyclic aromatic system having 1 to 60 carbon atoms and further including at least one heteroatom as a ring-forming atom in addition to carbon atoms, for example, C 1 -C 50 Heteroaryl, C 1 -C 40 Heteroaryl, C 1 -C 30 Heteroaryl, C 1 -C 20 Heteroaryl or C 1 -C 10 As used herein, the term "C 1 -C 60 The term "heteroarylene" refers to a divalent group of a heterocyclic aromatic system having 1 to 60 carbon atoms and further including at least one heteroatom as a ring-forming atom in addition to carbon atoms. 1 -C 60 Examples of heteroaryl groups are pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, benzoquinolyl, isoquinolyl, benzoisoquinolyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthrolinyl, phthalazinyl and naphthyridinyl. 1 -C 60 Heteroaryl and C 1 -C 60 When the heteroarylene groups each include two or more rings, these rings may be fused to each other.

[0502] As used herein, the term "monovalent non-aromatic fused polycyclic group" refers to a monovalent group (e.g., having 8 to 60 carbon atoms) having two or more rings fused to each other, having only carbon atoms as ring atoms, and having no aromaticity in its entire molecular structure, for example, C 8 -C 60 Monovalent non-aromatic fused polycyclic group, C 8 -C 50 Monovalent non-aromatic fused polycyclic group, C 8 -C 40 Monovalent non-aromatic fused polycyclic group, C 8 -C 30 A monovalent non-aromatic fused polycyclic group or C 8 -C 20Monovalent non-aromatic fused polycyclic group. Examples of the monovalent non-aromatic fused polycyclic group are indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, indenophenanthryl and indenoanthryl. The term "divalent non-aromatic fused polycyclic group" as used herein refers to a divalent group having the same structure as the monovalent non-aromatic fused polycyclic group described herein.

[0503] As used herein, the term "monovalent non-aromatic fused heteropolycyclic group" refers to a monovalent group (e.g., having 1 to 60 carbon atoms) having two or more rings fused to each other, further including at least one heteroatom as a ring-constituting atom in addition to carbon atoms, and having no aromaticity in the entire molecular structure, for example, C 1 -C 60 Monovalent non-aromatic fused heteropolycyclic group, C 1 -C 50 Monovalent non-aromatic fused heteropolycyclic group, C 1 -C 40 Monovalent non-aromatic fused heteropolycyclic group, C 1 -C 30 A monovalent non-aromatic fused heteropolycyclic group or C 1 -C 20 Monovalent non-aromatic condensed heteropolycyclic group. Examples of the monovalent non-aromatic condensed heteropolycyclic group are pyrrolyl, thienyl, furanyl, indolyl, benzindolyl, naphthoindolyl, isoindolyl, benzisoindolyl, naphthoisoindolyl, benzothioyl, benzothiophenyl, benzofuranyl, carbazolyl, dibenzothioyl, dibenzothiophenyl, dibenzofuranyl, azacarbazolyl, azafluorenyl, azadibenzothioyl, azadibenzothiophenyl, azadibenzofuranyl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiadiazolyl, The term "divalent non-aromatic fused heteropolycyclic group" as used herein refers to a divalent group having the same structure as the monovalent non-aromatic fused heteropolycyclic group described herein.

[0504] As used herein, the term "C 6 -C 60 Aryloxy" indicates -OA 102 (A 102 C 6 -C60 Aryl), for example, C 6 -C 50 Aryloxy, C 6 -C 40 Aryloxy, C 6 -C 30 Aryloxy, C 6 -C 20 Aryloxy or C 6 -C 15 Aryloxy, and as used herein the term "C 6 -C 60 Arylthio" indicates -SA 103 (A 103 C 6 -C 60 Aryl), for example, C 6 -C 50 Arylthio, C 6 -C 40 Arylthio, C 6 -C 30 Arylthio, C 6 -C 20 Arylthio or C 6 -C 15 Arylthio.

[0505] The term "C 7 -C 60 "Aralkyl" refers to -A 104 A 105 (A 104 Can be C 1 -C 54 Alkylene, and A 105 Can be C 6 -C 59 Aryl), for example, C 7 -C 50 Aralkyl, C 7 -C 40 Aralkyl, C 7 -C 30 Aralkyl, C 7 -C 20 Arylalkyl or C 7 -C 15 Aralkyl, and the term "C 2 -C 60 "Heteroaralkyl" refers to -A 106 A 107 (A 106 Can be C 1 -C 59 Alkylene, and A 107 Can be C 1 -C59 Heteroaryl), for example, C 2 -C 50 Heteroarylalkyl, C 2 -C 40 Heteroarylalkyl, C 2 -C 30 Heteroarylalkyl, C 2 -C 20 Heteroaralkyl or C 2 -C 15 Heteroaralkyl.

[0506] As used herein, the term "R 10a "refer to:

[0507] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro;

[0508] Each unsubstituted or substituted C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroaralkyl, -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 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof;

[0509] Each unsubstituted or substituted C 3 -C 60 Carbocyclic group, C 1 -C60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Arylalkyl or C 2 -C 60 Heteroaralkyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroaralkyl, -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 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof; or

[0510] -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 ) or -P(=O)(Q 31 )(Q 32 ).

[0511] As used in this paper, Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; C 1 -C 60 Alkyl; C 2 -C 60 Alkenyl; C 2 -C 60 Alkynyl; or C 1 -C 60 Alkoxy;

[0512] Each unsubstituted or substituted with deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 Alkoxy, phenyl, biphenyl or any combination thereof substituted C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group; C 7 -C 60 Aralkyl; or C 2 -C 60 Heteroaralkyl.

[0513] As used herein, the term "heteroatom" refers to any atom other than a carbon atom and a hydrogen atom. Examples of heteroatoms are O, S, N, P, Si, B, Ge, Se, and any combination thereof.

[0514] The term “transition metal” as used herein includes hafnium (Hf), tantalum (Ta), tungsten (W), rhenium (Re), osmium (Os), iridium (Ir), platinum (Pt) and / or gold (Au), among others.

[0515] The term "Ph" as used herein refers to a phenyl group, the term "Me" as used herein refers to a methyl group, the term "Et" as used herein refers to an ethyl group, and the terms "tert-Bu" or "Bu" as used herein refer to an ethyl group. t ” refers to tert-butyl, and the term “OMe” as used herein refers to methoxy.

[0516] As used herein, the term "biphenyl" refers to a "phenyl group substituted by a phenyl group". In other words, a "biphenyl group" is a group having C 6 -C 60 A phenyl group substituted with an aryl group as a substituent.

[0517] As used herein, the term "terphenyl" refers to a "phenyl group substituted with a biphenyl group". In other words, a "terphenyl group" may be a group having a C 6 -C 60 Aryl substituted C 6 -C 60 A phenyl group substituted with an aryl group as a substituent.

[0518] Unless otherwise defined, * and *' as used herein each refer to a bonding site to an adjacent atom in the corresponding formula or moiety.

[0519] In the specification, the x-axis, y-axis, and z-axis are not limited to the three axes in the orthogonal coordinate system, and can be interpreted in a broad sense including these axes. For example, the x-axis, y-axis, and z-axis can refer to axes that are orthogonal to each other, or can refer to axes in different directions that are not orthogonal to each other.

[0520] Terms such as "substantially," "about," and "approximately" are used as relative terms and not as terms of degree, and are intended to account for the inherent deviations in measured or calculated values ​​that one of ordinary skill in the art would recognize. They may include the stated value and a range of acceptable deviations determined by one of ordinary skill in the art, taking into account the limitations and errors associated with the measurement of that quantity. For example, "about" may refer to one or more standard deviations of the stated value, or ±30%, ±20%, ±10%, or ±5% of the stated value.

[0521] The numerical ranges disclosed herein include and are intended to disclose all subranges of the same numerical precision. For example, a range of "1.0 to 10.0" includes all subranges having a minimum value equal to or greater than 1.0 and a maximum value equal to or less than 10.0, such as, for example, 2.4 to 7.6. Applicants therefore reserve the right to amend this specification (including the claims) to explicitly set forth any subranges contained within the ranges explicitly set forth herein.

[0522] The light-emitting device, light-emitting element and / or any other related device or component according to the embodiments of the present disclosure described herein may be implemented using any appropriate hardware, firmware (e.g., an application-specific integrated circuit), software, or a combination of software, firmware, and hardware. For example, the various components of the light-emitting device and / or light-emitting element may be formed on an integrated circuit (IC) chip or on a separate IC chip. In addition, the various components of the light-emitting device and / or light-emitting element may be implemented on a flexible printed circuit film, a tape carrier package (TCP), or a printed circuit board (PCB), or formed on a substrate. In addition, the various components and / or elements of the device may be processes or threads running on one or more processors in one or more computing devices, executing computer program instructions and interacting with other system components to perform the various functions described herein. The computer program instructions are stored in a memory, which may be implemented in a computing device using a standard memory device (such as, for example, a random access memory (RAM)). The computer program instructions may also be stored in other non-temporary computer-readable media (such as, for example, a CD-ROM or a flash drive, etc.). Furthermore, those skilled in the art will recognize that the functionality of various computing devices may be combined or integrated into a single computing device, or the functionality of a dedicated computing device may be distributed across one or more other computing devices without departing from the scope of the embodiments of the present disclosure.

[0523] Hereinafter, the compound according to the embodiment and the light emitting device according to the embodiment will be described in more detail with reference to the following synthesis examples and examples. The phrase "using B instead of A" used in describing the synthesis examples means using B instead of A with the same molar equivalent.

[0524] Example

[0525] Synthesis Example 1: Synthesis of Compound 1

[0526] Compound 1 according to one or more embodiments can be synthesized by, for example, utilizing the following reaction.

[0527]

[0528]

[0529] Synthesis of intermediate 1a

[0530] 2-Bromo-9-phenyl-9H-carbazole (1.0 eq.), copper (I) iodide (1.0 eq.) and ammonium hydroxide solution (25%, 5.0 eq.) were dissolved in 50 mL of N,N-dimethylformamide, and then stirred in a pressure reaction flask at 130° C. under a nitrogen atmosphere for 8 hours. After the reaction was completed, the reaction product was washed three times with diethyl ether and water, and washed with MgSO 4The obtained organic layer was dried, and then dried under reduced pressure. Intermediate 1a was obtained by column chromatography. (Yield: 68%)

[0531] Synthesis of intermediate 1b

[0532] Intermediate 1a (1.2 eq.), 2-bromo-1-phenylnaphthalene (1.0 eq.), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq.), tri-tert-butylphosphine (0.10 eq.) and sodium tert-butoxide (1.5 eq.) were dissolved in 50 mL of toluene, followed by stirring at 80° C. under a nitrogen atmosphere for 1 hour. After completion of the reaction, the reaction product was washed three times with diethyl ether and water, and MgSO 4 The obtained organic layer was dried, and then dried under reduced pressure. Intermediate 1b was obtained by column chromatography. (Yield: 71%)

[0533] Synthesis of compound 1

[0534] Intermediate 1b (1.0 eq.), 4"-chloro-3'-phenyl-1,1':2',1"-terphenyl (1.0 eq.), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq.), tri-tert-butylphosphine (0.10 eq.) and sodium tert-butoxide (1.5 eq.) were dissolved in 50 mL of o-xylene, followed by stirring at 150° C. under a nitrogen atmosphere for 1 hour. After the reaction was completed, the reaction product was washed three times with diethyl ether and water, and MgSO 4 The obtained organic layer was dried, and then dried under reduced pressure. Compound 1 was obtained by column chromatography. (Yield: 68%)

[0535] Synthesis Example 2: Synthesis of Compound 6

[0536] Compound 6 according to one or more embodiments can be synthesized by, for example, utilizing the following reaction.

[0537]

[0538]

[0539] Synthesis of intermediate 6a

[0540] 2-Bromo-1-phenylnaphthalene (1.0 eq.), copper (I) iodide (1.0 eq.) and ammonium hydroxide solution (25%, 5.0 eq.) were dissolved in 50 mL of N,N-dimethylformamide, and then stirred in a pressure reaction flask at 130° C. under a nitrogen atmosphere for 8 hours. After the reaction was completed, the reaction product was washed three times with diethyl ether and water, and MgSO 4 The obtained organic layer was dried, and then dried under reduced pressure. Intermediate 6a was obtained by column chromatography. (Yield: 60%)

[0541] Synthesis of intermediate 6b

[0542] 1-Bromo-4-cyclohexylbenzene (1.0 eq.), 2-chloro-9H-carbazole (1.0 eq.), copper (I) iodide (0.5 eq.), tripotassium phosphate (3.0 eq.) and trans-1,2-diaminocyclohexane (2.0 eq.) were dissolved in 50 mL of toluene, followed by stirring at 110° C. for 5 hours under a nitrogen atmosphere. After the reaction was completed, the reaction product was filtered using celite, and washed three times with water and diethyl ether to obtain an organic layer. MgSO 4 The organic layer was dried, and then dried again under reduced pressure. Intermediate 6b was obtained by column chromatography. (Yield: 80%)

[0543] Synthesis of intermediate 6c

[0544] Intermediate 6a (1.2 eq.), intermediate 6b (1.0 eq.), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq.), tri-tert-butylphosphine (0.10 eq.) and sodium tert-butoxide (1.5 eq.) were dissolved in 50 mL of toluene, followed by stirring at 80° C. under a nitrogen atmosphere for 1 hour. After the reaction was completed, the reaction product was washed three times with diethyl ether and water, and MgSO 4 The obtained organic layer was dried, and then dried under reduced pressure. Intermediate 6c was obtained by column chromatography. (Yield: 63%)

[0545] Synthesis of compound 6

[0546] Intermediate 6c (1.0 eq.), 4"-chloro-3'-phenyl-1,1':2',1"-terphenyl (1.0 eq.), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq.), tri-tert-butylphosphine (0.10 eq.) and sodium tert-butoxide (1.5 eq.) were dissolved in 50 mL of o-xylene, followed by stirring at 150° C. under a nitrogen atmosphere for 1 hour. After the reaction was completed, the reaction product was washed three times with diethyl ether and water, and MgSO 4 The obtained organic layer was dried, and then dried under reduced pressure. Compound 6 was obtained by column chromatography. (Yield: 64%)

[0547] Synthesis Example 3: Synthesis of Compound 33

[0548] Compound 33 according to one or more embodiments can be synthesized by, for example, utilizing the following reaction.

[0549]

[0550] Synthesis of intermediate 33a

[0551] Intermediate 6a (1.2 eq.), 2-bromo-9-phenyl-9H-carbazole (1.0 eq.), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq.), tri-tert-butylphosphine (0.10 eq.) and sodium tert-butoxide (1.5 eq.) were dissolved in 50 mL of toluene, followed by stirring at 80° C. under a nitrogen atmosphere for 1 hour. After the reaction was completed, the reaction product was washed three times with diethyl ether and water, and MgSO 4 The obtained organic layer was dried, and then dried under reduced pressure. Intermediate 33a was obtained by column chromatography. (Yield: 71%)

[0552] Synthesis of compound 33

[0553] Intermediate 33a (1.0 eq.), 2'-bromo-1,1':3',1"-terphenyl (1.0 eq.), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq.), tri-tert-butylphosphine (0.10 eq.) and sodium tert-butoxide (1.5 eq.) were dissolved in 50 mL of o-xylene, followed by stirring at 150° C. under a nitrogen atmosphere for 1 hour. After the reaction was completed, the reaction product was washed three times with diethyl ether and water, and MgSO 4 The obtained organic layer was dried, and then dried under reduced pressure. Compound 33 was obtained by column chromatography. (Yield: 45%)

[0554] Synthesis Example 4: Synthesis of Compound 43

[0555] Compound 43 according to one or more embodiments can be synthesized by, for example, utilizing the following reaction.

[0556]

[0557] Synthesis of intermediate 43a

[0558] 2-Bromo-3-phenylnaphthalene (1.0 eq.), copper (I) iodide (1.0 eq.) and ammonium hydroxide solution (25%, 5.0 eq.) were dissolved in 50 mL of N,N-dimethylformamide, and then stirred in a pressure reaction flask at 130° C. under a nitrogen atmosphere for 8 hours. After the reaction was completed, the reaction product was washed three times with diethyl ether and water, and MgSO 4 The obtained organic layer was dried, and then dried under reduced pressure. Intermediate 43a was obtained by column chromatography. (Yield: 61%)

[0559] Synthesis of intermediate 43b

[0560] Intermediate 43a (1.2 eq.), 7-chloro-1-methyldibenzo[b,d]thiophene (1.0 eq.), tri(dibenzylideneacetone)dipalladium(0) (0.05 eq.), tri-tert-butylphosphine (0.10 eq.) and sodium tert-butoxide (1.5 eq.) were dissolved in 50 mL of o-xylene, followed by stirring at 150° C. under a nitrogen atmosphere for 1 hour. After the reaction was completed, the reaction product was washed three times with diethyl ether and water, and MgSO 4 The obtained organic layer was dried, and then dried under reduced pressure. Intermediate 43b was obtained by column chromatography. (Yield: 65%)

[0561] Synthesis of compound 43

[0562] Intermediate 43b (1.0 eq.), 2'-bromo-1,1':3',1"-terphenyl (1.0 eq.), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq.), tri-tert-butylphosphine (0.10 eq.) and sodium tert-butoxide (1.5 eq.) were dissolved in 50 mL of o-xylene, followed by stirring at 150° C. under a nitrogen atmosphere for 1 hour. After the reaction was completed, the reaction product was washed three times with diethyl ether and water, and MgSO 4 The obtained organic layer was dried, and then dried under reduced pressure. Compound 43 was obtained by column chromatography. (Yield: 52%)

[0563] Synthesis Example 5: Synthesis of Compound 76

[0564] Compound 76 according to one or more embodiments can be synthesized by, for example, utilizing the following reaction.

[0565]

[0566] Synthesis of intermediate 76a

[0567] Intermediate 6a (1.2 eq.), 3-bromodibenzo[b,d]furan (1.0 eq.), tri(dibenzylideneacetone)dipalladium(0) (0.05 eq.), tri-tert-butylphosphine (0.10 eq.) and sodium tert-butoxide (1.5 eq.) were dissolved in 50 mL of toluene, followed by stirring at 80° C. under a nitrogen atmosphere for 1 hour. After the reaction was completed, the reaction product was washed three times with diethyl ether and water, and MgSO 4 The obtained organic layer was dried, and then dried under reduced pressure. Intermediate 76a was obtained by column chromatography. (Yield: 68%)

[0568] Synthesis of compound 76

[0569] Intermediate 76a (1.0 eq.), 2'-bromo-1,1':4',1"-terphenyl (1.0 eq.), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq.), tri-tert-butylphosphine (0.10 eq.) and sodium tert-butoxide (1.5 eq.) were dissolved in 50 mL of o-xylene, followed by stirring at 150° C. under a nitrogen atmosphere for 1 hour. After the reaction was completed, the reaction product was washed three times with diethyl ether and water, and MgSO 4 The obtained organic layer was dried, and then dried under reduced pressure. Compound 76 was obtained by column chromatography. (Yield: 58%)

[0570] Synthesis Example 6: Synthesis of Compound 147

[0571] Compound 147 according to one or more embodiments can be synthesized by, for example, utilizing the following reaction.

[0572]

[0573] Synthesis of intermediate 147a

[0574] 4-Bromo-4'-cyclohexyl-1,1'-biphenyl (1.0 eq.), 2-chloro-9H-carbazole (1.0 eq.), copper (I) iodide (0.5 eq.), tripotassium phosphate (3.0 eq.) and trans-1,2-diaminocyclohexane (2.0 eq.) were dissolved in 50 mL of toluene, followed by stirring at 110° C. for 5 hours under a nitrogen atmosphere. After the reaction was completed, the reaction product was filtered using celite, and washed three times with water and diethyl ether to obtain an organic layer. MgSO 4 The organic layer was dried, and then dried again under reduced pressure. Intermediate 147a was obtained by column chromatography. (Yield: 77%)

[0575] Synthesis of intermediate 147b

[0576] Intermediate 6a (1.2 eq.), Intermediate 147a (1.0 eq.), tri(dibenzylideneacetone)dipalladium(0) (0.05 eq.), tri-tert-butylphosphine (0.10 eq.) and sodium tert-butoxide (1.5 eq.) were dissolved in 50 mL of o-xylene, followed by stirring at 150° C. under a nitrogen atmosphere for 1 hour. After the reaction was completed, the reaction product was washed three times with diethyl ether and water, and MgSO 4 The obtained organic layer was dried, and then dried under reduced pressure.Intermediate 147b was obtained by column chromatography.

[0577] (Yield: 66%)

[0578] Synthesis of compound 147

[0579] Intermediate 147b (1.0 eq.), 3'-bromo-1,1':2',1"-terphenyl (1.0 eq.), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq.), tri-tert-butylphosphine (0.10 eq.) and sodium tert-butoxide (1.5 eq.) were dissolved in 50 mL of o-xylene, followed by stirring at 150° C. under a nitrogen atmosphere for 1 hour. After the reaction was completed, the reaction product was washed three times with diethyl ether and water, and MgSO 4 The obtained organic layer was dried, and then dried under reduced pressure. Compound 147 was obtained by column chromatography. (Yield: 54%)

[0580] Synthesis Example 7: Synthesis of Compound 169

[0581] Compound 169 according to one or more embodiments can be synthesized by, for example, utilizing the following reaction.

[0582]

[0583] Synthesis of intermediate 169a

[0584] Intermediate 1a (1.2 eq.), 2-(4-bromophenyl)-1-phenylnaphthalene (1.0 eq.), tri(dibenzylideneacetone)dipalladium(0) (0.05 eq.), tri-tert-butylphosphine (0.10 eq.) and sodium tert-butoxide (1.5 eq.) were dissolved in 50 mL of toluene, followed by stirring at 80° C. under a nitrogen atmosphere for 1 hour. After completion of the reaction, the reaction product was washed three times with diethyl ether and water, and MgSO 4 The obtained organic layer was dried, and then dried under reduced pressure. Intermediate 169a was obtained by column chromatography. (Yield: 68%)

[0585] Synthesis of compound 169

[0586] Intermediate 169a (1.0 eq.), 4-bromo-5'-phenyl-1,1':3',1"-terphenyl (1.0 eq.), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq.), tri-tert-butylphosphine (0.10 eq.) and sodium tert-butoxide (1.5 eq.) were dissolved in 50 mL of toluene, followed by stirring at 100° C. under a nitrogen atmosphere for 1 hour. After the reaction was completed, the reaction product was washed three times with diethyl ether and water, and MgSO 4 The obtained organic layer was dried, and then dried under reduced pressure. Compound 169 was obtained by column chromatography. (Yield: 64%)

[0587] Synthesis Example 8: Synthesis of Compound 191

[0588] Compound 191 according to one or more embodiments can be synthesized by, for example, utilizing the following reaction.

[0589]

[0590] Synthesis of intermediate 191a

[0591] Dibenzo[b,d]thiophene-3-amine (1.2 eq.), 2-(4-bromophenyl)-1-phenylnaphthalene (1.0 eq.), tri(dibenzylideneacetone)dipalladium(0) (0.05 eq.), tri-tert-butylphosphine (0.10 eq.) and sodium tert-butoxide (1.5 eq.) were dissolved in 50 mL of toluene, followed by stirring at 80° C. under a nitrogen atmosphere for 1 hour. After the reaction was completed, the reaction product was washed three times with diethyl ether and water, and MgSO 4 The obtained organic layer was dried, and then dried under reduced pressure. Intermediate 191a was obtained by column chromatography. (Yield: 66%)

[0592] Synthesis of compound 191

[0593] Intermediate 191a (1.0 eq.), 5'-bromo-1,1':3',1"-terphenyl (1.0 eq.), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq.), tri-tert-butylphosphine (0.10 eq.) and sodium tert-butoxide (1.5 eq.) were dissolved in 50 mL of toluene, followed by stirring at 100° C. under a nitrogen atmosphere for 1 hour. After the reaction was completed, the reaction product was washed three times with diethyl ether and water, and MgSO 4 The obtained organic layer was dried, and then dried under reduced pressure. Compound 191 was obtained by column chromatography. (Yield: 54%)

[0594] Synthesis Example 9: Synthesis of Compound 211

[0595] Compound 211 according to one or more embodiments can be synthesized by, for example, utilizing the following reaction.

[0596]

[0597] Synthesis of intermediate 211a

[0598] 2-(4-bromophenyl)-1-phenylnaphthalene (1.0 eq.), copper (I) iodide (1.0 eq.) and ammonium hydroxide solution (25%, 5.0 eq.) were dissolved in 50 mL of N,N-dimethylformamide, and then stirred in a pressure reaction flask at 130° C. under a nitrogen atmosphere for 8 hours. After the reaction was completed, the reaction product was washed three times with diethyl ether and water, and washed with MgSO 4 The obtained organic layer was dried, and then dried under reduced pressure. Intermediate 211a was obtained by column chromatography. (Yield: 65%)

[0599] Synthesis of intermediate 211b

[0600] Intermediate 211a (1.2 eq.), 2-chloro-5-methyl-9-phenyl-9H-carbazole (1.0 eq.), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq.), tri-tert-butylphosphine (0.10 eq.) and sodium tert-butoxide (1.5 eq.) were dissolved in 50 mL of o-xylene, followed by stirring at 150° C. under a nitrogen atmosphere for 1 hour. After the reaction was completed, the reaction product was washed three times with diethyl ether and water, and MgSO 4 The obtained organic layer was dried, and then dried under reduced pressure. Intermediate 211b was obtained by column chromatography. (Yield: 62%)

[0601] Synthesis of compound 211

[0602] Intermediate 211b (1.0 eq.), 4'-(4-bromophenyl)-1,1':2',1"-terphenyl (1.0 eq.), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq.), tri-tert-butylphosphine (0.10 eq.) and sodium tert-butoxide (1.5 eq.) were dissolved in 50 mL of o-xylene, followed by stirring at 150° C. under a nitrogen atmosphere for 1 hour. After the reaction was completed, the reaction product was washed three times with diethyl ether and water, and MgSO 4 The obtained organic layer was dried, and then dried under reduced pressure. Compound 211 was obtained by column chromatography. (Yield: 68%)

[0603] Synthesis Example 10: Synthesis of Compound 226

[0604] Compound 226 according to one or more embodiments can be synthesized by, for example, utilizing the following reaction.

[0605]

[0606] Synthesis of intermediate 226a

[0607] Intermediate 211a (1.2 eq.), 3-bromodibenzo[b,d]furan (1.0 eq.), tri(dibenzylideneacetone)dipalladium(0) (0.05 eq.), tri-tert-butylphosphine (0.10 eq.) and sodium tert-butoxide (1.5 eq.) were dissolved in 50 mL of toluene, followed by stirring at 80° C. under a nitrogen atmosphere for 1 hour. After the reaction was completed, the reaction product was washed three times with diethyl ether and water, and MgSO 4 The obtained organic layer was dried, and then dried under reduced pressure. Intermediate 226a was obtained by column chromatography. (Yield: 60%)

[0608] Synthesis of compound 226

[0609] Intermediate 226a (1.0 eq.), 4'-bromo-1,1':2',1"-terphenyl (1.0 eq.), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq.), tri-tert-butylphosphine (0.10 eq.) and sodium tert-butoxide (1.5 eq.) were dissolved in 50 mL of o-xylene, followed by stirring at 150° C. under a nitrogen atmosphere for 1 hour. After the reaction was completed, the reaction product was washed three times with diethyl ether and water, and MgSO 4 The obtained organic layer was dried, and then dried under reduced pressure. Compound 226 was obtained by column chromatography. (Yield: 58%)

[0610] Synthesis Example 11: Synthesis of Compound 229

[0611] Compound 229 according to one or more embodiments can be synthesized by, for example, utilizing the following reaction.

[0612]

[0613] Synthesis of intermediate 229a

[0614] Dibenzo[b,d]furan-3-amine (1.2 eq.), 1-bromo-4-phenylnaphthalene (1.0 eq.), tri(dibenzylideneacetone)dipalladium(0) (0.05 eq.), tri-tert-butylphosphine (0.10 eq.) and sodium tert-butoxide (1.5 eq.) were dissolved in 50 mL of toluene, followed by stirring at 80° C. under a nitrogen atmosphere for 1 hour. After the reaction was completed, the reaction product was washed three times with diethyl ether and water, and MgSO 4 The obtained organic layer was dried, and then dried under reduced pressure. Intermediate 229a was obtained by column chromatography. (Yield: 63%)

[0615] Synthesis of compound 229

[0616] Intermediate 229a (1.0 eq.), 4″-bromo-3′,5′-diphenyl-1,1′:2′,1″-terphenyl (1.0 eq.), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq.), tri-tert-butylphosphine (0.10 eq.) and sodium tert-butoxide (1.5 eq.) were dissolved in 50 mL of o-xylene, followed by stirring at 150° C. under a nitrogen atmosphere for 1 hour. After the reaction was completed, the reaction product was washed three times with diethyl ether and water, and MgSO 4 The obtained organic layer was dried, and then dried under reduced pressure. Compound 229 was obtained by column chromatography. (Yield: 61%)

[0617] Synthesis Example 12: Synthesis of Compound 230

[0618] The compound 230 according to one or more embodiments may be synthesized, for example, by using the following reaction.

[0619]

[0620] Synthesis of intermediate 230a

[0621] Intermediate 43a (1.2 eq.), 3-bromodibenzo[b,d]furan (1.0 eq.), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq.), tri-tert-butylphosphine (0.10 eq.) and sodium tert-butoxide (1.5 eq.) were dissolved in 50 mL of toluene, followed by stirring at 80° C. under a nitrogen atmosphere for 1 hour. After the reaction was completed, the reaction product was washed three times with diethyl ether and water, and MgSO 4 The obtained organic layer was dried, and then dried under reduced pressure. Intermediate 230a was obtained by column chromatography. (Yield: 61%)

[0622] Synthesis of compound 230

[0623] Intermediate 230a (1.0 eq.), 4″-chloro-3′-phenyl-1,1′:2′,1″-terphenyl (1.0 eq.), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq.), tri-tert-butylphosphine (0.10 eq.) and sodium tert-butoxide (1.5 eq.) were dissolved in 50 mL of o-xylene, followed by stirring at 150° C. under a nitrogen atmosphere for 1 hour. After the reaction was completed, the reaction product was washed three times with diethyl ether and water, and MgSO 4 The obtained organic layer was dried, and then dried under reduced pressure. Compound 230 was obtained by column chromatography. (Yield: 64%)

[0624] Synthesis Example 13: Synthesis of Compound 231

[0625] The compound 231 according to one or more embodiments can be synthesized by, for example, using the following reaction.

[0626]

[0627] Synthesis of compound 231

[0628] Intermediate 226a (1.0 eq.), 5'-bromo-1,1':3',1"-terphenyl (1.0 eq.), tris(dibenzylideneacetone)dipalladium(0) (0.05 eq.), tri-tert-butylphosphine (0.10 eq.) and sodium tert-butoxide (1.5 eq.) were dissolved in 50 mL of o-xylene, followed by stirring at 150° C. under a nitrogen atmosphere for 1 hour. After the reaction was completed, the reaction product was washed three times with diethyl ether and water, and MgSO 4The obtained organic layer was dried, and then dried under reduced pressure. Compound 231 was obtained by column chromatography. (Yield: 55%).

[0629] The compounds synthesized according to the synthesis examples 1 The data of H nuclear magnetic resonance (NMR) spectroscopy and mass spectrometry using fast atom bombardment (MS / FAB) are shown in Table 1.

[0630] Table 1

[0631]

[0632]

[0633] Example 1

[0634] As an anode, a 15 ohm per square centimeter (Ω / cm 2 )(1,200 Angstroms ) A glass substrate (product of Corning) with an ITO electrode was cut into a size of 50 millimeters (mm) × 50 mm × 0.7 mm, ultrasonically treated with isopropyl alcohol and pure water for 5 minutes each, and then cleaned by ultraviolet irradiation and ozone exposure for 30 minutes. Then, the obtained glass substrate was mounted on a vacuum deposition device.

[0635] NPD is deposited on the anode to form (or provide) The hole injection layer has a thickness of The hole transport layer is formed by depositing CzSi on the hole transport layer to form (or provide) a hole transport layer having a thickness of Thickness of the emission auxiliary layer.

[0636] HT-3 and ET-2 (ground state complex hosts), PS-2 (phosphorescence sensitizer) and t-DABNA boron dopant are co-deposited on the emission-assisting layer in a weight ratio of 42:42:15:1 to form (or provide) The emitting layer has a thickness of TSPO1, and TSPO1 is deposited on the emitting layer to form (or provide) The hole blocking layer has a thickness of TPBi, and TPBi is deposited on the hole blocking layer to form (or provide) a The electron transport layer is formed by depositing LiF on the electron transport layer to form (or provide) a and depositing Al on the electron injection layer to form (or provide) a A cathode of a certain thickness is formed, thereby completing the manufacture of the light-emitting device.

[0637]

[0638] Examples 2 to 13 and Comparative Examples 1 to 9

[0639] A light-emitting device was manufactured in substantially the same manner as in Example 1, except that the compounds shown in Table 2 were each used instead of Compound 1 when the hole transport layer was formed (or provided).

[0640] Table 2

[0641]

[0642]

[0643]

[0644]

[0645] Evaluation Example

[0646] Including driving voltage (V), current density (mA / cm 2 )), brightness (cd / m 2 )), luminous efficiency (candela per ampere (cd / A)), emission color and half-life (hr@100mA / cm 2 The characteristics of the light-emitting device of ) were evaluated by measuring each by using Keithley MU 236 and luminance meter PR650. At 50 mA / cm 2 The luminous efficiency was measured at a current density of . 95 The value is divided by the T of Comparative Example 1 95 The lifespan ratio (T 95 ).

[0647] When a light emitting device has a relatively low driving voltage (V) value, the light emitting device may have a relatively higher power efficiency than a light emitting device having a high driving voltage (V) value, even when devices or materials having substantially the same quantum efficiency are used in both devices (e.g., simultaneously). 95 ) value represents the time it takes for the brightness of the light-emitting device to drop to 95%. The time it takes for the brightness of the light-emitting device of Comparative Example 1 to drop to 95% is defined as 1, and the time it takes for the brightness of other light-emitting devices to drop to 95% is shown as a relative value, that is, the lifespan ratio (T 95 ).

[0648] The driving voltage (V), luminous efficiency (cd / A), maximum emission wavelength (nanometers (nm)) and lifetime ratio (T 95 ) are shown in Table 3.

[0649] Table 3

[0650]

[0651] As shown in Table 3, the light-emitting devices of Examples 1 to 13 were each found to have a lower driving voltage than the light-emitting devices of each of Comparative Examples 1 to 9. In one or more embodiments, the light-emitting devices of Examples 1 to 13 were each confirmed to have substantially the same or improved luminous efficiency and lifetime as compared to the light-emitting devices of Comparative Examples 1 to 9.

[0652] The amine-containing compound represented by Formula 1 may have excellent or appropriate hole transport properties. A light-emitting device including the amine-containing compound represented by Formula 1 may have a relatively low driving voltage, high luminous efficiency, and long life. The display quality of an electronic device including the light-emitting device and an electronic device including the light-emitting device may be improved.

[0653] It should be understood that the embodiments described herein should be considered in a descriptive sense only and not for limiting purposes. The description of the features or aspects in each embodiment should generally consider other similar features or aspects that can be used in other embodiments. Although one or more embodiments have been described with reference to the accompanying drawings, it will be understood by those of ordinary skill in the art that one or more appropriate changes in form (or provision) and details may be made therein without departing from the spirit and scope defined by the attached claims and their equivalents.

Claims

1. An amine-containing compound represented by formula 1: Formula 1 In formula 1, X1 is N(R4), O or S, CY 11 and CY 12 Each independently is C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group, Ar2、Ar 31 and Ar 32 are each independently unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Aryl is either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroaryl, L1 to L3 are each independently unsubstituted or substituted with at least one R 10a Substituted C3-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, a1 to a3 are each independently an integer selected from 0 to 5, and i) when a1 is 0, by *-(L1) a1 -*' represents a single bond, ii) when a2 is 0, *-(L2) a2 -*' represents a single bond, iii) when a3 is 0, *-(L3) a3 -*' is a single bond, iv) when a1 is an integer selected from 2 to 5, multiple L1s are the same or different from each other, v) when a2 is an integer selected from 2 to 5, multiple L2s are the same or different from each other, and vi) when a3 is an integer selected from 2 to 5, multiple L3s are the same or different from each other, R1 to R4 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C3-C 10 Cycloalkyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 10 Heterocycloalkyl, unsubstituted or substituted with at least one R 10a Substituted C3-C 10 Cycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 10 Heterocycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryl, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Arylthio, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroaryl, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroaryloxy, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroarylthio, unsubstituted or substituted with at least one R 10a A substituted monovalent non-aromatic fused polycyclic group, unsubstituted or replaced by at least one R 10a a substituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2), or -P(=S)(Q1)(Q2), Two or more adjacent R1 to R3 are not bonded or bonded to each other to form an unsubstituted or substituted group. 10a Substituted C5-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, n1 is an integer selected from 0 to 20, n2 is an integer selected from 0 to 6, n3 is an integer selected from 0 to 3, R 10a for: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro; Each unsubstituted or substituted C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl or C1-C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Aralkyl, C2-C 60 Heteroaralkyl, -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 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof; Each unsubstituted or substituted C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Arylalkyl or C2-C 60 Heteroaralkyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Aralkyl, C2-C 60 Heteroaralkyl, -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 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof; or -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 ) or -P(=O)(Q 31 )(Q 32 ), Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 Each independently represents: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; C1-C 60 Alkyl; C2-C 60 Alkenyl; C2-C 60 Alkynyl; or C1-C 60 Alkoxy; Each unsubstituted or deuterated, -F, cyano, C1-C 60 Alkyl, C1-C 60 C3-C substituted with alkoxy, phenyl, biphenyl or any combination thereof 60 Carbocyclic or C1-C 60 Heterocyclic group; C7-C 60 Arylalkyl; or C2-C 60 heteroarylalkyl, and * and *' each indicate a bonding site to an adjacent atom.

2. The amine-containing compound according to claim 1, wherein CY 11 and CY 12 Each is independently phenyl, naphthyl, phenanthryl, fluoranthene, triphenylene, pyrenyl, 1,2-benzophenanthryl, indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, indolyl, pyridyl, pyrimidinyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, furanyl, benzofuranyl, dibenzofuranyl, naphthofuranyl, benzonaphthofuranyl, dinaphthofuranyl, thienyl, benzothienyl, dibenzothienyl, naphthiothienyl, benzonaphthothienyl or dinaphthothienyl.

3. The amine-containing compound according to claim 1, wherein the amine-containing compound represented by Formula 1 is a compound represented by any one selected from Formula 1-1 to Formula 1-4: Formula 1-1 Formula 1-2 Formula 1-3 Formula 1-4 In Formula 1-1 to Formula 1-4, X1, Ar2, Ar 31 ,Ar 32 , L1 to L3, a1 to a3, R2, R3, n2 and n3 are each as described for Formula 1, and R 11 To R 18 Each is as described with reference to R1 in Formula 1.

4. The amine-containing compound according to claim 1, wherein Ar2, Ar 31 and Ar 32 are each independently unsubstituted or substituted with at least one R 10a Substituted phenyl, biphenyl, terphenyl, pentalenyl, indenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, dimethylfluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylene, pyrenyl, 1,2-triphenylenyl, peryl, pentacene, pyrrolyl, thienyl, furanyl, thirol, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl , isoindolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, benzoisoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzofuranyl, benzothiophenyl, benzothioxyl, benzothiazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, triazolyl, tetrazolyl, thiadiazolyl, oxadiazolyl, triazinyl, carbazolyl , dibenzofuranyl, dibenzothienyl, dibenzothioyl, benzocarbazolyl, naphthobenzofuranyl, naphthobenzothienyl, naphthobenzothioyl, dibenzocarbazolyl, dinaphthofuranyl, dinaphthothienyl, dinaphthothioyl, imidazopyridyl, imidazopyrimidyl, oxazolopyridyl, thiazopyridyl, benzonaphthyridinyl, azafluorenyl, azaspirobifluorenyl, azacarbazolyl, azadibenzofuranyl, azadibenzothienyl, azadibenzothioyl, indenopyrrolyl , indolopyrrolyl, indenocarbazolyl, indolocarbazolyl, naphthacene, phenanthrenyl, hexacenyl, pentaphenanthrenyl, rubinyl, corundum, ovalenyl, naphthopyrrolyl, naphthofuryl, naphthiophenyl, naphthiothiophenyl, benzofuranocarbazolyl, benzothiophenylcarbazolyl, benzothiophenylcarbazolyl, triindolophenyl, pyrrolophenanthrenyl, furanophenanthrenyl, thienophanthrenyl, benzonaphthofuranyl, benzonaphthothiophenyl, indolophenanthrenyl, benzofuranophenanthrenyl or benzothiophenylanthrenyl, R 10a As described for Formula 1.

5. The amine-containing compound according to claim 1, wherein Ar2, Ar 31 and Ar 32 Each independently Z1 to Z5 are each independently hydrogen or as referred to in R of Formula 1 10a described, and *Indicates bonding sites to neighboring atoms.

6. The amine-containing compound according to claim 1, wherein The group represented is a group represented by any one selected from Formula 3A to Formula 3F: In Formulae 3A to 3F, Ar 31 and Ar 32 Each as described for Formula 1, R 31 To R 35 Each is as described with reference to R3 of Formula 1, and *Indicates bonding sites to neighboring atoms.

7. The amine-containing compound of claim 1, wherein R3 is hydrogen or deuterium.

8. The amine-containing compound according to claim 1, wherein The group represented is a group represented by any one selected from Formula 2A to Formula 2N: in, In Formula 2A to Formula 2N, Ar2 is as described for Formula 1, R 21 To R 28 Each as described with reference to R2 of Formula 1, and *Indicates bonding sites to neighboring atoms.

9. The amine-containing compound of claim 1, wherein L1 to L3 are each independently unsubstituted or substituted by at least one R 10a substituted phenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, pyrenyl or 1,2-triphenylenyl, and R 10a As described for Formula 1.

10. The amine-containing compound according to claim 1, wherein L1 to L3 are each a group represented by one selected from Formula 4A to Formula 4C: In Formula 4A to Formula 4C, R 10a As described for Equation 1, e4 is an integer selected from 0 to 4, and * and *' each indicate a bonding site to an adjacent atom.

11. The amine-containing compound according to claim 1, wherein the amine-containing compound represented by Formula 1 is at least one selected from Compound 1 to Compound 121, Compound 141 to Compound 157, Compound 161 to Compound 189, Compound 191 to Compound 193, and Compound 197 to Compound 231:

12. A light emitting device, comprising: a first electrode; a second electrode facing the first electrode; an interlayer between the first electrode and the second electrode and including an emitting layer; as well as The amine-containing compound represented by Formula 1 according to any one of claims 1 to 11.

13. The light emitting device of claim 12, wherein the interlayer further comprises a hole transport region between the first electrode and the emission layer and an electron transport region between the emission layer and the second electrode, The hole transport region includes a hole injection layer, a hole transport layer, an emission auxiliary layer, an electron blocking layer or any combination thereof, and The electron transport region includes a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, an electron injection layer or any combination thereof. The light emitting device of claim 12 , wherein the interlayer comprises the amine-containing compound represented by Formula 1. 15 . The light emitting device of claim 13 , wherein the hole transport region comprises the amine-containing compound represented by Formula 1.

16. The light-emitting device according to claim 13, wherein the hole transport layer comprises the amine-containing compound represented by Formula 1, and The hole transport layer is in direct contact with the emission layer.

17. The light emitting device according to claim 12, further comprising a capping layer located outside the second electrode, The capping layer includes the amine-containing compound represented by Formula 1.

18. An electronic device comprising the light emitting device according to any one of claims 12 to 17.

19. The electronic device of claim 18, further comprising a thin film transistor, The thin film transistor comprises a source electrode and a drain electrode, and The first electrode of the light emitting device is electrically connected to at least one of the source electrode and the drain electrode of the thin film transistor.

20. An electronic device comprising a light emitting device as described in any one of claims 12 to 17, wherein the electronic device is at least one selected from a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor light, an outdoor light, a signal light, a head-up display, a fully transparent display, a partially transparent display, a flexible display, a rollable display, a foldable display, a retractable display, a laser printer, a telephone, a portable telephone, a tablet personal computer, a tablet mobile computer, a personal digital assistant, a wearable device, a laptop computer, a digital camera, a video camera, a viewfinder, a microdisplay, a three-dimensional display, a virtual reality display, an augmented reality display, a vehicle, a video wall with multiple displays spliced ​​together, a theater screen, a stadium screen, a light therapy device and a sign.

Citation Information

Patent Citations

  • Display device

    KR1020230144167A